# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_A1'

_audit_creation_date             2014-08-13T18:45:32-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C39 H29 Ir N5, C F3 O3 S'
_chemical_formula_sum            'C40 H29 F3 Ir N5 O3 S'
_chemical_formula_weight         908.94
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'A e a 2'
_space_group_name_Hall           'A 2 -2ac'
_space_group_IT_number           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'A b a 2'
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_Int_Tables_number      41
_cell_length_a                   20.4267(2)
_cell_length_b                   19.8822(2)
_cell_length_c                   16.98920(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6899.79(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    100.0(10)
_cell_measurement_reflns_used    19275
_cell_measurement_theta_min      1.5734
_cell_measurement_theta_max      28.1782
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.319
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.033
_exptl_crystal_density_diffrn    1.75
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0344
0 -1 0 0.0314
-1 0 0 0.0164
1 0 0 0.0164
1 -13 -21 0.1241
2 -2 24 0.1557


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    3.995
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
;
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_T_max  1.053

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_ambient_temperature      100.0(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Nova (Mo) X-ray micro-source'
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      0.0006981
_diffrn_orient_matrix_ub_12      -0.0355532
_diffrn_orient_matrix_ub_13      -0.0034105
_diffrn_orient_matrix_ub_21      -0.0346419
_diffrn_orient_matrix_ub_22      -0.0008813
_diffrn_orient_matrix_ub_23      0.0025159
_diffrn_orient_matrix_ub_31      -0.0021185
_diffrn_orient_matrix_ub_32      0.002858
_diffrn_orient_matrix_ub_33      -0.0415429
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AEos
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_number            28237
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.865
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.99
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_point_group_measured_fraction_ful 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.927
_reflns_number_total             7352
_reflns_number_gt                6997
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -113.00  -67.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.1517  178.0000  -60.0000 46

#__ type_ start__ end____ width___ exp.time_
  2 omega  -48.00   73.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6986  -19.0000 -120.0000 121

#__ type_ start__ end____ width___ exp.time_
  3 omega -117.00  -38.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.1517  178.0000  150.0000 79

#__ type_ start__ end____ width___ exp.time_
  4 omega   45.00   81.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6986  178.0000 -150.0000 36

#__ type_ start__ end____ width___ exp.time_
  5 omega   40.00   94.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6986  178.0000  -90.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega   25.00  107.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6986  -19.0000  -90.0000 82

#__ type_ start__ end____ width___ exp.time_
  7 omega  -20.00   27.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.1517  -99.0000    0.0000 47

#__ type_ start__ end____ width___ exp.time_
  8 omega  -22.00   59.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6986   38.0000    0.0000 81

;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_structure_solution    'OLEX2 (Dolomanov et al, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger. It has done a squeeze to 
 remove unassigned residual density. This is very disordered and not get
 modeling. It corresponds with the solvent and counterion.
 The RIGU restrain has been employed to enhance the  thermal
 ellipsoids of some atoms

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0151P)²+8.5160P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7352
_refine_ls_number_parameters     541
_refine_ls_number_restraints     88
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0164
_refine_ls_wR_factor_ref         0.0362
_refine_ls_wR_factor_gt          0.0356
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3013 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(2)
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.38
_refine_diff_density_rms         0.062

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir3 Ir 0.69398(2) 0.76279(2) 0.48245(2) 0.01354(4) Uani 1 d . .
N4 N 0.65240(15) 0.71733(16) 0.58621(18) 0.0167(6) Uani 1 d . .
N5 N 0.59931(17) 0.72394(19) 0.6237(2) 0.0204(8) Uani 1 d . .
N3 N 0.77376(16) 0.79098(17) 0.56331(18) 0.0145(6) Uani 1 d . .
N1 N 0.64392(14) 0.84967(15) 0.50496(15) 0.0151(7) Uani 1 d . .
C15 C 0.8327(2) 0.8566(3) 0.2802(3) 0.0338(13) Uani 1 d . .
H15 H 0.8636 0.8742 0.2438 0.041 Uiso 1 calc . .
C30 C 0.7772(2) 0.5795(2) 0.7011(2) 0.0288(10) Uani 1 d . .
H30 H 0.8056 0.5473 0.7244 0.035 Uiso 1 calc . .
C17 C 0.7922(3) 0.7651(3) 0.3581(3) 0.0189(11) Uani 1 d . .
C39 C 0.4605(2) 0.8377(2) 0.5851(3) 0.0293(10) Uani 1 d . .
H39 H 0.4434 0.8789 0.6044 0.035 Uiso 1 calc . .
C25 C 0.8594(3) 0.8483(3) 0.6721(3) 0.0357(12) Uani 1 d . .
H25 H 0.8871 0.8686 0.7103 0.043 Uiso 1 calc . .
C27 C 0.7888(3) 0.7583(2) 0.6308(3) 0.0205(11) Uani 1 d . .
C35 C 0.4532(2) 0.7447(3) 0.4970(3) 0.0396(16) Uani 1 d . .
H35 H 0.4306 0.7214 0.4564 0.047 Uiso 1 calc . .
C26 C 0.8306(3) 0.7868(3) 0.6863(3) 0.0253(11) Uani 1 d . .
H26 H 0.8394 0.7638 0.7341 0.03 Uiso 1 calc . .
C7 C 0.5322(2) 0.8156(3) 0.3399(3) 0.0208(11) Uani 1 d . .
H7 H 0.5086 0.8563 0.3328 0.025 Uiso 1 calc . .
C16 C 0.8362(2) 0.7911(3) 0.3027(3) 0.0291(12) Uani 1 d . .
H16 H 0.8687 0.7626 0.2806 0.035 Uiso 1 calc . .
C38 C 0.5178(2) 0.8123(3) 0.6156(3) 0.0226(11) Uani 1 d . .
H38 H 0.5392 0.8348 0.6577 0.027 Uiso 1 calc . .
C13 C 0.73961(18) 0.8727(2) 0.3659(2) 0.0211(8) Uani 1 d . .
H13 H 0.706 0.9012 0.3853 0.025 Uiso 1 calc . .
C24 C 0.8470(2) 0.8799(2) 0.6010(3) 0.0322(10) Uani 1 d . .
H24 H 0.8675 0.9213 0.5884 0.039 Uiso 1 calc . .
C9 C 0.55119(19) 0.6997(2) 0.3063(2) 0.0250(9) Uani 1 d . .
H9 H 0.5394 0.6609 0.2768 0.03 Uiso 1 calc . .
C2 C 0.62560(19) 0.9547(2) 0.5704(2) 0.0238(9) Uani 1 d . .
H2 H 0.6345 0.9838 0.6134 0.029 Uiso 1 calc . .
C37 C 0.54412(19) 0.7540(2) 0.5847(2) 0.0211(8) Uani 1 d . .
C10 C 0.6026(2) 0.6961(2) 0.3600(2) 0.0210(9) Uani 1 d . .
H10 H 0.6264 0.6553 0.3658 0.025 Uiso 1 calc . .
C6 C 0.58293(18) 0.8116(2) 0.3955(2) 0.0177(7) Uani 1 d . .
C33 C 0.69624(19) 0.6731(2) 0.6292(2) 0.0204(8) Uani 1 d . .
C29 C 0.8004(2) 0.6427(2) 0.6827(2) 0.0230(9) Uani 1 d . .
H29 H 0.8444 0.6538 0.6954 0.028 Uiso 1 calc . .
C11 C 0.61965(18) 0.7524(2) 0.4057(2) 0.0167(8) Uani 1 d . .
C21 C 0.7750(2) 0.5640(2) 0.4337(3) 0.0346(11) Uani 1 d . .
H21 H 0.7677 0.5191 0.4507 0.042 Uiso 1 calc . .
C22 C 0.7373(2) 0.6159(2) 0.4622(2) 0.0253(10) Uani 1 d . .
H22 H 0.7037 0.6057 0.499 0.03 Uiso 1 calc . .
C19 C 0.8319(2) 0.6440(2) 0.3550(2) 0.0286(10) Uani 1 d . .
H19 H 0.8649 0.6546 0.3176 0.034 Uiso 1 calc . .
C31 C 0.7125(2) 0.5630(2) 0.6856(2) 0.0308(10) Uani 1 d . .
H31 H 0.6961 0.5197 0.6988 0.037 Uiso 1 calc . .
C23 C 0.80445(19) 0.8501(2) 0.5491(2) 0.0223(8) Uani 1 d . .
H23 H 0.7961 0.8723 0.5006 0.027 Uiso 1 calc . .
C36 C 0.5119(2) 0.7188(2) 0.5258(2) 0.0286(10) Uani 1 d . .
H36 H 0.5294 0.678 0.5056 0.034 Uiso 1 calc . .
C28 C 0.76112(19) 0.6910(2) 0.6457(2) 0.0185(8) Uani 1 d . .
C20 C 0.8239(2) 0.5788(3) 0.3795(3) 0.0352(11) Uani 1 d . .
H20 H 0.8515 0.5442 0.3597 0.042 Uiso 1 calc . .
C3 C 0.5819(2) 0.9732(2) 0.5122(2) 0.0258(9) Uani 1 d . .
H3 H 0.5624 1.0166 0.5131 0.031 Uiso 1 calc . .
C32 C 0.6719(2) 0.6104(2) 0.6506(2) 0.0276(9) Uani 1 d . .
H32 H 0.6272 0.5999 0.6412 0.033 Uiso 1 calc . .
C34 C 0.4277(2) 0.8031(3) 0.5261(3) 0.0370(12) Uani 1 d . .
H34 H 0.3875 0.8201 0.5061 0.044 Uiso 1 calc . .
C14 C 0.7840(2) 0.8977(2) 0.3107(2) 0.0279(9) Uani 1 d . .
H14 H 0.7808 0.9432 0.294 0.033 Uiso 1 calc . .
C8 C 0.5170(2) 0.7594(2) 0.2955(2) 0.0264(9) Uani 1 d . .
H8 H 0.483 0.7616 0.2574 0.032 Uiso 1 calc . .
C18 C 0.79178(17) 0.6950(2) 0.3846(2) 0.0205(8) Uani 1 d . .
C5 C 0.59722(17) 0.8658(2) 0.4505(2) 0.0171(7) Uani 1 d . .
N2 N 0.74550(15) 0.68058(17) 0.44062(17) 0.0192(7) Uani 1 d . .
C1 C 0.65590(18) 0.8930(2) 0.5648(2) 0.0182(8) Uani 1 d . .
H1 H 0.6864 0.8803 0.6044 0.022 Uiso 1 calc . .
C4 C 0.56677(19) 0.9287(2) 0.4531(2) 0.0217(8) Uani 1 d . .
H4 H 0.5356 0.9407 0.414 0.026 Uiso 1 calc . .
C12 C 0.74349(18) 0.8067(2) 0.3930(2) 0.0153(8) Uani 1 d . .
S1 S 0.47941(14) 0.49047(17) 0.73753(19) 0.0356(8) Uani 0.5 d A -1
O2 O 0.4775(4) 0.4193(3) 0.7254(5) 0.055(2) Uani 0.5 d A -1
O1 O 0.4175(3) 0.5198(3) 0.7566(4) 0.0347(15) Uani 0.5 d A -1
O3 O 0.5339(4) 0.5161(5) 0.7826(6) 0.060(3) Uani 0.5 d A -1
C1A C 0.4986(2) 0.5220(3) 0.6396(5) 0.039(3) Uani 0.5 d A -1
F1 F 0.55119(16) 0.50180(19) 0.5971(3) 0.0656(11) Uani 1 d A -1
F2 F 0.4935(3) 0.5891(2) 0.6360(4) 0.0439(15) Uani 0.5 d A -1
S2 S 0.48381(13) 0.99412(19) 0.75233(13) 0.0291(7) Uani 0.5 d B -1
O4 O 0.5328(6) 0.9450(7) 0.7331(10) 0.057(3) Uani 0.5 d B -1
O5 O 0.4192(4) 0.9682(5) 0.7467(6) 0.076(3) Uani 0.5 d B -1
O6 O 0.4920(7) 1.0597(5) 0.7191(9) 0.059(4) Uani 0.5 d B -1
C1B C 0.4953(6) 1.0061(5) 0.8567(5) 0.066(3) Uani 0.5 d B -1
F3 F 0.4878(6) 0.9480(4) 0.8959(4) 0.068(2) Uani 0.5 d B -1
F4 F 0.4543(7) 1.0524(6) 0.8858(6) 0.108(4) Uani 0.5 d B -1
F5 F 0.5558(7) 1.0278(6) 0.8740(7) 0.099(3) Uani 0.5 d B -1



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir3 N4 2.155(3) . ?
Ir3 N3 2.204(3) . ?
Ir3 N1 2.043(3) . ?
Ir3 C11 2.012(4) . ?
Ir3 N2 2.070(3) . ?
Ir3 C12 2.023(4) . ?
N4 N5 1.265(5) . ?
N4 C33 1.452(5) . ?
N5 C37 1.438(5) . ?
N3 C27 1.353(6) . ?
N3 C23 1.355(5) . ?
N1 C5 1.367(4) . ?
N1 C1 1.354(5) . ?
C15 H15 0.95 . ?
C15 C16 1.360(9) . ?
C15 C14 1.389(7) . ?
C30 H30 0.95 . ?
C30 C29 1.378(6) . ?
C30 C31 1.388(7) . ?
C17 C16 1.399(7) . ?
C17 C18 1.465(7) . ?
C17 C12 1.424(6) . ?
C39 H39 0.95 . ?
C39 C38 1.376(6) . ?
C39 C34 1.388(7) . ?
C25 H25 0.95 . ?
C25 C26 1.377(7) . ?
C25 C24 1.385(6) . ?
C27 C26 1.394(8) . ?
C27 C28 1.475(6) . ?
C35 H35 0.95 . ?
C35 C36 1.393(6) . ?
C35 C34 1.367(7) . ?
C26 H26 0.95 . ?
C7 H7 0.95 . ?
C7 C6 1.406(6) . ?
C7 C8 1.383(7) . ?
C16 H16 0.95 . ?
C38 H38 0.95 . ?
C38 C37 1.382(7) . ?
C13 H13 0.95 . ?
C13 C14 1.396(5) . ?
C13 C12 1.393(6) . ?
C24 H24 0.95 . ?
C24 C23 1.371(6) . ?
C9 H9 0.95 . ?
C9 C10 1.394(6) . ?
C9 C8 1.390(6) . ?
C2 H2 0.95 . ?
C2 C3 1.382(6) . ?
C2 C1 1.377(6) . ?
C37 C36 1.387(6) . ?
C10 H10 0.95 . ?
C10 C11 1.406(6) . ?
C6 C11 1.406(6) . ?
C6 C5 1.456(5) . ?
C33 C28 1.400(5) . ?
C33 C32 1.391(6) . ?
C29 H29 0.95 . ?
C29 C28 1.400(5) . ?
C21 H21 0.95 . ?
C21 C22 1.376(6) . ?
C21 C20 1.391(7) . ?
C22 H22 0.95 . ?
C22 N2 1.347(5) . ?
C19 H19 0.95 . ?
C19 C20 1.371(7) . ?
C19 C18 1.397(6) . ?
C31 H31 0.95 . ?
C31 C32 1.389(6) . ?
C23 H23 0.95 . ?
C36 H36 0.95 . ?
C20 H20 0.95 . ?
C3 H3 0.95 . ?
C3 C4 1.374(6) . ?
C32 H32 0.95 . ?
C34 H34 0.95 . ?
C14 H14 0.95 . ?
C8 H8 0.95 . ?
C18 N2 1.372(5) . ?
C5 C4 1.396(6) . ?
C1 H1 0.95 . ?
C4 H4 0.95 . ?
S1 O2 1.431(7) . ?
S1 O1 1.430(6) . ?
S1 O3 1.443(7) . ?
S1 C1A 1.820(10) . ?
C1A F1 1.355(5) . ?
C1A F2 1.340(5) . ?
S2 O4 1.435(9) . ?
S2 O5 1.420(7) . ?
S2 O6 1.431(8) . ?
S2 C1B 1.804(9) . ?
C1B F3 1.342(6) . ?
C1B F4 1.340(6) . ?
C1B F5 1.342(6) . ?

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
N4 Ir3 N3 83.58(12) . . ?
N1 Ir3 N4 90.24(12) . . ?
N1 Ir3 N3 92.20(12) . . ?
N1 Ir3 N2 170.48(11) . . ?
C11 Ir3 N4 100.94(13) . . ?
C11 Ir3 N3 171.14(15) . . ?
C11 Ir3 N1 80.24(14) . . ?
C11 Ir3 N2 94.59(14) . . ?
C11 Ir3 C12 86.25(14) . . ?
N2 Ir3 N4 98.63(12) . . ?
N2 Ir3 N3 92.23(12) . . ?
C12 Ir3 N4 172.80(14) . . ?
C12 Ir3 N3 89.36(13) . . ?
C12 Ir3 N1 91.50(14) . . ?
C12 Ir3 N2 80.13(15) . . ?
N5 N4 Ir3 134.9(3) . . ?
N5 N4 C33 109.8(3) . . ?
C33 N4 Ir3 115.0(2) . . ?
N4 N5 C37 118.9(3) . . ?
C27 N3 Ir3 125.0(3) . . ?
C27 N3 C23 117.6(4) . . ?
C23 N3 Ir3 116.9(3) . . ?
C5 N1 Ir3 114.9(2) . . ?
C1 N1 Ir3 126.0(3) . . ?
C1 N1 C5 119.0(3) . . ?
C16 C15 H15 120.1 . . ?
C16 C15 C14 119.8(4) . . ?
C14 C15 H15 120.1 . . ?
C29 C30 H30 120 . . ?
C29 C30 C31 120.0(4) . . ?
C31 C30 H30 120 . . ?
C16 C17 C18 124.2(5) . . ?
C16 C17 C12 120.9(5) . . ?
C12 C17 C18 114.8(4) . . ?
C38 C39 H39 119.9 . . ?
C38 C39 C34 120.1(5) . . ?
C34 C39 H39 119.9 . . ?
C26 C25 H25 120.8 . . ?
C26 C25 C24 118.4(4) . . ?
C24 C25 H25 120.8 . . ?
N3 C27 C26 121.1(5) . . ?
N3 C27 C28 119.7(5) . . ?
C26 C27 C28 119.2(4) . . ?
C36 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
C34 C35 C36 121.0(5) . . ?
C25 C26 C27 120.4(4) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C8 C7 C6 119.2(5) . . ?
C15 C16 C17 120.7(5) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C39 C38 H38 120.2 . . ?
C39 C38 C37 119.7(5) . . ?
C37 C38 H38 120.2 . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.5(4) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 C25 118.8(4) . . ?
C23 C24 H24 120.6 . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.6(4) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.5(4) . . ?
C38 C37 N5 118.6(4) . . ?
C38 C37 C36 120.8(4) . . ?
C36 C37 N5 119.7(4) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.5(4) . . ?
C11 C10 H10 119.7 . . ?
C7 C6 C5 122.5(4) . . ?
C11 C6 C7 121.5(4) . . ?
C11 C6 C5 115.8(3) . . ?
C28 C33 N4 122.1(3) . . ?
C32 C33 N4 117.0(4) . . ?
C32 C33 C28 120.9(4) . . ?
C30 C29 H29 119 . . ?
C30 C29 C28 122.0(4) . . ?
C28 C29 H29 119 . . ?
C10 C11 Ir3 128.8(3) . . ?
C6 C11 Ir3 113.3(3) . . ?
C6 C11 C10 117.8(4) . . ?
C22 C21 H21 120.8 . . ?
C22 C21 C20 118.5(5) . . ?
C20 C21 H21 120.8 . . ?
C21 C22 H22 118.3 . . ?
N2 C22 C21 123.3(4) . . ?
N2 C22 H22 118.3 . . ?
C20 C19 H19 119.8 . . ?
C20 C19 C18 120.4(4) . . ?
C18 C19 H19 119.8 . . ?
C30 C31 H31 120.3 . . ?
C30 C31 C32 119.3(4) . . ?
C32 C31 H31 120.3 . . ?
N3 C23 C24 123.6(4) . . ?
N3 C23 H23 118.2 . . ?
C24 C23 H23 118.2 . . ?
C35 C36 H36 120.8 . . ?
C37 C36 C35 118.4(5) . . ?
C37 C36 H36 120.8 . . ?
C33 C28 C27 123.9(4) . . ?
C29 C28 C27 118.7(4) . . ?
C29 C28 C33 117.3(4) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 C21 119.1(4) . . ?
C19 C20 H20 120.4 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C33 C32 H32 119.8 . . ?
C31 C32 C33 120.4(4) . . ?
C31 C32 H32 119.8 . . ?
C39 C34 H34 120.1 . . ?
C35 C34 C39 119.8(4) . . ?
C35 C34 H34 120.1 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C7 C8 C9 120.3(4) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C19 C18 C17 125.1(4) . . ?
N2 C18 C17 114.6(4) . . ?
N2 C18 C19 120.2(4) . . ?
N1 C5 C6 113.5(3) . . ?
N1 C5 C4 120.0(3) . . ?
C4 C5 C6 126.4(4) . . ?
C22 N2 Ir3 126.6(3) . . ?
C22 N2 C18 118.3(3) . . ?
C18 N2 Ir3 115.1(3) . . ?
N1 C1 C2 122.5(4) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 H4 120 . . ?
C5 C4 H4 120 . . ?
C17 C12 Ir3 114.3(3) . . ?
C13 C12 Ir3 128.8(3) . . ?
C13 C12 C17 116.7(4) . . ?
O2 S1 O3 116.5(5) . . ?
O2 S1 C1A 102.4(4) . . ?
O1 S1 O2 114.3(5) . . ?
O1 S1 O3 114.7(5) . . ?
O1 S1 C1A 104.9(3) . . ?
O3 S1 C1A 101.4(4) . . ?
F1 C1A S1 123.8(5) . . ?
F2 C1A S1 111.6(5) . . ?
F2 C1A F1 109.4(6) . . ?
O4 S2 C1B 102.9(8) . . ?
O5 S2 O4 112.7(8) . . ?
O5 S2 O6 114.3(7) . . ?
O5 S2 C1B 103.6(6) . . ?
O6 S2 O4 116.7(9) . . ?
O6 S2 C1B 104.6(8) . . ?
F3 C1B S2 111.0(7) . . ?
F3 C1B F5 105.8(10) . . ?
F4 C1B S2 111.9(7) . . ?
F4 C1B F3 109.8(10) . . ?
F4 C1B F5 105.9(10) . . ?
F5 C1B S2 112.2(7) . . ?

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
Ir3 N4 N5 C37 19.6(6) . . . . ?
Ir3 N4 C33 C28 45.3(4) . . . . ?
Ir3 N4 C33 C32 -131.8(3) . . . . ?
Ir3 N3 C27 C26 -166.7(4) . . . . ?
Ir3 N3 C27 C28 14.0(6) . . . . ?
Ir3 N3 C23 C24 168.6(4) . . . . ?
Ir3 N1 C5 C6 11.7(4) . . . . ?
Ir3 N1 C5 C4 -170.4(3) . . . . ?
Ir3 N1 C1 C2 171.6(3) . . . . ?
N4 N5 C37 C38 -119.7(4) . . . . ?
N4 N5 C37 C36 70.9(5) . . . . ?
N4 C33 C28 C27 8.1(6) . . . . ?
N4 C33 C28 C29 -175.6(3) . . . . ?
N4 C33 C32 C31 174.3(4) . . . . ?
N5 N4 C33 C28 -129.3(4) . . . . ?
N5 N4 C33 C32 53.5(5) . . . . ?
N5 C37 C36 C35 170.9(4) . . . . ?
N3 C27 C26 C25 -2.2(8) . . . . ?
N3 C27 C28 C33 -41.7(6) . . . . ?
N3 C27 C28 C29 142.2(4) . . . . ?
N1 C5 C4 C3 -2.6(5) . . . . ?
C30 C29 C28 C27 177.6(4) . . . . ?
C30 C29 C28 C33 1.2(5) . . . . ?
C30 C31 C32 C33 1.8(6) . . . . ?
C17 C18 N2 Ir3 -6.0(4) . . . . ?
C17 C18 N2 C22 173.2(4) . . . . ?
C39 C38 C37 N5 -172.4(4) . . . . ?
C39 C38 C37 C36 -3.1(6) . . . . ?
C25 C24 C23 N3 -0.3(7) . . . . ?
C27 N3 C23 C24 -3.4(6) . . . . ?
C26 C25 C24 C23 2.8(8) . . . . ?
C26 C27 C28 C33 139.0(5) . . . . ?
C26 C27 C28 C29 -37.2(6) . . . . ?
C7 C6 C11 Ir3 175.1(3) . . . . ?
C7 C6 C11 C10 -2.1(5) . . . . ?
C7 C6 C5 N1 173.8(3) . . . . ?
C7 C6 C5 C4 -4.0(6) . . . . ?
C16 C15 C14 C13 1.7(7) . . . . ?
C16 C17 C18 C19 -4.3(7) . . . . ?
C16 C17 C18 N2 178.6(4) . . . . ?
C16 C17 C12 Ir3 -171.6(4) . . . . ?
C16 C17 C12 C13 3.7(6) . . . . ?
C38 C39 C34 C35 -1.7(6) . . . . ?
C38 C37 C36 C35 1.7(6) . . . . ?
C24 C25 C26 C27 -1.6(8) . . . . ?
C9 C10 C11 Ir3 -176.3(3) . . . . ?
C9 C10 C11 C6 0.4(6) . . . . ?
C2 C3 C4 C5 -2.1(6) . . . . ?
C10 C9 C8 C7 -2.2(6) . . . . ?
C6 C7 C8 C9 0.5(6) . . . . ?
C6 C5 C4 C3 175.0(4) . . . . ?
C33 N4 N5 C37 -167.2(3) . . . . ?
C29 C30 C31 C32 0.8(6) . . . . ?
C11 C6 C5 N1 -1.2(5) . . . . ?
C11 C6 C5 C4 -179.0(3) . . . . ?
C21 C22 N2 Ir3 -177.7(3) . . . . ?
C21 C22 N2 C18 3.2(6) . . . . ?
C22 C21 C20 C19 -1.5(7) . . . . ?
C19 C18 N2 Ir3 176.7(3) . . . . ?
C19 C18 N2 C22 -4.1(5) . . . . ?
C31 C30 C29 C28 -2.4(6) . . . . ?
C23 N3 C27 C26 4.6(7) . . . . ?
C23 N3 C27 C28 -174.7(4) . . . . ?
C36 C35 C34 C39 0.3(7) . . . . ?
C28 C27 C26 C25 177.1(5) . . . . ?
C28 C33 C32 C31 -2.9(6) . . . . ?
C20 C21 C22 N2 -0.4(6) . . . . ?
C20 C19 C18 C17 -174.7(4) . . . . ?
C20 C19 C18 N2 2.3(6) . . . . ?
C3 C2 C1 N1 -0.8(6) . . . . ?
C32 C33 C28 C27 -174.8(4) . . . . ?
C32 C33 C28 C29 1.4(5) . . . . ?
C34 C39 C38 C37 3.1(7) . . . . ?
C34 C35 C36 C37 -0.3(6) . . . . ?
C14 C15 C16 C17 -1.9(8) . . . . ?
C14 C13 C12 Ir3 170.6(3) . . . . ?
C14 C13 C12 C17 -3.9(6) . . . . ?
C8 C7 C6 C11 1.6(6) . . . . ?
C8 C7 C6 C5 -173.1(4) . . . . ?
C8 C9 C10 C11 1.7(6) . . . . ?
C18 C17 C16 C15 179.0(4) . . . . ?
C18 C17 C12 Ir3 8.6(5) . . . . ?
C18 C17 C12 C13 -176.2(3) . . . . ?
C18 C19 C20 C21 0.6(6) . . . . ?
C5 N1 C1 C2 -3.9(5) . . . . ?
C5 C6 C11 Ir3 -9.8(4) . . . . ?
C5 C6 C11 C10 173.0(3) . . . . ?
C1 N1 C5 C6 -172.3(3) . . . . ?
C1 N1 C5 C4 5.6(5) . . . . ?
C1 C2 C3 C4 3.8(6) . . . . ?
C12 C17 C16 C15 -0.9(7) . . . . ?
C12 C17 C18 C19 175.5(4) . . . . ?
C12 C17 C18 N2 -1.6(5) . . . . ?
C12 C13 C14 C15 1.3(6) . . . . ?
O2 S1 C1A F1 -54.9(6) . . . . ?
O2 S1 C1A F2 171.2(5) . . . . ?
O1 S1 C1A F1 -174.5(5) . . . . ?
O1 S1 C1A F2 51.6(5) . . . . ?
O3 S1 C1A F1 65.8(6) . . . . ?
O3 S1 C1A F2 -68.1(6) . . . . ?
O4 S2 C1B F3 -58.6(13) . . . . ?
O4 S2 C1B F4 178.4(11) . . . . ?
O4 S2 C1B F5 59.6(11) . . . . ?
O5 S2 C1B F3 58.9(11) . . . . ?
O5 S2 C1B F4 -64.1(9) . . . . ?
O5 S2 C1B F5 177.1(9) . . . . ?
O6 S2 C1B F3 179.0(11) . . . . ?
O6 S2 C1B F4 56.0(10) . . . . ?
O6 S2 C1B F5 -62.8(10) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_systematic        A1'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2, Et2O'
_database_code_depnum_ccdc_archive 'CCDC 1011970'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_H

_audit_creation_date             2014-08-13T19:47:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        H
_chemical_formula_moiety         '4(C33 H21 Br3 Ir N3), (C H Cl3),3(H2 O)'
_chemical_formula_sum            'C133 H91 Br12 Cl3 O3 Ir4 N12'
_chemical_formula_weight         3739.299
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
_cell_length_a                   18.0778(5)
_cell_length_b                   18.1012(4)
_cell_length_c                   19.4307(10)
_cell_angle_alpha                82.591(3)
_cell_angle_beta                 88.307(3)
_cell_angle_gamma                76.890(2)
_cell_volume                     6140.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4778
_cell_measurement_theta_min      1.86
_cell_measurement_theta_max      21.354
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.1529
_exptl_crystal_size_mid          0.1284
_exptl_crystal_size_min          0.0338
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3376
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 0 0.0601
0 1 0 0.082
-1 0 0 0.0411
-1 -1 0 0.0669
1 -2 -1 0.0563
1 0 0 0.0877
0 0 -1 0.0328
0 0 1 0.001

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    8.279
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.443
_exptl_absorpt_correction_T_max  0.76

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Nova (Mo) X-ray micro-source'
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      -0.0363534
_diffrn_orient_matrix_ub_12      -0.0078621
_diffrn_orient_matrix_ub_13      0.0070782
_diffrn_orient_matrix_ub_21      0.0077799
_diffrn_orient_matrix_ub_22      -0.0053361
_diffrn_orient_matrix_ub_23      0.0360916
_diffrn_orient_matrix_ub_31      -0.0155196
_diffrn_orient_matrix_ub_32      0.0394262
_diffrn_orient_matrix_ub_33      0.001541
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_reflns_av_R_equivalents  0.0904
_diffrn_reflns_av_unetI/netI     0.1802
_diffrn_reflns_number            24155
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_full        26
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             24148
_reflns_number_gt                9674
_reflns_threshold_expression     >2sigma(I)
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    6.00   95.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   57.0000  120.0000 89

#__ type_ start__ end____ width___ exp.time_
  2 omega   48.00  101.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   57.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
  3 omega   65.00  115.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega  -52.00   33.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -38.0000 -120.0000 85

#__ type_ start__ end____ width___ exp.time_
  5 omega  -38.00   27.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -57.0000 -180.0000 65

#__ type_ start__ end____ width___ exp.time_
  6 omega    7.00   80.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -99.0000    0.0000 73

#__ type_ start__ end____ width___ exp.time_
  7 omega  -45.00   13.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -57.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
  8 omega   72.00  109.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000    0.0000 37

;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_structure_solution    'OLEX2 (Dolomanov et al, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'



#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 SQUEEZE has been made to eliminate residual density unassigned. 
 Could not model the solvent in the voids. For solvents that have been used 
 in the crystallization, and the size and the number of electrons removed by
 the SQUEEZE the voids appear to be two molecules of chloroform 
 (80-90electrones) and six water molecules per cell.
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  0.139  0.187  0.488        39        13 ' '
2  0.233  0.338 -0.001       137        80 ' '
3  0.245  0.553  0.455        55        28 ' '
4  0.412  0.792  0.504        46        19 ' '
5  0.588  0.208  0.496        46        15 ' '
6  0.767  0.662  0.001       137        83 ' '
7  0.754  0.447  0.545        55        23 ' '
8  0.861  0.813  0.512        39        13 ' '
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0740P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         24148
_refine_ls_number_parameters     1441
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.175
_refine_ls_R_factor_gt           0.0793
_refine_ls_wR_factor_ref         0.2182
_refine_ls_wR_factor_gt          0.1682
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_restrained_S_all      0.903
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         1.749
_refine_diff_density_min         -1.669
_refine_diff_density_rms         0.186
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 0.139 0.187 0.488 39 13 ' '
2 0.233 0.338 -0.001 137 80 ' '
3 0.245 0.553 0.455 55 28 ' '
4 0.412 0.792 0.504 46 19 ' '
5 0.588 0.208 0.496 46 15 ' '
6 0.767 0.662 0.001 137 83 ' '
7 0.754 0.447 0.545 55 23 ' '
8 0.861 0.813 0.512 39 13 ' '

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0264(10) 1.0280(10) 0.6620(9) 0.066(5) Uani 1 d . .
H1 H -0.0418 1.0798 0.6461 0.079 Uiso 1 calc . .
C1B C 0.1805(11) 0.5419(10) 0.8517(9) 0.076(5) Uani 1 d . .
H1B H 0.1483 0.5109 0.8699 0.091 Uiso 1 calc . .
C1C C -0.2598(11) 0.6125(11) 0.7763(11) 0.090(6) Uani 1 d . .
H1C H -0.2585 0.6589 0.7915 0.108 Uiso 1 calc . .
C1D C -0.4863(12) 0.1898(10) 0.9506(14) 0.093(7) Uani 1 d . .
H1D H -0.4618 0.2287 0.9559 0.112 Uiso 1 calc . .
C2 C -0.0589(12) 0.9730(12) 0.6362(12) 0.106(8) Uani 1 d . .
H2 H -0.0943 0.9914 0.6007 0.128 Uiso 1 calc . .
C2B C 0.2440(13) 0.5411(11) 0.8905(12) 0.102(7) Uani 1 d . .
H2B H 0.2561 0.5096 0.9322 0.122 Uiso 1 calc . .
C2C C -0.1983(13) 0.5535(11) 0.7894(12) 0.110(8) Uani 1 d . .
H2C H -0.1562 0.5589 0.813 0.132 Uiso 1 calc . .
C2D C -0.5230(14) 0.1653(13) 1.0048(12) 0.103(8) Uani 1 d . .
H2D H -0.5247 0.1882 1.0452 0.123 Uiso 1 calc . .
C3 C -0.0448(14) 0.8971(12) 0.6570(11) 0.102(7) Uani 1 d . .
H3 H -0.0695 0.864 0.639 0.122 Uiso 1 calc . .
C3B C 0.2888(11) 0.5920(10) 0.8617(12) 0.089(7) Uani 1 d . .
H3B H 0.3314 0.5964 0.8852 0.107 Uiso 1 calc . .
C3C C -0.2010(10) 0.4866(11) 0.7666(12) 0.099(7) Uani 1 d . .
H3C H -0.1594 0.4454 0.7736 0.118 Uiso 1 calc . .
C3D C -0.5582(15) 0.1076(14) 1.0030(14) 0.124(10) Uani 1 d . .
H3D H -0.5816 0.0877 1.0421 0.149 Uiso 1 calc . .
C4 C 0.0111(13) 0.8737(11) 0.7084(11) 0.093(7) Uani 1 d . .
H4 H 0.0255 0.822 0.7254 0.112 Uiso 1 calc . .
C4B C 0.2696(10) 0.6337(10) 0.8006(10) 0.068(5) Uani 1 d . .
H4B H 0.3016 0.6645 0.7815 0.082 Uiso 1 calc . .
C4C C -0.2617(13) 0.4792(11) 0.7346(11) 0.092(6) Uani 1 d . .
H4C H -0.2617 0.4324 0.7196 0.11 Uiso 1 calc . .
C4D C -0.5579(11) 0.0792(11) 0.9402(13) 0.090(7) Uani 1 d . .
H4D H -0.5846 0.0419 0.9354 0.108 Uiso 1 calc . .
C5 C 0.0465(10) 0.9261(8) 0.7356(9) 0.067(5) Uani 1 d . .
C5B C 0.2075(9) 0.6341(9) 0.7651(9) 0.057(4) Uani 1 d . .
C5C C -0.3267(11) 0.5392(10) 0.7221(11) 0.082(6) Uani 1 d . .
C5D C -0.5183(11) 0.1062(11) 0.8850(9) 0.068(5) Uani 1 d . .
C6 C 0.1109(10) 0.9055(11) 0.7918(10) 0.075(5) Uani 1 d . .
C6B C 0.1761(11) 0.6808(10) 0.7013(8) 0.067(5) Uani 1 d . .
C6C C -0.3979(11) 0.5356(10) 0.6910(10) 0.075(5) Uani 1 d . .
C6D C -0.5133(9) 0.0763(10) 0.8179(10) 0.074(5) Uani 1 d . .
C7 C 0.1370(12) 0.8312(8) 0.8242(9) 0.073(6) Uani 1 d . .
H7 H 0.1179 0.7912 0.8118 0.088 Uiso 1 calc . .
C7B C 0.2170(12) 0.7315(10) 0.6650(11) 0.089(7) Uani 1 d . .
H7B H 0.2647 0.7336 0.6801 0.107 Uiso 1 calc . .
C7C C -0.4136(12) 0.4757(11) 0.6622(10) 0.088(6) Uani 1 d . .
H7C H -0.3767 0.4304 0.663 0.106 Uiso 1 calc . .
C7D C -0.5403(11) 0.0185(11) 0.7952(13) 0.098(7) Uani 1 d . .
H7D H -0.5672 -0.0078 0.8274 0.118 Uiso 1 calc . .
C8 C 0.1870(9) 0.8193(9) 0.8708(8) 0.055(4) Uani 1 d . .
H8 H 0.2044 0.7703 0.8937 0.066 Uiso 1 calc . .
C8B C 0.1840(15) 0.7787(13) 0.6055(14) 0.114(8) Uani 1 d . .
H8B H 0.2081 0.8152 0.5829 0.137 Uiso 1 calc . .
C8C C -0.4824(16) 0.4810(13) 0.6321(12) 0.119(8) Uani 1 d . .
H8C H -0.4906 0.4424 0.608 0.143 Uiso 1 calc . .
C8D C -0.5319(13) -0.0052(11) 0.7292(13) 0.102(8) Uani 1 d . .
H8D H -0.5499 -0.0469 0.7194 0.122 Uiso 1 calc . .
C9 C 0.2187(9) 0.8841(9) 0.8893(9) 0.068(5) Uani 1 d . .
C9B C 0.1163(14) 0.7709(11) 0.5808(11) 0.093(7) Uani 1 d . .
C9C C -0.5383(12) 0.5440(11) 0.6383(11) 0.092(6) Uani 1 d . .
C9D C -0.4958(12) 0.0354(11) 0.6789(13) 0.095(7) Uani 1 d . .
C10 C 0.1928(10) 0.9544(8) 0.8541(9) 0.069(5) Uani 1 d . .
H10 H 0.2131 0.9946 0.8642 0.083 Uiso 1 calc . .
C10B C 0.0793(10) 0.7162(10) 0.6167(9) 0.071(5) Uani 1 d . .
H10B H 0.033 0.7121 0.5997 0.085 Uiso 1 calc . .
C10C C -0.5288(11) 0.6054(11) 0.6646(11) 0.094(7) Uani 1 d . .
H10C H -0.5688 0.648 0.6649 0.113 Uiso 1 calc . .
C10D C -0.4665(10) 0.0920(11) 0.6976(9) 0.078(6) Uani 1 d . .
H10D H -0.4408 0.1187 0.6647 0.094 Uiso 1 calc . .
C11 C 0.1369(9) 0.9686(9) 0.8035(9) 0.063(5) Uani 1 d . .
C11B C 0.1078(10) 0.6695(10) 0.6746(10) 0.073(5) Uani 1 d . .
C11C C -0.4583(9) 0.6058(8) 0.6919(8) 0.057(4) Uani 1 d . .
C11D C -0.4739(10) 0.1119(9) 0.7658(9) 0.067(5) Uani 1 d . .
C12 C 0.1608(9) 1.0626(8) 0.6824(8) 0.052(4) Uani 1 d . .
C12B C -0.0002(10) 0.6711(8) 0.7854(9) 0.064(5) Uani 1 d . .
C12C C -0.4643(11) 0.6758(9) 0.8216(10) 0.077(5) Uani 1 d . .
C12D C -0.3276(10) 0.1183(10) 0.8211(12) 0.080(6) Uani 1 d . .
C13 C 0.1669(9) 1.0313(9) 0.6177(10) 0.077(6) Uani 1 d . .
H13 H 0.1256 1.0152 0.6025 0.092 Uiso 1 calc . .
C13B C 0.0161(12) 0.6978(10) 0.8475(9) 0.075(5) Uani 1 d . .
H13B H 0.0606 0.6757 0.8722 0.09 Uiso 1 calc . .
C13C C -0.4287(10) 0.6270(8) 0.8806(9) 0.063(4) Uani 1 d . .
H13C H -0.379 0.599 0.8779 0.075 Uiso 1 calc . .
C13D C -0.3125(12) 0.0615(10) 0.8796(11) 0.085(6) Uani 1 d . .
H13D H -0.3493 0.0589 0.9136 0.102 Uiso 1 calc . .
C14 C 0.2334(11) 1.0239(9) 0.5759(10) 0.078(6) Uani 1 d . .
C14B C -0.0367(12) 0.7582(11) 0.8698(12) 0.090(7) Uani 1 d . .
C14C C -0.4694(10) 0.6218(8) 0.9426(10) 0.069(5) Uani 1 d . .
C14D C -0.2425(11) 0.0095(9) 0.8859(10) 0.072(5) Uani 1 d . .
C15 C 0.2953(10) 1.0490(11) 0.5930(10) 0.074(5) Uani 1 d . .
H15 H 0.3397 1.04 0.5669 0.089 Uiso 1 calc . .
C15B C -0.1046(14) 0.7874(11) 0.8395(13) 0.102(8) Uani 1 d . .
H15B H -0.1386 0.8271 0.8572 0.122 Uiso 1 calc . .
C15C C -0.5452(11) 0.6592(11) 0.9498(11) 0.084(6) Uani 1 d . .
H15C H -0.5725 0.6512 0.9903 0.101 Uiso 1 calc . .
C15D C -0.1876(11) 0.0108(11) 0.8339(11) 0.084(6) Uani 1 d . .
H15D H -0.1414 -0.0247 0.8386 0.101 Uiso 1 calc . .
C16 C 0.2905(11) 1.0866(11) 0.6481(13) 0.094(7) Uani 1 d . .
H16 H 0.3296 1.1089 0.6586 0.113 Uiso 1 calc . .
C16B C -0.1242(11) 0.7577(11) 0.7807(11) 0.082(6) Uani 1 d . .
H16B H -0.1715 0.7771 0.7599 0.098 Uiso 1 calc . .
C16C C -0.5770(12) 0.7085(10) 0.8930(14) 0.096(7) Uani 1 d . .
H16C H -0.6269 0.7357 0.8967 0.115 Uiso 1 calc . .
C16D C -0.2009(11) 0.0634(10) 0.7768(10) 0.073(5) Uani 1 d . .
H16D H -0.1639 0.0639 0.7426 0.087 Uiso 1 calc . .
C17 C 0.2289(12) 1.0919(9) 0.6879(10) 0.072(5) Uani 1 d . .
C17B C -0.0727(10) 0.6998(10) 0.7544(10) 0.069(5) Uani 1 d . .
C17C C -0.5386(10) 0.7206(9) 0.8295(9) 0.063(5) Uani 1 d . .
C17D C -0.2727(10) 0.1185(11) 0.7691(11) 0.078(6) Uani 1 d . .
C18 C 0.2233(11) 1.1256(9) 0.7530(12) 0.082(6) Uani 1 d . .
C18B C -0.0895(10) 0.6675(9) 0.6939(9) 0.064(5) Uani 1 d . .
C18C C -0.5715(11) 0.7684(9) 0.7706(10) 0.069(5) Uani 1 d . .
C18D C -0.2934(14) 0.1766(11) 0.7087(11) 0.082(6) Uani 1 d . .
C19 C 0.2758(13) 1.1609(13) 0.7832(13) 0.113(8) Uani 1 d . .
H19 H 0.3228 1.1601 0.762 0.136 Uiso 1 calc . .
C19B C -0.1554(11) 0.6856(12) 0.6538(12) 0.093(7) Uani 1 d . .
H19B H -0.1938 0.7275 0.6619 0.111 Uiso 1 calc . .
C19C C -0.6433(9) 0.8184(9) 0.7668(11) 0.072(5) Uani 1 d . .
H19C H -0.6735 0.822 0.8063 0.087 Uiso 1 calc . .
C19D C -0.2483(14) 0.1897(13) 0.6505(14) 0.116(9) Uani 1 d . .
H19D H -0.1981 0.1627 0.649 0.139 Uiso 1 calc . .
C20 C 0.2599(13) 1.1946(13) 0.8399(15) 0.113(8) Uani 1 d . .
H20 H 0.2946 1.2202 0.8543 0.135 Uiso 1 calc . .
C20B C -0.1646(13) 0.6425(14) 0.6023(12) 0.118(8) Uani 1 d . .
H20B H -0.2082 0.6568 0.5752 0.141 Uiso 1 calc . .
C20C C -0.6691(11) 0.8612(10) 0.7067(10) 0.077(5) Uani 1 d . .
H20C H -0.7171 0.8937 0.7042 0.092 Uiso 1 calc . .
C20D C -0.2778(17) 0.2414(15) 0.5969(17) 0.138(10) Uani 1 d . .
H20D H -0.2482 0.2498 0.558 0.165 Uiso 1 calc . .
C21 C 0.1963(17) 1.1943(11) 0.8785(13) 0.113(8) Uani 1 d . .
H21 H 0.1887 1.2153 0.92 0.136 Uiso 1 calc . .
C21B C -0.1107(11) 0.5794(10) 0.5908(11) 0.084(6) Uani 1 d . .
H21B H -0.1178 0.5484 0.5581 0.101 Uiso 1 calc . .
C21C C -0.6227(9) 0.8560(8) 0.6489(9) 0.061(4) Uani 1 d . .
H21C H -0.6397 0.8846 0.6068 0.073 Uiso 1 calc . .
C21D C -0.3533(17) 0.2826(14) 0.5998(18) 0.139(11) Uani 1 d . .
H21D H -0.3751 0.3165 0.562 0.167 Uiso 1 calc . .
C22 C -0.0092(10) 1.0510(10) 0.8870(11) 0.077(5) Uani 1 d . .
H22 H 0.0256 1.0046 0.8965 0.093 Uiso 1 calc . .
C22B C -0.0449(10) 0.5635(10) 0.6298(10) 0.075(5) Uani 1 d . .
H22B H -0.0068 0.5215 0.6214 0.09 Uiso 1 calc . .
C22C C -0.5536(10) 0.8099(9) 0.6535(11) 0.079(6) Uani 1 d . .
H22C H -0.5223 0.8082 0.6146 0.095 Uiso 1 calc . .
C22D C -0.3944(13) 0.2720(11) 0.6592(12) 0.085(6) Uani 1 d . .
H22D H -0.4432 0.3019 0.6621 0.103 Uiso 1 calc . .
C23 C -0.0667(11) 1.0735(13) 0.9355(9) 0.080(6) Uani 1 d . .
H23 H -0.0693 1.0422 0.977 0.096 Uiso 1 calc . .
C23B C 0.1661(11) 0.5036(12) 0.6250(11) 0.092(7) Uani 1 d . .
H23B H 0.1739 0.5522 0.6102 0.111 Uiso 1 calc . .
C23C C -0.3685(11) 0.8113(9) 0.8009(10) 0.073(5) Uani 1 d . .
H23C H -0.3864 0.7861 0.8405 0.088 Uiso 1 calc . .
C23D C -0.5872(12) 0.2852(10) 0.7555(10) 0.094(7) Uani 1 d . .
H23D H -0.5915 0.2381 0.7436 0.113 Uiso 1 calc . .
C24 C -0.1179(14) 1.1406(14) 0.9218(14) 0.113(8) Uani 1 d . .
H24 H -0.1574 1.1536 0.9528 0.135 Uiso 1 calc . .
C24B C 0.1979(14) 0.4403(13) 0.5875(13) 0.116(8) Uani 1 d . .
H24B H 0.2256 0.4444 0.5466 0.139 Uiso 1 calc . .
C24C C -0.3388(10) 0.8763(12) 0.8066(14) 0.106(8) Uani 1 d . .
H24C H -0.3354 0.8923 0.8497 0.127 Uiso 1 calc . .
C24D C -0.6490(12) 0.3498(14) 0.7457(10) 0.096(7) Uani 1 d . .
H24D H -0.6953 0.3457 0.7287 0.115 Uiso 1 calc . .
C25 C -0.1126(11) 1.1904(12) 0.8624(12) 0.090(6) Uani 1 d . .
H25 H -0.1442 1.239 0.8552 0.108 Uiso 1 calc . .
C25B C 0.1820(16) 0.3709(15) 0.6204(14) 0.125(9) Uani 1 d . .
H25B H 0.2055 0.3281 0.5996 0.151 Uiso 1 calc . .
C25C C -0.3154(10) 0.9150(10) 0.7484(14) 0.098(8) Uani 1 d . .
H25C H -0.2981 0.9592 0.7513 0.117 Uiso 1 calc . .
C25D C -0.6389(13) 0.4185(14) 0.7620(11) 0.108(8) Uani 1 d . .
H25D H -0.6788 0.4614 0.7567 0.13 Uiso 1 calc . .
C26B C 0.1396(13) 0.3556(11) 0.6759(13) 0.104(8) Uani 1 d . .
H26B H 0.133 0.3063 0.6894 0.124 Uiso 1 calc . .
C26C C -0.3174(12) 0.8889(10) 0.6860(11) 0.088(7) Uani 1 d . .
H26C H -0.3019 0.9144 0.6454 0.105 Uiso 1 calc . .
C26D C -0.5708(12) 0.4239(13) 0.7859(12) 0.116(8) Uani 1 d . .
H26D H -0.5643 0.4714 0.7945 0.139 Uiso 1 calc . .
C27 C -0.0574(11) 1.1641(10) 0.8136(12) 0.082(6) Uani 1 d . .
C27B C 0.1023(13) 0.4216(9) 0.7164(13) 0.088(7) Uani 1 d . .
C27C C -0.3442(10) 0.8209(9) 0.6858(10) 0.070(5) Uani 1 d . .
C27D C -0.5106(11) 0.3608(11) 0.7979(10) 0.080(6) Uani 1 d . .
C28 C -0.0503(11) 1.2077(10) 0.7491(11) 0.072(5) Uani 1 d . .
C28B C 0.0578(12) 0.4308(15) 0.7772(11) 0.091(7) Uani 1 d . .
C28C C -0.3504(10) 0.7888(9) 0.6217(10) 0.067(5) Uani 1 d . .
C28D C -0.4416(11) 0.3596(9) 0.8307(9) 0.072(5) Uani 1 d . .
C29 C -0.0978(11) 1.2752(11) 0.7238(12) 0.097(7) Uani 1 d . .
H29 H -0.141 1.293 0.7493 0.116 Uiso 1 calc . .
C29B C 0.0422(14) 0.3605(13) 0.8044(12) 0.106(7) Uani 1 d . .
H29B H 0.057 0.3169 0.7822 0.127 Uiso 1 calc . .
C29C C -0.3262(12) 0.8214(9) 0.5579(11) 0.089(6) Uani 1 d . .
H29C H -0.3063 0.8647 0.5549 0.107 Uiso 1 calc . .
C29D C -0.4193(13) 0.4234(9) 0.8526(11) 0.095(7) Uani 1 d . .
H29D H -0.4506 0.4718 0.8422 0.114 Uiso 1 calc . .
C30 C -0.0856(13) 1.3185(11) 0.6631(11) 0.085(6) Uani 1 d . .
H30 H -0.1197 1.3645 0.6492 0.102 Uiso 1 calc . .
C30B C 0.0002(11) 0.3606(9) 0.8710(13) 0.097(8) Uani 1 d . .
H30B H -0.0105 0.3168 0.8959 0.117 Uiso 1 calc . .
C30C C -0.3337(14) 0.7845(13) 0.4958(10) 0.099(7) Uani 1 d . .
H30C H -0.3131 0.8018 0.4541 0.118 Uiso 1 calc . .
C30D C -0.3563(12) 0.4164(11) 0.8867(10) 0.085(6) Uani 1 d . .
H30D H -0.3453 0.4593 0.902 0.101 Uiso 1 calc . .
C31 C -0.0249(12) 1.2952(10) 0.6235(11) 0.084(6) Uani 1 d . .
C31B C -0.0199(10) 0.4274(11) 0.8909(10) 0.081(6) Uani 1 d . .
C31C C -0.3686(12) 0.7278(12) 0.4978(10) 0.081(6) Uani 1 d . .
C31D C -0.3066(10) 0.3475(9) 0.9005(9) 0.065(5) Uani 1 d . .
C32 C 0.0252(11) 1.2212(10) 0.6443(9) 0.073(5) Uani 1 d . .
H32 H 0.0655 1.2036 0.6153 0.088 Uiso 1 calc . .
C32B C -0.0099(10) 0.4969(11) 0.8628(11) 0.082(6) Uani 1 d . .
H32B H -0.0289 0.5413 0.883 0.098 Uiso 1 calc . .
C32C C -0.3941(10) 0.6969(9) 0.5626(10) 0.071(5) Uani 1 d . .
H32C H -0.4174 0.656 0.5633 0.086 Uiso 1 calc . .
C32D C -0.3204(11) 0.2822(9) 0.8771(8) 0.062(5) Uani 1 d . .
H32D H -0.2853 0.2358 0.8856 0.074 Uiso 1 calc . .
C33 C 0.0158(12) 1.1776(10) 0.7026(12) 0.084(6) Uani 1 d . .
C33B C 0.0293(10) 0.4963(9) 0.8042(13) 0.084(7) Uani 1 d . .
C33C C -0.3864(9) 0.7239(8) 0.6253(9) 0.061(4) Uani 1 d . .
C33D C -0.3886(10) 0.2870(9) 0.8401(10) 0.071(5) Uani 1 d . .
C89 C 0.1419(12) 1.1598(10) 0.8517(11) 0.084(6) Uani 1 d . .
H89 H 0.0975 1.1573 0.8764 0.101 Uiso 1 calc . .
Br1 Br 0.29125(13) 0.86783(11) 0.96027(11) 0.0928(7) Uani 1 d . .
Br1B Br 0.07128(17) 0.83465(14) 0.50172(13) 0.1256(10) Uani 1 d . .
Br1C Br -0.63679(17) 0.55355(15) 0.59346(19) 0.1504(12) Uani 1 d . .
Br1D Br -0.48442(15) 0.00233(13) 0.59356(13) 0.1082(8) Uani 1 d . .
Br2 Br 0.23742(14) 0.97581(14) 0.49354(12) 0.1079(7) Uani 1 d . .
Br2B Br -0.01368(16) 0.79703(13) 0.95117(13) 0.1134(8) Uani 1 d . .
Br2C Br -0.42124(15) 0.55957(14) 1.02148(12) 0.1097(8) Uani 1 d . .
Br2D Br -0.22404(15) -0.06234(11) 0.96497(13) 0.1115(8) Uani 1 d . .
Br3 Br -0.00575(18) 1.35287(12) 0.54086(13) 0.1231(9) Uani 1 d . .
Br3B Br -0.07259(18) 0.43402(16) 0.98459(16) 0.1394(10) Uani 1 d . .
Br3C Br -0.39087(16) 0.69035(15) 0.41844(12) 0.1166(8) Uani 1 d . .
Br3D Br -0.21961(13) 0.34192(12) 0.95118(13) 0.1048(7) Uani 1 d . .
Ir1 Ir 0.08250(4) 1.07390(3) 0.75079(4) 0.0628(2) Uani 1 d . .
Ir2 Ir -0.42120(4) 0.69225(3) 0.72378(4) 0.0619(2) Uani 1 d . .
Ir3 Ir 0.06476(4) 0.58683(4) 0.73642(4) 0.0632(2) Uani 1 d . .
Ir4 Ir -0.42556(4) 0.19793(4) 0.80170(4) 0.0652(2) Uani 1 d . .
N1 N 0.0282(8) 1.0017(7) 0.7107(8) 0.067(4) Uani 1 d . .
N1B N 0.1620(7) 0.5843(7) 0.7893(7) 0.055(3) Uani 1 d . .
N1C N -0.3234(7) 0.6078(7) 0.7422(7) 0.059(3) Uani 1 d . .
N1D N -0.4805(8) 0.1641(8) 0.8870(9) 0.082(5) Uani 1 d . .
N2 N 0.1536(10) 1.1311(7) 0.7917(9) 0.081(5) Uani 1 d . .
N2B N -0.0324(7) 0.6061(7) 0.6805(6) 0.052(3) Uani 1 d . .
N2C N -0.5282(7) 0.7667(6) 0.7120(7) 0.053(3) Uani 1 d . .
N2D N -0.3663(9) 0.2192(8) 0.7143(9) 0.081(5) Uani 1 d . .
N3 N -0.0038(7) 1.0974(7) 0.8249(7) 0.058(4) Uani 1 d . .
N3B N 0.1222(9) 0.4896(9) 0.6855(8) 0.082(5) Uani 1 d . .
N3C N -0.3711(7) 0.7860(8) 0.7410(9) 0.066(4) Uani 1 d . .
N3D N -0.5233(7) 0.2936(8) 0.7819(7) 0.068(4) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
C1 H1 0.93 . ?
C1 C2 1.41(2) . ?
C1 N1 1.35(2) . ?
C1B H1B 0.93 . ?
C1B C2B 1.39(2) . ?
C1B N1B 1.355(19) . ?
C1C H1C 0.93 . ?
C1C C2C 1.36(2) . ?
C1C N1C 1.37(2) . ?
C1D H1D 0.93 . ?
C1D C2D 1.31(2) . ?
C1D N1D 1.37(2) . ?
C2 H2 0.93 . ?
C2 C3 1.35(2) . ?
C2B H2B 0.93 . ?
C2B C3B 1.41(3) . ?
C2C H2C 0.93 . ?
C2C C3C 1.35(3) . ?
C2D H2D 0.93 . ?
C2D C3D 1.35(3) . ?
C3 H3 0.93 . ?
C3 C4 1.40(3) . ?
C3B H3B 0.93 . ?
C3B C4B 1.33(2) . ?
C3C H3C 0.93 . ?
C3C C4C 1.32(3) . ?
C3D H3D 0.93 . ?
C3D C4D 1.38(3) . ?
C4 H4 0.93 . ?
C4 C5 1.42(2) . ?
C4B H4B 0.93 . ?
C4B C5B 1.33(2) . ?
C4C H4C 0.93 . ?
C4C C5C 1.41(2) . ?
C4D H4D 0.93 . ?
C4D C5D 1.37(2) . ?
C5 C6 1.57(2) . ?
C5 N1 1.359(17) . ?
C5B C6B 1.46(2) . ?
C5B N1B 1.385(18) . ?
C5C C6C 1.46(3) . ?
C5C N1C 1.36(2) . ?
C5D C6D 1.47(2) . ?
C5D N1D 1.38(2) . ?
C6 C7 1.39(2) . ?
C6 C11 1.38(2) . ?
C6B C7B 1.41(2) . ?
C6B C11B 1.42(2) . ?
C6C C7C 1.37(2) . ?
C6C C11C 1.48(2) . ?
C6D C7D 1.38(2) . ?
C6D C11D 1.39(2) . ?
C7 H7 0.93 . ?
C7 C8 1.26(2) . ?
C7B H7B 0.93 . ?
C7B C8B 1.41(3) . ?
C7C H7C 0.93 . ?
C7C C8C 1.37(3) . ?
C7D H7D 0.93 . ?
C7D C8D 1.40(3) . ?
C8 H8 0.93 . ?
C8 C9 1.50(2) . ?
C8B H8B 0.93 . ?
C8B C9B 1.37(3) . ?
C8C H8C 0.93 . ?
C8C C9C 1.36(3) . ?
C8D H8D 0.93 . ?
C8D C9D 1.38(3) . ?
C9 C10 1.352(19) . ?
C9 Br1 1.880(17) . ?
C9B C10B 1.42(2) . ?
C9B Br1B 1.88(2) . ?
C9C C10C 1.33(2) . ?
C9C Br1C 1.97(2) . ?
C9D C10D 1.35(2) . ?
C9D Br1D 1.83(2) . ?
C10 H10 0.93 . ?
C10 C11 1.39(2) . ?
C10B H10B 0.93 . ?
C10B C11B 1.36(2) . ?
C10C H10C 0.93 . ?
C10C C11C 1.40(2) . ?
C10D H10D 0.93 . ?
C10D C11D 1.41(2) . ?
C11 Ir1 2.087(15) . ?
C11B Ir3 2.072(18) . ?
C11C Ir2 2.008(15) . ?
C11D Ir4 2.148(17) . ?
C12 C13 1.43(2) . ?
C12 C17 1.46(2) . ?
C12 Ir1 1.907(16) . ?
C12B C13B 1.42(2) . ?
C12B C17B 1.42(2) . ?
C12B Ir3 2.026(17) . ?
C12C C13C 1.43(2) . ?
C12C C17C 1.42(2) . ?
C12C Ir2 2.04(2) . ?
C12D C13D 1.42(2) . ?
C12D C17D 1.40(2) . ?
C12D Ir4 2.025(19) . ?
C13 H13 0.93 . ?
C13 C14 1.42(2) . ?
C13B H13B 0.93 . ?
C13B C14B 1.39(2) . ?
C13C H13C 0.93 . ?
C13C C14C 1.40(2) . ?
C13D H13D 0.93 . ?
C13D C14D 1.39(2) . ?
C14 C15 1.36(2) . ?
C14 Br2 1.910(18) . ?
C14B C15B 1.34(3) . ?
C14B Br2B 1.90(2) . ?
C14C C15C 1.39(2) . ?
C14C Br2C 1.889(18) . ?
C14D C15D 1.40(2) . ?
C14D Br2D 1.865(18) . ?
C15 H15 0.93 . ?
C15 C16 1.33(3) . ?
C15B H15B 0.93 . ?
C15B C16B 1.41(3) . ?
C15C H15C 0.93 . ?
C15C C16C 1.38(3) . ?
C15D H15D 0.93 . ?
C15D C16D 1.35(2) . ?
C16 H16 0.93 . ?
C16 C17 1.33(2) . ?
C16B H16B 0.93 . ?
C16B C17B 1.38(2) . ?
C16C H16C 0.93 . ?
C16C C17C 1.41(2) . ?
C16D H16D 0.93 . ?
C16D C17D 1.45(2) . ?
C17 C18 1.47(3) . ?
C17B C18B 1.45(2) . ?
C17C C18C 1.40(2) . ?
C17D C18D 1.47(3) . ?
C18 C19 1.44(3) . ?
C18 N2 1.44(2) . ?
C18B C19B 1.40(2) . ?
C18B N2B 1.380(19) . ?
C18C C19C 1.40(2) . ?
C18C N2C 1.361(19) . ?
C18D C19D 1.40(3) . ?
C18D N2D 1.38(2) . ?
C19 H19 0.93 . ?
C19 C20 1.32(3) . ?
C19B H19B 0.93 . ?
C19B C20B 1.38(3) . ?
C19C H19C 0.93 . ?
C19C C20C 1.35(2) . ?
C19D H19D 0.93 . ?
C19D C20D 1.34(3) . ?
C20 H20 0.93 . ?
C20 C21 1.35(3) . ?
C20B H20B 0.93 . ?
C20B C21B 1.36(3) . ?
C20C H20C 0.93 . ?
C20C C21C 1.38(2) . ?
C20D H20D 0.93 . ?
C20D C21D 1.40(3) . ?
C21 H21 0.93 . ?
C21 C89 1.42(3) . ?
C21B H21B 0.93 . ?
C21B C22B 1.38(2) . ?
C21C H21C 0.93 . ?
C21C C22C 1.33(2) . ?
C21D H21D 0.93 . ?
C21D C22D 1.37(3) . ?
C22 H22 0.93 . ?
C22 C23 1.41(2) . ?
C22 N3 1.39(2) . ?
C22B H22B 0.93 . ?
C22B N2B 1.38(2) . ?
C22C H22C 0.93 . ?
C22C N2C 1.324(19) . ?
C22D H22D 0.93 . ?
C22D N2D 1.37(2) . ?
C23 H23 0.93 . ?
C23 C24 1.35(3) . ?
C23B H23B 0.93 . ?
C23B C24B 1.44(3) . ?
C23B N3B 1.43(2) . ?
C23C H23C 0.93 . ?
C23C C24C 1.42(2) . ?
C23C N3C 1.31(2) . ?
C23D H23D 0.93 . ?
C23D C24D 1.42(3) . ?
C23D N3D 1.33(2) . ?
C24 H24 0.93 . ?
C24 C25 1.39(3) . ?
C24B H24B 0.93 . ?
C24B C25B 1.42(3) . ?
C24C H24C 0.93 . ?
C24C C25C 1.36(3) . ?
C24D H24D 0.93 . ?
C24D C25D 1.37(3) . ?
C25 H25 0.93 . ?
C25 C27 1.40(3) . ?
C25B H25B 0.93 . ?
C25B C26B 1.34(3) . ?
C25C H25C 0.93 . ?
C25C C26C 1.36(3) . ?
C25D H25D 0.93 . ?
C25D C26D 1.36(3) . ?
C26B H26B 0.93 . ?
C26B C27B 1.53(3) . ?
C26C H26C 0.93 . ?
C26C C27C 1.42(2) . ?
C26D H26D 0.93 . ?
C26D C27D 1.39(2) . ?
C27 C28 1.41(2) . ?
C27 N3 1.363(19) . ?
C27B C28B 1.41(3) . ?
C27B N3B 1.42(2) . ?
C27C C28C 1.46(2) . ?
C27C N3C 1.31(2) . ?
C27D C28D 1.41(2) . ?
C27D N3D 1.36(2) . ?
C28 C29 1.37(2) . ?
C28 C33 1.52(3) . ?
C28B C29B 1.40(3) . ?
C28B C33B 1.35(3) . ?
C28C C29C 1.40(2) . ?
C28C C33C 1.46(2) . ?
C28D C29D 1.42(2) . ?
C28D C33D 1.43(2) . ?
C29 H29 0.93 . ?
C29 C30 1.37(2) . ?
C29B H29B 0.93 . ?
C29B C30B 1.48(3) . ?
C29C H29C 0.93 . ?
C29C C30C 1.48(3) . ?
C29D H29D 0.93 . ?
C29D C30D 1.31(3) . ?
C30 H30 0.93 . ?
C30 C31 1.34(3) . ?
C30B H30B 0.93 . ?
C30B C31B 1.29(2) . ?
C30C H30C 0.93 . ?
C30C C31C 1.32(3) . ?
C30D H30D 0.93 . ?
C30D C31D 1.36(2) . ?
C31 C32 1.45(2) . ?
C31 Br3 1.867(19) . ?
C31B C32B 1.36(2) . ?
C31B Br3B 2.03(2) . ?
C31C C32C 1.42(2) . ?
C31C Br3C 1.85(2) . ?
C31D C32D 1.394(19) . ?
C31D Br3D 1.857(17) . ?
C32 H32 0.93 . ?
C32 C33 1.32(2) . ?
C32B H32B 0.93 . ?
C32B C33B 1.32(3) . ?
C32C H32C 0.93 . ?
C32C C33C 1.39(2) . ?
C32D H32D 0.93 . ?
C32D C33D 1.43(2) . ?
C33 Ir1 2.108(19) . ?
C33B Ir3 2.17(2) . ?
C33C Ir2 2.049(17) . ?
C33D Ir4 2.104(17) . ?
C89 H89 0.93 . ?
C89 N2 1.33(2) . ?
Ir1 N1 2.042(14) . ?
Ir1 N2 2.057(15) . ?
Ir1 N3 2.102(14) . ?
Ir2 N1C 2.064(12) . ?
Ir2 N2C 2.092(12) . ?
Ir2 N3C 2.162(14) . ?
Ir3 N1B 2.051(13) . ?
Ir3 N2B 2.031(12) . ?
Ir3 N3B 2.172(15) . ?
Ir4 N1D 2.006(18) . ?
Ir4 N2D 2.023(17) . ?
Ir4 N3D 2.179(13) . ?

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
C2 C1 H1 121.6 . . ?
N1 C1 H1 121.6 . . ?
N1 C1 C2 116.8(16) . . ?
C2B C1B H1B 117.5 . . ?
N1B C1B H1B 117.5 . . ?
N1B C1B C2B 125.0(19) . . ?
C2C C1C H1C 118 . . ?
C2C C1C N1C 124.0(19) . . ?
N1C C1C H1C 118 . . ?
C2D C1D H1D 116.7 . . ?
C2D C1D N1D 127(2) . . ?
N1D C1D H1D 116.7 . . ?
C1 C2 H2 116.2 . . ?
C3 C2 C1 128(2) . . ?
C3 C2 H2 116.2 . . ?
C1B C2B H2B 122.6 . . ?
C1B C2B C3B 114.8(19) . . ?
C3B C2B H2B 122.6 . . ?
C1C C2C H2C 121.4 . . ?
C3C C2C C1C 117(2) . . ?
C3C C2C H2C 121.4 . . ?
C1D C2D H2D 119.4 . . ?
C1D C2D C3D 121(2) . . ?
C3D C2D H2D 119.4 . . ?
C2 C3 H3 123.7 . . ?
C2 C3 C4 113(2) . . ?
C4 C3 H3 123.7 . . ?
C2B C3B H3B 120.3 . . ?
C4B C3B C2B 119.4(19) . . ?
C4B C3B H3B 120.3 . . ?
C2C C3C H3C 119.6 . . ?
C4C C3C C2C 120.8(18) . . ?
C4C C3C H3C 119.6 . . ?
C2D C3D H3D 121.6 . . ?
C2D C3D C4D 117(2) . . ?
C4D C3D H3D 121.6 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.1(19) . . ?
C5 C4 H4 118.9 . . ?
C3B C4B H4B 117.8 . . ?
C3B C4B C5B 124.3(18) . . ?
C5B C4B H4B 117.8 . . ?
C3C C4C H4C 118.6 . . ?
C3C C4C C5C 123(2) . . ?
C5C C4C H4C 118.6 . . ?
C3D C4D H4D 120 . . ?
C5D C4D C3D 120.0(19) . . ?
C5D C4D H4D 120 . . ?
C4 C5 C6 126.1(16) . . ?
N1 C5 C4 120.5(18) . . ?
N1 C5 C6 113.4(14) . . ?
C4B C5B C6B 130.4(16) . . ?
C4B C5B N1B 119.3(16) . . ?
N1B C5B C6B 110.3(14) . . ?
C4C C5C C6C 127(2) . . ?
N1C C5C C4C 117(2) . . ?
N1C C5C C6C 116.1(15) . . ?
C4D C5D C6D 123(2) . . ?
C4D C5D N1D 123.5(17) . . ?
N1D C5D C6D 114.0(17) . . ?
C7 C6 C5 122.1(15) . . ?
C11 C6 C5 111.9(16) . . ?
C11 C6 C7 126.0(19) . . ?
C7B C6B C5B 119.5(17) . . ?
C7B C6B C11B 121.7(17) . . ?
C11B C6B C5B 118.6(16) . . ?
C5C C6C C11C 114.0(16) . . ?
C7C C6C C5C 127.5(18) . . ?
C7C C6C C11C 118.5(18) . . ?
C7D C6D C5D 132.4(19) . . ?
C7D C6D C11D 111.7(19) . . ?
C11D C6D C5D 115.9(17) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 C6 118.7(17) . . ?
C8 C7 H7 120.7 . . ?
C6B C7B H7B 120.7 . . ?
C8B C7B C6B 118.6(19) . . ?
C8B C7B H7B 120.7 . . ?
C6C C7C H7C 119.3 . . ?
C8C C7C C6C 121(2) . . ?
C8C C7C H7C 119.3 . . ?
C6D C7D H7D 116.3 . . ?
C6D C7D C8D 127(2) . . ?
C8D C7D H7D 116.3 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.3(14) . . ?
C9 C8 H8 119.9 . . ?
C7B C8B H8B 120 . . ?
C9B C8B C7B 120(2) . . ?
C9B C8B H8B 120 . . ?
C7C C8C H8C 120.9 . . ?
C9C C8C C7C 118(2) . . ?
C9C C8C H8C 120.9 . . ?
C7D C8D H8D 121.1 . . ?
C9D C8D C7D 118(2) . . ?
C9D C8D H8D 121.1 . . ?
C8 C9 Br1 120.7(11) . . ?
C10 C9 C8 118.0(16) . . ?
C10 C9 Br1 121.2(14) . . ?
C8B C9B C10B 119(2) . . ?
C8B C9B Br1B 120.2(17) . . ?
C10B C9B Br1B 120.4(19) . . ?
C8C C9C Br1C 118.7(17) . . ?
C10C C9C C8C 125(2) . . ?
C10C C9C Br1C 116.0(16) . . ?
C8D C9D Br1D 116.9(15) . . ?
C10D C9D C8D 118(2) . . ?
C10D C9D Br1D 124.7(18) . . ?
C9 C10 H10 118.8 . . ?
C9 C10 C11 122.3(16) . . ?
C11 C10 H10 118.8 . . ?
C9B C10B H10B 118.3 . . ?
C11B C10B C9B 123.4(18) . . ?
C11B C10B H10B 118.3 . . ?
C9C C10C H10C 120.2 . . ?
C9C C10C C11C 119.6(19) . . ?
C11C C10C H10C 120.2 . . ?
C9D C10D H10D 119.1 . . ?
C9D C10D C11D 121.8(18) . . ?
C11D C10D H10D 119.1 . . ?
C6 C11 C10 114.6(15) . . ?
C6 C11 Ir1 117.2(13) . . ?
C10 C11 Ir1 127.9(13) . . ?
C6B C11B Ir3 112.7(14) . . ?
C10B C11B C6B 116.4(17) . . ?
C10B C11B Ir3 130.7(14) . . ?
C6C C11C Ir2 113.0(12) . . ?
C10C C11C C6C 117.0(16) . . ?
C10C C11C Ir2 129.6(13) . . ?
C6D C11D C10D 123.0(17) . . ?
C6D C11D Ir4 112.4(13) . . ?
C10D C11D Ir4 124.6(14) . . ?
C13 C12 C17 106.1(15) . . ?
C13 C12 Ir1 132.0(12) . . ?
C17 C12 Ir1 121.9(13) . . ?
C13B C12B Ir3 128.1(14) . . ?
C17B C12B C13B 119.2(17) . . ?
C17B C12B Ir3 112.4(14) . . ?
C13C C12C Ir2 128.2(14) . . ?
C17C C12C C13C 118.2(17) . . ?
C17C C12C Ir2 113.5(13) . . ?
C13D C12D Ir4 126.1(15) . . ?
C17D C12D C13D 118.8(19) . . ?
C17D C12D Ir4 115.0(16) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 C12 122.9(17) . . ?
C14 C13 H13 118.6 . . ?
C12B C13B H13B 121.3 . . ?
C14B C13B C12B 117.4(19) . . ?
C14B C13B H13B 121.3 . . ?
C12C C13C H13C 120.4 . . ?
C14C C13C C12C 119.2(17) . . ?
C14C C13C H13C 120.4 . . ?
C12D C13D H13D 120 . . ?
C14D C13D C12D 120(2) . . ?
C14D C13D H13D 120 . . ?
C13 C14 Br2 119.2(16) . . ?
C15 C14 C13 122.3(18) . . ?
C15 C14 Br2 118.5(16) . . ?
C13B C14B Br2B 117.8(15) . . ?
C15B C14B C13B 123(2) . . ?
C15B C14B Br2B 118.7(19) . . ?
C13C C14C Br2C 119.1(13) . . ?
C15C C14C C13C 123.7(18) . . ?
C15C C14C Br2C 117.2(16) . . ?
C13D C14D C15D 120.6(18) . . ?
C13D C14D Br2D 118.6(17) . . ?
C15D C14D Br2D 120.8(14) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 C14 118.1(19) . . ?
C16 C15 H15 120.9 . . ?
C14B C15B H15B 120.1 . . ?
C14B C15B C16B 120(2) . . ?
C16B C15B H15B 120.1 . . ?
C14C C15C H15C 122.1 . . ?
C16C C15C C14C 115.7(18) . . ?
C16C C15C H15C 122.1 . . ?
C14D C15D H15D 119.7 . . ?
C16D C15D C14D 120.7(18) . . ?
C16D C15D H15D 119.7 . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 119(2) . . ?
C17 C16 H16 120.5 . . ?
C15B C16B H16B 120.3 . . ?
C17B C16B C15B 119(2) . . ?
C17B C16B H16B 120.3 . . ?
C15C C16C H16C 117.9 . . ?
C15C C16C C17C 124.2(19) . . ?
C17C C16C H16C 117.9 . . ?
C15D C16D H16D 120 . . ?
C15D C16D C17D 120.0(18) . . ?
C17D C16D H16D 120 . . ?
C12 C17 C18 107.2(17) . . ?
C16 C17 C12 130.8(19) . . ?
C16 C17 C18 122(2) . . ?
C12B C17B C18B 117.8(17) . . ?
C16B C17B C12B 120.3(18) . . ?
C16B C17B C18B 121.8(19) . . ?
C16C C17C C12C 118.4(16) . . ?
C18C C17C C12C 116.7(17) . . ?
C18C C17C C16C 124.6(18) . . ?
C12D C17D C16D 120(2) . . ?
C12D C17D C18D 116.0(19) . . ?
C16D C17D C18D 124.2(19) . . ?
C19 C18 C17 129(2) . . ?
C19 C18 N2 112(2) . . ?
N2 C18 C17 118.0(17) . . ?
C19B C18B C17B 129.3(19) . . ?
N2B C18B C17B 111.7(16) . . ?
N2B C18B C19B 118.8(18) . . ?
C17C C18C C19C 126.4(17) . . ?
N2C C18C C17C 116.1(17) . . ?
N2C C18C C19C 117.4(18) . . ?
C19D C18D C17D 127(2) . . ?
N2D C18D C17D 111.4(18) . . ?
N2D C18D C19D 121(2) . . ?
C18 C19 H19 118.8 . . ?
C20 C19 C18 122(2) . . ?
C20 C19 H19 118.8 . . ?
C18B C19B H19B 119.5 . . ?
C20B C19B C18B 121(2) . . ?
C20B C19B H19B 119.5 . . ?
C18C C19C H19C 119.5 . . ?
C20C C19C C18C 121.0(19) . . ?
C20C C19C H19C 119.5 . . ?
C18D C19D H19D 120.1 . . ?
C20D C19D C18D 120(3) . . ?
C20D C19D H19D 120.1 . . ?
C19 C20 H20 117.8 . . ?
C19 C20 C21 124(2) . . ?
C21 C20 H20 117.8 . . ?
C19B C20B H20B 119.5 . . ?
C21B C20B C19B 121(2) . . ?
C21B C20B H20B 119.5 . . ?
C19C C20C H20C 120.7 . . ?
C19C C20C C21C 118.6(18) . . ?
C21C C20C H20C 120.7 . . ?
C19D C20D H20D 120.1 . . ?
C19D C20D C21D 120(3) . . ?
C21D C20D H20D 120.1 . . ?
C20 C21 H21 122 . . ?
C20 C21 C89 116(2) . . ?
C89 C21 H21 122 . . ?
C20B C21B H21B 121.4 . . ?
C20B C21B C22B 117(2) . . ?
C22B C21B H21B 121.4 . . ?
C20C C21C H21C 120 . . ?
C22C C21C C20C 120.0(18) . . ?
C22C C21C H21C 120 . . ?
C20D C21D H21D 120.5 . . ?
C22D C21D C20D 119(3) . . ?
C22D C21D H21D 120.5 . . ?
C23 C22 H22 119.5 . . ?
N3 C22 H22 119.5 . . ?
N3 C22 C23 120.9(16) . . ?
C21B C22B H22B 118.1 . . ?
N2B C22B C21B 123.8(18) . . ?
N2B C22B H22B 118.1 . . ?
C21C C22C H22C 119.1 . . ?
N2C C22C C21C 121.7(19) . . ?
N2C C22C H22C 119.1 . . ?
C21D C22D H22D 118.8 . . ?
N2D C22D C21D 122(2) . . ?
N2D C22D H22D 118.8 . . ?
C22 C23 H23 120 . . ?
C24 C23 C22 120(2) . . ?
C24 C23 H23 120 . . ?
C24B C23B H23B 121 . . ?
N3B C23B H23B 121 . . ?
N3B C23B C24B 118(2) . . ?
C24C C23C H23C 119.4 . . ?
N3C C23C H23C 119.4 . . ?
N3C C23C C24C 121.2(19) . . ?
C24D C23D H23D 120.8 . . ?
N3D C23D H23D 120.8 . . ?
N3D C23D C24D 118.3(18) . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121(2) . . ?
C25 C24 H24 119.4 . . ?
C23B C24B H24B 124.1 . . ?
C25B C24B C23B 112(2) . . ?
C25B C24B H24B 124.1 . . ?
C23C C24C H24C 120.2 . . ?
C25C C24C C23C 120(2) . . ?
C25C C24C H24C 120.2 . . ?
C23D C24D H24D 120.8 . . ?
C25D C24D C23D 118(2) . . ?
C25D C24D H24D 120.8 . . ?
C24 C25 H25 121.5 . . ?
C24 C25 C27 117.0(19) . . ?
C27 C25 H25 121.5 . . ?
C24B C25B H25B 114 . . ?
C26B C25B C24B 132(3) . . ?
C26B C25B H25B 114 . . ?
C24C C25C H25C 120.2 . . ?
C24C C25C C26C 119.7(18) . . ?
C26C C25C H25C 120.2 . . ?
C24D C25D H25D 119.9 . . ?
C26D C25D C24D 120(2) . . ?
C26D C25D H25D 119.9 . . ?
C25B C26B H26B 121 . . ?
C25B C26B C27B 118(2) . . ?
C27B C26B H26B 120.9 . . ?
C25C C26C H26C 121.5 . . ?
C25C C26C C27C 116.9(19) . . ?
C27C C26C H26C 121.5 . . ?
C25D C26D H26D 118.9 . . ?
C25D C26D C27D 122(2) . . ?
C27D C26D H26D 118.9 . . ?
C25 C27 C28 121.9(18) . . ?
N3 C27 C25 124(2) . . ?
N3 C27 C28 114.1(19) . . ?
C28B C27B C26B 137(2) . . ?
C28B C27B N3B 113.7(17) . . ?
N3B C27B C26B 109(2) . . ?
C26C C27C C28C 121.6(18) . . ?
N3C C27C C26C 123.5(16) . . ?
N3C C27C C28C 114.7(17) . . ?
C26D C27D C28D 126(2) . . ?
N3D C27D C26D 115.7(19) . . ?
N3D C27D C28D 118.4(16) . . ?
C27 C28 C33 117.9(17) . . ?
C29 C28 C27 126(2) . . ?
C29 C28 C33 116.0(19) . . ?
C29B C28B C27B 109(2) . . ?
C33B C28B C27B 127(2) . . ?
C33B C28B C29B 123(2) . . ?
C27C C28C C33C 117.8(16) . . ?
C29C C28C C27C 121.4(17) . . ?
C29C C28C C33C 120.8(17) . . ?
C27D C28D C29D 126.3(17) . . ?
C27D C28D C33D 115.8(17) . . ?
C29D C28D C33D 117.9(18) . . ?
C28 C29 H29 118 . . ?
C28 C29 C30 124(2) . . ?
C30 C29 H29 118 . . ?
C28B C29B H29B 122.4 . . ?
C28B C29B C30B 115(2) . . ?
C30B C29B H29B 122.4 . . ?
C28C C29C H29C 121.1 . . ?
C28C C29C C30C 117.7(17) . . ?
C30C C29C H29C 121.1 . . ?
C28D C29D H29D 118.8 . . ?
C30D C29D C28D 122.3(17) . . ?
C30D C29D H29D 118.8 . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 121(2) . . ?
C31 C30 H30 119.7 . . ?
C29B C30B H30B 123.4 . . ?
C31B C30B C29B 113.2(17) . . ?
C31B C30B H30B 123.4 . . ?
C29C C30C H30C 119 . . ?
C31C C30C C29C 122.0(19) . . ?
C31C C30C H30C 119 . . ?
C29D C30D H30D 119.3 . . ?
C29D C30D C31D 121.3(18) . . ?
C31D C30D H30D 119.3 . . ?
C30 C31 C32 118.6(19) . . ?
C30 C31 Br3 122.0(16) . . ?
C32 C31 Br3 119.4(16) . . ?
C30B C31B C32B 132(2) . . ?
C30B C31B Br3B 116.9(15) . . ?
C32B C31B Br3B 110.5(17) . . ?
C30C C31C C32C 119.0(19) . . ?
C30C C31C Br3C 122.5(16) . . ?
C32C C31C Br3C 118.4(16) . . ?
C30D C31D C32D 120.9(17) . . ?
C30D C31D Br3D 118.7(13) . . ?
C32D C31D Br3D 120.4(12) . . ?
C31 C32 H32 118.6 . . ?
C33 C32 C31 122.8(18) . . ?
C33 C32 H32 118.6 . . ?
C31B C32B H32B 122.9 . . ?
C33B C32B C31B 114(2) . . ?
C33B C32B H32B 122.9 . . ?
C31C C32C H32C 117.9 . . ?
C33C C32C C31C 124.2(17) . . ?
C33C C32C H32C 117.9 . . ?
C31D C32D H32D 120.2 . . ?
C31D C32D C33D 119.7(15) . . ?
C33D C32D H32D 120.2 . . ?
C28 C33 Ir1 110.3(14) . . ?
C32 C33 C28 117.7(17) . . ?
C32 C33 Ir1 131.8(17) . . ?
C28B C33B Ir3 106.7(18) . . ?
C32B C33B C28B 121(2) . . ?
C32B C33B Ir3 131.8(14) . . ?
C28C C33C Ir2 112.3(13) . . ?
C32C C33C C28C 116.1(16) . . ?
C32C C33C Ir2 131.6(12) . . ?
C28D C33D Ir4 114.6(14) . . ?
C32D C33D C28D 117.4(16) . . ?
C32D C33D Ir4 127.8(11) . . ?
C21 C89 H89 119.6 . . ?
N2 C89 C21 121(2) . . ?
N2 C89 H89 119.6 . . ?
C11 Ir1 C33 173.4(7) . . ?
C11 Ir1 N3 95.3(6) . . ?
C12 Ir1 C11 89.0(6) . . ?
C12 Ir1 C33 96.8(8) . . ?
C12 Ir1 N1 93.1(6) . . ?
C12 Ir1 N2 81.1(7) . . ?
C12 Ir1 N3 174.6(5) . . ?
N1 Ir1 C11 78.8(6) . . ?
N1 Ir1 C33 97.7(6) . . ?
N1 Ir1 N2 170.0(6) . . ?
N1 Ir1 N3 90.9(5) . . ?
N2 Ir1 C11 92.9(6) . . ?
N2 Ir1 C33 91.1(6) . . ?
N2 Ir1 N3 95.4(6) . . ?
N3 Ir1 C33 79.1(7) . . ?
C11C Ir2 C12C 93.5(6) . . ?
C11C Ir2 C33C 91.0(6) . . ?
C11C Ir2 N1C 81.6(6) . . ?
C11C Ir2 N2C 92.8(6) . . ?
C11C Ir2 N3C 170.0(6) . . ?
C12C Ir2 C33C 172.1(6) . . ?
C12C Ir2 N1C 95.3(6) . . ?
C12C Ir2 N2C 79.2(6) . . ?
C12C Ir2 N3C 96.4(6) . . ?
C33C Ir2 N1C 91.7(6) . . ?
C33C Ir2 N2C 94.1(6) . . ?
C33C Ir2 N3C 79.3(6) . . ?
N1C Ir2 N2C 172.0(5) . . ?
N1C Ir2 N3C 96.0(5) . . ?
N2C Ir2 N3C 90.4(5) . . ?
C11B Ir3 C33B 175.2(7) . . ?
C11B Ir3 N3B 97.3(7) . . ?
C12B Ir3 C11B 88.5(6) . . ?
C12B Ir3 C33B 93.7(7) . . ?
C12B Ir3 N1B 94.5(6) . . ?
C12B Ir3 N2B 80.5(7) . . ?
C12B Ir3 N3B 172.7(7) . . ?
C33B Ir3 N3B 80.8(7) . . ?
N1B Ir3 C11B 78.9(7) . . ?
N1B Ir3 C33B 96.7(6) . . ?
N1B Ir3 N3B 90.9(5) . . ?
N2B Ir3 C11B 94.1(6) . . ?
N2B Ir3 C33B 90.5(5) . . ?
N2B Ir3 N1B 171.5(5) . . ?
N2B Ir3 N3B 94.7(5) . . ?
C11D Ir4 N3D 97.8(6) . . ?
C12D Ir4 C11D 88.7(7) . . ?
C12D Ir4 C33D 96.0(7) . . ?
C12D Ir4 N3D 173.3(6) . . ?
C33D Ir4 C11D 174.5(7) . . ?
C33D Ir4 N3D 77.7(6) . . ?
N1D Ir4 C11D 78.8(6) . . ?
N1D Ir4 C12D 96.1(7) . . ?
N1D Ir4 C33D 97.8(6) . . ?
N1D Ir4 N2D 173.4(6) . . ?
N1D Ir4 N3D 86.9(5) . . ?
N2D Ir4 C11D 96.3(6) . . ?
N2D Ir4 C12D 79.3(8) . . ?
N2D Ir4 C33D 87.4(6) . . ?
N2D Ir4 N3D 98.2(6) . . ?
C1 N1 C5 120.1(15) . . ?
C1 N1 Ir1 121.3(11) . . ?
C5 N1 Ir1 118.6(12) . . ?
C1B N1B C5B 116.9(14) . . ?
C1B N1B Ir3 123.3(12) . . ?
C5B N1B Ir3 119.4(11) . . ?
C1C N1C Ir2 126.9(12) . . ?
C5C N1C C1C 118.2(15) . . ?
C5C N1C Ir2 114.7(11) . . ?
C1D N1D C5D 111.9(18) . . ?
C1D N1D Ir4 129.3(14) . . ?
C5D N1D Ir4 118.8(12) . . ?
C18 N2 Ir1 111.3(13) . . ?
C89 N2 C18 123.7(18) . . ?
C89 N2 Ir1 124.4(15) . . ?
C18B N2B Ir3 116.9(11) . . ?
C22B N2B C18B 118.1(15) . . ?
C22B N2B Ir3 125.0(12) . . ?
C18C N2C Ir2 114.4(12) . . ?
C22C N2C C18C 121.2(16) . . ?
C22C N2C Ir2 124.4(12) . . ?
C18D N2D Ir4 118.3(14) . . ?
C22D N2D C18D 117.3(18) . . ?
C22D N2D Ir4 124.4(15) . . ?
C22 N3 Ir1 124.8(11) . . ?
C27 N3 C22 116.6(16) . . ?
C27 N3 Ir1 118.5(14) . . ?
C23B N3B Ir3 118.1(13) . . ?
C27B N3B C23B 130.6(18) . . ?
C27B N3B Ir3 110.9(13) . . ?
C23C N3C C27C 118.9(16) . . ?
C23C N3C Ir2 125.1(12) . . ?
C27C N3C Ir2 115.9(13) . . ?
C23D N3D C27D 125.0(15) . . ?
C23D N3D Ir4 121.7(12) . . ?
C27D N3D Ir4 113.3(11) . . ?

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
C1 C2 C3 C4 -2(4) . . . . ?
C1B C2B C3B C4B -2(3) . . . . ?
C1C C2C C3C C4C -2(4) . . . . ?
C1D C2D C3D C4D -4(4) . . . . ?
C2 C1 N1 C5 -4(3) . . . . ?
C2 C1 N1 Ir1 178.3(13) . . . . ?
C2 C3 C4 C5 1(3) . . . . ?
C2B C1B N1B C5B -4(2) . . . . ?
C2B C1B N1B Ir3 -177.1(15) . . . . ?
C2B C3B C4B C5B 4(3) . . . . ?
C2C C1C N1C C5C 2(3) . . . . ?
C2C C1C N1C Ir2 177.0(16) . . . . ?
C2C C3C C4C C5C 0(4) . . . . ?
C2D C1D N1D C5D -1(3) . . . . ?
C2D C1D N1D Ir4 -179.8(17) . . . . ?
C2D C3D C4D C5D 5(4) . . . . ?
C3 C4 C5 C6 -178.3(19) . . . . ?
C3 C4 C5 N1 -2(3) . . . . ?
C3B C4B C5B C6B 174.3(17) . . . . ?
C3B C4B C5B N1B -5(3) . . . . ?
C3C C4C C5C C6C -176(2) . . . . ?
C3C C4C C5C N1C 3(3) . . . . ?
C3D C4D C5D C6D 178(2) . . . . ?
C3D C4D C5D N1D -3(3) . . . . ?
C4 C5 C6 C7 -4(3) . . . . ?
C4 C5 C6 C11 175.7(18) . . . . ?
C4 C5 N1 C1 3(3) . . . . ?
C4 C5 N1 Ir1 -178.9(14) . . . . ?
C4B C5B C6B C7B 5(3) . . . . ?
C4B C5B C6B C11B -179.5(17) . . . . ?
C4B C5B N1B C1B 5(2) . . . . ?
C4B C5B N1B Ir3 178.3(12) . . . . ?
C4C C5C C6C C7C -6(3) . . . . ?
C4C C5C C6C C11C 173.6(17) . . . . ?
C4C C5C N1C C1C -4(2) . . . . ?
C4C C5C N1C Ir2 -179.0(13) . . . . ?
C4D C5D C6D C7D -3(3) . . . . ?
C4D C5D C6D C11D 177.1(17) . . . . ?
C4D C5D N1D C1D 1(3) . . . . ?
C4D C5D N1D Ir4 -179.5(14) . . . . ?
C5 C6 C7 C8 -177.4(16) . . . . ?
C5 C6 C11 C10 178.5(15) . . . . ?
C5 C6 C11 Ir1 3.6(18) . . . . ?
C5B C6B C7B C8B -176.9(18) . . . . ?
C5B C6B C11B C10B 177.6(15) . . . . ?
C5B C6B C11B Ir3 1(2) . . . . ?
C5C C6C C7C C8C -177(2) . . . . ?
C5C C6C C11C C10C -178.2(16) . . . . ?
C5C C6C C11C Ir2 7.9(19) . . . . ?
C5D C6D C7D C8D -180(2) . . . . ?
C5D C6D C11D C10D -177.5(16) . . . . ?
C5D C6D C11D Ir4 3(2) . . . . ?
C6 C5 N1 C1 180.0(15) . . . . ?
C6 C5 N1 Ir1 -1.9(19) . . . . ?
C6 C7 C8 C9 -1(3) . . . . ?
C6 C11 Ir1 C12 -97.0(14) . . . . ?
C6 C11 Ir1 C33 55(7) . . . . ?
C6 C11 Ir1 N1 -3.6(13) . . . . ?
C6 C11 Ir1 N2 -178.0(14) . . . . ?
C6 C11 Ir1 N3 86.3(13) . . . . ?
C6B C5B N1B C1B -174.4(13) . . . . ?
C6B C5B N1B Ir3 -1.3(17) . . . . ?
C6B C7B C8B C9B -5(3) . . . . ?
C6B C11B Ir3 C12B 93.4(13) . . . . ?
C6B C11B Ir3 C33B -24(10) . . . . ?
C6B C11B Ir3 N1B -1.4(12) . . . . ?
C6B C11B Ir3 N2B 173.8(12) . . . . ?
C6B C11B Ir3 N3B -91.0(12) . . . . ?
C6C C5C N1C C1C 175.3(17) . . . . ?
C6C C5C N1C Ir2 -0.1(19) . . . . ?
C6C C7C C8C C9C -7(3) . . . . ?
C6C C11C Ir2 C12C -101.0(12) . . . . ?
C6C C11C Ir2 C33C 85.4(12) . . . . ?
C6C C11C Ir2 N1C -6.2(12) . . . . ?
C6C C11C Ir2 N2C 179.6(12) . . . . ?
C6C C11C Ir2 N3C 71(4) . . . . ?
C6D C5D N1D C1D -179.7(15) . . . . ?
C6D C5D N1D Ir4 0(2) . . . . ?
C6D C7D C8D C9D -3(3) . . . . ?
C6D C11D Ir4 C12D 93.9(14) . . . . ?
C6D C11D Ir4 C33D -55(7) . . . . ?
C6D C11D Ir4 N1D -2.6(12) . . . . ?
C6D C11D Ir4 N2D 172.9(13) . . . . ?
C6D C11D Ir4 N3D -87.9(13) . . . . ?
C7 C6 C11 C10 -2(3) . . . . ?
C7 C6 C11 Ir1 -176.8(14) . . . . ?
C7 C8 C9 C10 -1(3) . . . . ?
C7 C8 C9 Br1 178.3(14) . . . . ?
C7B C6B C11B C10B -7(3) . . . . ?
C7B C6B C11B Ir3 176.3(14) . . . . ?
C7B C8B C9B C10B 1(3) . . . . ?
C7B C8B C9B Br1B 179.3(16) . . . . ?
C7C C6C C11C C10C 2(3) . . . . ?
C7C C6C C11C Ir2 -172.0(14) . . . . ?
C7C C8C C9C C10C 8(4) . . . . ?
C7C C8C C9C Br1C 178.6(16) . . . . ?
C7D C6D C11D C10D 3(3) . . . . ?
C7D C6D C11D Ir4 -176.6(12) . . . . ?
C7D C8D C9D C10D 4(3) . . . . ?
C7D C8D C9D Br1D 179.2(15) . . . . ?
C8 C9 C10 C11 2(3) . . . . ?
C8B C9B C10B C11B -1(3) . . . . ?
C8C C9C C10C C11C -4(3) . . . . ?
C8D C9D C10D C11D -2(3) . . . . ?
C9 C10 C11 C6 -1(3) . . . . ?
C9 C10 C11 Ir1 173.6(13) . . . . ?
C9B C10B C11B C6B 4(3) . . . . ?
C9B C10B C11B Ir3 179.3(14) . . . . ?
C9C C10C C11C C6C -1(3) . . . . ?
C9C C10C C11C Ir2 171.3(15) . . . . ?
C9D C10D C11D C6D -2(3) . . . . ?
C9D C10D C11D Ir4 177.4(15) . . . . ?
C10 C11 Ir1 C12 88.9(16) . . . . ?
C10 C11 Ir1 C33 -119(6) . . . . ?
C10 C11 Ir1 N1 -177.7(17) . . . . ?
C10 C11 Ir1 N2 7.9(17) . . . . ?
C10 C11 Ir1 N3 -87.8(16) . . . . ?
C10B C11B Ir3 C12B -82.2(17) . . . . ?
C10B C11B Ir3 C33B 160(8) . . . . ?
C10B C11B Ir3 N1B -177.1(18) . . . . ?
C10B C11B Ir3 N2B -1.8(17) . . . . ?
C10B C11B Ir3 N3B 93.4(17) . . . . ?
C10C C11C Ir2 C12C 86.2(17) . . . . ?
C10C C11C Ir2 C33C -87.4(17) . . . . ?
C10C C11C Ir2 N1C -179.0(17) . . . . ?
C10C C11C Ir2 N2C 6.8(17) . . . . ?
C10C C11C Ir2 N3C -102(4) . . . . ?
C10D C11D Ir4 C12D -85.3(16) . . . . ?
C10D C11D Ir4 C33D 126(7) . . . . ?
C10D C11D Ir4 N1D 178.1(16) . . . . ?
C10D C11D Ir4 N2D -6.3(16) . . . . ?
C10D C11D Ir4 N3D 92.9(15) . . . . ?
C11 C6 C7 C8 3(3) . . . . ?
C11 Ir1 N1 C1 -178.9(14) . . . . ?
C11 Ir1 N1 C5 2.9(13) . . . . ?
C11 Ir1 N2 C18 83.1(12) . . . . ?
C11 Ir1 N2 C89 -87.7(15) . . . . ?
C11 Ir1 N3 C22 2.6(13) . . . . ?
C11 Ir1 N3 C27 -180.0(12) . . . . ?
C11B C6B C7B C8B 8(3) . . . . ?
C11B Ir3 N1B C1B 174.2(12) . . . . ?
C11B Ir3 N1B C5B 1.6(11) . . . . ?
C11B Ir3 N2B C18B -80.9(11) . . . . ?
C11B Ir3 N2B C22B 98.1(12) . . . . ?
C11B Ir3 N3B C23B -4.6(14) . . . . ?
C11B Ir3 N3B C27B -178.8(12) . . . . ?
C11C C6C C7C C8C 3(3) . . . . ?
C11C Ir2 N1C C1C -171.3(16) . . . . ?
C11C Ir2 N1C C5C 3.6(11) . . . . ?
C11C Ir2 N2C C18C 93.3(10) . . . . ?
C11C Ir2 N2C C22C -87.3(13) . . . . ?
C11C Ir2 N3C C23C -166(3) . . . . ?
C11C Ir2 N3C C27C 16(4) . . . . ?
C11D C6D C7D C8D 0(3) . . . . ?
C11D Ir4 N1D C1D -179.2(17) . . . . ?
C11D Ir4 N1D C5D 1.6(12) . . . . ?
C11D Ir4 N2D C18D -89.3(13) . . . . ?
C11D Ir4 N2D C22D 89.0(15) . . . . ?
C11D Ir4 N3D C23D 0.4(16) . . . . ?
C11D Ir4 N3D C27D -178.3(13) . . . . ?
C12 C13 C14 C15 -3(3) . . . . ?
C12 C13 C14 Br2 176.3(11) . . . . ?
C12 C17 C18 C19 178.9(18) . . . . ?
C12 C17 C18 N2 -7(2) . . . . ?
C12 Ir1 N1 C1 -90.5(13) . . . . ?
C12 Ir1 N1 C5 91.3(13) . . . . ?
C12 Ir1 N2 C18 -5.5(11) . . . . ?
C12 Ir1 N2 C89 -176.3(16) . . . . ?
C12 Ir1 N3 C22 -140(6) . . . . ?
C12 Ir1 N3 C27 37(6) . . . . ?
C12B C13B C14B C15B 6(3) . . . . ?
C12B C13B C14B Br2B -177.8(12) . . . . ?
C12B C17B C18B C19B -179.4(16) . . . . ?
C12B C17B C18B N2B 7(2) . . . . ?
C12B Ir3 N1B C1B 86.6(12) . . . . ?
C12B Ir3 N1B C5B -86.0(11) . . . . ?
C12B Ir3 N2B C18B 6.9(10) . . . . ?
C12B Ir3 N2B C22B -174.0(13) . . . . ?
C12B Ir3 N3B C23B 139(5) . . . . ?
C12B Ir3 N3B C27B -36(5) . . . . ?
C12C C13C C14C C15C 3(3) . . . . ?
C12C C13C C14C Br2C -178.1(12) . . . . ?
C12C C17C C18C C19C -178.7(16) . . . . ?
C12C C17C C18C N2C 0(2) . . . . ?
C12C Ir2 N1C C1C -78.5(15) . . . . ?
C12C Ir2 N1C C5C 96.4(12) . . . . ?
C12C Ir2 N2C C18C 0.2(10) . . . . ?
C12C Ir2 N2C C22C 179.6(13) . . . . ?
C12C Ir2 N3C C23C 5.6(15) . . . . ?
C12C Ir2 N3C C27C -171.8(13) . . . . ?
C12D C13D C14D C15D -2(3) . . . . ?
C12D C13D C14D Br2D 178.2(12) . . . . ?
C12D C17D C18D C19D 178.7(19) . . . . ?
C12D C17D C18D N2D -2(2) . . . . ?
C12D Ir4 N1D C1D 93.4(16) . . . . ?
C12D Ir4 N1D C5D -85.8(13) . . . . ?
C12D Ir4 N2D C18D -1.8(13) . . . . ?
C12D Ir4 N2D C22D 176.4(16) . . . . ?
C12D Ir4 N3D C23D 165(6) . . . . ?
C12D Ir4 N3D C27D -14(7) . . . . ?
C13 C12 C17 C16 -7(3) . . . . ?
C13 C12 C17 C18 178.9(13) . . . . ?
C13 C12 Ir1 C11 92.7(15) . . . . ?
C13 C12 Ir1 C33 -84.2(15) . . . . ?
C13 C12 Ir1 N1 14.0(15) . . . . ?
C13 C12 Ir1 N2 -174.2(16) . . . . ?
C13 C12 Ir1 N3 -124(6) . . . . ?
C13 C14 C15 C16 -5(3) . . . . ?
C13B C12B C17B C16B 6(2) . . . . ?
C13B C12B C17B C18B -175.8(14) . . . . ?
C13B C12B Ir3 C11B -94.4(15) . . . . ?
C13B C12B Ir3 C33B 81.3(15) . . . . ?
C13B C12B Ir3 N1B -15.7(15) . . . . ?
C13B C12B Ir3 N2B 171.2(15) . . . . ?
C13B C12B Ir3 N3B 122(5) . . . . ?
C13B C14B C15B C16B -2(3) . . . . ?
C13C C12C C17C C16C -7(3) . . . . ?
C13C C12C C17C C18C 179.4(15) . . . . ?
C13C C12C Ir2 C11C 88.5(15) . . . . ?
C13C C12C Ir2 C33C -146(4) . . . . ?
C13C C12C Ir2 N1C 6.6(16) . . . . ?
C13C C12C Ir2 N2C -179.3(16) . . . . ?
C13C C12C Ir2 N3C -90.1(15) . . . . ?
C13C C14C C15C C16C -6(3) . . . . ?
C13D C12D C17D C16D -2(3) . . . . ?
C13D C12D C17D C18D 177.3(15) . . . . ?
C13D C12D Ir4 C11D -79.1(16) . . . . ?
C13D C12D Ir4 C33D 98.1(15) . . . . ?
C13D C12D Ir4 N1D -0.5(16) . . . . ?
C13D C12D Ir4 N2D -175.7(16) . . . . ?
C13D C12D Ir4 N3D 116(6) . . . . ?
C13D C14D C15D C16D 1(3) . . . . ?
C14 C15 C16 C17 6(3) . . . . ?
C14B C15B C16B C17B -1(3) . . . . ?
C14C C15C C16C C17C 2(3) . . . . ?
C14D C15D C16D C17D 0(3) . . . . ?
C15 C16 C17 C12 0(3) . . . . ?
C15 C16 C17 C18 173.6(17) . . . . ?
C15B C16B C17B C12B -1(3) . . . . ?
C15B C16B C17B C18B -179.5(16) . . . . ?
C15C C16C C17C C12C 4(3) . . . . ?
C15C C16C C17C C18C 177.3(18) . . . . ?
C15D C16D C17D C12D 1(3) . . . . ?
C15D C16D C17D C18D -178.6(16) . . . . ?
C16 C17 C18 C19 4(3) . . . . ?
C16 C17 C18 N2 178.1(16) . . . . ?
C16B C17B C18B C19B -1(3) . . . . ?
C16B C17B C18B N2B -175.0(15) . . . . ?
C16C C17C C18C C19C 8(3) . . . . ?
C16C C17C C18C N2C -173.4(15) . . . . ?
C16D C17D C18D C19D -2(3) . . . . ?
C16D C17D C18D N2D 177.6(15) . . . . ?
C17 C12 C13 C14 7(2) . . . . ?
C17 C12 Ir1 C11 -91.1(13) . . . . ?
C17 C12 Ir1 C33 92.0(13) . . . . ?
C17 C12 Ir1 N1 -169.8(12) . . . . ?
C17 C12 Ir1 N2 2.0(12) . . . . ?
C17 C12 Ir1 N3 52(6) . . . . ?
C17 C18 C19 C20 174(2) . . . . ?
C17 C18 N2 C89 179.4(16) . . . . ?
C17 C18 N2 Ir1 8.5(18) . . . . ?
C17B C12B C13B C14B -8(2) . . . . ?
C17B C12B Ir3 C11B 91.4(12) . . . . ?
C17B C12B Ir3 C33B -92.9(12) . . . . ?
C17B C12B Ir3 N1B 170.1(11) . . . . ?
C17B C12B Ir3 N2B -3.0(11) . . . . ?
C17B C12B Ir3 N3B -52(5) . . . . ?
C17B C18B C19B C20B -172.4(19) . . . . ?
C17B C18B N2B C22B 171.8(14) . . . . ?
C17B C18B N2B Ir3 -9.1(17) . . . . ?
C17C C12C C13C C14C 3(2) . . . . ?
C17C C12C Ir2 C11C -92.5(13) . . . . ?
C17C C12C Ir2 C33C 33(5) . . . . ?
C17C C12C Ir2 N1C -174.4(13) . . . . ?
C17C C12C Ir2 N2C -0.3(12) . . . . ?
C17C C12C Ir2 N3C 88.9(13) . . . . ?
C17C C18C C19C C20C -179.5(17) . . . . ?
C17C C18C N2C C22C -179.6(15) . . . . ?
C17C C18C N2C Ir2 -0.1(17) . . . . ?
C17D C12D C13D C14D 3(3) . . . . ?
C17D C12D Ir4 C11D 97.2(14) . . . . ?
C17D C12D Ir4 C33D -85.7(14) . . . . ?
C17D C12D Ir4 N1D 175.8(13) . . . . ?
C17D C12D Ir4 N2D 0.5(13) . . . . ?
C17D C12D Ir4 N3D -67(7) . . . . ?
C17D C18D C19D C20D 175(2) . . . . ?
C17D C18D N2D C22D -175.8(15) . . . . ?
C17D C18D N2D Ir4 2.6(19) . . . . ?
C18 C19 C20 C21 6(4) . . . . ?
C18B C19B C20B C21B 2(3) . . . . ?
C18C C19C C20C C21C -1(3) . . . . ?
C18D C19D C20D C21D 1(4) . . . . ?
C19 C18 N2 C89 -5(3) . . . . ?
C19 C18 N2 Ir1 -176.3(13) . . . . ?
C19 C20 C21 C89 -5(4) . . . . ?
C19B C18B N2B C22B -3(2) . . . . ?
C19B C18B N2B Ir3 176.2(12) . . . . ?
C19B C20B C21B C22B -4(3) . . . . ?
C19C C18C N2C C22C -1(2) . . . . ?
C19C C18C N2C Ir2 178.6(11) . . . . ?
C19C C20C C21C C22C -1(3) . . . . ?
C19D C18D N2D C22D 3(3) . . . . ?
C19D C18D N2D Ir4 -178.2(15) . . . . ?
C19D C20D C21D C22D 3(4) . . . . ?
C20 C21 C89 N2 -1(3) . . . . ?
C20B C21B C22B N2B 2(3) . . . . ?
C20C C21C C22C N2C 2(3) . . . . ?
C20D C21D C22D N2D -4(4) . . . . ?
C21 C89 N2 C18 6(3) . . . . ?
C21 C89 N2 Ir1 175.9(14) . . . . ?
C21B C22B N2B C18B 1(2) . . . . ?
C21B C22B N2B Ir3 -177.7(13) . . . . ?
C21C C22C N2C C18C -1(2) . . . . ?
C21C C22C N2C Ir2 179.5(12) . . . . ?
C21D C22D N2D C18D 1(3) . . . . ?
C21D C22D N2D Ir4 -177.4(17) . . . . ?
C22 C23 C24 C25 -4(3) . . . . ?
C23 C22 N3 C27 -1(2) . . . . ?
C23 C22 N3 Ir1 176.3(13) . . . . ?
C23 C24 C25 C27 7(3) . . . . ?
C23B C24B C25B C26B 5(4) . . . . ?
C23C C24C C25C C26C -3(3) . . . . ?
C23D C24D C25D C26D 1(3) . . . . ?
C24 C25 C27 C28 175.5(18) . . . . ?
C24 C25 C27 N3 -8(3) . . . . ?
C24B C23B N3B C27B -1(3) . . . . ?
C24B C23B N3B Ir3 -174.0(14) . . . . ?
C24B C25B C26B C27B -3(4) . . . . ?
C24C C23C N3C C27C 1(3) . . . . ?
C24C C23C N3C Ir2 -175.9(13) . . . . ?
C24C C25C C26C C27C 0(3) . . . . ?
C24D C23D N3D C27D -3(3) . . . . ?
C24D C23D N3D Ir4 178.4(13) . . . . ?
C24D C25D C26D C27D -3(4) . . . . ?
C25 C27 C28 C29 -6(3) . . . . ?
C25 C27 C28 C33 174.5(17) . . . . ?
C25 C27 N3 C22 5(3) . . . . ?
C25 C27 N3 Ir1 -172.6(15) . . . . ?
C25B C26B C27B C28B -176(2) . . . . ?
C25B C26B C27B N3B -1(3) . . . . ?
C25C C26C C27C C28C 178.5(18) . . . . ?
C25C C26C C27C N3C 5(3) . . . . ?
C25D C26D C27D C28D -172(2) . . . . ?
C25D C26D C27D N3D 2(3) . . . . ?
C26B C27B C28B C29B -3(3) . . . . ?
C26B C27B C28B C33B -179.4(19) . . . . ?
C26B C27B N3B C23B 3(3) . . . . ?
C26B C27B N3B Ir3 176.1(11) . . . . ?
C26C C27C C28C C29C 4(3) . . . . ?
C26C C27C C28C C33C -173.2(16) . . . . ?
C26C C27C N3C C23C -5(3) . . . . ?
C26C C27C N3C Ir2 172.5(15) . . . . ?
C26D C27D C28D C29D -5(3) . . . . ?
C26D C27D C28D C33D 178(2) . . . . ?
C26D C27D N3D C23D 1(3) . . . . ?
C26D C27D N3D Ir4 179.6(15) . . . . ?
C27 C28 C29 C30 174.9(18) . . . . ?
C27 C28 C33 C32 -175.5(16) . . . . ?
C27 C28 C33 Ir1 -0.4(19) . . . . ?
C27B C28B C29B C30B 176.0(18) . . . . ?
C27B C28B C33B C32B -178(2) . . . . ?
C27B C28B C33B Ir3 0(2) . . . . ?
C27C C28C C29C C30C 179.2(18) . . . . ?
C27C C28C C33C C32C 177.5(15) . . . . ?
C27C C28C C33C Ir2 0.0(19) . . . . ?
C27D C28D C29D C30D 175(2) . . . . ?
C27D C28D C33D C32D -176.0(16) . . . . ?
C27D C28D C33D Ir4 0(2) . . . . ?
C28 C27 N3 C22 -178.3(14) . . . . ?
C28 C27 N3 Ir1 4.1(19) . . . . ?
C28 C29 C30 C31 1(3) . . . . ?
C28 C33 Ir1 C11 33(7) . . . . ?
C28 C33 Ir1 C12 -174.6(12) . . . . ?
C28 C33 Ir1 N1 91.4(12) . . . . ?
C28 C33 Ir1 N2 -93.4(13) . . . . ?
C28 C33 Ir1 N3 1.9(11) . . . . ?
C28B C27B N3B C23B 179.6(18) . . . . ?
C28B C27B N3B Ir3 -7.1(19) . . . . ?
C28B C29B C30B C31B 5(3) . . . . ?
C28B C33B Ir3 C11B -70(9) . . . . ?
C28B C33B Ir3 C12B 172.1(13) . . . . ?
C28B C33B Ir3 N1B -92.9(12) . . . . ?
C28B C33B Ir3 N2B 91.6(13) . . . . ?
C28B C33B Ir3 N3B -3.0(12) . . . . ?
C28C C27C N3C C23C -179.5(16) . . . . ?
C28C C27C N3C Ir2 -1.9(19) . . . . ?
C28C C29C C30C C31C 7(3) . . . . ?
C28C C33C Ir2 C11C -178.2(12) . . . . ?
C28C C33C Ir2 C12C 56(5) . . . . ?
C28C C33C Ir2 N1C -96.5(12) . . . . ?
C28C C33C Ir2 N2C 88.9(11) . . . . ?
C28C C33C Ir2 N3C -0.7(11) . . . . ?
C28D C27D N3D C23D 175.2(19) . . . . ?
C28D C27D N3D Ir4 -6(2) . . . . ?
C28D C29D C30D C31D 3(3) . . . . ?
C28D C33D Ir4 C11D -37(8) . . . . ?
C28D C33D Ir4 C12D 175.1(14) . . . . ?
C28D C33D Ir4 N1D -87.8(13) . . . . ?
C28D C33D Ir4 N2D 96.2(14) . . . . ?
C28D C33D Ir4 N3D -2.8(13) . . . . ?
C29 C28 C33 C32 5(2) . . . . ?
C29 C28 C33 Ir1 179.6(13) . . . . ?
C29 C30 C31 C32 3(3) . . . . ?
C29 C30 C31 Br3 -179.5(14) . . . . ?
C29B C28B C33B C32B 7(3) . . . . ?
C29B C28B C33B Ir3 -175.4(17) . . . . ?
C29B C30B C31B C32B 0(3) . . . . ?
C29B C30B C31B Br3B -176.5(14) . . . . ?
C29C C28C C33C C32C 1(2) . . . . ?
C29C C28C C33C Ir2 -176.7(13) . . . . ?
C29C C30C C31C C32C -6(3) . . . . ?
C29C C30C C31C Br3C 170.8(16) . . . . ?
C29D C28D C33D C32D 6(3) . . . . ?
C29D C28D C33D Ir4 -177.3(13) . . . . ?
C29D C30D C31D C32D 1(3) . . . . ?
C29D C30D C31D Br3D -178.5(17) . . . . ?
C30 C31 C32 C33 -4(3) . . . . ?
C30B C31B C32B C33B -1(3) . . . . ?
C30C C31C C32C C33C 2(3) . . . . ?
C30D C31D C32D C33D -2(3) . . . . ?
C31 C32 C33 C28 0(3) . . . . ?
C31 C32 C33 Ir1 -174.0(14) . . . . ?
C31B C32B C33B C28B -2(3) . . . . ?
C31B C32B C33B Ir3 -179.2(13) . . . . ?
C31C C32C C33C C28C 1(3) . . . . ?
C31C C32C C33C Ir2 177.6(13) . . . . ?
C31D C32D C33D C28D -2(2) . . . . ?
C31D C32D C33D Ir4 -178.0(12) . . . . ?
C32 C33 Ir1 C11 -152(6) . . . . ?
C32 C33 Ir1 C12 -0.4(19) . . . . ?
C32 C33 Ir1 N1 -94.5(18) . . . . ?
C32 C33 Ir1 N2 80.8(18) . . . . ?
C32 C33 Ir1 N3 176.0(19) . . . . ?
C32B C33B Ir3 C11B 107(9) . . . . ?
C32B C33B Ir3 C12B -10.1(18) . . . . ?
C32B C33B Ir3 N1B 84.9(18) . . . . ?
C32B C33B Ir3 N2B -90.6(18) . . . . ?
C32B C33B Ir3 N3B 174.8(18) . . . . ?
C32C C33C Ir2 C11C 4.9(17) . . . . ?
C32C C33C Ir2 C12C -121(5) . . . . ?
C32C C33C Ir2 N1C 86.5(17) . . . . ?
C32C C33C Ir2 N2C -88.1(17) . . . . ?
C32C C33C Ir2 N3C -177.7(18) . . . . ?
C32D C33D Ir4 C11D 139(6) . . . . ?
C32D C33D Ir4 C12D -8.9(17) . . . . ?
C32D C33D Ir4 N1D 88.2(16) . . . . ?
C32D C33D Ir4 N2D -87.8(16) . . . . ?
C32D C33D Ir4 N3D 173.2(17) . . . . ?
C33 C28 C29 C30 -5(3) . . . . ?
C33 Ir1 N1 C1 6.8(15) . . . . ?
C33 Ir1 N1 C5 -171.3(14) . . . . ?
C33 Ir1 N2 C18 -102.2(12) . . . . ?
C33 Ir1 N2 C89 87.0(16) . . . . ?
C33 Ir1 N3 C22 179.2(13) . . . . ?
C33 Ir1 N3 C27 -3.5(12) . . . . ?
C33B C28B C29B C30B -8(3) . . . . ?
C33B Ir3 N1B C1B -7.7(13) . . . . ?
C33B Ir3 N1B C5B 179.7(12) . . . . ?
C33B Ir3 N2B C18B 100.6(11) . . . . ?
C33B Ir3 N2B C22B -80.4(13) . . . . ?
C33B Ir3 N3B C23B 179.9(13) . . . . ?
C33B Ir3 N3B C27B 5.6(11) . . . . ?
C33C C28C C29C C30C -4(3) . . . . ?
C33C Ir2 N1C C1C 97.9(15) . . . . ?
C33C Ir2 N1C C5C -87.2(12) . . . . ?
C33C Ir2 N2C C18C -175.5(10) . . . . ?
C33C Ir2 N2C C22C 3.9(13) . . . . ?
C33C Ir2 N3C C23C 178.9(16) . . . . ?
C33C Ir2 N3C C27C 1.5(12) . . . . ?
C33D C28D C29D C30D -7(3) . . . . ?
C33D Ir4 N1D C1D -3.5(17) . . . . ?
C33D Ir4 N1D C5D 177.3(13) . . . . ?
C33D Ir4 N2D C18D 94.8(13) . . . . ?
C33D Ir4 N2D C22D -87.0(15) . . . . ?
C33D Ir4 N3D C23D -176.5(17) . . . . ?
C33D Ir4 N3D C27D 4.8(13) . . . . ?
Br1 C9 C10 C11 -177.2(13) . . . . ?
Br1B C9B C10B C11B -178.8(14) . . . . ?
Br1C C9C C10C C11C -174.4(14) . . . . ?
Br1D C9D C10D C11D -176.4(14) . . . . ?
Br2 C14 C15 C16 176.0(15) . . . . ?
Br2B C14B C15B C16B -177.6(14) . . . . ?
Br2C C14C C15C C16C 175.3(14) . . . . ?
Br2D C14D C15D C16D -179.6(13) . . . . ?
Br3 C31 C32 C33 179.0(14) . . . . ?
Br3B C31B C32B C33B 175.0(14) . . . . ?
Br3C C31C C32C C33C -174.8(14) . . . . ?
Br3D C31D C32D C33D 178.1(13) . . . . ?
Ir1 C12 C13 C14 -175.9(12) . . . . ?
Ir1 C12 C17 C16 176.3(17) . . . . ?
Ir1 C12 C17 C18 1.9(18) . . . . ?
Ir2 C12C C13C C14C -177.5(12) . . . . ?
Ir2 C12C C17C C16C 174.0(13) . . . . ?
Ir2 C12C C17C C18C 0(2) . . . . ?
Ir3 C12B C13B C14B 178.1(13) . . . . ?
Ir3 C12B C17B C16B -179.6(13) . . . . ?
Ir3 C12B C17B C18B -1.0(19) . . . . ?
Ir4 C12D C13D C14D 179.2(12) . . . . ?
Ir4 C12D C17D C16D -179.0(12) . . . . ?
Ir4 C12D C17D C18D 1(2) . . . . ?
N1 C1 C2 C3 4(3) . . . . ?
N1 C5 C6 C7 179.2(16) . . . . ?
N1 C5 C6 C11 -1(2) . . . . ?
N1 Ir1 N2 C18 50(4) . . . . ?
N1 Ir1 N2 C89 -121(4) . . . . ?
N1 Ir1 N3 C22 81.5(12) . . . . ?
N1 Ir1 N3 C27 -101.2(12) . . . . ?
N1B C1B C2B C3B 3(3) . . . . ?
N1B C5B C6B C7B -175.2(15) . . . . ?
N1B C5B C6B C11B 0(2) . . . . ?
N1B Ir3 N2B C18B -47(4) . . . . ?
N1B Ir3 N2B C22B 132(3) . . . . ?
N1B Ir3 N3B C23B -83.5(13) . . . . ?
N1B Ir3 N3B C27B 102.3(12) . . . . ?
N1C C1C C2C C3C 0(3) . . . . ?
N1C C5C C6C C7C 174.8(18) . . . . ?
N1C C5C C6C C11C -5(2) . . . . ?
N1C Ir2 N2C C18C 47(4) . . . . ?
N1C Ir2 N2C C22C -133(4) . . . . ?
N1C Ir2 N3C C23C -90.4(15) . . . . ?
N1C Ir2 N3C C27C 92.2(12) . . . . ?
N1D C1D C2D C3D 2(4) . . . . ?
N1D C5D C6D C7D 177.8(18) . . . . ?
N1D C5D C6D C11D -2(2) . . . . ?
N1D Ir4 N2D C18D -48(6) . . . . ?
N1D Ir4 N2D C22D 131(5) . . . . ?
N1D Ir4 N3D C23D -77.9(16) . . . . ?
N1D Ir4 N3D C27D 103.5(13) . . . . ?
N2 C18 C19 C20 0(3) . . . . ?
N2 Ir1 N1 C1 -145(3) . . . . ?
N2 Ir1 N1 C5 37(4) . . . . ?
N2 Ir1 N3 C22 -90.8(12) . . . . ?
N2 Ir1 N3 C27 86.6(12) . . . . ?
N2B C18B C19B C20B 1(3) . . . . ?
N2B Ir3 N1B C1B 140(3) . . . . ?
N2B Ir3 N1B C5B -33(4) . . . . ?
N2B Ir3 N3B C23B 90.2(13) . . . . ?
N2B Ir3 N3B C27B -84.1(11) . . . . ?
N2C C18C C19C C20C 2(2) . . . . ?
N2C Ir2 N1C C1C -125(4) . . . . ?
N2C Ir2 N1C C5C 50(4) . . . . ?
N2C Ir2 N3C C23C 84.8(15) . . . . ?
N2C Ir2 N3C C27C -92.6(12) . . . . ?
N2D C18D C19D C20D -4(4) . . . . ?
N2D Ir4 N1D C1D 139(5) . . . . ?
N2D Ir4 N1D C5D -41(6) . . . . ?
N2D Ir4 N3D C23D 98.0(16) . . . . ?
N2D Ir4 N3D C27D -80.7(13) . . . . ?
N3 C22 C23 C24 1(3) . . . . ?
N3 C27 C28 C29 177.7(17) . . . . ?
N3 C27 C28 C33 -2(2) . . . . ?
N3 Ir1 N1 C1 85.9(13) . . . . ?
N3 Ir1 N1 C5 -92.3(13) . . . . ?
N3 Ir1 N2 C18 178.7(11) . . . . ?
N3 Ir1 N2 C89 7.9(15) . . . . ?
N3B C23B C24B C25B -3(3) . . . . ?
N3B C27B C28B C29B -179.0(16) . . . . ?
N3B C27B C28B C33B 5(3) . . . . ?
N3B Ir3 N1B C1B -88.5(12) . . . . ?
N3B Ir3 N1B C5B 98.9(12) . . . . ?
N3B Ir3 N2B C18B -178.6(11) . . . . ?
N3B Ir3 N2B C22B 0.4(13) . . . . ?
N3C C23C C24C C25C 3(3) . . . . ?
N3C C27C C28C C29C 178.0(16) . . . . ?
N3C C27C C28C C33C 1(2) . . . . ?
N3C Ir2 N1C C1C 18.5(15) . . . . ?
N3C Ir2 N1C C5C -166.6(12) . . . . ?
N3C Ir2 N2C C18C -96.2(10) . . . . ?
N3C Ir2 N2C C22C 83.2(13) . . . . ?
N3D C23D C24D C25D 2(3) . . . . ?
N3D C27D C28D C29D -178.5(18) . . . . ?
N3D C27D C28D C33D 4(3) . . . . ?
N3D Ir4 N1D C1D -80.6(16) . . . . ?
N3D Ir4 N1D C5D 100.2(13) . . . . ?
N3D Ir4 N2D C18D 171.9(13) . . . . ?
N3D Ir4 N2D C22D -9.8(15) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CDCl3, acetone'
_database_code_depnum_ccdc_archive 'CCDC 1011971'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_F-Fppy

_audit_creation_date             2014-01-10T12:31:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        F-Fppy
_chemical_formula_moiety         '2(C33 H20 Br2 F2 Ir N3), C H Cl3'
_chemical_formula_sum            'C67 H41 Br4 Cl3 F4 Ir2 N6'
_chemical_formula_weight         1816.45
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4745(6)
_cell_length_b                   12.1774(4)
_cell_length_c                   14.2894(8)
_cell_angle_alpha                74.246(4)
_cell_angle_beta                 75.167(5)
_cell_angle_gamma                65.446(4)
_cell_volume                     1574.06(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3929
_cell_measurement_theta_min      2.151
_cell_measurement_theta_max      25.004
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.1938
_exptl_crystal_size_mid          0.0984
_exptl_crystal_size_min          0.054
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             866
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist

0 1 1 0.0429
-2 0 0 0.0779
0 -3 -4 0.0492
3 1 3 0.0838
0 0 -3 0.0356
0 0 3 0.0148
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.947
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.372
_exptl_absorpt_correction_T_max  0.719

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Nova (Mo) X-ray micro-source'
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      0.0545407
_diffrn_orient_matrix_ub_12      0.001085
_diffrn_orient_matrix_ub_13      -0.0412098
_diffrn_orient_matrix_ub_21      -0.0445808
_diffrn_orient_matrix_ub_22      0.0028284
_diffrn_orient_matrix_ub_23      -0.0312134
_diffrn_orient_matrix_ub_31      -0.0270723
_diffrn_orient_matrix_ub_32      0.0651282
_diffrn_orient_matrix_ub_33      -0.0077866
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AEos
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_unetI/netI     0.1137
_diffrn_reflns_number            10854
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_full        26
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_reflns_number_total             6016
_reflns_number_gt                4348
_reflns_threshold_expression     >2σ(I)
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   65.00  116.00   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000 -180.0000 68

#__ type_ start__ end____ width___ exp.time_
  2 omega  -12.00   64.50   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -99.0000  -90.0000 102

#__ type_ start__ end____ width___ exp.time_
  3 omega  -33.00   86.25   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -19.0000  -90.0000 159

#__ type_ start__ end____ width___ exp.time_
  4 omega   91.00  116.50   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000  -90.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   67.00  116.50   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000   90.0000 66

#__ type_ start__ end____ width___ exp.time_
  6 omega   -8.00   83.50   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   57.0000 -150.0000 122

#__ type_ start__ end____ width___ exp.time_
  7 omega   14.00  100.25   0.7500   50.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -19.0000  -30.0000 115

;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_structure_solution    'OLEX2 (Dolomanov et al, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger. the measured crystal is a
 piece of a crystalline aggregate that is composed of two crystals in a
 ratio 60/40. The structure resolution and refinement was carried out with
 a hklf4 containing reflections of the main component.
 It has carried out the refinement of the thermal parameters of the some atoms 
 using the ISOR restraint. A combination of DELU 
 and SIMU was not enough and the atoms were becoming non-positive definite.
 ISOR can be usefully employed for the refinement of atoms involved in disorder,
 because the combination of  SIMU and DELU are ineffective.
 Also have fixed the distances to the chlorine atoms of the solvent with the
 restriction DFIX.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1043P)²+20.2749P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6016
_refine_ls_number_parameters     406
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0819
_refine_ls_wR_factor_ref         0.2236
_refine_ls_wR_factor_gt          0.2114
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         3.354
_refine_diff_density_min         -1.494
_refine_diff_density_rms         0.263

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.387(2) -0.0767(15) 0.7996(14) 0.055(5) Uani 1 1 d . . .
H1 H 0.3119 -0.0602 0.852 0.066 Uiso 1 1 calc R . .
C1D C 0.186(2) 0.554(2) 0.0293(12) 0.096(16) Uani 0.5 1 d PDU . .
H1D H 0.0966 0.626 0.0282 0.115 Uiso 0.5 1 calc PR . .
C2 C 0.478(2) -0.1983(17) 0.7966(15) 0.058(5) Uani 1 1 d . . .
H2 H 0.4637 -0.2623 0.8453 0.069 Uiso 1 1 calc R . .
C3 C 0.588(2) -0.2209(16) 0.7216(15) 0.062(6) Uani 1 1 d . . .
H3 H 0.6498 -0.3014 0.718 0.075 Uiso 1 1 calc R . .
C4 C 0.6104(16) -0.1255(14) 0.6501(13) 0.043(4) Uani 1 1 d . . .
H4 H 0.6893 -0.1412 0.6005 0.052 Uiso 1 1 calc R . .
C5 C 0.5117(16) -0.0032(13) 0.6529(11) 0.035(3) Uani 1 1 d . . .
C6 C 0.5138(17) 0.1035(13) 0.5787(12) 0.041(4) Uani 1 1 d . . .
C7 C 0.6243(16) 0.1001(15) 0.4990(13) 0.044(4) Uani 1 1 d . . .
H7 H 0.7019 0.0274 0.4916 0.053 Uiso 1 1 calc R . .
C8 C 0.615(2) 0.2103(18) 0.4298(14) 0.056(5) Uani 1 1 d . . .
H8 H 0.6835 0.2093 0.3735 0.068 Uiso 1 1 calc R . .
C9 C 0.5063(19) 0.3176(15) 0.4459(13) 0.047(4) Uani 1 1 d . . .
C10 C 0.3991(16) 0.3195(14) 0.5259(11) 0.041(4) Uani 1 1 d . . .
H10 H 0.3237 0.3935 0.5332 0.049 Uiso 1 1 calc R . .
C11 C 0.3994(14) 0.2142(13) 0.5965(12) 0.038(4) Uani 1 1 d . . .
C12 C 0.1178(15) 0.1882(12) 0.6730(9) 0.028(3) Uani 1 1 d U . .
C13 C 0.0972(19) 0.0880(16) 0.6672(14) 0.058(5) Uani 1 1 d . . .
H13 H 0.1642 0.0108 0.6868 0.07 Uiso 1 1 calc R . .
C14 C -0.0187(18) 0.0948(15) 0.6335(12) 0.041(4) Uani 1 1 d . . .
C15 C -0.1152(18) 0.2096(16) 0.5945(13) 0.046(4) Uani 1 1 d . . .
H15 H -0.1881 0.2155 0.5652 0.055 Uiso 1 1 calc R . .
C16 C -0.098(2) 0.3125(18) 0.6014(14) 0.058(5) Uani 1 1 d . . .
H16 H -0.1638 0.3896 0.5795 0.069 Uiso 1 1 calc R . .
C17 C 0.0172(15) 0.3046(14) 0.6409(12) 0.037(4) Uani 1 1 d . . .
C18 C 0.0322(17) 0.4099(14) 0.6568(11) 0.039(4) Uani 1 1 d . . .
C19 C -0.0475(19) 0.5314(15) 0.6292(14) 0.055(5) Uani 1 1 d . . .
H19 H -0.1219 0.5521 0.5956 0.066 Uiso 1 1 calc R . .
C20 C -0.023(2) 0.6225(19) 0.648(2) 0.082(8) Uani 1 1 d . . .
H20 H -0.0781 0.7045 0.6282 0.098 Uiso 1 1 calc R . .
C21 C 0.088(2) 0.5896(19) 0.6999(18) 0.074(6) Uani 1 1 d . . .
H21 H 0.1059 0.6507 0.7155 0.089 Uiso 1 1 calc R . .
C22 C 0.169(2) 0.4719(15) 0.7271(13) 0.050(4) Uani 1 1 d U . .
H22 H 0.2436 0.4524 0.7606 0.06 Uiso 1 1 calc R . .
C23 C 0.5371(18) 0.2262(18) 0.7633(15) 0.054(5) Uani 1 1 d . . .
H23 H 0.5554 0.2475 0.695 0.064 Uiso 1 1 calc R . .
C24 C 0.633(3) 0.218(3) 0.8169(16) 0.081(7) Uani 1 1 d . . .
H24 H 0.7119 0.2384 0.7864 0.097 Uiso 1 1 calc R . .
C25 C 0.608(3) 0.179(3) 0.917(2) 0.094(8) Uani 1 1 d U . .
H25 H 0.6754 0.1668 0.9545 0.112 Uiso 1 1 calc R . .
C26 C 0.485(3) 0.159(2) 0.9636(19) 0.088(8) Uani 1 1 d . . .
H26 H 0.4677 0.1353 1.0317 0.105 Uiso 1 1 calc R . .
C27 C 0.388(2) 0.1738(17) 0.9069(15) 0.056(5) Uani 1 1 d U . .
C28 C 0.2497(18) 0.1574(16) 0.9477(12) 0.045(4) Uani 1 1 d . . .
C29 C 0.193(3) 0.141(2) 1.0448(15) 0.079(7) Uani 1 1 d . . .
C30 C 0.062(2) 0.131(2) 1.0774(17) 0.077(7) Uani 1 1 d . . .
H30 H 0.0263 0.1142 1.144 0.093 Uiso 1 1 calc R . .
C31 C -0.011(2) 0.148(2) 1.0061(15) 0.060(5) Uani 1 1 d . . .
C32 C 0.0372(19) 0.1595(18) 0.9104(15) 0.056(5) Uani 1 1 d . . .
H32 H -0.0153 0.1605 0.8664 0.067 Uiso 1 1 calc R . .
C33 C 0.1686(19) 0.1703(15) 0.8780(12) 0.046(4) Uani 1 1 d U . .
Br1 Br 0.4967(2) 0.46230(19) 0.35214(18) 0.0770(7) Uani 1 1 d . . .
Br2 Br -0.0487(3) -0.04823(19) 0.63531(17) 0.0678(6) Uani 1 1 d . . .
Cl1D Cl 0.285(2) 0.5443(13) 0.1181(12) 0.115(5) Uani 0.5 1 d PD . .
Cl2D Cl 0.302(2) 0.5522(19) -0.0868(11) 0.133(7) Uani 0.5 1 d PD . .
Cl3D Cl 0.159(3) 0.412(2) 0.0635(19) 0.170(10) Uani 0.5 1 d PD . .
F1 F 0.2702(17) 0.1241(17) 1.1157(11) 0.107(5) Uani 1 1 d U . .
F2 F -0.1432(13) 0.1404(15) 1.0399(10) 0.096(5) Uani 1 1 d . . .
Ir1 Ir 0.27012(6) 0.19753(5) 0.72943(5) 0.0337(2) Uani 1 1 d . . .
N1 N 0.4030(14) 0.0163(11) 0.7295(10) 0.039(3) Uani 1 1 d . . .
N2 N 0.4165(15) 0.2041(13) 0.8059(11) 0.047(3) Uani 1 1 d . . .
N3 N 0.1441(12) 0.3766(11) 0.7059(9) 0.034(3) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
C1 N1 1.33(2) . ?
C1 C2 1.40(2) . ?
C1 H1 0.93 . ?
C1D Cl3D 1.783(10) . ?
C1D Cl2D 1.786(10) . ?
C1D Cl1D 1.787(10) . ?
C1D H1D 0.98 . ?
C2 C3 1.35(3) . ?
C2 H2 0.93 . ?
C3 C4 1.38(3) . ?
C3 H3 0.93 . ?
C4 C5 1.421(19) . ?
C4 H4 0.93 . ?
C5 N1 1.353(19) . ?
C5 C6 1.44(2) . ?
C6 C7 1.40(2) . ?
C6 C11 1.42(2) . ?
C7 C8 1.42(3) . ?
C7 H7 0.93 . ?
C8 C9 1.36(2) . ?
C8 H8 0.93 . ?
C9 C10 1.38(2) . ?
C9 Br1 1.884(16) . ?
C10 C11 1.40(2) . ?
C10 H10 0.93 . ?
C11 Ir1 2.046(15) . ?
C12 C13 1.35(2) . ?
C12 C17 1.409(19) . ?
C12 Ir1 2.016(14) . ?
C13 C14 1.38(3) . ?
C13 H13 0.93 . ?
C14 C15 1.41(2) . ?
C14 Br2 1.886(16) . ?
C15 C16 1.37(3) . ?
C15 H15 0.93 . ?
C16 C17 1.42(3) . ?
C16 H16 0.93 . ?
C17 C18 1.44(2) . ?
C18 C19 1.37(2) . ?
C18 N3 1.38(2) . ?
C19 C20 1.35(3) . ?
C19 H19 0.93 . ?
C20 C21 1.39(3) . ?
C20 H20 0.93 . ?
C21 C22 1.34(3) . ?
C21 H21 0.93 . ?
C22 N3 1.41(2) . ?
C22 H22 0.93 . ?
C23 N2 1.36(2) . ?
C23 C24 1.37(3) . ?
C23 H23 0.93 . ?
C24 C25 1.37(3) . ?
C24 H24 0.93 . ?
C25 C26 1.38(3) . ?
C25 H25 0.93 . ?
C26 C27 1.38(3) . ?
C26 H26 0.93 . ?
C27 N2 1.37(2) . ?
C27 C28 1.49(2) . ?
C28 C29 1.36(3) . ?
C28 C33 1.41(2) . ?
C29 F1 1.37(3) . ?
C29 C30 1.38(3) . ?
C30 C31 1.35(3) . ?
C30 H30 0.93 . ?
C31 C32 1.32(3) . ?
C31 F2 1.38(2) . ?
C32 C33 1.38(2) . ?
C32 H32 0.93 . ?
C33 Ir1 2.122(17) . ?
Ir1 N3 2.012(11) . ?
Ir1 N1 2.063(12) . ?
Ir1 N2 2.136(15) . ?

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
N1 C1 C2 121.9(17) . . ?
N1 C1 H1 119 . . ?
C2 C1 H1 119 . . ?
Cl3D C1D Cl2D 106.9(15) . . ?
Cl3D C1D Cl1D 103.9(15) . . ?
Cl2D C1D Cl1D 106.7(14) . . ?
Cl3D C1D H1D 112.9 . . ?
Cl2D C1D H1D 112.9 . . ?
Cl1D C1D H1D 112.9 . . ?
C3 C2 C1 118.5(18) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 120.6(16) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 119.5(15) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 118.3(14) . . ?
N1 C5 C6 116.1(13) . . ?
C4 C5 C6 125.6(14) . . ?
C7 C6 C11 122.4(14) . . ?
C7 C6 C5 122.9(13) . . ?
C11 C6 C5 114.6(13) . . ?
C6 C7 C8 118.3(15) . . ?
C6 C7 H7 120.9 . . ?
C8 C7 H7 120.9 . . ?
C9 C8 C7 120.0(16) . . ?
C9 C8 H8 120 . . ?
C7 C8 H8 120 . . ?
C8 C9 C10 120.7(15) . . ?
C8 C9 Br1 118.9(13) . . ?
C10 C9 Br1 120.2(12) . . ?
C9 C10 C11 122.5(14) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
C10 C11 C6 115.9(13) . . ?
C10 C11 Ir1 129.7(11) . . ?
C6 C11 Ir1 114.1(11) . . ?
C13 C12 C17 117.8(15) . . ?
C13 C12 Ir1 129.1(12) . . ?
C17 C12 Ir1 113.0(11) . . ?
C12 C13 C14 123.1(16) . . ?
C12 C13 H13 118.4 . . ?
C14 C13 H13 118.4 . . ?
C13 C14 C15 120.0(16) . . ?
C13 C14 Br2 121.2(13) . . ?
C15 C14 Br2 118.7(13) . . ?
C16 C15 C14 117.6(17) . . ?
C16 C15 H15 121.2 . . ?
C14 C15 H15 121.2 . . ?
C15 C16 C17 121.6(17) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C12 C17 C16 119.4(15) . . ?
C12 C17 C18 117.2(14) . . ?
C16 C17 C18 123.2(15) . . ?
C19 C18 N3 119.8(16) . . ?
C19 C18 C17 128.4(17) . . ?
N3 C18 C17 111.8(13) . . ?
C20 C19 C18 123(2) . . ?
C20 C19 H19 118.5 . . ?
C18 C19 H19 118.5 . . ?
C19 C20 C21 117.7(19) . . ?
C19 C20 H20 121.1 . . ?
C21 C20 H20 121.1 . . ?
C22 C21 C20 121(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 N3 121.0(19) . . ?
C21 C22 H22 119.5 . . ?
N3 C22 H22 119.5 . . ?
N2 C23 C24 122.5(19) . . ?
N2 C23 H23 118.8 . . ?
C24 C23 H23 118.8 . . ?
C23 C24 C25 118(2) . . ?
C23 C24 H24 121.1 . . ?
C25 C24 H24 121.1 . . ?
C24 C25 C26 121(3) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C27 119(2) . . ?
C25 C26 H26 120.6 . . ?
C27 C26 H26 120.6 . . ?
N2 C27 C26 121(2) . . ?
N2 C27 C28 115.2(16) . . ?
C26 C27 C28 124(2) . . ?
C29 C28 C33 118.7(18) . . ?
C29 C28 C27 125.2(19) . . ?
C33 C28 C27 116.0(16) . . ?
C28 C29 F1 121(2) . . ?
C28 C29 C30 122(2) . . ?
F1 C29 C30 117(2) . . ?
C31 C30 C29 115(2) . . ?
C31 C30 H30 122.3 . . ?
C29 C30 H30 122.3 . . ?
C32 C31 C30 126(2) . . ?
C32 C31 F2 118.7(19) . . ?
C30 C31 F2 114.8(18) . . ?
C31 C32 C33 117.6(19) . . ?
C31 C32 H32 121.2 . . ?
C33 C32 H32 121.2 . . ?
C32 C33 C28 119.2(17) . . ?
C32 C33 Ir1 126.5(14) . . ?
C28 C33 Ir1 114.3(13) . . ?
N3 Ir1 C12 80.2(5) . . ?
N3 Ir1 C11 92.9(5) . . ?
C12 Ir1 C11 94.7(6) . . ?
N3 Ir1 N1 170.8(5) . . ?
C12 Ir1 N1 95.2(5) . . ?
C11 Ir1 N1 79.5(5) . . ?
N3 Ir1 C33 92.1(6) . . ?
C12 Ir1 C33 94.7(6) . . ?
C11 Ir1 C33 170.0(6) . . ?
N1 Ir1 C33 96.3(6) . . ?
N3 Ir1 N2 99.9(5) . . ?
C12 Ir1 N2 173.2(5) . . ?
C11 Ir1 N2 92.1(6) . . ?
N1 Ir1 N2 85.6(5) . . ?
C33 Ir1 N2 78.5(6) . . ?
C1 N1 C5 121.1(14) . . ?
C1 N1 Ir1 123.6(11) . . ?
C5 N1 Ir1 115.3(10) . . ?
C23 N2 C27 118.9(16) . . ?
C23 N2 Ir1 125.6(13) . . ?
C27 N2 Ir1 115.3(12) . . ?
C18 N3 C22 117.5(13) . . ?
C18 N3 Ir1 117.2(10) . . ?
C22 N3 Ir1 125.0(11) . . ?

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
N1 C1 C2 C3 2(3) . . . . ?
C1 C2 C3 C4 1(3) . . . . ?
C2 C3 C4 C5 -3(3) . . . . ?
C3 C4 C5 N1 4(2) . . . . ?
C3 C4 C5 C6 -173.9(18) . . . . ?
N1 C5 C6 C7 175.2(16) . . . . ?
C4 C5 C6 C7 -7(3) . . . . ?
N1 C5 C6 C11 -1(2) . . . . ?
C4 C5 C6 C11 177.0(16) . . . . ?
C11 C6 C7 C8 -5(3) . . . . ?
C5 C6 C7 C8 179.5(17) . . . . ?
C6 C7 C8 C9 5(3) . . . . ?
C7 C8 C9 C10 -4(3) . . . . ?
C7 C8 C9 Br1 -179.7(15) . . . . ?
C8 C9 C10 C11 3(3) . . . . ?
Br1 C9 C10 C11 178.6(14) . . . . ?
C9 C10 C11 C6 -3(3) . . . . ?
C9 C10 C11 Ir1 170.5(14) . . . . ?
C7 C6 C11 C10 4(3) . . . . ?
C5 C6 C11 C10 179.7(16) . . . . ?
C7 C6 C11 Ir1 -170.6(14) . . . . ?
C5 C6 C11 Ir1 5(2) . . . . ?
C17 C12 C13 C14 -1(2) . . . . ?
Ir1 C12 C13 C14 174.7(12) . . . . ?
C12 C13 C14 C15 6(3) . . . . ?
C12 C13 C14 Br2 -175.7(12) . . . . ?
C13 C14 C15 C16 -7(2) . . . . ?
Br2 C14 C15 C16 174.7(13) . . . . ?
C14 C15 C16 C17 4(3) . . . . ?
C13 C12 C17 C16 -2(2) . . . . ?
Ir1 C12 C17 C16 -178.7(12) . . . . ?
C13 C12 C17 C18 173.8(14) . . . . ?
Ir1 C12 C17 C18 -3.0(17) . . . . ?
C15 C16 C17 C12 1(3) . . . . ?
C15 C16 C17 C18 -174.7(16) . . . . ?
C12 C17 C18 C19 177.2(16) . . . . ?
C16 C17 C18 C19 -7(3) . . . . ?
C12 C17 C18 N3 -2.3(19) . . . . ?
C16 C17 C18 N3 173.2(15) . . . . ?
N3 C18 C19 C20 -1(3) . . . . ?
C17 C18 C19 C20 180.0(19) . . . . ?
C18 C19 C20 C21 -1(3) . . . . ?
C19 C20 C21 C22 1(4) . . . . ?
C20 C21 C22 N3 -1(3) . . . . ?
N2 C23 C24 C25 4(4) . . . . ?
C23 C24 C25 C26 -5(4) . . . . ?
C24 C25 C26 C27 2(4) . . . . ?
C25 C26 C27 N2 2(4) . . . . ?
C25 C26 C27 C28 -179(2) . . . . ?
N2 C27 C28 C29 -172.2(19) . . . . ?
C26 C27 C28 C29 9(3) . . . . ?
N2 C27 C28 C33 2(2) . . . . ?
C26 C27 C28 C33 -177(2) . . . . ?
C33 C28 C29 F1 177.8(19) . . . . ?
C27 C28 C29 F1 -8(3) . . . . ?
C33 C28 C29 C30 3(3) . . . . ?
C27 C28 C29 C30 177(2) . . . . ?
C28 C29 C30 C31 -5(4) . . . . ?
F1 C29 C30 C31 -180(2) . . . . ?
C29 C30 C31 C32 8(4) . . . . ?
C29 C30 C31 F2 -179(2) . . . . ?
C30 C31 C32 C33 -8(3) . . . . ?
F2 C31 C32 C33 178.2(18) . . . . ?
C31 C32 C33 C28 6(3) . . . . ?
C31 C32 C33 Ir1 -177.3(15) . . . . ?
C29 C28 C33 C32 -3(3) . . . . ?
C27 C28 C33 C32 -178.3(16) . . . . ?
C29 C28 C33 Ir1 179.2(16) . . . . ?
C27 C28 C33 Ir1 4(2) . . . . ?
C13 C12 Ir1 N3 -171.4(15) . . . . ?
C17 C12 Ir1 N3 5.0(10) . . . . ?
C13 C12 Ir1 C11 96.5(14) . . . . ?
C17 C12 Ir1 C11 -87.2(11) . . . . ?
C13 C12 Ir1 N1 16.7(14) . . . . ?
C17 C12 Ir1 N1 -167.0(11) . . . . ?
C13 C12 Ir1 C33 -80.1(14) . . . . ?
C17 C12 Ir1 C33 96.3(11) . . . . ?
C13 C12 Ir1 N2 -80(5) . . . . ?
C17 C12 Ir1 N2 96(5) . . . . ?
C10 C11 Ir1 N3 6.0(16) . . . . ?
C6 C11 Ir1 N3 179.4(13) . . . . ?
C10 C11 Ir1 C12 86.4(16) . . . . ?
C6 C11 Ir1 C12 -100.2(13) . . . . ?
C10 C11 Ir1 N1 -179.1(17) . . . . ?
C6 C11 Ir1 N1 -5.8(12) . . . . ?
C10 C11 Ir1 C33 -114(4) . . . . ?
C6 C11 Ir1 C33 60(4) . . . . ?
C10 C11 Ir1 N2 -94.0(16) . . . . ?
C6 C11 Ir1 N2 79.4(13) . . . . ?
C32 C33 Ir1 N3 76.9(16) . . . . ?
C28 C33 Ir1 N3 -105.9(13) . . . . ?
C32 C33 Ir1 C12 -3.5(16) . . . . ?
C28 C33 Ir1 C12 173.7(13) . . . . ?
C32 C33 Ir1 C11 -163(3) . . . . ?
C28 C33 Ir1 C11 14(4) . . . . ?
C32 C33 Ir1 N1 -99.3(16) . . . . ?
C28 C33 Ir1 N1 77.9(13) . . . . ?
C32 C33 Ir1 N2 176.5(17) . . . . ?
C28 C33 Ir1 N2 -6.3(12) . . . . ?
C2 C1 N1 C5 -1(3) . . . . ?
C2 C1 N1 Ir1 179.5(15) . . . . ?
C4 C5 N1 C1 -2(2) . . . . ?
C6 C5 N1 C1 176.5(17) . . . . ?
C4 C5 N1 Ir1 177.8(11) . . . . ?
C6 C5 N1 Ir1 -4.2(19) . . . . ?
N3 Ir1 N1 C1 -141(3) . . . . ?
C12 Ir1 N1 C1 -81.3(15) . . . . ?
C11 Ir1 N1 C1 -175.2(16) . . . . ?
C33 Ir1 N1 C1 13.9(16) . . . . ?
N2 Ir1 N1 C1 91.9(15) . . . . ?
N3 Ir1 N1 C5 40(4) . . . . ?
C12 Ir1 N1 C5 99.3(12) . . . . ?
C11 Ir1 N1 C5 5.5(12) . . . . ?
C33 Ir1 N1 C5 -165.4(12) . . . . ?
N2 Ir1 N1 C5 -87.4(12) . . . . ?
C24 C23 N2 C27 1(3) . . . . ?
C24 C23 N2 Ir1 -174.0(17) . . . . ?
C26 C27 N2 C23 -4(3) . . . . ?
C28 C27 N2 C23 177.0(16) . . . . ?
C26 C27 N2 Ir1 171.3(17) . . . . ?
C28 C27 N2 Ir1 -8(2) . . . . ?
N3 Ir1 N2 C23 -87.2(15) . . . . ?
C12 Ir1 N2 C23 -177(4) . . . . ?
C11 Ir1 N2 C23 6.0(15) . . . . ?
N1 Ir1 N2 C23 85.3(15) . . . . ?
C33 Ir1 N2 C23 -177.4(15) . . . . ?
N3 Ir1 N2 C27 97.9(12) . . . . ?
C12 Ir1 N2 C27 8(5) . . . . ?
C11 Ir1 N2 C27 -168.9(13) . . . . ?
N1 Ir1 N2 C27 -89.6(13) . . . . ?
C33 Ir1 N2 C27 7.7(12) . . . . ?
C19 C18 N3 C22 1(2) . . . . ?
C17 C18 N3 C22 -179.3(13) . . . . ?
C19 C18 N3 Ir1 -172.9(12) . . . . ?
C17 C18 N3 Ir1 6.7(16) . . . . ?
C21 C22 N3 C18 0(2) . . . . ?
C21 C22 N3 Ir1 173.1(15) . . . . ?
C12 Ir1 N3 C18 -6.6(10) . . . . ?
C11 Ir1 N3 C18 87.7(11) . . . . ?
N1 Ir1 N3 C18 54(4) . . . . ?
C33 Ir1 N3 C18 -101.0(11) . . . . ?
N2 Ir1 N3 C18 -179.7(10) . . . . ?
C12 Ir1 N3 C22 179.8(13) . . . . ?
C11 Ir1 N3 C22 -85.9(13) . . . . ?
N1 Ir1 N3 C22 -119(3) . . . . ?
C33 Ir1 N3 C22 85.5(13) . . . . ?
N2 Ir1 N3 C22 6.7(13) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CDCl3, CH2Cl2'
_database_code_depnum_ccdc_archive 'CCDC 1011972'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Gacac

_audit_creation_date             2014-03-19T00:00:36-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        Gacac
_chemical_formula_moiety         'C55 H45 Ir1 N8 O2'
_chemical_formula_sum            'C55 H45 Ir N8 O2'
_chemical_formula_weight         1042.19
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
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'

_cell_length_a                   28.413(4)
_cell_length_b                   10.2610(4)
_cell_length_c                   16.5245(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.049(10)
_cell_angle_gamma                90
_cell_volume                     4629.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1404
_cell_measurement_theta_min      2.116
_cell_measurement_theta_max      20.624
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.0954
_exptl_crystal_size_min          0.0492
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2096
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 1 0.0374
1 0 -1 0.0946
1 2 -1 0.0509
1 0 0 0.0068
0 -2 1 0.0443
-1 0 0 0.0380
0 2 -1 0.0508
0 0 1 0.0500
1 -2 -2 0.0427

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.936
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_T_max  0.882

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Nova (Mo) X-ray micro-source'
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      -0.0154709
_diffrn_orient_matrix_ub_12      0.0061693
_diffrn_orient_matrix_ub_13      0.0269462
_diffrn_orient_matrix_ub_21      0.0208502
_diffrn_orient_matrix_ub_22      0.0031598
_diffrn_orient_matrix_ub_23      0.0353952
_diffrn_orient_matrix_ub_31      0.0003934
_diffrn_orient_matrix_ub_32      0.0687855
_diffrn_orient_matrix_ub_33      -0.0040257
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AEos
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_reflns_av_R_equivalents  0.122
_diffrn_reflns_av_unetI/netI     0.2102
_diffrn_reflns_number            16185
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             8148
_reflns_number_gt                4113
_reflns_threshold_expression     >2σ(I)
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   80.00  110.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767 -178.0000  -60.0000 30

#__ type_ start__ end____ width___ exp.time_
  2 omega  -21.00   92.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   38.0000  -60.0000 113

#__ type_ start__ end____ width___ exp.time_
  3 omega   67.00  117.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000 -180.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega   32.00  106.00   1.0000  110.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   38.0000    0.0000 74

;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_structure_solution    'OLEX2 (Dolomanov et al, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
 It was necessary the use of a simu restriction on thermal parameters 
 in one of the atoms.
 It can be assumed that atoms that are bound to one another would move in 
 similar directions with approximately similar amplitudes.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0193P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8148
_refine_ls_number_parameters     599
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1659
_refine_ls_R_factor_gt           0.081
_refine_ls_wR_factor_ref         0.1596
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.708
_refine_diff_density_min         -1.561
_refine_diff_density_rms         0.15

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
Ir Ir -1.4442 7.9887 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.3451(5) 1.1076(11) 0.3922(8) 0.039(4) Uani 1 1 d . . .
H1 H 0.3757 1.0994 0.4337 0.046 Uiso 1 1 calc R . .
C1D C 0.4706(8) 0.4284(15) 0.4040(14) 0.078(6) Uani 1 1 d . . .
C2 C 0.3350(5) 1.2247(12) 0.3489(9) 0.043(4) Uani 1 1 d U . .
H2 H 0.3578 1.2946 0.3601 0.052 Uiso 1 1 calc R . .
C2D C 0.5163(7) 0.4486(15) 0.3791(11) 0.090(6) Uani 1 1 d . . .
H2DA H 0.5138 0.4036 0.3257 0.136 Uiso 1 1 calc R . .
H2DB H 0.5441 0.4134 0.4228 0.136 Uiso 1 1 calc R . .
H2DC H 0.5212 0.542 0.3722 0.136 Uiso 1 1 calc R . .
C3 C 0.2912(6) 1.2350(12) 0.2901(9) 0.053(4) Uani 1 1 d . . .
H3 H 0.2833 1.3144 0.2597 0.064 Uiso 1 1 calc R . .
C3D C 0.4162(8) 0.3239(16) 0.1898(11) 0.073(6) Uani 1 1 d . . .
C4 C 0.2577(6) 1.1340(12) 0.2726(8) 0.045(4) Uani 1 1 d . . .
H4 H 0.2273 1.1431 0.2309 0.054 Uiso 1 1 calc R . .
C4D C 0.3739(6) 0.4111(14) 0.1754(11) 0.086(6) Uani 1 1 d . . .
H4DA H 0.3481 0.3808 0.1265 0.129 Uiso 1 1 calc R . .
H4DB H 0.3838 0.4997 0.1649 0.129 Uiso 1 1 calc R . .
H4DC H 0.3615 0.4113 0.2252 0.129 Uiso 1 1 calc R . .
C5 C 0.2704(6) 1.0144(13) 0.3195(9) 0.048(4) Uani 1 1 d . . .
C6 C 0.2413(6) 0.8995(12) 0.3112(9) 0.038(4) Uani 1 1 d . . .
C7 C 0.1950(6) 0.8876(11) 0.2526(9) 0.042(4) Uani 1 1 d . . .
H7 H 0.1812 0.9592 0.2176 0.05 Uiso 1 1 calc R . .
C8 C 0.1691(6) 0.7685(11) 0.2461(8) 0.047(4) Uani 1 1 d . . .
H8 H 0.1383 0.7595 0.2053 0.056 Uiso 1 1 calc R . .
C9 C 0.1885(5) 0.6634(12) 0.2993(8) 0.038(4) Uani 1 1 d . . .
C10 C 0.2332(5) 0.6865(12) 0.3595(8) 0.039(4) Uani 1 1 d . . .
H10 H 0.246 0.6204 0.3998 0.047 Uiso 1 1 calc R . .
C11 C 0.2596(5) 0.8008(12) 0.3634(9) 0.041(4) Uani 1 1 d . . .
C12 C 0.2899(5) 0.9071(11) 0.5253(9) 0.043(4) Uani 1 1 d . . .
C13 C 0.2661(5) 1.0211(11) 0.5249(8) 0.041(4) Uani 1 1 d . . .
H13 H 0.2659 1.0811 0.4811 0.049 Uiso 1 1 calc R . .
C14 C 0.2416(5) 1.0579(12) 0.5850(8) 0.043(4) Uani 1 1 d . . .
C15 C 0.2431(5) 0.9704(12) 0.6505(9) 0.049(4) Uani 1 1 d . . .
H15 H 0.2276 0.9929 0.6926 0.059 Uiso 1 1 calc R . .
C16 C 0.2664(5) 0.8535(12) 0.6551(8) 0.046(4) Uani 1 1 d . . .
H16 H 0.2666 0.7946 0.6995 0.055 Uiso 1 1 calc R . .
C17 C 0.2899(5) 0.8205(11) 0.5947(8) 0.036(3) Uani 1 1 d . . .
C18 C 0.3150(5) 0.6963(11) 0.5913(8) 0.043(4) Uani 1 1 d . . .
C19 C 0.3214(5) 0.5946(12) 0.6495(9) 0.046(4) Uani 1 1 d . . .
H19 H 0.3105 0.6051 0.6985 0.055 Uiso 1 1 calc R . .
C20 C 0.3429(5) 0.4809(12) 0.6369(9) 0.043(4) Uani 1 1 d . . .
H20 H 0.3478 0.4128 0.6774 0.051 Uiso 1 1 calc R . .
C21 C 0.3574(6) 0.4660(12) 0.5648(9) 0.054(5) Uani 1 1 d . . .
H21 H 0.3714 0.386 0.554 0.065 Uiso 1 1 calc R . .
C22 C 0.3519(5) 0.5647(12) 0.5097(8) 0.046(4) Uani 1 1 d . . .
H22 H 0.3639 0.5548 0.4619 0.055 Uiso 1 1 calc R . .
C23 C -0.0100(6) -0.2160(14) 0.1595(10) 0.065(5) Uani 1 1 d . . .
H23 H -0.0255 -0.2988 0.1511 0.079 Uiso 1 1 calc R . .
C24 C 0.0286(6) -0.1957(13) 0.2297(10) 0.054(4) Uani 1 1 d . . .
H24 H 0.0394 -0.2637 0.2695 0.065 Uiso 1 1 calc R . .
C25 C 0.0516(5) -0.0753(13) 0.2420(8) 0.050(4) Uani 1 1 d . . .
H25 H 0.0785 -0.0613 0.2902 0.06 Uiso 1 1 calc R . .
C26 C 0.0357(6) 0.0250(14) 0.1846(9) 0.054(4) Uani 1 1 d . . .
C27 C -0.0026(6) 0.0035(15) 0.1145(9) 0.056(4) Uani 1 1 d . . .
H27 H -0.013 0.0719 0.0749 0.067 Uiso 1 1 calc R . .
C28 C -0.0269(6) -0.1169(15) 0.0997(10) 0.069(5) Uani 1 1 d . . .
H28 H -0.0537 -0.1308 0.0514 0.083 Uiso 1 1 calc R . .
C29 C 0.1127(6) 0.2918(13) 0.2654(9) 0.047(4) Uani 1 1 d . . .
C30 C 0.1601(6) 0.3096(12) 0.3188(9) 0.047(4) Uani 1 1 d . . .
H30 H 0.1766 0.2366 0.3492 0.056 Uiso 1 1 calc R . .
C31 C 0.1832(6) 0.4257(11) 0.3289(8) 0.048(4) Uani 1 1 d . . .
H31 H 0.2159 0.4298 0.364 0.058 Uiso 1 1 calc R . .
C32 C 0.1618(6) 0.5383(12) 0.2910(8) 0.038(4) Uani 1 1 d U . .
C33 C 0.1140(6) 0.5190(12) 0.2392(9) 0.056(5) Uani 1 1 d . . .
H33 H 0.0972 0.593 0.2106 0.067 Uiso 1 1 calc R . .
C34 C 0.0897(6) 0.4029(12) 0.2264(9) 0.054(5) Uani 1 1 d . . .
H34 H 0.0571 0.3984 0.1909 0.064 Uiso 1 1 calc R . .
C35 C 0.0776(6) 1.9852(13) 0.4831(9) 0.052(4) Uani 1 1 d . . .
H35 H 0.0615 2.0674 0.4762 0.063 Uiso 1 1 calc R . .
C36 C 0.1207(6) 1.9680(12) 0.4569(8) 0.047(4) Uani 1 1 d . . .
H36 H 0.1333 2.0388 0.4323 0.056 Uiso 1 1 calc R . .
C37 C 0.1446(5) 1.8488(12) 0.4669(8) 0.049(4) Uani 1 1 d . . .
H37 H 0.173 1.8353 0.4483 0.059 Uiso 1 1 calc R . .
C38 C 0.1249(6) 1.7490(12) 0.5055(8) 0.047(4) Uani 1 1 d . . .
C39 C 0.0805(5) 1.7601(12) 0.5290(8) 0.045(4) Uani 1 1 d . . .
H39 H 0.0667 1.6881 0.5505 0.054 Uiso 1 1 calc R . .
C40 C 0.0587(6) 1.8815(13) 0.5190(10) 0.065(5) Uani 1 1 d . . .
H40 H 0.0301 1.8948 0.537 0.078 Uiso 1 1 calc R . .
C41 C 0.1645(6) 1.4208(12) 0.5546(9) 0.044(4) Uani 1 1 d . . .
C42 C 0.2099(6) 1.4140(12) 0.5402(8) 0.048(4) Uani 1 1 d . . .
H42 H 0.2242 1.4903 0.5244 0.058 Uiso 1 1 calc R . .
C43 C 0.2355(5) 1.2949(10) 0.5488(8) 0.042(4) Uani 1 1 d . . .
H43 H 0.2657 1.2882 0.5348 0.05 Uiso 1 1 calc R . .
C44 C 0.2151(5) 1.1853(11) 0.5787(8) 0.038(4) Uani 1 1 d . . .
C45 C 0.1707(5) 1.1964(12) 0.5959(8) 0.044(4) Uani 1 1 d . . .
H45 H 0.157 1.1227 0.6159 0.053 Uiso 1 1 calc R . .
C46 C 0.1453(5) 1.3145(11) 0.5843(8) 0.045(4) Uani 1 1 d . . .
H46 H 0.1148 1.3211 0.5971 0.054 Uiso 1 1 calc R . .
C47 C 0.4271(6) 0.7238(14) 0.2967(10) 0.076(5) Uani 1 1 d . . .
H47A H 0.4087 0.6464 0.2712 0.114 Uiso 1 1 calc R . .
H47B H 0.462 0.7027 0.3163 0.114 Uiso 1 1 calc R . .
H47C H 0.422 0.7939 0.2549 0.114 Uiso 1 1 calc R . .
C48 C 0.4088(8) 0.7693(14) 0.3730(11) 0.062(5) Uani 1 1 d . . .
C49 C 0.4436(6) 0.8108(15) 0.4475(11) 0.072(5) Uani 1 1 d . . .
H49 H 0.4773 0.7976 0.4515 0.087 Uiso 1 1 calc R . .
C50 C 0.4318(8) 0.8703(12) 0.5162(10) 0.061(5) Uani 1 1 d . . .
C51 C 0.4780(7) 0.9024(14) 0.5879(12) 0.092(7) Uani 1 1 d . . .
H51A H 0.4836 0.9968 0.5901 0.138 Uiso 1 1 calc R . .
H51B H 0.5064 0.8581 0.5776 0.138 Uiso 1 1 calc R . .
H51C H 0.4735 0.8727 0.6417 0.138 Uiso 1 1 calc R . .
Ir1 Ir 0.32457(2) 0.83969(5) 0.44633(4) 0.0408(2) Uani 1 1 d . . .
N1 N 0.3150(4) 1.0067(9) 0.3794(7) 0.036(3) Uani 1 1 d . . .
N1D N 0.4362(6) 0.4099(16) 0.4242(13) 0.109(7) Uani 1 1 d . . .
N2 N 0.0932(5) 0.1656(10) 0.2576(8) 0.050(3) Uani 1 1 d . . .
N2D N 0.4483(7) 0.2525(14) 0.1959(14) 0.128(8) Uani 1 1 d . . .
N3 N 0.0578(5) 0.1523(11) 0.1933(7) 0.049(3) Uani 1 1 d . . .
N4 N 0.3299(4) 0.6773(9) 0.5199(7) 0.038(3) Uani 1 1 d . . .
N5 N 0.1344(4) 1.5388(10) 0.5445(7) 0.047(3) Uani 1 1 d . . .
N6 N 0.1534(4) 1.6304(10) 0.5137(7) 0.049(3) Uani 1 1 d . . .
O1 O 0.3631(4) 0.7620(8) 0.3606(6) 0.050(3) Uani 1 1 d . . .
O2 O 0.3928(4) 0.8897(8) 0.5346(7) 0.058(3) Uani 1 1 d U . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
C1 N1 1.323(14) . ?
C1 C2 1.387(15) . ?
C1 H1 0.95 . ?
C1D N1D 1.13(2) . ?
C1D C2D 1.48(2) . ?
C2 C3 1.354(18) . ?
C2 H2 0.95 . ?
C2D H2DA 0.98 . ?
C2D H2DB 0.98 . ?
C2D H2DC 0.98 . ?
C3 C4 1.383(17) . ?
C3 H3 0.95 . ?
C3D N2D 1.15(2) . ?
C3D C4D 1.46(2) . ?
C4 C5 1.443(16) . ?
C4 H4 0.95 . ?
C4D H4DA 0.98 . ?
C4D H4DB 0.98 . ?
C4D H4DC 0.98 . ?
C5 N1 1.378(17) . ?
C5 C6 1.425(17) . ?
C6 C11 1.338(16) . ?
C6 C7 1.405(18) . ?
C7 C8 1.415(16) . ?
C7 H7 0.95 . ?
C8 C9 1.404(16) . ?
C8 H8 0.95 . ?
C9 C10 1.399(17) . ?
C9 C32 1.477(17) . ?
C10 C11 1.384(16) . ?
C10 H10 0.95 . ?
C11 Ir1 2.012(14) . ?
C12 C13 1.350(14) . ?
C12 C17 1.451(17) . ?
C12 Ir1 1.967(12) . ?
C13 C14 1.413(16) . ?
C13 H13 0.95 . ?
C14 C15 1.397(16) . ?
C14 C44 1.498(16) . ?
C15 C16 1.362(15) . ?
C15 H15 0.95 . ?
C16 C17 1.387(16) . ?
C16 H16 0.95 . ?
C17 C18 1.469(16) . ?
C18 N4 1.374(15) . ?
C18 C19 1.396(16) . ?
C19 C20 1.360(15) . ?
C19 H19 0.95 . ?
C20 C21 1.373(17) . ?
C20 H20 0.95 . ?
C21 C22 1.342(16) . ?
C21 H21 0.95 . ?
C22 N4 1.346(13) . ?
C22 H22 0.95 . ?
C23 C24 1.373(19) . ?
C23 C28 1.406(19) . ?
C23 H23 0.95 . ?
C24 C25 1.386(16) . ?
C24 H24 0.95 . ?
C25 C26 1.387(17) . ?
C25 H25 0.95 . ?
C26 C27 1.371(19) . ?
C26 N3 1.438(16) . ?
C27 C28 1.404(18) . ?
C27 H27 0.95 . ?
C28 H28 0.95 . ?
C29 C34 1.382(17) . ?
C29 N2 1.401(15) . ?
C29 C30 1.403(19) . ?
C30 C31 1.348(16) . ?
C30 H30 0.95 . ?
C31 C32 1.374(16) . ?
C31 H31 0.95 . ?
C32 C33 1.407(19) . ?
C33 C34 1.364(16) . ?
C33 H33 0.95 . ?
C34 H34 0.95 . ?
C35 C40 1.395(17) . ?
C35 C36 1.418(18) . ?
C35 H35 0.95 . ?
C36 C37 1.387(16) . ?
C36 H36 0.95 . ?
C37 C38 1.402(17) . ?
C37 H37 0.95 . ?
C38 C39 1.424(18) . ?
C38 N6 1.447(15) . ?
C39 C40 1.380(16) . ?
C39 H39 0.95 . ?
C40 H40 0.95 . ?
C41 C46 1.369(15) . ?
C41 C42 1.379(18) . ?
C41 N5 1.465(15) . ?
C42 C43 1.409(16) . ?
C42 H42 0.95 . ?
C43 C44 1.416(15) . ?
C43 H43 0.95 . ?
C44 C45 1.372(17) . ?
C45 C46 1.396(15) . ?
C45 H45 0.95 . ?
C46 H46 0.95 . ?
C47 C48 1.562(19) . ?
C47 H47A 0.98 . ?
C47 H47B 0.98 . ?
C47 H47C 0.98 . ?
C48 O1 1.258(18) . ?
C48 C49 1.42(2) . ?
C49 C50 1.41(2) . ?
C49 H49 0.95 . ?
C50 O2 1.243(19) . ?
C50 C51 1.54(2) . ?
C51 H51A 0.98 . ?
C51 H51B 0.98 . ?
C51 H51C 0.98 . ?
Ir1 N1 2.016(10) . ?
Ir1 N4 2.043(9) . ?
Ir1 O2 2.141(10) . ?
Ir1 O1 2.168(9) . ?
N2 N3 1.253(14) . ?
N5 N6 1.259(13) . ?

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
N1 C1 C2 124.3(14) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
N1D C1D C2D 178(2) . . ?
C3 C2 C1 117.1(13) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C1D C2D H2DA 109.5 . . ?
C1D C2D H2DB 109.5 . . ?
H2DA C2D H2DB 109.5 . . ?
C1D C2D H2DC 109.5 . . ?
H2DA C2D H2DC 109.5 . . ?
H2DB C2D H2DC 109.5 . . ?
C2 C3 C4 122.3(13) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
N2D C3D C4D 176(2) . . ?
C3 C4 C5 118.0(14) . . ?
C3 C4 H4 121 . . ?
C5 C4 H4 121 . . ?
C3D C4D H4DA 109.5 . . ?
C3D C4D H4DB 109.5 . . ?
H4DA C4D H4DB 109.5 . . ?
C3D C4D H4DC 109.5 . . ?
H4DA C4D H4DC 109.5 . . ?
H4DB C4D H4DC 109.5 . . ?
N1 C5 C6 114.5(13) . . ?
N1 C5 C4 118.6(13) . . ?
C6 C5 C4 126.9(15) . . ?
C11 C6 C7 120.0(12) . . ?
C11 C6 C5 116.9(14) . . ?
C7 C6 C5 123.0(14) . . ?
C6 C7 C8 119.7(12) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C9 C8 C7 120.7(14) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C10 C9 C8 115.9(12) . . ?
C10 C9 C32 123.7(12) . . ?
C8 C9 C32 120.5(13) . . ?
C11 C10 C9 123.4(13) . . ?
C11 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
C6 C11 C10 120.2(13) . . ?
C6 C11 Ir1 114.1(10) . . ?
C10 C11 Ir1 125.7(11) . . ?
C13 C12 C17 115.2(12) . . ?
C13 C12 Ir1 130.1(11) . . ?
C17 C12 Ir1 114.7(8) . . ?
C12 C13 C14 124.9(12) . . ?
C12 C13 H13 117.6 . . ?
C14 C13 H13 117.6 . . ?
C15 C14 C13 117.1(12) . . ?
C15 C14 C44 121.5(12) . . ?
C13 C14 C44 121.4(11) . . ?
C16 C15 C14 121.3(12) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 119.9(12) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C12 121.5(11) . . ?
C16 C17 C18 125.1(12) . . ?
C12 C17 C18 113.3(11) . . ?
N4 C18 C19 118.3(11) . . ?
N4 C18 C17 115.1(11) . . ?
C19 C18 C17 126.4(13) . . ?
C20 C19 C18 120.9(13) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C21 118.9(12) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 H20 120.5 . . ?
C22 C21 C20 119.9(12) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 N4 122.3(13) . . ?
C21 C22 H22 118.8 . . ?
N4 C22 H22 118.8 . . ?
C24 C23 C28 121.5(14) . . ?
C24 C23 H23 119.3 . . ?
C28 C23 H23 119.3 . . ?
C23 C24 C25 119.5(15) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C26 120.7(14) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C27 C26 C25 119.3(14) . . ?
C27 C26 N3 116.9(14) . . ?
C25 C26 N3 123.7(14) . . ?
C26 C27 C28 121.8(15) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 H27 119.1 . . ?
C27 C28 C23 117.2(16) . . ?
C27 C28 H28 121.4 . . ?
C23 C28 H28 121.4 . . ?
C34 C29 N2 126.5(15) . . ?
C34 C29 C30 115.8(13) . . ?
N2 C29 C30 117.7(14) . . ?
C31 C30 C29 122.9(14) . . ?
C31 C30 H30 118.5 . . ?
C29 C30 H30 118.5 . . ?
C30 C31 C32 123.2(15) . . ?
C30 C31 H31 118.4 . . ?
C32 C31 H31 118.4 . . ?
C31 C32 C33 113.0(12) . . ?
C31 C32 C9 122.5(14) . . ?
C33 C32 C9 124.3(13) . . ?
C34 C33 C32 125.5(14) . . ?
C34 C33 H33 117.3 . . ?
C32 C33 H33 117.3 . . ?
C33 C34 C29 119.6(15) . . ?
C33 C34 H34 120.2 . . ?
C29 C34 H34 120.2 . . ?
C40 C35 C36 120.0(13) . . ?
C40 C35 H35 120 . . ?
C36 C35 H35 120 . . ?
C37 C36 C35 120.7(13) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 117.0(14) . . ?
C36 C37 H37 121.5 . . ?
C38 C37 H37 121.5 . . ?
C37 C38 C39 124.1(12) . . ?
C37 C38 N6 111.9(13) . . ?
C39 C38 N6 123.8(12) . . ?
C40 C39 C38 116.2(12) . . ?
C40 C39 H39 121.9 . . ?
C38 C39 H39 121.9 . . ?
C39 C40 C35 121.8(15) . . ?
C39 C40 H40 119.1 . . ?
C35 C40 H40 119.1 . . ?
C46 C41 C42 120.4(13) . . ?
C46 C41 N5 115.0(13) . . ?
C42 C41 N5 124.5(12) . . ?
C41 C42 C43 120.6(13) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 H42 119.7 . . ?
C42 C43 C44 118.3(13) . . ?
C42 C43 H43 120.9 . . ?
C44 C43 H43 120.9 . . ?
C45 C44 C43 119.8(12) . . ?
C45 C44 C14 122.1(12) . . ?
C43 C44 C14 118.1(12) . . ?
C44 C45 C46 120.9(12) . . ?
C44 C45 H45 119.6 . . ?
C46 C45 H45 119.6 . . ?
C41 C46 C45 119.9(13) . . ?
C41 C46 H46 120 . . ?
C45 C46 H46 120 . . ?
C48 C47 H47A 109.5 . . ?
C48 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C48 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
O1 C48 C49 127.1(16) . . ?
O1 C48 C47 114.1(16) . . ?
C49 C48 C47 118.8(17) . . ?
C50 C49 C48 124.4(17) . . ?
C50 C49 H49 117.8 . . ?
C48 C49 H49 117.8 . . ?
O2 C50 C49 133.9(18) . . ?
O2 C50 C51 113.9(15) . . ?
C49 C50 C51 111.7(18) . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C12 Ir1 C11 89.3(5) . . ?
C12 Ir1 N1 92.8(5) . . ?
C11 Ir1 N1 80.5(5) . . ?
C12 Ir1 N4 82.0(5) . . ?
C11 Ir1 N4 98.4(5) . . ?
N1 Ir1 N4 174.7(4) . . ?
C12 Ir1 O2 89.4(5) . . ?
C11 Ir1 O2 177.5(4) . . ?
N1 Ir1 O2 97.5(4) . . ?
N4 Ir1 O2 83.5(4) . . ?
C12 Ir1 O1 178.9(4) . . ?
C11 Ir1 O1 90.9(5) . . ?
N1 Ir1 O1 88.3(3) . . ?
N4 Ir1 O1 97.0(4) . . ?
O2 Ir1 O1 90.4(4) . . ?
C1 N1 C5 119.7(12) . . ?
C1 N1 Ir1 126.5(10) . . ?
C5 N1 Ir1 113.7(9) . . ?
N3 N2 C29 112.5(13) . . ?
N2 N3 C26 114.1(13) . . ?
C22 N4 C18 119.5(11) . . ?
C22 N4 Ir1 125.9(9) . . ?
C18 N4 Ir1 113.9(8) . . ?
N6 N5 C41 111.2(11) . . ?
N5 N6 C38 112.0(12) . . ?
C48 O1 Ir1 123.7(10) . . ?
C50 O2 Ir1 119.7(11) . . ?

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
N1 C1 C2 C3 0(2) . . . . ?
C1 C2 C3 C4 0(2) . . . . ?
C2 C3 C4 C5 0(2) . . . . ?
C3 C4 C5 N1 0.3(18) . . . . ?
C3 C4 C5 C6 -180.0(12) . . . . ?
N1 C5 C6 C11 1.9(17) . . . . ?
C4 C5 C6 C11 -177.8(12) . . . . ?
N1 C5 C6 C7 -179.0(12) . . . . ?
C4 C5 C6 C7 1(2) . . . . ?
C11 C6 C7 C8 -3.3(19) . . . . ?
C5 C6 C7 C8 177.6(11) . . . . ?
C6 C7 C8 C9 2.0(19) . . . . ?
C7 C8 C9 C10 2.2(17) . . . . ?
C7 C8 C9 C32 -178.6(11) . . . . ?
C8 C9 C10 C11 -5.4(18) . . . . ?
C32 C9 C10 C11 175.4(11) . . . . ?
C7 C6 C11 C10 0(2) . . . . ?
C5 C6 C11 C10 179.4(12) . . . . ?
C7 C6 C11 Ir1 -177.1(10) . . . . ?
C5 C6 C11 Ir1 2.0(15) . . . . ?
C9 C10 C11 C6 4(2) . . . . ?
C9 C10 C11 Ir1 -178.7(9) . . . . ?
C17 C12 C13 C14 -1(2) . . . . ?
Ir1 C12 C13 C14 178.8(11) . . . . ?
C12 C13 C14 C15 2(2) . . . . ?
C12 C13 C14 C44 -178.6(14) . . . . ?
C13 C14 C15 C16 -1(2) . . . . ?
C44 C14 C15 C16 178.7(13) . . . . ?
C14 C15 C16 C17 1(2) . . . . ?
C15 C16 C17 C12 -1(2) . . . . ?
C15 C16 C17 C18 -178.1(13) . . . . ?
C13 C12 C17 C16 1(2) . . . . ?
Ir1 C12 C17 C16 -179.1(11) . . . . ?
C13 C12 C17 C18 178.4(12) . . . . ?
Ir1 C12 C17 C18 -1.6(15) . . . . ?
C16 C17 C18 N4 171.4(13) . . . . ?
C12 C17 C18 N4 -6.0(18) . . . . ?
C16 C17 C18 C19 -3(2) . . . . ?
C12 C17 C18 C19 179.3(13) . . . . ?
N4 C18 C19 C20 2(2) . . . . ?
C17 C18 C19 C20 176.2(13) . . . . ?
C18 C19 C20 C21 -1(2) . . . . ?
C19 C20 C21 C22 2(2) . . . . ?
C20 C21 C22 N4 -4(2) . . . . ?
C28 C23 C24 C25 0(2) . . . . ?
C23 C24 C25 C26 1(2) . . . . ?
C24 C25 C26 C27 -1(2) . . . . ?
C24 C25 C26 N3 180.0(12) . . . . ?
C25 C26 C27 C28 1(2) . . . . ?
N3 C26 C27 C28 -179.8(13) . . . . ?
C26 C27 C28 C23 -1(2) . . . . ?
C24 C23 C28 C27 0(2) . . . . ?
C34 C29 C30 C31 -3(2) . . . . ?
N2 C29 C30 C31 177.6(12) . . . . ?
C29 C30 C31 C32 3(2) . . . . ?
C30 C31 C32 C33 -1.5(19) . . . . ?
C30 C31 C32 C9 -176.9(12) . . . . ?
C10 C9 C32 C31 -14.4(19) . . . . ?
C8 C9 C32 C31 166.5(12) . . . . ?
C10 C9 C32 C33 170.7(13) . . . . ?
C8 C9 C32 C33 -8.4(19) . . . . ?
C31 C32 C33 C34 0(2) . . . . ?
C9 C32 C33 C34 175.8(12) . . . . ?
C32 C33 C34 C29 -1(2) . . . . ?
N2 C29 C34 C33 -178.8(12) . . . . ?
C30 C29 C34 C33 2.2(19) . . . . ?
C40 C35 C36 C37 0(2) . . . . ?
C35 C36 C37 C38 -2(2) . . . . ?
C36 C37 C38 C39 5(2) . . . . ?
C36 C37 C38 N6 -179.0(12) . . . . ?
C37 C38 C39 C40 -6(2) . . . . ?
N6 C38 C39 C40 178.4(13) . . . . ?
C38 C39 C40 C35 4(2) . . . . ?
C36 C35 C40 C39 -1(2) . . . . ?
C46 C41 C42 C43 6(2) . . . . ?
N5 C41 C42 C43 -177.7(12) . . . . ?
C41 C42 C43 C44 -5(2) . . . . ?
C42 C43 C44 C45 2.1(19) . . . . ?
C42 C43 C44 C14 178.0(12) . . . . ?
C15 C14 C44 C45 -40(2) . . . . ?
C13 C14 C44 C45 139.7(14) . . . . ?
C15 C14 C44 C43 143.7(14) . . . . ?
C13 C14 C44 C43 -36.1(19) . . . . ?
C43 C44 C45 C46 0(2) . . . . ?
C14 C44 C45 C46 -175.8(12) . . . . ?
C42 C41 C46 C45 -3(2) . . . . ?
N5 C41 C46 C45 179.5(12) . . . . ?
C44 C45 C46 C41 1(2) . . . . ?
O1 C48 C49 C50 -10(3) . . . . ?
C47 C48 C49 C50 171.0(13) . . . . ?
C48 C49 C50 O2 8(3) . . . . ?
C48 C49 C50 C51 179.4(14) . . . . ?
C13 C12 Ir1 C11 -75.9(14) . . . . ?
C17 C12 Ir1 C11 104.2(11) . . . . ?
C13 C12 Ir1 N1 4.6(14) . . . . ?
C17 C12 Ir1 N1 -175.3(10) . . . . ?
C13 C12 Ir1 N4 -174.5(14) . . . . ?
C17 C12 Ir1 N4 5.6(10) . . . . ?
C13 C12 Ir1 O2 102.1(14) . . . . ?
C17 C12 Ir1 O2 -77.9(10) . . . . ?
C13 C12 Ir1 O1 -18E1(10) . . . . ?
C17 C12 Ir1 O1 0E1(3) . . . . ?
C6 C11 Ir1 C12 89.3(10) . . . . ?
C10 C11 Ir1 C12 -87.9(11) . . . . ?
C6 C11 Ir1 N1 -3.6(10) . . . . ?
C10 C11 Ir1 N1 179.2(12) . . . . ?
C6 C11 Ir1 N4 171.1(10) . . . . ?
C10 C11 Ir1 N4 -6.1(12) . . . . ?
C6 C11 Ir1 O2 31(12) . . . . ?
C10 C11 Ir1 O2 -146(11) . . . . ?
C6 C11 Ir1 O1 -91.7(10) . . . . ?
C10 C11 Ir1 O1 91.1(11) . . . . ?
C2 C1 N1 C5 0.3(18) . . . . ?
C2 C1 N1 Ir1 -174.4(9) . . . . ?
C6 C5 N1 C1 179.7(10) . . . . ?
C4 C5 N1 C1 -0.5(17) . . . . ?
C6 C5 N1 Ir1 -4.9(14) . . . . ?
C4 C5 N1 Ir1 174.9(8) . . . . ?
C12 Ir1 N1 C1 90.8(10) . . . . ?
C11 Ir1 N1 C1 179.7(11) . . . . ?
N4 Ir1 N1 C1 100(5) . . . . ?
O2 Ir1 N1 C1 1.1(10) . . . . ?
O1 Ir1 N1 C1 -89.1(10) . . . . ?
C12 Ir1 N1 C5 -84.2(9) . . . . ?
C11 Ir1 N1 C5 4.6(9) . . . . ?
N4 Ir1 N1 C5 -75(5) . . . . ?
O2 Ir1 N1 C5 -174.0(8) . . . . ?
O1 Ir1 N1 C5 95.8(9) . . . . ?
C34 C29 N2 N3 19.4(19) . . . . ?
C30 C29 N2 N3 -161.5(12) . . . . ?
C29 N2 N3 C26 -178.0(11) . . . . ?
C27 C26 N3 N2 -178.7(13) . . . . ?
C25 C26 N3 N2 0(2) . . . . ?
C21 C22 N4 C18 4(2) . . . . ?
C21 C22 N4 Ir1 174.4(11) . . . . ?
C19 C18 N4 C22 -3(2) . . . . ?
C17 C18 N4 C22 -178.0(12) . . . . ?
C19 C18 N4 Ir1 -174.3(10) . . . . ?
C17 C18 N4 Ir1 10.5(15) . . . . ?
C12 Ir1 N4 C22 -179.8(12) . . . . ?
C11 Ir1 N4 C22 92.1(12) . . . . ?
N1 Ir1 N4 C22 170(4) . . . . ?
O2 Ir1 N4 C22 -89.5(11) . . . . ?
O1 Ir1 N4 C22 0.1(12) . . . . ?
C12 Ir1 N4 C18 -9.0(10) . . . . ?
C11 Ir1 N4 C18 -97.1(10) . . . . ?
N1 Ir1 N4 C18 -19(5) . . . . ?
O2 Ir1 N4 C18 81.3(10) . . . . ?
O1 Ir1 N4 C18 171.0(10) . . . . ?
C46 C41 N5 N6 -177.2(12) . . . . ?
C42 C41 N5 N6 5.9(19) . . . . ?
C41 N5 N6 C38 -178.3(11) . . . . ?
C37 C38 N6 N5 -176.7(12) . . . . ?
C39 C38 N6 N5 -0.4(19) . . . . ?
C49 C48 O1 Ir1 9(2) . . . . ?
C47 C48 O1 Ir1 -171.9(8) . . . . ?
C12 Ir1 O1 C48 -9E1(3) . . . . ?
C11 Ir1 O1 C48 172.7(12) . . . . ?
N1 Ir1 O1 C48 92.2(12) . . . . ?
N4 Ir1 O1 C48 -88.7(12) . . . . ?
O2 Ir1 O1 C48 -5.2(12) . . . . ?
C49 C50 O2 Ir1 -5(2) . . . . ?
C51 C50 O2 Ir1 -176.1(8) . . . . ?
C12 Ir1 O2 C50 -178.2(11) . . . . ?
C11 Ir1 O2 C50 -120(11) . . . . ?
N1 Ir1 O2 C50 -85.5(10) . . . . ?
N4 Ir1 O2 C50 99.8(10) . . . . ?
O1 Ir1 O2 C50 2.9(10) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
_database_code_depnum_ccdc_archive 'CCDC 1011973'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C

_audit_creation_date             2014-03-19T00:10:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        C
_chemical_formula_moiety         'C33 H23 Br Ir N3'
_chemical_formula_sum            'C33 H23 Br Ir N3'
_chemical_formula_weight         733.65
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z+1/2'
3 '-x+1/2, y+1/2, z+1/2'
4 'x+1/2, -y+1/2, z'
_cell_length_a                   15.8912(2)
_cell_length_b                   10.86300(13)
_cell_length_c                   14.82648(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2559.44(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10206
_cell_measurement_theta_min      2.263
_cell_measurement_theta_max      28.145
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'fragment of prism'
_exptl_crystal_colour            yellow-orange
_exptl_crystal_size_max          0.2509
_exptl_crystal_size_mid          0.1073
_exptl_crystal_size_min          0.0557
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -2 0.0333
-5 -1 2 0.0957
-1 1 -1 0.0569
1 2 5 0.0248
-1 -2 -5 0.0230
1 0 0 0.0957
0 -1 2 0.0351

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.807
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.336
_exptl_absorpt_correction_T_max  0.761

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Nova (Mo) X-ray micro-source'
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      0.0214082
_diffrn_orient_matrix_ub_12      -0.0234198
_diffrn_orient_matrix_ub_13      0.0474352
_diffrn_orient_matrix_ub_21      -0.0372503
_diffrn_orient_matrix_ub_22      -0.0244773
_diffrn_orient_matrix_ub_23      0.0134231
_diffrn_orient_matrix_ub_31      0.012138
_diffrn_orient_matrix_ub_32      -0.0337716
_diffrn_orient_matrix_ub_33      -0.0425972
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AEos
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_number            15832
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         26.5
_diffrn_reflns_theta_full        26.5
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             5232
_reflns_number_gt                4632
_reflns_threshold_expression     >2sigma(I)
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -14.00   70.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   77.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   -4.00   50.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   77.0000 -180.0000 54

#__ type_ start__ end____ width___ exp.time_
  3 omega   31.00   78.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767   77.0000  -90.0000 47

#__ type_ start__ end____ width___ exp.time_
  4 omega   75.00  111.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  178.0000 -180.0000 36

#__ type_ start__ end____ width___ exp.time_
  5 omega  -53.00   18.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -77.0000  150.0000 71

#__ type_ start__ end____ width___ exp.time_
  6 omega  -35.00    4.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -38.0000  -30.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega   33.00   71.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -99.0000  -90.0000 38

#__ type_ start__ end____ width___ exp.time_
  8 omega  -37.00   30.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -57.0000   60.0000 67

#__ type_ start__ end____ width___ exp.time_
  9 omega  -47.00   44.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.7767  -57.0000 -150.0000 91

;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_structure_solution    'OLEX2 (Dolomanov et al, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger. there is a disorder in the
 structure. A Br atom is disordered in two positions with occupancy of 
 33/67% more or less in each. There is also a disorder between atoms C-N 
 with the same occupation in each in one of the ligands.
 It has carried out the refinement of the thermal parameters of the atoms 
 involved in the disorder using the ISOR restraint. A combination of DELU 
 and SIMU was not enough and the atoms were becoming non-positive definite.
 ISOR can be usefully employed for the refinement of atoms involved in disorder,
 because the combination of  SIMU and DELU are ineffective.
 It has also been used some restrains (DFIX) in some of the distances of 
 the bonds involved in the disorder.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0103P)²+12.1026P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5232
_refine_ls_number_parameters     361
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.036
_refine_ls_wR_factor_ref         0.0688
_refine_ls_wR_factor_gt          0.0657
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.52(2)
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.116

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.246398(18) 0.968607(19) 0.44418(13) 0.02318(7) Uani 1 d . .
Br1A Br 0.03477(17) 1.1378(3) 0.14448(19) 0.0329(10) Uani 0.324(3) d A 2
N1A N 0.3181(5) 1.1078(8) 0.4019(5) 0.0206(17) Uani 0.324(3) d A 2
N2 N 0.3113(5) 0.8286(8) 0.3799(5) 0.0310(19) Uani 1 d A .
N3 N 0.1779(5) 0.8238(8) 0.5076(6) 0.037(2) Uani 1 d A .
C1 C 0.0987(5) 1.1015(9) 0.5283(6) 0.025(2) Uani 1 d . .
C2 C 0.0517(5) 1.2013(9) 0.5493(6) 0.029(2) Uani 1 d A .
H2 H -0.0014 1.1916 0.5779 0.035 Uiso 1 calc . .
C3 C 0.0823(6) 1.3202(9) 0.5284(7) 0.032(2) Uani 1 d . .
H3 H 0.0494 1.3911 0.5413 0.038 Uiso 1 calc A .
C4 C 0.1584(6) 1.3315(9) 0.4903(7) 0.030(2) Uani 1 d A .
H4 H 0.1802 1.4112 0.4781 0.036 Uiso 1 calc . .
C5 C 0.2061(5) 1.2274(8) 0.4681(5) 0.024(2) Uani 1 d . .
C6 C 0.2888(5) 1.2271(7) 0.4240(5) 0.021(2) Uani 1 d A .
C7 C 0.3364(5) 1.3306(9) 0.4038(6) 0.027(2) Uani 1 d . .
H7 H 0.3153 1.4102 0.4178 0.033 Uiso 1 calc A .
C8 C 0.4129(6) 1.3184(9) 0.3642(7) 0.034(2) Uani 1 d A .
H8 H 0.4454 1.3897 0.3517 0.041 Uiso 1 calc . .
C9 C 0.4438(6) 1.2056(10) 0.3422(7) 0.033(2) Uani 1 d . .
H9 H 0.4971 1.1983 0.3138 0.04 Uiso 1 calc A .
C10 C 0.3961(5) 1.0998(9) 0.3617(6) 0.024(2) Uani 1 d A .
C11A C 0.1759(5) 1.1122(7) 0.4870(5) 0.0225(17) Uani 0.324(3) d A 2
C12 C 0.1874(5) 0.9676(10) 0.3180(6) 0.031(2) Uani 1 d A .
C13 C 0.1274(5) 1.0479(11) 0.2869(7) 0.033(2) Uani 1 d . .
H13 H 0.1026 1.1042 0.3282 0.04 Uiso 1 calc A .
C14 C 0.1006(7) 1.0502(12) 0.1945(8) 0.048(3) Uani 1 d A .
H14 H 0.0612 1.1098 0.1741 0.058 Uiso 0.676(3) calc A 1
C15 C 0.1330(7) 0.9649(13) 0.1367(9) 0.055(3) Uani 1 d . .
H15 H 0.115 0.9636 0.0756 0.066 Uiso 1 calc A .
C16 C 0.1915(8) 0.8807(12) 0.1658(7) 0.051(3) Uani 1 d A .
H16 H 0.2121 0.8207 0.1248 0.061 Uiso 1 calc . .
C17 C 0.2220(8) 0.8816(10) 0.2570(7) 0.037(2) Uani 1 d . .
C18 C 0.2844(7) 0.8020(10) 0.2914(6) 0.037(3) Uani 1 d A .
C19 C 0.3193(7) 0.7021(10) 0.2468(9) 0.046(3) Uani 1 d . .
H19 H 0.3011 0.6802 0.1879 0.055 Uiso 1 calc A .
C20 C 0.3814(9) 0.6348(11) 0.2903(8) 0.058(4) Uani 1 d A .
H20 H 0.4067 0.5677 0.2596 0.069 Uiso 1 calc . .
C21 C 0.4068(7) 0.6609(10) 0.3732(9) 0.050(3) Uani 1 d . .
H21 H 0.4496 0.6142 0.402 0.06 Uiso 1 calc A .
C22 C 0.3687(6) 0.7581(9) 0.4160(7) 0.035(2) Uani 1 d A .
H22 H 0.3853 0.7753 0.4762 0.042 Uiso 1 calc . .
C23 C 0.1189(6) 0.7550(9) 0.4659(7) 0.040(3) Uani 1 d . .
H23 H 0.1041 0.7723 0.4051 0.048 Uiso 1 calc A .
C24 C 0.0791(7) 0.6574(10) 0.5120(9) 0.050(3) Uani 1 d A .
H24 H 0.0369 0.6098 0.483 0.06 Uiso 1 calc . .
C25 C 0.1025(7) 0.6313(11) 0.6018(9) 0.049(3) Uani 1 d . .
H25 H 0.0739 0.5705 0.6361 0.059 Uiso 1 calc A .
C26 C 0.1659(8) 0.6947(11) 0.6364(9) 0.057(4) Uani 1 d A .
H26 H 0.187 0.6719 0.694 0.068 Uiso 1 calc . .
C27 C 0.2026(7) 0.7931(10) 0.5916(7) 0.042(3) Uani 1 d . .
C28 C 0.2706(8) 0.8737(11) 0.6290(8) 0.040(3) Uani 1 d A .
C29 C 0.3001(8) 0.8659(11) 0.7196(7) 0.052(3) Uani 1 d . .
H29 H 0.2786 0.8028 0.7575 0.063 Uiso 1 calc A .
C30 C 0.3567(7) 0.9441(10) 0.7530(7) 0.041(3) Uani 1 d A .
H30 H 0.3735 0.9405 0.8144 0.05 Uiso 1 calc . .
C31 C 0.3897(6) 1.0297(11) 0.6953(7) 0.041(3) Uani 1 d . .
H31 H 0.4321 1.0835 0.7174 0.05 Uiso 0.324(3) calc A 2
C32 C 0.3647(5) 1.0417(10) 0.6070(7) 0.030(2) Uani 1 d A .
H32 H 0.3889 1.1046 0.5708 0.036 Uiso 1 calc . .
C33 C 0.3049(6) 0.9638(9) 0.5698(6) 0.031(2) Uani 1 d A .
H1 H 0.081(4) 1.019(2) 0.531(5) 0.037 Uiso 1 d . .
H10 H 0.417(4) 1.022(3) 0.344(5) 0.037 Uiso 1 d . .
C11 C 0.3181(5) 1.1078(8) 0.4019(5) 0.0206(17) Uani 0.676(3) d A 1
Br1 Br 0.46540(8) 1.13679(15) 0.74375(7) 0.0350(5) Uani 0.676(3) d A 1
N1 N 0.1759(5) 1.1122(7) 0.4870(5) 0.0225(17) Uani 0.676(3) d A 1



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N1A 1.994(8) . ?
Ir1 N2 2.071(8) . ?
Ir1 N3 2.132(8) . ?
Ir1 C11A 2.022(8) . ?
Ir1 C12 2.092(9) . ?
Ir1 C33 2.081(10) . ?
Br1A C14 1.597(14) . ?
N1A C6 1.415(11) . ?
N1A C10 1.379(12) . ?
N2 C18 1.409(12) . ?
N2 C22 1.305(12) . ?
N3 C23 1.349(12) . ?
N3 C27 1.348(14) . ?
C1 C2 1.353(13) . ?
C1 C11A 1.377(11) . ?
C1 H1 0.944(10) . ?
C2 H2 0.95 . ?
C2 C3 1.414(14) . ?
C3 H3 0.95 . ?
C3 C4 1.341(13) . ?
C4 H4 0.95 . ?
C4 C5 1.401(13) . ?
C5 C6 1.468(8) . ?
C5 C11A 1.369(11) . ?
C6 C7 1.388(12) . ?
C7 H7 0.95 . ?
C7 C8 1.357(13) . ?
C8 H8 0.95 . ?
C8 C9 1.360(14) . ?
C9 H9 0.95 . ?
C9 C10 1.406(13) . ?
C10 H10 0.944(10) . ?
C12 C13 1.372(14) . ?
C12 C17 1.412(15) . ?
C13 H13 0.95 . ?
C13 C14 1.435(14) . ?
C14 H14 0.95 . ?
C14 C15 1.363(17) . ?
C15 H15 0.95 . ?
C15 C16 1.372(17) . ?
C16 H16 0.95 . ?
C16 C17 1.436(15) . ?
C17 C18 1.411(17) . ?
C18 C19 1.387(14) . ?
C19 H19 0.95 . ?
C19 C20 1.388(17) . ?
C20 H20 0.95 . ?
C20 C21 1.324(17) . ?
C21 H21 0.95 . ?
C21 C22 1.372(14) . ?
C22 H22 0.95 . ?
C23 H23 0.95 . ?
C23 C24 1.412(14) . ?
C24 H24 0.95 . ?
C24 C25 1.410(18) . ?
C25 H25 0.95 . ?
C25 C26 1.323(17) . ?
C26 H26 0.95 . ?
C26 C27 1.387(15) . ?
C27 C28 1.498(18) . ?
C28 C29 1.425(16) . ?
C28 C33 1.423(14) . ?
C29 H29 0.95 . ?
C29 C30 1.333(16) . ?
C30 H30 0.95 . ?
C30 C31 1.367(16) . ?
C31 H31 0.95 . ?
C31 C32 1.375(14) . ?
C31 Br1 1.821(11) . ?
C32 H32 0.95 . ?
C32 C33 1.387(14) . ?

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
N1A Ir1 N2 97.3(3) . . ?
N1A Ir1 N3 171.9(3) . . ?
N1A Ir1 C11A 80.2(2) . . ?
N1A Ir1 C12 88.8(3) . . ?
N1A Ir1 C33 92.6(3) . . ?
N2 Ir1 N3 85.2(2) . . ?
N2 Ir1 C12 78.9(4) . . ?
N2 Ir1 C33 99.8(4) . . ?
C11A Ir1 N2 170.7(3) . . ?
C11A Ir1 N3 98.5(3) . . ?
C11A Ir1 C12 92.1(4) . . ?
C11A Ir1 C33 89.2(3) . . ?
C12 Ir1 N3 99.3(4) . . ?
C33 Ir1 N3 79.3(4) . . ?
C33 Ir1 C12 178.3(3) . . ?
C6 N1A Ir1 115.7(5) . . ?
C10 N1A Ir1 127.0(7) . . ?
C10 N1A C6 117.0(8) . . ?
C18 N2 Ir1 115.3(7) . . ?
C22 N2 Ir1 126.1(7) . . ?
C22 N2 C18 118.3(9) . . ?
C23 N3 Ir1 124.1(7) . . ?
C27 N3 Ir1 116.2(7) . . ?
C27 N3 C23 119.3(9) . . ?
C2 C1 C11A 121.7(9) . . ?
C2 C1 H1 126(4) . . ?
C11A C1 H1 112(4) . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.5(8) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.1(9) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.9(9) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 126.2(9) . . ?
C11A C5 C4 120.0(7) . . ?
C11A C5 C6 113.7(8) . . ?
N1A C6 C5 113.6(8) . . ?
C7 C6 N1A 120.9(7) . . ?
C7 C6 C5 125.6(9) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.1(9) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.1(9) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.5(9) . . ?
C10 C9 H9 120.3 . . ?
N1A C10 C9 121.5(9) . . ?
N1A C10 H10 120(4) . . ?
C9 C10 H10 119(4) . . ?
C1 C11A Ir1 124.6(7) . . ?
C5 C11A Ir1 116.6(5) . . ?
C5 C11A C1 118.8(8) . . ?
C13 C12 Ir1 127.5(8) . . ?
C13 C12 C17 118.4(9) . . ?
C17 C12 Ir1 113.7(8) . . ?
C12 C13 H13 118.7 . . ?
C12 C13 C14 122.5(11) . . ?
C14 C13 H13 118.7 . . ?
Br1A C14 H14 9.7 . . ?
C13 C14 Br1A 130.4(10) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 Br1A 111.1(10) . . ?
C15 C14 C13 118.5(13) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.7(12) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.3(11) . . ?
C17 C16 H16 119.3 . . ?
C12 C17 C16 118.4(11) . . ?
C18 C17 C12 116.6(9) . . ?
C18 C17 C16 125.0(10) . . ?
N2 C18 C17 115.1(9) . . ?
C19 C18 N2 118.9(11) . . ?
C19 C18 C17 126.0(10) . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.3(12) . . ?
C20 C19 H19 120.8 . . ?
C19 C20 H20 118.8 . . ?
C21 C20 C19 122.4(12) . . ?
C21 C20 H20 118.8 . . ?
C20 C21 H21 121.3 . . ?
C20 C21 C22 117.4(12) . . ?
C22 C21 H21 121.3 . . ?
N2 C22 C21 124.7(10) . . ?
N2 C22 H22 117.6 . . ?
C21 C22 H22 117.6 . . ?
N3 C23 H23 119.8 . . ?
N3 C23 C24 120.3(10) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.3 . . ?
C25 C24 C23 119.3(11) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 121.2 . . ?
C26 C25 C24 117.5(10) . . ?
C26 C25 H25 121.2 . . ?
C25 C26 H26 118.8 . . ?
C25 C26 C27 122.4(12) . . ?
C27 C26 H26 118.8 . . ?
N3 C27 C26 120.7(11) . . ?
N3 C27 C28 114.0(9) . . ?
C26 C27 C28 125.3(11) . . ?
C29 C28 C27 123.4(11) . . ?
C33 C28 C27 116.7(10) . . ?
C33 C28 C29 119.8(12) . . ?
C28 C29 H29 118.9 . . ?
C30 C29 C28 122.3(11) . . ?
C30 C29 H29 118.9 . . ?
C29 C30 H30 121.3 . . ?
C29 C30 C31 117.4(10) . . ?
C31 C30 H30 121.3 . . ?
C30 C31 H31 118.4 . . ?
C30 C31 C32 123.3(11) . . ?
C30 C31 Br1 116.2(8) . . ?
C32 C31 H31 118.4 . . ?
C32 C31 Br1 120.4(10) . . ?
Br1 C31 H31 4.2 . . ?
C31 C32 H32 119.4 . . ?
C31 C32 C33 121.3(11) . . ?
C33 C32 H32 119.4 . . ?
C28 C33 Ir1 113.5(8) . . ?
C32 C33 Ir1 130.3(7) . . ?
C32 C33 C28 115.8(10) . . ?

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
Ir1 N1A C6 C5 -4.9(7) . . . . ?
Ir1 N1A C6 C7 175.4(6) . . . . ?
Ir1 N1A C10 C9 -174.2(7) . . . . ?
Ir1 N2 C18 C17 5.1(11) . . . . ?
Ir1 N2 C18 C19 -174.1(7) . . . . ?
Ir1 N2 C22 C21 175.6(7) . . . . ?
Ir1 N3 C23 C24 177.3(7) . . . . ?
Ir1 N3 C27 C26 -175.6(8) . . . . ?
Ir1 N3 C27 C28 4.5(11) . . . . ?
Ir1 C12 C13 C14 170.1(8) . . . . ?
Ir1 C12 C17 C16 -174.4(7) . . . . ?
Ir1 C12 C17 C18 5.9(12) . . . . ?
Br1A C14 C15 C16 179.5(9) . . . . ?
N1A Ir1 N2 C18 -88.8(6) . . . . ?
N1A Ir1 N2 C22 97.1(8) . . . . ?
N1A Ir1 N3 C23 177.6(18) . . . . ?
N1A Ir1 N3 C27 -10(3) . . . . ?
N1A Ir1 C11A C1 176.9(7) . . . . ?
N1A Ir1 C11A C5 0.8(7) . . . . ?
N1A Ir1 C12 C13 -77.0(8) . . . . ?
N1A Ir1 C12 C17 95.4(7) . . . . ?
N1A Ir1 C33 C28 178.4(7) . . . . ?
N1A Ir1 C33 C32 5.9(9) . . . . ?
N1A C6 C7 C8 -1.5(13) . . . . ?
N2 Ir1 N1A C6 173.3(6) . . . . ?
N2 Ir1 N1A C10 -13.4(8) . . . . ?
N2 Ir1 N3 C23 -74.1(8) . . . . ?
N2 Ir1 N3 C27 98.7(7) . . . . ?
N2 Ir1 C11A C1 101.5(19) . . . . ?
N2 Ir1 C11A C5 -75(2) . . . . ?
N2 Ir1 C12 C13 -174.7(9) . . . . ?
N2 Ir1 C12 C17 -2.3(7) . . . . ?
N2 Ir1 C33 C28 -83.7(7) . . . . ?
N2 Ir1 C33 C32 103.8(8) . . . . ?
N2 C18 C19 C20 -2.1(14) . . . . ?
N3 Ir1 N1A C6 -79(2) . . . . ?
N3 Ir1 N1A C10 94(2) . . . . ?
N3 Ir1 N2 C18 99.0(7) . . . . ?
N3 Ir1 N2 C22 -75.1(8) . . . . ?
N3 Ir1 C11A C1 -11.3(8) . . . . ?
N3 Ir1 C11A C5 172.7(6) . . . . ?
N3 Ir1 C12 C13 102.1(8) . . . . ?
N3 Ir1 C12 C17 -85.5(7) . . . . ?
N3 Ir1 C33 C28 -0.6(7) . . . . ?
N3 Ir1 C33 C32 -173.1(9) . . . . ?
N3 C23 C24 C25 -1.1(16) . . . . ?
N3 C27 C28 C29 173.3(9) . . . . ?
N3 C27 C28 C33 -5.1(14) . . . . ?
C1 C2 C3 C4 -1.7(14) . . . . ?
C2 C1 C11A Ir1 -175.0(7) . . . . ?
C2 C1 C11A C5 1.0(13) . . . . ?
C2 C3 C4 C5 2.3(15) . . . . ?
C3 C4 C5 C6 178.2(7) . . . . ?
C3 C4 C5 C11A -1.2(13) . . . . ?
C4 C5 C6 N1A -174.0(9) . . . . ?
C4 C5 C6 C7 5.7(9) . . . . ?
C4 C5 C11A Ir1 175.9(6) . . . . ?
C4 C5 C11A C1 -0.4(12) . . . . ?
C5 C6 C7 C8 178.8(7) . . . . ?
C6 N1A C10 C9 -1.0(12) . . . . ?
C6 C5 C11A Ir1 -3.6(7) . . . . ?
C6 C5 C11A C1 -179.9(7) . . . . ?
C6 C7 C8 C9 1.2(15) . . . . ?
C7 C8 C9 C10 -0.8(15) . . . . ?
C8 C9 C10 N1A 0.7(15) . . . . ?
C10 N1A C6 C5 -178.9(6) . . . . ?
C10 N1A C6 C7 1.4(12) . . . . ?
C11A Ir1 N1A C6 2.4(6) . . . . ?
C11A Ir1 N1A C10 175.7(7) . . . . ?
C11A Ir1 N2 C18 -15(2) . . . . ?
C11A Ir1 N2 C22 171.1(16) . . . . ?
C11A Ir1 N3 C23 97.3(8) . . . . ?
C11A Ir1 N3 C27 -89.8(7) . . . . ?
C11A Ir1 C12 C13 3.1(8) . . . . ?
C11A Ir1 C12 C17 175.6(7) . . . . ?
C11A Ir1 C33 C28 98.2(7) . . . . ?
C11A Ir1 C33 C32 -74.3(9) . . . . ?
C11A C1 C2 C3 0.1(14) . . . . ?
C11A C5 C6 N1A 5.5(7) . . . . ?
C11A C5 C6 C7 -174.8(9) . . . . ?
C12 Ir1 N1A C6 94.7(6) . . . . ?
C12 Ir1 N1A C10 -92.0(8) . . . . ?
C12 Ir1 N2 C18 -1.5(6) . . . . ?
C12 Ir1 N2 C22 -175.6(8) . . . . ?
C12 Ir1 N3 C23 3.8(8) . . . . ?
C12 Ir1 N3 C27 176.6(7) . . . . ?
C12 Ir1 C11A C1 88.4(7) . . . . ?
C12 Ir1 C11A C5 -87.6(6) . . . . ?
C12 Ir1 C33 C28 -39(13) . . . . ?
C12 Ir1 C33 C32 149(13) . . . . ?
C12 C13 C14 Br1A -177.9(8) . . . . ?
C12 C13 C14 C15 3.5(16) . . . . ?
C12 C17 C18 N2 -7.2(13) . . . . ?
C12 C17 C18 C19 171.9(9) . . . . ?
C13 C12 C17 C16 -1.2(14) . . . . ?
C13 C12 C17 C18 179.0(9) . . . . ?
C13 C14 C15 C16 -1.6(16) . . . . ?
C14 C15 C16 C17 -1.6(17) . . . . ?
C15 C16 C17 C12 3.1(16) . . . . ?
C15 C16 C17 C18 -177.2(10) . . . . ?
C16 C17 C18 N2 173.1(9) . . . . ?
C16 C17 C18 C19 -7.8(17) . . . . ?
C17 C12 C13 C14 -2.0(15) . . . . ?
C17 C18 C19 C20 178.8(10) . . . . ?
C18 N2 C22 C21 1.7(14) . . . . ?
C18 C19 C20 C21 1.7(17) . . . . ?
C19 C20 C21 C22 0.3(18) . . . . ?
C20 C21 C22 N2 -2.2(16) . . . . ?
C22 N2 C18 C17 179.7(9) . . . . ?
C22 N2 C18 C19 0.5(13) . . . . ?
C23 N3 C27 C26 -2.4(15) . . . . ?
C23 N3 C27 C28 177.7(9) . . . . ?
C23 C24 C25 C26 -4.9(18) . . . . ?
C24 C25 C26 C27 7.4(18) . . . . ?
C25 C26 C27 N3 -3.9(17) . . . . ?
C25 C26 C27 C28 175.9(11) . . . . ?
C26 C27 C28 C29 -6.5(17) . . . . ?
C26 C27 C28 C33 175.0(10) . . . . ?
C27 N3 C23 C24 4.7(14) . . . . ?
C27 C28 C29 C30 -175.4(10) . . . . ?
C27 C28 C33 Ir1 3.2(12) . . . . ?
C27 C28 C33 C32 176.8(9) . . . . ?
C28 C29 C30 C31 -3.5(16) . . . . ?
C29 C28 C33 Ir1 -175.3(8) . . . . ?
C29 C28 C33 C32 -1.7(14) . . . . ?
C29 C30 C31 C32 2.9(15) . . . . ?
C29 C30 C31 Br1 178.9(8) . . . . ?
C30 C31 C32 C33 -1.8(15) . . . . ?
C31 C32 C33 Ir1 173.5(7) . . . . ?
C31 C32 C33 C28 1.2(13) . . . . ?
C33 Ir1 N1A C6 -86.4(6) . . . . ?
C33 Ir1 N1A C10 86.9(8) . . . . ?
C33 Ir1 N2 C18 177.3(6) . . . . ?
C33 Ir1 N2 C22 3.2(8) . . . . ?
C33 Ir1 N3 C23 -175.1(8) . . . . ?
C33 Ir1 N3 C27 -2.3(7) . . . . ?
C33 Ir1 C11A C1 -90.4(7) . . . . ?
C33 Ir1 C11A C5 93.5(6) . . . . ?
C33 Ir1 C12 C13 140(13) . . . . ?
C33 Ir1 C12 C17 -47(13) . . . . ?
C33 C28 C29 C30 3.0(16) . . . . ?
Br1 C31 C32 C33 -177.7(7) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHCl3, CH2Cl2, hexane'
_database_code_depnum_ccdc_archive 'CCDC 1011974'
