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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...

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Autores principales: Shafiq, Muhammad, Tahir, M. Nawaz, Harrison, William T. A., Khan, Islam Ullah, Shafique, Sidra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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