TY - JOUR
T1 - Preparation and crystal structure of trans-S,S-[N,N′-bis(2-hydroxyethyl)ethylenediamine(oxalato)platinum(II)]
T2 - a spontaneous resolution of individual crystals of pure optical isomers upon recrystallization
AU - Quanyun, Xu
AU - Khokhar, Abdul R.
AU - Bear, John L.
N1 - Funding Information:
This work was supported by Grant CA41581 from the National Cancer Institute to Dr A. R. Khokhar. We are grateful to Dr I. Bernal for his helpful suggestions and discussions.
PY - 1990/12/3
Y1 - 1990/12/3
N2 - The crystal structure of the antitumor compound trans-S,S-[N,N′]-bis(2-hydroxyethyl)- ethylenediamine(oxalato)platinum(II)] has been determined by X-ray diffraction. This pure optical compound is tetragonal and has the following parameters: space group P41212, a=6.816(5), c=26.139(15) Å, Z=4. The structure was refined on 1042 non-zero Mo Kα reflections to R=0.035. The slightly distorted square planar environment of the platinum atom includes two nitrogens of the diamine in cis positions and two oxygens from the bidentate oxalate. The PtN and PtO distances average 2.025 and 2.037 Å, respectively. The binding of the diamine ligand gives a NPtN angle of 84.7°, whereas the smaller OPtO angle of 82.5° probably results from a slight torsional twist of the oxalate. The molecular chirality facilitates the formation of two OH···O and two NH···O hydrogen bonds per molecule. This favorable pattern of hydrogen bonding is a possible driving force for resolution of the trans-S,tS- pure optical isomer in a mixture upon crystallization into individual crystals.
AB - The crystal structure of the antitumor compound trans-S,S-[N,N′]-bis(2-hydroxyethyl)- ethylenediamine(oxalato)platinum(II)] has been determined by X-ray diffraction. This pure optical compound is tetragonal and has the following parameters: space group P41212, a=6.816(5), c=26.139(15) Å, Z=4. The structure was refined on 1042 non-zero Mo Kα reflections to R=0.035. The slightly distorted square planar environment of the platinum atom includes two nitrogens of the diamine in cis positions and two oxygens from the bidentate oxalate. The PtN and PtO distances average 2.025 and 2.037 Å, respectively. The binding of the diamine ligand gives a NPtN angle of 84.7°, whereas the smaller OPtO angle of 82.5° probably results from a slight torsional twist of the oxalate. The molecular chirality facilitates the formation of two OH···O and two NH···O hydrogen bonds per molecule. This favorable pattern of hydrogen bonding is a possible driving force for resolution of the trans-S,tS- pure optical isomer in a mixture upon crystallization into individual crystals.
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U2 - 10.1016/S0020-1693(00)88142-6
DO - 10.1016/S0020-1693(00)88142-6
M3 - Article
AN - SCOPUS:44949288414
SN - 0020-1693
VL - 178
SP - 107
EP - 111
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
IS - 1
ER -