TEMPERATURE EFFECT ON THE STRUCTURE OF THE COMPLEX 1,8-BIS(DIMETHYLAMINO)NAPHTHALENE CHLORANILIC ACID (2/1) DIHYDRATE

2C14H18N2.C6H2Cl2O4.2H2O, M(r) = 673.64, triclinic, P1BAR, Z = 1, lambda(Mo K-alpha) = 0.71073 angstrom, mu = 2.5 cm-1, F(000) = 356. Cell dimensions at 150 K: a = 9.3051 (7), b = 9.3261 (4), c = 9.5779 (8) angstrom, alpha = 104.604 (5), beta = 98.486 (6), gamma = 92.913 (5)-degrees, V = 792.1 (1) angstrom 3, D(x) = 1.412 g cm-3, R = 0.040 for 3343 reflections with I greater-than-or-equal-to 2.5-sigma(I). At 295 K: a = 9.420 (3), b = 9.444 (3), c = 9.626 (3) angstrom, alpha = 104.84 (4), beta = 97.84 (4), gamma = 92.66 (4)-degrees, V = 817.1 (5) angstrom 3, D(x) = 1.369 g cm-3, R = 0.036 for 2426 reflections with I greater-than-or-equal-to 3.0-sigma(I). The structure consists of centrosymmetric doubly ionized chloranilic acid anions and protonated bis(dimethylamino)naphthalene cations. The water molecules act as cohesive elements by connecting the anions through hydrogen bonds to form endless chains which run in the a direction. The channels formed by these chains accommodate pairs of centrosymmetrically related cations. The intramolecular NHN+ hydrogen bonds in the cation with distances of 2.589 (3) (at 295 K) and 2.588 (2) angstrom (at 150 K) are asymmetric and nonlinear. The asymmetry, which is caused by the interaction with the chloranilate anion, increases on cooling.