1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate

The title salt, C(13)H(11)N(2)O(2) (+)·C(6)H(2)N(3)O(7) (−), is the unexpected product of a domino reaction of 3-cyano­methyl-1-methyl­imidazolium chloride with salicylic aldehyde in the presence of picric acid. In the cation, the 1H-imidazole ring is twisted by 63.2 (1)° from the 2H-chromen plane....

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Autores principales: Tuyen, Nguyen Van, Anh, Le Tuan, Festa, Alexey A., Voskressensky, Leonid G., Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3684925/
https://www.ncbi.nlm.nih.gov/pubmed/23795027
http://dx.doi.org/10.1107/S1600536813011690
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author Tuyen, Nguyen Van
Anh, Le Tuan
Festa, Alexey A.
Voskressensky, Leonid G.
Khrustalev, Victor N.
author_facet Tuyen, Nguyen Van
Anh, Le Tuan
Festa, Alexey A.
Voskressensky, Leonid G.
Khrustalev, Victor N.
author_sort Tuyen, Nguyen Van
collection PubMed
description The title salt, C(13)H(11)N(2)O(2) (+)·C(6)H(2)N(3)O(7) (−), is the unexpected product of a domino reaction of 3-cyano­methyl-1-methyl­imidazolium chloride with salicylic aldehyde in the presence of picric acid. In the cation, the 1H-imidazole ring is twisted by 63.2 (1)° from the 2H-chromen plane. In the crystal, cations and anions are alternately stacked along the a axis through π–π stacking inter­actions between the almost parallel aromatic rings [centroid–centroid distances = 3.458 (2) and 3.678 (2) Å]. The stacks are further linked by C—H⋯O hydrogen bonds into a two-tier layer parallel to (001).
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spelling pubmed-36849252013-06-21 1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate Tuyen, Nguyen Van Anh, Le Tuan Festa, Alexey A. Voskressensky, Leonid G. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title salt, C(13)H(11)N(2)O(2) (+)·C(6)H(2)N(3)O(7) (−), is the unexpected product of a domino reaction of 3-cyano­methyl-1-methyl­imidazolium chloride with salicylic aldehyde in the presence of picric acid. In the cation, the 1H-imidazole ring is twisted by 63.2 (1)° from the 2H-chromen plane. In the crystal, cations and anions are alternately stacked along the a axis through π–π stacking inter­actions between the almost parallel aromatic rings [centroid–centroid distances = 3.458 (2) and 3.678 (2) Å]. The stacks are further linked by C—H⋯O hydrogen bonds into a two-tier layer parallel to (001). International Union of Crystallography 2013-05-04 /pmc/articles/PMC3684925/ /pubmed/23795027 http://dx.doi.org/10.1107/S1600536813011690 Text en © Tuyen et al. 2013 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
Tuyen, Nguyen Van
Anh, Le Tuan
Festa, Alexey A.
Voskressensky, Leonid G.
Khrustalev, Victor N.
1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
title 1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
title_full 1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
title_fullStr 1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
title_full_unstemmed 1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
title_short 1-Methyl-3-(2-oxo-2H-chromen-3-yl)-1H-imidazol-3-ium picrate
title_sort 1-methyl-3-(2-oxo-2h-chromen-3-yl)-1h-imidazol-3-ium picrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3684925/
https://www.ncbi.nlm.nih.gov/pubmed/23795027
http://dx.doi.org/10.1107/S1600536813011690
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