Date Published: July 01, 2012
Publisher: International Union of Crystallography
Author(s): A. M. Moustafa, Adel S. Girgis, S. M. Shalaby, Edward R. T. Tiekink.
In the title molecule, C27H24N2O2, the pyrrolidin-2-one ring is almost planar (r.m.s. deviation = 0.003 Å), the pyrrolidine ring has an envelope conformation (the N atom is the flap atom) and the cyclopentanone ring is twisted about the Cq—Cm bond (q = quaternary and m = methylene). The ketone O atoms are directed to opposite sides of the molecule. Supramolecular chains along the a axis are formed in the crystal packing mediated by N—H⋯N and C—H⋯O interactions. These are connected into layers in the ab plane via C—H⋯π interactions.
For the biological activity of spiropyrrolidinyl-oxindolyl analogues, see: James & Williams (1972 ▶); Cui et al. (1996a ▶,b ▶); Palmisano et al. (1996 ▶); Garcia Prado et al. (2007 ▶); Girgis (2009b ▶); Girgis et al. (2012 ▶). For related structures, see: Moustafa et al. (2008 ▶); Li et al. (2008 ▶). For the synthesis, see: Girgis et al. (2009a ▶). For conformational analysis, see: Cremer & Pople (1975 ▶).