Methyl 3-[(E,E)-3-phenylprop-2-enylidene]dithiocarbazate

Abstract

In the title compound, C11H12N2S2, the dithio­carbazate group adopts an EE configuration with respect to the C=C and C=N bonds of the propenyl­idene group. The atoms of the propenyl­idene and dithio­carbazate unit are essentially co-planar, with a maximum deviation of 0.058 (1) Å; the phenyl ring forms a dihedral angle of 18.3 (1)° with this fragment. In the crystal, mol­ecules form inversion dimers via pairs of N—H⋯S hydrogen bonds involving the terminal S atom.

Crystal structure ofS-hexyl (E)-3-(4-methylbenzylidene)dithiocarbazate

“…For their N,S-chelating behavior towards metal atoms, see for example: Islam et al (2011). For the structures of related compounds, see : Tarafder et al ( , 2010. = 94.6754 (7) V = 777.26 (3) Å 3 Z = 2 Cu K radiation = 3.00 mm À1 T = 173 K 0.19 Â 0.11 Â 0.07 mm Table 1 Hydrogen-bond geometry (Å , ).…”

(Pyridin-4-yl)methylN′-(3-phenylallylidene)hydrazinecarbodithioate

“…For background to related Schiff bases of S-substituted dithiocarbazates with cinnamaldehyde, see: Tarafder et al (2008Tarafder et al ( , 2010. For the corresponding metal complexes, see: Reza et al (2012); Liu et al (2009).…”

“…For the biological activity of similar sulfur-nitrogen-containing Schiff base derivatives, see: Maia et al (2010); Pavan et al (2010); Zhu et al (2009). For the synthesis, see: Crouse et al (2004); Khoo (2008); Tarafder et al (2008Tarafder et al ( , 2010.…”

“…Schiff bases of S-substituted dithiocarbazates with cinnamaldehyde attract interest in terms of both coordination chemistry (Reza et al, 2012;Liu et al, 2009) and for their biological activities (Maia et al, 2010;Pavan et al, 2010;Zhu et al, 2009. In pursuing our continuing interest in the coordination chemistry of dithiocarbazate derivatives and their biological importance (Tarafder et al, 2010;Tarafder et al, 2008), the title compound, (I), the product of condensation between S-4-picolyl dithiocarbazate and cinnamaldehyde, was investigated.…”

“…Previously reported methods for preparation of Schiff bases (Tarafder et al, 2010;Tarafder et al, 2008) were used to prepare S4PDTC derivatives with cinnamaldehyde. An equimolar amount of cinnamaldehyde (1.26 ml) was added to the solution of S4PDTC (1.99 g, 0.01 mol) dissolved in hot absolute ethanol (100 ml).…”