Crystal structure of benzyl 3-(3-methylphenyl)dithiocarbazate

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2015-04, Vol.71 (4), p.o233-o234
• Main Authors: Aziz, NurFadhilah Abdul, Yusof, Enis Nadia Md, Ravoof, Thahira Begum S. A., Tiekink, Edward R. T.
• Format: Article
• Language: English
• Subjects: crystal structure; C—H...π interactions; hydrogen bonding; S-substituted dithiocarbazate
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989015004764

In the title compound, C 15 H 16 N 2 S 2 , the central CN 2 S 2 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 molecule has the shape of the letter L . In the crystal packing, supramolecular 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 phenyl–tolyl C—H...π interactions; the layers stack along the c axis with no specific interactions between them.