Syntheses, Crystal Structures and Antibacterial Activities of Two Heterocyclic Schiff Base Compounds

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Two heterocyclic Schiff bases were synthesized via the condensation reactions of primary amines with carbonyl compounds. 2-[(4-pyridylmethylene)-amino] phenol(compound 1) was synthesized by the interaction of 4-pyridinecarboxaldehyde with o-aminophenol in ethanol solvent; N,N‘-bis(3-(furan-2-yl)allylidene)benzene-1,4-diamin(compound 2) was synthesized by the interaction of 3-(2-furyl)acrolein with p-phenylenediamine in ethanol medium. The compounds were characterized by elemental analysis, IR, MS and single-crystal X-ray diffraction. Compound 1(C12H10N2O) crystallizes in the monoclinic system, space group P21/c with a = 7.0771(7), b = 7.2820(7), c = 19.849(2),β= 96.3390(10)°, V = 1016.66(17) ?3, Z = 4, Mr = 198.22, Dc = 1.295 g/cm3, F(000) = 416, GOOF = 1.060, μ= 0.085 mm-1, the final R = 0.0371 and wR = 0.0929 for 1497 observed reflections with I > 2σ(I). Compound 2(C20H16N2O2) crystallizes in the orthorhombic system, space group Fdd2 with a = 26.344(15), b = 48.50(3), c = 5.293(3), V = 6764(7) ?3, Z = 16, Mr = 316.35, Dc = 1.243 g/cm3, F(000) = 2656, GOOF = 1.043, = 0.081 mm-1, the final R = 0.0526 and wR = 0.1267 for 2059 observed reflections with I > 2σ(I). 1 and 2 molecules are connected through hydrogen bonds to generate a 2D network and a 1D chain structure, respectively. The preliminary antibacterial activity results showed that the title compounds display excellent antibacterial activities to Escherichia coli, Staphylococcus aureus and Bacillus subtilis. Two heterocyclic Schiff bases were synthesized via the interaction of 4-pyridinecarboxaldehyde with o-aminophenol in ethanol solvent; 2 - [(4-pyridylmethylene) -amino] phenol 1,4-diamin (compound 2) was synthesized by the interaction of 3- (2-furyl) acrolein with p-phenylenediamine in ethanol medium Compound 1 characterized by elemental analysis, IR, MS and single-crystal X-ray diffraction. Compound 1 (C12H10N2O) crystallizes in the monoclinic system, space group P21 / c with a = 7.0771 (7), b = , C = 19.849 (2), β = 96.3390 (10) °, V = 1016.66 (17)? 3, Z = 4, Mr = 198.22, Dc = 1.295 g / cm3, F (000) = 416, GOOF = (C20H16N2O2) crystallizes in the orthorhombic system, space group Fdd2 with a = 26.344 (15), the final R = 0.0371 and wR = 0.0929 for 1497 were reflections with I> 2σ (I) ), b = 48.50 (3), c = 5.29 3 = 3, V = 6764 (7)? 3, Z = 16, Mr = 316.35, Dc = 1.243 g / cm3, F (000) = 2656, GOOF = 1.043, = 0.081 mm- 0.0526 and wR = 0.1267 for 2059 observed reflections with I> 2σ (I). 1 and 2 molecules are connected through hydrogen bonds to generate a 2D network and a 1D chain structure, respectively. The preliminary antibacterial activity results showed that the title compounds display excellent antibacterial activities to Escherichia coli, Staphylococcus aureus and Bacillus subtilis.
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