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Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate

In the title compound, C(17)H(22)N(2)O(4)S, a thio­piperidine derivative, the piperidine ring has an envelope conformation with the methyl­ene C atom opposite to the C=S bond as the flap. The nitro­methyl substituent is equatorial while the eth­oxy­carbonyl group is axial. The mean planes of the nit...

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Detalles Bibliográficos
Autores principales: Zárate, Araceli, Aparicio, David, Palillero, Angel, Mendoza, Angel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4331902/
https://www.ncbi.nlm.nih.gov/pubmed/25705497
http://dx.doi.org/10.1107/S2056989014026711
Descripción
Sumario:In the title compound, C(17)H(22)N(2)O(4)S, a thio­piperidine derivative, the piperidine ring has an envelope conformation with the methyl­ene C atom opposite to the C=S bond as the flap. The nitro­methyl substituent is equatorial while the eth­oxy­carbonyl group is axial. The mean planes of the nitro­methyl group, the carb­oxy group and phenyl ring are inclined to the mean plane through the five planar atoms of the piperidine ring [maximum deviation = 0.070 (4) Å] by 56.8 (2), 83.8 (5) and 87.1 (2)°, respectively. There is an intra­molecular C—H⋯O hydrogen bond involving an H atom of the eth­oxy­carbonyl group and a nitro O atom. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, forming chains along [100]. The chains are linked by further C—H⋯O hydrogen bonds, forming corrugated layers lying parallel to (001).