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2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate

In the title compound, C(20)H(22)N(5)O(+)·Br(−)·C(2)H(6)O, the tetra­hydro­pyrimidine ring of the bicyclic cation adopts a half-chair conformation with an equatorial orientation of the phenyl and methyl substituents. The amino group is nearly coplanar with the 1,2,4-triazole ring [interplanar angle...

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Autores principales: Chernyshev, Victor M., Pyatakov, Dmitriy A., Suponitsky, Kyrill Yu.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790443/
https://www.ncbi.nlm.nih.gov/pubmed/24098262
http://dx.doi.org/10.1107/S1600536813025853
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author Chernyshev, Victor M.
Pyatakov, Dmitriy A.
Suponitsky, Kyrill Yu.
author_facet Chernyshev, Victor M.
Pyatakov, Dmitriy A.
Suponitsky, Kyrill Yu.
author_sort Chernyshev, Victor M.
collection PubMed
description In the title compound, C(20)H(22)N(5)O(+)·Br(−)·C(2)H(6)O, the tetra­hydro­pyrimidine ring of the bicyclic cation adopts a half-chair conformation with an equatorial orientation of the phenyl and methyl substituents. The amino group is nearly coplanar with the 1,2,4-triazole ring [interplanar angle = 4.08 (8)°] and has a slightly pyramidal configuration. The mean planes of the triazole ring and the benzene ring of the phenacyl group form a dihedral angle of 88.58 (7)°. In the crystal, N—H⋯Br, N—H⋯O and O—H⋯Br hydrogen bonds link the cations, anions and ethanol mol­ecules into layers parallel to the bc plane.
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spelling pubmed-37904432013-10-04 2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate Chernyshev, Victor M. Pyatakov, Dmitriy A. Suponitsky, Kyrill Yu. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(22)N(5)O(+)·Br(−)·C(2)H(6)O, the tetra­hydro­pyrimidine ring of the bicyclic cation adopts a half-chair conformation with an equatorial orientation of the phenyl and methyl substituents. The amino group is nearly coplanar with the 1,2,4-triazole ring [interplanar angle = 4.08 (8)°] and has a slightly pyramidal configuration. The mean planes of the triazole ring and the benzene ring of the phenacyl group form a dihedral angle of 88.58 (7)°. In the crystal, N—H⋯Br, N—H⋯O and O—H⋯Br hydrogen bonds link the cations, anions and ethanol mol­ecules into layers parallel to the bc plane. International Union of Crystallography 2013-09-25 /pmc/articles/PMC3790443/ /pubmed/24098262 http://dx.doi.org/10.1107/S1600536813025853 Text en © Chernyshev et al. 2013 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
Chernyshev, Victor M.
Pyatakov, Dmitriy A.
Suponitsky, Kyrill Yu.
2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
title 2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
title_full 2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
title_fullStr 2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
title_full_unstemmed 2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
title_short 2-Amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3H-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
title_sort 2-amino-5-methyl-3-(2-oxo-2-phenyl­eth­yl)-7-phenyl-4,5,6,7-tetra­hydro-3h-[1,2,4]triazolo[1,5-a]pyrimidin-8-ium bromide ethanol monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790443/
https://www.ncbi.nlm.nih.gov/pubmed/24098262
http://dx.doi.org/10.1107/S1600536813025853
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