A benzo-phenanthro-fused planar cyclooctatetraene derivative, namely, 5,6,15,16-tetradehydrobenzoaphenanthro9, 10-ecyclooctene (5) was synthesized in two steps from the known benzoaphenanthro9, 10-ecyclooctene (6). Compound5crystallizes in space groupPbam witha=9.828(2),b=19.466(4),c=15.901(3) Å, and Z=8. X-Ray analysis (MoKα radiation,R=0.060 for 1233 observed data) has shown that both independent molecules have the same planarC2vconfiguration with averaged bond lengths of 1.381(7) and 1.208(7) Å for the phenanthrene C6a−C14bbond and the acetylenic C≡C bond, respectively.1H and13C NMR spectral results of 5 and 5,6,15,16-tetrabromo-5,6,15,16-tetrahydrobenzoaphenanthro9, 10-ecyclooctene (7) are also pre
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