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3-(9H-Carbazol-9-yl)-2H-chromen-2-one.

ABSTRACT: The title compound, C(21)H(13)NO(2), was prepared as an example of a new synthesis of carbazoles from a cyclic dibenzo-iodo-lium salt via a twofold Pd-catalysed aryl-ation of a primary amine. The two essentially planar ?-subsystems [maximum deviations from the mean square plane of 0.038?(2)?Å in the carbazole and 0.059?(2)?Å in the coumarine unit] open a dihedral angle of 63.05?(4)°. Two mol-ecules form a centrosymmetrical pair connected via ?-? inter-actions between the pyrrole and pyrone rings [centroid-centroid distance = 3.882?(1)?Å] and one benzene of the carbazole and the pyrone unit [centroid-centroid distance 3.824?(1)?Å]. The lattice is stabilized by C-H?O bridging to both coumarin O atoms.

SUBMITTER: Letessier J 

PROVIDER: S-EPMC3200909 | biostudies-other | 2011 Sep

REPOSITORIES: biostudies-other

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3-(9H-Carbazol-9-yl)-2H-chromen-2-one.

Letessier Julien J   Schollmeyer Dieter D   Detert Heiner H  

Acta crystallographica. Section E, Structure reports online 20110827 Pt 9

The title compound, C(21)H(13)NO(2), was prepared as an example of a new synthesis of carbazoles from a cyclic dibenzo-iodo-lium salt via a twofold Pd-catalysed aryl-ation of a primary amine. The two essentially planar π-subsystems [maximum deviations from the mean square plane of 0.038 (2) Å in the carbazole and 0.059 (2) Å in the coumarine unit] open a dihedral angle of 63.05 (4)°. Two mol-ecules form a centrosymmetrical pair connected via π-π inter-actions between the pyrrole and pyrone rings  ...[more]

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