Cargando…
N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine
The title compound, C(28)H(27)N(5)O, was synthesized using palladium cross-coupling amination of 3-bromo-5,6-diphenyl-1,2,4-triazine with 2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]aniline. The oxazoline ring is almost planar, with a maximum atomic deviation of 0.023 (5) Å. The phenyl rings ma...
Autores principales: | , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3052057/ https://www.ncbi.nlm.nih.gov/pubmed/21522403 http://dx.doi.org/10.1107/S1600536811005411 |
_version_ | 1782199617103855616 |
---|---|
author | Karczmarzyk, Zbigniew Wolińska, Ewa Fruziński, Andrzej |
author_facet | Karczmarzyk, Zbigniew Wolińska, Ewa Fruziński, Andrzej |
author_sort | Karczmarzyk, Zbigniew |
collection | PubMed |
description | The title compound, C(28)H(27)N(5)O, was synthesized using palladium cross-coupling amination of 3-bromo-5,6-diphenyl-1,2,4-triazine with 2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]aniline. The oxazoline ring is almost planar, with a maximum atomic deviation of 0.023 (5) Å. The phenyl rings make dihedral angles of 29.0 (1) and 54.6 (1)° with the triazine ring while the benzene ring makes a dihedral angle of 0.6 (1)° with the oxazoline ring. The conformation of the molecule is influenced by strong intramolecular N—H⋯N and weak C—H⋯N hydrogen bonds. In the crystal, screw-axis related molecules are linked into supramolecular chains by intermolecular C—H⋯O hydrogen bonds. π–π stacking is observed between the oxazoline and triazine rings of adjacent molecules, with a centroid–centroid distance of 3.749 (2) Å. |
format | Text |
id | pubmed-3052057 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30520572011-04-26 N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine Karczmarzyk, Zbigniew Wolińska, Ewa Fruziński, Andrzej Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(28)H(27)N(5)O, was synthesized using palladium cross-coupling amination of 3-bromo-5,6-diphenyl-1,2,4-triazine with 2-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]aniline. The oxazoline ring is almost planar, with a maximum atomic deviation of 0.023 (5) Å. The phenyl rings make dihedral angles of 29.0 (1) and 54.6 (1)° with the triazine ring while the benzene ring makes a dihedral angle of 0.6 (1)° with the oxazoline ring. The conformation of the molecule is influenced by strong intramolecular N—H⋯N and weak C—H⋯N hydrogen bonds. In the crystal, screw-axis related molecules are linked into supramolecular chains by intermolecular C—H⋯O hydrogen bonds. π–π stacking is observed between the oxazoline and triazine rings of adjacent molecules, with a centroid–centroid distance of 3.749 (2) Å. International Union of Crystallography 2011-02-19 /pmc/articles/PMC3052057/ /pubmed/21522403 http://dx.doi.org/10.1107/S1600536811005411 Text en © Karczmarzyk et al. 2011 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 Karczmarzyk, Zbigniew Wolińska, Ewa Fruziński, Andrzej N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
title |
N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
title_full |
N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
title_fullStr |
N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
title_full_unstemmed |
N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
title_short |
N-{2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
title_sort | n-{2-[(4s)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl}-5,6-diphenyl-1,2,4-triazin-3-amine |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3052057/ https://www.ncbi.nlm.nih.gov/pubmed/21522403 http://dx.doi.org/10.1107/S1600536811005411 |
work_keys_str_mv | AT karczmarzykzbigniew n24s4tertbutyl45dihydro13oxazol2ylphenyl56diphenyl124triazin3amine AT wolinskaewa n24s4tertbutyl45dihydro13oxazol2ylphenyl56diphenyl124triazin3amine AT fruzinskiandrzej n24s4tertbutyl45dihydro13oxazol2ylphenyl56diphenyl124triazin3amine |