The mol-ecule of the title Schiff base, C8H8BrN3OS·C2H6OS, which crystallizes as a di-methyl sulfoxide (DMSO) monosolvate, displays an E configuration with respect to the C=N bond, with a dihedral angle of 14.54 (11)° between the benzene ring and the mean plane of the N-N-C(N)=S unit. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming chains propagating along the b-axis direction. Within the chains there are R23(11) ring motifs, which are reinforced by C-H⋯ODMSO hydrogen bonds enclosing secondary R12(6) and R23(9) loops. The chains are linked by O-Hhydrox-yl⋯S hydrogen bonds, forming layers parallel to (011). Inversion-related layers are linked by short Br⋯Br inter-actions [3.5585 (5) Å], forming slabs parallel to (011). The inter-molecular inter-actions have been investigated using Hirshfeld surface studies and two-dimensional fingerprint plots. The crystal structure of the unsolvated form of the title compound has been reported previously [Kargar et al. (2010). Acta Cryst. E66, o2999], and its solid-state structure is compared with that of the title solvated form.
Keywords: Hirshfeld surface analysis; Schiff base; crystal structure; hydrazinecarbothioamide; hydrogen bonding.