Received 4 December 2012
aPostgraduate Research Department of Physics, Rajah Serfoji Government College (Autonomous), Thanjavur 613 005, Tamilnadu, India,bDepartment of Chemistry, Annamalai University, Annamalai Nagar 608 002, Tamilnadu, India,cDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA, and dDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey
Correspondence e-mail: email@example.com
In the title molecule, C19H14N2O, the benzimidazole unit is close to being planar [maximum deviation = 0.0253 (11) Å] and forms dihedral angles of 68.98 (6) and 20.38 (7)° with the adjacent phenyl and benzene rings; the dihedral angle between the latter two planes is 64.30 (7)°. An intramolecular O-HN hydrogen bond generates an S(6) ring motif. In the crystal, molecules are linked by C-HN and C-HO hydrogen bonds, and consolidated into a three-dimensional architecture by - stacking interactions, with a centroid-centroid distance of 3.8428 (12) Å.
For the range of pharmacological activities and toxicological properties of benzimidazole derivatives, see: Spasov et al. (1999). For closely related crystal structures, see: Jayamoorthy et al. (2012); Rosepriya et al. (2012). For hydrogen-bond motifs, see: Bernstein et al. (1995).
Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS86 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK5179 ).
KJ thanks the DST (No. SRS1IC-73/2010) for a fellowship. JJ thanks the DST (No. SRSIC-73/2010), the UGC [F. No. 36-21/2008 (SR)] and the DRDO (NRB-213/MAT/10-11) for providing funds for this research. RJB acknowledges the NSF-MRI program (grant No. CHE-0619278) for funds to purchase an X-ray diffractometer.
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