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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_n120316d
_database_code_depnum_ccdc_archive 'CCDC 2174147'
loop_
_audit_author_name
_audit_author_address
'En-Cui Yang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-11-01 downloaded from the CCDC.
;
_audit_creation_date             2023-10-11
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H8 Co2 N4 O7, 2(H2 O)'
_chemical_formula_sum            'C11 H12 Co2 N4 O9'
_chemical_formula_weight         462.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.975(3)
_cell_length_b                   10.1639(12)
_cell_length_c                   12.9843(16)
_cell_angle_alpha                90
_cell_angle_beta                 103.548(2)
_cell_angle_gamma                90
_cell_volume                     2947.6(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4442
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      3.23
_shelx_estimated_absorpt_T_max   0.769
_shelx_estimated_absorpt_T_min   0.694
_exptl_absorpt_coefficient_mu    2.314
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1343 before and 0.0488 after correction. The Ratio of minimum to maximum transmission is 0.8227. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7244
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.008
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         1.824
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2362
_reflns_number_total             2588
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2588
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      1.121
_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)+(0.0225P)²+16.3026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.0810
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C10) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.005
Uanis(O9) \\sim Ueq, Uanis(O9') \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(O10) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O9) = Uanis(O9')
3. Others
 Fixed Sof: H9A(0.5) H9B(0.5) O9'(0.25) H9'A(0.25) H9'B(0.25) O10(0.25)
 H10A(0.25) H10B(0.25)
4.a Riding coordinates:
 O7(H7A,H7B), O8(H8A,H8B), O9(H9A,H9B), O9'(H9'A,H9'B), O10(H10A,H10B)
4.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8)
4.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.22808(2) 0.20688(4) 0.12815(4) 0.00832(14) Uani 1 1 d . . . . .
Co2 Co 0.17374(2) 0.50010(4) 0.22345(4) 0.00880(14) Uani 1 1 d . . . . .
O1 O 0.37155(11) 0.1728(2) 0.29028(19) 0.0125(5) Uani 1 1 d . . . . .
O2 O 0.29678(11) 0.3104(2) 0.21873(19) 0.0122(5) Uani 1 1 d . . . . .
O3 O 0.29579(11) 0.5640(2) 0.11305(19) 0.0109(5) Uani 1 1 d . . . . .
O4 O 0.26179(10) 0.5587(2) 0.26220(19) 0.0102(5) Uani 1 1 d . . . . .
O5 O 0.32684(10) 0.7944(2) 0.27991(19) 0.0113(5) Uani 1 1 d . . . . .
O6 O 0.41758(11) 0.8740(2) 0.3063(2) 0.0168(6) Uani 1 1 d . . . . .
O7 O 0.16093(11) 0.1148(2) 0.01394(19) 0.0127(5) Uani 1 1 d . . . . .
H7A H 0.176943 0.066512 -0.028959 0.019 Uiso 1 1 d R . . . .
H7B H 0.139713 0.174202 -0.028539 0.019 Uiso 1 1 d R . . . .
N1 N 0.17130(13) 0.4812(3) 0.0580(2) 0.0103(6) Uani 1 1 d . . . . .
N2 N 0.20408(12) 0.3804(3) 0.0358(2) 0.0085(6) Uani 1 1 d . . . . .
N3 N 0.20989(13) 0.3912(3) -0.0614(2) 0.0095(6) Uani 1 1 d . . . . .
N4 N 0.18071(13) 0.4986(3) -0.1064(2) 0.0109(6) Uani 1 1 d . . . . .
C1 C 0.15749(16) 0.5532(3) -0.0308(3) 0.0109(7) Uani 1 1 d . . . . .
C2 C 0.12185(18) 0.6771(4) -0.0435(3) 0.0189(8) Uani 1 1 d . . . . .
H2A H 0.105540 0.690633 0.018968 0.023 Uiso 1 1 calc GR . . . .
H2B H 0.088912 0.670731 -0.106794 0.023 Uiso 1 1 calc GR . . . .
H2C H 0.147669 0.751489 -0.051149 0.023 Uiso 1 1 calc GR . . . .
C3 C 0.39018(16) 0.4035(3) 0.2943(3) 0.0119(7) Uani 1 1 d . . . . .
C4 C 0.36738(16) 0.5314(3) 0.2734(3) 0.0093(7) Uani 1 1 d . . . . .
C5 C 0.40648(16) 0.6384(3) 0.3058(3) 0.0111(7) Uani 1 1 d . . . . .
C6 C 0.46634(16) 0.6173(3) 0.3538(3) 0.0130(7) Uani 1 1 d . . . . .
H6 H 0.492284 0.690346 0.373962 0.016 Uiso 1 1 calc R . . . .
C7 C 0.48869(17) 0.4908(3) 0.3727(3) 0.0138(7) Uani 1 1 d . . . . .
H7 H 0.529775 0.476933 0.405204 0.017 Uiso 1 1 calc R . . . .
C8 C 0.45053(16) 0.3848(3) 0.3436(3) 0.0121(7) Uani 1 1 d . . . . .
H8 H 0.465620 0.297898 0.357335 0.015 Uiso 1 1 calc R . . . .
C9 C 0.34979(16) 0.2864(3) 0.2647(3) 0.0103(7) Uani 1 1 d . . . . .
C10 C 0.30358(15) 0.5522(3) 0.2091(3) 0.0098(7) Uani 1 1 d . U . . .
C11 C 0.38360(16) 0.7766(3) 0.2965(3) 0.0110(7) Uani 1 1 d . . . . .
O8 O 0.42845(13) 0.7902(3) 0.5722(3) 0.0405(9) Uani 1 1 d . . . . .
H8A H 0.450141 0.849071 0.550066 0.061 Uiso 1 1 d R . . . .
H8B H 0.431391 0.809921 0.638426 0.061 Uiso 1 1 d R . . . .
O9 O 0.500000 0.0561(6) 0.250000 0.0693(17) Uani 1 2 d S TU P A 1
H9A H 0.468960 0.030518 0.272360 0.104 Uiso 0.5 1 d R . . A 1
H9B H 0.513310 0.124478 0.288660 0.104 Uiso 0.5 1 d R . . A 1
O9' O 0.5220(8) 0.9993(16) 0.3275(17) 0.0693(17) Uani 0.25 1 d . U . B 2
H9'A H 0.545114 0.970556 0.288205 0.104 Uiso 0.25 1 d R . . B 2
H9'B H 0.492294 0.944996 0.323865 0.104 Uiso 0.25 1 d R . . B 2
O10 O 0.5009(9) 0.0316(14) 0.4823(14) 0.047(4) Uani 0.25 1 d . U . C -1
H10A H 0.500737 -0.052149 0.496145 0.070 Uiso 0.25 1 d R . . C -1
H10B H 0.470227 0.042911 0.429325 0.070 Uiso 0.25 1 d R . . C -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.028(2) . ?
Co1 O4 2.048(2) 4_545 ?
Co1 O5 2.125(2) 4_545 ?
Co1 O7 2.094(2) . ?
Co1 N2 2.131(3) . ?
Co1 N3 2.087(3) 7 ?
Co2 O1 2.027(2) 4 ?
Co2 O4 2.055(2) . ?
Co2 O5 2.091(2) 4_545 ?
Co2 N1 2.145(3) . ?
Co2 N4 2.177(3) 6_566 ?
O1 C9 1.272(4) . ?
O2 C9 1.248(4) . ?
O3 C10 1.223(4) . ?
O4 C10 1.308(4) . ?
O5 C11 1.284(4) . ?
O6 C11 1.249(4) . ?
O7 H7A 0.8844 . ?
O7 H7B 0.8836 . ?
N1 N2 1.342(4) . ?
N1 C1 1.339(5) . ?
N2 N3 1.304(4) . ?
N3 N4 1.341(4) . ?
N4 C1 1.342(4) . ?
C1 C2 1.490(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.404(5) . ?
C3 C8 1.397(5) . ?
C3 C9 1.503(5) . ?
C4 C5 1.410(5) . ?
C4 C10 1.522(5) . ?
C5 C6 1.387(5) . ?
C5 C11 1.495(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(5) . ?
C8 H8 0.9500 . ?
O8 H8A 0.8695 . ?
O8 H8B 0.8698 . ?
O9 H9A 0.8702 . ?
O9 H9A 0.8702 2_655 ?
O9 H9B 0.8701 2_655 ?
O9 H9B 0.8701 . ?
O9' H9'A 0.8699 . ?
O9' H9'B 0.8700 . ?
O10 H10A 0.8700 . ?
O10 H10B 0.8698 . ?

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 O4 91.84(9) . 4_545 ?
O2 Co1 O5 86.62(9) . 4_545 ?
O2 Co1 O7 170.79(10) . . ?
O2 Co1 N2 87.74(10) . . ?
O2 Co1 N3 88.53(10) . 7 ?
O4 Co1 O5 84.43(9) 4_545 4_545 ?
O4 Co1 O7 96.22(9) 4_545 . ?
O4 Co1 N2 166.40(10) 4_545 . ?
O4 Co1 N3 87.70(10) 4_545 7 ?
O5 Co1 N2 81.97(10) 4_545 . ?
O7 Co1 O5 98.57(9) . 4_545 ?
O7 Co1 N2 85.47(10) . . ?
N3 Co1 O5 170.61(10) 7 4_545 ?
N3 Co1 O7 87.34(10) 7 . ?
N3 Co1 N2 105.88(11) 7 . ?
O1 Co2 O4 103.08(9) 4 . ?
O1 Co2 O5 149.68(10) 4 4_545 ?
O1 Co2 N1 95.57(10) 4 . ?
O1 Co2 N4 89.90(10) 4 6_566 ?
O4 Co2 O5 107.21(9) . 4_545 ?
O4 Co2 N1 93.69(10) . . ?
O4 Co2 N4 85.16(10) . 6_566 ?
O5 Co2 N1 83.75(10) 4_545 . ?
O5 Co2 N4 91.47(10) 4_545 6_566 ?
N1 Co2 N4 174.53(11) . 6_566 ?
C9 O1 Co2 127.0(2) . 4_545 ?
C9 O2 Co1 135.7(2) . . ?
Co1 O4 Co2 109.16(11) 4 . ?
C10 O4 Co1 115.2(2) . 4 ?
C10 O4 Co2 131.1(2) . . ?
Co2 O5 Co1 115.37(10) 4 4 ?
C11 O5 Co1 124.1(2) . 4 ?
C11 O5 Co2 98.4(2) . 4 ?
Co1 O7 H7A 110.4 . . ?
Co1 O7 H7B 110.1 . . ?
H7A O7 H7B 103.7 . . ?
N2 N1 Co2 113.5(2) . . ?
C1 N1 Co2 139.3(2) . . ?
C1 N1 N2 105.3(3) . . ?
N1 N2 Co1 126.5(2) . . ?
N3 N2 Co1 122.8(2) . . ?
N3 N2 N1 109.4(3) . . ?
N2 N3 Co1 126.6(2) . 7 ?
N2 N3 N4 109.6(3) . . ?
N4 N3 Co1 121.9(2) . 7 ?
N3 N4 Co2 110.9(2) . 6_565 ?
N3 N4 C1 105.1(3) . . ?
C1 N4 Co2 142.4(2) . 6_565 ?
N1 C1 N4 110.4(3) . . ?
N1 C1 C2 124.8(3) . . ?
N4 C1 C2 124.8(3) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 C9 120.2(3) . . ?
C8 C3 C4 120.0(3) . . ?
C8 C3 C9 119.8(3) . . ?
C3 C4 C5 118.3(3) . . ?
C3 C4 C10 120.1(3) . . ?
C5 C4 C10 121.4(3) . . ?
C4 C5 C11 120.8(3) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 C11 118.4(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.7(3) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 120.3 . . ?
C6 C7 C8 119.3(3) . . ?
C8 C7 H7 120.3 . . ?
C3 C8 H8 119.5 . . ?
C7 C8 C3 121.0(3) . . ?
C7 C8 H8 119.5 . . ?
O1 C9 C3 118.1(3) . . ?
O2 C9 O1 125.6(3) . . ?
O2 C9 C3 116.3(3) . . ?
O3 C10 O4 125.6(3) . . ?
O3 C10 C4 117.7(3) . . ?
O4 C10 C4 116.7(3) . . ?
O5 C11 C5 118.0(3) . . ?
O6 C11 O5 119.4(3) . . ?
O6 C11 C5 122.5(3) . . ?
H8A O8 H8B 104.5 . . ?
H9A O9 H9A 145.3 . 2_655 ?
H9A O9 H9B 104.5 2_655 2_655 ?
H9A O9 H9B 103.1 . 2_655 ?
H9A O9 H9B 104.5 . . ?
H9B O9 H9A 103.1 . 2_655 ?
H9B O9 H9B 73.9 . 2_655 ?
H9'A O9' H9'B 109.5 . . ?
H10A O10 H10B 104.5 . . ?

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
Co1 O2 C9 O1 -20.7(5) . . . . ?
Co1 O2 C9 C3 161.2(2) . . . . ?
Co1 O4 C10 O3 -118.8(3) 4 . . . ?
Co1 O4 C10 C4 59.6(3) 4 . . . ?
Co1 O5 C11 O6 -127.4(3) 4 . . . ?
Co1 O5 C11 C5 51.1(4) 4 . . . ?
Co1 N2 N3 Co1 -27.8(4) . . . 7 ?
Co1 N2 N3 N4 167.8(2) . . . . ?
Co1 N3 N4 Co2 26.1(3) 7 . . 6_565 ?
Co1 N3 N4 C1 -164.6(2) 7 . . . ?
Co2 O1 C9 O2 -5.8(5) 4_545 . . . ?
Co2 O1 C9 C3 172.3(2) 4_545 . . . ?
Co2 O4 C10 O3 34.5(5) . . . . ?
Co2 O4 C10 C4 -147.1(2) . . . . ?
Co2 O5 C11 O6 1.1(3) 4 . . . ?
Co2 O5 C11 C5 179.6(3) 4 . . . ?
Co2 N1 N2 Co1 24.7(3) . . . . ?
Co2 N1 N2 N3 -167.5(2) . . . . ?
Co2 N1 C1 N4 162.8(3) . . . . ?
Co2 N1 C1 C2 -16.6(6) . . . . ?
Co2 N4 C1 N1 162.8(3) 6_565 . . . ?
Co2 N4 C1 C2 -17.7(6) 6_565 . . . ?
N1 N2 N3 Co1 163.9(2) . . . 7 ?
N1 N2 N3 N4 -0.5(4) . . . . ?
N2 N1 C1 N4 0.3(4) . . . . ?
N2 N1 C1 C2 -179.2(3) . . . . ?
N2 N3 N4 Co2 -168.6(2) . . . 6_565 ?
N2 N3 N4 C1 0.7(4) . . . . ?
N3 N4 C1 N1 -0.6(4) . . . . ?
N3 N4 C1 C2 178.8(3) . . . . ?
C1 N1 N2 Co1 -167.6(2) . . . . ?
C1 N1 N2 N3 0.1(3) . . . . ?
C3 C4 C5 C6 2.2(5) . . . . ?
C3 C4 C5 C11 -173.4(3) . . . . ?
C3 C4 C10 O3 -91.0(4) . . . . ?
C3 C4 C10 O4 90.5(4) . . . . ?
C4 C3 C8 C7 0.1(5) . . . . ?
C4 C3 C9 O1 -176.2(3) . . . . ?
C4 C3 C9 O2 2.1(5) . . . . ?
C4 C5 C6 C7 -1.2(5) . . . . ?
C4 C5 C11 O5 14.5(5) . . . . ?
C4 C5 C11 O6 -167.0(3) . . . . ?
C5 C4 C10 O3 83.7(4) . . . . ?
C5 C4 C10 O4 -94.9(4) . . . . ?
C5 C6 C7 C8 -0.3(5) . . . . ?
C6 C5 C11 O5 -161.1(3) . . . . ?
C6 C5 C11 O6 17.4(5) . . . . ?
C6 C7 C8 C3 0.9(5) . . . . ?
C8 C3 C4 C5 -1.6(5) . . . . ?
C8 C3 C4 C10 173.2(3) . . . . ?
C8 C3 C9 O1 3.3(5) . . . . ?
C8 C3 C9 O2 -178.4(3) . . . . ?
C9 C3 C4 C5 177.9(3) . . . . ?
C9 C3 C4 C10 -7.2(5) . . . . ?
C9 C3 C8 C7 -179.4(3) . . . . ?
C10 C4 C5 C6 -172.6(3) . . . . ?
C10 C4 C5 C11 11.8(5) . . . . ?
C11 C5 C6 C7 174.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_n120515f
_database_code_depnum_ccdc_archive 'CCDC 2174148'
loop_
_audit_author_name
_audit_author_address
'En-Cui Yang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-11-01 downloaded from the CCDC.
;
_audit_creation_date             2023-10-11
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.25(C32 H24 Co8 N24 O20)'
_chemical_formula_sum            'C8 H6 Co2 N6 O5'
_chemical_formula_weight         384.05
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.0584(13)
_cell_length_b                   6.5961(7)
_cell_length_c                   16.3424(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1192.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2170
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.41
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.711
_shelx_estimated_absorpt_T_min   0.617
_exptl_absorpt_coefficient_mu    2.817
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1022 before and 0.0437 after correction. The Ratio of minimum to maximum transmission is 0.8773. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.140
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5718
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.003
_diffrn_reflns_theta_max         25.003
_diffrn_reflns_theta_min         2.224
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1014
_reflns_number_total             1128
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.915
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.102
_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)+(0.0170P)²+3.7456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0630
_refine_ls_wR_factor_ref         0.0661
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Riding coordinates:
 O4(H4), C2(H2a,H2b)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.01082(5) 0.250000 0.80402(3) 0.00940(17) Uani 1 2 d S T P . .
Co2 Co 0.000000 0.000000 1.000000 0.01091(17) Uani 1 2 d S T P . .
O1 O 0.1928(3) 0.250000 0.77626(17) 0.0206(8) Uani 1 2 d S T P . .
O2 O 0.3305(3) 0.250000 0.67591(18) 0.0199(7) Uani 1 2 d S T P . .
O3 O 0.31610(18) 0.0790(3) 0.50659(12) 0.0148(5) Uani 1 1 d . . . . .
O4 O 0.0495(3) 0.250000 0.93028(16) 0.0111(6) Uani 1 2 d S T P . .
H4 H 0.124748 0.250000 0.937049 0.017 Uiso 1 2 d RS T P . .
N1 N -0.0145(2) -0.1516(4) 0.88742(15) 0.0139(5) Uani 1 1 d . . . . .
N2 N 0.0105(3) -0.0825(4) 0.81254(15) 0.0197(6) Uani 1 1 d . . . . .
N3 N 0.0132(3) 0.250000 0.6712(2) 0.0108(7) Uani 1 2 d S T P . .
N4 N 0.0531(3) 0.250000 0.5029(2) 0.0149(8) Uani 1 2 d S T P . .
C1 C 0.0293(5) -0.250000 0.7674(3) 0.0251(12) Uani 1 2 d S T P . .
C2 C 0.0699(7) -0.250000 0.6806(3) 0.0418(16) Uani 1 2 d S T P . .
H2A H -0.002988 -0.250000 0.648524 0.050 Uiso 1 2 d RS T P . .
H2B H 0.116182 -0.127930 0.674203 0.050 Uiso 1 1 d R . . . .
C3 C 0.1251(4) 0.250000 0.6401(3) 0.0121(9) Uani 1 2 d S T P . .
C4 C 0.1457(4) 0.250000 0.5564(2) 0.0106(9) Uani 1 2 d S T P . .
C5 C -0.0566(4) 0.250000 0.5353(3) 0.0182(10) Uani 1 2 d S T P . .
H5 H -0.124094 0.250000 0.499341 0.022 Uiso 1 2 calc RS T P . .
C6 C -0.0784(4) 0.250000 0.6183(3) 0.0153(9) Uani 1 2 d S T P . .
H6 H -0.159246 0.250000 0.637993 0.018 Uiso 1 2 calc RS T P . .
C7 C 0.2255(4) 0.250000 0.7028(3) 0.0147(9) Uani 1 2 d S T P . .
C8 C 0.2719(4) 0.250000 0.5202(2) 0.0119(9) Uani 1 2 d S T P . .


_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 2.063(3) . ?
Co1 O2 2.021(3) 6_557 ?
Co1 O4 2.107(3) . ?
Co1 N2 2.198(3) 7_565 ?
Co1 N2 2.197(3) . ?
Co1 N3 2.171(3) . ?
Co2 O3 2.102(2) 2 ?
Co2 O3 2.102(2) 6_557 ?
Co2 O4 2.0776(17) 5_557 ?
Co2 O4 2.0777(17) . ?
Co2 N1 2.100(2) 5_557 ?
Co2 N1 2.100(2) . ?
O1 C7 1.254(5) . ?
O2 C7 1.241(5) . ?
O3 C8 1.249(3) . ?
O4 H4 0.8399 . ?
N1 N1 1.297(5) 7 ?
N1 N2 1.335(4) . ?
N2 C1 1.345(4) . ?
N3 C3 1.337(6) . ?
N3 C6 1.331(6) . ?
N4 C4 1.346(5) . ?
N4 C5 1.324(6) . ?
C1 C2 1.488(7) . ?
C2 H2A 0.9606 . ?
C2 H2B 0.9600 . ?
C2 H2B 0.9600 7 ?
C3 C4 1.386(6) . ?
C3 C7 1.511(6) . ?
C4 C8 1.516(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(6) . ?
C6 H6 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 Co1 O4 91.00(11) . . ?
O1 Co1 N2 90.89(8) . . ?
O1 Co1 N2 90.89(8) . 7_565 ?
O1 Co1 N3 76.59(12) . . ?
O2 Co1 O1 176.64(12) 6_557 . ?
O2 Co1 O4 92.36(11) 6_557 . ?
O2 Co1 N2 89.32(8) 6_557 . ?
O2 Co1 N2 89.32(8) 6_557 7_565 ?
O2 Co1 N3 100.05(13) 6_557 . ?
O4 Co1 N2 86.46(7) . 7_565 ?
O4 Co1 N2 86.46(7) . . ?
O4 Co1 N3 167.59(13) . . ?
N2 Co1 N2 172.73(14) . 7_565 ?
N3 Co1 N2 93.63(7) . . ?
N3 Co1 N2 93.63(7) . 7_565 ?
O3 Co2 O3 180.0 2 6_557 ?
O4 Co2 O3 91.71(10) 5_557 2 ?
O4 Co2 O3 88.29(10) . 2 ?
O4 Co2 O3 91.71(10) . 6_557 ?
O4 Co2 O3 88.29(10) 5_557 6_557 ?
O4 Co2 O4 180.0 5_557 . ?
O4 Co2 N1 94.72(10) 5_557 . ?
O4 Co2 N1 94.72(10) . 5_557 ?
O4 Co2 N1 85.28(9) 5_557 5_557 ?
O4 Co2 N1 85.28(9) . . ?
N1 Co2 O3 90.03(9) 5_557 6_557 ?
N1 Co2 O3 89.97(9) 5_557 2 ?
N1 Co2 O3 90.03(9) . 2 ?
N1 Co2 O3 89.97(9) . 6_557 ?
N1 Co2 N1 180.0 5_557 . ?
C7 O1 Co1 119.5(3) . . ?
C7 O2 Co1 149.9(3) . 6_657 ?
C8 O3 Co2 127.7(2) . 2_554 ?
Co1 O4 H4 109.3 . . ?
Co2 O4 Co1 118.92(8) . . ?
Co2 O4 Co1 118.92(8) 3_557 . ?
Co2 O4 Co2 105.06(12) 3_557 . ?
Co2 O4 H4 100.9 3_557 . ?
Co2 O4 H4 100.9 . . ?
N1 N1 Co2 118.44(7) 7 . ?
N1 N1 N2 109.98(16) 7 . ?
N2 N1 Co2 128.6(2) . . ?
N1 N2 Co1 113.55(19) . . ?
N1 N2 C1 104.7(3) . . ?
C1 N2 Co1 141.7(2) . . ?
C3 N3 Co1 113.0(3) . . ?
C6 N3 Co1 129.7(3) . . ?
C6 N3 C3 117.2(4) . . ?
C5 N4 C4 115.9(4) . . ?
N2 C1 N2 110.5(4) 7 . ?
N2 C1 C2 124.7(2) 7 . ?
N2 C1 C2 124.7(2) . . ?
C1 C2 H2A 105.5 . . ?
C1 C2 H2B 105.29(18) . 7 ?
C1 C2 H2B 105.3 . . ?
H2A C2 H2B 112.9 . 7 ?
H2A C2 H2B 112.9 . . ?
H2B C2 H2B 114.0 . 7 ?
N3 C3 C4 121.8(4) . . ?
N3 C3 C7 115.0(4) . . ?
C4 C3 C7 123.2(4) . . ?
N4 C4 C3 121.0(4) . . ?
N4 C4 C8 116.5(3) . . ?
C3 C4 C8 122.4(4) . . ?
N4 C5 H5 118.2 . . ?
N4 C5 C6 123.6(4) . . ?
C6 C5 H5 118.2 . . ?
N3 C6 C5 120.4(4) . . ?
N3 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O1 C7 C3 115.9(4) . . ?
O2 C7 O1 127.5(4) . . ?
O2 C7 C3 116.6(4) . . ?
O3 C8 O3 129.1(4) . 7_565 ?
O3 C8 C4 115.5(2) 7_565 . ?
O3 C8 C4 115.5(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C7 O2 180.000(1) . . . . ?
Co1 O1 C7 C3 0.000(1) . . . . ?
Co1 O2 C7 O1 0.000(2) 6_657 . . . ?
Co1 O2 C7 C3 180.000(1) 6_657 . . . ?
Co1 N2 C1 N2 -178.55(11) . . . 7 ?
Co1 N2 C1 C2 3.6(9) . . . . ?
Co1 N3 C3 C4 180.000(1) . . . . ?
Co1 N3 C3 C7 0.000(1) . . . . ?
Co1 N3 C6 C5 180.000(1) . . . . ?
Co2 O3 C8 O3 26.6(6) 2_554 . . 7_565 ?
Co2 O3 C8 C4 -155.1(2) 2_554 . . . ?
Co2 N1 N2 Co1 -20.8(3) . . . . ?
Co2 N1 N2 C1 158.2(3) . . . . ?
N1 N1 N2 Co1 179.22(9) 7 . . . ?
N1 N1 N2 C1 -1.8(3) 7 . . . ?
N1 N2 C1 N2 3.0(5) . . . 7 ?
N1 N2 C1 C2 -174.9(5) . . . . ?
N3 C3 C4 N4 0.000(1) . . . . ?
N3 C3 C4 C8 180.000(1) . . . . ?
N3 C3 C7 O1 0.000(1) . . . . ?
N3 C3 C7 O2 180.000(1) . . . . ?
N4 C4 C8 O3 -89.3(3) . . . . ?
N4 C4 C8 O3 89.3(3) . . . 7_565 ?
N4 C5 C6 N3 0.000(1) . . . . ?
C3 N3 C6 C5 0.000(1) . . . . ?
C3 C4 C8 O3 90.7(3) . . . . ?
C3 C4 C8 O3 -90.7(3) . . . 7_565 ?
C4 N4 C5 C6 0.000(1) . . . . ?
C4 C3 C7 O1 180.000(1) . . . . ?
C4 C3 C7 O2 0.000(1) . . . . ?
C5 N4 C4 C3 0.000(1) . . . . ?
C5 N4 C4 C8 180.000(1) . . . . ?
C6 N3 C3 C4 0.000(1) . . . . ?
C6 N3 C3 C7 180.000(1) . . . . ?
C7 C3 C4 N4 180.000(1) . . . . ?
C7 C3 C4 C8 0.000(1) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
