#------------------------------------------------------------------------------
#$Date: 2021-04-16 11:46:56 +0300 (Fri, 16 Apr 2021) $
#$Revision: 264242 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/50/4085052.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_4085052
loop_
_publ_author_name
'Vivancos, Ángela'
'Hernández, Yohar A.'
'Paneque, Margarita'
'Poveda, Manuel L.'
'Salazar, Verónica'
'Álvarez, Eleuterio'
_publ_section_title
;
 Formation of β-Metallanaphthalenes by the Coupling of a
 Benzo-Iridacyclopentadiene with Olefins
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              177
_journal_paper_doi               10.1021/om5010435
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C31 H40 B Ir N6 O5, 0.5(C4 H10 O)'
_chemical_formula_sum            'C33 H45 B Ir N6 O5.5'
_chemical_formula_weight         816.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.4920(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   32.6015(14)
_cell_length_b                   10.4977(5)
_cell_length_c                   23.3279(12)
_cell_measurement_reflns_used    8879
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      26.80
_cell_measurement_theta_min      2.14
_cell_volume                     6949.3(6)
_computing_cell_refinement       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_collection       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_reduction        'APEX2 Software Suite (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL and publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature      213(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_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  0.0490
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            39151
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.44
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.892
_exptl_absorpt_correction_T_max  0.6669
_exptl_absorpt_correction_T_min  0.6099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
program SADABS, Bruker (2001).
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3288
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.671
_refine_diff_density_min         -0.729
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     431
_refine_ls_number_reflns         6233
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0319
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0529P)²+5.0628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0856
_reflns_number_gt                4894
_reflns_number_total             6223
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5010435_si_002.cif
_cod_data_source_block           benzo-3-Me,OEt
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 4085045--4085053.cif.

2021-04-11
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C66 H90 B2 Ir2 N12 O11'
_cod_original_formula_weight         1633.52
_cod_original_formula_moiety         '2(C31 H40 B Ir N6 O5), C4 H10 O'
_cod_original_formula_units_Z            4
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4085052
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_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
Ir1 Ir 0.646232(6) 0.154465(15) 0.577945(9) 0.02176(9) Uani 1 1 d .
O1 O 0.61698(14) 0.3869(3) 0.65759(19) 0.0425(10) Uani 1 1 d .
O2 O 0.66822(11) 0.2858(3) 0.75004(17) 0.0363(9) Uani 1 1 d .
O3 O 0.62807(17) 0.0299(4) 0.7873(2) 0.0621(12) Uani 1 1 d .
O4 O 0.57803(14) 0.1766(4) 0.7198(2) 0.0448(10) Uani 1 1 d .
O5 O 0.57046(12) -0.0160(3) 0.48425(18) 0.0427(10) Uani 1 1 d .
N1 N 0.59517(14) 0.3012(4) 0.5239(2) 0.0292(10) Uani 1 1 d .
N2 N 0.60692(14) 0.3904(4) 0.4923(2) 0.0294(10) Uani 1 1 d .
N3 N 0.69852(14) 0.3051(4) 0.62040(19) 0.0253(9) Uani 1 1 d .
N4 N 0.69203(13) 0.4084(3) 0.5795(2) 0.0258(9) Uani 1 1 d .
N5 N 0.66437(15) 0.1573(3) 0.5016(2) 0.0284(10) Uani 1 1 d .
N6 N 0.66963(14) 0.2754(4) 0.4800(2) 0.0294(10) Uani 1 1 d .
C1 C 0.54992(18) 0.3208(5) 0.5079(3) 0.0347(13) Uani 1 1 d .
C2 C 0.53240(19) 0.4230(5) 0.4634(3) 0.0406(14) Uani 1 1 d .
H2 H 0.5016 0.4561 0.4433 0.049 Uiso 1 1 calc R
C3 C 0.56886(19) 0.4653(5) 0.4547(2) 0.0362(13) Uani 1 1 d .
C4 C 0.52518(18) 0.2427(6) 0.5344(3) 0.0435(15) Uani 1 1 d .
H4A H 0.5344 0.1542 0.5366 0.065 Uiso 1 1 calc R
H4B H 0.4914 0.2503 0.5058 0.065 Uiso 1 1 calc R
H4C H 0.5335 0.2724 0.5782 0.065 Uiso 1 1 calc R
C5 C 0.5699(2) 0.5732(5) 0.4137(3) 0.0518(17) Uani 1 1 d .
H5A H 0.5938 0.6341 0.4416 0.078 Uiso 1 1 calc R
H5B H 0.5393 0.6147 0.3920 0.078 Uiso 1 1 calc R
H5C H 0.5772 0.5409 0.3808 0.078 Uiso 1 1 calc R
C6 C 0.73589(18) 0.3324(4) 0.6789(3) 0.0300(12) Uani 1 1 d .
C7 C 0.75295(17) 0.4518(5) 0.6765(2) 0.0307(12) Uani 1 1 d .
H7 H 0.7789 0.4934 0.7111 0.037 Uiso 1 1 calc R
C8 C 0.72491(18) 0.4978(4) 0.6143(3) 0.0320(12) Uani 1 1 d .
C9 C 0.75585(17) 0.2443(5) 0.7364(2) 0.0348(13) Uani 1 1 d .
H9A H 0.7311 0.1897 0.7340 0.052 Uiso 1 1 calc R
H9B H 0.7692 0.2935 0.7768 0.052 Uiso 1 1 calc R
H9C H 0.7803 0.1925 0.7358 0.052 Uiso 1 1 calc R
C10 C 0.7276(2) 0.6223(5) 0.5845(3) 0.0478(16) Uani 1 1 d .
H10A H 0.7329 0.6061 0.5477 0.072 Uiso 1 1 calc R
H10B H 0.7535 0.6725 0.6174 0.072 Uiso 1 1 calc R
H10C H 0.6983 0.6686 0.5692 0.072 Uiso 1 1 calc R
C11 C 0.67566(18) 0.0702(5) 0.4688(3) 0.0318(12) Uani 1 1 d .
C12 C 0.6881(2) 0.1305(5) 0.4274(3) 0.0404(14) Uani 1 1 d .
H12 H 0.6971 0.0917 0.3989 0.048 Uiso 1 1 calc R
C13 C 0.68481(18) 0.2599(5) 0.4360(3) 0.0349(13) Uani 1 1 d .
C14 C 0.6739(2) -0.0702(5) 0.4775(3) 0.0463(15) Uani 1 1 d .
H14A H 0.7047 -0.0999 0.5110 0.069 Uiso 1 1 calc R
H14B H 0.6652 -0.1128 0.4361 0.069 Uiso 1 1 calc R
H14C H 0.6508 -0.0892 0.4909 0.069 Uiso 1 1 calc R
C15 C 0.6959(2) 0.3708(6) 0.4043(3) 0.0541(17) Uani 1 1 d .
H15A H 0.6669 0.4145 0.3744 0.081 Uiso 1 1 calc R
H15B H 0.7109 0.3393 0.3801 0.081 Uiso 1 1 calc R
H15C H 0.7169 0.4295 0.4382 0.081 Uiso 1 1 calc R
C16 C 0.63296(16) 0.1626(4) 0.6541(2) 0.0227(11) Uani 1 1 d .
C17 C 0.62081(16) 0.0637(4) 0.6791(2) 0.0272(11) Uani 1 1 d .
C18 C 0.61543(16) -0.0678(4) 0.6537(3) 0.0282(12) Uani 1 1 d .
C19 C 0.61795(19) -0.1745(5) 0.6919(3) 0.0374(14) Uani 1 1 d .
H19 H 0.6227 -0.1619 0.7346 0.045 Uiso 1 1 calc R
C20 C 0.6136(2) -0.2968(5) 0.6682(3) 0.0475(17) Uani 1 1 d .
H20 H 0.6160 -0.3661 0.6951 0.057 Uiso 1 1 calc R
C21 C 0.6059(2) -0.3186(5) 0.6056(3) 0.0450(16) Uani 1 1 d .
H21 H 0.6039 -0.4023 0.5901 0.054 Uiso 1 1 calc R
C22 C 0.60127(17) -0.2172(5) 0.5660(3) 0.0388(14) Uani 1 1 d .
H22 H 0.5947 -0.2319 0.5225 0.047 Uiso 1 1 calc R
C23 C 0.60622(16) -0.0900(4) 0.5894(3) 0.0288(12) Uani 1 1 d .
C24 C 0.60367(16) 0.0141(4) 0.5453(2) 0.0286(11) Uani 1 1 d .
C25 C 0.63711(17) 0.2909(5) 0.6847(3) 0.0292(12) Uani 1 1 d .
C26 C 0.6763(2) 0.4044(6) 0.7847(3) 0.0545(18) Uani 1 1 d .
H26A H 0.6860 0.4686 0.7639 0.082 Uiso 1 1 calc R
H26B H 0.7008 0.3933 0.8301 0.082 Uiso 1 1 calc R
H26C H 0.6474 0.4316 0.7836 0.082 Uiso 1 1 calc R
C27 C 0.61087(19) 0.0840(5) 0.7354(3) 0.0378(13) Uani 1 1 d .
C28 C 0.5686(3) 0.2144(8) 0.7718(4) 0.078(2) Uani 1 1 d .
H28A H 0.5560 0.1425 0.7842 0.117 Uiso 1 1 calc R
H28B H 0.5459 0.2835 0.7564 0.117 Uiso 1 1 calc R
H28C H 0.5977 0.2426 0.8097 0.117 Uiso 1 1 calc R
C29 C 0.5591(2) 0.0607(6) 0.4256(3) 0.0492(15) Uani 1 1 d U
H29A H 0.5628 0.1516 0.4367 0.059 Uiso 1 1 calc R
H29B H 0.5801 0.0386 0.4083 0.059 Uiso 1 1 calc R
C30 C 0.5114(3) 0.0337(8) 0.3780(4) 0.093(2) Uani 1 1 d U
H30A H 0.5075 -0.0575 0.3707 0.140 Uiso 1 1 calc R
H30B H 0.5037 0.0761 0.3369 0.140 Uiso 1 1 calc R
H30C H 0.4907 0.0642 0.3938 0.140 Uiso 1 1 calc R
C31 C 0.70093(16) 0.0238(4) 0.6289(2) 0.0277(11) Uani 1 1 d .
H31A H 0.7061 0.0131 0.6733 0.042 Uiso 1 1 calc R
H31B H 0.7295 0.0552 0.6307 0.042 Uiso 1 1 calc R
H31C H 0.6925 -0.0576 0.6062 0.042 Uiso 1 1 calc R
B1 B 0.6578(2) 0.3977(6) 0.5055(3) 0.0323(14) Uani 1 1 d .
H1 H 0.6614 0.4727 0.4826 0.039 Uiso 1 1 calc R
O6 O 0.5000 0.4491(15) 0.2500 0.197(4) Uani 1 2 d SDU
C32 C 0.5349(6) 0.3679(13) 0.2424(8) 0.197(4) Uani 1 1 d DU
H32A H 0.5181 0.3155 0.2027 0.237 Uiso 1 1 calc R
H32B H 0.5567 0.4231 0.2365 0.237 Uiso 1 1 calc R
C33 C 0.5614(5) 0.2860(15) 0.2983(7) 0.189(4) Uani 1 1 d DU
H33A H 0.5749 0.3362 0.3383 0.284 Uiso 1 1 calc R
H33B H 0.5864 0.2449 0.2940 0.284 Uiso 1 1 calc R
H33C H 0.5406 0.2217 0.3000 0.284 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'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 '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_3
C24 Ir1 C16 87.4(2) .
C24 Ir1 C31 88.2(2) .
C16 Ir1 C31 91.15(19) .
C24 Ir1 N5 97.08(19) .
C16 Ir1 N5 175.46(16) .
C31 Ir1 N5 88.52(18) .
C24 Ir1 N1 96.76(18) .
C16 Ir1 N1 92.62(17) .
C31 Ir1 N1 173.86(17) .
N5 Ir1 N1 87.34(16) .
C24 Ir1 N3 175.84(17) .
C16 Ir1 N3 91.60(17) .
C31 Ir1 N3 87.73(17) .
N5 Ir1 N3 83.86(15) .
N1 Ir1 N3 87.32(16) .
C25 O2 C26 115.3(4) .
C27 O4 C28 115.9(5) .
C24 O5 C29 124.4(4) .
C1 N1 N2 107.9(4) .
C1 N1 Ir1 134.0(4) .
N2 N1 Ir1 117.8(3) .
N1 N2 C3 109.6(4) .
N1 N2 B1 119.5(4) .
C3 N2 B1 130.8(4) .
C6 N3 N4 106.7(4) .
C6 N3 Ir1 137.4(3) .
N4 N3 Ir1 115.7(3) .
C8 N4 N3 108.7(4) .
C8 N4 B1 130.6(4) .
N3 N4 B1 119.8(4) .
C11 N5 N6 106.5(4) .
C11 N5 Ir1 136.5(3) .
N6 N5 Ir1 116.8(3) .
C13 N6 N5 109.0(4) .
C13 N6 B1 130.4(4) .
N5 N6 B1 120.6(4) .
N1 C1 C2 108.2(5) .
N1 C1 C4 123.2(5) .
C2 C1 C4 128.7(5) .
C3 C2 C1 106.8(5) .
C3 C2 H2 126.6 .
C1 C2 H2 126.6 .
N2 C3 C2 107.4(5) .
N2 C3 C5 123.3(5) .
C2 C3 C5 129.3(5) .
C1 C4 H4A 109.5 .
C1 C4 H4B 109.5 .
H4A C4 H4B 109.5 .
C1 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 .
N3 C6 C7 109.6(4) .
N3 C6 C9 124.1(4) .
C7 C6 C9 126.3(5) .
C8 C7 C6 106.8(4) .
C8 C7 H7 126.6 .
C6 C7 H7 126.6 .
N4 C8 C7 108.1(4) .
N4 C8 C10 122.3(5) .
C7 C8 C10 129.5(5) .
C6 C9 H9A 109.5 .
C6 C9 H9B 109.5 .
H9A C9 H9B 109.5 .
C6 C9 H9C 109.5 .
H9A C9 H9C 109.5 .
H9B C9 H9C 109.5 .
C8 C10 H10A 109.5 .
C8 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C8 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
N5 C11 C12 110.1(5) .
N5 C11 C14 123.5(5) .
C12 C11 C14 126.4(5) .
C11 C12 C13 106.2(5) .
C11 C12 H12 126.9 .
C13 C12 H12 126.9 .
N6 C13 C12 108.2(5) .
N6 C13 C15 122.9(5) .
C12 C13 C15 128.9(6) .
C11 C14 H14A 109.5 .
C11 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C11 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C13 C15 H15A 109.5 .
C13 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C13 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C17 C16 C25 117.6(5) .
C17 C16 Ir1 125.8(4) .
C25 C16 Ir1 116.6(3) .
C16 C17 C18 123.3(5) .
C16 C17 C27 120.2(4) .
C18 C17 C27 116.4(4) .
C23 C18 C19 117.5(5) .
C23 C18 C17 120.5(4) .
C19 C18 C17 122.0(5) .
C20 C19 C18 121.6(6) .
C20 C19 H19 119.2 .
C18 C19 H19 119.2 .
C21 C20 C19 120.8(5) .
C21 C20 H20 119.6 .
C19 C20 H20 119.6 .
C22 C21 C20 119.3(5) .
C22 C21 H21 120.4 .
C20 C21 H21 120.4 .
C21 C22 C23 121.2(6) .
C21 C22 H22 119.4 .
C23 C22 H22 119.4 .
C18 C23 C22 119.6(5) .
C18 C23 C24 122.2(4) .
C22 C23 C24 118.1(5) .
O5 C24 C23 107.8(4) .
O5 C24 Ir1 131.1(4) .
C23 C24 Ir1 120.9(3) .
O1 C25 O2 122.7(5) .
O1 C25 C16 127.3(5) .
O2 C25 C16 110.0(4) .
O2 C26 H26A 109.5 .
O2 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
O2 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
O3 C27 O4 121.7(6) .
O3 C27 C17 128.1(5) .
O4 C27 C17 110.2(5) .
O4 C28 H28A 109.5 .
O4 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
O4 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
C30 C29 O5 107.3(5) .
C30 C29 H29A 110.3 .
O5 C29 H29A 110.3 .
C30 C29 H29B 110.3 .
O5 C29 H29B 110.3 .
H29A C29 H29B 108.5 .
C29 C30 H30A 109.5 .
C29 C30 H30B 109.5 .
H30A C30 H30B 109.5 .
C29 C30 H30C 109.5 .
H30A C30 H30C 109.5 .
H30B C30 H30C 109.5 .
Ir1 C31 H31A 109.5 .
Ir1 C31 H31B 109.5 .
H31A C31 H31B 109.5 .
Ir1 C31 H31C 109.5 .
H31A C31 H31C 109.5 .
H31B C31 H31C 109.5 .
N4 B1 N2 110.3(5) .
N4 B1 N6 108.2(4) .
N2 B1 N6 109.4(4) .
N4 B1 H1 109.6 .
N2 B1 H1 109.6 .
N6 B1 H1 109.6 .
C32 O6 C32 110.7(17) 2_655
C33 C32 O6 112.6(14) .
C33 C32 H32A 109.1 .
O6 C32 H32A 109.1 .
C33 C32 H32B 109.1 .
O6 C32 H32B 109.1 .
H32A C32 H32B 107.8 .
C32 C33 H33A 109.5 .
C32 C33 H33B 109.5 .
H33A C33 H33B 109.5 .
C32 C33 H33C 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C24 1.907(5) .
Ir1 C16 2.026(5) .
Ir1 C31 2.095(4) .
Ir1 N5 2.136(5) .
Ir1 N1 2.160(4) .
Ir1 N3 2.174(4) .
O1 C25 1.199(6) .
O2 C25 1.354(6) .
O2 C26 1.438(6) .
O3 C27 1.198(7) .
O4 C27 1.357(7) .
O4 C28 1.445(8) .
O5 C24 1.335(6) .
O5 C29 1.468(7) .
N1 C1 1.348(6) .
N1 N2 1.359(6) .
N2 C3 1.362(6) .
N2 B1 1.531(7) .
N3 C6 1.338(6) .
N3 N4 1.391(5) .
N4 C8 1.353(6) .
N4 B1 1.530(7) .
N5 C11 1.353(6) .
N5 N6 1.380(5) .
N6 C13 1.351(7) .
N6 B1 1.542(8) .
C1 C2 1.405(7) .
C1 C4 1.481(8) .
C2 C3 1.374(8) .
C2 H2 0.9400 .
C3 C5 1.494(7) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C4 H4C 0.9700 .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C5 H5C 0.9700 .
C6 C7 1.384(7) .
C6 C9 1.489(7) .
C7 C8 1.367(7) .
C7 H7 0.9400 .
C8 C10 1.503(7) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C9 H9C 0.9700 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C10 H10C 0.9700 .
C11 C12 1.373(8) .
C11 C14 1.493(7) .
C12 C13 1.386(7) .
C12 H12 0.9400 .
C13 C15 1.515(8) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C14 H14C 0.9700 .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C15 H15C 0.9700 .
C16 C17 1.343(7) .
C16 C25 1.499(6) .
C17 C18 1.479(7) .
C17 C27 1.514(8) .
C18 C23 1.396(7) .
C18 C19 1.408(7) .
C19 C20 1.378(8) .
C19 H19 0.9400 .
C20 C21 1.374(9) .
C20 H20 0.9400 .
C21 C22 1.367(8) .
C21 H21 0.9400 .
C22 C23 1.421(7) .
C22 H22 0.9400 .
C23 C24 1.475(7) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C26 H26C 0.9700 .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C28 H28C 0.9700 .
C29 C30 1.424(8) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C30 H30C 0.9700 .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C31 H31C 0.9700 .
B1 H1 0.9900 .
O6 C32 1.499(13) .
O6 C32 1.499(13) 2_655
C32 C33 1.440(14) .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C33 H33A 0.9700 .
C33 H33B 0.9700 .
C33 H33C 0.9700 .
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
C24 Ir1 N1 C1 38.8(5) .
C16 Ir1 N1 C1 -48.9(5) .
N5 Ir1 N1 C1 135.7(5) .
N3 Ir1 N1 C1 -140.4(5) .
C24 Ir1 N1 N2 -133.5(4) .
C16 Ir1 N1 N2 138.7(4) .
N5 Ir1 N1 N2 -36.7(3) .
N3 Ir1 N1 N2 47.3(3) .
C1 N1 N2 C3 -1.5(6) .
Ir1 N1 N2 C3 172.7(3) .
C1 N1 N2 B1 175.4(5) .
Ir1 N1 N2 B1 -10.4(6) .
C16 Ir1 N3 C6 49.1(5) .
C31 Ir1 N3 C6 -42.0(5) .
N5 Ir1 N3 C6 -130.8(5) .
N1 Ir1 N3 C6 141.6(5) .
C16 Ir1 N3 N4 -126.1(3) .
C31 Ir1 N3 N4 142.8(3) .
N5 Ir1 N3 N4 54.0(3) .
N1 Ir1 N3 N4 -33.6(3) .
C6 N3 N4 C8 -1.4(5) .
Ir1 N3 N4 C8 175.2(3) .
C6 N3 N4 B1 168.9(5) .
Ir1 N3 N4 B1 -14.5(5) .
C24 Ir1 N5 C11 -44.1(5) .
C31 Ir1 N5 C11 43.9(5) .
N1 Ir1 N5 C11 -140.6(5) .
N3 Ir1 N5 C11 131.8(5) .
C24 Ir1 N5 N6 141.2(3) .
C31 Ir1 N5 N6 -130.8(3) .
N1 Ir1 N5 N6 44.7(3) .
N3 Ir1 N5 N6 -42.9(3) .
C11 N5 N6 C13 -1.2(5) .
Ir1 N5 N6 C13 175.0(3) .
C11 N5 N6 B1 177.7(4) .
Ir1 N5 N6 B1 -6.1(5) .
N2 N1 C1 C2 1.8(6) .
Ir1 N1 C1 C2 -171.1(4) .
N2 N1 C1 C4 -178.8(5) .
Ir1 N1 C1 C4 8.3(8) .
N1 C1 C2 C3 -1.5(6) .
C4 C1 C2 C3 179.2(6) .
N1 N2 C3 C2 0.6(6) .
B1 N2 C3 C2 -175.8(5) .
N1 N2 C3 C5 179.8(5) .
B1 N2 C3 C5 3.4(9) .
C1 C2 C3 N2 0.5(6) .
C1 C2 C3 C5 -178.6(6) .
N4 N3 C6 C7 1.0(6) .
Ir1 N3 C6 C7 -174.5(4) .
N4 N3 C6 C9 -177.8(5) .
Ir1 N3 C6 C9 6.7(9) .
N3 C6 C7 C8 -0.2(6) .
C9 C6 C7 C8 178.6(5) .
N3 N4 C8 C7 1.3(6) .
B1 N4 C8 C7 -167.6(5) .
N3 N4 C8 C10 -179.8(5) .
B1 N4 C8 C10 11.3(8) .
C6 C7 C8 N4 -0.6(6) .
C6 C7 C8 C10 -179.5(6) .
N6 N5 C11 C12 0.3(6) .
Ir1 N5 C11 C12 -174.8(4) .
N6 N5 C11 C14 -179.2(4) .
Ir1 N5 C11 C14 5.7(8) .
N5 C11 C12 C13 0.8(6) .
C14 C11 C12 C13 -179.7(5) .
N5 N6 C13 C12 1.7(5) .
B1 N6 C13 C12 -177.0(5) .
N5 N6 C13 C15 -177.8(5) .
B1 N6 C13 C15 3.5(8) .
C11 C12 C13 N6 -1.6(6) .
C11 C12 C13 C15 177.9(6) .
C24 Ir1 C16 C17 28.9(4) .
C31 Ir1 C16 C17 -59.3(4) .
N1 Ir1 C16 C17 125.5(4) .
N3 Ir1 C16 C17 -147.1(4) .
C24 Ir1 C16 C25 -151.1(4) .
C31 Ir1 C16 C25 120.8(3) .
N1 Ir1 C16 C25 -54.4(3) .
N3 Ir1 C16 C25 33.0(3) .
C25 C16 C17 C18 180.0(4) .
Ir1 C16 C17 C18 0.1(7) .
C25 C16 C17 C27 1.2(7) .
Ir1 C16 C17 C27 -178.7(3) .
C16 C17 C18 C23 -23.0(7) .
C27 C17 C18 C23 155.8(5) .
C16 C17 C18 C19 158.9(5) .
C27 C17 C18 C19 -22.3(7) .
C23 C18 C19 C20 2.8(8) .
C17 C18 C19 C20 -179.0(5) .
C18 C19 C20 C21 -1.0(9) .
C19 C20 C21 C22 -1.8(9) .
C20 C21 C22 C23 2.7(8) .
C19 C18 C23 C22 -1.9(7) .
C17 C18 C23 C22 179.9(4) .
C19 C18 C23 C24 -178.8(4) .
C17 C18 C23 C24 2.9(7) .
C21 C22 C23 C18 -0.8(7) .
C21 C22 C23 C24 176.2(5) .
C29 O5 C24 C23 -176.6(5) .
C29 O5 C24 Ir1 -0.7(8) .
C18 C23 C24 O5 -144.4(5) .
C22 C23 C24 O5 38.7(6) .
C18 C23 C24 Ir1 39.3(6) .
C22 C23 C24 Ir1 -137.7(4) .
C16 Ir1 C24 O5 138.5(5) .
C31 Ir1 C24 O5 -130.3(5) .
N5 Ir1 C24 O5 -42.0(5) .
N1 Ir1 C24 O5 46.1(5) .
C16 Ir1 C24 C23 -46.1(4) .
C31 Ir1 C24 C23 45.1(4) .
N5 Ir1 C24 C23 133.4(4) .
N1 Ir1 C24 C23 -138.5(4) .
C26 O2 C25 O1 -1.1(7) .
C26 O2 C25 C16 178.3(4) .
C17 C16 C25 O1 -124.2(6) .
Ir1 C16 C25 O1 55.7(6) .
C17 C16 C25 O2 56.3(6) .
Ir1 C16 C25 O2 -123.7(4) .
C28 O4 C27 O3 5.9(8) .
C28 O4 C27 C17 -174.1(5) .
C16 C17 C27 O3 -126.5(6) .
C18 C17 C27 O3 54.7(8) .
C16 C17 C27 O4 53.5(6) .
C18 C17 C27 O4 -125.3(5) .
C24 O5 C29 C30 -154.7(6) .
C8 N4 B1 N2 -123.0(5) .
N3 N4 B1 N2 69.1(6) .
C8 N4 B1 N6 117.2(5) .
N3 N4 B1 N6 -50.6(6) .
N1 N2 B1 N4 -53.3(6) .
C3 N2 B1 N4 122.8(5) .
N1 N2 B1 N6 65.7(6) .
C3 N2 B1 N6 -118.2(6) .
C13 N6 B1 N4 -116.8(5) .
N5 N6 B1 N4 64.6(5) .
C13 N6 B1 N2 122.9(5) .
N5 N6 B1 N2 -55.7(5) .
C32 O6 C32 C33 -60.1(12) 2_655
