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2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine

The title compound, C(15)H(17)N(3), was prepared by reaction of benzoyl­pyridine and hexahydropyrimidine. The 1,3-diazinane ring adopts a chair conformation with one N—H group axial and the other equatorial. The axial N—H group participates in very weak hydrogen bonding to the lone pair of electrons...

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Detalles Bibliográficos
Autores principales: Jayaratna, Naleen B., Norman, Richard E.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011375/
https://www.ncbi.nlm.nih.gov/pubmed/21589448
http://dx.doi.org/10.1107/S1600536810045976
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author Jayaratna, Naleen B.
Norman, Richard E.
author_facet Jayaratna, Naleen B.
Norman, Richard E.
author_sort Jayaratna, Naleen B.
collection PubMed
description The title compound, C(15)H(17)N(3), was prepared by reaction of benzoyl­pyridine and hexahydropyrimidine. The 1,3-diazinane ring adopts a chair conformation with one N—H group axial and the other equatorial. The axial N—H group participates in very weak hydrogen bonding to the lone pair of electrons of the N atom with the equatorial H atom producing a very weakly hydrogen-bonded dimer. The pyridine N atom accepts an inter­nal hydrogen bond from the equatorial H atom. The phenyl ring adopts an equatorial position while the pyridine ring is axial. The phenyl ring exhibits a slight twist (ca 25°) relative to the hexahydropyrimidine ring. The pyridine ring stacks with symmetry-related pyridine rings.
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spelling pubmed-30113752010-12-30 2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine Jayaratna, Naleen B. Norman, Richard E. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(17)N(3), was prepared by reaction of benzoyl­pyridine and hexahydropyrimidine. The 1,3-diazinane ring adopts a chair conformation with one N—H group axial and the other equatorial. The axial N—H group participates in very weak hydrogen bonding to the lone pair of electrons of the N atom with the equatorial H atom producing a very weakly hydrogen-bonded dimer. The pyridine N atom accepts an inter­nal hydrogen bond from the equatorial H atom. The phenyl ring adopts an equatorial position while the pyridine ring is axial. The phenyl ring exhibits a slight twist (ca 25°) relative to the hexahydropyrimidine ring. The pyridine ring stacks with symmetry-related pyridine rings. International Union of Crystallography 2010-11-13 /pmc/articles/PMC3011375/ /pubmed/21589448 http://dx.doi.org/10.1107/S1600536810045976 Text en © Jayaratna and Norman 2010 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
Jayaratna, Naleen B.
Norman, Richard E.
2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
title 2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
title_full 2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
title_fullStr 2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
title_full_unstemmed 2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
title_short 2-Phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
title_sort 2-phenyl-2-(pyridin-2-yl)hexahydro­pyrimidine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011375/
https://www.ncbi.nlm.nih.gov/pubmed/21589448
http://dx.doi.org/10.1107/S1600536810045976
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