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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...

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Autores principales: Jiménez-Pérez, Víctor M., Bernès, Sylvain, Munõz, Blanca M., Kharisov, Boris I., Vela, Andrea V.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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