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

Pelin Köse Yaman; Hakan Erer

doi:10.18596/jotcsa.420361

Research Article

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

Year 2018, Volume: 5 Issue: 2, 953 - 962, 01.01.2018

Pelin Köse Yaman , Hakan Erer

https://doi.org/10.18596/jotcsa.420361

Cited By: 4

Abstract

Two novel copper
and cadmium complexes with 2-methylimidazole (2-meim) and 2,2¢-dimethylglutarate (dmg^2-) 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
complex 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.

Keywords

2-methylimidazole ligand;Cu(II) complex, Cd(II) complex, Coordination polymers, Supramolecular

References

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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.

Year 2018, Volume: 5 Issue: 2, 953 - 962, 01.01.2018

Pelin Köse Yaman , Hakan Erer

https://doi.org/10.18596/jotcsa.420361

Cited By: 4

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 Volume: 5 Issue: 2

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.

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

Abstract

Keywords

References

Abstract

References

Details

Cite

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