Crystal structure of 1-(4-fluorophenyl)chromeno[4,3-c]pyrazol-4(1H)-one, C16H9FN2O2

Abstract

C 16H9FN2O2,m onoclinic, P21/n (no. 14), a =10.3937(3) Å, b =8.5822(3) Å, c =14.5067(4) Å, b =99.071(2)°, Source of materialThe title compound was prepared by amodified literature procedure [1]. 4-chloro-2-oxo-2H-chromene-3-carbaldehyde dissolved in dichloromethane was added to am ixture of 4-fluorophenylhydrazine hydrochloride and an excess of triethylamine in dichloromethane at room temperature. After removal of the solvent the remaining solid was washed with water and dried in vacuum. Suitable crystals were obtained by slow evaporation of achloroform solution. Experimental detailsHydrogen atoms were calculated and refined using ar iding model. DiscussionThe chromeno [4,3-c]pyrazol-4(1H)-one part of the molecule is planar. Because of steric hindrance between H10 and H14 the 4-fluorophenylring is out of plane. The torsion angle N2-N1-C13-C18 is 67.2(2)°is similar to that published in [1] for the molecule without fluorine at position 4ofthe phenyl ring (73.1(6)°). Also the other bond angles and bond lengths do not show significant differences to that described in [1].