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Polymorphs of nitrofurantoin. I. Preparation and X-ray crystal structures of two monohydrated forms of nitrofurantoin
Authors:E W Pienaar  M R Caira  A P Lötter
Institution:(1) Research Institute for Industrial Pharmacy, Potchefstroom University for C.H.E., 2520 Potchefstroom, South Africa;(2) Department of Chemistry, University of Cape Town, Private Bag, 7700 Rondebosch, South Africa
Abstract:The preparation and X-ray crystal structures of two monohydrates of the antibacterial drug nitro furantoin are reported. MonohydrateI crystallizes in the monoclinic space groupP21 n and monohydrateII in the orthorhombic space group Pbca. The nitrofurantoin molecule maintains the same, planar conformation in both crystals. The molecular packing arrangements inI andII are distinctly different,I possessing a layer structure while inII the packing is based on a herring bone motif. Hydrogen bonds of the type O-HctdotO, N-HctdotO, O-HctdotN and C-HctdotO stabilize the crystal structures.
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