Crystal structure and Hirshfeld surface analysis of a new benzimidazole compound, 3-{1-[(2-hydroxyphenyl)methyl]-1H-1,3-benzodiazol-2-yl}phenol

Abstract

The title compound, C20H16N2O2, is composed of two monosubstituted benzene rings and one benzimidazole unit. The benzimidazole moiety subtends dihedral angles of 46.16 (7) and 77.45 (8)° with the benzene rings, which themselves form a dihedral angle of 54.34 (9)°. The crystal structure features O—H...N and O—H...O hydrogen-bonding interactions, which together lead to the formation of two-dimensional hydrogen-bonded layers parallel to the (101) plane. In addition, π–π interactions also contribute to the crystal cohesion. Hirshfeld surface analysis indicates that the most significant contacts in the crystal packing are: H...H (47.5%), O...H/H...O (12.4%), N...H/H...N (6.1%), C...H/H...C (27.6%) and C...C (4.6%).

Keywords

• benzimidazole
• single crystal
• x-ray diffraction
• hydrogen bonding
• intermolecular interactions
• hirshfeld surface analysis