7,8,9,10-Tetrahydro-2-methylcyclohepta[b]indol-6(5H)-one
نویسندگان
چکیده
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 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⋯π contacts.
منابع مشابه
5-Methyl-7,8,9,10-tetrahydrocyclohepta[b]indol-6(5H)-one
In the title compound, C(14)H(15)NO, the seven-membered ring exhibits a slightly distorted twist-boat conformation. The pyrrole ring forms a dihedral angle of 1.44 (10)° with the fused benzene ring. N-H⋯O hydrogen bonds form a centrosymmetric dimer and weak C-H⋯π inter-actions are also found in the crystal structure.
متن کامل7,8,9,10-Tetrahydrocyclohepta[b]indol-6(5H)-one
In the title mol-ecule, C(13)H(13)NO, the dihedral angle between the benzene and pyrrole rings is 1.05 (5)°. The cyclo-heptene ring adopts a slightly distorted boat conformation. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds form centrosymmetric dimers. A C-H⋯π inter-action, involving the benzene ring, is also found in the structure.
متن کامل2,5-Dimethyl-7,8,9,10-tetrahydrocyclohepta[b]indol-6(5H)-one
In the title mol-ecule, C(15)H(17)NO, the dihedral angle between the benzene and pyrrole rings is 1.45 (13)°. The cyclo-heptene ring adopts a slightly distorted boat conformation. In the crystal structure, inter-molecular C-H⋯O hydrogen bonds are found.
متن کامل2-Chloro-7,8,9,10-tetrahydrocyclohepta[b]indol-6(5H)-one
In the title mol-ecule, C(13)H(12)ClNO, the dihedral angle between the benzene and pyrrole rings is 1.38 (9)°. The cyclo-heptene ring adopts a distorted twist chair and sofa conformation. Inter-molecular N-H⋯O hydrogen bonds form an R(2) (2)(10) loop in the crystal packing. Further, weak C-H⋯O and C-H⋯π (involving the benzene ring) inter-actions are found in the crystal structure.
متن کاملDesign, synthesis and anticonvulsant activity of some new 6,8-halo-substituted-2h-[1,2,4]triazino[5,6-b]indole-3(5h)-one/-thione and 6,8-halo-substituted 5-methyl-2h-[1,2,4]triazino[5,6-b]indol-3(5h)-one/-thione
A new series of 6,8-halo-substituted-2H-[1,2,4]triazino[5,6-b]indole-3(5H)-one/-thione and 6,8-halo-substituted 5-methyl-2H-[1,2,4]triazino[5,6-b]indol-3(5H)-one/-thione (5a-5l) were designed and synthesized keeping in view of the structural requirement of pharmacophore. The above compounds were characterized by thin layer chromatography and spectral analysis. Anticonvulsant activity of the syn...
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