Title of article :
Crystal structure of 3-{[4-(2-meth­­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
Author/Authors :
Al-Alshaikh, Monirah A. Department of Chemistry - College of Sciences - King Saud University, Saudi Arabia , Abuelizz, Hatem A. Department of Pharmaceutical Chemistry - College of Pharmacy, Saudi Arabia , El-Emam, Ali A. Department of Pharmaceutical Chemistry - College of Pharmacy, Saudi Arabia , Abdelbaky, Mohammed S. M. Department of Physical and Analytical Chemistry - Faculty of Chemistry, Spain , Garcia-Granda, Santiago Department of Physical and Analytical Chemistry - Faculty of Chemistry, Spain
Pages :
10
From page :
1
To page :
10
Abstract :
The title compound, C18H20N4O2S2, is a new 1,3,4-oxa­diazole and a key pharmacophore of several biologically active agents. It is composed of a meth­yl(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione moiety linked to a 2-meth­oxy­phenyl unit via a piperazine ring that has a chair conformation. The thio­phene ring mean plane lies almost in the plane of the oxa­diazole ring, with a dihedral angle of 4.35 (9)°. The 2-meth­oxy­phenyl ring is almost normal to the oxa­diazole ring, with a dihedral angle of 84.17 (10)°. In the crystal, mol­ecules are linked by weak C—H⋯S hydrogen bonds and C—H⋯π inter­actions, forming layers parallel to the bc plane. The layers are linked via weak C—H⋯O hydrogen bonds and slipped parallel π–π inter­actions [inter­centroid distance = 3.6729 (10) Å], forming a three-dimensional structure. The thio­phene ring has an approximate 180° rotational disorder about the bridging C—C bond.
Keywords :
hydrogen bonding , crystal structure , disorder , piperazine , thio­phene , 1,3,4-oxa­diazole
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
Serial Year :
2016
Full Text URL :
Record number :
2614892
Link To Document :
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