#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:15:29 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179101 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/63/4306319.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_4306319
loop_
_publ_author_name
'Stefano Stagni'
'Silvia Colella'
'Antonio Palazzi'
'Giovanni Valenti'
'Stefano Zacchini'
'Francesco Paolucci'
'Massimo Marcaccio'
'Rodrigo Q. Albuquerque'
'Luisa De Cola'
_publ_contact_author_address
;Dipartimento di Chimica Fisica e Inorganica
Viale Risorgimento 4
40136 
Bologna
Italy
;
_publ_contact_author_email       stefano.stagni@unibo.it
_publ_contact_author_fax         '+39 0512093690'
_publ_contact_author_name        'Stefano Stagni'
_publ_contact_author_phone       '+39 0516446496'
_publ_section_title
;
Essential Role of the Ancillary Ligand in the Color Tuning of Iridium
Tetrazolate Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10509
_journal_page_last               10521
_journal_paper_doi               10.1021/ic801157k
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C27 H19 Ir N8'
_chemical_formula_weight         647.70
_chemical_name_systematic
; 
 ? 
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 97.5320(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9141(3)
_cell_length_b                   21.8339(8)
_cell_length_c                   12.0285(4)
_cell_measurement_temperature    295(2)
_cell_volume                     2320.90(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25651
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    5.787
_exptl_absorpt_correction_T_max  0.5435
_exptl_absorpt_correction_T_min  0.3907
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow-orange
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5059
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0226
_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)+(0.0235P)²+0.7780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0466
_refine_ls_wR_factor_ref         0.0516
_reflns_number_gt                3863
_reflns_number_total             5059
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801157k_si_002_3.cif
_cod_data_source_block           IrPzTz
_cod_database_code               4306319
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 0.137514(15) 0.125685(7) 0.775844(11) 0.03089(5) Uani 1 1 d . . .
N1 N 0.2094(3) 0.03919(14) 0.8492(3) 0.0391(7) Uani 1 1 d . . .
N2 N 0.2867(4) -0.01104(15) 0.8241(3) 0.0537(9) Uani 1 1 d . . .
N3 N 0.3063(5) -0.04583(17) 0.9150(3) 0.0641(11) Uani 1 1 d . . .
N4 N 0.2441(5) -0.01961(16) 0.9990(3) 0.0574(10) Uani 1 1 d . . .
C1 C 0.1852(4) 0.03244(17) 0.9561(3) 0.0383(9) Uani 1 1 d . . .
C2 C 0.1059(4) 0.08025(17) 1.0074(3) 0.0363(8) Uani 1 1 d . . .
C3 C 0.0764(5) 0.0806(2) 1.1176(3) 0.0487(10) Uani 1 1 d . . .
H3 H 0.1084 0.0475 1.1632 0.058 Uiso 1 1 calc R . .
N5 N 0.0046(4) 0.12622(17) 1.1611(3) 0.0519(9) Uani 1 1 d . . .
C4 C -0.0372(4) 0.1726(2) 1.0927(3) 0.0467(10) Uani 1 1 d . . .
H4 H -0.0883 0.2054 1.1197 0.056 Uiso 1 1 calc R . .
C5 C -0.0080(4) 0.17407(19) 0.9839(3) 0.0417(9) Uani 1 1 d . . .
H5 H -0.0388 0.2079 0.9396 0.050 Uiso 1 1 calc R . .
N6 N 0.0637(3) 0.12828(14) 0.9395(2) 0.0350(6) Uani 1 1 d . . .
N7 N 0.3286(3) 0.17042(13) 0.8444(2) 0.0332(7) Uani 1 1 d . . .
C6 C 0.4545(4) 0.14352(18) 0.8939(3) 0.0411(9) Uani 1 1 d . . .
H6 H 0.4555 0.1012 0.9020 0.049 Uiso 1 1 calc R . .
C7 C 0.5822(5) 0.1759(2) 0.9334(4) 0.0546(11) Uani 1 1 d . . .
H7 H 0.6680 0.1560 0.9682 0.066 Uiso 1 1 calc R . .
C8 C 0.5804(5) 0.2383(2) 0.9201(4) 0.0599(12) Uani 1 1 d . . .
H8 H 0.6659 0.2613 0.9453 0.072 Uiso 1 1 calc R . .
C9 C 0.4524(5) 0.2665(2) 0.8697(3) 0.0520(11) Uani 1 1 d . . .
H9 H 0.4510 0.3089 0.8609 0.062 Uiso 1 1 calc R . .
C10 C 0.3253(4) 0.23260(17) 0.8317(3) 0.0377(9) Uani 1 1 d . . .
C11 C 0.1819(4) 0.25674(17) 0.7748(3) 0.0375(9) Uani 1 1 d . . .
C12 C 0.1518(5) 0.31920(18) 0.7567(3) 0.0463(10) Uani 1 1 d . . .
H12 H 0.2258 0.3480 0.7807 0.056 Uiso 1 1 calc R . .
C13 C 0.0148(5) 0.33794(19) 0.7040(4) 0.0525(11) Uani 1 1 d . . .
H13 H -0.0042 0.3794 0.6908 0.063 Uiso 1 1 calc R . .
C14 C -0.0951(5) 0.2952(2) 0.6705(4) 0.0534(11) Uani 1 1 d . . .
H14 H -0.1898 0.3082 0.6372 0.064 Uiso 1 1 calc R . .
C15 C -0.0675(5) 0.23307(19) 0.6853(3) 0.0471(10) Uani 1 1 d . . .
H15 H -0.1426 0.2050 0.6597 0.057 Uiso 1 1 calc R . .
C16 C 0.0725(4) 0.21209(16) 0.7386(3) 0.0346(8) Uani 1 1 d . . .
N8 N -0.0513(3) 0.08775(13) 0.6871(3) 0.0356(7) Uani 1 1 d . . .
C17 C -0.1790(4) 0.07304(18) 0.7293(4) 0.0457(10) Uani 1 1 d . . .
H17 H -0.1812 0.0773 0.8060 0.055 Uiso 1 1 calc R . .
C18 C -0.3057(5) 0.0520(2) 0.6640(4) 0.0603(12) Uani 1 1 d . . .
H18 H -0.3926 0.0424 0.6956 0.072 Uiso 1 1 calc R . .
C19 C -0.3019(5) 0.0455(2) 0.5505(4) 0.0616(13) Uani 1 1 d . . .
H19 H -0.3872 0.0318 0.5045 0.074 Uiso 1 1 calc R . .
C20 C -0.1734(5) 0.05905(18) 0.5054(4) 0.0516(11) Uani 1 1 d . . .
H20 H -0.1703 0.0540 0.4290 0.062 Uiso 1 1 calc R . .
C21 C -0.0460(4) 0.08067(16) 0.5748(3) 0.0391(9) Uani 1 1 d . . .
C22 C 0.0994(4) 0.09742(16) 0.5392(3) 0.0369(8) Uani 1 1 d . . .
C23 C 0.1294(5) 0.09301(19) 0.4289(3) 0.0505(11) Uani 1 1 d . . .
H23 H 0.0564 0.0773 0.3740 0.061 Uiso 1 1 calc R . .
C24 C 0.2660(6) 0.11176(19) 0.4013(4) 0.0553(12) Uani 1 1 d . . .
H24 H 0.2856 0.1093 0.3274 0.066 Uiso 1 1 calc R . .
C25 C 0.3746(5) 0.1343(2) 0.4829(4) 0.0534(11) Uani 1 1 d . . .
H25 H 0.4676 0.1467 0.4637 0.064 Uiso 1 1 calc R . .
C26 C 0.3469(5) 0.13883(18) 0.5938(3) 0.0459(10) Uani 1 1 d . . .
H26 H 0.4215 0.1542 0.6479 0.055 Uiso 1 1 calc R . .
C27 C 0.2075(4) 0.12037(16) 0.6246(3) 0.0350(8) 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'
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
C27 Ir1 C16 88.11(14) . . ?
C27 Ir1 N7 92.98(14) . . ?
C16 Ir1 N7 80.88(13) . . ?
C27 Ir1 N8 80.53(14) . . ?
C16 Ir1 N8 94.04(13) . . ?
N7 Ir1 N8 171.93(11) . . ?
C27 Ir1 N1 102.16(13) . . ?
C16 Ir1 N1 168.73(13) . . ?
N7 Ir1 N1 93.82(11) . . ?
N8 Ir1 N1 92.25(11) . . ?
C27 Ir1 N6 178.14(13) . . ?
C16 Ir1 N6 93.73(12) . . ?
N7 Ir1 N6 87.55(11) . . ?
N8 Ir1 N6 99.09(11) . . ?
N1 Ir1 N6 76.02(11) . . ?
C1 N1 N2 106.1(3) . . ?
C1 N1 Ir1 114.5(2) . . ?
N2 N1 Ir1 139.1(3) . . ?
N3 N2 N1 107.3(3) . . ?
N2 N3 N4 110.7(3) . . ?
C1 N4 N3 104.7(3) . . ?
N4 C1 N1 111.2(3) . . ?
N4 C1 C2 130.0(4) . . ?
N1 C1 C2 118.7(3) . . ?
N6 C2 C3 120.1(4) . . ?
N6 C2 C1 114.5(3) . . ?
C3 C2 C1 125.4(4) . . ?
N5 C3 C2 122.9(4) . . ?
N5 C3 H3 118.5 . . ?
C2 C3 H3 118.5 . . ?
C3 N5 C4 116.0(3) . . ?
N5 C4 C5 122.5(4) . . ?
N5 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
N6 C5 C4 121.8(4) . . ?
N6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 N6 C2 116.7(3) . . ?
C5 N6 Ir1 127.2(3) . . ?
C2 N6 Ir1 115.9(2) . . ?
C6 N7 C10 119.4(3) . . ?
C6 N7 Ir1 125.3(3) . . ?
C10 N7 Ir1 115.2(2) . . ?
N7 C6 C7 122.6(4) . . ?
N7 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C6 C7 C8 118.4(4) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C9 C8 C7 119.8(4) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.4(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
N7 C10 C9 119.4(4) . . ?
N7 C10 C11 114.5(3) . . ?
C9 C10 C11 126.1(4) . . ?
C12 C11 C16 121.0(4) . . ?
C12 C11 C10 124.0(4) . . ?
C16 C11 C10 114.9(3) . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.6(4) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 121.3(4) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 120.7(4) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C11 117.0(4) . . ?
C15 C16 Ir1 128.5(3) . . ?
C11 C16 Ir1 114.5(3) . . ?
C17 N8 C21 119.1(3) . . ?
C17 N8 Ir1 125.4(3) . . ?
C21 N8 Ir1 115.4(2) . . ?
N8 C17 C18 122.7(4) . . ?
N8 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C17 C18 C19 118.5(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C20 C19 C18 120.2(4) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 119.6(4) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
N8 C21 C20 119.8(4) . . ?
N8 C21 C22 114.1(3) . . ?
C20 C21 C22 126.1(4) . . ?
C23 C22 C27 121.5(4) . . ?
C23 C22 C21 123.4(4) . . ?
C27 C22 C21 115.1(3) . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.8(4) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C27 120.5(4) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C22 117.1(3) . . ?
C26 C27 Ir1 128.0(3) . . ?
C22 C27 Ir1 114.8(3) . . ?
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 C27 2.002(3) . ?
Ir1 C16 2.007(4) . ?
Ir1 N7 2.041(3) . ?
Ir1 N8 2.047(3) . ?
Ir1 N1 2.147(3) . ?
Ir1 N6 2.156(3) . ?
N1 C1 1.340(4) . ?
N1 N2 1.350(4) . ?
N2 N3 1.324(5) . ?
N3 N4 1.343(5) . ?
N4 C1 1.328(5) . ?
C1 C2 1.444(5) . ?
C2 N6 1.353(4) . ?
C2 C3 1.384(5) . ?
C3 N5 1.328(5) . ?
C3 H3 0.9300 . ?
N5 C4 1.328(5) . ?
C4 C5 1.368(5) . ?
C4 H4 0.9300 . ?
C5 N6 1.335(5) . ?
C5 H5 0.9300 . ?
N7 C6 1.336(5) . ?
N7 C10 1.366(4) . ?
C6 C7 1.370(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.371(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.367(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.380(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.467(5) . ?
C11 C12 1.401(5) . ?
C11 C16 1.407(5) . ?
C12 C13 1.363(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.404(5) . ?
C15 H15 0.9300 . ?
N8 C17 1.344(5) . ?
N8 C21 1.367(5) . ?
C17 C18 1.368(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.378(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.400(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.464(5) . ?
C22 C23 1.390(5) . ?
C22 C27 1.405(5) . ?
C23 C24 1.367(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.391(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.402(5) . ?
C26 H26 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
C27 Ir1 N1 C1 175.6(3) . . . . ?
C16 Ir1 N1 C1 20.2(8) . . . . ?
N7 Ir1 N1 C1 81.7(3) . . . . ?
N8 Ir1 N1 C1 -103.7(3) . . . . ?
N6 Ir1 N1 C1 -4.8(3) . . . . ?
C27 Ir1 N1 N2 3.4(4) . . . . ?
C16 Ir1 N1 N2 -151.9(6) . . . . ?
N7 Ir1 N1 N2 -90.5(4) . . . . ?
N8 Ir1 N1 N2 84.2(4) . . . . ?
N6 Ir1 N1 N2 -177.0(4) . . . . ?
C1 N1 N2 N3 0.0(4) . . . . ?
Ir1 N1 N2 N3 172.5(3) . . . . ?
N1 N2 N3 N4 -0.1(5) . . . . ?
N2 N3 N4 C1 0.2(5) . . . . ?
N3 N4 C1 N1 -0.2(5) . . . . ?
N3 N4 C1 C2 -178.9(4) . . . . ?
N2 N1 C1 N4 0.2(4) . . . . ?
Ir1 N1 C1 N4 -174.5(3) . . . . ?
N2 N1 C1 C2 179.0(3) . . . . ?
Ir1 N1 C1 C2 4.4(4) . . . . ?
N4 C1 C2 N6 178.5(4) . . . . ?
N1 C1 C2 N6 -0.1(5) . . . . ?
N4 C1 C2 C3 0.6(7) . . . . ?
N1 C1 C2 C3 -178.0(4) . . . . ?
N6 C2 C3 N5 1.3(6) . . . . ?
C1 C2 C3 N5 179.1(4) . . . . ?
C2 C3 N5 C4 -0.6(6) . . . . ?
C3 N5 C4 C5 -0.3(6) . . . . ?
N5 C4 C5 N6 0.6(6) . . . . ?
C4 C5 N6 C2 0.1(5) . . . . ?
C4 C5 N6 Ir1 -174.0(3) . . . . ?
C3 C2 N6 C5 -1.0(5) . . . . ?
C1 C2 N6 C5 -179.0(3) . . . . ?
C3 C2 N6 Ir1 173.8(3) . . . . ?
C1 C2 N6 Ir1 -4.3(4) . . . . ?
C27 Ir1 N6 C5 -169(4) . . . . ?
C16 Ir1 N6 C5 3.8(3) . . . . ?
N7 Ir1 N6 C5 84.5(3) . . . . ?
N8 Ir1 N6 C5 -90.9(3) . . . . ?
N1 Ir1 N6 C5 179.0(3) . . . . ?
C27 Ir1 N6 C2 17(4) . . . . ?
C16 Ir1 N6 C2 -170.3(3) . . . . ?
N7 Ir1 N6 C2 -89.6(3) . . . . ?
N8 Ir1 N6 C2 95.0(3) . . . . ?
N1 Ir1 N6 C2 4.9(2) . . . . ?
C27 Ir1 N7 C6 -90.5(3) . . . . ?
C16 Ir1 N7 C6 -178.1(3) . . . . ?
N8 Ir1 N7 C6 -126.6(8) . . . . ?
N1 Ir1 N7 C6 11.9(3) . . . . ?
N6 Ir1 N7 C6 87.8(3) . . . . ?
C27 Ir1 N7 C10 86.2(3) . . . . ?
C16 Ir1 N7 C10 -1.5(2) . . . . ?
N8 Ir1 N7 C10 50.0(9) . . . . ?
N1 Ir1 N7 C10 -171.4(2) . . . . ?
N6 Ir1 N7 C10 -95.6(3) . . . . ?
C10 N7 C6 C7 0.1(6) . . . . ?
Ir1 N7 C6 C7 176.5(3) . . . . ?
N7 C6 C7 C8 -0.7(6) . . . . ?
C6 C7 C8 C9 0.7(7) . . . . ?
C7 C8 C9 C10 -0.2(7) . . . . ?
C6 N7 C10 C9 0.5(5) . . . . ?
Ir1 N7 C10 C9 -176.4(3) . . . . ?
C6 N7 C10 C11 179.2(3) . . . . ?
Ir1 N7 C10 C11 2.4(4) . . . . ?
C8 C9 C10 N7 -0.4(6) . . . . ?
C8 C9 C10 C11 -179.0(4) . . . . ?
N7 C10 C11 C12 177.6(3) . . . . ?
C9 C10 C11 C12 -3.8(6) . . . . ?
N7 C10 C11 C16 -2.2(4) . . . . ?
C9 C10 C11 C16 176.4(4) . . . . ?
C16 C11 C12 C13 0.5(6) . . . . ?
C10 C11 C12 C13 -179.3(4) . . . . ?
C11 C12 C13 C14 1.2(6) . . . . ?
C12 C13 C14 C15 -2.5(6) . . . . ?
C13 C14 C15 C16 2.1(6) . . . . ?
C14 C15 C16 C11 -0.4(5) . . . . ?
C14 C15 C16 Ir1 177.3(3) . . . . ?
C12 C11 C16 C15 -0.8(5) . . . . ?
C10 C11 C16 C15 179.0(3) . . . . ?
C12 C11 C16 Ir1 -178.8(3) . . . . ?
C10 C11 C16 Ir1 1.0(4) . . . . ?
C27 Ir1 C16 C15 89.2(3) . . . . ?
N7 Ir1 C16 C15 -177.5(3) . . . . ?
N8 Ir1 C16 C15 8.8(3) . . . . ?
N1 Ir1 C16 C15 -114.9(7) . . . . ?
N6 Ir1 C16 C15 -90.6(3) . . . . ?
C27 Ir1 C16 C11 -93.1(3) . . . . ?
N7 Ir1 C16 C11 0.2(3) . . . . ?
N8 Ir1 C16 C11 -173.5(3) . . . . ?
N1 Ir1 C16 C11 62.8(7) . . . . ?
N6 Ir1 C16 C11 87.1(3) . . . . ?
C27 Ir1 N8 C17 -179.8(3) . . . . ?
C16 Ir1 N8 C17 -92.4(3) . . . . ?
N7 Ir1 N8 C17 -143.1(7) . . . . ?
N1 Ir1 N8 C17 78.2(3) . . . . ?
N6 Ir1 N8 C17 2.0(3) . . . . ?
C27 Ir1 N8 C21 -3.6(2) . . . . ?
C16 Ir1 N8 C21 83.8(3) . . . . ?
N7 Ir1 N8 C21 33.1(9) . . . . ?
N1 Ir1 N8 C21 -105.6(2) . . . . ?
N6 Ir1 N8 C21 178.2(2) . . . . ?
C21 N8 C17 C18 -1.1(6) . . . . ?
Ir1 N8 C17 C18 175.0(3) . . . . ?
N8 C17 C18 C19 0.3(7) . . . . ?
C17 C18 C19 C20 0.8(7) . . . . ?
C18 C19 C20 C21 -1.1(7) . . . . ?
C17 N8 C21 C20 0.8(5) . . . . ?
Ir1 N8 C21 C20 -175.6(3) . . . . ?
C17 N8 C21 C22 -179.2(3) . . . . ?
Ir1 N8 C21 C22 4.3(4) . . . . ?
C19 C20 C21 N8 0.3(6) . . . . ?
C19 C20 C21 C22 -179.7(4) . . . . ?
N8 C21 C22 C23 179.3(3) . . . . ?
C20 C21 C22 C23 -0.8(6) . . . . ?
N8 C21 C22 C27 -2.5(5) . . . . ?
C20 C21 C22 C27 177.4(3) . . . . ?
C27 C22 C23 C24 -0.6(6) . . . . ?
C21 C22 C23 C24 177.5(4) . . . . ?
C22 C23 C24 C25 0.8(6) . . . . ?
C23 C24 C25 C26 -0.5(6) . . . . ?
C24 C25 C26 C27 0.0(6) . . . . ?
C25 C26 C27 C22 0.1(5) . . . . ?
C25 C26 C27 Ir1 -177.1(3) . . . . ?
C23 C22 C27 C26 0.2(5) . . . . ?
C21 C22 C27 C26 -178.1(3) . . . . ?
C23 C22 C27 Ir1 177.7(3) . . . . ?
C21 C22 C27 Ir1 -0.5(4) . . . . ?
C16 Ir1 C27 C26 85.0(3) . . . . ?
N7 Ir1 C27 C26 4.2(3) . . . . ?
N8 Ir1 C27 C26 179.4(3) . . . . ?
N1 Ir1 C27 C26 -90.3(3) . . . . ?
N6 Ir1 C27 C26 -102(4) . . . . ?
C16 Ir1 C27 C22 -92.3(3) . . . . ?
N7 Ir1 C27 C22 -173.0(3) . . . . ?
N8 Ir1 C27 C22 2.2(3) . . . . ?
N1 Ir1 C27 C22 92.4(3) . . . . ?
N6 Ir1 C27 C22 81(4) . . . . ?
