N-Benzoyl-4-nitrobenzenesulfonamide monohydrate

In the title compound, C13H10N2O5S·H2O, the dihedral angle between the sulfonyl and benzoyl benzene rings is 83.4 (1)°. In the crystal, the water molecule forms four hydrogen bonds with three different molecules of N-benzoyl-4-nitrobenzenesulfonamide. One of the H atoms of H2O forms a bifurcated hydrogen bond with a sulfonyl and the carbonyl O atoms. Molecules are linked into a three-dimensional network by N—H⋯O and O—H⋯O hydrogen bonds.

In the title compound, C 13 H 10 N 2 O 5 SÁH 2 O, the dihedral angle between the sulfonyl and benzoyl benzene rings is 83.4 (1) . In the crystal, the water molecule forms four hydrogen bonds with three different molecules of N-benzoyl-4-nitrobenzenesulfonamide. One of the H atoms of H 2 O forms a bifurcated hydrogen bond with a sulfonyl and the carbonyl O atoms. Molecules are linked into a three-dimensional network by N-HÁ Á ÁO and O-HÁ Á ÁO hydrogen bonds.

Experimental
BTG thanks the University Grants Commission, Government of India, New Delhi, for a special grant under the UGC-BSR one-time grant to faculty.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5737).
The conformations of the N-H and C=O bonds in the C-SO 2 -NH-C(O) segment are anti to each other ( Fig.1), similar to that observed in N-(benzoyl)-3-nitrobenzenesulfonamide (II) (Suchetan et al., 2011). The molecule is twisted at the S atom with the torsional angle of -72.45 (28)°, compared to the value of -62.80 (17)° in (II).
The dihedral angle between the sulfonyl benzene ring and the -SO 2 -NH-C-O segment is 78.5 (1)°, compared to the value of 79.2 (1)° in (II). Furthermore, the dihedral angle between the sulfonyl and the benzoyl benzene rings is 83.4 (1)°, compared to the value of 86.7 (1)° in (II).
Further, the crystal structure shows interesting H-bonding. Every water molecule forms four H-bonds with three different molecules of the titile compound. One of the H-atoms of the water molecule forms simultaneous H-bonding with both the sulfonyl and the carbonyl oxygen atoms of the same molecule.

Experimental
The title compound was prepared by refluxing a mixture of benzoic acid (0.02 mole), 4-nitrobenzenesulfonamide (0.02 mole) and excess phosphorous oxy chloride for 3 h on a water bath. The resultant mixture was cooled and poured into crushed ice.
The solid, N-(benzoyl)-4-nitrobenzenesulfonamide monohydrate, obtained was filtered, washed thoroughly with water and then dissolved in sodium bicarbonate solution. The compound was later reprecipitated by acidifying the filtered solution with dilute HCl. It was filtered, dried and recrystallized.
Rod like colourless single crystals of the title compound used in X-ray diffraction studies were obtained by slow evaporation of an ethanol-tetrahydrofuran solution at room temperature.