# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

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

data_d21712
_audit_block_doi                 10.5517/ccdc.csd.cc2mc0gh
_database_code_depnum_ccdc_archive 'CCDC 2423656'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;Department of Chemistry, National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-02-13 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 Cl N8 O4'
_chemical_formula_sum            'C20 H17 Cl N8 O4'
_chemical_formula_weight         468.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c c n'

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

_cell_length_a                   15.2487(7)
_cell_length_b                   22.7472(10)
_cell_length_c                   12.0738(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4188.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6653
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      24.864

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1936
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8975
_exptl_absorpt_correction_T_max  0.9931
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22605
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_sigmaI/netI    0.0488
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3688
_reflns_number_gt                2626
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0364P)²+4.4235P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3688
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1186
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.60969(17) 0.68817(12) 0.5410(2) 0.0255(6) Uani 1 1 d . . .
C2 C 0.6495(2) 0.77680(13) 0.4750(3) 0.0366(7) Uani 1 1 d . . .
H2 H 0.6641 0.8022 0.4153 0.044 Uiso 1 1 calc R . .
C3 C 0.6505(2) 0.79927(13) 0.5803(3) 0.0397(8) Uani 1 1 d . . .
H3 H 0.6642 0.8394 0.5940 0.048 Uiso 1 1 calc R . .
C4 C 0.6308(2) 0.76133(12) 0.6653(2) 0.0359(7) Uani 1 1 d . . .
H4 H 0.6315 0.7756 0.7393 0.043 Uiso 1 1 calc R . .
C5 C 0.54905(17) 0.59270(12) 0.5984(2) 0.0259(6) Uani 1 1 d . . .
H5 H 0.5403 0.5533 0.5633 0.031 Uiso 1 1 calc R . .
C6 C 0.60199(18) 0.58402(11) 0.7016(2) 0.0258(6) Uani 1 1 d . . .
C7 C 0.68839(19) 0.56819(12) 0.7127(2) 0.0325(7) Uani 1 1 d . . .
H7 H 0.7251 0.5646 0.6495 0.039 Uiso 1 1 calc R . .
C8 C 0.7209(2) 0.55760(13) 0.8175(3) 0.0379(8) Uani 1 1 d . . .
H8 H 0.7807 0.5471 0.8270 0.045 Uiso 1 1 calc R . .
C9 C 0.6664(2) 0.56220(13) 0.9088(2) 0.0378(8) Uani 1 1 d . . .
H9 H 0.6885 0.5541 0.9807 0.045 Uiso 1 1 calc R . .
C10 C 0.5808(2) 0.57848(12) 0.8953(2) 0.0330(7) Uani 1 1 d . . .
H10 H 0.5426 0.5817 0.9572 0.040 Uiso 1 1 calc R . .
C11 C 0.46010(18) 0.60820(12) 0.7646(2) 0.0252(6) Uani 1 1 d . . .
H11 H 0.4186 0.5762 0.7865 0.030 Uiso 1 1 calc R . .
C12 C 0.43548(18) 0.66446(12) 0.8254(2) 0.0285(7) Uani 1 1 d . . .
C14 C 0.4018(3) 0.70365(15) 0.9932(3) 0.0549(10) Uani 1 1 d . . .
H14 H 0.3944 0.6990 1.0709 0.066 Uiso 1 1 calc R . .
C15 C 0.3876(3) 0.75796(15) 0.9482(3) 0.0577(10) Uani 1 1 d . . .
H15 H 0.3692 0.7899 0.9933 0.069 Uiso 1 1 calc R . .
C16 C 0.4004(3) 0.76544(15) 0.8368(3) 0.0592(11) Uani 1 1 d . . .
H16 H 0.3929 0.8029 0.8035 0.071 Uiso 1 1 calc R . .
C17 C 0.4245(2) 0.71731(13) 0.7739(3) 0.0448(8) Uani 1 1 d . . .
H17 H 0.4331 0.7210 0.6963 0.054 Uiso 1 1 calc R . .
C18 C 0.38865(18) 0.59782(11) 0.5862(2) 0.0267(6) Uani 1 1 d . . .
C19 C 0.2417(2) 0.58687(14) 0.5819(3) 0.0423(8) Uani 1 1 d . . .
H19 H 0.1859 0.5876 0.6170 0.051 Uiso 1 1 calc R . .
C20 C 0.2462(2) 0.57241(14) 0.4718(3) 0.0461(9) Uani 1 1 d . . .
H20 H 0.1950 0.5626 0.4309 0.055 Uiso 1 1 calc R . .
C21 C 0.3269(2) 0.57258(13) 0.4230(3) 0.0404(8) Uani 1 1 d . . .
H21 H 0.3312 0.5632 0.3466 0.048 Uiso 1 1 calc R . .
N1 N 0.62908(15) 0.72103(10) 0.45228(19) 0.0311(6) Uani 1 1 d . . .
N2 N 0.61043(15) 0.70457(10) 0.64696(18) 0.0308(6) Uani 1 1 d . . .
N3 N 0.58885(15) 0.63046(10) 0.51806(17) 0.0280(5) Uani 1 1 d . . .
N4 N 0.55153(14) 0.58988(9) 0.79183(17) 0.0248(5) Uani 1 1 d . . .
N5 N 0.42538(18) 0.65674(11) 0.9338(2) 0.0414(7) Uani 1 1 d . . .
N6 N 0.46382(14) 0.61188(9) 0.64478(17) 0.0248(5) Uani 1 1 d . . .
N7 N 0.40000(16) 0.58547(10) 0.47898(19) 0.0322(6) Uani 1 1 d . . .
N8 N 0.31313(15) 0.59998(10) 0.6421(2) 0.0337(6) Uani 1 1 d . . .
O1 O 0.54709(16) 0.44908(14) 0.8051(2) 0.0778(9) Uani 1 1 d . . .
O2 O 0.4428(2) 0.38407(9) 0.73441(19) 0.0650(8) Uani 1 1 d . . .
O3 O 0.44832(16) 0.47999(9) 0.67209(18) 0.0493(6) Uani 1 1 d . . .
O4 O 0.40083(16) 0.46032(11) 0.85174(18) 0.0583(7) Uani 1 1 d . . .
Cl1 Cl 0.46040(5) 0.44260(3) 0.76654(6) 0.0310(2) Uani 1 1 d . . .
H1' H 0.5712 0.6241 0.4437 0.037 Uiso 1 1 d R . .


_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
C1 N2 1.333(3) . ?
C1 N1 1.339(3) . ?
C1 N3 1.379(3) . ?
C2 N1 1.335(4) . ?
C2 C3 1.371(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.374(4) . ?
C3 H3 0.9500 . ?
C4 N2 1.346(4) . ?
C4 H4 0.9500 . ?
C5 N3 1.431(3) . ?
C5 N6 1.481(3) . ?
C5 C6 1.498(4) . ?
C5 H5 1.0000 . ?
C6 N4 1.340(3) . ?
C6 C7 1.372(4) . ?
C7 C8 1.380(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.367(4) . ?
C9 H9 0.9500 . ?
C10 N4 1.351(3) . ?
C10 H10 0.9500 . ?
C11 N6 1.451(3) . ?
C11 N4 1.492(3) . ?
C11 C12 1.522(4) . ?
C11 H11 1.0000 . ?
C12 N5 1.330(4) . ?
C12 C17 1.364(4) . ?
C14 N5 1.335(4) . ?
C14 C15 1.367(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.370(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 N7 1.335(3) . ?
C18 N8 1.336(4) . ?
C18 N6 1.385(3) . ?
C19 N8 1.343(4) . ?
C19 C20 1.372(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.364(5) . ?
C20 H20 0.9500 . ?
C21 N7 1.336(4) . ?
C21 H21 0.9500 . ?
N3 H1' 0.9483 . ?
O1 Cl1 1.409(2) . ?
O2 Cl1 1.413(2) . ?
O3 Cl1 1.435(2) . ?
O4 Cl1 1.430(2) . ?

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
N2 C1 N1 127.6(2) . . ?
N2 C1 N3 117.5(2) . . ?
N1 C1 N3 115.0(2) . . ?
N1 C2 C3 123.2(3) . . ?
N1 C2 H2 118.4 . . ?
C3 C2 H2 118.4 . . ?
C2 C3 C4 117.1(3) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
N2 C4 C3 122.0(3) . . ?
N2 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
N3 C5 N6 116.9(2) . . ?
N3 C5 C6 114.5(2) . . ?
N6 C5 C6 101.4(2) . . ?
N3 C5 H5 107.9 . . ?
N6 C5 H5 107.9 . . ?
C6 C5 H5 107.9 . . ?
N4 C6 C7 119.9(3) . . ?
N4 C6 C5 110.7(2) . . ?
C7 C6 C5 129.3(3) . . ?
C6 C7 C8 118.7(3) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 119.9(3) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
N4 C10 C9 118.5(3) . . ?
N4 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
N6 C11 N4 101.5(2) . . ?
N6 C11 C12 116.2(2) . . ?
N4 C11 C12 111.1(2) . . ?
N6 C11 H11 109.2 . . ?
N4 C11 H11 109.2 . . ?
C12 C11 H11 109.2 . . ?
N5 C12 C17 123.5(3) . . ?
N5 C12 C11 113.1(2) . . ?
C17 C12 C11 123.4(3) . . ?
N5 C14 C15 123.5(3) . . ?
N5 C14 H14 118.3 . . ?
C15 C14 H14 118.3 . . ?
C14 C15 C16 118.7(3) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C15 C16 C17 118.6(3) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C12 C17 C16 118.7(3) . . ?
C12 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
N7 C18 N8 127.5(3) . . ?
N7 C18 N6 115.9(2) . . ?
N8 C18 N6 116.5(2) . . ?
N8 C19 C20 122.5(3) . . ?
N8 C19 H19 118.8 . . ?
C20 C19 H19 118.8 . . ?
C21 C20 C19 117.6(3) . . ?
C21 C20 H20 121.2 . . ?
C19 C20 H20 121.2 . . ?
N7 C21 C20 122.4(3) . . ?
N7 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C2 N1 C1 114.7(2) . . ?
C1 N2 C4 115.4(2) . . ?
C1 N3 C5 122.2(2) . . ?
C1 N3 H1' 113.7 . . ?
C5 N3 H1' 115.4 . . ?
C6 N4 C10 122.9(2) . . ?
C6 N4 C11 112.7(2) . . ?
C10 N4 C11 124.4(2) . . ?
C12 N5 C14 117.0(3) . . ?
C18 N6 C11 117.7(2) . . ?
C18 N6 C5 117.7(2) . . ?
C11 N6 C5 113.2(2) . . ?
C18 N7 C21 115.3(3) . . ?
C18 N8 C19 114.7(3) . . ?
O1 Cl1 O2 111.56(18) . . ?
O1 Cl1 O4 109.16(17) . . ?
O2 Cl1 O4 110.04(16) . . ?
O1 Cl1 O3 108.74(17) . . ?
O2 Cl1 O3 108.44(14) . . ?
O4 Cl1 O3 108.84(14) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.056
####################################################################### 
# 
# 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_i19509_sq
_audit_block_doi                 10.5517/ccdc.csd.cc2ppr9g
_database_code_depnum_ccdc_archive 'CCDC 2493556'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 Cu N8 O2, 2(Cl O4)'
_chemical_formula_sum            'C20 H20 Cl2 Cu N8 O10'
_chemical_formula_weight         666.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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                   8.0349(6)
_cell_length_b                   9.0023(7)
_cell_length_c                   9.7416(8)
_cell_angle_alpha                106.678(3)
_cell_angle_beta                 94.854(3)
_cell_angle_gamma                93.327(3)
_cell_volume                     670.07(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    9297
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      25.41

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             339
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.315
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.084
_shelx_estimated_absorpt_T_min   0.727
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.9105
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture PhotonIII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24968
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.371
_diffrn_reflns_theta_max         25.416
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2476
_reflns_number_gt                2353
_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.

 Structure factors included contributions from the .fab file.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1697)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2014)'
_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)+(0.0320P)²+1.1438P] 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         2476
_refine_ls_number_parameters     195
_refine_ls_number_restraints     159
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0819
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.052
_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 0.500000 0.500000 1.000000 0.01450(12) Uani 1 2 d S . P . .
Cl1 Cl -0.23379(7) 0.12668(7) 0.34497(6) 0.02101(15) Uani 1 1 d . . . . .
O1 O 0.4192(2) 0.30980(19) 0.78887(18) 0.0194(4) Uani 1 1 d . . . . .
H1O H 0.332(5) 0.303(5) 0.724(4) 0.057(11) Uiso 1 1 d . . . . .
O2 O -0.0694(3) 0.1019(3) 0.4004(2) 0.0437(6) Uani 1 1 d . . . . .
O3 O -0.3577(3) 0.0554(2) 0.4097(2) 0.0409(5) Uani 1 1 d . . . . .
O4 O -0.2535(3) 0.2919(2) 0.3807(2) 0.0320(5) Uani 1 1 d . . . . .
O5 O -0.2553(3) 0.0597(2) 0.19193(19) 0.0308(4) Uani 1 1 d . . . . .
N1 N 0.7006(2) 0.3791(2) 0.9686(2) 0.0168(4) Uani 1 1 d . . . . .
N2 N 0.5967(3) 0.4211(2) 0.6568(2) 0.0217(4) Uani 1 1 d . . . . .
H2N H 0.623(4) 0.395(3) 0.575(3) 0.024(8) Uiso 1 1 d . . . . .
N3 N 0.5830(2) 0.6274(2) 0.8675(2) 0.0156(4) Uani 1 1 d . . . . .
N4 N 0.6708(3) 0.6667(2) 0.6509(2) 0.0223(4) Uani 1 1 d . . . . .
C1 C 0.7145(3) 0.2957(3) 0.8314(3) 0.0189(5) Uani 1 1 d . . . . .
C2 C 0.8535(3) 0.2159(3) 0.7937(3) 0.0231(5) Uani 1 1 d . . . . .
H2A H 0.862430 0.160089 0.696127 0.028 Uiso 1 1 calc R U . . .
C3 C 0.9794(3) 0.2190(3) 0.9009(3) 0.0268(6) Uani 1 1 d . . . . .
H3 H 1.075955 0.164527 0.877989 0.032 Uiso 1 1 calc R U . . .
C4 C 0.9631(3) 0.3023(3) 1.0420(3) 0.0246(5) Uani 1 1 d . . . . .
H4 H 1.047986 0.305121 1.116940 0.029 Uiso 1 1 calc R U . . .
C5 C 0.8220(3) 0.3814(3) 1.0724(3) 0.0204(5) Uani 1 1 d . . . . .
H5 H 0.810928 0.438733 1.169134 0.025 Uiso 1 1 calc R U . . .
C6 C 0.5685(3) 0.2963(3) 0.7204(3) 0.0215(5) Uani 1 1 d . . . . .
H6 H 0.558095 0.194929 0.642313 0.026 Uiso 1 1 calc R U . . .
C7 C 0.6172(3) 0.5741(3) 0.7286(3) 0.0183(5) Uani 1 1 d . . . . .
C8 C 0.6900(3) 0.8186(3) 0.7147(3) 0.0231(5) Uani 1 1 d . . . . .
H8 H 0.725069 0.885666 0.661075 0.028 Uiso 1 1 calc R U . . .
C9 C 0.6608(3) 0.8837(3) 0.8573(3) 0.0215(5) Uani 1 1 d . . . . .
H9 H 0.677791 0.992750 0.902760 0.026 Uiso 1 1 calc R U . . .
C10 C 0.6063(3) 0.7828(3) 0.9290(3) 0.0169(5) Uani 1 1 d . . . . .
H10 H 0.583910 0.823907 1.026310 0.020 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 1.993(2) 2_667 ?
Cu1 N1 1.993(2) . ?
Cu1 N3 2.0816(19) . ?
Cu1 N3 2.0816(19) 2_667 ?
Cu1 O1 2.2819(17) 2_667 ?
Cu1 O1 2.2819(17) . ?
Cl1 O5 1.4298(18) . ?
Cl1 O3 1.437(2) . ?
Cl1 O2 1.438(2) . ?
Cl1 O4 1.4483(19) . ?
O1 C6 1.416(3) . ?
O1 H1O 0.89(4) . ?
N1 C5 1.339(3) . ?
N1 C1 1.349(3) . ?
N2 C7 1.346(3) . ?
N2 C6 1.446(3) . ?
N2 H2N 0.82(3) . ?
N3 C10 1.349(3) . ?
N3 C7 1.358(3) . ?
N4 C8 1.324(3) . ?
N4 C7 1.353(3) . ?
C1 C2 1.382(4) . ?
C1 C6 1.528(4) . ?
C2 C3 1.385(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 1.0000 . ?
C8 C9 1.390(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.370(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?

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 N1 180.0 2_667 . ?
N1 Cu1 N3 90.65(8) 2_667 . ?
N1 Cu1 N3 89.34(8) . . ?
N1 Cu1 N3 89.35(8) 2_667 2_667 ?
N1 Cu1 N3 90.65(8) . 2_667 ?
N3 Cu1 N3 180.0 . 2_667 ?
N1 Cu1 O1 76.83(7) 2_667 2_667 ?
N1 Cu1 O1 103.18(7) . 2_667 ?
N3 Cu1 O1 95.51(7) . 2_667 ?
N3 Cu1 O1 84.49(7) 2_667 2_667 ?
N1 Cu1 O1 103.17(7) 2_667 . ?
N1 Cu1 O1 76.82(7) . . ?
N3 Cu1 O1 84.50(7) . . ?
N3 Cu1 O1 95.50(7) 2_667 . ?
O1 Cu1 O1 180.0 2_667 . ?
O5 Cl1 O3 110.06(13) . . ?
O5 Cl1 O2 109.37(13) . . ?
O3 Cl1 O2 109.21(15) . . ?
O5 Cl1 O4 109.69(12) . . ?
O3 Cl1 O4 108.62(12) . . ?
O2 Cl1 O4 109.88(13) . . ?
C6 O1 Cu1 102.31(13) . . ?
C6 O1 H1O 109(3) . . ?
Cu1 O1 H1O 129(3) . . ?
C5 N1 C1 119.5(2) . . ?
C5 N1 Cu1 124.33(16) . . ?
C1 N1 Cu1 116.15(16) . . ?
C7 N2 C6 125.8(2) . . ?
C7 N2 H2N 117(2) . . ?
C6 N2 H2N 116(2) . . ?
C10 N3 C7 116.4(2) . . ?
C10 N3 Cu1 115.19(15) . . ?
C7 N3 Cu1 128.38(16) . . ?
C8 N4 C7 117.6(2) . . ?
N1 C1 C2 121.9(2) . . ?
N1 C1 C6 116.0(2) . . ?
C2 C1 C6 122.1(2) . . ?
C1 C2 C3 118.7(2) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 H2A 120.7 . . ?
C2 C3 C4 119.3(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 121.5(2) . . ?
N1 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
O1 C6 N2 111.2(2) . . ?
O1 C6 C1 108.55(19) . . ?
N2 C6 C1 111.06(19) . . ?
O1 C6 H6 108.6 . . ?
N2 C6 H6 108.6 . . ?
C1 C6 H6 108.6 . . ?
N2 C7 N4 114.8(2) . . ?
N2 C7 N3 121.1(2) . . ?
N4 C7 N3 124.0(2) . . ?
N4 C8 C9 122.4(2) . . ?
N4 C8 H8 118.8 . . ?
C9 C8 H8 118.8 . . ?
C10 C9 C8 116.6(2) . . ?
C10 C9 H9 121.7 . . ?
C8 C9 H9 121.7 . . ?
N3 C10 C9 122.8(2) . . ?
N3 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?

_refine_diff_density_max         0.621
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.074



# start Validation Reply Form
_vrf_PLAT420_i19509_sq           
;
PROBLEM: D-H Bond Without Acceptor  O1       --H1O      .     Please Check
RESPONSE: H1O is freely refined, , and the OH bond is likely oriented 
toward the position of a solvent molecule. The solvent molecule could not 
be explicitly modeled, and its residual electron density has been masked 
using the SQUEEZE method.
;
# end Validation Reply Form






####################################################################### 
# 
# 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_250910c_yfl
_audit_block_doi                 10.5517/ccdc.csd.cc2ppr8f
_database_code_depnum_ccdc_archive 'CCDC 2493555'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;
_audit_creation_date             2025-09-18
_audit_creation_method           
;
Olex2 1.5-ac7-016
(compiled 2025.05.29 svn.r8cd99b3d for Rigaku Oxford Diffraction, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C20 H18 Co N8 O2), 6(H2 O), N O3'
_chemical_formula_sum            'C60 H66 Co3 N25 O15'
_chemical_formula_weight         1554.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H22 N8 O6 Co1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'

_cell_length_a                   24.4927(7)
_cell_length_b                   24.4927(7)
_cell_length_c                   20.8894(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     10852.5(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    8706
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.0230
_cell_measurement_theta_min      3.6010
_shelx_estimated_absorpt_T_max   0.533
_shelx_estimated_absorpt_T_min   0.411
_exptl_absorpt_coefficient_mu    6.000
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.119a (Rigaku Oxford Diffraction, 2025)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             4812
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 0 0.0700
0 1 -3 0.0921
-1 -1 2 0.0840
0 -1 3 0.0747
0 -1 1 0.0848
1 3 0 0.0685
1 -2 3 0.0773
-1 1 -2 0.0754
0 2 0 0.0646
0 -2 0 0.1008
1 1 2 0.0652
1 -3 1 0.1030
-1 3 -1 0.0630
1 -4 0 0.1059
-2 3 -1 0.0671
1 -2 0 0.1053
-1 3 1 0.0632
-1 -1 -2 0.0695
-2 2 -1 0.0719
2 -3 -1 0.0957
-6 13 8 0.0651
1 -1 -1 0.0651
-1 1 1 0.0594
1 0 0 0.0730
-1 0 0 0.0692
-2 1 3 0.0656
-13 -1 -2 0.0489
13 1 4 0.0691
2 0 -1 0.0837
-9 -3 -8 0.0484
9 -3 11 0.0647

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9989 1.0003 -0.0001 -0.0216 -0.1073 0.0616
-0.0021 1.4965 -3.0001 -0.0388 -0.1894 -0.1526
-0.9980 -1.4979 2.0000 0.0590 0.2012 0.0517
0.0021 -1.4965 3.0001 0.0388 0.1894 0.1526
0.0012 -0.9989 1.0001 0.0015 0.0955 0.0393
0.9974 2.5004 -0.0004 0.0128 -0.2045 0.0963
1.0024 -1.9964 3.0003 -0.0172 0.1792 0.1795
-1.0012 0.9975 -2.0002 0.0187 -0.0837 -0.1402
-0.0015 1.5002 -0.0003 0.0344 -0.0972 0.0347
0.0015 -1.5002 0.0003 -0.0344 0.0972 -0.0347
0.9997 0.5027 1.9999 0.0157 -0.0135 0.1749
1.0031 -2.9989 1.0008 -0.0890 0.1825 0.0315
-1.0031 2.9989 -1.0008 0.0890 -0.1825 -0.0315
1.0034 -3.5002 0.0010 -0.1249 0.1841 -0.0426
-2.0034 3.4988 -1.0010 0.1450 -0.1723 -0.0583
1.0019 -2.0000 0.0006 -0.0905 0.0870 -0.0078
-1.0022 2.5013 0.9992 0.1263 -0.0886 0.0819
-0.9997 -0.5027 -1.9999 -0.0157 0.0135 -0.1749
-2.0019 1.9986 -1.0007 0.1106 -0.0752 -0.0931
2.0025 -3.0012 -0.9989 -0.1824 0.0784 -0.0550
-5.9837 13.1197 7.6248 0.7532 -0.3603 0.5503
1.0007 -1.0012 -0.9995 -0.0919 -0.0085 -0.0471
-1.0007 1.0012 0.9995 0.0919 0.0085 0.0471
1.0004 -0.4999 0.0003 -0.0561 -0.0102 0.0269
-1.0004 0.4999 -0.0003 0.0561 0.0102 -0.0269
-2.0002 1.0035 2.9991 0.1853 0.1126 0.1336
-13.1894 -0.8359 -1.9273 0.5221 0.5561 -0.6467
12.7267 0.9257 3.8029 -0.4536 -0.4844 0.7481
1.9995 -0.0009 -0.9996 -0.1136 -0.1159 0.0144
-8.8213 -3.3535 -8.2927 0.1143 0.3370 -0.9345
8.7425 -3.2283 11.2677 -0.1889 0.1845 0.9645

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17937
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.969
_diffrn_reflns_theta_min         5.912
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -126.00 -52.00   0.50    4.70    --  -51.87 -42.00 155.00  148
  2  ω    -78.00 -26.00   0.50    4.70    --  -92.65  80.00 127.00  104
  3  ω   -160.00 -98.00   0.50    4.70    --  -92.65 -79.00 -18.00  124
  4  ω     98.00 171.00   0.50    4.70    --  103.98  80.00 127.00  146
  5  ω    -23.00  22.00   0.50    4.70    --   51.37 -38.00   0.00   90
  6  ω    -73.00 -26.00   0.50    4.70    --  -92.65  77.00  60.00   94
  7  ω   -150.00 -92.00   0.50    4.70    --  -92.65 -15.00  60.00  116
  8  ω    -51.00 -21.00   0.50    4.70    --  -92.65  61.00-120.00   60
  9  ω   -124.00 -79.00   0.50    4.70    --  -51.87 -57.00   0.00   90
 10  ω   -124.00 -79.00   0.50    4.70    --  -51.87 -57.00 120.00   90
 11  ω   -150.00-125.00   0.50    4.70    --  -92.65 -15.00-120.00   50
 12  ω   -150.00 -92.00   0.50    4.70    --  -92.65 -15.00   0.00  116
 13  ω    -51.00 -21.00   0.50    4.70    --  -92.65  61.00 -30.00   60
 14  ω    103.00 150.00   0.50    4.70    --  103.98  15.00-120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0445975000
_diffrn_orient_matrix_UB_12      0.0228922000
_diffrn_orient_matrix_UB_13      0.0243956000
_diffrn_orient_matrix_UB_21      -0.0425604000
_diffrn_orient_matrix_UB_22      -0.0647964000
_diffrn_orient_matrix_UB_23      0.0308341000
_diffrn_orient_matrix_UB_31      0.0384404000
_diffrn_orient_matrix_UB_32      0.0231995000
_diffrn_orient_matrix_UB_33      0.0624203000
_diffrn_oxdiff_digest_hkl        
;
4307e76b9f303c05be3d5697adefc9e6c7e39b
;
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_oxdiff_measurement_exp_name 250910c_YFL.par
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2025
_reflns_number_total             2183
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.120a 64-bit (release 22-08-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.000027(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         2183
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0638
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0624P)²+83.1553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1611
_refine_ls_wR_factor_ref         0.1632
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N5) \\sim Ueq, Uanis(O8) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Fixed Sof: O8(0.5)
4.a Free rotating group:
 O2(H2B,H2C)
4.b Ternary CH refined with riding coordinates:
 C6(H6)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C10(H10), C2(H2A), C8(H8), C4(H4), C9(H9), C3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.666667 0.833333 0.333333 0.0247(3) Uani 1 2 d S . P . .
O1 O 0.58864(13) 0.80167(12) 0.37516(12) 0.0311(6) Uani 1 1 d . . . . .
O2 O 0.54523(17) 0.78182(15) 0.49663(15) 0.0450(8) Uani 1 1 d G . . . .
H2B H 0.556202 0.779463 0.457578 0.068 Uiso 1 1 d G U . . .
H2C H 0.509249 0.748440 0.505268 0.068 Uiso 1 1 d G U . . .
N1 N 0.61691(16) 0.81001(14) 0.25598(15) 0.0281(7) Uani 1 1 d . . . . .
N3 N 0.67360(14) 0.91703(15) 0.33254(14) 0.0285(7) Uani 1 1 d . . . . .
N2 N 0.56371(16) 0.87679(16) 0.33853(17) 0.0354(8) Uani 1 1 d . . . . .
N4 N 0.62791(17) 0.98361(16) 0.33610(17) 0.0382(8) Uani 1 1 d . . . . .
C1 C 0.6334(2) 0.80145(18) 0.19718(18) 0.0302(8) Uani 1 1 d . . . . .
H1 H 0.674911 0.808867 0.190224 0.036 Uiso 1 1 calc R U . . .
C7 C 0.62316(18) 0.92618(18) 0.33590(18) 0.0298(8) Uani 1 1 d . . . . .
C10 C 0.73109(19) 0.96905(19) 0.33117(18) 0.0330(9) Uani 1 1 d . . . . .
H10 H 0.767159 0.964207 0.328559 0.040 Uiso 1 1 calc R U . . .
C5 C 0.55732(18) 0.79752(18) 0.2670(2) 0.0320(9) Uani 1 1 d . . . . .
C2 C 0.5916(2) 0.7821(2) 0.1465(2) 0.0395(10) Uani 1 1 d . . . . .
H2A H 0.604307 0.777240 0.104955 0.047 Uiso 1 1 calc R U . . .
C6 C 0.54867(19) 0.81125(19) 0.33562(19) 0.0329(9) Uani 1 1 d . . . . .
H6 H 0.503927 0.782939 0.348998 0.039 Uiso 1 1 calc R U . . .
C8 C 0.6858(2) 1.0340(2) 0.3354(2) 0.0389(10) Uani 1 1 d . . . . .
H8 H 0.689981 1.074698 0.336295 0.047 Uiso 1 1 calc R U . . .
C4 C 0.5130(2) 0.7773(2) 0.2180(2) 0.0420(10) Uani 1 1 d . . . . .
H4 H 0.471262 0.768694 0.226179 0.050 Uiso 1 1 calc R U . . .
C9 C 0.7397(2) 1.0296(2) 0.3334(2) 0.0389(10) Uani 1 1 d . . . . .
H9 H 0.780500 1.065979 0.333577 0.047 Uiso 1 1 calc R U . . .
C3 C 0.5304(2) 0.7700(2) 0.1576(2) 0.0459(11) Uani 1 1 d . . . . .
H3 H 0.500856 0.756636 0.123461 0.055 Uiso 1 1 calc R U . . .
N5 N 0.333333 0.666667 0.166667 0.078(4) Uani 1 6 d S TU P . .
O8 O 0.3159(7) 0.6181(6) 0.1352(7) 0.132(5) Uani 0.5 1 d . U P A 2
H2 H 0.531(3) 0.882(3) 0.342(3) 0.067(17) 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
Co1 O1 1.880(3) . ?
Co1 O1 1.880(3) 31_665 ?
Co1 N1 1.930(3) 31_665 ?
Co1 N1 1.930(3) . ?
Co1 N3 1.971(3) . ?
Co1 N3 1.971(3) 31_665 ?
O1 C6 1.387(5) . ?
O2 H2B 0.8699 . ?
O2 H2C 0.8701 . ?
N1 C1 1.342(5) . ?
N1 C5 1.353(5) . ?
N3 C7 1.363(5) . ?
N3 C10 1.346(5) . ?
N2 C7 1.351(5) . ?
N2 C6 1.458(5) . ?
N2 H2 0.88(6) . ?
N4 C7 1.352(5) . ?
N4 C8 1.335(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(6) . ?
C10 H10 0.9500 . ?
C10 C9 1.391(6) . ?
C5 C6 1.512(5) . ?
C5 C4 1.391(6) . ?
C2 H2A 0.9500 . ?
C2 C3 1.394(7) . ?
C6 H6 1.0000 . ?
C8 H8 0.9500 . ?
C8 C9 1.377(6) . ?
C4 H4 0.9500 . ?
C4 C3 1.371(7) . ?
C9 H9 0.9500 . ?
C3 H3 0.9500 . ?
N5 O8 1.233(12) 26_455 ?
N5 O8 1.233(12) 25_565 ?
N5 O8 1.233(12) 3_565 ?
N5 O8 1.233(12) 2_665 ?
N5 O8 1.233(12) 27 ?
N5 O8 1.233(12) . ?
O8 O8 1.68(2) 27 ?
O8 O8 1.81(2) 3_565 ?
O8 O8 1.68(2) 26_455 ?
O8 O8 1.81(2) 2_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O1 180.0 . 31_665 ?
O1 Co1 N1 95.41(12) 31_665 . ?
O1 Co1 N1 84.59(13) . . ?
O1 Co1 N1 84.59(13) 31_665 31_665 ?
O1 Co1 N1 95.41(12) . 31_665 ?
O1 Co1 N3 91.49(12) 31_665 . ?
O1 Co1 N3 91.49(12) . 31_665 ?
O1 Co1 N3 88.51(12) 31_665 31_665 ?
O1 Co1 N3 88.52(12) . . ?
N1 Co1 N1 180.0 31_665 . ?
N1 Co1 N3 89.19(13) . 31_665 ?
N1 Co1 N3 90.81(13) 31_665 31_665 ?
N1 Co1 N3 90.81(13) . . ?
N1 Co1 N3 89.19(13) 31_665 . ?
N3 Co1 N3 180.0 . 31_665 ?
C6 O1 Co1 108.1(2) . . ?
H2B O2 H2C 109.5 . . ?
C1 N1 Co1 128.1(3) . . ?
C1 N1 C5 119.7(3) . . ?
C5 N1 Co1 112.0(3) . . ?
C7 N3 Co1 123.8(3) . . ?
C10 N3 Co1 119.3(3) . . ?
C10 N3 C7 116.8(3) . . ?
C7 N2 C6 123.4(3) . . ?
C7 N2 H2 122(4) . . ?
C6 N2 H2 115(4) . . ?
C8 N4 C7 117.4(4) . . ?
N1 C1 H1 119.2 . . ?
N1 C1 C2 121.7(4) . . ?
C2 C1 H1 119.2 . . ?
N2 C7 N3 121.0(3) . . ?
N2 C7 N4 115.2(3) . . ?
N4 C7 N3 123.9(4) . . ?
N3 C10 H10 118.7 . . ?
N3 C10 C9 122.5(4) . . ?
C9 C10 H10 118.7 . . ?
N1 C5 C6 111.5(3) . . ?
N1 C5 C4 121.2(4) . . ?
C4 C5 C6 127.3(4) . . ?
C1 C2 H2A 120.7 . . ?
C1 C2 C3 118.7(4) . . ?
C3 C2 H2A 120.7 . . ?
O1 C6 N2 110.5(3) . . ?
O1 C6 C5 109.8(3) . . ?
O1 C6 H6 109.7 . . ?
N2 C6 C5 107.3(3) . . ?
N2 C6 H6 109.7 . . ?
C5 C6 H6 109.7 . . ?
N4 C8 H8 118.5 . . ?
N4 C8 C9 123.0(4) . . ?
C9 C8 H8 118.5 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 119.0(4) . . ?
C3 C4 H4 120.5 . . ?
C10 C9 H9 121.8 . . ?
C8 C9 C10 116.4(4) . . ?
C8 C9 H9 121.8 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
O8 N5 O8 180.0 2_665 26_455 ?
O8 N5 O8 94.3(10) 2_665 3_565 ?
O8 N5 O8 94.3(10) . 3_565 ?
O8 N5 O8 85.7(10) 25_565 3_565 ?
O8 N5 O8 85.7(10) . 26_455 ?
O8 N5 O8 85.7(10) 27 . ?
O8 N5 O8 85.7(10) 26_455 3_565 ?
O8 N5 O8 94.3(10) 27 26_455 ?
O8 N5 O8 179.990(4) 27 3_565 ?
N5 O8 O8 47.1(5) . 27 ?
N5 O8 O8 47.1(5) . 26_455 ?
N5 O8 O8 42.9(5) . 3_565 ?
N5 O8 O8 42.9(5) . 2_665 ?
O8 O8 O8 65.2(13) 27 26_455 ?
O8 O8 O8 59.999(2) 2_665 3_565 ?
O8 O8 O8 89.997(1) 27 3_565 ?
O8 O8 O8 57.4(6) 26_455 3_565 ?

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
Co1 O1 C6 N2 -77.7(3) . . . . ?
Co1 O1 C6 C5 40.4(3) . . . . ?
Co1 N1 C1 C2 177.3(3) . . . . ?
Co1 N1 C5 C6 5.2(4) . . . . ?
Co1 N1 C5 C4 -177.3(3) . . . . ?
Co1 N3 C7 N2 -1.6(5) . . . . ?
Co1 N3 C7 N4 179.2(3) . . . . ?
Co1 N3 C10 C9 -177.1(3) . . . . ?
N1 Co1 O1 C6 -30.7(2) . . . . ?
N1 Co1 O1 C6 149.3(2) 31_665 . . . ?
N1 C1 C2 C3 -1.5(6) . . . . ?
N1 C5 C6 O1 -30.2(4) . . . . ?
N1 C5 C6 N2 89.9(4) . . . . ?
N1 C5 C4 C3 0.1(6) . . . . ?
N3 Co1 O1 C6 -119.8(2) 31_665 . . . ?
N3 Co1 O1 C6 60.2(2) . . . . ?
N3 C10 C9 C8 -1.7(6) . . . . ?
N4 C8 C9 C10 0.9(6) . . . . ?
C1 N1 C5 C6 -179.0(3) . . . . ?
C1 N1 C5 C4 -1.5(6) . . . . ?
C1 C2 C3 C4 0.0(7) . . . . ?
C7 N3 C10 C9 0.4(5) . . . . ?
C7 N2 C6 O1 45.0(5) . . . . ?
C7 N2 C6 C5 -74.6(5) . . . . ?
C7 N4 C8 C9 1.1(6) . . . . ?
C10 N3 C7 N2 -178.9(4) . . . . ?
C10 N3 C7 N4 1.9(5) . . . . ?
C5 N1 C1 C2 2.3(5) . . . . ?
C5 C4 C3 C2 0.7(7) . . . . ?
C6 N2 C7 N3 -2.4(6) . . . . ?
C6 N2 C7 N4 176.9(4) . . . . ?
C6 C5 C4 C3 177.1(4) . . . . ?
C8 N4 C7 N3 -2.6(6) . . . . ?
C8 N4 C7 N2 178.1(4) . . . . ?
C4 C5 C6 O1 152.5(4) . . . . ?
C4 C5 C6 N2 -87.3(5) . . . . ?
O8 N5 O8 O8 179.998(4) 26_455 . . 2_665 ?
O8 N5 O8 O8 85.4(12) 2_665 . . 27 ?
O8 N5 O8 O8 94.6(12) 27 . . 26_455 ?
O8 N5 O8 O8 180.002(3) 2_665 . . 26_455 ?
O8 N5 O8 O8 -94.6(12) 26_455 . . 27 ?
O8 N5 O8 O8 85.4(12) 26_455 . . 3_565 ?
O8 N5 O8 O8 94.6(12) 3_565 . . 2_665 ?
O8 N5 O8 O8 179.998(4) 27 . . 3_565 ?
O8 N5 O8 O8 -94.6(12) 2_665 . . 3_565 ?
O8 N5 O8 O8 -85.4(12) 3_565 . . 26_455 ?
O8 N5 O8 O8 180.002(5) 3_565 . . 27 ?
O8 N5 O8 O8 -85.4(12) 27 . . 2_665 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.250 204.4 81.7 ?
2 0.000 0.000 0.750 204.4 81.5 ?
3 0.333 0.667 0.417 204.4 81.5 ?
4 0.333 0.667 0.917 204.4 81.7 ?
5 0.667 0.333 0.083 204.4 81.5 ?
6 0.667 0.333 0.583 204.4 81.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.599
_oxdiff_exptl_absorpt_empirical_full_min 0.806
####################################################################### 
# 
# 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_i19791_sq
_audit_block_doi                 10.5517/ccdc.csd.cc2ppybp
_database_code_depnum_ccdc_archive 'CCDC 2493743'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-07 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 Co N8 O2, N O3'
_chemical_formula_sum            'C20 H18 Co N9 O5'
_chemical_formula_weight         523.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   8.4274(3)
_cell_length_b                   9.5402(3)
_cell_length_c                   15.1235(6)
_cell_angle_alpha                72.323(2)
_cell_angle_beta                 86.796(2)
_cell_angle_gamma                78.310(2)
_cell_volume                     1134.45(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    9997
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      68.26

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.116
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.039
_exptl_absorpt_coefficient_mu    6.397
_shelx_estimated_absorpt_T_min   0.524
_shelx_estimated_absorpt_T_max   0.788
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7207
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture PhotonIII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31130
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_av_R_equivalents  0.1120
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.067
_diffrn_reflns_theta_max         68.313
_diffrn_reflns_theta_full        67.679
_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             4161
_reflns_number_gt                3905
_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.

 Structure factors included contributions from the .fab file.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v8.5.0.27'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1765)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2023)'
_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)+(0.0979P)²+0.8870P] 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         4161
_refine_ls_number_parameters     316
_refine_ls_number_restraints     311
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1468
_refine_ls_wR_factor_gt          0.1437
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.025
_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
Co01 Co 0.80672(5) 0.43098(4) 0.73803(3) 0.01157(16) Uani 1 1 d . . . . .
O1 O 0.7605(2) 0.5450(2) 0.82301(14) 0.0188(4) Uani 1 1 d . . . . .
O2 O 0.8668(2) 0.3102(2) 0.66014(13) 0.0168(4) Uani 1 1 d . . . . .
O3 O 0.3566(5) 0.9123(5) 0.7866(4) 0.0915(15) Uani 1 1 d . . . . .
O4 O 0.1145(4) 0.9631(3) 0.7231(2) 0.0574(9) Uani 1 1 d . . . . .
O5 O 0.1518(7) 0.8211(5) 0.8628(3) 0.1005(17) Uani 1 1 d . . . . .
N1 N 1.0233(3) 0.3862(3) 0.78672(16) 0.0171(5) Uani 1 1 d . . . . .
N2 N 0.9097(3) 0.7315(3) 0.74645(18) 0.0227(5) Uani 1 1 d . . . . .
H2 H 0.929151 0.813628 0.755138 0.027 Uiso 1 1 calc R U . . .
N3 N 0.8524(3) 0.6088(3) 0.64246(16) 0.0141(5) Uani 1 1 d . . . . .
N4 N 0.9179(3) 0.8528(3) 0.5909(2) 0.0277(6) Uani 1 1 d . . . . .
N5 N 0.7614(3) 0.2495(3) 0.82535(16) 0.0167(5) Uani 1 1 d . . . . .
N6 N 0.6063(3) 0.2756(3) 0.63456(17) 0.0199(5) Uani 1 1 d . . . . .
H6A H 0.564654 0.228111 0.602851 0.024 Uiso 1 1 calc R U . . .
N7 N 0.5834(3) 0.4851(3) 0.68813(15) 0.0133(5) Uani 1 1 d . . . . .
N8 N 0.3766(3) 0.4557(3) 0.59695(17) 0.0215(5) Uani 1 1 d . . . . .
N9 N 0.2081(6) 0.8974(5) 0.7905(3) 0.0615(11) Uani 1 1 d . . . . .
C1 C 1.1436(4) 0.2736(3) 0.7810(2) 0.0209(6) Uani 1 1 d . . . . .
H1 H 1.126440 0.207509 0.748085 0.025 Uiso 1 1 calc R U . . .
C2 C 1.2916(4) 0.2521(4) 0.8222(2) 0.0260(7) Uani 1 1 d . . . . .
H2A H 1.375816 0.171432 0.818134 0.031 Uiso 1 1 calc R U . . .
C3 C 1.3169(4) 0.3494(4) 0.8698(2) 0.0301(7) Uani 1 1 d . . . . .
H3 H 1.418959 0.336484 0.897874 0.036 Uiso 1 1 calc R U . . .
C4 C 1.1915(4) 0.4659(4) 0.8759(2) 0.0271(7) Uani 1 1 d . . . . .
H4 H 1.205683 0.533146 0.908703 0.032 Uiso 1 1 calc R U . . .
C5 C 1.0455(4) 0.4811(4) 0.8330(2) 0.0207(6) Uani 1 1 d . . . . .
C6 C 0.8967(4) 0.6039(4) 0.8280(2) 0.0228(6) Uani 1 1 d . . . . .
H6 H 0.891257 0.636366 0.885262 0.027 Uiso 1 1 calc R U . . .
C7 C 0.8932(3) 0.7296(3) 0.6585(2) 0.0183(6) Uani 1 1 d . . . . .
C8 C 0.8969(4) 0.8565(4) 0.5041(2) 0.0279(7) Uani 1 1 d . . . . .
H8 H 0.913181 0.942699 0.455578 0.034 Uiso 1 1 calc R U . . .
C9 C 0.8522(4) 0.7398(4) 0.4811(2) 0.0245(7) Uani 1 1 d . . . . .
H9 H 0.837190 0.744554 0.418361 0.029 Uiso 1 1 calc R U . . .
C10 C 0.8310(3) 0.6177(3) 0.5529(2) 0.0176(6) Uani 1 1 d . . . . .
H10 H 0.799919 0.535984 0.539449 0.021 Uiso 1 1 calc R U . . .
C11 C 0.7451(3) 0.1478(3) 0.7824(2) 0.0178(6) Uani 1 1 d . . . . .
C12 C 0.7092(4) 0.0103(3) 0.8307(2) 0.0240(6) Uani 1 1 d . . . . .
H12 H 0.694595 -0.058576 0.799255 0.029 Uiso 1 1 calc R U . . .
C13 C 0.6946(4) -0.0252(4) 0.9274(2) 0.0298(7) Uani 1 1 d . . . . .
H13 H 0.670834 -0.119319 0.962770 0.036 Uiso 1 1 calc R U . . .
C14 C 0.7153(4) 0.0780(4) 0.9704(2) 0.0287(7) Uani 1 1 d . . . . .
H14 H 0.707291 0.054726 1.035994 0.034 Uiso 1 1 calc R U . . .
C15 C 0.7478(4) 0.2157(4) 0.9180(2) 0.0221(6) Uani 1 1 d . . . . .
H15 H 0.760577 0.287051 0.947961 0.027 Uiso 1 1 calc R U . . .
C16 C 0.7661(4) 0.2076(3) 0.67830(19) 0.0176(6) Uani 1 1 d . . . . .
H16 H 0.816836 0.122562 0.653980 0.021 Uiso 1 1 calc R U . . .
C17 C 0.5213(3) 0.4073(3) 0.64091(18) 0.0154(6) Uani 1 1 d . . . . .
C18 C 0.4909(4) 0.6168(3) 0.69135(19) 0.0181(6) Uani 1 1 d . . . . .
H18 H 0.530310 0.672834 0.724584 0.022 Uiso 1 1 calc R U . . .
C19 C 0.3429(4) 0.6726(4) 0.6487(2) 0.0259(7) Uani 1 1 d . . . . .
H19 H 0.278739 0.765300 0.651505 0.031 Uiso 1 1 calc R U . . .
C20 C 0.2914(4) 0.5860(4) 0.6009(2) 0.0250(7) Uani 1 1 d . . . . .
H20 H 0.189811 0.622371 0.569592 0.030 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
Co01 O2 1.869(2) . ?
Co01 O1 1.899(2) . ?
Co01 N1 1.923(2) . ?
Co01 N5 1.926(3) . ?
Co01 N3 1.957(2) . ?
Co01 N7 1.976(2) . ?
O1 C6 1.392(4) . ?
O2 C16 1.379(4) . ?
O3 N9 1.284(6) . ?
O4 N9 1.247(5) . ?
O5 N9 1.244(6) . ?
N1 C1 1.340(4) . ?
N1 C5 1.346(4) . ?
N2 C7 1.351(4) . ?
N2 C6 1.464(4) . ?
N2 H2 0.8800 . ?
N3 C10 1.351(4) . ?
N3 C7 1.358(4) . ?
N4 C8 1.322(5) . ?
N4 C7 1.347(4) . ?
N5 C15 1.343(4) . ?
N5 C11 1.352(4) . ?
N6 C17 1.342(4) . ?
N6 C16 1.468(4) . ?
N6 H6A 0.8800 . ?
N7 C18 1.350(4) . ?
N7 C17 1.363(4) . ?
N8 C20 1.320(4) . ?
N8 C17 1.348(4) . ?
C1 C2 1.375(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.392(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.520(4) . ?
C6 H6 1.0000 . ?
C8 C9 1.387(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.365(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.378(4) . ?
C11 C16 1.517(4) . ?
C12 C13 1.401(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.376(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16 1.0000 . ?
C18 C19 1.367(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(5) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?

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
O2 Co01 O1 175.43(8) . . ?
O2 Co01 N1 91.98(10) . . ?
O1 Co01 N1 83.75(10) . . ?
O2 Co01 N5 83.97(9) . . ?
O1 Co01 N5 94.40(10) . . ?
N1 Co01 N5 90.48(10) . . ?
O2 Co01 N3 92.21(9) . . ?
O1 Co01 N3 89.50(9) . . ?
N1 Co01 N3 90.87(10) . . ?
N5 Co01 N3 175.99(9) . . ?
O2 Co01 N7 89.78(9) . . ?
O1 Co01 N7 94.53(9) . . ?
N1 Co01 N7 177.76(9) . . ?
N5 Co01 N7 91.07(10) . . ?
N3 Co01 N7 87.69(9) . . ?
C6 O1 Co01 107.50(17) . . ?
C16 O2 Co01 107.83(16) . . ?
C1 N1 C5 120.3(3) . . ?
C1 N1 Co01 127.4(2) . . ?
C5 N1 Co01 112.2(2) . . ?
C7 N2 C6 123.3(2) . . ?
C7 N2 H2 118.4 . . ?
C6 N2 H2 118.4 . . ?
C10 N3 C7 116.8(3) . . ?
C10 N3 Co01 117.63(19) . . ?
C7 N3 Co01 125.4(2) . . ?
C8 N4 C7 117.5(3) . . ?
C15 N5 C11 119.9(3) . . ?
C15 N5 Co01 128.6(2) . . ?
C11 N5 Co01 111.50(19) . . ?
C17 N6 C16 122.7(2) . . ?
C17 N6 H6A 118.6 . . ?
C16 N6 H6A 118.6 . . ?
C18 N7 C17 116.8(2) . . ?
C18 N7 Co01 118.32(19) . . ?
C17 N7 Co01 124.47(19) . . ?
C20 N8 C17 117.3(3) . . ?
O5 N9 O4 118.0(5) . . ?
O5 N9 O3 120.9(5) . . ?
O4 N9 O3 121.0(5) . . ?
N1 C1 C2 121.0(3) . . ?
N1 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 120.3 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
N1 C5 C4 121.6(3) . . ?
N1 C5 C6 112.0(3) . . ?
C4 C5 C6 126.4(3) . . ?
O1 C6 N2 111.6(2) . . ?
O1 C6 C5 108.0(2) . . ?
N2 C6 C5 108.8(3) . . ?
O1 C6 H6 109.5 . . ?
N2 C6 H6 109.5 . . ?
C5 C6 H6 109.5 . . ?
N4 C7 N2 116.1(3) . . ?
N4 C7 N3 123.8(3) . . ?
N2 C7 N3 120.1(3) . . ?
N4 C8 C9 122.8(3) . . ?
N4 C8 H8 118.6 . . ?
C9 C8 H8 118.6 . . ?
C10 C9 C8 116.7(3) . . ?
C10 C9 H9 121.6 . . ?
C8 C9 H9 121.6 . . ?
N3 C10 C9 122.4(3) . . ?
N3 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
N5 C11 C12 121.9(3) . . ?
N5 C11 C16 111.5(2) . . ?
C12 C11 C16 126.6(3) . . ?
C11 C12 C13 118.3(3) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
N5 C15 C14 120.7(3) . . ?
N5 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
O2 C16 N6 111.5(2) . . ?
O2 C16 C11 109.0(2) . . ?
N6 C16 C11 109.1(2) . . ?
O2 C16 H16 109.1 . . ?
N6 C16 H16 109.1 . . ?
C11 C16 H16 109.1 . . ?
N6 C17 N8 116.0(3) . . ?
N6 C17 N7 120.2(3) . . ?
N8 C17 N7 123.8(3) . . ?
N7 C18 C19 122.6(3) . . ?
N7 C18 H18 118.7 . . ?
C19 C18 H18 118.7 . . ?
C18 C19 C20 116.2(3) . . ?
C18 C19 H19 121.9 . . ?
C20 C19 H19 121.9 . . ?
N8 C20 C19 123.3(3) . . ?
N8 C20 H20 118.4 . . ?
C19 C20 H20 118.4 . . ?

_refine_diff_density_max         0.599
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.109




####################################################################### 
# 
# 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_ic12906
_audit_block_doi                 10.5517/ccdc.csd.cc2mc0hj
_database_code_depnum_ccdc_archive 'CCDC 2423657'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;Department of Chemistry, National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-02-13 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 Cl Co N8 O6'
_chemical_formula_weight         560.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   8.6366(2)
_cell_length_b                   18.5010(3)
_cell_length_c                   14.1164(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.2990(10)
_cell_angle_gamma                90.00
_cell_volume                     2253.78(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    27788
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_T_max  0.876
_exptl_absorpt_process_details   
; 
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12718
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3962
_reflns_number_gt                3289
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (Nonius BV)'
_computing_cell_refinement       'HKL Denzo & Scalepack (Otwinowski & Minor)'
_computing_data_reduction        'HKL Denzo & Scalepack (Otwinowski & Minor)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0920P)²+0.6244P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0122(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3962
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1473
_refine_ls_wR_factor_gt          0.1294
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co -0.03051(4) 0.23455(2) 0.52162(3) 0.0368(2) Uani 1 1 d . . .
Cl1 Cl -0.53820(10) 0.05405(5) 0.25248(7) 0.0527(3) Uani 1 1 d . . .
O1 O 0.0004(2) 0.28019(12) 0.64099(17) 0.0460(5) Uani 1 1 d . . .
O2 O -0.0540(2) 0.19497(12) 0.39831(16) 0.0445(5) Uani 1 1 d . . .
O3 O -0.4329(4) 0.10522(18) 0.2959(3) 0.0887(10) Uani 1 1 d . . .
O4 O -0.6072(6) 0.0159(2) 0.3241(3) 0.1312(19) Uani 1 1 d . . .
O5 O -0.4638(5) 0.0041(3) 0.1967(4) 0.142(2) Uani 1 1 d . . .
O6 O -0.6606(6) 0.0895(3) 0.2080(4) 0.158(3) Uani 1 1 d . . .
N1 N -0.1169(3) 0.32517(15) 0.4824(2) 0.0444(6) Uani 1 1 d . . .
N2 N -0.2615(3) 0.29058(16) 0.6750(2) 0.0536(7) Uani 1 1 d . . .
H2B H -0.3119 0.3068 0.7218 0.064 Uiso 1 1 calc R . .
N3 N -0.2385(3) 0.20307(14) 0.55689(19) 0.0388(6) Uani 1 1 d . . .
N4 N -0.4502(3) 0.20573(18) 0.6598(2) 0.0586(8) Uani 1 1 d . . .
N5 N 0.1697(3) 0.26463(13) 0.4815(2) 0.0417(6) Uani 1 1 d . . .
N6 N 0.1372(3) 0.10596(15) 0.4185(2) 0.0488(7) Uani 1 1 d . . .
H6B H 0.1775 0.0728 0.3846 0.059 Uiso 1 1 calc R . .
N7 N 0.0562(3) 0.14279(14) 0.56707(19) 0.0410(6) Uani 1 1 d . . .
N8 N 0.1722(3) 0.02721(15) 0.5425(2) 0.0531(7) Uani 1 1 d . . .
C1 C -0.1423(4) 0.3491(2) 0.3935(3) 0.0520(8) Uani 1 1 d . . .
H1A H -0.1219 0.3189 0.3428 0.062 Uiso 1 1 calc R . .
C2 C -0.1984(5) 0.4179(2) 0.3762(3) 0.0705(12) Uani 1 1 d . . .
H2A H -0.2154 0.4343 0.3143 0.085 Uiso 1 1 calc R . .
C3 C -0.2287(5) 0.4620(2) 0.4522(4) 0.0759(13) Uani 1 1 d . . .
H3A H -0.2654 0.5087 0.4414 0.091 Uiso 1 1 calc R . .
C4 C -0.2049(4) 0.4374(2) 0.5438(3) 0.0643(11) Uani 1 1 d . . .
H4A H -0.2252 0.4667 0.5953 0.077 Uiso 1 1 calc R . .
C5 C -0.1500(3) 0.36774(17) 0.5569(3) 0.0472(8) Uani 1 1 d . . .
C6 C -0.1197(4) 0.32842(19) 0.6501(3) 0.0506(8) Uani 1 1 d . . .
H6A H -0.0916 0.3636 0.6998 0.061 Uiso 1 1 calc R . .
C7 C -0.3166(4) 0.23274(17) 0.6296(2) 0.0443(8) Uani 1 1 d . . .
C8 C -0.3068(4) 0.14761(18) 0.5113(3) 0.0482(8) Uani 1 1 d . . .
H8A H -0.2579 0.1275 0.4600 0.058 Uiso 1 1 calc R . .
C9 C -0.4448(4) 0.1192(2) 0.5363(3) 0.0587(10) Uani 1 1 d . . .
H9A H -0.4918 0.0813 0.5028 0.070 Uiso 1 1 calc R . .
C10 C -0.5108(4) 0.1497(2) 0.6139(3) 0.0619(10) Uani 1 1 d . . .
H10A H -0.6022 0.1300 0.6350 0.074 Uiso 1 1 calc R . .
C11 C 0.2617(4) 0.31531(19) 0.5198(3) 0.0533(9) Uani 1 1 d . . .
H11A H 0.2376 0.3359 0.5775 0.064 Uiso 1 1 calc R . .
C12 C 0.3921(5) 0.3377(2) 0.4752(4) 0.0708(12) Uani 1 1 d . . .
H12A H 0.4553 0.3734 0.5024 0.085 Uiso 1 1 calc R . .
C13 C 0.4286(5) 0.3069(2) 0.3899(4) 0.0718(12) Uani 1 1 d . . .
H13A H 0.5155 0.3222 0.3586 0.086 Uiso 1 1 calc R . .
C14 C 0.3340(4) 0.2527(2) 0.3513(3) 0.0597(10) Uani 1 1 d . . .
H14A H 0.3561 0.2309 0.2940 0.072 Uiso 1 1 calc R . .
C15 C 0.2071(4) 0.23234(17) 0.4001(3) 0.0439(8) Uani 1 1 d . . .
C16 C 0.0909(4) 0.17370(18) 0.3719(2) 0.0455(8) Uani 1 1 d . . .
H16A H 0.0896 0.1670 0.3030 0.055 Uiso 1 1 calc R . .
C17 C 0.1207(3) 0.09243(17) 0.5105(3) 0.0436(7) Uani 1 1 d . . .
C18 C 0.0477(4) 0.1261(2) 0.6593(3) 0.0553(9) Uani 1 1 d . . .
H18A H 0.0061 0.1599 0.6998 0.066 Uiso 1 1 calc R . .
C19 C 0.0974(5) 0.0618(2) 0.6958(3) 0.0654(11) Uani 1 1 d . . .
H19A H 0.0910 0.0513 0.7599 0.078 Uiso 1 1 calc R . .
C20 C 0.1581(4) 0.0127(2) 0.6330(3) 0.0600(10) Uani 1 1 d . . .
H20A H 0.1902 -0.0322 0.6558 0.072 Uiso 1 1 calc R . .


_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
Co1 O2 1.892(2) . ?
Co1 O1 1.894(2) . ?
Co1 N1 1.908(3) . ?
Co1 N5 1.923(2) . ?
Co1 N7 1.953(3) . ?
Co1 N3 1.971(2) . ?
Cl1 O6 1.375(4) . ?
Cl1 O4 1.387(4) . ?
Cl1 O5 1.388(4) . ?
Cl1 O3 1.433(3) . ?
O1 C6 1.378(4) . ?
O2 C16 1.377(4) . ?
N1 C1 1.341(5) . ?
N1 C5 1.353(4) . ?
N2 C7 1.326(5) . ?
N2 C6 1.466(4) . ?
N2 H2B 0.8600 . ?
N3 C8 1.336(4) . ?
N3 C7 1.365(4) . ?
N4 C10 1.319(5) . ?
N4 C7 1.343(4) . ?
N5 C11 1.330(4) . ?
N5 C15 1.346(4) . ?
N6 C17 1.335(5) . ?
N6 C16 1.464(5) . ?
N6 H6B 0.8600 . ?
N7 C18 1.343(5) . ?
N7 C17 1.361(4) . ?
N8 C20 1.316(5) . ?
N8 C17 1.357(4) . ?
C1 C2 1.380(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.381(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.379(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.382(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.517(5) . ?
C6 H6A 0.9800 . ?
C8 C9 1.362(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.376(6) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
C11 C12 1.376(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.380(6) . ?
C12 H12A 0.9300 . ?
C13 C14 1.392(6) . ?
C13 H13A 0.9300 . ?
C14 C15 1.370(5) . ?
C14 H14A 0.9300 . ?
C15 C16 1.520(5) . ?
C16 H16A 0.9800 . ?
C18 C19 1.358(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.387(6) . ?
C19 H19A 0.9300 . ?
C20 H20A 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
O2 Co1 O1 175.71(10) . . ?
O2 Co1 N1 92.70(11) . . ?
O1 Co1 N1 84.59(11) . . ?
O2 Co1 N5 84.59(10) . . ?
O1 Co1 N5 92.09(11) . . ?
N1 Co1 N5 90.36(11) . . ?
O2 Co1 N7 89.50(11) . . ?
O1 Co1 N7 93.25(11) . . ?
N1 Co1 N7 177.66(11) . . ?
N5 Co1 N7 90.61(10) . . ?
O2 Co1 N3 93.04(10) . . ?
O1 Co1 N3 90.25(10) . . ?
N1 Co1 N3 89.03(10) . . ?
N5 Co1 N3 177.52(11) . . ?
N7 Co1 N3 90.08(10) . . ?
O6 Cl1 O4 103.3(4) . . ?
O6 Cl1 O5 115.1(4) . . ?
O4 Cl1 O5 107.3(3) . . ?
O6 Cl1 O3 110.1(3) . . ?
O4 Cl1 O3 108.0(3) . . ?
O5 Cl1 O3 112.4(2) . . ?
C6 O1 Co1 107.0(2) . . ?
C16 O2 Co1 107.16(19) . . ?
C1 N1 C5 120.2(3) . . ?
C1 N1 Co1 127.5(2) . . ?
C5 N1 Co1 112.2(2) . . ?
C7 N2 C6 123.8(3) . . ?
C7 N2 H2B 118.1 . . ?
C6 N2 H2B 118.1 . . ?
C8 N3 C7 116.7(3) . . ?
C8 N3 Co1 119.6(2) . . ?
C7 N3 Co1 123.6(2) . . ?
C10 N4 C7 117.7(3) . . ?
C11 N5 C15 120.0(3) . . ?
C11 N5 Co1 127.9(2) . . ?
C15 N5 Co1 111.8(2) . . ?
C17 N6 C16 124.1(3) . . ?
C17 N6 H6B 118.0 . . ?
C16 N6 H6B 118.0 . . ?
C18 N7 C17 116.8(3) . . ?
C18 N7 Co1 118.9(2) . . ?
C17 N7 Co1 124.2(2) . . ?
C20 N8 C17 117.6(3) . . ?
N1 C1 C2 120.9(4) . . ?
N1 C1 H1A 119.5 . . ?
C2 C1 H1A 119.5 . . ?
C1 C2 C3 118.9(4) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 H2A 120.6 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C3 C4 C5 118.1(4) . . ?
C3 C4 H4A 120.9 . . ?
C5 C4 H4A 120.9 . . ?
N1 C5 C4 121.3(4) . . ?
N1 C5 C6 111.1(3) . . ?
C4 C5 C6 127.6(3) . . ?
O1 C6 N2 110.6(3) . . ?
O1 C6 C5 109.5(3) . . ?
N2 C6 C5 108.7(3) . . ?
O1 C6 H6A 109.3 . . ?
N2 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
N2 C7 N4 116.3(3) . . ?
N2 C7 N3 120.6(3) . . ?
N4 C7 N3 123.1(3) . . ?
N3 C8 C9 123.1(3) . . ?
N3 C8 H8A 118.5 . . ?
C9 C8 H8A 118.5 . . ?
C8 C9 C10 116.2(4) . . ?
C8 C9 H9A 121.9 . . ?
C10 C9 H9A 121.9 . . ?
N4 C10 C9 123.0(3) . . ?
N4 C10 H10A 118.5 . . ?
C9 C10 H10A 118.5 . . ?
N5 C11 C12 120.8(4) . . ?
N5 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C11 C12 C13 119.7(4) . . ?
C11 C12 H12A 120.2 . . ?
C13 C12 H12A 120.2 . . ?
C12 C13 C14 119.2(3) . . ?
C12 C13 H13A 120.4 . . ?
C14 C13 H13A 120.4 . . ?
C15 C14 C13 118.0(4) . . ?
C15 C14 H14A 121.0 . . ?
C13 C14 H14A 121.0 . . ?
N5 C15 C14 122.1(3) . . ?
N5 C15 C16 111.2(3) . . ?
C14 C15 C16 126.7(3) . . ?
O2 C16 N6 110.9(3) . . ?
O2 C16 C15 108.8(3) . . ?
N6 C16 C15 109.1(3) . . ?
O2 C16 H16A 109.3 . . ?
N6 C16 H16A 109.3 . . ?
C15 C16 H16A 109.3 . . ?
N6 C17 N8 116.4(3) . . ?
N6 C17 N7 120.3(3) . . ?
N8 C17 N7 123.3(3) . . ?
N7 C18 C19 122.8(4) . . ?
N7 C18 H18A 118.6 . . ?
C19 C18 H18A 118.6 . . ?
C18 C19 C20 116.9(4) . . ?
C18 C19 H19A 121.5 . . ?
C20 C19 H19A 121.5 . . ?
N8 C20 C19 122.6(4) . . ?
N8 C20 H20A 118.7 . . ?
C19 C20 H20A 118.7 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.149
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.183
####################################################################### 
# 
# 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_ic12909
_audit_block_doi                 10.5517/ccdc.csd.cc2mc0jk
_database_code_depnum_ccdc_archive 'CCDC 2423658'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;Department of Chemistry, National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-02-13 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 Cl Co N6 O6'
_chemical_formula_weight         558.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pca2(1)

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

_cell_length_a                   14.935(3)
_cell_length_b                   8.6856(17)
_cell_length_c                   17.997(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2334.7(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    37397
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_process_details   
; 
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14970
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0482
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5335
_reflns_number_gt                4005
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (Nonius BV)'
_computing_cell_refinement       'HKL Denzo & Scalepack (Otwinowski & Minor)'
_computing_data_reduction        'HKL Denzo & Scalepack (Otwinowski & Minor)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1131P)²+2.1915P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.074(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.24(4)
_refine_ls_number_reflns         5335
_refine_ls_number_parameters     326
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1066
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2302
_refine_ls_wR_factor_gt          0.2097
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.189
_refine_ls_shift/su_max          0.781
_refine_ls_shift/su_mean         0.094

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.24876(9) 0.99157(8) 0.95435(9) 0.0543(3) Uani 1 1 d . . .
O1 O 0.1440(5) 1.0016(6) 0.8950(4) 0.0717(19) Uani 1 1 d D . .
O2 O 0.3428(5) 0.9739(6) 1.0253(4) 0.073(2) Uani 1 1 d D . .
N1 N 0.2086(4) 0.7849(6) 0.9760(3) 0.0522(13) Uani 1 1 d . . .
N2 N 0.1854(5) 0.8356(10) 0.8082(5) 0.088(2) Uani 1 1 d . . .
H2B H 0.1622 0.8085 0.7665 0.106 Uiso 1 1 calc R . .
N3 N 0.3171(4) 0.9124(6) 0.8702(4) 0.0532(14) Uani 1 1 d . . .
N4 N 0.2892(4) 1.1990(7) 0.9315(3) 0.0552(14) Uani 1 1 d . . .
N5 N 0.3673(5) 1.2195(12) 1.0443(4) 0.093(3) Uani 1 1 d . . .
H5A H 0.4081 1.2683 1.0685 0.111 Uiso 1 1 calc R . .
N6 N 0.1827(4) 1.0667(7) 1.0390(3) 0.0567(14) Uani 1 1 d . . .
C1 C 0.2302(6) 0.6992(10) 1.0380(4) 0.073(2) Uani 1 1 d . . .
H1A H 0.2708 0.7383 1.0723 0.088 Uiso 1 1 calc R . .
C2 C 0.1925(9) 0.5569(14) 1.0498(8) 0.114(5) Uani 1 1 d . . .
H2A H 0.2079 0.4998 1.0916 0.136 Uiso 1 1 calc R . .
C3 C 0.1317(10) 0.4992(10) 0.9993(10) 0.100(5) Uani 1 1 d . . .
H3A H 0.1056 0.4033 1.0068 0.120 Uiso 1 1 calc R . .
C4 C 0.1113(6) 0.5815(9) 0.9407(6) 0.080(3) Uani 1 1 d . . .
H4A H 0.0709 0.5420 0.9063 0.096 Uiso 1 1 calc R . .
C5 C 0.1480(5) 0.7247(9) 0.9286(4) 0.0587(17) Uani 1 1 d . . .
C6 C 0.1270(6) 0.8578(13) 0.8704(5) 0.095(3) Uani 1 1 d D . .
H6A H 0.0646 0.8506 0.8541 0.114 Uiso 1 1 calc R . .
C7 C 0.2747(5) 0.8550(8) 0.8117(4) 0.0555(16) Uani 1 1 d . . .
C8 C 0.3269(8) 0.8024(9) 0.7486(4) 0.077(3) Uani 1 1 d . . .
H8A H 0.2996 0.7628 0.7063 0.092 Uiso 1 1 calc R . .
C9 C 0.4159(9) 0.8134(10) 0.7539(8) 0.097(4) Uani 1 1 d . . .
H9A H 0.4502 0.7814 0.7136 0.117 Uiso 1 1 calc R . .
C10 C 0.4600(7) 0.8699(11) 0.8160(9) 0.094(3) Uani 1 1 d . . .
H10A H 0.5221 0.8736 0.8191 0.113 Uiso 1 1 calc R . .
C11 C 0.4079(6) 0.9178(9) 0.8703(6) 0.071(2) Uani 1 1 d . . .
H11A H 0.4356 0.9587 0.9121 0.085 Uiso 1 1 calc R . .
C12 C 0.2646(6) 1.2683(9) 0.8674(4) 0.0634(19) Uani 1 1 d . . .
H12A H 0.2234 1.2177 0.8373 0.076 Uiso 1 1 calc R . .
C13 C 0.2948(6) 1.4026(13) 0.8448(6) 0.084(3) Uani 1 1 d . . .
H13A H 0.2767 1.4430 0.7994 0.101 Uiso 1 1 calc R . .
C14 C 0.3532(9) 1.4821(10) 0.8891(8) 0.089(4) Uani 1 1 d . . .
H14A H 0.3759 1.5765 0.8736 0.107 Uiso 1 1 calc R . .
C15 C 0.3792(5) 1.4192(8) 0.9595(6) 0.071(2) Uani 1 1 d . . .
H15A H 0.4172 1.4721 0.9915 0.085 Uiso 1 1 calc R . .
C16 C 0.3448(5) 1.2748(9) 0.9776(4) 0.0563(16) Uani 1 1 d . . .
C17 C 0.3307(6) 1.0904(12) 1.0783(5) 0.092(3) Uani 1 1 d D . .
H17A H 0.3645 1.0656 1.1234 0.110 Uiso 1 1 calc R . .
C18 C 0.2313(6) 1.1177(9) 1.0980(4) 0.0626(19) Uani 1 1 d . . .
C19 C 0.1951(8) 1.1721(10) 1.1603(5) 0.084(3) Uani 1 1 d . . .
H19A H 0.2319 1.2029 1.1993 0.101 Uiso 1 1 calc R . .
C20 C 0.1023(12) 1.1832(11) 1.1675(7) 0.112(5) Uani 1 1 d . . .
H20A H 0.0760 1.2210 1.2106 0.135 Uiso 1 1 calc R . .
C21 C 0.0527(7) 1.1376(12) 1.1100(9) 0.103(4) Uani 1 1 d . . .
H21A H -0.0093 1.1456 1.1128 0.124 Uiso 1 1 calc R . .
C22 C 0.0934(6) 1.0757(8) 1.0434(7) 0.079(3) Uani 1 1 d . . .
H22A H 0.0579 1.0425 1.0041 0.095 Uiso 1 1 calc R . .
Cl1 Cl 0.07813(11) 1.5033(2) 0.69832(13) 0.0615(4) Uani 1 1 d . . .
O3 O 0.0246(7) 1.5440(12) 0.7617(5) 0.102(2) Uani 1 1 d . . .
O4 O 0.1230(7) 1.3690(12) 0.7191(6) 0.142(4) Uani 1 1 d . . .
O5 O 0.0230(6) 1.4601(10) 0.6383(4) 0.086(2) Uani 1 1 d . . .
O6 O 0.1335(7) 1.6268(14) 0.6814(5) 0.156(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 1.896(6) . ?
Co1 O2 1.904(7) . ?
Co1 N1 1.933(6) . ?
Co1 N6 1.929(6) . ?
Co1 N4 1.945(6) . ?
Co1 N3 1.951(7) . ?
O1 C6 1.349(11) . ?
O2 C17 1.401(12) . ?
N1 C5 1.349(9) . ?
N1 C1 1.379(9) . ?
N2 C7 1.345(10) . ?
N2 C6 1.432(13) . ?
N2 H2B 0.8600 . ?
N3 C7 1.326(9) . ?
N3 C11 1.356(10) . ?
N4 C12 1.351(9) . ?
N4 C16 1.346(8) . ?
N5 C16 1.336(10) . ?
N5 C17 1.390(12) . ?
N5 H5A 0.8600 . ?
N6 C22 1.338(10) . ?
N6 C18 1.360(10) . ?
C1 C2 1.375(15) . ?
C1 H1A 0.9300 . ?
C2 C3 1.38(2) . ?
C2 H2A 0.9300 . ?
C3 C4 1.31(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.376(11) . ?
C4 H4A 0.9300 . ?
C5 C6 1.592(13) . ?
C6 H6A 0.9800 . ?
C7 C8 1.452(10) . ?
C8 C9 1.336(16) . ?
C8 H8A 0.9300 . ?
C9 C10 1.387(18) . ?
C9 H9A 0.9300 . ?
C10 C11 1.316(15) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.316(13) . ?
C12 H12A 0.9300 . ?
C13 C14 1.368(17) . ?
C13 H13A 0.9300 . ?
C14 C15 1.434(18) . ?
C14 H14A 0.9300 . ?
C15 C16 1.394(10) . ?
C15 H15A 0.9300 . ?
C17 C18 1.544(14) . ?
C17 H17A 0.9800 . ?
C18 C19 1.332(12) . ?
C19 C20 1.396(18) . ?
C19 H19A 0.9300 . ?
C20 C21 1.331(18) . ?
C20 H20A 0.9300 . ?
C21 C22 1.448(17) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
Cl1 O4 1.397(8) . ?
Cl1 O5 1.409(8) . ?
Cl1 O6 1.388(8) . ?
Cl1 O3 1.436(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O2 171.8(4) . . ?
O1 Co1 N1 84.3(3) . . ?
O2 Co1 N1 91.1(3) . . ?
O1 Co1 N6 90.4(3) . . ?
O2 Co1 N6 82.8(3) . . ?
N1 Co1 N6 89.8(3) . . ?
O1 Co1 N4 95.4(2) . . ?
O2 Co1 N4 89.3(3) . . ?
N1 Co1 N4 179.4(3) . . ?
N6 Co1 N4 90.7(3) . . ?
O1 Co1 N3 90.6(3) . . ?
O2 Co1 N3 96.1(3) . . ?
N1 Co1 N3 89.6(2) . . ?
N6 Co1 N3 178.7(3) . . ?
N4 Co1 N3 90.0(3) . . ?
C6 O1 Co1 107.3(5) . . ?
C17 O2 Co1 107.6(5) . . ?
C5 N1 C1 117.4(7) . . ?
C5 N1 Co1 116.1(5) . . ?
C1 N1 Co1 126.3(5) . . ?
C7 N2 C6 123.3(8) . . ?
C7 N2 H2B 118.3 . . ?
C6 N2 H2B 118.4 . . ?
C7 N3 C11 119.4(7) . . ?
C7 N3 Co1 119.9(5) . . ?
C11 N3 Co1 120.7(5) . . ?
C12 N4 C16 118.5(7) . . ?
C12 N4 Co1 120.6(5) . . ?
C16 N4 Co1 120.9(5) . . ?
C16 N5 C17 125.9(7) . . ?
C16 N5 H5A 117.0 . . ?
C17 N5 H5A 117.1 . . ?
C22 N6 C18 117.9(7) . . ?
C22 N6 Co1 125.2(6) . . ?
C18 N6 Co1 116.9(5) . . ?
C2 C1 N1 120.9(10) . . ?
C2 C1 H1A 119.5 . . ?
N1 C1 H1A 119.6 . . ?
C3 C2 C1 119.7(9) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.1 . . ?
C4 C3 C2 119.1(9) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.5 . . ?
C3 C4 C5 121.8(11) . . ?
C3 C4 H4A 119.1 . . ?
C5 C4 H4A 119.1 . . ?
N1 C5 C4 121.2(8) . . ?
N1 C5 C6 105.5(6) . . ?
C4 C5 C6 133.0(8) . . ?
O1 C6 N2 105.5(8) . . ?
O1 C6 C5 114.8(7) . . ?
N2 C6 C5 107.3(8) . . ?
O1 C6 H6A 109.7 . . ?
N2 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
N3 C7 N2 124.0(7) . . ?
N3 C7 C8 118.8(7) . . ?
N2 C7 C8 117.1(8) . . ?
C9 C8 C7 117.2(9) . . ?
C9 C8 H8A 121.4 . . ?
C7 C8 H8A 121.4 . . ?
C8 C9 C10 123.7(9) . . ?
C8 C9 H9A 118.1 . . ?
C10 C9 H9A 118.2 . . ?
C11 C10 C9 115.4(9) . . ?
C11 C10 H10A 122.4 . . ?
C9 C10 H10A 122.1 . . ?
C10 C11 N3 125.4(9) . . ?
C10 C11 H11A 117.3 . . ?
N3 C11 H11A 117.3 . . ?
C13 C12 N4 124.4(8) . . ?
C13 C12 H12A 117.8 . . ?
N4 C12 H12A 117.8 . . ?
C12 C13 C14 119.1(9) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.4 . . ?
C13 C14 C15 119.7(8) . . ?
C13 C14 H14A 120.2 . . ?
C15 C14 H14A 120.1 . . ?
C16 C15 C14 116.7(9) . . ?
C16 C15 H15A 121.6 . . ?
C14 C15 H15A 121.7 . . ?
N4 C16 N5 122.3(7) . . ?
N4 C16 C15 121.5(7) . . ?
N5 C16 C15 116.1(8) . . ?
O2 C17 N5 103.5(8) . . ?
O2 C17 C18 113.0(6) . . ?
N5 C17 C18 110.8(8) . . ?
O2 C17 H17A 109.8 . . ?
N5 C17 H17A 109.8 . . ?
C18 C17 H17A 109.8 . . ?
C19 C18 N6 123.8(9) . . ?
C19 C18 C17 129.6(8) . . ?
N6 C18 C17 106.5(7) . . ?
C18 C19 C20 120.3(10) . . ?
C18 C19 H19A 119.8 . . ?
C20 C19 H19A 119.8 . . ?
C21 C20 C19 117.4(10) . . ?
C21 C20 H20A 121.2 . . ?
C19 C20 H20A 121.4 . . ?
C20 C21 C22 121.4(9) . . ?
C20 C21 H21A 119.5 . . ?
C22 C21 H21A 119.1 . . ?
N6 C22 C21 119.2(9) . . ?
N6 C22 H22A 120.4 . . ?
C21 C22 H22A 120.4 . . ?
O4 Cl1 O5 105.3(6) . . ?
O4 Cl1 O6 114.8(7) . . ?
O5 Cl1 O6 112.7(6) . . ?
O4 Cl1 O3 105.0(6) . . ?
O5 Cl1 O3 110.4(4) . . ?
O6 Cl1 O3 108.4(7) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.191
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.247
####################################################################### 
# 
# 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_i19703
_audit_block_doi                 10.5517/ccdc.csd.cc2ppr49
_database_code_depnum_ccdc_archive 'CCDC 2493551'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 Co N8 O2, 2(Cl O4), H2 O'
_chemical_formula_sum            'C22 H26 Cl2 Co N8 O11'
_chemical_formula_weight         708.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.0344(3)
_cell_length_b                   9.3458(3)
_cell_length_c                   9.7176(3)
_cell_angle_alpha                111.9120(10)
_cell_angle_beta                 106.1490(10)
_cell_angle_gamma                98.1450(10)
_cell_volume                     702.89(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    9931
_cell_measurement_theta_min      5.26
_cell_measurement_theta_max      68.19

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_F_000             363
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.104
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.017
_exptl_absorpt_coefficient_mu    7.199
_shelx_estimated_absorpt_T_min   0.521
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7531
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture PhotonIII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16860
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_av_R_equivalents  0.0915
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.260
_diffrn_reflns_theta_max         68.264
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             2546
_reflns_number_gt                2515
_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       'Bruker Instrument Service v8.5.0.27'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1743)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2023)'
_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)+(0.0833P)²+0.1575P] 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         2546
_refine_ls_number_parameters     212
_refine_ls_number_restraints     169
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1164
_refine_ls_wR_factor_gt          0.1161
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.059
_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
Co1 Co 0.500000 0.500000 0.000000 0.01173(18) Uani 1 2 d S . P . .
Cl1 Cl 0.79667(7) 0.25157(6) 0.57505(6) 0.02144(19) Uani 1 1 d . . . . .
O1 O 0.68575(19) 0.57141(18) 0.22390(18) 0.0166(3) Uani 1 1 d . . . . .
O2 O 0.6430(2) 0.2840(2) 0.5595(2) 0.0308(4) Uani 1 1 d . . . . .
O3 O 0.8752(3) 0.2675(3) 0.7303(2) 0.0400(5) Uani 1 1 d . . . . .
O4 O 0.7727(3) 0.0913(3) 0.4604(3) 0.0523(6) Uani 1 1 d . . . . .
O5 O 0.8937(2) 0.3617(2) 0.5415(2) 0.0315(4) Uani 1 1 d . . . . .
O6 O 0.9652(5) -0.0013(5) 0.2714(5) 0.0331(9) Uani 0.5 1 d D . P . .
H6A H 0.923(9) 0.020(10) 0.342(7) 0.050 Uiso 0.5 1 d D U P . .
H6B H 1.037(7) -0.049(9) 0.287(10) 0.050 Uiso 0.5 1 d D U P . .
N1 N 0.5914(2) 0.2981(2) -0.0293(2) 0.0146(4) Uani 1 1 d . . . . .
N2 N 0.5485(2) 0.4113(2) 0.3147(2) 0.0168(4) Uani 1 1 d . . . . .
H2 H 0.573782 0.414611 0.410317 0.020 Uiso 1 1 calc R U . . .
N3 N 0.3467(2) 0.4082(2) 0.0994(2) 0.0144(4) Uani 1 1 d . . . . .
N4 N 0.2901(2) 0.3343(2) 0.2952(2) 0.0185(4) Uani 1 1 d . . . . .
C1 C 0.6615(2) 0.2928(3) 0.1097(3) 0.0140(4) Uani 1 1 d . . . . .
C2 C 0.7151(3) 0.1648(3) 0.1193(3) 0.0176(5) Uani 1 1 d . . . . .
H2A H 0.761929 0.164201 0.219505 0.021 Uiso 1 1 calc R U . . .
C3 C 0.6994(3) 0.0370(3) -0.0201(3) 0.0208(5) Uani 1 1 d . . . . .
H3 H 0.735842 -0.052620 -0.016878 0.025 Uiso 1 1 calc R U . . .
C4 C 0.6299(3) 0.0414(3) -0.1642(3) 0.0213(5) Uani 1 1 d . . . . .
H4 H 0.618521 -0.044537 -0.261234 0.026 Uiso 1 1 calc R U . . .
C5 C 0.5774(3) 0.1735(3) -0.1640(3) 0.0185(5) Uani 1 1 d . . . . .
H5 H 0.529569 0.176533 -0.262888 0.022 Uiso 1 1 calc R U . . .
C6 C 0.6772(3) 0.4359(3) 0.2594(3) 0.0163(5) Uani 1 1 d . . . . .
H6 H 0.780354 0.455236 0.344842 0.020 Uiso 1 1 calc R U . . .
C7 C 0.3910(3) 0.3833(2) 0.2318(3) 0.0145(4) Uani 1 1 d . . . . .
C8 C 0.1349(3) 0.3069(3) 0.2191(3) 0.0214(5) Uani 1 1 d . . . . .
H8 H 0.060819 0.272668 0.260869 0.026 Uiso 1 1 calc R U . . .
C9 C 0.0762(3) 0.3262(3) 0.0805(3) 0.0225(5) Uani 1 1 d . . . . .
H9 H -0.035516 0.304264 0.026446 0.027 Uiso 1 1 calc R U . . .
C10 C 0.1870(3) 0.3781(3) 0.0263(3) 0.0180(5) Uani 1 1 d . . . . .
H10 H 0.150308 0.393770 -0.067183 0.022 Uiso 1 1 calc R U . . .
C11 C 0.7396(3) 0.7224(3) 0.3645(3) 0.0238(5) Uani 1 1 d . . . . .
H11A H 0.745732 0.811003 0.333561 0.036 Uiso 1 1 calc R U . . .
H11B H 0.845822 0.732549 0.435135 0.036 Uiso 1 1 calc R U . . .
H11C H 0.663780 0.726103 0.420031 0.036 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
Co1 N1 2.1202(18) . ?
Co1 N1 2.1202(18) 2_665 ?
Co1 O1 2.1362(15) . ?
Co1 O1 2.1362(15) 2_665 ?
Co1 N3 2.1482(18) 2_665 ?
Co1 N3 2.1482(18) . ?
Cl1 O3 1.417(2) . ?
Cl1 O4 1.435(2) . ?
Cl1 O2 1.442(2) . ?
Cl1 O5 1.4449(19) . ?
O1 C6 1.429(3) . ?
O1 C11 1.446(3) . ?
O6 H6A 0.849(10) . ?
O6 H6B 0.847(10) . ?
N1 C1 1.345(3) . ?
N1 C5 1.347(3) . ?
N2 C7 1.357(3) . ?
N2 C6 1.435(3) . ?
N2 H2 0.8800 . ?
N3 C10 1.353(3) . ?
N3 C7 1.354(3) . ?
N4 C8 1.326(3) . ?
N4 C7 1.351(3) . ?
C1 C2 1.377(3) . ?
C1 C6 1.518(3) . ?
C2 C3 1.385(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 1.0000 . ?
C8 C9 1.392(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.365(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N1 180.0 . 2_665 ?
N1 Co1 O1 75.76(6) . . ?
N1 Co1 O1 104.24(6) 2_665 . ?
N1 Co1 O1 104.24(6) . 2_665 ?
N1 Co1 O1 75.76(6) 2_665 2_665 ?
O1 Co1 O1 180.0 . 2_665 ?
N1 Co1 N3 92.38(7) . 2_665 ?
N1 Co1 N3 87.62(7) 2_665 2_665 ?
O1 Co1 N3 94.79(6) . 2_665 ?
O1 Co1 N3 85.21(6) 2_665 2_665 ?
N1 Co1 N3 87.62(7) . . ?
N1 Co1 N3 92.38(7) 2_665 . ?
O1 Co1 N3 85.21(6) . . ?
O1 Co1 N3 94.79(6) 2_665 . ?
N3 Co1 N3 180.0 2_665 . ?
O3 Cl1 O4 109.73(15) . . ?
O3 Cl1 O2 110.62(12) . . ?
O4 Cl1 O2 108.84(14) . . ?
O3 Cl1 O5 110.07(12) . . ?
O4 Cl1 O5 108.36(14) . . ?
O2 Cl1 O5 109.18(11) . . ?
C6 O1 C11 112.92(17) . . ?
C6 O1 Co1 107.39(12) . . ?
C11 O1 Co1 128.68(14) . . ?
H6A O6 H6B 113(8) . . ?
C1 N1 C5 117.86(18) . . ?
C1 N1 Co1 112.53(14) . . ?
C5 N1 Co1 129.38(15) . . ?
C7 N2 C6 125.37(18) . . ?
C7 N2 H2 117.3 . . ?
C6 N2 H2 117.3 . . ?
C10 N3 C7 115.53(18) . . ?
C10 N3 Co1 116.80(14) . . ?
C7 N3 Co1 127.59(15) . . ?
C8 N4 C7 116.6(2) . . ?
N1 C1 C2 123.0(2) . . ?
N1 C1 C6 116.55(18) . . ?
C2 C1 C6 120.4(2) . . ?
C1 C2 C3 118.6(2) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 H2A 120.7 . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 122.6(2) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
O1 C6 N2 111.80(18) . . ?
O1 C6 C1 106.88(17) . . ?
N2 C6 C1 112.68(18) . . ?
O1 C6 H6 108.4 . . ?
N2 C6 H6 108.4 . . ?
C1 C6 H6 108.4 . . ?
N4 C7 N3 125.4(2) . . ?
N4 C7 N2 114.35(19) . . ?
N3 C7 N2 120.19(19) . . ?
N4 C8 C9 122.7(2) . . ?
N4 C8 H8 118.7 . . ?
C9 C8 H8 118.7 . . ?
C10 C9 C8 116.7(2) . . ?
C10 C9 H9 121.7 . . ?
C8 C9 H9 121.7 . . ?
N3 C10 C9 123.1(2) . . ?
N3 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_refine_diff_density_max         0.657
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.100



####################################################################### 
# 
# 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_250912c_yfl
_audit_block_doi                 10.5517/ccdc.csd.cc2ppr5b
_database_code_depnum_ccdc_archive 'CCDC 2493552'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;
_audit_creation_date             2025-09-17
_audit_creation_method           
;
Olex2 1.5-ac7-016
(compiled 2025.05.29 svn.r8cd99b3d for Rigaku Oxford Diffraction, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C12 H13 Cu0.5 N3 O), 2(Cl O4)'
_chemical_formula_sum            'C24 H26 Cl2 Cu N6 O10'
_chemical_formula_weight         692.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H24 Cl2 Cu N6 O12'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.0096(2)
_cell_length_b                   18.7829(3)
_cell_length_c                   12.7611(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.737(2)
_cell_angle_gamma                90
_cell_volume                     2783.89(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16138
_cell_measurement_temperature    100.02(10)
_cell_measurement_theta_max      77.2810
_cell_measurement_theta_min      3.5880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.478
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.119a (Rigaku Oxford Diffraction, 2025)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1420
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -1 2 0.3155
1 -2 -1 0.1728
-1 2 1 0.2015
1 1 2 0.3275
2 -1 1 0.3370
1 -1 -1 0.1784
-1 1 1 0.1996
2 -1 -2 0.1928
1 0 0 0.3350
1 0 1 0.3259
0 0 1 0.3529
2 1 -2 0.2072
-2 -1 2 0.1945
0 -12 0 0.1707
-3 -10 3 0.2149
0 12 0 0.1726
-1 0 -1 0.4519

_exptl_crystal_size_max          0.799
_exptl_crystal_size_mid          0.416
_exptl_crystal_size_min          0.355
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.9983 -0.9973 2.0046 -0.0302 -0.0766 0.4080
1.0012 -2.0032 -0.9998 0.1375 -0.1802 0.0190
-1.0012 2.0032 0.9998 -0.1375 0.1802 -0.0190
0.9976 1.0048 2.0029 -0.0847 0.0939 0.2961
1.9988 -0.9984 1.0031 0.0528 -0.0864 0.3151
1.0005 -1.0016 -1.0004 0.1465 -0.0986 0.0184
-1.0005 1.0016 1.0004 -0.1465 0.0986 -0.0184
2.0003 -1.0016 -2.0014 0.3019 -0.1155 0.0363
0.9993 0.0011 0.0005 0.0724 -0.0072 0.1108
0.9988 0.0022 1.0020 -0.0106 0.0025 0.2037
-0.0005 0.0011 1.0015 -0.0830 0.0097 0.0929
1.9989 1.0015 -2.0026 0.3199 0.0478 0.0351
-1.9989 -1.0015 2.0026 -0.3199 -0.0478 -0.0351
-0.2176 -12.1871 0.0487 -0.1290 -0.9916 -0.0141
-3.4099 -10.3960 3.2055 -0.6060 -0.7919 -0.0756
0.3487 12.1771 0.0686 0.1286 0.9909 0.0395
-0.9988 -0.0022 -1.0020 0.0106 -0.0025 -0.2037

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27754
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.629
_diffrn_reflns_theta_min         3.806
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.02(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00 104.00   0.50    0.08    --   51.87-135.00-128.00  176
  2  ω     45.00  70.00   0.50    0.08    --  103.95-135.00-128.00   50
  3  ω     64.00  91.00   0.50    0.08    --  103.95 -95.00   0.00   54
  4  ω     35.00  90.00   0.50    0.08    --  103.95 -95.00  30.00  110
  5  ω     45.00  70.00   0.50    0.08    --  103.95-135.00  50.00   50
  6  ω     37.00  92.00   0.50    0.08    --  103.95 -95.00 120.00  110
  7  ω     16.00 104.00   0.50    0.08    --   51.87-135.00  50.00  176
  8  ω     37.00  67.00   0.50    0.08    --  103.95 -77.00 -60.00   60
  9  ω     37.00  62.00   0.50    0.08    --  103.95 -77.00 -90.00   50
 10  ω     37.00  62.00   0.50    0.08    --  103.95 -77.00-150.00   50
 11  ω    103.00 147.00   0.50    0.08    --  103.95  15.00-150.00   88
 12  ω    104.00 137.00   0.50    0.08    --  103.95  15.00 -60.00   66
 13  ω     -2.00  23.00   0.50    0.08    --   14.00  77.00 109.61   50
 14  ω    109.00 143.00   0.50    0.08    --  103.95  15.00  60.00   68
 15  ω     98.00 123.00   0.50    0.08    --  103.95 135.00 116.00   50
 16  ω    122.00 147.00   0.50    0.08    --  103.95 135.00 -63.00   50
 17  ω     -4.00  21.00   0.50    0.08    --   14.00  81.00-144.88   50
 18  ω    -93.00 -32.00   0.50    0.08    --  -99.00  98.00-177.67  122
 19  ω    -64.00 -25.00   0.50    0.08    --  -92.68 135.00 -63.00   78
 20  ω    -57.00 -30.00   0.50    0.08    --  -99.00  98.00 -72.27   54
 21  ω    -93.00 -67.00   0.50    0.08    --  -99.00  98.00 -80.11   52
 22  ω    -93.00 -61.00   0.50    0.08    --  -99.00  98.00 -72.27   64
 23  ω    -92.00 -31.00   0.50    0.08    --  -99.00  94.00 -94.75  122
 24  ω   -105.00 -16.00   0.50    0.08    --  -54.87 135.00 116.00  178
 25  ω    -63.00 -27.00   0.50    0.08    --  -92.68 135.00 116.00   72
 26  ω    -47.00 -21.00   0.50    0.08    --  -92.68  61.00 150.00   52
 27  ω    -47.00 -22.00   0.50    0.08    --  -92.68  61.00 120.00   50
 28  ω    -22.00  15.00   0.50    0.08    --  -54.87  38.00-150.00   74
 29  ω    -49.00 -23.00   0.50    0.08    --  -92.68  61.00 -90.00   52
 30  ω   -150.00-104.00   0.50    0.08    --  -92.68 -15.00-150.00   92
 31  ω   -122.00 -82.00   0.50    0.08    --  -92.68-135.00-128.00   80
 32  ω   -139.00 -64.00   0.50    0.08    --  -66.00 -46.00  58.31  150
 33  ω    -51.00 -26.00   0.50    0.08    --  -34.00 -66.00  27.79   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0724934000
_diffrn_orient_matrix_UB_12      0.0089555000
_diffrn_orient_matrix_UB_13      -0.0828873000
_diffrn_orient_matrix_UB_21      -0.0073052000
_diffrn_orient_matrix_UB_22      0.0815293000
_diffrn_orient_matrix_UB_23      0.0096068000
_diffrn_orient_matrix_UB_31      0.1108271000
_diffrn_orient_matrix_UB_32      -0.0004507000
_diffrn_orient_matrix_UB_33      0.0928485000
_diffrn_oxdiff_digest_hkl        
;
430a1733ad7bd8f0f06348f44ab78994d7c127
;
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_oxdiff_measurement_exp_name 250912c_YFL.par
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5575
_reflns_number_total             5677
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.120a 64-bit (release 22-08-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.322
_refine_diff_density_min         -1.269
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.221
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         5677
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0866
_refine_ls_restrained_S_all      1.233
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+25.4783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1746
_refine_ls_wR_factor_ref         0.1750
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C12, C12B}
{C24, C24B}
3. Uiso/Uaniso restraints and constraints
Uanis(O10) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O9) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(N6B) = Uanis(N6)
Uanis(C24) = Uanis(C24B)
Uanis(C18B) = Uanis(C18)
Uanis(C12) = Uanis(C12B)
Uanis(O1B) = Uanis(O1)
Uanis(N3) = Uanis(N3B)
Uanis(C6B) = Uanis(C6)
Uanis(O2) = Uanis(O2B)
4. Others
 Sof(N6)=Sof(H6A)=1-FVAR(1)
 Sof(N6B)=Sof(H6BA)=FVAR(1)
 Fixed Sof: O1(0.5) O1B(0.5) O2(0.5) O2B(0.5) N3(0.5) H3(0.5) N3B(0.5)
 H3B(0.5) C6(0.5) H6(0.5) C6B(0.5) H6B(0.5) C12(0.5) H12A(0.5) H12B(0.5)
 H12C(0.5) C12B(0.5) H12D(0.5) H12E(0.5) H12F(0.5) C18(0.5) H18(0.5) C18B(0.5)
 H18B(0.5) C24(0.5) H24A(0.5) H24B(0.5) H24C(0.5) C24B(0.5) H24D(0.5) H24E(0.5)
 H24F(0.5)
5.a Ternary CH refined with riding coordinates:
 C6(H6), C6B(H6B), C18(H18), C18B(H18B)
5.b Aromatic/amide H refined with riding coordinates:
 N3(H3), N3B(H3B), N6(H6A), N6B(H6BA), C1(H1), C2(H2), C3(H3A), C4(H4), C8(H8),
  C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16), C20(H20),
 C21(H21), C22(H22), C23(H23)
5.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C12B(H12D,H12E,H12F), C24(H24A,H24B,H24C), C24B(H24D,
 H24E,H24F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.000000 0.500000 0.500000 0.0159(2) Uani 1 2 d S . P . .
Cu2 Cu 0.500000 0.000000 0.500000 0.0131(2) Uani 1 2 d S . P . .
Cl1 Cl 0.62008(10) 0.35316(6) 0.62584(10) 0.0158(3) Uani 1 1 d . . . . .
Cl2 Cl 0.17025(10) 0.20767(7) 0.59057(11) 0.0202(3) Uani 1 1 d . . . . .
O1 O 0.1654(6) 0.4257(4) 0.4980(5) 0.0132(10) Uani 0.5 1 d . . P A 1
O1B O 0.1856(6) 0.4740(4) 0.4740(5) 0.0132(10) Uani 0.5 1 d . . P A 2
O2 O 0.4701(6) 0.1044(3) 0.3927(5) 0.0119(10) Uani 0.5 1 d . . P B 1
O2B O 0.4182(6) 0.1146(3) 0.4354(5) 0.0119(10) Uani 0.5 1 d . . P B 2
O3 O 0.5045(3) 0.3271(2) 0.5814(3) 0.0258(9) Uani 1 1 d . . . . .
O4 O 0.7004(4) 0.3094(2) 0.5886(4) 0.0288(9) Uani 1 1 d . . . . .
O5 O 0.6292(5) 0.4244(2) 0.5897(5) 0.0501(15) Uani 1 1 d . . . . .
O6 O 0.6462(4) 0.3512(3) 0.7414(3) 0.0368(11) Uani 1 1 d . . . . .
O7 O 0.2118(5) 0.2310(5) 0.6982(6) 0.108(4) Uani 1 1 d . U . . .
O8 O 0.0544(4) 0.2318(2) 0.5477(4) 0.0330(10) Uani 1 1 d . . . . .
O9 O 0.1724(5) 0.1314(3) 0.5975(7) 0.077(2) Uani 1 1 d . U . . .
O10 O 0.2409(6) 0.2273(6) 0.5270(8) 0.120(4) Uani 1 1 d . U . . .
N1 N 0.0125(4) 0.5467(3) 0.3613(4) 0.0206(10) Uani 1 1 d . . . . .
N2 N -0.0587(4) 0.4105(2) 0.4160(4) 0.0188(9) Uani 1 1 d . . . . .
N3 N 0.1462(8) 0.4552(5) 0.3206(8) 0.0128(13) Uani 0.5 1 d . . P A 1
H3 H 0.195755 0.447551 0.281537 0.015 Uiso 0.5 1 calc R U P A 1
N3B N 0.0948(7) 0.4006(4) 0.3239(8) 0.0128(13) Uani 0.5 1 d . . P A 2
H3B H 0.120012 0.374690 0.277232 0.015 Uiso 0.5 1 calc R U P A 2
N4 N 0.4861(4) 0.0568(2) 0.6305(3) 0.0148(8) Uani 1 1 d . . . . .
N5 N 0.6555(3) 0.0442(2) 0.5131(3) 0.0153(9) Uani 1 1 d . . . . .
N6 N 0.5079(11) 0.1699(7) 0.5481(10) 0.0122(14) Uani 0.436(9) 1 d . . P B 1
H6A H 0.491343 0.215417 0.551147 0.015 Uiso 0.436(9) 1 calc R U P B 1
N6B N 0.6001(7) 0.1699(4) 0.5109(7) 0.0122(14) Uani 0.564(9) 1 d . . P B 2
H6BA H 0.624224 0.213848 0.507158 0.015 Uiso 0.564(9) 1 calc R U P B 2
C1 C -0.0536(5) 0.6051(3) 0.3255(5) 0.0274(13) Uani 1 1 d . . . . .
H1 H -0.107928 0.619938 0.363708 0.033 Uiso 1 1 calc R U . . .
C2 C -0.0448(5) 0.6431(3) 0.2371(6) 0.0303(14) Uani 1 1 d . . . . .
H2 H -0.093587 0.682863 0.213317 0.036 Uiso 1 1 calc R U . . .
C3 C 0.0356(5) 0.6233(3) 0.1823(5) 0.0239(12) Uani 1 1 d . . . . .
H3A H 0.044300 0.649718 0.121405 0.029 Uiso 1 1 calc R U . . .
C4 C 0.1035(5) 0.5639(3) 0.2178(4) 0.0175(10) Uani 1 1 d . . . . .
H4 H 0.159795 0.549116 0.181853 0.021 Uiso 1 1 calc R U . . .
C5 C 0.0878(4) 0.5263(3) 0.3068(4) 0.0186(11) Uani 1 1 d . . . . .
C6 C 0.1585(11) 0.4673(6) 0.3636(10) 0.0152(17) Uani 0.5 1 d . . P A 2
H6 H 0.232114 0.466695 0.340614 0.018 Uiso 0.5 1 calc R U P A 2
C6B C 0.1310(9) 0.3995(5) 0.3885(9) 0.0152(17) Uani 0.5 1 d . . P A 1
H6B H 0.180796 0.358333 0.380077 0.018 Uiso 0.5 1 calc R U P A 1
C7 C -0.0010(5) 0.3761(3) 0.3544(5) 0.0265(13) Uani 1 1 d . . . . .
C8 C -0.0454(7) 0.3168(3) 0.2938(5) 0.0333(15) Uani 1 1 d . . . . .
H8 H -0.002297 0.293264 0.251187 0.040 Uiso 1 1 calc R U . . .
C9 C -0.1520(6) 0.2925(3) 0.2961(5) 0.0355(16) Uani 1 1 d . . . . .
H9 H -0.184642 0.252360 0.254156 0.043 Uiso 1 1 calc R U . . .
C10 C -0.2109(5) 0.3268(4) 0.3597(6) 0.0385(17) Uani 1 1 d . . . . .
H10 H -0.284704 0.310356 0.363181 0.046 Uiso 1 1 calc R U . . .
C11 C -0.1628(5) 0.3850(3) 0.4184(5) 0.0224(11) Uani 1 1 d . . . . .
H11 H -0.204404 0.408339 0.462472 0.027 Uiso 1 1 calc R U . . .
C12 C 0.2830(5) 0.4316(3) 0.5312(5) 0.0229(12) Uani 0.5 1 d . . P A 2
H12A H 0.294685 0.438009 0.609497 0.034 Uiso 0.5 1 calc R U P A 2
H12B H 0.352240 0.446876 0.510083 0.034 Uiso 0.5 1 calc R U P A 2
H12C H 0.268017 0.381257 0.512778 0.034 Uiso 0.5 1 calc R U P A 2
C12B C 0.2830(5) 0.4316(3) 0.5312(5) 0.0229(12) Uani 0.5 1 d . . P A 1
H12D H 0.312233 0.450598 0.471830 0.034 Uiso 0.5 1 calc R U P A 1
H12E H 0.316797 0.384580 0.552088 0.034 Uiso 0.5 1 calc R U P A 1
H12F H 0.304036 0.463847 0.593524 0.034 Uiso 0.5 1 calc R U P A 1
C13 C 0.7468(5) -0.0005(3) 0.5310(4) 0.0219(11) Uani 1 1 d . . . . .
H13 H 0.733090 -0.050308 0.530465 0.026 Uiso 1 1 calc R U . . .
C14 C 0.8573(5) 0.0227(4) 0.5498(5) 0.0326(15) Uani 1 1 d . . . . .
H14 H 0.919225 -0.010254 0.562009 0.039 Uiso 1 1 calc R U . . .
C15 C 0.8780(5) 0.0949(4) 0.5508(5) 0.0368(17) Uani 1 1 d . . . . .
H15 H 0.954691 0.112351 0.565634 0.044 Uiso 1 1 calc R U . . .
C16 C 0.7877(6) 0.1409(3) 0.5303(6) 0.0353(16) Uani 1 1 d . . . . .
H16 H 0.800697 0.190752 0.528401 0.042 Uiso 1 1 calc R U . . .
C17 C 0.6763(5) 0.1147(3) 0.5122(5) 0.0241(12) Uani 1 1 d . . . . .
C18 C 0.5530(10) 0.1511(6) 0.4635(9) 0.0160(17) Uani 0.5 1 d . . P B 1
H18 H 0.563360 0.194882 0.422432 0.019 Uiso 0.5 1 calc R U P B 1
C18B C 0.4803(12) 0.1584(7) 0.5156(11) 0.0160(17) Uani 0.5 1 d . . P B 2
H18B H 0.441003 0.205690 0.508568 0.019 Uiso 0.5 1 calc R U P B 2
C19 C 0.4844(4) 0.1284(3) 0.6295(4) 0.0148(10) Uani 1 1 d . . . . .
C20 C 0.4737(5) 0.1682(3) 0.7181(5) 0.0224(12) Uani 1 1 d . . . . .
H20 H 0.470404 0.218718 0.714361 0.027 Uiso 1 1 calc R U . . .
C21 C 0.4679(5) 0.1337(4) 0.8105(5) 0.0353(16) Uani 1 1 d . . . . .
H21 H 0.462315 0.159861 0.872630 0.042 Uiso 1 1 calc R U . . .
C22 C 0.4703(6) 0.0603(5) 0.8128(5) 0.0404(18) Uani 1 1 d . . . . .
H22 H 0.466541 0.035406 0.876624 0.048 Uiso 1 1 calc R U . . .
C23 C 0.4782(5) 0.0235(3) 0.7220(5) 0.0247(12) Uani 1 1 d . . . . .
H23 H 0.477996 -0.027089 0.723610 0.030 Uiso 1 1 calc R U . . .
C24 C 0.3793(5) 0.1464(3) 0.3314(5) 0.0233(12) Uani 0.5 1 d . . P B 1
H24A H 0.318749 0.115399 0.289028 0.035 Uiso 0.5 1 calc R U P B 1
H24B H 0.408363 0.177221 0.282292 0.035 Uiso 0.5 1 calc R U P B 1
H24C H 0.347617 0.175865 0.380294 0.035 Uiso 0.5 1 calc R U P B 1
C24B C 0.3793(5) 0.1464(3) 0.3314(5) 0.0233(12) Uani 0.5 1 d . . P B 2
H24D H 0.445640 0.158381 0.303235 0.035 Uiso 0.5 1 calc R U P B 2
H24E H 0.336043 0.189863 0.337245 0.035 Uiso 0.5 1 calc R U P B 2
H24F H 0.329291 0.112961 0.281992 0.035 Uiso 0.5 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 2.433(6) 3_566 ?
Cu1 O1 2.433(6) . ?
Cu1 O1B 2.386(6) . ?
Cu1 O1B 2.386(6) 3_566 ?
Cu1 N1 2.015(4) 3_566 ?
Cu1 N1 2.015(4) . ?
Cu1 N2 2.022(4) . ?
Cu1 N2 2.022(4) 3_566 ?
Cu2 O2 2.367(6) 3_656 ?
Cu2 O2 2.367(6) . ?
Cu2 O2B 2.422(7) . ?
Cu2 O2B 2.422(6) 3_656 ?
Cu2 N4 2.020(4) . ?
Cu2 N4 2.020(4) 3_656 ?
Cu2 N5 2.011(4) . ?
Cu2 N5 2.011(4) 3_656 ?
Cl1 O3 1.444(4) . ?
Cl1 O4 1.438(4) . ?
Cl1 O5 1.429(4) . ?
Cl1 O6 1.427(4) . ?
Cl2 O7 1.407(6) . ?
Cl2 O8 1.433(4) . ?
Cl2 O9 1.435(6) . ?
Cl2 O10 1.365(6) . ?
O1 C6B 1.439(13) . ?
O1 C12B 1.372(8) . ?
O1B C6 1.369(13) . ?
O1B C12 1.450(8) . ?
O2 C18 1.455(14) . ?
O2 C24 1.411(8) . ?
O2B C18B 1.375(15) . ?
O2B C24B 1.422(8) . ?
N1 C1 1.363(8) . ?
N1 C5 1.330(7) . ?
N2 C7 1.339(7) . ?
N2 C11 1.346(7) . ?
N3 H3 0.8800 . ?
N3 C5 1.498(10) . ?
N3 C6B 1.398(15) . ?
N3B H3B 0.8800 . ?
N3B C6 1.488(15) . ?
N3B C7 1.383(10) . ?
N4 C19 1.344(6) . ?
N4 C23 1.350(7) . ?
N5 C13 1.353(7) . ?
N5 C17 1.349(7) . ?
N6 H6A 0.8800 . ?
N6 C18 1.372(17) . ?
N6 C19 1.384(14) . ?
N6B H6BA 0.8800 . ?
N6B C17 1.380(9) . ?
N6B C18B 1.471(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.361(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(9) . ?
C3 H3A 0.9500 . ?
C3 C4 1.388(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(7) . ?
C5 C6 1.470(13) . ?
C6 H6 1.0000 . ?
C6B H6B 1.0000 . ?
C6B C7 1.596(12) . ?
C7 C8 1.383(8) . ?
C8 H8 0.9500 . ?
C8 C9 1.367(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.366(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.367(9) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13 H13 0.9500 . ?
C13 C14 1.359(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(11) . ?
C15 H15 0.9500 . ?
C15 C16 1.359(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(8) . ?
C17 C18 1.606(12) . ?
C18 H18 1.0000 . ?
C18B H18B 1.0000 . ?
C18B C19 1.547(14) . ?
C19 C20 1.389(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.363(9) . ?
C21 H21 0.9500 . ?
C21 C22 1.379(11) . ?
C22 H22 0.9500 . ?
C22 C23 1.373(10) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24B H24D 0.9800 . ?
C24B H24E 0.9800 . ?
C24B H24F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 . 3_566 ?
O1B Cu1 O1B 180.0 3_566 . ?
N1 Cu1 O1 90.2(2) 3_566 . ?
N1 Cu1 O1 90.1(2) . 3_566 ?
N1 Cu1 O1 89.9(2) . . ?
N1 Cu1 O1 89.8(2) 3_566 3_566 ?
N1 Cu1 O1B 108.3(2) 3_566 . ?
N1 Cu1 O1B 71.7(2) . . ?
N1 Cu1 O1B 108.3(2) . 3_566 ?
N1 Cu1 O1B 71.7(2) 3_566 3_566 ?
N1 Cu1 N1 180.0 3_566 . ?
N1 Cu1 N2 89.47(19) 3_566 3_566 ?
N1 Cu1 N2 89.47(19) . . ?
N1 Cu1 N2 90.53(19) . 3_566 ?
N1 Cu1 N2 90.53(19) 3_566 . ?
N2 Cu1 O1 107.9(2) . 3_566 ?
N2 Cu1 O1 72.1(2) 3_566 3_566 ?
N2 Cu1 O1 107.9(2) 3_566 . ?
N2 Cu1 O1 72.1(2) . . ?
N2 Cu1 O1B 91.8(2) 3_566 . ?
N2 Cu1 O1B 91.8(2) . 3_566 ?
N2 Cu1 O1B 88.2(2) . . ?
N2 Cu1 O1B 88.2(2) 3_566 3_566 ?
N2 Cu1 N2 180.0 . 3_566 ?
O2 Cu2 O2 180.0 . 3_656 ?
O2 Cu2 O2B 22.8(2) 3_656 3_656 ?
O2 Cu2 O2B 157.2(2) . 3_656 ?
N4 Cu2 O2 89.6(2) . 3_656 ?
N4 Cu2 O2 90.4(2) . . ?
N4 Cu2 O2 90.4(2) 3_656 3_656 ?
N4 Cu2 O2 89.6(2) 3_656 . ?
N4 Cu2 O2B 107.5(2) 3_656 . ?
N4 Cu2 O2B 72.5(2) . . ?
N4 Cu2 O2B 107.5(2) . 3_656 ?
N4 Cu2 O2B 72.5(2) 3_656 3_656 ?
N4 Cu2 N4 180.0 . 3_656 ?
N5 Cu2 O2 107.0(2) 3_656 . ?
N5 Cu2 O2 73.0(2) . . ?
N5 Cu2 O2 107.0(2) . 3_656 ?
N5 Cu2 O2 73.0(2) 3_656 3_656 ?
N5 Cu2 O2B 92.9(2) . 3_656 ?
N5 Cu2 O2B 92.9(2) 3_656 . ?
N5 Cu2 O2B 87.1(2) . . ?
N5 Cu2 O2B 87.1(2) 3_656 3_656 ?
N5 Cu2 N4 89.04(17) . . ?
N5 Cu2 N4 90.96(17) 3_656 . ?
N5 Cu2 N4 89.03(17) 3_656 3_656 ?
N5 Cu2 N4 90.97(17) . 3_656 ?
N5 Cu2 N5 180.0 . 3_656 ?
O4 Cl1 O3 109.6(2) . . ?
O5 Cl1 O3 109.6(3) . . ?
O5 Cl1 O4 108.4(3) . . ?
O6 Cl1 O3 109.5(3) . . ?
O6 Cl1 O4 109.7(3) . . ?
O6 Cl1 O5 110.1(3) . . ?
O7 Cl2 O8 110.1(3) . . ?
O7 Cl2 O9 104.7(5) . . ?
O8 Cl2 O9 109.8(3) . . ?
O10 Cl2 O7 112.1(6) . . ?
O10 Cl2 O8 112.2(4) . . ?
O10 Cl2 O9 107.6(6) . . ?
C6B O1 Cu1 99.9(5) . . ?
C12B O1 Cu1 136.8(5) . . ?
C12B O1 C6B 110.3(7) . . ?
C6 O1B Cu1 100.1(6) . . ?
C6 O1B C12 114.7(7) . . ?
C12 O1B Cu1 134.9(5) . . ?
C18 O2 Cu2 99.2(5) . . ?
C24 O2 Cu2 140.0(5) . . ?
C24 O2 C18 108.5(6) . . ?
C18B O2B Cu2 100.5(7) . . ?
C18B O2B C24B 115.6(8) . . ?
C24B O2B Cu2 134.4(5) . . ?
C1 N1 Cu1 118.6(4) . . ?
C5 N1 Cu1 123.1(4) . . ?
C5 N1 C1 118.2(5) . . ?
C7 N2 Cu1 123.3(4) . . ?
C7 N2 C11 117.6(5) . . ?
C11 N2 Cu1 119.0(4) . . ?
C5 N3 H3 116.3 . . ?
C6B N3 H3 116.3 . . ?
C6B N3 C5 127.5(8) . . ?
C6 N3B H3B 117.4 . . ?
C7 N3B H3B 117.4 . . ?
C7 N3B C6 125.2(8) . . ?
C19 N4 Cu2 121.6(3) . . ?
C19 N4 C23 117.9(5) . . ?
C23 N4 Cu2 120.5(4) . . ?
C13 N5 Cu2 117.0(4) . . ?
C17 N5 Cu2 125.0(4) . . ?
C17 N5 C13 117.8(5) . . ?
C18 N6 H6A 115.1 . . ?
C18 N6 C19 129.9(11) . . ?
C19 N6 H6A 115.1 . . ?
C17 N6B H6BA 118.6 . . ?
C17 N6B C18B 122.7(8) . . ?
C18B N6B H6BA 118.6 . . ?
N1 C1 H1 118.7 . . ?
C2 C1 N1 122.6(5) . . ?
C2 C1 H1 118.7 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.4(6) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3A 120.7 . . ?
C2 C3 C4 118.7(5) . . ?
C4 C3 H3A 120.7 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(5) . . ?
C5 C4 H4 120.5 . . ?
N1 C5 N3 123.8(6) . . ?
N1 C5 C4 122.2(5) . . ?
N1 C5 C6 110.1(6) . . ?
C4 C5 N3 113.1(6) . . ?
C4 C5 C6 127.2(6) . . ?
O1B C6 N3B 113.3(10) . . ?
O1B C6 C5 113.2(9) . . ?
O1B C6 H6 107.9 . . ?
N3B C6 H6 107.9 . . ?
C5 C6 N3B 106.5(9) . . ?
C5 C6 H6 107.9 . . ?
O1 C6B H6B 109.7 . . ?
O1 C6B C7 112.2(7) . . ?
N3 C6B O1 107.2(8) . . ?
N3 C6B H6B 109.7 . . ?
N3 C6B C7 108.3(9) . . ?
C7 C6B H6B 109.7 . . ?
N2 C7 N3B 126.6(6) . . ?
N2 C7 C6B 109.5(6) . . ?
N2 C7 C8 122.2(5) . . ?
C8 C7 N3B 109.9(6) . . ?
C8 C7 C6B 126.1(6) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.1(6) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 120.5 . . ?
C10 C9 C8 119.0(6) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.4(6) . . ?
C11 C10 H10 120.3 . . ?
N2 C11 C10 122.6(6) . . ?
N2 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
O1B C12 H12A 109.5 . . ?
O1B C12 H12B 109.5 . . ?
O1B C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C12B H12D 109.5 . . ?
O1 C12B H12E 109.5 . . ?
O1 C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
N5 C13 H13 118.5 . . ?
N5 C13 C14 123.0(5) . . ?
C14 C13 H13 118.5 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 118.9(6) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(6) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(6) . . ?
C17 C16 H16 120.2 . . ?
N5 C17 N6B 127.9(6) . . ?
N5 C17 C16 121.3(5) . . ?
N5 C17 C18 105.5(6) . . ?
N6B C17 C16 110.1(6) . . ?
C16 C17 C18 131.9(6) . . ?
O2 C18 C17 113.7(8) . . ?
O2 C18 H18 109.1 . . ?
N6 C18 O2 107.5(9) . . ?
N6 C18 C17 108.4(10) . . ?
N6 C18 H18 109.1 . . ?
C17 C18 H18 109.1 . . ?
O2B C18B N6B 114.1(10) . . ?
O2B C18B H18B 108.0 . . ?
O2B C18B C19 111.3(9) . . ?
N6B C18B H18B 108.0 . . ?
N6B C18B C19 107.1(10) . . ?
C19 C18B H18B 108.0 . . ?
N4 C19 N6 124.5(7) . . ?
N4 C19 C18B 111.7(6) . . ?
N4 C19 C20 122.3(5) . . ?
N6 C19 C20 112.7(7) . . ?
C20 C19 C18B 125.5(7) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 118.9(6) . . ?
C21 C20 H20 120.5 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.3(6) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.4(6) . . ?
C23 C22 H22 120.3 . . ?
N4 C23 C22 122.1(6) . . ?
N4 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O2B C24B H24D 109.5 . . ?
O2B C24B H24E 109.5 . . ?
O2B C24B H24F 109.5 . . ?
H24D C24B H24E 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C6B N3 75.3(8) . . . . ?
Cu1 O1 C6B C7 -43.5(8) . . . . ?
Cu1 O1B C6 N3B -72.8(9) . . . . ?
Cu1 O1B C6 C5 48.6(9) . . . . ?
Cu1 N1 C1 C2 175.2(4) . . . . ?
Cu1 N1 C5 N3 19.1(8) . . . . ?
Cu1 N1 C5 C4 -173.0(4) . . . . ?
Cu1 N1 C5 C6 -1.0(8) . . . . ?
Cu1 N2 C7 N3B -11.2(10) . . . . ?
Cu1 N2 C7 C6B 18.8(8) . . . . ?
Cu1 N2 C7 C8 -177.0(5) . . . . ?
Cu1 N2 C11 C10 176.8(5) . . . . ?
Cu2 O2 C18 N6 -74.1(10) . . . . ?
Cu2 O2 C18 C17 45.8(7) . . . . ?
Cu2 O2B C18B N6B 74.1(10) . . . . ?
Cu2 O2B C18B C19 -47.2(9) . . . . ?
Cu2 N4 C19 N6 -9.5(9) . . . . ?
Cu2 N4 C19 C18B 6.4(8) . . . . ?
Cu2 N4 C19 C20 179.3(4) . . . . ?
Cu2 N4 C23 C22 179.0(4) . . . . ?
Cu2 N5 C13 C14 -174.8(4) . . . . ?
Cu2 N5 C17 N6B 5.5(10) . . . . ?
Cu2 N5 C17 C16 174.8(4) . . . . ?
Cu2 N5 C17 C18 -16.8(7) . . . . ?
O1 C6B C7 N2 23.9(10) . . . . ?
O1 C6B C7 C8 -139.6(8) . . . . ?
O2B C18B C19 N4 33.7(11) . . . . ?
O2B C18B C19 C20 -138.9(8) . . . . ?
N1 C1 C2 C3 -1.5(9) . . . . ?
N1 C5 C6 O1B -37.4(11) . . . . ?
N1 C5 C6 N3B 87.7(8) . . . . ?
N2 C7 C8 C9 0.4(10) . . . . ?
N3 C6B C7 N2 -94.3(8) . . . . ?
N3 C6B C7 C8 102.3(9) . . . . ?
N3B C7 C8 C9 -167.5(7) . . . . ?
N4 C19 C20 C21 1.9(8) . . . . ?
N5 C13 C14 C15 0.0(9) . . . . ?
N5 C17 C18 O2 -26.1(9) . . . . ?
N5 C17 C18 N6 93.3(9) . . . . ?
N6 C19 C20 C21 -170.2(7) . . . . ?
N6B C18B C19 N4 -91.7(9) . . . . ?
N6B C18B C19 C20 95.7(10) . . . . ?
C1 N1 C5 N3 -165.6(6) . . . . ?
C1 N1 C5 C4 2.3(8) . . . . ?
C1 N1 C5 C6 174.4(7) . . . . ?
C1 C2 C3 C4 1.5(9) . . . . ?
C2 C3 C4 C5 0.3(8) . . . . ?
C3 C4 C5 N1 -2.3(8) . . . . ?
C3 C4 C5 N3 166.8(6) . . . . ?
C3 C4 C5 C6 -172.9(8) . . . . ?
C4 C5 C6 O1B 134.2(8) . . . . ?
C4 C5 C6 N3B -100.7(9) . . . . ?
C5 N1 C1 C2 -0.3(8) . . . . ?
C5 N3 C6B O1 -61.6(13) . . . . ?
C5 N3 C6B C7 59.7(12) . . . . ?
C6 N3B C7 N2 6.6(14) . . . . ?
C6 N3B C7 C8 173.8(9) . . . . ?
C6B N3 C5 N1 1.3(14) . . . . ?
C6B N3 C5 C4 -167.5(9) . . . . ?
C6B C7 C8 C9 161.9(7) . . . . ?
C7 N2 C11 C10 -0.9(8) . . . . ?
C7 N3B C6 O1B 49.2(14) . . . . ?
C7 N3B C6 C5 -75.9(11) . . . . ?
C7 C8 C9 C10 -1.1(10) . . . . ?
C8 C9 C10 C11 0.8(9) . . . . ?
C9 C10 C11 N2 0.2(9) . . . . ?
C11 N2 C7 N3B 166.4(7) . . . . ?
C11 N2 C7 C6B -163.6(6) . . . . ?
C11 N2 C7 C8 0.6(9) . . . . ?
C12 O1B C6 N3B 77.8(11) . . . . ?
C12 O1B C6 C5 -160.8(7) . . . . ?
C12B O1 C6B N3 -73.3(9) . . . . ?
C12B O1 C6B C7 167.9(6) . . . . ?
C13 N5 C17 N6B -170.1(7) . . . . ?
C13 N5 C17 C16 -0.7(9) . . . . ?
C13 N5 C17 C18 167.7(6) . . . . ?
C13 C14 C15 C16 -1.7(9) . . . . ?
C14 C15 C16 C17 2.1(10) . . . . ?
C15 C16 C17 N5 -0.9(10) . . . . ?
C15 C16 C17 N6B 170.2(6) . . . . ?
C15 C16 C17 C18 -165.8(8) . . . . ?
C16 C17 C18 O2 140.5(8) . . . . ?
C16 C17 C18 N6 -100.1(11) . . . . ?
C17 N5 C13 C14 1.2(8) . . . . ?
C17 N6B C18B O2B -56.0(14) . . . . ?
C17 N6B C18B C19 67.6(12) . . . . ?
C18 N6 C19 N4 -10.9(17) . . . . ?
C18 N6 C19 C20 161.0(11) . . . . ?
C18B N6B C17 N5 3.0(13) . . . . ?
C18B N6B C17 C16 -167.3(9) . . . . ?
C18B C19 C20 C21 173.7(8) . . . . ?
C19 N4 C23 C22 -1.0(8) . . . . ?
C19 N6 C18 O2 65.5(16) . . . . ?
C19 N6 C18 C17 -57.7(15) . . . . ?
C19 C20 C21 C22 -1.4(9) . . . . ?
C20 C21 C22 C23 -0.1(10) . . . . ?
C21 C22 C23 N4 1.4(9) . . . . ?
C23 N4 C19 N6 170.5(8) . . . . ?
C23 N4 C19 C18B -173.5(7) . . . . ?
C23 N4 C19 C20 -0.7(8) . . . . ?
C24 O2 C18 N6 76.7(11) . . . . ?
C24 O2 C18 C17 -163.4(6) . . . . ?
C24B O2B C18B N6B -77.1(12) . . . . ?
C24B O2B C18B C19 161.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.860
_oxdiff_exptl_absorpt_empirical_full_min 0.695
####################################################################### 
# 
# 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_250918b
_audit_block_doi                 10.5517/ccdc.csd.cc2pprbh
_database_code_depnum_ccdc_archive 'CCDC 2493557'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;
_audit_creation_date             2025-09-18
_audit_creation_method           
;
Olex2 1.5-ac7-016
(compiled 2025.05.29 svn.r8cd99b3d for Rigaku Oxford Diffraction, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H8 Cu N2 O4, 2(H2 O)'
_chemical_formula_sum            'C12 H12 Cu N2 O6'
_chemical_formula_weight         343.78
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 h12 N2 O4 Cu1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.0897(2)
_cell_length_b                   7.5229(3)
_cell_length_c                   9.0809(3)
_cell_angle_alpha                75.938(3)
_cell_angle_beta                 85.132(3)
_cell_angle_gamma                72.141(3)
_cell_volume                     321.01(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5423
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.2820
_cell_measurement_theta_min      6.3290
_shelx_estimated_absorpt_T_max   0.574
_shelx_estimated_absorpt_T_min   0.178
_exptl_absorpt_coefficient_mu    2.719
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.178
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.119a (Rigaku Oxford Diffraction, 2025)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             175
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.0995
0 1 1 0.1266
2 1 0 0.4199
-2 -1 1 0.4357
0 2 1 0.1562
0 -2 -1 0.0914
0 1 -1 0.2001
0 -1 1 0.1839
0 1 -2 0.1950
0 -1 2 0.2003
0 1 6 0.2000
0 -1 -6 0.1407
0 -5 0 0.0988
0 5 0 0.1870

_exptl_crystal_size_max          0.97
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.23
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0015 -0.9992 -1.0012 -0.0094 0.2387 0.0688
-0.0015 0.9992 1.0012 0.0094 -0.2387 -0.0688
2.0003 1.0112 -0.0016 0.0922 -0.1526 0.5820
-1.9998 -1.0120 1.0019 0.0577 0.0844 -0.6411
-0.0034 1.9992 1.0020 -0.1311 -0.4092 -0.0784
0.0034 -1.9992 -1.0020 0.1311 0.4092 0.0784
-0.0024 1.0008 -0.9995 -0.2905 -0.1023 0.0494
0.0024 -1.0008 0.9995 0.2905 0.1023 -0.0494
-0.0029 1.0016 -1.9999 -0.4404 -0.0341 0.1085
0.0029 -1.0016 1.9999 0.4404 0.0341 -0.1085
-0.1237 0.9166 5.8493 0.7325 -0.5571 -0.3913
-0.1270 -1.0141 -5.8866 -0.7537 0.5738 0.3203
0.1218 -4.5162 -0.2917 0.6048 0.7908 0.0941
-0.0390 4.5486 0.2493 -0.6060 -0.7926 -0.0674

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5883
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.994
_diffrn_reflns_theta_min         6.350
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      8.00  37.00   0.50    0.05    --   22.00  72.00 178.11   58
  2  ω     23.00  54.00   0.50    0.05    --   34.00  65.00  73.50   62
  3  ω     18.00  44.00   0.50    0.05    --   30.00  68.00  57.23   52
  4  ω     30.00  59.00   0.50    0.05    --   38.00  59.00 110.60   58
  5  ω     23.00  51.00   0.50    0.05    --   34.00  66.00 -88.71   56
  6  ω     20.00  54.00   0.50    0.05    --   30.00  64.00-151.85   68
  7  ω    -73.00 -26.00   0.50    0.05    --  -92.65  77.00-150.00   94
  8  ω    -51.00 -21.00   0.50    0.05    --  -92.65  61.00 -30.00   60
  9  ω    -51.00 -21.00   0.50    0.05    --  -92.65  61.00  30.00   60
 10  ω    -51.00 -21.00   0.50    0.05    --  -92.65  61.00 120.00   60
 11  ω    -51.00 -21.00   0.50    0.05    --  -92.65  61.00 150.00   60
 12  ω    -22.00  20.00   0.50    0.05    --  -54.87  38.00 150.00   84
 13  ω    -92.00 -30.00   0.50    0.05    --  -99.00  93.00 166.19  124
 14  ω    -83.00   9.00   0.50    0.05    --  -54.87  97.00  29.00  184
 15  ω    -83.00   9.00   0.50    0.05    --  -54.87  97.00  29.00  184
 16  ω    -92.00 -23.00   0.50    0.05    --  -92.65  97.00  29.00  138
 17  ω   -101.00 -21.00   0.50    0.05    --  -92.65 125.00-150.00  160
 18  ω   -101.00 -21.00   0.50    0.05    --  -92.65 125.00-150.00  160
 19  ω   -161.00 -97.00   0.50    0.05    --  -92.65 -97.00 -78.00  128
 20  ω   -157.00 -79.00   0.50    0.05    --  -86.00 -61.00-114.48  156
 21  ω   -143.00 -65.00   0.50    0.05    --  -70.00 -53.00 -55.02  156
 22  ω   -143.00 -65.00   0.50    0.05    --  -70.00 -53.00 -55.02  156
 23  ω   -150.00 -92.00   0.50    0.05    --  -92.65 -15.00-180.00  116
 24  ω   -135.00 -57.00   0.50    0.05    --  -62.00 -53.00  10.68  156
 25  ω   -170.00 -89.00   0.50    0.05    --  -99.00 -63.00   2.87  162
 26  ω   -143.00 -65.00   0.50    0.05    --  -70.00 -53.00 121.93  156
 27  ω     37.00  73.00   0.50    0.05    --  103.98 -77.00 150.00   72
 28  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00 -30.00  114
 29  ω     -9.00  80.00   0.50    0.05    --   51.62 -97.00 -78.00  178
 30  ω     35.00  92.00   0.50    0.05    --  103.98 -97.00 -78.00  114
 31  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00 -60.00  114
 32  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00 -30.00  114
 33  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00   0.00  114
 34  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00  60.00  114
 35  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00  90.00  114
 36  ω     35.00  92.00   0.50    0.05    --  103.98 -95.00-150.00  114
 37  ω     97.00 173.00   0.50    0.05    --  103.98  97.00  29.00  152
 38  ω     79.00 124.00   0.50    0.05    --   51.62  57.00-180.00   90
 39  ω     79.00 124.00   0.50    0.05    --   51.62  57.00-120.00   90
 40  ω    103.00 150.00   0.50    0.05    --  103.98  15.00-150.00   94
 41  ω    103.00 150.00   0.50    0.05    --  103.98  15.00-180.00   94
 42  ω    104.00 171.00   0.50    0.05    --  103.98  30.00 -60.00  134
 43  ω    104.00 171.00   0.50    0.05    --  103.98  30.00 -60.00  134
 44  ω    103.00 150.00   0.50    0.05    --  103.98  15.00  60.00   94
 45  ω    103.00 150.00   0.50    0.05    --  103.98  15.00 120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1172078000
_diffrn_orient_matrix_UB_12      -0.1404355000
_diffrn_orient_matrix_UB_13      0.1497077000
_diffrn_orient_matrix_UB_21      0.0097904000
_diffrn_orient_matrix_UB_22      -0.1704177000
_diffrn_orient_matrix_UB_23      -0.0683348000
_diffrn_orient_matrix_UB_31      0.2954788000
_diffrn_orient_matrix_UB_32      -0.0090498000
_diffrn_orient_matrix_UB_33      -0.0592293000
_diffrn_oxdiff_digest_hkl        
;
43bcc208b32a2a75337e12a6a81da2ce36ad24
;
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_oxdiff_measurement_exp_name 250918b.par
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1154
_reflns_number_total             1156
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.120a 64-bit (release 22-08-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0258
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+0.3095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0668
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C2(H2), C1(H1)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.000000 0.000000 0.500000 0.01161(14) Uani 1 2 d S . P . .
O1 O 0.6692(3) 0.04240(18) 0.62691(14) 0.0138(3) Uani 1 1 d . . . . .
O2 O 0.2256(3) 0.21582(19) 0.61637(15) 0.0157(3) Uani 1 1 d . . . . .
O3 O 0.2300(3) 0.0582(3) 0.94149(18) 0.0337(4) Uani 1 1 d G . . A -1
H3A H 0.392076 -0.023929 0.963366 0.051 Uiso 1 1 d G U . A -1
H3B H 0.228041 0.090354 0.842772 0.051 Uiso 1 1 d G U . A -1
N1 N 0.7817(3) 0.2294(2) 0.35924(17) 0.0124(3) Uani 1 1 d . . . . .
C6 C 0.4633(4) 0.1798(3) 0.5645(2) 0.0122(4) Uani 1 1 d . . . . .
C5 C 0.5271(4) 0.3007(3) 0.4143(2) 0.0122(4) Uani 1 1 d . . . . .
C4 C 0.3445(4) 0.4697(3) 0.3399(2) 0.0149(4) Uani 1 1 d . . . . .
H4 H 0.164750 0.516472 0.380109 0.018 Uiso 1 1 calc R U . . .
C3 C 0.4309(4) 0.5700(3) 0.2041(2) 0.0171(4) Uani 1 1 d . . . . .
H3 H 0.312094 0.688759 0.151394 0.021 Uiso 1 1 calc R U . . .
C2 C 0.6912(4) 0.4949(3) 0.1468(2) 0.0172(4) Uani 1 1 d . . . . .
H2 H 0.752289 0.561020 0.053871 0.021 Uiso 1 1 calc R U . . .
C1 C 0.8620(4) 0.3223(3) 0.2261(2) 0.0150(4) Uani 1 1 d . . . . .
H1 H 1.039031 0.268969 0.185466 0.018 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 O1 1.9454(12) 2_756 ?
Cu1 O1 1.9454(12) . ?
Cu1 N1 1.9596(15) 2_756 ?
Cu1 N1 1.9596(15) . ?
O1 C6 1.280(2) . ?
O2 C6 1.234(2) . ?
O3 H3A 0.8700 . ?
O3 H3B 0.8700 . ?
N1 C5 1.346(2) . ?
N1 C1 1.341(2) . ?
C6 C5 1.515(3) . ?
C5 C4 1.379(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.394(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.383(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.386(3) . ?
C1 H1 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 2_756 . ?
O1 Cu1 N1 83.88(6) 2_756 2_756 ?
O1 Cu1 N1 96.12(6) 2_756 . ?
O1 Cu1 N1 96.12(6) . 2_756 ?
O1 Cu1 N1 83.88(6) . . ?
N1 Cu1 N1 180.0 2_756 . ?
C6 O1 Cu1 114.39(11) . . ?
H3A O3 H3B 104.5 . . ?
C5 N1 Cu1 112.14(12) . . ?
C1 N1 Cu1 128.10(13) . . ?
C1 N1 C5 119.65(16) . . ?
O1 C6 C5 115.04(15) . . ?
O2 C6 O1 125.06(17) . . ?
O2 C6 C5 119.90(16) . . ?
N1 C5 C6 113.92(15) . . ?
N1 C5 C4 122.28(17) . . ?
C4 C5 C6 123.79(17) . . ?
C5 C4 H4 120.9 . . ?
C5 C4 C3 118.19(18) . . ?
C3 C4 H4 120.9 . . ?
C4 C3 H3 120.3 . . ?
C2 C3 C4 119.32(17) . . ?
C2 C3 H3 120.3 . . ?
C3 C2 H2 120.3 . . ?
C3 C2 C1 119.41(18) . . ?
C1 C2 H2 120.3 . . ?
N1 C1 C2 121.09(18) . . ?
N1 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C6 O2 170.49(14) . . . . ?
Cu1 O1 C6 C5 -8.47(19) . . . . ?
Cu1 N1 C5 C6 -4.37(19) . . . . ?
Cu1 N1 C5 C4 175.09(14) . . . . ?
Cu1 N1 C1 C2 -173.15(14) . . . . ?
O1 C6 C5 N1 8.7(2) . . . . ?
O1 C6 C5 C4 -170.78(17) . . . . ?
O2 C6 C5 N1 -170.35(16) . . . . ?
O2 C6 C5 C4 10.2(3) . . . . ?
N1 C5 C4 C3 -0.9(3) . . . . ?
C6 C5 C4 C3 178.49(16) . . . . ?
C5 N1 C1 C2 2.6(3) . . . . ?
C5 C4 C3 C2 1.8(3) . . . . ?
C4 C3 C2 C1 -0.6(3) . . . . ?
C3 C2 C1 N1 -1.6(3) . . . . ?
C1 N1 C5 C6 179.27(15) . . . . ?
C1 N1 C5 C4 -1.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.303
_oxdiff_exptl_absorpt_empirical_full_min 0.716
####################################################################### 
# 
# 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_250911c_yfl
_audit_block_doi                 10.5517/ccdc.csd.cc2ppr7d
_database_code_depnum_ccdc_archive 'CCDC 2493554'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;
_audit_creation_date             2025-09-12
_audit_creation_method           
;
Olex2 1.5-ac7-016
(compiled 2025.05.29 svn.r8cd99b3d for Rigaku Oxford Diffraction, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C11 H12.5 Cu0.5 N4 O), 2(Cl O4)'
_chemical_formula_sum            'C22 H25 Cl2 Cu N8 O10'
_chemical_formula_weight         695.94
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu C N O H Cl'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.4953(2)
_cell_length_b                   18.2777(3)
_cell_length_c                   12.5438(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.642(2)
_cell_angle_gamma                90
_cell_volume                     2758.72(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15670
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.1060
_cell_measurement_theta_min      3.6080
_shelx_estimated_absorpt_T_max   0.843
_shelx_estimated_absorpt_T_min   0.530
_exptl_absorpt_coefficient_mu    3.533
_exptl_absorpt_correction_T_max  0.828
_exptl_absorpt_correction_T_min  0.211
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.44.119a (Rigaku Oxford Diffraction, 2025)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1424
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0342
0 -1 0 0.0500
-2 1 1 0.0494
2 0 -1 0.0421
1 -2 -1 0.0328
-1 2 1 0.0310
1 2 2 0.0791
-1 -2 -2 0.1013
2 1 -2 0.0275
-2 -1 2 0.0324
1 0 0 0.0728
-2 1 -1 0.0825
1 2 -1 0.0226
-1 -2 1 0.0427
1 -1 -1 0.0234
-1 1 1 0.0264
2 -2 -1 0.0374
-2 0 1 0.0560

_exptl_crystal_size_max          0.206
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.05
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 1.0000 0.0000 0.0193 0.0741 0.0354
-0.0000 -1.0000 -0.0000 -0.0193 -0.0741 -0.0354
-2.0000 1.0000 1.0000 0.0273 0.1812 -0.1941
2.0000 -0.0000 -1.0000 -0.0080 -0.1071 0.2295
1.0000 -2.0000 -1.0000 0.0172 -0.2216 0.0530
-1.0000 2.0000 1.0000 -0.0172 0.2216 -0.0530
1.0000 2.0000 2.0000 -0.2647 0.1941 0.1405
-1.0000 -2.0000 -2.0000 0.2647 -0.1941 -0.1405
2.0000 1.0000 -2.0000 0.1311 -0.0728 0.2829
-2.0000 -1.0000 2.0000 -0.1311 0.0728 -0.2829
1.0000 -0.0000 -0.0000 -0.0639 -0.0337 0.1057
-2.0000 1.0000 -1.0000 0.2668 0.1016 -0.1581
1.0000 2.0000 -1.0000 0.0945 0.0747 0.1945
-1.0000 -2.0000 1.0000 -0.0945 -0.0747 -0.1945
1.0000 -1.0000 -1.0000 0.0366 -0.1475 0.0883
-1.0000 1.0000 1.0000 -0.0366 0.1475 -0.0883
2.0000 -2.0000 -1.0000 -0.0466 -0.2553 0.1587
-2.0000 0.0000 1.0000 0.0080 0.1071 -0.2295

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26789
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.976
_diffrn_reflns_theta_min         3.673
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00 -21.00   0.50    0.51    --  -92.65  61.00 150.00   60
  2  ω    -51.00 -23.00   0.50    0.51    --  -92.65  61.00 120.00   56
  3  ω    -47.00 -21.00   0.50    0.51    --  -92.65  61.00  30.00   52
  4  ω    -51.00 -26.00   0.50    0.51    --  -92.65  61.00  90.00   50
  5  ω    -50.00 -22.00   0.50    0.51    --  -92.65  61.00 -60.00   56
  6  ω    -50.00 -21.00   0.50    0.51    --  -92.65  61.00 -90.00   58
  7  ω    -50.00 -23.00   0.50    0.51    --  -92.65  61.00-150.00   54
  8  ω    -47.00 -22.00   0.50    0.51    --  -92.65  61.00-120.00   50
  9  ω    -51.00 -24.00   0.50    0.51    --  -92.65  61.00   0.00   54
 10  ω    -92.00 -24.00   0.50    0.51    --  -92.65  89.00 -47.00  136
 11  ω    -92.00 -24.00   0.50    0.51    --  -92.65  89.00 -47.00  136
 12  ω    -55.00 -30.00   0.50    0.51    --  -51.87  89.00 -47.00   50
 13  ω   -148.00 -95.00   0.50    0.51    --  -92.65 -15.00 -90.00  106
 14  ω   -161.00 -97.00   0.50    0.51    --  -92.65 -89.00-162.00  128
 15  ω   -146.00 -93.00   0.50    0.51    --  -92.65 -15.00 -30.00  106
 16  ω   -123.00 -53.00   0.50    0.51    --  -51.87 -19.00  90.00  140
 17  ω    -14.00  75.00   0.50    0.51    --   51.37 -89.00-162.00  178
 18  ω    -14.00  75.00   0.50    0.51    --   51.37 -89.00-162.00  178
 19  ω     35.00  92.00   0.50    0.51    --  103.98 -89.00-162.00  114
 20  ω     37.00  89.00   0.50    0.51    --  103.98 -95.00-120.00  104
 21  ω     44.00  73.00   0.50    0.51    --  103.98 -77.00 120.00   58
 22  ω     41.00  66.00   0.50    0.51    --  103.98 -77.00  90.00   50
 23  ω     38.00  70.00   0.50    0.51    --  103.98 -77.00  60.00   64
 24  ω    -23.00  22.00   0.50    0.51    --   51.37 -38.00 120.00   90
 25  ω     41.00  66.00   0.50    0.51    --  103.98 -77.00 -60.00   50
 26  ω     43.00  68.00   0.50    0.51    --  103.98 -77.00 -90.00   50
 27  ω     37.00  63.00   0.50    0.51    --  103.98 -77.00-120.00   52
 28  ω    114.00 147.00   0.50    0.51    --  103.98  15.00 -60.00   66
 29  ω    108.00 135.00   0.50    0.51    --  103.98  15.00 -90.00   54
 30  ω    134.00 160.00   0.50    0.51    --  103.98  89.00 -47.00   52
 31  ω     80.00 124.00   0.50    0.51    --   51.37  57.00 -90.00   88
 32  ω     79.00 123.00   0.50    0.51    --   51.37  57.00   0.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0638728000
_diffrn_orient_matrix_UB_12      0.0193209000
_diffrn_orient_matrix_UB_13      -0.1197440000
_diffrn_orient_matrix_UB_21      -0.0336658000
_diffrn_orient_matrix_UB_22      0.0740835000
_diffrn_orient_matrix_UB_23      0.0397943000
_diffrn_orient_matrix_UB_31      0.1057322000
_diffrn_orient_matrix_UB_32      0.0353871000
_diffrn_orient_matrix_UB_33      -0.0180044000
_diffrn_oxdiff_digest_hkl        
;
4397ad1cb6e4d08eba56a8fbf307e7c067f0d1
;
_diffrn_oxdiff_digest_od_ed      
;

;
_diffrn_oxdiff_measurement_exp_name 250911c_YFL.par
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4767
_reflns_number_total             5224
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_data_collection       
'CrysAlisPro system (CCD 44.120a 64-bit (release 22-08-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.119a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.057
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         5224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0624P)²+6.1354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1399
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C1X, C1XA}
{C2X, C2XA}
3. Uiso/Uaniso restraints and constraints
Uanis(O1) = Uanis(O1A)
Uanis(O2) = Uanis(O2A)
Uanis(C1X) = Uanis(C1XA)
Uanis(C2X) = Uanis(C2XA)
Uanis(C5) = Uanis(C5A)
Uanis(C15) = Uanis(C15A)
Uanis(N4) = Uanis(N4A)
Uanis(N8) = Uanis(N8A)
4. Others
 Fixed Sof: O1(0.5) O1A(0.5) O2(0.5) O2A(0.5) N4(0.5) H4(0.5) N4A(0.5) N8(0.5)
 H8(0.5) N8A(0.5) C1X(0.5) H1XA(0.5) H1XB(0.5) H1XC(0.5) C5(0.5) H5(0.5)
 C5A(0.5) H5A(0.5) C2X(0.5) H2XA(0.5) H2XB(0.5) H2XC(0.5) C15(0.5) H15(0.5)
 C15A(0.5) H15A(0.5) C1XA(0.5) H1XD(0.5) H1XE(0.5) H1XF(0.5) C2XA(0.5)
 H2XD(0.5) H2XE(0.5) H2XF(0.5)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C15(H15)
5.b Me refined with riding coordinates:
 C1X(H1XA,H1XB,H1XC), C2X(H2XA,H2XB,H2XC), C1XA(H1XD,H1XE,H1XF), C2XA(H2XD,
 H2XE,H2XF)
5.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), N7(H7), N8(H8), C1(H1), C2(H2), C3(H3A), C5A(H5A), C7(H7A),
 C8(H8A), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C15A(H15A), C17(H17),
 C18(H18), C19(H19), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.000000 1.000000 0.500000 0.02662(18) Uani 1 2 d S . P . .
Cu2 Cu 0.500000 0.500000 0.500000 0.02572(17) Uani 1 2 d S . P . .
Cl1 Cl 0.87433(7) 0.63445(4) 0.36822(7) 0.0362(2) Uani 1 1 d . . . . .
Cl2 Cl 0.67149(6) 0.30082(5) 0.09127(7) 0.0388(2) Uani 1 1 d . . . . .
O1 O 1.0305(4) 0.8877(3) 0.6025(4) 0.0296(7) Uani 0.5 1 d . . P A 1
O1A O 1.0796(4) 0.8858(3) 0.5679(4) 0.0296(7) Uani 0.5 1 d . . P A 2
O2 O 0.6493(4) 0.4243(3) 0.4758(4) 0.0278(7) Uani 0.5 1 d . . P B 2
O2A O 0.6763(4) 0.4668(3) 0.4731(4) 0.0278(7) Uani 0.5 1 d . . P B 1
O3 O 0.8172(3) 0.68589(15) 0.4184(2) 0.0502(7) Uani 1 1 d . . . . .
O4 O 0.8473(4) 0.56360(18) 0.4020(4) 0.0917(13) Uani 1 1 d . . . . .
O5 O 0.9908(2) 0.6469(2) 0.4089(2) 0.0710(11) Uani 1 1 d . . . . .
O6 O 0.8421(3) 0.6424(2) 0.2519(2) 0.0752(11) Uani 1 1 d . . . . .
O7 O 0.7109(3) 0.2783(3) 0.2059(3) 0.0807(12) Uani 1 1 d . . . . .
O8 O 0.5727(3) 0.26256(17) 0.0379(3) 0.0677(10) Uani 1 1 d . . . . .
O9 O 0.7518(3) 0.2922(3) 0.0324(4) 0.1110(17) Uani 1 1 d . . . . .
O10 O 0.6445(3) 0.37643(18) 0.0923(3) 0.0655(9) Uani 1 1 d . . . . .
N1 N 0.8505(2) 0.95537(16) 0.4907(2) 0.0300(6) Uani 1 1 d . . . . .
N2 N 1.0078(2) 0.93998(16) 0.3650(2) 0.0315(6) Uani 1 1 d . . . . .
N3 N 1.0157(3) 0.8265(2) 0.2732(3) 0.0500(8) Uani 1 1 d . . . . .
H3 H 1.015132 0.778353 0.274813 0.060 Uiso 1 1 calc R U . . .
N4 N 0.9794(6) 0.8173(4) 0.4343(6) 0.0379(11) Uani 0.5 1 d . . P A 1
H4 H 0.980049 0.770105 0.420463 0.045 Uiso 0.5 1 calc R U P A 1
N4A N 1.0175(6) 0.8377(4) 0.4807(6) 0.0379(11) Uani 0.5 1 d . . P A 2
N5 N 0.5059(2) 0.54909(15) 0.3587(2) 0.0286(6) Uani 1 1 d . . . . .
N6 N 0.4333(2) 0.41046(16) 0.4134(2) 0.0307(6) Uani 1 1 d . . . . .
N7 N 0.4380(3) 0.31461(17) 0.2859(3) 0.0421(7) Uani 1 1 d . . . . .
H7 H 0.473252 0.292312 0.243270 0.051 Uiso 1 1 calc R U . . .
N8 N 0.5784(10) 0.3923(8) 0.3183(7) 0.0372(17) Uani 0.5 1 d . . P B 1
H8 H 0.601923 0.362213 0.274666 0.045 Uiso 0.5 1 calc R U P B 1
N8A N 0.6018(10) 0.3981(8) 0.3607(7) 0.0372(17) Uani 0.5 1 d . . P B 2
C1X C 1.1207(3) 0.8480(2) 0.6689(3) 0.0423(8) Uani 0.5 1 d . . P A 1
H1XA H 1.173879 0.881930 0.715710 0.063 Uiso 0.5 1 calc R U P A 1
H1XB H 1.093609 0.813721 0.715832 0.063 Uiso 0.5 1 calc R U P A 1
H1XC H 1.157381 0.820701 0.621465 0.063 Uiso 0.5 1 calc R U P A 1
C1 C 0.3335(3) 0.3857(2) 0.4191(3) 0.0397(8) Uani 1 1 d . . . . .
H1 H 0.296816 0.410081 0.466173 0.048 Uiso 1 1 calc R U . . .
C2 C 0.2829(3) 0.3263(2) 0.3593(4) 0.0484(10) Uani 1 1 d . . . . .
H2 H 0.212340 0.309793 0.364201 0.058 Uiso 1 1 calc R U . . .
C3 C 0.3380(3) 0.2911(2) 0.2914(3) 0.0438(9) Uani 1 1 d . . . . .
H3A H 0.304602 0.250107 0.248645 0.053 Uiso 1 1 calc R U . . .
C4 C 0.4837(3) 0.37352(18) 0.3475(3) 0.0307(7) Uani 1 1 d . . . . .
C5 C 0.6429(5) 0.4591(3) 0.3549(5) 0.0235(9) Uani 0.5 1 d . . P B 1
H5 H 0.711413 0.456956 0.328272 0.028 Uiso 0.5 1 calc R U P B 1
C5A C 0.6078(5) 0.4566(3) 0.2870(5) 0.0235(9) Uani 0.5 1 d . . P B 2
H5A H 0.640002 0.446858 0.227912 0.028 Uiso 0.5 1 calc R U P B 2
C6 C 0.5704(3) 0.5252(2) 0.2963(4) 0.0439(9) Uani 1 1 d . . . . .
C7 C 0.5814(4) 0.5619(2) 0.2050(3) 0.0449(10) Uani 1 1 d . . . . .
H7A H 0.628280 0.543534 0.162747 0.054 Uiso 1 1 calc R U . . .
C8 C 0.5252(4) 0.6239(2) 0.1764(3) 0.0446(9) Uani 1 1 d . . . . .
H8A H 0.534162 0.650920 0.114715 0.054 Uiso 1 1 calc R U . . .
C9 C 0.4540(3) 0.6495(2) 0.2352(4) 0.0470(9) Uani 1 1 d . . . . .
H9 H 0.410241 0.692088 0.212260 0.056 Uiso 1 1 calc R U . . .
C10 C 0.4485(3) 0.61156(19) 0.3272(3) 0.0357(8) Uani 1 1 d . . . . .
H10 H 0.402762 0.629756 0.370626 0.043 Uiso 1 1 calc R U . . .
C11 C 1.0139(3) 0.9745(2) 0.2728(3) 0.0364(8) Uani 1 1 d . . . . .
H11 H 1.013843 1.026487 0.271823 0.044 Uiso 1 1 calc R U . . .
C12 C 1.0204(3) 0.9375(2) 0.1793(3) 0.0430(9) Uani 1 1 d . . . . .
H12 H 1.022482 0.963071 0.113992 0.052 Uiso 1 1 calc R U . . .
C13 C 1.0238(3) 0.8623(2) 0.1832(3) 0.0393(8) Uani 1 1 d . . . . .
H13 H 1.031920 0.835549 0.120965 0.047 Uiso 1 1 calc R U . . .
C14 C 1.0083(3) 0.8666(2) 0.3633(3) 0.0398(8) Uani 1 1 d . . . . .
C2X C 0.7680(3) 0.4196(2) 0.5187(3) 0.0443(9) Uani 0.5 1 d . . P B 1
H2XA H 0.790782 0.424923 0.599462 0.067 Uiso 0.5 1 calc R U P B 1
H2XB H 0.746061 0.368818 0.499399 0.067 Uiso 0.5 1 calc R U P B 1
H2XC H 0.830167 0.432684 0.488708 0.067 Uiso 0.5 1 calc R U P B 1
C15 C 0.9480(5) 0.8423(4) 0.5309(6) 0.0253(12) Uani 0.5 1 d . . P A 1
H15 H 0.937147 0.798233 0.574086 0.030 Uiso 0.5 1 calc R U P A 1
C15A C 0.9072(6) 0.8284(4) 0.4926(6) 0.0253(12) Uani 0.5 1 d . . P A 2
H15A H 0.883328 0.779862 0.500961 0.030 Uiso 0.5 1 calc R U P A 2
C16 C 0.8345(3) 0.8833(2) 0.4930(3) 0.0365(8) Uani 1 1 d . . . . .
C17 C 0.7321(3) 0.8519(2) 0.4756(3) 0.0328(7) Uani 1 1 d . . . . .
H17 H 0.723899 0.800290 0.477051 0.039 Uiso 1 1 calc R U . . .
C18 C 0.6437(3) 0.8961(3) 0.4564(3) 0.0452(9) Uani 1 1 d . . . . .
H18 H 0.571438 0.875471 0.442030 0.054 Uiso 1 1 calc R U . . .
C19 C 0.6557(3) 0.9711(2) 0.4572(3) 0.0468(9) Uani 1 1 d . . . . .
H19 H 0.592937 1.002407 0.446041 0.056 Uiso 1 1 calc R U . . .
C20 C 0.7604(3) 0.9990(2) 0.4746(3) 0.0365(8) Uani 1 1 d . . . . .
H20 H 0.770131 1.050573 0.475276 0.044 Uiso 1 1 calc R U . . .
C1XA C 1.1207(3) 0.8480(2) 0.6689(3) 0.0423(8) Uani 0.5 1 d . . P A 2
H1XD H 1.161980 0.881993 0.725635 0.063 Uiso 0.5 1 calc R U P A 2
H1XE H 1.058431 0.827172 0.692398 0.063 Uiso 0.5 1 calc R U P A 2
H1XF H 1.170208 0.808556 0.658823 0.063 Uiso 0.5 1 calc R U P A 2
C2XA C 0.7680(3) 0.4196(2) 0.5187(3) 0.0443(9) Uani 0.5 1 d . . P B 2
H2XD H 0.789925 0.438306 0.594768 0.067 Uiso 0.5 1 calc R U P B 2
H2XE H 0.791319 0.368469 0.518205 0.067 Uiso 0.5 1 calc R U P B 2
H2XF H 0.803622 0.448897 0.472487 0.067 Uiso 0.5 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 2.398(5) 3_776 ?
Cu1 O1 2.398(5) . ?
Cu1 O1A 2.369(5) . ?
Cu1 O1A 2.369(5) 3_776 ?
Cu1 N1 2.013(3) . ?
Cu1 N1 2.013(3) 3_776 ?
Cu1 N2 2.042(3) 3_776 ?
Cu1 N2 2.042(3) . ?
Cu2 O2 2.407(4) . ?
Cu2 O2 2.407(4) 3_666 ?
Cu2 O2A 2.395(4) . ?
Cu2 O2A 2.395(4) 3_666 ?
Cu2 N5 2.005(3) 3_666 ?
Cu2 N5 2.005(3) . ?
Cu2 N6 2.016(3) 3_666 ?
Cu2 N6 2.016(3) . ?
Cl1 O3 1.425(3) . ?
Cl1 O4 1.431(4) . ?
Cl1 O5 1.425(3) . ?
Cl1 O6 1.413(3) . ?
Cl2 O7 1.448(3) . ?
Cl2 O8 1.420(3) . ?
Cl2 O9 1.406(3) . ?
Cl2 O10 1.423(4) . ?
O1 C1X 1.409(6) . ?
O1 C15 1.434(8) . ?
O1A N4A 1.455(8) . ?
O1A C1XA 1.413(6) . ?
O2 N8A 1.485(8) . ?
O2 C2XA 1.437(5) . ?
O2A C5 1.436(8) . ?
O2A C2X 1.425(6) . ?
N1 C16 1.334(5) . ?
N1 C20 1.349(4) . ?
N2 C11 1.338(5) . ?
N2 C14 1.342(5) . ?
N3 H3 0.8800 . ?
N3 C13 1.332(5) . ?
N3 C14 1.371(5) . ?
N4 H4 0.8800 . ?
N4 C14 1.382(8) . ?
N4 C15 1.445(10) . ?
N4A C14 1.539(8) . ?
N4A C15A 1.436(10) . ?
N5 C6 1.340(4) . ?
N5 C10 1.349(4) . ?
N6 C1 1.348(4) . ?
N6 C4 1.348(4) . ?
N7 H7 0.8800 . ?
N7 C3 1.340(5) . ?
N7 C4 1.358(4) . ?
N8 H8 0.8800 . ?
N8 C4 1.373(14) . ?
N8 C5 1.466(14) . ?
N8A C4 1.508(14) . ?
N8A C5A 1.430(16) . ?
C1X H1XA 0.9800 . ?
C1X H1XB 0.9800 . ?
C1X H1XC 0.9800 . ?
C1 H1 0.9500 . ?
C1 C2 1.372(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(6) . ?
C3 H3A 0.9500 . ?
C5 H5 1.0000 . ?
C5 C6 1.569(7) . ?
C5A H5A 0.9500 . ?
C5A C6 1.353(7) . ?
C6 C7 1.367(5) . ?
C7 H7A 0.9500 . ?
C7 C8 1.330(6) . ?
C8 H8A 0.9500 . ?
C8 C9 1.382(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.364(5) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.374(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.376(6) . ?
C13 H13 0.9500 . ?
C2X H2XA 0.9800 . ?
C2X H2XB 0.9800 . ?
C2X H2XC 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.560(8) . ?
C15A H15A 0.9500 . ?
C15A C16 1.354(8) . ?
C16 C17 1.365(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.337(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.367(5) . ?
C20 H20 0.9500 . ?
C1XA H1XD 0.9800 . ?
C1XA H1XE 0.9800 . ?
C1XA H1XF 0.9800 . ?
C2XA H2XD 0.9800 . ?
C2XA H2XE 0.9800 . ?
C2XA H2XF 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0(2) . 3_776 ?
N1 Cu1 O1 72.23(13) . . ?
N1 Cu1 O1 72.23(14) 3_776 3_776 ?
N1 Cu1 O1 107.77(14) 3_776 . ?
N1 Cu1 O1 107.77(14) . 3_776 ?
N1 Cu1 O1A 92.47(14) 3_776 . ?
N1 Cu1 O1A 87.53(14) 3_776 3_776 ?
N1 Cu1 O1A 87.53(14) . . ?
N1 Cu1 O1A 92.47(14) . 3_776 ?
N1 Cu1 N1 180.0 3_776 . ?
N1 Cu1 N2 90.83(11) . 3_776 ?
N1 Cu1 N2 90.83(11) 3_776 . ?
N1 Cu1 N2 89.17(11) . . ?
N1 Cu1 N2 89.17(11) 3_776 3_776 ?
N2 Cu1 O1 92.95(14) 3_776 . ?
N2 Cu1 O1 87.05(14) 3_776 3_776 ?
N2 Cu1 O1 92.95(14) . 3_776 ?
N2 Cu1 O1 87.05(14) . . ?
N2 Cu1 O1A 73.48(14) 3_776 3_776 ?
N2 Cu1 O1A 73.49(14) . . ?
N2 Cu1 O1A 106.52(14) 3_776 . ?
N2 Cu1 O1A 106.51(14) . 3_776 ?
N2 Cu1 N2 180.0 3_776 . ?
O2A Cu2 O2 159.59(14) . 3_666 ?
O2A Cu2 O2 20.41(14) 3_666 3_666 ?
O2A Cu2 O2A 180.0 3_666 . ?
N5 Cu2 O2 93.93(13) . 3_666 ?
N5 Cu2 O2 86.07(13) 3_666 3_666 ?
N5 Cu2 O2 86.07(13) . . ?
N5 Cu2 O2 93.93(13) 3_666 . ?
N5 Cu2 O2A 105.38(13) 3_666 . ?
N5 Cu2 O2A 74.62(13) . . ?
N5 Cu2 O2A 105.38(13) . 3_666 ?
N5 Cu2 O2A 74.62(13) 3_666 3_666 ?
N5 Cu2 N5 180.0 3_666 . ?
N5 Cu2 N6 90.26(11) 3_666 . ?
N5 Cu2 N6 89.74(11) . . ?
N5 Cu2 N6 90.26(11) . 3_666 ?
N5 Cu2 N6 89.74(11) 3_666 3_666 ?
N6 Cu2 O2 71.78(14) . . ?
N6 Cu2 O2 71.78(14) 3_666 3_666 ?
N6 Cu2 O2 108.22(14) 3_666 . ?
N6 Cu2 O2 108.22(14) . 3_666 ?
N6 Cu2 O2A 88.89(14) 3_666 3_666 ?
N6 Cu2 O2A 91.11(14) . 3_666 ?
N6 Cu2 O2A 91.11(14) 3_666 . ?
N6 Cu2 O2A 88.89(14) . . ?
N6 Cu2 N6 180.0 . 3_666 ?
O3 Cl1 O4 106.2(2) . . ?
O5 Cl1 O3 108.8(2) . . ?
O5 Cl1 O4 109.7(2) . . ?
O6 Cl1 O3 110.55(19) . . ?
O6 Cl1 O4 112.0(3) . . ?
O6 Cl1 O5 109.4(2) . . ?
O8 Cl2 O7 110.4(2) . . ?
O8 Cl2 O10 107.7(2) . . ?
O9 Cl2 O7 112.9(2) . . ?
O9 Cl2 O8 110.5(3) . . ?
O9 Cl2 O10 108.5(3) . . ?
O10 Cl2 O7 106.5(2) . . ?
C1X O1 Cu1 138.1(3) . . ?
C1X O1 C15 113.4(5) . . ?
C15 O1 Cu1 100.1(4) . . ?
N4A O1A Cu1 100.1(4) . . ?
C1XA O1A Cu1 140.3(3) . . ?
C1XA O1A N4A 111.7(5) . . ?
N8A O2 Cu2 100.8(6) . . ?
C2XA O2 Cu2 138.1(3) . . ?
C2XA O2 N8A 116.5(6) . . ?
C5 O2A Cu2 98.5(3) . . ?
C2X O2A Cu2 140.1(3) . . ?
C2X O2A C5 109.5(4) . . ?
C16 N1 Cu1 122.7(2) . . ?
C16 N1 C20 117.6(3) . . ?
C20 N1 Cu1 119.5(2) . . ?
C11 N2 Cu1 119.4(2) . . ?
C11 N2 C14 117.2(3) . . ?
C14 N2 Cu1 123.5(2) . . ?
C13 N3 H3 120.9 . . ?
C13 N3 C14 118.2(3) . . ?
C14 N3 H3 120.9 . . ?
C14 N4 H4 119.6 . . ?
C14 N4 C15 120.7(6) . . ?
C15 N4 H4 119.6 . . ?
O1A N4A C14 113.5(5) . . ?
C15A N4A O1A 109.0(6) . . ?
C15A N4A C14 108.3(6) . . ?
C6 N5 Cu2 122.8(2) . . ?
C6 N5 C10 117.4(3) . . ?
C10 N5 Cu2 119.6(2) . . ?
C1 N6 Cu2 119.9(2) . . ?
C1 N6 C4 117.2(3) . . ?
C4 N6 Cu2 122.9(2) . . ?
C3 N7 H7 120.6 . . ?
C3 N7 C4 118.7(3) . . ?
C4 N7 H7 120.6 . . ?
C4 N8 H8 117.8 . . ?
C4 N8 C5 124.4(9) . . ?
C5 N8 H8 117.8 . . ?
O2 N8A C4 109.0(8) . . ?
C5A N8A O2 108.1(9) . . ?
C5A N8A C4 111.9(8) . . ?
O1 C1X H1XA 109.5 . . ?
O1 C1X H1XB 109.5 . . ?
O1 C1X H1XC 109.5 . . ?
H1XA C1X H1XB 109.5 . . ?
H1XA C1X H1XC 109.5 . . ?
H1XB C1X H1XC 109.5 . . ?
N6 C1 H1 118.9 . . ?
N6 C1 C2 122.2(4) . . ?
C2 C1 H1 118.9 . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.1(4) . . ?
C3 C2 H2 120.9 . . ?
N7 C3 C2 120.4(4) . . ?
N7 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
N6 C4 N7 123.4(3) . . ?
N6 C4 N8 128.1(6) . . ?
N6 C4 N8A 112.9(5) . . ?
N7 C4 N8 107.9(5) . . ?
N7 C4 N8A 123.2(5) . . ?
O2A C5 N8 112.8(6) . . ?
O2A C5 H5 108.2 . . ?
O2A C5 C6 112.2(5) . . ?
N8 C5 H5 108.2 . . ?
N8 C5 C6 107.2(6) . . ?
C6 C5 H5 108.2 . . ?
N8A C5A H5A 118.1 . . ?
C6 C5A N8A 123.8(7) . . ?
C6 C5A H5A 118.1 . . ?
N5 C6 C5 109.9(4) . . ?
N5 C6 C5A 129.0(4) . . ?
N5 C6 C7 122.9(3) . . ?
C5A C6 C7 105.4(4) . . ?
C7 C6 C5 126.5(4) . . ?
C6 C7 H7A 120.7 . . ?
C8 C7 C6 118.6(3) . . ?
C8 C7 H7A 120.7 . . ?
C7 C8 H8A 119.5 . . ?
C7 C8 C9 121.0(3) . . ?
C9 C8 H8A 119.5 . . ?
C8 C9 H9 121.1 . . ?
C10 C9 C8 117.7(4) . . ?
C10 C9 H9 121.1 . . ?
N5 C10 C9 122.3(3) . . ?
N5 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
N2 C11 H11 118.8 . . ?
N2 C11 C12 122.4(4) . . ?
C12 C11 H11 118.8 . . ?
C11 C12 H12 121.0 . . ?
C11 C12 C13 118.0(3) . . ?
C13 C12 H12 121.0 . . ?
N3 C13 C12 120.8(3) . . ?
N3 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
N2 C14 N3 123.3(3) . . ?
N2 C14 N4 129.7(4) . . ?
N2 C14 N4A 109.1(4) . . ?
N3 C14 N4 105.6(4) . . ?
N3 C14 N4A 126.9(4) . . ?
O2A C2X H2XA 109.5 . . ?
O2A C2X H2XB 109.5 . . ?
O2A C2X H2XC 109.5 . . ?
H2XA C2X H2XB 109.5 . . ?
H2XA C2X H2XC 109.5 . . ?
H2XB C2X H2XC 109.5 . . ?
O1 C15 N4 113.4(6) . . ?
O1 C15 H15 107.9 . . ?
O1 C15 C16 110.7(5) . . ?
N4 C15 H15 107.9 . . ?
N4 C15 C16 109.0(6) . . ?
C16 C15 H15 107.9 . . ?
N4A C15A H15A 117.4 . . ?
C16 C15A N4A 125.1(6) . . ?
C16 C15A H15A 117.4 . . ?
N1 C16 C15 110.6(4) . . ?
N1 C16 C15A 128.9(4) . . ?
N1 C16 C17 123.4(3) . . ?
C15A C16 C17 106.8(4) . . ?
C17 C16 C15 125.7(4) . . ?
C16 C17 H17 121.0 . . ?
C18 C17 C16 118.0(3) . . ?
C18 C17 H17 121.0 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.1(3) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 121.0 . . ?
C20 C19 C18 118.0(4) . . ?
C20 C19 H19 121.0 . . ?
N1 C20 C19 121.8(4) . . ?
N1 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
O1A C1XA H1XD 109.5 . . ?
O1A C1XA H1XE 109.5 . . ?
O1A C1XA H1XF 109.5 . . ?
H1XD C1XA H1XE 109.5 . . ?
H1XD C1XA H1XF 109.5 . . ?
H1XE C1XA H1XF 109.5 . . ?
O2 C2XA H2XD 109.5 . . ?
O2 C2XA H2XE 109.5 . . ?
O2 C2XA H2XF 109.5 . . ?
H2XD C2XA H2XE 109.5 . . ?
H2XD C2XA H2XF 109.5 . . ?
H2XE C2XA H2XF 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C15 N4 76.6(6) . . . . ?
Cu1 O1 C15 C16 -46.2(5) . . . . ?
Cu1 O1A N4A C14 45.6(5) . . . . ?
Cu1 O1A N4A C15A -75.3(6) . . . . ?
Cu1 N1 C16 C15 13.3(5) . . . . ?
Cu1 N1 C16 C15A -5.7(6) . . . . ?
Cu1 N1 C16 C17 -173.2(3) . . . . ?
Cu1 N1 C20 C19 173.7(3) . . . . ?
Cu1 N2 C11 C12 179.4(3) . . . . ?
Cu1 N2 C14 N3 -178.7(3) . . . . ?
Cu1 N2 C14 N4 16.4(6) . . . . ?
Cu1 N2 C14 N4A -7.2(5) . . . . ?
Cu2 O2 N8A C4 -46.0(9) . . . . ?
Cu2 O2 N8A C5A 75.8(8) . . . . ?
Cu2 O2A C5 N8 -74.0(7) . . . . ?
Cu2 O2A C5 C6 47.2(4) . . . . ?
Cu2 N5 C6 C5 -3.9(5) . . . . ?
Cu2 N5 C6 C5A 26.9(7) . . . . ?
Cu2 N5 C6 C7 -174.5(3) . . . . ?
Cu2 N5 C10 C9 176.4(3) . . . . ?
Cu2 N6 C1 C2 178.0(3) . . . . ?
Cu2 N6 C4 N7 -177.7(2) . . . . ?
Cu2 N6 C4 N8 -7.2(7) . . . . ?
Cu2 N6 C4 N8A 9.8(6) . . . . ?
O1 C15 C16 N1 28.6(6) . . . . ?
O1 C15 C16 C17 -144.8(5) . . . . ?
O1A N4A C14 N2 -30.9(6) . . . . ?
O1A N4A C14 N3 140.2(5) . . . . ?
O1A N4A C15A C16 57.5(9) . . . . ?
O2 N8A C4 N6 30.0(10) . . . . ?
O2 N8A C4 N7 -142.4(6) . . . . ?
O2 N8A C5A C6 -50.8(11) . . . . ?
O2A C5 C6 N5 -35.2(6) . . . . ?
O2A C5 C6 C7 135.0(5) . . . . ?
N1 C16 C17 C18 -0.6(5) . . . . ?
N2 C11 C12 C13 -1.9(5) . . . . ?
N4 C15 C16 N1 -96.8(5) . . . . ?
N4 C15 C16 C17 89.9(6) . . . . ?
N4A C15A C16 N1 -5.3(10) . . . . ?
N4A C15A C16 C17 163.8(6) . . . . ?
N5 C6 C7 C8 -0.4(7) . . . . ?
N6 C1 C2 C3 0.3(6) . . . . ?
N8 C5 C6 N5 89.2(6) . . . . ?
N8 C5 C6 C7 -100.6(7) . . . . ?
N8A C5A C6 N5 -12.8(10) . . . . ?
N8A C5A C6 C7 -174.2(7) . . . . ?
C1X O1 C15 N4 -77.7(7) . . . . ?
C1X O1 C15 C16 159.4(4) . . . . ?
C1 N6 C4 N7 1.5(5) . . . . ?
C1 N6 C4 N8 172.0(7) . . . . ?
C1 N6 C4 N8A -170.9(6) . . . . ?
C1 C2 C3 N7 0.5(6) . . . . ?
C3 N7 C4 N6 -0.8(5) . . . . ?
C3 N7 C4 N8 -172.9(6) . . . . ?
C3 N7 C4 N8A 170.9(6) . . . . ?
C4 N6 C1 C2 -1.3(5) . . . . ?
C4 N7 C3 C2 -0.3(5) . . . . ?
C4 N8 C5 O2A 54.8(11) . . . . ?
C4 N8 C5 C6 -69.2(10) . . . . ?
C4 N8A C5A C6 69.3(9) . . . . ?
C5 N8 C4 N6 -0.6(13) . . . . ?
C5 N8 C4 N7 171.1(8) . . . . ?
C5 C6 C7 C8 -169.4(5) . . . . ?
C5A N8A C4 N6 -89.5(7) . . . . ?
C5A N8A C4 N7 98.1(9) . . . . ?
C5A C6 C7 C8 162.5(4) . . . . ?
C6 N5 C10 C9 0.6(5) . . . . ?
C6 C7 C8 C9 -2.3(6) . . . . ?
C7 C8 C9 C10 3.9(6) . . . . ?
C8 C9 C10 N5 -3.1(6) . . . . ?
C10 N5 C6 C5 171.9(4) . . . . ?
C10 N5 C6 C5A -157.3(5) . . . . ?
C10 N5 C6 C7 1.2(6) . . . . ?
C11 N2 C14 N3 0.6(5) . . . . ?
C11 N2 C14 N4 -164.3(5) . . . . ?
C11 N2 C14 N4A 172.1(4) . . . . ?
C11 C12 C13 N3 3.1(6) . . . . ?
C13 N3 C14 N2 0.6(6) . . . . ?
C13 N3 C14 N4 168.6(4) . . . . ?
C13 N3 C14 N4A -169.3(4) . . . . ?
C14 N2 C11 C12 0.1(5) . . . . ?
C14 N3 C13 C12 -2.5(6) . . . . ?
C14 N4 C15 O1 -55.6(9) . . . . ?
C14 N4 C15 C16 68.2(7) . . . . ?
C14 N4A C15A C16 -66.5(8) . . . . ?
C2X O2A C5 N8 77.2(8) . . . . ?
C2X O2A C5 C6 -161.6(4) . . . . ?
C15 N4 C14 N2 -3.7(9) . . . . ?
C15 N4 C14 N3 -170.7(5) . . . . ?
C15 C16 C17 C18 171.9(5) . . . . ?
C15A N4A C14 N2 90.3(6) . . . . ?
C15A N4A C14 N3 -98.6(6) . . . . ?
C15A C16 C17 C18 -170.5(4) . . . . ?
C16 N1 C20 C19 -2.2(5) . . . . ?
C16 C17 C18 C19 -1.8(6) . . . . ?
C17 C18 C19 C20 2.1(6) . . . . ?
C18 C19 C20 N1 -0.1(6) . . . . ?
C20 N1 C16 C15 -170.9(4) . . . . ?
C20 N1 C16 C15A 170.1(5) . . . . ?
C20 N1 C16 C17 2.6(5) . . . . ?
C1XA O1A N4A C14 -158.7(4) . . . . ?
C1XA O1A N4A C15A 80.5(6) . . . . ?
C2XA O2 N8A C4 153.6(6) . . . . ?
C2XA O2 N8A C5A -84.5(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.638
_oxdiff_exptl_absorpt_empirical_full_min 0.500
####################################################################### 
# 
# 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. 
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data_d20172_r1
_audit_block_doi                 10.5517/ccdc.csd.cc2ppr6c
_database_code_depnum_ccdc_archive 'CCDC 2493553'
loop_
_audit_author_name
_audit_author_address
'Ya-Fan Lin'
;National Dong Hwa University
Taiwan
;
_audit_update_record             
;
2025-10-06 deposited with the CCDC.	2025-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H24 Co N12, 3(Cl O4)'
_chemical_formula_sum            'C30 H24 Cl3 Co N12 O12'
_chemical_formula_weight         909.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.266(3)
_cell_length_b                   15.857(3)
_cell_length_c                   20.048(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4217.3(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.404
_cell_measurement_theta_max      23.95

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_F_000             1848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.667
_shelx_estimated_absorpt_T_min   0.895
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8951
_exptl_absorpt_correction_T_max  0.9934
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52316
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_av_R_equivalents  0.0844
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.245
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7418
_reflns_number_gt                4995
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.796
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 Structure factors included contributions from the .fab file.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Instrument Service v8.5.0.27'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1763)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2023)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_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+4.6253P] 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     'SHELXL-2019/3 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0033(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.23(4)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         7418
_refine_ls_number_parameters     525
_refine_ls_number_restraints     531
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1769
_refine_ls_wR_factor_gt          0.1323
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.117
_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
Co1 Co 0.34365(8) 0.51856(7) 0.48827(6) 0.0393(3) Uani 1 1 d . . . . .
Cl1 Cl 0.4625(2) 0.3639(2) 0.69854(14) 0.0735(9) Uani 1 1 d . . . . .
Cl2 Cl 0.20724(19) 0.79667(17) 0.52166(17) 0.0664(8) Uani 1 1 d . . . . .
Cl3 Cl -0.0380(2) 1.1273(2) 0.72252(13) 0.0654(8) Uani 1 1 d . . . . .
O1 O 0.3872(6) 0.4246(5) 0.7123(4) 0.079(2) Uani 1 1 d . . . . .
O2 O 0.5458(7) 0.3691(7) 0.7411(4) 0.104(3) Uani 1 1 d . U . . .
O3 O 0.4160(11) 0.2804(8) 0.7209(8) 0.158(5) Uani 1 1 d . U . . .
O4 O 0.4832(9) 0.3515(10) 0.6334(4) 0.148(5) Uani 1 1 d . U . . .
O5 O 0.3017(5) 0.7583(4) 0.5377(4) 0.071(2) Uani 1 1 d . . . . .
O6 O 0.1429(9) 0.7935(12) 0.5768(7) 0.179(6) Uani 1 1 d . U . . .
O7 O 0.1584(9) 0.7528(6) 0.4670(5) 0.117(4) Uani 1 1 d . . . . .
O8 O 0.2206(6) 0.8805(5) 0.4976(6) 0.107(3) Uani 1 1 d . U . . .
O9 O 0.0694(7) 1.1217(6) 0.7252(5) 0.090(3) Uani 1 1 d . . . . .
O10 O -0.0786(8) 1.0490(6) 0.7021(4) 0.097(3) Uani 1 1 d . . . . .
O11 O -0.0765(8) 1.1478(6) 0.7877(4) 0.091(3) Uani 1 1 d . . . . .
O12 O -0.0633(7) 1.1924(6) 0.6775(5) 0.097(3) Uani 1 1 d . . . . .
N1 N 0.4688(5) 0.4629(4) 0.4669(3) 0.0413(17) Uani 1 1 d . . . . .
N2 N 0.3207(5) 0.4224(4) 0.5403(3) 0.0384(16) Uani 1 1 d . . . . .
N3 N 0.2230(6) 0.3258(5) 0.6009(4) 0.0455(18) Uani 1 1 d . . . . .
N4 N 0.1959(5) 0.4726(5) 0.6108(4) 0.0420(17) Uani 1 1 d . . . . .
N5 N 0.3012(5) 0.3239(4) 0.4488(4) 0.0419(16) Uani 1 1 d . . . . .
N6 N 0.1928(6) 0.3585(5) 0.3585(4) 0.054(2) Uani 1 1 d . . . . .
N7 N 0.2776(5) 0.4650(4) 0.4169(4) 0.0401(17) Uani 1 1 d . . . . .
N8 N 0.1297(5) 0.5530(5) 0.4166(4) 0.0394(17) Uani 1 1 d . . . . .
N9 N 0.0461(5) 0.5856(5) 0.5175(4) 0.0490(18) Uani 1 1 d . . . . .
N10 N 0.2184(5) 0.5610(4) 0.5167(4) 0.0367(15) Uani 1 1 d . . . . .
N11 N 0.3935(6) 0.5760(5) 0.5661(4) 0.0448(18) Uani 1 1 d . . . . .
N12 N 0.3571(6) 0.6099(5) 0.4260(4) 0.0438(18) Uani 1 1 d . . . . .
C1 C 0.4672(6) 0.3798(5) 0.4812(4) 0.0391(18) Uani 1 1 d . . . . .
C2 C 0.5485(7) 0.3294(6) 0.4715(5) 0.049(2) Uani 1 1 d . . . . .
H2 H 0.545488 0.271112 0.482172 0.058 Uiso 1 1 calc R U . . .
C3 C 0.6354(7) 0.3641(6) 0.4459(5) 0.053(2) Uani 1 1 d . . . . .
H3 H 0.693303 0.329785 0.439273 0.064 Uiso 1 1 calc R U . . .
C4 C 0.6384(7) 0.4480(6) 0.4300(5) 0.053(3) Uani 1 1 d . . . . .
H4 H 0.698190 0.472660 0.412627 0.064 Uiso 1 1 calc R U . . .
C5 C 0.5541(7) 0.4957(6) 0.4397(5) 0.050(2) Uani 1 1 d . . . . .
H5 H 0.554991 0.553381 0.427017 0.060 Uiso 1 1 calc R U . . .
C6 C 0.3665(6) 0.3503(5) 0.5062(4) 0.0405(19) Uani 1 1 d . . . . .
H6 H 0.375343 0.302288 0.538075 0.049 Uiso 1 1 calc R U . . .
C7 C 0.2467(7) 0.4046(6) 0.5835(5) 0.041(2) Uani 1 1 d . . . . .
C8 C 0.1204(7) 0.4585(6) 0.6549(5) 0.052(2) Uani 1 1 d . . . . .
H8 H 0.083583 0.504702 0.672714 0.062 Uiso 1 1 calc R U . . .
C9 C 0.0974(8) 0.3791(6) 0.6739(5) 0.054(3) Uani 1 1 d . . . . .
H9 H 0.046017 0.368420 0.705746 0.065 Uiso 1 1 calc R U . . .
C10 C 0.1516(8) 0.3133(6) 0.6450(5) 0.053(2) Uani 1 1 d . . . . .
H10 H 0.136133 0.257102 0.657822 0.063 Uiso 1 1 calc R U . . .
C11 C 0.2568(7) 0.3845(6) 0.4071(5) 0.042(2) Uani 1 1 d . . . . .
C12 C 0.2873(8) 0.2415(6) 0.4368(5) 0.050(2) Uani 1 1 d . . . . .
H12 H 0.320679 0.201097 0.463967 0.060 Uiso 1 1 calc R U . . .
C13 C 0.2265(9) 0.2147(7) 0.3867(5) 0.061(3) Uani 1 1 d . . . . .
H13 H 0.217108 0.156641 0.376987 0.073 Uiso 1 1 calc R U . . .
C14 C 0.1788(9) 0.2783(7) 0.3505(6) 0.069(3) Uani 1 1 d . . . . .
H14 H 0.132151 0.261344 0.317119 0.082 Uiso 1 1 calc R U . . .
C15 C 0.2247(6) 0.5287(6) 0.3801(5) 0.0414(19) Uani 1 1 d . . . . .
H15 H 0.207596 0.507236 0.334612 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1315(6) 0.5666(5) 0.4845(5) 0.0412(18) Uani 1 1 d . . . . .
C17 C 0.0422(8) 0.5631(7) 0.3818(5) 0.056(3) Uani 1 1 d . . . . .
H17 H 0.040636 0.552843 0.335152 0.067 Uiso 1 1 calc R U . . .
C18 C -0.0403(8) 0.5872(7) 0.4132(6) 0.063(3) Uani 1 1 d . . . . .
H18 H -0.100738 0.597729 0.389159 0.075 Uiso 1 1 calc R U . . .
C19 C -0.0371(7) 0.5971(6) 0.4826(6) 0.056(2) Uani 1 1 d . . . . .
H19 H -0.097062 0.612624 0.505446 0.067 Uiso 1 1 calc R U . . .
C20 C 0.2168(7) 0.5598(6) 0.5882(4) 0.0400(19) Uani 1 1 d . . . . .
H20 H 0.163611 0.598986 0.605213 0.048 Uiso 1 1 calc R U . . .
C21 C 0.3197(7) 0.5885(6) 0.6117(5) 0.043(2) Uani 1 1 d . . . . .
C22 C 0.3361(8) 0.6233(7) 0.6741(5) 0.062(3) Uani 1 1 d . . . . .
H22 H 0.282865 0.630774 0.705232 0.074 Uiso 1 1 calc R U . . .
C23 C 0.4352(9) 0.6470(9) 0.6889(6) 0.079(4) Uani 1 1 d . . . . .
H23 H 0.450422 0.670548 0.731256 0.095 Uiso 1 1 calc R U . . .
C24 C 0.5105(8) 0.6367(8) 0.6430(6) 0.074(4) Uani 1 1 d . . . . .
H24 H 0.577061 0.655115 0.652736 0.089 Uiso 1 1 calc R U . . .
C25 C 0.4897(7) 0.6000(7) 0.5835(6) 0.056(3) Uani 1 1 d . . . . .
H25 H 0.543085 0.590581 0.552842 0.067 Uiso 1 1 calc R U . . .
C26 C 0.2914(7) 0.6048(6) 0.3746(5) 0.044(2) Uani 1 1 d . . . . .
C27 C 0.2825(9) 0.6650(6) 0.3268(5) 0.059(3) Uani 1 1 d . . . . .
H27 H 0.234358 0.658959 0.292060 0.070 Uiso 1 1 calc R U . . .
C28 C 0.3447(9) 0.7356(7) 0.3294(5) 0.065(3) Uani 1 1 d . . . . .
H28 H 0.339440 0.778879 0.296874 0.078 Uiso 1 1 calc R U . . .
C29 C 0.4134(8) 0.7410(6) 0.3799(6) 0.059(3) Uani 1 1 d . . . . .
H29 H 0.458642 0.787436 0.381604 0.071 Uiso 1 1 calc R U . . .
C30 C 0.4176(7) 0.6792(6) 0.4286(5) 0.050(2) Uani 1 1 d . . . . .
H30 H 0.463629 0.685213 0.464518 0.060 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
Co1 N2 1.872(7) . ?
Co1 N7 1.880(7) . ?
Co1 N10 1.881(7) . ?
Co1 N12 1.920(7) . ?
Co1 N11 1.925(8) . ?
Co1 N1 1.928(7) . ?
Cl1 O4 1.348(9) . ?
Cl1 O2 1.398(9) . ?
Cl1 O1 1.415(8) . ?
Cl1 O3 1.528(14) . ?
Cl2 O6 1.397(11) . ?
Cl2 O8 1.425(8) . ?
Cl2 O5 1.430(8) . ?
Cl2 O7 1.451(9) . ?
Cl3 O12 1.413(9) . ?
Cl3 O10 1.414(8) . ?
Cl3 O9 1.428(10) . ?
Cl3 O11 1.441(8) . ?
N1 C1 1.348(11) . ?
N1 C5 1.360(11) . ?
N2 C7 1.339(11) . ?
N2 C6 1.464(11) . ?
N3 C10 1.311(12) . ?
N3 C7 1.335(12) . ?
N4 C8 1.355(11) . ?
N4 C7 1.385(11) . ?
N4 C20 1.481(11) . ?
N5 C12 1.341(12) . ?
N5 C11 1.403(11) . ?
N5 C6 1.499(11) . ?
N6 C14 1.296(13) . ?
N6 C11 1.356(12) . ?
N7 C11 1.320(12) . ?
N7 C15 1.435(11) . ?
N8 C17 1.365(12) . ?
N8 C16 1.379(12) . ?
N8 C15 1.507(11) . ?
N9 C19 1.318(12) . ?
N9 C16 1.346(11) . ?
N10 C16 1.324(11) . ?
N10 C20 1.434(12) . ?
N11 C21 1.353(11) . ?
N11 C25 1.376(12) . ?
N12 C26 1.352(12) . ?
N12 C30 1.361(12) . ?
C1 C2 1.357(12) . ?
C1 C6 1.502(12) . ?
C2 C3 1.377(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.369(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.363(13) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 1.0000 . ?
C8 C9 1.350(13) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(14) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C12 C13 1.356(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(15) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C26 1.501(13) . ?
C15 H15 1.0000 . ?
C17 C18 1.318(15) . ?
C17 H17 0.9500 . ?
C18 C19 1.402(15) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.514(13) . ?
C20 H20 1.0000 . ?
C21 C22 1.384(13) . ?
C22 C23 1.399(16) . ?
C22 H22 0.9500 . ?
C23 C24 1.368(16) . ?
C23 H23 0.9500 . ?
C24 C25 1.355(14) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.357(13) . ?
C27 C28 1.392(15) . ?
C27 H27 0.9500 . ?
C28 C29 1.365(16) . ?
C28 H28 0.9500 . ?
C29 C30 1.385(14) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?

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
N2 Co1 N7 88.8(3) . . ?
N2 Co1 N10 88.8(3) . . ?
N7 Co1 N10 88.9(3) . . ?
N2 Co1 N12 172.5(3) . . ?
N7 Co1 N12 83.7(3) . . ?
N10 Co1 N12 90.5(3) . . ?
N2 Co1 N11 89.4(3) . . ?
N7 Co1 N11 172.3(3) . . ?
N10 Co1 N11 83.6(3) . . ?
N12 Co1 N11 97.9(3) . . ?
N2 Co1 N1 83.7(3) . . ?
N7 Co1 N1 91.5(3) . . ?
N10 Co1 N1 172.5(3) . . ?
N12 Co1 N1 97.0(3) . . ?
N11 Co1 N1 95.8(3) . . ?
O4 Cl1 O2 116.0(7) . . ?
O4 Cl1 O1 115.5(6) . . ?
O2 Cl1 O1 113.5(5) . . ?
O4 Cl1 O3 103.9(9) . . ?
O2 Cl1 O3 101.1(7) . . ?
O1 Cl1 O3 104.4(7) . . ?
O6 Cl2 O8 112.2(9) . . ?
O6 Cl2 O5 110.0(7) . . ?
O8 Cl2 O5 111.3(5) . . ?
O6 Cl2 O7 107.9(9) . . ?
O8 Cl2 O7 104.2(6) . . ?
O5 Cl2 O7 111.0(6) . . ?
O12 Cl3 O10 111.5(6) . . ?
O12 Cl3 O9 107.9(6) . . ?
O10 Cl3 O9 109.6(6) . . ?
O12 Cl3 O11 109.3(6) . . ?
O10 Cl3 O11 109.0(6) . . ?
O9 Cl3 O11 109.5(6) . . ?
C1 N1 C5 118.1(8) . . ?
C1 N1 Co1 112.7(6) . . ?
C5 N1 Co1 129.1(6) . . ?
C7 N2 C6 116.1(7) . . ?
C7 N2 Co1 130.6(6) . . ?
C6 N2 Co1 108.0(5) . . ?
C10 N3 C7 119.3(8) . . ?
C8 N4 C7 119.3(8) . . ?
C8 N4 C20 119.5(8) . . ?
C7 N4 C20 121.0(7) . . ?
C12 N5 C11 120.1(8) . . ?
C12 N5 C6 119.3(8) . . ?
C11 N5 C6 120.6(7) . . ?
C14 N6 C11 118.5(9) . . ?
C11 N7 C15 120.1(8) . . ?
C11 N7 Co1 130.4(6) . . ?
C15 N7 Co1 107.5(6) . . ?
C17 N8 C16 120.0(8) . . ?
C17 N8 C15 119.6(8) . . ?
C16 N8 C15 120.4(7) . . ?
C19 N9 C16 118.4(9) . . ?
C16 N10 C20 118.4(8) . . ?
C16 N10 Co1 130.2(6) . . ?
C20 N10 Co1 108.1(5) . . ?
C21 N11 C25 117.3(8) . . ?
C21 N11 Co1 111.6(6) . . ?
C25 N11 Co1 130.9(7) . . ?
C26 N12 C30 117.2(8) . . ?
C26 N12 Co1 113.0(6) . . ?
C30 N12 Co1 129.7(7) . . ?
N1 C1 C2 122.2(8) . . ?
N1 C1 C6 113.0(7) . . ?
C2 C1 C6 124.8(8) . . ?
C1 C2 C3 119.0(9) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 119.9(9) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 118.8(9) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 121.9(9) . . ?
N1 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
N2 C6 N5 109.7(7) . . ?
N2 C6 C1 106.3(7) . . ?
N5 C6 C1 110.1(7) . . ?
N2 C6 H6 110.2 . . ?
N5 C6 H6 110.2 . . ?
C1 C6 H6 110.2 . . ?
N3 C7 N2 122.7(8) . . ?
N3 C7 N4 120.7(8) . . ?
N2 C7 N4 116.6(8) . . ?
C9 C8 N4 120.3(9) . . ?
C9 C8 H8 119.8 . . ?
N4 C8 H8 119.8 . . ?
C8 C9 C10 117.7(9) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
N3 C10 C9 122.7(9) . . ?
N3 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
N7 C11 N6 122.1(8) . . ?
N7 C11 N5 119.0(8) . . ?
N6 C11 N5 118.9(8) . . ?
N5 C12 C13 121.3(9) . . ?
N5 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C14 115.5(10) . . ?
C12 C13 H13 122.3 . . ?
C14 C13 H13 122.3 . . ?
N6 C14 C13 125.4(10) . . ?
N6 C14 H14 117.3 . . ?
C13 C14 H14 117.3 . . ?
N7 C15 C26 108.4(7) . . ?
N7 C15 N8 109.8(7) . . ?
C26 C15 N8 108.8(7) . . ?
N7 C15 H15 109.9 . . ?
C26 C15 H15 109.9 . . ?
N8 C15 H15 109.9 . . ?
N10 C16 N9 120.6(9) . . ?
N10 C16 N8 119.0(8) . . ?
N9 C16 N8 120.4(8) . . ?
C18 C17 N8 119.8(10) . . ?
C18 C17 H17 120.1 . . ?
N8 C17 H17 120.1 . . ?
C17 C18 C19 118.7(10) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
N9 C19 C18 122.4(10) . . ?
N9 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
N10 C20 N4 108.7(7) . . ?
N10 C20 C21 107.1(7) . . ?
N4 C20 C21 110.7(7) . . ?
N10 C20 H20 110.1 . . ?
N4 C20 H20 110.1 . . ?
C21 C20 H20 110.1 . . ?
N11 C21 C22 123.7(9) . . ?
N11 C21 C20 113.4(8) . . ?
C22 C21 C20 122.9(9) . . ?
C21 C22 C23 116.5(10) . . ?
C21 C22 H22 121.8 . . ?
C23 C22 H22 121.8 . . ?
C24 C23 C22 120.8(11) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 119.6(10) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 N11 122.0(10) . . ?
C24 C25 H25 119.0 . . ?
N11 C25 H25 119.0 . . ?
N12 C26 C27 123.5(9) . . ?
N12 C26 C15 111.8(8) . . ?
C27 C26 C15 124.5(9) . . ?
C26 C27 C28 119.2(10) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C29 C28 C27 118.4(10) . . ?
C29 C28 H28 120.8 . . ?
C27 C28 H28 120.8 . . ?
C28 C29 C30 120.3(10) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
N12 C30 C29 121.5(10) . . ?
N12 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?

_refine_diff_density_max         0.525
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.078




