Abstract
In the title compound, C24H15Cl2N3O2, one quinoline ring system is essentially planar and the other is slightly bent. An intra-molecular O-H⋯N hydrogen bond involving the hy-droxy group and a pyridine N atom forms an S(5) ring motif. In the crystal, two mol-ecules are associated into an inversion dimer with two R 2 2(7) ring motifs through inter-molecular O-H⋯N and O-H⋯O hydrogen bonds. The dimers are further linked by an inter-molecular C-H⋯O hydrogen bond and four C-H⋯π inter-actions, forming a two-dimensional network parallel to (001).
Highlights
In the title compound, C24H15Cl2N3O2, one quinoline ring system is essentially planar and the other is slightly bent
Two molecules are associated into an inversion dimer with two R22(7) ring motifs through intermolecular O—HÁ Á ÁN and O—HÁ Á ÁO hydrogen bonds
Molecules are linked by intermolecular O— HÁ Á ÁO and O—HÁ Á ÁN hydrogen bonds [O3—H3Á Á ÁO4i and O4—H4Á Á ÁN5i; symmetry code: (i) –x + 1, –y + 2, –z + 2], forming an inversion dimer with two R22(7) ring motifs (Fig. 2 and Table 1)
Summary
8-Quinolinol and its derivatives are well-known chelating agents in analytical chemistry and bidentate ligands to metal ions in structural chemistry. Multinuclear metal complexes based on the dimeric 8-quinolinol ligand, 1,1-bis(8hydroxyquinolin-7-yl)ethane, have been investigated (Zhu et al, 2012; Zhang et al, 2014; Wu et al, 2017; Gao et al, 2018). On the other hand, Yamato et al (1986, 1987) reported the aromatic-group-substituted dimeric 8-quinolinol derivatives, 1,1-bis(8-hydroxyquinolin-7-yl)-1-(4-methoxyphenyl)methane, 1,1-bis(8-hydroxyquinolin-7-yl)-1-(furan-2-yl)methane and 1,1-bis(8-hydroxyquinolin-7-yl)-1-(thiophen-2-yl)methane, to be candidates for antitumor agents. We are attempting to develop a 2-pyridyl group-introduced dimeric 8-quinolinolbased ligand for mono- and multi-nuclear metal complexes, and report here the crystal structure of the title compound
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