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7,8,9,10-Tetra-hydro-2-methyl-cyclo-hepta-[b]indol-6(5H)-one.


ABSTRACT: The title compound, C(14)H(15)NO, was synthesized from 2-hydroxy-methyl-enecyclo-hepta-none via a Japp-Klingemann acid-catalyzed cyclization. The seven-membered ring exhibits a slightly distorted envelope conformation. N-H?O hydrogen bonds form a centrosymmetric dimer; C-H?O hydrogen bonds and ?-? stacking inter-actions (the centers of the atoms involved in the stacking interaction are separated by 3.504?Å) give rise to another type of centrosymmetric dimer. In combination, these inter-actions create a stair-like chain of mol-ecules that inter-acts only loosely with neighboring chains via van der Waals inter-actions and weak C-H?? contacts.

SUBMITTER: Sridharan M 

PROVIDER: S-EPMC2961774 | biostudies-literature | 2008 Jun

REPOSITORIES: biostudies-literature

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7,8,9,10-Tetra-hydro-2-methyl-cyclo-hepta-[b]indol-6(5H)-one.

Sridharan Makuteswaran M   Prasad Karnam J Rajendra KJ   Ngendahimana Aimable A   Zeller Matthias M  

Acta crystallographica. Section E, Structure reports online 20080607 Pt 7


The title compound, C(14)H(15)NO, was synthesized from 2-hydroxy-methyl-enecyclo-hepta-none via a Japp-Klingemann acid-catalyzed cyclization. The seven-membered ring exhibits a slightly distorted envelope conformation. N-H⋯O hydrogen bonds form a centrosymmetric dimer; C-H⋯O hydrogen bonds and π-π stacking inter-actions (the centers of the atoms involved in the stacking interaction are separated by 3.504 Å) give rise to another type of centrosymmetric dimer. In combination, these inter-actions c  ...[more]

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