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Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate)
The asymmetric unit of the title compound, C(6)H(10)N(2) (2+)·2C(4)HO(4) (−), comprises two hydrogen squarate (Hsq(−); systematic name: 2-hydroxy-3,4-dioxocyclobutanolate) anions and a 2-(azaniumylmethyl)pyridinium dication. The squaric acid molecules each donate an H atom to the N atoms of t...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5382627/ https://www.ncbi.nlm.nih.gov/pubmed/28435726 http://dx.doi.org/10.1107/S2056989017004376 |
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author | Salamzadeh, Nina Demircioglu, Zeynep Korkmaz, Ufuk Büyükgüngör, Orhan |
author_facet | Salamzadeh, Nina Demircioglu, Zeynep Korkmaz, Ufuk Büyükgüngör, Orhan |
author_sort | Salamzadeh, Nina |
collection | PubMed |
description | The asymmetric unit of the title compound, C(6)H(10)N(2) (2+)·2C(4)HO(4) (−), comprises two hydrogen squarate (Hsq(−); systematic name: 2-hydroxy-3,4-dioxocyclobutanolate) anions and a 2-(azaniumylmethyl)pyridinium dication. The squaric acid molecules each donate an H atom to the N atoms of the pyridine ring and the aminomethyl units of a 2-(aminomethyl)pyridine molecule, forming the 1:2 salt. The Hsq(−) anions are linked by strong O—H⋯O hydrogen bonds and an N—H⋯O hydrogen bond links the 2-(azaniumylmethyl)pyridinium cation to one of the squaric acid anions. The crystal structure features additional N—H⋯O and O—H⋯O hydrogen bonds, π–π stacking and unusual weak C—O⋯π(ring) interactions. |
format | Online Article Text |
id | pubmed-5382627 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-53826272017-04-21 Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) Salamzadeh, Nina Demircioglu, Zeynep Korkmaz, Ufuk Büyükgüngör, Orhan Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, C(6)H(10)N(2) (2+)·2C(4)HO(4) (−), comprises two hydrogen squarate (Hsq(−); systematic name: 2-hydroxy-3,4-dioxocyclobutanolate) anions and a 2-(azaniumylmethyl)pyridinium dication. The squaric acid molecules each donate an H atom to the N atoms of the pyridine ring and the aminomethyl units of a 2-(aminomethyl)pyridine molecule, forming the 1:2 salt. The Hsq(−) anions are linked by strong O—H⋯O hydrogen bonds and an N—H⋯O hydrogen bond links the 2-(azaniumylmethyl)pyridinium cation to one of the squaric acid anions. The crystal structure features additional N—H⋯O and O—H⋯O hydrogen bonds, π–π stacking and unusual weak C—O⋯π(ring) interactions. International Union of Crystallography 2017-03-24 /pmc/articles/PMC5382627/ /pubmed/28435726 http://dx.doi.org/10.1107/S2056989017004376 Text en © Salamzadeh et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Salamzadeh, Nina Demircioglu, Zeynep Korkmaz, Ufuk Büyükgüngör, Orhan Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
title | Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
title_full | Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
title_fullStr | Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
title_full_unstemmed | Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
title_short | Crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
title_sort | crystal structure of 2-(azaniumylmethyl)pyridinium bis(hydrogen squarate) |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5382627/ https://www.ncbi.nlm.nih.gov/pubmed/28435726 http://dx.doi.org/10.1107/S2056989017004376 |
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