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Journal of Molecular Structure

Journal of Molecular Structure

IF: 4
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The molecular structure of gaseous tetrachloro-p-benzoquinone and tetrachloro-o-benzoquinone by electron diffraction

Published:1 October 1978 DOI: 10.1016/0022-2860(78)87273-1
Kolbj?rn Hagen, Kenneth Hedberg

Abstract

The structures of tetrachloro-p-benzoquinone and tetrachloro-o-benzoquinone (p- and o-chloranil) have been investigated by gas electron diffraction. The ring distances are slightly larger and the carbonyl bonds slightly smaller than in the corresponding unsubstituted quinones. The molecules are planar to within experimental error, but small deviations from planarity such as those found for the para compound in the crystal are completely compatible with the data. Values for the geometrical parameters (ra distances and bond angles) and for some of the more important amplitudes (l) with parenthesized uncertainties of 2σ including estimated systematic error and correlation effects are as follows. Tetrachloro-p-benzoquinone: D2h symmetry (assumed); r(CO) = 1.216 ?(4), r(CC) = 1.353 ?(6), r(C-C) = 1.492 ?(3), r(C-Cl) = 1.701 ?(3), ∠C-C-C = 117.1° (7), ∠CC-C1 = 122.7° (2), l(CO)= 0.037 ?(5), l(CC) = l(C-C) - 0.008 ?(assumed) = 0.049 ?(7), and l(C-Cl) = 0.054 ?(3). Tetrachloro-o-benzoquinone: C2v symmetry (assumed); r(CO) = 1.205 ?(5), r(CC) = 1.354 ?(9), r(Ccl-Ccl) = 1.478 ?(28), r(Co-Ccl) = 1.483 ?(24), r(Co-Co) = 1.526 ?(2), r(C-Cl)= 1.705 ?(3), <Co-CO = 121.0° (22), ∠C-C-C = 117.2° (9), ∠Cco, ClC-Cl = 118.9° (22), ∠Cccl, ClC-Cl = 122.2°(12), l(CO) = 0.039 ?(5), and l(Ccl-Ccl) = l(Co-Ccl) = l( Co-Co) = l(CC) + 0.060 ?(equalities assumed) = 0.055 ?(9). Vibrational'shortenings (shrinkages) of a few of the long non-bond distances have also been measured.

Substances (2)

Related products
Procduct Name CAS Molecular Formula Supplier Price
Chloranil 118-75-2 C6Cl4O2 568 suppliers $10.00-$4094.90
Tetrachloro-o-benzoquinone 2435-53-2 C6Cl4O2 153 suppliers $87.00-$1169.94

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