# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_AlaNHCIrCOD
_database_code_depnum_ccdc_archive 'CCDC 2223879'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira' CNRS
_audit_update_record             
;
2022-12-02 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

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

_chemical_formula_moiety         'C23 H29 Ir N2 O2'
_chemical_formula_sum            'C23 H29 Ir N2 O2'
_chemical_formula_weight         557.70
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   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                   15.482(3)
_cell_length_b                   10.1564(17)
_cell_length_c                   17.192(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.727(6)
_cell_angle_gamma                90
_cell_volume                     2602.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    7556
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      24.39

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

_exptl_crystal_description       stick
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096

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

_exptl_absorpt_coefficient_mu    5.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.6909
_exptl_absorpt_correction_T_max  0.7461

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

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_number            47529
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.072
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.982
_reflns_Friedel_fraction_full    0.969
_reflns_Friedel_fraction_max     0.964
_reflns_Friedel_coverage         0.857
_reflns_number_total             9712
_reflns_number_gt                8559
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0191P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9712
_refine_ls_number_parameters     491
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.067
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3443 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.022(7)
_refine_diff_density_max         1.149
_refine_diff_density_min         -0.885
_refine_diff_density_rms         0.112
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

#----------------------------------------------------------------------------#
#                   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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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 0.5298(7) 0.8664(9) 0.7374(6) 0.022(2) Uani 1 1 d . . . . .
C2 C 0.5065(7) 1.0193(10) 0.6409(6) 0.025(2) Uani 1 1 d . . . . .
H2 H 0.481908 1.092683 0.60803 0.03 Uiso 1 1 calc R U . . .
C3 C 0.5716(7) 0.9384(9) 0.6311(6) 0.020(2) Uani 1 1 d . . . . .
H3 H 0.60285 0.945853 0.590804 0.024 Uiso 1 1 calc R U . . .
C4 C 0.4116(6) 1.0377(9) 0.7343(6) 0.021(2) Uani 1 1 d . . . . .
C5 C 0.4277(7) 1.1633(9) 0.7694(6) 0.024(2) Uani 1 1 d . . . . .
C6 C 0.3580(7) 1.2242(11) 0.7907(6) 0.028(3) Uani 1 1 d . . . . .
H6 H 0.367367 1.309126 0.814641 0.033 Uiso 1 1 calc R U . . .
C7 C 0.2736(8) 1.1648(11) 0.7781(6) 0.027(3) Uani 1 1 d . . . . .
C8 C 0.2599(8) 1.0426(11) 0.7426(6) 0.033(3) Uani 1 1 d . . . . .
H8 H 0.202303 1.003075 0.732198 0.04 Uiso 1 1 calc R U . . .
C9 C 0.3292(7) 0.9748(10) 0.7213(6) 0.026(3) Uani 1 1 d . . . . .
C10 C 0.5192(7) 1.2264(10) 0.7845(7) 0.0364(14) Uani 1 1 d . . . . .
H10A H 0.515784 1.318359 0.800684 0.055 Uiso 1 1 calc R U . . .
H10B H 0.53875 1.223091 0.734866 0.055 Uiso 1 1 calc R U . . .
H10C H 0.562216 1.178741 0.827572 0.055 Uiso 1 1 calc R U . . .
C11 C 0.1981(7) 1.2376(14) 0.8006(7) 0.052(4) Uani 1 1 d . . . . .
H11A H 0.158608 1.277932 0.752087 0.078 Uiso 1 1 calc R U . . .
H11B H 0.223358 1.306256 0.840246 0.078 Uiso 1 1 calc R U . . .
H11C H 0.163564 1.175409 0.823855 0.078 Uiso 1 1 calc R U . . .
C12 C 0.3133(7) 0.8380(10) 0.6862(7) 0.032(3) Uani 1 1 d . . . . .
H12A H 0.33789 0.773114 0.72858 0.048 Uiso 1 1 calc R U . . .
H12B H 0.343013 0.828751 0.642852 0.048 Uiso 1 1 calc R U . . .
H12C H 0.248711 0.823245 0.664242 0.048 Uiso 1 1 calc R U . . .
C13 C 0.6445(6) 0.7293(11) 0.6967(6) 0.025(2) Uani 1 1 d . . . . .
H13 H 0.664507 0.727357 0.646062 0.03 Uiso 1 1 calc R U . . .
C14 C 0.7292(7) 0.7407(12) 0.7668(6) 0.036(3) Uani 1 1 d . . . . .
H14A H 0.755228 0.8287 0.766746 0.053 Uiso 1 1 calc R U . . .
H14B H 0.772843 0.674238 0.760789 0.053 Uiso 1 1 calc R U . . .
H14C H 0.714045 0.726568 0.817933 0.053 Uiso 1 1 calc R U . . .
C15 C 0.5955(7) 0.5995(10) 0.6999(7) 0.024(3) Uani 1 1 d . . . . .
C16 C 0.5710(9) 0.8682(10) 0.9233(6) 0.035(3) Uani 1 1 d . . . . .
H16 H 0.594658 0.952696 0.907438 0.043 Uiso 1 1 calc R U . . .
C17 C 0.4771(9) 0.8623(10) 0.9039(7) 0.033(3) Uani 1 1 d . . . . .
H17 H 0.446182 0.942633 0.876145 0.039 Uiso 1 1 calc R U . . .
C18 C 0.4262(11) 0.7909(11) 0.9547(8) 0.056(4) Uani 1 1 d . . . . .
H18A H 0.369945 0.839087 0.952375 0.067 Uiso 1 1 calc R U . . .
H18B H 0.46276 0.789552 1.011719 0.067 Uiso 1 1 calc R U . . .
C19 C 0.4029(11) 0.6456(12) 0.9248(9) 0.056(5) Uani 1 1 d . . . . .
H19A H 0.396635 0.590901 0.97056 0.067 Uiso 1 1 calc R U . . .
H19B H 0.344719 0.644751 0.882825 0.067 Uiso 1 1 calc R U . . .
C20 C 0.4736(9) 0.5872(10) 0.8907(8) 0.0364(14) Uani 1 1 d . . . . .
H20 H 0.45294 0.506429 0.857524 0.044 Uiso 1 1 calc R U . . .
C21 C 0.5665(9) 0.5910(10) 0.9246(8) 0.0364(14) Uani 1 1 d . . . . .
H21 H 0.59955 0.512946 0.911785 0.044 Uiso 1 1 calc R U . . .
C22 C 0.6110(12) 0.6566(12) 1.0057(8) 0.062(5) Uani 1 1 d . . . . .
H22A H 0.666269 0.607801 1.032894 0.074 Uiso 1 1 calc R U . . .
H22B H 0.569761 0.652163 1.040781 0.074 Uiso 1 1 calc R U . . .
C23 C 0.6346(11) 0.8004(12) 0.9952(7) 0.054(4) Uani 1 1 d . . . . .
H23A H 0.634454 0.849381 1.044941 0.065 Uiso 1 1 calc R U . . .
H23B H 0.69616 0.804402 0.988755 0.065 Uiso 1 1 calc R U . . .
C24 C 0.7178(7) 0.1262(9) 0.5209(6) 0.014(2) Uani 1 1 d . . . . .
C25 C 0.6127(6) 0.2682(9) 0.5420(6) 0.020(2) Uani 1 1 d . . . . .
H25 H 0.585875 0.339669 0.562461 0.024 Uiso 1 1 calc R U . . .
C26 C 0.5695(7) 0.1767(9) 0.4871(6) 0.018(2) Uani 1 1 d . . . . .
H26 H 0.506964 0.171566 0.461608 0.021 Uiso 1 1 calc R U . . .
C27 C 0.7720(7) 0.3076(9) 0.6209(6) 0.022(2) Uani 1 1 d . . . . .
C28 C 0.7965(7) 0.4331(9) 0.6014(7) 0.025(3) Uani 1 1 d . . . . .
C29 C 0.8622(7) 0.4990(12) 0.6612(7) 0.037(3) Uani 1 1 d . . . . .
H29 H 0.878083 0.586099 0.650364 0.044 Uiso 1 1 calc R U . . .
C30 C 0.9050(8) 0.4432(13) 0.7354(8) 0.041(3) Uani 1 1 d . . . . .
C31 C 0.8763(9) 0.3232(12) 0.7509(7) 0.047(4) Uani 1 1 d . . . . .
H31 H 0.902824 0.285492 0.80239 0.057 Uiso 1 1 calc R U . . .
C32 C 0.8102(7) 0.2506(10) 0.6965(6) 0.027(2) Uani 1 1 d . . . . .
C33 C 0.7548(7) 0.4974(11) 0.5221(7) 0.036(3) Uani 1 1 d . . . . .
H33A H 0.754349 0.435578 0.47821 0.053 Uiso 1 1 calc R U . . .
H33B H 0.789475 0.575788 0.516398 0.053 Uiso 1 1 calc R U . . .
H33C H 0.693031 0.523155 0.519484 0.053 Uiso 1 1 calc R U . . .
C34 C 0.9792(10) 0.5171(16) 0.7948(8) 0.072(4) Uani 1 1 d . . . . .
H34A H 1.00181 0.587193 0.766449 0.109 Uiso 1 1 calc R U . . .
H34B H 1.028094 0.456147 0.819262 0.109 Uiso 1 1 calc R U . . .
H34C H 0.955676 0.555696 0.837162 0.109 Uiso 1 1 calc R U . . .
C35 C 0.7815(9) 0.1179(11) 0.7181(7) 0.044(3) Uani 1 1 d . . . . .
H35A H 0.816058 0.094766 0.773034 0.066 Uiso 1 1 calc R U . . .
H35B H 0.79212 0.052056 0.680023 0.066 Uiso 1 1 calc R U . . .
H35C H 0.717417 0.119939 0.7153 0.066 Uiso 1 1 calc R U . . .
C36 C 0.6170(6) -0.0256(8) 0.4237(6) 0.018(2) Uani 1 1 d . . . . .
H36 H 0.550353 -0.034986 0.403015 0.022 Uiso 1 1 calc R U . . .
C37 C 0.6557(6) -0.0138(11) 0.3509(6) 0.027(3) Uani 1 1 d . . . . .
H37A H 0.62728 0.060219 0.316943 0.041 Uiso 1 1 calc R U . . .
H37B H 0.644142 -0.095365 0.319236 0.041 Uiso 1 1 calc R U . . .
H37C H 0.720598 0.001195 0.369818 0.041 Uiso 1 1 calc R U . . .
C38 C 0.6538(7) -0.1482(9) 0.4751(6) 0.018(2) Uani 1 1 d . . . . .
C39 C 0.8964(8) 0.1405(10) 0.4769(8) 0.029(3) Uani 1 1 d . . . . .
H39 H 0.861767 0.221984 0.455646 0.035 Uiso 1 1 calc R U . . .
C40 C 0.9317(7) 0.1407(10) 0.5612(8) 0.028(3) Uani 1 1 d . . . . .
H40 H 0.918203 0.221415 0.589116 0.033 Uiso 1 1 calc R U . . .
C41 C 1.0198(8) 0.0742(11) 0.6019(10) 0.049(4) Uani 1 1 d . . . . .
H41A H 1.061308 0.08715 0.567749 0.059 Uiso 1 1 calc R U . . .
H41B H 1.046341 0.118838 0.654117 0.059 Uiso 1 1 calc R U . . .
C42 C 1.0140(10) -0.0717(12) 0.6177(10) 0.059(5) Uani 1 1 d . . . . .
H42A H 1.067658 -0.116062 0.609186 0.071 Uiso 1 1 calc R U . . .
H42B H 1.014396 -0.084943 0.674857 0.071 Uiso 1 1 calc R U . . .
C43 C 0.9318(9) -0.1343(10) 0.5645(8) 0.0364(14) Uani 1 1 d . . . . .
H43 H 0.913443 -0.215436 0.588813 0.044 Uiso 1 1 calc R U . . .
C44 C 0.9045(9) -0.1358(10) 0.4791(8) 0.0364(14) Uani 1 1 d . . . . .
H44 H 0.871869 -0.217335 0.454886 0.044 Uiso 1 1 calc R U . . .
C45 C 0.9542(11) -0.0668(12) 0.4264(10) 0.053(4) Uani 1 1 d . . . . .
H45A H 1.019345 -0.081585 0.449734 0.064 Uiso 1 1 calc R U . . .
H45B H 0.937127 -0.108369 0.372295 0.064 Uiso 1 1 calc R U . . .
C46 C 0.9385(11) 0.0752(12) 0.4164(10) 0.051(5) Uani 1 1 d . . . . .
H46A H 0.899084 0.091177 0.361383 0.061 Uiso 1 1 calc R U . . .
H46B H 0.996617 0.118782 0.419863 0.061 Uiso 1 1 calc R U . . .
Ir1 Ir 0.52746(3) 0.73470(3) 0.82785(2) 0.02306(11) Uani 1 1 d . . . . .
Ir2 Ir 0.82342(2) 0.00475(3) 0.52478(2) 0.01845(10) Uani 1 1 d . . . . .
N1 N 0.4825(5) 0.9752(7) 0.7076(4) 0.0169(18) Uani 1 1 d . . . . .
N2 N 0.5848(6) 0.8428(8) 0.6901(5) 0.021(2) Uani 1 1 d . . . . .
N3 N 0.7052(5) 0.2364(8) 0.5627(4) 0.0154(16) Uani 1 1 d . . . . .
N4 N 0.6364(5) 0.0922(7) 0.4764(5) 0.0175(19) Uani 1 1 d . . . . .
O1 O 0.6065(4) 0.5082(8) 0.6573(4) 0.0303(16) Uani 1 1 d . . . . .
O2 O 0.5462(5) 0.5893(7) 0.7488(5) 0.0280(19) Uani 1 1 d . . . . .
O3 O 0.6035(4) -0.2467(7) 0.4659(4) 0.0234(16) Uani 1 1 d . . . . .
O4 O 0.7331(5) -0.1473(6) 0.5241(4) 0.0181(16) 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 N2 1.348(12) . ?
C1 N1 1.347(12) . ?
C1 Ir1 2.059(10) . ?
C2 C3 1.346(13) . ?
C2 N1 1.373(11) . ?
C2 H2 0.95 . ?
C3 N2 1.379(12) . ?
C3 H3 0.95 . ?
C4 C9 1.390(13) . ?
C4 C5 1.404(13) . ?
C4 N1 1.447(11) . ?
C5 C6 1.377(13) . ?
C5 C10 1.511(14) . ?
C6 C7 1.401(15) . ?
C6 H6 0.95 . ?
C7 C8 1.375(14) . ?
C7 C11 1.519(13) . ?
C8 C9 1.404(13) . ?
C8 H8 0.95 . ?
C9 C12 1.508(14) . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 N2 1.463(12) . ?
C13 C14 1.526(13) . ?
C13 C15 1.530(15) . ?
C13 H13 1 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 O1 1.221(12) . ?
C15 O2 1.284(12) . ?
C16 C17 1.401(16) . ?
C16 C23 1.521(16) . ?
C16 Ir1 2.094(10) . ?
C16 H16 1 . ?
C17 C18 1.511(15) . ?
C17 Ir1 2.133(10) . ?
C17 H17 1 . ?
C18 C19 1.572(16) . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 C20 1.496(17) . ?
C19 H19A 0.99 . ?
C19 H19B 0.99 . ?
C20 C21 1.399(17) . ?
C20 Ir1 2.144(11) . ?
C20 H20 1 . ?
C21 C22 1.530(17) . ?
C21 Ir1 2.173(12) . ?
C21 H21 1 . ?
C22 C23 1.528(16) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 N4 1.332(12) . ?
C24 N3 1.373(11) . ?
C24 Ir2 2.034(10) . ?
C25 C26 1.363(12) . ?
C25 N3 1.416(11) . ?
C25 H25 0.95 . ?
C26 N4 1.395(11) . ?
C26 H26 0.95 . ?
C27 C28 1.396(13) . ?
C27 C32 1.398(14) . ?
C27 N3 1.426(12) . ?
C28 C29 1.405(14) . ?
C28 C33 1.492(14) . ?
C29 C30 1.390(16) . ?
C29 H29 0.95 . ?
C30 C31 1.348(16) . ?
C30 C34 1.513(16) . ?
C31 C32 1.395(14) . ?
C31 H31 0.95 . ?
C32 C35 1.498(14) . ?
C33 H33A 0.98 . ?
C33 H33B 0.98 . ?
C33 H33C 0.98 . ?
C34 H34A 0.98 . ?
C34 H34B 0.98 . ?
C34 H34C 0.98 . ?
C35 H35A 0.98 . ?
C35 H35B 0.98 . ?
C35 H35C 0.98 . ?
C36 N4 1.482(11) . ?
C36 C37 1.533(12) . ?
C36 C38 1.544(13) . ?
C36 H36 1 . ?
C37 H37A 0.98 . ?
C37 H37B 0.98 . ?
C37 H37C 0.98 . ?
C38 O3 1.251(11) . ?
C38 O4 1.287(11) . ?
C39 C40 1.403(17) . ?
C39 C46 1.522(16) . ?
C39 Ir2 2.088(10) . ?
C39 H39 1 . ?
C40 C41 1.513(16) . ?
C40 Ir2 2.130(10) . ?
C40 H40 1 . ?
C41 C42 1.514(15) . ?
C41 H41A 0.99 . ?
C41 H41B 0.99 . ?
C42 C43 1.493(17) . ?
C42 H42A 0.99 . ?
C42 H42B 0.99 . ?
C43 C44 1.413(16) . ?
C43 Ir2 2.158(12) . ?
C43 H43 1 . ?
C44 C45 1.511(16) . ?
C44 Ir2 2.183(11) . ?
C44 H44 1 . ?
C45 C46 1.465(15) . ?
C45 H45A 0.99 . ?
C45 H45B 0.99 . ?
C46 H46A 0.99 . ?
C46 H46B 0.99 . ?
Ir1 O2 2.080(7) . ?
Ir2 O4 2.082(6) . ?

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
N2 C1 N1 106.5(9) . . ?
N2 C1 Ir1 118.9(7) . . ?
N1 C1 Ir1 134.5(7) . . ?
C3 C2 N1 106.6(9) . . ?
C3 C2 H2 126.7 . . ?
N1 C2 H2 126.7 . . ?
C2 C3 N2 107.8(8) . . ?
C2 C3 H3 126.1 . . ?
N2 C3 H3 126.1 . . ?
C9 C4 C5 122.4(9) . . ?
C9 C4 N1 119.3(8) . . ?
C5 C4 N1 118.2(8) . . ?
C6 C5 C4 117.5(10) . . ?
C6 C5 C10 122.0(10) . . ?
C4 C5 C10 120.5(9) . . ?
C5 C6 C7 122.1(10) . . ?
C5 C6 H6 119 . . ?
C7 C6 H6 119 . . ?
C8 C7 C6 118.8(10) . . ?
C8 C7 C11 121.0(11) . . ?
C6 C7 C11 120.1(10) . . ?
C7 C8 C9 121.5(11) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C8 117.7(10) . . ?
C4 C9 C12 122.1(9) . . ?
C8 C9 C12 120.2(10) . . ?
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 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 113.0(9) . . ?
N2 C13 C15 111.8(7) . . ?
C14 C13 C15 111.5(9) . . ?
N2 C13 H13 106.7 . . ?
C14 C13 H13 106.7 . . ?
C15 C13 H13 106.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 O2 122.3(10) . . ?
O1 C15 C13 118.8(9) . . ?
O2 C15 C13 118.8(9) . . ?
C17 C16 C23 125.1(11) . . ?
C17 C16 Ir1 72.2(6) . . ?
C23 C16 Ir1 110.1(7) . . ?
C17 C16 H16 113.9 . . ?
C23 C16 H16 113.9 . . ?
Ir1 C16 H16 113.9 . . ?
C16 C17 C18 123.6(11) . . ?
C16 C17 Ir1 69.2(6) . . ?
C18 C17 Ir1 113.4(7) . . ?
C16 C17 H17 114.2 . . ?
C18 C17 H17 114.2 . . ?
Ir1 C17 H17 114.2 . . ?
C17 C18 C19 111.7(10) . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C18 112.0(12) . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C21 C20 C19 127.1(13) . . ?
C21 C20 Ir1 72.2(7) . . ?
C19 C20 Ir1 110.2(8) . . ?
C21 C20 H20 113.2 . . ?
C19 C20 H20 113.2 . . ?
Ir1 C20 H20 113.2 . . ?
C20 C21 C22 123.4(12) . . ?
C20 C21 Ir1 70.0(7) . . ?
C22 C21 Ir1 111.6(7) . . ?
C20 C21 H21 114.6 . . ?
C22 C21 H21 114.6 . . ?
Ir1 C21 H21 114.6 . . ?
C21 C22 C23 111.8(11) . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
C23 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
C16 C23 C22 114.0(12) . . ?
C16 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
C16 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
N4 C24 N3 105.3(8) . . ?
N4 C24 Ir2 119.3(7) . . ?
N3 C24 Ir2 134.8(7) . . ?
C26 C25 N3 106.9(8) . . ?
C26 C25 H25 126.5 . . ?
N3 C25 H25 126.5 . . ?
C25 C26 N4 105.6(8) . . ?
C25 C26 H26 127.2 . . ?
N4 C26 H26 127.2 . . ?
C28 C27 C32 121.8(10) . . ?
C28 C27 N3 119.2(9) . . ?
C32 C27 N3 119.0(9) . . ?
C27 C28 C29 116.7(10) . . ?
C27 C28 C33 122.8(10) . . ?
C29 C28 C33 120.6(10) . . ?
C30 C29 C28 123.2(11) . . ?
C30 C29 H29 118.4 . . ?
C28 C29 H29 118.4 . . ?
C31 C30 C29 116.7(11) . . ?
C31 C30 C34 123.1(13) . . ?
C29 C30 C34 120.2(12) . . ?
C30 C31 C32 124.5(12) . . ?
C30 C31 H31 117.7 . . ?
C32 C31 H31 117.7 . . ?
C31 C32 C27 116.9(10) . . ?
C31 C32 C35 121.5(10) . . ?
C27 C32 C35 121.6(9) . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 C36 C37 112.1(7) . . ?
N4 C36 C38 108.6(8) . . ?
C37 C36 C38 111.4(8) . . ?
N4 C36 H36 108.2 . . ?
C37 C36 H36 108.2 . . ?
C38 C36 H36 108.2 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O3 C38 O4 122.6(9) . . ?
O3 C38 C36 116.8(9) . . ?
O4 C38 C36 120.5(8) . . ?
C40 C39 C46 126.0(12) . . ?
C40 C39 Ir2 72.2(6) . . ?
C46 C39 Ir2 111.1(8) . . ?
C40 C39 H39 113.4 . . ?
C46 C39 H39 113.4 . . ?
Ir2 C39 H39 113.4 . . ?
C39 C40 C41 121.8(11) . . ?
C39 C40 Ir2 68.9(6) . . ?
C41 C40 Ir2 112.7(7) . . ?
C39 C40 H40 115 . . ?
C41 C40 H40 115 . . ?
Ir2 C40 H40 115 . . ?
C42 C41 C40 115.5(12) . . ?
C42 C41 H41A 108.4 . . ?
C40 C41 H41A 108.4 . . ?
C42 C41 H41B 108.4 . . ?
C40 C41 H41B 108.4 . . ?
H41A C41 H41B 107.5 . . ?
C43 C42 C41 112.9(12) . . ?
C43 C42 H42A 109 . . ?
C41 C42 H42A 109 . . ?
C43 C42 H42B 109 . . ?
C41 C42 H42B 109 . . ?
H42A C42 H42B 107.8 . . ?
C44 C43 C42 127.4(12) . . ?
C44 C43 Ir2 72.0(7) . . ?
C42 C43 Ir2 112.1(8) . . ?
C44 C43 H43 112.7 . . ?
C42 C43 H43 112.7 . . ?
Ir2 C43 H43 112.7 . . ?
C43 C44 C45 124.0(13) . . ?
C43 C44 Ir2 70.0(7) . . ?
C45 C44 Ir2 110.4(7) . . ?
C43 C44 H44 114.6 . . ?
C45 C44 H44 114.6 . . ?
Ir2 C44 H44 114.6 . . ?
C46 C45 C44 115.6(12) . . ?
C46 C45 H45A 108.4 . . ?
C44 C45 H45A 108.4 . . ?
C46 C45 H45B 108.4 . . ?
C44 C45 H45B 108.4 . . ?
H45A C45 H45B 107.5 . . ?
C45 C46 C39 115.9(12) . . ?
C45 C46 H46A 108.3 . . ?
C39 C46 H46A 108.3 . . ?
C45 C46 H46B 108.3 . . ?
C39 C46 H46B 108.3 . . ?
H46A C46 H46B 107.4 . . ?
C1 Ir1 O2 86.2(3) . . ?
C1 Ir1 C16 95.9(4) . . ?
O2 Ir1 C16 154.1(4) . . ?
C1 Ir1 C17 98.8(4) . . ?
O2 Ir1 C17 166.1(4) . . ?
C16 Ir1 C17 38.7(4) . . ?
C1 Ir1 C20 157.5(5) . . ?
O2 Ir1 C20 88.6(4) . . ?
C16 Ir1 C20 98.3(5) . . ?
C17 Ir1 C20 81.9(4) . . ?
C1 Ir1 C21 163.1(4) . . ?
O2 Ir1 C21 88.0(4) . . ?
C16 Ir1 C21 82.6(4) . . ?
C17 Ir1 C21 90.6(4) . . ?
C20 Ir1 C21 37.8(4) . . ?
C24 Ir2 C39 95.9(4) . . ?
C24 Ir2 O4 85.2(3) . . ?
C39 Ir2 O4 157.3(4) . . ?
C24 Ir2 C40 100.2(4) . . ?
C39 Ir2 C40 38.8(5) . . ?
O4 Ir2 C40 163.0(4) . . ?
C24 Ir2 C43 163.0(4) . . ?
C39 Ir2 C43 95.7(5) . . ?
O4 Ir2 C43 88.9(4) . . ?
C40 Ir2 C43 81.3(4) . . ?
C24 Ir2 C44 156.9(4) . . ?
C39 Ir2 C44 82.2(3) . . ?
O4 Ir2 C44 87.9(4) . . ?
C40 Ir2 C44 92.7(5) . . ?
C43 Ir2 C44 38.0(4) . . ?
C1 N1 C2 110.1(8) . . ?
C1 N1 C4 128.3(8) . . ?
C2 N1 C4 121.5(8) . . ?
C1 N2 C3 109.0(8) . . ?
C1 N2 C13 125.7(9) . . ?
C3 N2 C13 125.2(8) . . ?
C24 N3 C25 109.4(7) . . ?
C24 N3 C27 127.0(8) . . ?
C25 N3 C27 123.6(8) . . ?
C24 N4 C26 112.7(8) . . ?
C24 N4 C36 124.3(8) . . ?
C26 N4 C36 122.9(8) . . ?
C15 O2 Ir1 125.7(6) . . ?
C38 O4 Ir2 121.9(6) . . ?



# 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_LeuNHClrCOD
_database_code_depnum_ccdc_archive 'CCDC 2223880'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira' CNRS
_audit_update_record             
;
2022-12-02 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;


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

_chemical_formula_moiety         'C26 H35 Ir N2 O2'
_chemical_formula_sum            'C26 H35 Ir N2 O2'
_chemical_formula_weight         599.78
_chemical_absolute_configuration ad

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C 2 2 21'
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_Int_Tables_number      20
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   14.3819(10)
_cell_length_b                   27.2526(18)
_cell_length_c                   26.1453(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10247.5(12)
_cell_formula_units_Z            16
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9697
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      24.99

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

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4768

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

_exptl_absorpt_coefficient_mu    5.234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.5932
_exptl_absorpt_correction_T_max  0.7452

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

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_number            101612
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.494
_diffrn_reflns_theta_max         25.101
_diffrn_reflns_theta_full        25.101
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_coverage         0.835
_reflns_number_total             9138
_reflns_number_gt                8524
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²+124.7680P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9138
_refine_ls_number_parameters     729
_refine_ls_number_restraints     666
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1044
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.1
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3644 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(4)
_refine_diff_density_max         3.402
_refine_diff_density_min         -1.466
_refine_diff_density_rms         0.137

#----------------------------------------------------------------------------#
#                   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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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 0.2911(10) 0.4519(6) 0.7340(5) 0.046(4) Uani 1 1 d . . . . .
C2 C 0.3417(10) 0.4826(6) 0.8082(5) 0.047(3) Uani 1 1 d . . . . .
H2 H 0.352257 0.504869 0.835529 0.057 Uiso 1 1 calc R U . . .
C3 C 0.3748(9) 0.4356(6) 0.8044(4) 0.043(3) Uani 1 1 d . . . . .
H3 H 0.412599 0.418616 0.828374 0.051 Uiso 1 1 calc R U . . .
N1 N 0.2906(8) 0.4913(4) 0.7652(4) 0.042(3) Uani 1 1 d D . . . .
C4 C 0.242(2) 0.5386(8) 0.7565(11) 0.051(4) Uani 0.63(2) 1 d D U P A 1
C5 C 0.288(2) 0.5706(8) 0.7208(10) 0.057(4) Uani 0.63(2) 1 d D U P A 1
C6 C 0.245(2) 0.6144(10) 0.7102(12) 0.062(4) Uani 0.63(2) 1 d D U P A 1
H6 H 0.2745 0.635947 0.686762 0.074 Uiso 0.63(2) 1 calc R U P A 1
C7 C 0.164(2) 0.6289(8) 0.7304(11) 0.064(4) Uani 0.63(2) 1 d D U P A 1
C8 C 0.118(2) 0.5952(8) 0.7694(11) 0.060(4) Uani 0.63(2) 1 d D U P A 1
H8 H 0.06082 0.604113 0.785177 0.072 Uiso 0.63(2) 1 calc R U P A 1
C9 C 0.161(2) 0.5513(8) 0.7812(11) 0.053(4) Uani 0.63(2) 1 d D U P A 1
C10 C 0.376(2) 0.5583(10) 0.6966(10) 0.060(5) Uani 0.63(2) 1 d D U P A 1
H10A H 0.364821 0.535643 0.668137 0.09 Uiso 0.63(2) 1 calc R U P A 1
H10B H 0.417194 0.542757 0.721631 0.09 Uiso 0.63(2) 1 calc R U P A 1
H10C H 0.405334 0.588299 0.683546 0.09 Uiso 0.63(2) 1 calc R U P A 1
C11 C 0.109(3) 0.6747(10) 0.7184(13) 0.091(8) Uani 0.63(2) 1 d D U P A 1
H11A H 0.138148 0.70298 0.735141 0.137 Uiso 0.63(2) 1 calc R U P A 1
H11B H 0.045394 0.670796 0.730907 0.137 Uiso 0.63(2) 1 calc R U P A 1
H11C H 0.108262 0.679914 0.681306 0.137 Uiso 0.63(2) 1 calc R U P A 1
C12 C 0.117(2) 0.5160(10) 0.8169(12) 0.049(5) Uani 0.63(2) 1 d D U P A 1
H12A H 0.131414 0.482392 0.806188 0.074 Uiso 0.63(2) 1 calc R U P A 1
H12B H 0.049419 0.52082 0.816573 0.074 Uiso 0.63(2) 1 calc R U P A 1
H12C H 0.140663 0.52146 0.851601 0.074 Uiso 0.63(2) 1 calc R U P A 1
C4' C 0.257(3) 0.5376(14) 0.747(2) 0.054(4) Uani 0.37(2) 1 d D U P A 2
C5' C 0.320(3) 0.5575(14) 0.7100(17) 0.058(4) Uani 0.37(2) 1 d D U P A 2
C6' C 0.292(3) 0.6026(13) 0.6933(16) 0.061(4) Uani 0.37(2) 1 d D U P A 2
H6' H 0.328749 0.618817 0.668411 0.073 Uiso 0.37(2) 1 calc R U P A 2
C7' C 0.215(4) 0.6253(14) 0.710(2) 0.061(4) Uani 0.37(2) 1 d D U P A 2
C8' C 0.150(3) 0.6018(13) 0.7497(18) 0.059(4) Uani 0.37(2) 1 d D U P A 2
H8' H 0.094188 0.617122 0.760371 0.07 Uiso 0.37(2) 1 calc R U P A 2
C9' C 0.178(3) 0.5571(13) 0.7691(18) 0.053(4) Uani 0.37(2) 1 d D U P A 2
C10' C 0.403(3) 0.5338(16) 0.6899(17) 0.061(7) Uani 0.37(2) 1 d D U P A 2
H10D H 0.384845 0.507283 0.666679 0.091 Uiso 0.37(2) 1 calc R U P A 2
H10E H 0.439524 0.520324 0.718227 0.091 Uiso 0.37(2) 1 calc R U P A 2
H10F H 0.440439 0.557962 0.671247 0.091 Uiso 0.37(2) 1 calc R U P A 2
C11' C 0.181(4) 0.6770(13) 0.698(2) 0.075(7) Uani 0.37(2) 1 d D U P A 2
H11D H 0.234986 0.697749 0.689594 0.113 Uiso 0.37(2) 1 calc R U P A 2
H11E H 0.149181 0.690556 0.727838 0.113 Uiso 0.37(2) 1 calc R U P A 2
H11F H 0.13875 0.676039 0.668806 0.113 Uiso 0.37(2) 1 calc R U P A 2
C12' C 0.128(4) 0.5296(17) 0.809(2) 0.050(7) Uani 0.37(2) 1 d D U P A 2
H12D H 0.12323 0.495118 0.798878 0.075 Uiso 0.37(2) 1 calc R U P A 2
H12E H 0.065899 0.543498 0.813334 0.075 Uiso 0.37(2) 1 calc R U P A 2
H12F H 0.162391 0.531996 0.841363 0.075 Uiso 0.37(2) 1 calc R U P A 2
C13 C 0.3624(10) 0.3682(6) 0.7403(5) 0.051(4) Uani 1 1 d . . . . .
H13 H 0.410034 0.352881 0.763186 0.061 Uiso 1 1 calc R U . . .
C14 C 0.2763(9) 0.3360(5) 0.7398(5) 0.044(3) Uani 1 1 d . . . . .
H14A H 0.294646 0.302497 0.729092 0.053 Uiso 1 1 calc R U . . .
H14B H 0.232691 0.34885 0.71379 0.053 Uiso 1 1 calc R U . . .
C15 C 0.2250(10) 0.3323(5) 0.7907(5) 0.047(3) Uani 1 1 d . . . . .
H15 H 0.210739 0.366487 0.802216 0.057 Uiso 1 1 calc R U . . .
C16 C 0.1334(12) 0.3059(6) 0.7834(7) 0.066(5) Uani 1 1 d . . . . .
H16A H 0.145018 0.272769 0.770377 0.099 Uiso 1 1 calc R U . . .
H16B H 0.095033 0.324047 0.758816 0.099 Uiso 1 1 calc R U . . .
H16C H 0.100757 0.303889 0.816219 0.099 Uiso 1 1 calc R U . . .
C17 C 0.2838(13) 0.3084(7) 0.8317(7) 0.078(5) Uani 1 1 d . . . . .
H17A H 0.305107 0.276252 0.819723 0.117 Uiso 1 1 calc R U . . .
H17B H 0.246615 0.304278 0.862827 0.117 Uiso 1 1 calc R U . . .
H17C H 0.337685 0.329222 0.839141 0.117 Uiso 1 1 calc R U . . .
C18 C 0.4026(12) 0.3715(7) 0.6851(6) 0.059(4) Uani 1 1 d . . . . .
C19 C 0.0995(9) 0.4440(5) 0.6858(5) 0.046(3) Uani 1 1 d . . . . .
H19 H 0.08985 0.450156 0.723099 0.055 Uiso 1 1 calc R U . . .
C20 C 0.1295(11) 0.4850(6) 0.6572(5) 0.058(4) Uani 1 1 d . . . . .
H20 H 0.138354 0.515505 0.677922 0.069 Uiso 1 1 calc R U . . .
C21 C 0.0977(14) 0.4944(7) 0.6019(6) 0.074(5) Uani 1 1 d . . . . .
H21A H 0.033794 0.481526 0.597748 0.089 Uiso 1 1 calc R U . . .
H21B H 0.095576 0.53023 0.595957 0.089 Uiso 1 1 calc R U . . .
C22 C 0.1586(15) 0.4715(8) 0.5622(6) 0.080(6) Uani 1 1 d . . . . .
H22A H 0.119385 0.46023 0.533353 0.096 Uiso 1 1 calc R U . . .
H22B H 0.201843 0.496713 0.548781 0.096 Uiso 1 1 calc R U . . .
C23 C 0.2135(13) 0.4294(8) 0.5817(5) 0.071(5) Uani 1 1 d . . . . .
H23 H 0.270417 0.422118 0.561085 0.085 Uiso 1 1 calc R U . . .
C24 C 0.1765(12) 0.3883(6) 0.6069(5) 0.057(4) Uani 1 1 d . . . . .
H24 H 0.210819 0.357001 0.600396 0.069 Uiso 1 1 calc R U . . .
C25 C 0.0743(12) 0.3823(7) 0.6133(7) 0.067(5) Uani 1 1 d . . . . .
H25A H 0.058337 0.347017 0.611509 0.08 Uiso 1 1 calc R U . . .
H25B H 0.041879 0.399228 0.584941 0.08 Uiso 1 1 calc R U . . .
C26 C 0.0409(12) 0.4027(6) 0.6632(8) 0.070(5) Uani 1 1 d . . . . .
H26A H 0.038172 0.375654 0.688381 0.084 Uiso 1 1 calc R U . . .
H26B H -0.023276 0.415045 0.658416 0.084 Uiso 1 1 calc R U . . .
C27 C 0.5716(10) 0.3854(5) 0.4820(5) 0.045(3) Uani 1 1 d . . . . .
C28 C 0.5130(10) 0.4126(6) 0.5566(5) 0.049(4) Uani 1 1 d . . . . .
H28 H 0.471278 0.417685 0.584279 0.059 Uiso 1 1 calc R U . . .
C29 C 0.5983(10) 0.4293(5) 0.5532(4) 0.044(3) Uani 1 1 d . . . . .
H29 H 0.62909 0.449404 0.577611 0.053 Uiso 1 1 calc R U . . .
N3 N 0.4947(8) 0.3860(5) 0.5122(4) 0.046(3) Uani 1 1 d D . . . .
C30 C 0.4020(16) 0.3743(10) 0.4977(13) 0.054(4) Uani 0.67(2) 1 d D U P B 1
C31 C 0.3573(16) 0.4045(11) 0.4627(10) 0.056(4) Uani 0.67(2) 1 d D U P B 1
C32 C 0.2694(16) 0.3905(12) 0.4480(9) 0.062(4) Uani 0.67(2) 1 d D U P B 1
H32 H 0.237492 0.410287 0.423859 0.074 Uiso 0.67(2) 1 calc R U P B 1
C33 C 0.2244(16) 0.3487(12) 0.4666(9) 0.065(4) Uani 0.67(2) 1 d D U P B 1
C34 C 0.2722(17) 0.3201(11) 0.5026(9) 0.062(4) Uani 0.67(2) 1 d D U P B 1
H34 H 0.243203 0.291345 0.515633 0.074 Uiso 0.67(2) 1 calc R U P B 1
C35 C 0.3608(16) 0.3324(10) 0.5197(10) 0.057(4) Uani 0.67(2) 1 d D U P B 1
C36 C 0.4016(19) 0.4493(10) 0.4437(10) 0.055(5) Uani 0.67(2) 1 d D U P B 1
H36A H 0.396121 0.450616 0.406358 0.082 Uiso 0.67(2) 1 calc R U P B 1
H36B H 0.467458 0.44936 0.453316 0.082 Uiso 0.67(2) 1 calc R U P B 1
H36C H 0.370842 0.478036 0.458668 0.082 Uiso 0.67(2) 1 calc R U P B 1
C37 C 0.1290(17) 0.3308(14) 0.4516(12) 0.085(7) Uani 0.67(2) 1 d D U P B 1
H37A H 0.087649 0.358994 0.446574 0.127 Uiso 0.67(2) 1 calc R U P B 1
H37B H 0.104084 0.309821 0.478787 0.127 Uiso 0.67(2) 1 calc R U P B 1
H37C H 0.133284 0.312017 0.419767 0.127 Uiso 0.67(2) 1 calc R U P B 1
C38 C 0.4145(19) 0.2996(10) 0.5584(9) 0.058(5) Uani 0.67(2) 1 d D U P B 1
H38A H 0.373221 0.290532 0.586624 0.087 Uiso 0.67(2) 1 calc R U P B 1
H38B H 0.468064 0.317744 0.571784 0.087 Uiso 0.67(2) 1 calc R U P B 1
H38C H 0.436243 0.269833 0.541025 0.087 Uiso 0.67(2) 1 calc R U P B 1
C30' C 0.409(3) 0.3626(19) 0.499(3) 0.057(4) Uani 0.33(2) 1 d D U P B 2
C31' C 0.350(3) 0.3862(19) 0.465(2) 0.058(4) Uani 0.33(2) 1 d D U P B 2
C32' C 0.266(3) 0.3638(19) 0.4528(18) 0.061(4) Uani 0.33(2) 1 d D U P B 2
H32' H 0.222438 0.380718 0.432046 0.074 Uiso 0.33(2) 1 calc R U P B 2
C33' C 0.245(3) 0.3168(19) 0.4705(17) 0.066(5) Uani 0.33(2) 1 d D U P B 2
C34' C 0.305(3) 0.2952(18) 0.5065(17) 0.063(5) Uani 0.33(2) 1 d D U P B 2
H34' H 0.287603 0.264705 0.521334 0.075 Uiso 0.33(2) 1 calc R U P B 2
C35' C 0.388(3) 0.3169(16) 0.5214(19) 0.060(4) Uani 0.33(2) 1 d D U P B 2
C36' C 0.376(4) 0.4339(18) 0.444(2) 0.060(7) Uani 0.33(2) 1 d D U P B 2
H36D H 0.411217 0.429271 0.412174 0.09 Uiso 0.33(2) 1 calc R U P B 2
H36E H 0.413636 0.451664 0.468742 0.09 Uiso 0.33(2) 1 calc R U P B 2
H36F H 0.319268 0.452862 0.436332 0.09 Uiso 0.33(2) 1 calc R U P B 2
C37' C 0.162(3) 0.286(2) 0.454(2) 0.075(8) Uani 0.33(2) 1 d D U P B 2
H37D H 0.10603 0.297804 0.471373 0.113 Uiso 0.33(2) 1 calc R U P B 2
H37E H 0.173167 0.251837 0.462051 0.113 Uiso 0.33(2) 1 calc R U P B 2
H37F H 0.153536 0.289834 0.416649 0.113 Uiso 0.33(2) 1 calc R U P B 2
C38' C 0.459(4) 0.290(2) 0.556(2) 0.066(9) Uani 0.33(2) 1 d D U P B 2
H38D H 0.455309 0.302905 0.590902 0.099 Uiso 0.33(2) 1 calc R U P B 2
H38E H 0.522345 0.295193 0.542713 0.099 Uiso 0.33(2) 1 calc R U P B 2
H38F H 0.44547 0.254775 0.556257 0.099 Uiso 0.33(2) 1 calc R U P B 2
C39 C 0.7253(8) 0.4253(5) 0.4865(5) 0.039(3) Uani 1 1 d . . . . .
H39 H 0.753262 0.45012 0.510098 0.047 Uiso 1 1 calc R U . . .
C40 C 0.7922(11) 0.3830(7) 0.4839(6) 0.059(4) Uani 1 1 d . . . . .
H40A H 0.853332 0.394955 0.471704 0.071 Uiso 1 1 calc R U . . .
H40B H 0.769079 0.358599 0.458841 0.071 Uiso 1 1 calc R U . . .
C41 C 0.8046(13) 0.3580(9) 0.5360(7) 0.079(6) Uani 1 1 d . . . . .
H41 H 0.743615 0.343533 0.546475 0.095 Uiso 1 1 calc R U . . .
C42 C 0.878(2) 0.3144(11) 0.5288(10) 0.144(13) Uani 1 1 d . . . . .
H42A H 0.935165 0.327354 0.513432 0.216 Uiso 1 1 calc R U . . .
H42B H 0.85155 0.289207 0.506365 0.216 Uiso 1 1 calc R U . . .
H42C H 0.892444 0.299923 0.562184 0.216 Uiso 1 1 calc R U . . .
C43 C 0.8377(14) 0.3920(8) 0.5781(7) 0.084(6) Uani 1 1 d . . . . .
H43A H 0.891361 0.410883 0.566014 0.126 Uiso 1 1 calc R U . . .
H43B H 0.855686 0.372587 0.608062 0.126 Uiso 1 1 calc R U . . .
H43C H 0.787408 0.414555 0.587511 0.126 Uiso 1 1 calc R U . . .
C44 C 0.7139(10) 0.4506(5) 0.4341(5) 0.043(3) Uani 1 1 d . . . . .
C45 C 0.5947(15) 0.2870(6) 0.4173(6) 0.067(5) Uani 1 1 d . . . . .
H45 H 0.609028 0.275924 0.452907 0.08 Uiso 1 1 calc R U . . .
C46 C 0.5035(13) 0.3033(6) 0.4117(7) 0.067(5) Uani 1 1 d . . . . .
H46 H 0.466077 0.301644 0.443928 0.081 Uiso 1 1 calc R U . . .
C47 C 0.4454(16) 0.3015(9) 0.3634(7) 0.086(6) Uani 1 1 d . . . . .
H47A H 0.420811 0.267876 0.358558 0.103 Uiso 1 1 calc R U . . .
H47B H 0.391875 0.324097 0.366814 0.103 Uiso 1 1 calc R U . . .
C48 C 0.5012(14) 0.3156(7) 0.3184(7) 0.070(5) Uani 1 1 d . . . . .
H48A H 0.458527 0.328276 0.291739 0.084 Uiso 1 1 calc R U . . .
H48B H 0.531131 0.285697 0.304479 0.084 Uiso 1 1 calc R U . . .
C49 C 0.5760(13) 0.3537(7) 0.3279(5) 0.066(5) Uani 1 1 d . . . . .
H49 H 0.566025 0.385201 0.309008 0.079 Uiso 1 1 calc R U . . .
C50 C 0.6653(10) 0.3444(6) 0.3387(6) 0.053(4) Uani 1 1 d . . . . .
H50 H 0.710102 0.369566 0.325774 0.064 Uiso 1 1 calc R U . . .
C51 C 0.7068(17) 0.2920(7) 0.3451(8) 0.091(7) Uani 1 1 d . . . . .
H51A H 0.714272 0.27713 0.310758 0.109 Uiso 1 1 calc R U . . .
H51B H 0.769439 0.294831 0.360515 0.109 Uiso 1 1 calc R U . . .
C52 C 0.6499(17) 0.2590(7) 0.3769(9) 0.087(6) Uani 1 1 d . . . . .
H52A H 0.69101 0.234943 0.393989 0.104 Uiso 1 1 calc R U . . .
H52B H 0.606367 0.240681 0.354682 0.104 Uiso 1 1 calc R U . . .
Ir1 Ir 0.23876(4) 0.43440(2) 0.66327(2) 0.04790(17) Uani 1 1 d . . . . .
Ir2 Ir 0.59866(4) 0.36322(2) 0.40932(2) 0.04364(16) Uani 1 1 d . . . . .
N2 N 0.3422(7) 0.4184(4) 0.7589(4) 0.039(3) Uani 1 1 d . . . . .
N4 N 0.6352(7) 0.4123(4) 0.5076(4) 0.039(2) Uani 1 1 d . . . . .
O1 O 0.4711(8) 0.3454(5) 0.6759(4) 0.072(4) Uani 1 1 d . . . . .
O2 O 0.3633(7) 0.3979(5) 0.6521(4) 0.059(3) Uani 1 1 d . . . . .
O3 O 0.7614(9) 0.4872(4) 0.4263(4) 0.064(3) Uani 1 1 d . . . . .
O4 O 0.6589(7) 0.4328(3) 0.4017(3) 0.047(2) 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 N2 1.341(18) . ?
C1 N1 1.347(18) . ?
C1 Ir1 2.052(13) . ?
C2 N1 1.365(17) . ?
C2 C3 1.37(2) . ?
C2 H2 0.95 . ?
C3 N2 1.362(16) . ?
C3 H3 0.95 . ?
N1 C4' 1.44(3) . ?
N1 C4 1.48(2) . ?
C4 C9 1.38(3) . ?
C4 C5 1.44(3) . ?
C5 C6 1.38(3) . ?
C5 C10 1.45(4) . ?
C6 C7 1.33(5) . ?
C6 H6 0.95 . ?
C7 C11 1.51(3) . ?
C7 C8 1.53(4) . ?
C8 C9 1.39(3) . ?
C8 H8 0.95 . ?
C9 C12 1.48(3) . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C4' C9' 1.38(3) . ?
C4' C5' 1.43(3) . ?
C5' C6' 1.37(4) . ?
C5' C10' 1.45(4) . ?
C6' C7' 1.34(5) . ?
C6' H6' 0.95 . ?
C7' C11' 1.52(4) . ?
C7' C8' 1.53(4) . ?
C8' C9' 1.38(3) . ?
C8' H8' 0.95 . ?
C9' C12' 1.47(3) . ?
C10' H10D 0.98 . ?
C10' H10E 0.98 . ?
C10' H10F 0.98 . ?
C11' H11D 0.98 . ?
C11' H11E 0.98 . ?
C11' H11F 0.98 . ?
C12' H12D 0.98 . ?
C12' H12E 0.98 . ?
C12' H12F 0.98 . ?
C13 N2 1.481(19) . ?
C13 C14 1.52(2) . ?
C13 C18 1.559(18) . ?
C13 H13 1 . ?
C14 C15 1.523(18) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C17 1.51(2) . ?
C15 C16 1.51(2) . ?
C15 H15 1 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 O1 1.24(2) . ?
C18 O2 1.26(2) . ?
C19 C20 1.41(2) . ?
C19 C26 1.52(2) . ?
C19 Ir1 2.104(13) . ?
C19 H19 1 . ?
C20 C21 1.54(2) . ?
C20 Ir1 2.097(18) . ?
C20 H20 1 . ?
C21 C22 1.49(3) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C22 C23 1.48(3) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.41(2) . ?
C23 Ir1 2.169(14) . ?
C23 H23 1 . ?
C24 C25 1.49(2) . ?
C24 Ir1 2.133(14) . ?
C24 H24 1 . ?
C25 C26 1.50(2) . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C27 N4 1.351(17) . ?
C27 N3 1.359(18) . ?
C27 Ir2 2.031(13) . ?
C28 C29 1.31(2) . ?
C28 N3 1.394(17) . ?
C28 H28 0.95 . ?
C29 N4 1.386(15) . ?
C29 H29 0.95 . ?
N3 C30 1.42(2) . ?
N3 C30' 1.43(3) . ?
C30 C31 1.39(3) . ?
C30 C35 1.41(3) . ?
C31 C32 1.38(3) . ?
C31 C36 1.46(3) . ?
C32 C33 1.40(4) . ?
C32 H32 0.95 . ?
C33 C34 1.40(4) . ?
C33 C37 1.51(3) . ?
C34 C35 1.39(3) . ?
C34 H34 0.95 . ?
C35 C38 1.55(3) . ?
C36 H36A 0.98 . ?
C36 H36B 0.98 . ?
C36 H36C 0.98 . ?
C37 H37A 0.98 . ?
C37 H37B 0.98 . ?
C37 H37C 0.98 . ?
C38 H38A 0.98 . ?
C38 H38B 0.98 . ?
C38 H38C 0.98 . ?
C30' C31' 1.39(3) . ?
C30' C35' 1.41(3) . ?
C31' C32' 1.38(3) . ?
C31' C36' 1.46(4) . ?
C32' C33' 1.40(4) . ?
C32' H32' 0.95 . ?
C33' C34' 1.41(4) . ?
C33' C37' 1.51(3) . ?
C34' C35' 1.40(3) . ?
C34' H34' 0.95 . ?
C35' C38' 1.55(4) . ?
C36' H36D 0.98 . ?
C36' H36E 0.98 . ?
C36' H36F 0.98 . ?
C37' H37D 0.98 . ?
C37' H37E 0.98 . ?
C37' H37F 0.98 . ?
C38' H38D 0.98 . ?
C38' H38E 0.98 . ?
C38' H38F 0.98 . ?
C39 N4 1.452(16) . ?
C39 C40 1.50(2) . ?
C39 C44 1.542(17) . ?
C39 H39 1 . ?
C40 C41 1.53(2) . ?
C40 H40A 0.99 . ?
C40 H40B 0.99 . ?
C41 C43 1.52(3) . ?
C41 C42 1.60(3) . ?
C41 H41 1 . ?
C42 H42A 0.98 . ?
C42 H42B 0.98 . ?
C42 H42C 0.98 . ?
C43 H43A 0.98 . ?
C43 H43B 0.98 . ?
C43 H43C 0.98 . ?
C44 O3 1.226(17) . ?
C44 O4 1.257(17) . ?
C45 C46 1.39(3) . ?
C45 C52 1.53(3) . ?
C45 Ir2 2.089(16) . ?
C45 H45 1 . ?
C46 C47 1.52(3) . ?
C46 Ir2 2.132(15) . ?
C46 H46 1 . ?
C47 C48 1.48(3) . ?
C47 H47A 0.99 . ?
C47 H47B 0.99 . ?
C48 C49 1.52(3) . ?
C48 H48A 0.99 . ?
C48 H48B 0.99 . ?
C49 C50 1.34(2) . ?
C49 Ir2 2.169(13) . ?
C49 H49 1 . ?
C50 C51 1.56(2) . ?
C50 Ir2 2.141(14) . ?
C50 H50 1 . ?
C51 C52 1.47(3) . ?
C51 H51A 0.99 . ?
C51 H51B 0.99 . ?
C52 H52A 0.99 . ?
C52 H52B 0.99 . ?
Ir1 O2 2.069(11) . ?
Ir2 O4 2.093(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 104.5(11) . . ?
N2 C1 Ir1 118.7(10) . . ?
N1 C1 Ir1 136.7(11) . . ?
N1 C2 C3 106.8(13) . . ?
N1 C2 H2 126.6 . . ?
C3 C2 H2 126.6 . . ?
N2 C3 C2 105.4(12) . . ?
N2 C3 H3 127.3 . . ?
C2 C3 H3 127.3 . . ?
C1 N1 C2 111.0(13) . . ?
C1 N1 C4' 120(3) . . ?
C2 N1 C4' 128(3) . . ?
C1 N1 C4 127.2(17) . . ?
C2 N1 C4 121.8(18) . . ?
C9 C4 C5 122.8(19) . . ?
C9 C4 N1 122.8(17) . . ?
C5 C4 N1 114(2) . . ?
C6 C5 C4 117(3) . . ?
C6 C5 C10 121(2) . . ?
C4 C5 C10 123(2) . . ?
C7 C6 C5 125(3) . . ?
C7 C6 H6 117.5 . . ?
C5 C6 H6 117.5 . . ?
C6 C7 C11 128(3) . . ?
C6 C7 C8 118(2) . . ?
C11 C7 C8 114(3) . . ?
C9 C8 C7 118(3) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C4 C9 C8 120(2) . . ?
C4 C9 C12 119.8(19) . . ?
C8 C9 C12 120(2) . . ?
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 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9' C4' C5' 131(3) . . ?
C9' C4' N1 118(2) . . ?
C5' C4' N1 110(3) . . ?
C6' C5' C4' 111(3) . . ?
C6' C5' C10' 122(3) . . ?
C4' C5' C10' 127(3) . . ?
C7' C6' C5' 124(3) . . ?
C7' C6' H6' 118 . . ?
C5' C6' H6' 118 . . ?
C6' C7' C11' 128(4) . . ?
C6' C7' C8' 122(3) . . ?
C11' C7' C8' 110(4) . . ?
C9' C8' C7' 116(3) . . ?
C9' C8' H8' 121.9 . . ?
C7' C8' H8' 121.9 . . ?
C4' C9' C8' 115(3) . . ?
C4' C9' C12' 120(3) . . ?
C8' C9' C12' 124(3) . . ?
C5' C10' H10D 109.5 . . ?
C5' C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
C5' C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C7' C11' H11D 109.5 . . ?
C7' C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
C7' C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
C9' C12' H12D 109.5 . . ?
C9' C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
C9' C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
N2 C13 C14 112.1(11) . . ?
N2 C13 C18 108.8(12) . . ?
C14 C13 C18 109.2(12) . . ?
N2 C13 H13 108.9 . . ?
C14 C13 H13 108.9 . . ?
C18 C13 H13 108.9 . . ?
C13 C14 C15 115.1(11) . . ?
C13 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C17 C15 C16 111.8(13) . . ?
C17 C15 C14 112.1(13) . . ?
C16 C15 C14 110.0(13) . . ?
C17 C15 H15 107.6 . . ?
C16 C15 H15 107.6 . . ?
C14 C15 H15 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C18 O2 123.7(13) . . ?
O1 C18 C13 116.2(16) . . ?
O2 C18 C13 120.1(14) . . ?
C20 C19 C26 123.2(13) . . ?
C20 C19 Ir1 70.1(9) . . ?
C26 C19 Ir1 109.1(10) . . ?
C20 C19 H19 115.2 . . ?
C26 C19 H19 115.2 . . ?
Ir1 C19 H19 115.2 . . ?
C19 C20 C21 122.5(13) . . ?
C19 C20 Ir1 70.6(9) . . ?
C21 C20 Ir1 113.8(12) . . ?
C19 C20 H20 114.2 . . ?
C21 C20 H20 114.2 . . ?
Ir1 C20 H20 114.2 . . ?
C22 C21 C20 114.2(16) . . ?
C22 C21 H21A 108.7 . . ?
C20 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C20 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C23 C22 C21 113.3(14) . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22A 108.9 . . ?
C23 C22 H22B 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C22 125.3(17) . . ?
C24 C23 Ir1 69.6(8) . . ?
C22 C23 Ir1 112.3(12) . . ?
C24 C23 H23 113.8 . . ?
C22 C23 H23 113.8 . . ?
Ir1 C23 H23 113.8 . . ?
C23 C24 C25 120.9(17) . . ?
C23 C24 Ir1 72.3(9) . . ?
C25 C24 Ir1 113.7(11) . . ?
C23 C24 H24 114.4 . . ?
C25 C24 H24 114.4 . . ?
Ir1 C24 H24 114.4 . . ?
C24 C25 C26 111.9(13) . . ?
C24 C25 H25A 109.2 . . ?
C26 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
C26 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 C19 115.8(14) . . ?
C25 C26 H26A 108.3 . . ?
C19 C26 H26A 108.3 . . ?
C25 C26 H26B 108.3 . . ?
C19 C26 H26B 108.3 . . ?
H26A C26 H26B 107.4 . . ?
N4 C27 N3 104.8(11) . . ?
N4 C27 Ir2 119.7(10) . . ?
N3 C27 Ir2 134.7(10) . . ?
C29 C28 N3 107.5(12) . . ?
C29 C28 H28 126.2 . . ?
N3 C28 H28 126.2 . . ?
C28 C29 N4 107.5(12) . . ?
C28 C29 H29 126.3 . . ?
N4 C29 H29 126.3 . . ?
C27 N3 C28 109.7(11) . . ?
C27 N3 C30 127.2(18) . . ?
C28 N3 C30 121.0(18) . . ?
C27 N3 C30' 123(4) . . ?
C28 N3 C30' 127(4) . . ?
C31 C30 C35 123.8(19) . . ?
C31 C30 N3 118(2) . . ?
C35 C30 N3 117.9(19) . . ?
C32 C31 C30 116(2) . . ?
C32 C31 C36 122(2) . . ?
C30 C31 C36 121.2(19) . . ?
C31 C32 C33 124(2) . . ?
C31 C32 H32 118.1 . . ?
C33 C32 H32 118.1 . . ?
C32 C33 C34 117(2) . . ?
C32 C33 C37 127(3) . . ?
C34 C33 C37 116(3) . . ?
C35 C34 C33 122(2) . . ?
C35 C34 H34 119 . . ?
C33 C34 H34 119 . . ?
C34 C35 C30 117(2) . . ?
C34 C35 C38 122(2) . . ?
C30 C35 C38 121.5(18) . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C31' C30' C35' 123(2) . . ?
C31' C30' N3 119(3) . . ?
C35' C30' N3 118(2) . . ?
C32' C31' C30' 118(3) . . ?
C32' C31' C36' 122(3) . . ?
C30' C31' C36' 120(3) . . ?
C31' C32' C33' 122(3) . . ?
C31' C32' H32' 119.2 . . ?
C33' C32' H32' 119.2 . . ?
C32' C33' C34' 118(3) . . ?
C32' C33' C37' 125(4) . . ?
C34' C33' C37' 117(4) . . ?
C35' C34' C33' 123(3) . . ?
C35' C34' H34' 118.7 . . ?
C33' C34' H34' 118.7 . . ?
C34' C35' C30' 116(3) . . ?
C34' C35' C38' 122(3) . . ?
C30' C35' C38' 122(3) . . ?
C31' C36' H36D 109.5 . . ?
C31' C36' H36E 109.5 . . ?
H36D C36' H36E 109.5 . . ?
C31' C36' H36F 109.5 . . ?
H36D C36' H36F 109.5 . . ?
H36E C36' H36F 109.5 . . ?
C33' C37' H37D 109.5 . . ?
C33' C37' H37E 109.5 . . ?
H37D C37' H37E 111.0 . . ?
C33' C37' H37F 109.5 . . ?
H37D C37' H37F 109.5 . . ?
H37E C37' H37F 109.5 . . ?
C35' C38' H38D 109.5 . . ?
C35' C38' H38E 109.5 . . ?
H38D C38' H38E 109.5 . . ?
C35' C38' H38F 109.5 . . ?
H38D C38' H38F 109.5 . . ?
H38E C38' H38F 109.5 . . ?
N4 C39 C40 113.7(12) . . ?
N4 C39 C44 110.5(10) . . ?
C40 C39 C44 111.8(11) . . ?
N4 C39 H39 106.8 . . ?
C40 C39 H39 106.8 . . ?
C44 C39 H39 106.8 . . ?
C39 C40 C41 112.0(14) . . ?
C39 C40 H40A 109.2 . . ?
C41 C40 H40A 109.2 . . ?
C39 C40 H40B 109.2 . . ?
C41 C40 H40B 109.2 . . ?
H40A C40 H40B 107.9 . . ?
C43 C41 C40 114.3(18) . . ?
C43 C41 C42 109.4(17) . . ?
C40 C41 C42 107.5(17) . . ?
C43 C41 H41 108.5 . . ?
C40 C41 H41 108.5 . . ?
C42 C41 H41 108.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O3 C44 O4 123.6(13) . . ?
O3 C44 C39 116.9(13) . . ?
O4 C44 C39 119.5(12) . . ?
C46 C45 C52 125.2(17) . . ?
C46 C45 Ir2 72.4(10) . . ?
C52 C45 Ir2 114.4(12) . . ?
C46 C45 H45 112.8 . . ?
C52 C45 H45 112.8 . . ?
Ir2 C45 H45 112.8 . . ?
C45 C46 C47 126.6(18) . . ?
C45 C46 Ir2 69.0(9) . . ?
C47 C46 Ir2 110.7(13) . . ?
C45 C46 H46 113.8 . . ?
C47 C46 H46 113.8 . . ?
Ir2 C46 H46 113.8 . . ?
C48 C47 C46 110.9(17) . . ?
C48 C47 H47A 109.4 . . ?
C46 C47 H47A 109.4 . . ?
C48 C47 H47B 109.4 . . ?
C46 C47 H47B 109.4 . . ?
H47A C47 H47B 108 . . ?
C47 C48 C49 115.6(14) . . ?
C47 C48 H48A 108.4 . . ?
C49 C48 H48A 108.4 . . ?
C47 C48 H48B 108.4 . . ?
C49 C48 H48B 108.4 . . ?
H48A C48 H48B 107.4 . . ?
C50 C49 C48 125.8(17) . . ?
C50 C49 Ir2 70.8(9) . . ?
C48 C49 Ir2 110.5(11) . . ?
C50 C49 H49 113.9 . . ?
C48 C49 H49 113.9 . . ?
Ir2 C49 H49 113.9 . . ?
C49 C50 C51 124.4(17) . . ?
C49 C50 Ir2 73.0(8) . . ?
C51 C50 Ir2 107.4(11) . . ?
C49 C50 H50 114.6 . . ?
C51 C50 H50 114.6 . . ?
Ir2 C50 H50 114.6 . . ?
C52 C51 C50 114.0(16) . . ?
C52 C51 H51A 108.8 . . ?
C50 C51 H51A 108.8 . . ?
C52 C51 H51B 108.8 . . ?
C50 C51 H51B 108.8 . . ?
H51A C51 H51B 107.7 . . ?
C51 C52 C45 112.1(15) . . ?
C51 C52 H52A 109.2 . . ?
C45 C52 H52A 109.2 . . ?
C51 C52 H52B 109.2 . . ?
C45 C52 H52B 109.2 . . ?
H52A C52 H52B 107.9 . . ?
C1 Ir1 O2 85.5(5) . . ?
C1 Ir1 C20 101.0(6) . . ?
O2 Ir1 C20 162.6(5) . . ?
C1 Ir1 C19 93.9(5) . . ?
O2 Ir1 C19 157.4(5) . . ?
C20 Ir1 C19 39.3(6) . . ?
C1 Ir1 C24 155.9(6) . . ?
O2 Ir1 C24 89.0(5) . . ?
C20 Ir1 C24 91.2(6) . . ?
C19 Ir1 C24 82.3(6) . . ?
C1 Ir1 C23 164.2(6) . . ?
O2 Ir1 C23 88.7(6) . . ?
C20 Ir1 C23 80.8(7) . . ?
C19 Ir1 C23 97.1(6) . . ?
C24 Ir1 C23 38.1(6) . . ?
C27 Ir2 C45 101.4(6) . . ?
C27 Ir2 O4 84.2(5) . . ?
C45 Ir2 O4 157.1(6) . . ?
C27 Ir2 C46 94.4(6) . . ?
C45 Ir2 C46 38.5(7) . . ?
O4 Ir2 C46 164.2(6) . . ?
C27 Ir2 C50 164.3(6) . . ?
C45 Ir2 C50 82.0(6) . . ?
O4 Ir2 C50 87.1(5) . . ?
C46 Ir2 C50 97.4(6) . . ?
C27 Ir2 C49 157.6(6) . . ?
C45 Ir2 C49 88.6(6) . . ?
O4 Ir2 C49 94.4(6) . . ?
C46 Ir2 C49 80.9(7) . . ?
C50 Ir2 C49 36.2(6) . . ?
C1 N2 C3 112.3(12) . . ?
C1 N2 C13 125.3(12) . . ?
C3 N2 C13 122.4(12) . . ?
C27 N4 C29 110.4(11) . . ?
C27 N4 C39 123.3(11) . . ?
C29 N4 C39 126.0(11) . . ?
C18 O2 Ir1 124.7(9) . . ?
C44 O4 Ir2 123.1(9) . . ?




# start Validation Reply Form
_vrf_PLAT971_LeuNHClrCOD         
;
PROBLEM: Check Calcd Resid. Dens.  0.88Ang From Ir2       3.40 eA-3,
RESPONSE: The residual density is close to the iridium atom.
;
# end Validation Reply Form

# 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_Romane240220-precurseur
_database_code_depnum_ccdc_archive 'CCDC 2226158'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira'
;CNRS
France
;
_audit_update_record             
;
2022-12-13 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

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

_chemical_formula_moiety         'C31 H27 N O2 Si'
_chemical_formula_sum            'C31 H27 N O2 Si'
_chemical_formula_weight         473.63

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3354(2)
_cell_length_b                   12.1900(2)
_cell_length_c                   13.0443(3)
_cell_angle_alpha                94.463(2)
_cell_angle_beta                 108.394(2)
_cell_angle_gamma                96.839(2)
_cell_volume                     1239.35(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    187(2)
_cell_measurement_reflns_used    17718
_cell_measurement_theta_min      3.5780
_cell_measurement_theta_max      71.4920

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

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             500

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

_exptl_absorpt_coefficient_mu    1.058
_exptl_absorpt_correction_T_min  0.46930
_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      187(2)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.019
_diffrn_reflns_number            32341
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.598
_diffrn_reflns_theta_max         71.376
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_reflns_Friedel_coverage         0
_reflns_number_total             4750
_reflns_number_gt                4485
_reflns_threshold_expression     'I > 2σ(I)'

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

_audit_creation_method           'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²+0.5136P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4750
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1102
_refine_ls_wR_factor_gt          0.1083
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.049

#----------------------------------------------------------------------------#
#                   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'
N N 0.0311 0.018 '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'
Si Si 0.2541 0.3302 '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 0.6070(2) 0.79192(13) 0.52980(13) 0.0362(3) Uani 1 1 d . . . . .
H1 H 0.706063 0.846359 0.54672 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5202(2) 0.75547(13) 0.42325(13) 0.0357(3) Uani 1 1 d . . . . .
H2 H 0.556093 0.786177 0.367917 0.043 Uiso 1 1 calc R U . . .
C3 C 0.37620(19) 0.67164(12) 0.39541(12) 0.0296(3) Uani 1 1 d . . . . .
C4 C 0.2786(2) 0.62912(13) 0.28644(12) 0.0352(3) Uani 1 1 d . . . . .
H4 H 0.307337 0.658976 0.228267 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1442(2) 0.54594(14) 0.26443(12) 0.0379(4) Uani 1 1 d . . . . .
H5 H 0.080265 0.517648 0.191017 0.046 Uiso 1 1 calc R U . . .
C6 C 0.0988(2) 0.50131(14) 0.34979(13) 0.0385(4) Uani 1 1 d . . . . .
H6 H 0.004967 0.442929 0.333449 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1888(2) 0.54139(13) 0.45577(12) 0.0327(3) Uani 1 1 d . . . . .
H7 H 0.156702 0.511029 0.512591 0.039 Uiso 1 1 calc R U . . .
C8 C 0.32973(18) 0.62789(11) 0.48150(11) 0.0267(3) Uani 1 1 d . . . . .
C9 C 0.42641(18) 0.67656(11) 0.59011(11) 0.0265(3) Uani 1 1 d . . . . .
C10 C 0.38129(18) 0.63846(11) 0.68522(11) 0.0262(3) Uani 1 1 d . . . . .
C11 C 0.4040(2) 0.53019(12) 0.70742(12) 0.0316(3) Uani 1 1 d . . . . .
H11 H 0.443542 0.484149 0.66129 0.038 Uiso 1 1 calc R U . . .
C12 C 0.3700(2) 0.48855(12) 0.79539(12) 0.0323(3) Uani 1 1 d . . . . .
H12 H 0.385 0.414411 0.80912 0.039 Uiso 1 1 calc R U . . .
C13 C 0.31372(19) 0.55624(11) 0.86332(11) 0.0278(3) Uani 1 1 d . . . . .
C14 C 0.29011(18) 0.66422(11) 0.84109(11) 0.0270(3) Uani 1 1 d . . . . .
H14 H 0.251629 0.709752 0.888205 0.032 Uiso 1 1 calc R U . . .
C15 C 0.32106(18) 0.70822(11) 0.75169(11) 0.0255(3) Uani 1 1 d . . . . .
C16 C 0.2660(2) 0.51519(12) 0.95630(11) 0.0312(3) Uani 1 1 d . . . . .
C17 C 0.2043(3) 0.35567(14) 1.03833(13) 0.0428(4) Uani 1 1 d . . . . .
H17A H 0.090827 0.376353 1.032694 0.051 Uiso 1 1 calc R U . . .
H17B H 0.283604 0.381898 1.11288 0.051 Uiso 1 1 calc R U . . .
C18 C 0.1909(3) 0.23345(16) 1.01489(18) 0.0565(5) Uani 1 1 d . . . . .
H18A H 0.116636 0.209026 0.939741 0.085 Uiso 1 1 calc R U . . .
H18B H 0.142216 0.196733 1.064942 0.085 Uiso 1 1 calc R U . . .
H18C H 0.304862 0.213707 1.024482 0.085 Uiso 1 1 calc R U . . .
C19 C 0.0757(2) 0.86536(14) 0.77587(14) 0.0378(4) Uani 1 1 d . . . . .
H19A H 0.024347 0.930627 0.750174 0.057 Uiso 1 1 calc R U . . .
H19B H 0.119069 0.875079 0.855632 0.057 Uiso 1 1 calc R U . . .
H19C H -0.01096 0.798637 0.749907 0.057 Uiso 1 1 calc R U . . .
C20 C 0.17352(19) 0.85147(11) 0.57130(11) 0.0287(3) Uani 1 1 d . . . . .
C21 C 0.0239(2) 0.77991(14) 0.50903(13) 0.0374(3) Uani 1 1 d . . . . .
H21 H -0.036186 0.733751 0.544565 0.045 Uiso 1 1 calc R U . . .
C22 C -0.0380(2) 0.77524(15) 0.39654(14) 0.0447(4) Uani 1 1 d . . . . .
H22 H -0.139681 0.726359 0.355688 0.054 Uiso 1 1 calc R U . . .
C23 C 0.0488(2) 0.84200(15) 0.34408(13) 0.0449(4) Uani 1 1 d . . . . .
H23 H 0.007708 0.838207 0.266983 0.054 Uiso 1 1 calc R U . . .
C24 C 0.1949(3) 0.91398(14) 0.40358(13) 0.0429(4) Uani 1 1 d . . . . .
H24 H 0.253771 0.960241 0.36746 0.051 Uiso 1 1 calc R U . . .
C25 C 0.2563(2) 0.91909(12) 0.51631(12) 0.0346(3) Uani 1 1 d . . . . .
H25 H 0.356473 0.96959 0.556554 0.042 Uiso 1 1 calc R U . . .
C26 C 0.4350(2) 0.96660(12) 0.79102(11) 0.0303(3) Uani 1 1 d . . . . .
C27 C 0.6063(2) 0.95683(13) 0.81051(13) 0.0373(4) Uani 1 1 d . . . . .
H27 H 0.63544 0.888439 0.787081 0.045 Uiso 1 1 calc R U . . .
C28 C 0.7362(2) 1.04491(14) 0.86355(14) 0.0425(4) Uani 1 1 d . . . . .
H28 H 0.852328 1.035895 0.876552 0.051 Uiso 1 1 calc R U . . .
C29 C 0.6965(2) 1.14534(13) 0.89730(13) 0.0412(4) Uani 1 1 d . . . . .
H29 H 0.785065 1.205567 0.933278 0.049 Uiso 1 1 calc R U . . .
C30 C 0.5287(3) 1.15766(13) 0.87861(14) 0.0459(4) Uani 1 1 d . . . . .
H30 H 0.500764 1.226734 0.901366 0.055 Uiso 1 1 calc R U . . .
C31 C 0.3992(2) 1.06932(13) 0.82642(14) 0.0420(4) Uani 1 1 d . . . . .
H31 H 0.283512 1.078958 0.814518 0.05 Uiso 1 1 calc R U . . .
N1 N 0.56050(16) 0.75500(10) 0.61409(10) 0.0317(3) Uani 1 1 d . . . . .
O1 O 0.22420(17) 0.57224(9) 1.02002(9) 0.0414(3) Uani 1 1 d . . . . .
O2 O 0.26900(16) 0.40599(8) 0.95819(9) 0.0382(3) Uani 1 1 d . . . . .
Si1 Si 0.25621(5) 0.84955(3) 0.72220(3) 0.02629(12) 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 C2 1.358(2) . ?
C1 N1 1.3660(19) . ?
C1 H1 0.95 . ?
C2 C3 1.411(2) . ?
C2 H2 0.95 . ?
C3 C4 1.416(2) . ?
C3 C8 1.4192(19) . ?
C4 C5 1.359(2) . ?
C4 H4 0.95 . ?
C5 C6 1.410(2) . ?
C5 H5 0.95 . ?
C6 C7 1.366(2) . ?
C6 H6 0.95 . ?
C7 C8 1.416(2) . ?
C7 H7 0.95 . ?
C8 C9 1.429(2) . ?
C9 N1 1.3190(19) . ?
C9 C10 1.4962(18) . ?
C10 C11 1.395(2) . ?
C10 C15 1.410(2) . ?
C11 C12 1.384(2) . ?
C11 H11 0.95 . ?
C12 C13 1.388(2) . ?
C12 H12 0.95 . ?
C13 C14 1.3930(19) . ?
C13 C16 1.4937(19) . ?
C14 C15 1.4030(18) . ?
C14 H14 0.95 . ?
C15 Si1 1.8979(14) . ?
C16 O1 1.2027(19) . ?
C16 O2 1.3364(18) . ?
C17 O2 1.4615(18) . ?
C17 C18 1.481(3) . ?
C17 H17A 0.99 . ?
C17 H17B 0.99 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 Si1 1.8723(16) . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 C25 1.392(2) . ?
C20 C21 1.403(2) . ?
C20 Si1 1.8721(14) . ?
C21 C22 1.387(2) . ?
C21 H21 0.95 . ?
C22 C23 1.383(3) . ?
C22 H22 0.95 . ?
C23 C24 1.378(3) . ?
C23 H23 0.95 . ?
C24 C25 1.390(2) . ?
C24 H24 0.95 . ?
C25 H25 0.95 . ?
C26 C27 1.391(2) . ?
C26 C31 1.399(2) . ?
C26 Si1 1.8742(15) . ?
C27 C28 1.392(2) . ?
C27 H27 0.95 . ?
C28 C29 1.381(2) . ?
C28 H28 0.95 . ?
C29 C30 1.371(3) . ?
C29 H29 0.95 . ?
C30 C31 1.391(2) . ?
C30 H30 0.95 . ?
C31 H31 0.95 . ?

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 C1 N1 123.95(14) . . ?
C2 C1 H1 118 . . ?
N1 C1 H1 118 . . ?
C1 C2 C3 119.48(13) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 123.05(13) . . ?
C2 C3 C8 117.79(13) . . ?
C4 C3 C8 119.16(14) . . ?
C5 C4 C3 120.53(13) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.48(14) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 120.51(15) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 120.44(14) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C7 C8 C3 118.88(13) . . ?
C7 C8 C9 123.64(13) . . ?
C3 C8 C9 117.46(13) . . ?
N1 C9 C8 123.52(13) . . ?
N1 C9 C10 115.62(12) . . ?
C8 C9 C10 120.85(12) . . ?
C11 C10 C15 120.56(12) . . ?
C11 C10 C9 117.09(13) . . ?
C15 C10 C9 122.34(12) . . ?
C12 C11 C10 121.26(14) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.32(13) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 119.57(13) . . ?
C12 C13 C16 122.27(13) . . ?
C14 C13 C16 118.04(13) . . ?
C13 C14 C15 122.44(13) . . ?
C13 C14 H14 118.8 . . ?
C15 C14 H14 118.8 . . ?
C14 C15 C10 116.83(12) . . ?
C14 C15 Si1 117.26(10) . . ?
C10 C15 Si1 125.57(10) . . ?
O1 C16 O2 123.63(13) . . ?
O1 C16 C13 124.42(13) . . ?
O2 C16 C13 111.91(12) . . ?
O2 C17 C18 107.27(14) . . ?
O2 C17 H17A 110.3 . . ?
C18 C17 H17A 110.3 . . ?
O2 C17 H17B 110.3 . . ?
C18 C17 H17B 110.3 . . ?
H17A C17 H17B 108.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 117.59(14) . . ?
C25 C20 Si1 123.04(12) . . ?
C21 C20 Si1 119.34(11) . . ?
C22 C21 C20 121.28(15) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C23 C22 C21 119.76(16) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 120.03(15) . . ?
C24 C23 H23 120 . . ?
C22 C23 H23 120 . . ?
C23 C24 C25 120.17(16) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C20 121.14(15) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
C27 C26 C31 116.90(14) . . ?
C27 C26 Si1 123.04(11) . . ?
C31 C26 Si1 120.05(13) . . ?
C26 C27 C28 121.55(15) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 120.13(17) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C30 C29 C28 119.63(15) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C29 C30 C31 120.18(16) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C30 C31 C26 121.61(17) . . ?
C30 C31 H31 119.2 . . ?
C26 C31 H31 119.2 . . ?
C9 N1 C1 117.65(13) . . ?
C16 O2 C17 115.82(12) . . ?
C19 Si1 C20 107.78(7) . . ?
C19 Si1 C26 108.48(7) . . ?
C20 Si1 C26 111.92(6) . . ?
C19 Si1 C15 107.12(7) . . ?
C20 Si1 C15 109.02(6) . . ?
C26 Si1 C15 112.30(6) . . ?



# 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_ValNHCIrCOD
_database_code_depnum_ccdc_archive 'CCDC 2223881'
loop_
_audit_author_name
_audit_author_address
'Sonia Mallet-Ladeira' CNRS
_audit_update_record             
;
2022-12-02 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;


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

_chemical_formula_moiety         'C25 H33 Ir N2 O2'
_chemical_formula_sum            'C25 H33 Ir N2 O2'
_chemical_formula_weight         585.75
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   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                   8.9043(5)
_cell_length_b                   14.2370(8)
_cell_length_c                   9.2991(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.794(3)
_cell_angle_gamma                90
_cell_volume                     1134.35(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    3936
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      26.02

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

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580

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

_exptl_absorpt_coefficient_mu    5.909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_correction_T_min  0.6528
_exptl_absorpt_correction_T_max  0.7475

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

_diffrn_ambient_temperature      101(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_number            57318
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.276
_diffrn_reflns_theta_max         32.577
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     1
_reflns_Friedel_coverage         0.933
_reflns_number_total             8278
_reflns_number_gt                7368
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0069P)²+1.7402P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8278
_refine_ls_number_parameters     276
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0571
_refine_ls_wR_factor_gt          0.0545
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3283 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(5)
_refine_diff_density_max         1.277
_refine_diff_density_min         -1.723
_refine_diff_density_rms         0.139

#----------------------------------------------------------------------------#
#                   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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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 0.1724(6) 0.6418(3) 0.3752(6) 0.0131(10) Uani 1 1 d . U . . .
C2 C 0.0595(7) 0.5730(4) 0.5384(7) 0.0188(11) Uani 1 1 d . . . . .
H2 H 0.024072 0.525282 0.592627 0.023 Uiso 1 1 calc R U . . .
C3 C 0.0426(6) 0.6662(4) 0.5513(6) 0.0187(13) Uani 1 1 d . . . . .
H3 H -0.006414 0.697447 0.616706 0.022 Uiso 1 1 calc R U . . .
C4 C 0.1586(7) 0.4674(4) 0.3741(6) 0.0164(10) Uani 1 1 d . . . . .
C5 C 0.0729(7) 0.4417(4) 0.2313(7) 0.0198(11) Uani 1 1 d . . . . .
C6 C 0.1004(7) 0.3535(4) 0.1789(7) 0.0212(12) Uani 1 1 d . . . . .
H6 H 0.044013 0.334953 0.080927 0.025 Uiso 1 1 calc R U . . .
C7 C 0.2086(7) 0.2920(4) 0.2666(7) 0.0200(12) Uani 1 1 d . . . . .
C8 C 0.2911(7) 0.3196(4) 0.4100(7) 0.0180(11) Uani 1 1 d . . . . .
H8 H 0.366052 0.27832 0.470374 0.022 Uiso 1 1 calc R U . . .
C9 C 0.2649(10) 0.4078(6) 0.4665(10) 0.0165(15) Uani 1 1 d . . . . .
C10 C -0.0469(8) 0.5051(5) 0.1320(8) 0.0310(15) Uani 1 1 d . . . . .
H10A H -0.110889 0.468715 0.047996 0.046 Uiso 1 1 calc R U . . .
H10B H 0.006031 0.5558 0.093811 0.046 Uiso 1 1 calc R U . . .
H10C H -0.113749 0.53196 0.189497 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2366(8) 0.1962(7) 0.2093(7) 0.0298(19) Uani 1 1 d . . . . .
H11A H 0.349046 0.183631 0.235595 0.045 Uiso 1 1 calc R U . . .
H11B H 0.194205 0.194459 0.100437 0.045 Uiso 1 1 calc R U . . .
H11C H 0.184919 0.148395 0.254765 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3547(7) 0.4360(4) 0.6238(6) 0.0212(12) Uani 1 1 d . . . . .
H12A H 0.388112 0.50163 0.623928 0.032 Uiso 1 1 calc R U . . .
H12B H 0.44662 0.395608 0.65822 0.032 Uiso 1 1 calc R U . . .
H12C H 0.287485 0.429069 0.690863 0.032 Uiso 1 1 calc R U . . .
C13 C 0.1171(11) 0.8103(6) 0.4278(10) 0.0149(17) Uani 1 1 d . . . . .
H13 H 0.048006 0.839757 0.483712 0.018 Uiso 1 1 calc R U . . .
C14 C 0.2858(7) 0.8454(4) 0.5004(7) 0.0181(11) Uani 1 1 d . . . . .
H14 H 0.357653 0.812621 0.450823 0.022 Uiso 1 1 calc R U . . .
C15 C 0.3381(8) 0.8231(5) 0.6667(7) 0.0293(14) Uani 1 1 d . . . . .
H15A H 0.442328 0.849418 0.71025 0.044 Uiso 1 1 calc R U . . .
H15B H 0.341327 0.754883 0.680981 0.044 Uiso 1 1 calc R U . . .
H15C H 0.264367 0.850759 0.716077 0.044 Uiso 1 1 calc R U . . .
C16 C 0.2981(10) 0.9510(6) 0.4769(12) 0.025(2) Uani 1 1 d . . . . .
H16A H 0.233034 0.984533 0.529724 0.037 Uiso 1 1 calc R U . . .
H16B H 0.262295 0.965268 0.369959 0.037 Uiso 1 1 calc R U . . .
H16C H 0.407028 0.970816 0.516127 0.037 Uiso 1 1 calc R U . . .
C17 C 0.0541(7) 0.8371(4) 0.2661(6) 0.0173(10) Uani 1 1 d . . . . .
C18 C 0.4906(7) 0.6287(4) 0.2841(7) 0.0194(11) Uani 1 1 d . . . . .
H18 H 0.520861 0.613228 0.393081 0.023 Uiso 1 1 calc R U . . .
C19 C 0.3930(7) 0.5603(4) 0.1937(7) 0.0198(12) Uani 1 1 d . . . . .
H19 H 0.36704 0.505892 0.250669 0.024 Uiso 1 1 calc R U . . .
C20 C 0.4011(8) 0.5360(4) 0.0371(7) 0.0262(13) Uani 1 1 d . . . . .
H20A H 0.372064 0.469228 0.016169 0.031 Uiso 1 1 calc R U . . .
H20B H 0.509625 0.544119 0.031113 0.031 Uiso 1 1 calc R U . . .
C21 C 0.2913(9) 0.5983(5) -0.0819(7) 0.0286(14) Uani 1 1 d . . . . .
H21A H 0.336954 0.606986 -0.166838 0.034 Uiso 1 1 calc R U . . .
H21B H 0.189851 0.565811 -0.11996 0.034 Uiso 1 1 calc R U . . .
C22 C 0.2640(7) 0.6923(9) -0.0224(6) 0.0261(15) Uani 1 1 d . . . . .
H22 H 0.169114 0.724422 -0.085848 0.031 Uiso 1 1 calc R U . . .
C23 C 0.3763(8) 0.7545(5) 0.0537(7) 0.0252(13) Uani 1 1 d . . . . .
H23 H 0.348951 0.822368 0.035101 0.03 Uiso 1 1 calc R U . . .
C24 C 0.5492(9) 0.7322(5) 0.0866(8) 0.0315(15) Uani 1 1 d . . . . .
H24A H 0.566241 0.691357 0.006224 0.038 Uiso 1 1 calc R U . . .
H24B H 0.607642 0.791248 0.085985 0.038 Uiso 1 1 calc R U . . .
C25 C 0.6129(6) 0.6836(10) 0.2354(6) 0.0275(11) Uani 1 1 d . . . . .
H25A H 0.697821 0.640492 0.228311 0.033 Uiso 1 1 calc R U . . .
H25B H 0.658314 0.731388 0.312352 0.033 Uiso 1 1 calc R U . . .
Ir1 Ir 0.26510(2) 0.68425(3) 0.20629(2) 0.01443(5) Uani 1 1 d . . . . .
N1 N 0.1380(9) 0.5604(5) 0.4317(9) 0.0151(15) Uani 1 1 d . . . . .
N2 N 0.1118(5) 0.7078(3) 0.4492(5) 0.0133(9) Uani 1 1 d . . . . .
O1 O -0.0336(6) 0.9046(3) 0.2356(5) 0.0254(10) Uani 1 1 d . . . . .
O2 O 0.0991(5) 0.7901(3) 0.1666(5) 0.0204(9) 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 N1 1.342(9) . ?
C1 N2 1.361(6) . ?
C1 Ir1 2.054(5) . ?
C2 C3 1.344(7) . ?
C2 N1 1.373(10) . ?
C2 H2 0.95 . ?
C3 N2 1.397(7) . ?
C3 H3 0.95 . ?
C4 C9 1.382(10) . ?
C4 C5 1.389(8) . ?
C4 N1 1.458(9) . ?
C5 C6 1.393(8) . ?
C5 C10 1.506(9) . ?
C6 C7 1.390(9) . ?
C6 H6 0.95 . ?
C7 C8 1.393(8) . ?
C7 C11 1.510(11) . ?
C8 C9 1.405(10) . ?
C8 H8 0.95 . ?
C9 C12 1.518(10) . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 N2 1.475(10) . ?
C13 C17 1.504(11) . ?
C13 C14 1.552(11) . ?
C13 H13 1 . ?
C14 C15 1.523(8) . ?
C14 C16 1.527(10) . ?
C14 H14 1 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 O1 1.221(7) . ?
C17 O2 1.291(7) . ?
C18 C19 1.419(9) . ?
C18 C25 1.507(11) . ?
C18 Ir1 2.095(6) . ?
C18 H18 1 . ?
C19 C20 1.517(9) . ?
C19 Ir1 2.121(6) . ?
C19 H19 1 . ?
C20 C21 1.543(9) . ?
C20 H20A 0.99 . ?
C20 H20B 0.99 . ?
C21 C22 1.493(12) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C22 C23 1.378(12) . ?
C22 Ir1 2.127(5) . ?
C22 H22 1 . ?
C23 C24 1.519(10) . ?
C23 Ir1 2.181(6) . ?
C23 H23 1 . ?
C24 C25 1.512(11) . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
Ir1 O2 2.073(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 103.5(5) . . ?
N1 C1 Ir1 137.4(5) . . ?
N2 C1 Ir1 118.7(3) . . ?
C3 C2 N1 106.6(6) . . ?
C3 C2 H2 126.7 . . ?
N1 C2 H2 126.7 . . ?
C2 C3 N2 106.1(5) . . ?
C2 C3 H3 127 . . ?
N2 C3 H3 127 . . ?
C9 C4 C5 122.5(6) . . ?
C9 C4 N1 117.5(6) . . ?
C5 C4 N1 119.9(6) . . ?
C4 C5 C6 117.9(6) . . ?
C4 C5 C10 122.8(6) . . ?
C6 C5 C10 119.2(6) . . ?
C7 C6 C5 121.5(6) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 119.0(5) . . ?
C6 C7 C11 121.1(6) . . ?
C8 C7 C11 119.9(6) . . ?
C7 C8 C9 120.8(6) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C4 C9 C8 118.1(7) . . ?
C4 C9 C12 121.9(7) . . ?
C8 C9 C12 119.9(7) . . ?
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 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C17 111.7(6) . . ?
N2 C13 C14 108.9(6) . . ?
C17 C13 C14 114.0(7) . . ?
N2 C13 H13 107.3 . . ?
C17 C13 H13 107.3 . . ?
C14 C13 H13 107.3 . . ?
C15 C14 C16 109.6(6) . . ?
C15 C14 C13 111.5(6) . . ?
C16 C14 C13 110.7(6) . . ?
C15 C14 H14 108.3 . . ?
C16 C14 H14 108.3 . . ?
C13 C14 H14 108.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 O2 123.0(5) . . ?
O1 C17 C13 118.2(6) . . ?
O2 C17 C13 118.7(5) . . ?
C19 C18 C25 123.7(6) . . ?
C19 C18 Ir1 71.3(3) . . ?
C25 C18 Ir1 113.8(5) . . ?
C19 C18 H18 113.7 . . ?
C25 C18 H18 113.7 . . ?
Ir1 C18 H18 113.7 . . ?
C18 C19 C20 122.9(6) . . ?
C18 C19 Ir1 69.4(3) . . ?
C20 C19 Ir1 114.2(4) . . ?
C18 C19 H19 114.2 . . ?
C20 C19 H19 114.2 . . ?
Ir1 C19 H19 114.2 . . ?
C19 C20 C21 111.8(5) . . ?
C19 C20 H20A 109.3 . . ?
C21 C20 H20A 109.3 . . ?
C19 C20 H20B 109.3 . . ?
C21 C20 H20B 109.3 . . ?
H20A C20 H20B 107.9 . . ?
C22 C21 C20 112.6(5) . . ?
C22 C21 H21A 109.1 . . ?
C20 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C20 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 126.7(6) . . ?
C23 C22 Ir1 73.5(4) . . ?
C21 C22 Ir1 111.4(6) . . ?
C23 C22 H22 112.8 . . ?
C21 C22 H22 112.8 . . ?
Ir1 C22 H22 112.8 . . ?
C22 C23 C24 121.5(6) . . ?
C22 C23 Ir1 69.2(4) . . ?
C24 C23 Ir1 112.8(4) . . ?
C22 C23 H23 115 . . ?
C24 C23 H23 115 . . ?
Ir1 C23 H23 115 . . ?
C25 C24 C23 112.8(5) . . ?
C25 C24 H24A 109 . . ?
C23 C24 H24A 109 . . ?
C25 C24 H24B 109 . . ?
C23 C24 H24B 109 . . ?
H24A C24 H24B 107.8 . . ?
C18 C25 C24 113.0(5) . . ?
C18 C25 H25A 109 . . ?
C24 C25 H25A 109 . . ?
C18 C25 H25B 109 . . ?
C24 C25 H25B 109 . . ?
H25A C25 H25B 107.8 . . ?
C1 Ir1 O2 86.27(18) . . ?
C1 Ir1 C18 99.9(2) . . ?
O2 Ir1 C18 154.9(2) . . ?
C1 Ir1 C19 97.5(2) . . ?
O2 Ir1 C19 164.3(2) . . ?
C18 Ir1 C19 39.3(2) . . ?
C1 Ir1 C22 152.5(3) . . ?
O2 Ir1 C22 88.5(3) . . ?
C18 Ir1 C22 96.2(2) . . ?
C19 Ir1 C22 81.1(3) . . ?
C1 Ir1 C23 168.6(2) . . ?
O2 Ir1 C23 88.8(2) . . ?
C18 Ir1 C23 80.5(2) . . ?
C19 Ir1 C23 90.0(2) . . ?
C22 Ir1 C23 37.3(3) . . ?
C1 N1 C2 112.7(6) . . ?
C1 N1 C4 125.1(6) . . ?
C2 N1 C4 121.6(6) . . ?
C1 N2 C3 111.1(4) . . ?
C1 N2 C13 125.7(5) . . ?
C3 N2 C13 123.2(5) . . ?
C17 O2 Ir1 126.5(4) . . ?



# END of CIF
