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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...

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Autores principales: Rajkumar, M. Ambrose, NizamMohideen, M., Xavier, S. Stanly John, Anbarasu, S., Devarajan, Dr. Prem Anand
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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).
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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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