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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...

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Autores principales: Yamuna, Thammarse S., Kaur, Manpreet, Anderson, Brian J., Jasinski, Jerry P., Yathirajan, H.S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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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