(5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione

The title mol­ecule, C(13)H(18)N(2)OS, is an oxadiazinanthione derived from (1R,2S)-norephedrine. There are two molecules in the asymmetric. Both adopt roughly half-chair conformations; however, the 5-position carbon orients out of opposite faces of the oxadiazinanthiones plane in the two molecules....

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Detalles Bibliográficos
Autores principales: Kocher, Joshua L., Edler, Kate L., Bohling, Barbara A., Nora, George P., Stafford, Carrie, Hitchcock, Shawn R., Ferrence, Gregory M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969751/
https://www.ncbi.nlm.nih.gov/pubmed/21583263
http://dx.doi.org/10.1107/S1600536809019382
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author Kocher, Joshua L.
Edler, Kate L.
Bohling, Barbara A.
Nora, George P.
Stafford, Carrie
Hitchcock, Shawn R.
Ferrence, Gregory M.
author_facet Kocher, Joshua L.
Edler, Kate L.
Bohling, Barbara A.
Nora, George P.
Stafford, Carrie
Hitchcock, Shawn R.
Ferrence, Gregory M.
author_sort Kocher, Joshua L.
collection PubMed
description The title mol­ecule, C(13)H(18)N(2)OS, is an oxadiazinanthione derived from (1R,2S)-norephedrine. There are two molecules in the asymmetric. Both adopt roughly half-chair conformations; however, the 5-position carbon orients out of opposite faces of the oxadiazinanthiones plane in the two molecules. In the crystal structure, they are oriented as a dimer linked by a pair of N—H⋯S hydrogen bonds. The absolute configuration has been established from anomalous dispersion and confirms the known stereochemistry based on the synthetic procedure.
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spelling pubmed-29697512010-12-30 (5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione Kocher, Joshua L. Edler, Kate L. Bohling, Barbara A. Nora, George P. Stafford, Carrie Hitchcock, Shawn R. Ferrence, Gregory M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(13)H(18)N(2)OS, is an oxadiazinanthione derived from (1R,2S)-norephedrine. There are two molecules in the asymmetric. Both adopt roughly half-chair conformations; however, the 5-position carbon orients out of opposite faces of the oxadiazinanthiones plane in the two molecules. In the crystal structure, they are oriented as a dimer linked by a pair of N—H⋯S hydrogen bonds. The absolute configuration has been established from anomalous dispersion and confirms the known stereochemistry based on the synthetic procedure. International Union of Crystallography 2009-05-29 /pmc/articles/PMC2969751/ /pubmed/21583263 http://dx.doi.org/10.1107/S1600536809019382 Text en © Kocher et al. 2009 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
Kocher, Joshua L.
Edler, Kate L.
Bohling, Barbara A.
Nora, George P.
Stafford, Carrie
Hitchcock, Shawn R.
Ferrence, Gregory M.
(5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
title (5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
title_full (5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
title_fullStr (5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
title_full_unstemmed (5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
title_short (5S,6R)-5-Methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
title_sort (5s,6r)-5-methyl-6-phenyl-4-propyl-1,3,4-oxadiazinane-2-thione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969751/
https://www.ncbi.nlm.nih.gov/pubmed/21583263
http://dx.doi.org/10.1107/S1600536809019382
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