Synthesis, Crystal and Molecular Structure Studies and DFT Calculations of Phenyl Quinoline-2-Carboxylate and 2-Methoxyphenyl Quinoline-2-Carboxylate; Two New Quinoline-2 Carboxylic Derivatives

Crystals

Edakot Fazal²  Jerry P. Jasinski¹  Brian J. Anderson¹  Manpreet Kaur³  Subban Nagarajan⁴  Belgur Satyanarayana Sudha² 

[1] Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA; E-Mail:;Department of Chemistry, Yuvarajaʼs College, University of Mysore, Mysore-570 005, India; E-Mails:;Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India; E-Mail:;Spice and Flavor Science Department, CSIR-Central Food Technological Research institute, Mysore 570005, India; E-Mail:

关键词: X-ray crystal structure;    DFT molecular orbital calculations;    frontier molecular orbitals;   

DOI  :  10.3390/cryst5010100

来源: mdpi

【 摘 要 】

The crystal and molecular structures of the title compounds, phenyl quinoline-2-carboxylate and 2-methoxyphenyl quinoline-2-carboxylate, two new derivatives of quinolone-2-carboxylic acid, are reported and confirmed by single crystal X-ray diffraction and spectroscopic data. Compound (I), C₁₆H₁₁NO₂, crystallizes in the monoclinic space group P2₁/c, with 8 molecules in the unit cell. The unit cell parameters are a = 14.7910(3) Å; b = 5.76446(12) Å; c = 28.4012(6) Å; β = 99.043(2)°; V = 2391.45(9) ų. Compound (II), C₁₇H₁₃NO₅, crystallizes in the monoclinic space group P2₁/n with 4 molecules in the unit cell. The unit cell parameters are a = 9.6095(3) Å; b = 10.8040(3) Å; c = 13.2427(4) Å; β = 102.012(3)°; V = 1344.76(7) ų. Density functional theory (DFT) geometry optimized molecular orbital calculations were performed and frontier molecular orbitals of each compound are displayed. Correlation between the calculated molecular orbital energies (eV) for the surfaces of the frontier molecular orbitals to the electronic excitation transitions from the absorption spectra of each compound has been proposed. Additionally, similar correlations observed among six closely related compounds examining small structural differences to their frontier molecular orbital surfaces and from their DFT molecular orbital energies, provide further support for the suggested assignments of the title compounds.

【 授权许可】

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