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

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          Abstract

          The title compound, C 26H 19ClN 2, is a 5,6-dihydro-13 H-indolo[3,2- c]acridine prepared by condensation of a 2,3,4,9-tetra­hydro-1 H-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⋯π inter­actions. No classical hydrogen bonds or stacking inter­actions are observed.

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          Author and article information

          Journal
          Acta Crystallogr Sect E Struct Rep Online
          Acta Cryst. E
          Acta Crystallographica Section E: Structure Reports Online
          International Union of Crystallography
          1600-5368
          01 May 2009
          18 April 2009
          18 April 2009
          : 65
          : Pt 5 ( publisher-idID: e090500 )
          : o1064
          Affiliations
          [a ]Department of Chemistry, Bharathiar University, Coimbatore 641 046, Tamil Nadu, India
          [b ]Department of Chemistry, Youngstown State University, One University Plaza, Youngstown, OH 44555, USA
          Author notes
          Correspondence e-mail: mzeller@ 123456ysu.edu
          Article
          fl2247 ACSEBH S1600536809013737
          10.1107/S1600536809013737
          2977744
          21583880
          381bdca2-fb9e-4703-b167-fb7197e24a8c
          © Sridharan et al. 2009

          This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

          History
          : 02 April 2009
          : 13 April 2009
          Categories
          Organic Papers

          Materials characterization
          Materials characterization

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