Abstract
The structure of the title compound, C27H22F2O4, at 193 K has triclinic (P ) symmetry. The hy-droxy and meth-oxy 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 intra-molecular O-H⋯O hydrogen-bonded ring. The 4-fluoro-phenyl rings make dihedral angles of 87.02 (7) and 51.86 (8)° with the naphthalene ring system. In the crystal, a pair of non-classical C-H⋯O hydrogen bonds forms centrosymmetric dimeric structures. The dimeric aggregates are linked in the ac plane through non-classical C-H⋯F hydrogen bonds and C-H⋯π interactions.
Highlights
The structure of the title compound, C27H22F2O4, at 193 K has triclinic (P1) symmetry
This compound consists of an acenaphthene ring system core with a hydroxy group and a 4-fluorophenyl group at the 1-position, a methoxy group and a 4-fluorophenyl group at the 2-position, and two methoxy groups at the 3- and 8-positions
The two 4-fluorophenyl groups at the 1,2-positions are located on the same side of the acenaphthene ring system plane, and the 1-hydroxy and 2-methoxy groups are positioned on the other side
Summary
The chemistry of congested aromatic-ring-accumulation compounds has attracted continuous interest, especially in non-classical non-covalent bonding interactions other than classical hydrogen bonds Steric factors of these compounds influenced by the presence of exocyclic bonds presumably bring about in-plane and/or out-of-plane deviations from the ordinary geometry of aromatic molecules. Bearing this in mind, the authors have continued their crystallographic study of homologous and analogous peri-aroylnaphthalene compounds for elucidation of the correlation between molecular structure, crystal packing and non-covalent bonding interactions. Symmetry codes: (i) Àx; Ày þ 1; Àz þ 1; (ii) x; y; z þ 1; (iii) Àx; Ày þ 1; Àz þ 2; (iv) x þ 1; y; z
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