title: Crystal structure and solid state 13C NMR analysis of N-(methyl 3,4,6-tri-O-acetyl-alpha, and beta-D-glucopyranosid-2-yl)-oxamide derivative of p-chloroaniline, N,N-diethylamine, N-methylaniline and N-ethylaniline.
abstract: The X-ray diffraction analysis of N-(methyl 3,4,6-tri-O-acetyl-alpha-D-glucopyranosid-2-yl)-N'-p-chlorophenyloxamide (1), N-(methyl 3,4,6-tri-O-acetyl-alpha-D-glucopyranosid-2-yl)-N',N'-diethyloxamide (2), N-acetyl, N-(methyl 3,4,6-tri-O-acetyl-beta-D-glucopyranosid-2-yl), N'-methyl, N'-phenyloxamide (3), N-acetyl, N-(methyl 3,4,6-tri-O-acetyl-beta-D-glucopyranosid-2-yl), N'-ethyl, N'-phenyloxamide (4) was performed. It was found that the oxamide group in compounds 1-4 can be characterized as two structurally independent amides because there is no pi conjugation across the oxalyl OC-CO bond. Only the oxamide group of 1 is planar and adopts trans conformation stabilized as two intramolecular N-H...O hydrogen bonds.
authors.affiliation: Department of Chemistry, Warsaw University, Pasteura 1, PL-02-093, Warsaw, Poland. atemer@chem.uw.edu.pl
authors.forename: A
authors.initials: A
authors.lastname: Temeriusz
authors.forename: R
authors.initials: R
authors.lastname: Anulewicz
authors.forename: I
authors.initials: I
authors.lastname: Wawer
authors.forename: T M
authors.initials: TM
authors.lastname: Krygowski
authors.forename: B
authors.initials: B
authors.lastname: Piekarska-Bartoszewicz
authors.forename: M
authors.initials: M
authors.lastname: Rowińska
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray / Q000379:methods; D015394:Molecular Structure; D008970:Molecular Weight; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D010072:Oxamic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D000814:Aniline Compounds; D010072:Oxamic Acid