(Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile

In the title compound, C₂₀H₁₈N₂O₃, the C=C bond of the acrylonitrile group that links the indole and the 3,4,5-trimeth­oxy­phenyl rings has Z geometry, with dihedral angles between the plane of the acrylonitrile unit and the planes of the benzene and indole ring systems of 21.96 (5) and 38.94 (7)°, respectively. The acrylonitrile group is planar (r.m.s. deviation from planarity = 0.037 Å). Mol­ecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N—H...O inter­molecular hydrogen bonds, which form an R₁²(5) motif between the indole NH group and the two meth­oxy O atoms furthest from the nitrile group.

(Z)-2-{2,4-Dimeth­oxy-6-[(E)-4-meth­oxy­styr­yl]benzyl­idene}quinuclidin-3-one

The crystal structure of the title compound, C₂₅H₂₇NO₄, shows the presence of a double bond with Z geometry which connects the quinuclidin-3-one ring and the trimeth­oxy­resveratrol moiety. The dihedral angle between the two benzene rings in the stilbene skeleton is 32.80 (8)°.

(Z)-3-(1-Benzofuran-2-yl)-2-(3,4,5-tri­meth­oxy­phen­yl)acrylonitrile

In the title compound, C₂₀H₁₇NO₄, the double bond of the acrylonitrile group separating the 1-benzofuran moiety from the 3,4,5-trimeth­oxy­phenyl ring has Z geometry. The 1-benzofuran groups are π–π stacked with inversion-related counterparts such that the furan ring centroid–centroid distance is 3.804 (5) Å. The dihedral angle between the planes of the trimeth­oxy­phenyl ring and the acrylonitrile group is 24.2 (2)°.

rac-(Z)-Methyl 1-benzyl-3-[(3-hy­droxy­quinuclidin-2-yl­idene)meth­yl]-1H-indole-6-carboxyl­ate

In the title compound, C₂₅H₂₆N₂O₃, the double bond connecting the aza-bicyclic and indole units has Z geometry. The compound was obtained as a racemate, and since the crystal is centrosymmetric it contains equal amounts of the S and R enanti­omers. However, the structure is disordered such that the asymmetric unit contains both enanti­omers in unequal amounts [refined occupancies 0.904 (2) and 0.096 (2)]. The dihedral angle between the benzene ring of the benzyl group and the mean plane of the indole ring is 76.07 (3) °. In the crystal, mol­ecules are linked by O—H...O_carbon­yl hydrogen bonds into chains propagating in [110].