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Synthesis, Characterization and Crystal Structure of a Polymeric Zinc(II) Complex Containing the Antimalarial Quinine as Ligand

Journal of Chemical Crystallography volume 37, pages 707–712 (2007)Cite this article

Abstract

A novel polymeric zinc(II) complex of quinine, [chlorosulphato (2-ethenyl)-4-azabicyclo[2.2.2]oct-5-ylium-(6-methoxyquinolin-4-yl) methanol zinc(II)] has been synthesized and characterized. Single-crystal X-ray diffraction analysis of the complex (C20H25ClN2O6SZn) revealed that quinine forms a zigzag coordination polymeric complex with Zn(II) of extended chains –ZnCl–O–SO2–O–Zn–O–SO2–O–ZnCl–. The crystals are monoclinic, space group C2 with a = 20.5035(5), b = 9.7943(2), c = 11.7814(4) Å, β = 96.578(2)°, Z = 4, V = 2350.3(1) Å3. The complex exhibits a tetrahedral geometry. Each Zn(II) centre is thus coordinated to an O atom from each of two sulphate bridges, a Cl atom and quinoline atom N(4) of the quinine moiety. The second quinuclidine nitrogen in the quinine is protonated. In the crystal, there is linkage of two polymeric chains related by a twofold rotation axis, resulting in a bilayer. The linking is achieved by hydrogen bonding from the quinine cation which provides two donors (–OH, N+–H), to oxygen atoms of sulphate groups which act as acceptors.

Graphical Abstract

The new polymeric zinc(II) complex of quinine, [chlorosulphato (2-ethenyl)-4-azabicyclo[2.2.2]oct-5-ylium-(6-methoxy quinolin-4-yl) methanol Zinc(II)] has been synthesized and structurally characterized The compound was characterized by IR spectroscopy, elemental analysis and X-ray diffraction. X-ray analysis showed that quinine forms a zigzag coordination polymeric complex with Zn(II) of extended chains –ZnCl–O–SO2–O–Zn–O–SO2–O–ZnCl–.

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Acknowledgment

We are grateful for financial support from Unilorin Senate Research Grant Committee. We thank the University of Cape Town and the NRF (Pretoria) for research support.

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Authors and Affiliations

  1. Department of Chemistry, University of Ilorin, Ilorin, Nigeria

    Joshua Ayoola Obaleye & Adedibu C. Tella

  2. Department of Chemistry, University of Cape Town, Rondebosch, South Africa

    Mino R. Caira

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  1. Joshua Ayoola Obaleye
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  2. Mino R. Caira
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  3. Adedibu C. Tella
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Correspondence to Joshua Ayoola Obaleye.

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Obaleye, J.A., Caira, M.R. & Tella, A.C. Synthesis, Characterization and Crystal Structure of a Polymeric Zinc(II) Complex Containing the Antimalarial Quinine as Ligand. J Chem Crystallogr 37, 707–712 (2007). https://doi.org/10.1007/s10870-007-9236-3

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  • DOI: https://doi.org/10.1007/s10870-007-9236-3

Keywords

  • Crystal structure
  • Polymeric zinc complex
  • Quinine
  • FTIR

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