title: 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine.
abstract: The title compound, C(26)H(19)ClN(2), is a 5,6-dihydro-13H-indolo[3,2-c]acridine prepared by condensation of a 2,3,4,9-tetra-hydro-1H-carbazol-1-one with 2-amino-benzophenone. 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 mol-ecule is inter-rupted by the saturated ethyl-ene 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⋯π inter-actions. No classical hydrogen bonds or stacking inter-actions are observed.
authors.forename: Makuteswaran
authors.initials: M
authors.lastname: Sridharan
authors.forename: Karnam J
authors.initials: KJ
authors.lastname: Rajendra Prasad
authors.forename: Matthias
authors.initials: M
authors.lastname: Zeller