title: Synthesis, spectroscopic and structural elucidation of 3-ethylamino-2-(4-nitro-benzoyl)-but-2-enoic acid phenylamide.
abstract: 3-Ethylamino-2-(4-nitro-benzoyl)-but-2-enoic acid phenylamide is synthesized, isolated, spectroscopical and structural characterized by means of linear-polarized IR-spectroscopy (IR-LD) of oriented solids as a colloidal suspension in nematic liquid crystal. The experimental IR-band assignment and structural information are supported by quantum chemical calculations at MP2 and B3LYP level of theory and 6-311++G** basis set. The geometry is characterized by two inramolecular hydrogen bonds of NH...O=C with bond lengths of 2.589 and 3.449 angstroms. The NHO angles are 142.1(3) degrees and 125.8(4) degrees , respectively. A transoide configuration of amide fragments is predicted with a torsion NH-C=O angle of 150.6 degrees . Phenyl fragments are mutually perpendicular oriented closing an angle of 92.6 degrees .
authors.affiliation: Plovdiv University, Department of Organic Chemistry, 24 Tzar Assen Str., Plovdiv 4000, Bulgaria. kolev@orgchm.bas.bg
authors.forename: Tsonko M
authors.initials: TM
authors.lastname: Kolev
authors.forename: Plamen
authors.initials: P
authors.lastname: Angelov
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002087:Butyrates / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009578:Nitrobenzenes; D013055:Spectrophotometry, Infrared / Q000379:methods*; D014732:Vibration
chemical_list: C528389:3-ethylamino-2-(4-nitro-benzoyl)-but-2-enoic acid phenylamide; D000577:Amides; D002087:Butyrates; D009578:Nitrobenzenes