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Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate

The crystal structure of the title compound [systematic name: 3,5,7-triaza-1-azoniatricyclo­[3.3.1.1(3,7)]decane (E)-3-carb­oxy­prop-2-enoate], C(6)H(13)N(4) (+)·C(4)H(3)O(4) (−), had been determined previously by Bowes et al. [Acta Cryst. (2003), B59, 100–117]. Their structure contained an approxim...

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Autor principal: Lemmerer, Andreas
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050185/
https://www.ncbi.nlm.nih.gov/pubmed/21522714
http://dx.doi.org/10.1107/S1600536810052700
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author Lemmerer, Andreas
author_facet Lemmerer, Andreas
author_sort Lemmerer, Andreas
collection PubMed
description The crystal structure of the title compound [systematic name: 3,5,7-triaza-1-azoniatricyclo­[3.3.1.1(3,7)]decane (E)-3-carb­oxy­prop-2-enoate], C(6)H(13)N(4) (+)·C(4)H(3)O(4) (−), had been determined previously by Bowes et al. [Acta Cryst. (2003), B59, 100–117]. Their structure contained an approximately 3:1 ratio of fumarate and succinate monoanions disordered over the same position. The succinate anion component forms a similar structural role to the fumarate anion and came about due to an impurity in the starting material, fumaric acid. In this work, the crystal structure of the pure salt is presented, which is identical, apart from the lack of disorder of the anions, to the previous structure. In the crystal, the ions assemble in the solid state, forming chains via N(+)—H⋯O(−) and O—H⋯O(−) hydrogen bonds, which are linked into a three-dimensional network by C—H⋯O inter­actions.
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spelling pubmed-30501852011-04-26 Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate Lemmerer, Andreas Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of the title compound [systematic name: 3,5,7-triaza-1-azoniatricyclo­[3.3.1.1(3,7)]decane (E)-3-carb­oxy­prop-2-enoate], C(6)H(13)N(4) (+)·C(4)H(3)O(4) (−), had been determined previously by Bowes et al. [Acta Cryst. (2003), B59, 100–117]. Their structure contained an approximately 3:1 ratio of fumarate and succinate monoanions disordered over the same position. The succinate anion component forms a similar structural role to the fumarate anion and came about due to an impurity in the starting material, fumaric acid. In this work, the crystal structure of the pure salt is presented, which is identical, apart from the lack of disorder of the anions, to the previous structure. In the crystal, the ions assemble in the solid state, forming chains via N(+)—H⋯O(−) and O—H⋯O(−) hydrogen bonds, which are linked into a three-dimensional network by C—H⋯O inter­actions. International Union of Crystallography 2010-12-24 /pmc/articles/PMC3050185/ /pubmed/21522714 http://dx.doi.org/10.1107/S1600536810052700 Text en © Andreas Lemmerer 2011 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
Lemmerer, Andreas
Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
title Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
title_full Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
title_fullStr Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
title_full_unstemmed Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
title_short Redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
title_sort redetermination of the salt hexa­methyl­ene­tetra­minium fumarate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050185/
https://www.ncbi.nlm.nih.gov/pubmed/21522714
http://dx.doi.org/10.1107/S1600536810052700
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