5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione

The title compound, C30H28ClN3O2, features two spiro links, one connecting the piperidine and pyrrolidine rings, and the other connecting the pyrrolidine ring and indole residue. The configuration about the ethene bond is E. The piperidine ring adopts a half-chair conformation where the C atom conne...

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Main Authors: I. S. Ahmed Farag, Adel S. Girgis, A. A. Ramadan, A. M. Moustafa, Edward R. T. Tiekink
Format: Article
Language:English
Published: International Union of Crystallography 2014-01-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536813032765
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spelling doaj-eb4d53f9b3284da1a27c50e19958a4b02020-11-25T00:49:55ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-01-01701o22o2310.1107/S1600536813032765hg53675′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dioneI. S. Ahmed Farag0Adel S. Girgis1A. A. Ramadan2A. M. Moustafa3Edward R. T. Tiekink4Solid State Department, Physics Division, National Research Centre, Dokki, Giza, EgyptPesticide Chemistry Department, National Research Centre, Dokki, Giza 12622, EgyptPhysics Department, Faculty of Science, Helwan University, Helwan, Cairo, EgyptSolid State Department, Physics Division, National Research Centre, Dokki, Giza, EgyptDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, MalaysiaThe title compound, C30H28ClN3O2, features two spiro links, one connecting the piperidine and pyrrolidine rings, and the other connecting the pyrrolidine ring and indole residue. The configuration about the ethene bond is E. The piperidine ring adopts a half-chair conformation where the C atom connected to the spiro-C atom lies 0.713 (3) Å out of the plane of the remaining five atoms (r.m.s. deviation = 0.086 Å). The pyrrolidine ring has an envelope conformation with the flap atom being the methylene C atom. Centrosymmetric eight-membered {...HNCO}2 amide synthons feature in the crystal packing. These are consolidated into a three-dimensional architecture by phenyl–pyrrolidine C—H...N and chlorobenzene–pyrrolidine-bound phenyl C—H...π interactions.http://scripts.iucr.org/cgi-bin/paper?S1600536813032765
collection DOAJ
language English
format Article
sources DOAJ
author I. S. Ahmed Farag
Adel S. Girgis
A. A. Ramadan
A. M. Moustafa
Edward R. T. Tiekink
spellingShingle I. S. Ahmed Farag
Adel S. Girgis
A. A. Ramadan
A. M. Moustafa
Edward R. T. Tiekink
5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
Acta Crystallographica Section E
author_facet I. S. Ahmed Farag
Adel S. Girgis
A. A. Ramadan
A. M. Moustafa
Edward R. T. Tiekink
author_sort I. S. Ahmed Farag
title 5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_short 5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_full 5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_fullStr 5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_full_unstemmed 5′′-Benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_sort 5′′-benzylidene-5-chloro-1′,1′′-dimethyl-4′-phenyldispiro[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2014-01-01
description The title compound, C30H28ClN3O2, features two spiro links, one connecting the piperidine and pyrrolidine rings, and the other connecting the pyrrolidine ring and indole residue. The configuration about the ethene bond is E. The piperidine ring adopts a half-chair conformation where the C atom connected to the spiro-C atom lies 0.713 (3) Å out of the plane of the remaining five atoms (r.m.s. deviation = 0.086 Å). The pyrrolidine ring has an envelope conformation with the flap atom being the methylene C atom. Centrosymmetric eight-membered {...HNCO}2 amide synthons feature in the crystal packing. These are consolidated into a three-dimensional architecture by phenyl–pyrrolidine C—H...N and chlorobenzene–pyrrolidine-bound phenyl C—H...π interactions.
url http://scripts.iucr.org/cgi-bin/paper?S1600536813032765
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