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Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide

In the title compound, C(16)H(15)NO(2)S [alternative name: rac-2,3-diphenyl-1,3-thia­zinan-4-one 1-oxide], the thia­zine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thia­zine ring and is trans to the phenyl group...

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Autores principales: Yennawar, Hemant P., Yang, Ziwei, Silverberg, Lee J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095828/
https://www.ncbi.nlm.nih.gov/pubmed/27840703
http://dx.doi.org/10.1107/S2056989016015395
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author Yennawar, Hemant P.
Yang, Ziwei
Silverberg, Lee J.
author_facet Yennawar, Hemant P.
Yang, Ziwei
Silverberg, Lee J.
author_sort Yennawar, Hemant P.
collection PubMed
description In the title compound, C(16)H(15)NO(2)S [alternative name: rac-2,3-diphenyl-1,3-thia­zinan-4-one 1-oxide], the thia­zine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thia­zine ring and is trans to the phenyl group on C-2. The phenyl rings form a dihedral angle of 89.47 (19)°. In this racemate crystal, homochiral mol­ecules form slabs parallel to (010) of thickness b/2 which then stack with alternating chirality in the b-axis direction. The stacking is aided by edge-to-face inter­actions between the phenyl rings of racemic mol­ecules. Within each of the single-enanti­omer slabs, the mol­ecules are held by C—H⋯O-type inter­actions, with an H⋯O distance of 2.30 Å, forming infinite chains along the c-axis direction, as well by the edge-to-face inter­actions between phenyl rings of neighboring mol­ecules in the a-axis direction.
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spelling pubmed-50958282016-11-11 Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide Yennawar, Hemant P. Yang, Ziwei Silverberg, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(16)H(15)NO(2)S [alternative name: rac-2,3-diphenyl-1,3-thia­zinan-4-one 1-oxide], the thia­zine ring exhibits an envelope conformation, with the S atom forming the flap. The sulfoxide O atom is in a pseudo-axial position on the thia­zine ring and is trans to the phenyl group on C-2. The phenyl rings form a dihedral angle of 89.47 (19)°. In this racemate crystal, homochiral mol­ecules form slabs parallel to (010) of thickness b/2 which then stack with alternating chirality in the b-axis direction. The stacking is aided by edge-to-face inter­actions between the phenyl rings of racemic mol­ecules. Within each of the single-enanti­omer slabs, the mol­ecules are held by C—H⋯O-type inter­actions, with an H⋯O distance of 2.30 Å, forming infinite chains along the c-axis direction, as well by the edge-to-face inter­actions between phenyl rings of neighboring mol­ecules in the a-axis direction. International Union of Crystallography 2016-10-07 /pmc/articles/PMC5095828/ /pubmed/27840703 http://dx.doi.org/10.1107/S2056989016015395 Text en © Yennawar et al. 2016 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 Research Communications
Yennawar, Hemant P.
Yang, Ziwei
Silverberg, Lee J.
Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
title Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
title_full Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
title_fullStr Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
title_full_unstemmed Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
title_short Crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-one 1-oxide
title_sort crystal structure of rac-2,3-diphenyl-2,3,5,6-tetrahydro-4h-1,3-thiazin-4-one 1-oxide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095828/
https://www.ncbi.nlm.nih.gov/pubmed/27840703
http://dx.doi.org/10.1107/S2056989016015395
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AT silverbergleej crystalstructureofrac23diphenyl2356tetrahydro4h13thiazin4one1oxide