Received 29 October 2013
The title azine molecule, C28H24N2O4, lies about a center of inversion. The dihedral angle between the phenyl ring and the hydroxy-substituted ring is 70.3 (5)°. The phenolic O-H group forms an intramolecular hydrogen bond to the azine N atom.
For the biological activity of azines, see: Gul et al. (2003); Kumaraswamy & Vaidya (2005). For related structures, see: Acrovito et al. (1969); Sithambaresan & Kurup (2011). For a related synthesis, see: Karmakar et al. (2007).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2010); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG5346 ).
NRS thanks the Council of Scientific and Industrial Research (India) for a Junior Research Fellowship. MRPK thanks the University Grants Commission, New Delhi, for a UGC-BSR one-time grant to faculty. The authors thank the Sophisticated Analytical Instruments Facility, Cochin University of S & T, for the diffraction measurements.
Acrovito, G., Bonamico, M., Dornenicano, A. & Vaciago, A. (1969). J. Chem. Soc. B, pp. 173-742.
Brandenburg, K. (2010). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2004). SADABS, APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Gul, H. I., Gul, M., Vepsalainen, J., Erciyas, E. & Hanninen, O. (2003). Biol. Pharm. Bull. 26, 631-637.
Karmakar, A., Sarma, R. J. & Baruah, J. B. (2007). Polyhedron, 26, 1347-1355.
Kumaraswamy, M. N. & Vaidya, V. P. (2005). Indian J. Heterocycl. Chem. 14, 193-196.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sithambaresan, M. & Kurup, M. R. P. (2011). Acta Cryst. E67, o2972.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.