The asymmetric unit of the crystal structure of the title compound, C14H15NO2S, contains two molecules. The conformations of the N—C bonds in the C—SO2—NH—C segments of the structure have trans and gauche torsion angles with the S=O bonds. Furthermore, the torsion angles of the C—SO2—NH—C groups in the two molecules are 46.1 (3) (glide image of molecule 1) and 47.7 (3)° (molecule 2). The ortho-methyl groups in the sulfonyl benzene ring are oriented away from the S=O bonds. The two benzene rings are tilted relative to each other by 67.5 (1) and 72.9 (1)° in the two molecules. N—H⋯O and C—H⋯O hydrogen bonds pack the molecules into one-dimensional chains in different directions, resulting in a two-dimensional network.
Key indicators: single-crystal X-ray study; T = 299 K; mean (C-C) = 0.004 Å; R factor = 0.040; wR factor = 0.106; data-to-parameter ratio = 12.8.In the title compound, C 13 H 13 NO 2 S, the conformation of the N-H bond is anti to the ortho-methyl group on the aniline ring, in contrast to the syn conformation observed with respect to the ortho-chloro group in N-(2-chlorophenyl)-benzenesulfonamide. The dihedral angle between the two benzene rings is 61.5 (1) . Molecules are linked into chains running along the a axis by N-HÁ Á ÁO hydrogen bonds.
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In the crystal structure of the title compound, C12H10ClNO2S, the N—H bond is trans to one of the S=O bonds. The two aromatic rings form a dihedral angle of 65.4 (1)°, compared with a value of 49.1 (1)° in N-(2-chlorophenyl)-benzenesulfonamide. The molecules are connected by intermolecular N—H...O hydrogen bonds into chains running along the b axis
In the crystal structure of the title compound, C14H15NO2S, the N—H bond is trans to one of the S=O double bonds, similar to what is observed in N-(2-methylphenyl)benzenesulfonamide and other aryl sulfonamides. The two aromatic rings enclose a dihedral angle of 44.9 (1)°. The molecules are connected by intermolecular N—H...O hydrogen bonds into chains running along the a axis. An intermolecular C—H...O hydrogen bond is also present
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