(E)-2,4-Dibromo-6-(hydrazinylidenemethyl)phenol

Abstract

The title compound, C7H6Br2N2O, was obtained from a condensation reaction of 3,5-dibromo-2-hydroxybenzaldehyde and hydrazine hydrate. The molecule is approximately planar, the largest deviation from the mean plane through all of the non-H atoms being 0.053 (1) Å. The molecular conformation is stabilized by an intramolecular O—H...N hydrogen bond, generating an S(6) ring motif. In the crystal, intermolecular N—H...Br and N—H...O hydrogen bonds link the molecules, forming chains parallel to the b axis. Molecules are further linked by π–π stacking interactions, with centroid–centroid distances of 3.925 (3)–3.926 (3) Å, forming a three-dimensional network.

Keywords

• crystal structure
• hydrazonomethyl derivative
• π–π interactions