Literature DB >> 34925894

Synthesis and crystal structure of racemic (R*,R*)-2,2'-(1,4-phenyl-ene)bis-(3-phenyl-2,3,5,6-tetra-hydro-4H-1,3-thia-zin-4-one).

Hemant P Yennawar1, Joseph J Medica2, Lee J Silverberg2.   

Abstract

In the racemic title compound, C26H24N2O2S2, one of the thia-zine 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 inter-actions of parallel-displaced and T-type. The mol-ecule has approximate C2 local symmetry but this is not carried over to its three-dimensional structure or the inter-molecular inter-actions. © Yennawar et al. 2021.

Entities:  

Keywords:  C—H⋯S hydrogen bonding; bis-heterocycle; crystal structure; half-chair pucker and 1,3-thia­zin-4-one; twisted boat pucker

Year:  2021        PMID: 34925894      PMCID: PMC8647733          DOI: 10.1107/S2056989021011592

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  6 in total

1.  Synthesis and biological activity of bi/tricyclic azasugars fused thiazolidin-4-one and thiazinan-4-one by microwave-assisted tandem Staudinger/aza-Wittig/cyclization.

Authors:  Xiaoliu Li; Zhanbin Qin; Tianyu Yang; Hongzhi Zhang; Sinan Wei; Chunxiao Li; Hua Chen; Ming Meng
Journal:  Bioorg Med Chem Lett       Date:  2012-03-06       Impact factor: 2.823

2.  C-HS interaction exhibits all the characteristics of conventional hydrogen bonds.

Authors:  Sanat Ghosh; Pragya Chopra; Sanjay Wategaonkar
Journal:  Phys Chem Chem Phys       Date:  2020-06-12       Impact factor: 3.676

3.  2,3-Diphenyl-2,3,5,6-tetra-hydro-4H-1,3-thia-zin-4-one.

Authors:  Hemant P Yennawar; Lee J Silverberg
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-01-15

4.  SHELXT - integrated space-group and crystal-structure determination.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A Found Adv       Date:  2015-01-01       Impact factor: 2.290

5.  Crystal structure refinement with SHELXL.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr C Struct Chem       Date:  2015-01-01       Impact factor: 1.172

6.  The Cambridge Structural Database.

Authors:  Colin R Groom; Ian J Bruno; Matthew P Lightfoot; Suzanna C Ward
Journal:  Acta Crystallogr B Struct Sci Cryst Eng Mater       Date:  2016-04-01
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.