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The Zinc(II) Coordination Polymer with Mixed-Ligand of 4-Hydroxypyridine-2,6-dicarbolic Acid and Benzene-1,2,4,5-tetracarboxylic Acid in the Presence of Piperazine as a Counter Ion: Synthesis, Crystal Structure and Solution Study

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Abstract

Mixed-ligand zinc(II) complex, {(pipzH2)[Zn(hypydc)(btc)0.5]·H2O} n , (1) was prepared with 4-hydroxypyridine-2,6-dicarboxylic acid (hypydcH2), benzene-1,2,4,5-tetracarboxylic acid (btcH4) and piperazine (pipz). This compound is composed of an anionic complex, [Zn(hypydc)(btc)0.5]2−, protonated piperazine as a counter-ion, (pipzH2)2+ and one uncoordinated water molecule. The three donor atoms of the (hypydc)2− and two donor atoms of bridged (btc)4− ligands form a distorted square pyramid arrangement around the ZnII center. In the crystal structure of the title compound, a wide range of non-covalent interactions consisting of hydrogen bonding (of the types of O–H···O, N–H···O and C–H···O with D···A ranging from 2.630(2) to 3.347(3) Å, ion pairing and C–O···π stacking interactions connect the various components into a supramolecular structure. The quaternary complex system including of hypydcH2–btcH4–pipz and Zn2+ ion, has been investigated. The stoichiometry and stability constants of binary complexes including each of ligands (hypydcH2, btcH4, pipz) in presence of Zn2+ ion, ternary complexes including each two of three ligands (hypydcH2–btcH4, hypydcH2–pipz, btcH4–pipz) in presence of metal ion and finally quaternary systems including three ligands (hypydcH2–btcH4–pipz) and Zn2+ ion were calculated in aqueous solutions by potentiometric pH titration method.

Graphical Abstract

A novel polymeric mixed-ligand zinc(II) complex, {(pipzH2)[Zn(hypydc)(btc)0.5]·H2O} n containing 4-hydroxypyridine-2,6-dicarboxylic acid, benzene-1,2,4,5-tetracarboxylic acid and piperazine was synthesized and characterized.

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Acknowledgments

The authors greatly acknowledge the scientific support from the Islamic Azad University, Qom Branch, to the first author in this study. This paper is a part of a project entitled “Synthesis and characterization of two valance metal complexes with mixed ligand of multifunctional carboxylic acids”.

Author information

Authors and Affiliations

  1. Department of Chemistry, Islamic Azad University, Qom Branch, Qom, Iran

    Mahboubeh A. Sharif

  2. Department of Chemistry, Islamic Azad University, Yazd Branch, Yazd, Iran

    Masoumeh Tabatabaee

  3. Department of Chemistry, Yasouj University, Yasouj, 75918-74831, Iran

    Ardeshir Shokrollahi & Masoud Refahi

  4. Radiation and Pollution Protection Research Center of Mamasani, Mamasani, Iran

    Ardeshir Shokrollahi

Authors
  1. Mahboubeh A. Sharif
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  2. Masoumeh Tabatabaee
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  3. Ardeshir Shokrollahi
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  4. Masoud Refahi
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Corresponding author

Correspondence to Mahboubeh A. Sharif.

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Fig. S1

A view of the C–O···π stacking interaction between the carbonyl group of the 4-hydroxypyridine-2,6-dicarboxylate groups and the pyridine ring of hypydc2− fragments, with an O···π distance of 3. 659(2) Å for C7–O4···Cg1 (1/2-X, 1/2 + Y, 1/2-Z) [Cg1 is the centroid for the (N1/C1-C5) ring]. Supplementary material 1 (JPEG 91 kb)

Fig. S2

Distribution diagrams of hypydc–btc (a), hypydc–pipz (b), btc–pipz (c), hypydc–btc– pipz (d) proton transfer systems in aqueous solution at 25 ± 0.1 °C and μ = 0.1 M NaNO3. Supplementary material 2 (JPEG 1586 kb)

Fig. S3

Potentiometric titration curves of hypydc (a) and btc (b) in the absence and presence of Zn2+ions with NaOH 0.09613 M in aqueous solution at 25 ± 0.1 °C and μ = 0.1 M NaNO3 and distribution diagrams of hypydc–Zn2+ (c) and btc–Zn2+ (d). Supplementary material 3 (JPEG 293 kb)

Supplementary material 4 (DOCX 12 kb)

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Sharif, M.A., Tabatabaee, M., Shokrollahi, A. et al. The Zinc(II) Coordination Polymer with Mixed-Ligand of 4-Hydroxypyridine-2,6-dicarbolic Acid and Benzene-1,2,4,5-tetracarboxylic Acid in the Presence of Piperazine as a Counter Ion: Synthesis, Crystal Structure and Solution Study. J Chem Crystallogr 45, 103–113 (2015). https://doi.org/10.1007/s10870-015-0565-3

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  • DOI: https://doi.org/10.1007/s10870-015-0565-3

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