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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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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
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author Zárate, Araceli
Aparicio, David
Palillero, Angel
Mendoza, Angel
author_facet Zárate, Araceli
Aparicio, David
Palillero, Angel
Mendoza, Angel
author_sort Zárate, Araceli
collection PubMed
description 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).
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spelling pubmed-43319022015-02-20 Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate Zárate, Araceli Aparicio, David Palillero, Angel Mendoza, Angel Acta Crystallogr E Crystallogr Commun Data Reports 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). International Union of Crystallography 2015-01-01 /pmc/articles/PMC4331902/ /pubmed/25705497 http://dx.doi.org/10.1107/S2056989014026711 Text en © Zárate et al. 2015 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 Data Reports
Zárate, Araceli
Aparicio, David
Palillero, Angel
Mendoza, Angel
Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
title Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
title_full Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
title_fullStr Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
title_full_unstemmed Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
title_short Crystal structure of (2S,4R)-ethyl 4-nitro­methyl-1-[(S)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
title_sort crystal structure of (2s,4r)-ethyl 4-nitro­methyl-1-[(s)-1-phenyl­eth­yl]-6-sulfanyl­idene­piperidine-2-carboxyl­ate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4331902/
https://www.ncbi.nlm.nih.gov/pubmed/25705497
http://dx.doi.org/10.1107/S2056989014026711
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