Crystal structures of three N,N,N′-tris­ubstituted thio­ureas for reactivity-controlled nanocrystal synthesis

The synthesis and single-crystal X-ray structures of three N,N,N′-tris­ubstituted thio­ureas are reported, namely N,N,N′-tri­benzyl­thio­urea, C(22)H(22)N(2)S (1), N-methyl-N,N′-di­phenyl­thio­urea, C(14)H(14)N(2)S (2), and N,N-di-n-butyl-N′-phenylthio­urea, C(15)H(24)N(2)S (3). The influence of the different substituents on the thio­ureas is clear from the delocalization of the thio­urea C—N and C=S bonds, while the crystal structures show infinite chains of N,N,N′-tri­benzyl­thio­urea (1), hydrogen-bonded pairs of N-methyl-N,N′-di­phenyl­thio­urea (2) and hexa­mer ring assemblies of N,N-di-n-butyl-N′-phenylthio­urea (3) mol­ecules. The above-mentioned compounds were synthesized via a mild, general procedure, readily accessible precursors and with a high yield, providing straightforward access to a whole library of thio­ureas.