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New crystalline inclusion complexes between the urea herbicide cycluron (3-cyclooctyl-1,1dimethylurea) and three methylated cyclodextrins (CDs), namely permethylated -CD (TRIMEA), permethylated -CD (TRIMEB) and dimethylated -CD (DIMEB), were isolated and studied by single crystal X-ray diffraction and thermal analysis. X-ray analysis of (TRIMEA)2·cycluron·7H2O 1, TRIMEB·cycluron·0.9H2O 2 and DIMEB·cycluron·2.9H2O 3 revealed significantly different modes of guest inclusion in the complex crystals as well as different crystal packing arrangements. Heating crystals of 1-3 resulted in their dehydration followed by loss of the cycluron guest, but the thermal profiles were distinctly different, complex 3 having the highest thermal stability.

Solid-state structures and thermal properties of inclusion complexes of the phenylurea herbicide cycluron with permethylated cyclodextrins