Guang-xiang Zhong, Hong-dan Hu, Chun‐nian Xia
Feb 26, 2010
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Influential Citations
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Journal
Journal of Chemical Crystallography
Abstract
The title compounds, 2′,4′-difluoro-4-[(4-methylbenzoyl)oxy]-N-[4-nitro-3-(trifluoromethyl) phenyl]-[1,1′-biphenyl]-3-carboxamide 2a and 2′,4′-difluoro-4-[(4-chlorobenzoyl)oxy]-N-[4-nitro-3-(trifluoromethyl)phenyl]-[1,1′-biphenyl]-3-carboxamide 2b, synthesized from diflunisal, a registered anti-inflammatory drug, via amidation of carboxlic acid and esterification of phenolic hydroxy group and recrystallized from butanone-ethanol, were confirmed by single-crystal X-ray diffraction [CCDC 753735 and 753736]. The 2a crystallizes in triclinic space group Pī with cell parameters a = 10.562(2) Å, b = 10.696(2) Å, c = 11.061(2) Å, α = 80.503(7)°, β = 84.722(7)°, γ = 73.553(7)° and Z = 2. The 2b crystallizes in triclinic space group Pī with cell parameters a = 9.348(3) Å, b = 11.150(3) Å, c = 11.798(4) Å, α = 106.627(4)°, β = 93.223(4)°, γ = 91.579(5)° and Z = 2. Their packing are stabilized by intermolecular N–H···O hydrogen bonds.Graphical abstractThe title compounds, 2′,4′-difluoro-4-[(4-methylbenzoyl)oxy]-N-[4-nitro-3-(trifluoromethyl)phenyl]-[1,1′-biphenyl]-3-carboxamide 2a and 2′,4′-difluoro-4-[(4-chlorobenzoyl)oxy]-N-[4-nitro-3-(trifluoromethyl) phenyl]-[1,1′-biphenyl]-3-carboxamide 2b, synthesized from diflunisal, a registered anti-inflammatory drug, via amidation of carboxlic acid and esterification of phenolic hydroxy group, were confirmed by single- crystal X-ray diffraction showing their packing are stabilized by intermolecular hydrogen bonds.