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

Ang Chee Wei,Hoong-Kun Fun,Rusli Ismail,Ching Kheng Quah,Mohamed Ashraf Ali

doi:10.1107/s1600536811032946

Ang Chee Wei, Hoong-Kun Fun + Show 3 more

Open Access

https://doi.org/10.1107/s1600536811032946

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Abstract

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.

Highlights

In the title compound, C32H23FN2O3, the pyrrolidine ring adopts an envelope conformation
The monoketo- and diketosubstituted five-membered rings are in envelope and halfchair conformations, respectively
The crystal structure is further consolidated by C4—H4A···Cg1 (Table 1) interactions, where Cg1 is the centroid of the N2/C22-C26 pyridyl ring

Summary

Data collection

R factor = 0.053; wR factor = 0.135; data-to-parameter ratio = 20.9. C32H23FN2O3, 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—H O hydrogen bond, which generates an S(6) ring motif. 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 interactions. Cg1 is the centroid of the N2/C22–C26 pyridyl ring

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