Crystal structure of 2-hydroxyimino-2-(pyridin-2-yl)-N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide

Abstract

The molecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 angstrom), with the planes of the two pyridine rings inclined to one another by 5.51 (7)degrees. The oxime group is syn to the amide group, probably due to the formation of an intramolecular N-H center dot center dot center dot N hydrogen bond that forms an S(6) ring motif. In the crystal, molecules are linked by pairs of bifurcated O-H center dot center dot center dot(O, N) hydrogen bonds, forming inversion dimers. The latter are linked via C-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds, forming sheets lying parallel to (502). The sheets are linked via pi-pi stacking interactions [intercentroid distance = 3.7588 (9) angstrom], involving the pyridine rings of inversionrelated molecules, forming a three-dimensional structure.