Synthesis,Crystal Structure and Antifungal Activities of 3-Methyl-1-(4-methylphenyl)-4-(N-4-trifluor

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The title compound 3-methyl-1-(4-methylphenyl)-4-(N-4-trifluoromethylphenyl) aminomethyl-5-(4-methoxyphenylthio)-1H-pyrazole has been synthesized via a four-step reaction and characterized by IR,1H NMR,elemental analysis and X-ray crystallography.The compound crystallizes in monoclinic,space group P21/c with a = 8.7170(15),b = 18.355(3),c = 15.292(3) ,β = 103.445(3)°,V = 2379.7(7) 3,Dc = 1.350 g/cm3,Z = 4,μ = 0.184,F(000) = 1008,and the final R = 0.0491 and wR = 0.1339 for 4160 observed reflections(I > 2σ(I)).The results demonstrate that there is a face-to-face π-π stacking interaction between one benzene ring(C(19)~C(24)) and another(C(13)~C(18)) at a plane-plane distance of 3.3539 .The ring normal and vector between the ring centroids form an angle of 18.2o up to the centroid-to-centroid distance of 3.5273 .The crystal structure is stabilized by the intermolecular hydrogen bond of N(3)-H(3A)···N(2)(symmetry code:A –x+1,–y+1,–z).The preliminary biological test shows that the title compound has a moderate antifungal activity. The title compound 3-methyl-1- (4-methylphenyl) -4- (N-4-trifluoromethylphenyl) aminomethyl- 5- (4-methoxyphenylthio) -1H-pyrazole has been synthesized via a four-step reaction and characterized by IR , 1H NMR, elemental analysis and X-ray crystallography. The compound crystallizes in monoclinic space group P21 / c with a = 8.7170 (15), b = 18.355 (3), c = 15.292 3) °, V = 2379.7 (7) 3, Dc = 1.350 g / cm3, Z = 4, μ = 0.184, F (000) = 1008, and the final R = 0.0491 and wR = 0.1339 for 4160 observed reflections ( I> 2σ (I)). The results demonstrate that there is a face-to-face π-π stacking interaction between one benzene ring (C (19) ~ C 18)) at a plane-plane distance of 3.3539 . The ring normal and vector between the ring centroids form an angle of 18.2 o up to the centroid-to-centroid distance of 3.5273 . The crystal structure is stabilized by the intermolecular hydrogen bond of N (3) -H (3A) ··· N (2) (symmetry code: A -x + 1, -y + 1, -z) st shows that the title compound has a moderate antifungal activity.
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