RESUMO
The title compound, C18H17NO5, was prepared by a synthetic strategy based on the Heck reaction from Morita-Baylis-Hillman adducts. The five-membered ring adopts a slightly twisted conformation on the Ca-Cm (a = aromatic and m = methyl-ene) bond. The dihedral angle between the five-membered ring and the spiro aromatic ring is 89.35â (7)°; that between the five-membered ring and the 4-meth-oxy-benzene ring is 4.65â (7)°. Two short intra-molecular C-Hâ¯O contacts occur. In the crystal, mol-ecules are linked by C-Hâ¯O hydrogen bonds to generate a three-dimensional network.
RESUMO
The title compound, C18H12Br2O6, was synthesized from Morita-Baylis-Hillman adducts. It incorporates the bromin-ated spiro-hexa-dienone moiety typically exhibited by compounds of this class that exhibit biological activity. Both the brominated cyclo-hexa-dienone and the central five-membered rings are nearly planar (r.m.s. deviations of 0.044 and 0.016â Å, respectively), being almost perpendicularly oriented [inter-planar angle = 89.47â (5)°]. With respect to the central five-membered ring, the brominated cyclo-hexa-dienone ring, the benzodioxol ring and the carboxyl-ate fragment make C-O-C-C, O-C-C-C and C-C-C-O dihedral angles of -122.11â (8), -27.20â (11) and -8.40â (12)°, respectively. An intra-molecular C-Hâ¯O hydrogen bond occurs. In the crystal, mol-ecules are linked by non-classical C-Hâ¯O and C-Hâ¯Br hydrogen bonds resulting in a molecular packing in which the brominated rings are in a head-to-head orientation, forming well marked planes parallel to the b axis.