# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_sbd1902b
_database_code_depnum_ccdc_archive 'CCDC 1941589'
loop_
_audit_author_name
_audit_author_address
'Adrian Whitwood'
;Univeristy of York
United Kingdom
;
_audit_update_record             
;
2019-07-18 deposited with the CCDC.	2019-09-06 downloaded from the CCDC.
;
_audit_creation_date             2019-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H64 Ir2 N4 O6 S2, 1.27(H2 O), 2(C H2 Cl2)'
_chemical_formula_sum            'C50 H70.54 Cl4 Ir2 N4 O7.27 S2'
_chemical_formula_weight         1434.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C50 H70.5 Cl4 Ir2 N4 O8.25 S2'
_chemical_oxdiff_usercomment     'Jenny Lewis JSL Ox 2'
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'
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'
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'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7187(5)
_cell_length_b                   12.0086(7)
_cell_length_c                   13.3295(11)
_cell_angle_alpha                85.912(6)
_cell_angle_beta                 69.210(6)
_cell_angle_gamma                76.361(5)
_cell_volume                     1413.21(17)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4601
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      70.3310
_cell_measurement_theta_min      4.9870
_shelx_estimated_absorpt_T_max   0.815
_shelx_estimated_absorpt_T_min   0.249
_exptl_absorpt_coefficient_mu    11.827
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_correction_T_min  0.388
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             710.7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0101
0 0 1 0.0081
0 -1 0 0.0312
0 1 0 0.0210
-1 0 0 0.0695
1 0 0 0.0695
2 5 1 0.0210

_exptl_crystal_recrystallization_method 
'crystallisation from dichloromethane, hexane and water'
_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.018
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 0.0002 -1.0001 0.0464 0.1146 -0.0027
0.0000 -0.0002 1.0001 -0.0464 -0.1146 0.0027
0.0001 -0.9999 0.0000 0.0310 -0.0137 -0.1276
-0.0001 0.9999 -0.0000 -0.0310 0.0137 0.1276
-1.0000 0.0001 0.0002 -0.1740 0.0049 -0.0021
1.0000 -0.0001 -0.0002 0.1740 -0.0049 0.0021
1.9997 4.9990 0.9995 0.1465 -0.0562 0.6449

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9141
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.063
_diffrn_reflns_theta_max         67.063
_diffrn_reflns_theta_min         3.547
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  11.00   1.00    1.00    --    0.00  57.00-180.00   28
  2  ω     21.00  60.00   1.00    1.00    --    0.00  57.00  30.00   39
  3  ω    -15.00  17.00   1.00    1.00    --    0.00 -57.00-120.00   32
  4  ω    -63.00 -27.00   1.00    1.00    --    0.00 -57.00-120.00   36
  5  ω    -19.00  12.00   1.00    1.00    --    0.00  57.00  30.00   31
  6  ω    -15.00  51.00   1.00    4.00    --   54.00 -57.00  30.00   66
  7  ω     45.00 127.00   1.00    4.00    --   54.00  19.00 120.00   82
  8  ω     39.00 123.00   1.00    4.00    --   54.00  57.00-180.00   84
  9  ω     18.00  71.00   1.00    4.00    --   54.00 -57.00-180.00   53
 10  ω    -14.00  82.00   1.00    4.00    --   54.00 -77.00 -60.00   96
 11  ω     76.00 123.00   1.00    4.00    --   54.00  57.00 -30.00   47
 12  ω     26.00 107.00   1.00    4.00    --   54.00-125.00-180.00   81
 13  ω     70.00 111.00   1.00    8.00    --  108.00-111.00  30.00   41
 14  ω     89.00 151.00   1.00    8.00    --  108.00 178.00-150.00   62
 15  ω    100.00 174.00   1.00    8.00    --  108.00  63.00 -90.00   74
 16  ω     41.00 124.00   1.00    8.00    --  108.00 -63.00 -30.00   83
 17  ω     71.00 113.00   1.00    8.00    --  108.00-111.00-120.00   42
 18  ω     39.00  95.00   1.00    8.00    --  108.00 -25.00   0.00   56
 19  ω     40.00 114.00   1.00    8.00    --  108.00 -63.00-180.00   74
 20  ω    125.00 155.00   1.00    8.00    --  108.00  50.00 120.00   30
 21  ω     46.00 134.00   1.00    8.00    --  108.00 -37.00-120.00   88
 22  ω    124.00 177.00   1.00    8.00    --  108.00  50.00-180.00   53
 23  ω     57.00  96.00   1.00    8.00    --  108.00-111.00 -30.00   39
 24  ω    100.00 158.00   1.00    8.00    --  108.00 111.00 -60.00   58
 25  ω     42.00 141.00   1.00    8.00    --  108.00 -25.00 120.00   99
 26  ω     44.00 108.00   1.00    8.00    --  108.00-111.00-180.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1739642000
_diffrn_orient_matrix_UB_12      -0.0310023000
_diffrn_orient_matrix_UB_13      -0.0464436000
_diffrn_orient_matrix_UB_21      -0.0049517000
_diffrn_orient_matrix_UB_22      0.0136495000
_diffrn_orient_matrix_UB_23      -0.1145500000
_diffrn_orient_matrix_UB_31      0.0021454000
_diffrn_orient_matrix_UB_32      0.1276042000
_diffrn_orient_matrix_UB_33      0.0027161000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4567
_reflns_number_total             5051
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.507
_refine_diff_density_min         -1.454
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         5051
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0361P)²+2.0011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0768
_refine_special_details          
;
The hydrides were located by difference map with one of the Ir-H bond 
lengths restrained to be 1.6 angstroms.
The dichloromethane of crystallisation was disordered and modelled 
in two positions with refined occupancies of 0.771:0.229(3). The ADP of pairs
of disordered atoms were constrained to be equal (C25 & C25a, Cl1 & Cl1a,
Cl2 & Cl2a). The C-Cl bond lengths were restrained to be equal.
The occupancy of the partial water of crystallisation refined to 0.634(13).
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 Ir1-HA
 1.6 with sigma of 0.01
 Cl2-C25 \\sim Cl2A-C25A \\sim Cl1-C25 \\sim Cl1A-C25A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(Cl1A) = Uanis(Cl1)
Uanis(C25A) = Uanis(C25)
Uanis(Cl2A) = Uanis(Cl2)
4. Others
 Sof(C25A)=Sof(H25C)=Sof(H25D)=Sof(Cl1A)=Sof(Cl2A)=1-FVAR(1)
 Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(Cl1)=Sof(Cl2)=FVAR(1)
 Sof(O4)=Sof(H4A)=Sof(H4B)=FVAR(2)
5.a Free rotating group:
 O4(H4A,H4B)
5.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C25A(H25C,H25D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C9(H9), C16(H16), C18(H18)
5.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,
 H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
C1 C 0.5048(5) 0.4403(4) 0.5258(4) 0.0215(10) Uani 1 1 d . . . . .
C2 C 0.7185(5) 0.3474(4) 0.2327(3) 0.0174(9) Uani 1 1 d . . . . .
C3 C 0.9546(6) 0.3413(5) 0.1135(5) 0.0348(13) Uani 1 1 d . . . . .
H3 H 1.037541 0.364036 0.059871 0.042 Uiso 1 1 calc R . . . .
C4 C 0.9560(6) 0.2397(5) 0.1622(5) 0.0362(13) Uani 1 1 d . . . . .
H4 H 1.040069 0.176211 0.148963 0.043 Uiso 1 1 calc R . . . .
C5 C 0.7597(5) 0.5171(4) 0.1157(4) 0.0215(9) Uani 1 1 d . . . . .
C6 C 0.7710(6) 0.6148(4) 0.1593(4) 0.0255(10) Uani 1 1 d . . . . .
C7 C 0.7188(6) 0.7201(4) 0.1197(4) 0.0317(12) Uani 1 1 d . . . . .
H7 H 0.724304 0.788105 0.148972 0.038 Uiso 1 1 calc R . . . .
C8 C 0.6589(6) 0.7289(5) 0.0384(5) 0.0321(12) Uani 1 1 d . . . . .
C9 C 0.6567(6) 0.6291(5) -0.0070(4) 0.0305(12) Uani 1 1 d . . . . .
H9 H 0.619830 0.634253 -0.064721 0.037 Uiso 1 1 calc R . . . .
C10 C 0.7077(5) 0.5211(4) 0.0304(4) 0.0239(10) Uani 1 1 d . . . . .
C11 C 0.8391(7) 0.6087(5) 0.2456(4) 0.0360(13) Uani 1 1 d . . . . .
H11A H 0.774450 0.579178 0.311463 0.054 Uiso 1 1 calc GR . . . .
H11B H 0.847187 0.685497 0.259548 0.054 Uiso 1 1 calc GR . . . .
H11C H 0.939784 0.557519 0.221849 0.054 Uiso 1 1 calc GR . . . .
C12 C 0.5977(7) 0.8455(6) -0.0001(6) 0.0530(18) Uani 1 1 d . . . . .
H12A H 0.584531 0.836557 -0.068446 0.079 Uiso 1 1 calc GR . . . .
H12B H 0.668984 0.894528 -0.010163 0.079 Uiso 1 1 calc GR . . . .
H12C H 0.500100 0.880638 0.053346 0.079 Uiso 1 1 calc GR . . . .
C13 C 0.7077(7) 0.4140(5) -0.0206(4) 0.0368(13) Uani 1 1 d . . . . .
H13A H 0.811991 0.371510 -0.055607 0.055 Uiso 1 1 calc GR . . . .
H13B H 0.658422 0.434198 -0.074165 0.055 Uiso 1 1 calc GR . . . .
H13C H 0.652568 0.366336 0.034519 0.055 Uiso 1 1 calc GR . . . .
C14 C 0.7706(5) 0.1478(4) 0.3006(4) 0.0242(10) Uani 1 1 d . . . . .
C15 C 0.7998(6) 0.1314(4) 0.3959(4) 0.0281(11) Uani 1 1 d . . . . .
C16 C 0.7665(6) 0.0338(5) 0.4559(4) 0.0308(11) Uani 1 1 d . . . . .
H16 H 0.785919 0.020951 0.521226 0.037 Uiso 1 1 calc R . . . .
C17 C 0.7067(6) -0.0436(5) 0.4226(5) 0.0333(12) Uani 1 1 d . . . . .
C18 C 0.6789(7) -0.0233(5) 0.3276(5) 0.0373(13) Uani 1 1 d . . . . .
H18 H 0.635254 -0.075140 0.304891 0.045 Uiso 1 1 calc R . . . .
C19 C 0.7127(6) 0.0709(4) 0.2637(4) 0.0315(12) Uani 1 1 d . . . . .
C20 C 0.8680(8) 0.2125(5) 0.4337(6) 0.0460(16) Uani 1 1 d . . . . .
H20A H 0.885614 0.183537 0.499781 0.069 Uiso 1 1 calc GR . . . .
H20B H 0.798769 0.288161 0.447833 0.069 Uiso 1 1 calc GR . . . .
H20C H 0.964218 0.218649 0.378264 0.069 Uiso 1 1 calc GR . . . .
C21 C 0.6715(8) -0.1475(5) 0.4895(5) 0.0442(15) Uani 1 1 d . . . . .
H21A H 0.750937 -0.215345 0.457725 0.066 Uiso 1 1 calc GR . . . .
H21B H 0.574062 -0.159030 0.491389 0.066 Uiso 1 1 calc GR . . . .
H21C H 0.666593 -0.135289 0.562734 0.066 Uiso 1 1 calc GR . . . .
C22 C 0.6889(9) 0.0858(5) 0.1582(5) 0.0520(18) Uani 1 1 d . . . . .
H22A H 0.649015 0.167119 0.148167 0.078 Uiso 1 1 calc GR . . . .
H22B H 0.616692 0.041455 0.157254 0.078 Uiso 1 1 calc GR . . . .
H22C H 0.785317 0.058780 0.100152 0.078 Uiso 1 1 calc GR . . . .
C23 C 0.1459(6) 0.3752(5) 0.3441(5) 0.0323(12) Uani 1 1 d . . . . .
H23A H 0.173108 0.382519 0.266156 0.048 Uiso 1 1 calc GR . . . .
H23B H 0.036790 0.404189 0.378897 0.048 Uiso 1 1 calc GR . . . .
H23C H 0.173723 0.294444 0.362015 0.048 Uiso 1 1 calc GR . . . .
C24 C 0.1745(6) 0.5932(4) 0.3433(4) 0.0282(11) Uani 1 1 d . . . . .
H24A H 0.222356 0.649359 0.359637 0.042 Uiso 1 1 calc GR . . . .
H24B H 0.064744 0.616266 0.379197 0.042 Uiso 1 1 calc GR . . . .
H24C H 0.198418 0.589313 0.265577 0.042 Uiso 1 1 calc GR . . . .
Ir1 Ir 0.49439(2) 0.40015(2) 0.31310(2) 0.01813(7) Uani 1 1 d D . . . .
H H 0.472(6) 0.438(5) 0.199(5) 0.030(15) Uiso 1 1 d . . . . .
HA H 0.479(6) 0.282(3) 0.276(4) 0.033(15) Uiso 1 1 d D . . . .
N1 N 0.8094(4) 0.4063(3) 0.1563(3) 0.0224(8) Uani 1 1 d . . . . .
N2 N 0.8123(5) 0.2445(4) 0.2351(3) 0.0274(9) Uani 1 1 d . . . . .
O1 O 0.5202(4) 0.3553(3) 0.4710(2) 0.0194(6) Uani 1 1 d . . . . .
O2 O 0.4954(4) 0.4366(3) 0.6237(2) 0.0209(7) Uani 1 1 d . . . . .
O3 O 0.1778(4) 0.4607(3) 0.5088(3) 0.0319(8) Uani 1 1 d . . . . .
S1 S 0.24353(12) 0.45568(10) 0.38978(9) 0.0210(2) Uani 1 1 d . . . . .
O4 O 0.4263(8) 0.7944(5) 0.3335(6) 0.045(2) Uani 0.636(13) 1 d . . P . .
H4A H 0.473570 0.726868 0.340902 0.068 Uiso 0.636(13) 1 d G . P . .
H4B H 0.383345 0.786522 0.289705 0.068 Uiso 0.636(13) 1 d G . P . .
C25 C 0.1506(14) 0.9074(8) 0.2640(7) 0.070(3) Uani 0.775(3) 1 d D . P A 1
H25A H 0.218572 0.838915 0.280186 0.084 Uiso 0.775(3) 1 calc R . P A 1
H25B H 0.050400 0.917997 0.321696 0.084 Uiso 0.775(3) 1 calc R . P A 1
Cl1 Cl 0.1336(4) 0.8892(3) 0.1382(3) 0.0897(10) Uani 0.775(3) 1 d D . P A 1
Cl2 Cl 0.2268(3) 1.0320(2) 0.2562(2) 0.0695(7) Uani 0.775(3) 1 d D . P A 1
C25A C 0.071(4) 0.873(3) 0.2370(17) 0.070(3) Uani 0.225(3) 1 d D . P A 2
H25C H -0.028809 0.903729 0.292347 0.084 Uiso 0.225(3) 1 calc R . P A 2
H25D H 0.103408 0.790737 0.252014 0.084 Uiso 0.225(3) 1 calc R . P A 2
Cl1A Cl 0.0543(15) 0.8867(11) 0.1079(9) 0.0897(10) Uani 0.225(3) 1 d D . P A 2
Cl2A Cl 0.2043(12) 0.9485(10) 0.2422(8) 0.0695(7) Uani 0.225(3) 1 d D . P A 2


_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 C1 1.541(9) 2_666 ?
C1 O1 1.247(6) . ?
C1 O2 1.275(6) . ?
C2 Ir1 2.021(4) . ?
C2 N1 1.367(6) . ?
C2 N2 1.358(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.340(8) . ?
C3 N1 1.378(7) . ?
C4 H4 0.9500 . ?
C4 N2 1.380(7) . ?
C5 C6 1.389(7) . ?
C5 C10 1.392(6) . ?
C5 N1 1.442(6) . ?
C6 C7 1.389(7) . ?
C6 C11 1.507(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.388(8) . ?
C8 C9 1.388(8) . ?
C8 C12 1.516(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.399(7) . ?
C10 C13 1.497(7) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.388(7) . ?
C14 C19 1.385(7) . ?
C14 N2 1.450(6) . ?
C15 C16 1.406(7) . ?
C15 C20 1.501(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(8) . ?
C17 C18 1.379(8) . ?
C17 C21 1.515(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(8) . ?
C19 C22 1.497(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 S1 1.769(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 S1 1.785(5) . ?
Ir1 H 1.63(6) . ?
Ir1 HA 1.593(10) . ?
Ir1 O1 2.221(3) . ?
Ir1 O2 2.225(3) 2_666 ?
Ir1 S1 2.2349(11) . ?
O3 S1 1.485(4) . ?
O4 H4A 0.8507 . ?
O4 H4B 0.8502 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 Cl1 1.775(7) . ?
C25 Cl2 1.800(7) . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
C25A Cl1A 1.777(10) . ?
C25A Cl2A 1.775(10) . ?

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
O1 C1 C1 119.3(5) . 2_666 ?
O1 C1 O2 124.5(4) . . ?
O2 C1 C1 116.3(5) . 2_666 ?
N1 C2 Ir1 127.1(3) . . ?
N2 C2 Ir1 129.2(3) . . ?
N2 C2 N1 103.5(4) . . ?
C4 C3 H3 126.7 . . ?
C4 C3 N1 106.6(5) . . ?
N1 C3 H3 126.7 . . ?
C3 C4 H4 126.4 . . ?
C3 C4 N2 107.1(5) . . ?
N2 C4 H4 126.4 . . ?
C6 C5 C10 122.6(5) . . ?
C6 C5 N1 119.4(4) . . ?
C10 C5 N1 118.0(4) . . ?
C5 C6 C11 122.1(5) . . ?
C7 C6 C5 117.7(5) . . ?
C7 C6 C11 120.2(5) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 C6 121.8(5) . . ?
C8 C7 H7 119.1 . . ?
C7 C8 C9 118.8(5) . . ?
C7 C8 C12 120.4(6) . . ?
C9 C8 C12 120.8(5) . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.4(5) . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C9 117.6(5) . . ?
C5 C10 C13 121.5(5) . . ?
C9 C10 C13 120.9(5) . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 N2 118.2(4) . . ?
C19 C14 C15 122.0(4) . . ?
C19 C14 N2 119.6(5) . . ?
C14 C15 C16 117.7(5) . . ?
C14 C15 C20 122.0(5) . . ?
C16 C15 C20 120.3(5) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 C15 122.0(5) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 C18 118.2(5) . . ?
C16 C17 C21 120.5(5) . . ?
C18 C17 C21 121.3(5) . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.3(5) . . ?
C19 C18 H18 118.9 . . ?
C14 C19 C18 117.8(5) . . ?
C14 C19 C22 121.7(5) . . ?
C18 C19 C22 120.4(5) . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
S1 C23 H23A 109.5 . . ?
S1 C23 H23B 109.5 . . ?
S1 C23 H23C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
S1 C24 H24A 109.5 . . ?
S1 C24 H24B 109.5 . . ?
S1 C24 H24C 109.5 . . ?
C2 Ir1 H 89(2) . . ?
C2 Ir1 HA 86(2) . . ?
C2 Ir1 O1 92.61(15) . . ?
C2 Ir1 O2 96.51(15) . 2_666 ?
C2 Ir1 S1 175.33(12) . . ?
H Ir1 HA 80(3) . . ?
O1 Ir1 H 178(2) . . ?
O1 Ir1 HA 102(2) . . ?
O1 Ir1 O2 75.27(11) . 2_666 ?
O1 Ir1 S1 91.62(9) . . ?
O2 Ir1 H 102.8(19) 2_666 . ?
O2 Ir1 HA 176(2) 2_666 . ?
O2 Ir1 S1 86.48(9) 2_666 . ?
S1 Ir1 H 87(2) . . ?
S1 Ir1 HA 91(2) . . ?
C2 N1 C3 111.4(4) . . ?
C2 N1 C5 125.4(4) . . ?
C3 N1 C5 122.8(4) . . ?
C2 N2 C4 111.3(4) . . ?
C2 N2 C14 126.2(4) . . ?
C4 N2 C14 122.5(4) . . ?
C1 O1 Ir1 113.5(3) . . ?
C1 O2 Ir1 114.1(3) . 2_666 ?
C23 S1 C24 98.6(3) . . ?
C23 S1 Ir1 112.87(19) . . ?
C24 S1 Ir1 111.05(18) . . ?
O3 S1 C23 107.6(2) . . ?
O3 S1 C24 106.8(2) . . ?
O3 S1 Ir1 118.01(15) . . ?
H4A O4 H4B 104.4 . . ?
H25A C25 H25B 108.4 . . ?
Cl1 C25 H25A 110.1 . . ?
Cl1 C25 H25B 110.1 . . ?
Cl1 C25 Cl2 107.9(5) . . ?
Cl2 C25 H25A 110.1 . . ?
Cl2 C25 H25B 110.1 . . ?
H25C C25A H25D 108.2 . . ?
Cl1A C25A H25C 109.7 . . ?
Cl1A C25A H25D 109.7 . . ?
Cl2A C25A H25C 109.7 . . ?
Cl2A C25A H25D 109.7 . . ?
Cl2A C25A Cl1A 109.7(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O4 H4A O2 0.85 1.96 2.772(7) 158.4 2_666 yes
O4 H4B Cl2A 0.85 2.49 3.036(12) 122.4 . yes

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 C1 O1 Ir1 -9.1(6) 2_666 . . . ?
C1 C1 O2 Ir1 -9.6(6) 2_666 . . 2_666 ?
C3 C4 N2 C2 0.8(7) . . . . ?
C3 C4 N2 C14 178.1(5) . . . . ?
C4 C3 N1 C2 0.6(7) . . . . ?
C4 C3 N1 C5 -173.2(5) . . . . ?
C5 C6 C7 C8 -0.8(8) . . . . ?
C6 C5 C10 C9 -4.1(7) . . . . ?
C6 C5 C10 C13 175.3(5) . . . . ?
C6 C5 N1 C2 96.1(6) . . . . ?
C6 C5 N1 C3 -91.0(6) . . . . ?
C6 C7 C8 C9 -2.5(8) . . . . ?
C6 C7 C8 C12 177.8(5) . . . . ?
C7 C8 C9 C10 2.6(8) . . . . ?
C8 C9 C10 C5 0.5(7) . . . . ?
C8 C9 C10 C13 -178.8(5) . . . . ?
C10 C5 C6 C7 4.2(7) . . . . ?
C10 C5 C6 C11 -175.0(5) . . . . ?
C10 C5 N1 C2 -86.6(6) . . . . ?
C10 C5 N1 C3 86.4(6) . . . . ?
C11 C6 C7 C8 178.4(5) . . . . ?
C12 C8 C9 C10 -177.6(5) . . . . ?
C14 C15 C16 C17 -0.2(8) . . . . ?
C15 C14 C19 C18 2.2(8) . . . . ?
C15 C14 C19 C22 -176.8(5) . . . . ?
C15 C14 N2 C2 -98.3(6) . . . . ?
C15 C14 N2 C4 84.8(7) . . . . ?
C15 C16 C17 C18 -0.2(9) . . . . ?
C15 C16 C17 C21 -179.7(5) . . . . ?
C16 C17 C18 C19 1.6(9) . . . . ?
C17 C18 C19 C14 -2.6(9) . . . . ?
C17 C18 C19 C22 176.5(6) . . . . ?
C19 C14 C15 C16 -0.9(8) . . . . ?
C19 C14 C15 C20 177.6(5) . . . . ?
C19 C14 N2 C2 85.9(7) . . . . ?
C19 C14 N2 C4 -91.0(7) . . . . ?
C20 C15 C16 C17 -178.7(6) . . . . ?
C21 C17 C18 C19 -178.9(6) . . . . ?
Ir1 C2 N1 C3 -176.1(4) . . . . ?
Ir1 C2 N1 C5 -2.5(7) . . . . ?
Ir1 C2 N2 C4 175.4(4) . . . . ?
Ir1 C2 N2 C14 -1.8(7) . . . . ?
N1 C2 N2 C4 -0.4(6) . . . . ?
N1 C2 N2 C14 -177.6(5) . . . . ?
N1 C3 C4 N2 -0.8(7) . . . . ?
N1 C5 C6 C7 -178.6(4) . . . . ?
N1 C5 C6 C11 2.2(7) . . . . ?
N1 C5 C10 C9 178.7(4) . . . . ?
N1 C5 C10 C13 -2.0(7) . . . . ?
N2 C2 N1 C3 -0.1(5) . . . . ?
N2 C2 N1 C5 173.5(4) . . . . ?
N2 C14 C15 C16 -176.6(5) . . . . ?
N2 C14 C15 C20 1.9(8) . . . . ?
N2 C14 C19 C18 177.8(5) . . . . ?
N2 C14 C19 C22 -1.2(8) . . . . ?
O1 C1 O2 Ir1 170.7(4) . . . 2_666 ?
O2 C1 O1 Ir1 170.5(3) . . . . ?

_olex2_date_sample_data_collection 2019-06-19
_olex2_date_sample_submission    2019-06-17
_olex2_exptl_crystal_mounting_method 'oil on 75 micrometre micromount'
_olex2_submission_original_sample_id 'JSL Ox 2'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.852
_oxdiff_exptl_absorpt_empirical_full_min 0.801
