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(6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate

The absolute configuration of the title compound, C(10)H(17)NO(3)·H(2)O, was assigned from the synthesis. In the mol­ecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with two atoms displaced by −0.578 (2) and 0.651 (1) Å from the plane of the othe...

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Autores principales: Vrábel, Viktor, Švorc, Ľubomír, Šafář, Peter, Žúžiová, Jozefína
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011597/
https://www.ncbi.nlm.nih.gov/pubmed/21589417
http://dx.doi.org/10.1107/S1600536810044855
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author Vrábel, Viktor
Švorc, Ľubomír
Šafář, Peter
Žúžiová, Jozefína
author_facet Vrábel, Viktor
Švorc, Ľubomír
Šafář, Peter
Žúžiová, Jozefína
author_sort Vrábel, Viktor
collection PubMed
description The absolute configuration of the title compound, C(10)H(17)NO(3)·H(2)O, was assigned from the synthesis. In the mol­ecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with two atoms displaced by −0.578 (2) and 0.651 (1) Å from the plane of the other four atoms [maximum deviation 0.019 (2) Å] The conformation of the fused oxopyrrolidine ring is close to that of a flat envelope, with the flap atom displaced by 0.294 (1) Å from the plane through the remaining four atoms. In the crystal, one of the hy­droxy groups is hydrogen-bonded to two water mol­ecules, while the other hy­droxy group exhibits an inter­molecular hydrogen bond to the carbonyl O atom, resulting in a chain parallel to the b axis.
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spelling pubmed-30115972010-12-30 (6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate Vrábel, Viktor Švorc, Ľubomír Šafář, Peter Žúžiová, Jozefína Acta Crystallogr Sect E Struct Rep Online Organic Papers The absolute configuration of the title compound, C(10)H(17)NO(3)·H(2)O, was assigned from the synthesis. In the mol­ecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with two atoms displaced by −0.578 (2) and 0.651 (1) Å from the plane of the other four atoms [maximum deviation 0.019 (2) Å] The conformation of the fused oxopyrrolidine ring is close to that of a flat envelope, with the flap atom displaced by 0.294 (1) Å from the plane through the remaining four atoms. In the crystal, one of the hy­droxy groups is hydrogen-bonded to two water mol­ecules, while the other hy­droxy group exhibits an inter­molecular hydrogen bond to the carbonyl O atom, resulting in a chain parallel to the b axis. International Union of Crystallography 2010-11-10 /pmc/articles/PMC3011597/ /pubmed/21589417 http://dx.doi.org/10.1107/S1600536810044855 Text en © Vrábel et al. 2010 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
Vrábel, Viktor
Švorc, Ľubomír
Šafář, Peter
Žúžiová, Jozefína
(6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate
title (6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate
title_full (6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate
title_fullStr (6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate
title_full_unstemmed (6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate
title_short (6S,7S,8S,8aS)-6-Ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2H)-one monohydrate
title_sort (6s,7s,8s,8as)-6-ethyl-7,8-dihy­droxy-1,5,6,7,8,8a-hexa­hydro­indolizin-3(2h)-one monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011597/
https://www.ncbi.nlm.nih.gov/pubmed/21589417
http://dx.doi.org/10.1107/S1600536810044855
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