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Novel Coordination Compounds Based on 2-Methylimidazole and 2,2’-dimethylglutarate Containing Ligands: Synthesis and Characterization

Year 2018, , 953 - 962, 01.01.2018
https://doi.org/10.18596/jotcsa.420361

Abstract

Two novel copper
and cadmium complexes with 2-methylimidazole (2-meim) and 2,2
¢-dimethylglutarate (dmg2-) as ligands, [Cu2(m-dmg)2(2-meim)4]∙5H2O (1) and {[Cd(m-dmg)(2-meim)2]∙H2O}n (2), have
been systematically synthesized and
characterized. The result in organic-inorganic crystalline solid. Their solid-state
structures have been solved with elemental analysis, IR spectroscopy, and
the single-crystal
X-ray diffraction. The Cu(II) ions distorted
square planar geometry (CuO2N2) while Cd(II) ions
showed a distorted octahedral geometry (CdO4N2).
Complex 1
is dimeric structure, in which Cu(II) ions were bridged by dmg ligand.
These dimeric units
are extended to the 3D supramolecular structure with hydrogen bonding, C–H∙∙∙
p, C–O∙∙∙p and p∙∙∙p interactions. The
c
omplex 2 is
1D polymeric structure, where
Cd(II) ions are connected by bis(bidentate) dmg
ligands to form 1D zig-zag polymeric chains
which are further extended in 3D supramolecular structure through hydrogen bonding, C–H∙∙∙p and C–O∙∙∙p interactions. The thermal properties of the complexes
were investigated.

References

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  • 2. Di Santo A, Osiry H, Reguera E, Alborés P, Carbonio RE, Ben Altabef A, et al. New coordination polymers based on 2-methylimidazole and transition metal nitroprusside containing building blocks: Synthesis, structure and magnetic properties. New J Chem. 2018;42(2).
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  • 7. Tian Z, Lin J, Su Y, Wen L, Liu Y, Zhu H, et al. Flexible ligand, structural, and topological diversity: Isomerism in Zn(NO3)2 coordination polymers. Cryst Growth Des. 2007;7(9):1863–7.
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  • 10. Cui GH, Liu TF, Peng X. Structural and spectroscopic study of Cu(II) pyridine-2,6-dicarboxylate complex with 2-ethylimidazole. J Chem Crystallogr. 2011;41(3):322–7.
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  • 12. Semerci F, Yeşilel OZ, Şahin E. Cu(II) and Zn(II)-Pyridine-2,3-Dicarboxylate complexes with 2-Methylimidazole: Syntheses, crystal structures, spectroscopic and thermal analyses. J Inorg Organomet Polym Mater. 2010;20(2):334–42.
  • 13. Sharma RP, Saini A, Kumar S, Kumar J, Sathishkumar R, Venugopalan P. Non-covalent interactions in 2-methylimidazolium copper(II) complex (MeImH)2[Cu(pfbz)4]: Synthesis, characterization, single crystal X-ray structure and packing analysis. J Mol Struct. 2017;1128:135–41.
  • 14. Chakraborty A, Lingampalli SR, Kumari A, Ribas J, Ribas-Arino J, Maji TK. Structural and magnetic diversity based on different imidazolate linkers in Cu(II)-azido coordination compounds. Inorg Chem. 2014;53(22):11991–2001.
  • 15. Erer H, Yeşilel OZ, Büyükgüngör O. One-dimensional coordination polymers of Co(II) and Cd(II)-squarate with 2-methylimidazole and 4(5)-methylimidazole ligands. Polyhedron. 2010;29(3):1163–7.
  • 16. Salah AM Ben, Naïli H, Arczyński M, Fitta M. 0D and 1D copper(II) coordination polymers based on 2-methyl-1H-imidazole: Structural, vibrational and magnetic characterizations. J Organomet Chem. 2016;805:42–8.
  • 17. Yeşilel OZ, Ilker I, Büyükgüngör O. Three copper(II) complexes of thiophene-2,5-dicarboxylic acid with dissimilar ligands: Synthesis, IR and UV-Vis spectra, thermal properties and structural characterizations. Polyhedron. 2009;28(14):3010–6.
  • 18. Sheldrick GM. SHELXT – Integrated space-group and crystal-structure determination. Acta Crystallogr Sect A Found Adv. 2015 Jan 1;71(1):3–8.
  • 19. Sheldrick GM. A short history of SHELX. Acta Crystallogr Sect A Found Crystallogr. 2007;64(1):112–22.
  • 20. Dolomanov O V., Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H. OLEX2: A complete structure solution, refinement and analysis program. J Appl Crystallogr. 2009;42(2):339–41.
  • 21. Köse Yaman P, Yeşilel OZ. Hydrothermal synthesis and characterization of cobalt(II), nickel(II) and zinc(II) coordination polymers with 2,2′-dimethylglutarate and 1,2-bis(4-pyridyl)ethane. Polyhedron. 2018;148:189–94.
Year 2018, , 953 - 962, 01.01.2018
https://doi.org/10.18596/jotcsa.420361

Abstract

References

  • 1. Suezawa H, Yoshida T, Umezawa Y, Tsuboyama S, Nishio M. CH / π Interactions Implicated in the Crystal Structure of Transition Metal Compounds -A Database Study. Eur J Inorg Chem. 2002;3148–55.
  • 2. Di Santo A, Osiry H, Reguera E, Alborés P, Carbonio RE, Ben Altabef A, et al. New coordination polymers based on 2-methylimidazole and transition metal nitroprusside containing building blocks: Synthesis, structure and magnetic properties. New J Chem. 2018;42(2).
  • 3. Sredojević DN, Tomić ZD, Zarić SD. Evidence of chelate-chelate stacking interactions in crystal structures of transition-metal complexes. Cryst Growth Des. 2010;10(9):3901–8.
  • 4. Afkhami FA, Khandar AA, White JM, Guerri A, Ienco A, Bryant JT, et al. Assembly of anion-controlled cadmium(II) coordination polymers from the use of 2-acetyl-pyridyl-isonicotinoylhydrazone. Inorganica Chim Acta. 2017;457:150–9.
  • 5. Kitagawa S, Kitaura R, Noro S. Functional Porous Coordination Polymers. Angew Chemie Int Ed. 2004;43(18):2334–75.
  • 6. Li M, Li D, O’Keeffe M, Yaghi OM. Topological analysis of metal-organic frameworks with polytopic linkers and/or multiple building units and the minimal transitivity principle. Chem Rev. 2014;114(2):1343–70.
  • 7. Tian Z, Lin J, Su Y, Wen L, Liu Y, Zhu H, et al. Flexible ligand, structural, and topological diversity: Isomerism in Zn(NO3)2 coordination polymers. Cryst Growth Des. 2007;7(9):1863–7.
  • 8. Zhang X-R, Zhang L. Solvent effect on the self-assembly of salt solvates of an antihypertensive drug azilsartan and 2-methylimidazole. J Mol Struct. 2017;1137:320–7.
  • 9. Uzun N, Çolak AT, Emen FM, Kismali G, Meral O, Alpay M, et al. The syntheses, crystal structure, thermal analysis, and anticancer activities of novel dipicolinate complexes. J Coord Chem. 2015;68(6):949–67.
  • 10. Cui GH, Liu TF, Peng X. Structural and spectroscopic study of Cu(II) pyridine-2,6-dicarboxylate complex with 2-ethylimidazole. J Chem Crystallogr. 2011;41(3):322–7.
  • 11. Erer H, Yeşilel OZ, Darcan C, Büyükgüngör O. Synthesis, spectroscopic, thermal Studies, antimicrobial activities and crystal structures of Co(II), Ni(II), Cu(II) and Zn(II)-orotate complexes with 2-methylimidazole. Polyhedron. 2009;28(14):3087–93.
  • 12. Semerci F, Yeşilel OZ, Şahin E. Cu(II) and Zn(II)-Pyridine-2,3-Dicarboxylate complexes with 2-Methylimidazole: Syntheses, crystal structures, spectroscopic and thermal analyses. J Inorg Organomet Polym Mater. 2010;20(2):334–42.
  • 13. Sharma RP, Saini A, Kumar S, Kumar J, Sathishkumar R, Venugopalan P. Non-covalent interactions in 2-methylimidazolium copper(II) complex (MeImH)2[Cu(pfbz)4]: Synthesis, characterization, single crystal X-ray structure and packing analysis. J Mol Struct. 2017;1128:135–41.
  • 14. Chakraborty A, Lingampalli SR, Kumari A, Ribas J, Ribas-Arino J, Maji TK. Structural and magnetic diversity based on different imidazolate linkers in Cu(II)-azido coordination compounds. Inorg Chem. 2014;53(22):11991–2001.
  • 15. Erer H, Yeşilel OZ, Büyükgüngör O. One-dimensional coordination polymers of Co(II) and Cd(II)-squarate with 2-methylimidazole and 4(5)-methylimidazole ligands. Polyhedron. 2010;29(3):1163–7.
  • 16. Salah AM Ben, Naïli H, Arczyński M, Fitta M. 0D and 1D copper(II) coordination polymers based on 2-methyl-1H-imidazole: Structural, vibrational and magnetic characterizations. J Organomet Chem. 2016;805:42–8.
  • 17. Yeşilel OZ, Ilker I, Büyükgüngör O. Three copper(II) complexes of thiophene-2,5-dicarboxylic acid with dissimilar ligands: Synthesis, IR and UV-Vis spectra, thermal properties and structural characterizations. Polyhedron. 2009;28(14):3010–6.
  • 18. Sheldrick GM. SHELXT – Integrated space-group and crystal-structure determination. Acta Crystallogr Sect A Found Adv. 2015 Jan 1;71(1):3–8.
  • 19. Sheldrick GM. A short history of SHELX. Acta Crystallogr Sect A Found Crystallogr. 2007;64(1):112–22.
  • 20. Dolomanov O V., Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H. OLEX2: A complete structure solution, refinement and analysis program. J Appl Crystallogr. 2009;42(2):339–41.
  • 21. Köse Yaman P, Yeşilel OZ. Hydrothermal synthesis and characterization of cobalt(II), nickel(II) and zinc(II) coordination polymers with 2,2′-dimethylglutarate and 1,2-bis(4-pyridyl)ethane. Polyhedron. 2018;148:189–94.
There are 21 citations in total.

Details

Primary Language English
Subjects Chemical Engineering
Journal Section Articles
Authors

Pelin Köse Yaman

Hakan Erer

Publication Date January 1, 2018
Submission Date May 2, 2018
Acceptance Date August 25, 2018
Published in Issue Year 2018

Cite

Vancouver Köse Yaman P, Erer H. Novel Coordination Compounds Based on 2-Methylimidazole and 2,2’-dimethylglutarate Containing Ligands: Synthesis and Characterization. JOTCSA. 2018;5(2):953-62.