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

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...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2009-07, Vol.65 (7), p.o1515-o1516
Main Authors: Tuncer H&#246, kelek, Hakan Dal, Bar&#305, &#351, Tercan, Sibel G&#252, lle, Yavuz Erg&#252, n
Format: Article
Language:English
Online Access:Get full text
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Summary: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 π–π 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...π interaction is also present.
ISSN:1600-5368
1600-5368
DOI:10.1107/S1600536809021035