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. 2014 Jul 26;70(Pt 8):o881-2.
doi: 10.1107/S1600536814016833. eCollection 2014 Aug 1.

4-[(5-Bromo-2-hy-droxy-benzyl-idene)amino]-3-ethyl-1H-1,2,4-triazole-5(4H)-thione

Cai-Xia Yuan  1 , Shu-Fen Lan  1 , Xin-Yu Liu  1 , Miao-Li Zhu  1
Affiliations

4-[(5-Bromo-2-hy-droxy-benzyl-idene)amino]-3-ethyl-1H-1,2,4-triazole-5(4H)-thione

Cai-Xia Yuan et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C11H11BrN4OS, crystallized as a racemic twin with two symmetry-independent mol-ecules in the asymmetric unit. The dihedral angles between the benzene and triazole rings of the two independent mol-ecules are 56.41 (18) and 54.48 (18)°. An intra-molecular O-H⋯N hydrogen bond occurs in each mol-ecule. In the crystal, pairs of symmetry-independent mol-ecules are linked by pairs of almost linear N-H⋯S hydrogen bonds, forming cyclic dimers characterized by an R 2 (2)(8) motif. There are weak π-π inter-actions between the benzene rings of symmetry-independent mol-ecules, with a centroid-centroid distance of 3.874 (3) Å.

Keywords: crystal structure.

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Figures

Fig. 1.
Fig. 1.
View of the structure with displacement ellipsoids drawn at the 30% probability level. Dotted lines represent hydrogen bonds and π–π interactions.
Fig. 2.
Fig. 2.
A part of the crystal structure, showing the formation of a chain of R22(8) hydrogen-bonded rings and π-π stacking between the benzene rings rings; Cg1: C6/C7/C8/C9/C10/C11, Cg2: C17/C18/C19/C20/C21/C22. Symmetry codes: i) x - 1, y. z + 1; ii) x + 1, y, z - 1. H atoms without H-bonds have been omitted for clarity.
See this image and copyright information in PMC

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