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Citation
Tags
HERO ID
1550628
Reference Type
Journal Article
Title
N-[4-(Ethyl-sulfamo-yl)phen-yl]acetamide
Author(s)
Rehman, J; Ejaz, J; Khan, IU; Harrison, WT; Farid, S
Year
2011
Is Peer Reviewed?
Yes
Journal
Acta Crystallographica. Section E: Structure Reports Online
ISSN:
1600-5368
Publisher
INT UNION CRYSTALLOGRAPHY
Location
CHESTER
Volume
67
Issue
Pt 9
Page Numbers
o2455
Language
English
PMID
22059023
DOI
10.1107/S1600536811033472
Web of Science Id
WOS:000294714900123
Abstract
The title compound, C(10)H(14)N(2)O(3)S, crystallized with two mol-ecules (A and B) in the asymmetric unit. The terminal methyl group of the ethyl-sulfonamide moiety in mol-ecule B is disordered over two sets of sites with an occupancy ratio of 0.61 (1):0.39 (1). Both mol-ecules have L-shaped conformations. In mol-ecule A, the dihedral angles between the benzene ring and its ethyl-sulfonamide and methyl-amide substituents are 83.5 (3) and 13.34 (18)°, respectively. Equivalent values for mol-ecule 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 mol-ecules 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 mol-ecules 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-mol-ecule dimers and B-mol-ecule chains into a three-dimensional network.
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