N-(2-Chlorophenylsulfonyl)acetamide

The asymmetric unit of the title compound, C8H8ClNO3S, contains two independent molecules in which the C—S—N—C torsion angles are −71.7 (3) and 61.2 (3)°. The benzene rings and the SO2—NH—CO—C segments form dihedral angles of 80.2 (1) and 88.1 (2)° in the two independent molecules. In the crystal, intermolecular N—H⋯O hydrogen bonds link the molecules into chains in the b-axis direction.

The asymmetric unit of the title compound, C 8 H 8 ClNO 3 S, contains two independent molecules in which the C-S-N-C torsion angles are À71.7 (3) and 61.2 (3) . The benzene rings and the SO 2 -NH-CO-C segments form dihedral angles of 80.2 (1) and 88.1 (2) in the two independent molecules. In the crystal, intermolecular N-HÁ Á ÁO hydrogen bonds link the molecules into chains in the b-axis direction.
KS thanks the University Grants Commission, Government of India, New Delhi, for the award of a research fellowship under its faculty improvement program.
The nature and position of substituents play a significant role on the crystal structures of N-(aryl)-amides and N-(aryl)-sulfonoamides (Gowda et al., 2000(Gowda et al., , 2007(Gowda et al., , 2010. As a part of studying the effects of substituents on the structures of this class of compounds, the structure of N-(2-chlorophenylsulfonyl)-acetamide (I) has been determined ( Fig. 1). The asymmetric unit of (I) contains two independent molecules. The rms deviation of a fit of the inverted molecule 2 (containing Cl2) on molecule 1 (containing Cl1) is 0.278 Å for 12 fitted atoms (excluding H atoms and O atoms SO 2 groups). In one of the molecules, the In the crystal structure, the intermolecular N-H···O hydrogen bonds (Table 1)

Experimental
The title compound was prepared by refluxing 2-chlorobenzenesulfonamide (0.10 mole) with an excess of acetyl chloride (0.20 mole) for one hour on a water bath. The reaction mixture was cooled and poured into ice cold water. The resulting solid was separated, washed thoroughly with water and dissolved in warm dilute sodium hydrogen carbonate solution.
The title compound was reprecipitated by acidifying the filtered solution with glacial acetic acid. It was filtered, dried and recrystallized from ethanol. The purity of the compound was checked by determining its melting point. It was further characterized by recording its infrared spectra.
Plate like colourless single crystals of the title compound used in X-ray diffraction studies were obtained from a slow evaporation of an ethanolic solution of the compound.

Refinement
The H atoms of the NH groups were located in a difference map and later restrained to the distance N-H = 0.86 (2) Å.
The other H atoms were positioned with idealized geometry using a riding model with the aromatic C-H distance = 0.93 Å and methyl C-H = 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). Fig. 1. Molecular structure of the title compound, showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 50% probability level.