Abstract
In the title quinoline derivative, C14H14ClNO3, there is an intra-molecular C-H⋯O hydrogen bond forming an S(6) graph-set motif. The mol-ecule is essentially planar with the mean plane of the ethyl acetate group making a dihedral angle of 5.02 (3)° with the ethyl 6-chloro-2-eth-oxy-quinoline mean plane. In the crystal, offset π-π inter-actions with a centroid-to-centroid distance of 3.4731 (14) Å link inversion-related mol-ecules into columns along the c-axis direction. Hirshfeld surface analysis indicates that H⋯H contacts make the largest contribution (50.8%) to the Hirshfeld surface.
Highlights
In the title quinoline derivative, C14H14ClNO3, there is an intramolecular C— HÁ Á ÁO hydrogen bond forming an S(6) graph-set motif
The molecule is essentially planar with the mean plane of the ethyl acetate group making a dihedral angle of 5.02 (3) with the ethyl 6-chloro-2-ethoxyquinoline mean plane
We report on its crystal and molecular structures along with the Hirshfeld surface analysis
Summary
Quinoline derivatives represent an important class of bioactive heterocyclic compounds in the field of pharmaceuticals (Chu et al, 2019). Quinoline derivatives possess various pharmacological properties such as antibacterial (Panda et al, 2015), anti-HCV (Cannalire et al, 2016), antiviral (Sekgota et al, 2017), anticancer (Tang et al, 2018), antimalarial (van Heerden et al, 2012), antileishmanial (Palit et al, 2009), antitubecular (Xu et al, 2017), anti-inflammatory (de Santos et al, 2015) and anti-Alzheimer’s (Bolognesi et al, 2007) activities. The present work is a continuation of our research work devoted to the synthesis and crystal structure of heterocyclic derivatives (Bouzian et al, 2018; Chkirate et al 2019a,b). We report on its crystal and molecular structures along with the Hirshfeld surface analysis
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