V. Bertolasi et al., STRUCTURE AND CRYSTAL PACKING OF THE ANTIBACTERIAL DRUG -2-FURANYL)METHYLENE]AMINO)-2,4-IMIDAZOLIDINEDIONE (NITROFURANTOIN), Acta crystallographica. Section C, Crystal structure communications, 49, 1993, pp. 741-744
C8H6N4O5, M(r) = 238.16, monoclinic, P2(1)/n, a = 7.845 (1), b = 6.462
(3), c = 18.920 (4) angstrom, beta = 93.18 (2)degrees, V = 957.7 (5)
angstrom3, Z = 4, D(x) = 1.65 g cm-3, lambda(Mo Kalpha) = 0.71069 angs
trom, mu = 1.318 cm-1, F(000) = 488, T = 298 K, R = 0.040 for 1052 obs
erved reflections. The configuration around the N(3)=C(4) double bond
is E. The packing arrangement is determined by ribbons of intermolecul
ar N-H...O and C-H...O hydrogen bonds linking the molecules in sheets
parallel to (204BAR) planes and centrosymmetrically stacked at a dista
nce of approximately 3.2 angstrom. It is shown that the coupling of th
e sheets is determined by a dipolar interaction between centrosymmetri
cally related molecules, whose INDO calculated dipole moment amounts t
o 8.11 D (= 1.69 e angstrom = 27.0 x 10(-30) C m).