# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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 
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data_1685_hxz_0m
_database_code_depnum_ccdc_archive 'CCDC 2374849'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic University
China
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_audit_creation_date             2023-12-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H21 Cu2 I3 N4 O, C2 H3 N'
_chemical_formula_sum            'C17 H24 Cu2 I3 N5 O'
_chemical_formula_weight         822.19
_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'
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'
O O 0.0106 0.0060 '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                   10.8995(5)
_cell_length_b                   16.7093(8)
_cell_length_c                   13.8142(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.662(2)
_cell_angle_gamma                90
_cell_volume                     2383.60(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      29.311
_cell_measurement_theta_min      2.318
_shelx_estimated_absorpt_T_max   0.600
_shelx_estimated_absorpt_T_min   0.263
_exptl_absorpt_coefficient_mu    5.687
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.3871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1060 before and 0.0720 after correction.
The Ratio of minimum to maximum transmission is 0.5190.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30486
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.621
_diffrn_reflns_theta_min         1.977
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5231
_reflns_number_total             6693
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.912
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.174
_refine_ls_extinction_coef       0.00176(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.257
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         6693
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.259
_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)+17.3421P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1117
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H12A,H12B,H12} of C12, {H14A,H14B,H14} of C14, All C(H,H)
  groups
 At 1.5 times of:
  All O(H) groups, {H17A,H17B,H17C} of C17
2. Restrained distances
 O1A-C14 = O1B-C12
 1.43 with sigma of 0.01
3. Others
 Sof(O1B)=Sof(H1B)=Sof(H12)=Sof(H14A)=Sof(H14B)=1-FVAR(1)
 Sof(O1A)=Sof(H1A)=Sof(H12A)=Sof(H12B)=Sof(H14)=FVAR(1)
4.a Riding coordinates:
 C17(H17A,H17B,H17C)
4.b Ternary CH refined with riding coordinates:
 C12(H12), C14(H14), C15(H15)
4.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
4.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
4.e Idealised tetrahedral OH refined as rotating group:
 O1A(H1A), O1B(H1B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.42733(5) 0.14757(3) 0.57814(4) 0.03816(14) Uani 1 1 d . . . . .
I2 I 0.61220(5) 0.27886(3) 0.85497(4) 0.03845(14) Uani 1 1 d . . . . .
I3 I 0.20773(5) 0.26705(3) 0.75455(4) 0.03610(13) Uani 1 1 d . . . . .
Cu1 Cu 0.41108(11) 0.27373(6) 0.68698(7) 0.0448(3) Uani 1 1 d . . . . .
Cu2 Cu 0.41654(11) 0.24543(6) 0.42496(7) 0.0427(2) Uani 1 1 d . . . . .
O1A O 0.1696(12) 0.4671(7) 0.9915(9) 0.057(4) Uani 0.504(14) 1 d D . P A 1
H1A H 0.108139 0.447333 0.944096 0.085 Uiso 0.504(14) 1 calc R U P A 1
O1B O -0.0235(15) 0.4802(7) 0.8897(12) 0.067(5) Uani 0.496(14) 1 d D . P A 2
H1B H -0.071858 0.494181 0.923302 0.100 Uiso 0.496(14) 1 calc R U P A 2
N1 N 0.3851(6) 0.3533(3) 0.4827(4) 0.0312(12) Uani 1 1 d . . . . .
N2 N 0.3857(6) 0.3660(4) 0.5774(4) 0.0334(13) Uani 1 1 d . . . . .
N3 N 0.3596(6) 0.4441(3) 0.5868(4) 0.0321(13) Uani 1 1 d . . . . .
N4 N 0.1846(5) 0.5249(3) 0.7616(4) 0.0249(11) Uani 1 1 d . . . . .
C1 C 0.3409(7) 0.4827(4) 0.4969(5) 0.0313(15) Uani 1 1 d . . . . .
C2 C 0.3557(7) 0.4252(4) 0.4303(5) 0.0294(14) Uani 1 1 d . . . . .
C3 C 0.3454(8) 0.4440(5) 0.3286(5) 0.0382(17) Uani 1 1 d . . . . .
H3 H 0.357119 0.404804 0.282557 0.046 Uiso 1 1 calc R U . . .
C4 C 0.3178(8) 0.5215(5) 0.3003(6) 0.0444(19) Uani 1 1 d . . . . .
H4 H 0.308986 0.536600 0.232047 0.053 Uiso 1 1 calc R U . . .
C5 C 0.3017(9) 0.5808(5) 0.3688(7) 0.045(2) Uani 1 1 d . . . . .
H5 H 0.282421 0.634137 0.344972 0.054 Uiso 1 1 calc R U . . .
C6 C 0.3130(8) 0.5636(4) 0.4680(6) 0.0398(18) Uani 1 1 d . . . . .
H6 H 0.302770 0.603158 0.514198 0.048 Uiso 1 1 calc R U . . .
C7 C 0.3508(7) 0.4759(5) 0.6829(5) 0.0342(16) Uani 1 1 d . . . . .
H7A H 0.393222 0.528982 0.696978 0.041 Uiso 1 1 calc R U . . .
H7B H 0.395137 0.439540 0.739905 0.041 Uiso 1 1 calc R U . . .
C8 C 0.2090(7) 0.4835(4) 0.6739(5) 0.0318(15) Uani 1 1 d . . . . .
H8A H 0.163802 0.513117 0.610439 0.038 Uiso 1 1 calc R U . . .
H8B H 0.170778 0.429182 0.667347 0.038 Uiso 1 1 calc R U . . .
C9 C 0.2074(8) 0.6143(4) 0.7599(5) 0.0351(16) Uani 1 1 d . . . . .
H9A H 0.151996 0.636982 0.694345 0.042 Uiso 1 1 calc R U . . .
H9B H 0.298982 0.624582 0.765783 0.042 Uiso 1 1 calc R U . . .
C10 C 0.1760(11) 0.6544(5) 0.8484(7) 0.059(3) Uani 1 1 d . . . . .
H10A H 0.254423 0.681257 0.893671 0.071 Uiso 1 1 calc R U . . .
H10B H 0.108416 0.695627 0.821458 0.071 Uiso 1 1 calc R U . . .
C11 C 0.0449(7) 0.5096(5) 0.7519(6) 0.0379(17) Uani 1 1 d . . . . .
H11A H 0.030054 0.451273 0.753726 0.046 Uiso 1 1 calc R U . . .
H11B H -0.011436 0.530279 0.685331 0.046 Uiso 1 1 calc R U . . .
C12 C 0.0087(9) 0.5503(6) 0.8384(7) 0.054(2) Uani 1 1 d D . . . .
H12A H -0.021830 0.509798 0.877762 0.065 Uiso 0.504(14) 1 calc R U P A 1
H12B H -0.062004 0.589285 0.809679 0.065 Uiso 0.504(14) 1 calc R U P A 1
H12 H -0.066703 0.587331 0.811876 0.065 Uiso 0.496(14) 1 calc R U P A 2
C13 C 0.2684(8) 0.4922(4) 0.8626(5) 0.0329(15) Uani 1 1 d . . . . .
H13A H 0.360378 0.503839 0.871519 0.039 Uiso 1 1 calc R U . . .
H13B H 0.257841 0.433385 0.863591 0.039 Uiso 1 1 calc R U . . .
C14 C 0.2314(8) 0.5297(5) 0.9508(6) 0.0423(19) Uani 1 1 d D . . . .
H14A H 0.197517 0.487906 0.986224 0.051 Uiso 0.496(14) 1 calc R U P A 2
H14B H 0.308899 0.553900 1.000768 0.051 Uiso 0.496(14) 1 calc R U P A 2
H14 H 0.308919 0.551903 1.004461 0.051 Uiso 0.504(14) 1 calc R U P A 1
C15 C 0.1290(9) 0.5935(5) 0.9088(6) 0.045(2) Uani 1 1 d . . . . .
H15 H 0.107521 0.620287 0.966086 0.054 Uiso 1 1 calc R U . . .
N5 N -0.0470(14) 0.6190(7) 0.5278(8) 0.110(5) Uani 1 1 d . . . . .
C16 C -0.0465(10) 0.6847(8) 0.5290(7) 0.068(3) Uani 1 1 d . . . . .
C17 C -0.0462(13) 0.7703(7) 0.5359(8) 0.077(3) Uani 1 1 d . . . . .
H17A H 0.039641 0.788387 0.578515 0.116 Uiso 1 1 d R U . . .
H17B H -0.066269 0.793587 0.467435 0.116 Uiso 1 1 d R U . . .
H17C H -0.111289 0.787537 0.566685 0.116 Uiso 1 1 d 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 Cu1 2.6280(11) . ?
I1 Cu2 2.6470(11) . ?
I2 Cu1 2.6349(12) . ?
I2 Cu2 2.6393(11) 4_566 ?
I3 Cu1 2.6684(12) . ?
I3 Cu2 2.7085(12) 4_566 ?
Cu1 N2 2.117(6) . ?
Cu2 N1 2.044(6) . ?
O1A H1A 0.8400 . ?
O1A C14 1.453(8) . ?
O1B H1B 0.8400 . ?
O1B C12 1.469(9) . ?
N1 N2 1.323(7) . ?
N1 C2 1.386(9) . ?
N2 N3 1.350(8) . ?
N3 C1 1.355(9) . ?
N3 C7 1.462(8) . ?
N4 C8 1.492(8) . ?
N4 C9 1.516(8) . ?
N4 C11 1.507(9) . ?
N4 C13 1.504(8) . ?
C1 C2 1.375(9) . ?
C1 C6 1.415(10) . ?
C2 C3 1.408(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.359(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.420(11) . ?
C5 H5 0.9500 . ?
C5 C6 1.366(11) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.515(10) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.527(10) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C15 1.506(12) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.532(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 H12 1.0000 . ?
C12 C15 1.540(13) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.533(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 H14 1.0000 . ?
C14 C15 1.518(11) . ?
C15 H15 1.0000 . ?
N5 C16 1.099(15) . ?
C16 C17 1.434(16) . ?
C17 H17A 0.9799 . ?
C17 H17B 0.9802 . ?
C17 H17C 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
Cu1 I1 Cu2 88.16(3) . . ?
Cu1 I2 Cu2 77.03(4) . 4_566 ?
Cu1 I3 Cu2 75.30(3) . 4_566 ?
I1 Cu1 I2 109.91(4) . . ?
I1 Cu1 I3 112.47(4) . . ?
I2 Cu1 I3 104.08(4) . . ?
N2 Cu1 I1 101.10(15) . . ?
N2 Cu1 I2 119.19(17) . . ?
N2 Cu1 I3 110.35(17) . . ?
I1 Cu2 I3 117.21(4) . 4_565 ?
I2 Cu2 I1 111.31(4) 4_565 . ?
I2 Cu2 I3 102.86(3) 4_565 4_565 ?
N1 Cu2 I1 101.70(16) . . ?
N1 Cu2 I2 122.33(17) . 4_565 ?
N1 Cu2 I3 102.00(17) . 4_565 ?
C14 O1A H1A 109.5 . . ?
C12 O1B H1B 109.5 . . ?
N2 N1 Cu2 125.4(5) . . ?
N2 N1 C2 107.7(5) . . ?
C2 N1 Cu2 126.9(4) . . ?
N1 N2 Cu1 123.2(5) . . ?
N1 N2 N3 108.4(5) . . ?
N3 N2 Cu1 128.2(4) . . ?
N2 N3 C1 110.2(5) . . ?
N2 N3 C7 121.1(6) . . ?
C1 N3 C7 128.7(6) . . ?
C8 N4 C9 111.8(5) . . ?
C8 N4 C11 106.7(5) . . ?
C8 N4 C13 111.9(5) . . ?
C11 N4 C9 109.4(5) . . ?
C13 N4 C9 108.5(5) . . ?
C13 N4 C11 108.5(5) . . ?
N3 C1 C2 105.4(6) . . ?
N3 C1 C6 132.0(7) . . ?
C2 C1 C6 122.6(7) . . ?
N1 C2 C3 130.2(6) . . ?
C1 C2 N1 108.2(6) . . ?
C1 C2 C3 121.5(7) . . ?
C2 C3 H3 121.9 . . ?
C4 C3 C2 116.1(7) . . ?
C4 C3 H3 121.9 . . ?
C3 C4 H4 118.8 . . ?
C3 C4 C5 122.4(7) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 H5 118.9 . . ?
C6 C5 C4 122.1(7) . . ?
C6 C5 H5 118.9 . . ?
C1 C6 H6 122.4 . . ?
C5 C6 C1 115.2(7) . . ?
C5 C6 H6 122.4 . . ?
N3 C7 H7A 110.0 . . ?
N3 C7 H7B 110.0 . . ?
N3 C7 C8 108.5(6) . . ?
H7A C7 H7B 108.4 . . ?
C8 C7 H7A 110.0 . . ?
C8 C7 H7B 110.0 . . ?
N4 C8 C7 114.5(5) . . ?
N4 C8 H8A 108.6 . . ?
N4 C8 H8B 108.6 . . ?
C7 C8 H8A 108.6 . . ?
C7 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
N4 C9 H9A 109.7 . . ?
N4 C9 H9B 109.7 . . ?
N4 C9 C10 109.9(6) . . ?
H9A C9 H9B 108.2 . . ?
C10 C9 H9A 109.7 . . ?
C10 C9 H9B 109.7 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C15 C10 C9 110.5(7) . . ?
C15 C10 H10A 109.6 . . ?
C15 C10 H10B 109.6 . . ?
N4 C11 H11A 109.4 . . ?
N4 C11 H11B 109.4 . . ?
N4 C11 C12 111.1(6) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
O1B C12 C11 100.5(8) . . ?
O1B C12 H12 112.0 . . ?
O1B C12 C15 110.8(10) . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
C11 C12 H12 112.0 . . ?
C11 C12 C15 108.7(6) . . ?
H12A C12 H12B 108.3 . . ?
C15 C12 H12A 109.9 . . ?
C15 C12 H12B 109.9 . . ?
C15 C12 H12 112.0 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
N4 C13 C14 110.7(6) . . ?
H13A C13 H13B 108.1 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
O1A C14 C13 106.6(7) . . ?
O1A C14 H14 111.5 . . ?
O1A C14 C15 106.1(8) . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C13 C14 H14 111.5 . . ?
H14A C14 H14B 108.2 . . ?
C15 C14 C13 109.4(6) . . ?
C15 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
C15 C14 H14 111.5 . . ?
C10 C15 C12 109.8(7) . . ?
C10 C15 C14 110.3(7) . . ?
C10 C15 H15 110.0 . . ?
C12 C15 H15 110.0 . . ?
C14 C15 C12 106.6(7) . . ?
C14 C15 H15 110.0 . . ?
N5 C16 C17 177.0(14) . . ?
C16 C17 H17A 109.2 . . ?
C16 C17 H17B 109.7 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
Cu1 N2 N3 C1 -175.4(5) . . . . ?
Cu1 N2 N3 C7 2.8(10) . . . . ?
Cu2 N1 N2 Cu1 -3.2(8) . . . . ?
Cu2 N1 N2 N3 -179.2(5) . . . . ?
Cu2 N1 C2 C1 179.4(5) . . . . ?
Cu2 N1 C2 C3 -3.0(11) . . . . ?
O1A C14 C15 C10 -170.2(8) . . . . ?
O1A C14 C15 C12 -51.0(9) . . . . ?
O1B C12 C15 C10 168.6(8) . . . . ?
O1B C12 C15 C14 49.1(9) . . . . ?
N1 N2 N3 C1 0.4(8) . . . . ?
N1 N2 N3 C7 178.6(6) . . . . ?
N1 C2 C3 C4 -178.5(8) . . . . ?
N2 N1 C2 C1 1.1(8) . . . . ?
N2 N1 C2 C3 178.7(7) . . . . ?
N2 N3 C1 C2 0.3(8) . . . . ?
N2 N3 C1 C6 -179.2(8) . . . . ?
N2 N3 C7 C8 -100.6(8) . . . . ?
N3 C1 C2 N1 -0.9(8) . . . . ?
N3 C1 C2 C3 -178.7(7) . . . . ?
N3 C1 C6 C5 179.4(8) . . . . ?
N3 C7 C8 N4 -172.7(5) . . . . ?
N4 C9 C10 C15 -1.3(10) . . . . ?
N4 C11 C12 O1B -117.0(9) . . . . ?
N4 C11 C12 C15 -0.6(9) . . . . ?
N4 C13 C14 O1A 109.6(8) . . . . ?
N4 C13 C14 C15 -4.7(9) . . . . ?
C1 N3 C7 C8 77.2(9) . . . . ?
C1 C2 C3 C4 -1.2(11) . . . . ?
C2 N1 N2 Cu1 175.1(5) . . . . ?
C2 N1 N2 N3 -0.9(8) . . . . ?
C2 C1 C6 C5 0.0(11) . . . . ?
C2 C3 C4 C5 0.8(12) . . . . ?
C3 C4 C5 C6 0.0(14) . . . . ?
C4 C5 C6 C1 -0.4(13) . . . . ?
C6 C1 C2 N1 178.7(7) . . . . ?
C6 C1 C2 C3 0.8(11) . . . . ?
C7 N3 C1 C2 -177.7(7) . . . . ?
C7 N3 C1 C6 2.8(13) . . . . ?
C8 N4 C9 C10 177.7(7) . . . . ?
C8 N4 C11 C12 -179.6(6) . . . . ?
C8 N4 C13 C14 -174.2(6) . . . . ?
C9 N4 C8 C7 73.6(7) . . . . ?
C9 N4 C11 C12 -58.5(8) . . . . ?
C9 N4 C13 C14 62.0(8) . . . . ?
C9 C10 C15 C12 -58.0(10) . . . . ?
C9 C10 C15 C14 59.2(10) . . . . ?
C11 N4 C8 C7 -166.9(6) . . . . ?
C11 N4 C9 C10 59.8(8) . . . . ?
C11 N4 C13 C14 -56.7(8) . . . . ?
C11 C12 C15 C10 59.0(9) . . . . ?
C11 C12 C15 C14 -60.5(8) . . . . ?
C13 N4 C8 C7 -48.4(8) . . . . ?
C13 N4 C9 C10 -58.4(8) . . . . ?
C13 N4 C11 C12 59.7(8) . . . . ?
C13 C14 C15 C10 -55.5(9) . . . . ?
C13 C14 C15 C12 63.6(8) . . . . ?

_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_1686_hxz_0m
_database_code_depnum_ccdc_archive 'CCDC 2374852'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic University
China
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_audit_creation_date             2023-12-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H23 Cu2 I3 N4 O, C2 H3 N'
_chemical_formula_sum            'C18 H26 Cu2 I3 N5 O'
_chemical_formula_weight         836.22
_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'
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'
O O 0.0106 0.0060 '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                   11.4530(13)
_cell_length_b                   17.025(2)
_cell_length_c                   12.8883(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.855(3)
_cell_angle_gamma                90
_cell_volume                     2504.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2170
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      23.680
_cell_measurement_theta_min      2.759
_shelx_estimated_absorpt_T_max   0.813
_shelx_estimated_absorpt_T_min   0.137
_exptl_absorpt_coefficient_mu    5.416
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1228 before and 0.0946 after correction.
The Ratio of minimum to maximum transmission is 0.5865.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26280
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.695
_diffrn_reflns_theta_min         1.986
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4436
_reflns_number_total             5854
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.984
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.182
_refine_ls_extinction_coef       0.00183(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         5854
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.166
_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)+20.7752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1352
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H1A of O1A, {H11A,H11B,H11} of C11, {H13A,H13B,H13} of C13,
   All C(H,H) groups
 At 1.5 times of:
  H1B of O1B, {H18A,H18B,H18C} of C18
2. Restrained distances
 O1A-H1A
 0.84 with sigma of 0.02
3. Others
 Sof(O1B)=Sof(H1B)=Sof(H11)=Sof(H13A)=Sof(H13B)=1-FVAR(1)
 Sof(O1A)=Sof(H1A)=Sof(H11A)=Sof(H11B)=Sof(H13)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C13(H13), C16(H16)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
4.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
4.e Idealised tetrahedral OH refined as rotating group:
 O1B(H1B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.68798(6) 0.77738(4) 0.30269(5) 0.0477(2) Uani 1 1 d . . . . .
I2 I 0.88891(6) 0.86108(3) 0.58393(4) 0.04197(19) Uani 1 1 d . . . . .
I3 I 1.07506(5) 0.73668(4) 0.83543(5) 0.04042(18) Uani 1 1 d . . . . .
Cu1 Cu 0.87851(12) 0.75691(7) 0.43124(9) 0.0438(3) Uani 1 1 d . . . . .
Cu2 Cu 0.88454(12) 0.73810(7) 0.70864(9) 0.0443(3) Uani 1 1 d . . . . .
O1B O 0.5432(19) 0.3920(12) 1.1211(16) 0.087(8) Uani 0.484(18) 1 d . . P A 2
H1B H 0.472974 0.382212 1.101137 0.131 Uiso 0.484(18) 1 calc R U P A 2
O1A O 0.4099(14) 0.4125(9) 0.9601(15) 0.068(6) Uani 0.516(18) 1 d D . P A 1
H1A H 0.368(18) 0.376(10) 0.980(18) 0.081 Uiso 0.516(18) 1 d D U P A 1
N1 N 0.8650(7) 0.6503(4) 0.5046(5) 0.0377(17) Uani 1 1 d . . . . .
N2 N 0.8809(7) 0.6420(4) 0.6066(5) 0.0373(17) Uani 1 1 d . . . . .
N3 N 0.8788(7) 0.5643(4) 0.6290(5) 0.0374(17) Uani 1 1 d . . . . .
N4 N 0.6988(6) 0.4147(4) 0.9058(5) 0.0328(16) Uani 1 1 d . . . . .
C1 C 0.8503(9) 0.5771(5) 0.4601(6) 0.038(2) Uani 1 1 d . . . . .
C2 C 0.8288(10) 0.5541(6) 0.3563(8) 0.052(3) Uani 1 1 d . . . . .
H2 H 0.819351 0.591738 0.301789 0.062 Uiso 1 1 calc R U . . .
C3 C 0.8217(11) 0.4761(7) 0.3363(8) 0.060(3) Uani 1 1 d . . . . .
H3 H 0.807253 0.459155 0.266207 0.071 Uiso 1 1 calc R U . . .
C4 C 0.8352(10) 0.4190(6) 0.4161(9) 0.054(3) Uani 1 1 d . . . . .
H4 H 0.830569 0.364782 0.398794 0.065 Uiso 1 1 calc R U . . .
C5 C 0.8548(9) 0.4412(5) 0.5178(8) 0.043(2) Uani 1 1 d . . . . .
H5 H 0.863627 0.403368 0.572093 0.052 Uiso 1 1 calc R U . . .
C6 C 0.8613(8) 0.5206(5) 0.5387(7) 0.0361(19) Uani 1 1 d . . . . .
C7 C 0.8910(8) 0.5364(5) 0.7370(7) 0.040(2) Uani 1 1 d . . . . .
H7A H 0.907013 0.581471 0.784710 0.048 Uiso 1 1 calc R U . . .
H7B H 0.957889 0.499565 0.746773 0.048 Uiso 1 1 calc R U . . .
C8 C 0.7790(9) 0.4952(6) 0.7628(7) 0.043(2) Uani 1 1 d . . . . .
H8A H 0.710786 0.529923 0.745594 0.052 Uiso 1 1 calc R U . . .
H8B H 0.767750 0.446640 0.720837 0.052 Uiso 1 1 calc R U . . .
C9 C 0.7871(8) 0.4749(6) 0.8772(6) 0.038(2) Uani 1 1 d . . . . .
H9A H 0.866783 0.454855 0.897868 0.046 Uiso 1 1 calc R U . . .
H9B H 0.776010 0.523492 0.917425 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7020(9) 0.4109(6) 1.0232(7) 0.049(2) Uani 1 1 d . . . . .
H10A H 0.782382 0.397405 1.052109 0.058 Uiso 1 1 calc R U . . .
H10B H 0.682273 0.463143 1.050485 0.058 Uiso 1 1 calc R U . . .
C11 C 0.6172(11) 0.3507(8) 1.0588(10) 0.070(4) Uani 1 1 d . . . . .
H11A H 0.562123 0.375979 1.103722 0.084 Uiso 0.516(18) 1 calc R U P A 1
H11B H 0.660518 0.309163 1.099809 0.084 Uiso 0.516(18) 1 calc R U P A 1
H11 H 0.660588 0.308853 1.100730 0.084 Uiso 0.484(18) 1 calc R U P A 2
C12 C 0.5760(8) 0.4376(6) 0.8636(8) 0.046(2) Uani 1 1 d . . . . .
H12A H 0.571373 0.439549 0.786585 0.056 Uiso 1 1 calc R U . . .
H12B H 0.556798 0.490382 0.889483 0.056 Uiso 1 1 calc R U . . .
C13 C 0.4879(10) 0.3773(7) 0.8987(10) 0.063(3) Uani 1 1 d . . . . .
H13A H 0.431027 0.403936 0.940551 0.075 Uiso 0.484(18) 1 calc R U P A 2
H13B H 0.443909 0.353936 0.836822 0.075 Uiso 0.484(18) 1 calc R U P A 2
H13 H 0.443798 0.353609 0.836090 0.075 Uiso 0.516(18) 1 calc R U P A 1
C14 C 0.7285(11) 0.3348(6) 0.8656(10) 0.062(3) Uani 1 1 d . . . . .
H14A H 0.807018 0.318668 0.896364 0.074 Uiso 1 1 calc R U . . .
H14B H 0.730485 0.336800 0.789032 0.074 Uiso 1 1 calc R U . . .
C15 C 0.6374(12) 0.2752(6) 0.8941(13) 0.081(4) Uani 1 1 d . . . . .
H15A H 0.676763 0.231054 0.932773 0.097 Uiso 1 1 calc R U . . .
H15B H 0.595617 0.253943 0.829760 0.097 Uiso 1 1 calc R U . . .
C16 C 0.5484(10) 0.3141(7) 0.9618(10) 0.064(3) Uani 1 1 d . . . . .
H16 H 0.490636 0.274454 0.983236 0.077 Uiso 1 1 calc R U . . .
N5 N 0.5808(15) 0.3815(11) 0.6067(11) 0.138(7) Uani 1 1 d . . . . .
C17 C 0.5162(13) 0.3877(9) 0.5387(13) 0.085(4) Uani 1 1 d . . . . .
C18 C 0.4360(18) 0.3948(13) 0.4501(17) 0.158(10) Uani 1 1 d . . . . .
H18A H 0.478417 0.407402 0.389261 0.237 Uiso 1 1 calc R U . . .
H18B H 0.380025 0.436923 0.461279 0.237 Uiso 1 1 calc R U . . .
H18C H 0.393680 0.345199 0.437995 0.237 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 Cu1 2.6488(14) . ?
I1 Cu2 2.6587(15) 4_575 ?
I2 Cu1 2.6442(13) . ?
I2 Cu2 2.6426(13) . ?
I3 Cu1 2.6599(15) 4_576 ?
I3 Cu2 2.6131(14) . ?
Cu1 Cu2 2.8770(17) 4_575 ?
Cu1 N1 2.058(7) . ?
Cu2 N2 2.097(7) . ?
O1B H1B 0.8400 . ?
O1B C11 1.41(2) . ?
O1A H1A 0.84(2) . ?
O1A C13 1.379(19) . ?
N1 N2 1.319(9) . ?
N1 C1 1.377(11) . ?
N2 N3 1.355(9) . ?
N3 C6 1.382(11) . ?
N3 C7 1.466(10) . ?
N4 C9 1.507(11) . ?
N4 C10 1.511(11) . ?
N4 C12 1.516(11) . ?
N4 C14 1.505(12) . ?
C1 C2 1.395(12) . ?
C1 C6 1.395(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.354(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.415(15) . ?
C4 H4 0.9500 . ?
C4 C5 1.363(14) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(12) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.524(13) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.508(11) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.510(15) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 H11 1.0000 . ?
C11 C16 1.551(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.535(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 H13 1.0000 . ?
C13 C16 1.484(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.522(15) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.545(16) . ?
C16 H16 1.0000 . ?
N5 C17 1.102(19) . ?
C17 C18 1.41(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
Cu1 I1 Cu2 65.65(4) . 4_575 ?
Cu2 I2 Cu1 85.37(4) . . ?
Cu2 I3 Cu1 66.13(4) . 4_576 ?
I1 Cu1 I3 112.89(5) . 4_575 ?
I1 Cu1 Cu2 57.34(4) . 4_575 ?
I2 Cu1 I1 111.11(5) . . ?
I2 Cu1 I3 109.36(5) . 4_575 ?
I2 Cu1 Cu2 135.97(5) . 4_575 ?
I3 Cu1 Cu2 56.16(4) 4_575 4_575 ?
N1 Cu1 I1 108.2(2) . . ?
N1 Cu1 I2 104.5(2) . . ?
N1 Cu1 I3 110.4(2) . 4_575 ?
N1 Cu1 Cu2 119.5(2) . 4_575 ?
I1 Cu2 Cu1 57.01(4) 4_576 4_576 ?
I2 Cu2 I1 114.59(5) . 4_576 ?
I2 Cu2 Cu1 125.90(5) . 4_576 ?
I3 Cu2 I1 114.10(5) . 4_576 ?
I3 Cu2 I2 109.26(5) . . ?
I3 Cu2 Cu1 57.72(4) . 4_576 ?
N2 Cu2 I1 103.7(2) . 4_576 ?
N2 Cu2 I2 103.69(19) . . ?
N2 Cu2 I3 110.9(2) . . ?
N2 Cu2 Cu1 130.37(19) . 4_576 ?
C11 O1B H1B 109.5 . . ?
C13 O1A H1A 106(10) . . ?
N2 N1 Cu1 122.8(5) . . ?
N2 N1 C1 108.7(7) . . ?
C1 N1 Cu1 128.2(6) . . ?
N1 N2 Cu2 122.4(5) . . ?
N1 N2 N3 108.3(7) . . ?
N3 N2 Cu2 128.9(5) . . ?
N2 N3 C6 110.5(7) . . ?
N2 N3 C7 121.1(7) . . ?
C6 N3 C7 128.4(7) . . ?
C9 N4 C10 108.3(7) . . ?
C9 N4 C12 111.0(7) . . ?
C10 N4 C12 108.3(7) . . ?
C14 N4 C9 110.8(7) . . ?
C14 N4 C10 108.6(8) . . ?
C14 N4 C12 109.8(8) . . ?
N1 C1 C2 131.2(8) . . ?
N1 C1 C6 108.7(7) . . ?
C2 C1 C6 120.1(8) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.4(10) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 118.8 . . ?
C2 C3 C4 122.4(10) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.5(9) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 121.3 . . ?
C4 C5 C6 117.5(9) . . ?
C6 C5 H5 121.3 . . ?
N3 C6 C1 103.8(7) . . ?
C5 C6 N3 134.0(8) . . ?
C5 C6 C1 122.2(8) . . ?
N3 C7 H7A 109.7 . . ?
N3 C7 H7B 109.7 . . ?
N3 C7 C8 110.0(7) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 C7 109.6(7) . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
N4 C9 C8 114.1(7) . . ?
N4 C9 H9A 108.7 . . ?
N4 C9 H9B 108.7 . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
N4 C10 H10A 109.3 . . ?
N4 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 N4 111.8(9) . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
O1B C11 C10 105.6(13) . . ?
O1B C11 H11 110.1 . . ?
O1B C11 C16 111.8(14) . . ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C10 C11 H11 110.1 . . ?
C10 C11 C16 108.9(9) . . ?
H11A C11 H11B 108.3 . . ?
C16 C11 H11A 109.9 . . ?
C16 C11 H11B 109.9 . . ?
C16 C11 H11 110.1 . . ?
N4 C12 H12A 109.8 . . ?
N4 C12 H12B 109.8 . . ?
N4 C12 C13 109.6(8) . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
O1A C13 C12 110.6(12) . . ?
O1A C13 H13 109.3 . . ?
O1A C13 C16 107.3(12) . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C12 C13 H13 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C16 C13 C12 111.0(9) . . ?
C16 C13 H13A 109.4 . . ?
C16 C13 H13B 109.4 . . ?
C16 C13 H13 109.3 . . ?
N4 C14 H14A 109.7 . . ?
N4 C14 H14B 109.7 . . ?
N4 C14 C15 109.9(9) . . ?
H14A C14 H14B 108.2 . . ?
C15 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C14 C15 C16 110.5(9) . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
C11 C16 H16 110.5 . . ?
C13 C16 C11 109.4(10) . . ?
C13 C16 C15 107.5(11) . . ?
C13 C16 H16 110.5 . . ?
C15 C16 C11 108.2(11) . . ?
C15 C16 H16 110.5 . . ?
N5 C17 C18 178(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
Cu1 N1 N2 Cu2 14.1(10) . . . . ?
Cu1 N1 N2 N3 -173.3(6) . . . . ?
Cu1 N1 C1 C2 -7.5(16) . . . . ?
Cu1 N1 C1 C6 172.1(6) . . . . ?
Cu2 N2 N3 C6 172.1(6) . . . . ?
Cu2 N2 N3 C7 -6.4(12) . . . . ?
O1B C11 C16 C13 59.1(15) . . . . ?
O1B C11 C16 C15 175.9(13) . . . . ?
O1A C13 C16 C11 -61.8(13) . . . . ?
O1A C13 C16 C15 -179.1(12) . . . . ?
N1 N2 N3 C6 0.2(10) . . . . ?
N1 N2 N3 C7 -178.3(8) . . . . ?
N1 C1 C2 C3 178.2(11) . . . . ?
N1 C1 C6 N3 1.8(11) . . . . ?
N1 C1 C6 C5 -177.8(9) . . . . ?
N2 N1 C1 C2 178.6(11) . . . . ?
N2 N1 C1 C6 -1.8(11) . . . . ?
N2 N3 C6 C1 -1.3(10) . . . . ?
N2 N3 C6 C5 178.3(11) . . . . ?
N2 N3 C7 C8 115.8(9) . . . . ?
N3 C7 C8 C9 -173.6(8) . . . . ?
N4 C10 C11 O1B -122.9(14) . . . . ?
N4 C10 C11 C16 -2.7(13) . . . . ?
N4 C12 C13 O1A 118.0(13) . . . . ?
N4 C12 C13 C16 -0.9(13) . . . . ?
N4 C14 C15 C16 -4.1(17) . . . . ?
C1 N1 N2 Cu2 -171.6(6) . . . . ?
C1 N1 N2 N3 1.0(10) . . . . ?
C1 C2 C3 C4 0.1(18) . . . . ?
C2 C1 C6 N3 -178.5(9) . . . . ?
C2 C1 C6 C5 1.8(15) . . . . ?
C2 C3 C4 C5 0.7(19) . . . . ?
C3 C4 C5 C6 -0.3(16) . . . . ?
C4 C5 C6 N3 179.5(11) . . . . ?
C4 C5 C6 C1 -1.0(15) . . . . ?
C6 N3 C7 C8 -62.4(13) . . . . ?
C6 C1 C2 C3 -1.4(16) . . . . ?
C7 N3 C6 C1 177.1(9) . . . . ?
C7 N3 C6 C5 -3.3(18) . . . . ?
C7 C8 C9 N4 -163.5(8) . . . . ?
C9 N4 C10 C11 -179.1(9) . . . . ?
C9 N4 C12 C13 -177.2(8) . . . . ?
C9 N4 C14 C15 -179.2(10) . . . . ?
C10 N4 C9 C8 -170.0(8) . . . . ?
C10 N4 C12 C13 -58.4(10) . . . . ?
C10 N4 C14 C15 62.0(13) . . . . ?
C10 C11 C16 C13 -57.2(13) . . . . ?
C10 C11 C16 C15 59.6(13) . . . . ?
C12 N4 C9 C8 -51.2(10) . . . . ?
C12 N4 C10 C11 60.5(11) . . . . ?
C12 N4 C14 C15 -56.2(13) . . . . ?
C12 C13 C16 C11 59.1(12) . . . . ?
C12 C13 C16 C15 -58.2(13) . . . . ?
C14 N4 C9 C8 71.0(11) . . . . ?
C14 N4 C10 C11 -58.7(11) . . . . ?
C14 N4 C12 C13 60.0(10) . . . . ?
C14 C15 C16 C11 -56.2(15) . . . . ?
C14 C15 C16 C13 61.8(15) . . . . ?

_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_1683_hxz_0m
_database_code_depnum_ccdc_archive 'CCDC 2374851'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic University
China
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_audit_creation_date             2023-12-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H44 Cu4 I6 N8 O2, C2 H3 N'
_chemical_formula_sum            'C34 H47 Cu4 I6 N9 O2'
_chemical_formula_weight         1629.36
_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'
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'
O O 0.0106 0.0060 '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                   10.1107(15)
_cell_length_b                   11.2297(18)
_cell_length_c                   11.9172(17)
_cell_angle_alpha                73.930(6)
_cell_angle_beta                 67.168(5)
_cell_angle_gamma                71.862(6)
_cell_volume                     1166.1(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      28.162
_cell_measurement_theta_min      2.246
_shelx_estimated_absorpt_T_max   0.654
_shelx_estimated_absorpt_T_min   0.542
_exptl_absorpt_coefficient_mu    5.811
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0919 before and 0.0577 after correction.
The Ratio of minimum to maximum transmission is 0.6567.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.320
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25365
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.345
_diffrn_reflns_theta_min         1.884
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4857
_reflns_number_total             5799
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.172
_refine_diff_density_min         -1.140
_refine_diff_density_rms         0.160
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         5799
_refine_ls_number_restraints     103
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.186
_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)+(0.0219P)²+6.2750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1023
_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. Restrained distances
 N5-C18
 1.16 with sigma of 0.02
 C18-C17
 1.46 with sigma of 0.02
 N5-C17
 2.62 with sigma of 0.02
 O1-C14
 1.43 with sigma of 0.01
3. Rigid bond restraints
 O1, N4, C10, C11, C12, C13, C14, C15, C16
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 N5, C17, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
N5 \\sim C17 \\sim C18: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
O1 \\sim N4 \\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim
C16: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
5. Others
 Fixed Sof: N5(0.5) C17(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C18(0.5)
6.a Ternary CH refined with riding coordinates:
 C14(H14), C16(H16)
6.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C15(H15A,H15B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
6.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 -0.13131(4) 0.70486(4) 1.01328(4) 0.03994(11) Uani 1 1 d . . . . .
I2 I 0.08462(5) 0.55815(5) 0.66424(4) 0.04560(13) Uani 1 1 d . . . . .
I3 I 0.54728(5) 0.30538(5) 0.60571(4) 0.04535(12) Uani 1 1 d . . . . .
Cu1 Cu 0.09134(9) 0.54132(8) 0.88850(7) 0.04065(19) Uani 1 1 d . . . . .
Cu2 Cu 0.37364(10) 0.53603(9) 0.60355(8) 0.0457(2) Uani 1 1 d . . . . .
O1 O 0.9707(18) 1.0969(17) 0.3600(16) 0.224(6) Uani 1 1 d D U . . .
N1 N 0.2797(5) 0.5976(5) 0.8561(4) 0.0300(10) Uani 1 1 d . . . . .
N2 N 0.3881(5) 0.5936(5) 0.7513(4) 0.0305(10) Uani 1 1 d . . . . .
N3 N 0.5025(5) 0.6225(5) 0.7618(4) 0.0294(10) Uani 1 1 d . . . . .
N4 N 0.8277(7) 0.8646(6) 0.3921(5) 0.0472(13) Uani 1 1 d . U . . .
C1 C 0.3223(6) 0.6299(5) 0.9382(5) 0.0286(11) Uani 1 1 d . . . . .
C2 C 0.2500(6) 0.6412(6) 1.0629(5) 0.0343(13) Uani 1 1 d . . . . .
H2 H 0.152159 0.630259 1.105226 0.041 Uiso 1 1 calc R U . . .
C3 C 0.3273(7) 0.6686(6) 1.1201(6) 0.0369(13) Uani 1 1 d . . . . .
H3 H 0.281186 0.678718 1.204221 0.044 Uiso 1 1 calc R U . . .
C4 C 0.4745(7) 0.6827(7) 1.0585(6) 0.0396(14) Uani 1 1 d . . . . .
H4 H 0.524264 0.699748 1.103411 0.047 Uiso 1 1 calc R U . . .
C5 C 0.5473(7) 0.6726(6) 0.9369(5) 0.0348(13) Uani 1 1 d . . . . .
H5 H 0.645128 0.683807 0.895270 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4672(6) 0.6444(5) 0.8773(5) 0.0272(11) Uani 1 1 d . . . . .
C7 C 0.6422(6) 0.6234(6) 0.6587(5) 0.0344(13) Uani 1 1 d . . . . .
H7A H 0.651043 0.569695 0.601618 0.041 Uiso 1 1 calc R U . . .
H7B H 0.725386 0.586179 0.691363 0.041 Uiso 1 1 calc R U . . .
C8 C 0.6519(7) 0.7565(6) 0.5880(6) 0.0389(14) Uani 1 1 d . . . . .
H8A H 0.646146 0.810946 0.643175 0.047 Uiso 1 1 calc R U . . .
H8B H 0.569754 0.795010 0.554084 0.047 Uiso 1 1 calc R U . . .
C9 C 0.7988(8) 0.7455(7) 0.4837(7) 0.0502(18) Uani 1 1 d . . . . .
H9A H 0.878218 0.712493 0.521003 0.060 Uiso 1 1 calc R U . . .
H9B H 0.806729 0.680999 0.437757 0.060 Uiso 1 1 calc R U . . .
C10 C 0.7310(12) 0.8997(11) 0.3152(10) 0.090(3) Uani 1 1 d . U . . .
H10A H 0.626637 0.914815 0.369370 0.108 Uiso 1 1 calc R U . . .
H10B H 0.750117 0.827846 0.273816 0.108 Uiso 1 1 calc R U . . .
C11 C 0.7568(14) 1.0202(13) 0.2161(12) 0.116(4) Uani 1 1 d . U . . .
H11A H 0.667256 1.090180 0.232540 0.140 Uiso 1 1 calc R U . . .
H11B H 0.780090 1.002346 0.132833 0.140 Uiso 1 1 calc R U . . .
C12 C 0.9774(11) 0.8377(10) 0.3017(10) 0.104(4) Uani 1 1 d . U . . .
H12A H 0.988491 0.764411 0.265326 0.125 Uiso 1 1 calc R U . . .
H12B H 1.049693 0.812468 0.345931 0.125 Uiso 1 1 calc R U . . .
C13 C 1.0131(12) 0.9459(10) 0.2003(11) 0.102(4) Uani 1 1 d . U . . .
H13A H 1.031113 0.923402 0.120089 0.122 Uiso 1 1 calc R U . . .
H13B H 1.103631 0.965643 0.196814 0.122 Uiso 1 1 calc R U . . .
C14 C 0.8360(16) 1.0901(12) 0.3432(13) 0.120(3) Uani 1 1 d D U . . .
H14 H 0.757231 1.170462 0.352296 0.144 Uiso 1 1 calc R U . . .
C15 C 0.7955(15) 0.9795(10) 0.4459(10) 0.096(3) Uani 1 1 d . U . . .
H15A H 0.852817 0.961482 0.502158 0.115 Uiso 1 1 calc R U . . .
H15B H 0.689376 1.001659 0.494526 0.115 Uiso 1 1 calc R U . . .
C16 C 0.8878(13) 1.0585(10) 0.2228(11) 0.097(3) Uani 1 1 d . U . . .
H16 H 0.911752 1.134097 0.157613 0.116 Uiso 1 1 calc R U . . .
N5 N 0.631(6) 0.970(3) 0.744(4) 0.24(2) Uani 0.5 1 d D U P A -1
C17 C 0.501(19) 0.994(15) 0.975(6) 0.18(3) Uani 0.5 1 d D U P A -1
H17A H 0.406646 0.969464 1.002403 0.266 Uiso 0.5 1 calc R U P A -1
H17B H 0.482062 1.081516 0.987155 0.266 Uiso 0.5 1 calc R U P A -1
H17C H 0.561658 0.936322 1.024170 0.266 Uiso 0.5 1 calc R U P A -1
C18 C 0.577(5) 0.987(3) 0.845(4) 0.156(14) Uani 0.5 1 d D U P A -1


_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 2.6441(10) . ?
I1 Cu1 2.6563(10) 2_567 ?
I2 Cu1 2.6526(10) . ?
I2 Cu2 2.6705(11) . ?
I3 Cu2 2.6379(11) . ?
I3 Cu2 2.6288(10) 2_666 ?
Cu1 Cu1 2.6884(16) 2_567 ?
Cu1 N1 2.054(5) . ?
Cu2 Cu2 2.8634(18) 2_666 ?
Cu2 N2 2.104(5) . ?
O1 C14 1.479(9) . ?
N1 N2 1.304(6) . ?
N1 C1 1.377(7) . ?
N2 N3 1.352(6) . ?
N3 C6 1.354(7) . ?
N3 C7 1.470(7) . ?
N4 C9 1.501(8) . ?
N4 C10 1.485(12) . ?
N4 C12 1.474(10) . ?
N4 C15 1.489(12) . ?
C1 C2 1.400(8) . ?
C1 C6 1.399(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.361(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.419(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.366(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.411(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.512(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.518(9) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.546(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C16 1.549(17) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.480(12) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C16 1.484(15) . ?
C14 H14 1.0000 . ?
C14 C15 1.515(14) . ?
C14 C16 1.429(18) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16 1.0000 . ?
N5 C18 1.149(16) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C18 1.456(17) . ?

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 60.95(3) . 2_567 ?
Cu1 I2 Cu2 81.88(3) . . ?
Cu2 I3 Cu2 65.87(3) 2_666 . ?
I1 Cu1 I1 119.05(3) . 2_567 ?
I1 Cu1 I2 112.03(3) . . ?
I1 Cu1 Cu1 59.30(3) 2_567 2_567 ?
I1 Cu1 Cu1 59.75(4) . 2_567 ?
I2 Cu1 I1 105.98(3) . 2_567 ?
I2 Cu1 Cu1 129.86(5) . 2_567 ?
N1 Cu1 I1 106.64(15) . . ?
N1 Cu1 I1 107.98(14) . 2_567 ?
N1 Cu1 I2 104.14(13) . . ?
N1 Cu1 Cu1 125.92(14) . 2_567 ?
I2 Cu2 Cu2 134.24(5) . 2_666 ?
I3 Cu2 I2 118.08(4) . . ?
I3 Cu2 I2 106.71(3) 2_666 . ?
I3 Cu2 I3 114.13(3) 2_666 . ?
I3 Cu2 Cu2 56.91(3) . 2_666 ?
I3 Cu2 Cu2 57.22(3) 2_666 2_666 ?
N2 Cu2 I2 103.12(13) . . ?
N2 Cu2 I3 111.80(13) . 2_666 ?
N2 Cu2 I3 102.41(15) . . ?
N2 Cu2 Cu2 122.61(14) . 2_666 ?
N2 N1 Cu1 122.2(4) . . ?
N2 N1 C1 108.8(4) . . ?
C1 N1 Cu1 128.5(4) . . ?
N1 N2 Cu2 121.1(3) . . ?
N1 N2 N3 108.9(4) . . ?
N3 N2 Cu2 129.9(4) . . ?
N2 N3 C6 110.0(4) . . ?
N2 N3 C7 121.4(5) . . ?
C6 N3 C7 128.6(5) . . ?
C10 N4 C9 108.9(6) . . ?
C10 N4 C15 105.2(9) . . ?
C12 N4 C9 109.7(6) . . ?
C12 N4 C10 103.3(8) . . ?
C12 N4 C15 113.1(8) . . ?
C15 N4 C9 115.7(6) . . ?
N1 C1 C2 131.3(5) . . ?
N1 C1 C6 107.3(5) . . ?
C6 C1 C2 121.3(5) . . ?
C1 C2 H2 121.8 . . ?
C3 C2 C1 116.5(5) . . ?
C3 C2 H2 121.8 . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.3(6) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 118.8 . . ?
C5 C4 C3 122.4(6) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 H5 122.3 . . ?
C4 C5 C6 115.4(5) . . ?
C6 C5 H5 122.3 . . ?
N3 C6 C1 105.1(5) . . ?
N3 C6 C5 132.7(5) . . ?
C1 C6 C5 122.2(5) . . ?
N3 C7 H7A 109.2 . . ?
N3 C7 H7B 109.2 . . ?
N3 C7 C8 111.9(5) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
C7 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
C7 C8 C9 107.2(5) . . ?
H8A C8 H8B 108.5 . . ?
C9 C8 H8A 110.3 . . ?
C9 C8 H8B 110.3 . . ?
N4 C9 C8 117.1(6) . . ?
N4 C9 H9A 108.0 . . ?
N4 C9 H9B 108.0 . . ?
C8 C9 H9A 108.0 . . ?
C8 C9 H9B 108.0 . . ?
H9A C9 H9B 107.3 . . ?
N4 C10 H10A 109.2 . . ?
N4 C10 H10B 109.2 . . ?
N4 C10 C11 112.1(9) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C10 C11 H11A 110.2 . . ?
C10 C11 H11B 110.2 . . ?
C10 C11 C16 107.4(10) . . ?
H11A C11 H11B 108.5 . . ?
C16 C11 H11A 110.2 . . ?
C16 C11 H11B 110.2 . . ?
N4 C12 H12A 108.7 . . ?
N4 C12 H12B 108.7 . . ?
N4 C12 C13 114.3(8) . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
C12 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
C12 C13 C16 109.0(8) . . ?
H13A C13 H13B 108.3 . . ?
C16 C13 H13A 109.9 . . ?
C16 C13 H13B 109.9 . . ?
O1 C14 H14 113.2 . . ?
O1 C14 C15 99.5(12) . . ?
C15 C14 H14 113.2 . . ?
C16 C14 O1 103.9(13) . . ?
C16 C14 H14 113.2 . . ?
C16 C14 C15 112.7(10) . . ?
N4 C15 C14 109.8(9) . . ?
N4 C15 H15A 109.7 . . ?
N4 C15 H15B 109.7 . . ?
C14 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C11 C16 H16 110.4 . . ?
C13 C16 C11 105.2(11) . . ?
C13 C16 H16 110.4 . . ?
C14 C16 C11 104.3(10) . . ?
C14 C16 C13 115.7(12) . . ?
C14 C16 H16 110.4 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
N5 C18 C17 173(7) . . ?

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
Cu1 N1 N2 Cu2 2.8(6) . . . . ?
Cu1 N1 N2 N3 -173.2(4) . . . . ?
Cu1 N1 C1 C2 -4.0(10) . . . . ?
Cu1 N1 C1 C6 172.0(4) . . . . ?
Cu2 N2 N3 C6 -174.8(4) . . . . ?
Cu2 N2 N3 C7 3.4(8) . . . . ?
O1 C14 C15 N4 -107.1(13) . . . . ?
O1 C14 C16 C11 167.2(11) . . . . ?
O1 C14 C16 C13 52.1(13) . . . . ?
N1 N2 N3 C6 0.7(6) . . . . ?
N1 N2 N3 C7 178.9(5) . . . . ?
N1 C1 C2 C3 176.5(6) . . . . ?
N1 C1 C6 N3 1.1(6) . . . . ?
N1 C1 C6 C5 -177.4(5) . . . . ?
N2 N1 C1 C2 -176.8(6) . . . . ?
N2 N1 C1 C6 -0.7(6) . . . . ?
N2 N3 C6 C1 -1.1(6) . . . . ?
N2 N3 C6 C5 177.1(6) . . . . ?
N2 N3 C7 C8 98.8(7) . . . . ?
N3 C7 C8 C9 -179.4(5) . . . . ?
N4 C10 C11 C16 4.9(15) . . . . ?
N4 C12 C13 C16 4.0(18) . . . . ?
C1 N1 N2 Cu2 176.0(4) . . . . ?
C1 N1 N2 N3 0.0(6) . . . . ?
C1 C2 C3 C4 -1.3(10) . . . . ?
C2 C1 C6 N3 177.6(6) . . . . ?
C2 C1 C6 C5 -0.9(9) . . . . ?
C2 C3 C4 C5 1.6(11) . . . . ?
C3 C4 C5 C6 -1.3(10) . . . . ?
C4 C5 C6 N3 -177.0(6) . . . . ?
C4 C5 C6 C1 1.0(9) . . . . ?
C6 N3 C7 C8 -83.3(7) . . . . ?
C6 C1 C2 C3 0.9(9) . . . . ?
C7 N3 C6 C1 -179.2(5) . . . . ?
C7 N3 C6 C5 -0.9(11) . . . . ?
C7 C8 C9 N4 174.0(6) . . . . ?
C9 N4 C10 C11 -178.7(9) . . . . ?
C9 N4 C12 C13 174.9(11) . . . . ?
C9 N4 C15 C14 177.5(9) . . . . ?
C10 N4 C9 C8 -70.4(9) . . . . ?
C10 N4 C12 C13 58.9(14) . . . . ?
C10 N4 C15 C14 -62.2(12) . . . . ?
C10 C11 C16 C13 58.4(13) . . . . ?
C10 C11 C16 C14 -63.9(14) . . . . ?
C12 N4 C9 C8 177.1(9) . . . . ?
C12 N4 C10 C11 -62.1(12) . . . . ?
C12 N4 C15 C14 49.8(14) . . . . ?
C12 C13 C16 C11 -63.8(14) . . . . ?
C12 C13 C16 C14 50.8(16) . . . . ?
C15 N4 C9 C8 47.8(11) . . . . ?
C15 N4 C10 C11 56.7(12) . . . . ?
C15 N4 C12 C13 -54.2(15) . . . . ?
C15 C14 C16 C11 60.4(15) . . . . ?
C15 C14 C16 C13 -54.7(15) . . . . ?
C16 C14 C15 N4 2.5(17) . . . . ?

_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_1684_hxz_0m
_database_code_depnum_ccdc_archive 'CCDC 2374850'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic University
China
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_audit_creation_date             2023-12-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H19 Cu2 I3 N4 O, O'
_chemical_formula_sum            'C15 H19 Cu2 I3 N4 O2'
_chemical_formula_weight         795.12
_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'
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'
O O 0.0106 0.0060 '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                   11.4886(10)
_cell_length_b                   13.4361(10)
_cell_length_c                   15.0603(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.972(3)
_cell_angle_gamma                90
_cell_volume                     2296.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6616
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      27.457
_cell_measurement_theta_min      2.739
_shelx_estimated_absorpt_T_max   0.891
_shelx_estimated_absorpt_T_min   0.232
_exptl_absorpt_coefficient_mu    5.901
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1404 before and 0.1058 after correction.
The Ratio of minimum to maximum transmission is 0.6675.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0873
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22607
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.545
_diffrn_reflns_theta_min         2.042
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4048
_reflns_number_total             5283
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.103
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.221
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         5283
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0506
_refine_ls_restrained_S_all      1.088
_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)+(0.0431P)²+11.0139P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1209
_refine_ls_wR_factor_ref         0.1343
_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
 O1-C12 = O4-C10
 1.43 with sigma of 0.01
3. Others
 Sof(O1)=Sof(H10A)=Sof(H10B)=Sof(O3)=1-FVAR(1)
 Sof(O4)=Sof(H12A)=Sof(H12B)=Sof(O2)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C15(H15)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.87270(5) 0.40231(4) 0.84550(3) 0.03414(15) Uani 1 1 d . . . . .
I2 I 0.81246(6) 0.18543(4) 0.62176(4) 0.04111(17) Uani 1 1 d . . . . .
I3 I 0.62338(5) 0.15836(4) 0.84210(3) 0.03565(15) Uani 1 1 d . . . . .
Cu1 Cu 0.75585(10) 0.55534(8) 0.76462(7) 0.0418(3) Uani 1 1 d . . . . .
Cu2 Cu 0.72090(10) 0.28655(8) 0.74406(7) 0.0417(3) Uani 1 1 d . . . . .
O1 O 0.1885(13) -0.0423(9) 0.7482(8) 0.053(4) Uani 0.499(14) 1 d D . P A 2
O4 O 0.3236(18) -0.0876(11) 0.6845(11) 0.109(9) Uani 0.501(14) 1 d D . P A 1
N1 N 0.6123(6) 0.4876(5) 0.6915(4) 0.0290(14) Uani 1 1 d . . . . .
N2 N 0.5987(6) 0.3917(5) 0.6822(4) 0.0282(13) Uani 1 1 d . . . . .
N3 N 0.4970(6) 0.3734(5) 0.6247(4) 0.0284(14) Uani 1 1 d . . . . .
N4 N 0.2943(6) 0.1550(5) 0.6360(4) 0.0289(14) Uani 1 1 d . . . . .
C1 C 0.5187(7) 0.5330(5) 0.6404(5) 0.0266(15) Uani 1 1 d . . . . .
C2 C 0.4930(8) 0.6346(6) 0.6282(6) 0.0379(19) Uani 1 1 d . . . . .
H2 H 0.544233 0.684472 0.656838 0.045 Uiso 1 1 calc R U . . .
C3 C 0.3898(8) 0.6584(7) 0.5725(6) 0.042(2) Uani 1 1 d . . . . .
H3 H 0.368431 0.726344 0.563205 0.051 Uiso 1 1 calc R U . . .
C4 C 0.3151(8) 0.5836(7) 0.5289(6) 0.045(2) Uani 1 1 d . . . . .
H4 H 0.244493 0.603332 0.491655 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3400(7) 0.4833(7) 0.5380(5) 0.0364(18) Uani 1 1 d . . . . .
H5 H 0.290349 0.433796 0.507071 0.044 Uiso 1 1 calc R U . . .
C6 C 0.4438(7) 0.4599(6) 0.5963(5) 0.0269(15) Uani 1 1 d . . . . .
C7 C 0.4553(8) 0.2728(6) 0.6048(6) 0.0348(18) Uani 1 1 d . . . . .
H7A H 0.521887 0.225484 0.617015 0.042 Uiso 1 1 calc R U . . .
H7B H 0.420841 0.267396 0.540539 0.042 Uiso 1 1 calc R U . . .
C8 C 0.3635(7) 0.2475(6) 0.6625(5) 0.0312(17) Uani 1 1 d . . . . .
H8A H 0.403015 0.240081 0.725435 0.037 Uiso 1 1 calc R U . . .
H8B H 0.307960 0.304060 0.660707 0.037 Uiso 1 1 calc R U . . .
C9 C 0.3732(8) 0.0681(6) 0.6222(6) 0.0373(19) Uani 1 1 d . . . . .
H9A H 0.432084 0.058920 0.677051 0.045 Uiso 1 1 calc R U . . .
H9B H 0.416231 0.083250 0.571817 0.045 Uiso 1 1 calc R U . . .
C10 C 0.3040(9) -0.0284(7) 0.6020(8) 0.056(3) Uani 1 1 d D . . . .
H10A H 0.327288 -0.077391 0.650615 0.067 Uiso 0.499(14) 1 calc R U P A 2
H10B H 0.320471 -0.057415 0.544764 0.067 Uiso 0.499(14) 1 calc R U P A 2
C11 C 0.2250(9) 0.1275(7) 0.7092(6) 0.043(2) Uani 1 1 d . . . . .
H11A H 0.173870 0.183947 0.720459 0.051 Uiso 1 1 calc R U . . .
H11B H 0.279855 0.114033 0.765453 0.051 Uiso 1 1 calc R U . . .
C12 C 0.1482(10) 0.0346(8) 0.6832(7) 0.058(3) Uani 1 1 d D . . . .
H12A H 0.166743 -0.017447 0.729794 0.069 Uiso 0.501(14) 1 calc R U P A 1
H12B H 0.063805 0.052087 0.678972 0.069 Uiso 0.501(14) 1 calc R U P A 1
C13 C 0.2084(8) 0.1713(6) 0.5500(5) 0.0376(19) Uani 1 1 d . . . . .
H13A H 0.252118 0.190559 0.500906 0.045 Uiso 1 1 calc R U . . .
H13B H 0.153487 0.225960 0.558620 0.045 Uiso 1 1 calc R U . . .
C14 C 0.1389(8) 0.0755(7) 0.5245(6) 0.045(2) Uani 1 1 d . . . . .
H14A H 0.053472 0.089468 0.518730 0.053 Uiso 1 1 calc R U . . .
H14B H 0.155558 0.051320 0.465687 0.053 Uiso 1 1 calc R U . . .
C15 C 0.1721(8) -0.0037(7) 0.5949(6) 0.043(2) Uani 1 1 d . . . . .
H15 H 0.124269 -0.064977 0.578264 0.051 Uiso 1 1 calc R U . . .
O2 O 0.4669(15) -0.0885(12) 0.8977(12) 0.071(5) Uani 0.501(14) 1 d . . P A 1
O3 O 0.4178(15) -0.1325(14) 0.8146(12) 0.080(6) Uani 0.499(14) 1 d . . P A 2


_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 2.6463(12) . ?
I1 Cu2 2.6388(12) . ?
I2 Cu1 2.6490(13) 2_646 ?
I2 Cu2 2.6361(13) . ?
I3 Cu1 2.6684(13) 2_646 ?
I3 Cu2 2.6303(13) . ?
Cu1 N1 2.048(6) . ?
Cu2 N2 2.104(6) . ?
O1 C12 1.449(9) . ?
O4 C10 1.463(9) . ?
N1 N2 1.303(9) . ?
N1 C1 1.366(9) . ?
N2 N3 1.363(8) . ?
N3 C6 1.351(10) . ?
N3 C7 1.450(9) . ?
N4 C8 1.496(10) . ?
N4 C9 1.512(10) . ?
N4 C11 1.504(11) . ?
N4 C13 1.517(10) . ?
C1 C2 1.402(11) . ?
C1 C6 1.402(10) . ?
C2 H2 0.9500 . ?
C2 C3 1.379(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.415(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.402(11) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.505(12) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.527(11) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C15 1.539(13) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.543(13) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C15 1.491(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.532(12) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.508(12) . ?
C15 H15 1.0000 . ?

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 87.10(4) . . ?
Cu2 I2 Cu1 72.43(4) . 2_646 ?
Cu2 I3 Cu1 72.21(4) . 2_646 ?
I1 Cu1 I2 113.30(4) . 2_656 ?
I1 Cu1 I3 113.97(5) . 2_656 ?
I2 Cu1 I3 106.32(4) 2_656 2_656 ?
N1 Cu1 I1 102.12(18) . . ?
N1 Cu1 I2 110.23(19) . 2_656 ?
N1 Cu1 I3 110.96(18) . 2_656 ?
I2 Cu2 I1 114.12(5) . . ?
I3 Cu2 I1 111.21(4) . . ?
I3 Cu2 I2 107.82(4) . . ?
N2 Cu2 I1 101.30(18) . . ?
N2 Cu2 I2 110.36(18) . . ?
N2 Cu2 I3 112.02(19) . . ?
N2 N1 Cu1 124.8(5) . . ?
N2 N1 C1 108.1(6) . . ?
C1 N1 Cu1 127.0(5) . . ?
N1 N2 Cu2 123.7(5) . . ?
N1 N2 N3 108.9(6) . . ?
N3 N2 Cu2 127.4(5) . . ?
N2 N3 C7 121.5(6) . . ?
C6 N3 N2 110.3(6) . . ?
C6 N3 C7 128.2(6) . . ?
C8 N4 C9 111.9(6) . . ?
C8 N4 C11 109.2(6) . . ?
C8 N4 C13 110.8(6) . . ?
C9 N4 C13 108.6(6) . . ?
C11 N4 C9 107.9(6) . . ?
C11 N4 C13 108.3(7) . . ?
N1 C1 C2 129.8(7) . . ?
N1 C1 C6 109.0(6) . . ?
C6 C1 C2 121.3(7) . . ?
C1 C2 H2 121.7 . . ?
C3 C2 C1 116.7(8) . . ?
C3 C2 H2 121.7 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(8) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 118.4 . . ?
C5 C4 C3 123.2(8) . . ?
C5 C4 H4 118.4 . . ?
C4 C5 H5 122.5 . . ?
C4 C5 C6 115.1(8) . . ?
C6 C5 H5 122.5 . . ?
N3 C6 C1 103.8(6) . . ?
N3 C6 C5 133.6(7) . . ?
C1 C6 C5 122.6(7) . . ?
N3 C7 H7A 109.8 . . ?
N3 C7 H7B 109.8 . . ?
N3 C7 C8 109.3(7) . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
N4 C8 C7 115.1(6) . . ?
N4 C8 H8A 108.5 . . ?
N4 C8 H8B 108.5 . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
N4 C9 H9A 109.2 . . ?
N4 C9 H9B 109.2 . . ?
N4 C9 C10 112.3(7) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
O4 C10 C9 106.6(10) . . ?
O4 C10 C15 101.3(11) . . ?
C9 C10 H10A 110.1 . . ?
C9 C10 H10B 110.1 . . ?
C9 C10 C15 107.9(7) . . ?
H10A C10 H10B 108.4 . . ?
C15 C10 H10A 110.1 . . ?
C15 C10 H10B 110.1 . . ?
N4 C11 H11A 109.4 . . ?
N4 C11 H11B 109.4 . . ?
N4 C11 C12 111.1(7) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
O1 C12 C11 107.2(9) . . ?
O1 C12 C15 105.8(10) . . ?
C11 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
C15 C12 C11 109.2(7) . . ?
C15 C12 H12A 109.8 . . ?
C15 C12 H12B 109.8 . . ?
N4 C13 H13A 109.7 . . ?
N4 C13 H13B 109.7 . . ?
N4 C13 C14 109.6(6) . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 C13 110.6(7) . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C10 C15 H15 109.7 . . ?
C12 C15 C10 109.2(8) . . ?
C12 C15 C14 108.8(8) . . ?
C12 C15 H15 109.7 . . ?
C14 C15 C10 109.8(8) . . ?
C14 C15 H15 109.7 . . ?

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
Cu1 N1 N2 Cu2 1.8(9) . . . . ?
Cu1 N1 N2 N3 -176.1(5) . . . . ?
Cu1 N1 C1 C2 -3.7(12) . . . . ?
Cu1 N1 C1 C6 175.7(5) . . . . ?
Cu2 N2 N3 C6 -177.8(5) . . . . ?
Cu2 N2 N3 C7 5.5(10) . . . . ?
O1 C12 C15 C10 -56.7(11) . . . . ?
O1 C12 C15 C14 -176.6(9) . . . . ?
O4 C10 C15 C12 48.8(11) . . . . ?
O4 C10 C15 C14 168.1(10) . . . . ?
N1 N2 N3 C6 0.0(9) . . . . ?
N1 N2 N3 C7 -176.7(7) . . . . ?
N1 C1 C2 C3 -179.3(8) . . . . ?
N1 C1 C6 N3 0.7(8) . . . . ?
N1 C1 C6 C5 -179.5(7) . . . . ?
N2 N1 C1 C2 179.9(8) . . . . ?
N2 N1 C1 C6 -0.7(9) . . . . ?
N2 N3 C6 C1 -0.4(8) . . . . ?
N2 N3 C6 C5 179.8(9) . . . . ?
N2 N3 C7 C8 97.8(8) . . . . ?
N3 C7 C8 N4 167.6(6) . . . . ?
N4 C9 C10 O4 -103.8(12) . . . . ?
N4 C9 C10 C15 4.3(11) . . . . ?
N4 C11 C12 O1 117.7(10) . . . . ?
N4 C11 C12 C15 3.6(11) . . . . ?
N4 C13 C14 C15 3.0(11) . . . . ?
C1 N1 N2 Cu2 178.3(5) . . . . ?
C1 N1 N2 N3 0.4(8) . . . . ?
C1 C2 C3 C4 -1.1(14) . . . . ?
C2 C1 C6 N3 -179.9(7) . . . . ?
C2 C1 C6 C5 -0.1(12) . . . . ?
C2 C3 C4 C5 -0.6(15) . . . . ?
C3 C4 C5 C6 1.9(14) . . . . ?
C4 C5 C6 N3 178.2(9) . . . . ?
C4 C5 C6 C1 -1.6(12) . . . . ?
C6 N3 C7 C8 -78.3(9) . . . . ?
C6 C1 C2 C3 1.4(12) . . . . ?
C7 N3 C6 C1 176.1(7) . . . . ?
C7 N3 C6 C5 -3.7(14) . . . . ?
C8 N4 C9 C10 175.8(7) . . . . ?
C8 N4 C11 C12 177.8(8) . . . . ?
C8 N4 C13 C14 180.0(7) . . . . ?
C9 N4 C8 C7 48.9(9) . . . . ?
C9 N4 C11 C12 -60.4(9) . . . . ?
C9 N4 C13 C14 56.7(9) . . . . ?
C9 C10 C15 C12 -62.9(10) . . . . ?
C9 C10 C15 C14 56.3(11) . . . . ?
C11 N4 C8 C7 168.4(7) . . . . ?
C11 N4 C9 C10 55.6(9) . . . . ?
C11 N4 C13 C14 -60.3(9) . . . . ?
C11 C12 C15 C10 58.3(10) . . . . ?
C11 C12 C15 C14 -61.6(10) . . . . ?
C13 N4 C8 C7 -72.4(9) . . . . ?
C13 N4 C9 C10 -61.6(9) . . . . ?
C13 N4 C11 C12 57.0(9) . . . . ?
C13 C14 C15 C10 -61.1(11) . . . . ?
C13 C14 C15 C12 58.3(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
