Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hy-droxy-benzo-yl)hydrazin-1-yl-idene]meth-yl}pyridin-1-ium nitrate.

Abstract

The asymmetric unit of the title aroyl hydrazone Schiff base salt, C13H12N3O2+·N O3-, consists of one mol-ecular cation in the keto tautomeric form, adopting an E configuration with respect to the azomethine bond, and one nitrate anion. The two units are linked via an N-H⋯O hydrogen bond. The mol-ecule overall is non-planar, with the pyridinium and benzene rings being inclined to each other by 4.21 (4)°. In the crystal, cations and anions are linked via inter-molecular O-H⋯O and bifurcated N-H⋯O hydrogen bonds, forming a two-dimensional network parallel to (101). These networks are further linked by C-H⋯O hydrogen bonds, forming slabs parallel to (101). The slabs are linked by offset π-π inter-actions, involving the benzene and pyridinium rings of adjacent slabs [inter-centroid distance = 3.610 (2) Å], forming a three-dimensional structure. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯O/O⋯H (45.1%), H⋯H (19.3%), H⋯C/C⋯H (14.5%), H⋯N/N⋯H (7.9%) and C⋯C (6.0%) inter-actions.