2-[1-(2-Hydroxy-3-methoxybenzyl)-1H-benzimidazol-2-yl]-6-methoxyphenol monohydrate

Abstract

The asymmetric unit of the title compound, C(22)H(20)N(2)O(4)·H(2)O, comprises a substituted benzimidazole molecule and a water mol-ecule of crystallization. The dihedral angles between the benzimidazole ring system and the two outer benzene rings are 16.54 (4) and 86.13 (4)°. The dihedral angle between the two hydr-oxy-substituted benzene rings is 82.20 (5)°. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds, involving the hydr-oxy groups and water mol-ecules, form R(4) (4)(8) ring motifs, and link symmetry-related mol-ecules into extended chains along the c axis. The crystal structure is further stabilized by weak inter-molecular C-H⋯O hydrogen bonds, weak C-H⋯π and π-π stacking [centroid-centroid = 3.6495 (6)-3.7130 (6) Å] inter-actions. Intra-molecular O-H⋯O and O-H⋯N inter-actions are also present.

Fig. 1.

The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atomic numbering. Intramolecular H bonds are drawn as a dashed line.

Fig. 2.

Part of the crystal structure of the title compound, viewed along the a-axis showing 1-D extended chains along the c-axis. Intermolecular interactions are drawn as dashed lines.