# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               'Dalton Trans.'
#TrackingRef '- C1SC00383F_ccdc_831090_cif.txt'

_journal_coden_Cambridge         0222

_publ_contact_author_name        'Zysman-Colman, Eli'
_publ_contact_author_email       eli.zysman-colman@usherbrooke.ca

_publ_section_title              
;
Fraternal Twin Iridium Hemicage Chelates
;
_publ_requested_category         FM
loop_
_publ_author_name
E.Zysman-Colman
G.St-Pierre
S.Ladouceur
D.Fortin

# Attachment '- archive.cif'

#\#CIF_1.1

# CIF produced by WinGX routine CIF_UPDATE
# Created on 2010-08-30 at 14:19:33
# Using CIFtbx version 2.6.2 16 Jun 1998

# Dictionary name : cif_core.dic
# Dictionary vers : 2.3
# Request file : c:\wingx\files\archive.dat
# CIF files read : gstpc1194

data_gstpc1194_1
_database_code_depnum_ccdc_archive 'CCDC 831090'
#TrackingRef '- archive.cif'

_audit_creation_date             2010-08-30T14:19:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

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

_chemical_name_systematic        
;
?
;
_chemical_formula_sum            'C51 H45 Cl9 Ir N3'
_chemical_formula_weight         1211.15

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

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   R-3
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   16.655(9)
_cell_length_b                   16.655
_cell_length_c                   29.156(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7004(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    20
_cell_measurement_theta_min      10
_cell_measurement_theta_max      12.5

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

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3612
_exptl_special_details           
;
?
;

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

_exptl_absorpt_coefficient_mu    3.416
_exptl_absorpt_correction_type   Psi-Scan
_exptl_absorpt_process_details   Empirical
_exptl_absorpt_correction_T_min  0.3419
_exptl_absorpt_correction_T_max  0.4272

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

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CAD4
_diffrn_measurement_method       Omega
_diffrn_standards_number         1
_diffrn_standards_interval_count 100
_diffrn_standards_decay_%        0
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.062
_diffrn_reflns_number            2911
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         25.53
_diffrn_reflns_theta_full        25.5
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             2911
_reflns_number_gt                2349
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       Difrac
_computing_cell_refinement       Difrac
_computing_data_reduction        NRCVAX
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

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

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1333P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_coef       0.00014(7)
_refine_ls_number_reflns         2911
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.1729
_refine_ls_wR_factor_gt          0.1633
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         3.382
_refine_diff_density_min         -4.54
_refine_diff_density_rms         0.26

#----------------------------------------------------------------------------#
# 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C16 C 0.0732(8) 0.4322(8) 0.1594(4) 0.035(3) Uani 1 1 d . . .
H16A H 0.0068 0.4009 0.1663 0.052 Uiso 1 1 calc R . .
H16B H 0.1083 0.4707 0.1855 0.052 Uiso 1 1 calc R . .
H16C H 0.0917 0.3857 0.1535 0.052 Uiso 1 1 calc R . .
C17 C 0.7588(7) 0.8875(7) 0.0409(4) 0.029(2) Uani 1 1 d . . .
H17 H 0.7508 0.8861 0.0069 0.035 Uiso 1 1 calc R . .
C1 C 0.2377(6) 0.6241(7) -0.1599(3) 0.021(2) Uani 1 1 d . . .
H1 H 0.172 0.5953 -0.1601 0.026 Uiso 1 1 calc R . .
C2 C 0.2787(7) 0.5700(6) -0.1598(3) 0.0192(19) Uani 1 1 d . . .
C3 C 0.2210(7) 0.4651(7) -0.1606(3) 0.025(2) Uani 1 1 d . . .
H3A H 0.263 0.4391 -0.1628 0.03 Uiso 1 1 calc R . .
H3B H 0.1813 0.4456 -0.1883 0.03 Uiso 1 1 calc R . .
C4 C 0.1587(7) 0.4243(6) -0.1175(3) 0.022(2) Uani 1 1 d . . .
H4A H 0.1164 0.4498 -0.1153 0.026 Uiso 1 1 calc R . .
H4B H 0.1203 0.3562 -0.1209 0.026 Uiso 1 1 calc R . .
C5 C 0.2147(6) 0.4462(6) -0.0744(3) 0.0191(19) Uani 1 1 d . . .
C6 C 0.2542(7) 0.3922(6) -0.0612(3) 0.0217(19) Uani 1 1 d . . .
H6 H 0.2419 0.3388 -0.0783 0.026 Uiso 1 1 calc R . .
C7 C 0.3116(7) 0.4180(6) -0.0226(3) 0.024(2) Uani 1 1 d . . .
H7 H 0.3383 0.3817 -0.0134 0.029 Uiso 1 1 calc R . .
C8 C 0.3298(6) 0.4961(6) 0.0022(3) 0.0178(18) Uani 1 1 d . . .
C9 C 0.2909(6) 0.5523(6) -0.0103(3) 0.0170(18) Uani 1 1 d . . .
C10 C 0.2327(6) 0.5244(6) -0.0484(3) 0.0191(19) Uani 1 1 d . . .
H10 H 0.2044 0.5594 -0.0571 0.023 Uiso 1 1 calc R . .
C11 C 0.1357(6) 0.6081(6) 0.0418(3) 0.0196(19) Uani 1 1 d . . .
C12 C 0.0433(6) 0.5547(6) 0.0572(3) 0.0211(19) Uani 1 1 d . . .
H12 H -0.0049 0.5587 0.0418 0.025 Uiso 1 1 calc R . .
C13 C 0.0229(7) 0.4973(7) 0.0942(3) 0.024(2) Uani 1 1 d . . .
H13 H -0.0396 0.4606 0.104 0.029 Uiso 1 1 calc R . .
C14 C 0.0931(7) 0.4926(6) 0.1175(3) 0.023(2) Uani 1 1 d . . .
C15 C 0.1816(6) 0.5445(6) 0.1001(3) 0.020(2) Uani 1 1 d . . .
H15 H 0.2299 0.5396 0.1147 0.024 Uiso 1 1 calc R . .
Ir1 Ir 0.3333 0.6667 0.027924(19) 0.0133(3) Uani 1 3 d S . .
N1 N 0.2039(5) 0.6013(5) 0.0640(2) 0.0153(15) Uani 1 1 d . . .
Cl1 Cl 0.7643(2) 0.98945(19) 0.06231(10) 0.0388(7) Uani 1 1 d . . .
Cl2 Cl 0.86326(19) 0.8897(2) 0.05287(9) 0.0352(6) Uani 1 1 d . . .
Cl3 Cl 0.6645(2) 0.7889(2) 0.06417(12) 0.0472(8) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C16 0.033(6) 0.035(6) 0.037(6) 0.013(5) 0.013(5) 0.018(5)
C17 0.029(6) 0.027(5) 0.031(6) -0.005(4) -0.002(4) 0.013(5)
C1 0.021(5) 0.024(5) 0.013(4) 0.002(4) 0.002(3) 0.007(4)
C2 0.027(5) 0.022(5) 0.012(4) 0.000(3) 0.000(4) 0.014(4)
C3 0.023(5) 0.026(5) 0.023(5) -0.002(4) 0.000(4) 0.011(4)
C4 0.023(5) 0.013(4) 0.028(5) -0.005(4) -0.002(4) 0.008(4)
C5 0.015(4) 0.016(4) 0.023(5) -0.003(4) -0.002(4) 0.005(4)
C6 0.028(5) 0.017(5) 0.022(5) 0.000(4) -0.001(4) 0.013(4)
C7 0.028(5) 0.016(5) 0.026(5) 0.005(4) 0.008(4) 0.009(4)
C8 0.021(5) 0.015(4) 0.014(4) 0.004(3) 0.004(3) 0.007(4)
C9 0.009(4) 0.017(4) 0.018(4) 0.003(3) 0.004(3) 0.001(4)
C10 0.013(4) 0.016(4) 0.025(5) -0.005(4) 0.000(4) 0.005(4)
C11 0.014(4) 0.019(5) 0.024(5) -0.004(4) -0.004(4) 0.007(4)
C12 0.014(4) 0.018(5) 0.033(5) -0.003(4) 0.000(4) 0.009(4)
C13 0.021(5) 0.028(5) 0.027(5) 0.003(4) 0.009(4) 0.015(4)
C14 0.025(5) 0.018(5) 0.025(5) 0.006(4) 0.009(4) 0.010(4)
C15 0.018(5) 0.019(5) 0.027(5) 0.004(4) 0.006(4) 0.011(4)
Ir1 0.0121(3) 0.0121(3) 0.0157(3) 0 0 0.00605(14)
N1 0.011(4) 0.019(4) 0.020(4) -0.004(3) 0.005(3) 0.010(3)
Cl1 0.0454(17) 0.0294(14) 0.0464(16) -0.0096(12) -0.0013(13) 0.0223(13)
Cl2 0.0302(14) 0.0422(15) 0.0368(14) -0.0045(11) -0.0018(11) 0.0207(12)
Cl3 0.0377(16) 0.0312(15) 0.072(2) 0.0168(14) 0.0170(15) 0.0163(13)

#----------------------------------------------------------------------------#
# 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
C16 C14 1.510(13) . ?
C17 Cl3 1.745(11) . ?
C17 Cl2 1.757(11) . ?
C17 Cl1 1.767(10) . ?
C1 C2 1.377(13) . ?
C1 C2 1.404(13) 3_565 ?
C2 C1 1.404(13) 2_665 ?
C2 C3 1.516(13) . ?
C3 C4 1.553(13) . ?
C4 C5 1.499(12) . ?
C5 C10 1.404(12) . ?
C5 C6 1.407(13) . ?
C6 C7 1.398(14) . ?
C7 C8 1.383(13) . ?
C8 C9 1.427(13) . ?
C8 C11 1.461(13) 2_665 ?
C9 C10 1.391(12) . ?
C9 Ir1 2.006(9) . ?
C11 N1 1.361(11) . ?
C11 C12 1.411(13) . ?
C11 C8 1.461(13) 3_565 ?
C12 C13 1.367(13) . ?
C13 C14 1.388(14) . ?
C14 C15 1.379(13) . ?
C15 N1 1.336(11) . ?
Ir1 C9 2.006(9) 3_565 ?
Ir1 C9 2.006(9) 2_665 ?
Ir1 N1 2.143(7) 3_565 ?
Ir1 N1 2.143(7) . ?
Ir1 N1 2.143(7) 2_665 ?

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
Cl3 C17 Cl2 111.0(6) . . ?
Cl3 C17 Cl1 111.0(6) . . ?
Cl2 C17 Cl1 109.6(6) . . ?
C2 C1 C2 121.1(10) . 3_565 ?
C1 C2 C1 118.9(10) . 2_665 ?
C1 C2 C3 121.2(9) . . ?
C1 C2 C3 119.9(8) 2_665 . ?
C2 C3 C4 113.0(8) . . ?
C5 C4 C3 112.0(8) . . ?
C10 C5 C6 119.6(8) . . ?
C10 C5 C4 119.8(8) . . ?
C6 C5 C4 120.5(8) . . ?
C7 C6 C5 119.4(9) . . ?
C8 C7 C6 120.2(9) . . ?
C7 C8 C9 121.7(9) . . ?
C7 C8 C11 122.2(9) . 2_665 ?
C9 C8 C11 116.1(8) . 2_665 ?
C10 C9 C8 117.0(8) . . ?
C10 C9 Ir1 128.1(7) . . ?
C8 C9 Ir1 114.8(6) . . ?
C9 C10 C5 122.1(9) . . ?
N1 C11 C12 119.3(8) . . ?
N1 C11 C8 115.1(8) . 3_565 ?
C12 C11 C8 125.6(8) . 3_565 ?
C13 C12 C11 120.2(9) . . ?
C12 C13 C14 120.3(9) . . ?
C15 C14 C13 116.8(9) . . ?
C15 C14 C16 121.7(9) . . ?
C13 C14 C16 121.6(9) . . ?
N1 C15 C14 124.4(9) . . ?
C9 Ir1 C9 92.1(3) 3_565 2_665 ?
C9 Ir1 C9 92.1(3) 3_565 . ?
C9 Ir1 C9 92.1(3) 2_665 . ?
C9 Ir1 N1 90.2(3) 3_565 3_565 ?
C9 Ir1 N1 80.0(3) 2_665 3_565 ?
C9 Ir1 N1 171.8(3) . 3_565 ?
C9 Ir1 N1 80.0(3) 3_565 . ?
C9 Ir1 N1 171.8(3) 2_665 . ?
C9 Ir1 N1 90.2(3) . . ?
N1 Ir1 N1 97.9(3) 3_565 . ?
C9 Ir1 N1 171.8(3) 3_565 2_665 ?
C9 Ir1 N1 90.2(3) 2_665 2_665 ?
C9 Ir1 N1 80.0(3) . 2_665 ?
N1 Ir1 N1 97.9(3) 3_565 2_665 ?
N1 Ir1 N1 97.9(3) . 2_665 ?
C15 N1 C11 119.0(8) . . ?
C15 N1 Ir1 126.8(6) . . ?
C11 N1 Ir1 113.2(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 C2 C1 -0.6(17) 3_565 . . 2_665 ?
C2 C1 C2 C3 -179.1(6) 3_565 . . . ?
C1 C2 C3 C4 -63.1(11) . . . . ?
C1 C2 C3 C4 118.4(9) 2_665 . . . ?
C2 C3 C4 C5 -62.1(10) . . . . ?
C3 C4 C5 C10 94.1(10) . . . . ?
C3 C4 C5 C6 -81.9(11) . . . . ?
C10 C5 C6 C7 -0.7(14) . . . . ?
C4 C5 C6 C7 175.4(8) . . . . ?
C5 C6 C7 C8 -0.3(14) . . . . ?
C6 C7 C8 C9 0.3(14) . . . . ?
C6 C7 C8 C11 -177.8(9) . . . 2_665 ?
C7 C8 C9 C10 0.8(13) . . . . ?
C11 C8 C9 C10 178.9(8) 2_665 . . . ?
C7 C8 C9 Ir1 -176.1(7) . . . . ?
C11 C8 C9 Ir1 2.1(10) 2_665 . . . ?
C8 C9 C10 C5 -1.8(13) . . . . ?
Ir1 C9 C10 C5 174.6(7) . . . . ?
C6 C5 C10 C9 1.8(13) . . . . ?
C4 C5 C10 C9 -174.3(8) . . . . ?
N1 C11 C12 C13 0.4(14) . . . . ?
C8 C11 C12 C13 178.6(9) 3_565 . . . ?
C11 C12 C13 C14 1.3(14) . . . . ?
C12 C13 C14 C15 -3.0(14) . . . . ?
C12 C13 C14 C16 178.1(9) . . . . ?
C13 C14 C15 N1 3.2(15) . . . . ?
C16 C14 C15 N1 -177.9(9) . . . . ?
C10 C9 Ir1 C9 0.2(8) . . . 3_565 ?
C8 C9 Ir1 C9 176.6(6) . . . 3_565 ?
C10 C9 Ir1 C9 -92.0(6) . . . 2_665 ?
C8 C9 Ir1 C9 84.4(8) . . . 2_665 ?
C10 C9 Ir1 N1 -106(2) . . . 3_565 ?
C8 C9 Ir1 N1 70(2) . . . 3_565 ?
C10 C9 Ir1 N1 80.1(8) . . . . ?
C8 C9 Ir1 N1 -103.4(7) . . . . ?
C10 C9 Ir1 N1 178.2(8) . . . 2_665 ?
C8 C9 Ir1 N1 -5.4(6) . . . 2_665 ?
C14 C15 N1 C11 -1.5(14) . . . . ?
C14 C15 N1 Ir1 -169.1(7) . . . . ?
C12 C11 N1 C15 -0.3(12) . . . . ?
C8 C11 N1 C15 -178.7(8) 3_565 . . . ?
C12 C11 N1 Ir1 168.8(7) . . . . ?
C8 C11 N1 Ir1 -9.5(9) 3_565 . . . ?
C9 Ir1 N1 C15 176.5(8) 3_565 . . . ?
C9 Ir1 N1 C15 -169(2) 2_665 . . . ?
C9 Ir1 N1 C15 84.4(7) . . . . ?
N1 Ir1 N1 C15 -94.7(6) 3_565 . . . ?
N1 Ir1 N1 C15 4.5(8) 2_665 . . . ?
C9 Ir1 N1 C11 8.3(6) 3_565 . . . ?
C9 Ir1 N1 C11 22(2) 2_665 . . . ?
C9 Ir1 N1 C11 -83.7(6) . . . . ?
N1 Ir1 N1 C11 97.1(7) 3_565 . . . ?
N1 Ir1 N1 C11 -163.7(6) 2_665 . . . ?