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3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione
In the title compound, C(18)H(16)ClN(3)O(2)S, the dihedral angle between the aromatic rings is 4.81 (2)° and the alkyl chain takes on an extended conformation [N—C—C—C = 179.2 (4)°]. The conformation of the thiazine ring is an envelope, with the S atom displaced by −0.805 (3) Å from the mean plane...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569230/ https://www.ncbi.nlm.nih.gov/pubmed/23424453 http://dx.doi.org/10.1107/S1600536812051513 |
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author | Shafiq, Muhammad Tahir, M. Nawaz Harrison, William T. A. Khan, Islam Ullah Shafique, Sidra |
author_facet | Shafiq, Muhammad Tahir, M. Nawaz Harrison, William T. A. Khan, Islam Ullah Shafique, Sidra |
author_sort | Shafiq, Muhammad |
collection | PubMed |
description | In the title compound, C(18)H(16)ClN(3)O(2)S, the dihedral angle between the aromatic rings is 4.81 (2)° and the alkyl chain takes on an extended conformation [N—C—C—C = 179.2 (4)°]. The conformation of the thiazine ring is an envelope, with the S atom displaced by −0.805 (3) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.046 Å). The Cl atom is an axial conformation and is displaced by 1.761 (4) Å from the thiazine ring plane. In the crystal, inversion dimers linked by pairs of C—H⋯O interactions generate R (2) (2)(20) loops and further C—H⋯O hydrogen bonds link the dimers into (001) sheets. Weak aromatic π–π stacking interactions [centroid–centroid separations = 3.870 (3) and 3.883 (3) Å] are also observed. |
format | Online Article Text |
id | pubmed-3569230 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35692302013-02-19 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione Shafiq, Muhammad Tahir, M. Nawaz Harrison, William T. A. Khan, Islam Ullah Shafique, Sidra Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(16)ClN(3)O(2)S, the dihedral angle between the aromatic rings is 4.81 (2)° and the alkyl chain takes on an extended conformation [N—C—C—C = 179.2 (4)°]. The conformation of the thiazine ring is an envelope, with the S atom displaced by −0.805 (3) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.046 Å). The Cl atom is an axial conformation and is displaced by 1.761 (4) Å from the thiazine ring plane. In the crystal, inversion dimers linked by pairs of C—H⋯O interactions generate R (2) (2)(20) loops and further C—H⋯O hydrogen bonds link the dimers into (001) sheets. Weak aromatic π–π stacking interactions [centroid–centroid separations = 3.870 (3) and 3.883 (3) Å] are also observed. International Union of Crystallography 2013-01-04 /pmc/articles/PMC3569230/ /pubmed/23424453 http://dx.doi.org/10.1107/S1600536812051513 Text en © Shafiq et al. 2013 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 | Organic Papers Shafiq, Muhammad Tahir, M. Nawaz Harrison, William T. A. Khan, Islam Ullah Shafique, Sidra 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione |
title | 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione |
title_full | 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione |
title_fullStr | 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione |
title_full_unstemmed | 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione |
title_short | 3-Chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1H-2λ(6),1-benzothiazine-2,2-dione |
title_sort | 3-chloro-1-methyl-4-[2-(3-phenylallylidene)hydrazinylidene]-3,4-dihydro-1h-2λ(6),1-benzothiazine-2,2-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569230/ https://www.ncbi.nlm.nih.gov/pubmed/23424453 http://dx.doi.org/10.1107/S1600536812051513 |
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