Structure determination of methyl nicotinate and methyl picolinate by gas electron diffraction combined with ab initio calculations

Hajime Kiyono, Ryosuke Tatsunami, Teruyo Kurai, Hiroshi Takeuchi, Toru Egawa, Shigehiro Konaka

研究成果: Article

11 引用 (Scopus)

抄録

The molecular structures of isomers, methyl nicotinate and methyl picolinate, have been studied by gas electron diffraction. The samples were heated to 341-343 K by using a high-temperature nozzle to get enough vapor pressure. HF/6-31G* ab initio calculations were carried out, and structural constraints were taken from their results. Vibrational amplitudes and shrinkage corrections were calculated from the harmonic force constants given by normal coordinate analyses. The principal structural parameters of the s-trans conformer of methyl nicotinate are as follows (angle brackets mean averaged values): 〈rg(N-C)〉 = 1.337(7) Å; 〈rg(C-C)ring〉 = 1.402(3) Å; rg(Cring-C(=O)) = 1.480(12) Å; rg(C=O) = 1.199(7) Å; 〈rg(C-O)〉 = 1.380(11) Å; ∠αCNC = 119.0(14)°; 〈∠αNCC) = 122.8(11)°; ∠α(N=)C-Cring-C(=O) = 118.3(12)°; ∠αCring-C=O = 121.5(12)°; ∠αCring-C-O = 115.6(10)°. Those of the s-trans conformer of methyl picolinate are as follows: 〈rg(N-C)〉 = 1.344(7) Å; 〈rg(C-C)ring〉 = 1.398(4) Å; rg(Cring-C(=O)) = 1.497(11) Å; rg(C=O) = 1.209(7) Å; 〈rg(C-O)〉 = 1.380(11) Å; ∠αCNC = 117.2(12)°; 〈∠αNCC〉 = 123.9(12)°; ∠αN-C-C(=O) = 115.1(10)°; ∠αCring-C=O = 121.0(12)°; ∠αCring-C-O = 115.1(12)°. The structural parameters of the two isomers and methyl isonicotinate have been compared and their similarity and differences have been discussed.

元の言語English
ページ(範囲)1405-1411
ページ数7
ジャーナルJournal of Physical Chemistry A
102
発行部数8
出版物ステータスPublished - 1998 2 19
外部発表Yes

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Electron diffraction
Isomers
isomers
electron diffraction
rings
brackets
Vapor pressure
shrinkage
gases
Molecular structure
vapor pressure
nozzles
Nozzles
molecular structure
harmonics
Temperature
methyl nicotinate
picolinic acid

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

これを引用

Structure determination of methyl nicotinate and methyl picolinate by gas electron diffraction combined with ab initio calculations. / Kiyono, Hajime; Tatsunami, Ryosuke; Kurai, Teruyo; Takeuchi, Hiroshi; Egawa, Toru; Konaka, Shigehiro.

:: Journal of Physical Chemistry A, 巻 102, 番号 8, 19.02.1998, p. 1405-1411.

研究成果: Article

Kiyono, Hajime ; Tatsunami, Ryosuke ; Kurai, Teruyo ; Takeuchi, Hiroshi ; Egawa, Toru ; Konaka, Shigehiro. / Structure determination of methyl nicotinate and methyl picolinate by gas electron diffraction combined with ab initio calculations. :: Journal of Physical Chemistry A. 1998 ; 巻 102, 番号 8. pp. 1405-1411.
@article{700b5cdb2b6348b48e97ef0fc11dbaf0,
title = "Structure determination of methyl nicotinate and methyl picolinate by gas electron diffraction combined with ab initio calculations",
abstract = "The molecular structures of isomers, methyl nicotinate and methyl picolinate, have been studied by gas electron diffraction. The samples were heated to 341-343 K by using a high-temperature nozzle to get enough vapor pressure. HF/6-31G* ab initio calculations were carried out, and structural constraints were taken from their results. Vibrational amplitudes and shrinkage corrections were calculated from the harmonic force constants given by normal coordinate analyses. The principal structural parameters of the s-trans conformer of methyl nicotinate are as follows (angle brackets mean averaged values): 〈rg(N-C)〉 = 1.337(7) {\AA}; 〈rg(C-C)ring〉 = 1.402(3) {\AA}; rg(Cring-C(=O)) = 1.480(12) {\AA}; rg(C=O) = 1.199(7) {\AA}; 〈rg(C-O)〉 = 1.380(11) {\AA}; ∠αCNC = 119.0(14)°; 〈∠αNCC) = 122.8(11)°; ∠α(N=)C-Cring-C(=O) = 118.3(12)°; ∠αCring-C=O = 121.5(12)°; ∠αCring-C-O = 115.6(10)°. Those of the s-trans conformer of methyl picolinate are as follows: 〈rg(N-C)〉 = 1.344(7) {\AA}; 〈rg(C-C)ring〉 = 1.398(4) {\AA}; rg(Cring-C(=O)) = 1.497(11) {\AA}; rg(C=O) = 1.209(7) {\AA}; 〈rg(C-O)〉 = 1.380(11) {\AA}; ∠αCNC = 117.2(12)°; 〈∠αNCC〉 = 123.9(12)°; ∠αN-C-C(=O) = 115.1(10)°; ∠αCring-C=O = 121.0(12)°; ∠αCring-C-O = 115.1(12)°. The structural parameters of the two isomers and methyl isonicotinate have been compared and their similarity and differences have been discussed.",
author = "Hajime Kiyono and Ryosuke Tatsunami and Teruyo Kurai and Hiroshi Takeuchi and Toru Egawa and Shigehiro Konaka",
year = "1998",
month = "2",
day = "19",
language = "English",
volume = "102",
pages = "1405--1411",
journal = "Journal of Physical Chemistry A",
issn = "1089-5639",
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TY - JOUR

T1 - Structure determination of methyl nicotinate and methyl picolinate by gas electron diffraction combined with ab initio calculations

AU - Kiyono, Hajime

AU - Tatsunami, Ryosuke

AU - Kurai, Teruyo

AU - Takeuchi, Hiroshi

AU - Egawa, Toru

AU - Konaka, Shigehiro

PY - 1998/2/19

Y1 - 1998/2/19

N2 - The molecular structures of isomers, methyl nicotinate and methyl picolinate, have been studied by gas electron diffraction. The samples were heated to 341-343 K by using a high-temperature nozzle to get enough vapor pressure. HF/6-31G* ab initio calculations were carried out, and structural constraints were taken from their results. Vibrational amplitudes and shrinkage corrections were calculated from the harmonic force constants given by normal coordinate analyses. The principal structural parameters of the s-trans conformer of methyl nicotinate are as follows (angle brackets mean averaged values): 〈rg(N-C)〉 = 1.337(7) Å; 〈rg(C-C)ring〉 = 1.402(3) Å; rg(Cring-C(=O)) = 1.480(12) Å; rg(C=O) = 1.199(7) Å; 〈rg(C-O)〉 = 1.380(11) Å; ∠αCNC = 119.0(14)°; 〈∠αNCC) = 122.8(11)°; ∠α(N=)C-Cring-C(=O) = 118.3(12)°; ∠αCring-C=O = 121.5(12)°; ∠αCring-C-O = 115.6(10)°. Those of the s-trans conformer of methyl picolinate are as follows: 〈rg(N-C)〉 = 1.344(7) Å; 〈rg(C-C)ring〉 = 1.398(4) Å; rg(Cring-C(=O)) = 1.497(11) Å; rg(C=O) = 1.209(7) Å; 〈rg(C-O)〉 = 1.380(11) Å; ∠αCNC = 117.2(12)°; 〈∠αNCC〉 = 123.9(12)°; ∠αN-C-C(=O) = 115.1(10)°; ∠αCring-C=O = 121.0(12)°; ∠αCring-C-O = 115.1(12)°. The structural parameters of the two isomers and methyl isonicotinate have been compared and their similarity and differences have been discussed.

AB - The molecular structures of isomers, methyl nicotinate and methyl picolinate, have been studied by gas electron diffraction. The samples were heated to 341-343 K by using a high-temperature nozzle to get enough vapor pressure. HF/6-31G* ab initio calculations were carried out, and structural constraints were taken from their results. Vibrational amplitudes and shrinkage corrections were calculated from the harmonic force constants given by normal coordinate analyses. The principal structural parameters of the s-trans conformer of methyl nicotinate are as follows (angle brackets mean averaged values): 〈rg(N-C)〉 = 1.337(7) Å; 〈rg(C-C)ring〉 = 1.402(3) Å; rg(Cring-C(=O)) = 1.480(12) Å; rg(C=O) = 1.199(7) Å; 〈rg(C-O)〉 = 1.380(11) Å; ∠αCNC = 119.0(14)°; 〈∠αNCC) = 122.8(11)°; ∠α(N=)C-Cring-C(=O) = 118.3(12)°; ∠αCring-C=O = 121.5(12)°; ∠αCring-C-O = 115.6(10)°. Those of the s-trans conformer of methyl picolinate are as follows: 〈rg(N-C)〉 = 1.344(7) Å; 〈rg(C-C)ring〉 = 1.398(4) Å; rg(Cring-C(=O)) = 1.497(11) Å; rg(C=O) = 1.209(7) Å; 〈rg(C-O)〉 = 1.380(11) Å; ∠αCNC = 117.2(12)°; 〈∠αNCC〉 = 123.9(12)°; ∠αN-C-C(=O) = 115.1(10)°; ∠αCring-C=O = 121.0(12)°; ∠αCring-C-O = 115.1(12)°. The structural parameters of the two isomers and methyl isonicotinate have been compared and their similarity and differences have been discussed.

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