title: 1,2-Bis(N-fluoro-p-toluenesulfonamido)ethane chloroform solvate.
abstract: The title compound, N,N'-difluoro-N,N'-ethylenedi-p-toluenesulfonamide, C(16)H(18)F(2)N(2)O(4)S(2).CHCl(3), is a novel stable compound of the N-F class of reagents containing two R(2)N-F functionalities. The compound, as the chloroform solvate, is the first such bis(N-F) compound to be structurally characterized. It adopts a solid-state structure in which the two aromatic rings are antiperiplanar and a combination of weak C-H...F and C-H...O hydrogen bonds [distances and angles range from 3.265 (4) to 3.439 (4) A and 150 to 170 degrees, respectively] and pi-stacking between the rings of different molecules (separations of 3.717 and 3.926 A) results in a solid-state structure containing well defined channels in which CHCl(3) solvent molecules are located. The N-F distances are 1.428 (3) and 1.433 (3) A.
authors.affiliation: Chemistry Department, Bu-Ali Sina University, Hamadan, Iran.
authors.forename: K
authors.initials: K
authors.lastname: Ardeshir
authors.forename: R E
authors.initials: RE
authors.lastname: Banks
authors.forename: M K
authors.initials: MK
authors.lastname: Besheesh
authors.forename: A K
authors.initials: AK
authors.lastname: Brisdon
authors.forename: R G
authors.initials: RG
authors.lastname: Pritchard
mesh_terms: D002725:Chloroform; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D012997:Solvents; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014050:Toluene / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: C435291:1,2-bis(N-fluoro-p-toluenesulfonamido)ethane; D012997:Solvents; D013449:Sulfonamides; D014050:Toluene; D002725:Chloroform