#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:40:04 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179454 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/51/4335113.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_4335113
loop_
_publ_author_name
'Dan Yuan'
'Han Vinh Huynh'
_publ_section_title
;
 A Comparative Study on Dinuclear and Multinuclear Ni(II), Pd(II), and
 Pt(II) Complexes of a Thiolato-Functionalized, Benzannulated
 N-Heterocyclic Carbene Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6627
_journal_page_last               6634
_journal_paper_doi               10.1021/ic400672z
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C49 H47 B Cl2 F4 N6 Ni3 O S3'
_chemical_formula_weight         1165.95
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           161
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'R 3 -2"c'
_symmetry_space_group_name_H-M   'R 3 c :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   13.6577(12)
_cell_length_b                   13.6577(12)
_cell_length_c                   45.745(4)
_cell_measurement_reflns_used    3500
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.07
_cell_measurement_theta_min      2.48
_cell_volume                     7389.7(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_number            16801
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    1.430
_exptl_absorpt_correction_T_max  0.9450
_exptl_absorpt_correction_T_min  0.8034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2008)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Blcok
_exptl_crystal_F_000             3588
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2856
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0486
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0714P)²+24.5976P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1261
_reflns_number_gt                2681
_reflns_number_total             2856
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic400672z_si_001_4.cif
_cod_data_source_block           b732
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'R 3 c'
_cod_database_code               4335113
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'-y, -x, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'-y+2/3, -x+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'
'-y+1/3, -x+2/3, z+7/6'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3333 0.6667 0.2014(4) 0.0109(18) Uiso 0.50 3 d SPDU . 1
F1 F 0.3333 0.6667 0.1707(4) 0.059(4) Uani 0.17 1 d PDU A 1
F2 F 0.3278(11) 0.7617(10) 0.2101(3) 0.058(3) Uani 0.50 1 d PDU B 1
B2 B 0.3333 0.6667 0.2081(3) 0.0109(18) Uiso 0.50 3 d SPDU . 2
F3 F 0.3333 0.6667 0.2388(3) 0.039(3) Uani 0.17 1 d PDU C 2
F4 F 0.2946(11) 0.7382(11) 0.1994(3) 0.058(3) Uani 0.50 1 d PDU D 2
Ni1 Ni 0.78190(5) 0.33809(6) 0.080924(17) 0.01877(16) Uani 1 1 d . . .
S1 S 0.84643(11) 0.52013(10) 0.08359(3) 0.0212(3) Uani 1 1 d . . .
O1 O 0.6667 0.3333 0.10417(14) 0.0201(12) Uani 1 3 d S . .
N1 N 0.9664(3) 0.3086(4) 0.05922(10) 0.0224(9) Uani 1 1 d . . .
N2 N 0.9385(4) 0.4268(3) 0.03368(10) 0.0227(9) Uani 1 1 d . . .
C1 C 0.8984(4) 0.3534(4) 0.05682(12) 0.0211(10) Uani 1 1 d . . .
C2 C 1.0528(4) 0.3563(5) 0.03839(12) 0.0242(10) Uani 1 1 d . . .
C3 C 1.1411(4) 0.3372(5) 0.03222(14) 0.0323(12) Uani 1 1 d . . .
H3 H 1.1530 0.2843 0.0428 0.039 Uiso 1 1 calc R . .
C4 C 1.2105(5) 0.4004(5) 0.00955(14) 0.0340(13) Uani 1 1 d . . .
H4 H 1.2725 0.3905 0.0046 0.041 Uiso 1 1 calc R . .
C5 C 1.1947(5) 0.4771(6) -0.00628(14) 0.0367(14) Uani 1 1 d . . .
H5 H 1.2470 0.5199 -0.0212 0.044 Uiso 1 1 calc R . .
C6 C 1.1043(5) 0.4930(5) -0.00083(13) 0.0292(12) Uani 1 1 d . . .
H6 H 1.0905 0.5430 -0.0123 0.035 Uiso 1 1 calc R . .
C7 C 1.0347(4) 0.4321(4) 0.02218(13) 0.0243(10) Uani 1 1 d . . .
C8 C 0.9600(4) 0.2299(4) 0.08139(13) 0.0254(11) Uani 1 1 d . . .
H8A H 0.9661 0.1681 0.0719 0.030 Uiso 1 1 calc R . .
H8B H 0.8854 0.1961 0.0911 0.030 Uiso 1 1 calc R . .
C9 C 1.0518(5) 0.2849(5) 0.10424(14) 0.0311(12) Uani 1 1 d . . .
C10 C 1.1207(7) 0.2389(7) 0.11012(19) 0.057(2) Uani 1 1 d . . .
H10 H 1.1100 0.1732 0.1001 0.068 Uiso 1 1 calc R . .
C11 C 1.2059(8) 0.2919(10) 0.1311(2) 0.075(3) Uani 1 1 d . . .
H11 H 1.2574 0.2653 0.1344 0.090 Uiso 1 1 calc R . .
C12 C 1.2160(6) 0.3809(7) 0.14677(16) 0.0519(19) Uani 1 1 d . . .
H12 H 1.2701 0.4121 0.1621 0.062 Uiso 1 1 calc R . .
C13 C 1.1494(6) 0.4253(7) 0.14073(17) 0.0517(18) Uani 1 1 d . . .
H13 H 1.1599 0.4900 0.1512 0.062 Uiso 1 1 calc R . .
C14 C 1.0669(6) 0.3782(6) 0.11976(15) 0.0381(14) Uani 1 1 d . . .
H14 H 1.0200 0.4098 0.1159 0.046 Uiso 1 1 calc R . .
C15 C 0.8918(4) 0.4983(4) 0.02554(13) 0.0242(10) Uani 1 1 d . . .
H15A H 0.8093 0.4507 0.0224 0.029 Uiso 1 1 calc R . .
H15B H 0.9264 0.5377 0.0070 0.029 Uiso 1 1 calc R . .
C16 C 0.9137(4) 0.5844(4) 0.04904(13) 0.0230(10) Uani 1 1 d . . .
H16A H 0.8855 0.6347 0.0423 0.028 Uiso 1 1 calc R . .
H16B H 0.9963 0.6314 0.0521 0.028 Uiso 1 1 calc R . .
C1S C 0.3016(9) 0.6742(19) 0.0615(4) 0.058(7) Uiso 0.33 1 d PD E -1
H1S1 H 0.3061 0.6047 0.0587 0.069 Uiso 0.33 1 calc PR E -1
H1S2 H 0.2946 0.7010 0.0419 0.069 Uiso 0.33 1 calc PR E -1
Cl1 Cl 0.1785(7) 0.6388(11) 0.0814(3) 0.096(3) Uani 0.33 1 d PD E -1
Cl2 Cl 0.4277(7) 0.7768(11) 0.0772(3) 0.096(3) Uani 0.33 1 d PD E -1
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'
N N 0.0061 0.0033 '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'
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'
Ni Ni 0.3393 1.1124 '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'
Cl Cl 0.1484 0.1585 '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
F2 B1 F2 112.2(8) . 2_665
F2 B1 F2 112.2(8) . 3_565
F2 B1 F2 112.2(8) 2_665 3_565
F2 B1 F1 106.6(9) . .
F2 B1 F1 106.6(9) 2_665 .
F2 B1 F1 106.6(9) 3_565 .
F4 B2 F4 112.0(8) . 2_665
F4 B2 F4 112.0(8) . 3_565
F4 B2 F4 112.0(8) 2_665 3_565
F4 B2 F3 106.8(9) . .
F4 B2 F3 106.8(9) 2_665 .
F4 B2 F3 106.8(9) 3_565 .
C1 Ni1 O1 175.67(18) . .
C1 Ni1 S1 93.98(16) . .
O1 Ni1 S1 82.05(5) . .
C1 Ni1 S1 102.06(16) . 3_665
O1 Ni1 S1 81.79(4) . 3_665
S1 Ni1 S1 163.49(5) . 3_665
C1 Ni1 Ni1 136.80(16) . 3_665
O1 Ni1 Ni1 44.52(12) . 3_665
S1 Ni1 Ni1 112.51(5) . 3_665
S1 Ni1 Ni1 52.28(5) 3_665 3_665
C1 Ni1 Ni1 131.37(16) . 2_655
O1 Ni1 Ni1 44.52(12) . 2_655
S1 Ni1 Ni1 52.62(5) . 2_655
S1 Ni1 Ni1 112.18(5) 3_665 2_655
Ni1 Ni1 Ni1 60.0 3_665 2_655
C16 S1 Ni1 108.62(17) . .
C16 S1 Ni1 111.34(18) . 2_655
Ni1 S1 Ni1 75.10(4) . 2_655
Ni1 O1 Ni1 91.0(2) 3_665 .
Ni1 O1 Ni1 91.0(2) 3_665 2_655
Ni1 O1 Ni1 91.0(2) . 2_655
C1 N1 C2 110.2(4) . .
C1 N1 C8 126.5(4) . .
C2 N1 C8 123.1(4) . .
C1 N2 C7 110.7(4) . .
C1 N2 C15 122.7(4) . .
C7 N2 C15 126.2(4) . .
N1 C1 N2 106.4(4) . .
N1 C1 Ni1 130.2(4) . .
N2 C1 Ni1 123.1(4) . .
C3 C2 C7 121.8(5) . .
C3 C2 N1 131.5(5) . .
C7 C2 N1 106.6(4) . .
C4 C3 C2 115.2(6) . .
C4 C3 H3 122.4 . .
C2 C3 H3 122.4 . .
C5 C4 C3 123.5(5) . .
C5 C4 H4 118.2 . .
C3 C4 H4 118.2 . .
C4 C5 C6 121.2(6) . .
C4 C5 H5 119.4 . .
C6 C5 H5 119.4 . .
C5 C6 C7 116.3(6) . .
C5 C6 H6 121.9 . .
C7 C6 H6 121.9 . .
N2 C7 C6 132.1(5) . .
N2 C7 C2 106.0(5) . .
C6 C7 C2 121.9(5) . .
N1 C8 C9 112.9(4) . .
N1 C8 H8A 109.0 . .
C9 C8 H8A 109.0 . .
N1 C8 H8B 109.0 . .
C9 C8 H8B 109.0 . .
H8A C8 H8B 107.8 . .
C14 C9 C10 119.6(6) . .
C14 C9 C8 121.2(5) . .
C10 C9 C8 119.2(6) . .
C9 C10 C11 118.3(8) . .
C9 C10 H10 120.9 . .
C11 C10 H10 120.9 . .
C12 C11 C10 120.7(7) . .
C12 C11 H11 119.6 . .
C10 C11 H11 119.6 . .
C13 C12 C11 120.3(7) . .
C13 C12 H12 119.9 . .
C11 C12 H12 119.9 . .
C12 C13 C14 120.9(8) . .
C12 C13 H13 119.5 . .
C14 C13 H13 119.5 . .
C13 C14 C9 120.0(6) . .
C13 C14 H14 120.0 . .
C9 C14 H14 120.0 . .
N2 C15 C16 110.9(4) . .
N2 C15 H15A 109.5 . .
C16 C15 H15A 109.5 . .
N2 C15 H15B 109.5 . .
C16 C15 H15B 109.5 . .
H15A C15 H15B 108.0 . .
C15 C16 S1 112.8(3) . .
C15 C16 H16A 109.0 . .
S1 C16 H16A 109.0 . .
C15 C16 H16B 109.0 . .
S1 C16 H16B 109.0 . .
H16A C16 H16B 107.8 . .
Cl2 C1S Cl1 115.7(9) . .
Cl2 C1S H1S1 108.3 . .
Cl1 C1S H1S1 108.3 . .
Cl2 C1S H1S2 108.3 . .
Cl1 C1S H1S2 108.3 . .
H1S1 C1S H1S2 107.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 F2 1.395(13) .
B1 F2 1.395(13) 2_665
B1 F2 1.395(13) 3_565
B1 F1 1.404(16) .
B2 F4 1.382(13) .
B2 F4 1.382(13) 2_665
B2 F4 1.382(13) 3_565
B2 F3 1.407(15) .
Ni1 C1 1.860(5) .
Ni1 O1 1.874(4) .
Ni1 S1 2.1868(15) .
Ni1 S1 2.1966(15) 3_665
Ni1 Ni1 2.6715(9) 3_665
Ni1 Ni1 2.6716(9) 2_655
S1 C16 1.818(6) .
S1 Ni1 2.1967(15) 2_655
O1 Ni1 1.874(4) 3_665
O1 Ni1 1.874(4) 2_655
N1 C1 1.348(6) .
N1 C2 1.399(7) .
N1 C8 1.448(7) .
N2 C1 1.370(7) .
N2 C7 1.383(7) .
N2 C15 1.457(6) .
C2 C3 1.384(7) .
C2 C7 1.392(8) .
C3 C4 1.378(9) .
C3 H3 0.9500 .
C4 C5 1.376(9) .
C4 H4 0.9500 .
C5 C6 1.380(8) .
C5 H5 0.9500 .
C6 C7 1.383(8) .
C6 H6 0.9500 .
C8 C9 1.512(8) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C14 1.381(9) .
C9 C10 1.394(8) .
C10 C11 1.399(13) .
C10 H10 0.9500 .
C11 C12 1.359(13) .
C11 H11 0.9500 .
C12 C13 1.349(11) .
C12 H12 0.9500 .
C13 C14 1.371(10) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.508(8) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C1S Cl2 1.742(10) .
C1S Cl1 1.752(10) .
C1S H1S1 0.9900 .
C1S H1S2 0.9900 .
