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Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin
In the title free base porphyrin, C(42)H(34)N(4), the neighbouring N⋯N distances in the center of the ring vary from 2.818 (8) to 2.998 (8) Å 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 bifu...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770982/ https://www.ncbi.nlm.nih.gov/pubmed/26958370 http://dx.doi.org/10.1107/S2056989016000025 |
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author | Flanagan, Keith J. Mothi, Ebrahim Mohamed Kötzner, Lisa Senge, Mathias O. |
author_facet | Flanagan, Keith J. Mothi, Ebrahim Mohamed Kötzner, Lisa Senge, Mathias O. |
author_sort | Flanagan, Keith J. |
collection | PubMed |
description | In the title free base porphyrin, C(42)H(34)N(4), the neighbouring N⋯N distances in the center of the ring vary from 2.818 (8) to 2.998 (8) Å 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 C(a)—C(m)—C(a) 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) Å. The free base porphyrin is characterized by a significant degree of ruffled (B (1u)) distortion with contributions from domed (A (2u)) and wave [E(g)(y) and E(g)(x)] modes. In the crystal, molecules are linked by a number of weak C—H⋯π interactions, forming a three-dimensional framework. The structure was refined as a two-component inversion twin. |
format | Online Article Text |
id | pubmed-4770982 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-47709822016-03-08 Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin Flanagan, Keith J. Mothi, Ebrahim Mohamed Kötzner, Lisa Senge, Mathias O. Acta Crystallogr E Crystallogr Commun Research Communications In the title free base porphyrin, C(42)H(34)N(4), the neighbouring N⋯N distances in the center of the ring vary from 2.818 (8) to 2.998 (8) Å 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 C(a)—C(m)—C(a) 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) Å. The free base porphyrin is characterized by a significant degree of ruffled (B (1u)) distortion with contributions from domed (A (2u)) and wave [E(g)(y) and E(g)(x)] modes. In the crystal, molecules are linked by a number of weak C—H⋯π interactions, forming a three-dimensional framework. The structure was refined as a two-component inversion twin. International Union of Crystallography 2016-01-09 /pmc/articles/PMC4770982/ /pubmed/26958370 http://dx.doi.org/10.1107/S2056989016000025 Text en © Flanagan et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Flanagan, Keith J. Mothi, Ebrahim Mohamed Kötzner, Lisa Senge, Mathias O. Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
title | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
title_full | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
title_fullStr | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
title_full_unstemmed | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
title_short | Crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
title_sort | crystal structure of 5-tert-butyl-10,15,20-triphenylporphyrin |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770982/ https://www.ncbi.nlm.nih.gov/pubmed/26958370 http://dx.doi.org/10.1107/S2056989016000025 |
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