SYNTHESIS, CHARACTERIZATION AND CRYSTAL STRUCTURES OF BENZOHYDRAZONE COMPOUNDS DERIVED FROM 5-METHYLSALICYLALDEHYDE
A series of three new benzohydrazone derivatives, N'-(2-hydroxy-5-methylbenzylidene)-4-methylbenzohydrazide (1), N'-(2-hydroxy-5-methylbenzylidene)-4-hydroxybenzohydrazide (2), and N'-(2-hydroxy-5-methylbenzylidene)-4-dimethylaminobenzohydrazide (3), were prepared and characterized by...
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| Autores principales: | , , |
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| Lenguaje: | English |
| Publicado: |
Sociedad Chilena de Química
2014
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| Materias: | |
| Acceso en línea: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000400004 |
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| Sumario: | A series of three new benzohydrazone derivatives, N'-(2-hydroxy-5-methylbenzylidene)-4-methylbenzohydrazide (1), N'-(2-hydroxy-5-methylbenzylidene)-4-hydroxybenzohydrazide (2), and N'-(2-hydroxy-5-methylbenzylidene)-4-dimethylaminobenzohydrazide (3), were prepared and characterized by elemental analysis, Ή and 13C NMR, and single crystal X-ray diffraction. Compound (1) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 27.421(1) Å, b = 9.9843(4) Å, c = 24.302(1) Å, β = 119.416(2)°, V = 5795.7(5) ų, Z = 16, R1 = 0.0520, and wR2 = 0.1172. Compound (2) crystallizes in the orthorhombic space group Pna2(1) with unit cell dimensions a = 9.511(2) Å, b = 9.866(2) Å, c = 13.871(3) Å, V = 1301.6(5) ų, Z = 4, R1 = 0.0342, and wR2 = 0.0912. Compound (3) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 26.957(2) Å, b = 10.0612(9) Å, c = 25.526(2) Å, β = 114.405(3)°, V= 6304.5(10) ų, Z = 16, R1 = 0.0532, and wR2 = 0.1079. X-ray diffraction indicated that the benzohydrazone molecules of the compounds display trans configuration with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by hydrogen bonds and weak π···π interactions. |
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