# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_cmpnd_6aSb
_database_code_depnum_ccdc_archive 'CCDC 1490041'
_audit_update_record             
;
2016-07-04 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H27 Ir N O2 S, F6 Sb'
_chemical_formula_sum            'C20 H27 F6 Ir N O2 S Sb'
_chemical_formula_weight         773.44

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.6130(4)
_cell_length_b                   14.4059(6)
_cell_length_c                   19.2824(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2392.52(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9892
_cell_measurement_theta_min      2.364
_cell_measurement_theta_max      28.404

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.147
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.161
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    6.837
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2928
_exptl_absorpt_correction_T_max  0.4219
_exptl_absorpt_process_details   
;
 SADABS: Area-Detector Absorption Correction. (1996) Bruker-AXS 
 within APEX2 package.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX CCD system'
_diffrn_measurement_method       'narrow ω frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            34612
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.765
_diffrn_reflns_theta_max         28.590
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5816
_reflns_number_gt                5764
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.740
_reflns_Friedel_fraction_max     0.924
_reflns_Friedel_fraction_full    0.995

_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       'SMART in APEX2 v. 2008.4 (Bruker AXS, 2008)'
_computing_cell_refinement       'SAINT+ in APEX2 v. 2008.4 (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT+ in APEX2 v. 2008.4 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP program, SHELXTL v6.12, Bruker2000'
_computing_publication_material  'XCIF program, PLATON(Spek, 1998)'

_refine_special_details          
;
 All the hydrogen atoms were observed at Fourier difference maps. However, their
 free refinement leads to some unrealistic geometrical parameters. To avoid this
 fact and to increase the number of data over parameter ratio, H atoms of 
 methyl groups were included in the model in calculated positions and refined
 with a riding model.

 The rest of the hydrogen atoms have been included in the model in observed
 positions. Geometrical restraints about C13-H13A and N-H1N bond lenghts
 have been used. Isotropic thermal parameter of H13a and H13b have been
 restrained to be -1.2 times Ueq(C13).

 When convergence is achieved, no residual density peak bigger than 1 e/A3 
 is found.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0174P)²+1.6328P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2428 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0051(15)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         5816
_refine_ls_number_parameters     340
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0139
_refine_ls_R_factor_gt           0.0137
_refine_ls_wR_factor_ref         0.0337
_refine_ls_wR_factor_gt          0.0336
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.001
_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
Ir Ir 0.00463(2) 0.03481(2) 0.45386(2) 0.01106(4) Uani 1 1 d . . . . .
S S 0.16633(10) 0.00497(6) 0.55042(5) 0.01606(16) Uani 1 1 d . . . . .
O1 O 0.0940(3) 0.17134(17) 0.45892(13) 0.0165(5) Uani 1 1 d . . . . .
O2 O 0.1459(3) 0.2834(2) 0.53544(13) 0.0255(6) Uani 1 1 d . . . . .
N N -0.1312(3) 0.1019(2) 0.53189(16) 0.0147(6) Uani 1 1 d D . . . .
C1 C 0.0322(4) -0.0990(2) 0.40469(18) 0.0181(7) Uani 1 1 d . . . . .
C2 C -0.1302(4) -0.0785(3) 0.41440(18) 0.0170(7) Uani 1 1 d . . . . .
C3 C -0.1658(4) 0.0035(3) 0.37394(18) 0.0153(7) Uani 1 1 d . . . . .
C4 C -0.0242(4) 0.0344(2) 0.34195(16) 0.0165(6) Uani 1 1 d . . . . .
C5 C 0.0986(4) -0.0282(3) 0.36139(19) 0.0173(7) Uani 1 1 d . . . . .
C6 C 0.1150(6) -0.1814(3) 0.4344(2) 0.0315(10) Uani 1 1 d . . . . .
H6A H 0.0986 -0.2354 0.4044 0.047 Uiso 1 1 calc R U . . .
H6B H 0.0743 -0.1946 0.4808 0.047 Uiso 1 1 calc R U . . .
H6C H 0.2264 -0.1680 0.4375 0.047 Uiso 1 1 calc R U . . .
C7 C -0.2419(5) -0.1379(3) 0.4543(2) 0.0263(8) Uani 1 1 d . . . . .
H7A H -0.2623 -0.1951 0.4283 0.039 Uiso 1 1 calc R U . . .
H7B H -0.3393 -0.1040 0.4610 0.039 Uiso 1 1 calc R U . . .
H7C H -0.1970 -0.1535 0.4995 0.039 Uiso 1 1 calc R U . . .
C8 C -0.3236(4) 0.0455(3) 0.3656(2) 0.0210(7) Uani 1 1 d . . . . .
H8A H -0.3132 0.1099 0.3498 0.031 Uiso 1 1 calc R U . . .
H8B H -0.3780 0.0443 0.4102 0.031 Uiso 1 1 calc R U . . .
H8C H -0.3829 0.0099 0.3314 0.031 Uiso 1 1 calc R U . . .
C9 C 0.0006(5) 0.1206(2) 0.29943(17) 0.0217(7) Uani 1 1 d . . . . .
H9A H -0.0967 0.1557 0.2968 0.032 Uiso 1 1 calc R U . . .
H9B H 0.0339 0.1033 0.2526 0.032 Uiso 1 1 calc R U . . .
H9C H 0.0808 0.1591 0.3212 0.032 Uiso 1 1 calc R U . . .
C10 C 0.2621(5) -0.0248(3) 0.3348(2) 0.0283(9) Uani 1 1 d . . . . .
H10A H 0.3301 -0.0596 0.3662 0.042 Uiso 1 1 calc R U . . .
H10B H 0.2969 0.0399 0.3324 0.042 Uiso 1 1 calc R U . . .
H10C H 0.2664 -0.0526 0.2885 0.042 Uiso 1 1 calc R U . . .
C11 C 0.0811(4) 0.2113(3) 0.51863(18) 0.0170(7) Uani 1 1 d . . . . .
C12 C -0.0181(4) 0.1581(2) 0.57131(16) 0.0158(7) Uani 1 1 d . . . . .
C13 C 0.0888(4) 0.0916(3) 0.61079(18) 0.0168(7) Uani 1 1 d D . . . .
C14 C 0.3548(4) 0.0555(3) 0.5258(2) 0.0225(8) Uani 1 1 d . . . . .
C15 C 0.4703(4) 0.0492(2) 0.58369(18) 0.0177(7) Uani 1 1 d . . . . .
C16 C 0.5443(4) -0.0344(3) 0.59796(19) 0.0202(7) Uani 1 1 d . . . . .
C17 C 0.6573(4) -0.0397(3) 0.6493(2) 0.0220(7) Uani 1 1 d . . . . .
C18 C 0.6932(4) 0.0387(3) 0.68802(19) 0.0224(8) Uani 1 1 d . . . . .
C19 C 0.6176(5) 0.1215(3) 0.6756(2) 0.0234(8) Uani 1 1 d . . . . .
C20 C 0.5064(5) 0.1274(2) 0.62305(18) 0.0211(7) Uani 1 1 d . . . . .
Sb1 Sb 0.45947(3) 0.21481(2) 0.20511(2) 0.01678(5) Uani 1 1 d . . . . .
F1 F 0.5303(3) 0.2213(2) 0.11314(12) 0.0371(6) Uani 1 1 d . . . . .
F2 F 0.3894(3) 0.20729(17) 0.29709(12) 0.0291(5) Uani 1 1 d . . . . .
F3 F 0.4925(3) 0.08633(14) 0.20554(12) 0.0301(5) Uani 1 1 d . . . . .
F4 F 0.4261(3) 0.34287(17) 0.20526(16) 0.0379(6) Uani 1 1 d . . . . .
F5 F 0.2558(3) 0.1967(2) 0.17380(14) 0.0324(6) Uani 1 1 d . . . . .
F6 F 0.6633(3) 0.23400(19) 0.23636(14) 0.0340(6) Uani 1 1 d . . . . .
H13A H 0.042(6) 0.061(3) 0.647(2) 0.041 Uiso 1 1 d D U . . .
H13B H 0.176(7) 0.114(4) 0.633(3) 0.041 Uiso 1 1 d . U . . .
H1N H -0.192(5) 0.141(3) 0.508(2) 0.029(13) Uiso 1 1 d D . . . .
H2N H -0.174(5) 0.069(3) 0.561(2) 0.013(10) Uiso 1 1 d . . . . .
H12 H -0.074(5) 0.198(3) 0.601(2) 0.017(11) Uiso 1 1 d . . . . .
H14A H 0.379(5) 0.021(3) 0.489(2) 0.021(11) Uiso 1 1 d . . . . .
H14B H 0.337(6) 0.126(3) 0.515(2) 0.029(13) Uiso 1 1 d . . . . .
H16 H 0.520(6) -0.087(3) 0.574(2) 0.018(10) Uiso 1 1 d . . . . .
H17 H 0.702(6) -0.103(4) 0.658(3) 0.027(13) Uiso 1 1 d . . . . .
H18 H 0.762(6) 0.036(3) 0.720(3) 0.028(12) Uiso 1 1 d . . . . .
H19 H 0.653(6) 0.173(4) 0.698(3) 0.033(13) Uiso 1 1 d . . . . .
H20 H 0.461(5) 0.184(3) 0.616(2) 0.021(11) Uiso 1 1 d . . . . .


_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
Ir O1 2.114(2) . ?
Ir N 2.137(3) . ?
Ir C2 2.143(4) . ?
Ir C5 2.158(4) . ?
Ir C1 2.162(3) . ?
Ir C4 2.172(3) . ?
Ir C3 2.176(3) . ?
Ir S 2.3646(9) . ?
S C13 1.832(4) . ?
S C14 1.841(4) . ?
O1 C11 1.292(4) . ?
O2 C11 1.224(4) . ?
N C12 1.478(4) . ?
N H1N 0.90(2) . ?
N H2N 0.82(5) . ?
C1 C5 1.438(5) . ?
C1 C2 1.442(5) . ?
C1 C6 1.498(5) . ?
C2 C3 1.448(5) . ?
C2 C7 1.500(5) . ?
C3 C4 1.437(5) . ?
C3 C8 1.497(5) . ?
C4 C5 1.439(5) . ?
C4 C9 1.503(4) . ?
C5 C10 1.500(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.532(5) . ?
C12 C13 1.532(5) . ?
C12 H12 0.94(4) . ?
C13 H13A 0.92(2) . ?
C13 H13B 0.92(6) . ?
C14 C15 1.497(5) . ?
C14 H14A 0.88(5) . ?
C14 H14B 1.05(5) . ?
C15 C16 1.391(5) . ?
C15 C20 1.393(5) . ?
C16 C17 1.390(5) . ?
C16 H16 0.91(4) . ?
C17 C18 1.389(6) . ?
C17 H17 1.01(5) . ?
C18 C19 1.380(6) . ?
C18 H18 0.86(5) . ?
C19 C20 1.397(6) . ?
C19 H19 0.91(5) . ?
C20 H20 0.91(4) . ?
Sb1 F4 1.867(2) . ?
Sb1 F3 1.873(2) . ?
Sb1 F5 1.873(2) . ?
Sb1 F2 1.876(2) . ?
Sb1 F6 1.877(2) . ?
Sb1 F1 1.878(2) . ?

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 Ir N 75.28(11) . . ?
O1 Ir C2 157.25(12) . . ?
N Ir C2 107.33(13) . . ?
O1 Ir C5 107.02(12) . . ?
N Ir C5 167.72(12) . . ?
C2 Ir C5 65.77(14) . . ?
O1 Ir C1 144.10(12) . . ?
N Ir C1 140.57(13) . . ?
C2 Ir C1 39.13(14) . . ?
C5 Ir C1 38.88(14) . . ?
O1 Ir C4 95.15(11) . . ?
N Ir C4 129.63(12) . . ?
C2 Ir C4 65.37(13) . . ?
C5 Ir C4 38.83(13) . . ?
C1 Ir C4 64.82(13) . . ?
O1 Ir C3 118.12(12) . . ?
N Ir C3 102.89(12) . . ?
C2 Ir C3 39.17(14) . . ?
C5 Ir C3 65.19(14) . . ?
C1 Ir C3 65.05(14) . . ?
C4 Ir C3 38.61(13) . . ?
O1 Ir S 85.32(7) . . ?
N Ir S 81.40(8) . . ?
C2 Ir S 117.41(10) . . ?
C5 Ir S 110.70(10) . . ?
C1 Ir S 96.81(10) . . ?
C4 Ir S 148.12(10) . . ?
C3 Ir S 156.55(10) . . ?
C13 S C14 102.48(19) . . ?
C13 S Ir 99.31(12) . . ?
C14 S Ir 104.16(13) . . ?
C11 O1 Ir 115.1(2) . . ?
C12 N Ir 104.4(2) . . ?
C12 N H1N 108(3) . . ?
Ir N H1N 104(3) . . ?
C12 N H2N 105(3) . . ?
Ir N H2N 118(3) . . ?
H1N N H2N 117(4) . . ?
C5 C1 C2 108.4(3) . . ?
C5 C1 C6 126.5(4) . . ?
C2 C1 C6 125.1(4) . . ?
C5 C1 Ir 70.4(2) . . ?
C2 C1 Ir 69.72(19) . . ?
C6 C1 Ir 126.2(3) . . ?
C1 C2 C3 107.6(3) . . ?
C1 C2 C7 124.9(3) . . ?
C3 C2 C7 127.3(4) . . ?
C1 C2 Ir 71.1(2) . . ?
C3 C2 Ir 71.6(2) . . ?
C7 C2 Ir 126.9(3) . . ?
C4 C3 C2 107.7(3) . . ?
C4 C3 C8 126.8(3) . . ?
C2 C3 C8 125.5(3) . . ?
C4 C3 Ir 70.57(19) . . ?
C2 C3 Ir 69.2(2) . . ?
C8 C3 Ir 127.2(2) . . ?
C3 C4 C5 108.5(3) . . ?
C3 C4 C9 127.7(3) . . ?
C5 C4 C9 123.7(3) . . ?
C3 C4 Ir 70.82(19) . . ?
C5 C4 Ir 70.05(19) . . ?
C9 C4 Ir 121.6(2) . . ?
C1 C5 C4 107.7(3) . . ?
C1 C5 C10 126.5(3) . . ?
C4 C5 C10 125.5(4) . . ?
C1 C5 Ir 70.7(2) . . ?
C4 C5 Ir 71.12(19) . . ?
C10 C5 Ir 128.4(3) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 125.1(3) . . ?
O2 C11 C12 120.2(3) . . ?
O1 C11 C12 114.6(3) . . ?
N C12 C11 107.5(3) . . ?
N C12 C13 108.0(3) . . ?
C11 C12 C13 107.9(3) . . ?
N C12 H12 108(3) . . ?
C11 C12 H12 113(3) . . ?
C13 C12 H12 112(3) . . ?
C12 C13 S 109.2(2) . . ?
C12 C13 H13A 115(3) . . ?
S C13 H13A 108(3) . . ?
C12 C13 H13B 120(3) . . ?
S C13 H13B 104(3) . . ?
H13A C13 H13B 100(5) . . ?
C15 C14 S 111.7(3) . . ?
C15 C14 H14A 114(3) . . ?
S C14 H14A 101(3) . . ?
C15 C14 H14B 108(3) . . ?
S C14 H14B 108(3) . . ?
H14A C14 H14B 115(4) . . ?
C16 C15 C20 119.4(3) . . ?
C16 C15 C14 120.2(3) . . ?
C20 C15 C14 120.4(3) . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 118(3) . . ?
C15 C16 H16 121(3) . . ?
C18 C17 C16 119.6(4) . . ?
C18 C17 H17 124(3) . . ?
C16 C17 H17 116(3) . . ?
C19 C18 C17 120.3(4) . . ?
C19 C18 H18 119(3) . . ?
C17 C18 H18 120(3) . . ?
C18 C19 C20 120.2(4) . . ?
C18 C19 H19 118(3) . . ?
C20 C19 H19 122(3) . . ?
C15 C20 C19 119.9(3) . . ?
C15 C20 H20 123(3) . . ?
C19 C20 H20 117(3) . . ?
F4 Sb1 F3 179.64(12) . . ?
F4 Sb1 F5 89.65(12) . . ?
F3 Sb1 F5 90.35(13) . . ?
F4 Sb1 F2 90.35(12) . . ?
F3 Sb1 F2 89.29(11) . . ?
F5 Sb1 F2 89.75(11) . . ?
F4 Sb1 F6 89.89(12) . . ?
F3 Sb1 F6 90.11(12) . . ?
F5 Sb1 F6 179.53(12) . . ?
F2 Sb1 F6 90.33(12) . . ?
F4 Sb1 F1 90.11(13) . . ?
F3 Sb1 F1 90.25(11) . . ?
F5 Sb1 F1 90.39(11) . . ?
F2 Sb1 F1 179.52(12) . . ?
F6 Sb1 F1 89.53(12) . . ?

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
C5 C1 C2 C3 2.7(4) . . . . ?
C6 C1 C2 C3 -176.6(3) . . . . ?
Ir C1 C2 C3 62.8(2) . . . . ?
C5 C1 C2 C7 177.6(3) . . . . ?
C6 C1 C2 C7 -1.7(6) . . . . ?
Ir C1 C2 C7 -122.4(4) . . . . ?
C5 C1 C2 Ir -60.1(2) . . . . ?
C6 C1 C2 Ir 120.7(4) . . . . ?
C1 C2 C3 C4 -2.1(4) . . . . ?
C7 C2 C3 C4 -176.8(3) . . . . ?
Ir C2 C3 C4 60.3(2) . . . . ?
C1 C2 C3 C8 176.0(3) . . . . ?
C7 C2 C3 C8 1.3(6) . . . . ?
Ir C2 C3 C8 -121.5(3) . . . . ?
C1 C2 C3 Ir -62.4(2) . . . . ?
C7 C2 C3 Ir 122.8(4) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C8 C3 C4 C5 -177.4(3) . . . . ?
Ir C3 C4 C5 60.2(2) . . . . ?
C2 C3 C4 C9 -175.0(3) . . . . ?
C8 C3 C4 C9 6.9(6) . . . . ?
Ir C3 C4 C9 -115.6(3) . . . . ?
C2 C3 C4 Ir -59.4(2) . . . . ?
C8 C3 C4 Ir 122.4(4) . . . . ?
C2 C1 C5 C4 -2.3(4) . . . . ?
C6 C1 C5 C4 177.0(3) . . . . ?
Ir C1 C5 C4 -61.9(2) . . . . ?
C2 C1 C5 C10 -176.4(4) . . . . ?
C6 C1 C5 C10 2.9(6) . . . . ?
Ir C1 C5 C10 124.0(4) . . . . ?
C2 C1 C5 Ir 59.6(2) . . . . ?
C6 C1 C5 Ir -121.1(4) . . . . ?
C3 C4 C5 C1 0.9(4) . . . . ?
C9 C4 C5 C1 176.9(3) . . . . ?
Ir C4 C5 C1 61.6(2) . . . . ?
C3 C4 C5 C10 175.1(3) . . . . ?
C9 C4 C5 C10 -8.9(6) . . . . ?
Ir C4 C5 C10 -124.2(4) . . . . ?
C3 C4 C5 Ir -60.7(2) . . . . ?
C9 C4 C5 Ir 115.3(3) . . . . ?
Ir O1 C11 O2 168.0(3) . . . . ?
Ir O1 C11 C12 -8.8(4) . . . . ?
Ir N C12 C11 47.8(3) . . . . ?
Ir N C12 C13 -68.4(3) . . . . ?
O2 C11 C12 N 155.8(3) . . . . ?
O1 C11 C12 N -27.3(4) . . . . ?
O2 C11 C12 C13 -88.0(4) . . . . ?
O1 C11 C12 C13 89.0(3) . . . . ?
N C12 C13 S 51.3(3) . . . . ?
C11 C12 C13 S -64.6(3) . . . . ?
C14 S C13 C12 95.2(3) . . . . ?
Ir S C13 C12 -11.7(2) . . . . ?
C13 S C14 C15 72.7(3) . . . . ?
Ir S C14 C15 175.8(3) . . . . ?
S C14 C15 C16 77.3(4) . . . . ?
S C14 C15 C20 -103.6(4) . . . . ?
C20 C15 C16 C17 -2.3(5) . . . . ?
C14 C15 C16 C17 176.7(3) . . . . ?
C15 C16 C17 C18 2.0(6) . . . . ?
C16 C17 C18 C19 -0.2(6) . . . . ?
C17 C18 C19 C20 -1.2(6) . . . . ?
C16 C15 C20 C19 0.9(6) . . . . ?
C14 C15 C20 C19 -178.2(3) . . . . ?
C18 C19 C20 C15 0.9(6) . . . . ?

_refine_diff_density_max         0.908
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.085

_shelxl_version_number           2014-3


_exptl_crystal_recrystallization_method 
'slow diffusion of diethyl ether into methanol solutions of the compound'
