Synthesis, Characterization and Crystal Structures of 3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide and 3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide

Crystals

Jerry P. Jasinski¹  James A. Golen¹  Seranthimata Samshuddin²  Badiadka Narayana² 

[1] Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA;Department of Studies in Chemistry, Mangalore University, Mangalagangotri-574 199, India;

关键词: pyrazoline derivatives;    X-ray crystal structure;    hydrogen bonds;    weak intermolecular interactions;   

DOI  :  10.3390/cryst2031108

来源: mdpi

【 摘 要 】

Two new pyrazoline derivatives, 3,5-bis(4-fluorophenyl)-4,5-dihydropyrazole-1-carboxamide (1) and 3,5-bis(4-fluorophenyl)-4,5-dihydropyrazole-1-carbothioamide (2), were synthesized by reacting 4,4'-difluoro chalcone with semicarbazide hydrochloride and thiosemicarbazide in ethanolic sodium hydroxide solution. Both the compounds were confirmed by single crystal X-ray diffraction data and supported by IR, NMR, and mass spectral data. In 1, crystal packing is stabilized by N–H…O hydrogen bonds and weak N–H...N, N–H…F and C-H…F intermolecular interactions. In 2, only weak N–H…F and N–H…S intermolecular interactions are observed. Crystal data: C₁₆H₁₃F₂N₃O, (1), M_r= 301.29, monoclinic, C2/c, a = 17.6219(6) Å, b = 10.8735(3) Å, c = 15.3216(5) Å, β = 102.864(3)°, V = 2862.11(16) ų, Z = 8, T = 173 K, R(F) = 0.0511, wR(F²)= 0.1333; C₁₆H₁₃F₂N₃S, (2), M_r = 317.35, monoclinic, P2₁/c, a = 14.339(2) Å, b = 11.1478(17) Å, c = 9.541(2)(5) Å, β = 107.007(18)°, V = 1458.5(5) ų, Z = 4, T = 173 K, R(F) = 0.0413, wR(F²)= 0.0959.

【 授权许可】

CC BY   
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