Received 9 March 2013
In the title compound, C31H30N2O, the cis-fused cyclohexene and cyclooctane rings adopt boat and boat-chair conformations, respectively. The essentially planar five-membered N-heterocyclic ring [r.m.s. deviation = 0.017 (1) Å] is cis- and trans-fused, respectively, with the cyclohexene and cyclooctane rings. In the crystal, molecules are linked into inversion dimers through pairs of weak C-HO interactions.
For the atom economy and environmental benefits of using a domino reaction to construct a structurally complicated molecule, see: Zhao et al. (2012). For palladium-catalysed coupling reactions, see: Hu et al. (2009, 2010). For the use of condensed heterocyclic compounds as synthetic building blocks, pharmacophores and electroluminescent materials, see: Rixson et al. (2012). For reactions of aryl halides with olefins, see: Yu & Hu (2012); Wang & Hu (2011).
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS5255 ).
We thank the National Science Foundation of China (project Nos. 21272005 and 21072003) for financial support of this work.
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