Abstract
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.
Highlights
Schiff bases are nitrogen-containing active organic compounds that play a vital role in enzymatic reactions involving interaction of an enzyme with a carbonyl group of a substrate (Tidwell, 2008)
We report on the crystal structure of the title thiosemicarbazone that crystallizes as a dimethyl sulfoxide monosolvate
The molecule is twisted with a dihedral angle of 14.54 (11) between the benzene ring and the mean plane of the N1/N2/C8/N3/S1 unit
Summary
Schiff bases are nitrogen-containing active organic compounds that play a vital role in enzymatic reactions involving interaction of an enzyme with a carbonyl group of a substrate (Tidwell, 2008). Thiosemicarbazones are formed by the condensation of thiosemicarbazides with aldehydes or ketones (Sriram et al, 2006; Scovill et al, 1982). They are used in most branches of chemistry, for example, as dyes, photographic films, plastics and in the textile industry. These types of compounds act as ligands for a variety of transition metals, often as high propensity multi-dentate chelating agents (Al-Karawi et al, 2009). Symmetry codes: (i) x À 1; y þ 1; z; (ii) x þ 1; y; z; (iii) x; y À 1; z; (iv) x þ 1; y À 1; z
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