Crystal structure of 1:1 donor-acceptor complex between 9,10-benzophenanthrene and 2,3,5,6-tetrafluoro-1,4-benzoquinone.

can be elucidated via molecular packing analyses of crystal structures for closely related compounds.1 2,3,5,6-Tetrafluoro1,4-benzoquinone (fluoranil) has served as a suitable acceptor for constructing donor-acceptor molecular complexes with a few polycyclic aromatic hydrocarbons (PAHs) owing to its greater electron affinity.2–4 We report herein on the crystal structure of a donor-acceptor complex between 9,10benzophenanthrene (triphenylene) and fluoranil in order to seek a difference of intermolecular interactions between the title compound and other donor-acceptor complexes of fluoranil and PAHs. Triphenylene (11.4 mg, 0.05 mmol) and fluoranil (18.0 mg, 0.1 mmol) were dissolved in 1 ml of p-xylene at room temperature, and the resultant yellow solution was transferred to one compartment of an h-shape glass tube. Pentane as a diffusion solvent was introduced into another compartment of the tube. The glass tube was sealed and allowed to stand for 2 days; red plate crystals suitable for X-ray single crystal analysis were isolated. The results of an X-ray structure determination are summarized in Tables 1 – 3. The molecular structure of the complex is depicted together with the atom-labeling scheme in Fig. 1. The non-hydrogen 851 ANALYTICAL SCIENCES JULY 2002, VOL. 18 2002 © The Japan Society for Analytical Chemistry