Non-bonded Interactions Involving Oxygen in 2-Nitrobenzenethiolato Compounds: Structures of 2,4-(O₂N)₂C₆H₃SX (X = NMe₂ or C₆H₄NO₂-2) and Ph₃MSC₆H₄NO₂-2 (M = Ge, Sn or Pb)

Article type: Research Article

Authors: Aupers, John H. | Cox, Philip J. | Doidge-Harrison, Solange M.S.V. | Alan howie, R. | Low, John N. | Wardell, James L.

Affiliations: Rose Cottage, Middle Assendon, Henley-on-Thames, Oxon, RG9 6AU, England | School of Pharmacy, The Robert Gordon University, Schoolhill, Aberdeen, AB10 1FR, Scotland | School of Applied Sciences, The Robert Gordon University, St. Andrews St., Aberdeen, AB25 1HG, Scotland | Department of Chemistry, University of Aberdeen, Meston Walk, Old Aberdeen, AB24 3UE, Scotland | Applied Physics and Electronic & Mechanical Engineering, University of Dundee, Dundee, DD1 4HN, Scotland

Note: [] Corresponding author. e-mail: j.wardell@abdn.ac.uk

Abstract: Crystal structures are reported for 2,4-(O2N)2C6H3X (2: X = NMe2; 3: X = C6H4NO2-2) and Ph3MSC6H4NO2-2 (4: M = Ge; 5; M = Sn; 6: M = Pb). Compound 2 is triclinic, Pbar1, a = 7.931(5), b = 8.159(7), c = 9.090(7) Å, a = 100.35(6), β = 81.00(6), γ = 110.74(6)°, Dx = 1.500 Mg.m−3, Z = 2, observed reflections = 834, R = 0.066 (Rw = 0.049). Compound 3 is orthorhombic, P212121, a = 11.1424(18), b = 11.8067(18), c = 20.363(3) Å, Dx = 1.593 Mg.m−3, Z = 8, observed reflections = 925, R = 0.061 (Rw = 0.074). Compound 4 is monoclinic, P21/a, a = 14.73(4), b = 10.091(5), c = 15.526(4) Å, β = 107.43(7), Dx = 1.382 Mg.m−3, Z = 4, observed reflections = 2034, R1 = 0.0426 (wR2 = 0.0834). Compound 5 is orthorhombic, Pbca, a = 15.489(10), b = 15.701(5), c = 17.558(7) Å, Dx = 1.569 Mg.m−3, Z = 8, observed reflections = 2537,R1 = 0.0327 (wR2 = 0.0700). Compound 6 is orthorhombic, Pbca, a = 15.569(5), b = 15.702(3), c = 17.651(6) Å, Dx = 1.825 Mg.m−3, Z = 8, observed reflections = 2536, R1 = 0.0323 (wR2 = 0.0737). There are short non-bonded S—O interactions and near linear O—S—X angles in both 2 and 3; values are 2.166(6) Å and 177.1(3)° for 2; 2.582(14) Å and 177.1(8)°, and 2.609(13) Å and 177.9(6) (in two independent molecules) for 3. The S—O interaction in 3 involves the ortho nitro group of the dinitrophenyl ring. Intramolecular S—O interactions are absent in 4 – 6; however there are weak intermolecular M—O bonding in 5 and 6, which results in molecules being linked into chains; the geometries at the metal centres in 5 and 6 are distorted trigonal bipyramidal with Sn—O and Pb—O bond lengths of 3.337(3) and 3.180(5) Å, respectively, and Saxial—M—Oaxial angles of 173.19(5) and 173.96(9)°, respectively. Compound 4 is essentially tetrahedral.

DOI: 10.1080/13583149912331338961

Journal: Main Group Chemistry, vol. 3, no. 1, pp. 23-42, 1999