organic compounds
Acta Crystallographica Section E Experimental Structure Reports Crystal data Online C14H12O4 2H2O = 79.651 (7) ISSN 1600-5368 ˚ 3 Mr = 280.27 V = 654.51 (9) A Triclinic, P1 Z =2 a = 6.6523 (5) A˚ Cu K radiation Oxyresveratrol from Mulberry as a b = 9.2005 (9) A˚ = 0.95 mm 1 c = 11.5294 (8) A˚ T = 293 K dihydrate = 72.533 (7) 0.40 0.30 0.20 mm = 78.686 (6) a b b a Hui Deng, Xixin He, Yujuan Xu and Xiaopeng Hu * Data collection a Agilent Xcalibur Onyx Nova 4145 measured reflections School of Pharmaceutical Science, Sun Yat-sen University, Guangzhou 510006, b diffractometer 2297 independent reflections People’s Republic of China, and College of Chinese Materia Medica, Guangzhou Absorption correction: multi-scan 2002 reflections with I >2 (I) University of Chinese Medicine, Guangzhou 510006, People’s Republic of China (CrysAlis PRO; Agilent, 2010) Rint = 0.022 Correspondence e-mail: [email protected] Tmin = 0.704, Tmax = 0.834
Received 30 March 2012; accepted 31 March 2012 Refinement 2 2 Key indicators: single-crystal X-ray study; T = 293 K; mean (C–C) = 0.003 A˚; R[F >2 (F )] = 0.042 H atoms treated by a mixture of 2 R factor = 0.042; wR factor = 0.141; data-to-parameter ratio = 11.7. wR(F ) = 0.141 independent and constrained S = 1.13 refinement ˚ 3 2297 reflections Á max = 0.50 e A ˚ 3 197 parameters Á min = 0.44 e A The title compound {systematic name: 4-[(E)-2-(3,5-dihy- 5 restraints droxyphenyl)ethenyl]benzene-1,3-diol dihydrate}, C14H12O4 - 2H2O, a derivative of resveratrol, was isolated from mulberry. The linking C C double bond has a trans conformation and Table 1 ˚ allows the formation of a conjugated system throughout the Hydrogen-bond geometry (A, ). molecule. The dihedral angle between the benzene rings is D—H AD—H H AD AD—H A 9.39 (9) . In the crystal, molecules are connected into a three- O1—H1 O4i 0.84 1.90 2.7329 (18) 173 dimensional architecture through O—H O hydrogen bonds O2—H2 O6ii 0.84 1.89 2.720 (2) 171 between hydroxy groups of oxyresveratrol and solvent water O3—H3A O6iii 0.84 1.97 2.8045 (19) 169 O4—H4 O5iv 0.84 1.89 2.7259 (19) 170 molecules. O5—H5A O1i 0.89 (2) 1.90 (2) 2.7879 (19) 172 (2) O5—H5B O2v 0.89 (2) 1.88 (2) 2.7449 (19) 161 (2) O6—H6B O2ii 0.90 (3) 1.95 (3) 2.720 (2) 143 (4) Related literature O6—H6C O6vi 0.90 (4) 1.87 (4) 2.7583 (19) 172 (5) Symmetry codes: (i) x; y þ 1; z þ 2; (ii) x; y þ 2; z þ 1; (iii) For medicinal properties and the biological activity of x þ 2; y þ 1; z þ 1; (iv) x þ 1; y; z; (v) x þ 1; y 1; z; (vi) oxyresveratrol, see: Mongolsuk et al. (1957); Charoenlarp et al. x þ 1; y þ 1; z þ 1. (1981, 1989); Zheng et al. (2010, 2011); Kim et al. (2002, 2004); Shin et al. (1998); Lipipun et al. (2011); Galindo et al. (2011); Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: Sasivimolphan et al. (2009); Chuanasa et al. (2008); Likhitwi- CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to tayawuid (2008); Likhitwitayawuid et al. (2005, 2006); Liu et al. solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; soft- (2009); Breuer et al. (2006); Chung et al. (2003); Chao et al. ware used to prepare material for publication: publCIF (Westrip, et al. et al. et (2008); Ban (2006, 2008); Breuer (2006); Andrabi 2010). al. (2004). For related structures, see: Piao et al. (2009); Qiu et al.(1996); Hano et al. (1986). The authors gratefully thank the Scientific Research Foundation for Returned Overseas Chinese Scholars (X. He), the State Education Ministry, the National Natural Science Foundation of China, (30800169, X. Hu) and the Research Fund for the Doctoral Program of Higher Education of China (200805581146, X. Hu).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK5080).
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o1318 Deng et al. doi:10.1107/S1600536812014018 Acta Cryst. (2012). E68, o1318–o1319 organic compounds
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