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

Abstract

The asymmetric unit of the title co-crystalline 1:2 adduct, C 12H 12N 2O 2·2C 6H 3N 3O 6, contains two independent mol-ecules of bis-(4-amino-phen-yl) sulfone (the drug Dapsone) and four mol-ecules of 1,3,5-trinitro-benzene 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 mol-ecules, the inter-ring dihedral anges are 69.6 (3) and 63.63 (9)°. Aromatic π-π inter-actions are also found between one of the Dapsone aromatic rings and a trinitro-benzene ring [minimum ring centroid separation = 3.596 (3) Å]. A 4-amino-phenyl ring moiety of one of the Dapsone mol-ecules and two nitro groups of a trinitro-benzene are disordered in a 50:50 ratio.