N-Ha⟨-S hydrogen bonding motifs in crystalline solids of 1,2,4-triazole-5-thiones: Application of the Cambridge Structural Database. R 2 2 (8) ring motif

A database study on the N-Ha <-S hydrogen bonding ring motif (R (2) (2) (8)) for 1,2,4-triazole-5-thiones is reported. The R (2) (2) (8) ring is one of the most general ring motifs observed in the crystallographic literature, however, up to now the ring synthon built by the N-Ha <-S interaction has not been particularly described. Probably, in multi-heteroatom systems, other structure-determining stronger interactions may take precedence over weaker N-Ha <-S interactions. On the other hand, in recent years, considerable importance has been given to structures determined through N-Ha <-S interactions. It is also common in the crystals of 1,2,4-triazole-5-thione derivatives.