Molecular structure of trans- and cis-methylchlorovinyl sulphone

E. Vajda, I. Hargittai, D. Hnyk

Research output: Contribution to journalArticle

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Abstract

An electron diffraction analysis of trans and cis isomers of methylchlorovinyl sulphone is described. The bond lengths (rg) and bond angles with estimated total errors in parentheses in units of the last digit are as follows: trans isomer SO 1.437(3), SCmean 1.769(9), CCl 1.721(7), CHmean 1.136(6) Å, OSO 119.5(8), OSCvinyl 109.2(6), SCC 117.8(7), CSC 102.4(12), CCCl 123.0(13), CCH 121(2), SCH 109.1(10)°; cis isomer: SO 1.437(3), SCmean 1.766(10), CHmean 1.116(5) Å, OSO 120.3(10), OSCvinyl 111.1(7), SCC 127.6(10), CSC 101.2(15), CCCl 124.3(10), CCH 120(2), SCH 108(2)°. Two conformers are detected for each geometrical isomer. The CC bond tends to eclipse other bonds in the trans isomer. The absence of eclipsed conformers in the cis isomer may be ascribed to steric hindrance. This is consistent with the opening of the SCC, CCCl and OSCvinyl angles in this isomer as compared with the trans isomer.

Original languageEnglish
Pages (from-to)75-86
Number of pages12
JournalJournal of Molecular Structure
Volume162
Issue number1-2
DOIs
Publication statusPublished - Nov 2 1987

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Sulfones
sulfones
Molecular Structure
Isomers
Molecular structure
molecular structure
isomers
Electrons
OSO-5
OSO-8
digits
Chemical bonds
Bond length
eclipses
Electron diffraction
electron diffraction

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Materials Science (miscellaneous)
  • Atomic and Molecular Physics, and Optics

Cite this

Molecular structure of trans- and cis-methylchlorovinyl sulphone. / Vajda, E.; Hargittai, I.; Hnyk, D.

In: Journal of Molecular Structure, Vol. 162, No. 1-2, 02.11.1987, p. 75-86.

Research output: Contribution to journalArticle

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abstract = "An electron diffraction analysis of trans and cis isomers of methylchlorovinyl sulphone is described. The bond lengths (rg) and bond angles with estimated total errors in parentheses in units of the last digit are as follows: trans isomer SO 1.437(3), SCmean 1.769(9), CCl 1.721(7), CHmean 1.136(6) {\AA}, OSO 119.5(8), OSCvinyl 109.2(6), SCC 117.8(7), CSC 102.4(12), CCCl 123.0(13), CCH 121(2), SCH 109.1(10)°; cis isomer: SO 1.437(3), SCmean 1.766(10), CHmean 1.116(5) {\AA}, OSO 120.3(10), OSCvinyl 111.1(7), SCC 127.6(10), CSC 101.2(15), CCCl 124.3(10), CCH 120(2), SCH 108(2)°. Two conformers are detected for each geometrical isomer. The CC bond tends to eclipse other bonds in the trans isomer. The absence of eclipsed conformers in the cis isomer may be ascribed to steric hindrance. This is consistent with the opening of the SCC, CCCl and OSCvinyl angles in this isomer as compared with the trans isomer.",
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N2 - An electron diffraction analysis of trans and cis isomers of methylchlorovinyl sulphone is described. The bond lengths (rg) and bond angles with estimated total errors in parentheses in units of the last digit are as follows: trans isomer SO 1.437(3), SCmean 1.769(9), CCl 1.721(7), CHmean 1.136(6) Å, OSO 119.5(8), OSCvinyl 109.2(6), SCC 117.8(7), CSC 102.4(12), CCCl 123.0(13), CCH 121(2), SCH 109.1(10)°; cis isomer: SO 1.437(3), SCmean 1.766(10), CHmean 1.116(5) Å, OSO 120.3(10), OSCvinyl 111.1(7), SCC 127.6(10), CSC 101.2(15), CCCl 124.3(10), CCH 120(2), SCH 108(2)°. Two conformers are detected for each geometrical isomer. The CC bond tends to eclipse other bonds in the trans isomer. The absence of eclipsed conformers in the cis isomer may be ascribed to steric hindrance. This is consistent with the opening of the SCC, CCCl and OSCvinyl angles in this isomer as compared with the trans isomer.

AB - An electron diffraction analysis of trans and cis isomers of methylchlorovinyl sulphone is described. The bond lengths (rg) and bond angles with estimated total errors in parentheses in units of the last digit are as follows: trans isomer SO 1.437(3), SCmean 1.769(9), CCl 1.721(7), CHmean 1.136(6) Å, OSO 119.5(8), OSCvinyl 109.2(6), SCC 117.8(7), CSC 102.4(12), CCCl 123.0(13), CCH 121(2), SCH 109.1(10)°; cis isomer: SO 1.437(3), SCmean 1.766(10), CHmean 1.116(5) Å, OSO 120.3(10), OSCvinyl 111.1(7), SCC 127.6(10), CSC 101.2(15), CCCl 124.3(10), CCH 120(2), SCH 108(2)°. Two conformers are detected for each geometrical isomer. The CC bond tends to eclipse other bonds in the trans isomer. The absence of eclipsed conformers in the cis isomer may be ascribed to steric hindrance. This is consistent with the opening of the SCC, CCCl and OSCvinyl angles in this isomer as compared with the trans isomer.

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