Crystal structure of (Z)-4-methylbenzyl 3-[1-(5-methylpyridin-2-yl)ethylidene]dithiocarbazate

Thahira Begum S A Ravoof; Edward R T Tiekink; Siti Aminah Omar; Sharifa Zaithun Begum; Mohamed I M Tahir

doi:10.1107/S205698901502407X

Crystal structure of (Z)-4-methylbenzyl 3-[1-(5-methylpyridin-2-yl)ethylidene]dithiocarbazate

Acta Crystallogr E Crystallogr Commun. 2015 Dec 19;71(Pt 12):o1071-2. doi: 10.1107/S205698901502407X. eCollection 2015 Dec 1.

Authors

Thahira Begum S A Ravoof¹, Edward R T Tiekink², Siti Aminah Omar¹, Sharifa Zaithun Begum¹, Mohamed I M Tahir¹

Affiliations

¹ Department of Chemistry, Universiti Putra Malaysia, 43400 Serdang, Malaysia.
² Centre for Crystalline Materials, Faculty of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.

Abstract

In the title di-thio-carbazate compound, C17H19N3S2, the central CN2S2 residue is essentially planar (r.m.s. deviation = 0.0288 Å) and forms dihedral angles of 9.77 (8) and 77.47 (7)° with the substituted-pyridyl and p-tolyl rings, respectively, indicating a highly twisted mol-ecule; the dihedral angle between the rings is 85.56 (8)°. The configuration about the C=N bond is Z, which allows for the formation of an intra-molecular N-H⋯N(pyrid-yl) hydrogen bond. The packing features tolyl-methyl-C-H⋯N(imine), pyridyl-C-H⋯π(tol-yl) and π-π inter-actions [between pyridyl rings with a distance = 3.7946 (13) Å], which generates jagged supra-molecular layers that stack along the b axis with no directional inter-actions between them.

Keywords: crystal structure; dithiocarbazate; hydrogen bonding.