The compound 4-amino-3-butyl-1,2,4-triazole-5-thione [crystal data: C 6H12N4S, triclinic, P1̄, Z = 2, a = 7.546(2), b = 11.217(3), c = 5.681(1) Å, α = 103.12(2), β = 91.33(2), γ = 72.41(2)°, V = 445.9(2) Å3] contains an essentially planar triazole ring with the butyl group rotated out of the plane by approximately 104°. The molecules form hydrogen-bonded dimers through intermolecular N-H⋯S interactions involving the thione sulfur atom and the protonated nitrogen atom on the ring. These units are then linked into columns through N-H⋯N hydrogen bonds between the amine group and the unsubstituted ring N atom of adjacent molecules. The structural features of this compound are compared with those of the corresponding triazoles with H, methyl, ethyl and propyl groups on the 3-carbon.
- Amine-substituted triazole
- Thione-substituted triazole