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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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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-3011375 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT jayaratnanaleenb 2phenyl2pyridin2ylhexahydropyrimidine AT normanricharde 2phenyl2pyridin2ylhexahydropyrimidine |