# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2025

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 2359283'
loop_
_audit_author_name
_audit_author_address
'Lin Junqi'
;Huanggang Normal University
China
;
_audit_update_record             
;
2024-05-30 deposited with the CCDC.	2024-12-19 downloaded from the CCDC.
;
_audit_creation_date             2023-06-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H20 Cu N5, 2(Cl O4)'
_chemical_formula_sum            'C8 H20 Cl2 Cu N5 O8'
_chemical_formula_weight         448.73
_chemical_absolute_configuration ?
_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'
Cl Cl 0.1484 0.1585 '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'
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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   8.3439(14)
_cell_length_b                   15.187(3)
_cell_length_c                   14.026(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.286(4)
_cell_angle_gamma                90
_cell_volume                     1758.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1156
_cell_measurement_temperature    276(2)
_cell_measurement_theta_max      18.881
_cell_measurement_theta_min      2.683
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.592
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1260 before and 0.0778 after correction. The Ratio of minimum to maximum transmission is 0.8386. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_description       platy
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1276
_diffrn_reflns_av_unetI/netI     0.1019
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12490
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.068
_diffrn_reflns_theta_max         25.068
_diffrn_reflns_theta_min         2.682
_diffrn_ambient_temperature      276.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker apexIII ccd detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.991
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                1972
_reflns_number_total             3124
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 
;
 Flack x determined using 667 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.46(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3124
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1179
_refine_ls_R_factor_gt           0.0627
_refine_ls_restrained_S_all      1.035
_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)+(0.0714P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1641
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
2. Others
 Fixed Sof: O8(0.5) O9(0.5)
3.a Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), N5(H5A,H5B), C5(H5C,H5D), C7(H7A,H7B), C6(H6A,H6B), C1(H1C,H1D),
 C3(H3A,H3B), C4(H4A,H4B), C8(H8A,H8B), C2(H2A,H2B)
;
_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
Cu1 Cu 0.43181(16) 0.66937(9) 0.46548(13) 0.0503(5) Uani 1 1 d . . . . .
Cl2 Cl 0.8265(5) 0.5948(3) 0.7230(3) 0.0707(12) Uani 1 1 d . . . . .
Cl1 Cl 0.4351(8) 0.3484(2) 0.4530(5) 0.0756(15) Uani 1 1 d . . . . .
N4 N 0.3941(19) 0.6538(11) 0.6031(12) 0.068(5) Uani 1 1 d . . . . .
N3 N 0.2616(16) 0.5731(8) 0.4360(11) 0.070(4) Uani 1 1 d . . . . .
N1 N 0.6739(16) 0.6289(10) 0.4641(11) 0.075(4) Uani 1 1 d . . . . .
H1A H 0.742223 0.671742 0.486069 0.091 Uiso 1 1 calc R . . . .
H1B H 0.696201 0.581538 0.501012 0.091 Uiso 1 1 calc R . . . .
N5 N 0.431(2) 0.8021(8) 0.4960(10) 0.081(5) Uani 1 1 d . . . . .
H5A H 0.514576 0.828715 0.475780 0.097 Uiso 1 1 calc R . . . .
H5B H 0.339770 0.826987 0.467116 0.097 Uiso 1 1 calc R . . . .
O2 O 0.554(2) 0.4029(13) 0.4950(16) 0.158(8) Uani 1 1 d . . . . .
C5 C 0.167(2) 0.5783(13) 0.5148(18) 0.093(7) Uani 1 1 d . . . . .
H5C H 0.095951 0.527551 0.513491 0.112 Uiso 1 1 calc R . . . .
H5D H 0.100131 0.630935 0.508181 0.112 Uiso 1 1 calc R . . . .
O1 O 0.366(3) 0.3891(13) 0.3689(16) 0.188(10) Uani 1 1 d . . . . .
C7 C 0.338(3) 0.7364(17) 0.6351(13) 0.102(8) Uani 1 1 d . . . . .
H7A H 0.348053 0.737110 0.704880 0.123 Uiso 1 1 calc R . . . .
H7B H 0.225497 0.745149 0.608918 0.123 Uiso 1 1 calc R . . . .
C6 C 0.277(3) 0.5808(14) 0.6063(16) 0.099(7) Uani 1 1 d . . . . .
H6A H 0.334614 0.525364 0.616391 0.118 Uiso 1 1 calc R . . . .
H6B H 0.215859 0.589800 0.659241 0.118 Uiso 1 1 calc R . . . .
C1 C 0.688(3) 0.6088(17) 0.3643(15) 0.099(7) Uani 1 1 d . . . . .
H1C H 0.800296 0.613290 0.354493 0.119 Uiso 1 1 calc R . . . .
H1D H 0.652079 0.548871 0.349739 0.119 Uiso 1 1 calc R . . . .
C3 C 0.321(2) 0.6054(12) 0.2773(13) 0.078(5) Uani 1 1 d . . . . .
H3A H 0.383444 0.551467 0.277350 0.093 Uiso 1 1 calc R . . . .
H3B H 0.279765 0.620637 0.211146 0.093 Uiso 1 1 calc R . . . .
O3 O 0.491(3) 0.2710(11) 0.4214(15) 0.178(10) Uani 1 1 d . . . . .
C4 C 0.186(2) 0.5939(13) 0.3342(15) 0.089(6) Uani 1 1 d . . . . .
H4A H 0.115759 0.546146 0.308117 0.107 Uiso 1 1 calc R . . . .
H4B H 0.121999 0.647399 0.332826 0.107 Uiso 1 1 calc R . . . .
C8 C 0.441(3) 0.8090(14) 0.6009(16) 0.101(7) Uani 1 1 d . . . . .
H8A H 0.402002 0.866064 0.618316 0.121 Uiso 1 1 calc R . . . .
H8B H 0.552861 0.802749 0.630833 0.121 Uiso 1 1 calc R . . . .
C2 C 0.592(3) 0.6679(16) 0.3017(16) 0.101(7) Uani 1 1 d . . . . .
H2A H 0.590602 0.648202 0.235813 0.121 Uiso 1 1 calc R . . . .
H2B H 0.642640 0.725667 0.307418 0.121 Uiso 1 1 calc R . . . .
N2 N 0.421(2) 0.6757(9) 0.3226(12) 0.065(4) Uani 1 1 d . . . . .
O5 O 0.907(3) 0.5846(14) 0.8153(13) 0.192(11) Uani 1 1 d . . . . .
O6 O 0.894(4) 0.546(3) 0.6655(19) 0.274(18) Uani 1 1 d . . . . .
O8 O 0.846(7) 0.670(2) 0.671(2) 0.152(18) Uani 0.5 1 d . . P A 1
O9 O 0.733(4) 0.665(2) 0.729(4) 0.144(17) Uani 0.5 1 d . . P A 2
O7 O 0.689(3) 0.5398(14) 0.6948(19) 0.215(13) Uani 1 1 d . . . . .
O4 O 0.308(4) 0.342(2) 0.505(3) 0.240(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 2.014(16) . ?
Cu1 N3 2.038(12) . ?
Cu1 N1 2.114(13) . ?
Cu1 N5 2.061(13) . ?
Cu1 N2 1.995(17) . ?
Cl2 O5 1.377(15) . ?
Cl2 O6 1.28(2) . ?
Cl2 O8 1.38(3) . ?
Cl2 O9 1.34(2) . ?
Cl2 O7 1.426(19) . ?
Cl1 O2 1.358(16) . ?
Cl1 O1 1.383(18) . ?
Cl1 O3 1.361(15) . ?
Cl1 O4 1.38(2) . ?
N4 C7 1.43(2) . ?
N4 C6 1.48(3) . ?
N3 C5 1.45(2) . ?
N3 C4 1.51(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.45(2) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N5 C8 1.47(2) . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C5 C6 1.47(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.52(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C1 C2 1.42(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.48(3) . ?
C3 N2 1.44(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N2 1.51(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cu1 N3 84.8(7) . . ?
N4 Cu1 N1 104.8(6) . . ?
N4 Cu1 N5 84.8(6) . . ?
N3 Cu1 N1 115.4(6) . . ?
N3 Cu1 N5 136.0(6) . . ?
N5 Cu1 N1 108.6(6) . . ?
N2 Cu1 N4 167.9(7) . . ?
N2 Cu1 N3 84.4(6) . . ?
N2 Cu1 N1 84.8(6) . . ?
N2 Cu1 N5 99.2(6) . . ?
O5 Cl2 O8 121(2) . . ?
O5 Cl2 O7 117.2(16) . . ?
O6 Cl2 O5 109.2(16) . . ?
O6 Cl2 O8 93(3) . . ?
O6 Cl2 O9 144(3) . . ?
O6 Cl2 O7 84(2) . . ?
O8 Cl2 O7 119(2) . . ?
O9 Cl2 O5 104(2) . . ?
O9 Cl2 O7 91.8(18) . . ?
O2 Cl1 O1 106.7(13) . . ?
O2 Cl1 O3 114.0(16) . . ?
O2 Cl1 O4 112.5(16) . . ?
O3 Cl1 O1 103.3(14) . . ?
O3 Cl1 O4 115.9(18) . . ?
O4 Cl1 O1 103(2) . . ?
C7 N4 Cu1 107.5(13) . . ?
C7 N4 C6 113.6(17) . . ?
C6 N4 Cu1 108.1(13) . . ?
C5 N3 Cu1 104.3(11) . . ?
C5 N3 C4 120.6(16) . . ?
C4 N3 Cu1 103.1(10) . . ?
Cu1 N1 H1A 110.5 . . ?
Cu1 N1 H1B 110.5 . . ?
H1A N1 H1B 108.7 . . ?
C1 N1 Cu1 106.2(11) . . ?
C1 N1 H1A 110.5 . . ?
C1 N1 H1B 110.5 . . ?
Cu1 N5 H5A 110.5 . . ?
Cu1 N5 H5B 110.5 . . ?
H5A N5 H5B 108.7 . . ?
C8 N5 Cu1 106.1(11) . . ?
C8 N5 H5A 110.5 . . ?
C8 N5 H5B 110.5 . . ?
N3 C5 H5C 109.9 . . ?
N3 C5 H5D 109.9 . . ?
N3 C5 C6 109.0(17) . . ?
H5C C5 H5D 108.3 . . ?
C6 C5 H5C 109.9 . . ?
C6 C5 H5D 109.9 . . ?
N4 C7 H7A 110.0 . . ?
N4 C7 H7B 110.0 . . ?
N4 C7 C8 108.3(17) . . ?
H7A C7 H7B 108.4 . . ?
C8 C7 H7A 110.0 . . ?
C8 C7 H7B 110.0 . . ?
N4 C6 H6A 109.9 . . ?
N4 C6 H6B 109.9 . . ?
C5 C6 N4 109.0(15) . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N1 C1 H1C 109.6 . . ?
N1 C1 H1D 109.6 . . ?
H1C C1 H1D 108.1 . . ?
C2 C1 N1 110.3(18) . . ?
C2 C1 H1C 109.6 . . ?
C2 C1 H1D 109.6 . . ?
H3A C3 H3B 108.6 . . ?
C4 C3 H3A 110.4 . . ?
C4 C3 H3B 110.4 . . ?
N2 C3 H3A 110.4 . . ?
N2 C3 H3B 110.4 . . ?
N2 C3 C4 106.6(15) . . ?
N3 C4 H4A 110.4 . . ?
N3 C4 H4B 110.4 . . ?
C3 C4 N3 106.6(14) . . ?
C3 C4 H4A 110.4 . . ?
C3 C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
N5 C8 C7 108.1(15) . . ?
N5 C8 H8A 110.1 . . ?
N5 C8 H8B 110.1 . . ?
C7 C8 H8A 110.1 . . ?
C7 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C1 C2 N2 113.2(16) . . ?
H2A C2 H2B 107.8 . . ?
N2 C2 H2A 108.9 . . ?
N2 C2 H2B 108.9 . . ?
C3 N2 Cu1 110.3(13) . . ?
C3 N2 C2 111.2(16) . . ?
C2 N2 Cu1 106.6(12) . . ?

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 N4 C7 C8 -43.5(19) . . . . ?
Cu1 N4 C6 C5 -30.9(19) . . . . ?
Cu1 N3 C5 C6 -48.5(18) . . . . ?
Cu1 N3 C4 C3 49.8(14) . . . . ?
Cu1 N1 C1 C2 36(2) . . . . ?
Cu1 N5 C8 C7 -38.8(19) . . . . ?
N4 C7 C8 N5 56(2) . . . . ?
N3 C5 C6 N4 54(2) . . . . ?
N1 C1 C2 N2 -50(3) . . . . ?
C5 N3 C4 C3 165.5(14) . . . . ?
C7 N4 C6 C5 88(2) . . . . ?
C6 N4 C7 C8 -163.1(16) . . . . ?
C1 C2 N2 Cu1 37(2) . . . . ?
C1 C2 N2 C3 -83(2) . . . . ?
C4 N3 C5 C6 -163.5(16) . . . . ?
C4 C3 N2 Cu1 37.1(17) . . . . ?
C4 C3 N2 C2 155.0(17) . . . . ?
N2 C3 C4 N3 -58.5(18) . . . . ?

_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_b
_database_code_depnum_ccdc_archive 'CCDC 2359285'
loop_
_audit_author_name
_audit_author_address
'Lin Junqi'
;Huanggang Normal University
China
;
_audit_update_record             
;
2024-05-30 deposited with the CCDC.	2024-12-19 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_audit_creation_date             2021-10-06
_chemical_formula_sum            'C16 H23 Cl2 Cu N5 O8'
_chemical_formula_weight         547.830
_refine_ls_R_factor_all          0.104
_cell_length_a                   14.9870(3)
_cell_length_b                   9.9557(3)
_cell_length_c                   29.6358(7)
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_volume                     4421.8(2)
_cell_formula_units_Z            8
_symmetry_int_tables_number      61
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  -P_2ac_2ab

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z
5 -x,-y,-z
6 1/2+x,y,1/2-z
7 1/2-x,1/2+y,z
8 x,1/2-y,1/2+z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
Cu ? 1.200
Cl ? 1.200
N ? 1.200
C ? 1.200
O ? 1.200
H ? 1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
Cu1 Cu 0.5092(0) 0.2753(1) 0.3759(0) 1.000 8 c ? d Uani 0.0704(4)
Cl1 Cl 0.4340(1) 0.6522(2) 0.2873(1) 1.000 8 c ? d Uani 0.0960(7)
N1 N 0.5134(3) 0.4383(6) 0.4169(2) 1.000 8 c ? d Uani 0.0688(14)
C1 C 0.4368(4) 0.5038(7) 0.4169(2) 1.000 8 c ? d Uani 0.0706(17)
O1 O 0.425(6) 0.693(6) 0.3322(9) 0.28(3) 8 c ? d Uani 0.24(5)
O1' O 0.4927(6) 0.602(2) 0.3180(6) 0.72(3) 8 c ? d Uani 0.155(7)
Cl2 Cl 0.3302(1) 0.0528(2) 0.4824(1) 1.000 8 c ? d Uani 0.0830(6)
N2 N 0.3807(5) 0.3152(8) 0.3747(3) 1.000 8 c ? d Uani 0.134(3)
H2 H 0.3579 0.2588 0.3992 1.000 8 c ? calc Uiso 0.16100
C2 C 0.4276(6) 0.6256(8) 0.4393(3) 1.000 8 c ? d Uani 0.091(2)
H2A H 0.3736 0.6717 0.4389 1.000 8 c ? calc Uiso 0.10900
O2 O 0.4785(7) 0.7476(13) 0.2613(3) 1.000 8 c ? d Uani 0.182(4)
N3 N 0.4649(5) 0.1284(9) 0.3354(3) 1.000 8 c ? d Uani 0.136(3)
H3 H 0.4784 0.1680 0.3059 1.000 8 c ? calc Uiso 0.16300
C3 C 0.5008(6) 0.6772(9) 0.4624(3) 1.000 8 c ? d Uani 0.097(3)
H3A H 0.4968 0.7594 0.4771 1.000 8 c ? calc Uiso 0.11700
O3 O 0.3634(10) 0.698(3) 0.3016(9) 1.000 8 c ? d Uani 0.370(16)
N4 N 0.5793(4) 0.1162(6) 0.4102(2) 1.000 8 c ? d Uani 0.0814(16)
H4 H 0.5613 0.1128 0.4419 1.000 8 c ? calc Uiso 0.09800
C4 C 0.5797(5) 0.6047(8) 0.4632(3) 1.000 8 c ? d Uani 0.084(2)
H4A H 0.6292 0.6355 0.4791 1.000 8 c ? calc Uiso 0.10100
O4 O 0.399(2) 0.5621(18) 0.2631(9) 1.000 8 c ? d Uani 0.426(18)
N5 N 0.6371(3) 0.2990(5) 0.3474(2) 1.000 8 c ? d Uani 0.0620(12)
C5 C 0.5820(5) 0.4847(8) 0.4396(2) 1.000 8 c ? d Uani 0.0804(19)
H5 H 0.6344 0.4348 0.4399 1.000 8 c ? calc Uiso 0.09600
O5 O 0.346(5) 0.151(2) 0.4542(10) 0.47(5) 8 c ? d Uani 0.26(3)
O5' O 0.2949(18) 0.101(4) 0.4445(9) 0.53(5) 8 c ? d Uani 0.219(16)
C6 C 0.3612(6) 0.4466(9) 0.3904(4) 1.000 8 c ? d Uani 0.134(3)
H6A H 0.3083 0.4437 0.4093 1.000 8 c ? calc Uiso 0.16100
H6B H 0.3486 0.5044 0.3649 1.000 8 c ? calc Uiso 0.16100
O6 O 0.4148(13) 0.093(7) 0.4773(17) 0.47(4) 8 c ? d Uani 0.30(4)
O6' O 0.4038(18) -0.014(3) 0.4936(6) 0.53(4) 8 c ? d Uani 0.182(14)
C7 C 0.3380(7) 0.2612(11) 0.3372(4) 1.000 8 c ? d Uani 0.137(4)
H7A H 0.3521 0.3126 0.3103 1.000 8 c ? calc Uiso 0.16400
H7B H 0.2738 0.2613 0.3414 1.000 8 c ? calc Uiso 0.16400
O7 O 0.2961(13) -0.0739(12) 0.4757(5) 1.000 8 c ? d Uani 0.248(7)
O8 O 0.2929(6) 0.1081(8) 0.5217(3) 1.000 8 c ? d Uani 0.150(3)
C8 C 0.3708(6) 0.1265(12) 0.3333(4) 1.000 8 c ? d Uani 0.130(3)
H8A H 0.3471 0.0717 0.3575 1.000 8 c ? calc Uiso 0.15600
H8B H 0.3516 0.0878 0.3048 1.000 8 c ? calc Uiso 0.15600
C9 C 0.5257(8) 0.0190(12) 0.3352(4) 1.000 8 c ? d Uani 0.192(6)
H9A H 0.5801 0.0424 0.3194 1.000 8 c ? calc Uiso 0.23100
H9B H 0.4993 -0.0593 0.3210 1.000 8 c ? calc Uiso 0.23100
C10 C 0.5443(12) -0.0073(10) 0.3851(4) 1.000 8 c ? d Uani 0.168(5)
H10A H 0.4897 -0.0374 0.3995 1.000 8 c ? calc Uiso 0.20100
H10B H 0.5878 -0.0791 0.3876 1.000 8 c ? calc Uiso 0.20100
C11 C 0.6751(6) 0.1435(9) 0.4066(3) 1.000 8 c ? d Uani 0.096(2)
H11A H 0.7070 0.0587 0.4068 1.000 8 c ? calc Uiso 0.11500
H11B H 0.6938 0.1938 0.4330 1.000 8 c ? calc Uiso 0.11500
C12 C 0.7007(5) 0.2202(7) 0.3653(2) 1.000 8 c ? d Uani 0.0720(17)
C13 C 0.7843(5) 0.2154(8) 0.3463(3) 1.000 8 c ? d Uani 0.088(2)
H13 H 0.8278 0.1603 0.3589 1.000 8 c ? calc Uiso 0.10600
C14 C 0.8040(5) 0.2914(10) 0.3089(3) 1.000 8 c ? d Uani 0.094(3)
H14 H 0.8599 0.2864 0.2954 1.000 8 c ? calc Uiso 0.11300
C15 C 0.7408(5) 0.3729(9) 0.2923(3) 1.000 8 c ? d Uani 0.089(2)
H15 H 0.7531 0.4275 0.2676 1.000 8 c ? calc Uiso 0.10700
C16 C 0.6579(4) 0.3754(8) 0.3119(2) 1.000 8 c ? d Uani 0.0751(17)
H16 H 0.6146 0.4324 0.3001 1.000 8 c ? calc Uiso 0.09000



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N2 . . 1.966(8) no
Cu1 N3 . . 2.005(7) no
Cu1 N1 . . 2.029(6) no
Cu1 N5 . . 2.108(5) no
Cu1 N4 . . 2.155(6) no
Cl1 O3 . . 1.229(13) no
Cl1 O4 . . 1.260(14) no
Cl1 O1' . . 1.361(10) no
Cl1 O1 . . 1.40(4) no
Cl1 O2 . . 1.393(9) no
N1 C5 . . 1.312(8) no
N1 C1 . . 1.321(8) no
C1 C2 . . 1.390(11) no
C1 C6 . . 1.490(11) no
Cl2 O5' . . 1.33(2) no
Cl2 O5 . . 1.308(17) no
Cl2 O6' . . 1.331(16) no
Cl2 O6 . . 1.34(2) no
Cl2 O7 . . 1.376(11) no
Cl2 O8 . . 1.405(7) no
N2 C7 . . 1.39(1) no
N2 C6 . . 1.4194(10) no
N2 H2 . . 0.9800 no
C2 C3 . . 1.392(12) no
C2 H2A . . 0.9300 no
N3 C8 . . 1.412(11) no
N3 C9 . . 1.4195(10) no
N3 H3 . . 0.9800 no
C3 C4 . . 1.385(12) no
C3 H3A . . 0.9300 no
N4 C11 . . 1.465(11) no
N4 C10 . . 1.529(13) no
N4 H4 . . 0.9800 no
C4 C5 . . 1.386(10) no
C4 H4A . . 0.9300 no
N5 C16 . . 1.334(8) no
N5 C12 . . 1.344(9) no
C5 H5 . . 0.9300 no
C6 H6A . . 0.9700 no
C6 H6B . . 0.9700 no
C7 C8 . . 1.433(14) no
C7 H7A . . 0.9700 no
C7 H7B . . 0.9700 no
C8 H8A . . 0.9700 no
C8 H8B . . 0.9700 no
C9 C10 . . 1.527(9) no
C9 H9A . . 0.9700 no
C9 H9B . . 0.9700 no
C10 H10A . . 0.9700 no
C10 H10B . . 0.9700 no
C11 C12 . . 1.493(11) no
C11 H11A . . 0.9700 no
C11 H11B . . 0.9700 no
C12 C13 . . 1.375(11) no
C13 C14 . . 1.375(12) no
C13 H13 . . 0.9300 no
C14 C15 . . 1.340(12) no
C14 H14 . . 0.9300 no
C15 C16 . . 1.373(10) no
C15 H15 . . 0.9300 no
C16 H16 . . 0.9300 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Cu1 N3 . . . 79.2(3) no
N2 Cu1 N1 . . . 83.1(2) no
N3 Cu1 N1 . . . 162.3(3) no
N2 Cu1 N5 . . . 149.4(4) no
N3 Cu1 N5 . . . 98.2(3) no
N1 Cu1 N5 . . . 96.98(19) no
N2 Cu1 N4 . . . 129.4(4) no
N3 Cu1 N4 . . . 84.7(3) no
N1 Cu1 N4 . . . 106.8(2) no
N5 Cu1 N4 . . . 80.1(2) no
O3 Cl1 O4 . . . 96.3(18) no
O3 Cl1 O1' . . . 117.7(12) no
O4 Cl1 O1' . . . 112.5(16) no
O3 Cl1 O1 . . . 58.(4) no
O4 Cl1 O1 . . . 135.(2) no
O3 Cl1 O2 . . . 110.4(11) no
O4 Cl1 O2 . . . 111.5(14) no
O1' Cl1 O2 . . . 108.1(7) no
O1 Cl1 O2 . . . 112.3(12) no
C5 N1 C1 . . . 120.5(6) no
C5 N1 Cu1 . . . 127.9(5) no
C1 N1 Cu1 . . . 111.5(4) no
N1 C1 C2 . . . 121.1(7) no
N1 C1 C6 . . . 118.2(6) no
C2 C1 C6 . . . 120.6(7) no
O5' Cl2 O7 . . . 93.(2) no
O5 Cl2 O7 . . . 131.(2) no
O6' Cl2 O7 . . . 83.4(17) no
O6 Cl2 O7 . . . 128.(3) no
O5' Cl2 O8 . . . 113.7(16) no
O5 Cl2 O8 . . . 108.(1) no
O6' Cl2 O8 . . . 108.6(10) no
O6 Cl2 O8 . . . 110.7(12) no
O7 Cl2 O8 . . . 109.3(8) no
C7 N2 C6 . . . 121.6(7) no
C7 N2 Cu1 . . . 112.8(7) no
C6 N2 Cu1 . . . 112.4(6) no
C7 N2 H2 . . . 102.20 no
C6 N2 H2 . . . 102.20 no
Cu1 N2 H2 . . . 102.20 no
C1 C2 C3 . . . 118.6(8) no
C1 C2 H2A . . . 120.70 no
C3 C2 H2A . . . 120.70 no
C8 N3 C9 . . . 129.0(9) no
C8 N3 Cu1 . . . 111.5(6) no
C9 N3 Cu1 . . . 110.4(7) no
C8 N3 H3 . . . 100.00 no
C9 N3 H3 . . . 100.00 no
Cu1 N3 H3 . . . 100.00 no
C4 C3 C2 . . . 119.3(8) no
C4 C3 H3A . . . 120.30 no
C2 C3 H3A . . . 120.30 no
C11 N4 C10 . . . 116.8(8) no
C11 N4 Cu1 . . . 108.0(4) no
C10 N4 Cu1 . . . 101.2(6) no
C11 N4 H4 . . . 110.10 no
C10 N4 H4 . . . 110.10 no
Cu1 N4 H4 . . . 110.10 no
C3 C4 C5 . . . 117.5(8) no
C3 C4 H4A . . . 121.30 no
C5 C4 H4A . . . 121.30 no
C16 N5 C12 . . . 118.5(6) no
C16 N5 Cu1 . . . 126.3(4) no
C12 N5 Cu1 . . . 114.9(5) no
N1 C5 C4 . . . 122.9(7) no
N1 C5 H5 . . . 118.50 no
C4 C5 H5 . . . 118.50 no
N2 C6 C1 . . . 111.6(7) no
N2 C6 H6A . . . 109.30 no
C1 C6 H6A . . . 109.30 no
N2 C6 H6B . . . 109.30 no
C1 C6 H6B . . . 109.30 no
H6A C6 H6B . . . 108.00 no
N2 C7 C8 . . . 105.6(9) no
N2 C7 H7A . . . 110.60 no
C8 C7 H7A . . . 110.60 no
N2 C7 H7B . . . 110.60 no
C8 C7 H7B . . . 110.60 no
H7A C7 H7B . . . 108.80 no
N3 C8 C7 . . . 109.0(9) no
N3 C8 H8A . . . 109.90 no
C7 C8 H8A . . . 109.90 no
N3 C8 H8B . . . 109.90 no
C7 C8 H8B . . . 109.90 no
H8A C8 H8B . . . 108.30 no
N3 C9 C10 . . . 104.3(10) no
N3 C9 H9A . . . 110.90 no
C10 C9 H9A . . . 110.90 no
N3 C9 H9B . . . 110.90 no
C10 C9 H9B . . . 110.90 no
H9A C9 H9B . . . 108.90 no
N4 C10 C9 . . . 113.2(8) no
N4 C10 H10A . . . 108.90 no
C9 C10 H10A . . . 108.90 no
N4 C10 H10B . . . 108.90 no
C9 C10 H10B . . . 108.90 no
H10A C10 H10B . . . 107.70 no
N4 C11 C12 . . . 113.9(7) no
N4 C11 H11A . . . 108.80 no
C12 C11 H11A . . . 108.80 no
N4 C11 H11B . . . 108.80 no
C12 C11 H11B . . . 108.80 no
H11A C11 H11B . . . 107.70 no
N5 C12 C13 . . . 120.3(7) no
N5 C12 C11 . . . 116.1(7) no
C13 C12 C11 . . . 123.5(7) no
C14 C13 C12 . . . 120.4(7) no
C14 C13 H13 . . . 119.80 no
C12 C13 H13 . . . 119.80 no
C15 C14 C13 . . . 118.6(7) no
C15 C14 H14 . . . 120.70 no
C13 C14 H14 . . . 120.70 no
C14 C15 C16 . . . 119.6(8) no
C14 C15 H15 . . . 120.20 no
C16 C15 H15 . . . 120.20 no
N5 C16 C15 . . . 122.4(7) no
N5 C16 H16 . . . 118.80 no
C15 C16 H16 . . . 118.80 no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 C1 C2 . . . . 2.4(10) no
Cu1 N1 C1 C2 . . . . -173.9(5) no
C5 N1 C1 C6 . . . . 179.9(9) no
Cu1 N1 C1 C6 . . . . 3.6(9) no
N1 C1 C2 C3 . . . . -0.6(11) no
C6 C1 C2 C3 . . . . -178.1(9) no
C1 C2 C3 C4 . . . . -1.4(12) no
C2 C3 C4 C5 . . . . 1.7(12) no
C1 N1 C5 C4 . . . . -2.1(11) no
Cu1 N1 C5 C4 . . . . 173.5(6) no
C3 C4 C5 N1 . . . . 0.1(12) no
C7 N2 C6 C1 . . . . -156.2(11) no
Cu1 N2 C6 C1 . . . . -17.9(13) no
N1 C1 C6 N2 . . . . 9.4(14) no
C2 C1 C6 N2 . . . . -173.1(9) no
C6 N2 C7 C8 . . . . -176.8(12) no
Cu1 N2 C7 C8 . . . . 45.0(13) no
C9 N3 C8 C7 . . . . 176.4(12) no
Cu1 N3 C8 C7 . . . . 33.0(13) no
N2 C7 C8 N3 . . . . -49.8(14) no
C8 N3 C9 C10 . . . . -95.2(14) no
Cu1 N3 C9 C10 . . . . 48.6(13) no
C11 N4 C10 C9 . . . . -83.0(13) no
Cu1 N4 C10 C9 . . . . 33.9(12) no
N3 C9 C10 N4 . . . . -56.2(15) no
C10 N4 C11 C12 . . . . 84.3(9) no
Cu1 N4 C11 C12 . . . . -28.8(8) no
C16 N5 C12 C13 . . . . -2.3(10) no
Cu1 N5 C12 C13 . . . . 172.7(5) no
C16 N5 C12 C11 . . . . 176.4(7) no
Cu1 N5 C12 C11 . . . . -8.7(8) no
N4 C11 C12 N5 . . . . 26.1(10) no
N4 C11 C12 C13 . . . . -155.3(7) no
N5 C12 C13 C14 . . . . 0.2(11) no
C11 C12 C13 C14 . . . . -178.3(8) no
C12 C13 C14 C15 . . . . 2.0(12) no
C13 C14 C15 C16 . . . . -2.1(12) no
C12 N5 C16 C15 . . . . 2.2(10) no
Cu1 N5 C16 C15 . . . . -172.1(5) no
C14 C15 C16 N5 . . . . 0.0(12) no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 Cu1 . . . 0.9800 1.9600 2.914(19) 164.30 yes
N2 H2 Cu1 . . . 0.9800 1.9600 2.914(19) 164.30 yes
N2 H2 Cu1 . . . 0.9800 2.2700 3.24(4) 168.30 yes
N3 H3 O2 . . 4_645 0.9800 2.2400 3.215(16) 174.60 yes
N4 H4 Cu1 . . . 0.9800 2.4400 3.18(3) 131.50 yes
N4 H4 Cu1 . . 5_656 0.9800 2.2100 3.039(16) 141.30 yes
C6 H6A Cu1 . . 7 0.9700 2.4400 3.23(3) 138.30 yes
C6 H6A O7 . . 7 0.9700 2.5200 3.46(2) 163.50 yes
C6 H6B Cu1 . . . 0.9700 2.4000 3.14(3) 133.40 yes
C7 H7B O3 . . 7_545 0.9700 2.4500 3.257(14) 140.20 yes
C9 H9A O4 . . 4_645 0.9700 2.4700 3.15(3) 127.10 yes
C9 H9B O2 . . 1_545 0.9700 2.6300 3.550(18) 158.00 yes
C15 H15 O4 . . 6 0.9300 2.7300 3.448(19) 135.10 yes
C16 H16 Cu1 . . . 0.9300 2.5400 3.352(16) 145.80 yes
