# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

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

data_compound_1
_database_code_depnum_ccdc_archive 'CCDC 1573918'
_audit_update_record             
;
2017-09-12 deposited with the CCDC.
2018-01-11 downloaded from the CCDC.
;
_audit_creation_date             2017-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cu I3, 2(C7 H8 N)'
_chemical_formula_sum            'C14 H16 Cu I3 N2'
_chemical_formula_weight         656.53
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.6963(6)
_cell_length_b                   7.7917(6)
_cell_length_c                   25.1334(17)
_cell_angle_alpha                90
_cell_angle_beta                 96.273(7)
_cell_angle_gamma                90
_cell_volume                     1887.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3715
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5240
_cell_measurement_theta_min      3.6110
_shelx_estimated_absorpt_T_max   'not measured'
_shelx_estimated_absorpt_T_min   'not measured'
_exptl_absorpt_coefficient_mu    6.057
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31444
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1208
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            10317
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         3.262
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2695
_reflns_number_total             3506
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.131
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.190
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0461P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1060
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12),
 C13(H13)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.42567(2) 1.29285(3) 0.54992(2) 0.04647(6) Uani 1 1 d . . . . .
I2 I 0.72043(2) 0.92026(3) 0.63263(2) 0.05176(7) Uani 1 1 d . . . . .
I3 I 0.37942(3) 1.12944(3) 0.71497(2) 0.05598(7) Uani 1 1 d . . . . .
Cu1 Cu 0.50509(4) 1.11011(5) 0.63123(2) 0.04841(12) Uani 1 1 d . . . . .
N1 N 0.3096(3) 0.7207(3) 0.62583(10) 0.0389(7) Uani 1 1 d . . . . .
N2 N 0.8667(3) 0.3646(4) 0.66708(11) 0.0447(8) Uani 1 1 d . . . . .
C1 C 0.3587(3) 0.7522(4) 0.57839(13) 0.0418(9) Uani 1 1 d . . . . .
H1 H 0.4469 0.7135 0.5731 0.050 Uiso 1 1 calc R . . . .
C2 C 0.2826(3) 0.8389(4) 0.53818(13) 0.0387(9) Uani 1 1 d . . . . .
H2 H 0.3199 0.8611 0.5063 0.046 Uiso 1 1 calc R . . . .
C3 C 0.1489(3) 0.8945(4) 0.54493(13) 0.0377(9) Uani 1 1 d . . . . .
C4 C 0.0672(3) 0.9824(4) 0.50044(13) 0.0423(9) Uani 1 1 d . . . . .
H4 H 0.1121 1.0154 0.4712 0.051 Uiso 1 1 calc R . . . .
C5 C 0.1015(3) 0.8624(4) 0.59457(13) 0.0435(9) Uani 1 1 d . . . . .
H5 H 0.0137 0.8998 0.6009 0.052 Uiso 1 1 calc R . . . .
C6 C 0.1817(3) 0.7777(4) 0.63352(13) 0.0435(9) Uani 1 1 d . . . . .
H6 H 0.1480 0.7583 0.6663 0.052 Uiso 1 1 calc R . . . .
C7 C 0.3938(4) 0.6286(5) 0.66912(15) 0.0582(12) Uani 1 1 d . . . . .
H7A H 0.4137 0.5151 0.6573 0.087 Uiso 1 1 calc GR . . . .
H7B H 0.3434 0.6214 0.6999 0.087 Uiso 1 1 calc GR . . . .
H7C H 0.4791 0.6894 0.6785 0.087 Uiso 1 1 calc GR . . . .
C8 C 0.9984(4) 0.3242(5) 0.66117(14) 0.0539(11) Uani 1 1 d . . . . .
H8 H 1.0548 0.2787 0.6900 0.065 Uiso 1 1 calc R . . . .
C9 C 1.0511(3) 0.3484(4) 0.61398(13) 0.0479(10) Uani 1 1 d . . . . .
H9 H 1.1418 0.3158 0.6103 0.058 Uiso 1 1 calc R . . . .
C10 C 0.9687(3) 0.4229(4) 0.57054(14) 0.0410(9) Uani 1 1 d . . . . .
C11 C 1.0310(3) 0.4575(4) 0.52094(13) 0.0438(10) Uani 1 1 d . . . . .
H11 H 1.1204 0.4170 0.5186 0.053 Uiso 1 1 calc R . . . .
C12 C 0.8331(3) 0.4612(5) 0.57799(14) 0.0509(10) Uani 1 1 d . . . . .
H12 H 0.7744 0.5087 0.5501 0.061 Uiso 1 1 calc R . . . .
C13 C 0.7853(4) 0.4298(5) 0.62569(14) 0.0543(11) Uani 1 1 d . . . . .
H13 H 0.6932 0.4544 0.6297 0.065 Uiso 1 1 calc R . . . .
C14 C 0.8123(4) 0.3372(6) 0.71913(15) 0.0724(14) Uani 1 1 d . . . . .
H14A H 0.7209 0.3856 0.7179 0.109 Uiso 1 1 calc GR . . . .
H14B H 0.8724 0.3919 0.7470 0.109 Uiso 1 1 calc GR . . . .
H14C H 0.8081 0.2164 0.7263 0.109 Uiso 1 1 calc GR . . . .


_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 2.5403(5) . ?
I2 Cu1 2.5560(5) . ?
I3 Cu1 2.5490(5) . ?
N1 C1 1.354(4) . ?
N1 C6 1.351(4) . ?
N1 C7 1.473(4) . ?
N2 C8 1.339(5) . ?
N2 C13 1.336(4) . ?
N2 C14 1.479(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.363(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.395(4) . ?
C3 C4 1.467(4) . ?
C3 C5 1.398(5) . ?
C4 C4 1.330(6) 3_576 ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.354(4) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9300 . ?
C8 C9 1.355(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.406(4) . ?
C10 C11 1.469(5) . ?
C10 C12 1.380(5) . ?
C11 C11 1.330(6) 3_766 ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.354(5) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
I1 Cu1 I2 120.72(2) . . ?
I1 Cu1 I3 120.060(19) . . ?
I3 Cu1 I2 119.099(19) . . ?
C1 N1 C7 121.3(3) . . ?
C6 N1 C1 118.9(3) . . ?
C6 N1 C7 119.8(3) . . ?
C8 N2 C14 120.1(3) . . ?
C13 N2 C8 119.5(3) . . ?
C13 N2 C14 120.4(3) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 121.9(3) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.9(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 C5 117.0(3) . . ?
C5 C3 C4 124.1(3) . . ?
C3 C4 H4 118.1 . . ?
C4 C4 C3 123.7(4) 3_576 . ?
C4 C4 H4 118.1 3_576 . ?
C3 C5 H5 119.5 . . ?
C6 C5 C3 120.9(3) . . ?
C6 C5 H5 119.5 . . ?
N1 C6 C5 121.4(3) . . ?
N1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8 119.3 . . ?
N2 C8 C9 121.3(3) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 118.9(3) . . ?
C12 C10 C9 116.9(3) . . ?
C12 C10 C11 124.2(3) . . ?
C10 C11 H11 117.6 . . ?
C11 C11 C10 124.8(4) 3_766 . ?
C11 C11 H11 117.6 3_766 . ?
C10 C12 H12 119.9 . . ?
C13 C12 C10 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
N2 C13 C12 121.9(3) . . ?
N2 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -1.5(5) . . . . ?
N2 C8 C9 C10 2.3(5) . . . . ?
C1 N1 C6 C5 1.1(5) . . . . ?
C1 C2 C3 C4 -177.9(3) . . . . ?
C1 C2 C3 C5 2.3(4) . . . . ?
C2 C3 C4 C4 169.6(4) . . . 3_576 ?
C2 C3 C5 C6 -1.5(5) . . . . ?
C3 C5 C6 N1 -0.2(5) . . . . ?
C4 C3 C5 C6 178.8(3) . . . . ?
C5 C3 C4 C4 -10.7(6) . . . 3_576 ?
C6 N1 C1 C2 -0.3(5) . . . . ?
C7 N1 C1 C2 -179.2(3) . . . . ?
C7 N1 C6 C5 -179.9(3) . . . . ?
C8 N2 C13 C12 -1.9(5) . . . . ?
C8 C9 C10 C11 176.2(3) . . . . ?
C8 C9 C10 C12 -2.8(5) . . . . ?
C9 C10 C11 C11 -173.0(4) . . . 3_766 ?
C9 C10 C12 C13 1.1(5) . . . . ?
C10 C12 C13 N2 1.2(6) . . . . ?
C11 C10 C12 C13 -177.9(3) . . . . ?
C12 C10 C11 C11 6.0(6) . . . 3_766 ?
C13 N2 C8 C9 0.1(5) . . . . ?
C14 N2 C8 C9 -179.8(4) . . . . ?
C14 N2 C13 C12 178.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound_4
_database_code_depnum_ccdc_archive 'CCDC 1573921'
_audit_update_record             
;
2017-09-12 deposited with the CCDC.
2018-01-11 downloaded from the CCDC.
;
_audit_creation_date             2016-05-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cu2 I4, C12 H12 N2'
_chemical_formula_sum            'C12 H12 Cu2 I4 N2'
_chemical_formula_weight         818.92
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   4.5153(4)
_cell_length_b                   13.1452(10)
_cell_length_c                   15.7465(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.807(7)
_cell_angle_gamma                90
_cell_volume                     932.56(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2342
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4720
_cell_measurement_theta_min      4.6150
_shelx_estimated_absorpt_T_max   'not measured'
_shelx_estimated_absorpt_T_min   'not measured'
_exptl_absorpt_coefficient_mu    8.893
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37633
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.916
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5434
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_min         3.360
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1481
_reflns_number_total             1737
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         2.062
_refine_diff_density_min         -2.280
_refine_diff_density_rms         0.178
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1737
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²+6.9173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0825
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C4(H4), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.26013(4) 0.59633(2) 0.91590(2) 0.03548(5) Uani 1 1 d . . . . .
I2 I 0.14790(4) 0.26321(2) 0.87682(2) 0.03756(6) Uani 1 1 d . . . . .
Cu1 Cu 0.18976(14) 0.41362(4) 0.98082(3) 0.07092(17) Uani 1 1 d . . . . .
N1 N 0.5871(6) 0.4069(2) 0.74458(17) 0.0423(8) Uani 1 1 d . . . . .
H1 H 0.4836 0.3946 0.7873 0.051 Uiso 1 1 calc R . . . .
C1 C 0.6248(8) 0.3341(3) 0.6890(2) 0.0475(10) Uani 1 1 d . . . . .
H1A H 0.5403 0.2705 0.6964 0.057 Uiso 1 1 calc R . . . .
C2 C 0.7873(7) 0.3516(3) 0.6204(2) 0.0414(9) Uani 1 1 d . . . . .
H2 H 0.8133 0.2996 0.5815 0.050 Uiso 1 1 calc R . . . .
C3 C 0.7047(7) 0.4989(3) 0.7365(2) 0.0475(10) Uani 1 1 d . . . . .
H3 H 0.6747 0.5490 0.7767 0.057 Uiso 1 1 calc R . . . .
C4 C 0.8697(7) 0.5195(3) 0.6689(2) 0.0444(9) Uani 1 1 d . . . . .
H4 H 0.9533 0.5837 0.6636 0.053 Uiso 1 1 calc R . . . .
C5 C 0.9135(6) 0.4458(2) 0.60824(18) 0.0310(8) Uani 1 1 d . . . . .
C6 C 1.0924(7) 0.4695(3) 0.53355(18) 0.0421(10) Uani 1 1 d . . . . .
H6 H 1.2885 0.4499 0.5288 0.051 Uiso 1 1 calc R . . . .


_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 2.6377(6) . ?
I1 Cu1 2.6884(7) 3_567 ?
I1 Cu1 2.8802(7) 3_667 ?
I2 Cu1 2.5663(6) . ?
Cu1 I1 2.6884(7) 3_567 ?
Cu1 I1 2.8802(7) 3_667 ?
Cu1 Cu1 2.9319(11) 3_567 ?
N1 H1 0.8600 . ?
N1 C1 1.315(5) . ?
N1 C3 1.331(5) . ?
C1 H1A 0.9300 . ?
C1 C2 1.365(5) . ?
C2 H2 0.9300 . ?
C2 C5 1.381(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(5) . ?
C5 C6 1.503(4) . ?
C6 C6 1.529(6) 3_766 ?
C6 H6 0.9300 . ?

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 66.79(2) . 3_567 ?
Cu1 I1 Cu1 82.031(19) . 3_667 ?
Cu1 I1 Cu1 108.31(2) 3_567 3_667 ?
I1 Cu1 I1 113.21(2) . 3_567 ?
I1 Cu1 I1 97.969(19) . 3_667 ?
I1 Cu1 I1 108.31(2) 3_567 3_667 ?
I1 Cu1 Cu1 57.430(18) . 3_567 ?
I1 Cu1 Cu1 114.38(3) 3_667 3_567 ?
I1 Cu1 Cu1 55.78(2) 3_567 3_567 ?
I2 Cu1 I1 110.46(2) . 3_667 ?
I2 Cu1 I1 117.38(2) . . ?
I2 Cu1 I1 108.78(2) . 3_567 ?
I2 Cu1 Cu1 135.15(3) . 3_567 ?
C1 N1 H1 119.1 . . ?
C1 N1 C3 121.8(3) . . ?
C3 N1 H1 119.1 . . ?
N1 C1 H1A 119.9 . . ?
N1 C1 C2 120.3(3) . . ?
C2 C1 H1A 119.9 . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C5 120.6(3) . . ?
C5 C2 H2 119.7 . . ?
N1 C3 H3 120.1 . . ?
N1 C3 C4 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C2 C5 C4 116.9(3) . . ?
C2 C5 C6 122.9(3) . . ?
C4 C5 C6 120.2(3) . . ?
C5 C6 C6 110.7(3) . 3_766 ?
C5 C6 H6 124.7 . . ?
C6 C6 H6 124.7 3_766 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C5 -0.2(5) . . . . ?
N1 C3 C4 C5 0.6(5) . . . . ?
C1 N1 C3 C4 0.0(5) . . . . ?
C1 C2 C5 C4 0.8(5) . . . . ?
C1 C2 C5 C6 -179.5(3) . . . . ?
C2 C5 C6 C6 101.9(4) . . . 3_766 ?
C3 N1 C1 C2 -0.2(5) . . . . ?
C3 C4 C5 C2 -1.0(5) . . . . ?
C3 C4 C5 C6 179.3(3) . . . . ?
C4 C5 C6 C6 -78.3(4) . . . 3_766 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound_2
_database_code_depnum_ccdc_archive 'CCDC 1573919'
_audit_update_record             
;
2017-09-12 deposited with the CCDC.
2018-01-11 downloaded from the CCDC.
;
_audit_creation_date             2016-05-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cu4 I6, C14 H16 N2'
_chemical_formula_sum            'C14 H16 Cu4 I6 N2'
_chemical_formula_weight         1227.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Cu I'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8508(5)
_cell_length_b                   11.4226(5)
_cell_length_c                   12.8273(7)
_cell_angle_alpha                83.487(4)
_cell_angle_beta                 79.471(5)
_cell_angle_gamma                83.753(4)
_cell_volume                     1261.61(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4392
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8900
_cell_measurement_theta_min      3.5070
_shelx_estimated_absorpt_T_max   'not measured'
_shelx_estimated_absorpt_T_min   'not measured'
_exptl_absorpt_coefficient_mu    10.671
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23178
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    3.232
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14360
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.497
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_min         3.078
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -52.00   43.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -       15.8569  -77.0000  -90.0000 95

#__ type_ start__ end____ width___ exp.time_
  2 omega  -11.00   83.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -       15.8569   77.0000   30.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega  -51.00   33.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -       15.8569  -57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   22.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -      -16.9507  -99.0000 -180.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega  -25.00   22.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -      -16.9507  -99.0000   60.0000 47

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   88.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -       15.8569  178.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
  7 omega   -3.00   85.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -       15.8569   37.0000 -150.0000 88

#__ type_ start__ end____ width___ exp.time_
  8 omega   -1.00   83.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -       15.8569   57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  9 omega  -65.00  -40.00   1.0000    6.0550
omega____ theta____ kappa____ phi______ frames
    -      -16.9507  115.0000   13.6268 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0144433000
_diffrn_orient_matrix_UB_12      -0.0491274000
_diffrn_orient_matrix_UB_13      0.0383372000
_diffrn_orient_matrix_UB_21      0.0432206000
_diffrn_orient_matrix_UB_22      0.0227671000
_diffrn_orient_matrix_UB_23      0.0333087000
_diffrn_orient_matrix_UB_31      -0.0679858000
_diffrn_orient_matrix_UB_32      0.0317236000
_diffrn_orient_matrix_UB_33      0.0247653000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3494
_reflns_number_total             4689
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         2.163
_refine_diff_density_min         -1.525
_refine_diff_density_rms         0.166
_refine_ls_extinction_coef       0.00025(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         4689
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²+1.9409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0820
_refine_ls_wR_factor_ref         0.0943
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.23772(4) 0.55574(3) 0.98447(3) 0.03926(9) Uani 1 1 d . . . . .
I2 I 0.01537(4) 0.54105(3) 0.70533(3) 0.04727(10) Uani 1 1 d . . . . .
I3 I 0.17367(4) 0.21577(3) 0.89260(3) 0.04170(9) Uani 1 1 d . . . . .
I4 I -0.02235(4) 0.19831(3) 0.60239(3) 0.04845(10) Uani 1 1 d . . . . .
I5 I 0.09461(4) -0.12654(3) 0.79454(3) 0.04782(10) Uani 1 1 d . . . . .
I6 I 0.30110(4) -0.10914(3) 1.08220(3) 0.04544(9) Uani 1 1 d . . . . .
Cu1 Cu 0.04270(8) 0.45085(6) 0.90307(6) 0.0601(2) Uani 1 1 d . . . . .
Cu2 Cu 0.03479(8) 0.31681(5) 0.74373(5) 0.05104(19) Uani 1 1 d . . . . .
Cu3 Cu -0.03052(9) 0.08740(6) 0.80375(7) 0.0707(3) Uani 1 1 d . . . . .
Cu4 Cu 0.11767(10) -0.20758(8) 0.99019(7) 0.0780(3) Uani 1 1 d . . . . .
N1 N 0.3704(5) 1.1576(3) 0.2289(3) 0.0449(12) Uani 1 1 d . . . . .
N2 N 0.5662(5) 0.4810(3) 0.6772(3) 0.0436(12) Uani 1 1 d . . . . .
C1 C 0.3499(8) 1.2533(5) 0.1474(5) 0.069(2) Uani 1 1 d . . . . .
H1A H 0.2900 1.2295 0.0994 0.103 Uiso 1 1 calc GR . . . .
H1B H 0.4489 1.2726 0.1086 0.103 Uiso 1 1 calc GR . . . .
H1C H 0.2971 1.3214 0.1800 0.103 Uiso 1 1 calc GR . . . .
C2 C 0.4977(6) 1.0811(5) 0.2171(5) 0.0559(17) Uani 1 1 d . . . . .
H2 H 0.5733 1.0919 0.1571 0.067 Uiso 1 1 calc R . . . .
C3 C 0.5181(6) 0.9892(5) 0.2905(4) 0.0505(16) Uani 1 1 d . . . . .
H3 H 0.6085 0.9390 0.2814 0.061 Uiso 1 1 calc R . . . .
C4 C 0.2616(6) 1.1418(4) 0.3156(4) 0.0468(15) Uani 1 1 d . . . . .
H4 H 0.1748 1.1957 0.3250 0.056 Uiso 1 1 calc R . . . .
C5 C 0.2754(6) 1.0493(4) 0.3895(4) 0.0466(15) Uani 1 1 d . . . . .
H5 H 0.1968 1.0394 0.4479 0.056 Uiso 1 1 calc R . . . .
C6 C 0.4047(5) 0.9688(4) 0.3799(4) 0.0395(13) Uani 1 1 d . . . . .
C7 C 0.4181(6) 0.8679(4) 0.4600(4) 0.0452(14) Uani 1 1 d . . . . .
H7 H 0.3377 0.8628 0.5178 0.054 Uiso 1 1 calc R . . . .
C8 C 0.5320(6) 0.7836(4) 0.4588(4) 0.0454(14) Uani 1 1 d . . . . .
H8 H 0.6147 0.7909 0.4029 0.055 Uiso 1 1 calc R . . . .
C9 C 0.5426(5) 0.6800(4) 0.5357(4) 0.0416(14) Uani 1 1 d . . . . .
C10 C 0.6664(6) 0.5958(4) 0.5218(4) 0.0464(15) Uani 1 1 d . . . . .
H10 H 0.7450 0.6060 0.4635 0.056 Uiso 1 1 calc R . . . .
C11 C 0.6756(6) 0.4978(4) 0.5923(4) 0.0476(15) Uani 1 1 d . . . . .
H11 H 0.7597 0.4417 0.5808 0.057 Uiso 1 1 calc R . . . .
C12 C 0.4273(6) 0.6607(5) 0.6248(4) 0.0533(16) Uani 1 1 d . . . . .
H12 H 0.3401 0.7141 0.6363 0.064 Uiso 1 1 calc R . . . .
C13 C 0.4441(7) 0.5627(5) 0.6946(4) 0.0583(17) Uani 1 1 d . . . . .
H13 H 0.3699 0.5518 0.7556 0.070 Uiso 1 1 calc R . . . .
C14 C 0.5817(7) 0.3778(5) 0.7561(5) 0.0657(19) Uani 1 1 d . . . . .
H14A H 0.6358 0.3119 0.7208 0.099 Uiso 1 1 calc GR . . . .
H14B H 0.4811 0.3576 0.7909 0.099 Uiso 1 1 calc GR . . . .
H14C H 0.6384 0.3968 0.8081 0.099 Uiso 1 1 calc GR . . . .


_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 2.6264(8) . ?
I1 Cu1 2.6371(8) 2_567 ?
I1 Cu4 2.7990(9) 1_565 ?
I2 Cu1 2.6705(8) . ?
I2 Cu2 2.5460(7) . ?
I3 Cu1 2.8142(8) . ?
I3 Cu2 2.5570(8) . ?
I3 Cu3 2.9022(10) . ?
I3 Cu4 2.7426(9) 2_557 ?
I4 Cu2 2.5330(8) . ?
I4 Cu3 2.7370(9) . ?
I5 Cu3 2.5771(8) . ?
I5 Cu4 2.6108(10) . ?
I6 Cu3 2.5710(8) 2_557 ?
I6 Cu4 2.5868(10) . ?
Cu1 I1 2.6370(8) 2_567 ?
Cu1 Cu1 2.7888(14) 2_567 ?
Cu1 Cu2 2.7041(10) . ?
Cu2 Cu3 2.7391(9) . ?
Cu3 I6 2.5710(8) 2_557 ?
Cu3 Cu4 3.0516(12) 2_557 ?
Cu4 I1 2.7990(9) 1_545 ?
Cu4 I3 2.7426(9) 2_557 ?
Cu4 Cu3 3.0517(12) 2_557 ?
N1 C1 1.446(7) . ?
N1 C2 1.344(6) . ?
N1 C4 1.341(6) . ?
N2 C11 1.330(6) . ?
N2 C13 1.352(7) . ?
N2 C14 1.476(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.348(7) . ?
C3 H3 0.9300 . ?
C3 C6 1.395(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.348(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(7) . ?
C6 C7 1.464(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.315(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.459(7) . ?
C9 C10 1.376(6) . ?
C9 C12 1.401(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.361(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.365(7) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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 63.99(3) . 2_567 ?
Cu1 I1 Cu4 105.80(3) . 1_565 ?
Cu1 I1 Cu4 74.71(2) 2_567 1_565 ?
Cu2 I2 Cu1 62.39(2) . . ?
Cu1 I3 Cu3 107.91(2) . . ?
Cu2 I3 Cu1 60.23(2) . . ?
Cu2 I3 Cu3 59.83(2) . . ?
Cu2 I3 Cu4 84.61(3) . 2_557 ?
Cu4 I3 Cu1 72.87(2) 2_557 . ?
Cu4 I3 Cu3 65.38(3) 2_557 . ?
Cu2 I4 Cu3 62.49(2) . . ?
Cu3 I5 Cu4 105.92(3) . . ?
Cu3 I6 Cu4 72.55(3) 2_557 . ?
I1 Cu1 I1 116.01(3) . 2_567 ?
I1 Cu1 I2 112.98(3) . . ?
I1 Cu1 I2 107.66(3) 2_567 . ?
I1 Cu1 I3 107.44(3) 2_567 . ?
I1 Cu1 I3 104.64(3) . . ?
I1 Cu1 Cu1 57.82(2) 2_567 2_567 ?
I1 Cu1 Cu1 58.19(3) . 2_567 ?
I1 Cu1 Cu2 140.80(3) . . ?
I1 Cu1 Cu2 102.72(3) 2_567 . ?
I2 Cu1 I3 107.66(3) . . ?
I2 Cu1 Cu1 130.88(4) . 2_567 ?
I2 Cu1 Cu2 56.55(2) . . ?
Cu1 Cu1 I3 121.43(4) 2_567 . ?
Cu2 Cu1 I3 55.17(2) . . ?
Cu2 Cu1 Cu1 159.71(5) . 2_567 ?
I2 Cu2 I3 120.41(3) . . ?
I2 Cu2 Cu1 61.06(2) . . ?
I2 Cu2 Cu3 164.08(3) . . ?
I3 Cu2 Cu1 64.60(2) . . ?
I3 Cu2 Cu3 66.35(3) . . ?
I4 Cu2 I2 117.24(3) . . ?
I4 Cu2 I3 120.41(3) . . ?
I4 Cu2 Cu1 170.17(3) . . ?
I4 Cu2 Cu3 62.41(3) . . ?
Cu1 Cu2 Cu3 116.24(3) . . ?
I3 Cu3 Cu4 54.79(2) . 2_557 ?
I4 Cu3 I3 103.09(3) . . ?
I4 Cu3 Cu2 55.10(2) . . ?
I4 Cu3 Cu4 125.60(3) . 2_557 ?
I5 Cu3 I3 106.82(3) . . ?
I5 Cu3 I4 109.91(3) . . ?
I5 Cu3 Cu2 141.19(3) . . ?
I5 Cu3 Cu4 123.59(4) . 2_557 ?
I6 Cu3 I3 108.52(3) 2_557 . ?
I6 Cu3 I4 112.37(3) 2_557 . ?
I6 Cu3 I5 115.25(3) 2_557 . ?
I6 Cu3 Cu2 103.32(3) 2_557 . ?
I6 Cu3 Cu4 53.96(2) 2_557 2_557 ?
Cu2 Cu3 I3 53.81(2) . . ?
Cu2 Cu3 Cu4 75.90(3) . 2_557 ?
I1 Cu4 Cu3 122.88(4) 1_545 2_557 ?
I3 Cu4 I1 104.97(3) 2_557 1_545 ?
I3 Cu4 Cu3 59.83(2) 2_557 2_557 ?
I5 Cu4 I1 106.62(3) . 1_545 ?
I5 Cu4 I3 108.57(3) . 2_557 ?
I5 Cu4 Cu3 130.48(4) . 2_557 ?
I6 Cu4 I1 105.32(3) . 1_545 ?
I6 Cu4 I3 113.07(3) . 2_557 ?
I6 Cu4 I5 117.31(3) . . ?
I6 Cu4 Cu3 53.49(2) . 2_557 ?
C2 N1 C1 120.1(4) . . ?
C4 N1 C1 120.7(4) . . ?
C4 N1 C2 119.1(4) . . ?
C11 N2 C13 119.7(4) . . ?
C11 N2 C14 120.5(4) . . ?
C13 N2 C14 119.6(4) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2 119.3 . . ?
N1 C2 C3 121.5(5) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C6 120.6(5) . . ?
C6 C3 H3 119.7 . . ?
N1 C4 H4 119.3 . . ?
N1 C4 C5 121.4(4) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.0(4) . . ?
C6 C5 H5 119.5 . . ?
C3 C6 C7 123.0(4) . . ?
C5 C6 C3 116.4(4) . . ?
C5 C6 C7 120.7(4) . . ?
C6 C7 H7 116.6 . . ?
C8 C7 C6 126.7(4) . . ?
C8 C7 H7 116.6 . . ?
C7 C8 H8 116.5 . . ?
C7 C8 C9 127.0(5) . . ?
C9 C8 H8 116.5 . . ?
C10 C9 C8 120.7(4) . . ?
C10 C9 C12 117.4(5) . . ?
C12 C9 C8 121.9(4) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(4) . . ?
C11 C10 H10 119.5 . . ?
N2 C11 C10 121.1(4) . . ?
N2 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C9 C12 H12 120.3 . . ?
C13 C12 C9 119.3(5) . . ?
C13 C12 H12 120.3 . . ?
N2 C13 C12 121.4(5) . . ?
N2 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C6 1.8(9) . . . . ?
N1 C4 C5 C6 1.7(8) . . . . ?
C1 N1 C2 C3 -178.2(6) . . . . ?
C1 N1 C4 C5 176.4(5) . . . . ?
C2 N1 C4 C5 -1.8(8) . . . . ?
C2 C3 C6 C5 -1.8(8) . . . . ?
C2 C3 C6 C7 177.6(5) . . . . ?
C3 C6 C7 C8 -1.5(9) . . . . ?
C4 N1 C2 C3 0.0(8) . . . . ?
C4 C5 C6 C3 0.1(8) . . . . ?
C4 C5 C6 C7 -179.4(5) . . . . ?
C5 C6 C7 C8 177.9(6) . . . . ?
C6 C7 C8 C9 -176.9(5) . . . . ?
C7 C8 C9 C10 177.2(6) . . . . ?
C7 C8 C9 C12 -1.6(9) . . . . ?
C8 C9 C10 C11 -178.8(5) . . . . ?
C8 C9 C12 C13 -179.4(5) . . . . ?
C9 C10 C11 N2 -0.7(9) . . . . ?
C9 C12 C13 N2 -3.1(9) . . . . ?
C10 C9 C12 C13 1.8(8) . . . . ?
C11 N2 C13 C12 2.4(9) . . . . ?
C12 C9 C10 C11 0.0(8) . . . . ?
C13 N2 C11 C10 -0.4(8) . . . . ?
C14 N2 C11 C10 -176.6(5) . . . . ?
C14 N2 C13 C12 178.5(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound_6
_database_code_depnum_ccdc_archive 'CCDC 1573923'
_audit_update_record             
;
2017-09-12 deposited with the CCDC.
2018-01-11 downloaded from the CCDC.
;
_audit_creation_date             2017-07-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cu2 I6, 2(I), 2(C6 H18 N3), 2(H2 O)'
_chemical_formula_sum            'C12 H40 Cu2 I8 N6 O2'
_chemical_formula_weight         1442.78
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.1994(6)
_cell_length_b                   12.3080(7)
_cell_length_c                   14.8217(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.660(6)
_cell_angle_gamma                90
_cell_volume                     1659.07(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3775
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9830
_cell_measurement_theta_min      3.6960
_shelx_estimated_absorpt_T_max   1.00000
_shelx_estimated_absorpt_T_min   0.40565
_exptl_absorpt_coefficient_mu    8.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40565
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.888
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9525
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.490
_diffrn_reflns_theta_min         3.236
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2676
_reflns_number_total             3078
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;                                                           
CrysAlisPro, Agilent Technologies,                          
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)   
(compiled Aug 13 2014,18:06:01)                             
;
_computing_data_collection       
;                                                           
CrysAlisPro, Agilent Technologies,                          
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)   
(compiled Aug 13 2014,18:06:01)                             
;
_computing_data_reduction        
;                                                           
CrysAlisPro, Agilent Technologies,                          
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)   
(compiled Aug 13 2014,18:06:01)                             
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       0.00437(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         3078
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0241
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0190P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0501
_refine_ls_wR_factor_ref         0.0524
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All N(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Ternary CH refined with riding coordinates:
 N2(H2)
2.c Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C1(H1C,H1D), C2(H2A,H2B), C3(H3D,H3E), C4(H4A,H4B), C5(H5A,H5B),
 C6(H6A,H6B)
2.d Idealised Me refined as rotating group:
 N3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 1.19172(3) 0.01761(2) 0.60514(2) 0.02801(10) Uani 1 1 d . . . . .
I2 I 0.95150(3) 0.30492(2) 0.47268(2) 0.03052(10) Uani 1 1 d . . . . .
I3 I 0.74583(3) 0.11205(3) 0.65587(2) 0.03245(10) Uani 1 1 d . . . . .
I4 I 0.41562(3) 0.08095(3) 0.10931(2) 0.03718(11) Uani 1 1 d . . . . .
Cu1 Cu 0.93449(7) 0.10396(5) 0.53419(5) 0.04172(18) Uani 1 1 d . . . . .
N1 N 0.5638(4) 0.2393(3) 0.4433(2) 0.0330(10) Uani 1 1 d . . . . .
H1A H 0.5392 0.3009 0.4686 0.040 Uiso 1 1 calc R . . . .
H1B H 0.6518 0.2192 0.4718 0.040 Uiso 1 1 calc R . . . .
N2 N 0.3105(4) 0.2028(3) 0.3053(2) 0.0197(8) Uani 1 1 d . . . . .
H2 H 0.3402 0.1346 0.2793 0.024 Uiso 1 1 calc R . . . .
N3 N 0.0539(4) 0.0639(3) 0.1867(3) 0.0339(10) Uani 1 1 d . . . . .
H3A H 0.0896 0.0876 0.1378 0.041 Uiso 1 1 calc GR . . . .
H3B H -0.0348 0.0351 0.1697 0.041 Uiso 1 1 calc GR . . . .
H3C H 0.1137 0.0136 0.2150 0.041 Uiso 1 1 calc GR . . . .
C1 C 0.5727(5) 0.2587(4) 0.3460(3) 0.0315(11) Uani 1 1 d . . . . .
H1C H 0.6092 0.1939 0.3197 0.038 Uiso 1 1 calc R . . . .
H1D H 0.6414 0.3173 0.3406 0.038 Uiso 1 1 calc R . . . .
C2 C 0.4242(5) 0.2879(3) 0.2943(3) 0.0270(10) Uani 1 1 d . . . . .
H2A H 0.3931 0.3571 0.3161 0.032 Uiso 1 1 calc R . . . .
H2B H 0.4317 0.2958 0.2300 0.032 Uiso 1 1 calc R . . . .
C3 C 0.4549(5) 0.1545(4) 0.4556(3) 0.0339(12) Uani 1 1 d . . . . .
H3D H 0.4493 0.1460 0.5201 0.041 Uiso 1 1 calc R . . . .
H3E H 0.4856 0.0856 0.4328 0.041 Uiso 1 1 calc R . . . .
C4 C 0.3056(5) 0.1849(4) 0.4053(3) 0.0263(10) Uani 1 1 d . . . . .
H4A H 0.2360 0.1275 0.4124 0.032 Uiso 1 1 calc R . . . .
H4B H 0.2718 0.2507 0.4315 0.032 Uiso 1 1 calc R . . . .
C5 C 0.1656(4) 0.2366(3) 0.2531(3) 0.0268(10) Uani 1 1 d . . . . .
H5A H 0.1797 0.2529 0.1910 0.032 Uiso 1 1 calc R . . . .
H5B H 0.1355 0.3034 0.2797 0.032 Uiso 1 1 calc R . . . .
C6 C 0.0423(5) 0.1559(4) 0.2497(3) 0.0302(11) Uani 1 1 d . . . . .
H6A H 0.0409 0.1275 0.3106 0.036 Uiso 1 1 calc R . . . .
H6B H -0.0503 0.1931 0.2309 0.036 Uiso 1 1 calc R . . . .
O1W O 0.7792(4) -0.0171(3) 0.1211(2) 0.0433(9) Uani 1 1 d . . . . .
H1WA H 0.7084 0.0209 0.1346 0.065 Uiso 1 1 d G . . . .
H1WB H 0.7736 -0.0205 0.0634 0.065 Uiso 1 1 d G . . . .


_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 2.6619(7) . ?
I1 Cu1 2.6701(7) 3_756 ?
I2 Cu1 2.6489(7) . ?
I3 Cu1 2.6865(8) . ?
Cu1 I1 2.6701(7) 3_756 ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.476(6) . ?
N1 C3 1.478(6) . ?
N2 H2 0.9800 . ?
N2 C2 1.506(5) . ?
N2 C4 1.505(5) . ?
N2 C5 1.495(5) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C6 1.481(6) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C1 C2 1.506(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 C4 1.509(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.503(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O1W H1WA 0.8503 . ?
O1W H1WB 0.8498 . ?

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 70.18(2) . 3_756 ?
I1 Cu1 I1 109.82(2) . 3_756 ?
I1 Cu1 I3 106.88(2) 3_756 . ?
I1 Cu1 I3 112.04(3) . . ?
I2 Cu1 I1 107.36(2) . 3_756 ?
I2 Cu1 I1 114.44(2) . . ?
I2 Cu1 I3 105.91(2) . . ?
H1A N1 H1B 107.9 . . ?
C1 N1 H1A 109.2 . . ?
C1 N1 H1B 109.2 . . ?
C1 N1 C3 111.9(4) . . ?
C3 N1 H1A 109.2 . . ?
C3 N1 H1B 109.2 . . ?
C2 N2 H2 108.3 . . ?
C4 N2 H2 108.3 . . ?
C4 N2 C2 109.4(3) . . ?
C5 N2 H2 108.3 . . ?
C5 N2 C2 109.2(3) . . ?
C5 N2 C4 113.2(3) . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C6 N3 H3A 109.5 . . ?
C6 N3 H3B 109.5 . . ?
C6 N3 H3C 109.5 . . ?
N1 C1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
N1 C1 C2 110.9(4) . . ?
H1C C1 H1D 108.1 . . ?
C2 C1 H1C 109.5 . . ?
C2 C1 H1D 109.5 . . ?
N2 C2 C1 111.7(3) . . ?
N2 C2 H2A 109.3 . . ?
N2 C2 H2B 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
N1 C3 H3D 109.6 . . ?
N1 C3 H3E 109.6 . . ?
N1 C3 C4 110.3(4) . . ?
H3D C3 H3E 108.1 . . ?
C4 C3 H3D 109.6 . . ?
C4 C3 H3E 109.6 . . ?
N2 C4 C3 111.3(3) . . ?
N2 C4 H4A 109.4 . . ?
N2 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
N2 C5 H5A 108.2 . . ?
N2 C5 H5B 108.2 . . ?
N2 C5 C6 116.3(3) . . ?
H5A C5 H5B 107.4 . . ?
C6 C5 H5A 108.2 . . ?
C6 C5 H5B 108.2 . . ?
N3 C6 C5 113.6(4) . . ?
N3 C6 H6A 108.8 . . ?
N3 C6 H6B 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
H1WA O1W H1WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 -55.5(5) . . . . ?
N1 C3 C4 N2 57.2(5) . . . . ?
N2 C5 C6 N3 -75.4(5) . . . . ?
C1 N1 C3 C4 -57.1(5) . . . . ?
C2 N2 C4 C3 -56.1(5) . . . . ?
C2 N2 C5 C6 174.6(4) . . . . ?
C3 N1 C1 C2 56.2(5) . . . . ?
C4 N2 C2 C1 55.2(5) . . . . ?
C4 N2 C5 C6 -63.1(5) . . . . ?
C5 N2 C2 C1 179.6(4) . . . . ?
C5 N2 C4 C3 -178.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound_3
_database_code_depnum_ccdc_archive 'CCDC 1573920'
_audit_update_record             
;
2017-09-12 deposited with the CCDC.
2018-01-11 downloaded from the CCDC.
;
_audit_creation_date             2017-06-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cu6 I10, 2(C16 H20 N2)'
_chemical_formula_sum            'C32 H40 Cu6 I10 N4'
_chemical_formula_weight         2130.92
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.1833(4)
_cell_length_b                   22.5276(16)
_cell_length_c                   13.3199(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.183(5)
_cell_angle_gamma                90
_cell_volume                     2632.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3326
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.2710
_cell_measurement_theta_min      3.6490
_shelx_estimated_absorpt_T_max   'not measured'
_shelx_estimated_absorpt_T_min   'not measured'
_exptl_absorpt_coefficient_mu    8.270
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28656
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.688
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1928
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.1410
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14904
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_min         3.202
_diffrn_ambient_temperature      '293 (2)'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2282
_reflns_number_total             4857
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         3.198
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.219
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4857
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1207
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0100P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1200
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C2) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C15(H15A,H15B)
3.b Me refined with riding coordinates:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.06943(3) 0.38770(2) 0.11828(2) 0.05195(11) Uani 1 1 d . . . . .
I2 I -0.11693(3) 0.55333(2) 0.19255(2) 0.04614(10) Uani 1 1 d . . . . .
I3 I 0.33614(3) 0.54929(2) 0.13220(2) 0.05191(11) Uani 1 1 d . . . . .
I4 I 0.11401(3) 0.71858(2) 0.17092(2) 0.05044(11) Uani 1 1 d . . . . .
I5 I 0.29012(4) 0.59813(2) 0.45719(2) 0.06511(13) Uani 1 1 d . . . . .
Cu1 Cu 0.08894(7) 0.50033(3) 0.13400(5) 0.0686(3) Uani 1 1 d . . . . .
Cu2 Cu 0.08508(8) 0.61591(4) 0.07407(5) 0.0780(3) Uani 1 1 d . . . . .
Cu3 Cu 0.13801(8) 0.61570(4) 0.27189(5) 0.0952(3) Uani 1 1 d . . . . .
N1 N 0.7807(4) 0.87814(19) 0.9152(2) 0.0559(14) Uani 1 1 d . . . . .
N2 N 0.4318(3) 0.86451(16) 0.4211(2) 0.0385(12) Uani 1 1 d . . . . .
C1 C 0.8669(8) 0.9226(3) 1.0910(4) 0.144(3) Uani 1 1 d . U . . .
H1A H 0.9161 0.9543 1.1367 0.216 Uiso 1 1 calc R . . . .
H1B H 0.7635 0.9189 1.0927 0.216 Uiso 1 1 calc R . . . .
H1C H 0.9203 0.8862 1.1140 0.216 Uiso 1 1 calc R . . . .
C2 C 0.8681(4) 0.9377(2) 0.9672(3) 0.0399(9) Uani 1 1 d . U . . .
H2A H 0.8114 0.9734 0.9393 0.048 Uiso 1 1 calc R . . . .
H2B H 0.9704 0.9402 0.9608 0.048 Uiso 1 1 calc R . . . .
C3 C 0.8705(5) 0.8275(3) 0.9108(4) 0.076(2) Uani 1 1 d . . . . .
H3 H 0.9711 0.8259 0.9533 0.092 Uiso 1 1 calc R . . . .
C4 C 0.8136(4) 0.7822(2) 0.8471(3) 0.0559(18) Uani 1 1 d . . . . .
H4 H 0.8785 0.7522 0.8385 0.067 Uiso 1 1 calc R . . . .
C5 C 0.6389(4) 0.87763(19) 0.8643(3) 0.0298(13) Uani 1 1 d . . . . .
H5 H 0.5779 0.9102 0.8671 0.036 Uiso 1 1 calc R . . . .
C6 C 0.5793(5) 0.8306(2) 0.8076(4) 0.072(2) Uani 1 1 d . . . . .
H6 H 0.4752 0.8309 0.7734 0.086 Uiso 1 1 calc R . . . .
C7 C 0.6648(4) 0.7789(2) 0.7951(3) 0.0504(16) Uani 1 1 d . . . . .
C8 C 0.5974(5) 0.7243(2) 0.7275(3) 0.0612(18) Uani 1 1 d . . . . .
H8 H 0.5414 0.6954 0.7498 0.073 Uiso 1 1 calc R . . . .
C9 C 0.6278(5) 0.7210(2) 0.6249(3) 0.0611(18) Uani 1 1 d . . . . .
H9 H 0.6826 0.6899 0.6075 0.073 Uiso 1 1 calc R . . . .
C10 C 0.5657(4) 0.7702(2) 0.5516(3) 0.0512(17) Uani 1 1 d . . . . .
C11 C 0.4113(4) 0.7695(2) 0.4936(3) 0.0479(17) Uani 1 1 d . . . . .
H11 H 0.3505 0.7376 0.5001 0.057 Uiso 1 1 calc R . . . .
C12 C 0.3499(5) 0.8148(2) 0.4284(3) 0.0557(18) Uani 1 1 d . . . . .
H12 H 0.2489 0.8122 0.3872 0.067 Uiso 1 1 calc R . . . .
C13 C 0.6399(4) 0.8242(2) 0.5380(3) 0.0572(18) Uani 1 1 d . . . . .
H13 H 0.7427 0.8275 0.5750 0.069 Uiso 1 1 calc R . . . .
C14 C 0.5774(4) 0.8697(2) 0.4783(3) 0.0484(16) Uani 1 1 d . . . . .
H14 H 0.6327 0.9041 0.4762 0.058 Uiso 1 1 calc R . . . .
C15 C 0.3577(5) 0.9181(2) 0.3610(3) 0.0613(18) Uani 1 1 d . . . . .
H15A H 0.4128 0.9537 0.3913 0.074 Uiso 1 1 calc R . . . .
H15B H 0.2535 0.9216 0.3634 0.074 Uiso 1 1 calc R . . . .
C16 C 0.3605(7) 0.9102(3) 0.2441(3) 0.119(3) Uani 1 1 d . U . . .
H16A H 0.3137 0.9440 0.2034 0.178 Uiso 1 1 calc R . . . .
H16B H 0.4642 0.9069 0.2427 0.178 Uiso 1 1 calc R . . . .
H16C H 0.3055 0.8749 0.2149 0.178 Uiso 1 1 calc R . . . .


_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 2.5479(9) . ?
I1 Cu2 2.5370(7) 3_565 ?
I2 Cu1 2.5455(8) . ?
I2 Cu2 3.1063(9) . ?
I2 Cu3 2.6665(8) . ?
I3 Cu1 2.5304(7) . ?
I3 Cu2 2.6669(8) . ?
I4 Cu2 2.6234(8) . ?
I4 Cu3 2.6560(9) . ?
I5 Cu3 2.4825(7) . ?
Cu1 Cu2 2.7205(11) . ?
Cu2 I1 2.5370(7) 3_565 ?
Cu2 Cu3 2.5342(9) . ?
N1 C2 1.610(6) . ?
N1 C3 1.419(7) . ?
N1 C5 1.279(4) . ?
N2 C12 1.367(6) . ?
N2 C14 1.334(4) . ?
N2 C15 1.496(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.687(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3 0.9300 . ?
C3 C4 1.332(7) . ?
C4 H4 0.9300 . ?
C4 C7 1.339(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.323(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.440(7) . ?
C7 C8 1.543(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.476(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.477(6) . ?
C10 C11 1.400(5) . ?
C10 C13 1.430(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.351(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.321(6) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.575(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
Cu2 I1 Cu1 96.87(2) 3_565 . ?
Cu1 I2 Cu2 56.50(2) . . ?
Cu1 I2 Cu3 73.98(3) . . ?
Cu3 I2 Cu2 51.39(2) . . ?
Cu1 I3 Cu2 63.06(2) . . ?
Cu2 I4 Cu3 57.37(2) . . ?
I1 Cu1 Cu2 159.15(3) . . ?
I2 Cu1 I1 116.86(3) . . ?
I2 Cu1 Cu2 72.21(3) . . ?
I3 Cu1 I1 118.35(3) . . ?
I3 Cu1 I2 123.23(3) . . ?
I3 Cu1 Cu2 60.92(2) . . ?
I1 Cu2 I2 105.00(3) 3_565 . ?
I1 Cu2 I3 116.92(3) 3_565 . ?
I1 Cu2 I4 118.03(3) 3_565 . ?
I1 Cu2 Cu1 102.74(3) 3_565 . ?
I3 Cu2 I2 101.07(2) . . ?
I3 Cu2 Cu1 56.02(2) . . ?
I4 Cu2 I2 98.00(3) . . ?
I4 Cu2 I3 113.58(2) . . ?
I4 Cu2 Cu1 135.15(3) . . ?
Cu1 Cu2 I2 51.29(2) . . ?
Cu3 Cu2 I1 158.16(4) . 3_565 ?
Cu3 Cu2 I2 55.31(2) . . ?
Cu3 Cu2 I3 79.24(3) . . ?
Cu3 Cu2 I4 61.96(3) . . ?
Cu3 Cu2 Cu1 73.22(3) . . ?
I4 Cu3 I2 109.11(2) . . ?
I5 Cu3 I2 118.71(3) . . ?
I5 Cu3 I4 125.50(3) . . ?
I5 Cu3 Cu2 155.89(4) . . ?
Cu2 Cu3 I2 73.30(3) . . ?
Cu2 Cu3 I4 60.67(3) . . ?
C3 N1 C2 117.7(3) . . ?
C5 N1 C2 122.4(4) . . ?
C5 N1 C3 119.0(4) . . ?
C12 N2 C15 121.7(3) . . ?
C14 N2 C12 120.7(4) . . ?
C14 N2 C15 117.0(4) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 96.1(4) . . ?
N1 C2 H2A 112.5 . . ?
N1 C2 H2B 112.5 . . ?
C1 C2 H2A 112.5 . . ?
C1 C2 H2B 112.5 . . ?
H2A C2 H2B 110.0 . . ?
N1 C3 H3 119.4 . . ?
C4 C3 N1 121.3(4) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C7 121.3(5) . . ?
C7 C4 H4 119.3 . . ?
N1 C5 H5 120.2 . . ?
N1 C5 C6 119.6(4) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 117.8 . . ?
C5 C6 C7 124.5(4) . . ?
C7 C6 H6 117.8 . . ?
C4 C7 C6 113.8(4) . . ?
C4 C7 C8 121.2(4) . . ?
C6 C7 C8 125.0(3) . . ?
C7 C8 H8 122.3 . . ?
C9 C8 C7 115.3(4) . . ?
C9 C8 H8 122.3 . . ?
C8 C9 H9 122.2 . . ?
C8 C9 C10 115.6(4) . . ?
C10 C9 H9 122.2 . . ?
C11 C10 C9 119.1(4) . . ?
C11 C10 C13 112.5(4) . . ?
C13 C10 C9 128.1(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.8 . . ?
N2 C12 H12 119.0 . . ?
C11 C12 N2 122.1(4) . . ?
C11 C12 H12 119.0 . . ?
C10 C13 H13 116.6 . . ?
C14 C13 C10 126.7(3) . . ?
C14 C13 H13 116.6 . . ?
N2 C14 H14 121.3 . . ?
C13 C14 N2 117.3(4) . . ?
C13 C14 H14 121.3 . . ?
N2 C15 H15A 110.2 . . ?
N2 C15 H15B 110.2 . . ?
N2 C15 C16 107.5(4) . . ?
H15A C15 H15B 108.5 . . ?
C16 C15 H15A 110.2 . . ?
C16 C15 H15B 110.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C3 C4 C7 -9.0(8) . . . . ?
N1 C5 C6 C7 -2.2(7) . . . . ?
C2 N1 C3 C4 -162.8(4) . . . . ?
C2 N1 C5 C6 167.8(4) . . . . ?
C3 N1 C2 C1 -90.1(5) . . . . ?
C3 N1 C5 C6 -1.0(6) . . . . ?
C3 C4 C7 C6 5.5(7) . . . . ?
C3 C4 C7 C8 -175.7(5) . . . . ?
C4 C7 C8 C9 -76.2(5) . . . . ?
C5 N1 C2 C1 101.0(4) . . . . ?
C5 N1 C3 C4 6.6(7) . . . . ?
C5 C6 C7 C4 0.1(7) . . . . ?
C5 C6 C7 C8 -178.7(5) . . . . ?
C6 C7 C8 C9 102.5(5) . . . . ?
C7 C8 C9 C10 -61.5(5) . . . . ?
C8 C9 C10 C11 -79.9(5) . . . . ?
C8 C9 C10 C13 92.9(6) . . . . ?
C9 C10 C11 C12 177.9(5) . . . . ?
C9 C10 C13 C14 -173.7(5) . . . . ?
C10 C11 C12 N2 -4.3(7) . . . . ?
C10 C13 C14 N2 -3.0(7) . . . . ?
C11 C10 C13 C14 -0.5(7) . . . . ?
C12 N2 C14 C13 2.9(6) . . . . ?
C12 N2 C15 C16 -89.3(5) . . . . ?
C13 C10 C11 C12 4.0(7) . . . . ?
C14 N2 C12 C11 0.6(7) . . . . ?
C14 N2 C15 C16 98.9(4) . . . . ?
C15 N2 C12 C11 -170.9(4) . . . . ?
C15 N2 C14 C13 174.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound_5
_database_code_depnum_ccdc_archive 'CCDC 1573922'
_audit_update_record             
;
2017-09-12 deposited with the CCDC.
2018-01-11 downloaded from the CCDC.
;
_audit_creation_date             2017-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            'C9 H17 Cu2 I3 N2'
_chemical_name_systematic        
;
 'C9 H17 Cu2 I3 N2' 
;
_chemical_formula_moiety         'Cu2 I3, C9 H17 N2'
_chemical_formula_sum            'C9 H17 Cu2 I3 N2'
_chemical_formula_weight         661.03
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
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'
'-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                   17.1587(8)
_cell_length_b                   8.5115(4)
_cell_length_c                   22.2671(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3252.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3061
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4360
_cell_measurement_theta_min      3.8340
_shelx_estimated_absorpt_T_max   'not measured'
_shelx_estimated_absorpt_T_min   'not measured'
_exptl_absorpt_coefficient_mu    8.291
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.700
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chip
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10111
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.997
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2507
_reflns_number_total             3026
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.945
_refine_diff_density_min         -1.830
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3026
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0920P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1347
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B),
 C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.21842(3) 0.54863(5) 0.64746(2) 0.06998(16) Uani 1 1 d . . . . .
Cu2 Cu 0.29320(3) 0.30820(6) 0.59709(3) 0.08975(18) Uani 1 1 d . . . . .
I1 I 0.21940(2) 0.29906(2) 0.71062(2) 0.04480(6) Uani 1 1 d . . . . .
I2 I 0.30834(2) 0.57125(2) 0.54440(2) 0.04489(6) Uani 1 1 d . . . . .
I3 I 0.07942(2) 0.64096(2) 0.60739(2) 0.04485(6) Uani 1 1 d . . . . .
N1 N 0.41481(15) 0.1178(3) 0.34648(11) 0.0421(7) Uani 1 1 d . . . . .
N2 N 0.39139(19) 0.0572(3) 0.44504(13) 0.0603(10) Uani 1 1 d . . . . .
H2 H 0.3951 0.0858 0.4820 0.072 Uiso 1 1 calc R . . . .
C1 C 0.4561(2) 0.2093(4) 0.29887(14) 0.0551(11) Uani 1 1 d . . . . .
H1A H 0.5115 0.2086 0.3075 0.066 Uiso 1 1 calc R . . . .
H1B H 0.4485 0.1569 0.2606 0.066 Uiso 1 1 calc R . . . .
C2 C 0.4298(3) 0.3743(4) 0.29323(16) 0.0679(13) Uani 1 1 d . . . . .
H2A H 0.3734 0.3761 0.2951 0.082 Uiso 1 1 calc R . . . .
H2B H 0.4449 0.4127 0.2539 0.082 Uiso 1 1 calc R . . . .
C3 C 0.4606(3) 0.4849(4) 0.33936(17) 0.0708(13) Uani 1 1 d . . . . .
H3A H 0.4398 0.5886 0.3311 0.085 Uiso 1 1 calc R . . . .
H3B H 0.5168 0.4909 0.3348 0.085 Uiso 1 1 calc R . . . .
C4 C 0.4431(3) 0.4451(4) 0.40327(16) 0.0638(12) Uani 1 1 d . . . . .
H4A H 0.3871 0.4501 0.4090 0.077 Uiso 1 1 calc R . . . .
H4B H 0.4663 0.5250 0.4287 0.077 Uiso 1 1 calc R . . . .
C5 C 0.4714(2) 0.2848(4) 0.42462(15) 0.0605(11) Uani 1 1 d . . . . .
H5A H 0.5250 0.2712 0.4117 0.073 Uiso 1 1 calc R . . . .
H5B H 0.4712 0.2840 0.4682 0.073 Uiso 1 1 calc R . . . .
C6 C 0.42441(17) 0.1461(3) 0.40263(13) 0.0387(8) Uani 1 1 d . . . . .
C7 C 0.3488(3) -0.0884(4) 0.4306(2) 0.0811(13) Uani 1 1 d . . . . .
H7A H 0.3844 -0.1769 0.4296 0.097 Uiso 1 1 calc R . . . .
H7B H 0.3092 -0.1087 0.4607 0.097 Uiso 1 1 calc R . . . .
C8 C 0.3123(2) -0.0666(5) 0.3714(2) 0.0723(14) Uani 1 1 d . . . . .
H8A H 0.2887 -0.1649 0.3589 0.087 Uiso 1 1 calc R . . . .
H8B H 0.2711 0.0108 0.3748 0.087 Uiso 1 1 calc R . . . .
C9 C 0.3676(2) -0.0154(4) 0.32517(18) 0.0643(11) Uani 1 1 d . . . . .
H9A H 0.3393 0.0154 0.2894 0.077 Uiso 1 1 calc R . . . .
H9B H 0.4017 -0.1021 0.3147 0.077 Uiso 1 1 calc R . . . .


_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 Cu2 2.4857(7) 8_665 ?
Cu1 Cu2 2.6631(7) . ?
Cu1 I1 2.5477(5) . ?
Cu1 I1 2.7675(5) 8_665 ?
Cu1 I2 2.7720(6) . ?
Cu1 I3 2.6650(6) . ?
Cu2 Cu1 2.4858(7) 8_655 ?
Cu2 I1 2.8285(7) . ?
Cu2 I2 2.5410(5) . ?
Cu2 I2 2.9119(6) 8_655 ?
Cu2 I3 2.6185(6) 8_655 ?
I1 Cu1 2.7676(5) 8_655 ?
I2 Cu2 2.9119(6) 8_665 ?
I3 Cu2 2.6185(6) 8_665 ?
N1 C1 1.494(4) . ?
N1 C6 1.284(4) . ?
N1 C9 1.472(4) . ?
N2 H2 0.8600 . ?
N2 C6 1.336(4) . ?
N2 C7 1.475(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.481(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.490(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.493(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.525(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.511(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.471(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.466(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
Cu2 Cu1 Cu2 122.11(3) 8_665 . ?
Cu2 Cu1 I1 128.32(2) . 8_665 ?
Cu2 Cu1 I1 172.18(3) 8_665 . ?
Cu2 Cu1 I1 64.892(19) 8_665 8_665 ?
Cu2 Cu1 I2 67.005(19) 8_665 . ?
Cu2 Cu1 I2 55.702(17) . . ?
Cu2 Cu1 I3 121.11(2) . . ?
Cu2 Cu1 I3 60.994(18) 8_665 . ?
I1 Cu1 Cu2 65.707(18) . . ?
I1 Cu1 I1 111.05(2) . 8_665 ?
I1 Cu1 I2 98.777(17) 8_665 . ?
I1 Cu1 I2 120.745(19) . . ?
I1 Cu1 I3 115.89(2) . . ?
I3 Cu1 I1 106.742(17) . 8_665 ?
I3 Cu1 I2 101.566(19) . . ?
Cu1 Cu2 Cu1 117.02(3) 8_655 . ?
Cu1 Cu2 I1 55.181(17) . . ?
Cu1 Cu2 I1 62.376(19) 8_655 . ?
Cu1 Cu2 I2 178.53(3) 8_655 . ?
Cu1 Cu2 I2 61.199(17) 8_655 8_655 ?
Cu1 Cu2 I2 114.43(2) . 8_655 ?
Cu1 Cu2 I3 62.885(17) 8_655 8_655 ?
I1 Cu2 I2 94.195(17) . 8_655 ?
I2 Cu2 Cu1 64.321(16) . . ?
I2 Cu2 I1 118.86(2) . . ?
I2 Cu2 I2 119.04(2) . 8_655 ?
I2 Cu2 I3 115.73(2) . 8_655 ?
I3 Cu2 Cu1 141.54(3) 8_655 . ?
I3 Cu2 I1 106.29(2) 8_655 . ?
I3 Cu2 I2 99.104(17) 8_655 8_655 ?
Cu1 I1 Cu1 111.36(2) . 8_655 ?
Cu1 I1 Cu2 59.111(16) . . ?
Cu1 I1 Cu2 52.731(15) 8_655 . ?
Cu1 I2 Cu2 51.795(15) . 8_665 ?
Cu2 I2 Cu1 59.977(17) . . ?
Cu2 I2 Cu2 111.29(2) . 8_665 ?
Cu2 I3 Cu1 56.121(16) 8_665 . ?
C6 N1 C1 122.2(3) . . ?
C6 N1 C9 121.9(3) . . ?
C9 N1 C1 115.7(3) . . ?
C6 N2 H2 118.9 . . ?
C6 N2 C7 122.1(3) . . ?
C7 N2 H2 118.9 . . ?
N1 C1 H1A 108.7 . . ?
N1 C1 H1B 108.7 . . ?
H1A C1 H1B 107.6 . . ?
C2 C1 N1 114.2(3) . . ?
C2 C1 H1A 108.7 . . ?
C2 C1 H1B 108.7 . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
C1 C2 C3 115.7(3) . . ?
H2A C2 H2B 107.4 . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
C2 C3 H3A 108.2 . . ?
C2 C3 H3B 108.2 . . ?
C2 C3 C4 116.2(3) . . ?
H3A C3 H3B 107.4 . . ?
C4 C3 H3A 108.2 . . ?
C4 C3 H3B 108.2 . . ?
C3 C4 H4A 108.3 . . ?
C3 C4 H4B 108.3 . . ?
C3 C4 C5 115.8(3) . . ?
H4A C4 H4B 107.4 . . ?
C5 C4 H4A 108.3 . . ?
C5 C4 H4B 108.3 . . ?
C4 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C6 C5 C4 115.3(3) . . ?
C6 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
N1 C6 N2 121.8(3) . . ?
N1 C6 C5 122.0(3) . . ?
N2 C6 C5 116.1(3) . . ?
N2 C7 H7A 110.2 . . ?
N2 C7 H7B 110.2 . . ?
H7A C7 H7B 108.5 . . ?
C8 C7 N2 107.5(3) . . ?
C8 C7 H7A 110.2 . . ?
C8 C7 H7B 110.2 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 C7 113.0(3) . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
N1 C9 H9A 109.4 . . ?
N1 C9 H9B 109.4 . . ?
C8 C9 N1 111.0(3) . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       Luminescent
