#------------------------------------------------------------------------------
#$Date: 2016-09-10 02:23:06 +0300 (Sat, 10 Sep 2016) $
#$Revision: 186373 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/02/7040267.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_7040267
loop_
_publ_author_name
'Adiraju, Venkata A. K.'
'Ferrence, Gregory M.'
'Lash, Timothy D.'
_publ_section_title
;
 Rhodium(i), rhodium(iii) and iridium(iii) carbaporphyrins.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13691
_journal_page_last               13694
_journal_paper_doi               10.1039/c6dt03093a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C45 H44 Ir N5'
_chemical_formula_sum            'C45 H44 Ir N5'
_chemical_formula_weight         847.05
_chemical_name_systematic
'(8,12,13,17-tetraethyl-7,18-dimethyl-21-carbabenzo(b)porphyrinato)-dipyridyl-iridium(iii) chloroform solvate'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   iterative
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2016-08-05T19:25:08-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2016-08-06 deposited with the CCDC.
2016-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 123.126(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.5093(10)
_cell_length_b                   15.8108(6)
_cell_length_c                   23.0204(9)
_cell_measurement_reflns_used    9815
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.58
_cell_volume                     8080.4(6)
_computing_cell_refinement       'APEX2 & SAINT (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis,2007)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
A total of 3672 frames were collected.  
The total exposure time was 10.20 hours.
;
_diffrn_measurement_device_type  'Bruker APEX-II CCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            159684
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.353
_diffrn_reflns_theta_min         1.599
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.341
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 v2014.7-1 (Bruker, 2014)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3408
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.015
_refine_diff_density_max         2.439
_refine_diff_density_min         -7.738
_refine_diff_density_rms         0.253
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.09
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     462
_refine_ls_number_reflns         13947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.09
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0823P)²+56.1660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1478
_reflns_number_gt                10958
_reflns_number_total             13947
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt03093a2.cif
_cod_data_source_block           compound10b
_cod_depositor_comments
'Adding full bibliography for 7040265--7040267.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7040267
_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   0.577
_shelx_estimated_absorpt_t_max   0.952
loop_
_symmetry_equiv_pos_as_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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
Ir1 0.22679(2) 0.33959(2) 0.17098(2) 0.01016(6) Uani d 1 Ir
C21 0.1572(2) 0.3141(3) 0.0749(2) 0.0115(8) Uani d 1 C
N22 0.27848(17) 0.3715(3) 0.1334(2) 0.0119(7) Uani d 1 N
N23 0.29948(17) 0.3662(2) 0.2717(2) 0.0116(7) Uani d 1 N
N24 0.17597(17) 0.3074(2) 0.2100(2) 0.0113(7) Uani d 1 N
N25 0.25593(18) 0.2162(3) 0.1816(2) 0.0130(7) Uani d 1 N
N31 0.19755(18) 0.4636(2) 0.1586(2) 0.0132(7) Uani d 1 N
C1 0.0988(2) 0.2874(3) 0.0559(2) 0.0136(8) Uani d 1 C
C2 0.0603(2) 0.2802(3) -0.0201(2) 0.0135(8) Uani d 1 C
C2A -0.0004(2) 0.2615(3) -0.0640(3) 0.0178(9) Uani d 1 C
H2A -0.0245 0.2499 -0.0459 0.021 Uiso calc 1 H
C2B -0.0253(2) 0.2600(4) -0.1350(3) 0.0219(10) Uani d 1 C
H2B -0.0667 0.2468 -0.1657 0.026 Uiso calc 1 H
C3 0.0963(2) 0.2992(3) -0.0462(2) 0.0159(9) Uani d 1 C
C3A 0.0711(2) 0.2973(4) -0.1174(3) 0.0244(11) Uani d 1 C
H3A 0.0949 0.309 -0.1356 0.029 Uiso calc 1 H
C3B 0.0095(3) 0.2776(4) -0.1617(3) 0.0298(13) Uani d 1 C
H3B -0.0084 0.2762 -0.2105 0.036 Uiso calc 1 H
C4 0.1565(2) 0.3210(3) 0.0126(3) 0.0138(8) Uani d 1 C
C5 0.2053(2) 0.3441(3) 0.0090(2) 0.0147(8) Uani d 1 C
H5 0.1995 0.3443 -0.0356 0.018 Uiso calc 1 H
C6 0.2622(2) 0.3671(3) 0.0652(2) 0.0122(8) Uani d 1 C
C7 0.3127(2) 0.3901(3) 0.0615(3) 0.0156(9) Uani d 1 C
C7A 0.3121(2) 0.3936(4) -0.0038(3) 0.0206(10) Uani d 1 C
H7A1 0.2894 0.4434 -0.0308 0.031 Uiso calc 1 H
H7A2 0.2931 0.3424 -0.0311 0.031 Uiso calc 1 H
H7A3 0.3536 0.3974 0.0079 0.031 Uiso calc 1 H
C8 0.3599(2) 0.4070(3) 0.1272(2) 0.0153(9) Uani d 1 C
C8A 0.4226(2) 0.4339(4) 0.1508(3) 0.0217(10) Uani d 1 C
H8A1 0.4323 0.411 0.118 0.026 Uiso calc 1 H
H8A2 0.4511 0.4083 0.1967 0.026 Uiso calc 1 H
C8B 0.4326(3) 0.5281(4) 0.1563(4) 0.0344(14) Uani d 1 C
H8B1 0.4745 0.54 0.172 0.052 Uiso calc 1 H
H8B2 0.4055 0.5541 0.1108 0.052 Uiso calc 1 H
H8B3 0.4243 0.5514 0.1897 0.052 Uiso calc 1 H
C9 0.3382(2) 0.3964(3) 0.1722(2) 0.0128(8) Uani d 1 C
C10 0.3725(2) 0.4101(3) 0.2442(2) 0.0146(8) Uani d 1 C
H10 0.4123 0.4305 0.2635 0.017 Uiso calc 1 H
C11 0.3547(2) 0.3970(3) 0.2903(2) 0.0134(8) Uani d 1 C
C12 0.3911(2) 0.4121(3) 0.3642(2) 0.0135(8) Uani d 1 C
C12A 0.4515(2) 0.4543(3) 0.4016(3) 0.0167(9) Uani d 1 C
H12A 0.4742 0.4361 0.3811 0.02 Uiso calc 1 H
H12B 0.4746 0.4372 0.451 0.02 Uiso calc 1 H
C12B 0.4442(2) 0.5521(3) 0.3964(3) 0.0241(11) Uani d 1 C
H12C 0.4841 0.5786 0.4211 0.036 Uiso calc 1 H
H12D 0.4218 0.569 0.3475 0.036 Uiso calc 1 H
H12E 0.4222 0.5702 0.4173 0.036 Uiso calc 1 H
C13 0.3577(2) 0.3875(3) 0.3900(2) 0.0139(8) Uani d 1 C
C13A 0.3739(2) 0.3914(3) 0.4637(3) 0.0181(9) Uani d 1 C
H13A 0.3399 0.4171 0.4637 0.022 Uiso calc 1 H
H13B 0.4091 0.4292 0.4905 0.022 Uiso calc 1 H
C13B 0.3887(3) 0.3060(4) 0.5010(3) 0.0264(12) Uani d 1 C
H13C 0.3987 0.3144 0.5483 0.04 Uiso calc 1 H
H13D 0.3538 0.2684 0.4758 0.04 Uiso calc 1 H
H13E 0.4232 0.2805 0.5026 0.04 Uiso calc 1 H
C14 0.3003(2) 0.3589(3) 0.3317(2) 0.0128(8) Uani d 1 C
C15 0.2513(2) 0.3315(3) 0.3338(3) 0.0149(9) Uani d 1 C
H15 0.2574 0.3291 0.3785 0.018 Uiso calc 1 H
C16 0.1951(2) 0.3076(3) 0.2790(2) 0.0139(8) Uani d 1 C
C17 0.1466(2) 0.2791(3) 0.2856(3) 0.0167(9) Uani d 1 C
C17A 0.1511(3) 0.2711(4) 0.3538(3) 0.0288(12) Uani d 1 C
H17A 0.1101 0.2658 0.3445 0.035 Uiso calc 1 H
H17B 0.1694 0.3232 0.3813 0.035 Uiso calc 1 H
C17B 0.1903(4) 0.1915(7) 0.3980(5) 0.059(2) Uani d 1 C
H17C 0.1919 0.189 0.4415 0.089 Uiso calc 1 H
H17D 0.1718 0.1396 0.3714 0.089 Uiso calc 1 H
H17E 0.2312 0.197 0.4082 0.089 Uiso calc 1 H
C18 0.0985(2) 0.2628(3) 0.2205(3) 0.0174(9) Uani d 1 C
C18A 0.0369(2) 0.2338(4) 0.1996(3) 0.0228(11) Uani d 1 C
H18A 0.0387 0.2098 0.2399 0.034 Uiso calc 1 H
H18B 0.0227 0.1905 0.1634 0.034 Uiso calc 1 H
H18C 0.0091 0.2819 0.1817 0.034 Uiso calc 1 H
C19 0.1167(2) 0.2808(3) 0.1730(3) 0.0144(8) Uani d 1 C
C20 0.0805(2) 0.2713(3) 0.1009(2) 0.0134(8) Uani d 1 C
H20 0.0404 0.2524 0.0812 0.016 Uiso calc 1 H
C26 0.2183(2) 0.1507(3) 0.1670(3) 0.0161(9) Uani d 1 C
H26 0.1777 0.1625 0.1515 0.019 Uiso calc 1 H
C27 0.2361(2) 0.0672(3) 0.1734(3) 0.0195(10) Uani d 1 C
H27 0.2086 0.0227 0.1644 0.023 Uiso calc 1 H
C28 0.2954(2) 0.0493(3) 0.1935(3) 0.0217(10) Uani d 1 C
H28 0.3088 -0.0073 0.1974 0.026 Uiso calc 1 H
C29 0.3336(2) 0.1165(3) 0.2076(3) 0.0211(10) Uani d 1 C
H29 0.374 0.1065 0.2214 0.025 Uiso calc 1 H
C30 0.3129(2) 0.1984(3) 0.2015(3) 0.0164(9) Uani d 1 C
H30 0.34 0.2439 0.2119 0.02 Uiso calc 1 H
C32 0.1390(2) 0.4813(3) 0.1342(3) 0.0189(9) Uani d 1 C
H32 0.1118 0.436 0.1241 0.023 Uiso calc 1 H
C33 0.1180(3) 0.5640(3) 0.1237(3) 0.0232(11) Uani d 1 C
H33 0.077 0.5751 0.1069 0.028 Uiso calc 1 H
C34 0.1576(3) 0.6301(3) 0.1381(3) 0.0241(11) Uani d 1 C
H34 0.1441 0.6871 0.1312 0.029 Uiso calc 1 H
C35 0.2165(3) 0.6115(3) 0.1626(3) 0.0226(11) Uani d 1 C
H35 0.2443 0.656 0.1728 0.027 Uiso calc 1 H
C36 0.2358(2) 0.5277(3) 0.1724(3) 0.0176(9) Uani d 1 C
H36 0.2767 0.5157 0.1892 0.021 Uiso calc 1 H
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 0 '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
C21 Ir1 N22 90.47(17)
C21 Ir1 N24 90.29(17)
N22 Ir1 N24 179.21(15)
C21 Ir1 N25 90.00(17)
N22 Ir1 N25 89.37(16)
N24 Ir1 N25 90.38(15)
C21 Ir1 N31 89.36(17)
N22 Ir1 N31 89.75(16)
N24 Ir1 N31 90.50(16)
N25 Ir1 N31 178.91(15)
C21 Ir1 N23 179.81(17)
N22 Ir1 N23 89.72(15)
N24 Ir1 N23 89.53(15)
N25 Ir1 N23 90.02(15)
N31 Ir1 N23 90.62(15)
C1 C21 C4 107.4(4)
C1 C21 Ir1 126.2(3)
C4 C21 Ir1 126.5(3)
C9 N22 C6 106.5(4)
C9 N22 Ir1 126.3(3)
C6 N22 Ir1 127.0(3)
C11 N23 C14 106.8(4)
C11 N23 Ir1 126.6(3)
C14 N23 Ir1 126.6(3)
C16 N24 C19 106.7(4)
C16 N24 Ir1 126.1(3)
C19 N24 Ir1 127.2(3)
C30 N25 C26 117.7(4)
C30 N25 Ir1 121.0(3)
C26 N25 Ir1 121.3(3)
C36 N31 C32 119.1(4)
C36 N31 Ir1 120.3(3)
C32 N31 Ir1 120.6(3)
C20 C1 C21 126.2(4)
C20 C1 C2 125.2(4)
C21 C1 C2 108.6(4)
C2A C2 C3 121.4(4)
C2A C2 C1 131.2(4)
C3 C2 C1 107.4(4)
C2 C2A C2B 118.5(5)
C2 C2A H2A 120.7
C2B C2A H2A 120.7
C3B C2B C2A 121.1(5)
C3B C2B H2B 119.5
C2A C2B H2B 119.5
C3A C3 C2 119.7(4)
C3A C3 C4 132.4(5)
C2 C3 C4 107.8(4)
C3 C3A C3B 118.7(5)
C3 C3A H3A 120.7
C3B C3A H3A 120.7
C2B C3B C3A 120.6(5)
C2B C3B H3B 119.7
C3A C3B H3B 119.7
C5 C4 C21 125.2(4)
C5 C4 C3 126.0(4)
C21 C4 C3 108.7(4)
C4 C5 C6 125.7(4)
C4 C5 H5 117.2
C6 C5 H5 117.2
N22 C6 C5 125.0(4)
N22 C6 C7 109.4(4)
C5 C6 C7 125.6(4)
C8 C7 C6 107.7(4)
C8 C7 C7A 127.4(4)
C6 C7 C7A 124.9(4)
C7 C7A H7A1 109.5
C7 C7A H7A2 109.5
H7A1 C7A H7A2 109.5
C7 C7A H7A3 109.5
H7A1 C7A H7A3 109.5
H7A2 C7A H7A3 109.5
C7 C8 C9 106.8(4)
C7 C8 C8A 128.4(4)
C9 C8 C8A 124.7(4)
C8 C8A C8B 114.8(5)
C8 C8A H8A1 108.6
C8B C8A H8A1 108.6
C8 C8A H8A2 108.6
C8B C8A H8A2 108.6
H8A1 C8A H8A2 107.5
C8A C8B H8B1 109.5
C8A C8B H8B2 109.5
H8B1 C8B H8B2 109.5
C8A C8B H8B3 109.5
H8B1 C8B H8B3 109.5
H8B2 C8B H8B3 109.5
N22 C9 C10 125.6(4)
N22 C9 C8 109.5(4)
C10 C9 C8 124.9(4)
C11 C10 C9 127.2(4)
C11 C10 H10 116.4
C9 C10 H10 116.4
N23 C11 C10 124.3(4)
N23 C11 C12 109.7(4)
C10 C11 C12 126.0(4)
C13 C12 C11 106.9(4)
C13 C12 C12A 128.4(4)
C11 C12 C12A 124.4(4)
C12 C12A C12B 110.5(4)
C12 C12A H12A 109.5
C12B C12A H12A 109.5
C12 C12A H12B 109.5
C12B C12A H12B 109.5
H12A C12A H12B 108.1
C12A C12B H12C 109.5
C12A C12B H12D 109.5
H12C C12B H12D 109.5
C12A C12B H12E 109.5
H12C C12B H12E 109.5
H12D C12B H12E 109.5
C12 C13 C14 106.8(4)
C12 C13 C13A 128.6(4)
C14 C13 C13A 124.6(4)
C13 C13A C13B 114.9(4)
C13 C13A H13A 108.5
C13B C13A H13A 108.5
C13 C13A H13B 108.5
C13B C13A H13B 108.5
H13A C13A H13B 107.5
C13A C13B H13C 109.5
C13A C13B H13D 109.5
H13C C13B H13D 109.5
C13A C13B H13E 109.5
H13C C13B H13E 109.5
H13D C13B H13E 109.5
N23 C14 C15 123.9(4)
N23 C14 C13 109.8(4)
C15 C14 C13 126.2(5)
C16 C15 C14 127.8(5)
C16 C15 H15 116.1
C14 C15 H15 116.1
N24 C16 C15 126.0(4)
N24 C16 C17 109.5(4)
C15 C16 C17 124.5(4)
C18 C17 C16 107.1(4)
C18 C17 C17A 128.5(5)
C16 C17 C17A 124.4(5)
C17 C17A C17B 112.5(6)
C17 C17A H17A 109.1
C17B C17A H17A 109.1
C17 C17A H17B 109.1
C17B C17A H17B 109.1
H17A C17A H17B 107.8
C17A C17B H17C 109.5
C17A C17B H17D 109.5
H17C C17B H17D 109.5
C17A C17B H17E 109.5
H17C C17B H17E 109.5
H17D C17B H17E 109.5
C17 C18 C19 107.3(4)
C17 C18 C18A 127.8(5)
C19 C18 C18A 124.9(5)
C18 C18A H18A 109.5
C18 C18A H18B 109.5
H18A C18A H18B 109.5
C18 C18A H18C 109.5
H18A C18A H18C 109.5
H18B C18A H18C 109.5
N24 C19 C20 125.0(4)
N24 C19 C18 109.4(4)
C20 C19 C18 125.6(4)
C1 C20 C19 125.2(4)
C1 C20 H20 117.4
C19 C20 H20 117.4
N25 C26 C27 123.0(5)
N25 C26 H26 118.5
C27 C26 H26 118.5
C26 C27 C28 118.8(5)
C26 C27 H27 120.6
C28 C27 H27 120.6
C29 C28 C27 118.0(5)
C29 C28 H28 121
C27 C28 H28 121
C28 C29 C30 119.8(5)
C28 C29 H29 120.1
C30 C29 H29 120.1
N25 C30 C29 122.6(5)
N25 C30 H30 118.7
C29 C30 H30 118.7
N31 C32 C33 121.6(5)
N31 C32 H32 119.2
C33 C32 H32 119.2
C34 C33 C32 119.3(5)
C34 C33 H33 120.4
C32 C33 H33 120.4
C35 C34 C33 118.6(5)
C35 C34 H34 120.7
C33 C34 H34 120.7
C34 C35 C36 120.3(5)
C34 C35 H35 119.8
C36 C35 H35 119.8
N31 C36 C35 121.1(5)
N31 C36 H36 119.4
C35 C36 H36 119.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ir1 C21 1.999(4)
Ir1 N22 2.043(4)
Ir1 N24 2.050(4)
Ir1 N25 2.063(4)
Ir1 N31 2.070(4)
Ir1 N23 2.094(4)
C21 C1 1.426(6)
C21 C4 1.428(7)
N22 C9 1.383(6)
N22 C6 1.385(6)
N23 C11 1.371(6)
N23 C14 1.373(6)
N24 C16 1.378(6)
N24 C19 1.382(6)
N25 C30 1.346(6)
N25 C26 1.346(6)
N31 C36 1.343(6)
N31 C32 1.359(6)
C1 C20 1.383(6)
C1 C2 1.471(6)
C2 C2A 1.386(6)
C2 C3 1.411(7)
C2A C2B 1.388(7)
C2A H2A 0.95
C2B C3B 1.388(8)
C2B H2B 0.95
C3 C3A 1.391(7)
C3 C4 1.461(6)
C3A C3B 1.408(7)
C3A H3A 0.95
C3B H3B 0.95
C4 C5 1.391(7)
C5 C6 1.395(7)
C5 H5 0.95
C6 C7 1.435(6)
C7 C8 1.362(7)
C7 C7A 1.495(7)
C7A H7A1 0.98
C7A H7A2 0.98
C7A H7A3 0.98
C8 C9 1.445(6)
C8 C8A 1.500(7)
C8A C8B 1.506(8)
C8A H8A1 0.99
C8A H8A2 0.99
C8B H8B1 0.98
C8B H8B2 0.98
C8B H8B3 0.98
C9 C10 1.404(6)
C10 C11 1.394(7)
C10 H10 0.95
C11 C12 1.445(6)
C12 C13 1.365(7)
C12 C12A 1.498(7)
C12A C12B 1.554(7)
C12A H12A 0.99
C12A H12B 0.99
C12B H12C 0.98
C12B H12D 0.98
C12B H12E 0.98
C13 C14 1.445(6)
C13 C13A 1.507(7)
C13A C13B 1.531(8)
C13A H13A 0.99
C13A H13B 0.99
C13B H13C 0.98
C13B H13D 0.98
C13B H13E 0.98
C14 C15 1.395(7)
C15 C16 1.380(7)
C15 H15 0.95
C16 C17 1.448(7)
C17 C18 1.360(7)
C17 C17A 1.512(7)
C17A C17B 1.595(12)
C17A H17A 0.99
C17A H17B 0.99
C17B H17C 0.98
C17B H17D 0.98
C17B H17E 0.98
C18 C19 1.443(7)
C18 C18A 1.499(7)
C18A H18A 0.98
C18A H18B 0.98
C18A H18C 0.98
C19 C20 1.400(7)
C20 H20 0.95
C26 C27 1.383(7)
C26 H26 0.95
C27 C28 1.403(8)
C27 H27 0.95
C28 C29 1.378(8)
C28 H28 0.95
C29 C30 1.384(7)
C29 H29 0.95
C30 H30 0.95
C32 C33 1.390(7)
C32 H32 0.95
C33 C34 1.387(8)
C33 H33 0.95
C34 C35 1.373(8)
C34 H34 0.95
C35 C36 1.393(7)
C35 H35 0.95
C36 H36 0.95
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
C4 C21 C1 C20 178.6(5)
Ir1 C21 C1 C20 -2.6(7)
C4 C21 C1 C2 -1.9(5)
Ir1 C21 C1 C2 176.9(3)
C20 C1 C2 C2A 3.7(8)
C21 C1 C2 C2A -175.8(5)
C20 C1 C2 C3 -178.1(5)
C21 C1 C2 C3 2.3(5)
C3 C2 C2A C2B 1.3(8)
C1 C2 C2A C2B 179.2(5)
C2 C2A C2B C3B -0.6(9)
C2A C2 C3 C3A -1.6(8)
C1 C2 C3 C3A -180.0(5)
C2A C2 C3 C4 176.5(4)
C1 C2 C3 C4 -1.9(5)
C2 C3 C3A C3B 1.1(9)
C4 C3 C3A C3B -176.5(6)
C2A C2B C3B C3A 0.0(10)
C3 C3A C3B C2B -0.3(10)
C1 C21 C4 C5 -178.9(5)
Ir1 C21 C4 C5 2.3(7)
C1 C21 C4 C3 0.7(5)
Ir1 C21 C4 C3 -178.1(3)
C3A C3 C4 C5 -1.9(9)
C2 C3 C4 C5 -179.7(5)
C3A C3 C4 C21 178.5(6)
C2 C3 C4 C21 0.8(6)
C21 C4 C5 C6 -2.4(8)
C3 C4 C5 C6 178.2(5)
C9 N22 C6 C5 180.0(5)
Ir1 N22 C6 C5 3.9(7)
C9 N22 C6 C7 -0.3(5)
Ir1 N22 C6 C7 -176.4(3)
C4 C5 C6 N22 -0.9(8)
C4 C5 C6 C7 179.3(5)
N22 C6 C7 C8 1.0(6)
C5 C6 C7 C8 -179.2(5)
N22 C6 C7 C7A -179.3(5)
C5 C6 C7 C7A 0.4(8)
C6 C7 C8 C9 -1.3(6)
C7A C7 C8 C9 179.0(5)
C6 C7 C8 C8A -179.9(5)
C7A C7 C8 C8A 0.4(9)
C7 C8 C8A C8B 93.2(7)
C9 C8 C8A C8B -85.2(7)
C6 N22 C9 C10 178.9(4)
Ir1 N22 C9 C10 -5.0(7)
C6 N22 C9 C8 -0.5(5)
Ir1 N22 C9 C8 175.6(3)
C7 C8 C9 N22 1.2(5)
C8A C8 C9 N22 179.8(5)
C7 C8 C9 C10 -178.3(5)
C8A C8 C9 C10 0.4(8)
N22 C9 C10 C11 3.9(8)
C8 C9 C10 C11 -176.8(5)
C14 N23 C11 C10 177.3(4)
Ir1 N23 C11 C10 -4.7(7)
C14 N23 C11 C12 -1.8(5)
Ir1 N23 C11 C12 176.2(3)
C9 C10 C11 N23 1.4(8)
C9 C10 C11 C12 -179.7(5)
N23 C11 C12 C13 1.9(5)
C10 C11 C12 C13 -177.2(5)
N23 C11 C12 C12A -173.2(4)
C10 C11 C12 C12A 7.8(8)
C13 C12 C12A C12B -91.4(6)
C11 C12 C12A C12B 82.5(6)
C11 C12 C13 C14 -1.2(5)
C12A C12 C13 C14 173.6(5)
C11 C12 C13 C13A -178.7(5)
C12A C12 C13 C13A -3.9(8)
C12 C13 C13A C13B -106.6(6)
C14 C13 C13A C13B 76.3(6)
C11 N23 C14 C15 178.2(4)
Ir1 N23 C14 C15 0.3(7)
C11 N23 C14 C13 1.1(5)
Ir1 N23 C14 C13 -176.9(3)
C12 C13 C14 N23 0.1(5)
C13A C13 C14 N23 177.8(4)
C12 C13 C14 C15 -177.0(5)
C13A C13 C14 C15 0.6(8)
N23 C14 C15 C16 0.0(8)
C13 C14 C15 C16 176.7(5)
C19 N24 C16 C15 -178.8(5)
Ir1 N24 C16 C15 1.8(7)
C19 N24 C16 C17 0.8(5)
Ir1 N24 C16 C17 -178.6(3)
C14 C15 C16 N24 -1.1(8)
C14 C15 C16 C17 179.4(5)
N24 C16 C17 C18 -0.6(6)
C15 C16 C17 C18 178.9(5)
N24 C16 C17 C17A -180.0(5)
C15 C16 C17 C17A -0.5(8)
C18 C17 C17A C17B 106.7(7)
C16 C17 C17A C17B -74.0(8)
C16 C17 C18 C19 0.2(6)
C17A C17 C18 C19 179.5(5)
C16 C17 C18 C18A -178.5(5)
C17A C17 C18 C18A 0.9(9)
C16 N24 C19 C20 -179.6(5)
Ir1 N24 C19 C20 -0.2(7)
C16 N24 C19 C18 -0.6(5)
Ir1 N24 C19 C18 178.7(3)
C17 C18 C19 N24 0.3(6)
C18A C18 C19 N24 179.0(5)
C17 C18 C19 C20 179.2(5)
C18A C18 C19 C20 -2.1(8)
C21 C1 C20 C19 1.6(8)
C2 C1 C20 C19 -177.9(5)
N24 C19 C20 C1 -0.1(8)
C18 C19 C20 C1 -178.9(5)
C30 N25 C26 C27 1.9(7)
Ir1 N25 C26 C27 -180.0(4)
N25 C26 C27 C28 -2.5(8)
C26 C27 C28 C29 1.6(8)
C27 C28 C29 C30 -0.1(8)
C26 N25 C30 C29 -0.3(7)
Ir1 N25 C30 C29 -178.4(4)
C28 C29 C30 N25 -0.6(8)
C36 N31 C32 C33 -0.5(7)
Ir1 N31 C32 C33 -178.2(4)
N31 C32 C33 C34 0.4(8)
C32 C33 C34 C35 -0.2(9)
C33 C34 C35 C36 0.2(8)
C32 N31 C36 C35 0.4(7)
Ir1 N31 C36 C35 178.2(4)
C34 C35 C36 N31 -0.3(8)
