Study of 5-azidomethyl-8-hydroxyquinoline structure by X-ray diffraction and HF–DFT computational methods
- Autores: Bougharraf H.1, Benallal R.1, Sahdane T.1, Mondieig D.2, Negrier P.2, Massip S.3, Elfaydy M.4, Lakhrissi B.4, Kabouchi B.1
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Afiliações:
- Equipe de Spectronomie Moléculaire, Optique et Instrumentation Laser
- Laboratoire Ondes et Matière d’Aquitaine
- Institut Européen de Chimie et Biologie
- Laboratoire d’Agroressources Polymères et Génie des Procédés
- Edição: Volume 91, Nº 2 (2017)
- Páginas: 358-365
- Seção: Structure of Matter and Quantum Chemistry
- URL: https://journals.rcsi.science/0036-0244/article/view/169281
- DOI: https://doi.org/10.1134/S0036024417020078
- ID: 169281
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Resumo
5-Azidomethyl-8-hydroxyquinoline has been synthesized and characterized using IR, 1H and 13C NMR spectroscopic methods. Thermal analysis revealed no solid-solid phase transitions. The crystal structure of this compound was refined by Rietveld method from powder X-ray diffraction data at 295 K. The single- crystal structure of the compound at 260 K was solved and refined using SHELX 97 program. According to the data obtained by both methods, the structure of the compound is monoclinic, space group P21/c, with Z = 4 and Z' = 1. For the single crystal at 260 K, a = 12.2879 (9) Å, b = 4.8782 (3) Å, c = 15.7423 (12) Å, β=100.807(14)°. Mechanisms of deformation resulting from intra- and intermolecular interactions, such as hydrogen bonding, induced slight torsions in the crystal structure. The optimized molecular geometry of 5-azidomethyl-8-hydroxyquinoline in the ground state is calculated using density functional theory (B3LYP) and Hartree-Fock (HF) methods with the 6-311G(d,p) basis set. The calculated results show good agreement with experimental values. Energy gap of the molecule was found using HOMO and LUMO calculation which reveals that charge transfer occurs within the molecule.
Sobre autores
H. Bougharraf
Equipe de Spectronomie Moléculaire, Optique et Instrumentation Laser
Autor responsável pela correspondência
Email: hafida.bougharraf@gmail.com
Marrocos, Rabat
R. Benallal
Equipe de Spectronomie Moléculaire, Optique et Instrumentation Laser
Email: hafida.bougharraf@gmail.com
Marrocos, Rabat
T. Sahdane
Equipe de Spectronomie Moléculaire, Optique et Instrumentation Laser
Email: hafida.bougharraf@gmail.com
Marrocos, Rabat
D. Mondieig
Laboratoire Ondes et Matière d’Aquitaine
Email: hafida.bougharraf@gmail.com
França, Talence, 33405
Ph. Negrier
Laboratoire Ondes et Matière d’Aquitaine
Email: hafida.bougharraf@gmail.com
França, Talence, 33405
S. Massip
Institut Européen de Chimie et Biologie
Email: hafida.bougharraf@gmail.com
França, Pessac, 33607
M. Elfaydy
Laboratoire d’Agroressources Polymères et Génie des Procédés
Email: hafida.bougharraf@gmail.com
Marrocos, Kénitra
B. Lakhrissi
Laboratoire d’Agroressources Polymères et Génie des Procédés
Email: hafida.bougharraf@gmail.com
Marrocos, Kénitra
B. Kabouchi
Equipe de Spectronomie Moléculaire, Optique et Instrumentation Laser
Email: hafida.bougharraf@gmail.com
Marrocos, Rabat