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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...

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Autores principales: Salamzadeh, Nina, Demircioglu, Zeynep, Korkmaz, Ufuk, Büyükgüngör, Orhan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
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.
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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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