Syntheses, Crystal Structures and Antimicrobial Studies of Two New Semicarbazone Derivatives

Autor: Hoong-Kun Fun, Chin Wei Ooi, Bhadrachari Garudachari, Ching Kheng Quah, Nishitha Isloor, Tze Shyang Chia, Arun M. Isloor
Rok vydání: 2013
Předmět:
Zdroj: Journal of Chemical Crystallography. 44:51-56
ISSN: 1572-8854
1074-1542
DOI: 10.1007/s10870-013-0483-1
Popis: Two new derivatives of semicarbazone, (E)-2-(hexan-2-ylidene)hydrazinecarboxamide and (E)-2-(heptan-2-ylidene)hydrazinecarboxamide were synthesized and characterized by IR and 1H NMR. Their crystal structures were characterized by X-ray diffraction method. Compound (I) crystallizes in triclinic $$P\overline{1}$$ , a = 6.7679(7) A, b = 7.1912(8) A, c = 9.9969(11) A, α = 108.824(2)°, β = 99.398(3)°, γ = 92.680(2)°, V = 451.75(8) A3, Z = 2, R 1 = 0.043 and wR 2 = 0.140. Compound (II) crystallizes in triclinic $$P\overline{1}$$ , a = 6.7192(6) A, b = 7.2094(6) A, c = 11.2842(11) A, α = 103.303(2)°, β = 106.198(2)°, γ = 91.219(1)°, V = 508.70(8) A3, Z = 2, R 1 = 0.044 and wR 2 = 0.133. Their molecules adopt a L-shape conformation with C atom in C=N double bond acting as the junction point. The C=O double bond indicate the existence of semicarbazone group in keto-like form for both compounds in their solid state. In the crystal, the carbonyl O atom for both derivatives acts as a common acceptor in the intermolecular bifurcated N–H···O hydrogen bonding which linked the molecules into one-dimensional supramolecular ribbons. Antimicrobial studies by serial dilution method showed both compounds exhibit antibacterial property. Two new semicarbazone derivatives are characterized by IR, 1H NMR and single crystal X-ray diffraction methods and their antibacterial activity was further investigated by screening against four different bacterial strains.
Databáze: OpenAIRE
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