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3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate
In the title salt, C(6)H(12)N(3) (+)·C(7)H(3)N(2)O(7) (−), the imidazole ring is planar, with a maximum deviation of 0.0013 (14) Å for the N attached to the propanaminium group. In the anion, a single intramolecular O—H⋯O hydrogen bond is observed. The mean planes of the nitro groups in the anion a...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998440/ https://www.ncbi.nlm.nih.gov/pubmed/24765018 http://dx.doi.org/10.1107/S1600536814003146 |
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author | Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H.S. |
author_facet | Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H.S. |
author_sort | Yamuna, Thammarse S. |
collection | PubMed |
description | In the title salt, C(6)H(12)N(3) (+)·C(7)H(3)N(2)O(7) (−), the imidazole ring is planar, with a maximum deviation of 0.0013 (14) Å for the N attached to the propanaminium group. In the anion, a single intramolecular O—H⋯O hydrogen bond is observed. The mean planes of the nitro groups in the anion are twisted from the benzene ring mean plane making dihedral angles of 24.7 (9) and 3.9 (6)°. In the crystal, the ammonium H atoms form N—H⋯N and N—H⋯O hydrogen bonds, resulting in an infinite chain along [111]. In addition to the classical hydrogen bonds, weak C—H⋯O and π–π [centroid–centroid distance = 3.7124 (9) Å] interactions are also observed, which lead to the formation a three-dimensional supramolecular structure that links the chains into layers along the bc plane. |
format | Online Article Text |
id | pubmed-3998440 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39984402014-04-24 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H.S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(6)H(12)N(3) (+)·C(7)H(3)N(2)O(7) (−), the imidazole ring is planar, with a maximum deviation of 0.0013 (14) Å for the N attached to the propanaminium group. In the anion, a single intramolecular O—H⋯O hydrogen bond is observed. The mean planes of the nitro groups in the anion are twisted from the benzene ring mean plane making dihedral angles of 24.7 (9) and 3.9 (6)°. In the crystal, the ammonium H atoms form N—H⋯N and N—H⋯O hydrogen bonds, resulting in an infinite chain along [111]. In addition to the classical hydrogen bonds, weak C—H⋯O and π–π [centroid–centroid distance = 3.7124 (9) Å] interactions are also observed, which lead to the formation a three-dimensional supramolecular structure that links the chains into layers along the bc plane. International Union of Crystallography 2014-02-19 /pmc/articles/PMC3998440/ /pubmed/24765018 http://dx.doi.org/10.1107/S1600536814003146 Text en © Yamuna et al. 2014 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 Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H.S. 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
title | 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
title_full | 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
title_fullStr | 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
title_full_unstemmed | 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
title_short | 3-(1H-Imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
title_sort | 3-(1h-imidazol-1-yl)propanaminium 2-carboxy-4,6-dinitrophenolate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998440/ https://www.ncbi.nlm.nih.gov/pubmed/24765018 http://dx.doi.org/10.1107/S1600536814003146 |
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