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4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione
In the title compound, C(29)H(28)N(2)O(4), the indoline ring system is essentially planar, with a maximum deviation of 0.027 (2) Å; the carbonyl O atom lies 0.102 (1) Å out of the least-squares plane of the indole ring. The pyrrolidine ring adopts a C-envelope conformation, with a C atom displaced b...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588945/ https://www.ncbi.nlm.nih.gov/pubmed/23476181 http://dx.doi.org/10.1107/S1600536812046132 |
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author | Narayanan, Sibi Srinivasan, Thothadri Purushothaman, Santhanagopalan Raghunathan, Raghavachary Velmurugan, Devadasan |
author_facet | Narayanan, Sibi Srinivasan, Thothadri Purushothaman, Santhanagopalan Raghunathan, Raghavachary Velmurugan, Devadasan |
author_sort | Narayanan, Sibi |
collection | PubMed |
description | In the title compound, C(29)H(28)N(2)O(4), the indoline ring system is essentially planar, with a maximum deviation of 0.027 (2) Å; the carbonyl O atom lies 0.102 (1) Å out of the least-squares plane of the indole ring. The pyrrolidine ring adopts a C-envelope conformation, with a C atom displaced by 0.643 (2) Å from the mean plane formed by the remaining ring atoms. The pyrrolidine ring makes a dihedral angle of 86.1 (8)° with the indoline ring system. In the crystal, N—H⋯O hydrogen bonds result in the formation of cyclic centrosymmetric dimers [R (2) (2)(8)]. C—H⋯π interactions also occur, leading to a chain along the b-axis direction. There is a rather weak π–π electron interaction between the pyrrazole and benzene rings, with a centroid–centroid distance of 3.765 (1) Å. |
format | Online Article Text |
id | pubmed-3588945 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35889452013-03-08 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione Narayanan, Sibi Srinivasan, Thothadri Purushothaman, Santhanagopalan Raghunathan, Raghavachary Velmurugan, Devadasan Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(29)H(28)N(2)O(4), the indoline ring system is essentially planar, with a maximum deviation of 0.027 (2) Å; the carbonyl O atom lies 0.102 (1) Å out of the least-squares plane of the indole ring. The pyrrolidine ring adopts a C-envelope conformation, with a C atom displaced by 0.643 (2) Å from the mean plane formed by the remaining ring atoms. The pyrrolidine ring makes a dihedral angle of 86.1 (8)° with the indoline ring system. In the crystal, N—H⋯O hydrogen bonds result in the formation of cyclic centrosymmetric dimers [R (2) (2)(8)]. C—H⋯π interactions also occur, leading to a chain along the b-axis direction. There is a rather weak π–π electron interaction between the pyrrazole and benzene rings, with a centroid–centroid distance of 3.765 (1) Å. International Union of Crystallography 2012-11-14 /pmc/articles/PMC3588945/ /pubmed/23476181 http://dx.doi.org/10.1107/S1600536812046132 Text en © Narayanan et al. 2012 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 Narayanan, Sibi Srinivasan, Thothadri Purushothaman, Santhanagopalan Raghunathan, Raghavachary Velmurugan, Devadasan 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione |
title | 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione |
title_full | 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione |
title_fullStr | 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione |
title_full_unstemmed | 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione |
title_short | 4′-Methyl-1H-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3H)-dione |
title_sort | 4′-methyl-1h-14′,19′-dioxa-4′-azaspiro[indole-3,5′-tetracyclo[18.4.0.0(2,6).0(8,13)]tetracosane]-1′(24′),8′,10′,12′,20′,22′-hexaene-2,7′(3h)-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588945/ https://www.ncbi.nlm.nih.gov/pubmed/23476181 http://dx.doi.org/10.1107/S1600536812046132 |
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