Abstract

In the title compound, C29H25FN2O4, the mean planes of the two indole ring systems (r.m.s. deviations = 0.1392 and 0.0115 Å) are approximately perpendicular to one another, subtending a dihedral angle of 86.0 (5)°; the benzene ring is twisted with respect to the mean planes of the two indole ring systems by 83.3 (2) and 88.1 (4)°, respectively. In the crystal, pairs of N-H⋯O hydrogen bonds link the mol-ecules into centrosymmetric dimers, which are further linked by N-H⋯O hydrogen bonds into supra-molecular chains propagating along the [101] direction.

Highlights

  • C29H25FN2O4, the mean planes of the two indole ring systems (r.m.s. deviations = 0.1392 and 0.0115 Å) are approximately perpendicular to one another, subtending a dihedral angle of 86.0 (5) ; the benzene ring is twisted with respect to the mean planes of the two indole ring systems by

  • We have reported the synthesis and crystal structures of some similar bis(indoly)methane compounds (Sun et al, 2012, 2015; Li et al, 2014; Lu et al, 2014)

  • The carboxyl groups are approximately co-planar with the attached indole moieties, the dihedral angles between the carboxyl groups and the mean plane of the attached indole ring system being 9.5 (2) and 7.2 (3)

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Summary

Chemical context

Bis(indolyl)methane derivatives are abundantly present in various terrestrial and marine natural resources (Poter et al., 1977; Sundberg, 1996). They are important antibiotics in the field of pharmaceuticals with diverse activities, such as anticancer, antileishmanial and antihyperlipidemic (Chang et al., 1999; Ge et al, 1999). Bis(indoly)methane derivatives can be used as precursors for MRI necrosis avid contrast agents (Ni, 2008). We have reported the synthesis and crystal structures of some similar bis(indoly)methane compounds (Sun et al, 2012, 2015; Li et al, 2014; Lu et al, 2014).

Structural commentary
Database survey
Synthesis and crystallization
Refinement
Funding information

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