# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1852683'
loop_
_audit_author_name
_audit_author_address
'Wang Jun'
;Yancheng teacher university
China
;
_audit_update_record             
;
2022-07-02 deposited with the CCDC.	2022-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 Co N4 O4, 2(H2 O)'
_chemical_formula_sum            'C22 H20 Co N4 O6'
_chemical_formula_weight         495.35

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+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                   11.280(2)
_cell_length_b                   18.471(3)
_cell_length_c                   20.171(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.516(2)
_cell_angle_gamma                90
_cell_volume                     4132.1(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2773
_cell_measurement_theta_min      2.13
_cell_measurement_theta_max      25.51

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_F_000             2040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.881
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.645
_exptl_absorpt_correction_T_max  0.783
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21344
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.054
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4067
_reflns_number_gt                3604
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0585P)²+5.2686P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4066
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.0883
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_restrained_S_all      0.927
_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
C1 C 0.61264(15) 0.11311(9) 0.52852(9) 0.0218(3) Uani 1 1 d . . . . .
C2 C 0.54940(14) 0.09416(10) 0.58367(8) 0.0217(3) Uani 1 1 d . . . . .
C3 C 0.64934(17) 0.13376(11) 0.42908(9) 0.0310(4) Uani 1 1 d . . . . .
H3 H 0.6393 0.1384 0.3825 0.037 Uiso 1 1 calc R U . . .
C4 C 0.75270(17) 0.14679(11) 0.47298(10) 0.0328(4) Uani 1 1 d . . . . .
H4 H 0.8257 0.1617 0.4623 0.039 Uiso 1 1 calc R U . . .
C5 C 0.46610(18) 0.03535(11) 0.65514(10) 0.0332(4) Uani 1 1 d . . . . .
H5 H 0.4435 -0.0023 0.6808 0.040 Uiso 1 1 calc R U . . .
C6 C 0.43111(18) 0.10493(11) 0.65815(10) 0.0338(4) Uani 1 1 d . . . . .
H6 H 0.3811 0.1238 0.6857 0.041 Uiso 1 1 calc R U . . .
C7 C 0.81690(16) 0.13775(13) 0.60105(10) 0.0359(5) Uani 1 1 d . . . . .
H7A H 0.7987 0.1005 0.6316 0.043 Uiso 1 1 calc R U . . .
H7B H 0.8107 0.1845 0.6221 0.043 Uiso 1 1 calc R U . . .
C8 C 0.94299(16) 0.12724(11) 0.58776(9) 0.0290(4) Uani 1 1 d . . . . .
C9 C 1.01164(17) 0.18698(11) 0.57629(10) 0.0318(4) Uani 1 1 d . . . . .
H9 H 0.9865 0.2333 0.5854 0.038 Uiso 1 1 calc R U . . .
C10 C 1.11732(16) 0.17796(10) 0.55131(10) 0.0287(4) Uani 1 1 d . . . . .
H10 H 1.1620 0.2181 0.5429 0.034 Uiso 1 1 calc R U . . .
C11 C 1.15633(15) 0.10863(10) 0.53890(9) 0.0246(4) Uani 1 1 d . . . . .
C12 C 1.09466(17) 0.04888(11) 0.55705(10) 0.0304(4) Uani 1 1 d . . . . .
H12 H 1.1250 0.0025 0.5533 0.036 Uiso 1 1 calc R U . . .
C13 C 0.98773(18) 0.05833(11) 0.58086(10) 0.0327(4) Uani 1 1 d . . . . .
H13 H 0.9459 0.0182 0.5922 0.039 Uiso 1 1 calc R U . . .
C14 C 1.25540(16) 0.09966(10) 0.49936(9) 0.0264(4) Uani 1 1 d . . . . .
C15 C 0.47321(18) 0.21998(10) 0.59923(10) 0.0316(4) Uani 1 1 d . . . . .
H15A H 0.3899 0.2344 0.5971 0.038 Uiso 1 1 calc R U . . .
H15B H 0.4943 0.2297 0.5556 0.038 Uiso 1 1 calc R U . . .
C16 C 0.55248(16) 0.26517(10) 0.65192(9) 0.0269(4) Uani 1 1 d . . . . .
C17 C 0.53474(19) 0.33973(11) 0.65126(11) 0.0378(5) Uani 1 1 d . . . . .
H17 H 0.4768 0.3606 0.6180 0.045 Uiso 1 1 calc R U . . .
C18 C 0.6029(2) 0.38304(12) 0.69988(12) 0.0431(5) Uani 1 1 d . . . . .
H18 H 0.5891 0.4327 0.6997 0.052 Uiso 1 1 calc R U . . .
C19 C 0.69144(18) 0.35308(11) 0.74876(10) 0.0343(4) Uani 1 1 d . . . . .
C20 C 0.64112(17) 0.23519(11) 0.70084(9) 0.0299(4) Uani 1 1 d . . . . .
H20 H 0.6539 0.1854 0.7016 0.036 Uiso 1 1 calc R U . . .
C21 C 0.71075(17) 0.27879(11) 0.74851(10) 0.0324(4) Uani 1 1 d . . . . .
H21 H 0.7709 0.2582 0.7806 0.039 Uiso 1 1 calc R U . . .
C22 C 0.7593(2) 0.39792(13) 0.80517(11) 0.0409(5) Uani 1 1 d . . . . .
Co1 Co 0.39581(2) 0.06843(2) 0.42123(2) 0.024 Uani 1 1 d . . . . .
N1 N 0.56129(13) 0.11258(8) 0.46401(7) 0.0252(3) Uani 1 1 d . . . . .
N2 N 0.54019(13) 0.02852(8) 0.60836(7) 0.0263(3) Uani 1 1 d . . . . .
N3 N 0.72930(13) 0.13382(9) 0.53643(8) 0.0258(3) Uani 1 1 d . . . . .
N4 N 0.48383(13) 0.14218(8) 0.61257(7) 0.0256(3) Uani 1 1 d . . . . .
O1 O 1.29315(12) 0.03648(7) 0.48920(7) 0.0343(3) Uani 1 1 d . . . . .
O2 O 1.29544(13) 0.15344(8) 0.47304(8) 0.0378(3) Uani 1 1 d . . . . .
O3 O 0.86107(15) 0.37430(9) 0.83477(8) 0.0477(4) Uani 1 1 d . . . . .
O4 O 0.71426(17) 0.45366(11) 0.82368(11) 0.0687(6) Uani 1 1 d . . . . .
O5 O 0.7085(3) 0.57945(14) 0.73694(14) 0.0965(8) Uani 1 1 d . . . . .
H5D H 0.7100 0.5425 0.7623 0.116 Uiso 1 1 d R U . . .
H5A H 0.6761 0.6147 0.7540 0.145 Uiso 1 1 d R U . . .
O6 O 1.0000 0.1582(3) 0.7500 0.1221(15) Uani 1 2 d S T P . .
H6B H 0.9953 0.1957 0.7252 0.183 Uiso 0.5 1 d R U P . .
H6D H 1.0043 0.1709 0.7909 0.183 Uiso 0.5 1 d R U P . .
O7 O 1.0000 0.3055(2) 0.7500 0.162(2) Uani 1 2 d S T P . .
H7F H 0.9581 0.3270 0.7756 0.194 Uiso 0.5 1 d R U P . .
H7E H 1.0140 0.3363 0.7203 0.242 Uiso 0.5 1 d R U 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
C1 N1 1.324(2) . ?
C1 N3 1.352(2) . ?
C1 C2 1.469(2) . ?
C2 N2 1.322(2) . ?
C2 N4 1.353(2) . ?
C3 C4 1.351(3) . ?
C3 N1 1.375(2) . ?
C3 H3 0.9300 . ?
C4 N3 1.374(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.349(3) . ?
C5 N2 1.376(2) . ?
C5 H5 0.9300 . ?
C6 N4 1.368(2) . ?
C6 H6 0.9300 . ?
C7 N3 1.487(2) . ?
C7 C8 1.507(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.386(3) . ?
C8 C9 1.392(3) . ?
C9 C10 1.386(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(3) . ?
C11 C14 1.496(2) . ?
C12 C13 1.388(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O2 1.249(2) . ?
C14 O1 1.272(2) . ?
C14 Co1 2.4970(19) 1_655 ?
C15 N4 1.463(2) . ?
C15 C16 1.510(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C20 1.386(3) . ?
C16 C17 1.391(3) . ?
C17 C18 1.385(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(3) . ?
C18 H18 0.9300 . ?
C19 C21 1.390(3) . ?
C19 C22 1.500(3) . ?
C20 C21 1.384(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O4 1.236(3) . ?
C22 O3 1.270(3) . ?
Co1 O3 2.0161(15) 8_455 ?
Co1 O1 2.0366(14) 1_455 ?
Co1 N2 2.0596(16) 5_656 ?
Co1 N1 2.0751(15) . ?
Co1 O2 2.2958(15) 1_455 ?
Co1 C14 2.4971(19) 1_455 ?
N2 Co1 2.0597(16) 5_656 ?
O1 Co1 2.0367(14) 1_655 ?
O2 Co1 2.2959(15) 1_655 ?
O3 Co1 2.0161(15) 8_556 ?
O5 H5D 0.8510 . ?
O5 H5A 0.8489 . ?
O6 H6B 0.8503 . ?
O6 H6D 0.8501 . ?
O7 H7F 0.8575 . ?
O7 H7E 0.8607 . ?

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 C1 N3 111.10(15) . . ?
N1 C1 C2 123.81(15) . . ?
N3 C1 C2 125.09(15) . . ?
N2 C2 N4 110.61(15) . . ?
N2 C2 C1 125.89(16) . . ?
N4 C2 C1 123.31(16) . . ?
C4 C3 N1 109.42(16) . . ?
C4 C3 H3 125.3 . . ?
N1 C3 H3 125.3 . . ?
C3 C4 N3 106.85(16) . . ?
C3 C4 H4 126.6 . . ?
N3 C4 H4 126.6 . . ?
C6 C5 N2 109.73(17) . . ?
C6 C5 H5 125.1 . . ?
N2 C5 H5 125.1 . . ?
C5 C6 N4 106.39(16) . . ?
C5 C6 H6 126.8 . . ?
N4 C6 H6 126.8 . . ?
N3 C7 C8 109.61(15) . . ?
N3 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
N3 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C13 C8 C9 119.20(17) . . ?
C13 C8 C7 120.60(18) . . ?
C9 C8 C7 119.96(19) . . ?
C10 C9 C8 120.45(18) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.81(17) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 119.59(17) . . ?
C12 C11 C14 120.75(16) . . ?
C10 C11 C14 119.30(16) . . ?
C13 C12 C11 119.99(18) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C8 C13 C12 120.37(18) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
O2 C14 O1 120.25(17) . . ?
O2 C14 C11 120.12(17) . . ?
O1 C14 C11 119.49(17) . . ?
O2 C14 Co1 66.13(10) . 1_655 ?
O1 C14 Co1 54.32(9) . 1_655 ?
C11 C14 Co1 169.62(13) . 1_655 ?
N4 C15 C16 113.30(15) . . ?
N4 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
N4 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C20 C16 C17 119.09(17) . . ?
C20 C16 C15 122.55(17) . . ?
C17 C16 C15 118.36(17) . . ?
C18 C17 C16 120.31(19) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C21 119.04(18) . . ?
C18 C19 C22 121.4(2) . . ?
C21 C19 C22 119.30(19) . . ?
C21 C20 C16 120.44(18) . . ?
C21 C20 H20 119.8 . . ?
C16 C20 H20 119.8 . . ?
C20 C21 C19 120.51(18) . . ?
C20 C21 H21 119.7 . . ?
C19 C21 H21 119.7 . . ?
O4 C22 O3 122.0(2) . . ?
O4 C22 C19 120.5(2) . . ?
O3 C22 C19 117.3(2) . . ?
O3 Co1 O1 133.61(6) 8_455 1_455 ?
O3 Co1 N2 103.21(7) 8_455 5_656 ?
O1 Co1 N2 102.45(6) 1_455 5_656 ?
O3 Co1 N1 99.88(6) 8_455 . ?
O1 Co1 N1 114.38(6) 1_455 . ?
N2 Co1 N1 97.23(6) 5_656 . ?
O3 Co1 O2 90.05(6) 8_455 1_455 ?
O1 Co1 O2 60.24(5) 1_455 1_455 ?
N2 Co1 O2 162.68(5) 5_656 1_455 ?
N1 Co1 O2 91.31(6) . 1_455 ?
O3 Co1 C14 112.28(7) 8_455 1_455 ?
O1 Co1 C14 30.47(6) 1_455 1_455 ?
N2 Co1 C14 132.84(6) 5_656 1_455 ?
N1 Co1 C14 105.83(6) . 1_455 ?
O2 Co1 C14 29.83(6) 1_455 1_455 ?
C1 N1 C3 105.90(15) . . ?
C1 N1 Co1 127.62(12) . . ?
C3 N1 Co1 125.29(12) . . ?
C2 N2 C5 105.88(15) . . ?
C2 N2 Co1 129.23(12) . 5_656 ?
C5 N2 Co1 124.58(13) . 5_656 ?
C1 N3 C4 106.73(15) . . ?
C1 N3 C7 126.47(15) . . ?
C4 N3 C7 126.73(15) . . ?
C2 N4 C6 107.38(16) . . ?
C2 N4 C15 126.69(16) . . ?
C6 N4 C15 125.91(16) . . ?
C14 O1 Co1 95.21(12) . 1_655 ?
C14 O2 Co1 84.04(11) . 1_655 ?
C22 O3 Co1 104.04(14) . 8_556 ?
H5D O5 H5A 109.5 . . ?
H6B O6 H6D 109.4 . . ?
H7F O7 H7E 107.8 . . ?

_refine_diff_density_max         0.527
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.049

_shelxl_version_number           2014-3

