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Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid
In the title compound, C(21)H(14)N(2)O(2)S, a donor–acceptor type of benzo[b]phenothiazine (bpz) derivative, the thiazine ring adopts a boat conformation and the bond-angle sum at the N atom is 360.0°. The dihedral angle between the benzene ring and the naphthelene ring system fused to the thiaz...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186111/ https://www.ncbi.nlm.nih.gov/pubmed/25309206 http://dx.doi.org/10.1107/S1600536814018388 |
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author | Watanabe, Motonori Ishihara, Tatsumi |
author_facet | Watanabe, Motonori Ishihara, Tatsumi |
author_sort | Watanabe, Motonori |
collection | PubMed |
description | In the title compound, C(21)H(14)N(2)O(2)S, a donor–acceptor type of benzo[b]phenothiazine (bpz) derivative, the thiazine ring adopts a boat conformation and the bond-angle sum at the N atom is 360.0°. The dihedral angle between the benzene ring and the naphthelene ring system fused to the thiazine ring is 32.76 (5)°. In the crystal, carboxylic-acid inversion dimers linked by pairs of O—H⋯O hydrogen bonds generate R (2) (2)(8) loops. Aromatic π–π stacking [shortest centroid–centroid separaton = 3.5242 (13)Å] consolidates the structure and very weak C—H⋯O and C—H⋯N interactions also occur. |
format | Online Article Text |
id | pubmed-4186111 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41861112014-10-12 Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid Watanabe, Motonori Ishihara, Tatsumi Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(21)H(14)N(2)O(2)S, a donor–acceptor type of benzo[b]phenothiazine (bpz) derivative, the thiazine ring adopts a boat conformation and the bond-angle sum at the N atom is 360.0°. The dihedral angle between the benzene ring and the naphthelene ring system fused to the thiazine ring is 32.76 (5)°. In the crystal, carboxylic-acid inversion dimers linked by pairs of O—H⋯O hydrogen bonds generate R (2) (2)(8) loops. Aromatic π–π stacking [shortest centroid–centroid separaton = 3.5242 (13)Å] consolidates the structure and very weak C—H⋯O and C—H⋯N interactions also occur. International Union of Crystallography 2014-08-20 /pmc/articles/PMC4186111/ /pubmed/25309206 http://dx.doi.org/10.1107/S1600536814018388 Text en © Watanabe and Ishihara 2014 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 | Data Reports Watanabe, Motonori Ishihara, Tatsumi Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid |
title | Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid |
title_full | Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid |
title_fullStr | Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid |
title_full_unstemmed | Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid |
title_short | Crystal structure of (E)-2-cyano-3-(12-methyl-12H-benzo[b]phenothiazin-11-yl)acrylic acid |
title_sort | crystal structure of (e)-2-cyano-3-(12-methyl-12h-benzo[b]phenothiazin-11-yl)acrylic acid |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186111/ https://www.ncbi.nlm.nih.gov/pubmed/25309206 http://dx.doi.org/10.1107/S1600536814018388 |
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