# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dme-51
_database_code_depnum_ccdc_archive 'CCDC 1993864'
loop_
_audit_author_name
_audit_author_address
'Daniel Mendoza-Espinosa'
;Universidad Autonoma del Estado de Hidalgo
Mexico
;
_audit_update_record             
;
2020-03-30 deposited with the CCDC.	2023-11-10 downloaded from the CCDC.
;
_audit_creation_date             2020-01-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C60 H66 B2 F6 Ir2 N12 O2'
_chemical_formula_sum            'C60 H66 B2 F6 Ir2 N12 O2'
_chemical_formula_weight         1507.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H26 N5 Ir F'
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'
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'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.8262(2)
_cell_length_b                   24.3511(5)
_cell_length_c                   15.4932(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.513(2)
_cell_angle_gamma                90
_cell_volume                     3319.59(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    57816
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4210
_cell_measurement_theta_min      3.3920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.070
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            233589
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.907
_diffrn_reflns_theta_min         2.878
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3659
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -84.00   14.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -37.0000 -120.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega  -83.00   18.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  -57.0000  150.0000 101

#__ type_ start__ end____ width___ exp.time_
  3 omega  -38.00   63.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610   57.0000 -150.0000 101

#__ type_ start__ end____ width___ exp.time_
  4 omega  -38.00   63.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610   57.0000  -60.0000 101

#__ type_ start__ end____ width___ exp.time_
  5 omega  -25.00   52.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672  -99.0000   60.0000 77

#__ type_ start__ end____ width___ exp.time_
  6 omega  -21.00   88.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672   77.0000   60.0000 109

#__ type_ start__ end____ width___ exp.time_
  7 omega   14.00   87.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672 -153.0000 -154.5219 73

#__ type_ start__ end____ width___ exp.time_
  8 omega  -86.00  -37.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  155.0000  111.5861 49

#__ type_ start__ end____ width___ exp.time_
  9 omega  -85.00  -36.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  153.0000  161.3962 49

#__ type_ start__ end____ width___ exp.time_
 10 omega  -67.00  -19.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  126.0000  -63.3632 48

#__ type_ start__ end____ width___ exp.time_
 11 omega  -65.00  -17.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       -9.9610  123.0000  174.2835 48

#__ type_ start__ end____ width___ exp.time_
 12 omega   -6.00   65.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672 -121.0000  -41.0000 71

#__ type_ start__ end____ width___ exp.time_
 13 omega   -2.00   69.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       12.0000 -126.0000  108.1115 71

#__ type_ start__ end____ width___ exp.time_
 14 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000 -180.0000 177

#__ type_ start__ end____ width___ exp.time_
 15 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000 -150.0000 177

#__ type_ start__ end____ width___ exp.time_
 16 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000 -120.0000 177

#__ type_ start__ end____ width___ exp.time_
 17 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000  -90.0000 177

#__ type_ start__ end____ width___ exp.time_
 18 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000  -60.0000 177

#__ type_ start__ end____ width___ exp.time_
 19 omega  -63.00   44.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       12.0000  -73.0000  -26.1400 107

#__ type_ start__ end____ width___ exp.time_
 20 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000    0.0000 177

#__ type_ start__ end____ width___ exp.time_
 21 omega  -77.00   36.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000   30.0000 113

#__ type_ start__ end____ width___ exp.time_
 22 omega  -77.00  100.00   1.0000   24.1950
omega____ theta____ kappa____ phi______ frames
    -       11.3672    0.0000  -30.0000 177
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0057108000
_diffrn_orient_matrix_UB_12      0.0289702000
_diffrn_orient_matrix_UB_13      -0.0037318000
_diffrn_orient_matrix_UB_21      0.0599472000
_diffrn_orient_matrix_UB_22      0.0000204000
_diffrn_orient_matrix_UB_23      -0.0279215000
_diffrn_orient_matrix_UB_31      -0.0535930000
_diffrn_orient_matrix_UB_32      -0.0030282000
_diffrn_orient_matrix_UB_33      -0.0362692000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7063
_reflns_number_total             9127
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.746
_refine_diff_density_min         -0.836
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         9127
_refine_ls_number_restraints     93
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²+6.6607P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0928
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F2-F1 \\sim F2-F3 \\sim F1-F3 \\sim F1A-F3A \\sim F1A-F2A \\sim F3A-F2A
 with sigma of 0.04
 C28-C25 \\sim C28-F2 \\sim C28-F1 \\sim C28-F3 \\sim C28-F1A \\sim C28-F3A
\\sim C28-F2A
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F2, F1, F3, C28, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1A, F3A, F2A, C28, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F1A)=Sof(F3A)=Sof(F2A)=1-FVAR(1)
 Sof(F2)=Sof(F1)=Sof(F3)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 B1(H1)
5.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C23(H23), C24(H24), C2(H2), C7(H7), C21(H21), C17(H17), C12(H12),
 C20(H20), C18(H18), C19(H19)
5.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C15(H15A,H15B,H15C), C30(H30A,H30B,H30C), C10(H10A,H10B,
 H10C), C4(H4A,H4B,H4C), C9(H9A,H9B,H9C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.56026(2) 0.42299(2) 0.69507(2) 0.03302(6) Uani 1 1 d . . . . .
O1 O 0.3589(3) 0.51060(10) 0.37337(16) 0.0326(5) Uani 1 1 d . . . . .
N5 N 0.4678(4) 0.36065(13) 0.7575(2) 0.0359(7) Uani 1 1 d . . . . .
N1 N 0.7021(4) 0.36430(13) 0.6342(2) 0.0375(7) Uani 1 1 d . . . . .
N6 N 0.5587(4) 0.31808(14) 0.7866(2) 0.0416(8) Uani 1 1 d . . . . .
N3 N 0.7885(4) 0.37547(15) 0.8300(2) 0.0401(8) Uani 1 1 d . . . . .
N4 N 0.7361(4) 0.42578(13) 0.8001(2) 0.0385(7) Uani 1 1 d . . . . .
N2 N 0.7702(4) 0.32461(14) 0.6875(2) 0.0393(7) Uani 1 1 d . . . . .
C22 C 0.4021(4) 0.41167(16) 0.5931(2) 0.0334(8) Uani 1 1 d . . . . .
C16 C 0.4378(5) 0.47781(17) 0.7598(3) 0.0376(8) Uani 1 1 d . . . . .
C26 C 0.2636(4) 0.44184(16) 0.4572(2) 0.0338(8) Uani 1 1 d . . . . .
C29 C 0.2410(4) 0.49053(15) 0.3957(2) 0.0326(8) Uani 1 1 d . . . . .
C27 C 0.3549(4) 0.45235(16) 0.5333(2) 0.0341(8) Uani 1 1 d . . . . .
H27 H 0.3858 0.4883 0.5448 0.041 Uiso 1 1 calc R . . . .
C23 C 0.3505(5) 0.35868(17) 0.5726(3) 0.0425(9) Uani 1 1 d . . . . .
H23 H 0.3803 0.3300 0.6097 0.051 Uiso 1 1 calc R . . . .
C13 C 0.3243(5) 0.3472(2) 0.7735(3) 0.0479(10) Uani 1 1 d . . . . .
C1 C 0.8587(5) 0.29192(19) 0.6418(3) 0.0477(10) Uani 1 1 d . . . . .
C24 C 0.2565(5) 0.34722(17) 0.4988(3) 0.0450(10) Uani 1 1 d . . . . .
H24 H 0.2234 0.3114 0.4886 0.054 Uiso 1 1 calc R . . . .
C25 C 0.2103(5) 0.38816(17) 0.4395(3) 0.0387(8) Uani 1 1 d D U . . .
C3 C 0.7505(5) 0.35556(17) 0.5554(3) 0.0409(9) Uani 1 1 d . . . . .
C8 C 0.8011(6) 0.4635(2) 0.8537(3) 0.0489(10) Uani 1 1 d . . . . .
C5 C 0.7007(6) 0.3904(2) 0.4789(3) 0.0529(12) Uani 1 1 d . . . . .
H5A H 0.5933 0.3970 0.4781 0.079 Uiso 1 1 calc GR . . . .
H5B H 0.7230 0.3719 0.4267 0.079 Uiso 1 1 calc GR . . . .
H5C H 0.7539 0.4248 0.4830 0.079 Uiso 1 1 calc GR . . . .
C2 C 0.8490(6) 0.3108(2) 0.5580(3) 0.0522(11) Uani 1 1 d . . . . .
H2 H 0.8985 0.2965 0.5122 0.063 Uiso 1 1 calc R . . . .
C7 C 0.8951(6) 0.4376(2) 0.9175(3) 0.0580(13) Uani 1 1 d . . . . .
H7 H 0.9539 0.4545 0.9624 0.070 Uiso 1 1 calc R . . . .
C21 C 0.3732(5) 0.52569(19) 0.7238(3) 0.0467(10) Uani 1 1 d . . . . .
H21 H 0.3831 0.5330 0.6656 0.056 Uiso 1 1 calc R . . . .
F2 F 0.1115(13) 0.3175(2) 0.3509(6) 0.096(3) Uani 0.610(11) 1 d D U P A 1
C6 C 0.8843(5) 0.3826(2) 0.9014(3) 0.0513(11) Uani 1 1 d . . . . .
B1 B 0.7335(6) 0.3226(2) 0.7827(3) 0.0416(10) Uani 1 1 d . . . . .
H1 H 0.7832 0.2906 0.8111 0.050 Uiso 1 1 calc R . . . .
C15 C 0.1882(5) 0.3822(2) 0.7507(4) 0.0590(13) Uani 1 1 d . . . . .
H15A H 0.1539 0.3981 0.8024 0.089 Uiso 1 1 calc GR . . . .
H15B H 0.1086 0.3601 0.7229 0.089 Uiso 1 1 calc GR . . . .
H15C H 0.2145 0.4109 0.7121 0.089 Uiso 1 1 calc GR . . . .
C17 C 0.4182(6) 0.4706(2) 0.8491(3) 0.0572(12) Uani 1 1 d . . . . .
H17 H 0.4619 0.4401 0.8773 0.069 Uiso 1 1 calc R . . . .
C12 C 0.3271(6) 0.2957(2) 0.8124(4) 0.0605(14) Uani 1 1 d . . . . .
H12 H 0.2438 0.2768 0.8303 0.073 Uiso 1 1 calc R . . . .
C11 C 0.4739(6) 0.2782(2) 0.8194(3) 0.0537(12) Uani 1 1 d . . . . .
C30 C 0.0879(5) 0.5146(2) 0.3716(3) 0.0518(11) Uani 1 1 d . . . . .
H30A H 0.0942 0.5393 0.3238 0.078 Uiso 1 1 calc GR . . . .
H30B H 0.0537 0.5342 0.4202 0.078 Uiso 1 1 calc GR . . . .
H30C H 0.0174 0.4857 0.3553 0.078 Uiso 1 1 calc GR . . . .
C20 C 0.2942(7) 0.5631(2) 0.7719(4) 0.0655(15) Uani 1 1 d . . . . .
H20 H 0.2551 0.5949 0.7457 0.079 Uiso 1 1 calc R . . . .
C28 C 0.1229(5) 0.37130(18) 0.3604(3) 0.0530(11) Uani 1 1 d D U . . .
C10 C 0.7743(7) 0.5235(2) 0.8439(3) 0.0650(14) Uani 1 1 d . . . . .
H10A H 0.7033 0.5300 0.7948 0.098 Uiso 1 1 calc GR . . . .
H10B H 0.8686 0.5415 0.8353 0.098 Uiso 1 1 calc GR . . . .
H10C H 0.7337 0.5376 0.8951 0.098 Uiso 1 1 calc GR . . . .
F1 F 0.1665(12) 0.3920(4) 0.2905(3) 0.099(3) Uani 0.610(11) 1 d D U P A 1
C18 C 0.3365(7) 0.5071(3) 0.8959(4) 0.0739(17) Uani 1 1 d . . . . .
H18 H 0.3243 0.5002 0.9540 0.089 Uiso 1 1 calc R . . . .
C4 C 0.9467(7) 0.2441(2) 0.6803(4) 0.0743(17) Uani 1 1 d . . . . .
H4A H 1.0037 0.2555 0.7326 0.111 Uiso 1 1 calc GR . . . .
H4B H 1.0151 0.2309 0.6398 0.111 Uiso 1 1 calc GR . . . .
H4C H 0.8777 0.2154 0.6933 0.111 Uiso 1 1 calc GR . . . .
C19 C 0.2734(7) 0.5534(3) 0.8578(4) 0.0727(16) Uani 1 1 d . . . . .
H19 H 0.2177 0.5777 0.8891 0.087 Uiso 1 1 calc R . . . .
C9 C 0.9591(7) 0.3358(3) 0.9508(4) 0.0757(17) Uani 1 1 d . . . . .
H9A H 0.8827 0.3113 0.9691 0.113 Uiso 1 1 calc GR . . . .
H9B H 1.0183 0.3497 1.0007 0.113 Uiso 1 1 calc GR . . . .
H9C H 1.0241 0.3164 0.9144 0.113 Uiso 1 1 calc GR . . . .
F3 F -0.0235(7) 0.3872(4) 0.3615(6) 0.101(3) Uani 0.610(11) 1 d D U P A 1
C14 C 0.5430(7) 0.2254(2) 0.8550(5) 0.080(2) Uani 1 1 d . . . . .
H14A H 0.6060 0.2097 0.8137 0.120 Uiso 1 1 calc GR . . . .
H14B H 0.4634 0.2001 0.8660 0.120 Uiso 1 1 calc GR . . . .
H14C H 0.6034 0.2328 0.9080 0.120 Uiso 1 1 calc GR . . . .
F1A F 0.0460(16) 0.4092(4) 0.3130(8) 0.082(4) Uani 0.390(11) 1 d D U P A 2
F3A F 0.0225(16) 0.3323(6) 0.3659(7) 0.086(4) Uani 0.390(11) 1 d D U P A 2
F2A F 0.2142(12) 0.3516(8) 0.3003(7) 0.100(4) Uani 0.390(11) 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 O1 2.091(2) 3_666 ?
Ir1 N5 2.009(3) . ?
Ir1 N1 2.163(3) . ?
Ir1 N4 2.160(4) . ?
Ir1 C22 2.042(4) . ?
Ir1 C16 2.030(4) . ?
O1 Ir1 2.091(2) 3_666 ?
O1 C29 1.225(4) . ?
N5 N6 1.365(5) . ?
N5 C13 1.350(5) . ?
N1 N2 1.378(4) . ?
N1 C3 1.342(5) . ?
N6 B1 1.553(6) . ?
N6 C11 1.349(6) . ?
N3 N4 1.377(5) . ?
N3 C6 1.350(6) . ?
N3 B1 1.541(6) . ?
N4 C8 1.336(6) . ?
N2 C1 1.352(6) . ?
N2 B1 1.536(6) . ?
C22 C27 1.398(5) . ?
C22 C23 1.397(6) . ?
C16 C21 1.394(6) . ?
C16 C17 1.419(6) . ?
C26 C29 1.525(5) . ?
C26 C27 1.399(6) . ?
C26 C25 1.409(6) . ?
C29 C30 1.492(6) . ?
C27 H27 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.387(6) . ?
C13 C15 1.492(7) . ?
C13 C12 1.390(6) . ?
C1 C2 1.374(7) . ?
C1 C4 1.497(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.395(6) . ?
C25 C28 1.454(6) . ?
C3 C5 1.495(6) . ?
C3 C2 1.393(6) . ?
C8 C7 1.390(7) . ?
C8 C10 1.486(7) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C2 H2 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.364(7) . ?
C21 H21 0.9300 . ?
C21 C20 1.396(7) . ?
F2 C28 1.321(7) . ?
C6 C9 1.498(7) . ?
B1 H1 0.9800 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C17 H17 0.9300 . ?
C17 C18 1.385(7) . ?
C12 H12 0.9300 . ?
C12 C11 1.360(7) . ?
C11 C14 1.510(7) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C19 1.377(8) . ?
C28 F1 1.282(7) . ?
C28 F3 1.350(7) . ?
C28 F1A 1.332(8) . ?
C28 F3A 1.306(9) . ?
C28 F2A 1.365(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C19 1.370(9) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C19 H19 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
_geom_angle_publ_flag
O1 Ir1 N1 93.31(11) 3_666 . ?
O1 Ir1 N4 95.99(11) 3_666 . ?
N5 Ir1 O1 175.98(11) . 3_666 ?
N5 Ir1 N1 88.94(13) . . ?
N5 Ir1 N4 87.46(13) . . ?
N5 Ir1 C22 89.52(14) . . ?
N5 Ir1 C16 90.39(15) . . ?
N4 Ir1 N1 86.73(13) . . ?
C22 Ir1 O1 87.25(13) . 3_666 ?
C22 Ir1 N1 87.59(14) . . ?
C22 Ir1 N4 173.61(14) . . ?
C16 Ir1 O1 87.60(13) . 3_666 ?
C16 Ir1 N1 175.92(14) . . ?
C16 Ir1 N4 89.22(15) . . ?
C16 Ir1 C22 96.44(16) . . ?
C29 O1 Ir1 141.6(3) . 3_666 ?
N6 N5 Ir1 118.9(2) . . ?
C13 N5 Ir1 134.0(3) . . ?
C13 N5 N6 106.8(3) . . ?
N2 N1 Ir1 116.2(2) . . ?
C3 N1 Ir1 137.5(3) . . ?
C3 N1 N2 106.2(3) . . ?
N5 N6 B1 119.5(3) . . ?
C11 N6 N5 110.0(4) . . ?
C11 N6 B1 130.4(4) . . ?
N4 N3 B1 120.0(3) . . ?
C6 N3 N4 109.4(4) . . ?
C6 N3 B1 130.6(4) . . ?
N3 N4 Ir1 115.3(2) . . ?
C8 N4 Ir1 137.5(3) . . ?
C8 N4 N3 106.6(4) . . ?
N1 N2 B1 118.9(3) . . ?
C1 N2 N1 110.0(3) . . ?
C1 N2 B1 131.0(4) . . ?
C27 C22 Ir1 124.5(3) . . ?
C23 C22 Ir1 119.5(3) . . ?
C23 C22 C27 115.4(4) . . ?
C21 C16 Ir1 124.7(3) . . ?
C21 C16 C17 114.6(4) . . ?
C17 C16 Ir1 120.7(3) . . ?
C27 C26 C29 115.0(3) . . ?
C27 C26 C25 119.6(4) . . ?
C25 C26 C29 125.1(3) . . ?
O1 C29 C26 114.5(3) . . ?
O1 C29 C30 123.0(4) . . ?
C30 C29 C26 122.2(3) . . ?
C22 C27 C26 123.5(4) . . ?
C22 C27 H27 118.3 . . ?
C26 C27 H27 118.3 . . ?
C22 C23 H23 118.8 . . ?
C24 C23 C22 122.5(4) . . ?
C24 C23 H23 118.8 . . ?
N5 C13 C15 124.6(4) . . ?
N5 C13 C12 108.3(4) . . ?
C12 C13 C15 127.1(4) . . ?
N2 C1 C2 107.6(4) . . ?
N2 C1 C4 123.5(4) . . ?
C2 C1 C4 128.9(5) . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.6(4) . . ?
C25 C24 H24 119.2 . . ?
C26 C25 C28 124.9(4) . . ?
C24 C25 C26 117.4(4) . . ?
C24 C25 C28 117.5(4) . . ?
N1 C3 C5 122.5(4) . . ?
N1 C3 C2 109.8(4) . . ?
C2 C3 C5 127.7(4) . . ?
N4 C8 C7 109.5(4) . . ?
N4 C8 C10 123.7(4) . . ?
C7 C8 C10 126.9(5) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1 C2 C3 106.4(4) . . ?
C1 C2 H2 126.8 . . ?
C3 C2 H2 126.8 . . ?
C8 C7 H7 126.7 . . ?
C6 C7 C8 106.6(4) . . ?
C6 C7 H7 126.7 . . ?
C16 C21 H21 118.8 . . ?
C16 C21 C20 122.5(4) . . ?
C20 C21 H21 118.8 . . ?
N3 C6 C7 107.9(4) . . ?
N3 C6 C9 122.9(5) . . ?
C7 C6 C9 129.2(5) . . ?
N6 B1 H1 109.7 . . ?
N3 B1 N6 108.5(4) . . ?
N3 B1 H1 109.7 . . ?
N2 B1 N6 109.0(3) . . ?
N2 B1 N3 110.3(3) . . ?
N2 B1 H1 109.7 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 C17 H17 118.7 . . ?
C18 C17 C16 122.7(5) . . ?
C18 C17 H17 118.7 . . ?
C13 C12 H12 126.3 . . ?
C11 C12 C13 107.5(4) . . ?
C11 C12 H12 126.3 . . ?
N6 C11 C12 107.4(4) . . ?
N6 C11 C14 122.1(5) . . ?
C12 C11 C14 130.5(5) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C21 C20 H20 119.6 . . ?
C19 C20 C21 120.9(5) . . ?
C19 C20 H20 119.6 . . ?
F2 C28 C25 113.9(5) . . ?
F2 C28 F3 102.7(6) . . ?
F1 C28 C25 115.2(5) . . ?
F1 C28 F2 108.8(7) . . ?
F1 C28 F3 104.4(7) . . ?
F3 C28 C25 110.7(5) . . ?
F1A C28 C25 118.9(5) . . ?
F1A C28 F2A 99.7(8) . . ?
F3A C28 C25 117.9(6) . . ?
F3A C28 F1A 102.7(8) . . ?
F3A C28 F2A 103.3(9) . . ?
F2A C28 C25 111.8(6) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(5) . . ?
C19 C18 H18 119.6 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C20 C19 H19 120.7 . . ?
C18 C19 C20 118.6(5) . . ?
C18 C19 H19 120.7 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.435 0.172 0.571 135.5 35.4 ?
2 0.435 0.328 0.071 135.5 31.5 ?
3 0.565 0.672 0.929 135.5 31.6 ?
4 0.565 0.828 0.429 135.5 27.7 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mp00119b_sq_tw
_database_code_depnum_ccdc_archive 'CCDC 1993865'
loop_
_audit_author_name
_audit_author_address
'Daniel Mendoza-Espinosa'
;Universidad Autonoma del Estado de Hidalgo
Mexico
;
_audit_update_record             
;
2020-03-30 deposited with the CCDC.	2023-11-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C87 H99 B3 F3 Ir3 N18 O3'
_chemical_formula_sum            'C87 H99 B3 F3 Ir3 N18 O3'
_chemical_formula_weight         2110.87

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'
B B 0.0013 0.0007 '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'
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'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'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+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, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-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+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'

_cell_length_a                   21.333(3)
_cell_length_b                   21.333(3)
_cell_length_c                   41.366(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     16303(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9829
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      21.14

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_F_000             6264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    3.717
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6482
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.2
_diffrn_reflns_number            6315
_diffrn_reflns_av_unetI/netI     0.1046
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         1.207
_diffrn_reflns_theta_max         24.984
_diffrn_reflns_theta_full        24.984
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6315
_reflns_number_gt                5208
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Structure factors included contributions from the .fab file. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 5-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6315
_refine_ls_number_parameters     351
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1622
_refine_ls_wR_factor_gt          0.1497
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_restrained_S_all      0.978
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.11688(2) 0.71302(2) 0.05014(2) 0.04295(16) Uani 1 1 d . . . . .
F1 F 0.3576(3) 0.9285(3) 0.09832(15) 0.0602(17) Uani 1 1 d . . . . .
O1 O 0.1309(4) 0.6229(4) 0.05118(17) 0.0461(16) Uani 1 1 d D . . . .
N1 N 0.1087(5) 0.8037(5) 0.0491(2) 0.056(2) Uani 1 1 d . . . . .
N2 N 0.0625(6) 0.8081(7) 0.0714(3) 0.069(3) Uani 1 1 d . . . . .
N3 N 0.1172(5) 0.7166(5) 0.1026(2) 0.051(2) Uani 1 1 d . . . . .
N4 N 0.0696(5) 0.7340(7) 0.1167(2) 0.064(3) Uani 1 1 d . . . . .
N5 N 0.0011(5) 0.6511(5) 0.0533(2) 0.054(2) Uani 1 1 d . . . . .
N6 N -0.0312(5) 0.6737(6) 0.0754(2) 0.060(3) Uani 1 1 d . . . . .
C1 C 0.1397(7) 0.8646(7) 0.0318(3) 0.063(3) Uani 1 1 d . . . . .
C2 C 0.1131(8) 0.9076(9) 0.0440(4) 0.079(4) Uani 1 1 d . . . . .
H2 H 0.126782 0.955234 0.037045 0.094 Uiso 1 1 calc R U . . .
C3 C 0.0691(10) 0.8735(10) 0.0649(5) 0.095(5) Uani 1 1 d . . . . .
C4 C 0.1956(8) 0.8802(8) 0.0062(3) 0.076(4) Uani 1 1 d . U . . .
H4A H 0.196722 0.835879 0.001244 0.114 Uiso 1 1 calc R U . . .
H4B H 0.243246 0.917342 0.014053 0.114 Uiso 1 1 calc R U . . .
H4C H 0.183319 0.897656 -0.013374 0.114 Uiso 1 1 calc R U . . .
C5 C 0.0152(13) 0.8914(12) 0.0837(5) 0.124(7) Uani 1 1 d . U . . .
H5A H 0.036967 0.944005 0.085774 0.186 Uiso 1 1 calc R U . . .
H5B H 0.005809 0.869563 0.105307 0.186 Uiso 1 1 calc R U . . .
H5C H -0.030357 0.871764 0.071746 0.186 Uiso 1 1 calc R U . . .
C6 C 0.1538(7) 0.7068(7) 0.1257(3) 0.064(3) Uani 1 1 d . . . . .
C7 C 0.1255(9) 0.7133(10) 0.1548(3) 0.092(5) Uani 1 1 d . . . . .
H7 H 0.139649 0.706476 0.175682 0.111 Uiso 1 1 calc R U . . .
C8 C 0.0732(9) 0.7313(11) 0.1481(3) 0.089(5) Uani 1 1 d . . . . .
C9 C 0.2132(7) 0.6877(8) 0.1215(3) 0.071(4) Uani 1 1 d . U . . .
H9A H 0.211979 0.670692 0.099388 0.107 Uiso 1 1 calc R U . . .
H9B H 0.205497 0.649460 0.136834 0.107 Uiso 1 1 calc R U . . .
H9C H 0.260421 0.730700 0.125618 0.107 Uiso 1 1 calc R U . . .
C10 C 0.0232(11) 0.7376(12) 0.1725(4) 0.112(6) Uani 1 1 d . U . . .
H10A H 0.007656 0.770659 0.164180 0.169 Uiso 1 1 calc R U . . .
H10B H 0.048972 0.756313 0.192995 0.169 Uiso 1 1 calc R U . . .
H10C H -0.019374 0.689724 0.176099 0.169 Uiso 1 1 calc R U . . .
C11 C -0.0535(7) 0.5902(8) 0.0406(3) 0.061(3) Uani 1 1 d . . . . .
C12 C -0.1196(7) 0.5719(10) 0.0545(4) 0.090(5) Uani 1 1 d . . . . .
H12 H -0.165455 0.530392 0.050494 0.108 Uiso 1 1 calc R U . . .
C13 C -0.1021(8) 0.6304(11) 0.0764(4) 0.085(4) Uani 1 1 d . . . . .
C14 C -0.0397(8) 0.5462(8) 0.0151(3) 0.077(4) Uani 1 1 d . U . . .
H14A H 0.000472 0.539518 0.022135 0.116 Uiso 1 1 calc R U . . .
H14B H -0.027397 0.572063 -0.005564 0.116 Uiso 1 1 calc R U . . .
H14C H -0.083399 0.498770 0.012480 0.116 Uiso 1 1 calc R U . . .
C15 C -0.1537(10) 0.6339(12) 0.0989(5) 0.118(6) Uani 1 1 d . U . . .
H15A H -0.134124 0.683813 0.106431 0.176 Uiso 1 1 calc R U . . .
H15B H -0.161453 0.602240 0.117443 0.176 Uiso 1 1 calc R U . . .
H15C H -0.199774 0.618000 0.087787 0.176 Uiso 1 1 calc R U . . .
C16 C 0.1074(4) 0.7007(4) 0.00016(12) 0.047(2) Uani 1 1 d G . . . .
C17 C 0.1378(4) 0.6661(4) -0.01673(16) 0.052(3) Uani 1 1 d G . . . .
H17 H 0.167303 0.651252 -0.005769 0.062 Uiso 1 1 calc R U . . .
C18 C 0.1249(5) 0.6532(4) -0.04967(16) 0.073(4) Uani 1 1 d G . . . .
H18 H 0.145670 0.629529 -0.061221 0.088 Uiso 1 1 calc R U . . .
C19 C 0.0817(5) 0.6749(5) -0.06571(12) 0.085(5) Uani 1 1 d G . . . .
H19 H 0.072909 0.666079 -0.088227 0.102 Uiso 1 1 calc R U . . .
C20 C 0.0513(4) 0.7095(5) -0.04882(18) 0.072(4) Uani 1 1 d G . . . .
H20 H 0.021780 0.724352 -0.059782 0.087 Uiso 1 1 calc R U . . .
C21 C 0.0642(4) 0.7224(4) -0.01588(17) 0.062(3) Uani 1 1 d G . . . .
H21 H 0.043413 0.746077 -0.004330 0.074 Uiso 1 1 calc R U . . .
C22 C 0.1086(4) 0.5664(5) 0.0656(2) 0.048(3) Uani 1 1 d D . . . .
C23 C 0.0455(5) 0.5410(6) 0.0894(2) 0.050(3) Uani 1 1 d D . . . .
H23A H 0.032757 0.578938 0.091898 0.075 Uiso 1 1 calc R U . . .
H23B H 0.059729 0.530822 0.110400 0.075 Uiso 1 1 calc R U . . .
H23C H 0.003598 0.496899 0.081090 0.075 Uiso 1 1 calc R U . . .
C24 C 0.2260(6) 0.7749(5) 0.0512(2) 0.044(2) Uani 1 1 d . . . . .
C25 C 0.2585(6) 0.8356(6) 0.0712(2) 0.049(2) Uani 1 1 d . . . . .
H25 H 0.228930 0.851587 0.081224 0.058 Uiso 1 1 calc R U . . .
C26 C 0.3333(5) 0.8739(5) 0.0771(2) 0.039(2) Uani 1 1 d . . . . .
C27 C 0.3808(6) 0.8552(6) 0.0615(2) 0.045(2) Uani 1 1 d . . . . .
C28 C 0.3479(6) 0.7971(6) 0.0403(3) 0.050(3) Uani 1 1 d . . . . .
H28 H 0.377688 0.783858 0.028478 0.060 Uiso 1 1 calc R U . . .
C29 C 0.2737(6) 0.7575(6) 0.0354(3) 0.047(2) Uani 1 1 d . . . . .
H29 H 0.254521 0.717534 0.020996 0.057 Uiso 1 1 calc R U . . .
B1 B 0.0179(8) 0.7448(9) 0.0942(3) 0.062(4) Uani 1 1 d . . . . .
H1 H -0.013519 0.756823 0.107804 0.075 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 N1 2.028(10) . ?
Ir1 C24 2.023(10) . ?
Ir1 C16 2.081(5) . ?
Ir1 N5 2.144(9) . ?
Ir1 O1 2.088(7) . ?
Ir1 N3 2.171(8) . ?
F1 C26 1.338(11) . ?
O1 C22 1.210(7) . ?
N1 C1 1.333(16) . ?
N1 N2 1.388(14) . ?
N2 C3 1.36(2) . ?
N2 B1 1.53(2) . ?
N3 C6 1.316(15) . ?
N3 N4 1.373(13) . ?
N4 C8 1.306(16) . ?
N4 B1 1.545(16) . ?
N5 N6 1.370(14) . ?
N5 C11 1.343(16) . ?
N6 C13 1.321(18) . ?
N6 B1 1.555(19) . ?
C1 C2 1.392(18) . ?
C1 C4 1.503(19) . ?
C2 C3 1.22(2) . ?
C2 H2 0.9500 . ?
C3 C5 1.58(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.384(19) . ?
C6 C9 1.522(18) . ?
C7 C8 1.38(2) . ?
C7 H7 0.9500 . ?
C8 C10 1.52(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.386(19) . ?
C11 C14 1.535(19) . ?
C12 C13 1.43(3) . ?
C12 H12 0.9500 . ?
C13 C15 1.47(2) . ?
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 C17 1.3900 . ?
C16 C21 1.3900 . ?
C17 C18 1.3900 . ?
C17 H17 0.9500 . ?
C18 C19 1.3900 . ?
C18 H18 0.9500 . ?
C19 C20 1.3900 . ?
C19 H19 0.9500 . ?
C20 C21 1.3900 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C27 1.433(14) 2_665 ?
C22 C23 1.530(8) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C29 1.406(15) . ?
C24 C25 1.393(14) . ?
C25 C26 1.404(15) . ?
C25 H25 0.9500 . ?
C26 C27 1.418(15) . ?
C27 C28 1.388(15) . ?
C28 C29 1.386(15) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
B1 H1 1.0000 . ?

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
_geom_angle_publ_flag
N1 Ir1 C24 89.9(4) . . ?
N1 Ir1 C16 92.8(3) . . ?
C24 Ir1 C16 96.5(3) . . ?
N1 Ir1 N5 88.1(4) . . ?
C24 Ir1 N5 174.8(4) . . ?
C16 Ir1 N5 88.4(3) . . ?
N1 Ir1 O1 177.2(3) . . ?
C24 Ir1 O1 87.3(4) . . ?
C16 Ir1 O1 87.4(3) . . ?
N5 Ir1 O1 94.7(3) . . ?
N1 Ir1 N3 89.3(4) . . ?
C24 Ir1 N3 88.4(4) . . ?
C16 Ir1 N3 174.7(3) . . ?
N5 Ir1 N3 86.8(3) . . ?
O1 Ir1 N3 90.7(3) . . ?
C22 O1 Ir1 139.6(6) . . ?
C1 N1 N2 108.2(10) . . ?
C1 N1 Ir1 134.8(9) . . ?
N2 N1 Ir1 116.9(8) . . ?
C3 N2 N1 103.1(12) . . ?
C3 N2 B1 136.8(12) . . ?
N1 N2 B1 120.1(10) . . ?
C6 N3 N4 108.2(9) . . ?
C6 N3 Ir1 135.4(8) . . ?
N4 N3 Ir1 116.4(6) . . ?
C8 N4 N3 110.1(10) . . ?
C8 N4 B1 131.8(10) . . ?
N3 N4 B1 117.8(9) . . ?
N6 N5 C11 104.8(9) . . ?
N6 N5 Ir1 116.8(7) . . ?
C11 N5 Ir1 138.3(9) . . ?
N5 N6 C13 112.2(12) . . ?
N5 N6 B1 117.9(9) . . ?
C13 N6 B1 129.9(12) . . ?
N1 C1 C2 106.4(12) . . ?
N1 C1 C4 123.1(11) . . ?
C2 C1 C4 130.4(12) . . ?
C3 C2 C1 108.1(15) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
C2 C3 N2 114.1(14) . . ?
C2 C3 C5 129.9(17) . . ?
N2 C3 C5 115.9(16) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 107.0(11) . . ?
N3 C6 C9 126.9(11) . . ?
C7 C6 C9 126.1(12) . . ?
C8 C7 C6 107.9(12) . . ?
C8 C7 H7 126.0 . . ?
C6 C7 H7 126.0 . . ?
N4 C8 C7 106.6(11) . . ?
N4 C8 C10 126.7(14) . . ?
C7 C8 C10 126.3(14) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 N5 112.3(13) . . ?
C12 C11 C14 126.2(14) . . ?
N5 C11 C14 121.4(11) . . ?
C11 C12 C13 103.4(13) . . ?
C11 C12 H12 128.3 . . ?
C13 C12 H12 128.3 . . ?
N6 C13 C12 107.2(13) . . ?
N6 C13 C15 127.6(17) . . ?
C12 C13 C15 124.6(16) . . ?
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 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 120.0 . . ?
C17 C16 Ir1 121.7(4) . . ?
C21 C16 Ir1 118.1(4) . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C16 120.0 . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
O1 C22 C27 118.8(8) . 2_665 ?
O1 C22 C23 120.6(9) . . ?
C27 C22 C23 120.5(8) 2_665 . ?
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 . . ?
C29 C24 C25 115.6(10) . . ?
C29 C24 Ir1 124.5(7) . . ?
C25 C24 Ir1 119.7(8) . . ?
C24 C25 C26 122.5(10) . . ?
C24 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
F1 C26 C27 121.6(9) . . ?
F1 C26 C25 117.0(9) . . ?
C27 C26 C25 121.4(9) . . ?
C28 C27 C26 115.2(9) . . ?
C28 C27 C22 119.3(9) . 3_565 ?
C26 C27 C22 125.5(9) . 3_565 ?
C27 C28 C29 123.4(10) . . ?
C27 C28 H28 118.3 . . ?
C29 C28 H28 118.3 . . ?
C24 C29 C28 121.9(9) . . ?
C24 C29 H29 119.1 . . ?
C28 C29 H29 119.1 . . ?
N2 B1 N6 111.8(10) . . ?
N2 B1 N4 109.1(11) . . ?
N6 B1 N4 109.7(11) . . ?
N2 B1 H1 108.8 . . ?
N6 B1 H1 108.8 . . ?
N4 B1 H1 108.8 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C3 1.2(15) . . . . ?
Ir1 N1 N2 C3 179.5(11) . . . . ?
C1 N1 N2 B1 178.6(11) . . . . ?
Ir1 N1 N2 B1 -3.1(15) . . . . ?
C6 N3 N4 C8 -3.4(16) . . . . ?
Ir1 N3 N4 C8 177.4(11) . . . . ?
C6 N3 N4 B1 -177.3(12) . . . . ?
Ir1 N3 N4 B1 3.4(14) . . . . ?
C11 N5 N6 C13 -0.9(14) . . . . ?
Ir1 N5 N6 C13 -177.4(9) . . . . ?
C11 N5 N6 B1 -179.0(10) . . . . ?
Ir1 N5 N6 B1 4.6(13) . . . . ?
N2 N1 C1 C2 0.7(14) . . . . ?
Ir1 N1 C1 C2 -177.1(10) . . . . ?
N2 N1 C1 C4 177.2(12) . . . . ?
Ir1 N1 C1 C4 -0.6(19) . . . . ?
N1 C1 C2 C3 -2.6(19) . . . . ?
C4 C1 C2 C3 -178.8(16) . . . . ?
C1 C2 C3 N2 4(2) . . . . ?
C1 C2 C3 C5 -171.4(19) . . . . ?
N1 N2 C3 C2 -3(2) . . . . ?
B1 N2 C3 C2 -179.8(16) . . . . ?
N1 N2 C3 C5 172.7(15) . . . . ?
B1 N2 C3 C5 -4(3) . . . . ?
N4 N3 C6 C7 4.0(16) . . . . ?
Ir1 N3 C6 C7 -177.0(11) . . . . ?
N4 N3 C6 C9 -179.2(13) . . . . ?
Ir1 N3 C6 C9 0(2) . . . . ?
N3 C6 C7 C8 -3(2) . . . . ?
C9 C6 C7 C8 179.8(16) . . . . ?
N3 N4 C8 C7 1(2) . . . . ?
B1 N4 C8 C7 174.1(16) . . . . ?
N3 N4 C8 C10 -171.8(18) . . . . ?
B1 N4 C8 C10 1(3) . . . . ?
C6 C7 C8 N4 1(2) . . . . ?
C6 C7 C8 C10 174.3(19) . . . . ?
N6 N5 C11 C12 -1.6(14) . . . . ?
Ir1 N5 C11 C12 173.6(10) . . . . ?
N6 N5 C11 C14 -178.3(11) . . . . ?
Ir1 N5 C11 C14 -3.0(19) . . . . ?
N5 C11 C12 C13 3.3(17) . . . . ?
C14 C11 C12 C13 179.7(13) . . . . ?
N5 N6 C13 C12 2.9(16) . . . . ?
B1 N6 C13 C12 -179.3(12) . . . . ?
N5 N6 C13 C15 174.5(16) . . . . ?
B1 N6 C13 C15 -8(3) . . . . ?
C11 C12 C13 N6 -3.6(17) . . . . ?
C11 C12 C13 C15 -175.6(16) . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
Ir1 C16 C17 C18 174.3(5) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 C21 0.0 . . . . ?
C19 C20 C21 C16 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
Ir1 C16 C21 C20 -174.5(5) . . . . ?
Ir1 O1 C22 C27 -168.9(7) . . . 2_665 ?
Ir1 O1 C22 C23 7.6(16) . . . . ?
C29 C24 C25 C26 -4.5(15) . . . . ?
Ir1 C24 C25 C26 169.5(8) . . . . ?
C24 C25 C26 F1 -175.9(9) . . . . ?
C24 C25 C26 C27 3.6(15) . . . . ?
F1 C26 C27 C28 179.6(9) . . . . ?
C25 C26 C27 C28 0.1(14) . . . . ?
F1 C26 C27 C22 -1.2(15) . . . 3_565 ?
C25 C26 C27 C22 179.3(9) . . . 3_565 ?
C26 C27 C28 C29 -2.7(16) . . . . ?
C22 C27 C28 C29 178.1(10) 3_565 . . . ?
C25 C24 C29 C28 1.9(16) . . . . ?
Ir1 C24 C29 C28 -171.8(8) . . . . ?
C27 C28 C29 C24 1.8(17) . . . . ?
C3 N2 B1 N6 118.9(19) . . . . ?
N1 N2 B1 N6 -57.4(15) . . . . ?
C3 N2 B1 N4 -119.6(19) . . . . ?
N1 N2 B1 N4 64.1(15) . . . . ?
N5 N6 B1 N2 54.5(14) . . . . ?
C13 N6 B1 N2 -123.1(14) . . . . ?
N5 N6 B1 N4 -66.6(13) . . . . ?
C13 N6 B1 N4 115.8(14) . . . . ?
C8 N4 B1 N2 125.7(17) . . . . ?
N3 N4 B1 N2 -61.8(15) . . . . ?
C8 N4 B1 N6 -111.5(18) . . . . ?
N3 N4 B1 N6 60.9(15) . . . . ?

_refine_diff_density_max         0.699
_refine_diff_density_min         -1.664
_refine_diff_density_rms         0.151



