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2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol
In the title compound, C(16)H(14)ClN(3)O(3)S, the thiazine ring adopts a sofa (half-chair) conformation, with an r.m.s. deviation from the mean plane of 0.23 Å. The S atom and S-bonded C atom exhibit the maximum deviations from the thiazine mean plane [−0.3976 (12) and 0.3179 (14) Å, respectively]...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275000/ https://www.ncbi.nlm.nih.gov/pubmed/22346945 http://dx.doi.org/10.1107/S1600536811055978 |
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author | Shafiq, Muhammad Khan, Islam Ullah Zia-ur-Rehman, Muhammad Arshad, Muhammad Nadeem Asiri, Abdullah M. |
author_facet | Shafiq, Muhammad Khan, Islam Ullah Zia-ur-Rehman, Muhammad Arshad, Muhammad Nadeem Asiri, Abdullah M. |
author_sort | Shafiq, Muhammad |
collection | PubMed |
description | In the title compound, C(16)H(14)ClN(3)O(3)S, the thiazine ring adopts a sofa (half-chair) conformation, with an r.m.s. deviation from the mean plane of 0.23 Å. The S atom and S-bonded C atom exhibit the maximum deviations from the thiazine mean plane [−0.3976 (12) and 0.3179 (14) Å, respectively]. The conformations around the double bonds in the R (2)C=N—N=CHR unit are Z and E. An intramolecular O—H⋯N hydrogen bond with the hydroxy group as donor generates an S(6) ring motif. In the crystal, pairs of weak C—H⋯O interactions connect the molecules, forming inversion dimers. |
format | Online Article Text |
id | pubmed-3275000 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32750002012-02-15 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol Shafiq, Muhammad Khan, Islam Ullah Zia-ur-Rehman, Muhammad Arshad, Muhammad Nadeem Asiri, Abdullah M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(14)ClN(3)O(3)S, the thiazine ring adopts a sofa (half-chair) conformation, with an r.m.s. deviation from the mean plane of 0.23 Å. The S atom and S-bonded C atom exhibit the maximum deviations from the thiazine mean plane [−0.3976 (12) and 0.3179 (14) Å, respectively]. The conformations around the double bonds in the R (2)C=N—N=CHR unit are Z and E. An intramolecular O—H⋯N hydrogen bond with the hydroxy group as donor generates an S(6) ring motif. In the crystal, pairs of weak C—H⋯O interactions connect the molecules, forming inversion dimers. International Union of Crystallography 2012-01-07 /pmc/articles/PMC3275000/ /pubmed/22346945 http://dx.doi.org/10.1107/S1600536811055978 Text en © Shafiq et al. 2012 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 Khan, Islam Ullah Zia-ur-Rehman, Muhammad Arshad, Muhammad Nadeem Asiri, Abdullah M. 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
title | 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
title_full | 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
title_fullStr | 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
title_full_unstemmed | 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
title_short | 2-{(E)-[(2Z)-(3-Chloro-1-methyl-2,2-dioxo-3,4-dihydro-1H-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
title_sort | 2-{(e)-[(2z)-(3-chloro-1-methyl-2,2-dioxo-3,4-dihydro-1h-2,1-benzothiazin-4-ylidene)hydrazinylidene]methyl}phenol |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275000/ https://www.ncbi.nlm.nih.gov/pubmed/22346945 http://dx.doi.org/10.1107/S1600536811055978 |
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