The supramolecular chemistry of thiosemicarbazones derived from pyrrole:: a structural view

Condensation of 2-formylpyrrole or 2-acetylpyrrole with thiosemicarbazide or with N-methyl-, N-ethyl-, N-phenyl- or (for 2-formylpyrrole) N-dimethylthiosemicarbazide afforded nine thiosemicarbazones that were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopy and, when possible, X-ray-diffractometric structure analysis. N-H...S hydrogen bonds (and N-H...O and/or O-H...S bonds in the structures with water or DMSO of crystallization) give rise to supramolecular structures that in some cases are probably stabilized by pi-pi interactions. (C) 2002 Elsevier Science B.V. All rights reserved.