2-(1H-Benzoimidazol-2-yl)-6-ethoxyphenol

Abstract

The title Schiff base compound, C15H14N2O2, consists of two crystallographically independent mol­ecules, A and B. Mol­ecule A is almost planar, whereas mol­ecule B is slightly twisted, the dihedral angles between the benzimidazole group and the benzene rings being 2.65 (12) and 13.17 (15)°, respectively. The methyl group of mol­ecule B is disordered over two positions, with a refined site-occupancy ratio of 0.581 (7):0.419 (7). In each mol­ecule, intra­molecular O—H⋯N hydrogen bonds generate S(6) ring motifs. In the crystal structure, both types of mol­ecules are linked via inter­molecular bifurcated N—H⋯O hydrogen bonds into one-dimensional extended chains along [010] and form R 1 2(5) ring motifs. The crystal structure is further stabilized by inter­molecular C—H⋯π and π–π inter­actions [centroid–centroid distances = 3.4758 (16)–3.596 (2) Å].