P.G. Nirmala

2,4-Dimethyl-N-phenyl-benzene-sulfonamide.

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.

4-Methyl-N-(3-methyl­phen­yl)benzene­sulfonamide

In the title compound, C14H15NO2S, the conformation of the N—C bond in the C—SO2—NH—C segment has gauche torsion angles with respect to the S=O bonds. Further, the conformation of the N—H bond is anti to the 3-methyl group in the aniline benzene ring. The molecule is bent at the N atom with a C—SO2—NH—C torsion angle of 56.7 (3)°. The dihedral angle between the benzene rings is 83.9 (1)°. In the crystal, intermolecular N—H⋯O hydrogen bonds pack the molecules into a supramolecular structure.

4-Methyl-N-phenyl-benzene-sulfonamide.

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.

N-(Phenyl-sulfon-yl)acetamide.

In the title compound, C8H9NO3S, the N—H bond is in an antiperiplanar conformation with respect to the C=O bond. The crystal packing is stabilized by N—H⋯O hydrogen bonds, generating C(4) chains propagating in [001].

N-(3,5-Dichloro­phen­yl)benzene­sulfonamide

In the crystal structure of the title compound, C12H9Cl2NO2S, the aromatic rings are aligned at 57.0 (1)°. The molecules form chains via intermolecular N—H⋯O hydrogen bonds.

2,2-Dichloro-N-(phenyl-sulfon-yl)-acetamide.

The conformation of the N—H and C=O bonds in the title compound, C8H7Cl2NO3S, is trans. The benzene ring and the SO2—NH—CO—C group form a dihedral angle of 79.75 (8)°. Molecules are connected via N—H⋯O hydrogen bonds to form linear supramolecular chains.

2,2,2-Trimethyl-N-(phenyl-sulfon-yl)-acetamide.

The N—H and C=O bonds of the SO2—NH—CO group in the title compound, C11H15NO3S, are anti to each other. The asymmetric unit contains two independent molecules. The benzene rings form dihedral angles of 83.19 (8) and 76.01 (10)° with the mean planes of the C2NOS fragments. The molecules are linked into chains parallel to the b axis by intermolecular N—H⋯O hydrogen bonds.

2,4-Dichloro-N-(4-methyl-phen-yl)benzene-sulfonamide.

The title compound, C13H11Cl2NO2S, crystallizes with four independent molecules in the asymmetric unit. In each of the four molecules, the conformation of the N—C bond in the C—SO2—NH—C segment is gauche with respect to both S=O bonds. The molecules are twisted at the S—N bonds with C—SO2—NH—C torsion angles of 60.6 (4), −59.7 (3), 63.9 (4) and 53.0 (4)°. The benzene rings in two of the molecules are disordered with multiple positions resolved in each case. The crystal structure features inversion dimers linked by pairs of N—H⋯O hydrogen bonds for each of the four molecules.

4-Chloro-2-methyl-N-(4-methyl­phen­yl)benzene­sulfonamide

The asymmetric unit of the title compound, C14H14ClNO2S, contains two independent molecules. The torsion angles of the C—SO2—NH—C segments in the two molecules are −76.5 (5) and −48.3 (4)°. The two aromatic rings are tilted relative to each other by 76.6 (2)° in one molecule and 70.7 (2)° in the other. In the crystal structure, intermolecular N—H⋯O hydrogen bonds link the molecules into centrosymmetric dimers.

4-Chloro-2-methyl-N-phenyl-benzene-sulfonamide

There are two molecules in the asymmetric unit of the title compound, C13H12ClNO2S, with similar conformations. The orientations of the ortho-methyl groups in the sulfonyl benzene rings are in the direction of the N—H bonds of the sulfonamide groups. In the crystal, the molecules are each linked into centrosymmetric dimers through N—H⋯O hydrogen bonds and packed into a layered structure diagonally in the bc plane.