Supramolecular motifs in the first structures of organic carboxylate salts of 1-(diaminomethylene)thiourea (HATU).

The structures of the first two organic carboxylate salts of 1-(diaminomethylene)thiourea (HATU), namely 1-(diaminomethylene)thiouron-1-ium formate, C2H7N4S+.HCOO-, (I), and bis[1-(diaminomethylene)thiouron-1-ium] oxalate dihydrate, 2C2H7N4S+.C2O(4)(2-).2H2O, (II), in which the oxalate lies on a symmetry centre, possess different extended hydrogen-bonding networks with different graph-set motifs. The R(2)(2)(8) motif present in (I) does not appear in (II), but an R(2)(1)(6) motif is present in both (I) and (II). Compound (I) has a three-dimensional hydrogen-bonding network, whereas (II) has a layered structure with layers joined by hydrogen-bonding motifs that form R(4)(2)(8) patterns. This work extends the known supramolecular structural data for HATU to include these organic carboxylates in addition to the previously characterized salts with inorganic acids.