Solid state study of sulfoxide adducts of (2-amidoethyl-C,O) trihalostannanes: Supramolecular networks constructed from hydrogen-bonds involving the amido units

R. Alan Howie, Geraldo M. De Lima, James L. Wardell*, Solange M.S.V. Wardell, William T.A. Harrison

*Corresponding author for this work

Research output: Contribution to journalArticle

3 Citations (Scopus)


The complex, (H 2NCOCH 2CH 2-C,O)(L)) SnCl 3, (L = EtCONH 2-O), isolated from a reaction mixture containing hydrochloric acid, tin and acrylamide in Et 2O solution, undergoes ligand exchange reactions with sulfoxides (sulfoxide = dimethyl sulfoxide, tetramethylene sulfoxide, 2-phenyl-1,3-dithiane trans-1-oxide and 2-phenyl-1,3-dithiane trans-1-trans-3-dioxide) to give (H 2NCOCH 2CH 2-C,O)(sulfoxide-O)SnCl 3. The tin centres in all the complexes are hexa-coordinated with a fac-CCl 3O 2 donor set, in which the octahedral geometries are somewhat distorted due to variations in the Sn-halide bond lengths, exemplifying the trans effect, and the small bite angles of the chelating (2-amidoethyl-C,O) ligand. The 2-phenyl-1,3-dithiane-1,3-dioxide ligand acts only as a monodentate ligand in its complex. The supramolecular structures are dominated by intermolecular hydrogen bonds with the NH 2 groups as the donor species. Halide exchange between (H 2NCOCH 2CH 2-C,O)- (tetramethylene sulfoxide-O)SnCl 3 and bromide ion was shown to give the mixed halide complex (H 2NCOCH 2CH 2-C,O) (tetramethylene sulfoxide-O)SnCl 1.5Br 1.5).

Original languageEnglish
Pages (from-to)62-69
Number of pages8
JournalJournal of Organometallic Chemistry
Early online date18 Jun 2012
Publication statusPublished - 1 Oct 2012



  • 2-Amidoethyl
  • Bidentate ligand
  • Hydrogen bond
  • Sulfoxide ligand
  • Tin(IV) complex
  • Trans- effect

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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