#------------------------------------------------------------------------------
#$Date: 2017-02-04 15:38:52 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191533 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/39/1543949.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_1543949
loop_
_publ_author_name
'Cao, Jian-Jun'
'Tan, Cai-Ping'
'Chen, Mu-He'
'Wu, Na'
'Yao, De-Yang'
'Liu, Xing-Guo'
'Ji, Liang-Nian'
'Mao, Zong-Wan'
_publ_section_title
;
 Targeting cancer cell metabolism with mitochondria-immobilized
 phosphorescent cyclometalated iridium(iii) complexes
;
_journal_issue                   1
_journal_name_full               'Chem. Sci.'
_journal_page_first              631
_journal_paper_doi               10.1039/C6SC02901A
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         '2(C34 H27.50 Ir N4 O2), F6 P'
_chemical_formula_sum            'C34 H27.5 F3 Ir N4 O2 P0.5'
_chemical_formula_weight         788.78
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-02-06 deposited with the CCDC.
2016-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.894(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   39.1832(11)
_cell_length_b                   9.6185(2)
_cell_length_c                   19.2745(5)
_cell_measurement_reflns_used    10321
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      73.3520
_cell_measurement_theta_min      3.9640
_cell_volume                     6830.7(3)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      250(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CrysAlisPro, Agilent Technologies'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22259
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.857
_diffrn_reflns_theta_min         4.647
_exptl_absorpt_coefficient_mu    8.223
_exptl_absorpt_correction_T_max  0.316
_exptl_absorpt_correction_T_min  0.234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_description       block
_exptl_crystal_F_000             3096
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.140
_refine_diff_density_max         1.009
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6811
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0478P)²+31.5391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.1039
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5635
_reflns_number_total             6811
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6sc02901a2.cif
_cod_data_source_block           A
_cod_depositor_comments
'Adding full bibliography for 1543947--1543949.cif.'
_cod_original_formula_sum        'C34 H27.50 F3 Ir N4 O2 P0.50'
_cod_database_code               1543949
_shelx_shelxl_version_number     2014/7
_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   0.277
_shelx_estimated_absorpt_t_max   0.392
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Ir1 Ir 0.14762(2) 0.49644(2) 0.18995(2) 0.04632(8) Uani 1 1 d . . .
P1 P 0.0000 0.3534(6) 0.2500 0.1404(15) Uani 1 2 d S T P
F1 F 0.04189(19) 0.3482(11) 0.2900(5) 0.220(4) Uani 1 1 d . . .
F2 F -0.0034(3) 0.4604(13) 0.3054(6) 0.277(6) Uani 1 1 d . U .
F3 F 0.0038(3) 0.2333(12) 0.1987(4) 0.235(4) Uani 1 1 d . . .
N1 N 0.12302(10) 0.3073(4) 0.1604(2) 0.0555(9) Uani 1 1 d . . .
N2 N 0.17772(9) 0.6740(4) 0.2203(2) 0.0506(8) Uani 1 1 d . . .
N3 N 0.09963(10) 0.5886(5) 0.1140(2) 0.0544(9) Uani 1 1 d . . .
N4 N 0.11772(10) 0.5601(5) 0.2589(2) 0.0532(9) Uani 1 1 d . . .
O1 O -0.01346(17) 0.8692(8) 0.0112(4) 0.131(2) Uani 1 1 d . U .
H1A H -0.0046 0.9437 0.0037 0.197 Uiso 0.5 1 calc R U P
O2 O 0.0331(3) 0.8026(10) 0.3573(5) 0.184(3) Uani 1 1 d . U .
H2B H 0.0225 0.8369 0.3852 0.221 Uiso 1 1 d R U .
C1 C 0.17060(12) 0.4361(5) 0.1156(2) 0.0518(10) Uani 1 1 d . . .
C2 C 0.19408(14) 0.5128(6) 0.0895(3) 0.0606(13) Uani 1 1 d . . .
H2A H 0.2015 0.6019 0.1088 0.073 Uiso 1 1 calc R U .
C3 C 0.20662(16) 0.4589(8) 0.0352(3) 0.0750(16) Uani 1 1 d . . .
H3A H 0.2216 0.5134 0.0170 0.090 Uiso 1 1 calc R U .
C4 C 0.19706(15) 0.3253(8) 0.0079(3) 0.0768(16) Uani 1 1 d . . .
H4A H 0.2066 0.2872 -0.0266 0.092 Uiso 1 1 calc R U .
C5 C 0.17352(15) 0.2495(7) 0.0321(3) 0.0710(14) Uani 1 1 d . . .
H5A H 0.1664 0.1600 0.0131 0.085 Uiso 1 1 calc R U .
C6 C 0.16007(12) 0.3055(6) 0.0852(2) 0.0575(11) Uani 1 1 d . . .
C7 C 0.13310(13) 0.2342(6) 0.1100(3) 0.0613(12) Uani 1 1 d . . .
C8 C 0.11761(16) 0.1057(7) 0.0859(3) 0.0767(16) Uani 1 1 d . . .
H8A H 0.1244 0.0550 0.0509 0.092 Uiso 1 1 calc R U .
C9 C 0.09202(17) 0.0523(7) 0.1138(4) 0.0822(18) Uani 1 1 d . . .
H9A H 0.0814 -0.0347 0.0975 0.099 Uiso 1 1 calc R U .
C10 C 0.08222(16) 0.1251(7) 0.1648(4) 0.0792(16) Uani 1 1 d . . .
H10A H 0.0652 0.0890 0.1845 0.095 Uiso 1 1 calc R U .
C11 C 0.09808(14) 0.2533(6) 0.1865(3) 0.0667(13) Uani 1 1 d . . .
H11A H 0.0912 0.3051 0.2210 0.080 Uiso 1 1 calc R U .
C12 C 0.19038(12) 0.4194(5) 0.2726(2) 0.0536(10) Uani 1 1 d . . .
C13 C 0.19599(14) 0.2859(6) 0.3003(3) 0.0635(12) Uani 1 1 d . . .
H13A H 0.1799 0.2151 0.2758 0.076 Uiso 1 1 calc R U .
C14 C 0.22485(15) 0.2536(7) 0.3636(3) 0.0723(15) Uani 1 1 d . . .
H14A H 0.2280 0.1618 0.3814 0.087 Uiso 1 1 calc R U .
C15 C 0.24898(15) 0.3557(7) 0.4006(3) 0.0726(15) Uani 1 1 d . . .
H15A H 0.2684 0.3334 0.4436 0.087 Uiso 1 1 calc R U .
C16 C 0.24463(14) 0.4882(6) 0.3748(3) 0.0632(13) Uani 1 1 d . . .
H16A H 0.2611 0.5573 0.4003 0.076 Uiso 1 1 calc R U .
C17 C 0.21583(13) 0.5234(5) 0.3106(3) 0.0542(11) Uani 1 1 d . . .
C18 C 0.20910(11) 0.6626(5) 0.2795(3) 0.0526(10) Uani 1 1 d . . .
C19 C 0.23154(13) 0.7774(6) 0.3024(3) 0.0632(12) Uani 1 1 d . . .
H19A H 0.2534 0.7687 0.3422 0.076 Uiso 1 1 calc R U .
C20 C 0.22235(15) 0.9024(6) 0.2681(3) 0.0691(13) Uani 1 1 d . . .
H20A H 0.2375 0.9801 0.2847 0.083 Uiso 1 1 calc R U .
C21 C 0.19055(16) 0.9140(6) 0.2084(3) 0.0724(14) Uani 1 1 d . . .
H21A H 0.1836 0.9990 0.1834 0.087 Uiso 1 1 calc R U .
C22 C 0.16943(13) 0.7971(6) 0.1870(3) 0.0638(12) Uani 1 1 d . . .
H22A H 0.1478 0.8043 0.1463 0.077 Uiso 1 1 calc R U .
C23 C 0.09139(15) 0.5953(7) 0.0412(3) 0.0737(16) Uani 1 1 d . . .
H23A H 0.1085 0.5634 0.0206 0.088 Uiso 1 1 calc R U .
C24 C 0.05888(15) 0.6469(7) -0.0055(3) 0.0813(18) Uani 1 1 d . . .
H24A H 0.0537 0.6477 -0.0569 0.098 Uiso 1 1 calc R U .
C25 C 0.03417(15) 0.6975(8) 0.0249(4) 0.0824(18) Uani 1 1 d . . .
C26 C 0.04255(14) 0.6923(7) 0.0999(3) 0.0767(16) Uani 1 1 d . . .
H26A H 0.0260 0.7260 0.1215 0.092 Uiso 1 1 calc R U .
C27 C 0.07537(12) 0.6374(5) 0.1439(3) 0.0567(11) Uani 1 1 d . . .
C28 C -0.00177(19) 0.7582(11) -0.0255(5) 0.122(3) Uani 1 1 d . . .
H28A H 0.0012 0.7935 -0.0708 0.147 Uiso 1 1 calc R U .
H28B H -0.0203 0.6851 -0.0392 0.147 Uiso 1 1 calc R U .
C29 C 0.12890(14) 0.5463(7) 0.3326(3) 0.0673(13) Uani 1 1 d . . .
H29A H 0.1507 0.4988 0.3565 0.081 Uiso 1 1 calc R U .
C30 C 0.10964(16) 0.5989(8) 0.3742(3) 0.0821(18) Uani 1 1 d . . .
H30A H 0.1184 0.5868 0.4257 0.099 Uiso 1 1 calc R U .
C31 C 0.07746(19) 0.6696(9) 0.3411(4) 0.097(2) Uani 1 1 d . U .
C32 C 0.06599(15) 0.6847(8) 0.2646(3) 0.0818(18) Uani 1 1 d . . .
H32A H 0.0445 0.7337 0.2399 0.098 Uiso 1 1 calc R U .
C33 C 0.08627(12) 0.6275(6) 0.2247(3) 0.0600(12) Uani 1 1 d . . .
C34 C 0.0609(3) 0.7263(13) 0.4052(7) 0.160(4) Uani 1 1 d . U .
H34A H 0.0521 0.6505 0.4286 0.192 Uiso 1 1 calc R U .
H34B H 0.0782 0.7840 0.4428 0.192 Uiso 1 1 calc R U .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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 C12 90.23(17) . .
C1 Ir1 N2 95.16(17) . .
C12 Ir1 N2 80.68(18) . .
C1 Ir1 N1 80.15(18) . .
C12 Ir1 N1 94.53(18) . .
N2 Ir1 N1 173.33(14) . .
C1 Ir1 N4 173.69(15) . .
C12 Ir1 N4 95.61(16) . .
N2 Ir1 N4 88.16(15) . .
N1 Ir1 N4 96.97(16) . .
C1 Ir1 N3 97.69(16) . .
C12 Ir1 N3 172.05(16) . .
N2 Ir1 N3 97.85(15) . .
N1 Ir1 N3 87.53(15) . .
N4 Ir1 N3 76.51(15) . .
F2 P1 F2 94.8(11) . 2
F2 P1 F1 92.2(6) . 2
F2 P1 F1 90.2(6) 2 2
F2 P1 F1 90.2(6) . .
F2 P1 F1 92.2(6) 2 .
F1 P1 F1 176.4(9) 2 .
F2 P1 F3 90.3(6) . 2
F2 P1 F3 174.8(8) 2 2
F1 P1 F3 88.7(5) 2 2
F1 P1 F3 88.6(5) . 2
F2 P1 F3 174.8(8) . .
F2 P1 F3 90.3(6) 2 .
F1 P1 F3 88.6(5) 2 .
F1 P1 F3 88.7(5) . .
F3 P1 F3 84.6(8) 2 .
C11 N1 C7 119.4(5) . .
C11 N1 Ir1 124.9(4) . .
C7 N1 Ir1 115.7(3) . .
C22 N2 C18 118.4(4) . .
C22 N2 Ir1 125.6(3) . .
C18 N2 Ir1 116.1(3) . .
C23 N3 C27 118.6(4) . .
C23 N3 Ir1 125.6(3) . .
C27 N3 Ir1 115.7(3) . .
C29 N4 C33 118.6(4) . .
C29 N4 Ir1 125.3(3) . .
C33 N4 Ir1 115.9(3) . .
C28 O1 H1A 109.5 . .
C34 O2 H2B 103.2 . .
C6 C1 C2 117.5(5) . .
C6 C1 Ir1 114.8(4) . .
C2 C1 Ir1 127.6(4) . .
C3 C2 C1 121.0(5) . .
C3 C2 H2A 119.5 . .
C1 C2 H2A 119.5 . .
C4 C3 C2 120.5(6) . .
C4 C3 H3A 119.8 . .
C2 C3 H3A 119.8 . .
C5 C4 C3 119.2(5) . .
C5 C4 H4A 120.4 . .
C3 C4 H4A 120.4 . .
C4 C5 C6 120.2(6) . .
C4 C5 H5A 119.9 . .
C6 C5 H5A 119.9 . .
C1 C6 C5 121.5(5) . .
C1 C6 C7 115.4(4) . .
C5 C6 C7 123.1(5) . .
N1 C7 C8 120.0(5) . .
N1 C7 C6 114.0(5) . .
C8 C7 C6 126.1(5) . .
C7 C8 C9 119.5(6) . .
C7 C8 H8A 120.3 . .
C9 C8 H8A 120.3 . .
C10 C9 C8 120.5(6) . .
C10 C9 H9A 119.8 . .
C8 C9 H9A 119.8 . .
C9 C10 C11 118.0(6) . .
C9 C10 H10A 121.0 . .
C11 C10 H10A 121.0 . .
N1 C11 C10 122.7(6) . .
N1 C11 H11A 118.6 . .
C10 C11 H11A 118.6 . .
C13 C12 C17 117.6(4) . .
C13 C12 Ir1 128.9(4) . .
C17 C12 Ir1 113.2(4) . .
C12 C13 C14 121.6(5) . .
C12 C13 H13A 119.2 . .
C14 C13 H13A 119.2 . .
C15 C14 C13 120.3(6) . .
C15 C14 H14A 119.8 . .
C13 C14 H14A 119.8 . .
C16 C15 C14 120.0(5) . .
C16 C15 H15A 120.0 . .
C14 C15 H15A 120.0 . .
C15 C16 C17 120.8(5) . .
C15 C16 H16A 119.6 . .
C17 C16 H16A 119.6 . .
C16 C17 C12 119.7(5) . .
C16 C17 C18 124.4(5) . .
C12 C17 C18 115.9(4) . .
N2 C18 C19 119.7(5) . .
N2 C18 C17 113.8(4) . .
C19 C18 C17 126.5(4) . .
C20 C19 C18 121.0(5) . .
C20 C19 H19A 119.5 . .
C18 C19 H19A 119.5 . .
C19 C20 C21 119.4(5) . .
C19 C20 H20A 120.3 . .
C21 C20 H20A 120.3 . .
C22 C21 C20 117.6(6) . .
C22 C21 H21A 121.2 . .
C20 C21 H21A 121.2 . .
N2 C22 C21 124.0(5) . .
N2 C22 H22A 118.0 . .
C21 C22 H22A 118.0 . .
N3 C23 C24 123.0(5) . .
N3 C23 H23A 118.5 . .
C24 C23 H23A 118.5 . .
C23 C24 C25 118.4(5) . .
C23 C24 H24A 120.8 . .
C25 C24 H24A 120.8 . .
C26 C25 C24 119.0(5) . .
C26 C25 C28 121.5(6) . .
C24 C25 C28 119.5(6) . .
C25 C26 C27 120.0(5) . .
C25 C26 H26A 120.0 . .
C27 C26 H26A 120.0 . .
N3 C27 C26 121.0(5) . .
N3 C27 C33 115.8(4) . .
C26 C27 C33 123.2(5) . .
O1 C28 C25 110.5(7) . .
O1 C28 H28A 109.6 . .
C25 C28 H28A 109.6 . .
O1 C28 H28B 109.6 . .
C25 C28 H28B 109.6 . .
H28A C28 H28B 108.1 . .
N4 C29 C30 122.4(5) . .
N4 C29 H29A 118.8 . .
C30 C29 H29A 118.8 . .
C29 C30 C31 120.6(6) . .
C29 C30 H30A 119.7 . .
C31 C30 H30A 119.7 . .
C30 C31 C32 117.0(6) . .
C30 C31 C34 110.0(7) . .
C32 C31 C34 132.9(8) . .
C33 C32 C31 120.2(6) . .
C33 C32 H32A 119.9 . .
C31 C32 H32A 119.9 . .
N4 C33 C32 121.2(5) . .
N4 C33 C27 115.8(4) . .
C32 C33 C27 123.0(5) . .
O2 C34 C31 95.5(9) . .
O2 C34 H34A 112.6 . .
C31 C34 H34A 112.6 . .
O2 C34 H34B 112.6 . .
C31 C34 H34B 112.6 . .
H34A C34 H34B 110.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C1 2.019(5) .
Ir1 C12 2.020(4) .
Ir1 N2 2.044(4) .
Ir1 N1 2.047(4) .
Ir1 N4 2.138(4) .
Ir1 N3 2.143(4) .
P1 F2 1.521(9) .
P1 F2 1.521(9) 2
P1 F1 1.559(7) 2
P1 F1 1.559(7) .
P1 F3 1.561(9) 2
P1 F3 1.561(9) .
N1 C11 1.346(6) .
N1 C7 1.362(7) .
N2 C22 1.334(7) .
N2 C18 1.368(6) .
N3 C23 1.331(6) .
N3 C27 1.351(6) .
N4 C29 1.344(6) .
N4 C33 1.349(6) .
O1 C28 1.438(11) .
O1 H1A 0.8300 .
O2 C34 1.375(12) .
O2 H2B 0.8504 .
C1 C6 1.388(7) .
C1 C2 1.400(7) .
C2 C3 1.399(8) .
C2 H2A 0.9400 .
C3 C4 1.391(9) .
C3 H3A 0.9400 .
C4 C5 1.376(9) .
C4 H4A 0.9400 .
C5 C6 1.409(7) .
C5 H5A 0.9400 .
C6 C7 1.469(7) .
C7 C8 1.386(8) .
C8 C9 1.388(9) .
C8 H8A 0.9400 .
C9 C10 1.364(9) .
C9 H9A 0.9400 .
C10 C11 1.380(8) .
C10 H10A 0.9400 .
C11 H11A 0.9400 .
C12 C13 1.379(7) .
C12 C17 1.426(7) .
C13 C14 1.387(7) .
C13 H13A 0.9400 .
C14 C15 1.381(9) .
C14 H14A 0.9400 .
C15 C16 1.358(8) .
C15 H15A 0.9400 .
C16 C17 1.403(7) .
C16 H16A 0.9400 .
C17 C18 1.454(7) .
C18 C19 1.387(7) .
C19 C20 1.360(8) .
C19 H19A 0.9400 .
C20 C21 1.383(8) .
C20 H20A 0.9400 .
C21 C22 1.374(8) .
C21 H21A 0.9400 .
C22 H22A 0.9400 .
C23 C24 1.378(7) .
C23 H23A 0.9400 .
C24 C25 1.380(9) .
C24 H24A 0.9400 .
C25 C26 1.369(8) .
C25 C28 1.529(8) .
C26 C27 1.382(7) .
C26 H26A 0.9400 .
C27 C33 1.472(7) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C29 C30 1.371(8) .
C29 H29A 0.9400 .
C30 C31 1.383(10) .
C30 H30A 0.9400 .
C31 C32 1.395(9) .
C31 C34 1.671(11) .
C32 C33 1.393(7) .
C32 H32A 0.9400 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
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
C6 C1 C2 C3 -0.5(7)
Ir1 C1 C2 C3 -177.1(4)
C1 C2 C3 C4 -2.5(8)
C2 C3 C4 C5 3.5(9)
C3 C4 C5 C6 -1.6(8)
C2 C1 C6 C5 2.4(7)
Ir1 C1 C6 C5 179.4(4)
C2 C1 C6 C7 -175.1(4)
Ir1 C1 C6 C7 2.0(5)
C4 C5 C6 C1 -1.4(8)
C4 C5 C6 C7 175.9(5)
C11 N1 C7 C8 0.2(7)
Ir1 N1 C7 C8 -179.2(4)
C11 N1 C7 C6 179.2(4)
Ir1 N1 C7 C6 -0.3(5)
C1 C6 C7 N1 -1.1(6)
C5 C6 C7 N1 -178.5(4)
C1 C6 C7 C8 177.8(5)
C5 C6 C7 C8 0.3(8)
N1 C7 C8 C9 -0.3(8)
C6 C7 C8 C9 -179.2(5)
C7 C8 C9 C10 -0.3(9)
C8 C9 C10 C11 1.0(9)
C7 N1 C11 C10 0.6(8)
Ir1 N1 C11 C10 179.9(4)
C9 C10 C11 N1 -1.1(9)
C17 C12 C13 C14 1.3(8)
Ir1 C12 C13 C14 -171.8(4)
C12 C13 C14 C15 -0.2(9)
C13 C14 C15 C16 -0.4(9)
C14 C15 C16 C17 -0.2(9)
C15 C16 C17 C12 1.2(8)
C15 C16 C17 C18 179.7(5)
C13 C12 C17 C16 -1.8(7)
Ir1 C12 C17 C16 172.3(4)
C13 C12 C17 C18 179.7(4)
Ir1 C12 C17 C18 -6.2(5)
C22 N2 C18 C19 -1.0(7)
Ir1 N2 C18 C19 178.3(3)
C22 N2 C18 C17 -178.8(4)
Ir1 N2 C18 C17 0.5(5)
C16 C17 C18 N2 -174.7(5)
C12 C17 C18 N2 3.7(6)
C16 C17 C18 C19 7.6(8)
C12 C17 C18 C19 -173.9(5)
N2 C18 C19 C20 1.7(7)
C17 C18 C19 C20 179.2(5)
C18 C19 C20 C21 -1.5(8)
C19 C20 C21 C22 0.5(9)
C18 N2 C22 C21 0.0(8)
Ir1 N2 C22 C21 -179.2(4)
C20 C21 C22 N2 0.2(9)
C27 N3 C23 C24 -1.5(10)
Ir1 N3 C23 C24 175.2(5)
N3 C23 C24 C25 1.8(11)
C23 C24 C25 C26 -1.1(11)
C23 C24 C25 C28 178.7(7)
C24 C25 C26 C27 0.2(11)
C28 C25 C26 C27 -179.6(7)
C23 N3 C27 C26 0.5(8)
Ir1 N3 C27 C26 -176.5(4)
C23 N3 C27 C33 -179.7(5)
Ir1 N3 C27 C33 3.3(6)
C25 C26 C27 N3 0.2(9)
C25 C26 C27 C33 -179.7(6)
C26 C25 C28 O1 32.7(11)
C24 C25 C28 O1 -147.1(8)
C33 N4 C29 C30 -0.4(9)
Ir1 N4 C29 C30 174.9(5)
N4 C29 C30 C31 -0.1(11)
C29 C30 C31 C32 -0.3(11)
C29 C30 C31 C34 -178.0(7)
C30 C31 C32 C33 1.3(11)
C34 C31 C32 C33 178.3(8)
C29 N4 C33 C32 1.4(8)
Ir1 N4 C33 C32 -174.3(5)
C29 N4 C33 C27 -179.2(5)
Ir1 N4 C33 C27 5.0(6)
C31 C32 C33 N4 -1.9(10)
C31 C32 C33 C27 178.8(6)
N3 C27 C33 N4 -5.6(7)
C26 C27 C33 N4 174.3(5)
N3 C27 C33 C32 173.8(5)
C26 C27 C33 C32 -6.4(9)
C30 C31 C34 O2 173.0(8)
C32 C31 C34 O2 -4.2(13)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.131 0.070 0.396 150 55 ' '
2 0.131 -0.071 0.896 149 55 ' '
3 0.869 0.070 0.104 150 54 ' '
4 0.869 -0.071 0.604 149 54 ' '
5 0.369 0.429 0.604 149 54 ' '
6 0.631 0.429 0.896 149 55 ' '
7 0.369 0.570 0.104 150 54 ' '
8 0.631 0.570 0.396 150 55 ' '
