Received 30 October 2012
aChemistry Department, Faculty of Science, Minia University, Egypt,bChemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England,cDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey,dUniversity of Sargodha, Department of Physics, Sargodha, Pakistan, and ePharmaceutical Chemistry Department, Faculty of Pharmacy, Al Azhar University, Egypt
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The asymmetric unit of the title compound, C34H16O5, contains two independent molecules (A and B) with similar conformations. The two benzene rings attached to the nine-membered ring are inclined to one another at 63.62 (14)° in molecule A and 68.23 (12)° in molecule B. One intramoleculer C-HO hydrogen bond occurs in molecule A and two are observed in molecule B. In the crystal, molecules are linked by weak C-HO hydrogen bonds, forming a three-dimensional network structure with R22(10) and R22(24) ring motifs. Aromatic - stacking interactions [centroid-centroid distances = 3.7572 (19), 3.6996 (19) and 3.7043 (19) Å] are also observed. The unit cell contains a pair of voids of 37 (2) Å3 about an inversion centre but the residual electron density (highest peak = 0.19 e Å-3 and deepest hole = -0.20 e Å-3) in the difference Fourier map suggests that no solvent molecule occupies this void.
1,3-Indandione undergoes self-condensation quite easily, see: Zargar & Khan (2012). For industrial and biological applications of indandion containing compounds see: Seniutinas et al. (2012); Jin et al. (2009). For ring conformations, see: Cremer & Pople (1975).
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5643 ).
The authors are grateful to the Higher Education Ministry of Egypt, Manchester Metropolitan University, Erciyes University and the University of Sargodha for supporting this study.
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