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N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide

The title compound, C(10)H(14)N(2)O(3)S, crystallized with two mol­ecules (A and B) in the asymmetric unit. The terminal methyl group of the ethyl­sulfonamide moiety in mol­ecule B is disordered over two sets of sites with an occupancy ratio of 0.61 (1):0.39 (1). Both mol­ecules have L-shaped confor...

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Autores principales: Rehman, Jeveria, Ejaz, Khan, Islam Ullah, Harrison, William T. A., Farid, Sidra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200875/
https://www.ncbi.nlm.nih.gov/pubmed/22059023
http://dx.doi.org/10.1107/S1600536811033472
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author Rehman, Jeveria
Ejaz,
Khan, Islam Ullah
Harrison, William T. A.
Farid, Sidra
author_facet Rehman, Jeveria
Ejaz,
Khan, Islam Ullah
Harrison, William T. A.
Farid, Sidra
author_sort Rehman, Jeveria
collection PubMed
description The title compound, C(10)H(14)N(2)O(3)S, crystallized with two mol­ecules (A and B) in the asymmetric unit. The terminal methyl group of the ethyl­sulfonamide moiety in mol­ecule B is disordered over two sets of sites with an occupancy ratio of 0.61 (1):0.39 (1). Both mol­ecules have L-shaped conformations. In mol­ecule A, the dihedral angles between the benzene ring and its ethyl­sulfonamide and methyl­amide substituents are 83.5 (3) and 13.34 (18)°, respectively. Equivalent values for mol­ecule B are 87.9 (3) and 6.32 (16)°, respectively. The C—S—N—C torsion angles are 66.5 (3)° for A and −64.4 (3)° for B, indicating similar twists about the S—N bonds, but in opposite senses. In the crystal, the A mol­ecules are linked by pairs of N(s)—H⋯O (s = sulfonamide) hydrogen bonds, generating inversion dimers containing R (2) (2)(8) rings, while the B mol­ecules are linked by N(s)—H⋯O hydrogen bonds into C(10) [100] chains. Finally, N(a)—H⋯O (a = amide) hydrogen bonds link the A-mol­ecule dimers and B-mol­ecule chains into a three-dimensional network.
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spelling pubmed-32008752011-11-06 N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide Rehman, Jeveria Ejaz, Khan, Islam Ullah Harrison, William T. A. Farid, Sidra Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(10)H(14)N(2)O(3)S, crystallized with two mol­ecules (A and B) in the asymmetric unit. The terminal methyl group of the ethyl­sulfonamide moiety in mol­ecule B is disordered over two sets of sites with an occupancy ratio of 0.61 (1):0.39 (1). Both mol­ecules have L-shaped conformations. In mol­ecule A, the dihedral angles between the benzene ring and its ethyl­sulfonamide and methyl­amide substituents are 83.5 (3) and 13.34 (18)°, respectively. Equivalent values for mol­ecule B are 87.9 (3) and 6.32 (16)°, respectively. The C—S—N—C torsion angles are 66.5 (3)° for A and −64.4 (3)° for B, indicating similar twists about the S—N bonds, but in opposite senses. In the crystal, the A mol­ecules are linked by pairs of N(s)—H⋯O (s = sulfonamide) hydrogen bonds, generating inversion dimers containing R (2) (2)(8) rings, while the B mol­ecules are linked by N(s)—H⋯O hydrogen bonds into C(10) [100] chains. Finally, N(a)—H⋯O (a = amide) hydrogen bonds link the A-mol­ecule dimers and B-mol­ecule chains into a three-dimensional network. International Union of Crystallography 2011-08-27 /pmc/articles/PMC3200875/ /pubmed/22059023 http://dx.doi.org/10.1107/S1600536811033472 Text en © Rehman 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
Rehman, Jeveria
Ejaz,
Khan, Islam Ullah
Harrison, William T. A.
Farid, Sidra
N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide
title N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide
title_full N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide
title_fullStr N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide
title_full_unstemmed N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide
title_short N-[4-(Ethyl­sulfamo­yl)phen­yl]acetamide
title_sort n-[4-(ethyl­sulfamo­yl)phen­yl]acetamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200875/
https://www.ncbi.nlm.nih.gov/pubmed/22059023
http://dx.doi.org/10.1107/S1600536811033472
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