Synthesis and Crystal Structure Analysis of Thiourea-Pendant Pyridines

Abstract

The crystal structures of pyridine containing thiourea moieties as substituents, (1) and (2), have been determined. The ortho-substituted pyridine (1) crystallized in monoclinic space group P21/c with a = 16.091(3) Å, b = 11.368(2) Å, c = 7.4364(14) Å, β = 100.489(4)º, V = 1337.5(4) Å3, z = 4. In this structure an intramolecular N–H···N hydrogen bond forms a pseudo-seven-membered ring. The meta-substituted pyridine (2) crystallized in monoclinic space group P21/c with a = 14.5408(15) Å, b = 8.8508(9) Å, c = 10.7959(11) Å, β = 106.435(2)º, V = 1332.6(2) Å3, z = 4. Crystal packing revealed that compounds (1) and (2) can form dimeric structures via intermolecular H-bonding using N–H···S and N–H···N interactions, respectively. Graphical Abstract Varying the substituent position on the pyridine ring using thiourea moieties gave unique molecular aggregations in solid state structures.