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  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.
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 ▶).