2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide

In the crystal of the title compound, C(14)H(13)Cl(2)NO(2)S, the N—H bond in the C—SO(2)—NH—C segment is syn to one of the meta-methyl groups in the aniline benzene ring and anti to the other. Further, the conformation of the N—C bond in the C—SO(2)—NH—C segment is gauche with respect to the S=O bon...

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Autores principales: Rodrigues, Vinola Z., Foro, Sabine, Gowda, B. Thimme
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247580/
https://www.ncbi.nlm.nih.gov/pubmed/22219885
http://dx.doi.org/10.1107/S1600536811040189
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author Rodrigues, Vinola Z.
Foro, Sabine
Gowda, B. Thimme
author_facet Rodrigues, Vinola Z.
Foro, Sabine
Gowda, B. Thimme
author_sort Rodrigues, Vinola Z.
collection PubMed
description In the crystal of the title compound, C(14)H(13)Cl(2)NO(2)S, the N—H bond in the C—SO(2)—NH—C segment is syn to one of the meta-methyl groups in the aniline benzene ring and anti to the other. Further, the conformation of the N—C bond in the C—SO(2)—NH—C segment is gauche with respect to the S=O bonds. The C—SO(2)—NH—C torsion angle is 54.9 (2)°. The sulfonyl and aniline benzene rings are tilted relative to each other by 82.8 (1)°. The crystal structure features inversion-related dimers linked by pairs of N—H⋯O hydrogen bonds. There are also weak C—H⋯O hydrogen bonds between these dimers.
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spelling pubmed-32475802012-01-04 2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide Rodrigues, Vinola Z. Foro, Sabine Gowda, B. Thimme Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal of the title compound, C(14)H(13)Cl(2)NO(2)S, the N—H bond in the C—SO(2)—NH—C segment is syn to one of the meta-methyl groups in the aniline benzene ring and anti to the other. Further, the conformation of the N—C bond in the C—SO(2)—NH—C segment is gauche with respect to the S=O bonds. The C—SO(2)—NH—C torsion angle is 54.9 (2)°. The sulfonyl and aniline benzene rings are tilted relative to each other by 82.8 (1)°. The crystal structure features inversion-related dimers linked by pairs of N—H⋯O hydrogen bonds. There are also weak C—H⋯O hydrogen bonds between these dimers. International Union of Crystallography 2011-10-05 /pmc/articles/PMC3247580/ /pubmed/22219885 http://dx.doi.org/10.1107/S1600536811040189 Text en © Rodrigues et al. 2011 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
Rodrigues, Vinola Z.
Foro, Sabine
Gowda, B. Thimme
2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide
title 2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide
title_full 2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide
title_fullStr 2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide
title_full_unstemmed 2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide
title_short 2,4-Dichloro-N-(3,5-dimethyl­phen­yl)benzene­sulfonamide
title_sort 2,4-dichloro-n-(3,5-dimethyl­phen­yl)benzene­sulfonamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247580/
https://www.ncbi.nlm.nih.gov/pubmed/22219885
http://dx.doi.org/10.1107/S1600536811040189
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