6533b826fe1ef96bd1283f76
RESEARCH PRODUCT
N-Methyl-N-(2-nitrophenyl)nitramine andN-methyl-N-(3-nitrophenyl)nitramine
Bartosz ZarychtaZdzisław DaszkiewiczAnna Piecyk-mizgałaJacek Zaleskisubject
Steric effectschemistry.chemical_compoundchemistryHydrogen bondStereochemistryGroup (periodic table)NitroAromaticityGeneral MedicineCrystal structureRing (chemistry)TetrylGeneral Biochemistry Genetics and Molecular Biologydescription
The structures of the two title isomeric compounds (systematic names: N-methyl-N,2-dinitroaniline and N-methyl-N,3-dinitroaniline, both C7H7N3O4) are slightly different because they exhibit different steric hindrances and hydrogen-bonding environments. The aromatic rings are planar. The –N(Me)NO2 and –NO2 groups are not coplanar with the rings. Comparison of the geometric parameters of the ortho, meta and para isomers together with those of N-methyl-N-phenylnitramine suggests that the position of the nitro group has a strong influence on the aromatic ring distortion. The crystal packing is stabilized by weak C—H⋯O hydrogen bonds to the nitramine group.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2005-07-23 | Acta Crystallographica Section C Crystal Structure Communications |