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The title compound, 4,4'-Oxydianiline, was synthesized in good yield by the reaction of 4-fluoro nitrobenzene with 4-nitrophenol in dimethylacetamide (DMAc) and toluene at 165 ̊C for 4 h in the presence of K2CO3 to obtain 4,4'dinitrodiphenyl ether, which was then treated with Pd/C in N, N-dimetyl formamide (DMF) at 65 ̊C for 12 h. The crude product was recrystallized and elucidated by spectroscopic techniques (H NMR, LC-MS), elemental analyses. The compound crystallizes in the orthorhombic crystal system with space group P212121 with unit cell parameters: a = 5.7203(10) Å, b = 7.7326(14) Å, c = 22.8219(42) Å and Z = 4. The crystal structure has been solved by using direct methods and refined by full-matrix least squares procédures to a final R-factor of 0.028 for 1835 observed reflections. The structure exhibits intermolecular H-bonds of the type N–H⋅⋅⋅O and N–H⋅⋅⋅N. N–H⋅⋅⋅π interactions are also observed in the structure.

SYNTHESIS AND CRYSTALLOGRAPHIC STRUCTURE ANALYSIS OF 4,4'-OXYDIANILINE