Received 14 December 2011
The molecule of the title compound, C16H16N2O4, exists in the E configuration with respect to the central C=N double bond. The dihedral angle between the two benzene rings is 2.17 (9) Å. In the crystal, molecules are linked via O-HN hydrogen bonds into chains that propagate along the b-axis direction. There is also - stacking of inversion-related molecules, with interplanar spacings of 3.479 (5) Å and ring centroid-centroid distances of 3.876 (4) Å.
The title compound is an imine derivative of 4-hydroxy-3-methoxy-2-nitrobenzaldehyde, a vanillin-like compound. For background to the biological activity of vanillin derivatives, see: Javiya et al. (2008); Cordano et al. (2002). For standard bond lengths, see: Allen et al. (1987).
Data collection: APEX2 (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: PK2377 ).
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