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tert-Butyl 6-bromo-1,4-dimethyl-9H-carbazole-9-carboxylate

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INT UNION CRYSTALLOGRAPHY
DOI: 10.1107/S1600536810026528

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The title compound, C19H20BrNO2, consists of a carbazole skeleton with methyl groups at positions 1 and 4, a protecting group located at the N atom and a Br atom at position 6. The pyrrole ring is oriented at dihedral angles of 1.27 (7) and 4.86 (7)degrees with respect to the adjacent benzene rings. The dihedral angle between the benzene rings is 5.11 (7). The crystal structure is determined mainly by intramolecular C-H...O and intermolecular pi-pi interactions. pi-stacking between adjacent molecules forms columns with a parallel arrangement of the carbazole ring systems. The presence of the tert-butoxycarbonyl group on the carbazole N atom and the intramolecular hydrogen bond induce a particular conformation of the exocyclic N-C bond within the molecule.

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