Crystal structure of benzyl 3-(3-methyl-phenyl) dithiocarbazate

NurFadhilah Abdul Aziz, Enis Nadia Md Yusof, Thahira Begum S A Ravoof*, Edward R T Tiekink, W.T.A. Harrison (Editor)

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


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 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.

Original languageEnglish
Pages (from-to)o233-o234
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Issue number4
Early online date14 Mar 2015
Publication statusPublished - 1 Apr 2015

Bibliographical note

Support for the project came from Universiti Putra Malaysia (UPM) under their Research University Grant Scheme (RUGS No. 9419400) and the Science Fund under the Ministry of Science, Technology and Innovation (MOSTI) (06-01-04-SF1810). We also wish to thank Ms Khadijah Densabali for collecting the intensity data. NFAA wishes to thank UPM for the Graduate Research Fellowship award.


  • C - H⋯πinteractions
  • Crystal structure
  • Hydrogen bonding
  • S-substituted dithiocarbazate


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