#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:49:17 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178669 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/80/4078067.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_4078067
loop_
_publ_author_name
'Dahcheh, Fatme'
'Stephan, Douglas W.'
_publ_section_title
;
 Ruthenium and Rhodium Complexes of Thioether-Alkynylborates
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              3222
_journal_paper_doi               10.1021/om300075r
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C35 H28 B F10 Li O2 S'
_chemical_formula_weight         720.38
_chemical_name_systematic
; 
 ? 
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.487(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.6169(14)
_cell_length_b                   11.0470(8)
_cell_length_c                   16.2607(11)
_cell_measurement_temperature    150(2)
_cell_volume                     3255.9(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22500
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6960
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2871
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0890
_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)+(0.0001P)²+22.4022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1585
_refine_ls_wR_factor_ref         0.1646
_reflns_number_gt                2415
_reflns_number_total             2871
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300075r_si_003.cif
_cod_data_source_block           fd027_0m
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4078067
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
Li1 Li 0.0000 0.9755(9) 0.2500 0.047(3) Uani 1 2 d S
S1 S 0.04266(17) 0.8487(3) 0.14916(19) 0.0336(6) Uani 0.50 1 d P
O1 O -0.07482(18) 1.0761(3) 0.1741(2) 0.0516(8) Uani 1 1 d .
B1 B 0.0000 0.6802(6) 0.2500 0.071(3) Uani 1 2 d S
F1 F -0.1439(2) 0.7250(3) 0.0929(3) 0.1048(16) Uani 1 1 d .
F2 F -0.19913(18) 0.5925(4) -0.0519(3) 0.1183(17) Uani 1 1 d .
F3 F -0.12766(19) 0.3905(3) -0.0728(2) 0.0889(12) Uani 1 1 d .
F4 F 0.00236(17) 0.3274(3) 0.05771(19) 0.0599(8) Uani 1 1 d .
F5 F 0.06061(14) 0.4594(2) 0.20412(17) 0.0492(7) Uani 1 1 d .
C1 C 0.1151(2) 0.9410(4) 0.1593(3) 0.0424(11) Uani 1 1 d .
C2 C 0.0897(3) 1.0453(5) 0.1090(3) 0.0583(13) Uani 1 1 d .
H2A H 0.0381 1.0599 0.0814 0.070 Uiso 1 1 calc R
C3 C 0.1380(4) 1.1266(5) 0.0989(4) 0.0732(18) Uani 1 1 d .
H3A H 0.1201 1.1965 0.0631 0.088 Uiso 1 1 calc R
C4 C 0.2118(4) 1.1081(5) 0.1398(4) 0.0715(18) Uani 1 1 d .
H4A H 0.2453 1.1667 0.1343 0.086 Uiso 1 1 calc R
C5 C 0.2385(3) 1.0048(5) 0.1893(4) 0.0663(16) Uani 1 1 d .
H5A H 0.2902 0.9911 0.2159 0.080 Uiso 1 1 calc R
C6 C 0.1900(3) 0.9204(4) 0.2004(4) 0.0514(12) Uani 1 1 d .
H6A H 0.2081 0.8500 0.2355 0.062 Uiso 1 1 calc R
C7 C 0.0327(5) 0.7790(7) 0.2128(5) 0.0296(17) Uani 0.50 1 d P
C8 C 0.0679(7) 0.8504(11) 0.1905(8) 0.036(3) Uani 0.50 1 d P
C9 C 0.0829(5) 0.7485(7) 0.2421(5) 0.0294(17) Uani 0.50 1 d P
H9A H 0.1123 0.7917 0.2963 0.035 Uiso 0.50 1 d P
H9B H 0.1145 0.6882 0.2314 0.035 Uiso 0.50 1 d P
C10 C -0.0396(3) 0.5980(4) 0.1595(3) 0.0475(12) Uani 1 1 d .
C11 C -0.1046(3) 0.6252(5) 0.0902(5) 0.0669(18) Uani 1 1 d .
C12 C -0.1349(3) 0.5579(6) 0.0124(5) 0.0746(19) Uani 1 1 d .
C13 C -0.0995(3) 0.4573(5) 0.0017(4) 0.0603(15) Uani 1 1 d .
C14 C -0.0333(3) 0.4259(4) 0.0678(3) 0.0452(11) Uani 1 1 d .
C15 C -0.0054(2) 0.4964(4) 0.1429(3) 0.0399(10) Uani 1 1 d .
C16 C -0.1316(4) 1.0320(6) 0.0952(4) 0.087(2) Uani 1 1 d .
H16A H -0.1610 0.9691 0.1100 0.105 Uiso 1 1 calc R
H16B H -0.1100 0.9963 0.0548 0.105 Uiso 1 1 calc R
C17 C -0.1792(4) 1.1380(6) 0.0518(4) 0.0826(19) Uani 1 1 d .
H17A H -0.2310 1.1134 0.0183 0.099 Uiso 1 1 calc R
H17B H -0.1605 1.1814 0.0114 0.099 Uiso 1 1 calc R
C18 C -0.1717(4) 1.2139(7) 0.1324(5) 0.103(3) Uani 1 1 d .
H18A H -0.1812 1.3004 0.1162 0.123 Uiso 1 1 calc R
H18B H -0.2063 1.1862 0.1596 0.123 Uiso 1 1 calc R
C19 C -0.0952(4) 1.1950(5) 0.1930(4) 0.0752(18) Uani 1 1 d .
H19A H -0.0628 1.2571 0.1830 0.090 Uiso 1 1 calc R
H19B H -0.0908 1.2001 0.2556 0.090 Uiso 1 1 calc R
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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O1 Li1 O1 107.4(5) 2 .
O1 Li1 C8 119.8(3) 2 2
O1 Li1 C8 101.1(3) . 2
O1 Li1 C8 101.1(3) 2 .
O1 Li1 C8 119.8(3) . .
C8 Li1 C8 108.6(7) 2 .
O1 Li1 C7 118.9(3) 2 .
O1 Li1 C7 125.8(3) . .
C8 Li1 C7 79.7(5) 2 .
C8 Li1 C7 28.9(4) . .
O1 Li1 C7 125.8(3) 2 2
O1 Li1 C7 118.9(3) . 2
C8 Li1 C7 28.9(4) 2 2
C8 Li1 C7 79.7(5) . 2
C7 Li1 C7 51.0(4) . 2
O1 Li1 S1 105.70(12) 2 2
O1 Li1 S1 112.62(12) . 2
C8 Li1 S1 15.2(3) 2 2
C8 Li1 S1 108.6(5) . 2
C7 Li1 S1 81.3(4) . 2
C7 Li1 S1 31.9(2) 2 2
O1 Li1 S1 112.62(12) 2 .
O1 Li1 S1 105.70(12) . .
C8 Li1 S1 108.6(5) 2 .
C8 Li1 S1 15.2(3) . .
C7 Li1 S1 31.9(2) . .
C7 Li1 S1 81.3(4) 2 .
S1 Li1 S1 112.8(4) 2 .
C8 S1 C7 61.1(13) . .
C8 S1 C1 67.3(13) . .
C7 S1 C1 128.4(4) . .
C8 S1 C9 41.3(13) . .
C7 S1 C9 32.5(4) . .
C1 S1 C9 101.8(3) . .
C8 S1 Li1 68.5(12) . .
C7 S1 Li1 69.0(4) . .
C1 S1 Li1 94.4(2) . .
C9 S1 Li1 86.8(3) . .
C16 O1 C19 108.5(4) . .
C16 O1 Li1 122.4(4) . .
C19 O1 Li1 127.6(4) . .
C7 B1 C7 87.0(7) . 2
C7 B1 C10 99.7(3) . .
C7 B1 C10 129.1(4) 2 .
C7 B1 C10 129.1(4) . 2
C7 B1 C10 99.7(3) 2 2
C10 B1 C10 113.2(5) . 2
C7 B1 C9 104.7(6) . 2
C7 B1 C9 31.9(4) 2 2
C10 B1 C9 99.3(3) . 2
C10 B1 C9 106.8(3) 2 2
C7 B1 C9 31.9(4) . .
C7 B1 C9 104.7(6) 2 .
C10 B1 C9 106.8(3) . .
C10 B1 C9 99.3(3) 2 .
C9 B1 C9 131.6(7) 2 .
C6 C1 C2 119.8(4) . .
C6 C1 C8 112.9(6) . .
C2 C1 C8 126.4(6) . .
C6 C1 S1 130.0(4) . .
C2 C1 S1 109.9(4) . .
C8 C1 S1 23.0(4) . .
C3 C2 C1 120.5(5) . .
C4 C3 C2 120.2(6) . .
C3 C4 C5 120.4(5) . .
C4 C5 C6 120.3(5) . .
C1 C6 C5 118.8(5) . .
C9 C7 C8 77.4(10) . .
C9 C7 S1 98.9(8) . .
C8 C7 S1 29.3(5) . .
C9 C7 B1 93.4(8) . .
C8 C7 B1 170.8(10) . .
S1 C7 B1 157.2(6) . .
C9 C7 Li1 120.4(7) . .
C8 C7 Li1 73.8(7) . .
S1 C7 Li1 79.1(4) . .
B1 C7 Li1 111.0(5) . .
S1 C8 C7 89.7(14) . .
S1 C8 C9 119.9(16) . .
C7 C8 C9 44.2(6) . .
S1 C8 C1 89.7(14) . .
C7 C8 C1 178.1(11) . .
C9 C8 C1 135.0(10) . .
S1 C8 Li1 96.4(13) . .
C7 C8 Li1 77.3(7) . .
C9 C8 Li1 104.6(8) . .
C1 C8 Li1 104.7(7) . .
C7 C9 C8 58.4(8) . .
C7 C9 S1 48.6(6) . .
C8 C9 S1 18.8(5) . .
C7 C9 B1 54.7(7) . .
C8 C9 B1 113.1(8) . .
S1 C9 B1 101.3(5) . .
C11 C10 C15 112.6(5) . .
C11 C10 B1 125.7(4) . .
C15 C10 B1 121.5(4) . .
F1 C11 C10 120.9(6) . .
F1 C11 C12 114.4(6) . .
C10 C11 C12 124.7(5) . .
F2 C12 C13 120.2(7) . .
F2 C12 C11 120.2(6) . .
C13 C12 C11 119.5(5) . .
F3 C13 C12 120.8(6) . .
F3 C13 C14 120.4(5) . .
C12 C13 C14 118.8(6) . .
F4 C14 C15 121.4(4) . .
F4 C14 C13 119.4(5) . .
C15 C14 C13 119.2(5) . .
F5 C15 C14 115.2(4) . .
F5 C15 C10 119.8(4) . .
C14 C15 C10 125.1(5) . .
O1 C16 C17 106.8(5) . .
C16 C17 C18 100.9(5) . .
C19 C18 C17 103.9(5) . .
O1 C19 C18 106.5(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O1 1.878(7) 2
Li1 O1 1.878(7) .
Li1 C8 2.368(13) 2
Li1 C8 2.368(13) .
Li1 C7 2.405(12) .
Li1 C7 2.405(12) 2
Li1 S1 2.530(6) 2
Li1 S1 2.530(6) .
S1 C8 0.666(10) .
S1 C7 1.363(9) .
S1 C1 1.705(5) .
S1 C9 1.794(8) .
O1 C16 1.425(6) .
O1 C19 1.440(6) .
B1 C7 1.505(10) .
B1 C7 1.505(10) 2
B1 C10 1.649(6) .
B1 C10 1.649(6) 2
B1 C9 1.841(9) 2
B1 C9 1.841(9) .
F1 C11 1.356(6) .
F2 C12 1.349(6) .
F3 C13 1.344(6) .
F4 C14 1.338(5) .
F5 C15 1.360(5) .
C1 C6 1.380(6) .
C1 C2 1.391(7) .
C1 C8 1.573(13) .
C2 C3 1.361(8) .
C3 C4 1.358(8) .
C4 C5 1.380(8) .
C5 C6 1.391(7) .
C7 C9 0.976(10) .
C7 C8 1.193(14) .
C8 C9 1.367(15) .
C10 C11 1.373(8) .
C10 C15 1.385(6) .
C11 C12 1.389(9) .
C12 C13 1.357(8) .
C13 C14 1.376(7) .
C14 C15 1.372(6) .
C16 C17 1.495(8) .
C17 C18 1.515(9) .
C18 C19 1.460(9) .
