Received 24 November 2012
The title compound, C31H24F4N2O, exists in a chair-boat conformation with an equatorial orientation of the 2-fluorophenyl groups on both sides of the secondary amino group of the chair form. The benzene rings in the `chair' part are inclined to each other at 19.4 (1)°, while the equivalent angle between the benzene rings in the `boat' part is 75.6 (1)°. One F atom was treated as disordered over two positions in a 0.838 (4):0.162 (4) ratio. In the crystal, N-HO hydrogen bonds link the molecules into chains along  and these chains are held together via weak N-HF and C-HF interactions.
For the synthesis and stereochemistry of 3,7-diazabicyclo[3.3.1]nonan-9-ones, see: Parthiban et al. (2008). For the biological activity of 3,7-diazabicyclo[3.3.1]nonan-9-one derivatives and related structures, see: Park et al. (2012); Parthiban et al. (2009, 2010); Asakawa (1995); Jeyaraman & Avila (1981). For ring puckering parameters, see: Cremer & Pople (1975).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); 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 (Farrugia, 2012); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5368 ).
The authors acknowledge the Department of Chemistry, IIT-Madras, for the X-ray data collection.
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