The influence of guests on host molecular conformation: the structures of solvates of 5-(morpholinemethyl)-3-[(4-chlorobenzylidene)amino]-2-oxazolidinone

Add time:07/14/2019    Source:sciencedirect.com

Three solvates of 5-(morpholinemethyl)-3-[(4-chlorobenzylidene)amino]-2-oxazolidinone (I) have been prepared and their solid-state structures analysed. In the semihydrate crystals (Ia), the base is observed in the usual overall extended conformation. The dihydrate (Ib) and formamide complex (Ic) are isostructural and share the same general packing of base molecules, which adopt a bent conformation with helical catemers of solvent; the differences are mainly in the number of host–guest interactions. Both crystals were formed exclusively during the deprotonation of I HCl in polar solvents. In crystal lattices, the 5-(morpholinemethyl)-3-(aminomethylene)-2-oxazolidinone fragment of I is a principal synthon in intermolecular host–host and host–guest contacts. It is usually an acceptor in the Y–H⋯O and/or Y–H⋯N [Y=O, N, C] bonds, and a chelating donor to the C–H⋯X [X=O, Cl, Cl−] bonds.

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