# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_sak002
_database_code_depnum_ccdc_archive 'CCDC 2087020'
loop_
_audit_author_name
_audit_author_address
'Agnieszka Skorska-Stania'
;Jagiellonian University in Krakow
Poland
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2022-05-12 downloaded from the CCDC.
;


_audit_creation_date             2020-12-11T11:33:36-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
dichloro(η6-[1-methyl-4-(1-methylethyl)benzene])(hydroxymethyldiphenylphosphine)ruthenium(II)

_chemical_name_common            PK09
_chemical_formula_moiety         'C23 H27 Cl2 O P Ru'
_chemical_formula_sum            'C23 H27 Cl2 O P Ru'
_chemical_formula_weight         522.38
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.6065(1)
_cell_length_b                   13.8332(1)
_cell_length_c                   10.7154(1)
_cell_angle_alpha                90
_cell_angle_beta                 105.490(1)
_cell_angle_gamma                90
_cell_volume                     1086.54(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8017
_cell_measurement_theta_min      3.1750
_cell_measurement_theta_max      75.5280
_cell_measurement_wavelength     1.54184

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

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             532
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    8.881
_exptl_absorpt_correction_T_min  0.62024
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_number            9002
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.1941
_diffrn_reflns_theta_max         75.6756
_diffrn_reflns_theta_full        74.3338
_diffrn_measured_fraction_theta_max 0.8352
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_measured_fraction_theta_full 0.9931
_diffrn_reflns_point_group_measured_fraction_max 0.835
_reflns_Friedel_fraction_full    0.738
_reflns_Friedel_fraction_max     0.674
_reflns_Friedel_coverage         0.629
_reflns_number_total             9002
_reflns_number_gt                8981
_reflns_threshold_expression     'I > 2σ(I)'


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

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

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

_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
Hydrogen atoms were included in calculated positions and treated as riding 
on the parent C atom: C---H = 0.95--1.00 Å with Uiso(H) = 1.5Ueq(C-methyl)
and 1.2Ueq(C) for other H atoms.
Refinement with redundant, i.e. not merged data set
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0247P)²+0.8178P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.00268(17)
_refine_ls_number_reflns         4522
_refine_ls_number_parameters     261
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0173
_refine_ls_R_factor_gt           0.0173
_refine_ls_wR_factor_ref         0.0462
_refine_ls_wR_factor_gt          0.0462
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.012(8)
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.055

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.296 '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'

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 0.3885(7) 0.5375(4) 0.8307(4) 0.0337(11) Uani 1 1 d . . . . .
H1A H 0.4278 0.5916 0.8907 0.051 Uiso 1 1 calc R U . . .
H1B H 0.4823 0.5241 0.7856 0.051 Uiso 1 1 calc R U . . .
H1C H 0.3701 0.48 0.8791 0.051 Uiso 1 1 calc R U . . .
C2 C 0.0584(6) 0.5820(3) 0.7997(4) 0.0268(10) Uani 1 1 d . . . . .
H2A H -0.0546 0.6006 0.7357 0.04 Uiso 1 1 calc R U . . .
H2B H 0.0963 0.6342 0.8631 0.04 Uiso 1 1 calc R U . . .
H2C H 0.0376 0.5229 0.8442 0.04 Uiso 1 1 calc R U . . .
C3 C 0.2086(6) 0.5639(3) 0.7311(4) 0.0214(9) Uani 1 1 d . . . . .
H3 H 0.1707 0.5072 0.6721 0.026 Uiso 1 1 calc R U . . .
C4 C 0.2419(5) 0.6481(3) 0.6503(4) 0.0152(8) Uani 1 1 d . . . . .
C5 C 0.3498(5) 0.6328(3) 0.5627(4) 0.0149(8) Uani 1 1 d . . . . .
H5 H 0.4008 0.5708 0.557 0.018 Uiso 1 1 calc R U . . .
C6 C 0.3824(4) 0.7092(3) 0.4837(3) 0.0150(8) Uani 1 1 d . . . . .
H6 H 0.4547 0.6972 0.4255 0.018 Uiso 1 1 calc R U . . .
C7 C 0.3104(5) 0.8027(3) 0.4892(4) 0.0148(8) Uani 1 1 d . . . . .
C8 C 0.2077(5) 0.8174(3) 0.5810(4) 0.0162(8) Uani 1 1 d . . . . .
H8 H 0.1591 0.8798 0.5881 0.019 Uiso 1 1 calc R U . . .
C9 C 0.1759(5) 0.7439(3) 0.6607(4) 0.0151(8) Uani 1 1 d . . . . .
H9 H 0.1098 0.7573 0.7225 0.018 Uiso 1 1 calc R U . . .
C10 C 0.3387(5) 0.8830(3) 0.4024(4) 0.0216(9) Uani 1 1 d . . . . .
H10A H 0.3871 0.8564 0.3335 0.032 Uiso 1 1 calc R U . . .
H10B H 0.4255 0.9299 0.4531 0.032 Uiso 1 1 calc R U . . .
H10C H 0.222 0.9152 0.3638 0.032 Uiso 1 1 calc R U . . .
C11 C -0.1530(5) 0.5932(3) 0.1466(4) 0.0144(7) Uani 1 1 d . . . . .
H11A H -0.233 0.6505 0.1397 0.017 Uiso 1 1 calc R U . . .
H11B H -0.1424 0.5778 0.0587 0.017 Uiso 1 1 calc R U . . .
C21 C 0.1713(4) 0.7007(4) 0.1503(3) 0.0131(7) Uani 1 1 d . . . . .
C22 C 0.3576(4) 0.7023(4) 0.1570(3) 0.0147(7) Uani 1 1 d . . . . .
H22 H 0.4375 0.657 0.2104 0.018 Uiso 1 1 calc R U . . .
C23 C 0.4266(5) 0.7697(3) 0.0863(4) 0.0172(8) Uani 1 1 d . . . . .
H23 H 0.5537 0.771 0.093 0.021 Uiso 1 1 calc R U . . .
C24 C 0.3116(5) 0.8350(3) 0.0062(4) 0.0171(8) Uani 1 1 d . . . . .
H24 H 0.3594 0.8806 -0.0425 0.02 Uiso 1 1 calc R U . . .
C25 C 0.1265(5) 0.8337(3) -0.0027(4) 0.0165(8) Uani 1 1 d . . . . .
H25 H 0.0473 0.878 -0.0584 0.02 Uiso 1 1 calc R U . . .
C26 C 0.0563(5) 0.7681(3) 0.0693(4) 0.0143(7) Uani 1 1 d . . . . .
H26 H -0.0704 0.7686 0.0639 0.017 Uiso 1 1 calc R U . . .
C31 C 0.1908(5) 0.5065(3) 0.2595(3) 0.0115(7) Uani 1 1 d . . . . .
C32 C 0.1827(5) 0.4422(3) 0.3585(4) 0.0126(7) Uani 1 1 d . . . . .
H32 H 0.1338 0.4633 0.4267 0.015 Uiso 1 1 calc R U . . .
C33 C 0.2449(5) 0.3481(3) 0.3584(4) 0.0155(8) Uani 1 1 d . . . . .
H33 H 0.2388 0.3051 0.4263 0.019 Uiso 1 1 calc R U . . .
C34 C 0.3160(5) 0.3170(3) 0.2591(4) 0.0171(8) Uani 1 1 d . . . . .
H34 H 0.3566 0.2522 0.2579 0.02 Uiso 1 1 calc R U . . .
C35 C 0.3281(5) 0.3804(3) 0.1615(4) 0.0163(8) Uani 1 1 d . . . . .
H35 H 0.3795 0.3593 0.0946 0.02 Uiso 1 1 calc R U . . .
C36 C 0.2653(5) 0.4746(3) 0.1611(4) 0.0136(8) Uani 1 1 d . . . . .
H36 H 0.2732 0.5176 0.0936 0.016 Uiso 1 1 calc R U . . .
Cl1 Cl -0.17040(12) 0.59771(7) 0.46669(8) 0.01674(19) Uani 1 1 d . . . . .
Cl2 Cl -0.13300(12) 0.80542(6) 0.32554(9) 0.01655(19) Uani 1 1 d . . . . .
P1 P 0.07749(11) 0.62296(6) 0.25303(8) 0.00968(19) Uani 1 1 d . . . . .
Ru1 Ru 0.08965(3) 0.69542(2) 0.45152(2) 0.00971(8) Uani 1 1 d . . . . .
O11 O -0.2339(4) 0.5144(2) 0.1936(3) 0.0185(6) Uani 1 1 d . . . . .
H11 H -0.239(7) 0.526(4) 0.264(5) 0.035(16) Uiso 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.537(6) . ?
C1 H1A 0.98 . ?
C1 H1B 0.98 . ?
C1 H1C 0.98 . ?
C2 C3 1.535(5) . ?
C2 H2A 0.98 . ?
C2 H2B 0.98 . ?
C2 H2C 0.98 . ?
C3 C4 1.513(6) . ?
C3 H3 1 . ?
C4 C5 1.418(5) . ?
C4 C9 1.432(5) . ?
C4 Ru1 2.234(4) . ?
C5 C6 1.417(5) . ?
C5 Ru1 2.197(3) . ?
C5 H5 0.95 . ?
C6 C7 1.412(5) . ?
C6 Ru1 2.169(3) . ?
C6 H6 0.95 . ?
C7 C8 1.426(5) . ?
C7 C10 1.500(5) . ?
C7 Ru1 2.197(4) . ?
C8 C9 1.389(5) . ?
C8 Ru1 2.216(4) . ?
C8 H8 0.95 . ?
C9 Ru1 2.263(4) . ?
C9 H9 0.95 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 O11 1.410(5) . ?
C11 P1 1.864(4) . ?
C11 H11A 0.99 . ?
C11 H11B 0.99 . ?
C21 C22 1.400(4) . ?
C21 C26 1.408(5) . ?
C21 P1 1.815(4) . ?
C22 C23 1.390(5) . ?
C22 H22 0.95 . ?
C23 C24 1.385(5) . ?
C23 H23 0.95 . ?
C24 C25 1.385(5) . ?
C24 H24 0.95 . ?
C25 C26 1.388(5) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C31 C36 1.395(5) . ?
C31 C32 1.398(5) . ?
C31 P1 1.820(4) . ?
C32 C33 1.384(5) . ?
C32 H32 0.95 . ?
C33 C34 1.385(5) . ?
C33 H33 0.95 . ?
C34 C35 1.387(5) . ?
C34 H34 0.95 . ?
C35 C36 1.387(5) . ?
C35 H35 0.95 . ?
C36 H36 0.95 . ?
Cl1 Ru1 2.4367(9) . ?
Cl2 Ru1 2.4051(9) . ?
P1 Ru1 2.3306(9) . ?
O11 H11 0.78(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 C2 114.1(3) . . ?
C4 C3 C1 109.0(4) . . ?
C2 C3 C1 110.2(3) . . ?
C4 C3 H3 107.8 . . ?
C2 C3 H3 107.8 . . ?
C1 C3 H3 107.8 . . ?
C5 C4 C9 117.8(3) . . ?
C5 C4 C3 118.6(4) . . ?
C9 C4 C3 123.5(3) . . ?
C5 C4 Ru1 69.9(2) . . ?
C9 C4 Ru1 72.5(2) . . ?
C3 C4 Ru1 130.4(3) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 Ru1 70.0(2) . . ?
C4 C5 Ru1 72.7(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
Ru1 C5 H5 130.1 . . ?
C7 C6 C5 121.8(3) . . ?
C7 C6 Ru1 72.19(19) . . ?
C5 C6 Ru1 72.1(2) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
Ru1 C6 H6 129 . . ?
C6 C7 C8 116.6(3) . . ?
C6 C7 C10 122.1(3) . . ?
C8 C7 C10 121.3(3) . . ?
C6 C7 Ru1 70.1(2) . . ?
C8 C7 Ru1 71.9(2) . . ?
C10 C7 Ru1 128.0(3) . . ?
C9 C8 C7 122.6(4) . . ?
C9 C8 Ru1 73.8(2) . . ?
C7 C8 Ru1 70.4(2) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
Ru1 C8 H8 129.8 . . ?
C8 C9 C4 120.4(3) . . ?
C8 C9 Ru1 70.1(2) . . ?
C4 C9 Ru1 70.3(2) . . ?
C8 C9 H9 119.8 . . ?
C4 C9 H9 119.8 . . ?
Ru1 C9 H9 132.9 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O11 C11 P1 112.4(3) . . ?
O11 C11 H11A 109.1 . . ?
P1 C11 H11A 109.1 . . ?
O11 C11 H11B 109.1 . . ?
P1 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C22 C21 C26 118.3(4) . . ?
C22 C21 P1 122.3(3) . . ?
C26 C21 P1 119.1(2) . . ?
C23 C22 C21 120.5(4) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 120.5(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.7(4) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 120.4(4) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C21 120.5(3) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
C36 C31 C32 118.8(3) . . ?
C36 C31 P1 122.3(3) . . ?
C32 C31 P1 118.4(3) . . ?
C33 C32 C31 120.9(3) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C32 C33 C34 119.7(4) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C33 C34 C35 120.1(4) . . ?
C33 C34 H34 120 . . ?
C35 C34 H34 120 . . ?
C34 C35 C36 120.3(3) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 120.2(3) . . ?
C35 C36 H36 119.9 . . ?
C31 C36 H36 119.9 . . ?
C21 P1 C31 106.78(18) . . ?
C21 P1 C11 102.54(16) . . ?
C31 P1 C11 100.74(17) . . ?
C21 P1 Ru1 111.88(13) . . ?
C31 P1 Ru1 116.28(12) . . ?
C11 P1 Ru1 117.06(12) . . ?
C6 Ru1 C7 37.74(14) . . ?
C6 Ru1 C5 37.86(14) . . ?
C7 Ru1 C5 68.47(15) . . ?
C6 Ru1 C8 66.82(14) . . ?
C7 Ru1 C8 37.69(14) . . ?
C5 Ru1 C8 78.74(14) . . ?
C6 Ru1 C4 67.98(13) . . ?
C7 Ru1 C4 81.18(15) . . ?
C5 Ru1 C4 37.31(13) . . ?
C8 Ru1 C4 66.78(15) . . ?
C6 Ru1 C9 78.62(14) . . ?
C7 Ru1 C9 67.21(14) . . ?
C5 Ru1 C9 66.34(14) . . ?
C8 Ru1 C9 36.12(14) . . ?
C4 Ru1 C9 37.14(13) . . ?
C6 Ru1 P1 88.39(10) . . ?
C7 Ru1 P1 107.47(10) . . ?
C5 Ru1 P1 97.82(10) . . ?
C8 Ru1 P1 144.04(10) . . ?
C4 Ru1 P1 128.92(11) . . ?
C9 Ru1 P1 164.14(10) . . ?
C6 Ru1 Cl2 124.95(11) . . ?
C7 Ru1 Cl2 93.71(10) . . ?
C5 Ru1 Cl2 162.00(10) . . ?
C8 Ru1 Cl2 88.67(10) . . ?
C4 Ru1 Cl2 145.97(10) . . ?
C9 Ru1 Cl2 110.05(10) . . ?
P1 Ru1 Cl2 84.81(3) . . ?
C6 Ru1 Cl1 148.81(11) . . ?
C7 Ru1 Cl1 163.15(10) . . ?
C5 Ru1 Cl1 112.02(11) . . ?
C8 Ru1 Cl1 125.50(10) . . ?
C4 Ru1 Cl1 89.84(10) . . ?
C9 Ru1 Cl1 97.12(10) . . ?
P1 Ru1 Cl1 89.27(3) . . ?
Cl2 Ru1 Cl1 85.75(3) . . ?
C11 O11 H11 109(4) . . ?

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
C2 C3 C4 C5 -167.4(3) . . . . ?
C1 C3 C4 C5 69.0(4) . . . . ?
C2 C3 C4 C9 15.0(6) . . . . ?
C1 C3 C4 C9 -108.6(4) . . . . ?
C2 C3 C4 Ru1 -80.2(4) . . . . ?
C1 C3 C4 Ru1 156.2(3) . . . . ?
C9 C4 C5 C6 -3.2(5) . . . . ?
C3 C4 C5 C6 179.1(3) . . . . ?
Ru1 C4 C5 C6 53.1(3) . . . . ?
C9 C4 C5 Ru1 -56.4(3) . . . . ?
C3 C4 C5 Ru1 125.9(3) . . . . ?
C4 C5 C6 C7 0.3(5) . . . . ?
Ru1 C5 C6 C7 54.7(3) . . . . ?
C4 C5 C6 Ru1 -54.4(3) . . . . ?
C5 C6 C7 C8 1.8(5) . . . . ?
Ru1 C6 C7 C8 56.5(3) . . . . ?
C5 C6 C7 C10 -177.7(3) . . . . ?
Ru1 C6 C7 C10 -123.1(3) . . . . ?
C5 C6 C7 Ru1 -54.7(3) . . . . ?
C6 C7 C8 C9 -1.0(5) . . . . ?
C10 C7 C8 C9 178.6(4) . . . . ?
Ru1 C7 C8 C9 54.6(3) . . . . ?
C6 C7 C8 Ru1 -55.6(3) . . . . ?
C10 C7 C8 Ru1 124.0(3) . . . . ?
C7 C8 C9 C4 -1.9(6) . . . . ?
Ru1 C8 C9 C4 51.1(3) . . . . ?
C7 C8 C9 Ru1 -53.1(3) . . . . ?
C5 C4 C9 C8 4.0(6) . . . . ?
C3 C4 C9 C8 -178.4(3) . . . . ?
Ru1 C4 C9 C8 -51.0(3) . . . . ?
C5 C4 C9 Ru1 55.1(3) . . . . ?
C3 C4 C9 Ru1 -127.3(4) . . . . ?
C26 C21 C22 C23 0.7(6) . . . . ?
P1 C21 C22 C23 -173.4(3) . . . . ?
C21 C22 C23 C24 -1.2(6) . . . . ?
C22 C23 C24 C25 0.5(6) . . . . ?
C23 C24 C25 C26 0.7(6) . . . . ?
C24 C25 C26 C21 -1.3(6) . . . . ?
C22 C21 C26 C25 0.6(6) . . . . ?
P1 C21 C26 C25 174.9(3) . . . . ?
C36 C31 C32 C33 -0.9(5) . . . . ?
P1 C31 C32 C33 171.3(3) . . . . ?
C31 C32 C33 C34 -0.1(5) . . . . ?
C32 C33 C34 C35 1.3(5) . . . . ?
C33 C34 C35 C36 -1.4(6) . . . . ?
C34 C35 C36 C31 0.5(5) . . . . ?
C32 C31 C36 C35 0.7(5) . . . . ?
P1 C31 C36 C35 -171.2(3) . . . . ?
C22 C21 P1 C31 -41.7(4) . . . . ?
C26 C21 P1 C31 144.3(3) . . . . ?
C22 C21 P1 C11 -147.1(3) . . . . ?
C26 C21 P1 C11 38.9(4) . . . . ?
C22 C21 P1 Ru1 86.6(4) . . . . ?
C26 C21 P1 Ru1 -87.4(3) . . . . ?
C36 C31 P1 C21 -25.5(3) . . . . ?
C32 C31 P1 C21 162.6(3) . . . . ?
C36 C31 P1 C11 81.3(3) . . . . ?
C32 C31 P1 C11 -90.7(3) . . . . ?
C36 C31 P1 Ru1 -151.1(3) . . . . ?
C32 C31 P1 Ru1 36.9(3) . . . . ?
O11 C11 P1 C21 165.0(3) . . . . ?
O11 C11 P1 C31 54.9(3) . . . . ?
O11 C11 P1 Ru1 -72.2(3) . . . . ?

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
C11 H11A Cl2 0.99 2.89 3.487(4) 120 .
O11 H11 Cl1 0.78(5) 2.32(5) 3.061(3) 160(5) .
####################################################################### 
# 
# 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_pk11
_database_code_depnum_ccdc_archive 'CCDC 2087026'
loop_
_audit_author_name
_audit_author_address
'Agnieszka Skorska-Stania'
;Jagiellonian University in Krakow
Poland
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2022-05-12 downloaded from the CCDC.
;

_audit_creation_date             2018-09-19T13:54:53-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
dichloro(η6-[1-methyl-4-(1-methylethyl)benzene])(hydroxymethyldi[4-methoxybenzene]phosphine)ruthenium(II)
_chemical_formula_sum            'C25 H31 Cl2 O3 P Ru'
_chemical_formula_moiety         'C25 H31 Cl2 O3 P Ru'
_chemical_formula_weight         582.44

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.6600(1)
_cell_length_b                   11.1867(1)
_cell_length_c                   23.5077(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.598(1)
_cell_angle_gamma                90
_cell_volume                     2537.71(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    13890
_cell_measurement_theta_min      2.7850
_cell_measurement_theta_max      29.2290
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_colour            red
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.916
_exptl_absorpt_correction_T_min  0.76804
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

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

_diffrn_ambient_temperature      293(2)
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.3756
_diffrn_reflns_number            37574
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.6706
_diffrn_reflns_theta_max         29.6999
_diffrn_measured_fraction_theta_max 0.9467
_diffrn_reflns_theta_full        27.5023
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0711537000
_diffrn_orient_matrix_UB_12      0.0134638000
_diffrn_orient_matrix_UB_13      0.0025839000
_diffrn_orient_matrix_UB_21      0.0161988000
_diffrn_orient_matrix_UB_22      0.0315362000
_diffrn_orient_matrix_UB_23      0.0256373000
_diffrn_orient_matrix_UB_31      0.0083726000
_diffrn_orient_matrix_UB_32      0.0533531000
_diffrn_orient_matrix_UB_33      -0.0157815000
_diffrn_measurement_method       'ω scans'
_reflns_number_total             6823
_reflns_number_gt                5422
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

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

_atom_sites_solution_hydrogens   mixed

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

_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)+(0.0249P)²+1.0759P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6823
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0708
_refine_ls_wR_factor_gt          0.0626
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.47
_refine_diff_density_rms         0.064

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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 0.3370(3) -0.0093(3) 0.79064(11) 0.0629(7) Uani 1 1 d . . . . .
H1A H 0.3072 0.0694 0.8008 0.094 Uiso 1 1 calc R U . . .
H1B H 0.3569 -0.0551 0.8246 0.094 Uiso 1 1 calc R U . . .
H1C H 0.265 -0.0481 0.768 0.094 Uiso 1 1 calc R U . . .
C2 C 0.5817(3) 0.0623(3) 0.79170(14) 0.0873(11) Uani 1 1 d . . . . .
H2A H 0.6625 0.0686 0.7696 0.131 Uiso 1 1 calc R U . . .
H2B H 0.6037 0.0168 0.8256 0.131 Uiso 1 1 calc R U . . .
H2C H 0.5514 0.1407 0.802 0.131 Uiso 1 1 calc R U . . .
C3 C 0.4666(3) -0.0003(2) 0.75674(10) 0.0443(5) Uani 1 1 d . . . . .
H3 H 0.4979 -0.0818 0.749 0.053 Uiso 1 1 calc R U . . .
C4 C 0.4477(2) 0.0638(2) 0.70015(9) 0.0375(5) Uani 1 1 d . . . . .
C5 C 0.5333(2) 0.0301(2) 0.65472(10) 0.0421(5) Uani 1 1 d . . . . .
H5 H 0.5975 -0.0312 0.6603 0.05 Uiso 1 1 calc R U . . .
C6 C 0.5217(2) 0.0876(2) 0.60257(10) 0.0476(6) Uani 1 1 d . . . . .
H6 H 0.5777 0.0634 0.5736 0.057 Uiso 1 1 calc R U . . .
C7 C 0.4260(2) 0.1829(2) 0.59225(10) 0.0436(5) Uani 1 1 d . . . . .
C8 C 0.3441(2) 0.2178(2) 0.63764(9) 0.0399(5) Uani 1 1 d . . . . .
H8 H 0.2814 0.2802 0.6322 0.048 Uiso 1 1 calc R U . . .
C9 C 0.3552(2) 0.15980(19) 0.69137(9) 0.0366(5) Uani 1 1 d . . . . .
H9 H 0.3012 0.1853 0.7208 0.044 Uiso 1 1 calc R U . . .
C10 C 0.4171(3) 0.2438(3) 0.53522(11) 0.0612(7) Uani 1 1 d . . . . .
H10A H 0.3361 0.2935 0.5326 0.092 Uiso 1 1 calc R U . . .
H10B H 0.4115 0.1846 0.5056 0.092 Uiso 1 1 calc R U . . .
H10C H 0.4981 0.2921 0.531 0.092 Uiso 1 1 calc R U . . .
C11 C -0.0263(2) -0.0823(2) 0.59080(10) 0.0424(5) Uani 1 1 d . . . . .
H11A H -0.0005 -0.0834 0.5514 0.051 Uiso 1 1 calc R U . . .
H11B H 0.0032 -0.1575 0.608 0.051 Uiso 1 1 calc R U . . .
C21 C -0.0134(2) 0.17127(19) 0.59466(9) 0.0344(4) Uani 1 1 d . . . . .
C22 C 0.0409(2) 0.2153(2) 0.54510(9) 0.0404(5) Uani 1 1 d . . . . .
H22 H 0.1249 0.1853 0.5335 0.048 Uiso 1 1 calc R U . . .
C23 C -0.0263(3) 0.3023(2) 0.51245(9) 0.0449(5) Uani 1 1 d . . . . .
H23 H 0.0118 0.3297 0.4792 0.054 Uiso 1 1 calc R U . . .
C24 C -0.1502(3) 0.3482(2) 0.52965(10) 0.0455(6) Uani 1 1 d . . . . .
C25 C -0.2033(3) 0.3097(2) 0.57992(10) 0.0501(6) Uani 1 1 d . . . . .
H25 H -0.2844 0.3436 0.5925 0.06 Uiso 1 1 calc R U . . .
C26 C -0.1373(2) 0.2212(2) 0.61180(10) 0.0436(5) Uani 1 1 d . . . . .
H26 H -0.1757 0.1946 0.6451 0.052 Uiso 1 1 calc R U . . .
C27 C -0.2016(4) 0.4451(3) 0.44082(11) 0.0709(9) Uani 1 1 d . . . . .
H27A H -0.1156 0.4867 0.4371 0.106 Uiso 1 1 calc R U . . .
H27B H -0.2755 0.4901 0.4225 0.106 Uiso 1 1 calc R U . . .
H27C H -0.1962 0.3678 0.4233 0.106 Uiso 1 1 calc R U . . .
C31 C 0.0056(2) 0.03779(18) 0.69986(8) 0.0318(4) Uani 1 1 d . . . . .
C32 C 0.0100(2) 0.1398(2) 0.73341(9) 0.0377(5) Uani 1 1 d . . . . .
H32 H 0.0352 0.2121 0.7173 0.045 Uiso 1 1 calc R U . . .
C33 C -0.0222(2) 0.1368(2) 0.79020(9) 0.0434(5) Uani 1 1 d . . . . .
H33 H -0.0199 0.2066 0.8117 0.052 Uiso 1 1 calc R U . . .
C34 C -0.0578(3) 0.0297(2) 0.81456(10) 0.0455(6) Uani 1 1 d . . . . .
C35 C -0.0642(3) -0.0732(2) 0.78148(10) 0.0491(6) Uani 1 1 d . . . . .
H35 H -0.0895 -0.1453 0.7976 0.059 Uiso 1 1 calc R U . . .
C36 C -0.0334(2) -0.0690(2) 0.72516(10) 0.0429(5) Uani 1 1 d . . . . .
H36 H -0.0387 -0.1385 0.7035 0.051 Uiso 1 1 calc R U . . .
C37 C -0.0987(4) 0.1214(3) 0.90399(13) 0.0981(13) Uani 1 1 d . . . . .
H37A H -0.0103 0.1606 0.9073 0.147 Uiso 1 1 calc R U . . .
H37B H -0.1274 0.1 0.9412 0.147 Uiso 1 1 calc R U . . .
H37C H -0.1658 0.1743 0.8862 0.147 Uiso 1 1 calc R U . . .
O24 O -0.2275(2) 0.43128(17) 0.49956(8) 0.0689(6) Uani 1 1 d . . . . .
O34 O -0.0877(2) 0.01564(19) 0.87012(7) 0.0715(6) Uani 1 1 d . . . . .
P1 P 0.06710(5) 0.04104(5) 0.62811(2) 0.03094(11) Uani 1 1 d . . . . .
Cl1 Cl 0.27432(7) -0.04898(6) 0.52819(2) 0.05370(16) Uani 1 1 d . . . . .
Cl2 Cl 0.26959(6) -0.17233(5) 0.65780(3) 0.04962(15) Uani 1 1 d . . . . .
Ru1 Ru 0.30940(2) 0.02787(2) 0.62428(2) 0.03140(6) Uani 1 1 d . . . . .
O11 O -0.17164(18) -0.07423(18) 0.59208(8) 0.0539(5) Uani 1 1 d . . . . .
H11O H -0.189(3) -0.040(3) 0.5643(13) 0.065 Uiso 1 1 d . U . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C3 1.517(4) . ?
C1 H1A 0.96 . ?
C1 H1B 0.96 . ?
C1 H1C 0.96 . ?
C2 C3 1.522(4) . ?
C2 H2A 0.96 . ?
C2 H2B 0.96 . ?
C2 H2C 0.96 . ?
C3 C4 1.515(3) . ?
C3 H3 0.98 . ?
C4 C9 1.406(3) . ?
C4 C5 1.430(3) . ?
C4 Ru1 2.216(2) . ?
C5 C6 1.384(3) . ?
C5 Ru1 2.247(2) . ?
C5 H5 0.93 . ?
C6 C7 1.425(3) . ?
C6 Ru1 2.238(2) . ?
C6 H6 0.93 . ?
C7 C8 1.411(3) . ?
C7 C10 1.502(3) . ?
C7 Ru1 2.219(2) . ?
C8 C9 1.419(3) . ?
C8 Ru1 2.171(2) . ?
C8 H8 0.93 . ?
C9 Ru1 2.190(2) . ?
C9 H9 0.93 . ?
C10 H10A 0.96 . ?
C10 H10B 0.96 . ?
C10 H10C 0.96 . ?
C11 O11 1.408(3) . ?
C11 P1 1.848(2) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C21 C22 1.389(3) . ?
C21 C26 1.396(3) . ?
C21 P1 1.814(2) . ?
C22 C23 1.383(3) . ?
C22 H22 0.93 . ?
C23 C24 1.380(3) . ?
C23 H23 0.93 . ?
C24 O24 1.369(3) . ?
C24 C25 1.379(3) . ?
C25 C26 1.380(3) . ?
C25 H25 0.93 . ?
C26 H26 0.93 . ?
C27 O24 1.423(3) . ?
C27 H27A 0.96 . ?
C27 H27B 0.96 . ?
C27 H27C 0.96 . ?
C31 C32 1.386(3) . ?
C31 C36 1.394(3) . ?
C31 P1 1.814(2) . ?
C32 C33 1.385(3) . ?
C32 H32 0.93 . ?
C33 C34 1.378(3) . ?
C33 H33 0.93 . ?
C34 O34 1.360(3) . ?
C34 C35 1.389(3) . ?
C35 C36 1.371(3) . ?
C35 H35 0.93 . ?
C36 H36 0.93 . ?
C37 O34 1.432(4) . ?
C37 H37A 0.96 . ?
C37 H37B 0.96 . ?
C37 H37C 0.96 . ?
P1 Ru1 2.3511(5) . ?
Cl1 Ru1 2.4262(6) . ?
Cl2 Ru1 2.4108(6) . ?
O11 H11O 0.77(3) . ?

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
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 C1 115.0(2) . . ?
C4 C3 C2 108.2(2) . . ?
C1 C3 C2 110.3(2) . . ?
C4 C3 H3 107.7 . . ?
C1 C3 H3 107.7 . . ?
C2 C3 H3 107.7 . . ?
C9 C4 C5 118.5(2) . . ?
C9 C4 C3 122.7(2) . . ?
C5 C4 C3 118.7(2) . . ?
C9 C4 Ru1 70.41(12) . . ?
C5 C4 Ru1 72.50(12) . . ?
C3 C4 Ru1 131.71(16) . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 Ru1 71.65(13) . . ?
C4 C5 Ru1 70.12(12) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
Ru1 C5 H5 131.5 . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 Ru1 72.39(13) . . ?
C7 C6 Ru1 70.62(13) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
Ru1 C6 H6 130.6 . . ?
C8 C7 C6 117.3(2) . . ?
C8 C7 C10 122.6(2) . . ?
C6 C7 C10 120.1(2) . . ?
C8 C7 Ru1 69.43(12) . . ?
C6 C7 Ru1 72.08(13) . . ?
C10 C7 Ru1 130.36(18) . . ?
C7 C8 C9 121.6(2) . . ?
C7 C8 Ru1 73.08(13) . . ?
C9 C8 Ru1 71.75(12) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
Ru1 C8 H8 128.3 . . ?
C4 C9 C8 120.1(2) . . ?
C4 C9 Ru1 72.37(12) . . ?
C8 C9 Ru1 70.28(12) . . ?
C4 C9 H9 120 . . ?
C8 C9 H9 120 . . ?
Ru1 C9 H9 129.9 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O11 C11 P1 114.06(16) . . ?
O11 C11 H11A 108.7 . . ?
P1 C11 H11A 108.7 . . ?
O11 C11 H11B 108.7 . . ?
P1 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C22 C21 C26 117.4(2) . . ?
C22 C21 P1 118.53(16) . . ?
C26 C21 P1 123.54(17) . . ?
C23 C22 C21 122.0(2) . . ?
C23 C22 H22 119 . . ?
C21 C22 H22 119 . . ?
C24 C23 C22 119.4(2) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
O24 C24 C25 116.1(2) . . ?
O24 C24 C23 124.1(2) . . ?
C25 C24 C23 119.8(2) . . ?
C24 C25 C26 120.6(2) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 120.8(2) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
O24 C27 H27A 109.5 . . ?
O24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C32 C31 C36 117.65(19) . . ?
C32 C31 P1 120.65(16) . . ?
C36 C31 P1 121.35(15) . . ?
C33 C32 C31 121.8(2) . . ?
C33 C32 H32 119.1 . . ?
C31 C32 H32 119.1 . . ?
C34 C33 C32 119.5(2) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
O34 C34 C33 124.6(2) . . ?
O34 C34 C35 115.8(2) . . ?
C33 C34 C35 119.6(2) . . ?
C36 C35 C34 120.4(2) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C31 121.0(2) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
O34 C37 H37A 109.5 . . ?
O34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C24 O24 C27 117.3(2) . . ?
C34 O34 C37 117.6(2) . . ?
C31 P1 C21 105.50(9) . . ?
C31 P1 C11 104.65(10) . . ?
C21 P1 C11 101.73(10) . . ?
C31 P1 Ru1 113.75(7) . . ?
C21 P1 Ru1 116.22(7) . . ?
C11 P1 Ru1 113.61(7) . . ?
C8 Ru1 C9 37.98(8) . . ?
C8 Ru1 C4 67.82(8) . . ?
C9 Ru1 C4 37.22(8) . . ?
C8 Ru1 C7 37.49(8) . . ?
C9 Ru1 C7 68.19(8) . . ?
C4 Ru1 C7 80.48(8) . . ?
C8 Ru1 C6 66.66(9) . . ?
C9 Ru1 C6 78.81(9) . . ?
C4 Ru1 C6 66.69(8) . . ?
C7 Ru1 C6 37.31(9) . . ?
C8 Ru1 C5 78.63(8) . . ?
C9 Ru1 C5 66.62(8) . . ?
C4 Ru1 C5 37.38(8) . . ?
C7 Ru1 C5 66.63(8) . . ?
C6 Ru1 C5 35.96(8) . . ?
C8 Ru1 P1 94.63(6) . . ?
C9 Ru1 P1 95.68(6) . . ?
C4 Ru1 P1 121.51(6) . . ?
C7 Ru1 P1 119.05(6) . . ?
C6 Ru1 P1 156.11(7) . . ?
C5 Ru1 P1 158.83(6) . . ?
C8 Ru1 Cl2 152.56(6) . . ?
C9 Ru1 Cl2 114.87(6) . . ?
C4 Ru1 Cl2 90.27(6) . . ?
C7 Ru1 Cl2 158.17(6) . . ?
C6 Ru1 Cl2 120.88(7) . . ?
C5 Ru1 Cl2 94.11(6) . . ?
P1 Ru1 Cl2 82.64(2) . . ?
C8 Ru1 Cl1 119.70(6) . . ?
C9 Ru1 Cl1 157.55(6) . . ?
C4 Ru1 Cl1 150.14(6) . . ?
C7 Ru1 Cl1 90.73(6) . . ?
C6 Ru1 Cl1 89.09(7) . . ?
C5 Ru1 Cl1 113.09(6) . . ?
P1 Ru1 Cl1 87.74(2) . . ?
Cl2 Ru1 Cl1 87.57(2) . . ?
C11 O11 H11O 101(2) . . ?

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 C3 C4 C9 33.6(3) . . . . ?
C2 C3 C4 C9 -90.2(3) . . . . ?
C1 C3 C4 C5 -150.2(2) . . . . ?
C2 C3 C4 C5 85.9(3) . . . . ?
C1 C3 C4 Ru1 -58.6(3) . . . . ?
C2 C3 C4 Ru1 177.6(2) . . . . ?
C9 C4 C5 C6 -2.5(3) . . . . ?
C3 C4 C5 C6 -178.8(2) . . . . ?
Ru1 C4 C5 C6 52.7(2) . . . . ?
C9 C4 C5 Ru1 -55.18(17) . . . . ?
C3 C4 C5 Ru1 128.5(2) . . . . ?
C4 C5 C6 C7 0.8(4) . . . . ?
Ru1 C5 C6 C7 52.8(2) . . . . ?
C4 C5 C6 Ru1 -52.0(2) . . . . ?
C5 C6 C7 C8 0.7(4) . . . . ?
Ru1 C6 C7 C8 54.35(18) . . . . ?
C5 C6 C7 C10 179.6(2) . . . . ?
Ru1 C6 C7 C10 -126.8(2) . . . . ?
C5 C6 C7 Ru1 -53.6(2) . . . . ?
C6 C7 C8 C9 -0.6(3) . . . . ?
C10 C7 C8 C9 -179.4(2) . . . . ?
Ru1 C7 C8 C9 55.10(19) . . . . ?
C6 C7 C8 Ru1 -55.67(19) . . . . ?
C10 C7 C8 Ru1 125.5(2) . . . . ?
C5 C4 C9 C8 2.6(3) . . . . ?
C3 C4 C9 C8 178.7(2) . . . . ?
Ru1 C4 C9 C8 -53.63(18) . . . . ?
C5 C4 C9 Ru1 56.21(18) . . . . ?
C3 C4 C9 Ru1 -127.6(2) . . . . ?
C7 C8 C9 C4 -1.1(3) . . . . ?
Ru1 C8 C9 C4 54.61(18) . . . . ?
C7 C8 C9 Ru1 -55.7(2) . . . . ?
C26 C21 C22 C23 -2.2(3) . . . . ?
P1 C21 C22 C23 170.13(18) . . . . ?
C21 C22 C23 C24 0.7(4) . . . . ?
C22 C23 C24 O24 -177.6(2) . . . . ?
C22 C23 C24 C25 2.1(4) . . . . ?
O24 C24 C25 C26 176.4(2) . . . . ?
C23 C24 C25 C26 -3.3(4) . . . . ?
C24 C25 C26 C21 1.8(4) . . . . ?
C22 C21 C26 C25 0.9(3) . . . . ?
P1 C21 C26 C25 -170.93(19) . . . . ?
C36 C31 C32 C33 0.4(3) . . . . ?
P1 C31 C32 C33 -172.96(17) . . . . ?
C31 C32 C33 C34 0.9(4) . . . . ?
C32 C33 C34 O34 178.2(2) . . . . ?
C32 C33 C34 C35 -1.6(4) . . . . ?
O34 C34 C35 C36 -178.8(2) . . . . ?
C33 C34 C35 C36 1.0(4) . . . . ?
C34 C35 C36 C31 0.4(4) . . . . ?
C32 C31 C36 C35 -1.0(3) . . . . ?
P1 C31 C36 C35 172.26(19) . . . . ?
C25 C24 O24 C27 -160.6(3) . . . . ?
C23 C24 O24 C27 19.1(4) . . . . ?
C33 C34 O34 C37 7.6(4) . . . . ?
C35 C34 O34 C37 -172.6(3) . . . . ?
C32 C31 P1 C21 -48.5(2) . . . . ?
C36 C31 P1 C21 138.37(18) . . . . ?
C32 C31 P1 C11 -155.42(18) . . . . ?
C36 C31 P1 C11 31.5(2) . . . . ?
C32 C31 P1 Ru1 80.01(18) . . . . ?
C36 C31 P1 Ru1 -93.10(18) . . . . ?
C22 C21 P1 C31 163.37(17) . . . . ?
C26 C21 P1 C31 -24.8(2) . . . . ?
C22 C21 P1 C11 -87.62(19) . . . . ?
C26 C21 P1 C11 84.2(2) . . . . ?
C22 C21 P1 Ru1 36.32(19) . . . . ?
C26 C21 P1 Ru1 -151.89(17) . . . . ?
O11 C11 P1 C31 56.29(19) . . . . ?
O11 C11 P1 C21 -53.38(19) . . . . ?
O11 C11 P1 Ru1 -179.05(14) . . . . ?

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

# END of CIF
####################################################################### 
# 
# 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_sk144
_database_code_depnum_ccdc_archive 'CCDC 2087025'
loop_
_audit_author_name
_audit_author_address
'Agnieszka Skorska-Stania'
;Jagiellonian University in Krakow
Poland
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2022-05-12 downloaded from the CCDC.
;

_audit_creation_date             2021-03-31T12:57:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
dichloro(η5-[pentamethylcyclopentadienyl]))(hydroxymethyldi[4-methoxybenzene]phosphine)iridium(III)
_chemical_formula_sum            'C25 H32 Cl2 Ir O3 P'
_chemical_formula_moiety         'C25 H32 Cl2 Ir O3 P '
_chemical_formula_weight         674.57

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.5562(2)
_cell_length_b                   20.6545(6)
_cell_length_c                   13.9418(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.251(2)
_cell_angle_gamma                90
_cell_volume                     2461.95(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13284
_cell_measurement_theta_min      4.2110
_cell_measurement_theta_max      75.3250


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

_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_colour            yellow
_exptl_crystal_description       plate
_exptl_crystal_density_diffrn    1.82
_exptl_crystal_F_000             1328
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    13.313
_exptl_absorpt_correction_T_min  0.62771
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;


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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'

_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_number            27876
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.827
_diffrn_reflns_theta_max         75.68
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_measurement_method       'ω scans'
_reflns_number_total             5031
_reflns_number_gt                4572
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

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

_atom_sites_solution_hydrogens   geom

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

_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)+(0.0559P)²+8.4424P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5031
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1036
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.426
_refine_diff_density_min         -2.097
_refine_diff_density_rms         0.159

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.771 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.1806(6) 0.2277(2) 0.5741(4) 0.0218(10) Uani 1 1 d . . . . .
C1A C 0.0852(7) 0.2698(3) 0.6361(4) 0.0348(14) Uani 1 1 d . . . . .
H1A H 0.1374 0.2739 0.6997 0.052 Uiso 1 1 calc R U . . .
H1B H -0.0184 0.2505 0.6426 0.052 Uiso 1 1 calc R U . . .
H1C H 0.074 0.3128 0.6068 0.052 Uiso 1 1 calc R U . . .
C2 C 0.1765(6) 0.2305(2) 0.4709(4) 0.0213(10) Uani 1 1 d . . . . .
C2A C 0.0766(7) 0.2760(3) 0.4111(4) 0.0277(11) Uani 1 1 d . . . . .
H2A H 0.0833 0.3196 0.4388 0.041 Uiso 1 1 calc R U . . .
H2B H -0.0323 0.2612 0.4101 0.041 Uiso 1 1 calc R U . . .
H2C H 0.1134 0.2769 0.3455 0.041 Uiso 1 1 calc R U . . .
C3 C 0.2634(6) 0.1758(3) 0.4378(4) 0.0244(11) Uani 1 1 d . . . . .
C3A C 0.2879(7) 0.1578(3) 0.3351(4) 0.0325(13) Uani 1 1 d . . . . .
H3A H 0.2457 0.192 0.2928 0.049 Uiso 1 1 calc R U . . .
H3B H 0.234 0.117 0.3202 0.049 Uiso 1 1 calc R U . . .
H3C H 0.4 0.1527 0.3253 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3220(6) 0.1396(2) 0.5199(4) 0.0247(11) Uani 1 1 d . . . . .
C4A C 0.4104(7) 0.0770(3) 0.5176(4) 0.0334(13) Uani 1 1 d . . . . .
H4A H 0.4625 0.0733 0.4564 0.05 Uiso 1 1 calc R U . . .
H4B H 0.3377 0.0408 0.5242 0.05 Uiso 1 1 calc R U . . .
H4C H 0.489 0.0761 0.5706 0.05 Uiso 1 1 calc R U . . .
C5 C 0.2696(6) 0.1719(3) 0.6042(4) 0.0254(11) Uani 1 1 d . . . . .
C5A C 0.2998(8) 0.1491(3) 0.7053(4) 0.0357(13) Uani 1 1 d . . . . .
H5A H 0.4103 0.1374 0.7148 0.054 Uiso 1 1 calc R U . . .
H5B H 0.2344 0.1113 0.7174 0.054 Uiso 1 1 calc R U . . .
H5C H 0.2744 0.1839 0.75 0.054 Uiso 1 1 calc R U . . .
C11 C 0.6577(7) 0.3768(3) 0.5086(4) 0.0284(12) Uani 1 1 d . . . . .
H11A H 0.6789 0.3615 0.4431 0.034 Uiso 1 1 calc R U . . .
H11B H 0.6573 0.4247 0.5073 0.034 Uiso 1 1 calc R U . . .
C21 C 0.4390(6) 0.3841(3) 0.6572(4) 0.0232(10) Uani 1 1 d . . . . .
C22 C 0.3995(6) 0.3446(3) 0.7333(4) 0.0230(11) Uani 1 1 d . . . . .
H22 H 0.3835 0.2996 0.7225 0.028 Uiso 1 1 calc R U . . .
C23 C 0.3827(6) 0.3699(3) 0.8258(4) 0.0260(11) Uani 1 1 d . . . . .
H23 H 0.354 0.3425 0.877 0.031 Uiso 1 1 calc R U . . .
C24 C 0.4085(6) 0.4347(3) 0.8411(4) 0.0242(11) Uani 1 1 d . . . . .
C25 C 0.4523(7) 0.4752(3) 0.7669(4) 0.0259(11) Uani 1 1 d . . . . .
H25 H 0.4711 0.5199 0.7787 0.031 Uiso 1 1 calc R U . . .
C26 C 0.4681(6) 0.4499(3) 0.6760(4) 0.0232(11) Uani 1 1 d . . . . .
H26 H 0.4992 0.4774 0.6256 0.028 Uiso 1 1 calc R U . . .
C27 C 0.3634(8) 0.4231(3) 1.0087(4) 0.0339(13) Uani 1 1 d . . . . .
H27A H 0.3607 0.4493 1.0673 0.051 Uiso 1 1 calc R U . . .
H27B H 0.4474 0.391 1.0156 0.051 Uiso 1 1 calc R U . . .
H27C H 0.263 0.4009 0.9982 0.051 Uiso 1 1 calc R U . . .
C31 C 0.3422(6) 0.3952(3) 0.4540(4) 0.0220(10) Uani 1 1 d . . . . .
C32 C 0.3561(7) 0.3795(3) 0.3567(4) 0.0268(11) Uani 1 1 d . . . . .
H32 H 0.4268 0.3466 0.3386 0.032 Uiso 1 1 calc R U . . .
C33 C 0.2663(7) 0.4120(3) 0.2868(4) 0.0273(12) Uani 1 1 d . . . . .
H33 H 0.2755 0.4013 0.221 0.033 Uiso 1 1 calc R U . . .
C34 C 0.1633(7) 0.4600(3) 0.3132(4) 0.0282(12) Uani 1 1 d . . . . .
C35 C 0.1471(6) 0.4761(3) 0.4087(4) 0.0261(11) Uani 1 1 d . . . . .
H35 H 0.076 0.5089 0.4265 0.031 Uiso 1 1 calc R U . . .
C36 C 0.2384(6) 0.4427(3) 0.4789(4) 0.0246(11) Uani 1 1 d . . . . .
H36 H 0.2281 0.4531 0.5447 0.03 Uiso 1 1 calc R U . . .
C37 C -0.0328(8) 0.5356(4) 0.2637(5) 0.0401(15) Uani 1 1 d . . . . .
H37A H -0.0853 0.5526 0.2052 0.06 Uiso 1 1 calc R U . . .
H37B H 0.0173 0.5713 0.2997 0.06 Uiso 1 1 calc R U . . .
H37C H -0.1098 0.5146 0.3035 0.06 Uiso 1 1 calc R U . . .
Cl1 Cl 0.60838(17) 0.23845(7) 0.40276(10) 0.0326(3) Uani 1 1 d . . . . .
Cl2 Cl 0.64158(16) 0.22000(7) 0.63467(10) 0.0307(3) Uani 1 1 d . . . . .
Ir1 Ir 0.42014(2) 0.23821(2) 0.52586(2) 0.02041(9) Uani 1 1 d . . . . .
O11 O 0.7790(5) 0.3561(2) 0.5712(4) 0.0420(11) Uani 1 1 d . . . . .
H11 H 0.7684 0.3164 0.5825 0.063 Uiso 1 1 calc R U . . .
O25 O 0.3916(5) 0.46454(19) 0.9281(3) 0.0308(9) Uani 1 1 d . . . . .
O34 O 0.0825(5) 0.4898(2) 0.2385(3) 0.0326(9) Uani 1 1 d . . . . .
P1 P 0.46224(16) 0.34853(6) 0.53997(9) 0.0206(3) Uani 1 1 d . . . . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.437(8) . ?
C1 C2 1.439(7) . ?
C1 C1A 1.492(8) . ?
C1 Ir1 2.193(5) . ?
C1A H1A 0.98 . ?
C1A H1B 0.98 . ?
C1A H1C 0.98 . ?
C2 C3 1.437(8) . ?
C2 C2A 1.502(8) . ?
C2 Ir1 2.198(5) . ?
C2A H2A 0.98 . ?
C2A H2B 0.98 . ?
C2A H2C 0.98 . ?
C3 C4 1.441(8) . ?
C3 C3A 1.503(7) . ?
C3 Ir1 2.199(5) . ?
C3A H3A 0.98 . ?
C3A H3B 0.98 . ?
C3A H3C 0.98 . ?
C4 C5 1.439(8) . ?
C4 C4A 1.499(8) . ?
C4 Ir1 2.204(5) . ?
C4A H4A 0.98 . ?
C4A H4B 0.98 . ?
C4A H4C 0.98 . ?
C5 C5A 1.498(8) . ?
C5 Ir1 2.200(5) . ?
C5A H5A 0.98 . ?
C5A H5B 0.98 . ?
C5A H5C 0.98 . ?
C11 O11 1.397(7) . ?
C11 P1 1.840(6) . ?
C11 H11A 0.99 . ?
C11 H11B 0.99 . ?
C21 C22 1.391(7) . ?
C21 C26 1.405(8) . ?
C21 P1 1.810(5) . ?
C22 C23 1.404(7) . ?
C22 H22 0.95 . ?
C23 C24 1.372(8) . ?
C23 H23 0.95 . ?
C24 O25 1.373(6) . ?
C24 C25 1.394(8) . ?
C25 C26 1.382(7) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C27 O25 1.440(7) . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C31 C36 1.377(8) . ?
C31 C32 1.405(7) . ?
C31 P1 1.822(5) . ?
C32 C33 1.389(8) . ?
C32 H32 0.95 . ?
C33 C34 1.386(8) . ?
C33 H33 0.95 . ?
C34 O34 1.373(6) . ?
C34 C35 1.385(8) . ?
C35 C36 1.408(7) . ?
C35 H35 0.95 . ?
C36 H36 0.95 . ?
C37 O34 1.421(8) . ?
C37 H37A 0.98 . ?
C37 H37B 0.98 . ?
C37 H37C 0.98 . ?
Cl1 Ir1 2.3993(14) . ?
Cl2 Ir1 2.4097(13) . ?
Ir1 P1 2.3141(13) . ?
O11 H11 0.84 . ?

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
C5 C1 C2 108.4(5) . . ?
C5 C1 C1A 126.5(5) . . ?
C2 C1 C1A 124.4(5) . . ?
C5 C1 Ir1 71.2(3) . . ?
C2 C1 Ir1 71.1(3) . . ?
C1A C1 Ir1 131.3(4) . . ?
C1 C1A H1A 109.5 . . ?
C1 C1A H1B 109.5 . . ?
H1A C1A H1B 109.5 . . ?
C1 C1A H1C 109.5 . . ?
H1A C1A H1C 109.5 . . ?
H1B C1A H1C 109.5 . . ?
C3 C2 C1 107.3(5) . . ?
C3 C2 C2A 127.2(5) . . ?
C1 C2 C2A 124.8(5) . . ?
C3 C2 Ir1 71.0(3) . . ?
C1 C2 Ir1 70.7(3) . . ?
C2A C2 Ir1 131.3(4) . . ?
C2 C2A H2A 109.5 . . ?
C2 C2A H2B 109.5 . . ?
H2A C2A H2B 109.5 . . ?
C2 C2A H2C 109.5 . . ?
H2A C2A H2C 109.5 . . ?
H2B C2A H2C 109.5 . . ?
C2 C3 C4 108.8(5) . . ?
C2 C3 C3A 126.4(5) . . ?
C4 C3 C3A 124.8(5) . . ?
C2 C3 Ir1 70.9(3) . . ?
C4 C3 Ir1 71.1(3) . . ?
C3A C3 Ir1 124.9(4) . . ?
C3 C3A H3A 109.5 . . ?
C3 C3A H3B 109.5 . . ?
H3A C3A H3B 109.5 . . ?
C3 C3A H3C 109.5 . . ?
H3A C3A H3C 109.5 . . ?
H3B C3A H3C 109.5 . . ?
C5 C4 C3 107.3(5) . . ?
C5 C4 C4A 126.2(5) . . ?
C3 C4 C4A 126.3(5) . . ?
C5 C4 Ir1 70.8(3) . . ?
C3 C4 Ir1 70.7(3) . . ?
C4A C4 Ir1 127.3(4) . . ?
C4 C4A H4A 109.5 . . ?
C4 C4A H4B 109.5 . . ?
H4A C4A H4B 109.5 . . ?
C4 C4A H4C 109.5 . . ?
H4A C4A H4C 109.5 . . ?
H4B C4A H4C 109.5 . . ?
C1 C5 C4 108.2(5) . . ?
C1 C5 C5A 126.6(5) . . ?
C4 C5 C5A 125.2(5) . . ?
C1 C5 Ir1 70.6(3) . . ?
C4 C5 Ir1 71.1(3) . . ?
C5A C5 Ir1 125.4(4) . . ?
C5 C5A H5A 109.5 . . ?
C5 C5A H5B 109.5 . . ?
H5A C5A H5B 109.5 . . ?
C5 C5A H5C 109.5 . . ?
H5A C5A H5C 109.5 . . ?
H5B C5A H5C 109.5 . . ?
O11 C11 P1 114.5(4) . . ?
O11 C11 H11A 108.6 . . ?
P1 C11 H11A 108.6 . . ?
O11 C11 H11B 108.6 . . ?
P1 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C22 C21 C26 118.2(5) . . ?
C22 C21 P1 119.3(4) . . ?
C26 C21 P1 122.5(4) . . ?
C21 C22 C23 121.3(5) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 119.0(5) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
O25 C24 C23 123.6(5) . . ?
O25 C24 C25 115.2(5) . . ?
C23 C24 C25 121.1(5) . . ?
C26 C25 C24 119.4(5) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C21 121.0(5) . . ?
C25 C26 H26 119.5 . . ?
C21 C26 H26 119.5 . . ?
O25 C27 H27A 109.5 . . ?
O25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C36 C31 C32 119.2(5) . . ?
C36 C31 P1 124.3(4) . . ?
C32 C31 P1 116.5(4) . . ?
C33 C32 C31 120.0(5) . . ?
C33 C32 H32 120 . . ?
C31 C32 H32 120 . . ?
C34 C33 C32 120.0(5) . . ?
C34 C33 H33 120 . . ?
C32 C33 H33 120 . . ?
O34 C34 C35 123.7(5) . . ?
O34 C34 C33 115.2(5) . . ?
C35 C34 C33 121.0(5) . . ?
C34 C35 C36 118.5(5) . . ?
C34 C35 H35 120.7 . . ?
C36 C35 H35 120.7 . . ?
C31 C36 C35 121.3(5) . . ?
C31 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
O34 C37 H37A 109.5 . . ?
O34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C1 Ir1 C2 38.3(2) . . ?
C1 Ir1 C3 63.68(19) . . ?
C2 Ir1 C3 38.14(19) . . ?
C1 Ir1 C5 38.2(2) . . ?
C2 Ir1 C5 64.0(2) . . ?
C3 Ir1 C5 63.7(2) . . ?
C1 Ir1 C4 64.0(2) . . ?
C2 Ir1 C4 64.2(2) . . ?
C3 Ir1 C4 38.2(2) . . ?
C5 Ir1 C4 38.1(2) . . ?
C1 Ir1 P1 102.43(14) . . ?
C2 Ir1 P1 104.11(14) . . ?
C3 Ir1 P1 135.55(15) . . ?
C5 Ir1 P1 131.56(15) . . ?
C4 Ir1 P1 166.23(15) . . ?
C1 Ir1 Cl1 151.82(15) . . ?
C2 Ir1 Cl1 113.87(15) . . ?
C3 Ir1 Cl1 90.79(14) . . ?
C5 Ir1 Cl1 141.16(16) . . ?
C4 Ir1 Cl1 103.90(15) . . ?
P1 Ir1 Cl1 87.26(5) . . ?
C1 Ir1 Cl2 120.85(15) . . ?
C2 Ir1 Cl2 156.85(15) . . ?
C3 Ir1 Cl2 135.00(15) . . ?
C5 Ir1 Cl2 92.93(15) . . ?
C4 Ir1 Cl2 99.71(15) . . ?
P1 Ir1 Cl2 89.10(5) . . ?
Cl1 Ir1 Cl2 85.26(5) . . ?
C11 O11 H11 109.5 . . ?
C24 O25 C27 116.7(4) . . ?
C34 O34 C37 116.4(5) . . ?
C21 P1 C31 107.4(2) . . ?
C21 P1 C11 102.7(3) . . ?
C31 P1 C11 99.8(2) . . ?
C21 P1 Ir1 117.01(18) . . ?
C31 P1 Ir1 112.51(18) . . ?
C11 P1 Ir1 115.61(19) . . ?

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 0.1(5) . . . . ?
C1A C1 C2 C3 -170.5(5) . . . . ?
Ir1 C1 C2 C3 61.9(3) . . . . ?
C5 C1 C2 C2A 170.8(5) . . . . ?
C1A C1 C2 C2A 0.2(8) . . . . ?
Ir1 C1 C2 C2A -127.4(5) . . . . ?
C5 C1 C2 Ir1 -61.8(3) . . . . ?
C1A C1 C2 Ir1 127.6(5) . . . . ?
C1 C2 C3 C4 -0.3(6) . . . . ?
C2A C2 C3 C4 -170.8(5) . . . . ?
Ir1 C2 C3 C4 61.3(4) . . . . ?
C1 C2 C3 C3A 178.5(5) . . . . ?
C2A C2 C3 C3A 8.1(9) . . . . ?
Ir1 C2 C3 C3A -119.8(5) . . . . ?
C1 C2 C3 Ir1 -61.7(3) . . . . ?
C2A C2 C3 Ir1 127.9(5) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3A C3 C4 C5 -178.4(5) . . . . ?
Ir1 C3 C4 C5 61.7(4) . . . . ?
C2 C3 C4 C4A 176.2(5) . . . . ?
C3A C3 C4 C4A -2.7(9) . . . . ?
Ir1 C3 C4 C4A -122.6(6) . . . . ?
C2 C3 C4 Ir1 -61.2(4) . . . . ?
C3A C3 C4 Ir1 119.9(5) . . . . ?
C2 C1 C5 C4 0.2(6) . . . . ?
C1A C1 C5 C4 170.6(5) . . . . ?
Ir1 C1 C5 C4 -61.5(3) . . . . ?
C2 C1 C5 C5A -178.0(5) . . . . ?
C1A C1 C5 C5A -7.7(9) . . . . ?
Ir1 C1 C5 C5A 120.3(6) . . . . ?
C2 C1 C5 Ir1 61.7(3) . . . . ?
C1A C1 C5 Ir1 -127.9(5) . . . . ?
C3 C4 C5 C1 -0.4(6) . . . . ?
C4A C4 C5 C1 -176.1(5) . . . . ?
Ir1 C4 C5 C1 61.2(3) . . . . ?
C3 C4 C5 C5A 177.9(5) . . . . ?
C4A C4 C5 C5A 2.1(9) . . . . ?
Ir1 C4 C5 C5A -120.5(5) . . . . ?
C3 C4 C5 Ir1 -61.6(4) . . . . ?
C4A C4 C5 Ir1 122.7(6) . . . . ?
C26 C21 C22 C23 2.6(8) . . . . ?
P1 C21 C22 C23 178.9(4) . . . . ?
C21 C22 C23 C24 -1.1(8) . . . . ?
C22 C23 C24 O25 178.3(5) . . . . ?
C22 C23 C24 C25 -0.6(8) . . . . ?
O25 C24 C25 C26 -178.3(5) . . . . ?
C23 C24 C25 C26 0.8(9) . . . . ?
C24 C25 C26 C21 0.8(8) . . . . ?
C22 C21 C26 C25 -2.4(8) . . . . ?
P1 C21 C26 C25 -178.7(4) . . . . ?
C36 C31 C32 C33 0.4(8) . . . . ?
P1 C31 C32 C33 178.8(4) . . . . ?
C31 C32 C33 C34 0.1(8) . . . . ?
C32 C33 C34 O34 178.9(5) . . . . ?
C32 C33 C34 C35 -0.5(9) . . . . ?
O34 C34 C35 C36 -179.0(5) . . . . ?
C33 C34 C35 C36 0.3(8) . . . . ?
C32 C31 C36 C35 -0.6(8) . . . . ?
P1 C31 C36 C35 -178.8(4) . . . . ?
C34 C35 C36 C31 0.2(8) . . . . ?
C23 C24 O25 C27 7.6(8) . . . . ?
C25 C24 O25 C27 -173.4(5) . . . . ?
C35 C34 O34 C37 -5.5(8) . . . . ?
C33 C34 O34 C37 175.2(5) . . . . ?
C22 C21 P1 C31 128.5(4) . . . . ?
C26 C21 P1 C31 -55.3(5) . . . . ?
C22 C21 P1 C11 -126.9(5) . . . . ?
C26 C21 P1 C11 49.3(5) . . . . ?
C22 C21 P1 Ir1 0.8(5) . . . . ?
C26 C21 P1 Ir1 177.0(4) . . . . ?
C36 C31 P1 C21 -8.0(5) . . . . ?
C32 C31 P1 C21 173.7(4) . . . . ?
C36 C31 P1 C11 -114.6(5) . . . . ?
C32 C31 P1 C11 67.1(5) . . . . ?
C36 C31 P1 Ir1 122.3(4) . . . . ?
C32 C31 P1 Ir1 -56.0(4) . . . . ?
O11 C11 P1 C21 61.4(5) . . . . ?
O11 C11 P1 C31 171.9(4) . . . . ?
O11 C11 P1 Ir1 -67.2(4) . . . . ?

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
C23 H23 Cl1 0.95 2.72 3.444(6) 133.5 4_566
C32 H32 Cl1 0.95 2.84 3.667(6) 145.4 .
C33 H33 Cl2 0.95 2.99 3.590(6) 122.6 4_565
O11 H11 Cl2 0.84 2.39 3.186(5) 157.2 .

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

# END of CIF
####################################################################### 
# 
# 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_pk10
_database_code_depnum_ccdc_archive 'CCDC 2087023'
loop_
_audit_author_name
_audit_author_address
'Agnieszka Skorska-Stania'
;Jagiellonian University in Krakow
Poland
;
_audit_update_record             
;
2021-05-31 deposited with the CCDC.	2022-05-12 downloaded from the CCDC.
;

_audit_creation_date             2021-05-17T13:42:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23  H28  O1  P1  Cl2  Ir1'
_chemical_formula_sum            'C23 H28 Cl2 Ir O P'
_chemical_formula_weight         614.52

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5605(1)
_cell_length_b                   17.1832(2)
_cell_length_c                   12.7618(1)
_cell_angle_alpha                90
_cell_angle_beta                 93.613(1)
_cell_angle_gamma                90
_cell_volume                     2311.19(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    16137
_cell_measurement_theta_min      2.841
_cell_measurement_theta_max      29.33
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.766

_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    6.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.370
_exptl_absorpt_correction_T_max  0.370


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

_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3756
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_number            35098
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         29.7
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.945
_reflns_Friedel_coverage         0
_reflns_number_total             6201
_reflns_number_gt                5185
_reflns_threshold_expression     'I > 2σ(I)'


_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

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

_atom_sites_solution_hydrogens   geom

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

_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)+(0.0158P)²+0.3628P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6201
_refine_ls_number_parameters     270
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0449
_refine_ls_wR_factor_gt          0.0412
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.85
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.096

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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 0.2296(3) -0.06494(14) 0.1349(2) 0.0331(6) Uani 1 1 d . . . . .
C1A C 0.2386(3) -0.09034(19) 0.0232(2) 0.0502(8) Uani 1 1 d . . . . .
H1A1 H 0.2589 -0.1448 0.0214 0.075 Uiso 1 1 calc R U . . .
H1A2 H 0.3038 -0.0611 -0.0081 0.075 Uiso 1 1 calc R U . . .
H1A3 H 0.1588 -0.0814 -0.0153 0.075 Uiso 1 1 calc R U . . .
C2 C 0.3375(3) -0.05357(14) 0.2089(2) 0.0333(6) Uani 1 1 d . . . . .
C2A C 0.4707(3) -0.07619(18) 0.1872(3) 0.0538(9) Uani 1 1 d . . . . .
H2A1 H 0.528 -0.0585 0.2436 0.081 Uiso 1 1 calc R U . . .
H2A2 H 0.4931 -0.0528 0.1226 0.081 Uiso 1 1 calc R U . . .
H2A3 H 0.4763 -0.1318 0.1816 0.081 Uiso 1 1 calc R U . . .
C3 C 0.2909(3) -0.03338(16) 0.3081(2) 0.0344(6) Uani 1 1 d . . . . .
C3A C 0.3663(3) -0.0286(2) 0.4099(2) 0.0553(9) Uani 1 1 d . . . . .
H3A1 H 0.3749 -0.0796 0.4401 0.083 Uiso 1 1 calc R U . . .
H3A2 H 0.3239 0.0049 0.4567 0.083 Uiso 1 1 calc R U . . .
H3A3 H 0.4488 -0.0079 0.3988 0.083 Uiso 1 1 calc R U . . .
C4 C 0.1548(3) -0.02668(16) 0.2942(2) 0.0357(6) Uani 1 1 d . . . . .
C4A C 0.0652(3) -0.0123(2) 0.3784(3) 0.0604(9) Uani 1 1 d . . . . .
H4A1 H 0.036 -0.0612 0.4042 0.091 Uiso 1 1 calc R U . . .
H4A2 H -0.006 0.0174 0.3502 0.091 Uiso 1 1 calc R U . . .
H4A3 H 0.1081 0.0161 0.4349 0.091 Uiso 1 1 calc R U . . .
C5 C 0.1186(3) -0.04943(15) 0.1867(2) 0.0350(6) Uani 1 1 d . . . . .
C5A C -0.0156(3) -0.05614(18) 0.1423(3) 0.0534(9) Uani 1 1 d . . . . .
H5A1 H -0.0163 -0.0639 0.0678 0.08 Uiso 1 1 calc R U . . .
H5A2 H -0.0608 -0.0093 0.1567 0.08 Uiso 1 1 calc R U . . .
H5A3 H -0.0558 -0.0996 0.174 0.08 Uiso 1 1 calc R U . . .
C11 C 0.3059(3) 0.25765(17) 0.2246(3) 0.0536(9) Uani 1 1 d D . . . .
H11A H 0.3444 0.2958 0.2727 0.064 Uiso 1 1 calc R U . A 1
H11B H 0.356 0.2572 0.1634 0.064 Uiso 1 1 calc R U . A 1
C21 C 0.2605(3) 0.17698(16) 0.4153(2) 0.0357(6) Uani 1 1 d . . . . .
C22 C 0.3265(3) 0.1664(2) 0.5111(3) 0.0532(8) Uani 1 1 d . . . . .
H22 H 0.4104 0.1497 0.5132 0.064 Uiso 1 1 calc R U . . .
C23 C 0.2695(4) 0.1803(2) 0.6041(3) 0.0649(10) Uani 1 1 d . . . . .
H23 H 0.3153 0.1731 0.668 0.078 Uiso 1 1 calc R U . . .
C24 C 0.1463(3) 0.2045(2) 0.6024(3) 0.0588(9) Uani 1 1 d . . . . .
H24 H 0.1084 0.214 0.665 0.071 Uiso 1 1 calc R U . . .
C25 C 0.0791(3) 0.2147(2) 0.5088(3) 0.0587(9) Uani 1 1 d . . . . .
H25 H -0.0047 0.2315 0.5075 0.07 Uiso 1 1 calc R U . . .
C26 C 0.1351(3) 0.2003(2) 0.4157(3) 0.0506(8) Uani 1 1 d . . . . .
H26 H 0.0877 0.2063 0.3522 0.061 Uiso 1 1 calc R U . . .
C31 C 0.4988(2) 0.16304(16) 0.3126(2) 0.0354(6) Uani 1 1 d . . . . .
C32 C 0.5737(3) 0.11348(18) 0.2565(2) 0.0453(7) Uani 1 1 d . . . . .
H32 H 0.5353 0.0773 0.2105 0.054 Uiso 1 1 calc R U . . .
C33 C 0.7044(3) 0.1174(2) 0.2686(3) 0.0619(10) Uani 1 1 d . . . . .
H33 H 0.7534 0.0834 0.2313 0.074 Uiso 1 1 calc R U . . .
C34 C 0.7620(3) 0.1706(3) 0.3347(3) 0.0696(11) Uani 1 1 d . . . . .
H34 H 0.85 0.1726 0.3429 0.084 Uiso 1 1 calc R U . . .
C35 C 0.6902(3) 0.2216(2) 0.3897(3) 0.0646(10) Uani 1 1 d . . . . .
H35 H 0.7299 0.2581 0.4343 0.078 Uiso 1 1 calc R U . . .
C36 C 0.5594(3) 0.21833(18) 0.3785(2) 0.0473(8) Uani 1 1 d . . . . .
H36 H 0.5113 0.2532 0.415 0.057 Uiso 1 1 calc R U . . .
P1 P 0.32704(6) 0.16126(4) 0.28861(5) 0.02955(15) Uani 1 1 d . . . . .
Cl1 Cl 0.05540(7) 0.13684(4) 0.14747(7) 0.0502(2) Uani 1 1 d . . . . .
Cl2 Cl 0.33547(8) 0.10627(5) 0.04155(6) 0.04950(19) Uani 1 1 d . . . . .
Ir1 Ir 0.24019(2) 0.05760(2) 0.19503(2) 0.02555(4) Uani 1 1 d . . . . .
O11B O 0.1898(3) 0.28519(17) 0.1927(3) 0.0630(13) Uani 0.722(6) 1 d . . P B 1
H1OB H 0.1495 0.2511 0.1603 0.094 Uiso 0.722(6) 1 calc R U P B 1
O11A O 0.3367(11) 0.2734(5) 0.1331(6) 0.075(4) Uani 0.278(6) 1 d D . P B 2
H1OA H 0.3537 0.233 0.1027 0.112 Uiso 0.278(6) 1 calc R U P B 2



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.407(4) . ?
C1 C2 1.446(4) . ?
C1 C1A 1.500(4) . ?
C1 Ir1 2.242(2) . ?
C1A H1A1 0.96 . ?
C1A H1A2 0.96 . ?
C1A H1A3 0.96 . ?
C2 C3 1.429(4) . ?
C2 C2A 1.502(4) . ?
C2 Ir1 2.171(3) . ?
C2A H2A1 0.96 . ?
C2A H2A2 0.96 . ?
C2A H2A3 0.96 . ?
C3 C4 1.442(4) . ?
C3 C3A 1.483(4) . ?
C3 Ir1 2.171(3) . ?
C3A H3A1 0.96 . ?
C3A H3A2 0.96 . ?
C3A H3A3 0.96 . ?
C4 C5 1.455(4) . ?
C4 C4A 1.497(4) . ?
C4 Ir1 2.158(3) . ?
C4A H4A1 0.96 . ?
C4A H4A2 0.96 . ?
C4A H4A3 0.96 . ?
C5 C5A 1.497(4) . ?
C5 Ir1 2.242(3) . ?
C5A H5A1 0.96 . ?
C5A H5A2 0.96 . ?
C5A H5A3 0.96 . ?
C11 O11A 1.261(7) . ?
C11 O11B 1.353(4) . ?
C11 P1 1.854(3) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C21 C22 1.380(4) . ?
C21 C26 1.384(4) . ?
C21 P1 1.823(3) . ?
C22 C23 1.385(4) . ?
C22 H22 0.93 . ?
C23 C24 1.364(5) . ?
C23 H23 0.93 . ?
C24 C25 1.362(5) . ?
C24 H24 0.93 . ?
C25 C26 1.383(4) . ?
C25 H25 0.93 . ?
C26 H26 0.93 . ?
C31 C32 1.390(4) . ?
C31 C36 1.397(4) . ?
C31 P1 1.821(3) . ?
C32 C33 1.381(4) . ?
C32 H32 0.93 . ?
C33 C34 1.362(5) . ?
C33 H33 0.93 . ?
C34 C35 1.378(5) . ?
C34 H34 0.93 . ?
C35 C36 1.381(4) . ?
C35 H35 0.93 . ?
C36 H36 0.93 . ?
P1 Ir1 2.3026(7) . ?
Cl1 Ir1 2.4251(7) . ?
Cl2 Ir1 2.4076(7) . ?
O11B H1OB 0.82 . ?
O11A H1OA 0.82 . ?

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
C5 C1 C2 108.2(2) . . ?
C5 C1 C1A 127.3(3) . . ?
C2 C1 C1A 124.4(3) . . ?
C5 C1 Ir1 71.72(14) . . ?
C2 C1 Ir1 68.24(14) . . ?
C1A C1 Ir1 126.4(2) . . ?
C1 C1A H1A1 109.5 . . ?
C1 C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C1 C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C3 C2 C1 108.1(2) . . ?
C3 C2 C2A 127.2(3) . . ?
C1 C2 C2A 123.6(3) . . ?
C3 C2 Ir1 70.80(15) . . ?
C1 C2 Ir1 73.53(14) . . ?
C2A C2 Ir1 131.0(2) . . ?
C2 C2A H2A1 109.5 . . ?
C2 C2A H2A2 109.5 . . ?
H2A1 C2A H2A2 109.5 . . ?
C2 C2A H2A3 109.5 . . ?
H2A1 C2A H2A3 109.5 . . ?
H2A2 C2A H2A3 109.5 . . ?
C2 C3 C4 107.8(2) . . ?
C2 C3 C3A 126.5(3) . . ?
C4 C3 C3A 125.4(3) . . ?
C2 C3 Ir1 70.76(15) . . ?
C4 C3 Ir1 70.03(15) . . ?
C3A C3 Ir1 129.7(2) . . ?
C3 C3A H3A1 109.5 . . ?
C3 C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 109.5 . . ?
C3 C3A H3A3 109.5 . . ?
H3A1 C3A H3A3 109.5 . . ?
H3A2 C3A H3A3 109.5 . . ?
C3 C4 C5 107.2(2) . . ?
C3 C4 C4A 126.6(3) . . ?
C5 C4 C4A 125.5(3) . . ?
C3 C4 Ir1 71.07(15) . . ?
C5 C4 Ir1 73.86(15) . . ?
C4A C4 Ir1 128.1(2) . . ?
C4 C4A H4A1 109.5 . . ?
C4 C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
C4 C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
C1 C5 C4 108.4(2) . . ?
C1 C5 C5A 127.2(3) . . ?
C4 C5 C5A 124.4(3) . . ?
C1 C5 Ir1 71.70(15) . . ?
C4 C5 Ir1 67.59(14) . . ?
C5A C5 Ir1 127.37(19) . . ?
C5 C5A H5A1 109.5 . . ?
C5 C5A H5A2 109.5 . . ?
H5A1 C5A H5A2 109.5 . . ?
C5 C5A H5A3 109.5 . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?
O11A C11 P1 124.6(5) . . ?
O11B C11 P1 121.8(3) . . ?
O11B C11 H11A 106.9 . . ?
P1 C11 H11A 106.9 . . ?
O11B C11 H11B 106.9 . . ?
P1 C11 H11B 106.9 . . ?
H11A C11 H11B 106.7 . . ?
C22 C21 C26 117.7(3) . . ?
C22 C21 P1 124.4(2) . . ?
C26 C21 P1 117.9(2) . . ?
C21 C22 C23 120.9(3) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C24 C23 C22 120.3(3) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 119.8(3) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 120.2(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 121.0(3) . . ?
C25 C26 H26 119.5 . . ?
C21 C26 H26 119.5 . . ?
C32 C31 C36 118.2(3) . . ?
C32 C31 P1 119.7(2) . . ?
C36 C31 P1 121.7(2) . . ?
C33 C32 C31 120.7(3) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C34 C33 C32 120.4(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 120.2(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C36 120.0(3) . . ?
C34 C35 H35 120 . . ?
C36 C35 H35 120 . . ?
C35 C36 C31 120.4(3) . . ?
C35 C36 H36 119.8 . . ?
C31 C36 H36 119.8 . . ?
C31 P1 C21 106.49(13) . . ?
C31 P1 C11 98.63(14) . . ?
C21 P1 C11 102.48(15) . . ?
C31 P1 Ir1 117.40(9) . . ?
C21 P1 Ir1 114.29(9) . . ?
C11 P1 Ir1 115.44(11) . . ?
C4 Ir1 C2 64.83(10) . . ?
C4 Ir1 C3 38.90(10) . . ?
C2 Ir1 C3 38.44(10) . . ?
C4 Ir1 C1 63.67(10) . . ?
C2 Ir1 C1 38.23(10) . . ?
C3 Ir1 C1 63.65(10) . . ?
C4 Ir1 C5 38.55(11) . . ?
C2 Ir1 C5 63.18(10) . . ?
C3 Ir1 C5 63.74(10) . . ?
C1 Ir1 C5 36.58(10) . . ?
C4 Ir1 P1 112.49(8) . . ?
C2 Ir1 P1 117.87(8) . . ?
C3 Ir1 P1 97.98(8) . . ?
C1 Ir1 P1 156.05(7) . . ?
C5 Ir1 P1 150.17(8) . . ?
C4 Ir1 Cl2 157.19(8) . . ?
C2 Ir1 Cl2 98.74(8) . . ?
C3 Ir1 Cl2 133.81(8) . . ?
C1 Ir1 Cl2 93.57(8) . . ?
C5 Ir1 Cl2 120.92(8) . . ?
P1 Ir1 Cl2 88.85(3) . . ?
C4 Ir1 Cl1 99.46(8) . . ?
C2 Ir1 Cl1 152.08(8) . . ?
C3 Ir1 Cl1 137.01(8) . . ?
C1 Ir1 Cl1 114.81(7) . . ?
C5 Ir1 Cl1 89.95(7) . . ?
P1 Ir1 Cl1 89.05(2) . . ?
Cl2 Ir1 Cl1 88.41(3) . . ?
C11 O11B H1OB 109.5 . . ?
C11 O11A H1OA 109.5 . . ?

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
C5 C1 C2 C3 1.9(3) . . . . ?
C1A C1 C2 C3 -177.1(3) . . . . ?
Ir1 C1 C2 C3 62.79(17) . . . . ?
C5 C1 C2 C2A 170.4(3) . . . . ?
C1A C1 C2 C2A -8.6(4) . . . . ?
Ir1 C1 C2 C2A -128.7(3) . . . . ?
C5 C1 C2 Ir1 -60.85(18) . . . . ?
C1A C1 C2 Ir1 120.1(3) . . . . ?
C1 C2 C3 C4 -4.1(3) . . . . ?
C2A C2 C3 C4 -172.0(3) . . . . ?
Ir1 C2 C3 C4 60.51(18) . . . . ?
C1 C2 C3 C3A 169.7(3) . . . . ?
C2A C2 C3 C3A 1.8(5) . . . . ?
Ir1 C2 C3 C3A -125.7(3) . . . . ?
C1 C2 C3 Ir1 -64.57(17) . . . . ?
C2A C2 C3 Ir1 127.5(3) . . . . ?
C2 C3 C4 C5 4.6(3) . . . . ?
C3A C3 C4 C5 -169.3(3) . . . . ?
Ir1 C3 C4 C5 65.56(18) . . . . ?
C2 C3 C4 C4A 175.1(3) . . . . ?
C3A C3 C4 C4A 1.3(5) . . . . ?
Ir1 C3 C4 C4A -123.9(3) . . . . ?
C2 C3 C4 Ir1 -60.98(18) . . . . ?
C3A C3 C4 Ir1 125.1(3) . . . . ?
C2 C1 C5 C4 0.9(3) . . . . ?
C1A C1 C5 C4 179.9(3) . . . . ?
Ir1 C1 C5 C4 -57.75(18) . . . . ?
C2 C1 C5 C5A -177.9(3) . . . . ?
C1A C1 C5 C5A 1.1(5) . . . . ?
Ir1 C1 C5 C5A 123.5(3) . . . . ?
C2 C1 C5 Ir1 58.67(17) . . . . ?
C1A C1 C5 Ir1 -122.3(3) . . . . ?
C3 C4 C5 C1 -3.4(3) . . . . ?
C4A C4 C5 C1 -174.1(3) . . . . ?
Ir1 C4 C5 C1 60.29(18) . . . . ?
C3 C4 C5 C5A 175.4(3) . . . . ?
C4A C4 C5 C5A 4.7(4) . . . . ?
Ir1 C4 C5 C5A -120.9(3) . . . . ?
C3 C4 C5 Ir1 -63.70(18) . . . . ?
C4A C4 C5 Ir1 125.6(3) . . . . ?
C26 C21 C22 C23 -1.3(5) . . . . ?
P1 C21 C22 C23 179.4(3) . . . . ?
C21 C22 C23 C24 0.3(6) . . . . ?
C22 C23 C24 C25 0.2(6) . . . . ?
C23 C24 C25 C26 0.4(6) . . . . ?
C24 C25 C26 C21 -1.5(5) . . . . ?
C22 C21 C26 C25 1.9(5) . . . . ?
P1 C21 C26 C25 -178.7(3) . . . . ?
C36 C31 C32 C33 2.1(5) . . . . ?
P1 C31 C32 C33 175.8(3) . . . . ?
C31 C32 C33 C34 -0.8(6) . . . . ?
C32 C33 C34 C35 -0.5(6) . . . . ?
C33 C34 C35 C36 0.6(6) . . . . ?
C34 C35 C36 C31 0.7(6) . . . . ?
C32 C31 C36 C35 -2.0(5) . . . . ?
P1 C31 C36 C35 -175.6(3) . . . . ?
C32 C31 P1 C21 143.5(2) . . . . ?
C36 C31 P1 C21 -43.0(3) . . . . ?
C32 C31 P1 C11 -110.6(3) . . . . ?
C36 C31 P1 C11 62.9(3) . . . . ?
C32 C31 P1 Ir1 14.0(3) . . . . ?
C36 C31 P1 Ir1 -172.5(2) . . . . ?
C22 C21 P1 C31 -18.8(3) . . . . ?
C26 C21 P1 C31 161.9(2) . . . . ?
C22 C21 P1 C11 -121.9(3) . . . . ?
C26 C21 P1 C11 58.8(3) . . . . ?
C22 C21 P1 Ir1 112.5(3) . . . . ?
C26 C21 P1 Ir1 -66.8(3) . . . . ?
O11A C11 P1 C31 72.4(7) . . . . ?
O11B C11 P1 C31 -178.6(3) . . . . ?
O11A C11 P1 C21 -178.4(7) . . . . ?
O11B C11 P1 C21 -69.5(3) . . . . ?
O11A C11 P1 Ir1 -53.6(7) . . . . ?
O11B C11 P1 Ir1 55.4(4) . . . . ?

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
C26 H26 Cl1 0.93 2.87 3.640(3) 140.5 .
C32 H32 Cl2 0.93 2.96 3.606(3) 127.6 .
C11 H11B Cl2 0.97 3.02 3.523(4) 113.3 .
C26 H26 Cl1 0.93 2.87 3.640(3) 140.5 .
C32 H32 Cl2 0.93 2.96 3.606(3) 127.6 .
