Structural and spectroscopic studies on 3,5-dinitrosalicylic acid complexes of urotropine and dicyclohexylamine. A theoretical analysis of the structure of the complex anion
Sw. Ng et al., Structural and spectroscopic studies on 3,5-dinitrosalicylic acid complexes of urotropine and dicyclohexylamine. A theoretical analysis of the structure of the complex anion, J MOL STRUC, 595(1-3), 2001, pp. 29-37
In the reaction between 3,5-dinitrosalicylic acid and urotropine, the proto
n of the phenolic group is transferred to a nitrogen atom of urotropine to
form a hydrogen-bonded ion-paired [N...O-phenolate = 2.777(4) Angstrom] com
pound. An analogous reaction between the acid and dicyclohexylamine yields
a centrosymmetric ion-paired dimer [N...O-phenolate = 2.864(4), N...O-carbo
nyl = 2.940(5) Angstrom]. The structures of the two compounds are discussed
in relation to their infrared spectral features. The structure of the anio
n is also investigated theoretically by geometry-optimization calculations.
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