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(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...

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Autores principales: Oliveira, F. L., Freire, K. R. L., Aparicio, R., Coelho, F.
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
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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.
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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
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