Received 1 July 2010
The title compound, C13H8Cl2N2O, was prepared by the reaction of 3,5-dichloro-2-hydroxybenzaldehyde with 1,2-diaminobenzene in methanol at ambient temperature. The title molecule is essentially planar, the mean deviation from the plane of the non-H atoms being 0.037 (2) Å. There is an intramolecular O-HN hydrogen bond in the molecule. In the crystal, symmetry-related molecules are linked through N-HO hydrogen bonds, forming polymeric chains propagating in . The chains are linked by - interactions involving the dichlorophenol ring and the benzoimidazole ring system [centroid-centroid distances = 3.535 (2) and 3.724 (2) Å].
For the preparation and crystal structures of some Schiff bases bearing a C=N double bond, see: Jeseentharani et al. (2010); Hamaker et al. (2010); Tanaka et al. (2010); Tunç et al. (2009); Khalaji et al. (2010). For standard bond distances, see: Allen et al. (1987).
Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); 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: SU2193 ).
The author acknowledges Hunan Yongzhou Vocational College for supporting this work.
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