# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1556163'
_audit_update_record             
;
2017-06-14 deposited with the CCDC.
2017-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H14 Cu I N4'
_chemical_formula_sum            'C10 H14 Cu I N4'
_chemical_formula_weight         380.69

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.2449(3)
_cell_length_b                   19.4227(8)
_cell_length_c                   8.8011(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.6350(10)
_cell_angle_gamma                90
_cell_volume                     1291.17(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9925
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.55

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    4.062
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6224
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30671
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.097
_diffrn_reflns_theta_max         31.730
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4193
_reflns_number_gt                3350
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0249P)²+0.8760P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4193
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0611
_refine_ls_wR_factor_gt          0.0565
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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_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
C7 C 0.4579(4) 0.22342(15) -0.0731(5) 0.0731(10) Uani 1 1 d . . . . .
H7A H 0.4108 0.1942 -0.0111 0.088 Uiso 1 1 calc R U . . .
H7B H 0.3808 0.2189 -0.1896 0.088 Uiso 1 1 calc R U . . .
C8 C 0.7586(5) 0.22822(16) -0.0879(5) 0.0721(9) Uani 1 1 d . . . . .
H8 H 0.7536 0.2724 -0.1302 0.086 Uiso 1 1 calc R U . . .
C10 C 0.8400(3) 0.12505(15) 0.0044(4) 0.0598(7) Uani 1 1 d . . . . .
H10 H 0.9062 0.0848 0.0371 0.072 Uiso 1 1 calc R U . . .
C1 C 0.2998(3) 0.06631(14) 0.2657(3) 0.0486(6) Uani 1 1 d . . . . .
H1 H 0.2014 0.0557 0.1698 0.058 Uiso 1 1 calc R U . . .
C2 C 0.2977(4) 0.07084(15) 0.4217(4) 0.0529(6) Uani 1 1 d . . . . .
H2 H 0.2013 0.0646 0.4499 0.064 Uiso 1 1 calc R U . . .
C3 C 0.4663(4) 0.08632(13) 0.5246(3) 0.0508(6) Uani 1 1 d . . . . .
H3 H 0.5084 0.0926 0.6387 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7461(3) 0.10989(13) 0.4827(3) 0.0497(6) Uani 1 1 d . . . . .
H4A H 0.7990 0.0817 0.4237 0.060 Uiso 1 1 calc R U . . .
H4B H 0.8091 0.1011 0.6004 0.060 Uiso 1 1 calc R U . . .
C5 C 0.2651(4) 0.31553(13) -0.0518(4) 0.0540(7) Uani 1 1 d . . . . .
H5A H 0.1882 0.3056 -0.1662 0.065 Uiso 1 1 calc R U . . .
H5B H 0.2262 0.2875 0.0185 0.065 Uiso 1 1 calc R U . . .
C6 C 0.4530(4) 0.29542(14) -0.0225(4) 0.0577(7) Uani 1 1 d . . . . .
H6A H 0.4966 0.3255 -0.0857 0.069 Uiso 1 1 calc R U . . .
H6B H 0.5291 0.3007 0.0941 0.069 Uiso 1 1 calc R U . . .
C9 C 0.8929(4) 0.18242(17) -0.0555(5) 0.0726(10) Uani 1 1 d . . . . .
H9 H 0.9974 0.1885 -0.0705 0.087 Uiso 1 1 calc R U . . .
N1 N 0.4606(3) 0.07908(11) 0.2700(2) 0.0420(4) Uani 1 1 d . . . . .
N2 N 0.5622(3) 0.09095(10) 0.4319(3) 0.0424(4) Uani 1 1 d . . . . .
N3 N 0.6828(3) 0.13418(11) 0.0098(3) 0.0465(5) Uani 1 1 d . . . . .
N4 N 0.6344(3) 0.19831(11) -0.0481(3) 0.0536(6) Uani 1 1 d . . . . .
Cu1 Cu 0.54155(4) 0.06372(2) 0.08138(4) 0.04846(9) Uani 1 1 d . . . . .
I1 I 0.22852(2) 0.04359(2) -0.17601(2) 0.04408(6) 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
C7 N4 1.465(4) . ?
C7 C6 1.473(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N4 1.340(4) . ?
C8 C9 1.359(5) . ?
C8 H8 0.9300 . ?
C10 N3 1.328(3) . ?
C10 C9 1.376(4) . ?
C10 H10 0.9300 . ?
C1 N1 1.335(3) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.354(4) . ?
C2 H2 0.9300 . ?
C3 N2 1.348(3) . ?
C3 H3 0.9300 . ?
C4 N2 1.446(3) . ?
C4 C5 1.501(4) 4_666 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C4 1.501(4) 4_565 ?
C5 C6 1.516(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C9 H9 0.9300 . ?
N1 N2 1.352(3) . ?
N1 Cu1 2.044(2) . ?
N3 N4 1.344(3) . ?
N3 Cu1 2.053(2) . ?
Cu1 I1 2.6941(4) . ?
Cu1 I1 2.7139(4) 3_655 ?
Cu1 Cu1 2.8038(7) 3_655 ?
I1 Cu1 2.7140(4) 3_655 ?

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
N4 C7 C6 114.6(2) . . ?
N4 C7 H7A 108.6 . . ?
C6 C7 H7A 108.6 . . ?
N4 C7 H7B 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
N4 C8 C9 107.7(3) . . ?
N4 C8 H8 126.1 . . ?
C9 C8 H8 126.1 . . ?
N3 C10 C9 111.7(3) . . ?
N3 C10 H10 124.2 . . ?
C9 C10 H10 124.2 . . ?
N1 C1 C2 111.6(2) . . ?
N1 C1 H1 124.2 . . ?
C2 C1 H1 124.2 . . ?
C3 C2 C1 105.0(2) . . ?
C3 C2 H2 127.5 . . ?
C1 C2 H2 127.5 . . ?
N2 C3 C2 107.7(2) . . ?
N2 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
N2 C4 C5 111.4(2) . 4_666 ?
N2 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 4_666 . ?
N2 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 4_666 . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 113.4(2) 4_565 . ?
C4 C5 H5A 108.9 4_565 . ?
C6 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 4_565 . ?
C6 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
C7 C6 C5 110.1(2) . . ?
C7 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.2 . . ?
C8 C9 C10 104.7(3) . . ?
C8 C9 H9 127.6 . . ?
C10 C9 H9 127.6 . . ?
C1 N1 N2 104.5(2) . . ?
C1 N1 Cu1 126.45(18) . . ?
N2 N1 Cu1 127.96(15) . . ?
C3 N2 N1 111.2(2) . . ?
C3 N2 C4 128.8(2) . . ?
N1 N2 C4 119.9(2) . . ?
C10 N3 N4 104.8(2) . . ?
C10 N3 Cu1 127.15(19) . . ?
N4 N3 Cu1 127.98(16) . . ?
C8 N4 N3 111.1(2) . . ?
C8 N4 C7 129.3(3) . . ?
N3 N4 C7 119.4(2) . . ?
N1 Cu1 N3 124.18(9) . . ?
N1 Cu1 I1 100.93(6) . . ?
N3 Cu1 I1 107.99(6) . . ?
N1 Cu1 I1 106.15(6) . 3_655 ?
N3 Cu1 I1 101.17(6) . 3_655 ?
I1 Cu1 I1 117.547(14) . 3_655 ?
N1 Cu1 Cu1 116.83(6) . 3_655 ?
N3 Cu1 Cu1 118.97(7) . 3_655 ?
I1 Cu1 Cu1 59.121(12) . 3_655 ?
I1 Cu1 Cu1 58.426(12) 3_655 3_655 ?
Cu1 I1 Cu1 62.455(14) . 3_655 ?

_refine_diff_density_max         0.707
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1556162'
_audit_update_record             
;
2017-06-14 deposited with the CCDC.
2017-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H14 Cu2 I2 N4'
_chemical_formula_sum            'C10 H14 Cu2 I2 N4'
_chemical_formula_weight         571.13

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   4.3887(7)
_cell_length_b                   19.267(3)
_cell_length_c                   8.9217(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.730(3)
_cell_angle_gamma                90
_cell_volume                     754.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9953
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      31.56

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.515
_exptl_crystal_F_000             532
_exptl_transmission_factor_min   0.4952
_exptl_transmission_factor_max   0.7463
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    6.902
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17205
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.114
_diffrn_reflns_theta_max         31.927
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2489
_reflns_number_gt                2296
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0141P)²+3.9354P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2489
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0921
_refine_ls_goodness_of_fit_ref   1.294
_refine_ls_restrained_S_all      1.294
_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
N1 N 0.2666(10) 0.3695(2) 0.3053(5) 0.0321(8) Uani 1 1 d . . . . .
N2 N 0.4420(10) 0.3632(2) 0.1833(5) 0.0346(9) Uani 1 1 d . . . . .
C5 C 0.4122(11) 0.4683(3) 0.0252(6) 0.0346(10) Uani 1 1 d . . . . .
H5A H 0.2332 0.4832 0.0776 0.041 Uiso 1 1 calc R U . . .
H5B H 0.3440 0.4420 -0.0622 0.041 Uiso 1 1 calc R U . . .
C4 C 0.6041(12) 0.4222(3) 0.1272(7) 0.0400(11) Uani 1 1 d . . . . .
H4A H 0.7781 0.4058 0.0727 0.048 Uiso 1 1 calc R U . . .
H4B H 0.6810 0.4495 0.2115 0.048 Uiso 1 1 calc R U . . .
C3 C 0.1394(14) 0.3077(3) 0.3210(7) 0.0423(12) Uani 1 1 d . . . . .
H3 H 0.0045 0.2967 0.3959 0.051 Uiso 1 1 calc R U . . .
C2 C 0.2305(17) 0.2615(3) 0.2135(8) 0.0550(16) Uani 1 1 d . . . . .
H2 H 0.1754 0.2151 0.2029 0.066 Uiso 1 1 calc R U . . .
C1 C 0.4202(16) 0.2991(4) 0.1257(8) 0.0531(16) Uani 1 1 d . . . . .
H1 H 0.5168 0.2830 0.0410 0.064 Uiso 1 1 calc R U . . .
I1 I 0.22000(7) 0.57767(2) 0.36969(4) 0.03253(10) Uani 1 1 d . . . . .
Cu1 Cu 0.2698(2) 0.44837(4) 0.45657(9) 0.04712(19) 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
N1 C3 1.324(7) . ?
N1 N2 1.357(6) . ?
N1 Cu1 2.033(4) . ?
N2 C1 1.340(8) . ?
N2 C4 1.439(7) . ?
C5 C4 1.510(8) . ?
C5 C5 1.520(10) 3_665 ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C3 C2 1.376(9) . ?
C3 H3 0.9300 . ?
C2 C1 1.368(10) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?
I1 Cu1 2.6162(9) . ?
I1 Cu1 2.7310(10) 3_666 ?
I1 Cu1 2.7342(10) 3_566 ?
Cu1 I1 2.7310(10) 3_666 ?
Cu1 I1 2.7342(9) 3_566 ?
Cu1 Cu1 2.9236(17) 3_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 N2 104.8(4) . . ?
C3 N1 Cu1 126.6(4) . . ?
N2 N1 Cu1 127.3(3) . . ?
C1 N2 N1 110.7(5) . . ?
C1 N2 C4 128.7(5) . . ?
N1 N2 C4 120.5(4) . . ?
C4 C5 C5 111.9(5) . 3_665 ?
C4 C5 H5A 109.2 . . ?
C5 C5 H5A 109.2 3_665 . ?
C4 C5 H5B 109.2 . . ?
C5 C5 H5B 109.2 3_665 . ?
H5A C5 H5B 107.9 . . ?
N2 C4 C5 113.7(4) . . ?
N2 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
N2 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
N1 C3 C2 112.0(6) . . ?
N1 C3 H3 124.0 . . ?
C2 C3 H3 124.0 . . ?
C1 C2 C3 104.6(6) . . ?
C1 C2 H2 127.7 . . ?
C3 C2 H2 127.7 . . ?
N2 C1 C2 107.8(6) . . ?
N2 C1 H1 126.1 . . ?
C2 C1 H1 126.1 . . ?
Cu1 I1 Cu1 66.25(3) . 3_666 ?
Cu1 I1 Cu1 73.59(3) . 3_566 ?
Cu1 I1 Cu1 106.84(3) 3_666 3_566 ?
N1 Cu1 I1 121.10(12) . . ?
N1 Cu1 I1 103.22(13) . 3_666 ?
I1 Cu1 I1 113.75(3) . 3_666 ?
N1 Cu1 I1 104.45(13) . 3_566 ?
I1 Cu1 I1 106.41(3) . 3_566 ?
I1 Cu1 I1 106.84(3) 3_666 3_566 ?
N1 Cu1 Cu1 132.52(13) . 3_666 ?
I1 Cu1 Cu1 58.76(3) . 3_666 ?
I1 Cu1 Cu1 54.99(3) 3_666 3_666 ?
I1 Cu1 Cu1 121.57(4) 3_566 3_666 ?

_refine_diff_density_max         1.688
_refine_diff_density_min         -1.418
_refine_diff_density_rms         0.155

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1556164'
_audit_update_record             
;
2017-08-08 deposited with the CCDC.
2017-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H22 Cu I N4'
_chemical_formula_sum            'C18 H22 Cu I N4'
_chemical_formula_weight         484.85

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   8.8660(12)
_cell_length_b                   9.0619(12)
_cell_length_c                   12.1365(16)
_cell_angle_alpha                91.656(2)
_cell_angle_beta                 97.796(2)
_cell_angle_gamma                101.320(2)
_cell_volume                     945.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9918
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      31.24

_exptl_crystal_description       plate
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   0.5936
_exptl_transmission_factor_max   0.7463
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08

_exptl_absorpt_coefficient_mu    2.793
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22405
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.296
_diffrn_reflns_theta_max         31.760
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5946
_reflns_number_gt                5062
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0434P)²+0.5292P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5946
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0810
_refine_ls_wR_factor_gt          0.0762
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4832(2) 0.2127(3) 0.59027(18) 0.0383(4) Uani 1 1 d . . . . .
C2 C 0.4129(3) 0.1939(3) 0.47916(19) 0.0438(5) Uani 1 1 d . . . . .
H2 H 0.309076 0.192418 0.452608 0.053 Uiso 1 1 calc R U . . .
C3 C 0.5273(3) 0.1783(2) 0.41738(17) 0.0389(4) Uani 1 1 d . . . . .
C4 C 0.5202(4) 0.1579(3) 0.2940(2) 0.0567(6) Uani 1 1 d . . . . .
H4A H 0.582316 0.086820 0.277414 0.085 Uiso 1 1 calc R U . . .
H4B H 0.559195 0.252917 0.264625 0.085 Uiso 1 1 calc R U . . .
H4C H 0.414349 0.121004 0.260637 0.085 Uiso 1 1 calc R U . . .
C5 C 0.4134(3) 0.2382(4) 0.6919(2) 0.0570(7) Uani 1 1 d . . . . .
H5A H 0.488146 0.236539 0.756742 0.086 Uiso 1 1 calc R U . . .
H5B H 0.323531 0.160153 0.694220 0.086 Uiso 1 1 calc R U . . .
H5C H 0.383354 0.334366 0.690483 0.086 Uiso 1 1 calc R U . . .
C6 C 0.7854(3) 0.5106(2) 0.8365(2) 0.0440(5) Uani 1 1 d . . . . .
C7 C 0.7874(3) 0.5873(3) 0.9373(2) 0.0534(6) Uani 1 1 d . . . . .
H7 H 0.785786 0.688897 0.948491 0.064 Uiso 1 1 calc R U . . .
C8 C 0.7924(3) 0.4834(3) 1.0175(2) 0.0473(5) Uani 1 1 d . . . . .
C9 C 0.7822(5) 0.5693(3) 0.7225(3) 0.0669(8) Uani 1 1 d . . . . .
H9A H 0.850249 0.525167 0.682594 0.100 Uiso 1 1 calc R U . . .
H9B H 0.816244 0.676949 0.728531 0.100 Uiso 1 1 calc R U . . .
H9C H 0.678228 0.543611 0.683304 0.100 Uiso 1 1 calc R U . . .
C10 C 0.7949(5) 0.5018(4) 1.1402(3) 0.0738(10) Uani 1 1 d . . . . .
H10A H 0.866219 0.446117 1.177557 0.111 Uiso 1 1 calc R U . . .
H10B H 0.692602 0.464549 1.158190 0.111 Uiso 1 1 calc R U . . .
H10C H 0.827306 0.606611 1.163775 0.111 Uiso 1 1 calc R U . . .
C11 C 0.7995(2) 0.2057(2) 1.00957(17) 0.0383(4) Uani 1 1 d . . . . .
H11A H 0.846654 0.221685 1.087018 0.046 Uiso 1 1 calc R U . . .
H11B H 0.865790 0.156609 0.969950 0.046 Uiso 1 1 calc R U . . .
C12 C 0.6425(2) 0.1015(2) 1.00286(15) 0.0313(3) Uani 1 1 d . . . . .
C13 C 0.5033(3) 0.1512(2) 0.9870(2) 0.0403(4) Uani 1 1 d . . . . .
H13 H 0.503991 0.252912 0.978117 0.048 Uiso 1 1 calc R U . . .
C14 C 0.6373(3) -0.0503(2) 1.01588(19) 0.0394(4) Uani 1 1 d . . . . .
H14 H 0.729597 -0.085603 1.026729 0.047 Uiso 1 1 calc R U . . .
C15 C 1.0599(2) 0.3812(3) 0.54331(19) 0.0408(4) Uani 1 1 d . . . . .
H15 H 1.101058 0.301896 0.573434 0.049 Uiso 1 1 calc R U . . .
C16 C 0.9111(2) 0.3528(2) 0.48458(16) 0.0336(4) Uani 1 1 d . . . . .
C17 C 0.8516(3) 0.4734(3) 0.4422(2) 0.0430(5) Uani 1 1 d . . . . .
H17 H 0.751209 0.456653 0.403664 0.052 Uiso 1 1 calc R U . . .
C18 C 0.8171(3) 0.1933(2) 0.46784(18) 0.0384(4) Uani 1 1 d . . . . .
H18A H 0.815324 0.155910 0.391863 0.046 Uiso 1 1 calc R U . . .
H18B H 0.866605 0.129024 0.517321 0.046 Uiso 1 1 calc R U . . .
N1 N 0.63419(19) 0.20716(19) 0.59710(13) 0.0325(3) Uani 1 1 d . . . . .
N2 N 0.6590(2) 0.18532(19) 0.48961(14) 0.0339(3) Uani 1 1 d . . . . .
N3 N 0.7895(2) 0.36596(18) 0.85213(14) 0.0354(3) Uani 1 1 d . . . . .
N4 N 0.7942(2) 0.35143(19) 0.96388(14) 0.0359(3) Uani 1 1 d . . . . .
Cu1 Cu 0.78824(3) 0.20848(3) 0.73363(2) 0.03458(7) Uani 1 1 d . . . . .
I1 I 0.97040(2) 0.02671(2) 0.75834(2) 0.04773(6) 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 N1 1.340(3) . ?
C1 C2 1.398(3) . ?
C1 C5 1.485(3) . ?
C2 C3 1.367(3) . ?
C2 H2 0.9300 . ?
C3 N2 1.351(3) . ?
C3 C4 1.495(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N3 1.337(3) . ?
C6 C7 1.385(3) . ?
C6 C9 1.495(4) . ?
C7 C8 1.377(4) . ?
C7 H7 0.9300 . ?
C8 N4 1.349(3) . ?
C8 C10 1.489(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 N4 1.454(3) . ?
C11 C12 1.511(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C14 1.382(3) . ?
C12 C13 1.387(3) . ?
C13 C14 1.389(3) 2_657 ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.384(3) . ?
C15 C17 1.388(3) 2_766 ?
C15 H15 0.9300 . ?
C16 C17 1.386(3) . ?
C16 C18 1.513(3) . ?
C17 H17 0.9300 . ?
C18 N2 1.450(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N1 N2 1.367(2) . ?
N1 Cu1 1.9974(16) . ?
N3 N4 1.362(2) . ?
N3 Cu1 1.9939(17) . ?
Cu1 I1 2.5205(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 110.29(19) . . ?
N1 C1 C5 120.8(2) . . ?
C2 C1 C5 128.9(2) . . ?
C3 C2 C1 106.15(19) . . ?
C3 C2 H2 126.9 . . ?
C1 C2 H2 126.9 . . ?
N2 C3 C2 107.05(18) . . ?
N2 C3 C4 123.1(2) . . ?
C2 C3 C4 129.8(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 110.3(2) . . ?
N3 C6 C9 120.7(2) . . ?
C7 C6 C9 129.0(2) . . ?
C8 C7 C6 106.4(2) . . ?
C8 C7 H7 126.8 . . ?
C6 C7 H7 126.8 . . ?
N4 C8 C7 106.4(2) . . ?
N4 C8 C10 123.6(3) . . ?
C7 C8 C10 130.1(3) . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C11 C12 114.22(17) . . ?
N4 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
N4 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C14 C12 C13 118.24(19) . . ?
C14 C12 C11 118.49(19) . . ?
C13 C12 C11 123.25(18) . . ?
C12 C13 C14 120.57(19) . 2_657 ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 2_657 . ?
C12 C14 C13 121.2(2) . 2_657 ?
C12 C14 H14 119.4 . . ?
C13 C14 H14 119.4 2_657 . ?
C16 C15 C17 120.8(2) . 2_766 ?
C16 C15 H15 119.6 . . ?
C17 C15 H15 119.6 2_766 . ?
C15 C16 C17 118.4(2) . . ?
C15 C16 C18 120.14(19) . . ?
C17 C16 C18 121.45(19) . . ?
C16 C17 C15 120.8(2) . 2_766 ?
C16 C17 H17 119.6 . . ?
C15 C17 H17 119.6 2_766 . ?
N2 C18 C16 111.70(17) . . ?
N2 C18 H18A 109.3 . . ?
C16 C18 H18A 109.3 . . ?
N2 C18 H18B 109.3 . . ?
C16 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C1 N1 N2 105.29(16) . . ?
C1 N1 Cu1 128.35(14) . . ?
N2 N1 Cu1 126.09(13) . . ?
C3 N2 N1 111.22(17) . . ?
C3 N2 C18 129.64(18) . . ?
N1 N2 C18 118.54(16) . . ?
C6 N3 N4 105.54(17) . . ?
C6 N3 Cu1 125.96(15) . . ?
N4 N3 Cu1 128.51(13) . . ?
C8 N4 N3 111.38(18) . . ?
C8 N4 C11 128.89(19) . . ?
N3 N4 C11 119.73(17) . . ?
N3 Cu1 N1 115.19(7) . . ?
N3 Cu1 I1 121.28(5) . . ?
N1 Cu1 I1 123.53(5) . . ?

_refine_diff_density_max         1.094
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1556165'
_audit_update_record             
;
2017-06-14 deposited with the CCDC.
2017-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H56 Cu4 I4 N16'
_chemical_formula_sum            'C56 H56 Cu4 I4 N16'
_chemical_formula_weight         1714.92

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.421(7)
_cell_length_b                   15.653(6)
_cell_length_c                   23.368(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.588(5)
_cell_angle_gamma                90
_cell_volume                     6138(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9976
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      26.38
_exptl_crystal_description       block
_exptl_crystal_colour            orange-yellow
_exptl_crystal_size_min          0.04
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.856
_exptl_crystal_F_000             3328
_exptl_transmission_factor_min   0.6276
_exptl_transmission_factor_max   0.7457
_exptl_absorpt_coefficient_mu    3.430
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            125324
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.213
_diffrn_reflns_theta_max         28.553
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             15604
_reflns_number_gt                9748
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0215P)²+5.2267P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15604
_refine_ls_number_parameters     721
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0574
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.003
_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
C1 C 0.3754(2) -0.2657(3) 0.86699(18) 0.0585(10) Uani 1 1 d . . . . .
H1 H 0.3760 -0.2984 0.8339 0.070 Uiso 1 1 calc R U . . .
C2 C 0.4218(3) -0.2829(3) 0.92402(19) 0.0690(12) Uani 1 1 d . . . . .
H2 H 0.4585 -0.3268 0.9361 0.083 Uiso 1 1 calc R U . . .
C3 C 0.4017(2) -0.2211(3) 0.95841(18) 0.0674(12) Uani 1 1 d . . . . .
H3 H 0.4220 -0.2152 0.9993 0.081 Uiso 1 1 calc R U . . .
C4 C 0.3014(3) -0.0980(3) 0.93580(16) 0.0695(12) Uani 1 1 d . . . . .
H4A H 0.2458 -0.1144 0.9276 0.083 Uiso 1 1 calc R U . . .
H4B H 0.3049 -0.0507 0.9099 0.083 Uiso 1 1 calc R U . . .
C5 C 0.3308(2) -0.0689(3) 1.00011(16) 0.0536(10) Uani 1 1 d . . . . .
C6 C 0.3969(2) -0.0169(3) 1.01846(16) 0.0655(11) Uani 1 1 d . . . . .
H6 H 0.4242 -0.0006 0.9911 0.079 Uiso 1 1 calc R U . . .
C7 C 0.4235(2) 0.0116(3) 1.07643(16) 0.0624(11) Uani 1 1 d . . . . .
H7 H 0.4683 0.0464 1.0876 0.075 Uiso 1 1 calc R U . . .
C8 C 0.3832(2) -0.0118(2) 1.11800(14) 0.0429(8) Uani 1 1 d . . . . .
C9 C 0.3169(2) -0.0634(2) 1.09932(16) 0.0506(9) Uani 1 1 d . . . . .
H9 H 0.2888 -0.0794 1.1263 0.061 Uiso 1 1 calc R U . . .
C10 C 0.2914(2) -0.0918(2) 1.04106(17) 0.0561(10) Uani 1 1 d . . . . .
H10 H 0.2469 -0.1270 1.0297 0.067 Uiso 1 1 calc R U . . .
C11 C 0.4125(2) 0.0161(2) 1.18208(14) 0.0509(9) Uani 1 1 d . . . . .
H11A H 0.3781 -0.0085 1.2042 0.061 Uiso 1 1 calc R U . . .
H11B H 0.4657 -0.0064 1.1986 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4746(2) 0.1615(3) 1.18944(18) 0.0623(11) Uani 1 1 d . . . . .
H12 H 0.5246 0.1457 1.1859 0.075 Uiso 1 1 calc R U . . .
C13 C 0.4496(2) 0.2420(3) 1.1948(2) 0.0688(12) Uani 1 1 d . . . . .
H13 H 0.4782 0.2923 1.1957 0.083 Uiso 1 1 calc R U . . .
C14 C 0.3719(2) 0.2335(3) 1.19877(17) 0.0574(10) Uani 1 1 d . . . . .
H14 H 0.3394 0.2789 1.2031 0.069 Uiso 1 1 calc R U . . .
C15 C 0.4091(2) -0.2444(3) 0.66077(18) 0.0598(10) Uani 1 1 d . . . . .
H15 H 0.3724 -0.2862 0.6638 0.072 Uiso 1 1 calc R U . . .
C16 C 0.4813(3) -0.2612(3) 0.6478(2) 0.0733(12) Uani 1 1 d . . . . .
H16 H 0.5010 -0.3140 0.6402 0.088 Uiso 1 1 calc R U . . .
C17 C 0.5162(2) -0.1833(3) 0.64873(19) 0.0638(11) Uani 1 1 d . . . . .
H17 H 0.5658 -0.1725 0.6423 0.077 Uiso 1 1 calc R U . . .
C18 C 0.4755(2) -0.0324(2) 0.66262(15) 0.0496(9) Uani 1 1 d . . . . .
H18A H 0.5309 -0.0185 0.6665 0.060 Uiso 1 1 calc R U . . .
H18B H 0.4618 -0.0106 0.6975 0.060 Uiso 1 1 calc R U . . .
C19 C 0.42412(19) 0.0117(2) 0.60810(14) 0.0434(8) Uani 1 1 d . . . . .
C20 C 0.3710(2) 0.0734(2) 0.61403(15) 0.0498(9) Uani 1 1 d . . . . .
H20 H 0.3681 0.0888 0.6518 0.060 Uiso 1 1 calc R U . . .
C21 C 0.3214(2) 0.1134(2) 0.56483(16) 0.0528(9) Uani 1 1 d . . . . .
H21 H 0.2859 0.1551 0.5700 0.063 Uiso 1 1 calc R U . . .
C22 C 0.3245(2) 0.0916(2) 0.50811(15) 0.0474(9) Uani 1 1 d . . . . .
C23 C 0.3783(2) 0.0300(3) 0.50202(16) 0.0569(10) Uani 1 1 d . . . . .
H23 H 0.3811 0.0147 0.4642 0.068 Uiso 1 1 calc R U . . .
C24 C 0.4282(2) -0.0095(3) 0.55102(16) 0.0554(10) Uani 1 1 d . . . . .
H24 H 0.4646 -0.0503 0.5459 0.066 Uiso 1 1 calc R U . . .
C25 C 0.2672(2) 0.1320(3) 0.45481(16) 0.0564(10) Uani 1 1 d . . . . .
H25A H 0.2488 0.0889 0.4244 0.068 Uiso 1 1 calc R U . . .
H25B H 0.2212 0.1533 0.4663 0.068 Uiso 1 1 calc R U . . .
C26 C 0.3570(2) 0.2611(3) 0.45883(18) 0.0596(10) Uani 1 1 d . . . . .
H26 H 0.3835 0.2613 0.4991 0.072 Uiso 1 1 calc R U . . .
C27 C 0.3653(2) 0.3201(3) 0.41793(19) 0.0624(11) Uani 1 1 d . . . . .
H27 H 0.3978 0.3682 0.4244 0.075 Uiso 1 1 calc R U . . .
C28 C 0.3143(2) 0.2926(2) 0.36455(17) 0.0518(9) Uani 1 1 d . . . . .
H28 H 0.3076 0.3205 0.3284 0.062 Uiso 1 1 calc R U . . .
C29 C 0.1782(2) 0.0263(2) 0.62298(17) 0.0519(9) Uani 1 1 d . . . . .
H29 H 0.1825 0.0599 0.6565 0.062 Uiso 1 1 calc R U . . .
C30 C 0.1264(3) 0.0429(3) 0.56757(19) 0.0653(11) Uani 1 1 d . . . . .
H30 H 0.0903 0.0877 0.5573 0.078 Uiso 1 1 calc R U . . .
C31 C 0.1401(2) -0.0205(3) 0.53136(18) 0.0636(11) Uani 1 1 d . . . . .
H31 H 0.1152 -0.0268 0.4911 0.076 Uiso 1 1 calc R U . . .
C32 C 0.2366(2) -0.1461(3) 0.54793(16) 0.0635(11) Uani 1 1 d . . . . .
H32A H 0.2400 -0.1911 0.5771 0.076 Uiso 1 1 calc R U . . .
H32B H 0.2905 -0.1300 0.5483 0.076 Uiso 1 1 calc R U . . .
C33 C 0.1945(2) -0.1800(2) 0.48737(15) 0.0492(9) Uani 1 1 d . . . . .
C34 C 0.1321(2) -0.2358(3) 0.47930(16) 0.0616(11) Uani 1 1 d . . . . .
H34 H 0.1143 -0.2518 0.5119 0.074 Uiso 1 1 calc R U . . .
C35 C 0.0944(2) -0.2694(3) 0.42363(16) 0.0585(10) Uani 1 1 d . . . . .
H35 H 0.0522 -0.3074 0.4193 0.070 Uiso 1 1 calc R U . . .
C36 C 0.1203(2) -0.2457(2) 0.37454(14) 0.0441(8) Uani 1 1 d . . . . .
C37 C 0.1828(2) -0.1896(2) 0.38249(15) 0.0470(9) Uani 1 1 d . . . . .
H37 H 0.2008 -0.1734 0.3501 0.056 Uiso 1 1 calc R U . . .
C38 C 0.2196(2) -0.1566(2) 0.43841(16) 0.0516(9) Uani 1 1 d . . . . .
H38 H 0.2616 -0.1183 0.4428 0.062 Uiso 1 1 calc R U . . .
C39 C 0.0800(2) -0.2805(2) 0.31348(14) 0.0473(9) Uani 1 1 d . . . . .
H39A H 0.0247 -0.2627 0.3025 0.057 Uiso 1 1 calc R U . . .
H39B H 0.1051 -0.2556 0.2850 0.057 Uiso 1 1 calc R U . . .
C40 C 0.0256(2) -0.4291(3) 0.31173(18) 0.0627(11) Uani 1 1 d . . . . .
H40 H -0.0251 -0.4158 0.3150 0.075 Uiso 1 1 calc R U . . .
C41 C 0.0553(2) -0.5091(3) 0.3085(2) 0.0755(13) Uani 1 1 d . . . . .
H41 H 0.0294 -0.5609 0.3090 0.091 Uiso 1 1 calc R U . . .
C42 C 0.1327(2) -0.4968(3) 0.30421(18) 0.0618(11) Uani 1 1 d . . . . .
H42 H 0.1674 -0.5406 0.3010 0.074 Uiso 1 1 calc R U . . .
C43 C 0.0888(2) 0.0112(3) 0.33794(18) 0.0602(10) Uani 1 1 d . . . . .
H43 H 0.1253 -0.0315 0.3365 0.072 Uiso 1 1 calc R U . . .
C44 C 0.0144(3) -0.0032(3) 0.3470(2) 0.0748(13) Uani 1 1 d . . . . .
H44 H -0.0078 -0.0554 0.3527 0.090 Uiso 1 1 calc R U . . .
C45 C -0.0191(2) 0.0755(3) 0.34586(19) 0.0654(11) Uani 1 1 d . . . . .
H45 H -0.0693 0.0874 0.3506 0.078 Uiso 1 1 calc R U . . .
C46 C 0.0277(2) 0.2251(2) 0.33842(15) 0.0491(9) Uani 1 1 d . . . . .
H46A H -0.0280 0.2413 0.3292 0.059 Uiso 1 1 calc R U . . .
H46B H 0.0498 0.2495 0.3082 0.059 Uiso 1 1 calc R U . . .
C47 C 0.07124(19) 0.2622(2) 0.39855(14) 0.0408(8) Uani 1 1 d . . . . .
C48 C 0.0516(2) 0.2378(2) 0.45001(15) 0.0498(9) Uani 1 1 d . . . . .
H48 H 0.0113 0.1980 0.4479 0.060 Uiso 1 1 calc R U . . .
C49 C 0.0918(2) 0.2725(2) 0.50468(15) 0.0518(9) Uani 1 1 d . . . . .
H49 H 0.0779 0.2560 0.5388 0.062 Uiso 1 1 calc R U . . .
C50 C 0.1520(2) 0.3310(2) 0.50862(15) 0.0477(9) Uani 1 1 d . . . . .
C51 C 0.1710(2) 0.3549(2) 0.45770(16) 0.0517(9) Uani 1 1 d . . . . .
H51 H 0.2113 0.3948 0.4599 0.062 Uiso 1 1 calc R U . . .
C52 C 0.1315(2) 0.3210(2) 0.40297(15) 0.0476(9) Uani 1 1 d . . . . .
H52 H 0.1456 0.3379 0.3690 0.057 Uiso 1 1 calc R U . . .
C53 C 0.1967(2) 0.3673(3) 0.56795(16) 0.0602(11) Uani 1 1 d . . . . .
H53A H 0.2047 0.3228 0.5978 0.072 Uiso 1 1 calc R U . . .
H53B H 0.2487 0.3867 0.5657 0.072 Uiso 1 1 calc R U . . .
C54 C 0.1021(2) 0.4946(3) 0.55200(18) 0.0626(11) Uani 1 1 d . . . . .
H54 H 0.0810 0.4919 0.5110 0.075 Uiso 1 1 calc R U . . .
C55 C 0.0864(2) 0.5556(3) 0.58888(19) 0.0639(11) Uani 1 1 d . . . . .
H55 H 0.0525 0.6024 0.5785 0.077 Uiso 1 1 calc R U . . .
C56 C 0.1315(2) 0.5330(2) 0.64517(18) 0.0527(9) Uani 1 1 d . . . . .
H56 H 0.1323 0.5635 0.6795 0.063 Uiso 1 1 calc R U . . .
N1 N 0.33040(17) -0.19728(19) 0.86537(12) 0.0472(7) Uani 1 1 d . . . . .
N2 N 0.34713(17) -0.1700(2) 0.92246(12) 0.0509(8) Uani 1 1 d . . . . .
N3 N 0.41444(17) 0.10832(19) 1.19009(12) 0.0453(7) Uani 1 1 d . . . . .
N4 N 0.34986(16) 0.15189(19) 1.19562(12) 0.0450(7) Uani 1 1 d . . . . .
N5 N 0.46615(16) -0.12474(19) 0.66059(12) 0.0461(7) Uani 1 1 d . . . . .
N6 N 0.39919(16) -0.16167(19) 0.66824(12) 0.0461(7) Uani 1 1 d . . . . .
N7 N 0.30369(17) 0.20219(19) 0.43035(13) 0.0477(7) Uani 1 1 d . . . . .
N8 N 0.27632(16) 0.22091(18) 0.37189(12) 0.0441(7) Uani 1 1 d . . . . .
N9 N 0.22078(16) -0.04414(18) 0.62195(12) 0.0451(7) Uani 1 1 d . . . . .
N10 N 0.19616(17) -0.07221(19) 0.56479(12) 0.0501(7) Uani 1 1 d . . . . .
N11 N 0.08332(17) -0.37310(19) 0.30942(12) 0.0463(7) Uani 1 1 d . . . . .
N12 N 0.15028(16) -0.41425(19) 0.30529(12) 0.0452(7) Uani 1 1 d . . . . .
N13 N 0.10107(16) 0.09409(19) 0.33159(12) 0.0467(7) Uani 1 1 d . . . . .
N14 N 0.03343(17) 0.13270(19) 0.33657(12) 0.0475(7) Uani 1 1 d . . . . .
N15 N 0.15395(17) 0.43899(19) 0.58595(13) 0.0490(7) Uani 1 1 d . . . . .
N16 N 0.17342(17) 0.46239(18) 0.64398(12) 0.0455(7) Uani 1 1 d . . . . .
Cu1 Cu 0.25291(3) -0.13854(3) 0.79431(2) 0.05094(12) Uani 1 1 d . . . . .
Cu2 Cu 0.30340(3) -0.10557(3) 0.68881(2) 0.04955(11) Uani 1 1 d . . . . .
Cu3 Cu 0.24804(3) 0.10447(3) 0.21155(2) 0.05295(12) Uani 1 1 d . . . . .
Cu4 Cu 0.19721(3) 0.14802(3) 0.31027(2) 0.05109(12) Uani 1 1 d . . . . .
I1 I 0.34168(2) 0.00165(2) 0.77936(2) 0.04676(6) Uani 1 1 d . . . . .
I2 I 0.21838(2) -0.24701(2) 0.70455(2) 0.05044(7) Uani 1 1 d . . . . .
I3 I 0.28721(2) 0.00526(2) 0.30578(2) 0.04821(6) Uani 1 1 d . . . . .
I4 I 0.15748(2) 0.24847(2) 0.21492(2) 0.05072(7) 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 N1 1.323(5) . ?
C1 C2 1.386(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.361(6) . ?
C2 H2 0.9300 . ?
C3 N2 1.349(5) . ?
C3 H3 0.9300 . ?
C4 N2 1.461(5) . ?
C4 C5 1.522(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C10 1.367(5) . ?
C5 C6 1.379(5) . ?
C6 C7 1.383(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.391(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.382(5) . ?
C8 C11 1.511(4) . ?
C9 C10 1.387(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 N3 1.454(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N3 1.341(5) . ?
C12 C13 1.350(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(5) . ?
C13 H13 0.9300 . ?
C14 N4 1.329(4) . ?
C14 H14 0.9300 . ?
C15 N6 1.324(4) . ?
C15 C16 1.395(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.361(6) . ?
C16 H16 0.9300 . ?
C17 N5 1.345(5) . ?
C17 H17 0.9300 . ?
C18 N5 1.454(4) . ?
C18 C19 1.512(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.369(5) . ?
C19 C24 1.395(5) . ?
C20 C21 1.388(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.384(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.378(5) . ?
C22 C25 1.509(5) . ?
C23 C24 1.384(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 N7 1.461(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 N7 1.350(4) . ?
C26 C27 1.364(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.391(5) . ?
C27 H27 0.9300 . ?
C28 N8 1.338(4) . ?
C28 H28 0.9300 . ?
C29 N9 1.333(4) . ?
C29 C30 1.389(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.366(6) . ?
C30 H30 0.9300 . ?
C31 N10 1.345(4) . ?
C31 H31 0.9300 . ?
C32 N10 1.463(5) . ?
C32 C33 1.505(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.368(5) . ?
C33 C38 1.379(5) . ?
C34 C35 1.393(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.391(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.372(5) . ?
C36 C39 1.512(4) . ?
C37 C38 1.391(5) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 N11 1.455(4) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 N11 1.346(5) . ?
C40 C41 1.365(6) . ?
C40 H40 0.9300 . ?
C41 C42 1.390(5) . ?
C41 H41 0.9300 . ?
C42 N12 1.327(5) . ?
C42 H42 0.9300 . ?
C43 N13 1.330(5) . ?
C43 C44 1.386(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.361(6) . ?
C44 H44 0.9300 . ?
C45 N14 1.339(5) . ?
C45 H45 0.9300 . ?
C46 N14 1.451(4) . ?
C46 C47 1.521(4) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 C52 1.378(5) . ?
C47 C48 1.389(5) . ?
C48 C49 1.391(5) . ?
C48 H48 0.9300 . ?
C49 C50 1.377(5) . ?
C49 H49 0.9300 . ?
C50 C51 1.370(5) . ?
C50 C53 1.508(5) . ?
C51 C52 1.385(5) . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?
C53 N15 1.469(4) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 N15 1.348(4) . ?
C54 C55 1.363(5) . ?
C54 H54 0.9300 . ?
C55 C56 1.385(5) . ?
C55 H55 0.9300 . ?
C56 N16 1.330(4) . ?
C56 H56 0.9300 . ?
N1 N2 1.356(4) . ?
N1 Cu1 2.054(3) . ?
N3 N4 1.351(4) . ?
N4 Cu3 2.047(3) 1_556 ?
N5 N6 1.356(4) . ?
N6 Cu2 2.054(3) . ?
N7 N8 1.353(4) . ?
N8 Cu4 2.051(3) . ?
N9 N10 1.361(4) . ?
N9 Cu2 2.056(3) . ?
N11 N12 1.358(4) . ?
N12 Cu1 2.047(3) 4 ?
N13 N14 1.357(4) . ?
N13 Cu4 2.053(3) . ?
N15 N16 1.357(4) . ?
N16 Cu3 2.043(3) 4_566 ?
Cu1 N12 2.047(3) 4_556 ?
Cu1 I2 2.6393(9) . ?
Cu1 I1 2.7603(9) . ?
Cu1 Cu2 2.8782(11) . ?
Cu2 I1 2.6421(8) . ?
Cu2 I2 2.7430(9) . ?
Cu3 N16 2.043(3) 4_565 ?
Cu3 N4 2.047(3) 1_554 ?
Cu3 I3 2.6302(9) . ?
Cu3 I4 2.7645(9) . ?
Cu3 Cu4 2.7691(11) . ?
Cu4 I4 2.6621(9) . ?
Cu4 I3 2.7479(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.8(4) . . ?
N1 C1 H1 124.1 . . ?
C2 C1 H1 124.1 . . ?
C3 C2 C1 104.7(4) . . ?
C3 C2 H2 127.6 . . ?
C1 C2 H2 127.6 . . ?
N2 C3 C2 107.7(4) . . ?
N2 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
N2 C4 C5 112.6(3) . . ?
N2 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C10 C5 C6 118.1(3) . . ?
C10 C5 C4 120.9(4) . . ?
C6 C5 C4 121.0(4) . . ?
C5 C6 C7 121.8(4) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C6 C7 C8 120.0(4) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 118.0(3) . . ?
C9 C8 C11 120.9(3) . . ?
C7 C8 C11 121.2(3) . . ?
C8 C9 C10 121.2(3) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C5 C10 C9 121.0(4) . . ?
C5 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
N3 C11 C8 113.9(3) . . ?
N3 C11 H11A 108.8 . . ?
C8 C11 H11A 108.8 . . ?
N3 C11 H11B 108.8 . . ?
C8 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
N3 C12 C13 107.8(4) . . ?
N3 C12 H12 126.1 . . ?
C13 C12 H12 126.1 . . ?
C12 C13 C14 105.2(4) . . ?
C12 C13 H13 127.4 . . ?
C14 C13 H13 127.4 . . ?
N4 C14 C13 111.1(4) . . ?
N4 C14 H14 124.4 . . ?
C13 C14 H14 124.4 . . ?
N6 C15 C16 111.7(4) . . ?
N6 C15 H15 124.1 . . ?
C16 C15 H15 124.1 . . ?
C17 C16 C15 104.6(4) . . ?
C17 C16 H16 127.7 . . ?
C15 C16 H16 127.7 . . ?
N5 C17 C16 107.6(4) . . ?
N5 C17 H17 126.2 . . ?
C16 C17 H17 126.2 . . ?
N5 C18 C19 113.0(3) . . ?
N5 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
N5 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C24 118.3(3) . . ?
C20 C19 C18 119.9(3) . . ?
C24 C19 C18 121.7(3) . . ?
C19 C20 C21 121.4(3) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 C25 121.7(3) . . ?
C21 C22 C25 120.0(3) . . ?
C22 C23 C24 121.4(3) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C23 C24 C19 120.1(3) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
N7 C25 C22 112.2(3) . . ?
N7 C25 H25A 109.2 . . ?
C22 C25 H25A 109.2 . . ?
N7 C25 H25B 109.2 . . ?
C22 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
N7 C26 C27 107.8(3) . . ?
N7 C26 H26 126.1 . . ?
C27 C26 H26 126.1 . . ?
C26 C27 C28 104.9(3) . . ?
C26 C27 H27 127.6 . . ?
C28 C27 H27 127.6 . . ?
N8 C28 C27 111.3(3) . . ?
N8 C28 H28 124.4 . . ?
C27 C28 H28 124.4 . . ?
N9 C29 C30 111.3(3) . . ?
N9 C29 H29 124.3 . . ?
C30 C29 H29 124.3 . . ?
C31 C30 C29 105.3(4) . . ?
C31 C30 H30 127.4 . . ?
C29 C30 H30 127.4 . . ?
N10 C31 C30 107.3(4) . . ?
N10 C31 H31 126.3 . . ?
C30 C31 H31 126.3 . . ?
N10 C32 C33 112.5(3) . . ?
N10 C32 H32A 109.1 . . ?
C33 C32 H32A 109.1 . . ?
N10 C32 H32B 109.1 . . ?
C33 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
C34 C33 C38 118.2(3) . . ?
C34 C33 C32 121.6(4) . . ?
C38 C33 C32 120.3(4) . . ?
C33 C34 C35 121.9(3) . . ?
C33 C34 H34 119.1 . . ?
C35 C34 H34 119.1 . . ?
C36 C35 C34 119.5(4) . . ?
C36 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?
C37 C36 C35 118.7(3) . . ?
C37 C36 C39 120.5(3) . . ?
C35 C36 C39 120.7(3) . . ?
C36 C37 C38 120.9(3) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C33 C38 C37 120.9(3) . . ?
C33 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
N11 C39 C36 113.8(3) . . ?
N11 C39 H39A 108.8 . . ?
C36 C39 H39A 108.8 . . ?
N11 C39 H39B 108.8 . . ?
C36 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
N11 C40 C41 107.2(4) . . ?
N11 C40 H40 126.4 . . ?
C41 C40 H40 126.4 . . ?
C40 C41 C42 105.5(4) . . ?
C40 C41 H41 127.3 . . ?
C42 C41 H41 127.3 . . ?
N12 C42 C41 110.9(4) . . ?
N12 C42 H42 124.6 . . ?
C41 C42 H42 124.6 . . ?
N13 C43 C44 111.1(4) . . ?
N13 C43 H43 124.4 . . ?
C44 C43 H43 124.4 . . ?
C45 C44 C43 105.3(4) . . ?
C45 C44 H44 127.3 . . ?
C43 C44 H44 127.3 . . ?
N14 C45 C44 107.4(4) . . ?
N14 C45 H45 126.3 . . ?
C44 C45 H45 126.3 . . ?
N14 C46 C47 112.7(3) . . ?
N14 C46 H46A 109.0 . . ?
C47 C46 H46A 109.0 . . ?
N14 C46 H46B 109.0 . . ?
C47 C46 H46B 109.0 . . ?
H46A C46 H46B 107.8 . . ?
C52 C47 C48 118.5(3) . . ?
C52 C47 C46 120.3(3) . . ?
C48 C47 C46 121.2(3) . . ?
C47 C48 C49 120.5(3) . . ?
C47 C48 H48 119.7 . . ?
C49 C48 H48 119.7 . . ?
C50 C49 C48 120.5(3) . . ?
C50 C49 H49 119.8 . . ?
C48 C49 H49 119.8 . . ?
C51 C50 C49 118.8(3) . . ?
C51 C50 C53 120.6(4) . . ?
C49 C50 C53 120.6(4) . . ?
C50 C51 C52 121.4(3) . . ?
C50 C51 H51 119.3 . . ?
C52 C51 H51 119.3 . . ?
C47 C52 C51 120.3(3) . . ?
C47 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
N15 C53 C50 112.0(3) . . ?
N15 C53 H53A 109.2 . . ?
C50 C53 H53A 109.2 . . ?
N15 C53 H53B 109.2 . . ?
C50 C53 H53B 109.2 . . ?
H53A C53 H53B 107.9 . . ?
N15 C54 C55 107.3(3) . . ?
N15 C54 H54 126.4 . . ?
C55 C54 H54 126.4 . . ?
C54 C55 C56 105.2(3) . . ?
C54 C55 H55 127.4 . . ?
C56 C55 H55 127.4 . . ?
N16 C56 C55 111.5(3) . . ?
N16 C56 H56 124.2 . . ?
C55 C56 H56 124.2 . . ?
C1 N1 N2 104.9(3) . . ?
C1 N1 Cu1 129.9(3) . . ?
N2 N1 Cu1 125.1(2) . . ?
C3 N2 N1 110.8(3) . . ?
C3 N2 C4 131.1(3) . . ?
N1 N2 C4 117.9(3) . . ?
C12 N3 N4 111.2(3) . . ?
C12 N3 C11 127.3(3) . . ?
N4 N3 C11 121.4(3) . . ?
C14 N4 N3 104.8(3) . . ?
C14 N4 Cu3 126.1(3) . 1_556 ?
N3 N4 Cu3 128.2(2) . 1_556 ?
C17 N5 N6 111.4(3) . . ?
C17 N5 C18 127.7(3) . . ?
N6 N5 C18 120.8(3) . . ?
C15 N6 N5 104.6(3) . . ?
C15 N6 Cu2 126.3(3) . . ?
N5 N6 Cu2 129.1(2) . . ?
C26 N7 N8 111.0(3) . . ?
C26 N7 C25 129.4(3) . . ?
N8 N7 C25 119.1(3) . . ?
C28 N8 N7 105.0(3) . . ?
C28 N8 Cu4 129.7(2) . . ?
N7 N8 Cu4 125.2(2) . . ?
C29 N9 N10 104.7(3) . . ?
C29 N9 Cu2 130.7(2) . . ?
N10 N9 Cu2 124.5(2) . . ?
C31 N10 N9 111.3(3) . . ?
C31 N10 C32 130.3(3) . . ?
N9 N10 C32 118.2(3) . . ?
C40 N11 N12 111.1(3) . . ?
C40 N11 C39 127.1(3) . . ?
N12 N11 C39 121.8(3) . . ?
C42 N12 N11 105.3(3) . . ?
C42 N12 Cu1 126.6(3) . 4 ?
N11 N12 Cu1 127.8(2) . 4 ?
C43 N13 N14 104.8(3) . . ?
C43 N13 Cu4 126.5(3) . . ?
N14 N13 Cu4 128.4(2) . . ?
C45 N14 N13 111.3(3) . . ?
C45 N14 C46 127.3(3) . . ?
N13 N14 C46 121.0(3) . . ?
C54 N15 N16 111.2(3) . . ?
C54 N15 C53 129.5(3) . . ?
N16 N15 C53 118.8(3) . . ?
C56 N16 N15 104.7(3) . . ?
C56 N16 Cu3 130.5(2) . 4_566 ?
N15 N16 Cu3 124.8(2) . 4_566 ?
N12 Cu1 N1 119.05(12) 4_556 . ?
N12 Cu1 I2 109.81(8) 4_556 . ?
N1 Cu1 I2 108.33(9) . . ?
N12 Cu1 I1 103.46(9) 4_556 . ?
N1 Cu1 I1 100.91(9) . . ?
I2 Cu1 I1 115.25(3) . . ?
N12 Cu1 Cu2 120.88(8) 4_556 . ?
N1 Cu1 Cu2 119.14(9) . . ?
I2 Cu1 Cu2 59.43(2) . . ?
I1 Cu1 Cu2 55.836(15) . . ?
N6 Cu2 N9 117.97(11) . . ?
N6 Cu2 I1 114.39(8) . . ?
N9 Cu2 I1 106.61(8) . . ?
N6 Cu2 I2 100.85(9) . . ?
N9 Cu2 I2 100.74(8) . . ?
I1 Cu2 I2 115.75(3) . . ?
N6 Cu2 Cu1 125.34(8) . . ?
N9 Cu2 Cu1 114.96(8) . . ?
I1 Cu2 Cu1 59.82(3) . . ?
I2 Cu2 Cu1 55.945(15) . . ?
N16 Cu3 N4 116.59(12) 4_565 1_554 ?
N16 Cu3 I3 108.22(8) 4_565 . ?
N4 Cu3 I3 108.89(8) 1_554 . ?
N16 Cu3 I4 100.96(8) 4_565 . ?
N4 Cu3 I4 103.80(9) 1_554 . ?
I3 Cu3 I4 118.63(3) . . ?
N16 Cu3 Cu4 119.36(9) 4_565 . ?
N4 Cu3 Cu4 123.29(8) 1_554 . ?
I3 Cu3 Cu4 61.12(3) . . ?
I4 Cu3 Cu4 57.512(17) . . ?
N8 Cu4 N13 119.76(11) . . ?
N8 Cu4 I4 103.51(8) . . ?
N13 Cu4 I4 113.60(8) . . ?
N8 Cu4 I3 101.33(8) . . ?
N13 Cu4 I3 100.72(9) . . ?
I4 Cu4 I3 118.10(3) . . ?
N8 Cu4 Cu3 114.63(8) . . ?
N13 Cu4 Cu3 124.43(8) . . ?
I4 Cu4 Cu3 61.16(3) . . ?
I3 Cu4 Cu3 56.945(17) . . ?
Cu2 I1 Cu1 64.34(2) . . ?
Cu1 I2 Cu2 64.62(2) . . ?
Cu3 I3 Cu4 61.93(2) . . ?
Cu4 I4 Cu3 61.33(2) . . ?

_refine_diff_density_max         0.967
_refine_diff_density_min         -0.937
_refine_diff_density_rms         0.076

