Abstract

The title compound, C17H18N2O2S2, synthesized via a condensation reaction between S-benzyl di-thio-carbazate and 3,4-di-meth-oxy-benzaldehyde, crystallized with two independent mol-ecules (A and B) in the asymmetric unit. Both mol-ecules have an L-shape but differ in the orientation of the benzyl ring with respect to the 3,4-di-meth-oxy-benzyl-idine ring, this dihedral angle is 65.59 (8)° in mol-ecule A and 73.10 (8)° in mol-ecule B. In the crystal, the A and B mol-ecules are linked via pairs of N-H⋯S hydrogen bonds, forming dimers with an R 2 (2)(8) ring motif. The dimers are linked via pairs of C-H⋯O hydrogen bonds, giving inversion dimers of dimers. These units are linked by C-H⋯π inter-actions, forming ribbons propagating in the [100] direction.

Highlights

  • The title compound, C17H18N2O2S2, synthesized via a condensation reaction between S-benzyl dithiocarbazate and 3,4-dimethoxybenzaldehyde, crystallized with two independent molecules (A and B) in the asymmetric unit

  • The dimers are linked via pairs of C—H O hydrogen bonds, giving inversion dimers of dimers

  • Schiff bases have been proven to possess a variety of biological activities, and this has led to extensive studies on this group of compounds with particular emphasis on those derived from dithiocarbazates

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Summary

Chemical context

Schiff bases have been proven to possess a variety of biological activities, and this has led to extensive studies on this group of compounds with particular emphasis on those derived from dithiocarbazates. Dithiocarbazate-derived Schiff bases have generally been found to exhibit interesting cytotoxic and antimicrobial activities. One of the most investigated dithiocarbazates has been S-benzyldithiocarbazate (SBDTC). Whose derivatives have shown promising biological activities (Break et al, 2013). As part of our research which is aimed at developing anticancer and antimicrobial drugs, we have synthesized a novel Schiff base via the condensation reaction of SBDTC and 3,4-dimethoxybenzaldehyde. We report on the synthesis and crystal structure of the title compound

Structural commentary
Supramolecular features
Database survey
Synthesis and crystallization
Refinement

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