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. 2009 May 14;65(Pt 6):o1242-3.
doi: 10.1107/S160053680901650X.

4-{[(E)-(4-Chloro-phen-yl)methyl-idene]amino}-3-{2-[4-(2-methyl-prop-yl)phen-yl]eth-yl}-1H-1,2,4-triazole-5(4H)-thione

Hoong-Kun Fun, Samuel Robinson Jebas, K V Sujith, Balakrishna Kalluraya

4-{[(E)-(4-Chloro-phen-yl)methyl-idene]amino}-3-{2-[4-(2-methyl-prop-yl)phen-yl]eth-yl}-1H-1,2,4-triazole-5(4H)-thione

Hoong-Kun Fun et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The asymmetric unit of the title compound, C(21)H(23)ClN(4)S, contains nine crystallographically independent mol-ecules, labelled A to I. The orientation of the 2-[4-(2-methyl-prop-yl)phen-yl]ethyl unit with respect to the rest of the mol-ecule is significantly different in mol-ecules E, F, H and I compared to the other independent mol-ecules. The isobutyl group of mol-ecule B is disordered over two orientations, with occupancies of 0.764 (7) and 0.236 (7). The benzene rings of the chloro-phenyl and methyl-propyl-phenyl units form dihedral angles of 21.90 (11) and 71.47 (11)°, respectively, with the triazole ring in mol-ecule A [9.15 (11) and 80.37 (11)° in B, 7.14 (11) and 84.06 (11)° in C, 25.76 (11) and 76.59 (11)° in D, 13.68 (11) and 76.82 (10)° in E, 8.38 (11) and 69.77 (10)° in F, 30.34 (11) and 78.12 (11)° in G, 21.20 (11) and 71.58 (10)° in H, and 27.65 (11) and 65.23 (11)° in I]. In each independent mol-ecule, a C-H⋯S hydrogen bond is observed. The crystal packing is stabilized by N-H⋯S and C-H⋯S hydrogen bonds, and by C-H⋯π inter-actions involving the methyl-propyl-phenyl ring.

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Figures

Fig. 1.
Fig. 1.
The asymmetric unit of the title compound, showing 30% probability displacement ellipsoids and the atom numbering scheme of molecule A and molecule B. For clarity labelling is not shown for the remaining seven molecules.
Fig. 2.
Fig. 2.
One of the nine independent molecules in the asymmertic unit to show clearly the atomic labelling. The other eight molecules are labelled in a similar manner.
Fig. 3.
Fig. 3.
Superimposed fit of molecule A (solid lines) and molecules B to I (dashed lines).
See this image and copyright information in PMC

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