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3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione

In the title compound, C(16)H(13)Cl(2)N(3)O(2)S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N—N=C torsion angle is 176.2 (4)°. The thia­zine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. dev...

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Autores principales: Ahmad, Saeed, Shafiq, Muhammad, Tahir, M. Nawaz, Harrison, William T. A., Khan, Islam Ullah
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588526/
https://www.ncbi.nlm.nih.gov/pubmed/23476596
http://dx.doi.org/10.1107/S1600536813004443
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author Ahmad, Saeed
Shafiq, Muhammad
Tahir, M. Nawaz
Harrison, William T. A.
Khan, Islam Ullah
author_facet Ahmad, Saeed
Shafiq, Muhammad
Tahir, M. Nawaz
Harrison, William T. A.
Khan, Islam Ullah
author_sort Ahmad, Saeed
collection PubMed
description In the title compound, C(16)H(13)Cl(2)N(3)O(2)S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N—N=C torsion angle is 176.2 (4)°. The thia­zine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.037 Å). The Cl atom is an an axial conformation and is displaced by 2.015 (6) Å from the thia­zine ring plane. In the crystal, mol­ecules are linked by C—H⋯O inter­actions, generating a three-dimensional network. Very weak aromatic π–π stacking inter­actions [centroid–centroid separations = 3.928 (2) Å] are also observed.
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spelling pubmed-35885262013-03-08 3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione Ahmad, Saeed Shafiq, Muhammad Tahir, M. Nawaz Harrison, William T. A. Khan, Islam Ullah Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(13)Cl(2)N(3)O(2)S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N—N=C torsion angle is 176.2 (4)°. The thia­zine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.037 Å). The Cl atom is an an axial conformation and is displaced by 2.015 (6) Å from the thia­zine ring plane. In the crystal, mol­ecules are linked by C—H⋯O inter­actions, generating a three-dimensional network. Very weak aromatic π–π stacking inter­actions [centroid–centroid separations = 3.928 (2) Å] are also observed. International Union of Crystallography 2013-02-23 /pmc/articles/PMC3588526/ /pubmed/23476596 http://dx.doi.org/10.1107/S1600536813004443 Text en © Ahmad 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
Ahmad, Saeed
Shafiq, Muhammad
Tahir, M. Nawaz
Harrison, William T. A.
Khan, Islam Ullah
3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione
title 3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione
title_full 3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione
title_fullStr 3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione
title_full_unstemmed 3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione
title_short 3-Chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1H-2λ(6),1-benzothia­zine-2,2-dione
title_sort 3-chloro-4-[2-(4-chloro­benzyl­idene)hydrazinyl­idene]-1-methyl-3,4-dihydro-1h-2λ(6),1-benzothia­zine-2,2-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588526/
https://www.ncbi.nlm.nih.gov/pubmed/23476596
http://dx.doi.org/10.1107/S1600536813004443
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