The occurrence of both amide and thiolate forms of the benzoxazole-2-thionate anion (C7H4ONS-) in the same molecule: Synthesis and crystal structure of C7H4ONSNa[μ-OP(NMe2)3] 3NaC7H4ONS

F. Adele Banbury, Matthew G. Davidson, Paul R. Raithby, Dietmar Stalke, Ronald Snaith

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The reaction of benzoxazole-2(1H)-thione (C7H5ONS) with either solid NaOH or NaH, in toluene solution, in the presence of hexamethylphosphoramide (hmpa), afforded the new complex C7H4ONSNa(μ-hmpa)3NaC7H 4ONS 1 in good yield. In contrast to similar lithium and calcium complexes, 1 resists the incorporation of water into the metal co-ordination sphere. Characterisation by single-crystal X-ray diffraction revealed that, in the solid state, complex 1 is dimeric through three bridging hmpa ligands. This dimer is unsymmetrically co-ordinated by C7H4ONS- anions, one metal centre being co-ordinated by a N,S-chelated anion formally derived from the thiol tautomer, the other being co-ordinated only through N of an anion formally derived from the amine tautomer of benzoxazole-2(1H)-thione. In addition to these unusual structural features, the dimeric complex 1 is further associated by weak C-H ⋯ O and C-H ⋯ S hydrogen bonding interactions.

Original languageEnglish
Pages (from-to)3139-3142
Number of pages4
JournalJournal of the Chemical Society, Dalton Transactions
Issue number19
Publication statusPublished - 31 Dec 1995

ASJC Scopus subject areas

  • Chemistry(all)

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