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


ABSTRACT: 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 ?-? 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?? inter-action is also present.

SUBMITTER: Hokelek T 

PROVIDER: S-EPMC2969395 | biostudies-literature | 2009 Jun

REPOSITORIES: biostudies-literature

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

Hökelek Tuncer T   Dal Hakan H   Tercan Barış B   Gülle Sibel S   Ergün Yavuz Y  

Acta crystallographica. Section E, Structure reports online 20090606 Pt 7


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 t  ...[more]

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