Inter- and Intra-Molecular Hydrogen Bonding in Bis(2-amino-5-fluoro-3-methylphenyl)disulfide |
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Authors: | J. E. Drake M. B. Hursthouse M. E. Light R. Maheshwari K. G. Ojha R. Ratnani |
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Affiliation: | (1) Department of Chemistry and Biochemistry, University of Windsor, Windsor, ON, Canada, N9B 3P4;(2) Department of Chemistry, University of Southampton, Highfield, Southampton, SO17 1BJ, UK;(3) Department of Pure & Applied Chemistry, M.D.S. University, Ajmer, 305 009, India |
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Abstract: | Abstract Bis(2-amino-5-fluoro-3-methylphenyl)disulfide was obtained by oxidation of 2-amino-5-fluoro-3-methylbenzenethiol and was characterized by elemental analysis, IR and 1H-NMR spectroscopy. The X-ray structure was determined. Crystal data: C14H14N2F2S2: Monoclinic, P21 /n, a = 11.8268(3), b = 9.5770(3), c = 12.3977(3) ?, β = 98.079(2)°, V = 1390.29(7) ?, Z = 4. The supramolecular structure arises because the NH2 groups form three center S···H···F hydrogen bonds and two center N–H···F and N–H···S hydrogen bonds. Index Abstract Inter- and Intra-Molecular Hydrogen Bonding in Bis(2-amino-5-fluoro-3-methylphenyl)disulfide J. E. Drake1, M. B. Hursthouse2, M. E. Light2, R. Maheshwari3, K.G. Ojha3, R. Ratnani3* Bis(2-amino-5-fluoro-3-methylphenyl)disulfide is linked into a three-dimensional frame work by a combination of intermolecular N–H···F and N–H···N and intramolecular N–H···S hydrogen bonds. The supramolecular structure arises because the NH2 groups form three center S···H···F hydrogen bonds and two center N–H···F and N–H···S hydrogen bonds. |
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Keywords: | Synthesis Structure Hydrogen bonding Disulfide |
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