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Cadmium(II) Chloride Complex Containing 1-Vinylimidazole Ligand: Structural, Spectroscopic and Thermal Properties

Year 2020, Volume: 13 Issue: 1, 25 - 32, 20.03.2020
https://doi.org/10.18185/erzifbed.566231

Abstract

In this work
dichlorotetrakis(1-vinylimidazole)cadmium(II), [CdCl2(vim)4] complex was synthesized
using 1-vinylimidazole (vim) ligand and CdCl2. The structure of the
complex was characterized by FT-IR spectroscopy, thermal analysis (TG, DTG,
DTA) and X-ray single crystal studies. In the FT-IR spectrum of the complex,
the characteristic peaks (C−H stretch, C=C and C=N vibration bands) of vim were
observed. X-ray crystallographic data of the titled complex revealed that vim
ligand coordinated to the metal atom via the heterocyclic ring nitrogen atom. The
coordination geometry of the Cd(II) central atom is elongated octahedral. Compound
crystallized in P21/n space group, and the mononuclear units were weakly linked
to each other by C-HCl hydrogen bonds.
It was determined by thermal analysis data that the complex degraded in four
steps and total mass loss was 99%.

References

  • Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G., Spagna. R. 1999. “SIR97: a new tool for crystal structure determination and refinement”, Journal of Applied Crystallography, 32, 115-119.
  • Baran, Y. and Linert, W. 1999. “Hexa(1-vinylimidazole)Co(II) perchlorate”, Journal of Chemical Crystallography, 29(10), 1077-1079.
  • Brooks, P. and Davidson, N. 1960. “Mercury(II) Complexes of Imidazole and Histidine”, Journal of the American Chemical Society, 82(9), 2118-2123.
  • Cheng, C. C., Shen, N. N., Du, C. F., Wang, Z., Li, J. R., Huang, X. Y. 2017. “Cadmium(II) chloride complexes of imidazole-based ligands: Solvothermal syntheses, crystal structures and luminescent properties”, Inorganic Chemistry Communıcations, 85, 21-25.
  • Di Santo, A., Echeverria, G. A., Gustavo A., Piro, O. E., Perez, H., Ben Altabef, A., Gil, D. M. 2017. “Supramolecular architectures in luminescent Zn(II) and Cd(II) complexes containing imidazole derivatives: Crystal structures, vibrational and thermal properties, Hirshfeld surface analysis and electrostatic potentials”, Journal Of Molecular Structure, 1134, 492-503.
  • Ebel, K., Koehler, H., Gamer, A. O., Jäckh, R. (2000). “Ullmann’s Encyclopedia of Industrial Chemistry”, Wiley-VCH, Verlag GmbH & Co. KGaA, 637-645.
  • Edsall, J. T., Felsenfeld, G., Goodman, D. S., Gurd, F. R. N. 1954. “The Association of Imidazole with the Ions of Zinc and Cupric Copper” Journal of the American Chemical Society, 76(11), 3054-3061.
  • Erhardt, P. W., Hagdon, A. A., Davey, D., Pease, C. A., Venepalli, B. R., Griffin C. W., Gomez, R. P., Wiggins J. R., Ingebretsen W.R., Pang D. 1989. “Cardiotonic Agents. 5. Fragments From The Heterocycle-Phenyl-Imidazole Pharmacophore”, Journal of Medicinal Chemistry, 32(6), 1173-1176.
  • Jencks, P. 1970. “Imidazole and proton transfer in catalysis” Biochemical Journal, 117(3), 50-50.
  • Johnson, R. A., Huong, S. M., Huang, E. S. 1999. “Inhibitory effect of 4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)1H-imidazole on HCMV DNA replication and permissive infection”, Antiviral Research, 41(3), 101-111.
  • Li, R. X., Li, S. X., Wu, Q. Y., Liu, G. Y. Liu, F. Q. 2007. “Catena-Poly[[bis(1-vinylimidazole-kappa N-3)-zinc(II)]-mu-phthalato-kappa O-2(1): O-2]”, Acta Crystallographica Section E, 63, M2874-U146.
  • Liu, F. Q., Li, R. X., Li, S. X., Li, C. Q., Liu, G. Y. 2007. “Dibromidotetrakis(1-vinyl-1H-imidazole-kappa N-3)copper(II)”, Acta Crystallographica Section E, 63, M2437-U1691.
  • Liu, G. Y., Chen, H. N., Liu, F. Q., Li, S. X., Li, R. X., Huang, S. Y. 2007. “Crystal and Electrochemical Property of tetrakis(1-vinyl-1H-imidazole-kN(3))diisothiocyanatocadmium(II)”, Chinese Journal Of Inorganic Chemistry, 23, 1085-1088.
  • Lunt, E., Newton, C. G., Smith, C., Stevens, G. P., Stevens, M. F., Straw, C. G., Walsh, R. J., Warren, P. J., Fizames, C., Lavelle, F., 1987. “Antitumor imidazotetrazines. 14. Synthesis and antitumor activity of 6- and 8-substituted imidazo[5,1-d]-1,2,3,5-tetrazinones and 8-substituted pyrazolo[5,1-d]-1,2,3,5-tetrazinones”, Journal of Medicinal Chemistry, 30(2), 357-366.
  • Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J., Wood, P. A. 2008. “Mercury CSD 2.0 - new features for the visualization and investigation of crystal structures”, Journal Of Applied Crystallography, 41, 466-470.
  • Mighell, A. D. and Santoro, A. 1971. “The crystal and molecular structures of hexakis(imidazole)cadmium(II) nitrate, [Cd(C3H4N2)6](NO3)2 and hexakis(imidazole)cadmium-(II) hydroxide nitrate tetrahydrate, [Cd(C3H4N2)6](OH)(NO3).4H2O”, Acta Crystallographica Section B, B27, 2089-2097.
  • Miyachi, H., Kiyota, H., Segawa, M. 1998. “Novel imidazole derivatives with subtype-selective antimuscarinic activity”, Bioorganic & Medicinal Chemistry Letters, 8(14), 1807–1812.
  • Pandey, J., Tiwari, V. K., Verma, S. S., Chaturvedi, V., Bhatnagar, S., Sinha, S., Gaikwad, A. N., Tripathi, R. P. 2009. “Synthesis and antitubercular screening of imidazole derivatives”, European Journal of Medicinal Chemistry, 44(8), 3350-3355.
  • Pang, S. J., Su, J., Lin, Q. 2007. “Bis(thiocyanato-kappa N)tetrakis(1-vinyl-1H-imidazole-kappa N-3)nickel(II)”, Acta Crystallographica Section E, 63, M2369-U1120.Samdal, S. and Møllendal, H. 2011. “Microwave Spectrum and Conformational Composition of 1-Vinylimidazole”, The Journal of Physical Chemistry A, 115(26), 7559-7565.
  • Sheldrick, G. M. 2008. “A short history of SHELX” Acta Crystallographica A, 64, 112-122.
  • Suzuki, F., Kuroda, T., Tamura, T., Sato, S., Ohmori, K., Ichikawa, S. 1992. “New antiinflammatory agents. 2. 5-Phenyl-3H-imidazo[4,5-c][1,8]naphthyridin-4(5H)-ones: a new class of nonsteroidal antiinflammatory agents with potent activity like glucocorticoids”, Journal of Medicinal Chemistry, 35(15), 2863-2870.
  • Tas, M., Topal, S., Camur, S., Yolcu, Z., Celik, O. 2014. “Structural elucidation of novel mixed ligand complexes of 2-thiophene carboxylic acid [M(TCA)2(H2O)(x)(im)2] [x=2 M: Mn(II), Co(II) or Cd(II), x=0 Cu(II)]”, Main Group Metal Chemistry, 37(1-2), 39-47.
  • Vijesh, A. M., Isloor, A. M., Telkar, S., Arulmoli, T., Fun, H. K. 2013. “Molecular docking studies of some new imidazole derivatives for antimicrobial properties”, Arabian Journal Of Chemistry, 6(2), 197-204.
  • Yilmaz, H., Andac, O. 2018. “A novel zinc(II) complex containing square pyramidal, octahedral and tetrahedral geometries on the same polymeric chain constructed from pyrazine-2,3-dicarboxylic acid and 1-vinylimidazole”, Journal Of Chemical Sciences, 130(4), 1-11.

1-Vinilimidazol Ligantı İçeren Kadmiyum(II) Klorür Kompleksi: Yapısal, Spektroskopik ve Termal Özellikler

Year 2020, Volume: 13 Issue: 1, 25 - 32, 20.03.2020
https://doi.org/10.18185/erzifbed.566231

Abstract

Bu çalışmada 1-vinilimidazol
(vim) ve CdCl2 kullanılarak; diklorotetrakis(1-vinilimidazol)kadmiyum(II),
[CdCl2(vim)4]
kompleksi sentezlendi. Kompleksin yapısı FT-IR spektroskopisi, termal analiz
(TG, DTG, DTA) ve X-ışınları tek kristal çalışmaları ile karakterize edildi. Kompleksin
IR spektrumunda vim ligandna ait karakteristik pikler (C−H gerilme, C=C ve C=N titreşim
bandları) gözlendi. Kompleksin X-ışınları kristallografik verileri komplekste
vim ligantlarının heterosiklik halka azotu üzerinden metal atomuna koordine
olduğunu ortaya koymuştur. Cd(II) merkez atomunun koordinasyon geometrisi uzamış
oktahedraldir. Kompleks P21/n uzay grubunda kristallenmiş ve mononükleer birimler,
C-H
Cl hidrojen
ba
ğları
ile birbirlerine zay
ıf şekilde
ba
ğlanmıştır.
Termal analiz verilerinden kompleksin dört basamakta bozunduğu ve toplam kütle
kaybının % 99 olduğu belirlenmiştir

References

  • Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G., Spagna. R. 1999. “SIR97: a new tool for crystal structure determination and refinement”, Journal of Applied Crystallography, 32, 115-119.
  • Baran, Y. and Linert, W. 1999. “Hexa(1-vinylimidazole)Co(II) perchlorate”, Journal of Chemical Crystallography, 29(10), 1077-1079.
  • Brooks, P. and Davidson, N. 1960. “Mercury(II) Complexes of Imidazole and Histidine”, Journal of the American Chemical Society, 82(9), 2118-2123.
  • Cheng, C. C., Shen, N. N., Du, C. F., Wang, Z., Li, J. R., Huang, X. Y. 2017. “Cadmium(II) chloride complexes of imidazole-based ligands: Solvothermal syntheses, crystal structures and luminescent properties”, Inorganic Chemistry Communıcations, 85, 21-25.
  • Di Santo, A., Echeverria, G. A., Gustavo A., Piro, O. E., Perez, H., Ben Altabef, A., Gil, D. M. 2017. “Supramolecular architectures in luminescent Zn(II) and Cd(II) complexes containing imidazole derivatives: Crystal structures, vibrational and thermal properties, Hirshfeld surface analysis and electrostatic potentials”, Journal Of Molecular Structure, 1134, 492-503.
  • Ebel, K., Koehler, H., Gamer, A. O., Jäckh, R. (2000). “Ullmann’s Encyclopedia of Industrial Chemistry”, Wiley-VCH, Verlag GmbH & Co. KGaA, 637-645.
  • Edsall, J. T., Felsenfeld, G., Goodman, D. S., Gurd, F. R. N. 1954. “The Association of Imidazole with the Ions of Zinc and Cupric Copper” Journal of the American Chemical Society, 76(11), 3054-3061.
  • Erhardt, P. W., Hagdon, A. A., Davey, D., Pease, C. A., Venepalli, B. R., Griffin C. W., Gomez, R. P., Wiggins J. R., Ingebretsen W.R., Pang D. 1989. “Cardiotonic Agents. 5. Fragments From The Heterocycle-Phenyl-Imidazole Pharmacophore”, Journal of Medicinal Chemistry, 32(6), 1173-1176.
  • Jencks, P. 1970. “Imidazole and proton transfer in catalysis” Biochemical Journal, 117(3), 50-50.
  • Johnson, R. A., Huong, S. M., Huang, E. S. 1999. “Inhibitory effect of 4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)1H-imidazole on HCMV DNA replication and permissive infection”, Antiviral Research, 41(3), 101-111.
  • Li, R. X., Li, S. X., Wu, Q. Y., Liu, G. Y. Liu, F. Q. 2007. “Catena-Poly[[bis(1-vinylimidazole-kappa N-3)-zinc(II)]-mu-phthalato-kappa O-2(1): O-2]”, Acta Crystallographica Section E, 63, M2874-U146.
  • Liu, F. Q., Li, R. X., Li, S. X., Li, C. Q., Liu, G. Y. 2007. “Dibromidotetrakis(1-vinyl-1H-imidazole-kappa N-3)copper(II)”, Acta Crystallographica Section E, 63, M2437-U1691.
  • Liu, G. Y., Chen, H. N., Liu, F. Q., Li, S. X., Li, R. X., Huang, S. Y. 2007. “Crystal and Electrochemical Property of tetrakis(1-vinyl-1H-imidazole-kN(3))diisothiocyanatocadmium(II)”, Chinese Journal Of Inorganic Chemistry, 23, 1085-1088.
  • Lunt, E., Newton, C. G., Smith, C., Stevens, G. P., Stevens, M. F., Straw, C. G., Walsh, R. J., Warren, P. J., Fizames, C., Lavelle, F., 1987. “Antitumor imidazotetrazines. 14. Synthesis and antitumor activity of 6- and 8-substituted imidazo[5,1-d]-1,2,3,5-tetrazinones and 8-substituted pyrazolo[5,1-d]-1,2,3,5-tetrazinones”, Journal of Medicinal Chemistry, 30(2), 357-366.
  • Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J., Wood, P. A. 2008. “Mercury CSD 2.0 - new features for the visualization and investigation of crystal structures”, Journal Of Applied Crystallography, 41, 466-470.
  • Mighell, A. D. and Santoro, A. 1971. “The crystal and molecular structures of hexakis(imidazole)cadmium(II) nitrate, [Cd(C3H4N2)6](NO3)2 and hexakis(imidazole)cadmium-(II) hydroxide nitrate tetrahydrate, [Cd(C3H4N2)6](OH)(NO3).4H2O”, Acta Crystallographica Section B, B27, 2089-2097.
  • Miyachi, H., Kiyota, H., Segawa, M. 1998. “Novel imidazole derivatives with subtype-selective antimuscarinic activity”, Bioorganic & Medicinal Chemistry Letters, 8(14), 1807–1812.
  • Pandey, J., Tiwari, V. K., Verma, S. S., Chaturvedi, V., Bhatnagar, S., Sinha, S., Gaikwad, A. N., Tripathi, R. P. 2009. “Synthesis and antitubercular screening of imidazole derivatives”, European Journal of Medicinal Chemistry, 44(8), 3350-3355.
  • Pang, S. J., Su, J., Lin, Q. 2007. “Bis(thiocyanato-kappa N)tetrakis(1-vinyl-1H-imidazole-kappa N-3)nickel(II)”, Acta Crystallographica Section E, 63, M2369-U1120.Samdal, S. and Møllendal, H. 2011. “Microwave Spectrum and Conformational Composition of 1-Vinylimidazole”, The Journal of Physical Chemistry A, 115(26), 7559-7565.
  • Sheldrick, G. M. 2008. “A short history of SHELX” Acta Crystallographica A, 64, 112-122.
  • Suzuki, F., Kuroda, T., Tamura, T., Sato, S., Ohmori, K., Ichikawa, S. 1992. “New antiinflammatory agents. 2. 5-Phenyl-3H-imidazo[4,5-c][1,8]naphthyridin-4(5H)-ones: a new class of nonsteroidal antiinflammatory agents with potent activity like glucocorticoids”, Journal of Medicinal Chemistry, 35(15), 2863-2870.
  • Tas, M., Topal, S., Camur, S., Yolcu, Z., Celik, O. 2014. “Structural elucidation of novel mixed ligand complexes of 2-thiophene carboxylic acid [M(TCA)2(H2O)(x)(im)2] [x=2 M: Mn(II), Co(II) or Cd(II), x=0 Cu(II)]”, Main Group Metal Chemistry, 37(1-2), 39-47.
  • Vijesh, A. M., Isloor, A. M., Telkar, S., Arulmoli, T., Fun, H. K. 2013. “Molecular docking studies of some new imidazole derivatives for antimicrobial properties”, Arabian Journal Of Chemistry, 6(2), 197-204.
  • Yilmaz, H., Andac, O. 2018. “A novel zinc(II) complex containing square pyramidal, octahedral and tetrahedral geometries on the same polymeric chain constructed from pyrazine-2,3-dicarboxylic acid and 1-vinylimidazole”, Journal Of Chemical Sciences, 130(4), 1-11.
There are 24 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Makaleler
Authors

Zuhal Yolcu 0000-0001-7761-122X

Publication Date March 20, 2020
Published in Issue Year 2020 Volume: 13 Issue: 1

Cite

APA Yolcu, Z. (2020). Cadmium(II) Chloride Complex Containing 1-Vinylimidazole Ligand: Structural, Spectroscopic and Thermal Properties. Erzincan University Journal of Science and Technology, 13(1), 25-32. https://doi.org/10.18185/erzifbed.566231