# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054651'
_audit_update_record             
;
2015-03-17 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT019_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full/_max < 1.0      0.977 Report
RESPONSE: The data collection strategy called for a complete data set with 
multiple redundancy.  Some reflections were probably omitted during 
integration as a result of peak shape issues with some elongated diffraction 
spots.   
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
4,4'-dibromo-2,2'-bipyridine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H6 Br2 N2'
_chemical_formula_sum            'C10 H6 Br2 N2'
_chemical_formula_weight         313.99

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   3.9238(11)
_cell_length_b                   15.660(5)
_cell_length_c                   7.824(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.273(9)
_cell_angle_gamma                90
_cell_volume                     480.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1618
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.0

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.173
_exptl_crystal_F_000             300
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    8.400
_shelx_estimated_absorpt_T_min   0.248
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.570
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5251
_diffrn_reflns_av_unetI/netI     0.0792
_diffrn_reflns_av_R_equivalents  0.1668
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.684
_diffrn_reflns_theta_max         24.969
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.950
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.950
_reflns_number_total             828
_reflns_number_gt                760
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;




_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'

_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XP SHELXTL/PC, Siemens Analytical'






_refine_special_details          
;
 The molecule resides around a crystallographic inversion center at 
1/2, 1/2, 1/2.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0804P)²+0.8513P] 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         828
_refine_ls_number_parameters     64
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.001
_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
C1 C 0.8354(14) 0.3317(4) 0.5089(7) 0.0219(13) Uani 1 1 d . . . . .
H1 H 0.9064 0.2872 0.5855 0.026 Uiso 1 1 calc R U . . .
C2 C 0.8918(15) 0.3216(3) 0.3373(7) 0.0212(12) Uani 1 1 d . . . . .
H2 H 0.9950 0.2714 0.2960 0.025 Uiso 1 1 calc R U . . .
C3 C 0.7928(14) 0.3871(3) 0.2290(8) 0.0184(12) Uani 1 1 d . . . . .
C4 C 0.6395(13) 0.4592(3) 0.2886(7) 0.0185(12) Uani 1 1 d . . . . .
H4 H 0.5718 0.5046 0.2137 0.022 Uiso 1 1 calc R U . . .
C5 C 0.5874(13) 0.4632(3) 0.4623(7) 0.0193(12) Uani 1 1 d . . . . .
Br1 Br 0.86523(13) 0.37999(3) -0.00720(6) 0.0211(3) Uani 1 1 d . . . . .
N1 N 0.6868(12) 0.4003(3) 0.5732(7) 0.0220(11) Uani 1 1 d . . . . .


_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
C1 N1 1.335(8) . ?
C1 C2 1.382(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.372(7) . ?
C3 Br1 1.889(6) . ?
C4 C5 1.387(8) . ?
C4 H4 0.9500 . ?
C5 N1 1.354(8) . ?
C5 C5 1.482(11) 3_666 ?

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 C1 C2 123.8(5) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 117.3(5) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.3(6) . . ?
C2 C3 Br1 120.4(4) . . ?
C4 C3 Br1 118.3(4) . . ?
C3 C4 C5 117.5(5) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
N1 C5 C4 122.8(5) . . ?
N1 C5 C5 115.7(6) . 3_666 ?
C4 C5 C5 121.5(6) . 3_666 ?
C1 N1 C5 117.3(5) . . ?

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
N1 C1 C2 C3 1.1(8) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C1 C2 C3 Br1 179.1(4) . . . . ?
C2 C3 C4 C5 -0.2(8) . . . . ?
Br1 C3 C4 C5 179.8(4) . . . . ?
C3 C4 C5 N1 1.3(8) . . . . ?
C3 C4 C5 C5 -177.7(6) . . . 3_666 ?
C2 C1 N1 C5 -0.1(8) . . . . ?
C4 C5 N1 C1 -1.2(8) . . . . ?
C5 C5 N1 C1 177.9(6) 3_666 . . . ?

_refine_diff_density_max         1.830
_refine_diff_density_min         -1.186
_refine_diff_density_rms         0.228

_shelxl_version_number           2013-4





_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054721'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ...         12 Report
RESPONSE: It is possible that a few reflections were omitted due 
to interference with the beam stop and related hardware.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"[(2,2'-bipyridine)-bis-(2,4-diphenylpyridine)-iridium(III)] hexafluorophosphate"

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 C17 H12 N, C10 H8 N2, Ir, P F6, C4 H10 O'
_chemical_formula_sum            'C48 H42 F6 Ir N4 O P'
_chemical_formula_weight         1028.02

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.704(2)
_cell_length_b                   24.497(4)
_cell_length_c                   12.597(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.593(3)
_cell_angle_gamma                90
_cell_volume                     4169.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    9787
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             2048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    3.310
_shelx_estimated_absorpt_T_min   0.390
_shelx_estimated_absorpt_T_max   0.907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.627
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Rigaku SCX-Mini with Mercury 2+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43918
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  0.0995
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.015
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9550
_reflns_number_gt                6965
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .




_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'

_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XP SHELXTL/PC, Siemens Analytical'







_refine_special_details          
;
 A methyl group on the diethyl ether molecule was disordered about two 
orientations.  The disorder was modeled by assigning the variable x to the 
site occupancy factor for the methyl carbon atom in one orientation.  The 
variable (1-x) was assigned to the site occupancy for the carbon atom in 
the alternate conformation.  A common isotropic displacement parameter 
was refined for both atoms while refining x.  The geometry of the two 
atoms was restrained to be equivalent throughout the refinement process.  
The site occupancy of the two atoms refined to a value very nearly 50%.  
The site occupancy for the two groups was subsequently fixed at one-half.

 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0431P)²+2.4560P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9550
_refine_ls_number_parameters     564
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1001
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.013
_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
C1 C 0.7706(4) 0.5390(2) 0.6680(4) 0.0237(12) Uani 1 1 d . . . . .
C2 C 0.7510(4) 0.5417(2) 0.5549(4) 0.0289(13) Uani 1 1 d . . . . .
H2 H 0.7634 0.5108 0.5137 0.035 Uiso 1 1 calc R U . . .
C3 C 0.7139(5) 0.5892(2) 0.5029(4) 0.0337(14) Uani 1 1 d . . . . .
H3 H 0.7022 0.5905 0.4264 0.040 Uiso 1 1 calc R U . . .
C4 C 0.6937(5) 0.6347(2) 0.5613(5) 0.0346(14) Uani 1 1 d . . . . .
H4 H 0.6673 0.6667 0.5250 0.042 Uiso 1 1 calc R U . . .
C5 C 0.7123(5) 0.6331(2) 0.6720(5) 0.0331(14) Uani 1 1 d . . . . .
H5 H 0.6997 0.6643 0.7123 0.040 Uiso 1 1 calc R U . . .
C6 C 0.7494(4) 0.5861(2) 0.7245(4) 0.0273(13) Uani 1 1 d . . . . .
C7 C 0.7662(4) 0.5802(2) 0.8424(4) 0.0254(12) Uani 1 1 d . . . . .
C8 C 0.7492(4) 0.6189(2) 0.9176(4) 0.0286(13) Uani 1 1 d . . . . .
H18 H 0.7251 0.6539 0.8932 0.034 Uiso 1 1 calc R U . . .
C9 C 0.7664(4) 0.6082(2) 1.0280(4) 0.0248(12) Uani 1 1 d . . . . .
C10 C 0.8018(4) 0.5554(2) 1.0590(5) 0.0308(14) Uani 1 1 d . . . . .
H10 H 0.8141 0.5458 1.1331 0.037 Uiso 1 1 calc R U . . .
C11 C 0.8183(5) 0.5183(2) 0.9832(4) 0.0321(14) Uani 1 1 d . . . . .
H211 H 0.8424 0.4831 1.0062 0.039 Uiso 1 1 calc R U . . .
C12 C 0.9584(4) 0.5022(2) 0.7460(4) 0.0248(12) Uani 1 1 d . . . . .
C13 C 1.0119(4) 0.5463(2) 0.7991(4) 0.0290(13) Uani 1 1 d . . . . .
H13 H 0.9841 0.5662 0.8516 0.035 Uiso 1 1 calc R U . . .
C14 C 1.1033(4) 0.5612(2) 0.7770(5) 0.0310(14) Uani 1 1 d . . . . .
H14 H 1.1372 0.5912 0.8144 0.037 Uiso 1 1 calc R U . . .
C15 C 1.1467(5) 0.5333(2) 0.7008(5) 0.0332(14) Uani 1 1 d . . . . .
H15 H 1.2101 0.5438 0.6868 0.040 Uiso 1 1 calc R U . . .
C16 C 1.0962(4) 0.4898(2) 0.6452(5) 0.0312(14) Uani 1 1 d . . . . .
H16 H 1.1245 0.4707 0.5921 0.037 Uiso 1 1 calc R U . . .
C17 C 1.0039(4) 0.4746(2) 0.6680(4) 0.0236(11) Uani 1 1 d . . . . .
C18 C 0.9449(4) 0.4311(2) 0.6104(4) 0.0211(11) Uani 1 1 d . . . . .
C19 C 0.9728(4) 0.3971(2) 0.5322(4) 0.0265(13) Uani 1 1 d . . . . .
H19 H 1.0353 0.4026 0.5106 0.032 Uiso 1 1 calc R U . . .
C20 C 0.9120(4) 0.3550(2) 0.4845(4) 0.0253(12) Uani 1 1 d . . . . .
C21 C 0.8198(4) 0.3495(2) 0.5181(4) 0.0262(13) Uani 1 1 d . . . . .
H21 H 0.7752 0.3218 0.4880 0.031 Uiso 1 1 calc R U . . .
C22 C 0.7941(4) 0.3841(2) 0.5943(4) 0.0260(13) Uani 1 1 d . . . . .
H22 H 0.7315 0.3793 0.6160 0.031 Uiso 1 1 calc R U . . .
C23 C 0.9502(5) 0.3909(2) 0.9088(5) 0.0355(15) Uani 1 1 d . . . . .
H23 H 1.0045 0.4114 0.8921 0.043 Uiso 1 1 calc R U . . .
C24 C 0.9694(6) 0.3466(3) 0.9761(5) 0.0478(18) Uani 1 1 d . . . . .
H24 H 1.0355 0.3360 1.0037 0.057 Uiso 1 1 calc R U . . .
C25 C 0.8901(7) 0.3179(3) 1.0023(5) 0.057(2) Uani 1 1 d . . . . .
H25 H 0.9006 0.2880 1.0509 0.069 Uiso 1 1 calc R U . . .
C26 C 0.7958(6) 0.3331(3) 0.9573(5) 0.0470(18) Uani 1 1 d . . . . .
H26 H 0.7408 0.3129 0.9734 0.056 Uiso 1 1 calc R U . . .
C27 C 0.7801(5) 0.3774(2) 0.8891(5) 0.0346(15) Uani 1 1 d . . . . .
C28 C 0.6820(5) 0.3961(2) 0.8377(5) 0.0328(14) Uani 1 1 d . . . . .
C29 C 0.5933(5) 0.3717(3) 0.8511(6) 0.0473(19) Uani 1 1 d . . . . .
H29 H 0.5933 0.3411 0.8973 0.057 Uiso 1 1 calc R U . . .
C30 C 0.5044(6) 0.3925(3) 0.7966(7) 0.057(2) Uani 1 1 d . . . . .
H30 H 0.4434 0.3755 0.8030 0.068 Uiso 1 1 calc R U . . .
C31 C 0.5065(5) 0.4378(3) 0.7336(6) 0.0489(18) Uani 1 1 d . . . . .
H31 H 0.4466 0.4533 0.6974 0.059 Uiso 1 1 calc R U . . .
C32 C 0.5955(4) 0.4604(2) 0.7233(5) 0.0337(15) Uani 1 1 d . . . . .
H32 H 0.5957 0.4919 0.6793 0.040 Uiso 1 1 calc R U . . .
C33 C 0.7433(4) 0.6483(2) 1.1100(5) 0.0274(13) Uani 1 1 d . . . . .
C34 C 0.6711(5) 0.6868(2) 1.0835(5) 0.0331(14) Uani 1 1 d . . . . .
H34 H 0.6383 0.6895 1.0111 0.040 Uiso 1 1 calc R U . . .
C35 C 0.6451(5) 0.7219(2) 1.1605(5) 0.0382(15) Uani 1 1 d . . . . .
H35 H 0.5948 0.7485 1.1409 0.046 Uiso 1 1 calc R U . . .
C36 C 0.6932(5) 0.7180(3) 1.2668(5) 0.0400(16) Uani 1 1 d . . . . .
H36 H 0.6743 0.7409 1.3206 0.048 Uiso 1 1 calc R U . . .
C37 C 0.7682(5) 0.6806(2) 1.2930(5) 0.0367(15) Uani 1 1 d . . . . .
H37 H 0.8035 0.6793 1.3646 0.044 Uiso 1 1 calc R U . . .
C38 C 0.7931(5) 0.6447(2) 1.2161(5) 0.0311(14) Uani 1 1 d . . . . .
H38 H 0.8434 0.6181 1.2354 0.037 Uiso 1 1 calc R U . . .
C39 C 0.9412(4) 0.3176(2) 0.4024(4) 0.0271(13) Uani 1 1 d . . . . .
C40 C 1.0401(5) 0.3078(3) 0.3983(5) 0.0383(15) Uani 1 1 d . . . . .
H40 H 1.0897 0.3268 0.4460 0.046 Uiso 1 1 calc R U . . .
C41 C 1.0678(5) 0.2708(3) 0.3257(5) 0.0444(17) Uani 1 1 d . . . . .
H41 H 1.1360 0.2644 0.3241 0.053 Uiso 1 1 calc R U . . .
C42 C 0.9965(5) 0.2431(3) 0.2558(5) 0.0422(17) Uani 1 1 d . . . . .
H42 H 1.0152 0.2174 0.2066 0.051 Uiso 1 1 calc R U . . .
C43 C 0.8978(5) 0.2531(3) 0.2579(5) 0.0396(16) Uani 1 1 d . . . . .
H43 H 0.8486 0.2344 0.2093 0.047 Uiso 1 1 calc R U . . .
C44 C 0.8702(5) 0.2899(2) 0.3296(5) 0.0332(14) Uani 1 1 d . . . . .
H44 H 0.8019 0.2965 0.3298 0.040 Uiso 1 1 calc R U . . .
N1 N 0.8588(4) 0.40626(18) 0.8658(4) 0.0281(11) Uani 1 1 d . . . . .
N2 N 0.6820(4) 0.44049(19) 0.7721(4) 0.0311(12) Uani 1 1 d . . . . .
N3 N 0.8018(4) 0.52943(17) 0.8769(4) 0.0264(10) Uani 1 1 d . . . . .
N4 N 0.8533(3) 0.42456(18) 0.6401(3) 0.0257(10) Uani 1 1 d . . . . .
F1 F 0.4979(4) 0.7066(2) 0.3894(5) 0.103(2) Uani 1 1 d . . . . .
F2 F 0.4186(6) 0.7522(3) 0.2477(5) 0.140(3) Uani 1 1 d . . . . .
F3 F 0.3351(4) 0.7989(2) 0.3487(4) 0.0950(18) Uani 1 1 d . . . . .
F4 F 0.4203(8) 0.7550(4) 0.4895(4) 0.228(6) Uani 1 1 d . . . . .
F5 F 0.4987(6) 0.7963(3) 0.3757(10) 0.230(6) Uani 1 1 d . . . . .
F6 F 0.3371(5) 0.7089(3) 0.3578(7) 0.166(4) Uani 1 1 d . . . . .
P1 P 0.41674(14) 0.75182(8) 0.37005(16) 0.0461(5) Uani 1 1 d . . . . .
Ir1 Ir 0.82261(2) 0.47483(2) 0.76010(2) 0.02280(8) Uani 1 1 d . . . . .
O1A O 0.4190(5) 0.5557(3) 0.7315(6) 0.093(2) Uani 1 1 d D U . . .
C1A C 0.4391(6) 0.5803(4) 0.5618(7) 0.075(3) Uani 1 1 d . U . . .
H1A H 0.5019 0.5607 0.5653 0.112 Uiso 1 1 calc R U . . .
H1B H 0.4367 0.6107 0.5109 0.112 Uiso 1 1 calc R U . . .
H1C H 0.3841 0.5552 0.5377 0.112 Uiso 1 1 calc R U . . .
C2A C 0.4310(8) 0.6010(4) 0.6666(9) 0.097(3) Uani 1 1 d . U . . .
H2A H 0.4915 0.6216 0.6969 0.116 Uiso 1 1 calc R U . . .
H2B H 0.3734 0.6258 0.6621 0.116 Uiso 1 1 calc R U . . .
C3A C 0.4202(8) 0.5683(5) 0.8380(10) 0.116(4) Uani 1 1 d D U . . .
H3AA H 0.3709 0.5467 0.8642 0.139 Uiso 0.5 1 d R U P A 1
H3AB H 0.4000 0.6057 0.8395 0.139 Uiso 0.5 1 d R U P A 1
H3AC H 0.3735 0.5974 0.8382 0.139 Uiso 0.5 1 d R U P B 2
H3AD H 0.4842 0.5825 0.8677 0.139 Uiso 0.5 1 d R U P B 2
C4A C 0.5123(12) 0.5621(10) 0.9143(13) 0.120(8) Uani 0.5 1 d D U P C 1
H4A H 0.5393 0.5255 0.9074 0.179 Uiso 0.5 1 calc R U P C 1
H4B H 0.4992 0.5673 0.9878 0.179 Uiso 0.5 1 calc R U P C 1
H4C H 0.5603 0.5895 0.8989 0.179 Uiso 0.5 1 calc R U P C 1
C5A C 0.3947(17) 0.5268(7) 0.9120(13) 0.100(7) Uani 0.5 1 d D U P C 2
H5A H 0.3328 0.5370 0.9363 0.150 Uiso 0.5 1 calc R U P C 2
H5AB H 0.4478 0.5241 0.9743 0.150 Uiso 0.5 1 calc R U P C 2
H5C H 0.3862 0.4915 0.8751 0.150 Uiso 0.5 1 calc R U P C 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
C1 C2 1.407(7) . ?
C1 C6 1.411(7) . ?
C1 Ir1 2.011(5) . ?
C2 C3 1.388(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.472(7) . ?
C7 N3 1.380(7) . ?
C7 C8 1.387(7) . ?
C8 C9 1.396(7) . ?
C8 H18 0.9500 . ?
C9 C10 1.412(7) . ?
C9 C33 1.497(7) . ?
C10 C11 1.366(8) . ?
C10 H10 0.9500 . ?
C11 N3 1.347(7) . ?
C11 H211 0.9500 . ?
C12 C13 1.410(8) . ?
C12 C17 1.419(7) . ?
C12 Ir1 2.013(6) . ?
C13 C14 1.378(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.394(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.456(7) . ?
C18 N4 1.377(7) . ?
C18 C19 1.392(7) . ?
C19 C20 1.397(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.404(7) . ?
C20 C39 1.485(7) . ?
C21 C22 1.369(7) . ?
C21 H21 0.9500 . ?
C22 N4 1.349(7) . ?
C22 H22 0.9500 . ?
C23 N1 1.333(8) . ?
C23 C24 1.375(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.374(10) . ?
C25 H25 0.9500 . ?
C26 C27 1.379(8) . ?
C26 H26 0.9500 . ?
C27 N1 1.362(7) . ?
C27 C28 1.465(9) . ?
C28 N2 1.366(7) . ?
C28 C29 1.389(8) . ?
C29 C30 1.391(10) . ?
C29 H29 0.9500 . ?
C30 C31 1.367(10) . ?
C30 H30 0.9500 . ?
C31 C32 1.365(8) . ?
C31 H31 0.9500 . ?
C32 N2 1.334(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.367(8) . ?
C33 C38 1.399(8) . ?
C34 C35 1.387(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.393(9) . ?
C35 H35 0.9500 . ?
C36 C37 1.375(9) . ?
C36 H36 0.9500 . ?
C37 C38 1.393(8) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.386(8) . ?
C39 C44 1.397(8) . ?
C40 C41 1.386(8) . ?
C40 H40 0.9500 . ?
C41 C42 1.379(9) . ?
C41 H41 0.9500 . ?
C42 C43 1.379(9) . ?
C42 H42 0.9500 . ?
C43 C44 1.373(8) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
N1 Ir1 2.150(4) . ?
N2 Ir1 2.131(5) . ?
N3 Ir1 2.044(4) . ?
N4 Ir1 2.047(4) . ?
F1 P1 1.561(5) . ?
F2 P1 1.546(6) . ?
F3 P1 1.597(5) . ?
F4 P1 1.499(6) . ?
F5 P1 1.557(7) . ?
F6 P1 1.506(6) . ?
O1A C3A 1.374(11) . ?
O1A C2A 1.405(11) . ?
C1A C2A 1.435(12) . ?
C1A H1A 0.9800 . ?
C1A H1B 0.9800 . ?
C1A H1C 0.9800 . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A C5A 1.460(9) . ?
C3A C4A 1.461(9) . ?
C3A H3AA 0.9579 . ?
C3A H3AB 0.9574 . ?
C3A H3AC 0.9578 . ?
C3A H3AD 0.9587 . ?
C4A H4A 0.9800 . ?
C4A H4B 0.9800 . ?
C4A H4C 0.9800 . ?
C5A H5A 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5C 0.9800 . ?

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
C2 C1 C6 116.8(5) . . ?
C2 C1 Ir1 127.7(4) . . ?
C6 C1 Ir1 115.5(4) . . ?
C3 C2 C1 120.8(5) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.8(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 119.6(5) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.0(6) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 122.0(5) . . ?
C5 C6 C7 123.2(5) . . ?
C1 C6 C7 114.7(5) . . ?
N3 C7 C8 119.5(5) . . ?
N3 C7 C6 113.2(5) . . ?
C8 C7 C6 127.4(5) . . ?
C7 C8 C9 122.1(5) . . ?
C7 C8 H18 118.9 . . ?
C9 C8 H18 118.9 . . ?
C8 C9 C10 116.2(5) . . ?
C8 C9 C33 122.9(5) . . ?
C10 C9 C33 120.8(5) . . ?
C11 C10 C9 120.4(5) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
N3 C11 C10 122.7(5) . . ?
N3 C11 H211 118.7 . . ?
C10 C11 H211 118.7 . . ?
C13 C12 C17 116.1(5) . . ?
C13 C12 Ir1 128.9(4) . . ?
C17 C12 Ir1 114.9(4) . . ?
C14 C13 C12 121.7(5) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C15 121.1(5) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 119.3(6) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 119.5(6) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C12 122.3(5) . . ?
C16 C17 C18 122.7(5) . . ?
C12 C17 C18 115.0(5) . . ?
N4 C18 C19 119.5(5) . . ?
N4 C18 C17 113.9(5) . . ?
C19 C18 C17 126.6(5) . . ?
C18 C19 C20 122.1(5) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 H19 118.9 . . ?
C19 C20 C21 116.3(5) . . ?
C19 C20 C39 122.9(5) . . ?
C21 C20 C39 120.7(5) . . ?
C22 C21 C20 120.1(5) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
N4 C22 C21 123.2(5) . . ?
N4 C22 H22 118.4 . . ?
C21 C22 H22 118.4 . . ?
N1 C23 C24 122.9(7) . . ?
N1 C23 H23 118.5 . . ?
C24 C23 H23 118.5 . . ?
C23 C24 C25 118.2(7) . . ?
C23 C24 H24 120.9 . . ?
C25 C24 H24 120.9 . . ?
C26 C25 C24 119.1(6) . . ?
C26 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
C25 C26 C27 120.6(7) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
N1 C27 C26 119.7(6) . . ?
N1 C27 C28 116.4(5) . . ?
C26 C27 C28 123.9(6) . . ?
N2 C28 C29 120.2(6) . . ?
N2 C28 C27 115.1(5) . . ?
C29 C28 C27 124.7(6) . . ?
C28 C29 C30 119.7(7) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C31 C30 C29 118.8(7) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C32 C31 C30 119.4(7) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
N2 C32 C31 123.1(6) . . ?
N2 C32 H32 118.5 . . ?
C31 C32 H32 118.4 . . ?
C34 C33 C38 119.7(5) . . ?
C34 C33 C9 120.8(5) . . ?
C38 C33 C9 119.5(5) . . ?
C33 C34 C35 121.1(6) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C34 C35 C36 119.6(6) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C37 C36 C35 119.5(6) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C36 C37 C38 120.9(6) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C33 119.2(6) . . ?
C37 C38 H38 120.4 . . ?
C33 C38 H38 120.4 . . ?
C40 C39 C44 118.0(5) . . ?
C40 C39 C20 120.7(5) . . ?
C44 C39 C20 121.2(5) . . ?
C39 C40 C41 121.0(6) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 H40 119.5 . . ?
C42 C41 C40 120.0(6) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C43 C42 C41 119.6(6) . . ?
C43 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C44 C43 C42 120.5(6) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C39 120.8(6) . . ?
C43 C44 H44 119.6 . . ?
C39 C44 H44 119.6 . . ?
C23 N1 C27 119.4(5) . . ?
C23 N1 Ir1 125.2(4) . . ?
C27 N1 Ir1 115.4(4) . . ?
C32 N2 C28 118.8(5) . . ?
C32 N2 Ir1 124.6(4) . . ?
C28 N2 Ir1 116.6(4) . . ?
C11 N3 C7 119.2(5) . . ?
C11 N3 Ir1 124.2(4) . . ?
C7 N3 Ir1 116.6(4) . . ?
C22 N4 C18 118.7(5) . . ?
C22 N4 Ir1 125.1(4) . . ?
C18 N4 Ir1 116.1(3) . . ?
F4 P1 F6 92.4(6) . . ?
F4 P1 F2 175.7(6) . . ?
F6 P1 F2 91.9(5) . . ?
F4 P1 F5 90.9(6) . . ?
F6 P1 F5 176.8(6) . . ?
F2 P1 F5 84.8(6) . . ?
F4 P1 F1 88.7(4) . . ?
F6 P1 F1 90.3(4) . . ?
F2 P1 F1 91.7(3) . . ?
F5 P1 F1 90.0(4) . . ?
F4 P1 F3 92.1(3) . . ?
F6 P1 F3 90.7(4) . . ?
F2 P1 F3 87.4(3) . . ?
F5 P1 F3 89.0(4) . . ?
F1 P1 F3 178.7(3) . . ?
C1 Ir1 C12 86.2(2) . . ?
C1 Ir1 N3 80.0(2) . . ?
C12 Ir1 N3 95.1(2) . . ?
C1 Ir1 N4 98.10(19) . . ?
C12 Ir1 N4 80.1(2) . . ?
N3 Ir1 N4 174.92(18) . . ?
C1 Ir1 N2 96.4(2) . . ?
C12 Ir1 N2 176.08(19) . . ?
N3 Ir1 N2 88.32(18) . . ?
N4 Ir1 N2 96.58(18) . . ?
C1 Ir1 N1 172.1(2) . . ?
C12 Ir1 N1 101.1(2) . . ?
N3 Ir1 N1 96.36(17) . . ?
N4 Ir1 N1 86.14(17) . . ?
N2 Ir1 N1 76.44(19) . . ?
C3A O1A C2A 114.1(8) . . ?
C2A C1A H1A 109.5 . . ?
C2A C1A H1B 109.5 . . ?
H1A C1A H1B 109.5 . . ?
C2A C1A H1C 109.5 . . ?
H1A C1A H1C 109.5 . . ?
H1B C1A H1C 109.5 . . ?
O1A C2A C1A 106.9(9) . . ?
O1A C2A H2A 110.3 . . ?
C1A C2A H2A 110.3 . . ?
O1A C2A H2B 110.3 . . ?
C1A C2A H2B 110.3 . . ?
H2A C2A H2B 108.6 . . ?
O1A C3A C5A 120.1(11) . . ?
O1A C3A C4A 119.1(11) . . ?
O1A C3A H3AA 108.5 . . ?
C4A C3A H3AA 107.4 . . ?
O1A C3A H3AB 106.1 . . ?
C4A C3A H3AB 107.9 . . ?
H3AA C3A H3AB 107.4 . . ?
O1A C3A H3AC 105.7 . . ?
C5A C3A H3AC 106.6 . . ?
O1A C3A H3AD 108.8 . . ?
C5A C3A H3AD 107.7 . . ?
H3AC C3A H3AD 107.3 . . ?
C3A C4A H4A 109.5 . . ?
C3A C4A H4B 109.5 . . ?
H4A C4A H4B 109.5 . . ?
C3A C4A H4C 109.5 . . ?
H4A C4A H4C 109.5 . . ?
H4B C4A H4C 109.5 . . ?
C3A C5A H5A 109.5 . . ?
C3A C5A H5AB 109.5 . . ?
H5A C5A H5AB 109.5 . . ?
C3A C5A H5C 109.5 . . ?
H5A C5A H5C 109.5 . . ?
H5AB C5A H5C 109.5 . . ?

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
C6 C1 C2 C3 0.9(8) . . . . ?
Ir1 C1 C2 C3 179.2(4) . . . . ?
C1 C2 C3 C4 -1.1(9) . . . . ?
C2 C3 C4 C5 1.1(9) . . . . ?
C3 C4 C5 C6 -1.0(9) . . . . ?
C4 C5 C6 C1 0.9(9) . . . . ?
C4 C5 C6 C7 -176.7(6) . . . . ?
C2 C1 C6 C5 -0.8(9) . . . . ?
Ir1 C1 C6 C5 -179.4(5) . . . . ?
C2 C1 C6 C7 177.0(5) . . . . ?
Ir1 C1 C6 C7 -1.6(7) . . . . ?
C5 C6 C7 N3 178.8(5) . . . . ?
C1 C6 C7 N3 1.1(7) . . . . ?
C5 C6 C7 C8 -0.4(10) . . . . ?
C1 C6 C7 C8 -178.1(6) . . . . ?
N3 C7 C8 C9 -0.4(9) . . . . ?
C6 C7 C8 C9 178.8(6) . . . . ?
C7 C8 C9 C10 -0.2(9) . . . . ?
C7 C8 C9 C33 -176.5(5) . . . . ?
C8 C9 C10 C11 0.6(9) . . . . ?
C33 C9 C10 C11 176.9(6) . . . . ?
C9 C10 C11 N3 -0.3(10) . . . . ?
C17 C12 C13 C14 -0.5(8) . . . . ?
Ir1 C12 C13 C14 -177.2(4) . . . . ?
C12 C13 C14 C15 0.0(9) . . . . ?
C13 C14 C15 C16 0.7(9) . . . . ?
C14 C15 C16 C17 -0.9(8) . . . . ?
C15 C16 C17 C12 0.4(8) . . . . ?
C15 C16 C17 C18 177.5(5) . . . . ?
C13 C12 C17 C16 0.3(8) . . . . ?
Ir1 C12 C17 C16 177.4(4) . . . . ?
C13 C12 C17 C18 -177.0(5) . . . . ?
Ir1 C12 C17 C18 0.2(6) . . . . ?
C16 C17 C18 N4 -176.1(5) . . . . ?
C12 C17 C18 N4 1.2(7) . . . . ?
C16 C17 C18 C19 4.3(8) . . . . ?
C12 C17 C18 C19 -178.4(5) . . . . ?
N4 C18 C19 C20 -2.0(8) . . . . ?
C17 C18 C19 C20 177.5(5) . . . . ?
C18 C19 C20 C21 1.3(8) . . . . ?
C18 C19 C20 C39 -178.8(5) . . . . ?
C19 C20 C21 C22 -0.5(8) . . . . ?
C39 C20 C21 C22 179.6(5) . . . . ?
C20 C21 C22 N4 0.4(8) . . . . ?
N1 C23 C24 C25 -1.8(9) . . . . ?
C23 C24 C25 C26 2.5(10) . . . . ?
C24 C25 C26 C27 -1.8(10) . . . . ?
C25 C26 C27 N1 0.2(9) . . . . ?
C25 C26 C27 C28 179.7(6) . . . . ?
N1 C27 C28 N2 0.1(7) . . . . ?
C26 C27 C28 N2 -179.4(5) . . . . ?
N1 C27 C28 C29 179.5(5) . . . . ?
C26 C27 C28 C29 0.0(9) . . . . ?
N2 C28 C29 C30 0.6(9) . . . . ?
C27 C28 C29 C30 -178.9(6) . . . . ?
C28 C29 C30 C31 -2.2(10) . . . . ?
C29 C30 C31 C32 1.9(10) . . . . ?
C30 C31 C32 N2 0.0(10) . . . . ?
C8 C9 C33 C34 26.3(9) . . . . ?
C10 C9 C33 C34 -149.8(6) . . . . ?
C8 C9 C33 C38 -156.6(6) . . . . ?
C10 C9 C33 C38 27.3(8) . . . . ?
C38 C33 C34 C35 -1.1(9) . . . . ?
C9 C33 C34 C35 176.0(5) . . . . ?
C33 C34 C35 C36 0.0(9) . . . . ?
C34 C35 C36 C37 2.3(9) . . . . ?
C35 C36 C37 C38 -3.5(9) . . . . ?
C36 C37 C38 C33 2.3(9) . . . . ?
C34 C33 C38 C37 0.0(8) . . . . ?
C9 C33 C38 C37 -177.2(5) . . . . ?
C19 C20 C39 C40 25.3(8) . . . . ?
C21 C20 C39 C40 -154.7(6) . . . . ?
C19 C20 C39 C44 -156.9(5) . . . . ?
C21 C20 C39 C44 23.1(8) . . . . ?
C44 C39 C40 C41 -1.4(9) . . . . ?
C20 C39 C40 C41 176.5(6) . . . . ?
C39 C40 C41 C42 0.3(10) . . . . ?
C40 C41 C42 C43 0.8(11) . . . . ?
C41 C42 C43 C44 -0.7(10) . . . . ?
C42 C43 C44 C39 -0.5(9) . . . . ?
C40 C39 C44 C43 1.5(9) . . . . ?
C20 C39 C44 C43 -176.4(5) . . . . ?
C24 C23 N1 C27 0.3(8) . . . . ?
C24 C23 N1 Ir1 -180.0(4) . . . . ?
C26 C27 N1 C23 0.5(8) . . . . ?
C28 C27 N1 C23 -179.0(5) . . . . ?
C26 C27 N1 Ir1 -179.2(4) . . . . ?
C28 C27 N1 Ir1 1.3(6) . . . . ?
C31 C32 N2 C28 -1.7(9) . . . . ?
C31 C32 N2 Ir1 -179.3(5) . . . . ?
C29 C28 N2 C32 1.3(8) . . . . ?
C27 C28 N2 C32 -179.2(5) . . . . ?
C29 C28 N2 Ir1 179.1(4) . . . . ?
C27 C28 N2 Ir1 -1.4(6) . . . . ?
C10 C11 N3 C7 -0.4(9) . . . . ?
C10 C11 N3 Ir1 -178.7(5) . . . . ?
C8 C7 N3 C11 0.7(8) . . . . ?
C6 C7 N3 C11 -178.6(5) . . . . ?
C8 C7 N3 Ir1 179.2(4) . . . . ?
C6 C7 N3 Ir1 -0.1(6) . . . . ?
C21 C22 N4 C18 -1.2(8) . . . . ?
C21 C22 N4 Ir1 -176.5(4) . . . . ?
C19 C18 N4 C22 1.9(7) . . . . ?
C17 C18 N4 C22 -177.7(5) . . . . ?
C19 C18 N4 Ir1 177.6(4) . . . . ?
C17 C18 N4 Ir1 -2.0(6) . . . . ?
C3A O1A C2A C1A 173.7(8) . . . . ?
C2A O1A C3A C5A 171.3(14) . . . . ?
C2A O1A C3A C4A -96.7(16) . . . . ?

_refine_diff_density_max         1.083
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.144

_shelxl_version_number           2013-4




_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/Diethyl Ether'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1055897'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"[(4,4'-diphenyl-2,2'-bipyridine)-bis-(2-phenylpyridine)-iridium(III)] hexafluorophosphate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 C11 H8 N, C22 H16 N2, Ir, P F6'
_chemical_formula_sum            'C44 H32 F6 Ir N4 P'
_chemical_formula_weight         953.90

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.786(7)
_cell_length_b                   30.727(18)
_cell_length_c                   14.227(8)
_cell_angle_alpha                90
_cell_angle_beta                 119.20(3)
_cell_angle_gamma                90
_cell_volume                     3734(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    8197
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      27.4

_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_F_000             1880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.687
_shelx_estimated_absorpt_T_min   0.367
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.598
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Rigaku SCX-Mini with Mercury 2+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34670
_diffrn_reflns_av_unetI/netI     0.1011
_diffrn_reflns_av_R_equivalents  0.1097
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.109
_diffrn_reflns_theta_max         27.385
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8462
_reflns_number_gt                6338
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;


_computing_data_collection       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_structure_solution    
;
SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep3v2 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0162P)²+13.8749P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8462
_refine_ls_number_parameters     509
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1311
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.002
_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 0.32196(3) 0.10009(2) 0.25045(2) 0.02745(9) Uani 1 1 d . . . . .
N1 N 0.5076(7) 0.14053(18) 0.2587(5) 0.0298(14) Uani 1 1 d . . . . .
N2 N 0.2234(7) 0.16427(19) 0.2169(5) 0.0298(14) Uani 1 1 d . . . . .
N4 N 0.4269(7) 0.1056(2) 0.4161(5) 0.0291(13) Uani 1 1 d . . . . .
N3 N 0.2095(7) 0.08726(19) 0.0875(5) 0.0313(14) Uani 1 1 d . . . . .
C23 C 0.6462(10) 0.1263(2) 0.2733(6) 0.0360(18) Uani 1 1 d . . . . .
H23 H 0.6601 0.0960 0.2672 0.043 Uiso 1 1 calc R U . . .
C24 C 0.7708(9) 0.1546(2) 0.2972(6) 0.0333(17) Uani 1 1 d . . . . .
H24 H 0.8657 0.1432 0.3042 0.040 Uiso 1 1 calc R U . . .
C25 C 0.7589(9) 0.1990(3) 0.3111(6) 0.0313(16) Uani 1 1 d . . . . .
C33 C 0.8951(8) 0.2299(2) 0.3491(6) 0.0285(16) Uani 1 1 d . . . . .
C34 C 1.0462(9) 0.2135(3) 0.4106(6) 0.0361(18) Uani 1 1 d . . . . .
H34 H 1.0629 0.1833 0.4264 0.043 Uiso 1 1 calc R U . . .
C35 C 1.1736(11) 0.2425(3) 0.4486(7) 0.044(2) Uani 1 1 d . . . . .
H35 H 1.2774 0.2318 0.4895 0.053 Uiso 1 1 calc R U . . .
C36 C 1.1484(10) 0.2866(3) 0.4268(7) 0.044(2) Uani 1 1 d . . . . .
H36 H 1.2345 0.3061 0.4527 0.052 Uiso 1 1 calc R U . . .
C37 C 0.9972(11) 0.3020(3) 0.3672(8) 0.051(2) Uani 1 1 d . . . . .
H37 H 0.9786 0.3323 0.3525 0.061 Uiso 1 1 calc R U . . .
C38 C 0.8721(10) 0.2730(3) 0.3289(7) 0.043(2) Uani 1 1 d . . . . .
C26 C 0.6087(9) 0.2136(2) 0.2910(6) 0.0301(16) Uani 1 1 d . . . . .
H26 H 0.5921 0.2437 0.2969 0.036 Uiso 1 1 calc R U . . .
C27 C 0.4854(9) 0.1842(2) 0.2626(6) 0.0289(16) Uani 1 1 d . . . . .
C28 C 0.3231(8) 0.1976(2) 0.2315(5) 0.0246(14) Uani 1 1 d . . . . .
C29 C 0.2733(8) 0.2401(2) 0.2124(6) 0.0284(15) Uani 1 1 d . . . . .
H29 H 0.3472 0.2626 0.2258 0.034 Uiso 1 1 calc R U . . .
C30 C 0.1144(8) 0.2510(2) 0.1734(5) 0.0274(15) Uani 1 1 d . . . . .
C39 C 0.0538(8) 0.2981(3) 0.1460(6) 0.0307(16) Uani 1 1 d . . . . .
C40 C 0.1537(10) 0.3316(3) 0.1771(7) 0.042(2) Uani 1 1 d . . . . .
H40 H 0.2628 0.3264 0.2200 0.050 Uiso 1 1 calc R U . . .
C41 C 0.0997(10) 0.3741(3) 0.1474(7) 0.044(2) Uani 1 1 d . . . . .
H41 H 0.1719 0.3976 0.1706 0.053 Uiso 1 1 calc R U . . .
C42 C -0.0581(10) 0.3820(3) 0.0845(7) 0.041(2) Uani 1 1 d . . . . .
H42 H -0.0958 0.4107 0.0618 0.049 Uiso 1 1 calc R U . . .
C43 C -0.1613(10) 0.3469(3) 0.0550(7) 0.046(2) Uani 1 1 d . . . . .
H43 H -0.2709 0.3519 0.0145 0.055 Uiso 1 1 calc R U . . .
C44 C -0.1054(9) 0.3048(3) 0.0843(6) 0.0390(19) Uani 1 1 d . . . . .
H44 H -0.1759 0.2809 0.0621 0.047 Uiso 1 1 calc R U . . .
C31 C 0.0129(9) 0.2161(2) 0.1590(6) 0.0335(17) Uani 1 1 d . . . . .
H31 H -0.0948 0.2213 0.1347 0.040 Uiso 1 1 calc R U . . .
C32 C 0.0706(9) 0.1741(2) 0.1803(6) 0.0319(17) Uani 1 1 d . . . . .
H32 H -0.0002 0.1509 0.1687 0.038 Uiso 1 1 calc R U . . .
C22 C 0.3990(9) 0.1379(2) 0.4685(7) 0.0366(18) Uani 1 1 d . . . . .
H22 H 0.3282 0.1603 0.4273 0.044 Uiso 1 1 calc R U . . .
C21 C 0.4690(10) 0.1400(3) 0.5800(7) 0.044(2) Uani 1 1 d . . . . .
H21 H 0.4455 0.1630 0.6144 0.053 Uiso 1 1 calc R U . . .
C20 C 0.5746(10) 0.1074(3) 0.6400(7) 0.044(2) Uani 1 1 d . . . . .
H20 H 0.6254 0.1080 0.7164 0.052 Uiso 1 1 calc R U . . .
C19 C 0.6054(9) 0.0738(3) 0.5873(7) 0.0388(19) Uani 1 1 d . . . . .
H19 H 0.6761 0.0512 0.6273 0.047 Uiso 1 1 calc R U . . .
C18 C 0.5309(9) 0.0738(2) 0.4746(6) 0.0290(16) Uani 1 1 d . . . . .
C17 C 0.5508(8) 0.0406(2) 0.4062(6) 0.0286(16) Uani 1 1 d . . . . .
C16 C 0.6664(10) 0.0071(3) 0.4514(7) 0.041(2) Uani 1 1 d . . . . .
H16 H 0.7335 0.0051 0.5270 0.049 Uiso 1 1 calc R U . . .
C15 C 0.6780(11) -0.0221(3) 0.3825(8) 0.047(2) Uani 1 1 d . . . . .
H15 H 0.7580 -0.0436 0.4106 0.057 Uiso 1 1 calc R U . . .
C14 C 0.5747(11) -0.0208(2) 0.2725(8) 0.045(2) Uani 1 1 d . . . . .
H14 H 0.5793 -0.0427 0.2269 0.054 Uiso 1 1 calc R U . . .
C13 C 0.4630(10) 0.0128(2) 0.2282(7) 0.0361(18) Uani 1 1 d . . . . .
H13 H 0.3956 0.0140 0.1526 0.043 Uiso 1 1 calc R U . . .
C12 C 0.4500(9) 0.0446(2) 0.2942(6) 0.0316(17) Uani 1 1 d . . . . .
C11 C 0.2709(11) 0.0964(2) 0.0221(7) 0.0391(19) Uani 1 1 d . . . . .
H11 H 0.3715 0.1094 0.0520 0.047 Uiso 1 1 calc R U . . .
C10 C 0.1910(11) 0.0871(3) -0.0863(7) 0.043(2) Uani 1 1 d . . . . .
H10 H 0.2363 0.0934 -0.1305 0.052 Uiso 1 1 calc R U . . .
C9 C 0.0416(11) 0.0681(3) -0.1308(7) 0.050(2) Uani 1 1 d . . . . .
H9 H -0.0158 0.0616 -0.2055 0.060 Uiso 1 1 calc R U . . .
C8 C -0.0202(10) 0.0590(3) -0.0646(7) 0.047(2) Uani 1 1 d . . . . .
H8 H -0.1208 0.0460 -0.0941 0.056 Uiso 1 1 calc R U . . .
C7 C 0.0632(9) 0.0687(2) 0.0466(6) 0.0357(18) Uani 1 1 d . . . . .
C6 C 0.0151(9) 0.0595(2) 0.1271(7) 0.0356(18) Uani 1 1 d . . . . .
C5 C -0.1313(11) 0.0422(3) 0.1011(8) 0.047(2) Uani 1 1 d . . . . .
H5 H -0.2056 0.0358 0.0284 0.057 Uiso 1 1 calc R U . . .
C4 C -0.1665(11) 0.0344(3) 0.1831(9) 0.052(2) Uani 1 1 d . . . . .
H4 H -0.2663 0.0230 0.1657 0.063 Uiso 1 1 calc R U . . .
C3 C -0.0590(11) 0.0429(3) 0.2897(9) 0.051(2) Uani 1 1 d . . . . .
H3 H -0.0831 0.0365 0.3452 0.061 Uiso 1 1 calc R U . . .
C2 C 0.0869(10) 0.0612(3) 0.3145(7) 0.042(2) Uani 1 1 d . . . . .
H2 H 0.1595 0.0680 0.3873 0.050 Uiso 1 1 calc R U . . .
C1 C 0.1268(9) 0.0696(2) 0.2349(7) 0.0359(18) Uani 1 1 d . . . . .
P1 P 0.6077(3) 0.34511(8) 0.43595(19) 0.0451(6) Uani 1 1 d . . . . .
F1 F 0.7704(8) 0.3561(3) 0.4445(5) 0.097(2) Uani 1 1 d . . . . .
F2 F 0.6763(9) 0.3590(3) 0.5569(5) 0.099(3) Uani 1 1 d . . . . .
F3 F 0.5474(11) 0.3918(2) 0.3921(7) 0.122(3) Uani 1 1 d . . . . .
F4 F 0.4451(7) 0.3342(3) 0.4281(5) 0.093(2) Uani 1 1 d . . . . .
F5 F 0.6600(9) 0.2957(2) 0.4751(6) 0.105(3) Uani 1 1 d . . . . .
F6 F 0.5454(6) 0.32738(19) 0.3155(4) 0.0607(15) Uani 1 1 d . . . . .
H38 H 0.762(9) 0.285(2) 0.279(6) 0.03(2) Uiso 1 1 d . . . . .


_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 C12 2.027(7) . ?
Ir1 C1 2.041(8) . ?
Ir1 N3 2.061(6) . ?
Ir1 N4 2.068(6) . ?
Ir1 N2 2.144(6) . ?
Ir1 N1 2.156(6) . ?
N1 C23 1.341(9) . ?
N1 C27 1.364(9) . ?
N2 C32 1.355(9) . ?
N2 C28 1.360(9) . ?
N4 C22 1.348(9) . ?
N4 C18 1.362(9) . ?
N3 C11 1.360(10) . ?
N3 C7 1.379(9) . ?
C23 C24 1.397(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.394(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.425(10) . ?
C25 C33 1.506(10) . ?
C33 C38 1.348(11) . ?
C33 C34 1.394(10) . ?
C34 C35 1.408(11) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(12) . ?
C35 H35 0.9500 . ?
C36 C37 1.382(12) . ?
C36 H36 0.9500 . ?
C37 C38 1.394(12) . ?
C37 H37 0.9500 . ?
C38 H38 1.03(7) . ?
C26 C27 1.401(10) . ?
C26 H26 0.9500 . ?
C27 C28 1.484(10) . ?
C28 C29 1.372(9) . ?
C29 C30 1.413(10) . ?
C29 H29 0.9500 . ?
C30 C31 1.408(10) . ?
C30 C39 1.539(10) . ?
C39 C40 1.338(11) . ?
C39 C44 1.381(10) . ?
C40 C41 1.395(11) . ?
C40 H40 0.9500 . ?
C41 C42 1.378(12) . ?
C41 H41 0.9500 . ?
C42 C43 1.396(12) . ?
C42 H42 0.9500 . ?
C43 C44 1.386(11) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C31 C32 1.382(10) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C22 C21 1.389(11) . ?
C22 H22 0.9500 . ?
C21 C20 1.393(12) . ?
C21 H21 0.9500 . ?
C20 C19 1.390(11) . ?
C20 H20 0.9500 . ?
C19 C18 1.400(11) . ?
C19 H19 0.9500 . ?
C18 C17 1.488(10) . ?
C17 C12 1.412(11) . ?
C17 C16 1.428(10) . ?
C16 C15 1.374(11) . ?
C16 H16 0.9500 . ?
C15 C14 1.390(12) . ?
C15 H15 0.9500 . ?
C14 C13 1.409(11) . ?
C14 H14 0.9500 . ?
C13 C12 1.402(10) . ?
C13 H13 0.9500 . ?
C11 C10 1.377(11) . ?
C11 H11 0.9500 . ?
C10 C9 1.406(12) . ?
C10 H10 0.9500 . ?
C9 C8 1.373(12) . ?
C9 H9 0.9500 . ?
C8 C7 1.414(11) . ?
C8 H8 0.9500 . ?
C7 C6 1.462(11) . ?
C6 C5 1.399(11) . ?
C6 C1 1.417(11) . ?
C5 C4 1.389(12) . ?
C5 H5 0.9500 . ?
C4 C3 1.385(13) . ?
C4 H4 0.9500 . ?
C3 C2 1.410(11) . ?
C3 H3 0.9500 . ?
C2 C1 1.389(11) . ?
C2 H2 0.9500 . ?
P1 F3 1.561(7) . ?
P1 F2 1.571(7) . ?
P1 F1 1.573(6) . ?
P1 F4 1.577(6) . ?
P1 F6 1.608(6) . ?
P1 F5 1.612(7) . ?

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
C12 Ir1 C1 93.0(3) . . ?
C12 Ir1 N3 95.5(3) . . ?
C1 Ir1 N3 80.4(3) . . ?
C12 Ir1 N4 80.2(3) . . ?
C1 Ir1 N4 94.5(3) . . ?
N3 Ir1 N4 173.1(2) . . ?
C12 Ir1 N2 170.5(3) . . ?
C1 Ir1 N2 95.9(3) . . ?
N3 Ir1 N2 89.5(2) . . ?
N4 Ir1 N2 95.6(2) . . ?
C12 Ir1 N1 95.2(2) . . ?
C1 Ir1 N1 171.8(3) . . ?
N3 Ir1 N1 98.3(2) . . ?
N4 Ir1 N1 87.4(2) . . ?
N2 Ir1 N1 76.0(2) . . ?
C23 N1 C27 118.9(6) . . ?
C23 N1 Ir1 125.6(5) . . ?
C27 N1 Ir1 115.0(5) . . ?
C32 N2 C28 117.8(6) . . ?
C32 N2 Ir1 125.6(5) . . ?
C28 N2 Ir1 116.6(5) . . ?
C22 N4 C18 118.8(6) . . ?
C22 N4 Ir1 124.7(5) . . ?
C18 N4 Ir1 116.5(5) . . ?
C11 N3 C7 120.7(7) . . ?
C11 N3 Ir1 123.9(5) . . ?
C7 N3 Ir1 115.4(5) . . ?
N1 C23 C24 122.1(7) . . ?
N1 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C25 C24 C23 121.4(7) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 115.5(7) . . ?
C24 C25 C33 123.3(7) . . ?
C26 C25 C33 121.2(7) . . ?
C38 C33 C34 120.3(7) . . ?
C38 C33 C25 121.0(7) . . ?
C34 C33 C25 118.6(7) . . ?
C33 C34 C35 118.8(8) . . ?
C33 C34 H34 120.6 . . ?
C35 C34 H34 120.6 . . ?
C36 C35 C34 120.3(8) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C37 C36 C35 119.6(8) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 119.5(9) . . ?
C36 C37 H37 120.2 . . ?
C38 C37 H37 120.2 . . ?
C33 C38 C37 121.5(9) . . ?
C33 C38 H38 121(4) . . ?
C37 C38 H38 117(4) . . ?
C27 C26 C25 120.8(7) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
N1 C27 C26 121.0(7) . . ?
N1 C27 C28 115.5(6) . . ?
C26 C27 C28 123.5(6) . . ?
N2 C28 C29 121.8(6) . . ?
N2 C28 C27 114.8(6) . . ?
C29 C28 C27 123.3(6) . . ?
C28 C29 C30 121.4(7) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C31 C30 C29 116.0(7) . . ?
C31 C30 C39 121.5(6) . . ?
C29 C30 C39 122.5(6) . . ?
C40 C39 C44 120.7(8) . . ?
C40 C39 C30 120.7(7) . . ?
C44 C39 C30 118.6(7) . . ?
C39 C40 C41 120.9(8) . . ?
C39 C40 H40 119.6 . . ?
C41 C40 H40 119.6 . . ?
C42 C41 C40 120.1(8) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C41 C42 C43 118.4(8) . . ?
C41 C42 H42 120.8 . . ?
C43 C42 H42 120.8 . . ?
C44 C43 C42 120.6(8) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C39 C44 C43 119.3(8) . . ?
C39 C44 H44 120.4 . . ?
C43 C44 H44 120.4 . . ?
C32 C31 C30 119.8(7) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
N2 C32 C31 123.2(7) . . ?
N2 C32 H32 118.4 . . ?
C31 C32 H32 118.4 . . ?
N4 C22 C21 123.1(7) . . ?
N4 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
C22 C21 C20 118.1(8) . . ?
C22 C21 H21 120.9 . . ?
C20 C21 H21 120.9 . . ?
C19 C20 C21 119.6(8) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C19 C18 119.2(7) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
N4 C18 C19 121.1(7) . . ?
N4 C18 C17 112.9(6) . . ?
C19 C18 C17 126.0(7) . . ?
C12 C17 C16 122.3(7) . . ?
C12 C17 C18 115.8(6) . . ?
C16 C17 C18 121.8(7) . . ?
C15 C16 C17 118.2(8) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C16 C15 C14 121.1(8) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C14 C13 120.3(8) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C12 C13 C14 121.0(8) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C12 C17 116.9(7) . . ?
C13 C12 Ir1 128.7(6) . . ?
C17 C12 Ir1 114.0(5) . . ?
N3 C11 C10 121.7(8) . . ?
N3 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C10 C9 119.2(8) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C8 C9 C10 119.0(8) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C9 C8 C7 121.2(8) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
N3 C7 C8 118.2(8) . . ?
N3 C7 C6 114.4(7) . . ?
C8 C7 C6 127.2(8) . . ?
C5 C6 C1 121.3(8) . . ?
C5 C6 C7 123.1(8) . . ?
C1 C6 C7 115.6(7) . . ?
C4 C5 C6 119.0(9) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C3 C4 C5 121.3(9) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C3 C2 119.0(8) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C1 C2 C3 121.5(8) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C1 C6 117.8(7) . . ?
C2 C1 Ir1 128.1(6) . . ?
C6 C1 Ir1 113.8(6) . . ?
F3 P1 F2 93.6(5) . . ?
F3 P1 F1 90.3(5) . . ?
F2 P1 F1 88.9(4) . . ?
F3 P1 F4 89.8(5) . . ?
F2 P1 F4 90.7(4) . . ?
F1 P1 F4 179.7(4) . . ?
F3 P1 F6 90.7(4) . . ?
F2 P1 F6 175.5(4) . . ?
F1 P1 F6 89.9(3) . . ?
F4 P1 F6 90.4(3) . . ?
F3 P1 F5 176.4(5) . . ?
F2 P1 F5 89.1(4) . . ?
F1 P1 F5 92.1(5) . . ?
F4 P1 F5 87.9(4) . . ?
F6 P1 F5 86.6(4) . . ?

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
C27 N1 C23 C24 3.0(11) . . . . ?
Ir1 N1 C23 C24 -168.1(6) . . . . ?
N1 C23 C24 C25 2.4(12) . . . . ?
C23 C24 C25 C26 -4.6(11) . . . . ?
C23 C24 C25 C33 172.8(7) . . . . ?
C24 C25 C33 C38 158.2(8) . . . . ?
C26 C25 C33 C38 -24.5(11) . . . . ?
C24 C25 C33 C34 -24.9(10) . . . . ?
C26 C25 C33 C34 152.4(7) . . . . ?
C38 C33 C34 C35 -1.4(11) . . . . ?
C25 C33 C34 C35 -178.4(7) . . . . ?
C33 C34 C35 C36 1.2(12) . . . . ?
C34 C35 C36 C37 -0.1(12) . . . . ?
C35 C36 C37 C38 -0.6(13) . . . . ?
C34 C33 C38 C37 0.7(12) . . . . ?
C25 C33 C38 C37 177.6(7) . . . . ?
C36 C37 C38 C33 0.3(13) . . . . ?
C24 C25 C26 C27 1.9(10) . . . . ?
C33 C25 C26 C27 -175.7(7) . . . . ?
C23 N1 C27 C26 -5.8(11) . . . . ?
Ir1 N1 C27 C26 166.2(5) . . . . ?
C23 N1 C27 C28 172.2(6) . . . . ?
Ir1 N1 C27 C28 -15.8(8) . . . . ?
C25 C26 C27 N1 3.3(11) . . . . ?
C25 C26 C27 C28 -174.5(6) . . . . ?
C32 N2 C28 C29 1.5(10) . . . . ?
Ir1 N2 C28 C29 179.9(5) . . . . ?
C32 N2 C28 C27 -175.0(6) . . . . ?
Ir1 N2 C28 C27 3.5(7) . . . . ?
N1 C27 C28 N2 8.2(9) . . . . ?
C26 C27 C28 N2 -173.8(7) . . . . ?
N1 C27 C28 C29 -168.2(7) . . . . ?
C26 C27 C28 C29 9.8(11) . . . . ?
N2 C28 C29 C30 -2.1(11) . . . . ?
C27 C28 C29 C30 174.1(6) . . . . ?
C28 C29 C30 C31 2.1(10) . . . . ?
C28 C29 C30 C39 -176.9(6) . . . . ?
C31 C30 C39 C40 168.3(7) . . . . ?
C29 C30 C39 C40 -12.8(11) . . . . ?
C31 C30 C39 C44 -14.7(11) . . . . ?
C29 C30 C39 C44 164.2(7) . . . . ?
C44 C39 C40 C41 -0.5(13) . . . . ?
C30 C39 C40 C41 176.5(7) . . . . ?
C39 C40 C41 C42 -0.5(13) . . . . ?
C40 C41 C42 C43 2.2(13) . . . . ?
C41 C42 C43 C44 -2.9(13) . . . . ?
C40 C39 C44 C43 -0.2(12) . . . . ?
C30 C39 C44 C43 -177.3(7) . . . . ?
C42 C43 C44 C39 2.0(13) . . . . ?
C29 C30 C31 C32 -1.6(11) . . . . ?
C39 C30 C31 C32 177.3(7) . . . . ?
C28 N2 C32 C31 -1.1(11) . . . . ?
Ir1 N2 C32 C31 -179.3(6) . . . . ?
C30 C31 C32 N2 1.2(12) . . . . ?
C18 N4 C22 C21 -1.4(12) . . . . ?
Ir1 N4 C22 C21 178.4(6) . . . . ?
N4 C22 C21 C20 1.0(13) . . . . ?
C22 C21 C20 C19 -0.7(13) . . . . ?
C21 C20 C19 C18 0.9(13) . . . . ?
C22 N4 C18 C19 1.5(11) . . . . ?
Ir1 N4 C18 C19 -178.3(6) . . . . ?
C22 N4 C18 C17 -179.5(6) . . . . ?
Ir1 N4 C18 C17 0.6(8) . . . . ?
C20 C19 C18 N4 -1.3(12) . . . . ?
C20 C19 C18 C17 179.9(7) . . . . ?
N4 C18 C17 C12 -6.0(9) . . . . ?
C19 C18 C17 C12 172.9(7) . . . . ?
N4 C18 C17 C16 173.2(7) . . . . ?
C19 C18 C17 C16 -7.9(12) . . . . ?
C12 C17 C16 C15 -0.4(12) . . . . ?
C18 C17 C16 C15 -179.6(7) . . . . ?
C17 C16 C15 C14 -3.5(13) . . . . ?
C16 C15 C14 C13 4.9(13) . . . . ?
C15 C14 C13 C12 -2.3(13) . . . . ?
C14 C13 C12 C17 -1.4(11) . . . . ?
C14 C13 C12 Ir1 171.0(6) . . . . ?
C16 C17 C12 C13 2.8(11) . . . . ?
C18 C17 C12 C13 -178.0(6) . . . . ?
C16 C17 C12 Ir1 -170.7(6) . . . . ?
C18 C17 C12 Ir1 8.5(8) . . . . ?
C7 N3 C11 C10 -0.7(11) . . . . ?
Ir1 N3 C11 C10 179.9(6) . . . . ?
N3 C11 C10 C9 0.6(13) . . . . ?
C11 C10 C9 C8 -0.4(13) . . . . ?
C10 C9 C8 C7 0.4(13) . . . . ?
C11 N3 C7 C8 0.7(11) . . . . ?
Ir1 N3 C7 C8 -179.9(6) . . . . ?
C11 N3 C7 C6 178.1(7) . . . . ?
Ir1 N3 C7 C6 -2.5(8) . . . . ?
C9 C8 C7 N3 -0.5(12) . . . . ?
C9 C8 C7 C6 -177.6(8) . . . . ?
N3 C7 C6 C5 177.7(7) . . . . ?
C8 C7 C6 C5 -5.1(13) . . . . ?
N3 C7 C6 C1 -2.0(10) . . . . ?
C8 C7 C6 C1 175.1(8) . . . . ?
C1 C6 C5 C4 -0.5(12) . . . . ?
C7 C6 C5 C4 179.8(8) . . . . ?
C6 C5 C4 C3 -0.9(13) . . . . ?
C5 C4 C3 C2 2.2(13) . . . . ?
C4 C3 C2 C1 -2.1(13) . . . . ?
C3 C2 C1 C6 0.8(12) . . . . ?
C3 C2 C1 Ir1 174.7(6) . . . . ?
C5 C6 C1 C2 0.6(12) . . . . ?
C7 C6 C1 C2 -179.7(7) . . . . ?
C5 C6 C1 Ir1 -174.2(6) . . . . ?
C7 C6 C1 Ir1 5.6(9) . . . . ?

_refine_diff_density_max         0.942
_refine_diff_density_min         -2.401
_refine_diff_density_rms         0.178

_shelxl_version_number           2013-4






_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/Diethyl Ether'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1055898'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT019_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full/_max < 1.0      0.974 Report
RESPONSE: A complete, highly redundant data set was calculated to be 
collected.  The few missing reflections may have been omitted due to 
interference from the beam stop.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"[(2,2'-bipyridine)-bis-(2-[(1,1'-biphenyl)-3-yl]pyridine)-iridium(III)] hexafluorophosphate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 C17 H12 N, C10 H8 N2, Ir, P F6'
_chemical_formula_sum            'C44 H32 F6 Ir N4 P'
_chemical_formula_weight         953.90

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.170(6)
_cell_length_b                   13.235(5)
_cell_length_c                   22.479(6)
_cell_angle_alpha                90
_cell_angle_beta                 126.298(17)
_cell_angle_gamma                90
_cell_volume                     3637(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    8914
_cell_measurement_theta_min      1.6
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_F_000             1880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.013
_exptl_absorpt_coefficient_mu    3.785
_shelx_estimated_absorpt_T_min   0.438
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.800
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Rigaku SCX-Mini with Mercury 2+ CCD'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31473
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.047
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             6390
_reflns_number_gt                5336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;

_computing_data_collection       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_structure_solution    
;
SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep3v2 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'




_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0169P)²+1.8466P] 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         6390
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0744
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.001
_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
C1 C 0.7169(4) 0.4937(4) 0.3566(3) 0.0241(12) Uani 1 1 d . . . . .
C2 C 0.6811(5) 0.5259(4) 0.2860(3) 0.0320(14) Uani 1 1 d . . . . .
H2 H 0.6215 0.4915 0.2441 0.038 Uiso 1 1 calc R U . . .
C3 C 0.7292(5) 0.6057(4) 0.2752(3) 0.0314(13) Uani 1 1 d . . . . .
H3 H 0.7035 0.6226 0.2262 0.038 Uiso 1 1 calc R U . . .
C4 C 0.8146(4) 0.6624(4) 0.3340(3) 0.0253(12) Uani 1 1 d . . . . .
C5 C 0.8531(4) 0.6312(4) 0.4045(3) 0.0260(12) Uani 1 1 d . . . . .
H5 H 0.9119 0.6669 0.4459 0.031 Uiso 1 1 calc R U . . .
C6 C 0.8074(4) 0.5478(4) 0.4164(3) 0.0238(12) Uani 1 1 d . . . . .
C7 C 0.8491(4) 0.5094(4) 0.4900(3) 0.0232(12) Uani 1 1 d . . . . .
C8 C 0.9365(4) 0.5490(4) 0.5572(3) 0.0334(14) Uani 1 1 d . . . . .
H8 H 0.9736 0.6072 0.5577 0.040 Uiso 1 1 calc R U . . .
C9 C 0.9698(5) 0.5044(4) 0.6232(3) 0.0359(14) Uani 1 1 d . . . . .
H9 H 1.0306 0.5307 0.6687 0.043 Uiso 1 1 calc R U . . .
C10 C 0.9135(5) 0.4209(4) 0.6220(3) 0.0338(14) Uani 1 1 d . . . . .
H10 H 0.9342 0.3893 0.6665 0.041 Uiso 1 1 calc R U . . .
C11 C 0.8261(4) 0.3849(4) 0.5538(3) 0.0264(12) Uani 1 1 d . . . . .
H11 H 0.7868 0.3281 0.5526 0.032 Uiso 1 1 calc R U . . .
C12 C 0.5623(4) 0.4839(4) 0.3849(3) 0.0231(12) Uani 1 1 d . . . . .
C13 C 0.5836(4) 0.5506(4) 0.4411(3) 0.0258(12) Uani 1 1 d . . . . .
H13 H 0.6517 0.5463 0.4886 0.031 Uiso 1 1 calc R U . . .
C14 C 0.5083(4) 0.6217(4) 0.4289(3) 0.0254(12) Uani 1 1 d . . . . .
H14 H 0.5263 0.6654 0.4682 0.030 Uiso 1 1 calc R U . . .
C15 C 0.4065(4) 0.6318(4) 0.3608(3) 0.0239(12) Uani 1 1 d . . . . .
C16 C 0.3807(4) 0.5634(4) 0.3050(3) 0.0222(11) Uani 1 1 d . . . . .
H16 H 0.3107 0.5662 0.2588 0.027 Uiso 1 1 calc R U . . .
C17 C 0.4570(4) 0.4907(4) 0.3168(3) 0.0217(11) Uani 1 1 d . . . . .
C18 C 0.4352(4) 0.4179(4) 0.2609(3) 0.0226(12) Uani 1 1 d . . . . .
C19 C 0.3365(4) 0.4042(4) 0.1920(3) 0.0286(13) Uani 1 1 d . . . . .
H19 H 0.2761 0.4461 0.1777 0.034 Uiso 1 1 calc R U . . .
C20 C 0.3243(5) 0.3309(4) 0.1440(3) 0.0319(14) Uani 1 1 d . . . . .
H20 H 0.2566 0.3221 0.0968 0.038 Uiso 1 1 calc R U . . .
C21 C 0.4142(5) 0.2700(4) 0.1668(3) 0.0345(14) Uani 1 1 d . . . . .
H21 H 0.4090 0.2193 0.1349 0.041 Uiso 1 1 calc R U . . .
C22 C 0.5098(4) 0.2841(4) 0.2352(3) 0.0290(13) Uani 1 1 d . . . . .
H22 H 0.5701 0.2413 0.2506 0.035 Uiso 1 1 calc R U . . .
C23 C 0.5313(4) 0.2475(4) 0.4246(3) 0.0282(13) Uani 1 1 d . . . . .
H23 H 0.4937 0.3083 0.4189 0.034 Uiso 1 1 calc R U . . .
C24 C 0.4964(5) 0.1591(4) 0.4375(3) 0.0321(14) Uani 1 1 d . . . . .
H24 H 0.4360 0.1594 0.4400 0.039 Uiso 1 1 calc R U . . .
C25 C 0.5516(5) 0.0702(4) 0.4467(3) 0.0356(14) Uani 1 1 d . . . . .
H25 H 0.5300 0.0084 0.4559 0.043 Uiso 1 1 calc R U . . .
C26 C 0.6383(5) 0.0731(4) 0.4421(3) 0.0316(13) Uani 1 1 d . . . . .
H26 H 0.6776 0.0130 0.4489 0.038 Uiso 1 1 calc R U . . .
C27 C 0.6682(4) 0.1640(4) 0.4277(3) 0.0227(12) Uani 1 1 d . . . . .
C28 C 0.7566(4) 0.1719(4) 0.4179(3) 0.0241(12) Uani 1 1 d . . . . .
C29 C 0.8288(4) 0.0948(4) 0.4332(3) 0.0291(13) Uani 1 1 d . . . . .
H29 H 0.8261 0.0328 0.4533 0.035 Uiso 1 1 calc R U . . .
C30 C 0.9053(4) 0.1089(4) 0.4188(3) 0.0342(14) Uani 1 1 d . . . . .
H30 H 0.9568 0.0574 0.4305 0.041 Uiso 1 1 calc R U . . .
C31 C 0.9061(4) 0.1978(4) 0.3877(3) 0.0349(14) Uani 1 1 d . . . . .
H31 H 0.9559 0.2077 0.3757 0.042 Uiso 1 1 calc R U . . .
C32 C 0.8321(4) 0.2733(4) 0.3741(3) 0.0286(13) Uani 1 1 d . . . . .
H32 H 0.8326 0.3349 0.3527 0.034 Uiso 1 1 calc R U . . .
C33 C 0.8605(4) 0.7535(4) 0.3219(3) 0.0272(13) Uani 1 1 d . . . . .
C34 C 0.8036(5) 0.7999(4) 0.2528(3) 0.0391(15) Uani 1 1 d . . . . .
H34 H 0.7367 0.7714 0.2127 0.047 Uiso 1 1 calc R U . . .
C35 C 0.8436(5) 0.8881(4) 0.2414(3) 0.0386(15) Uani 1 1 d . . . . .
H35 H 0.8038 0.9184 0.1938 0.046 Uiso 1 1 calc R U . . .
C36 C 0.9394(5) 0.9303(4) 0.2985(3) 0.0331(14) Uani 1 1 d . . . . .
H36 H 0.9657 0.9907 0.2912 0.040 Uiso 1 1 calc R U . . .
C37 C 0.9982(5) 0.8847(4) 0.3674(3) 0.0369(15) Uani 1 1 d . . . . .
H37 H 1.0657 0.9129 0.4070 0.044 Uiso 1 1 calc R U . . .
C38 C 0.9585(4) 0.7982(4) 0.3784(3) 0.0310(13) Uani 1 1 d . . . . .
H38 H 0.9995 0.7682 0.4261 0.037 Uiso 1 1 calc R U . . .
C39 C 0.3299(4) 0.7164(4) 0.3464(3) 0.0262(12) Uani 1 1 d . . . . .
C40 C 0.3723(5) 0.8132(4) 0.3726(3) 0.0344(14) Uani 1 1 d . . . . .
H40 H 0.4488 0.8245 0.4000 0.041 Uiso 1 1 calc R U . . .
C41 C 0.3035(5) 0.8928(4) 0.3589(3) 0.0403(15) Uani 1 1 d . . . . .
H41 H 0.3327 0.9585 0.3767 0.048 Uiso 1 1 calc R U . . .
C42 C 0.1913(5) 0.8765(4) 0.3189(3) 0.0358(14) Uani 1 1 d . . . . .
H42 H 0.1442 0.9308 0.3105 0.043 Uiso 1 1 calc R U . . .
C43 C 0.1487(4) 0.7820(4) 0.2915(3) 0.0324(14) Uani 1 1 d . . . . .
H43 H 0.0720 0.7710 0.2635 0.039 Uiso 1 1 calc R U . . .
C44 C 0.2188(5) 0.7023(4) 0.3051(3) 0.0338(14) Uani 1 1 d . . . . .
H44 H 0.1891 0.6373 0.2856 0.041 Uiso 1 1 calc R U . . .
F1 F 0.2680(3) 0.2723(3) 0.41374(19) 0.0497(10) Uani 1 1 d . . . . .
F2 F 0.0942(3) 0.2137(3) 0.3559(2) 0.0674(12) Uani 1 1 d . . . . .
F3 F 0.1967(4) 0.2545(3) 0.4774(2) 0.0677(12) Uani 1 1 d . . . . .
F4 F 0.3300(3) 0.1504(3) 0.50003(19) 0.0470(9) Uani 1 1 d . . . . .
F5 F 0.1580(3) 0.0926(3) 0.4435(2) 0.0674(12) Uani 1 1 d . . . . .
F6 F 0.2296(3) 0.1107(3) 0.3792(2) 0.0735(13) Uani 1 1 d . . . . .
Ir1 Ir 0.66132(2) 0.38128(2) 0.38666(2) 0.02115(7) Uani 1 1 d . . . . .
N1 N 0.6149(3) 0.2523(3) 0.4198(2) 0.0237(10) Uani 1 1 d . . . . .
N2 N 0.7601(3) 0.2625(3) 0.3900(2) 0.0231(10) Uani 1 1 d . . . . .
N3 N 0.7943(3) 0.4266(3) 0.4893(2) 0.0242(10) Uani 1 1 d . . . . .
N4 N 0.5221(3) 0.3568(3) 0.2823(2) 0.0240(10) Uani 1 1 d . . . . .
P1 P 0.21172(12) 0.18211(11) 0.42727(9) 0.0303(4) Uani 1 1 d . . . . .


_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
C1 C2 1.404(7) . ?
C1 C6 1.421(7) . ?
C1 Ir1 2.014(5) . ?
C2 C3 1.387(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(7) . ?
C4 C33 1.496(7) . ?
C5 C6 1.411(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.467(7) . ?
C7 N3 1.370(6) . ?
C7 C8 1.394(7) . ?
C8 C9 1.385(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.389(7) . ?
C10 H10 0.9500 . ?
C11 N3 1.346(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.413(7) . ?
C12 C17 1.417(7) . ?
C12 Ir1 2.008(5) . ?
C13 C14 1.376(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.395(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.401(7) . ?
C15 C39 1.505(7) . ?
C16 C17 1.406(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.458(6) . ?
C18 N4 1.368(6) . ?
C18 C19 1.388(7) . ?
C19 C20 1.380(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.365(7) . ?
C21 H21 0.9500 . ?
C22 N4 1.360(6) . ?
C22 H22 0.9500 . ?
C23 N1 1.336(6) . ?
C23 C24 1.383(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.379(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.391(7) . ?
C26 H26 0.9500 . ?
C27 N1 1.371(6) . ?
C27 C28 1.484(7) . ?
C28 N2 1.368(6) . ?
C28 C29 1.384(7) . ?
C29 C30 1.389(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.373(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.394(7) . ?
C31 H31 0.9500 . ?
C32 N2 1.343(6) . ?
C32 H32 0.9500 . ?
C33 C38 1.392(7) . ?
C33 C34 1.395(7) . ?
C34 C35 1.408(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.366(8) . ?
C35 H35 0.9500 . ?
C36 C37 1.385(8) . ?
C36 H36 0.9500 . ?
C37 C38 1.383(7) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C44 1.374(7) . ?
C39 C40 1.398(7) . ?
C40 C41 1.383(7) . ?
C40 H40 0.9500 . ?
C41 C42 1.393(8) . ?
C41 H41 0.9500 . ?
C42 C43 1.375(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.397(7) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
F1 P1 1.599(3) . ?
F2 P1 1.594(4) . ?
F3 P1 1.595(4) . ?
F4 P1 1.611(3) . ?
F5 P1 1.598(4) . ?
F6 P1 1.576(4) . ?
Ir1 N4 2.050(4) . ?
Ir1 N3 2.059(4) . ?
Ir1 N2 2.142(4) . ?
Ir1 N1 2.142(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
_geom_angle_publ_flag
C2 C1 C6 115.3(5) . . ?
C2 C1 Ir1 130.1(4) . . ?
C6 C1 Ir1 114.6(4) . . ?
C3 C2 C1 122.5(5) . . ?
C3 C2 H2 118.7 . . ?
C1 C2 H2 118.7 . . ?
C2 C3 C4 122.1(5) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 116.6(5) . . ?
C5 C4 C33 121.4(5) . . ?
C3 C4 C33 122.0(5) . . ?
C4 C5 C6 121.8(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 121.5(5) . . ?
C5 C6 C7 123.5(5) . . ?
C1 C6 C7 115.0(5) . . ?
N3 C7 C8 119.6(5) . . ?
N3 C7 C6 114.2(4) . . ?
C8 C7 C6 126.1(5) . . ?
C9 C8 C7 120.7(5) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 119.3(5) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C9 C10 C11 118.0(5) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
N3 C11 C10 123.2(5) . . ?
N3 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
C13 C12 C17 116.2(5) . . ?
C13 C12 Ir1 129.2(4) . . ?
C17 C12 Ir1 114.5(4) . . ?
C14 C13 C12 121.7(5) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C13 C14 C15 122.2(5) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C14 C15 C16 117.5(5) . . ?
C14 C15 C39 121.3(4) . . ?
C16 C15 C39 121.1(5) . . ?
C15 C16 C17 120.7(5) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C12 121.5(5) . . ?
C16 C17 C18 123.3(5) . . ?
C12 C17 C18 115.2(4) . . ?
N4 C18 C19 119.6(5) . . ?
N4 C18 C17 114.0(4) . . ?
C19 C18 C17 126.3(5) . . ?
C20 C19 C18 121.4(5) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C19 C20 C21 118.0(5) . . ?
C19 C20 H20 121.0 . . ?
C21 C20 H20 121.0 . . ?
C22 C21 C20 119.4(5) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
N4 C22 C21 122.6(5) . . ?
N4 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
N1 C23 C24 123.8(5) . . ?
N1 C23 H23 118.1 . . ?
C24 C23 H23 118.1 . . ?
C23 C24 C25 118.5(5) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
C26 C25 C24 119.0(5) . . ?
C26 C25 H25 120.5 . . ?
C24 C25 H25 120.5 . . ?
C25 C26 C27 119.9(5) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
N1 C27 C26 121.2(5) . . ?
N1 C27 C28 115.9(4) . . ?
C26 C27 C28 122.9(5) . . ?
N2 C28 C29 121.3(5) . . ?
N2 C28 C27 114.3(4) . . ?
C29 C28 C27 124.3(5) . . ?
C28 C29 C30 119.4(5) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C31 C30 C29 119.7(5) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C30 C31 C32 118.5(5) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
N2 C32 C31 122.8(5) . . ?
N2 C32 H32 118.6 . . ?
C31 C32 H32 118.6 . . ?
C38 C33 C34 116.8(5) . . ?
C38 C33 C4 122.5(5) . . ?
C34 C33 C4 120.6(5) . . ?
C33 C34 C35 121.3(6) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C36 C35 C34 120.1(6) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 119.7(5) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 120.2 . . ?
C38 C37 C36 120.1(5) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C33 122.1(5) . . ?
C37 C38 H38 119.0 . . ?
C33 C38 H38 119.0 . . ?
C44 C39 C40 118.9(5) . . ?
C44 C39 C15 121.8(5) . . ?
C40 C39 C15 119.2(5) . . ?
C41 C40 C39 120.4(5) . . ?
C41 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C40 C41 C42 120.0(5) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 H41 120.0 . . ?
C43 C42 C41 120.0(5) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 119.6(5) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 H43 120.2 . . ?
C39 C44 C43 121.1(5) . . ?
C39 C44 H44 119.5 . . ?
C43 C44 H44 119.5 . . ?
C12 Ir1 C1 87.2(2) . . ?
C12 Ir1 N4 80.35(19) . . ?
C1 Ir1 N4 94.88(18) . . ?
C12 Ir1 N3 92.89(18) . . ?
C1 Ir1 N3 80.43(19) . . ?
N4 Ir1 N3 172.01(16) . . ?
C12 Ir1 N2 175.24(17) . . ?
C1 Ir1 N2 97.55(18) . . ?
N4 Ir1 N2 98.61(16) . . ?
N3 Ir1 N2 88.47(16) . . ?
C12 Ir1 N1 98.61(17) . . ?
C1 Ir1 N1 174.18(17) . . ?
N4 Ir1 N1 86.80(16) . . ?
N3 Ir1 N1 98.50(16) . . ?
N2 Ir1 N1 76.67(15) . . ?
C23 N1 C27 117.7(4) . . ?
C23 N1 Ir1 126.1(3) . . ?
C27 N1 Ir1 115.7(3) . . ?
C32 N2 C28 118.2(4) . . ?
C32 N2 Ir1 125.1(3) . . ?
C28 N2 Ir1 116.3(3) . . ?
C11 N3 C7 119.2(4) . . ?
C11 N3 Ir1 125.2(4) . . ?
C7 N3 Ir1 115.5(3) . . ?
C22 N4 C18 119.0(5) . . ?
C22 N4 Ir1 125.2(4) . . ?
C18 N4 Ir1 115.8(3) . . ?
F6 P1 F2 90.6(2) . . ?
F6 P1 F3 178.7(3) . . ?
F2 P1 F3 90.6(2) . . ?
F6 P1 F1 89.4(2) . . ?
F2 P1 F1 91.0(2) . . ?
F3 P1 F1 90.1(2) . . ?
F6 P1 F5 91.7(2) . . ?
F2 P1 F5 90.4(2) . . ?
F3 P1 F5 88.8(2) . . ?
F1 P1 F5 178.2(2) . . ?
F6 P1 F4 90.0(2) . . ?
F2 P1 F4 179.3(2) . . ?
F3 P1 F4 88.8(2) . . ?
F1 P1 F4 89.35(19) . . ?
F5 P1 F4 89.22(19) . . ?

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
C6 C1 C2 C3 -1.0(8) . . . . ?
Ir1 C1 C2 C3 180.0(4) . . . . ?
C1 C2 C3 C4 -2.4(9) . . . . ?
C2 C3 C4 C5 3.5(8) . . . . ?
C2 C3 C4 C33 -175.1(5) . . . . ?
C3 C4 C5 C6 -1.2(8) . . . . ?
C33 C4 C5 C6 177.4(5) . . . . ?
C4 C5 C6 C1 -2.2(8) . . . . ?
C4 C5 C6 C7 177.0(5) . . . . ?
C2 C1 C6 C5 3.2(7) . . . . ?
Ir1 C1 C6 C5 -177.6(4) . . . . ?
C2 C1 C6 C7 -176.0(5) . . . . ?
Ir1 C1 C6 C7 3.2(6) . . . . ?
C5 C6 C7 N3 -178.8(5) . . . . ?
C1 C6 C7 N3 0.4(6) . . . . ?
C5 C6 C7 C8 0.9(8) . . . . ?
C1 C6 C7 C8 -179.9(5) . . . . ?
N3 C7 C8 C9 1.2(8) . . . . ?
C6 C7 C8 C9 -178.5(5) . . . . ?
C7 C8 C9 C10 -1.6(9) . . . . ?
C8 C9 C10 C11 0.7(8) . . . . ?
C9 C10 C11 N3 0.5(8) . . . . ?
C17 C12 C13 C14 -3.4(7) . . . . ?
Ir1 C12 C13 C14 175.3(4) . . . . ?
C12 C13 C14 C15 0.5(8) . . . . ?
C13 C14 C15 C16 2.7(8) . . . . ?
C13 C14 C15 C39 -173.9(5) . . . . ?
C14 C15 C16 C17 -2.9(7) . . . . ?
C39 C15 C16 C17 173.8(5) . . . . ?
C15 C16 C17 C12 -0.1(8) . . . . ?
C15 C16 C17 C18 -179.6(5) . . . . ?
C13 C12 C17 C16 3.2(7) . . . . ?
Ir1 C12 C17 C16 -175.7(4) . . . . ?
C13 C12 C17 C18 -177.3(4) . . . . ?
Ir1 C12 C17 C18 3.9(6) . . . . ?
C16 C17 C18 N4 177.1(5) . . . . ?
C12 C17 C18 N4 -2.4(6) . . . . ?
C16 C17 C18 C19 -5.4(8) . . . . ?
C12 C17 C18 C19 175.0(5) . . . . ?
N4 C18 C19 C20 -1.0(8) . . . . ?
C17 C18 C19 C20 -178.3(5) . . . . ?
C18 C19 C20 C21 0.4(8) . . . . ?
C19 C20 C21 C22 0.7(8) . . . . ?
C20 C21 C22 N4 -1.2(8) . . . . ?
N1 C23 C24 C25 0.6(9) . . . . ?
C23 C24 C25 C26 -0.4(9) . . . . ?
C24 C25 C26 C27 -0.8(9) . . . . ?
C25 C26 C27 N1 1.9(8) . . . . ?
C25 C26 C27 C28 -176.5(5) . . . . ?
N1 C27 C28 N2 -10.7(7) . . . . ?
C26 C27 C28 N2 167.8(5) . . . . ?
N1 C27 C28 C29 171.0(5) . . . . ?
C26 C27 C28 C29 -10.4(8) . . . . ?
N2 C28 C29 C30 -1.0(8) . . . . ?
C27 C28 C29 C30 177.1(5) . . . . ?
C28 C29 C30 C31 -2.0(8) . . . . ?
C29 C30 C31 C32 2.5(8) . . . . ?
C30 C31 C32 N2 -0.2(8) . . . . ?
C5 C4 C33 C38 14.9(8) . . . . ?
C3 C4 C33 C38 -166.6(5) . . . . ?
C5 C4 C33 C34 -162.7(5) . . . . ?
C3 C4 C33 C34 15.8(8) . . . . ?
C38 C33 C34 C35 -0.5(8) . . . . ?
C4 C33 C34 C35 177.3(5) . . . . ?
C33 C34 C35 C36 -0.3(9) . . . . ?
C34 C35 C36 C37 1.3(9) . . . . ?
C35 C36 C37 C38 -1.5(8) . . . . ?
C36 C37 C38 C33 0.6(9) . . . . ?
C34 C33 C38 C37 0.3(8) . . . . ?
C4 C33 C38 C37 -177.4(5) . . . . ?
C14 C15 C39 C44 -142.1(6) . . . . ?
C16 C15 C39 C44 41.4(8) . . . . ?
C14 C15 C39 C40 41.0(7) . . . . ?
C16 C15 C39 C40 -135.5(6) . . . . ?
C44 C39 C40 C41 1.7(9) . . . . ?
C15 C39 C40 C41 178.7(5) . . . . ?
C39 C40 C41 C42 0.2(9) . . . . ?
C40 C41 C42 C43 -1.6(9) . . . . ?
C41 C42 C43 C44 1.1(9) . . . . ?
C40 C39 C44 C43 -2.3(8) . . . . ?
C15 C39 C44 C43 -179.2(5) . . . . ?
C42 C43 C44 C39 0.9(9) . . . . ?
C24 C23 N1 C27 0.5(8) . . . . ?
C24 C23 N1 Ir1 171.7(4) . . . . ?
C26 C27 N1 C23 -1.7(7) . . . . ?
C28 C27 N1 C23 176.8(5) . . . . ?
C26 C27 N1 Ir1 -173.9(4) . . . . ?
C28 C27 N1 Ir1 4.7(6) . . . . ?
C31 C32 N2 C28 -2.7(8) . . . . ?
C31 C32 N2 Ir1 170.1(4) . . . . ?
C29 C28 N2 C32 3.3(7) . . . . ?
C27 C28 N2 C32 -174.9(4) . . . . ?
C29 C28 N2 Ir1 -170.1(4) . . . . ?
C27 C28 N2 Ir1 11.6(5) . . . . ?
C10 C11 N3 C7 -0.9(8) . . . . ?
C10 C11 N3 Ir1 -177.0(4) . . . . ?
C8 C7 N3 C11 0.0(7) . . . . ?
C6 C7 N3 C11 179.7(4) . . . . ?
C8 C7 N3 Ir1 176.5(4) . . . . ?
C6 C7 N3 Ir1 -3.8(5) . . . . ?
C21 C22 N4 C18 0.7(8) . . . . ?
C21 C22 N4 Ir1 178.7(4) . . . . ?
C19 C18 N4 C22 0.4(7) . . . . ?
C17 C18 N4 C22 178.1(4) . . . . ?
C19 C18 N4 Ir1 -177.7(4) . . . . ?
C17 C18 N4 Ir1 -0.1(5) . . . . ?

_refine_diff_density_max         0.884
_refine_diff_density_min         -1.361
_refine_diff_density_rms         0.115

_shelxl_version_number           2013-4





_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/Diethyl Ether'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1055899'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

_vrf_PLAT019_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full/_max < 1.0      0.972 Report
RESPONSE: A complete, redundant data set was collected.  A few reflections 
were probably omitted due to interference from the beam stop.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"[(4,4'-diphenyl-2,2'-bipyridine)-bis-(2-[(1,1'-biphenyl)-3-yl]pyridine)-iridium(III)] hexafluorophosphate"

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 C17 H12 N, C22 H16 N2, Ir, P F6, C H2 Cl2'
_chemical_formula_sum            'C57 H42 Cl2 F6 Ir N4 P'
_chemical_formula_weight         1191.01

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'
Cl Cl 0.1484 0.1585 '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'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.052(8)
_cell_length_b                   12.858(6)
_cell_length_c                   26.756(9)
_cell_angle_alpha                90
_cell_angle_beta                 128.806(19)
_cell_angle_gamma                90
_cell_volume                     4840(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    9741
_cell_measurement_theta_min      1.4
_cell_measurement_theta_max      27.5

_exptl_crystal_description       platelet
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             2368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.970
_shelx_estimated_absorpt_T_min   0.490
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Rigaku SCX-Mini with Mercury 2+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41731
_diffrn_reflns_av_unetI/netI     0.0939
_diffrn_reflns_av_R_equivalents  0.1184
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.946
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             8524
_reflns_number_gt                6236
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;

_computing_data_collection       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear 1.40 (Rigaku Inc., 2008)'
_computing_structure_solution    
;
SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep3v2 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'



_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0593P)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         8524
_refine_ls_number_parameters     640
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1447
_refine_ls_wR_factor_gt          0.1220
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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
C1 C 0.5562(6) 0.1763(7) 0.7731(4) 0.0340(19) Uani 1 1 d . . . . .
C2 C 0.4896(6) 0.0990(6) 0.7350(4) 0.034(2) Uani 1 1 d . . . . .
H2 H 0.5006 0.0520 0.7129 0.041 Uiso 1 1 calc R U . . .
C3 C 0.4078(6) 0.0889(6) 0.7286(4) 0.036(2) Uani 1 1 d . . . . .
H3 H 0.3633 0.0361 0.7014 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3884(6) 0.1555(7) 0.7615(4) 0.034(2) Uani 1 1 d . . . . .
C5 C 0.4575(6) 0.2286(6) 0.8027(4) 0.0322(19) Uani 1 1 d . . . . .
H5 H 0.4482 0.2721 0.8271 0.039 Uiso 1 1 calc R U . . .
C6 C 0.5397(6) 0.2398(6) 0.8093(4) 0.0309(19) Uani 1 1 d . . . . .
C7 C 0.6135(6) 0.3186(7) 0.8500(4) 0.0324(19) Uani 1 1 d . . . . .
C8 C 0.6184(6) 0.3841(7) 0.8934(4) 0.035(2) Uani 1 1 d . . . . .
H8 H 0.5698 0.3817 0.8974 0.042 Uiso 1 1 calc R U . . .
C9 C 0.6934(6) 0.4524(7) 0.9306(4) 0.047(2) Uani 1 1 d . . . . .
H9 H 0.6966 0.4975 0.9600 0.056 Uiso 1 1 calc R U . . .
C10 C 0.7641(6) 0.4540(7) 0.9241(4) 0.041(2) Uani 1 1 d . . . . .
H10 H 0.8173 0.4991 0.9499 0.049 Uiso 1 1 calc R U . . .
C11 C 0.7564(5) 0.3900(6) 0.8802(4) 0.0306(19) Uani 1 1 d . . . . .
H11 H 0.8044 0.3927 0.8757 0.037 Uiso 1 1 calc R U . . .
C12 C 0.7483(6) 0.1112(6) 0.8375(4) 0.033(2) Uani 1 1 d . . . . .
C13 C 0.8047(6) 0.1103(6) 0.9052(4) 0.0307(19) Uani 1 1 d . . . . .
H13 H 0.8092 0.1719 0.9266 0.037 Uiso 1 1 calc R U . . .
C14 C 0.8531(6) 0.0230(7) 0.9410(4) 0.038(2) Uani 1 1 d . . . . .
H14 H 0.8905 0.0260 0.9864 0.046 Uiso 1 1 calc R U . . .
C15 C 0.8482(6) -0.0700(7) 0.9121(4) 0.035(2) Uani 1 1 d . . . . .
C16 C 0.7956(6) -0.0701(6) 0.8458(4) 0.0325(19) Uani 1 1 d . . . . .
H16 H 0.7922 -0.1319 0.8250 0.039 Uiso 1 1 calc R U . . .
C17 C 0.7476(6) 0.0188(6) 0.8091(4) 0.0303(18) Uani 1 1 d . . . . .
C18 C 0.6914(6) 0.0218(6) 0.7400(4) 0.0291(18) Uani 1 1 d . . . . .
C19 C 0.6820(6) -0.0581(6) 0.7009(4) 0.0327(19) Uani 1 1 d . . . . .
H19 H 0.7162 -0.1212 0.7198 0.039 Uiso 1 1 calc R U . . .
C20 C 0.6236(7) -0.0463(7) 0.6351(4) 0.044(2) Uani 1 1 d . . . . .
H20 H 0.6181 -0.1004 0.6089 0.053 Uiso 1 1 calc R U . . .
C21 C 0.5731(7) 0.0450(7) 0.6079(4) 0.044(2) Uani 1 1 d . . . . .
H21 H 0.5309 0.0539 0.5627 0.053 Uiso 1 1 calc R U . . .
C22 C 0.5855(6) 0.1234(7) 0.6482(4) 0.038(2) Uani 1 1 d . . . . .
H22 H 0.5527 0.1873 0.6297 0.046 Uiso 1 1 calc R U . . .
C23 C 0.8517(6) 0.2772(6) 0.7946(4) 0.036(2) Uani 1 1 d . . . . .
H23 H 0.8826 0.2342 0.8316 0.043 Uiso 1 1 calc R U . . .
C24 C 0.9042(6) 0.3134(7) 0.7774(4) 0.036(2) Uani 1 1 d . . . . .
H24 H 0.9699 0.2972 0.8027 0.043 Uiso 1 1 calc R U . . .
C25 C 0.8595(6) 0.3752(6) 0.7216(4) 0.0322(19) Uani 1 1 d . . . . .
C26 C 0.7641(6) 0.3984(6) 0.6888(4) 0.0324(19) Uani 1 1 d . . . . .
H26 H 0.7311 0.4387 0.6506 0.039 Uiso 1 1 calc R U . . .
C27 C 0.7156(6) 0.3634(6) 0.7108(4) 0.0298(18) Uani 1 1 d . . . . .
C28 C 0.6158(6) 0.3905(6) 0.6793(4) 0.0288(18) Uani 1 1 d . . . . .
C29 C 0.5647(5) 0.4645(6) 0.6300(4) 0.0315(19) Uani 1 1 d . . . . .
H29 H 0.5936 0.4970 0.6142 0.038 Uiso 1 1 calc R U . . .
C30 C 0.4713(6) 0.4909(6) 0.6040(4) 0.035(2) Uani 1 1 d . . . . .
C31 C 0.4328(6) 0.4385(6) 0.6285(4) 0.035(2) Uani 1 1 d . . . . .
H31 H 0.3699 0.4535 0.6127 0.042 Uiso 1 1 calc R U . . .
C32 C 0.4864(6) 0.3646(7) 0.6761(4) 0.037(2) Uani 1 1 d . . . . .
H32 H 0.4580 0.3295 0.6915 0.044 Uiso 1 1 calc R U . . .
C33 C 0.2966(6) 0.1469(6) 0.7505(4) 0.0331(19) Uani 1 1 d . . . . .
C34 C 0.2133(7) 0.1121(7) 0.6910(4) 0.043(2) Uani 1 1 d . . . . .
H34 H 0.2155 0.0957 0.6574 0.052 Uiso 1 1 calc R U . . .
C35 C 0.1301(6) 0.1017(8) 0.6810(5) 0.048(2) Uani 1 1 d . . . . .
H35 H 0.0759 0.0749 0.6413 0.057 Uiso 1 1 calc R U . . .
C36 C 0.1233(6) 0.1300(7) 0.7286(4) 0.042(2) Uani 1 1 d . . . . .
H36 H 0.0648 0.1233 0.7213 0.051 Uiso 1 1 calc R U . . .
C37 C 0.2032(7) 0.1680(7) 0.7862(4) 0.039(2) Uani 1 1 d . . . . .
H37 H 0.1990 0.1899 0.8182 0.047 Uiso 1 1 calc R U . . .
C38 C 0.2894(6) 0.1744(6) 0.7977(4) 0.036(2) Uani 1 1 d . . . . .
H38 H 0.3443 0.1978 0.8383 0.043 Uiso 1 1 calc R U . . .
C39 C 0.8978(6) -0.1669(7) 0.9521(4) 0.035(2) Uani 1 1 d . . . . .
C40 C 0.8838(7) -0.2009(7) 0.9946(4) 0.048(2) Uani 1 1 d . . . . .
H40 H 0.8447 -0.1617 1.0000 0.057 Uiso 1 1 calc R U . . .
C41 C 0.9267(7) -0.2926(7) 1.0296(5) 0.053(3) Uani 1 1 d . . . . .
H41 H 0.9155 -0.3159 1.0581 0.063 Uiso 1 1 calc R U . . .
C42 C 0.9855(6) -0.3497(7) 1.0231(4) 0.046(2) Uani 1 1 d . . . . .
H42 H 1.0148 -0.4121 1.0466 0.055 Uiso 1 1 calc R U . . .
C43 C 1.0000(6) -0.3138(8) 0.9823(4) 0.047(2) Uani 1 1 d . . . . .
H43 H 1.0404 -0.3522 0.9777 0.057 Uiso 1 1 calc R U . . .
C44 C 0.9584(6) -0.2233(7) 0.9469(4) 0.038(2) Uani 1 1 d . . . . .
H44 H 0.9711 -0.2000 0.9192 0.046 Uiso 1 1 calc R U . . .
C45 C 0.9097(6) 0.4103(7) 0.6967(4) 0.036(2) Uani 1 1 d . . . . .
C46 C 0.9901(7) 0.3608(8) 0.7126(5) 0.050(3) Uani 1 1 d . . . . .
H46 H 1.0144 0.3026 0.7406 0.060 Uiso 1 1 calc R U . . .
C47 C 1.0366(7) 0.3928(8) 0.6892(5) 0.050(3) Uani 1 1 d . . . . .
H47 H 1.0902 0.3553 0.7000 0.060 Uiso 1 1 calc R U . . .
C48 C 1.0043(7) 0.4805(8) 0.6496(5) 0.053(3) Uani 1 1 d . . . . .
H48 H 1.0383 0.5062 0.6359 0.064 Uiso 1 1 calc R U . . .
C49 C 0.9205(7) 0.5301(8) 0.6304(5) 0.050(2) Uani 1 1 d . . . . .
H49 H 0.8947 0.5870 0.6015 0.059 Uiso 1 1 calc R U . . .
C50 C 0.8764(7) 0.4939(8) 0.6548(5) 0.051(3) Uani 1 1 d . . . . .
H50 H 0.8204 0.5281 0.6421 0.061 Uiso 1 1 calc R U . . .
C51 C 0.4172(6) 0.5723(6) 0.5533(4) 0.0310(19) Uani 1 1 d . . . . .
C52 C 0.4522(7) 0.6212(8) 0.5259(5) 0.061(3) Uani 1 1 d . . . . .
H52 H 0.5126 0.6001 0.5392 0.073 Uiso 1 1 calc R U . . .
C53 C 0.4047(9) 0.6985(9) 0.4806(5) 0.070(3) Uani 1 1 d . . . . .
H53 H 0.4333 0.7320 0.4648 0.084 Uiso 1 1 calc R U . . .
C54 C 0.3157(8) 0.7264(8) 0.4585(5) 0.057(3) Uani 1 1 d . . . . .
H54 H 0.2811 0.7783 0.4263 0.068 Uiso 1 1 calc R U . . .
C55 C 0.2764(7) 0.6785(9) 0.4834(5) 0.063(3) Uani 1 1 d . . . . .
H55 H 0.2147 0.6970 0.4687 0.075 Uiso 1 1 calc R U . . .
C56 C 0.3282(7) 0.6039(8) 0.5295(5) 0.060(3) Uani 1 1 d . . . . .
H56 H 0.3005 0.5719 0.5463 0.072 Uiso 1 1 calc R U . . .
C57 C 0.8287(10) 0.0049(10) 0.6375(6) 0.086(4) Uani 1 1 d . . . . .
H57A H 0.8536 -0.0620 0.6608 0.104 Uiso 1 1 calc R U . . .
H57B H 0.7593 -0.0027 0.6033 0.104 Uiso 1 1 calc R U . . .
Cl1 Cl 0.8505(2) 0.1037(2) 0.69111(13) 0.0692(8) Uani 1 1 d . . . . .
Cl2 Cl 0.8824(2) 0.0328(4) 0.60257(18) 0.1061(14) Uani 1 1 d . . . . .
F1 F 0.3504(6) 0.1216(6) 0.4772(4) 0.110(3) Uani 1 1 d . . . . .
F2 F 0.3435(6) 0.2693(9) 0.4312(3) 0.148(5) Uani 1 1 d . . . . .
F3 F 0.2901(5) 0.3525(5) 0.4795(4) 0.112(3) Uani 1 1 d . . . . .
F4 F 0.2120(4) 0.2198(6) 0.4145(3) 0.082(2) Uani 1 1 d . . . . .
F5 F 0.3007(6) 0.1993(7) 0.5222(4) 0.113(3) Uani 1 1 d . . . . .
F6 F 0.4280(4) 0.2649(5) 0.5361(3) 0.0642(17) Uani 1 1 d . . . . .
Ir1 Ir 0.66352(2) 0.22550(2) 0.77480(2) 0.02775(12) Uani 1 1 d . . . . .
N1 N 0.7589(5) 0.2988(4) 0.7625(3) 0.0256(15) Uani 1 1 d . . . . .
N2 N 0.5762(5) 0.3394(5) 0.7018(3) 0.0324(16) Uani 1 1 d . . . . .
N3 N 0.6823(5) 0.3222(5) 0.8425(3) 0.0319(16) Uani 1 1 d . . . . .
N4 N 0.6418(5) 0.1129(5) 0.7123(3) 0.0337(16) Uani 1 1 d . . . . .
P1 P 0.3201(2) 0.2421(2) 0.47613(12) 0.0496(7) Uani 1 1 d . . . . .


_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
C1 C2 1.393(11) . ?
C1 C6 1.433(11) . ?
C1 Ir1 2.011(8) . ?
C2 C3 1.382(11) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(11) . ?
C4 C33 1.493(11) . ?
C5 C6 1.388(12) . ?
C5 H5 0.9500 . ?
C6 C7 1.473(12) . ?
C7 N3 1.377(10) . ?
C7 C8 1.390(11) . ?
C8 C9 1.381(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(13) . ?
C9 H9 0.9500 . ?
C10 C11 1.367(11) . ?
C10 H10 0.9500 . ?
C11 N3 1.370(10) . ?
C11 H11 0.9500 . ?
C12 C17 1.407(11) . ?
C12 C13 1.417(11) . ?
C12 Ir1 2.025(8) . ?
C13 C14 1.375(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.398(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(11) . ?
C15 C39 1.517(12) . ?
C16 C17 1.398(11) . ?
C16 H16 0.9500 . ?
C17 C18 1.447(11) . ?
C18 N4 1.375(10) . ?
C18 C19 1.400(10) . ?
C19 C20 1.380(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.380(12) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(12) . ?
C21 H21 0.9500 . ?
C22 N4 1.343(10) . ?
C22 H22 0.9500 . ?
C23 N1 1.348(10) . ?
C23 C24 1.369(12) . ?
C23 H23 0.9500 . ?
C24 C25 1.415(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(11) . ?
C25 C45 1.494(11) . ?
C26 C27 1.402(11) . ?
C26 H26 0.9500 . ?
C27 N1 1.362(9) . ?
C27 C28 1.473(11) . ?
C28 N2 1.360(10) . ?
C28 C29 1.403(11) . ?
C29 C30 1.404(11) . ?
C29 H29 0.9500 . ?
C30 C31 1.393(11) . ?
C30 C51 1.493(11) . ?
C31 C32 1.383(11) . ?
C31 H31 0.9500 . ?
C32 N2 1.344(10) . ?
C32 H32 0.9500 . ?
C33 C38 1.393(11) . ?
C33 C34 1.413(12) . ?
C34 C35 1.356(12) . ?
C34 H34 0.9500 . ?
C35 C36 1.402(13) . ?
C35 H35 0.9500 . ?
C36 C37 1.381(12) . ?
C36 H36 0.9500 . ?
C37 C38 1.388(12) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.379(12) . ?
C39 C44 1.391(12) . ?
C40 C41 1.399(12) . ?
C40 H40 0.9500 . ?
C41 C42 1.390(13) . ?
C41 H41 0.9500 . ?
C42 C43 1.352(13) . ?
C42 H42 0.9500 . ?
C43 C44 1.388(12) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 C46 1.385(12) . ?
C45 C50 1.389(12) . ?
C46 C47 1.386(12) . ?
C46 H46 0.9500 . ?
C47 C48 1.400(13) . ?
C47 H47 0.9500 . ?
C48 C49 1.410(13) . ?
C48 H48 0.9500 . ?
C49 C50 1.386(12) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
C51 C56 1.367(12) . ?
C51 C52 1.383(12) . ?
C52 C53 1.375(13) . ?
C52 H52 0.9500 . ?
C53 C54 1.368(15) . ?
C53 H53 0.9500 . ?
C54 C55 1.385(14) . ?
C54 H54 0.9500 . ?
C55 C56 1.368(13) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C57 Cl2 1.753(13) . ?
C57 Cl1 1.766(12) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
F1 P1 1.638(8) . ?
F2 P1 1.542(7) . ?
F3 P1 1.541(7) . ?
F4 P1 1.605(7) . ?
F5 P1 1.577(8) . ?
F6 P1 1.593(6) . ?
Ir1 N3 2.043(7) . ?
Ir1 N4 2.056(7) . ?
Ir1 N2 2.141(7) . ?
Ir1 N1 2.161(6) . ?

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
C2 C1 C6 116.8(8) . . ?
C2 C1 Ir1 128.2(6) . . ?
C6 C1 Ir1 114.3(6) . . ?
C3 C2 C1 121.6(8) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 121.7(8) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 116.9(7) . . ?
C5 C4 C33 122.7(8) . . ?
C3 C4 C33 120.4(7) . . ?
C4 C5 C6 121.9(8) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 120.9(8) . . ?
C5 C6 C7 124.4(7) . . ?
C1 C6 C7 114.6(7) . . ?
N3 C7 C8 120.6(8) . . ?
N3 C7 C6 113.3(7) . . ?
C8 C7 C6 126.1(8) . . ?
C9 C8 C7 120.6(8) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 118.7(8) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.3(8) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 N3 122.9(8) . . ?
C10 C11 H11 118.5 . . ?
N3 C11 H11 118.5 . . ?
C17 C12 C13 116.2(7) . . ?
C17 C12 Ir1 114.8(6) . . ?
C13 C12 Ir1 129.0(6) . . ?
C14 C13 C12 122.0(8) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 121.4(8) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 117.6(8) . . ?
C16 C15 C39 122.0(7) . . ?
C14 C15 C39 120.4(7) . . ?
C15 C16 C17 121.5(8) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C16 C17 C12 121.2(7) . . ?
C16 C17 C18 123.3(7) . . ?
C12 C17 C18 115.4(7) . . ?
N4 C18 C19 119.2(7) . . ?
N4 C18 C17 114.3(7) . . ?
C19 C18 C17 126.5(8) . . ?
C20 C19 C18 120.6(8) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C21 C20 C19 119.4(8) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 118.4(8) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
N4 C22 C21 122.8(8) . . ?
N4 C22 H22 118.6 . . ?
C21 C22 H22 118.6 . . ?
N1 C23 C24 124.1(8) . . ?
N1 C23 H23 117.9 . . ?
C24 C23 H23 117.9 . . ?
C23 C24 C25 119.2(8) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 116.7(8) . . ?
C26 C25 C45 120.8(7) . . ?
C24 C25 C45 122.4(7) . . ?
C25 C26 C27 121.2(8) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 H26 119.4 . . ?
N1 C27 C26 120.7(7) . . ?
N1 C27 C28 116.4(7) . . ?
C26 C27 C28 123.0(7) . . ?
N2 C28 C29 121.7(7) . . ?
N2 C28 C27 115.1(7) . . ?
C29 C28 C27 123.1(7) . . ?
C28 C29 C30 120.5(8) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 116.7(8) . . ?
C31 C30 C51 122.1(8) . . ?
C29 C30 C51 121.2(8) . . ?
C32 C31 C30 119.8(8) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
N2 C32 C31 124.2(8) . . ?
N2 C32 H32 117.9 . . ?
C31 C32 H32 117.9 . . ?
C38 C33 C34 117.6(8) . . ?
C38 C33 C4 121.6(8) . . ?
C34 C33 C4 120.8(8) . . ?
C35 C34 C33 121.3(9) . . ?
C35 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
C34 C35 C36 120.7(9) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C37 C36 C35 118.7(8) . . ?
C37 C36 H36 120.6 . . ?
C35 C36 H36 120.6 . . ?
C36 C37 C38 120.7(8) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C33 120.8(8) . . ?
C37 C38 H38 119.6 . . ?
C33 C38 H38 119.6 . . ?
C40 C39 C44 118.6(8) . . ?
C40 C39 C15 120.7(8) . . ?
C44 C39 C15 120.7(8) . . ?
C39 C40 C41 120.6(9) . . ?
C39 C40 H40 119.7 . . ?
C41 C40 H40 119.7 . . ?
C42 C41 C40 120.4(9) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C43 C42 C41 118.1(9) . . ?
C43 C42 H42 121.0 . . ?
C41 C42 H42 121.0 . . ?
C42 C43 C44 122.8(9) . . ?
C42 C43 H43 118.6 . . ?
C44 C43 H43 118.6 . . ?
C43 C44 C39 119.4(9) . . ?
C43 C44 H44 120.3 . . ?
C39 C44 H44 120.3 . . ?
C46 C45 C50 116.3(8) . . ?
C46 C45 C25 122.5(8) . . ?
C50 C45 C25 121.2(8) . . ?
C47 C46 C45 122.6(9) . . ?
C47 C46 H46 118.7 . . ?
C45 C46 H46 118.7 . . ?
C46 C47 C48 119.9(9) . . ?
C46 C47 H47 120.1 . . ?
C48 C47 H47 120.1 . . ?
C47 C48 C49 118.8(9) . . ?
C47 C48 H48 120.6 . . ?
C49 C48 H48 120.6 . . ?
C50 C49 C48 118.6(9) . . ?
C50 C49 H49 120.7 . . ?
C48 C49 H49 120.7 . . ?
C49 C50 C45 123.6(9) . . ?
C49 C50 H50 118.2 . . ?
C45 C50 H50 118.2 . . ?
C56 C51 C52 114.3(8) . . ?
C56 C51 C30 122.7(8) . . ?
C52 C51 C30 122.9(8) . . ?
C53 C52 C51 123.8(10) . . ?
C53 C52 H52 118.1 . . ?
C51 C52 H52 118.1 . . ?
C54 C53 C52 119.0(10) . . ?
C54 C53 H53 120.5 . . ?
C52 C53 H53 120.5 . . ?
C53 C54 C55 119.5(10) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C56 C55 C54 118.6(10) . . ?
C56 C55 H55 120.7 . . ?
C54 C55 H55 120.7 . . ?
C55 C56 C51 124.6(10) . . ?
C55 C56 H56 117.7 . . ?
C51 C56 H56 117.7 . . ?
Cl2 C57 Cl1 111.7(8) . . ?
Cl2 C57 H57A 109.3 . . ?
Cl1 C57 H57A 109.3 . . ?
Cl2 C57 H57B 109.3 . . ?
Cl1 C57 H57B 109.3 . . ?
H57A C57 H57B 107.9 . . ?
C1 Ir1 C12 90.4(3) . . ?
C1 Ir1 N3 80.4(3) . . ?
C12 Ir1 N3 95.0(3) . . ?
C1 Ir1 N4 94.1(3) . . ?
C12 Ir1 N4 79.8(3) . . ?
N3 Ir1 N4 172.4(3) . . ?
C1 Ir1 N2 92.7(3) . . ?
C12 Ir1 N2 173.9(3) . . ?
N3 Ir1 N2 90.6(3) . . ?
N4 Ir1 N2 94.8(3) . . ?
C1 Ir1 N1 169.0(3) . . ?
C12 Ir1 N1 100.5(3) . . ?
N3 Ir1 N1 99.5(2) . . ?
N4 Ir1 N1 87.0(2) . . ?
N2 Ir1 N1 76.4(2) . . ?
C23 N1 C27 117.8(7) . . ?
C23 N1 Ir1 127.1(5) . . ?
C27 N1 Ir1 114.5(5) . . ?
C32 N2 C28 117.1(7) . . ?
C32 N2 Ir1 126.5(6) . . ?
C28 N2 Ir1 116.4(5) . . ?
C11 N3 C7 117.9(7) . . ?
C11 N3 Ir1 125.7(5) . . ?
C7 N3 Ir1 116.5(5) . . ?
C22 N4 C18 119.4(7) . . ?
C22 N4 Ir1 124.9(6) . . ?
C18 N4 Ir1 115.6(5) . . ?
F3 P1 F2 96.6(6) . . ?
F3 P1 F5 91.0(5) . . ?
F2 P1 F5 172.4(6) . . ?
F3 P1 F6 91.4(4) . . ?
F2 P1 F6 89.2(4) . . ?
F5 P1 F6 90.4(4) . . ?
F3 P1 F4 88.8(4) . . ?
F2 P1 F4 89.5(4) . . ?
F5 P1 F4 91.0(5) . . ?
F6 P1 F4 178.6(4) . . ?
F3 P1 F1 174.8(5) . . ?
F2 P1 F1 88.7(6) . . ?
F5 P1 F1 83.8(5) . . ?
F6 P1 F1 88.5(4) . . ?
F4 P1 F1 91.5(4) . . ?

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
C6 C1 C2 C3 4.8(12) . . . . ?
Ir1 C1 C2 C3 -165.4(7) . . . . ?
C1 C2 C3 C4 -1.3(13) . . . . ?
C2 C3 C4 C5 -2.6(12) . . . . ?
C2 C3 C4 C33 176.3(8) . . . . ?
C3 C4 C5 C6 3.0(12) . . . . ?
C33 C4 C5 C6 -175.9(8) . . . . ?
C4 C5 C6 C1 0.5(12) . . . . ?
C4 C5 C6 C7 177.3(8) . . . . ?
C2 C1 C6 C5 -4.4(12) . . . . ?
Ir1 C1 C6 C5 167.1(6) . . . . ?
C2 C1 C6 C7 178.6(7) . . . . ?
Ir1 C1 C6 C7 -9.9(9) . . . . ?
C5 C6 C7 N3 -172.6(7) . . . . ?
C1 C6 C7 N3 4.3(10) . . . . ?
C5 C6 C7 C8 8.5(13) . . . . ?
C1 C6 C7 C8 -174.6(8) . . . . ?
N3 C7 C8 C9 -1.2(13) . . . . ?
C6 C7 C8 C9 177.6(8) . . . . ?
C7 C8 C9 C10 -0.4(13) . . . . ?
C8 C9 C10 C11 1.6(13) . . . . ?
C9 C10 C11 N3 -1.2(13) . . . . ?
C17 C12 C13 C14 -2.4(12) . . . . ?
Ir1 C12 C13 C14 174.8(7) . . . . ?
C12 C13 C14 C15 -0.6(13) . . . . ?
C13 C14 C15 C16 2.5(13) . . . . ?
C13 C14 C15 C39 -176.7(8) . . . . ?
C14 C15 C16 C17 -1.3(12) . . . . ?
C39 C15 C16 C17 177.9(8) . . . . ?
C15 C16 C17 C12 -1.9(13) . . . . ?
C15 C16 C17 C18 -179.3(8) . . . . ?
C13 C12 C17 C16 3.6(12) . . . . ?
Ir1 C12 C17 C16 -174.0(6) . . . . ?
C13 C12 C17 C18 -178.7(7) . . . . ?
Ir1 C12 C17 C18 3.7(9) . . . . ?
C16 C17 C18 N4 173.4(7) . . . . ?
C12 C17 C18 N4 -4.2(10) . . . . ?
C16 C17 C18 C19 -5.0(13) . . . . ?
C12 C17 C18 C19 177.4(8) . . . . ?
N4 C18 C19 C20 -0.2(12) . . . . ?
C17 C18 C19 C20 178.1(8) . . . . ?
C18 C19 C20 C21 -0.8(13) . . . . ?
C19 C20 C21 C22 2.0(14) . . . . ?
C20 C21 C22 N4 -2.3(14) . . . . ?
N1 C23 C24 C25 -1.8(13) . . . . ?
C23 C24 C25 C26 2.2(12) . . . . ?
C23 C24 C25 C45 -174.9(8) . . . . ?
C24 C25 C26 C27 1.1(12) . . . . ?
C45 C25 C26 C27 178.2(8) . . . . ?
C25 C26 C27 N1 -5.1(12) . . . . ?
C25 C26 C27 C28 176.9(7) . . . . ?
N1 C27 C28 N2 -6.1(10) . . . . ?
C26 C27 C28 N2 171.9(7) . . . . ?
N1 C27 C28 C29 173.0(7) . . . . ?
C26 C27 C28 C29 -9.0(12) . . . . ?
N2 C28 C29 C30 2.4(12) . . . . ?
C27 C28 C29 C30 -176.7(7) . . . . ?
C28 C29 C30 C31 -1.4(12) . . . . ?
C28 C29 C30 C51 177.7(7) . . . . ?
C29 C30 C31 C32 -0.2(12) . . . . ?
C51 C30 C31 C32 -179.2(8) . . . . ?
C30 C31 C32 N2 0.9(13) . . . . ?
C5 C4 C33 C38 -29.1(12) . . . . ?
C3 C4 C33 C38 152.0(8) . . . . ?
C5 C4 C33 C34 149.7(8) . . . . ?
C3 C4 C33 C34 -29.1(12) . . . . ?
C38 C33 C34 C35 -2.7(13) . . . . ?
C4 C33 C34 C35 178.4(8) . . . . ?
C33 C34 C35 C36 3.1(15) . . . . ?
C34 C35 C36 C37 -0.6(14) . . . . ?
C35 C36 C37 C38 -2.3(13) . . . . ?
C36 C37 C38 C33 2.7(13) . . . . ?
C34 C33 C38 C37 -0.2(12) . . . . ?
C4 C33 C38 C37 178.6(8) . . . . ?
C16 C15 C39 C40 -127.8(10) . . . . ?
C14 C15 C39 C40 51.3(12) . . . . ?
C16 C15 C39 C44 52.1(12) . . . . ?
C14 C15 C39 C44 -128.7(9) . . . . ?
C44 C39 C40 C41 -2.5(15) . . . . ?
C15 C39 C40 C41 177.4(9) . . . . ?
C39 C40 C41 C42 1.2(16) . . . . ?
C40 C41 C42 C43 0.2(15) . . . . ?
C41 C42 C43 C44 -0.3(14) . . . . ?
C42 C43 C44 C39 -1.0(14) . . . . ?
C40 C39 C44 C43 2.4(14) . . . . ?
C15 C39 C44 C43 -177.6(8) . . . . ?
C26 C25 C45 C46 -156.2(9) . . . . ?
C24 C25 C45 C46 20.8(14) . . . . ?
C26 C25 C45 C50 22.4(13) . . . . ?
C24 C25 C45 C50 -160.6(9) . . . . ?
C50 C45 C46 C47 1.0(15) . . . . ?
C25 C45 C46 C47 179.6(9) . . . . ?
C45 C46 C47 C48 2.2(16) . . . . ?
C46 C47 C48 C49 -4.7(15) . . . . ?
C47 C48 C49 C50 3.9(15) . . . . ?
C48 C49 C50 C45 -0.8(16) . . . . ?
C46 C45 C50 C49 -1.7(15) . . . . ?
C25 C45 C50 C49 179.6(9) . . . . ?
C31 C30 C51 C56 2.8(13) . . . . ?
C29 C30 C51 C56 -176.2(9) . . . . ?
C31 C30 C51 C52 -176.5(9) . . . . ?
C29 C30 C51 C52 4.5(13) . . . . ?
C56 C51 C52 C53 2.7(16) . . . . ?
C30 C51 C52 C53 -178.0(10) . . . . ?
C51 C52 C53 C54 -3.2(19) . . . . ?
C52 C53 C54 C55 1.7(18) . . . . ?
C53 C54 C55 C56 -0.1(18) . . . . ?
C54 C55 C56 C51 -0.2(19) . . . . ?
C52 C51 C56 C55 -1.0(16) . . . . ?
C30 C51 C56 C55 179.7(10) . . . . ?
C24 C23 N1 C27 -2.2(12) . . . . ?
C24 C23 N1 Ir1 168.3(6) . . . . ?
C26 C27 N1 C23 5.6(11) . . . . ?
C28 C27 N1 C23 -176.3(7) . . . . ?
C26 C27 N1 Ir1 -166.1(6) . . . . ?
C28 C27 N1 Ir1 11.9(8) . . . . ?
C31 C32 N2 C28 0.1(12) . . . . ?
C31 C32 N2 Ir1 -179.5(6) . . . . ?
C29 C28 N2 C32 -1.7(11) . . . . ?
C27 C28 N2 C32 177.5(7) . . . . ?
C29 C28 N2 Ir1 178.0(6) . . . . ?
C27 C28 N2 Ir1 -2.9(8) . . . . ?
C10 C11 N3 C7 -0.4(11) . . . . ?
C10 C11 N3 Ir1 178.9(6) . . . . ?
C8 C7 N3 C11 1.6(11) . . . . ?
C6 C7 N3 C11 -177.4(7) . . . . ?
C8 C7 N3 Ir1 -177.8(6) . . . . ?
C6 C7 N3 Ir1 3.2(9) . . . . ?
C21 C22 N4 C18 1.3(13) . . . . ?
C21 C22 N4 Ir1 180.0(7) . . . . ?
C19 C18 N4 C22 0.0(12) . . . . ?
C17 C18 N4 C22 -178.5(7) . . . . ?
C19 C18 N4 Ir1 -178.8(6) . . . . ?
C17 C18 N4 Ir1 2.7(9) . . . . ?

_refine_diff_density_max         1.558
_refine_diff_density_min         -1.647
_refine_diff_density_rms         0.134

_shelxl_version_number           2013-4





_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/Diethyl Ether'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1055900'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_CHEMW03_shelx               
;
PROBLEM: WARNING: The ratio of given/expected molecular weight as
RESPONSE: The program Squeeze was used to remove the contributions to the 
scattering due to two disordered methylene chloride molecules.  The use of 
Squeeze is described in the cif file.
;
_vrf_PLAT019_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full/_max < 1.0      0.972 Report
RESPONSE: The data collection strategy was employed to collect a complete 
data set with high redundancy.  The instrument has fixed chi and fixed 
detector constraints, which may have prevented a few reflections from 
being measured.
;
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ...         31 Report
RESPONSE: see above
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"[(4,4'-diphenyl-2,2'-bipyridine)-bis-(2,4-diphenylpyridine)-iridium(III)] hexafluorophosphate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 C17 H12 N, C22 H16 N2, Ir, P F6, C H2 Cl2'

_chemical_formula_sum            'C57 H42 Cl2 F6 Ir N4 P'
_chemical_formula_weight         1191.01

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.7576(6)
_cell_length_b                   31.8777(15)
_cell_length_c                   25.0229(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.076(2)
_cell_angle_gamma                90
_cell_volume                     9778.4(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    34185
_cell_measurement_theta_min      1.3
_cell_measurement_theta_max      31.2

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_F_000             4736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    2.940
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.713
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
Abscor. T. Higashi (2001).  The Rigaku Corporation, Tokyo, Japan.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+ CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            156285
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_av_R_equivalents  0.1253
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.039
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             17056
_reflns_number_gt                13188
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;


_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  ?


_refine_special_details          SQUEEZE


# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.078 0.093 0.419 149 32 ' '
2 -0.078 0.407 0.919 148 32 ' '
3 0.078 0.593 0.081 149 32 ' '
4 0.078 0.906 0.581 148 32 ' '
5 0.500 0.000 1.000 166 34 ' '
6 0.500 0.500 0.500 166 34 ' '
7 0.267 0.596 0.011 5 0 ' '
8 0.267 0.904 0.511 5 0 ' '
9 0.732 0.096 0.489 5 0 ' '
10 0.732 0.404 0.989 5 0 ' '
_platon_squeeze_details          ?




_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1143P)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         17056
_refine_ls_number_parameters     1354
_refine_ls_number_restraints     1722
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1806
_refine_ls_wR_factor_gt          0.1650
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.011
_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
C1A C 0.4934(7) 0.1805(3) 0.3681(3) 0.033(2) Uani 1 1 d . . . . .
C1B C -0.1435(7) 0.2319(3) 0.2041(3) 0.035(2) Uani 1 1 d . . . . .
C2A C 0.5082(7) 0.2036(3) 0.4171(4) 0.041(2) Uani 1 1 d . . . . .
H2A H 0.4479 0.2174 0.4248 0.049 Uiso 1 1 calc R U . . .
C2B C -0.0434(7) 0.2230(3) 0.2439(4) 0.039(2) Uani 1 1 d . . . . .
H2B H 0.0106 0.2443 0.2535 0.046 Uiso 1 1 calc R U . . .
C3A C 0.6116(8) 0.2065(3) 0.4547(4) 0.051(3) Uani 1 1 d . . . . .
H3A H 0.6208 0.2229 0.4874 0.062 Uiso 1 1 calc R U . . .
C3B C -0.0220(8) 0.1845(3) 0.2690(4) 0.043(2) Uani 1 1 d . . . . .
H3B H 0.0451 0.1800 0.2966 0.051 Uiso 1 1 calc R U . . .
C4A C 0.7000(9) 0.1865(4) 0.4459(5) 0.061(3) Uani 1 1 d . . . . .
H4A H 0.7698 0.1894 0.4718 0.073 Uiso 1 1 calc R U . . .
C4B C -0.0977(8) 0.1515(3) 0.2545(4) 0.046(2) Uani 1 1 d . . . . .
H4B H -0.0824 0.1248 0.2718 0.055 Uiso 1 1 calc R U . . .
C5A C 0.6870(8) 0.1617(4) 0.3984(5) 0.059(3) Uani 1 1 d . . . . .
H5A H 0.7475 0.1470 0.3925 0.071 Uiso 1 1 calc R U . . .
C5B C -0.1940(8) 0.1589(3) 0.2148(4) 0.048(3) Uani 1 1 d . . . . .
H5B H -0.2451 0.1367 0.2039 0.057 Uiso 1 1 calc R U . . .
C6A C 0.5835(7) 0.1587(3) 0.3594(4) 0.040(2) Uani 1 1 d . . . . .
C6B C -0.2186(7) 0.1980(3) 0.1903(4) 0.036(2) Uani 1 1 d . . . . .
C7A C 0.5623(6) 0.1335(3) 0.3093(4) 0.035(2) Uani 1 1 d . . . . .
C7B C -0.3227(8) 0.2089(3) 0.1515(4) 0.040(2) Uani 1 1 d . . . . .
C8A C 0.6401(7) 0.1085(3) 0.2941(4) 0.039(2) Uani 1 1 d . . . . .
H8A H 0.7135 0.1091 0.3166 0.047 Uiso 1 1 calc R U . . .
C8B C -0.4107(7) 0.1826(3) 0.1310(4) 0.044(2) Uani 1 1 d . . . . .
H8B H -0.4056 0.1545 0.1442 0.053 Uiso 1 1 calc R U . . .
C9A C 0.6136(7) 0.0829(3) 0.2475(4) 0.034(2) Uani 1 1 d . . . . .
C9B C -0.5068(7) 0.1951(3) 0.0921(4) 0.041(2) Uani 1 1 d . . . . .
C10A C 0.5032(7) 0.0843(3) 0.2153(4) 0.036(2) Uani 1 1 d . . . . .
H10A H 0.4800 0.0677 0.1826 0.044 Uiso 1 1 calc R U . . .
C10B C -0.5091(7) 0.2365(4) 0.0724(4) 0.046(3) Uani 1 1 d . . . . .
H10B H -0.5708 0.2463 0.0444 0.056 Uiso 1 1 calc R U . . .
C11A C 0.4299(7) 0.1093(3) 0.2309(4) 0.037(2) Uani 1 1 d . . . . .
H11A H 0.3563 0.1093 0.2085 0.045 Uiso 1 1 calc R U . . .
C11B C -0.4213(7) 0.2632(3) 0.0938(4) 0.047(2) Uani 1 1 d . . . . .
H11B H -0.4241 0.2912 0.0805 0.056 Uiso 1 1 calc R U . . .
C12A C 0.3898(7) 0.2238(3) 0.2685(4) 0.036(2) Uani 1 1 d . . . . .
C12B C -0.1284(6) 0.2746(3) 0.1093(3) 0.032(2) Uani 1 1 d . . . . .
C13A C 0.4501(7) 0.2284(3) 0.2297(4) 0.043(2) Uani 1 1 d . . . . .
H13A H 0.4884 0.2049 0.2213 0.052 Uiso 1 1 calc R U . . .
C13B C -0.1645(7) 0.2476(3) 0.0634(3) 0.039(2) Uani 1 1 d . . . . .
H13B H -0.2345 0.2350 0.0562 0.047 Uiso 1 1 calc R U . . .
C14A C 0.4554(8) 0.2658(3) 0.2037(4) 0.048(2) Uani 1 1 d . . . . .
H14A H 0.4948 0.2668 0.1766 0.057 Uiso 1 1 calc R U . . .
C14B C -0.0994(8) 0.2392(3) 0.0284(4) 0.044(2) Uani 1 1 d . . . . .
H14B H -0.1254 0.2208 -0.0022 0.053 Uiso 1 1 calc R U . . .
C15A C 0.4063(8) 0.3020(3) 0.2150(4) 0.045(2) Uani 1 1 d . . . . .
H15A H 0.4121 0.3276 0.1965 0.054 Uiso 1 1 calc R U . . .
C15B C 0.0023(8) 0.2572(4) 0.0374(4) 0.055(3) Uani 1 1 d . . . . .
H15B H 0.0463 0.2508 0.0135 0.066 Uiso 1 1 calc R U . . .
C16A C 0.3485(8) 0.2996(3) 0.2541(4) 0.044(2) Uani 1 1 d . . . . .
H16A H 0.3148 0.3241 0.2634 0.053 Uiso 1 1 calc R U . . .
C16B C 0.0401(9) 0.2846(3) 0.0812(5) 0.053(3) Uani 1 1 d . . . . .
H16B H 0.1091 0.2977 0.0866 0.064 Uiso 1 1 calc R U . . .
C17A C 0.3392(7) 0.2615(3) 0.2803(3) 0.036(2) Uani 1 1 d . . . . .
C17B C -0.0236(7) 0.2930(3) 0.1177(4) 0.035(2) Uani 1 1 d . . . . .
C18A C 0.2756(7) 0.2561(3) 0.3201(3) 0.035(2) Uani 1 1 d . . . . .
C18B C 0.0098(7) 0.3214(3) 0.1665(4) 0.040(2) Uani 1 1 d . . . . .
C19A C 0.2214(7) 0.2895(3) 0.3391(4) 0.042(2) Uani 1 1 d . . . . .
H19A H 0.2242 0.3171 0.3254 0.051 Uiso 1 1 calc R U . . .
C19B C 0.1023(7) 0.3469(3) 0.1780(4) 0.037(2) Uani 1 1 d . . . . .
H19B H 0.1501 0.3450 0.1550 0.045 Uiso 1 1 calc R U . . .
C20A C 0.1637(8) 0.2812(3) 0.3783(4) 0.041(2) Uani 1 1 d . . . . .
C20B C 0.1261(7) 0.3747(3) 0.2219(4) 0.044(2) Uani 1 1 d . . . . .
C21A C 0.1653(8) 0.2405(3) 0.3981(4) 0.047(3) Uani 1 1 d . . . . .
H21A H 0.1286 0.2341 0.4253 0.056 Uiso 1 1 calc R U . . .
C21B C 0.0546(7) 0.3740(3) 0.2568(4) 0.041(2) Uani 1 1 d . . . . .
H21B H 0.0688 0.3914 0.2888 0.049 Uiso 1 1 calc R U . . .
C22A C 0.2200(7) 0.2092(3) 0.3785(3) 0.038(2) Uani 1 1 d . . . . .
H22A H 0.2215 0.1817 0.3933 0.046 Uiso 1 1 calc R U . . .
C22B C -0.0351(7) 0.3479(3) 0.2438(3) 0.036(2) Uani 1 1 d . . . . .
H22B H -0.0826 0.3484 0.2671 0.044 Uiso 1 1 calc R U . . .
C23A C 0.1688(7) 0.1795(3) 0.1951(4) 0.038(2) Uani 1 1 d . . . . .
H23A H 0.1979 0.2067 0.1925 0.045 Uiso 1 1 calc R U . . .
C23B C -0.2981(7) 0.3658(3) 0.0950(4) 0.039(2) Uani 1 1 d . . . . .
H23B H -0.2691 0.3529 0.0680 0.046 Uiso 1 1 calc R U . . .
C24A C 0.0827(7) 0.1655(3) 0.1520(3) 0.036(2) Uani 1 1 d . . . . .
H24A H 0.0504 0.1834 0.1216 0.043 Uiso 1 1 calc R U . . .
C24B C -0.3511(7) 0.4031(3) 0.0817(4) 0.043(2) Uani 1 1 d . . . . .
H24B H -0.3608 0.4148 0.0457 0.052 Uiso 1 1 calc R U . . .
C25A C 0.0435(6) 0.1246(3) 0.1536(3) 0.036(2) Uani 1 1 d . . . . .
C25B C -0.3913(7) 0.4242(3) 0.1211(4) 0.035(2) Uani 1 1 d . . . . .
C26A C 0.0888(6) 0.1007(3) 0.2010(3) 0.038(2) Uani 1 1 d . . . . .
H26A H 0.0643 0.0729 0.2035 0.045 Uiso 1 1 calc R U . . .
C26B C -0.3774(7) 0.4039(3) 0.1725(4) 0.035(2) Uani 1 1 d . . . . .
H26B H -0.4031 0.4169 0.2006 0.042 Uiso 1 1 calc R U . . .
C27A C 0.1695(6) 0.1178(3) 0.2443(3) 0.031(2) Uani 1 1 d . . . . .
C27B C -0.3267(6) 0.3650(3) 0.1828(4) 0.034(2) Uani 1 1 d . . . . .
C28A C 0.2124(7) 0.0969(3) 0.2993(4) 0.035(2) Uani 1 1 d . . . . .
C28B C -0.3200(6) 0.3406(3) 0.2345(3) 0.0297(19) Uani 1 1 d . . . . .
C29A C 0.1699(7) 0.0600(3) 0.3140(4) 0.036(2) Uani 1 1 d . . . . .
H29A H 0.1168 0.0449 0.2867 0.043 Uiso 1 1 calc R U . . .
C29B C -0.3646(7) 0.3542(3) 0.2763(3) 0.0305(19) Uani 1 1 d . . . . .
H29B H -0.3970 0.3812 0.2742 0.037 Uiso 1 1 calc R U . . .
C30A C 0.2038(7) 0.0448(3) 0.3683(4) 0.035(2) Uani 1 1 d . . . . .
C30B C -0.3613(7) 0.3281(3) 0.3210(4) 0.036(2) Uani 1 1 d . . . . .
C31A C 0.2864(8) 0.0668(3) 0.4061(4) 0.043(2) Uani 1 1 d . . . . .
H31A H 0.3139 0.0570 0.4433 0.051 Uiso 1 1 calc R U . . .
C31B C -0.3123(8) 0.2895(3) 0.3226(4) 0.043(2) Uani 1 1 d . . . . .
H31B H -0.3106 0.2710 0.3525 0.052 Uiso 1 1 calc R U . . .
C32A C 0.3276(7) 0.1027(3) 0.3892(4) 0.036(2) Uani 1 1 d . . . . .
H32A H 0.3836 0.1173 0.4155 0.043 Uiso 1 1 calc R U . . .
C32B C -0.2657(8) 0.2773(3) 0.2817(4) 0.043(2) Uani 1 1 d . . . . .
H32B H -0.2309 0.2508 0.2842 0.052 Uiso 1 1 calc R U . . .
C33A C 0.6990(8) 0.0571(3) 0.2325(4) 0.043(2) Uani 1 1 d . . . . .
C33B C -0.6049(8) 0.1684(4) 0.0748(4) 0.047(3) Uani 1 1 d . . . . .
C34A C 0.7013(9) 0.0528(3) 0.1772(4) 0.055(3) Uani 1 1 d . . . . .
H34A H 0.6443 0.0646 0.1483 0.065 Uiso 1 1 calc R U . . .
C34B C -0.7094(10) 0.1852(4) 0.0578(4) 0.067(3) Uani 1 1 d . . . . .
H34B H -0.7203 0.2147 0.0545 0.080 Uiso 1 1 calc R U . . .
C35A C 0.7847(9) 0.0318(3) 0.1642(5) 0.062(3) Uani 1 1 d . . . . .
H35A H 0.7871 0.0301 0.1266 0.074 Uiso 1 1 calc R U . . .
C35B C -0.7984(8) 0.1577(5) 0.0456(4) 0.063(4) Uani 1 1 d . . . . .
H35B H -0.8697 0.1693 0.0337 0.076 Uiso 1 1 calc R U . . .
C36A C 0.8656(10) 0.0130(4) 0.2061(7) 0.078(4) Uani 1 1 d . . . . .
H36A H 0.9235 -0.0017 0.1974 0.093 Uiso 1 1 calc R U . . .
C36B C -0.7883(12) 0.1154(6) 0.0499(5) 0.088(5) Uani 1 1 d . . . . .
H36B H -0.8512 0.0980 0.0424 0.106 Uiso 1 1 calc R U . . .
C37A C 0.8619(9) 0.0157(4) 0.2603(6) 0.066(3) Uani 1 1 d . . . . .
H37A H 0.9163 0.0024 0.2890 0.080 Uiso 1 1 calc R U . . .
C37B C -0.6872(11) 0.0983(4) 0.0652(5) 0.075(4) Uani 1 1 d . . . . .
H37B H -0.6783 0.0687 0.0678 0.090 Uiso 1 1 calc R U . . .
C38A C 0.7797(8) 0.0376(3) 0.2730(5) 0.055(3) Uani 1 1 d . . . . .
H38A H 0.7782 0.0393 0.3107 0.066 Uiso 1 1 calc R U . . .
C38B C -0.5961(10) 0.1246(4) 0.0770(4) 0.066(4) Uani 1 1 d . . . . .
H38B H -0.5255 0.1123 0.0870 0.079 Uiso 1 1 calc R U . . .
C39A C 0.1000(8) 0.3155(3) 0.3945(3) 0.045(3) Uani 1 1 d . . . . .
C39B C 0.2214(7) 0.4025(3) 0.2326(4) 0.039(2) Uani 1 1 d . . . . .
C40A C 0.1396(10) 0.3563(4) 0.4000(4) 0.058(3) Uani 1 1 d . . . . .
H40A H 0.2098 0.3617 0.3954 0.070 Uiso 1 1 calc R U . . .
C40B C 0.2580(8) 0.4161(3) 0.1876(5) 0.054(3) Uani 1 1 d . . . . .
H40B H 0.2203 0.4074 0.1510 0.064 Uiso 1 1 calc R U . . .
C41A C 0.0803(13) 0.3892(4) 0.4119(5) 0.078(4) Uani 1 1 d . . . . .
H41A H 0.1096 0.4168 0.4162 0.093 Uiso 1 1 calc R U . . .
C41B C 0.3485(8) 0.4419(3) 0.1957(6) 0.064(3) Uani 1 1 d . . . . .
H41B H 0.3738 0.4504 0.1651 0.077 Uiso 1 1 calc R U . . .
C42A C -0.0253(15) 0.3813(5) 0.4176(5) 0.089(5) Uani 1 1 d . . . . .
H42A H -0.0681 0.4039 0.4247 0.107 Uiso 1 1 calc R U . . .
C42B C 0.4018(8) 0.4552(3) 0.2496(6) 0.065(3) Uani 1 1 d . . . . .
H42B H 0.4637 0.4730 0.2555 0.078 Uiso 1 1 calc R U . . .
C43A C -0.0652(11) 0.3422(6) 0.4130(5) 0.088(5) Uani 1 1 d . . . . .
H43A H -0.1355 0.3372 0.4178 0.105 Uiso 1 1 calc R U . . .
C43B C 0.3667(8) 0.4432(4) 0.2940(5) 0.060(3) Uani 1 1 d . . . . .
H43B H 0.4031 0.4525 0.3305 0.072 Uiso 1 1 calc R U . . .
C44A C -0.0033(9) 0.3079(4) 0.4011(4) 0.058(3) Uani 1 1 d . . . . .
H44A H -0.0322 0.2802 0.3977 0.070 Uiso 1 1 calc R U . . .
C44B C 0.2758(8) 0.4167(3) 0.2849(5) 0.053(3) Uani 1 1 d . . . . .
H44B H 0.2509 0.4083 0.3157 0.064 Uiso 1 1 calc R U . . .
C45A C -0.0433(7) 0.1071(3) 0.1052(4) 0.039(2) Uani 1 1 d . . . . .
C45B C -0.4499(7) 0.4649(3) 0.1117(4) 0.039(2) Uani 1 1 d . . . . .
C46A C -0.1329(7) 0.1323(4) 0.0778(4) 0.050(3) Uani 1 1 d . . . . .
H46A H -0.1412 0.1597 0.0908 0.060 Uiso 1 1 calc R U . . .
C46B C -0.5231(9) 0.4738(3) 0.0599(4) 0.057(3) Uani 1 1 d . . . . .
H46B H -0.5328 0.4546 0.0299 0.068 Uiso 1 1 calc R U . . .
C47A C -0.2096(9) 0.1160(4) 0.0310(4) 0.062(3) Uani 1 1 d . . . . .
H47A H -0.2718 0.1322 0.0130 0.074 Uiso 1 1 calc R U . . .
C47B C -0.5809(9) 0.5108(3) 0.0533(5) 0.059(3) Uani 1 1 d . . . . .
H47B H -0.6310 0.5168 0.0182 0.070 Uiso 1 1 calc R U . . .
C48A C -0.1962(9) 0.0769(4) 0.0109(4) 0.060(3) Uani 1 1 d . . . . .
H48A H -0.2478 0.0667 -0.0215 0.072 Uiso 1 1 calc R U . . .
C48B C -0.5687(9) 0.5393(3) 0.0952(5) 0.056(3) Uani 1 1 d . . . . .
H48B H -0.6111 0.5643 0.0898 0.067 Uiso 1 1 calc R U . . .
C49A C -0.1076(8) 0.0523(4) 0.0377(4) 0.051(3) Uani 1 1 d . . . . .
H49A H -0.0985 0.0252 0.0237 0.062 Uiso 1 1 calc R U . . .
C49B C -0.4939(8) 0.5312(3) 0.1457(4) 0.048(3) Uani 1 1 d . . . . .
H49B H -0.4827 0.5512 0.1749 0.058 Uiso 1 1 calc R U . . .
C50A C -0.0322(7) 0.0675(4) 0.0850(4) 0.048(3) Uani 1 1 d . . . . .
H50A H 0.0278 0.0504 0.1037 0.057 Uiso 1 1 calc R U . . .
C50B C -0.4351(7) 0.4942(3) 0.1538(4) 0.042(2) Uani 1 1 d . . . . .
H50B H -0.3839 0.4889 0.1887 0.051 Uiso 1 1 calc R U . . .
C51A C 0.1590(7) 0.0058(3) 0.3844(4) 0.046(2) Uani 1 1 d . . . . .
C51B C -0.4135(7) 0.3411(3) 0.3662(4) 0.041(2) Uani 1 1 d . . . . .
C52A C 0.1316(7) -0.0285(3) 0.3475(4) 0.044(2) Uani 1 1 d . . . . .
H52A H 0.1455 -0.0273 0.3121 0.053 Uiso 1 1 calc R U . . .
C52B C -0.4660(8) 0.3115(4) 0.3897(4) 0.051(3) Uani 1 1 d . . . . .
H52B H -0.4687 0.2830 0.3785 0.062 Uiso 1 1 calc R U . . .
C53A C 0.0839(9) -0.0642(4) 0.3635(5) 0.059(3) Uani 1 1 d . . . . .
H53A H 0.0626 -0.0868 0.3380 0.071 Uiso 1 1 calc R U . . .
C53B C -0.5150(9) 0.3245(4) 0.4303(4) 0.059(3) Uani 1 1 d . . . . .
H53B H -0.5477 0.3043 0.4485 0.070 Uiso 1 1 calc R U . . .
C54A C 0.0671(11) -0.0671(5) 0.4162(6) 0.084(4) Uani 1 1 d . . . . .
H54A H 0.0365 -0.0919 0.4267 0.100 Uiso 1 1 calc R U . . .
C54B C -0.5169(9) 0.3653(4) 0.4443(4) 0.063(3) Uani 1 1 d . . . . .
H54B H -0.5519 0.3735 0.4716 0.076 Uiso 1 1 calc R U . . .
C55A C 0.0947(13) -0.0341(5) 0.4529(7) 0.100(5) Uani 1 1 d . . . . .
H55A H 0.0814 -0.0359 0.4883 0.119 Uiso 1 1 calc R U . . .
C55B C -0.4690(8) 0.3949(4) 0.4195(4) 0.055(3) Uani 1 1 d . . . . .
H55B H -0.4722 0.4236 0.4290 0.066 Uiso 1 1 calc R U . . .
C56A C 0.1424(10) 0.0020(4) 0.4378(5) 0.073(4) Uani 1 1 d . . . . .
H56A H 0.1639 0.0243 0.4638 0.087 Uiso 1 1 calc R U . . .
C56B C -0.4154(8) 0.3833(3) 0.3801(4) 0.045(2) Uani 1 1 d . . . . .
H56B H -0.3809 0.4038 0.3631 0.054 Uiso 1 1 calc R U . . .
P1A P 0.7514(5) 0.4910(2) 0.3322(3) 0.0591(19) Uani 0.65 1 d D . P A 1
F1A F 0.8102(8) 0.4626(4) 0.3827(4) 0.135(5) Uani 0.65 1 d D U P A 1
F2A F 0.7161(9) 0.4508(3) 0.2944(4) 0.119(4) Uani 0.65 1 d D U P A 1
F3A F 0.6914(8) 0.5193(3) 0.2804(4) 0.136(5) Uani 0.65 1 d D U P A 1
F4A F 0.7837(8) 0.5318(3) 0.3683(4) 0.119(5) Uani 0.65 1 d D U P A 1
F5A F 0.6413(6) 0.4883(3) 0.3498(4) 0.103(4) Uani 0.65 1 d D U P A 1
F6A F 0.8604(7) 0.4939(3) 0.3137(4) 0.092(3) Uani 0.65 1 d D U P A 1
P1C P 0.7830(9) 0.4813(4) 0.3278(4) 0.088(7) Uani 0.35 1 d D . P B 2
F1C F 0.9090(9) 0.4842(6) 0.3572(8) 0.120(7) Uani 0.35 1 d D U P B 2
F2C F 0.8043(16) 0.4949(6) 0.2707(5) 0.118(6) Uani 0.35 1 d D U P B 2
F3C F 0.6565(9) 0.4785(6) 0.2975(8) 0.106(6) Uani 0.35 1 d D U P B 2
F4C F 0.7607(17) 0.4681(7) 0.3843(6) 0.137(7) Uani 0.35 1 d D U P B 2
F5C F 0.7964(15) 0.4337(4) 0.3134(8) 0.144(7) Uani 0.35 1 d D U P B 2
F6C F 0.7687(15) 0.5292(4) 0.3415(8) 0.097(6) Uani 0.35 1 d D U P B 2
P1B P 0.3173(6) 0.3467(2) 0.0386(3) 0.052(2) Uani 0.63 1 d D . P C 1
F1B F 0.4073(7) 0.3417(3) 0.0961(3) 0.093(4) Uani 0.63 1 d D U P C 1
F2B F 0.2763(9) 0.3003(3) 0.0435(5) 0.103(4) Uani 0.63 1 d D U P C 1
F3B F 0.2282(8) 0.3517(4) -0.0196(4) 0.084(4) Uani 0.63 1 d D U P C 1
F4B F 0.3570(9) 0.3928(3) 0.0330(5) 0.121(5) Uani 0.63 1 d D U P C 1
F5B F 0.4004(8) 0.3291(4) 0.0075(4) 0.111(5) Uani 0.63 1 d D U P C 1
F6B F 0.2328(8) 0.3632(4) 0.0693(5) 0.097(4) Uani 0.63 1 d D U P C 1
P1D P 0.3052(10) 0.3528(4) 0.0454(5) 0.077(6) Uani 0.37 1 d D . P D 2
F1D F 0.3825(13) 0.3709(5) 0.1013(6) 0.097(5) Uani 0.37 1 d D U P D 2
F2D F 0.3183(17) 0.3073(4) 0.0718(8) 0.112(7) Uani 0.37 1 d D U P D 2
F3D F 0.2282(17) 0.3344(6) -0.0105(7) 0.104(7) Uani 0.37 1 d D U P D 2
F4D F 0.2918(15) 0.3982(5) 0.0193(7) 0.106(6) Uani 0.37 1 d D U P D 2
F5D F 0.4076(15) 0.3450(7) 0.0228(8) 0.111(6) Uani 0.37 1 d D U P D 2
F6D F 0.2023(12) 0.3604(6) 0.0678(9) 0.073(5) Uani 0.37 1 d D U P D 2
Ir1A Ir 0.35460(2) 0.17245(2) 0.30607(2) 0.02875(12) Uani 1 1 d . . . . .
Ir1B Ir -0.20063(3) 0.28731(2) 0.17023(2) 0.03204(12) Uani 1 1 d . . . . .
N1A N 0.2129(5) 0.1561(2) 0.2406(3) 0.0304(16) Uani 1 1 d . . . . .
N1B N -0.2840(6) 0.3460(2) 0.1445(3) 0.0342(17) Uani 1 1 d . . . . .
N2A N 0.2920(5) 0.1182(2) 0.3366(3) 0.0299(16) Uani 1 1 d . . . . .
N2B N -0.2690(5) 0.3028(2) 0.2375(3) 0.0311(16) Uani 1 1 d . . . . .
N3A N 0.4570(5) 0.1342(2) 0.2770(3) 0.0310(16) Uani 1 1 d . . . . .
N3B N -0.3320(5) 0.2501(3) 0.1334(3) 0.0363(18) Uani 1 1 d . . . . .
N4A N 0.2711(5) 0.2164(2) 0.3390(3) 0.0314(16) Uani 1 1 d . . . . .
N4B N -0.0591(5) 0.3216(2) 0.1992(3) 0.0327(17) Uani 1 1 d . . . . .


_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
C1A C2A 1.399(12) . ?
C1A C6A 1.410(12) . ?
C1A Ir1A 2.021(8) . ?
C1B C2B 1.415(12) . ?
C1B C6B 1.422(13) . ?
C1B Ir1B 2.006(10) . ?
C2A C3A 1.395(13) . ?
C2A H2A 0.9500 . ?
C2B C3B 1.371(13) . ?
C2B H2B 0.9500 . ?
C3A C4A 1.365(14) . ?
C3A H3A 0.9500 . ?
C3B C4B 1.405(14) . ?
C3B H3B 0.9500 . ?
C4A C5A 1.398(14) . ?
C4A H4A 0.9500 . ?
C4B C5B 1.369(13) . ?
C4B H4B 0.9500 . ?
C5A C6A 1.411(13) . ?
C5A H5A 0.9500 . ?
C5B C6B 1.388(13) . ?
C5B H5B 0.9500 . ?
C6A C7A 1.449(12) . ?
C6B C7B 1.453(12) . ?
C7A N3A 1.363(10) . ?
C7A C8A 1.406(12) . ?
C7B C8B 1.381(13) . ?
C7B N3B 1.382(11) . ?
C8A C9A 1.384(12) . ?
C8A H8A 0.9500 . ?
C8B C9B 1.396(13) . ?
C8B H8B 0.9500 . ?
C9A C10A 1.417(12) . ?
C9A C33A 1.494(12) . ?
C9B C10B 1.406(14) . ?
C9B C33B 1.476(13) . ?
C10A C11A 1.365(12) . ?
C10A H10A 0.9500 . ?
C10B C11B 1.390(14) . ?
C10B H10B 0.9500 . ?
C11A N3A 1.363(11) . ?
C11A H11A 0.9500 . ?
C11B N3B 1.353(11) . ?
C11B H11B 0.9500 . ?
C12A C13A 1.404(13) . ?
C12A C17A 1.432(13) . ?
C12A Ir1A 2.000(10) . ?
C12B C13B 1.407(12) . ?
C12B C17B 1.420(12) . ?
C12B Ir1B 2.028(9) . ?
C13A C14A 1.368(14) . ?
C13A H13A 0.9500 . ?
C13B C14B 1.390(12) . ?
C13B H13B 0.9500 . ?
C14A C15A 1.380(14) . ?
C14A H14A 0.9500 . ?
C14B C15B 1.380(14) . ?
C14B H14B 0.9500 . ?
C15A C16A 1.382(13) . ?
C15A H15A 0.9500 . ?
C15B C16B 1.378(14) . ?
C15B H15B 0.9500 . ?
C16A C17A 1.403(13) . ?
C16A H16A 0.9500 . ?
C16B C17B 1.408(13) . ?
C16B H16B 0.9500 . ?
C17A C18A 1.456(11) . ?
C17B C18B 1.486(12) . ?
C18A N4A 1.360(11) . ?
C18A C19A 1.420(12) . ?
C18B N4B 1.357(11) . ?
C18B C19B 1.395(13) . ?
C19A C20A 1.405(13) . ?
C19A H19A 0.9500 . ?
C19B C20B 1.380(13) . ?
C19B H19B 0.9500 . ?
C20A C21A 1.387(13) . ?
C20A C39A 1.483(13) . ?
C20B C21B 1.425(13) . ?
C20B C39B 1.468(13) . ?
C21A C22A 1.384(12) . ?
C21A H21A 0.9500 . ?
C21B C22B 1.378(13) . ?
C21B H21B 0.9500 . ?
C22A N4A 1.346(10) . ?
C22A H22A 0.9500 . ?
C22B N4B 1.363(11) . ?
C22B H22B 0.9500 . ?
C23A N1A 1.348(11) . ?
C23A C24A 1.383(12) . ?
C23A H23A 0.9500 . ?
C23B N1B 1.359(10) . ?
C23B C24B 1.362(13) . ?
C23B H23B 0.9500 . ?
C24A C25A 1.400(13) . ?
C24A H24A 0.9500 . ?
C24B C25B 1.403(13) . ?
C24B H24B 0.9500 . ?
C25A C26A 1.392(12) . ?
C25A C45A 1.505(12) . ?
C25B C26B 1.406(12) . ?
C25B C45B 1.483(13) . ?
C26A C27A 1.382(11) . ?
C26A H26A 0.9500 . ?
C26B C27B 1.388(12) . ?
C26B H26B 0.9500 . ?
C27A N1A 1.355(11) . ?
C27A C28A 1.490(12) . ?
C27B N1B 1.368(11) . ?
C27B C28B 1.492(11) . ?
C28A N2A 1.356(11) . ?
C28A C29A 1.386(12) . ?
C28B N2B 1.362(11) . ?
C28B C29B 1.391(11) . ?
C29A C30A 1.395(12) . ?
C29A H29A 0.9500 . ?
C29B C30B 1.386(12) . ?
C29B H29B 0.9500 . ?
C30A C31A 1.393(12) . ?
C30A C51A 1.473(13) . ?
C30B C31B 1.374(13) . ?
C30B C51B 1.521(12) . ?
C31A C32A 1.373(13) . ?
C31A H31A 0.9500 . ?
C31B C32B 1.374(12) . ?
C31B H31B 0.9500 . ?
C32A N2A 1.363(10) . ?
C32A H32A 0.9500 . ?
C32B N2B 1.362(11) . ?
C32B H32B 0.9500 . ?
C33A C38A 1.378(14) . ?
C33A C34A 1.398(13) . ?
C33B C34B 1.390(16) . ?
C33B C38B 1.400(16) . ?
C34A C35A 1.372(14) . ?
C34A H34A 0.9500 . ?
C34B C35B 1.399(16) . ?
C34B H34B 0.9500 . ?
C35A C36A 1.388(17) . ?
C35A H35A 0.9500 . ?
C35B C36B 1.358(19) . ?
C35B H35B 0.9500 . ?
C36A C37A 1.372(18) . ?
C36A H36A 0.9500 . ?
C36B C37B 1.353(19) . ?
C36B H36B 0.9500 . ?
C37A C38A 1.367(14) . ?
C37A H37A 0.9500 . ?
C37B C38B 1.397(15) . ?
C37B H37B 0.9500 . ?
C38A H38A 0.9500 . ?
C38B H38B 0.9500 . ?
C39A C40A 1.390(15) . ?
C39A C44A 1.394(15) . ?
C39B C44B 1.375(13) . ?
C39B C40B 1.403(14) . ?
C40A C41A 1.372(15) . ?
C40A H40A 0.9500 . ?
C40B C41B 1.385(14) . ?
C40B H40B 0.9500 . ?
C41A C42A 1.42(2) . ?
C41A H41A 0.9500 . ?
C41B C42B 1.400(16) . ?
C41B H41B 0.9500 . ?
C42A C43A 1.34(2) . ?
C42A H42A 0.9500 . ?
C42B C43B 1.363(16) . ?
C42B H42B 0.9500 . ?
C43A C44A 1.428(17) . ?
C43A H43A 0.9500 . ?
C43B C44B 1.400(15) . ?
C43B H43B 0.9500 . ?
C44A H44A 0.9500 . ?
C44B H44B 0.9500 . ?
C45A C50A 1.384(14) . ?
C45A C46A 1.408(13) . ?
C45B C50B 1.384(13) . ?
C45B C46B 1.399(13) . ?
C46A C47A 1.401(14) . ?
C46A H46A 0.9500 . ?
C46B C47B 1.378(14) . ?
C46B H46B 0.9500 . ?
C47A C48A 1.372(16) . ?
C47A H47A 0.9500 . ?
C47B C48B 1.363(15) . ?
C47B H47B 0.9500 . ?
C48A C49A 1.387(15) . ?
C48A H48A 0.9500 . ?
C48B C49B 1.380(14) . ?
C48B H48B 0.9500 . ?
C49A C50A 1.389(13) . ?
C49A H49A 0.9500 . ?
C49B C50B 1.382(14) . ?
C49B H49B 0.9500 . ?
C50A H50A 0.9500 . ?
C50B H50B 0.9500 . ?
C51A C52A 1.411(14) . ?
C51A C56A 1.413(14) . ?
C51B C52B 1.378(13) . ?
C51B C56B 1.391(13) . ?
C52A C53A 1.399(14) . ?
C52A H52A 0.9500 . ?
C52B C53B 1.397(14) . ?
C52B H52B 0.9500 . ?
C53A C54A 1.397(17) . ?
C53A H53A 0.9500 . ?
C53B C54B 1.348(16) . ?
C53B H53B 0.9500 . ?
C54A C55A 1.376(19) . ?
C54A H54A 0.9500 . ?
C54B C55B 1.364(16) . ?
C54B H54B 0.9500 . ?
C55A C56A 1.403(17) . ?
C55A H55A 0.9500 . ?
C55B C56B 1.397(13) . ?
C55B H55B 0.9500 . ?
C56A H56A 0.9500 . ?
C56B H56B 0.9500 . ?
P1A F1A 1.566(6) . ?
P1A F4A 1.571(6) . ?
P1A F2A 1.584(6) . ?
P1A F5A 1.585(6) . ?
P1A F6A 1.586(6) . ?
P1A F3A 1.591(6) . ?
P1C F1C 1.574(7) . ?
P1C F4C 1.575(7) . ?
P1C F5C 1.579(7) . ?
P1C F3C 1.585(7) . ?
P1C F6C 1.587(7) . ?
P1C F2C 1.587(7) . ?
P1B F4B 1.574(6) . ?
P1B F6B 1.577(6) . ?
P1B F1B 1.581(6) . ?
P1B F5B 1.584(6) . ?
P1B F2B 1.586(6) . ?
P1B F3B 1.588(6) . ?
P1D F4D 1.580(7) . ?
P1D F1D 1.581(7) . ?
P1D F5D 1.581(7) . ?
P1D F6D 1.582(7) . ?
P1D F2D 1.583(7) . ?
P1D F3D 1.583(7) . ?
Ir1A N3A 2.062(7) . ?
Ir1A N4A 2.064(7) . ?
Ir1A N2A 2.131(7) . ?
Ir1A N1A 2.142(6) . ?
Ir1B N3B 2.053(7) . ?
Ir1B N4B 2.063(7) . ?
Ir1B N2B 2.157(7) . ?
Ir1B N1B 2.159(7) . ?

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
C2A C1A C6A 118.5(8) . . ?
C2A C1A Ir1A 128.1(7) . . ?
C6A C1A Ir1A 113.4(6) . . ?
C2B C1B C6B 115.7(8) . . ?
C2B C1B Ir1B 128.8(7) . . ?
C6B C1B Ir1B 115.2(6) . . ?
C3A C2A C1A 119.9(9) . . ?
C3A C2A H2A 120.0 . . ?
C1A C2A H2A 120.0 . . ?
C3B C2B C1B 122.0(9) . . ?
C3B C2B H2B 119.0 . . ?
C1B C2B H2B 119.0 . . ?
C4A C3A C2A 122.0(9) . . ?
C4A C3A H3A 119.0 . . ?
C2A C3A H3A 119.0 . . ?
C2B C3B C4B 121.1(9) . . ?
C2B C3B H3B 119.5 . . ?
C4B C3B H3B 119.5 . . ?
C3A C4A C5A 119.5(9) . . ?
C3A C4A H4A 120.3 . . ?
C5A C4A H4A 120.3 . . ?
C5B C4B C3B 118.2(9) . . ?
C5B C4B H4B 120.9 . . ?
C3B C4B H4B 120.9 . . ?
C4A C5A C6A 119.7(10) . . ?
C4A C5A H5A 120.2 . . ?
C6A C5A H5A 120.2 . . ?
C4B C5B C6B 121.5(10) . . ?
C4B C5B H5B 119.2 . . ?
C6B C5B H5B 119.2 . . ?
C1A C6A C5A 120.4(8) . . ?
C1A C6A C7A 116.1(7) . . ?
C5A C6A C7A 123.5(8) . . ?
C5B C6B C1B 121.4(8) . . ?
C5B C6B C7B 124.3(9) . . ?
C1B C6B C7B 114.2(8) . . ?
N3A C7A C8A 120.1(8) . . ?
N3A C7A C6A 114.9(8) . . ?
C8A C7A C6A 124.9(8) . . ?
C8B C7B N3B 117.9(9) . . ?
C8B C7B C6B 126.9(9) . . ?
N3B C7B C6B 115.2(8) . . ?
C9A C8A C7A 122.4(8) . . ?
C9A C8A H8A 118.8 . . ?
C7A C8A H8A 118.8 . . ?
C7B C8B C9B 123.5(10) . . ?
C7B C8B H8B 118.3 . . ?
C9B C8B H8B 118.3 . . ?
C8A C9A C10A 115.7(8) . . ?
C8A C9A C33A 120.8(8) . . ?
C10A C9A C33A 123.5(8) . . ?
C8B C9B C10B 116.2(8) . . ?
C8B C9B C33B 123.3(10) . . ?
C10B C9B C33B 120.3(9) . . ?
C11A C10A C9A 120.5(8) . . ?
C11A C10A H10A 119.8 . . ?
C9A C10A H10A 119.8 . . ?
C11B C10B C9B 120.2(9) . . ?
C11B C10B H10B 119.9 . . ?
C9B C10B H10B 119.9 . . ?
N3A C11A C10A 123.2(8) . . ?
N3A C11A H11A 118.4 . . ?
C10A C11A H11A 118.4 . . ?
N3B C11B C10B 121.2(10) . . ?
N3B C11B H11B 119.4 . . ?
C10B C11B H11B 119.4 . . ?
C13A C12A C17A 114.9(9) . . ?
C13A C12A Ir1A 130.4(7) . . ?
C17A C12A Ir1A 114.6(6) . . ?
C13B C12B C17B 117.1(8) . . ?
C13B C12B Ir1B 128.4(7) . . ?
C17B C12B Ir1B 114.3(6) . . ?
C14A C13A C12A 121.8(9) . . ?
C14A C13A H13A 119.1 . . ?
C12A C13A H13A 119.1 . . ?
C14B C13B C12B 121.0(9) . . ?
C14B C13B H13B 119.5 . . ?
C12B C13B H13B 119.5 . . ?
C13A C14A C15A 123.2(10) . . ?
C13A C14A H14A 118.4 . . ?
C15A C14A H14A 118.4 . . ?
C15B C14B C13B 121.0(9) . . ?
C15B C14B H14B 119.5 . . ?
C13B C14B H14B 119.5 . . ?
C14A C15A C16A 117.3(10) . . ?
C14A C15A H15A 121.3 . . ?
C16A C15A H15A 121.3 . . ?
C16B C15B C14B 120.0(9) . . ?
C16B C15B H15B 120.0 . . ?
C14B C15B H15B 120.0 . . ?
C15A C16A C17A 120.7(9) . . ?
C15A C16A H16A 119.6 . . ?
C17A C16A H16A 119.6 . . ?
C15B C16B C17B 119.9(9) . . ?
C15B C16B H16B 120.1 . . ?
C17B C16B H16B 120.1 . . ?
C16A C17A C12A 121.9(8) . . ?
C16A C17A C18A 123.8(9) . . ?
C12A C17A C18A 114.3(8) . . ?
C16B C17B C12B 121.0(8) . . ?
C16B C17B C18B 124.3(8) . . ?
C12B C17B C18B 114.7(8) . . ?
N4A C18A C19A 120.6(8) . . ?
N4A C18A C17A 115.6(8) . . ?
C19A C18A C17A 123.8(9) . . ?
N4B C18B C19B 121.7(8) . . ?
N4B C18B C17B 114.3(8) . . ?
C19B C18B C17B 124.0(8) . . ?
C20A C19A C18A 119.5(9) . . ?
C20A C19A H19A 120.3 . . ?
C18A C19A H19A 120.3 . . ?
C20B C19B C18B 121.7(9) . . ?
C20B C19B H19B 119.2 . . ?
C18B C19B H19B 119.2 . . ?
C21A C20A C19A 117.8(8) . . ?
C21A C20A C39A 123.1(9) . . ?
C19A C20A C39A 119.0(9) . . ?
C19B C20B C21B 116.1(9) . . ?
C19B C20B C39B 121.4(9) . . ?
C21B C20B C39B 122.5(9) . . ?
C22A C21A C20A 120.5(9) . . ?
C22A C21A H21A 119.8 . . ?
C20A C21A H21A 119.8 . . ?
C22B C21B C20B 119.8(9) . . ?
C22B C21B H21B 120.1 . . ?
C20B C21B H21B 120.1 . . ?
N4A C22A C21A 122.1(9) . . ?
N4A C22A H22A 118.9 . . ?
C21A C22A H22A 118.9 . . ?
N4B C22B C21B 123.2(8) . . ?
N4B C22B H22B 118.4 . . ?
C21B C22B H22B 118.4 . . ?
N1A C23A C24A 122.3(9) . . ?
N1A C23A H23A 118.9 . . ?
C24A C23A H23A 118.9 . . ?
N1B C23B C24B 124.1(9) . . ?
N1B C23B H23B 118.0 . . ?
C24B C23B H23B 118.0 . . ?
C23A C24A C25A 119.5(8) . . ?
C23A C24A H24A 120.3 . . ?
C25A C24A H24A 120.3 . . ?
C23B C24B C25B 120.0(8) . . ?
C23B C24B H24B 120.0 . . ?
C25B C24B H24B 120.0 . . ?
C26A C25A C24A 117.8(8) . . ?
C26A C25A C45A 121.5(9) . . ?
C24A C25A C45A 120.7(8) . . ?
C24B C25B C26B 116.4(8) . . ?
C24B C25B C45B 124.9(8) . . ?
C26B C25B C45B 118.6(8) . . ?
C27A C26A C25A 119.7(9) . . ?
C27A C26A H26A 120.1 . . ?
C25A C26A H26A 120.1 . . ?
C27B C26B C25B 121.0(9) . . ?
C27B C26B H26B 119.5 . . ?
C25B C26B H26B 119.5 . . ?
N1A C27A C26A 122.0(8) . . ?
N1A C27A C28A 114.4(7) . . ?
C26A C27A C28A 123.5(8) . . ?
N1B C27B C26B 121.4(8) . . ?
N1B C27B C28B 116.0(8) . . ?
C26B C27B C28B 122.6(8) . . ?
N2A C28A C29A 121.1(8) . . ?
N2A C28A C27A 115.2(8) . . ?
C29A C28A C27A 123.5(8) . . ?
N2B C28B C29B 121.6(8) . . ?
N2B C28B C27B 114.9(7) . . ?
C29B C28B C27B 123.5(8) . . ?
C28A C29A C30A 121.0(8) . . ?
C28A C29A H29A 119.5 . . ?
C30A C29A H29A 119.5 . . ?
C30B C29B C28B 119.4(8) . . ?
C30B C29B H29B 120.3 . . ?
C28B C29B H29B 120.3 . . ?
C31A C30A C29A 117.3(8) . . ?
C31A C30A C51A 121.1(8) . . ?
C29A C30A C51A 121.4(8) . . ?
C31B C30B C29B 118.3(8) . . ?
C31B C30B C51B 120.8(8) . . ?
C29B C30B C51B 120.9(8) . . ?
C32A C31A C30A 119.4(9) . . ?
C32A C31A H31A 120.3 . . ?
C30A C31A H31A 120.3 . . ?
C30B C31B C32B 121.2(9) . . ?
C30B C31B H31B 119.4 . . ?
C32B C31B H31B 119.4 . . ?
N2A C32A C31A 123.2(8) . . ?
N2A C32A H32A 118.4 . . ?
C31A C32A H32A 118.4 . . ?
N2B C32B C31B 120.8(9) . . ?
N2B C32B H32B 119.6 . . ?
C31B C32B H32B 119.6 . . ?
C38A C33A C34A 117.9(10) . . ?
C38A C33A C9A 120.8(9) . . ?
C34A C33A C9A 121.3(9) . . ?
C34B C33B C38B 117.1(10) . . ?
C34B C33B C9B 122.1(11) . . ?
C38B C33B C9B 120.8(10) . . ?
C35A C34A C33A 120.9(11) . . ?
C35A C34A H34A 119.5 . . ?
C33A C34A H34A 119.5 . . ?
C33B C34B C35B 118.5(13) . . ?
C33B C34B H34B 120.8 . . ?
C35B C34B H34B 120.8 . . ?
C34A C35A C36A 119.6(11) . . ?
C34A C35A H35A 120.2 . . ?
C36A C35A H35A 120.2 . . ?
C36B C35B C34B 123.5(13) . . ?
C36B C35B H35B 118.2 . . ?
C34B C35B H35B 118.2 . . ?
C37A C36A C35A 119.9(11) . . ?
C37A C36A H36A 120.0 . . ?
C35A C36A H36A 120.0 . . ?
C37B C36B C35B 118.9(11) . . ?
C37B C36B H36B 120.6 . . ?
C35B C36B H36B 120.6 . . ?
C38A C37A C36A 120.0(12) . . ?
C38A C37A H37A 120.0 . . ?
C36A C37A H37A 120.0 . . ?
C36B C37B C38B 119.4(14) . . ?
C36B C37B H37B 120.3 . . ?
C38B C37B H37B 120.3 . . ?
C37A C38A C33A 121.6(11) . . ?
C37A C38A H38A 119.2 . . ?
C33A C38A H38A 119.2 . . ?
C37B C38B C33B 122.5(12) . . ?
C37B C38B H38B 118.8 . . ?
C33B C38B H38B 118.8 . . ?
C40A C39A C44A 118.7(10) . . ?
C40A C39A C20A 120.4(10) . . ?
C44A C39A C20A 120.8(10) . . ?
C44B C39B C40B 118.0(9) . . ?
C44B C39B C20B 123.1(9) . . ?
C40B C39B C20B 118.9(8) . . ?
C41A C40A C39A 122.0(12) . . ?
C41A C40A H40A 119.0 . . ?
C39A C40A H40A 119.0 . . ?
C41B C40B C39B 121.0(10) . . ?
C41B C40B H40B 119.5 . . ?
C39B C40B H40B 119.5 . . ?
C40A C41A C42A 119.0(14) . . ?
C40A C41A H41A 120.5 . . ?
C42A C41A H41A 120.5 . . ?
C40B C41B C42B 118.9(11) . . ?
C40B C41B H41B 120.5 . . ?
C42B C41B H41B 120.5 . . ?
C43A C42A C41A 120.4(12) . . ?
C43A C42A H42A 119.8 . . ?
C41A C42A H42A 119.8 . . ?
C43B C42B C41B 121.2(10) . . ?
C43B C42B H42B 119.4 . . ?
C41B C42B H42B 119.4 . . ?
C42A C43A C44A 120.8(14) . . ?
C42A C43A H43A 119.6 . . ?
C44A C43A H43A 119.6 . . ?
C42B C43B C44B 118.7(10) . . ?
C42B C43B H43B 120.6 . . ?
C44B C43B H43B 120.6 . . ?
C39A C44A C43A 119.2(13) . . ?
C39A C44A H44A 120.4 . . ?
C43A C44A H44A 120.4 . . ?
C39B C44B C43B 122.1(11) . . ?
C39B C44B H44B 119.0 . . ?
C43B C44B H44B 119.0 . . ?
C50A C45A C46A 119.6(8) . . ?
C50A C45A C25A 120.4(8) . . ?
C46A C45A C25A 119.9(9) . . ?
C50B C45B C46B 118.9(9) . . ?
C50B C45B C25B 120.9(8) . . ?
C46B C45B C25B 120.2(9) . . ?
C47A C46A C45A 118.8(11) . . ?
C47A C46A H46A 120.6 . . ?
C45A C46A H46A 120.6 . . ?
C47B C46B C45B 118.9(10) . . ?
C47B C46B H46B 120.5 . . ?
C45B C46B H46B 120.5 . . ?
C48A C47A C46A 120.9(10) . . ?
C48A C47A H47A 119.5 . . ?
C46A C47A H47A 119.5 . . ?
C48B C47B C46B 122.3(10) . . ?
C48B C47B H47B 118.9 . . ?
C46B C47B H47B 118.9 . . ?
C47A C48A C49A 120.3(10) . . ?
C47A C48A H48A 119.9 . . ?
C49A C48A H48A 119.9 . . ?
C47B C48B C49B 118.9(10) . . ?
C47B C48B H48B 120.6 . . ?
C49B C48B H48B 120.6 . . ?
C48A C49A C50A 119.6(11) . . ?
C48A C49A H49A 120.2 . . ?
C50A C49A H49A 120.2 . . ?
C48B C49B C50B 120.2(10) . . ?
C48B C49B H49B 119.9 . . ?
C50B C49B H49B 119.9 . . ?
C45A C50A C49A 120.8(9) . . ?
C45A C50A H50A 119.6 . . ?
C49A C50A H50A 119.6 . . ?
C49B C50B C45B 120.7(9) . . ?
C49B C50B H50B 119.6 . . ?
C45B C50B H50B 119.6 . . ?
C52A C51A C56A 118.7(10) . . ?
C52A C51A C30A 121.3(9) . . ?
C56A C51A C30A 120.1(9) . . ?
C52B C51B C56B 120.7(9) . . ?
C52B C51B C30B 119.7(9) . . ?
C56B C51B C30B 119.4(9) . . ?
C53A C52A C51A 119.3(10) . . ?
C53A C52A H52A 120.4 . . ?
C51A C52A H52A 120.4 . . ?
C51B C52B C53B 118.4(11) . . ?
C51B C52B H52B 120.8 . . ?
C53B C52B H52B 120.8 . . ?
C54A C53A C52A 121.2(11) . . ?
C54A C53A H53A 119.4 . . ?
C52A C53A H53A 119.4 . . ?
C54B C53B C52B 121.3(11) . . ?
C54B C53B H53B 119.4 . . ?
C52B C53B H53B 119.4 . . ?
C55A C54A C53A 120.0(13) . . ?
C55A C54A H54A 120.0 . . ?
C53A C54A H54A 120.0 . . ?
C53B C54B C55B 120.4(10) . . ?
C53B C54B H54B 119.8 . . ?
C55B C54B H54B 119.8 . . ?
C54A C55A C56A 119.9(13) . . ?
C54A C55A H55A 120.1 . . ?
C56A C55A H55A 120.1 . . ?
C54B C55B C56B 120.5(11) . . ?
C54B C55B H55B 119.8 . . ?
C56B C55B H55B 119.8 . . ?
C55A C56A C51A 120.9(12) . . ?
C55A C56A H56A 119.6 . . ?
C51A C56A H56A 119.6 . . ?
C51B C56B C55B 118.5(10) . . ?
C51B C56B H56B 120.7 . . ?
C55B C56B H56B 120.7 . . ?
F1A P1A F4A 91.4(4) . . ?
F1A P1A F2A 90.4(4) . . ?
F4A P1A F2A 178.1(5) . . ?
F1A P1A F5A 90.5(4) . . ?
F4A P1A F5A 89.9(4) . . ?
F2A P1A F5A 89.7(4) . . ?
F1A P1A F6A 90.4(4) . . ?
F4A P1A F6A 90.4(4) . . ?
F2A P1A F6A 89.9(4) . . ?
F5A P1A F6A 179.1(5) . . ?
F1A P1A F3A 179.2(5) . . ?
F4A P1A F3A 89.4(4) . . ?
F2A P1A F3A 88.7(4) . . ?
F5A P1A F3A 89.6(4) . . ?
F6A P1A F3A 89.5(4) . . ?
F1C P1C F4C 90.7(4) . . ?
F1C P1C F5C 90.2(4) . . ?
F4C P1C F5C 90.3(4) . . ?
F1C P1C F3C 179.3(6) . . ?
F4C P1C F3C 90.0(4) . . ?
F5C P1C F3C 89.9(4) . . ?
F1C P1C F6C 90.3(4) . . ?
F4C P1C F6C 90.2(4) . . ?
F5C P1C F6C 179.3(6) . . ?
F3C P1C F6C 89.6(4) . . ?
F1C P1C F2C 89.8(4) . . ?
F4C P1C F2C 179.3(6) . . ?
F5C P1C F2C 90.2(4) . . ?
F3C P1C F2C 89.5(4) . . ?
F6C P1C F2C 89.3(4) . . ?
F4B P1B F6B 90.6(4) . . ?
F4B P1B F1B 90.3(4) . . ?
F6B P1B F1B 90.7(4) . . ?
F4B P1B F5B 90.7(4) . . ?
F6B P1B F5B 178.6(5) . . ?
F1B P1B F5B 89.7(4) . . ?
F4B P1B F2B 179.3(5) . . ?
F6B P1B F2B 89.5(4) . . ?
F1B P1B F2B 90.5(4) . . ?
F5B P1B F2B 89.2(4) . . ?
F4B P1B F3B 89.4(4) . . ?
F6B P1B F3B 90.1(4) . . ?
F1B P1B F3B 179.2(5) . . ?
F5B P1B F3B 89.5(4) . . ?
F2B P1B F3B 89.8(4) . . ?
F4D P1D F1D 90.0(4) . . ?
F4D P1D F5D 90.1(4) . . ?
F1D P1D F5D 89.9(4) . . ?
F4D P1D F6D 90.0(4) . . ?
F1D P1D F6D 90.4(4) . . ?
F5D P1D F6D 179.6(6) . . ?
F4D P1D F2D 179.8(6) . . ?
F1D P1D F2D 89.9(4) . . ?
F5D P1D F2D 90.1(4) . . ?
F6D P1D F2D 89.7(4) . . ?
F4D P1D F3D 90.1(4) . . ?
F1D P1D F3D 179.7(6) . . ?
F5D P1D F3D 89.8(4) . . ?
F6D P1D F3D 89.8(4) . . ?
F2D P1D F3D 89.9(4) . . ?
C12A Ir1A C1A 89.7(3) . . ?
C12A Ir1A N3A 94.1(3) . . ?
C1A Ir1A N3A 80.8(3) . . ?
C12A Ir1A N4A 80.8(3) . . ?
C1A Ir1A N4A 92.7(3) . . ?
N3A Ir1A N4A 171.8(3) . . ?
C12A Ir1A N2A 170.8(3) . . ?
C1A Ir1A N2A 99.4(3) . . ?
N3A Ir1A N2A 89.1(3) . . ?
N4A Ir1A N2A 97.0(3) . . ?
C12A Ir1A N1A 95.2(3) . . ?
C1A Ir1A N1A 173.1(3) . . ?
N3A Ir1A N1A 94.0(3) . . ?
N4A Ir1A N1A 92.9(3) . . ?
N2A Ir1A N1A 75.9(3) . . ?
C1B Ir1B C12B 87.4(3) . . ?
C1B Ir1B N3B 80.6(3) . . ?
C12B Ir1B N3B 91.8(3) . . ?
C1B Ir1B N4B 97.9(3) . . ?
C12B Ir1B N4B 80.5(3) . . ?
N3B Ir1B N4B 172.2(3) . . ?
C1B Ir1B N2B 92.9(3) . . ?
C12B Ir1B N2B 176.6(3) . . ?
N3B Ir1B N2B 91.5(3) . . ?
N4B Ir1B N2B 96.2(3) . . ?
C1B Ir1B N1B 168.3(3) . . ?
C12B Ir1B N1B 103.7(3) . . ?
N3B Ir1B N1B 95.4(3) . . ?
N4B Ir1B N1B 87.6(3) . . ?
N2B Ir1B N1B 76.2(3) . . ?
C23A N1A C27A 118.4(7) . . ?
C23A N1A Ir1A 125.3(6) . . ?
C27A N1A Ir1A 116.2(5) . . ?
C23B N1B C27B 117.0(8) . . ?
C23B N1B Ir1B 127.2(6) . . ?
C27B N1B Ir1B 115.8(5) . . ?
C28A N2A C32A 117.8(7) . . ?
C28A N2A Ir1A 116.4(5) . . ?
C32A N2A Ir1A 125.8(6) . . ?
C28B N2B C32B 118.6(7) . . ?
C28B N2B Ir1B 116.7(5) . . ?
C32B N2B Ir1B 124.6(6) . . ?
C11A N3A C7A 118.0(7) . . ?
C11A N3A Ir1A 127.3(5) . . ?
C7A N3A Ir1A 114.6(5) . . ?
C11B N3B C7B 120.9(8) . . ?
C11B N3B Ir1B 124.5(7) . . ?
C7B N3B Ir1B 114.6(6) . . ?
C22A N4A C18A 119.4(8) . . ?
C22A N4A Ir1A 125.8(6) . . ?
C18A N4A Ir1A 114.7(6) . . ?
C18B N4B C22B 117.4(7) . . ?
C18B N4B Ir1B 115.9(6) . . ?
C22B N4B Ir1B 126.2(6) . . ?

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
C6A C1A C2A C3A 3.2(14) . . . . ?
Ir1A C1A C2A C3A -178.2(8) . . . . ?
C6B C1B C2B C3B -2.3(13) . . . . ?
Ir1B C1B C2B C3B 170.6(7) . . . . ?
C1A C2A C3A C4A -1.5(17) . . . . ?
C1B C2B C3B C4B 2.5(14) . . . . ?
C2A C3A C4A C5A -1.1(19) . . . . ?
C2B C3B C4B C5B -0.5(14) . . . . ?
C3A C4A C5A C6A 2.0(19) . . . . ?
C3B C4B C5B C6B -1.7(15) . . . . ?
C2A C1A C6A C5A -2.3(14) . . . . ?
Ir1A C1A C6A C5A 178.8(8) . . . . ?
C2A C1A C6A C7A 177.0(8) . . . . ?
Ir1A C1A C6A C7A -1.8(11) . . . . ?
C4A C5A C6A C1A -0.2(17) . . . . ?
C4A C5A C6A C7A -179.5(11) . . . . ?
C4B C5B C6B C1B 1.8(15) . . . . ?
C4B C5B C6B C7B -174.6(9) . . . . ?
C2B C1B C6B C5B 0.2(13) . . . . ?
Ir1B C1B C6B C5B -173.7(7) . . . . ?
C2B C1B C6B C7B 176.9(8) . . . . ?
Ir1B C1B C6B C7B 3.0(10) . . . . ?
C1A C6A C7A N3A 0.0(12) . . . . ?
C5A C6A C7A N3A 179.3(9) . . . . ?
C1A C6A C7A C8A -177.7(9) . . . . ?
C5A C6A C7A C8A 1.6(16) . . . . ?
C5B C6B C7B C8B -3.0(15) . . . . ?
C1B C6B C7B C8B -179.6(9) . . . . ?
C5B C6B C7B N3B 177.6(9) . . . . ?
C1B C6B C7B N3B 1.0(11) . . . . ?
N3A C7A C8A C9A -1.8(14) . . . . ?
C6A C7A C8A C9A 175.7(9) . . . . ?
N3B C7B C8B C9B 1.9(13) . . . . ?
C6B C7B C8B C9B -177.5(9) . . . . ?
C7A C8A C9A C10A 1.2(13) . . . . ?
C7A C8A C9A C33A 179.3(9) . . . . ?
C7B C8B C9B C10B 2.2(13) . . . . ?
C7B C8B C9B C33B -173.3(9) . . . . ?
C8A C9A C10A C11A -0.6(13) . . . . ?
C33A C9A C10A C11A -178.6(9) . . . . ?
C8B C9B C10B C11B -3.5(13) . . . . ?
C33B C9B C10B C11B 172.2(9) . . . . ?
C9A C10A C11A N3A 0.5(14) . . . . ?
C9B C10B C11B N3B 0.6(14) . . . . ?
C17A C12A C13A C14A -2.7(13) . . . . ?
Ir1A C12A C13A C14A 172.6(7) . . . . ?
C17B C12B C13B C14B 0.5(13) . . . . ?
Ir1B C12B C13B C14B -173.4(7) . . . . ?
C12A C13A C14A C15A 2.7(15) . . . . ?
C12B C13B C14B C15B -0.3(14) . . . . ?
C13A C14A C15A C16A -0.7(14) . . . . ?
C13B C14B C15B C16B -1.0(16) . . . . ?
C14A C15A C16A C17A -1.1(14) . . . . ?
C14B C15B C16B C17B 2.2(16) . . . . ?
C15A C16A C17A C12A 0.9(14) . . . . ?
C15A C16A C17A C18A -177.2(8) . . . . ?
C13A C12A C17A C16A 1.0(12) . . . . ?
Ir1A C12A C17A C16A -175.1(7) . . . . ?
C13A C12A C17A C18A 179.2(7) . . . . ?
Ir1A C12A C17A C18A 3.2(9) . . . . ?
C15B C16B C17B C12B -2.0(15) . . . . ?
C15B C16B C17B C18B 179.2(10) . . . . ?
C13B C12B C17B C16B 0.6(13) . . . . ?
Ir1B C12B C17B C16B 175.4(7) . . . . ?
C13B C12B C17B C18B 179.6(8) . . . . ?
Ir1B C12B C17B C18B -5.7(10) . . . . ?
C16A C17A C18A N4A 176.6(8) . . . . ?
C12A C17A C18A N4A -1.6(11) . . . . ?
C16A C17A C18A C19A -3.8(13) . . . . ?
C12A C17A C18A C19A 178.0(8) . . . . ?
C16B C17B C18B N4B -173.6(9) . . . . ?
C12B C17B C18B N4B 7.5(12) . . . . ?
C16B C17B C18B C19B 7.9(15) . . . . ?
C12B C17B C18B C19B -171.0(9) . . . . ?
N4A C18A C19A C20A 0.7(13) . . . . ?
C17A C18A C19A C20A -178.9(8) . . . . ?
N4B C18B C19B C20B -2.6(14) . . . . ?
C17B C18B C19B C20B 175.8(9) . . . . ?
C18A C19A C20A C21A 2.0(13) . . . . ?
C18A C19A C20A C39A -175.1(8) . . . . ?
C18B C19B C20B C21B 3.8(14) . . . . ?
C18B C19B C20B C39B -177.8(9) . . . . ?
C19A C20A C21A C22A -1.6(14) . . . . ?
C39A C20A C21A C22A 175.4(9) . . . . ?
C19B C20B C21B C22B -3.2(13) . . . . ?
C39B C20B C21B C22B 178.5(9) . . . . ?
C20A C21A C22A N4A -1.6(14) . . . . ?
C20B C21B C22B N4B 1.4(14) . . . . ?
N1A C23A C24A C25A -4.0(13) . . . . ?
N1B C23B C24B C25B 2.6(14) . . . . ?
C23A C24A C25A C26A 4.4(13) . . . . ?
C23A C24A C25A C45A -174.6(8) . . . . ?
C23B C24B C25B C26B -2.6(13) . . . . ?
C23B C24B C25B C45B 179.9(8) . . . . ?
C24A C25A C26A C27A 0.1(12) . . . . ?
C45A C25A C26A C27A 179.1(8) . . . . ?
C24B C25B C26B C27B -0.1(12) . . . . ?
C45B C25B C26B C27B 177.6(8) . . . . ?
C25A C26A C27A N1A -5.4(13) . . . . ?
C25A C26A C27A C28A 171.7(8) . . . . ?
C25B C26B C27B N1B 3.1(13) . . . . ?
C25B C26B C27B C28B -174.0(7) . . . . ?
N1A C27A C28A N2A -3.2(11) . . . . ?
C26A C27A C28A N2A 179.6(8) . . . . ?
N1A C27A C28A C29A 172.1(8) . . . . ?
C26A C27A C28A C29A -5.2(13) . . . . ?
N1B C27B C28B N2B 1.8(10) . . . . ?
C26B C27B C28B N2B 179.0(7) . . . . ?
N1B C27B C28B C29B -176.4(8) . . . . ?
C26B C27B C28B C29B 0.8(12) . . . . ?
N2A C28A C29A C30A 3.3(13) . . . . ?
C27A C28A C29A C30A -171.7(8) . . . . ?
N2B C28B C29B C30B -2.8(12) . . . . ?
C27B C28B C29B C30B 175.3(8) . . . . ?
C28A C29A C30A C31A -3.7(13) . . . . ?
C28A C29A C30A C51A 179.8(8) . . . . ?
C28B C29B C30B C31B 0.8(12) . . . . ?
C28B C29B C30B C51B -177.3(8) . . . . ?
C29A C30A C31A C32A 2.2(13) . . . . ?
C51A C30A C31A C32A 178.7(9) . . . . ?
C29B C30B C31B C32B 1.2(14) . . . . ?
C51B C30B C31B C32B 179.4(9) . . . . ?
C30A C31A C32A N2A -0.2(14) . . . . ?
C30B C31B C32B N2B -1.5(15) . . . . ?
C8A C9A C33A C38A 39.0(13) . . . . ?
C10A C9A C33A C38A -143.1(10) . . . . ?
C8A C9A C33A C34A -139.3(10) . . . . ?
C10A C9A C33A C34A 38.6(13) . . . . ?
C8B C9B C33B C34B 150.2(10) . . . . ?
C10B C9B C33B C34B -25.2(14) . . . . ?
C8B C9B C33B C38B -27.2(14) . . . . ?
C10B C9B C33B C38B 157.4(10) . . . . ?
C38A C33A C34A C35A -3.5(15) . . . . ?
C9A C33A C34A C35A 174.8(9) . . . . ?
C38B C33B C34B C35B 1.7(15) . . . . ?
C9B C33B C34B C35B -175.8(9) . . . . ?
C33A C34A C35A C36A 2.7(16) . . . . ?
C33B C34B C35B C36B 0.6(17) . . . . ?
C34A C35A C36A C37A -0.2(17) . . . . ?
C34B C35B C36B C37B -2.1(19) . . . . ?
C35A C36A C37A C38A -1.3(18) . . . . ?
C35B C36B C37B C38B 1.2(19) . . . . ?
C36A C37A C38A C33A 0.4(18) . . . . ?
C34A C33A C38A C37A 2.0(15) . . . . ?
C9A C33A C38A C37A -176.4(10) . . . . ?
C36B C37B C38B C33B 1.2(18) . . . . ?
C34B C33B C38B C37B -2.7(16) . . . . ?
C9B C33B C38B C37B 174.9(10) . . . . ?
C21A C20A C39A C40A 145.6(10) . . . . ?
C19A C20A C39A C40A -37.5(13) . . . . ?
C21A C20A C39A C44A -38.4(14) . . . . ?
C19A C20A C39A C44A 138.5(10) . . . . ?
C19B C20B C39B C44B -151.1(10) . . . . ?
C21B C20B C39B C44B 27.2(14) . . . . ?
C19B C20B C39B C40B 30.3(14) . . . . ?
C21B C20B C39B C40B -151.5(10) . . . . ?
C44A C39A C40A C41A 0.3(15) . . . . ?
C20A C39A C40A C41A 176.4(9) . . . . ?
C44B C39B C40B C41B 2.1(15) . . . . ?
C20B C39B C40B C41B -179.2(10) . . . . ?
C39A C40A C41A C42A -1.3(17) . . . . ?
C39B C40B C41B C42B -1.5(17) . . . . ?
C40A C41A C42A C43A 1.9(19) . . . . ?
C40B C41B C42B C43B 0.2(17) . . . . ?
C41A C42A C43A C44A -1(2) . . . . ?
C41B C42B C43B C44B 0.4(17) . . . . ?
C40A C39A C44A C43A 0.2(14) . . . . ?
C20A C39A C44A C43A -175.8(9) . . . . ?
C42A C43A C44A C39A 0.4(17) . . . . ?
C40B C39B C44B C43B -1.4(15) . . . . ?
C20B C39B C44B C43B 179.9(9) . . . . ?
C42B C43B C44B C39B 0.2(16) . . . . ?
C26A C25A C45A C50A -45.7(12) . . . . ?
C24A C25A C45A C50A 133.3(10) . . . . ?
C26A C25A C45A C46A 138.5(9) . . . . ?
C24A C25A C45A C46A -42.5(12) . . . . ?
C24B C25B C45B C50B -143.7(9) . . . . ?
C26B C25B C45B C50B 38.8(12) . . . . ?
C24B C25B C45B C46B 37.6(14) . . . . ?
C26B C25B C45B C46B -140.0(9) . . . . ?
C50A C45A C46A C47A 0.9(14) . . . . ?
C25A C45A C46A C47A 176.7(9) . . . . ?
C50B C45B C46B C47B -2.3(15) . . . . ?
C25B C45B C46B C47B 176.5(10) . . . . ?
C45A C46A C47A C48A -2.3(16) . . . . ?
C45B C46B C47B C48B 0.5(18) . . . . ?
C46A C47A C48A C49A 1.9(18) . . . . ?
C46B C47B C48B C49B 1.7(17) . . . . ?
C47A C48A C49A C50A -0.2(16) . . . . ?
C47B C48B C49B C50B -2.1(15) . . . . ?
C46A C45A C50A C49A 0.8(14) . . . . ?
C25A C45A C50A C49A -175.0(8) . . . . ?
C48A C49A C50A C45A -1.2(15) . . . . ?
C48B C49B C50B C45B 0.2(15) . . . . ?
C46B C45B C50B C49B 2.0(14) . . . . ?
C25B C45B C50B C49B -176.8(8) . . . . ?
C31A C30A C51A C52A -141.0(9) . . . . ?
C29A C30A C51A C52A 35.4(13) . . . . ?
C31A C30A C51A C56A 39.0(14) . . . . ?
C29A C30A C51A C56A -144.6(10) . . . . ?
C31B C30B C51B C52B -35.7(13) . . . . ?
C29B C30B C51B C52B 142.5(9) . . . . ?
C31B C30B C51B C56B 149.5(9) . . . . ?
C29B C30B C51B C56B -32.3(12) . . . . ?
C56A C51A C52A C53A 3.3(15) . . . . ?
C30A C51A C52A C53A -176.7(9) . . . . ?
C56B C51B C52B C53B -4.0(15) . . . . ?
C30B C51B C52B C53B -178.8(9) . . . . ?
C51A C52A C53A C54A -2.7(16) . . . . ?
C51B C52B C53B C54B 3.8(16) . . . . ?
C52A C53A C54A C55A 2(2) . . . . ?
C52B C53B C54B C55B -1.1(17) . . . . ?
C53A C54A C55A C56A -2(2) . . . . ?
C53B C54B C55B C56B -1.4(16) . . . . ?
C54A C55A C56A C51A 2(2) . . . . ?
C52A C51A C56A C55A -3.2(18) . . . . ?
C30A C51A C56A C55A 176.8(12) . . . . ?
C52B C51B C56B C55B 1.7(14) . . . . ?
C30B C51B C56B C55B 176.5(8) . . . . ?
C54B C55B C56B C51B 1.0(14) . . . . ?
C24A C23A N1A C27A -1.1(12) . . . . ?
C24A C23A N1A Ir1A 174.3(6) . . . . ?
C26A C27A N1A C23A 5.9(12) . . . . ?
C28A C27A N1A C23A -171.4(7) . . . . ?
C26A C27A N1A Ir1A -170.0(6) . . . . ?
C28A C27A N1A Ir1A 12.7(9) . . . . ?
C24B C23B N1B C27B 0.3(13) . . . . ?
C24B C23B N1B Ir1B -179.5(7) . . . . ?
C26B C27B N1B C23B -3.1(12) . . . . ?
C28B C27B N1B C23B 174.1(7) . . . . ?
C26B C27B N1B Ir1B 176.7(6) . . . . ?
C28B C27B N1B Ir1B -6.1(9) . . . . ?
C29A C28A N2A C32A -1.2(12) . . . . ?
C27A C28A N2A C32A 174.2(7) . . . . ?
C29A C28A N2A Ir1A 176.7(6) . . . . ?
C27A C28A N2A Ir1A -8.0(9) . . . . ?
C31A C32A N2A C28A -0.3(13) . . . . ?
C31A C32A N2A Ir1A -178.0(7) . . . . ?
C29B C28B N2B C32B 2.6(12) . . . . ?
C27B C28B N2B C32B -175.7(7) . . . . ?
C29B C28B N2B Ir1B -178.4(6) . . . . ?
C27B C28B N2B Ir1B 3.4(9) . . . . ?
C31B C32B N2B C28B -0.4(13) . . . . ?
C31B C32B N2B Ir1B -179.4(7) . . . . ?
C10A C11A N3A C7A -0.9(13) . . . . ?
C10A C11A N3A Ir1A -178.8(7) . . . . ?
C8A C7A N3A C11A 1.5(12) . . . . ?
C6A C7A N3A C11A -176.2(8) . . . . ?
C8A C7A N3A Ir1A 179.6(7) . . . . ?
C6A C7A N3A Ir1A 1.9(10) . . . . ?
C10B C11B N3B C7B 3.7(13) . . . . ?
C10B C11B N3B Ir1B -177.4(7) . . . . ?
C8B C7B N3B C11B -4.9(12) . . . . ?
C6B C7B N3B C11B 174.5(8) . . . . ?
C8B C7B N3B Ir1B 176.2(6) . . . . ?
C6B C7B N3B Ir1B -4.4(9) . . . . ?
C21A C22A N4A C18A 4.3(13) . . . . ?
C21A C22A N4A Ir1A -179.7(7) . . . . ?
C19A C18A N4A C22A -3.8(12) . . . . ?
C17A C18A N4A C22A 175.8(7) . . . . ?
C19A C18A N4A Ir1A 179.8(6) . . . . ?
C17A C18A N4A Ir1A -0.6(9) . . . . ?
C19B C18B N4B C22B 0.5(13) . . . . ?
C17B C18B N4B C22B -178.1(7) . . . . ?
C19B C18B N4B Ir1B 172.8(7) . . . . ?
C17B C18B N4B Ir1B -5.8(10) . . . . ?
C21B C22B N4B C18B 0.0(13) . . . . ?
C21B C22B N4B Ir1B -171.4(7) . . . . ?

_refine_diff_density_max         1.157
_refine_diff_density_min         -1.920
_refine_diff_density_rms         0.140

_shelxl_version_number           2013-4









_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/Diethyl Ether'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1453922'
_audit_update_record             
;
2016-02-16 deposited with the CCDC.
2016-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
[(2,2'-bipyridine)-bis-(2-phenylpyridine)-iridium(III)] hexafluorophosphate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 C11 H8 N, C10 H8 N2, Ir, P F6'
_chemical_formula_sum            'C32 H24 F6 Ir N4 P'
_chemical_formula_weight         801.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.8560(7)
_cell_length_b                   15.7756(8)
_cell_length_c                   33.3846(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5717.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5415
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      74.1
_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_F_000             3120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    10.194
_shelx_estimated_absorpt_T_min   0.163
_shelx_estimated_absorpt_T_max   0.686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.27t (Agilent, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed microfocus tube'
_diffrn_measurement_device_type  'Agilent SuperNova with AtlasS2 CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13568
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.647
_diffrn_reflns_theta_max         74.167
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5644
_reflns_number_gt                4709
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;



_computing_data_collection       
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_cell_refinement       
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_data_reduction        
'CrysAlisPro V 1.171.37.31, Agilent Technologies'

_computing_structure_solution    
;

SUPERFLIP.  Palatinus, L. and Chapuis, G., J. Appl. Cryst. 40, 786-790.
;
_computing_structure_refinement  'Shelxl-2014/7, Sheldrick, G. M.'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'Shelxl-2014/7, Sheldrick, G. M.'





_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+1.2817P] 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         5644
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0628
_refine_ls_wR_factor_gt          0.0589
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.007
_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
C1 C 0.8651(2) 0.17230(17) 0.66269(8) 0.0118(5) Uani 1 1 d . . . . .
C2 C 0.8466(3) 0.09600(17) 0.68356(8) 0.0142(5) Uani 1 1 d . . . . .
H2 H 0.7652 0.0778 0.6896 0.017 Uiso 1 1 calc R U . . .
C3 C 0.9470(3) 0.04689(18) 0.69548(8) 0.0176(6) Uani 1 1 d . . . . .
H3 H 0.9334 -0.0047 0.7095 0.021 Uiso 1 1 calc R U . . .
C4 C 1.0670(3) 0.07257(18) 0.68704(9) 0.0191(6) Uani 1 1 d . . . . .
H4 H 1.1347 0.0387 0.6952 0.023 Uiso 1 1 calc R U . . .
C5 C 1.0871(3) 0.14796(18) 0.66659(9) 0.0186(6) Uani 1 1 d . . . . .
H5 H 1.1687 0.1659 0.6608 0.022 Uiso 1 1 calc R U . . .
C6 C 0.9876(3) 0.19683(17) 0.65470(8) 0.0145(5) Uani 1 1 d . . . . .
C7 C 1.0010(3) 0.27583(18) 0.63146(8) 0.0153(5) Uani 1 1 d . . . . .
C8 C 1.1110(3) 0.31769(19) 0.62365(9) 0.0189(6) Uani 1 1 d . . . . .
H8 H 1.1866 0.2958 0.6336 0.023 Uiso 1 1 calc R U . . .
C9 C 1.1098(3) 0.39161(19) 0.60114(9) 0.0222(6) Uani 1 1 d . . . . .
H9 H 1.1841 0.4215 0.5960 0.027 Uiso 1 1 calc R U . . .
C10 C 0.9986(3) 0.42138(19) 0.58623(9) 0.0236(6) Uani 1 1 d . . . . .
H10 H 0.9963 0.4710 0.5701 0.028 Uiso 1 1 calc R U . . .
C11 C 0.8917(3) 0.37837(18) 0.59501(9) 0.0185(6) Uani 1 1 d . . . . .
H11 H 0.8158 0.3990 0.5848 0.022 Uiso 1 1 calc R U . . .
C12 C 0.7387(2) 0.31437(18) 0.69050(8) 0.0129(5) Uani 1 1 d . . . . .
C13 C 0.8198(3) 0.37915(17) 0.70180(8) 0.0152(5) Uani 1 1 d . . . . .
H13 H 0.8800 0.3985 0.6833 0.018 Uiso 1 1 calc R U . . .
C14 C 0.8135(3) 0.41571(19) 0.73979(9) 0.0196(6) Uani 1 1 d . . . . .
H14 H 0.8701 0.4591 0.7470 0.024 Uiso 1 1 calc R U . . .
C15 C 0.7251(3) 0.3892(2) 0.76727(9) 0.0215(6) Uani 1 1 d . . . . .
H15 H 0.7219 0.4140 0.7932 0.026 Uiso 1 1 calc R U . . .
C16 C 0.6415(3) 0.32613(19) 0.75654(8) 0.0183(6) Uani 1 1 d . . . . .
H16 H 0.5802 0.3081 0.7750 0.022 Uiso 1 1 calc R U . . .
C17 C 0.6483(3) 0.28961(18) 0.71857(9) 0.0157(5) Uani 1 1 d . . . . .
C18 C 0.5643(3) 0.22241(18) 0.70480(8) 0.0148(5) Uani 1 1 d . . . . .
C19 C 0.4663(3) 0.1894(2) 0.72661(8) 0.0197(6) Uani 1 1 d . . . . .
H19 H 0.4488 0.2104 0.7527 0.024 Uiso 1 1 calc R U . . .
C20 C 0.3943(3) 0.1258(2) 0.71027(9) 0.0234(6) Uani 1 1 d . . . . .
H20 H 0.3275 0.1026 0.7250 0.028 Uiso 1 1 calc R U . . .
C21 C 0.4209(3) 0.0963(2) 0.67200(9) 0.0225(6) Uani 1 1 d . . . . .
H21 H 0.3728 0.0525 0.6603 0.027 Uiso 1 1 calc R U . . .
C22 C 0.5182(3) 0.13150(18) 0.65140(8) 0.0169(6) Uani 1 1 d . . . . .
H22 H 0.5357 0.1117 0.6251 0.020 Uiso 1 1 calc R U . . .
C23 C 0.5590(3) 0.39680(18) 0.61829(9) 0.0182(6) Uani 1 1 d . . . . .
H23 H 0.5751 0.4145 0.6450 0.022 Uiso 1 1 calc R U . . .
C24 C 0.4838(3) 0.44637(19) 0.59442(10) 0.0210(6) Uani 1 1 d . . . . .
H24 H 0.4482 0.4970 0.6046 0.025 Uiso 1 1 calc R U . . .
C25 C 0.4611(3) 0.42046(19) 0.55520(10) 0.0219(6) Uani 1 1 d . . . . .
H25 H 0.4110 0.4539 0.5381 0.026 Uiso 1 1 calc R U . . .
C26 C 0.5124(3) 0.34568(18) 0.54149(9) 0.0194(6) Uani 1 1 d . . . . .
H26 H 0.4974 0.3271 0.5149 0.023 Uiso 1 1 calc R U . . .
C27 C 0.5858(3) 0.29803(17) 0.56687(8) 0.0141(5) Uani 1 1 d . . . . .
C28 C 0.6443(3) 0.21678(18) 0.55528(8) 0.0150(5) Uani 1 1 d . . . . .
C29 C 0.6246(3) 0.17747(19) 0.51872(9) 0.0185(6) Uani 1 1 d . . . . .
H29 H 0.5729 0.2029 0.4992 0.022 Uiso 1 1 calc R U . . .
C30 C 0.6817(3) 0.10028(19) 0.51099(8) 0.0194(6) Uani 1 1 d . . . . .
H30 H 0.6682 0.0719 0.4863 0.023 Uiso 1 1 calc R U . . .
C31 C 0.7585(3) 0.0650(2) 0.53972(9) 0.0194(6) Uani 1 1 d . . . . .
H31 H 0.7988 0.0126 0.5349 0.023 Uiso 1 1 calc R U . . .
C32 C 0.7751(3) 0.10768(19) 0.57549(9) 0.0184(6) Uani 1 1 d . . . . .
H32 H 0.8288 0.0843 0.5950 0.022 Uiso 1 1 calc R U . . .
F1 F 0.23192(18) 0.07789(14) 0.58870(7) 0.0339(5) Uani 1 1 d . . . . .
F2 F 0.31330(19) 0.20110(12) 0.51712(6) 0.0322(4) Uani 1 1 d . . . . .
F3 F 0.3300(2) 0.20409(13) 0.58492(7) 0.0389(5) Uani 1 1 d . . . . .
F4 F 0.4009(2) 0.09157(14) 0.55015(8) 0.0449(6) Uani 1 1 d . . . . .
F5 F 0.2129(2) 0.07588(13) 0.52131(7) 0.0395(5) Uani 1 1 d . . . . .
F6 F 0.14268(18) 0.18773(13) 0.55603(6) 0.0320(4) Uani 1 1 d . . . . .
Ir1 Ir 0.73597(2) 0.24871(2) 0.63858(2) 0.01018(5) Uani 1 1 d . . . . .
N1 N 0.6105(2) 0.32402(15) 0.60488(7) 0.0134(4) Uani 1 1 d . . . . .
N2 N 0.7176(2) 0.18123(15) 0.58343(7) 0.0125(4) Uani 1 1 d . . . . .
N3 N 0.8918(2) 0.30741(15) 0.61789(7) 0.0142(5) Uani 1 1 d . . . . .
N4 N 0.5895(2) 0.19315(14) 0.66716(7) 0.0119(4) Uani 1 1 d . . . . .
P1 P 0.27183(7) 0.14039(5) 0.55287(2) 0.01847(16) Uani 1 1 d . . . . .


_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
C1 C2 1.405(4) . ?
C1 C6 1.410(4) . ?
C1 Ir1 2.017(3) . ?
C2 C3 1.396(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.475(4) . ?
C7 N3 1.363(4) . ?
C7 C8 1.390(4) . ?
C8 C9 1.387(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9500 . ?
C11 N3 1.355(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.400(4) . ?
C12 C17 1.412(4) . ?
C12 Ir1 2.020(3) . ?
C13 C14 1.395(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.392(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.395(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.472(4) . ?
C18 N4 1.366(3) . ?
C18 C19 1.391(4) . ?
C19 C20 1.383(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.390(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.377(4) . ?
C21 H21 0.9500 . ?
C22 N4 1.350(4) . ?
C22 H22 0.9500 . ?
C23 N1 1.353(4) . ?
C23 C24 1.384(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(4) . ?
C26 H26 0.9500 . ?
C27 N1 1.360(3) . ?
C27 C28 1.482(4) . ?
C28 N2 1.353(4) . ?
C28 C29 1.386(4) . ?
C29 C30 1.390(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.387(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(4) . ?
C31 H31 0.9500 . ?
C32 N2 1.344(4) . ?
C32 H32 0.9500 . ?
F1 P1 1.610(2) . ?
F2 P1 1.595(2) . ?
F3 P1 1.598(2) . ?
F4 P1 1.601(2) . ?
F5 P1 1.599(2) . ?
F6 P1 1.5920(19) . ?
Ir1 N3 2.048(2) . ?
Ir1 N4 2.051(2) . ?
Ir1 N1 2.129(2) . ?
Ir1 N2 2.136(2) . ?

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
C2 C1 C6 117.7(2) . . ?
C2 C1 Ir1 127.6(2) . . ?
C6 C1 Ir1 114.58(19) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 121.9(3) . . ?
C5 C6 C7 122.9(3) . . ?
C1 C6 C7 115.1(2) . . ?
N3 C7 C8 120.8(3) . . ?
N3 C7 C6 113.4(2) . . ?
C8 C7 C6 125.8(3) . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.2(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
N3 C11 C10 121.8(3) . . ?
N3 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C13 C12 C17 117.4(3) . . ?
C13 C12 Ir1 127.9(2) . . ?
C17 C12 Ir1 114.7(2) . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 119.6(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C16 C17 C12 121.7(3) . . ?
C16 C17 C18 123.3(3) . . ?
C12 C17 C18 115.0(2) . . ?
N4 C18 C19 120.5(3) . . ?
N4 C18 C17 114.0(2) . . ?
C19 C18 C17 125.5(3) . . ?
C20 C19 C18 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 119.2(3) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C22 C21 C20 118.9(3) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
N4 C22 C21 122.4(3) . . ?
N4 C22 H22 118.8 . . ?
C21 C22 H22 118.8 . . ?
N1 C23 C24 122.2(3) . . ?
N1 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C23 C24 C25 118.6(3) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C26 C25 C24 119.4(3) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 119.5(3) . . ?
C25 C26 H26 120.3 . . ?
C27 C26 H26 120.3 . . ?
N1 C27 C26 121.4(3) . . ?
N1 C27 C28 114.8(2) . . ?
C26 C27 C28 123.8(3) . . ?
N2 C28 C29 121.1(3) . . ?
N2 C28 C27 115.4(2) . . ?
C29 C28 C27 123.5(3) . . ?
C28 C29 C30 119.1(3) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C31 C30 C29 119.4(3) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C32 C31 C30 118.7(3) . . ?
C32 C31 H31 120.6 . . ?
C30 C31 H31 120.6 . . ?
N2 C32 C31 122.0(3) . . ?
N2 C32 H32 119.0 . . ?
C31 C32 H32 119.0 . . ?
C1 Ir1 C12 87.34(11) . . ?
C1 Ir1 N3 80.25(10) . . ?
C12 Ir1 N3 92.60(10) . . ?
C1 Ir1 N4 95.63(10) . . ?
C12 Ir1 N4 80.30(10) . . ?
N3 Ir1 N4 171.99(9) . . ?
C1 Ir1 N1 171.62(10) . . ?
C12 Ir1 N1 100.19(10) . . ?
N3 Ir1 N1 95.61(9) . . ?
N4 Ir1 N1 89.33(9) . . ?
C1 Ir1 N2 96.37(10) . . ?
C12 Ir1 N2 175.43(10) . . ?
N3 Ir1 N2 90.67(9) . . ?
N4 Ir1 N2 96.64(9) . . ?
N1 Ir1 N2 76.29(9) . . ?
C23 N1 C27 118.9(2) . . ?
C23 N1 Ir1 124.27(19) . . ?
C27 N1 Ir1 116.80(18) . . ?
C32 N2 C28 119.6(2) . . ?
C32 N2 Ir1 123.86(19) . . ?
C28 N2 Ir1 116.54(19) . . ?
C11 N3 C7 119.3(3) . . ?
C11 N3 Ir1 124.3(2) . . ?
C7 N3 Ir1 116.14(18) . . ?
C22 N4 C18 119.2(2) . . ?
C22 N4 Ir1 124.85(19) . . ?
C18 N4 Ir1 115.99(18) . . ?
F6 P1 F2 90.94(11) . . ?
F6 P1 F3 90.51(12) . . ?
F2 P1 F3 90.68(12) . . ?
F6 P1 F5 89.41(12) . . ?
F2 P1 F5 90.11(12) . . ?
F3 P1 F5 179.21(13) . . ?
F6 P1 F4 179.07(13) . . ?
F2 P1 F4 89.96(11) . . ?
F3 P1 F4 89.69(14) . . ?
F5 P1 F4 90.38(14) . . ?
F6 P1 F1 90.07(12) . . ?
F2 P1 F1 178.93(13) . . ?
F3 P1 F1 89.66(12) . . ?
F5 P1 F1 89.55(12) . . ?
F4 P1 F1 89.03(12) . . ?

_refine_diff_density_max         0.807
_refine_diff_density_min         -1.002
_refine_diff_density_rms         0.106




_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: diethyl ether/dichloromethane'
_exptl_crystal_preparation       Luminescent
