#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:23:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179108 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/70/4307012.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_4307012
loop_
_publ_author_name
'Kenneth Dedeian'
'Jianmin Shi'
'Eric Forsythe'
'David C. Morton'
'Peter Y. Zavalij'
_publ_section_title
;
Blue Phosphorescence from Mixed Cyano-Isocyanide Cyclometalated
Iridium(III) Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1603
_journal_page_last               1611
_journal_paper_doi               10.1021/ic061513v
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C28 H21 F4 Ir N4'
_chemical_formula_sum            'C28 H21 F4 Ir N4'
_chemical_formula_weight         681.69
_chemical_name_common            Ir-complex
_chemical_name_systematic
;
Ir-complex
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-97 & ZCIF'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.8370(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.8934(3)
_cell_length_b                   15.7855(4)
_cell_length_c                   15.7627(4)
_cell_measurement_reflns_used    8320
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      29.3
_cell_measurement_theta_min      2.4
_cell_volume                     2461.43(12)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Platon (Spek, 1990)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker Smart1000'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      NFRAMES=606,606,606,50,967
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'glass capillary'
_diffrn_orient_matrix_type       standard
_diffrn_orient_matrix_UB_11      -0.0546854
_diffrn_orient_matrix_UB_12      -0.0489750
_diffrn_orient_matrix_UB_13      -0.0215562
_diffrn_orient_matrix_UB_21      0.0063431
_diffrn_orient_matrix_UB_22      -0.0272605
_diffrn_orient_matrix_UB_23      0.0571826
_diffrn_orient_matrix_UB_31      -0.0847910
_diffrn_orient_matrix_UB_32      0.0295285
_diffrn_orient_matrix_UB_33      0.0170743
_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  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29372
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.41
_diffrn_source_current           40
_diffrn_source_voltage           50
_diffrn_standards_decay_%        0.10
_exptl_absorpt_coefficient_mu    5.480
_exptl_absorpt_correction_T_max  0.547
_exptl_absorpt_correction_T_min  0.429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_density_method    not_measured
_exptl_crystal_description       prism
_exptl_crystal_F_000             1320
_exptl_crystal_id                'Dedeian Ken ARL'
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_refine_diff_density_max         1.856
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0210
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0125P)²+5.35P], P=(max(Fo²,0)+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0449
_refine_ls_wR_factor_ref         0.0472
_reflns_number_gt                4982
_reflns_number_total             5636
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061513vsi20060810_092512_1.cif
_cod_data_source_block           compound3
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4307012
#BEGIN Tags that were not found in dictionaries:
_diffrn_measurement_total_frames-ccd 2835
_diffrn_measurement_frame_width-ccd 0.3
_diffrn_detector_distance-ccd    4.9
_diffrn_measurement_frame_time-ccd 15
_diffrn_measurement_total_time-ccd 17.4
_diffrn_measurement_frame_size-ccd 512
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.578389(10) 0.705839(7) 0.528423(7) 0.02456(4) Uani 1 1 d . . .
C1 C 0.6918(3) 0.60619(18) 0.57553(19) 0.0291(6) Uani 1 1 d . . .
N1 N 0.7569(3) 0.55165(18) 0.6017(2) 0.0425(7) Uani 1 1 d . . .
C2 C 0.3995(3) 0.65674(18) 0.56428(19) 0.0288(6) Uani 1 1 d . . .
N2 N 0.2913(3) 0.63694(16) 0.58106(17) 0.0336(6) Uani 1 1 d . . .
C3 C 0.1477(3) 0.6163(2) 0.5913(2) 0.0344(7) Uani 1 1 d . . .
C4 C 0.0797(4) 0.6281(3) 0.5049(3) 0.0559(10) Uani 1 1 d . . .
H4A H 0.1214 0.5900 0.4637 0.078(9) Uiso 1 1 calc R . .
H4B H 0.0909 0.6869 0.4863 0.078(9) Uiso 1 1 calc R . .
H4C H -0.0168 0.6150 0.5090 0.078(9) Uiso 1 1 calc R . .
C5 C 0.0885(4) 0.6754(4) 0.6552(3) 0.0755(16) Uani 1 1 d . . .
H5A H 0.1089 0.7340 0.6394 0.087(10) Uiso 1 1 calc R . .
H5B H 0.1275 0.6633 0.7114 0.087(10) Uiso 1 1 calc R . .
H5C H -0.0097 0.6676 0.6565 0.087(10) Uiso 1 1 calc R . .
C6 C 0.1393(4) 0.5255(3) 0.6181(3) 0.0644(12) Uani 1 1 d . . .
H6A H 0.1875 0.5180 0.6723 0.086(10) Uiso 1 1 calc R . .
H6B H 0.1806 0.4895 0.5749 0.086(10) Uiso 1 1 calc R . .
H6C H 0.0443 0.5095 0.6245 0.086(10) Uiso 1 1 calc R . .
N3 N 0.5886(2) 0.77828(15) 0.63673(16) 0.0280(5) Uani 1 1 d . . .
C11 C 0.6625(3) 0.7572(2) 0.7058(2) 0.0348(7) Uani 1 1 d . . .
H11 H 0.7033 0.7028 0.7083 0.037(9) Uiso 1 1 calc R . .
C12 C 0.6812(4) 0.8121(2) 0.7730(2) 0.0421(8) Uani 1 1 d . . .
H12 H 0.7334 0.7956 0.8213 0.045(10) Uiso 1 1 calc R . .
C13 C 0.6229(4) 0.8915(2) 0.7691(2) 0.0432(8) Uani 1 1 d . . .
H13 H 0.6376 0.9312 0.8135 0.053(11) Uiso 1 1 calc R . .
C14 C 0.5429(3) 0.9124(2) 0.6999(2) 0.0381(7) Uani 1 1 d . . .
H14 H 0.4996 0.9661 0.6977 0.040(10) Uiso 1 1 calc R . .
C15 C 0.5251(3) 0.85550(18) 0.6332(2) 0.0298(6) Uani 1 1 d . . .
C16 C 0.4520(3) 0.87136(18) 0.5533(2) 0.0296(6) Uani 1 1 d . . .
C17 C 0.3702(3) 0.9410(2) 0.5356(2) 0.0356(7) Uani 1 1 d . . .
C18 C 0.3099(3) 0.9555(2) 0.4581(2) 0.0389(8) Uani 1 1 d . . .
H18 H 0.2541 1.0035 0.4479 0.051(11) Uiso 1 1 calc R . .
C19 C 0.3345(3) 0.8968(2) 0.3960(2) 0.0390(8) Uani 1 1 d . . .
C20 C 0.4126(3) 0.8250(2) 0.4089(2) 0.0335(7) Uani 1 1 d . . .
H20 H 0.4265 0.7861 0.3638 0.036(9) Uiso 1 1 calc R . .
C21 C 0.4705(3) 0.81018(19) 0.4887(2) 0.0292(6) Uani 1 1 d . . .
F1 F 0.3448(2) 0.99892(13) 0.59758(14) 0.0511(5) Uani 1 1 d . . .
F2 F 0.2773(2) 0.90955(14) 0.31800(14) 0.0529(5) Uani 1 1 d . . .
N4 N 0.5816(3) 0.65168(15) 0.40982(16) 0.0302(5) Uani 1 1 d . . .
C22 C 0.4968(3) 0.5899(2) 0.3831(2) 0.0373(7) Uani 1 1 d . . .
H22 H 0.4316 0.5689 0.4215 0.039(10) Uiso 1 1 calc R . .
C23 C 0.5006(4) 0.5559(2) 0.3029(2) 0.0471(9) Uani 1 1 d . . .
H23 H 0.4391 0.5128 0.2859 0.040(10) Uiso 1 1 calc R . .
C24 C 0.5965(4) 0.5862(3) 0.2475(2) 0.0509(9) Uani 1 1 d . . .
H24 H 0.6009 0.5643 0.1914 0.058(12) Uiso 1 1 calc R . .
C25 C 0.6851(4) 0.6480(2) 0.2739(2) 0.0432(8) Uani 1 1 d . . .
H25 H 0.7521 0.6680 0.2363 0.056(12) Uiso 1 1 calc R . .
C26 C 0.6775(3) 0.6816(2) 0.3555(2) 0.0321(7) Uani 1 1 d . . .
C27 C 0.7664(3) 0.74601(19) 0.3941(2) 0.0317(7) Uani 1 1 d . . .
C28 C 0.8690(3) 0.7898(2) 0.3527(2) 0.0397(8) Uani 1 1 d . . .
C29 C 0.9544(3) 0.8459(2) 0.3931(3) 0.0462(9) Uani 1 1 d . . .
H29 H 1.0236 0.8749 0.3636 0.062(12) Uiso 1 1 calc R . .
C30 C 0.9346(3) 0.8578(2) 0.4783(3) 0.0416(8) Uani 1 1 d . . .
C31 C 0.8331(3) 0.81930(19) 0.5230(2) 0.0333(7) Uani 1 1 d . . .
H31 H 0.8224 0.8309 0.5816 0.029(8) Uiso 1 1 calc R . .
C32 C 0.7461(3) 0.76286(18) 0.4811(2) 0.0280(6) Uani 1 1 d . . .
F3 F 0.8860(2) 0.77900(16) 0.26793(14) 0.0566(6) Uani 1 1 d . . .
F4 F 1.0198(2) 0.91089(15) 0.52176(16) 0.0617(6) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
_geom_angle_publ_flag
C2 Ir1 C32 173.09(12) . . ?
C2 Ir1 C21 86.53(11) . . ?
C32 Ir1 C21 87.50(11) . . ?
C2 Ir1 N3 90.77(11) . . ?
C32 Ir1 N3 91.62(11) . . ?
C21 Ir1 N3 80.00(11) . . ?
C2 Ir1 N4 96.90(11) . . ?
C32 Ir1 N4 80.05(11) . . ?
C21 Ir1 N4 94.06(11) . . ?
N3 Ir1 N4 170.03(10) . . ?
C2 Ir1 C1 94.63(12) . . ?
C32 Ir1 C1 91.56(11) . . ?
C21 Ir1 C1 175.91(12) . . ?
N3 Ir1 C1 96.05(11) . . ?
N4 Ir1 C1 89.70(11) . . ?
N1 C1 Ir1 178.8(3) . . ?
N2 C2 Ir1 172.3(3) . . ?
C2 N2 C3 172.3(3) . . ?
N2 C3 C6 107.6(3) . . ?
N2 C3 C5 108.9(3) . . ?
C6 C3 C5 112.5(4) . . ?
N2 C3 C4 106.9(3) . . ?
C6 C3 C4 110.1(3) . . ?
C5 C3 C4 110.7(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C11 N3 C15 119.7(3) . . ?
C11 N3 Ir1 123.7(2) . . ?
C15 N3 Ir1 116.3(2) . . ?
N3 C11 C12 122.1(3) . . ?
N3 C11 H11 118.9 . . ?
C12 C11 H11 118.9 . . ?
C11 C12 C13 119.0(3) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
N3 C15 C14 119.3(3) . . ?
N3 C15 C16 114.0(3) . . ?
C14 C15 C16 126.5(3) . . ?
C17 C16 C21 118.3(3) . . ?
C17 C16 C15 125.9(3) . . ?
C21 C16 C15 115.8(3) . . ?
F1 C17 C18 116.4(3) . . ?
F1 C17 C16 119.9(3) . . ?
C18 C17 C16 123.7(3) . . ?
C17 C18 C19 116.3(3) . . ?
C17 C18 H18 121.8 . . ?
C19 C18 H18 121.8 . . ?
F2 C19 C18 117.9(3) . . ?
F2 C19 C20 118.5(3) . . ?
C18 C19 C20 123.6(3) . . ?
C19 C20 C21 119.4(3) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C20 C21 C16 118.6(3) . . ?
C20 C21 Ir1 127.9(2) . . ?
C16 C21 Ir1 113.5(2) . . ?
C22 N4 C26 119.1(3) . . ?
C22 N4 Ir1 124.5(2) . . ?
C26 N4 Ir1 116.4(2) . . ?
N4 C22 C23 122.9(3) . . ?
N4 C22 H22 118.6 . . ?
C23 C22 H22 118.6 . . ?
C22 C23 C24 118.4(4) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 H23 120.8 . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.5(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
N4 C26 C25 119.5(3) . . ?
N4 C26 C27 113.3(3) . . ?
C25 C26 C27 127.2(3) . . ?
C28 C27 C32 118.3(3) . . ?
C28 C27 C26 125.7(3) . . ?
C32 C27 C26 116.0(3) . . ?
F3 C28 C29 116.9(3) . . ?
F3 C28 C27 119.8(3) . . ?
C29 C28 C27 123.3(3) . . ?
C30 C29 C28 116.5(3) . . ?
C30 C29 H29 121.8 . . ?
C28 C29 H29 121.8 . . ?
F4 C30 C29 118.6(3) . . ?
F4 C30 C31 117.6(3) . . ?
C29 C30 C31 123.8(3) . . ?
C30 C31 C32 119.2(3) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C31 C32 C27 118.9(3) . . ?
C31 C32 Ir1 127.4(2) . . ?
C27 C32 Ir1 113.6(2) . . ?
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 C2 2.020(3) . ?
Ir1 C32 2.038(3) . ?
Ir1 C21 2.056(3) . ?
Ir1 N3 2.056(2) . ?
Ir1 N4 2.056(3) . ?
Ir1 C1 2.064(3) . ?
C1 N1 1.148(4) . ?
C2 N2 1.150(4) . ?
N2 C3 1.468(4) . ?
C3 C6 1.497(5) . ?
C3 C5 1.499(5) . ?
C3 C4 1.521(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
N3 C11 1.344(4) . ?
N3 C15 1.372(4) . ?
C11 C12 1.380(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.380(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.377(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.392(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.464(4) . ?
C16 C17 1.392(4) . ?
C16 C21 1.418(4) . ?
C17 F1 1.364(4) . ?
C17 C18 1.371(5) . ?
C18 C19 1.372(5) . ?
C18 H18 0.9500 . ?
C19 F2 1.361(4) . ?
C19 C20 1.385(5) . ?
C20 C21 1.394(4) . ?
C20 H20 0.9500 . ?
N4 C22 1.350(4) . ?
N4 C26 1.371(4) . ?
C22 C23 1.375(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.383(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.372(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.394(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.470(5) . ?
C27 C28 1.398(4) . ?
C27 C32 1.414(4) . ?
C28 F3 1.360(4) . ?
C28 C29 1.374(5) . ?
C29 C30 1.373(5) . ?
C29 H29 0.9500 . ?
C30 F4 1.366(4) . ?
C30 C31 1.377(4) . ?
C31 C32 1.398(4) . ?
C31 H31 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 Ir1 N3 C11 99.7(2) . . . . ?
C32 Ir1 N3 C11 -86.8(2) . . . . ?
C21 Ir1 N3 C11 -174.0(2) . . . . ?
C1 Ir1 N3 C11 4.9(2) . . . . ?
C2 Ir1 N3 C15 -86.4(2) . . . . ?
C32 Ir1 N3 C15 87.1(2) . . . . ?
C21 Ir1 N3 C15 -0.1(2) . . . . ?
C1 Ir1 N3 C15 178.8(2) . . . . ?
C15 N3 C11 C12 -2.3(5) . . . . ?
Ir1 N3 C11 C12 171.4(2) . . . . ?
N3 C11 C12 C13 -0.5(5) . . . . ?
C11 C12 C13 C14 2.8(5) . . . . ?
C12 C13 C14 C15 -2.4(5) . . . . ?
C11 N3 C15 C14 2.6(4) . . . . ?
Ir1 N3 C15 C14 -171.5(2) . . . . ?
C11 N3 C15 C16 178.0(3) . . . . ?
Ir1 N3 C15 C16 3.8(3) . . . . ?
C13 C14 C15 N3 -0.3(5) . . . . ?
C13 C14 C15 C16 -175.0(3) . . . . ?
N3 C15 C16 C17 174.3(3) . . . . ?
C14 C15 C16 C17 -10.7(5) . . . . ?
N3 C15 C16 C21 -7.1(4) . . . . ?
C14 C15 C16 C21 167.8(3) . . . . ?
C21 C16 C17 F1 176.7(3) . . . . ?
C15 C16 C17 F1 -4.7(5) . . . . ?
C21 C16 C17 C18 -2.4(5) . . . . ?
C15 C16 C17 C18 176.2(3) . . . . ?
F1 C17 C18 C19 -179.4(3) . . . . ?
C16 C17 C18 C19 -0.3(5) . . . . ?
C17 C18 C19 F2 -179.4(3) . . . . ?
C17 C18 C19 C20 1.6(5) . . . . ?
F2 C19 C20 C21 -179.1(3) . . . . ?
C18 C19 C20 C21 -0.1(5) . . . . ?
C19 C20 C21 C16 -2.6(4) . . . . ?
C19 C20 C21 Ir1 175.2(2) . . . . ?
C17 C16 C21 C20 3.8(4) . . . . ?
C15 C16 C21 C20 -174.9(3) . . . . ?
C17 C16 C21 Ir1 -174.3(2) . . . . ?
C15 C16 C21 Ir1 7.0(3) . . . . ?
C2 Ir1 C21 C20 -90.3(3) . . . . ?
C32 Ir1 C21 C20 86.3(3) . . . . ?
N3 Ir1 C21 C20 178.3(3) . . . . ?
N4 Ir1 C21 C20 6.4(3) . . . . ?
C2 Ir1 C21 C16 87.6(2) . . . . ?
C32 Ir1 C21 C16 -95.9(2) . . . . ?
N3 Ir1 C21 C16 -3.8(2) . . . . ?
N4 Ir1 C21 C16 -175.7(2) . . . . ?
C2 Ir1 N4 C22 -11.9(3) . . . . ?
C32 Ir1 N4 C22 174.4(3) . . . . ?
C21 Ir1 N4 C22 -98.8(3) . . . . ?
C1 Ir1 N4 C22 82.8(3) . . . . ?
C2 Ir1 N4 C26 168.2(2) . . . . ?
C32 Ir1 N4 C26 -5.5(2) . . . . ?
C21 Ir1 N4 C26 81.2(2) . . . . ?
C1 Ir1 N4 C26 -97.1(2) . . . . ?
C26 N4 C22 C23 -1.0(5) . . . . ?
Ir1 N4 C22 C23 179.1(3) . . . . ?
N4 C22 C23 C24 0.5(6) . . . . ?
C22 C23 C24 C25 0.6(6) . . . . ?
C23 C24 C25 C26 -1.2(6) . . . . ?
C22 N4 C26 C25 0.4(4) . . . . ?
Ir1 N4 C26 C25 -179.7(2) . . . . ?
C22 N4 C26 C27 -177.5(3) . . . . ?
Ir1 N4 C26 C27 2.4(3) . . . . ?
C24 C25 C26 N4 0.7(5) . . . . ?
C24 C25 C26 C27 178.3(3) . . . . ?
N4 C26 C27 C28 -177.2(3) . . . . ?
C25 C26 C27 C28 5.1(5) . . . . ?
N4 C26 C27 C32 4.1(4) . . . . ?
C25 C26 C27 C32 -173.6(3) . . . . ?
C32 C27 C28 F3 -176.0(3) . . . . ?
C26 C27 C28 F3 5.4(5) . . . . ?
C32 C27 C28 C29 2.6(5) . . . . ?
C26 C27 C28 C29 -176.0(3) . . . . ?
F3 C28 C29 C30 178.6(3) . . . . ?
C27 C28 C29 C30 0.0(5) . . . . ?
C28 C29 C30 F4 177.9(3) . . . . ?
C28 C29 C30 C31 -2.2(5) . . . . ?
F4 C30 C31 C32 -178.4(3) . . . . ?
C29 C30 C31 C32 1.7(5) . . . . ?
C30 C31 C32 C27 1.0(4) . . . . ?
C30 C31 C32 Ir1 -173.9(2) . . . . ?
C28 C27 C32 C31 -3.0(4) . . . . ?
C26 C27 C32 C31 175.8(3) . . . . ?
C28 C27 C32 Ir1 172.6(2) . . . . ?
C26 C27 C32 Ir1 -8.6(3) . . . . ?
C21 Ir1 C32 C31 88.1(3) . . . . ?
N3 Ir1 C32 C31 8.2(3) . . . . ?
N4 Ir1 C32 C31 -177.3(3) . . . . ?
C1 Ir1 C32 C31 -87.9(3) . . . . ?
C21 Ir1 C32 C27 -87.1(2) . . . . ?
N3 Ir1 C32 C27 -167.0(2) . . . . ?
N4 Ir1 C32 C27 7.5(2) . . . . ?
C1 Ir1 C32 C27 96.9(2) . . . . ?
