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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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Detalles Bibliográficos
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
Descripción
Sumario: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.