Abstract
The title compound, C14H4Cl4FNO2, has crystallographic twofold symmetry with the N and F atoms and two C atoms of the benzene ring located on a twofold rotation axis. The isoindoledione ring system is almost planar [maximum atomic deviation = 0.036 (3) Å], and is twisted with respect to the florobenzene ring, making a dihedral angle of 58.56 (16)°. Weak intermolecular C—H⋯Cl hydrogen bonding is present in the crystal structure.
Highlights
The title compound, C14H4Cl4FNO2, has crystallographic twofold symmetry with the N and F atoms and two C atoms of the benzene ring located on a twofold rotation axis
Weak intermolecular C—HÁ Á ÁCl hydrogen bonding is present in the crystal structure
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU2780)
Summary
Key indicators: single-crystal X-ray study; T = 113 K; mean (C–C) = 0.005 A; R factor = 0.050; wR factor = 0.204; data-to-parameter ratio = 11.4. The title compound, C14H4Cl4FNO2, has crystallographic twofold symmetry with the N and F atoms and two C atoms of the benzene ring located on a twofold rotation axis. The isoindoledione ring system is almost planar [maximum atomic deviation = 0.036 (3) A ], and is twisted with respect to the florobenzene ring, making a dihedral angle of 58.56 (16). Weak intermolecular C—HÁ Á ÁCl hydrogen bonding is present in the crystal structure. Related literature The title compound is an intermediate in the synthesis of organic electro-luminescent materials, see: Han & Kay (2005). See: Xu et al (2006)
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