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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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). |
format | Online Article Text |
id | pubmed-3998460 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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