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Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate

The title compound, C(22)H(33)NO(12)·CHCl(3), was obtained as a product of a double aza-Michael addition of hydroxyl­amine on a Chiron with a known absolute configuration. The enanti­opure compound crystallized as a chloro­form solvate, in space group P1, and diffraction data were collected at room...

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Autores principales: Amaro Hernández, Aldo Guillermo, Rodríguez Tzompantzi, Tomasa, Dávila García, Álvaro, Meza-León, Rosa Luisa, Bernès, Sylvain
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462232/
https://www.ncbi.nlm.nih.gov/pubmed/36340615
http://dx.doi.org/10.1107/S2414314620007889
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author Amaro Hernández, Aldo Guillermo
Rodríguez Tzompantzi, Tomasa
Dávila García, Álvaro
Meza-León, Rosa Luisa
Bernès, Sylvain
author_facet Amaro Hernández, Aldo Guillermo
Rodríguez Tzompantzi, Tomasa
Dávila García, Álvaro
Meza-León, Rosa Luisa
Bernès, Sylvain
author_sort Amaro Hernández, Aldo Guillermo
collection PubMed
description The title compound, C(22)H(33)NO(12)·CHCl(3), was obtained as a product of a double aza-Michael addition of hydroxyl­amine on a Chiron with a known absolute configuration. The enanti­opure compound crystallized as a chloro­form solvate, in space group P1, and diffraction data were collected at room temperature with Ag Kα radiation. The Flack parameter refined to x = −0.01 (16); however, the Flack and Watkin 2AD plot clearly shows that differences between Friedel opposites (the D component of the plot) do not carry any reliable information about resonant scattering of Cl atoms, and are rather dominated by random and systematic errors. The R(D) factor calculated using 1941 acentric Friedel pairs is R(D) = 0.995. On the other hand, the 2A component of the plot, related to average intensities of Friedel pairs, shows that data are of good quality (R(A) = 0.069). This example illustrates that while using Ag Kα radiation (λ = 0.56083 Å), scatterers heavier than Cl should be present in a chiral crystal in order to determine confidently the absolute structure of the crystal. [Image: see text]
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spelling pubmed-94622322022-11-04 Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate Amaro Hernández, Aldo Guillermo Rodríguez Tzompantzi, Tomasa Dávila García, Álvaro Meza-León, Rosa Luisa Bernès, Sylvain IUCrdata Data Reports The title compound, C(22)H(33)NO(12)·CHCl(3), was obtained as a product of a double aza-Michael addition of hydroxyl­amine on a Chiron with a known absolute configuration. The enanti­opure compound crystallized as a chloro­form solvate, in space group P1, and diffraction data were collected at room temperature with Ag Kα radiation. The Flack parameter refined to x = −0.01 (16); however, the Flack and Watkin 2AD plot clearly shows that differences between Friedel opposites (the D component of the plot) do not carry any reliable information about resonant scattering of Cl atoms, and are rather dominated by random and systematic errors. The R(D) factor calculated using 1941 acentric Friedel pairs is R(D) = 0.995. On the other hand, the 2A component of the plot, related to average intensities of Friedel pairs, shows that data are of good quality (R(A) = 0.069). This example illustrates that while using Ag Kα radiation (λ = 0.56083 Å), scatterers heavier than Cl should be present in a chiral crystal in order to determine confidently the absolute structure of the crystal. [Image: see text] International Union of Crystallography 2020-06-16 /pmc/articles/PMC9462232/ /pubmed/36340615 http://dx.doi.org/10.1107/S2414314620007889 Text en © Amaro Hernández et al. 2020 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Amaro Hernández, Aldo Guillermo
Rodríguez Tzompantzi, Tomasa
Dávila García, Álvaro
Meza-León, Rosa Luisa
Bernès, Sylvain
Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
title Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
title_full Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
title_fullStr Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
title_full_unstemmed Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
title_short Ethyl (3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3S)-3-[(3aR,5R,6S,6aR)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
title_sort ethyl (3s)-3-[(3ar,5r,6s,6ar)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-3-{(3s)-3-[(3ar,5r,6s,6ar)-6-hy­droxy-2,2-di­methyl­tetra­hydro­furo[4,5-d][1,3]dioxol-5-yl]-5-oxoisoxazolidin-2-yl}propano­ate chloro­form monosolvate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462232/
https://www.ncbi.nlm.nih.gov/pubmed/36340615
http://dx.doi.org/10.1107/S2414314620007889
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