# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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. 
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data_2222
_database_code_depnum_ccdc_archive 'CCDC 1864016'
loop_
_audit_author_name
_audit_author_address
'Tianzhi Yang'
;Northeast Normal University
China
;
_audit_update_record             
;
2019-10-23 deposited with the CCDC.	2019-11-14 downloaded from the CCDC.
;
_audit_creation_date             2019-06-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C41 H39 Ir N11, F6 P, C2 H6 O'
_chemical_formula_sum            'C43 H45 F6 Ir N11 O P'
_chemical_formula_weight         1069.07
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.025(5)
_cell_length_b                   31.019(5)
_cell_length_c                   15.875(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 95.563(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     4423(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    173
_cell_measurement_theta_max      25.72
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.454
_shelx_estimated_absorpt_T_min   0.304
_exptl_absorpt_coefficient_mu    3.128
_exptl_absorpt_correction_T_max  0.454
_exptl_absorpt_correction_T_min  0.304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            52088
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         25.725
_diffrn_reflns_theta_min         2.354
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7907
_reflns_number_total             8409
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.393
_refine_diff_density_min         -2.568
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         8409
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.246
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0092P)²+30.6978P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0938
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C2-C1AA
 1.515 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(F3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
4.b Aromatic/amide H refined with riding coordinates:
 C37(H37), C22(H22), C19(H19), C21(H21), C5(H5), C38(H38), C20(H20), C4(H4),
 C3(H3), C0AA(H0AA), C11(H11), C28(H28), C25(H25), C36(H36), C30(H30), C13(H13),
  C35(H35), C8(H8)
4.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C32(H32A,H32B,H32C), C17(H17A,H17B,H17C), C16(H16A,H16B,
 H16C), C15(H15A,H15B,H15C), C41(H41A,H41B,H41C), C33(H33A,H33B,H33C),
 C1AA(H1AA,H1AB,H1AC)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.10897(2) 0.12029(2) 0.22368(2) 0.01621(7) Uani 1 1 d . . . . .
P1 P -0.1243(2) 0.19264(7) 0.55349(14) 0.0437(4) Uani 1 1 d . . . . .
N8 N -0.0319(5) 0.17129(14) 0.2569(3) 0.0199(9) Uani 1 1 d . . . . .
N7 N 0.2534(5) 0.16177(14) 0.3037(3) 0.0183(9) Uani 1 1 d . . . . .
N4 N 0.0383(5) 0.08453(14) 0.3190(3) 0.0182(9) Uani 1 1 d . . . . .
N1 N 0.1790(5) 0.14910(13) 0.1198(3) 0.0181(9) Uani 1 1 d . . . . .
C37 C 0.4212(8) 0.2161(2) 0.4128(4) 0.0359(15) Uani 1 1 d . . . . .
H37 H 0.4790 0.2344 0.4511 0.043 Uiso 1 1 calc R . . . .
N5 N -0.0216(6) 0.05130(16) 0.4351(3) 0.0267(11) Uani 1 1 d . . . . .
C22 C -0.1684(7) 0.01142(19) 0.1655(4) 0.0264(13) Uani 1 1 d . . . . .
H22 H -0.2061 -0.0106 0.1991 0.032 Uiso 1 1 calc R . . . .
C18 C -0.0313(6) 0.07939(17) 0.1557(3) 0.0172(11) Uani 1 1 d . . . . .
C19 C -0.0606(6) 0.07635(19) 0.0681(3) 0.0228(12) Uani 1 1 d . . . . .
H19 H -0.0276 0.0987 0.0336 0.027 Uiso 1 1 calc R . . . .
C21 C -0.1892(7) 0.0091(2) 0.0783(4) 0.0278(13) Uani 1 1 d . . . . .
H21 H -0.2397 -0.0148 0.0514 0.033 Uiso 1 1 calc R . . . .
N2 N 0.2298(6) 0.18645(15) 0.0063(3) 0.0291(12) Uani 1 1 d . . . . .
C5 C 0.4269(6) 0.05683(18) 0.0837(4) 0.0240(12) Uani 1 1 d . . . . .
H5 H 0.4740 0.0641 0.0347 0.029 Uiso 1 1 calc R . . . .
N6 N -0.0906(5) 0.03188(14) 0.3631(3) 0.0205(10) Uani 1 1 d . . . . .
C38 C 0.2723(7) 0.2254(2) 0.3905(4) 0.0310(14) Uani 1 1 d . . . . .
H38 H 0.2268 0.2500 0.4126 0.037 Uiso 1 1 calc R . . . .
C2AA C 0.2612(6) 0.07636(16) 0.1924(3) 0.0160(10) Uani 1 1 d . . . . .
C9 C 0.4202(7) 0.13982(18) -0.0453(3) 0.0231(12) Uani 1 1 d . . . . .
N3 N 0.3137(6) 0.14920(14) 0.0135(3) 0.0229(10) Uani 1 1 d . . . . .
C20 C -0.1360(7) 0.0419(2) 0.0302(3) 0.0300(14) Uani 1 1 d . . . . .
H20 H -0.1518 0.0405 -0.0298 0.036 Uiso 1 1 calc R . . . .
C4 C 0.4526(7) 0.01710(19) 0.1230(4) 0.0277(13) Uani 1 1 d . . . . .
H4 H 0.5139 -0.0037 0.0994 0.033 Uiso 1 1 calc R . . . .
F6 F -0.0920(9) 0.2332(2) 0.6078(6) 0.140(4) Uani 1 1 d . . . A 2
C39 C 0.1920(7) 0.19775(17) 0.3349(3) 0.0213(11) Uani 1 1 d . . . . .
N9 N -0.1770(6) 0.18218(17) 0.2398(3) 0.0292(11) Uani 1 1 d . . . . .
C26 C -0.1893(6) -0.00383(17) 0.3735(3) 0.0199(11) Uani 1 1 d . . . . .
N11 N -0.0685(6) 0.23239(16) 0.3140(3) 0.0285(11) Uani 1 1 d . . . . .
F1 F -0.2705(9) 0.1846(4) 0.5905(7) 0.180(5) Uani 1 1 d . . . . .
C23 C -0.0920(6) 0.04626(17) 0.2036(3) 0.0180(11) Uani 1 1 d . . . . .
C24 C -0.0545(6) 0.05205(16) 0.2937(3) 0.0170(10) Uani 1 1 d . . . . .
C29 C -0.3725(7) -0.0716(2) 0.4045(4) 0.0305(14) Uani 1 1 d . . . . .
C3 C 0.3883(7) 0.00804(18) 0.1967(4) 0.0274(13) Uani 1 1 d . . . . .
H3 H 0.4089 -0.0188 0.2241 0.033 Uiso 1 1 calc R . . . .
C27 C -0.3348(7) 0.00510(19) 0.3892(4) 0.0254(12) Uani 1 1 d . . . . .
C0AA C 0.2955(6) 0.03686(18) 0.2314(4) 0.0238(12) Uani 1 1 d . . . . .
H0AA H 0.2543 0.0298 0.2825 0.029 Uiso 1 1 calc R . . . .
C34 C -0.4719(10) -0.1088(2) 0.4244(5) 0.051(2) Uani 1 1 d . . . . .
H34A H -0.5661 -0.0975 0.4412 0.077 Uiso 1 1 calc GR . . . .
H34B H -0.4223 -0.1259 0.4707 0.077 Uiso 1 1 calc GR . . . .
H34C H -0.4916 -0.1270 0.3741 0.077 Uiso 1 1 calc GR . . . .
C11 C 0.4776(7) 0.11039(19) -0.1763(4) 0.0296(14) Uani 1 1 d . . . . .
H11 H 0.4471 0.0967 -0.2287 0.036 Uiso 1 1 calc R . . . .
C10 C 0.3709(7) 0.12053(19) -0.1218(3) 0.0249(12) Uani 1 1 d . . . . .
C28 C -0.4248(7) -0.0296(2) 0.4051(4) 0.0317(14) Uani 1 1 d . . . . .
H28 H -0.5246 -0.0244 0.4166 0.038 Uiso 1 1 calc R . . . .
C14 C 0.5698(7) 0.1495(2) -0.0220(4) 0.0310(14) Uani 1 1 d . . . . .
C12 C 0.6276(7) 0.1197(2) -0.1564(4) 0.0333(14) Uani 1 1 d . . . . .
C25 C 0.0538(7) 0.08287(19) 0.4046(3) 0.0263(13) Uani 1 1 d . . . . .
H25 H 0.1133 0.1025 0.4391 0.032 Uiso 1 1 calc R . . . .
F2 F -0.2231(8) 0.2212(3) 0.4893(6) 0.145(4) Uani 1 1 d . . . . .
C7 C 0.2830(6) 0.12700(16) 0.0817(3) 0.0177(11) Uani 1 1 d . . . . .
C6 C 0.3305(6) 0.08575(16) 0.1179(3) 0.0171(10) Uani 1 1 d . . . . .
C32 C 0.0274(7) -0.0533(2) 0.3547(4) 0.0350(15) Uani 1 1 d . . . . .
H32A H 0.0437 -0.0425 0.2983 0.053 Uiso 1 1 calc GR . . . .
H32B H 0.0479 -0.0843 0.3575 0.053 Uiso 1 1 calc GR . . . .
H32C H 0.0941 -0.0383 0.3974 0.053 Uiso 1 1 calc GR . . . .
C31 C -0.1314(7) -0.04529(18) 0.3712(3) 0.0230(12) Uani 1 1 d . . . . .
C36 C 0.4861(7) 0.1804(2) 0.3798(4) 0.0316(14) Uani 1 1 d . . . . .
H36 H 0.5883 0.1740 0.3943 0.038 Uiso 1 1 calc R . . . .
C30 C -0.2269(8) -0.07915(18) 0.3868(3) 0.0283(14) Uani 1 1 d . . . . .
H30 H -0.1917 -0.1080 0.3853 0.034 Uiso 1 1 calc R . . . .
C17 C 0.6211(10) 0.1697(3) 0.0621(5) 0.057(2) Uani 1 1 d . . . . .
H17A H 0.5726 0.1978 0.0666 0.085 Uiso 1 1 calc GR . . . .
H17B H 0.7293 0.1736 0.0664 0.085 Uiso 1 1 calc GR . . . .
H17C H 0.5948 0.1509 0.1079 0.085 Uiso 1 1 calc GR . . . .
C16 C 0.7422(9) 0.1087(3) -0.2171(5) 0.051(2) Uani 1 1 d . . . . .
H16A H 0.6995 0.0880 -0.2593 0.077 Uiso 1 1 calc GR . . . .
H16B H 0.8303 0.0960 -0.1854 0.077 Uiso 1 1 calc GR . . . .
H16C H 0.7709 0.1350 -0.2456 0.077 Uiso 1 1 calc GR . . . .
C13 C 0.6711(7) 0.1388(2) -0.0798(4) 0.0346(15) Uani 1 1 d . . . . .
H13 H 0.7736 0.1450 -0.0658 0.042 Uiso 1 1 calc R . . . .
C35 C 0.3989(7) 0.15429(19) 0.3253(4) 0.0255(12) Uani 1 1 d . . . . .
H35 H 0.4434 0.1299 0.3019 0.031 Uiso 1 1 calc R . . . .
C15 C 0.2079(7) 0.1118(2) -0.1461(4) 0.0361(15) Uani 1 1 d . . . . .
H15A H 0.1651 0.0975 -0.0991 0.054 Uiso 1 1 calc GR . . . .
H15B H 0.1968 0.0932 -0.1961 0.054 Uiso 1 1 calc GR . . . .
H15C H 0.1560 0.1391 -0.1589 0.054 Uiso 1 1 calc GR . . . .
C8 C 0.1511(7) 0.18459(18) 0.0717(4) 0.0268(13) Uani 1 1 d . . . . .
H8 H 0.0815 0.2061 0.0840 0.032 Uiso 1 1 calc R . . . .
C41 C -0.0597(9) 0.2745(2) 0.3552(5) 0.0456(18) Uani 1 1 d . . . . .
H41A H -0.1524 0.2904 0.3402 0.068 Uiso 1 1 calc GR . . . .
H41B H 0.0241 0.2907 0.3363 0.068 Uiso 1 1 calc GR . . . .
H41C H -0.0450 0.2706 0.4167 0.068 Uiso 1 1 calc GR . . . .
C33 C -0.3899(8) 0.0507(2) 0.3888(5) 0.0380(16) Uani 1 1 d . . . . .
H33A H -0.3262 0.0677 0.4298 0.057 Uiso 1 1 calc GR . . . .
H33B H -0.4924 0.0511 0.4043 0.057 Uiso 1 1 calc GR . . . .
H33C H -0.3871 0.0630 0.3321 0.057 Uiso 1 1 calc GR . . . .
F4 F -0.0260(10) 0.1668(2) 0.6208(7) 0.164(5) Uani 1 1 d . . . B 2
F5 F 0.0201(8) 0.2052(5) 0.5159(5) 0.195(6) Uani 1 1 d . . . C 2
N10 N -0.1991(6) 0.21925(17) 0.2740(4) 0.0329(12) Uani 1 1 d . . . . .
C40 C 0.0342(6) 0.20225(17) 0.3039(3) 0.0208(11) Uani 1 1 d . . . . .
F3 F -0.1533(12) 0.1562(4) 0.4956(9) 0.250(7) Uani 1 1 d . U . D 2
O1 O 0.1931(8) 0.2769(3) 0.2202(5) 0.098(3) Uani 1 1 d . . . . .
H1 H 0.1198 0.2867 0.1895 0.148 Uiso 1 1 calc GR . . . .
C2 C 0.3166(15) 0.2929(4) 0.1955(14) 0.167(9) Uani 1 1 d D . . . .
H2A H 0.3437 0.3182 0.2317 0.200 Uiso 1 1 calc R . . . .
H2B H 0.2930 0.3039 0.1372 0.200 Uiso 1 1 calc R . . . .
C1AA C 0.4484(17) 0.2664(5) 0.1953(13) 0.171(9) Uani 1 1 d D . . . .
H1AA H 0.5164 0.2728 0.2457 0.256 Uiso 1 1 calc GR . . . .
H1AB H 0.4981 0.2725 0.1444 0.256 Uiso 1 1 calc GR . . . .
H1AC H 0.4200 0.2359 0.1957 0.256 Uiso 1 1 calc GR . . . .


_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 N8 2.128(4) . ?
Ir1 N7 2.156(4) . ?
Ir1 N4 2.029(4) . ?
Ir1 N1 2.029(4) . ?
Ir1 C18 2.028(5) . ?
Ir1 C2AA 2.030(5) . ?
P1 F6 1.538(7) . ?
P1 F1 1.516(7) . ?
P1 F2 1.562(7) . ?
P1 F4 1.546(7) . ?
P1 F5 1.535(7) . ?
P1 F3 1.463(7) . ?
N8 N9 1.354(7) . ?
N8 C40 1.322(7) . ?
N7 C39 1.360(7) . ?
N7 C35 1.345(7) . ?
N4 C24 1.347(7) . ?
N4 C25 1.353(7) . ?
N1 C7 1.352(7) . ?
N1 C8 1.349(7) . ?
C37 C38 1.387(9) . ?
C37 C36 1.379(9) . ?
N5 N6 1.385(6) . ?
N5 C25 1.312(7) . ?
C22 C21 1.381(8) . ?
C22 C23 1.389(8) . ?
C18 C19 1.393(7) . ?
C18 C23 1.420(7) . ?
C19 C20 1.374(8) . ?
C21 C20 1.385(9) . ?
N2 N3 1.381(6) . ?
N2 C8 1.316(7) . ?
C5 C4 1.390(8) . ?
C5 C6 1.396(8) . ?
N6 C26 1.441(7) . ?
N6 C24 1.334(7) . ?
C38 C39 1.384(8) . ?
C2AA C0AA 1.394(7) . ?
C2AA C6 1.420(7) . ?
C9 N3 1.433(7) . ?
C9 C10 1.388(8) . ?
C9 C14 1.397(9) . ?
N3 C7 1.335(7) . ?
C4 C3 1.384(9) . ?
C39 C40 1.467(8) . ?
N9 N10 1.296(7) . ?
C26 C27 1.389(8) . ?
C26 C31 1.390(8) . ?
N11 C41 1.459(8) . ?
N11 N10 1.346(7) . ?
N11 C40 1.337(7) . ?
C23 C24 1.448(7) . ?
C29 C34 1.512(8) . ?
C29 C28 1.388(9) . ?
C29 C30 1.390(9) . ?
C3 C0AA 1.376(8) . ?
C27 C28 1.385(8) . ?
C27 C33 1.498(8) . ?
C11 C10 1.391(8) . ?
C11 C12 1.390(9) . ?
C10 C15 1.508(9) . ?
C14 C17 1.506(9) . ?
C14 C13 1.397(9) . ?
C12 C16 1.519(9) . ?
C12 C13 1.375(9) . ?
C7 C6 1.450(7) . ?
C32 C31 1.502(9) . ?
C31 C30 1.396(8) . ?
C36 C35 1.375(8) . ?
O1 C2 1.315(13) . ?
C2 C1AA 1.446(9) . ?

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
N8 Ir1 N7 75.62(18) . . ?
N4 Ir1 N8 89.03(18) . . ?
N4 Ir1 N7 95.86(17) . . ?
N4 Ir1 N1 172.83(17) . . ?
N4 Ir1 C2AA 94.86(19) . . ?
N1 Ir1 N8 96.57(17) . . ?
N1 Ir1 N7 89.88(17) . . ?
N1 Ir1 C2AA 79.94(19) . . ?
C18 Ir1 N8 103.89(19) . . ?
C18 Ir1 N7 176.08(18) . . ?
C18 Ir1 N4 80.22(19) . . ?
C18 Ir1 N1 94.04(19) . . ?
C18 Ir1 C2AA 81.5(2) . . ?
C2AA Ir1 N8 173.87(19) . . ?
C2AA Ir1 N7 99.22(19) . . ?
F6 P1 F2 88.1(5) . . ?
F6 P1 F4 88.4(5) . . ?
F1 P1 F6 92.4(6) . . ?
F1 P1 F2 83.3(5) . . ?
F1 P1 F4 96.3(6) . . ?
F1 P1 F5 174.8(7) . . ?
F4 P1 F2 176.5(6) . . ?
F5 P1 F6 83.6(6) . . ?
F5 P1 F2 93.2(5) . . ?
F5 P1 F4 87.0(6) . . ?
F3 P1 F6 175.2(8) . . ?
F3 P1 F1 90.4(7) . . ?
F3 P1 F2 88.4(6) . . ?
F3 P1 F4 95.1(7) . . ?
F3 P1 F5 93.4(8) . . ?
N9 N8 Ir1 136.5(4) . . ?
C40 N8 Ir1 115.6(4) . . ?
C40 N8 N9 107.8(4) . . ?
C39 N7 Ir1 117.4(4) . . ?
C35 N7 Ir1 124.5(4) . . ?
C35 N7 C39 118.1(5) . . ?
C24 N4 Ir1 114.7(3) . . ?
C24 N4 C25 105.8(4) . . ?
C25 N4 Ir1 139.5(4) . . ?
C7 N1 Ir1 115.1(3) . . ?
C8 N1 Ir1 139.7(4) . . ?
C8 N1 C7 105.1(4) . . ?
C36 C37 C38 120.5(6) . . ?
C25 N5 N6 103.2(4) . . ?
C21 C22 C23 119.4(5) . . ?
C19 C18 Ir1 128.5(4) . . ?
C19 C18 C23 116.1(5) . . ?
C23 C18 Ir1 114.9(4) . . ?
C20 C19 C18 121.9(5) . . ?
C22 C21 C20 119.6(5) . . ?
C8 N2 N3 103.4(4) . . ?
C4 C5 C6 118.6(5) . . ?
N5 N6 C26 118.3(4) . . ?
C24 N6 N5 110.6(4) . . ?
C24 N6 C26 131.1(5) . . ?
C39 C38 C37 117.9(6) . . ?
C0AA C2AA Ir1 127.4(4) . . ?
C0AA C2AA C6 117.0(5) . . ?
C6 C2AA Ir1 115.4(4) . . ?
C10 C9 N3 118.6(5) . . ?
C10 C9 C14 123.0(5) . . ?
C14 C9 N3 118.4(5) . . ?
N2 N3 C9 120.9(4) . . ?
C7 N3 N2 110.1(4) . . ?
C7 N3 C9 129.0(5) . . ?
C19 C20 C21 120.9(5) . . ?
C3 C4 C5 119.6(5) . . ?
N7 C39 C38 122.3(5) . . ?
N7 C39 C40 111.9(5) . . ?
C38 C39 C40 125.9(5) . . ?
N10 N9 N8 108.8(5) . . ?
C27 C26 N6 118.2(5) . . ?
C27 C26 C31 123.6(5) . . ?
C31 C26 N6 118.1(5) . . ?
N10 N11 C41 119.3(5) . . ?
C40 N11 C41 132.2(6) . . ?
C40 N11 N10 108.5(5) . . ?
C22 C23 C18 122.0(5) . . ?
C22 C23 C24 125.8(5) . . ?
C18 C23 C24 112.0(5) . . ?
N4 C24 C23 117.8(5) . . ?
N6 C24 N4 107.4(4) . . ?
N6 C24 C23 134.8(5) . . ?
C28 C29 C34 120.4(6) . . ?
C28 C29 C30 119.2(5) . . ?
C30 C29 C34 120.3(6) . . ?
C0AA C3 C4 121.9(5) . . ?
C26 C27 C33 120.4(5) . . ?
C28 C27 C26 117.4(6) . . ?
C28 C27 C33 122.2(6) . . ?
C3 C0AA C2AA 120.7(5) . . ?
C12 C11 C10 121.9(6) . . ?
C9 C10 C11 117.3(6) . . ?
C9 C10 C15 121.5(5) . . ?
C11 C10 C15 121.1(5) . . ?
C27 C28 C29 121.5(6) . . ?
C9 C14 C17 122.0(6) . . ?
C13 C14 C9 116.9(6) . . ?
C13 C14 C17 121.1(6) . . ?
C11 C12 C16 121.1(6) . . ?
C13 C12 C11 118.6(6) . . ?
C13 C12 C16 120.3(6) . . ?
N5 C25 N4 113.0(5) . . ?
N1 C7 C6 117.5(5) . . ?
N3 C7 N1 108.0(4) . . ?
N3 C7 C6 134.4(5) . . ?
C5 C6 C2AA 122.2(5) . . ?
C5 C6 C7 125.8(5) . . ?
C2AA C6 C7 111.9(5) . . ?
C26 C31 C32 121.6(5) . . ?
C26 C31 C30 116.8(5) . . ?
C30 C31 C32 121.5(5) . . ?
C35 C36 C37 118.2(6) . . ?
C29 C30 C31 121.4(6) . . ?
C12 C13 C14 122.3(6) . . ?
N7 C35 C36 123.0(6) . . ?
N2 C8 N1 113.4(5) . . ?
N9 N10 N11 107.7(5) . . ?
N8 C40 C39 119.3(5) . . ?
N8 C40 N11 107.2(5) . . ?
N11 C40 C39 133.4(5) . . ?
O1 C2 C1AA 120.4(11) . . ?

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

data_1111
_database_code_depnum_ccdc_archive 'CCDC 1864017'
loop_
_audit_author_name
_audit_author_address
'Tianzhi Yang'
;Northeast Normal University
China
;
_audit_update_record             
;
2019-10-30 deposited with the CCDC.	2019-11-14 downloaded from the CCDC.
;
_audit_creation_date             2019-10-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C41 H39 Ir N11, F6 P, 0.5(C7 H8)'
_chemical_formula_sum            'C44.50 H43 F6 Ir N11 P'
_chemical_formula_weight         1069.07
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.025(7)
_cell_length_b                   12.326(4)
_cell_length_c                   20.303(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.211(18)
_cell_angle_gamma                90
_cell_volume                     4916(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9106
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      58.418
_cell_measurement_theta_min      4.218
_shelx_estimated_absorpt_T_max   0.750
_shelx_estimated_absorpt_T_min   0.374
_exptl_absorpt_coefficient_mu    6.119
_exptl_absorpt_correction_T_max  0.736
_exptl_absorpt_correction_T_min  0.504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2132
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_av_unetI/netI     0.0790
_diffrn_reflns_Laue_measured_fraction_full 0.765
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24393
_diffrn_reflns_point_group_measured_fraction_full 0.765
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         58.686
_diffrn_reflns_theta_min         4.218
_diffrn_ambient_temperature      297.14
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.765
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4653
_reflns_number_total             6805
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.224
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.157
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     645
_refine_ls_number_reflns         6805
_refine_ls_number_restraints     229
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0664
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0823P)²+41.7335P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1630
_refine_ls_wR_factor_ref         0.1955
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C49-C50
 1.48 with sigma of 0.02
 C42-C43
 1.48 with sigma of 0.02
 H1C-H42A
 2.1 with sigma of 0.02
 C55-C49 \\sim C49-C51
 with sigma of 0.02
 C44-C42 \\sim C42-C48
 with sigma of 0.02
3. Restrained planarity
 C50, C51, C55, C49, C52, C54, C53
 with sigma of 0.01
 C42, C46, C45, C47, C44, C48, C43
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C45 \\sim C46 \\sim C47 \\sim C44 \\sim C48 \\sim C43 \\sim C42: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C54) \\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C51) \\sim Ueq, Uanis(C55)
\\sim Ueq, Uanis(C49) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C53) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C44) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C47)
\\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C43) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C45) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C44)
\\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C42) \\sim Ueq:
with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C42) = Uanis(C46)
5. Rigid body (RIGU) restrains
 C54, C50, C51, C55, C49, C52, C53
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C45, C46, C47, C44, C48, C43, C42
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: C50(0.25) C51(0.25) H51(0.25) C52(0.25) H52(0.25) C53(0.25)
 H53(0.25) C54(0.25) H54(0.25) C55(0.25) H55(0.25) C49(0.25) H49A(0.25)
 H49B(0.25) H49C(0.25) C46(0.25) H46(0.25) C45(0.25) H45(0.25) C44(0.25)
 H44(0.25) C43(0.25) C48(0.25) H48(0.25) C47(0.25) H47(0.25) C42(0.25)
 H42A(0.25) H42B(0.25) H42C(0.25)
7.a Me refined with riding coordinates:
 C49(H49A,H49B,H49C)
7.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C14(H14), C16(H16), C10(H10), C24(H24), C26(H26), C23(H23),
 C17(H17), C30(H30), C28(H28), C37(H37), C35(H35), C21(H21), C7(H7), C27(H27),
 C22(H22), C5(H5), C15(H15), C51(H51), C52(H52), C53(H53), C54(H54), C55(H55),
 C46(H46), C45(H45), C44(H44), C48(H48), C47(H47)
7.c Fitted hexagon refined as free rotating group:
 C50(C51,C52,C53,C54,C55), C46(C45,C44,C43,C48,C47)
7.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C40(H40A,H40B,H40C), C3(H3A,H3B,H3C), C41(H41A,H41B,
 H41C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C39(H39A,H39B,H39C), C42(H42A,H42B,
 H42C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.18322(2) 0.12570(4) 0.14100(2) 0.0488(2) Uani 1 1 d . . . . .
P1 P 0.0589(2) 0.2966(4) -0.1183(2) 0.0809(12) Uani 1 1 d . . . . .
N2 N 0.0941(5) 0.2275(8) 0.1270(5) 0.049(2) Uani 1 1 d . . . . .
N3 N 0.1618(5) -0.1098(8) -0.0013(5) 0.054(3) Uani 1 1 d . . . . .
N4 N 0.1015(5) -0.0615(8) -0.0319(5) 0.061(3) Uani 1 1 d . . . . .
N5 N 0.1163(5) 0.0435(8) 0.1903(5) 0.055(3) Uani 1 1 d . . . . .
N6 N 0.1500(4) 0.0298(8) 0.0605(5) 0.050(2) Uani 1 1 d . . . . .
N7 N 0.2615(6) 0.3210(9) 0.3111(5) 0.062(3) Uani 1 1 d . . . . .
N8 N 0.2260(5) 0.2226(8) 0.2183(5) 0.052(2) Uani 1 1 d . . . . .
C13 C 0.2609(5) 0.0177(9) 0.1520(6) 0.046(3) Uani 1 1 d . . . . .
C32 C 0.2224(7) 0.2434(11) 0.2840(6) 0.062(3) Uani 1 1 d . . . . .
H32 H 0.1942 0.2048 0.3070 0.074 Uiso 1 1 calc R . . . .
N11 N 0.0173(5) 0.0160(10) 0.2130(5) 0.067(3) Uani 1 1 d . . . . .
C14 C 0.3187(6) 0.0138(10) 0.2002(6) 0.055(3) Uani 1 1 d . . . . .
H14 H 0.3249 0.0649 0.2346 0.067 Uiso 1 1 calc R . . . .
C25 C 0.2437(6) 0.2182(10) 0.0959(6) 0.051(3) Uani 1 1 d . . . . .
C12 C 0.2535(6) -0.0651(10) 0.1035(6) 0.049(3) Uani 1 1 d . . . . .
C16 C 0.3606(6) -0.1425(11) 0.1507(7) 0.065(4) Uani 1 1 d . . . . .
H16 H 0.3947 -0.1936 0.1504 0.078 Uiso 1 1 calc R . . . .
C31 C 0.2716(6) 0.2931(10) 0.2050(6) 0.050(3) Uani 1 1 d . . . . .
C10 C 0.0969(6) 0.0211(11) 0.0065(6) 0.058(3) Uani 1 1 d . . . . .
H10 H 0.0610 0.0702 -0.0017 0.069 Uiso 1 1 calc R . . . .
C24 C 0.0900(7) 0.3239(11) 0.0978(7) 0.067(4) Uani 1 1 d . . . . .
H24 H 0.1265 0.3473 0.0793 0.081 Uiso 1 1 calc R . . . .
C19 C 0.0562(7) 0.0846(11) 0.1848(6) 0.059(4) Uani 1 1 d . . . . .
C9 C 0.1875(7) -0.2014(10) -0.0330(6) 0.058(3) Uani 1 1 d . . . . .
C26 C 0.2508(7) 0.2171(11) 0.0279(7) 0.069(4) Uani 1 1 d . . . . .
H26 H 0.2232 0.1708 -0.0018 0.083 Uiso 1 1 calc R . . . .
C20 C 0.0408(7) 0.1932(10) 0.1529(6) 0.054(3) Uani 1 1 d . . . . .
C23 C 0.0345(8) 0.3911(12) 0.0933(8) 0.080(4) Uani 1 1 d . . . . .
H23 H 0.0334 0.4586 0.0726 0.096 Uiso 1 1 calc R . . . .
N28 N 0.2928(5) 0.3531(8) 0.2604(6) 0.061(3) Uani 1 1 d . . . . .
N30 N 0.1159(6) -0.0544(9) 0.2243(6) 0.069(3) Uani 1 1 d . . . . .
C17 C 0.3020(6) -0.1452(11) 0.1023(7) 0.067(4) Uani 1 1 d . . . . .
H17 H 0.2951 -0.1991 0.0696 0.080 Uiso 1 1 calc R . . . .
C4 C 0.2245(7) -0.1824(12) -0.0824(7) 0.068(4) Uani 1 1 d . . . . .
C34 C 0.4071(7) 0.4147(11) 0.3097(6) 0.063(3) Uani 1 1 d . . . . .
F37 F 0.0633(12) 0.346(3) -0.0512(9) 0.335(16) Uani 1 1 d . . . . .
C33 C 0.3424(7) 0.4380(11) 0.2730(6) 0.062(3) Uani 1 1 d . . . . .
N40 N 0.0570(7) -0.0691(10) 0.2372(6) 0.079(3) Uani 1 1 d . . . . .
C30 C 0.3316(8) 0.3598(12) 0.1129(8) 0.082(5) Uani 1 1 d . . . . .
H30 H 0.3585 0.4086 0.1413 0.098 Uiso 1 1 calc R . . . .
C8 C 0.1741(6) -0.3055(10) -0.0117(7) 0.060(3) Uani 1 1 d . . . . .
C28 C 0.3378(9) 0.3523(14) 0.0468(9) 0.098(6) Uani 1 1 d . . . . .
H28 H 0.3697 0.3946 0.0309 0.117 Uiso 1 1 calc R . . . .
C6 C 0.2342(8) -0.3768(14) -0.0947(9) 0.084(5) Uani 1 1 d . . . . .
C37 C 0.3718(10) 0.6236(12) 0.2638(8) 0.086(5) Uani 1 1 d . . . . .
H37 H 0.3601 0.6939 0.2493 0.103 Uiso 1 1 calc R . . . .
F47 F 0.0541(7) 0.2549(11) -0.1909(6) 0.161(5) Uani 1 1 d . . . . .
F48 F 0.0976(7) 0.3942(10) -0.1445(8) 0.163(5) Uani 1 1 d . . . . .
C18 C -0.0562(7) 0.0188(14) 0.2174(9) 0.093(5) Uani 1 1 d . . . . .
H18A H -0.0647 0.0807 0.2431 0.140 Uiso 1 1 calc GR . . . .
H18B H -0.0677 -0.0462 0.2387 0.140 Uiso 1 1 calc GR . . . .
H18C H -0.0834 0.0236 0.1730 0.140 Uiso 1 1 calc GR . . . .
C11 C 0.1907(6) -0.0545(9) 0.0546(6) 0.050(3) Uani 1 1 d . . . . .
C35 C 0.4533(8) 0.4991(14) 0.3220(8) 0.085(5) Uani 1 1 d . . . . .
H35 H 0.4968 0.4852 0.3462 0.102 Uiso 1 1 calc R . . . .
C21 C -0.0173(7) 0.2549(13) 0.1509(8) 0.073(4) Uani 1 1 d . . . . .
H21 H -0.0534 0.2297 0.1693 0.087 Uiso 1 1 calc R . . . .
F57 F -0.0083(6) 0.3564(12) -0.1399(9) 0.190(7) Uani 1 1 d . . . . .
C40 C 0.4240(8) 0.3029(12) 0.3346(9) 0.095(5) Uani 1 1 d . . . . .
H40A H 0.3911 0.2791 0.3602 0.142 Uiso 1 1 calc GR . . . .
H40B H 0.4686 0.3022 0.3626 0.142 Uiso 1 1 calc GR . . . .
H40C H 0.4233 0.2550 0.2972 0.142 Uiso 1 1 calc GR . . . .
C7 C 0.1984(8) -0.3909(11) -0.0443(9) 0.082(5) Uani 1 1 d . . . . .
H7 H 0.1901 -0.4613 -0.0314 0.098 Uiso 1 1 calc R . . . .
C27 C 0.2965(8) 0.2814(14) 0.0039(8) 0.093(5) Uani 1 1 d . . . . .
H27 H 0.2998 0.2775 -0.0411 0.111 Uiso 1 1 calc R . . . .
C22 C -0.0193(9) 0.3557(13) 0.1205(8) 0.083(5) Uani 1 1 d . . . . .
H22 H -0.0574 0.3997 0.1183 0.100 Uiso 1 1 calc R . . . .
C3 C 0.1331(9) -0.3224(13) 0.0425(9) 0.095(5) Uani 1 1 d . . . . .
H3A H 0.1565 -0.2902 0.0836 0.143 Uiso 1 1 calc GR . . . .
H3B H 0.1274 -0.3987 0.0492 0.143 Uiso 1 1 calc GR . . . .
H3C H 0.0892 -0.2890 0.0293 0.143 Uiso 1 1 calc GR . . . .
C5 C 0.2476(7) -0.2711(14) -0.1123(8) 0.085(5) Uani 1 1 d . . . . .
H5 H 0.2731 -0.2601 -0.1455 0.102 Uiso 1 1 calc R . . . .
C36 C 0.4370(9) 0.6038(15) 0.2995(9) 0.089(5) Uani 1 1 d . . . . .
C38 C 0.3235(7) 0.5420(13) 0.2491(7) 0.072(4) Uani 1 1 d . . . . .
C41 C 0.4893(10) 0.6918(16) 0.3130(11) 0.135(8) Uani 1 1 d . . . . .
H41A H 0.4701 0.7583 0.2932 0.203 Uiso 1 1 calc GR . . . .
H41B H 0.5279 0.6722 0.2940 0.203 Uiso 1 1 calc GR . . . .
H41C H 0.5034 0.7014 0.3606 0.203 Uiso 1 1 calc GR . . . .
C15 C 0.3682(7) -0.0639(12) 0.1994(8) 0.074(4) Uani 1 1 d . . . . .
H15 H 0.4075 -0.0628 0.2325 0.089 Uiso 1 1 calc R . . . .
C29 C 0.2848(6) 0.2940(11) 0.1376(6) 0.056(3) Uani 1 1 d . . . . .
F1 F 0.0173(7) 0.1980(12) -0.0993(9) 0.197(8) Uani 1 1 d . . . . .
F2 F 0.1251(6) 0.2373(18) -0.0989(9) 0.248(11) Uani 1 1 d . . . . .
C1 C 0.2392(9) -0.0675(13) -0.1015(10) 0.103(6) Uani 1 1 d . . . . .
H1A H 0.1972 -0.0312 -0.1194 0.155 Uiso 1 1 calc GR . . . .
H1B H 0.2673 -0.0690 -0.1348 0.155 Uiso 1 1 calc GR . . . .
H1C H 0.2625 -0.0295 -0.0625 0.155 Uiso 1 1 calc DGR . . . .
C2 C 0.2585(9) -0.4725(15) -0.1307(11) 0.132(8) Uani 1 1 d . . . . .
H2A H 0.3000 -0.4535 -0.1449 0.198 Uiso 1 1 calc GR . . . .
H2B H 0.2245 -0.4910 -0.1692 0.198 Uiso 1 1 calc GR . . . .
H2C H 0.2665 -0.5334 -0.1007 0.198 Uiso 1 1 calc GR . . . .
C39 C 0.2537(9) 0.5656(14) 0.2090(10) 0.113(6) Uani 1 1 d . . . . .
H39A H 0.2533 0.5534 0.1623 0.169 Uiso 1 1 calc GR . . . .
H39B H 0.2421 0.6398 0.2157 0.169 Uiso 1 1 calc GR . . . .
H39C H 0.2211 0.5187 0.2235 0.169 Uiso 1 1 calc GR . . . .
C50 C 0.4910(14) 0.504(2) -0.0198(15) 0.062(10) Uani 0.25 1 d D U P A -1
C51 C 0.4406(13) 0.574(2) -0.0073(17) 0.077(12) Uani 0.25 1 d DG U P A -1
H51 H 0.4104 0.6052 -0.0429 0.092 Uiso 0.25 1 calc R . P A -1
C52 C 0.4354(17) 0.598(3) 0.058(2) 0.083(12) Uani 0.25 1 d G U P A -1
H52 H 0.4017 0.6449 0.0668 0.100 Uiso 0.25 1 calc R . P A -1
C53 C 0.481(2) 0.552(3) 0.1116(15) 0.094(14) Uani 0.25 1 d G U P A -1
H53 H 0.4771 0.5675 0.1556 0.113 Uiso 0.25 1 calc R . P A -1
C54 C 0.5310(19) 0.481(3) 0.0991(16) 0.096(14) Uani 0.25 1 d G U P A -1
H54 H 0.5612 0.4504 0.1347 0.115 Uiso 0.25 1 calc R . P A -1
C55 C 0.5362(15) 0.458(3) 0.0334(18) 0.064(11) Uani 0.25 1 d DG U P A -1
H55 H 0.5699 0.4106 0.0250 0.077 Uiso 0.25 1 calc R . P A -1
C49 C 0.497(2) 0.479(3) -0.0882(18) 0.073(13) Uani 0.25 1 d D U P A -1
H49A H 0.5337 0.4297 -0.0879 0.110 Uiso 0.25 1 calc R . P A -1
H49B H 0.5046 0.5446 -0.1109 0.110 Uiso 0.25 1 calc R . P A -1
H49C H 0.4550 0.4461 -0.1111 0.110 Uiso 0.25 1 calc R . P A -1
C46 C 0.5450(11) -0.043(3) -0.006(2) 0.074(7) Uani 0.25 1 d . U P B -1
H46 H 0.5874 -0.0698 -0.0102 0.088 Uiso 0.25 1 calc R . P B -1
C45 C 0.4905(15) -0.114(2) -0.009(2) 0.066(8) Uani 0.25 1 d G U P B -1
H45 H 0.4964 -0.1878 -0.0147 0.080 Uiso 0.25 1 calc R . P B -1
C44 C 0.4270(12) -0.074(2) -0.0027(17) 0.068(8) Uani 0.25 1 d DG U P B -1
H44 H 0.3905 -0.1215 -0.0045 0.082 Uiso 0.25 1 calc R . P B -1
C43 C 0.4181(10) 0.036(2) 0.0062(15) 0.069(8) Uani 0.25 1 d DG U P B -1
C48 C 0.4726(14) 0.107(2) 0.0089(18) 0.067(8) Uani 0.25 1 d DG U P B -1
H48 H 0.4666 0.1811 0.0148 0.081 Uiso 0.25 1 calc R . P B -1
C47 C 0.5361(12) 0.067(3) 0.003(2) 0.065(8) Uani 0.25 1 d G U P B -1
H47 H 0.5725 0.1147 0.0046 0.078 Uiso 0.25 1 calc R . P B -1
C42 C 0.3522(15) 0.079(3) 0.013(2) 0.074(7) Uani 0.25 1 d D U P B -1
H42A H 0.3257 0.0217 0.0271 0.111 Uiso 0.25 1 calc DGR . P B -1
H42B H 0.3291 0.1060 -0.0300 0.111 Uiso 0.25 1 calc GR . P B -1
H42C H 0.3582 0.1362 0.0451 0.111 Uiso 0.25 1 calc GR . P B -1


_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 N2 2.155(9) . ?
Ir1 N5 2.085(10) . ?
Ir1 N6 2.021(10) . ?
Ir1 N8 2.025(10) . ?
Ir1 C13 2.026(11) . ?
Ir1 C25 2.009(12) . ?
P1 F37 1.480(15) . ?
P1 F47 1.548(12) . ?
P1 F48 1.578(12) . ?
P1 F57 1.521(12) . ?
P1 F1 1.563(13) . ?
P1 F2 1.499(12) . ?
N2 C24 1.323(15) . ?
N2 C20 1.346(15) . ?
N3 N4 1.380(13) . ?
N3 C9 1.443(15) . ?
N3 C11 1.353(15) . ?
N4 C10 1.297(15) . ?
N5 C19 1.289(15) . ?
N5 N30 1.391(14) . ?
N6 C10 1.375(14) . ?
N6 C11 1.339(14) . ?
N7 C32 1.290(15) . ?
N7 N28 1.364(14) . ?
N8 C32 1.374(15) . ?
N8 C31 1.327(14) . ?
C13 C14 1.364(15) . ?
C13 C12 1.405(16) . ?
N11 C19 1.351(15) . ?
N11 N40 1.349(15) . ?
N11 C18 1.490(16) . ?
C14 C15 1.381(18) . ?
C25 C26 1.415(17) . ?
C25 C29 1.414(16) . ?
C12 C17 1.389(17) . ?
C12 C11 1.450(16) . ?
C16 C17 1.377(18) . ?
C16 C15 1.371(19) . ?
C31 N28 1.343(15) . ?
C31 C29 1.442(16) . ?
C24 C23 1.375(19) . ?
C19 C20 1.494(18) . ?
C9 C4 1.378(18) . ?
C9 C8 1.396(17) . ?
C26 C27 1.370(19) . ?
C20 C21 1.383(17) . ?
C23 C22 1.37(2) . ?
N28 C33 1.432(16) . ?
N30 N40 1.269(14) . ?
C4 C5 1.37(2) . ?
C4 C1 1.51(2) . ?
C34 C33 1.394(18) . ?
C34 C35 1.381(19) . ?
C34 C40 1.48(2) . ?
C33 C38 1.396(19) . ?
C30 C28 1.37(2) . ?
C30 C29 1.404(17) . ?
C8 C7 1.381(19) . ?
C8 C3 1.51(2) . ?
C28 C27 1.39(2) . ?
C6 C7 1.37(2) . ?
C6 C5 1.39(2) . ?
C6 C2 1.52(2) . ?
C37 C36 1.39(2) . ?
C37 C38 1.39(2) . ?
C35 C36 1.39(2) . ?
C21 C22 1.39(2) . ?
C36 C41 1.49(2) . ?
C38 C39 1.50(2) . ?
C50 C51 1.3900 . ?
C50 C55 1.3900 . ?
C50 C49 1.45(2) . ?
C51 C52 1.3900 . ?
C52 C53 1.3900 . ?
C53 C54 1.3900 . ?
C54 C55 1.3900 . ?
C46 C45 1.3900 . ?
C46 C47 1.3900 . ?
C45 C44 1.3900 . ?
C44 C43 1.3900 . ?
C43 C48 1.3900 . ?
C43 C42 1.45(2) . ?
C48 C47 1.3900 . ?

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
N5 Ir1 N2 75.7(4) . . ?
N6 Ir1 N2 95.8(3) . . ?
N6 Ir1 N5 87.9(4) . . ?
N6 Ir1 N8 174.0(4) . . ?
N6 Ir1 C13 80.2(4) . . ?
N8 Ir1 N2 88.5(4) . . ?
N8 Ir1 N5 97.4(4) . . ?
N8 Ir1 C13 95.9(4) . . ?
C13 Ir1 N2 174.5(4) . . ?
C13 Ir1 N5 100.3(4) . . ?
C25 Ir1 N2 99.6(4) . . ?
C25 Ir1 N5 174.5(4) . . ?
C25 Ir1 N6 95.5(4) . . ?
C25 Ir1 N8 79.5(4) . . ?
C25 Ir1 C13 84.6(4) . . ?
F37 P1 F47 175.0(15) . . ?
F37 P1 F48 92.9(13) . . ?
F37 P1 F57 87.5(12) . . ?
F37 P1 F1 91.9(13) . . ?
F37 P1 F2 93.9(13) . . ?
F47 P1 F48 82.8(7) . . ?
F47 P1 F1 92.3(9) . . ?
F57 P1 F47 89.9(9) . . ?
F57 P1 F48 89.9(8) . . ?
F57 P1 F1 88.0(7) . . ?
F1 P1 F48 174.6(10) . . ?
F2 P1 F47 88.6(10) . . ?
F2 P1 F48 89.6(9) . . ?
F2 P1 F57 178.4(11) . . ?
F2 P1 F1 92.4(9) . . ?
C24 N2 Ir1 124.0(9) . . ?
C24 N2 C20 118.1(11) . . ?
C20 N2 Ir1 117.7(8) . . ?
N4 N3 C9 119.5(10) . . ?
C11 N3 N4 110.8(9) . . ?
C11 N3 C9 129.5(10) . . ?
C10 N4 N3 103.0(9) . . ?
C19 N5 Ir1 116.3(9) . . ?
C19 N5 N30 106.7(10) . . ?
N30 N5 Ir1 136.6(8) . . ?
C10 N6 Ir1 140.5(8) . . ?
C11 N6 Ir1 114.6(8) . . ?
C11 N6 C10 104.9(10) . . ?
C32 N7 N28 102.9(10) . . ?
C32 N8 Ir1 140.3(8) . . ?
C31 N8 Ir1 115.6(8) . . ?
C31 N8 C32 104.1(10) . . ?
C14 C13 Ir1 129.0(10) . . ?
C14 C13 C12 115.8(11) . . ?
C12 C13 Ir1 115.2(8) . . ?
N7 C32 N8 114.3(11) . . ?
C19 N11 C18 131.9(13) . . ?
N40 N11 C19 107.0(11) . . ?
N40 N11 C18 121.0(12) . . ?
C13 C14 C15 121.9(12) . . ?
C26 C25 Ir1 128.5(10) . . ?
C29 C25 Ir1 115.7(8) . . ?
C29 C25 C26 115.7(11) . . ?
C13 C12 C11 112.0(10) . . ?
C17 C12 C13 123.4(11) . . ?
C17 C12 C11 124.6(12) . . ?
C15 C16 C17 119.5(12) . . ?
N8 C31 N28 107.9(10) . . ?
N8 C31 C29 117.3(11) . . ?
N28 C31 C29 134.7(11) . . ?
N4 C10 N6 114.0(11) . . ?
N2 C24 C23 123.4(14) . . ?
N5 C19 N11 108.9(13) . . ?
N5 C19 C20 120.0(11) . . ?
N11 C19 C20 131.1(13) . . ?
C4 C9 N3 118.8(11) . . ?
C4 C9 C8 122.9(12) . . ?
C8 C9 N3 118.3(12) . . ?
C27 C26 C25 122.9(13) . . ?
N2 C20 C19 109.7(10) . . ?
N2 C20 C21 122.9(12) . . ?
C21 C20 C19 127.3(12) . . ?
C22 C23 C24 118.0(14) . . ?
N7 N28 C33 118.8(10) . . ?
C31 N28 N7 110.9(9) . . ?
C31 N28 C33 130.3(11) . . ?
N40 N30 N5 108.7(11) . . ?
C16 C17 C12 118.1(13) . . ?
C9 C4 C1 120.3(13) . . ?
C5 C4 C9 117.5(13) . . ?
C5 C4 C1 122.2(14) . . ?
C33 C34 C40 120.0(13) . . ?
C35 C34 C33 117.4(14) . . ?
C35 C34 C40 122.6(14) . . ?
C34 C33 N28 119.1(12) . . ?
C34 C33 C38 122.4(13) . . ?
C38 C33 N28 118.5(12) . . ?
N30 N40 N11 108.7(11) . . ?
C28 C30 C29 120.4(14) . . ?
C9 C8 C3 121.1(12) . . ?
C7 C8 C9 116.5(13) . . ?
C7 C8 C3 122.4(14) . . ?
C30 C28 C27 119.9(14) . . ?
C7 C6 C5 117.8(14) . . ?
C7 C6 C2 121.6(18) . . ?
C5 C6 C2 120.6(18) . . ?
C36 C37 C38 122.1(15) . . ?
N3 C11 C12 134.6(11) . . ?
N6 C11 N3 107.4(10) . . ?
N6 C11 C12 118.0(11) . . ?
C34 C35 C36 122.4(15) . . ?
C20 C21 C22 117.2(14) . . ?
C6 C7 C8 123.0(14) . . ?
C26 C27 C28 119.9(14) . . ?
C23 C22 C21 120.5(15) . . ?
C4 C5 C6 122.3(15) . . ?
C37 C36 C35 118.2(14) . . ?
C37 C36 C41 121.5(18) . . ?
C35 C36 C41 120.2(18) . . ?
C33 C38 C39 121.8(14) . . ?
C37 C38 C33 117.4(14) . . ?
C37 C38 C39 120.8(15) . . ?
C16 C15 C14 121.2(12) . . ?
C25 C29 C31 111.8(10) . . ?
C30 C29 C25 121.2(11) . . ?
C30 C29 C31 127.0(12) . . ?
C51 C50 C55 120.0 . . ?
C51 C50 C49 120.1(8) . . ?
C55 C50 C49 119.9(8) . . ?
C52 C51 C50 120.0 . . ?
C51 C52 C53 120.0 . . ?
C54 C53 C52 120.0 . . ?
C53 C54 C55 120.0 . . ?
C54 C55 C50 120.0 . . ?
C45 C46 C47 120.0 . . ?
C44 C45 C46 120.0 . . ?
C43 C44 C45 120.0 . . ?
C44 C43 C48 120.0 . . ?
C44 C43 C42 120.5(8) . . ?
C48 C43 C42 119.5(8) . . ?
C47 C48 C43 120.0 . . ?
C48 C47 C46 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
