Received 18 July 2013
The asymmetric unit of the title compound, C44H30O2, contains two independent molecules in which the terminal rings of the terphenyl element are inclined at angles of 36.3 (1) and 22.5 (1)° with respect to the central ring and the dihedral angles between the fluorenyl units are 72.3 (1) and 62.8 (1)°. In the crystal, pairs of O-HO hydrogen bonds link the molecules into inversion dimers. The hydroxy H atoms not involved in these hydrogen bonds form O-H interactions in which the central terphenyl rings act as acceptors. Weak C-HO contacts and - [centroid-centroid distance = 4.088 (2) Å] stacking interactions also occur. Taking into account directed non-covalent bonding between the molecules, the crystal is constructed of supramolecular strands extending along the a-axis direction.
For the preparation of the starting material for the synthesis of the title compound, see: Staab & Binnig (1967). For background to organic solid-state inclusion chemistry, see: Atwood et al. (1991). For the design strategy of host compounds, see: Desiraju (1996). For diol host inclusion complexes, see: Toda (1996). For host compound 2,2'-bis(9-hydroxy-9-fluorenyl)biphenyl, see: Weber et al. (1993); Skobridis, Paraskevopoulos et al. (2011); Skobridis, Theodorou et al. (2011). For weak O-H and C-HO interactions, see: Desiraju & Steiner (1999). For - stacking interactions, see: James (2004).
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2410 ).
We thank the NMR Center and Mass Spectrometry Unit of the University of Ioannina for measuring the 1H NMR and HRMS spectra. KS thanks the State Scholarships Foundation (IKY) for supporting this work.
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