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Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate

In the title compound, C(29)H(29)BrN(2)O(3), the indole ring system is essentially planar (r.m.s. deviation = 0.079 Å) and makes a dihedral angle of 85.23 (10)° with the mean plane of the 4-methyl­pyrrolidine ring. This ring adopts an envelope conformation with the N atom at the flap. The pyrrolidin...

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Autores principales: Karthikeyan, S., Sethusankar, K., Devaraj, Anthonisamy, Bakthadoss, Manickam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998460/
https://www.ncbi.nlm.nih.gov/pubmed/24765004
http://dx.doi.org/10.1107/S1600536814002967
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author Karthikeyan, S.
Sethusankar, K.
Devaraj, Anthonisamy
Bakthadoss, Manickam
author_facet Karthikeyan, S.
Sethusankar, K.
Devaraj, Anthonisamy
Bakthadoss, Manickam
author_sort Karthikeyan, S.
collection PubMed
description In the title compound, C(29)H(29)BrN(2)O(3), the indole ring system is essentially planar (r.m.s. deviation = 0.079 Å) and makes a dihedral angle of 85.23 (10)° with the mean plane of the 4-methyl­pyrrolidine ring. This ring adopts an envelope conformation with the N atom at the flap. The pyrrolidine ring of the indole ring system adopts a twisted conformation on the C—C(=O) bond. 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 pairs of C—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(14) ring motif. These dimers are further linked by N—H⋯O and C—H⋯O hydrogen bonds, forming two-dimensional networks lying parallel to (10-1).
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spelling pubmed-39984602014-04-24 Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate Karthikeyan, S. Sethusankar, K. Devaraj, Anthonisamy Bakthadoss, Manickam Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(29)H(29)BrN(2)O(3), the indole ring system is essentially planar (r.m.s. deviation = 0.079 Å) and makes a dihedral angle of 85.23 (10)° with the mean plane of the 4-methyl­pyrrolidine ring. This ring adopts an envelope conformation with the N atom at the flap. The pyrrolidine ring of the indole ring system adopts a twisted conformation on the C—C(=O) bond. 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 pairs of C—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(14) ring motif. These dimers are further linked by N—H⋯O and C—H⋯O hydrogen bonds, forming two-dimensional networks lying parallel to (10-1). International Union of Crystallography 2014-02-15 /pmc/articles/PMC3998460/ /pubmed/24765004 http://dx.doi.org/10.1107/S1600536814002967 Text en © Karthikeyan 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
Karthikeyan, S.
Sethusankar, K.
Devaraj, Anthonisamy
Bakthadoss, Manickam
Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
title Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
title_full Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
title_fullStr Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
title_full_unstemmed Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
title_short Methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
title_sort methyl 4′-(3-bromo­phen­yl)-3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo­spiro­[indo­line-3,2′-pyrrolidine]-3′-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998460/
https://www.ncbi.nlm.nih.gov/pubmed/24765004
http://dx.doi.org/10.1107/S1600536814002967
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