Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio-phen-3-ylmeth-yl)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione.

Vu Quoc, Trung, Nguyen Ngoc, Linh, Do Ba, Dai, Pham Chien, Thang, Nguyen Huy, Hung and Van Meervelt, Luc ORCID: 0000-0003-2186-5209 (2018) Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio-phen-3-ylmeth-yl)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione. Acta crystallographica. Section E, Crystallographic communications, 74 (Pt 6). pp. 812-815.

Text Crystal structure and Hirshfield surface analysis of 4-phenyl-3-(thio-phen-3-ylmeth-yl)-1H-1,2,4-triazole-5(4H)-thione.pdf - Published version Download (580kB) | Preview

Abstract

In the title compound, C₁₃H₁₁N₃S₂, the phenyl ring is twisted from the 1,2,4-triazole plane by 63.35 (9)° and by 47.35 (9)° from the thio-phene plane. In the crystal, chains of mol-ecules running along the <i>c</i>-axis direction are formed by N-H⋯S inter-actions [graph-set motif <i>C</i>(4)]. The 1,2,4-triazole and phenyl rings are involved in π-π stacking inter-actions [centroid-centroid distance = 3.4553 (10) Å]. The thio-phene ring is involved in C-H⋯S and C-H⋯π inter-actions. The inter-molecular inter-actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H⋯H (35.8%), followed by S⋯H/H⋯S (26.7%) and C⋯H/H⋯C (18.2%).

Item Type:	Article
Uncontrolled Keywords:	1,2,4-triazole, Hirshfield surfaces, crystal structure, thione tautomer, thio­phene
Depositing User:	Symplectic Admin
Date Deposited:	30 May 2019 09:44
Last Modified:	19 Jan 2023 00:42
DOI:	10.1107/s2056989018007193
Related URLs:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3043321