Ethyl 4-hydr-oxy-9-tosyl-9H-carbazole-3-carboxyl-ate

In the title compound, C(22)H(19)NO(5)S, 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 an...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2009-06, Vol.65 (Pt 7), p.o1515-o1516
Main Authors: Hökelek, Tuncer, Dal, Hakan, Tercan, Barış, Gülle, Sibel, Ergün, Yavuz
Format: Article
Language:English
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Organic Papers
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Summary:In the title compound, C(22)H(19)NO(5)S, 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)°. Intra-molecular 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 inter-molecular C-H⋯O inter-actions link the mol-ecules 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 inter-action is also present.
ISSN:1600-5368
1600-5368
DOI:10.1107/S1600536809021035