Synthesis and Spectral Studies of Bisthiocarbohydrazone and Biscarbohydrazone of Quinoline-2-carbaldehyde: Crystal Structure of Bis(quinoline-2-aldehyde) Thiocarbohydrazone |
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Authors: | E Manoj M R Prathapachandra Kurup E Suresh |
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Institution: | (1) Department of Applied Chemistry, Cochin University of Science and Technology, Kochi, 682 022, Kerala, India;(2) Analytical Science Division, Central Salt and Marine Chemicals Research Institute, Bhavnagar, 364 002, Gujarat, India |
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Abstract: | Abstract Two new ligands, having flexible coordination ability, 1,5-bis(quinoline-2-carbaldehyde) thiocarbohydrazone and 1,5-bis(quinoline-2-carbaldehyde)
carbohydrazone were synthesized and characterized by elemental analysis, IR, and UV spectral studies. The compounds exist
in the thione/ketone tautomeric forms, as evidenced by IR spectral data. The structure of bis(quinoline-2-aldehyde) thiocarbohydrazone
has been solved by single crystal XRD study. The compound C21H16N6S crystallizes in triclinic form with two independent molecules in the asymmetric unit, space group , Z = 4, V = 1856.1(6) ?3 with unit cell parameters a = 11.331(2) ?, b = 11.714(2) ?, c = 15.116(3) ?, α = 100.369(4)°, β = 109.512(4)° and γ = 90.134(4)°.
Both molecules exist in the thione forms and show a Z–Z configuration about both azomethine bonds, with quinoline nitrogens on opposite sides. The N–N, N–C and the C–S bond distances
of the thiocarbohydrazide moiety suggest extensive electron delocalization of the whole thiocarbohydrazone moiety.
Index Abstract Synthesis and spectral studies of bisthiocarbohydrazone and biscarbohydrazone of quinoline-2-carbaldehyde: Crystal structure
of bis(quinoline-2-aldehyde) thiocarbohydrazone, E. Manoj, M. R. Prathapachandra Kurup, E. Suresh. Bis(quinoline-2-aldehyde)
thiocarbohydrazone crystallizes in the tricliniccrystal system with two independent molecules in the asymmetric unit, and
exists in the thione tautomeric form. Both molecules show a Z-Z configuration about both azomethinebonds, with quinoline nitrogens
on opposite sides. The N–N, N–C and the C–S bond distances of the thiocarbohydrazide moiety suggest extensive electron delocalization
of the whole thiocarbohydrazone moiety
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Electronic supplementary material The online version of this article (doi:) contains supplementary material, which is available to authorized users. |
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Keywords: | Thiocarbohydrazone Quinoline-2-aldehyde Carbohydrazone Crystal structure |
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