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Two-ring intramolecular resonance-assisted hydrogen bonds (RAHBs) existing in 1,5-dihydroxy-1,4-diene-3-pentanone and some its symmetrically substituted derivatives have been studied at the MP2/6-311++G∗∗ level of theory. The influence of the coexistence of two intramolecular hydrogen bonded rings in these molecular systems on the structure, intramolecular hydrogen bonding and π-electron delocalization...