N-(3-Methylphenyl)benzenesulfonamide

The asymmetric unit of the title compound, C13H13NO2S, contains two independent molecules. The dihedral angles between the two aromatic rings are 67.9 (1) and 68.6 (1)° in the two molecules. In the crystal, intermolecular N—H⋯O hydrogen bonds link the molecules into chains.

The asymmetric unit of the title compound, C 13 H 13 NO 2 S, contains two independent molecules. The dihedral angles between the two aromatic rings are 67.9 (1) and 68.6 (1) in the two molecules. In the crystal, intermolecular N-HÁ Á ÁO hydrogen bonds link the molecules into chains.
After the initial evolution of hydrogen chloride subsided, the reaction mixture was brought to room temperature and poured into crushed ice in a beaker. The chloroform layer was separated, washed with cold water and allowed to evaporate slowly.
The residual benzenesulfonylchloride was treated with m-toluidine in the stoichiometric ratio and boiled for ten minutes.
The reaction mixture was then cooled to room temperature and added to ice cold water (100 ml). The resultant solid N-(3methylphenyl)benzenesulfonamide was filtered under suction and washed thoroughly with cold water. It was then recrystallized to constant melting point from dilute ethanol. The purity of the compound was checked and characterized by recording its infrared and NMR spectra (Gowda et al., 2005).
The single crystals used in X-ray diffraction studies were grown in ethanolic solution by a slow evaporation at room temperature.

Refinement
The H atoms of the NH groups were located in a difference map and their positional parameters were refined. The H-atoms bonded to C were positioned with idealized geometry using a riding model [C-H = 0.93-0.96 Å]. All H atoms were refined with isotropic displacement parameters set to 1.2 times of the U eq of the parent atom.   as those based on F, and R-factors based on ALL data will be even larger.