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It is known that the benzene dimer has two stable structures, T-shaped ($\ce{C_{2v}}$) or parallel-displaced ($\ce{C_{2h}}$) structure.

Now the question is: does the dissociation energy ($\ce{D_0}$) $$\ce{(C_6H_6)_2 -> C_6H_6 + C_6H_6}$$ depends on the structures? Or it is independent of the structures?

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    $\begingroup$ Of course it has to depend, at least a bit... $\endgroup$ – Mithoron Apr 10 '18 at 23:27
  • $\begingroup$ Of the three configurations mentioned by @rbw the parallel-displaced is most likely to be the most stable.; see chemistry.stackexchange.com/questions/60055/… and you can calculate these for yourself. $\endgroup$ – porphyrin Apr 11 '18 at 16:01
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In fact you have three configurations to consider: t-shaped, parallel-displaced and sandwich. The dissociation energy depends on the configurations of the structures since they may interact differently. As the pi-pi interaction is directional, the different structures of the dimer interact differently.

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    $\begingroup$ I think it would best if you elaborate a bit. Don't leave answers that require clarification from the asker. $\endgroup$ – M.A.R. ಠ_ಠ Apr 11 '18 at 14:03

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