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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1451074'
_audit_update_record             
;
2016-02-01 deposited with the CCDC.
2016-03-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H12 I2 N4 O4 Pb'
_chemical_formula_sum            'C24 H12 I2 N4 O4 Pb'
_chemical_formula_weight         881.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   25.087(5)
_cell_length_b                   4.5640(9)
_cell_length_c                   25.103(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.08(3)
_cell_angle_gamma                90
_cell_volume                     2682.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4417
_cell_measurement_theta_min      3.4494
_cell_measurement_theta_max      27.5204

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.183
_exptl_crystal_F_000             1616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    8.628
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6518
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724 CCD (2x2 bin mode)'
_diffrn_measurement_method       'omiga scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10438
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.479
_diffrn_reflns_theta_max         27.702
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3043
_reflns_number_gt                2834
_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       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (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)+(0.0679P)²+68.5783P] 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         3043
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1389
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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
I1 I 0.57317(3) 0.88300(12) 0.33398(2) 0.0352(2) Uani 1 1 d . . . . .
Pb1 Pb 0.5000 0.39980(10) 0.2500 0.02850(17) Uani 1 2 d S T P . .
N1 N 0.5816(4) 0.401(2) 0.2020(4) 0.048(2) Uani 1 1 d . . . . .
N2 N 0.6857(3) 0.3719(17) 0.1021(4) 0.0363(19) Uani 1 1 d . . . . .
C1 C 0.6321(6) 0.520(4) 0.2196(6) 0.072(4) Uani 1 1 d . . . . .
H1 H 0.6447 0.6072 0.2555 0.087 Uiso 1 1 calc R U . . .
C2 C 0.6694(6) 0.526(4) 0.1885(5) 0.072(4) Uani 1 1 d . . . . .
H2 H 0.7042 0.6244 0.2021 0.086 Uiso 1 1 calc R U . . .
C3 C 0.6518(5) 0.385(2) 0.1391(5) 0.039(2) Uani 1 1 d . . . . .
C4 C 0.5664(8) 0.265(5) 0.1562(9) 0.121(9) Uani 1 1 d . . . . .
H4 H 0.5314 0.1691 0.1441 0.145 Uiso 1 1 calc R U . . .
C5 C 0.6005(8) 0.250(5) 0.1210(9) 0.124(9) Uani 1 1 d . . . . .
H5 H 0.5875 0.1498 0.0865 0.148 Uiso 1 1 calc R U . . .
C6 C 0.7311(4) 0.169(2) 0.1160(4) 0.0332(19) Uani 1 1 d . . . . .
C7 C 0.7583(4) 0.1272(19) 0.0730(4) 0.0311(19) Uani 1 1 d . . . . .
C8 C 0.7378(4) 0.278(2) 0.0209(4) 0.0318(19) Uani 1 1 d . . . . .
C9 C 0.6919(4) 0.480(2) 0.0086(4) 0.0322(18) Uani 1 1 d . . . . .
C10 C 0.6662(4) 0.542(2) 0.0524(5) 0.038(2) Uani 1 1 d . . . . .
C11 C 0.8040(4) -0.068(2) 0.0836(4) 0.036(2) Uani 1 1 d . . . . .
H11 H 0.8184 -0.1632 0.1187 0.044 Uiso 1 1 calc R U . . .
C12 C 0.6713(4) 0.625(2) -0.0425(4) 0.033(2) Uani 1 1 d . . . . .
H12 H 0.6415 0.7579 -0.0500 0.040 Uiso 1 1 calc R U . . .
O1 O 0.7464(3) 0.040(2) 0.1602(3) 0.0518(19) Uani 1 1 d . . . . .
O2 O 0.6301(3) 0.7312(18) 0.0459(3) 0.0509(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
I1 Pb1 3.1455(10) . ?
I1 Pb1 3.2549(10) 1_565 ?
Pb1 N1 2.724(9) . ?
Pb1 N1 2.724(9) 2_655 ?
Pb1 I1 3.1456(10) 2_655 ?
Pb1 I1 3.2549(10) 2_645 ?
Pb1 I1 3.2549(10) 1_545 ?
N1 C4 1.240(18) . ?
N1 C1 1.299(17) . ?
N2 C10 1.401(14) . ?
N2 C6 1.411(12) . ?
N2 C3 1.470(11) . ?
C1 C2 1.418(15) . ?
C2 C3 1.325(16) . ?
C3 C5 1.349(17) . ?
C4 C5 1.435(17) . ?
C6 O1 1.189(12) . ?
C6 C7 1.483(12) . ?
C7 C11 1.401(13) . ?
C7 C8 1.401(13) . ?
C8 C8 1.415(17) 7_655 ?
C8 C9 1.422(13) . ?
C9 C12 1.367(14) . ?
C9 C10 1.486(12) . ?
C10 O2 1.219(12) . ?
C11 C12 1.403(13) 7_655 ?
C12 C11 1.403(13) 7_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
Pb1 I1 Pb1 90.96(3) . 1_565 ?
N1 Pb1 N1 179.8(4) . 2_655 ?
N1 Pb1 I1 86.8(2) . . ?
N1 Pb1 I1 93.0(2) 2_655 . ?
N1 Pb1 I1 93.0(2) . 2_655 ?
N1 Pb1 I1 86.8(2) 2_655 2_655 ?
I1 Pb1 I1 90.97(3) . 2_655 ?
N1 Pb1 I1 93.1(2) . 2_645 ?
N1 Pb1 I1 87.1(2) 2_655 2_645 ?
I1 Pb1 I1 178.076(18) . 2_645 ?
I1 Pb1 I1 90.95(3) 2_655 2_645 ?
N1 Pb1 I1 87.1(2) . 1_545 ?
N1 Pb1 I1 93.1(2) 2_655 1_545 ?
I1 Pb1 I1 90.95(3) . 1_545 ?
I1 Pb1 I1 178.075(18) 2_655 1_545 ?
I1 Pb1 I1 87.12(3) 2_645 1_545 ?
C4 N1 C1 117.4(11) . . ?
C4 N1 Pb1 112.3(9) . . ?
C1 N1 Pb1 130.2(8) . . ?
C10 N2 C6 125.2(8) . . ?
C10 N2 C3 116.4(8) . . ?
C6 N2 C3 118.1(8) . . ?
N1 C1 C2 125.2(13) . . ?
C3 C2 C1 116.2(13) . . ?
C2 C3 C5 119.6(11) . . ?
C2 C3 N2 122.6(10) . . ?
C5 C3 N2 117.8(10) . . ?
N1 C4 C5 122.9(14) . . ?
C3 C5 C4 118.5(13) . . ?
O1 C6 N2 121.0(9) . . ?
O1 C6 C7 122.5(9) . . ?
N2 C6 C7 116.5(8) . . ?
C11 C7 C8 119.4(8) . . ?
C11 C7 C6 120.2(9) . . ?
C8 C7 C6 120.4(8) . . ?
C7 C8 C8 119.5(11) . 7_655 ?
C7 C8 C9 121.3(8) . . ?
C8 C8 C9 119.2(11) 7_655 . ?
C12 C9 C8 121.3(8) . . ?
C12 C9 C10 119.1(8) . . ?
C8 C9 C10 119.6(9) . . ?
O2 C10 N2 121.0(9) . . ?
O2 C10 C9 122.3(10) . . ?
N2 C10 C9 116.7(8) . . ?
C7 C11 C12 121.6(9) . 7_655 ?
C9 C12 C11 119.0(9) . 7_655 ?

_refine_diff_density_max         2.680
_refine_diff_density_min         -0.827
_refine_diff_density_rms         0.204

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1451075'
_audit_update_record             
;
2016-02-01 deposited with the CCDC.
2016-03-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H6 Cu I N2 O2'
_chemical_formula_sum            'C12 H6 Cu I N2 O2'
_chemical_formula_weight         400.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   14.484(3)
_cell_length_b                   4.1532(8)
_cell_length_c                   20.910(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.11(3)
_cell_angle_gamma                90
_cell_volume                     1257.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      3.2015
_cell_measurement_theta_max      27.5552

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.117
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    4.187
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4356
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Saturn724 CCD (2x2 bin mode)'
_diffrn_measurement_method       'Omiga scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11114
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.199
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             2844
_reflns_number_gt                2404
_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       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-2014/6 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (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)+(0.0782P)²+2.1446P] 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         2844
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1241
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
I1 I 0.13537(2) 0.78319(8) 0.00719(2) 0.04089(15) Uani 1 1 d . . . . .
Cu1 Cu -0.04046(6) 0.72442(17) 0.03611(3) 0.0507(2) Uani 1 1 d . . . . .
N1 N -0.0401(3) 0.6935(11) 0.1336(2) 0.0463(10) Uani 1 1 d . . . . .
N2 N -0.0303(3) 0.6244(12) 0.33427(18) 0.0440(9) Uani 1 1 d . . . . .
C1 C -0.1071(4) 0.8132(14) 0.1673(2) 0.0479(13) Uani 1 1 d . . . . .
H1 H -0.1562 0.9143 0.1455 0.057 Uiso 1 1 calc R U . . .
C2 C -0.1082(4) 0.7964(14) 0.2333(2) 0.0481(13) Uani 1 1 d . . . . .
H2 H -0.1568 0.8836 0.2555 0.058 Uiso 1 1 calc R U . . .
C3 C -0.0358(4) 0.6477(14) 0.2649(2) 0.0439(11) Uani 1 1 d . . . . .
C4 C 0.0334(4) 0.5176(17) 0.2305(2) 0.0576(15) Uani 1 1 d . . . . .
H4 H 0.0828 0.4139 0.2513 0.069 Uiso 1 1 calc R U . . .
C5 C 0.0292(4) 0.5414(16) 0.1648(2) 0.0554(14) Uani 1 1 d . . . . .
H5 H 0.0759 0.4493 0.1415 0.066 Uiso 1 1 calc R U . . .
C6 C -0.0992(3) 0.4553(13) 0.3645(2) 0.0403(10) Uani 1 1 d . . . . .
C7 C -0.0863(3) 0.4078(12) 0.4342(2) 0.0359(9) Uani 1 1 d . . . . .
C8 C -0.0060(3) 0.5276(11) 0.46700(19) 0.0339(9) Uani 1 1 d . . . . .
C9 C 0.0605(3) 0.7049(11) 0.4348(2) 0.0366(10) Uani 1 1 d . . . . .
C10 C 0.0471(4) 0.7706(13) 0.3657(2) 0.0446(12) Uani 1 1 d . . . . .
C11 C -0.1522(4) 0.2399(13) 0.4671(2) 0.0428(12) Uani 1 1 d . . . . .
H11 H -0.2054 0.1659 0.4456 0.051 Uiso 1 1 calc R U . . .
C12 C 0.1382(4) 0.8183(13) 0.4668(2) 0.0441(12) Uani 1 1 d . . . . .
H12 H 0.1819 0.9341 0.4448 0.053 Uiso 1 1 calc R U . . .
O1 O -0.1650(3) 0.3479(12) 0.33425(18) 0.0598(11) Uani 1 1 d . . . . .
O2 O 0.0968(3) 0.9475(14) 0.33723(18) 0.0737(15) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.6077(8) 3_575 ?
I1 Cu1 2.6504(10) . ?
I1 Cu1 2.6576(9) 3_565 ?
Cu1 N1 2.043(4) . ?
Cu1 I1 2.6076(8) 3_575 ?
Cu1 I1 2.6576(9) 3_565 ?
Cu1 Cu1 2.6943(15) 3_565 ?
Cu1 Cu1 3.0040(16) 3_575 ?
N1 C1 1.316(7) . ?
N1 C5 1.335(7) . ?
N2 C6 1.392(6) . ?
N2 C10 1.416(7) . ?
N2 C3 1.453(6) . ?
C1 C2 1.384(7) . ?
C2 C3 1.366(8) . ?
C3 C4 1.366(8) . ?
C4 C5 1.377(7) . ?
C6 O1 1.210(6) . ?
C6 C7 1.474(6) . ?
C7 C11 1.385(7) . ?
C7 C8 1.418(6) . ?
C8 C8 1.404(8) 3_566 ?
C8 C9 1.404(6) . ?
C9 C12 1.372(7) . ?
C9 C10 1.476(6) . ?
C10 O2 1.201(6) . ?
C11 C12 1.411(7) 3_566 ?
C12 C11 1.411(7) 3_566 ?

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
Cu1 I1 Cu1 69.68(3) 3_575 . ?
Cu1 I1 Cu1 104.14(3) 3_575 3_565 ?
Cu1 I1 Cu1 61.01(3) . 3_565 ?
N1 Cu1 I1 112.20(14) . 3_575 ?
N1 Cu1 I1 105.45(15) . . ?
I1 Cu1 I1 110.32(3) 3_575 . ?
N1 Cu1 I1 105.81(14) . 3_565 ?
I1 Cu1 I1 104.14(3) 3_575 3_565 ?
I1 Cu1 I1 118.99(3) . 3_565 ?
N1 Cu1 Cu1 122.06(14) . 3_565 ?
I1 Cu1 Cu1 125.63(4) 3_575 3_565 ?
I1 Cu1 Cu1 59.63(3) . 3_565 ?
I1 Cu1 Cu1 59.36(3) 3_565 3_565 ?
N1 Cu1 Cu1 124.26(14) . 3_575 ?
I1 Cu1 Cu1 55.83(3) 3_575 3_575 ?
I1 Cu1 Cu1 54.49(3) . 3_575 ?
I1 Cu1 Cu1 129.77(4) 3_565 3_575 ?
Cu1 Cu1 Cu1 93.42(5) 3_565 3_575 ?
C1 N1 C5 118.3(4) . . ?
C1 N1 Cu1 122.3(4) . . ?
C5 N1 Cu1 119.4(4) . . ?
C6 N2 C10 125.1(4) . . ?
C6 N2 C3 118.3(4) . . ?
C10 N2 C3 116.7(4) . . ?
N1 C1 C2 123.4(5) . . ?
C3 C2 C1 117.9(5) . . ?
C4 C3 C2 119.3(5) . . ?
C4 C3 N2 119.0(5) . . ?
C2 C3 N2 121.7(5) . . ?
C3 C4 C5 119.4(5) . . ?
N1 C5 C4 121.7(5) . . ?
O1 C6 N2 120.8(4) . . ?
O1 C6 C7 122.5(5) . . ?
N2 C6 C7 116.7(4) . . ?
C11 C7 C8 120.3(4) . . ?
C11 C7 C6 119.5(4) . . ?
C8 C7 C6 120.2(4) . . ?
C8 C8 C9 119.6(5) 3_566 . ?
C8 C8 C7 119.3(5) 3_566 . ?
C9 C8 C7 121.1(4) . . ?
C12 C9 C8 120.8(4) . . ?
C12 C9 C10 119.3(4) . . ?
C8 C9 C10 119.9(4) . . ?
O2 C10 N2 120.7(4) . . ?
O2 C10 C9 122.6(5) . . ?
N2 C10 C9 116.6(4) . . ?
C7 C11 C12 119.8(4) . 3_566 ?
C9 C12 C11 120.3(5) . 3_566 ?

_refine_diff_density_max         1.767
_refine_diff_density_min         -0.895
_refine_diff_density_rms         0.226

_shelxl_version_number           2014/6

