Synthesis, crystal structure and ab initio/DFT calculations of a derivative of dithiophosphonates
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Date
2014
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Abstract
The compound 2 has been synthesized from the reaction of 2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide and (R)-1-[3,5-Bis(trifloromethyl)phenyl]ethanol in toluene. The obtained crude dithiophosphonic acid 1 has been treated with the excess of N(C 2H5)3 to give rise to 2, [(+HN( C2H5)3][(O-CH3CH-C6H 3(CF3)2)(CH3OC6H4)PS2-]. The compound 2 has been characterized by using the spectroscopic methods such as IR, 1H, 13C, 31P NMR and structural analysing method such as X-ray crystallography. It crystallizes in the orthorhombic system, whose space group is P212121. It consists of a dithiophosphonate bridged methoxyphenyl and bis(triflorophenylethyl) groups and a triethylammonium moiety linked by NHâ̄S and CHâ̄F hydrogen bonds. In the crystal structure, the C17H14F6O2PS2 molecule is elongated along the b-axis and stacked along the a-axis. The triethylammonium, N(CH2CH3)3, molecule fill in the cavities between the C17H14F6O 2PS2 molecule. Moreover, ab initio methods based on Hartree-Fock (HF) and Density Functional Theory (DFT) calculations with the basis set of 6-31G(d) are also carried out to determine the molecular structural properties and to calculate FT-IR and NMR spectrum of the compound 2. The experimental results and theoretical calculations have been compared, and they are found to be in good agreement. © 2013 Elsevier B.V. All rights reserved.
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Crystallography, X-Ray , Ethanol , Hydrogen Bonding , Magnetic Resonance Spectroscopy , Models, Molecular , Organothiophosphorus Compounds , Quantum Theory , Spectroscopy, Fourier Transform Infrared , Hydrogen bonds , Molecules , Nuclear magnetic resonance , Nuclear magnetic resonance spectroscopy , Quantum chemistry , Spectroscopic analysis , Synthesis (chemical) , X ray crystallography , X rays , Dithiophosphonate , FT-IR , HF and DFT , NMR , X-ray , 2,4 bis(4 methoxyphenyl) 1,3,2,4 dithiadiphosphetane 2,4 disulfide , 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide , alcohol , dithiophosphonic acid , phosphorothioic acid derivative , Ab initio method , Dithiophosphonate , FT-IR , Hartree-fock , HF and DFT , Orthorhombic systems , Spectroscopic method , Theoretical calculations , article , chemical structure , chemistry , FT-IR , HF and DFT , hydrogen bond , infrared spectroscopy , nuclear magnetic resonance , nuclear magnetic resonance spectroscopy , quantum theory , X ray crystallography , X-ray , Calculations