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Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate
In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthylenone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The m...
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/PMC3275060/ https://www.ncbi.nlm.nih.gov/pubmed/22347005 http://dx.doi.org/10.1107/S1600536811055760 |
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author | Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. |
author_facet | Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. |
author_sort | Jagadeesan, G. |
collection | PubMed |
description | In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthylenone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The major fraction of the disordered pyrrolidine ring exhibits an envelope conformation while the minor component is essentially planar [maximum deviation = 0.037 (12) Å]. The other pyrrolidine ring also adopts an envelope conformation. The dihedral angle between the mean planes of the two wings of the pyrrolidine ring is 30.6 (2)°. Both the major and minor components of the acenaphthylenone unit are essentially planar, the maximum deviations being 0.025 (10) and 0.047 (19) Å, respectively; the dihedral angle between the mean planes of the two components is 1.72 (3)°. The crystal packing features C—H⋯O interactions. |
format | Online Article Text |
id | pubmed-3275060 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32750602012-02-15 Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthylenone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The major fraction of the disordered pyrrolidine ring exhibits an envelope conformation while the minor component is essentially planar [maximum deviation = 0.037 (12) Å]. The other pyrrolidine ring also adopts an envelope conformation. The dihedral angle between the mean planes of the two wings of the pyrrolidine ring is 30.6 (2)°. Both the major and minor components of the acenaphthylenone unit are essentially planar, the maximum deviations being 0.025 (10) and 0.047 (19) Å, respectively; the dihedral angle between the mean planes of the two components is 1.72 (3)°. The crystal packing features C—H⋯O interactions. International Union of Crystallography 2012-01-14 /pmc/articles/PMC3275060/ /pubmed/22347005 http://dx.doi.org/10.1107/S1600536811055760 Text en © Jagadeesan 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 Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
title | Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
title_full | Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
title_fullStr | Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
title_full_unstemmed | Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
title_short | Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
title_sort | ethyl (1r,1′s,2′s,7a’r)-2-oxo-1′-[(3ar,5r,5as,8as,8br)-2,2,7,7-tetramethyltetrahydro-3ah-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2h-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275060/ https://www.ncbi.nlm.nih.gov/pubmed/22347005 http://dx.doi.org/10.1107/S1600536811055760 |
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