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Crystal structure of 2-amino-5-nitropyridinium sulfamate
The title molecular salt, C(5)H(6)N(3)O(2) (+) ·H(2)NO(3)S(−), was obtained from the reaction of sulfamic acid with 2-amino-5-nitropyridine. A proton transfer from sulfamic acid to the pyridine N atom occurred, resulting in the formation of a salt. As expected, this protonation leads to the wideni...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384627/ https://www.ncbi.nlm.nih.gov/pubmed/25878827 http://dx.doi.org/10.1107/S2056989015000365 |
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author | Rajkumar, M. Ambrose NizamMohideen, M. Xavier, S. Stanly John Anbarasu, S. Devarajan, Dr. Prem Anand |
author_facet | Rajkumar, M. Ambrose NizamMohideen, M. Xavier, S. Stanly John Anbarasu, S. Devarajan, Dr. Prem Anand |
author_sort | Rajkumar, M. Ambrose |
collection | PubMed |
description | The title molecular salt, C(5)H(6)N(3)O(2) (+) ·H(2)NO(3)S(−), was obtained from the reaction of sulfamic acid with 2-amino-5-nitropyridine. A proton transfer from sulfamic acid to the pyridine N atom occurred, resulting in the formation of a salt. As expected, this protonation leads to the widening of the C—N—C angle of the pyridine ring, to 122.9 (3)°, with the pyridinium ring being essentially planar (r.m.s. deviation = 0.025 Å). In the crystal, the ion pairs are joined by three N—H⋯O and one N—H⋯N hydrogen bonds in which the pyridinium N atom and the amino N atom act as donors, and are hydrogen bonded to the carboxylate O atoms and the N atom of the sulfamate anion, thus generating an R (3) (3)(22) ring motif. These motifs are linked by further N—H⋯O hydrogen bonds enclosing R (3) (3)(8) loops, forming sheets parallel to (100). The sheets are linked via weak C—H⋯O hydrogen bonds, forming a three-dimensional structure. The O atoms of the nitro group are disordered over two sets of sites with a refined occupancy ratio of 0.737 (19):0.263 (19). |
format | Online Article Text |
id | pubmed-4384627 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-43846272015-04-15 Crystal structure of 2-amino-5-nitropyridinium sulfamate Rajkumar, M. Ambrose NizamMohideen, M. Xavier, S. Stanly John Anbarasu, S. Devarajan, Dr. Prem Anand Acta Crystallogr E Crystallogr Commun Research Communications The title molecular salt, C(5)H(6)N(3)O(2) (+) ·H(2)NO(3)S(−), was obtained from the reaction of sulfamic acid with 2-amino-5-nitropyridine. A proton transfer from sulfamic acid to the pyridine N atom occurred, resulting in the formation of a salt. As expected, this protonation leads to the widening of the C—N—C angle of the pyridine ring, to 122.9 (3)°, with the pyridinium ring being essentially planar (r.m.s. deviation = 0.025 Å). In the crystal, the ion pairs are joined by three N—H⋯O and one N—H⋯N hydrogen bonds in which the pyridinium N atom and the amino N atom act as donors, and are hydrogen bonded to the carboxylate O atoms and the N atom of the sulfamate anion, thus generating an R (3) (3)(22) ring motif. These motifs are linked by further N—H⋯O hydrogen bonds enclosing R (3) (3)(8) loops, forming sheets parallel to (100). The sheets are linked via weak C—H⋯O hydrogen bonds, forming a three-dimensional structure. The O atoms of the nitro group are disordered over two sets of sites with a refined occupancy ratio of 0.737 (19):0.263 (19). International Union of Crystallography 2015-01-31 /pmc/articles/PMC4384627/ /pubmed/25878827 http://dx.doi.org/10.1107/S2056989015000365 Text en © Rajkumar et al. 2015 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 | Research Communications Rajkumar, M. Ambrose NizamMohideen, M. Xavier, S. Stanly John Anbarasu, S. Devarajan, Dr. Prem Anand Crystal structure of 2-amino-5-nitropyridinium sulfamate |
title | Crystal structure of 2-amino-5-nitropyridinium sulfamate |
title_full | Crystal structure of 2-amino-5-nitropyridinium sulfamate |
title_fullStr | Crystal structure of 2-amino-5-nitropyridinium sulfamate |
title_full_unstemmed | Crystal structure of 2-amino-5-nitropyridinium sulfamate |
title_short | Crystal structure of 2-amino-5-nitropyridinium sulfamate |
title_sort | crystal structure of 2-amino-5-nitropyridinium sulfamate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384627/ https://www.ncbi.nlm.nih.gov/pubmed/25878827 http://dx.doi.org/10.1107/S2056989015000365 |
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