Received 18 May 2013
In the title compound, C28H25N3O4, the central pyrrolidine ring adopts adopts an envelope conformation with the N atom as the flap and the piperidine ring adopts a chair conformation. The pendant pyrrolidine ring is almost planar (r.m.s. deviation = 0.008 Å). An intramolecular C-HO interaction closes an S(6) ring. In the crystal, inversion dimers linked by pairs of N-HO hydrogen bonds generate R22(8) loops.
For biological background to 4H-chromene derivatives, see: Cai (2008); Valenti et al. (1993). For applications of indoline-2-one and its derivatives as precursors in the synthesis of pharmaceuticals, see: Colgan et al. (1996).
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); 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 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7084 ).
The authors thank the TBI X-ray facility, CAS in Crystallography and Biophysics, University of Madras, India, for the data collection. SK,TS and DV acknowledge the UGC (SAP-CAS) for the departmental facilties. SK thanks DST PURSE for a Junior Research fellowship and TS thanks DST Inspire for a fellowship.
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