Unsolvated 5,10,15,20-tetra-4-pyridylporphyrin, C40H26N8, (I), its sesquihydrate, C40H26N8·1.514H2O, (II), and its 2-chloro-phenol disolvate, C40H26N8·2C6H5ClO, (III), reveal different conformational features of the porphyrin core. In (I), the latter is severely deformed from planarity, apparently in order to optimize the inter-molecular inter-actions and efficient crystal packing of the mol-ecular entities. The mol-ecular framework has a C 1 symmetry. In (II), the porphyrin mol-ecules are located on symmetry axes, preserving the marked deformation from planarity of the porphyrin core. The mol-ecular units are inter-linked into a single-framework supra-molecular architecture by hydrogen bonding to one another via mol-ecules of water, which lie on twofold rotation axes. In (III), the porphyrin mol-ecules are located across centres of inversion and are characterized by a planar conformation of the 24-membered macrocyclic porphyrin ring. Two trans-related pyridyl substituents are hydrogen bonded to the 2-chloro-phenol solvent mol-ecules. The inter-porphyrin organization in (III) is similar to that observed for many other tetra-aryl-porphyrin compounds. However, the organization observed in (I) and (II) is different and of a type rarely observed before. This study reports for the first time the crystal structure of the unsolvated tetra-pyridylporphyrin.
|Journal||Acta Crystallographica Section C: Crystal Structure Communications|
|State||Published - 22 Aug 2009|