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In the Schiff base mol­ecule of the title compound, C36H48N2O2·C3H6O, the central benzene ring makes dihedral angles of 46.64 (10) and 49.34 (10)° with the two outer benzene rings, and the two outer benzene rings form an angle of 39.13 (8)°. There are two intra­molecular O—H⋯N hydrogen bonds involving the two hydr­oxy groups, which generate S(6) ring motifs. In the crystal structure, the Schiff base mol­ecules are linked into a chain along the a axis by C—H⋯π inter­actions. The acetone solvent mol­ecules are attached to the chain via C—H⋯O hydrogen bonds.

In the title mol­ecule, C15H14N2O2, the substituted benzene ring forms a dihedral angle of 4.15 (1)° with the benzimidazole ring system. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the solid state, mol­ecules are linked into chains along the [001] via inter­molecular bifurcated N—H⋯(O,O) hydrogen bonds, which generate R 1 2(5) ring motifs. The crystal packing is also consolidated by C—H⋯π inter­actions, and π–π stacking inter­actions between the imidazole and substituted benzene rings [centroid–centroid distance = 3.5746 (13) Å]. The methyl group attached to the benzimidazole ring system is disordered over two positions with occupancies of 0.587 (6) and 0.413 (6), suggesting 180° rotational disorder for the benzimidazole group.

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Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.002 Å; R factor = 0.052; wR factor = 0.143; data-to-parameter ratio = 21.6.The title compound, C 28 H 28 N 2 O 4 ÁC 5 H 5 N, crystallizes with two molecules in the asymmetric unit. In both molecules, the benzimidazole ring system is essentially planar and forms dihedral angles of 85.35 (5) and 50.51 (5) with the two benzene rings in one molecule, and 82.93 (5) and 51.30 (5) in the other molecule. The hydroxy groups are coplanar with the attached benzene rings, whereas the methoxy groups are slightly twisted away from the planes of the attached benzene rings. O-HÁ Á ÁO intramolecular hydrogen bonds involving the hydroxy and methoxy groups generate S(6) ring motifs. In the crystal structure, molecules are linked into chains along the [110] direction by O-HÁ Á ÁN and C-HÁ Á ÁO hydrogen bonds.