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Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate

The asymmetric unit of the title compound, 2C(2)H(6)N(5) (+)·C(4)O(4) (2−), contains two 3,5-diamino-4H-1,2,4-triazolium cations and one squarate dianion. The squaric acid mol­ecule donated one H atom to each of the two 3,5-diamino-1,2,4-triazole mol­ecules at their N atoms. The squaric acid dianion...

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Autores principales: Fun, Hoong-Kun, Loh, Wan-Sin, Johnson, Atim, Yousuf, Sammer, Eno, Ededet
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588514/
https://www.ncbi.nlm.nih.gov/pubmed/23476545
http://dx.doi.org/10.1107/S160053681300322X
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author Fun, Hoong-Kun
Loh, Wan-Sin
Johnson, Atim
Yousuf, Sammer
Eno, Ededet
author_facet Fun, Hoong-Kun
Loh, Wan-Sin
Johnson, Atim
Yousuf, Sammer
Eno, Ededet
author_sort Fun, Hoong-Kun
collection PubMed
description The asymmetric unit of the title compound, 2C(2)H(6)N(5) (+)·C(4)O(4) (2−), contains two 3,5-diamino-4H-1,2,4-triazolium cations and one squarate dianion. The squaric acid mol­ecule donated one H atom to each of the two 3,5-diamino-1,2,4-triazole mol­ecules at their N atoms. The squaric acid dianion has four C—O bonds which are shorter than a normal single C—O bond (1.426 Å) and are slightly longer than a normal C=O bond (1.23 Å), which indicates the degree of electron delocalization in the dianion. In the crystal, the cations and dianions are linked by N—H⋯N and N—H⋯O hydrogen bonds into a three-dimensional network.
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spelling pubmed-35885142013-03-08 Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate Fun, Hoong-Kun Loh, Wan-Sin Johnson, Atim Yousuf, Sammer Eno, Ededet Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, 2C(2)H(6)N(5) (+)·C(4)O(4) (2−), contains two 3,5-diamino-4H-1,2,4-triazolium cations and one squarate dianion. The squaric acid mol­ecule donated one H atom to each of the two 3,5-diamino-1,2,4-triazole mol­ecules at their N atoms. The squaric acid dianion has four C—O bonds which are shorter than a normal single C—O bond (1.426 Å) and are slightly longer than a normal C=O bond (1.23 Å), which indicates the degree of electron delocalization in the dianion. In the crystal, the cations and dianions are linked by N—H⋯N and N—H⋯O hydrogen bonds into a three-dimensional network. International Union of Crystallography 2013-02-06 /pmc/articles/PMC3588514/ /pubmed/23476545 http://dx.doi.org/10.1107/S160053681300322X Text en © Fun 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
Fun, Hoong-Kun
Loh, Wan-Sin
Johnson, Atim
Yousuf, Sammer
Eno, Ededet
Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
title Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
title_full Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
title_fullStr Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
title_full_unstemmed Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
title_short Bis­(3,5-diamino-4H-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
title_sort bis­(3,5-diamino-4h-1,2,4-triazol-1-ium) 3,4-dioxocyclo­butane-1,2-diolate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588514/
https://www.ncbi.nlm.nih.gov/pubmed/23476545
http://dx.doi.org/10.1107/S160053681300322X
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