Issue 45, 2014

Isomorphous free-base, Ni(ii)- and Cu(ii)-5,10,15,20-tetra(4-hydroxyphenyl)porphyrin nitrobenzene hexasolvates with tetragonal 3D hydrogen-bonded network structures

Abstract

The crystal structures of 5,10,15,20-tetra(4-hydroxyphenyl)-21,23H-porphyrin nitrobenzene hexasolvate (1), 5,10,15,20-tetra(4-hydroxyphenyl)porphyrinatonickel(II) nitrobenzene hexasolvate (2) and 5,10,15,20-tetra(4-hydroxyphenyl)porphyrinatocopper(II) nitrobenzene hexasolvate (3) are described. Compounds 1–3 crystallise isomorphously in the non-centrosymmetric tetragonal space group P4cc with Z = 8. There are three crystallographically distinct porphyrin molecules, two of which contain fourfold axes perpendicular to the porphyrin plane. The remaining one contains a twofold axis perpendicular to the porphyrin ring system. The porphyrin building blocks are joined into a three-dimensional network through self-complementary O–H⋯O hydrogen bonding interactions between 4-hydroxyphenyl groups of adjacent molecules. The space occupied by the nitrobenzene solvent molecules is remarkably large at ca. 61.5% of the unit cell volume in 1–3.

Graphical abstract: Isomorphous free-base, Ni(ii)- and Cu(ii)-5,10,15,20-tetra(4-hydroxyphenyl)porphyrin nitrobenzene hexasolvates with tetragonal 3D hydrogen-bonded network structures

Supplementary files

Article information

Article type
Paper
Submitted
12 Sep 2014
Accepted
05 Oct 2014
First published
06 Oct 2014

CrystEngComm, 2014,16, 10505-10511

Author version available

Isomorphous free-base, Ni(II)- and Cu(II)-5,10,15,20-tetra(4-hydroxyphenyl)porphyrin nitrobenzene hexasolvates with tetragonal 3D hydrogen-bonded network structures

R. W. Seidel, R. Goddard and I. M. Oppel, CrystEngComm, 2014, 16, 10505 DOI: 10.1039/C4CE01881H

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