M. Tanaka et al., REACTION OF 2,3-DICHLORO-5,6-DICYANO-P-BENZOQUINONE WITH 1,10-PHENANTHROLINE AND THE CRYSTAL-STRUCTURE OF ITS REACTION-PRODUCT, Bulletin of the Chemical Society of Japan, 66(5), 1993, pp. 1386-1390
2,3-Dichloro-5,6-dicyano-p-benzoquinone reacted with 1,10-phenanthroli
ne to give 1,10-phenanthrolinium hloro-2-cyano-3,6-dioxo-1,4-cyclohexa
dien-1-olate. The reaction in acetonitrile solution was observed by th
e stopped flow technique and the UV-visible absorption spectra measure
ment. The crystal structure of its reaction product was determined by
the X-ray diffraction study. The crystal was monoclinic, space group P
2(1) with a=12.323(4), b=4.897(2), c=13.677(3) angstrom, beta=96.51(3)
-degrees, V=820.0(8) angstrom3, Z=2, and final R=0.041 for 1280 reflec
tions larger than 3sigma(I(o)). The planar cations and anions stack al
ong the b axis, respectively, to form the segregated columns.