# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_031218a_han
_database_code_depnum_ccdc_archive 'CCDC 1885067'
loop_
_audit_author_name
_audit_author_address
'Shek-Man Yiu'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2018-12-14 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;
_audit_creation_date             
;
'Tue Mar 13 10:28:51 2018'
;
_audit_creation_method           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H21 Cl F4 Ir N5, 0.5(C4 H10 O)'
_chemical_formula_sum            'C36 H26 Cl F4 Ir N5 O0.50'
_chemical_formula_weight         840.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_symmetry_space_group_name_H-M_alt 'P -1'
_cell_length_a                   10.2000(2)
_cell_length_b                   11.7287(4)
_cell_length_c                   14.3157(5)
_cell_angle_alpha                108.612(3)
_cell_angle_beta                 91.709(2)
_cell_angle_gamma                106.771(3)
_cell_volume                     1539.94(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6727
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      71.6790
_cell_measurement_theta_min      6.1420
_cell_oxdiff_angle_alpha         108.612(3)
_cell_oxdiff_angle_beta          91.709(2)
_cell_oxdiff_angle_gamma         106.771(3)
_cell_oxdiff_length_a            10.2000(2)
_cell_oxdiff_length_b            11.7287(4)
_cell_oxdiff_length_c            14.3157(5)
_cell_oxdiff_measurement_reflns_used 6727
_cell_oxdiff_volume              1539.94(8)
_exptl_absorpt_coefficient_mu    9.728
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             822
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10902
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_diffrn_reflns_theta_min         3.29
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      193(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1270
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   50.00  123.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   37.0000   60.0000 73

#__ type_ start__ end____ width___ exp.time_
  2 omega   76.00  124.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   57.0000  -30.0000 48

#__ type_ start__ end____ width___ exp.time_
  3 omega   94.00  120.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega  110.00  176.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   37.0000  -90.0000 66

#__ type_ start__ end____ width___ exp.time_
  5 omega   89.00  122.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  142.0000  102.0000 33

#__ type_ start__ end____ width___ exp.time_
  6 omega   41.00   71.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
  7 omega   44.00   72.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000    0.0000 28

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   71.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000  -30.0000 33

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   68.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000  -90.0000 28

#__ type_ start__ end____ width___ exp.time_
 10 omega   41.00   66.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   63.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 12 omega   44.00   69.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   70.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000   90.0000 32

#__ type_ start__ end____ width___ exp.time_
 14 omega   42.00   69.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 15 omega   40.00   65.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 16 omega   83.00  112.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  165.5310 29

#__ type_ start__ end____ width___ exp.time_
 17 omega   88.00  125.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  120.0000 37

#__ type_ start__ end____ width___ exp.time_
 18 omega   49.00  114.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000   -1.6820 65

#__ type_ start__ end____ width___ exp.time_
 19 omega   80.00  106.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  -50.1810 26

#__ type_ start__ end____ width___ exp.time_
 20 omega   52.00   80.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
 21 omega   49.00  122.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000 -120.0000 73

#__ type_ start__ end____ width___ exp.time_
 22 omega   67.00  178.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000    0.0000 -150.0000 111

#__ type_ start__ end____ width___ exp.time_
 23 omega   50.00  144.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000   58.7680 94

#__ type_ start__ end____ width___ exp.time_
 24 omega   39.00   69.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -37.0000 -120.0000 30

#__ type_ start__ end____ width___ exp.time_
 25 omega   44.00   74.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000 -180.0000 30

#__ type_ start__ end____ width___ exp.time_
 26 omega   40.00   68.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
 27 omega   42.00   67.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  -50.1810 25

#__ type_ start__ end____ width___ exp.time_
 28 omega  -13.00   74.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -57.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
 29 omega  -12.00   61.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -37.0000 -120.0000 73

#__ type_ start__ end____ width___ exp.time_
 30 omega  -29.00   -4.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 31 omega  -63.00  -33.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000 -150.0000 30

#__ type_ start__ end____ width___ exp.time_
 32 omega   33.00   77.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000   60.0000 44

#__ type_ start__ end____ width___ exp.time_
 33 omega  -15.00   65.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -99.0000  150.0000 80

#__ type_ start__ end____ width___ exp.time_
 34 omega   39.00   78.00   1.0000   32.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  120.0000 39

#__ type_ start__ end____ width___ exp.time_
 35 omega  -22.00   25.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000  120.0000 47

#__ type_ start__ end____ width___ exp.time_
 36 omega -110.00  -38.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  125.0000    0.0000 72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0527067000
_diffrn_orient_matrix_UB_12      -0.0942310000
_diffrn_orient_matrix_UB_13      0.0320697000
_diffrn_orient_matrix_UB_21      0.0158765000
_diffrn_orient_matrix_UB_22      0.0840900000
_diffrn_orient_matrix_UB_23      0.1098151000
_diffrn_orient_matrix_UB_31      -0.1493679000
_diffrn_orient_matrix_UB_32      -0.0732772000
_diffrn_orient_matrix_UB_33      0.0065805000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                5361
_reflns_number_total             5608
_reflns_odcompleteness_completeness 99.34
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         2.192
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         5608
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0232
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0314P)²+0.4933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0594
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2S-O1S = C3S-O1S
 1.47 with sigma of 0.02
 C1S-C2S = C3S-C4S
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1S) \\sim Ueq, Uanis(C1S) \\sim Ueq, Uanis(C2S) \\sim Ueq, Uanis(C3S)
\\sim Ueq, Uanis(C4S) \\sim Ueq: with sigma of 0.03 and sigma for terminal
atoms of 0.06
4. Others
 Fixed Sof: O1S(0.5) C1S(0.5) H1SA(0.5) H1SB(0.5) H1SC(0.5) C2S(0.5) H2SA(0.5)
 H2SB(0.5) C3S(0.5) H3SA(0.5) H3SB(0.5) C4S(0.5) H4SA(0.5) H4SB(0.5) H4SC(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C2S(H2SA,H2SB), C3S(H3SA,H3SB)
5.b Aromatic/amide H refined with riding coordinates:
 N5(H5), C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C19(H19), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26),
  C30(H30), C31(H31), C33(H33), C34(H34)
5.c Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), C4S(H4SA,H4SB,H4SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Ir1 Ir 0.346800(12) 0.116690(11) 0.245491(8) 0.02074(5) Uani 1 d . . . .
Cl1 Cl -0.22744(9) 0.57228(9) 0.41905(7) 0.0413(2) Uani 1 d . . . .
F1 F -0.1250(2) -0.2565(2) 0.13462(17) 0.0465(5) Uani 1 d . . . .
F2 F 0.0384(2) -0.1186(2) 0.47234(17) 0.0481(6) Uani 1 d . . . .
F3 F 0.6915(2) -0.0648(2) 0.39476(17) 0.0460(5) Uani 1 d . . . .
F4 F 0.5294(3) -0.2856(2) 0.05977(17) 0.0519(6) Uani 1 d . . . .
N1 N 0.2329(3) 0.0237(2) 0.10779(19) 0.0240(5) Uani 1 d . . . .
N2 N 0.4601(3) 0.1845(3) 0.38377(19) 0.0249(5) Uani 1 d . . . .
N3 N 0.4878(3) 0.2592(3) 0.20484(19) 0.0271(6) Uani 1 d . . . .
N4 N 0.3173(3) 0.3617(3) 0.2497(2) 0.0282(6) Uani 1 d . . . .
N5 N 0.1354(3) 0.2496(3) 0.3113(2) 0.0261(5) Uani 1 d . . . .
H5 H 0.1012 0.1785 0.3234 0.031 Uiso 1 calc . . R .
C1 C 0.2700(4) 0.0493(3) 0.0251(2) 0.0298(7) Uani 1 d . . . .
H1 H 0.3502 0.1185 0.0312 0.036 Uiso 1 calc . . R .
C2 C 0.1963(4) -0.0210(4) -0.0674(3) 0.0364(8) Uani 1 d . . . .
H2 H 0.2254 -0.0007 -0.1242 0.044 Uiso 1 calc . . R .
C3 C 0.0792(4) -0.1217(4) -0.0768(3) 0.0410(9) Uani 1 d . . . .
H3 H 0.0271 -0.1721 -0.1402 0.049 Uiso 1 calc . . R .
C4 C 0.0392(4) -0.1477(4) 0.0079(3) 0.0357(8) Uani 1 d . . . .
H4 H -0.0416 -0.2158 0.0029 0.043 Uiso 1 calc . . R .
C5 C 0.1168(3) -0.0744(3) 0.1001(2) 0.0264(6) Uani 1 d . . . .
C6 C 0.0895(3) -0.0903(3) 0.1961(2) 0.0255(6) Uani 1 d . . . .
C7 C -0.0249(3) -0.1780(3) 0.2119(3) 0.0302(7) Uani 1 d . . . .
C8 C -0.0452(4) -0.1897(4) 0.3029(3) 0.0357(8) Uani 1 d . . . .
H8 H -0.1240 -0.2506 0.3115 0.043 Uiso 1 calc . . R .
C9 C 0.0550(4) -0.1083(4) 0.3815(3) 0.0331(7) Uani 1 d . . . .
C10 C 0.1696(3) -0.0177(3) 0.3726(2) 0.0285(7) Uani 1 d . . . .
H10 H 0.2341 0.0376 0.4295 0.034 Uiso 1 calc . . R .
C11 C 0.1905(3) -0.0073(3) 0.2787(2) 0.0246(6) Uani 1 d . . . .
C12 C 0.4590(3) 0.2900(3) 0.4569(2) 0.0311(7) Uani 1 d . . . .
H12 H 0.4066 0.3391 0.4430 0.037 Uiso 1 calc . . R .
C13 C 0.5297(4) 0.3302(4) 0.5507(3) 0.0367(8) Uani 1 d . . . .
H13 H 0.5274 0.4060 0.6001 0.044 Uiso 1 calc . . R .
C14 C 0.6047(4) 0.2575(4) 0.5712(3) 0.0360(8) Uani 1 d . . . .
H14 H 0.6523 0.2811 0.6360 0.043 Uiso 1 calc . . R .
C15 C 0.6094(4) 0.1505(3) 0.4967(2) 0.0318(7) Uani 1 d . . . .
H15 H 0.6617 0.1010 0.5100 0.038 Uiso 1 calc . . R .
C16 C 0.5381(3) 0.1142(3) 0.4018(2) 0.0251(6) Uani 1 d . . . .
C17 C 0.5391(3) 0.0068(3) 0.3147(2) 0.0256(6) Uani 1 d . . . .
C18 C 0.6119(3) -0.0775(3) 0.3120(3) 0.0309(7) Uani 1 d . . . .
C19 C 0.6094(4) -0.1771(3) 0.2280(3) 0.0339(7) Uani 1 d . . . .
H19 H 0.6598 -0.2337 0.2282 0.041 Uiso 1 calc . . R .
C20 C 0.5297(4) -0.1901(3) 0.1435(3) 0.0348(7) Uani 1 d . . . .
C21 C 0.4554(3) -0.1103(3) 0.1399(2) 0.0296(7) Uani 1 d . . . .
H21 H 0.4031 -0.1229 0.0793 0.036 Uiso 1 calc . . R .
C22 C 0.4574(3) -0.0107(3) 0.2257(2) 0.0248(6) Uani 1 d . . . .
C23 C 0.6101(3) 0.2603(3) 0.1722(3) 0.0335(7) Uani 1 d . . . .
H23 H 0.6422 0.1905 0.1674 0.040 Uiso 1 calc . . R .
C24 C 0.6909(4) 0.3579(4) 0.1454(3) 0.0408(9) Uani 1 d . . . .
H24 H 0.7775 0.3562 0.1235 0.049 Uiso 1 calc . . R .
C25 C 0.6430(4) 0.4590(4) 0.1512(3) 0.0415(9) Uani 1 d . . . .
H25 H 0.6960 0.5268 0.1319 0.050 Uiso 1 calc . . R .
C26 C 0.5192(4) 0.4606(3) 0.1848(3) 0.0371(8) Uani 1 d . . . .
H26 H 0.4864 0.5300 0.1895 0.045 Uiso 1 calc . . R .
C27 C 0.4402(3) 0.3595(3) 0.2126(2) 0.0275(6) Uani 1 d . . . .
C28 C 0.2571(3) 0.2599(3) 0.2722(2) 0.0234(6) Uani 1 d . . . .
C29 C 0.0543(3) 0.3312(3) 0.3358(2) 0.0253(6) Uani 1 d . . . .
C30 C 0.0923(4) 0.4523(4) 0.3292(3) 0.0391(8) Uani 1 d . . . .
H30 H 0.1774 0.4843 0.3067 0.047 Uiso 1 calc . . R .
C31 C 0.0054(4) 0.5260(3) 0.3557(3) 0.0415(9) Uani 1 d . . . .
H31 H 0.0318 0.6091 0.3523 0.050 Uiso 1 calc . . R .
C32 C -0.1179(3) 0.4795(3) 0.3865(2) 0.0299(7) Uani 1 d . . . .
C33 C -0.1577(4) 0.3607(4) 0.3931(3) 0.0388(8) Uani 1 d . . . .
H33 H -0.2436 0.3294 0.4148 0.047 Uiso 1 calc . . R .
C34 C -0.0713(4) 0.2867(3) 0.3679(3) 0.0357(8) Uani 1 d . . . .
H34 H -0.0985 0.2043 0.3726 0.043 Uiso 1 calc . . R .
O1S O 1.0224(14) 0.509(3) 0.9841(12) 0.121(5) Uani 0.50 d A -1 D U
C1S C 1.2068(16) 0.560(3) 1.1062(12) 0.139(10) Uani 0.50 d A -1 D U
H1SA H 1.2531 0.5096 1.0586 0.209 Uiso 0.50 calc A -1 GR .
H1SB H 1.2308 0.5595 1.1729 0.209 Uiso 0.50 calc A -1 GR .
H1SC H 1.2369 0.6473 1.1064 0.209 Uiso 0.50 calc A -1 GR .
C2S C 1.0623(17) 0.5072(17) 1.0785(11) 0.106(6) Uani 0.50 d A -1 D U
H2SA H 1.0324 0.4188 1.0779 0.127 Uiso 0.50 calc A -1 R .
H2SB H 1.0157 0.5560 1.1284 0.127 Uiso 0.50 calc A -1 R .
C3S C 0.8880(17) 0.441(2) 0.9453(11) 0.107(5) Uani 0.50 d A -1 D U
H3SA H 0.8354 0.4918 0.9871 0.128 Uiso 0.50 calc A -1 R .
H3SB H 0.8715 0.3649 0.9653 0.128 Uiso 0.50 calc A -1 R .
C4S C 0.8122(18) 0.3935(16) 0.8514(10) 0.086(5) Uani 0.50 d A -1 D U
H4SA H 0.8435 0.4544 0.8168 0.128 Uiso 0.50 calc A -1 GR .
H4SB H 0.7140 0.3799 0.8578 0.128 Uiso 0.50 calc A -1 GR .
H4SC H 0.8256 0.3129 0.8133 0.128 Uiso 0.50 calc A -1 GR .


_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 N1 2.046(3) . ?
Ir1 N2 2.053(3) . ?
Ir1 N3 2.118(3) . ?
Ir1 C11 2.008(3) . ?
Ir1 C22 2.075(3) . ?
Ir1 C28 2.074(3) . ?
Cl1 C32 1.748(3) . ?
F1 C7 1.361(4) . ?
F2 C9 1.355(4) . ?
F3 C18 1.358(4) . ?
F4 C20 1.353(4) . ?
N1 C1 1.350(4) . ?
N1 C5 1.364(4) . ?
N2 C12 1.345(4) . ?
N2 C16 1.371(4) . ?
N3 C23 1.343(4) . ?
N3 C27 1.371(4) . ?
N4 C27 1.380(4) . ?
N4 C28 1.319(4) . ?
N5 H5 0.8800 . ?
N5 C28 1.367(4) . ?
N5 C29 1.408(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.373(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(5) . ?
C5 C6 1.468(4) . ?
C6 C7 1.394(5) . ?
C6 C11 1.422(4) . ?
C7 C8 1.369(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(5) . ?
C9 C10 1.375(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.404(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.373(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.387(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.396(4) . ?
C16 C17 1.465(4) . ?
C17 C18 1.389(5) . ?
C17 C22 1.426(4) . ?
C18 C19 1.377(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.378(5) . ?
C20 C21 1.376(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.394(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.376(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.368(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.408(5) . ?
C29 C30 1.395(5) . ?
C29 C34 1.389(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.390(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.365(5) . ?
C32 C33 1.370(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.386(5) . ?
C34 H34 0.9500 . ?
O1S C2S 1.406(16) . ?
O1S C3S 1.366(16) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C1S C2S 1.412(16) . ?
C2S H2SA 0.9900 . ?
C2S H2SB 0.9900 . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
C3S C4S 1.388(15) . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?

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 Ir1 N2 171.69(10) . . ?
N1 Ir1 N3 95.59(10) . . ?
N1 Ir1 C22 93.39(11) . . ?
N1 Ir1 C28 91.33(11) . . ?
N2 Ir1 N3 90.27(10) . . ?
N2 Ir1 C22 79.80(12) . . ?
N2 Ir1 C28 95.84(11) . . ?
C11 Ir1 N1 80.40(12) . . ?
C11 Ir1 N2 94.60(11) . . ?
C11 Ir1 N3 171.04(11) . . ?
C11 Ir1 C22 88.71(12) . . ?
C11 Ir1 C28 96.37(12) . . ?
C22 Ir1 N3 99.56(11) . . ?
C28 Ir1 N3 75.63(12) . . ?
C28 Ir1 C22 173.58(12) . . ?
C1 N1 Ir1 124.0(2) . . ?
C1 N1 C5 119.2(3) . . ?
C5 N1 Ir1 116.7(2) . . ?
C12 N2 Ir1 124.1(2) . . ?
C12 N2 C16 119.1(3) . . ?
C16 N2 Ir1 116.7(2) . . ?
C23 N3 Ir1 128.6(2) . . ?
C23 N3 C27 119.3(3) . . ?
C27 N3 Ir1 112.1(2) . . ?
C28 N4 C27 112.7(3) . . ?
C28 N5 H5 114.0 . . ?
C28 N5 C29 132.1(3) . . ?
C29 N5 H5 114.0 . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.5(3) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.1(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 120.1(3) . . ?
N1 C5 C6 113.0(3) . . ?
C4 C5 C6 126.9(3) . . ?
C7 C6 C5 125.8(3) . . ?
C7 C6 C11 118.6(3) . . ?
C11 C6 C5 115.6(3) . . ?
F1 C7 C6 120.0(3) . . ?
F1 C7 C8 116.5(3) . . ?
C8 C7 C6 123.5(3) . . ?
C7 C8 H8 121.8 . . ?
C7 C8 C9 116.4(3) . . ?
C9 C8 H8 121.8 . . ?
F2 C9 C8 117.8(3) . . ?
F2 C9 C10 118.6(3) . . ?
C10 C9 C8 123.7(3) . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C6 C11 Ir1 114.2(2) . . ?
C10 C11 Ir1 127.6(2) . . ?
C10 C11 C6 118.2(3) . . ?
N2 C12 H12 118.3 . . ?
N2 C12 C13 123.3(3) . . ?
C13 C12 H12 118.3 . . ?
C12 C13 H13 120.9 . . ?
C12 C13 C14 118.3(3) . . ?
C14 C13 H13 120.9 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.7(3) . . ?
C16 C15 H15 119.6 . . ?
N2 C16 C15 119.3(3) . . ?
N2 C16 C17 114.2(3) . . ?
C15 C16 C17 126.5(3) . . ?
C18 C17 C16 125.9(3) . . ?
C18 C17 C22 118.3(3) . . ?
C22 C17 C16 115.8(3) . . ?
F3 C18 C17 120.5(3) . . ?
F3 C18 C19 115.9(3) . . ?
C19 C18 C17 123.6(3) . . ?
C18 C19 H19 121.9 . . ?
C18 C19 C20 116.2(3) . . ?
C20 C19 H19 121.9 . . ?
F4 C20 C19 116.8(3) . . ?
F4 C20 C21 119.5(3) . . ?
C21 C20 C19 123.7(3) . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.5(3) . . ?
C22 C21 H21 120.2 . . ?
C17 C22 Ir1 113.0(2) . . ?
C21 C22 Ir1 128.3(2) . . ?
C21 C22 C17 118.6(3) . . ?
N3 C23 H23 118.5 . . ?
N3 C23 C24 122.9(4) . . ?
C24 C23 H23 118.5 . . ?
C23 C24 H24 120.8 . . ?
C23 C24 C25 118.4(3) . . ?
C25 C24 H24 120.8 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.8(3) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(4) . . ?
C27 C26 H26 120.0 . . ?
N3 C27 N4 119.8(3) . . ?
N3 C27 C26 119.5(3) . . ?
N4 C27 C26 120.7(3) . . ?
N4 C28 Ir1 119.6(2) . . ?
N4 C28 N5 119.5(3) . . ?
N5 C28 Ir1 121.0(2) . . ?
C30 C29 N5 124.1(3) . . ?
C34 C29 N5 117.1(3) . . ?
C34 C29 C30 118.7(3) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.8(3) . . ?
C31 C30 H30 120.1 . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 Cl1 120.1(3) . . ?
C31 C32 C33 121.0(3) . . ?
C33 C32 Cl1 118.9(3) . . ?
C32 C33 H33 120.3 . . ?
C32 C33 C34 119.4(3) . . ?
C34 C33 H33 120.3 . . ?
C29 C34 H34 119.6 . . ?
C33 C34 C29 120.9(3) . . ?
C33 C34 H34 119.6 . . ?
C3S O1S C2S 114.9(13) . . ?
O1S C2S C1S 111.6(15) . . ?
O1S C2S H2SA 109.3 . . ?
O1S C2S H2SB 109.3 . . ?
C1S C2S H2SA 109.3 . . ?
C1S C2S H2SB 109.3 . . ?
H2SA C2S H2SB 108.0 . . ?
O1S C3S H3SA 103.4 . . ?
O1S C3S H3SB 103.4 . . ?
O1S C3S C4S 135.2(19) . . ?
H3SA C3S H3SB 105.2 . . ?
C4S C3S H3SA 103.4 . . ?
C4S C3S H3SB 103.4 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_101816a_on
_database_code_depnum_ccdc_archive 'CCDC 1910393'
loop_
_audit_author_name
_audit_author_address
'Shek-Man Yiu'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;
_audit_creation_date             
;
'Wed Oct 19 10:47:06 2016'
;
_audit_creation_method           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H22 Cl F4 Ir N5, C F3 O3 S, 0.5(H2O)'
_chemical_formula_sum            'C35 H23 Cl F7 Ir N5 O3.50 S'
_chemical_formula_weight         962.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_symmetry_space_group_name_H-M_alt 'P 1 21/c 1'
_cell_length_a                   18.7077(2)
_cell_length_b                   9.02641(11)
_cell_length_c                   21.5017(3)
_cell_angle_alpha                90.0
_cell_angle_beta                 109.0463(14)
_cell_angle_gamma                90.0
_cell_volume                     3432.09(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7895
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      71.7260
_cell_measurement_theta_min      9.4620
_cell_oxdiff_angle_alpha         90.008(3)
_cell_oxdiff_angle_beta          109.013(4)
_cell_oxdiff_angle_gamma         89.995(3)
_cell_oxdiff_length_a            18.7083(9)
_cell_oxdiff_length_b            9.0241(4)
_cell_oxdiff_length_c            21.5024(9)
_cell_oxdiff_measurement_reflns_used 7895
_cell_oxdiff_volume              3432.1(2)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.579
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1876
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14210
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_min         4.252
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1270
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   41.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000  120.0000 31

#__ type_ start__ end____ width___ exp.time_
  2 omega   42.00  122.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -63.0000  120.0000 80

#__ type_ start__ end____ width___ exp.time_
  3 omega   48.00   79.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000   60.0000 31

#__ type_ start__ end____ width___ exp.time_
  4 omega   39.00   65.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   42.00   68.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   37.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   90.0000 35

#__ type_ start__ end____ width___ exp.time_
  7 omega   83.00  144.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  -30.0000 61

#__ type_ start__ end____ width___ exp.time_
  8 omega   74.00  101.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  -62.7080 27

#__ type_ start__ end____ width___ exp.time_
  9 omega   43.00   70.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 10 omega   37.00   64.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 11 omega   40.00  145.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -88.0000  -94.2740 105

#__ type_ start__ end____ width___ exp.time_
 12 omega   41.00   77.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000 -180.0000 36

#__ type_ start__ end____ width___ exp.time_
 13 omega    5.00   60.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -77.0000  -90.0000 55

#__ type_ start__ end____ width___ exp.time_
 14 omega    2.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000 -125.0000 -150.0000 94

#__ type_ start__ end____ width___ exp.time_
 15 omega   34.00   76.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000  -30.0000 42

#__ type_ start__ end____ width___ exp.time_
 16 omega   33.00   59.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 17 omega   31.00  125.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   77.0000   60.0000 94

#__ type_ start__ end____ width___ exp.time_
 18 omega   82.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 19 omega   91.00  178.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   63.0000 -150.0000 87

#__ type_ start__ end____ width___ exp.time_
 20 omega  -21.00   11.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  150.0000 32

#__ type_ start__ end____ width___ exp.time_
 21 omega -124.00  -76.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -57.0000   30.0000 48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0183374000
_diffrn_orient_matrix_UB_12      -0.1665357000
_diffrn_orient_matrix_UB_13      -0.0006498000
_diffrn_orient_matrix_UB_21      -0.0654060000
_diffrn_orient_matrix_UB_22      0.0346687000
_diffrn_orient_matrix_UB_23      0.0264831000
_diffrn_orient_matrix_UB_31      -0.0545150000
_diffrn_orient_matrix_UB_32      0.0144334000
_diffrn_orient_matrix_UB_33      -0.0709991000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5867
_reflns_number_total             6265
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.942
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         6265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0278P)²+5.0304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0609
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Others
 Fixed Sof: O4(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 N4(H4), N5(H5), C2(H2), C4(H4A), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
  C15(H15), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
 C25(H25), C26(H26), C30(H30), C31(H31), C33(H33), C34(H34)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.74128(2) 0.59983(2) 0.28973(2) 0.01829(5) Uani 1 1 d . . . . .
Cl1 Cl 0.60200(6) 0.64747(15) 0.55236(6) 0.0570(3) Uani 1 1 d . . . . .
F1 F 0.50207(14) 0.5217(4) 0.06613(11) 0.0730(10) Uani 1 1 d . . . . .
F2 F 0.6967(2) 0.1712(4) 0.11524(17) 0.0857(11) Uani 1 1 d . . . . .
F3 F 0.63686(14) 0.1782(3) 0.41695(13) 0.0471(6) Uani 1 1 d . . . . .
F4 F 0.50691(12) 0.6282(3) 0.37361(12) 0.0418(5) Uani 1 1 d . . . . .
N1 N 0.80203(16) 0.4098(3) 0.29330(15) 0.0281(6) Uani 1 1 d . . . . .
N2 N 0.66820(14) 0.7711(3) 0.28409(12) 0.0214(5) Uani 1 1 d . . . . .
N3 N 0.81066(14) 0.6930(3) 0.23722(13) 0.0240(5) Uani 1 1 d . . . . .
N4 N 0.88286(14) 0.7579(3) 0.34199(13) 0.0265(6) Uani 1 1 d . . . . .
H4 H 0.924297 0.794197 0.370542 0.032 Uiso 1 1 calc R . . . .
N5 N 0.82934(16) 0.7634(3) 0.42123(13) 0.0285(6) Uani 1 1 d . . . . .
H5 H 0.869087 0.817278 0.442232 0.034 Uiso 1 1 calc R . . . .
C1 C 0.67328(18) 0.4975(4) 0.20657(16) 0.0288(7) Uani 1 1 d . . . . .
C2 C 0.6047(2) 0.5487(5) 0.16365(17) 0.0372(9) Uani 1 1 d . . . . .
H2 H 0.582139 0.635768 0.173706 0.045 Uiso 1 1 calc R . . . .
C3 C 0.5698(2) 0.4714(6) 0.10631(19) 0.0514(13) Uani 1 1 d . . . . .
C4 C 0.5994(3) 0.3468(6) 0.0887(2) 0.0596(15) Uani 1 1 d . . . . .
H4A H 0.574725 0.296907 0.048519 0.072 Uiso 1 1 calc R . . . .
C5 C 0.6668(3) 0.2964(5) 0.1318(2) 0.0524(13) Uani 1 1 d . . . . .
C6 C 0.7055(2) 0.3661(4) 0.19125(19) 0.0358(9) Uani 1 1 d . . . . .
C7 C 0.7761(2) 0.3173(4) 0.2400(2) 0.0355(9) Uani 1 1 d . . . . .
C8 C 0.8159(3) 0.1865(5) 0.2391(3) 0.0556(13) Uani 1 1 d . . . . .
H8 H 0.799777 0.122829 0.201910 0.067 Uiso 1 1 calc R . . . .
C9 C 0.8780(3) 0.1501(5) 0.2916(3) 0.0650(16) Uani 1 1 d . . . . .
H9 H 0.905153 0.061783 0.290431 0.078 Uiso 1 1 calc R . . . .
C10 C 0.9014(2) 0.2410(5) 0.3461(3) 0.0517(12) Uani 1 1 d . . . . .
H10 H 0.943117 0.214520 0.383468 0.062 Uiso 1 1 calc R . . . .
C11 C 0.8625(2) 0.3716(4) 0.3447(2) 0.0385(9) Uani 1 1 d . . . . .
H11 H 0.879046 0.436597 0.381347 0.046 Uiso 1 1 calc R . . . .
C12 C 0.67561(16) 0.5093(4) 0.33650(14) 0.0215(6) Uani 1 1 d . . . . .
C13 C 0.68113(19) 0.3645(4) 0.36253(16) 0.0270(7) Uani 1 1 d . . . . .
H13 H 0.720633 0.300402 0.360655 0.032 Uiso 1 1 calc R . . . .
C14 C 0.6293(2) 0.3176(4) 0.39037(18) 0.0315(7) Uani 1 1 d . . . . .
C15 C 0.5699(2) 0.4027(4) 0.39492(19) 0.0348(8) Uani 1 1 d . . . . .
H15 H 0.534630 0.366379 0.414561 0.042 Uiso 1 1 calc R . . . .
C16 C 0.56491(17) 0.5426(4) 0.36940(17) 0.0292(7) Uani 1 1 d . . . . .
C17 C 0.61466(17) 0.5993(4) 0.33907(15) 0.0230(6) Uani 1 1 d . . . . .
C18 C 0.61171(17) 0.7463(4) 0.31053(15) 0.0243(6) Uani 1 1 d . . . . .
C19 C 0.56000(19) 0.8594(4) 0.30820(17) 0.0313(7) Uani 1 1 d . . . . .
H19 H 0.520026 0.842789 0.325541 0.038 Uiso 1 1 calc R . . . .
C20 C 0.5664(2) 0.9944(4) 0.28107(19) 0.0382(8) Uani 1 1 d . . . . .
H20 H 0.531514 1.071387 0.280289 0.046 Uiso 1 1 calc R . . . .
C21 C 0.6240(2) 1.0177(4) 0.2548(2) 0.0385(8) Uani 1 1 d . . . . .
H21 H 0.629275 1.110360 0.235770 0.046 Uiso 1 1 calc R . . . .
C22 C 0.6733(2) 0.9038(4) 0.25704(18) 0.0310(7) Uani 1 1 d . . . . .
H22 H 0.712623 0.918965 0.238771 0.037 Uiso 1 1 calc R . . . .
C23 C 0.7987(2) 0.6864(4) 0.17167(16) 0.0319(8) Uani 1 1 d . . . . .
H23 H 0.751762 0.649457 0.143458 0.038 Uiso 1 1 calc R . . . .
C24 C 0.8524(2) 0.7314(5) 0.14468(18) 0.0395(9) Uani 1 1 d . . . . .
H24 H 0.842576 0.726152 0.098507 0.047 Uiso 1 1 calc R . . . .
C25 C 0.9208(2) 0.7844(5) 0.18571(19) 0.0401(9) Uani 1 1 d . . . . .
H25 H 0.958494 0.816152 0.167853 0.048 Uiso 1 1 calc R . . . .
C26 C 0.93432(18) 0.7909(4) 0.25245(18) 0.0335(8) Uani 1 1 d . . . . .
H26 H 0.981390 0.825424 0.281441 0.040 Uiso 1 1 calc R . . . .
C27 C 0.87687(17) 0.7455(4) 0.27643(16) 0.0241(6) Uani 1 1 d . . . . .
C28 C 0.82423(16) 0.7137(4) 0.36237(15) 0.0216(6) Uani 1 1 d . . . . .
C29 C 0.77443(18) 0.7356(4) 0.45354(14) 0.0250(7) Uani 1 1 d . . . . .
C30 C 0.7708(2) 0.5976(4) 0.48013(16) 0.0280(7) Uani 1 1 d . . . . .
H30 H 0.804633 0.521455 0.477300 0.034 Uiso 1 1 calc R . . . .
C31 C 0.7176(2) 0.5707(4) 0.51094(17) 0.0318(7) Uani 1 1 d . . . . .
H31 H 0.714050 0.475926 0.528977 0.038 Uiso 1 1 calc R . . . .
C32 C 0.6697(2) 0.6840(4) 0.51496(17) 0.0333(8) Uani 1 1 d . . . . .
C33 C 0.6742(2) 0.8235(4) 0.48970(18) 0.0339(8) Uani 1 1 d . . . . .
H33 H 0.641209 0.900431 0.493484 0.041 Uiso 1 1 calc R . . . .
C34 C 0.7270(2) 0.8490(4) 0.45905(16) 0.0309(7) Uani 1 1 d . . . . .
H34 H 0.731031 0.944239 0.441697 0.037 Uiso 1 1 calc R . . . .
S1 S 0.06660(6) 0.88026(12) 0.45867(5) 0.0443(2) Uani 1 1 d . . . . .
F5 F 0.1973(2) 0.7515(4) 0.4893(2) 0.1008(13) Uani 1 1 d . . . . .
F6 F 0.1231(2) 0.6932(4) 0.39463(17) 0.0795(10) Uani 1 1 d . . . . .
F7 F 0.1769(2) 0.9032(4) 0.4106(2) 0.0868(12) Uani 1 1 d . . . . .
O1 O 0.10174(19) 0.9847(4) 0.50851(18) 0.0686(11) Uani 1 1 d . . . . .
O2 O 0.01752(18) 0.9387(5) 0.39803(19) 0.0739(11) Uani 1 1 d . . . . .
O3 O 0.0341(3) 0.7552(5) 0.4797(2) 0.1008(18) Uani 1 1 d . . . . .
C35 C 0.1452(2) 0.8039(5) 0.4365(2) 0.0460(10) Uani 1 1 d . . . . .
O4 O 0.9623(7) 0.5600(14) 0.5421(6) 0.117(4) Uiso 0.5 1 d . . P A -1


_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 N1 2.045(3) . ?
Ir1 N2 2.041(3) . ?
Ir1 N3 2.150(3) . ?
Ir1 C1 2.046(3) . ?
Ir1 C12 1.999(3) . ?
Ir1 C28 2.079(3) . ?
Cl1 C32 1.739(3) . ?
F1 C3 1.357(6) . ?
F2 C5 1.358(6) . ?
F3 C14 1.370(4) . ?
F4 C16 1.359(4) . ?
N1 C7 1.372(5) . ?
N1 C11 1.343(5) . ?
N2 C18 1.372(4) . ?
N2 C22 1.348(4) . ?
N3 C23 1.354(4) . ?
N3 C27 1.337(4) . ?
N4 H4 0.8800 . ?
N4 C27 1.382(4) . ?
N4 C28 1.367(4) . ?
N5 H5 0.8800 . ?
N5 C28 1.317(4) . ?
N5 C29 1.438(4) . ?
C1 C2 1.392(5) . ?
C1 C6 1.418(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(5) . ?
C3 C4 1.362(8) . ?
C4 H4A 0.9500 . ?
C4 C5 1.375(8) . ?
C5 C6 1.397(5) . ?
C6 C7 1.460(6) . ?
C7 C8 1.399(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.370(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.412(5) . ?
C12 C17 1.416(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.362(5) . ?
C14 C15 1.381(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.368(5) . ?
C16 C17 1.396(4) . ?
C17 C18 1.455(5) . ?
C18 C19 1.396(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.373(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.387(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.371(5) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.375(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.382(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.375(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.397(4) . ?
C29 C30 1.381(5) . ?
C29 C34 1.384(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.386(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.380(5) . ?
C32 C33 1.384(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.375(5) . ?
C34 H34 0.9500 . ?
S1 O1 1.418(3) . ?
S1 O2 1.428(4) . ?
S1 O3 1.424(4) . ?
S1 C35 1.822(4) . ?
F5 C35 1.319(5) . ?
F6 C35 1.318(5) . ?
F7 C35 1.297(5) . ?

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 Ir1 N3 85.67(10) . . ?
N1 Ir1 C1 80.42(14) . . ?
N1 Ir1 C28 96.71(12) . . ?
N2 Ir1 N1 172.20(10) . . ?
N2 Ir1 N3 100.38(10) . . ?
N2 Ir1 C1 94.39(13) . . ?
N2 Ir1 C28 89.52(11) . . ?
C1 Ir1 N3 91.57(11) . . ?
C1 Ir1 C28 168.18(12) . . ?
C12 Ir1 N1 93.64(12) . . ?
C12 Ir1 N2 80.20(12) . . ?
C12 Ir1 N3 178.41(11) . . ?
C12 Ir1 C1 86.91(12) . . ?
C12 Ir1 C28 104.76(12) . . ?
C28 Ir1 N3 76.75(11) . . ?
C7 N1 Ir1 116.0(3) . . ?
C11 N1 Ir1 123.7(3) . . ?
C11 N1 C7 120.3(3) . . ?
C18 N2 Ir1 116.3(2) . . ?
C22 N2 Ir1 123.9(2) . . ?
C22 N2 C18 119.8(3) . . ?
C23 N3 Ir1 127.3(2) . . ?
C27 N3 Ir1 113.7(2) . . ?
C27 N3 C23 118.4(3) . . ?
C27 N4 H4 120.1 . . ?
C28 N4 H4 120.1 . . ?
C28 N4 C27 119.8(3) . . ?
C28 N5 H5 117.8 . . ?
C28 N5 C29 124.5(3) . . ?
C29 N5 H5 117.8 . . ?
C2 C1 Ir1 127.3(3) . . ?
C2 C1 C6 119.6(3) . . ?
C6 C1 Ir1 113.0(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 H2 120.3 . . ?
F1 C3 C2 118.1(5) . . ?
F1 C3 C4 118.7(4) . . ?
C4 C3 C2 123.2(5) . . ?
C3 C4 H4A 121.5 . . ?
C3 C4 C5 117.0(4) . . ?
C5 C4 H4A 121.5 . . ?
F2 C5 C4 117.7(4) . . ?
F2 C5 C6 118.7(5) . . ?
C4 C5 C6 123.7(4) . . ?
C1 C6 C7 116.0(3) . . ?
C5 C6 C1 117.2(4) . . ?
C5 C6 C7 126.8(4) . . ?
N1 C7 C6 114.0(3) . . ?
N1 C7 C8 118.7(4) . . ?
C8 C7 C6 127.2(4) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.2(5) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.4(4) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 121.0 . . ?
C9 C10 C11 118.0(5) . . ?
C11 C10 H10 121.0 . . ?
N1 C11 C10 122.3(4) . . ?
N1 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C13 C12 Ir1 126.9(2) . . ?
C13 C12 C17 118.1(3) . . ?
C17 C12 Ir1 114.9(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
F3 C14 C15 117.2(3) . . ?
C13 C14 F3 118.5(3) . . ?
C13 C14 C15 124.3(3) . . ?
C14 C15 H15 122.1 . . ?
C16 C15 C14 115.8(3) . . ?
C16 C15 H15 122.1 . . ?
F4 C16 C15 116.7(3) . . ?
F4 C16 C17 119.4(3) . . ?
C15 C16 C17 123.9(3) . . ?
C12 C17 C18 115.3(3) . . ?
C16 C17 C12 118.5(3) . . ?
C16 C17 C18 126.3(3) . . ?
N2 C18 C17 113.3(3) . . ?
N2 C18 C19 118.9(3) . . ?
C19 C18 C17 127.8(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.7(3) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 120.8 . . ?
C22 C21 C20 118.3(4) . . ?
C22 C21 H21 120.8 . . ?
N2 C22 C21 122.7(3) . . ?
N2 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
N3 C23 H23 119.0 . . ?
N3 C23 C24 122.1(3) . . ?
C24 C23 H23 119.0 . . ?
C23 C24 H24 120.5 . . ?
C23 C24 C25 119.0(3) . . ?
C25 C24 H24 120.5 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.8(3) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 120.9 . . ?
C25 C26 C27 118.1(3) . . ?
C27 C26 H26 120.9 . . ?
N3 C27 N4 115.0(3) . . ?
N3 C27 C26 122.5(3) . . ?
N4 C27 C26 122.5(3) . . ?
N4 C28 Ir1 112.6(2) . . ?
N5 C28 Ir1 133.9(2) . . ?
N5 C28 N4 113.2(3) . . ?
C30 C29 N5 119.8(3) . . ?
C30 C29 C34 120.8(3) . . ?
C34 C29 N5 119.4(3) . . ?
C29 C30 H30 120.1 . . ?
C29 C30 C31 119.8(3) . . ?
C31 C30 H30 120.1 . . ?
C30 C31 H31 120.6 . . ?
C32 C31 C30 118.8(3) . . ?
C32 C31 H31 120.6 . . ?
C31 C32 Cl1 118.2(3) . . ?
C31 C32 C33 121.7(3) . . ?
C33 C32 Cl1 120.0(3) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 C32 119.0(3) . . ?
C34 C33 H33 120.5 . . ?
C29 C34 H34 120.1 . . ?
C33 C34 C29 119.9(3) . . ?
C33 C34 H34 120.1 . . ?
O1 S1 O2 116.5(3) . . ?
O1 S1 O3 115.4(3) . . ?
O1 S1 C35 103.6(2) . . ?
O2 S1 C35 103.6(2) . . ?
O3 S1 O2 111.6(3) . . ?
O3 S1 C35 104.3(3) . . ?
F5 C35 S1 110.2(3) . . ?
F6 C35 S1 111.5(3) . . ?
F6 C35 F5 107.1(4) . . ?
F7 C35 S1 111.8(3) . . ?
F7 C35 F5 107.6(4) . . ?
F7 C35 F6 108.4(4) . . ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_111618a_jingqi
_database_code_depnum_ccdc_archive 'CCDC 1885068'
loop_
_audit_author_name
_audit_author_address
'Shek-Man Yiu'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2018-12-14 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H29 Cl Ir N5 O'
_chemical_formula_weight         775.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2446(3)
_cell_length_b                   11.5443(4)
_cell_length_c                   14.1376(4)
_cell_angle_alpha                108.7450(10)
_cell_angle_beta                 91.9460(10)
_cell_angle_gamma                105.8580(10)
_cell_volume                     1509.39(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9979
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      30.51

_exptl_crystal_description       irregular
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_F_000             764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    4.550
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3845
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20391
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.391
_diffrn_reflns_theta_max         30.526
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             9085
_reflns_number_gt                8428
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0168P)²+0.4539P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9085
_refine_ls_number_parameters     426
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0517
_refine_ls_wR_factor_gt          0.0505
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.34805(2) 0.61608(2) 0.74338(2) 0.01754(3) Uani 1 1 d . . . . .
Cl1 Cl -0.23195(7) 1.07451(8) 0.91683(6) 0.04088(16) Uani 1 1 d . . . . .
N1 N 0.13885(18) 0.7525(2) 0.81309(14) 0.0223(4) Uani 1 1 d . . . . .
H1 H 0.107625 0.682102 0.827568 0.027 Uiso 1 1 calc R U . . .
N2 N 0.3162(2) 0.8651(2) 0.74962(15) 0.0251(4) Uani 1 1 d . . . . .
N3 N 0.48302(18) 0.7590(2) 0.69918(13) 0.0222(4) Uani 1 1 d . . . . .
N4 N 0.46457(18) 0.6821(2) 0.88118(14) 0.0215(4) Uani 1 1 d . . . . .
N5 N 0.23108(18) 0.5209(2) 0.60607(13) 0.0212(4) Uani 1 1 d . . . . .
C1 C 0.0552(2) 0.8339(2) 0.83660(16) 0.0218(4) Uani 1 1 d . . . . .
C2 C 0.0958(2) 0.9604(3) 0.8404(2) 0.0342(6) Uani 1 1 d . . . . .
H2 H 0.184605 0.996681 0.826144 0.041 Uiso 1 1 calc R U . . .
C3 C 0.0074(3) 1.0339(3) 0.8649(2) 0.0370(6) Uani 1 1 d . . . . .
H3 H 0.035549 1.120527 0.867523 0.044 Uiso 1 1 calc R U . . .
C4 C -0.1207(2) 0.9819(3) 0.88552(18) 0.0278(5) Uani 1 1 d . . . . .
C5 C -0.1631(3) 0.8574(3) 0.8825(2) 0.0365(6) Uani 1 1 d . . . . .
H5 H -0.252060 0.822303 0.897078 0.044 Uiso 1 1 calc R U . . .
C6 C -0.0752(3) 0.7831(3) 0.8580(2) 0.0332(6) Uani 1 1 d . . . . .
H6 H -0.104311 0.696717 0.855899 0.040 Uiso 1 1 calc R U . . .
C7 C 0.2592(2) 0.7610(2) 0.77216(16) 0.0211(4) Uani 1 1 d . . . . .
C8 C 0.4365(2) 0.8611(2) 0.70944(17) 0.0251(5) Uani 1 1 d . . . . .
C9 C 0.5106(3) 0.9618(3) 0.6801(2) 0.0356(6) Uani 1 1 d . . . . .
H9 H 0.477298 1.032641 0.686138 0.043 Uiso 1 1 calc R U . . .
C10 C 0.6321(3) 0.9582(3) 0.6423(2) 0.0430(7) Uani 1 1 d . . . . .
H10 H 0.682828 1.026381 0.622016 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6798(3) 0.8550(3) 0.6339(2) 0.0371(6) Uani 1 1 d . . . . .
H11 H 0.764034 0.851467 0.608796 0.044 Uiso 1 1 calc R U . . .
C12 C 0.6033(2) 0.7577(3) 0.66266(18) 0.0289(5) Uani 1 1 d . . . . .
H12 H 0.635876 0.686431 0.656749 0.035 Uiso 1 1 calc R U . . .
C13 C 0.4573(2) 0.4854(2) 0.72014(17) 0.0218(4) Uani 1 1 d . . . . .
C14 C 0.4542(2) 0.3815(3) 0.63369(19) 0.0292(5) Uani 1 1 d . . . . .
H14 H 0.398293 0.367570 0.573669 0.035 Uiso 1 1 calc R U . . .
C15 C 0.5297(3) 0.2985(3) 0.6329(2) 0.0341(6) Uani 1 1 d . . . . .
H15 H 0.524485 0.228780 0.573054 0.041 Uiso 1 1 calc R U . . .
C16 C 0.6132(3) 0.3166(3) 0.7193(2) 0.0355(6) Uani 1 1 d . . . . .
H16 H 0.664949 0.259563 0.718727 0.043 Uiso 1 1 calc R U . . .
C17 C 0.6201(2) 0.4185(3) 0.8059(2) 0.0314(5) Uani 1 1 d . . . . .
H17 H 0.678043 0.432436 0.864922 0.038 Uiso 1 1 calc R U . . .
C18 C 0.5422(2) 0.5009(2) 0.80698(17) 0.0226(4) Uani 1 1 d . . . . .
C19 C 0.5427(2) 0.6091(2) 0.89590(17) 0.0228(4) Uani 1 1 d . . . . .
C20 C 0.6143(2) 0.6413(3) 0.99119(19) 0.0307(5) Uani 1 1 d . . . . .
H20 H 0.666419 0.589103 1.002087 0.037 Uiso 1 1 calc R U . . .
C21 C 0.6102(3) 0.7475(3) 1.06922(19) 0.0362(6) Uani 1 1 d . . . . .
H21 H 0.658181 0.768328 1.134040 0.043 Uiso 1 1 calc R U . . .
C22 C 0.5354(3) 0.8236(3) 1.05234(19) 0.0336(6) Uani 1 1 d . . . . .
H22 H 0.532615 0.898671 1.104769 0.040 Uiso 1 1 calc R U . . .
C23 C 0.4648(2) 0.7884(3) 0.95768(17) 0.0275(5) Uani 1 1 d . . . . .
H23 H 0.414055 0.841204 0.945843 0.033 Uiso 1 1 calc R U . . .
C24 C 0.1948(2) 0.4957(2) 0.78088(17) 0.0212(4) Uani 1 1 d . . . . .
C25 C 0.1721(2) 0.4881(3) 0.87646(18) 0.0279(5) Uani 1 1 d . . . . .
H25 H 0.237433 0.543621 0.933312 0.034 Uiso 1 1 calc R U . . .
C26 C 0.0566(3) 0.4013(3) 0.8898(2) 0.0348(6) Uani 1 1 d . . . . .
H26 H 0.045450 0.396857 0.955122 0.042 Uiso 1 1 calc R U . . .
C27 C -0.0426(3) 0.3212(3) 0.8091(2) 0.0377(6) Uani 1 1 d . . . . .
H27 H -0.121567 0.262450 0.818984 0.045 Uiso 1 1 calc R U . . .
C28 C -0.0256(2) 0.3276(3) 0.7140(2) 0.0342(6) Uani 1 1 d . . . . .
H28 H -0.093751 0.273961 0.658405 0.041 Uiso 1 1 calc R U . . .
C29 C 0.0912(2) 0.4124(2) 0.69978(17) 0.0241(4) Uani 1 1 d . . . . .
C30 C 0.1165(2) 0.4256(2) 0.60194(17) 0.0243(4) Uani 1 1 d . . . . .
C31 C 0.0363(3) 0.3492(3) 0.51007(19) 0.0336(6) Uani 1 1 d . . . . .
H31 H -0.043211 0.281806 0.507387 0.040 Uiso 1 1 calc R U . . .
C32 C 0.0723(3) 0.3714(3) 0.4227(2) 0.0383(6) Uani 1 1 d . . . . .
H32 H 0.017490 0.319883 0.359905 0.046 Uiso 1 1 calc R U . . .
C33 C 0.1881(3) 0.4686(3) 0.42747(18) 0.0340(6) Uani 1 1 d . . . . .
H33 H 0.214531 0.485131 0.368170 0.041 Uiso 1 1 calc R U . . .
C34 C 0.2649(2) 0.5417(3) 0.51989(17) 0.0273(5) Uani 1 1 d . . . . .
H34 H 0.344664 0.609155 0.523283 0.033 Uiso 1 1 calc R U . . .
O1 O 1.0079(9) 0.9662(8) 0.4819(5) 0.084(2) Uani 0.5 1 d . . P A -1
O2 O 0.8464(5) 1.0621(5) 0.5075(4) 0.0604(13) Uani 0.5 1 d . . P A -1
C35 C 0.8335(10) 0.8999(10) 0.3497(7) 0.066(3) Uani 0.5 1 d . . P A -1
H35A H 0.904338 0.900396 0.304812 0.099 Uiso 0.5 1 calc R U P A -1
H35B H 0.763193 0.931574 0.326941 0.099 Uiso 0.5 1 calc R U P A -1
H35C H 0.791696 0.812234 0.348554 0.099 Uiso 0.5 1 calc R U P A -1
C36 C 0.8960(8) 0.9838(8) 0.4536(6) 0.0465(17) Uani 0.5 1 d . . P A -1
C37 C 1.0727(15) 1.0426(17) 0.5873(9) 0.155(9) Uani 0.5 1 d . . P A -1
H37A H 1.072140 1.132379 0.602390 0.186 Uiso 0.5 1 calc R U P A -1
H37B H 1.018040 1.007923 0.633857 0.186 Uiso 0.5 1 calc R U P A -1
C38 C 1.2016(11) 1.0411(15) 0.6032(9) 0.107(5) Uani 0.5 1 d . . P A -1
H38A H 1.248505 1.049579 0.545384 0.161 Uiso 0.5 1 calc R U P A -1
H38B H 1.201070 0.959969 0.611595 0.161 Uiso 0.5 1 calc R U P A -1
H38C H 1.249675 1.112664 0.664232 0.161 Uiso 0.5 1 calc R U P A -1


_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 C24 2.004(2) . ?
Ir1 N5 2.0404(18) . ?
Ir1 N4 2.0474(18) . ?
Ir1 C7 2.052(2) . ?
Ir1 C13 2.065(2) . ?
Ir1 N3 2.121(2) . ?
Cl1 C4 1.742(2) . ?
N1 C7 1.373(3) . ?
N1 C1 1.410(3) . ?
N1 H1 0.8800 . ?
N2 C7 1.327(3) . ?
N2 C8 1.381(3) . ?
N3 C12 1.354(3) . ?
N3 C8 1.356(3) . ?
N4 C23 1.349(3) . ?
N4 C19 1.365(3) . ?
N5 C34 1.354(3) . ?
N5 C30 1.356(3) . ?
C1 C2 1.387(4) . ?
C1 C6 1.391(3) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.369(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.369(4) . ?
C5 C6 1.385(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.396(3) . ?
C9 C10 1.377(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.369(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.403(3) . ?
C13 C18 1.413(3) . ?
C14 C15 1.384(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.459(3) . ?
C19 C20 1.397(3) . ?
C20 C21 1.372(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.405(3) . ?
C24 C29 1.420(3) . ?
C25 C26 1.389(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.385(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.464(3) . ?
C30 C31 1.391(3) . ?
C31 C32 1.382(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.375(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.377(3) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
O1 C36 1.290(11) . ?
O1 C37 1.485(13) . ?
O2 C36 1.221(9) . ?
C35 C36 1.480(12) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C37 C38 1.338(17) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

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
C24 Ir1 N5 80.27(8) . . ?
C24 Ir1 N4 94.16(8) . . ?
N5 Ir1 N4 170.52(8) . . ?
C24 Ir1 C7 95.21(9) . . ?
N5 Ir1 C7 91.63(8) . . ?
N4 Ir1 C7 96.53(8) . . ?
C24 Ir1 C13 89.80(9) . . ?
N5 Ir1 C13 92.73(8) . . ?
N4 Ir1 C13 79.51(8) . . ?
C7 Ir1 C13 173.85(9) . . ?
C24 Ir1 N3 169.60(8) . . ?
N5 Ir1 N3 95.66(7) . . ?
N4 Ir1 N3 91.08(7) . . ?
C7 Ir1 N3 75.25(8) . . ?
C13 Ir1 N3 99.99(8) . . ?
C7 N1 C1 132.9(2) . . ?
C7 N1 H1 113.5 . . ?
C1 N1 H1 113.5 . . ?
C7 N2 C8 112.0(2) . . ?
C12 N3 C8 119.3(2) . . ?
C12 N3 Ir1 128.09(17) . . ?
C8 N3 Ir1 112.64(14) . . ?
C23 N4 C19 119.02(19) . . ?
C23 N4 Ir1 124.55(15) . . ?
C19 N4 Ir1 116.39(16) . . ?
C34 N5 C30 119.1(2) . . ?
C34 N5 Ir1 124.43(16) . . ?
C30 N5 Ir1 116.38(14) . . ?
C2 C1 C6 118.8(2) . . ?
C2 C1 N1 124.0(2) . . ?
C6 C1 N1 117.2(2) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 Cl1 119.02(19) . . ?
C3 C4 Cl1 120.1(2) . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N2 C7 N1 118.1(2) . . ?
N2 C7 Ir1 120.41(16) . . ?
N1 C7 Ir1 121.44(16) . . ?
N3 C8 N2 119.6(2) . . ?
N3 C8 C9 120.0(2) . . ?
N2 C8 C9 120.4(2) . . ?
C10 C9 C8 119.9(3) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 119.6(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 118.6(2) . . ?
C12 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
N3 C12 C11 122.6(3) . . ?
N3 C12 H12 118.7 . . ?
C11 C12 H12 118.7 . . ?
C14 C13 C18 116.2(2) . . ?
C14 C13 Ir1 129.83(17) . . ?
C18 C13 Ir1 113.88(17) . . ?
C15 C14 C13 122.2(2) . . ?
C15 C14 H14 118.9 . . ?
C13 C14 H14 118.9 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 119.3(2) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 120.3(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 121.7(2) . . ?
C17 C18 C19 123.3(2) . . ?
C13 C18 C19 115.0(2) . . ?
N4 C19 C20 119.5(2) . . ?
N4 C19 C18 114.83(18) . . ?
C20 C19 C18 125.7(2) . . ?
C21 C20 C19 120.8(2) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 119.2(2) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C23 C22 C21 118.5(3) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
N4 C23 C22 122.8(2) . . ?
N4 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C25 C24 C29 116.2(2) . . ?
C25 C24 Ir1 129.00(18) . . ?
C29 C24 Ir1 114.69(16) . . ?
C26 C25 C24 121.6(2) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C27 C26 C25 120.8(2) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C28 C27 C26 119.4(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 120.0(2) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C24 121.9(2) . . ?
C28 C29 C30 123.4(2) . . ?
C24 C29 C30 114.6(2) . . ?
N5 C30 C31 120.3(2) . . ?
N5 C30 C29 113.93(19) . . ?
C31 C30 C29 125.7(2) . . ?
C32 C31 C30 119.9(3) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C33 C32 C31 119.5(2) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 118.7(2) . . ?
C32 C33 H33 120.7 . . ?
C34 C33 H33 120.7 . . ?
N5 C34 C33 122.5(2) . . ?
N5 C34 H34 118.8 . . ?
C33 C34 H34 118.8 . . ?
C36 O1 C37 116.5(7) . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O2 C36 O1 123.2(8) . . ?
O2 C36 C35 123.2(8) . . ?
O1 C36 C35 113.6(7) . . ?
C38 C37 O1 112.3(11) . . ?
C38 C37 H37A 109.1 . . ?
O1 C37 H37A 109.1 . . ?
C38 C37 H37B 109.1 . . ?
O1 C37 H37B 109.1 . . ?
H37A C37 H37B 107.9 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_refine_diff_density_max         0.956
_refine_diff_density_min         -1.862
_refine_diff_density_rms         0.103



