Structure and IR spectroscopic behaviour of 1,8-bis-(dimethylamino)naphthalene 2,4-dinitroimidazolate

Add time:08/24/2019    Source:sciencedirect.com

The crystal structure of 1,8-bis(dimethylamino)naphthalene (DMAN) 2,4-dinitroimidazolate, C17H20N6O4, has been determined by X-ray diffraction. The crystals are monoclinic, P2 1/c, a = 13.426(4), b = 10.465(3), c = 15.915(4) », β = 126.12(4)°, Z = 4. The structure was solved by direct methods, and refined to an R value of 0.033 for 2291 non-zero independent amplitudes. The [NN⋯N]+ bridges of 2.606(3) » with ∠NHN = 160(3)° are characterized by an asymmetric proton density distribution. The IR protonic absorption is located in two regions at about 650 and 1950 cm−1 showing relatively small intensity. The isotopic ratio ν(NHN/ν(NDN) for the low frequency region is almost unity. It seems that hydrogen bonds in protonated DMAN are characterized by a flat asymmetric single minimum potential for the proton motion.

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