Abstract

In the title compound, C27H21FN2O4, the mean planes of the indole ring systems (r.m.s. deviations = 0.0263 and 0.0160 Å) are approximately perpendic-ular to one another, making a dihedral angle of 84.0 (5)°; the fluoro-benzene ring is twisted with respect to the mean planes of the two indole ring systems at 89.5 (5) and 84.6 (3)°. In the crystal, pairs of N-H⋯O hydrogen bonds link the mol-ecules into inversion dimers, which are further linked by N-H⋯O hydrogen bonds into supra-molecular chains propagated along the b-axis direction. Weak C-H⋯π inter-actions are observed between neighbouring chains.

Highlights

  • C27H21FN2O4, the mean planes of the indole ring systems (r.m.s. deviations = 0.0263 and 0.0160 Å) are approximately perpendicular to one another, making a dihedral angle of 84.0 (5) ; the fluorobenzene ring is twisted with respect to the mean planes of the two indole ring systems at 89.5 (5)

  • Bis(indoly)methane derivatives can be used as a precursor for MRI contrast agents (Ni, 2008)

  • We have reported the synthesis and crystal structures of some similar compounds (Sun et al, 2012, 2013, 2014; Li et al, 2014; Lu et al, 2014)

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Summary

Chemical context

Bis(indolyl)methane derivatives have been found widely in various terrestrial and marine natural resources (Porter et al., 1977; Sundberg, 1996), and have many applications in 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 a precursor for MRI contrast agents (Ni, 2008). We have reported the synthesis and crystal structures of some similar compounds (Sun et al, 2012, 2013, 2014; Li et al, 2014; Lu et al, 2014).

Structural commentary
Supramolecular features
Database survey
Synthesis and crystallization
Refinement
Full Text
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