Structure of 4-amino-3-butyl-1,2,4-triazole-5-thione: Relation to derivatives with H, Me, Et, and Pr in the 3-position

The compound 4-amino-3-butyl-1,2,4-triazole-5-thione crystal data: C₆H₁₂N₄S, triclinic, P , Z = 2, a = 7.546(2), b = 11.217(3), c = 5.681(1) ?, α = 103.12(2), β = 91.33(2), γ = 72.41(2)°, V = 445.9(2) ?³] 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–HS interactions involving the thione sulfur atom and the protonated nitrogen atom on the ring. These units are then linked into columns through N–HN 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.