# Electronic Supplementary Material (ESI) for New Journal of Chemistry. # This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_4a _database_code_depnum_ccdc_archive 'CCDC 1438609' _audit_update_record ; 2016-02-22 deposited with the CCDC. 2016-03-23 downloaded from the CCDC. ; _audit_creation_method SHELXL-2014/7 _chemical_name_systematic 'trans-dichlorido-bis(1,3-bis(2-ethoxy-2-oxoethyl)-imidazol-2-ylidine)- palladium(II)' _chemical_formula_moiety 'C22 H32 Cl2 N4 O8 Pd' _chemical_formula_sum 'C22 H32 Cl2 N4 O8 Pd' _chemical_formula_weight 657.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/n' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.2261(3) _cell_length_b 27.7257(6) _cell_length_c 17.0282(4) _cell_angle_alpha 90 _cell_angle_beta 99.793(2) _cell_angle_gamma 90 _cell_volume 5688.1(2) _cell_formula_units_Z 8 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 59489 _cell_measurement_theta_min 1.41 _cell_measurement_theta_max 25.21 _exptl_crystal_description pale _exptl_crystal_colour yellow _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_density_diffrn 1.536 _exptl_crystal_F_000 2688 _exptl_crystal_size_max 1.0 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.14 _exptl_absorpt_coefficient_mu 0.890 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7281 _exptl_absorpt_correction_T_max 0.9592 _exptl_absorpt_process_details 'X-RED (Stoe, 2009)' _diffrn_ambient_temperature 210(2) _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_measurement_method '\w scan, \d \w = 1.0 deg' _diffrn_measurement_details ; 360 frames, 1 min exposure time ; _diffrn_reflns_number 69663 _diffrn_reflns_av_unetI/netI 0.0280 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.418 _diffrn_reflns_theta_max 24.626 _diffrn_reflns_theta_full 24.626 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_point_group_measured_fraction_full 0.993 _reflns_number_total 9541 _reflns_number_gt 8093 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'X-AREA (Stoe, 2011)' _computing_cell_refinement 'X-AREA (Stoe, 2011)' _computing_data_reduction 'X-RED (Stoe, 2009)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2013)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_molecular_graphics 'Diamond (Blankenburg, 2015)' _computing_publication_material 'SHELXL-2014/7 (Sheldrick, 2014)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0486P)^2^+3.2999P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_extinction_coef 0.00059(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 9541 _refine_ls_number_parameters 746 _refine_ls_number_restraints 167 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_special_details ; C11 is disordered over two sides with occupancies of 0.75/0.25. C22 is disorderd over two sides with occupancies of 0.6788/0.3213. O12, C32 and C33 were refined as disordered over two sides (occupancies 0.5627/0.4373). O15, C43 and C44 were refined as disordered over two sides (occupancies 0.5627/0.4373). ; _vrf_PLAT230_ALERT_2_B ; PROBLEM: Hirshfeld Test Diff for C28 -- C29 .. 10.5 s.u. PROBLEM: Hirshfeld Test Diff for C39 -- C40 .. 11.2 s.u. RESPONSE: Caused by vibration of the ethyl substituents. ; loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3891(2) 0.06841(10) 0.93981(17) 0.0302(6) Uani 1 1 d . . . . . C2 C 0.5312(3) 0.03676(11) 0.88744(19) 0.0365(7) Uani 1 1 d . . . . . H2 H 0.574(3) 0.0118(12) 0.866(2) 0.044 Uiso 1 1 d . U . . . C3 C 0.5552(3) 0.08306(12) 0.90361(19) 0.0360(7) Uani 1 1 d . . . . . H3 H 0.616(3) 0.1011(12) 0.898(2) 0.043 Uiso 1 1 d . U . . . C4 C 0.3693(3) -0.01722(11) 0.8972(2) 0.0394(7) Uani 1 1 d . . . . . H4A H 0.3112 -0.0181 0.9304 0.047 Uiso 1 1 calc R U . . . H4B H 0.4206 -0.0439 0.9136 0.047 Uiso 1 1 calc R U . . . C5 C 0.3176(3) -0.02374(13) 0.8116(2) 0.0486(9) Uani 1 1 d . . . . . C6 C 0.1730(4) -0.0658(2) 0.7270(3) 0.096(2) Uani 1 1 d . . . . . H6A H 0.2274 -0.0702 0.6914 0.115 Uiso 1 1 calc R U . . . H6B H 0.1335 -0.0964 0.7292 0.115 Uiso 1 1 calc R U . . . C7 C 0.0940(5) -0.0288(3) 0.6940(3) 0.109(2) Uani 1 1 d . . . . . H7A H 0.0464 -0.0210 0.7323 0.163 Uiso 1 1 calc R U . . . H7B H 0.0491 -0.0406 0.6453 0.163 Uiso 1 1 calc R U . . . H7C H 0.1338 -0.0001 0.6824 0.163 Uiso 1 1 calc R U . . . C8 C 0.4623(3) 0.15119(10) 0.96436(18) 0.0335(6) Uani 1 1 d . . . . . H8A H 0.3856 0.1586 0.9700 0.040 Uiso 1 1 calc R U . . . H8B H 0.4839 0.1736 0.9252 0.040 Uiso 1 1 calc R U . . . C9 C 0.5367(3) 0.15851(11) 1.04320(19) 0.0355(7) Uani 1 1 d . . . . . C10 C 0.5695(3) 0.21186(14) 1.1544(2) 0.0560(10) Uani 1 1 d D . . . . H10A H 0.5614 0.2466 1.1620 0.067 Uiso 0.75 1 calc R U P A 1 H10B H 0.6480 0.2050 1.1541 0.067 Uiso 0.75 1 calc R U P A 1 H10C H 0.6381 0.1931 1.1676 0.067 Uiso 0.25 1 calc R U P B 2 H10D H 0.5277 0.2104 1.1986 0.067 Uiso 0.25 1 calc R U P B 2 C11 C 0.5302(5) 0.1843(2) 1.2223(3) 0.0624(14) Uani 0.75 1 d D . P C 1 H11A H 0.5650 0.1977 1.2730 0.094 Uiso 0.75 1 calc R U P C 1 H11B H 0.5505 0.1505 1.2197 0.094 Uiso 0.75 1 calc R U P C 1 H11C H 0.4502 0.1870 1.2171 0.094 Uiso 0.75 1 calc R U P C 1 C11A C 0.5905(17) 0.2626(6) 1.1307(11) 0.077(6) Uani 0.25 1 d D . P C 2 H11D H 0.5217 0.2807 1.1238 0.115 Uiso 0.25 1 calc R U P C 2 H11E H 0.6194 0.2624 1.0811 0.115 Uiso 0.25 1 calc R U P C 2 H11F H 0.6442 0.2776 1.1721 0.115 Uiso 0.25 1 calc R U P C 2 C12 C 0.1050(2) 0.07485(9) 1.03295(16) 0.0282(6) Uani 1 1 d . . . . . C13 C -0.0356(3) 0.05025(11) 1.09374(19) 0.0350(7) Uani 1 1 d . . . . . H13 H -0.072(3) 0.0299(12) 1.121(2) 0.042 Uiso 1 1 d . U . . . C14 C -0.0654(2) 0.09246(11) 1.05997(18) 0.0329(6) Uani 1 1 d . . . . . H14 H -0.124(3) 0.1101(12) 1.060(2) 0.040 Uiso 1 1 d . U . . . C15 C 0.1345(3) -0.00171(10) 1.10863(18) 0.0350(7) Uani 1 1 d . . . . . H15A H 0.1936 -0.0072 1.0773 0.042 Uiso 1 1 calc R U . . . H15B H 0.0873 -0.0305 1.1041 0.042 Uiso 1 1 calc R U . . . C16 C 0.1851(3) 0.00601(12) 1.1946(2) 0.0411(7) Uani 1 1 d . . . . . C17 C 0.3143(5) -0.0249(2) 1.3020(3) 0.0877(16) Uani 1 1 d . . . . . H17A H 0.3409 0.0078 1.3163 0.105 Uiso 1 1 calc R U . . . H17B H 0.2582 -0.0332 1.3346 0.105 Uiso 1 1 calc R U . . . C18 C 0.4023(5) -0.0572(2) 1.3176(3) 0.0999(19) Uani 1 1 d . . . . . H18A H 0.3761 -0.0895 1.3022 0.150 Uiso 1 1 calc R U . . . H18B H 0.4326 -0.0568 1.3740 0.150 Uiso 1 1 calc R U . . . H18C H 0.4594 -0.0480 1.2874 0.150 Uiso 1 1 calc R U . . . C19 C 0.0218(2) 0.15147(10) 0.97710(17) 0.0319(6) Uani 1 1 d . . . . . H19A H 0.0965 0.1570 0.9653 0.038 Uiso 1 1 calc R U . . . H19B H 0.0029 0.1788 1.0087 0.038 Uiso 1 1 calc R U . . . C20 C -0.0595(3) 0.14906(11) 0.90033(18) 0.0351(7) Uani 1 1 d . . . . . C21 C -0.1085(3) 0.18652(17) 0.7738(2) 0.0678(12) Uani 1 1 d D . . . . H21C H -0.1818 0.1741 0.7794 0.081 Uiso 0.3213 1 calc R U P D 2 H21D H -0.1175 0.2205 0.7584 0.081 Uiso 0.3213 1 calc R U P D 2 H21A H -0.0971 0.2174 0.7482 0.081 Uiso 0.6788 1 calc R U P E 1 H21B H -0.1862 0.1848 0.7812 0.081 Uiso 0.6788 1 calc R U P E 1 C22A C -0.069(2) 0.1603(7) 0.7106(12) 0.076(2) Uani 0.3213 1 d D U P F 2 H22A H 0.0047 0.1715 0.7058 0.114 Uiso 0.3213 1 calc R U P F 2 H22B H -0.1190 0.1657 0.6607 0.114 Uiso 0.3213 1 calc R U P F 2 H22C H -0.0663 0.1261 0.7229 0.114 Uiso 0.3213 1 calc R U P F 2 C23 C 1.1068(2) 0.24279(10) 1.15190(18) 0.0325(6) Uani 1 1 d . . . . . C24 C 1.2495(3) 0.20091(12) 1.11818(19) 0.0386(7) Uani 1 1 d . . . . . H24 H 1.294(3) 0.1736(13) 1.117(2) 0.046 Uiso 1 1 d . U . . . C25 C 1.2495(3) 0.24427(12) 1.0835(2) 0.0396(7) Uani 1 1 d . . . . . H25 H 1.298(3) 0.2567(13) 1.053(2) 0.048 Uiso 1 1 d . U . . . C26 C 1.1307(3) 0.15991(11) 1.2060(2) 0.0406(7) Uani 1 1 d . . . . . H26A H 1.1785 0.1324 1.1991 0.049 Uiso 1 1 calc R U . . . H26B H 1.0541 0.1506 1.1847 0.049 Uiso 1 1 calc R U . . . C27 C 1.1396(3) 0.16992(13) 1.2937(2) 0.0492(9) Uani 1 1 d . . . . . C28 C 1.2297(5) 0.2151(3) 1.4048(3) 0.103(2) Uani 1 1 d D . . . . H28A H 1.2017 0.2481 1.4065 0.123 Uiso 1 1 calc R U . . . H28B H 1.1844 0.1940 1.4326 0.123 Uiso 1 1 calc R U . . . C29 C 1.3380(6) 0.2132(3) 1.4413(4) 0.1268(18) Uani 1 1 d D . . . . H29A H 1.3600 0.1798 1.4507 0.190 Uiso 1 1 calc R U . . . H29B H 1.3465 0.2302 1.4918 0.190 Uiso 1 1 calc R U . . . H29C H 1.3845 0.2282 1.4074 0.190 Uiso 1 1 calc R U . . . C30 C 1.1317(3) 0.31892(12) 1.0832(2) 0.0454(8) Uani 1 1 d . . . . . H30A H 1.1909 0.3400 1.1100 0.054 Uiso 1 1 calc R U . . . H30B H 1.0636 0.3271 1.1034 0.054 Uiso 1 1 calc R U . . . C31 C 1.1145(4) 0.32900(14) 0.9962(2) 0.0596(10) Uani 1 1 d D . . . . C32 C 1.0862(11) 0.3967(5) 0.9024(8) 0.1010(10) Uani 0.5627 1 d D U P G 1 H32A H 1.1367 0.3787 0.8742 0.121 Uiso 0.5627 1 calc R U P G 1 H32B H 1.1117 0.4302 0.9086 0.121 Uiso 0.5627 1 calc R U P G 1 C33 C 0.9708(10) 0.3946(5) 0.8573(7) 0.123(2) Uani 0.5627 1 d D U P G 1 H33A H 0.9701 0.4052 0.8029 0.185 Uiso 0.5627 1 calc R U P G 1 H33B H 0.9234 0.4155 0.8826 0.185 Uiso 0.5627 1 calc R U P G 1 H33C H 0.9435 0.3618 0.8571 0.185 Uiso 0.5627 1 calc R U P G 1 C34 C 0.8522(2) 0.28198(10) 1.26156(17) 0.0313(6) Uani 1 1 d . . . . . C35 C 0.7157(3) 0.27863(13) 1.3359(2) 0.0400(7) Uani 1 1 d . . . . . H35 H 0.670(3) 0.2647(12) 1.368(2) 0.048 Uiso 1 1 d . U . . . C36 C 0.7209(3) 0.32384(13) 1.3106(2) 0.0405(7) Uani 1 1 d . . . . . H36 H 0.684(3) 0.3520(13) 1.318(2) 0.049 Uiso 1 1 d . U . . . C37 C 0.8199(3) 0.20264(11) 1.32147(18) 0.0358(7) Uani 1 1 d . . . . . H37A H 0.8658 0.1903 1.2840 0.043 Uiso 1 1 calc R U . . . H37B H 0.7502 0.1844 1.3133 0.043 Uiso 1 1 calc R U . . . C38 C 0.8791(3) 0.19487(12) 1.40493(19) 0.0388(7) Uani 1 1 d . . . . . C39 C 0.9413(5) 0.13547(16) 1.4999(2) 0.0741(13) Uani 1 1 d . . . . . H39A H 0.9325 0.1591 1.5411 0.089 Uiso 1 1 calc R U . . . H39B H 1.0198 0.1343 1.4945 0.089 Uiso 1 1 calc R U . . . C40 C 0.9031(7) 0.0866(3) 1.5223(4) 0.1268(18) Uani 1 1 d . . . . . H40A H 0.8229 0.0865 1.5173 0.190 Uiso 1 1 calc R U . . . H40B H 0.9362 0.0793 1.5769 0.190 Uiso 1 1 calc R U . . . H40C H 0.9257 0.0624 1.4871 0.190 Uiso 1 1 calc R U . . . C41 C 0.8370(3) 0.36885(11) 1.2270(2) 0.0431(8) Uani 1 1 d . . . . . H41A H 0.9136 0.3654 1.2179 0.052 Uiso 1 1 calc R U . . . H41B H 0.8343 0.3966 1.2623 0.052 Uiso 1 1 calc R U . . . C42 C 0.7635(4) 0.37827(15) 1.1498(2) 0.0617(10) Uani 1 1 d D . . . . C43 C 0.7337(9) 0.4347(4) 1.0418(7) 0.1181(17) Uani 0.5679 1 d D U P H 1 H43A H 0.7108 0.4136 0.9957 0.142 Uiso 0.5679 1 calc R U P H 1 H43B H 0.6678 0.4470 1.0608 0.142 Uiso 0.5679 1 calc R U P H 1 C44 C 0.8053(11) 0.4738(5) 1.0232(8) 0.131(2) Uani 0.5679 1 d D U P H 1 H44A H 0.8569 0.4614 0.9907 0.196 Uiso 0.5679 1 calc R U P H 1 H44B H 0.8463 0.4870 1.0723 0.196 Uiso 0.5679 1 calc R U P H 1 H44C H 0.7601 0.4989 0.9943 0.196 Uiso 0.5679 1 calc R U P H 1 Cl1 Cl 0.14112(6) 0.06311(3) 0.86201(4) 0.03584(17) Uani 1 1 d . . . . . Cl2 Cl 0.35261(6) 0.08224(3) 1.11224(4) 0.03525(16) Uani 1 1 d . . . . . Cl3 Cl 0.86640(7) 0.20936(3) 1.12522(5) 0.04441(19) Uani 1 1 d . . . . . Cl4 Cl 1.09325(6) 0.31567(3) 1.28393(5) 0.0458(2) Uani 1 1 d . . . . . N1 N 0.4291(2) 0.02807(8) 0.90994(14) 0.0314(5) Uani 1 1 d . . . . . N2 N 0.46794(19) 0.10201(8) 0.93549(14) 0.0300(5) Uani 1 1 d . . . . . N3 N 0.0689(2) 0.03955(8) 1.07685(14) 0.0311(5) Uani 1 1 d . . . . . N4 N 0.02163(19) 0.10758(8) 1.02326(14) 0.0296(5) Uani 1 1 d . . . . . N5 N 1.1615(2) 0.20058(9) 1.15927(15) 0.0333(5) Uani 1 1 d . . . . . N6 N 1.1605(2) 0.26952(9) 1.10410(15) 0.0354(6) Uani 1 1 d . . . . . N7 N 0.7961(2) 0.25305(9) 1.30476(15) 0.0334(5) Uani 1 1 d . . . . . N8 N 0.8054(2) 0.32573(9) 1.26594(15) 0.0339(6) Uani 1 1 d . . . . . O1 O 0.3500(3) -0.00616(14) 0.75635(17) 0.0837(11) Uani 1 1 d . . . . . O2 O 0.2312(2) -0.05379(9) 0.80649(17) 0.0562(7) Uani 1 1 d . . . . . O3 O 0.6152(2) 0.13402(9) 1.06914(16) 0.0528(6) Uani 1 1 d . . . . . O4 O 0.50313(19) 0.19707(8) 1.07910(13) 0.0437(5) Uani 1 1 d . . . . . O5 O 0.1582(2) 0.03697(11) 1.23714(15) 0.0625(7) Uani 1 1 d . . . . . O6 O 0.2642(2) -0.02645(9) 1.21713(14) 0.0525(6) Uani 1 1 d . . . . . O7 O -0.13603(19) 0.12168(9) 0.88629(14) 0.0506(6) Uani 1 1 d . . . . . O8 O -0.03498(19) 0.18334(9) 0.85133(14) 0.0493(6) Uani 1 1 d . . . . . O9 O 1.0764(3) 0.15214(12) 1.33194(19) 0.0838(10) Uani 1 1 d . . . . . O10 O 1.2222(2) 0.19931(11) 1.32119(15) 0.0654(8) Uani 1 1 d . . . . . O11 O 1.1254(3) 0.30092(12) 0.94516(17) 0.0771(9) Uani 1 1 d . . . . . O12 O 1.0831(17) 0.3748(3) 0.9812(9) 0.0948(9) Uani 0.5627 1 d D U P G 1 O13 O 0.9245(2) 0.22562(9) 1.44761(15) 0.0604(7) Uani 1 1 d . . . . . O14 O 0.8741(2) 0.14876(8) 1.42511(13) 0.0491(6) Uani 1 1 d . . . . . O15 O 0.6640(8) 0.3727(5) 1.1347(17) 0.082(3) Uani 0.4424 1 d D . P I 1 O16 O 0.8106(4) 0.40921(15) 1.1069(2) 0.1105(12) Uani 1 1 d D U . . . Pd1 Pd 0.24730(2) 0.07353(2) 0.98667(2) 0.02646(8) Uani 1 1 d . . . . . Pd2 Pd 0.97853(2) 0.26270(2) 1.20519(2) 0.02839(8) Uani 1 1 d . . . . . C44A C 0.7423(16) 0.4549(5) 0.9796(10) 0.133(2) Uani 0.4321 1 d D U P H 2 H44D H 0.6913 0.4492 0.9303 0.199 Uiso 0.4321 1 calc R U P H 2 H44E H 0.8112 0.4680 0.9677 0.199 Uiso 0.4321 1 calc R U P H 2 H44F H 0.7095 0.4777 1.0121 0.199 Uiso 0.4321 1 calc R U P H 2 C43A C 0.7642(15) 0.4105(5) 1.0220(6) 0.1187(17) Uani 0.4321 1 d D U P H 2 H43C H 0.8144 0.3919 0.9945 0.142 Uiso 0.4321 1 calc R U P H 2 H43D H 0.6940 0.3926 1.0152 0.142 Uiso 0.4321 1 calc R U P H 2 C22 C -0.0830(10) 0.1453(3) 0.7218(5) 0.076(2) Uani 0.6788 1 d D U P F 1 H22D H -0.1272 0.1486 0.6691 0.114 Uiso 0.6788 1 calc R U P F 1 H22E H -0.1004 0.1150 0.7452 0.114 Uiso 0.6788 1 calc R U P F 1 H22F H -0.0048 0.1459 0.7177 0.114 Uiso 0.6788 1 calc R U P F 1 O12A O 1.096(2) 0.3760(4) 0.9871(11) 0.0948(9) Uani 0.4373 1 d D U P G 2 C32A C 1.0675(17) 0.3892(5) 0.9027(11) 0.1010(10) Uani 0.4373 1 d D U P G 2 H32C H 0.9975 0.3744 0.8775 0.121 Uiso 0.4373 1 calc R U P G 2 H32D H 1.1265 0.3799 0.8733 0.121 Uiso 0.4373 1 calc R U P G 2 C33A C 1.0571(13) 0.4434(4) 0.9071(8) 0.109(2) Uani 0.4373 1 d D U P G 2 H33D H 1.0339 0.4563 0.8539 0.164 Uiso 0.4373 1 calc R U P G 2 H33E H 1.1283 0.4571 0.9302 0.164 Uiso 0.4373 1 calc R U P G 2 H33F H 1.0025 0.4516 0.9401 0.164 Uiso 0.4373 1 calc R U P G 2 O15A O 0.6802(7) 0.3546(4) 1.1252(13) 0.082(3) Uani 0.5576 1 d D . P I 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0335(15) 0.0289(14) 0.0286(14) 0.0011(11) 0.0065(12) 0.0017(12) C2 0.0321(16) 0.0378(17) 0.0428(17) 0.0039(14) 0.0160(14) 0.0070(13) C3 0.0303(16) 0.0409(17) 0.0394(17) 0.0066(14) 0.0134(13) -0.0008(13) C4 0.0428(18) 0.0261(15) 0.0535(19) -0.0014(13) 0.0199(15) 0.0012(13) C5 0.046(2) 0.050(2) 0.056(2) -0.0216(17) 0.0237(17) -0.0089(16) C6 0.072(3) 0.120(4) 0.101(4) -0.075(4) 0.031(3) -0.035(3) C7 0.081(4) 0.192(7) 0.051(3) -0.037(4) 0.005(3) -0.010(4) C8 0.0352(16) 0.0251(14) 0.0410(16) 0.0034(12) 0.0085(13) 0.0001(12) C9 0.0327(16) 0.0301(15) 0.0437(17) 0.0018(13) 0.0069(14) -0.0034(13) C10 0.046(2) 0.056(2) 0.061(2) -0.0217(18) -0.0046(18) -0.0030(17) C11 0.057(3) 0.083(4) 0.043(3) -0.009(3) -0.004(2) -0.008(3) C11A 0.089(13) 0.051(9) 0.077(12) -0.008(8) -0.025(10) -0.015(9) C12 0.0318(15) 0.0266(14) 0.0265(14) -0.0029(11) 0.0056(12) -0.0021(12) C13 0.0332(16) 0.0370(16) 0.0377(16) -0.0018(13) 0.0142(13) -0.0069(13) C14 0.0270(15) 0.0389(17) 0.0349(16) -0.0043(13) 0.0107(12) 0.0003(13) C15 0.0403(17) 0.0274(14) 0.0387(16) 0.0026(12) 0.0104(14) 0.0006(13) C16 0.0398(18) 0.0421(18) 0.0420(18) 0.0055(15) 0.0088(15) 0.0021(15) C17 0.100(4) 0.095(4) 0.057(3) -0.008(2) -0.018(3) 0.028(3) C18 0.130(5) 0.094(4) 0.065(3) 0.008(3) -0.014(3) 0.032(4) C19 0.0344(16) 0.0259(14) 0.0365(16) 0.0005(12) 0.0094(13) -0.0002(12) C20 0.0307(16) 0.0362(16) 0.0393(17) 0.0013(13) 0.0090(13) 0.0048(13) C21 0.044(2) 0.109(4) 0.047(2) 0.031(2) -0.0012(17) 0.000(2) C22A 0.061(4) 0.122(5) 0.044(3) 0.006(4) 0.004(2) -0.005(4) C23 0.0327(15) 0.0307(15) 0.0348(16) -0.0075(12) 0.0077(13) -0.0004(12) C24 0.0306(16) 0.0429(18) 0.0438(18) -0.0113(14) 0.0108(14) 0.0063(14) C25 0.0350(17) 0.0443(18) 0.0436(18) -0.0090(15) 0.0183(14) 0.0002(14) C26 0.0428(18) 0.0328(16) 0.0471(19) -0.0003(14) 0.0101(15) 0.0045(14) C27 0.056(2) 0.0450(19) 0.049(2) 0.0057(16) 0.0151(18) 0.0125(17) C28 0.121(5) 0.137(5) 0.041(2) -0.003(3) -0.012(3) 0.029(4) C29 0.174(5) 0.129(4) 0.075(3) -0.004(3) 0.013(3) -0.019(4) C30 0.055(2) 0.0375(17) 0.0487(19) -0.0003(15) 0.0219(16) 0.0053(15) C31 0.071(3) 0.062(2) 0.053(2) 0.0065(19) 0.030(2) 0.024(2) C32 0.134(2) 0.0920(17) 0.0865(17) 0.0345(15) 0.0454(15) 0.0415(16) C33 0.150(4) 0.120(4) 0.105(4) 0.029(3) 0.035(4) 0.044(4) C34 0.0302(15) 0.0321(15) 0.0315(15) -0.0060(12) 0.0052(12) 0.0009(12) C35 0.0335(17) 0.050(2) 0.0396(17) -0.0036(15) 0.0151(14) 0.0050(14) C36 0.0330(17) 0.0478(19) 0.0425(18) -0.0119(15) 0.0114(14) 0.0096(14) C37 0.0415(17) 0.0329(15) 0.0344(16) -0.0033(12) 0.0102(13) -0.0048(13) C38 0.0422(18) 0.0402(17) 0.0360(16) -0.0035(14) 0.0121(14) 0.0015(14) C39 0.108(4) 0.065(3) 0.043(2) 0.0119(19) -0.004(2) 0.002(3) C40 0.174(5) 0.129(4) 0.075(3) -0.004(3) 0.013(3) -0.019(4) C41 0.0418(18) 0.0305(16) 0.058(2) -0.0027(15) 0.0111(16) 0.0023(14) C42 0.067(3) 0.062(2) 0.057(2) 0.017(2) 0.016(2) -0.004(2) C43 0.144(4) 0.117(3) 0.092(3) 0.046(3) 0.016(3) -0.018(3) C44 0.155(5) 0.126(4) 0.105(4) 0.045(4) 0.004(4) -0.012(4) Cl1 0.0408(4) 0.0320(4) 0.0342(4) -0.0021(3) 0.0047(3) -0.0042(3) Cl2 0.0360(4) 0.0342(4) 0.0350(4) -0.0018(3) 0.0041(3) 0.0013(3) Cl3 0.0385(4) 0.0491(4) 0.0462(4) -0.0197(4) 0.0090(3) -0.0051(3) Cl4 0.0339(4) 0.0499(5) 0.0546(5) -0.0231(4) 0.0103(4) -0.0043(3) N1 0.0329(13) 0.0275(12) 0.0356(13) 0.0009(10) 0.0112(11) 0.0026(10) N2 0.0299(12) 0.0290(12) 0.0323(12) 0.0023(10) 0.0091(10) 0.0001(10) N3 0.0330(13) 0.0285(12) 0.0330(13) -0.0003(10) 0.0094(10) -0.0010(10) N4 0.0282(12) 0.0295(12) 0.0322(12) -0.0010(10) 0.0079(10) 0.0008(10) N5 0.0321(13) 0.0332(13) 0.0355(13) -0.0065(10) 0.0078(11) 0.0017(11) N6 0.0368(14) 0.0348(13) 0.0378(14) -0.0047(11) 0.0152(11) 0.0011(11) N7 0.0305(13) 0.0368(13) 0.0343(13) -0.0041(11) 0.0098(11) 0.0010(11) N8 0.0315(13) 0.0318(13) 0.0391(14) -0.0039(11) 0.0077(11) 0.0050(11) O1 0.075(2) 0.136(3) 0.0465(16) -0.0226(17) 0.0290(15) -0.048(2) O2 0.0503(15) 0.0467(14) 0.0753(18) -0.0251(13) 0.0211(13) -0.0119(12) O3 0.0407(13) 0.0446(13) 0.0673(16) -0.0073(12) -0.0073(12) 0.0068(11) O4 0.0423(13) 0.0425(12) 0.0448(13) -0.0062(10) 0.0029(10) 0.0040(10) O5 0.0672(17) 0.0751(18) 0.0445(14) -0.0123(13) 0.0075(13) 0.0198(15) O6 0.0557(15) 0.0528(14) 0.0457(13) 0.0036(11) -0.0005(11) 0.0106(12) O7 0.0433(14) 0.0521(14) 0.0525(14) 0.0052(11) -0.0031(11) -0.0096(12) O8 0.0375(12) 0.0670(16) 0.0427(13) 0.0185(12) 0.0051(10) -0.0058(11) O9 0.110(3) 0.084(2) 0.0683(19) 0.0043(17) 0.047(2) -0.007(2) O10 0.0642(18) 0.088(2) 0.0412(14) -0.0096(14) 0.0001(13) 0.0016(16) O11 0.101(2) 0.085(2) 0.0483(16) 0.0032(15) 0.0197(16) 0.0346(19) O12 0.131(2) 0.0834(15) 0.0808(16) 0.0342(13) 0.0494(14) 0.0427(14) O13 0.0786(19) 0.0460(14) 0.0487(15) -0.0112(12) -0.0118(13) -0.0022(13) O14 0.0656(16) 0.0438(13) 0.0370(12) 0.0035(10) 0.0059(11) -0.0047(12) O15 0.074(3) 0.092(9) 0.071(5) 0.033(8) -0.012(4) -0.009(4) O16 0.134(3) 0.110(3) 0.088(2) 0.047(2) 0.020(2) -0.022(2) Pd1 0.02723(12) 0.02398(12) 0.02961(12) -0.00069(8) 0.00896(9) -0.00002(8) Pd2 0.02720(12) 0.02823(13) 0.03130(13) -0.00515(8) 0.00945(9) 0.00198(8) C44A 0.155(5) 0.128(5) 0.108(4) 0.041(4) 0.004(4) -0.018(4) C43A 0.144(4) 0.116(3) 0.094(3) 0.046(3) 0.015(3) -0.017(3) C22 0.061(4) 0.122(5) 0.044(3) 0.006(4) 0.004(2) -0.005(4) O12A 0.131(2) 0.0834(15) 0.0808(16) 0.0342(13) 0.0494(14) 0.0427(14) C32A 0.134(2) 0.0920(17) 0.0865(17) 0.0345(15) 0.0454(15) 0.0415(16) C33A 0.140(4) 0.101(4) 0.096(4) 0.040(3) 0.043(4) 0.044(4) O15A 0.074(3) 0.092(9) 0.071(5) 0.033(8) -0.012(4) -0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.351(4) . ? C1 N1 1.354(4) . ? C1 Pd1 2.033(3) . ? C2 C3 1.335(5) . ? C2 N1 1.388(4) . ? C2 H2 0.97(3) . ? C3 N2 1.381(4) . ? C3 H3 0.91(4) . ? C4 N1 1.451(4) . ? C4 C5 1.498(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 O1 1.186(5) . ? C5 O2 1.336(4) . ? C6 C7 1.453(8) . ? C6 O2 1.457(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C8 N2 1.455(4) . ? C8 C9 1.502(4) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C9 O3 1.197(4) . ? C9 O4 1.331(4) . ? C10 O4 1.455(4) . ? C10 C11A 1.498(16) . ? C10 C11 1.530(7) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C10 H10D 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C11A H11D 0.9700 . ? C11A H11E 0.9700 . ? C11A H11F 0.9700 . ? C12 N3 1.351(4) . ? C12 N4 1.354(4) . ? C12 Pd1 2.029(3) . ? C13 C14 1.327(5) . ? C13 N3 1.388(4) . ? C13 H13 0.89(3) . ? C14 N4 1.387(4) . ? C14 H14 0.87(3) . ? C15 N3 1.448(4) . ? C15 C16 1.505(4) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C16 O5 1.204(4) . ? C16 O6 1.329(4) . ? C17 C18 1.390(7) . ? C17 O6 1.471(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 N4 1.449(4) . ? C19 C20 1.503(4) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C20 O7 1.197(4) . ? C20 O8 1.332(4) . ? C21 C22A 1.449(10) . ? C21 O8 1.468(4) . ? C21 C22 1.510(7) . ? C21 H21C 0.9800 . ? C21 H21D 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C22A H22A 0.9700 . ? C22A H22B 0.9700 . ? C22A H22C 0.9700 . ? C23 N5 1.343(4) . ? C23 N6 1.351(4) . ? C23 Pd2 2.018(3) . ? C24 C25 1.339(5) . ? C24 N5 1.380(4) . ? C24 H24 0.93(4) . ? C25 N6 1.388(4) . ? C25 H25 0.92(4) . ? C26 N5 1.466(4) . ? C26 C27 1.505(5) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C27 O9 1.197(5) . ? C27 O10 1.320(5) . ? C28 C29 1.365(8) . ? C28 O10 1.478(5) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? C30 N6 1.444(4) . ? C30 C31 1.487(5) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C31 O11 1.191(5) . ? C31 O12A 1.329(9) . ? C31 O12 1.337(8) . ? C32 O12 1.480(8) . ? C32 C33 1.489(9) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 H33C 0.9700 . ? C34 N8 1.348(4) . ? C34 N7 1.352(4) . ? C34 Pd2 2.024(3) . ? C35 C36 1.330(5) . ? C35 N7 1.388(4) . ? C35 H35 0.93(4) . ? C36 N8 1.384(4) . ? C36 H36 0.92(4) . ? C37 N7 1.446(4) . ? C37 C38 1.497(4) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C38 O13 1.194(4) . ? C38 O14 1.328(4) . ? C39 O14 1.441(5) . ? C39 C40 1.503(8) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C40 H40C 0.9700 . ? C41 N8 1.451(4) . ? C41 C42 1.484(5) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C42 O15 1.210(9) . ? C42 O15A 1.224(8) . ? C42 O16 1.321(5) . ? C43 C44 1.461(9) . ? C43 O16 1.502(8) . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C44 H44C 0.9700 . ? Cl1 Pd1 2.3102(7) . ? Cl2 Pd1 2.3134(7) . ? Cl3 Pd2 2.2991(8) . ? Cl4 Pd2 2.2982(8) . ? O16 C43A 1.461(9) . ? C44A C43A 1.430(9) . ? C44A H44D 0.9700 . ? C44A H44E 0.9700 . ? C44A H44F 0.9700 . ? C43A H43C 0.9800 . ? C43A H43D 0.9800 . ? C22 H22D 0.9700 . ? C22 H22E 0.9700 . ? C22 H22F 0.9700 . ? O12A C32A 1.466(9) . ? C32A C33A 1.511(10) . ? C32A H32C 0.9800 . ? C32A H32D 0.9800 . ? C33A H33D 0.9700 . ? C33A H33E 0.9700 . ? C33A H33F 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 104.0(2) . . ? N2 C1 Pd1 129.6(2) . . ? N1 C1 Pd1 126.3(2) . . ? C3 C2 N1 106.6(3) . . ? C3 C2 H2 130(2) . . ? N1 C2 H2 123(2) . . ? C2 C3 N2 106.8(3) . . ? C2 C3 H3 131(2) . . ? N2 C3 H3 122(2) . . ? N1 C4 C5 111.6(3) . . ? N1 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? N1 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? O1 C5 O2 124.9(4) . . ? O1 C5 C4 125.4(3) . . ? O2 C5 C4 109.7(3) . . ? C7 C6 O2 112.7(4) . . ? C7 C6 H6A 109.1 . . ? O2 C6 H6A 109.1 . . ? C7 C6 H6B 109.1 . . ? O2 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C9 111.8(2) . . ? N2 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N2 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? O3 C9 O4 125.2(3) . . ? O3 C9 C8 125.4(3) . . ? O4 C9 C8 109.4(3) . . ? O4 C10 C11A 97.1(7) . . ? O4 C10 C11 109.0(3) . . ? O4 C10 H10A 109.9 . . ? C11 C10 H10A 109.9 . . ? O4 C10 H10B 109.9 . . ? C11 C10 H10B 109.9 . . ? H10A C10 H10B 108.3 . . ? O4 C10 H10C 112.3 . . ? C11A C10 H10C 112.3 . . ? O4 C10 H10D 112.3 . . ? C11A C10 H10D 112.3 . . ? H10C C10 H10D 109.9 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C11A H11D 109.5 . . ? C10 C11A H11E 109.5 . . ? H11D C11A H11E 109.5 . . ? C10 C11A H11F 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? N3 C12 N4 104.0(2) . . ? N3 C12 Pd1 125.8(2) . . ? N4 C12 Pd1 130.0(2) . . ? C14 C13 N3 107.0(3) . . ? C14 C13 H13 131(2) . . ? N3 C13 H13 122(2) . . ? C13 C14 N4 106.7(3) . . ? C13 C14 H14 132(2) . . ? N4 C14 H14 122(2) . . ? N3 C15 C16 111.2(2) . . ? N3 C15 H15A 109.4 . . ? C16 C15 H15A 109.4 . . ? N3 C15 H15B 109.4 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? O5 C16 O6 124.7(3) . . ? O5 C16 C15 125.2(3) . . ? O6 C16 C15 110.1(3) . . ? C18 C17 O6 110.4(4) . . ? C18 C17 H17A 109.6 . . ? O6 C17 H17A 109.6 . . ? C18 C17 H17B 109.6 . . ? O6 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N4 C19 C20 111.9(2) . . ? N4 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? N4 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? O7 C20 O8 125.4(3) . . ? O7 C20 C19 125.5(3) . . ? O8 C20 C19 109.1(3) . . ? C22A C21 O8 114.0(12) . . ? O8 C21 C22 109.0(5) . . ? C22A C21 H21C 108.7 . . ? O8 C21 H21C 108.7 . . ? C22A C21 H21D 108.7 . . ? O8 C21 H21D 108.7 . . ? H21C C21 H21D 107.6 . . ? O8 C21 H21A 109.9 . . ? C22 C21 H21A 109.9 . . ? O8 C21 H21B 109.9 . . ? C22 C21 H21B 109.9 . . ? H21A C21 H21B 108.3 . . ? C21 C22A H22A 109.5 . . ? C21 C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C21 C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? N5 C23 N6 104.4(2) . . ? N5 C23 Pd2 127.5(2) . . ? N6 C23 Pd2 128.0(2) . . ? C25 C24 N5 106.7(3) . . ? C25 C24 H24 132(2) . . ? N5 C24 H24 121(2) . . ? C24 C25 N6 106.4(3) . . ? C24 C25 H25 129(2) . . ? N6 C25 H25 124(2) . . ? N5 C26 C27 114.5(3) . . ? N5 C26 H26A 108.6 . . ? C27 C26 H26A 108.6 . . ? N5 C26 H26B 108.6 . . ? C27 C26 H26B 108.6 . . ? H26A C26 H26B 107.6 . . ? O9 C27 O10 126.0(4) . . ? O9 C27 C26 121.3(4) . . ? O10 C27 C26 112.8(3) . . ? C29 C28 O10 108.9(5) . . ? C29 C28 H28A 109.9 . . ? O10 C28 H28A 109.9 . . ? C29 C28 H28B 109.9 . . ? O10 C28 H28B 109.9 . . ? H28A C28 H28B 108.3 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N6 C30 C31 114.3(3) . . ? N6 C30 H30A 108.7 . . ? C31 C30 H30A 108.7 . . ? N6 C30 H30B 108.7 . . ? C31 C30 H30B 108.7 . . ? H30A C30 H30B 107.6 . . ? O11 C31 O12A 126.5(9) . . ? O11 C31 O12 123.0(7) . . ? O11 C31 C30 126.1(3) . . ? O12A C31 C30 107.1(9) . . ? O12 C31 C30 110.9(7) . . ? O12 C32 C33 106.4(12) . . ? O12 C32 H32A 110.4 . . ? C33 C32 H32A 110.4 . . ? O12 C32 H32B 110.4 . . ? C33 C32 H32B 110.4 . . ? H32A C32 H32B 108.6 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N8 C34 N7 104.2(2) . . ? N8 C34 Pd2 129.0(2) . . ? N7 C34 Pd2 126.9(2) . . ? C36 C35 N7 106.4(3) . . ? C36 C35 H35 130(2) . . ? N7 C35 H35 123(2) . . ? C35 C36 N8 107.1(3) . . ? C35 C36 H36 135(2) . . ? N8 C36 H36 118(2) . . ? N7 C37 C38 112.0(2) . . ? N7 C37 H37A 109.2 . . ? C38 C37 H37A 109.2 . . ? N7 C37 H37B 109.2 . . ? C38 C37 H37B 109.2 . . ? H37A C37 H37B 107.9 . . ? O13 C38 O14 124.5(3) . . ? O13 C38 C37 125.1(3) . . ? O14 C38 C37 110.4(3) . . ? O14 C39 C40 107.4(4) . . ? O14 C39 H39A 110.2 . . ? C40 C39 H39A 110.2 . . ? O14 C39 H39B 110.2 . . ? C40 C39 H39B 110.2 . . ? H39A C39 H39B 108.5 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N8 C41 C42 112.5(3) . . ? N8 C41 H41A 109.1 . . ? C42 C41 H41A 109.1 . . ? N8 C41 H41B 109.1 . . ? C42 C41 H41B 109.1 . . ? H41A C41 H41B 107.8 . . ? O15 C42 O16 118.8(13) . . ? O15A C42 O16 125.1(11) . . ? O15 C42 C41 126.9(14) . . ? O15A C42 C41 123.4(10) . . ? O16 C42 C41 110.5(4) . . ? C44 C43 O16 100.7(8) . . ? C44 C43 H43A 111.6 . . ? O16 C43 H43A 111.6 . . ? C44 C43 H43B 111.6 . . ? O16 C43 H43B 111.6 . . ? H43A C43 H43B 109.4 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C1 N1 C2 111.1(2) . . ? C1 N1 C4 124.5(2) . . ? C2 N1 C4 124.3(2) . . ? C1 N2 C3 111.4(2) . . ? C1 N2 C8 123.5(2) . . ? C3 N2 C8 125.0(2) . . ? C12 N3 C13 111.0(2) . . ? C12 N3 C15 124.5(2) . . ? C13 N3 C15 124.2(2) . . ? C12 N4 C14 111.2(2) . . ? C12 N4 C19 124.0(2) . . ? C14 N4 C19 124.8(2) . . ? C23 N5 C24 111.4(3) . . ? C23 N5 C26 123.5(3) . . ? C24 N5 C26 125.1(3) . . ? C23 N6 C25 111.0(3) . . ? C23 N6 C30 123.1(3) . . ? C25 N6 C30 125.8(3) . . ? C34 N7 C35 111.2(3) . . ? C34 N7 C37 125.2(2) . . ? C35 N7 C37 123.4(3) . . ? C34 N8 C36 111.1(3) . . ? C34 N8 C41 124.6(3) . . ? C36 N8 C41 124.3(3) . . ? C5 O2 C6 117.3(3) . . ? C9 O4 C10 117.5(3) . . ? C16 O6 C17 115.2(3) . . ? C20 O8 C21 115.9(3) . . ? C27 O10 C28 116.3(4) . . ? C31 O12 C32 120.9(12) . . ? C38 O14 C39 115.5(3) . . ? C42 O16 C43A 115.5(7) . . ? C42 O16 C43 115.8(5) . . ? C12 Pd1 C1 177.02(11) . . ? C12 Pd1 Cl1 88.53(8) . . ? C1 Pd1 Cl1 90.81(8) . . ? C12 Pd1 Cl2 91.04(8) . . ? C1 Pd1 Cl2 89.56(8) . . ? Cl1 Pd1 Cl2 178.73(3) . . ? C23 Pd2 C34 178.41(12) . . ? C23 Pd2 Cl4 89.62(8) . . ? C34 Pd2 Cl4 89.65(8) . . ? C23 Pd2 Cl3 89.34(8) . . ? C34 Pd2 Cl3 91.40(8) . . ? Cl4 Pd2 Cl3 178.95(3) . . ? C43A C44A H44D 109.5 . . ? C43A C44A H44E 109.5 . . ? H44D C44A H44E 109.5 . . ? C43A C44A H44F 109.5 . . ? H44D C44A H44F 109.5 . . ? H44E C44A H44F 109.5 . . ? C44A C43A O16 121.8(12) . . ? C44A C43A H43C 106.9 . . ? O16 C43A H43C 106.9 . . ? C44A C43A H43D 106.9 . . ? O16 C43A H43D 106.9 . . ? H43C C43A H43D 106.7 . . ? C21 C22 H22D 109.5 . . ? C21 C22 H22E 109.5 . . ? H22D C22 H22E 109.5 . . ? C21 C22 H22F 109.5 . . ? H22D C22 H22F 109.5 . . ? H22E C22 H22F 109.5 . . ? C31 O12A C32A 111.5(12) . . ? O12A C32A C33A 101.9(11) . . ? O12A C32A H32C 111.4 . . ? C33A C32A H32C 111.4 . . ? O12A C32A H32D 111.4 . . ? C33A C32A H32D 111.4 . . ? H32C C32A H32D 109.2 . . ? C32A C33A H33D 109.5 . . ? C32A C33A H33E 109.5 . . ? H33D C33A H33E 109.5 . . ? C32A C33A H33F 109.5 . . ? H33D C33A H33F 109.5 . . ? H33E C33A H33F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 -0.1(3) . . . . ? N1 C4 C5 O1 26.4(5) . . . . ? N1 C4 C5 O2 -155.7(3) . . . . ? N2 C8 C9 O3 21.6(4) . . . . ? N2 C8 C9 O4 -159.6(2) . . . . ? N3 C13 C14 N4 -0.6(3) . . . . ? N3 C15 C16 O5 14.4(5) . . . . ? N3 C15 C16 O6 -165.6(3) . . . . ? N4 C19 C20 O7 19.1(4) . . . . ? N4 C19 C20 O8 -163.0(2) . . . . ? N5 C24 C25 N6 -0.2(4) . . . . ? N5 C26 C27 O9 146.1(4) . . . . ? N5 C26 C27 O10 -34.0(4) . . . . ? N6 C30 C31 O11 -2.3(6) . . . . ? N6 C30 C31 O12A -176.2(12) . . . . ? N6 C30 C31 O12 177.1(10) . . . . ? N7 C35 C36 N8 -1.2(4) . . . . ? N7 C37 C38 O13 -16.2(5) . . . . ? N7 C37 C38 O14 163.7(3) . . . . ? N8 C41 C42 O15 39.1(11) . . . . ? N8 C41 C42 O15A 5.8(10) . . . . ? N8 C41 C42 O16 -163.3(4) . . . . ? N2 C1 N1 C2 -0.1(3) . . . . ? Pd1 C1 N1 C2 -176.3(2) . . . . ? N2 C1 N1 C4 -175.5(3) . . . . ? Pd1 C1 N1 C4 8.3(4) . . . . ? C3 C2 N1 C1 0.1(4) . . . . ? C3 C2 N1 C4 175.5(3) . . . . ? C5 C4 N1 C1 100.3(3) . . . . ? C5 C4 N1 C2 -74.6(4) . . . . ? N1 C1 N2 C3 0.0(3) . . . . ? Pd1 C1 N2 C3 176.1(2) . . . . ? N1 C1 N2 C8 -177.5(2) . . . . ? Pd1 C1 N2 C8 -1.4(4) . . . . ? C2 C3 N2 C1 0.0(3) . . . . ? C2 C3 N2 C8 177.5(3) . . . . ? C9 C8 N2 C1 102.6(3) . . . . ? C9 C8 N2 C3 -74.6(4) . . . . ? N4 C12 N3 C13 0.2(3) . . . . ? Pd1 C12 N3 C13 -175.2(2) . . . . ? N4 C12 N3 C15 -174.2(2) . . . . ? Pd1 C12 N3 C15 10.3(4) . . . . ? C14 C13 N3 C12 0.2(3) . . . . ? C14 C13 N3 C15 174.7(3) . . . . ? C16 C15 N3 C12 98.3(3) . . . . ? C16 C15 N3 C13 -75.4(4) . . . . ? N3 C12 N4 C14 -0.6(3) . . . . ? Pd1 C12 N4 C14 174.6(2) . . . . ? N3 C12 N4 C19 -177.8(2) . . . . ? Pd1 C12 N4 C19 -2.6(4) . . . . ? C13 C14 N4 C12 0.8(3) . . . . ? C13 C14 N4 C19 177.9(3) . . . . ? C20 C19 N4 C12 108.2(3) . . . . ? C20 C19 N4 C14 -68.6(3) . . . . ? N6 C23 N5 C24 1.2(3) . . . . ? Pd2 C23 N5 C24 -175.9(2) . . . . ? N6 C23 N5 C26 -179.4(3) . . . . ? Pd2 C23 N5 C26 3.5(4) . . . . ? C25 C24 N5 C23 -0.6(4) . . . . ? C25 C24 N5 C26 180.0(3) . . . . ? C27 C26 N5 C23 -62.8(4) . . . . ? C27 C26 N5 C24 116.5(3) . . . . ? N5 C23 N6 C25 -1.3(3) . . . . ? Pd2 C23 N6 C25 175.8(2) . . . . ? N5 C23 N6 C30 -177.2(3) . . . . ? Pd2 C23 N6 C30 -0.1(4) . . . . ? C24 C25 N6 C23 1.0(4) . . . . ? C24 C25 N6 C30 176.7(3) . . . . ? C31 C30 N6 C23 -128.7(3) . . . . ? C31 C30 N6 C25 56.0(5) . . . . ? N8 C34 N7 C35 -0.2(3) . . . . ? Pd2 C34 N7 C35 179.1(2) . . . . ? N8 C34 N7 C37 -176.5(3) . . . . ? Pd2 C34 N7 C37 2.8(4) . . . . ? C36 C35 N7 C34 1.0(4) . . . . ? C36 C35 N7 C37 177.3(3) . . . . ? C38 C37 N7 C34 103.6(3) . . . . ? C38 C37 N7 C35 -72.3(4) . . . . ? N7 C34 N8 C36 -0.6(3) . . . . ? Pd2 C34 N8 C36 -179.9(2) . . . . ? N7 C34 N8 C41 -178.8(3) . . . . ? Pd2 C34 N8 C41 1.9(4) . . . . ? C35 C36 N8 C34 1.2(4) . . . . ? C35 C36 N8 C41 179.4(3) . . . . ? C42 C41 N8 C34 96.8(4) . . . . ? C42 C41 N8 C36 -81.1(4) . . . . ? O1 C5 O2 C6 0.1(6) . . . . ? C4 C5 O2 C6 -177.8(3) . . . . ? C7 C6 O2 C5 -81.2(5) . . . . ? O3 C9 O4 C10 2.6(5) . . . . ? C8 C9 O4 C10 -176.2(3) . . . . ? C11A C10 O4 C9 124.1(9) . . . . ? C11 C10 O4 C9 -87.0(4) . . . . ? O5 C16 O6 C17 4.4(5) . . . . ? C15 C16 O6 C17 -175.5(4) . . . . ? C18 C17 O6 C16 -174.7(4) . . . . ? O7 C20 O8 C21 -0.8(5) . . . . ? C19 C20 O8 C21 -178.8(3) . . . . ? C22A C21 O8 C20 -94.7(11) . . . . ? C22 C21 O8 C20 -74.7(5) . . . . ? O9 C27 O10 C28 -6.3(6) . . . . ? C26 C27 O10 C28 173.8(4) . . . . ? C29 C28 O10 C27 136.8(5) . . . . ? O11 C31 O12 C32 -15(2) . . . . ? C30 C31 O12 C32 165.6(13) . . . . ? C33 C32 O12 C31 99.2(18) . . . . ? O13 C38 O14 C39 -8.5(5) . . . . ? C37 C38 O14 C39 171.6(3) . . . . ? C40 C39 O14 C38 165.7(4) . . . . ? O15A C42 O16 C43A -6.6(13) . . . . ? C41 C42 O16 C43A 162.3(8) . . . . ? O15 C42 O16 C43 -0.4(15) . . . . ? C41 C42 O16 C43 -160.0(7) . . . . ? C44 C43 O16 C42 165.0(9) . . . . ? C42 O16 C43A C44A 135.8(15) . . . . ? O11 C31 O12A C32A 11(3) . . . . ? C30 C31 O12A C32A -174.9(15) . . . . ? C31 O12A C32A C33A -176.6(17) . . . . ? _refine_diff_density_max 1.230 _refine_diff_density_min -1.225 _refine_diff_density_rms 0.065 _shelx_res_file ; elies135.res created by SHELXL-2014/7 TITL ELIES135 CELL 0.71073 12.2261 27.7257 17.0282 90 99.793 90 ZERR 8 0.0003 0.0006 0.0004 0 0.002 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H Cl N O Pd UNIT 176 256 16 32 64 8 DFIX 1.48 0.05 C10 C11 C10 C11A DFIX 1.48 C28 C29 DFIX 1.46 0.01 O16 C43A O16 C43 DFIX 1.47 0.01 C22 C21 C22A C21 DFIX 1.47 0.01 C44A C43A C44 C43 DFIX 1.33 0.01 O12A C31 O12 C31 DFIX 1.46 0.01 O12A C32A O12 C32 DFIX 1.47 0.01 C33A C32A C33 C32 DFIX 1.22 0.01 O15A C42 O15 C42 SIMU 0.003 0.006 2 C43 C44 O16 C44A C43A SIMU 0.003 0.006 2 C32 C33 O12 O12A C32A C33A ISOR 0.004 0.008 C22A C22 ISOR 0.01 0.02 O12A O12 ISOR 0.01 0.02 C32 C32A EADP C29 C40 EADP C22 C22A EADP O12A O12 EADP C32A C32 EADP O15A O15 L.S. 4 PLAN 5 TEMP -63 BOND $H CONF FMAP 2 ACTA MORE -1 OMIT -5 22 14 OMIT 3 12 1 OMIT -3 1 1 OMIT 0 0 4 WGHT 0.048600 3.299900 EXTI 0.000593 FVAR 0.19808 C1 1 0.389106 0.068412 0.939812 11.00000 0.03349 0.02886 = 0.02863 0.00111 0.00654 0.00168 C2 1 0.531231 0.036756 0.887444 11.00000 0.03214 0.03779 = 0.04282 0.00395 0.01603 0.00703 H2 2 0.573772 0.011827 0.865881 11.00000 -1.20000 C3 1 0.555218 0.083055 0.903607 11.00000 0.03030 0.04092 = 0.03939 0.00657 0.01343 -0.00083 H3 2 0.615569 0.101096 0.897828 11.00000 -1.20000 C4 1 0.369332 -0.017219 0.897199 11.00000 0.04276 0.02612 = 0.05355 -0.00140 0.01987 0.00118 AFIX 23 H4A 2 0.311240 -0.018053 0.930367 11.00000 -1.20000 H4B 2 0.420574 -0.043948 0.913643 11.00000 -1.20000 AFIX 0 C5 1 0.317593 -0.023737 0.811603 11.00000 0.04578 0.04974 = 0.05569 -0.02159 0.02367 -0.00894 C6 1 0.172979 -0.065769 0.726956 11.00000 0.07220 0.11973 = 0.10053 -0.07520 0.03136 -0.03483 AFIX 23 H6A 2 0.227395 -0.070210 0.691441 11.00000 -1.20000 H6B 2 0.133526 -0.096370 0.729233 11.00000 -1.20000 AFIX 0 C7 1 0.094013 -0.028813 0.694012 11.00000 0.08106 0.19158 = 0.05142 -0.03663 0.00461 -0.01006 AFIX 137 H7A 2 0.046380 -0.020996 0.732320 11.00000 -1.50000 H7B 2 0.049150 -0.040646 0.645334 11.00000 -1.50000 H7C 2 0.133809 -0.000133 0.682394 11.00000 -1.50000 AFIX 0 C8 1 0.462254 0.151194 0.964364 11.00000 0.03516 0.02508 = 0.04104 0.00341 0.00853 0.00009 AFIX 23 H8A 2 0.385560 0.158563 0.969956 11.00000 -1.20000 H8B 2 0.483911 0.173585 0.925196 11.00000 -1.20000 AFIX 0 C9 1 0.536746 0.158512 1.043198 11.00000 0.03267 0.03013 = 0.04374 0.00175 0.00689 -0.00341 C10 1 0.569479 0.211860 1.154383 11.00000 0.04630 0.05603 = 0.06096 -0.02170 -0.00460 -0.00303 PART 1 AFIX 23 H10A 2 0.561363 0.246630 1.162005 10.75000 -1.20000 H10B 2 0.648019 0.204964 1.154067 10.75000 -1.20000 AFIX 23 PART 0 PART 2 H10C 2 0.638109 0.193120 1.167588 10.25000 -1.20000 H10D 2 0.527669 0.210443 1.198590 10.25000 -1.20000 AFIX 0 PART 0 PART 1 C11 1 0.530205 0.184252 1.222259 10.75000 0.05658 0.08305 = 0.04313 -0.00922 -0.00419 -0.00823 AFIX 137 H11A 2 0.565016 0.197713 1.272963 10.75000 -1.50000 H11B 2 0.550493 0.150534 1.219744 10.75000 -1.50000 H11C 2 0.450208 0.187006 1.217099 10.75000 -1.50000 AFIX 0 PART 0 PART 2 C11A 1 0.590536 0.262599 1.130746 10.25000 0.08871 0.05092 = 0.07692 -0.00766 -0.02545 -0.01486 AFIX 137 H11D 2 0.521657 0.280692 1.123777 10.25000 -1.50000 H11E 2 0.619391 0.262391 1.081091 10.25000 -1.50000 H11F 2 0.644200 0.277581 1.172060 10.25000 -1.50000 AFIX 0 PART 0 C12 1 0.105019 0.074850 1.032950 11.00000 0.03182 0.02657 = 0.02647 -0.00292 0.00560 -0.00207 C13 1 -0.035624 0.050246 1.093736 11.00000 0.03321 0.03696 = 0.03767 -0.00179 0.01416 -0.00695 H13 2 -0.071583 0.029853 1.121122 11.00000 -1.20000 C14 1 -0.065392 0.092459 1.059969 11.00000 0.02700 0.03886 = 0.03488 -0.00435 0.01065 0.00031 H14 2 -0.123967 0.110088 1.059755 11.00000 -1.20000 C15 1 0.134475 -0.001708 1.108630 11.00000 0.04029 0.02737 = 0.03874 0.00264 0.01044 0.00064 AFIX 23 H15A 2 0.193557 -0.007197 1.077312 11.00000 -1.20000 H15B 2 0.087269 -0.030483 1.104078 11.00000 -1.20000 AFIX 0 C16 1 0.185123 0.006009 1.194604 11.00000 0.03982 0.04205 = 0.04201 0.00552 0.00884 0.00211 C17 1 0.314285 -0.024948 1.302004 11.00000 0.10001 0.09472 = 0.05740 -0.00833 -0.01802 0.02837 AFIX 23 H17A 2 0.340900 0.007757 1.316292 11.00000 -1.20000 H17B 2 0.258159 -0.033220 1.334569 11.00000 -1.20000 AFIX 0 C18 1 0.402251 -0.057228 1.317564 11.00000 0.13023 0.09357 = 0.06522 0.00814 -0.01356 0.03225 AFIX 137 H18A 2 0.376136 -0.089460 1.302157 11.00000 -1.50000 H18B 2 0.432588 -0.056755 1.374029 11.00000 -1.50000 H18C 2 0.459435 -0.048003 1.287367 11.00000 -1.50000 AFIX 0 C19 1 0.021803 0.151474 0.977095 11.00000 0.03443 0.02591 = 0.03646 0.00051 0.00938 -0.00016 AFIX 23 H19A 2 0.096494 0.156965 0.965252 11.00000 -1.20000 H19B 2 0.002919 0.178820 1.008717 11.00000 -1.20000 AFIX 0 C20 1 -0.059504 0.149061 0.900329 11.00000 0.03069 0.03624 = 0.03928 0.00127 0.00897 0.00485 C21 1 -0.108544 0.186518 0.773793 11.00000 0.04392 0.10885 = 0.04741 0.03079 -0.00124 -0.00049 PART 2 AFIX 23 H21C 2 -0.181821 0.174051 0.779410 10.32125 -1.20000 H21D 2 -0.117496 0.220538 0.758424 10.32125 -1.20000 AFIX 23 PART 0 PART 1 H21A 2 -0.097137 0.217351 0.748228 10.67875 -1.20000 H21B 2 -0.186205 0.184790 0.781192 10.67875 -1.20000 AFIX 0 PART 0 PART 2 C22A 1 -0.069004 0.160262 0.710573 10.32125 0.06082 0.12231 = 0.04357 0.00644 0.00389 -0.00523 AFIX 137 H22A 2 0.004750 0.171466 0.705828 10.32125 -1.50000 H22B 2 -0.118959 0.165664 0.660673 10.32125 -1.50000 H22C 2 -0.066335 0.126081 0.722895 10.32125 -1.50000 AFIX 0 PART 0 C23 1 1.106824 0.242787 1.151902 11.00000 0.03274 0.03072 = 0.03477 -0.00753 0.00772 -0.00043 C24 1 1.249512 0.200909 1.118182 11.00000 0.03057 0.04292 = 0.04375 -0.01125 0.01084 0.00634 H24 2 1.293735 0.173562 1.116748 11.00000 -1.20000 C25 1 1.249509 0.244266 1.083494 11.00000 0.03496 0.04432 = 0.04358 -0.00895 0.01827 0.00024 H25 2 1.297730 0.256666 1.052576 11.00000 -1.20000 C26 1 1.130716 0.159912 1.206027 11.00000 0.04277 0.03276 = 0.04708 -0.00028 0.01011 0.00449 AFIX 23 H26A 2 1.178542 0.132419 1.199086 11.00000 -1.20000 H26B 2 1.054110 0.150570 1.184708 11.00000 -1.20000 AFIX 0 C27 1 1.139585 0.169920 1.293739 11.00000 0.05579 0.04501 = 0.04894 0.00568 0.01506 0.01248 C28 1 1.229696 0.215101 1.404824 11.00000 0.12099 0.13735 = 0.04052 -0.00262 -0.01196 0.02875 AFIX 23 H28A 2 1.201670 0.248133 1.406523 11.00000 -1.20000 H28B 2 1.184438 0.194019 1.432592 11.00000 -1.20000 AFIX 0 C29 1 1.338006 0.213157 1.441315 11.00000 0.17360 0.12902 = 0.07490 -0.00425 0.01289 -0.01890 AFIX 137 H29A 2 1.360034 0.179757 1.450684 11.00000 -1.50000 H29B 2 1.346484 0.230156 1.491776 11.00000 -1.50000 H29C 2 1.384480 0.228176 1.407421 11.00000 -1.50000 AFIX 0 C30 1 1.131722 0.318916 1.083208 11.00000 0.05465 0.03747 = 0.04865 -0.00034 0.02191 0.00526 AFIX 23 H30A 2 1.190929 0.339963 1.110009 11.00000 -1.20000 H30B 2 1.063622 0.327138 1.103375 11.00000 -1.20000 AFIX 0 C31 1 1.114473 0.328996 0.996216 11.00000 0.07088 0.06192 = 0.05279 0.00650 0.03019 0.02367 PART 1 C32 1 1.086221 0.396725 0.902358 10.56266 0.13382 0.09195 = 0.08646 0.03449 0.04537 0.04150 AFIX 23 H32A 2 1.136719 0.378732 0.874214 10.56266 -1.20000 H32B 2 1.111749 0.430232 0.908554 10.56266 -1.20000 AFIX 0 C33 1 0.970752 0.394624 0.857326 10.56266 0.15011 0.12022 = 0.10469 0.02896 0.03475 0.04440 AFIX 137 H33A 2 0.970068 0.405202 0.802946 10.56266 -1.50000 H33B 2 0.923415 0.415547 0.882571 10.56266 -1.50000 H33C 2 0.943534 0.361754 0.857118 10.56266 -1.50000 AFIX 0 PART 0 C34 1 0.852166 0.281984 1.261557 11.00000 0.03020 0.03210 = 0.03146 -0.00604 0.00517 0.00092 C35 1 0.715686 0.278626 1.335858 11.00000 0.03352 0.05006 = 0.03963 -0.00356 0.01509 0.00498 H35 2 0.669750 0.264653 1.368185 11.00000 -1.20000 C36 1 0.720855 0.323837 1.310579 11.00000 0.03296 0.04776 = 0.04246 -0.01186 0.01140 0.00962 H36 2 0.684352 0.351996 1.318155 11.00000 -1.20000 C37 1 0.819911 0.202643 1.321473 11.00000 0.04149 0.03292 = 0.03436 -0.00334 0.01021 -0.00478 AFIX 23 H37A 2 0.865799 0.190266 1.284042 11.00000 -1.20000 H37B 2 0.750213 0.184421 1.313312 11.00000 -1.20000 AFIX 0 C38 1 0.879146 0.194868 1.404931 11.00000 0.04218 0.04017 = 0.03602 -0.00351 0.01205 0.00151 C39 1 0.941344 0.135465 1.499914 11.00000 0.10841 0.06521 = 0.04260 0.01191 -0.00444 0.00236 AFIX 23 H39A 2 0.932537 0.159145 1.541109 11.00000 -1.20000 H39B 2 1.019841 0.134311 1.494531 11.00000 -1.20000 AFIX 0 C40 1 0.903141 0.086605 1.522279 11.00000 0.17360 0.12902 = 0.07490 -0.00425 0.01289 -0.01890 AFIX 137 H40A 2 0.822918 0.086516 1.517298 11.00000 -1.50000 H40B 2 0.936183 0.079344 1.576898 11.00000 -1.50000 H40C 2 0.925667 0.062422 1.487078 11.00000 -1.50000 AFIX 0 C41 1 0.836962 0.368853 1.227018 11.00000 0.04176 0.03046 = 0.05789 -0.00267 0.01111 0.00229 AFIX 23 H41A 2 0.913587 0.365393 1.217902 11.00000 -1.20000 H41B 2 0.834290 0.396589 1.262317 11.00000 -1.20000 AFIX 0 C42 1 0.763527 0.378269 1.149771 11.00000 0.06739 0.06214 = 0.05723 0.01654 0.01558 -0.00404 PART 1 C43 1 0.733724 0.434680 1.041827 10.56785 0.14374 0.11669 = 0.09239 0.04615 0.01568 -0.01754 AFIX 23 H43A 2 0.710777 0.413629 0.995737 10.56785 -1.20000 H43B 2 0.667765 0.447035 1.060782 10.56785 -1.20000 AFIX 0 C44 1 0.805268 0.473776 1.023225 10.56785 0.15544 0.12581 = 0.10506 0.04466 0.00443 -0.01193 AFIX 137 H44A 2 0.856908 0.461417 0.990736 10.56785 -1.50000 H44B 2 0.846276 0.486951 1.072311 10.56785 -1.50000 H44C 2 0.760120 0.498914 0.994278 10.56785 -1.50000 AFIX 0 PART 0 CL1 3 0.141122 0.063110 0.862007 11.00000 0.04077 0.03197 = 0.03420 -0.00214 0.00467 -0.00417 CL2 3 0.352609 0.082244 1.112236 11.00000 0.03596 0.03416 = 0.03497 -0.00180 0.00412 0.00130 CL3 3 0.866404 0.209362 1.125225 11.00000 0.03851 0.04914 = 0.04622 -0.01971 0.00902 -0.00512 CL4 3 1.093248 0.315673 1.283931 11.00000 0.03390 0.04991 = 0.05460 -0.02309 0.01028 -0.00429 N1 4 0.429121 0.028068 0.909936 11.00000 0.03293 0.02754 = 0.03558 0.00086 0.01121 0.00258 N2 4 0.467941 0.102007 0.935487 11.00000 0.02995 0.02896 = 0.03230 0.00225 0.00907 0.00008 N3 4 0.068853 0.039548 1.076848 11.00000 0.03304 0.02854 = 0.03300 -0.00027 0.00941 -0.00096 N4 4 0.021632 0.107583 1.023258 11.00000 0.02819 0.02953 = 0.03219 -0.00102 0.00789 0.00084 N5 4 1.161468 0.200577 1.159274 11.00000 0.03210 0.03316 = 0.03548 -0.00646 0.00784 0.00172 N6 4 1.160507 0.269517 1.104100 11.00000 0.03684 0.03475 = 0.03778 -0.00471 0.01525 0.00108 N7 4 0.796065 0.253055 1.304762 11.00000 0.03052 0.03676 = 0.03430 -0.00405 0.00978 0.00101 N8 4 0.805408 0.325730 1.265936 11.00000 0.03147 0.03179 = 0.03909 -0.00386 0.00773 0.00505 O1 5 0.349997 -0.006160 0.756348 11.00000 0.07537 0.13589 = 0.04646 -0.02262 0.02897 -0.04839 O2 5 0.231216 -0.053792 0.806490 11.00000 0.05031 0.04673 = 0.07531 -0.02512 0.02112 -0.01190 O3 5 0.615197 0.134025 1.069141 11.00000 0.04070 0.04458 = 0.06725 -0.00725 -0.00730 0.00684 O4 5 0.503135 0.197070 1.079103 11.00000 0.04233 0.04250 = 0.04477 -0.00622 0.00287 0.00396 O5 5 0.158214 0.036968 1.237136 11.00000 0.06716 0.07509 = 0.04445 -0.01234 0.00746 0.01981 O6 5 0.264248 -0.026447 1.217134 11.00000 0.05570 0.05280 = 0.04575 0.00358 -0.00052 0.01060 O7 5 -0.136025 0.121685 0.886287 11.00000 0.04326 0.05214 = 0.05254 0.00520 -0.00313 -0.00958 O8 5 -0.034984 0.183342 0.851333 11.00000 0.03751 0.06697 = 0.04268 0.01847 0.00506 -0.00579 O9 5 1.076444 0.152136 1.331935 11.00000 0.11009 0.08415 = 0.06833 0.00433 0.04680 -0.00713 O10 5 1.222158 0.199311 1.321192 11.00000 0.06423 0.08775 = 0.04122 -0.00957 0.00009 0.00158 O11 5 1.125441 0.300924 0.945161 11.00000 0.10064 0.08492 = 0.04829 0.00324 0.01970 0.03463 PART 1 O12 5 1.083128 0.374754 0.981179 10.56266 0.13114 0.08341 = 0.08081 0.03422 0.04937 0.04272 PART 0 O13 5 0.924455 0.225619 1.447612 11.00000 0.07861 0.04604 = 0.04874 -0.01121 -0.01177 -0.00217 O14 5 0.874145 0.148762 1.425106 11.00000 0.06557 0.04380 = 0.03699 0.00352 0.00593 -0.00474 PART 1 O15 5 0.663994 0.372742 1.134679 10.44240 0.07366 0.09190 = 0.07149 0.03323 -0.01184 -0.00908 PART 0 O16 5 0.810644 0.409211 1.106868 11.00000 0.13440 0.10984 = 0.08768 0.04736 0.02035 -0.02194 PD1 6 0.247299 0.073528 0.986666 11.00000 0.02723 0.02398 = 0.02961 -0.00069 0.00896 -0.00002 PD2 6 0.978530 0.262703 1.205194 11.00000 0.02720 0.02823 = 0.03130 -0.00515 0.00945 0.00198 PART 2 C44A 1 0.742275 0.454919 0.979599 10.43215 0.15513 0.12795 = 0.10850 0.04115 0.00425 -0.01756 AFIX 137 H44D 2 0.691328 0.449192 0.930265 10.43215 -1.50000 H44E 2 0.811199 0.468017 0.967719 10.43215 -1.50000 H44F 2 0.709464 0.477694 1.012072 10.43215 -1.50000 AFIX 0 C43A 1 0.764151 0.410463 1.021980 10.43215 0.14434 0.11635 = 0.09367 0.04616 0.01528 -0.01749 AFIX 23 H43C 2 0.814449 0.391898 0.994478 10.43215 -1.20000 H43D 2 0.693950 0.392642 1.015199 10.43215 -1.20000 AFIX 0 PART 0 PART 1 C22 1 -0.082971 0.145310 0.721787 10.67875 0.06082 0.12231 = 0.04357 0.00644 0.00389 -0.00523 AFIX 137 H22D 2 -0.127246 0.148564 0.669099 10.67875 -1.50000 H22E 2 -0.100429 0.114967 0.745179 10.67875 -1.50000 H22F 2 -0.004817 0.145937 0.717687 10.67875 -1.50000 AFIX 0 PART 0 PART 2 O12A 5 1.095554 0.376017 0.987057 10.43734 0.13114 0.08341 = 0.08081 0.03422 0.04937 0.04272 C32A 1 1.067505 0.389219 0.902672 10.43734 0.13382 0.09195 = 0.08646 0.03449 0.04537 0.04150 AFIX 23 H32C 2 0.997489 0.374387 0.877542 10.43734 -1.20000 H32D 2 1.126474 0.379850 0.873285 10.43734 -1.20000 AFIX 0 C33A 1 1.057122 0.443400 0.907116 10.43734 0.13984 0.10125 = 0.09555 0.04036 0.04329 0.04416 AFIX 137 H33D 2 1.033874 0.456287 0.853938 10.43734 -1.50000 H33E 2 1.128343 0.457133 0.930156 10.43734 -1.50000 H33F 2 1.002483 0.451571 0.940109 10.43734 -1.50000 AFIX 0 O15A 5 0.680247 0.354558 1.125209 10.55760 0.07366 0.09190 = 0.07149 0.03323 -0.01184 -0.00908 HKLF 4 REM ELIES135 REM R1 = 0.0297 for 8093 Fo > 4sig(Fo) and 0.0362 for all 9541 data REM 746 parameters refined using 167 restraints END WGHT 0.0487 3.2947 REM Highest difference peak 1.230, deepest hole -1.225, 1-sigma level 0.065 Q1 1 1.3069 0.2481 1.4247 11.00000 0.05 0.99 Q2 1 1.0061 0.3589 0.9800 11.00000 0.05 0.42 Q3 1 0.3122 -0.0627 1.3347 11.00000 0.05 0.42 Q4 1 1.0038 0.4249 0.8746 11.00000 0.05 0.42 Q5 1 0.6949 0.4162 1.0240 11.00000 0.05 0.40 ; _shelx_res_checksum 49536 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_4b _database_code_depnum_ccdc_archive 'CCDC 1438610' _audit_update_record ; 2015-11-24 deposited with the CCDC. 2016-03-23 downloaded from the CCDC. ; _audit_creation_method SHELXL-2014/7 _chemical_name_systematic 'trans-dichlorido-bis(1,3-bis(2-ethoxy-2-oxopropyl)-imidazol-2-ylidine)- palladium(II)' _chemical_formula_moiety 'C26 H40 Cl2 N4 O8 Pd' _chemical_formula_sum 'C26 H40 Cl2 N4 O8 Pd' _chemical_formula_weight 713.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 2/c' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 10.3920(5) _cell_length_b 12.0677(7) _cell_length_c 25.5618(10) _cell_angle_alpha 90 _cell_angle_beta 98.377(3) _cell_angle_gamma 90 _cell_volume 3171.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 12583 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 25.1 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_density_diffrn 1.495 _exptl_crystal_F_000 1472 _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.22 _exptl_absorpt_coefficient_mu 0.804 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7458 _exptl_absorpt_correction_T_max 0.8510 _exptl_absorpt_process_details 'X-RED (Stoe, 2009)' _diffrn_ambient_temperature 210(2) _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_measurement_method '\w scan, \d \w = 1.0 deg' _diffrn_measurement_details ; 180 frames, 1 min exposure time ; _diffrn_reflns_number 10088 _diffrn_reflns_av_unetI/netI 0.0124 _diffrn_reflns_av_R_equivalents 0.0178 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.603 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_full 24.999 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_point_group_measured_fraction_full 0.998 _reflns_number_total 2804 _reflns_number_gt 2648 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'X-AREA (Stoe, 2011)' _computing_cell_refinement 'X-AREA (Stoe, 2011)' _computing_data_reduction 'X-RED (Stoe, 2009)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2013)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_molecular_graphics 'Diamond (Blankenburg, 2015)' _computing_publication_material 'SHELXL-2014/7 (Sheldrick, 2014)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0308P)^2^+5.4133P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_extinction_coef 0.0052(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2804 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0610 _refine_ls_wR_factor_gt 0.0601 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0000 0.7812(2) -0.2500 0.0236(5) Uani 1 2 d S T P . . C2 C -0.0131(2) 0.95921(18) -0.22517(10) 0.0357(5) Uani 1 1 d . . . . . H2 H -0.025(2) 1.017(2) -0.2017(10) 0.043 Uiso 1 1 d . U . . . C3 C -0.0524(2) 0.81372(19) -0.15912(8) 0.0309(5) Uani 1 1 d . . . . . H3A H -0.0216 0.8692 -0.1322 0.037 Uiso 1 1 calc R U . . . H3B H -0.0077 0.7438 -0.1490 0.037 Uiso 1 1 calc R U . . . C4 C -0.1973(2) 0.7979(2) -0.16105(9) 0.0383(5) Uani 1 1 d . . . . . H4A H -0.2428 0.8648 -0.1755 0.046 Uiso 1 1 calc R U . . . H4B H -0.2262 0.7359 -0.1846 0.046 Uiso 1 1 calc R U . . . C5 C -0.2320(2) 0.7749(2) -0.10716(9) 0.0406(6) Uani 1 1 d . . . . . C6 C -0.3901(3) 0.7045(3) -0.05838(10) 0.0533(7) Uani 1 1 d . . . . . H6A H -0.4093 0.7731 -0.0405 0.064 Uiso 1 1 calc R U . . . H6B H -0.3218 0.6644 -0.0355 0.064 Uiso 1 1 calc R U . . . C7 C -0.5095(4) 0.6348(3) -0.06935(15) 0.0778(11) Uani 1 1 d . . . . . H7A H -0.5767 0.6754 -0.0918 0.117 Uiso 1 1 calc R U . . . H7B H -0.5399 0.6163 -0.0363 0.117 Uiso 1 1 calc R U . . . H7C H -0.4896 0.5672 -0.0871 0.117 Uiso 1 1 calc R U . . . C8 C 0.0000 0.4455(2) -0.2500 0.0263(6) Uani 1 2 d S T P . . C9 C -0.0458(2) 0.26779(18) -0.23425(9) 0.0343(5) Uani 1 1 d . . . . . H9 H -0.088(3) 0.212(2) -0.2209(10) 0.041 Uiso 1 1 d . U . . . C10 C -0.1641(2) 0.41329(19) -0.18977(9) 0.0327(5) Uani 1 1 d . . . . . H10A H -0.2322 0.3574 -0.1892 0.039 Uiso 1 1 calc R U . . . H10B H -0.2057 0.4829 -0.2028 0.039 Uiso 1 1 calc R U . . . C11 C -0.0928(3) 0.4299(3) -0.13446(10) 0.0561(7) Uani 1 1 d . . . . . H11A H -0.0334 0.3675 -0.1255 0.067 Uiso 1 1 calc R U . . . H11B H -0.0402 0.4975 -0.1338 0.067 Uiso 1 1 calc R U . . . C12 C -0.1806(2) 0.4391(2) -0.09361(10) 0.0415(6) Uani 1 1 d . . . . . C13 C -0.1881(3) 0.4439(3) -0.00096(12) 0.0688(9) Uani 1 1 d . . . . . H13A H -0.1795 0.5200 0.0125 0.083 Uiso 1 1 calc R U . . . H13B H -0.2808 0.4278 -0.0113 0.083 Uiso 1 1 calc R U . . . C14 C -0.1318(4) 0.3665(3) 0.03967(13) 0.0755(10) Uani 1 1 d . . . . . H14A H -0.1481 0.2912 0.0272 0.113 Uiso 1 1 calc R U . . . H14B H -0.1709 0.3778 0.0715 0.113 Uiso 1 1 calc R U . . . H14C H -0.0387 0.3789 0.0475 0.113 Uiso 1 1 calc R U . . . Cl1 Cl 0.18878(5) 0.61019(4) -0.18966(2) 0.03433(14) Uani 1 1 d . . . . . N1 N -0.02046(16) 0.84978(14) -0.21023(7) 0.0263(4) Uani 1 1 d . . . . . N2 N -0.07392(17) 0.37742(14) -0.22519(7) 0.0288(4) Uani 1 1 d . . . . . O1 O -0.1649(2) 0.7989(3) -0.06721(8) 0.1073(12) Uani 1 1 d . . . . . O2 O -0.34731(18) 0.72985(19) -0.10890(6) 0.0542(5) Uani 1 1 d . . . . . O3 O -0.2916(2) 0.4538(4) -0.10335(10) 0.1234(14) Uani 1 1 d . . . . . O4 O -0.1195(2) 0.4319(3) -0.04595(8) 0.0849(8) Uani 1 1 d . . . . . Pd1 Pd 0.0000 0.61302(2) -0.2500 0.02123(10) Uani 1 2 d S T P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0225(13) 0.0252(14) 0.0239(13) 0.000 0.0059(10) 0.000 C2 0.0426(13) 0.0214(10) 0.0442(12) -0.0053(9) 0.0103(10) 0.0022(9) C3 0.0321(11) 0.0400(12) 0.0217(10) -0.0018(9) 0.0080(8) 0.0049(9) C4 0.0324(12) 0.0558(15) 0.0274(11) 0.0068(10) 0.0069(9) 0.0020(10) C5 0.0313(12) 0.0626(16) 0.0290(11) 0.0055(11) 0.0081(9) 0.0077(11) C6 0.0573(16) 0.0714(19) 0.0362(13) 0.0115(13) 0.0237(12) 0.0003(14) C7 0.073(2) 0.092(3) 0.078(2) -0.001(2) 0.0448(19) -0.0232(19) C8 0.0220(13) 0.0249(14) 0.0314(14) 0.000 0.0016(11) 0.000 C9 0.0352(11) 0.0212(10) 0.0446(13) 0.0043(9) -0.0007(9) -0.0028(9) C10 0.0277(10) 0.0325(11) 0.0388(12) 0.0045(9) 0.0073(9) -0.0005(9) C11 0.0372(13) 0.095(2) 0.0373(13) 0.0099(14) 0.0085(11) -0.0058(14) C12 0.0342(13) 0.0451(14) 0.0468(14) -0.0030(11) 0.0107(10) -0.0022(10) C13 0.071(2) 0.092(3) 0.0504(17) 0.0086(17) 0.0329(15) 0.0076(18) C14 0.078(2) 0.106(3) 0.0450(17) 0.0118(17) 0.0161(16) -0.010(2) Cl1 0.0287(3) 0.0349(3) 0.0374(3) 0.0019(2) -0.0018(2) -0.0003(2) N1 0.0296(9) 0.0239(8) 0.0267(8) -0.0026(7) 0.0082(7) 0.0017(7) N2 0.0260(8) 0.0236(9) 0.0360(10) 0.0029(7) 0.0025(7) -0.0002(7) O1 0.0614(14) 0.232(4) 0.0303(11) -0.0014(15) 0.0115(10) -0.0467(19) O2 0.0440(10) 0.0893(15) 0.0310(9) 0.0101(9) 0.0118(7) -0.0141(10) O3 0.0488(14) 0.256(4) 0.0657(16) -0.066(2) 0.0088(12) 0.0242(19) O4 0.0509(12) 0.170(3) 0.0371(11) 0.0265(14) 0.0175(9) 0.0160(15) Pd1 0.02241(13) 0.01842(13) 0.02358(14) 0.000 0.00580(8) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.352(2) 6 y C1 N1 1.352(2) . y C1 Pd1 2.029(3) . y C2 C2 1.336(5) 6 y C2 N1 1.380(3) . y C2 H2 0.93(3) . n C3 N1 1.461(3) . y C3 C4 1.511(3) . y C3 H3A 0.9800 . n C3 H3B 0.9800 . n C4 C5 1.500(3) . y C4 H4A 0.9800 . n C4 H4B 0.9800 . n C5 O1 1.186(3) . y C5 O2 1.311(3) . y C6 O2 1.458(3) . y C6 C7 1.492(4) . y C6 H6A 0.9800 . n C6 H6B 0.9800 . n C7 H7A 0.9700 . n C7 H7B 0.9700 . n C7 H7C 0.9700 . n C8 N2 1.345(2) . y C8 N2 1.345(2) 6 y C8 Pd1 2.021(3) . y C9 C9 1.333(5) 6 y C9 N2 1.382(3) . y C9 H9 0.90(3) . n C10 N2 1.460(3) . y C10 C11 1.511(3) . y C10 H10A 0.9800 . n C10 H10B 0.9800 . n C11 C12 1.488(3) . y C11 H11A 0.9800 . n C11 H11B 0.9800 . n C12 O3 1.158(3) . y C12 O4 1.292(3) . y C13 C14 1.455(5) . y C13 O4 1.446(3) . y C13 H13A 0.9800 . n C13 H13B 0.9800 . n C14 H14A 0.9700 . n C14 H14B 0.9700 . n C14 H14C 0.9700 . n Cl1 Pd1 2.3124(5) . y Pd1 Cl1 2.3124(5) 6 y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N1 104.5(2) 6 . y N1 C1 Pd1 127.77(12) 6 . y N1 C1 Pd1 127.77(12) . . y C2 C2 N1 106.86(12) 6 . y C2 C2 H2 132.1(16) 6 . n N1 C2 H2 121.0(16) . . n N1 C3 C4 111.33(17) . . y N1 C3 H3A 109.4 . . n C4 C3 H3A 109.4 . . n N1 C3 H3B 109.4 . . n C4 C3 H3B 109.4 . . n H3A C3 H3B 108.0 . . n C5 C4 C3 111.43(18) . . y C5 C4 H4A 109.3 . . n C3 C4 H4A 109.3 . . n C5 C4 H4B 109.3 . . n C3 C4 H4B 109.3 . . n H4A C4 H4B 108.0 . . n O1 C5 O2 123.4(2) . . y O1 C5 C4 123.8(2) . . y O2 C5 C4 112.7(2) . . y O2 C6 C7 107.8(2) . . n O2 C6 H6A 110.2 . . n C7 C6 H6A 110.2 . . n O2 C6 H6B 110.2 . . n C7 C6 H6B 110.2 . . n H6A C6 H6B 108.5 . . n C6 C7 H7A 109.5 . . n C6 C7 H7B 109.5 . . n H7A C7 H7B 109.5 . . n C6 C7 H7C 109.5 . . n H7A C7 H7C 109.5 . . n H7B C7 H7C 109.5 . . n N2 C8 N2 104.7(2) . 6 y N2 C8 Pd1 127.66(12) . . y N2 C8 Pd1 127.66(12) 6 . y C9 C9 N2 106.77(13) 6 . y C9 C9 H9 131.6(17) 6 . n N2 C9 H9 121.6(17) . . n N2 C10 C11 110.40(19) . . y N2 C10 H10A 109.6 . . n C11 C10 H10A 109.6 . . n N2 C10 H10B 109.6 . . n C11 C10 H10B 109.6 . . n H10A C10 H10B 108.1 . . n C12 C11 C10 113.6(2) . . y C12 C11 H11A 108.9 . . n C10 C11 H11A 108.9 . . n C12 C11 H11B 108.9 . . n C10 C11 H11B 108.9 . . n H11A C11 H11B 107.7 . . n O3 C12 O4 123.4(3) . . y O3 C12 C11 123.7(3) . . y O4 C12 C11 112.9(2) . . y C14 C13 O4 108.0(3) . . n C14 C13 H13A 110.1 . . n O4 C13 H13A 110.1 . . n C14 C13 H13B 110.1 . . n O4 C13 H13B 110.1 . . n H13A C13 H13B 108.4 . . n C13 C14 H14A 109.5 . . n C13 C14 H14B 109.5 . . n H14A C14 H14B 109.5 . . n C13 C14 H14C 109.5 . . n H14A C14 H14C 109.5 . . n H14B C14 H14C 109.5 . . n C1 N1 C2 110.91(18) . . y C1 N1 C3 124.86(18) . . y C2 N1 C3 124.17(18) . . y C8 N2 C9 110.89(19) . . y C8 N2 C10 124.97(18) . . y C9 N2 C10 123.95(18) . . y C5 O2 C6 116.9(2) . . y C12 O4 C13 120.8(2) . . y C8 Pd1 C1 180.0 . . y C8 Pd1 Cl1 89.155(14) . . y C1 Pd1 Cl1 90.845(14) . . y C8 Pd1 Cl1 89.154(14) . 6 y C1 Pd1 Cl1 90.846(14) . 6 y Cl1 Pd1 Cl1 178.31(3) . 6 y loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C3 C4 C5 -172.8(2) . . . . y C3 C4 C5 O1 21.4(4) . . . . y C3 C4 C5 O2 -161.4(2) . . . . y N2 C10 C11 C12 -165.7(2) . . . . y C10 C11 C12 O3 -14.2(5) . . . . y C10 C11 C12 O4 167.4(3) . . . . y N1 C1 N1 C2 0.13(12) 6 . . . y Pd1 C1 N1 C2 -179.87(12) . . . . y N1 C1 N1 C3 177.4(2) 6 . . . y Pd1 C1 N1 C3 -2.7(2) . . . . y C2 C2 N1 C1 -0.4(3) 6 . . . y C2 C2 N1 C3 -177.6(2) 6 . . . y C4 C3 N1 C1 -86.6(2) . . . . y C4 C3 N1 C2 90.2(3) . . . . y N2 C8 N2 C9 0.32(11) 6 . . . y Pd1 C8 N2 C9 -179.68(11) . . . . y N2 C8 N2 C10 175.5(2) 6 . . . y Pd1 C8 N2 C10 -4.5(2) . . . . y C9 C9 N2 C8 -0.8(3) 6 . . . y C9 C9 N2 C10 -176.1(2) 6 . . . y C11 C10 N2 C8 -84.4(2) . . . . y C11 C10 N2 C9 90.2(3) . . . . y O1 C5 O2 C6 -2.7(5) . . . . y C4 C5 O2 C6 -179.9(2) . . . . y C7 C6 O2 C5 -169.1(3) . . . . y O3 C12 O4 C13 -1.1(6) . . . . y C11 C12 O4 C13 177.2(3) . . . . y C14 C13 O4 C12 142.7(3) . . . . y _refine_diff_density_max 0.774 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.052 _shelx_res_file ; D:\RKSA\EXTERN\ELIES133E\es133b.res created by SHELXL-2014/7 TITL ES133B CELL 0.71073 10.39200 12.06770 25.56180 90.00000 98.37700 90.00000 ZERR 4 0.00050 0.00070 0.00100 0.00000 0.00300 0.00000 LATT 7 SYMM X, -Y, Z+ 0.50000 SFAC C H CL N O PD UNIT 104 160 8 16 32 4 PLAN 30 FMAP 2 L.S. 20 TEMP -63 BOND $H OMIT -2 50 OMIT 0 0 2 OMIT -4 4 2 OMIT 4 2 12 OMIT -4 0 10 OMIT 1 7 1 CONF ACTA WGHT 0.030800 5.413300 EXTI 0.005222 FVAR 0.31308 C1 1 0.000000 0.781178 -0.250000 10.50000 0.02250 0.02519 = 0.02388 0.00000 0.00591 0.00000 C2 1 -0.013075 0.959212 -0.225170 11.00000 0.04261 0.02140 = 0.04417 -0.00535 0.01027 0.00218 H2 2 -0.024536 1.016630 -0.201748 11.00000 -1.20000 C3 1 -0.052414 0.813719 -0.159118 11.00000 0.03214 0.03998 = 0.02166 -0.00182 0.00801 0.00494 AFIX 23 H3A 2 -0.021576 0.869167 -0.132176 11.00000 -1.20000 H3B 2 -0.007687 0.743768 -0.149010 11.00000 -1.20000 AFIX 0 C4 1 -0.197299 0.797869 -0.161047 11.00000 0.03237 0.05577 = 0.02738 0.00683 0.00685 0.00198 AFIX 23 H4A 2 -0.242754 0.864752 -0.175511 11.00000 -1.20000 H4B 2 -0.226201 0.735897 -0.184639 11.00000 -1.20000 AFIX 0 C5 1 -0.232034 0.774941 -0.107162 11.00000 0.03134 0.06265 = 0.02896 0.00555 0.00810 0.00766 C6 1 -0.390136 0.704496 -0.058384 11.00000 0.05726 0.07137 = 0.03618 0.01153 0.02367 0.00035 AFIX 23 H6A 2 -0.409252 0.773102 -0.040498 11.00000 -1.20000 H6B 2 -0.321777 0.664416 -0.035471 11.00000 -1.20000 AFIX 0 C7 1 -0.509538 0.634770 -0.069345 11.00000 0.07332 0.09244 = 0.07782 -0.00106 0.04483 -0.02318 AFIX 137 H7A 2 -0.576740 0.675423 -0.091793 11.00000 -1.50000 H7B 2 -0.539947 0.616348 -0.036293 11.00000 -1.50000 H7C 2 -0.489574 0.567194 -0.087077 11.00000 -1.50000 AFIX 0 C8 1 0.000000 0.445530 -0.250000 10.50000 0.02197 0.02493 = 0.03139 0.00000 0.00155 0.00000 C9 1 -0.045764 0.267793 -0.234249 11.00000 0.03520 0.02121 = 0.04457 0.00433 -0.00074 -0.00278 H9 2 -0.088014 0.212300 -0.220869 11.00000 -1.20000 C10 1 -0.164064 0.413290 -0.189773 11.00000 0.02771 0.03247 = 0.03876 0.00453 0.00733 -0.00054 AFIX 23 H10A 2 -0.232228 0.357360 -0.189228 11.00000 -1.20000 H10B 2 -0.205656 0.482871 -0.202769 11.00000 -1.20000 AFIX 0 C11 1 -0.092825 0.429948 -0.134464 11.00000 0.03724 0.09468 = 0.03731 0.00985 0.00849 -0.00576 AFIX 23 H11A 2 -0.033374 0.367531 -0.125486 11.00000 -1.20000 H11B 2 -0.040233 0.497480 -0.133788 11.00000 -1.20000 AFIX 0 C12 1 -0.180625 0.439141 -0.093608 11.00000 0.03421 0.04507 = 0.04677 -0.00302 0.01067 -0.00219 C13 1 -0.188116 0.443891 -0.000960 11.00000 0.07070 0.09245 = 0.05040 0.00864 0.03288 0.00757 AFIX 23 H13A 2 -0.179516 0.519953 0.012527 11.00000 -1.20000 H13B 2 -0.280760 0.427829 -0.011334 11.00000 -1.20000 AFIX 0 C14 1 -0.131752 0.366484 0.039667 11.00000 0.07782 0.10575 = 0.04499 0.01185 0.01609 -0.00982 AFIX 137 H14A 2 -0.148082 0.291184 0.027163 11.00000 -1.50000 H14B 2 -0.170894 0.377795 0.071461 11.00000 -1.50000 H14C 2 -0.038704 0.378868 0.047464 11.00000 -1.50000 AFIX 0 CL1 3 0.188782 0.610191 -0.189661 11.00000 0.02874 0.03488 = 0.03741 0.00192 -0.00175 -0.00033 N1 4 -0.020455 0.849777 -0.210233 11.00000 0.02955 0.02387 = 0.02674 -0.00260 0.00823 0.00169 N2 4 -0.073918 0.377418 -0.225189 11.00000 0.02603 0.02365 = 0.03605 0.00294 0.00250 -0.00023 O1 5 -0.164888 0.798926 -0.067212 11.00000 0.06142 0.23155 = 0.03035 -0.00144 0.01152 -0.04665 O2 5 -0.347311 0.729851 -0.108896 11.00000 0.04404 0.08932 = 0.03101 0.01006 0.01177 -0.01409 O3 5 -0.291630 0.453849 -0.103353 11.00000 0.04885 0.25575 = 0.06570 -0.06597 0.00885 0.02425 O4 5 -0.119532 0.431860 -0.045948 11.00000 0.05088 0.17000 = 0.03710 0.02651 0.01750 0.01597 PD1 6 0.000000 0.613018 -0.250000 10.50000 0.02241 0.01842 = 0.02358 0.00000 0.00580 0.00000 HKLF 4 REM ES133B REM R1 = 0.0234 for 2648 Fo > 4sig(Fo) and 0.0251 for all 2804 data REM 196 parameters refined using 0 restraints END WGHT 0.0308 5.4174 REM Highest difference peak 0.774, deepest hole -0.448, 1-sigma level 0.052 Q1 1 -0.2712 0.3812 -0.0902 11.00000 0.05 0.77 Q2 1 -0.1606 0.7138 -0.0762 11.00000 0.05 0.58 Q3 1 -0.1385 0.4952 -0.0435 11.00000 0.05 0.42 Q4 1 -0.2450 0.5006 -0.1020 11.00000 0.05 0.42 Q5 1 -0.3050 0.4792 -0.1101 11.00000 0.05 0.37 Q6 1 -0.2079 0.8338 -0.0793 11.00000 0.05 0.35 Q7 1 -0.1579 0.3988 -0.0560 11.00000 0.05 0.27 Q8 1 -0.0162 0.4258 -0.1281 11.00000 0.05 0.26 Q9 1 0.0000 0.4905 -0.2500 10.50000 0.05 0.24 Q10 1 -0.1212 0.3661 -0.1360 11.00000 0.05 0.22 Q11 1 -0.1153 0.3942 -0.2105 11.00000 0.05 0.22 Q12 1 -0.0362 0.8342 -0.1880 11.00000 0.05 0.22 Q13 1 -0.1298 0.4591 -0.1157 11.00000 0.05 0.22 Q14 1 -0.0175 0.8140 -0.2288 11.00000 0.05 0.21 Q15 1 -0.0463 0.4204 -0.2401 11.00000 0.05 0.20 Q16 1 -0.2497 0.7962 -0.1816 11.00000 0.05 0.19 Q17 1 -0.0390 0.8969 -0.2185 11.00000 0.05 0.19 Q18 1 -0.2134 0.7695 -0.1411 11.00000 0.05 0.19 Q19 1 -0.0937 0.4053 -0.0410 11.00000 0.05 0.17 Q20 1 0.0420 0.9623 -0.2427 11.00000 0.05 0.17 Q21 1 0.0000 0.7429 -0.2500 10.50000 0.05 0.16 Q22 1 -0.1277 0.8088 -0.1624 11.00000 0.05 0.16 Q23 1 -0.3376 0.7849 -0.0981 11.00000 0.05 0.16 Q24 1 -0.0241 0.2761 -0.2611 11.00000 0.05 0.15 Q25 1 0.2052 0.6152 -0.2157 11.00000 0.05 0.15 Q26 1 -0.3698 0.7177 -0.1220 11.00000 0.05 0.15 Q27 1 -0.3638 0.7167 -0.0837 11.00000 0.05 0.15 Q28 1 -0.0475 0.3377 -0.2189 11.00000 0.05 0.13 Q29 1 -0.0282 0.6088 -0.3086 11.00000 0.05 0.13 Q30 1 -0.1158 0.4369 -0.1592 11.00000 0.05 0.13 ; _shelx_res_checksum 54558 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_5a _database_code_depnum_ccdc_archive 'CCDC 1438611' _audit_update_record ; 2016-02-22 deposited with the CCDC. 2016-03-23 downloaded from the CCDC. ; _audit_creation_method SHELXL-2014/7 _chemical_name_systematic 'trans-dichlorido-(1,3-bis(2-ethoxy-2-oxoethyl)-imidazol-2-ylidine)- pyridine-palladium(II) chloroform solvate' _chemical_formula_moiety 'C17 H22 Cl5 N3 O4 Pd, C16 H Cl3' _chemical_formula_sum 'C17 H22 Cl5 N3 O4 Pd' _chemical_formula_weight 616.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/c' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.7256(4) _cell_length_b 23.0938(8) _cell_length_c 9.0944(6) _cell_angle_alpha 90 _cell_angle_beta 99.520(4) _cell_angle_gamma 90 _cell_volume 2428.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 19961 _cell_measurement_theta_min 1.76 _cell_measurement_theta_max 29.71 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_density_diffrn 1.685 _exptl_crystal_F_000 1232 _exptl_crystal_size_max 1.3 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.03 _vrf_CRYSS02_ALERT_3_B ; PROBLEM: The value of _exptl_crystal_size_max is > 1.0 Maximum crystal size given = 1.300 RESPONSE: It was not possible the crystal to cut to pieces without bursting. ; _exptl_absorpt_coefficient_mu 1.342 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7676 _exptl_absorpt_correction_T_max 0.8965 _exptl_absorpt_process_details 'X-RED (Stoe, 2009)' _diffrn_ambient_temperature 210(2) _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_measurement_method '\w scan, \d \w = 1.0 deg' _diffrn_measurement_details ; 180 frames, 4 min exposure time ; _diffrn_reflns_number 15567 _diffrn_reflns_av_unetI/netI 0.0252 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.761 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_full 24.999 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_point_group_measured_fraction_full 1.000 _reflns_number_total 4269 _reflns_number_gt 3547 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'X-AREA (Stoe, 2011)' _computing_cell_refinement 'X-AREA (Stoe, 2011)' _computing_data_reduction 'X-RED (Stoe, 2009)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2013)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_molecular_graphics 'Diamond (Blankenburg, 2015)' _computing_publication_material 'SHELXL-2014/7 (Sheldrick, 2014)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+1.4347P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4269 _refine_ls_number_parameters 274 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0327 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0613 _refine_ls_wR_factor_gt 0.0581 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.87514(19) 0.79065(10) 0.8049(3) 0.0215(5) Uani 1 1 d . . . . . C2 C 0.9139(2) 0.69716(10) 0.8620(3) 0.0262(5) Uani 1 1 d . . . . . H2 H 0.9487 0.6641 0.9101 0.031 Uiso 1 1 calc R U . . . C3 C 0.8278(2) 0.69822(10) 0.7452(3) 0.0258(5) Uani 1 1 d . . . . . H3 H 0.7900 0.6660 0.6962 0.031 Uiso 1 1 calc R U . . . C4 C 1.0376(2) 0.77285(11) 1.0102(3) 0.0239(5) Uani 1 1 d . . . . . H4A H 1.0431 0.7476 1.0978 0.029 Uiso 1 1 calc R U . . . H4B H 1.0239 0.8125 1.0416 0.029 Uiso 1 1 calc R U . . . C5 C 1.1495(2) 0.77053(11) 0.9488(3) 0.0245(5) Uani 1 1 d . . . . . C6 C 1.3325(2) 0.81443(15) 0.9613(4) 0.0447(7) Uani 1 1 d . . . . . H6A H 1.3158 0.8328 0.8630 0.054 Uiso 1 1 calc R U . . . H6B H 1.3678 0.7766 0.9501 0.054 Uiso 1 1 calc R U . . . C7 C 1.4124(3) 0.85118(16) 1.0653(4) 0.0543(9) Uani 1 1 d . . . . . H7A H 1.4840 0.8564 1.0266 0.081 Uiso 1 1 calc R U . . . H7B H 1.3769 0.8886 1.0753 0.081 Uiso 1 1 calc R U . . . H7C H 1.4287 0.8325 1.1621 0.081 Uiso 1 1 calc R U . . . C8 C 0.7133(2) 0.77631(12) 0.5957(3) 0.0277(5) Uani 1 1 d . . . . . H8A H 0.7019 0.7486 0.5129 0.033 Uiso 1 1 calc R U . . . H8B H 0.7357 0.8135 0.5572 0.033 Uiso 1 1 calc R U . . . C9 C 0.6014(2) 0.78351(12) 0.6553(3) 0.0292(6) Uani 1 1 d . . . . . C10 C 0.4256(2) 0.83468(15) 0.6202(3) 0.0460(8) Uani 1 1 d . . . . . H10A H 0.4405 0.8574 0.7125 0.055 Uiso 1 1 calc R U . . . H10B H 0.3852 0.7991 0.6398 0.055 Uiso 1 1 calc R U . . . C11 C 0.3542(3) 0.86853(18) 0.5009(4) 0.0626(10) Uani 1 1 d . . . . . H11A H 0.2812 0.8784 0.5315 0.094 Uiso 1 1 calc R U . . . H11B H 0.3948 0.9037 0.4827 0.094 Uiso 1 1 calc R U . . . H11C H 0.3397 0.8456 0.4103 0.094 Uiso 1 1 calc R U . . . C12 C 0.8989(2) 0.99244(11) 0.6625(3) 0.0315(6) Uani 1 1 d . . . . . H12 H 0.9115 0.9695 0.5813 0.038 Uiso 1 1 calc R U . . . C13 C 0.8973(2) 1.05178(12) 0.6471(3) 0.0369(6) Uani 1 1 d . . . . . H13 H 0.9078 1.0689 0.5565 0.044 Uiso 1 1 calc R U . . . C14 C 0.8800(2) 1.08577(11) 0.7658(3) 0.0337(6) Uani 1 1 d . . . . . H14 H 0.8784 1.1264 0.7577 0.040 Uiso 1 1 calc R U . . . C15 C 0.8652(2) 1.05907(12) 0.8970(3) 0.0353(6) Uani 1 1 d . . . . . H15 H 0.8540 1.0812 0.9802 0.042 Uiso 1 1 calc R U . . . C16 C 0.8668(2) 0.99942(11) 0.9044(3) 0.0309(6) Uani 1 1 d . . . . . H16 H 0.8560 0.9814 0.9937 0.037 Uiso 1 1 calc R U . . . Cl1 Cl 1.04914(5) 0.87062(3) 0.70351(7) 0.02780(13) Uani 1 1 d . . . . . Cl2 Cl 0.71570(5) 0.87965(3) 0.90827(8) 0.03355(15) Uani 1 1 d . . . . . N1 N 0.94170(16) 0.75433(8) 0.8983(2) 0.0212(4) Uani 1 1 d . . . . . N2 N 0.80523(17) 0.75586(9) 0.7104(2) 0.0234(4) Uani 1 1 d . . . . . N3 N 0.88332(17) 0.96623(9) 0.7894(2) 0.0263(4) Uani 1 1 d . . . . . O1 O 1.16702(16) 0.73924(9) 0.8495(2) 0.0386(5) Uani 1 1 d . . . . . O2 O 1.22577(14) 0.80733(8) 1.02261(19) 0.0298(4) Uani 1 1 d . . . . . O3 O 0.57708(16) 0.75863(9) 0.7617(2) 0.0409(5) Uani 1 1 d . . . . . O4 O 0.53401(15) 0.82069(9) 0.5706(2) 0.0371(5) Uani 1 1 d . . . . . Pd1 Pd 0.88019(2) 0.87583(2) 0.80123(2) 0.02086(7) Uani 1 1 d . . . . . Cl3 Cl 1.36497(11) 1.07783(5) 0.63836(16) 0.0890(4) Uani 1 1 d . . . . . Cl4 Cl 1.25512(8) 0.98086(4) 0.75765(11) 0.0647(3) Uani 1 1 d . . . . . Cl5 Cl 1.50314(9) 0.98760(4) 0.79535(13) 0.0702(3) Uani 1 1 d . . . . . C17 C 1.3749(3) 1.02796(15) 0.7824(4) 0.0540(9) Uani 1 1 d . . . . . H17 H 1.378(3) 1.0495(16) 0.880(4) 0.065 Uiso 1 1 d . U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0191(11) 0.0257(12) 0.0207(12) 0.0004(10) 0.0064(9) 0.0008(9) C2 0.0306(13) 0.0170(11) 0.0320(13) 0.0021(10) 0.0084(11) 0.0011(10) C3 0.0286(13) 0.0193(12) 0.0301(13) -0.0029(10) 0.0069(11) -0.0046(10) C4 0.0248(12) 0.0258(12) 0.0203(12) -0.0012(10) 0.0010(10) -0.0011(10) C5 0.0246(12) 0.0249(12) 0.0236(12) 0.0021(11) 0.0029(10) 0.0022(10) C6 0.0297(15) 0.058(2) 0.0496(18) 0.0009(16) 0.0174(13) -0.0078(14) C7 0.0321(16) 0.058(2) 0.073(2) -0.0071(18) 0.0094(15) -0.0131(15) C8 0.0228(12) 0.0372(14) 0.0217(12) 0.0027(11) -0.0001(10) -0.0004(11) C9 0.0256(13) 0.0366(15) 0.0242(13) -0.0020(11) 0.0008(10) -0.0049(11) C10 0.0322(15) 0.064(2) 0.0427(17) -0.0077(16) 0.0098(13) 0.0098(14) C11 0.0406(18) 0.080(3) 0.065(2) -0.001(2) 0.0019(16) 0.0233(18) C12 0.0430(15) 0.0264(13) 0.0261(13) 0.0019(11) 0.0084(11) 0.0037(11) C13 0.0467(17) 0.0297(15) 0.0343(15) 0.0104(12) 0.0062(13) 0.0021(12) C14 0.0396(15) 0.0187(12) 0.0403(16) 0.0017(11) -0.0007(12) 0.0007(11) C15 0.0417(15) 0.0251(13) 0.0384(16) -0.0068(12) 0.0045(12) 0.0028(11) C16 0.0378(15) 0.0278(13) 0.0277(13) -0.0003(11) 0.0072(11) 0.0023(11) Cl1 0.0291(3) 0.0254(3) 0.0311(3) 0.0001(3) 0.0113(2) -0.0007(2) Cl2 0.0294(3) 0.0319(3) 0.0423(4) 0.0026(3) 0.0145(3) 0.0032(3) N1 0.0219(10) 0.0207(10) 0.0208(10) 0.0006(8) 0.0029(8) 0.0012(8) N2 0.0220(10) 0.0247(10) 0.0230(10) -0.0004(9) 0.0022(8) -0.0014(8) N3 0.0304(11) 0.0215(10) 0.0273(11) 0.0013(9) 0.0059(9) 0.0036(8) O1 0.0325(10) 0.0448(12) 0.0388(11) -0.0152(10) 0.0070(8) 0.0034(9) O2 0.0243(9) 0.0351(10) 0.0309(10) -0.0028(8) 0.0077(7) -0.0069(8) O3 0.0307(10) 0.0574(13) 0.0348(11) 0.0107(10) 0.0056(8) -0.0069(9) O4 0.0281(10) 0.0545(12) 0.0291(10) 0.0047(9) 0.0057(8) 0.0104(9) Pd1 0.02360(10) 0.01767(10) 0.02163(10) 0.00132(8) 0.00467(7) 0.00129(7) Cl3 0.0857(8) 0.0701(7) 0.1106(9) 0.0371(7) 0.0148(7) 0.0066(6) Cl4 0.0649(6) 0.0745(6) 0.0589(5) -0.0153(5) 0.0226(4) -0.0207(5) Cl5 0.0602(6) 0.0593(6) 0.0882(7) -0.0066(5) 0.0038(5) 0.0101(4) C17 0.056(2) 0.0459(19) 0.060(2) -0.0082(17) 0.0084(17) -0.0031(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.347(3) . ? C1 N2 1.350(3) . ? C1 Pd1 1.969(2) . ? C2 C3 1.339(4) . ? C2 N1 1.387(3) . ? C2 H2 0.9400 . ? C3 N2 1.384(3) . ? C3 H3 0.9400 . ? C4 N1 1.451(3) . ? C4 C5 1.510(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 O1 1.200(3) . ? C5 O2 1.332(3) . ? C6 O2 1.461(3) . ? C6 C7 1.484(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C8 N2 1.450(3) . ? C8 C9 1.510(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C9 O3 1.200(3) . ? C9 O4 1.324(3) . ? C10 O4 1.453(3) . ? C10 C11 1.480(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 N3 1.342(3) . ? C12 C13 1.377(4) . ? C12 H12 0.9400 . ? C13 C14 1.377(4) . ? C13 H13 0.9400 . ? C14 C15 1.379(4) . ? C14 H14 0.9400 . ? C15 C16 1.379(4) . ? C15 H15 0.9400 . ? C16 N3 1.336(3) . ? C16 H16 0.9400 . ? Cl1 Pd1 2.3046(6) . ? Cl2 Pd1 2.3014(6) . ? N3 Pd1 2.091(2) . ? Cl3 C17 1.734(4) . ? Cl4 C17 1.762(4) . ? Cl5 C17 1.756(4) . ? C17 H17 1.01(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N2 105.0(2) . . ? N1 C1 Pd1 128.09(17) . . ? N2 C1 Pd1 126.92(17) . . ? C3 C2 N1 106.8(2) . . ? C3 C2 H2 126.6 . . ? N1 C2 H2 126.6 . . ? C2 C3 N2 106.8(2) . . ? C2 C3 H3 126.6 . . ? N2 C3 H3 126.6 . . ? N1 C4 C5 110.50(19) . . ? N1 C4 H4A 109.5 . . ? C5 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? O1 C5 O2 125.4(2) . . ? O1 C5 C4 124.5(2) . . ? O2 C5 C4 110.1(2) . . ? O2 C6 C7 108.2(2) . . ? O2 C6 H6A 110.1 . . ? C7 C6 H6A 110.1 . . ? O2 C6 H6B 110.1 . . ? C7 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C9 111.4(2) . . ? N2 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? N2 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? O3 C9 O4 125.5(2) . . ? O3 C9 C8 125.0(2) . . ? O4 C9 C8 109.4(2) . . ? O4 C10 C11 107.9(3) . . ? O4 C10 H10A 110.1 . . ? C11 C10 H10A 110.1 . . ? O4 C10 H10B 110.1 . . ? C11 C10 H10B 110.1 . . ? H10A C10 H10B 108.4 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 C13 122.3(2) . . ? N3 C12 H12 118.9 . . ? C13 C12 H12 118.9 . . ? C14 C13 C12 119.3(3) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C13 C14 C15 118.6(2) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C16 C15 C14 119.1(3) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? N3 C16 C15 122.5(3) . . ? N3 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? C1 N1 C2 110.7(2) . . ? C1 N1 C4 124.0(2) . . ? C2 N1 C4 124.9(2) . . ? C1 N2 C3 110.7(2) . . ? C1 N2 C8 124.4(2) . . ? C3 N2 C8 124.7(2) . . ? C16 N3 C12 118.2(2) . . ? C16 N3 Pd1 121.75(17) . . ? C12 N3 Pd1 120.04(17) . . ? C5 O2 C6 115.2(2) . . ? C9 O4 C10 115.6(2) . . ? C1 Pd1 N3 178.00(9) . . ? C1 Pd1 Cl2 90.09(7) . . ? N3 Pd1 Cl2 90.38(6) . . ? C1 Pd1 Cl1 89.12(6) . . ? N3 Pd1 Cl1 90.49(6) . . ? Cl2 Pd1 Cl1 177.58(3) . . ? Cl3 C17 Cl5 110.7(2) . . ? Cl3 C17 Cl4 111.1(2) . . ? Cl5 C17 Cl4 109.7(2) . . ? Cl3 C17 H17 109(2) . . ? Cl5 C17 H17 107(2) . . ? Cl4 C17 H17 109(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 0.8(3) . . . . ? N1 C4 C5 O1 -25.8(3) . . . . ? N1 C4 C5 O2 155.3(2) . . . . ? N2 C8 C9 O3 -23.8(4) . . . . ? N2 C8 C9 O4 157.2(2) . . . . ? N3 C12 C13 C14 0.6(4) . . . . ? C12 C13 C14 C15 0.1(4) . . . . ? C13 C14 C15 C16 -0.7(4) . . . . ? C14 C15 C16 N3 0.6(4) . . . . ? N2 C1 N1 C2 0.3(2) . . . . ? Pd1 C1 N1 C2 -178.16(17) . . . . ? N2 C1 N1 C4 173.9(2) . . . . ? Pd1 C1 N1 C4 -4.5(3) . . . . ? C3 C2 N1 C1 -0.7(3) . . . . ? C3 C2 N1 C4 -174.2(2) . . . . ? C5 C4 N1 C1 -93.0(3) . . . . ? C5 C4 N1 C2 79.7(3) . . . . ? N1 C1 N2 C3 0.2(2) . . . . ? Pd1 C1 N2 C3 178.68(16) . . . . ? N1 C1 N2 C8 175.9(2) . . . . ? Pd1 C1 N2 C8 -5.7(3) . . . . ? C2 C3 N2 C1 -0.6(3) . . . . ? C2 C3 N2 C8 -176.3(2) . . . . ? C9 C8 N2 C1 -87.9(3) . . . . ? C9 C8 N2 C3 87.1(3) . . . . ? C15 C16 N3 C12 0.1(4) . . . . ? C15 C16 N3 Pd1 -178.0(2) . . . . ? C13 C12 N3 C16 -0.7(4) . . . . ? C13 C12 N3 Pd1 177.4(2) . . . . ? O1 C5 O2 C6 8.6(4) . . . . ? C4 C5 O2 C6 -172.6(2) . . . . ? C7 C6 O2 C5 -173.6(2) . . . . ? O3 C9 O4 C10 4.6(4) . . . . ? C8 C9 O4 C10 -176.4(2) . . . . ? C11 C10 O4 C9 -170.8(3) . . . . ? _refine_diff_density_max 0.771 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.061 _shelx_res_file ; es-159.res created by SHELXL-2014/7 TITL ES2 CELL 0.71073 11.72560 23.09380 9.09440 90.00000 99.52000 90.00000 ZERR 4 0.00040 0.00080 0.00060 0.00000 0.00400 0.00000 LATT 1 SYMM -X, Y+ 0.50000, -Z+ 0.50000 SFAC C H CL N O PD UNIT 68 88 20 12 16 4 TEMP -63 PLAN 30 FMAP 2 L.S. 20 OMIT -2 50 OMIT -1 5 4 BOND $H CONF ACTA WGHT 0.030000 1.434700 FVAR 0.24860 C1 1 0.875143 0.790646 0.804897 11.00000 0.01911 0.02569 = 0.02069 0.00042 0.00637 0.00079 C2 1 0.913875 0.697163 0.861983 11.00000 0.03058 0.01704 = 0.03202 0.00210 0.00836 0.00111 AFIX 43 H2 2 0.948707 0.664058 0.910087 11.00000 -1.20000 AFIX 0 C3 1 0.827808 0.698216 0.745160 11.00000 0.02864 0.01927 = 0.03009 -0.00286 0.00687 -0.00456 AFIX 43 H3 2 0.790000 0.665990 0.696168 11.00000 -1.20000 AFIX 0 C4 1 1.037584 0.772847 1.010214 11.00000 0.02479 0.02581 = 0.02026 -0.00124 0.00098 -0.00107 AFIX 23 H4A 2 1.043136 0.747635 1.097788 11.00000 -1.20000 H4B 2 1.023925 0.812494 1.041571 11.00000 -1.20000 AFIX 0 C5 1 1.149501 0.770532 0.948802 11.00000 0.02456 0.02488 = 0.02357 0.00208 0.00292 0.00223 C6 1 1.332465 0.814427 0.961290 11.00000 0.02974 0.05826 = 0.04963 0.00087 0.01739 -0.00780 AFIX 23 H6A 2 1.315830 0.832830 0.862977 11.00000 -1.20000 H6B 2 1.367808 0.776571 0.950087 11.00000 -1.20000 AFIX 0 C7 1 1.412422 0.851180 1.065328 11.00000 0.03208 0.05765 = 0.07345 -0.00705 0.00943 -0.01310 AFIX 33 H7A 2 1.483986 0.856440 1.026578 11.00000 -1.50000 H7B 2 1.376883 0.888592 1.075316 11.00000 -1.50000 H7C 2 1.428672 0.832537 1.162110 11.00000 -1.50000 AFIX 0 C8 1 0.713290 0.776309 0.595680 11.00000 0.02284 0.03719 = 0.02170 0.00265 -0.00009 -0.00042 AFIX 23 H8A 2 0.701861 0.748623 0.512882 11.00000 -1.20000 H8B 2 0.735662 0.813533 0.557235 11.00000 -1.20000 AFIX 0 C9 1 0.601393 0.783508 0.655334 11.00000 0.02557 0.03661 = 0.02425 -0.00200 0.00081 -0.00489 C10 1 0.425634 0.834680 0.620231 11.00000 0.03222 0.06431 = 0.04265 -0.00774 0.00979 0.00980 AFIX 23 H10A 2 0.440472 0.857378 0.712466 11.00000 -1.20000 H10B 2 0.385191 0.799076 0.639770 11.00000 -1.20000 AFIX 0 C11 1 0.354184 0.868534 0.500883 11.00000 0.04058 0.08016 = 0.06465 -0.00068 0.00187 0.02327 AFIX 33 H11A 2 0.281181 0.878413 0.531465 11.00000 -1.50000 H11B 2 0.394805 0.903728 0.482691 11.00000 -1.50000 H11C 2 0.339736 0.845648 0.410273 11.00000 -1.50000 AFIX 0 C12 1 0.898948 0.992441 0.662499 11.00000 0.04300 0.02642 = 0.02608 0.00188 0.00845 0.00371 AFIX 43 H12 2 0.911478 0.969496 0.581298 11.00000 -1.20000 AFIX 0 C13 1 0.897263 1.051782 0.647114 11.00000 0.04667 0.02969 = 0.03426 0.01042 0.00621 0.00211 AFIX 43 H13 2 0.907776 1.068884 0.556519 11.00000 -1.20000 AFIX 0 C14 1 0.880021 1.085775 0.765823 11.00000 0.03957 0.01870 = 0.04026 0.00169 -0.00074 0.00066 AFIX 43 H14 2 0.878409 1.126354 0.757659 11.00000 -1.20000 AFIX 0 C15 1 0.865156 1.059072 0.896999 11.00000 0.04175 0.02515 = 0.03840 -0.00679 0.00449 0.00283 AFIX 43 H15 2 0.854031 1.081217 0.980190 11.00000 -1.20000 AFIX 0 C16 1 0.866849 0.999422 0.904369 11.00000 0.03778 0.02780 = 0.02775 -0.00030 0.00724 0.00234 AFIX 43 H16 2 0.855996 0.981423 0.993727 11.00000 -1.20000 AFIX 0 CL1 3 1.049141 0.870625 0.703512 11.00000 0.02911 0.02537 = 0.03107 0.00009 0.01128 -0.00072 CL2 3 0.715704 0.879654 0.908272 11.00000 0.02941 0.03187 = 0.04227 0.00262 0.01447 0.00315 N1 4 0.941704 0.754328 0.898307 11.00000 0.02191 0.02066 = 0.02079 0.00062 0.00293 0.00121 N2 4 0.805232 0.755860 0.710434 11.00000 0.02200 0.02472 = 0.02297 -0.00042 0.00223 -0.00142 N3 4 0.883325 0.966233 0.789370 11.00000 0.03040 0.02149 = 0.02729 0.00127 0.00595 0.00363 O1 5 1.167020 0.739236 0.849541 11.00000 0.03250 0.04478 = 0.03879 -0.01521 0.00700 0.00342 O2 5 1.225772 0.807328 1.022606 11.00000 0.02425 0.03515 = 0.03092 -0.00285 0.00765 -0.00686 O3 5 0.577082 0.758633 0.761749 11.00000 0.03075 0.05735 = 0.03478 0.01071 0.00564 -0.00693 O4 5 0.534006 0.820694 0.570633 11.00000 0.02812 0.05452 = 0.02908 0.00471 0.00571 0.01045 PD1 6 0.880189 0.875828 0.801230 11.00000 0.02360 0.01767 = 0.02163 0.00132 0.00467 0.00129 CL3 3 1.364965 1.077830 0.638363 11.00000 0.08572 0.07010 = 0.11060 0.03712 0.01483 0.00657 CL4 3 1.255118 0.980861 0.757649 11.00000 0.06488 0.07449 = 0.05886 -0.01528 0.02261 -0.02072 CL5 3 1.503141 0.987605 0.795349 11.00000 0.06025 0.05935 = 0.08824 -0.00664 0.00377 0.01010 C17 1 1.374939 1.027960 0.782442 11.00000 0.05628 0.04595 = 0.05951 -0.00820 0.00840 -0.00306 H17 2 1.378225 1.049461 0.880317 11.00000 -1.20000 HKLF 4 REM ES2 REM R1 = 0.0241 for 3547 Fo > 4sig(Fo) and 0.0327 for all 4269 data REM 274 parameters refined using 0 restraints END WGHT 0.0299 1.3810 REM Highest difference peak 0.771, deepest hole -0.461, 1-sigma level 0.061 Q1 1 0.3629 0.8741 0.6107 11.00000 0.05 0.77 Q2 1 1.3643 1.0538 0.5440 11.00000 0.05 0.69 Q3 1 1.2205 1.0165 0.7368 11.00000 0.05 0.51 Q4 1 1.5178 0.9947 0.6984 11.00000 0.05 0.31 Q5 1 1.3609 1.0754 0.6752 11.00000 0.05 0.27 Q6 1 0.9087 0.7761 0.8645 11.00000 0.05 0.25 Q7 1 0.8418 0.7742 0.7459 11.00000 0.05 0.24 Q8 1 1.1780 0.7218 0.9349 11.00000 0.05 0.23 Q9 1 1.1603 0.7610 0.8458 11.00000 0.05 0.23 Q10 1 0.9867 0.7627 0.9516 11.00000 0.05 0.22 Q11 1 0.5185 0.8792 0.4994 11.00000 0.05 0.22 Q12 1 1.3567 0.7948 1.0477 11.00000 0.05 0.21 Q13 1 0.8584 0.6956 0.8331 11.00000 0.05 0.20 Q14 1 1.0898 0.7712 0.9740 11.00000 0.05 0.20 Q15 1 0.8771 1.0678 0.8241 11.00000 0.05 0.20 Q16 1 0.8102 0.7295 0.7215 11.00000 0.05 0.20 Q17 1 0.8806 0.8121 0.7968 11.00000 0.05 0.20 Q18 1 0.4214 0.8382 0.6971 11.00000 0.05 0.20 Q19 1 1.3819 1.0224 0.9132 11.00000 0.05 0.20 Q20 1 0.9367 0.7306 0.8769 11.00000 0.05 0.20 Q21 1 0.8737 0.9448 0.8015 11.00000 0.05 0.20 Q22 1 0.8630 1.0650 0.6998 11.00000 0.05 0.20 Q23 1 0.9860 0.9805 0.6511 11.00000 0.05 0.19 Q24 1 0.8845 1.0449 0.8953 11.00000 0.05 0.19 Q25 1 0.8664 0.9768 0.7291 11.00000 0.05 0.19 Q26 1 1.0466 0.7453 1.0520 11.00000 0.05 0.18 Q27 1 1.0047 0.6728 0.9175 11.00000 0.05 0.18 Q28 1 1.2708 0.8110 0.9947 11.00000 0.05 0.17 Q29 1 0.8816 1.0195 0.6505 11.00000 0.05 0.17 Q30 1 0.7386 0.9828 0.6082 11.00000 0.05 0.17 ; _shelx_res_checksum 80604 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_5b _database_code_depnum_ccdc_archive 'CCDC 1438612' _audit_update_record ; 2015-11-24 deposited with the CCDC. 2016-03-23 downloaded from the CCDC. ; _audit_creation_method SHELXL-2014/7 _chemical_name_systematic 'trans-dichlorido-(1,3-bis(2-ethoxy-2-oxopropyl)-imidazol-2-ylidine)- pyridine-palladium(II) chloroform solvate' _chemical_formula_moiety 'C18 H25 Cl2 N3 O4 Pd' _chemical_formula_sum 'C18 H25 Cl2 N3 O4 Pd' _chemical_formula_weight 524.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4985(8) _cell_length_b 9.7104(7) _cell_length_c 12.2951(10) _cell_angle_alpha 93.265(6) _cell_angle_beta 95.848(6) _cell_angle_gamma 98.828(6) _cell_volume 1111.72(15) _cell_formula_units_Z 2 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 32871 _cell_measurement_theta_min 1.73 _cell_measurement_theta_max 29.65 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_density_diffrn 1.567 _exptl_crystal_F_000 532 _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.17 _exptl_absorpt_coefficient_mu 1.102 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7326 _exptl_absorpt_correction_T_max 0.9114 _exptl_absorpt_process_details 'X-RED (Stoe, 2009)' _diffrn_ambient_temperature 210(2) _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'plane graphite' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_type STOE _diffrn_detector_area_resol_mean 6.67 _diffrn_measurement_method '\w scan, \d \w = 1.0 deg' _diffrn_measurement_details ; 360 frames, 0.7 min exposure time ; _diffrn_reflns_number 14413 _diffrn_reflns_av_unetI/netI 0.0160 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.669 _diffrn_reflns_theta_max 25.000 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_point_group_measured_fraction_full 0.999 _reflns_number_total 3924 _reflns_number_gt 3670 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'X-AREA (Stoe, 2011)' _computing_cell_refinement 'X-AREA (Stoe, 2011)' _computing_data_reduction 'X-RED (Stoe, 2009)' _computing_structure_solution 'SHELXS-2013 (Sheldrick, 2013)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_molecular_graphics 'Diamond (Blankenburg, 2015)' _computing_publication_material 'SHELXL-2014/7 (Sheldrick, 2014)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0314P)^2^+0.3744P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_extinction_coef 0.0063(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3924 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0213 _refine_ls_R_factor_gt 0.0194 _refine_ls_wR_factor_ref 0.0533 _refine_ls_wR_factor_gt 0.0525 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.28070(19) 0.58204(18) 0.40661(14) 0.0286(4) Uani 1 1 d . . . . . C2 C 0.3538(2) 0.62807(19) 0.58596(15) 0.0329(4) Uani 1 1 d . . . . . H2 H 0.3837 0.6150 0.6594 0.040 Uiso 1 1 calc R U . . . C3 C 0.3359(2) 0.74964(19) 0.54386(15) 0.0334(4) Uani 1 1 d . . . . . H3 H 0.3512 0.8381 0.5823 0.040 Uiso 1 1 calc R U . . . C4 C 0.3186(2) 0.37599(18) 0.51089(15) 0.0308(4) Uani 1 1 d . . . . . H4A H 0.4063 0.3625 0.5555 0.037 Uiso 1 1 calc R U . . . H4B H 0.3173 0.3285 0.4382 0.037 Uiso 1 1 calc R U . . . C5 C 0.1897(2) 0.31207(19) 0.56357(17) 0.0367(4) Uani 1 1 d . . . . . H5A H 0.1894 0.3614 0.6353 0.044 Uiso 1 1 calc R U . . . H5B H 0.1020 0.3230 0.5178 0.044 Uiso 1 1 calc R U . . . C6 C 0.1913(2) 0.15938(19) 0.57773(15) 0.0315(4) Uani 1 1 d . . . . . C7 C 0.0793(2) -0.0391(2) 0.65931(18) 0.0418(5) Uani 1 1 d . . . . . H7A H 0.1042 -0.0940 0.5968 0.050 Uiso 1 1 calc R U . . . H7B H -0.0182 -0.0780 0.6732 0.050 Uiso 1 1 calc R U . . . C8 C 0.1826(3) -0.0484(2) 0.75894(19) 0.0517(5) Uani 1 1 d . . . . . H8A H 0.1783 -0.1454 0.7754 0.078 Uiso 1 1 calc R U . . . H8B H 0.2791 -0.0110 0.7447 0.078 Uiso 1 1 calc R U . . . H8C H 0.1569 0.0050 0.8209 0.078 Uiso 1 1 calc R U . . . C9 C 0.2535(2) 0.82153(19) 0.35603(16) 0.0347(4) Uani 1 1 d . . . . . H9A H 0.1947 0.8826 0.3902 0.042 Uiso 1 1 calc R U . . . H9B H 0.1959 0.7715 0.2909 0.042 Uiso 1 1 calc R U . . . C10 C 0.3834(2) 0.9099(2) 0.32129(18) 0.0430(5) Uani 1 1 d . . . . . H10A H 0.4377 0.9655 0.3853 0.052 Uiso 1 1 calc R U . . . H10B H 0.4456 0.8492 0.2911 0.052 Uiso 1 1 calc R U . . . C11 C 0.3402(2) 1.0057(2) 0.23630(17) 0.0401(5) Uani 1 1 d . . . . . C12 C 0.4212(3) 1.1728(3) 0.1146(2) 0.0670(8) Uani 1 1 d . . . . . H12A H 0.3855 1.2530 0.1476 0.080 Uiso 1 1 calc R U . . . H12B H 0.3474 1.1249 0.0576 0.080 Uiso 1 1 calc R U . . . C13 C 0.5546(4) 1.2204(4) 0.0662(3) 0.0963(12) Uani 1 1 d . . . . . H13A H 0.5359 1.2840 0.0104 0.144 Uiso 1 1 calc R U . . . H13B H 0.6268 1.2680 0.1230 0.144 Uiso 1 1 calc R U . . . H13C H 0.5888 1.1404 0.0334 0.144 Uiso 1 1 calc R U . . . C14 C 0.0658(3) 0.2755(2) 0.08166(18) 0.0477(5) Uani 1 1 d . . . . . H14 H 0.0355 0.2287 0.1421 0.057 Uiso 1 1 calc R U . . . C15 C 0.0167(3) 0.2159(3) -0.0228(2) 0.0587(6) Uani 1 1 d . . . . . H15 H -0.0465 0.1305 -0.0330 0.070 Uiso 1 1 calc R U . . . C16 C 0.0616(3) 0.2831(3) -0.11106(19) 0.0604(7) Uani 1 1 d . . . . . H16 H 0.0309 0.2445 -0.1830 0.073 Uiso 1 1 calc R U . . . C17 C 0.1522(3) 0.4078(3) -0.09207(19) 0.0682(8) Uani 1 1 d . . . . . H17 H 0.1834 0.4570 -0.1512 0.082 Uiso 1 1 calc R U . . . C18 C 0.1973(3) 0.4609(3) 0.01370(18) 0.0533(6) Uani 1 1 d . . . . . H18 H 0.2610 0.5459 0.0256 0.064 Uiso 1 1 calc R U . . . Cl1 Cl 0.00015(5) 0.41963(5) 0.31568(4) 0.04140(12) Uani 1 1 d . . . . . Cl2 Cl 0.45166(5) 0.56293(6) 0.21566(4) 0.04280(12) Uani 1 1 d . . . . . N1 N 0.31949(16) 0.52556(15) 0.50007(12) 0.0284(3) Uani 1 1 d . . . . . N2 N 0.29073(16) 0.72003(15) 0.43338(12) 0.0298(3) Uani 1 1 d . . . . . N3 N 0.15428(18) 0.39672(17) 0.09991(12) 0.0354(3) Uani 1 1 d . . . . . O1 O 0.27670(16) 0.09326(14) 0.54362(12) 0.0417(3) Uani 1 1 d . . . . . O2 O 0.08453(15) 0.10661(14) 0.63347(12) 0.0394(3) Uani 1 1 d . . . . . O3 O 0.21829(18) 1.0156(2) 0.20559(16) 0.0643(5) Uani 1 1 d . . . . . O4 O 0.45286(17) 1.07702(17) 0.19842(15) 0.0537(4) Uani 1 1 d . . . . . Pd1 Pd 0.22212(2) 0.48932(2) 0.25985(2) 0.02859(7) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0278(9) 0.0257(9) 0.0318(9) 0.0040(7) 0.0048(7) 0.0017(7) C2 0.0353(10) 0.0346(10) 0.0278(9) -0.0004(7) 0.0057(7) 0.0018(8) C3 0.0330(10) 0.0299(9) 0.0355(9) -0.0030(7) 0.0055(8) 0.0008(8) C4 0.0345(9) 0.0246(9) 0.0347(9) 0.0061(7) 0.0068(7) 0.0062(7) C5 0.0387(10) 0.0286(9) 0.0469(11) 0.0097(8) 0.0153(8) 0.0094(8) C6 0.0318(9) 0.0283(9) 0.0347(9) 0.0060(7) 0.0043(7) 0.0036(8) C7 0.0362(10) 0.0298(10) 0.0616(13) 0.0163(9) 0.0115(9) 0.0032(8) C8 0.0558(13) 0.0446(12) 0.0579(14) 0.0193(10) 0.0101(11) 0.0097(11) C9 0.0329(10) 0.0270(9) 0.0447(10) 0.0087(8) 0.0015(8) 0.0059(8) C10 0.0345(10) 0.0411(11) 0.0546(12) 0.0191(10) 0.0028(9) 0.0055(9) C11 0.0390(11) 0.0333(10) 0.0496(12) 0.0111(9) 0.0065(9) 0.0073(9) C12 0.0667(17) 0.0590(16) 0.0851(19) 0.0449(14) 0.0188(14) 0.0193(14) C13 0.088(2) 0.101(3) 0.114(3) 0.071(2) 0.036(2) 0.019(2) C14 0.0503(13) 0.0452(12) 0.0441(11) -0.0037(9) 0.0034(10) 0.0007(10) C15 0.0568(15) 0.0573(15) 0.0558(14) -0.0170(12) -0.0034(11) 0.0040(12) C16 0.0629(16) 0.0794(18) 0.0372(12) -0.0137(12) -0.0106(11) 0.0231(14) C17 0.084(2) 0.086(2) 0.0319(11) 0.0105(12) -0.0013(12) 0.0110(17) C18 0.0648(15) 0.0560(14) 0.0355(11) 0.0112(10) -0.0008(10) -0.0001(12) Cl1 0.0357(3) 0.0462(3) 0.0407(3) 0.0012(2) 0.0065(2) 0.0008(2) Cl2 0.0382(3) 0.0510(3) 0.0386(3) 0.0060(2) 0.0078(2) 0.0020(2) N1 0.0321(8) 0.0249(7) 0.0281(7) 0.0037(6) 0.0051(6) 0.0024(6) N2 0.0304(8) 0.0245(7) 0.0341(8) 0.0035(6) 0.0033(6) 0.0026(6) N3 0.0397(9) 0.0357(8) 0.0308(8) 0.0025(6) 0.0002(7) 0.0081(7) O1 0.0445(8) 0.0293(7) 0.0556(8) 0.0059(6) 0.0195(7) 0.0093(6) O2 0.0360(7) 0.0311(7) 0.0556(8) 0.0153(6) 0.0163(6) 0.0078(6) O3 0.0431(9) 0.0692(12) 0.0839(13) 0.0414(10) 0.0010(8) 0.0107(8) O4 0.0446(9) 0.0488(9) 0.0741(11) 0.0350(8) 0.0149(8) 0.0110(7) Pd1 0.03334(10) 0.02566(9) 0.02619(9) 0.00337(5) 0.00228(6) 0.00302(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.343(2) . y C1 N2 1.348(2) . y C1 Pd1 1.9578(17) . y C2 C3 1.343(3) . y C2 N1 1.387(2) . y C2 H2 0.9400 . n C3 N2 1.382(2) . y C3 H3 0.9400 . n C4 N1 1.465(2) . y C4 C5 1.509(3) . n C4 H4A 0.9800 . n C4 H4B 0.9800 . n C5 C6 1.505(2) . y C5 H5A 0.9800 . n C5 H5B 0.9800 . n C6 O1 1.202(2) . y C6 O2 1.335(2) . y C7 O2 1.463(2) . y C7 C8 1.506(3) . n C7 H7A 0.9800 . n C7 H7B 0.9800 . n C8 H8A 0.9700 . n C8 H8B 0.9700 . n C8 H8C 0.9700 . n C9 N2 1.465(2) . y C9 C10 1.506(3) . n C9 H9A 0.9800 . n C9 H9B 0.9800 . n C10 C11 1.505(3) . y C10 H10A 0.9800 . n C10 H10B 0.9800 . n C11 O3 1.201(3) . y C11 O4 1.323(3) . y C12 O4 1.466(3) . y C12 C13 1.476(4) . n C12 H12A 0.9800 . n C12 H12B 0.9800 . n C13 H13A 0.9700 . n C13 H13B 0.9700 . n C13 H13C 0.9700 . n C14 N3 1.330(3) . y C14 C15 1.383(3) . y C14 H14 0.9400 . n C15 C16 1.370(4) . y C15 H15 0.9400 . n C16 C17 1.366(4) . y C16 H16 0.9400 . n C17 C18 1.372(3) . y C17 H17 0.9400 . n C18 N3 1.328(3) . y C18 H18 0.9400 . n Cl1 Pd1 2.2988(5) . y Cl2 Pd1 2.3167(5) . y N3 Pd1 2.1102(15) . y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N2 105.71(15) . . y N1 C1 Pd1 128.72(13) . . y N2 C1 Pd1 125.57(13) . . y C3 C2 N1 106.67(16) . . y C3 C2 H2 126.7 . . n N1 C2 H2 126.7 . . n C2 C3 N2 107.02(16) . . y C2 C3 H3 126.5 . . n N2 C3 H3 126.5 . . n N1 C4 C5 111.21(14) . . y N1 C4 H4A 109.4 . . n C5 C4 H4A 109.4 . . n N1 C4 H4B 109.4 . . n C5 C4 H4B 109.4 . . n H4A C4 H4B 108.0 . . n C6 C5 C4 111.15(15) . . y C6 C5 H5A 109.4 . . n C4 C5 H5A 109.4 . . n C6 C5 H5B 109.4 . . n C4 C5 H5B 109.4 . . n H5A C5 H5B 108.0 . . n O1 C6 O2 124.30(16) . . y O1 C6 C5 124.87(17) . . y O2 C6 C5 110.83(15) . . y O2 C7 C8 110.06(17) . . n O2 C7 H7A 109.6 . . n C8 C7 H7A 109.6 . . n O2 C7 H7B 109.6 . . n C8 C7 H7B 109.6 . . n H7A C7 H7B 108.2 . . n C7 C8 H8A 109.5 . . n C7 C8 H8B 109.5 . . n H8A C8 H8B 109.5 . . n C7 C8 H8C 109.5 . . n H8A C8 H8C 109.5 . . n H8B C8 H8C 109.5 . . n N2 C9 C10 112.65(15) . . y N2 C9 H9A 109.1 . . n C10 C9 H9A 109.1 . . n N2 C9 H9B 109.1 . . n C10 C9 H9B 109.1 . . n H9A C9 H9B 107.8 . . n C11 C10 C9 110.76(17) . . y C11 C10 H10A 109.5 . . n C9 C10 H10A 109.5 . . n C11 C10 H10B 109.5 . . n C9 C10 H10B 109.5 . . n H10A C10 H10B 108.1 . . n O3 C11 O4 123.87(19) . . y O3 C11 C10 124.2(2) . . y O4 C11 C10 111.91(18) . . y O4 C12 C13 108.2(2) . . n O4 C12 H12A 110.1 . . n C13 C12 H12A 110.1 . . n O4 C12 H12B 110.1 . . n C13 C12 H12B 110.1 . . n H12A C12 H12B 108.4 . . n C12 C13 H13A 109.5 . . n C12 C13 H13B 109.5 . . n H13A C13 H13B 109.5 . . n C12 C13 H13C 109.5 . . n H13A C13 H13C 109.5 . . n H13B C13 H13C 109.5 . . n N3 C14 C15 122.5(2) . . y N3 C14 H14 118.7 . . n C15 C14 H14 118.7 . . n C16 C15 C14 119.0(2) . . n C16 C15 H15 120.5 . . n C14 C15 H15 120.5 . . n C17 C16 C15 118.4(2) . . n C17 C16 H16 120.8 . . n C15 C16 H16 120.8 . . n C16 C17 C18 119.7(2) . . n C16 C17 H17 120.2 . . n C18 C17 H17 120.2 . . n N3 C18 C17 122.5(2) . . y N3 C18 H18 118.8 . . n C17 C18 H18 118.8 . . n C1 N1 C2 110.38(15) . . y C1 N1 C4 124.80(15) . . y C2 N1 C4 124.76(15) . . y C1 N2 C3 110.22(15) . . y C1 N2 C9 124.11(15) . . y C3 N2 C9 125.63(15) . . y C18 N3 C14 117.99(18) . . y C18 N3 Pd1 120.12(15) . . y C14 N3 Pd1 121.87(14) . . y C6 O2 C7 116.48(14) . . y C11 O4 C12 115.81(18) . . y C1 Pd1 N3 177.50(6) . . y C1 Pd1 Cl1 87.60(5) . . y N3 Pd1 Cl1 91.87(5) . . y C1 Pd1 Cl2 88.76(5) . . y N3 Pd1 Cl2 91.81(5) . . y Cl1 Pd1 Cl2 176.213(17) . . y loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 0.2(2) . . . . n N1 C4 C5 C6 -178.29(15) . . . . y C4 C5 C6 O1 -5.8(3) . . . . y C4 C5 C6 O2 174.20(16) . . . . y N2 C9 C10 C11 176.20(17) . . . . y C9 C10 C11 O3 4.1(3) . . . . y C9 C10 C11 O4 -175.28(19) . . . . y N3 C14 C15 C16 0.6(4) . . . . n C14 C15 C16 C17 -0.8(4) . . . . n C15 C16 C17 C18 1.1(4) . . . . n C16 C17 C18 N3 -1.2(4) . . . . n N2 C1 N1 C2 0.1(2) . . . . n Pd1 C1 N1 C2 179.75(13) . . . . y N2 C1 N1 C4 177.20(15) . . . . y Pd1 C1 N1 C4 -3.2(3) . . . . y C3 C2 N1 C1 -0.2(2) . . . . n C3 C2 N1 C4 -177.28(16) . . . . y C5 C4 N1 C1 -102.2(2) . . . . y C5 C4 N1 C2 74.5(2) . . . . y N1 C1 N2 C3 0.0(2) . . . . n Pd1 C1 N2 C3 -179.65(13) . . . . y N1 C1 N2 C9 -177.92(16) . . . . y Pd1 C1 N2 C9 2.4(3) . . . . y C2 C3 N2 C1 -0.1(2) . . . . n C2 C3 N2 C9 177.76(17) . . . . y C10 C9 N2 C1 -105.0(2) . . . . y C10 C9 N2 C3 77.4(2) . . . . y C17 C18 N3 C14 1.0(4) . . . . n C17 C18 N3 Pd1 -177.5(2) . . . . y C15 C14 N3 C18 -0.7(3) . . . . n C15 C14 N3 Pd1 177.83(18) . . . . y O1 C6 O2 C7 3.9(3) . . . . y C5 C6 O2 C7 -176.13(16) . . . . y C8 C7 O2 C6 81.3(2) . . . . y O3 C11 O4 C12 0.3(4) . . . . y C10 C11 O4 C12 179.7(2) . . . . y C13 C12 O4 C11 -168.5(3) . . . . y _refine_diff_density_max 0.357 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.049 _shelx_res_file ; D:\PUBLIKAT\Elliot\Steeples\ES-172\ES-172.res created by SHELXL-2014/7 TITL ES-172 CELL 0.71073 9.49850 9.71040 12.29510 93.26500 95.84800 98.82800 ZERR 2 0.00080 0.00070 0.00100 0.00600 0.00600 0.00600 LATT 1 SFAC C H CL N O PD UNIT 36 50 4 6 8 2 TEMP -63 PLAN 20 FMAP 2 L.S. 15 OMIT -2 50 OMIT 1 -2 2 OMIT 0 1 1 BOND $H CONF ACTA WGHT 0.031400 0.374400 EXTI 0.006348 FVAR 0.50186 C1 1 0.280700 0.582040 0.406608 11.00000 0.02781 0.02575 = 0.03185 0.00402 0.00479 0.00174 C2 1 0.353759 0.628071 0.585955 11.00000 0.03532 0.03457 = 0.02784 -0.00043 0.00571 0.00182 AFIX 43 H2 2 0.383671 0.615006 0.659378 11.00000 -1.20000 AFIX 0 C3 1 0.335917 0.749643 0.543863 11.00000 0.03303 0.02993 = 0.03549 -0.00297 0.00547 0.00079 AFIX 43 H3 2 0.351248 0.838123 0.582256 11.00000 -1.20000 AFIX 0 C4 1 0.318586 0.375994 0.510894 11.00000 0.03455 0.02462 = 0.03471 0.00610 0.00678 0.00618 AFIX 23 H4A 2 0.406289 0.362547 0.555513 11.00000 -1.20000 H4B 2 0.317337 0.328512 0.438218 11.00000 -1.20000 AFIX 0 C5 1 0.189699 0.312071 0.563569 11.00000 0.03873 0.02863 = 0.04691 0.00974 0.01528 0.00944 AFIX 23 H5A 2 0.189361 0.361393 0.635312 11.00000 -1.20000 H5B 2 0.101981 0.322967 0.517797 11.00000 -1.20000 AFIX 0 C6 1 0.191258 0.159380 0.577727 11.00000 0.03176 0.02828 = 0.03471 0.00597 0.00430 0.00363 C7 1 0.079252 -0.039140 0.659307 11.00000 0.03617 0.02982 = 0.06155 0.01631 0.01147 0.00322 AFIX 23 H7A 2 0.104241 -0.094038 0.596805 11.00000 -1.20000 H7B 2 -0.018199 -0.077999 0.673154 11.00000 -1.20000 AFIX 0 C8 1 0.182587 -0.048447 0.758941 11.00000 0.05575 0.04456 = 0.05788 0.01934 0.01012 0.00968 AFIX 33 H8A 2 0.178349 -0.145400 0.775442 11.00000 -1.50000 H8B 2 0.279086 -0.010972 0.744688 11.00000 -1.50000 H8C 2 0.156898 0.005035 0.820880 11.00000 -1.50000 AFIX 0 C9 1 0.253458 0.821526 0.356030 11.00000 0.03289 0.02698 = 0.04473 0.00872 0.00151 0.00585 AFIX 23 H9A 2 0.194674 0.882571 0.390174 11.00000 -1.20000 H9B 2 0.195885 0.771500 0.290945 11.00000 -1.20000 AFIX 0 C10 1 0.383424 0.909899 0.321287 11.00000 0.03446 0.04106 = 0.05465 0.01907 0.00279 0.00551 AFIX 23 H10A 2 0.437732 0.965548 0.385277 11.00000 -1.20000 H10B 2 0.445630 0.849231 0.291114 11.00000 -1.20000 AFIX 0 C11 1 0.340246 1.005716 0.236301 11.00000 0.03902 0.03334 = 0.04961 0.01112 0.00655 0.00729 C12 1 0.421171 1.172799 0.114569 11.00000 0.06670 0.05899 = 0.08512 0.04490 0.01876 0.01934 AFIX 23 H12A 2 0.385494 1.253047 0.147638 11.00000 -1.20000 H12B 2 0.347380 1.124886 0.057647 11.00000 -1.20000 AFIX 0 C13 1 0.554608 1.220374 0.066191 11.00000 0.08773 0.10114 = 0.11352 0.07101 0.03608 0.01861 AFIX 33 H13A 2 0.535887 1.283986 0.010396 11.00000 -1.50000 H13B 2 0.626800 1.268049 0.123026 11.00000 -1.50000 H13C 2 0.588824 1.140351 0.033360 11.00000 -1.50000 AFIX 0 C14 1 0.065796 0.275539 0.081659 11.00000 0.05032 0.04519 = 0.04405 -0.00373 0.00343 0.00071 AFIX 43 H14 2 0.035467 0.228669 0.142066 11.00000 -1.20000 AFIX 0 C15 1 0.016721 0.215876 -0.022773 11.00000 0.05684 0.05725 = 0.05582 -0.01698 -0.00342 0.00396 AFIX 43 H15 2 -0.046473 0.130487 -0.033024 11.00000 -1.20000 AFIX 0 C16 1 0.061628 0.283142 -0.111059 11.00000 0.06293 0.07939 = 0.03715 -0.01373 -0.01061 0.02305 AFIX 43 H16 2 0.030912 0.244471 -0.182958 11.00000 -1.20000 AFIX 0 C17 1 0.152160 0.407823 -0.092066 11.00000 0.08445 0.08650 = 0.03187 0.01050 -0.00129 0.01100 AFIX 43 H17 2 0.183378 0.456973 -0.151161 11.00000 -1.20000 AFIX 0 C18 1 0.197272 0.460923 0.013701 11.00000 0.06476 0.05598 = 0.03550 0.01117 -0.00075 -0.00013 AFIX 43 H18 2 0.260983 0.545911 0.025591 11.00000 -1.20000 AFIX 0 CL1 3 0.000153 0.419633 0.315680 11.00000 0.03570 0.04617 = 0.04074 0.00124 0.00646 0.00081 CL2 3 0.451662 0.562934 0.215662 11.00000 0.03816 0.05104 = 0.03860 0.00597 0.00783 0.00196 N1 4 0.319487 0.525557 0.500073 11.00000 0.03207 0.02488 = 0.02811 0.00366 0.00510 0.00243 N2 4 0.290732 0.720029 0.433377 11.00000 0.03042 0.02446 = 0.03412 0.00352 0.00332 0.00264 N3 4 0.154281 0.396720 0.099911 11.00000 0.03975 0.03565 = 0.03076 0.00252 0.00023 0.00807 O1 5 0.276699 0.093258 0.543617 11.00000 0.04453 0.02927 = 0.05556 0.00592 0.01949 0.00926 O2 5 0.084530 0.106608 0.633467 11.00000 0.03602 0.03112 = 0.05556 0.01527 0.01629 0.00776 O3 5 0.218288 1.015580 0.205588 11.00000 0.04309 0.06924 = 0.08393 0.04136 0.00096 0.01067 O4 5 0.452858 1.077022 0.198420 11.00000 0.04462 0.04885 = 0.07408 0.03496 0.01494 0.01096 PD1 6 0.222123 0.489322 0.259846 11.00000 0.03334 0.02566 = 0.02619 0.00337 0.00228 0.00302 HKLF 4 REM ES-172 REM R1 = 0.0194 for 3670 Fo > 4sig(Fo) and 0.0213 for all 3924 data REM 254 parameters refined using 0 restraints END WGHT 0.0314 0.3746 REM Highest difference peak 0.357, deepest hole -0.462, 1-sigma level 0.049 Q1 1 0.2600 1.0864 0.2675 11.00000 0.05 0.36 Q2 1 0.4412 1.1488 0.0249 11.00000 0.05 0.31 Q3 1 0.0307 0.4923 0.2967 11.00000 0.05 0.29 Q4 1 0.2085 0.5341 0.3595 11.00000 0.05 0.27 Q5 1 0.2889 0.5624 0.2703 11.00000 0.05 0.26 Q6 1 0.2900 0.5456 0.4558 11.00000 0.05 0.25 Q7 1 0.0006 0.2757 -0.0544 11.00000 0.05 0.25 Q8 1 0.2800 0.7707 0.4013 11.00000 0.05 0.23 Q9 1 0.2558 0.4405 0.1718 11.00000 0.05 0.22 Q10 1 0.1476 0.4368 0.0694 11.00000 0.05 0.21 Q11 1 0.4046 0.5057 0.2466 11.00000 0.05 0.21 Q12 1 0.3099 0.7394 0.4871 11.00000 0.05 0.21 Q13 1 0.2212 0.3607 -0.0962 11.00000 0.05 0.21 Q14 1 0.2851 0.6560 0.4171 11.00000 0.05 0.21 Q15 1 0.3259 0.5631 0.5454 11.00000 0.05 0.20 Q16 1 0.1511 0.4125 0.1372 11.00000 0.05 0.19 Q17 1 0.4641 0.9115 0.3460 11.00000 0.05 0.19 Q18 1 0.3733 0.6951 0.5645 11.00000 0.05 0.19 Q19 1 0.1871 0.2381 0.5688 11.00000 0.05 0.19 Q20 1 0.2540 0.3437 0.5396 11.00000 0.05 0.18 ; _shelx_res_checksum 31428