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Acta Cryst. (2013). E69, o1641
[ doi:10.1107/S1600536813027797 ]

(5Z,7Z,9Z)-5,10-Di­bromo­benzo[8]annulene

C. O. Bender and R. T. Boeré

Abstract: In the structure of the title compound, C12H8Br2, the two bromine substituents are oriented exo to the boat-shaped cyclo­octa­tetra­ene at the two ring sites that are [beta] to the ring fusion positions. The average Br-C bond distance is 1.919 (2) Å, the average distance for C=C double bonds that are Br substituted is 1.328 (2) Å, while the other two double-bond distances are 1.327 (2) and 1.398 (2) Å for the non-fused and fused bonds, respectively. Each type of ring inter­atomic distance is within s.u. of the average values for the four known structures, including the title compound, of benzo-fused cyclo­ocata­tetra­enes that are not coordinated to a metal atom. The crystal structure features short Br...Br [3.6620 (3) Å] and C...H [2.834 (2) and 2.841 (2) Å] contacts.


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