Received 15 March 2013
In the title compound, C23H17FO2, the cyclohexenone ring has an envelope conformation, the flap atom being the C atom to which the phenyl ring is attached. The 4-fluorobenzoyl ring and the phenyl ring are inclined to one another by 28.77 (7)°, and by 52.00 (7) and 44.77 (7) °, respectively, to the aromatic ring fused to the cyclohexenone ring. In the crystal, molecules are linked via C-HO hydrogen bonds, forming a two-dimensional network lying parallel to (100).
For the domino reaction as an important tool in the construction of structurally complicated molecules, see: Zhao et al. (2012). For Pd-catalysed cascade reactions, see: Wang & Hu (2011); Yu & Hu (2012). For the use of condensed polycyclic compounds as synthetic building blocks, pharmacophores and electroluminescent materials, see: Rixson et al. (2012). For cross-coupling reactions of aryl halides with olefins and diynes, see: Hu et al. (2010, 2009).
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2398 ).
We thank the National Science Foundation of China (project Nos. 21272005 and 21072003) for financial support of this work.
Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Hu, Y.-M., Lin, X.-G., Zhu, T., Wan, J., Sun, Y.-J., Zhao, Q. S. & Yu, T. (2010). Synthesis, 42, 3467-3473.
Hu, Y.-M., Yu, C.-L., Ren, D., Hu, Q., Zhang, L.-D. & Cheng, D. (2009). Angew. Chem. Int. Ed. 48, 5448-5451.
Rixson, J.-E., Chaloner, T., Heath, C. H., Tietze, L. F. & Stewart, S. G. (2012). Eur. J. Org. Chem. pp. 544-558.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wang, H. & Hu, Y. (2011). Acta Cryst. E67, o919.
Yu, T. & Hu, Y. (2012). Acta Cryst. E68, o1184.
Zhao, Q.-S., Hu, Q., Wen, L., Wu, M. & Hu, Y.-M. (2012). Adv. Synth. Catal. 354, 2113-2116.