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Published in

International Union of Crystallography, Acta Crystallographica Section E: Structure Reports Online, 5(65), p. o1064-o1064, 2009

DOI: 10.1107/s1600536809013737

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

Journal article published in 2009 by Makuteswaran Sridharan, Karnam J. Rajendra Prasad, Matthias Zeller ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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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.