X-ray Structure and Molecular-Packing Analysis of l'-(p-Bromophenyl)-3'-ethyl- 1 ',3 ',4',5 '-tetrahy dro- 1,2-dideo xy-D-glycero-ot-D-galacto-heptofuranoso[ 2, l-d]imidazole- 2'-thione Monohydrate

Abstract

6- (p-Bromophenyl)-4-ethyl-3-hydroxy-2- (1,2,3-trihydroxypropyl)-2,3,3 a,5,6,6 a-hexahydrofuro- [2,3-d]imidazole-5(4H)-thione monohydrate, C16H21- BrN2OsS.H20, Mr----451.3, orthorhombic, P21212 l, a = 6.073 (3), b = 15.977 (8), c = 19.213 (9) A, V= 1864 (2) A 3, Z = 4, D m = 1.62 (1), D x-- 1.61 Mg m -a, 2(Mo Ka) = 0.7107 A, g= 2.32 mm -1, F(000) = 928, room temperature, final R = 0.080 for 2147 observed reflexions. The sugar ring adopts the 4E conformation and the dihedral angle in the bicyclic system is 115.0 (3) °. A three-dimensional network of hydrogen bonds links the molecules to stabilize the crystal structure. The lattice energy was computed in the atom-atom approach using van der Waals potential functions. These calculations account satisfactorily for all the features of the crystal packing, including rotation about selected bonds in the molecule