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2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one
In the title compound, C(29)H(23)N(3)O(4), the 2-methylpyrrolidine ring adopts a twist conformation on the N—C bond involving the spiro C atom, while the hydropyran ring adopts an envelope conformation with the methine C atom bonded to the O atom as the flap. The mean plane of the indoline-2-one rin...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772478/ https://www.ncbi.nlm.nih.gov/pubmed/24046621 http://dx.doi.org/10.1107/S160053681301533X |
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author | Devi, Seenivasan Karthiga Srinivasan, Thothadri Rao, Jonnalagadda Naga Siva Raghunathan, Raghavachary Velmurugan, Devadasan |
author_facet | Devi, Seenivasan Karthiga Srinivasan, Thothadri Rao, Jonnalagadda Naga Siva Raghunathan, Raghavachary Velmurugan, Devadasan |
author_sort | Devi, Seenivasan Karthiga |
collection | PubMed |
description | In the title compound, C(29)H(23)N(3)O(4), the 2-methylpyrrolidine ring adopts a twist conformation on the N—C bond involving the spiro C atom, while the hydropyran ring adopts an envelope conformation with the methine C atom bonded to the O atom as the flap. The mean plane of the indoline-2-one ring system is almost perpendicular to the mean plane of the pyrrolidine ring, making a dihedral angle of 89.73 (8)°. The latter ring makes dihedral angles of 47.80 (8) with the naphthalene ring system and 32.38 (8)° with the hydropyran ring mean plane. There is an intramolecular C-H⋯O hydrogen bond involving the indoline-2-one O atom. In the crystal, adjacent molecules are linked via N—H⋯O hydrogen bonds, forming chains propagating along [100]. The chains are linked via weak C—H⋯O hydrogen bonds, forming two-dimensional networks, lying parallel to (101), and consolidated by C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3772478 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37724782013-09-17 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one Devi, Seenivasan Karthiga Srinivasan, Thothadri Rao, Jonnalagadda Naga Siva Raghunathan, Raghavachary Velmurugan, Devadasan Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(29)H(23)N(3)O(4), the 2-methylpyrrolidine ring adopts a twist conformation on the N—C bond involving the spiro C atom, while the hydropyran ring adopts an envelope conformation with the methine C atom bonded to the O atom as the flap. The mean plane of the indoline-2-one ring system is almost perpendicular to the mean plane of the pyrrolidine ring, making a dihedral angle of 89.73 (8)°. The latter ring makes dihedral angles of 47.80 (8) with the naphthalene ring system and 32.38 (8)° with the hydropyran ring mean plane. There is an intramolecular C-H⋯O hydrogen bond involving the indoline-2-one O atom. In the crystal, adjacent molecules are linked via N—H⋯O hydrogen bonds, forming chains propagating along [100]. The chains are linked via weak C—H⋯O hydrogen bonds, forming two-dimensional networks, lying parallel to (101), and consolidated by C—H⋯π interactions. International Union of Crystallography 2013-06-08 /pmc/articles/PMC3772478/ /pubmed/24046621 http://dx.doi.org/10.1107/S160053681301533X Text en © Devi et al. 2013 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 Devi, Seenivasan Karthiga Srinivasan, Thothadri Rao, Jonnalagadda Naga Siva Raghunathan, Raghavachary Velmurugan, Devadasan 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
title | 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
title_full | 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
title_fullStr | 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
title_full_unstemmed | 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
title_short | 2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
title_sort | 2-methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2h-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772478/ https://www.ncbi.nlm.nih.gov/pubmed/24046621 http://dx.doi.org/10.1107/S160053681301533X |
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