3-(Adamantan-1-yl)-4-[(E)-(2,6-di-fluoro-benzyl-idene)amino]-1-[(4-ethyl-piperazin-1-yl)meth-yl]-4,5-di-hydro-1H-1,2,4-triazole-5-thione

Abdul-Malek S Al-Tamimi; Ebtehal S Al-Abdullah; Ali A El-Emam; Seik Weng Ng; Edward R T Tiekink

doi:10.1107/S1600536813009264

3-(Adamantan-1-yl)-4-[(E)-(2,6-di-fluoro-benzyl-idene)amino]-1-[(4-ethyl-piperazin-1-yl)meth-yl]-4,5-di-hydro-1H-1,2,4-triazole-5-thione

Acta Crystallogr Sect E Struct Rep Online. 2013 Apr 10;69(Pt 5):o685-6. doi: 10.1107/S1600536813009264. Print 2013 May 1.

Authors

Abdul-Malek S Al-Tamimi¹, Ebtehal S Al-Abdullah, Ali A El-Emam, Seik Weng Ng, Edward R T Tiekink

Affiliation

¹ Department of Pharmaceutical Chemistry, College of Pharmacy, Salman bin Abdulaziz University, Alkharj 11942, Saudi Arabia.

Abstract

In the title compound, C26H34F2N6S, the triazole ring is linked to a benzene ring via an imine bond [N=C = 1.255 (2) Å; conformation: E], with a dihedral angle of 25.21 (11)° between the rings. The 4-ethyl-piperazinyl residue is folded away from the thione-S atom. In the crystal, helical supra-molecular chains propagating along [010] and sustained by weak C-S⋯π(triazole) inter-actions occur [S⋯centroid distance = 3.2872 (10) Å]. Links between these chains are of the type benzene-C-H⋯N(imine) and π-π [between centrosymmetrically related benzene rings with an inter-centroid distance of 3.9241 (15) Å] and result in a three-dimensional architecture.