Acta Crystallographica Section E (Sep 2013)

1-{2-(4-Chlorobenzyloxy)-2-[4-(morpholin-4-yl)phenyl]ethyl}-1H-benzimidazole propan-2-ol monosolvate

  • Özden Özel Güven,
  • Seval Çapanlar,
  • Philip D. F. Adler,
  • Simon J. Coles,
  • Tuncer Hökelek

DOI
https://doi.org/10.1107/S1600536813022599
Journal volume & issue
Vol. 69, no. 9
pp. o1437 – o1438

Abstract

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In the title compound, C26H26ClN3O2·C3H7OH, the benzimidazole ring system is essentially planar [maximum deviation = −0.018 (2) Å] and its mean plane is oriented with respect to the two benzene rings at dihedral angles of 4.51 (6) and 56.16 (6)°, and the dihedral angle between the two benzene rings is 59.11 (7)°. The morpholine ring displays a chair conformation. The propan-2-ol solvent molecule links with the benzimidazole ring via an O—H...N hydrogen bond. In the crystal, weak intermolecular C—H...O hydrogen bonds link the molecules into inversion dimers with an R22(28) motif. π–π stacking occurs between the parallel chlorobenzene rings [centroid–centroid distance = 3.792 (1) Å]. Weak C—H...π interactions and short Cl...Cl [3.2037 (10) Å] contacts are also observed.