3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine

The title compound, C(12)H(14)ClN(3), represents the planar azoenamine tautomer. The benzene ring forms a dihedral angle of 2.5 (1)° with the azoenamine group. Electron delocalization is indicated by the values of the bond lengths in the chain. The tetra­hydro­pyridine ring adopts a half-chair confo...

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Detalles Bibliográficos
Autores principales: Meneghetti, Fiorella, Bombieri, Gabriella, Tonelli, Michele
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961736/
https://www.ncbi.nlm.nih.gov/pubmed/21202926
http://dx.doi.org/10.1107/S1600536808018217
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author Meneghetti, Fiorella
Bombieri, Gabriella
Tonelli, Michele
author_facet Meneghetti, Fiorella
Bombieri, Gabriella
Tonelli, Michele
author_sort Meneghetti, Fiorella
collection PubMed
description The title compound, C(12)H(14)ClN(3), represents the planar azoenamine tautomer. The benzene ring forms a dihedral angle of 2.5 (1)° with the azoenamine group. Electron delocalization is indicated by the values of the bond lengths in the chain. The tetra­hydro­pyridine ring adopts a half-chair conformation and the dihedral angle between the least-squares plane defined by the five coplanar C atoms and the azoenamine unit is 2.0 (1)°, while the envelope-flap C atom lies out of this plane by 0.579 (2) Å. The mol­ecular packing is governed by van der Waals inter­actions through the stacking of adjacent mol­ecules, resulting in a two-dimensional sheet structure.
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spelling pubmed-29617362010-12-30 3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine Meneghetti, Fiorella Bombieri, Gabriella Tonelli, Michele Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(14)ClN(3), represents the planar azoenamine tautomer. The benzene ring forms a dihedral angle of 2.5 (1)° with the azoenamine group. Electron delocalization is indicated by the values of the bond lengths in the chain. The tetra­hydro­pyridine ring adopts a half-chair conformation and the dihedral angle between the least-squares plane defined by the five coplanar C atoms and the azoenamine unit is 2.0 (1)°, while the envelope-flap C atom lies out of this plane by 0.579 (2) Å. The mol­ecular packing is governed by van der Waals inter­actions through the stacking of adjacent mol­ecules, resulting in a two-dimensional sheet structure. International Union of Crystallography 2008-06-19 /pmc/articles/PMC2961736/ /pubmed/21202926 http://dx.doi.org/10.1107/S1600536808018217 Text en © Meneghetti et al. 2008 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
Meneghetti, Fiorella
Bombieri, Gabriella
Tonelli, Michele
3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
title 3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
title_full 3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
title_fullStr 3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
title_full_unstemmed 3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
title_short 3-(4-Chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
title_sort 3-(4-chloro­phenyl­diazen­yl)-1-methyl-1,4,5,6-tetra­hydro­pyridine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961736/
https://www.ncbi.nlm.nih.gov/pubmed/21202926
http://dx.doi.org/10.1107/S1600536808018217
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AT bombierigabriella 34chlorophenyldiazenyl1methyl1456tetrahydropyridine
AT tonellimichele 34chlorophenyldiazenyl1methyl1456tetrahydropyridine

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