Molecular structure of N-methyltrichloroethylideneamine

Naumov, V. A.; Litvinov, O. A.; Kibardin, A. M.

doi:10.1007/bf00747396

Cited by 2 publications

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“…This molecule may have the 4 Structural Parameters of (E)-Benzaldehyde Oxime Derived by the Scaling of the Whole Ab Initio Geometry for the Reproduction of the Observed Rotational Constants a conjugation interaction between the phenyl ring and the oxime moiety. The planar conformation of (E)-benzaldehyde oxime in the gas phase is consistent with that of N-benzylidenemethylamine (C 6 H 5 -CH|NCH 3 ) determined by gas-phase electron diffraction (10). Table 4 shows the structural parameters of (E)-benzaldehyde oxime derived by the scaling of the whole ab initio geometry (Cartesian coordinates in the principal axis system) of (E)-1 conformer for best reproduction of the observed rotational constants of the normal species.…”

Section: Resultssupporting

confidence: 63%

“…Since the values of the theoretical rotational constants were in good agreement with the observed ones, the values of the derived structural parameters were almost equal to the theoretical values. Table 5 lists the structural parameters, r(C-C), r(C|N), and ЄCCN, of (E)-benzaldehyde oxime and related compounds, (E)-acetaldehyde oxime (CH 3 -CH|NOH) (11), N-benzylidenemethylamine (10), and N-methylethylideneimine (CH 3 -CH|NCH 3 ) (12). The r(C-C) and r(C|N) of (E)-benzaldehyde oxime and N-benzylidenemethylamine were shorter and longer than those of (E)-acetaldehyde oxime and N-methylethylideneimine, respectively.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Microwave Spectrum and Molecular Conformation of (E)-Benzaldehyde Oxime

Kuze

Sato

Maue

et al. 1999

Journal of Molecular Spectroscopy

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Section: Resultssupporting

confidence: 63%

Section: Resultsmentioning

confidence: 99%

Microwave Spectrum and Molecular Conformation of (E)-Benzaldehyde Oxime

Kuze

Sato

Maue

et al. 1999

Journal of Molecular Spectroscopy

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“…The geometry of MBBA obtained by the ab initio MO calculation and that determined by X-ray diffraction are also listed in Table . In Table , the structural parameters of MBBA determined by GED are compared with those of related compounds, tBA, and N -benzylidenemethylamine (NBMA, C 6 H 5 −CHN−CH 3 ) . The correlation matrix in the least-squares calculation is given in Table S7, Supporting Information.…”

Section: Resultsmentioning

confidence: 99%

“…In Table 5, the structural parameters of MBBA determined by GED are compared with those of related compounds, tBA, 41 and N-benzylidenemethylamine (NBMA, C 6 H 5 -CHdN-CH 3 ). 42 The correlation matrix in the least-squares calculation is given in Table S7, Supporting Information.…”

Section: Resultsmentioning

confidence: 99%

Gas-Phase Molecular Structure of MBBA (4-Methoxybenzylidene-4‘-n-butylaniline), a Mesogen, by Electron Diffraction Combined with ab Initio Calculations

et al. 1999

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The molecular structure of a typical mesogen, 4-methoxybenzylidene-4′-n-butylaniline (MBBA, CH 3 O-C 6 H 4 -CHdN-C 6 H 4 -(CH 2 ) 3 -CH 3 ), has been studied by gas-phase electron diffraction (GED). The nozzle temperature was about 150°C. Structural constraints in the GED data analysis were obtained by the ab initio MO calculation at the HF/4-21G(*) level of theory. Vibrational amplitudes and shrinkage corrections were calculated from the harmonic force constants given by a normal coordinate analysis. The phenylene ring attached to the C(dN) atom and the azomethine group (-CHdN-) are essentially on the same plane, i.e., the dihedral angle is 0(12)°. The phenylene ring bonded to the nitrogen atom is found to be out of the plane of the azomethine group and the determined value of the dihedral angle, 48(9)°, in the gas phase is larger than that in the crystalline state. This is mainly due to the steric interaction between the hydrogen atoms of the azomethine group and the phenylene ring. In the gas phase the four rotational conformers with respect to the configurations of the n-butyl group were assumed to exist. Their conformational abundance was fixed, as calculated from the ab initio relative energies. The principal bond distances and angles (r g /Å and ∠ R /deg) determined by GED are r(NdC) ) 1.290 (12), r(C-N) ) 1.413 (12), r(C az -C ring ) ) 1.467 (3), 〈r(C ring -C ring )〉 ) 1.400 (6), ∠C-NdC ) 119.0(18), ∠NdC-C ) 121.6(13), ∠NC ring C 14 ) 128.5(25), ∠C az C ring C 4 ) 121.2 (dependent), 〈CCC ring 〉 ) 120.0(3), 〈∠CCC butyl 〉 ) 116.2(11), ∠C 5 C ring O )129.3 (16), where C az , C ring , and C butyl denote the carbon atoms of the azomethine, phenylene and butyl groups, respectively. C 14 and C 4 are the C atoms of the rings synclinal to the C(dN) atom and cis to the H az atom, and C 5 is the C atom of the ring cis to the C atom of the methoxy group. The values in parentheses are three times the standard deviations. The notation 〈 〉 represents the average value. The transition temperature from the nematic to liquid phases was discussed on the basis of the determined molecular structure.

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Molecular structure of N-methyltrichloroethylideneamine

Cited by 2 publications

References 0 publications

Microwave Spectrum and Molecular Conformation of (E)-Benzaldehyde Oxime

Microwave Spectrum and Molecular Conformation of (E)-Benzaldehyde Oxime

Gas-Phase Molecular Structure of MBBA (4-Methoxybenzylidene-4‘-n-butylaniline), a Mesogen, by Electron Diffraction Combined with ab Initio Calculations

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