Abstract
In the title compound, C29H25FN2O4, the mean planes of the indole ring systems (r.m.s. deviations = 0.0107 and 0.0158 Å) are approximately perpendicular to each other, subtending a dihedral angle of 87.43 (16)°. The 4-fluorophenyl ring is twisted by 77.6 (2) and 83.0 (2)° with respect to the two indole ring systems. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming layers parallel to the (001) plane. The layers are linked by C—H...π interactions, forming a supramolecular three-dimensional network.
Highlights
In the title compound, C29H25FN2O4, the mean planes of the indole ring systems (r.m.s. deviations = 0.0107 and 0.0158 A ) are approximately perpendicular to each other, subtending a dihedral angle of 87.43 (16)
Molecules are linked by N—HÁ Á ÁO hydrogen bonds, forming layers parallel to the (001) plane
The layers are linked by C—HÁ Á Á interactions, forming a supramolecular three-dimensional network
Summary
There are abundant bis(indolyl)methane derivatives in various terrestrial and marine natural resources (Porter et al, 1977; Sundberg, 1996). We have reported the synthesis and crystal structures of some similar bis(indoly)methane compounds (Sun et al, 2012, 2015; Lu et al, 2014, 2017), and we report on the crystal structure of the title bis(indoly)methane compound. The indole ring systems are nearly perpendicular to each other, making a dihedral angle of 87.43 (16). The 4-fluorophenyl ring (C2–C7) is twisted with respect to the N1/C8–C15 and N2/C19– C26 indole ring systems, with dihedral angles of 77.6 (2) and 83.0 (2), respectively.
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