title: Two isomeric reaction products: hydrogen-bonded sheets in methyl 4-(5-amino-3-phenyl-1H-pyrazol-1-yl)-3-nitrobenzoate and hydrogen-bonded chains of edge-fused rings in methyl 3-nitro-4-[(5-phenyl-1H-pyrazol-3-yl)amino]benzoate.
abstract: In methyl 4-(5-amino-3-phenyl-1H-pyrazol-1-yl)-3-nitrobenzoate, C(17)H(14)N(4)O(4), the molecules are linked into complex sheets by a combination of N-H...N, N-H...O and C-H...O hydrogen bonds. In the isomeric methyl 3-nitro-4-[(5-phenyl-1H-pyrazol-3-yl)amino]benzoate, molecules exhibit a polarized molecular-electronic structure and are linked into chains of edge-fused rings by a combination of N-H...O and C-H...O hydrogen bonds.
authors.affiliation: Departamento de Química, Universidad de Valle, AA 25360 Cali, Colombia.
authors.forename: Jaime
authors.initials: J
authors.lastname: Portilla
authors.forename: Ernesto G
authors.initials: EG
authors.lastname: Mata
authors.forename: Justo
authors.initials: J
authors.lastname: Cobo
authors.forename: John N
authors.initials: JN
authors.lastname: Low
authors.forename: Christopher
authors.initials: C
authors.lastname: Glidewell
mesh_terms: D001565:Benzoates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007536:Isomerism; D008958:Models, Molecular; D008968:Molecular Conformation; D009574:Nitro Compounds / Q000737:chemistry*; D009579:Nitrobenzoates / Q000737:chemistry*; D011720:Pyrazoles / Q000737:chemistry*
chemical_list: D001565:Benzoates; D009574:Nitro Compounds; D009579:Nitrobenzoates; D011720:Pyrazoles; C524197:methyl 3-nitro-4-((5-phenyl-1H-pyrazol-3-yl)amino)benzoate; C524196:methyl 4-(5-amino-3-phenyl-1H-pyrazol-1-yl)-3-nitrobenzoate