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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...

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Detalles Bibliográficos
Autores principales: Karczmarzyk, Zbigniew, Wolińska, Ewa, Fruziński, Andrzej
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
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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.
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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
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