C17H16N4OS, monoclinic, P\2\k\ (no. 14), a = 7.9578(9) Â, b = 15.466(2) Â, c = 13.964(2) k,ß = 92.177(2)°, V= 1717.3 Â 3 , Ζ = 4, R gt (F) = 0.073, = 0.168, Γ =273 Κ. Source of materialThe title compound was prepared by the reaction of 4-amino-3-(2-ethoxyphenyl)-liM,2,4-triazole-5(4//)-thione (0.002 mol) and benzaldehyde (0.002 mol) with a little concentrated hydrochloric acid in ethanol (20 ml). The mixture was refluxed for 3 h and the solid obtained on cooling was filtered, washed with cold water, dried and recrystallized from ethanol to give the title compound. The purified product was dissolved in ethanol and single crystals were obtained after 5 days by slow evaporation of the ethanol solution at room temperature. The key intermediate triazole was prepared from 2-ethoxybenzoic acid hydrazide (prepared from 2-ethoxybenzoic acid), following the literature method of [1]. Experimental detailsThe HI atom was refined subject to the restraint d{Ν-Η) = 0.85(3) Â. The other H atoms were positioned geometrically and alio wed to ride on their parent atoms at distances of d(Csp 2 -H) = 0.93 Â with i/iso = 1.2 i/eq(parent atom), and d(Csp 3 -H) = 0.96 or 0.97 Â with i/iso =1.5 l/eq(parent atom). The huge R values may be attributed to the weak diffraction intensity of the sample crystal. DiscussionHeterocyclic compounds containing a 1,2,4-triazole group have attracted considerable attention over the past two decades. Most of them have been shown to possess diverse biological activities [2][3][4][5], such as antibacterial, antifungal, antithyroid, hypoglycaemic and antidepressant Schiff bases also constitute a good type of biologically active substructure. Studies of pyrazole Schiff base-type fungicides and triazole compounds containing the hydrazonecarbonyl group have been reported [6]. In the title crystal structure, the bond lengths and angles are usual. The five-membered triazole ring and two benzene rings are each essentially planar. The triazole and the benzene ring (C1-C6) make a dihedral angle of 57.3(1)°, and the dihedral angle between the triazole and the benzene ring (C10-C15) is 34.3 (2)°. Both the S-C and C-Ν bond lengths are in good agreement with the values observed in related compounds. The short C-Ν bond lengths of 1.294(3) A for NI-C7 and 1.251(3) Â for N4-C9 [7][8][9], respectively, suggest partially localized double bonds.
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