#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:10:09 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178739 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/50/4085019.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4085019
loop_
_publ_author_name
'Fischer, Reinald'
'Bode, Stefan'
'Köhler, Mathias'
'Langer, Jens'
'Görls, Helmar'
'Hager, Martin D.'
'Schubert, Ulrich S.'
'Westerhausen, Matthias'
_publ_section_title
;
 Homoleptic Tris(α,ω-alkanediyl)yttriates of the Type
 [{Li(dme)}3{Y(CH2-X-CH2)3}] (X = C2H4, C3H6, Si(CH3)2)
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              23
_journal_paper_doi               10.1021/om500686c
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C27 H60 Li3 O6 Y'
_chemical_formula_sum            'C27 H60 Li3 O6 Y'
_chemical_formula_weight         590.48
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.980(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.7402(2)
_cell_length_b                   16.0232(4)
_cell_length_c                   17.8617(3)
_cell_measurement_temperature    133(2)
_cell_volume                     3347.38(12)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DENZO
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10090
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    1.774
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.064
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.052
_refine_diff_density_max         0.554
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3814
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0306P)²+4.2151P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0738
_reflns_number_gt                3514
_reflns_number_total             3814
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500686c_si_001.cif
_cod_data_source_block           FO4415
_cod_depositor_comments
'Adding full bibliography for 4085018--4085020.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4085019
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Y1 Y 0.0000 0.237110(14) 0.2500 0.02052(8) Uani 1 2 d S
Li1 Li -0.0626(3) 0.1663(2) 0.39637(17) 0.0297(6) Uani 1 1 d .
Li2 Li 0.0000 0.4231(3) 0.2500 0.0312(10) Uani 1 2 d S
O1 O -0.15403(11) 0.07792(9) 0.44625(7) 0.0307(3) Uani 1 1 d .
O2 O -0.00268(12) 0.19073(9) 0.50386(7) 0.0337(3) Uani 1 1 d .
O3 O -0.02979(14) 0.52110(9) 0.31919(9) 0.0427(4) Uani 1 1 d .
C1 C -0.12453(16) 0.34688(12) 0.17786(11) 0.0276(4) Uani 1 1 d .
H1A H -0.1313(18) 0.3007(15) 0.1412(12) 0.032(5) Uiso 1 1 d .
H1B H -0.0989(19) 0.3951(15) 0.1489(12) 0.040(6) Uiso 1 1 d .
C2 C -0.24515(16) 0.36583(13) 0.19832(12) 0.0324(4) Uani 1 1 d .
H2A H -0.2425(19) 0.4125(15) 0.2360(13) 0.039(6) Uiso 1 1 d .
H2B H -0.299(2) 0.3865(14) 0.1523(13) 0.039(6) Uiso 1 1 d .
C3 C -0.30356(17) 0.29092(14) 0.23145(11) 0.0329(4) Uani 1 1 d .
H3A H -0.278(2) 0.2382(15) 0.2034(13) 0.038(6) Uiso 1 1 d .
H3B H -0.3927(19) 0.2953(14) 0.2196(12) 0.036(6) Uiso 1 1 d .
C4 C -0.27830(18) 0.27936(16) 0.31595(12) 0.0382(5) Uani 1 1 d .
H4A H -0.314(2) 0.2287(15) 0.3325(14) 0.040(6) Uiso 1 1 d .
H4B H -0.318(2) 0.3286(19) 0.3365(15) 0.065(8) Uiso 1 1 d .
C5 C -0.15105(16) 0.27382(12) 0.34457(11) 0.0289(4) Uani 1 1 d .
H5A H -0.148(2) 0.2693(15) 0.3991(14) 0.043(6) Uiso 1 1 d .
H5B H -0.1159(18) 0.3315(15) 0.3358(12) 0.034(6) Uiso 1 1 d .
C6 C 0.08364(16) 0.12146(12) 0.34008(10) 0.0256(4) Uani 1 1 d .
H6A H 0.156(2) 0.1455(15) 0.3591(12) 0.038(6) Uiso 1 1 d .
H6B H 0.066(2) 0.0868(18) 0.3810(15) 0.057(8) Uiso 1 1 d .
C7 C 0.10525(18) 0.06169(14) 0.27632(12) 0.0359(5) Uani 1 1 d .
H7A H 0.131(2) 0.0937(15) 0.2303(13) 0.040(6) Uiso 1 1 d .
H7B H 0.167(2) 0.0227(18) 0.2902(15) 0.059(8) Uiso 1 1 d .
C8 C 0.0000 0.0103(2) 0.2500 0.0521(10) Uani 1 2 d S
H8A H -0.011(3) -0.026(2) 0.2885(16) 0.076(10) Uiso 1 1 d .
C9 C -0.2661(2) 0.05193(17) 0.41949(14) 0.0419(5) Uani 1 1 d .
H9A H -0.266(2) 0.0426(15) 0.3652(14) 0.045(7) Uiso 1 1 d .
H9B H -0.321(2) 0.0954(17) 0.4310(14) 0.053(7) Uiso 1 1 d .
H9C H -0.283(2) -0.0015(18) 0.4443(15) 0.058(8) Uiso 1 1 d .
C10 C -0.14462(17) 0.09211(14) 0.52582(11) 0.0325(4) Uani 1 1 d .
H10A H -0.1959(19) 0.1347(15) 0.5380(12) 0.038(6) Uiso 1 1 d .
H10B H -0.160(2) 0.0396(15) 0.5544(13) 0.042(6) Uiso 1 1 d .
C11 C -0.02392(17) 0.11923(13) 0.54768(11) 0.0307(4) Uani 1 1 d .
H11A H -0.0138(17) 0.1321(13) 0.5993(12) 0.028(5) Uiso 1 1 d .
H11B H 0.0306(19) 0.0757(14) 0.5392(12) 0.034(6) Uiso 1 1 d .
C12 C 0.1090(2) 0.22449(19) 0.52189(14) 0.0495(6) Uani 1 1 d .
H12A H 0.118(2) 0.2406(17) 0.5748(18) 0.060(8) Uiso 1 1 d .
H12B H 0.116(2) 0.2734(19) 0.4902(16) 0.062(8) Uiso 1 1 d .
H12C H 0.165(2) 0.1810(19) 0.5122(16) 0.061(8) Uiso 1 1 d .
C13 C -0.0892(2) 0.51980(17) 0.38507(15) 0.0443(5) Uani 1 1 d .
H13A H -0.163(2) 0.5318(17) 0.3723(15) 0.056(8) Uiso 1 1 d .
H13B H -0.057(3) 0.562(2) 0.4220(17) 0.070(9) Uiso 1 1 d .
H13C H -0.081(2) 0.465(2) 0.4081(16) 0.066(8) Uiso 1 1 d .
C14 C -0.0392(2) 0.59756(13) 0.28091(14) 0.0419(5) Uani 1 1 d .
H14A H -0.0251(19) 0.6428(15) 0.3137(13) 0.039(6) Uiso 1 1 d .
H14B H -0.117(3) 0.6006(18) 0.2605(15) 0.060(8) Uiso 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Y1 C1 93.30(8) 2 .
C1 Y1 C6 166.48(6) 2 2
C1 Y1 C6 90.55(6) . 2
C1 Y1 C6 90.55(6) 2 .
C1 Y1 C6 166.48(6) . .
C6 Y1 C6 88.68(8) 2 .
C1 Y1 C5 77.38(6) 2 2
C1 Y1 C5 84.85(6) . 2
C6 Y1 C5 90.08(6) 2 2
C6 Y1 C5 108.65(6) . 2
C1 Y1 C5 84.85(6) 2 .
C1 Y1 C5 77.38(6) . .
C6 Y1 C5 108.65(6) 2 .
C6 Y1 C5 90.08(6) . .
C5 Y1 C5 154.05(9) 2 .
C1 Y1 Li2 46.65(4) 2 .
C1 Y1 Li2 46.65(4) . .
C6 Y1 Li2 135.66(4) 2 .
C6 Y1 Li2 135.66(4) . .
C5 Y1 Li2 77.02(4) 2 .
C5 Y1 Li2 77.02(4) . .
C1 Y1 Li1 121.73(8) 2 2
C1 Y1 Li1 89.64(8) . 2
C6 Y1 Li1 45.28(7) 2 2
C6 Y1 Li1 99.34(7) . 2
C5 Y1 Li1 44.95(7) 2 2
C5 Y1 Li1 151.36(7) . 2
Li2 Y1 Li1 112.24(6) . 2
C1 Y1 Li1 89.64(8) 2 .
C1 Y1 Li1 121.73(8) . .
C6 Y1 Li1 99.34(7) 2 .
C6 Y1 Li1 45.28(7) . .
C5 Y1 Li1 151.36(7) 2 .
C5 Y1 Li1 44.95(7) . .
Li2 Y1 Li1 112.24(6) . .
Li1 Y1 Li1 135.52(12) 2 .
C1 Y1 H1A 112.6(5) 2 .
C1 Y1 H1A 22.1(5) . .
C6 Y1 H1A 69.3(5) 2 .
C6 Y1 H1A 156.8(5) . .
C5 Y1 H1A 79.6(5) 2 .
C5 Y1 H1A 90.2(5) . .
Li2 Y1 H1A 66.7(5) . .
Li1 Y1 H1A 70.7(5) 2 .
Li1 Y1 H1A 129.0(5) . .
O2 Li1 O1 82.66(12) . .
O2 Li1 C5 111.30(16) . .
O1 Li1 C5 119.20(16) . .
O2 Li1 C6 106.13(15) . .
O1 Li1 C6 116.09(16) . .
C5 Li1 C6 115.44(15) . .
O2 Li1 Y1 131.45(15) . .
O1 Li1 Y1 145.67(15) . .
C5 Li1 Y1 58.25(9) . .
C6 Li1 Y1 57.42(8) . .
O2 Li1 H5A 87.0(8) . .
O1 Li1 H5A 106.9(7) . .
C5 Li1 H5A 26.6(7) . .
C6 Li1 H5A 136.1(8) . .
Y1 Li1 H5A 82.2(8) . .
O2 Li1 H6B 92.8(8) . .
O1 Li1 H6B 92.8(8) . .
C5 Li1 H6B 141.2(8) . .
C6 Li1 H6B 25.9(8) . .
Y1 Li1 H6B 83.0(8) . .
H5A Li1 H6B 160.1(11) . .
O3 Li2 O3 79.84(18) . 2
O3 Li2 C1 129.19(8) . .
O3 Li2 C1 102.09(7) 2 .
O3 Li2 C1 102.09(7) . 2
O3 Li2 C1 129.19(8) 2 2
C1 Li2 C1 113.5(2) . 2
O3 Li2 Y1 140.08(9) . .
O3 Li2 Y1 140.08(9) 2 .
C1 Li2 Y1 56.74(10) . .
C1 Li2 Y1 56.74(10) 2 .
O3 Li2 H1B 124.8(7) . .
O3 Li2 H1B 75.9(7) 2 .
C1 Li2 H1B 26.2(7) . .
C1 Li2 H1B 131.6(7) 2 .
Y1 Li2 H1B 77.7(7) . .
C9 O1 C10 111.64(15) . .
C9 O1 Li1 124.47(16) . .
C10 O1 Li1 109.05(14) . .
C11 O2 C12 112.47(17) . .
C11 O2 Li1 107.63(15) . .
C12 O2 Li1 121.55(16) . .
C14 O3 C13 113.17(17) . .
C14 O3 Li2 112.70(15) . .
C13 O3 Li2 127.71(16) . .
C2 C1 Li2 109.20(14) . .
C2 C1 Y1 121.19(13) . .
Li2 C1 Y1 76.61(11) . .
C2 C1 H1A 106.6(13) . .
Li2 C1 H1A 143.7(13) . .
Y1 C1 H1A 80.1(13) . .
C2 C1 H1B 107.5(13) . .
Li2 C1 H1B 70.1(13) . .
Y1 C1 H1B 127.7(13) . .
H1A C1 H1B 104.5(18) . .
C1 C2 C3 113.22(16) . .
C1 C2 H2A 109.5(13) . .
C3 C2 H2A 108.3(13) . .
C1 C2 H2B 112.6(12) . .
C3 C2 H2B 107.0(13) . .
H2A C2 H2B 105.8(18) . .
C4 C3 C2 115.09(18) . .
C4 C3 H3A 109.8(13) . .
C2 C3 H3A 107.0(13) . .
C4 C3 H3B 108.2(12) . .
C2 C3 H3B 110.0(13) . .
H3A C3 H3B 106.4(18) . .
C3 C4 C5 115.84(17) . .
C3 C4 H4A 110.6(14) . .
C5 C4 H4A 106.3(14) . .
C3 C4 H4B 102.2(16) . .
C5 C4 H4B 113.0(16) . .
H4A C4 H4B 109(2) . .
C4 C5 Li1 126.90(18) . .
C4 C5 Y1 119.38(12) . .
Li1 C5 Y1 76.80(10) . .
C4 C5 H5A 107.0(14) . .
Li1 C5 H5A 62.5(14) . .
Y1 C5 H5A 131.0(14) . .
C4 C5 H5B 106.8(12) . .
Li1 C5 H5B 126.3(12) . .
Y1 C5 H5B 78.5(12) . .
H5A C5 H5B 103.6(18) . .
C7 C6 Li1 137.55(16) . .
C7 C6 Y1 93.66(12) . .
Li1 C6 Y1 77.30(10) . .
C7 C6 H6A 108.4(13) . .
Li1 C6 H6A 114.0(13) . .
Y1 C6 H6A 101.9(14) . .
C7 C6 H6B 105.5(16) . .
Li1 C6 H6B 66.7(16) . .
Y1 C6 H6B 142.5(16) . .
H6A C6 H6B 102(2) . .
C8 C7 C6 112.73(16) . .
C8 C7 H7A 107.9(13) . .
C6 C7 H7A 111.1(13) . .
C8 C7 H7B 107.1(16) . .
C6 C7 H7B 112.4(16) . .
H7A C7 H7B 105(2) . .
C7 C8 C7 114.6(3) . 2
C7 C8 H8A 106(2) . .
C7 C8 H8A 114(2) 2 .
O1 C9 H9A 107.0(14) . .
O1 C9 H9B 109.1(16) . .
H9A C9 H9B 112(2) . .
O1 C9 H9C 108.3(16) . .
H9A C9 H9C 109(2) . .
H9B C9 H9C 111(2) . .
O1 C10 C11 107.07(15) . .
O1 C10 H10A 110.2(14) . .
C11 C10 H10A 109.6(14) . .
O1 C10 H10B 111.6(13) . .
C11 C10 H10B 108.2(13) . .
H10A C10 H10B 110.0(19) . .
O2 C11 C10 107.26(16) . .
O2 C11 H11A 110.4(13) . .
C10 C11 H11A 110.7(13) . .
O2 C11 H11B 110.2(13) . .
C10 C11 H11B 111.9(13) . .
H11A C11 H11B 106.4(18) . .
O2 C12 H12A 109.8(17) . .
O2 C12 H12B 106.9(17) . .
H12A C12 H12B 110(2) . .
O2 C12 H12C 107.8(17) . .
H12A C12 H12C 110(2) . .
H12B C12 H12C 112(2) . .
O3 C13 H13A 108.6(17) . .
O3 C13 H13B 111.0(17) . .
H13A C13 H13B 109(2) . .
O3 C13 H13C 109.3(17) . .
H13A C13 H13C 111(2) . .
H13B C13 H13C 108(2) . .
O3 C14 C14 109.40(14) . 2
O3 C14 H14A 111.7(14) . .
C14 C14 H14A 112.0(14) 2 .
O3 C14 H14B 105.1(17) . .
C14 C14 H14B 110.5(16) 2 .
H14A C14 H14B 108(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Y1 C1 2.5621(18) 2
Y1 C1 2.5621(18) .
Y1 C6 2.5909(18) 2
Y1 C6 2.5909(18) .
Y1 C5 2.6200(19) 2
Y1 C5 2.6200(19) .
Y1 Li2 2.981(4) .
Y1 Li1 3.000(3) 2
Y1 Li1 3.000(3) .
Y1 H1A 2.58(2) .
Li1 O2 2.025(3) .
Li1 O1 2.029(3) .
Li1 C5 2.177(4) .
Li1 C6 2.185(4) .
Li1 H5A 1.93(2) .
Li1 H6B 2.01(3) .
Li2 O3 2.046(4) .
Li2 O3 2.046(4) 2
Li2 C1 2.228(3) .
Li2 C1 2.228(3) 2
Li2 H1B 2.11(2) .
O1 C9 1.423(2) .
O1 C10 1.434(2) .
O2 C11 1.422(2) .
O2 C12 1.430(3) .
O3 C14 1.403(3) .
O3 C13 1.419(3) .
C1 C2 1.524(3) .
C1 H1A 0.99(2) .
C1 H1B 0.99(2) .
C2 C3 1.527(3) .
C2 H2A 1.01(2) .
C2 H2B 1.04(2) .
C3 C4 1.524(3) .
C3 H3A 1.04(2) .
C3 H3B 1.05(2) .
C4 C5 1.539(3) .
C4 H4A 0.97(2) .
C4 H4B 1.00(3) .
C5 H5A 0.97(3) .
C5 H5B 1.03(2) .
C6 C7 1.526(3) .
C6 H6A 0.96(2) .
C6 H6B 0.96(3) .
C7 C8 1.525(3) .
C7 H7A 1.04(2) .
C7 H7B 0.97(3) .
C8 C7 1.525(3) 2
C8 H8A 0.91(3) .
C9 H9A 0.98(2) .
C9 H9B 0.98(3) .
C9 H9C 0.99(3) .
C10 C11 1.501(3) .
C10 H10A 0.95(2) .
C10 H10B 1.01(2) .
C11 H11A 0.94(2) .
C11 H11B 0.97(2) .
C12 H12A 0.98(3) .
C12 H12B 0.97(3) .
C12 H12C 0.98(3) .
C13 H13A 0.90(3) .
C13 H13B 0.99(3) .
C13 H13C 0.97(3) .
C14 C14 1.497(5) 2
C14 H14A 0.94(2) .
C14 H14B 0.96(3) .
