Crystal structure of 6-bromo-2-ferrocenylquinoline, C19H14BrFeN

Abstract

C 19 H 14 BrFeN, monoclinic, P2 1 /c (no. 14), a =9.8612(3) Å, b =13.8034(5) Å, c =11.3372(5) Å, b =90.072(3)°, Source of materialThetitle compound was prepared as described in literature [1]and recrystallized from dichloromethane/petroleum ether solution at room temperature to give the desired crystals suitable for singlecrystal X-raydiffraction. DiscussionQuinolines are present in awide range of natural products with remarkable pharmacologicalp roperties [2][3]. In addition, ferrocenyl derivatives have found numeroususes in various fields of science from organic chemistry to biochemistry [4][5]. Although quinolines are among the most extensively studied heterocyclic compounds [6][7], ferrocenylquinolines are not often found in the literature [1,[8][9][10][11]. Here we report the crystal structure of acompound, obtained via a-alkylation of acetylferrocene and(2-amino-5-bromophenyl)methanol. Aview of the molecular structure of the title compound is given in the figure. The two cyclopentadienyl rings are almost parallel with adihedral angle of 2.7°.The substitutedcyclopentadienyland quinolinyl ring are approximately coplanar, making adihedral angle of 16.1°. In the crystal there exist intermolecular C-Br×××Nhalogen bonds (Br×××N =3.197 Å) [12],which are attributed to constructaone-dimensional chain structure.