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1 Polish Journal of Chemistry

1 1998

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X-ray, IR and (1)H NMR studies of 1:1 adduct of 1,8-bis(dimethylamino)naphthalene (DMAN) and 1,1-cyclobutanedicarboxylic acid (CBDC)

Bartoszczak-Adamska E., Grech E., Jaskólski M.

Polish Journal of Chemistry

1998

Vol. 72, nr 2

347-354

The crystal and molecular structure of the title compound has been determined by X-ray analysis. This compound crystallizes in the P2-1/c space group with cell parameters: a= 9.325(2), b=15.158(3), c=14.102(3) A, beta=106.40(3)degree and with four C14H19N(+/2)xC6H7O(-/4) formula units in the unit cell. The structure contains DMANH(+) cations with a short asymmetric intramolecular N-H...N hydrogen bond (N...N 2.595(2) A) and CBDC(-) monoanions with a short intramolecular O-H...O hydrogen bond (O...) 2.412(3) A). The ionic character of he very strog (NHN)(+) and moderately strong (OHO)(-) hydrogen bonds has been derived from IR spetroscopy. The (1)H NMR spectrum measured in acetonitrile solution is similar to that in the solid state.