Received 28 December 2012
aDepartment of Physics, The 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, C39H38N2O4, the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by 0.3304 (1) and with the methylene C atom adjacent to the octahydroindolizine unit deviating by 0.444 (3) Å from the mean plane defined by the other four atoms. In the octahydroindolizine system, the pyrrolidine ring exhibits an envelope conformation, with the fused methyne C atom deviating by 0.6315 (1) Å from the mean plane defined by the other four atoms, and the piperidine ring exhibits a distorted chair conformation, as reflected in the puckering parameters Q = 0.568 (4) Å, = 1.5 (4) and = 161 (16)°. In the crystal pairs of weak C-HO interactions form centrosymmetric dimers, which are further connected by C-H interactions. The crystal studied was a non-merohedral twin, with a domain ratio of 0.91:0.09.
For general properties of indolizines, see: Weidner et al. (1989); Katritzky et al. (1999); Asano et al. (2000); Gilchrist (2001); Sarkunam & Nallu (2005); Tielmann & Hoenke (2006); Oslund et al. (2008); Vemula et al. (2011); Singh & Mmatli (2011). For bond lengths and angles in a related structure, see: Suresh et al. (2011). For ring conformation analysis, 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: 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: BH2471 ).
JS and RAN thank the management of Madura College for their encouragement and support. RRK thanks the DST, New Delhi, for funds under the fast-track scheme (grant No. SR/FT/CS-073/2009).
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