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Bisphenol-C is the strongest bifunctional ERα-agonist and ERβ-antagonist due to magnified halogen bonding

Fig 9

Resonance structures feasible for BPC.

BPC is in a trans nobenzene ringC = C-nCl electron conjugation system. Resonance A shows the structures starting, at the top-left corner, from the n→π* transition of the chlorine atom 3p nonbonding orbital, whereas resonance B shows the structures starting from the n→π* transition of the oxygen atom 2p nonbonding orbital. R is another phenol group that is also involved in a similar trans nobenzene ringC = C-nCl electron conjugation. The resonance would take place also intersectingly in the cis arrangement.

Fig 9

doi: https://doi.org/10.1371/journal.pone.0246583.g009