Received 10 July 2013
aDepartment of Physics, Madura College, Madurai 625 011, India,bDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, India, and cDepartment of Food Science and Technology, University of Ruhuna, Mapalana, Kamburupitiya 81100, Sri Lanka
Correspondence e-mail: email@example.com
In the title compound, C37H32F2N2O2, the central six-membered piperidine ring adopts a twisted half-chair conformation, with the N and methylene C atoms deviating by -0.2875 (16) and 0.4965 (15) Å, respectively, from the mean plane defined by the other four atoms. The piperidine connected to the octahydroindolizine ring is in a half-chair conformation. The five-membered pyrrole ring adopts a slightly twisted envelope conformation with the piperidine C atom as the flap atom. The F and H atoms of both fluorobenzene rings are disordered, with occupancy factors of 0.941 (3):0.059 (3) and 0.863 (3):0.137 (3). The molecular structure features some intramolecular C-HO interactions. In the crystal, a supramolecular zigzag chain sustained by C-HF interactions parallel to the c axis is formed, generating a C(12) graph-set motif.
For indolizine derivatives, see: Medda et al. (2003). For background to spiro compounds, see: Caramella & Grunanger (1984); James et al. (1991); Kobayashi et al. (1991). For related structures, see: Sussman & Wodak (1973); Wodak (1975). For ring conformation analysis, see: Cremer & Pople (1975). For graph-set analysis of hydrogen bonds, see: Bernstein et al. (1995).
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: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK5239 ).
JS and RV thank the management of Madura College for their encouragement and support. RRK thanks DST, New Delhi, for funds under the Fast Track Scheme (Grant No. SR/FT/CS-073/2009). RV thanks Dr R. Jagan of IIT, Madras, for his help with the data collection and solving the structure.
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