The hydrogen-bonding network in (+)-N-tosyl-L-glutamic acid.
The asymmetric unit of the alpha polymorph of (+)-N-tosyl-L-glutamic acid, C12H15NO6S, contains two independent molecules which differ in conformation. The carboxylic acid groups form an infinite zigzag chain with characteristic R(2)(2)(8) rings running along the b axis. Intermolecular N-H...O and C-H...O contacts mediate the formation of a three-dimensional supramolecular structure described by R(4)(3)(22), R(6)(6)(44) and R(8)(8)(54) graph-set descriptors. Comparison of the extended structure with that of N-(benzenesulfonyl)glutamic acid shows that a subtle difference in the periphery of the molecule, i.e. the replacement of the toluyl group with a phenyl group, can be accompanied by dramatic changes in molecular assembly.
Zachara
Janusz
J
Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warszawa, Poland. janzac@ch.pw.edu.pl
Madura
Izabela
I
Hajmowicz
Halina
H
Synoradzki
Ludwik
L
D018360:Crystallography, X-Ray; D018698:Glutamic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D014105:Tosyl Compounds / Q000737:chemistry*
D014105:Tosyl Compounds; D018698:Glutamic Acid