N-Benzoyl-2-nitro-benzene-sulfonamide

Abstract

In the title compound, C(13)H(10)N(2)O(5)S, the N-C bond in the C-SO(2)-NH-C segment has gauche torsion angles with respect to the S=O bonds. The conformation between the N-H bond and the ortho-nitro group in the sulfonyl benzene ring is syn. The mol-ecule is twisted at the S-N bond with a torsion angle of -63.4 (2)°. The sulfonyl benzene ring is tilted by 77.1 (1)° relative to the -SO(2)-NH-C-O segment. The dihedral angle between the sulfonyl and the benzoyl benzene rings is 88.6 (1)°. In the crystal, pairs of N-H⋯O(S) hydrogen bonds link the mol-ecules into inversion dimers, which are linked by weak C-H⋯O and C-H⋯π inter-actions along the b axis.

Fig. 1.

Molecular structure of the title compound, showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 50% probability level.

Fig. 2.

Part of the crystal structure of the title compound, showing the dimers formed by N-H···O and C-H..O hydrogen bonds. [Symmetry code: (i) 2-x, -y, 1-z]

Fig. 3.

Part of the crystal structure of the title compound, showing the linking of the dimers by C-H···O hydrogen bonds along to the [010] direction. For the sake of clarity, H atoms not involved in the motif shown have been omitted. [Symmetry code: (ii) = 5/2-x, y-1/2, z]

Fig. 4.

Part of the crystal structure of the title compound, showing the formation of a chain along [010] generated by the C-H···π interactions. [Symmetry code: (iii) = 2-x, y+1/2, -z+1/2]