Structure of 1-carbamoyl-3-phenyl-(1,2-dideoxy-α-D-glucofurano) [1,2-d]imidazolidin-2-one

Abstract

Abstract The compound (C14H17N3O6) crystallizes in the monoclinic space group P21 with a = 13.640(3) Å, b = 4.692(1) Å, c = 11.299(3) Å, β = 93.09(1)°, (V = 722.1(3) Å3; Z = 2; Dc = 1.487 Mgm−3, λ(MoKα ) = 0.7107 Å, μ = 0.11 mm−1, F(000) = 340, T = 293 K). The structure was solved by direct methods and refined by full matrix least squares method to a final R = 0.039 (Rw = 0.040). The furano ring adopts a perfect envelope E4 conformation with the substituent C71 in equatorial and O6 in axial position. The imidazolidine ring is planar and the substituents O2,O31 and C11 are at 0.028, −0.041 and −0.200 Å from this plane. The mean planes of furano and imidazolidine rings make an angle of 108.6(1)°. The pertinent dihedral angles are 7.5(1)° (phenyl-imidazoline); 115.9(1)° (phenyl-furane), and 7.1(3)° (imidazoline-amide). The molecules are stakked along the b axis forming two infinite chains through an intermolecular H-bond O71 … O6.