INVESTIGATION OF ELECTRONIC AND MOLECULAR PROPERTIES OF 5-(3- METHYL-3-PHENYLCYCLOBUTYL)-N-PHENYL-3,6-DIHYDRO-2H-1,3,4-THIADIAZIN-2- IMINE BY EXPERIMENTAL AND THEORETICAL METHODS

Year 2017, Volume: 5 Issue: 1, 56 - 69, 07.04.2017

Buse Ferah

https://doi.org/10.20290/aubtdb.289631

Cited By: 2

Abstract

In this work, 5-(3-methyl-3-phenylcyclobutyl)-N-phenyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-imine (C₂₀H₂₁N₃S), MPDT, was prepared and characterized by X – ray single crystal diffraction and IR and ¹³C-NMR spectroscopic techniques. The molecular geometry, vibrational frequencies, gauge including atomic orbital (GIAO) ¹³C chemical shift values of MPDT in the ground state have been calculated by using the Hartree-Fock (HF) and Density Functional Theory (B3LYP) with 6-31G(d) basis set. The scaled B3LYP/6-31G(d) results shows the best agreement with the experimental values over the other method. B3LYP is applied to explore the Mulliken atomic charges of the title molecule. In addition to frontier molecular orbital (FMO) and molecular electrostatic potential (MEP) of the title molecule have been calculated by using the HF and B3LYP with 6-31G(d) basis set.

Keywords

Cyclobutane, X-ray structure determination, IR and (13C) NMR spectroscopy, Hartree-Fock (HF) Density Functional Theory (DFT)

5-(3-Methyl-3-Phenylcyclobutyl)-N-Phenyl-3,6-Dihydro-2h-1,3,4-Thiadiazin-2-İminenin Deneysel Ve Teorik Metotlarla Moleküler Ve Elektronik Özelliklerinin İncelenmesi

Abstract

Bu
çalışmada, 5-(3-methyl-3-phenylcyclobutyl)-N-phenyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-imine
(C20H21N3S), MPDT, IR ve 13C-NMR
spektroskopik teknikleriyle ve X-ışını tek kristal kırınımı ile karakterize
edilip hazırlandı. Temel halde molekülün, moleküler geometri, titreşim
frekansları, GIAO 13C kimyasal değişim değerleri 6-31G(d) baz seti
ile HF ve B3LYP metotları  kullanılarak
hesaplandı. B3LYP/6-31G(d) de elde edilen sonuçları diğer metoda kıyasla
deneysel veriler ile daha uyumlu sonuçlar gösterdi. Bu sebeple molekülün
Mulliken yük dağılımları B3LYP ile hesaplandı. Ek olarak molekülün moleküler
orbital ve moleküler elektrostatik potensiyeli de HF/6-31G(d) ve B3LYP/6-31G(d)
kullanılarak hesaplandı.

Keywords

Siklobütan, X-ışını ile yapı belirleme, IR ve (13C) NMR spektroskopisi, Hartree-Fock (HF), Yoğunluk Fonksiyoneli Teorisi (DFT)