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The title 1,2,4-triazole compound, C(13)H(11)N(5)OS·C(3)H(7)NO, crystallizes as a 1:1 dimethyl-formamide (DMF) solvate. The main mol-ecule exists in a trans configuration with respect to the acyclic C=N bond. An intra-molecular C-H⋯S hydrogen bond generates an S(6) ring motif. In the synthesis, a proton is transferred from the O atom of a hydr-oxy group to the quinoline group N atom. The essentially planar triazole ring and quinoline ring system [maximum deviations of 0.001 (2) and 0.013 (2) Å, respectively] form a dihedral angle of 5.86 (9)°. In the crystal structure, mol-ecules of (E)-4-[(2-hydroxy-3--quinolyl)methyl-eneamino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione are linked into R(2) (2)(8) centrosymmteric dimers via N-H⋯O hydrogen bonds. These dimers are further linked into an extended three-dimensional structure by the DMF solvent mol-ecules via inter-molecular N-H⋯O and C-H⋯O hydrogen bonds. The crystal structure is consolidated by two different inter-molecular π-π inter-actions [centroid-centroid distances = 3.6593 (12) and 3.6892 (12) Å].

acta crystallographica. section e

(E)-3-Methyl-4-[(2-oxidoquinolin-1-ium-3-yl)methyleneamino]-1H-1,2,4-triazole-5(4H)-thioneN,N-dimethylformamide solvate