Crystal structure of benzyl 3-(3-methyl-phen-yl)di-thio-carbazate

Acta Crystallogr E Crystallogr Commun. 2015 Mar 14;71(Pt 4):o233-4. doi: 10.1107/S2056989015004764. eCollection 2015 Apr 1.

Abstract

In the title compound, C15H16N2S2, the central CN2S2 residue is almost planar (r.m.s. deviation = 0.0354 Å) and forms dihedral angles of 56.02 (4) and 75.52 (4)° with the phenyl and tolyl rings, respectively; the dihedral angle between the aromatic rings is 81.72 (5)°. The conformation about the N-N bond is gauche [C-N-N-C = -117.48 (15)°]. Overall, the mol-ecule has the shape of the letter L. In the crystal packing, supra-molecular chains along the a axis are formed by N-H⋯S(thione) hydrogen bonds whereby the thione S atom accepts two such bonds. The hydrogen bonding leads to alternating edge-shared eight-membered {⋯HNCS}2 and 10-membered {⋯HNNH⋯S}2 synthons. The chains are connected into layers by phen-yl-tolyl C-H⋯π inter-actions; the layers stack along the c axis with no specific inter-actions between them.

Keywords: C—H⋯π inter­actions; S-substituted di­thio­carbazate; crystal structure; hydrogen bonding.