title: The three-dimensional structural characterization of hexachlorocyclopentenyl-dibromocyclooctane (HCDBCO).
abstract: The 1H NMR spectrum and the crystal structure of HCDBCO [(1R,2R,5R,6R,9S,10S)-5,6-dibromo-1,10,11,12,13,13-hexachlorotricyclo[8,2,1,0(2,9)]-tridec-11-ene)] are reported. The measured dihedral angles from the X-ray structure correlate very well with those calculated from the proton-proton coupling constants indicating that the conformations in solution and in the solid state are probably very similar. Attempts at calculating the 3D model structure of HCDBCO only produced a very poor match between the measured dihedral angles between vicinal protons and the observed proton-proton coupling constants from the 1H NMR spectrum. GC/MS analysis with an injector temperature of 250 degrees C produced minor amounts of debrominated HCDBCO. Reducing the temperature to 200 degrees C eliminated this problem.
authors.affiliation: Wellington Laboratories, Research Division, Guelph, Ontario, Canada N1G 3M5.
authors.forename: N
authors.initials: N
authors.lastname: Riddell
authors.forename: G
authors.initials: G
authors.lastname: Arsenault
authors.forename: A
authors.initials: A
authors.lastname: Lough
authors.forename: A
authors.initials: A
authors.lastname: McAlees
authors.forename: R
authors.initials: R
authors.lastname: McCrindle
authors.forename: J
authors.initials: J
authors.lastname: Meissner
authors.forename: V
authors.initials: V
authors.lastname: Robertson
mesh_terms: D018360:Crystallography, X-Ray; D005411:Flame Retardants / Q000032:analysis*; D008401:Gas Chromatography-Mass Spectrometry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
chemical_list: D005411:Flame Retardants; D006846:Hydrocarbons, Halogenated; C527454:hexachlorocyclopentadienyl-dibromocyclooctane