Acta Cryst. (2009). E65, o1064  [ doi:10.1107/S1600536809013737 ]

9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine

M. Sridharan, K. J. Rajendra Prasad and M. Zeller

Abstract: The title compound, C₂₆H₁₉ClN₂, is a 5,6-dihydro-13H-indolo[3,2-c]acridine prepared by condensation of a 2,3,4,9-tetrahydro-1H-carbazol-1-one with 2-aminobenzophenone. The crystals undergo a destructive phase change upon cooling at varying temperatures between 270 and 200 K, depending on cooling rate and disturbance by vibration, thus indicating supercooling of the metastable room-temperature structure at lower temperature. The overall planarity of the indolo[3,2-c]acridine part of the molecule is interrupted by the saturated ethylene group, and the planes of the two halves exhibit a dihedral angle of 22.05 (6)° with each other while themselves being essentially planar. Packing is dominated by C-H interactions. No classical hydrogen bonds or stacking interactions are observed.

Online 18 April 2009

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