(2E)-2-(2-Phenylhydrazin-1-ylidene)propanoic acid

Abstract

The 13 non-H atoms comprising the title compound, C9H10N2O2, are close to planar (r.m.s. deviation = 0.140 Å), with maximum deviations of 0.292 (1) and 0.210 (1) Å to either side of the least-squares plane exhibited by the hydroxy and carbonyl O atoms, respectively. The observed conformation is stabilized by an intramolecular O—H...N hydrogen bond. The conformation about the N=C double bond [1.2909 (16) Å] is E. The hydroxy OH group also forms an intermolecular hydrogen bond to a carbonyl O atom, and the amine H atom similarly forms an N—H...O hydrogen bond to a second carbonyl O atom. The result is the formation of a double layer with a flat topology. Layers stack along the a-axis direction connected by C—H...π interactions.