Molecular structure of tetravinylmethane from gas-phase electron diffraction

György Schultz, I. Hargittai

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The molecular structure of tetravinylmethane has been investigated by gas-phase electron diffraction. Four C-C bonds may be axes of torsion in this molecule, hence a priori, an enormous number of conformers are possible. Preliminary analysis of the experimental radial distribution allowed the reduction of the number of conformations to be considered to four. Subsequent least-squares refinement indicated the presence of one conformational isomer only. This conformation is similar to that obtained by X-ray crystallography. The all-carbon frame of the molecule may be characterized by a carbon tetrahedron standing on three C=C legs out of one of the sides (2-3-4) of this tetrahedron, of approximately C3 symmetry. The fourth C=C bond is positioned as if it were a handle of the tetrahedron, approximately eclipsing one of the C-C bonds. Some fragments of the carbon skeleton display further approximate local symmetries, such as a twofold axis of the C7-C3-C1-C5-C9 chain and a symmetry plane of the C8-C4-C1-C5-C9 chain. The following bond lengths (r(g)), bond angles, and dihedral angles characterize this structure: C-H 1.101 ± 0.002 Å; C=C 1.33 ± 0.003 Å; C-C 1.522 ± 0.003 Å; C-C=C 127.0 ± 0.2°; C=C-H 123.7 ± 0.7°; C-C-C 109.5°(assumed); C-C-H 117.0°(assumed); Z-C1-C2=C6 24.8 ± 1.5°; Z-C1-C3=C7 - 121.7 ± 2.7; Z-C1-C4=C8 - 68.6 ± 1.8°; Z-C1-C5=C9 39.8 ± 2.4°, where C1 is the central carbon atom and Z is the bisector of the C2-C1-C3 angle. A torsional angle is zero in the eclipsed position. Any clockwise torsion, closest to us, out of the eclipsed position is positive.

Original languageEnglish
Pages (from-to)47-53
Number of pages7
JournalJournal of Molecular Structure
Volume445
Issue number1-3
DOIs
Publication statusPublished - Apr 6 1998

Fingerprint

Molecular Structure
Electron diffraction
Molecular structure
molecular structure
Carbon
electron diffraction
Gases
tetrahedrons
Electrons
vapor phases
carbon
Torsional stress
torsion
Conformations
symmetry
Molecules
Chemical bonds
X ray crystallography
X Ray Crystallography
Bond length

Keywords

  • Gas-phase electron diffraction
  • Molecular structure
  • Tetravinylmethane

ASJC Scopus subject areas

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

Cite this

Molecular structure of tetravinylmethane from gas-phase electron diffraction. / Schultz, György; Hargittai, I.

In: Journal of Molecular Structure, Vol. 445, No. 1-3, 06.04.1998, p. 47-53.

Research output: Contribution to journalArticle

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abstract = "The molecular structure of tetravinylmethane has been investigated by gas-phase electron diffraction. Four C-C bonds may be axes of torsion in this molecule, hence a priori, an enormous number of conformers are possible. Preliminary analysis of the experimental radial distribution allowed the reduction of the number of conformations to be considered to four. Subsequent least-squares refinement indicated the presence of one conformational isomer only. This conformation is similar to that obtained by X-ray crystallography. The all-carbon frame of the molecule may be characterized by a carbon tetrahedron standing on three C=C legs out of one of the sides (2-3-4) of this tetrahedron, of approximately C3 symmetry. The fourth C=C bond is positioned as if it were a handle of the tetrahedron, approximately eclipsing one of the C-C bonds. Some fragments of the carbon skeleton display further approximate local symmetries, such as a twofold axis of the C7-C3-C1-C5-C9 chain and a symmetry plane of the C8-C4-C1-C5-C9 chain. The following bond lengths (r(g)), bond angles, and dihedral angles characterize this structure: C-H 1.101 ± 0.002 {\AA}; C=C 1.33 ± 0.003 {\AA}; C-C 1.522 ± 0.003 {\AA}; C-C=C 127.0 ± 0.2°; C=C-H 123.7 ± 0.7°; C-C-C 109.5°(assumed); C-C-H 117.0°(assumed); Z-C1-C2=C6 24.8 ± 1.5°; Z-C1-C3=C7 - 121.7 ± 2.7; Z-C1-C4=C8 - 68.6 ± 1.8°; Z-C1-C5=C9 39.8 ± 2.4°, where C1 is the central carbon atom and Z is the bisector of the C2-C1-C3 angle. A torsional angle is zero in the eclipsed position. Any clockwise torsion, closest to us, out of the eclipsed position is positive.",
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N2 - The molecular structure of tetravinylmethane has been investigated by gas-phase electron diffraction. Four C-C bonds may be axes of torsion in this molecule, hence a priori, an enormous number of conformers are possible. Preliminary analysis of the experimental radial distribution allowed the reduction of the number of conformations to be considered to four. Subsequent least-squares refinement indicated the presence of one conformational isomer only. This conformation is similar to that obtained by X-ray crystallography. The all-carbon frame of the molecule may be characterized by a carbon tetrahedron standing on three C=C legs out of one of the sides (2-3-4) of this tetrahedron, of approximately C3 symmetry. The fourth C=C bond is positioned as if it were a handle of the tetrahedron, approximately eclipsing one of the C-C bonds. Some fragments of the carbon skeleton display further approximate local symmetries, such as a twofold axis of the C7-C3-C1-C5-C9 chain and a symmetry plane of the C8-C4-C1-C5-C9 chain. The following bond lengths (r(g)), bond angles, and dihedral angles characterize this structure: C-H 1.101 ± 0.002 Å; C=C 1.33 ± 0.003 Å; C-C 1.522 ± 0.003 Å; C-C=C 127.0 ± 0.2°; C=C-H 123.7 ± 0.7°; C-C-C 109.5°(assumed); C-C-H 117.0°(assumed); Z-C1-C2=C6 24.8 ± 1.5°; Z-C1-C3=C7 - 121.7 ± 2.7; Z-C1-C4=C8 - 68.6 ± 1.8°; Z-C1-C5=C9 39.8 ± 2.4°, where C1 is the central carbon atom and Z is the bisector of the C2-C1-C3 angle. A torsional angle is zero in the eclipsed position. Any clockwise torsion, closest to us, out of the eclipsed position is positive.

AB - The molecular structure of tetravinylmethane has been investigated by gas-phase electron diffraction. Four C-C bonds may be axes of torsion in this molecule, hence a priori, an enormous number of conformers are possible. Preliminary analysis of the experimental radial distribution allowed the reduction of the number of conformations to be considered to four. Subsequent least-squares refinement indicated the presence of one conformational isomer only. This conformation is similar to that obtained by X-ray crystallography. The all-carbon frame of the molecule may be characterized by a carbon tetrahedron standing on three C=C legs out of one of the sides (2-3-4) of this tetrahedron, of approximately C3 symmetry. The fourth C=C bond is positioned as if it were a handle of the tetrahedron, approximately eclipsing one of the C-C bonds. Some fragments of the carbon skeleton display further approximate local symmetries, such as a twofold axis of the C7-C3-C1-C5-C9 chain and a symmetry plane of the C8-C4-C1-C5-C9 chain. The following bond lengths (r(g)), bond angles, and dihedral angles characterize this structure: C-H 1.101 ± 0.002 Å; C=C 1.33 ± 0.003 Å; C-C 1.522 ± 0.003 Å; C-C=C 127.0 ± 0.2°; C=C-H 123.7 ± 0.7°; C-C-C 109.5°(assumed); C-C-H 117.0°(assumed); Z-C1-C2=C6 24.8 ± 1.5°; Z-C1-C3=C7 - 121.7 ± 2.7; Z-C1-C4=C8 - 68.6 ± 1.8°; Z-C1-C5=C9 39.8 ± 2.4°, where C1 is the central carbon atom and Z is the bisector of the C2-C1-C3 angle. A torsional angle is zero in the eclipsed position. Any clockwise torsion, closest to us, out of the eclipsed position is positive.

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