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Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)

In the racemic title compound, C(26)H(24)N(2)O(2)S(2), one of the thia­zine rings shows a twisted boat conformation (Q = 0.743 Å, θ = 92.1°) and the other a half-chair puckering (Q = 0.669 Å, θ = 54.3°). The terminal phenyl rings are almost parallel to each other [dihedral angle 21.71 (10)°]. Both o...

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Detalles Bibliográficos
Autores principales: Yennawar, Hemant P., Medica, Joseph J., Silverberg, Lee J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8647733/
https://www.ncbi.nlm.nih.gov/pubmed/34925894
http://dx.doi.org/10.1107/S2056989021011592
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author Yennawar, Hemant P.
Medica, Joseph J.
Silverberg, Lee J.
author_facet Yennawar, Hemant P.
Medica, Joseph J.
Silverberg, Lee J.
author_sort Yennawar, Hemant P.
collection PubMed
description In the racemic title compound, C(26)H(24)N(2)O(2)S(2), one of the thia­zine rings shows a twisted boat conformation (Q = 0.743 Å, θ = 92.1°) and the other a half-chair puckering (Q = 0.669 Å, θ = 54.3°). The terminal phenyl rings are almost parallel to each other [dihedral angle 21.71 (10)°]. Both of these rings are orthogonal to the central phenyl ring, subtending a dihedral angle of about 78° in each case. The extended structure is consolidated by C—H⋯O and C—H⋯S hydrogen bonds as well as aromatic ring inter­actions of parallel-displaced and T-type. The mol­ecule has approximate C2 local symmetry but this is not carried over to its three-dimensional structure or the inter­molecular inter­actions.
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spelling pubmed-86477332021-12-16 Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one) Yennawar, Hemant P. Medica, Joseph J. Silverberg, Lee J. Acta Crystallogr E Crystallogr Commun Research Communications In the racemic title compound, C(26)H(24)N(2)O(2)S(2), one of the thia­zine rings shows a twisted boat conformation (Q = 0.743 Å, θ = 92.1°) and the other a half-chair puckering (Q = 0.669 Å, θ = 54.3°). The terminal phenyl rings are almost parallel to each other [dihedral angle 21.71 (10)°]. Both of these rings are orthogonal to the central phenyl ring, subtending a dihedral angle of about 78° in each case. The extended structure is consolidated by C—H⋯O and C—H⋯S hydrogen bonds as well as aromatic ring inter­actions of parallel-displaced and T-type. The mol­ecule has approximate C2 local symmetry but this is not carried over to its three-dimensional structure or the inter­molecular inter­actions. International Union of Crystallography 2021-11-09 /pmc/articles/PMC8647733/ /pubmed/34925894 http://dx.doi.org/10.1107/S2056989021011592 Text en © Yennawar et al. 2021 https://creativecommons.org/licenses/by/4.0/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.
spellingShingle Research Communications
Yennawar, Hemant P.
Medica, Joseph J.
Silverberg, Lee J.
Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)
title Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)
title_full Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)
title_fullStr Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)
title_full_unstemmed Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)
title_short Synthesis and crystal structure of racemic (R*,R*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4H-1,3-thia­zin-4-one)
title_sort synthesis and crystal structure of racemic (r*,r*)-2,2′-(1,4-phenyl­ene)bis­(3-phenyl-2,3,5,6-tetra­hydro-4h-1,3-thia­zin-4-one)
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8647733/
https://www.ncbi.nlm.nih.gov/pubmed/34925894
http://dx.doi.org/10.1107/S2056989021011592
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