Abstract

In the title compound, C25H17NO4, the indolizine fused naphthaquinone unit is approximately planar [r.m.s deviation = 0.0678 Å] and makes a dihedral angle of 57.82 (5)° with the benzene ring of the meth­oxy­benzene group. The naphtho­quinone O atoms deviate, in the same sense, from the mean plane of the fused six-membered rings by 0.2001 (14) and 0.0516 (14) Å. In the crystal there is π–π stacking of inversion-related pairs of mol­ecules [inter­planar spacing = 3.514 (2) Å].

Highlights

  • = 0.0678 Å] and makes a dihedral angle of 57.82 (5) with the benzene ring of the methoxybenzene group

  • The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry

  • The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2

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Summary

Bruker Kappa APEXII CCD diffractometer

C25H17NO4, the indolizine fused naphthaquinone unit is approximately planar [r.m.s deviation. The naphthoquinone O atoms deviate, in the same sense, from the mean plane of the fused six-membered rings by 0.2001 (14) and. In the crystal there is – stacking of inversionrelated pairs of molecules [interplanar spacing = 3.514 (2) Å]. For general background to the applications and biological activity of indolizine derivatives, see: Švorc et al (2009). For the synthesis of indolizines, see: Babaev et al (2005), and for their use as intermediates in the synthesis of indolizidines, see: Kloubert et al (2012). For the crystal structures of similar compounds, see: Liu et al (2011); Ramesh et al (2009). See: Allen et al (1987)

The authors thank the Sophisticated Analytical Instrument
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