Crystal structures of 2,3,7,8,12,13,17,18-octa-bromo-5,10,15,20-tetra-kis-(penta-fluoro-phen-yl)porphyrin as the chloro-form monosolvate and tetra-hydro-furan monosolvate.

The crystal structures of the title compounds, two solvates (CHCl3 and THF) of a symmetric and highly substituted porphyrin, C44H2Br8F20N4 or OBrTPFPP, are described. These structures each feature a non-planar porphyrin ring, exhibiting a similar conformation of the strained ring independent of solvent identity. These distorted porphyrins are able to form hydrogen bonds and sub-van der Waals halogen inter-actions with enclathrated solvent; supra-molecular inter-actions of proximal macrocycles are additionally affected by solvent choice. The crystal studied for compound 1·CHCl3 was refined as an inversion twin. One penta-fluoro-phenyl group was modelled as disordered over two sites [occupancy ratio = 0.462 (7):0.538 (7)]. The chloro-form solvate was also modelled as disordered over two orientations [occupancy ratio = 0.882 (7): 0.118 (7).