title: Hydrogen-bonded dimers in 3-amino-4-anilino-1H-isochromen-1-one and a hydrogen-bonded sheet in 3-amino-4-[methyl(phenyl)amino]-1H-isochromen-1-one.
abstract: The molecules of 3-amino-4-anilino-1H-isochromen-1-one, C15H12N2O2, (I), and 3-amino-4-[methyl(phenyl)amino]-1H-isochromen-1-one, C16H14N2O2, (II), adopt very similar conformations, with the substituted amino group PhNR, where R = H in (I) and R = Me in (II), almost orthogonal to the adjacent heterocyclic ring. The molecules of (I) are linked into cyclic centrosymmetric dimers by pairs of N-H···O hydrogen bonds, while those of (II) are linked into complex sheets by a combination of one three-centre N-H···(O)2 hydrogen bond, one two-centre C-H···O hydrogen bond and two C-H···π(arene) hydrogen bonds.
authors.affiliation: Department of Chemistry, Universidad Nacional de Colombia, Bogotá AA 14490, Colombia.
authors.forename: Daniel E
authors.initials: DE
authors.lastname: Vicentes
authors.forename: Ricaurte
authors.initials: R
authors.lastname: Rodríguez
authors.forename: Justo
authors.initials: J
authors.lastname: Cobo
authors.forename: Christopher
authors.initials: C
authors.lastname: Glidewell
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D019817:Benzoic Acid / Q000737:chemistry*; D018360:Crystallography, X-Ray; D019281:Dimerization; D006860:Hydrogen Bonding; D049934:Isocoumarins / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D015394:Molecular Structure
chemical_list: C584211:3-amino-4-(methyl(phenyl)amino)-1H-isochromen-1-one; C584210:3-amino-4-anilino-1H-isochromen-1-one; D000814:Aniline Compounds; D049934:Isocoumarins; D019817:Benzoic Acid; D019342:Acetic Acid; C023650:aniline; C021313:methylaniline; D000432:Methanol