Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Altamura, Maria, Fedi, Valentina, Nannicini, Rossano, Paoli, Paola, Rossi, Patrizia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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
_version_ 1782261650887278592
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