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(8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one

The title compound, C(10)H(11)NO(3), crystallizes with four independent mol­ecules in the asymmetric unit. Their geometries are very similar and corresponding bond distances are almost identical. The central six-membered ring of the indolizine moiety adopts a envelope conformation [the displacement...

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Autores principales: Vrábel, Viktor, Švorc, Ľubomír, Šafář, Peter, Sivý, Július, Jozefína, Žúžiová
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470388/
https://www.ncbi.nlm.nih.gov/pubmed/23125801
http://dx.doi.org/10.1107/S1600536812040378
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author Vrábel, Viktor
Švorc, Ľubomír
Šafář, Peter
Sivý, Július
Jozefína, Žúžiová
author_facet Vrábel, Viktor
Švorc, Ľubomír
Šafář, Peter
Sivý, Július
Jozefína, Žúžiová
author_sort Vrábel, Viktor
collection PubMed
description The title compound, C(10)H(11)NO(3), crystallizes with four independent mol­ecules in the asymmetric unit. Their geometries are very similar and corresponding bond distances are almost identical. The central six-membered ring of the indolizine moiety adopts a envelope conformation [the displacement of the flap atom (the C atom opposite the N atom) being 0.539 (2), 0.548 (3), 0.509 (3) and 0.544 (3) Å in the four molecules], while the conformation of the oxopyrrolidine ring is close to that of a flat envelope. The displacements of the non-fused C atom opposite the C=O group of the pyrrolidine ring of the four mol­ecules are 0.366 (3), 0.335 (3), 0.173 (3) and −0.310 (3) Å. In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into chains, which run parallel to the c axis. The absolute configuration was assigned from the synthesis.
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spelling pubmed-34703882012-11-02 (8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one Vrábel, Viktor Švorc, Ľubomír Šafář, Peter Sivý, Július Jozefína, Žúžiová Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(10)H(11)NO(3), crystallizes with four independent mol­ecules in the asymmetric unit. Their geometries are very similar and corresponding bond distances are almost identical. The central six-membered ring of the indolizine moiety adopts a envelope conformation [the displacement of the flap atom (the C atom opposite the N atom) being 0.539 (2), 0.548 (3), 0.509 (3) and 0.544 (3) Å in the four molecules], while the conformation of the oxopyrrolidine ring is close to that of a flat envelope. The displacements of the non-fused C atom opposite the C=O group of the pyrrolidine ring of the four mol­ecules are 0.366 (3), 0.335 (3), 0.173 (3) and −0.310 (3) Å. In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into chains, which run parallel to the c axis. The absolute configuration was assigned from the synthesis. International Union of Crystallography 2012-09-29 /pmc/articles/PMC3470388/ /pubmed/23125801 http://dx.doi.org/10.1107/S1600536812040378 Text en © Vrábel 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
Vrábel, Viktor
Švorc, Ľubomír
Šafář, Peter
Sivý, Július
Jozefína, Žúžiová
(8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one
title (8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one
title_full (8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one
title_fullStr (8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one
title_full_unstemmed (8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one
title_short (8aR,9R)-9-Hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4H)-one
title_sort (8ar,9r)-9-hy­droxy-7,8,8a,9-tetra­hydro­furo[3,2-f]indolizin-6(4h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470388/
https://www.ncbi.nlm.nih.gov/pubmed/23125801
http://dx.doi.org/10.1107/S1600536812040378
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