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(4S*)-2-Methyl­amino-3-nitro-4-(4-nitro­phen­yl)-5,6,7,8-tetra­hydro-4H-chromen-5-one

The title compound, C(16)H(15)N(3)O(6), is asymmetric with a chiral centre located in the pyran ring and crystallizes as a racemate. The six-membered carbocyclic ring adopts an envelope conformation with the central CH(2) C atom as the flap. The amine N atom deviates from the mean plane of the pyran...

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Detalles Bibliográficos
Autores principales: Narayanan, P., Kamalraja, Jayabal, Perumal, Paramasivam T., Sethusankar, K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884480/
https://www.ncbi.nlm.nih.gov/pubmed/24427023
http://dx.doi.org/10.1107/S1600536813021181
Descripción
Sumario:The title compound, C(16)H(15)N(3)O(6), is asymmetric with a chiral centre located in the pyran ring and crystallizes as a racemate. The six-membered carbocyclic ring adopts an envelope conformation with the central CH(2) C atom as the flap. The amine N atom deviates from the mean plane of the pyran ring by 0.1365 (15) Å. The nitro­phenyl ring is almost orthogonal to the pyran ring and the mean plane of the six-membered carbocyclic ring, the dihedral angle between their mean planes being 88.30 (7) and 87.61 (8)°, respectively. The mol­ecular structure is stabilized by an intra­molecular N—H⋯O hydrogen bond, which generates an S(6) ring motif. In the crystal, mol­ecules are linked via C—H⋯O hydrogen bonds, forming infinite bands lying parallel to (-110) and composed of alternate R (2) (2)(24) and R (2) (4)(12) graph-set ring motifs. The crystal structure is further stabilized by C—H⋯π inter­actions, forming a three-dimensional structure.