#------------------------------------------------------------------------------
#$Date: 2019-04-25 00:50:54 +0300 (Thu, 25 Apr 2019) $
#$Revision: 214748 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/09/1550935.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_1550935
loop_
_publ_author_name
'Guzman, Jefferson'
'García-Orduña, Pilar'
'Polo, Victor'
'Lahoz, Fernando J.'
'Oro, Luis A.'
'Fernandez-Alvarez, Francisco J'
_publ_section_title
;
 Ir-Catalyzed Selective Reduction of CO2 to Methoxy or Formate Level with
 HSiMe(OSiMe3)2
;
_journal_name_full               'Catalysis Science & Technology'
_journal_paper_doi               10.1039/C8CY02353K
_journal_year                    2019
_chemical_formula_moiety         '2(C18 H24 F3 Ir N2 O4 Si2), 0.5(C4 H10 O)'
_chemical_formula_sum            'C38 H53 F6 Ir2 N4 O8.5 Si4'
_chemical_formula_weight         1312.60
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2018-07-26 deposited with the CCDC.    2019-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                90.2260(10)
_cell_angle_beta                 106.8990(10)
_cell_angle_gamma                101.8860(10)
_cell_formula_units_Z            2
_cell_length_a                   11.4358(6)
_cell_length_b                   13.0237(7)
_cell_length_c                   17.6415(9)
_cell_measurement_reflns_used    9588
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.2875
_cell_measurement_theta_min      2.202
_cell_volume                     2454.4(2)
_computing_cell_refinement
'SAINT+ in APEX3 v. 2017.3 (Bruker AXS, 2008)'
_computing_data_collection       'SMART in APEX2 v. 2008.4 (Bruker AXS, 2008)'
_computing_data_reduction
'SAINT+ in APEX3 v. 2017.3 (Bruker AXS, 2008)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  'XCIF program, PLATON(Spek, 1998)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker Smart APEX system'
_diffrn_measurement_method       'narrow ω frames'
_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  0.0292
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            47378
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.430
_diffrn_reflns_theta_min         1.906
_exptl_absorpt_coefficient_mu    5.588
_exptl_absorpt_correction_T_max  0.5633
_exptl_absorpt_correction_T_min  0.4502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.776
_exptl_crystal_description       prism
_exptl_crystal_F_000             1282
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.125
_refine_diff_density_max         1.272
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     586
_refine_ls_number_reflns         11954
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0276
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0272P)²+4.0995P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0625
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10240
_reflns_number_total             11954
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cy02353k2.cif
_cod_data_source_block           cmpnd_3
_cod_original_formula_sum        'C38 H53 F6 Ir2 N4 O8.50 Si4'
_cod_database_code               1550935
_shelx_shelxl_version_number     2017/1
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Ir1 Ir 0.28687(2) 0.34714(2) 0.20109(2) 0.01961(4) Uani 1 1 d . . . . .
Si1 Si 0.17526(9) 0.27097(8) 0.28087(6) 0.0209(2) Uani 1 1 d . . . . .
Si2 Si 0.13501(10) 0.42045(9) 0.12509(6) 0.0253(2) Uani 1 1 d . . . . .
F1A F 0.6784(3) 0.3711(4) 0.13427(17) 0.0775(12) Uani 1 1 d . . . . .
F2A F 0.7188(3) 0.3042(3) 0.2460(2) 0.0857(13) Uani 1 1 d . . . . .
F3A F 0.7241(3) 0.4665(3) 0.2398(2) 0.0836(12) Uani 1 1 d . . . . .
O1 O 0.2327(2) 0.3633(2) 0.36126(15) 0.0242(5) Uani 1 1 d . . . . .
O2 O 0.0676(3) 0.3240(2) 0.04828(16) 0.0336(7) Uani 1 1 d . . . . .
O3 O 0.4608(2) 0.4081(2) 0.15418(15) 0.0289(6) Uani 1 1 d . . . . .
O4 O 0.4847(2) 0.2939(2) 0.24779(16) 0.0298(6) Uani 1 1 d . . . . .
N1 N 0.3558(3) 0.4612(2) 0.29296(17) 0.0208(6) Uani 1 1 d . . . . .
N2 N 0.2204(3) 0.2346(2) 0.10782(17) 0.0223(6) Uani 1 1 d . . . . .
C1 C 0.4405(4) 0.5504(3) 0.2906(2) 0.0249(8) Uani 1 1 d . . . . .
H1 H 0.468633 0.559968 0.244984 0.030 Uiso 1 1 calc R U . . .
C2 C 0.4865(3) 0.6268(3) 0.3514(2) 0.0262(8) Uani 1 1 d . . . . .
H2 H 0.545150 0.688223 0.347270 0.031 Uiso 1 1 calc R U . . .
C3 C 0.4476(3) 0.6152(3) 0.4198(2) 0.0247(8) Uani 1 1 d . . . . .
C4 C 0.3619(3) 0.5247(3) 0.4223(2) 0.0237(7) Uani 1 1 d . . . . .
H4 H 0.333343 0.513893 0.467688 0.028 Uiso 1 1 calc R U . . .
C5 C 0.3169(3) 0.4493(3) 0.3588(2) 0.0214(7) Uani 1 1 d . . . . .
C6 C 0.4955(4) 0.6978(3) 0.4874(3) 0.0339(9) Uani 1 1 d . . . . .
H6A H 0.454750 0.676748 0.528369 0.051 Uiso 1 1 calc R U . . .
H6B H 0.476910 0.764850 0.468017 0.051 Uiso 1 1 calc R U . . .
H6C H 0.586258 0.705961 0.509963 0.051 Uiso 1 1 calc R U . . .
C7 C 0.0030(4) 0.2416(3) 0.2646(3) 0.0352(10) Uani 1 1 d . . . . .
H7A H -0.015948 0.205396 0.309547 0.053 Uiso 1 1 calc R U . . .
H7B H -0.039031 0.196474 0.215608 0.053 Uiso 1 1 calc R U . . .
H7C H -0.026522 0.307439 0.259922 0.053 Uiso 1 1 calc R U . . .
C8 C 0.2331(4) 0.1523(3) 0.3213(2) 0.0286(8) Uani 1 1 d . . . . .
H8A H 0.324329 0.166152 0.332989 0.043 Uiso 1 1 calc R U . . .
H8B H 0.194703 0.092353 0.282020 0.043 Uiso 1 1 calc R U . . .
H8C H 0.210644 0.136133 0.370152 0.043 Uiso 1 1 calc R U . . .
C9 C 0.2752(4) 0.1524(3) 0.1042(2) 0.0291(8) Uani 1 1 d . . . . .
H9 H 0.344760 0.145175 0.147449 0.035 Uiso 1 1 calc R U . . .
C10 C 0.2342(4) 0.0790(4) 0.0407(2) 0.0338(9) Uani 1 1 d . . . . .
H10 H 0.275435 0.022701 0.040580 0.041 Uiso 1 1 calc R U . . .
C11 C 0.1322(4) 0.0873(3) -0.0236(2) 0.0299(9) Uani 1 1 d . . . . .
C12 C 0.0758(4) 0.1701(3) -0.0191(2) 0.0313(9) Uani 1 1 d . . . . .
H12 H 0.004735 0.177558 -0.061199 0.038 Uiso 1 1 calc R U . . .
C13 C 0.1213(4) 0.2430(3) 0.0461(2) 0.0253(8) Uani 1 1 d . . . . .
C14 C 0.0872(5) 0.0109(4) -0.0952(3) 0.0404(11) Uani 1 1 d . . . . .
H14A H -0.001672 0.008089 -0.121617 0.061 Uiso 1 1 calc R U . . .
H14B H 0.098287 -0.059145 -0.078700 0.061 Uiso 1 1 calc R U . . .
H14C H 0.135530 0.033689 -0.132108 0.061 Uiso 1 1 calc R U . . .
C15 C -0.0001(5) 0.4585(4) 0.1472(3) 0.0488(13) Uani 1 1 d . . . . .
H15A H -0.042263 0.496576 0.103411 0.073 Uiso 1 1 calc R U . . .
H15B H 0.029735 0.503778 0.196430 0.073 Uiso 1 1 calc R U . . .
H15C H -0.058943 0.395121 0.153336 0.073 Uiso 1 1 calc R U . . .
C16 C 0.2093(5) 0.5363(4) 0.0809(3) 0.0449(11) Uani 1 1 d . . . . .
H16A H 0.275312 0.518043 0.061798 0.067 Uiso 1 1 calc R U . . .
H16B H 0.245710 0.595165 0.121236 0.067 Uiso 1 1 calc R U . . .
H16C H 0.145965 0.556491 0.036364 0.067 Uiso 1 1 calc R U . . .
C17 C 0.5236(3) 0.3552(3) 0.2018(2) 0.0277(8) Uani 1 1 d . . . . .
C18 C 0.6616(4) 0.3695(4) 0.2045(3) 0.0417(11) Uani 1 1 d . . . . .
Ir31 Ir 0.00382(2) 0.76734(2) 0.33177(2) 0.01929(4) Uani 1 1 d . . . . .
Si31 Si -0.12629(10) 0.84831(8) 0.37152(6) 0.0234(2) Uani 1 1 d . . . . .
Si32 Si -0.03419(10) 0.62847(8) 0.40387(6) 0.0216(2) Uani 1 1 d . . . . .
F31A F 0.3612(3) 0.7931(3) 0.2296(2) 0.0797(12) Uani 1 1 d . . . . .
F32A F 0.2220(3) 0.8095(3) 0.12488(17) 0.0645(9) Uani 1 1 d . . . . .
F33A F 0.3131(3) 0.9404(2) 0.20594(19) 0.0526(7) Uani 1 1 d . . . . .
O31 O -0.2669(2) 0.7919(2) 0.30330(15) 0.0272(6) Uani 1 1 d . . . . .
O32 O 0.0766(3) 0.6741(2) 0.49408(15) 0.0279(6) Uani 1 1 d . . . . .
O33 O 0.1471(3) 0.7197(2) 0.26780(16) 0.0283(6) Uani 1 1 d . . . . .
O34 O 0.1080(2) 0.8795(2) 0.25220(15) 0.0254(6) Uani 1 1 d . . . . .
N31 N -0.1521(3) 0.7238(2) 0.23513(17) 0.0216(6) Uani 1 1 d . . . . .
N32 N 0.1532(3) 0.8158(2) 0.43119(17) 0.0216(6) Uani 1 1 d . . . . .
C31 C -0.1490(4) 0.6758(3) 0.1680(2) 0.0309(9) Uani 1 1 d . . . . .
H31 H -0.072438 0.660065 0.166053 0.037 Uiso 1 1 calc R U . . .
C32 C -0.2515(4) 0.6491(4) 0.1030(2) 0.0441(12) Uani 1 1 d . . . . .
H32 H -0.245733 0.615329 0.056824 0.053 Uiso 1 1 calc R U . . .
C33 C -0.3638(4) 0.6714(5) 0.1046(3) 0.0486(13) Uani 1 1 d . . . . .
C34 C -0.3681(4) 0.7203(4) 0.1731(2) 0.0386(11) Uani 1 1 d . . . . .
H34 H -0.443999 0.736876 0.175830 0.046 Uiso 1 1 calc R U . . .
C35 C -0.2618(3) 0.7451(3) 0.2375(2) 0.0253(8) Uani 1 1 d . . . . .
C36 C -0.4780(5) 0.6439(8) 0.0332(3) 0.100(3) Uani 1 1 d . . . . .
H36A H -0.452093 0.637513 -0.014633 0.150 Uiso 1 1 calc R U . . .
H36B H -0.525581 0.699375 0.027955 0.150 Uiso 1 1 calc R U . . .
H36C H -0.530527 0.576944 0.039727 0.150 Uiso 1 1 calc R U . . .
C37 C -0.0990(4) 0.9892(3) 0.3471(3) 0.0387(10) Uani 1 1 d . . . . .
H37A H -0.099534 0.993219 0.291571 0.058 Uiso 1 1 calc R U . . .
H37B H -0.017680 1.027218 0.381748 0.058 Uiso 1 1 calc R U . . .
H37C H -0.165363 1.020900 0.355294 0.058 Uiso 1 1 calc R U . . .
C38 C -0.1575(4) 0.8420(4) 0.4694(2) 0.0390(10) Uani 1 1 d . . . . .
H38A H -0.189230 0.903617 0.479154 0.058 Uiso 1 1 calc R U . . .
H38B H -0.079804 0.841130 0.511392 0.058 Uiso 1 1 calc R U . . .
H38C H -0.220015 0.777871 0.469181 0.058 Uiso 1 1 calc R U . . .
C39 C 0.2396(3) 0.9062(3) 0.4356(2) 0.0254(8) Uani 1 1 d . . . . .
H39 H 0.235261 0.944148 0.389330 0.030 Uiso 1 1 calc R U . . .
C40 C 0.3324(4) 0.9444(3) 0.5038(2) 0.0304(9) Uani 1 1 d . . . . .
H40 H 0.390770 1.008219 0.504481 0.036 Uiso 1 1 calc R U . . .
C41 C 0.3419(4) 0.8897(3) 0.5730(2) 0.0299(9) Uani 1 1 d . . . . .
C42 C 0.2556(4) 0.7962(3) 0.5686(2) 0.0297(9) Uani 1 1 d . . . . .
H42 H 0.260234 0.756109 0.613866 0.036 Uiso 1 1 calc R U . . .
C43 C 0.1624(4) 0.7614(3) 0.4978(2) 0.0259(8) Uani 1 1 d . . . . .
C44 C 0.4404(4) 0.9327(4) 0.6494(3) 0.0407(11) Uani 1 1 d . . . . .
H44A H 0.413534 0.987142 0.674597 0.061 Uiso 1 1 calc R U . . .
H44B H 0.519150 0.963351 0.638472 0.061 Uiso 1 1 calc R U . . .
H44C H 0.452999 0.875869 0.685097 0.061 Uiso 1 1 calc R U . . .
C45 C 0.0184(4) 0.5165(3) 0.3676(2) 0.0276(8) Uani 1 1 d . . . . .
H45A H 0.102989 0.541110 0.363192 0.041 Uiso 1 1 calc R U . . .
H45B H -0.039057 0.488402 0.315368 0.041 Uiso 1 1 calc R U . . .
H45C H 0.018906 0.461178 0.405077 0.041 Uiso 1 1 calc R U . . .
C46 C -0.1808(4) 0.5731(3) 0.4295(2) 0.0301(9) Uani 1 1 d . . . . .
H46A H -0.181219 0.500537 0.444245 0.045 Uiso 1 1 calc R U . . .
H46B H -0.253451 0.573891 0.383528 0.045 Uiso 1 1 calc R U . . .
H46C H -0.184778 0.615651 0.474261 0.045 Uiso 1 1 calc R U . . .
C47 C 0.1657(3) 0.8100(3) 0.2443(2) 0.0232(7) Uani 1 1 d . . . . .
C48 C 0.2677(4) 0.8392(3) 0.2024(2) 0.0289(8) Uani 1 1 d . . . . .
O91 O 0.500000 0.000000 0.000000 0.144(4) Uani 1 2 d S . P . .
C91A C 0.5142(17) -0.0616(14) 0.0647(10) 0.104(7) Uani 0.5 1 d . . P A 5
H91A H 0.559164 -0.117576 0.060110 0.125 Uiso 0.5 1 calc R U P A 5
H91B H 0.433308 -0.092776 0.073851 0.125 Uiso 0.5 1 calc R U P A 5
C91B C 0.5900(16) 0.0924(16) 0.0620(10) 0.108(7) Uani 0.5 1 d . . P A 6
H91C H 0.671438 0.116534 0.051539 0.130 Uiso 0.5 1 calc R U P A 6
H91D H 0.550632 0.153001 0.063801 0.130 Uiso 0.5 1 calc R U P A 6
C92 C 0.6019(9) 0.0346(10) 0.1339(6) 0.136(4) Uani 1 1 d . . . . .
H92A H 0.622558 0.005432 0.186117 0.163 Uiso 0.5 1 calc R U P A 5
H92B H 0.679244 0.064925 0.121258 0.163 Uiso 0.5 1 calc R U P A 5
H92C H 0.555008 0.089405 0.134823 0.163 Uiso 0.5 1 calc R U P A 5
H92D H 0.656285 0.080939 0.180041 0.163 Uiso 0.5 1 calc R U P A 6
H92E H 0.519004 0.010027 0.140996 0.163 Uiso 0.5 1 calc R U P A 6
H92F H 0.638349 -0.025999 0.128883 0.163 Uiso 0.5 1 calc R U P A 6
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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'
O O 0.0106 0.0060 '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'
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
N1 Ir1 N2 178.76(12) . .
N1 Ir1 Si2 97.71(9) . .
N2 Ir1 Si2 82.24(9) . .
N1 Ir1 Si1 82.22(8) . .
N2 Ir1 Si1 99.02(9) . .
Si2 Ir1 Si1 95.84(4) . .
N1 Ir1 O3 90.92(10) . .
N2 Ir1 O3 87.90(11) . .
Si2 Ir1 O3 104.47(7) . .
Si1 Ir1 O3 159.28(7) . .
N1 Ir1 O4 87.06(10) . .
N2 Ir1 O4 92.56(11) . .
Si2 Ir1 O4 159.54(7) . .
Si1 Ir1 O4 104.53(7) . .
O3 Ir1 O4 55.39(9) . .
O1 Si1 C7 103.46(17) . .
O1 Si1 C8 103.74(16) . .
C7 Si1 C8 107.19(19) . .
O1 Si1 Ir1 99.86(9) . .
C7 Si1 Ir1 129.56(15) . .
C8 Si1 Ir1 109.71(13) . .
O2 Si2 C15 104.4(2) . .
O2 Si2 C16 105.65(19) . .
C15 Si2 C16 105.5(2) . .
O2 Si2 Ir1 99.95(10) . .
C15 Si2 Ir1 130.44(16) . .
C16 Si2 Ir1 108.51(16) . .
C5 O1 Si1 119.4(2) . .
C13 O2 Si2 119.2(2) . .
C17 O3 Ir1 90.6(2) . .
C17 O4 Ir1 88.1(2) . .
C5 N1 C1 117.7(3) . .
C5 N1 Ir1 120.1(2) . .
C1 N1 Ir1 122.1(2) . .
C13 N2 C9 117.6(3) . .
C13 N2 Ir1 119.9(2) . .
C9 N2 Ir1 122.4(3) . .
N1 C1 C2 122.5(3) . .
N1 C1 H1 118.8 . .
C2 C1 H1 118.8 . .
C1 C2 C3 120.3(3) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 117.3(3) . .
C4 C3 C6 121.0(3) . .
C2 C3 C6 121.7(3) . .
C3 C4 C5 120.5(3) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
O1 C5 N1 118.3(3) . .
O1 C5 C4 120.0(3) . .
N1 C5 C4 121.7(3) . .
C3 C6 H6A 109.5 . .
C3 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C3 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
Si1 C7 H7A 109.5 . .
Si1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
Si1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
Si1 C8 H8A 109.5 . .
Si1 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
Si1 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N2 C9 C10 122.8(4) . .
N2 C9 H9 118.6 . .
C10 C9 H9 118.6 . .
C9 C10 C11 120.0(4) . .
C9 C10 H10 120.0 . .
C11 C10 H10 120.0 . .
C12 C11 C10 117.0(4) . .
C12 C11 C14 121.4(4) . .
C10 C11 C14 121.6(4) . .
C11 C12 C13 121.0(4) . .
C11 C12 H12 119.5 . .
C13 C12 H12 119.5 . .
O2 C13 N2 118.4(3) . .
O2 C13 C12 120.0(3) . .
N2 C13 C12 121.6(4) . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
Si2 C15 H15A 109.5 . .
Si2 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
Si2 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
Si2 C16 H16A 109.5 . .
Si2 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
Si2 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O3 C17 O4 125.8(4) . .
O3 C17 C18 116.1(4) . .
O4 C17 C18 118.0(4) . .
F2A C18 F1A 110.2(4) . .
F2A C18 F3A 105.5(4) . .
F1A C18 F3A 104.0(4) . .
F2A C18 C17 114.4(4) . .
F1A C18 C17 113.5(3) . .
F3A C18 C17 108.3(4) . .
N32 Ir31 N31 176.43(11) . .
N32 Ir31 Si31 95.26(8) . .
N31 Ir31 Si31 81.17(9) . .
N32 Ir31 Si32 82.05(9) . .
N31 Ir31 Si32 98.05(9) . .
Si31 Ir31 Si32 92.14(4) . .
N32 Ir31 O34 91.05(11) . .
N31 Ir31 O34 90.17(10) . .
Si31 Ir31 O34 110.28(7) . .
Si32 Ir31 O34 157.11(7) . .
N32 Ir31 O33 88.09(10) . .
N31 Ir31 O33 95.36(11) . .
Si31 Ir31 O33 164.82(7) . .
Si32 Ir31 O33 103.00(7) . .
O34 Ir31 O33 54.76(9) . .
O31 Si31 C38 105.18(18) . .
O31 Si31 C37 103.71(18) . .
C38 Si31 C37 108.1(2) . .
O31 Si31 Ir31 100.60(10) . .
C38 Si31 Ir31 127.00(15) . .
C37 Si31 Ir31 109.57(14) . .
O32 Si32 C45 105.22(16) . .
O32 Si32 C46 104.83(16) . .
C45 Si32 C46 107.58(19) . .
O32 Si32 Ir31 99.80(10) . .
C45 Si32 Ir31 108.77(13) . .
C46 Si32 Ir31 128.20(14) . .
C35 O31 Si31 116.8(2) . .
C43 O32 Si32 119.2(2) . .
C47 O33 Ir31 89.8(2) . .
C47 O34 Ir31 89.9(2) . .
C31 N31 C35 118.2(3) . .
C31 N31 Ir31 122.3(3) . .
C35 N31 Ir31 119.5(2) . .
C39 N32 C43 117.9(3) . .
C39 N32 Ir31 122.0(2) . .
C43 N32 Ir31 120.0(3) . .
N31 C31 C32 122.5(4) . .
N31 C31 H31 118.7 . .
C32 C31 H31 118.7 . .
C31 C32 C33 119.7(4) . .
C31 C32 H32 120.1 . .
C33 C32 H32 120.1 . .
C32 C33 C34 118.3(4) . .
C32 C33 C36 120.7(5) . .
C34 C33 C36 121.0(5) . .
C35 C34 C33 119.7(4) . .
C35 C34 H34 120.1 . .
C33 C34 H34 120.1 . .
O31 C35 N31 119.1(3) . .
O31 C35 C34 119.4(4) . .
N31 C35 C34 121.6(4) . .
C33 C36 H36A 109.5 . .
C33 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C33 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
Si31 C37 H37A 109.5 . .
Si31 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
Si31 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
Si31 C38 H38A 109.5 . .
Si31 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
Si31 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
N32 C39 C40 122.5(4) . .
N32 C39 H39 118.7 . .
C40 C39 H39 118.7 . .
C39 C40 C41 120.1(4) . .
C39 C40 H40 119.9 . .
C41 C40 H40 119.9 . .
C42 C41 C40 117.7(4) . .
C42 C41 C44 121.4(4) . .
C40 C41 C44 120.8(4) . .
C43 C42 C41 119.7(4) . .
C43 C42 H42 120.2 . .
C41 C42 H42 120.2 . .
O32 C43 N32 117.9(3) . .
O32 C43 C42 120.0(4) . .
N32 C43 C42 122.1(4) . .
C41 C44 H44A 109.5 . .
C41 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C41 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
Si32 C45 H45A 109.5 . .
Si32 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
Si32 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
Si32 C46 H46A 109.5 . .
Si32 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
Si32 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
O33 C47 O34 125.1(3) . .
O33 C47 C48 117.7(3) . .
O34 C47 C48 117.2(3) . .
F31A C48 F33A 108.0(4) . .
F31A C48 F32A 105.5(4) . .
F33A C48 F32A 105.2(4) . .
F31A C48 C47 113.2(3) . .
F33A C48 C47 113.3(3) . .
F32A C48 C47 111.1(3) . .
C91A O91 C91B 94.8(11) . 2_655
C91A O91 C91B 85.2(11) 2_655 2_655
C91B O91 C91B 180.0 2_655 .
O91 C91A C92 97.0(11) . .
O91 C91A H91A 112.4 . .
C92 C91A H91A 112.4 . .
O91 C91A H91B 112.4 . .
C92 C91A H91B 112.4 . .
H91A C91A H91B 109.9 . .
C92 C91B O91 97.9(14) . .
C92 C91B H91C 112.2 . .
O91 C91B H91C 112.2 . .
C92 C91B H91D 112.2 . .
O91 C91B H91D 112.2 . .
H91C C91B H91D 109.8 . .
C91A C92 H92A 109.5 . .
C91A C92 H92B 109.5 . .
H92A C92 H92B 109.5 . .
C91A C92 H92C 109.5 . .
H92A C92 H92C 109.5 . .
H92B C92 H92C 109.5 . .
C91B C92 H92D 109.5 . .
C91B C92 H92E 109.5 . .
H92D C92 H92E 109.5 . .
C91B C92 H92F 109.5 . .
H92D C92 H92F 109.5 . .
H92E C92 H92F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 N1 2.052(3) .
Ir1 N2 2.056(3) .
Ir1 Si2 2.2505(11) .
Ir1 Si1 2.2645(10) .
Ir1 O3 2.363(3) .
Ir1 O4 2.418(3) .
Si1 O1 1.734(3) .
Si1 C7 1.862(4) .
Si1 C8 1.868(4) .
Si2 O2 1.729(3) .
Si2 C15 1.856(5) .
Si2 C16 1.863(5) .
F1A C18 1.307(5) .
F2A C18 1.281(6) .
F3A C18 1.364(6) .
O1 C5 1.329(4) .
O2 C13 1.331(5) .
O3 C17 1.247(5) .
O4 C17 1.249(5) .
N1 C5 1.359(4) .
N1 C1 1.360(5) .
N2 C13 1.347(5) .
N2 C9 1.358(5) .
C1 C2 1.365(5) .
C1 H1 0.9500 .
C2 C3 1.401(5) .
C2 H2 0.9500 .
C3 C4 1.378(5) .
C3 C6 1.500(5) .
C4 C5 1.390(5) .
C4 H4 0.9500 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.375(5) .
C9 H9 0.9500 .
C10 C11 1.394(6) .
C10 H10 0.9500 .
C11 C12 1.380(6) .
C11 C14 1.501(5) .
C12 C13 1.392(5) .
C12 H12 0.9500 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.538(5) .
Ir31 N32 2.049(3) .
Ir31 N31 2.053(3) .
Ir31 Si31 2.2505(10) .
Ir31 Si32 2.2570(10) .
Ir31 O34 2.407(2) .
Ir31 O33 2.414(3) .
Si31 O31 1.719(3) .
Si31 C38 1.861(4) .
Si31 C37 1.870(4) .
Si32 O32 1.732(3) .
Si32 C45 1.864(4) .
Si32 C46 1.866(4) .
F31A C48 1.305(5) .
F32A C48 1.338(5) .
F33A C48 1.307(5) .
O31 C35 1.331(4) .
O32 C43 1.328(5) .
O33 C47 1.246(4) .
O34 C47 1.253(4) .
N31 C31 1.349(5) .
N31 C35 1.351(5) .
N32 C39 1.358(5) .
N32 C43 1.364(5) .
C31 C32 1.363(6) .
C31 H31 0.9500 .
C32 C33 1.381(7) .
C32 H32 0.9500 .
C33 C34 1.383(6) .
C33 C36 1.506(7) .
C34 C35 1.381(5) .
C34 H34 0.9500 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 C40 1.363(5) .
C39 H39 0.9500 .
C40 C41 1.405(6) .
C40 H40 0.9500 .
C41 C42 1.387(6) .
C41 C44 1.500(5) .
C42 C43 1.387(5) .
C42 H42 0.9500 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 C48 1.541(5) .
O91 C91A 1.387(13) .
O91 C91A 1.387(13) 2_655
O91 C91B 1.591(17) 2_655
O91 C91B 1.591(17) .
C91A C92 1.68(2) .
C91A H91A 0.9900 .
C91A H91B 0.9900 .
C91B C92 1.46(2) .
C91B H91C 0.9900 .
C91B H91D 0.9900 .
C92 H92A 0.9800 .
C92 H92B 0.9800 .
C92 H92C 0.9800 .
C92 H92D 0.9800 .
C92 H92E 0.9800 .
C92 H92F 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C7 Si1 O1 C5 -133.5(3)
C8 Si1 O1 C5 114.7(3)
Ir1 Si1 O1 C5 1.4(3)
C15 Si2 O2 C13 -143.0(3)
C16 Si2 O2 C13 106.0(3)
Ir1 Si2 O2 C13 -6.6(3)
C5 N1 C1 C2 0.0(5)
Ir1 N1 C1 C2 179.8(3)
N1 C1 C2 C3 0.4(6)
C1 C2 C3 C4 -0.3(6)
C1 C2 C3 C6 -179.5(4)
C2 C3 C4 C5 -0.1(6)
C6 C3 C4 C5 179.1(4)
Si1 O1 C5 N1 -0.5(4)
Si1 O1 C5 C4 178.8(3)
C1 N1 C5 O1 178.9(3)
Ir1 N1 C5 O1 -0.9(4)
C1 N1 C5 C4 -0.4(5)
Ir1 N1 C5 C4 179.8(3)
C3 C4 C5 O1 -178.8(3)
C3 C4 C5 N1 0.5(6)
C13 N2 C9 C10 0.4(6)
Ir1 N2 C9 C10 -177.4(3)
N2 C9 C10 C11 -0.1(6)
C9 C10 C11 C12 -0.9(6)
C9 C10 C11 C14 178.0(4)
C10 C11 C12 C13 1.5(6)
C14 C11 C12 C13 -177.4(4)
Si2 O2 C13 N2 5.7(5)
Si2 O2 C13 C12 -173.6(3)
C9 N2 C13 O2 -179.1(3)
Ir1 N2 C13 O2 -1.2(5)
C9 N2 C13 C12 0.2(5)
Ir1 N2 C13 C12 178.1(3)
C11 C12 C13 O2 178.1(4)
C11 C12 C13 N2 -1.2(6)
Ir1 O3 C17 O4 3.4(4)
Ir1 O3 C17 C18 -175.2(3)
Ir1 O4 C17 O3 -3.3(4)
Ir1 O4 C17 C18 175.3(3)
O3 C17 C18 F2A -171.3(4)
O4 C17 C18 F2A 10.0(6)
O3 C17 C18 F1A -43.6(6)
O4 C17 C18 F1A 137.7(4)
O3 C17 C18 F3A 71.4(5)
O4 C17 C18 F3A -107.4(5)
C38 Si31 O31 C35 -151.4(3)
C37 Si31 O31 C35 95.2(3)
Ir31 Si31 O31 C35 -18.1(3)
C45 Si32 O32 C43 102.9(3)
C46 Si32 O32 C43 -143.7(3)
Ir31 Si32 O32 C43 -9.7(3)
C35 N31 C31 C32 0.5(6)
Ir31 N31 C31 C32 -178.4(3)
N31 C31 C32 C33 0.0(7)
C31 C32 C33 C34 -0.2(8)
C31 C32 C33 C36 179.2(6)
C32 C33 C34 C35 -0.2(7)
C36 C33 C34 C35 -179.6(6)
Si31 O31 C35 N31 14.5(4)
Si31 O31 C35 C34 -165.0(3)
C31 N31 C35 O31 179.6(3)
Ir31 N31 C35 O31 -1.5(5)
C31 N31 C35 C34 -1.0(6)
Ir31 N31 C35 C34 178.0(3)
C33 C34 C35 O31 -179.8(4)
C33 C34 C35 N31 0.8(7)
C43 N32 C39 C40 -1.1(5)
Ir31 N32 C39 C40 173.5(3)
N32 C39 C40 C41 0.4(6)
C39 C40 C41 C42 0.9(6)
C39 C40 C41 C44 -177.7(4)
C40 C41 C42 C43 -1.5(6)
C44 C41 C42 C43 177.1(4)
Si32 O32 C43 N32 4.9(5)
Si32 O32 C43 C42 -176.8(3)
C39 N32 C43 O32 178.8(3)
Ir31 N32 C43 O32 4.1(4)
C39 N32 C43 C42 0.5(5)
Ir31 N32 C43 C42 -174.3(3)
C41 C42 C43 O32 -177.4(3)
C41 C42 C43 N32 0.9(6)
Ir31 O33 C47 O34 -6.3(4)
Ir31 O33 C47 C48 173.5(3)
Ir31 O34 C47 O33 6.3(4)
Ir31 O34 C47 C48 -173.5(3)
O33 C47 C48 F31A -32.9(5)
O34 C47 C48 F31A 146.9(4)
O33 C47 C48 F33A -156.2(4)
O34 C47 C48 F33A 23.6(5)
O33 C47 C48 F32A 85.6(4)
O34 C47 C48 F32A -94.6(4)
