4-(4-Aminophenylsulfonyl)aniline–1,3,5-trinitrobenzene (1/2)

Abstract

The asymmetric unit of the title co-crystalline 1:2 adduct, C12H12N2O2·2C6H3N3O6, contains two independent molecules of bis(4-aminophenyl) sulfone (the drug Dapsone) and four molecules of 1,3,5-trinitrobenzene and is extended into a two-dimensional hydrogen-bonded network structure through amino N—H...O hydrogen-bonding associations with nitro O-atom acceptors. In the two independent Dapsone molecules, the inter-ring dihedral anges are 69.6 (3) and 63.63 (9)°. Aromatic π–π interactions are also found between one of the Dapsone aromatic rings and a trinitrobenzene ring [minimum ring centroid separation = 3.596 (3) Å]. A 4-aminophenyl ring moiety of one of the Dapsone molecules and two nitro groups of a trinitrobenzene are disordered in a 50:50 ratio.