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

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; a = 73.389(18)°, β = 75.201(15)°, g = 87.55(2)°, V = 1572.3(11) Å3, Z = 2; r (calc.) = 1.336 g/cm3; m = 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 ( R int = 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; a = 101.53(4)°, β = 92.31(8)°, g = 119.11(5)°, V = 1541(4) Å3, Z = 2; r(calc.) = 1.477 g/cm3; m = 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 ( R int = 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; a = 103.55(2)°, β = 108.00(2)°, g = 98.34(2)°, V = 1662.1(14) Å3, Z = 2; r(calc.) = 1.411 g/cm3; m = 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 ( R int = 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; a = 74.32(3)°, β = 89.65(7)°, g = 86.99(5)°, V = 1529(3) Å3, Z = 2; r (calc.) = 1.467 g/cm3; m = 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 reflections 44836; independent reflections 7568 ( R int = 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).