title: 5-Nitro-N4,N6-diphenylpyrimidine-4,6-diamine: polarized molecules linked into pi-stacked chains via three-centre C-H...(O)2 hydrogen bonds.
abstract: Molecules of the title compound, C(16)H(13)N(5)O(2), have no internal symmetry despite the symmetric pattern of substitution in the pyrimidine ring. The intramolecular distances indicate polarization of the electronic structure. There are two intramolecular N-H...O hydrogen bonds and molecules are linked into centrosymmetric dimers by pairs of three-centre C-H...(O)(2) hydrogen bonds. These dimers are linked into chains by means of a pi-pi stacking interaction.
authors.affiliation: Departamento de Química Inorgánica y Orgánica, Universidad de Jaén, 23071 Jaén, Spain.
authors.forename: Ricaurte
authors.initials: R
authors.lastname: Rodríguez
authors.forename: Manuel
authors.initials: M
authors.lastname: Nogueras
authors.forename: Justo
authors.initials: J
authors.lastname: Cobo
authors.forename: Christopher
authors.initials: C
authors.lastname: Glidewell
mesh_terms: D018360:Crystallography, X-Ray; D003959:Diamines / Q000737:chemistry*; D019281:Dimerization; D006860:Hydrogen Bonding; D008859:Microscopy, Polarization; D008958:Models, Molecular; D011743:Pyrimidines / Q000737:chemistry*
chemical_list: C544577:5-nitro-N4,N6-diphenylpyrimidine-4,6-diamine; D003959:Diamines; D011743:Pyrimidines