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Journal of Structural Chemistry

2008 year, number 5

electron diffraction and quantum-chemical study of the molecular structure of 2-chlorobenzenesulfonyl chloride

V. N. Petrova, V. M. Petrov, G. V. Girichev, H. Oberhammer, S. N. Ivanov
Keywords: 2-chlorobenzenesulfonyl chloride, conformer, molecular structure, internal rotation, potential functions, gas-phase electron diffraction, quantum chemistry, mass spectrometry
Pages: 883-890


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 (C1) conformer was found in the gas phase. The following structural parameters were obtained: rh1(C-H)av = 1.105(6) Е, rh1(C-C)av = 1.398(3) Е, rh1(C-S) = 1.783(11) Е, rh1(S=O)av = 1.427(3) Е, rh1(S-Cl) = 2.048(4) Е, rh1(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 V01 = 9.7 kcal/mol and V02 = 3.6 kcal/mol.