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2-Methylimidazolium picrate
In both ionic components of the title salt, C(4)H(7)N(2) (+)·C(6)H(2)N(3)O(7) (−), the rings are approximately planar; the maximum deviation from the mean plane is an order of magnitude larger in the picrate ring [0.0289 (10) Å] than in the imidazolium ring [0.0028 (10) Å. The nitro groups are twist...
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/PMC3050384/ https://www.ncbi.nlm.nih.gov/pubmed/21522735 http://dx.doi.org/10.1107/S1600536810053390 |
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author | Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej |
author_facet | Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej |
author_sort | Dutkiewicz, Grzegorz |
collection | PubMed |
description | In both ionic components of the title salt, C(4)H(7)N(2) (+)·C(6)H(2)N(3)O(7) (−), the rings are approximately planar; the maximum deviation from the mean plane is an order of magnitude larger in the picrate ring [0.0289 (10) Å] than in the imidazolium ring [0.0028 (10) Å. The nitro groups are twisted with respect to the six-atom ring plane; the NO(2) groups next to the oxide O atom, at the 2- and 6-positions, are twisted more [by 53.59 (9) and 18.46 (12)°] than the NO(2) group at the 4-postition, for which the twist angle is 7.28 (16)°. In the crystal, N—H⋯O hydrogen bonds, in which the hydroxyl O atom acts as a double acceptor and one of the O atoms from a nitro group acts as an additional acceptor, connect molecules into chains along the c-axis direction. Relatively short C—H⋯O contacts and π–π interactions between symmetry-related six-membered rings [centroid–centroid distances = 3.5938 (10) and 3.6223 (10) Å] also occur. |
format | Text |
id | pubmed-3050384 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30503842011-04-26 2-Methylimidazolium picrate Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej Acta Crystallogr Sect E Struct Rep Online Organic Papers In both ionic components of the title salt, C(4)H(7)N(2) (+)·C(6)H(2)N(3)O(7) (−), the rings are approximately planar; the maximum deviation from the mean plane is an order of magnitude larger in the picrate ring [0.0289 (10) Å] than in the imidazolium ring [0.0028 (10) Å. The nitro groups are twisted with respect to the six-atom ring plane; the NO(2) groups next to the oxide O atom, at the 2- and 6-positions, are twisted more [by 53.59 (9) and 18.46 (12)°] than the NO(2) group at the 4-postition, for which the twist angle is 7.28 (16)°. In the crystal, N—H⋯O hydrogen bonds, in which the hydroxyl O atom acts as a double acceptor and one of the O atoms from a nitro group acts as an additional acceptor, connect molecules into chains along the c-axis direction. Relatively short C—H⋯O contacts and π–π interactions between symmetry-related six-membered rings [centroid–centroid distances = 3.5938 (10) and 3.6223 (10) Å] also occur. International Union of Crystallography 2010-12-24 /pmc/articles/PMC3050384/ /pubmed/21522735 http://dx.doi.org/10.1107/S1600536810053390 Text en © Dutkiewicz et al. 2011 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 Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej 2-Methylimidazolium picrate |
title | 2-Methylimidazolium picrate |
title_full | 2-Methylimidazolium picrate |
title_fullStr | 2-Methylimidazolium picrate |
title_full_unstemmed | 2-Methylimidazolium picrate |
title_short | 2-Methylimidazolium picrate |
title_sort | 2-methylimidazolium picrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050384/ https://www.ncbi.nlm.nih.gov/pubmed/21522735 http://dx.doi.org/10.1107/S1600536810053390 |
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