4-[(4-Aminophenyl)sulfonyl]aniline-3,5-dinitrobenzoic acid (1/1)

Abstract

The title compound, C 7H 4N 2O 6·C 12H 12N 2O 2S, is a 1:1 cocrystal of the drug dapsone with 3,5-dinitro-benzoic acid. The dihedral angle between the two aromatic rings of the dapsone molecule is 75.4 (2)°, and the dihedral angles between these rings and that of the 3,5-dinitrobenzoic acid are 64.5 (2) and 68.4 (2)°. A strong intermolecular carboxylic acid O - H⋯N amine hydrogen bond is found, together with intermolecular amine N - H⋯O hydrogen-bonding associations with carboxyl, nitro and sulfone O-atom acceptors. In addition, weak π-π interactions between one of the dapsone benzene rings and the 3,5-dinitrobenzoic acid ring [ring centroid separation = 3.774 (2) Å] results in a two-dimensional network structure.