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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...

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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/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].
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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
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