Cargando…
Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate
In the title molecule, C(30)H(35)NO(8), the acenaphthylenone moiety, two atoms of a methyl pyrrolidine ring (N and C atoms) and four atoms of an ethyl acetate moiety (two C and two O atoms) are disordered over two sets of sites in ratio 0.532 (7):0.468 (7). The three C atoms of a dimethoxyetha...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790386/ https://www.ncbi.nlm.nih.gov/pubmed/24098208 http://dx.doi.org/10.1107/S1600536813024586 |
_version_ | 1782286585742491648 |
---|---|
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 molecule, C(30)H(35)NO(8), the acenaphthylenone moiety, two atoms of a methyl pyrrolidine ring (N and C atoms) and four atoms of an ethyl acetate moiety (two C and two O atoms) are disordered over two sets of sites in ratio 0.532 (7):0.468 (7). The three C atoms of a dimethoxyethane ring and dioxolane ring attached with two methyl groups are disordered over two sets of sites in 0.66 (2):0.34 (2) and 0.62 (2):0.38 (2) ratios, respectively. The major and minor components of the acenaphthylene ring are essentially planar (r.m.s. deviations = 0.0254 and 0.0436 Å, respectively). The major and minor components of the pyrrolidine ring adopt C-envelope conformations with C atoms displaced by 0.492 (11) and 0.595 (7) Å from the remaining ring atoms. One of the dioxolane rings is disordered with its major component in an envelope conformation [C displaced by 0.511 (11) Å] and the minor fraction is more or less planar with an r.m.s. deviation of 0.070 Å. The other dioxolane ring is in an envelope conformation, with a C atom displaced by 0.438 (3) Å from the remainder of the ring atoms. The crystal packing features C—H⋯O interactions, which generate C(9) chains. |
format | Online Article Text |
id | pubmed-3790386 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37903862013-10-04 Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecule, C(30)H(35)NO(8), the acenaphthylenone moiety, two atoms of a methyl pyrrolidine ring (N and C atoms) and four atoms of an ethyl acetate moiety (two C and two O atoms) are disordered over two sets of sites in ratio 0.532 (7):0.468 (7). The three C atoms of a dimethoxyethane ring and dioxolane ring attached with two methyl groups are disordered over two sets of sites in 0.66 (2):0.34 (2) and 0.62 (2):0.38 (2) ratios, respectively. The major and minor components of the acenaphthylene ring are essentially planar (r.m.s. deviations = 0.0254 and 0.0436 Å, respectively). The major and minor components of the pyrrolidine ring adopt C-envelope conformations with C atoms displaced by 0.492 (11) and 0.595 (7) Å from the remaining ring atoms. One of the dioxolane rings is disordered with its major component in an envelope conformation [C displaced by 0.511 (11) Å] and the minor fraction is more or less planar with an r.m.s. deviation of 0.070 Å. The other dioxolane ring is in an envelope conformation, with a C atom displaced by 0.438 (3) Å from the remainder of the ring atoms. The crystal packing features C—H⋯O interactions, which generate C(9) chains. International Union of Crystallography 2013-09-07 /pmc/articles/PMC3790386/ /pubmed/24098208 http://dx.doi.org/10.1107/S1600536813024586 Text en © Jagadeesan 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 Jagadeesan, G. Sethusankar, K. Prasanna, R. Raghunathan, R. Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
title | Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
title_full | Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
title_fullStr | Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
title_full_unstemmed | Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
title_short | Ethyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
title_sort | ethyl 1′-methyl-2-oxo-4′-[(3ar,5r,5as,8as,8br)-2,2,7,7-tetramethyltetrahydro-3ah-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2h-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790386/ https://www.ncbi.nlm.nih.gov/pubmed/24098208 http://dx.doi.org/10.1107/S1600536813024586 |
work_keys_str_mv | AT jagadeesang ethyl1methyl2oxo43ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl2hspiroacenaphthylene12pyrrolidine3carboxylate AT sethusankark ethyl1methyl2oxo43ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl2hspiroacenaphthylene12pyrrolidine3carboxylate AT prasannar ethyl1methyl2oxo43ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl2hspiroacenaphthylene12pyrrolidine3carboxylate AT raghunathanr ethyl1methyl2oxo43ar5r5as8as8br2277tetramethyltetrahydro3ahbis13dioxolo45b45dpyran5yl2hspiroacenaphthylene12pyrrolidine3carboxylate |