Products of the interaction of (1-diaminomethylene)thiourea with hydrofluoric acid.

The salts 1-(diaminomethylene)thiouron-1-ium hydrogen difluoride, C(2)H(7)N(4)S(+).HF(2)(-), (I), and bis[1-(diaminomethylene)thiouron-1-ium] hexafluoridosilicate, 2C(2)H(7)N(4)S(+).SiF(6)(2-), (II), have both been obtained from the reaction of (1-diaminomethylene)thiourea (HATU) with hydrofluoric acid. Both compounds contain extensive networks of N-H...F hydrogen bonds. The hydrogen difluoride salt contains four independent asymmetric HF(2) anions. In the hexafluoridosilicate salt, the centrosymmetric SiF(6) anion is distorted, although this distortion is not clearly correlated with the N-H...F hydrogen-bonding network.