Structural, spectroscopic and theoretical studies of dimethylphenyl betaine complex with two molecules of 2,6-dichloro-4-nitro-phenol
| dc.contributor.author | Szafran, Mirosław | |
| dc.contributor.author | Komasa, Anna | |
| dc.contributor.author | Ostrowska, Kinga | |
| dc.contributor.author | Katrusiak, Andrzej | |
| dc.contributor.author | Dega-Szafran, Zofia | |
| dc.date.accessioned | 2018-03-22T14:12:02Z | |
| dc.date.available | 2018-03-22T14:12:02Z | |
| dc.date.issued | 2015-02-05 | |
| dc.description.abstract | The 1:2 complex (1) of dimethylphenyl betaine (DMPB) with two molecules of 2,6-dichloro-4-nitro-phenol (DCNP) was prepared and characterized by X-ray diffraction, B3LYP/6-311++G(d,p) and B3LYP-D3/6-311++G(d,p)calculations, FTIR and NMR spectroscopies. The crystal is monoclinic, space group P2(1)/c with Z = 4. The protons at the oxygen atoms of phenols are bonded to each oxygen atoms of the DMPB carboxylate group by two nonequivalent H-bonds with the O-H center dot center dot center dot O distances of 2.473(5) and 2.688(4) angstrom. Both H-bonds in the optimized structures 2 (in vacuum), 3 (in DMSO solution) and dispersion-correlated functional (D3) 4 (in vacuum) are comparable and are slightly shorter than O(6)-H(O6)center dot center dot center dot O(2) in the crystal. The FOR spectrum of 1 shows a broad absorption in the 3400-2000 cm(-1) region corresponding to a longer hydrogen bond and a broad absorption in the 1800-500 cm(-1) region caused by the shorter H-bond. The relations between the experimental C-13 and H-1 chemical shifts (delta(exp)) of the investigated compound 1 in DMSO solution and GIAO/B3LYP/6-311++G(d,p) magnetic isotropic shielding constants (sigma(calc)) obtained by using the screening solvation model (COSMO) for 3 are linear and reproduce well the experimental chemical shifts described by the equation: delta(exp) = a + b sigma(calc). | pl |
| dc.identifier.citation | SPECTROCHIMICA ACTA 136 A (2015) 1216-1226 | pl |
| dc.identifier.issn | 1386-1425 | |
| dc.identifier.uri | http://hdl.handle.net/10593/22317 | |
| dc.language.iso | eng | pl |
| dc.rights | info:eu-repo/semantics/openAccess | pl |
| dc.subject | Dimethylphenyl betaine | pl |
| dc.subject | Hydrogen bonds | pl |
| dc.subject | X-ray diffraction | pl |
| dc.subject | 2,6-Dichloro-4-nitro-phenol | pl |
| dc.subject | FTIR and NMR spectra | pl |
| dc.subject | B3LYP calculations | pl |
| dc.title | Structural, spectroscopic and theoretical studies of dimethylphenyl betaine complex with two molecules of 2,6-dichloro-4-nitro-phenol | pl |
| dc.type | Artykuł | pl |