rac-(rel-1R,2R,4S)-Spiro[bicyclo[2.2.1]heptane-2,3′-indol]-2′-amine
نویسندگان
چکیده
In the racemic title compound, C(14)H(16)N(2), the aromatic ring component of the amino-indoline system occupies the endo cavity of the norbornane component. The aromatic ring lies at an angle of 74.12 (5)° to the plane defined by the four C atoms that comprises the rigid part of the boat-shaped six-membered ring of the norbornane unit. Pairs of mol-ecules assemble in the crystal structure, forming centrosymmetric hydrogen-bonded dimers via pairs of N-H⋯N hydrogen bonds through the syn H atom of the amine group.
منابع مشابه
(1R,4R,7S)-1,7-Dimethyl-7-(phenylsulfonylmethyl)spiro[bicyclo[2.2.1]heptane-2,2′-1,3-dioxolane]
In the title compound, C(18)H(24)O(4)S, the chiral bicyclo-[2.2.1]heptane group is not symmetrical due to the influence of the substituents. The angle between the three-atom bridge plane and the four-atom planes of the boat-shaped six-membered ring are 55.07 (19) and 56.24 (19)°. The bridgehead angle is 92.75 (17)°.
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The crystal structures of the new compounds spiro[cyclohexane-1,3’-indol]-2’(1’H)-one (1), (rel-1R,2S)-spiro[bicyclo[2.2.1] heptane-2,3’-indol]-2’(1’H)-one (2) and spiro[indole-3,2’-tricyclo[3.3.1.1]decan]-2(1H)-one (3) have been determined by low temperature single crystal X-ray diffraction. The effects of substitution on the hydrogen bonding pattern is compared between all three compounds.
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In the crystal structure of the title compound, rac-7-oxabicyclo-[2.2.1]heptane-2,3-dicarboxylic acid-2-amino-benzo-thia-zole (1/1), C(8)H(10)O(5)·C(7)H(6)N(2)S, mol-ecules of each component are linked into centrosymmetric dimers by inter-molecular N-H⋯O hydrogen bonds. These dimers are connected by O-H⋯O hydrogen bonds into a chain along the b axis. In addition, π-π inter-actions between aroma...
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The tricarbonylchromium unit bound to the arene ring of the chiral title complex, [Cr(C(19)H(26)O(3))(CO)(3)], is rotated by ca 25 degrees in agreement with the proposed mechanism for 1,5-asymmetric induction of nucleophilic attack.
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In the title compound, C23H38O5, the oxabicyclo-[2.2.1]heptane-2,3-dicarb-oxy-lic anhydride unit has a normal geometry and the tetra-decoxymethyl side chain is fully extended. In the crystal, mol-ecules are linked head-to-head by C-H⋯O hydrogen bonds, forming two-dimensional networks propagating along the a and c-axis directions.
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