Received 14 March 2013
There are two conformationally similar molecules in the asymmetric unit of he title compound, C18H18O4, in which the dihedral angles between the benzene rings are 23.54 (12) and 31.11 (12)°. In the crystal, C-H interactions (minimum Hring centroid distance = 2.66 Å) link the molecules into a layered structure extending down a.
The title compound is a derivative of the natural product resveratrol (trans-3,4,5-trihydroxystilbene). For background to resveratrol, see: Jang et al. (1997); Orsini et al. (1997); Pettit et al. (2002). For standard bond lengths and angles, see: Boumendjel et al. (2008). For the synthesis of the title compound, see: Huang et al. (2007).
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); 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: ZS2252 ).
This work was supported by Anhui Provincial Natural Science Foundation (grant No. 1308085MB18).<
Boumendjel, A., Boccard, J., Carrupt, P. A., Nicolle, E., Blanc, M., Geze, A., Choisnard, L., Wouessidjewe, D., Matera, E. L. & Dumontet, C. (2008). J. Med. Chem. 51, 2307-2310.
Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Huang, X. F., Ruan, B. F., Wang, X. T., Xu, C., Ge, H. M., Zhu, H. L. & Tan, R. X. (2007). Eur. J. Med. Chem. 42, 263-267.
Jang, M., Cai, L., Udeani, G. O., Slowing, K. V., Thomas, C. F., Beecher, C. W. W., Fong, H. H. S., Farnworth, R. N., Kinghorn, A. D., Metha, R. G., Moon, R. C. & Pezzuto, J. M. (1997). Science, 275, 218-220.
Orsini, F., Pelizzoni, F., Verotta, L. & Aburjai, T. (1997). J. Nat. Prod. 60, 1082-1087.
Pettit, G. R., Grealish, M. P., Jung, M. K., Hamel, E., Pettit, R. K., Chapuis, J. C. & Schmidt, J. M. (2002). J. Med. Chem. 45, 2534-2542.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.