Received 19 September 2012
In the title compound, C16H14N2O, the benzimidazole ring system is essentially planar. The planes of the benzene rings make a dihedral angle of 85.92 (8)°. In the crystal, neighbouring molecule are connected into paris along the c axis by weak C-HO interactions and the connected pairs are expanded through C-HN hydrogen bonds and C-H interactions along the b axis.
For the synthesis, see: Cao et al. (2012). For applications of nitrogen-containing heterocyclic compounds in the agrochemical and pharmaceutical fields, see: Ge et al. (2009, 2011). For a related structure, see: Sun et al. (2012).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GG2103 ).
This study was supported by theShandong Natural Science Foundation (No. ZR2012BL04)
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cao, X. Q., Lin, X. H., Zhu, Y. & Ge, Y. Q. (2012). Spectrochim. Acta Part A, 98, 76-80.
Ge, Y. Q., Hao, B. Q., Duan, G. Y. & Wang, J. W. (2011). J. Lumin. 131, 1070-1076.
Ge, Y. Q., Jia, J., Yang, H., Zhao, G. L., Zhan, F. X. & Wang, J. W. (2009). Heterocycles, 78, 725-736.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sun, T., Xie, J.-W., Zhao, R.-Y., Zhu, A.-G. & Ge, Y.-Q. (2012). Acta Cryst. E68, o2947.