Xanthate sulfur as a hydrogen bond acceptor: The free xanthate anion and ligand sulfur in nickel tris ethylxanthate

Marc A. Walters, Justin Barad, Anthony Sireci, James A. Golen, Arnold L. Rheingold

Research output: Contribution to journalArticlepeer-review

Abstract

Xanthates, like thiolates, form a variety of complexes with metals in which coordinating sulfur can serve as a hydrogen bond acceptor. Nickel tris xanthate complexes [Ni(xan)3]-, (xan = o-ethylxanthate, N-(carbamoylmethyl)ethylxanthate) have been synthesized and compared by a combination of X-ray crystallographic and spectroscopic measurements. Recent results from our studies of N-H⋯S hydrogen bonding interactions in metal-xanthate complexes shows N-S distances to be longer than those in related thiolate complexes, indicative of weaker hydrogen bonds for the xanthates. The complex (Et4N)[N-(carbamoylmethyl)ethylxanthate)] adopts an extended conformation in both the solid state and solution and lacks either intraligand or intermolecular N-H⋯S hydrogen bonds. The complex (CTA)[Ni(exa) 3] exhibits N-H⋯S hydrogen bonds between the amide group of the counterion and the ligand sulfur. The amide-sulfur N-H⋯S distance is 3.567 Å.

Original languageEnglish (US)
Pages (from-to)633-640
Number of pages8
JournalInorganica Chimica Acta
Volume358
Issue number3
DOIs
StatePublished - Feb 10 2005

Keywords

  • Carbamoyl methyl xanthate
  • Crystal structure
  • Hydrogen bond
  • Nickel tris ethylxanthate

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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