2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol

Abstract

The title compound, C13H8Cl2N2O, was prepared by the reaction of 3,5-dichloro-2-hydroxybenzaldehyde with 1,2-diaminobenzene in methanol at ambient temperature. The title molecule is essentially planar, the mean deviation from the plane of the non-H atoms being 0.037 (2) Å. There is an intramolecular O—H...N hydrogen bond in the molecule. In the crystal, symmetry-related molecules are linked through N—H...O hydrogen bonds, forming polymeric chains propagating in [001]. The chains are linked by π–π interactions involving the dichlorophenol ring and the benzoimidazole ring system [centroid–centroid distances = 3.535 (2) and 3.724 (2) Å].