N-[(4-Chlorophenyl)sulfonyl]acetamide

The asymmetric unit of the title compound, C8H8ClNO3S, consists of two crystallographically independent molecules (A and B). The dihedral angles between the benzene ring and amide C—C(=O)—NH– plane are 87.6 (3) (molecule A) and 86.0 (3)° (molecule B). In the crystal, the independent molecules are alternately linked by N—H⋯O hydrogen bonds into an infinite chain along the b axis. Short intermolecular Cl⋯Cl contacts [3.2882 (5) and 3.2812 (5) Å] are also observed.

The asymmetric unit of the title compound, C 8 H 8 ClNO 3 S, consists of two crystallographically independent molecules (A and B). The dihedral angles between the benzene ring and amide C-C( O)-NH-plane are 87.6 (3) (molecule A) and 86.0 (3) (molecule B). In the crystal, the independent molecules are alternately linked by N-HÁ Á ÁO hydrogen bonds into an infinite chain along the b axis. Short intermolecular ClÁ Á ÁCl contacts [3.2882 (5) and 3.2812 (5) Å ] are also observed.

Comment
In continuation to our reports on the biological activity of sulfonamide containing compounds (Fun et al., 2012), we report herein the crystal structure of the title compound.
The asymmetric unit of the title compound ( Fig. 1), consists of two crystallographically independent molecules (A and  (Table 1) into an infinite chain along the b axis. Short intermolecular Cl1A···Cl1A [3.2882 (5)

Experimental
To a vigorously stirred mixture of 4-chlorobenzenesulphonamide and silica sulfuric acid, acid chloride or acid anhydride was added at RT. The progress of the reaction was monitored by TLC. After completion of the reaction, ethyl acetate was added and the solid catalyst was removed by filtration. The filtrate was washed with water, dried and evaporated. The crude product was purified by recrystallization from an ethanol solution to yield colourless single crystals of the title compound.

Refinement
The N-bound H atoms were located in a difference Fourier map and refined freely [N1A-H1NA = 0.865 (14) Å and N1B-H1NB = 0.871 (14) Å]. The remaining H atoms were positioned geometrically (C-H = 0.95 and 0.98 Å) and refined using a riding model with U iso (H) = 1.2 or 1.5U eq (C). A rotating group model was applied to the methyl group.

Figure 2
The crystal packing of the title compound viewed along the c axis. The dashed lines represent the hydrogen bonds. For clarity sake, hydrogen atoms not involved in hydrogen bonding have been omitted.

N-[(4-Chlorophenyl)sulfonyl]acetamide
Crystal data Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq