#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:19:21 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179685 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/07/7000719.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_7000719
loop_
_publ_author_name
'Park-Gehrke, Lisa S.'
'Freudenthal, John'
'Kaminsky, Werner'
'DiPasquale, Antonio G.'
'Mayer, James M.'
_publ_section_title
;
 Synthesis and oxidation of Cp*IrIII compounds: functionalization of a
 Cp* methyl group
;
_journal_issue                   11
_journal_name_full               'Dalton Transactions'
_journal_page_first              1972
_journal_page_last               1983
_journal_paper_doi               10.1039/b820839e
_journal_year                    2009
_chemical_formula_moiety         'C21 H23 I Ir N'
_chemical_formula_sum            'C21 H23 I Ir N'
_chemical_formula_weight         608.50
_chemical_name_common            Cp*Ir(ppy)I
_chemical_name_systematic        lp003
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.9800(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.7010(4)
_cell_length_b                   9.0000(3)
_cell_length_c                   15.8690(5)
_cell_measurement_reflns_used    1320
_cell_measurement_temperature    130(2)
_cell_volume                     1927.18(11)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'maXus, Zortep'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0813
_diffrn_reflns_av_sigmaI/netI    0.0824
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8271
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.61
_exptl_absorpt_coefficient_mu    8.532
_exptl_absorpt_correction_T_max  0.270
_exptl_absorpt_correction_T_min  0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   HKL2000
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.15
_refine_diff_density_max         4.465
_refine_diff_density_min         -3.528
_refine_diff_density_rms         0.344
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         4517
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1076P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1444
_refine_ls_wR_factor_ref         0.1547
_reflns_number_gt                3768
_reflns_number_total             4517
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b820839e.txt
_cod_data_source_block           shelxl4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1927.18(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7000719
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.279918(19) 0.30700(3) 0.140744(15) 0.01917(14) Uani 1 1 d . . .
I1 I 0.31809(4) 0.55500(5) 0.05743(3) 0.02860(16) Uani 1 1 d . . .
N1 N 0.1415(5) 0.2946(6) 0.0624(4) 0.0219(13) Uani 1 1 d . . .
C1 C 0.3428(6) 0.1690(8) 0.2484(4) 0.0262(16) Uani 1 1 d . . .
C2 C 0.4200(6) 0.2559(8) 0.2215(5) 0.0322(17) Uani 1 1 d . . .
C3 C 0.4292(6) 0.2044(8) 0.1352(6) 0.0326(18) Uani 1 1 d . . .
C4 C 0.3568(5) 0.0970(8) 0.1104(5) 0.0249(15) Uani 1 1 d . . .
C5 C 0.2999(6) 0.0760(8) 0.1786(5) 0.0300(16) Uani 1 1 d . . .
C6 C 0.3139(10) 0.1729(11) 0.3350(5) 0.054(3) Uani 1 1 d . . .
H6A H 0.3530 0.0995 0.3722 0.065 Uiso 1 1 calc R . .
H6B H 0.2433 0.1494 0.3299 0.065 Uiso 1 1 calc R . .
H6C H 0.3266 0.2722 0.3598 0.065 Uiso 1 1 calc R . .
C7 C 0.4894(7) 0.3566(10) 0.2762(7) 0.052(3) Uani 1 1 d . . .
H7A H 0.5510 0.3033 0.2980 0.063 Uiso 1 1 calc R . .
H7B H 0.4591 0.3908 0.3244 0.063 Uiso 1 1 calc R . .
H7C H 0.5041 0.4424 0.2425 0.063 Uiso 1 1 calc R . .
C8 C 0.5058(8) 0.2609(12) 0.0891(8) 0.059(3) Uani 1 1 d . . .
H8A H 0.5688 0.2108 0.1102 0.071 Uiso 1 1 calc R . .
H8B H 0.5137 0.3681 0.0986 0.071 Uiso 1 1 calc R . .
H8C H 0.4860 0.2413 0.0278 0.071 Uiso 1 1 calc R . .
C9 C 0.3464(9) 0.0068(11) 0.0309(5) 0.052(3) Uani 1 1 d . . .
H9A H 0.3760 -0.0914 0.0443 0.063 Uiso 1 1 calc R . .
H9B H 0.3804 0.0568 -0.0107 0.063 Uiso 1 1 calc R . .
H9C H 0.2760 -0.0045 0.0066 0.063 Uiso 1 1 calc R . .
C10 C 0.2187(6) -0.0391(9) 0.1799(6) 0.040(2) Uani 1 1 d . . .
H10A H 0.2469 -0.1391 0.1793 0.048 Uiso 1 1 calc R . .
H10B H 0.1669 -0.0260 0.1295 0.048 Uiso 1 1 calc R . .
H10C H 0.1899 -0.0264 0.2319 0.048 Uiso 1 1 calc R . .
C11 C 0.1941(6) 0.4368(7) 0.2053(4) 0.0231(14) Uani 1 1 d . . .
C12 C 0.2268(6) 0.5216(8) 0.2775(4) 0.0307(16) Uani 1 1 d . . .
H12 H 0.2957 0.5265 0.3001 0.037 Uiso 1 1 calc R . .
C13 C 0.1598(7) 0.6000(8) 0.3173(5) 0.0350(18) Uani 1 1 d . . .
H13 H 0.1832 0.6564 0.3673 0.042 Uiso 1 1 calc R . .
C14 C 0.0606(8) 0.5962(9) 0.2849(5) 0.042(2) Uani 1 1 d . . .
H14 H 0.0153 0.6497 0.3126 0.050 Uiso 1 1 calc R . .
C15 C 0.0270(7) 0.5168(8) 0.2139(5) 0.0321(17) Uani 1 1 d . . .
H15 H -0.0420 0.5145 0.1918 0.038 Uiso 1 1 calc R . .
C16 C 0.0930(5) 0.4372(7) 0.1723(4) 0.0204(13) Uani 1 1 d . . .
C17 C 0.0649(5) 0.3579(8) 0.0912(4) 0.0245(14) Uani 1 1 d . . .
C18 C -0.0315(5) 0.3479(8) 0.0441(5) 0.0301(16) Uani 1 1 d . . .
H18 H -0.0855 0.3917 0.0652 0.036 Uiso 1 1 calc R . .
C19 C -0.0472(7) 0.2747(9) -0.0325(5) 0.0346(18) Uani 1 1 d . . .
H19 H -0.1124 0.2678 -0.0645 0.041 Uiso 1 1 calc R . .
C20 C 0.0310(6) 0.2106(8) -0.0637(5) 0.0330(18) Uani 1 1 d . . .
H20 H 0.0210 0.1595 -0.1168 0.040 Uiso 1 1 calc R . .
C21 C 0.1250(6) 0.2239(8) -0.0140(5) 0.0278(15) Uani 1 1 d . . .
H21 H 0.1798 0.1815 -0.0347 0.033 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'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 '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
C11 Ir1 N1 77.7(3) . . ?
C11 Ir1 C2 110.5(3) . . ?
N1 Ir1 C2 164.7(3) . . ?
C11 Ir1 C1 96.7(3) . . ?
N1 Ir1 C1 129.5(3) . . ?
C2 Ir1 C1 38.8(3) . . ?
C11 Ir1 C5 117.6(3) . . ?
N1 Ir1 C5 99.9(3) . . ?
C2 Ir1 C5 64.9(3) . . ?
C1 Ir1 C5 38.5(3) . . ?
C11 Ir1 C4 155.8(3) . . ?
N1 Ir1 C4 103.8(2) . . ?
C2 Ir1 C4 63.2(3) . . ?
C1 Ir1 C4 63.4(3) . . ?
C5 Ir1 C4 38.3(2) . . ?
C11 Ir1 C3 148.5(3) . . ?
N1 Ir1 C3 133.8(3) . . ?
C2 Ir1 C3 38.8(3) . . ?
C1 Ir1 C3 63.7(3) . . ?
C5 Ir1 C3 63.1(3) . . ?
C4 Ir1 C3 35.9(3) . . ?
C11 Ir1 I1 87.14(18) . . ?
N1 Ir1 I1 89.17(15) . . ?
C2 Ir1 I1 103.8(2) . . ?
C1 Ir1 I1 141.1(2) . . ?
C5 Ir1 I1 154.89(19) . . ?
C4 Ir1 I1 116.88(18) . . ?
C3 Ir1 I1 93.76(18) . . ?
C17 N1 C21 119.1(7) . . ?
C17 N1 Ir1 117.3(5) . . ?
C21 N1 Ir1 123.6(5) . . ?
C5 C1 C2 108.2(6) . . ?
C5 C1 C6 125.9(8) . . ?
C2 C1 C6 125.8(8) . . ?
C5 C1 Ir1 70.8(4) . . ?
C2 C1 Ir1 70.5(4) . . ?
C6 C1 Ir1 125.4(6) . . ?
C1 C2 C3 106.9(6) . . ?
C1 C2 C7 126.1(8) . . ?
C3 C2 C7 126.0(8) . . ?
C1 C2 Ir1 70.7(4) . . ?
C3 C2 Ir1 74.1(5) . . ?
C7 C2 Ir1 129.1(6) . . ?
C4 C3 C8 129.3(9) . . ?
C4 C3 C2 108.1(7) . . ?
C8 C3 C2 122.6(9) . . ?
C4 C3 Ir1 71.9(4) . . ?
C8 C3 Ir1 127.4(6) . . ?
C2 C3 Ir1 67.1(4) . . ?
C3 C4 C5 109.1(7) . . ?
C3 C4 C9 125.3(8) . . ?
C5 C4 C9 125.2(8) . . ?
C3 C4 Ir1 72.2(4) . . ?
C5 C4 Ir1 67.6(4) . . ?
C9 C4 Ir1 131.2(5) . . ?
C1 C5 C4 107.4(6) . . ?
C1 C5 C10 126.2(7) . . ?
C4 C5 C10 125.9(7) . . ?
C1 C5 Ir1 70.7(4) . . ?
C4 C5 Ir1 74.1(4) . . ?
C10 C5 Ir1 126.8(6) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 117.9(6) . . ?
C12 C11 Ir1 126.5(6) . . ?
C16 C11 Ir1 115.6(5) . . ?
C11 C12 C13 120.6(8) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 120.5(7) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 120.0(7) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.7(8) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 120.2(7) . . ?
C11 C16 C17 114.9(6) . . ?
C15 C16 C17 124.7(7) . . ?
N1 C17 C18 120.7(7) . . ?
N1 C17 C16 113.9(7) . . ?
C18 C17 C16 125.4(7) . . ?
C19 C18 C17 119.6(7) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 120.6(8) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 117.3(8) . . ?
C19 C20 H20 121.3 . . ?
C21 C20 H20 121.3 . . ?
N1 C21 C20 122.8(7) . . ?
N1 C21 H21 118.6 . . ?
C20 C21 H21 118.6 . . ?
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 C11 2.053(7) . ?
Ir1 N1 2.082(7) . ?
Ir1 C2 2.164(8) . ?
Ir1 C1 2.167(7) . ?
Ir1 C5 2.168(7) . ?
Ir1 C4 2.256(6) . ?
Ir1 C3 2.260(8) . ?
Ir1 I1 2.6913(5) . ?
N1 C17 1.342(9) . ?
N1 C21 1.354(9) . ?
C1 C5 1.430(10) . ?
C1 C2 1.438(11) . ?
C1 C6 1.495(11) . ?
C2 C3 1.472(12) . ?
C2 C7 1.481(11) . ?
C3 C4 1.392(11) . ?
C3 C8 1.470(12) . ?
C4 C5 1.452(9) . ?
C4 C9 1.486(11) . ?
C5 C10 1.523(10) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.385(9) . ?
C11 C16 1.394(10) . ?
C12 C13 1.393(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.368(13) . ?
C13 H13 0.9500 . ?
C14 C15 1.346(12) . ?
C14 H14 0.9500 . ?
C15 C16 1.405(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.464(10) . ?
C17 C18 1.404(10) . ?
C18 C19 1.365(12) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(12) . ?
C19 H19 0.9500 . ?
C20 C21 1.394(11) . ?
C20 H20 0.9500 . ?
C21 H21 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
C11 Ir1 N1 C17 -6.1(5) . . . . ?
C2 Ir1 N1 C17 118.2(10) . . . . ?
C1 Ir1 N1 C17 82.4(5) . . . . ?
C5 Ir1 N1 C17 110.2(5) . . . . ?
C4 Ir1 N1 C17 149.1(5) . . . . ?
C3 Ir1 N1 C17 172.2(5) . . . . ?
I1 Ir1 N1 C17 -93.4(5) . . . . ?
C11 Ir1 N1 C21 175.5(6) . . . . ?
C2 Ir1 N1 C21 -60.2(12) . . . . ?
C1 Ir1 N1 C21 -95.9(6) . . . . ?
C5 Ir1 N1 C21 -68.2(6) . . . . ?
C4 Ir1 N1 C21 -29.3(6) . . . . ?
C3 Ir1 N1 C21 -6.2(7) . . . . ?
I1 Ir1 N1 C21 88.2(5) . . . . ?
C11 Ir1 C1 C5 126.9(4) . . . . ?
N1 Ir1 C1 C5 47.4(5) . . . . ?
C2 Ir1 C1 C5 -118.3(6) . . . . ?
C4 Ir1 C1 C5 -38.7(4) . . . . ?
C3 Ir1 C1 C5 -79.0(5) . . . . ?
I1 Ir1 C1 C5 -139.3(4) . . . . ?
C11 Ir1 C1 C2 -114.7(4) . . . . ?
N1 Ir1 C1 C2 165.7(4) . . . . ?
C5 Ir1 C1 C2 118.3(6) . . . . ?
C4 Ir1 C1 C2 79.6(5) . . . . ?
C3 Ir1 C1 C2 39.3(4) . . . . ?
I1 Ir1 C1 C2 -21.0(5) . . . . ?
C11 Ir1 C1 C6 6.0(8) . . . . ?
N1 Ir1 C1 C6 -73.6(8) . . . . ?
C2 Ir1 C1 C6 120.7(9) . . . . ?
C5 Ir1 C1 C6 -121.0(10) . . . . ?
C4 Ir1 C1 C6 -159.7(9) . . . . ?
C3 Ir1 C1 C6 160.0(9) . . . . ?
I1 Ir1 C1 C6 99.7(8) . . . . ?
C5 C1 C2 C3 -4.8(8) . . . . ?
C6 C1 C2 C3 174.0(7) . . . . ?
Ir1 C1 C2 C3 -65.8(5) . . . . ?
C5 C1 C2 C7 -174.1(8) . . . . ?
C6 C1 C2 C7 4.7(13) . . . . ?
Ir1 C1 C2 C7 124.9(8) . . . . ?
C5 C1 C2 Ir1 61.0(5) . . . . ?
C6 C1 C2 Ir1 -120.1(8) . . . . ?
C11 Ir1 C2 C1 74.5(4) . . . . ?
N1 Ir1 C2 C1 -46.0(11) . . . . ?
C5 Ir1 C2 C1 -37.3(4) . . . . ?
C4 Ir1 C2 C1 -80.0(4) . . . . ?
C3 Ir1 C2 C1 -114.8(6) . . . . ?
I1 Ir1 C2 C1 166.6(3) . . . . ?
C11 Ir1 C2 C3 -170.7(4) . . . . ?
N1 Ir1 C2 C3 68.8(11) . . . . ?
C1 Ir1 C2 C3 114.8(6) . . . . ?
C5 Ir1 C2 C3 77.6(4) . . . . ?
C4 Ir1 C2 C3 34.9(4) . . . . ?
I1 Ir1 C2 C3 -78.5(4) . . . . ?
C11 Ir1 C2 C7 -46.9(9) . . . . ?
N1 Ir1 C2 C7 -167.4(9) . . . . ?
C1 Ir1 C2 C7 -121.3(10) . . . . ?
C5 Ir1 C2 C7 -158.6(10) . . . . ?
C4 Ir1 C2 C7 158.7(10) . . . . ?
C3 Ir1 C2 C7 123.8(11) . . . . ?
I1 Ir1 C2 C7 45.3(9) . . . . ?
C1 C2 C3 C4 3.1(8) . . . . ?
C7 C2 C3 C4 172.4(8) . . . . ?
Ir1 C2 C3 C4 -60.5(5) . . . . ?
C1 C2 C3 C8 -175.7(8) . . . . ?
C7 C2 C3 C8 -6.4(13) . . . . ?
Ir1 C2 C3 C8 120.8(8) . . . . ?
C1 C2 C3 Ir1 63.5(5) . . . . ?
C7 C2 C3 Ir1 -127.1(8) . . . . ?
C11 Ir1 C3 C4 136.4(5) . . . . ?
N1 Ir1 C3 C4 -40.5(6) . . . . ?
C2 Ir1 C3 C4 119.5(6) . . . . ?
C1 Ir1 C3 C4 80.2(5) . . . . ?
C5 Ir1 C3 C4 36.9(4) . . . . ?
I1 Ir1 C3 C4 -133.0(4) . . . . ?
C11 Ir1 C3 C8 -97.5(10) . . . . ?
N1 Ir1 C3 C8 85.6(10) . . . . ?
C2 Ir1 C3 C8 -114.4(11) . . . . ?
C1 Ir1 C3 C8 -153.7(10) . . . . ?
C5 Ir1 C3 C8 163.0(11) . . . . ?
C4 Ir1 C3 C8 126.1(12) . . . . ?
I1 Ir1 C3 C8 -6.8(10) . . . . ?
C11 Ir1 C3 C2 16.9(7) . . . . ?
N1 Ir1 C3 C2 -160.0(4) . . . . ?
C1 Ir1 C3 C2 -39.4(4) . . . . ?
C5 Ir1 C3 C2 -82.7(5) . . . . ?
C4 Ir1 C3 C2 -119.5(6) . . . . ?
I1 Ir1 C3 C2 107.5(4) . . . . ?
C8 C3 C4 C5 178.5(8) . . . . ?
C2 C3 C4 C5 -0.2(8) . . . . ?
Ir1 C3 C4 C5 -57.7(5) . . . . ?
C8 C3 C4 C9 4.5(13) . . . . ?
C2 C3 C4 C9 -174.1(7) . . . . ?
Ir1 C3 C4 C9 128.4(7) . . . . ?
C8 C3 C4 Ir1 -123.9(9) . . . . ?
C2 C3 C4 Ir1 57.5(5) . . . . ?
C11 Ir1 C4 C3 -118.2(7) . . . . ?
N1 Ir1 C4 C3 151.1(5) . . . . ?
C2 Ir1 C4 C3 -37.6(5) . . . . ?
C1 Ir1 C4 C3 -81.3(5) . . . . ?
C5 Ir1 C4 C3 -120.3(7) . . . . ?
I1 Ir1 C4 C3 54.9(5) . . . . ?
C11 Ir1 C4 C5 2.1(9) . . . . ?
N1 Ir1 C4 C5 -88.6(5) . . . . ?
C2 Ir1 C4 C5 82.7(5) . . . . ?
C1 Ir1 C4 C5 39.0(5) . . . . ?
C3 Ir1 C4 C5 120.3(7) . . . . ?
I1 Ir1 C4 C5 175.2(4) . . . . ?
C11 Ir1 C4 C9 120.1(9) . . . . ?
N1 Ir1 C4 C9 29.4(9) . . . . ?
C2 Ir1 C4 C9 -159.4(10) . . . . ?
C1 Ir1 C4 C9 157.0(10) . . . . ?
C5 Ir1 C4 C9 117.9(11) . . . . ?
C3 Ir1 C4 C9 -121.8(10) . . . . ?
I1 Ir1 C4 C9 -66.8(9) . . . . ?
C2 C1 C5 C4 4.7(8) . . . . ?
C6 C1 C5 C4 -174.1(7) . . . . ?
Ir1 C1 C5 C4 65.6(5) . . . . ?
C2 C1 C5 C10 177.2(7) . . . . ?
C6 C1 C5 C10 -1.7(12) . . . . ?
Ir1 C1 C5 C10 -122.0(8) . . . . ?
C2 C1 C5 Ir1 -60.8(5) . . . . ?
C6 C1 C5 Ir1 120.3(8) . . . . ?
C3 C4 C5 C1 -2.8(8) . . . . ?
C9 C4 C5 C1 171.1(7) . . . . ?
Ir1 C4 C5 C1 -63.3(5) . . . . ?
C3 C4 C5 C10 -175.3(7) . . . . ?
C9 C4 C5 C10 -1.3(12) . . . . ?
Ir1 C4 C5 C10 124.3(8) . . . . ?
C3 C4 C5 Ir1 60.5(5) . . . . ?
C9 C4 C5 Ir1 -125.6(7) . . . . ?
C11 Ir1 C5 C1 -63.6(5) . . . . ?
N1 Ir1 C5 C1 -144.8(4) . . . . ?
C2 Ir1 C5 C1 37.5(5) . . . . ?
C4 Ir1 C5 C1 115.4(6) . . . . ?
C3 Ir1 C5 C1 80.8(5) . . . . ?
I1 Ir1 C5 C1 105.4(6) . . . . ?
C11 Ir1 C5 C4 -179.0(4) . . . . ?
N1 Ir1 C5 C4 99.7(5) . . . . ?
C2 Ir1 C5 C4 -77.9(5) . . . . ?
C1 Ir1 C5 C4 -115.4(6) . . . . ?
C3 Ir1 C5 C4 -34.6(5) . . . . ?
I1 Ir1 C5 C4 -10.1(8) . . . . ?
C11 Ir1 C5 C10 57.7(8) . . . . ?
N1 Ir1 C5 C10 -23.6(8) . . . . ?
C2 Ir1 C5 C10 158.8(8) . . . . ?
C1 Ir1 C5 C10 121.3(9) . . . . ?
C4 Ir1 C5 C10 -123.3(9) . . . . ?
C3 Ir1 C5 C10 -157.9(8) . . . . ?
I1 Ir1 C5 C10 -133.4(6) . . . . ?
N1 Ir1 C11 C12 -173.8(7) . . . . ?
C2 Ir1 C11 C12 19.7(7) . . . . ?
C1 Ir1 C11 C12 57.2(7) . . . . ?
C5 Ir1 C11 C12 91.3(7) . . . . ?
C4 Ir1 C11 C12 89.9(9) . . . . ?
C3 Ir1 C11 C12 8.5(9) . . . . ?
I1 Ir1 C11 C12 -84.0(6) . . . . ?
N1 Ir1 C11 C16 6.6(5) . . . . ?
C2 Ir1 C11 C16 -159.9(5) . . . . ?
C1 Ir1 C11 C16 -122.5(5) . . . . ?
C5 Ir1 C11 C16 -88.3(6) . . . . ?
C4 Ir1 C11 C16 -89.8(8) . . . . ?
C3 Ir1 C11 C16 -171.1(5) . . . . ?
I1 Ir1 C11 C16 96.4(5) . . . . ?
C16 C11 C12 C13 2.4(11) . . . . ?
Ir1 C11 C12 C13 -177.2(6) . . . . ?
C11 C12 C13 C14 -1.0(12) . . . . ?
C12 C13 C14 C15 -0.2(12) . . . . ?
C13 C14 C15 C16 -0.1(12) . . . . ?
C12 C11 C16 C15 -2.7(10) . . . . ?
Ir1 C11 C16 C15 177.0(5) . . . . ?
C12 C11 C16 C17 174.0(6) . . . . ?
Ir1 C11 C16 C17 -6.4(7) . . . . ?
C14 C15 C16 C11 1.5(10) . . . . ?
C14 C15 C16 C17 -174.7(7) . . . . ?
C21 N1 C17 C18 1.6(10) . . . . ?
Ir1 N1 C17 C18 -176.8(5) . . . . ?
C21 N1 C17 C16 -177.0(6) . . . . ?
Ir1 N1 C17 C16 4.5(7) . . . . ?
C11 C16 C17 N1 1.2(8) . . . . ?
C15 C16 C17 N1 177.7(6) . . . . ?
C11 C16 C17 C18 -177.4(7) . . . . ?
C15 C16 C17 C18 -0.9(11) . . . . ?
N1 C17 C18 C19 -0.9(11) . . . . ?
C16 C17 C18 C19 177.6(7) . . . . ?
C17 C18 C19 C20 0.0(11) . . . . ?
C18 C19 C20 C21 0.1(12) . . . . ?
C17 N1 C21 C20 -1.5(11) . . . . ?
Ir1 N1 C21 C20 176.8(6) . . . . ?
C19 C20 C21 N1 0.7(12) . . . . ?
