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

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

data_compound_1
_database_code_depnum_ccdc_archive 'CCDC 2131822'
loop_
_audit_author_name
_audit_author_address
'Jose Martinez-Lillo'
;University of Valencia
Spain
;
_audit_update_record             
;
2021-12-30 deposited with the CCDC.	2022-02-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H24 Br6 Cu Ir N8'
_chemical_formula_sum            'C16 H24 Br6 Cu Ir N8'
_chemical_formula_weight         1063.63

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9922(4)
_cell_length_b                   10.7490(5)
_cell_length_c                   21.7945(10)
_cell_angle_alpha                79.6570(10)
_cell_angle_beta                 84.228(2)
_cell_angle_gamma                74.675(2)
_cell_volume                     1995.54(16)
_cell_formula_units_Z            3
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9335
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      29.18
_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            dark-blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.655
_exptl_crystal_F_000             1476
_exptl_transmission_factor_min   0.410
_exptl_transmission_factor_max   0.746
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.118
_exptl_absorpt_coefficient_mu    14.828
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Kong Mun Lo , Seik Weng Ng , Bruker Smart Apex , Sadabs Sheldrick (2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            98153
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.352
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             9075
_reflns_number_gt                8849
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    diamond
_computing_publication_material  diamond
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0352P)²+13.0909P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9075
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 1.000000 0.500000 0.500000 0.00688(6) Uani 1 2 d S . P . .
Ir2 Ir 0.34424(2) 1.23842(2) 0.16978(2) 0.00977(5) Uani 1 1 d . . . . .
Cu1 Cu 1.000000 0.000000 0.500000 0.01035(15) Uani 1 2 d S . P . .
Cu2 Cu 0.32237(7) 0.75076(6) 0.17110(2) 0.01437(12) Uani 1 1 d . . . . .
Br1 Br 1.04385(5) 0.26131(4) 0.53574(2) 0.01275(9) Uani 1 1 d . . . . .
Br2 Br 1.09715(5) 0.45838(4) 0.39422(2) 0.01253(9) Uani 1 1 d . . . . .
Br3 Br 0.73417(5) 0.51363(4) 0.47268(2) 0.01120(9) Uani 1 1 d . . . . .
Br4 Br 0.43008(6) 0.99554(4) 0.19257(2) 0.01654(10) Uani 1 1 d . . . . .
Br5 Br 0.24352(6) 1.47954(4) 0.15059(2) 0.01912(10) Uani 1 1 d . . . . .
Br6 Br 0.42645(6) 1.24030(5) 0.05810(2) 0.01938(10) Uani 1 1 d . . . . .
Br7 Br 0.08607(5) 1.22348(5) 0.14714(2) 0.01689(10) Uani 1 1 d . . . . .
Br8 Br 0.27159(6) 1.24124(5) 0.28121(2) 0.02013(11) Uani 1 1 d . . . . .
Br9 Br 0.60606(5) 1.25361(5) 0.18833(2) 0.01844(10) Uani 1 1 d . . . . .
N1 N 0.9533(4) 0.0852(4) 0.41236(17) 0.0113(7) Uani 1 1 d . . . . .
N2 N 0.8967(4) 0.2336(4) 0.32892(18) 0.0116(7) Uani 1 1 d . . . . .
N3 N 0.7763(4) 0.0439(4) 0.52829(18) 0.0120(7) Uani 1 1 d . . . . .
N4 N 0.5511(5) 0.0229(4) 0.57202(18) 0.0134(7) Uani 1 1 d . . . . .
N5 N 0.2570(5) 0.8345(4) 0.08561(18) 0.0165(8) Uani 1 1 d . . . . .
N6 N 0.2345(5) 0.9657(4) -0.00381(19) 0.0167(8) Uani 1 1 d . . . . .
N7 N 0.1030(5) 0.7956(4) 0.20493(19) 0.0154(8) Uani 1 1 d . . . . .
N8 N -0.1108(5) 0.7853(4) 0.26139(19) 0.0167(8) Uani 1 1 d . . . . .
N9 N 0.3862(5) 0.6734(4) 0.25687(17) 0.0133(7) Uani 1 1 d . . . . .
N10 N 0.4533(4) 0.5181(4) 0.33629(18) 0.0121(7) Uani 1 1 d . . . . .
N11 N 0.5344(5) 0.6740(4) 0.13730(18) 0.0169(8) Uani 1 1 d . . . . .
N12 N 0.7160(5) 0.5453(4) 0.0859(2) 0.0207(9) Uani 1 1 d . . . . .
C1 C 0.9081(5) 0.2128(5) 0.3909(2) 0.0123(8) Uani 1 1 d . . . . .
H1 H 0.886906 0.279627 0.416147 0.015 Uiso 1 1 calc R U . . .
C2 C 0.9386(6) 0.1152(5) 0.3088(2) 0.0163(9) Uani 1 1 d . . . . .
H2 H 0.942109 0.099854 0.266974 0.020 Uiso 1 1 calc R U . . .
C3 C 0.9741(6) 0.0240(5) 0.3604(2) 0.0171(9) Uani 1 1 d . . . . .
H3 H 1.007972 -0.067655 0.360778 0.021 Uiso 1 1 calc R U . . .
C4 C 0.8591(5) 0.3620(5) 0.2893(2) 0.0148(9) Uani 1 1 d . . . . .
H4A H 0.951376 0.375734 0.263800 0.022 Uiso 1 1 calc R U . . .
H4B H 0.823437 0.430237 0.315596 0.022 Uiso 1 1 calc R U . . .
H4C H 0.777496 0.365788 0.261877 0.022 Uiso 1 1 calc R U . . .
C5 C 0.6995(5) -0.0382(5) 0.5605(2) 0.0150(9) Uani 1 1 d . . . . .
H5 H 0.743541 -0.128502 0.573744 0.018 Uiso 1 1 calc R U . . .
C6 C 0.5309(6) 0.1515(5) 0.5456(2) 0.0158(9) Uani 1 1 d . . . . .
H6 H 0.437813 0.218562 0.545866 0.019 Uiso 1 1 calc R U . . .
C7 C 0.6704(6) 0.1641(5) 0.5189(2) 0.0168(9) Uani 1 1 d . . . . .
H7 H 0.691766 0.242916 0.497248 0.020 Uiso 1 1 calc R U . . .
C8 C 0.4313(6) -0.0342(5) 0.6074(3) 0.0215(10) Uani 1 1 d . . . . .
H8A H 0.330581 0.028971 0.602533 0.032 Uiso 1 1 calc R U . . .
H8B H 0.453693 -0.056081 0.651691 0.032 Uiso 1 1 calc R U . . .
H8C H 0.429392 -0.113540 0.591642 0.032 Uiso 1 1 calc R U . . .
C9 C 0.2926(6) 0.9391(5) 0.0523(2) 0.0173(9) Uani 1 1 d . . . . .
H9 H 0.351677 0.988647 0.066503 0.021 Uiso 1 1 calc R U . . .
C10 C 0.1561(6) 0.8734(5) -0.0076(2) 0.0216(10) Uani 1 1 d . . . . .
H10 H 0.103367 0.867348 -0.042157 0.026 Uiso 1 1 calc R U . . .
C11 C 0.1697(6) 0.7930(5) 0.0482(2) 0.0211(10) Uani 1 1 d . . . . .
H11 H 0.126357 0.720010 0.059892 0.025 Uiso 1 1 calc R U . . .
C12 C 0.2578(7) 1.0704(6) -0.0539(2) 0.0247(11) Uani 1 1 d . . . . .
H12A H 0.326421 1.032568 -0.087370 0.037 Uiso 1 1 calc R U . . .
H12B H 0.304506 1.129333 -0.037417 0.037 Uiso 1 1 calc R U . . .
H12C H 0.158073 1.119401 -0.070580 0.037 Uiso 1 1 calc R U . . .
C13 C 0.0377(6) 0.7249(5) 0.2507(2) 0.0196(10) Uani 1 1 d . . . . .
H13 H 0.089236 0.642774 0.272746 0.024 Uiso 1 1 calc R U . . .
C14 C -0.1427(6) 0.9011(5) 0.2205(2) 0.0171(9) Uani 1 1 d . . . . .
H14 H -0.238660 0.965044 0.217647 0.021 Uiso 1 1 calc R U . . .
C15 C -0.0111(6) 0.9065(5) 0.1852(2) 0.0164(9) Uani 1 1 d . . . . .
H15 H 0.000936 0.974943 0.152335 0.020 Uiso 1 1 calc R U . . .
C16 C -0.2182(6) 0.7391(6) 0.3100(3) 0.0255(11) Uani 1 1 d . . . . .
H16A H -0.323723 0.791728 0.302525 0.038 Uiso 1 1 calc R U . . .
H16B H -0.190160 0.747512 0.351070 0.038 Uiso 1 1 calc R U . . .
H16C H -0.212501 0.647251 0.308753 0.038 Uiso 1 1 calc R U . . .
C17 C 0.4426(5) 0.5463(5) 0.2744(2) 0.0136(9) Uani 1 1 d . . . . .
H17 H 0.471373 0.483849 0.246737 0.016 Uiso 1 1 calc R U . . .
C18 C 0.3999(6) 0.6326(5) 0.3603(2) 0.0158(9) Uani 1 1 d . . . . .
H18 H 0.392923 0.642738 0.403016 0.019 Uiso 1 1 calc R U . . .
C19 C 0.3593(6) 0.7283(5) 0.3108(2) 0.0149(9) Uani 1 1 d . . . . .
H19 H 0.318770 0.818569 0.312879 0.018 Uiso 1 1 calc R U . . .
C20 C 0.5055(6) 0.3873(5) 0.3722(2) 0.0159(9) Uani 1 1 d . . . . .
H20A H 0.534213 0.322828 0.343677 0.024 Uiso 1 1 calc R U . . .
H20B H 0.421884 0.367885 0.401749 0.024 Uiso 1 1 calc R U . . .
H20C H 0.595172 0.383458 0.395191 0.024 Uiso 1 1 calc R U . . .
C21 C 0.5650(6) 0.5998(5) 0.0929(2) 0.0182(9) Uani 1 1 d . . . . .
H21 H 0.489047 0.587032 0.069006 0.022 Uiso 1 1 calc R U . . .
C22 C 0.7890(6) 0.5880(5) 0.1283(2) 0.0221(10) Uani 1 1 d . . . . .
H22 H 0.896677 0.566655 0.134027 0.026 Uiso 1 1 calc R U . . .
C23 C 0.6757(6) 0.6659(5) 0.1597(3) 0.0224(10) Uani 1 1 d . . . . .
H23 H 0.690741 0.708638 0.192206 0.027 Uiso 1 1 calc R U . . .
C24 C 0.7894(8) 0.4568(6) 0.0419(3) 0.0333(14) Uani 1 1 d . . . . .
H24A H 0.796108 0.507113 -0.000037 0.050 Uiso 1 1 calc R U . . .
H24B H 0.727924 0.394039 0.041543 0.050 Uiso 1 1 calc R U . . .
H24C H 0.893440 0.409720 0.054672 0.050 Uiso 1 1 calc R U . . .


_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 Br2 2.4571(4) 2_766 ?
Ir1 Br2 2.4571(4) . ?
Ir1 Br1 2.4807(4) 2_766 ?
Ir1 Br1 2.4807(4) . ?
Ir1 Br3 2.4819(4) 2_766 ?
Ir1 Br3 2.4819(4) . ?
Ir2 Br8 2.4539(5) . ?
Ir2 Br6 2.4699(5) . ?
Ir2 Br7 2.4729(5) . ?
Ir2 Br9 2.4801(5) . ?
Ir2 Br5 2.4817(5) . ?
Ir2 Br4 2.4909(5) . ?
Cu1 N1 1.998(4) . ?
Cu1 N1 1.998(4) 2_756 ?
Cu1 N3 2.001(4) . ?
Cu1 N3 2.001(4) 2_756 ?
Cu2 N9 1.980(4) . ?
Cu2 N11 1.991(4) . ?
Cu2 N5 1.991(4) . ?
Cu2 N7 2.000(4) . ?
N1 C1 1.333(6) . ?
N1 C3 1.382(6) . ?
N2 C1 1.340(6) . ?
N2 C2 1.367(6) . ?
N2 C4 1.466(6) . ?
N3 C5 1.323(6) . ?
N3 C7 1.382(6) . ?
N4 C5 1.343(6) . ?
N4 C6 1.370(6) . ?
N4 C8 1.464(6) . ?
N5 C9 1.320(6) . ?
N5 C11 1.386(6) . ?
N6 C9 1.333(6) . ?
N6 C10 1.378(7) . ?
N6 C12 1.463(6) . ?
N7 C13 1.327(6) . ?
N7 C15 1.385(6) . ?
N8 C13 1.339(6) . ?
N8 C14 1.374(6) . ?
N8 C16 1.470(6) . ?
N9 C17 1.324(6) . ?
N9 C19 1.380(6) . ?
N10 C17 1.336(6) . ?
N10 C18 1.374(6) . ?
N10 C20 1.463(6) . ?
N11 C21 1.326(6) . ?
N11 C23 1.381(7) . ?
N12 C21 1.334(7) . ?
N12 C22 1.389(7) . ?
N12 C24 1.459(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.356(7) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5 0.9500 . ?
C6 C7 1.358(7) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 0.9500 . ?
C10 C11 1.356(7) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 0.9500 . ?
C14 C15 1.355(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17 0.9500 . ?
C18 C19 1.356(7) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C22 C23 1.350(8) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
Br2 Ir1 Br2 180.0 2_766 . ?
Br2 Ir1 Br1 89.680(15) 2_766 2_766 ?
Br2 Ir1 Br1 90.321(15) . 2_766 ?
Br2 Ir1 Br1 90.318(15) 2_766 . ?
Br2 Ir1 Br1 89.681(15) . . ?
Br1 Ir1 Br1 180.0 2_766 . ?
Br2 Ir1 Br3 89.770(15) 2_766 2_766 ?
Br2 Ir1 Br3 90.231(15) . 2_766 ?
Br1 Ir1 Br3 90.580(14) 2_766 2_766 ?
Br1 Ir1 Br3 89.420(14) . 2_766 ?
Br2 Ir1 Br3 90.229(15) 2_766 . ?
Br2 Ir1 Br3 89.770(15) . . ?
Br1 Ir1 Br3 89.420(14) 2_766 . ?
Br1 Ir1 Br3 90.580(14) . . ?
Br3 Ir1 Br3 180.00(2) 2_766 . ?
Br8 Ir2 Br6 177.472(18) . . ?
Br8 Ir2 Br7 92.688(17) . . ?
Br6 Ir2 Br7 89.643(17) . . ?
Br8 Ir2 Br9 89.429(17) . . ?
Br6 Ir2 Br9 88.239(18) . . ?
Br7 Ir2 Br9 177.882(17) . . ?
Br8 Ir2 Br5 88.743(18) . . ?
Br6 Ir2 Br5 90.382(17) . . ?
Br7 Ir2 Br5 87.515(17) . . ?
Br9 Ir2 Br5 92.467(17) . . ?
Br8 Ir2 Br4 89.063(18) . . ?
Br6 Ir2 Br4 91.922(17) . . ?
Br7 Ir2 Br4 89.868(17) . . ?
Br9 Ir2 Br4 90.234(17) . . ?
Br5 Ir2 Br4 176.503(18) . . ?
N1 Cu1 N1 180.0 . 2_756 ?
N1 Cu1 N3 92.00(15) . . ?
N1 Cu1 N3 88.00(15) 2_756 . ?
N1 Cu1 N3 88.00(15) . 2_756 ?
N1 Cu1 N3 92.00(15) 2_756 2_756 ?
N3 Cu1 N3 180.0 . 2_756 ?
N9 Cu2 N11 89.88(16) . . ?
N9 Cu2 N5 178.09(17) . . ?
N11 Cu2 N5 90.95(17) . . ?
N9 Cu2 N7 88.91(16) . . ?
N11 Cu2 N7 169.48(17) . . ?
N5 Cu2 N7 90.60(17) . . ?
C1 N1 C3 105.7(4) . . ?
C1 N1 Cu1 127.4(3) . . ?
C3 N1 Cu1 126.7(3) . . ?
C1 N2 C2 108.2(4) . . ?
C1 N2 C4 125.5(4) . . ?
C2 N2 C4 126.1(4) . . ?
C5 N3 C7 105.8(4) . . ?
C5 N3 Cu1 126.3(3) . . ?
C7 N3 Cu1 128.0(3) . . ?
C5 N4 C6 107.5(4) . . ?
C5 N4 C8 127.3(4) . . ?
C6 N4 C8 125.2(4) . . ?
C9 N5 C11 106.1(4) . . ?
C9 N5 Cu2 126.5(3) . . ?
C11 N5 Cu2 127.3(3) . . ?
C9 N6 C10 108.2(4) . . ?
C9 N6 C12 125.7(4) . . ?
C10 N6 C12 126.0(4) . . ?
C13 N7 C15 106.3(4) . . ?
C13 N7 Cu2 126.9(3) . . ?
C15 N7 Cu2 126.8(3) . . ?
C13 N8 C14 107.6(4) . . ?
C13 N8 C16 126.2(4) . . ?
C14 N8 C16 126.1(4) . . ?
C17 N9 C19 106.2(4) . . ?
C17 N9 Cu2 122.9(3) . . ?
C19 N9 Cu2 130.0(3) . . ?
C17 N10 C18 108.0(4) . . ?
C17 N10 C20 125.7(4) . . ?
C18 N10 C20 126.2(4) . . ?
C21 N11 C23 105.6(4) . . ?
C21 N11 Cu2 124.0(3) . . ?
C23 N11 Cu2 129.6(3) . . ?
C21 N12 C22 107.3(4) . . ?
C21 N12 C24 125.9(5) . . ?
C22 N12 C24 126.8(5) . . ?
N1 C1 N2 110.5(4) . . ?
N1 C1 H1 124.7 . . ?
N2 C1 H1 124.7 . . ?
C3 C2 N2 106.2(4) . . ?
C3 C2 H2 126.9 . . ?
N2 C2 H2 126.9 . . ?
C2 C3 N1 109.4(4) . . ?
C2 C3 H3 125.3 . . ?
N1 C3 H3 125.3 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 N4 111.2(4) . . ?
N3 C5 H5 124.4 . . ?
N4 C5 H5 124.4 . . ?
C7 C6 N4 106.4(4) . . ?
C7 C6 H6 126.8 . . ?
N4 C6 H6 126.8 . . ?
C6 C7 N3 109.2(4) . . ?
C6 C7 H7 125.4 . . ?
N3 C7 H7 125.4 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 N6 110.8(4) . . ?
N5 C9 H9 124.6 . . ?
N6 C9 H9 124.6 . . ?
C11 C10 N6 105.8(4) . . ?
C11 C10 H10 127.1 . . ?
N6 C10 H10 127.1 . . ?
C10 C11 N5 109.1(5) . . ?
C10 C11 H11 125.5 . . ?
N5 C11 H11 125.5 . . ?
N6 C12 H12A 109.5 . . ?
N6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N7 C13 N8 110.7(4) . . ?
N7 C13 H13 124.6 . . ?
N8 C13 H13 124.6 . . ?
C15 C14 N8 106.8(4) . . ?
C15 C14 H14 126.6 . . ?
N8 C14 H14 126.6 . . ?
C14 C15 N7 108.6(4) . . ?
C14 C15 H15 125.7 . . ?
N7 C15 H15 125.7 . . ?
N8 C16 H16A 109.5 . . ?
N8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N9 C17 N10 110.6(4) . . ?
N9 C17 H17 124.7 . . ?
N10 C17 H17 124.7 . . ?
C19 C18 N10 106.1(4) . . ?
C19 C18 H18 126.9 . . ?
N10 C18 H18 126.9 . . ?
C18 C19 N9 109.1(4) . . ?
C18 C19 H19 125.5 . . ?
N9 C19 H19 125.5 . . ?
N10 C20 H20A 109.5 . . ?
N10 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N10 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N11 C21 N12 111.4(4) . . ?
N11 C21 H21 124.3 . . ?
N12 C21 H21 124.3 . . ?
C23 C22 N12 105.9(5) . . ?
C23 C22 H22 127.0 . . ?
N12 C22 H22 127.0 . . ?
C22 C23 N11 109.7(5) . . ?
C22 C23 H23 125.1 . . ?
N11 C23 H23 125.1 . . ?
N12 C24 H24A 109.5 . . ?
N12 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N12 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         4.604
_refine_diff_density_min         -1.752
_refine_diff_density_rms         0.188



_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_compound_2
_database_code_depnum_ccdc_archive 'CCDC 2131823'
loop_
_audit_author_name
_audit_author_address
'Jose Martinez-Lillo'
;University of Valencia
Spain
;
_audit_update_record             
;
2021-12-30 deposited with the CCDC.	2022-02-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H24 Br6 Cu Ir N8'
_chemical_formula_sum            'C20 H24 Br6 Cu Ir N8'
_chemical_formula_weight         1111.67

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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                   16.8203(5)
_cell_length_b                   11.5069(4)
_cell_length_c                   16.3342(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.1540(10)
_cell_angle_gamma                90
_cell_volume                     3051.54(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9738
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      36.31

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            dark-blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.420
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   0.303
_exptl_transmission_factor_max   0.747
_exptl_crystal_size_max          0.483
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.159
_exptl_absorpt_coefficient_mu    12.935
_shelx_estimated_absorpt_T_min   0.062
_shelx_estimated_absorpt_T_max   0.233
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Kong Mun Lo , Seik Weng Ng , Bruker Smart Apex , Sadabs Sheldrick (2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25490
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.096
_diffrn_reflns_theta_max         30.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4862
_reflns_number_gt                4520
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    diamond
_computing_publication_material  diamond
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0329P)²+24.9680P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4862
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0835
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.500000 0.500000 0.500000 0.01177(6) Uani 1 2 d S . P . .
Cu1 Cu 0.250000 0.250000 0.500000 0.01941(14) Uani 1 2 d S . P . .
Br1 Br 0.35042(2) 0.47436(3) 0.48664(3) 0.01727(8) Uani 1 1 d . . . . .
Br2 Br 0.48036(2) 0.70869(3) 0.52056(3) 0.02295(10) Uani 1 1 d . . . . .
Br3 Br 0.47421(2) 0.52535(4) 0.34539(2) 0.02114(9) Uani 1 1 d . . . . .
N1 N 0.2453(2) 0.2941(3) 0.6187(2) 0.0217(7) Uani 1 1 d . . . . .
N2 N 0.2160(2) 0.2733(3) 0.7421(2) 0.0221(7) Uani 1 1 d . . . . .
N3 N 0.3480(2) 0.1519(3) 0.5492(2) 0.0194(6) Uani 1 1 d . . . . .
N4 N 0.4728(2) 0.1023(3) 0.6210(2) 0.0233(7) Uani 1 1 d . . . . .
C1 C 0.1970(3) 0.2418(4) 0.6593(3) 0.0237(8) Uani 1 1 d . . . . .
H1 H 0.154394 0.188786 0.633807 0.028 Uiso 1 1 calc R U . . .
C2 C 0.2807(3) 0.3519(4) 0.7543(3) 0.0224(8) Uani 1 1 d . . . . .
H2 H 0.308019 0.389457 0.805767 0.027 Uiso 1 1 calc R U . . .
C3 C 0.2969(2) 0.3641(4) 0.6784(3) 0.0220(8) Uani 1 1 d . . . . .
H3 H 0.338034 0.413830 0.667386 0.026 Uiso 1 1 calc R U . . .
C4 C 0.1783(3) 0.2275(4) 0.8032(3) 0.0311(10) Uani 1 1 d . . . . .
H4 H 0.130599 0.180605 0.783614 0.037 Uiso 1 1 calc R U . . .
C5 C 0.2047(4) 0.2457(6) 0.8844(4) 0.0476(15) Uani 1 1 d . . . . .
H5A H 0.252256 0.292227 0.905985 0.057 Uiso 1 1 calc R U . . .
H5B H 0.176577 0.212415 0.922058 0.057 Uiso 1 1 calc R U . . .
C6 C 0.4157(2) 0.1874(3) 0.6033(3) 0.0205(7) Uani 1 1 d . . . . .
H6 H 0.423589 0.263303 0.627035 0.025 Uiso 1 1 calc R U . . .
C7 C 0.4391(3) 0.0075(4) 0.5737(4) 0.0328(11) Uani 1 1 d . . . . .
H7 H 0.464497 -0.065932 0.572365 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3625(3) 0.0391(4) 0.5294(4) 0.0325(10) Uani 1 1 d . . . . .
H8 H 0.324612 -0.009112 0.490690 0.039 Uiso 1 1 calc R U . . .
C9 C 0.5537(3) 0.1179(5) 0.6741(3) 0.0345(10) Uani 1 1 d . . . . .
H9 H 0.569319 0.194149 0.694189 0.041 Uiso 1 1 calc R U . . .
C10 C 0.6083(4) 0.0351(6) 0.6974(5) 0.061(2) Uani 1 1 d . . . . .
H10A H 0.594935 -0.042367 0.678621 0.073 Uiso 1 1 calc R U . . .
H10B H 0.661252 0.052400 0.733161 0.073 Uiso 1 1 calc R U . . .


_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 Br2 2.4589(4) . ?
Ir1 Br2 2.4589(4) 5_666 ?
Ir1 Br3 2.4655(4) . ?
Ir1 Br3 2.4655(4) 5_666 ?
Ir1 Br1 2.4854(4) 5_666 ?
Ir1 Br1 2.4855(4) . ?
Cu1 N3 1.986(3) . ?
Cu1 N3 1.986(3) 7_556 ?
Cu1 N1 2.026(4) . ?
Cu1 N1 2.026(4) 7_556 ?
N1 C1 1.321(6) . ?
N1 C3 1.383(5) . ?
N2 C1 1.355(5) . ?
N2 C2 1.390(5) . ?
N2 C4 1.416(6) . ?
N3 C6 1.312(5) . ?
N3 C8 1.375(6) . ?
N4 C6 1.350(5) . ?
N4 C7 1.370(6) . ?
N4 C9 1.420(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.343(6) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.301(8) . ?
C4 H4 0.9500 . ?
C5 H5A 0.9500 . ?
C5 H5B 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.352(7) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.309(7) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9500 . ?
C10 H10B 0.9500 . ?

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
Br2 Ir1 Br2 180.0 . 5_666 ?
Br2 Ir1 Br3 91.745(15) . . ?
Br2 Ir1 Br3 88.256(15) 5_666 . ?
Br2 Ir1 Br3 88.256(15) . 5_666 ?
Br2 Ir1 Br3 91.743(15) 5_666 5_666 ?
Br3 Ir1 Br3 180.0 . 5_666 ?
Br2 Ir1 Br1 92.357(13) . 5_666 ?
Br2 Ir1 Br1 87.644(13) 5_666 5_666 ?
Br3 Ir1 Br1 88.789(13) . 5_666 ?
Br3 Ir1 Br1 91.211(13) 5_666 5_666 ?
Br2 Ir1 Br1 87.644(13) . . ?
Br2 Ir1 Br1 92.355(13) 5_666 . ?
Br3 Ir1 Br1 91.211(13) . . ?
Br3 Ir1 Br1 88.789(13) 5_666 . ?
Br1 Ir1 Br1 180.0 5_666 . ?
N3 Cu1 N3 180.0 . 7_556 ?
N3 Cu1 N1 89.50(14) . . ?
N3 Cu1 N1 90.50(14) 7_556 . ?
N3 Cu1 N1 90.50(14) . 7_556 ?
N3 Cu1 N1 89.50(14) 7_556 7_556 ?
N1 Cu1 N1 180.0 . 7_556 ?
C1 N1 C3 105.5(3) . . ?
C1 N1 Cu1 123.4(3) . . ?
C3 N1 Cu1 130.3(3) . . ?
C1 N2 C2 106.8(4) . . ?
C1 N2 C4 124.8(4) . . ?
C2 N2 C4 128.3(4) . . ?
C6 N3 C8 106.1(4) . . ?
C6 N3 Cu1 125.3(3) . . ?
C8 N3 Cu1 128.4(3) . . ?
C6 N4 C7 106.9(4) . . ?
C6 N4 C9 123.6(4) . . ?
C7 N4 C9 129.4(4) . . ?
N1 C1 N2 111.3(4) . . ?
N1 C1 H1 124.3 . . ?
N2 C1 H1 124.3 . . ?
C3 C2 N2 106.0(4) . . ?
C3 C2 H2 127.0 . . ?
N2 C2 H2 127.0 . . ?
C2 C3 N1 110.4(4) . . ?
C2 C3 H3 124.8 . . ?
N1 C3 H3 124.8 . . ?
C5 C4 N2 124.2(5) . . ?
C5 C4 H4 117.9 . . ?
N2 C4 H4 117.9 . . ?
C4 C5 H5A 120.0 . . ?
C4 C5 H5B 120.0 . . ?
H5A C5 H5B 120.0 . . ?
N3 C6 N4 111.2(4) . . ?
N3 C6 H6 124.4 . . ?
N4 C6 H6 124.4 . . ?
C8 C7 N4 106.5(4) . . ?
C8 C7 H7 126.7 . . ?
N4 C7 H7 126.7 . . ?
C7 C8 N3 109.3(4) . . ?
C7 C8 H8 125.4 . . ?
N3 C8 H8 125.4 . . ?
C10 C9 N4 124.9(5) . . ?
C10 C9 H9 117.5 . . ?
N4 C9 H9 117.5 . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?

_refine_diff_density_max         2.554
_refine_diff_density_min         -2.210
_refine_diff_density_rms         0.254



_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_compound_3
_database_code_depnum_ccdc_archive 'CCDC 2131824'
loop_
_audit_author_name
_audit_author_address
'Jose Martinez-Lillo'
;University of Valencia
Spain
;
_audit_update_record             
;
2021-12-30 deposited with the CCDC.	2022-02-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H48 Br6 Cu Ir N8'
_chemical_formula_sum            'C28 H48 Br6 Cu Ir N8'
_chemical_formula_weight         1231.94

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   18.6616(6)
_cell_length_b                   19.5383(7)
_cell_length_c                   10.8483(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3955.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9769
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      30.93

_exptl_crystal_description       square-prism
_exptl_crystal_colour            dark-blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.069
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   0.398
_exptl_transmission_factor_max   0.746
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.104
_exptl_absorpt_coefficient_mu    9.990
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'Kong Mun Lo , Seik Weng Ng , Bruker Smart Apex , Sadabs Sheldrick (2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49914
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.011
_diffrn_reflns_theta_max         30.032
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5774
_reflns_number_gt                4838
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    diamond
_computing_publication_material  diamond
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0127P)²+12.1636P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5774
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0571
_refine_ls_wR_factor_gt          0.0527
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.500000 0.500000 0.000000 0.01402(4) Uani 1 2 d S . P . .
Cu1 Cu 0.500000 0.500000 0.500000 0.01882(10) Uani 1 2 d S . P . .
Br1 Br 0.55351(2) 0.50127(2) 0.20972(3) 0.02358(7) Uani 1 1 d . . . . .
Br2 Br 0.39310(2) 0.56094(2) 0.07828(3) 0.02291(7) Uani 1 1 d . . . . .
Br3 Br 0.55715(2) 0.61119(2) -0.04603(3) 0.02532(7) Uani 1 1 d . . . . .
N1 N 0.51695(14) 0.39938(14) 0.5166(2) 0.0217(5) Uani 1 1 d . . . . .
N2 N 0.55019(15) 0.30365(14) 0.6048(2) 0.0264(6) Uani 1 1 d . . . . .
N3 N 0.60042(13) 0.51523(13) 0.5541(2) 0.0189(5) Uani 1 1 d . . . . .
N4 N 0.69646(13) 0.54823(14) 0.6535(2) 0.0233(5) Uani 1 1 d . . . . .
C1 C 0.54843(18) 0.37209(17) 0.6125(3) 0.0270(6) Uani 1 1 d . . . . .
H1 H 0.567653 0.397610 0.679311 0.032 Uiso 1 1 calc R U . . .
C2 C 0.5184(2) 0.28572(19) 0.4965(3) 0.0365(8) Uani 1 1 d . . . . .
H2 H 0.512077 0.240747 0.465020 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4976(2) 0.34507(18) 0.4428(4) 0.0371(9) Uani 1 1 d . . . . .
H3 H 0.473310 0.348683 0.366122 0.044 Uiso 1 1 calc R U . . .
C4 C 0.5795(2) 0.2573(2) 0.6974(4) 0.0451(10) Uani 1 1 d . . . . .
H4A H 0.541060 0.225785 0.724584 0.054 Uiso 1 1 calc R U . . .
H4AB H 0.594518 0.284489 0.769886 0.054 Uiso 1 1 calc R U . . .
C5 C 0.6416(2) 0.2159(2) 0.6547(5) 0.0511(12) Uani 1 1 d . . . . .
H5A H 0.679514 0.246577 0.622899 0.061 Uiso 1 1 calc R U . . .
H5AB H 0.626323 0.185333 0.586722 0.061 Uiso 1 1 calc R U . . .
C6 C 0.6715(3) 0.1725(3) 0.7626(7) 0.087(2) Uani 1 1 d . . . . .
H6A H 0.688895 0.203840 0.827746 0.104 Uiso 1 1 calc R U . . .
H6AB H 0.631896 0.145098 0.797953 0.104 Uiso 1 1 calc R U . . .
C7 C 0.7295(3) 0.1265(3) 0.7281(7) 0.086(2) Uani 1 1 d . . . . .
H7A H 0.710402 0.089033 0.677951 0.128 Uiso 1 1 calc R U . . .
H7B H 0.751723 0.107810 0.802713 0.128 Uiso 1 1 calc R U . . .
H7C H 0.765459 0.151814 0.680555 0.128 Uiso 1 1 calc R U . . .
C8 C 0.62485(16) 0.54708(16) 0.6526(3) 0.0226(6) Uani 1 1 d . . . . .
H8 H 0.595436 0.566636 0.714835 0.027 Uiso 1 1 calc R U . . .
C9 C 0.71921(17) 0.5149(2) 0.5499(3) 0.0311(7) Uani 1 1 d . . . . .
H9 H 0.767453 0.507742 0.525058 0.037 Uiso 1 1 calc R U . . .
C10 C 0.65955(17) 0.49388(18) 0.4896(3) 0.0269(7) Uani 1 1 d . . . . .
H10 H 0.658786 0.468546 0.414868 0.032 Uiso 1 1 calc R U . . .
C11 C 0.74169(19) 0.5795(2) 0.7485(3) 0.0343(8) Uani 1 1 d . . . . .
H11A H 0.774193 0.544126 0.782411 0.041 Uiso 1 1 calc R U . . .
H11B H 0.710803 0.595823 0.816578 0.041 Uiso 1 1 calc R U . . .
C12 C 0.78562(18) 0.63809(19) 0.7019(4) 0.0350(8) Uani 1 1 d . . . . .
H12A H 0.753414 0.672892 0.665481 0.042 Uiso 1 1 calc R U . . .
H12B H 0.818017 0.621539 0.636110 0.042 Uiso 1 1 calc R U . . .
C13 C 0.8300(2) 0.6712(2) 0.8035(4) 0.0495(11) Uani 1 1 d . . . . .
H13A H 0.797427 0.690284 0.866669 0.059 Uiso 1 1 calc R U . . .
H13B H 0.859878 0.635668 0.843535 0.059 Uiso 1 1 calc R U . . .
C14 C 0.8781(3) 0.7275(3) 0.7560(6) 0.0701(17) Uani 1 1 d . . . . .
H14A H 0.914541 0.707866 0.701378 0.105 Uiso 1 1 calc R U . . .
H14B H 0.901541 0.750280 0.825581 0.105 Uiso 1 1 calc R U . . .
H14C H 0.849352 0.760863 0.710088 0.105 Uiso 1 1 calc R U . . .


_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 Br3 2.4711(3) 5_665 ?
Ir1 Br3 2.4712(3) . ?
Ir1 Br2 2.4735(3) 5_665 ?
Ir1 Br2 2.4736(3) . ?
Ir1 Br1 2.4848(3) . ?
Ir1 Br1 2.4848(3) 5_665 ?
Cu1 N3 1.986(2) 5_666 ?
Cu1 N3 1.986(2) . ?
Cu1 N1 1.999(3) . ?
Cu1 N1 1.999(3) 5_666 ?
N1 C1 1.309(4) . ?
N1 C3 1.377(4) . ?
N2 C1 1.340(4) . ?
N2 C2 1.362(4) . ?
N2 C4 1.459(4) . ?
N3 C8 1.318(4) . ?
N3 C10 1.372(4) . ?
N4 C8 1.337(4) . ?
N4 C9 1.367(4) . ?
N4 C11 1.465(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.354(5) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.487(6) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 C6 1.549(7) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 C7 1.456(8) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8 0.9500 . ?
C9 C10 1.355(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.496(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.522(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.510(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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
Br3 Ir1 Br3 180.0 5_665 . ?
Br3 Ir1 Br2 89.670(11) 5_665 5_665 ?
Br3 Ir1 Br2 90.331(11) . 5_665 ?
Br3 Ir1 Br2 90.331(11) 5_665 . ?
Br3 Ir1 Br2 89.669(11) . . ?
Br2 Ir1 Br2 180.0 5_665 . ?
Br3 Ir1 Br1 89.842(11) 5_665 . ?
Br3 Ir1 Br1 90.157(11) . . ?
Br2 Ir1 Br1 89.716(10) 5_665 . ?
Br2 Ir1 Br1 90.283(10) . . ?
Br3 Ir1 Br1 90.157(11) 5_665 5_665 ?
Br3 Ir1 Br1 89.843(11) . 5_665 ?
Br2 Ir1 Br1 90.284(10) 5_665 5_665 ?
Br2 Ir1 Br1 89.716(10) . 5_665 ?
Br1 Ir1 Br1 180.0 . 5_665 ?
N3 Cu1 N3 180.0 5_666 . ?
N3 Cu1 N1 91.63(10) 5_666 . ?
N3 Cu1 N1 88.36(10) . . ?
N3 Cu1 N1 88.36(10) 5_666 5_666 ?
N3 Cu1 N1 91.64(10) . 5_666 ?
N1 Cu1 N1 180.00(3) . 5_666 ?
C1 N1 C3 105.4(3) . . ?
C1 N1 Cu1 122.9(2) . . ?
C3 N1 Cu1 131.6(2) . . ?
C1 N2 C2 107.4(3) . . ?
C1 N2 C4 125.9(3) . . ?
C2 N2 C4 126.7(3) . . ?
C8 N3 C10 106.2(2) . . ?
C8 N3 Cu1 129.6(2) . . ?
C10 N3 Cu1 124.2(2) . . ?
C8 N4 C9 107.3(3) . . ?
C8 N4 C11 126.0(3) . . ?
C9 N4 C11 126.7(3) . . ?
N1 C1 N2 111.6(3) . . ?
N1 C1 H1 124.2 . . ?
N2 C1 H1 124.2 . . ?
C3 C2 N2 106.0(3) . . ?
C3 C2 H2 127.0 . . ?
N2 C2 H2 127.0 . . ?
C2 C3 N1 109.6(3) . . ?
C2 C3 H3 125.2 . . ?
N1 C3 H3 125.2 . . ?
N2 C4 C5 114.5(4) . . ?
N2 C4 H4A 108.6 . . ?
C5 C4 H4A 108.6 . . ?
N2 C4 H4AB 108.6 . . ?
C5 C4 H4AB 108.6 . . ?
H4A C4 H4AB 107.6 . . ?
C4 C5 C6 110.0(5) . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5AB 109.7 . . ?
C6 C5 H5AB 109.7 . . ?
H5A C5 H5AB 108.2 . . ?
C7 C6 C5 114.3(6) . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6AB 108.7 . . ?
C5 C6 H6AB 108.7 . . ?
H6A C6 H6AB 107.6 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 N4 111.1(3) . . ?
N3 C8 H8 124.5 . . ?
N4 C8 H8 124.5 . . ?
C10 C9 N4 106.6(3) . . ?
C10 C9 H9 126.7 . . ?
N4 C9 H9 126.7 . . ?
C9 C10 N3 108.8(3) . . ?
C9 C10 H10 125.6 . . ?
N3 C10 H10 125.6 . . ?
N4 C11 C12 113.4(3) . . ?
N4 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
N4 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C11 C12 C13 112.3(4) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 112.7(4) . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C12 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_refine_diff_density_max         1.568
_refine_diff_density_min         -0.982
_refine_diff_density_rms         0.123



_exptl_crystal_preparation       'Magnetic properties'
