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5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione

The racemic title compound, C(30)H(26)Cl(3)N(3)O(2), 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 confor...

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Autores principales: Farag, I. S. Ahmed, Girgis, Adel S., Ramadan, A. A., Moustafa, A. M., Mabied, Ahmed F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998502/
https://www.ncbi.nlm.nih.gov/pubmed/24765059
http://dx.doi.org/10.1107/S1600536814004309
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author Farag, I. S. Ahmed
Girgis, Adel S.
Ramadan, A. A.
Moustafa, A. M.
Mabied, Ahmed F.
author_facet Farag, I. S. Ahmed
Girgis, Adel S.
Ramadan, A. A.
Moustafa, A. M.
Mabied, Ahmed F.
author_sort Farag, I. S. Ahmed
collection PubMed
description The racemic title compound, C(30)H(26)Cl(3)N(3)O(2), 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.
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spelling pubmed-39985022014-04-24 5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione Farag, I. S. Ahmed Girgis, Adel S. Ramadan, A. A. Moustafa, A. M. Mabied, Ahmed F. Acta Crystallogr Sect E Struct Rep Online Organic Papers The racemic title compound, C(30)H(26)Cl(3)N(3)O(2), 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. International Union of Crystallography 2014-02-28 /pmc/articles/PMC3998502/ /pubmed/24765059 http://dx.doi.org/10.1107/S1600536814004309 Text en © Farag et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Farag, I. S. Ahmed
Girgis, Adel S.
Ramadan, A. A.
Moustafa, A. M.
Mabied, Ahmed F.
5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title 5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_full 5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_fullStr 5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_full_unstemmed 5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_short 5-Chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
title_sort 5-chloro-5′′-(4-chloro­benzyl­idene)-4′-(4-chloro­phen­yl)-1′,1′′-dimethyldi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-piperidine]-2,4′′-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998502/
https://www.ncbi.nlm.nih.gov/pubmed/24765059
http://dx.doi.org/10.1107/S1600536814004309
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