Biomaterial Database

2,2',6,6'-Tetrachloro-4,4'-propane-2,2-diyldiphenol, 2,2',6-tribromo-4,4'-propane-2,2-diyldiphenol and 2,2',6,6'-tetrabromo-4,4'-propane-2,2-diyldiphenol. 2001

J Eriksson, and L Eriksson

Division of Structural Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden. johan.eriksson@mk.su.se

Three flame retardants with very similar molecular structures showing three different packing patterns have been studied. The crystal structure of 2,2',6,6'-tetrachloro-4,4'-propane-2,2-diyldiphenol, C(15)H(12)Cl(4)O(2), can be described as a packing of sheets. The packing shows a very short intermolecular Cl.Cl contact distance of 3.094 (2) A between pairs of molecules inside each sheet. The crystal structure of 2,2',6-tribromo-4,4'-propane-2,2-diyldiphenol, C(15)H(13)Br(3)O(2), can be described as a packing of doubly stranded helical square tubes. These square helices are interconnected through Br...Br contacts between different helices. Finally, a previously known structure, 2,2',6,6'-tetrabromo-4,4'-propane-2,2-diyldiphenol [Simonov, Cheban, Rotaru & Bels'skii (1986). Kristallografiya, 31, 397-399], C(15)H(12)Br(4)O(2), which is the most commonly used flame retardant and which has twofold rotational symmetry, has been refined in the correct absolute configuration. The structure shows large differences from the chloro analogue with regard to packing, van der Waals distances and hydrogen-bond distances.

UI	MeSH Term	Description	Entries
D008958	Models, Molecular	Models used experimentally or theoretically to study molecular shape, electronic properties, or interactions; includes analogous molecules, computer-generated graphics, and mechanical structures.	Molecular Models,Model, Molecular,Molecular Model
D008968	Molecular Conformation	The characteristic three-dimensional shape of a molecule.	Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D010636	Phenols	Benzene derivatives that include one or more hydroxyl groups attached to the ring structure.
D005411	Flame Retardants	Materials applied to fabrics, bedding, furniture, plastics, etc. to retard their burning; many may leach out and cause allergies or other harm.	Fire Retardant,Fire Retardants,Fireproofing Agent,Fireproofing Agents,Flame Retardant,Agent, Fireproofing,Agents, Fireproofing,Retardant, Fire,Retardant, Flame,Retardants, Fire,Retardants, Flame
D006860	Hydrogen Bonding	A low-energy attractive force between hydrogen and another element. It plays a major role in determining the properties of water, proteins, and other compounds.	Hydrogen Bonds,Bond, Hydrogen,Hydrogen Bond
D018360	Crystallography, X-Ray	The study of crystal structure using X-RAY DIFFRACTION techniques. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	X-Ray Crystallography,Crystallography, X Ray,Crystallography, Xray,X Ray Crystallography,Xray Crystallography,Crystallographies, X Ray,X Ray Crystallographies