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N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide
In the title compound, C(12)H(10)BrClN(2)O(2)S, the sulfonamide group adopts a staggered conformation about the N—S bond [the C—S—N—H torsion angle is 97 (3)°] with the N-atom lone pair bisecting the O=S=O angle. For the C(Ar)—S bond, the ortho-substituted C atom bisects one of O=S–N angles [the C...
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/PMC3588848/ https://www.ncbi.nlm.nih.gov/pubmed/23468813 http://dx.doi.org/10.1107/S160053681204562X |
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author | Altamura, Maria Fedi, Valentina Nannicini, Rossano Paoli, Paola Rossi, Patrizia |
author_facet | Altamura, Maria Fedi, Valentina Nannicini, Rossano Paoli, Paola Rossi, Patrizia |
author_sort | Altamura, Maria |
collection | PubMed |
description | In the title compound, C(12)H(10)BrClN(2)O(2)S, the sulfonamide group adopts a staggered conformation about the N—S bond [the C—S—N—H torsion angle is 97 (3)°] with the N-atom lone pair bisecting the O=S=O angle. For the C(Ar)—S bond, the ortho-substituted C atom bisects one of O=S–N angles [the C—C—S—N torsion angle is −57.7 (3)°]. The mean planes of the aromatic rings form a dihedral angle of 75.1 (1)°. In the crystal, molecules form inversion dimers through pairs of N—H⋯NH(2) hydrogen bonds. The molecules are further consolidated into layers along the bc plane by weaker N—H⋯O interactions. |
format | Online Article Text |
id | pubmed-3588848 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35888482013-03-06 N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide Altamura, Maria Fedi, Valentina Nannicini, Rossano Paoli, Paola Rossi, Patrizia Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(12)H(10)BrClN(2)O(2)S, the sulfonamide group adopts a staggered conformation about the N—S bond [the C—S—N—H torsion angle is 97 (3)°] with the N-atom lone pair bisecting the O=S=O angle. For the C(Ar)—S bond, the ortho-substituted C atom bisects one of O=S–N angles [the C—C—S—N torsion angle is −57.7 (3)°]. The mean planes of the aromatic rings form a dihedral angle of 75.1 (1)°. In the crystal, molecules form inversion dimers through pairs of N—H⋯NH(2) hydrogen bonds. The molecules are further consolidated into layers along the bc plane by weaker N—H⋯O interactions. International Union of Crystallography 2012-11-10 /pmc/articles/PMC3588848/ /pubmed/23468813 http://dx.doi.org/10.1107/S160053681204562X Text en © Altamura 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 Altamura, Maria Fedi, Valentina Nannicini, Rossano Paoli, Paola Rossi, Patrizia N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
title |
N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
title_full |
N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
title_fullStr |
N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
title_full_unstemmed |
N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
title_short |
N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
title_sort | n-(2-amino-5-chlorophenyl)-2-bromobenzenesulfonamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588848/ https://www.ncbi.nlm.nih.gov/pubmed/23468813 http://dx.doi.org/10.1107/S160053681204562X |
work_keys_str_mv | AT altamuramaria n2amino5chlorophenyl2bromobenzenesulfonamide AT fedivalentina n2amino5chlorophenyl2bromobenzenesulfonamide AT nannicinirossano n2amino5chlorophenyl2bromobenzenesulfonamide AT paolipaola n2amino5chlorophenyl2bromobenzenesulfonamide AT rossipatrizia n2amino5chlorophenyl2bromobenzenesulfonamide |