A detailed experimental and theoretical study of two novel substituted trifluoromethylchromones. The influence of the bulky bromine atom on the crystal packing

作者：Alcivar Leon C D; Echeverria G A; Piro O E; Ulic S E^*; Jios J L

来源：Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy , 2015, 136: 1358-1370.

DOI：10.1016/j.saa.2014.10.022

• 2-Trifluoromethylchromones
• Quantum chemical calculations
• Spectroscopic properties
• Single crystal X-ray diffraction

The new 3-methyl-2-trifluoromethylchromone (1) and 3-bromomethyl-2-trifluoromethylchromone (2) compounds were synthesized and characterized by vibrational (IR, Raman), UV-Vis and NMR (H-1, C-13 and F-19) spectroscopy and MS spectrometry. The crystal structures of 1 and 2 were determined by X-ray diffraction methods. Both compounds crystallize in the monoclinic P2(1)/c space group with Z=4 molecules per unit cell. The structures were solved from 1423 (1) and 1856 (2) reflections with I > 2 sigma. (I) and refined by full-matrix least-squares to agreement R1-values of 0.0403 (1) and 0.0554(2). Because of pi-bonding delocalization, the organic molecular skeletons are planar and the molecular bonding structures can be described by formally single, double and resonant bonds. In 2, the -CF3 group revealed a strong rotational disorder around the C-CF3 bond, which could be explained in terms of four split positions with about uniform angular distribution. The vibrational, electronic and NMR, spectra were discussed and assigned with the assistance of DFT calculations.

• 出版日期2015-2-5