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Lewis Dot of Chlorine Dioxide

ClO2

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From-http://en.wikipedia.org/wiki/Clo2

The molecule ClO2 has an odd number of valence electrons and it is therefore a paramagnetic radical. Its electronic structure has baffled chemists for a long time because none of the possible Lewis structures is very satisfactory. In 1933 L.O. Brockway proposed a structure that involved a three-electron bond. Acclaimed chemist Linus Pauling further developed this idea and arrived at two resonance structures involving a double bond on one side and a single bond plus three-electron bond on the other. In Pauling's view the latter combination should represent a bond that is slightly weaker than the double bond. In molecular orbital theory this idea is commonplace if the third electron is placed in an anti-bonding orbital. Later work has confirmed that the HOMO is indeed an incompletely-filled orbital.

 

from  http://treefrog.fullerton.edu/chem/LS/ClO2LS.html

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