# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_231115f
_database_code_depnum_ccdc_archive 'CCDC 2417984'
loop_
_audit_author_name
_audit_author_address
'Chao Zhang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2025-01-19 deposited with the CCDC.	2026-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H16 Cl2 Cu N8 O10'
_chemical_formula_weight         542.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   10.5426(12)
_cell_length_b                   7.6257(9)
_cell_length_c                   12.2240(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.387(2)
_cell_angle_gamma                90.00
_cell_volume                     974.59(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2656
_cell_measurement_theta_min      2.404
_cell_measurement_theta_max      28.603

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             550
_exptl_absorpt_coefficient_mu    1.466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6434
_exptl_absorpt_correction_T_max  0.7783
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4449
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1714
_reflns_number_gt                1491
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0464P)²+0.7055P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1714
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.5000 0.5000 0.02524(18) Uani 1 2 d S . .
Cl1 Cl 0.59612(7) 0.85188(9) 0.65905(6) 0.0294(2) Uani 1 1 d . . .
N1 N 0.2897(2) 0.6966(4) 0.4271(2) 0.0317(6) Uani 1 1 d . . .
H1 H 0.2337 0.7622 0.3896 0.038 Uiso 1 1 calc R . .
N2 N 0.3988(2) 0.6373(3) 0.38237(19) 0.0265(6) Uani 1 1 d . . .
H2A H 0.4446 0.7288 0.3623 0.032 Uiso 1 1 calc R . .
H2B H 0.3758 0.5699 0.3227 0.032 Uiso 1 1 calc R . .
N3 N 0.1497(2) 0.7150(4) 0.6802(2) 0.0327(6) Uani 1 1 d . . .
N4 N 0.0321(3) 0.7665(4) 0.6959(2) 0.0464(8) Uani 1 1 d . . .
O1 O 0.35947(18) 0.5564(3) 0.58292(15) 0.0262(5) Uani 1 1 d . . .
O2 O 0.5840(2) 0.7281(3) 0.74568(18) 0.0422(6) Uani 1 1 d . . .
O3 O 0.6980(3) 0.9715(3) 0.6944(2) 0.0473(6) Uani 1 1 d . . .
O4 O 0.6263(2) 0.7575(3) 0.56396(19) 0.0451(6) Uani 1 1 d . . .
O5 O 0.4800(3) 0.9444(4) 0.6313(2) 0.0574(8) Uani 1 1 d . . .
C1 C 0.2770(3) 0.6475(4) 0.5284(2) 0.0241(6) Uani 1 1 d . . .
C2 C 0.1606(3) 0.7034(4) 0.5708(2) 0.0317(7) Uani 1 1 d . . .
C3 C 0.0446(3) 0.7471(6) 0.5146(3) 0.0530(11) Uani 1 1 d . . .
H3 H 0.0218 0.7515 0.4385 0.064 Uiso 1 1 calc R . .
C4 C -0.0315(4) 0.7833(6) 0.5956(3) 0.0601(12) Uani 1 1 d . . .
H4 H -0.1171 0.8155 0.5816 0.072 Uiso 1 1 calc R . .
C5 C 0.2452(3) 0.6916(5) 0.7751(3) 0.0419(8) Uani 1 1 d . . .
H5A H 0.2301 0.7737 0.8316 0.063 Uiso 1 1 calc R . .
H5B H 0.3287 0.7113 0.7541 0.063 Uiso 1 1 calc R . .
H5C H 0.2402 0.5743 0.8028 0.063 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0228(3) 0.0335(3) 0.0202(3) 0.0029(2) 0.0058(2) 0.0073(2)
Cl1 0.0304(4) 0.0271(4) 0.0290(4) -0.0009(3) -0.0023(3) 0.0008(3)
N1 0.0277(13) 0.0435(16) 0.0250(13) 0.0084(11) 0.0083(11) 0.0166(12)
N2 0.0232(12) 0.0363(15) 0.0215(12) 0.0030(11) 0.0086(10) 0.0059(11)
N3 0.0307(14) 0.0415(16) 0.0282(13) -0.0019(12) 0.0129(11) 0.0078(12)
N4 0.0393(16) 0.063(2) 0.0409(17) 0.0000(15) 0.0213(14) 0.0154(15)
O1 0.0246(10) 0.0351(11) 0.0197(10) 0.0047(9) 0.0062(8) 0.0076(9)
O2 0.0471(14) 0.0445(14) 0.0328(12) 0.0069(11) -0.0034(10) -0.0117(11)
O3 0.0525(16) 0.0369(14) 0.0491(15) -0.0003(11) -0.0066(12) -0.0165(12)
O4 0.0505(15) 0.0454(15) 0.0416(13) -0.0129(11) 0.0143(11) -0.0084(12)
O5 0.0450(15) 0.0548(16) 0.0680(19) -0.0015(14) -0.0097(13) 0.0238(13)
C1 0.0254(15) 0.0253(15) 0.0225(15) -0.0041(12) 0.0064(12) 0.0011(12)
C2 0.0284(16) 0.0425(18) 0.0258(15) 0.0007(14) 0.0092(13) 0.0076(14)
C3 0.0357(19) 0.091(3) 0.0336(19) 0.006(2) 0.0076(15) 0.025(2)
C4 0.034(2) 0.097(3) 0.051(2) 0.011(2) 0.0143(18) 0.031(2)
C5 0.047(2) 0.056(2) 0.0244(16) -0.0048(15) 0.0097(15) 0.0054(17)

_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 O1 1.9476(19) . ?
Cu1 O1 1.9476(19) 3_666 ?
Cu1 N2 1.977(2) . ?
Cu1 N2 1.977(2) 3_666 ?
Cu1 O4 2.444(2) . ?
Cl1 O5 1.416(3) . ?
Cl1 O3 1.433(2) . ?
Cl1 O2 1.437(2) . ?
Cl1 O4 1.437(2) . ?
N1 C1 1.318(4) . ?
N1 N2 1.409(3) . ?
N1 H1 0.8600 . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N3 N4 1.337(4) . ?
N3 C2 1.360(4) . ?
N3 C5 1.446(4) . ?
N4 C4 1.325(5) . ?
O1 C1 1.238(3) . ?
C1 C2 1.455(4) . ?
C2 C3 1.365(5) . ?
C3 C4 1.381(5) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 . 3_666 ?
O1 Cu1 N2 83.45(8) . . ?
O1 Cu1 N2 96.55(8) 3_666 . ?
O1 Cu1 N2 96.55(8) . 3_666 ?
O1 Cu1 N2 83.45(8) 3_666 3_666 ?
N2 Cu1 N2 180.000(1) . 3_666 ?
O1 Cu1 O4 94.35(8) . . ?
O1 Cu1 O4 85.65(8) 3_666 . ?
N2 Cu1 O4 91.61(10) . . ?
N2 Cu1 O4 88.39(10) 3_666 . ?
O5 Cl1 O3 110.30(17) . . ?
O5 Cl1 O2 110.35(17) . . ?
O3 Cl1 O2 109.31(14) . . ?
O5 Cl1 O4 109.28(17) . . ?
O3 Cl1 O4 109.07(16) . . ?
O2 Cl1 O4 108.50(15) . . ?
C1 N1 N2 117.4(2) . . ?
C1 N1 H1 121.3 . . ?
N2 N1 H1 121.3 . . ?
N1 N2 Cu1 106.19(16) . . ?
N1 N2 H2A 110.5 . . ?
Cu1 N2 H2A 110.5 . . ?
N1 N2 H2B 110.5 . . ?
Cu1 N2 H2B 110.5 . . ?
H2A N2 H2B 108.7 . . ?
N4 N3 C2 110.9(3) . . ?
N4 N3 C5 118.9(3) . . ?
C2 N3 C5 130.0(3) . . ?
C4 N4 N3 105.3(3) . . ?
C1 O1 Cu1 111.88(17) . . ?
Cl1 O4 Cu1 119.52(13) . . ?
O1 C1 N1 121.0(3) . . ?
O1 C1 C2 122.6(3) . . ?
N1 C1 C2 116.3(3) . . ?
N3 C2 C3 107.2(3) . . ?
N3 C2 C1 123.4(3) . . ?
C3 C2 C1 129.4(3) . . ?
C2 C3 C4 104.7(3) . . ?
C2 C3 H3 127.7 . . ?
C4 C3 H3 127.7 . . ?
N4 C4 C3 111.9(3) . . ?
N4 C4 H4 124.1 . . ?
C3 C4 H4 124.1 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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
C1 N1 N2 Cu1 -1.9(3) . . . . ?
O1 Cu1 N2 N1 1.29(18) . . . . ?
O1 Cu1 N2 N1 -178.71(18) 3_666 . . . ?
N2 Cu1 N2 N1 -162(47) 3_666 . . . ?
O4 Cu1 N2 N1 -92.90(19) . . . . ?
C2 N3 N4 C4 1.4(4) . . . . ?
C5 N3 N4 C4 177.5(3) . . . . ?
O1 Cu1 O1 C1 132(100) 3_666 . . . ?
N2 Cu1 O1 C1 -0.6(2) . . . . ?
N2 Cu1 O1 C1 179.4(2) 3_666 . . . ?
O4 Cu1 O1 C1 90.6(2) . . . . ?
O5 Cl1 O4 Cu1 -71.7(2) . . . . ?
O3 Cl1 O4 Cu1 167.65(14) . . . . ?
O2 Cl1 O4 Cu1 48.66(19) . . . . ?
O1 Cu1 O4 Cl1 16.66(18) . . . . ?
O1 Cu1 O4 Cl1 -163.34(18) 3_666 . . . ?
N2 Cu1 O4 Cl1 100.21(18) . . . . ?
N2 Cu1 O4 Cl1 -79.79(18) 3_666 . . . ?
Cu1 O1 C1 N1 -0.4(4) . . . . ?
Cu1 O1 C1 C2 178.4(2) . . . . ?
N2 N1 C1 O1 1.7(4) . . . . ?
N2 N1 C1 C2 -177.2(3) . . . . ?
N4 N3 C2 C3 -0.9(4) . . . . ?
C5 N3 C2 C3 -176.4(4) . . . . ?
N4 N3 C2 C1 -178.9(3) . . . . ?
C5 N3 C2 C1 5.6(6) . . . . ?
O1 C1 C2 N3 23.1(5) . . . . ?
N1 C1 C2 N3 -158.1(3) . . . . ?
O1 C1 C2 C3 -154.5(4) . . . . ?
N1 C1 C2 C3 24.4(5) . . . . ?
N3 C2 C3 C4 0.0(5) . . . . ?
C1 C2 C3 C4 177.8(4) . . . . ?
N3 N4 C4 C3 -1.4(5) . . . . ?
C2 C3 C4 N4 0.9(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.071
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_10259
_database_code_depnum_ccdc_archive 'CCDC 2505079'
loop_
_audit_author_name
_audit_author_address
'Chao Zhang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2025-11-24 deposited with the CCDC.	2026-03-09 downloaded from the CCDC.
;
_audit_creation_date             2025-11-24
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C5 H8 Cl Cu0.5 N4 O5)'
_chemical_formula_sum            'C10 H16 Cl2 Cu N8 O10'
_chemical_formula_weight         542.75
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 '-x-1/2, y-1/2, z'
8 'x, -y-1/2, z-1/2'

_cell_length_a                   7.2382(4)
_cell_length_b                   15.0414(17)
_cell_length_c                   18.6792(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2033.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1673
_cell_measurement_temperature    122.10(10)
_cell_measurement_theta_max      66.5190
_cell_measurement_theta_min      5.9040
_exptl_absorpt_coefficient_mu    4.580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4088
_diffrn_reflns_theta_full        66.31
_diffrn_reflns_theta_max         66.31
_diffrn_reflns_theta_min         4.73
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.10(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9809
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -15.00   54.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -57.0000  -90.0000 69

#__ type_ start__ end____ width___ exp.time_
  2 omega   13.00   62.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -99.0000 -120.0000 49

#__ type_ start__ end____ width___ exp.time_
  3 omega   43.00   70.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       98.5477  -30.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega   55.00   86.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       98.5477  -30.0000 -150.0000 31

#__ type_ start__ end____ width___ exp.time_
  5 omega   47.00   81.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       98.5477  -30.0000  -60.0000 34

#__ type_ start__ end____ width___ exp.time_
  6 omega   37.00   81.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       98.5477  -45.0000  -90.0000 44

#__ type_ start__ end____ width___ exp.time_
  7 omega   40.00  125.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       98.5477  -77.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
  8 omega   62.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000  -30.0000 39

#__ type_ start__ end____ width___ exp.time_
  9 omega  127.00  165.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       98.5477  125.0000 -180.0000 38

#__ type_ start__ end____ width___ exp.time_
 10 omega   12.00   42.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
 11 omega   67.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000  150.0000 35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1717820000
_diffrn_orient_matrix_UB_12      0.0374615000
_diffrn_orient_matrix_UB_13      -0.0381653000
_diffrn_orient_matrix_UB_21      0.1004536000
_diffrn_orient_matrix_UB_22      0.0077182000
_diffrn_orient_matrix_UB_23      0.0724884000
_diffrn_orient_matrix_UB_31      0.0761799000
_diffrn_orient_matrix_UB_32      -0.0949480000
_diffrn_orient_matrix_UB_33      -0.0094522000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1495
_reflns_number_total             1755
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.93
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         1755
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0753P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1261
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 1.0000 0.0000 0.0129(2) Uani 1 2 d S . .
Cl1 Cl -0.38158(10) 0.87345(4) -0.04835(4) 0.0157(2) Uani 1 1 d . . .
O1 O -0.0017(3) 0.99542(12) 0.10495(12) 0.0150(5) Uani 1 1 d . . .
N4 N 0.1058(4) 0.87789(16) 0.00829(13) 0.0132(5) Uani 1 1 d . . .
H4A H 0.0294 0.8370 -0.0132 0.016 Uiso 1 1 calc R . .
H4B H 0.2200 0.8752 -0.0132 0.016 Uiso 1 1 calc R . .
O2 O -0.3085(3) 0.93930(16) 0.00004(13) 0.0288(6) Uani 1 1 d . . .
O5 O -0.2328(3) 0.81737(13) -0.07347(12) 0.0210(5) Uani 1 1 d . . .
O4 O -0.5110(3) 0.81919(19) -0.00990(18) 0.0412(8) Uani 1 1 d . . .
N3 N 0.1207(4) 0.86052(16) 0.08249(14) 0.0177(6) Uani 1 1 d . . .
H3 H 0.1665 0.8101 0.0984 0.021 Uiso 1 1 calc R . .
O3 O -0.4716(5) 0.9144(2) -0.10659(17) 0.0583(10) Uani 1 1 d . . .
C4 C 0.0627(4) 0.92346(19) 0.12746(16) 0.0148(6) Uani 1 1 d . . .
N2 N 0.1332(4) 0.82160(18) 0.22431(14) 0.0203(6) Uani 1 1 d . . .
N1 N 0.1331(4) 0.82581(18) 0.29552(14) 0.0224(6) Uani 1 1 d . . .
C2 C 0.0404(5) 0.9584(2) 0.26281(17) 0.0195(7) Uani 1 1 d . . .
H2 H -0.0012 1.0183 0.2626 0.023 Uiso 1 1 calc R . .
C3 C 0.0759(4) 0.9036(2) 0.20406(16) 0.0166(6) Uani 1 1 d . . .
C1 C 0.0797(5) 0.9058(2) 0.32108(18) 0.0241(7) Uani 1 1 d . . .
H1 H 0.0709 0.9225 0.3700 0.029 Uiso 1 1 calc R . .
C5 C 0.1841(6) 0.7468(2) 0.3371(2) 0.0342(9) Uani 1 1 d . . .
H5A H 0.0818 0.7041 0.3363 0.051 Uiso 1 1 calc R . .
H5B H 0.2101 0.7641 0.3866 0.051 Uiso 1 1 calc R . .
H5C H 0.2943 0.7194 0.3161 0.051 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0204(4) 0.0074(4) 0.0110(4) -0.0011(2) 0.0005(2) 0.0013(2)
Cl1 0.0205(4) 0.0079(4) 0.0187(4) 0.0000(2) -0.0050(3) -0.0004(3)
O1 0.0240(13) 0.0111(11) 0.0100(11) -0.0012(7) 0.0004(8) 0.0026(8)
N4 0.0181(13) 0.0106(12) 0.0108(12) -0.0032(9) -0.0005(10) 0.0000(10)
O2 0.0224(13) 0.0317(14) 0.0324(14) -0.0202(10) 0.0060(11) -0.0085(11)
O5 0.0225(12) 0.0134(10) 0.0272(12) -0.0046(9) 0.0015(10) -0.0048(9)
O4 0.0248(15) 0.0167(13) 0.082(2) 0.0004(13) 0.0241(14) -0.0012(10)
N3 0.0310(15) 0.0099(11) 0.0121(13) 0.0017(9) -0.0023(11) 0.0059(10)
O3 0.095(3) 0.0440(18) 0.0361(17) -0.0031(14) -0.0313(18) 0.0365(18)
C4 0.0142(14) 0.0117(13) 0.0185(15) -0.0019(11) -0.0029(12) -0.0023(12)
N2 0.0264(15) 0.0186(13) 0.0158(13) 0.0028(10) -0.0021(11) -0.0009(11)
N1 0.0251(15) 0.0245(14) 0.0175(13) 0.0081(11) -0.0022(12) 0.0000(12)
C2 0.0210(15) 0.0218(16) 0.0159(16) -0.0004(12) -0.0015(14) -0.0008(13)
C3 0.0178(15) 0.0163(14) 0.0158(15) 0.0014(12) -0.0015(12) 0.0009(13)
C1 0.0265(17) 0.0309(18) 0.0149(15) -0.0016(13) 0.0007(14) -0.0031(15)
C5 0.046(2) 0.0322(19) 0.0243(19) 0.0138(15) -0.0025(17) 0.0031(17)

_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 O1 1.962(2) 5_575 ?
Cu1 O1 1.962(2) . ?
Cu1 N4 1.996(2) . ?
Cu1 N4 1.996(2) 5_575 ?
Cu1 O2 2.412(2) . ?
Cu1 O2 2.412(2) 5_575 ?
Cl1 O2 1.442(2) . ?
Cl1 O5 1.446(2) . ?
Cl1 O4 1.435(3) . ?
Cl1 O3 1.410(3) . ?
O1 C4 1.251(4) . ?
N4 H4A 0.9200 . ?
N4 H4B 0.9200 . ?
N4 N3 1.414(4) . ?
N3 H3 0.8800 . ?
N3 C4 1.333(4) . ?
C4 C3 1.465(4) . ?
N2 N1 1.332(4) . ?
N2 C3 1.355(4) . ?
N1 C1 1.351(5) . ?
N1 C5 1.466(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.396(4) . ?
C2 C1 1.375(5) . ?
C1 H1 0.9500 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
O1 Cu1 O1 180.00(11) . 5_575 ?
O1 Cu1 N4 83.83(9) . . ?
O1 Cu1 N4 96.17(9) 5_575 . ?
O1 Cu1 N4 96.17(9) . 5_575 ?
O1 Cu1 N4 83.83(9) 5_575 5_575 ?
O1 Cu1 O2 88.89(8) . . ?
O1 Cu1 O2 91.11(8) 5_575 . ?
O1 Cu1 O2 88.89(8) 5_575 5_575 ?
O1 Cu1 O2 91.11(8) . 5_575 ?
N4 Cu1 N4 180.00(14) 5_575 . ?
N4 Cu1 O2 89.61(10) 5_575 . ?
N4 Cu1 O2 90.39(10) . . ?
N4 Cu1 O2 90.39(10) 5_575 5_575 ?
N4 Cu1 O2 89.61(10) . 5_575 ?
O2 Cu1 O2 180.0 5_575 . ?
O2 Cl1 O5 109.33(14) . . ?
O4 Cl1 O2 108.47(17) . . ?
O4 Cl1 O5 108.46(14) . . ?
O3 Cl1 O2 110.71(17) . . ?
O3 Cl1 O5 110.39(17) . . ?
O3 Cl1 O4 109.4(2) . . ?
C4 O1 Cu1 111.33(19) . . ?
Cu1 N4 H4A 110.5 . . ?
Cu1 N4 H4B 110.5 . . ?
H4A N4 H4B 108.7 . . ?
N3 N4 Cu1 105.98(16) . . ?
N3 N4 H4A 110.5 . . ?
N3 N4 H4B 110.5 . . ?
Cl1 O2 Cu1 126.85(13) . . ?
N4 N3 H3 121.2 . . ?
C4 N3 N4 117.5(2) . . ?
C4 N3 H3 121.2 . . ?
O1 C4 N3 121.3(3) . . ?
O1 C4 C3 121.9(3) . . ?
N3 C4 C3 116.7(3) . . ?
N1 N2 C3 103.6(3) . . ?
N2 N1 C1 113.3(3) . . ?
N2 N1 C5 119.4(3) . . ?
C1 N1 C5 127.3(3) . . ?
C3 C2 H2 127.9 . . ?
C1 C2 H2 127.9 . . ?
C1 C2 C3 104.2(3) . . ?
N2 C3 C4 118.6(3) . . ?
N2 C3 C2 112.0(3) . . ?
C2 C3 C4 129.4(3) . . ?
N1 C1 C2 107.0(3) . . ?
N1 C1 H1 126.5 . . ?
C2 C1 H1 126.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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 O1 C4 N3 -0.7(4) . . . . ?
Cu1 O1 C4 C3 -179.8(2) . . . . ?
Cu1 N4 N3 C4 1.1(3) . . . . ?
O1 Cu1 O1 C4 111(2) 5_575 . . . ?
O1 Cu1 N4 N3 -1.08(18) . . . . ?
O1 Cu1 N4 N3 178.92(18) 5_575 . . . ?
O1 Cu1 O2 Cl1 -139.87(19) . . . . ?
O1 Cu1 O2 Cl1 40.13(19) 5_575 . . . ?
O1 C4 C3 N2 174.8(3) . . . . ?
O1 C4 C3 C2 -6.6(6) . . . . ?
N4 Cu1 O1 C4 1.0(2) . . . . ?
N4 Cu1 O1 C4 -179.0(2) 5_575 . . . ?
N4 Cu1 N4 N3 -132(100) 5_575 . . . ?
N4 Cu1 O2 Cl1 123.9(2) 5_575 . . . ?
N4 Cu1 O2 Cl1 -56.1(2) . . . . ?
N4 N3 C4 O1 -0.3(4) . . . . ?
N4 N3 C4 C3 178.8(3) . . . . ?
O2 Cu1 O1 C4 -88.5(2) 5_575 . . . ?
O2 Cu1 O1 C4 91.5(2) . . . . ?
O2 Cu1 N4 N3 -89.92(18) . . . . ?
O2 Cu1 N4 N3 90.08(18) 5_575 . . . ?
O2 Cu1 O2 Cl1 38(8) 5_575 . . . ?
O5 Cl1 O2 Cu1 28.0(2) . . . . ?
O4 Cl1 O2 Cu1 146.05(18) . . . . ?
N3 C4 C3 N2 -4.4(5) . . . . ?
N3 C4 C3 C2 174.3(3) . . . . ?
O3 Cl1 O2 Cu1 -93.9(2) . . . . ?
N2 N1 C1 C2 0.4(4) . . . . ?
N1 N2 C3 C4 178.9(3) . . . . ?
N1 N2 C3 C2 0.0(4) . . . . ?
C3 N2 N1 C1 -0.2(4) . . . . ?
C3 N2 N1 C5 178.4(3) . . . . ?
C3 C2 C1 N1 -0.3(4) . . . . ?
C1 C2 C3 C4 -178.5(3) . . . . ?
C1 C2 C3 N2 0.2(4) . . . . ?
C5 N1 C1 C2 -178.1(3) . . . . ?

####################################################################### 
# 
# 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_231104e
_database_code_depnum_ccdc_archive 'CCDC 2501356'
loop_
_audit_author_name
_audit_author_address
'Chao Zhang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2025-11-08 deposited with the CCDC.	2026-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H20 Cl2 Cu N8 O10'
_chemical_formula_weight         570.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5238(6)
_cell_length_b                   7.7132(7)
_cell_length_c                   9.2288(9)
_cell_angle_alpha                99.585(3)
_cell_angle_beta                 98.663(3)
_cell_angle_gamma                96.642(2)
_cell_volume                     516.60(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    973
_cell_measurement_theta_min      2.768
_cell_measurement_theta_max      28.404

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.835
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             291
_exptl_absorpt_coefficient_mu    1.388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7057
_exptl_absorpt_correction_T_max  0.8737
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2501
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0718
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1784
_reflns_number_gt                1319
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0712P)²+1.8526P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1784
_refine_ls_number_parameters     153
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.1671
_refine_ls_wR_factor_gt          0.1582
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.0000 0.0000 0.0308(4) Uani 1 2 d S . .
Cl1 Cl 0.6539(2) 0.7676(2) 0.13180(18) 0.0299(4) Uani 1 1 d . . .
N1 N -0.1382(7) 0.1986(6) -0.0325(6) 0.0246(12) Uani 1 1 d . . .
H1A H -0.1220 0.2332 -0.1186 0.029 Uiso 1 1 calc R . .
H1B H -0.2577 0.1653 -0.0360 0.029 Uiso 1 1 calc R . .
N2 N -0.0683(7) 0.3380(7) 0.0904(6) 0.0264(12) Uani 1 1 d . . .
H2 H -0.1116 0.4369 0.0996 0.032 Uiso 1 1 calc R . .
N3 N 0.1238(7) 0.6239(7) 0.2955(6) 0.0287(13) Uani 1 1 d . . .
N4 N 0.2086(7) 0.7227(7) 0.4267(6) 0.0276(12) Uani 1 1 d . . .
O1 O 0.1237(6) 0.1659(6) 0.1793(5) 0.0307(11) Uani 1 1 d . . .
O2 O 0.8071(7) 0.9065(7) 0.1750(6) 0.0466(14) Uani 1 1 d . . .
O3 O 0.7138(8) 0.6110(7) 0.0642(7) 0.0577(16) Uani 1 1 d . . .
O4 O 0.5263(8) 0.8158(9) 0.0239(7) 0.0622(17) Uani 1 1 d . . .
O5 O 0.5746(9) 0.7425(9) 0.2567(7) 0.0701(19) Uani 1 1 d . . .
C1 C 0.0657(8) 0.3113(8) 0.1905(7) 0.0241(14) Uani 1 1 d . . .
C2 C 0.1414(8) 0.4573(9) 0.3128(7) 0.0263(14) Uani 1 1 d . . .
C3 C 0.2372(9) 0.4531(9) 0.4522(7) 0.0301(15) Uani 1 1 d . . .
H3 H 0.2663 0.3531 0.4895 0.036 Uiso 1 1 calc R . .
C4 C 0.2804(9) 0.6265(9) 0.5237(7) 0.0272(14) Uani 1 1 d . . .
C5 C 0.3829(10) 0.7088(10) 0.6742(7) 0.0375(17) Uani 1 1 d . . .
H5A H 0.4943 0.7769 0.6649 0.056 Uiso 1 1 calc R . .
H5B H 0.4095 0.6175 0.7298 0.056 Uiso 1 1 calc R . .
H5C H 0.3112 0.7854 0.7255 0.056 Uiso 1 1 calc R . .
C6 C 0.2236(12) 0.9151(9) 0.4448(9) 0.049(2) Uani 1 1 d . . .
H6A H 0.2217 0.9650 0.5469 0.074 Uiso 1 1 calc R . .
H6B H 0.1235 0.9462 0.3815 0.074 Uiso 1 1 calc R . .
H6C H 0.3357 0.9610 0.4178 0.074 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0326(7) 0.0215(7) 0.0337(7) -0.0001(5) -0.0036(5) 0.0044(5)
Cl1 0.0267(9) 0.0290(9) 0.0340(9) 0.0046(7) 0.0046(7) 0.0062(7)
N1 0.025(3) 0.022(3) 0.025(3) 0.007(2) -0.002(2) 0.002(2)
N2 0.029(3) 0.019(3) 0.028(3) 0.001(2) -0.002(2) 0.008(2)
N3 0.036(3) 0.021(3) 0.025(3) -0.002(2) 0.003(2) 0.000(2)
N4 0.033(3) 0.021(3) 0.024(3) -0.003(2) 0.000(2) 0.003(2)
O1 0.032(3) 0.024(2) 0.030(2) -0.0006(19) -0.007(2) 0.006(2)
O2 0.044(3) 0.038(3) 0.050(3) -0.007(2) 0.009(3) -0.009(3)
O3 0.056(4) 0.035(3) 0.079(4) -0.001(3) 0.003(3) 0.022(3)
O4 0.043(3) 0.079(4) 0.067(4) 0.023(3) -0.006(3) 0.025(3)
O5 0.081(5) 0.077(5) 0.055(4) 0.014(3) 0.031(3) -0.007(4)
C1 0.024(3) 0.024(3) 0.025(3) 0.004(3) 0.008(3) 0.003(3)
C2 0.025(3) 0.028(4) 0.022(3) 0.001(3) 0.001(3) -0.001(3)
C3 0.036(4) 0.030(4) 0.027(4) 0.009(3) 0.005(3) 0.010(3)
C4 0.026(3) 0.032(4) 0.024(3) 0.006(3) 0.003(3) 0.003(3)
C5 0.042(4) 0.046(4) 0.020(3) 0.000(3) 0.001(3) 0.002(4)
C6 0.063(5) 0.028(4) 0.046(5) -0.004(3) -0.010(4) 0.008(4)

_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 O1 1.949(4) 2 ?
Cu1 O1 1.949(4) . ?
Cu1 N1 1.986(5) . ?
Cu1 N1 1.986(5) 2 ?
Cl1 O4 1.404(5) . ?
Cl1 O5 1.406(6) . ?
Cl1 O3 1.418(5) . ?
Cl1 O2 1.439(5) . ?
N1 N2 1.415(7) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N2 C1 1.320(8) . ?
N2 H2 0.8600 . ?
N3 C2 1.341(8) . ?
N3 N4 1.342(7) . ?
N4 C4 1.347(8) . ?
N4 C6 1.454(9) . ?
O1 C1 1.244(7) . ?
C1 C2 1.450(9) . ?
C2 C3 1.384(9) . ?
C3 C4 1.368(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.482(9) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0(3) 2 . ?
O1 Cu1 N1 96.35(19) 2 . ?
O1 Cu1 N1 83.65(19) . . ?
O1 Cu1 N1 83.65(19) 2 2 ?
O1 Cu1 N1 96.35(19) . 2 ?
N1 Cu1 N1 180.0(2) . 2 ?
O4 Cl1 O5 109.8(4) . . ?
O4 Cl1 O3 107.5(4) . . ?
O5 Cl1 O3 112.1(4) . . ?
O4 Cl1 O2 108.9(4) . . ?
O5 Cl1 O2 110.0(4) . . ?
O3 Cl1 O2 108.4(3) . . ?
N2 N1 Cu1 105.7(3) . . ?
N2 N1 H1A 110.6 . . ?
Cu1 N1 H1A 110.6 . . ?
N2 N1 H1B 110.6 . . ?
Cu1 N1 H1B 110.6 . . ?
H1A N1 H1B 108.7 . . ?
C1 N2 N1 117.8(5) . . ?
C1 N2 H2 121.1 . . ?
N1 N2 H2 121.1 . . ?
C2 N3 N4 103.5(5) . . ?
N3 N4 C4 113.5(5) . . ?
N3 N4 C6 118.4(5) . . ?
C4 N4 C6 127.9(6) . . ?
C1 O1 Cu1 111.9(4) . . ?
O1 C1 N2 120.8(6) . . ?
O1 C1 C2 121.7(6) . . ?
N2 C1 C2 117.4(6) . . ?
N3 C2 C3 111.6(6) . . ?
N3 C2 C1 119.2(5) . . ?
C3 C2 C1 129.1(6) . . ?
C4 C3 C2 105.7(6) . . ?
C4 C3 H3 127.1 . . ?
C2 C3 H3 127.1 . . ?
N4 C4 C3 105.7(6) . . ?
N4 C4 C5 122.6(6) . . ?
C3 C4 C5 131.8(6) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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
O1 Cu1 N1 N2 179.6(4) 2 . . . ?
O1 Cu1 N1 N2 -0.4(4) . . . . ?
N1 Cu1 N1 N2 2(100) 2 . . . ?
Cu1 N1 N2 C1 1.6(6) . . . . ?
C2 N3 N4 C4 1.0(7) . . . . ?
C2 N3 N4 C6 177.0(6) . . . . ?
O1 Cu1 O1 C1 163(100) 2 . . . ?
N1 Cu1 O1 C1 -0.7(4) . . . . ?
N1 Cu1 O1 C1 179.3(4) 2 . . . ?
Cu1 O1 C1 N2 1.9(7) . . . . ?
Cu1 O1 C1 C2 -178.1(5) . . . . ?
N1 N2 C1 O1 -2.5(9) . . . . ?
N1 N2 C1 C2 177.6(5) . . . . ?
N4 N3 C2 C3 -0.6(7) . . . . ?
N4 N3 C2 C1 -179.5(5) . . . . ?
O1 C1 C2 N3 156.6(6) . . . . ?
N2 C1 C2 N3 -23.4(9) . . . . ?
O1 C1 C2 C3 -22.1(11) . . . . ?
N2 C1 C2 C3 157.9(6) . . . . ?
N3 C2 C3 C4 0.0(8) . . . . ?
C1 C2 C3 C4 178.8(6) . . . . ?
N3 N4 C4 C3 -1.0(7) . . . . ?
C6 N4 C4 C3 -176.5(7) . . . . ?
N3 N4 C4 C5 178.9(6) . . . . ?
C6 N4 C4 C5 3.4(11) . . . . ?
C2 C3 C4 N4 0.6(7) . . . . ?
C2 C3 C4 C5 -179.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.525
_refine_diff_density_min         -1.362
_refine_diff_density_rms         0.116
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_8775
_database_code_depnum_ccdc_archive 'CCDC 2417985'
loop_
_audit_author_name
_audit_author_address
'Chao Zhang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2025-01-19 deposited with the CCDC.	2026-03-09 downloaded from the CCDC.
;
_audit_creation_date             2023-11-21
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C6 H10 Cu0.5 N4 O), 2(Cl O4), 2(H2 O)'
_chemical_formula_sum            'C12 H24 Cl2 Cu N8 O12'
_chemical_formula_weight         606.83
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.1171(9)
_cell_length_b                   7.7155(8)
_cell_length_c                   10.8431(13)
_cell_angle_alpha                99.405(9)
_cell_angle_beta                 96.746(10)
_cell_angle_gamma                98.364(10)
_cell_volume                     575.05(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1255
_cell_measurement_temperature    115.95(10)
_cell_measurement_theta_max      28.2710
_cell_measurement_theta_min      4.2790
_exptl_absorpt_coefficient_mu    1.258
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             311
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0757
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4058
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.26
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      115.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.5351
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   29.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2414   57.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega   37.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2414  178.0000   60.0000 46

#__ type_ start__ end____ width___ exp.time_
  3 omega   30.00   68.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2414   77.0000 -120.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega   49.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2414   57.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
  5 omega    0.00   78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2414   57.0000 -180.0000 78

#__ type_ start__ end____ width___ exp.time_
  6 omega  -22.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.0070 -104.0000    8.0000 47

#__ type_ start__ end____ width___ exp.time_
  7 omega  -50.00   35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       16.2414  -37.0000   30.0000 85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0392860000
_diffrn_orient_matrix_UB_12      -0.0872794000
_diffrn_orient_matrix_UB_13      -0.0329998000
_diffrn_orient_matrix_UB_21      0.0339757000
_diffrn_orient_matrix_UB_22      0.0215464000
_diffrn_orient_matrix_UB_23      -0.0554205000
_diffrn_orient_matrix_UB_31      0.0874823000
_diffrn_orient_matrix_UB_32      -0.0291343000
_diffrn_orient_matrix_UB_33      0.0179874000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1850
_reflns_number_total             2210
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_computing_molecular_graphics    
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O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
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_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         2210
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0434P)²+0.1392P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1140
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.5000 0.0000 0.0135(2) Uani 1 2 d S . .
Cl1 Cl 0.34361(12) 0.23156(11) 0.03037(7) 0.0138(2) Uani 1 1 d . . .
O6 O 0.4022(4) 0.2593(4) -0.0882(2) 0.0255(7) Uani 1 1 d . . .
O3 O 0.1823(4) 0.0897(3) 0.0088(2) 0.0232(6) Uani 1 1 d . . .
O4 O 0.2870(4) 0.3907(3) 0.0947(2) 0.0256(7) Uani 1 1 d . . .
O1 O -0.0777(4) 0.5273(3) 0.1680(2) 0.0152(6) Uani 1 1 d . . .
C3 C 0.1325(6) 0.7864(5) 0.4784(3) 0.0166(8) Uani 1 1 d . . .
H3 H 0.2618 0.8291 0.4792 0.020 Uiso 1 1 calc R . .
N4 N 0.1769(4) 0.7271(4) 0.0726(2) 0.0140(7) Uani 1 1 d . . .
H4A H 0.2987 0.7150 0.0638 0.017 Uiso 1 1 calc R . .
H4B H 0.1456 0.8150 0.0331 0.017 Uiso 1 1 calc R . .
N1 N -0.1528(5) 0.7191(4) 0.5445(2) 0.0160(7) Uani 1 1 d . . .
N2 N -0.1715(4) 0.6609(4) 0.4176(2) 0.0153(7) Uani 1 1 d . . .
C1 C 0.0223(5) 0.6591(5) 0.2414(3) 0.0120(7) Uani 1 1 d . . .
N3 N 0.1571(4) 0.7675(4) 0.2036(2) 0.0145(7) Uani 1 1 d . . .
H3A H 0.2280 0.8564 0.2545 0.017 Uiso 1 1 calc R . .
C2 C -0.0014(5) 0.7027(5) 0.3754(3) 0.0138(8) Uani 1 1 d . . .
C4 C 0.0304(6) 0.7927(5) 0.5816(3) 0.0168(8) Uani 1 1 d . . .
O2 O 0.3987(4) 1.0720(3) 0.3327(2) 0.0213(6) Uani 1 1 d D . .
O5 O 0.5028(4) 0.1878(4) 0.1077(2) 0.0207(6) Uani 1 1 d . . .
C6 C -0.3608(6) 0.5785(6) 0.3492(3) 0.0269(9) Uani 1 1 d . . .
H6A H -0.4017 0.4688 0.3766 0.040 Uiso 1 1 calc R . .
H6B H -0.3543 0.5548 0.2602 0.040 Uiso 1 1 calc R . .
H6C H -0.4508 0.6578 0.3657 0.040 Uiso 1 1 calc R . .
C5 C 0.1030(6) 0.8662(5) 0.7176(3) 0.0202(9) Uani 1 1 d . . .
H5A H 0.1763 0.7858 0.7523 0.030 Uiso 1 1 calc R . .
H5B H -0.0036 0.8800 0.7629 0.030 Uiso 1 1 calc R . .
H5C H 0.1830 0.9800 0.7252 0.030 Uiso 1 1 calc R . .
H2A H 0.441(6) 1.108(5) 0.270(3) 0.030 Uiso 1 1 d D . .
H2B H 0.333(5) 1.145(4) 0.367(3) 0.030 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0156(4) 0.0132(4) 0.0105(3) -0.0001(2) 0.0033(2) 0.0002(3)
Cl1 0.0111(5) 0.0136(5) 0.0164(4) 0.0036(3) 0.0014(3) 0.0008(4)
O6 0.0186(15) 0.0414(18) 0.0199(14) 0.0143(12) 0.0059(11) 0.0040(14)
O3 0.0145(14) 0.0170(14) 0.0356(15) 0.0055(12) 0.0019(12) -0.0044(12)
O4 0.0254(16) 0.0168(15) 0.0318(15) -0.0033(11) -0.0024(12) 0.0082(13)
O1 0.0138(14) 0.0144(14) 0.0151(12) 0.0008(10) 0.0025(10) -0.0030(11)
C3 0.019(2) 0.018(2) 0.0130(17) 0.0029(15) 0.0007(15) 0.0039(17)
N4 0.0184(17) 0.0148(16) 0.0099(14) 0.0031(12) 0.0043(12) 0.0045(14)
N1 0.0203(18) 0.0169(17) 0.0094(14) 0.0003(12) 0.0034(12) 0.0003(14)
N2 0.0165(17) 0.0175(17) 0.0093(14) -0.0007(12) 0.0011(12) -0.0011(14)
C1 0.0117(19) 0.0129(18) 0.0126(16) 0.0033(14) 0.0028(14) 0.0040(16)
N3 0.0169(17) 0.0137(16) 0.0087(13) -0.0035(11) 0.0006(12) -0.0036(13)
C2 0.015(2) 0.0134(19) 0.0138(17) 0.0030(14) 0.0042(15) 0.0034(16)
C4 0.019(2) 0.0153(19) 0.0146(17) 0.0017(14) -0.0024(15) 0.0020(17)
O2 0.0201(16) 0.0218(15) 0.0204(14) -0.0002(11) 0.0047(12) 0.0014(13)
O5 0.0140(14) 0.0289(16) 0.0200(13) 0.0059(11) -0.0013(11) 0.0075(13)
C6 0.021(2) 0.036(3) 0.0176(19) -0.0023(17) 0.0031(17) -0.007(2)
C5 0.021(2) 0.025(2) 0.0130(18) 0.0012(15) 0.0024(16) 0.0029(18)

_geom_special_details            
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 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 O1 1.953(2) 2_565 ?
Cu1 O1 1.953(2) . ?
Cu1 N4 1.987(3) 2_565 ?
Cu1 N4 1.987(3) . ?
Cl1 O6 1.436(3) . ?
Cl1 O3 1.435(3) . ?
Cl1 O4 1.445(3) . ?
Cl1 O5 1.443(2) . ?
O1 C1 1.252(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.381(5) . ?
C3 C4 1.402(5) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9000 . ?
N4 N3 1.431(4) . ?
N1 N2 1.361(4) . ?
N1 C4 1.331(5) . ?
N2 C2 1.358(5) . ?
N2 C6 1.460(5) . ?
C1 N3 1.326(5) . ?
C1 C2 1.472(4) . ?
N3 H3A 0.8600 . ?
C4 C5 1.492(5) . ?
O2 H2A 0.845(10) . ?
O2 H2B 0.848(10) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.00(14) . 2_565 ?
O1 Cu1 N4 96.56(10) . 2_565 ?
O1 Cu1 N4 83.44(10) 2_565 2_565 ?
O1 Cu1 N4 96.56(10) 2_565 . ?
O1 Cu1 N4 83.44(10) . . ?
N4 Cu1 N4 180.0 . 2_565 ?
O6 Cl1 O4 110.45(16) . . ?
O6 Cl1 O5 108.67(15) . . ?
O3 Cl1 O6 109.68(17) . . ?
O3 Cl1 O4 108.26(17) . . ?
O3 Cl1 O5 110.40(15) . . ?
O5 Cl1 O4 109.36(15) . . ?
C1 O1 Cu1 111.6(2) . . ?
C2 C3 H3 127.6 . . ?
C2 C3 C4 104.8(3) . . ?
C4 C3 H3 127.6 . . ?
Cu1 N4 H4A 110.4 . . ?
Cu1 N4 H4B 110.4 . . ?
H4A N4 H4B 108.6 . . ?
N3 N4 Cu1 106.8(2) . . ?
N3 N4 H4A 110.4 . . ?
N3 N4 H4B 110.4 . . ?
C4 N1 N2 106.4(3) . . ?
N1 N2 C6 118.9(3) . . ?
C2 N2 N1 110.1(3) . . ?
C2 N2 C6 130.9(3) . . ?
O1 C1 N3 122.1(3) . . ?
O1 C1 C2 122.1(3) . . ?
N3 C1 C2 115.8(3) . . ?
N4 N3 H3A 122.1 . . ?
C1 N3 N4 115.7(3) . . ?
C1 N3 H3A 122.1 . . ?
C3 C2 C1 129.5(3) . . ?
N2 C2 C3 107.8(3) . . ?
N2 C2 C1 122.7(3) . . ?
C3 C4 C5 128.5(4) . . ?
N1 C4 C3 110.8(3) . . ?
N1 C4 C5 120.7(3) . . ?
H2A O2 H2B 110(2) . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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 O1 C1 N3 2.8(4) . . . . ?
Cu1 O1 C1 C2 -176.8(2) . . . . ?
Cu1 N4 N3 C1 -5.1(3) . . . . ?
O1 Cu1 O1 C1 150(100) 2_565 . . . ?
O1 Cu1 N4 N3 -175.01(19) 2_565 . . . ?
O1 Cu1 N4 N3 4.99(19) . . . . ?
O1 C1 N3 N4 1.8(5) . . . . ?
O1 C1 C2 C3 150.2(4) . . . . ?
O1 C1 C2 N2 -29.1(5) . . . . ?
N4 Cu1 O1 C1 175.5(2) 2_565 . . . ?
N4 Cu1 O1 C1 -4.5(2) . . . . ?
N4 Cu1 N4 N3 123(100) 2_565 . . . ?
N1 N2 C2 C3 1.5(4) . . . . ?
N1 N2 C2 C1 -179.1(3) . . . . ?
N2 N1 C4 C3 1.2(4) . . . . ?
N2 N1 C4 C5 -178.1(3) . . . . ?
N3 C1 C2 C3 -29.4(5) . . . . ?
N3 C1 C2 N2 151.3(3) . . . . ?
C2 C3 C4 N1 -0.3(4) . . . . ?
C2 C3 C4 C5 179.0(3) . . . . ?
C2 C1 N3 N4 -178.6(3) . . . . ?
C4 C3 C2 N2 -0.7(4) . . . . ?
C4 C3 C2 C1 179.9(3) . . . . ?
C4 N1 N2 C2 -1.6(4) . . . . ?
C4 N1 N2 C6 -178.0(3) . . . . ?
C6 N2 C2 C3 177.2(4) . . . . ?
C6 N2 C2 C1 -3.3(6) . . . . ?

