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Crystal structure and thermal behaviour of pyridinium styphnate

In the crystal structure of the title mol­ecular salt, C(5)H(6)N(+)·C(6)H(2)N(3)O(8) (−) (systematic name: pyridinium 3-hy­droxy-2,4,6-tri­nitro­phenolate), the pyridin­ium cation and the 3-hy­droxy-2,4,6-tri­nitro­phenolate anion are linked through bifurcated N—H⋯(O,O) hydrogen bonds, forming an R...

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Autores principales: Muthulakshmi, Selvarasu, Kalaivani, Doraisamyraja
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384612/
https://www.ncbi.nlm.nih.gov/pubmed/25878796
http://dx.doi.org/10.1107/S2056989014027704
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author Muthulakshmi, Selvarasu
Kalaivani, Doraisamyraja
author_facet Muthulakshmi, Selvarasu
Kalaivani, Doraisamyraja
author_sort Muthulakshmi, Selvarasu
collection PubMed
description In the crystal structure of the title mol­ecular salt, C(5)H(6)N(+)·C(6)H(2)N(3)O(8) (−) (systematic name: pyridinium 3-hy­droxy-2,4,6-tri­nitro­phenolate), the pyridin­ium cation and the 3-hy­droxy-2,4,6-tri­nitro­phenolate anion are linked through bifurcated N—H⋯(O,O) hydrogen bonds, forming an R (1) (2)(6) ring motif. The nitro group para with respect to phenolate ion forms an intra­molecular hydrogen bond with the adjacent phenolic –OH group, which results in an S(6) ring motif. The nitro group flanked by the phenolate ion and the phenolic –OH group deviates noticeably from the benzene ring, subtending a dihedral angle of 89.2 (4)°. The other two nitro groups deviate only slightly from the plane of the benzene ring, making dihedral angles of 2.8 (4) and 3.4 (3)°. In the crystal, the 3-hy­droxy-2,4,6-tri­nitro­phenolate anions are linked through O—H⋯O hydrogen bonds, forming chains along [100]. These anionic chains, to which the cations are attached, are linked via C—H⋯O hydrogen bonds, forming a three-dimensional structure. Impact friction sensitivity tests and TGA/DTA studies on the title mol­ecular salt imply that it is an insensitive high-energy-density material.
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spelling pubmed-43846122015-04-15 Crystal structure and thermal behaviour of pyridinium styphnate Muthulakshmi, Selvarasu Kalaivani, Doraisamyraja Acta Crystallogr E Crystallogr Commun Research Communications In the crystal structure of the title mol­ecular salt, C(5)H(6)N(+)·C(6)H(2)N(3)O(8) (−) (systematic name: pyridinium 3-hy­droxy-2,4,6-tri­nitro­phenolate), the pyridin­ium cation and the 3-hy­droxy-2,4,6-tri­nitro­phenolate anion are linked through bifurcated N—H⋯(O,O) hydrogen bonds, forming an R (1) (2)(6) ring motif. The nitro group para with respect to phenolate ion forms an intra­molecular hydrogen bond with the adjacent phenolic –OH group, which results in an S(6) ring motif. The nitro group flanked by the phenolate ion and the phenolic –OH group deviates noticeably from the benzene ring, subtending a dihedral angle of 89.2 (4)°. The other two nitro groups deviate only slightly from the plane of the benzene ring, making dihedral angles of 2.8 (4) and 3.4 (3)°. In the crystal, the 3-hy­droxy-2,4,6-tri­nitro­phenolate anions are linked through O—H⋯O hydrogen bonds, forming chains along [100]. These anionic chains, to which the cations are attached, are linked via C—H⋯O hydrogen bonds, forming a three-dimensional structure. Impact friction sensitivity tests and TGA/DTA studies on the title mol­ecular salt imply that it is an insensitive high-energy-density material. International Union of Crystallography 2015-01-03 /pmc/articles/PMC4384612/ /pubmed/25878796 http://dx.doi.org/10.1107/S2056989014027704 Text en © Muthulakshmi and Kalaivani 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
Muthulakshmi, Selvarasu
Kalaivani, Doraisamyraja
Crystal structure and thermal behaviour of pyridinium styphnate
title Crystal structure and thermal behaviour of pyridinium styphnate
title_full Crystal structure and thermal behaviour of pyridinium styphnate
title_fullStr Crystal structure and thermal behaviour of pyridinium styphnate
title_full_unstemmed Crystal structure and thermal behaviour of pyridinium styphnate
title_short Crystal structure and thermal behaviour of pyridinium styphnate
title_sort crystal structure and thermal behaviour of pyridinium styphnate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384612/
https://www.ncbi.nlm.nih.gov/pubmed/25878796
http://dx.doi.org/10.1107/S2056989014027704
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