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2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate
In the title molecular salt, C(5)H(7)N(2) (+)·C(8)H(5)N(2)O(7) (−), the 2-aminopyridinium cation is essentially planar, with a maximium deviation of 0.015 (1) Å, while the 2-methoxycarbonyl-4,6-dinitrophenolate anion is slightly twisted away from planarity, with a maximium deviation of 0.187 (1...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254471/ https://www.ncbi.nlm.nih.gov/pubmed/22259412 http://dx.doi.org/10.1107/S160053681105286X |
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author | Wu, Dong-Liang Xiao, Zi-Jing |
author_facet | Wu, Dong-Liang Xiao, Zi-Jing |
author_sort | Wu, Dong-Liang |
collection | PubMed |
description | In the title molecular salt, C(5)H(7)N(2) (+)·C(8)H(5)N(2)O(7) (−), the 2-aminopyridinium cation is essentially planar, with a maximium deviation of 0.015 (1) Å, while the 2-methoxycarbonyl-4,6-dinitrophenolate anion is slightly twisted away from planarity, with a maximium deviation of 0.187 (1) Å. Deprotonation of the hydroxy O atom was observed. The cation and anion are connected by four bifurcated N—H⋯(O,O) hydrogen bonds, forming a molecular proton-transfer adduct. The dihedral angle between the pyridinium ring in the cation and the benzene ring in the anion is 3.65 (6)°. Every adduct connects to six neighboring adducts by N—H⋯O and C—H⋯O hydrogen bonds, yielding extended layers parallel to the bc plane. There is a weak π–π interaction between the benzene rings of two neighboring anions; the interplanar spacing and the centroid–centroid separation are 3.309 (1) and 3.69 (1) Å, respectively. |
format | Online Article Text |
id | pubmed-3254471 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32544712012-01-18 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate Wu, Dong-Liang Xiao, Zi-Jing Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecular salt, C(5)H(7)N(2) (+)·C(8)H(5)N(2)O(7) (−), the 2-aminopyridinium cation is essentially planar, with a maximium deviation of 0.015 (1) Å, while the 2-methoxycarbonyl-4,6-dinitrophenolate anion is slightly twisted away from planarity, with a maximium deviation of 0.187 (1) Å. Deprotonation of the hydroxy O atom was observed. The cation and anion are connected by four bifurcated N—H⋯(O,O) hydrogen bonds, forming a molecular proton-transfer adduct. The dihedral angle between the pyridinium ring in the cation and the benzene ring in the anion is 3.65 (6)°. Every adduct connects to six neighboring adducts by N—H⋯O and C—H⋯O hydrogen bonds, yielding extended layers parallel to the bc plane. There is a weak π–π interaction between the benzene rings of two neighboring anions; the interplanar spacing and the centroid–centroid separation are 3.309 (1) and 3.69 (1) Å, respectively. International Union of Crystallography 2011-12-14 /pmc/articles/PMC3254471/ /pubmed/22259412 http://dx.doi.org/10.1107/S160053681105286X Text en © Wu and Xiao 2012 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 Wu, Dong-Liang Xiao, Zi-Jing 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
title | 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
title_full | 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
title_fullStr | 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
title_full_unstemmed | 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
title_short | 2-Aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
title_sort | 2-aminopyridinium 2-methoxycarbonyl-4,6-dinitrophenolate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254471/ https://www.ncbi.nlm.nih.gov/pubmed/22259412 http://dx.doi.org/10.1107/S160053681105286X |
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