Research Article: 4-Benzyl-N-methyl­piperazine-1-carbothio­amide

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Amer M. Alanazi, Ali A. El-Emam, Nasser R. El-Brollosy, Seik Weng Ng, Edward R. T. Tiekink.


The asymmetric unit in the title thio­urea derivative, C13H19N3S, comprises three independent mol­ecules (A, B and C). The thio­urea groups are superimposable for the three mol­ecules, but there are significant conformational differences. Mol­ecules A and B are approximate mirror images of each other, and mol­ecule C has an inter­mediate conformation. The dihedral angles between the thio­urea groups and the phenyl rings are 52.10 (5), 63.29 (5) and 66.46 (6)° in mol­ecules A, B and C, respectively. Each independent mol­ecule self-associates into a supra­molecular chain along [100] via N—H⋯S hydrogen bonds. Mol­ecules of A and B assemble into layers four mol­ecules thick in the ac plane via C—H⋯S and C—H⋯π inter­actions. Mol­ecules of C self-assemble into layers in the ac plane via C—H⋯S inter­actions. The layers stack along the b axis with no specific inter­actions between them.

Partial Text

For the various biological activities exhibited by 1,4-disubstituted piperazine derivatives, see: Kadi et al. (2010 ▶); Al Hussainy et al. (2011 ▶); Moussa et al. (2011 ▶); Kamiński et al. (2011 ▶); Sheng et al. (2011 ▶); Yang et al. (2011 ▶); Liu et al. (2011 ▶).