Crystal structure of 5-[2-(9 H-carbazol-9-yl)eth-yl]-1,3,4-oxa-diazole-2(3 H)-thione

Jim Simpson; Shaaban K Mohamed; Talaat I El-Emary; Mustafa R Albayati

doi:10.1107/S2056989017009252

Crystal structure of 5-[2-(9 H-carbazol-9-yl)eth-yl]-1,3,4-oxa-diazole-2(3 H)-thione

Acta Crystallogr E Crystallogr Commun. 2017 Jun 23;73(Pt 7):1066-1069. doi: 10.1107/S2056989017009252. eCollection 2017 Jul 1.

Authors

Jim Simpson¹, Shaaban K Mohamed^{2

3}, Talaat I El-Emary⁴, Mustafa R Albayati⁵

Affiliations

¹ Department of Chemistry, University of Otago, PO Box 56, Dunedin, New Zealand.
² Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England.
³ Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
⁴ Department of Chemistry, Faculty of Science, Assiut University, 71515 Assiut, Egypt.
⁵ Kirkuk University, College of Education, Department of Chemistry, Kirkuk, Iraq.

Abstract

The title compound, C₁₆H₁₃N₃OS, comprises an oxa-diazo-lethione ring bound to the N atom of an almost planar carbazole ring system (r.m.s. deviation = 0.0088 Å) through an ethyl-ene chain. The oxa-diazole ring is inclined to the the carbazole ring system by 40.71 (6)°. In the crystal, N-H⋯O, N-H⋯S, C-H⋯N and C-H⋯S hydrogen bonds combine with C-H⋯π(ring) and π-π contacts to stack the mol-ecules along the b-axis direction.

Keywords: C—H⋯π(ring) contacts; carbazole; crystal structure; hydrogen bonds; oxadiazolethione; π–π stacking.