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.

In the crystal structure of the title compound, C14H13Cl2NO2S, the configurations of the N—C bond with respect to the S=O bonds are trans and gauche. The mol­ecule is bent at the S atom with a C—SO2—NH—C torsion angle of −69.7 (2)°. The conformation of the N—H bond is syn to the 3-chloro group in the substituted aniline ring. The two benzene rings are tilted with respect to each other by 82.4 (1)°. The presence of N—H⋯O(S) hydrogen bonding packs the mol­ecules into supra­molecular chains along the b axis.

In the title compound, C13H13NO2S, the dihedral angle between the aromatic rings is 68.4 (1)°. In the crystal, the molecules are linked into inversion dimers by pairs of N—H⋯O hydrogen bonds. The unit cell of this compound was reported previously [Oh et al. (1985 ▶). Chung. Kwa. Yong. (Chung. J. Sci.), 12, 67] but no atomic coordinates were established in the earlier study.

In the crystal structure of the title compound, C15H17NO2S, the conformations of the N—C bond in the C—SO2—NH—C segment are trans and gauche, respectively, with respect to the S=O bonds. The mol­ecule is bent at the S atom with a C—SO2—NH—C torsion angle of −61.8 (2)°. Furthermore, the conformation of the N—H bond and the 3-methyl group in the aniline benzene ring are nearly anti to each other. The dihedral angle between the benzene rings is 47.8 (1)°. In the crystal, N—H⋯O hydrogen bonds link the molecules into chains.

The title compound, C13H11Cl2NO2S, contains two molecules in the asymmetric unit in which the dihedral angles between the benzene rings are 76.0 (1) and 79.9 (1)°. The conformations of the N—H bonds with respect to their adjacent ortho-chlorine atoms are syn. In the crystal, N—H⋯O hydrogen bonds link the molecules into dimers.