title: Electronic structure, novel synthesis, and O-H...O and C-H...O interactions in two 6-oxopiperidine-2-carboxylic acid derivatives.
abstract: Molecules of (S)-6-oxo-1-(thiophen-2-ylmethyl)piperidine-2-carboxylic acid, C11H13NO3S, crystallize as single enantiomers in the space group P21 and the thiophene ring is disordered over two positions, while (S)-6-oxo-1-(thiophen-3-ylmethyl)piperidine-2-carboxylic acid, C11H13NO3S, crystallizes as a single enantiomer in the space group P212121. Their absolute configurations were confirmed by anomalous dispersion effects in diffraction measurements on the crystals. The molecules of each compound are linked by a combination of strong O-H...O hydrogen bonds and weak C-H...O interactions, resulting in two- and three-dimensional networks, respectively, in the crystal structures.
authors.affiliation: Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Radlinského 9, SK-812 37 Bratislava, Slovak Republic.
authors.forename: Viktor
authors.initials: V
authors.lastname: Vrábel
authors.affiliation: Institute of Mathematics and Physics, Faculty of Mechanical Engineering, Slovak University of Technologyy, Námestie slobody 17, SK-812 31 Bratislava, Slovak Republic.
authors.forename: Július
authors.initials: J
authors.lastname: Sivý
authors.affiliation: Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Radlinského 9, SK-812 37 Bratislava, Slovak Republic.
authors.forename: Peter
authors.initials: P
authors.lastname: Šafář
authors.affiliation: Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Radlinského 9, SK-812 37 Bratislava, Slovak Republic.
authors.forename: Štefan
authors.initials: Š
authors.lastname: Marchalín
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010875:Pipecolic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D010880:Piperidines / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
chemical_list: C000592834:(S)-6-oxo-1-(thiophen-3-ylmethyl)piperidine-2-carboxylic acid; C030878:6-oxopiperidine-2-carboxylic acid; D002264:Carboxylic Acids; D010875:Pipecolic Acids; D010880:Piperidines; D013876:Thiophenes
keywords: crystal structure; disorder; electronic structures; hydrogen bonding; pharmaceutical compounds; piperidinecarboxylic acids; piperidinone