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(1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione

In the title compound, C(22)H(24)N(2)O(6), the indole ring has a twist conformation and the tetra­hydro-2H-pyran-2-one ring a half-chair conformation. One of the pyrrolidine rings adopts an envelope conformation on the N atom, while the other has a twist conformation; the ‘butterfly’ angle between t...

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Autores principales: Sabari, V., Ponnusamy, R., Prasanna, R., Raghunathan, R., Aravindhan, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629507/
https://www.ncbi.nlm.nih.gov/pubmed/23634025
http://dx.doi.org/10.1107/S1600536813005436
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author Sabari, V.
Ponnusamy, R.
Prasanna, R.
Raghunathan, R.
Aravindhan, S.
author_facet Sabari, V.
Ponnusamy, R.
Prasanna, R.
Raghunathan, R.
Aravindhan, S.
author_sort Sabari, V.
collection PubMed
description In the title compound, C(22)H(24)N(2)O(6), the indole ring has a twist conformation and the tetra­hydro-2H-pyran-2-one ring a half-chair conformation. One of the pyrrolidine rings adopts an envelope conformation on the N atom, while the other has a twist conformation; the ‘butterfly’ angle between their mean planes is 62.98 (11)°. The dioxolane ring adopts a twist conformation and the tetra­hydro­furan ring has an envelope conformation on the C atom in the fused tetra­hydro-2H-pyran-2-one ring adjacent to the O atom of the tetra­hydro­furan ring. The ‘butterfly’ angle between the mean planes of these two five-membered rings is 69.14 (10)°. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, forming chains along the a axis.
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spelling pubmed-36295072013-04-30 (1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione Sabari, V. Ponnusamy, R. Prasanna, R. Raghunathan, R. Aravindhan, S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(22)H(24)N(2)O(6), the indole ring has a twist conformation and the tetra­hydro-2H-pyran-2-one ring a half-chair conformation. One of the pyrrolidine rings adopts an envelope conformation on the N atom, while the other has a twist conformation; the ‘butterfly’ angle between their mean planes is 62.98 (11)°. The dioxolane ring adopts a twist conformation and the tetra­hydro­furan ring has an envelope conformation on the C atom in the fused tetra­hydro-2H-pyran-2-one ring adjacent to the O atom of the tetra­hydro­furan ring. The ‘butterfly’ angle between the mean planes of these two five-membered rings is 69.14 (10)°. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, forming chains along the a axis. International Union of Crystallography 2013-03-02 /pmc/articles/PMC3629507/ /pubmed/23634025 http://dx.doi.org/10.1107/S1600536813005436 Text en © Sabari 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
Sabari, V.
Ponnusamy, R.
Prasanna, R.
Raghunathan, R.
Aravindhan, S.
(1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
title (1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
title_full (1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
title_fullStr (1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
title_full_unstemmed (1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
title_short (1′S,12′R,13′S,17′S)-15′,15′-Dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
title_sort (1′s,12′r,13′s,17′s)-15′,15′-dimethyl-1,2-dihydro-11′,14′,16′,18′-tetra­oxa-7′-aza­spiro­[indole-3,8′-penta­cyclo­[10.6.0.0(2,9).0(3,7).0(13,17)]octa­deca­ne]-2,10′-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629507/
https://www.ncbi.nlm.nih.gov/pubmed/23634025
http://dx.doi.org/10.1107/S1600536813005436
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