Received 3 August 2013
aDepartment of Physics, Seethalakshmi Ramaswami College (Autonomous), Tiruchirappalli 620 002, India,bDepartment of Physics, K. Ramakrishnan College of Engineering, Samayapuram, Tiruchirappalli 621 112, India, and cDepartment of Chemistry, Annamalai University, Annamalai Nagar 608 002, India
Correspondence e-mail: firstname.lastname@example.org
The asymmetric unit of the title compound, C22H23F2NO, contains two independent molecules, A and B. The bicyclic system adopts a twin-chair conformation in both molecules. The dihedral angles between the fluorophenyl rings are 55.27 (8) and 56.37 (7)° in molecules A and B, respectively. The NH groups are not involved in hydrogen bonding due to the steric hindrance of fluorophenyl groups. The crystal structure features weak C-HO interactions.
For related structures, see: Venkateswaramoorthi et al. (2013); Pham et al. (1998). For the synthesis of 1,5-dimethyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9-one derivatives, see: Venkateswaramoorthi et al. (2012). For ring puckering parameters, see: Cremer & Pople (1975).
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (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: BH2483 ).
The authors are thankful to the SAIF, IIT Madras, for the data collection. SR thanks the University Grants Commission for the financial support of this work (MRP-4335/12).
Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.
Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Pham, M., Gdaniec, M. & Polonski, T. (1998). J. Org. Chem. 63, 3731-3734.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Venkateswaramoorthi, R., Rizwana Begum, S., Hema, R., Krishnasamy, K. & Anitha, A. G. (2013). Acta Cryst. E69, o768.
Venkateswaramoorthi, R., Xavier, J. J. F., Krishnasamy, K. & Saleem, H. (2012). J. Mol. Struct. 1012, 119-125.