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Crystal structure of 8-eth­oxy-3-(4-nitro­phen­yl)-2H-chromen-2-one

In the title compound, C(17)H(13)NO(5), the coumarin ring system is essentially planar (r.m.s. deviation = 0.008 Å). The nitro­phenyl ring makes a dihedral angle of 25.27 (9)° with the coumarin ring plane. The nitro group is almost coplanar with the phenyl ring to which it is attached, making a dihe...

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Detalles Bibliográficos
Autores principales: Walki, Shashikanth, Naveen, S., Kenchanna, S., Mahadevan, K. M., Kumara, M. N., Lokanath, N. K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645040/
https://www.ncbi.nlm.nih.gov/pubmed/26594565
http://dx.doi.org/10.1107/S2056989015019325
Descripción
Sumario:In the title compound, C(17)H(13)NO(5), the coumarin ring system is essentially planar (r.m.s. deviation = 0.008 Å). The nitro­phenyl ring makes a dihedral angle of 25.27 (9)° with the coumarin ring plane. The nitro group is almost coplanar with the phenyl ring to which it is attached, making a dihedral angle of 4.3 (3)°. The eth­oxy group is inclined to the coumarin ring plane by 4.1 (2)°. Electron delocalization was found at the short bridging C—C bond with a bond length of 1.354 (2) Å. In the crystal, mol­ecules are linked via C—H⋯O hydrogen bonds, forming sheets in the bc plane. The sheets are linked via π–π stacking [centroid–centroid distances = 3.5688 (13) and 3.7514 (13) Å], forming a three-dimensional structure.