title: Synthesis, crystal structures and spectroscopic properties of triazine-based hydrazone derivatives; a comparative experimental-theoretical study.
abstract: We report here a comparative theoretical and experimental study of four triazine-based hydrazone derivatives. The hydrazones are synthesized by a three step process from commercially available benzil and thiosemicarbazide. The structures of all compounds were determined by using the UV-Vis., FT-IR, NMR (1H and 13C) spectroscopic techniques and finally confirmed unequivocally by single crystal X-ray diffraction analysis. Experimental geometric parameters and spectroscopic properties of the triazine based hydrazones are compared with those obtained from density functional theory (DFT) studies. The model developed here comprises of geometry optimization at B3LYP/6-31G (d, p) level of DFT. Optimized geometric parameters of all four compounds showed excellent correlations with the results obtained from X-ray diffraction studies. The vibrational spectra show nice correlations with the experimental IR spectra. Moreover, the simulated absorption spectra also agree well with experimental results (within 10-20 nm). The molecular electrostatic potential (MEP) mapped over the entire stabilized geometries of the compounds indicated their chemical reactivates. Furthermore, frontier molecular orbital (electronic properties) and first hyperpolarizability (nonlinear optical response) were also computed at the B3LYP/6-31G (d, p) level of theory.
authors: Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia. mnchemist@hotmail.com.
authors: Muhammad Nadeem
authors: MN
authors: Arshad
authors: Department of Chemistry, COMSATS Institute of Information Technology, University Road, Tobe Camp, 22060 Abbottabad, Pakistan. aishabibi657@gmail.com.
authors: Aisha
authors: A
authors: Bibi
authors: Department of Chemistry, COMSATS Institute of Information Technology, University Road, Tobe Camp, 22060 Abbottabad, Pakistan. mahmood@ciit.net.pk.
authors: Tariq
authors: T
authors: Mahmood
authors: Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia. aasiri2@gmail.com.|Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia. aasiri2@gmail.com.
authors: Abdullah M
authors: AM
authors: Asiri
authors: Department of Chemistry, COMSATS Institute of Information Technology, University Road, Tobe Camp, 22060 Abbottabad, Pakistan. khurshid@ciit.net.pk.|Department of Chemistry, College of Science, King Faisal University, Al-Hafouf 31982, Saudi Arabia. khurshid@ciit.net.pk.
authors: Khurshid
authors: K
authors: Ayub
mesh_terms: D018360:Crystallography, X-Ray; D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010658:Phenylglyoxal / Q000031:analogs & derivatives* / Q000737:chemistry; D012663:Semicarbazides / Q000737:chemistry*; D055672:Static Electricity; D014227:Triazines / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D006835:Hydrazones; D012663:Semicarbazides; D014227:Triazines; C005151:thiosemicarbazide; D010658:Phenylglyoxal; C006697:benzil