Bruceolline J: 2-hydroxy-3,3-dimethyl-2,3-dihydrocyclopenta[b]indol-1(4H)-one
نویسندگان
چکیده
The 12-membered cyclo-penta-[b]indole ring system in the title compound, C13H13NO2, deviates only slightly from planarity (r.m.s. deviation = 0.051 Å). In the crystal, N-H⋯O and O-H⋯O hydrogen bonds link the mol-ecules into sheets parallel to (100). The five-membered cyclopentanone ring is in slightly distorted envelope conformation with the C atom bearing the hydroxy substituent as the flap.
منابع مشابه
Bruceolline D: 3,3-dimethyl-1H,4H-cyclopenta[b]indol-2(3H)-one
The title compound, C13H13NO, crystallizes with four independent mol-ecules in the asymmetric unit. The 12-membered penta-[b]indole rings are essentially planar, with maximum deviations ranging from 0.034 (4) to 0.036 (4) Å in the four unique mol-ecules. In the crystal, weak C-H⋯O inter-actions are observed, which link the mol-ecules into chains along [010].
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The title compound, C(30)H(26)Br(2)O(4)·C(2)H(5)OH, was synthesized from the reaction between 5-bromo-salicybenzaldehyde and 5,5-dimethyl-1,3-cyclo-hexa-nedione. The crystal packing is stabilized by inter-molecular O-H⋯O hydrogen bonds and C-H⋯O inter-actions.
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In the xanthene ring system of the title compound, C(23)H(25)BrO(4), the 4H-pyran ring is almost planar [maximum deviation = 0.040 (3) Å] and the cyclo-hexene ring adopts a sofa conformation. The cyclo-hexene ring attached to the xanthene system is puckered [Q(T) = 0.427 (3) Å, θ = 55.0 (4) ° and ϕ = 164.4 (6) °]. In the crystal, mol-ecules are linked to each other by O-H⋯O and C-H⋯O hydrogen b...
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The backbone of the title mol-ecule, C(26)H(25)BrN(4)O, is approximately planar: the dihedral angle between the planes of the indoline ring system and the furan ring is 7.68 (14)°. In the crystal, layers lying parallel to (10) occur, with the mol-ecules inter-acting via weak C-H⋯N(cyano) and C-H⋯Br bonds and short N(cyano)⋯Br contacts [3.345 (4) Å].
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