Solid-state porphyrin interactions with oppositely charged peripheral groups

Abstract

The crystallization and the crystal and molecular structure of a very slightly soluble electrostatically interacting pair of porphyrins is described. The tetra-anion 5,10,15,20-tetrakis-(4-sulfonatophenyl)-21,23H-porphyrin [H2TPPSO3][Formula: see text] and the tetra-cation 5,10,15,20-tetra([Formula: see text]-methylpyridyl)21H,23H-porphyrin [H2TMePyP][Formula: see text] are found to form an alternating one-dimensional stack that is stabilized by electrostatic interactions between the porphyrin rings but also by [Formula: see text] interactions between all substituted phenyl rings in the ensemble. The resulting interactions between the porphyrins is exceptionally tight.