ELECTRON DIFFRACTION AND QUANTUM-CHEMICAL STUDY OF THE MOLECULAR STRUCTURE OF 2-CHLOROBENZENESULFONYL CHLORIDE
The molecular structure of 2-chlorobenzenesulfonyl chloride was studied by electron diffraction and quantum-chemical (МР2/6-31G**, B3LYP/6-311++G**) methods at 337(3) K. Only one (<i>C</i><sub><i></i>1</sub>) conformer was found in the gas phase. The following structural parameters were obtained: <i>r</i><sub><i></i>h1</sub>(C-H)<sub>av</sub> = 1.105(6) Е, <i>r</i><sub><i></i>h1</sub>(C-C)<sub>av</sub> = 1.398(3) Е, <i>r</i><sub><i></i>h1</sub>(C-S) = 1.783(11) Е, <i>r</i><sub><i></i>h1</sub>(S=O)<sub>av</sub> = 1.427(3) Е, <i>r</i><sub><i></i>h1</sub>(S-Cl) = 2.048(4) Е, <i>r</i><sub><i></i>h1</sub>(С-Cl) = 1.731(9) Е, ∠(С-S=O1) = 109.9(8)°, ∠(С-S=O2) = 106.9(8)°, ∠(Cl1-S-O1) = 107.3(4)°,∠(Cl1-S-O2) = 106.4(4)°, ∠C-S-Cl = 102.1(6)°, ∠O=S=O = 122.3(11)°. The C2-C1-S-Cl1 torsion angle that defines the position of the S-Cl bond relative to the plane of the benzene ring was 69.7(8)°. The B3LYP/6-311++G** calculated barriers of internal rotation of the sulfonyl chloride group were <i>V</i><sub><i></i>01</sub> = 9.7 kcal/mol and <i>V</i><sub><i></i>02</sub> = 3.6 kcal/mol.