X-ray diffraction and spectral studies of 1-phenyl-3-methyl-4-(2?,4?-Dimethylphenylazo)-pyrazolone-5

Кузьмина, Л. Г.; Grigor'eva, L. P.; Struchkov, Yu. T.; Ezhkova, Z. I.; Зайцев, Б. Е.; Zaitseva, V. A.; Pron'kin, P. P.

doi:10.1007/bf00515072

Cited by 2 publications

(4 citation statements)

References 7 publications

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“…The 3-substituted benzene ring in DPhP is turning out from the 1-phenyl-pyrazol-5-one plane with 52.1(1) • . The estimated lengths of bonds and distances between them (Table I) correlated well with the experimental X-ray data of the derivatives for both compounds [11][12][13][14][15][16]. The same coincidence is established also for the calculated dihedral angles (Fig.…”

Section: Resultssupporting

confidence: 52%

“…It covers the 132.5 (6) 131.9 (4) A (2,3,13) 121.5 (1) 122.2 (9) C ar -C ar -C ar angles of 1-phenyl substituent are within 121.1 (3) to 115.5 (7) C ar -C ar -C ar angles of 3-phenyl substituent are within 122.8 (1) to 121.1 (2) C(3)-C(13)-H angles of 3-methyl substituent are within 115.9 (7) to 112.1 (8) ν(C O) frequency, the ring skeleton and the aromatic CH-vibrations of the benzene ring. The corresponding bands of the pyrazole fragment are with a low intensity [8] and for that reason-non-characteristic.…”

Section: Resultsmentioning

confidence: 99%

“…This result indicates also a co-linear transition moments of these frequencies which is possible when the 1-phenyl substituent is co-planar with the pyrazole fragment (see Scheme II). Similarly near to the planar geometry is obtained by X-ray diffraction studies on series of 4-substituted derivatives of MPhP [11][12][13][14]. Taking into consideration the next analysis of IR-LD spectrum of DPhP (see below) an additional reducing of the B 1 -maxima at 755 cm −1 and 692 cm −1 in the difference MPhP-spectrum is also performed.…”

Section: Resultsmentioning

confidence: 99%

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IR-LD Spectral Study and ab Initio Calculations of 1-Phenyl 3-Substituted Pyrazol-5-Ones

et al. 2005

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The stereo structural characterization of 1-phenyl-3-methyl (MPhP)-and 1-phenyl-3-phenyl (DPhP)-pyrazol-5-ones are achieved by means of a linear dichroic infrared spectral (IR-LD) spectroscopy of samples dissolved in nematic liquid crystal. The results, thus obtaining in both cases indicate a coplanar disposition of 1-phenyl substituent towards the pyrazole fragment, however, the benzene ring attached at 3-position in DFP is significantly deviated form the pyrazolone skeleton plane. Additionally the geometry parameters of both compounds are estimated by ab initio calculations using 6-31G** basis set on Hartee-Fock level of theory. The predicted stereo structure confirms the results achieved by the IR-LD spectral study that is in a good agreement with the X-ray data of the discussed pyrazol-5-ones derivatives.

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Section: Resultssupporting

confidence: 52%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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IR-LD Spectral Study and ab Initio Calculations of 1-Phenyl 3-Substituted Pyrazol-5-Ones

et al. 2005

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“…X Ray diffraction data for some substituted aryl azophenylmethylpyrazolones showed that they exist in the crystalline state as syn QH tautomers the planar conformation of which is stabilized by intramolecular hydrogen bonds (IHB) [10][11][12]. The existence of the QH tautomer is indicated by the location of the hydro gen atom at azo group nitrogen and by the increased order of the N-C bond in the pyrazolone ring (1.309 Å).…”

Section: Resultsmentioning

confidence: 99%

Copper(II) complex compounds with 1-phenyl-3-methyl-4-azopyrazol-5-one derivatives. The crystal and molecular structure of Cu(C17H15N4O)2 · 0.222H2O

et al. 2012

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484Azopyrazolones are used most widely as dyes for textiles and other materials, in the analytical chemis try of metals, and as medical drugs [1]. The introduc tion of metal cations into the azopyrazolone dye mol ecule often changes the color grade and gives rise to additional physicochemical properties. For example, the introduction of copper or silver cations can impart antibacterial or fungicidal properties to the colored textiles, which is useful for the medical and restoration applications [2].Although metal containing azopyrazolone dyes have been used for many decades, due to difficulty of isolation of the single crystals of these compounds, only a few studies are devoted to the crystal structures of transition and main group metal (M = Cu, Cr, Zn, Co, Ni, Sn) complexes with 1 phenyl 3 methyl 4 azopyrazol 5 one derivatives [3][4][5][6].The purpose of the present study is to isolate and to establish the composition and structure of copper(II) complexes with some 1 phenyl 3 methyl 4 azopyra zol 5 one derivatives (H m L n ; m = 1-3, n = 1-7): EXPERIMENTALCompounds I-VII (copper(II) complexes with Н m L n ; m = 1-3, n = 1-7) were synthesized by slow mixing of equal volumes of equimolar ethanol solu tions of the initial ligands and metal chlorides with heating for 3 h. On quick chilling, precipitation R 1 Abstract-Seven new copper(II) complexes with 1 phenyl 3 methyl 4 azopyrazol 5 one were synthesized and isolated in the crystalline state. The crystal and molecular structure of the complex Cu(C 17 H 15 N 4 O) 2 ⋅ 0.222H 2 O was studied by X ray diffraction. The organic ligand is coordinated to copper in the anionic form in the bidentate chelating mode through the oxygen atom of the pyrazolone moiety and one nitrogen atom of the azo group. As a first approximation, the copper(II) coordination polyhedron (CP) is a tetrahedrally dis torted square. The copper CP is completed to an extended tetragonal pyramid (4+1) by the Cu⋅⋅⋅N(1) contact (3.072 Å) with the pyrazole nitrogen of the neighboring molecule.

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X-ray diffraction and spectral studies of 1-phenyl-3-methyl-4-(2?,4?-Dimethylphenylazo)-pyrazolone-5

Cited by 2 publications

References 7 publications

IR-LD Spectral Study and ab Initio Calculations of 1-Phenyl 3-Substituted Pyrazol-5-Ones

IR-LD Spectral Study and ab Initio Calculations of 1-Phenyl 3-Substituted Pyrazol-5-Ones

Copper(II) complex compounds with 1-phenyl-3-methyl-4-azopyrazol-5-one derivatives. The crystal and molecular structure of Cu(C17H15N4O)2 · 0.222H2O

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