# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1573023'
_audit_update_record             
;
2017-09-06 deposited with the CCDC.
2017-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H46 Cl N P2 Rh, B F4'
_chemical_formula_sum            'C23 H46 B Cl F4 N P2 Rh'
_chemical_formula_weight         623.74
_chemical_absolute_configuration rmad

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1180 0.9190 '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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.7378(4)
_cell_length_b                   16.4348(7)
_cell_length_c                   18.1370(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2902.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9818
_cell_measurement_theta_min      2.246
_cell_measurement_theta_max      29.301

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    0.829
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8078
_exptl_absorpt_correction_T_max  0.9045
_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 DUO CCD system'
_diffrn_measurement_method       'narrow ω frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            46914
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.672
_diffrn_reflns_theta_max         29.637
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7739
_reflns_number_gt                7447
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.758
_reflns_Friedel_fraction_max     0.920
_reflns_Friedel_fraction_full    1.000

_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), PARST(Nardelli, 1995)'

_refine_special_details          
;
Hydrogen atoms of methyl groups have been included in the model in calculated
 positions and refined with a riding model. Hydrogen atom bounded to nitrogen
 atom has been included in observed position and freely refined.

 Counterion BF4 molecule has been found to be disordered. Fluorine atoms 
 have been included in the model in two sets of positions with complementary 
 occupancy factors (0.61 / 0.39) and isotropically refined.

 
 At the end of the refinement highest residual density peaks are found near
 to the disordered fluorine atoms or close to the rhodium atom, they have 
 no chemical sense.
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+2.0363P] 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 3163 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.037(9)
_refine_ls_number_reflns         7739
_refine_ls_number_parameters     314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0672
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
Rh Rh 0.84690(2) 0.47519(2) 0.12383(2) 0.01498(6) Uani 1 1 d . . . . .
P2 P 1.01247(8) 0.44483(4) 0.03049(4) 0.01694(15) Uani 1 1 d . . . . .
P1 P 0.85628(9) 0.57739(4) 0.03638(4) 0.01696(14) Uani 1 1 d . . . . .
Cl Cl 0.65804(8) 0.41238(4) 0.06175(4) 0.02121(14) Uani 1 1 d . . . . .
N N 0.9645(3) 0.52659(17) -0.01989(15) 0.0187(5) Uani 1 1 d . . . . .
C1 C 0.8988(4) 0.4082(2) 0.22917(19) 0.0225(7) Uani 1 1 d . . . . .
C2 C 0.9519(4) 0.4903(2) 0.23294(18) 0.0244(7) Uani 1 1 d . . . . .
C3 C 0.8375(4) 0.54508(18) 0.22946(17) 0.0245(6) Uani 1 1 d . . . . .
C4 C 0.7149(3) 0.4983(2) 0.22121(18) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.7550(4) 0.4135(2) 0.22392(18) 0.0218(6) Uani 1 1 d . . . . .
C6 C 0.9777(4) 0.3309(2) 0.2401(2) 0.0318(8) Uani 1 1 d . . . . .
H6A H 0.9707 0.3139 0.2918 0.048 Uiso 1 1 calc R U . . .
H6B H 1.0743 0.3399 0.2275 0.048 Uiso 1 1 calc R U . . .
H6C H 0.9395 0.2883 0.2083 0.048 Uiso 1 1 calc R U . . .
C7 C 1.0923(4) 0.5114(3) 0.2606(2) 0.0370(9) Uani 1 1 d . . . . .
H7A H 1.1134 0.5680 0.2480 0.055 Uiso 1 1 calc R U . . .
H7B H 1.1601 0.4754 0.2376 0.055 Uiso 1 1 calc R U . . .
H7C H 1.0953 0.5046 0.3143 0.055 Uiso 1 1 calc R U . . .
C8 C 0.8450(6) 0.6348(2) 0.2428(2) 0.0395(9) Uani 1 1 d . . . . .
H8A H 0.7712 0.6621 0.2156 0.059 Uiso 1 1 calc R U . . .
H8B H 0.9341 0.6554 0.2259 0.059 Uiso 1 1 calc R U . . .
H8C H 0.8348 0.6458 0.2956 0.059 Uiso 1 1 calc R U . . .
C9 C 0.5703(4) 0.5288(3) 0.2201(2) 0.0314(7) Uani 1 1 d . . . . .
H9A H 0.5265 0.5171 0.2676 0.047 Uiso 1 1 calc R U . . .
H9B H 0.5194 0.5015 0.1806 0.047 Uiso 1 1 calc R U . . .
H9C H 0.5702 0.5876 0.2115 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6573(4) 0.3432(2) 0.2264(2) 0.0300(7) Uani 1 1 d . . . . .
H10A H 0.7031 0.2944 0.2075 0.045 Uiso 1 1 calc R U . . .
H10B H 0.5769 0.3554 0.1958 0.045 Uiso 1 1 calc R U . . .
H10C H 0.6281 0.3339 0.2774 0.045 Uiso 1 1 calc R U . . .
C11 C 0.9385(4) 0.67099(19) 0.0654(2) 0.0252(7) Uani 1 1 d . . . . .
H11A H 1.0091 0.6587 0.1023 0.038 Uiso 1 1 calc R U . . .
H11B H 0.8697 0.7075 0.0869 0.038 Uiso 1 1 calc R U . . .
H11C H 0.9811 0.6974 0.0227 0.038 Uiso 1 1 calc R U . . .
C12 C 0.7074(3) 0.61358(19) -0.01955(19) 0.0216(6) Uani 1 1 d . . . . .
C13 C 0.5865(4) 0.6262(2) 0.0334(2) 0.0273(7) Uani 1 1 d . . . . .
H13A H 0.5067 0.6460 0.0057 0.041 Uiso 1 1 calc R U . . .
H13B H 0.6118 0.6663 0.0710 0.041 Uiso 1 1 calc R U . . .
H13C H 0.5636 0.5744 0.0572 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7432(4) 0.6946(2) -0.0573(2) 0.0302(8) Uani 1 1 d . . . . .
H14A H 0.6693 0.7098 -0.0912 0.045 Uiso 1 1 calc R U . . .
H14B H 0.8292 0.6886 -0.0848 0.045 Uiso 1 1 calc R U . . .
H14C H 0.7540 0.7371 -0.0198 0.045 Uiso 1 1 calc R U . . .
C15 C 0.6694(4) 0.5516(2) -0.07926(18) 0.0275(7) Uani 1 1 d . . . . .
H15A H 0.6520 0.4986 -0.0564 0.041 Uiso 1 1 calc R U . . .
H15B H 0.7453 0.5466 -0.1145 0.041 Uiso 1 1 calc R U . . .
H15C H 0.5867 0.5699 -0.1052 0.041 Uiso 1 1 calc R U . . .
C16 C 1.2011(3) 0.46075(19) 0.04815(19) 0.0230(6) Uani 1 1 d . . . . .
C17 C 1.2148(4) 0.5435(2) 0.0868(2) 0.0281(7) Uani 1 1 d . . . . .
H17A H 1.1454 0.5478 0.1258 0.042 Uiso 1 1 calc R U . . .
H17B H 1.2009 0.5872 0.0508 0.042 Uiso 1 1 calc R U . . .
H17C H 1.3066 0.5483 0.1085 0.042 Uiso 1 1 calc R U . . .
C18 C 1.2560(4) 0.3928(2) 0.0974(2) 0.0314(8) Uani 1 1 d . . . . .
H18A H 1.3537 0.4021 0.1073 0.047 Uiso 1 1 calc R U . . .
H18B H 1.2444 0.3404 0.0725 0.047 Uiso 1 1 calc R U . . .
H18C H 1.2051 0.3924 0.1440 0.047 Uiso 1 1 calc R U . . .
C19 C 1.2892(3) 0.4671(2) -0.0226(2) 0.0322(8) Uani 1 1 d . . . . .
H19A H 1.3784 0.4914 -0.0105 0.048 Uiso 1 1 calc R U . . .
H19B H 1.2418 0.5013 -0.0588 0.048 Uiso 1 1 calc R U . . .
H19C H 1.3034 0.4126 -0.0433 0.048 Uiso 1 1 calc R U . . .
C20 C 0.9868(3) 0.34890(18) -0.02545(19) 0.0227(6) Uani 1 1 d . . . . .
C21 C 0.9559(4) 0.28123(19) 0.0303(2) 0.0288(7) Uani 1 1 d . . . . .
H21A H 0.8747 0.2960 0.0593 0.043 Uiso 1 1 calc R U . . .
H21B H 1.0347 0.2743 0.0633 0.043 Uiso 1 1 calc R U . . .
H21C H 0.9385 0.2302 0.0040 0.043 Uiso 1 1 calc R U . . .
C22 C 1.1093(4) 0.3224(3) -0.0722(2) 0.0367(9) Uani 1 1 d . . . . .
H22A H 1.0842 0.2743 -0.1011 0.055 Uiso 1 1 calc R U . . .
H22B H 1.1868 0.3091 -0.0399 0.055 Uiso 1 1 calc R U . . .
H22C H 1.1354 0.3667 -0.1055 0.055 Uiso 1 1 calc R U . . .
C23 C 0.8659(4) 0.3597(2) -0.07817(19) 0.0288(7) Uani 1 1 d . . . . .
H23A H 0.8873 0.4027 -0.1138 0.043 Uiso 1 1 calc R U . . .
H23B H 0.7838 0.3749 -0.0501 0.043 Uiso 1 1 calc R U . . .
H23C H 0.8490 0.3086 -0.1044 0.043 Uiso 1 1 calc R U . . .
B B 0.3320(5) 0.3478(3) 0.3456(3) 0.0379(10) Uani 1 1 d . . . . .
F1A F 0.1962(6) 0.3542(3) 0.3791(3) 0.0421(13) Uiso 0.610(13) 1 d . . P A 1
F2A F 0.4291(9) 0.2940(6) 0.3729(6) 0.094(3) Uiso 0.610(13) 1 d . . P A 1
F3A F 0.3751(6) 0.4308(3) 0.3425(2) 0.0351(12) Uiso 0.610(13) 1 d . . P A 1
F4A F 0.3140(5) 0.3269(3) 0.2705(3) 0.0418(15) Uiso 0.610(13) 1 d . . P A 1
F1B F 0.2293(10) 0.3358(6) 0.3858(5) 0.048(2) Uiso 0.390(13) 1 d . . P A 2
F2B F 0.4141(10) 0.3194(6) 0.4029(6) 0.061(3) Uiso 0.390(13) 1 d . . P A 2
F3B F 0.4185(13) 0.4143(7) 0.3482(5) 0.061(3) Uiso 0.390(13) 1 d . . P A 2
F4B F 0.3306(10) 0.2972(7) 0.2931(6) 0.066(3) Uiso 0.390(13) 1 d . . P A 2
H H 0.999(5) 0.546(3) -0.054(3) 0.037(13) 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
Rh C4 2.217(3) . ?
Rh C3 2.236(3) . ?
Rh C2 2.241(3) . ?
Rh C1 2.262(3) . ?
Rh C5 2.264(3) . ?
Rh P1 2.3119(8) . ?
Rh P2 2.3905(8) . ?
Rh Cl 2.3908(8) . ?
P2 N 1.691(3) . ?
P2 C16 1.883(3) . ?
P2 C20 1.891(3) . ?
P2 P1 2.6591(11) . ?
P1 N 1.688(3) . ?
P1 C11 1.812(3) . ?
P1 C12 1.867(3) . ?
N H 0.77(5) . ?
C1 C5 1.406(5) . ?
C1 C2 1.446(5) . ?
C1 C6 1.498(5) . ?
C2 C3 1.434(5) . ?
C2 C7 1.497(5) . ?
C3 C4 1.427(5) . ?
C3 C8 1.497(4) . ?
C4 C5 1.448(5) . ?
C4 C9 1.495(5) . ?
C5 C10 1.497(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 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C15 1.532(5) . ?
C12 C13 1.534(5) . ?
C12 C14 1.537(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C18 1.526(5) . ?
C16 C17 1.536(5) . ?
C16 C19 1.547(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C22 1.526(5) . ?
C20 C23 1.527(5) . ?
C20 C21 1.533(5) . ?
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 . ?
B F1B 1.253(10) . ?
B F4B 1.265(10) . ?
B F3B 1.381(11) . ?
B F2A 1.386(9) . ?
B F2B 1.391(11) . ?
B F4A 1.416(7) . ?
B F3A 1.428(6) . ?
B F1A 1.460(8) . ?

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
C4 Rh C3 37.39(12) . . ?
C4 Rh C2 62.74(12) . . ?
C3 Rh C2 37.36(13) . . ?
C4 Rh C1 62.62(12) . . ?
C3 Rh C1 62.32(12) . . ?
C2 Rh C1 37.46(12) . . ?
C4 Rh C5 37.68(12) . . ?
C3 Rh C5 61.74(12) . . ?
C2 Rh C5 61.43(12) . . ?
C1 Rh C5 36.21(12) . . ?
C4 Rh P1 116.42(9) . . ?
C3 Rh P1 102.49(8) . . ?
C2 Rh P1 120.48(9) . . ?
C1 Rh P1 157.53(9) . . ?
C5 Rh P1 153.01(9) . . ?
C4 Rh P2 172.26(9) . . ?
C3 Rh P2 137.89(10) . . ?
C2 Rh P2 109.93(9) . . ?
C1 Rh P2 110.24(9) . . ?
C5 Rh P2 137.84(9) . . ?
P1 Rh P2 68.85(3) . . ?
C4 Rh Cl 90.19(9) . . ?
C3 Rh Cl 126.43(10) . . ?
C2 Rh Cl 144.54(9) . . ?
C1 Rh Cl 111.07(9) . . ?
C5 Rh Cl 83.12(9) . . ?
P1 Rh Cl 91.20(3) . . ?
P2 Rh Cl 95.46(3) . . ?
N P2 C16 104.53(14) . . ?
N P2 C20 109.64(14) . . ?
C16 P2 C20 109.62(15) . . ?
N P2 Rh 91.75(9) . . ?
C16 P2 Rh 120.57(11) . . ?
C20 P2 Rh 117.70(11) . . ?
C16 P2 P1 115.94(10) . . ?
C20 P2 P1 128.98(11) . . ?
Rh P2 P1 54.18(2) . . ?
N P1 C11 108.63(15) . . ?
N P1 C12 108.29(14) . . ?
C11 P1 C12 103.31(16) . . ?
N P1 Rh 94.59(10) . . ?
C11 P1 Rh 115.78(12) . . ?
C12 P1 Rh 125.01(11) . . ?
C11 P1 P2 117.03(12) . . ?
C12 P1 P2 133.11(11) . . ?
Rh P1 P2 56.97(2) . . ?
P1 N P2 103.82(15) . . ?
P1 N H 123(4) . . ?
P2 N H 130(4) . . ?
C5 C1 C2 107.5(3) . . ?
C5 C1 C6 124.9(3) . . ?
C2 C1 C6 127.0(3) . . ?
C5 C1 Rh 72.0(2) . . ?
C2 C1 Rh 70.49(18) . . ?
C6 C1 Rh 129.8(3) . . ?
C3 C2 C1 107.8(3) . . ?
C3 C2 C7 125.4(3) . . ?
C1 C2 C7 123.9(3) . . ?
C3 C2 Rh 71.11(18) . . ?
C1 C2 Rh 72.05(19) . . ?
C7 C2 Rh 137.6(3) . . ?
C4 C3 C2 108.4(3) . . ?
C4 C3 C8 126.1(4) . . ?
C2 C3 C8 125.0(4) . . ?
C4 C3 Rh 70.59(18) . . ?
C2 C3 Rh 71.53(18) . . ?
C8 C3 Rh 130.0(2) . . ?
C3 C4 C5 106.8(3) . . ?
C3 C4 C9 127.5(3) . . ?
C5 C4 C9 125.2(3) . . ?
C3 C4 Rh 72.02(18) . . ?
C5 C4 Rh 72.91(18) . . ?
C9 C4 Rh 126.4(2) . . ?
C1 C5 C4 109.3(3) . . ?
C1 C5 C10 125.6(3) . . ?
C4 C5 C10 124.9(3) . . ?
C1 C5 Rh 71.8(2) . . ?
C4 C5 Rh 69.41(18) . . ?
C10 C5 Rh 128.3(2) . . ?
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 . . ?
P1 C11 H11A 109.5 . . ?
P1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C15 C12 C13 110.3(3) . . ?
C15 C12 C14 108.4(3) . . ?
C13 C12 C14 109.6(3) . . ?
C15 C12 P1 111.1(2) . . ?
C13 C12 P1 107.4(2) . . ?
C14 C12 P1 110.0(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 C16 C17 110.5(3) . . ?
C18 C16 C19 109.9(3) . . ?
C17 C16 C19 105.7(3) . . ?
C18 C16 P2 109.8(2) . . ?
C17 C16 P2 106.6(2) . . ?
C19 C16 P2 114.2(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C20 C23 106.7(3) . . ?
C22 C20 C21 108.2(3) . . ?
C23 C20 C21 110.2(3) . . ?
C22 C20 P2 115.7(2) . . ?
C23 C20 P2 109.9(2) . . ?
C21 C20 P2 106.1(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
F1B B F4B 109.0(7) . . ?
F1B B F3B 126.2(7) . . ?
F4B B F3B 123.6(7) . . ?
F1B B F2B 88.4(8) . . ?
F4B B F2B 110.4(7) . . ?
F3B B F2B 83.7(8) . . ?
F2A B F4A 105.9(6) . . ?
F2A B F3A 115.1(6) . . ?
F4A B F3A 103.3(4) . . ?
F2A B F1A 121.0(6) . . ?
F4A B F1A 107.8(4) . . ?
F3A B F1A 102.4(5) . . ?

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
C11 P1 N P2 110.31(17) . . . . ?
C12 P1 N P2 -138.13(15) . . . . ?
Rh P1 N P2 -8.87(13) . . . . ?
C16 P2 N P1 -113.69(16) . . . . ?
C20 P2 N P1 128.87(15) . . . . ?
Rh P2 N P1 8.55(12) . . . . ?
C5 C1 C2 C3 -0.3(4) . . . . ?
C6 C1 C2 C3 -171.9(3) . . . . ?
Rh C1 C2 C3 62.5(2) . . . . ?
C5 C1 C2 C7 161.3(3) . . . . ?
C6 C1 C2 C7 -10.2(6) . . . . ?
Rh C1 C2 C7 -135.8(3) . . . . ?
C5 C1 C2 Rh -62.8(2) . . . . ?
C6 C1 C2 Rh 125.6(4) . . . . ?
C1 C2 C3 C4 -1.8(4) . . . . ?
C7 C2 C3 C4 -163.2(3) . . . . ?
Rh C2 C3 C4 61.3(2) . . . . ?
C1 C2 C3 C8 170.5(3) . . . . ?
C7 C2 C3 C8 9.1(5) . . . . ?
Rh C2 C3 C8 -126.4(3) . . . . ?
C1 C2 C3 Rh -63.1(2) . . . . ?
C7 C2 C3 Rh 135.6(3) . . . . ?
C2 C3 C4 C5 3.2(4) . . . . ?
C8 C3 C4 C5 -169.0(3) . . . . ?
Rh C3 C4 C5 65.1(2) . . . . ?
C2 C3 C4 C9 175.7(3) . . . . ?
C8 C3 C4 C9 3.4(6) . . . . ?
Rh C3 C4 C9 -122.5(3) . . . . ?
C2 C3 C4 Rh -61.9(2) . . . . ?
C8 C3 C4 Rh 125.9(3) . . . . ?
C2 C1 C5 C4 2.3(4) . . . . ?
C6 C1 C5 C4 174.1(3) . . . . ?
Rh C1 C5 C4 -59.5(2) . . . . ?
C2 C1 C5 C10 -173.5(3) . . . . ?
C6 C1 C5 C10 -1.7(6) . . . . ?
Rh C1 C5 C10 124.6(3) . . . . ?
C2 C1 C5 Rh 61.9(2) . . . . ?
C6 C1 C5 Rh -126.4(4) . . . . ?
C3 C4 C5 C1 -3.5(4) . . . . ?
C9 C4 C5 C1 -176.1(3) . . . . ?
Rh C4 C5 C1 61.0(2) . . . . ?
C3 C4 C5 C10 172.4(3) . . . . ?
C9 C4 C5 C10 -0.2(5) . . . . ?
Rh C4 C5 C10 -123.1(3) . . . . ?
C3 C4 C5 Rh -64.5(2) . . . . ?
C9 C4 C5 Rh 122.8(3) . . . . ?
N P1 C12 C15 35.8(3) . . . . ?
C11 P1 C12 C15 150.9(2) . . . . ?
Rh P1 C12 C15 -73.7(3) . . . . ?
P2 P1 C12 C15 1.5(3) . . . . ?
N P1 C12 C13 156.5(2) . . . . ?
C11 P1 C12 C13 -88.4(2) . . . . ?
Rh P1 C12 C13 47.0(3) . . . . ?
P2 P1 C12 C13 122.2(2) . . . . ?
N P1 C12 C14 -84.3(3) . . . . ?
C11 P1 C12 C14 30.8(3) . . . . ?
Rh P1 C12 C14 166.20(19) . . . . ?
P2 P1 C12 C14 -118.6(2) . . . . ?
N P2 C16 C18 176.8(2) . . . . ?
C20 P2 C16 C18 -65.8(3) . . . . ?
Rh P2 C16 C18 75.8(3) . . . . ?
P1 P2 C16 C18 137.9(2) . . . . ?
N P2 C16 C17 57.0(3) . . . . ?
C20 P2 C16 C17 174.5(2) . . . . ?
Rh P2 C16 C17 -43.9(3) . . . . ?
P1 P2 C16 C17 18.1(3) . . . . ?
N P2 C16 C19 -59.3(3) . . . . ?
C20 P2 C16 C19 58.2(3) . . . . ?
Rh P2 C16 C19 -160.2(2) . . . . ?
P1 P2 C16 C19 -98.2(2) . . . . ?
N P2 C20 C22 89.8(3) . . . . ?
C16 P2 C20 C22 -24.4(3) . . . . ?
Rh P2 C20 C22 -167.2(2) . . . . ?
P1 P2 C20 C22 127.9(3) . . . . ?
N P2 C20 C23 -31.1(3) . . . . ?
C16 P2 C20 C23 -145.3(2) . . . . ?
Rh P2 C20 C23 71.9(3) . . . . ?
P1 P2 C20 C23 7.0(3) . . . . ?
N P2 C20 C21 -150.2(2) . . . . ?
C16 P2 C20 C21 95.5(2) . . . . ?
Rh P2 C20 C21 -47.3(3) . . . . ?
P1 P2 C20 C21 -112.1(2) . . . . ?

_refine_diff_density_max         1.041
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.074

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_3prime
_database_code_depnum_ccdc_archive 'CCDC 1573025'
_audit_update_record             
;
2017-09-06 deposited with the CCDC.
2017-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7

_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H45 Cl N P2 Ru, F6 P'
_chemical_formula_sum            'C23 H45 Cl F6 N P3 Ru'
_chemical_formula_weight         679.03

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
Ru Ru -1.2594 0.8363 '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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.8826(6)
_cell_length_b                   16.1242(8)
_cell_length_c                   17.1538(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3010.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9797
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      39.44

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.820
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.853
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.727
_exptl_absorpt_correction_T_max  0.853
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;

_exptl_special_details           
;
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;

_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_type              'Bruker-Nonius FR 591'
_diffrn_source_power             50
_diffrn_source_current           70
_diffrn_source_size              '0.3 mm x 0.3 mm fine focus'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            31150
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.024
_diffrn_reflns_theta_max         39.452
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             14925
_reflns_number_gt                14345
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.633
_reflns_Friedel_fraction_max     0.703
_reflns_Friedel_fraction_full    0.966

_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 APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0275P)²+0.2861P] 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 5468 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.029(7)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         14925
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0213
_refine_ls_wR_factor_ref         0.0518
_refine_ls_wR_factor_gt          0.0508
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_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
Ru Ru 0.93052(2) 0.37740(2) 0.20210(2) 0.00992(2) Uani 1 1 d . . . . .
P1 P 1.07656(4) 0.41837(2) 0.29360(2) 0.01150(5) Uani 1 1 d . . . . .
P2 P 0.83880(4) 0.40633(2) 0.32594(2) 0.01127(6) Uani 1 1 d . . . . .
Cl Cl 0.96678(4) 0.23559(2) 0.23593(2) 0.01745(6) Uani 1 1 d . . . . .
N1 N 0.97694(13) 0.42147(7) 0.36904(6) 0.0141(2) Uani 1 1 d . . . . .
H1N H 0.989(2) 0.4381(13) 0.4186(13) 0.016(5) Uiso 1 1 d . . . . .
C1 C 0.77277(15) 0.38731(9) 0.11380(7) 0.0169(3) Uani 1 1 d . . . . .
H1 H 0.6864 0.3773 0.1314 0.020 Uiso 1 1 calc R U . . .
C2 C 0.82800(15) 0.46643(9) 0.12679(7) 0.0152(2) Uani 1 1 d . . . . .
H2 H 0.7783 0.5112 0.1520 0.018 Uiso 1 1 calc R U . . .
C3 C 0.95447(14) 0.48059(8) 0.11252(7) 0.0140(2) Uani 1 1 d . . . . .
C4 C 1.02832(15) 0.41128(8) 0.09106(7) 0.0142(2) Uani 1 1 d . . . . .
H4 H 1.1199 0.4167 0.0909 0.017 Uiso 1 1 calc R U . . .
C5 C 0.97450(15) 0.33306(8) 0.08161(7) 0.0149(2) Uani 1 1 d . . . . .
H5 H 1.0291 0.2836 0.0753 0.018 Uiso 1 1 calc R U . . .
C6 C 0.84470(16) 0.32038(9) 0.08968(7) 0.0165(3) Uani 1 1 d . . . . .
C7 C 0.7943(2) 0.23498(10) 0.07092(10) 0.0246(3) Uani 1 1 d . . . . .
H7 H 0.8485 0.1932 0.0968 0.030 Uiso 1 1 calc R U . . .
C8 C 0.6637(2) 0.22017(16) 0.09927(12) 0.0419(6) Uani 1 1 d . . . . .
H8A H 0.6077 0.2585 0.0728 0.063 Uiso 1 1 calc R U . . .
H8B H 0.6597 0.2295 0.1557 0.063 Uiso 1 1 calc R U . . .
H8C H 0.6396 0.1629 0.0877 0.063 Uiso 1 1 calc R U . . .
C9 C 0.8033(2) 0.22126(12) -0.01748(11) 0.0291(4) Uani 1 1 d . . . . .
H9A H 0.7489 0.2604 -0.0444 0.044 Uiso 1 1 calc R U . . .
H9B H 0.7785 0.1644 -0.0300 0.044 Uiso 1 1 calc R U . . .
H9C H 0.8882 0.2303 -0.0345 0.044 Uiso 1 1 calc R U . . .
C10 C 1.00839(17) 0.56636(8) 0.11136(8) 0.0184(3) Uani 1 1 d . . . . .
H10A H 0.9619 0.6022 0.1468 0.028 Uiso 1 1 calc R U . . .
H10B H 1.0040 0.5888 0.0583 0.028 Uiso 1 1 calc R U . . .
H10C H 1.0944 0.5640 0.1281 0.028 Uiso 1 1 calc R U . . .
C11 C 1.14038(16) 0.52175(8) 0.28256(8) 0.0172(2) Uani 1 1 d . . . . .
H11A H 1.1722 0.5410 0.3329 0.026 Uiso 1 1 calc R U . . .
H11B H 1.0761 0.5597 0.2645 0.026 Uiso 1 1 calc R U . . .
H11C H 1.2073 0.5204 0.2444 0.026 Uiso 1 1 calc R U . . .
C12 C 1.21493(15) 0.35614(9) 0.32218(8) 0.0161(2) Uani 1 1 d . . . . .
C13 C 1.27733(19) 0.32791(11) 0.24619(10) 0.0248(3) Uani 1 1 d . . . . .
H13A H 1.3520 0.2966 0.2587 0.037 Uiso 1 1 calc R U . . .
H13B H 1.2989 0.3766 0.2149 0.037 Uiso 1 1 calc R U . . .
H13C H 1.2208 0.2925 0.2167 0.037 Uiso 1 1 calc R U . . .
C14 C 1.30432(19) 0.40955(12) 0.37046(11) 0.0265(3) Uani 1 1 d . . . . .
H14A H 1.3352 0.4552 0.3382 0.040 Uiso 1 1 calc R U . . .
H14B H 1.3734 0.3753 0.3880 0.040 Uiso 1 1 calc R U . . .
H14C H 1.2612 0.4322 0.4159 0.040 Uiso 1 1 calc R U . . .
C15 C 1.18032(17) 0.28087(10) 0.37218(9) 0.0208(3) Uani 1 1 d . . . . .
H15A H 1.2549 0.2504 0.3864 0.031 Uiso 1 1 calc R U . . .
H15B H 1.1254 0.2445 0.3425 0.031 Uiso 1 1 calc R U . . .
H15C H 1.1385 0.2997 0.4196 0.031 Uiso 1 1 calc R U . . .
C16 C 0.75226(15) 0.50666(8) 0.33817(7) 0.0145(2) Uani 1 1 d . . . . .
C17 C 0.82916(16) 0.57628(8) 0.30160(9) 0.0186(3) Uani 1 1 d . . . . .
H17A H 0.7788 0.6264 0.2967 0.028 Uiso 1 1 calc R U . . .
H17B H 0.8575 0.5590 0.2499 0.028 Uiso 1 1 calc R U . . .
H17C H 0.9003 0.5879 0.3349 0.028 Uiso 1 1 calc R U . . .
C18 C 0.62801(15) 0.50002(9) 0.29664(9) 0.0191(2) Uani 1 1 d . . . . .
H18A H 0.6413 0.4857 0.2418 0.029 Uiso 1 1 calc R U . . .
H18B H 0.5850 0.5533 0.3000 0.029 Uiso 1 1 calc R U . . .
H18C H 0.5783 0.4568 0.3216 0.029 Uiso 1 1 calc R U . . .
C19 C 0.73395(18) 0.53283(10) 0.42405(8) 0.0210(3) Uani 1 1 d . . . . .
H19A H 0.7193 0.5927 0.4266 0.032 Uiso 1 1 calc R U . . .
H19B H 0.8078 0.5190 0.4541 0.032 Uiso 1 1 calc R U . . .
H19C H 0.6632 0.5033 0.4459 0.032 Uiso 1 1 calc R U . . .
C20 C 0.75405(15) 0.32042(9) 0.37915(8) 0.0161(2) Uani 1 1 d . . . . .
C21 C 0.67851(17) 0.27334(10) 0.31806(9) 0.0221(3) Uani 1 1 d . . . . .
H21A H 0.6222 0.3118 0.2920 0.033 Uiso 1 1 calc R U . . .
H21B H 0.6312 0.2294 0.3437 0.033 Uiso 1 1 calc R U . . .
H21C H 0.7339 0.2487 0.2794 0.033 Uiso 1 1 calc R U . . .
C22 C 0.66740(17) 0.34809(11) 0.44477(8) 0.0220(3) Uani 1 1 d . . . . .
H22A H 0.7142 0.3785 0.4843 0.033 Uiso 1 1 calc R U . . .
H22B H 0.6292 0.2993 0.4687 0.033 Uiso 1 1 calc R U . . .
H22C H 0.6034 0.3842 0.4233 0.033 Uiso 1 1 calc R U . . .
C23 C 0.84938(17) 0.26248(9) 0.41742(8) 0.0203(3) Uani 1 1 d . . . . .
H23A H 0.8078 0.2132 0.4380 0.031 Uiso 1 1 calc R U . . .
H23B H 0.8906 0.2918 0.4601 0.031 Uiso 1 1 calc R U . . .
H23C H 0.9103 0.2456 0.3785 0.031 Uiso 1 1 calc R U . . .
P1S P 0.43600(5) 0.52042(2) 0.08601(2) 0.01781(7) Uani 1 1 d . . . . .
F1S F 0.48081(13) 0.43674(7) 0.12757(7) 0.0315(3) Uani 1 1 d . . . . .
F2S F 0.44527(15) 0.47467(7) 0.00261(6) 0.0372(3) Uani 1 1 d . . . . .
F3S F 0.29670(12) 0.48967(8) 0.09384(8) 0.0342(3) Uani 1 1 d . . . . .
F4S F 0.39177(13) 0.60307(7) 0.04289(7) 0.0319(3) Uani 1 1 d . . . . .
F5S F 0.42648(16) 0.56525(7) 0.16810(6) 0.0371(3) Uani 1 1 d . . . . .
F6S F 0.57554(14) 0.54965(8) 0.07728(10) 0.0451(3) Uani 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
Ru C2 2.2304(14) . ?
Ru C5 2.2388(12) . ?
Ru C4 2.2493(13) . ?
Ru C3 2.2798(12) . ?
Ru C1 2.2951(15) . ?
Ru P1 2.3293(4) . ?
Ru C6 2.3317(13) . ?
Ru Cl 2.3918(3) . ?
Ru P2 2.3930(3) . ?
P1 N1 1.6889(13) . ?
P1 C11 1.8157(14) . ?
P1 C12 1.8747(15) . ?
P1 P2 2.6533(6) . ?
P2 N1 1.6929(14) . ?
P2 C16 1.8837(14) . ?
P2 C20 1.8981(14) . ?
C1 C6 1.396(2) . ?
C1 C2 1.428(2) . ?
C2 C3 1.416(2) . ?
C3 C4 1.425(2) . ?
C3 C10 1.5025(19) . ?
C4 C5 1.4000(19) . ?
C5 C6 1.434(2) . ?
C6 C7 1.517(2) . ?
C7 C8 1.521(3) . ?
C7 C9 1.536(2) . ?
C12 C15 1.533(2) . ?
C12 C13 1.539(2) . ?
C12 C14 1.541(2) . ?
C16 C18 1.532(2) . ?
C16 C17 1.534(2) . ?
C16 C19 1.5452(18) . ?
C20 C21 1.533(2) . ?
C20 C22 1.535(2) . ?
C20 C23 1.543(2) . ?
P1S F5S 1.5862(11) . ?
P1S F6S 1.5971(15) . ?
P1S F4S 1.5984(11) . ?
P1S F3S 1.6006(13) . ?
P1S F1S 1.6020(11) . ?
P1S F2S 1.6128(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 Ru C5 77.16(5) . . ?
C2 Ru C4 65.79(5) . . ?
C5 Ru C4 36.35(5) . . ?
C2 Ru C3 36.58(6) . . ?
C5 Ru C3 65.56(5) . . ?
C4 Ru C3 36.67(5) . . ?
C2 Ru C1 36.75(5) . . ?
C5 Ru C1 64.71(6) . . ?
C4 Ru C1 77.18(6) . . ?
C3 Ru C1 65.78(5) . . ?
C2 Ru P1 123.30(4) . . ?
C5 Ru P1 124.53(4) . . ?
C4 Ru P1 100.30(4) . . ?
C3 Ru P1 99.74(4) . . ?
C1 Ru P1 159.29(4) . . ?
C2 Ru C6 64.81(5) . . ?
C5 Ru C6 36.50(6) . . ?
C4 Ru C6 65.48(5) . . ?
C3 Ru C6 77.06(5) . . ?
C1 Ru C6 35.11(5) . . ?
P1 Ru C6 160.46(4) . . ?
C2 Ru Cl 146.97(4) . . ?
C5 Ru Cl 83.31(3) . . ?
C4 Ru Cl 111.07(4) . . ?
C3 Ru Cl 147.39(3) . . ?
C1 Ru Cl 110.49(4) . . ?
P1 Ru Cl 89.717(12) . . ?
C6 Ru Cl 83.67(4) . . ?
C2 Ru P2 100.38(4) . . ?
C5 Ru P2 166.16(4) . . ?
C4 Ru P2 154.39(3) . . ?
C3 Ru P2 120.25(3) . . ?
C1 Ru P2 105.09(4) . . ?
P1 Ru P2 68.356(13) . . ?
C6 Ru P2 130.09(4) . . ?
Cl Ru P2 92.280(12) . . ?
N1 P1 C11 107.35(7) . . ?
N1 P1 C12 109.34(6) . . ?
C11 P1 C12 102.20(7) . . ?
N1 P1 Ru 94.97(5) . . ?
C11 P1 Ru 116.81(5) . . ?
C12 P1 Ru 124.92(5) . . ?
C11 P1 P2 117.51(6) . . ?
C12 P1 P2 133.59(5) . . ?
Ru P1 P2 56.960(11) . . ?
N1 P2 C16 105.75(6) . . ?
N1 P2 C20 109.07(6) . . ?
C16 P2 C20 109.28(7) . . ?
N1 P2 Ru 92.60(4) . . ?
C16 P2 Ru 118.35(4) . . ?
C20 P2 Ru 119.17(5) . . ?
C16 P2 P1 116.62(5) . . ?
C20 P2 P1 128.89(5) . . ?
Ru P2 P1 54.684(10) . . ?
P1 N1 P2 103.36(6) . . ?
C6 C1 C2 120.07(15) . . ?
C6 C1 Ru 73.88(9) . . ?
C2 C1 Ru 69.16(8) . . ?
C3 C2 C1 121.74(13) . . ?
C3 C2 Ru 73.60(8) . . ?
C1 C2 Ru 74.09(8) . . ?
C2 C3 C4 117.80(12) . . ?
C2 C3 C10 122.02(13) . . ?
C4 C3 C10 119.88(14) . . ?
C2 C3 Ru 69.81(7) . . ?
C4 C3 Ru 70.50(7) . . ?
C10 C3 Ru 136.50(9) . . ?
C5 C4 C3 120.03(14) . . ?
C5 C4 Ru 71.42(8) . . ?
C3 C4 Ru 72.83(7) . . ?
C4 C5 C6 121.97(13) . . ?
C4 C5 Ru 72.23(7) . . ?
C6 C5 Ru 75.28(8) . . ?
C1 C6 C5 118.08(13) . . ?
C1 C6 C7 124.18(16) . . ?
C5 C6 C7 117.74(15) . . ?
C1 C6 Ru 71.01(8) . . ?
C5 C6 Ru 68.22(7) . . ?
C7 C6 Ru 132.72(10) . . ?
C6 C7 C8 114.38(17) . . ?
C6 C7 C9 108.49(14) . . ?
C8 C7 C9 110.67(16) . . ?
C15 C12 C13 110.37(12) . . ?
C15 C12 C14 107.26(12) . . ?
C13 C12 C14 110.01(15) . . ?
C15 C12 P1 111.88(11) . . ?
C13 C12 P1 106.94(10) . . ?
C14 C12 P1 110.40(11) . . ?
C18 C16 C17 110.02(12) . . ?
C18 C16 C19 110.41(13) . . ?
C17 C16 C19 105.09(12) . . ?
C18 C16 P2 109.24(9) . . ?
C17 C16 P2 108.06(10) . . ?
C19 C16 P2 113.91(10) . . ?
C21 C20 C22 108.41(14) . . ?
C21 C20 C23 110.59(12) . . ?
C22 C20 C23 106.09(11) . . ?
C21 C20 P2 107.05(9) . . ?
C22 C20 P2 116.05(10) . . ?
C23 C20 P2 108.65(11) . . ?
F5S P1S F6S 90.62(9) . . ?
F5S P1S F4S 90.64(7) . . ?
F6S P1S F4S 89.82(8) . . ?
F5S P1S F3S 90.27(8) . . ?
F6S P1S F3S 178.97(8) . . ?
F4S P1S F3S 90.68(7) . . ?
F5S P1S F1S 90.49(6) . . ?
F6S P1S F1S 90.04(8) . . ?
F4S P1S F1S 178.86(7) . . ?
F3S P1S F1S 89.43(7) . . ?
F5S P1S F2S 179.81(10) . . ?
F6S P1S F2S 89.56(9) . . ?
F4S P1S F2S 89.41(6) . . ?
F3S P1S F2S 89.55(8) . . ?
F1S P1S F2S 89.46(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 P1 N1 P2 112.65(7) . . . . ?
C12 P1 N1 P2 -137.21(7) . . . . ?
Ru P1 N1 P2 -7.45(6) . . . . ?
C16 P2 N1 P1 -113.21(7) . . . . ?
C20 P2 N1 P1 129.37(7) . . . . ?
Ru P2 N1 P1 7.23(6) . . . . ?
C6 C1 C2 C3 2.88(19) . . . . ?
Ru C1 C2 C3 58.57(11) . . . . ?
C6 C1 C2 Ru -55.69(11) . . . . ?
C1 C2 C3 C4 -5.38(18) . . . . ?
Ru C2 C3 C4 53.43(10) . . . . ?
C1 C2 C3 C10 168.23(12) . . . . ?
Ru C2 C3 C10 -132.96(11) . . . . ?
C1 C2 C3 Ru -58.80(11) . . . . ?
C2 C3 C4 C5 2.59(17) . . . . ?
C10 C3 C4 C5 -171.17(12) . . . . ?
Ru C3 C4 C5 55.68(11) . . . . ?
C2 C3 C4 Ru -53.09(10) . . . . ?
C10 C3 C4 Ru 133.16(11) . . . . ?
C3 C4 C5 C6 2.68(19) . . . . ?
Ru C4 C5 C6 59.03(11) . . . . ?
C3 C4 C5 Ru -56.35(10) . . . . ?
C2 C1 C6 C5 2.39(19) . . . . ?
Ru C1 C6 C5 -51.08(11) . . . . ?
C2 C1 C6 C7 -177.21(13) . . . . ?
Ru C1 C6 C7 129.31(13) . . . . ?
C2 C1 C6 Ru 53.47(11) . . . . ?
C4 C5 C6 C1 -5.20(19) . . . . ?
Ru C5 C6 C1 52.40(11) . . . . ?
C4 C5 C6 C7 174.43(12) . . . . ?
Ru C5 C6 C7 -127.97(12) . . . . ?
C4 C5 C6 Ru -57.59(11) . . . . ?
C1 C6 C7 C8 -14.6(2) . . . . ?
C5 C6 C7 C8 165.81(15) . . . . ?
Ru C6 C7 C8 80.7(2) . . . . ?
C1 C6 C7 C9 109.48(18) . . . . ?
C5 C6 C7 C9 -70.13(19) . . . . ?
Ru C6 C7 C9 -155.26(14) . . . . ?
N1 P1 C12 C15 38.39(12) . . . . ?
C11 P1 C12 C15 151.92(10) . . . . ?
Ru P1 C12 C15 -72.53(11) . . . . ?
P2 P1 C12 C15 2.79(13) . . . . ?
N1 P1 C12 C13 159.35(11) . . . . ?
C11 P1 C12 C13 -87.12(12) . . . . ?
Ru P1 C12 C13 48.43(13) . . . . ?
P2 P1 C12 C13 123.75(10) . . . . ?
N1 P1 C12 C14 -80.98(12) . . . . ?
C11 P1 C12 C14 32.55(12) . . . . ?
Ru P1 C12 C14 168.10(9) . . . . ?
P2 P1 C12 C14 -116.59(11) . . . . ?
N1 P2 C16 C18 176.89(9) . . . . ?
C20 P2 C16 C18 -65.83(11) . . . . ?
Ru P2 C16 C18 75.02(10) . . . . ?
P1 P2 C16 C18 137.35(8) . . . . ?
N1 P2 C16 C17 57.21(10) . . . . ?
C20 P2 C16 C17 174.49(10) . . . . ?
Ru P2 C16 C17 -44.66(11) . . . . ?
P1 P2 C16 C17 17.67(11) . . . . ?
N1 P2 C16 C19 -59.15(13) . . . . ?
C20 P2 C16 C19 58.13(13) . . . . ?
Ru P2 C16 C19 -161.02(10) . . . . ?
P1 P2 C16 C19 -98.69(12) . . . . ?
N1 P2 C20 C21 -146.14(11) . . . . ?
C16 P2 C20 C21 98.69(11) . . . . ?
Ru P2 C20 C21 -41.78(12) . . . . ?
P1 P2 C20 C21 -108.18(11) . . . . ?
N1 P2 C20 C22 92.69(12) . . . . ?
C16 P2 C20 C22 -22.47(14) . . . . ?
Ru P2 C20 C22 -162.95(10) . . . . ?
P1 P2 C20 C22 130.65(10) . . . . ?
N1 P2 C20 C23 -26.69(11) . . . . ?
C16 P2 C20 C23 -141.85(10) . . . . ?
Ru P2 C20 C23 77.67(10) . . . . ?
P1 P2 C20 C23 11.27(12) . . . . ?

_refine_diff_density_max         1.032
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.065

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1573024'
_audit_update_record             
;
2017-09-06 deposited with the CCDC.
2017-10-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H46 Cl Ir N P2, B F4'
_chemical_formula_sum            'C23 H46 B Cl F4 Ir N P2'
_chemical_formula_weight         713.01
_chemical_absolute_configuration rmad

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'
B B 0.0013 0.0007 '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'
P P 0.1023 0.0942 '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'

_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                   9.7215(4)
_cell_length_b                   16.4551(7)
_cell_length_c                   18.1397(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2901.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9858
_cell_measurement_theta_min      2.377
_cell_measurement_theta_max      29.351

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.091
_exptl_absorpt_coefficient_mu    4.842
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3260
_exptl_absorpt_correction_T_max  0.5257
_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 DUO CCD system'
_diffrn_measurement_method       'narrow ω frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            24563
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.671
_diffrn_reflns_theta_max         29.668
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7497
_reflns_number_gt                7230
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.754
_reflns_Friedel_fraction_max     0.885
_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), PARST(Nardelli, 1995)'

_refine_special_details          
;
 Hydrogen atoms of methyl groups have been included in the model in calculated
 positions and refined with a riding model. Hydrogen atom bounded to nitrogen
 atom has been included in observed position and freely refined.

 At the end of the refinement 5 residual density peaks bigger than 1e/A^3 are 
 observed. They are close to the iridium atom (0.8 A), they have no chemical 
 sense. Three residual density peaks (0.47-0.70 e/A^3) are observed in the 
 BF4 area. Attemps to interpret them as a disorder in the counterion leads to 
 unrealistic geometrical parameters.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²] 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 3061 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(4)
_refine_ls_number_reflns         7497
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0517
_refine_ls_wR_factor_gt          0.0512
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.84742(2) 0.47605(2) 0.12179(2) 0.01516(5) Uani 1 1 d . . . . .
Cl Cl 0.65821(12) 0.41243(6) 0.05987(5) 0.02164(19) Uani 1 1 d . . . . .
P2 P 1.01032(11) 0.44547(7) 0.02875(6) 0.0175(2) Uani 1 1 d . . . . .
P1 P 0.85566(12) 0.57741(6) 0.03417(6) 0.01710(19) Uani 1 1 d . . . . .
N N 0.9638(4) 0.5270(2) -0.0225(2) 0.0193(7) Uani 1 1 d . . . . .
C1 C 0.8985(5) 0.4087(3) 0.2272(3) 0.0233(10) Uani 1 1 d . . . . .
C2 C 0.9526(5) 0.4903(3) 0.2309(2) 0.0251(10) Uani 1 1 d . . . . .
C3 C 0.8383(6) 0.5454(3) 0.2273(2) 0.0250(9) Uani 1 1 d . . . . .
C4 C 0.7152(5) 0.4986(3) 0.2198(2) 0.0200(9) Uani 1 1 d . . . . .
C5 C 0.7544(5) 0.4143(3) 0.2226(2) 0.0215(9) Uani 1 1 d . . . . .
C6 C 0.9767(6) 0.3306(3) 0.2389(3) 0.0333(12) Uani 1 1 d . . . . .
H6A H 0.9668 0.3132 0.2903 0.050 Uiso 1 1 calc R U . . .
H6B H 1.0742 0.3393 0.2278 0.050 Uiso 1 1 calc R U . . .
H6C H 0.9398 0.2885 0.2062 0.050 Uiso 1 1 calc R U . . .
C7 C 1.0926(5) 0.5120(4) 0.2587(3) 0.0375(13) Uani 1 1 d . . . . .
H7A H 1.1136 0.5684 0.2453 0.056 Uiso 1 1 calc R U . . .
H7B H 1.1610 0.4758 0.2365 0.056 Uiso 1 1 calc R U . . .
H7C H 1.0950 0.5062 0.3124 0.056 Uiso 1 1 calc R U . . .
C8 C 0.8449(7) 0.6352(3) 0.2402(3) 0.0374(12) Uani 1 1 d . . . . .
H8A H 0.7688 0.6618 0.2143 0.056 Uiso 1 1 calc R U . . .
H8B H 0.9326 0.6563 0.2217 0.056 Uiso 1 1 calc R U . . .
H8C H 0.8376 0.6462 0.2932 0.056 Uiso 1 1 calc R U . . .
C9 C 0.5708(5) 0.5298(4) 0.2192(3) 0.0316(10) Uani 1 1 d . . . . .
H9A H 0.5273 0.5185 0.2669 0.047 Uiso 1 1 calc R U . . .
H9B H 0.5188 0.5028 0.1800 0.047 Uiso 1 1 calc R U . . .
H9C H 0.5715 0.5886 0.2105 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6573(6) 0.3442(3) 0.2250(3) 0.0306(10) Uani 1 1 d . . . . .
H10A H 0.7006 0.2966 0.2023 0.046 Uiso 1 1 calc R U . . .
H10B H 0.5732 0.3581 0.1979 0.046 Uiso 1 1 calc R U . . .
H10C H 0.6341 0.3319 0.2764 0.046 Uiso 1 1 calc R U . . .
C11 C 0.9360(5) 0.6711(3) 0.0621(3) 0.0257(10) Uani 1 1 d . . . . .
H11A H 1.0079 0.6596 0.0985 0.039 Uiso 1 1 calc R U . . .
H11B H 0.8668 0.7071 0.0839 0.039 Uiso 1 1 calc R U . . .
H11C H 0.9770 0.6976 0.0190 0.039 Uiso 1 1 calc R U . . .
C12 C 0.7059(5) 0.6132(3) -0.0219(3) 0.0224(9) Uani 1 1 d . . . . .
C13 C 0.5840(5) 0.6258(3) 0.0318(3) 0.0273(10) Uani 1 1 d . . . . .
H13A H 0.5041 0.6460 0.0045 0.041 Uiso 1 1 calc R U . . .
H13B H 0.6099 0.6654 0.0697 0.041 Uiso 1 1 calc R U . . .
H13C H 0.5608 0.5739 0.0553 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7409(5) 0.6939(3) -0.0593(3) 0.0312(11) Uani 1 1 d . . . . .
H14A H 0.8260 0.6879 -0.0877 0.047 Uiso 1 1 calc R U . . .
H14B H 0.7533 0.7360 -0.0217 0.047 Uiso 1 1 calc R U . . .
H14C H 0.6657 0.7095 -0.0924 0.047 Uiso 1 1 calc R U . . .
C15 C 0.6682(5) 0.5513(3) -0.0809(3) 0.0279(10) Uani 1 1 d . . . . .
H15A H 0.5861 0.5698 -0.1074 0.042 Uiso 1 1 calc R U . . .
H15B H 0.6494 0.4987 -0.0577 0.042 Uiso 1 1 calc R U . . .
H15C H 0.7448 0.5456 -0.1157 0.042 Uiso 1 1 calc R U . . .
C16 C 1.1992(4) 0.4607(3) 0.0469(3) 0.0228(9) Uani 1 1 d . . . . .
C17 C 1.2141(5) 0.5432(3) 0.0851(3) 0.0280(11) Uani 1 1 d . . . . .
H17A H 1.1446 0.5481 0.1240 0.042 Uiso 1 1 calc R U . . .
H17B H 1.2012 0.5868 0.0489 0.042 Uiso 1 1 calc R U . . .
H17C H 1.3061 0.5475 0.1069 0.042 Uiso 1 1 calc R U . . .
C18 C 1.2536(5) 0.3932(3) 0.0969(3) 0.0314(11) Uani 1 1 d . . . . .
H18A H 1.3516 0.4023 0.1067 0.047 Uiso 1 1 calc R U . . .
H18B H 1.2415 0.3406 0.0726 0.047 Uiso 1 1 calc R U . . .
H18C H 1.2027 0.3936 0.1436 0.047 Uiso 1 1 calc R U . . .
C19 C 1.2867(5) 0.4665(3) -0.0240(3) 0.0314(11) Uani 1 1 d . . . . .
H19A H 1.3758 0.4912 -0.0123 0.047 Uiso 1 1 calc R U . . .
H19B H 1.2386 0.5001 -0.0604 0.047 Uiso 1 1 calc R U . . .
H19C H 1.3012 0.4120 -0.0442 0.047 Uiso 1 1 calc R U . . .
C20 C 0.9848(5) 0.3489(3) -0.0264(3) 0.0235(9) Uani 1 1 d . . . . .
C21 C 0.9539(6) 0.2813(3) 0.0300(3) 0.0301(10) Uani 1 1 d . . . . .
H21A H 0.8691 0.2945 0.0568 0.045 Uiso 1 1 calc R U . . .
H21B H 1.0304 0.2771 0.0650 0.045 Uiso 1 1 calc R U . . .
H21C H 0.9424 0.2295 0.0042 0.045 Uiso 1 1 calc R U . . .
C22 C 1.1080(6) 0.3226(4) -0.0734(3) 0.0380(13) Uani 1 1 d . . . . .
H22A H 1.0827 0.2749 -0.1028 0.057 Uiso 1 1 calc R U . . .
H22B H 1.1855 0.3090 -0.0412 0.057 Uiso 1 1 calc R U . . .
H22C H 1.1345 0.3672 -0.1064 0.057 Uiso 1 1 calc R U . . .
C23 C 0.8635(5) 0.3595(3) -0.0795(3) 0.0288(10) Uani 1 1 d . . . . .
H23A H 0.8836 0.4038 -0.1140 0.043 Uiso 1 1 calc R U . . .
H23B H 0.7803 0.3726 -0.0514 0.043 Uiso 1 1 calc R U . . .
H23C H 0.8491 0.3090 -0.1070 0.043 Uiso 1 1 calc R U . . .
B B 0.3334(7) 0.3465(4) 0.3444(4) 0.0387(14) Uani 1 1 d . . . . .
F1 F 0.2078(4) 0.3473(3) 0.3800(3) 0.0671(11) Uani 1 1 d . . . . .
F2 F 0.4233(6) 0.3017(4) 0.3819(4) 0.138(3) Uani 1 1 d . . . . .
F3 F 0.3866(4) 0.4250(3) 0.3425(2) 0.0608(12) Uani 1 1 d . . . . .
F4 F 0.3172(4) 0.3195(3) 0.2744(3) 0.0795(15) Uani 1 1 d . . . . .
H H 1.001(6) 0.548(3) -0.060(3) 0.036(17) 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 C4 2.225(4) . ?
Ir C3 2.231(4) . ?
Ir C2 2.240(4) . ?
Ir C1 2.265(5) . ?
Ir C5 2.280(4) . ?
Ir P1 2.3054(10) . ?
Ir P2 2.3683(11) . ?
Ir Cl 2.3961(10) . ?
P2 N 1.694(4) . ?
P2 C16 1.882(5) . ?
P2 C20 1.894(5) . ?
P2 P1 2.6427(15) . ?
P1 N 1.688(4) . ?
P1 C11 1.801(5) . ?
P1 C12 1.870(5) . ?
N H 0.84(6) . ?
C1 C5 1.406(7) . ?
C1 C2 1.442(7) . ?
C1 C6 1.509(7) . ?
C2 C3 1.436(7) . ?
C2 C7 1.495(7) . ?
C3 C4 1.430(7) . ?
C3 C8 1.496(6) . ?
C4 C5 1.439(7) . ?
C4 C9 1.496(6) . ?
C5 C10 1.491(6) . ?
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 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C15 1.522(7) . ?
C12 C14 1.530(6) . ?
C12 C13 1.549(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C18 1.528(7) . ?
C16 C17 1.531(6) . ?
C16 C19 1.545(7) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C22 1.532(7) . ?
C20 C23 1.532(7) . ?
C20 C21 1.542(7) . ?
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 . ?
B F2 1.331(8) . ?
B F4 1.355(8) . ?
B F1 1.382(8) . ?
B F3 1.391(7) . ?

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
C4 Ir C3 37.45(17) . . ?
C4 Ir C2 62.64(17) . . ?
C3 Ir C2 37.48(19) . . ?
C4 Ir C1 62.18(17) . . ?
C3 Ir C1 62.25(17) . . ?
C2 Ir C1 37.34(17) . . ?
C4 Ir C5 37.24(17) . . ?
C3 Ir C5 61.57(16) . . ?
C2 Ir C5 61.23(17) . . ?
C1 Ir C5 36.04(17) . . ?
C4 Ir P1 116.78(12) . . ?
C3 Ir P1 102.87(12) . . ?
C2 Ir P1 121.18(13) . . ?
C1 Ir P1 158.17(13) . . ?
C5 Ir P1 152.83(12) . . ?
C4 Ir P2 172.33(12) . . ?
C3 Ir P2 138.31(14) . . ?
C2 Ir P2 110.27(13) . . ?
C1 Ir P2 110.56(13) . . ?
C5 Ir P2 137.92(12) . . ?
P1 Ir P2 68.85(4) . . ?
C4 Ir Cl 90.22(12) . . ?
C3 Ir Cl 126.55(14) . . ?
C2 Ir Cl 144.13(12) . . ?
C1 Ir Cl 110.51(12) . . ?
C5 Ir Cl 82.93(12) . . ?
P1 Ir Cl 91.12(4) . . ?
P2 Ir Cl 94.96(4) . . ?
N P2 C16 104.56(19) . . ?
N P2 C20 109.8(2) . . ?
C16 P2 C20 109.4(2) . . ?
N P2 Ir 92.55(13) . . ?
C16 P2 Ir 119.94(16) . . ?
C20 P2 Ir 117.86(15) . . ?
C16 P2 P1 116.04(14) . . ?
C20 P2 P1 129.36(15) . . ?
Ir P2 P1 54.45(3) . . ?
N P1 C11 108.8(2) . . ?
N P1 C12 107.9(2) . . ?
C11 P1 C12 102.8(2) . . ?
N P1 Ir 94.95(13) . . ?
C11 P1 Ir 116.14(17) . . ?
C12 P1 Ir 125.12(15) . . ?
C11 P1 P2 117.84(17) . . ?
C12 P1 P2 132.91(16) . . ?
Ir P1 P2 56.70(3) . . ?
P1 N P2 102.7(2) . . ?
P1 N H 124(4) . . ?
P2 N H 131(4) . . ?
C5 C1 C2 107.8(4) . . ?
C5 C1 C6 124.4(4) . . ?
C2 C1 C6 127.0(4) . . ?
C5 C1 Ir 72.5(3) . . ?
C2 C1 Ir 70.4(3) . . ?
C6 C1 Ir 130.2(4) . . ?
C3 C2 C1 107.7(4) . . ?
C3 C2 C7 124.6(5) . . ?
C1 C2 C7 124.8(5) . . ?
C3 C2 Ir 70.9(3) . . ?
C1 C2 Ir 72.3(3) . . ?
C7 C2 Ir 137.6(3) . . ?
C4 C3 C2 108.1(4) . . ?
C4 C3 C8 125.7(5) . . ?
C2 C3 C8 125.7(5) . . ?
C4 C3 Ir 71.0(2) . . ?
C2 C3 Ir 71.6(2) . . ?
C8 C3 Ir 129.6(3) . . ?
C3 C4 C5 107.2(4) . . ?
C3 C4 C9 126.9(4) . . ?
C5 C4 C9 125.5(4) . . ?
C3 C4 Ir 71.5(2) . . ?
C5 C4 Ir 73.5(3) . . ?
C9 C4 Ir 126.5(3) . . ?
C1 C5 C4 109.2(4) . . ?
C1 C5 C10 125.4(4) . . ?
C4 C5 C10 125.3(4) . . ?
C1 C5 Ir 71.4(3) . . ?
C4 C5 Ir 69.3(2) . . ?
C10 C5 Ir 128.3(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 . . ?
P1 C11 H11A 109.5 . . ?
P1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C15 C12 C14 108.8(4) . . ?
C15 C12 C13 110.3(4) . . ?
C14 C12 C13 109.4(4) . . ?
C15 C12 P1 111.1(3) . . ?
C14 C12 P1 110.0(3) . . ?
C13 C12 P1 107.2(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 C16 C17 110.1(4) . . ?
C18 C16 C19 110.4(4) . . ?
C17 C16 C19 105.6(4) . . ?
C18 C16 P2 110.2(3) . . ?
C17 C16 P2 106.9(3) . . ?
C19 C16 P2 113.6(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C22 C20 C23 106.5(4) . . ?
C22 C20 C21 108.6(4) . . ?
C23 C20 C21 110.5(4) . . ?
C22 C20 P2 115.4(3) . . ?
C23 C20 P2 109.7(3) . . ?
C21 C20 P2 106.2(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
F2 B F4 111.9(7) . . ?
F2 B F1 110.3(6) . . ?
F4 B F1 109.8(5) . . ?
F2 B F3 106.5(6) . . ?
F4 B F3 109.0(5) . . ?
F1 B F3 109.4(6) . . ?

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
C11 P1 N P2 111.4(2) . . . . ?
C12 P1 N P2 -137.8(2) . . . . ?
Ir P1 N P2 -8.40(18) . . . . ?
C16 P2 N P1 -113.7(2) . . . . ?
C20 P2 N P1 129.0(2) . . . . ?
Ir P2 N P1 8.15(17) . . . . ?
C5 C1 C2 C3 -0.8(5) . . . . ?
C6 C1 C2 C3 -171.4(5) . . . . ?
Ir C1 C2 C3 62.5(3) . . . . ?
C5 C1 C2 C7 160.5(5) . . . . ?
C6 C1 C2 C7 -10.1(8) . . . . ?
Ir C1 C2 C7 -136.2(5) . . . . ?
C5 C1 C2 Ir -63.3(3) . . . . ?
C6 C1 C2 Ir 126.1(5) . . . . ?
C1 C2 C3 C4 -1.4(5) . . . . ?
C7 C2 C3 C4 -162.7(4) . . . . ?
Ir C2 C3 C4 62.0(3) . . . . ?
C1 C2 C3 C8 170.6(4) . . . . ?
C7 C2 C3 C8 9.3(7) . . . . ?
Ir C2 C3 C8 -126.0(5) . . . . ?
C1 C2 C3 Ir -63.4(3) . . . . ?
C7 C2 C3 Ir 135.3(5) . . . . ?
C2 C3 C4 C5 3.0(5) . . . . ?
C8 C3 C4 C5 -169.0(4) . . . . ?
Ir C3 C4 C5 65.3(3) . . . . ?
C2 C3 C4 C9 175.4(4) . . . . ?
C8 C3 C4 C9 3.5(7) . . . . ?
Ir C3 C4 C9 -122.2(5) . . . . ?
C2 C3 C4 Ir -62.4(3) . . . . ?
C8 C3 C4 Ir 125.7(5) . . . . ?
C2 C1 C5 C4 2.7(5) . . . . ?
C6 C1 C5 C4 173.5(5) . . . . ?
Ir C1 C5 C4 -59.2(3) . . . . ?
C2 C1 C5 C10 -173.9(4) . . . . ?
C6 C1 C5 C10 -3.0(8) . . . . ?
Ir C1 C5 C10 124.2(5) . . . . ?
C2 C1 C5 Ir 61.9(3) . . . . ?
C6 C1 C5 Ir -127.2(5) . . . . ?
C3 C4 C5 C1 -3.5(5) . . . . ?
C9 C4 C5 C1 -176.1(4) . . . . ?
Ir C4 C5 C1 60.5(3) . . . . ?
C3 C4 C5 C10 173.0(4) . . . . ?
C9 C4 C5 C10 0.4(7) . . . . ?
Ir C4 C5 C10 -122.9(4) . . . . ?
C3 C4 C5 Ir -64.0(3) . . . . ?
C9 C4 C5 Ir 123.3(5) . . . . ?
N P1 C12 C15 36.1(4) . . . . ?
C11 P1 C12 C15 150.9(3) . . . . ?
Ir P1 C12 C15 -73.7(4) . . . . ?
P2 P1 C12 C15 1.1(4) . . . . ?
N P1 C12 C14 -84.4(4) . . . . ?
C11 P1 C12 C14 30.4(4) . . . . ?
Ir P1 C12 C14 165.8(3) . . . . ?
P2 P1 C12 C14 -119.4(3) . . . . ?
N P1 C12 C13 156.7(3) . . . . ?
C11 P1 C12 C13 -88.5(4) . . . . ?
Ir P1 C12 C13 46.9(4) . . . . ?
P2 P1 C12 C13 121.7(3) . . . . ?
N P2 C16 C18 176.8(3) . . . . ?
C20 P2 C16 C18 -65.7(4) . . . . ?
Ir P2 C16 C18 75.1(4) . . . . ?
P1 P2 C16 C18 137.4(3) . . . . ?
N P2 C16 C17 57.2(4) . . . . ?
C20 P2 C16 C17 174.8(3) . . . . ?
Ir P2 C16 C17 -44.5(4) . . . . ?
P1 P2 C16 C17 17.8(4) . . . . ?
N P2 C16 C19 -58.8(4) . . . . ?
C20 P2 C16 C19 58.8(4) . . . . ?
Ir P2 C16 C19 -160.5(3) . . . . ?
P1 P2 C16 C19 -98.2(3) . . . . ?
N P2 C20 C22 88.8(4) . . . . ?
C16 P2 C20 C22 -25.5(4) . . . . ?
Ir P2 C20 C22 -167.1(3) . . . . ?
P1 P2 C20 C22 127.5(3) . . . . ?
N P2 C20 C23 -31.5(4) . . . . ?
C16 P2 C20 C23 -145.7(3) . . . . ?
Ir P2 C20 C23 72.6(4) . . . . ?
P1 P2 C20 C23 7.3(4) . . . . ?
N P2 C20 C21 -150.9(3) . . . . ?
C16 P2 C20 C21 94.9(3) . . . . ?
Ir P2 C20 C21 -46.8(4) . . . . ?
P1 P2 C20 C21 -112.1(3) . . . . ?

_refine_diff_density_max         1.719
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.096

_shelxl_version_number           2014-3

