2-Hydroxyimino-N′-[1-(2-pyridyl)ethylidene]propanohydrazide

The title compound, C10H12N4O2, features an intramolecular N—H⋯N hydrogen bond formed between the imine NH and oxime N atoms. The oxime group and the amide C=O bond are anti to each other. In the crystal, molecules are connected by O—H⋯O hydrogen bonds into supramolecular zigzag chains along the c axis.

The title compound, C 10 H 12 N 4 O 2 , features an intramolecular N-HÁ Á ÁN hydrogen bond formed between the imine NH and oxime N atoms. The oxime group and the amide C O bond are anti to each other. In the crystal, molecules are connected by O-HÁ Á ÁO hydrogen bonds into supramolecular zigzag chains along the c axis.

Comment
As a part of our on-going work, we would like to report the structure of the title compound (I), Fig. 1, which comprises several groups capable of forming hydrogen bonding interactions: oxime, hydrazone, azomethine, and pyridine. Molecule (I) has been shown previously to form mono-and tetra-nuclear grid-like complexes with 3d-metals (Moroz et al., 2008a,b).
In the crystal packing molecules are united by O2-H···O1 hydrogen bonds, Table 1, where oximic-oxygen atom acts as donor and the hydrazone-oxygen atom acts as an acceptor (Fig. 2). This interaction probably results in the elongation of the C8-O1 bond to 1.233 (4) Å as compared with its mean value 1.210 Å (Bürgi & Dunitz, 1994). Due to the presence of the O2-H···O1 hydrogen bonds, zig-zag supramolecular chains are formed along the c axis.

Experimental
Compound (I) was prepared according to the reported procedure (Moroz et al., 2008b).

Refinement
All H atoms were observed in a difference Fourier map, but C-H hydrogen atoms were placed at calculated positions and  Fig. 1. A view of (I), with displacement ellipsoids shown at the 40% probability level and atom labelling.