Synthesis, Spectral Characterization and Crystal Structure of 2-((3-Aminophenyl)(phenyl)methylene) hydrazinecarboxamide

Yi-Chen Chan, Abdussalam Salhin Mohamed Ali, Melati Khairuddean, Ching-Kheng Quah

School of Chemical Sciences, Universiti Sains Malaysia, Penang, Malaysia.
X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang, Malaysia.

DOI: 10.4236/jcpt.2013.32010                

Abstract

A benzophenone substituted semicarbazone, 2-((3-aminophenyl)(phenyl)methylene)hydrazinecarboxamide (APHC) had been synthesized in good yield by the condensation of 3-aminobenzophenone and semicarbazide hydrochloride. The title compound was elucidated by elemental analysis (CHN), FTIR, ¹H and ¹³C-NMR, ¹H-¹H COSY, TGA and single crystal X-ray diffraction. The compound crystallized in the orthorhombic crystal system with space group of Pccn, Z = 32, V = 10375.1 (2) ?³, and lattice constants a = 12.3855 (1) ?, b = 34.5746 (5) ?, c = 24.2283 (3) ? and γ = β = α = 90°. The molecular view shows that APHC contains four molecules of each species in the asymmetric unit, with similar geometries. However, there is no intramolecular hydrogen bond found in the crystal structure of the synthesized compound. X-ray diffraction also reveals that the molecule of the semicarbazone exists as a Z isomer with respect to the C=N.

Keywords

Semicarbazone; Aminobenzophenone; Benzophenone; Hydrazone

Conflicts of Interest

The authors declare no conflicts of interest.

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