N-[4-(3-Methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-N′-pyridin-2-ylmethylene-chloro-acetic acid hydrazide: Synthesis and configurational assignment based on X-ray, {sup 1}H, and {sup 13}C NMR and theoretical calculations

Journal Article · Wed Nov 15 00:00:00 EST 2017 · Crystallography Reports

DOI:https://doi.org/10.1134/S1063774517060086· OSTI ID:22758328

Demir, Sibel ^[1]; Dinçer, Muharrem ^[2]; Çukurovali, Alaaddin ^[3]; Yılmaz, Ibrahim ^[4]

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1. Gaziantep University, Technical Science Vocational High School (Turkey)
2. Ondokuz Mayıs University, Department of Physics, Faculty of Arts and Sciences (Turkey)
3. Firat University, Department of Chemistry, Faculty of Science (Turkey)
4. University of Karamanoğlu Mehmet Bey, Department of Chemistry, Faculty of Science (Turkey)

In this study, quantum chemical calculations based on the density functional theory have been carried out to examine the effects of N-[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-N′-pyridin-2-ylmethylene- chloro-acetic acid hydrazide. The calculated values are compared with the experimental data available for these molecules as a mean of validation of our proposed chemistry model. Aided by normal coordinate analysis and potential energy distributions, a confident vibrational assignment of all fundamentals is proposed herein. Additional support is given by {sup 1}H and {sup 13}C NMR spectra recorded with the sample dissolved in CDCl{sub 3} and by predicted chemical shifts at the B3LYP/6-31G(d)/6-311G+(d) levels obtained using the gauge-invariant atomic orbital method. The calculated HOMO and LUMO energies also confirm that the charge transfer occurs within the molecule. Thiazole-based compounds are potential storehouse for exploiting CH···O and CH···N hydrogen bonding interactions for molecular self-assembly.

• OSTI ID: 22758328
• Journal Information: Crystallography Reports, Vol. 62, Issue 6; Other Information: Copyright (c) 2017 Pleiades Publishing, Inc.; Country of input: International Atomic Energy Agency (IAEA); ISSN 1063-7745
• Country of Publication: United States
• Language: English

Related Subjects

75 CONDENSED MATTER PHYSICS
SUPERCONDUCTIVITY AND SUPERFLUIDITY
ACETIC ACID
BONDING
CARBON 13
CHEMICAL SHIFT
COMPARATIVE EVALUATIONS
DENSITY FUNCTIONAL METHOD
ENERGY SPECTRA
GAUGE INVARIANCE
HYDRAZIDES
HYDROGEN
HYDROGEN 1
MOLECULES
NUCLEAR MAGNETIC RESONANCE
POTENTIAL ENERGY
THIAZOLES
VALIDATION
X RADIATION