RESUMEN
The compound N-[2-(4-fluoro-3-phen-oxy-benzo-yl)hydrazinecarbo-thio-yl]benzamide, C21H16FN3O3S, crystallizes in the monoclinic centrosymmetric space group P21/c and its mol-ecular conformation is stabilized via an intra-molecular N-Hâ¯O hydrogen bond. The corresponding para-meth-oxy derivative, namely, N-[2-(4-fluoro-3-phen-oxy-benzo-yl)hydrazinecarbo-thio-yl]-4-meth-oxy-benzamide, C22H18FN3O4S, crystallizes in the monoclinic centrosymmetric space group C2/c. The supra-molecular network mainly comprises N-Hâ¯O, N-Hâ¯S and C-Hâ¯O hydrogen bonds, which contribute towards the formation of the crystal structures for the two mol-ecules. The different inter-molecular inter-actions have been further analysed using Hirshfeld surface analysis and fingerprint plots.
RESUMEN
In the molecular structures of a series of substituted chalcones, namely (2E)-3-(2-fluoro-4-phenoxyphenyl)-1-phenylprop-2-en-1-one, C21H15FO2, (I), (2E)-3-(2-fluoro-4-phenoxyphenyl)-1-(4-fluorophenyl)prop-2-en-1-one, C21H14F2O2, (II), (2E)-1-(4-chlorophenyl)-3-(2-fluoro-4-phenoxyphenyl)prop-2-en-1-one, C21H14ClFO2, (III), (2E)-3-(2-fluoro-4-phenoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one, C22H17FO2, (IV), and (2E)-3-(2-fluoro-4-phenoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one, C22H17FO3, (V), the configuration of the keto group with respect to the olefinic double bond is s-cis. The molecules pack utilizing weak C-H...O and C-H...pi intermolecular contacts. Identical packing motifs involving C-H...O interactions, forming both chains and dimers, along with C-H...pi dimers and pi-pi aromatic interactions are observed in the fluoro, chloro and methyl derivatives.
Asunto(s)
Chalconas/química , Chalconas/clasificación , Flúor/química , Antibacterianos/síntesis química , Antibacterianos/química , Antiinflamatorios/síntesis química , Antiinflamatorios/química , Antifúngicos/síntesis química , Antifúngicos/química , Cristalografía por Rayos X , Enlace de Hidrógeno , Estructura MolecularRESUMEN
In the title compounds 5-(3-fluoro-4-phenoxyphenyl)-1,3-biphenyl-4,5-dihydro-1H-pyrazole, C27H21FN2O, (I), 3-(4-chlorophenyl)-5-(3-fluoro-4-phenoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole, C27H20ClFN2O, (II), 5-(3-fluoro-4-phenoxyphenyl)-3-(4-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole, C28H23FN2O, (III), and 5-(3-fluoro-4-phenoxyphenyl)-3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole, C28H23FN2O2, (IV), the five-membered pyrazole ring exists in an envelope conformation. The crystal structure of (I) has three independent C-H...pi intermolecular interactions. In (II), an intermolecular C-Cl...pi contact is present, forming molecular chains. Replacement of this chloro group in (II) by a methyl group yields an isomorphic crystal structure, (III).
Asunto(s)
Pirazoles/química , Cristalografía por Rayos X , Enlace de Hidrógeno , Estructura MolecularRESUMEN
The crystal structures of the title compounds, viz. C24H14F2N2O2, (I), and C25H17FN2O2, (II), respectively, have been determined in order to unravel the role of an ordered F atom in generating stable supramolecular assemblies. On changing the substitution from fluorine to a methyl group, C-H...F interactions are replaced by C-H...pi interactions, revealing the importance of such weak interactions when present alongside N-H...O and C-H...O hydrogen bonds. The dihedral angle between the planes of the 4-fluorophenyl ring and the pyridine ring is 26.8 (1) degrees in (I), while that between the planes of the 4-methylphenyl and pyridine rings is 29.5 (1) degrees in (II).
