Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule

Emine BABUR ŞAŞ, (Kırşehir Ahi Evran Üniversitesi, Kırşehir, Türkiye)
Songül ÇİFÇİ, (Kırşehir Ahi Evran Üniversitesi, Kırşehir, Türkiye)
Mustafa KURT (Kırşehir Ahi Evran Üniversitesi, Kırşehir, Türkiye)
Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi
5 4
Yıl: 2022 Cilt: 26 Sayı: 5 Sayfa Aralığı: 1879 - 1891 Metin Dili: İngilizce DOI: 10.16984/saufenbilder.1100391 İndeks Tarihi: 02-11-2022

Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule

Öz:
After first determining the optimized geometry of the 1H-benzimidazole-2-carboxylic acid monohydrate (1HBCM) molecule using the B3LYP/6-311+ + G (d, p) basis set, we investigated the spectroscopic properties, electronic properties and optical band gap of the molecule. We presented the fitted values of the vibrational frequencies of the molecule both as a table and as a spectrum and compared them with the experimental data. While the band gap energy (E) values of the molecule were calculated using HOMO and LUMO energies, the optical band gap (Eg) values of the molecule were obtained from the Tauc equation. We have given the Eg values of the molecule calculated for direct and indirect transmission by comparing them with the experimental data. In the article, we have also calculated and presented the data of the 1HBCM molecule such as MEP, Mulliken, and DOS.
Anahtar Kelime: FT-Raman FT–IR optical band gap DFT MEP.

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
  • [1] W. Akhtar, M. F. Khan, G. Verma, M. Shaquiquzzaman, M. A. Rizvi, S. H. Mehdi, M. Akhter, M. M. Alam, “Therapeutic evolution of benzimidazole derivatives in the last quinquennial period” European Journal of Medicinal Chemistry, vol. 126, no. 27, pp. 705-753, 2017.
  • [2] F. Fei, Z. Zhou, “New Substituted Benzimidazole Derivatives: a Patent Review (2010 - 2012)” Expert Opinion on Therapeutic Patents, vol. 23, pp. 1157–1179, 2013.
  • [3] M. Wang, X. Han, Z. Zhou, “New Substituted Benzimidazole Derivatives: A Patent Review (2013 - 2014)” Expert Opinion on Therapeutic, Patents no. 25, pp. 595–612, 2015.
  • [4] S. O. Podunavac-Kuzmonovic, L. M. Leovac, N. U. Perisicjanjic, J. Rogan, J. Balaz, “Complexes of cobalt(II), zinc(II) and copper(II) with some newly synthesized benzimidazole derivatives and their antibacterial activity” Journal of the Serbian Chemical Society, vol. 64, pp. 381-388, 1999.
  • [5] F. Vogetle, “Supramolecular Chemistry: An Introduction”, Wiley, New York, 1991.
  • [6] K. Takahasi, K. Horino, T. Komura, K. Murata, “Photovoltaic Properties of Porphyrin Thin Films Mixed with o-Chloranil” Bulletin of the Chemical Society of Japan, vol. 66, no. 3, pp. 733–738, 1993.
  • [7] R. S. Mulliken, “Structures of Complexes Formed by Halogen Molecules with Aromatic and with Oxygenated Solvents” Journal of the American Chemical Society, vol. 72, pp. 600–608, 1950.
  • [8] A. M. Mansour, “Coordination behavior of sulfamethazine drug towards Ru(III) and Pt(II) ions: Synthesis, spectral, DFT, magnetic, electrochemical and biological activity studies”, Inorganica Chimica Acta vol. 394, pp. 436–445, 2013.
  • [9] J. Tauc, A. Menth, “States in the gap” Journal of Non-Crystalline Solids, vol. 569, pp. 8–10, 1972.
  • [10] E. Babur Sas, M. Kurban, B. Gündüz, M.Kurt, “Photophysical, spectroscopic properties and electronic structure of BND: Experiment and theory”, Synthetic Metals, vol. 246, pp. 39-44, 2018.
  • [11] S. Krawczyk, M. Gdaniec, F. Saczewski, “1H-Benzimidazole-2-carboxylic acid monohydrate” Acta Crystallographica Section E, vol. 61 pp. 4185-4187, 2005.
  • [12] E. B. Sas, M. Kurt, M. Karabacak, A. Poiyamozhi, N. Sundaraganesan, “FT-IR, FT-Raman, dispersive Raman, NMR spectroscopic studies and NBO analysis of 2-Bromo-1H-Benzimidazol by density functional method” Journal of Molecular Structure, vol. 1081, pp. 506–518, 2015.
  • [13] E. B. Sas, M. Kurt, “Ft-raman, ft-ir, nmr and dft calculations of 5-bromo-1h benzimidazole” Sakarya University Journal of Science, vol. 1, no. 3, pp. 430-441, 2017.
  • [14] M. Karabacak, E. Kose, A. Atac, E. B. Sas, A. M. Asiri, M. Kurt, “Experimental (FT-IR, FT-Raman, UV–Vis, 1H and 13C NMR) and computational (density functional theory) studies on 3-bromophenylboronic acid” Journal of Molecular Structure, vol. 1076, pp. 358–372, 2014.
  • [15] V. Krishnakumar, R. Ramasamy, “Density functional and experimental studies on the FT-IR and FT-Raman spectra and structure of 2,6-diamino purine and 6-methoxy purine” Spectrochim. Acta A, vol. 69, pp. 8-17, 2008.
  • [16] O. R. Shehab, A. M. Mansour, “Charge transfer complexes of 2-arylaminomethyl-1H-benzimidazole with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone: Experimental and DFT studies”, Journal of Molecular Structure, vol. 1047, pp. 121-135, 2013.
  • [17] N. T. A. Ghani, A. M. Mansour, “Molecular structure of 2-chloromethyl-1H-benzimidazole hydrochloride: Single crystal, spectral, biological studies, and DFT calculations”, Spectrochimica Acta Part A, vol. 86, pp. 605–613, 2012.
  • [18] T. S. Xavier, N. Rashid, I. H. Joe, “Vibrational spectra and DFT study of anticancer active molecule 2-(4-Bromophenyl)-1H-benzimidazole by normal coordinate analysis” Spectrochimica Acta Part A, vol. 78, pp. 319–326, 2011.
  • [19] V. Arjunan, A. Raj, C. V. Mythili, S. Mohan, “Structural, vibrational, electronic investigations and quantum chemical studies of 2-amino-4-methoxybenzothiazole” Journal of Molecular Structure, vol. 1036, pp. 327-340, 2013.
  • [20] G. Varsanyi, “Vibrational Spectra of Benzene Derivatives”, Academic Press: New York, 1969.
  • [21] H. G. Silver, J. L. Wood, “Factors affecting torsional barriers in benzaldehyde derivatives”, Transactions of the Faraday Society, vol. 60, pp. 5-11, 1964.
  • [22] R. Ramasamy, “Analysis of Vibrational Spectra of Pyridoxazinone Based on Density Functional Theory Calculations”, Journal of Applied Spectroscopy, vol. 80, pp. 492–498, 2013.
  • [23] R. Ramasamy, “Vibrational spectroscopic studies of imidazole”, Armenian Journal of Physics, vol. 8, pp. 51-55, 2015.
  • [24] Y. Wang, R. A. Poirier, “Factors that influence the CN stretching frequency in imines”, The Journal of Physical Chemistry A, vol. 101, no. 5, pp. 907–912, 1997.
  • [25] C. Y.Huang, T. Wang, F. Gai, “Temperature dependence of the CN stretching vibration of a nitrile-derivatized phenylalanine in water” Chemical Physics Letters, vol. 371, no. 5–6, pp. 731-738, 2003.
  • [26] I. Fleming, “Frontier Orbitals and Organic Chemical Reactions”, Wiley, London, 1976.
  • [27] R. Hoffman, “Solids and Surfaces: A Chemist’s View of Bonding in Extended Structures”, Wiley- VCH Publisher, Newyork, 1988.
  • [28] W. Kohn, L. J. Sham, “Self-consistent equations including exchange and correlation effects” Physical Review, vol. 140, no. A, pp. 1133-1141, 1965.
  • [29] N. M. O'Boyle, A. L. Tenderholt, K. M. Langner “cclib: a library for package-independent computational chemistry algorithms” Journal of Computational Chemistry, vol. 29, pp. 839-845, 2008.
  • [30] S. Armaković, S. J. Armaković, J .P. Šetrajčić “Hydrogen storage properties of sumanene” International Journal of Hydrogen Energy, vol. 38, pp. 12190-12198, 2013.
  • [31] S. Armaković, S. J.Armaković, J. P. Setrajcic, S. K. Jacimovski, V. Holodkov, “Sumanene and its adsorption properties towards CO, CO2 and NH3 molecules” Journal of Molecular Modeling, vol. 20, pp. 2170-2177, 2014.
  • [32] N. Okulik, A. H. Jubert “Theoretical study on the structure and reactive sites of non-steroidal anti-inflammatory drugs” Journal of Molecular Structure: THEOCHEM, vol. 682, pp. 55-62, 2004.
  • [33] E. Scrocco, 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, 1978.
  • [34] H. P. Gümüş, Y. Atalay, “3-hidroksi-4-hidroksimiinometil-5-hidroksimetil-1,2-dimetilpiridinyum iyodid molekülünün geometrik yapısının incelenmesi” Sakarya University Journal of Science Institute, vol. 21, no. 3, pp. 564-571, 2017.
  • [35] J. B. Ott, J. Boerio-Goates, “Chemical Thermodynamics: Advanced Applications, Calculations from Statistical Thermodynamics”, Academic Press, 2000.
  • [36] E. B. Sas, N. Cankaya, M. Kurt, “Synthesis of 2-(bis (cyanomethyl) amino)-2-oxoethyl methacrylate monomer molecule and its characterization by experimental and theoretical methods” Journal of Molecular Structure, vol. 1161, pp. 433-441, 2018.
APA babur şaş e, S, Kurt M (2022). Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. , 1879 - 1891. 10.16984/saufenbilder.1100391
Chicago babur şaş emine, Songül Çiftçi,Kurt Mustafa Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. (2022): 1879 - 1891. 10.16984/saufenbilder.1100391
MLA babur şaş emine, Songül Çiftçi,Kurt Mustafa Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. , 2022, ss.1879 - 1891. 10.16984/saufenbilder.1100391
AMA babur şaş e, S,Kurt M Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. . 2022; 1879 - 1891. 10.16984/saufenbilder.1100391
Vancouver babur şaş e, S,Kurt M Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. . 2022; 1879 - 1891. 10.16984/saufenbilder.1100391
IEEE babur şaş e, S,Kurt M "Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule." , ss.1879 - 1891, 2022. 10.16984/saufenbilder.1100391
ISNAD babur şaş, emine vd. "Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule". (2022), 1879-1891. https://doi.org/10.16984/saufenbilder.1100391
APA babur şaş e, S, Kurt M (2022). Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 26(5), 1879 - 1891. 10.16984/saufenbilder.1100391
Chicago babur şaş emine, Songül Çiftçi,Kurt Mustafa Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi 26, no.5 (2022): 1879 - 1891. 10.16984/saufenbilder.1100391
MLA babur şaş emine, Songül Çiftçi,Kurt Mustafa Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol.26, no.5, 2022, ss.1879 - 1891. 10.16984/saufenbilder.1100391
AMA babur şaş e, S,Kurt M Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2022; 26(5): 1879 - 1891. 10.16984/saufenbilder.1100391
Vancouver babur şaş e, S,Kurt M Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule. Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi. 2022; 26(5): 1879 - 1891. 10.16984/saufenbilder.1100391
IEEE babur şaş e, S,Kurt M "Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule." Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 26, ss.1879 - 1891, 2022. 10.16984/saufenbilder.1100391
ISNAD babur şaş, emine vd. "Spectroscopic Characterization and DFT Calculations on 1H-benzimidazole-2-carboxylic acid monohydrate Molecule". Sakarya Üniversitesi Fen Bilimleri Enstitüsü Dergisi 26/5 (2022), 1879-1891. https://doi.org/10.16984/saufenbilder.1100391
Sayfa Oluşturulma Tarihi
03-05-2024 11:26

İLETİŞİM

TÜBİTAK ULAKBİM TR Dizin

Yüzüncüyıl, İşçi Blokları Mahallesi

Muhsin Yazıcıoğlu Caddesi No:51/C

06530 Çankaya / ANKARA +90 (312) 298 92 00

trdizin@tubitak.gov.tr

TÜBİTAK ULAKBİM Ulusal Akademik Ağ ve Bilgi Merkezi Cahit Arf Bilgi Merkezi © Tüm Hakları Saklıdır. Gizlilik Politikası Kullanım Şartları