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2,2,10-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-8-methyl-carbazole and 3,3-dimethyl-acrylic acid with trifluoro-acetic acid as the cyclization catalyst. Due to the -CMe(2)- group, the mol-ecule is not quite planar. The packing is dominated by the strong N-H?O hydrogen bonds and some weaker C-H?O and C-H?? inter-actions. ?-? Stacking inter-actions [centroid-centroid separation = 3.806?(2)?Å] join neighboring mol-ecules into loosely connected inversion dimers.

SUBMITTER: Sridharan M 

PROVIDER: S-EPMC2959518 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

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2,2,10-Trimethyl-2,3-dihydro-pyrano[2,3-a]carbazol-4(11H)-one.

Sridharan Makuteswaran M   Prasad Karnam J Rajendra KJ   Ngendahimana Aimable A   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-8-methyl-carbazole and 3,3-dimethyl-acrylic acid with trifluoro-acetic acid as the cyclization catalyst. Due to the -CMe(2)- group, the mol-ecule is not quite planar. The packing is dominated by the strong N-H⋯O hydrogen bonds and some weaker C-H⋯O and C-H⋯π inter-actions. π-π Stacking inter-actions [centroid-centroid separation = 3.806 (2) Å] join neighboring mol-ecules into loosely connected inversion dimers. ...[more]

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