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Face-to-Face Stacking and Saddle Distortion of 5,10,15,20-Tetra(4- hydroxyphenyl)porphyrinatocopper(II) in Two New Solvates

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Seidel, R. W., Goddard, R., & Oppel, I. M. (2017). Face-to-Face Stacking and Saddle Distortion of 5,10,15,20-Tetra(4- hydroxyphenyl)porphyrinatocopper(II) in Two New Solvates. Journal of Chemical Crystallography, 47(6), 187-197. doi:10.1007/s10870-017-0696-9.


Cite as: https://hdl.handle.net/11858/00-001M-0000-002E-3191-7
Abstract
The crystal structures of the methanol nitrobenzene sesquisolvate hemihydrate (1) and the 3.75-dimethyl sulfoxide solvate monohydrate (2) of 5,10,15,20-tetra(4-hydroxyphenyl)porphyrinatocopper(II) (CuTOHPP) are reported. Both 1 and 2 crystallise in the triclinic system with two molecules of the metalloporphyrin in the asymmetric unit (Z′ = 2). Compound 1 exhibits an extended two-dimensional hydrogen-bonded network in the crystal, whereas discrete hydrogen-bonded assemblies of CuTOHPP and solvent molecules are found in 2. Face-to-face stacking of the metalloporphyrin units and O–H⋯O hydrogen bonding interactions are identified as the most important solid-state organisational features in both 1 and 2. Saddle distortion of the metalloporphyrin units is encountered in both new solvates and there are no Cu⋯O interactions, despite four hydroxy groups on each porphyrin ligand and the presence of oxygen donor solvent molecules.