Intra-molecular 1,5-S⋯N σ-hole inter-action in ()-'-(pyridin-4-yl-methyl-idene)thio-phene-2-carbohydrazide.

The title compound, CHNOS, (), crystallizes in the monoclinic space group 2/. The mol-ecular conformation is nearly planar and features an intra-molecular chalcogen bond between the thio-phene S and the imine N atoms. Within the crystal, the strongest inter-actions between mol-ecules are the N-H⋯O hydrogen bonds, which organize them into inversion dimers. The dimers are linked through short C-H⋯N contacts and are stacked into layers propagating in the (001) plane. The crystal structure features π-π stacking between the pyridine aromatic ring and the azomethine double bond. The calculated energies of pairwise inter-molecular inter-actions within the stacks are considerably larger than those found for the inter-actions between the layers.