Molecular geometry of 2-nitrotoluene from gas phase electron diffraction and quantum chemical study

Igor F. Shishkov, Lev V. Vilkov, Attila Kovács, I. Hargittai

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The molecular geometry of 2-nitrotoluene has been determined by gas phase electron diffraction and quantum chemical computations at the MP2/6-31G* and Becke3-Lee-Yang-Parr (B3-LYP)/6-31G* levels of theory. Computed differences in C-C bond lengths were utilized as constraints in the electron diffraction structure analysis. The scaled B3-LYP/6-31G* force field was used to generate the initial set of vibrational amplitudes. The electron diffraction study yielded the following bond lengths (r(g)) and bond angles: C1-C2, 1.405(8) Å; N-O, 1.231(3) Å; C1-C7, 1.508(8) Å; C-N, 1.490(9) Å; C7-C1-C2, 127.3(7)°; N-C2-C3, 113.8(6)°; C1-C2-C3, 124.2(9)°; C6-C1-C2, 114.8(6)°; C5-C6-C1, 123.1(10)°; O-N-O, 124.9(3)°; φ(C-N), 38(1)°. The structural features of the molecule point to steric interactions prevailing between the methyl and nitro groups.

Original languageEnglish
Pages (from-to)259-268
Number of pages10
JournalJournal of Molecular Structure
Volume445
Issue number1-3
DOIs
Publication statusPublished - Apr 6 1998

Fingerprint

Electron diffraction
electron diffraction
Gases
Bond length
Electrons
vapor phases
Geometry
geometry
field theory (physics)
Molecules
2-nitrotoluene
molecules
interactions

Keywords

  • 2-Nitrotoluene
  • Gas phase electron diffraction
  • Molecular structure
  • Quantum chemical calculations

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics

Cite this

Molecular geometry of 2-nitrotoluene from gas phase electron diffraction and quantum chemical study. / Shishkov, Igor F.; Vilkov, Lev V.; Kovács, Attila; Hargittai, I.

In: Journal of Molecular Structure, Vol. 445, No. 1-3, 06.04.1998, p. 259-268.

Research output: Contribution to journalArticle

Shishkov, Igor F. ; Vilkov, Lev V. ; Kovács, Attila ; Hargittai, I. / Molecular geometry of 2-nitrotoluene from gas phase electron diffraction and quantum chemical study. In: Journal of Molecular Structure. 1998 ; Vol. 445, No. 1-3. pp. 259-268.
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abstract = "The molecular geometry of 2-nitrotoluene has been determined by gas phase electron diffraction and quantum chemical computations at the MP2/6-31G* and Becke3-Lee-Yang-Parr (B3-LYP)/6-31G* levels of theory. Computed differences in C-C bond lengths were utilized as constraints in the electron diffraction structure analysis. The scaled B3-LYP/6-31G* force field was used to generate the initial set of vibrational amplitudes. The electron diffraction study yielded the following bond lengths (r(g)) and bond angles: C1-C2, 1.405(8) {\AA}; N-O, 1.231(3) {\AA}; C1-C7, 1.508(8) {\AA}; C-N, 1.490(9) {\AA}; C7-C1-C2, 127.3(7)°; N-C2-C3, 113.8(6)°; C1-C2-C3, 124.2(9)°; C6-C1-C2, 114.8(6)°; C5-C6-C1, 123.1(10)°; O-N-O, 124.9(3)°; φ(C-N), 38(1)°. The structural features of the molecule point to steric interactions prevailing between the methyl and nitro groups.",
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AB - The molecular geometry of 2-nitrotoluene has been determined by gas phase electron diffraction and quantum chemical computations at the MP2/6-31G* and Becke3-Lee-Yang-Parr (B3-LYP)/6-31G* levels of theory. Computed differences in C-C bond lengths were utilized as constraints in the electron diffraction structure analysis. The scaled B3-LYP/6-31G* force field was used to generate the initial set of vibrational amplitudes. The electron diffraction study yielded the following bond lengths (r(g)) and bond angles: C1-C2, 1.405(8) Å; N-O, 1.231(3) Å; C1-C7, 1.508(8) Å; C-N, 1.490(9) Å; C7-C1-C2, 127.3(7)°; N-C2-C3, 113.8(6)°; C1-C2-C3, 124.2(9)°; C6-C1-C2, 114.8(6)°; C5-C6-C1, 123.1(10)°; O-N-O, 124.9(3)°; φ(C-N), 38(1)°. The structural features of the molecule point to steric interactions prevailing between the methyl and nitro groups.

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