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2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate
In the title salt, C(6)H(10)N(3)O(+)·C(6)H(2)N(3)O(7) (−), the dihedral angle between the mean planes of the benzene and pyridine rings is 3.1 (1)°. In the cation, the methoxy group is almost coplanar with the pyridine ring [C—O—C—N = −0.6 (2)°]. The p-nitro [C—C—N—O = −1.17 (19)°] and one o-nitro...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979045/ https://www.ncbi.nlm.nih.gov/pubmed/21579227 http://dx.doi.org/10.1107/S1600536810014583 |
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author | Jasinski, Jerry P. Butcher, Ray J. Yathirajan, H. S. Narayana, B. Prakash Kamath, K. |
author_facet | Jasinski, Jerry P. Butcher, Ray J. Yathirajan, H. S. Narayana, B. Prakash Kamath, K. |
author_sort | Jasinski, Jerry P. |
collection | PubMed |
description | In the title salt, C(6)H(10)N(3)O(+)·C(6)H(2)N(3)O(7) (−), the dihedral angle between the mean planes of the benzene and pyridine rings is 3.1 (1)°. In the cation, the methoxy group is almost coplanar with the pyridine ring [C—O—C—N = −0.6 (2)°]. The p-nitro [C—C—N—O = −1.17 (19)°] and one o-nitro [C—C—N—O = 1.83 (19)°] group in the anion are essentially coplanar with the benzene ring. The other disordered o-nitro group containing the major occupancy [0.868 (6)] O atom is twisted −29.0 (2)° from the mean plane of the benzene ring. A bifurcated N—H⋯(O.O) hydrogen bond and weak C—H⋯O intermolecular interaction between the cation and anion produce a network of infinite O—H⋯O—H⋯O—H chains along the c axis in the [101] plane which helps to establish crystal packing. Comparison to a DFT computational calculation indicates that significant conformational changes occur in the free state. |
format | Text |
id | pubmed-2979045 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29790452010-12-30 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate Jasinski, Jerry P. Butcher, Ray J. Yathirajan, H. S. Narayana, B. Prakash Kamath, K. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(6)H(10)N(3)O(+)·C(6)H(2)N(3)O(7) (−), the dihedral angle between the mean planes of the benzene and pyridine rings is 3.1 (1)°. In the cation, the methoxy group is almost coplanar with the pyridine ring [C—O—C—N = −0.6 (2)°]. The p-nitro [C—C—N—O = −1.17 (19)°] and one o-nitro [C—C—N—O = 1.83 (19)°] group in the anion are essentially coplanar with the benzene ring. The other disordered o-nitro group containing the major occupancy [0.868 (6)] O atom is twisted −29.0 (2)° from the mean plane of the benzene ring. A bifurcated N—H⋯(O.O) hydrogen bond and weak C—H⋯O intermolecular interaction between the cation and anion produce a network of infinite O—H⋯O—H⋯O—H chains along the c axis in the [101] plane which helps to establish crystal packing. Comparison to a DFT computational calculation indicates that significant conformational changes occur in the free state. International Union of Crystallography 2010-04-28 /pmc/articles/PMC2979045/ /pubmed/21579227 http://dx.doi.org/10.1107/S1600536810014583 Text en © Jasinski et al. 2010 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 Jasinski, Jerry P. Butcher, Ray J. Yathirajan, H. S. Narayana, B. Prakash Kamath, K. 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
title | 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
title_full | 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
title_fullStr | 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
title_full_unstemmed | 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
title_short | 2-Amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
title_sort | 2-amino-4-methoxy-6-methylpyrimidin-1-ium picrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979045/ https://www.ncbi.nlm.nih.gov/pubmed/21579227 http://dx.doi.org/10.1107/S1600536810014583 |
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