rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate

The racemic title compound, C(9)H(11)NO(4)·H(2)O, a tricyclic rearranged amino­norbornane dicarb­oxy­lic acid, is a conformationally rigid analogue of glutamic acid and exists as an ammonium-carboxyl­ate zwitterion, with the bridghead carb­oxy­lic acid group anti-related. In the crystal, N—H⋯O and O...

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Detalles Bibliográficos
Autores principales: Smith, Graham, Wermuth, Urs D., Jenkins, Ian D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344580/
https://www.ncbi.nlm.nih.gov/pubmed/22590342
http://dx.doi.org/10.1107/S1600536812016236
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author Smith, Graham
Wermuth, Urs D.
Jenkins, Ian D.
author_facet Smith, Graham
Wermuth, Urs D.
Jenkins, Ian D.
author_sort Smith, Graham
collection PubMed
description The racemic title compound, C(9)H(11)NO(4)·H(2)O, a tricyclic rearranged amino­norbornane dicarb­oxy­lic acid, is a conformationally rigid analogue of glutamic acid and exists as an ammonium-carboxyl­ate zwitterion, with the bridghead carb­oxy­lic acid group anti-related. In the crystal, N—H⋯O and O—H⋯O hydrogen bonds involving the ammonium, carb­oxy­lic acid and water donor groups with both water and carboxyl O-atom acceptors give a three-dimensional framework structure.
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spelling pubmed-33445802012-05-15 rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate Smith, Graham Wermuth, Urs D. Jenkins, Ian D. Acta Crystallogr Sect E Struct Rep Online Organic Papers The racemic title compound, C(9)H(11)NO(4)·H(2)O, a tricyclic rearranged amino­norbornane dicarb­oxy­lic acid, is a conformationally rigid analogue of glutamic acid and exists as an ammonium-carboxyl­ate zwitterion, with the bridghead carb­oxy­lic acid group anti-related. In the crystal, N—H⋯O and O—H⋯O hydrogen bonds involving the ammonium, carb­oxy­lic acid and water donor groups with both water and carboxyl O-atom acceptors give a three-dimensional framework structure. International Union of Crystallography 2012-04-21 /pmc/articles/PMC3344580/ /pubmed/22590342 http://dx.doi.org/10.1107/S1600536812016236 Text en © Smith 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
Smith, Graham
Wermuth, Urs D.
Jenkins, Ian D.
rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
title rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
title_full rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
title_fullStr rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
title_full_unstemmed rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
title_short rac-3-exo-Ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
title_sort rac-3-exo-ammonio-7-anti-carb­oxy­tricyclo­[2.2.1.0.(2,6)]heptane-3-endo-carboxyl­ate monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344580/
https://www.ncbi.nlm.nih.gov/pubmed/22590342
http://dx.doi.org/10.1107/S1600536812016236
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