Research Article: 3-(Adamantan-1-yl)-4-methyl-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione dichloro­methane hemisolvate

Date Published: June 01, 2012

Publisher: International Union of Crystallography

Author(s): Ali A. El-Emam, Mohamed A. Al-Omar, Abdul-Malek S. Al-Tamimi, Seik Weng Ng, Edward R. T. Tiekink.


The asymmetric unit of the title dichloro­methane hemisolvate, C24H33N5S·0.5CH2Cl2, comprises an adamantan­yl/triazole derivative and half a CH2Cl2 mol­ecule of crystallization; the latter is disordered about a twofold axis of symmetry. The piperazine ring has a chair conformation and the two N-bound substituents occupy equatorial positions. The piperazine residue is almost normal to the triazole ring [N—N—C—N torsion angle = −79.9 (3)°] so that to a first approximation, the mol­ecule has an L-shape. Linear supra­molecular chains parallel to [001] are formed via C—H⋯S inter­actions. Two such chains are linked into a double chain via C—H⋯Cl inter­actions involving the disordered CH2Cl2 mol­ecules of solvation.

Partial Text

For the diverse biological activities of adamantane derivatives, see: Al-Deeb et al. (2006 ▶); Al-Omar et al. (2010 ▶). For related adamantanyl structural studies, see: El-Emam et al. (2012a ▶,b ▶). For the preparation of one of the precursor mol­ecules, see: El-Emam & Ibrahim (1991 ▶).




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