Table of Contents
Journal of Crystallography
Volume 2014, Article ID 856498, 9 pages
http://dx.doi.org/10.1155/2014/856498
Research Article

Synthesis, X-Ray Crystallography, Thermal Analysis, and DFT Studies of Ni(II) Complex with 1-Vinylimidazole Ligand

1Department of Opticianry, Vocational High School of Health Services, Kilis 7 Aralık University, 79000 Kilis, Turkey
2Department of Chemistry, Arts and Sciences Faculty, Ondokuz Mayıs University, 55139 Samsun, Turkey
3Department of Physics, Arts and Sciences Faculty, Ondokuz Mayıs University, 55139 Samsun, Turkey
4Department of Chemistry, Arts and Sciences Faculty, Giresun University, 28100 Giresun, Turkey

Received 12 September 2013; Revised 23 December 2013; Accepted 11 January 2014; Published 14 April 2014

Academic Editor: Hasan Küçükbay

Copyright © 2014 Fatih Şen et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. http://en.wikipedia.org/wiki/Imidazole.
  2. K. Kurdziel and T. Glowiak, “Palladium(II) complexes of 1-vinylimidazole,” Journal of Coordination Chemistry, vol. 55, no. 3, pp. 327–334, 2002. View at Publisher · View at Google Scholar
  3. S. Yoshida and H. Ishida, “A study on the orientation of imidazoles on copper as corrosion inhibitor and possible adhesion promoter for electric devices,” The Journal of Chemical Physics, vol. 78, no. 11, pp. 6960–6969, 1983. View at Google Scholar · View at Scopus
  4. S. Yoshida and H. Ishida, “A FT-IR reflection-absorption spectroscopic study of an epoxy coating on imidazole-treated copper,” Journal of Adhesion, vol. 16, no. 3, pp. 217–232, 1984. View at Google Scholar · View at Scopus
  5. N. K. Tatel, J. Franco, and I. S. Patel, “Corrosion of 63/37 brass in citric acid solution and its inhibition by azole-type compounds,” Journal of the Indian Chemical Society, vol. 54, pp. 815–816, 1977. View at Google Scholar
  6. L. Shargel, A. H. Mutnick, P. F. Souney, and L. N. Swanson, Comprehensive Pharmacy Review, Lippincott Williams & Wilkins, 6th edition, 2006.
  7. R. J. Sundberg and R. B. Martin, “Interactions of histidine and other imidazole derivatives with transition metal ions in chemical and biological systems,” Chemical Reviews, vol. 74, no. 4, pp. 471–517, 1974. View at Google Scholar · View at Scopus
  8. G. Challa, J. Reedijk, and P. W. N. M. van Leeuwen, “Macromolecular metal complexes as catalysts with improved stability,” Polymers for Advanced Technologies, vol. 7, no. 8, pp. 625–633, 1996. View at Google Scholar · View at Scopus
  9. C. G. Overberger and R. Tomko, “Catalysis by water-soluble imidazole-containing polymers,” ACS Symposium Series, vol. 212, pp. 13–21, 1983. View at Publisher · View at Google Scholar
  10. M. Suzuki, S. Kobayashi, T. Koyama et al., “Kinetics of intra-polymer electron-transfer reactions in macromolecule-metal complexes,” Journal of the Chemical Society, Faraday Transactions, vol. 91, no. 17, pp. 2877–2880, 1995. View at Publisher · View at Google Scholar · View at Scopus
  11. G. Manecke and R. Schlegel, “Polymere imidazolcarbonsäuren, 2. Über das schwermetallionenbindungsvermögen von chelatharzen mit 4,5-sicarboxyimidazolyl-gruppen,” Macromolecular Chemistry, vol. 179, pp. 19–27, 1978. View at Publisher · View at Google Scholar
  12. J. Wang and C. Chen, “Biosorbents for heavy metals removal and their future,” Biotechnology Advances, vol. 27, no. 2, pp. 195–226, 2009. View at Publisher · View at Google Scholar · View at Scopus
  13. S. Pramanik, S. Dhara, S. S. Bhattacharyya, and P. Chattopadhyay, “Separation and determination of some metal ions on new chelating resins containing N, N donor sets,” Analytica Chimica Acta, vol. 556, no. 2, pp. 430–437, 2006. View at Publisher · View at Google Scholar · View at Scopus
  14. B. L. Rivas, M. Jara, and E. D. Pereira, “Preparation and adsorption properties of the chelating resins containing carboxylic, sulfonic, and imidazole groups,” Journal of Applied Polymer Science, vol. 89, no. 10, pp. 2852–2856, 2003. View at Publisher · View at Google Scholar · View at Scopus
  15. M. D. Green and T. E. Long, “Designing imidazole-based ionic liquids and ionic liquid monomers for emerging technologies,” Polymer Reviews, vol. 49, pp. 291–314, 2009. View at Publisher · View at Google Scholar
  16. M. R. Grimmett, “Imidazoles,” in Comprehensive Heterocyclic Chemistry II, A. R. Katritzky, C. W. Ress, and E. F. V. Scriven, Eds., vol. 3, pp. 77–220, Pergamon Press, Oxford, UK, 1996. View at Google Scholar
  17. M. R. Grimmett, Imidazole and Benzimidazole Synthesis, Academic Press, New York, NY, USA, 1997.
  18. M. R. Grimmett, “Advances in imidazole chemistry,” Advances in Heterocyclic Chemistry, vol. 12, pp. 103–183, 1970. View at Publisher · View at Google Scholar
  19. A. Novelli and A. de Santis, “General synthesis of C substituted imidazoles,” Tetrahedron Letters, vol. 8, no. 3, pp. 265–269, 1967. View at Google Scholar · View at Scopus
  20. Y. Kurimura, T. Abe, Y. Usui, E. Tsuchida, H. Nishide, and G. Challa, “Characteristic behaviour of the complexation of copper(II) with polymer-bound vinylimidazole ligands,” Journal of the Chemical Society, Faraday Transactions, vol. 90, no. 23, pp. 3563–3566, 1994. View at Publisher · View at Google Scholar · View at Scopus
  21. T. Ziegler, “Density functional theory as a practical tool for the study of elementary reaction steps in organometallic chemistry,” Pure and Applied Chemistry, vol. 63, pp. 873–878, 1991. View at Publisher · View at Google Scholar
  22. P. M. W. Gill, B. G. Johnson, J. A. Pople, and M. J. Frisch, “The performance of the Becke-Lee-Yang-Parr (B-LYP) density functional theory with various basis sets,” Chemical Physics Letters, vol. 197, no. 4-5, pp. 499–505, 1992. View at Google Scholar · View at Scopus
  23. F. F. Jian, P. S. Zhao, Z. S. Bai, and L. Zhang, “Quantum chemical calculation studies on 4-phenyl-1-(propan-2- ylidene)thiosemicarbazide,” Structural Chemistry, vol. 16, no. 6, pp. 635–639, 2005. View at Publisher · View at Google Scholar
  24. G. M. Sheldrick, SHELXL 97, Program for the Solution of Crystal Structures, University of Göttingen, Göttingen, Germany, 1997.
  25. L. J. Farrugia, “WinGX suite for small-molecule single-crystal crystallography,” Journal of Applied Crystallography, vol. 32, no. 4, pp. 837–838, 1999. View at Google Scholar · View at Scopus
  26. G. M. Sheldrick, SHELXL-97, Program for Crystal Structures Refinement, University of Göttingen, Göttingen, Germany, 1997.
  27. CrysAlis PRO, Oxford Diffraction, Abingdon, Oxfordshire, UK, 2007.
  28. CrysAlis RED, Oxford Diffraction, Abingdon, Oxfordshire, UK, 2007.
  29. A. L. Spek, “Structure validation in chemical crystallography,” Acta Crystallographica D, vol. 65, no. 2, pp. 148–155, 2009. View at Publisher · View at Google Scholar · View at Scopus
  30. M. J. Frisch, G. W. Trucks, H. B. Schlegel et al., Gaussian 03, Revision E.01, Gaussian, Inc., Wallingford, Conn, USA, 2004.
  31. R. Dennington II, T. Keith, and J. Millam, Gauss View, Version 4.1.2, Semichem Inc., Shawnee Mission, Kan, USA, 2007.
  32. L. J. Farrugia, “ORTEP-3 for Windows—a version of ORTEP-III with a Graphical User Interface (GUI),” Journal of Applied Crystallography, vol. 30, p. 565, 1997. View at Publisher · View at Google Scholar
  33. N. Şireci, Ü. Yılmaz, H. Küçükbay et al., “Synthesis of 1-substituted benzimidazole metal complexes and structural characterization of dichlorobis(1-phenyl-1 H -benzimidazole- κN3)cobalt(II) and dichlorobis (1-phenyl-1 H -benzimidazole- κN3)zinc(II),” Journal of Coordination Chemistry, vol. 64, no. 11, pp. 1894–1902, 2011. View at Publisher · View at Google Scholar
  34. M. Akkurt, S. Karaca, H. Küçükbay, E. Orhan, and O. Büyükgüngör, “Dichlorobis[1-(2-ethoxyethyl)-1H-benzimidazole-κN3]nickel(II),” Acta Crystallographica E, vol. 61, pp. m41–m43, 2005. View at Publisher · View at Google Scholar
  35. F. Şen, R. Şahin, Ö. Andaç, and M. Taş, “trans-Bis(nitrato-κO)tetrakis(1-vinyl-1H-imidazole-κN3)copper(II),” Acta Crystallographica E, vol. 68, p. m1045, 2012. View at Publisher · View at Google Scholar
  36. A. B. P. Lever, Inorganic Electronic Spectroscopy, Elsevier, Amsterdam, The Netherlands, 1984.
  37. Y.-X. Sun, Q.-L. Hao, W.-X. Wei et al., “Experimental and density functional studies on 4-(3,4-dihydroxybenzylideneamino)antipyrine, and 4-(2,3,4-trihydroxybenzylideneamino)antipyrine,” Journal of Molecular Structure: THEOCHEM, vol. 904, no. 1–3, pp. 74–82, 2009. View at Publisher · View at Google Scholar · View at Scopus
  38. R. Zhang, B. Du, G. Sun, and Y. Sun, “Experimental and theoretical studies on o-, m- and p-chlorobenzylideneaminoantipyrines,” Spectrochimica Acta A, vol. 75, no. 3, pp. 1115–1124, 2010. View at Publisher · View at Google Scholar · View at Scopus
  39. S. Yazıcı, Ç. Albayrak, I. Gümrükçüoğlu, I. Şenel, and O. Büyükgüngör, “Experimental and density functional theory (DFT) studies on (E)-2-acetyl-4-(4-nitrophenyldiazenyl) phenol,” Journal of Molecular Structure, vol. 985, no. 2-3, pp. 292–298, 2011. View at Publisher · View at Google Scholar
  40. D. S. Chemia and J. Zyss, Non Linear Optical Properties of Organic Molecules and Crystal, Academic Press, New York, NY, USA, 1987.
  41. J. Zyss, Molecular Non Linear Optics, Academic Press, Boston, Mass, USA, 1994.
  42. A. Ben Ahmed, H. Feki, Y. Abid, and C. Minot, “Molecular structure, vibrational spectra and nonlinear optical properties of orthoarsenic acid-tris-(hydroxymethyl)-aminomethane DFT study,” Spectrochimica Acta A, vol. 75, no. 4, pp. 1315–1320, 2010. View at Publisher · View at Google Scholar · View at Scopus
  43. G. A. Babu and P. Ramasamy, “Growth and characterization of an organic NLO material ammonium malate,” Current Applied Physics, vol. 10, no. 1, pp. 214–220, 2010. View at Publisher · View at Google Scholar · View at Scopus
  44. E. Scrocco and J. Tomasi, “Electronic molecular structure, reactivity and intermolecular forces: an euristic interpretation by means of electrostatic molecular potentials,” Advances in Quantum Chemistry, vol. 11, pp. 115–193, 1979. View at Publisher · View at Google Scholar · View at Scopus
  45. F. J. Luque, J. M. López, and M. Orozco, “Perspective on “Electrostatic interactions of a solute with a continuum. A direct utilization of ab initio molecular potentials for the prevision of solvent effects”,” Theoretical Chemistry Accounts, vol. 103, no. 3-4, pp. 343–345, 2000. View at Google Scholar · View at Scopus
  46. N. Okulik and A. H. Jubert, “Theoretical analysis of the reactive sites of non-steroidal anti-inflammatory drugs,” Internet Electronic Journal of Molecular Design, vol. 4, pp. 17–30, 2005. View at Google Scholar
  47. P. Politzer and J. S. Murray, “The fundamental nature and role of the electrostatic potential in atoms and molecules,” Theoretical Chemistry Accounts, vol. 108, no. 3, pp. 134–142, 2002. View at Publisher · View at Google Scholar · View at Scopus
  48. P. Politzer and D. G. Truhlar, Chemical Applications of Atomic and Molecular Electrostatic Potentials, Plenum, New York, NY, USA, 1981.
  49. I. Fleming, Frontier Orbitals and Organic Chemical Reactions, John Wiley & Sons, London, UK, 1976.
  50. R. G. Pearson, “Absolute electronegativity and hardness correlated with molecular orbital theory,” Proceedings of the National Academy of Sciences of the United States of America, vol. 83, no. 22, pp. 8440–8841, 1986. View at Publisher · View at Google Scholar
  51. R. S. Mulliken, “Electronic population analysis on LCAO-MO molecular wave functions. I,” The Journal of Chemical Physics, vol. 23, no. 10, pp. 1833–1840, 1955. View at Google Scholar · View at Scopus
  52. R. S. Mulliken, “Electronic population analysis on LCAO-MO molecular wave functions. II. Overlap populations, bond orders, and covalent bond energies,” The Journal of Chemical Physics, vol. 23, no. 10, pp. 1841–1846, 1955. View at Google Scholar · View at Scopus
  53. R. S. Mulliken, “Electronic population analysis on LCAO-MO molecular wave functions. III. effects of hybridization on overlap and gross AO populations,” The Journal of Chemical Physics, vol. 23, no. 12, pp. 2338–2342, 1955. View at Google Scholar · View at Scopus
  54. R. S. Mulliken, “Electronic population analysis on LCAO-MO molecular wave functions. IV. bonding and antibonding in LCAO and valence-bond theories,” The Journal of Chemical Physics, vol. 23, no. 12, pp. 2343–2346, 1955. View at Google Scholar · View at Scopus