Synthesis and crystal structure of anti-10-butyl-10,11,22,23-tetra-hydro-9H,21H-5,8:15,12-bis(metheno)[1,5,11]tri-aza-cyclo-hexa-decino[1,16-a:5,6-a']di-indole. 2022

Koji Kubono, and Keita Tani, and Yukiyasu Kashiwagi, and Fumito Tani, and Taisuke Matsumoto
Osaka Kyoiku University, 4-698-1 Asahigaoka, Kashiwara, Osaka 582-8582, Japan.

The title compound, C33H33N3, is a carbazolophane, which is a cyclo-phane composed of two carbazole fragments. It has a planar chirality but crystallizes as a racemate in the space group P . The mol-ecule adopts an anti-configuration, in which two carbazole fragments are partially overlapped. Both carbazole ring systems are slightly bent, with the C atoms at 3-positions showing the largest deviations from the mean planes. The dihedral angle between two carbazole fragments is 5.19 (3)°, allowing an intra-molecular slipped π-π inter-action [Cg⋯Cg = 3.2514 (8) Å]. In the crystal, the mol-ecules are linked via inter-molecular C-H⋯N hydrogen bonds and C-H⋯π inter-actions into a network sheet parallel to the ab plane. The mol-ecules of different sheets form other C-H⋯π inter-actions, thus forming a three-dimensional network.

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