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N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide
The asymmetric unit of the title compound, C(18)H(22)N(2)O(3)S, contains two molecules, exhibiting similar conformations [C—S—N—C torsion angles of −82.2 (2) and −70.4 (2)°, and dihedral angles between the mean planes of the aromatic rings of 56.6 (6) and 51.6 (6)° in molecules I and II, respectiv...
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/PMC3515245/ https://www.ncbi.nlm.nih.gov/pubmed/23284465 http://dx.doi.org/10.1107/S160053681204264X |
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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 | The asymmetric unit of the title compound, C(18)H(22)N(2)O(3)S, contains two molecules, exhibiting similar conformations [C—S—N—C torsion angles of −82.2 (2) and −70.4 (2)°, and dihedral angles between the mean planes of the aromatic rings of 56.6 (6) and 51.6 (6)° in molecules I and II, respectively]. However, the two independent molecules show distinctly different hydrogen-bonding patterns. In the crystal, molecules I form inversion dimers via pairs of N—H⋯O hydrogen bonds, whereas for molecules II the N—H⋯O hydrogen bond is intramolecular. The hydrogen-bonded dimers of I further propagate along the b-axis direction through π–π interactions [the distance between ring centroids is 3.8424 (8) Å]. |
format | Online Article Text |
id | pubmed-3515245 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35152452013-01-02 N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide Altamura, Maria Fedi, Valentina Nannicini, Rossano Paoli, Paola Rossi, Patrizia Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(18)H(22)N(2)O(3)S, contains two molecules, exhibiting similar conformations [C—S—N—C torsion angles of −82.2 (2) and −70.4 (2)°, and dihedral angles between the mean planes of the aromatic rings of 56.6 (6) and 51.6 (6)° in molecules I and II, respectively]. However, the two independent molecules show distinctly different hydrogen-bonding patterns. In the crystal, molecules I form inversion dimers via pairs of N—H⋯O hydrogen bonds, whereas for molecules II the N—H⋯O hydrogen bond is intramolecular. The hydrogen-bonded dimers of I further propagate along the b-axis direction through π–π interactions [the distance between ring centroids is 3.8424 (8) Å]. International Union of Crystallography 2012-10-20 /pmc/articles/PMC3515245/ /pubmed/23284465 http://dx.doi.org/10.1107/S160053681204264X 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,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide |
title |
N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide |
title_full |
N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide |
title_fullStr |
N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide |
title_full_unstemmed |
N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide |
title_short |
N,N-Diethyl-2-(4-methylbenzenesulfonamido)benzamide |
title_sort | n,n-diethyl-2-(4-methylbenzenesulfonamido)benzamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515245/ https://www.ncbi.nlm.nih.gov/pubmed/23284465 http://dx.doi.org/10.1107/S160053681204264X |
work_keys_str_mv | AT altamuramaria nndiethyl24methylbenzenesulfonamidobenzamide AT fedivalentina nndiethyl24methylbenzenesulfonamidobenzamide AT nannicinirossano nndiethyl24methylbenzenesulfonamidobenzamide AT paolipaola nndiethyl24methylbenzenesulfonamidobenzamide AT rossipatrizia nndiethyl24methylbenzenesulfonamidobenzamide |