N-[3a-(4-Bromo-phen-yl)-8b-hy-droxy-6,8-dimeth-oxy-3-phenyl-2,3,3a,8b-tetra-hydro-1H-cyclo-penta-[b]benzofuran-1-yl]formamide monohydrate

Abstract

In the title compound, C26H24BrNO5·H2O, a synthetic analogue of natural flavagline, the cyclo-pentane ring adopts an envelope conformation (the flap atom bearing the phenyl group) and the vicinal phenyl and bromo-phenyl groups are slightly shifted relative to each other [CPh-C-C-CPhBr = 36.3 (2)°]. Intra-molecular N-H⋯O and C-H⋯O hydrogen bonds form S(5) motifs. In the crystal, the organic and the water mol-ecules are linked by an O-H⋯O hydrogen bond. Pairs of organic and water mol-ecules, located about inversion centers, inter-act through O-H⋯O hydrogen bonds, forming R4(4)(20) and R4(4)(26) motifs, which together lead to C2(2)(9) motifs. The crystal packing is also characterized by N-H⋯O and C-H⋯O hydrogen bonds between neighbouring organic mol-ecules, forming R2(2)(10) and R2(2)(18) motifs, respectively.

Fig. 1.

View of the title compound showing the atomic numbering and 50% probability displacement ellipsoids.