Received 24 February 2010
aSchool of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia,bSchool of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia, and cX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
Correspondence e-mail: firstname.lastname@example.org
In the title molecule, C21H24N2O3, the dihedral angle between the benzene and imidazole rings is 66.33 (13)°. The imidazole ring is essentially planar, with a maximum deviation of 0.004 (2) Å. In the crystal structure, molecules are connected by weak C-HO hydrogen bonds, forming chains along the b axis
For the benzimidazole nucleus as a key building block for compounds showing biologically activity, see: Tanious et al. (2004). For the therapeutic properties of benzimidazole derivatives, see: Kohara et al. (1996); Mader et al. (2008). For 2-substituted-phenylbenzimidazoles with biological activity, see: Coburn et al. (1987); Roth et al. (1997).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2635 ).
NA, ASAR and HO are grateful to Universiti Sains Malaysia (USM) for funding the synthetic chemistry research under the USM Research University grant (1001/PFARMASI/815026). NA thanks USM for the award of postdoctoral fellowship. HKF and MH thank the Malaysian Government and USM for the Research University Golden Goose grant No. 1001/PFIZIK/811012. MH also thanks USM for a post-doctoral research fellowship.
Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Coburn, R. A., Clark, M. T., Evans, R. T. & Genco, R. J. (1987). J. Med. Chem. 30, 205-208.
Kohara, Y., Kubo, K., Imamiya, E., Wada, T., Inada, Y. & Naka, T. (1996). J. Med. Chem. 39, 5228-5235.
Mader, M., de Dios, A., Shih, C. & Anderson, B. D. (2008). Bioorg. Med. Chem. Lett. 18, 179-183.
Roth, T., Morningstar, M. L., Boyer, P. L., Hughes, S. H., Buckheit, R. W. & Michejda, C. J. (1997). J. Med. Chem. 40, 4199-4207.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Tanious, F. A., Hamelberg, D., Bailly, C., Czarny, A., Boykin, D. W. & Wilson, W. D. (2004). J. Am. Chem. Soc. 126, 143-153.