#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/25/4122539.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_4122539
loop_
_publ_author_name
'Liu, Hsueh-Ju'
'Raynaud, Christophe'
'Eisenstein, Odile'
'Tilley, T. Don'
_publ_section_title
;
 Cyclometalated N-Heterocyclic Carbene Complexes of Ruthenium for Access
 to Electron-Rich Silylene Complexes That Bind the Lewis Acids CuOTf and
 AgOTf.
;
_journal_issue                   32
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11473
_journal_page_last               11482
_journal_paper_doi               10.1021/ja5054237
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C52 H67 Br N2 O Ru Si, C2.5'
_chemical_formula_sum            'C54.5 H67 Br N2 O Ru Si'
_chemical_formula_weight         975.17
_chemical_name_common            hj4057
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 109.314(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   46.2094(15)
_cell_length_b                   12.0283(4)
_cell_length_c                   19.2661(6)
_cell_measurement_reflns_used    9978
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.30
_cell_measurement_theta_min      2.20
_cell_volume                     10105.8(6)
_computing_cell_refinement       'Bruker APEX2 v. 2011.4'
_computing_data_collection       'Bruker APEX2 v. 2011.4'
_computing_data_reduction        'Bruker APEX2 v. 2011.4'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       55
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            64370
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.378
_diffrn_reflns_theta_min         1.756
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    1.163
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       block
_exptl_crystal_F_000             4072
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.068
_refine_diff_density_min         -0.992
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         9287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0312P)²+27.7119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0963
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6915
_reflns_number_total             9287
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5054237_si_005.cif
_cod_data_source_block           shelx
_cod_original_formula_sum        'C54.50 H67 Br N2 O Ru Si'
_cod_database_code               4122539
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.893
_shelx_estimated_absorpt_t_max   0.977
_shelxl_version_number           2014-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.63336(8) 0.4974(3) 0.17311(19) 0.0232(8) Uani 1 1 d . . . . .
C2 C 0.68979(8) 0.5302(3) 0.19010(18) 0.0224(8) Uani 1 1 d . . . . .
C3 C 0.70873(7) 0.4403(3) 0.19089(18) 0.0230(8) Uani 1 1 d . . . . .
C4 C 0.70276(8) 0.3255(3) 0.2138(2) 0.0294(9) Uani 1 1 d . . . . .
H4A H 0.6921 0.3308 0.2499 0.044 Uiso 1 1 calc R U . . .
H4B H 0.7223 0.2865 0.2357 0.044 Uiso 1 1 calc R U . . .
H4C H 0.6900 0.2842 0.1706 0.044 Uiso 1 1 calc R U . . .
C5 C 0.73476(8) 0.4594(3) 0.1710(2) 0.0338(9) Uani 1 1 d . . . . .
H5 H 0.7480 0.3991 0.1705 0.041 Uiso 1 1 calc R U . . .
C6 C 0.74161(10) 0.5640(4) 0.1523(2) 0.0462(12) Uani 1 1 d . . . . .
H6 H 0.7592 0.5750 0.1379 0.055 Uiso 1 1 calc R U . . .
C7 C 0.72326(10) 0.6527(4) 0.1544(2) 0.0453(12) Uani 1 1 d . . . . .
H7 H 0.7284 0.7248 0.1420 0.054 Uiso 1 1 calc R U . . .
C8 C 0.69710(9) 0.6381(3) 0.17439(19) 0.0321(9) Uani 1 1 d . . . . .
C9 C 0.67851(11) 0.7378(3) 0.1817(2) 0.0488(12) Uani 1 1 d . . . . .
H9A H 0.6850 0.7614 0.2333 0.073 Uiso 1 1 calc R U . . .
H9B H 0.6567 0.7181 0.1653 0.073 Uiso 1 1 calc R U . . .
H9C H 0.6818 0.7987 0.1514 0.073 Uiso 1 1 calc R U . . .
C10 C 0.66625(8) 0.5542(3) 0.28558(19) 0.0296(9) Uani 1 1 d . . . . .
H10 H 0.6847 0.5723 0.3238 0.036 Uiso 1 1 calc R U . . .
C11 C 0.63801(8) 0.5585(3) 0.2893(2) 0.0330(9) Uani 1 1 d . . . . .
H11 H 0.6326 0.5799 0.3308 0.040 Uiso 1 1 calc R U . . .
C12 C 0.58529(8) 0.5390(3) 0.2061(2) 0.0358(10) Uani 1 1 d . . . . .
C13 C 0.57051(9) 0.4687(4) 0.2409(2) 0.0397(10) Uani 1 1 d . . . . .
C14 C 0.58707(9) 0.3748(4) 0.2895(2) 0.0401(10) Uani 1 1 d . . . . .
H14A H 0.5990 0.4041 0.3380 0.060 Uiso 1 1 calc R U . . .
H14B H 0.6009 0.3386 0.2673 0.060 Uiso 1 1 calc R U . . .
H14C H 0.5721 0.3206 0.2948 0.060 Uiso 1 1 calc R U . . .
C15 C 0.53977(9) 0.4896(4) 0.2307(2) 0.0506(12) Uani 1 1 d . . . . .
H15 H 0.5289 0.4421 0.2529 0.061 Uiso 1 1 calc R U . . .
C16 C 0.52480(10) 0.5782(5) 0.1888(3) 0.0619(15) Uani 1 1 d . . . . .
H16 H 0.5037 0.5908 0.1821 0.074 Uiso 1 1 calc R U . . .
C17 C 0.54007(11) 0.6484(4) 0.1567(2) 0.0576(14) Uani 1 1 d . . . . .
H17 H 0.5294 0.7089 0.1278 0.069 Uiso 1 1 calc R U . . .
C18 C 0.57112(10) 0.6322(4) 0.1660(2) 0.0423(11) Uani 1 1 d . . . . .
C19 C 0.58874(11) 0.7161(4) 0.1391(2) 0.0562(13) Uani 1 1 d . . . . .
H19A H 0.6036 0.7534 0.1812 0.084 Uiso 1 1 calc R U . . .
H19B H 0.5746 0.7712 0.1085 0.084 Uiso 1 1 calc R U . . .
H19C H 0.5997 0.6788 0.1099 0.084 Uiso 1 1 calc R U . . .
C20 C 0.61905(8) 0.3710(3) -0.03837(18) 0.0222(8) Uani 1 1 d . . . . .
C21 C 0.62667(9) 0.2589(3) -0.0625(2) 0.0300(9) Uani 1 1 d . . . . .
H21A H 0.6123 0.2034 -0.0560 0.045 Uiso 1 1 calc R U . . .
H21B H 0.6476 0.2383 -0.0328 0.045 Uiso 1 1 calc R U . . .
H21C H 0.6251 0.2622 -0.1145 0.045 Uiso 1 1 calc R U . . .
C22 C 0.64009(8) 0.4625(3) -0.01418(18) 0.0237(8) Uani 1 1 d . . . . .
C23 C 0.67355(8) 0.4591(3) -0.0055(2) 0.0342(9) Uani 1 1 d . . . . .
H23A H 0.6762 0.4755 -0.0529 0.051 Uiso 1 1 calc R U . . .
H23B H 0.6817 0.3850 0.0111 0.051 Uiso 1 1 calc R U . . .
H23C H 0.6846 0.5146 0.0308 0.051 Uiso 1 1 calc R U . . .
C24 C 0.62288(9) 0.5574(3) -0.00829(19) 0.0303(9) Uani 1 1 d . . . . .
C25 C 0.63510(12) 0.6739(3) 0.0032(2) 0.0492(12) Uani 1 1 d . . . . .
H25A H 0.6571 0.6723 0.0313 0.074 Uiso 1 1 calc R U . . .
H25B H 0.6243 0.7165 0.0304 0.074 Uiso 1 1 calc R U . . .
H25C H 0.6319 0.7091 -0.0447 0.074 Uiso 1 1 calc R U . . .
C26 C 0.59139(9) 0.5263(3) -0.0269(2) 0.0320(9) Uani 1 1 d . . . . .
C27 C 0.56427(11) 0.6026(4) -0.0379(2) 0.0550(13) Uani 1 1 d . . . . .
H27A H 0.5524 0.6069 -0.0904 0.083 Uiso 1 1 calc R U . . .
H27B H 0.5716 0.6770 -0.0195 0.083 Uiso 1 1 calc R U . . .
H27C H 0.5513 0.5734 -0.0109 0.083 Uiso 1 1 calc R U . . .
C28 C 0.58902(8) 0.4112(3) -0.04621(19) 0.0270(8) Uani 1 1 d . . . . .
C29 C 0.55937(8) 0.3503(4) -0.0817(2) 0.0413(10) Uani 1 1 d . . . . .
H29A H 0.5435 0.3809 -0.0638 0.062 Uiso 1 1 calc R U . . .
H29B H 0.5622 0.2712 -0.0692 0.062 Uiso 1 1 calc R U . . .
H29C H 0.5531 0.3592 -0.1352 0.062 Uiso 1 1 calc R U . . .
C30 C 0.59477(8) 0.1758(3) 0.1665(2) 0.0297(9) Uani 1 1 d . . . . .
C31 C 0.56236(9) 0.1697(3) 0.1490(2) 0.0384(10) Uani 1 1 d . . . . .
C32 C 0.54021(8) 0.2146(4) 0.0769(2) 0.0438(11) Uani 1 1 d . . . . .
H32 H 0.5523 0.2622 0.0538 0.053 Uiso 1 1 calc R U . . .
C33 C 0.52673(10) 0.1179(4) 0.0241(3) 0.0553(13) Uani 1 1 d . . . . .
H33A H 0.5434 0.0738 0.0174 0.083 Uiso 1 1 calc R U . . .
H33B H 0.5138 0.1474 -0.0235 0.083 Uiso 1 1 calc R U . . .
H33C H 0.5143 0.0708 0.0448 0.083 Uiso 1 1 calc R U . . .
C34 C 0.51415(10) 0.2859(5) 0.0859(3) 0.0705(16) Uani 1 1 d . . . . .
H34A H 0.5019 0.2412 0.1084 0.106 Uiso 1 1 calc R U . . .
H34B H 0.5011 0.3123 0.0376 0.106 Uiso 1 1 calc R U . . .
H34C H 0.5228 0.3498 0.1175 0.106 Uiso 1 1 calc R U . . .
C35 C 0.55038(11) 0.1174(4) 0.1986(3) 0.0554(14) Uani 1 1 d . . . . .
H35 H 0.5287 0.1127 0.1863 0.066 Uiso 1 1 calc R U . . .
C36 C 0.56850(12) 0.0729(4) 0.2641(3) 0.0606(15) Uani 1 1 d . . . . .
C40 C 0.59987(11) 0.0806(3) 0.2814(2) 0.0481(11) Uani 1 1 d . . . . .
H40 H 0.6128 0.0498 0.3264 0.058 Uiso 1 1 calc R U . . .
C41 C 0.61325(9) 0.1325(3) 0.2343(2) 0.0339(9) Uani 1 1 d . . . . .
C42 C 0.64820(9) 0.1390(3) 0.2604(2) 0.0394(10) Uani 1 1 d . . . . .
H42 H 0.6543 0.1757 0.2207 0.047 Uiso 1 1 calc R U . . .
C43 C 0.66267(12) 0.0228(4) 0.2729(3) 0.0735(17) Uani 1 1 d . . . . .
H43A H 0.6575 -0.0146 0.3124 0.110 Uiso 1 1 calc R U . . .
H43B H 0.6850 0.0295 0.2868 0.110 Uiso 1 1 calc R U . . .
H43C H 0.6548 -0.0207 0.2275 0.110 Uiso 1 1 calc R U . . .
C44 C 0.66039(9) 0.2104(4) 0.3297(2) 0.0523(13) Uani 1 1 d . . . . .
H44A H 0.6530 0.2869 0.3185 0.079 Uiso 1 1 calc R U . . .
H44B H 0.6829 0.2099 0.3468 0.079 Uiso 1 1 calc R U . . .
H44C H 0.6531 0.1802 0.3682 0.079 Uiso 1 1 calc R U . . .
C45 C 0.64102(8) 0.0457(3) 0.0751(2) 0.0308(9) Uani 1 1 d . . . . .
C46 C 0.61689(10) -0.0212(3) 0.0586(3) 0.0584(15) Uani 1 1 d . . . . .
C47 C 0.67143(8) 0.0099(3) 0.0725(2) 0.0247(8) Uani 1 1 d . . . . .
C48 C 0.67412(8) -0.0601(3) 0.0179(2) 0.0296(9) Uani 1 1 d . . . . .
H48 H 0.6561 -0.0839 -0.0197 0.036 Uiso 1 1 calc R U . . .
C49 C 0.70240(8) -0.0963(3) 0.0169(2) 0.0288(8) Uani 1 1 d . . . . .
H49 H 0.7038 -0.1446 -0.0209 0.035 Uiso 1 1 calc R U . . .
C50 C 0.72850(8) -0.0611(3) 0.0715(2) 0.0246(8) Uani 1 1 d . . . . .
C51 C 0.72684(8) 0.0086(3) 0.1271(2) 0.0268(8) Uani 1 1 d . . . . .
H51 H 0.7449 0.0315 0.1649 0.032 Uiso 1 1 calc R U . . .
C52 C 0.69822(8) 0.0444(3) 0.1267(2) 0.0265(8) Uani 1 1 d . . . . .
H52 H 0.6969 0.0935 0.1642 0.032 Uiso 1 1 calc R U . . .
C90 C 0.70397(13) 0.1904(6) 0.9048(4) 0.0822(19) Uani 1 1 d . . . . .
C92 C 0.7500 0.2500 1.0000 0.245(13) Uani 1 2 d S . P . .
N1 N 0.66365(6) 0.5185(2) 0.21552(15) 0.0221(6) Uani 1 1 d . . . . .
N2 N 0.61803(6) 0.5260(2) 0.22122(15) 0.0268(7) Uani 1 1 d . . . . .
Si1 Si 0.61002(2) 0.23338(8) 0.09316(6) 0.0221(2) Uani 1 1 d . . . . .
Br1 Br 0.76743(2) -0.10959(3) 0.07017(2) 0.03814(12) Uani 1 1 d . . . . .
Ru1 Ru 0.61750(2) 0.41982(2) 0.07191(2) 0.01884(8) Uani 1 1 d . . . . .
O1 O 0.64132(5) 0.15279(17) 0.09803(13) 0.0244(5) Uani 1 1 d . . . . .
C91 C 0.7284(3) 0.2600(11) 0.9236(10) 0.081(7) Uani 0.47(2) 1 d . . P A 1
C91A C 0.7302(5) 0.1853(14) 0.9601(7) 0.124(9) Uani 0.53(2) 1 d . . P A 2
C37 C 0.5602(4) -0.0006(12) 0.3254(9) 0.032(3) Uani 0.49(2) 1 d . . P B 3
H37 H 0.5794 -0.0280 0.3635 0.039 Uiso 0.49(2) 1 calc R U P B 3
C38 C 0.5392(6) -0.098(2) 0.2906(15) 0.047(5) Uani 0.49(2) 1 d . . P B 3
H38A H 0.5307 -0.1292 0.3266 0.071 Uiso 0.49(2) 1 calc R U P B 3
H38B H 0.5509 -0.1546 0.2752 0.071 Uiso 0.49(2) 1 calc R U P B 3
H38C H 0.5224 -0.0710 0.2477 0.071 Uiso 0.49(2) 1 calc R U P B 3
C39 C 0.5439(4) 0.0834(9) 0.3585(9) 0.043(4) Uani 0.49(2) 1 d . . P B 3
H39A H 0.5263 0.1144 0.3196 0.065 Uiso 0.49(2) 1 calc R U P B 3
H39B H 0.5582 0.1434 0.3820 0.065 Uiso 0.49(2) 1 calc R U P B 3
H39C H 0.5368 0.0465 0.3953 0.065 Uiso 0.49(2) 1 calc R U P B 3
C37A C 0.5486(4) 0.0331(13) 0.3077(9) 0.042(3) Uani 0.51(2) 1 d . . P B 4
H37A H 0.5272 0.0607 0.2840 0.050 Uiso 0.51(2) 1 calc R U P B 4
C39A C 0.5607(5) 0.0732(17) 0.3859(9) 0.085(6) Uani 0.51(2) 1 d . . P B 4
H39D H 0.5476 0.0450 0.4130 0.127 Uiso 0.51(2) 1 calc R U P B 4
H39E H 0.5606 0.1547 0.3867 0.127 Uiso 0.51(2) 1 calc R U P B 4
H39F H 0.5817 0.0460 0.4091 0.127 Uiso 0.51(2) 1 calc R U P B 4
C38A C 0.5493(6) -0.090(2) 0.3001(17) 0.080(10) Uani 0.51(2) 1 d . . P B 4
H38D H 0.5705 -0.1163 0.3207 0.120 Uiso 0.51(2) 1 calc R U P B 4
H38E H 0.5410 -0.1101 0.2480 0.120 Uiso 0.51(2) 1 calc R U P B 4
H38F H 0.5368 -0.1242 0.3267 0.120 Uiso 0.51(2) 1 calc R U P B 4
H1 H 0.6441(8) 0.345(3) 0.1193(19) 0.038(10) Uiso 1 1 d . . . . .
H2 H 0.5919(8) 0.401(3) 0.100(2) 0.041(11) Uiso 1 1 d . . . . .
H46A H 0.6195(10) -0.098(4) 0.046(2) 0.061(13) Uiso 1 1 d . . . . .
H46B H 0.5963(10) 0.005(3) 0.066(2) 0.062(13) Uiso 1 1 d . . . . .
H3 H 0.5884(7) 0.186(2) 0.0264(16) 0.018(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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 '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'
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
N2 C1 N1 101.5(3) . .
N2 C1 Ru1 130.1(3) . .
N1 C1 Ru1 127.7(2) . .
C3 C2 C8 121.9(3) . .
C3 C2 N1 120.8(3) . .
C8 C2 N1 116.7(3) . .
C2 C3 C5 117.7(3) . .
C2 C3 C4 122.9(3) . .
C5 C3 C4 119.4(3) . .
C3 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C3 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C6 C5 C3 121.1(4) . .
C6 C5 H5 119.4 . .
C3 C5 H5 119.4 . .
C7 C6 C5 120.4(4) . .
C7 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
C6 C7 C8 120.7(4) . .
C6 C7 H7 119.7 . .
C8 C7 H7 119.7 . .
C7 C8 C2 118.0(4) . .
C7 C8 C9 119.9(4) . .
C2 C8 C9 122.1(4) . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 N1 107.1(3) . .
C11 C10 H10 126.4 . .
N1 C10 H10 126.4 . .
C10 C11 N2 107.2(3) . .
C10 C11 H11 126.4 . .
N2 C11 H11 126.4 . .
C13 C12 C18 122.7(4) . .
C13 C12 N2 118.9(3) . .
C18 C12 N2 117.7(4) . .
C12 C13 C15 117.6(4) . .
C12 C13 C14 121.8(3) . .
C15 C13 C14 120.7(4) . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C16 C15 C13 121.0(5) . .
C16 C15 H15 119.5 . .
C13 C15 H15 119.5 . .
C17 C16 C15 120.4(4) . .
C17 C16 H16 119.8 . .
C15 C16 H16 119.8 . .
C16 C17 C18 121.0(4) . .
C16 C17 H17 119.5 . .
C18 C17 H17 119.5 . .
C12 C18 C17 117.1(4) . .
C12 C18 C19 121.7(4) . .
C17 C18 C19 121.0(4) . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C28 C20 C22 107.6(3) . .
C28 C20 C21 126.0(3) . .
C22 C20 C21 125.7(3) . .
C28 C20 Ru1 71.06(19) . .
C22 C20 Ru1 73.79(19) . .
C21 C20 Ru1 128.0(2) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C24 C22 C20 107.8(3) . .
C24 C22 C23 126.8(3) . .
C20 C22 C23 125.1(3) . .
C24 C22 Ru1 73.8(2) . .
C20 C22 Ru1 69.06(18) . .
C23 C22 Ru1 127.8(2) . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C22 C24 C26 108.8(3) . .
C22 C24 C25 124.8(4) . .
C26 C24 C25 125.7(4) . .
C22 C24 Ru1 70.58(19) . .
C26 C24 Ru1 70.0(2) . .
C25 C24 Ru1 133.1(3) . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C28 C26 C24 107.6(3) . .
C28 C26 C27 124.3(4) . .
C24 C26 C27 127.3(4) . .
C28 C26 Ru1 69.33(19) . .
C24 C26 Ru1 74.0(2) . .
C27 C26 Ru1 130.1(3) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C26 C28 C20 108.2(3) . .
C26 C28 C29 124.7(3) . .
C20 C28 C29 126.2(3) . .
C26 C28 Ru1 73.7(2) . .
C20 C28 Ru1 71.47(19) . .
C29 C28 Ru1 129.1(3) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C41 C30 C31 118.0(3) . .
C41 C30 Si1 124.4(3) . .
C31 C30 Si1 117.4(3) . .
C35 C31 C30 118.8(4) . .
C35 C31 C32 118.8(4) . .
C30 C31 C32 122.3(3) . .
C31 C32 C33 109.8(4) . .
C31 C32 C34 114.2(4) . .
C33 C32 C34 109.7(3) . .
C31 C32 H32 107.7 . .
C33 C32 H32 107.7 . .
C34 C32 H32 107.7 . .
C32 C33 H33A 109.5 . .
C32 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C32 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C32 C34 H34A 109.5 . .
C32 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C32 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C36 C35 C31 123.0(4) . .
C36 C35 H35 118.5 . .
C31 C35 H35 118.5 . .
C35 C36 C40 118.0(4) . .
C35 C36 C37A 109.7(8) . .
C40 C36 C37A 132.1(9) . .
C35 C36 C37 131.7(7) . .
C40 C36 C37 110.1(8) . .
C36 C40 C41 121.8(4) . .
C36 C40 H40 119.1 . .
C41 C40 H40 119.1 . .
C40 C41 C30 120.3(4) . .
C40 C41 C42 117.1(4) . .
C30 C41 C42 122.6(3) . .
C41 C42 C44 111.1(3) . .
C41 C42 C43 111.4(4) . .
C44 C42 C43 111.0(4) . .
C41 C42 H42 107.7 . .
C44 C42 H42 107.7 . .
C43 C42 H42 107.7 . .
C42 C43 H43A 109.5 . .
C42 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C42 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C42 C44 H44A 109.5 . .
C42 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C42 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
C46 C45 O1 124.8(3) . .
C46 C45 C47 123.1(3) . .
O1 C45 C47 112.1(3) . .
C45 C46 H46A 118(3) . .
C45 C46 H46B 121(2) . .
H46A C46 H46B 121(3) . .
C48 C47 C52 118.0(3) . .
C48 C47 C45 121.7(3) . .
C52 C47 C45 120.3(3) . .
C49 C48 C47 121.6(3) . .
C49 C48 H48 119.2 . .
C47 C48 H48 119.2 . .
C50 C49 C48 119.0(3) . .
C50 C49 H49 120.5 . .
C48 C49 H49 120.5 . .
C49 C50 C51 121.2(3) . .
C49 C50 Br1 119.3(3) . .
C51 C50 Br1 119.5(3) . .
C50 C51 C52 118.8(3) . .
C50 C51 H51 120.6 . .
C52 C51 H51 120.6 . .
C51 C52 C47 121.3(3) . .
C51 C52 H52 119.3 . .
C47 C52 H52 119.3 . .
C91A C92 C91A 180.0(11) 7_657 .
C91 C92 C91 180.0 . 7_657
C10 N1 C1 112.1(3) . .
C10 N1 C2 119.0(3) . .
C1 N1 C2 127.4(3) . .
C1 N2 C11 112.1(3) . .
C1 N2 C12 128.5(3) . .
C11 N2 C12 118.9(3) . .
O1 Si1 C30 105.39(14) . .
O1 Si1 Ru1 112.47(8) . .
C30 Si1 Ru1 126.45(12) . .
O1 Si1 H3 98.4(11) . .
C30 Si1 H3 101.3(11) . .
Ru1 Si1 H3 108.8(11) . .
C1 Ru1 C28 153.24(12) . .
C1 Ru1 C20 154.98(13) . .
C28 Ru1 C20 37.48(12) . .
C1 Ru1 C26 117.31(13) . .
C28 Ru1 C26 36.97(12) . .
C20 Ru1 C26 61.80(12) . .
C1 Ru1 C22 118.54(13) . .
C28 Ru1 C22 61.75(12) . .
C20 Ru1 C22 37.15(12) . .
C26 Ru1 C22 60.78(13) . .
C1 Ru1 Si1 107.24(9) . .
C28 Ru1 Si1 93.61(9) . .
C20 Ru1 Si1 88.11(9) . .
C26 Ru1 Si1 128.32(10) . .
C22 Ru1 Si1 118.26(9) . .
C1 Ru1 C24 102.87(12) . .
C28 Ru1 C24 60.78(13) . .
C20 Ru1 C24 60.75(12) . .
C26 Ru1 C24 36.07(13) . .
C22 Ru1 C24 35.65(12) . .
Si1 Ru1 C24 148.77(9) . .
C1 Ru1 H1 75.1(13) . .
C28 Ru1 H1 131.3(13) . .
C20 Ru1 H1 98.0(13) . .
C26 Ru1 H1 156.0(12) . .
C22 Ru1 H1 95.4(12) . .
Si1 Ru1 H1 58.1(13) . .
C24 Ru1 H1 124.3(13) . .
C1 Ru1 H2 78.3(14) . .
C28 Ru1 H2 95.6(14) . .
C20 Ru1 H2 126.6(14) . .
C26 Ru1 H2 97.4(14) . .
C22 Ru1 H2 156.4(14) . .
Si1 Ru1 H2 66.5(13) . .
C24 Ru1 H2 129.1(14) . .
H1 Ru1 H2 105.4(19) . .
C45 O1 Si1 126.8(2) . .
C90 C91 C92 116.2(13) . .
C92 C91A C90 138.9(13) . .
C39 C37 C38 111.1(17) . .
C39 C37 C36 102.3(11) . .
C38 C37 C36 111.5(14) . .
C39 C37 H37 110.6 . .
C38 C37 H37 110.6 . .
C36 C37 H37 110.6 . .
C37 C38 H38A 109.5 . .
C37 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C37 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C37 C39 H39A 109.5 . .
C37 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C37 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C38A C37A C39A 114(2) . .
C38A C37A C36 102.9(15) . .
C39A C37A C36 111.3(11) . .
C38A C37A H37A 109.5 . .
C39A C37A H37A 109.5 . .
C36 C37A H37A 109.5 . .
C37A C39A H39D 109.5 . .
C37A C39A H39E 109.5 . .
H39D C39A H39E 109.5 . .
C37A C39A H39F 109.5 . .
H39D C39A H39F 109.5 . .
H39E C39A H39F 109.5 . .
C37A C38A H38D 109.5 . .
C37A C38A H38E 109.5 . .
H38D C38A H38E 109.5 . .
C37A C38A H38F 109.5 . .
H38D C38A H38F 109.5 . .
H38E C38A H38F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.383(4) .
C1 N1 1.391(4) .
C1 Ru1 2.065(3) .
C2 C3 1.389(5) .
C2 C8 1.400(5) .
C2 N1 1.453(4) .
C3 C5 1.397(5) .
C3 C4 1.502(5) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 C6 1.374(6) .
C5 H5 0.9500 .
C6 C7 1.372(6) .
C6 H6 0.9500 .
C7 C8 1.396(6) .
C7 H7 0.9500 .
C8 C9 1.509(5) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.331(5) .
C10 N1 1.383(4) .
C10 H10 0.9500 .
C11 N2 1.387(4) .
C11 H11 0.9500 .
C12 C13 1.391(6) .
C12 C18 1.396(5) .
C12 N2 1.452(4) .
C13 C15 1.391(5) .
C13 C14 1.504(6) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C16 1.377(7) .
C15 H15 0.9500 .
C16 C17 1.371(7) .
C16 H16 0.9500 .
C17 C18 1.400(6) .
C17 H17 0.9500 .
C18 C19 1.494(6) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 C28 1.430(5) .
C20 C22 1.441(5) .
C20 C21 1.504(5) .
C20 Ru1 2.228(3) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 C24 1.416(5) .
C22 C23 1.500(5) .
C22 Ru1 2.291(3) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 C26 1.429(5) .
C24 C25 1.500(5) .
C24 Ru1 2.332(3) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C28 1.429(5) .
C26 C27 1.510(5) .
C26 Ru1 2.280(3) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C29 1.503(5) .
C28 Ru1 2.223(3) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 C41 1.403(5) .
C30 C31 1.424(5) .
C30 Si1 1.906(4) .
C31 C35 1.403(6) .
C31 C32 1.526(6) .
C32 C33 1.534(6) .
C32 C34 1.535(5) .
C32 H32 1.0000 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 C36 1.372(7) .
C35 H35 0.9500 .
C36 C40 1.379(6) .
C36 C37A 1.512(12) .
C36 C37 1.618(14) .
C40 C41 1.402(5) .
C40 H40 0.9500 .
C41 C42 1.526(5) .
C42 C44 1.530(6) .
C42 C43 1.533(6) .
C42 H42 1.0000 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 C46 1.325(5) .
C45 O1 1.361(4) .
C45 C47 1.486(5) .
C46 H46A 0.97(4) .
C46 H46B 1.05(4) .
C47 C48 1.385(5) .
C47 C52 1.393(5) .
C48 C49 1.384(5) .
C48 H48 0.9500 .
C49 C50 1.378(5) .
C49 H49 0.9500 .
C50 C51 1.383(5) .
C50 Br1 1.899(3) .
C51 C52 1.389(5) .
C51 H51 0.9500 .
C52 H52 0.9500 .
C90 C91A 1.323(18) .
C90 C91 1.354(12) .
C92 C91A 1.25(2) 7_657
C92 C91A 1.25(2) .
C92 C91 1.485(17) .
C92 C91 1.485(17) 7_657
Si1 O1 1.718(2) .
Si1 Ru1 2.3259(9) .
Si1 H3 1.46(3) .
Ru1 H1 1.56(3) .
Ru1 H2 1.48(4) .
C37 C39 1.52(2) .
C37 C38 1.52(3) .
C37 H37 1.0000 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C37A C38A 1.49(3) .
C37A C39A 1.50(2) .
C37A H37A 1.0000 .
C39A H39D 0.9800 .
C39A H39E 0.9800 .
C39A H39F 0.9800 .
C38A H38D 0.9800 .
C38A H38E 0.9800 .
C38A H38F 0.9800 .
