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Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate

The asymmetric unit of the enanti­omerically pure title compound, C(18)H(18)N(2)O(3)S, comprises two independent mol­ecules (A and B) having almost identical conformations. When overlayed, the alignment–r.m.s. deviation value is 0.30 Å. The six-membered heterocycle has a twisted half-chair conformat...

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Autores principales: Yennawar, Hemant P., Noble, Duncan J., Silverberg, Lee J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730286/
https://www.ncbi.nlm.nih.gov/pubmed/29250349
http://dx.doi.org/10.1107/S2056989017012488
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author Yennawar, Hemant P.
Noble, Duncan J.
Silverberg, Lee J.
author_facet Yennawar, Hemant P.
Noble, Duncan J.
Silverberg, Lee J.
author_sort Yennawar, Hemant P.
collection PubMed
description The asymmetric unit of the enanti­omerically pure title compound, C(18)H(18)N(2)O(3)S, comprises two independent mol­ecules (A and B) having almost identical conformations. When overlayed, the alignment–r.m.s. deviation value is 0.30 Å. The six-membered heterocycle has a twisted half-chair conformation in both mol­ecules. The O atom on the S atom of the ring is pseudo-axial on the thia­zine ring and trans to both a phenyl group substituent and the acetamide group in each case. The two benzene rings in each mol­ecule are almost orthogonal to each other, with inter­planar dihedral angles of 83.79 (17) and 86.95 (16)°. The acetamide group is pseudo-equatorial and a phenyl ring is pseudo-axial on the thia­zine ring. Both mol­ecules show a weak intra­molecular C—H⋯O inter­action between H-atom donors of one of the phenyl rings and the acetamide group. In the crystal, an inter­molecular N—H⋯O(thia­zine) hydrogen bond links B mol­ecules along the 2(1) (b) screw axis and, in addition, an N—H⋯O(acetamide) hydrogen bond links A and B mol­ecules across a. A two-dimensional layered structure lying parallel to (001) is generated, also involving weak inter­molecular C—H⋯O inter­actions.
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spelling pubmed-57302862017-12-15 Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate Yennawar, Hemant P. Noble, Duncan J. Silverberg, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the enanti­omerically pure title compound, C(18)H(18)N(2)O(3)S, comprises two independent mol­ecules (A and B) having almost identical conformations. When overlayed, the alignment–r.m.s. deviation value is 0.30 Å. The six-membered heterocycle has a twisted half-chair conformation in both mol­ecules. The O atom on the S atom of the ring is pseudo-axial on the thia­zine ring and trans to both a phenyl group substituent and the acetamide group in each case. The two benzene rings in each mol­ecule are almost orthogonal to each other, with inter­planar dihedral angles of 83.79 (17) and 86.95 (16)°. The acetamide group is pseudo-equatorial and a phenyl ring is pseudo-axial on the thia­zine ring. Both mol­ecules show a weak intra­molecular C—H⋯O inter­action between H-atom donors of one of the phenyl rings and the acetamide group. In the crystal, an inter­molecular N—H⋯O(thia­zine) hydrogen bond links B mol­ecules along the 2(1) (b) screw axis and, in addition, an N—H⋯O(acetamide) hydrogen bond links A and B mol­ecules across a. A two-dimensional layered structure lying parallel to (001) is generated, also involving weak inter­molecular C—H⋯O inter­actions. International Union of Crystallography 2017-09-05 /pmc/articles/PMC5730286/ /pubmed/29250349 http://dx.doi.org/10.1107/S2056989017012488 Text en © Yennawar et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Yennawar, Hemant P.
Noble, Duncan J.
Silverberg, Lee J.
Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
title Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
title_full Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
title_fullStr Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
title_full_unstemmed Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
title_short Crystal structure of (1S,2S,5R)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
title_sort crystal structure of (1s,2s,5r)-5-acetyl­amino-4-oxo-2,3-diphenyl-1,3-thia­zinan-1-ium-1-olate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730286/
https://www.ncbi.nlm.nih.gov/pubmed/29250349
http://dx.doi.org/10.1107/S2056989017012488
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