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3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi

Yıl 2024, , 6 - 13, 28.06.2024
https://doi.org/10.46810/tdfd.1406672

Öz

3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on (1) molekülünün titreşim frekansları, ilişkili titreşim hareketleri ve teorik olarak ideal moleküler yapısı Gaussian 09 yazılım programı kullanılarak araştırıldı. Molekül (1)’in teorik olarak ideal kimyasal yapısı, titreşim frekansları ve molekülün buna eşlik eden titreşim hareketleri incelenmiştir. Kuantum kimyasal hesaplamalarını gerçekleştirmek için DFT(RB3LYP) yaklaşımlarının SDD ve 6-311G temel seti kullanıldı. Moleküldeki yük aktarımı için en yüksek dolu moleküler yörünge (HOMO), en düşük boş moleküler yörünge (LUMO) analizleri yapılmıştır. Molekülün stabilitesi, hem hiperkonjugatif etkileşimin hem de yük delokalizasyonunun bir fonksiyonu, Doğal Orbital Bağlanma (NBO) analizi kullanılarak araştırıldı. MEP, bir Yoğunluk fonksiyonel teorisi (DFT) tekniği kullanılarak gerçekleştirildi. Tahmin edilen her iki DFT algoritması da karşılaştırılabilir geometrik parametrelere sahiptir.

Kaynakça

  • Taslimi P, et al. Metal contained Phthalocyanines with 3,4-Dimethoxyphenethoxy substituents: their anticancer, antibacterial activities and their inhibitory effects on some metabolic enzymes with molecular docking studies. Journal of Biomolecular Structure and Dynamics, 2022; 40(7): p. 2991-3002.
  • Ulaş Y. 2-((1H-indol-1-il)(naftalen-1-il)metil)fenol Bileşiğinin Sentezi ve NLO Özelliklerinin Quantum Kimyasal Hesaplamalarla İncelenmesi. Caucasian Journal of Science. 2022; 9(2): p. 184-195.
  • Liu X. and J.-R Hamon. Recent developments in penta-hexa- and heptadentate Schiff base ligands and their metal complexes. Coordination Chemistry Reviews. 2019; 389: p. 94-118.
  • Abu-Dief A.M. and Mohamed I.M.A. A review on versatile applications of transition metal complexes incorporating Schiff bases. Beni-Suef University Journal of Basic and Applied Sciences, 2015; 4(2): p. 119-133.
  • Betiha M.A, et al. Oxidative desulfurization using graphene and its composites for fuel containing thiophene and its derivatives. Egyptian Journal of Petroleum. 2018; 27(4): p. 715-730.
  • Cowan R.D. Theoretical Calculation of Atomic Spectra Using Digital Computers. Journal of the Optical Society of America. 1968; 58(6): p. 808-818.
  • Karakurt T. 3-[(E)-2-(4-fenil-1,3-tiyazol-2-yl)hidrazin-1-yiliden]-indolin-2-on Bileşiğinin Tautomer Yapısı Üzerinde Gaz ve Katı Fazında Teorik Hesaplamalar. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2020; 20(1): p. 96-102.
  • Michael J. Frisch B.S. Gustavo Scuseria, Mike Robb, Richard Cheeseman Jr, Giovanni Scalmani, Barone villagrande, Benedetta Mennucci, Gaussian 09, in gaussian. Inc., Wallingford. 2009.
  • Callaway J. and N.H March. Density Functional Methods: Theory and Applications, in Solid State Physics. H. Ehrenreich, D. Turnbull, and F. Seitz, Editors. 1984; Academic Press. p. 135-221.
  • Tanriverdi A.A, et al. Structural and Spectral Properties of 4-(5-methyl-[1,2,4] triazolo [1,5-a] pyrimidine-7-yloxy) phthalonitrile: Analysis by TD-DFT Method, ADME Analysis, and Molecular Docking Simulations. Journal of the Institute of Science and Technology. 2022; 12(4): p. 2340-2351.
  • Kökbudak Z, Türkmenoğlu B, and Akkoç S. A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman University Journal of Science. 2022: 12(1): p. 9-25.
  • Abu-Awwad F, and Politzer P. Variation of parameters in Becke-3 hybrid exchange-correlation functional. Journal of Computational Chemistry. 2000; 21(3): p. 227-238.
  • Gören K, Bağlan M, and Çakmak İ. Theoretical Investigation of 1H and 13C NMR Spectra of Diethanol Amine Dithiocarbamate RAFT Agent. Journal of the Institute of Science and Technology. 2022; 12(3): p.1677-1689.
  • Yüksek H, et al. B3LYP ve HF Temel Setleri Kullanılarak Bazı 3-Alkil-4-(2- asetoksi-3-metoksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol5-on Bileşiklerinin Deneysel ve Teorik Özelliklerinin İncelenmesi. Celal Bayar University Journal of Science. 2017; 13(1): p.193-204.
  • Bağlan M, Gören K, and Yildiko Ü. DFT Computations and Molecular Docking Studies of 3-(6-(3-aminophenyl)thiazolo[1,2,4]triazol-2-yl)-2H-chromen-2-one(ATTC) Molecule. Hittite Journal of Science and Engineering. 2023; 10(1): p. 11-19.
  • Beytur M, and Yüksek H. 3-Fenil-4-(3-Sinnamoiloksibenzilidenamino)-4,5-Dihidro-1H-1,2,4- Triazol-5-On Molekülünün Spektroskopik Özellikleri. Caucasian Journal of Science. 2018; 5(2): p. 65-80.
  • Bağlan M., Gören K, and Yildiko Ü. HOMO–LUMO, NBO, NLO, MEP analysis and molecular docking using DFT calculations in DFPA molecule. International Journal of Chemistry and Technology. 2023; 7(1): p. 38-47.
  • Mumit M.A, et al. DFT studies on vibrational and electronic spectra, HOMO–LUMO, MEP, HOMA, NBO and molecular docking analysis of benzyl-3-N-(2,4,5-trimethoxyphenylmethylene)hydrazinecarbodithioate. Journal of Molecular Structure. 2020; 1220: p.128715.
  • Bağlan M, Yildiko Ü, and Gören K. DFT Calculations And Molecular Docking Study In 6-(2-Pyrrolidinone-5-Yl) Epicatechin Molecule From Flavonoids. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler. 2023; 11(1): p. 43-55.
  • Brownell L.V, et al. Highly Systematic and Efficient HOMO–LUMO Energy Gap Control of Thiophene-Pyrazine-Acenes. The Journal of Physical Chemistry C. 2013; 117(48): p. 25236-25247.
  • Jiang D, and Dai S. Circumacenes versus periacenes: HOMO–LUMO gap and transition from nonmagnetic to magnetic ground state with size. Chemical Physics Letters. 2008; 466(1): p. 72-75.
  • Zhang T, et al. Clarifying the Adsorption of Triphenylamine on Au(111): Filling the HOMO–LUMO Gap. The Journal of Physical Chemistry C. 2022; 126(3): p. 1635-1643.
  • Choudhary V, et al. DFT calculations on molecular structures, HOMO–LUMO study, reactivity descriptors and spectral analyses of newly synthesized diorganotin(IV) 2-chloridophenylacetohydroxamate complexes. Journal of Computational Chemistry. 2019; 40(27): p. 2354-2363.
  • Zhuo L. Liao G.W, and Yu Z. A Frontier Molecular Orbital Theory Approach to Understanding the Mayr Equation and to Quantifying Nucleophilicity and Electrophilicity by Using HOMO and LUMO Energies. Asian Journal of Organic Chemistry. 2012; 1(4): p. 336-345.
  • Pereira F, et al. Machine Learning Methods to Predict Density Functional Theory B3LYP Energies of HOMO and LUMO Orbitals. Journal of Chemical Information and Modeling. 2017; 57(1): p. 11-21.
  • Bağlan M., Yildiko Ü, and Gören K. Computational Investigation of 5.5-trihydroxy-3,7-dimethoxy-4-O-biflavone from Flavonoids Using DFT Calculations and Molecular Docking. Adıyaman University Journal of Science. 2022; 12(2): p. 283-298.
  • Uysal Ü.D, Berber H, and Aydoğdu Erdönmez A. 2-Etoksi-6-[(E)-[(2-Hidroksifenil)imino]metil]fenol Türevi Schiff Bazlarının Sentezi ve Teorik Çalışmalar. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2020; 24(2): p. 419-431.
  • Luque F.J, et al. SCRF calculation of the effect of water on the topology of the molecular electrostatic potential. The Journal of Physical Chemistry. 1993; 97(37): p. 9380-9384.
  • Öztürk N, et al. Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5-Norbornene-2,3-Dicarboximide Molecule. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2018; 22(1): p. 107-120.
  • Ersanlı C.C, and Koşar B. Investigation of Physical and Chemical Properties of 2-[(2-hydroxy-4-nitrophenyl)aminomethylene]-Cyclohexa-3,5-Dien-1(2h)-One By DFT Method. Journal of Science and Technology of Dumlupınar University. 2016(2015 Özel Sayısı); p. 109-126.
  • Bhuiyan M.D.H, et al. Synthesis, linear & non linear optical (NLO) properties of some indoline based chromophores. Dyes and Pigments. 2011; 89(2): p. 177-187.
  • Kuş N, and Ilican S. 4-Florobenzil Alkolün Konformasyon ve Orbital Etkileşimlerinin DFT Metodu ile Teorik Çalışması. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2019; 23(3): p. 797-804.
  • Sebastian S. and Sundarag N. The spectroscopic (FT-IR, FT-IR gas phase, FT-Raman and UV) and NBO analysis of 4-Hydroxypiperidine by density functional method. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2010; 75(3): p. 941-952.

Theoretical Examination of the 3-[1-(5-Amino-[1,3,4]thiadiazol-2-yl)-2-(1H-imidazol-4-yl)-ethylimino]-2,3-dihydro-indol-2-one Molecule.

Yıl 2024, , 6 - 13, 28.06.2024
https://doi.org/10.46810/tdfd.1406672

Öz

The vibration frequencies, associated vibrational motions, and theoretically ideal molecular structure of the 3-[1-(5-Amino-[1,3,4]thiadiazol-2-yl)-2-(1H-imidazol-4-yl)-ethylimino]-2,3-dihydro-indol-2-one (1) molecule were investigated using the Gaussian09 software program. The theoretically ideal chemical structure of the molecule (1), its vibration frequencies and the accompanying vibration movements of the molecule were examined. Quantum chemical computations have been performed utilizing the SDD and 6-311G base set of DFT(RB3LYP) methods. The molecule was subjected to HOMO and LUMO investigations to ascertain charge transfer. The molecule's stability was investigated using NBO analysis as a function of both hyperconjugative interaction and charge delocalization. MEP was performed using a DFT technique, and anticipated infrared sensitivities and Raman activity are also reported. Both estimated DFT algorithms have comparable geometric parameters.

Kaynakça

  • Taslimi P, et al. Metal contained Phthalocyanines with 3,4-Dimethoxyphenethoxy substituents: their anticancer, antibacterial activities and their inhibitory effects on some metabolic enzymes with molecular docking studies. Journal of Biomolecular Structure and Dynamics, 2022; 40(7): p. 2991-3002.
  • Ulaş Y. 2-((1H-indol-1-il)(naftalen-1-il)metil)fenol Bileşiğinin Sentezi ve NLO Özelliklerinin Quantum Kimyasal Hesaplamalarla İncelenmesi. Caucasian Journal of Science. 2022; 9(2): p. 184-195.
  • Liu X. and J.-R Hamon. Recent developments in penta-hexa- and heptadentate Schiff base ligands and their metal complexes. Coordination Chemistry Reviews. 2019; 389: p. 94-118.
  • Abu-Dief A.M. and Mohamed I.M.A. A review on versatile applications of transition metal complexes incorporating Schiff bases. Beni-Suef University Journal of Basic and Applied Sciences, 2015; 4(2): p. 119-133.
  • Betiha M.A, et al. Oxidative desulfurization using graphene and its composites for fuel containing thiophene and its derivatives. Egyptian Journal of Petroleum. 2018; 27(4): p. 715-730.
  • Cowan R.D. Theoretical Calculation of Atomic Spectra Using Digital Computers. Journal of the Optical Society of America. 1968; 58(6): p. 808-818.
  • Karakurt T. 3-[(E)-2-(4-fenil-1,3-tiyazol-2-yl)hidrazin-1-yiliden]-indolin-2-on Bileşiğinin Tautomer Yapısı Üzerinde Gaz ve Katı Fazında Teorik Hesaplamalar. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2020; 20(1): p. 96-102.
  • Michael J. Frisch B.S. Gustavo Scuseria, Mike Robb, Richard Cheeseman Jr, Giovanni Scalmani, Barone villagrande, Benedetta Mennucci, Gaussian 09, in gaussian. Inc., Wallingford. 2009.
  • Callaway J. and N.H March. Density Functional Methods: Theory and Applications, in Solid State Physics. H. Ehrenreich, D. Turnbull, and F. Seitz, Editors. 1984; Academic Press. p. 135-221.
  • Tanriverdi A.A, et al. Structural and Spectral Properties of 4-(5-methyl-[1,2,4] triazolo [1,5-a] pyrimidine-7-yloxy) phthalonitrile: Analysis by TD-DFT Method, ADME Analysis, and Molecular Docking Simulations. Journal of the Institute of Science and Technology. 2022; 12(4): p. 2340-2351.
  • Kökbudak Z, Türkmenoğlu B, and Akkoç S. A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies. Adıyaman University Journal of Science. 2022: 12(1): p. 9-25.
  • Abu-Awwad F, and Politzer P. Variation of parameters in Becke-3 hybrid exchange-correlation functional. Journal of Computational Chemistry. 2000; 21(3): p. 227-238.
  • Gören K, Bağlan M, and Çakmak İ. Theoretical Investigation of 1H and 13C NMR Spectra of Diethanol Amine Dithiocarbamate RAFT Agent. Journal of the Institute of Science and Technology. 2022; 12(3): p.1677-1689.
  • Yüksek H, et al. B3LYP ve HF Temel Setleri Kullanılarak Bazı 3-Alkil-4-(2- asetoksi-3-metoksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol5-on Bileşiklerinin Deneysel ve Teorik Özelliklerinin İncelenmesi. Celal Bayar University Journal of Science. 2017; 13(1): p.193-204.
  • Bağlan M, Gören K, and Yildiko Ü. DFT Computations and Molecular Docking Studies of 3-(6-(3-aminophenyl)thiazolo[1,2,4]triazol-2-yl)-2H-chromen-2-one(ATTC) Molecule. Hittite Journal of Science and Engineering. 2023; 10(1): p. 11-19.
  • Beytur M, and Yüksek H. 3-Fenil-4-(3-Sinnamoiloksibenzilidenamino)-4,5-Dihidro-1H-1,2,4- Triazol-5-On Molekülünün Spektroskopik Özellikleri. Caucasian Journal of Science. 2018; 5(2): p. 65-80.
  • Bağlan M., Gören K, and Yildiko Ü. HOMO–LUMO, NBO, NLO, MEP analysis and molecular docking using DFT calculations in DFPA molecule. International Journal of Chemistry and Technology. 2023; 7(1): p. 38-47.
  • Mumit M.A, et al. DFT studies on vibrational and electronic spectra, HOMO–LUMO, MEP, HOMA, NBO and molecular docking analysis of benzyl-3-N-(2,4,5-trimethoxyphenylmethylene)hydrazinecarbodithioate. Journal of Molecular Structure. 2020; 1220: p.128715.
  • Bağlan M, Yildiko Ü, and Gören K. DFT Calculations And Molecular Docking Study In 6-(2-Pyrrolidinone-5-Yl) Epicatechin Molecule From Flavonoids. Eskişehir Teknik Üniversitesi Bilim ve Teknoloji Dergisi B - Teorik Bilimler. 2023; 11(1): p. 43-55.
  • Brownell L.V, et al. Highly Systematic and Efficient HOMO–LUMO Energy Gap Control of Thiophene-Pyrazine-Acenes. The Journal of Physical Chemistry C. 2013; 117(48): p. 25236-25247.
  • Jiang D, and Dai S. Circumacenes versus periacenes: HOMO–LUMO gap and transition from nonmagnetic to magnetic ground state with size. Chemical Physics Letters. 2008; 466(1): p. 72-75.
  • Zhang T, et al. Clarifying the Adsorption of Triphenylamine on Au(111): Filling the HOMO–LUMO Gap. The Journal of Physical Chemistry C. 2022; 126(3): p. 1635-1643.
  • Choudhary V, et al. DFT calculations on molecular structures, HOMO–LUMO study, reactivity descriptors and spectral analyses of newly synthesized diorganotin(IV) 2-chloridophenylacetohydroxamate complexes. Journal of Computational Chemistry. 2019; 40(27): p. 2354-2363.
  • Zhuo L. Liao G.W, and Yu Z. A Frontier Molecular Orbital Theory Approach to Understanding the Mayr Equation and to Quantifying Nucleophilicity and Electrophilicity by Using HOMO and LUMO Energies. Asian Journal of Organic Chemistry. 2012; 1(4): p. 336-345.
  • Pereira F, et al. Machine Learning Methods to Predict Density Functional Theory B3LYP Energies of HOMO and LUMO Orbitals. Journal of Chemical Information and Modeling. 2017; 57(1): p. 11-21.
  • Bağlan M., Yildiko Ü, and Gören K. Computational Investigation of 5.5-trihydroxy-3,7-dimethoxy-4-O-biflavone from Flavonoids Using DFT Calculations and Molecular Docking. Adıyaman University Journal of Science. 2022; 12(2): p. 283-298.
  • Uysal Ü.D, Berber H, and Aydoğdu Erdönmez A. 2-Etoksi-6-[(E)-[(2-Hidroksifenil)imino]metil]fenol Türevi Schiff Bazlarının Sentezi ve Teorik Çalışmalar. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2020; 24(2): p. 419-431.
  • Luque F.J, et al. SCRF calculation of the effect of water on the topology of the molecular electrostatic potential. The Journal of Physical Chemistry. 1993; 97(37): p. 9380-9384.
  • Öztürk N, et al. Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5-Norbornene-2,3-Dicarboximide Molecule. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2018; 22(1): p. 107-120.
  • Ersanlı C.C, and Koşar B. Investigation of Physical and Chemical Properties of 2-[(2-hydroxy-4-nitrophenyl)aminomethylene]-Cyclohexa-3,5-Dien-1(2h)-One By DFT Method. Journal of Science and Technology of Dumlupınar University. 2016(2015 Özel Sayısı); p. 109-126.
  • Bhuiyan M.D.H, et al. Synthesis, linear & non linear optical (NLO) properties of some indoline based chromophores. Dyes and Pigments. 2011; 89(2): p. 177-187.
  • Kuş N, and Ilican S. 4-Florobenzil Alkolün Konformasyon ve Orbital Etkileşimlerinin DFT Metodu ile Teorik Çalışması. Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2019; 23(3): p. 797-804.
  • Sebastian S. and Sundarag N. The spectroscopic (FT-IR, FT-IR gas phase, FT-Raman and UV) and NBO analysis of 4-Hydroxypiperidine by density functional method. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2010; 75(3): p. 941-952.
Toplam 33 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Konular Fiziksel Kimya (Diğer)
Bölüm Makaleler
Yazarlar

Efdal Çimen 0000-0003-2461-5870

Veysel Tahiroğlu 0000-0003-3516-5561

Erken Görünüm Tarihi 28 Haziran 2024
Yayımlanma Tarihi 28 Haziran 2024
Gönderilme Tarihi 18 Aralık 2023
Kabul Tarihi 30 Mart 2024
Yayımlandığı Sayı Yıl 2024

Kaynak Göster

APA Çimen, E., & Tahiroğlu, V. (2024). 3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi. Türk Doğa Ve Fen Dergisi, 13(2), 6-13. https://doi.org/10.46810/tdfd.1406672
AMA Çimen E, Tahiroğlu V. 3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi. TDFD. Haziran 2024;13(2):6-13. doi:10.46810/tdfd.1406672
Chicago Çimen, Efdal, ve Veysel Tahiroğlu. “3-[1-(5-Amino-[1,3,4]tiadiazol-2-Il)-2-(1H-Imidazol-4-Il)-Etilimino]-2,3-Dihidro-Indol-2-on Molekülün Teoriksel İncelenmesi”. Türk Doğa Ve Fen Dergisi 13, sy. 2 (Haziran 2024): 6-13. https://doi.org/10.46810/tdfd.1406672.
EndNote Çimen E, Tahiroğlu V (01 Haziran 2024) 3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi. Türk Doğa ve Fen Dergisi 13 2 6–13.
IEEE E. Çimen ve V. Tahiroğlu, “3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi”, TDFD, c. 13, sy. 2, ss. 6–13, 2024, doi: 10.46810/tdfd.1406672.
ISNAD Çimen, Efdal - Tahiroğlu, Veysel. “3-[1-(5-Amino-[1,3,4]tiadiazol-2-Il)-2-(1H-Imidazol-4-Il)-Etilimino]-2,3-Dihidro-Indol-2-on Molekülün Teoriksel İncelenmesi”. Türk Doğa ve Fen Dergisi 13/2 (Haziran 2024), 6-13. https://doi.org/10.46810/tdfd.1406672.
JAMA Çimen E, Tahiroğlu V. 3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi. TDFD. 2024;13:6–13.
MLA Çimen, Efdal ve Veysel Tahiroğlu. “3-[1-(5-Amino-[1,3,4]tiadiazol-2-Il)-2-(1H-Imidazol-4-Il)-Etilimino]-2,3-Dihidro-Indol-2-on Molekülün Teoriksel İncelenmesi”. Türk Doğa Ve Fen Dergisi, c. 13, sy. 2, 2024, ss. 6-13, doi:10.46810/tdfd.1406672.
Vancouver Çimen E, Tahiroğlu V. 3-[1-(5-Amino-[1,3,4]tiadiazol-2-il)-2-(1H-imidazol-4-il)-etilimino]-2,3-dihidro-indol-2-on Molekülün Teoriksel İncelenmesi. TDFD. 2024;13(2):6-13.