Crystal structure of 1,2-bis(4-fluorophenyl)-1-hydroxy-2,3,8-trimethoxyacenaphthene: formation of a five-membered intramolecular O-H•••O hydrogen-bonded ring

The structure of the title compound, C27H22F2O4, at 193 K has triclinic (P (1) over bar) symmetry. The hydroxy and methoxy groups at the 1,2-positions of the acenaphthene core display a cis configuration. Both substituents are involved in the formation of a five-membered intramolecular O-H center dot center dot center dot O hydrogen-bonded ring. The 4-fluorophenyl rings make dihedral angles of 87.02 (7) and 51.86 (8)degrees with the naphthalene ring system. In the crystal, a pair of non-classical C-H center dot center dot center dot O hydrogen bonds forms centrosymmetric dimeric structures. The dimeric aggregates are linked in the ac plane through non-classical C-H center dot center dot center dot F hydrogen bonds and C-H center dot center dot center dot pi interactions.

Automated summary

The title compound exhibits triclinic symmetry at 193 K, with hydroxy and methoxy groups on the acenaphthene core displaying a cis configuration and forming a five-membered intramolecular O-H···O hydrogen-bonded ring. In the crystal, non-classical C-H···O hydrogen bonds form centrosymmetric dimeric structures, which are linked in the ac plane through non-classical C-H···F hydrogen bonds and C-H···π interactions.