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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...

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Autores principales: Flanagan, Keith J., Mothi, Ebrahim Mohamed, Kötzner, Lisa, Senge, Mathias O.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
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.
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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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