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N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride
The title salt, C(21)H(27)N(2) (+)·Cl(−) resulted from the condensation between 2,6-dimethylaniline and acetylacetone in acidified ethanol. The bulky cation is stabilized in a β-iminoenamine tautomeric form, and presents a W-shaped conformation. The benzene rings are arranged almost parallel, wit...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969422/ https://www.ncbi.nlm.nih.gov/pubmed/21582931 http://dx.doi.org/10.1107/S1600536809020571 |
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author | Jiménez-Pérez, Víctor M. Bernès, Sylvain Munõz, Blanca M. Kharisov, Boris I. Vela, Andrea V. |
author_facet | Jiménez-Pérez, Víctor M. Bernès, Sylvain Munõz, Blanca M. Kharisov, Boris I. Vela, Andrea V. |
author_sort | Jiménez-Pérez, Víctor M. |
collection | PubMed |
description | The title salt, C(21)H(27)N(2) (+)·Cl(−) resulted from the condensation between 2,6-dimethylaniline and acetylacetone in acidified ethanol. The bulky cation is stabilized in a β-iminoenamine tautomeric form, and presents a W-shaped conformation. The benzene rings are arranged almost parallel, with a dihedral angle of 6.58 (4)° between the mean planes. Both N—H groups in the cation form strong hydrogen bonds with two symmetry-related chloride anions. The resulting supramolecular structure is a one dimensional polymer running along [001], alternating cations and anions. The π–π interaction observed in the molecule, characterized by a centroid–centroid separation of 4.298 (4) Å, is thus extended to the chains, with separations of 5.222 (4) Å between benzene rings of neighbouring cations in the crystal. |
format | Text |
id | pubmed-2969422 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29694222010-12-30 N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride Jiménez-Pérez, Víctor M. Bernès, Sylvain Munõz, Blanca M. Kharisov, Boris I. Vela, Andrea V. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title salt, C(21)H(27)N(2) (+)·Cl(−) resulted from the condensation between 2,6-dimethylaniline and acetylacetone in acidified ethanol. The bulky cation is stabilized in a β-iminoenamine tautomeric form, and presents a W-shaped conformation. The benzene rings are arranged almost parallel, with a dihedral angle of 6.58 (4)° between the mean planes. Both N—H groups in the cation form strong hydrogen bonds with two symmetry-related chloride anions. The resulting supramolecular structure is a one dimensional polymer running along [001], alternating cations and anions. The π–π interaction observed in the molecule, characterized by a centroid–centroid separation of 4.298 (4) Å, is thus extended to the chains, with separations of 5.222 (4) Å between benzene rings of neighbouring cations in the crystal. International Union of Crystallography 2009-06-24 /pmc/articles/PMC2969422/ /pubmed/21582931 http://dx.doi.org/10.1107/S1600536809020571 Text en © Jiménez-Pérez et al. 2009 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 Jiménez-Pérez, Víctor M. Bernès, Sylvain Munõz, Blanca M. Kharisov, Boris I. Vela, Andrea V. N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride |
title |
N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride
|
title_full |
N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride
|
title_fullStr |
N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride
|
title_full_unstemmed |
N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride
|
title_short |
N-[3-(2,6-Dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride
|
title_sort | n-[3-(2,6-dimethylanilino)-1-methylbut-2-enylidene]-2,6-dimethylanilinium chloride |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969422/ https://www.ncbi.nlm.nih.gov/pubmed/21582931 http://dx.doi.org/10.1107/S1600536809020571 |
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