# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_22406
_database_code_depnum_ccdc_archive 'CCDC 2041880'
loop_
_audit_author_name
_audit_author_address
'Dai-Hong Cai Xue-Yi Le'
;South China Agricultural University
China
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        '[Cu(ipy)2(ClO4)2]'
_chemical_formula_moiety         'C16 H14 Cu N6, 2(Cl O4)'
_chemical_formula_sum            'C16 H14 Cl2 Cu N6 O8'
_chemical_formula_weight         552.77
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4596(5)
_cell_length_b                   9.9394(8)
_cell_length_c                   13.2717(9)
_cell_angle_alpha                68.331(7)
_cell_angle_beta                 78.340(5)
_cell_angle_gamma                86.540(6)
_cell_volume                     1015.54(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1739
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      64.5840
_cell_measurement_theta_min      4.7880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.504
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.920
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5709
_diffrn_reflns_point_group_measured_fraction_full 0.920
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         64.770
_diffrn_reflns_theta_min         3.653
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0855
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.920
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  28.00   1.00   15.20    --  -51.25  77.00  90.00   72
  2  ω     35.00  70.00   1.00    4.42    --    0.00 178.00  30.00   35
  3  ω     42.00  84.00   1.00    4.42    --    0.00 178.00 -60.00   42
  4  ω     84.00 109.00   1.00   15.20    --   51.25 125.00-150.00   25
  5  ω     79.00 127.00   1.00   15.20    --   51.25 125.00-180.00   48
  6  ω     37.00  79.00   1.00    4.42    --    0.00 178.00-180.00   42
  7  ω    -29.00 110.00   1.00   15.20    --   51.25 -30.00 120.00  139
  8  ω     61.00  87.00   1.00    5.00    --  102.50-104.00 150.00   26
  9  ω     99.00 151.00   1.00    5.00    --  102.50 -37.00 120.00   52
 10  ω    112.00 176.00   1.00    5.00    --  102.50  12.00 120.00   64
 11  ω    118.00 153.00   1.00    5.00    --  102.50  50.00 150.00   35
 12  ω     83.00 110.00   1.00   15.20    --   51.25  92.00 165.00   27
 13  ω     71.00 114.00   1.00    5.00    --  102.50  50.00 150.00   43
 14  ω     80.00 107.00   1.00    5.00    --  102.50  92.00 165.00   27
 15  ω     24.00 109.00   1.00    5.00    --  102.50  12.00 120.00   85
 16  ω    119.00 172.00   1.00    5.00    --  102.50  50.00   0.00   53
 17  ω    101.00 134.00   1.00    5.00    --  102.50 -63.00-180.00   33
 18  ω     90.00 117.00   1.00    5.00    --  102.50 -91.00 -90.00   27
 19  ω     49.00  75.00   1.00   15.20    --   51.25 -94.00 -60.00   26
 20  ω     21.00  87.00   1.00    5.00    --  102.50-104.00 -30.00   66
 21  ω     95.00 122.00   1.00    5.00    --  102.50 -92.00  53.00   27
 22  ω     31.00  57.00   1.00    5.00    --  102.50-104.00 -60.00   26
 23  ω     27.00 135.00   1.00    5.00    --  102.50 -50.00 -30.00  108
 24  ω     68.00  94.00   1.00    5.00    --  102.50  50.00   0.00   26
 25  ω     27.00  69.00   1.00    5.00    --  102.50 -37.00 120.00   42
 26  ω     22.00 134.00   1.00    5.00    --  102.50 -93.00 167.52  112
 27  ω     21.00 138.00   1.00    5.00    --  102.50 -93.00  -4.16  117
 28  ω     36.00  95.00   1.00    5.00    --  102.50 -63.00-180.00   59
 29  ω     18.00  43.00   1.00    4.42    --    0.00 -99.00-120.00   25
 30  ω    -23.00  17.00   1.00    4.42    --    0.00 -99.00-120.00   40
 31  ω    -26.00   7.00   1.00   15.20    --   51.25 -94.00 -60.00   33
 32  ω      2.00  92.00   1.00   15.20    --   51.25-125.00  60.00   90
 33  ω     15.00  81.00   1.00   15.20    --   51.25 -94.00 150.00   66
 34  ω    -30.00  -4.00   1.00   15.20    --   51.25 -94.00 150.00   26
 35  ω    -79.00  22.00   1.00   15.20    --  -51.25  61.00 -30.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0955744000
_diffrn_orient_matrix_UB_12      0.1121953000
_diffrn_orient_matrix_UB_13      0.0418739000
_diffrn_orient_matrix_UB_21      -0.0607257000
_diffrn_orient_matrix_UB_22      0.0670944000
_diffrn_orient_matrix_UB_23      -0.1097319000
_diffrn_orient_matrix_UB_31      -0.1475189000
_diffrn_orient_matrix_UB_32      -0.1036044000
_diffrn_orient_matrix_UB_33      0.0491533000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2740
_reflns_number_total             3373
_reflns_odcompleteness_completeness 99.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     63.60
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         3373
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.048
_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)+(0.0779P)²+0.6893P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1487
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Rigid bond restraints
 Cl1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
2. Uiso/Uaniso restraints and constraints
Cl1: within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O8) \\sim
Ueq, Uanis(O5) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O0AA) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(O1AA) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: O2(0.33333) O1AA(0.33333) O0AA(0.33333)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.50270(5) 0.25134(4) 0.74890(4) 0.0494(2) Uani 1 1 d . . . . .
Cl2 Cl 0.23689(10) 0.35027(9) 0.96254(7) 0.0522(3) Uani 1 1 d . . . . .
N4 N 0.3352(4) 0.2975(3) 0.6556(2) 0.0507(7) Uani 1 1 d . . . . .
N2 N 0.7036(3) 0.2007(3) 0.8104(2) 0.0499(7) Uani 1 1 d . . . . .
C14 C 0.2591(4) 0.1800(4) 0.6656(3) 0.0480(8) Uani 1 1 d . . . . .
C9 C 0.4406(4) -0.0736(4) 0.8802(3) 0.0525(9) Uani 1 1 d . . . . .
C6 C 0.7785(4) 0.3165(4) 0.8056(3) 0.0487(8) Uani 1 1 d . . . . .
N3 N 0.4071(3) 0.0480(3) 0.7992(2) 0.0471(7) Uani 1 1 d . . . . .
N6 N 0.9177(4) 0.2800(4) 0.8431(3) 0.0596(9) Uani 1 1 d . . . . .
C1 C 0.4997(5) 0.5820(4) 0.6833(3) 0.0591(10) Uani 1 1 d . . . . .
N1 N 0.5742(4) 0.4558(3) 0.7260(2) 0.0497(7) Uani 1 1 d . . . . .
N5 N 0.1534(4) 0.2110(4) 0.5983(3) 0.0582(8) Uani 1 1 d . . . . .
O5 O 0.1581(4) 0.4392(3) 0.8753(3) 0.0925(11) Uani 1 1 d . U . . .
C16 C 0.2743(5) 0.4099(4) 0.5762(3) 0.0601(10) Uani 1 1 d . . . . .
C7 C 0.9322(5) 0.1339(5) 0.8743(3) 0.0626(10) Uani 1 1 d . . . . .
C15 C 0.1622(5) 0.3573(5) 0.5419(4) 0.0644(11) Uani 1 1 d . . . . .
C8 C 0.8019(5) 0.0847(5) 0.8526(3) 0.0589(10) Uani 1 1 d . . . . .
C10 C 0.3661(5) -0.2036(4) 0.9056(3) 0.0550(9) Uani 1 1 d . . . . .
C2 C 0.5657(5) 0.7109(4) 0.6704(4) 0.0632(10) Uani 1 1 d . . . . .
C11 C 0.2515(5) -0.2117(4) 0.8491(4) 0.0604(10) Uani 1 1 d . . . . .
C3 C 0.7073(6) 0.7156(5) 0.7034(4) 0.0704(12) Uani 1 1 d . . . . .
C13 C 0.2928(4) 0.0389(4) 0.7445(3) 0.0470(8) Uani 1 1 d . . . . .
C5 C 0.7128(4) 0.4593(4) 0.7601(3) 0.0513(8) Uani 1 1 d . . . . .
C12 C 0.2118(5) -0.0874(4) 0.7674(4) 0.0583(10) Uani 1 1 d . . . . .
C4 C 0.7838(6) 0.5854(5) 0.7509(4) 0.0647(11) Uani 1 1 d . . . . .
O1 O 0.6910(7) 0.0525(5) 0.5000(5) 0.162(2) Uani 1 1 d . U . . .
O7 O 0.3446(5) 0.4399(4) 0.9790(3) 0.0925(11) Uani 1 1 d . U . . .
O4 O 0.8705(4) 0.0594(3) 0.6056(3) 0.0918(11) Uani 1 1 d . U . . .
Cl1 Cl 0.77802(11) 0.14620(10) 0.52613(8) 0.0585(3) Uani 1 1 d . U . . .
O8 O 0.3246(4) 0.2426(3) 0.9289(2) 0.0854(10) Uani 1 1 d . U . . .
O6 O 0.1269(4) 0.2788(4) 1.0605(3) 0.1068(13) Uani 1 1 d . U . . .
O3 O 0.8786(6) 0.2355(5) 0.4289(3) 0.1270(16) Uani 1 1 d . U . . .
H1 H 0.402(4) 0.579(3) 0.667(3) 0.046(10) Uiso 1 1 d . . . . .
H9 H 0.521(5) -0.058(4) 0.924(3) 0.072(12) Uiso 1 1 d . . . . .
H16 H 0.305(4) 0.507(4) 0.552(3) 0.057(10) Uiso 1 1 d . . . . .
H12 H 0.138(5) -0.093(5) 0.730(4) 0.076(14) Uiso 1 1 d . . . . .
H7 H 1.019(5) 0.092(4) 0.909(4) 0.079(13) Uiso 1 1 d . . . . .
H8 H 0.785(5) 0.003(4) 0.860(3) 0.063(13) Uiso 1 1 d . . . . .
H3 H 0.749(5) 0.802(5) 0.695(4) 0.089(15) Uiso 1 1 d . . . . .
H2 H 0.515(5) 0.795(5) 0.636(3) 0.077(13) Uiso 1 1 d . . . . .
H5 H 0.091(4) 0.151(4) 0.591(3) 0.047(10) Uiso 1 1 d . . . . .
H11 H 0.208(5) -0.289(4) 0.868(3) 0.064(12) Uiso 1 1 d . . . . .
H6 H 0.964(5) 0.334(4) 0.847(4) 0.061(14) Uiso 1 1 d . . . . .
H15 H 0.108(5) 0.395(5) 0.500(4) 0.073(14) Uiso 1 1 d . . . . .
H4 H 0.888(6) 0.590(6) 0.770(4) 0.098(17) Uiso 1 1 d . . . . .
O2 O 0.669(2) 0.2418(16) 0.5629(15) 0.055(4) Uani 0.3333 1 d . U P A 3
H10 H 0.387(4) -0.283(4) 0.961(3) 0.059(11) Uiso 1 1 d . . . . .
O1AA O 0.7333(17) 0.2616(17) 0.5730(13) 0.079(4) Uani 0.3333 1 d . U P A .
O0AA O 0.644(3) 0.1993(19) 0.5675(19) 0.097(7) Uani 0.3333 1 d . U P A .


_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 1.990(3) . ?
Cu1 N2 1.990(3) . ?
Cu1 N3 2.041(3) . ?
Cu1 N1 2.051(3) . ?
Cl2 O5 1.432(3) . ?
Cl2 O7 1.412(3) . ?
Cl2 O8 1.421(3) . ?
Cl2 O6 1.404(3) . ?
N4 C14 1.318(4) . ?
N4 C16 1.380(4) . ?
N2 C6 1.322(4) . ?
N2 C8 1.390(5) . ?
C14 N5 1.334(5) . ?
C14 C13 1.460(5) . ?
C9 N3 1.349(4) . ?
C9 C10 1.368(5) . ?
C6 N6 1.348(5) . ?
C6 C5 1.448(5) . ?
N3 C13 1.346(4) . ?
N6 C7 1.360(5) . ?
C1 N1 1.348(5) . ?
C1 C2 1.367(5) . ?
N1 C5 1.346(5) . ?
N5 C15 1.366(5) . ?
C16 C15 1.338(6) . ?
C7 C8 1.354(6) . ?
C10 C11 1.363(6) . ?
C2 C3 1.365(6) . ?
C11 C12 1.386(6) . ?
C3 C4 1.398(6) . ?
C13 C12 1.370(5) . ?
C5 C4 1.376(5) . ?
O1 Cl1 1.398(4) . ?
O4 Cl1 1.431(3) . ?
Cl1 O3 1.407(4) . ?
Cl1 O2 1.432(18) . ?
Cl1 O1AA 1.492(16) . ?
Cl1 O0AA 1.33(2) . ?
O2 O1AA 0.65(2) . ?
O1AA O0AA 1.04(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 81.61(11) . . ?
N4 Cu1 N1 100.60(12) . . ?
N2 Cu1 N4 166.34(12) . . ?
N2 Cu1 N3 98.97(12) . . ?
N2 Cu1 N1 81.39(12) . . ?
N3 Cu1 N1 169.28(11) . . ?
O7 Cl2 O5 107.61(19) . . ?
O7 Cl2 O8 109.7(2) . . ?
O8 Cl2 O5 108.4(2) . . ?
O6 Cl2 O5 112.3(2) . . ?
O6 Cl2 O7 111.2(2) . . ?
O6 Cl2 O8 107.5(2) . . ?
C14 N4 Cu1 111.8(2) . . ?
C14 N4 C16 105.5(3) . . ?
C16 N4 Cu1 142.5(3) . . ?
C6 N2 Cu1 112.0(2) . . ?
C6 N2 C8 105.6(3) . . ?
C8 N2 Cu1 142.2(3) . . ?
N4 C14 N5 111.4(3) . . ?
N4 C14 C13 120.5(3) . . ?
N5 C14 C13 128.1(3) . . ?
N3 C9 C10 122.4(4) . . ?
N2 C6 N6 110.8(3) . . ?
N2 C6 C5 120.7(3) . . ?
N6 C6 C5 128.5(3) . . ?
C9 N3 Cu1 128.6(2) . . ?
C13 N3 Cu1 113.8(2) . . ?
C13 N3 C9 117.5(3) . . ?
C6 N6 C7 107.8(3) . . ?
N1 C1 C2 121.3(4) . . ?
C1 N1 Cu1 128.3(3) . . ?
C5 N1 Cu1 113.6(2) . . ?
C5 N1 C1 118.1(3) . . ?
C14 N5 C15 106.9(3) . . ?
C15 C16 N4 109.0(4) . . ?
C8 C7 N6 106.7(4) . . ?
C16 C15 N5 107.1(4) . . ?
C7 C8 N2 109.1(4) . . ?
C11 C10 C9 119.5(4) . . ?
C3 C2 C1 121.0(4) . . ?
C10 C11 C12 119.2(4) . . ?
C2 C3 C4 118.5(4) . . ?
N3 C13 C14 112.0(3) . . ?
N3 C13 C12 122.9(3) . . ?
C12 C13 C14 125.0(3) . . ?
N1 C5 C6 112.3(3) . . ?
N1 C5 C4 123.3(4) . . ?
C4 C5 C6 124.4(4) . . ?
C13 C12 C11 118.5(4) . . ?
C5 C4 C3 117.8(4) . . ?
O1 Cl1 O4 107.7(2) . . ?
O1 Cl1 O3 108.7(3) . . ?
O1 Cl1 O2 109.3(9) . . ?
O1 Cl1 O1AA 134.5(6) . . ?
O4 Cl1 O2 114.2(8) . . ?
O4 Cl1 O1AA 97.8(6) . . ?
O3 Cl1 O4 111.2(3) . . ?
O3 Cl1 O2 105.6(7) . . ?
O3 Cl1 O1AA 95.6(6) . . ?
O2 Cl1 O1AA 25.4(8) . . ?
O0AA Cl1 O1 92.0(9) . . ?
O0AA Cl1 O4 115.1(10) . . ?
O0AA Cl1 O3 119.6(9) . . ?
O0AA Cl1 O2 18.8(12) . . ?
O0AA Cl1 O1AA 42.7(10) . . ?
O1AA O2 Cl1 82(3) . . ?
O2 O1AA Cl1 72(2) . . ?
O2 O1AA O0AA 17(2) . . ?
O0AA O1AA Cl1 60.1(15) . . ?
O1AA O0AA Cl1 77.2(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.924
_oxdiff_exptl_absorpt_empirical_full_min 0.720
####################################################################### 
# 
# 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_a20102204a0826
_database_code_depnum_ccdc_archive 'CCDC 2193796'
loop_
_audit_author_name
_audit_author_address
'Dai-Hong Cai'
;South China Agricultural University
China
;
_audit_update_record             
;
2022-07-31 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_audit_creation_date             2020-11-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C17 H19 Cu N4 O3), 2(Cl O4), O'
_chemical_formula_sum            'C34 H38 Cl2 Cu2 N8 O15'
_chemical_formula_weight         996.70
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONZn
_chemical_oxdiff_usercomment     Ipy-Phe
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   12.3660(2)
_cell_length_b                   15.6213(3)
_cell_length_c                   21.2384(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4102.69(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9541
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.2320
_cell_measurement_theta_min      4.0620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.163
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15289
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.563
_diffrn_reflns_theta_min         3.512
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -101.00  -6.00   1.00    1.00    --  -40.09 -77.00 -30.00   95
  2  ω    -64.00  -2.00   1.00    1.00    --  -40.09 125.00  90.00   62
  3  ω     58.00  94.00   1.00    1.00    --   40.09-125.00-150.00   36
  4  ω     74.00 142.00   1.00    3.00    --  107.60  77.00 -60.00   68
  5  ω     81.00 134.00   1.00    3.00    --  107.60  45.00 120.00   53
  6  ω     94.00 135.00   1.00    3.00    --  107.60 125.00 120.00   41
  7  ω     36.00  91.00   1.00    3.00    --  107.60 -30.00-120.00   55
  8  ω     65.00 106.00   1.00    3.00    --  107.60 -94.00-180.00   41
  9  ω     88.00 117.00   1.00    3.00    --  107.60-125.00 -30.00   29
 10  ω    115.00 177.00   1.00    3.00    --  107.60  87.00 -20.00   62
 11  ω     23.00 110.00   1.00    3.00    --  107.60 -94.00  90.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0220295000
_diffrn_orient_matrix_UB_12      -0.0205690000
_diffrn_orient_matrix_UB_13      0.0697777000
_diffrn_orient_matrix_UB_21      0.1096726000
_diffrn_orient_matrix_UB_22      -0.0465139000
_diffrn_orient_matrix_UB_23      0.0044611000
_diffrn_orient_matrix_UB_31      0.0549392000
_diffrn_orient_matrix_UB_32      0.0844436000
_diffrn_orient_matrix_UB_33      0.0193262000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.773
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.953
_reflns_number_gt                7746
_reflns_number_total             8049
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.567
_refine_diff_density_min         -0.956
_refine_diff_density_rms         0.109
_refine_ls_abs_structure_details 
;
 Flack x determined using 3271 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.021(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         8049
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.053
_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)+(0.0983P)²+6.7112P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1596
_refine_ls_wR_factor_ref         0.1623
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O3(H3A,H3B)
2.b Ternary CH refined with riding coordinates:
 C27(H27), C10(H10)
2.c Secondary CH2 refined with riding coordinates:
 N8(H8A,H8B), N4(H4A,H4B), C28(H28A,H28B), C11(H11A,H11B)
2.d Aromatic/amide H refined with riding coordinates:
 C25(H25), C24(H24), N3(H3), C8(H8), C1(H1), C21(H21), C2(H2), C30(H30),
 C3(H3C), C19(H19), N7(H7), C20(H20), C4(H4), C18(H18), C34(H34), C31(H31),
 C32(H32), C33(H33), C7(H7A), C13(H13), C17(H17), C15(H15), C14(H14), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu2 Cu 0.01334(7) 0.29286(6) 0.18064(4) 0.0249(2) Uani 1 1 d . . . . .
Cu1 Cu -0.52651(7) 0.10834(6) 0.32158(4) 0.0267(2) Uani 1 1 d . . . . .
Cl2 Cl 0.29605(14) 0.66257(11) -0.04526(8) 0.0362(4) Uani 1 1 d . . . . .
Cl1 Cl 0.1263(2) 0.15434(17) -0.03097(10) 0.0615(6) Uani 1 1 d . . . . .
O4 O 0.0864(4) 0.3998(3) 0.1968(2) 0.0296(9) Uani 1 1 d . . . . .
N5 N -0.0385(4) 0.1726(3) 0.1810(3) 0.0284(10) Uani 1 1 d . . . . .
N6 N -0.0582(4) 0.2924(4) 0.2667(2) 0.0269(10) Uani 1 1 d . . . . .
O5 O 0.2110(4) 0.4908(3) 0.1630(2) 0.0315(10) Uani 1 1 d . . . . .
N2 N -0.4726(5) 0.2260(3) 0.3374(2) 0.0277(11) Uani 1 1 d . . . . .
N1 N -0.4298(4) 0.1192(3) 0.2449(3) 0.0271(11) Uani 1 1 d . . . . .
C25 C -0.0423(6) 0.1009(4) 0.1434(3) 0.0333(14) Uani 1 1 d . . . . .
H25 H -0.0128 0.0960 0.1033 0.040 Uiso 1 1 calc R . . . .
O1 O -0.5903(4) 0.0042(3) 0.2869(2) 0.0327(10) Uani 1 1 d . . . . .
O2 O -0.7443(4) -0.0673(3) 0.2800(2) 0.0342(10) Uani 1 1 d . . . . .
N8 N 0.0945(5) 0.2970(4) 0.0986(3) 0.0322(12) Uani 1 1 d . . . . .
H8A H 0.1349 0.2443 0.0932 0.039 Uiso 1 1 calc R . . . .
H8B H 0.0434 0.3016 0.0641 0.039 Uiso 1 1 calc R . . . .
C24 C -0.0970(6) 0.0382(4) 0.1751(3) 0.0336(13) Uani 1 1 d . . . . .
H24 H -0.1131 -0.0164 0.1603 0.040 Uiso 1 1 calc R . . . .
N3 N -0.3870(5) 0.3363(3) 0.2982(3) 0.0286(11) Uani 1 1 d . . . . .
H3 H -0.3497 0.3676 0.2729 0.034 Uiso 1 1 calc R . . . .
C8 C -0.4841(6) 0.2928(4) 0.3783(3) 0.0341(14) Uani 1 1 d . . . . .
H8 H -0.5222 0.2915 0.4161 0.041 Uiso 1 1 calc R . . . .
O7 O 0.0420(8) 0.2164(7) -0.0388(5) 0.098(3) Uani 1 1 d . . . . .
O6 O -0.1253(5) 0.3565(4) 0.1333(3) 0.0391(12) Uani 1 1 d . . . . .
N4 N -0.6584(4) 0.1079(4) 0.3770(3) 0.0304(11) Uani 1 1 d . . . . .
H4A H -0.6422 0.0807 0.4170 0.037 Uiso 1 1 calc R . . . .
H4B H -0.6822 0.1660 0.3851 0.037 Uiso 1 1 calc R . . . .
C1 C -0.4140(5) 0.0609(4) 0.2000(3) 0.0302(13) Uani 1 1 d . . . . .
H1 H -0.4435 0.0066 0.2053 0.036 Uiso 1 1 calc R . . . .
C21 C -0.1575(6) 0.2070(5) 0.3395(3) 0.0353(14) Uani 1 1 d . . . . .
H21 H -0.1885 0.1546 0.3497 0.042 Uiso 1 1 calc R . . . .
C2 C -0.3562(6) 0.0776(5) 0.1465(3) 0.0362(15) Uani 1 1 d . . . . .
H2 H -0.3459 0.0352 0.1164 0.043 Uiso 1 1 calc R . . . .
C30 C 0.0468(7) 0.5531(5) 0.0447(3) 0.0368(15) Uani 1 1 d . . . . .
H30 H 0.1039 0.5799 0.0654 0.044 Uiso 1 1 calc R . . . .
O3 O -0.4115(4) 0.0377(4) 0.3833(3) 0.0460(14) Uani 1 1 d . . . . .
H3A H -0.3457 0.0319 0.3658 0.069 Uiso 1 1 d GR . . . .
H3B H -0.3961 0.0676 0.4180 0.069 Uiso 1 1 d GR . . . .
C3 C -0.3135(6) 0.1579(5) 0.1381(3) 0.0360(15) Uani 1 1 d . . . . .
H3C H -0.2746 0.1709 0.1018 0.043 Uiso 1 1 calc R . . . .
C19 C -0.1238(6) 0.3529(5) 0.3620(3) 0.0356(15) Uani 1 1 d . . . . .
H19 H -0.1309 0.4005 0.3880 0.043 Uiso 1 1 calc R . . . .
C22 C -0.1021(5) 0.2173(4) 0.2832(3) 0.0272(13) Uani 1 1 d . . . . .
O9 O 0.1405(6) 0.1022(5) -0.0813(3) 0.0606(17) Uani 1 1 d . . . . .
N7 N -0.1239(5) 0.0713(4) 0.2332(3) 0.0307(11) Uani 1 1 d . . . . .
H7 H -0.1571 0.0448 0.2629 0.037 Uiso 1 1 calc R . . . .
C20 C -0.1659(6) 0.2750(5) 0.3800(3) 0.0370(16) Uani 1 1 d . . . . .
H20 H -0.1994 0.2686 0.4189 0.044 Uiso 1 1 calc R . . . .
C4 C -0.3291(5) 0.2194(4) 0.1844(3) 0.0317(13) Uani 1 1 d . . . . .
H4 H -0.3005 0.2742 0.1801 0.038 Uiso 1 1 calc R . . . .
O13 O 0.2360(6) 0.7400(4) -0.0456(3) 0.0571(16) Uani 1 1 d . . . . .
O14 O 0.3049(8) 0.6380(6) 0.0184(4) 0.087(3) Uani 1 1 d . . . . .
C18 C -0.0706(6) 0.3595(5) 0.3044(3) 0.0334(14) Uani 1 1 d . . . . .
H18 H -0.0429 0.4123 0.2921 0.040 Uiso 1 1 calc R . . . .
C23 C -0.0884(5) 0.1526(4) 0.2346(3) 0.0276(12) Uani 1 1 d . . . . .
C26 C 0.1540(5) 0.4247(4) 0.1564(3) 0.0256(12) Uani 1 1 d . . . . .
C29 C 0.0579(6) 0.4693(4) 0.0244(3) 0.0290(13) Uani 1 1 d . . . . .
O10 O 0.2287(7) 0.2037(5) -0.0254(4) 0.076(2) Uani 1 1 d . . . . .
C27 C 0.1701(5) 0.3710(4) 0.0967(3) 0.0267(12) Uani 1 1 d . . . . .
H27 H 0.2435 0.3475 0.0987 0.032 Uiso 1 1 calc R . . . .
C28 C 0.1619(5) 0.4221(4) 0.0352(3) 0.0282(13) Uani 1 1 d . . . . .
H28A H 0.2206 0.4633 0.0343 0.034 Uiso 1 1 calc R . . . .
H28B H 0.1729 0.3830 0.0004 0.034 Uiso 1 1 calc R . . . .
C34 C -0.0278(7) 0.4315(5) -0.0071(3) 0.0404(16) Uani 1 1 d . . . . .
H34 H -0.0210 0.3761 -0.0228 0.048 Uiso 1 1 calc R . . . .
C31 C -0.0497(8) 0.5976(6) 0.0344(4) 0.050(2) Uani 1 1 d . . . . .
H31 H -0.0560 0.6541 0.0478 0.061 Uiso 1 1 calc R . . . .
C32 C -0.1339(7) 0.5594(7) 0.0053(4) 0.052(2) Uani 1 1 d . . . . .
H32 H -0.1981 0.5892 -0.0006 0.062 Uiso 1 1 calc R . . . .
C33 C -0.1249(7) 0.4767(7) -0.0154(4) 0.052(2) Uani 1 1 d . . . . .
H33 H -0.1833 0.4504 -0.0351 0.062 Uiso 1 1 calc R . . . .
O12 O 0.3969(7) 0.6736(7) -0.0727(6) 0.106(4) Uani 1 1 d . . . . .
O11 O 0.2373(9) 0.5983(5) -0.0765(5) 0.095(3) Uani 1 1 d . . . . .
C5 C -0.3883(5) 0.1970(4) 0.2372(3) 0.0260(12) Uani 1 1 d . . . . .
C10 C -0.7439(5) 0.0595(4) 0.3433(3) 0.0292(13) Uani 1 1 d . . . . .
H10 H -0.7893 0.0297 0.3741 0.035 Uiso 1 1 calc R . . . .
C9 C -0.6896(5) -0.0060(4) 0.3013(3) 0.0283(13) Uani 1 1 d . . . . .
C12 C -0.7521(6) 0.1757(5) 0.2579(3) 0.0361(15) Uani 1 1 d . . . . .
C7 C -0.4299(6) 0.3618(5) 0.3544(3) 0.0358(15) Uani 1 1 d . . . . .
H7A H -0.4235 0.4156 0.3728 0.043 Uiso 1 1 calc R . . . .
C13 C -0.7184(7) 0.1448(6) 0.2007(4) 0.0485(19) Uani 1 1 d . . . . .
H13 H -0.7397 0.0902 0.1884 0.058 Uiso 1 1 calc R . . . .
C17 C -0.7234(8) 0.2583(6) 0.2736(4) 0.051(2) Uani 1 1 d . . . . .
H17 H -0.7479 0.2819 0.3112 0.061 Uiso 1 1 calc R . . . .
C15 C -0.6223(8) 0.2741(8) 0.1784(6) 0.072(3) Uani 1 1 d . . . . .
H15 H -0.5770 0.3064 0.1528 0.087 Uiso 1 1 calc R . . . .
C6 C -0.4131(5) 0.2546(4) 0.2894(3) 0.0271(12) Uani 1 1 d . . . . .
O15 O 0.5622(9) 0.5687(6) 0.0017(4) 0.092(3) Uani 1 1 d . . . . .
C14 C -0.6528(9) 0.1930(9) 0.1601(5) 0.073(4) Uani 1 1 d . . . . .
H14 H -0.6304 0.1707 0.1217 0.088 Uiso 1 1 calc R . . . .
C16 C -0.6579(9) 0.3070(7) 0.2335(6) 0.067(3) Uani 1 1 d . . . . .
H16 H -0.6387 0.3624 0.2449 0.080 Uiso 1 1 calc R . . . .
C11 C -0.8147(6) 0.1199(5) 0.3039(4) 0.0386(16) Uani 1 1 d . . . . .
H11A H -0.8666 0.0859 0.2805 0.046 Uiso 1 1 calc R . . . .
H11B H -0.8550 0.1567 0.3322 0.046 Uiso 1 1 calc R . . . .
O8 O 0.1111(8) 0.1087(5) 0.0136(8) 0.136(6) Uani 1 1 d . . . . .
H6A H -0.152(6) 0.349(5) 0.108(4) 0.01(2) Uiso 1 1 d . . . . .
H6B H -0.165(6) 0.357(5) 0.166(4) 0.024(18) Uiso 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
Cu2 O4 1.930(5) . ?
Cu2 N5 1.984(5) . ?
Cu2 N6 2.030(5) . ?
Cu2 N8 2.011(5) . ?
Cu2 O6 2.222(6) . ?
Cu1 N2 1.983(5) . ?
Cu1 N1 2.028(5) . ?
Cu1 O1 1.952(5) . ?
Cu1 N4 2.012(5) . ?
Cu1 O3 2.227(5) . ?
Cl2 O13 1.420(6) . ?
Cl2 O14 1.410(8) . ?
Cl2 O12 1.387(8) . ?
Cl2 O11 1.406(8) . ?
Cl1 O7 1.433(9) . ?
Cl1 O9 1.356(6) . ?
Cl1 O10 1.487(9) . ?
Cl1 O8 1.200(12) . ?
O4 C26 1.259(8) . ?
N5 C25 1.375(8) . ?
N5 C23 1.333(8) . ?
N6 C22 1.339(9) . ?
N6 C18 1.329(9) . ?
O5 C26 1.257(8) . ?
N2 C8 1.365(8) . ?
N2 C6 1.336(8) . ?
N1 C1 1.332(8) . ?
N1 C5 1.329(8) . ?
C25 C24 1.368(10) . ?
O1 C9 1.276(8) . ?
O2 C9 1.257(8) . ?
N8 C27 1.487(8) . ?
C24 N7 1.377(9) . ?
N3 C7 1.366(9) . ?
N3 C6 1.330(8) . ?
C8 C7 1.368(10) . ?
N4 C10 1.485(9) . ?
C1 C2 1.367(10) . ?
C21 C22 1.388(9) . ?
C21 C20 1.369(11) . ?
C2 C3 1.373(11) . ?
C30 C29 1.385(10) . ?
C30 C31 1.399(12) . ?
C3 C4 1.389(10) . ?
C19 C20 1.378(11) . ?
C19 C18 1.392(9) . ?
C22 C23 1.455(9) . ?
N7 C23 1.344(9) . ?
C4 C5 1.383(9) . ?
C26 C27 1.533(8) . ?
C29 C28 1.500(9) . ?
C29 C34 1.386(10) . ?
C27 C28 1.534(8) . ?
C34 C33 1.404(12) . ?
C31 C32 1.350(15) . ?
C32 C33 1.370(15) . ?
C5 C6 1.461(9) . ?
C10 C9 1.512(9) . ?
C10 C11 1.535(10) . ?
C12 C13 1.371(11) . ?
C12 C17 1.379(12) . ?
C12 C11 1.522(11) . ?
C13 C14 1.402(15) . ?
C17 C16 1.400(15) . ?
C15 C14 1.378(19) . ?
C15 C16 1.351(18) . ?

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
O4 Cu2 N5 165.9(2) . . ?
O4 Cu2 N6 92.7(2) . . ?
O4 Cu2 N8 83.8(2) . . ?
O4 Cu2 O6 93.1(2) . . ?
N5 Cu2 N6 81.5(2) . . ?
N5 Cu2 N8 101.2(2) . . ?
N5 Cu2 O6 100.1(2) . . ?
N6 Cu2 O6 94.2(2) . . ?
N8 Cu2 N6 175.6(2) . . ?
N8 Cu2 O6 88.8(2) . . ?
N2 Cu1 N1 82.0(2) . . ?
N2 Cu1 N4 100.1(2) . . ?
N2 Cu1 O3 98.3(2) . . ?
N1 Cu1 O3 97.9(2) . . ?
O1 Cu1 N2 166.4(2) . . ?
O1 Cu1 N1 90.3(2) . . ?
O1 Cu1 N4 83.7(2) . . ?
O1 Cu1 O3 93.9(2) . . ?
N4 Cu1 N1 161.6(2) . . ?
N4 Cu1 O3 99.9(2) . . ?
O14 Cl2 O13 106.1(5) . . ?
O12 Cl2 O13 111.3(6) . . ?
O12 Cl2 O14 111.5(7) . . ?
O12 Cl2 O11 110.7(7) . . ?
O11 Cl2 O13 109.6(6) . . ?
O11 Cl2 O14 107.4(7) . . ?
O7 Cl1 O10 106.1(6) . . ?
O9 Cl1 O7 114.1(6) . . ?
O9 Cl1 O10 105.3(5) . . ?
O8 Cl1 O7 112.4(6) . . ?
O8 Cl1 O9 106.6(7) . . ?
O8 Cl1 O10 112.2(8) . . ?
C26 O4 Cu2 117.2(4) . . ?
C25 N5 Cu2 141.3(5) . . ?
C23 N5 Cu2 112.0(4) . . ?
C23 N5 C25 106.7(5) . . ?
C22 N6 Cu2 114.6(4) . . ?
C18 N6 Cu2 126.2(5) . . ?
C18 N6 C22 119.1(6) . . ?
C8 N2 Cu1 141.4(5) . . ?
C6 N2 Cu1 111.5(4) . . ?
C6 N2 C8 106.7(5) . . ?
C1 N1 Cu1 127.1(5) . . ?
C5 N1 Cu1 113.8(4) . . ?
C5 N1 C1 118.7(6) . . ?
C24 C25 N5 108.4(6) . . ?
C9 O1 Cu1 113.7(4) . . ?
C27 N8 Cu2 111.2(4) . . ?
C25 C24 N7 106.9(6) . . ?
C6 N3 C7 108.0(6) . . ?
N2 C8 C7 108.4(6) . . ?
C10 N4 Cu1 107.2(4) . . ?
N1 C1 C2 122.7(7) . . ?
C20 C21 C22 119.3(7) . . ?
C1 C2 C3 118.9(7) . . ?
C29 C30 C31 120.4(8) . . ?
C2 C3 C4 119.1(6) . . ?
C20 C19 C18 119.2(7) . . ?
N6 C22 C21 121.8(6) . . ?
N6 C22 C23 112.1(5) . . ?
C21 C22 C23 126.0(6) . . ?
C23 N7 C24 107.2(6) . . ?
C21 C20 C19 118.8(6) . . ?
C5 C4 C3 118.1(6) . . ?
N6 C18 C19 121.7(7) . . ?
N5 C23 C22 119.8(6) . . ?
N5 C23 N7 110.7(6) . . ?
N7 C23 C22 129.4(6) . . ?
O4 C26 C27 118.7(6) . . ?
O5 C26 O4 123.3(6) . . ?
O5 C26 C27 118.0(5) . . ?
C30 C29 C28 120.1(6) . . ?
C30 C29 C34 118.5(7) . . ?
C34 C29 C28 121.3(6) . . ?
N8 C27 C26 108.8(5) . . ?
N8 C27 C28 112.7(5) . . ?
C26 C27 C28 114.2(5) . . ?
C29 C28 C27 116.3(5) . . ?
C29 C34 C33 120.0(8) . . ?
C32 C31 C30 120.6(8) . . ?
C31 C32 C33 120.2(8) . . ?
C32 C33 C34 120.2(9) . . ?
N1 C5 C4 122.4(6) . . ?
N1 C5 C6 112.9(6) . . ?
C4 C5 C6 124.7(6) . . ?
N4 C10 C9 108.3(5) . . ?
N4 C10 C11 110.9(6) . . ?
C9 C10 C11 110.4(6) . . ?
O1 C9 C10 118.9(6) . . ?
O2 C9 O1 121.7(6) . . ?
O2 C9 C10 119.3(6) . . ?
C13 C12 C17 117.8(8) . . ?
C13 C12 C11 121.5(8) . . ?
C17 C12 C11 120.7(7) . . ?
N3 C7 C8 106.6(6) . . ?
C12 C13 C14 122.0(10) . . ?
C12 C17 C16 120.6(10) . . ?
C16 C15 C14 120.3(10) . . ?
N2 C6 C5 119.3(6) . . ?
N3 C6 N2 110.3(6) . . ?
N3 C6 C5 130.4(6) . . ?
C15 C14 C13 118.6(10) . . ?
C15 C16 C17 120.5(11) . . ?
C12 C11 C10 114.3(6) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.117 0.416 0.510 19.9 1.9 ?
2 0.117 0.916 -0.010 19.9 2.3 ?
3 0.383 0.084 0.490 19.9 2.1 ?
4 0.617 0.584 0.010 19.9 2.5 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.090
_oxdiff_exptl_absorpt_empirical_full_min 0.902
####################################################################### 
# 
# 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_a20102205a0826
_database_code_depnum_ccdc_archive 'CCDC 2193797'
loop_
_audit_author_name
_audit_author_address
'Dai-Hong Cai'
;South China Agricultural University
China
;
_audit_update_record             
;
2022-07-31 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_audit_creation_date             2020-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C13 H17 Cu N4 O2, Cl O4, H2 O'
_chemical_formula_sum            'C13 H19 Cl Cu N4 O7'
_chemical_formula_weight         442.31
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONCu
_chemical_oxdiff_usercomment     Ipy-Val
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.81416(6)
_cell_length_b                   11.08865(10)
_cell_length_c                   20.48225(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1774.76(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    38479
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      73.3040
_cell_measurement_theta_min      4.3030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.541
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            47774
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.449
_diffrn_reflns_theta_min         4.317
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  28.00   1.00    2.00    --   40.00  92.00   6.07   27
  2  ω   -114.00 -10.00   1.00    2.00    --  -40.09 -57.00  30.00  104
  3  ω    -92.00  -2.00   1.00    2.00    --  -40.09 125.00 150.00   90
  4  ω   -122.00   6.00   1.00    2.00    --  -40.09 -19.00 150.00  128
  5  ω   -119.00  -6.00   1.00    2.00    --  -40.09 -77.00 -90.00  113
  6  ω     23.00  97.00   1.00    2.00    --   40.09-125.00  30.00   74
  7  ω      7.00  34.00   1.00    2.00    --   44.00  87.00 -76.21   27
  8  ω     13.00  40.00   1.00    2.00    --   48.00  83.00-161.42   27
  9  ω     12.00  38.00   1.00    2.00    --   48.00  84.00 107.45   26
 10  ω     17.00  45.00   1.00    2.00    --   52.00  82.00  -0.99   28
 11  ω     27.00 138.00   1.00    2.00    --   60.00  76.00  73.90  111
 12  ω     27.00 138.00   1.00    2.00    --   60.00  76.00 119.48  111
 13  ω     31.00 142.00   1.00    2.00    --   64.00  76.00 -90.99  111
 14  ω     30.00 143.00   1.00    2.00    --   64.00  77.00  36.46  113
 15  ω     31.00 142.00   1.00    2.00    --   64.00  75.00 -50.43  111
 16  ω     31.00 142.00   1.00    2.00    --   64.00  76.00-174.87  111
 17  ω     30.00 143.00   1.00    2.00    --   64.00  77.00 149.39  113
 18  ω     39.00 150.00   1.00    2.00    --   72.00  76.00  -7.66  111
 19  ω     39.00 150.00   1.00    2.00    --   72.00  76.00-156.74  111
 20  ω     38.00 151.00   1.00    2.00    --   72.00  77.00-132.44  113
 21  ω     42.00 155.00   1.00    8.00    --   76.00  77.00 -35.48  113
 22  ω     33.00 118.00   1.00    8.00    --  107.60-125.00 150.00   85
 23  ω     77.00 178.00   1.00    8.00    --  107.60  61.00  30.00  101
 24  ω     74.00 178.00   1.00    8.00    --  107.60  77.00   0.00  104
 25  ω     74.00 178.00   1.00    8.00    --  107.60  77.00-180.00  104
 26  ω     29.00 141.00   1.00    8.00    --  107.60 -77.00 -60.00  112
 27  ω     29.00 141.00   1.00    8.00    --  107.60 -77.00 150.00  112
 28  ω     74.00 178.00   1.00    8.00    --  107.60  77.00 -90.00  104
 29  ω     77.00 178.00   1.00    8.00    --  107.60  61.00-180.00  101
 30  ω     74.00 178.00   1.00    8.00    --  107.60  77.00  60.00  104
 31  ω     77.00 178.00   1.00    8.00    --  107.60  61.00  60.00  101
 32  ω     74.00 178.00   1.00    8.00    --  107.60  77.00-150.00  104
 33  ω     77.00 178.00   1.00    8.00    --  107.60  61.00 -90.00  101
 34  ω     33.00 118.00   1.00    8.00    --  107.60-125.00 -60.00   85
 35  ω     74.00 178.00   1.00    8.00    --  107.60  77.00 -60.00  104
 36  ω     74.00 178.00   1.00    8.00    --  107.60  77.00 120.00  104
 37  ω     77.00 178.00   1.00    8.00    --  107.60  61.00  90.00  101
 38  ω     74.00 178.00   1.00    8.00    --  107.60  77.00 150.00  104
 39  ω     74.00 178.00   1.00    8.00    --  107.60  77.00 -30.00  104
 40  ω     74.00 178.00   1.00    8.00    --  107.60  77.00  90.00  104
 41  ω     74.00 178.00   1.00    8.00    --  107.60  77.00  30.00  104
 42  ω     74.00 178.00   1.00    8.00    --  107.60  77.00-120.00  104
 43  ω   -116.00 -14.00   1.00    2.00    --  -40.09 -37.00  60.00  102
 44  ω    -49.00 129.00   1.00    2.00    --   40.09   0.00 -90.00  178
 45  ω    -49.00  62.00   1.00    2.00    --   40.09   0.00 -60.00  111
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1171077000
_diffrn_orient_matrix_UB_12      0.0501023000
_diffrn_orient_matrix_UB_13      0.0541119000
_diffrn_orient_matrix_UB_21      -0.1312771000
_diffrn_orient_matrix_UB_22      0.0390872000
_diffrn_orient_matrix_UB_23      -0.0519943000
_diffrn_orient_matrix_UB_31      -0.0889042000
_diffrn_orient_matrix_UB_32      -0.1235098000
_diffrn_orient_matrix_UB_33      0.0055497000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                3559
_reflns_number_total             3572
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1504 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.010(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         3572
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0196
_refine_ls_restrained_S_all      1.152
_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)+(0.0281P)²+0.5092P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0535
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O3-H3B = O3-H3A
 0.95 with sigma of 0.01
 N3-H3
 0.7 with sigma of 0.01
3. Restrained angles
 H3B-O3-H3A
 fixed at 120 with sigma of 0.02
4. Others
 Fixed Sof: O7A(0.5) O5A(0.5) O4A(0.5) O5B(0.5) O4B(0.5) O7B(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 N3(H3)
5.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.09024(4) -0.32905(3) -0.15496(2) 0.02377(10) Uani 1 1 d . . . . .
O2 O -0.0684(3) -0.68321(15) -0.15447(9) 0.0404(4) Uani 1 1 d . . . . .
O1 O -0.1298(2) -0.49379(16) -0.17942(8) 0.0320(4) Uani 1 1 d . . . . .
N1 N -0.0557(2) -0.15611(18) -0.13914(9) 0.0245(4) Uani 1 1 d . . . . .
N4 N 0.0231(3) -0.39851(17) -0.07643(10) 0.0218(4) Uani 1 1 d . . . . .
N3 N -0.0951(3) 0.02678(18) -0.17718(10) 0.0303(4) Uani 1 1 d D . . . .
H3 H -0.1323 0.0855 -0.2007 0.036 Uiso 1 1 calc DR . . . .
N2 N -0.2388(3) -0.2689(2) -0.22851(9) 0.0254(4) Uani 1 1 d . . . . .
C9 C -0.0576(3) -0.5735(2) -0.14407(11) 0.0266(5) Uani 1 1 d . . . . .
C10 C 0.0549(3) -0.5292(2) -0.08778(11) 0.0232(4) Uani 1 1 d . . . . .
C2 C 0.0158(4) 0.0357(2) -0.12610(13) 0.0324(5) Uani 1 1 d . . . . .
C3 C -0.1359(3) -0.0901(2) -0.18425(12) 0.0252(5) Uani 1 1 d . . . . .
C5 C -0.3518(4) -0.0885(3) -0.27605(13) 0.0358(6) Uani 1 1 d . . . . .
C4 C -0.2458(3) -0.1472(2) -0.23200(11) 0.0270(5) Uani 1 1 d . . . . .
C1 C 0.0391(3) -0.0782(2) -0.10259(13) 0.0289(5) Uani 1 1 d . . . . .
C6 C -0.4534(3) -0.1568(3) -0.31673(13) 0.0421(7) Uani 1 1 d . . . . .
C11 C 0.0413(4) -0.6078(2) -0.02634(12) 0.0317(5) Uani 1 1 d . . . . .
C8 C -0.3356(3) -0.3346(3) -0.26849(12) 0.0323(5) Uani 1 1 d . . . . .
C7 C -0.4451(3) -0.2817(3) -0.31347(13) 0.0410(7) Uani 1 1 d . . . . .
C12 C 0.1844(4) -0.5786(3) 0.02146(15) 0.0450(7) Uani 1 1 d . . . . .
H12A H 0.2922 -0.5803 -0.0010 0.067 Uiso 1 1 calc GR . . . .
H12B H 0.1851 -0.6373 0.0559 0.067 Uiso 1 1 calc GR . . . .
H12C H 0.1661 -0.4998 0.0396 0.067 Uiso 1 1 calc GR . . . .
C13 C -0.1345(4) -0.5998(3) 0.00528(15) 0.0448(7) Uani 1 1 d . . . . .
H13A H -0.1486 -0.5217 0.0247 0.067 Uiso 1 1 calc GR . . . .
H13B H -0.1446 -0.6608 0.0383 0.067 Uiso 1 1 calc GR . . . .
H13C H -0.2212 -0.6119 -0.0273 0.067 Uiso 1 1 calc GR . . . .
Cl1 Cl -0.52582(7) -0.28192(6) -0.09131(3) 0.02934(14) Uani 1 1 d . . . . .
O6 O -0.6330(3) -0.2627(2) -0.03555(9) 0.0461(5) Uani 1 1 d . . . . .
O7A O -0.5780(9) -0.4004(5) -0.1171(3) 0.0496(14) Uani 0.5 1 d . . P A 2
O5A O -0.5573(6) -0.1971(5) -0.1431(2) 0.0410(10) Uani 0.5 1 d . . P A 2
H4A H -0.045(4) -0.389(3) -0.0463(16) 0.030(8) Uiso 1 1 d . . . . .
H5 H -0.350(4) -0.002(3) -0.2762(14) 0.026(7) Uiso 1 1 d . . . . .
H7 H -0.518(5) -0.336(3) -0.3394(17) 0.054(10) Uiso 1 1 d . . . . .
H4B H 0.120(4) -0.362(3) -0.0673(13) 0.025(7) Uiso 1 1 d . . . . .
H11 H 0.053(4) -0.690(3) -0.0401(14) 0.031(7) Uiso 1 1 d . . . . .
H10 H 0.171(4) -0.537(3) -0.1058(14) 0.029(7) Uiso 1 1 d . . . . .
H8 H -0.319(4) -0.414(3) -0.2632(16) 0.035(8) Uiso 1 1 d . . . . .
H6 H -0.531(5) -0.121(3) -0.3462(18) 0.053(10) Uiso 1 1 d . . . . .
H2 H 0.063(4) 0.105(3) -0.1122(15) 0.032(8) Uiso 1 1 d . . . . .
O4A O -0.3574(13) -0.2849(7) -0.0729(5) 0.0396(18) Uani 0.5 1 d . . P A 2
H1 H 0.097(4) -0.105(3) -0.0659(15) 0.033(8) Uiso 1 1 d . . . . .
O5B O -0.4916(9) -0.1605(5) -0.1157(4) 0.075(2) Uani 0.5 1 d . . P A 1
O4B O -0.3603(14) -0.3368(8) -0.0756(6) 0.055(2) Uani 0.5 1 d . . P A 1
O7B O -0.6067(7) -0.3496(6) -0.1378(3) 0.0469(14) Uani 0.5 1 d . . P A 1
O3 O 0.1685(2) -0.29088(16) -0.23463(9) 0.0295(4) Uani 1 1 d D . . . .
H3A H 0.144(5) -0.234(2) -0.2663(13) 0.050(10) Uiso 1 1 d D . . . .
H3B H 0.265(3) -0.268(3) -0.2119(16) 0.053(10) Uiso 1 1 d 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 O1 1.9193(17) . ?
Cu1 N1 1.963(2) . ?
Cu1 N4 1.991(2) . ?
Cu1 N2 2.015(2) . ?
O2 C9 1.238(3) . ?
O1 C9 1.274(3) . ?
N1 C3 1.335(3) . ?
N1 C1 1.362(3) . ?
N4 C10 1.488(3) . ?
N3 C2 1.362(3) . ?
N3 C3 1.343(3) . ?
N2 C4 1.353(3) . ?
N2 C8 1.332(3) . ?
C9 C10 1.531(3) . ?
C10 C11 1.535(3) . ?
C2 C1 1.364(4) . ?
C3 C4 1.447(4) . ?
C5 C4 1.387(3) . ?
C5 C6 1.378(4) . ?
C6 C7 1.387(5) . ?
C11 C12 1.521(4) . ?
C11 C13 1.521(4) . ?
C8 C7 1.387(4) . ?
Cl1 O6 1.4323(18) . ?
Cl1 O7A 1.473(6) . ?
Cl1 O5A 1.438(4) . ?
Cl1 O4A 1.369(10) . ?
Cl1 O5B 1.461(6) . ?
Cl1 O4B 1.465(11) . ?
Cl1 O7B 1.368(5) . ?

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 N1 174.16(8) . . ?
O1 Cu1 N4 85.08(7) . . ?
O1 Cu1 N2 91.54(8) . . ?
N1 Cu1 N4 100.57(8) . . ?
N1 Cu1 N2 83.07(9) . . ?
N4 Cu1 N2 171.12(9) . . ?
C9 O1 Cu1 116.12(15) . . ?
C3 N1 Cu1 110.90(16) . . ?
C3 N1 C1 106.8(2) . . ?
C1 N1 Cu1 141.69(17) . . ?
C10 N4 Cu1 108.95(14) . . ?
C3 N3 C2 107.7(2) . . ?
C4 N2 Cu1 113.14(17) . . ?
C8 N2 Cu1 127.32(19) . . ?
C8 N2 C4 119.3(2) . . ?
O2 C9 O1 123.6(2) . . ?
O2 C9 C10 119.0(2) . . ?
O1 C9 C10 117.4(2) . . ?
N4 C10 C9 109.52(18) . . ?
N4 C10 C11 114.43(19) . . ?
C9 C10 C11 113.31(19) . . ?
N3 C2 C1 106.8(2) . . ?
N1 C3 N3 110.1(2) . . ?
N1 C3 C4 120.4(2) . . ?
N3 C3 C4 129.5(2) . . ?
C6 C5 C4 118.6(3) . . ?
N2 C4 C3 112.1(2) . . ?
N2 C4 C5 121.8(3) . . ?
C5 C4 C3 126.0(2) . . ?
N1 C1 C2 108.7(2) . . ?
C5 C6 C7 119.5(3) . . ?
C12 C11 C10 110.8(2) . . ?
C12 C11 C13 112.2(2) . . ?
C13 C11 C10 112.2(2) . . ?
N2 C8 C7 121.8(3) . . ?
C8 C7 C6 118.9(3) . . ?
O6 Cl1 O7A 104.9(3) . . ?
O6 Cl1 O5A 113.0(2) . . ?
O6 Cl1 O5B 104.0(2) . . ?
O6 Cl1 O4B 113.8(5) . . ?
O5A Cl1 O7A 105.8(3) . . ?
O4A Cl1 O6 110.2(4) . . ?
O4A Cl1 O7A 110.0(4) . . ?
O4A Cl1 O5A 112.5(5) . . ?
O5B Cl1 O4B 107.2(5) . . ?
O7B Cl1 O6 111.5(3) . . ?
O7B Cl1 O5B 110.6(4) . . ?
O7B Cl1 O4B 109.5(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.344
_oxdiff_exptl_absorpt_empirical_full_min 0.829
