Abstract

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 R 1 2(5) motif between the indole NH group and the two meth­oxy O atoms furthest from the nitrile group.

Highlights

  • In the title compound, C20H18N2O3, the C C bond of the acrylonitrile group that links the indole and the 3,4,5

  • Molecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N—HÁ Á ÁO intermolecular hydrogen bonds, which form an R21(5) motif between the indole NH group and the two methoxy O atoms furthest from the nitrile group

  • For the structure of (Z)-4-[3-(2,5-dioxoimidazolidin-4-ylidenemethyl)-1H-indol-1-ylmethyl]benzonitrile, see: Penthala et al (2008). This investigation was supported by NIH/National Cancer Institute grant RO1 CA140409

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Summary

Data collection

Bruker X8 Proteum diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2006) Tmin = 0.843, Tmax = 0.929. 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 A ). Molecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N—HÁ Á ÁO intermolecular hydrogen bonds, which form an R21(5) motif between the indole NH group and the two methoxy O atoms furthest from the nitrile group

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