Received 6 March 2013
In the racemic title compound, C21H18O4, the chromone ring is essentially planar [maximum deviation from the least-squares plane = 0.026 (3) Å], with a dihedral angle of 78.18 (12)° between the benzene rings of the chromanone and chromenone moieties. In the crystal, there are weak - stacking interactions [minimum ring centroid separation = 3.9286 (17) Å].
For backgound to bis-chromanones, see: Dean & Murray (1975); Santhosh & Balasubramanian (1991); Panja et al. (2009). For related structures, see: Ambartsumyan et al. (2012); Nyburg et al. (1986); Li et al. (2010).
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: ZS2250 ).
The authors are thankful to the University Grants Commission, New Delhi, India, for financial support in the form of a Major Research Project. In addition, they express thanks to Dr Srinivasulu and Dr Jai Anand Garg for their valuable support in the preparation of this structure report.
Ambartsumyan, A. A., Vasiléva, T. T., Chakhovskaya, O. V., Mysova, N. E., Tuskaev, V. A., Khrustalev, V. N. & Kochetkov, K. A. (2012). Russ. J. Org. Chem. 48, 451-455.
Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Dean, F. M. & Murray, S. (1975). J. Chem. Soc. Perkin Trans. 1, pp. 1706-1711.
Li, Y., Xiao, T., Liu, D. & Yu, G. (2010). Acta Cryst. E66, o694.
Nyburg, S. C., Prasad, L., Leong, T. S. & Still, I. W. J. (1986). Acta Cryst. C42, 816-821.
Panja, S. K., Maiti, S., Drew, M. G. B. & Bandyopadhyay, Ch. (2009). Tetrahedron, 65, 1276-1280.
Santhosh, K. C. & Balasubramanian, K. K. (1991). Tetrahedron Lett. 32, 7727-7730.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.