<p>Six new [Cu(XQ)<sub>2</sub>] complexes (HXQ are derivatives of 8-hydroxyquinoline bearing methyl or aldehyde functional groups) were prepared with an emphasis on their preparation in a crystalline state using liquid-liquid, vapour-liquid and horizontal diffusions. Their composition is [Cu(dClMeQ)<sub>2</sub>] (<b>1</b>), [Cu(dBrMeQ)<sub>2</sub>]<sub><i>n</i></sub> (<b>2</b>), [Cu(dIMeQ)<sub>2</sub>]<sub><i>n</i></sub> (<b>3</b>), [Cu(AQ)<sub>2</sub>]<sub><i>n</i></sub> (<b>4</b>), [Cu(dBrAQ)<sub>2</sub>]<sub><i>n</i></sub> (<b>5</b>) and [Cu(dIAQ)<sub>2</sub>]<sub><i>n</i></sub> (<b>6</b>) (HdClMeQ is 5,7-dichloro-8-hydroxyquinaldine, HdBrMeQ is 5,7-dibromo-8-hydroxyquinaldine, HdIMeQ is 5,7-diiodo-8-hydroxyquinaldine, HAQ is 8-hydroxyquinoline-2-carbaldehyde, HdBrAQ is 5,7-dibromo-8-hydroxyquinoline-2-carbaldehyde and HdIAQ is 5,7-diiodo-8-hydroxyquinoline-2-carbaldehyde). The complexes were characterised by infrared and UV-vis spectroscopy, elemental analysis and X-ray structural analysis (except <b>1</b>). Deprotonated XQ ligands bind as bidentate chelates to the copper atom via the oxygen and nitrogen atoms of 8-hydroxyquinoline rings in all five compounds in the equatorial plane of an elongated tetragonal bipyramid. Oxygen (<b>2c</b>, <b>4c</b>-<b>6c</b>) or iodine atoms (<b>3c</b>) of neighbouring [Cu(XQ)<sub>2</sub>] molecules occupy axial positions and polymeric structures are thus formed, which are stabilised by hydrogen bonds and π-π interactions. This is a probable reason for their insolubility in a wide range of solvents. Crystal packing was further investigated by Hirshfeld surface analysis.</p>

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Copper(II) complexes of 8-hydroxyquinoline derivatives: alternative methods for obtaining crystals suitable for X-ray structural analysis

  • Martina Kepeňová,
  • Erika Samolova,
  • Romana Smolková,
  • Ivan Potočňák

摘要

Six new [Cu(XQ)2] complexes (HXQ are derivatives of 8-hydroxyquinoline bearing methyl or aldehyde functional groups) were prepared with an emphasis on their preparation in a crystalline state using liquid-liquid, vapour-liquid and horizontal diffusions. Their composition is [Cu(dClMeQ)2] (1), [Cu(dBrMeQ)2]n (2), [Cu(dIMeQ)2]n (3), [Cu(AQ)2]n (4), [Cu(dBrAQ)2]n (5) and [Cu(dIAQ)2]n (6) (HdClMeQ is 5,7-dichloro-8-hydroxyquinaldine, HdBrMeQ is 5,7-dibromo-8-hydroxyquinaldine, HdIMeQ is 5,7-diiodo-8-hydroxyquinaldine, HAQ is 8-hydroxyquinoline-2-carbaldehyde, HdBrAQ is 5,7-dibromo-8-hydroxyquinoline-2-carbaldehyde and HdIAQ is 5,7-diiodo-8-hydroxyquinoline-2-carbaldehyde). The complexes were characterised by infrared and UV-vis spectroscopy, elemental analysis and X-ray structural analysis (except 1). Deprotonated XQ ligands bind as bidentate chelates to the copper atom via the oxygen and nitrogen atoms of 8-hydroxyquinoline rings in all five compounds in the equatorial plane of an elongated tetragonal bipyramid. Oxygen (2c, 4c-6c) or iodine atoms (3c) of neighbouring [Cu(XQ)2] molecules occupy axial positions and polymeric structures are thus formed, which are stabilised by hydrogen bonds and π-π interactions. This is a probable reason for their insolubility in a wide range of solvents. Crystal packing was further investigated by Hirshfeld surface analysis.