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(2R,3R)-3-O-Benzoyl-N-benzyl-tartramide.

Madura ID, Zachara J, Bernaś U, Hajmowicz H, Synoradzki L - Acta Crystallogr Sect E Struct Rep Online (2012)

Bottom Line: The title compound, C(18)H(17)NO(6) [systematic name: (2R,3R)-4-benzyl-amino-2-benzo-yloxy-3-hy-droxy-4-oxobutanoic acid], is the first structurally characterized unsymmetrical monoamide-monoacyl tartaric acid derivative.The mol-ecule shows a staggered conformation around the tartramide Csp(3)-Csp(3) bond with trans-oriented carboxyl and amide groups.There are no directional inter-actions between the double layers.

View Article: PubMed Central - HTML - PubMed

Affiliation: Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warszawa, Poland.

ABSTRACT
The title compound, C(18)H(17)NO(6) [systematic name: (2R,3R)-4-benzyl-amino-2-benzo-yloxy-3-hy-droxy-4-oxobutanoic acid], is the first structurally characterized unsymmetrical monoamide-monoacyl tartaric acid derivative. The mol-ecule shows a staggered conformation around the tartramide Csp(3)-Csp(3) bond with trans-oriented carboxyl and amide groups. The mol-ecular conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds between the carboxyl and amide carbonyl groups, forming translational chains along [001]. Further O-H⋯O and N-H⋯O hydrogen bonds as well as weaker C-H⋯O and C-H⋯π inter-molecular inter-actions extend the supra-molecular assembly into a double-layer structure parallel to (100). There are no directional inter-actions between the double layers.

No MeSH data available.


Related in: MedlinePlus

ORTEP plot of the molecular structure of the title compound, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are depicted as spheres with arbitrary radii. Dotted line indicates intramolecular hydrogen bond.
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Fap1: ORTEP plot of the molecular structure of the title compound, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are depicted as spheres with arbitrary radii. Dotted line indicates intramolecular hydrogen bond.


(2R,3R)-3-O-Benzoyl-N-benzyl-tartramide.

Madura ID, Zachara J, Bernaś U, Hajmowicz H, Synoradzki L - Acta Crystallogr Sect E Struct Rep Online (2012)

ORTEP plot of the molecular structure of the title compound, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are depicted as spheres with arbitrary radii. Dotted line indicates intramolecular hydrogen bond.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3379450&req=5

Fap1: ORTEP plot of the molecular structure of the title compound, with displacement ellipsoids drawn at the 50% probability level. Hydrogen atoms are depicted as spheres with arbitrary radii. Dotted line indicates intramolecular hydrogen bond.
Bottom Line: The title compound, C(18)H(17)NO(6) [systematic name: (2R,3R)-4-benzyl-amino-2-benzo-yloxy-3-hy-droxy-4-oxobutanoic acid], is the first structurally characterized unsymmetrical monoamide-monoacyl tartaric acid derivative.The mol-ecule shows a staggered conformation around the tartramide Csp(3)-Csp(3) bond with trans-oriented carboxyl and amide groups.There are no directional inter-actions between the double layers.

View Article: PubMed Central - HTML - PubMed

Affiliation: Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warszawa, Poland.

ABSTRACT
The title compound, C(18)H(17)NO(6) [systematic name: (2R,3R)-4-benzyl-amino-2-benzo-yloxy-3-hy-droxy-4-oxobutanoic acid], is the first structurally characterized unsymmetrical monoamide-monoacyl tartaric acid derivative. The mol-ecule shows a staggered conformation around the tartramide Csp(3)-Csp(3) bond with trans-oriented carboxyl and amide groups. The mol-ecular conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds between the carboxyl and amide carbonyl groups, forming translational chains along [001]. Further O-H⋯O and N-H⋯O hydrogen bonds as well as weaker C-H⋯O and C-H⋯π inter-molecular inter-actions extend the supra-molecular assembly into a double-layer structure parallel to (100). There are no directional inter-actions between the double layers.

No MeSH data available.


Related in: MedlinePlus