Date Published: August 01, 2012
Publisher: International Union of Crystallography
Author(s): Garima Sharma, S. Vasanth Kumar, Habibah A. Wahab, Mohd Mustaqim Rosli, Hoong-Kun Fun.
In the title compound, C23H20N2O3·CH3OH, the hexahydro-1H-benzo[f]isoindole and indoline rings are planar, with maximum deviations of 0.092 (1) and −0.095 (1) Å, respectively. The dihedral angle between these two rings is 88.03 (4)°. An O—H⋯N interaction links the main molecule and the methanol solvent molecule. An intramolecular C—H⋯O interaction forms an S(6) ring motif. In the crystal, the molecules form two-dimensional layers parallel to the bc plane through N—H⋯O and C—H⋯O interactions.
For biological activities of naphthoquinones, see: Babula et al. (2007 ▶). For detailed literature on naphthoquinone chemistry, see: Chen et al. (2011 ▶); Silva et al. (2002 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶).