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2,2,9-Trimethyl-2,3-dihydro-pyrano[2,3-a]carbazol-4-(11H)-one.


ABSTRACT: The title compound, C(18)H(17)NO(2), was prepared from 1-hydr-oxy-7-methyl-carbazole and 3,3-dimethyl-acrylic acid with trifluoro-acetic acid as the cyclization catalyst. The mol-ecules contain an essentially planar 6-methyl-indole unit. The second aromatic ring is significantly bent away from the plane of this unit, with maximum deviations of 0.171?(1) and 0.185?(1)?Å for two of the C atoms. In the crystal structure, there are neither N-H?O hydrogen bonds nor ?-? stacking between the aromatic sections of neighboring mol-ecules. There is only one weak C-H?O hydrogen bond and a number of weak C-H?? inter-actions.

SUBMITTER: Sridharan M 

PROVIDER: S-EPMC2959763 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

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2,2,9-Trimethyl-2,3-dihydro-pyrano[2,3-a]carbazol-4-(11H)-one.

Sridharan Makuteswaran M   Prasad Karnam J Rajendra KJ   Zeller Matthias M  

Acta crystallographica. Section E, Structure reports online 20081022 Pt 11


The title compound, C(18)H(17)NO(2), was prepared from 1-hydr-oxy-7-methyl-carbazole and 3,3-dimethyl-acrylic acid with trifluoro-acetic acid as the cyclization catalyst. The mol-ecules contain an essentially planar 6-methyl-indole unit. The second aromatic ring is significantly bent away from the plane of this unit, with maximum deviations of 0.171 (1) and 0.185 (1) Å for two of the C atoms. In the crystal structure, there are neither N-H⋯O hydrogen bonds nor π-π stacking between the aromatic s  ...[more]

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