# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# 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_Cu4I4L1_2
_database_code_depnum_ccdc_archive 'CCDC 1538591'
_audit_update_record             
;
2017-03-17 deposited with the CCDC.
2017-04-21 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         'C4 H12 Cu2 I2 N2'
_chemical_formula_sum            'C4 H12 Cu2 I2 N2'
_chemical_formula_weight         469.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

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

_cell_length_a                   11.7663(3)
_cell_length_b                   11.7663(3)
_cell_length_c                   7.5184(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1040.90(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    796
_cell_measurement_theta_min      3.2500
_cell_measurement_theta_max      28.0270

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.993
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    9.958
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.154
_exptl_absorpt_correction_T_max  0.336
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            1764
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.448
_diffrn_reflns_theta_max         28.177
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.818
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.818
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.818
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             1049
_reflns_number_gt                912
_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       CrysAlisPro,
_computing_cell_refinement       CrysAlisPro,
_computing_data_reduction        CrysAlisPro,
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_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)+(0.0144P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00321(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1049
_refine_ls_number_parameters     52
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0469
_refine_ls_wR_factor_gt          0.0452
_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
Cu1 Cu 0.64695(5) 0.70218(5) 0.62868(8) 0.02066(18) Uani 1 1 d . . . . .
I1 I 0.82429(3) 0.57405(3) 0.53437(4) 0.01930(12) Uani 1 1 d . . . . .
N1 N 0.5170(4) 0.6581(3) 0.4576(4) 0.0217(10) Uani 1 1 d D . . . .
H1 H 0.5309(15) 0.6975(5) 0.3573(5) 0.038(17) Uiso 1 1 d D . . . .
C2 C 0.5066(4) 0.5359(4) 0.4157(6) 0.0221(11) Uani 1 1 d . . . . .
H2A H 0.5750 0.5108 0.3500 0.026 Uiso 1 1 calc R U . . .
H2B H 0.4398 0.5240 0.3379 0.026 Uiso 1 1 calc R U . . .
C3 C 0.4066(4) 0.7104(5) 0.5040(8) 0.0342(14) Uani 1 1 d . . . . .
H3A H 0.3824 0.6834 0.6213 0.051 Uiso 1 1 calc R U . . .
H3B H 0.3497 0.6891 0.4149 0.051 Uiso 1 1 calc R U . . .
H3C H 0.4147 0.7932 0.5064 0.051 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
Cu1 N1 2.064(4) . ?
Cu1 Cu1 2.6271(10) 8_757 ?
Cu1 Cu1 2.6271(10) 7_577 ?
Cu1 I1 2.6701(7) . ?
Cu1 Cu1 2.6734(12) 2_665 ?
Cu1 I1 2.6927(7) 7_577 ?
Cu1 I1 2.7477(7) 2_665 ?
I1 Cu1 2.6927(7) 8_757 ?
I1 Cu1 2.7477(7) 2_665 ?
N1 C2 1.477(6) . ?
N1 C3 1.479(6) . ?
C2 C2 1.531(9) 5_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
N1 Cu1 Cu1 150.58(9) . 8_757 ?
N1 Cu1 Cu1 141.78(11) . 7_577 ?
Cu1 Cu1 Cu1 61.17(3) 8_757 7_577 ?
N1 Cu1 I1 105.76(11) . . ?
Cu1 Cu1 I1 61.10(2) 8_757 . ?
Cu1 Cu1 I1 111.88(2) 7_577 . ?
N1 Cu1 Cu1 141.04(9) . 2_665 ?
Cu1 Cu1 Cu1 59.416(13) 8_757 2_665 ?
Cu1 Cu1 Cu1 59.415(13) 7_577 2_665 ?
I1 Cu1 Cu1 61.89(2) . 2_665 ?
N1 Cu1 I1 108.74(10) . 7_577 ?
Cu1 Cu1 I1 62.18(3) 8_757 7_577 ?
Cu1 Cu1 I1 60.24(3) 7_577 7_577 ?
I1 Cu1 I1 115.69(2) . 7_577 ?
Cu1 Cu1 I1 109.733(14) 2_665 7_577 ?
N1 Cu1 I1 99.85(9) . 2_665 ?
Cu1 Cu1 I1 109.45(2) 8_757 2_665 ?
Cu1 Cu1 I1 60.082(19) 7_577 2_665 ?
I1 Cu1 I1 112.10(2) . 2_665 ?
Cu1 Cu1 I1 59.00(2) 2_665 2_665 ?
I1 Cu1 I1 113.13(2) 7_577 2_665 ?
Cu1 I1 Cu1 58.66(2) . 8_757 ?
Cu1 I1 Cu1 59.11(2) . 2_665 ?
Cu1 I1 Cu1 57.74(2) 8_757 2_665 ?
C2 N1 C3 112.5(4) . . ?
C2 N1 Cu1 116.0(3) . . ?
C3 N1 Cu1 113.5(3) . . ?
N1 C2 C2 111.7(5) . 5_666 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 I1 0.9000(1) 2.999(4) 3.765(3) 144.1(6) 7_576

_refine_diff_density_max         0.645
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.156

####################################################################### 
# 
# 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_CuL19_2-I2
_database_code_depnum_ccdc_archive 'CCDC 1538592'
_audit_update_record             
;
2017-03-17 deposited with the CCDC.
2017-04-21 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         '2(C8 H26 Cu N6), C4 H13 N3, 4(I)'
_chemical_formula_sum            'C20 H65 Cu2 I4 N15'
_chemical_formula_weight         1150.55

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   9.18796(19)
_cell_length_b                   12.5494(3)
_cell_length_c                   35.7355(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4120.43(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4708
_cell_measurement_theta_min      2.9360
_cell_measurement_theta_max      27.4250

_exptl_crystal_description       plates
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    4.062
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.518
_exptl_absorpt_correction_T_max  0.757
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) 
(compiled Aug 13 2014,18:06:01) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            9736
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.357
_diffrn_reflns_theta_max         28.309
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.698
_diffrn_reflns_point_group_measured_fraction_full 0.883
_reflns_number_total             7172
_reflns_number_gt                6516
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.545
_reflns_Friedel_fraction_max     0.559
_reflns_Friedel_fraction_full    0.746

_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       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_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)+(0.0090P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2143 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.018(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7172
_refine_ls_number_parameters     383
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0441
_refine_ls_wR_factor_gt          0.0423
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.018
_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
Cu1 Cu 1.36344(8) 0.50149(6) 0.54778(2) 0.02249(19) Uani 1 1 d . . . . .
N1 N 1.4740(5) 0.3900(4) 0.51376(13) 0.0255(13) Uani 1 1 d . . . . .
H1A H 1.5180 0.3406 0.5281 0.031 Uiso 1 1 calc R U . . .
H1B H 1.4106 0.3567 0.4985 0.031 Uiso 1 1 calc R U . . .
C2 C 1.5828(7) 0.4485(6) 0.49160(18) 0.0356(19) Uani 1 1 d . . . . .
H2A H 1.5396 0.4709 0.4675 0.043 Uiso 1 1 calc R U . . .
H2B H 1.6668 0.4015 0.4862 0.043 Uiso 1 1 calc R U . . .
C3 C 1.6333(7) 0.5448(6) 0.51299(19) 0.0307(17) Uani 1 1 d . . . . .
H3A H 1.6878 0.5230 0.5356 0.037 Uiso 1 1 calc R U . . .
H3B H 1.6975 0.5894 0.4972 0.037 Uiso 1 1 calc R U . . .
N4 N 1.5017(6) 0.6040(4) 0.52341(14) 0.0294(14) Uani 1 1 d . . . . .
H4A H 1.4599 0.6285 0.5023 0.035 Uiso 1 1 calc R U . . .
C5 C 1.5208(7) 0.6932(5) 0.54877(18) 0.0359(18) Uani 1 1 d . . . . .
H5A H 1.5708 0.7525 0.5358 0.043 Uiso 1 1 calc R U . . .
H5B H 1.5805 0.6714 0.5705 0.043 Uiso 1 1 calc R U . . .
C6 C 1.3706(7) 0.7282(5) 0.56167(19) 0.0351(17) Uani 1 1 d . . . . .
H6A H 1.3793 0.7847 0.5809 0.042 Uiso 1 1 calc R U . . .
H6B H 1.3144 0.7569 0.5403 0.042 Uiso 1 1 calc R U . . .
N7 N 1.2965(5) 0.6340(4) 0.57746(14) 0.0273(14) Uani 1 1 d . . . . .
H7A H 1.1994 0.6416 0.5756 0.033 Uiso 1 1 calc R U . . .
H7B H 1.3196 0.6266 0.6018 0.033 Uiso 1 1 calc R U . . .
N11 N 1.5203(5) 0.4417(4) 0.59930(13) 0.0277(13) Uani 1 1 d . . . . .
H11A H 1.5974 0.4050 0.5907 0.033 Uiso 1 1 calc R U . . .
H11B H 1.5519 0.4972 0.6130 0.033 Uiso 1 1 calc R U . . .
C12 C 1.4230(7) 0.3731(6) 0.62112(17) 0.0326(18) Uani 1 1 d . . . . .
H12A H 1.3695 0.4166 0.6397 0.039 Uiso 1 1 calc R U . . .
H12B H 1.4809 0.3192 0.6348 0.039 Uiso 1 1 calc R U . . .
C13 C 1.3159(7) 0.3179(5) 0.59548(18) 0.0328(17) Uani 1 1 d . . . . .
H13A H 1.3690 0.2709 0.5779 0.039 Uiso 1 1 calc R U . . .
H13B H 1.2488 0.2732 0.6105 0.039 Uiso 1 1 calc R U . . .
N14 N 1.2317(5) 0.3980(4) 0.57421(14) 0.0278(14) Uani 1 1 d . . . . .
H14A H 1.1796 0.4357 0.5909 0.033 Uiso 1 1 calc R U . . .
C15 C 1.1276(7) 0.3520(6) 0.54740(19) 0.0364(19) Uani 1 1 d . . . . .
H15A H 1.0579 0.3055 0.5608 0.044 Uiso 1 1 calc R U . . .
H15B H 1.1804 0.3078 0.5289 0.044 Uiso 1 1 calc R U . . .
C16 C 1.0461(7) 0.4394(6) 0.5275(2) 0.043(2) Uani 1 1 d . . . . .
H16A H 0.9771 0.4080 0.5093 0.052 Uiso 1 1 calc R U . . .
H16B H 0.9897 0.4817 0.5459 0.052 Uiso 1 1 calc R U . . .
N17 N 1.1501(6) 0.5087(5) 0.50794(15) 0.0398(16) Uani 1 1 d . . . . .
H17A H 1.1159 0.5757 0.5060 0.048 Uiso 1 1 calc R U . . .
H17B H 1.1699 0.4837 0.4849 0.048 Uiso 1 1 calc R U . . .
Cu2 Cu 0.15630(8) 0.45342(6) 0.82791(2) 0.0244(2) Uani 1 1 d . . . . .
N21 N 0.1977(5) 0.3092(4) 0.80372(13) 0.0283(13) Uani 1 1 d . . . . .
H21A H 0.1922 0.3151 0.7787 0.034 Uiso 1 1 calc R U . . .
H21B H 0.2883 0.2877 0.8097 0.034 Uiso 1 1 calc R U . . .
C22 C 0.0917(7) 0.2302(5) 0.81685(18) 0.0342(18) Uani 1 1 d . . . . .
H22A H 0.1270 0.1961 0.8401 0.041 Uiso 1 1 calc R U . . .
H22B H 0.0779 0.1742 0.7977 0.041 Uiso 1 1 calc R U . . .
C23 C -0.0500(7) 0.2867(6) 0.82410(18) 0.0332(17) Uani 1 1 d . . . . .
H23B H -0.0922 0.3133 0.8004 0.040 Uiso 1 1 calc R U . . .
H23A H -0.1207 0.2379 0.8361 0.040 Uiso 1 1 calc R U . . .
N24 N -0.0154(5) 0.3763(4) 0.84923(14) 0.0232(13) Uani 1 1 d . . . . .
H24A H 0.0112 0.3490 0.8715 0.028 Uiso 1 1 calc R U . . .
C25 C -0.1334(7) 0.4538(6) 0.8560(2) 0.0354(19) Uani 1 1 d . . . . .
H25A H -0.2104 0.4217 0.8717 0.042 Uiso 1 1 calc R U . . .
H25B H -0.1772 0.4768 0.8320 0.042 Uiso 1 1 calc R U . . .
C26 C -0.0645(8) 0.5467(6) 0.87567(19) 0.040(2) Uani 1 1 d . . . . .
H26A H -0.1369 0.6042 0.8794 0.048 Uiso 1 1 calc R U . . .
H26B H -0.0275 0.5244 0.9005 0.048 Uiso 1 1 calc R U . . .
N27 N 0.0572(6) 0.5853(4) 0.85192(14) 0.0304(14) Uani 1 1 d . . . . .
H27A H 0.1218 0.6216 0.8659 0.037 Uiso 1 1 calc R U . . .
H27B H 0.0232 0.6291 0.8340 0.037 Uiso 1 1 calc R U . . .
N31 N 0.3244(6) 0.4400(5) 0.87791(16) 0.0396(16) Uani 1 1 d . . . . .
H31A H 0.2929 0.4765 0.8980 0.047 Uiso 1 1 calc R U . . .
H31B H 0.3381 0.3715 0.8845 0.047 Uiso 1 1 calc R U . . .
C32 C 0.4586(8) 0.4862(7) 0.8633(2) 0.047(2) Uani 1 1 d . . . . .
H32A H 0.5174 0.4302 0.8510 0.056 Uiso 1 1 calc R U . . .
H32B H 0.5165 0.5165 0.8841 0.056 Uiso 1 1 calc R U . . .
C33 C 0.4215(7) 0.5738(6) 0.8351(2) 0.043(2) Uani 1 1 d . . . . .
H33A H 0.3696 0.6326 0.8479 0.052 Uiso 1 1 calc R U . . .
H33B H 0.5121 0.6029 0.8241 0.052 Uiso 1 1 calc R U . . .
N34 N 0.3286(6) 0.5292(5) 0.80519(15) 0.0339(15) Uani 1 1 d . . . . .
H34A H 0.3819 0.4797 0.7932 0.041 Uiso 1 1 calc R U . A 1
C35 C 0.2856(8) 0.6092(6) 0.7771(2) 0.042(2) Uani 1 1 d . . . . .
H35A H 0.3737 0.6397 0.7652 0.051 Uiso 1 1 calc R U . . .
H35B H 0.2321 0.6679 0.7895 0.051 Uiso 1 1 calc R U . . .
C36 C 0.1903(8) 0.5594(6) 0.74750(18) 0.0393(19) Uani 1 1 d . . . . .
H36A H 0.1655 0.6138 0.7285 0.047 Uiso 1 1 calc R U . . .
H36B H 0.2449 0.5017 0.7349 0.047 Uiso 1 1 calc R U . . .
N37 N 0.0570(6) 0.5160(5) 0.76319(14) 0.0355(15) Uani 1 1 d . . . . .
H37A H 0.0225 0.4612 0.7496 0.043 Uiso 1 1 calc R U . . .
H37B H -0.0125 0.5660 0.7656 0.043 Uiso 1 1 calc R U . . .
N41 N 1.0580(6) 0.4780(5) 0.64099(16) 0.0498(19) Uani 1 1 d . . . . .
H41A H 1.0887 0.4477 0.6624 0.060 Uiso 1 1 calc R U . . .
H41B H 1.0638 0.5493 0.6431 0.060 Uiso 1 1 calc R U . . .
C42 C 0.9124(8) 0.4446(7) 0.6317(2) 0.055(3) Uani 1 1 d . . . . .
H42A H 0.9178 0.3928 0.6109 0.066 Uiso 1 1 calc R U . . .
H42B H 0.8575 0.5074 0.6226 0.066 Uiso 1 1 calc R U . . .
C43 C 0.8279(8) 0.3944(6) 0.6635(2) 0.051(2) Uani 1 1 d D . . . .
H43A H 0.7371 0.3633 0.6534 0.062 Uiso 1 1 calc R U . . .
H43B H 0.8863 0.3355 0.6742 0.062 Uiso 1 1 calc R U . . .
N44 N 0.7914(6) 0.4670(5) 0.69279(17) 0.0495(18) Uani 1 1 d D . . . .
H44A H 0.7349 0.5170 0.6821 0.059 Uiso 0.541(11) 1 d R U P B 1
H44B H 0.7345 0.5201 0.6843 0.059 Uiso 0.459(11) 1 d R U P B 2
C45 C 0.7169(14) 0.4363(13) 0.7271(4) 0.047(4) Uani 0.541(11) 1 d D U P B 1
H45A H 0.7094 0.4995 0.7435 0.056 Uiso 0.541(11) 1 calc R U P B 1
H45B H 0.7765 0.3824 0.7402 0.056 Uiso 0.541(11) 1 calc R U P B 1
C46 C 0.5706(12) 0.3927(11) 0.7212(4) 0.038(3) Uani 0.541(11) 1 d D U P B 1
H46A H 0.5775 0.3279 0.7055 0.046 Uiso 0.541(11) 1 calc R U P B 1
H46B H 0.5107 0.4455 0.7076 0.046 Uiso 0.541(11) 1 calc R U P B 1
N47 N 0.4985(15) 0.3656(12) 0.7568(4) 0.040(3) Uani 0.541(11) 1 d D U P B 1
H47A H 0.5677 0.3378 0.7717 0.049 Uiso 0.541(11) 1 calc R U P B 1
H47B H 0.4359 0.3124 0.7517 0.049 Uiso 0.541(11) 1 calc R U P B 1
C45' C 0.704(2) 0.3900(13) 0.7190(5) 0.049(4) Uiso 0.459(11) 1 d D U P B 2
H45C H 0.6384 0.3445 0.7040 0.058 Uiso 0.459(11) 1 calc R U P B 2
H45D H 0.7722 0.3433 0.7330 0.058 Uiso 0.459(11) 1 calc R U P B 2
C46' C 0.6216(16) 0.4553(13) 0.7445(4) 0.039(4) Uiso 0.459(11) 1 d D U P B 2
H46C H 0.5687 0.5107 0.7303 0.047 Uiso 0.459(11) 1 calc R U P B 2
H46D H 0.6890 0.4916 0.7620 0.047 Uiso 0.459(11) 1 calc R U P B 2
N47' N 0.516(2) 0.3911(15) 0.7662(5) 0.046(5) Uiso 0.459(11) 1 d D U P B 2
H47C H 0.5639 0.3489 0.7824 0.055 Uiso 0.459(11) 1 calc R U P B 2
H47D H 0.4645 0.3494 0.7506 0.055 Uiso 0.459(11) 1 calc R U P B 2
I1 I 1.73136(4) 0.19998(4) 0.56435(2) 0.03126(11) Uani 1 1 d . . . . .
I2 I 1.43567(4) 0.74885(4) 0.43897(2) 0.03182(11) Uani 1 1 d . . . . .
I3 I 0.52432(5) 0.17143(4) 0.83508(2) 0.03522(12) Uani 1 1 d . . . . .
I4 I 0.19496(5) 0.24092(4) 0.70476(2) 0.03619(12) 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
Cu1 N4 2.007(5) . ?
Cu1 N14 2.011(5) . ?
Cu1 N7 2.065(5) . ?
Cu1 N1 2.114(5) . ?
Cu1 N17 2.424(5) . ?
Cu1 N11 2.455(5) . ?
N1 C2 1.472(8) . ?
C2 C3 1.503(9) . ?
C3 N4 1.467(8) . ?
N4 C5 1.450(8) . ?
C5 C6 1.520(8) . ?
C6 N7 1.477(7) . ?
N11 C12 1.466(7) . ?
C12 C13 1.512(8) . ?
C13 N14 1.480(7) . ?
N14 C15 1.472(7) . ?
N14 N41 3.041(7) . ?
C15 C16 1.506(9) . ?
C16 N17 1.470(8) . ?
Cu2 N24 2.002(5) . ?
Cu2 N34 2.018(5) . ?
Cu2 N21 2.042(5) . ?
Cu2 N27 2.075(5) . ?
Cu2 N31 2.368(5) . ?
Cu2 N37 2.607(5) . ?
N21 C22 1.466(8) . ?
C22 C23 1.505(9) . ?
C23 N24 1.473(8) . ?
N24 C25 1.475(8) . ?
C25 C26 1.503(9) . ?
C26 N27 1.485(8) . ?
N31 C32 1.458(9) . ?
C32 C33 1.530(10) . ?
C33 N34 1.478(8) . ?
N34 C35 1.474(8) . ?
N34 N47' 2.816(18) . ?
N34 N47 3.106(15) . ?
C35 C36 1.508(9) . ?
C36 N37 1.454(8) . ?
N41 C42 1.440(8) . ?
C42 C43 1.513(10) . ?
C43 N44 1.428(9) . ?
N44 C45 1.455(11) . ?
N44 C45' 1.564(14) . ?
C45 C46 1.467(15) . ?
C46 N47 1.474(13) . ?
C45' C46' 1.445(16) . ?
C46' N47' 1.477(15) . ?

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 Cu1 N14 177.3(2) . . ?
N4 Cu1 N7 84.0(2) . . ?
N14 Cu1 N7 95.7(2) . . ?
N4 Cu1 N1 82.6(2) . . ?
N14 Cu1 N1 97.6(2) . . ?
N7 Cu1 N1 166.2(2) . . ?
N4 Cu1 N17 103.5(2) . . ?
N14 Cu1 N17 79.2(2) . . ?
N7 Cu1 N17 91.8(2) . . ?
N1 Cu1 N17 94.31(19) . . ?
N4 Cu1 N11 98.62(19) . . ?
N14 Cu1 N11 78.70(19) . . ?
N7 Cu1 N11 92.03(18) . . ?
N1 Cu1 N11 86.97(18) . . ?
N17 Cu1 N11 157.86(19) . . ?
C2 N1 Cu1 107.8(4) . . ?
N1 C2 C3 109.7(5) . . ?
N4 C3 C2 106.4(5) . . ?
C5 N4 C3 116.7(5) . . ?
C5 N4 Cu1 107.5(4) . . ?
C3 N4 Cu1 107.9(4) . . ?
N4 C5 C6 107.6(5) . . ?
N7 C6 C5 107.6(5) . . ?
C6 N7 Cu1 108.1(4) . . ?
C12 N11 Cu1 102.7(4) . . ?
N11 C12 C13 110.1(5) . . ?
N14 C13 C12 109.9(5) . . ?
C15 N14 C13 114.0(5) . . ?
C15 N14 Cu1 109.8(4) . . ?
C13 N14 Cu1 111.4(4) . . ?
C15 N14 N41 107.4(4) . . ?
C13 N14 N41 95.5(4) . . ?
Cu1 N14 N41 118.1(3) . . ?
N14 C15 C16 110.1(6) . . ?
N17 C16 C15 109.4(5) . . ?
C16 N17 Cu1 102.9(4) . . ?
N24 Cu2 N34 178.6(2) . . ?
N24 Cu2 N21 83.1(2) . . ?
N34 Cu2 N21 95.8(2) . . ?
N24 Cu2 N27 83.3(2) . . ?
N34 Cu2 N27 97.7(2) . . ?
N21 Cu2 N27 164.6(2) . . ?
N24 Cu2 N31 101.1(2) . . ?
N34 Cu2 N31 79.9(2) . . ?
N21 Cu2 N31 97.7(2) . . ?
N27 Cu2 N31 91.8(2) . . ?
N24 Cu2 N37 101.96(19) . . ?
N34 Cu2 N37 77.0(2) . . ?
N21 Cu2 N37 87.52(19) . . ?
N27 Cu2 N37 88.5(2) . . ?
N31 Cu2 N37 156.79(19) . . ?
C22 N21 Cu2 109.9(4) . . ?
N21 C22 C23 108.1(6) . . ?
N24 C23 C22 106.2(5) . . ?
C23 N24 C25 116.3(5) . . ?
C23 N24 Cu2 107.9(4) . . ?
C25 N24 Cu2 108.8(4) . . ?
N24 C25 C26 106.2(5) . . ?
N27 C26 C25 107.6(5) . . ?
C26 N27 Cu2 107.8(4) . . ?
C32 N31 Cu2 104.7(4) . . ?
N31 C32 C33 109.5(6) . . ?
N34 C33 C32 109.5(6) . . ?
C35 N34 C33 113.0(6) . . ?
C35 N34 Cu2 112.6(4) . . ?
C33 N34 Cu2 109.9(4) . . ?
C35 N34 N47' 104.3(6) . . ?
C33 N34 N47' 103.8(6) . . ?
Cu2 N34 N47' 112.9(4) . . ?
C35 N34 N47 101.9(5) . . ?
C33 N34 N47 111.3(5) . . ?
Cu2 N34 N47 107.9(3) . . ?
N34 C35 C36 110.5(6) . . ?
N37 C36 C35 112.0(5) . . ?
C36 N37 Cu2 99.2(4) . . ?
C42 N41 N14 102.2(4) . . ?
N41 C42 C43 115.2(7) . . ?
N44 C43 C42 113.9(7) . . ?
C43 N44 C45 123.9(9) . . ?
C43 N44 C45' 99.4(8) . . ?
N44 C45 C46 114.2(11) . . ?
C45 C46 N47 112.0(11) . . ?
C46 N47 N34 123.7(10) . . ?
C46' C45' N44 107.3(12) . . ?
C45' C46' N47' 111.5(13) . . ?
C46' N47' N34 108.9(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A I1 0.90 2.94 3.814(5) 164.6 .
N1 H1B I1 0.90 2.87 3.746(5) 163.5 4_456
N4 H4A I2 0.90 2.73 3.575(5) 156.6 .
N7 H7A I2 0.90 2.83 3.674(5) 155.9 4_466
N7 H7B I3 0.90 2.73 3.563(5) 154.2 3_756
N11 H11A I1 0.90 3.00 3.811(5) 150.3 .
N11 H11B I3 0.90 2.95 3.738(5) 147.0 3_756
N14 H14A N41 0.90 2.17 3.041(7) 161.4 .
N17 H17B I1 0.90 2.95 3.753(6) 148.8 4_456
N21 H21A I4 0.90 2.80 3.639(5) 155.5 .
N21 H21B I3 0.90 2.77 3.640(5) 163.7 .
N24 H24A I2 0.90 2.75 3.645(5) 173.4 2_665
N27 H27A I1 0.90 3.00 3.846(5) 157.6 3_756
N27 H27B I4 0.90 2.81 3.645(5) 154.5 3_556
N31 H31A I1 0.90 3.12 3.894(6) 145.6 3_756
N34 H34A N47 0.90 2.21 3.106(15) 172.3 .
N37 H37B I4 0.90 2.96 3.826(6) 162.7 3_556
N41 H41A I4 0.90 3.16 3.953(7) 148.3 1_655
N44 H44B I3 0.90 3.12 3.999(6) 165.5 3_656
N47 H47A I3 0.90 3.11 3.718(15) 127.0 .
N47 H47B I4 0.90 2.92 3.699(15) 146.0 .
N47' H47C I3 0.90 2.94 3.697(19) 143.1 .
N47' H47D I4 0.90 3.27 4.133(19) 162.4 .

_refine_diff_density_max         0.490
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.101

####################################################################### 
# 
# 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_Cu2I2L1_2
_database_code_depnum_ccdc_archive 'CCDC 1538590'
_audit_update_record             
;
2017-03-17 deposited with the CCDC.
2017-04-21 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         'C8 H24 Cu2 I2 N4'
_chemical_formula_sum            'C8 H24 Cu2 I2 N4'
_chemical_formula_weight         557.19

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'
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'
N N 0.0061 0.0033 '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                   13.3569(10)
_cell_length_b                   11.5554(8)
_cell_length_c                   11.4189(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.026(7)
_cell_angle_gamma                90
_cell_volume                     1755.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1988
_cell_measurement_theta_min      2.8280
_cell_measurement_theta_max      27.0970

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    5.925
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.261
_exptl_absorpt_correction_T_max  0.470
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
   model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            6270
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.513
_diffrn_reflns_theta_max         28.010
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.861
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.861
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6270
_reflns_number_gt                4326
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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       CrysAlisPro,
_computing_cell_refinement       CrysAlisPro,
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_refine_special_details          'Refined as a 2-component twin., Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0809P)²] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6270
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1608
_refine_ls_wR_factor_gt          0.1533
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_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
Cu1A Cu 0.05466(10) 0.41629(12) 0.54300(13) 0.0345(4) Uani 1 1 d . . . . .
I1A I -0.05636(6) 0.52670(7) 0.67923(7) 0.0359(3) Uani 1 1 d . . . . .
N1A N 0.0453(7) 0.2315(8) 0.5480(9) 0.034(2) Uani 1 1 d . . . . .
H1A H 0.0172 0.2112 0.6139 0.041 Uiso 1 1 calc R U . . .
C2A C 0.1518(9) 0.1968(10) 0.5615(13) 0.045(4) Uani 1 1 d . . . . .
H2AA H 0.1822 0.2084 0.4863 0.054 Uiso 1 1 calc R U . . .
H2AB H 0.1573 0.1137 0.5823 0.054 Uiso 1 1 calc R U . . .
C3A C 0.2067(9) 0.2679(11) 0.6560(13) 0.047(3) Uani 1 1 d . . . . .
H3AA H 0.1758 0.2563 0.7308 0.057 Uiso 1 1 calc R U . . .
H3AB H 0.2775 0.2421 0.6676 0.057 Uiso 1 1 calc R U . . .
N4A N 0.2034(6) 0.3912(9) 0.6252(9) 0.041(3) Uani 1 1 d . . . . .
H4A H 0.2470 0.4032 0.5707 0.049 Uiso 1 1 calc R U . . .
C5A C -0.0103(11) 0.1743(11) 0.4485(13) 0.054(4) Uani 1 1 d . . . . .
H5AA H -0.0805 0.1998 0.4429 0.081 Uiso 1 1 calc R U . . .
H5AB H 0.0197 0.1945 0.3759 0.081 Uiso 1 1 calc R U . . .
H5AC H -0.0074 0.0903 0.4598 0.081 Uiso 1 1 calc R U . . .
C6A C 0.2351(12) 0.4628(14) 0.7277(16) 0.076(5) Uani 1 1 d . . . . .
H6AA H 0.2323 0.5447 0.7051 0.115 Uiso 1 1 calc R U . . .
H6AB H 0.1900 0.4492 0.7896 0.115 Uiso 1 1 calc R U . . .
H6AC H 0.3040 0.4425 0.7570 0.115 Uiso 1 1 calc R U . . .
Cu1B Cu 0.55000(11) 0.45864(13) 0.59175(14) 0.0388(4) Uani 1 1 d . . . . .
I1B I 0.56620(5) 0.67930(6) 0.53771(7) 0.0363(3) Uani 1 1 d . . . . .
N1B N 0.6947(7) 0.3835(9) 0.6348(10) 0.041(3) Uani 1 1 d . . . . .
H1B H 0.7400 0.4409 0.6326 0.050 Uiso 1 1 calc R U . . .
C2B C 0.6931(10) 0.3496(12) 0.7582(13) 0.054(4) Uani 1 1 d . . . . .
H2BA H 0.7628 0.3379 0.7933 0.064 Uiso 1 1 calc R U . . .
H2BB H 0.6566 0.2754 0.7629 0.064 Uiso 1 1 calc R U . . .
C3B C 0.6434(10) 0.4393(12) 0.8258(12) 0.052(4) Uani 1 1 d . . . . .
H3BA H 0.6449 0.4154 0.9092 0.062 Uiso 1 1 calc R U . . .
H3BB H 0.6806 0.5131 0.8224 0.062 Uiso 1 1 calc R U . . .
N4B N 0.5388(7) 0.4563(8) 0.7780(9) 0.039(3) Uani 1 1 d . . . . .
H4B H 0.5029 0.3939 0.7957 0.047 Uiso 1 1 calc R U . . .
C5B C 0.7290(11) 0.2893(13) 0.5640(16) 0.074(5) Uani 1 1 d . . . . .
H5BA H 0.7292 0.3148 0.4821 0.110 Uiso 1 1 calc R U . . .
H5BB H 0.7971 0.2667 0.5940 0.110 Uiso 1 1 calc R U . . .
H5BC H 0.6836 0.2230 0.5680 0.110 Uiso 1 1 calc R U . . .
C6B C 0.4952(11) 0.5598(11) 0.8310(13) 0.053(4) Uani 1 1 d . . . . .
H6BA H 0.4255 0.5698 0.7981 0.080 Uiso 1 1 calc R U . . .
H6BB H 0.4968 0.5495 0.9164 0.080 Uiso 1 1 calc R U . . .
H6BC H 0.5344 0.6284 0.8137 0.080 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
Cu1A N1A 2.141(9) . ?
Cu1A N4A 2.142(9) . ?
Cu1A Cu1A 2.567(3) 3_566 ?
Cu1A I1A 2.5789(16) . ?
Cu1A I1A 2.6237(17) 3_566 ?
I1A Cu1A 2.6237(17) 3_566 ?
N1A C5A 1.460(15) . ?
N1A C2A 1.474(14) . ?
C2A C3A 1.496(18) . ?
C3A N4A 1.467(15) . ?
N4A C6A 1.465(17) . ?
Cu1B N1B 2.137(9) . ?
Cu1B N4B 2.145(10) . ?
Cu1B Cu1B 2.569(3) 3_666 ?
Cu1B I1B 2.5948(16) 3_666 ?
Cu1B I1B 2.6368(17) . ?
I1B Cu1B 2.5948(16) 3_666 ?
N1B C5B 1.453(17) . ?
N1B C2B 1.465(17) . ?
C2B C3B 1.48(2) . ?
C3B N4B 1.468(15) . ?
N4B C6B 1.483(15) . ?

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
N1A Cu1A N4A 84.7(4) . . ?
N1A Cu1A Cu1A 136.9(3) . 3_566 ?
N4A Cu1A Cu1A 138.1(3) . 3_566 ?
N1A Cu1A I1A 116.1(3) . . ?
N4A Cu1A I1A 111.3(3) . . ?
Cu1A Cu1A I1A 61.31(6) 3_566 . ?
N1A Cu1A I1A 106.4(3) . 3_566 ?
N4A Cu1A I1A 111.8(3) . 3_566 ?
Cu1A Cu1A I1A 59.57(6) 3_566 3_566 ?
I1A Cu1A I1A 120.89(5) . 3_566 ?
Cu1A I1A Cu1A 59.11(5) . 3_566 ?
C5A N1A C2A 112.3(10) . . ?
C5A N1A Cu1A 117.2(8) . . ?
C2A N1A Cu1A 102.5(7) . . ?
N1A C2A C3A 109.5(10) . . ?
N4A C3A C2A 111.0(10) . . ?
C6A N4A C3A 110.9(11) . . ?
C6A N4A Cu1A 117.7(8) . . ?
C3A N4A Cu1A 104.1(7) . . ?
N1B Cu1B N4B 84.6(4) . . ?
N1B Cu1B Cu1B 137.2(3) . 3_666 ?
N4B Cu1B Cu1B 137.5(3) . 3_666 ?
N1B Cu1B I1B 111.4(3) . 3_666 ?
N4B Cu1B I1B 117.8(3) . 3_666 ?
Cu1B Cu1B I1B 61.41(6) 3_666 3_666 ?
N1B Cu1B I1B 110.8(3) . . ?
N4B Cu1B I1B 105.0(3) . . ?
Cu1B Cu1B I1B 59.78(6) 3_666 . ?
I1B Cu1B I1B 121.20(6) 3_666 . ?
Cu1B I1B Cu1B 58.80(6) 3_666 . ?
C5B N1B C2B 111.5(11) . . ?
C5B N1B Cu1B 119.9(9) . . ?
C2B N1B Cu1B 103.9(7) . . ?
N1B C2B C3B 111.0(10) . . ?
N4B C3B C2B 110.8(11) . . ?
C3B N4B C6B 110.6(10) . . ?
C3B N4B Cu1B 103.0(8) . . ?
C6B N4B Cu1B 117.3(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1A H1A I1A 0.90 3.19 3.904(10) 137.6 2_546
N4A H4A I1B 0.90 3.03 3.821(10) 147.1 3_666
N1B H1B I1A 0.90 2.90 3.709(9) 150.4 1_655
N4B H4B I1B 0.90 3.31 4.143(9) 155.9 2_646

_refine_diff_density_max         1.140
_refine_diff_density_min         -1.237
_refine_diff_density_rms         0.291

