4′-[5-(4-Fluorophenyl)pyridin-3-yl]-1′-methyldispiro[indan-2,2′-pyrrolidine-3′,2′′-indan]-1,3,1′′-trione

In the title compound, C32H23FN2O3, the pyrrolidine ring adopts an envelope conformation. The monoketo- and diketo-substituted five-membered rings are in envelope and half-chair conformations, respectively. The molecular structure is stabilized by an intramolecular C—H⋯O hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked via intermolecular C—H⋯N and C—H⋯O hydrogen bonds into a three-dimensional network. The crystal structure is further consolidated by C—H⋯π interactions.

In the title compound, C 32 H 23 FN 2 O 3 , the pyrrolidine ring adopts an envelope conformation. The monoketo-and diketosubstituted five-membered rings are in envelope and halfchair conformations, respectively. The molecular structure is stabilized by an intramolecular C-HÁ Á ÁO hydrogen bond, which generates an S(6) ring motif. In the crystal, molecules are linked via intermolecular C-HÁ Á ÁN and C-HÁ Á ÁO hydrogen bonds into a three-dimensional network. The crystal structure is further consolidated by C-HÁ Á Á interactions.
The molecular structure is shown in Fig. 1. Bond lengths (Allen et al., 1987) and angles are within normal ranges and are comparable to those in related crystal structures (Kumar et al., 2010;Wei et al., 2011).
supplementary materials sup-2 Refinement All H atoms were positioned geometrically and refined using a riding model with C-H = 0.95-1.00 Å and U iso (H) = 1.2 or 1.5 U eq (C). A rotating-group model was applied for the methyl group.

Special details
Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.