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Abstract
Trimethylthiourea crystallizes in two different polymorphic modifications. Polymorph I crystallizes in the monoclinic space group P21/c with Z = 8, whereas polymorph II crystallizes in the alternative setting of the same space group, P21/n with Z = 4. Both polymorphs form chains of molecules linked by hydrogen bonds N–H···S═C via glide planes, with translational repeats after four molecules (the two independent molecules alternate) or two molecules, respectively. Interplanar angles between molecules in the chain differ appreciably between I and II, and for I, one hydrogen bond is very nonplanar with respect to the N2C═S acceptor plane. Solvent-mediated conversion experiments prove that polymorph II is the thermodynamically stable polymorph at room temperature, where I is metastable, and that I can be obtained by solidification of the melt. On heating, I transforms slowly into II with no detectable transfer of energy, and on further heating, melting of this polymorph is observed. DSC experiments reveal tha...
Published Version
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