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rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate

In the title compound, C(17)H(21)F(3)N(2)O(6)S, the hexa­hydro­pyrimidine ring adopts a half-chair conformation: the mean plane formed by the ring atoms excluding the C atom bonded to the eth­oxy­carbonyl group has an r.m.s. deviation of 0.0427 Å and forms a dihedral angle of 66.41 (5)° with the ben...

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Detalles Bibliográficos
Autores principales: Li, Yong-Qiang, Ju, Zhi-Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515195/
https://www.ncbi.nlm.nih.gov/pubmed/23284422
http://dx.doi.org/10.1107/S1600536812041013
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author Li, Yong-Qiang
Ju, Zhi-Yu
author_facet Li, Yong-Qiang
Ju, Zhi-Yu
author_sort Li, Yong-Qiang
collection PubMed
description In the title compound, C(17)H(21)F(3)N(2)O(6)S, the hexa­hydro­pyrimidine ring adopts a half-chair conformation: the mean plane formed by the ring atoms excluding the C atom bonded to the eth­oxy­carbonyl group has an r.m.s. deviation of 0.0427 Å and forms a dihedral angle of 66.41 (5)° with the benzene ring. The mol­ecular conformation is stabilized by an intra­molecular hydroxyl O—H⋯O(carbox­yl) hydrogen bond, generating an S(6) ring. In the crystal, pairs of N—H⋯S and N–H⋯O hydrogen bonds give rise to the formation of two-dimensional networks lying parallel to the ab plane, which incorporate graph-set motifs R (2) (2)(8) and R (2) (2)(16), respectively.
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spelling pubmed-35151952013-01-02 rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate Li, Yong-Qiang Ju, Zhi-Yu Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(17)H(21)F(3)N(2)O(6)S, the hexa­hydro­pyrimidine ring adopts a half-chair conformation: the mean plane formed by the ring atoms excluding the C atom bonded to the eth­oxy­carbonyl group has an r.m.s. deviation of 0.0427 Å and forms a dihedral angle of 66.41 (5)° with the benzene ring. The mol­ecular conformation is stabilized by an intra­molecular hydroxyl O—H⋯O(carbox­yl) hydrogen bond, generating an S(6) ring. In the crystal, pairs of N—H⋯S and N–H⋯O hydrogen bonds give rise to the formation of two-dimensional networks lying parallel to the ab plane, which incorporate graph-set motifs R (2) (2)(8) and R (2) (2)(16), respectively. International Union of Crystallography 2012-10-10 /pmc/articles/PMC3515195/ /pubmed/23284422 http://dx.doi.org/10.1107/S1600536812041013 Text en © Li and Ju 2012 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
Li, Yong-Qiang
Ju, Zhi-Yu
rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
title rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
title_full rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
title_fullStr rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
title_full_unstemmed rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
title_short rac-Ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
title_sort rac-ethyl 4-hy­droxy-4-trifluoro­methyl-6-(2,4,5-trimeth­oxy­phen­yl)-2-thio-1,3-diazinane-5-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515195/
https://www.ncbi.nlm.nih.gov/pubmed/23284422
http://dx.doi.org/10.1107/S1600536812041013
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AT juzhiyu racethyl4hydroxy4trifluoromethyl6245trimethoxyphenyl2thio13diazinane5carboxylate