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1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione
In the title compound, C(27)H(24)N(2)O(3), the five-membered pyrroldine ring adopts an envelope conformation (with the N atom in the flap position) and the six-membered pyranone ring of the coumarine ring system adopts a slightly distorted boat conformation. The oxindole unit makes dihedral angles...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239137/ https://www.ncbi.nlm.nih.gov/pubmed/22199985 http://dx.doi.org/10.1107/S1600536811050768 |
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author | Lakshmanan, D. Murugavel, S. Kannan, D. Bakthadoss, M. |
author_facet | Lakshmanan, D. Murugavel, S. Kannan, D. Bakthadoss, M. |
author_sort | Lakshmanan, D. |
collection | PubMed |
description | In the title compound, C(27)H(24)N(2)O(3), the five-membered pyrroldine ring adopts an envelope conformation (with the N atom in the flap position) and the six-membered pyranone ring of the coumarine ring system adopts a slightly distorted boat conformation. The oxindole unit makes dihedral angles of 89.7 (1) and 25.6 (1)°, respectively, with the pyrrolidine ring and the coumarin ring system. The molecular structure is stabilized by two intramolecular C—H⋯O contacts and two intramolecular π–π interactions [centroid–centroid seperations of 3.514 (1) and 3.623 (1) Å]. The crystal packing features N—H⋯O hydrogen bonds, which link the molecules into cyclic centrosymmetric R (2) (2)(8) dimers, and C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3239137 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32391372011-12-23 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione Lakshmanan, D. Murugavel, S. Kannan, D. Bakthadoss, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(27)H(24)N(2)O(3), the five-membered pyrroldine ring adopts an envelope conformation (with the N atom in the flap position) and the six-membered pyranone ring of the coumarine ring system adopts a slightly distorted boat conformation. The oxindole unit makes dihedral angles of 89.7 (1) and 25.6 (1)°, respectively, with the pyrrolidine ring and the coumarin ring system. The molecular structure is stabilized by two intramolecular C—H⋯O contacts and two intramolecular π–π interactions [centroid–centroid seperations of 3.514 (1) and 3.623 (1) Å]. The crystal packing features N—H⋯O hydrogen bonds, which link the molecules into cyclic centrosymmetric R (2) (2)(8) dimers, and C—H⋯π interactions. International Union of Crystallography 2011-11-30 /pmc/articles/PMC3239137/ /pubmed/22199985 http://dx.doi.org/10.1107/S1600536811050768 Text en © Lakshmanan' et al. 2011 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 Lakshmanan, D. Murugavel, S. Kannan, D. Bakthadoss, M. 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
title | 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
title_full | 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
title_fullStr | 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
title_full_unstemmed | 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
title_short | 1′,6-Dimethyl-4′-phenyldispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
title_sort | 1′,6-dimethyl-4′-phenyldispiro[1-benzopyran-3(4h),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239137/ https://www.ncbi.nlm.nih.gov/pubmed/22199985 http://dx.doi.org/10.1107/S1600536811050768 |
work_keys_str_mv | AT lakshmanand 16dimethyl4phenyldispiro1benzopyran34h3pyrrolidine23indoline22dione AT murugavels 16dimethyl4phenyldispiro1benzopyran34h3pyrrolidine23indoline22dione AT kannand 16dimethyl4phenyldispiro1benzopyran34h3pyrrolidine23indoline22dione AT bakthadossm 16dimethyl4phenyldispiro1benzopyran34h3pyrrolidine23indoline22dione |