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Bis[2-(metilamino)troponato]bakır(II) Molekülünün Yapısal ve Elektronik Özelliklerinin Deneysel ve Kuramsal Analizleri

Yıl 2020, Cilt: 15 Sayı: 1, 9 - 22, 31.05.2020
https://doi.org/10.29233/sdufeffd.622153

Öz

Bis[2-(metilamino)troponato]bakır(II) molekülünün moleküler, elektronik ve kimyasal yapısı incelendi. Hesaplamalı kimya yöntemlerinden yoğunluk fonksiyonel kuramı kullanılarak molekülün deneysel olarak elde edilemeyen lokal ve global kimyasal aktivite parametreleri ve elektrofilik ve nükleofilik doğasının belirlenmesi amaçlandı. Bunun yanı sıra çalışılan molelükün optik bir materyal olma eğilimi incelenmiştir. Yapının kararlılık enerjisi, konjüge etkileşimler, yörünge orbitallerinin stabilizasyonu, hibritleşme yüzdeleri ve geçiş durumları incelendi.

Kaynakça

  • [1] G. Steyl, T.J. Muller and A. Roodt, “Bis[2-(methylamino)troponato]copper(II),” Acta Cryst., E66, m1508, 2010.
  • [2] Y.-C. Liang, M.-C.,Hong, R. Cao, and Q. Shi, “Bis(pyridine-2,4-dicarboxylato)copper(II) dihydrate,” Acta Cryst. E57, m380–m381, 2001.
  • [3] Z. A. Starikova and E. A. Shugam, “Crystal chemical data for inner complexes of β-diketones,” Zh. Strukt. Khim., 10, 290–293, 1969.
  • [4] M. P. Byrn, C. J. Curtis, Y.Hsiou, S.I. Khan, P.A. Sawin, S.K. Tendick, A. Terzis, C.E. Strouse, J. Am. Chem. Soc., “Porphyrin sponges: Conservation of host structure in over 200 porphyrin-based lattice clathrates,” 115, 9480–9497, 1993.
  • [5] K. H. Park and W.J. Marshall, “Routes to N,N′-unsymmetrically substituted 1,3-diketimines,” J. Am. Chem. Soc., 127, 9330–9331, 2005.
  • [6] I. A. Baidina, P. A. Stabnikov, A. D. Vasil’ev, S. A. Gromilov, and I. K. Igumenov, “Crystal and molecular structure of copper(II)trans-bis-(2-(methylimino)-4-pentanonate),” Zh. Strukt. Khim., 45, 671-677, 2004.
  • [7] GaussView, Version 5, R. Dennington, T. Keith and J. Millam, Semichem Inc., Shawnee Mission KS, 2009.
  • [8] M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. MontgomeryJr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, and D.J. Fox, Gaussian 09W, Revision E.01, Gaussian, Inc., Wallingford CT, 2009.
  • [9] D. J. G. S. K. Wolff, J. J. McKinnon, M. J. Turner, D. Jayatilaka, and M. A. Spackman, CrystalExplorer, 2012, Version3.1.
  • [10] B.-Y. Zhang, Q. Yang, and J.-J. Nie, “ Bis(pyrimidine-2-carboxyl¬ato-Ќ2N,O)copper(II),” Acta Cryst. E64, m7, 2008.
  • [11] T. N. Hill and G. Steyl, “ Dicarbon¬yl[2-hydr¬¬oxy-3,5,7-tris¬¬(mor¬pho¬lino¬methyl)cyclo¬hepta-2,4,6-trien¬onato(1–)-κ2O1,O2]rhodium(I),” Acta Cryst., E64, m1580–m1581, 2008.
  • [12] O. Kristiansson, “Bis¬(pyrazine-2-carbox¬amide)¬bis¬¬(tri¬fluoro¬methane¬sulfonato)copper(II) monohydrate,” Acta Cryst., E58, m130–m132, 2002.
  • [13] K. Bahgat and S. Fraihat, “Normal coordinateanalysis, molecularstructure, vibrational, electronicspectraand NMR investigation of 4-amino-3-phenyl-1H-1,2,4-triazole-5(4H)-thionebyab initio HF and DFT method,” Spectrochim. Acta A, 135, 1145-1155, 2015.
  • [14] Ş. Toprak, H. Tanak, M. Macit, N. Dege, and M. Orbay, “Experimental and theoretical studies of bis[(E)-1-((3-chloro-4-methylphenylimino)methyl)naphthalen-2-olate-N,O]copper(II),” J. Mol. Struct., 1174, 184-191, 2018.
  • [15] Ch. Himasekar1, S. Mustafa, and M. S. Babu, “Synthesis, characterization of mixed Cu(II) Pyridyl Tetrazoles and 1,10-Phenanthroline complexes - DFT and biological activity,” Open Chemistry Journal, 6, 1-7, 2019.
  • [16] R. S. Mulliken, “Electronic population analysis on LCAO-MO molecular wave functions. I.’’,J.Chem.Phys., 23(10), 1833-1840, 1955.
  • [17] R.S.J Mulliken, “Electronic Population Analysis on LCAO–MO MolecularWaveFunctions”, Chem. Phys.. 23, 1833-1840, 1955.
  • [18] W. Yang and R. G. Parr, “Hardness, softness, and the fukui function in the electronic theory of metals and catalysis,” Proc. Natl. Acad. Sci., 82, 6723-6726, 1985.
  • [19] H. S. Nalwa and S. Miyata, Non-linear Optics of Organic Molecules and Polymers. CRC Press, Boca Raton, FL, 611, 1997.
  • [20] A. Hinchliffe and M. H .J. Soscun, “ Ab initio studies of the dipole polarizabilities of conjugated molecules. Part 2. Monocyclic azines,” J. Mol. Struct., 110 (2), 109-120, 1994.
  • [21] S. Eskikanbur, K. Sayin, M. Kose, H. Zengin, V. McKee, and M. Kurtoglu, “Synthesis of two new azo-azomethines; spectral characterization, crystal structures, computational and fluorescence studies,” J. Mol. Struct. 1094, 183-194, 2015.
  • [22] Z. Demircioğlu, C. C. Ersanlı, G. Kaya Kantar, and S. Şaşmaz, “ Spectroscopic, Hirshfeld surface, X-ray diffraction methodologies and local & global chemical activity calculations of 5-(2-methoxy-4-(prop-1-en-1-yl)phenoxy)pyrazine-2,3-dicarbonitrile”, J. Mol. Struct.,1181, 25-37, 2019.
  • [23] A. E. Reed and F. Weinhold, “Natural bond orbital analysis of near‐Hartree-Fockwaterdimer,” J. Chem. Phys., 78, 4066-4073, 1983.
  • [24] A. E. Reed and F. Weinhold, “Natural localized molecular orbitals,” J. Chem. Phys,. 83, 1736-1740, 1985.
  • [25] T. Samanta, L. Dey, J. Dinda, S.K. Chattopadhyay, and S.K. Seth, “Structural characterization and Hirshfeld surface analysis of a CoIIcomplexwithimidazo[1,2-a]pyridine,” J. Mol. Struct., 1068, 58-70, 2014.

Experimental and Theoretical Analysis of Structural and Electronic Properties of Bis [2- (methylamino) troponato]copper (II) Molecule

Yıl 2020, Cilt: 15 Sayı: 1, 9 - 22, 31.05.2020
https://doi.org/10.29233/sdufeffd.622153

Öz

The molecular, electronic and chemical structure of the Bis[2-(methylamino)troponato]copper(II) molecule was clarified. It is aimed to determine the local and global chemical activity parameters and electrophilic and nucleophilic nature by computational chemistry method of density functional theory of the molecule which can not be obtained experimentally. In addition, the tendency of the studied molecule to be an optical material has been investigated. Stabilization energy of the structure, conjugate interactions, stabilization of orbital orbitals, hybridization percentages and transition states were examined by natutal bond orbital analysis.

Kaynakça

  • [1] G. Steyl, T.J. Muller and A. Roodt, “Bis[2-(methylamino)troponato]copper(II),” Acta Cryst., E66, m1508, 2010.
  • [2] Y.-C. Liang, M.-C.,Hong, R. Cao, and Q. Shi, “Bis(pyridine-2,4-dicarboxylato)copper(II) dihydrate,” Acta Cryst. E57, m380–m381, 2001.
  • [3] Z. A. Starikova and E. A. Shugam, “Crystal chemical data for inner complexes of β-diketones,” Zh. Strukt. Khim., 10, 290–293, 1969.
  • [4] M. P. Byrn, C. J. Curtis, Y.Hsiou, S.I. Khan, P.A. Sawin, S.K. Tendick, A. Terzis, C.E. Strouse, J. Am. Chem. Soc., “Porphyrin sponges: Conservation of host structure in over 200 porphyrin-based lattice clathrates,” 115, 9480–9497, 1993.
  • [5] K. H. Park and W.J. Marshall, “Routes to N,N′-unsymmetrically substituted 1,3-diketimines,” J. Am. Chem. Soc., 127, 9330–9331, 2005.
  • [6] I. A. Baidina, P. A. Stabnikov, A. D. Vasil’ev, S. A. Gromilov, and I. K. Igumenov, “Crystal and molecular structure of copper(II)trans-bis-(2-(methylimino)-4-pentanonate),” Zh. Strukt. Khim., 45, 671-677, 2004.
  • [7] GaussView, Version 5, R. Dennington, T. Keith and J. Millam, Semichem Inc., Shawnee Mission KS, 2009.
  • [8] M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. MontgomeryJr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, and D.J. Fox, Gaussian 09W, Revision E.01, Gaussian, Inc., Wallingford CT, 2009.
  • [9] D. J. G. S. K. Wolff, J. J. McKinnon, M. J. Turner, D. Jayatilaka, and M. A. Spackman, CrystalExplorer, 2012, Version3.1.
  • [10] B.-Y. Zhang, Q. Yang, and J.-J. Nie, “ Bis(pyrimidine-2-carboxyl¬ato-Ќ2N,O)copper(II),” Acta Cryst. E64, m7, 2008.
  • [11] T. N. Hill and G. Steyl, “ Dicarbon¬yl[2-hydr¬¬oxy-3,5,7-tris¬¬(mor¬pho¬lino¬methyl)cyclo¬hepta-2,4,6-trien¬onato(1–)-κ2O1,O2]rhodium(I),” Acta Cryst., E64, m1580–m1581, 2008.
  • [12] O. Kristiansson, “Bis¬(pyrazine-2-carbox¬amide)¬bis¬¬(tri¬fluoro¬methane¬sulfonato)copper(II) monohydrate,” Acta Cryst., E58, m130–m132, 2002.
  • [13] K. Bahgat and S. Fraihat, “Normal coordinateanalysis, molecularstructure, vibrational, electronicspectraand NMR investigation of 4-amino-3-phenyl-1H-1,2,4-triazole-5(4H)-thionebyab initio HF and DFT method,” Spectrochim. Acta A, 135, 1145-1155, 2015.
  • [14] Ş. Toprak, H. Tanak, M. Macit, N. Dege, and M. Orbay, “Experimental and theoretical studies of bis[(E)-1-((3-chloro-4-methylphenylimino)methyl)naphthalen-2-olate-N,O]copper(II),” J. Mol. Struct., 1174, 184-191, 2018.
  • [15] Ch. Himasekar1, S. Mustafa, and M. S. Babu, “Synthesis, characterization of mixed Cu(II) Pyridyl Tetrazoles and 1,10-Phenanthroline complexes - DFT and biological activity,” Open Chemistry Journal, 6, 1-7, 2019.
  • [16] R. S. Mulliken, “Electronic population analysis on LCAO-MO molecular wave functions. I.’’,J.Chem.Phys., 23(10), 1833-1840, 1955.
  • [17] R.S.J Mulliken, “Electronic Population Analysis on LCAO–MO MolecularWaveFunctions”, Chem. Phys.. 23, 1833-1840, 1955.
  • [18] W. Yang and R. G. Parr, “Hardness, softness, and the fukui function in the electronic theory of metals and catalysis,” Proc. Natl. Acad. Sci., 82, 6723-6726, 1985.
  • [19] H. S. Nalwa and S. Miyata, Non-linear Optics of Organic Molecules and Polymers. CRC Press, Boca Raton, FL, 611, 1997.
  • [20] A. Hinchliffe and M. H .J. Soscun, “ Ab initio studies of the dipole polarizabilities of conjugated molecules. Part 2. Monocyclic azines,” J. Mol. Struct., 110 (2), 109-120, 1994.
  • [21] S. Eskikanbur, K. Sayin, M. Kose, H. Zengin, V. McKee, and M. Kurtoglu, “Synthesis of two new azo-azomethines; spectral characterization, crystal structures, computational and fluorescence studies,” J. Mol. Struct. 1094, 183-194, 2015.
  • [22] Z. Demircioğlu, C. C. Ersanlı, G. Kaya Kantar, and S. Şaşmaz, “ Spectroscopic, Hirshfeld surface, X-ray diffraction methodologies and local & global chemical activity calculations of 5-(2-methoxy-4-(prop-1-en-1-yl)phenoxy)pyrazine-2,3-dicarbonitrile”, J. Mol. Struct.,1181, 25-37, 2019.
  • [23] A. E. Reed and F. Weinhold, “Natural bond orbital analysis of near‐Hartree-Fockwaterdimer,” J. Chem. Phys., 78, 4066-4073, 1983.
  • [24] A. E. Reed and F. Weinhold, “Natural localized molecular orbitals,” J. Chem. Phys,. 83, 1736-1740, 1985.
  • [25] T. Samanta, L. Dey, J. Dinda, S.K. Chattopadhyay, and S.K. Seth, “Structural characterization and Hirshfeld surface analysis of a CoIIcomplexwithimidazo[1,2-a]pyridine,” J. Mol. Struct., 1068, 58-70, 2014.
Toplam 25 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Konular Metroloji,Uygulamalı ve Endüstriyel Fizik
Bölüm Makaleler
Yazarlar

Serap UZUN 0000-0002-2982-8376

Zeynep DEMİRCİOĞLU 0000-0001-9538-9140

Yayımlanma Tarihi 31 Mayıs 2020
Yayımlandığı Sayı Yıl 2020 Cilt: 15 Sayı: 1

Kaynak Göster

IEEE S. UZUN ve Z. DEMİRCİOĞLU, “Bis[2-(metilamino)troponato]bakır(II) Molekülünün Yapısal ve Elektronik Özelliklerinin Deneysel ve Kuramsal Analizleri”, Süleyman Demirel University Faculty of Arts and Science Journal of Science, c. 15, sy. 1, ss. 9–22, 2020, doi: 10.29233/sdufeffd.622153.