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

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%).

Source: Acta Crystallographica Section E - December 12, 2023 Category: Chemistry Authors: Bouhidel, Z. Sahli, K. Cherouana, A. Tags: benzimidazole single crystal X-ray diffraction hydrogen bonding intermolecular interactions Hirshfeld surface analysis research communications Source Type: research