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Acta Cryst. (2009). E65, o1515-o1516  [ doi:10.1107/S1600536809021035 ]

Ethyl 4-hydroxy-9-tosyl-9H-carbazole-3-carboxylate

T. Hökelek, H. Dal, B. Tercan, S. Gülle and Y. Ergün

Abstract: In the title compound, C22H19NO5S, the carbazole skeleton is nearly planar [maximum deviation = 0.043 (1) Å] with the pyrrole ring oriented at dihedral angles of 2.32 (6) and 1.77 (6)° with respect to the adjacent benzene rings. The dihedral angle between the benzene ring of the tosyl group and the carbazole skeleton is 82.25 (5)°. Intramolecular O-H...O hydrogen bonding results in the formation of a planar six-membered ring, which is oriented at a dihedral angle of 3.06 (4)° with respect to the adjacent carbazole skeleton. In the crystal structure, weak intermolecular C-H...O interactions link the molecules into infinite chains and [pi]-[pi] contacts between the benzene rings and between the pyrrole and benzene rings [centroid-centroid distances = 3.374 (1) and 3.730 (1) Å, respectively] may further stabilize the structure. A weak C-H...[pi] interaction is also present.

Online 6 June 2009


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