Abstract
4-((1,3-Dioxoisoindolin-2-yl)methyl)-1-methoxypyridinium tetrafluoroborate, C15H13BF4N2O3, 1, was obtained by alkylation of the corresponding N-oxide and has been characterized by 1H and 13C NMR, IR, UV spectroscopy and by X-ray crystallography. The crystal undergoes a reversible phase transition between 173 and 293 K. At room temperature, crystals are orthorhombic, space group Pna21 with a = 7.2487(3) A, b = 17.8359 (8) A, c = 12.4077(6) A, V = 1604.16(12) A3, and Z = 4. At 173 K, cations adopt four conformations in monoclinic space group Cc with a = 24.7076(29) A, b = 14.4145(9) A, c = 21.8765(25) A, β = 126.249(17)°, V = 6283.3(7) A3, and Z = 16. The compound is photostable in the crystal and does not undergo homolytic N–O bond cleavage as observed in solution. The title compound has been synthesized in three steps from commercially available compounds and is photostable in the crystal, which appears in two different space groups depending on the temperature.
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