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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_t101opma
_database_code_depnum_ccdc_archive 'CCDC 1437480'
_audit_update_record             
;
2016-04-09 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H31 Ir N2 O'
_chemical_formula_weight         555.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.2300(2)
_cell_length_b                   13.5480(5)
_cell_length_c                   22.4250(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2196.57(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    43158
_cell_measurement_2theta_min     3.01
_cell_measurement_2theta_max     52.26

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    6.094
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.3729
_exptl_absorpt_correction_T_max  0.5969
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       Omega-Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8254
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         25.62
_reflns_number_total             4141
_reflns_number_gt                3831
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       X-AREA-STOE
_computing_cell_refinement       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0197P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.460(9)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4141
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0443
_refine_ls_wR_factor_gt          0.0440
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_restrained_S_all      0.927
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2972(9) 1.0609(4) 0.41478(18) 0.0448(13) Uani 1 1 d . . .
H1 H 0.2779 1.0484 0.3713 0.054 Uiso 1 1 calc R . .
C2 C 0.4766(9) 1.0342(4) 0.4353(2) 0.0431(15) Uani 1 1 d . . .
H2 H 0.5596 1.0067 0.4037 0.052 Uiso 1 1 calc R . .
C3 C 0.5776(11) 1.0904(4) 0.4849(3) 0.0630(19) Uani 1 1 d . . .
H3A H 0.7127 1.0856 0.4784 0.076 Uiso 1 1 calc R . .
H3B H 0.5429 1.1611 0.4831 0.076 Uiso 1 1 calc R . .
C4 C 0.5306(12) 1.0498(5) 0.5465(3) 0.068(2) Uani 1 1 d . . .
H4A H 0.6307 1.0045 0.5591 0.082 Uiso 1 1 calc R . .
H4B H 0.5271 1.1053 0.5752 0.082 Uiso 1 1 calc R . .
C5 C 0.3540(10) 0.9968(4) 0.5494(2) 0.0469(16) Uani 1 1 d . . .
H5 H 0.3464 0.9495 0.5835 0.056 Uiso 1 1 calc R . .
C6 C 0.1761(10) 1.0351(3) 0.5314(2) 0.0475(16) Uani 1 1 d . . .
H6 H 0.0689 1.0110 0.5555 0.057 Uiso 1 1 calc R . .
C7 C 0.1556(14) 1.1407(4) 0.5071(3) 0.071(3) Uani 1 1 d . . .
H7A H 0.2485 1.1838 0.5264 0.086 Uiso 1 1 calc R . .
H7B H 0.0313 1.1662 0.5175 0.086 Uiso 1 1 calc R . .
C8 C 0.1811(13) 1.1451(4) 0.4391(2) 0.062(2) Uani 1 1 d . . .
H8A H 0.0580 1.1436 0.4198 0.074 Uiso 1 1 calc R . .
H8B H 0.2408 1.2085 0.4284 0.074 Uiso 1 1 calc R . .
C9 C 0.1595(6) 0.7321(3) 0.4719(2) 0.0292(10) Uani 1 1 d . . .
H9A H 0.0570 0.6882 0.4843 0.035 Uiso 1 1 calc R . .
H9B H 0.2772 0.6959 0.4775 0.035 Uiso 1 1 calc R . .
C10 C 0.1364(7) 0.7593(3) 0.4061(2) 0.0271(10) Uani 1 1 d . . .
H10 H 0.1588 0.6998 0.3807 0.032 Uiso 1 1 calc R . .
C11 C -0.0547(7) 0.8009(4) 0.3930(2) 0.0340(12) Uani 1 1 d . . .
H11A H -0.1470 0.7474 0.3977 0.041 Uiso 1 1 calc R . .
H11B H -0.0834 0.8524 0.4229 0.041 Uiso 1 1 calc R . .
C12 C -0.0742(7) 0.8448(4) 0.3316(2) 0.0372(13) Uani 1 1 d . . .
C13 C -0.0848(8) 0.9458(5) 0.3235(2) 0.0518(15) Uani 1 1 d . . .
H13 H -0.0812 0.9875 0.3575 0.062 Uiso 1 1 calc R . .
C14 C -0.1003(10) 0.9879(6) 0.2679(3) 0.070(2) Uani 1 1 d . . .
H14 H -0.1097 1.0576 0.2641 0.084 Uiso 1 1 calc R . .
C15 C -0.1022(10) 0.9309(9) 0.2189(3) 0.079(2) Uani 1 1 d . . .
H15 H -0.1093 0.9608 0.1806 0.095 Uiso 1 1 calc R . .
C16 C -0.0941(10) 0.8307(8) 0.2234(3) 0.074(2) Uani 1 1 d . . .
H16 H -0.0997 0.7908 0.1886 0.089 Uiso 1 1 calc R . .
C17 C -0.0770(9) 0.7861(6) 0.2807(2) 0.0521(16) Uani 1 1 d . . .
H17 H -0.0675 0.7164 0.2842 0.062 Uiso 1 1 calc R . .
C18 C 0.4657(7) 0.7921(4) 0.3808(2) 0.0268(11) Uani 1 1 d . . .
H18A H 0.4941 0.7411 0.4111 0.032 Uiso 1 1 calc R . .
H18B H 0.5614 0.8442 0.3834 0.032 Uiso 1 1 calc R . .
C19 C 0.4693(8) 0.7466(4) 0.3199(2) 0.0291(11) Uani 1 1 d . . .
C20 C 0.5146(9) 0.6493(4) 0.3092(2) 0.0373(13) Uani 1 1 d . . .
H20 H 0.5449 0.6065 0.3413 0.045 Uiso 1 1 calc R . .
C21 C 0.5154(10) 0.6145(4) 0.2505(3) 0.0475(15) Uani 1 1 d . . .
H21 H 0.5439 0.5475 0.2419 0.057 Uiso 1 1 calc R . .
C22 C 0.4734(10) 0.6802(5) 0.2056(2) 0.0483(16) Uani 1 1 d . . .
H22 H 0.4749 0.6589 0.1652 0.058 Uiso 1 1 calc R . .
C23 C 0.4291(8) 0.7772(4) 0.2189(2) 0.0370(13) Uani 1 1 d . . .
C24 C 0.3884(10) 0.8502(5) 0.1708(2) 0.0535(16) Uani 1 1 d . . .
H24A H 0.4997 0.8890 0.1625 0.080 Uiso 1 1 calc R . .
H24B H 0.2888 0.8942 0.1839 0.080 Uiso 1 1 calc R . .
H24C H 0.3501 0.8151 0.1347 0.080 Uiso 1 1 calc R . .
N1 N 0.2801(6) 0.8357(2) 0.39321(15) 0.0242(8) Uani 1 1 d . . .
N2 N 0.4270(6) 0.8103(3) 0.27540(17) 0.0330(10) Uani 1 1 d . . .
O1 O 0.1596(5) 0.8187(2) 0.50782(13) 0.0307(8) Uani 1 1 d . . .
Ir1 Ir 0.27644(2) 0.933902(12) 0.467191(7) 0.02899(5) Uani 1 1 d . . .
H1N H 0.243(6) 0.867(2) 0.3646(16) 0.003(8) Uiso 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.423(9) . ?
C1 C8 1.518(8) . ?
C1 Ir1 2.089(5) . ?
C2 C3 1.534(8) . ?
C2 Ir1 2.110(5) . ?
C3 C4 1.525(8) . ?
C4 C5 1.467(10) . ?
C5 C6 1.444(9) . ?
C5 Ir1 2.107(5) . ?
C6 C7 1.538(7) . ?
C6 Ir1 2.117(5) . ?
C7 C8 1.539(7) . ?
C9 O1 1.425(5) . ?
C9 C10 1.530(6) . ?
C10 N1 1.495(6) . ?
C10 C11 1.520(7) . ?
C11 C12 1.508(7) . ?
C12 C13 1.382(9) . ?
C12 C17 1.390(8) . ?
C13 C14 1.377(8) . ?
C14 C15 1.343(12) . ?
C15 C16 1.363(12) . ?
C16 C17 1.425(10) . ?
C18 N1 1.492(6) . ?
C18 C19 1.499(6) . ?
C19 N2 1.354(6) . ?
C19 C20 1.380(7) . ?
C20 C21 1.398(8) . ?
C21 C22 1.379(8) . ?
C22 C23 1.385(8) . ?
C23 N2 1.344(6) . ?
C23 C24 1.492(7) . ?
N1 Ir1 2.127(3) . ?
O1 Ir1 1.995(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C8 125.4(5) . . ?
C2 C1 Ir1 71.0(3) . . ?
C8 C1 Ir1 112.2(4) . . ?
C1 C2 C3 122.9(5) . . ?
C1 C2 Ir1 69.4(3) . . ?
C3 C2 Ir1 113.6(4) . . ?
C4 C3 C2 111.8(5) . . ?
C5 C4 C3 114.3(5) . . ?
C6 C5 C4 126.0(5) . . ?
C6 C5 Ir1 70.4(3) . . ?
C4 C5 Ir1 113.0(4) . . ?
C5 C6 C7 121.3(6) . . ?
C5 C6 Ir1 69.6(3) . . ?
C7 C6 Ir1 113.2(4) . . ?
C6 C7 C8 112.1(5) . . ?
C1 C8 C7 113.2(5) . . ?
O1 C9 C10 110.3(3) . . ?
N1 C10 C11 109.7(4) . . ?
N1 C10 C9 106.1(4) . . ?
C11 C10 C9 111.9(4) . . ?
C12 C11 C10 114.0(4) . . ?
C13 C12 C17 117.3(5) . . ?
C13 C12 C11 121.0(5) . . ?
C17 C12 C11 121.7(5) . . ?
C14 C13 C12 122.2(7) . . ?
C15 C14 C13 120.3(8) . . ?
C14 C15 C16 120.7(7) . . ?
C15 C16 C17 119.6(7) . . ?
C12 C17 C16 119.9(7) . . ?
N1 C18 C19 110.4(4) . . ?
N2 C19 C20 122.3(5) . . ?
N2 C19 C18 113.9(4) . . ?
C20 C19 C18 123.7(5) . . ?
C19 C20 C21 119.2(5) . . ?
C22 C21 C20 118.0(5) . . ?
C21 C22 C23 120.4(5) . . ?
N2 C23 C22 121.6(5) . . ?
N2 C23 C24 117.2(5) . . ?
C22 C23 C24 121.2(5) . . ?
C18 N1 C10 112.7(4) . . ?
C18 N1 Ir1 113.9(3) . . ?
C10 N1 Ir1 105.9(3) . . ?
C23 N2 C19 118.6(4) . . ?
C9 O1 Ir1 112.7(3) . . ?
O1 Ir1 C1 158.69(19) . . ?
O1 Ir1 C5 91.69(17) . . ?
C1 Ir1 C5 98.05(19) . . ?
O1 Ir1 C2 161.6(2) . . ?
C1 Ir1 C2 39.6(2) . . ?
C5 Ir1 C2 81.6(2) . . ?
O1 Ir1 C6 92.90(17) . . ?
C1 Ir1 C6 82.76(19) . . ?
C5 Ir1 C6 40.0(3) . . ?
C2 Ir1 C6 92.8(2) . . ?
O1 Ir1 N1 82.67(13) . . ?
C1 Ir1 N1 94.31(16) . . ?
C5 Ir1 N1 158.8(2) . . ?
C2 Ir1 N1 97.46(18) . . ?
C6 Ir1 N1 160.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.62
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.779
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.106
####################################################################### 
# 
# 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_t108mcma
_database_code_depnum_ccdc_archive 'CCDC 1437481'
_audit_update_record             
;
2016-04-09 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H48 Ir2 N2 O'
_chemical_formula_weight         933.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   34.9260(6)
_cell_length_b                   10.3380(3)
_cell_length_c                   23.4380(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 131.149(3)
_cell_angle_gamma                90.00
_cell_volume                     6372.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    39274
_cell_measurement_2theta_min     2.31
_cell_measurement_2theta_max     52.53

_exptl_crystal_description       needle-like
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.945
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3616
_exptl_absorpt_coefficient_mu    8.379
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.3222
_exptl_absorpt_correction_T_max  0.5653
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       Omega-Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22210
_diffrn_reflns_av_R_equivalents  0.0994
_diffrn_reflns_av_sigmaI/netI    0.0678
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         25.65
_reflns_number_total             6021
_reflns_number_gt                4923
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       X-AREA-STOE
_computing_cell_refinement       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0687P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_chemical_absolute_configuration syn
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6021
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1106
_refine_ls_wR_factor_gt          0.1068
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.154831(11) 0.29127(3) 0.673748(17) 0.04090(11) Uani 1 1 d . . .
Ir2 Ir 0.102673(11) 0.17322(3) 0.521261(17) 0.04094(11) Uani 1 1 d . . .
C1 C 0.1752(3) 0.1353(8) 0.7460(5) 0.0504(19) Uani 1 1 d . . .
H1 H 0.1945 0.0661 0.7443 0.060 Uiso 1 1 calc R . .
C2 C 0.1213(3) 0.1291(8) 0.6841(5) 0.052(2) Uani 1 1 d . . .
H2 H 0.1098 0.0574 0.6472 0.063 Uiso 1 1 calc R . .
C3 C 0.0831(4) 0.1685(10) 0.6922(6) 0.062(2) Uani 1 1 d . . .
H3A H 0.0976 0.1483 0.7443 0.075 Uiso 1 1 calc R . .
H3B H 0.0520 0.1158 0.6569 0.075 Uiso 1 1 calc R . .
C4 C 0.0683(3) 0.3122(9) 0.6764(6) 0.056(2) Uani 1 1 d . . .
H4A H 0.0362 0.3226 0.6233 0.068 Uiso 1 1 calc R . .
H4B H 0.0624 0.3429 0.7100 0.068 Uiso 1 1 calc R . .
O1 O 0.1745(2) 0.4604(5) 0.6558(3) 0.0489(13) Uani 1 1 d . . .
C5 C 0.1092(3) 0.3929(9) 0.6892(5) 0.054(2) Uani 1 1 d . . .
H5 H 0.0973 0.4795 0.6640 0.065 Uiso 1 1 calc R . .
C6 C 0.1612(3) 0.3911(8) 0.7592(5) 0.0478(18) Uani 1 1 d . . .
H6 H 0.1788 0.4767 0.7735 0.057 Uiso 1 1 calc R . .
C7 C 0.1795(4) 0.3085(9) 0.8259(5) 0.052(2) Uani 1 1 d . . .
H7A H 0.1508 0.2917 0.8242 0.063 Uiso 1 1 calc R . .
H7B H 0.2061 0.3560 0.8734 0.063 Uiso 1 1 calc R . .
C8 C 0.2011(4) 0.1802(9) 0.8266(5) 0.055(2) Uani 1 1 d . . .
H8A H 0.1963 0.1138 0.8518 0.066 Uiso 1 1 calc R . .
H8B H 0.2381 0.1896 0.8562 0.066 Uiso 1 1 calc R . .
C9 C 0.1953(3) 0.4432(8) 0.6239(5) 0.0495(19) Uani 1 1 d . . .
H9A H 0.1736 0.4905 0.5751 0.059 Uiso 1 1 calc R . .
H9B H 0.2287 0.4877 0.6569 0.059 Uiso 1 1 calc R . .
C10 C 0.2032(3) 0.3249(8) 0.6097(5) 0.0481(19) Uani 1 1 d . . .
H10 H 0.2367 0.3128 0.6620 0.058 Uiso 1 1 calc R . .
C11 C 0.2248(3) 0.3053(8) 0.5718(5) 0.0460(18) Uani 1 1 d . . .
H11A H 0.2025 0.2434 0.5296 0.055 Uiso 1 1 calc R . .
H11B H 0.2225 0.3888 0.5490 0.055 Uiso 1 1 calc R . .
C12 C 0.2785(3) 0.2572(8) 0.6191(4) 0.0432(17) Uani 1 1 d . . .
C13 C 0.3172(3) 0.3073(9) 0.6903(5) 0.053(2) Uani 1 1 d . . .
H13 H 0.3095 0.3723 0.7101 0.064 Uiso 1 1 calc R . .
N1 N 0.1307(2) -0.0115(7) 0.5693(4) 0.0449(15) Uani 1 1 d . . .
N2 N 0.1787(2) 0.2187(6) 0.6155(4) 0.0405(14) Uani 1 1 d . . .
C14 C 0.3670(3) 0.2648(10) 0.7337(5) 0.059(2) Uani 1 1 d . . .
H14 H 0.3930 0.3007 0.7825 0.071 Uiso 1 1 calc R . .
C15 C 0.3785(3) 0.1704(9) 0.7057(5) 0.056(2) Uani 1 1 d . . .
H15 H 0.4124 0.1400 0.7353 0.067 Uiso 1 1 calc R . .
C16 C 0.3406(3) 0.1201(9) 0.6344(5) 0.0509(19) Uani 1 1 d . . .
H16 H 0.3485 0.0569 0.6141 0.061 Uiso 1 1 calc R . .
C17 C 0.2913(3) 0.1617(8) 0.5926(5) 0.0448(17) Uani 1 1 d . . .
H17 H 0.2654 0.1240 0.5444 0.054 Uiso 1 1 calc R . .
C18 C 0.2103(3) 0.1005(7) 0.6439(4) 0.0413(16) Uani 1 1 d . . .
H18A H 0.2382 0.1077 0.6995 0.050 Uiso 1 1 calc R . .
H18B H 0.2256 0.0930 0.6206 0.050 Uiso 1 1 calc R . .
C19 C 0.1802(3) -0.0181(7) 0.6268(4) 0.0399(16) Uani 1 1 d . . .
C20 C 0.2035(3) -0.1323(8) 0.6670(5) 0.0472(18) Uani 1 1 d . . .
H20 H 0.2391 -0.1345 0.7086 0.057 Uiso 1 1 calc R . .
C21 C 0.1746(3) -0.2424(8) 0.6463(5) 0.0505(19) Uani 1 1 d . . .
H21 H 0.1899 -0.3215 0.6728 0.061 Uiso 1 1 calc R . .
C22 C 0.1231(3) -0.2343(8) 0.5862(5) 0.0489(19) Uani 1 1 d . . .
H22 H 0.1023 -0.3085 0.5706 0.059 Uiso 1 1 calc R . .
C23 C 0.1020(3) -0.1199(8) 0.5489(5) 0.0478(18) Uani 1 1 d . . .
H23 H 0.0663 -0.1156 0.5076 0.057 Uiso 1 1 calc R . .
C24 C 0.0743(3) 0.3664(8) 0.4834(5) 0.0487(18) Uani 1 1 d . . .
H24 H 0.0971 0.4353 0.5212 0.058 Uiso 1 1 calc R . .
C25 C 0.0894(3) 0.3158(8) 0.4450(5) 0.0500(19) Uani 1 1 d . . .
H25 H 0.1213 0.3558 0.4611 0.060 Uiso 1 1 calc R . .
C26 C 0.0533(4) 0.2699(9) 0.3631(5) 0.056(2) Uani 1 1 d . . .
H26A H 0.0730 0.2268 0.3518 0.067 Uiso 1 1 calc R . .
H26B H 0.0357 0.3454 0.3289 0.067 Uiso 1 1 calc R . .
C27 C 0.0134(3) 0.1745(10) 0.3480(5) 0.057(2) Uani 1 1 d . . .
H27A H -0.0170 0.2233 0.3308 0.068 Uiso 1 1 calc R . .
H27B H 0.0028 0.1142 0.3070 0.068 Uiso 1 1 calc R . .
C28 C 0.0343(3) 0.0987(9) 0.4178(5) 0.0506(19) Uani 1 1 d . . .
H28 H 0.0347 0.0030 0.4119 0.061 Uiso 1 1 calc R . .
C29 C 0.0265(3) 0.1358(9) 0.4679(5) 0.0501(19) Uani 1 1 d . . .
H29 H 0.0217 0.0618 0.4901 0.060 Uiso 1 1 calc R . .
C30 C -0.0011(3) 0.2580(10) 0.4578(5) 0.057(2) Uani 1 1 d . . .
H30A H 0.0029 0.2707 0.5033 0.068 Uiso 1 1 calc R . .
H30B H -0.0378 0.2467 0.4139 0.068 Uiso 1 1 calc R . .
C31 C 0.0176(3) 0.3802(9) 0.4453(5) 0.059(2) Uani 1 1 d . . .
H31A H 0.0136 0.4560 0.4669 0.071 Uiso 1 1 calc R . .
H31B H -0.0034 0.3951 0.3903 0.071 Uiso 1 1 calc R . .
C32 C 0.1575(6) 0.9894(16) 0.4274(9) 0.127(7) Uani 1 1 d . . .
H32A H 0.1934 0.9752 0.4720 0.190 Uiso 1 1 calc R . .
H32B H 0.1447 1.0643 0.4360 0.190 Uiso 1 1 calc R . .
H32C H 0.1543 1.0056 0.3831 0.190 Uiso 1 1 calc R . .
C33 C 0.1294(5) 0.8801(14) 0.4143(8) 0.092(4) Uani 1 1 d . . .
C34 C 0.0798(4) 0.8687(12) 0.3578(7) 0.078(3) Uani 1 1 d . . .
H34 H 0.0613 0.9356 0.3211 0.093 Uiso 1 1 calc R . .
C35 C 0.0545(8) 0.756(2) 0.3523(12) 0.130(6) Uani 1 1 d . . .
H35 H 0.0185 0.7561 0.3140 0.156 Uiso 1 1 calc R . .
C36 C 0.0745(7) 0.6564(15) 0.3925(9) 0.105(5) Uani 1 1 d . . .
H36 H 0.0553 0.5838 0.3862 0.126 Uiso 1 1 calc R . .
C37 C 0.1318(10) 0.6622(19) 0.4518(11) 0.134(7) Uani 1 1 d . . .
H37 H 0.1507 0.5881 0.4814 0.160 Uiso 1 1 calc R . .
C38 C 0.1552(6) 0.7706(17) 0.4619(7) 0.098(5) Uani 1 1 d . . .
H38 H 0.1909 0.7759 0.5028 0.118 Uiso 1 1 calc R . .


_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
Ir1 O1 2.021(6) . ?
Ir1 C1 2.094(8) . ?
Ir1 C5 2.129(7) . ?
Ir1 C6 2.130(8) . ?
Ir1 C2 2.148(8) . ?
Ir1 N2 2.151(6) . ?
Ir1 Ir2 3.0022(4) . ?
Ir2 C29 2.100(7) . ?
Ir2 N1 2.103(7) . ?
Ir2 N2 2.106(6) . ?
Ir2 C25 2.120(8) . ?
Ir2 C28 2.134(8) . ?
Ir2 C24 2.145(8) . ?
C1 C2 1.435(12) . ?
C1 C8 1.536(12) . ?
C2 C3 1.521(12) . ?
C3 C4 1.536(13) . ?
C4 C5 1.504(12) . ?
O1 C9 1.356(9) . ?
C5 C6 1.438(12) . ?
C6 C7 1.507(12) . ?
C7 C8 1.521(12) . ?
C9 C10 1.342(11) . ?
C10 N2 1.452(10) . ?
C10 C11 1.509(11) . ?
C11 C12 1.503(11) . ?
C12 C13 1.383(12) . ?
C12 C17 1.388(11) . ?
C13 C14 1.386(13) . ?
N1 C19 1.322(9) . ?
N1 C23 1.363(10) . ?
N2 C18 1.478(9) . ?
C14 C15 1.377(14) . ?
C15 C16 1.380(13) . ?
C16 C17 1.373(11) . ?
C18 C19 1.486(10) . ?
C19 C20 1.391(11) . ?
C20 C21 1.379(12) . ?
C21 C22 1.375(12) . ?
C22 C23 1.363(12) . ?
C24 C25 1.410(12) . ?
C24 C31 1.553(11) . ?
C25 C26 1.522(13) . ?
C26 C27 1.544(13) . ?
C27 C28 1.501(12) . ?
C28 C29 1.422(12) . ?
C29 C30 1.510(12) . ?
C30 C31 1.536(13) . ?
C32 C33 1.394(18) . ?
C33 C34 1.322(17) . ?
C33 C38 1.42(2) . ?
C34 C35 1.42(2) . ?
C35 C36 1.25(2) . ?
C36 C37 1.51(3) . ?
C37 C38 1.31(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ir1 C1 148.5(3) . . ?
O1 Ir1 C5 90.2(3) . . ?
C1 Ir1 C5 97.9(3) . . ?
O1 Ir1 C6 86.4(3) . . ?
C1 Ir1 C6 81.0(3) . . ?
C5 Ir1 C6 39.5(3) . . ?
O1 Ir1 C2 169.6(3) . . ?
C1 Ir1 C2 39.5(3) . . ?
C5 Ir1 C2 80.9(3) . . ?
C6 Ir1 C2 90.0(3) . . ?
O1 Ir1 N2 80.9(2) . . ?
C1 Ir1 N2 100.2(3) . . ?
C5 Ir1 N2 157.9(3) . . ?
C6 Ir1 N2 157.2(3) . . ?
C2 Ir1 N2 105.5(3) . . ?
O1 Ir1 Ir2 97.28(16) . . ?
C1 Ir1 Ir2 105.4(2) . . ?
C5 Ir1 Ir2 117.9(3) . . ?
C6 Ir1 Ir2 157.3(2) . . ?
C2 Ir1 Ir2 82.4(2) . . ?
N2 Ir1 Ir2 44.55(17) . . ?
C29 Ir2 N1 96.4(3) . . ?
C29 Ir2 N2 153.5(3) . . ?
N1 Ir2 N2 79.7(2) . . ?
C29 Ir2 C25 97.9(3) . . ?
N1 Ir2 C25 148.2(3) . . ?
N2 Ir2 C25 98.9(3) . . ?
C29 Ir2 C28 39.2(3) . . ?
N1 Ir2 C28 93.4(3) . . ?
N2 Ir2 C28 165.5(3) . . ?
C25 Ir2 C28 80.3(3) . . ?
C29 Ir2 C24 82.2(3) . . ?
N1 Ir2 C24 173.0(3) . . ?
N2 Ir2 C24 98.4(3) . . ?
C25 Ir2 C24 38.6(3) . . ?
C28 Ir2 C24 89.9(3) . . ?
C29 Ir2 Ir1 108.8(2) . . ?
N1 Ir2 Ir1 91.59(18) . . ?
N2 Ir2 Ir1 45.76(17) . . ?
C25 Ir2 Ir1 110.2(2) . . ?
C28 Ir2 Ir1 148.0(2) . . ?
C24 Ir2 Ir1 82.4(2) . . ?
C2 C1 C8 125.2(7) . . ?
C2 C1 Ir1 72.2(5) . . ?
C8 C1 Ir1 111.9(6) . . ?
C1 C2 C3 122.5(8) . . ?
C1 C2 Ir1 68.2(5) . . ?
C3 C2 Ir1 113.1(6) . . ?
C2 C3 C4 114.4(7) . . ?
C5 C4 C3 111.3(7) . . ?
C9 O1 Ir1 112.4(5) . . ?
C6 C5 C4 122.8(8) . . ?
C6 C5 Ir1 70.3(4) . . ?
C4 C5 Ir1 114.2(6) . . ?
C5 C6 C7 123.1(8) . . ?
C5 C6 Ir1 70.2(4) . . ?
C7 C6 Ir1 114.3(6) . . ?
C6 C7 C8 112.0(7) . . ?
C7 C8 C1 111.4(7) . . ?
C10 C9 O1 121.9(8) . . ?
C9 C10 N2 115.8(7) . . ?
C9 C10 C11 122.2(8) . . ?
N2 C10 C11 120.4(7) . . ?
C12 C11 C10 118.3(7) . . ?
C13 C12 C17 117.4(8) . . ?
C13 C12 C11 121.4(8) . . ?
C17 C12 C11 121.2(7) . . ?
C12 C13 C14 121.6(9) . . ?
C19 N1 C23 118.9(7) . . ?
C19 N1 Ir2 115.4(5) . . ?
C23 N1 Ir2 125.7(5) . . ?
C10 N2 C18 111.0(6) . . ?
C10 N2 Ir2 119.0(5) . . ?
C18 N2 Ir2 109.8(5) . . ?
C10 N2 Ir1 107.1(5) . . ?
C18 N2 Ir1 119.1(5) . . ?
Ir2 N2 Ir1 89.7(2) . . ?
C15 C14 C13 119.6(9) . . ?
C14 C15 C16 119.7(8) . . ?
C17 C16 C15 120.0(8) . . ?
C16 C17 C12 121.7(8) . . ?
N2 C18 C19 112.2(6) . . ?
N1 C19 C20 121.5(7) . . ?
N1 C19 C18 116.8(7) . . ?
C20 C19 C18 121.6(7) . . ?
C21 C20 C19 119.8(8) . . ?
C22 C21 C20 118.0(8) . . ?
C23 C22 C21 120.1(8) . . ?
N1 C23 C22 121.6(7) . . ?
C25 C24 C31 122.6(8) . . ?
C25 C24 Ir2 69.7(5) . . ?
C31 C24 Ir2 113.0(6) . . ?
C24 C25 C26 125.0(8) . . ?
C24 C25 Ir2 71.7(5) . . ?
C26 C25 Ir2 112.7(6) . . ?
C25 C26 C27 111.3(7) . . ?
C28 C27 C26 111.4(7) . . ?
C29 C28 C27 122.7(8) . . ?
C29 C28 Ir2 69.1(4) . . ?
C27 C28 Ir2 115.4(6) . . ?
C28 C29 C30 123.1(8) . . ?
C28 C29 Ir2 71.7(4) . . ?
C30 C29 Ir2 111.6(6) . . ?
C29 C30 C31 114.2(7) . . ?
C30 C31 C24 110.8(7) . . ?
C34 C33 C32 124.2(15) . . ?
C34 C33 C38 116.9(14) . . ?
C32 C33 C38 118.8(15) . . ?
C33 C34 C35 119.5(15) . . ?
C36 C35 C34 127.1(19) . . ?
C35 C36 C37 113.8(16) . . ?
C38 C37 C36 119.4(15) . . ?
C37 C38 C33 122.6(16) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.65
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.613
_refine_diff_density_min         -1.812
_refine_diff_density_rms         0.195
####################################################################### 
# 
# 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_t115opma
_database_code_depnum_ccdc_archive 'CCDC 1437482'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H51 Ir N4 O2'
_chemical_formula_weight         715.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   13.3830(3)
_cell_length_b                   13.5240(3)
_cell_length_c                   17.4380(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3156.13(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    57642
_cell_measurement_2theta_min     2.34
_cell_measurement_2theta_max     52.55

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    4.264
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.1840
_exptl_absorpt_correction_T_max  0.5620
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       Omega-Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22665
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.61
_reflns_number_total             5954
_reflns_number_gt                5757
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       X-AREA-STOE
_computing_cell_refinement       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0410P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_chemical_absolute_configuration ad
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.007(7)
_refine_ls_number_reflns         5954
_refine_ls_number_parameters     364
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0594
_refine_ls_wR_factor_gt          0.0591
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9887(3) 0.7739(3) 0.0979(3) 0.0386(11) Uani 1 1 d . . .
H1 H 1.0393 0.8263 0.1093 0.046 Uiso 1 1 calc R . .
C2 C 0.8858(3) 0.8049(4) 0.1055(2) 0.0349(10) Uani 1 1 d . . .
H2 H 0.8788 0.8752 0.1227 0.042 Uiso 1 1 calc R . .
C3 C 0.8011(4) 0.7713(4) 0.0529(3) 0.0463(12) Uani 1 1 d . . .
H3A H 0.7375 0.8013 0.0701 0.056 Uiso 1 1 calc R . .
H3B H 0.8144 0.7942 0.0000 0.056 Uiso 1 1 calc R . .
C4 C 0.7915(4) 0.6597(4) 0.0535(3) 0.0465(12) Uani 1 1 d . . .
H4A H 0.8251 0.6326 0.0075 0.056 Uiso 1 1 calc R . .
H4B H 0.7199 0.6418 0.0505 0.056 Uiso 1 1 calc R . .
C5 C 0.8367(4) 0.6124(4) 0.1247(3) 0.0412(11) Uani 1 1 d . . .
H5 H 0.7894 0.5697 0.1543 0.049 Uiso 1 1 calc R . .
C6 C 0.9373(4) 0.5802(3) 0.1268(3) 0.0397(11) Uani 1 1 d . . .
H6 H 0.9481 0.5186 0.1574 0.048 Uiso 1 1 calc R . .
C7 C 1.0111(4) 0.5938(4) 0.0619(3) 0.0505(13) Uani 1 1 d . . .
H7A H 0.9903 0.5521 0.0180 0.061 Uiso 1 1 calc R . .
H7B H 1.0777 0.5706 0.0789 0.061 Uiso 1 1 calc R . .
C8 C 1.0195(4) 0.7002(5) 0.0354(3) 0.0543(13) Uani 1 1 d . . .
H8A H 0.9765 0.7099 -0.0101 0.065 Uiso 1 1 calc R . .
H8B H 1.0894 0.7137 0.0199 0.065 Uiso 1 1 calc R . .
C9 C 1.0091(3) 0.8049(3) 0.3281(3) 0.0318(9) Uani 1 1 d . . .
H9A H 0.9564 0.7828 0.3641 0.038 Uiso 1 1 calc R . .
H9B H 1.0432 0.8628 0.3509 0.038 Uiso 1 1 calc R . .
C10 C 1.0841(3) 0.7217(3) 0.3156(2) 0.0326(8) Uani 1 1 d . . .
H10 H 1.1123 0.7008 0.3662 0.039 Uiso 1 1 calc R . .
C11 C 1.1692(3) 0.7472(4) 0.2611(3) 0.0422(11) Uani 1 1 d . . .
H11A H 1.1423 0.7471 0.2082 0.051 Uiso 1 1 calc R . .
H11B H 1.2195 0.6937 0.2641 0.051 Uiso 1 1 calc R . .
C12 C 1.2231(4) 0.8462(4) 0.2742(3) 0.0500(13) Uani 1 1 d . . .
H12 H 1.1722 0.9001 0.2700 0.060 Uiso 1 1 calc R . .
C13 C 1.2697(5) 0.8527(4) 0.3529(4) 0.0685(18) Uani 1 1 d . . .
H13A H 1.2183 0.8418 0.3920 0.103 Uiso 1 1 calc R . .
H13B H 1.2993 0.9183 0.3599 0.103 Uiso 1 1 calc R . .
H13C H 1.3218 0.8022 0.3579 0.103 Uiso 1 1 calc R . .
C14 C 1.2999(4) 0.8627(5) 0.2121(4) 0.074(2) Uani 1 1 d . . .
H14A H 1.2676 0.8589 0.1617 0.110 Uiso 1 1 calc R . .
H14B H 1.3518 0.8117 0.2156 0.110 Uiso 1 1 calc R . .
H14C H 1.3304 0.9281 0.2185 0.110 Uiso 1 1 calc R . .
C15 C 0.9750(3) 0.5724(3) 0.3340(3) 0.0338(9) Uani 1 1 d . . .
H15A H 1.0086 0.5745 0.3846 0.041 Uiso 1 1 calc R . .
H15B H 0.9785 0.5035 0.3149 0.041 Uiso 1 1 calc R . .
C16 C 0.8668(3) 0.6007(3) 0.3442(3) 0.0304(9) Uani 1 1 d . . .
C17 C 0.8093(3) 0.5638(3) 0.4033(3) 0.0359(9) Uani 1 1 d . . .
H17 H 0.8381 0.5219 0.4409 0.043 Uiso 1 1 calc R . .
C18 C 0.7091(3) 0.5886(3) 0.4070(3) 0.0377(10) Uani 1 1 d . . .
H18 H 0.6679 0.5630 0.4468 0.045 Uiso 1 1 calc R . .
C19 C 0.6701(3) 0.6507(3) 0.3524(3) 0.0360(10) Uani 1 1 d . . .
H19 H 0.6017 0.6694 0.3543 0.043 Uiso 1 1 calc R . .
C20 C 0.7311(3) 0.6857(3) 0.2948(2) 0.0311(9) Uani 1 1 d . . .
H20 H 0.7038 0.7287 0.2572 0.037 Uiso 1 1 calc R . .
C21 C 0.6229(3) 1.0293(3) 0.0994(2) 0.0319(9) Uani 1 1 d . . .
C22 C 0.7194(3) 1.0389(4) 0.0719(3) 0.0397(10) Uani 1 1 d . . .
H22 H 0.7696 0.9937 0.0877 0.048 Uiso 1 1 calc R . .
C23 C 0.7425(3) 1.1142(4) 0.0216(3) 0.0409(10) Uani 1 1 d . . .
H23 H 0.8083 1.1208 0.0019 0.049 Uiso 1 1 calc R . .
C24 C 0.6690(4) 1.1790(4) 0.0004(3) 0.0433(11) Uani 1 1 d . . .
H24 H 0.6822 1.2310 -0.0348 0.052 Uiso 1 1 calc R . .
C25 C 0.5748(4) 1.1665(4) 0.0320(3) 0.0457(10) Uani 1 1 d . . .
H25 H 0.5241 1.2126 0.0185 0.055 Uiso 1 1 calc R . .
C26 C 0.5901(3) 0.9417(3) 0.1475(2) 0.0363(9) Uani 1 1 d . . .
H26A H 0.5248 0.9583 0.1710 0.044 Uiso 1 1 calc R . .
H26B H 0.5788 0.8851 0.1126 0.044 Uiso 1 1 calc R . .
C27 C 0.6655(3) 0.9793(3) 0.2715(2) 0.0289(8) Uani 1 1 d . . .
H27 H 0.6650 1.0482 0.2505 0.035 Uiso 1 1 calc R . .
C28 C 0.5790(3) 0.9673(3) 0.3279(2) 0.0335(8) Uani 1 1 d . . .
H28A H 0.5186 0.9479 0.2988 0.040 Uiso 1 1 calc R . .
H28B H 0.5952 0.9125 0.3634 0.040 Uiso 1 1 calc R . .
C29 C 0.5548(3) 1.0592(4) 0.3751(3) 0.0382(10) Uani 1 1 d . . .
H29 H 0.6191 1.0912 0.3904 0.046 Uiso 1 1 calc R . .
C30 C 0.4982(4) 1.0320(5) 0.4471(3) 0.0481(12) Uani 1 1 d . . .
H30A H 0.5373 0.9844 0.4770 0.072 Uiso 1 1 calc R . .
H30B H 0.4339 1.0024 0.4331 0.072 Uiso 1 1 calc R . .
H30C H 0.4867 1.0916 0.4778 0.072 Uiso 1 1 calc R . .
C31 C 0.4946(4) 1.1333(5) 0.3281(3) 0.0577(14) Uani 1 1 d . . .
H31A H 0.5319 1.1508 0.2817 0.087 Uiso 1 1 calc R . .
H31B H 0.4828 1.1929 0.3588 0.087 Uiso 1 1 calc R . .
H31C H 0.4304 1.1038 0.3138 0.087 Uiso 1 1 calc R . .
C32 C 0.7640(3) 0.9611(3) 0.3124(2) 0.0313(8) Uani 1 1 d . . .
H32A H 0.7688 1.0050 0.3577 0.038 Uiso 1 1 calc R . .
H32B H 0.7664 0.8918 0.3307 0.038 Uiso 1 1 calc R . .
N1 N 0.8279(3) 0.6609(3) 0.29036(19) 0.0300(8) Uani 1 1 d . . .
N2 N 1.0288(3) 0.6372(3) 0.2806(2) 0.0292(7) Uani 1 1 d D . .
N3 N 0.5510(3) 1.0936(3) 0.0801(2) 0.0382(9) Uani 1 1 d . . .
N4 N 0.6565(3) 0.9091(3) 0.20829(19) 0.0310(8) Uani 1 1 d D . .
O1 O 0.9654(2) 0.8320(2) 0.25716(18) 0.0319(6) Uani 1 1 d . . .
O2 O 0.8454(2) 0.9790(2) 0.26293(19) 0.0328(7) Uani 1 1 d . . .
Ir1 Ir 0.923719(10) 0.709499(11) 0.193730(8) 0.02742(5) Uani 1 1 d . . .
H4N H 0.7145(17) 0.895(3) 0.189(2) 0.029(11) Uiso 1 1 d D . .
H2O H 0.875(4) 0.931(4) 0.266(3) 0.042(16) Uiso 1 1 d . . .
H2N H 1.076(3) 0.599(3) 0.263(3) 0.058(16) Uiso 1 1 d D . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.447(6) . ?
C1 C8 1.533(7) . ?
C1 Ir1 2.076(4) . ?
C2 C3 1.528(6) . ?
C2 Ir1 2.071(5) . ?
C3 C4 1.514(7) . ?
C4 C5 1.522(7) . ?
C5 C6 1.415(7) . ?
C5 Ir1 2.128(5) . ?
C6 C7 1.513(7) . ?
C6 Ir1 2.111(4) . ?
C7 C8 1.516(8) . ?
C9 O1 1.416(5) . ?
C9 C10 1.524(6) . ?
C10 N2 1.492(6) . ?
C10 C11 1.523(6) . ?
C11 C12 1.538(7) . ?
C12 C14 1.511(8) . ?
C12 C13 1.511(8) . ?
C15 N2 1.468(5) . ?
C15 C16 1.508(6) . ?
C16 N1 1.347(6) . ?
C16 C17 1.380(6) . ?
C17 C18 1.384(6) . ?
C18 C19 1.373(7) . ?
C19 C20 1.378(6) . ?
C20 N1 1.341(5) . ?
C21 N3 1.338(6) . ?
C21 C22 1.383(6) . ?
C21 C26 1.517(6) . ?
C22 C23 1.379(7) . ?
C23 C24 1.368(7) . ?
C24 C25 1.387(7) . ?
C25 N3 1.334(6) . ?
C26 N4 1.452(5) . ?
C27 N4 1.460(5) . ?
C27 C32 1.519(5) . ?
C27 C28 1.528(6) . ?
C28 C29 1.526(6) . ?
C29 C30 1.512(6) . ?
C29 C31 1.524(7) . ?
C32 O2 1.412(5) . ?
N1 Ir1 2.217(3) . ?
N2 Ir1 2.287(3) . ?
O1 Ir1 2.068(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C8 120.7(4) . . ?
C2 C1 Ir1 69.4(3) . . ?
C8 C1 Ir1 114.4(3) . . ?
C1 C2 C3 124.4(4) . . ?
C1 C2 Ir1 69.8(3) . . ?
C3 C2 Ir1 116.3(3) . . ?
C4 C3 C2 110.8(4) . . ?
C3 C4 C5 113.0(4) . . ?
C6 C5 C4 121.9(4) . . ?
C6 C5 Ir1 69.8(3) . . ?
C4 C5 Ir1 114.8(3) . . ?
C5 C6 C7 124.4(4) . . ?
C5 C6 Ir1 71.2(3) . . ?
C7 C6 Ir1 111.7(3) . . ?
C6 C7 C8 113.1(4) . . ?
C7 C8 C1 112.4(4) . . ?
O1 C9 C10 109.8(3) . . ?
N2 C10 C11 106.8(4) . . ?
N2 C10 C9 107.3(3) . . ?
C11 C10 C9 114.5(4) . . ?
C10 C11 C12 117.1(5) . . ?
C14 C12 C13 111.2(5) . . ?
C14 C12 C11 110.0(5) . . ?
C13 C12 C11 112.3(4) . . ?
N2 C15 C16 113.2(4) . . ?
N1 C16 C17 121.6(4) . . ?
N1 C16 C15 116.3(4) . . ?
C17 C16 C15 122.1(4) . . ?
C16 C17 C18 119.2(4) . . ?
C19 C18 C17 118.9(4) . . ?
C18 C19 C20 119.4(4) . . ?
N1 C20 C19 121.9(4) . . ?
N3 C21 C22 121.5(4) . . ?
N3 C21 C26 116.0(4) . . ?
C22 C21 C26 122.3(4) . . ?
C23 C22 C21 119.9(4) . . ?
C24 C23 C22 118.9(4) . . ?
C23 C24 C25 117.9(4) . . ?
N3 C25 C24 123.8(4) . . ?
N4 C26 C21 117.6(3) . . ?
N4 C27 C32 108.7(3) . . ?
N4 C27 C28 110.7(3) . . ?
C32 C27 C28 109.7(3) . . ?
C29 C28 C27 114.9(4) . . ?
C30 C29 C31 109.9(4) . . ?
C30 C29 C28 110.9(4) . . ?
C31 C29 C28 111.0(4) . . ?
O2 C32 C27 110.7(3) . . ?
C20 N1 C16 119.0(4) . . ?
C20 N1 Ir1 121.9(3) . . ?
C16 N1 Ir1 119.0(3) . . ?
C15 N2 C10 116.1(3) . . ?
C15 N2 Ir1 112.0(3) . . ?
C10 N2 Ir1 104.4(2) . . ?
C25 N3 C21 117.8(4) . . ?
C26 N4 C27 113.8(3) . . ?
C9 O1 Ir1 111.8(2) . . ?
O1 Ir1 C2 87.94(15) . . ?
O1 Ir1 C1 88.95(16) . . ?
C2 Ir1 C1 40.84(18) . . ?
O1 Ir1 C6 159.42(17) . . ?
C2 Ir1 C6 97.28(18) . . ?
C1 Ir1 C6 82.30(18) . . ?
O1 Ir1 C5 160.75(16) . . ?
C2 Ir1 C5 80.24(18) . . ?
C1 Ir1 C5 91.88(19) . . ?
C6 Ir1 C5 39.0(2) . . ?
O1 Ir1 N1 89.24(13) . . ?
C2 Ir1 N1 127.40(15) . . ?
C1 Ir1 N1 168.17(16) . . ?
C6 Ir1 N1 102.98(16) . . ?
C5 Ir1 N1 86.02(17) . . ?
O1 Ir1 N2 79.78(13) . . ?
C2 Ir1 N2 155.40(15) . . ?
C1 Ir1 N2 117.05(16) . . ?
C6 Ir1 N2 87.64(17) . . ?
C5 Ir1 N2 116.56(17) . . ?
N1 Ir1 N2 74.07(12) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.61
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.040
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.098
####################################################################### 
# 
# 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_t126mpchima
_database_code_depnum_ccdc_archive 'CCDC 1437483'
_audit_update_record             
;
2016-04-09 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H44 Ir2 N2 O'
_chemical_formula_weight         857.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.5720(4)
_cell_length_b                   10.4280(4)
_cell_length_c                   14.4780(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.083(4)
_cell_angle_gamma                90.00
_cell_volume                     1395.36(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    19778
_cell_measurement_2theta_min     2.91
_cell_measurement_2theta_max     52.23

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    9.556
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.1326
_exptl_absorpt_correction_T_max  0.4629
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       Omega-Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10047
_diffrn_reflns_av_R_equivalents  0.1017
_diffrn_reflns_av_sigmaI/netI    0.1109
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         25.63
_reflns_number_total             5276
_reflns_number_gt                4276
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       X-AREA-STOE
_computing_cell_refinement       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0965P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         5276
_refine_ls_number_parameters     334
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1609
_refine_ls_wR_factor_gt          0.1541
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_restrained_S_all      0.970
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.259(2) 0.2206(19) 0.1554(13) 0.061(5) Uani 1 1 d . . .
H1 H 0.3343 0.2857 0.1854 0.073 Uiso 1 1 calc R . .
C2 C 0.129(2) 0.2732(17) 0.0942(16) 0.062(5) Uani 1 1 d . . .
H2 H 0.1290 0.3690 0.0913 0.075 Uiso 1 1 calc R . .
C3 C 0.039(2) 0.209(2) 0.0016(13) 0.068(5) Uani 1 1 d . . .
H3A H -0.0222 0.2750 -0.0389 0.082 Uiso 1 1 calc R . .
H3B H 0.1057 0.1746 -0.0345 0.082 Uiso 1 1 calc R . .
C4 C -0.050(5) 0.109(4) 0.020(3) 0.137(15) Uani 1 1 d . . .
H4A H -0.0352 0.0341 -0.0188 0.165 Uiso 1 1 calc R . .
H4B H -0.1514 0.1365 -0.0054 0.165 Uiso 1 1 calc R . .
C5 C -0.033(3) 0.062(2) 0.1218(18) 0.083(6) Uani 1 1 d . . .
H5 H -0.1222 0.0274 0.1361 0.099 Uiso 1 1 calc R . .
C6 C 0.107(2) 0.0008(17) 0.1763(19) 0.069(6) Uani 1 1 d . . .
H6 H 0.0976 -0.0672 0.2229 0.083 Uiso 1 1 calc R . .
C7 C 0.229(4) -0.017(2) 0.132(3) 0.112(12) Uani 1 1 d . . .
H7A H 0.2919 -0.0858 0.1676 0.135 Uiso 1 1 calc R . .
H7B H 0.1892 -0.0466 0.0659 0.135 Uiso 1 1 calc R . .
C8 C 0.319(2) 0.097(2) 0.131(2) 0.076(6) Uani 1 1 d . . .
H8A H 0.3340 0.1046 0.0657 0.091 Uiso 1 1 calc R . .
H8B H 0.4148 0.0826 0.1758 0.091 Uiso 1 1 calc R . .
C9 C -0.048(2) 0.2958(17) 0.3739(17) 0.066(5) Uani 1 1 d . . .
H9A H -0.0344 0.2915 0.4440 0.079 Uiso 1 1 calc R . .
H9B H -0.1519 0.3139 0.3442 0.079 Uiso 1 1 calc R . .
C10 C 0.043(2) 0.4054(18) 0.3505(15) 0.059(5) Uani 1 1 d . . .
C11 C 0.039(2) 0.525(2) 0.3928(16) 0.068(5) Uani 1 1 d . . .
H11 H -0.0120 0.5366 0.4404 0.081 Uiso 1 1 calc R . .
C12 C 0.108(3) 0.623(2) 0.3651(16) 0.076(6) Uani 1 1 d . . .
H12 H 0.1062 0.7060 0.3927 0.091 Uiso 1 1 calc R . .
C13 C 0.181(3) 0.6030(19) 0.2955(15) 0.070(5) Uani 1 1 d . . .
H13 H 0.2271 0.6720 0.2724 0.083 Uiso 1 1 calc R . .
C14 C 0.185(2) 0.4833(17) 0.2611(15) 0.058(4) Uani 1 1 d . . .
H14 H 0.2446 0.4692 0.2187 0.070 Uiso 1 1 calc R . .
C15 C -0.132(3) 0.083(2) 0.3367(16) 0.076(6) Uani 1 1 d . . .
H15 H -0.1536 0.0938 0.4002 0.092 Uiso 1 1 calc R . .
C16 C -0.0863(18) -0.051(2) 0.3338(17) 0.064(5) Uani 1 1 d . . .
H16A H -0.1569 -0.1065 0.3537 0.077 Uiso 1 1 calc R . .
H16B H -0.0888 -0.0729 0.2669 0.077 Uiso 1 1 calc R . .
C17 C -0.271(2) 0.1117(19) 0.2645(15) 0.070(5) Uani 1 1 d . . .
H17A H -0.2949 0.2026 0.2681 0.105 Uiso 1 1 calc R . .
H17B H -0.3482 0.0589 0.2775 0.105 Uiso 1 1 calc R . .
H17C H -0.2606 0.0924 0.2003 0.105 Uiso 1 1 calc R . .
C18 C 0.3532(18) 0.2179(16) 0.4339(16) 0.056(4) Uani 1 1 d . . .
H18 H 0.3322 0.2884 0.3855 0.067 Uiso 1 1 calc R . .
C19 C 0.282(2) 0.229(2) 0.5091(17) 0.069(6) Uani 1 1 d . . .
H19 H 0.2202 0.3076 0.5061 0.083 Uiso 1 1 calc R . .
C20 C 0.344(2) 0.1740(19) 0.6090(18) 0.069(6) Uani 1 1 d . . .
H20A H 0.4210 0.2319 0.6448 0.083 Uiso 1 1 calc R . .
H20B H 0.2663 0.1731 0.6429 0.083 Uiso 1 1 calc R . .
C21 C 0.405(2) 0.0402(19) 0.6113(15) 0.066(5) Uani 1 1 d . . .
H21A H 0.4005 -0.0033 0.6712 0.079 Uiso 1 1 calc R . .
H21B H 0.5080 0.0450 0.6101 0.079 Uiso 1 1 calc R . .
C22 C 0.321(2) -0.0362(19) 0.5263(17) 0.067(5) Uani 1 1 d . . .
H22 H 0.2732 -0.1146 0.5437 0.080 Uiso 1 1 calc R . .
C23 C 0.367(2) -0.0490(19) 0.4382(19) 0.072(6) Uani 1 1 d . . .
H23 H 0.3452 -0.1342 0.4059 0.086 Uiso 1 1 calc R . .
C24 C 0.494(3) 0.018(2) 0.4216(18) 0.074(6) Uani 1 1 d . . .
H24A H 0.4920 0.0112 0.3529 0.089 Uiso 1 1 calc R . .
H24B H 0.5833 -0.0259 0.4587 0.089 Uiso 1 1 calc R . .
C25 C 0.5007(18) 0.1583(15) 0.4501(17) 0.059(5) Uani 1 1 d . . .
H25A H 0.5524 0.1662 0.5186 0.071 Uiso 1 1 calc R . .
H25B H 0.5567 0.2062 0.4127 0.071 Uiso 1 1 calc R . .
N1 N -0.0101(18) 0.1693(17) 0.3390(11) 0.064(4) Uani 1 1 d . . .
N2 N 0.1122(18) 0.3828(15) 0.2823(13) 0.060(4) Uani 1 1 d . . .
O1 O 0.0509(13) -0.0770(12) 0.3914(10) 0.058(3) Uani 1 1 d . . .
Ir1 Ir 0.09001(8) 0.19829(7) 0.22420(5) 0.0543(2) Uani 1 1 d . . .
Ir2 Ir 0.18447(7) 0.07590(7) 0.41831(5) 0.0550(2) Uani 1 1 d . . .
C26 C 0.579(3) 0.389(3) 0.1018(19) 0.080(7) Uani 1 1 d . . .
H26 H 0.5577 0.3007 0.0890 0.096 Uiso 1 1 calc R . .
C30 C 0.748(4) 0.564(4) 0.1532(16) 0.121(13) Uani 1 1 d . . .
H30 H 0.8426 0.5965 0.1785 0.145 Uiso 1 1 calc R . .
C31 C 0.719(3) 0.427(3) 0.1367(15) 0.081(7) Uani 1 1 d . . .
H31 H 0.7957 0.3669 0.1500 0.097 Uiso 1 1 calc R . .
C29 C 0.620(4) 0.647(2) 0.1280(17) 0.089(8) Uani 1 1 d . . .
C28 C 0.492(3) 0.612(4) 0.097(3) 0.114(11) Uani 1 1 d . . .
H28 H 0.4145 0.6727 0.0824 0.137 Uiso 1 1 calc R . .
C27 C 0.466(3) 0.479(3) 0.0847(19) 0.082(7) Uani 1 1 d . . .
H27 H 0.3694 0.4493 0.0641 0.098 Uiso 1 1 calc R . .
C32 C 0.655(6) 0.792(3) 0.141(3) 0.153(19) Uani 1 1 d . . .
H32A H 0.7576 0.8032 0.1726 0.230 Uiso 1 1 calc R . .
H32B H 0.5967 0.8297 0.1810 0.230 Uiso 1 1 calc R . .
H32C H 0.6312 0.8339 0.0786 0.230 Uiso 1 1 calc R . .


_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 1.44(3) . ?
C1 C8 1.49(3) . ?
C1 Ir1 2.126(17) . ?
C2 C3 1.54(3) . ?
C2 Ir1 2.16(2) . ?
C3 C4 1.42(4) . ?
C4 C5 1.52(4) . ?
C5 C6 1.51(3) . ?
C5 Ir1 2.17(2) . ?
C6 C7 1.47(3) . ?
C6 Ir1 2.193(17) . ?
C7 C8 1.47(3) . ?
C9 N1 1.49(3) . ?
C9 C10 1.53(3) . ?
C10 N2 1.34(2) . ?
C10 C11 1.40(3) . ?
C11 C12 1.33(3) . ?
C12 C13 1.39(3) . ?
C13 C14 1.35(3) . ?
C14 N2 1.34(2) . ?
C15 N1 1.47(3) . ?
C15 C16 1.47(3) . ?
C15 C17 1.49(3) . ?
C16 O1 1.39(2) . ?
C18 C19 1.43(3) . ?
C18 C25 1.50(2) . ?
C18 Ir2 2.159(15) . ?
C19 C20 1.53(3) . ?
C19 Ir2 2.13(2) . ?
C20 C21 1.51(3) . ?
C21 C22 1.51(3) . ?
C22 C23 1.46(3) . ?
C22 Ir2 2.11(2) . ?
C23 C24 1.48(3) . ?
C23 Ir2 2.135(16) . ?
C24 C25 1.52(3) . ?
N1 Ir1 2.145(14) . ?
N1 Ir2 2.150(18) . ?
N2 Ir1 2.089(16) . ?
O1 Ir2 2.017(12) . ?
Ir1 Ir2 3.0037(10) . ?
C26 C31 1.36(3) . ?
C26 C27 1.40(4) . ?
C30 C31 1.46(5) . ?
C30 C29 1.46(5) . ?
C29 C28 1.25(4) . ?
C29 C32 1.55(4) . ?
C28 C27 1.42(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
C2 C1 C8 120.4(19) . . ?
C2 C1 Ir1 71.6(11) . . ?
C8 C1 Ir1 113.8(13) . . ?
C1 C2 C3 124.7(18) . . ?
C1 C2 Ir1 69.2(11) . . ?
C3 C2 Ir1 114.7(12) . . ?
C4 C3 C2 113(2) . . ?
C3 C4 C5 120(3) . . ?
C6 C5 C4 120(3) . . ?
C6 C5 Ir1 70.7(12) . . ?
C4 C5 Ir1 110.7(19) . . ?
C7 C6 C5 121(3) . . ?
C7 C6 Ir1 112.7(14) . . ?
C5 C6 Ir1 68.9(11) . . ?
C8 C7 C6 116.1(18) . . ?
C7 C8 C1 115.5(18) . . ?
N1 C9 C10 112.3(15) . . ?
N2 C10 C11 123.8(19) . . ?
N2 C10 C9 116.8(17) . . ?
C11 C10 C9 119.1(17) . . ?
C12 C11 C10 119(2) . . ?
C11 C12 C13 119(2) . . ?
C14 C13 C12 119(2) . . ?
N2 C14 C13 124.8(19) . . ?
N1 C15 C16 109.9(19) . . ?
N1 C15 C17 117.0(19) . . ?
C16 C15 C17 112.8(19) . . ?
O1 C16 C15 114.5(19) . . ?
C19 C18 C25 122.1(19) . . ?
C19 C18 Ir2 69.2(11) . . ?
C25 C18 Ir2 112.3(11) . . ?
C18 C19 C20 122.9(19) . . ?
C18 C19 Ir2 71.7(12) . . ?
C20 C19 Ir2 107.4(15) . . ?
C21 C20 C19 115(2) . . ?
C20 C21 C22 110.2(18) . . ?
C23 C22 C21 122.8(18) . . ?
C23 C22 Ir2 70.8(12) . . ?
C21 C22 Ir2 114.1(14) . . ?
C22 C23 C24 123(2) . . ?
C22 C23 Ir2 69.0(10) . . ?
C24 C23 Ir2 111.9(15) . . ?
C23 C24 C25 112.6(19) . . ?
C18 C25 C24 112.8(17) . . ?
C15 N1 C9 106.5(15) . . ?
C15 N1 Ir1 125.6(13) . . ?
C9 N1 Ir1 109.6(11) . . ?
C15 N1 Ir2 108.1(14) . . ?
C9 N1 Ir2 118.3(13) . . ?
Ir1 N1 Ir2 88.7(6) . . ?
C14 N2 C10 114.7(17) . . ?
C14 N2 Ir1 129.2(14) . . ?
C10 N2 Ir1 116.1(13) . . ?
C16 O1 Ir2 114.4(11) . . ?
N2 Ir1 C1 94.5(7) . . ?
N2 Ir1 N1 80.6(7) . . ?
C1 Ir1 N1 158.1(7) . . ?
N2 Ir1 C2 89.7(7) . . ?
C1 Ir1 C2 39.2(7) . . ?
N1 Ir1 C2 160.2(7) . . ?
N2 Ir1 C5 149.4(9) . . ?
C1 Ir1 C5 95.4(9) . . ?
N1 Ir1 C5 99.5(8) . . ?
C2 Ir1 C5 80.1(8) . . ?
N2 Ir1 C6 169.8(7) . . ?
C1 Ir1 C6 79.9(8) . . ?
N1 Ir1 C6 101.4(8) . . ?
C2 Ir1 C6 91.1(9) . . ?
C5 Ir1 C6 40.4(9) . . ?
N2 Ir1 Ir2 92.3(5) . . ?
C1 Ir1 Ir2 113.9(6) . . ?
N1 Ir1 Ir2 45.7(5) . . ?
C2 Ir1 Ir2 153.0(5) . . ?
C5 Ir1 Ir2 109.8(7) . . ?
C6 Ir1 Ir2 82.4(7) . . ?
O1 Ir2 C22 86.8(6) . . ?
O1 Ir2 C19 150.3(8) . . ?
C22 Ir2 C19 82.7(8) . . ?
O1 Ir2 C23 89.9(7) . . ?
C22 Ir2 C23 40.2(9) . . ?
C19 Ir2 C23 99.5(8) . . ?
O1 Ir2 N1 80.6(6) . . ?
C22 Ir2 N1 158.3(7) . . ?
C19 Ir2 N1 99.7(7) . . ?
C23 Ir2 N1 155.8(8) . . ?
O1 Ir2 C18 168.9(6) . . ?
C22 Ir2 C18 90.0(7) . . ?
C19 Ir2 C18 39.0(8) . . ?
C23 Ir2 C18 80.9(7) . . ?
N1 Ir2 C18 105.4(6) . . ?
O1 Ir2 Ir1 97.7(4) . . ?
C22 Ir2 Ir1 155.0(6) . . ?
C19 Ir2 Ir1 103.6(6) . . ?
C23 Ir2 Ir1 115.0(7) . . ?
N1 Ir2 Ir1 45.6(4) . . ?
C18 Ir2 Ir1 80.9(6) . . ?
C31 C26 C27 120(3) . . ?
C31 C30 C29 115(3) . . ?
C26 C31 C30 118(3) . . ?
C28 C29 C30 127(3) . . ?
C28 C29 C32 119(4) . . ?
C30 C29 C32 114(3) . . ?
C29 C28 C27 117(3) . . ?
C26 C27 C28 123(2) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.63
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.540
_refine_diff_density_min         -1.961
_refine_diff_density_rms         0.230
####################################################################### 
# 
# 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_t138mpchima
_database_code_depnum_ccdc_archive 'CCDC 1437484'
_audit_update_record             
;
2016-04-09 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H40 Ir2 N2 O'
_chemical_formula_weight         793.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.7050(5)
_cell_length_b                   9.4170(4)
_cell_length_c                   12.4450(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.115(3)
_cell_angle_gamma                90.00
_cell_volume                     1261.64(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    23984
_cell_measurement_2theta_min     3.56
_cell_measurement_2theta_max     52.31

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.087
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             756
_exptl_absorpt_coefficient_mu    10.559
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.1767
_exptl_absorpt_correction_T_max  0.3282
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       Omega-Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9014
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         25.61
_reflns_number_total             4712
_reflns_number_gt                4465
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       X-AREA-STOE
_computing_cell_refinement       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0370P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.014(14)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4712
_refine_ls_number_parameters     291
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0605
_refine_ls_wR_factor_gt          0.0600
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.1479(7) 0.4402(9) 0.7995(7) 0.0283(17) Uani 1 1 d . . .
H1 H 1.1640 0.5148 0.7500 0.034 Uiso 1 1 calc R . .
C2 C 1.0628(8) 0.4807(9) 0.8456(7) 0.0302(19) Uani 1 1 d . . .
H2 H 1.0293 0.5787 0.8228 0.036 Uiso 1 1 calc R . .
C3 C 1.0650(8) 0.4329(11) 0.9636(8) 0.039(2) Uani 1 1 d . . .
H3A H 1.1350 0.4800 1.0269 0.047 Uiso 1 1 calc R . .
H3B H 0.9870 0.4628 0.9703 0.047 Uiso 1 1 calc R . .
C4 C 1.0791(9) 0.2733(10) 0.9788(8) 0.038(2) Uani 1 1 d . . .
H4A H 1.0362 0.2412 1.0290 0.045 Uiso 1 1 calc R . .
H4B H 1.1683 0.2499 1.0194 0.045 Uiso 1 1 calc R . .
C5 C 1.0266(7) 0.1930(10) 0.8639(7) 0.030(2) Uani 1 1 d . . .
H5 H 0.9606 0.1225 0.8581 0.036 Uiso 1 1 calc R . .
C6 C 1.0977(8) 0.1572(9) 0.7990(7) 0.0291(18) Uani 1 1 d . . .
H6 H 1.0730 0.0651 0.7560 0.035 Uiso 1 1 calc R . .
C7 C 1.2313(8) 0.1920(11) 0.8352(9) 0.045(2) Uani 1 1 d . . .
H7A H 1.2578 0.1663 0.7714 0.054 Uiso 1 1 calc R . .
H7B H 1.2806 0.1344 0.9045 0.054 Uiso 1 1 calc R . .
C8 C 1.2586(7) 0.3492(12) 0.8646(8) 0.041(2) Uani 1 1 d . . .
H8A H 1.2835 0.3632 0.9496 0.049 Uiso 1 1 calc R . .
H8B H 1.3290 0.3789 0.8444 0.049 Uiso 1 1 calc R . .
C9 C 0.8224(7) 0.4465(9) 0.4915(6) 0.0243(16) Uani 1 1 d . . .
H9A H 0.8329 0.4945 0.4252 0.029 Uiso 1 1 calc R . .
H9B H 0.7444 0.4820 0.4953 0.029 Uiso 1 1 calc R . .
C10 C 0.8106(7) 0.2890(8) 0.4686(6) 0.0221(16) Uani 1 1 d . . .
H10 H 0.8758 0.2589 0.4402 0.027 Uiso 1 1 calc R . .
C11 C 0.6839(7) 0.2459(8) 0.3783(7) 0.0277(18) Uani 1 1 d . . .
H11A H 0.6214 0.2604 0.4125 0.033 Uiso 1 1 calc R . .
H11B H 0.6859 0.1432 0.3623 0.033 Uiso 1 1 calc R . .
C12 C 0.6416(7) 0.3259(11) 0.2625(6) 0.0352(18) Uani 1 1 d . . .
H12 H 0.6348 0.4287 0.2794 0.042 Uiso 1 1 calc R . .
C13 C 0.5136(10) 0.2756(12) 0.1819(10) 0.060(3) Uani 1 1 d . . .
H13A H 0.5155 0.1729 0.1701 0.090 Uiso 1 1 calc R . .
H13B H 0.4886 0.3242 0.1065 0.090 Uiso 1 1 calc R . .
H13C H 0.4539 0.2970 0.2171 0.090 Uiso 1 1 calc R . .
C14 C 0.7329(9) 0.3141(11) 0.2039(8) 0.046(2) Uani 1 1 d . . .
H14A H 0.8146 0.3480 0.2574 0.070 Uiso 1 1 calc R . .
H14B H 0.7038 0.3719 0.1327 0.070 Uiso 1 1 calc R . .
H14C H 0.7394 0.2147 0.1837 0.070 Uiso 1 1 calc R . .
C15 C 0.8404(6) 0.0711(8) 0.5857(6) 0.0188(14) Uani 1 1 d . . .
C16 C 0.8830(7) -0.0241(8) 0.5248(7) 0.0247(16) Uani 1 1 d . . .
H16 H 0.9125 0.0076 0.4679 0.030 Uiso 1 1 calc R . .
C17 C 0.8811(6) -0.1662(10) 0.5499(6) 0.0276(16) Uani 1 1 d . . .
H17 H 0.9115 -0.2336 0.5108 0.033 Uiso 1 1 calc R . .
C18 C 0.8356(7) -0.2127(8) 0.6311(7) 0.0281(17) Uani 1 1 d . . .
H18 H 0.8352 -0.3109 0.6485 0.034 Uiso 1 1 calc R . .
C19 C 0.7912(7) -0.1139(8) 0.6857(7) 0.0257(16) Uani 1 1 d . . .
H19 H 0.7591 -0.1443 0.7412 0.031 Uiso 1 1 calc R . .
C20 C 0.7035(8) 0.4156(10) 0.7555(10) 0.044(2) Uani 1 1 d . . .
H20 H 0.7713 0.4827 0.7596 0.053 Uiso 1 1 calc R . .
C21 C 0.6102(8) 0.4057(9) 0.6430(10) 0.039(2) Uani 1 1 d . . .
H21 H 0.6229 0.4674 0.5832 0.047 Uiso 1 1 calc R . .
C22 C 0.4742(8) 0.3784(11) 0.6219(11) 0.047(3) Uani 1 1 d . . .
H22A H 0.4561 0.4232 0.6855 0.056 Uiso 1 1 calc R . .
H22B H 0.4203 0.4239 0.5475 0.056 Uiso 1 1 calc R . .
C23 C 0.4433(8) 0.2265(13) 0.6166(10) 0.049(2) Uani 1 1 d . . .
H23A H 0.4067 0.1964 0.5337 0.059 Uiso 1 1 calc R . .
H23B H 0.3796 0.2125 0.6495 0.059 Uiso 1 1 calc R . .
C24 C 0.5551(8) 0.1314(10) 0.6829(8) 0.037(2) Uani 1 1 d . . .
H24 H 0.5423 0.0294 0.6587 0.044 Uiso 1 1 calc R . .
C25 C 0.6377(8) 0.1520(10) 0.8022(8) 0.037(2) Uani 1 1 d . . .
H25 H 0.6725 0.0625 0.8461 0.045 Uiso 1 1 calc R . .
C26 C 0.6214(11) 0.2696(14) 0.8746(9) 0.059(3) Uani 1 1 d . . .
H26A H 0.6511 0.2376 0.9569 0.071 Uiso 1 1 calc R . .
H26B H 0.5318 0.2915 0.8480 0.071 Uiso 1 1 calc R . .
C27 C 0.6896(11) 0.4024(13) 0.8690(10) 0.060(3) Uani 1 1 d . . .
H27A H 0.6438 0.4859 0.8799 0.072 Uiso 1 1 calc R . .
H27B H 0.7728 0.4018 0.9335 0.072 Uiso 1 1 calc R . .
N1 N 0.8373(5) 0.2212(8) 0.5843(5) 0.0200(12) Uani 1 1 d . . .
N2 N 0.7922(5) 0.0247(7) 0.6622(5) 0.0204(13) Uani 1 1 d . . .
O1 O 0.9221(5) 0.4830(5) 0.5952(5) 0.0245(11) Uani 1 1 d . . .
Ir1 Ir 0.98169(2) 0.32845(3) 0.71440(2) 0.01836(7) Uani 1 1 d . . .
Ir2 Ir 0.71992(2) 0.21625(4) 0.68581(3) 0.02351(8) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.385(12) . ?
C1 C8 1.498(12) . ?
C1 Ir1 2.097(7) . ?
C2 C3 1.526(13) . ?
C2 Ir1 2.099(8) . ?
C3 C4 1.516(15) . ?
C4 C5 1.518(12) . ?
C5 C6 1.409(12) . ?
C5 Ir1 2.144(8) . ?
C6 C7 1.485(12) . ?
C6 Ir1 2.105(8) . ?
C7 C8 1.528(15) . ?
C9 O1 1.401(9) . ?
C9 C10 1.506(12) . ?
C10 N1 1.491(9) . ?
C10 C11 1.522(10) . ?
C11 C12 1.526(11) . ?
C12 C13 1.515(12) . ?
C12 C14 1.516(12) . ?
C15 N2 1.356(9) . ?
C15 C16 1.387(11) . ?
C15 N1 1.414(11) . ?
C15 Ir2 2.605(7) . ?
C16 C17 1.376(13) . ?
C17 C18 1.385(12) . ?
C18 C19 1.370(11) . ?
C19 N2 1.339(10) . ?
C20 C21 1.401(15) . ?
C20 C27 1.490(16) . ?
C20 Ir2 2.108(8) . ?
C21 C22 1.530(13) . ?
C21 Ir2 2.140(8) . ?
C22 C23 1.471(16) . ?
C23 C24 1.533(12) . ?
C24 C25 1.431(12) . ?
C24 Ir2 2.075(8) . ?
C25 C26 1.487(15) . ?
C25 Ir2 2.118(8) . ?
C26 C27 1.500(18) . ?
N1 Ir1 2.086(6) . ?
N1 Ir2 2.202(5) . ?
N2 Ir2 2.062(6) . ?
O1 Ir1 1.998(5) . ?
Ir1 Ir2 3.1265(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
C2 C1 C8 123.0(8) . . ?
C2 C1 Ir1 70.8(4) . . ?
C8 C1 Ir1 114.8(6) . . ?
C1 C2 C3 125.1(8) . . ?
C1 C2 Ir1 70.7(5) . . ?
C3 C2 Ir1 112.3(6) . . ?
C4 C3 C2 111.8(8) . . ?
C3 C4 C5 113.1(8) . . ?
C6 C5 C4 123.3(8) . . ?
C6 C5 Ir1 69.2(5) . . ?
C4 C5 Ir1 113.1(6) . . ?
C5 C6 C7 124.1(8) . . ?
C5 C6 Ir1 72.1(5) . . ?
C7 C6 Ir1 112.2(6) . . ?
C6 C7 C8 112.5(7) . . ?
C1 C8 C7 111.7(7) . . ?
O1 C9 C10 113.4(6) . . ?
N1 C10 C9 105.7(6) . . ?
N1 C10 C11 111.9(6) . . ?
C9 C10 C11 113.1(6) . . ?
C10 C11 C12 115.2(7) . . ?
C13 C12 C14 111.1(8) . . ?
C13 C12 C11 109.9(8) . . ?
C14 C12 C11 112.9(7) . . ?
N2 C15 C16 120.9(7) . . ?
N2 C15 N1 108.4(6) . . ?
C16 C15 N1 130.7(7) . . ?
N2 C15 Ir2 51.7(4) . . ?
C16 C15 Ir2 168.1(5) . . ?
N1 C15 Ir2 57.7(3) . . ?
C17 C16 C15 117.6(7) . . ?
C16 C17 C18 121.2(8) . . ?
C19 C18 C17 118.5(7) . . ?
N2 C19 C18 121.1(7) . . ?
C21 C20 C27 127.5(9) . . ?
C21 C20 Ir2 72.0(5) . . ?
C27 C20 Ir2 112.2(8) . . ?
C20 C21 C22 122.2(9) . . ?
C20 C21 Ir2 69.5(5) . . ?
C22 C21 Ir2 112.6(6) . . ?
C23 C22 C21 113.1(8) . . ?
C22 C23 C24 113.7(8) . . ?
C25 C24 C23 124.4(9) . . ?
C25 C24 Ir2 71.7(5) . . ?
C23 C24 Ir2 112.1(6) . . ?
C24 C25 C26 122.3(8) . . ?
C24 C25 Ir2 68.4(5) . . ?
C26 C25 Ir2 113.7(7) . . ?
C25 C26 C27 113.3(8) . . ?
C20 C27 C26 111.8(9) . . ?
C15 N1 C10 115.8(6) . . ?
C15 N1 Ir1 117.7(4) . . ?
C10 N1 Ir1 109.9(4) . . ?
C15 N1 Ir2 89.4(4) . . ?
C10 N1 Ir2 128.4(4) . . ?
Ir1 N1 Ir2 93.6(2) . . ?
C19 N2 C15 120.6(7) . . ?
C19 N2 Ir2 141.5(5) . . ?
C15 N2 Ir2 97.2(5) . . ?
C9 O1 Ir1 115.2(5) . . ?
O1 Ir1 N1 80.6(2) . . ?
O1 Ir1 C1 89.6(3) . . ?
N1 Ir1 C1 160.7(3) . . ?
O1 Ir1 C2 90.0(3) . . ?
N1 Ir1 C2 156.3(3) . . ?
C1 Ir1 C2 38.5(3) . . ?
O1 Ir1 C6 153.9(3) . . ?
N1 Ir1 C6 100.6(3) . . ?
C1 Ir1 C6 81.0(4) . . ?
C2 Ir1 C6 97.4(3) . . ?
O1 Ir1 C5 166.6(3) . . ?
N1 Ir1 C5 103.5(3) . . ?
C1 Ir1 C5 89.8(3) . . ?
C2 Ir1 C5 81.3(3) . . ?
C6 Ir1 C5 38.7(3) . . ?
O1 Ir1 Ir2 96.95(15) . . ?
N1 Ir1 Ir2 44.67(15) . . ?
C1 Ir1 Ir2 154.2(2) . . ?
C2 Ir1 Ir2 116.3(2) . . ?
C6 Ir1 Ir2 102.1(2) . . ?
C5 Ir1 Ir2 78.1(2) . . ?
N2 Ir2 C24 95.2(3) . . ?
N2 Ir2 C20 161.2(3) . . ?
C24 Ir2 C20 96.7(4) . . ?
N2 Ir2 C25 99.7(3) . . ?
C24 Ir2 C25 39.9(3) . . ?
C20 Ir2 C25 80.4(4) . . ?
N2 Ir2 C21 159.0(3) . . ?
C24 Ir2 C21 81.6(4) . . ?
C20 Ir2 C21 38.5(4) . . ?
C25 Ir2 C21 91.1(4) . . ?
N2 Ir2 N1 63.5(2) . . ?
C24 Ir2 N1 141.6(3) . . ?
C20 Ir2 N1 113.3(3) . . ?
C25 Ir2 N1 162.2(3) . . ?
C21 Ir2 N1 106.7(3) . . ?
N2 Ir2 C15 31.1(2) . . ?
C24 Ir2 C15 117.6(3) . . ?
C20 Ir2 C15 144.8(3) . . ?
C25 Ir2 C15 130.8(3) . . ?
C21 Ir2 C15 134.7(3) . . ?
N1 Ir2 C15 32.9(3) . . ?
N2 Ir2 Ir1 82.73(16) . . ?
C24 Ir2 Ir1 174.2(2) . . ?
C20 Ir2 Ir1 84.0(2) . . ?
C25 Ir2 Ir1 135.0(2) . . ?
C21 Ir2 Ir1 102.3(2) . . ?
N1 Ir2 Ir1 41.74(16) . . ?
C15 Ir2 Ir1 62.71(15) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.61
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         2.198
_refine_diff_density_min         -0.758
_refine_diff_density_rms         0.165
####################################################################### 
# 
# 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_t167opma
_database_code_depnum_ccdc_archive 'CCDC 1473406'
_audit_update_record             
;
2016-04-09 deposited with the CCDC.
2016-04-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H42 Ir2 N2 O'
_chemical_formula_weight         807.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   23.1230(11)
_cell_length_b                   9.6330(4)
_cell_length_c                   11.8500(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2639.52(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    26518
_cell_measurement_theta_min      3.43
_cell_measurement_theta_max      50.35

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.031
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1544
_exptl_absorpt_coefficient_mu    10.096
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2019
_exptl_absorpt_correction_T_max  0.5654
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  STOE-IPDSII
_diffrn_measurement_method       Omega-Scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16772
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_av_sigmaI/netI    0.0683
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         24.60
_reflns_number_total             4442
_reflns_number_gt                3798
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       X-AREA-STOE
_computing_cell_refinement       X-AREA-STOE
_computing_data_reduction        X-AREA-STOE
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0406P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_chemical_absolute_configuration syn
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_number_reflns         4442
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0848
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0816(6) 0.8796(14) 0.4191(12) 0.057(3) Uani 1 1 d . . .
H1 H 0.0917 0.9775 0.3993 0.068 Uiso 1 1 calc R . .
C2 C 0.1058(6) 0.8303(14) 0.5198(12) 0.058(4) Uani 1 1 d . . .
H2 H 0.1307 0.9000 0.5593 0.069 Uiso 1 1 calc R . .
C3 C 0.0726(7) 0.7312(14) 0.6016(13) 0.069(4) Uani 1 1 d . . .
H3A H 0.0815 0.7564 0.6807 0.083 Uiso 1 1 calc R . .
H3B H 0.0304 0.7420 0.5901 0.083 Uiso 1 1 calc R . .
C4 C 0.0891(8) 0.5866(13) 0.5813(13) 0.069(4) Uani 1 1 d . . .
H4A H 0.0563 0.5258 0.6025 0.082 Uiso 1 1 calc R . .
H4B H 0.1220 0.5630 0.6310 0.082 Uiso 1 1 calc R . .
C5 C 0.1061(6) 0.5557(14) 0.4593(12) 0.054(3) Uani 1 1 d . . .
H5 H 0.1269 0.4658 0.4478 0.065 Uiso 1 1 calc R . .
C6 C 0.0739(5) 0.6010(11) 0.3665(12) 0.050(3) Uani 1 1 d . . .
H6 H 0.0763 0.5378 0.2997 0.061 Uiso 1 1 calc R . .
C7 C 0.0178(5) 0.6749(12) 0.3760(13) 0.056(3) Uani 1 1 d . . .
H7A H -0.0017 0.6441 0.4461 0.068 Uiso 1 1 calc R . .
H7B H -0.0070 0.6472 0.3118 0.068 Uiso 1 1 calc R . .
C8 C 0.0222(6) 0.8308(12) 0.3778(15) 0.063(4) Uani 1 1 d . . .
H8A H -0.0082 0.8689 0.4279 0.076 Uiso 1 1 calc R . .
H8B H 0.0153 0.8672 0.3008 0.076 Uiso 1 1 calc R . .
C9 C 0.2551(6) 0.8544(13) 0.3196(11) 0.053(3) Uani 1 1 d . . .
H9A H 0.2874 0.9054 0.3552 0.064 Uiso 1 1 calc R . .
H9B H 0.2518 0.8866 0.2405 0.064 Uiso 1 1 calc R . .
C10 C 0.2684(5) 0.7022(12) 0.3203(10) 0.045(3) Uani 1 1 d . . .
H10 H 0.2799 0.6759 0.3988 0.054 Uiso 1 1 calc R . .
C11 C 0.3176(6) 0.6581(12) 0.2401(10) 0.050(3) Uani 1 1 d . . .
H11A H 0.3230 0.5565 0.2463 0.059 Uiso 1 1 calc R . .
H11B H 0.3057 0.6786 0.1616 0.059 Uiso 1 1 calc R . .
C12 C 0.3751(5) 0.7285(13) 0.2626(11) 0.053(3) Uani 1 1 d . . .
H12 H 0.3706 0.8299 0.2469 0.063 Uiso 1 1 calc R . .
C13 C 0.3943(6) 0.7114(12) 0.3843(12) 0.057(3) Uani 1 1 d . . .
H13A H 0.3629 0.7398 0.4348 0.086 Uiso 1 1 calc R . .
H13B H 0.4284 0.7696 0.3981 0.086 Uiso 1 1 calc R . .
H13C H 0.4041 0.6140 0.3984 0.086 Uiso 1 1 calc R . .
C14 C 0.4207(7) 0.6710(17) 0.1832(12) 0.073(4) Uani 1 1 d . . .
H14A H 0.4579 0.7159 0.1988 0.109 Uiso 1 1 calc R . .
H14B H 0.4094 0.6895 0.1050 0.109 Uiso 1 1 calc R . .
H14C H 0.4244 0.5707 0.1947 0.109 Uiso 1 1 calc R . .
C15 C 0.2125(6) 0.4844(12) 0.3027(10) 0.046(3) Uani 1 1 d . . .
C16 C 0.2442(5) 0.3992(12) 0.3744(11) 0.052(3) Uani 1 1 d . . .
H16 H 0.2722 0.4367 0.4243 0.062 Uiso 1 1 calc R . .
C17 C 0.2336(6) 0.2603(13) 0.3707(11) 0.063(4) Uani 1 1 d . . .
H17 H 0.2546 0.1994 0.4186 0.075 Uiso 1 1 calc R . .
C18 C 0.1923(7) 0.2065(12) 0.2971(11) 0.057(4) Uani 1 1 d . . .
H18 H 0.1845 0.1097 0.2957 0.069 Uiso 1 1 calc R . .
C19 C 0.1628(7) 0.2949(10) 0.2264(11) 0.055(3) Uani 1 1 d . . .
C20 C 0.1187(6) 0.2418(14) 0.1449(13) 0.070(4) Uani 1 1 d . . .
H20A H 0.0834 0.2974 0.1510 0.105 Uiso 1 1 calc R . .
H20B H 0.1099 0.1446 0.1623 0.105 Uiso 1 1 calc R . .
H20C H 0.1340 0.2485 0.0679 0.105 Uiso 1 1 calc R . .
C21 C 0.1431(7) 0.8321(12) 0.1022(12) 0.061(4) Uani 1 1 d . . .
H21 H 0.1503 0.8996 0.1648 0.073 Uiso 1 1 calc R . .
C22 C 0.1921(9) 0.7947(15) 0.0394(13) 0.080(5) Uani 1 1 d . . .
H22 H 0.2287 0.8386 0.0667 0.096 Uiso 1 1 calc R . .
C23 C 0.1907(9) 0.7719(16) -0.0818(12) 0.085(5) Uani 1 1 d . . .
H23A H 0.2282 0.8000 -0.1148 0.102 Uiso 1 1 calc R . .
H23B H 0.1602 0.8311 -0.1155 0.102 Uiso 1 1 calc R . .
C24 C 0.1793(9) 0.6267(15) -0.1105(14) 0.093(5) Uani 1 1 d . . .
H24A H 0.2168 0.5801 -0.1243 0.112 Uiso 1 1 calc R . .
H24B H 0.1573 0.6244 -0.1822 0.112 Uiso 1 1 calc R . .
C25 C 0.1465(9) 0.5437(15) -0.0241(12) 0.079(5) Uani 1 1 d . . .
H25 H 0.1506 0.4409 -0.0321 0.095 Uiso 1 1 calc R . .
C26 C 0.0944(8) 0.5869(15) 0.0267(13) 0.067(4) Uani 1 1 d . . .
H26 H 0.0690 0.5077 0.0497 0.080 Uiso 1 1 calc R . .
C27 C 0.0613(9) 0.7137(16) -0.0039(18) 0.094(6) Uani 1 1 d . . .
H27A H 0.0624 0.7253 -0.0869 0.113 Uiso 1 1 calc R . .
H27B H 0.0204 0.7007 0.0184 0.113 Uiso 1 1 calc R . .
C28 C 0.0831(9) 0.8399(18) 0.0488(15) 0.087(6) Uani 1 1 d . . .
H28A H 0.0553 0.8685 0.1079 0.105 Uiso 1 1 calc R . .
H28B H 0.0837 0.9141 -0.0090 0.105 Uiso 1 1 calc R . .
N1 N 0.2137(5) 0.6279(10) 0.2928(8) 0.048(2) Uani 1 1 d . . .
N2 N 0.1739(5) 0.4307(10) 0.2282(9) 0.050(3) Uani 1 1 d . . .
O1 O 0.2033(3) 0.8859(7) 0.3774(8) 0.053(2) Uani 1 1 d . . .
Ir1 Ir 0.14696(2) 0.73160(4) 0.38601(4) 0.04518(14) Uani 1 1 d . . .
Ir2 Ir 0.16452(2) 0.62046(5) 0.13943(4) 0.05002(15) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.401(19) . ?
C1 C8 1.532(19) . ?
C1 Ir1 2.114(12) . ?
C2 C3 1.563(19) . ?
C2 Ir1 2.079(14) . ?
C3 C4 1.464(18) . ?
C4 C5 1.53(2) . ?
C5 C6 1.398(19) . ?
C5 Ir1 2.126(13) . ?
C6 C7 1.484(17) . ?
C6 Ir1 2.120(11) . ?
C7 C8 1.506(15) . ?
C9 O1 1.413(15) . ?
C9 C10 1.499(16) . ?
C10 N1 1.490(15) . ?
C10 C11 1.541(16) . ?
C11 C12 1.515(18) . ?
C12 C13 1.518(19) . ?
C12 C14 1.518(18) . ?
C15 N2 1.357(16) . ?
C15 N1 1.388(15) . ?
C15 C16 1.389(17) . ?
C15 Ir2 2.587(13) . ?
C16 C17 1.361(17) . ?
C17 C18 1.39(2) . ?
C18 C19 1.375(18) . ?
C19 N2 1.333(14) . ?
C19 C20 1.49(2) . ?
C21 C22 1.40(2) . ?
C21 C28 1.53(2) . ?
C21 Ir2 2.144(11) . ?
C22 C23 1.45(2) . ?
C22 Ir2 2.152(14) . ?
C23 C24 1.46(2) . ?
C24 C25 1.50(2) . ?
C25 C26 1.41(2) . ?
C25 Ir2 2.115(14) . ?
C26 C27 1.49(2) . ?
C26 Ir2 2.125(15) . ?
C27 C28 1.46(2) . ?
N1 Ir1 2.144(10) . ?
N1 Ir2 2.145(10) . ?
N2 Ir2 2.120(10) . ?
O1 Ir1 1.979(8) . ?
Ir1 Ir2 3.1383(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C8 121.8(13) . . ?
C2 C1 Ir1 69.1(7) . . ?
C8 C1 Ir1 112.0(9) . . ?
C1 C2 C3 122.6(13) . . ?
C1 C2 Ir1 71.9(8) . . ?
C3 C2 Ir1 114.8(9) . . ?
C4 C3 C2 110.5(12) . . ?
C3 C4 C5 114.1(12) . . ?
C6 C5 C4 123.2(12) . . ?
C6 C5 Ir1 70.5(7) . . ?
C4 C5 Ir1 110.2(9) . . ?
C5 C6 C7 123.7(13) . . ?
C5 C6 Ir1 71.0(7) . . ?
C7 C6 Ir1 113.8(7) . . ?
C6 C7 C8 114.9(11) . . ?
C7 C8 C1 111.7(11) . . ?
O1 C9 C10 112.5(10) . . ?
N1 C10 C9 107.0(10) . . ?
N1 C10 C11 111.1(9) . . ?
C9 C10 C11 114.7(10) . . ?
C12 C11 C10 114.6(10) . . ?
C11 C12 C13 112.1(10) . . ?
C11 C12 C14 109.8(11) . . ?
C13 C12 C14 110.2(11) . . ?
N2 C15 N1 109.7(11) . . ?
N2 C15 C16 121.3(11) . . ?
N1 C15 C16 129.0(12) . . ?
N2 C15 Ir2 54.9(6) . . ?
N1 C15 Ir2 56.0(6) . . ?
C16 C15 Ir2 169.2(9) . . ?
C17 C16 C15 117.8(13) . . ?
C16 C17 C18 120.6(12) . . ?
C19 C18 C17 119.4(11) . . ?
N2 C19 C18 120.2(13) . . ?
N2 C19 C20 118.6(12) . . ?
C18 C19 C20 121.3(11) . . ?
C22 C21 C28 121.8(14) . . ?
C22 C21 Ir2 71.2(7) . . ?
C28 C21 Ir2 110.0(10) . . ?
C21 C22 C23 123.0(17) . . ?
C21 C22 Ir2 70.6(8) . . ?
C23 C22 Ir2 114.8(10) . . ?
C22 C23 C24 112.2(13) . . ?
C23 C24 C25 116.1(13) . . ?
C26 C25 C24 124.4(15) . . ?
C26 C25 Ir2 71.0(9) . . ?
C24 C25 Ir2 109.8(11) . . ?
C25 C26 C27 125.3(16) . . ?
C25 C26 Ir2 70.2(9) . . ?
C27 C26 Ir2 114.9(10) . . ?
C28 C27 C26 113.8(13) . . ?
C27 C28 C21 116.8(13) . . ?
C15 N1 C10 118.5(10) . . ?
C15 N1 Ir1 113.9(8) . . ?
C10 N1 Ir1 106.0(7) . . ?
C15 N1 Ir2 91.6(7) . . ?
C10 N1 Ir2 130.7(7) . . ?
Ir1 N1 Ir2 94.0(4) . . ?
C19 N2 C15 120.7(12) . . ?
C19 N2 Ir2 144.9(9) . . ?
C15 N2 Ir2 93.5(7) . . ?
C9 O1 Ir1 114.9(7) . . ?
O1 Ir1 C2 89.8(4) . . ?
O1 Ir1 C1 88.5(4) . . ?
C2 Ir1 C1 39.0(5) . . ?
O1 Ir1 C6 164.8(4) . . ?
C2 Ir1 C6 89.4(5) . . ?
C1 Ir1 C6 81.4(5) . . ?
O1 Ir1 C5 155.9(5) . . ?
C2 Ir1 C5 81.4(5) . . ?
C1 Ir1 C5 98.3(5) . . ?
C6 Ir1 C5 38.4(5) . . ?
O1 Ir1 N1 81.4(4) . . ?
C2 Ir1 N1 159.2(5) . . ?
C1 Ir1 N1 157.5(5) . . ?
C6 Ir1 N1 104.0(4) . . ?
C5 Ir1 N1 99.2(4) . . ?
O1 Ir1 Ir2 97.1(3) . . ?
C2 Ir1 Ir2 157.7(4) . . ?
C1 Ir1 Ir2 119.7(4) . . ?
C6 Ir1 Ir2 78.4(4) . . ?
C5 Ir1 Ir2 99.5(4) . . ?
N1 Ir1 Ir2 43.0(3) . . ?
C25 Ir2 N2 100.0(5) . . ?
C25 Ir2 C26 38.8(7) . . ?
N2 Ir2 C26 105.0(5) . . ?
C25 Ir2 C21 95.6(6) . . ?
N2 Ir2 C21 161.0(5) . . ?
C26 Ir2 C21 80.8(6) . . ?
C25 Ir2 N1 153.2(6) . . ?
N2 Ir2 N1 63.5(4) . . ?
C26 Ir2 N1 160.4(6) . . ?
C21 Ir2 N1 105.3(5) . . ?
C25 Ir2 C22 80.0(6) . . ?
N2 Ir2 C22 156.3(6) . . ?
C26 Ir2 C22 89.9(7) . . ?
C21 Ir2 C22 38.1(6) . . ?
N1 Ir2 C22 106.5(5) . . ?
C25 Ir2 C15 126.4(5) . . ?
N2 Ir2 C15 31.6(4) . . ?
C26 Ir2 C15 136.1(5) . . ?
C21 Ir2 C15 137.3(5) . . ?
N1 Ir2 C15 32.4(4) . . ?
C22 Ir2 C15 132.8(6) . . ?
C25 Ir2 Ir1 161.2(6) . . ?
N2 Ir2 Ir1 81.1(3) . . ?
C26 Ir2 Ir1 122.6(5) . . ?
C21 Ir2 Ir1 80.6(4) . . ?
N1 Ir2 Ir1 43.0(3) . . ?
C22 Ir2 Ir1 106.6(4) . . ?
C15 Ir2 Ir1 62.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.60
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.016
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.187
