# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 2217390'
loop_
_audit_author_name
_audit_author_address
'Jaursup Boonmak'
;Khon Kaen University
Thailand
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H28 Cu2 N6 O14'
_chemical_formula_weight         727.58

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'
Cu Cu 0.3201 1.2651 '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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5539(4)
_cell_length_b                   11.9045(5)
_cell_length_c                   14.8119(7)
_cell_angle_alpha                95.5870(10)
_cell_angle_beta                 101.6810(10)
_cell_angle_gamma                107.0460(10)
_cell_volume                     1392.25(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9076
_cell_measurement_theta_min      2.831
_cell_measurement_theta_max      26.328

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.609
_shelx_estimated_absorpt_T_min   0.818
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6124
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  
;
Bruker D8 QUEST PHOTON 100
;
_diffrn_measurement_method       '\fandω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48374
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.831
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5686
_reflns_number_gt                4268
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       BrukerAPEX2
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0801P)²+2.1722P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5686
_refine_ls_number_parameters     454
_refine_ls_number_restraints     331
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1456
_refine_ls_wR_factor_gt          0.1317
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.058
_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_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 0.12691(6) 0.73738(4) 0.31884(3) 0.02915(16) Uani 1 1 d . . . A 1
Cu2 Cu 0.43942(6) 0.69403(4) 0.54132(3) 0.03054(16) Uani 1 1 d . . . A 1
O1 O 0.1867(3) 0.8641(3) 0.23666(19) 0.0361(7) Uani 1 1 d . U . A 1
O2 O 0.3908(4) 1.0246(3) 0.2254(2) 0.0469(8) Uani 1 1 d . U . A 1
O3 O 0.6774(3) 0.7952(3) 0.59702(19) 0.0352(7) Uani 1 1 d . U . A 1
O4 O 0.8858(4) 0.9425(3) 0.5743(2) 0.0420(7) Uani 1 1 d . U . A 1
O5 O -0.0800(3) 0.6065(3) 0.23525(19) 0.0351(7) Uani 1 1 d . U . A 1
O6 O -0.2401(4) 0.4172(3) 0.2256(2) 0.0434(8) Uani 1 1 d . U . A 1
O7 O 0.4298(3) 0.5404(2) 0.59039(19) 0.0345(6) Uani 1 1 d . U . A 1
O8 O 0.2688(4) 0.3517(2) 0.5703(2) 0.0389(7) Uani 1 1 d . U . A 1
O9 O 0.3312(5) 0.1154(4) 0.0558(3) 0.0617(10) Uani 1 1 d D . . B 1
O10 O 0.5574(6) 0.6329(5) 0.8991(4) 0.0825(14) Uani 1 1 d D . . C 1
O11 O 0.8109(5) 0.6182(4) 0.0446(3) 0.0638(10) Uani 1 1 d D . . D 1
O12 O 0.9127(6) 0.8672(5) 0.0959(4) 0.0841(14) Uani 1 1 d D . . E 1
O13 O 0.3654(3) 0.7644(2) 0.67136(17) 0.0217(5) Uani 1 1 d D . . A 1
O14 O -0.0328(4) 0.8204(3) 0.3770(3) 0.0234(8) Uani 0.7 1 d D U P A 1
O14A O 0.0524(10) 0.8110(7) 0.4602(7) 0.030(2) Uani 0.3 1 d . U P F 2
N1 N 0.3551(4) 0.8279(3) 0.3866(2) 0.0302(7) Uani 1 1 d . U . A 1
N2 N 0.4581(4) 0.8126(3) 0.4606(2) 0.0311(7) Uani 1 1 d . U . A 1
N3 N 0.1233(4) 0.6059(3) 0.3865(2) 0.0304(7) Uani 1 1 d . U . A 1
N4 N 0.2306(4) 0.5920(3) 0.4597(2) 0.0299(7) Uani 1 1 d . U . A 1
N5 N 0.4644(5) 0.3515(4) 0.7348(3) 0.0461(9) Uani 1 1 d . U . G 1
H5 H 0.4031 0.3578 0.6831 0.055 Uiso 1 1 calc R U . G 1
N6 N 1.0291(10) 0.1473(6) 1.2545(3) 0.0974(19) Uani 1 1 d . U . G 1
H6 H 1.0858 0.1362 1.3059 0.117 Uiso 1 1 calc R U . G 1
C1 C 0.3337(5) 0.9405(4) 0.2640(3) 0.0320(9) Uani 1 1 d . U . A 1
C2 C 0.4400(5) 0.9197(3) 0.3508(3) 0.0302(8) Uani 1 1 d . U . A 1
C3 C 0.6053(5) 0.9652(4) 0.4040(3) 0.0316(9) Uani 1 1 d . U . A 1
H3 H 0.6919 1.0286 0.3954 0.038 Uiso 1 1 calc R U . A 1
C4 C 0.6118(5) 0.8943(3) 0.4734(3) 0.0296(8) Uani 1 1 d . U . A 1
C5 C 0.7374(5) 0.8783(4) 0.5533(3) 0.0302(8) Uani 1 1 d . U . A 1
C6 C -0.1165(5) 0.5057(3) 0.2633(3) 0.0296(8) Uani 1 1 d . U . A 1
C7 C 0.0066(5) 0.5003(3) 0.3493(3) 0.0270(8) Uani 1 1 d . U . A 1
C8 C 0.0403(5) 0.4143(4) 0.4003(3) 0.0304(8) Uani 1 1 d . U . A 1
H8 H -0.0199 0.3334 0.3902 0.037 Uiso 1 1 calc R U . A 1
C9 C 0.1836(5) 0.4765(3) 0.4692(3) 0.0275(8) Uani 1 1 d . U . A 1
C10 C 0.3018(5) 0.4524(3) 0.5485(3) 0.0292(8) Uani 1 1 d . U . A 1
C11 C 0.6252(7) 0.4180(5) 0.7604(3) 0.0481(11) Uani 1 1 d . U . G 1
H11 H 0.6692 0.4720 0.7234 0.058 Uiso 1 1 calc R U . G 1
C12 C 0.7260(6) 0.4076(5) 0.8404(3) 0.0457(11) Uani 1 1 d . U . G 1
H12 H 0.8392 0.4537 0.8576 0.055 Uiso 1 1 calc R U . G 1
C13 C 0.6612(6) 0.3289(4) 0.8963(3) 0.0377(9) Uani 1 1 d . U . G 1
C14 C 0.4910(6) 0.2627(5) 0.8680(3) 0.0458(11) Uani 1 1 d . U . G 1
H14 H 0.4423 0.2099 0.9046 0.055 Uiso 1 1 calc R U . G 1
C15 C 0.3953(6) 0.2758(5) 0.7861(3) 0.0500(12) Uani 1 1 d . U . G 1
H15 H 0.2816 0.2312 0.7665 0.060 Uiso 1 1 calc R U . G 1
C16 C 0.7726(6) 0.3174(5) 0.9855(3) 0.0496(12) Uani 1 1 d . U . G 1
H16A H 0.8894 0.3508 0.9831 0.060 Uiso 1 1 calc R U . G 1
H16B H 0.7553 0.3643 1.0376 0.060 Uiso 1 1 calc R U . G 1
C17 C 0.7427(7) 0.1945(5) 1.0030(4) 0.0560(13) Uani 1 1 d . U . G 1
H17A H 0.7637 0.1485 0.9517 0.067 Uiso 1 1 calc R U . G 1
H17B H 0.6248 0.1604 1.0028 0.067 Uiso 1 1 calc R U . G 1
C18 C 0.8671(13) 0.0896(7) 1.2272(4) 0.0916(19) Uani 1 1 d . U . G 1
H18 H 0.8163 0.0369 1.2631 0.110 Uiso 1 1 calc R U . G 1
C19 C 0.7736(9) 0.1055(6) 1.1483(4) 0.0682(14) Uani 1 1 d . U . G 1
H19 H 0.6581 0.0657 1.1307 0.082 Uiso 1 1 calc R U . G 1
C20 C 0.8483(6) 0.1809(5) 1.0933(3) 0.0460(11) Uani 1 1 d . U . G 1
C21 C 1.0195(7) 0.2398(6) 1.1225(4) 0.0643(14) Uani 1 1 d . U . G 1
H21 H 1.0745 0.2909 1.0869 0.077 Uiso 1 1 calc R U . G 1
C22 C 1.1073(9) 0.2214(8) 1.2058(4) 0.0862(18) Uani 1 1 d . U . G 1
H22 H 1.2223 0.2616 1.2274 0.103 Uiso 1 1 calc R U . G 1
H9A H 0.317(7) 0.078(5) 0.102(3) 0.08(2) Uiso 1 1 d D . . H 1
H9B H 0.233(4) 0.083(6) 0.019(3) 0.11(3) Uiso 1 1 d D . . I 1
H10A H 0.461(4) 0.599(5) 0.861(4) 0.08(2) Uiso 1 1 d D . . J 1
H10B H 0.539(8) 0.695(4) 0.923(5) 0.13(4) Uiso 1 1 d D . . K 1
H11A H 0.708(3) 0.585(5) 0.014(3) 0.08(2) Uiso 1 1 d D . . L 1
H11B H 0.805(7) 0.591(5) 0.096(2) 0.09(2) Uiso 1 1 d D . . M 1
H12A H 1.009(4) 0.890(6) 0.135(4) 0.10(2) Uiso 1 1 d D . . N 1
H12B H 0.918(9) 0.802(4) 0.068(5) 0.13(4) Uiso 1 1 d D . . O 1
H2 H 0.452(4) 0.815(3) 0.705(2) 0.048(14) Uiso 1 1 d D . . P 1
H1 H 0.341(5) 0.712(3) 0.704(3) 0.055(15) Uiso 1 1 d D . . Q 1
H4 H -0.091(4) 0.791(3) 0.412(2) 0.024(11) Uiso 1 1 d D . . R 1
H7 H 0.004(5) 0.8926(11) 0.399(3) 0.036(12) Uiso 1 1 d D . . S 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.934(3) . ?
Cu1 N3 1.935(3) . ?
Cu1 O1 2.043(3) . ?
Cu1 O5 2.053(3) . ?
Cu1 O14 2.165(4) . ?
Cu2 N4 1.922(3) . ?
Cu2 N2 1.929(3) . ?
Cu2 O3 1.991(3) . ?
Cu2 O7 2.018(3) . ?
Cu2 O13 2.303(3) . ?
O1 C1 1.274(5) . ?
O2 C1 1.227(5) . ?
O3 C5 1.274(5) . ?
O4 C5 1.232(5) . ?
O5 C6 1.280(5) . ?
O6 C6 1.238(5) . ?
O7 C10 1.268(5) . ?
O8 C10 1.239(5) . ?
O9 H9A 0.855(10) . ?
O9 H9B 0.854(10) . ?
O10 H10A 0.856(10) . ?
O10 H10B 0.857(10) . ?
O11 H11A 0.854(10) . ?
O11 H11B 0.856(10) . ?
O12 H12A 0.857(10) . ?
O12 H12B 0.858(10) . ?
O13 H2 0.829(10) . ?
O13 H1 0.831(10) . ?
O14 H4 0.827(10) . ?
O14 H7 0.830(10) . ?
N1 N2 1.324(4) . ?
N1 C2 1.344(5) . ?
N2 C4 1.350(5) . ?
N3 N4 1.329(4) . ?
N3 C7 1.337(5) . ?
N4 C9 1.345(5) . ?
N5 C15 1.320(6) . ?
N5 C11 1.324(6) . ?
N5 H5 0.8600 . ?
N6 C18 1.310(10) . ?
N6 C22 1.311(10) . ?
N6 H6 0.8600 . ?
C1 C2 1.505(5) . ?
C2 C3 1.389(6) . ?
C3 C4 1.395(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.497(5) . ?
C6 C7 1.500(5) . ?
C7 C8 1.392(5) . ?
C8 C9 1.381(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.496(5) . ?
C11 C12 1.357(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.391(6) . ?
C13 C16 1.508(6) . ?
C14 C15 1.370(6) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.468(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C20 1.507(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.340(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.380(8) . ?
C21 C22 1.382(8) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?

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
N1 Cu1 N3 92.70(13) . . ?
N1 Cu1 O1 79.29(12) . . ?
N3 Cu1 O1 163.54(14) . . ?
N1 Cu1 O5 162.87(13) . . ?
N3 Cu1 O5 79.26(12) . . ?
O1 Cu1 O5 104.39(11) . . ?
N1 Cu1 O14 105.56(14) . . ?
N3 Cu1 O14 102.99(14) . . ?
O1 Cu1 O14 93.06(13) . . ?
O5 Cu1 O14 91.06(13) . . ?
N4 Cu2 N2 91.96(13) . . ?
N4 Cu2 O3 165.48(13) . . ?
N2 Cu2 O3 80.52(12) . . ?
N4 Cu2 O7 80.86(12) . . ?
N2 Cu2 O7 161.84(14) . . ?
O3 Cu2 O7 102.56(11) . . ?
N4 Cu2 O13 104.85(12) . . ?
N2 Cu2 O13 108.12(12) . . ?
O3 Cu2 O13 89.35(11) . . ?
O7 Cu2 O13 89.88(10) . . ?
C1 O1 Cu1 116.1(2) . . ?
C5 O3 Cu2 115.9(2) . . ?
C6 O5 Cu1 115.5(2) . . ?
C10 O7 Cu2 114.4(2) . . ?
H9A O9 H9B 99.3(15) . . ?
H10A O10 H10B 98.7(15) . . ?
H11A O11 H11B 99.2(15) . . ?
H12A O12 H12B 98.7(15) . . ?
Cu2 O13 H2 106(3) . . ?
Cu2 O13 H1 112(3) . . ?
H2 O13 H1 103.8(16) . . ?
Cu1 O14 H4 124(2) . . ?
Cu1 O14 H7 120(3) . . ?
H4 O14 H7 103.7(16) . . ?
N2 N1 C2 108.9(3) . . ?
N2 N1 Cu1 132.8(3) . . ?
C2 N1 Cu1 118.0(3) . . ?
N1 N2 C4 109.0(3) . . ?
N1 N2 Cu2 134.1(3) . . ?
C4 N2 Cu2 116.6(3) . . ?
N4 N3 C7 108.7(3) . . ?
N4 N3 Cu1 132.5(3) . . ?
C7 N3 Cu1 118.0(2) . . ?
N3 N4 C9 108.6(3) . . ?
N3 N4 Cu2 134.3(3) . . ?
C9 N4 Cu2 116.7(2) . . ?
C15 N5 C11 122.1(4) . . ?
C15 N5 H5 118.9 . . ?
C11 N5 H5 118.9 . . ?
C18 N6 C22 122.0(5) . . ?
C18 N6 H6 119.0 . . ?
C22 N6 H6 119.0 . . ?
O2 C1 O1 125.6(4) . . ?
O2 C1 C2 120.3(4) . . ?
O1 C1 C2 114.1(3) . . ?
N1 C2 C3 109.2(3) . . ?
N1 C2 C1 112.4(3) . . ?
C3 C2 C1 138.3(4) . . ?
C2 C3 C4 104.3(3) . . ?
C2 C3 H3 127.8 . . ?
C4 C3 H3 127.8 . . ?
N2 C4 C3 108.6(3) . . ?
N2 C4 C5 111.9(3) . . ?
C3 C4 C5 139.4(4) . . ?
O4 C5 O3 123.9(4) . . ?
O4 C5 C4 121.5(4) . . ?
O3 C5 C4 114.6(3) . . ?
O6 C6 O5 125.7(4) . . ?
O6 C6 C7 120.1(4) . . ?
O5 C6 C7 114.2(3) . . ?
N3 C7 C8 109.2(3) . . ?
N3 C7 C6 112.8(3) . . ?
C8 C7 C6 137.9(4) . . ?
C9 C8 C7 104.2(3) . . ?
C9 C8 H8 127.9 . . ?
C7 C8 H8 127.9 . . ?
N4 C9 C8 109.2(3) . . ?
N4 C9 C10 112.0(3) . . ?
C8 C9 C10 138.7(4) . . ?
O8 C10 O7 124.5(4) . . ?
O8 C10 C9 119.6(4) . . ?
O7 C10 C9 115.8(3) . . ?
N5 C11 C12 120.2(5) . . ?
N5 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C13 120.2(5) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 117.8(4) . . ?
C12 C13 C16 120.4(4) . . ?
C14 C13 C16 121.8(4) . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
N5 C15 C14 120.0(5) . . ?
N5 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C13 114.2(4) . . ?
C17 C16 H16A 108.7 . . ?
C13 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C13 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 C20 115.3(4) . . ?
C16 C17 H17A 108.4 . . ?
C20 C17 H17A 108.4 . . ?
C16 C17 H17B 108.4 . . ?
C20 C17 H17B 108.4 . . ?
H17A C17 H17B 107.5 . . ?
N6 C18 C19 121.0(7) . . ?
N6 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C20 120.0(7) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C21 118.3(5) . . ?
C19 C20 C17 119.4(5) . . ?
C21 C20 C17 122.3(5) . . ?
C20 C21 C22 118.6(7) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
N6 C22 C21 120.2(7) . . ?
N6 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?

_refine_diff_density_max         1.271
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.118

####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 2217391'
loop_
_audit_author_name
_audit_author_address
'Jaursup Boonmak'
;Khon Kaen University
Thailand
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H22 Cu3 N6 O12'
_chemical_formula_sum            'C22 H22 Cu3 N6 O12'
_chemical_formula_weight         753.07

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.2018(7)
_cell_length_b                   10.6192(6)
_cell_length_c                   12.7553(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.716(2)
_cell_angle_gamma                90
_cell_volume                     1243.77(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3583
_cell_measurement_theta_min      2.933
_cell_measurement_theta_max      25.6395

_exptl_crystal_description       polygon
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.011
_exptl_crystal_F_000             758
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.623
_shelx_estimated_absorpt_T_min   0.694
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6327
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  
;
Bruker D8 QUEST PHOTON 100
;
_diffrn_measurement_method       '\fandω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30891
_diffrn_reflns_av_unetI/netI     0.0714
_diffrn_reflns_av_R_equivalents  0.1689
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.933
_diffrn_reflns_theta_max         26.016
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2446
_reflns_number_gt                1806
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       BrukerAPEX2
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0367P)²+1.7805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2446
_refine_ls_number_parameters     212
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.029
_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_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 0.37330(5) 0.58078(5) 0.72265(4) 0.02057(17) Uani 1 1 d . . . . .
Cu2 Cu 0.0000 0.5000 0.5000 0.0317(2) Uani 1 2 d S . P . .
O1 O 0.3773(3) 0.7355(3) 0.8124(2) 0.0277(7) Uani 1 1 d . . . . .
O2 O 0.2261(3) 0.8677(3) 0.8877(2) 0.0351(8) Uani 1 1 d . . . . .
O3 O -0.1652(3) 0.6124(3) 0.4828(2) 0.0295(8) Uani 1 1 d . . . . .
O4 O -0.2843(3) 0.7608(3) 0.5666(2) 0.0284(7) Uani 1 1 d . . . . .
O5 O 0.3507(4) 0.3999(3) 0.6803(2) 0.0270(7) Uani 1 1 d D . . . .
O6 O 0.4463(4) 0.6268(4) 0.5651(3) 0.0371(8) Uani 1 1 d D . . . .
N1 N 0.1712(4) 0.6381(3) 0.6871(3) 0.0193(8) Uani 1 1 d . . . . .
N2 N 0.0583(4) 0.6147(3) 0.6169(3) 0.0213(8) Uani 1 1 d . . . . .
N3 N 0.5566(4) 0.5332(3) 0.8010(3) 0.0199(8) Uani 1 1 d . . . . .
C1 C 0.2515(5) 0.7877(4) 0.8221(3) 0.0230(10) Uani 1 1 d . . . . .
C2 C 0.1368(4) 0.7402(4) 0.7437(3) 0.0184(9) Uani 1 1 d . . . . .
C3 C -0.0013(4) 0.7826(4) 0.7122(3) 0.0200(9) Uani 1 1 d . . . . .
H3 H -0.0523 0.8495 0.7392 0.024 Uiso 1 1 calc R U . . .
C4 C -0.0454(4) 0.7024(4) 0.6313(3) 0.0188(9) Uani 1 1 d . . . . .
C5 C -0.1765(4) 0.6946(4) 0.5573(3) 0.0218(10) Uani 1 1 d . . . . .
C6 C 0.6796(5) 0.5963(4) 0.7907(3) 0.0266(10) Uani 1 1 d . . . . .
H6 H 0.6828 0.6560 0.7376 0.032 Uiso 1 1 calc R U . . .
C7 C 0.8025(5) 0.5762(4) 0.8560(4) 0.0274(10) Uani 1 1 d . . . . .
H7 H 0.8870 0.6214 0.8459 0.033 Uiso 1 1 calc R U . . .
C8 C 0.8011(4) 0.4900(4) 0.9357(3) 0.0177(9) Uani 1 1 d . . . . .
C9 C 0.6751(4) 0.4244(4) 0.9448(3) 0.0241(10) Uani 1 1 d . . . . .
H9 H 0.6698 0.3645 0.9975 0.029 Uiso 1 1 calc R U . . .
C10 C 0.5558(5) 0.4461(4) 0.8766(3) 0.0269(11) Uani 1 1 d . . . . .
H10 H 0.4719 0.3988 0.8834 0.032 Uiso 1 1 calc R U . . .
C11 C 0.9305(4) 0.4681(4) 1.0129(3) 0.0218(9) Uani 1 1 d . . . . .
H11A H 0.9051 0.4965 1.0816 0.026 Uiso 1 1 calc R U . . .
H11B H 0.9483 0.3781 1.0176 0.026 Uiso 1 1 calc R U . . .
H2 H 0.429(3) 0.361(5) 0.669(4) 0.07(2) Uiso 1 1 d D . . . .
H1 H 0.300(4) 0.383(5) 0.624(2) 0.058(18) Uiso 1 1 d D . . . .
H5 H 0.406(5) 0.615(5) 0.5039(18) 0.058(19) Uiso 1 1 d D . . . .
H4 H 0.519(4) 0.672(5) 0.550(4) 0.07(2) 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 N3 1.970(3) . ?
Cu1 N1 1.981(3) . ?
Cu1 O1 2.001(3) . ?
Cu1 O5 2.003(3) . ?
Cu1 O6 2.214(3) . ?
Cu2 O3 1.934(3) 3_566 ?
Cu2 O3 1.934(3) . ?
Cu2 N2 1.973(3) 3_566 ?
Cu2 N2 1.973(3) . ?
O1 C1 1.297(5) . ?
O2 C1 1.225(5) . ?
O3 C5 1.299(5) . ?
O4 C5 1.227(5) . ?
O5 H2 0.851(10) . ?
O5 H1 0.849(10) . ?
O6 H5 0.851(10) . ?
O6 H4 0.852(10) . ?
N1 N2 1.349(4) . ?
N1 C2 1.352(5) . ?
N2 C4 1.354(5) . ?
N3 C6 1.329(6) . ?
N3 C10 1.337(5) . ?
C1 C2 1.494(5) . ?
C2 C3 1.383(6) . ?
C3 C4 1.379(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.485(5) . ?
C6 C7 1.377(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.368(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.364(6) . ?
C8 C11 1.513(5) . ?
C9 C10 1.375(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C11 1.503(8) 3_767 ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?

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
N3 Cu1 N1 162.76(14) . . ?
N3 Cu1 O1 86.37(13) . . ?
N1 Cu1 O1 82.01(12) . . ?
N3 Cu1 O5 87.80(13) . . ?
N1 Cu1 O5 98.83(13) . . ?
O1 Cu1 O5 159.95(14) . . ?
N3 Cu1 O6 102.51(14) . . ?
N1 Cu1 O6 93.45(14) . . ?
O1 Cu1 O6 110.05(14) . . ?
O5 Cu1 O6 89.94(14) . . ?
O3 Cu2 O3 180.0 3_566 . ?
O3 Cu2 N2 82.99(13) 3_566 3_566 ?
O3 Cu2 N2 97.01(13) . 3_566 ?
O3 Cu2 N2 97.01(13) 3_566 . ?
O3 Cu2 N2 82.99(13) . . ?
N2 Cu2 N2 180.00(13) 3_566 . ?
C1 O1 Cu1 115.0(3) . . ?
C5 O3 Cu2 115.6(2) . . ?
Cu1 O5 H2 116(4) . . ?
Cu1 O5 H1 118(4) . . ?
H2 O5 H1 100.1(15) . . ?
Cu1 O6 H5 132(3) . . ?
Cu1 O6 H4 128(3) . . ?
H5 O6 H4 100.2(15) . . ?
N2 N1 C2 107.8(3) . . ?
N2 N1 Cu1 140.0(3) . . ?
C2 N1 Cu1 111.9(2) . . ?
N1 N2 C4 107.6(3) . . ?
N1 N2 Cu2 140.8(3) . . ?
C4 N2 Cu2 111.5(3) . . ?
C6 N3 C10 117.7(4) . . ?
C6 N3 Cu1 121.8(3) . . ?
C10 N3 Cu1 119.9(3) . . ?
O2 C1 O1 124.9(4) . . ?
O2 C1 C2 122.2(4) . . ?
O1 C1 C2 112.8(4) . . ?
N1 C2 C3 110.4(3) . . ?
N1 C2 C1 116.7(4) . . ?
C3 C2 C1 132.9(4) . . ?
C4 C3 C2 103.7(4) . . ?
C4 C3 H3 128.2 . . ?
C2 C3 H3 128.2 . . ?
N2 C4 C3 110.5(4) . . ?
N2 C4 C5 115.3(4) . . ?
C3 C4 C5 134.2(4) . . ?
O4 C5 O3 124.0(4) . . ?
O4 C5 C4 122.3(4) . . ?
O3 C5 C4 113.6(4) . . ?
N3 C6 C7 122.2(4) . . ?
N3 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C8 C7 C6 120.4(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 117.0(4) . . ?
C9 C8 C11 120.2(4) . . ?
C7 C8 C11 122.8(4) . . ?
C8 C9 C10 120.6(4) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
N3 C10 C9 122.0(4) . . ?
N3 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C11 C11 C8 115.7(4) 3_767 . ?
C11 C11 H11A 108.4 3_767 . ?
C8 C11 H11A 108.4 . . ?
C11 C11 H11B 108.4 3_767 . ?
C8 C11 H11B 108.4 . . ?
H11A C11 H11B 107.4 . . ?

_refine_diff_density_max         0.470
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.110

####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 2217392'
loop_
_audit_author_name
_audit_author_address
'Jaursup Boonmak'
;Khon Kaen University
Thailand
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H48 Cu4 N16 O28'
_chemical_formula_weight         1623.24

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'
Cu Cu 0.3201 1.2651 '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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1143(10)
_cell_length_b                   11.1349(11)
_cell_length_c                   14.8056(16)
_cell_angle_alpha                107.017(4)
_cell_angle_beta                 109.383(4)
_cell_angle_gamma                93.002(3)
_cell_volume                     1483.3(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9843
_cell_measurement_theta_min      2.797
_cell_measurement_theta_max      26.311

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.523
_shelx_estimated_absorpt_T_min   0.641
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5725
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  
;
Bruker D8 QUEST PHOTON 100
;
_diffrn_measurement_method       '\fandω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40066
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.850
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5848
_reflns_number_gt                4812
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       BrukerAPEX2
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0798P)²+3.2815P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5848
_refine_ls_number_parameters     478
_refine_ls_number_restraints     418
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1476
_refine_ls_wR_factor_gt          0.1376
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.083
_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_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 0.92932(5) 0.70462(4) 0.82803(4) 0.02950(16) Uani 1 1 d . . . . .
Cu2 Cu 0.56938(5) 0.50220(4) 0.61916(3) 0.02654(15) Uani 1 1 d . . . . .
O1 O 1.0858(3) 0.6393(2) 0.9214(2) 0.0293(6) Uani 1 1 d . U . . .
O2 O 1.1462(3) 0.4649(3) 0.9560(2) 0.0395(7) Uani 1 1 d . U . . .
O3 O 0.4907(3) 0.3232(2) 0.5967(2) 0.0309(6) Uani 1 1 d . U . . .
O4 O 0.5470(3) 0.1504(3) 0.6377(3) 0.0468(8) Uani 1 1 d . U . . .
O5 O 0.9803(3) 0.8936(2) 0.8803(2) 0.0302(6) Uani 1 1 d . U . . .
O6 O 0.9019(3) 1.0734(2) 0.8667(2) 0.0391(7) Uani 1 1 d . U . . .
O7 O 0.4009(3) 0.5649(2) 0.5426(2) 0.0292(6) Uani 1 1 d . U . . .
O8 O 0.3046(3) 0.7400(3) 0.5429(2) 0.0420(7) Uani 1 1 d . U . . .
O9 O 1.5261(3) 0.8529(3) 0.9089(3) 0.0517(9) Uani 1 1 d . U . . .
O10 O 1.5887(3) 0.6610(3) 0.8705(3) 0.0493(8) Uani 1 1 d . U . . .
H10 H 1.6671 0.6996 0.9114 0.074 Uiso 1 1 calc R U . . .
O11 O 0.9116(3) 0.4815(3) 0.5763(2) 0.0453(8) Uani 1 1 d . U . . .
H11 H 0.8509 0.4172 0.5465 0.068 Uiso 1 1 calc R U . . .
O12 O 1.0581(4) 0.3423(3) 0.6055(3) 0.0565(9) Uani 1 1 d . U . . .
O13 O 0.8517(3) 0.7500(3) 0.9914(2) 0.0404(7) Uani 1 1 d D . . . .
O14 O 0.2552(4) 0.9665(4) 0.9391(4) 0.0707(13) Uani 1 1 d D . . . .
N1 N 0.8522(3) 0.5263(3) 0.7792(2) 0.0267(7) Uani 1 1 d . U . . .
N2 N 0.7279(3) 0.4604(3) 0.7121(2) 0.0270(7) Uani 1 1 d . U . . .
N3 N 0.7626(3) 0.7489(3) 0.7417(2) 0.0287(7) Uani 1 1 d . U . . .
N4 N 0.6409(3) 0.6812(3) 0.6722(2) 0.0286(7) Uani 1 1 d . U . . .
N5 N 1.2433(3) 0.7432(3) 0.8000(3) 0.0324(7) Uani 1 1 d . U . . .
H5 H 1.2555 0.8212 0.8375 0.039 Uiso 1 1 calc R U . . .
N6 N 1.1161(3) 0.6741(3) 0.7373(3) 0.0322(7) Uani 1 1 d . U . . .
N7 N 0.6283(6) 0.3194(7) 0.9280(4) 0.0907(18) Uani 1 1 d . U . . .
H7 H 0.7126 0.3620 0.9624 0.109 Uiso 1 1 calc R U . . .
N8 N -0.2510(5) -0.1445(5) 0.5218(3) 0.0668(13) Uani 1 1 d . U . . .
H8A H -0.3313 -0.1939 0.4858 0.080 Uiso 1 1 calc R U . . .
C1 C 1.0609(4) 0.5197(3) 0.9072(3) 0.0248(7) Uani 1 1 d . U . . .
C2 C 0.9225(4) 0.4509(3) 0.8273(3) 0.0232(7) Uani 1 1 d . U . . .
C3 C 0.8409(4) 0.3299(3) 0.7891(3) 0.0279(8) Uani 1 1 d . U . . .
H3 H 0.8635 0.2586 0.8077 0.033 Uiso 1 1 calc R U . . .
C4 C 0.7177(4) 0.3415(3) 0.7164(3) 0.0254(7) Uani 1 1 d . U . . .
C5 C 0.5772(4) 0.2617(3) 0.6459(3) 0.0285(8) Uani 1 1 d . U . . .
C6 C 0.8857(4) 0.9568(3) 0.8419(3) 0.0259(7) Uani 1 1 d . U . . .
C7 C 0.7523(4) 0.8733(3) 0.7620(3) 0.0252(7) Uani 1 1 d . U . . .
C8 C 0.6175(4) 0.8855(3) 0.7024(3) 0.0270(8) Uani 1 1 d . U . . .
H8 H 0.5812 0.9600 0.6999 0.032 Uiso 1 1 calc R U . . .
C9 C 0.5496(4) 0.7601(4) 0.6473(3) 0.0260(7) Uani 1 1 d . U . . .
C10 C 0.4066(4) 0.6881(4) 0.5725(3) 0.0288(8) Uani 1 1 d . U . . .
C11 C 1.4973(4) 0.7400(4) 0.8650(3) 0.0316(8) Uani 1 1 d . U . . .
C12 C 1.3499(4) 0.6766(4) 0.7975(3) 0.0300(8) Uani 1 1 d . U . . .
C13 C 1.2910(4) 0.5574(4) 0.7297(3) 0.0310(8) Uani 1 1 d . U . . .
H13 H 1.3377 0.4897 0.7118 0.037 Uiso 1 1 calc R U . . .
C14 C 1.1452(4) 0.5596(4) 0.6934(3) 0.0293(8) Uani 1 1 d . U . . .
C15 C 1.0338(4) 0.4504(4) 0.6207(3) 0.0338(9) Uani 1 1 d . U . . .
C16 C 0.5272(9) 0.3787(7) 0.8977(7) 0.099(2) Uani 1 1 d . U . . .
H16 H 0.5466 0.4662 0.9116 0.119 Uiso 1 1 calc R U . . .
C17 C 0.3967(7) 0.3184(6) 0.8472(6) 0.0858(19) Uani 1 1 d . U . . .
H17 H 0.3238 0.3644 0.8292 0.103 Uiso 1 1 calc R U . . .
C18 C 0.3653(6) 0.1882(6) 0.8204(5) 0.0713(16) Uani 1 1 d . U . . .
C19 C 0.4741(7) 0.1272(6) 0.8525(5) 0.0696(15) Uani 1 1 d . U . . .
H19 H 0.4586 0.0392 0.8369 0.084 Uiso 1 1 calc R U . . .
C20 C 0.6089(7) 0.1970(9) 0.9090(5) 0.0802(17) Uani 1 1 d . U . . .
H20 H 0.6847 0.1567 0.9331 0.096 Uiso 1 1 calc R U . . .
C21 C 0.2064(10) 0.1364(11) 0.7780(6) 0.139(3) Uani 1 1 d D U . . .
H21A H 0.1888 0.0785 0.8122 0.167 Uiso 1 1 calc R U . . .
H21B H 0.1554 0.2066 0.7927 0.167 Uiso 1 1 calc R U . . .
C22 C 0.1550(10) 0.0745(11) 0.6769(6) 0.143(3) Uani 1 1 d D U . . .
H22A H 0.2154 0.0127 0.6619 0.172 Uiso 1 1 calc R U . . .
H22B H 0.1623 0.1357 0.6430 0.172 Uiso 1 1 calc R U . . .
C23 C -0.2432(6) -0.0186(7) 0.5329(4) 0.0697(15) Uani 1 1 d . U . . .
H23 H -0.3229 0.0142 0.5032 0.084 Uiso 1 1 calc R U . . .
C24 C -0.1121(7) 0.0599(5) 0.5903(4) 0.0618(14) Uani 1 1 d . U . . .
H24 H -0.1015 0.1468 0.6002 0.074 Uiso 1 1 calc R U . . .
C25 C 0.0007(6) 0.0052(6) 0.6316(5) 0.0677(15) Uani 1 1 d . U . . .
C26 C -0.0220(7) -0.1211(6) 0.6149(5) 0.0678(15) Uani 1 1 d . U . . .
H26 H 0.0546 -0.1585 0.6426 0.081 Uiso 1 1 calc R U . . .
C27 C -0.1440(7) -0.1931(6) 0.5625(5) 0.0667(14) Uani 1 1 d . U . . .
H27 H -0.1544 -0.2795 0.5544 0.080 Uiso 1 1 calc R U . . .
H6 H 0.172(2) 0.971(5) 0.940(4) 0.063(17) Uiso 1 1 d D . . . .
H4 H 0.302(4) 1.030(4) 0.992(3) 0.074(19) Uiso 1 1 d D . . . .
H1 H 0.920(3) 0.810(3) 1.034(3) 0.040(13) Uiso 1 1 d D . . . .
H2 H 0.870(6) 0.692(3) 1.019(4) 0.08(2) 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 N1 1.923(3) . ?
Cu1 N3 1.935(3) . ?
Cu1 O5 1.990(3) . ?
Cu1 O1 2.050(3) . ?
Cu1 N6 2.641(3) . ?
Cu1 O13 2.703(4) . ?
Cu2 N4 1.916(3) . ?
Cu2 N2 1.916(3) . ?
Cu2 O7 1.995(3) . ?
Cu2 O3 1.997(3) . ?
Cu2 O7 2.417(3) 2_666 ?
O1 C1 1.284(4) . ?
O2 C1 1.241(4) . ?
O3 C5 1.302(5) . ?
O4 C5 1.221(5) . ?
O5 C6 1.295(4) . ?
O6 C6 1.227(4) . ?
O7 C10 1.304(5) . ?
O7 Cu2 2.417(3) 2_666 ?
O8 C10 1.225(5) . ?
O9 C11 1.202(5) . ?
O10 C11 1.309(5) . ?
O10 H10 0.8200 . ?
O11 C15 1.311(5) . ?
O11 H11 0.8200 . ?
O12 C15 1.211(5) . ?
O13 H1 0.854(10) . ?
O13 H2 0.855(10) . ?
O14 H6 0.853(10) . ?
O14 H4 0.854(10) . ?
N1 N2 1.324(4) . ?
N1 C2 1.340(5) . ?
N2 C4 1.344(5) . ?
N3 N4 1.323(4) . ?
N3 C7 1.347(5) . ?
N4 C9 1.345(5) . ?
N5 N6 1.340(5) . ?
N5 C12 1.344(5) . ?
N5 H5 0.8600 . ?
N6 C14 1.348(5) . ?
N7 C16 1.274(11) . ?
N7 C20 1.298(10) . ?
N7 H7 0.8600 . ?
N8 C27 1.283(8) . ?
N8 C23 1.357(9) . ?
N8 H8A 0.8600 . ?
C1 C2 1.485(5) . ?
C2 C3 1.394(5) . ?
C3 C4 1.392(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.496(5) . ?
C6 C7 1.499(5) . ?
C7 C8 1.396(5) . ?
C8 C9 1.396(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.502(5) . ?
C11 C12 1.486(5) . ?
C12 C13 1.365(6) . ?
C13 C14 1.397(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.481(5) . ?
C16 C17 1.308(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.349(9) . ?
C18 C21 1.527(10) . ?
C19 C20 1.384(10) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.351(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C25 1.535(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.393(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.369(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.348(8) . ?
C26 C27 1.290(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?

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
N1 Cu1 N3 94.12(13) . . ?
N1 Cu1 O5 171.15(13) . . ?
N3 Cu1 O5 79.86(12) . . ?
N1 Cu1 O1 79.31(11) . . ?
N3 Cu1 O1 171.74(12) . . ?
O5 Cu1 O1 106.06(10) . . ?
N1 Cu1 N6 94.45(12) . . ?
N3 Cu1 N6 108.22(13) . . ?
O5 Cu1 N6 93.60(11) . . ?
O1 Cu1 N6 77.52(11) . . ?
N1 Cu1 O13 92.75(12) . . ?
N3 Cu1 O13 96.50(12) . . ?
O5 Cu1 O13 81.59(11) . . ?
O1 Cu1 O13 78.95(10) . . ?
N6 Cu1 O13 153.62(9) . . ?
N4 Cu2 N2 94.40(13) . . ?
N4 Cu2 O7 80.41(12) . . ?
N2 Cu2 O7 170.60(13) . . ?
N4 Cu2 O3 166.02(13) . . ?
N2 Cu2 O3 80.36(11) . . ?
O7 Cu2 O3 102.87(11) . . ?
N4 Cu2 O7 103.62(12) . 2_666 ?
N2 Cu2 O7 106.11(12) . 2_666 ?
O7 Cu2 O7 82.83(11) . 2_666 ?
O3 Cu2 O7 90.30(10) . 2_666 ?
C1 O1 Cu1 114.7(2) . . ?
C5 O3 Cu2 115.9(2) . . ?
C6 O5 Cu1 116.9(2) . . ?
C10 O7 Cu2 115.4(2) . . ?
C10 O7 Cu2 109.0(2) . 2_666 ?
Cu2 O7 Cu2 97.17(11) . 2_666 ?
C11 O10 H10 109.5 . . ?
C15 O11 H11 109.5 . . ?
Cu1 O13 H1 99(3) . . ?
Cu1 O13 H2 112(4) . . ?
H1 O13 H2 99.3(15) . . ?
H6 O14 H4 99.8(15) . . ?
N2 N1 C2 108.8(3) . . ?
N2 N1 Cu1 132.0(2) . . ?
C2 N1 Cu1 118.5(2) . . ?
N1 N2 C4 108.7(3) . . ?
N1 N2 Cu2 133.5(2) . . ?
C4 N2 Cu2 117.8(2) . . ?
N4 N3 C7 108.6(3) . . ?
N4 N3 Cu1 133.2(2) . . ?
C7 N3 Cu1 117.4(2) . . ?
N3 N4 C9 109.5(3) . . ?
N3 N4 Cu2 132.2(2) . . ?
C9 N4 Cu2 117.7(3) . . ?
N6 N5 C12 112.3(3) . . ?
N6 N5 H5 123.9 . . ?
C12 N5 H5 123.9 . . ?
N5 N6 C14 104.5(3) . . ?
N5 N6 Cu1 110.8(2) . . ?
C14 N6 Cu1 123.6(3) . . ?
C16 N7 C20 122.5(6) . . ?
C16 N7 H7 118.7 . . ?
C20 N7 H7 118.7 . . ?
C27 N8 C23 122.9(5) . . ?
C27 N8 H8A 118.5 . . ?
C23 N8 H8A 118.5 . . ?
O2 C1 O1 122.8(3) . . ?
O2 C1 C2 122.1(3) . . ?
O1 C1 C2 115.1(3) . . ?
N1 C2 C3 109.6(3) . . ?
N1 C2 C1 112.1(3) . . ?
C3 C2 C1 138.3(3) . . ?
C4 C3 C2 103.4(3) . . ?
C4 C3 H3 128.3 . . ?
C2 C3 H3 128.3 . . ?
N2 C4 C3 109.5(3) . . ?
N2 C4 C5 112.2(3) . . ?
C3 C4 C5 138.2(3) . . ?
O4 C5 O3 123.9(3) . . ?
O4 C5 C4 122.5(3) . . ?
O3 C5 C4 113.6(3) . . ?
O6 C6 O5 124.2(3) . . ?
O6 C6 C7 122.4(3) . . ?
O5 C6 C7 113.4(3) . . ?
N3 C7 C8 109.1(3) . . ?
N3 C7 C6 112.0(3) . . ?
C8 C7 C6 138.9(3) . . ?
C7 C8 C9 104.1(3) . . ?
C7 C8 H8 128.0 . . ?
C9 C8 H8 128.0 . . ?
N4 C9 C8 108.7(3) . . ?
N4 C9 C10 111.8(3) . . ?
C8 C9 C10 139.5(3) . . ?
O8 C10 O7 123.1(4) . . ?
O8 C10 C9 123.3(4) . . ?
O7 C10 C9 113.6(3) . . ?
O9 C11 O10 124.9(4) . . ?
O9 C11 C12 121.8(4) . . ?
O10 C11 C12 113.2(4) . . ?
N5 C12 C13 107.4(3) . . ?
N5 C12 C11 118.4(4) . . ?
C13 C12 C11 134.1(4) . . ?
C12 C13 C14 104.7(3) . . ?
C12 C13 H13 127.6 . . ?
C14 C13 H13 127.6 . . ?
N6 C14 C13 111.1(3) . . ?
N6 C14 C15 123.1(4) . . ?
C13 C14 C15 125.7(4) . . ?
O12 C15 O11 124.6(4) . . ?
O12 C15 C14 120.8(4) . . ?
O11 C15 C14 114.6(4) . . ?
N7 C16 C17 121.0(7) . . ?
N7 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 121.1(7) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C19 C18 C17 116.8(6) . . ?
C19 C18 C21 127.8(7) . . ?
C17 C18 C21 114.0(7) . . ?
C18 C19 C20 119.3(6) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
N7 C20 C19 119.2(6) . . ?
N7 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C22 C21 C18 113.2(9) . . ?
C22 C21 H21A 108.9 . . ?
C18 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C18 C21 H21B 108.9 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 C25 115.9(9) . . ?
C21 C22 H22A 108.3 . . ?
C25 C22 H22A 108.3 . . ?
C21 C22 H22B 108.3 . . ?
C25 C22 H22B 108.3 . . ?
H22A C22 H22B 107.4 . . ?
N8 C23 C24 117.9(5) . . ?
N8 C23 H23 121.1 . . ?
C24 C23 H23 121.1 . . ?
C25 C24 C23 118.0(5) . . ?
C25 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
C26 C25 C24 118.0(5) . . ?
C26 C25 C22 118.1(7) . . ?
C24 C25 C22 122.7(7) . . ?
C27 C26 C25 123.7(6) . . ?
C27 C26 H26 118.1 . . ?
C25 C26 H26 118.1 . . ?
N8 C27 C26 119.5(6) . . ?
N8 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?

_refine_diff_density_max         1.842
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.107

####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 2217393'
loop_
_audit_author_name
_audit_author_address
'Jaursup Boonmak'
;Khon Kaen University
Thailand
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H16 Cu2 N6 O8'
_chemical_formula_weight         619.49

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.5089(10)
_cell_length_b                   10.8500(12)
_cell_length_c                   26.819(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.841(4)
_cell_angle_gamma                90
_cell_volume                     2184.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2754
_cell_measurement_theta_min      2.9525
_cell_measurement_theta_max      19.758

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.883
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.014
_shelx_estimated_absorpt_T_min   0.404
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5507
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  
;
Bruker D8 QUEST PHOTON 100
;
_diffrn_measurement_method       '\fandω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57256
_diffrn_reflns_av_unetI/netI     0.1720
_diffrn_reflns_av_R_equivalents  0.115
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.953
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4137
_reflns_number_gt                2243
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       BrukerAPEX2
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4137
_refine_ls_number_parameters     343
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.1705
_refine_ls_R_factor_gt           0.0744
_refine_ls_wR_factor_ref         0.1598
_refine_ls_wR_factor_gt          0.1278
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.018
_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_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 0.38180(12) 0.41323(9) 0.54093(4) 0.0213(3) Uani 1 1 d . . . . .
Cu2 Cu -0.00922(12) 0.48776(9) 0.63351(3) 0.0215(3) Uani 1 1 d . . . . .
O1 O 0.6281(6) 0.4872(5) 0.54114(19) 0.0235(13) Uani 1 1 d . . . . .
O5 O 0.4146(6) 0.2593(4) 0.50234(18) 0.0207(13) Uani 1 1 d . . . . .
O7 O -0.2149(6) 0.3729(5) 0.64978(19) 0.0213(13) Uani 1 1 d . . . . .
O3 O -0.0010(6) 0.5982(5) 0.69208(19) 0.0254(13) Uani 1 1 d . . . . .
O2 O 0.8060(7) 0.6108(5) 0.58731(19) 0.0277(14) Uani 1 1 d . . . . .
O6 O 0.2795(7) 0.0870(5) 0.47758(19) 0.0271(13) Uani 1 1 d . . . . .
N1 N 0.3540(8) 0.5348(6) 0.5918(2) 0.0209(14) Uani 1 1 d . U . . .
N2 N 0.2232(8) 0.5570(6) 0.6242(2) 0.0211(15) Uani 1 1 d . U . . .
N3 N 0.1568(8) 0.3347(6) 0.5544(2) 0.0194(14) Uani 1 1 d . U . . .
O8 O -0.3531(7) 0.2006(5) 0.6255(2) 0.0380(16) Uani 1 1 d . U . . .
O4 O 0.1775(7) 0.7300(5) 0.7331(2) 0.0374(16) Uani 1 1 d . . . . .
N4 N 0.0259(8) 0.3576(6) 0.5861(2) 0.0220(15) Uani 1 1 d . U . . .
N6 N -0.3898(8) 0.4097(6) 0.9339(2) 0.0284(16) Uani 1 1 d . U . . .
H6 H -0.4885 0.4085 0.9498 0.034 Uiso 1 1 calc R U . . .
C7 C 0.1307(9) 0.2229(7) 0.5332(3) 0.0177(16) Uani 1 1 d . U . . .
C9 C -0.0858(9) 0.2625(7) 0.5851(3) 0.0171(16) Uani 1 1 d . U . . .
C1 C 0.6595(10) 0.5650(7) 0.5766(3) 0.0224(18) Uani 1 1 d . U . . .
N5 N 0.5249(9) 0.3849(7) 0.7148(3) 0.0345(19) Uani 1 1 d . . . . .
H5 H 0.6154 0.3694 0.6965 0.041 Uiso 1 1 calc R U . . .
C8 C -0.0298(9) 0.1737(7) 0.5515(3) 0.0200(17) Uani 1 1 d . U . . .
H8 H -0.0848 0.0996 0.5431 0.024 Uiso 1 1 calc R U . . .
C22 C -0.2664(10) 0.3247(8) 0.9454(3) 0.0278(19) Uani 1 1 d . U . . .
H22 H -0.2862 0.2667 0.9702 0.033 Uiso 1 1 calc R U . . .
C10 C -0.2317(10) 0.2762(8) 0.6213(3) 0.0230(18) Uani 1 1 d . U . . .
C4 C 0.2846(9) 0.6320(7) 0.6599(3) 0.0188(17) Uani 1 1 d . U . . .
C6 C 0.2821(10) 0.1845(7) 0.5010(3) 0.0197(17) Uani 1 1 d . U . . .
C2 C 0.5007(9) 0.5944(7) 0.6080(3) 0.0191(16) Uani 1 1 d . U . . .
C3 C 0.4614(10) 0.6588(7) 0.6508(3) 0.024(2) Uani 1 1 d . . . . .
H3 H 0.5371 0.7091 0.6695 0.029 Uiso 1 1 calc R U . . .
C5 C 0.1457(11) 0.6581(8) 0.6986(3) 0.028(2) Uani 1 1 d . . . . .
C20 C -0.0816(10) 0.4109(8) 0.8832(3) 0.0226(19) Uani 1 1 d . . . . .
C21 C -0.1107(10) 0.3253(7) 0.9196(3) 0.0225(19) Uani 1 1 d . . . . .
H21 H -0.0235 0.2670 0.9270 0.027 Uiso 1 1 calc R U . . .
C18 C -0.3676(11) 0.4942(8) 0.8998(3) 0.031(2) Uani 1 1 d . . . . .
H18 H -0.4556 0.5530 0.8939 0.037 Uiso 1 1 calc R U . . .
C19 C -0.2148(11) 0.4957(8) 0.8730(3) 0.032(2) Uani 1 1 d . . . . .
H19 H -0.2002 0.5537 0.8479 0.038 Uiso 1 1 calc R U . . .
C17 C 0.0938(10) 0.4065(8) 0.8548(3) 0.034(2) Uani 1 1 d . . . . .
H17A H 0.1851 0.4485 0.8743 0.040 Uiso 1 1 calc R U . . .
H17B H 0.1301 0.3212 0.8512 0.040 Uiso 1 1 calc R U . . .
C13 C 0.2428(11) 0.4338(8) 0.7725(3) 0.031(2) Uani 1 1 d . . . . .
C12 C 0.2325(12) 0.3433(8) 0.7366(3) 0.041(2) Uani 1 1 d . . . . .
H12 H 0.1287 0.2975 0.7325 0.049 Uiso 1 1 calc R U . . .
C16 C 0.0809(10) 0.4652(8) 0.8037(3) 0.033(2) Uani 1 1 d . . . . .
H16A H 0.0722 0.5540 0.8073 0.040 Uiso 1 1 calc R U . . .
H16B H -0.0261 0.4365 0.7867 0.040 Uiso 1 1 calc R U . . .
C11 C 0.3758(12) 0.3213(9) 0.7071(3) 0.043(3) Uani 1 1 d . . . . .
H11 H 0.3690 0.2625 0.6819 0.052 Uiso 1 1 calc R U . . .
C15 C 0.5394(11) 0.4713(9) 0.7495(3) 0.038(2) Uani 1 1 d . . . . .
H15 H 0.6461 0.5139 0.7534 0.045 Uiso 1 1 calc R U . . .
C14 C 0.4002(11) 0.4985(9) 0.7797(3) 0.036(2) Uani 1 1 d . . . . .
H14 H 0.4106 0.5586 0.8042 0.043 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.912(6) . ?
Cu1 N3 1.931(6) . ?
Cu1 O5 1.982(5) . ?
Cu1 O1 2.016(5) . ?
Cu2 N2 1.920(6) . ?
Cu2 N4 1.922(6) . ?
Cu2 O3 1.976(5) . ?
Cu2 O7 2.037(5) . ?
Cu2 O2 2.279(5) 1_455 ?
O1 C1 1.290(9) . ?
O5 C6 1.284(8) . ?
O7 C10 1.303(9) . ?
O3 C5 1.289(9) . ?
O2 C1 1.237(9) . ?
O2 Cu2 2.279(5) 1_655 ?
O6 C6 1.231(8) . ?
N1 N2 1.343(8) . ?
N1 C2 1.343(9) . ?
N2 C4 1.332(9) . ?
N3 N4 1.332(8) . ?
N3 C7 1.351(9) . ?
O8 C10 1.233(9) . ?
O4 C5 1.229(9) . ?
N4 C9 1.329(9) . ?
N6 C18 1.308(10) . ?
N6 C22 1.340(10) . ?
N6 H6 0.8600 . ?
C7 C8 1.413(9) . ?
C7 C6 1.497(10) . ?
C9 C8 1.388(9) . ?
C9 C10 1.482(10) . ?
C1 C2 1.504(10) . ?
N5 C15 1.325(10) . ?
N5 C11 1.329(10) . ?
N5 H5 0.8600 . ?
C8 H8 0.9300 . ?
C22 C21 1.366(10) . ?
C22 H22 0.9300 . ?
C4 C3 1.384(10) . ?
C4 C5 1.510(11) . ?
C2 C3 1.381(10) . ?
C3 H3 0.9300 . ?
C20 C21 1.369(10) . ?
C20 C19 1.384(11) . ?
C20 C17 1.531(10) . ?
C21 H21 0.9300 . ?
C18 C19 1.363(11) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C17 C16 1.514(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C13 C12 1.377(12) . ?
C13 C14 1.385(12) . ?
C13 C16 1.524(10) . ?
C12 C11 1.366(11) . ?
C12 H12 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C11 H11 0.9300 . ?
C15 C14 1.363(11) . ?
C15 H15 0.9300 . ?
C14 H14 0.9300 . ?

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
N1 Cu1 N3 93.8(3) . . ?
N1 Cu1 O5 165.9(2) . . ?
N3 Cu1 O5 80.9(2) . . ?
N1 Cu1 O1 80.4(2) . . ?
N3 Cu1 O1 168.6(2) . . ?
O5 Cu1 O1 102.5(2) . . ?
N2 Cu2 N4 93.9(3) . . ?
N2 Cu2 O3 81.2(2) . . ?
N4 Cu2 O3 165.7(2) . . ?
N2 Cu2 O7 163.9(2) . . ?
N4 Cu2 O7 78.7(2) . . ?
O3 Cu2 O7 102.5(2) . . ?
N2 Cu2 O2 104.3(2) . 1_455 ?
N4 Cu2 O2 99.2(2) . 1_455 ?
O3 Cu2 O2 95.1(2) . 1_455 ?
O7 Cu2 O2 91.00(19) . 1_455 ?
C1 O1 Cu1 114.9(4) . . ?
C6 O5 Cu1 116.4(5) . . ?
C10 O7 Cu2 115.7(5) . . ?
C5 O3 Cu2 115.5(5) . . ?
C1 O2 Cu2 115.0(5) . 1_655 ?
N2 N1 C2 108.0(6) . . ?
N2 N1 Cu1 132.4(5) . . ?
C2 N1 Cu1 117.7(5) . . ?
C4 N2 N1 109.0(6) . . ?
C4 N2 Cu2 116.9(5) . . ?
N1 N2 Cu2 133.5(5) . . ?
N4 N3 C7 109.3(6) . . ?
N4 N3 Cu1 133.8(5) . . ?
C7 N3 Cu1 116.1(5) . . ?
C9 N4 N3 108.3(6) . . ?
C9 N4 Cu2 119.4(5) . . ?
N3 N4 Cu2 132.0(5) . . ?
C18 N6 C22 123.3(7) . . ?
C18 N6 H6 118.4 . . ?
C22 N6 H6 118.4 . . ?
N3 C7 C8 108.2(6) . . ?
N3 C7 C6 112.7(6) . . ?
C8 C7 C6 138.9(7) . . ?
N4 C9 C8 110.8(6) . . ?
N4 C9 C10 112.4(6) . . ?
C8 C9 C10 136.7(7) . . ?
O2 C1 O1 125.9(7) . . ?
O2 C1 C2 119.6(7) . . ?
O1 C1 C2 114.4(7) . . ?
C15 N5 C11 122.5(8) . . ?
C15 N5 H5 118.8 . . ?
C11 N5 H5 118.8 . . ?
C9 C8 C7 103.3(6) . . ?
C9 C8 H8 128.3 . . ?
C7 C8 H8 128.3 . . ?
N6 C22 C21 118.4(8) . . ?
N6 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
O8 C10 O7 123.1(7) . . ?
O8 C10 C9 123.3(7) . . ?
O7 C10 C9 113.5(7) . . ?
N2 C4 C3 109.0(7) . . ?
N2 C4 C5 111.9(7) . . ?
C3 C4 C5 139.0(7) . . ?
O6 C6 O5 124.3(7) . . ?
O6 C6 C7 121.8(7) . . ?
O5 C6 C7 113.8(7) . . ?
N1 C2 C3 109.1(6) . . ?
N1 C2 C1 111.7(7) . . ?
C3 C2 C1 139.0(7) . . ?
C2 C3 C4 104.9(6) . . ?
C2 C3 H3 127.6 . . ?
C4 C3 H3 127.6 . . ?
O4 C5 O3 125.3(8) . . ?
O4 C5 C4 120.5(8) . . ?
O3 C5 C4 114.2(7) . . ?
C21 C20 C19 118.0(7) . . ?
C21 C20 C17 118.8(7) . . ?
C19 C20 C17 123.2(7) . . ?
C22 C21 C20 120.7(8) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
N6 C18 C19 119.6(8) . . ?
N6 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 120.0(8) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C16 C17 C20 113.1(7) . . ?
C16 C17 H17A 109.0 . . ?
C20 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
C20 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C12 C13 C14 119.8(8) . . ?
C12 C13 C16 120.4(8) . . ?
C14 C13 C16 119.8(8) . . ?
C11 C12 C13 119.6(9) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C17 C16 C13 111.2(6) . . ?
C17 C16 H16A 109.4 . . ?
C13 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C13 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N5 C11 C12 119.2(9) . . ?
N5 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
N5 C15 C14 121.0(9) . . ?
N5 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C14 C13 117.9(9) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?

_refine_diff_density_max         0.695
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.152

####################################################################### 
# 
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 2217394'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H32 Cu2 N6 O16'
_chemical_formula_weight         763.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.8496(3)
_cell_length_b                   12.6696(3)
_cell_length_c                   17.0775(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.3970(10)
_cell_angle_gamma                90
_cell_volume                     2977.91(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9921
_cell_measurement_theta_min      2.571
_cell_measurement_theta_max      28.314

_exptl_crystal_description       rod
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_F_000             1568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.514
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6735
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed x-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            77537
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.412
_diffrn_reflns_theta_max         28.347
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7422
_reflns_number_gt                5928
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       BrukerAPEX2
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+1.9936P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7422
_refine_ls_number_parameters     479
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0861
_refine_ls_wR_factor_gt          0.0792
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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_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 0.61529(2) 0.32789(2) 0.98026(2) 0.02719(7) Uani 1 1 d . . . . .
Cu2 Cu 0.39375(2) 0.34177(2) 0.81174(2) 0.02784(8) Uani 1 1 d . . . . .
O1 O 0.75565(10) 0.34980(13) 0.96667(9) 0.0318(3) Uani 1 1 d . . . . .
O2 O 0.85843(11) 0.37263(13) 0.87682(10) 0.0345(4) Uani 1 1 d . . . . .
O3 O 0.40100(11) 0.38235(14) 0.69884(9) 0.0341(4) Uani 1 1 d . . . . .
O4 O 0.50196(12) 0.40696(16) 0.60887(9) 0.0407(4) Uani 1 1 d . . . . .
O5 O 0.61102(11) 0.36780(14) 1.09434(9) 0.0341(4) Uani 1 1 d . . . . .
O6 O 0.51073(12) 0.39797(14) 1.18456(9) 0.0372(4) Uani 1 1 d . . . . .
O7 O 0.25765(10) 0.38027(14) 0.82421(9) 0.0330(3) Uani 1 1 d . . . . .
O8 O 0.15692(11) 0.41838(15) 0.91283(10) 0.0401(4) Uani 1 1 d . . . . .
O9 O 0.64441(13) 0.15789(14) 1.01663(11) 0.0398(4) Uani 1 1 d D . . . .
O10 O 0.35876(14) 0.17160(15) 0.77109(11) 0.0424(4) Uani 1 1 d D . . . .
O11 O 0.90892(15) 0.45037(18) 0.73878(11) 0.0475(4) Uani 1 1 d D . . . .
O12 O 0.15896(16) 0.14859(16) 0.70269(12) 0.0497(5) Uani 1 1 d D . . . .
O13 O 0.09362(16) 0.34976(17) 0.71704(12) 0.0522(5) Uani 1 1 d D . . . .
O14 O 0.08989(14) 0.42983(15) 0.05593(11) 0.0419(4) Uani 1 1 d D . . . .
O15 O 0.91863(17) 0.32013(19) 0.07671(15) 0.0680(7) Uani 1 1 d D . . . .
O16 O 0.83485(16) 0.12830(19) 0.08871(14) 0.0590(5) Uani 1 1 d D . . . .
N1 N 0.60655(12) 0.33289(14) 0.86603(10) 0.0267(4) Uani 1 1 d . . . . .
N2 N 0.53241(12) 0.33889(15) 0.80967(10) 0.0275(4) Uani 1 1 d . . . . .
N3 N 0.47665(12) 0.34223(15) 0.98201(10) 0.0286(4) Uani 1 1 d . . . . .
N4 N 0.40249(12) 0.34631(15) 0.92537(10) 0.0280(4) Uani 1 1 d . . . . .
N5 N 1.31385(14) 0.37753(16) 0.52874(12) 0.0357(4) Uani 1 1 d . . . . .
H5 H 1.3692 0.3899 0.5553 0.043 Uiso 1 1 calc R U . . .
N6 N 0.70065(15) 0.38844(16) 0.26324(13) 0.0404(5) Uani 1 1 d . . . . .
H6 H 0.6451 0.3880 0.2351 0.048 Uiso 1 1 calc R U . . .
C1 C 0.77541(15) 0.36051(16) 0.89524(13) 0.0264(4) Uani 1 1 d . . . . .
C2 C 0.68873(14) 0.35871(16) 0.83525(12) 0.0249(4) Uani 1 1 d . . . . .
C3 C 0.66623(15) 0.38183(17) 0.75544(12) 0.0286(4) Uani 1 1 d . . . . .
H3 H 0.7085 0.4016 0.7194 0.034 Uiso 1 1 calc R U . . .
C4 C 0.56606(15) 0.36852(17) 0.74230(12) 0.0259(4) Uani 1 1 d . . . . .
C5 C 0.48617(15) 0.38739(18) 0.67770(12) 0.0289(4) Uani 1 1 d . . . . .
C6 C 0.52607(16) 0.38038(17) 1.11531(12) 0.0275(4) Uani 1 1 d . . . . .
C7 C 0.44549(15) 0.37403(17) 1.05000(12) 0.0254(4) Uani 1 1 d . . . . .
C8 C 0.34740(15) 0.39913(17) 1.03685(12) 0.0279(4) Uani 1 1 d . . . . .
H8 H 0.3070 0.4226 1.0732 0.033 Uiso 1 1 calc R U . . .
C9 C 0.32353(14) 0.38098(17) 0.95639(12) 0.0254(4) Uani 1 1 d . . . . .
C10 C 0.23790(15) 0.39503(17) 0.89578(13) 0.0287(4) Uani 1 1 d . . . . .
C11 C 1.23895(19) 0.3486(2) 0.56718(15) 0.0396(6) Uani 1 1 d . . . . .
H11 H 1.2473 0.3420 0.6218 0.048 Uiso 1 1 calc R U . . .
C12 C 1.14970(18) 0.3285(2) 0.52598(15) 0.0381(5) Uani 1 1 d . . . . .
H12 H 1.0974 0.3094 0.5528 0.046 Uiso 1 1 calc R U . . .
C13 C 1.13775(16) 0.33678(18) 0.44441(14) 0.0346(5) Uani 1 1 d . . . . .
C14 C 1.21762(18) 0.3678(2) 0.40737(15) 0.0392(5) Uani 1 1 d . . . . .
H14 H 1.2117 0.3752 0.3529 0.047 Uiso 1 1 calc R U . . .
C15 C 1.30526(18) 0.3877(2) 0.45085(15) 0.0392(5) Uani 1 1 d . . . . .
H15 H 1.3585 0.4082 0.4258 0.047 Uiso 1 1 calc R U . . .
C16 C 1.04099(18) 0.3142(2) 0.39763(16) 0.0436(6) Uani 1 1 d . . . . .
H16A H 1.0130 0.2510 0.4179 0.052 Uiso 1 1 calc R U . . .
H16B H 1.0504 0.3016 0.3430 0.052 Uiso 1 1 calc R U . . .
C17 C 0.97218(17) 0.4060(2) 0.40278(14) 0.0389(5) Uani 1 1 d . . . . .
H17A H 0.9593 0.4142 0.4571 0.047 Uiso 1 1 calc R U . . .
H17B H 1.0038 0.4700 0.3876 0.047 Uiso 1 1 calc R U . . .
C18 C 0.70299(18) 0.39962(19) 0.34016(16) 0.0392(5) Uani 1 1 d . . . . .
H18 H 0.6455 0.4058 0.3632 0.047 Uiso 1 1 calc R U . . .
C19 C 0.79086(17) 0.40212(18) 0.38612(15) 0.0348(5) Uani 1 1 d . . . . .
H19 H 0.7928 0.4092 0.4405 0.042 Uiso 1 1 calc R U . . .
C20 C 0.87686(16) 0.39418(18) 0.35181(13) 0.0314(5) Uani 1 1 d . . . . .
C21 C 0.87136(19) 0.3801(2) 0.27115(15) 0.0426(6) Uani 1 1 d . . . . .
H21 H 0.9276 0.3724 0.2466 0.051 Uiso 1 1 calc R U . . .
C22 C 0.7807(2) 0.3778(2) 0.22721(15) 0.0445(6) Uani 1 1 d . . . . .
H22 H 0.7758 0.3688 0.1729 0.053 Uiso 1 1 calc R U . . .
H4 H 0.4016(14) 0.148(2) 0.7435(14) 0.050(9) Uiso 1 1 d D . . . .
H7 H 0.3154(15) 0.166(3) 0.7329(13) 0.085(13) Uiso 1 1 d D . . . .
H1 H 0.6067(16) 0.142(2) 1.0510(13) 0.052(9) Uiso 1 1 d D . . . .
H2 H 0.6937(13) 0.152(3) 1.0502(14) 0.084(13) Uiso 1 1 d D . . . .
H24 H 0.897(2) 0.5117(11) 0.7548(18) 0.073(12) Uiso 1 1 d D . . . .
H23 H 0.896(2) 0.423(2) 0.7817(12) 0.072(11) Uiso 1 1 d D . . . .
H26 H 0.135(2) 0.133(2) 0.6564(9) 0.065(10) Uiso 1 1 d D . . . .
H25 H 0.127(2) 0.2054(15) 0.7022(17) 0.063(10) Uiso 1 1 d D . . . .
H27 H 0.1319(15) 0.370(2) 0.7558(12) 0.052(9) Uiso 1 1 d D . . . .
H28 H 0.0457(14) 0.379(3) 0.7351(19) 0.088(14) Uiso 1 1 d D . . . .
H30 H 0.104(2) 0.435(2) 0.0095(9) 0.065(10) Uiso 1 1 d D . . . .
H29 H 0.081(2) 0.4953(9) 0.0593(17) 0.068(11) Uiso 1 1 d D . . . .
H31 H 0.8794(17) 0.348(2) 0.0416(16) 0.071(11) Uiso 1 1 d D . . . .
H32 H 0.9650(15) 0.358(2) 0.065(2) 0.084(13) Uiso 1 1 d D . . . .
H34 H 0.868(2) 0.1846(17) 0.0926(19) 0.081(13) Uiso 1 1 d D . . . .
H33 H 0.861(2) 0.108(3) 0.1333(12) 0.084(13) 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 N3 1.9323(17) . ?
Cu1 N1 1.9421(18) . ?
Cu1 O1 2.0025(15) . ?
Cu1 O5 2.0199(15) . ?
Cu1 O9 2.2653(18) . ?
Cu2 N2 1.9250(17) . ?
Cu2 N4 1.9315(17) . ?
Cu2 O7 1.9813(15) . ?
Cu2 O3 2.0087(15) . ?
Cu2 O10 2.3000(18) . ?
O1 C1 1.287(3) . ?
O2 C1 1.235(2) . ?
O3 C5 1.273(3) . ?
O4 C5 1.244(3) . ?
O5 C6 1.277(3) . ?
O6 C6 1.245(3) . ?
O7 C10 1.295(3) . ?
O8 C10 1.226(3) . ?
N1 N2 1.329(2) . ?
N1 C2 1.346(3) . ?
N2 C4 1.342(3) . ?
N3 N4 1.331(2) . ?
N3 C7 1.345(3) . ?
N4 C9 1.341(3) . ?
N5 C15 1.328(3) . ?
N5 C11 1.339(3) . ?
N6 C18 1.318(3) . ?
N6 C22 1.333(4) . ?
C1 C2 1.489(3) . ?
C2 C3 1.395(3) . ?
C3 C4 1.391(3) . ?
C4 C5 1.492(3) . ?
C6 C7 1.489(3) . ?
C7 C8 1.389(3) . ?
C8 C9 1.396(3) . ?
C9 C10 1.495(3) . ?
C11 C12 1.376(3) . ?
C12 C13 1.388(3) . ?
C13 C14 1.391(4) . ?
C13 C16 1.509(3) . ?
C14 C15 1.374(3) . ?
C16 C17 1.513(3) . ?
C17 C20 1.506(3) . ?
C18 C19 1.373(3) . ?
C19 C20 1.388(3) . ?
C20 C21 1.383(3) . ?
C21 C22 1.390(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
N3 Cu1 N1 93.53(7) . . ?
N3 Cu1 O1 165.44(7) . . ?
N1 Cu1 O1 80.31(7) . . ?
N3 Cu1 O5 79.96(7) . . ?
N1 Cu1 O5 162.82(7) . . ?
O1 Cu1 O5 102.13(6) . . ?
N3 Cu1 O9 103.42(7) . . ?
N1 Cu1 O9 107.20(7) . . ?
O1 Cu1 O9 91.04(7) . . ?
O5 Cu1 O9 89.83(7) . . ?
N2 Cu2 N4 93.90(7) . . ?
N2 Cu2 O7 165.83(8) . . ?
N4 Cu2 O7 80.71(7) . . ?
N2 Cu2 O3 80.24(7) . . ?
N4 Cu2 O3 162.24(8) . . ?
O7 Cu2 O3 100.96(6) . . ?
N2 Cu2 O10 98.85(7) . . ?
N4 Cu2 O10 108.58(7) . . ?
O7 Cu2 O10 95.30(7) . . ?
O3 Cu2 O10 88.95(7) . . ?
C1 O1 Cu1 115.86(13) . . ?
C5 O3 Cu2 115.60(13) . . ?
C6 O5 Cu1 115.37(13) . . ?
C10 O7 Cu2 116.13(13) . . ?
N2 N1 C2 108.78(17) . . ?
N2 N1 Cu1 133.32(14) . . ?
C2 N1 Cu1 116.06(13) . . ?
N1 N2 C4 108.83(17) . . ?
N1 N2 Cu2 132.81(14) . . ?
C4 N2 Cu2 116.93(13) . . ?
N4 N3 C7 108.66(17) . . ?
N4 N3 Cu1 132.84(14) . . ?
C7 N3 Cu1 117.17(13) . . ?
N3 N4 C9 108.83(17) . . ?
N3 N4 Cu2 133.30(14) . . ?
C9 N4 Cu2 116.36(14) . . ?
C15 N5 C11 122.0(2) . . ?
C18 N6 C22 122.8(2) . . ?
O2 C1 O1 123.85(19) . . ?
O2 C1 C2 121.92(19) . . ?
O1 C1 C2 114.22(18) . . ?
N1 C2 C3 109.02(18) . . ?
N1 C2 C1 112.77(18) . . ?
C3 C2 C1 138.09(19) . . ?
C4 C3 C2 104.03(18) . . ?
N2 C4 C3 109.33(17) . . ?
N2 C4 C5 112.27(18) . . ?
C3 C4 C5 138.1(2) . . ?
O4 C5 O3 122.95(19) . . ?
O4 C5 C4 122.4(2) . . ?
O3 C5 C4 114.61(18) . . ?
O6 C6 O5 123.28(19) . . ?
O6 C6 C7 121.88(19) . . ?
O5 C6 C7 114.83(18) . . ?
N3 C7 C8 109.34(17) . . ?
N3 C7 C6 112.15(18) . . ?
C8 C7 C6 138.29(19) . . ?
C7 C8 C9 103.98(18) . . ?
N4 C9 C8 109.19(18) . . ?
N4 C9 C10 112.60(18) . . ?
C8 C9 C10 138.09(19) . . ?
O8 C10 O7 123.63(19) . . ?
O8 C10 C9 122.7(2) . . ?
O7 C10 C9 113.66(18) . . ?
N5 C11 C12 120.0(2) . . ?
C11 C12 C13 119.9(2) . . ?
C12 C13 C14 117.8(2) . . ?
C12 C13 C16 121.1(2) . . ?
C14 C13 C16 121.1(2) . . ?
C15 C14 C13 120.4(2) . . ?
N5 C15 C14 119.9(2) . . ?
C13 C16 C17 110.6(2) . . ?
C20 C17 C16 114.0(2) . . ?
N6 C18 C19 119.6(2) . . ?
C18 C19 C20 120.3(2) . . ?
C21 C20 C19 118.4(2) . . ?
C21 C20 C17 122.4(2) . . ?
C19 C20 C17 119.1(2) . . ?
C20 C21 C22 119.1(2) . . ?
N6 C22 C21 119.8(2) . . ?

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
C2 N1 N2 C4 0.0(2) . . . . ?
Cu1 N1 N2 C4 163.43(16) . . . . ?
C2 N1 N2 Cu2 -165.51(16) . . . . ?
Cu1 N1 N2 Cu2 -2.1(3) . . . . ?
C7 N3 N4 C9 0.2(2) . . . . ?
Cu1 N3 N4 C9 -165.84(16) . . . . ?
C7 N3 N4 Cu2 165.21(16) . . . . ?
Cu1 N3 N4 Cu2 -0.8(3) . . . . ?
Cu1 O1 C1 O2 -178.61(17) . . . . ?
Cu1 O1 C1 C2 2.2(2) . . . . ?
N2 N1 C2 C3 -0.3(2) . . . . ?
Cu1 N1 C2 C3 -166.92(14) . . . . ?
N2 N1 C2 C1 176.57(17) . . . . ?
Cu1 N1 C2 C1 9.9(2) . . . . ?
O2 C1 C2 N1 173.0(2) . . . . ?
O1 C1 C2 N1 -7.9(3) . . . . ?
O2 C1 C2 C3 -11.5(4) . . . . ?
O1 C1 C2 C3 167.7(2) . . . . ?
N1 C2 C3 C4 0.4(2) . . . . ?
C1 C2 C3 C4 -175.2(2) . . . . ?
N1 N2 C4 C3 0.3(2) . . . . ?
Cu2 N2 C4 C3 168.39(15) . . . . ?
N1 N2 C4 C5 -174.41(17) . . . . ?
Cu2 N2 C4 C5 -6.3(2) . . . . ?
C2 C3 C4 N2 -0.4(2) . . . . ?
C2 C3 C4 C5 172.2(3) . . . . ?
Cu2 O3 C5 O4 176.76(18) . . . . ?
Cu2 O3 C5 C4 -3.6(2) . . . . ?
N2 C4 C5 O4 -173.9(2) . . . . ?
C3 C4 C5 O4 13.6(4) . . . . ?
N2 C4 C5 O3 6.4(3) . . . . ?
C3 C4 C5 O3 -166.1(3) . . . . ?
Cu1 O5 C6 O6 174.97(17) . . . . ?
Cu1 O5 C6 C7 -5.9(2) . . . . ?
N4 N3 C7 C8 0.3(2) . . . . ?
Cu1 N3 C7 C8 168.83(14) . . . . ?
N4 N3 C7 C6 -175.25(17) . . . . ?
Cu1 N3 C7 C6 -6.7(2) . . . . ?
O6 C6 C7 N3 -172.6(2) . . . . ?
O5 C6 C7 N3 8.2(3) . . . . ?
O6 C6 C7 C8 13.7(4) . . . . ?
O5 C6 C7 C8 -165.5(3) . . . . ?
N3 C7 C8 C9 -0.6(2) . . . . ?
C6 C7 C8 C9 173.1(2) . . . . ?
N3 N4 C9 C8 -0.6(2) . . . . ?
Cu2 N4 C9 C8 -168.49(14) . . . . ?
N3 N4 C9 C10 176.16(18) . . . . ?
Cu2 N4 C9 C10 8.3(2) . . . . ?
C7 C8 C9 N4 0.8(2) . . . . ?
C7 C8 C9 C10 -174.8(3) . . . . ?
Cu2 O7 C10 O8 -179.43(18) . . . . ?
Cu2 O7 C10 C9 0.6(2) . . . . ?
N4 C9 C10 O8 174.3(2) . . . . ?
C8 C9 C10 O8 -10.2(4) . . . . ?
N4 C9 C10 O7 -5.7(3) . . . . ?
C8 C9 C10 O7 169.7(2) . . . . ?
C15 N5 C11 C12 -0.1(4) . . . . ?
N5 C11 C12 C13 1.0(4) . . . . ?
C11 C12 C13 C14 -1.4(4) . . . . ?
C11 C12 C13 C16 179.4(2) . . . . ?
C12 C13 C14 C15 1.0(4) . . . . ?
C16 C13 C14 C15 -179.7(2) . . . . ?
C11 N5 C15 C14 -0.2(4) . . . . ?
C13 C14 C15 N5 -0.2(4) . . . . ?
C12 C13 C16 C17 77.3(3) . . . . ?
C14 C13 C16 C17 -101.9(3) . . . . ?
C13 C16 C17 C20 174.8(2) . . . . ?
C22 N6 C18 C19 1.0(4) . . . . ?
N6 C18 C19 C20 0.8(4) . . . . ?
C18 C19 C20 C21 -2.2(4) . . . . ?
C18 C19 C20 C17 175.0(2) . . . . ?
C16 C17 C20 C21 -57.9(3) . . . . ?
C16 C17 C20 C19 125.0(3) . . . . ?
C19 C20 C21 C22 2.0(4) . . . . ?
C17 C20 C21 C22 -175.2(2) . . . . ?
C18 N6 C22 C21 -1.2(4) . . . . ?
C20 C21 C22 N6 -0.4(4) . . . . ?

_refine_diff_density_max         0.293
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_compound5
_database_code_depnum_ccdc_archive 'CCDC 2217395'
loop_
_audit_author_name
_audit_author_address
'Kittipong Chainok'
;Thammasat University
Thailand
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H67 Cu4 N17 O17'
_chemical_formula_weight         1492.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5315(3)
_cell_length_b                   15.0888(5)
_cell_length_c                   21.2924(7)
_cell_angle_alpha                74.1550(10)
_cell_angle_beta                 86.2940(10)
_cell_angle_gamma                81.8890(10)
_cell_volume                     3221.19(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9873
_cell_measurement_theta_min      2.638
_cell_measurement_theta_max      27.7805

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.383
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7030
_exptl_absorpt_correction_T_max  0.7443
_exptl_absorpt_process_details   SADABS-2016/
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed x-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            169538
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_av_R_equivalents  0.1146
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.556
_diffrn_reflns_theta_max         28.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             16025
_reflns_number_gt                11226
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       BrukerAPEX2
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+5.5685P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         16025
_refine_ls_number_parameters     880
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0629
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1136
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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_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 0.43704(4) 0.49793(3) 0.88744(2) 0.02811(11) Uani 1 1 d . . . . .
Cu2 Cu 0.38346(4) 0.30324(3) 1.04866(2) 0.02870(11) Uani 1 1 d . . . . .
Cu3 Cu -0.39020(5) 0.19467(3) 0.45271(2) 0.03080(12) Uani 1 1 d . . . . .
Cu4 Cu -0.35462(4) 0.03426(3) 0.63310(2) 0.02837(11) Uani 1 1 d . . . . .
O1 O 0.5750(3) 0.49428(18) 0.81864(13) 0.0367(6) Uani 1 1 d . . . . .
O2 O 0.7370(3) 0.4013(2) 0.78820(15) 0.0514(8) Uani 1 1 d . . . . .
O3 O 0.4903(3) 0.17482(18) 1.07790(13) 0.0383(7) Uani 1 1 d . . . . .
O4 O 0.6451(3) 0.0815(2) 1.04281(16) 0.0605(10) Uani 1 1 d . . . . .
O5 O 0.3464(3) 0.62808(17) 0.86197(12) 0.0368(7) Uani 1 1 d . . . . .
O6 O 0.1912(3) 0.72372(19) 0.89427(14) 0.0465(8) Uani 1 1 d . . . . .
O7 O 0.2656(3) 0.31532(18) 1.12529(12) 0.0345(6) Uani 1 1 d . . . . .
O8 O 0.1104(3) 0.41237(19) 1.15651(13) 0.0417(7) Uani 1 1 d . . . . .
O9 O -0.3057(3) 0.16710(19) 0.37113(12) 0.0384(7) Uani 1 1 d . . . . .
O10 O -0.1715(3) 0.0624(2) 0.33547(13) 0.0517(8) Uani 1 1 d . . . . .
O11 O -0.2508(3) -0.09262(18) 0.66165(12) 0.0375(7) Uani 1 1 d . . . . .
O12 O -0.1138(3) -0.19482(19) 0.62451(13) 0.0449(8) Uani 1 1 d . . . . .
O13 O -0.5366(3) 0.2936(2) 0.41842(12) 0.0393(7) Uani 1 1 d . . . . .
O14 O -0.7157(3) 0.3707(2) 0.44862(14) 0.0492(8) Uani 1 1 d . . . . .
O15 O -0.4799(3) 0.04025(19) 0.71086(12) 0.0372(7) Uani 1 1 d . . . . .
O16 O -0.6563(3) 0.1223(2) 0.73986(14) 0.0530(9) Uani 1 1 d . . . . .
O17 O 0.8504(5) 0.5067(4) 0.3349(3) 0.1179(18) Uani 1 1 d . . . . .
N1 N 0.5353(3) 0.3797(2) 0.92744(14) 0.0293(7) Uani 1 1 d . . . . .
N2 N 0.5161(3) 0.3132(2) 0.98077(14) 0.0282(7) Uani 1 1 d . . . . .
N3 N 0.3375(3) 0.4986(2) 0.96613(14) 0.0297(7) Uani 1 1 d . . . . .
N4 N 0.3207(3) 0.4334(2) 1.02079(14) 0.0287(7) Uani 1 1 d . . . . .
N5 N -0.2901(3) 0.0770(2) 0.48996(14) 0.0337(8) Uani 1 1 d . . . . .
N6 N -0.2797(3) 0.0230(2) 0.55051(14) 0.0333(7) Uani 1 1 d . . . . .
N7 N -0.4952(3) 0.1869(2) 0.53162(15) 0.0340(8) Uani 1 1 d . . . . .
N8 N -0.4833(3) 0.1341(2) 0.59223(14) 0.0322(7) Uani 1 1 d . . . . .
N9 N 0.2926(3) 0.4243(2) 0.84757(16) 0.0360(8) Uani 1 1 d . . . . .
N10 N -0.2192(3) 0.1106(2) 0.66619(17) 0.0370(8) Uani 1 1 d . . . . .
N11 N 0.2313(3) 0.2353(2) 1.00980(16) 0.0334(7) Uani 1 1 d . . . . .
N12 N -0.2568(3) 0.2889(2) 0.47066(17) 0.0368(8) Uani 1 1 d . . . . .
N13 N 0.7079(6) 0.1561(4) 0.2188(2) 0.0750(17) Uani 1 1 d . . . . .
N14 N 0.7263(4) 0.5768(3) 0.6899(2) 0.0525(11) Uani 1 1 d . . . . .
N15 N 1.0305(4) 0.2669(3) 0.25063(18) 0.0413(9) Uani 1 1 d . . . . .
N16 N 0.4259(4) 1.0043(3) 0.15673(19) 0.0446(9) Uani 1 1 d . . . . .
N17 N 0.6359(4) 0.5206(3) 0.3421(2) 0.0619(12) Uani 1 1 d . . . . .
C1 C 0.6533(4) 0.4181(3) 0.82817(19) 0.0325(9) Uani 1 1 d . . . . .
C2 C 0.6323(3) 0.3490(2) 0.89200(17) 0.0264(8) Uani 1 1 d . . . . .
C3 C 0.6785(4) 0.2575(3) 0.92402(19) 0.0317(8) Uani 1 1 d . . . . .
H3 H 0.7453 0.2186 0.9110 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6000(4) 0.2385(3) 0.98034(18) 0.0301(8) Uani 1 1 d . . . . .
C5 C 0.5821(4) 0.1580(3) 1.0371(2) 0.0362(9) Uani 1 1 d . . . . .
C6 C 0.2617(4) 0.6485(2) 0.90410(18) 0.0300(8) Uani 1 1 d . . . . .
C7 C 0.2522(3) 0.5736(2) 0.96557(16) 0.0246(7) Uani 1 1 d . . . . .
C8 C 0.1768(4) 0.5557(2) 1.02287(17) 0.0294(8) Uani 1 1 d . . . . .
H8 H 0.1104 0.5951 1.0358 0.035 Uiso 1 1 calc R U . . .
C9 C 0.2243(4) 0.4654(2) 1.05607(17) 0.0269(8) Uani 1 1 d . . . . .
C10 C 0.1962(4) 0.3945(3) 1.11753(17) 0.0284(8) Uani 1 1 d . . . . .
C11 C -0.2308(4) 0.0899(3) 0.37986(18) 0.0356(9) Uani 1 1 d . . . . .
C12 C -0.2204(4) 0.0337(3) 0.44965(17) 0.0330(9) Uani 1 1 d . . . . .
C13 C -0.1616(4) -0.0519(3) 0.48540(18) 0.0376(10) Uani 1 1 d . . . . .
H13 H -0.1076 -0.0963 0.4702 0.045 Uiso 1 1 calc R U . . .
C14 C -0.2026(4) -0.0556(2) 0.54960(17) 0.0287(8) Uani 1 1 d . . . . .
C15 C -0.1865(4) -0.1206(3) 0.61566(18) 0.0323(9) Uani 1 1 d . . . . .
C16 C -0.6237(4) 0.3088(3) 0.46043(19) 0.0338(9) Uani 1 1 d . . . . .
C17 C -0.6052(4) 0.2446(3) 0.52760(18) 0.0316(8) Uani 1 1 d . . . . .
C18 C -0.6669(4) 0.2285(3) 0.58887(19) 0.0360(9) Uani 1 1 d . . . . .
H18 H -0.7445 0.2583 0.6007 0.043 Uiso 1 1 calc R U . . .
C19 C -0.5852(4) 0.1574(3) 0.62814(18) 0.0307(8) Uani 1 1 d . . . . .
C20 C -0.5779(4) 0.1046(3) 0.69783(18) 0.0341(9) Uani 1 1 d . . . . .
C21 C 0.3350(4) 0.3521(3) 0.8238(2) 0.0396(10) Uani 1 1 d . . . . .
H21 H 0.4231 0.3387 0.8177 0.048 Uiso 1 1 calc R U . . .
C22 C 0.2579(4) 0.2961(3) 0.8078(2) 0.0458(11) Uani 1 1 d . . . . .
H22 H 0.2937 0.2470 0.7911 0.055 Uiso 1 1 calc R U . . .
C23 C 0.1259(4) 0.3133(3) 0.81660(19) 0.0371(9) Uani 1 1 d . . . . .
C24 C 0.0793(4) 0.3888(3) 0.8397(2) 0.0406(10) Uani 1 1 d . . . . .
H24 H -0.0086 0.4042 0.8452 0.049 Uiso 1 1 calc R U . . .
C25 C 0.1645(4) 0.4417(3) 0.8547(2) 0.0383(10) Uani 1 1 d . . . . .
H25 H 0.1312 0.4920 0.8706 0.046 Uiso 1 1 calc R U . . .
C26 C 0.0377(5) 0.2547(3) 0.7980(2) 0.0495(12) Uani 1 1 d . . . . .
H26A H 0.0645 0.1897 0.8191 0.059 Uiso 1 1 calc R U . . .
H26B H -0.0489 0.2708 0.8135 0.059 Uiso 1 1 calc R U . . .
C27 C 0.0383(5) 0.2691(3) 0.7252(2) 0.0488(11) Uani 1 1 d . . . . .
H27A H 0.0146 0.3346 0.7044 0.059 Uiso 1 1 calc R U . . .
H27B H 0.1248 0.2516 0.7102 0.059 Uiso 1 1 calc R U . . .
C28 C -0.0928(4) 0.0856(3) 0.6669(2) 0.0424(10) Uani 1 1 d . . . . .
H28 H -0.0606 0.0323 0.6543 0.051 Uiso 1 1 calc R U . . .
C29 C -0.0069(4) 0.1344(3) 0.6854(2) 0.0456(11) Uani 1 1 d . . . . .
H29 H 0.0805 0.1136 0.6853 0.055 Uiso 1 1 calc R U . . .
C30 C -0.0514(4) 0.2141(3) 0.7040(2) 0.0414(10) Uani 1 1 d . . . . .
C31 C -0.1835(5) 0.2408(4) 0.7036(3) 0.0606(14) Uani 1 1 d . . . . .
H31 H -0.2185 0.2937 0.7162 0.073 Uiso 1 1 calc R U . . .
C32 C -0.2606(4) 0.1878(3) 0.6844(3) 0.0523(13) Uani 1 1 d . . . . .
H32 H -0.3485 0.2070 0.6841 0.063 Uiso 1 1 calc R U . . .
C33 C 0.2719(4) 0.1710(3) 0.9777(2) 0.0401(10) Uani 1 1 d . . . . .
H33 H 0.3575 0.1656 0.9637 0.048 Uiso 1 1 calc R U . . .
C34 C 0.1947(4) 0.1124(3) 0.9643(2) 0.0429(10) Uani 1 1 d . . . . .
H34 H 0.2274 0.0707 0.9404 0.051 Uiso 1 1 calc R U . . .
C35 C 0.0680(4) 0.1157(3) 0.9865(2) 0.0361(9) Uani 1 1 d . . . . .
C36 C 0.0244(4) 0.1834(3) 1.0178(2) 0.0409(10) Uani 1 1 d . . . . .
H36 H -0.0612 0.1911 1.0313 0.049 Uiso 1 1 calc R U . . .
C37 C 0.1083(4) 0.2399(3) 1.0290(2) 0.0385(10) Uani 1 1 d . . . . .
H37 H 0.0768 0.2839 1.0513 0.046 Uiso 1 1 calc R U . . .
C38 C -0.0152(4) 0.0480(3) 0.9771(2) 0.0451(11) Uani 1 1 d . . . . .
H38A H -0.0045 0.0437 0.9324 0.054 Uiso 1 1 calc R U . . .
H38B H -0.1043 0.0712 0.9839 0.054 Uiso 1 1 calc R U . . .
C39 C 0.0016(5) 0.4525(3) 0.5244(2) 0.0520(12) Uani 1 1 d . . . . .
H39A H 0.0884 0.4205 0.5262 0.062 Uiso 1 1 calc R U . . .
H39B H -0.0224 0.4605 0.5675 0.062 Uiso 1 1 calc R U . . .
C40 C -0.1295(4) 0.2730(3) 0.4619(2) 0.0412(10) Uani 1 1 d . . . . .
H40 H -0.0968 0.2255 0.4430 0.049 Uiso 1 1 calc R U . . .
C41 C -0.0444(4) 0.3227(3) 0.4792(2) 0.0441(11) Uani 1 1 d . . . . .
H41 H 0.0432 0.3080 0.4722 0.053 Uiso 1 1 calc R U . . .
C42 C -0.0878(4) 0.3941(3) 0.5068(2) 0.0430(10) Uani 1 1 d . . . . .
C43 C -0.2202(5) 0.4117(4) 0.5159(3) 0.0600(14) Uani 1 1 d . . . . .
H43 H -0.2554 0.4593 0.5342 0.072 Uiso 1 1 calc R U . . .
C44 C -0.2979(4) 0.3581(3) 0.4976(3) 0.0514(12) Uani 1 1 d . . . . .
H44 H -0.3858 0.3709 0.5045 0.062 Uiso 1 1 calc R U . . .
C45 C 0.7507(7) 0.0768(5) 0.1898(3) 0.094(2) Uani 1 1 d . . . . .
H45A H 0.7246 0.0208 0.2183 0.141 Uiso 1 1 calc R U . . .
H45B H 0.8424 0.0698 0.1843 0.141 Uiso 1 1 calc R U . . .
H45C H 0.7124 0.0889 0.1481 0.141 Uiso 1 1 calc R U . . .
C46 C 0.5695(7) 0.1760(5) 0.2306(3) 0.087(2) Uani 1 1 d . . . . .
H46A H 0.5262 0.1914 0.1900 0.131 Uiso 1 1 calc R U . . .
H46B H 0.5528 0.2272 0.2498 0.131 Uiso 1 1 calc R U . . .
H46C H 0.5388 0.1222 0.2598 0.131 Uiso 1 1 calc R U . . .
C47 C 0.6742(5) 0.6592(4) 0.7136(2) 0.0595(14) Uani 1 1 d . . . . .
H47A H 0.7076 0.7133 0.6864 0.089 Uiso 1 1 calc R U . . .
H47B H 0.6992 0.6493 0.7578 0.089 Uiso 1 1 calc R U . . .
H47C H 0.5823 0.6682 0.7118 0.089 Uiso 1 1 calc R U . . .
C48 C 0.8672(5) 0.5604(4) 0.6864(3) 0.0654(15) Uani 1 1 d . . . . .
H48A H 0.9002 0.5490 0.7292 0.098 Uiso 1 1 calc R U . . .
H48B H 0.8994 0.6141 0.6579 0.098 Uiso 1 1 calc R U . . .
H48C H 0.8940 0.5075 0.6698 0.098 Uiso 1 1 calc R U . . .
C49 C 1.0360(5) 0.1884(3) 0.2219(2) 0.0561(13) Uani 1 1 d . . . . .
H49A H 0.9996 0.1382 0.2523 0.084 Uiso 1 1 calc R U . . .
H49B H 1.1237 0.1680 0.2121 0.084 Uiso 1 1 calc R U . . .
H49C H 0.9882 0.2074 0.1825 0.084 Uiso 1 1 calc R U . . .
C50 C 0.8986(4) 0.3083(3) 0.2645(2) 0.0518(12) Uani 1 1 d . . . . .
H50A H 0.8518 0.3293 0.2248 0.078 Uiso 1 1 calc R U . . .
H50B H 0.9032 0.3600 0.2820 0.078 Uiso 1 1 calc R U . . .
H50C H 0.8557 0.2624 0.2956 0.078 Uiso 1 1 calc R U . . .
C51 C 0.4565(7) 0.9244(4) 0.1300(3) 0.084(2) Uani 1 1 d . . . . .
H51A H 0.4137 0.8739 0.1559 0.126 Uiso 1 1 calc R U . . .
H51B H 0.5475 0.9058 0.1307 0.126 Uiso 1 1 calc R U . . .
H51C H 0.4283 0.9407 0.0859 0.126 Uiso 1 1 calc R U . . .
C52 C 0.2897(6) 1.0359(5) 0.1613(3) 0.094(2) Uani 1 1 d . . . . .
H52A H 0.2529 1.0487 0.1191 0.141 Uiso 1 1 calc R U . . .
H52B H 0.2777 1.0914 0.1758 0.141 Uiso 1 1 calc R U . . .
H52C H 0.2483 0.9885 0.1918 0.141 Uiso 1 1 calc R U . . .
C53 C 0.6241(6) 0.4478(4) 0.3126(3) 0.0744(17) Uani 1 1 d . . . . .
H53A H 0.6910 0.4462 0.2800 0.112 Uiso 1 1 calc R U . . .
H53B H 0.5421 0.4588 0.2927 0.112 Uiso 1 1 calc R U . . .
H53C H 0.6314 0.3894 0.3454 0.112 Uiso 1 1 calc R U . . .
C54 C 0.5138(9) 0.5675(7) 0.3601(5) 0.159(4) Uani 1 1 d . . . . .
H54A H 0.5023 0.5503 0.4068 0.238 Uiso 1 1 calc R U . . .
H54B H 0.4450 0.5495 0.3408 0.238 Uiso 1 1 calc R U . . .
H54C H 0.5136 0.6335 0.3446 0.238 Uiso 1 1 calc R U . . .
C55 C 0.7503(6) 0.5410(5) 0.3507(3) 0.0771(18) Uani 1 1 d . . . . .
H55 H 0.7521 0.5876 0.3714 0.093 Uiso 1 1 calc R U . . .
H14A H 0.708(6) 0.578(4) 0.648(3) 0.09(2) Uiso 1 1 d . . . . .
H14B H 0.693(5) 0.517(4) 0.719(3) 0.084(18) Uiso 1 1 d . . . . .
H13A H 0.755(7) 0.138(5) 0.261(4) 0.12(2) Uiso 1 1 d . . . . .
H13B H 0.734(9) 0.211(7) 0.190(5) 0.19(4) Uiso 1 1 d . . . . .
H15A H 1.073(5) 0.251(4) 0.288(3) 0.079(19) Uiso 1 1 d . . . . .
H15B H 1.072(4) 0.314(3) 0.221(2) 0.042(12) Uiso 1 1 d . . . . .
H16A H 0.458(5) 0.988(4) 0.199(3) 0.065(16) Uiso 1 1 d . . . . .
H16B H 0.458(5) 1.055(4) 0.131(3) 0.062(16) 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
Cu1 N3 1.920(3) . ?
Cu1 N1 1.935(3) . ?
Cu1 O1 2.002(3) . ?
Cu1 O5 2.004(3) . ?
Cu1 N9 2.330(3) . ?
Cu2 N4 1.922(3) . ?
Cu2 N2 1.934(3) . ?
Cu2 O7 2.018(3) . ?
Cu2 O3 2.056(3) . ?
Cu2 N11 2.325(3) . ?
Cu3 N5 1.925(3) . ?
Cu3 N7 1.936(3) . ?
Cu3 O13 2.010(3) . ?
Cu3 O9 2.018(3) . ?
Cu3 N12 2.251(3) . ?
Cu4 N6 1.921(3) . ?
Cu4 N8 1.929(3) . ?
Cu4 O11 2.022(3) . ?
Cu4 O15 2.063(3) . ?
Cu4 N10 2.213(3) . ?
O1 C1 1.292(4) . ?
O2 C1 1.235(4) . ?
O3 C5 1.303(5) . ?
O4 C5 1.227(5) . ?
O5 C6 1.291(4) . ?
O6 C6 1.239(4) . ?
O7 C10 1.285(4) . ?
O8 C10 1.239(4) . ?
O9 C11 1.286(5) . ?
O10 C11 1.233(5) . ?
O11 C15 1.286(4) . ?
O12 C15 1.240(4) . ?
O13 C16 1.281(5) . ?
O14 C16 1.233(5) . ?
O15 C20 1.301(5) . ?
O16 C20 1.236(5) . ?
O17 C55 1.178(7) . ?
N1 N2 1.320(4) . ?
N1 C2 1.336(4) . ?
N2 C4 1.333(4) . ?
N3 N4 1.323(4) . ?
N3 C7 1.340(4) . ?
N4 C9 1.337(4) . ?
N5 N6 1.326(4) . ?
N5 C12 1.338(5) . ?
N6 C14 1.343(5) . ?
N7 N8 1.322(4) . ?
N7 C17 1.340(5) . ?
N8 C19 1.340(5) . ?
N9 C21 1.333(5) . ?
N9 C25 1.344(5) . ?
N10 C28 1.330(5) . ?
N10 C32 1.334(5) . ?
N11 C37 1.331(5) . ?
N11 C33 1.341(5) . ?
N12 C44 1.332(5) . ?
N12 C40 1.338(5) . ?
N13 C46 1.466(9) . ?
N13 C45 1.494(9) . ?
N14 C48 1.470(7) . ?
N14 C47 1.489(7) . ?
N15 C49 1.468(6) . ?
N15 C50 1.486(6) . ?
N16 C52 1.453(7) . ?
N16 C51 1.457(6) . ?
N17 C55 1.321(7) . ?
N17 C53 1.429(7) . ?
N17 C54 1.459(9) . ?
C1 C2 1.495(5) . ?
C2 C3 1.395(5) . ?
C3 C4 1.398(5) . ?
C4 C5 1.484(5) . ?
C6 C7 1.486(5) . ?
C7 C8 1.395(5) . ?
C8 C9 1.391(5) . ?
C9 C10 1.490(5) . ?
C11 C12 1.499(5) . ?
C12 C13 1.389(5) . ?
C13 C14 1.396(5) . ?
C14 C15 1.483(5) . ?
C16 C17 1.500(5) . ?
C17 C18 1.394(5) . ?
C18 C19 1.390(5) . ?
C19 C20 1.481(5) . ?
C21 C22 1.370(6) . ?
C22 C23 1.388(6) . ?
C23 C24 1.378(6) . ?
C23 C26 1.507(6) . ?
C24 C25 1.386(6) . ?
C26 C27 1.506(6) . ?
C27 C30 1.506(6) . ?
C28 C29 1.382(6) . ?
C29 C30 1.377(6) . ?
C30 C31 1.392(6) . ?
C31 C32 1.368(6) . ?
C33 C34 1.377(6) . ?
C34 C35 1.385(6) . ?
C35 C36 1.378(6) . ?
C35 C38 1.496(6) . ?
C36 C37 1.384(6) . ?
C38 C38 1.515(8) 2_557 ?
C39 C42 1.506(6) . ?
C39 C39 1.521(9) 2_566 ?
C40 C41 1.374(6) . ?
C41 C42 1.372(6) . ?
C42 C43 1.393(6) . ?
C43 C44 1.370(7) . ?

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
N3 Cu1 N1 92.62(12) . . ?
N3 Cu1 O1 166.76(13) . . ?
N1 Cu1 O1 80.13(12) . . ?
N3 Cu1 O5 80.28(11) . . ?
N1 Cu1 O5 168.09(12) . . ?
O1 Cu1 O5 104.85(11) . . ?
N3 Cu1 N9 93.78(13) . . ?
N1 Cu1 N9 90.99(12) . . ?
O1 Cu1 N9 97.38(12) . . ?
O5 Cu1 N9 98.96(12) . . ?
N4 Cu2 N2 92.92(12) . . ?
N4 Cu2 O7 80.01(11) . . ?
N2 Cu2 O7 166.54(13) . . ?
N4 Cu2 O3 166.93(13) . . ?
N2 Cu2 O3 78.92(11) . . ?
O7 Cu2 O3 105.79(11) . . ?
N4 Cu2 N11 102.83(13) . . ?
N2 Cu2 N11 102.67(12) . . ?
O7 Cu2 N11 90.13(11) . . ?
O3 Cu2 N11 89.01(11) . . ?
N5 Cu3 N7 92.28(13) . . ?
N5 Cu3 O13 162.97(14) . . ?
N7 Cu3 O13 79.80(12) . . ?
N5 Cu3 O9 79.71(11) . . ?
N7 Cu3 O9 162.13(14) . . ?
O13 Cu3 O9 103.42(11) . . ?
N5 Cu3 N12 98.77(14) . . ?
N7 Cu3 N12 97.33(14) . . ?
O13 Cu3 N12 97.20(12) . . ?
O9 Cu3 N12 99.65(12) . . ?
N6 Cu4 N8 92.59(13) . . ?
N6 Cu4 O11 79.96(12) . . ?
N8 Cu4 O11 161.73(13) . . ?
N6 Cu4 O15 164.16(13) . . ?
N8 Cu4 O15 78.79(12) . . ?
O11 Cu4 O15 104.21(11) . . ?
N6 Cu4 N10 102.60(14) . . ?
N8 Cu4 N10 101.54(13) . . ?
O11 Cu4 N10 96.37(12) . . ?
O15 Cu4 N10 92.21(12) . . ?
C1 O1 Cu1 115.6(2) . . ?
C5 O3 Cu2 114.9(2) . . ?
C6 O5 Cu1 115.0(2) . . ?
C10 O7 Cu2 114.8(2) . . ?
C11 O9 Cu3 115.7(2) . . ?
C15 O11 Cu4 115.1(2) . . ?
C16 O13 Cu3 116.1(2) . . ?
C20 O15 Cu4 115.2(2) . . ?
N2 N1 C2 109.3(3) . . ?
N2 N1 Cu1 132.6(2) . . ?
C2 N1 Cu1 117.2(2) . . ?
N1 N2 C4 108.8(3) . . ?
N1 N2 Cu2 132.1(2) . . ?
C4 N2 Cu2 118.7(2) . . ?
N4 N3 C7 109.0(3) . . ?
N4 N3 Cu1 132.8(2) . . ?
C7 N3 Cu1 117.4(2) . . ?
N3 N4 C9 109.0(3) . . ?
N3 N4 Cu2 132.6(2) . . ?
C9 N4 Cu2 117.3(2) . . ?
N6 N5 C12 108.8(3) . . ?
N6 N5 Cu3 132.6(2) . . ?
C12 N5 Cu3 118.4(2) . . ?
N5 N6 C14 108.8(3) . . ?
N5 N6 Cu4 133.4(2) . . ?
C14 N6 Cu4 117.8(2) . . ?
N8 N7 C17 109.0(3) . . ?
N8 N7 Cu3 133.4(2) . . ?
C17 N7 Cu3 117.6(2) . . ?
N7 N8 C19 108.9(3) . . ?
N7 N8 Cu4 132.2(2) . . ?
C19 N8 Cu4 118.9(2) . . ?
C21 N9 C25 115.6(4) . . ?
C21 N9 Cu1 120.1(3) . . ?
C25 N9 Cu1 123.7(3) . . ?
C28 N10 C32 115.9(4) . . ?
C28 N10 Cu4 123.1(3) . . ?
C32 N10 Cu4 120.9(3) . . ?
C37 N11 C33 115.7(4) . . ?
C37 N11 Cu2 124.1(3) . . ?
C33 N11 Cu2 118.5(3) . . ?
C44 N12 C40 115.3(4) . . ?
C44 N12 Cu3 122.0(3) . . ?
C40 N12 Cu3 122.3(3) . . ?
C46 N13 C45 116.3(5) . . ?
C48 N14 C47 113.9(4) . . ?
C49 N15 C50 114.6(4) . . ?
C52 N16 C51 114.5(5) . . ?
C55 N17 C53 120.3(5) . . ?
C55 N17 C54 125.4(6) . . ?
C53 N17 C54 114.3(6) . . ?
O2 C1 O1 124.0(4) . . ?
O2 C1 C2 121.7(4) . . ?
O1 C1 C2 114.2(3) . . ?
N1 C2 C3 109.1(3) . . ?
N1 C2 C1 112.4(3) . . ?
C3 C2 C1 138.3(3) . . ?
C2 C3 C4 103.4(3) . . ?
N2 C4 C3 109.5(3) . . ?
N2 C4 C5 112.9(3) . . ?
C3 C4 C5 137.6(3) . . ?
O4 C5 O3 123.5(4) . . ?
O4 C5 C4 122.2(4) . . ?
O3 C5 C4 114.2(3) . . ?
O6 C6 O5 123.3(3) . . ?
O6 C6 C7 121.8(3) . . ?
O5 C6 C7 114.8(3) . . ?
N3 C7 C8 109.0(3) . . ?
N3 C7 C6 112.0(3) . . ?
C8 C7 C6 138.9(3) . . ?
C9 C8 C7 103.8(3) . . ?
N4 C9 C8 109.3(3) . . ?
N4 C9 C10 112.2(3) . . ?
C8 C9 C10 138.5(3) . . ?
O8 C10 O7 124.2(3) . . ?
O8 C10 C9 121.0(3) . . ?
O7 C10 C9 114.8(3) . . ?
O10 C11 O9 124.2(3) . . ?
O10 C11 C12 121.3(4) . . ?
O9 C11 C12 114.5(3) . . ?
N5 C12 C13 109.6(3) . . ?
N5 C12 C11 111.7(3) . . ?
C13 C12 C11 138.7(4) . . ?
C12 C13 C14 103.6(3) . . ?
N6 C14 C13 109.2(3) . . ?
N6 C14 C15 112.3(3) . . ?
C13 C14 C15 138.5(3) . . ?
O12 C15 O11 124.0(3) . . ?
O12 C15 C14 121.2(3) . . ?
O11 C15 C14 114.8(3) . . ?
O14 C16 O13 124.6(4) . . ?
O14 C16 C17 121.2(4) . . ?
O13 C16 C17 114.3(3) . . ?
N7 C17 C18 109.1(3) . . ?
N7 C17 C16 112.1(3) . . ?
C18 C17 C16 138.8(4) . . ?
C19 C18 C17 103.8(3) . . ?
N8 C19 C18 109.3(3) . . ?
N8 C19 C20 112.9(3) . . ?
C18 C19 C20 137.7(4) . . ?
O16 C20 O15 123.3(4) . . ?
O16 C20 C19 122.6(4) . . ?
O15 C20 C19 114.0(3) . . ?
N9 C21 C22 124.6(4) . . ?
C21 C22 C23 119.4(4) . . ?
C24 C23 C22 117.2(4) . . ?
C24 C23 C26 121.7(4) . . ?
C22 C23 C26 121.0(4) . . ?
C23 C24 C25 119.4(4) . . ?
N9 C25 C24 123.7(4) . . ?
C27 C26 C23 111.5(4) . . ?
C30 C27 C26 113.5(4) . . ?
N10 C28 C29 123.7(4) . . ?
C30 C29 C28 119.7(4) . . ?
C29 C30 C31 117.2(4) . . ?
C29 C30 C27 121.6(4) . . ?
C31 C30 C27 121.2(4) . . ?
C32 C31 C30 118.7(4) . . ?
N10 C32 C31 124.8(4) . . ?
N11 C33 C34 123.9(4) . . ?
C33 C34 C35 119.8(4) . . ?
C36 C35 C34 116.5(4) . . ?
C36 C35 C38 122.5(4) . . ?
C34 C35 C38 120.9(4) . . ?
C35 C36 C37 119.9(4) . . ?
N11 C37 C36 124.0(4) . . ?
C35 C38 C38 112.9(4) . 2_557 ?
C42 C39 C39 112.0(5) . 2_566 ?
N12 C40 C41 123.8(4) . . ?
C42 C41 C40 120.4(4) . . ?
C41 C42 C43 116.4(4) . . ?
C41 C42 C39 122.2(4) . . ?
C43 C42 C39 121.3(4) . . ?
C44 C43 C42 119.2(4) . . ?
N12 C44 C43 124.9(4) . . ?
O17 C55 N17 127.2(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 N2 C4 -0.3(4) . . . . ?
Cu1 N1 N2 C4 168.5(3) . . . . ?
C2 N1 N2 Cu2 -172.6(3) . . . . ?
Cu1 N1 N2 Cu2 -3.7(5) . . . . ?
C7 N3 N4 C9 0.1(4) . . . . ?
Cu1 N3 N4 C9 -169.2(3) . . . . ?
C7 N3 N4 Cu2 167.2(3) . . . . ?
Cu1 N3 N4 Cu2 -2.1(6) . . . . ?
C12 N5 N6 C14 0.2(5) . . . . ?
Cu3 N5 N6 C14 175.7(3) . . . . ?
C12 N5 N6 Cu4 -177.3(3) . . . . ?
Cu3 N5 N6 Cu4 -1.8(6) . . . . ?
C17 N7 N8 C19 -0.4(5) . . . . ?
Cu3 N7 N8 C19 -179.7(3) . . . . ?
C17 N7 N8 Cu4 177.8(3) . . . . ?
Cu3 N7 N8 Cu4 -1.5(6) . . . . ?
Cu1 O1 C1 O2 173.8(3) . . . . ?
Cu1 O1 C1 C2 -4.6(4) . . . . ?
N2 N1 C2 C3 0.1(4) . . . . ?
Cu1 N1 C2 C3 -170.6(3) . . . . ?
N2 N1 C2 C1 175.5(3) . . . . ?
Cu1 N1 C2 C1 4.8(4) . . . . ?
O2 C1 C2 N1 -178.5(4) . . . . ?
O1 C1 C2 N1 0.1(5) . . . . ?
O2 C1 C2 C3 -5.0(7) . . . . ?
O1 C1 C2 C3 173.5(4) . . . . ?
N1 C2 C3 C4 0.1(4) . . . . ?
C1 C2 C3 C4 -173.5(4) . . . . ?
N1 N2 C4 C3 0.4(4) . . . . ?
Cu2 N2 C4 C3 173.8(3) . . . . ?
N1 N2 C4 C5 -177.3(3) . . . . ?
Cu2 N2 C4 C5 -3.9(4) . . . . ?
C2 C3 C4 N2 -0.3(4) . . . . ?
C2 C3 C4 C5 176.6(5) . . . . ?
Cu2 O3 C5 O4 -171.0(4) . . . . ?
Cu2 O3 C5 C4 5.7(4) . . . . ?
N2 C4 C5 O4 175.3(4) . . . . ?
C3 C4 C5 O4 -1.5(8) . . . . ?
N2 C4 C5 O3 -1.5(5) . . . . ?
C3 C4 C5 O3 -178.3(4) . . . . ?
Cu1 O5 C6 O6 -175.1(3) . . . . ?
Cu1 O5 C6 C7 3.5(4) . . . . ?
N4 N3 C7 C8 0.1(4) . . . . ?
Cu1 N3 C7 C8 171.3(2) . . . . ?
N4 N3 C7 C6 -177.5(3) . . . . ?
Cu1 N3 C7 C6 -6.3(4) . . . . ?
O6 C6 C7 N3 -179.7(4) . . . . ?
O5 C6 C7 N3 1.6(5) . . . . ?
O6 C6 C7 C8 3.7(7) . . . . ?
O5 C6 C7 C8 -174.9(4) . . . . ?
N3 C7 C8 C9 -0.3(4) . . . . ?
C6 C7 C8 C9 176.4(4) . . . . ?
N3 N4 C9 C8 -0.3(4) . . . . ?
Cu2 N4 C9 C8 -169.7(3) . . . . ?
N3 N4 C9 C10 177.9(3) . . . . ?
Cu2 N4 C9 C10 8.6(4) . . . . ?
C7 C8 C9 N4 0.4(4) . . . . ?
C7 C8 C9 C10 -177.2(4) . . . . ?
Cu2 O7 C10 O8 173.4(3) . . . . ?
Cu2 O7 C10 C9 -5.4(4) . . . . ?
N4 C9 C10 O8 179.4(3) . . . . ?
C8 C9 C10 O8 -3.1(7) . . . . ?
N4 C9 C10 O7 -1.8(5) . . . . ?
C8 C9 C10 O7 175.7(4) . . . . ?
Cu3 O9 C11 O10 -179.9(4) . . . . ?
Cu3 O9 C11 C12 0.4(5) . . . . ?
N6 N5 C12 C13 -0.3(5) . . . . ?
Cu3 N5 C12 C13 -176.6(3) . . . . ?
N6 N5 C12 C11 178.4(3) . . . . ?
Cu3 N5 C12 C11 2.2(5) . . . . ?
O10 C11 C12 N5 178.7(4) . . . . ?
O9 C11 C12 N5 -1.6(5) . . . . ?
O10 C11 C12 C13 -3.1(8) . . . . ?
O9 C11 C12 C13 176.6(5) . . . . ?
N5 C12 C13 C14 0.3(5) . . . . ?
C11 C12 C13 C14 -177.9(5) . . . . ?
N5 N6 C14 C13 0.0(5) . . . . ?
Cu4 N6 C14 C13 178.0(3) . . . . ?
N5 N6 C14 C15 -179.5(3) . . . . ?
Cu4 N6 C14 C15 -1.6(4) . . . . ?
C12 C13 C14 N6 -0.2(5) . . . . ?
C12 C13 C14 C15 179.2(5) . . . . ?
Cu4 O11 C15 O12 177.1(3) . . . . ?
Cu4 O11 C15 C14 -1.4(4) . . . . ?
N6 C14 C15 O12 -176.6(4) . . . . ?
C13 C14 C15 O12 4.0(8) . . . . ?
N6 C14 C15 O11 1.9(5) . . . . ?
C13 C14 C15 O11 -177.4(5) . . . . ?
Cu3 O13 C16 O14 175.3(3) . . . . ?
Cu3 O13 C16 C17 -4.1(4) . . . . ?
N8 N7 C17 C18 0.5(5) . . . . ?
Cu3 N7 C17 C18 179.9(3) . . . . ?
N8 N7 C17 C16 178.4(3) . . . . ?
Cu3 N7 C17 C16 -2.2(5) . . . . ?
O14 C16 C17 N7 -175.3(4) . . . . ?
O13 C16 C17 N7 4.1(5) . . . . ?
O14 C16 C17 C18 1.8(8) . . . . ?
O13 C16 C17 C18 -178.8(5) . . . . ?
N7 C17 C18 C19 -0.3(5) . . . . ?
C16 C17 C18 C19 -177.5(5) . . . . ?
N7 N8 C19 C18 0.2(5) . . . . ?
Cu4 N8 C19 C18 -178.3(3) . . . . ?
N7 N8 C19 C20 -177.4(3) . . . . ?
Cu4 N8 C19 C20 4.1(5) . . . . ?
C17 C18 C19 N8 0.1(5) . . . . ?
C17 C18 C19 C20 176.8(5) . . . . ?
Cu4 O15 C20 O16 -174.2(3) . . . . ?
Cu4 O15 C20 C19 4.0(4) . . . . ?
N8 C19 C20 O16 173.0(4) . . . . ?
C18 C19 C20 O16 -3.6(8) . . . . ?
N8 C19 C20 O15 -5.2(5) . . . . ?
C18 C19 C20 O15 178.2(5) . . . . ?
C25 N9 C21 C22 -0.9(6) . . . . ?
Cu1 N9 C21 C22 170.5(4) . . . . ?
N9 C21 C22 C23 -0.5(7) . . . . ?
C21 C22 C23 C24 1.9(7) . . . . ?
C21 C22 C23 C26 178.5(4) . . . . ?
C22 C23 C24 C25 -1.9(6) . . . . ?
C26 C23 C24 C25 -178.5(4) . . . . ?
C21 N9 C25 C24 0.8(6) . . . . ?
Cu1 N9 C25 C24 -170.2(3) . . . . ?
C23 C24 C25 N9 0.6(7) . . . . ?
C24 C23 C26 C27 109.2(5) . . . . ?
C22 C23 C26 C27 -67.4(6) . . . . ?
C23 C26 C27 C30 -178.3(4) . . . . ?
C32 N10 C28 C29 0.3(7) . . . . ?
Cu4 N10 C28 C29 177.8(3) . . . . ?
N10 C28 C29 C30 -0.4(7) . . . . ?
C28 C29 C30 C31 0.6(7) . . . . ?
C28 C29 C30 C27 179.4(4) . . . . ?
C26 C27 C30 C29 -103.4(5) . . . . ?
C26 C27 C30 C31 75.3(6) . . . . ?
C29 C30 C31 C32 -0.7(8) . . . . ?
C27 C30 C31 C32 -179.4(5) . . . . ?
C28 N10 C32 C31 -0.4(8) . . . . ?
Cu4 N10 C32 C31 -177.9(4) . . . . ?
C30 C31 C32 N10 0.6(9) . . . . ?
C37 N11 C33 C34 0.2(6) . . . . ?
Cu2 N11 C33 C34 166.0(3) . . . . ?
N11 C33 C34 C35 -2.5(7) . . . . ?
C33 C34 C35 C36 4.2(6) . . . . ?
C33 C34 C35 C38 -175.3(4) . . . . ?
C34 C35 C36 C37 -3.9(6) . . . . ?
C38 C35 C36 C37 175.6(4) . . . . ?
C33 N11 C37 C36 0.1(6) . . . . ?
Cu2 N11 C37 C36 -164.8(3) . . . . ?
C35 C36 C37 N11 1.8(7) . . . . ?
C36 C35 C38 C38 -104.5(6) . . . 2_557 ?
C34 C35 C38 C38 74.9(7) . . . 2_557 ?
C44 N12 C40 C41 0.4(7) . . . . ?
Cu3 N12 C40 C41 -172.5(3) . . . . ?
N12 C40 C41 C42 -0.6(7) . . . . ?
C40 C41 C42 C43 0.3(7) . . . . ?
C40 C41 C42 C39 -177.9(4) . . . . ?
C39 C39 C42 C41 103.6(6) 2_566 . . . ?
C39 C39 C42 C43 -74.5(7) 2_566 . . . ?
C41 C42 C43 C44 0.2(8) . . . . ?
C39 C42 C43 C44 178.4(5) . . . . ?
C40 N12 C44 C43 0.2(7) . . . . ?
Cu3 N12 C44 C43 173.0(4) . . . . ?
C42 C43 C44 N12 -0.5(9) . . . . ?
C53 N17 C55 O17 2.1(11) . . . . ?
C54 N17 C55 O17 -177.4(8) . . . . ?

_refine_diff_density_max         0.797
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.080

