The hydrogen-bonding network in deacetylcephalothin.
The structural analysis of deacetylcephalothin [systematic name: (6R,7R)-3-hydroxymethyl-8-oxo-7-(2-thiophen-2-ylacetylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid], C(14)H(14)N(2)O(5)S(2), shows that the geometry of the central bicyclic moiety is close to the geometry exhibited by other biologically active cephalosporin antibiotics. The molecules are arranged in a helical chain running parallel to the 2(1) axis via a strong O-H...O hydrogen bond. The main helices are zipped together via N-H...O interactions, forming infinite layers. The supramolecular architecture is stabilized by O-H...S and C-H...O hydrogen bonds.
Zachara
Janusz
J
Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland. janzac@ch.pw.edu.pl
Madura
Izabela D
ID
Zimniak
Andrzej
A
Oszczapowicz
Irena
I
Chrobak
Iwona
I
D002512:Cephalothin / Q000031:analogs & derivatives* / Q000737:chemistry; D006860:Hydrogen Bonding; D014961:X-Ray Diffraction
C010104:desacetylcephalothin; D002512:Cephalothin