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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3588514 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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