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The molecular and crystal structure of a superstable free radical, 1,3-diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl, was studied by single crystal X-ray diffraction. The dihedral angle formed by the N-phenyl ring with the heteroring is considerably larger than that formed by the C-phenyl ring; two geminal C-N bonds in the dihydrotriazine ring have virtually equal length. In the crystal, the radical molecules form stacks along the 0b axis due to π-π interactions of the aromatic fragments of the molecules. The total effect of intermolecular contacts in the crystal leads to formation of a lamellar supramolecular structure. [ABSTRACT FROM AUTHOR]

The reaction of 2,3-dihydroxynaphthalene with phosphorus tribromide followed by bromide treatment has been shown to lead to quantitative formation of the new 2,2,2 tribromonaphtho [2,3-d]-1,3,2-dioxaphosphole. Its interaction with phenylacetylene proceeds by several pathways and leads to unexpected formation of 2-phenyl-9-(2-dihydroxyphosphoryl-1-phenylethen-1-yl)naphtho[1,2-d]furane. The structure of the last compound was established by NMR and single crystal X-ray diffraction. [ABSTRACT FROM AUTHOR]