(5-Chloroquinolin-8-yl)-2-fluorobenzoate. The Halogen Bond as a Structure Director
AbstractStructures containing 8-hydroxyquinoline scaffold are useful for anticancer drug development. The title ester (5-chloroquinolin-8-yl)-2-fluorobenzoate was prepared by the reaction of 2-fluorobenzoyl chloride with 5-chloro-8-hydroxyquinoline. The structure of the title compound was assigned by diverse spectroscopic techniques. Moreover, a crystallographic study was undertaken and its supramolecular characteristics were analyzed. Thus, the central ester fragment C8/O1/C10(O2)/C11 is almost planar with a root mean square (r.m.s.) deviation of 0.0612 Å and it makes dihedral angles of 76.35(6)° and 12.89(11)°, with quinoline and phenyl rings respectively. The structure shows C–H...X (X = halogen) non-classical hydrogen bonds. It also has a halogen…halogen distance less than the sum of the van der Waals radii (3.2171(15) Å). As a result of interactions with halogen atoms, chains of centrosymmetric dimer that form edge-fused R22(18) rings run parallel to the plane (100). View Full-Text
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Moreno-Fuquen, R.; Castillo, J.C.; Abonía, R.; Portilla, J.; Henao, J.A. (5-Chloroquinolin-8-yl)-2-fluorobenzoate. The Halogen Bond as a Structure Director. Molbank 2017, 2017, M934.
Moreno-Fuquen R, Castillo JC, Abonía R, Portilla J, Henao JA. (5-Chloroquinolin-8-yl)-2-fluorobenzoate. The Halogen Bond as a Structure Director. Molbank. 2017; 2017(1):M934.Chicago/Turabian Style
Moreno-Fuquen, Rodolfo; Castillo, Juan C.; Abonía, Rodrigo; Portilla, Jaime; Henao, José A. 2017. "(5-Chloroquinolin-8-yl)-2-fluorobenzoate. The Halogen Bond as a Structure Director." Molbank 2017, no. 1: M934.
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