Title of article :
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
Author/Authors :
Iitsuka, Hiroaki Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture & Technology (TUAT), Koganei, Japan , Li, Kun Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture & Technology (TUAT), Koganei, Japan , Kobayashi, Miyuki Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture & Technology (TUAT), Koganei, Japan , Iida, Kikuko Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture & Technology (TUAT), Koganei, Japan , Yonezawa, Noriyuki Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture & Technology (TUAT), Koganei, Japan , Okamoto, Akiko Department of Organic and Polymer Materials Chemistry - Tokyo University of Agriculture & Technology (TUAT), Koganei, Japan
Abstract :
The structure of the title compound, C27H22F2O4, at 193 K has triclinic (P1)
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—HO hydrogen-bonded
ring. The 4-fluorophenyl 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—
HO hydrogen bonds forms centrosymmetric dimeric structures. The dimeric
aggregates are linked in the ac plane through non-classical C—HF hydrogen
bonds and C—H interactions.
Keywords :
acenaphthene , cis-configuration , intramolecular O—H⋯O hydrogen bond , crystal structure , asymmetric molecular structure
