Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate

Acta Crystallogr Sect E Struct Rep Online. 2010 Feb 20;66(Pt 3):o671-2. doi: 10.1107/S1600536810004794.

Abstract

Crystals of the title compound, 2C(26)H(18)N(4)O(2)·C(7)H(8), were obtained from the reaction of 8-hydroxy-quinoline with 1,2-phenyl-enediamine in methanol and recrystallized from toluene. The compound contains three essentially planar ring systems: the benzimidazole ring (r.m.s. deviation = 0.039 Å) and two 8-hydroxy-quinoline rings (r.m.s. deviations of 0.0056 Å in both rings). The benzimidazole ring and one 8-hydroxy-quinoline ring are almost co-planar, forming a dihdral angle of 3.1 (2)°. The other 8-hydroxy-quinoline ring is almost perpendicular to the benzimidazole plane with a dihedral angle of 86.2 (2)°. Intra-molecular O-H⋯N contacts are present. The crystal structure is stabilized by inter-molecular O-H⋯N inter-actions. The complete toluene molecule is generated by crystallographic inversion symmetry; therefore its methyl group is disordered over two sites of equal occupancy.