Research Article: 4-Chloro-N-(2,6-dimethyl­phen­yl)benzene­sulfonamide

Date Published: June 01, 2011

Publisher: International Union of Crystallography

Author(s): K. Shakuntala, Sabine Foro, B. Thimme Gowda.


In the title compound, C14H14ClNO2S, the amido H atom orients itself away from both the ortho-methyl groups in the adjacent aromatic ring. The mol­ecule is twisted at the S atom with an C—SO2—NH—C torsion angle of −69.9 (2)°. The two aromatic rings are tilted relative to each other by 31.9 (1)°. In the crystal, the mol­ecules are packed into zigzag chains along the b axis via inter­molecular N—H⋯O hydrogen bonds.

Partial Text

For hydrogen-bonding modes of sulfonamides, see; Adsmond & Grant (2001 ▶). For our study of the effect of substituents on the structures of N-(ar­yl)methane­sulfonamides, see: Gowda et al. (2007 ▶), on the structures of N-(ar­yl)aryl­sulfonamides, see: Gowda et al. (2008 ▶); Shakuntala et al. (2011 ▶) and on the oxidative strengths of N-chloro,N-aryl­sulfonamides, see: Gowda & Kumar (2003 ▶).




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