Crystal structure and packing analysis of nitrofurantoin N,N-dimethylformamide solvate

The N, N'-dimethylformamide solvated crystal of the drug nitrofurantoin has been prepared and analysed by single-crystal X-ray diffraction. The two co-crystallized molecules, in the 1 : 1 stoichiometric ratio, are linked by a medium/strong N-H center dot center dot center dot O hydrogen bond (N center dot center dot center dot O is 2.759 (3) ) and a weaker C-H center dot center dot center dot O interaction to form isolated supramolecular adducts, that in turn are packed into the lattice framework mainly through C-H center dot center dot center dot O hydrogen bonds. Two-dimensional fingerprint plots of Hirshfeld surfaces are used to visualize, analyze and compare intermolecular interactions found in the title compound and in similar structures.