Synthesis and structure of derivatives tetra(para-tolyl)antimony

Abstract

Tetra(p-tolyl)antimony oximates and carboxylates p-Tol4SbX (X = ONCHR, R = CHCHPh (1), C6H4(Br-3 ) (2), X = OC(O)R', R' = CH2OC6H3Cl2-2.4 (3), CF2CF2C(O)OH (4). X-ray diffraction analysis, antimony atoms in complexes 1–3 have a distorted trigonal bipyramid coordination with three aryl ligands in the equatorial plane, while the CSbO axial angles are 178.94(5), 174.4(2), and 176.95(5). Crystal 4 consists of distorted tetrahedral tetra(p-tolyl)stibonium cations (CSbC angles 106.6(2)112.46(19)) and singly charged tetrafluoroethanedioic acid anions. X-ray diffraction data: (1) [C37H36NOSb, M = 632.42; triclinic syngony, sp. gr. P-1; cell parameters: a = 10.789(4) Å, b = 10.811(5) Å, c = 14.558(5) Å;  = 73.389(18), β = 75.201(15),  = 87.55(2), V = 1572.3(11) Å3, Z = 2; (calc.) = 1.336 g/cm3;  = 0.906 mm–1; F(000) = 648.0; region 2q collection: 6.04–75.9; –18 ≤ h ≤ 18, –18 ≤ k ≤ 18, –25 ≤ l ≤ 25; total reflections 115476; independent reflections 16980 (Rint = 0,0449); GOOF = 1.003; R-factor 4,58 %]; (2) [C35H33NOSbBr, M = 685.28; triclinic syngony, sp. gr. P-1; cell parameters: a = 10.719(18) Å, b = 10.731(13) Å, c = 15.85(2) Å;  = 101.53(4), β = 92.31(8),  = 119.11(5), V = 1541(4) Å3, Z = 2; (calc.) = 1.477 g/cm3;  = 2.219 mm–1; F(000) = 688.0; region 2q collection: 5.5–77.08; –16 ≤ h ≤ 16, –17 ≤ k ≤ 17, –25 ≤ l ≤ 25; total reflections 60962; independent reflections 12480 (Rint = 0.0604); GOOF = 1.429; R-factor 10.99 %]; (3) [C36H33O3Cl2Sb, M = 706.27; triclinic syngony, sp. gr. P–1; cell parameters: a = 10.621(5) Å, b = 11.016(5) Å, c = 15.809(9) Å;  = 103.55(2), β = 108.00(2),  = 98.34(2), V = 1662.1(14) Å3, Z = 2; (calc.) = 1.411 g/cm3;  = 1.024 mm–1; F(000) = 716.0; region 2q collection: 5.68–60.22; –14 ≤ h ≤ 14, –15 ≤ k ≤ 15, –22 ≤ l ≤ 22; total reflections 110814; independent reflections 9738 (Rint = 0.0348); GOOF = 1.041; R-factor 2.74 %]; (4) [C32H29F4O4Sb, M = 675,30; triclinic syngony, sp. gr. P–1; cell parameters: a = 10.223(15) Å, b = 12.011(14) Å, c = 12.949(14) Å;  = 74.32(3), β = 89.65(7),  = 86.99(5), V = 1529(3) Å3, Z = 2; (calc.) = 1.467 g/cm3;  = 0.961 mm–1; F(000) = 680.0; region collection for 2q: 6.536–56.708; –13 ≤ h ≤ 13, –16 ≤ k ≤ 16, –17 ≤ l ≤ 17; total reflec-tions 44836; independent reflections 7568 (Rint = 0.0449); GOOF = 1.052; R-factor 6.02 %]. Complete tables of atomic coordinates, bond lengths, and bond angles for compounds 1, 2, 3 and 4 have been deposited at the Cambridge Crystallographic Data Center (CCDC 2130472, 2131085, 2131084, 2126158; deposit@ccdc.cam.ac.uk; http:// www.ccdc.cam.ac.uk).