Received 26 October 2012
aNatural Products Research Laboratory, School of Science, Mae Fah Luang, University, Tasud, Muang, Chiang Rai 57100, Thailand,bDepartment of Chemistry, University of Hull, Cottingham Road, Hull HU6 7RX, England, and cDepartment of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand
Correspondence e-mail: email@example.com
In the title compound, C17H16O7, which was isolated from the leaves of Micromelum integerrimum, the furan ring adopts an envelope conformation with the O atom as the flap. An intramolecular C-HO hydrogen bond occurs. The carbonyl O atom is disordered in a 0.57 (8):0.43 (8) ratio. In the crystal, molecules are linked by weak C-HO hydrogen bonds into a C(10) chain along .
Micromelum integerrimum is a shrub in the Rutacae family containing the coumarin molecule, micromelin, as the major chemical constituent (Cassady et al., 1979). Many coumarins including micromelin have been extracted from Rutacae plants, and for some their cytotoxicity has been investigated (Sripisut et al., 2012; He et al., 2001). For previous reports on the isolation of micromelin (micromelumin) from a Northern Queensland collection, an Assamese collection, and a Northeast Thailand collection, see: Lamberton et al. (1967); Das et al. (1984); Siridechakorn et al. (2012). For detailed H1 NMR spectroscopic data, see: Das et al. (1984); Siridechakorn et al. (2012). For a phytochemical investigation, see: Siridechakorn et al. (2012). For a closely related micromelin structure, C15H12O6, see: Fun et al. (2011). For hydrogen-bond motifs, see: Bernstein et al. (1995). For puckering parameters, see: Cremer & Pople (1975).
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2007); software used to prepare material for publication: publCIF (Westrip, 2010) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BX2427 ).
The Thailand Research Fund is acknowledged for a research grant.
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