Abstract

The racemic title compound, C30H26Cl3N3O2, comprises two spiro links, the first connecting the piperidine and pyrrolidine rings and the other connecting the indole and pyrrolidine rings. The piperidine ring adopts a half-chair conformation, while the pyrrolidine ring has an envelope conformation with the unsubstituted C atom as the flap. The dihedral angles between the two p-Cl-substituted benzene rings and the indole ring are 33.13 (14) and 54.11 (14)°. In the crystal, mol­ecules form inversion dimers through pairs of N—H⋯O hydrogen bonds [graph set R 2 2(8)]. Aromatic C—H⋯O hydrogen bonds extend these dimers into a ribbon structure, enclosing R 2 2(14) ring motifs, along the a-axis direction.

Highlights

  • The racemic title compound, C30H26Cl3N3O2, comprises two spiro links, the first connecting the piperidine and pyrrolidine rings and the other connecting the indole and pyrrolidine rings

  • The dihedral angles between the two p-Cl-substituted benzene rings and the indole ring are 33.13 (14) and 54.11 (14)

  • Data collection: COLLECT (Nonius, 2001).; cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO/SCALEPACK; program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007); program(s) used to refine structure: CRYSTALS (Betteridge et al, 2003); molecular graphics: CAMERON (Watkin et al, 1996) and DIAMOND (Brandenburg, 2012); software used to prepare material for publication: CRYSTALS; software used to prepare material for publication: publCIF (Westrip, 2010)

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Summary

Structure Reports

5-Chloro-50 0 -(4-chlorobenzylidene)40 -(4-chlorophenyl)-10 ,10 0 -dimethyldispiro[indoline-3,20 -pyrrolidine-30 ,30 0 piperidine]-2,40 0 -dione. Research Centre, Dokki, Giza 12622, Egypt, bPesticide Chemistry Department, National Research Centre, Dokki, Giza 12622, Egypt, and cPhysics Department, Faculty of Science, Helwan University, Helwan, Cairo, Egypt. R factor = 0.057; wR factor = 0.111; data-to-parameter ratio = 10.6

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