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

ABSTRACT: The title mol-ecule, 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.

SUBMITTER: Kocher JL

PROVIDER: S-EPMC2969751 | biostudies-literature | 2009 May

REPOSITORIES: biostudies-literature

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

Kocher Joshua L JL Edler Kate L KL Bohling Barbara A BA Nora George P GP Stafford Carrie C Hitchcock Shawn R SR Ferrence Gregory M GM

Acta crystallographica. Section E, Structure reports online 20090529 Pt 6

The title mol-ecule, 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 stere ...[more]

PMID: 21583263

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