T. Głowiak, E. Grech, Z. Malarski
May 25, 1993
Citations
0
Influential Citations
13
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract 1,8-Bis(dimethylamino)naphthalene (DMAN) hydrogen 3,4-furandicarboxylate monohydrate crystallizes in the space group P21/c, Z = 4, a = 11.328(3), b = 10.341(3), c = 19.915(5) A, β = 122.68(5)°. The NHN+ hydrogen bond in protonated DMAN is relatively long (RNţdot;N = 2.621(3) A), bent ( ∢NHN = 55(2)°) and asymmetric (rNH = 1.06(2) A). In deprotonated 3,4-furandicarboxylic acid (FDCA), the OHO−1 hydrogen bridge is also asymmetric ROţdot;O = 2.468(3) A, ∢ OHO = 167(3)°, rOH = 1.04(3) A). These features are reflected in the infrared spectrum. Thus, the vNH absorption band which is usually located at about 500 cm−1 is shifted markedly towards higher frequencies with the appearance of a broad band at about 2000 cm−1. The vOH combination band at about 1000 cm−1 for the OHO− bridge is analogous to that determined for potassium hydrogen 3,4-furandicarboxylate by S. Jaulmes, Acta Crystallogr., Sect B, 34 (1978) 116.