Cargando…
(1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one
In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by th...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344667/ https://www.ncbi.nlm.nih.gov/pubmed/22590429 http://dx.doi.org/10.1107/S1600536812018223 |
_version_ | 1782232043999985664 |
---|---|
author | Oliveira, F. L. Freire, K. R. L. Aparicio, R. Coelho, F. |
author_facet | Oliveira, F. L. Freire, K. R. L. Aparicio, R. Coelho, F. |
author_sort | Oliveira, F. L. |
collection | PubMed |
description | In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by the remaining rings atoms by 0.1468 (15) and 0.5405 (17) Å. The mean planes of these rings (through all ring atoms) have a dihedral angle of 49.03 (10)°. In the crystal, molecules are linked by O—H⋯O hydrogen bonds. The absolute configuration of the molecule was established, as judged by the, as judged by the obtained values for the Hooft and Flack parameters. |
format | Online Article Text |
id | pubmed-3344667 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33446672012-05-15 (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one Oliveira, F. L. Freire, K. R. L. Aparicio, R. Coelho, F. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by the remaining rings atoms by 0.1468 (15) and 0.5405 (17) Å. The mean planes of these rings (through all ring atoms) have a dihedral angle of 49.03 (10)°. In the crystal, molecules are linked by O—H⋯O hydrogen bonds. The absolute configuration of the molecule was established, as judged by the, as judged by the obtained values for the Hooft and Flack parameters. International Union of Crystallography 2012-04-28 /pmc/articles/PMC3344667/ /pubmed/22590429 http://dx.doi.org/10.1107/S1600536812018223 Text en © Oliveira 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 Oliveira, F. L. Freire, K. R. L. Aparicio, R. Coelho, F. (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one |
title | (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one |
title_full | (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one |
title_fullStr | (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one |
title_full_unstemmed | (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one |
title_short | (1S,2E,6R,7aR)-2-Benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1H-pyrrolizin-3-one |
title_sort | (1s,2e,6r,7ar)-2-benzylidene-1,6-dihydroxy-2,3,5,6,7,7a-hexahydro-1h-pyrrolizin-3-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344667/ https://www.ncbi.nlm.nih.gov/pubmed/22590429 http://dx.doi.org/10.1107/S1600536812018223 |
work_keys_str_mv | AT oliveirafl 1s2e6r7ar2benzylidene16dihydroxy235677ahexahydro1hpyrrolizin3one AT freirekrl 1s2e6r7ar2benzylidene16dihydroxy235677ahexahydro1hpyrrolizin3one AT aparicior 1s2e6r7ar2benzylidene16dihydroxy235677ahexahydro1hpyrrolizin3one AT coelhof 1s2e6r7ar2benzylidene16dihydroxy235677ahexahydro1hpyrrolizin3one |