#------------------------------------------------------------------------------
#$Date: 2019-11-24 13:37:25 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238030 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/91/4089196.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_4089196
loop_
_publ_author_name
'Congrave, Daniel G.'
'Hsu, Yu-ting'
'Batsanov, Andrei S.'
'Beeby, Andrew'
'Bryce, Martin R.'
_publ_section_title
;
 Synthesis, Diastereomer Separation, and Optoelectronic and Structural
 Properties of Dinuclear Cyclometalated Iridium(III) Complexes with
 Bridging Diarylhydrazide Ligands
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              981
_journal_paper_doi               10.1021/acs.organomet.6b00887
_journal_volume                  36
_journal_year                    2017
_chemical_formula_moiety
'C70 H62 F4 Ir2 N6 O6, 0.16(C H2 Cl2), 1.84(C H4 O)'
_chemical_formula_sum            'C72 H69.68 Cl0.32 F4 Ir2 N6 O7.84'
_chemical_formula_weight         1616.20
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-05-25
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.8546(14)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.9490(4)
_cell_length_b                   13.1839(5)
_cell_length_c                   20.4762(8)
_cell_measurement_reflns_used    9546
_cell_measurement_temperature    120
_cell_measurement_theta_max      33.68
_cell_measurement_theta_min      2.46
_cell_volume                     3218.4(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS 2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0738
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            145432
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.676
_diffrn_reflns_theta_min         2.303
_diffrn_source                   'I\mS microsource'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.217
_exptl_absorpt_correction_T_max  0.6730
_exptl_absorpt_correction_T_min  0.4746
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0756 before and 0.0512 after correction.
The Ratio of minimum to maximum transmission is 0.7052.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_description       block
_exptl_crystal_F_000             1604
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.123
_refine_diff_density_max         1.832
_refine_diff_density_min         -0.915
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         12793
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0249
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0220P)²+1.6700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0489
_refine_ls_wR_factor_ref         0.0521
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10184
_reflns_number_total             12793
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om6b00887_si_002.cif
_cod_data_source_block           15a-MeOH
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4089196
_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   0.625
_shelx_estimated_absorpt_t_min   0.471
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl2-C37 = Cl1-C37
 1.73 with sigma of 0.02
 Cl1-C37 \\sim Cl2-C37
 with sigma of 0.02
3. Others
 Uiso(H13A)=Uiso(H13B)=Uiso(H13C)=FVAR(1)
 Uiso(H25A)=Uiso(H25B)=Uiso(H25C)=FVAR(2)
 Uiso(H33A)=Uiso(H33B)=Uiso(H33C)=FVAR(3)
 Uiso(H34A)=Uiso(H34B)=Uiso(H34C)=FVAR(4)
 Uiso(H35A)=Uiso(H35B)=Uiso(H35C)=FVAR(5)
 Uiso(H36A)=Uiso(H36B)=Uiso(H36C)=FVAR(6)
 Fixed Sof: Cl1(0.08) Cl2(0.08) C37(0.08) H37A(0.08) H37B(0.08) O4(0.92)
 H4(0.92) C36(0.92) H36A(0.92) H36B(0.92) H36C(0.92)
4.a Secondary CH2 refined with riding coordinates:
 C37(H37A,H37B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15), C17(H17),
 C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C30(H30), C31(H31)
4.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C25(H25A,H25B,H25C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C)
;
_shelx_shelxl_version_number     2014/7
_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir 0.51902(2) 0.65237(2) 0.57377(2) 0.01246(2) Uani 1 1 d . . . .
F5 F 0.77560(13) 0.66811(12) 0.79048(7) 0.0344(4) Uani 1 1 d . . . .
F7 F 0.24010(12) 0.95908(11) 0.54114(7) 0.0339(4) Uani 1 1 d . . . .
O1 O 0.66652(11) 0.57510(10) 0.54476(7) 0.0157(3) Uani 1 1 d . . . .
O2 O 0.16413(16) 0.73501(15) 0.71418(9) 0.0399(5) Uani 1 1 d . . . .
O3 O 0.75322(15) 0.97437(13) 0.66742(9) 0.0340(4) Uani 1 1 d . . . .
N1 N 0.45843(13) 0.53850(13) 0.50466(8) 0.0140(3) Uani 1 1 d . . . .
N2 N 0.51108(14) 0.76101(13) 0.50358(9) 0.0154(3) Uani 1 1 d . . . .
N3 N 0.52833(14) 0.55138(13) 0.64966(8) 0.0160(3) Uani 1 1 d . . . .
C1 C 0.35763(16) 0.51210(15) 0.48087(10) 0.0142(3) Uani 1 1 d . . . .
C2 C 0.38351(16) 0.72741(15) 0.59930(10) 0.0144(3) Uani 1 1 d . . . .
C3 C 0.31686(18) 0.70505(16) 0.65077(10) 0.0191(4) Uani 1 1 d . . . .
H3 H 0.3340 0.6475 0.6775 0.023 Uiso 1 1 calc R . . .
C4 C 0.22544(19) 0.76601(18) 0.66350(11) 0.0228(4) Uani 1 1 d . . . .
C5 C 0.20015(19) 0.85292(18) 0.62688(11) 0.0240(4) Uani 1 1 d . . . .
H5 H 0.1395 0.8959 0.6363 0.029 Uiso 1 1 calc R . . .
C6 C 0.26697(19) 0.87377(16) 0.57649(11) 0.0208(4) Uani 1 1 d . . . .
C7 C 0.35697(17) 0.81461(15) 0.56067(10) 0.0165(4) Uani 1 1 d . . . .
C8 C 0.42676(17) 0.83130(15) 0.50592(11) 0.0169(4) Uani 1 1 d . . . .
C9 C 0.41392(19) 0.90516(17) 0.45721(12) 0.0234(5) Uani 1 1 d . . . .
H9 H 0.3548 0.9532 0.4579 0.028 Uiso 1 1 calc R . . .
C10 C 0.4874(2) 0.90831(19) 0.40787(13) 0.0285(5) Uani 1 1 d . . . .
H10 H 0.4785 0.9580 0.3743 0.034 Uiso 1 1 calc R . . .
C11 C 0.5739(2) 0.83876(18) 0.40762(13) 0.0280(5) Uani 1 1 d . . . .
H11 H 0.6263 0.8410 0.3747 0.034 Uiso 1 1 calc R . . .
C12 C 0.58262(18) 0.76633(17) 0.45592(11) 0.0214(4) Uani 1 1 d . . . .
H12 H 0.6416 0.7181 0.4556 0.026 Uiso 1 1 calc R . . .
C13 C 0.0617(3) 0.7873(3) 0.72345(18) 0.0663(13) Uani 1 1 d . . . .
H13A H 0.0227 0.7538 0.7581 0.079(7) Uiso 1 1 calc GR . . .
H13B H 0.0141 0.7861 0.6826 0.079(7) Uiso 1 1 calc GR . . .
H13C H 0.0782 0.8577 0.7360 0.079(7) Uiso 1 1 calc GR . . .
C14 C 0.61171(16) 0.73371(15) 0.63893(10) 0.0161(4) Uani 1 1 d . . . .
C15 C 0.64937(18) 0.83272(15) 0.63228(12) 0.0208(4) Uani 1 1 d . . . .
H15 H 0.6226 0.8716 0.5954 0.025 Uiso 1 1 calc R . . .
C16 C 0.72540(19) 0.87581(17) 0.67859(12) 0.0234(4) Uani 1 1 d . . . .
C17 C 0.76848(19) 0.82001(18) 0.73197(12) 0.0244(5) Uani 1 1 d . . . .
H17 H 0.8225 0.8481 0.7630 0.029 Uiso 1 1 calc R . . .
C18 C 0.72998(18) 0.72238(18) 0.73817(11) 0.0221(4) Uani 1 1 d . . . .
C19 C 0.65079(17) 0.67726(16) 0.69510(10) 0.0177(4) Uani 1 1 d . . . .
C20 C 0.60208(17) 0.57620(16) 0.70132(10) 0.0181(4) Uani 1 1 d . . . .
C21 C 0.6206(2) 0.50815(19) 0.75322(11) 0.0265(5) Uani 1 1 d . . . .
H21 H 0.6734 0.5242 0.7885 0.032 Uiso 1 1 calc R . . .
C22 C 0.5629(2) 0.4184(2) 0.75345(12) 0.0300(5) Uani 1 1 d . . . .
H22 H 0.5746 0.3726 0.7891 0.036 Uiso 1 1 calc R . . .
C23 C 0.4874(2) 0.39477(19) 0.70142(13) 0.0283(5) Uani 1 1 d . . . .
H23 H 0.4465 0.3329 0.7008 0.034 Uiso 1 1 calc R . . .
C24 C 0.47281(18) 0.46275(17) 0.65058(12) 0.0223(4) Uani 1 1 d . . . .
H24 H 0.4214 0.4464 0.6147 0.027 Uiso 1 1 calc R . . .
C25 C 0.8216(3) 1.0242(2) 0.71719(15) 0.0455(8) Uani 1 1 d . . . .
H25A H 0.7863 1.0192 0.7589 0.066(6) Uiso 1 1 calc GR . . .
H25B H 0.8298 1.0958 0.7056 0.066(6) Uiso 1 1 calc GR . . .
H25C H 0.8956 0.9920 0.7214 0.066(6) Uiso 1 1 calc GR . . .
C26 C 0.26565(16) 0.58823(15) 0.47923(10) 0.0151(4) Uani 1 1 d . . . .
C27 C 0.17415(17) 0.57718(16) 0.51688(11) 0.0190(4) Uani 1 1 d . . . .
H27 H 0.1730 0.5238 0.5480 0.023 Uiso 1 1 calc R . . .
C28 C 0.08418(18) 0.64375(17) 0.50925(11) 0.0216(4) Uani 1 1 d . . . .
H28 H 0.0225 0.6356 0.5358 0.026 Uiso 1 1 calc R . . .
C29 C 0.08223(17) 0.72253(16) 0.46347(11) 0.0186(4) Uani 1 1 d . . . .
C30 C 0.17499(18) 0.73299(16) 0.42657(11) 0.0214(4) Uani 1 1 d . . . .
H30 H 0.1767 0.7865 0.3956 0.026 Uiso 1 1 calc R . . .
C31 C 0.26560(17) 0.66649(16) 0.43419(11) 0.0198(4) Uani 1 1 d . . . .
H31 H 0.3279 0.6750 0.4082 0.024 Uiso 1 1 calc R . . .
C32 C -0.02276(18) 0.78893(18) 0.45288(12) 0.0234(4) Uani 1 1 d . . . .
C33 C -0.1190(2) 0.7209(2) 0.42697(14) 0.0338(6) Uani 1 1 d . . . .
H33A H -0.1378 0.6731 0.4612 0.034(5) Uiso 1 1 calc GR . . .
H33B H -0.0963 0.6833 0.3888 0.034(5) Uiso 1 1 calc GR . . .
H33C H -0.1847 0.7627 0.4143 0.034(5) Uiso 1 1 calc GR . . .
C34 C -0.0075(2) 0.8744(2) 0.40312(14) 0.0309(6) Uani 1 1 d . . . .
H34A H 0.0070 0.8448 0.3606 0.041(5) Uiso 1 1 calc GR . . .
H34B H 0.0559 0.9172 0.4184 0.041(5) Uiso 1 1 calc GR . . .
H34C H -0.0759 0.9155 0.3986 0.041(5) Uiso 1 1 calc GR . . .
C35 C -0.0527(3) 0.8376(2) 0.51742(14) 0.0418(7) Uani 1 1 d . . . .
H35A H 0.0086 0.8820 0.5338 0.045(5) Uiso 1 1 calc GR . . .
H35B H -0.0643 0.7843 0.5497 0.045(5) Uiso 1 1 calc GR . . .
H35C H -0.1216 0.8774 0.5100 0.045(5) Uiso 1 1 calc GR . . .
Cl1 Cl 0.9846(10) 0.6204(10) 0.6687(6) 0.062(3) Uiso 0.08 1 d D P A 2
Cl2 Cl 0.8643(13) 0.4445(13) 0.6977(8) 0.089(4) Uiso 0.08 1 d D P A 2
C37 C 0.969(3) 0.4893(15) 0.6463(17) 0.043(9) Uiso 0.08 1 d D P A 2
H37A H 0.9432 0.4821 0.5995 0.051 Uiso 0.08 1 calc R P A 2
H37B H 1.0399 0.4519 0.6548 0.051 Uiso 0.08 1 calc R P A 2
O4 O 0.87740(17) 0.62168(18) 0.61207(11) 0.0368(5) Uani 0.92 1 d . P B 1
H4 H 0.795(4) 0.599(4) 0.589(2) 0.102(16) Uiso 0.92 1 d . P C 1
C36 C 0.9141(3) 0.5386(3) 0.65085(16) 0.0427(8) Uani 0.92 1 d . P B 1
H36A H 0.9890 0.5529 0.6713 0.079(8) Uiso 0.92 1 calc GR P B 1
H36B H 0.9172 0.4780 0.6234 0.079(8) Uiso 0.92 1 calc GR P B 1
H36C H 0.8618 0.5272 0.6850 0.079(8) Uiso 0.92 1 calc GR P B 1
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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2.00 0.00 1.00 0.1060
-1.00 1.00 2.00 0.0890
1.00 0.00 0.00 0.1010
-1.00 0.00 0.00 0.0960
0.00 1.00 2.00 0.0830
2.00 -2.00 -1.00 0.1180
0.00 0.00 -1.00 0.0490
0.00 0.00 1.00 0.0610
-1.00 1.00 0.00 0.0880
2.00 1.00 0.00 0.1100
-2.00 -1.00 0.00 0.1120
0.00 1.00 1.00 0.0810
0.00 -1.00 -1.00 0.0570
-1.00 2.00 0.00 0.0690
0.00 1.00 -1.00 0.0620
0.00 -1.00 1.00 0.0720
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
O1 Ir N1 74.59(5) . .
N2 Ir O1 97.98(6) . .
N2 Ir N1 91.66(7) . .
N2 Ir N3 175.68(7) . .
N3 Ir O1 84.13(6) . .
N3 Ir N1 92.53(7) . .
C2 Ir O1 178.41(7) . .
C2 Ir N1 105.93(7) . .
C2 Ir N2 80.52(7) . .
C2 Ir N3 97.32(7) . .
C14 Ir O1 90.63(7) . .
C14 Ir N1 164.43(7) . .
C14 Ir N2 95.28(8) . .
C14 Ir N3 80.90(8) . .
C14 Ir C2 88.97(8) . .
C1 O1 Ir 111.68(12) 3_666 .
C4 O2 C13 117.6(2) . .
C16 O3 C25 117.0(2) . .
N1 N1 Ir 111.91(15) 3_666 .
C1 N1 Ir 133.35(13) . .
C1 N1 N1 112.75(19) . 3_666
C8 N2 Ir 116.88(13) . .
C12 N2 Ir 123.44(14) . .
C12 N2 C8 119.68(18) . .
C20 N3 Ir 115.51(14) . .
C24 N3 Ir 125.11(15) . .
C24 N3 C20 119.29(19) . .
O1 C1 N1 124.15(17) 3_666 .
O1 C1 C26 116.63(17) 3_666 .
N1 C1 C26 119.13(17) . .
C3 C2 Ir 127.40(15) . .
C3 C2 C7 118.35(18) . .
C7 C2 Ir 114.22(14) . .
C2 C3 C4 120.9(2) . .
O2 C4 C3 115.7(2) . .
O2 C4 C5 123.03(19) . .
C5 C4 C3 121.2(2) . .
C6 C5 C4 116.95(19) . .
F7 C6 C5 115.81(18) . .
F7 C6 C7 119.95(19) . .
C5 C6 C7 124.2(2) . .
C2 C7 C8 115.64(17) . .
C6 C7 C2 118.29(19) . .
C6 C7 C8 126.04(19) . .
N2 C8 C7 112.59(17) . .
N2 C8 C9 119.49(19) . .
C9 C8 C7 127.87(18) . .
C10 C9 C8 119.9(2) . .
C11 C10 C9 119.6(2) . .
C12 C11 C10 118.6(2) . .
N2 C12 C11 122.6(2) . .
C15 C14 Ir 127.57(16) . .
C15 C14 C19 118.66(19) . .
C19 C14 Ir 113.45(15) . .
C16 C15 C14 121.2(2) . .
O3 C16 C15 115.5(2) . .
O3 C16 C17 123.7(2) . .
C17 C16 C15 120.8(2) . .
C18 C17 C16 117.4(2) . .
F5 C18 C17 116.3(2) . .
F5 C18 C19 119.5(2) . .
C17 C18 C19 124.2(2) . .
C14 C19 C20 115.86(19) . .
C18 C19 C14 117.6(2) . .
C18 C19 C20 126.5(2) . .
N3 C20 C19 112.91(18) . .
N3 C20 C21 119.7(2) . .
C21 C20 C19 127.4(2) . .
C22 C21 C20 120.2(2) . .
C21 C22 C23 119.6(2) . .
C24 C23 C22 118.6(2) . .
N3 C24 C23 122.6(2) . .
C27 C26 C1 121.70(18) . .
C31 C26 C1 119.05(18) . .
C31 C26 C27 118.92(18) . .
C26 C27 C28 120.3(2) . .
C27 C28 C29 121.5(2) . .
C28 C29 C32 119.71(19) . .
C30 C29 C28 117.41(18) . .
C30 C29 C32 122.8(2) . .
C29 C30 C31 121.2(2) . .
C26 C31 C30 120.61(19) . .
C29 C32 C34 112.33(19) . .
C33 C32 C29 107.71(19) . .
C33 C32 C34 108.7(2) . .
C33 C32 C35 109.4(2) . .
C35 C32 C29 110.7(2) . .
C35 C32 C34 108.0(2) . .
Cl2 C37 Cl1 103.6(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir O1 2.1535(13) .
Ir N1 2.1548(17) .
Ir N2 2.0267(17) .
Ir N3 2.0437(17) .
Ir C2 1.9968(19) .
Ir C14 1.989(2) .
F5 C18 1.370(3) .
F7 C6 1.364(2) .
O1 C1 1.288(2) 3_666
O2 C4 1.372(3) .
O2 C13 1.428(3) .
O3 C16 1.364(3) .
O3 C25 1.423(3) .
N1 N1 1.442(3) 3_666
N1 C1 1.315(2) .
N2 C8 1.372(2) .
N2 C12 1.342(3) .
N3 C20 1.370(3) .
N3 C24 1.344(3) .
C1 O1 1.288(2) 3_666
C1 C26 1.487(3) .
C2 C3 1.395(3) .
C2 C7 1.419(3) .
C3 C4 1.395(3) .
C4 C5 1.391(3) .
C5 C6 1.374(3) .
C6 C7 1.384(3) .
C7 C8 1.458(3) .
C8 C9 1.395(3) .
C9 C10 1.383(3) .
C10 C11 1.382(3) .
C11 C12 1.373(3) .
C14 C15 1.390(3) .
C14 C19 1.422(3) .
C15 C16 1.390(3) .
C16 C17 1.387(3) .
C17 C18 1.376(3) .
C18 C19 1.384(3) .
C19 C20 1.463(3) .
C20 C21 1.397(3) .
C21 C22 1.370(4) .
C22 C23 1.385(4) .
C23 C24 1.376(3) .
C26 C27 1.387(3) .
C26 C31 1.384(3) .
C27 C28 1.388(3) .
C28 C29 1.398(3) .
C29 C30 1.390(3) .
C29 C32 1.533(3) .
C30 C31 1.394(3) .
C32 C33 1.525(3) .
C32 C34 1.538(4) .
C32 C35 1.533(4) .
Cl1 C37 1.795(15) .
Cl2 C37 1.785(15) .
O4 C36 1.405(4) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9 F7 0.95 2.26 2.873(3) 121.6 .
C13 H13C Cl2 0.98 1.87 2.737(17) 145.9 2_656
C21 H21 F5 0.95 2.26 2.876(3) 122.1 .
O4 H4 O1 1.10(5) 1.76(5) 2.856(2) 172(4) .
