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Quantum mechanical studies of environmental effects on biomolecules

IX. Structure and hydration of thiourea

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Abstract

SCFab initio computations have been performed on the structure, molecular potential and hydration scheme of thiourea in view of a comparison with urea and more generally as a model of the conjugated S=CNH-group as compared to O=CNH-. In contrast to the carbonyl oxygen, both σ and π acceptor, the sulfur atom of the thiocarbonyl is a σ donor but a π acceptor and this results in an enhancement of the double-bond character of thiourea. The CN bond is less attractive for a proton than urea. The hydration scheme indicates a maximum number of four water molecules directly bound to thiourea.

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Orita, Y., Ando, A., Abe, H. et al. Quantum mechanical studies of environmental effects on biomolecules. Theoret. Chim. Acta 54, 73–82 (1979). https://doi.org/10.1007/BF00938774

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Key words

  • Thiourea
  • Conjugated thiocarbonyl
  • Thioanalogs
  • Hydration of thiocarbonyls