#------------------------------------------------------------------------------
#$Date: 2020-12-23 00:15:23 +0200 (Wed, 23 Dec 2020) $
#$Revision: 260081 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/83/4518335.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4518335
loop_
_publ_author_name
'He, Jian'
'Bai, Zhi-Qin'
'Yuan, Pan-Feng'
'Wu, Li-Zhu'
'Liu, Qiang'
_publ_section_title
;
 Highly Efficient Iridium-Based Photosensitizers for
 Thia-Paternò--Büchi Reaction and Aza-Photocyclization
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              446
_journal_page_last               455
_journal_paper_doi               10.1021/acscatal.0c05005
_journal_year                    2020
_chemical_formula_moiety         'C37 H20 F10 Ir N6, F6 P'
_chemical_formula_sum            'C37 H20 F16 Ir N6 P'
_chemical_formula_weight         1075.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-10-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.084(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.4456(6)
_cell_length_b                   15.4907(6)
_cell_length_c                   19.3081(9)
_cell_measurement_reflns_used    3779
_cell_measurement_temperature    293.73(10)
_cell_measurement_theta_max      25.6220
_cell_measurement_theta_min      3.9110
_cell_volume                     3822.9(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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)'
_diffrn_ambient_temperature      293.73(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -4.00   25.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  -99.0000 -150.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega   40.00  102.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  178.0000    0.0000 62

#__ type_ start__ end____ width___ exp.time_
  3 omega   65.00   96.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   38.0000   60.0000 31

#__ type_ start__ end____ width___ exp.time_
  4 omega    6.00   94.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   38.0000   30.0000 88

#__ type_ start__ end____ width___ exp.time_
  5 omega   30.00   63.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -99.0000   30.0000 33
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0079895000
_diffrn_orient_matrix_UB_12      -0.0399220000
_diffrn_orient_matrix_UB_13      0.0189237000
_diffrn_orient_matrix_UB_21      0.0013385000
_diffrn_orient_matrix_UB_22      0.0217910000
_diffrn_orient_matrix_UB_23      0.0325712000
_diffrn_orient_matrix_UB_31      -0.0549258000
_diffrn_orient_matrix_UB_32      -0.0052470000
_diffrn_orient_matrix_UB_33      -0.0085952000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0752
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            14974
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         3.434
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.651
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.869
_exptl_crystal_description       block
_exptl_crystal_F_000             2080
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.740
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     550
_refine_ls_number_reflns         7521
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0445
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0320P)²+2.8328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.1043
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5510
_reflns_number_total             7521
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs0c05005_si_007.cif
_cod_data_source_block           hej(4)_1029
_cod_database_code               4518335
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.668
_shelx_estimated_absorpt_t_min   0.576
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C20(H20), C23(H23), C26(H26), C34(H34), C35(H35),
 C36(H36), C37(H37), C39(H39), C40(H40), C42(H42), C43(H43), C56(H56), C59(H59),
  C60(H60), C2AA(H2AA), C1AA(H1AA), C1(H1), C5AA(H5AA)
;
_olex2_date_sample_data_collection 2018-10-29
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 0.19500(2) 0.26715(2) 0.48191(2) 0.03264(10) Uani 1 1 d . . . . .
P1 P 0.56928(18) 0.12227(16) 0.68466(12) 0.0606(6) Uani 1 1 d . . . . .
N2 N 0.2818(4) 0.2671(3) 0.4046(3) 0.0322(12) Uani 1 1 d . . . . .
C3 C 0.1304(5) 0.2590(4) 0.5620(4) 0.0405(16) Uani 1 1 d . . . . .
N4 N 0.0623(4) 0.2343(4) 0.4013(3) 0.0393(13) Uani 1 1 d . . . . .
N5 N 0.3121(4) 0.0147(4) 0.5138(3) 0.0371(13) Uani 1 1 d . . . . .
N6 N 0.3127(4) 0.3170(4) 0.5659(3) 0.0403(14) Uani 1 1 d . . . . .
C7 C 0.3424(4) 0.1964(4) 0.4063(3) 0.0310(14) Uani 1 1 d . . . . .
C8 C 0.1299(5) 0.3834(5) 0.4575(3) 0.0411(16) Uani 1 1 d . . . . .
C9 C 0.2887(5) 0.3362(5) 0.6277(4) 0.0469(18) Uani 1 1 d . . . . .
F10 F 0.2015(3) 0.3378(4) 0.7493(2) 0.0894(18) Uani 1 1 d . . . . .
N13 N 0.2553(4) 0.0763(4) 0.5327(3) 0.0374(13) Uani 1 1 d . . . . .
C14 C 0.0366(5) 0.2184(5) 0.5585(4) 0.052(2) Uani 1 1 d . . . . .
H14 H -0.004229 0.193315 0.515291 0.063 Uiso 1 1 calc R . . . .
C16 C -0.0062(5) 0.2993(5) 0.3714(4) 0.0429(17) Uani 1 1 d . . . . .
C18 C 0.4151(6) 0.2597(5) 0.3213(4) 0.054(2) Uani 1 1 d . . . . .
H18 H 0.460951 0.258090 0.293847 0.065 Uiso 1 1 calc R . . . .
F19 F -0.1196(3) 0.4616(3) 0.3352(3) 0.0949(18) Uani 1 1 d . . . . .
C20 C 0.2865(5) 0.3310(5) 0.3602(4) 0.0434(17) Uani 1 1 d . . . . .
H20 H 0.243803 0.378816 0.357891 0.052 Uiso 1 1 calc R . . . .
F21 F 0.1546(4) 0.6121(3) 0.4946(3) 0.0970(18) Uani 1 1 d . . . . .
C22 C -0.0228(6) 0.4603(6) 0.3856(4) 0.060(2) Uani 1 1 d . . . . .
C23 C 0.3535(6) 0.3884(5) 0.6807(4) 0.060(2) Uani 1 1 d . . . . .
H23 H 0.334262 0.404744 0.721151 0.072 Uiso 1 1 calc R . . . .
C24 C 0.1881(5) 0.2984(5) 0.6274(4) 0.0443(17) Uani 1 1 d . . . . .
C25 C 0.3169(5) -0.0710(5) 0.5449(4) 0.0412(16) Uani 1 1 d . . . . .
C26 C 0.3575(4) 0.0432(4) 0.4647(3) 0.0372(16) Uani 1 1 d . . . . .
H26 H 0.400528 0.012662 0.443873 0.045 Uiso 1 1 calc R . . . .
C27 C 0.0302(5) 0.3828(5) 0.4029(4) 0.0413(17) Uani 1 1 d . . . . .
C28 C 0.1501(6) 0.2966(6) 0.6868(4) 0.062(2) Uani 1 1 d . . . . .
C31 C 0.0048(6) 0.2158(6) 0.6196(5) 0.068(3) Uani 1 1 d . . . . .
C32 C 0.3255(4) 0.1272(4) 0.4527(3) 0.0319(14) Uani 1 1 d . . . . .
C34 C -0.1201(6) 0.1997(7) 0.2916(4) 0.064(2) Uani 1 1 d . . . . .
H34 H -0.181521 0.188540 0.254028 0.077 Uiso 1 1 calc R . . . .
C35 C -0.0989(5) 0.2822(6) 0.3163(4) 0.055(2) Uani 1 1 d . . . . .
H35 H -0.145861 0.326478 0.296620 0.066 Uiso 1 1 calc R . . . .
C36 C 0.4105(5) 0.1920(5) 0.3658(4) 0.0454(18) Uani 1 1 d . . . . .
H36 H 0.452837 0.143804 0.368680 0.055 Uiso 1 1 calc R . . . .
C37 C 0.4481(6) 0.4164(6) 0.6730(5) 0.073(3) Uani 1 1 d . . . . .
H37 H 0.492529 0.451305 0.708503 0.087 Uiso 1 1 calc R . . . .
C39 C 0.3057(6) -0.1407(5) 0.5000(4) 0.058(2) Uani 1 1 d . . . . .
H39 H 0.298138 -0.133599 0.450766 0.070 Uiso 1 1 calc R . . . .
C40 C 0.3266(5) -0.0787(5) 0.6172(4) 0.0500(19) Uani 1 1 d . . . . .
H40 H 0.332380 -0.030187 0.646604 0.060 Uiso 1 1 calc R . . . .
C41 C 0.1139(6) 0.5366(5) 0.4644(5) 0.060(2) Uani 1 1 d . . . . .
C42 C 0.1704(5) 0.4622(5) 0.4862(4) 0.0513(19) Uani 1 1 d . . . . .
H42 H 0.236442 0.464916 0.520614 0.062 Uiso 1 1 calc R . . . .
C43 C 0.3513(6) 0.3302(5) 0.3174(4) 0.056(2) Uani 1 1 d . . . . .
H43 H 0.351989 0.376202 0.286532 0.068 Uiso 1 1 calc R . . . .
F46 F -0.0850(4) 0.1760(4) 0.6170(3) 0.105(2) Uani 1 1 d . . . . .
C47 C -0.0527(6) 0.1319(6) 0.3208(4) 0.055(2) Uani 1 1 d . . . . .
F53 F 0.6793(4) 0.1242(6) 0.6792(4) 0.160(3) Uani 1 1 d . . . . .
F55 F 0.5689(7) 0.2188(4) 0.7018(4) 0.152(3) Uani 1 1 d . . . . .
C56 C 0.0174(6) 0.5382(5) 0.4145(5) 0.064(2) Uani 1 1 d . . . . .
H56 H -0.019435 0.589402 0.400688 0.077 Uiso 1 1 calc R . . . .
C59 C 0.3275(5) -0.1604(6) 0.6452(5) 0.062(2) Uani 1 1 d . . . . .
H59 H 0.336349 -0.167083 0.694605 0.074 Uiso 1 1 calc R . . . .
C60 C 0.0602(7) 0.2556(6) 0.6848(5) 0.073(3) Uani 1 1 d . . . . .
H60 H 0.036573 0.254050 0.725228 0.087 Uiso 1 1 calc R . . . .
F61 F 0.0047(6) -0.0001(5) 0.2968(6) 0.187(4) Uani 1 1 d . . . . .
F64 F 0.6134(6) 0.1072(5) 0.7682(3) 0.150(3) Uani 1 1 d . . . . .
F66 F 0.6510(5) 0.4180(8) 0.6628(5) 0.220(6) Uani 1 1 d . . . . .
F67 F 0.5262(5) 0.1357(5) 0.6016(3) 0.130(3) Uani 1 1 d . . . . .
N0AA N 0.2648(4) 0.1442(4) 0.4950(3) 0.0366(13) Uani 1 1 d . . . . .
C2AA C 0.4061(5) 0.3430(5) 0.5607(4) 0.0453(17) Uani 1 1 d . . . . .
H2AA H 0.424243 0.326632 0.519888 0.054 Uiso 1 1 calc R . . . .
C1AA C 0.0388(5) 0.1528(5) 0.3762(4) 0.0490(19) Uani 1 1 d . . . . .
H1AA H 0.085614 0.108773 0.396931 0.059 Uiso 1 1 calc R . . . .
C3AA C 0.4754(6) 0.3922(5) 0.6128(4) 0.056(2) Uani 1 1 d . . . . .
C4AA C 0.5769(7) 0.4182(7) 0.6026(7) 0.085(3) Uani 1 1 d . . . . .
F5AA F 0.5777(6) 0.4979(6) 0.5865(6) 0.179(4) Uani 1 1 d . . . . .
C12 C -0.0708(8) 0.0419(8) 0.2928(9) 0.115(5) Uani 1 1 d . . . . .
F7AA F -0.1345(10) 0.0330(7) 0.2355(7) 0.285(9) Uani 1 1 d . . . . .
F6AA F 0.6028(6) 0.3793(7) 0.5580(7) 0.253(7) Uani 1 1 d . . . . .
F15 F -0.1134(14) -0.0014(6) 0.3342(9) 0.290(9) Uani 1 1 d . . . . .
F1 F 0.5649(7) 0.0232(4) 0.6688(4) 0.165(3) Uani 1 1 d . . . . .
F2 F 0.4599(6) 0.1171(7) 0.6907(5) 0.216(5) Uani 1 1 d . . . . .
C1 C 0.3060(6) -0.2231(6) 0.5297(5) 0.071(3) Uani 1 1 d . . . . .
H1 H 0.299491 -0.271929 0.500601 0.085 Uiso 1 1 calc R . . . .
C5AA C 0.3159(6) -0.2312(6) 0.6024(6) 0.067(2) Uani 1 1 d . . . . .
H5AA H 0.314540 -0.285724 0.622312 0.081 Uiso 1 1 calc R . . . .
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'
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
C3 Ir1 N2 172.6(2) . . ?
C3 Ir1 N4 95.0(2) . . ?
C3 Ir1 N6 79.9(3) . . ?
C3 Ir1 N0AA 97.7(2) . . ?
N4 Ir1 N2 90.28(19) . . ?
N4 Ir1 N0AA 96.8(2) . . ?
N6 Ir1 N2 95.57(19) . . ?
N6 Ir1 N4 170.1(2) . . ?
N6 Ir1 N0AA 92.3(2) . . ?
C8 Ir1 N2 97.4(2) . . ?
C8 Ir1 C3 88.6(3) . . ?
C8 Ir1 N4 80.1(2) . . ?
C8 Ir1 N6 91.2(2) . . ?
C8 Ir1 N0AA 173.2(2) . . ?
N0AA Ir1 N2 76.5(2) . . ?
F53 P1 F55 93.7(5) . . ?
F53 P1 F64 90.5(4) . . ?
F53 P1 F67 89.2(4) . . ?
F53 P1 F1 89.1(5) . . ?
F55 P1 F64 87.1(4) . . ?
F55 P1 F67 93.8(4) . . ?
F55 P1 F1 177.1(5) . . ?
F64 P1 F1 92.0(4) . . ?
F67 P1 F64 179.0(4) . . ?
F67 P1 F1 87.1(4) . . ?
F2 P1 F53 178.0(6) . . ?
F2 P1 F55 88.1(5) . . ?
F2 P1 F64 88.8(5) . . ?
F2 P1 F67 91.5(5) . . ?
F2 P1 F1 89.1(5) . . ?
C7 N2 Ir1 115.6(4) . . ?
C20 N2 Ir1 126.3(4) . . ?
C20 N2 C7 118.0(5) . . ?
C14 C3 Ir1 126.6(5) . . ?
C14 C3 C24 118.7(6) . . ?
C24 C3 Ir1 114.7(5) . . ?
C16 N4 Ir1 117.1(5) . . ?
C1AA N4 Ir1 123.9(5) . . ?
C1AA N4 C16 119.0(6) . . ?
N13 N5 C25 119.6(5) . . ?
N13 N5 C26 112.2(5) . . ?
C26 N5 C25 128.1(6) . . ?
C9 N6 Ir1 116.3(4) . . ?
C2AA N6 Ir1 124.4(5) . . ?
C2AA N6 C9 118.6(6) . . ?
N2 C7 C32 113.6(5) . . ?
N2 C7 C36 121.6(6) . . ?
C36 C7 C32 124.7(6) . . ?
C27 C8 Ir1 114.3(5) . . ?
C42 C8 Ir1 127.9(5) . . ?
C42 C8 C27 117.8(6) . . ?
N6 C9 C23 120.7(7) . . ?
N6 C9 C24 112.2(6) . . ?
C23 C9 C24 127.0(7) . . ?
N0AA N13 N5 104.9(5) . . ?
C3 C14 H14 120.3 . . ?
C31 C14 C3 119.4(7) . . ?
C31 C14 H14 120.3 . . ?
N4 C16 C27 112.7(6) . . ?
N4 C16 C35 120.6(7) . . ?
C35 C16 C27 126.7(7) . . ?
C36 C18 H18 120.2 . . ?
C36 C18 C43 119.6(7) . . ?
C43 C18 H18 120.2 . . ?
N2 C20 H20 118.3 . . ?
N2 C20 C43 123.4(7) . . ?
C43 C20 H20 118.3 . . ?
F19 C22 C27 119.5(8) . . ?
F19 C22 C56 116.6(7) . . ?
C56 C22 C27 123.9(7) . . ?
C9 C23 H23 120.4 . . ?
C9 C23 C37 119.3(7) . . ?
C37 C23 H23 120.4 . . ?
C3 C24 C9 115.3(6) . . ?
C28 C24 C3 119.4(7) . . ?
C28 C24 C9 125.2(7) . . ?
C39 C25 N5 118.6(6) . . ?
C39 C25 C40 122.5(7) . . ?
C40 C25 N5 118.8(7) . . ?
N5 C26 H26 127.9 . . ?
N5 C26 C32 104.1(6) . . ?
C32 C26 H26 127.9 . . ?
C8 C27 C16 115.7(6) . . ?
C22 C27 C8 118.0(7) . . ?
C22 C27 C16 126.3(7) . . ?
F10 C28 C24 120.6(8) . . ?
F10 C28 C60 116.9(8) . . ?
C60 C28 C24 122.5(8) . . ?
C14 C31 C60 122.7(8) . . ?
F46 C31 C14 119.8(9) . . ?
F46 C31 C60 117.4(8) . . ?
C26 C32 C7 134.7(6) . . ?
N0AA C32 C7 117.9(6) . . ?
N0AA C32 C26 107.4(6) . . ?
C35 C34 H34 119.1 . . ?
C35 C34 C47 121.8(7) . . ?
C47 C34 H34 119.1 . . ?
C16 C35 H35 120.4 . . ?
C34 C35 C16 119.2(7) . . ?
C34 C35 H35 120.4 . . ?
C7 C36 H36 120.5 . . ?
C18 C36 C7 119.0(7) . . ?
C18 C36 H36 120.5 . . ?
C23 C37 H37 120.1 . . ?
C3AA C37 C23 119.9(7) . . ?
C3AA C37 H37 120.1 . . ?
C25 C39 H39 120.8 . . ?
C25 C39 C1 118.4(8) . . ?
C1 C39 H39 120.8 . . ?
C25 C40 H40 121.0 . . ?
C25 C40 C59 117.9(8) . . ?
C59 C40 H40 121.0 . . ?
F21 C41 C42 119.0(7) . . ?
F21 C41 C56 117.6(7) . . ?
C56 C41 C42 123.4(8) . . ?
C8 C42 H42 119.8 . . ?
C41 C42 C8 120.5(7) . . ?
C41 C42 H42 119.8 . . ?
C18 C43 H43 120.9 . . ?
C20 C43 C18 118.3(7) . . ?
C20 C43 H43 120.9 . . ?
C34 C47 C1AA 116.5(8) . . ?
C34 C47 C12 123.3(8) . . ?
C1AA C47 C12 120.1(8) . . ?
C22 C56 H56 121.8 . . ?
C41 C56 C22 116.4(7) . . ?
C41 C56 H56 121.8 . . ?
C40 C59 H59 119.3 . . ?
C5AA C59 C40 121.4(8) . . ?
C5AA C59 H59 119.3 . . ?
C28 C60 C31 117.2(7) . . ?
C28 C60 H60 121.4 . . ?
C31 C60 H60 121.4 . . ?
N13 N0AA Ir1 132.7(4) . . ?
N13 N0AA C32 111.3(5) . . ?
C32 N0AA Ir1 115.8(4) . . ?
N6 C2AA H2AA 118.4 . . ?
N6 C2AA C3AA 123.2(7) . . ?
C3AA C2AA H2AA 118.4 . . ?
N4 C1AA C47 122.8(7) . . ?
N4 C1AA H1AA 118.6 . . ?
C47 C1AA H1AA 118.6 . . ?
C37 C3AA C4AA 122.2(8) . . ?
C2AA C3AA C37 118.2(8) . . ?
C2AA C3AA C4AA 119.6(8) . . ?
F66 C4AA C3AA 111.5(11) . . ?
F5AA C4AA F66 99.2(9) . . ?
F5AA C4AA C3AA 111.8(9) . . ?
F6AA C4AA F66 109.7(11) . . ?
F6AA C4AA C3AA 116.4(8) . . ?
F6AA C4AA F5AA 106.7(13) . . ?
F61 C12 C47 116.8(8) . . ?
F61 C12 F15 102.0(15) . . ?
F7AA C12 C47 116.1(12) . . ?
F7AA C12 F61 110.7(17) . . ?
F7AA C12 F15 100.6(11) . . ?
F15 C12 C47 108.2(13) . . ?
C39 C1 H1 120.3 . . ?
C5AA C1 C39 119.3(9) . . ?
C5AA C1 H1 120.3 . . ?
C59 C5AA C1 120.4(9) . . ?
C59 C5AA H5AA 119.8 . . ?
C1 C5AA H5AA 119.8 . . ?
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 2.161(5) . ?
Ir1 C3 1.999(7) . ?
Ir1 N4 2.035(5) . ?
Ir1 N6 2.034(5) . ?
Ir1 C8 1.994(7) . ?
Ir1 N0AA 2.104(5) . ?
P1 F53 1.515(6) . ?
P1 F55 1.532(6) . ?
P1 F64 1.555(6) . ?
P1 F67 1.541(5) . ?
P1 F1 1.563(7) . ?
P1 F2 1.514(6) . ?
N2 C7 1.359(8) . ?
N2 C20 1.323(8) . ?
C3 C14 1.392(9) . ?
C3 C24 1.402(9) . ?
N4 C16 1.365(8) . ?
N4 C1AA 1.354(9) . ?
N5 N13 1.342(7) . ?
N5 C25 1.450(8) . ?
N5 C26 1.351(7) . ?
N6 C9 1.362(8) . ?
N6 C2AA 1.351(8) . ?
C7 C32 1.458(8) . ?
C7 C36 1.379(8) . ?
C8 C27 1.425(8) . ?
C8 C42 1.381(10) . ?
C9 C23 1.382(10) . ?
C9 C24 1.472(10) . ?
F10 C28 1.350(9) . ?
N13 N0AA 1.308(7) . ?
C14 H14 0.9300 . ?
C14 C31 1.374(10) . ?
C16 C27 1.449(10) . ?
C16 C35 1.390(9) . ?
C18 H18 0.9300 . ?
C18 C36 1.369(10) . ?
C18 C43 1.376(10) . ?
F19 C22 1.361(8) . ?
C20 H20 0.9300 . ?
C20 C43 1.375(9) . ?
F21 C41 1.345(9) . ?
C22 C27 1.384(10) . ?
C22 C56 1.368(11) . ?
C23 H23 0.9300 . ?
C23 C37 1.394(11) . ?
C24 C28 1.393(9) . ?
C25 C39 1.364(10) . ?
C25 C40 1.367(9) . ?
C26 H26 0.9300 . ?
C26 C32 1.368(9) . ?
C28 C60 1.356(12) . ?
C31 F46 1.342(9) . ?
C31 C60 1.391(12) . ?
C32 N0AA 1.348(7) . ?
C34 H34 0.9300 . ?
C34 C35 1.363(11) . ?
C34 C47 1.387(11) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C37 C3AA 1.376(11) . ?
C39 H39 0.9300 . ?
C39 C1 1.401(11) . ?
C40 H40 0.9300 . ?
C40 C59 1.374(10) . ?
C41 C42 1.372(10) . ?
C41 C56 1.355(10) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?
C47 C1AA 1.395(9) . ?
C47 C12 1.488(14) . ?
C56 H56 0.9300 . ?
C59 H59 0.9300 . ?
C59 C5AA 1.354(11) . ?
C60 H60 0.9300 . ?
F61 C12 1.187(11) . ?
F66 C4AA 1.275(11) . ?
C2AA H2AA 0.9300 . ?
C2AA C3AA 1.371(9) . ?
C1AA H1AA 0.9300 . ?
C3AA C4AA 1.493(12) . ?
C4AA F5AA 1.274(12) . ?
C4AA F6AA 1.187(12) . ?
C12 F7AA 1.179(14) . ?
C12 F15 1.305(16) . ?
C1 H1 0.9300 . ?
C1 C5AA 1.373(12) . ?
C5AA H5AA 0.9300 . ?
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
Ir1 N2 C7 C32 8.8(6) . . . . ?
Ir1 N2 C7 C36 -172.7(5) . . . . ?
Ir1 N2 C20 C43 173.4(5) . . . . ?
Ir1 C3 C14 C31 177.6(6) . . . . ?
Ir1 C3 C24 C9 -2.4(8) . . . . ?
Ir1 C3 C24 C28 179.9(5) . . . . ?
Ir1 N4 C16 C27 0.9(7) . . . . ?
Ir1 N4 C16 C35 -179.6(5) . . . . ?
Ir1 N4 C1AA C47 -179.9(5) . . . . ?
Ir1 N6 C9 C23 -164.5(5) . . . . ?
Ir1 N6 C9 C24 13.2(7) . . . . ?
Ir1 N6 C2AA C3AA 166.1(5) . . . . ?
Ir1 C8 C27 C16 -2.8(8) . . . . ?
Ir1 C8 C27 C22 176.6(5) . . . . ?
Ir1 C8 C42 C41 -178.5(6) . . . . ?
N2 C7 C32 C26 171.0(6) . . . . ?
N2 C7 C32 N0AA -8.5(8) . . . . ?
N2 C7 C36 C18 -1.9(10) . . . . ?
N2 C20 C43 C18 -0.5(11) . . . . ?
C3 C14 C31 F46 -179.3(7) . . . . ?
C3 C14 C31 C60 3.0(13) . . . . ?
C3 C24 C28 F10 -176.7(6) . . . . ?
C3 C24 C28 C60 2.3(12) . . . . ?
N4 C16 C27 C8 1.2(9) . . . . ?
N4 C16 C27 C22 -178.2(7) . . . . ?
N4 C16 C35 C34 -1.0(11) . . . . ?
N5 N13 N0AA Ir1 174.3(4) . . . . ?
N5 N13 N0AA C32 0.2(6) . . . . ?
N5 C25 C39 C1 -177.3(6) . . . . ?
N5 C25 C40 C59 177.9(6) . . . . ?
N5 C26 C32 C7 -178.9(6) . . . . ?
N5 C26 C32 N0AA 0.6(6) . . . . ?
N6 C9 C23 C37 -4.7(11) . . . . ?
N6 C9 C24 C3 -7.0(9) . . . . ?
N6 C9 C24 C28 170.6(7) . . . . ?
N6 C2AA C3AA C37 -0.2(11) . . . . ?
N6 C2AA C3AA C4AA -179.8(8) . . . . ?
C7 N2 C20 C43 -1.8(10) . . . . ?
C7 C32 N0AA Ir1 3.9(7) . . . . ?
C7 C32 N0AA N13 179.1(5) . . . . ?
C9 N6 C2AA C3AA -4.0(10) . . . . ?
C9 C23 C37 C3AA 0.3(13) . . . . ?
C9 C24 C28 F10 5.8(12) . . . . ?
C9 C24 C28 C60 -175.3(7) . . . . ?
F10 C28 C60 C31 177.7(7) . . . . ?
N13 N5 C25 C39 135.0(6) . . . . ?
N13 N5 C25 C40 -41.4(8) . . . . ?
N13 N5 C26 C32 -0.4(6) . . . . ?
C14 C3 C24 C9 177.2(6) . . . . ?
C14 C3 C24 C28 -0.6(10) . . . . ?
C14 C31 C60 C28 -1.4(13) . . . . ?
C16 N4 C1AA C47 0.2(11) . . . . ?
F19 C22 C27 C8 -178.2(6) . . . . ?
F19 C22 C27 C16 1.2(12) . . . . ?
F19 C22 C56 C41 -179.7(7) . . . . ?
C20 N2 C7 C32 -175.5(5) . . . . ?
C20 N2 C7 C36 2.9(9) . . . . ?
F21 C41 C42 C8 178.6(7) . . . . ?
F21 C41 C56 C22 -179.0(8) . . . . ?
C23 C9 C24 C3 170.5(7) . . . . ?
C23 C9 C24 C28 -11.9(12) . . . . ?
C23 C37 C3AA C2AA 2.0(12) . . . . ?
C23 C37 C3AA C4AA -178.3(9) . . . . ?
C24 C3 C14 C31 -2.0(11) . . . . ?
C24 C9 C23 C37 178.0(7) . . . . ?
C24 C28 C60 C31 -1.3(12) . . . . ?
C25 N5 N13 N0AA -178.7(5) . . . . ?
C25 N5 C26 C32 178.3(6) . . . . ?
C25 C39 C1 C5AA 0.9(12) . . . . ?
C25 C40 C59 C5AA -2.1(11) . . . . ?
C26 N5 N13 N0AA 0.1(6) . . . . ?
C26 N5 C25 C39 -43.7(9) . . . . ?
C26 N5 C25 C40 140.0(6) . . . . ?
C26 C32 N0AA Ir1 -175.7(4) . . . . ?
C26 C32 N0AA N13 -0.5(7) . . . . ?
C27 C8 C42 C41 2.3(11) . . . . ?
C27 C16 C35 C34 178.4(7) . . . . ?
C27 C22 C56 C41 -1.9(13) . . . . ?
C32 C7 C36 C18 176.5(6) . . . . ?
C34 C47 C1AA N4 0.1(11) . . . . ?
C34 C47 C12 F61 147.7(13) . . . . ?
C34 C47 C12 F7AA 14(2) . . . . ?
C34 C47 C12 F15 -98.0(16) . . . . ?
C35 C16 C27 C8 -178.2(7) . . . . ?
C35 C16 C27 C22 2.4(12) . . . . ?
C35 C34 C47 C1AA -0.8(12) . . . . ?
C35 C34 C47 C12 -177.0(10) . . . . ?
C36 C7 C32 C26 -7.5(11) . . . . ?
C36 C7 C32 N0AA 173.1(6) . . . . ?
C36 C18 C43 C20 1.6(11) . . . . ?
C37 C3AA C4AA F66 37.2(14) . . . . ?
C37 C3AA C4AA F5AA -72.9(14) . . . . ?
C37 C3AA C4AA F6AA 164.1(12) . . . . ?
C39 C25 C40 C59 1.6(10) . . . . ?
C39 C1 C5AA C59 -1.4(13) . . . . ?
C40 C25 C39 C1 -1.1(11) . . . . ?
C40 C59 C5AA C1 2.0(12) . . . . ?
C42 C8 C27 C16 176.5(6) . . . . ?
C42 C8 C27 C22 -4.1(10) . . . . ?
C42 C41 C56 C22 -0.1(13) . . . . ?
C43 C18 C36 C7 -0.5(11) . . . . ?
F46 C31 C60 C28 -179.1(8) . . . . ?
C47 C34 C35 C16 1.3(12) . . . . ?
C56 C22 C27 C8 4.0(12) . . . . ?
C56 C22 C27 C16 -176.6(8) . . . . ?
C56 C41 C42 C8 -0.2(13) . . . . ?
C2AA N6 C9 C23 6.4(10) . . . . ?
C2AA N6 C9 C24 -175.9(6) . . . . ?
C2AA C3AA C4AA F66 -143.2(10) . . . . ?
C2AA C3AA C4AA F5AA 106.7(11) . . . . ?
C2AA C3AA C4AA F6AA -16.3(16) . . . . ?
C1AA N4 C16 C27 -179.2(6) . . . . ?
C1AA N4 C16 C35 0.2(10) . . . . ?
C1AA C47 C12 F61 -28(2) . . . . ?
C1AA C47 C12 F7AA -161.8(15) . . . . ?
C1AA C47 C12 F15 86.0(14) . . . . ?
C12 C47 C1AA N4 176.3(10) . . . . ?
