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Crystal structure of 3-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydrocyclopenta[b]indole-2-carboxylic acid
In the title compound, C(21)H(21)NO(5), obtained from a Morita–Baylis–Hillman adduct, the hydrogenated five-membered ring adopts a shallow envelope conformation, with the C atom bearing the carboxylic acid substituent deviating by 0.237 (1) Å from the mean plane of the other four atoms (r.m.s. dev...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459319/ https://www.ncbi.nlm.nih.gov/pubmed/26090185 http://dx.doi.org/10.1107/S2056989015008786 |
Sumario: | In the title compound, C(21)H(21)NO(5), obtained from a Morita–Baylis–Hillman adduct, the hydrogenated five-membered ring adopts a shallow envelope conformation, with the C atom bearing the carboxylic acid substituent deviating by 0.237 (1) Å from the mean plane of the other four atoms (r.m.s. deviation = 0.007 Å). The dihedral angle between the fused ring system (all atoms; r.m.s. deviation = 0.057 Å) and the pendant trimethoxy benzene ring is 66.65 (3)°. The C atoms of the meta-methoxy groups lie close to the plane of the benzene ring [deviations = 0.052 (1) and −0.083 (1) Å], whereas the C atom of the para-methoxy group is significantly displaced [deviation = −1.289 (1) Å]. In the crystal, carboxylic acid inversion dimers generate R (2) (2)(8) loops. The dimers are connected by N—H⋯O hydrogen bonds, forming [011] chains. A C—H⋯O interaction is also observed. |
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