N-[4-(Ethyl-sulfamo-yl)phen-yl]acetamide

Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2455. doi: 10.1107/S1600536811033472. Epub 2011 Aug 27.

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.