Received 14 June 2012
In the title compound, C13H12O3, the pyran ring adopts a half-chair conformation with a C atom deviating from the least-squares plane of the remaining ring atoms by 0.606 (2) Å. This plane and that of the benzene ring make a dihedral angle of 44.18 (6)°. In the crystal, molecules are linked through O-HO hydrogen bonds into infinite chains along the b axis, and these chains are cross-linked by C-HO hydrogen bonded into sheets lying parallel to the bc plane. The layers are further connected via C-H interactions to form a three-dimensional supramolecular structure.
Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2; data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); 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: PV2562 ).
This research was financially supported by UKM grant (grant No. UKM-DLP-2012-033). We are grateful to Dr Shamsul Khamis for the assistance in identifying plant material.
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Fun, H.-K., Sivakumar, K., Ang, H.-B., Sam, T.-W. & Gan, E.-K. (1995). Acta Cryst. C51, 1330-1333.
Goh, S. H., Ee, G. C. L. & Chuah, C. H. (1995). Nat. Prod. Lett. 5, 255-259.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tuchinda, P., Munyoo, B., Pohmakotr, M., Thinapong, P., Sophasan, S., Santisuk, T. & Reutrakul, V. (2006). J. Nat. Prod. 69, 1728-1733.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.