# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_exp_6554_hy
_database_code_depnum_ccdc_archive 'CCDC 2269842'
loop_
_audit_author_name
_audit_author_address
'Peng Luo'
;Henan Polytechnic University
China
;
_audit_update_record             
;
2023-06-14 deposited with the CCDC.	2024-06-18 downloaded from the CCDC.
;
_audit_creation_date             2023-06-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 Cu3 I3 N6, C4 H7 O'
_chemical_formula_sum            'C31 H29 Cu3 I3 N6 O'
_chemical_formula_weight         1072.92
_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 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   8.3978(3)
_cell_length_b                   11.9863(5)
_cell_length_c                   18.0621(7)
_cell_angle_alpha                74.184(4)
_cell_angle_beta                 86.836(3)
_cell_angle_gamma                77.971(3)
_cell_volume                     1710.86(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6385
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      73.3340
_cell_measurement_theta_min      3.9460
_shelx_estimated_absorpt_T_max   0.384
_shelx_estimated_absorpt_T_min   0.331
_exptl_absorpt_coefficient_mu    23.691
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.27b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1022
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16425
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.582
_diffrn_reflns_theta_min         3.913
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  29.00   0.50    0.50    --    0.00 -38.00 -30.00  120
  2  ω    -28.00  64.00   0.50    0.50    --    0.00  38.00 -30.00  184
  3  ω    -26.00  33.00   0.50    0.50    --    0.00 -77.00-150.00  118
  4  ω    -86.00 -60.00   0.50    0.50    --    0.00 -38.00 -30.00   52
  5  ω    -89.00 -36.00   0.50    0.50    --    0.00 -77.00-150.00  106
  6  ω    -17.00   9.00   0.50    0.50    --    0.00  57.00-120.00   52
  7  ω     55.00 130.00   0.50    2.50    --   98.80 -82.00 150.00  150
  8  ω     90.00 184.00   0.50    2.50    --   98.80  15.00-180.00  188
  9  ω     10.00  69.00   0.50    2.50    --   98.80 -45.00  30.00  118
 10  ω     97.00 183.00   0.50    2.50    --   98.80  45.00-150.00  172
 11  ω     71.00 132.00   0.50    2.50    --   98.80 -82.00   0.00  122
 12  ω     10.00  48.00   0.50    2.50    --   98.80 -82.00 150.00   76
 13  ω     79.00 106.00   0.50    2.50    --   98.80 -45.00-120.00   54
 14  ω      9.00 134.00   0.50    2.50    --   98.80 -82.00 -60.00  250
 15  ω     43.00  71.00   0.50    2.50    --   98.80  15.00-180.00   56
 16  ω     12.00 118.00   0.50    2.50    --   98.80 -61.00 -60.00  212
 17  ω     10.00  53.00   0.50    2.50    --   98.80 -45.00-120.00   86
 18  ω     11.00 128.00   0.50    2.50    --   98.80 -61.00 150.00  234
 19  ω     71.00 118.00   0.50    2.50    --   98.80  30.00 150.00   94
 20  ω    124.00 187.00   0.50    2.50    --   98.80  30.00 150.00  126
 21  ω     83.00 108.00   0.50    2.50    --   98.80 -82.00-150.00   50
 22  ω     87.00 114.00   0.50    2.50    --   98.80 -82.00 -30.00   54
 23  ω     71.00 126.00   0.50    2.50    --   98.80 -45.00  30.00  110
 24  ω     62.00  87.00   0.50    2.50    --   98.80 -77.00-120.00   50
 25  ω     65.00 109.00   0.50    2.50    --   98.80 -82.00  90.00   88
 26  ω     18.00  43.00   0.50    2.50    --   98.80 -77.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1323581000
_diffrn_orient_matrix_UB_12      0.0717999000
_diffrn_orient_matrix_UB_13      -0.0001420000
_diffrn_orient_matrix_UB_21      -0.0129664000
_diffrn_orient_matrix_UB_22      -0.0249713000
_diffrn_orient_matrix_UB_23      0.0881904000
_diffrn_orient_matrix_UB_31      0.1322656000
_diffrn_orient_matrix_UB_32      -0.1132226000
_diffrn_orient_matrix_UB_33      0.0090024000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5762
_reflns_number_total             6635
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         3.335
_refine_diff_density_min         -2.261
_refine_diff_density_rms         0.296
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6635
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0859
_refine_ls_restrained_S_all      1.096
_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)+(0.1241P)²+32.2851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2474
_refine_ls_wR_factor_ref         0.2514
_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.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C22(H22A,H22B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C20(H20), C19(H19), C18(H18), C17(H17),
 C1(H1), C4(H4), C26(H26), C2(H2), C27(H27), C3(H3), C28(H28), C24(H24),
 C25(H25)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 1.00738(10) 0.70491(8) 0.23816(5) 0.0396(3) Uani 1 1 d . . . . .
I3 I 1.04444(10) 0.36447(8) 0.19898(5) 0.0420(3) Uani 1 1 d . . . . .
I2 I 0.49583(12) 0.84337(9) 0.25643(6) 0.0526(3) Uani 1 1 d . . . . .
Cu3 Cu 0.8498(2) 0.55860(17) 0.19846(11) 0.0356(4) Uani 1 1 d . . . . .
Cu2 Cu 0.7116(3) 0.64778(18) 0.30617(12) 0.0418(5) Uani 1 1 d . . . . .
Cu1 Cu 0.7151(3) 0.77455(19) 0.16402(12) 0.0434(5) Uani 1 1 d . . . . .
N2 N 0.5703(13) 0.4544(10) 0.2654(6) 0.037(2) Uani 1 1 d . . . . .
N3 N 0.5254(12) 0.5789(10) 0.1326(6) 0.033(2) Uani 1 1 d . . . . .
N5 N 0.7432(14) 0.8828(10) 0.0585(6) 0.040(2) Uani 1 1 d . . . . .
N1 N 0.7454(13) 0.3980(10) 0.3570(6) 0.037(2) Uani 1 1 d . . . . .
N4 N 0.6823(12) 0.6576(10) 0.0446(6) 0.031(2) Uani 1 1 d . . . . .
N6 N 0.7453(14) 0.5994(11) 0.4240(7) 0.042(3) Uani 1 1 d . . . . .
C5 C 0.7995(16) 0.4869(14) 0.4595(8) 0.041(3) Uani 1 1 d . . . . .
C13 C 0.5668(14) 0.3371(11) 0.2998(8) 0.034(3) Uani 1 1 d . . . . .
C8 C 0.6791(16) 0.2991(12) 0.3606(8) 0.037(3) Uani 1 1 d . . . . .
C9 C 0.7049(18) 0.1858(12) 0.4103(9) 0.044(3) Uani 1 1 d . . . . .
H9 H 0.778533 0.162524 0.452388 0.052 Uiso 1 1 calc R U . . .
C10 C 0.6165(18) 0.1081(14) 0.3947(10) 0.052(4) Uani 1 1 d . . . . .
H10 H 0.631703 0.029010 0.426271 0.062 Uiso 1 1 calc R U . . .
C11 C 0.507(2) 0.1446(14) 0.3341(11) 0.055(4) Uani 1 1 d . . . . .
H11 H 0.448096 0.089369 0.325967 0.066 Uiso 1 1 calc R U . . .
C12 C 0.4802(16) 0.2548(13) 0.2859(9) 0.043(3) Uani 1 1 d . . . . .
H12 H 0.405822 0.276638 0.244218 0.051 Uiso 1 1 calc R U . . .
O1 O 1.0102(19) 0.1575(13) 0.5418(8) 0.077(4) Uani 1 1 d . . . . .
C21 C 0.5420(15) 0.6584(11) 0.0061(7) 0.033(3) Uani 1 1 d . . . . .
C20 C 0.4978(16) 0.6981(12) -0.0700(8) 0.038(3) Uani 1 1 d . . . . .
H20 H 0.566819 0.734267 -0.108457 0.046 Uiso 1 1 calc R U . . .
C19 C 0.3452(17) 0.6822(14) -0.0879(8) 0.044(3) Uani 1 1 d . . . . .
H19 H 0.309212 0.707716 -0.139861 0.052 Uiso 1 1 calc R U . . .
C18 C 0.2473(16) 0.6306(13) -0.0316(9) 0.042(3) Uani 1 1 d . . . . .
H18 H 0.144900 0.621187 -0.046120 0.051 Uiso 1 1 calc R U . . .
C17 C 0.2898(15) 0.5915(12) 0.0454(8) 0.039(3) Uani 1 1 d . . . . .
H17 H 0.218975 0.556598 0.083379 0.047 Uiso 1 1 calc R U . . .
C16 C 0.4403(15) 0.6057(11) 0.0644(7) 0.032(2) Uani 1 1 d . . . . .
C14 C 0.4524(14) 0.5388(12) 0.2081(7) 0.034(3) Uani 1 1 d . . . . .
H14A H 0.361915 0.500361 0.202455 0.040 Uiso 1 1 calc R U . . .
H14B H 0.406008 0.608486 0.227466 0.040 Uiso 1 1 calc R U . . .
C29 C 1.0070(19) 0.0198(12) 0.6537(10) 0.048(3) Uani 1 1 d . . . . .
C22 C 0.8195(16) 0.7088(12) 0.0084(8) 0.037(3) Uani 1 1 d . . . . .
H22A H 0.840513 0.691392 -0.042223 0.045 Uiso 1 1 calc R U . . .
H22B H 0.917557 0.670203 0.040661 0.045 Uiso 1 1 calc R U . . .
C6 C 0.8695(16) 0.4042(12) 0.4092(8) 0.037(3) Uani 1 1 d . . . . .
H6A H 0.961331 0.433029 0.378652 0.044 Uiso 1 1 calc R U . . .
H6B H 0.911933 0.323896 0.442549 0.044 Uiso 1 1 calc R U . . .
C1 C 0.6879(19) 0.6732(15) 0.4668(9) 0.047(3) Uani 1 1 d . . . . .
H1 H 0.644817 0.753651 0.441509 0.057 Uiso 1 1 calc R U . . .
C4 C 0.8024(19) 0.4442(15) 0.5392(9) 0.050(4) Uani 1 1 d . . . . .
H4 H 0.842874 0.362766 0.563090 0.060 Uiso 1 1 calc R U . . .
C15 C 0.6728(15) 0.6120(11) 0.1222(8) 0.034(3) Uani 1 1 d . . . . .
C23 C 0.7934(17) 0.8410(14) -0.0033(8) 0.043(3) Uani 1 1 d . . . . .
C26 C 0.756(2) 1.0780(15) -0.0166(11) 0.061(4) Uani 1 1 d . . . . .
H26 H 0.744263 1.159593 -0.019288 0.073 Uiso 1 1 calc R U . . .
C7 C 0.6827(15) 0.4910(12) 0.3000(7) 0.034(3) Uani 1 1 d . . . . .
C2 C 0.6878(17) 0.6383(16) 0.5466(9) 0.048(4) Uani 1 1 d . . . . .
H2 H 0.648164 0.694213 0.575112 0.058 Uiso 1 1 calc R U . . .
C27 C 0.719(2) 0.9963(14) 0.0514(10) 0.055(4) Uani 1 1 d . . . . .
H27 H 0.674916 1.025193 0.093727 0.066 Uiso 1 1 calc R U . . .
C3 C 0.745(2) 0.5225(17) 0.5833(9) 0.057(4) Uani 1 1 d . . . . .
H3 H 0.746371 0.496020 0.637855 0.069 Uiso 1 1 calc R U . . .
C28 C 1.054(2) 0.1140(15) 0.6067(10) 0.055(4) Uani 1 1 d . . . . .
H28 H 1.128254 0.148904 0.626442 0.066 Uiso 1 1 calc R U . . .
C24 C 0.826(2) 0.9113(16) -0.0721(9) 0.054(4) Uani 1 1 d . . . . .
H24 H 0.859689 0.879861 -0.114658 0.065 Uiso 1 1 calc R U . . .
C25 C 0.810(2) 1.0351(17) -0.0786(11) 0.065(5) Uani 1 1 d . . . . .
H25 H 0.835475 1.087043 -0.125583 0.078 Uiso 1 1 calc R U . . .
C31 C 0.883(3) -0.031(2) 0.6291(18) 0.095(8) Uani 1 1 d . . . . .
H31A H 0.778913 0.025858 0.622209 0.143 Uiso 1 1 calc R U . . .
H31B H 0.870288 -0.103635 0.668320 0.143 Uiso 1 1 calc R U . . .
H31C H 0.915425 -0.050121 0.580310 0.143 Uiso 1 1 calc R U . . .
C30 C 1.067(5) -0.028(2) 0.7314(14) 0.110(11) Uani 1 1 d . . . . .
H30A H 1.140130 0.020605 0.741459 0.165 Uiso 1 1 calc R U . . .
H30B H 1.126627 -0.109252 0.738325 0.165 Uiso 1 1 calc R U . . .
H30C H 0.975289 -0.026336 0.767322 0.165 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu3 2.664(2) . ?
I1 Cu2 2.839(2) . ?
I1 Cu1 2.723(2) . ?
I3 Cu3 2.548(2) . ?
I2 Cu2 2.617(2) . ?
I2 Cu1 2.576(2) . ?
Cu3 Cu2 2.577(3) . ?
Cu3 Cu1 2.519(3) . ?
Cu3 C15 1.966(13) . ?
Cu3 C7 2.317(12) . ?
Cu2 Cu1 2.605(3) . ?
Cu2 N6 2.066(12) . ?
Cu2 C7 1.978(13) . ?
Cu1 N5 2.025(11) . ?
Cu1 C15 2.369(13) . ?
N2 C13 1.379(17) . ?
N2 C14 1.484(16) . ?
N2 C7 1.364(16) . ?
N3 C16 1.384(16) . ?
N3 C14 1.463(15) . ?
N3 C15 1.365(15) . ?
N5 C23 1.357(19) . ?
N5 C27 1.30(2) . ?
N1 C8 1.395(17) . ?
N1 C6 1.469(16) . ?
N1 C7 1.331(17) . ?
N4 C21 1.397(16) . ?
N4 C22 1.457(15) . ?
N4 C15 1.364(17) . ?
N6 C5 1.32(2) . ?
N6 C1 1.329(19) . ?
C5 C6 1.53(2) . ?
C5 C4 1.39(2) . ?
C13 C8 1.402(18) . ?
C13 C12 1.421(18) . ?
C8 C9 1.39(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.40(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.39(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.35(2) . ?
C12 H12 0.9500 . ?
O1 C28 1.19(2) . ?
C21 C20 1.371(18) . ?
C21 C16 1.415(17) . ?
C20 H20 0.9500 . ?
C20 C19 1.402(19) . ?
C19 H19 0.9500 . ?
C19 C18 1.37(2) . ?
C18 H18 0.9500 . ?
C18 C17 1.38(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.384(18) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C29 C28 1.33(2) . ?
C29 C31 1.46(3) . ?
C29 C30 1.44(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.51(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C1 H1 0.9500 . ?
C1 C2 1.39(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.39(2) . ?
C23 C24 1.35(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.41(2) . ?
C26 C25 1.37(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.36(3) . ?
C27 H27 0.9500 . ?
C3 H3 0.9500 . ?
C28 H28 0.9500 . ?
C24 H24 0.9500 . ?
C24 C25 1.43(3) . ?
C25 H25 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu3 I1 Cu2 55.74(6) . . ?
Cu3 I1 Cu1 55.75(6) . . ?
Cu1 I1 Cu2 55.81(6) . . ?
Cu1 I2 Cu2 60.21(7) . . ?
I3 Cu3 I1 110.16(7) . . ?
I3 Cu3 Cu2 133.21(9) . . ?
Cu2 Cu3 I1 65.57(7) . . ?
Cu1 Cu3 I1 63.30(7) . . ?
Cu1 Cu3 I3 161.97(10) . . ?
Cu1 Cu3 Cu2 61.47(8) . . ?
C15 Cu3 I1 123.5(4) . . ?
C15 Cu3 I3 116.6(4) . . ?
C15 Cu3 Cu2 100.1(4) . . ?
C15 Cu3 Cu1 62.3(4) . . ?
C15 Cu3 C7 94.0(5) . . ?
C7 Cu3 I1 108.0(3) . . ?
C7 Cu3 I3 99.6(3) . . ?
C7 Cu3 Cu2 47.3(3) . . ?
C7 Cu3 Cu1 98.4(4) . . ?
I2 Cu2 I1 103.94(7) . . ?
Cu3 Cu2 I1 58.70(6) . . ?
Cu3 Cu2 I2 113.92(9) . . ?
Cu3 Cu2 Cu1 58.17(8) . . ?
Cu1 Cu2 I1 59.83(7) . . ?
Cu1 Cu2 I2 59.12(7) . . ?
N6 Cu2 I1 106.9(3) . . ?
N6 Cu2 I2 113.4(4) . . ?
N6 Cu2 Cu3 132.6(4) . . ?
N6 Cu2 Cu1 158.2(4) . . ?
C7 Cu2 I1 112.5(4) . . ?
C7 Cu2 I2 123.6(4) . . ?
C7 Cu2 Cu3 59.4(4) . . ?
C7 Cu2 Cu1 105.3(4) . . ?
C7 Cu2 N6 95.6(5) . . ?
I2 Cu1 I1 108.45(8) . . ?
I2 Cu1 Cu2 60.67(7) . . ?
Cu3 Cu1 I1 60.96(6) . . ?
Cu3 Cu1 I2 117.42(9) . . ?
Cu3 Cu1 Cu2 60.36(8) . . ?
Cu2 Cu1 I1 64.36(7) . . ?
N5 Cu1 I1 108.7(3) . . ?
N5 Cu1 I2 120.2(3) . . ?
N5 Cu1 Cu3 121.2(3) . . ?
N5 Cu1 Cu2 171.8(4) . . ?
N5 Cu1 C15 97.1(5) . . ?
C15 Cu1 I1 106.8(3) . . ?
C15 Cu1 I2 114.6(3) . . ?
C15 Cu1 Cu3 47.3(3) . . ?
C15 Cu1 Cu2 89.5(3) . . ?
C13 N2 C14 126.5(11) . . ?
C7 N2 C13 110.9(11) . . ?
C7 N2 C14 121.9(11) . . ?
C16 N3 C14 122.8(10) . . ?
C15 N3 C16 112.7(10) . . ?
C15 N3 C14 123.7(11) . . ?
C23 N5 Cu1 122.5(10) . . ?
C27 N5 Cu1 118.1(11) . . ?
C27 N5 C23 119.4(13) . . ?
C8 N1 C6 125.9(11) . . ?
C7 N1 C8 112.5(11) . . ?
C7 N1 C6 121.6(11) . . ?
C21 N4 C22 124.9(10) . . ?
C15 N4 C21 112.6(10) . . ?
C15 N4 C22 122.3(10) . . ?
C5 N6 Cu2 119.0(10) . . ?
C5 N6 C1 118.0(13) . . ?
C1 N6 Cu2 122.0(10) . . ?
N6 C5 C6 117.1(12) . . ?
N6 C5 C4 122.6(14) . . ?
C4 C5 C6 120.2(14) . . ?
N2 C13 C8 106.6(11) . . ?
N2 C13 C12 134.6(13) . . ?
C8 C13 C12 118.8(12) . . ?
N1 C8 C13 104.4(11) . . ?
C9 C8 N1 132.5(13) . . ?
C9 C8 C13 123.1(13) . . ?
C8 C9 H9 121.9 . . ?
C8 C9 C10 116.2(14) . . ?
C10 C9 H9 121.9 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(14) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 118.4 . . ?
C12 C11 C10 123.2(15) . . ?
C12 C11 H11 118.4 . . ?
C13 C12 H12 121.1 . . ?
C11 C12 C13 117.7(14) . . ?
C11 C12 H12 121.1 . . ?
N4 C21 C16 104.9(11) . . ?
C20 C21 N4 132.3(12) . . ?
C20 C21 C16 122.8(12) . . ?
C21 C20 H20 121.9 . . ?
C21 C20 C19 116.3(12) . . ?
C19 C20 H20 121.9 . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 120.9(13) . . ?
C18 C19 H19 119.5 . . ?
C19 C18 H18 118.4 . . ?
C19 C18 C17 123.3(13) . . ?
C17 C18 H18 118.4 . . ?
C18 C17 H17 121.6 . . ?
C18 C17 C16 116.9(12) . . ?
C16 C17 H17 121.6 . . ?
N3 C16 C21 105.7(10) . . ?
N3 C16 C17 134.4(12) . . ?
C17 C16 C21 119.8(12) . . ?
N2 C14 H14A 109.0 . . ?
N2 C14 H14B 109.0 . . ?
N3 C14 N2 113.0(9) . . ?
N3 C14 H14A 109.0 . . ?
N3 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C28 C29 C31 120.2(19) . . ?
C28 C29 C30 121(2) . . ?
C30 C29 C31 119(2) . . ?
N4 C22 H22A 108.8 . . ?
N4 C22 H22B 108.8 . . ?
N4 C22 C23 113.8(11) . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
N1 C6 C5 111.4(11) . . ?
N1 C6 H6A 109.4 . . ?
N1 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N6 C1 H1 118.4 . . ?
N6 C1 C2 123.2(15) . . ?
C2 C1 H1 118.4 . . ?
C5 C4 H4 120.6 . . ?
C3 C4 C5 118.8(15) . . ?
C3 C4 H4 120.6 . . ?
Cu3 C15 Cu1 70.4(4) . . ?
N3 C15 Cu3 125.2(9) . . ?
N3 C15 Cu1 120.4(9) . . ?
N4 C15 Cu3 128.3(9) . . ?
N4 C15 Cu1 99.8(8) . . ?
N4 C15 N3 103.9(10) . . ?
N5 C23 C22 117.1(12) . . ?
C24 C23 N5 122.9(15) . . ?
C24 C23 C22 120.0(14) . . ?
C27 C26 H26 121.3 . . ?
C25 C26 H26 121.3 . . ?
C25 C26 C27 117.4(16) . . ?
Cu2 C7 Cu3 73.3(4) . . ?
N2 C7 Cu3 102.7(8) . . ?
N2 C7 Cu2 133.7(10) . . ?
N1 C7 Cu3 118.7(9) . . ?
N1 C7 Cu2 116.9(9) . . ?
N1 C7 N2 105.5(11) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.9(15) . . ?
C3 C2 H2 120.6 . . ?
N5 C27 C26 122.8(17) . . ?
N5 C27 H27 118.6 . . ?
C26 C27 H27 118.6 . . ?
C4 C3 H3 120.7 . . ?
C2 C3 C4 118.5(14) . . ?
C2 C3 H3 120.7 . . ?
O1 C28 C29 124.7(19) . . ?
O1 C28 H28 117.7 . . ?
C29 C28 H28 117.7 . . ?
C23 C24 H24 121.1 . . ?
C23 C24 C25 117.7(16) . . ?
C25 C24 H24 121.1 . . ?
C26 C25 C24 119.5(16) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
Cu2 N6 C5 C6 13.3(15) . . . . ?
Cu2 N6 C5 C4 -170.1(11) . . . . ?
Cu2 N6 C1 C2 170.4(11) . . . . ?
Cu1 N5 C23 C22 3.2(17) . . . . ?
Cu1 N5 C23 C24 -173.9(12) . . . . ?
Cu1 N5 C27 C26 171.3(14) . . . . ?
N2 C13 C8 N1 -1.2(13) . . . . ?
N2 C13 C8 C9 177.8(12) . . . . ?
N2 C13 C12 C11 -178.7(15) . . . . ?
N5 C23 C24 C25 1(2) . . . . ?
N1 C8 C9 C10 -178.9(14) . . . . ?
N4 C21 C20 C19 179.0(13) . . . . ?
N4 C21 C16 N3 0.7(13) . . . . ?
N4 C21 C16 C17 -179.3(12) . . . . ?
N4 C22 C23 N5 50.7(16) . . . . ?
N4 C22 C23 C24 -132.1(14) . . . . ?
N6 C5 C6 N1 -62.5(15) . . . . ?
N6 C5 C4 C3 0(2) . . . . ?
N6 C1 C2 C3 -2(2) . . . . ?
C5 N6 C1 C2 2(2) . . . . ?
C5 C4 C3 C2 0(2) . . . . ?
C13 N2 C14 N3 -114.8(14) . . . . ?
C13 N2 C7 Cu3 123.2(9) . . . . ?
C13 N2 C7 Cu2 -157.9(10) . . . . ?
C13 N2 C7 N1 -1.8(14) . . . . ?
C13 C8 C9 C10 2(2) . . . . ?
C8 N1 C6 C5 -112.2(14) . . . . ?
C8 N1 C7 Cu3 -113.3(10) . . . . ?
C8 N1 C7 Cu2 161.8(9) . . . . ?
C8 N1 C7 N2 1.0(15) . . . . ?
C8 C13 C12 C11 2(2) . . . . ?
C8 C9 C10 C11 -1(2) . . . . ?
C9 C10 C11 C12 1(3) . . . . ?
C10 C11 C12 C13 -1(3) . . . . ?
C12 C13 C8 N1 178.1(11) . . . . ?
C12 C13 C8 C9 -3(2) . . . . ?
C21 N4 C22 C23 81.3(15) . . . . ?
C21 N4 C15 Cu3 164.9(9) . . . . ?
C21 N4 C15 Cu1 -122.4(9) . . . . ?
C21 N4 C15 N3 2.5(14) . . . . ?
C21 C20 C19 C18 0(2) . . . . ?
C20 C21 C16 N3 -179.5(12) . . . . ?
C20 C21 C16 C17 1(2) . . . . ?
C20 C19 C18 C17 0(2) . . . . ?
C19 C18 C17 C16 -1(2) . . . . ?
C18 C17 C16 N3 -179.8(14) . . . . ?
C18 C17 C16 C21 0.2(19) . . . . ?
C16 N3 C14 N2 147.1(12) . . . . ?
C16 N3 C15 Cu3 -165.2(9) . . . . ?
C16 N3 C15 Cu1 108.4(11) . . . . ?
C16 N3 C15 N4 -2.0(14) . . . . ?
C16 C21 C20 C19 -1(2) . . . . ?
C14 N2 C13 C8 -168.0(11) . . . . ?
C14 N2 C13 C12 13(2) . . . . ?
C14 N2 C7 Cu3 -66.3(12) . . . . ?
C14 N2 C7 Cu2 12.6(19) . . . . ?
C14 N2 C7 N1 168.7(11) . . . . ?
C14 N3 C16 C21 170.8(11) . . . . ?
C14 N3 C16 C17 -9(2) . . . . ?
C14 N3 C15 Cu3 25.0(17) . . . . ?
C14 N3 C15 Cu1 -61.4(15) . . . . ?
C14 N3 C15 N4 -171.8(11) . . . . ?
C22 N4 C21 C20 3(2) . . . . ?
C22 N4 C21 C16 -176.7(11) . . . . ?
C22 N4 C15 Cu3 -20.2(18) . . . . ?
C22 N4 C15 Cu1 52.4(12) . . . . ?
C22 N4 C15 N3 177.3(11) . . . . ?
C22 C23 C24 C25 -176.0(15) . . . . ?
C6 N1 C8 C13 179.6(11) . . . . ?
C6 N1 C8 C9 1(2) . . . . ?
C6 N1 C7 Cu3 67.2(14) . . . . ?
C6 N1 C7 Cu2 -17.6(16) . . . . ?
C6 N1 C7 N2 -178.5(11) . . . . ?
C6 C5 C4 C3 176.9(14) . . . . ?
C1 N6 C5 C6 -178.3(12) . . . . ?
C1 N6 C5 C4 -2(2) . . . . ?
C1 C2 C3 C4 0(2) . . . . ?
C4 C5 C6 N1 120.8(14) . . . . ?
C15 N3 C16 C21 0.9(14) . . . . ?
C15 N3 C16 C17 -179.2(14) . . . . ?
C15 N3 C14 N2 -44.1(17) . . . . ?
C15 N4 C21 C20 178.1(14) . . . . ?
C15 N4 C21 C16 -2.0(14) . . . . ?
C15 N4 C22 C23 -92.9(14) . . . . ?
C23 N5 C27 C26 -5(2) . . . . ?
C23 C24 C25 C26 -2(3) . . . . ?
C7 N2 C13 C8 1.9(14) . . . . ?
C7 N2 C13 C12 -177.3(14) . . . . ?
C7 N2 C14 N3 76.3(15) . . . . ?
C7 N1 C8 C13 0.1(14) . . . . ?
C7 N1 C8 C9 -178.7(14) . . . . ?
C7 N1 C6 C5 67.2(15) . . . . ?
C27 N5 C23 C22 179.9(13) . . . . ?
C27 N5 C23 C24 3(2) . . . . ?
C27 C26 C25 C24 0(3) . . . . ?
C25 C26 C27 N5 4(3) . . . . ?
C31 C29 C28 O1 -5(3) . . . . ?
C30 C29 C28 O1 180(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.858
_oxdiff_exptl_absorpt_empirical_full_min 0.622
####################################################################### 
# 
# 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_exp_3503_hy_sq
_database_code_depnum_ccdc_archive 'CCDC 2270031'
loop_
_audit_author_name
_audit_author_address
'Peng Luo'
;Henan Polytechnic University
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-06-18 downloaded from the CCDC.
;
_audit_creation_date             2023-06-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H32 Cu4 I4 N8'
_chemical_formula_sum            'C38 H32 Cu4 I4 N8'
_chemical_formula_weight         1362.47
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     ' '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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                   8.9031(4)
_cell_length_b                   11.2513(5)
_cell_length_c                   12.7832(6)
_cell_angle_alpha                105.145(4)
_cell_angle_beta                 100.155(4)
_cell_angle_gamma                100.596(4)
_cell_volume                     1180.51(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5289
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      73.6650
_cell_measurement_theta_min      3.6800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    22.829
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.27b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11573
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.158
_diffrn_reflns_theta_min         4.195
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  21.00   0.50    1.00    --    0.00 -57.00 150.00  100
  2  ω    -82.00 -42.00   0.50    1.00    --    0.00 -57.00 150.00   80
  3  ω    -19.00  19.00   0.50    1.00    --    0.00 -82.00-120.00   76
  4  ω    -18.00  40.00   0.50    1.00    --    0.00  19.00 150.00  116
  5  ω     44.00  86.00   0.50    1.00    --    0.00  19.00 150.00   84
  6  ω    -89.00 -63.00   0.50    1.00    --    0.00 -82.00-120.00   52
  7  ω     69.00  96.00   0.50    6.00    --   95.20 -77.00 150.00   54
  8  ω     18.00  53.00   0.50    6.00    --   95.20 -77.00 150.00   70
  9  ω      6.00 109.00   0.50    6.00    --   95.20 -30.00 -90.00  206
 10  ω     76.00 102.00   0.50    6.00    --   95.20 -82.00 150.00   52
 11  ω      9.00  44.00   0.50    6.00    --   95.20 -61.00  90.00   70
 12  ω     49.00 119.00   0.50    6.00    --   95.20 -61.00  90.00  140
 13  ω     23.00  49.00   0.50    6.00    --   95.20 -82.00   0.00   52
 14  ω     78.00 104.00   0.50    6.00    --   95.20 -82.00   0.00   52
 15  ω     81.00 130.00   0.50    6.00    --   95.20  45.00-180.00   98
 16  ω     40.00 123.00   0.50    6.00    --   95.20 -82.00  90.00  166
 17  ω     78.00 126.00   0.50    6.00    --   95.20 -82.00 -60.00   96
 18  ω      6.00  32.00   0.50    6.00    --   95.20 -82.00  90.00   52
 19  ω      9.00 104.00   0.50    6.00    --   95.20 -61.00-120.00  190
 20  ω     11.00 102.00   0.50    6.00    --   95.20 -30.00   0.00  182
 21  ω     14.00 128.00   0.50    6.00    --   95.20 -82.00-120.00  228
 22  ω     80.00 116.00   0.50    6.00    --   95.20 -45.00 -60.00   72
 23  ω     13.00 179.00   0.50    6.00    --   95.20   0.00-150.00  332
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1390912000
_diffrn_orient_matrix_UB_12      -0.0021599000
_diffrn_orient_matrix_UB_13      -0.0918232000
_diffrn_orient_matrix_UB_21      0.0756712000
_diffrn_orient_matrix_UB_22      0.1377317000
_diffrn_orient_matrix_UB_23      0.0081282000
_diffrn_orient_matrix_UB_31      0.0880490000
_diffrn_orient_matrix_UB_32      -0.0489756000
_diffrn_orient_matrix_UB_33      -0.0895179000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3704
_reflns_number_total             4558
_reflns_odcompleteness_completeness 99.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         3.405
_refine_diff_density_min         -2.856
_refine_diff_density_rms         0.314
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4558
_refine_ls_number_restraints     92
_refine_ls_R_factor_all          0.1032
_refine_ls_R_factor_gt           0.0891
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1514P)²+23.8996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2563
_refine_ls_wR_factor_ref         0.2679
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N1-C5 = N1-C1
 1.4 with sigma of 0.01
 C2-C1
 1.39 with sigma of 0.01
 C16-C15 = C17-C16 = C18-C17 = C19-C18
 1.39 with sigma of 0.01
 N4-C15 = N4-C19
 1.4 with sigma of 0.01
 C9-C10 = C9-C8 = C8-C13 = C13-C12 = C12-C11 = C11-C10
 1.39 with sigma of 0.01
 C8-C10 \\sim C9-C13 \\sim C8-C12 \\sim C13-C11 \\sim C12-C10 \\sim C11-C9
 with sigma of 0.02
3. Restrained planarity
 C8, C9, C10, C11, C12, C13, N3, N2, C7
 with sigma of 0.1
4. Rigid bond restraints
 N4, C19
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C17, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Uiso/Uaniso restraints and constraints
C10 \\sim C11 \\sim C12 \\sim C13 \\sim C8 \\sim C9: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C1) \\sim Ueq, Uanis(C19) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
6.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C14(H14B,H14A)
6.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C18(H18), C17(H17), C16(H16), C11(H11), C10(H10), C9(H9), C12(H12),
 C1(H1), C3(H3), C4(H4), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
I2 I 0.31494(10) 0.37518(9) 1.01513(7) 0.0415(3) Uani 1 1 d . . . . .
I1 I 0.60977(11) 0.75962(10) 0.71942(8) 0.0457(3) Uani 1 1 d . . . . .
Cu2 Cu 0.4293(2) 0.4517(2) 0.86031(17) 0.0422(5) Uani 1 1 d . . . . .
Cu1 Cu 0.4432(2) 0.6591(2) 0.83224(17) 0.0397(5) Uani 1 1 d . . . . .
N3 N 0.2410(13) 0.4259(10) 0.6451(9) 0.035(2) Uani 1 1 d . . . . .
N2 N 0.1201(14) 0.5094(12) 0.7649(10) 0.042(3) Uani 1 1 d . . . . .
N1 N 0.2998(12) 0.7777(10) 0.8846(10) 0.041(3) Uani 1 1 d D . . . .
N4 N 0.4518(16) 0.2872(12) 0.7508(10) 0.052(3) Uani 1 1 d D U . . .
C19 C 0.4834(19) 0.1871(11) 0.7924(13) 0.057(4) Uani 1 1 d D U . . .
H19 H 0.519335 0.199247 0.869851 0.069 Uiso 1 1 calc R U . . .
C18 C 0.458(2) 0.0700(14) 0.7129(13) 0.073(5) Uani 1 1 d D U . . .
H18 H 0.480972 0.001505 0.738124 0.087 Uiso 1 1 calc R U . . .
C17 C 0.403(2) 0.0465(16) 0.5991(14) 0.072(5) Uani 1 1 d D U . . .
H17 H 0.384437 -0.035968 0.548204 0.087 Uiso 1 1 calc R U . . .
C16 C 0.375(2) 0.1476(12) 0.5628(13) 0.062(5) Uani 1 1 d D . . . .
H16 H 0.341791 0.135284 0.485101 0.074 Uiso 1 1 calc R U . . .
C15 C 0.3948(18) 0.2663(12) 0.6373(9) 0.045(3) Uani 1 1 d D . . . .
C5 C 0.1429(12) 0.7279(13) 0.8776(10) 0.035(3) Uani 1 1 d D . . . .
C11 C -0.1581(18) 0.295(2) 0.4566(15) 0.119(6) Uani 1 1 d D U . . .
H11 H -0.216220 0.232953 0.388428 0.143 Uiso 1 1 calc R U . . .
C10 C -0.2361(16) 0.358(2) 0.5302(14) 0.118(6) Uani 1 1 d D U . . .
H10 H -0.346092 0.349445 0.507431 0.142 Uiso 1 1 calc R U . . .
C9 C -0.1539(14) 0.4335(15) 0.6369(12) 0.068(4) Uani 1 1 d D U . . .
H9 H -0.207457 0.473512 0.688673 0.082 Uiso 1 1 calc R U . . .
C8 C 0.0076(13) 0.4493(12) 0.6664(9) 0.048(3) Uani 1 1 d D U . . .
C13 C 0.0869(13) 0.3912(13) 0.5911(9) 0.048(3) Uani 1 1 d D U . . .
C12 C 0.0054(17) 0.3227(17) 0.4832(10) 0.067(4) Uani 1 1 d D U . . .
H12 H 0.060440 0.295007 0.427763 0.081 Uiso 1 1 calc R U . . .
C6 C 0.0970(16) 0.5887(14) 0.8690(11) 0.040(3) Uani 1 1 d . . . . .
H6A H 0.161552 0.573316 0.933317 0.048 Uiso 1 1 calc R U . . .
H6B H -0.014770 0.565166 0.871578 0.048 Uiso 1 1 calc R U . . .
C7 C 0.2665(15) 0.4946(13) 0.7532(10) 0.036(3) Uani 1 1 d . . . . .
C1 C 0.3522(19) 0.9082(12) 0.9016(15) 0.065(5) Uani 1 1 d D U . . .
H1 H 0.460573 0.944925 0.910940 0.078 Uiso 1 1 calc R U . . .
C14 C 0.3676(16) 0.3776(14) 0.6004(12) 0.039(3) Uani 1 1 d . . . . .
H14B H 0.465789 0.445701 0.626738 0.047 Uiso 1 1 calc R U . . .
H14A H 0.338360 0.352253 0.517909 0.047 Uiso 1 1 calc R U . . .
C3 C 0.089(3) 0.932(2) 0.8936(18) 0.070(5) Uani 1 1 d . U . . .
H3 H 0.016690 0.984724 0.894513 0.084 Uiso 1 1 calc R U . . .
C4 C 0.036(2) 0.8028(18) 0.8807(16) 0.055(4) Uani 1 1 d . . . . .
H4 H -0.071858 0.767110 0.874154 0.066 Uiso 1 1 calc R U . . .
C2 C 0.245(2) 0.9831(19) 0.905(2) 0.075(6) Uani 1 1 d D . . . .
H2 H 0.280437 1.071254 0.914929 0.090 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 Cu2 2.640(2) . ?
I2 Cu2 2.643(2) 2_667 ?
I2 Cu1 2.795(2) 2_667 ?
I1 Cu1 2.559(2) . ?
Cu2 Cu1 2.437(3) . ?
Cu2 N4 2.075(13) . ?
Cu2 C7 2.028(13) . ?
Cu1 N1 2.078(11) . ?
Cu1 C7 2.077(13) . ?
N3 C13 1.356(15) . ?
N3 C7 1.351(17) . ?
N3 C14 1.477(17) . ?
N2 C8 1.381(16) . ?
N2 C6 1.467(18) . ?
N2 C7 1.373(18) . ?
N1 C5 1.384(9) . ?
N1 C1 1.402(10) . ?
N4 C19 1.417(9) . ?
N4 C15 1.392(9) . ?
C19 H19 0.9500 . ?
C19 C18 1.389(10) . ?
C18 H18 0.9500 . ?
C18 C17 1.389(10) . ?
C17 H17 0.9500 . ?
C17 C16 1.382(10) . ?
C16 H16 0.9500 . ?
C16 C15 1.382(9) . ?
C15 C14 1.49(2) . ?
C5 C6 1.51(2) . ?
C5 C4 1.38(2) . ?
C11 H11 0.9500 . ?
C11 C10 1.391(9) . ?
C11 C12 1.391(9) . ?
C10 H10 0.9500 . ?
C10 C9 1.390(9) . ?
C9 H9 0.9500 . ?
C9 C8 1.386(9) . ?
C8 C13 1.390(9) . ?
C13 C12 1.382(9) . ?
C12 H12 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C1 H1 0.9500 . ?
C1 C2 1.383(10) . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C3 H3 0.9500 . ?
C3 C4 1.40(3) . ?
C3 C2 1.37(3) . ?
C4 H4 0.9500 . ?
C2 H2 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu2 I2 Cu2 79.46(7) . 2_667 ?
Cu2 I2 Cu1 109.87(7) . 2_667 ?
Cu2 I2 Cu1 53.17(6) 2_667 2_667 ?
I2 Cu2 I2 100.54(7) . 2_667 ?
Cu1 Cu2 I2 126.02(10) . . ?
Cu1 Cu2 I2 66.61(7) . 2_667 ?
N4 Cu2 I2 104.5(3) . . ?
N4 Cu2 I2 119.3(4) . 2_667 ?
N4 Cu2 Cu1 128.0(3) . . ?
C7 Cu2 I2 121.1(4) . 2_667 ?
C7 Cu2 I2 113.0(4) . . ?
C7 Cu2 Cu1 54.5(4) . . ?
C7 Cu2 N4 97.8(5) . . ?
I1 Cu1 I2 98.72(7) . 2_667 ?
Cu2 Cu1 I2 60.22(7) . 2_667 ?
Cu2 Cu1 I1 127.41(10) . . ?
N1 Cu1 I2 121.2(3) . 2_667 ?
N1 Cu1 I1 108.0(3) . . ?
N1 Cu1 Cu2 124.3(3) . . ?
C7 Cu1 I2 112.9(4) . 2_667 ?
C7 Cu1 I1 120.2(4) . . ?
C7 Cu1 Cu2 52.7(4) . . ?
C7 Cu1 N1 97.4(5) . . ?
C13 N3 C14 125.2(11) . . ?
C7 N3 C13 112.9(11) . . ?
C7 N3 C14 121.1(11) . . ?
C8 N2 C6 126.9(11) . . ?
C7 N2 C8 111.4(11) . . ?
C7 N2 C6 121.5(11) . . ?
C5 N1 Cu1 120.5(8) . . ?
C5 N1 C1 119.0(12) . . ?
C1 N1 Cu1 118.7(8) . . ?
C19 N4 Cu2 119.1(9) . . ?
C15 N4 Cu2 117.6(9) . . ?
C15 N4 C19 121.1(13) . . ?
N4 C19 H19 122.1 . . ?
C18 C19 N4 115.8(14) . . ?
C18 C19 H19 122.1 . . ?
C19 C18 H18 117.8 . . ?
C17 C18 C19 124.4(15) . . ?
C17 C18 H18 117.8 . . ?
C18 C17 H17 121.3 . . ?
C16 C17 C18 117.5(16) . . ?
C16 C17 H17 121.3 . . ?
C17 C16 H16 119.4 . . ?
C17 C16 C15 121.3(16) . . ?
C15 C16 H16 119.4 . . ?
N4 C15 C14 117.5(11) . . ?
C16 C15 N4 119.9(14) . . ?
C16 C15 C14 122.5(12) . . ?
N1 C5 C6 116.3(11) . . ?
C4 C5 N1 121.3(14) . . ?
C4 C5 C6 122.4(12) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C12 C11 C10 119.7(9) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 C11 120.3(9) . . ?
C9 C10 H10 119.9 . . ?
C10 C9 H9 120.6 . . ?
C8 C9 C10 118.8(9) . . ?
C8 C9 H9 120.6 . . ?
N2 C8 C9 133.3(11) . . ?
N2 C8 C13 105.6(10) . . ?
C9 C8 C13 121.0(8) . . ?
N3 C13 C8 106.2(9) . . ?
N3 C13 C12 133.9(11) . . ?
C12 C13 C8 119.7(8) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.3(9) . . ?
C13 C12 H12 120.4 . . ?
N2 C6 C5 110.8(11) . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
Cu2 C7 Cu1 72.8(4) . . ?
N3 C7 Cu2 114.8(10) . . ?
N3 C7 Cu1 124.5(10) . . ?
N3 C7 N2 103.7(11) . . ?
N2 C7 Cu2 127.3(10) . . ?
N2 C7 Cu1 113.2(10) . . ?
N1 C1 H1 120.2 . . ?
C2 C1 N1 119.6(15) . . ?
C2 C1 H1 120.2 . . ?
N3 C14 C15 110.7(11) . . ?
N3 C14 H14B 109.5 . . ?
N3 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14A 109.5 . . ?
H14B C14 H14A 108.1 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(18) . . ?
C5 C4 C3 119.0(16) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.0(19) . . ?
C3 C2 H2 119.5 . . ?

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
Cu2 N4 C19 C18 164.6(13) . . . . ?
Cu2 N4 C15 C16 -165.9(13) . . . . ?
Cu2 N4 C15 C14 18.2(18) . . . . ?
Cu1 N1 C5 C6 20.2(15) . . . . ?
Cu1 N1 C5 C4 -161.1(12) . . . . ?
Cu1 N1 C1 C2 161.5(15) . . . . ?
N3 C13 C12 C11 175(2) . . . . ?
N2 C8 C13 N3 -3.9(15) . . . . ?
N2 C8 C13 C12 -179.8(14) . . . . ?
N1 C5 C6 N2 -64.4(15) . . . . ?
N1 C5 C4 C3 -1(2) . . . . ?
N1 C1 C2 C3 1(3) . . . . ?
N4 C19 C18 C17 -1(3) . . . . ?
N4 C15 C14 N3 -65.2(17) . . . . ?
C19 N4 C15 C16 -3(2) . . . . ?
C19 N4 C15 C14 -178.9(13) . . . . ?
C19 C18 C17 C16 2(3) . . . . ?
C18 C17 C16 C15 -3(3) . . . . ?
C17 C16 C15 N4 4(3) . . . . ?
C17 C16 C15 C14 179.2(16) . . . . ?
C16 C15 C14 N3 119.0(17) . . . . ?
C15 N4 C19 C18 2(2) . . . . ?
C5 N1 C1 C2 -4(2) . . . . ?
C11 C10 C9 C8 3(2) . . . . ?
C10 C11 C12 C13 14(4) . . . . ?
C10 C9 C8 N2 -175.1(16) . . . . ?
C10 C9 C8 C13 0.1(13) . . . . ?
C9 C8 C13 N3 179.7(10) . . . . ?
C9 C8 C13 C12 4(2) . . . . ?
C8 N2 C6 C5 -96.5(15) . . . . ?
C8 N2 C7 Cu2 -136.0(11) . . . . ?
C8 N2 C7 Cu1 138.4(9) . . . . ?
C8 N2 C7 N3 0.9(15) . . . . ?
C8 C13 C12 C11 -11(3) . . . . ?
C13 N3 C7 Cu2 139.6(10) . . . . ?
C13 N3 C7 Cu1 -134.7(11) . . . . ?
C13 N3 C7 N2 -3.6(15) . . . . ?
C13 N3 C14 C15 -93.3(15) . . . . ?
C12 C11 C10 C9 -10(3) . . . . ?
C6 N2 C8 C9 -7(2) . . . . ?
C6 N2 C8 C13 177.3(13) . . . . ?
C6 N2 C7 Cu2 48.3(18) . . . . ?
C6 N2 C7 Cu1 -37.3(16) . . . . ?
C6 N2 C7 N3 -174.8(12) . . . . ?
C6 C5 C4 C3 177.2(15) . . . . ?
C7 N3 C13 C8 4.8(16) . . . . ?
C7 N3 C13 C12 179.8(18) . . . . ?
C7 N3 C14 C15 75.6(15) . . . . ?
C7 N2 C8 C9 177.7(11) . . . . ?
C7 N2 C8 C13 1.9(15) . . . . ?
C7 N2 C6 C5 78.5(16) . . . . ?
C1 N1 C5 C6 -175.0(13) . . . . ?
C1 N1 C5 C4 4(2) . . . . ?
C14 N3 C13 C8 174.5(12) . . . . ?
C14 N3 C13 C12 -11(3) . . . . ?
C14 N3 C7 Cu2 -30.5(16) . . . . ?
C14 N3 C7 Cu1 55.1(16) . . . . ?
C14 N3 C7 N2 -173.7(12) . . . . ?
C4 C5 C6 N2 116.9(15) . . . . ?
C4 C3 C2 C1 1(3) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_details  ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.500 384 114 ' '
2 0.297 0.503 0.271 6 1 ' '
3 0.702 0.497 0.728 6 1 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.925
_oxdiff_exptl_absorpt_empirical_full_min 0.642
