Title of article :
Crystal structure of 16-ferrocenylmethyl-3β-hydroxyestra-1,3,5(10)-trien-17-one: a potential chemotherapeutic drug
Author/Authors :
Carmona-Negro´n, Jose´ A. University of Puerto Rico - Department of Chemistry, Puerto Rico , Flores-Rivera, Mariola M. University of Puerto Rico - Department of Chemical Engineering, Puerto Rico , Dıaz-Reyes, Zaibeth University of Puerto Rico - Department of Chemical Engineering, Puerto Rico , Moore, Curtis E. University of California–San Diego - Department of Chemistry and Biochemistry, USA , Arnold L. Rheigoldc University of California–San Diego - Department of Chemistry and Biochemistry, USA , Mele´ndez, Enrique University of Puerto Rico - Department of Chemistry, Puerto Rico
Abstract :
A new ferrocene complex, 16-ferrocenylmethyl-3β-hydroxyestra-1,3,5(10)-trien-17-one dimethyl sulfoxide monosolvate, [Fe(C5H5)(C24H27O2)]·C2H6OS, has been synthesized and structurally characterized by single-crystal X-ray diffraction techniques. The molecule crystallizes in the space group P21 with one molecule of dimethyl sulfoxide. A hydrogen bond links the phenol group and the dimethyl sulfoxide O atom, with an O⋯O distance of 2.655 (5) Å. The ferrocene group is positioned in the β face of the estrone moiety, with an O—C—C—C torsion angle of 44.1 (5)°, and the carbonyl bond length of the hormone moiety is 1.216 (5) Å, typical of a C=O double bond. The average Fe—C bond length of the substituted Cp ring [Fe—C(Cp*)] is similar to that of the unsubstituted one [Fe—C(Cp)], i.e. 2.048 (3) versus 2.040 (12) Å. The structure of the complex is compared with those of estrone and ethoxymethylestrone.
Keywords :
medicinal chemistry , crystal structure , anticancer compound; ferrocene
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
