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Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate

In the title solvate, C(29)H(30)N(2)O(3)·CHCl(3), the dihedral angle between the indole ring system (r.m.s. deviation = 0.050 Å) and the 4-methyl­pyrrolidine ring is 88.88 (8)°. The latter ring adopts an envelope conformation with the N atom as the flap. Its mean plane makes dihedral angles of 86.94...

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Autores principales: Karthikeyan, S., Narayanan, P., 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/PMC3998463/
https://www.ncbi.nlm.nih.gov/pubmed/24765058
http://dx.doi.org/10.1107/S1600536814004073
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author Karthikeyan, S.
Narayanan, P.
Sethusankar, K.
Devaraj, Anthonisamy
Bakthadoss, Manickam
author_facet Karthikeyan, S.
Narayanan, P.
Sethusankar, K.
Devaraj, Anthonisamy
Bakthadoss, Manickam
author_sort Karthikeyan, S.
collection PubMed
description In the title solvate, C(29)H(30)N(2)O(3)·CHCl(3), the dihedral angle between the indole ring system (r.m.s. deviation = 0.050 Å) and the 4-methyl­pyrrolidine ring is 88.88 (8)°. The latter ring adopts an envelope conformation with the N atom as the flap. Its mean plane makes dihedral angles of 86.94 (11) and 42.08 (9)° with the phenyl and di­methyl­benzene rings, respectively. The mol­ecular conformation is stabilized by intra­molecular C—H⋯O hydrogen bonds, which generate S(6) and S(9) ring motifs. The chloro­form solvent mol­ecule is linked to the organic mol­ecule by a C—H⋯O hydrogen bond involving the carbonyl O atom of the carboxyl­ate group. In the crystal, mol­ecules are linked via bifurcated N—H⋯(N,O) and C—H⋯O hydrogen bonds, forming chains propagating along [001].
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spelling pubmed-39984632014-04-24 Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate Karthikeyan, S. Narayanan, P. Sethusankar, K. Devaraj, Anthonisamy Bakthadoss, Manickam Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title solvate, C(29)H(30)N(2)O(3)·CHCl(3), the dihedral angle between the indole ring system (r.m.s. deviation = 0.050 Å) and the 4-methyl­pyrrolidine ring is 88.88 (8)°. The latter ring adopts an envelope conformation with the N atom as the flap. Its mean plane makes dihedral angles of 86.94 (11) and 42.08 (9)° with the phenyl and di­methyl­benzene rings, respectively. The mol­ecular conformation is stabilized by intra­molecular C—H⋯O hydrogen bonds, which generate S(6) and S(9) ring motifs. The chloro­form solvent mol­ecule is linked to the organic mol­ecule by a C—H⋯O hydrogen bond involving the carbonyl O atom of the carboxyl­ate group. In the crystal, mol­ecules are linked via bifurcated N—H⋯(N,O) and C—H⋯O hydrogen bonds, forming chains propagating along [001]. International Union of Crystallography 2014-02-28 /pmc/articles/PMC3998463/ /pubmed/24765058 http://dx.doi.org/10.1107/S1600536814004073 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.
Narayanan, P.
Sethusankar, K.
Devaraj, Anthonisamy
Bakthadoss, Manickam
Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
title Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
title_full Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
title_fullStr Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
title_full_unstemmed Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
title_short Methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
title_sort methyl 3′-(2,5-di­methyl­benz­yl)-1′-methyl-2-oxo-4′-phenyl­spiro­[indoline-3,2′-pyrrolidine]-3′-carboxyl­ate chloro­form monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998463/
https://www.ncbi.nlm.nih.gov/pubmed/24765058
http://dx.doi.org/10.1107/S1600536814004073
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