Abstract

In the title mol­ecule, C18H16N2O3, the five-membered ring has an envelope conformation, with the substituted C atom deviating by 0.342 (4) Å from the mean plane P calculated for the remainder of the non-H atoms of the 2,3-dihydro-1H-indene fragment. The mean planes of quinazoline-2,4(1H,3H)-dione fragment and P form a dihedral angle of 59.08 (4)°. In the crystal, pairs of N—H⋯O hydrogen bonds link mol­ecules into inversion dimers, and weak C—H⋯O hydrogen bonds and π–π inter­actions between the benzene rings of the quinazoline ring systems [centroid–centroid distance = 3.538 (3) Å] further consolidate the packing.

Highlights

  • C18H16N2O3, the five-membered ring has an envelope conformation, with the substituted C atom deviating by 0.342 (4) Afrom the mean plane P calculated for the remainder of the non-H atoms of the 2,3-dihydro-1Hindene fragment

  • Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5291)

  • Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y+1, −z; (iii) −x+1, −y+1, −z+1; (iv) x+1, y, z; (v) x+1, y+1, z

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Summary

Structure Reports Online

C18H16N2O3, the five-membered ring has an envelope conformation, with the substituted C atom deviating by 0.342 (4) Afrom the mean plane P calculated for the remainder of the non-H atoms of the 2,3-dihydro-1Hindene fragment. The mean planes of quinazoline-2,4(1H,3H)dione fragment and P form a dihedral angle of 59.08 (4). Related literature For the biological activity of quinazoline-2,4(1H,3H)-diones, see: Tran et al (2004); Cao et al (2010) and for the biological activity of non-nucleoside reverse transcriptase inhibitors (NNRTIs), see: Hopkins et al (1996, 1999); El-Brollosy (2006, 2007); El-Brollosy et al (2008, 2009). See: Liu (2008); Karimova et al (2010)

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