Title of article :
Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin
Author/Authors :
Flanagan, Keith J. School of Chemistry - SFI Tetrapyrrole Laboratory - Trinity Biomedical Sciences Institute - Trinity College Dublin - The University of Dublin, Dublin , Mothi, Ebrahim Mohamed Centre for Scientific and Applied Research - PSN College of Engineering and Technology- Melathediyoor, India , ¨tznera, Lisa Ko School of Chemistry - SFI Tetrapyrrole Laboratory - Trinity Biomedical Sciences Institute - Trinity College Dublin - The University of Dublin, Dublin , Senge, Mathias O. School of Chemistry - SFI Tetrapyrrole Laboratory - Trinity Biomedical Sciences Institute - Trinity College Dublin - The University of Dublin, Dublin
Abstract :
In the title free base porphyrin, C42H34N4, the neighbouring NN distances in
the center of the ring vary from 2.818 (8) to 2.998 (8) A˚ and the phenyl rings are
tilted from the 24-atom mean plane at angles varying between 62.42 (2)–
71.63 (2). The NH groups are involved in intramolecular bifurcated N—
H(N,N) hydrogen bonds. The Ca—Cm—Ca angles vary slightly for the phenyl
rings, between 124.19 (18)–126.17 (18). The largest deviation from the mean
plane of the 24-atom macrocycle is associated with the meso carbon at the
substituted tert-butyl position, which is displaced from the mean plane by
0.44 (2) A˚ . The free base porphyrin is characterized by a significant degree of
ruffled (B1u) distortion with contributions from domed (A2u) and wave [Eg(y)
and Eg(x)] modes. In the crystal, molecules are linked by a number of weak C—
H interactions, forming a three-dimensional framework. The structure was
refined as a two-component inversion twin.
Keywords :
crystal structure , non-planar porphyrins , free base porphyrin , unsymmetrical porphyrins
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
