Hydrazones, ArNHN=CRCH2COX, from Reactions of Arylhydrazines, ArNHNH2, with 1,3-Dicarbonyl Compounds, RCOCH2COX(X = OR1 or NHPh): Crystal Structures of (E)-4-O2NC6H4NHN=CMeCH2CO2R1 (R-1 = Me or Et) and (E)-PhNHN=CPhCH2CONHPh

摘要

The molecular and crystal structures of (E)-4-O-2 NC6H4NHN=CMeCH2CO2R1 (4: R-1 = Me; 5: R-1 = Et) and (E)-PhNHN=CPhCH2CONHPh (6) are reported from data collected at 120(2) K. The major intermolecular interactions in both 4 and 5 involve the hydazonyl NH and the carbonyl oxygen, with formation of symmetric dimers. Due to 4 and 5 each having different sets of additional intermolecular interactions, different supramolecular arrays are produced: molecules of 4 are linked into a three-dimension structure, while zig-zag chains of molecules of 5 are obtained. Chains of molecules of 6, prepared from PhNHNH2 and PhCOCH2CONHPh, are obtained from intermolecular hydrogen bonds involving amido NH and carbonyl oxygen moieties. Further interactions, C-H-pi(arene), C-H-O and pi-pi stacking interactions in 6 produces a three dimensional array. Compound 4 crystallizes in the triclinic space group P - 1 with a = 7.7027(2) angstrom, b = 7.8103(2) angstrom, c = 11.1761(3) angstrom, alpha = 77.054(2)degrees, b = 79.425(2)degrees, gamma = 81.097(2)degrees. Compound 5 crystallizes in the triclinic space group P - 1 with a = 5.6323(2) angstrom, b = 9.9695(3) angstrom, c = 11.0286(4) angstrom, alpha = 91.859(2)degrees, beta = 102.034(2)degrees, gamma = 98.898(3)degrees. Compound 6 crystallizes in the monoclinic space group P21/c with a = 10.4255(8) angstrom, b = 10.4255(8) angstrom, c = 9.3368(5) angstrom, beta = 113.780(4)degrees.