[(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate

The title monohydrate, C(9)H(10)N(2)O(3)·H(2)O, contains an aziridine ring including two contiguous stereocenters, both of which exhibit an R configuration. The methyl­hydroxy and nitro­phenyl groups are cis-disposed about the aziridine ring. The mean plane of the benzene ring is tilted to the aziri...

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Detalles Bibliográficos
Autores principales: Gaumet, V., Denis, C., Leal, F., Madesclaire, M., Zaitsev, V.P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685076/
https://www.ncbi.nlm.nih.gov/pubmed/23795095
http://dx.doi.org/10.1107/S1600536813013391
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author Gaumet, V.
Denis, C.
Leal, F.
Madesclaire, M.
Zaitsev, V.P.
author_facet Gaumet, V.
Denis, C.
Leal, F.
Madesclaire, M.
Zaitsev, V.P.
author_sort Gaumet, V.
collection PubMed
description The title monohydrate, C(9)H(10)N(2)O(3)·H(2)O, contains an aziridine ring including two contiguous stereocenters, both of which exhibit an R configuration. The methyl­hydroxy and nitro­phenyl groups are cis-disposed about the aziridine ring. The mean plane of the benzene ring is tilted to the aziridine ring by 66.65 (8)°. The nitro group is nearly coplanar with the benzene ring [dihedral angle = 2.5 (2)°]. In the crystal, the components are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds, generating supra­molecular layers parallel to (001).
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spelling pubmed-36850762013-06-21 [(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate Gaumet, V. Denis, C. Leal, F. Madesclaire, M. Zaitsev, V.P. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title monohydrate, C(9)H(10)N(2)O(3)·H(2)O, contains an aziridine ring including two contiguous stereocenters, both of which exhibit an R configuration. The methyl­hydroxy and nitro­phenyl groups are cis-disposed about the aziridine ring. The mean plane of the benzene ring is tilted to the aziridine ring by 66.65 (8)°. The nitro group is nearly coplanar with the benzene ring [dihedral angle = 2.5 (2)°]. In the crystal, the components are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds, generating supra­molecular layers parallel to (001). International Union of Crystallography 2013-05-18 /pmc/articles/PMC3685076/ /pubmed/23795095 http://dx.doi.org/10.1107/S1600536813013391 Text en © Gaumet et al. 2013 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
Gaumet, V.
Denis, C.
Leal, F.
Madesclaire, M.
Zaitsev, V.P.
[(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate
title [(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate
title_full [(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate
title_fullStr [(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate
title_full_unstemmed [(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate
title_short [(2R,3R)-3-(4-Nitro­phen­yl)aziridin-2-yl]methanol monohydrate
title_sort [(2r,3r)-3-(4-nitro­phen­yl)aziridin-2-yl]methanol monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685076/
https://www.ncbi.nlm.nih.gov/pubmed/23795095
http://dx.doi.org/10.1107/S1600536813013391
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