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5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate
The asymmetric unit of the title compound, C(3)H(4)N(4)O(2)·0.5H(2)O, comprises two whole molecules of 5-amino-1H-1,2,4-triazole-3-carboxylic acid in its zwitterionic form (proton transfer occurs from the carboxylic acid group to the N heteroatom at position 1), plus one water molecule of cry...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213518/ https://www.ncbi.nlm.nih.gov/pubmed/22091097 http://dx.doi.org/10.1107/S160053681102811X |
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author | Fernandes, José A. Liu, Bing Tomé, João P. C. Cunha-Silva, Luís Almeida Paz, Filipe A. |
author_facet | Fernandes, José A. Liu, Bing Tomé, João P. C. Cunha-Silva, Luís Almeida Paz, Filipe A. |
author_sort | Fernandes, José A. |
collection | PubMed |
description | The asymmetric unit of the title compound, C(3)H(4)N(4)O(2)·0.5H(2)O, comprises two whole molecules of 5-amino-1H-1,2,4-triazole-3-carboxylic acid in its zwitterionic form (proton transfer occurs from the carboxylic acid group to the N heteroatom at position 1), plus one water molecule of crystallization. The organic moieties are disposed into supramolecular layers linked by N—H⋯O and N—H⋯N hydrogen bonds parallel to the bc plane. Additional O—H⋯O and N—H⋯O hydrogen bonds involving the water molecules and the organic molecules lead to the formation of double-deck supramolecular arrangements which are interconnected along the a axis via π–π stacking [centroid–centroid distance = 3.507 (3) Å]. |
format | Online Article Text |
id | pubmed-3213518 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32135182011-11-16 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate Fernandes, José A. Liu, Bing Tomé, João P. C. Cunha-Silva, Luís Almeida Paz, Filipe A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(3)H(4)N(4)O(2)·0.5H(2)O, comprises two whole molecules of 5-amino-1H-1,2,4-triazole-3-carboxylic acid in its zwitterionic form (proton transfer occurs from the carboxylic acid group to the N heteroatom at position 1), plus one water molecule of crystallization. The organic moieties are disposed into supramolecular layers linked by N—H⋯O and N—H⋯N hydrogen bonds parallel to the bc plane. Additional O—H⋯O and N—H⋯O hydrogen bonds involving the water molecules and the organic molecules lead to the formation of double-deck supramolecular arrangements which are interconnected along the a axis via π–π stacking [centroid–centroid distance = 3.507 (3) Å]. International Union of Crystallography 2011-07-23 /pmc/articles/PMC3213518/ /pubmed/22091097 http://dx.doi.org/10.1107/S160053681102811X Text en © Fernandes et al. 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 Fernandes, José A. Liu, Bing Tomé, João P. C. Cunha-Silva, Luís Almeida Paz, Filipe A. 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
title | 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
title_full | 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
title_fullStr | 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
title_full_unstemmed | 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
title_short | 5-Amino-1H-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
title_sort | 5-amino-1h-1,2,4-triazol-4-ium-3-carboxylate hemihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213518/ https://www.ncbi.nlm.nih.gov/pubmed/22091097 http://dx.doi.org/10.1107/S160053681102811X |
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