Inter- and intra-molecular hydrogen bonding in bis(2-amino-5-fluoro-3-methylphenyl)disulfide

Drake, J. E., Hursthouse, M. B., Light, M. E., Maheshwari, R., Ojha, K. G. and Ratnani, R. (2008) Inter- and intra-molecular hydrogen bonding in bis(2-amino-5-fluoro-3-methylphenyl)disulfide. Journal of Chemical Crystallography, 38 (7), 553-556. (doi:10.1007/s10870-008-9353-7).

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) Å, ? = 98.079(2)°, V = 1390.29(7) Å, 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.

This record has no associated files available for download.

Contributors

Author: M. E. Light

Download statistics