#------------------------------------------------------------------------------
#$Date: 2019-11-17 06:30:48 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228429 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/14/7121408.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_7121408
loop_
_publ_author_name
'Hernández-Juárez, M'
'López-Serrano, J'
'González-Herrero, P'
'Rendón, N'
'Álvarez, E'
'Paneque, M.'
'Suárez, A'
_publ_section_title
;
 Hydrogenation of an iridium-coordinated imidazol-2-ylidene ligand
 fragment.
;
_journal_issue                   31
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3843
_journal_page_last               3846
_journal_paper_doi               10.1039/c8cc00420j
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C30 H27 Ir N3 P'
_chemical_formula_sum            'C30 H27 Ir N3 P'
_chemical_formula_weight         652.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-03-16 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.232(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4319(6)
_cell_length_b                   14.5003(6)
_cell_length_c                   14.6477(6)
_cell_measurement_reflns_used    8875
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      30.43
_cell_measurement_theta_min      2.25
_cell_volume                     2461.25(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19107
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_min         2.250
_exptl_absorpt_coefficient_mu    5.514
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6499
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_process_details
;
program SADABS, Bruker (2001).
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_description       prism
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.965
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         4439
_refine_ls_number_restraints     337
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0218
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0252P)²+2.7416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0510
_refine_ls_wR_factor_ref         0.0533
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3912
_reflns_number_total             4439
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc00420j3.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7121406--7121408.cif.'
_cod_database_code               7121408
_shelx_shelxl_version_number     2016/6
_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_min   0.492
_shelx_estimated_absorpt_t_max   0.699
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'
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 0.42585(2) 1.01801(2) 0.33582(2) 0.02650(6) Uani 1 1 d D . . . .
H1IR H 0.310(2) 1.076(2) 0.275(2) 0.032 Uiso 1 1 d D U . . .
P1 P 0.34883(8) 0.90372(7) 0.22164(7) 0.0320(2) Uani 1 1 d . . . . .
N1 N 0.4960(3) 1.2005(2) 0.4089(2) 0.0321(7) Uani 1 1 d . . . . .
N2 N 0.4388(3) 1.1299(2) 0.5130(2) 0.0284(7) Uani 1 1 d . . . . .
N3 N 0.3281(2) 0.9533(2) 0.4141(2) 0.0286(6) Uani 1 1 d . . . . .
C1 C 0.4533(3) 1.1201(2) 0.4279(2) 0.0265(7) Uani 1 1 d . . . . .
C2 C 0.4735(4) 1.2178(3) 0.5486(3) 0.0384(9) Uani 1 1 d . . . . .
H2 H 0.471359 1.242828 0.607876 0.046 Uiso 1 1 d R U . . .
C3 C 0.5102(4) 1.2617(3) 0.4843(3) 0.0428(10) Uani 1 1 d . . . . .
H3 H 0.540360 1.322465 0.489891 0.051 Uiso 1 1 d R U . . .
C4 C 0.5255(3) 1.1998(3) 0.3233(3) 0.0318(8) Uani 1 1 d . . . . .
C5 C 0.5064(3) 1.1139(3) 0.2751(3) 0.0324(8) Uani 1 1 d . . . . .
C6 C 0.5418(4) 1.1126(3) 0.1941(3) 0.0482(11) Uani 1 1 d . . . . .
C7 C 0.5840(4) 1.1923(3) 0.1645(3) 0.0474(11) Uani 1 1 d . . . . .
H7 H 0.604423 1.188676 0.108080 0.057 Uiso 1 1 d R U . . .
C8 C 0.5973(3) 1.2754(3) 0.2122(3) 0.0408(10) Uani 1 1 d . . . . .
C9 C 0.5683(3) 1.2785(3) 0.2947(3) 0.0395(9) Uani 1 1 d . . . . .
H9 H 0.577265 1.333929 0.331304 0.047 Uiso 1 1 d R U . . .
C10 C 0.5434(8) 1.0262(4) 0.1394(5) 0.107(3) Uani 1 1 d . U . . .
H10A H 0.601193 1.031673 0.108669 0.160 Uiso 1 1 calc R U . . .
H10B H 0.467128 1.016235 0.088775 0.160 Uiso 1 1 calc R U . . .
H10C H 0.562832 0.973894 0.184879 0.160 Uiso 1 1 calc R U . . .
C11 C 0.6391(5) 1.3599(4) 0.1744(4) 0.0627(14) Uani 1 1 d . U . . .
H11A H 0.676529 1.340943 0.128895 0.094 Uiso 1 1 calc R U . . .
H11B H 0.694512 1.393465 0.229453 0.094 Uiso 1 1 calc R U . . .
H11C H 0.573290 1.399930 0.140244 0.094 Uiso 1 1 calc R U . . .
C12 C 0.4123(3) 1.0527(3) 0.5656(2) 0.0307(8) Uani 1 1 d . . . . .
H12 H 0.374448 1.079583 0.609242 0.037 Uiso 1 1 calc R U . . .
C13 C 0.3313(3) 0.9819(3) 0.5038(3) 0.0303(8) Uani 1 1 d . . . . .
C14 C 0.2615(3) 0.9375(3) 0.5472(3) 0.0436(10) Uani 1 1 d . . . . .
H14 H 0.261972 0.958345 0.608863 0.052 Uiso 1 1 d R U . . .
C15 C 0.1937(4) 0.8653(4) 0.5024(3) 0.0517(12) Uani 1 1 d . . . . .
H15 H 0.149927 0.833584 0.533891 0.062 Uiso 1 1 d R U . . .
C16 C 0.1894(3) 0.8381(3) 0.4116(3) 0.0476(11) Uani 1 1 d . . . . .
H16 H 0.141480 0.788188 0.378922 0.057 Uiso 1 1 d R U . . .
C17 C 0.2543(3) 0.8837(3) 0.3686(3) 0.0363(9) Uani 1 1 d . . . . .
C18 C 0.2391(4) 0.8604(4) 0.2658(4) 0.0693(15) Uani 1 1 d . U . . .
H18A H 0.163264 0.884474 0.222402 0.083 Uiso 1 1 calc R U . . .
H18B H 0.236399 0.792401 0.259193 0.083 Uiso 1 1 calc R U . . .
C19 C 0.4149(3) 0.7975(3) 0.1987(3) 0.0351(8) Uani 1 1 d . U . . .
C20 C 0.3543(4) 0.7152(3) 0.1712(4) 0.0564(10) Uani 1 1 d . U . . .
H20 H 0.275543 0.712925 0.164860 0.068 Uiso 1 1 d R U . . .
C21 C 0.4062(4) 0.6365(4) 0.1536(4) 0.0657(11) Uani 1 1 d . U . . .
H21 H 0.363415 0.580835 0.135641 0.079 Uiso 1 1 d R U . . .
C22 C 0.5179(4) 0.6382(3) 0.1622(3) 0.0559(10) Uani 1 1 d . U . . .
H22 H 0.552510 0.584583 0.147583 0.067 Uiso 1 1 d R U . . .
C23 C 0.5810(4) 0.7173(3) 0.1903(3) 0.0470(9) Uani 1 1 d . U . . .
H23 H 0.660083 0.717927 0.197695 0.056 Uiso 1 1 d R U . . .
C24 C 0.5294(3) 0.7964(3) 0.2088(3) 0.0392(8) Uani 1 1 d . U . . .
H24 H 0.574184 0.850849 0.229117 0.047 Uiso 1 1 d R U . . .
C25A C 0.2343(4) 0.9312(4) 0.1013(3) 0.0352(12) Uani 0.507(4) 1 d G U P A 1
C26A C 0.1351(4) 0.9782(4) 0.0967(3) 0.0397(14) Uani 0.507(4) 1 d G U P A 1
H26A H 0.124723 0.996334 0.155301 0.048 Uiso 0.507(4) 1 d R U P A 1
C27A C 0.0510(4) 0.9988(4) 0.0063(4) 0.0451(15) Uani 0.507(4) 1 d G U P A 1
H27A H -0.016861 1.030941 0.003151 0.054 Uiso 0.507(4) 1 d R U P A 1
C28A C 0.0661(4) 0.9723(4) -0.0794(3) 0.0472(13) Uani 0.507(4) 1 d G U P A 1
H28A H 0.008643 0.986332 -0.141206 0.057 Uiso 0.507(4) 1 d R U P A 1
C29A C 0.1654(5) 0.9252(4) -0.0748(3) 0.0437(12) Uani 0.507(4) 1 d G U P A 1
H29A H 0.175731 0.907118 -0.133414 0.052 Uiso 0.507(4) 1 d R U P A 1
C30A C 0.2495(4) 0.9047(4) 0.0156(4) 0.0382(12) Uani 0.507(4) 1 d G U P A 1
H30A H 0.317316 0.872511 0.018733 0.046 Uiso 0.507(4) 1 d R U P A 1
C25B C 0.2883(5) 0.9409(3) 0.0900(3) 0.0350(13) Uani 0.493(4) 1 d G U P A 2
C26B C 0.2828(5) 1.0342(3) 0.0669(3) 0.0388(14) Uani 0.493(4) 1 d G U P A 2
H26B H 0.312485 1.078700 0.117374 0.047 Uiso 0.493(4) 1 d R U P A 2
C27B C 0.2340(5) 1.0623(3) -0.0302(4) 0.0437(15) Uani 0.493(4) 1 d G U P A 2
H27B H 0.230248 1.126068 -0.046067 0.052 Uiso 0.493(4) 1 d R U P A 2
C28B C 0.1906(5) 0.9972(4) -0.1041(3) 0.0456(14) Uani 0.493(4) 1 d G U P A 2
H28B H 0.157230 1.016422 -0.170502 0.055 Uiso 0.493(4) 1 d R U P A 2
C29B C 0.1961(5) 0.9039(3) -0.0810(3) 0.0445(13) Uani 0.493(4) 1 d G U P A 2
H29B H 0.166451 0.859412 -0.131500 0.053 Uiso 0.493(4) 1 d R U P A 2
C30B C 0.2449(5) 0.8758(3) 0.0161(4) 0.0391(13) Uani 0.493(4) 1 d G U P A 2
H30B H 0.248689 0.812041 0.031940 0.047 Uiso 0.493(4) 1 d R U P A 2
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'
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'
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
C1 Ir1 C5 78.35(15) . .
C1 Ir1 N3 87.37(13) . .
C5 Ir1 N3 164.00(13) . .
C1 Ir1 C12 90.57(14) . 3_676
C5 Ir1 C12 96.94(14) . 3_676
N3 Ir1 C12 90.32(12) . 3_676
C1 Ir1 P1 166.57(11) . .
C5 Ir1 P1 107.88(10) . .
N3 Ir1 P1 84.67(8) . .
C12 Ir1 P1 100.25(10) 3_676 .
C1 Ir1 H1IR 83.5(12) . .
C5 Ir1 H1IR 83.4(13) . .
N3 Ir1 H1IR 87.9(12) . .
C12 Ir1 H1IR 173.9(12) 3_676 .
P1 Ir1 H1IR 85.4(13) . .
C18 P1 C19 102.6(2) . .
C18 P1 C25A 89.7(3) . .
C19 P1 C25A 104.2(2) . .
C18 P1 C25B 113.0(3) . .
C19 P1 C25B 95.3(2) . .
C18 P1 Ir1 99.12(15) . .
C19 P1 Ir1 129.94(12) . .
C25A P1 Ir1 120.50(17) . .
C25B P1 Ir1 116.48(17) . .
C1 N1 C3 109.7(3) . .
C1 N1 C4 114.8(3) . .
C3 N1 C4 135.2(3) . .
C1 N2 C2 108.8(3) . .
C1 N2 C12 123.0(3) . .
C2 N2 C12 127.2(3) . .
C13 N3 C17 118.4(3) . .
C13 N3 Ir1 123.5(2) . .
C17 N3 Ir1 118.0(2) . .
N2 C1 N1 107.3(3) . .
N2 C1 Ir1 132.9(3) . .
N1 C1 Ir1 119.8(2) . .
C3 C2 N2 108.0(3) . .
C3 C2 H2 126.0 . .
N2 C2 H2 126.0 . .
C2 C3 N1 106.3(3) . .
C2 C3 H3 127.0 . .
N1 C3 H3 126.8 . .
C9 C4 C5 126.2(4) . .
C9 C4 N1 120.6(3) . .
C5 C4 N1 113.3(3) . .
C6 C5 C4 112.8(3) . .
C6 C5 Ir1 133.9(3) . .
C4 C5 Ir1 113.3(3) . .
C7 C6 C5 121.0(4) . .
C7 C6 C10 116.6(4) . .
C5 C6 C10 122.2(4) . .
C8 C7 C6 123.8(4) . .
C8 C7 H7 118.1 . .
C6 C7 H7 118.1 . .
C7 C8 C9 116.9(4) . .
C7 C8 C11 121.2(4) . .
C9 C8 C11 121.8(4) . .
C8 C9 C4 119.2(4) . .
C8 C9 H9 120.5 . .
C4 C9 H9 120.3 . .
C6 C10 H10A 109.5 . .
C6 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C6 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C8 C11 H11A 109.5 . .
C8 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C8 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
N2 C12 C13 115.9(3) . .
N2 C12 Ir1 111.5(2) . 3_676
C13 C12 Ir1 109.0(2) . 3_676
N2 C12 H12 106.6 . .
C13 C12 H12 106.6 . .
Ir1 C12 H12 106.6 3_676 .
N3 C13 C14 119.3(3) . .
N3 C13 C12 124.9(3) . .
C14 C13 C12 115.6(3) . .
C15 C14 C13 120.8(4) . .
C15 C14 H14 119.7 . .
C13 C14 H14 119.5 . .
C14 C15 C16 119.5(4) . .
C14 C15 H15 120.2 . .
C16 C15 H15 120.3 . .
C17 C16 C15 119.3(4) . .
C17 C16 H16 120.3 . .
C15 C16 H16 120.4 . .
C16 C17 N3 122.6(4) . .
C16 C17 C18 118.7(4) . .
N3 C17 C18 118.6(4) . .
C17 C18 P1 116.4(3) . .
C17 C18 H18A 108.2 . .
P1 C18 H18A 108.2 . .
C17 C18 H18B 108.2 . .
P1 C18 H18B 108.2 . .
H18A C18 H18B 107.3 . .
C24 C19 C20 116.9(4) . .
C24 C19 P1 120.3(3) . .
C20 C19 P1 122.8(3) . .
C21 C20 C19 121.5(4) . .
C21 C20 H20 119.2 . .
C19 C20 H20 119.3 . .
C22 C21 C20 120.2(5) . .
C22 C21 H21 119.7 . .
C20 C21 H21 120.1 . .
C21 C22 C23 120.2(5) . .
C21 C22 H22 120.0 . .
C23 C22 H22 119.8 . .
C22 C23 C24 119.8(4) . .
C22 C23 H23 120.0 . .
C24 C23 H23 120.2 . .
C19 C24 C23 121.4(4) . .
C19 C24 H24 119.3 . .
C23 C24 H24 119.2 . .
C26A C25A C30A 120.0 . .
C26A C25A P1 120.8(3) . .
C30A C25A P1 119.2(3) . .
C25A C26A C27A 120.0 . .
C25A C26A H26A 120.0 . .
C27A C26A H26A 120.0 . .
C27A C27A C28A 110.3(7) 3_575 .
C27A C27A C26A 122.4(8) 3_575 .
C28A C27A C26A 120.0 . .
C27A C27A H27A 28.2 3_575 .
C28A C27A H27A 120.0 . .
C26A C27A H27A 120.0 . .
C27A C27A H27A 50.0(6) 3_575 3_575
C28A C27A H27A 84.6(11) . 3_575
C26A C27A H27A 107.4(11) . 3_575
H27A C27A H27A 78.2 . 3_575
C27A C28A C29A 120.0 . .
C27A C28A H28A 120.0 . .
C29A C28A H28A 120.0 . .
C27A C28A H27A 23.6(5) . 3_575
C29A C28A H27A 124.0(4) . 3_575
H28A C28A H27A 110.9 . 3_575
C30A C29A C28A 120.0 . .
C30A C29A H29A 120.0 . .
C28A C29A H29A 120.0 . .
C29A C30A C25A 120.0 . .
C29A C30A H30A 120.0 . .
C25A C30A H30A 120.0 . .
C26B C25B C30B 120.0 . .
C26B C25B P1 119.8(3) . .
C30B C25B P1 120.2(3) . .
C27B C26B C25B 120.0 . .
C27B C26B H26B 120.0 . .
C25B C26B H26B 120.0 . .
C26B C27B C28B 120.0 . .
C26B C27B H27B 120.0 . .
C28B C27B H27B 120.0 . .
C27B C28B C29B 120.0 . .
C27B C28B H28B 120.0 . .
C29B C28B H28B 120.0 . .
C30B C29B C28B 120.0 . .
C30B C29B H29B 120.0 . .
C28B C29B H29B 120.0 . .
C29B C30B C25B 120.0 . .
C29B C30B H30B 120.0 . .
C25B C30B H30B 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C1 1.947(3) .
Ir1 C5 2.091(4) .
Ir1 N3 2.163(3) .
Ir1 C12 2.253(4) 3_676
Ir1 P1 2.3023(9) .
Ir1 H1IR 1.624(18) .
P1 C18 1.820(5) .
P1 C19 1.834(4) .
P1 C25A 1.864(4) .
P1 C25B 1.877(4) .
N1 C1 1.352(5) .
N1 C3 1.377(5) .
N1 C4 1.428(5) .
N2 C1 1.330(4) .
N2 C2 1.386(5) .
N2 C12 1.463(5) .
N3 C13 1.364(5) .
N3 C17 1.365(5) .
C2 C3 1.346(6) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C9 1.386(5) .
C4 C5 1.409(5) .
C5 C6 1.408(5) .
C6 C7 1.401(6) .
C6 C10 1.490(7) .
C7 C8 1.373(6) .
C7 H7 0.9500 .
C8 C9 1.381(6) .
C8 C11 1.512(6) .
C9 H9 0.9500 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.492(5) .
C12 H12 1.0000 .
C13 C14 1.405(5) .
C14 C15 1.355(6) .
C14 H14 0.9500 .
C15 C16 1.369(6) .
C15 H15 0.9500 .
C16 C17 1.361(6) .
C16 H16 0.9500 .
C17 C18 1.487(6) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C24 1.376(5) .
C19 C20 1.391(6) .
C20 C21 1.380(7) .
C20 H20 0.9500 .
C21 C22 1.348(7) .
C21 H21 0.9500 .
C22 C23 1.366(7) .
C22 H22 0.9500 .
C23 C24 1.387(6) .
C23 H23 0.9500 .
C24 H24 0.9500 .
C25A C26A 1.3900 .
C25A C30A 1.3900 .
C26A C27A 1.3900 .
C26A H26A 0.9500 .
C27A C27A 1.213(9) 3_575
C27A C28A 1.3900 .
C27A H27A 0.9500 .
C27A H27A 0.585(11) 3_575
C28A C29A 1.3900 .
C28A H28A 0.9500 .
C29A C30A 1.3900 .
C29A H29A 0.9500 .
C30A H30A 0.9500 .
C25B C26B 1.3900 .
C25B C30B 1.3900 .
C26B C27B 1.3900 .
C26B H26B 0.9500 .
C27B C28B 1.3900 .
C27B H27B 0.9500 .
C28B C29B 1.3900 .
C28B H28B 0.9500 .
C29B C30B 1.3900 .
C29B H29B 0.9500 .
C30B H30B 0.9500 .
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_4
C2 N2 C1 N1 -0.4(4) . .
C12 N2 C1 N1 -169.5(3) . .
C2 N2 C1 Ir1 179.5(3) . .
C12 N2 C1 Ir1 10.4(5) . .
C3 N1 C1 N2 1.0(4) . .
C4 N1 C1 N2 175.3(3) . .
C3 N1 C1 Ir1 -178.9(3) . .
C4 N1 C1 Ir1 -4.6(4) . .
C1 N2 C2 C3 -0.3(4) . .
C12 N2 C2 C3 168.2(4) . .
N2 C2 C3 N1 0.9(5) . .
C1 N1 C3 C2 -1.2(5) . .
C4 N1 C3 C2 -173.8(4) . .
C1 N1 C4 C9 178.9(3) . .
C3 N1 C4 C9 -8.8(6) . .
C1 N1 C4 C5 -1.0(4) . .
C3 N1 C4 C5 171.3(4) . .
C9 C4 C5 C6 3.4(6) . .
N1 C4 C5 C6 -176.7(3) . .
C9 C4 C5 Ir1 -174.3(3) . .
N1 C4 C5 Ir1 5.6(4) . .
C4 C5 C6 C7 -3.8(6) . .
Ir1 C5 C6 C7 173.3(3) . .
C4 C5 C6 C10 172.4(6) . .
Ir1 C5 C6 C10 -10.6(8) . .
C5 C6 C7 C8 1.9(7) . .
C10 C6 C7 C8 -174.4(6) . .
C6 C7 C8 C9 0.9(7) . .
C6 C7 C8 C11 -177.6(5) . .
C7 C8 C9 C4 -1.4(6) . .
C11 C8 C9 C4 177.1(4) . .
C5 C4 C9 C8 -0.8(6) . .
N1 C4 C9 C8 179.3(3) . .
C1 N2 C12 C13 -38.5(5) . .
C2 N2 C12 C13 154.5(4) . .
C1 N2 C12 Ir1 87.0(3) . 3_676
C2 N2 C12 Ir1 -80.0(4) . 3_676
C17 N3 C13 C14 1.8(5) . .
Ir1 N3 C13 C14 177.7(3) . .
C17 N3 C13 C12 175.9(3) . .
Ir1 N3 C13 C12 -8.2(5) . .
N2 C12 C13 N3 36.8(5) . .
Ir1 C12 C13 N3 -90.0(4) 3_676 .
N2 C12 C13 C14 -148.9(3) . .
Ir1 C12 C13 C14 84.3(4) 3_676 .
N3 C13 C14 C15 1.8(6) . .
C12 C13 C14 C15 -172.8(4) . .
C13 C14 C15 C16 -3.0(7) . .
C14 C15 C16 C17 0.7(7) . .
C15 C16 C17 N3 3.0(6) . .
C15 C16 C17 C18 -173.3(5) . .
C13 N3 C17 C16 -4.2(6) . .
Ir1 N3 C17 C16 179.6(3) . .
C13 N3 C17 C18 172.1(4) . .
Ir1 N3 C17 C18 -4.0(5) . .
C16 C17 C18 P1 -166.7(4) . .
N3 C17 C18 P1 16.8(6) . .
C19 P1 C18 C17 115.6(4) . .
C25A P1 C18 C17 -139.8(5) . .
C25B P1 C18 C17 -142.9(4) . .
Ir1 P1 C18 C17 -19.0(5) . .
C18 P1 C19 C24 -149.5(3) . .
C25A P1 C19 C24 117.5(4) . .
C25B P1 C19 C24 95.5(4) . .
Ir1 P1 C19 C24 -36.0(4) . .
C18 P1 C19 C20 30.1(4) . .
C25A P1 C19 C20 -62.8(4) . .
C25B P1 C19 C20 -84.9(4) . .
Ir1 P1 C19 C20 143.7(3) . .
C24 C19 C20 C21 -0.9(7) . .
P1 C19 C20 C21 179.5(4) . .
C19 C20 C21 C22 -0.4(8) . .
C20 C21 C22 C23 1.3(8) . .
C21 C22 C23 C24 -0.8(7) . .
C20 C19 C24 C23 1.4(6) . .
P1 C19 C24 C23 -179.0(3) . .
C22 C23 C24 C19 -0.6(7) . .
C18 P1 C25A C26A 47.8(3) . .
C19 P1 C25A C26A 150.8(3) . .
Ir1 P1 C25A C26A -52.7(3) . .
C18 P1 C25A C30A -132.7(3) . .
C19 P1 C25A C30A -29.8(3) . .
Ir1 P1 C25A C30A 126.8(3) . .
C30A C25A C26A C27A 0.0 . .
P1 C25A C26A C27A 179.5(4) . .
C25A C26A C27A C27A 147.1(10) . 3_575
C25A C26A C27A C28A 0.0 . .
C27A C27A C28A C29A -150.7(9) 3_575 .
C26A C27A C28A C29A 0.0 . .
C27A C28A C29A C30A 0.0 . .
C28A C29A C30A C25A 0.0 . .
C26A C25A C30A C29A 0.0 . .
P1 C25A C30A C29A -179.5(4) . .
C18 P1 C25B C26B 108.4(3) . .
C19 P1 C25B C26B -145.5(3) . .
Ir1 P1 C25B C26B -5.4(4) . .
C18 P1 C25B C30B -69.1(4) . .
C19 P1 C25B C30B 37.0(3) . .
Ir1 P1 C25B C30B 177.1(2) . .
C30B C25B C26B C27B 0.0 . .
P1 C25B C26B C27B -177.5(4) . .
C25B C26B C27B C28B 0.0 . .
C26B C27B C28B C29B 0.0 . .
C27B C28B C29B C30B 0.0 . .
C28B C29B C30B C25B 0.0 . .
C26B C25B C30B C29B 0.0 . .
P1 C25B C30B C29B 177.5(4) . .
