A structural study of seven salt forms of sulfonated azo dyes containing nitrile functional groups

Catherine Astbury, Linda K. Conway, Cheska Gillespie, Kirsty Hodge, Elaine Innes, Alan R. Kennedy

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6 Citations (Scopus)

Abstract

The crystal structures of seven salt forms of nitrile functionalised monosulfonated azo dyes, as isolated from aqueous solution, are described. The presence of nitrile gives unique structures for the Na salts examined. The normally observed Na-O3S bonding is absent and has been replaced by Na-NC interactions, giving supramolecular structures not previously seen for similar azo colourants. A highly unusual side-on nitrile coordination mode is observed and this bonding is observed both crystallographically and by IR spectroscopy. However, the alkaline earth element salts are all of structural types seen before for other non-nitrile bearing sulfonated azo dyes. Thus the Mg salts are solvent-separated ion-pair species based on the [Mg(OH2)(6)] ion and the Ca and Sr species are simple complexes of the type [M(L)(2)(OH2)(6)], where L is the azo dye anion bonded to the metal centre through a single O atom of the sulfonate group.

Original languageEnglish
Pages (from-to)100-104
Number of pages5
JournalDyes and Pigments
Volume97
Issue number1
DOIs
Publication statusPublished - Apr 2013

Keywords

  • single crystal diffraction
  • sulfonated azo dye
  • salt forms
  • nitrile coordination
  • supramolecular structure
  • s-block metals

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