# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

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

data_Co-Ci-2D
_database_code_depnum_ccdc_archive 'CCDC 2160558'
loop_
_audit_author_name
_audit_author_address
'Xiaoqiang  Liang'
;Xian Polytechnic University
China
;
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2023-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H14 Co0.50 N3 O4'
_chemical_formula_sum            'C11 H14 Co0.50 N3 O4'
_chemical_formula_weight         281.72

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   6.5965(9)
_cell_length_b                   18.185(3)
_cell_length_c                   10.8523(18)
_cell_angle_alpha                90
_cell_angle_beta                 93.924(5)
_cell_angle_gamma                90
_cell_volume                     1298.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4108
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      26.29

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             582
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.717
_shelx_estimated_absorpt_T_min   0.49
_shelx_estimated_absorpt_T_max   0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_process_details   SADABS;Bruker,2008
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(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            20025
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_av_R_equivalents  0.1035
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.926
_diffrn_reflns_theta_max         26.394
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             2638
_reflns_number_gt                1795
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0392P)²+1.2495P] 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         2638
_refine_ls_number_parameters     177
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1135
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
C1 C 0.0061(5) 0.85813(18) 0.1733(3) 0.0342(7) Uani 1 1 d . . . . .
H1 H -0.1213 0.8678 0.2059 0.041 Uiso 1 1 calc R U . . .
C2 C 0.1285(5) 0.79571(17) 0.2027(3) 0.0306(7) Uani 1 1 d . . . . .
C3 C 0.2991(5) 0.80454(18) 0.1327(3) 0.0321(7) Uani 1 1 d . . . . .
C4 C 0.4579(5) 0.75341(19) 0.1365(3) 0.0372(8) Uani 1 1 d . . . . .
H4 H 0.5720 0.7595 0.0886 0.045 Uiso 1 1 calc R U . . .
C5 C 0.1153(5) 0.73444(18) 0.2797(3) 0.0324(7) Uani 1 1 d . . . . .
H5 H 0.0013 0.7280 0.3276 0.039 Uiso 1 1 calc R U . . .
C6 C 0.4403(5) 0.69394(18) 0.2130(3) 0.0353(8) Uani 1 1 d . . . . .
H6 H 0.5458 0.6583 0.2182 0.042 Uiso 1 1 calc R U . . .
C7 C 0.2701(5) 0.68376(18) 0.2848(3) 0.0321(7) Uani 1 1 d . . . . .
C8 C 0.2593(5) 0.61808(18) 0.3681(3) 0.0316(7) Uani 1 1 d . . . . .
C9 C 0.4629(6) 0.9579(2) 0.3328(3) 0.0452(9) Uani 1 1 d . . . . .
H9 H 0.3781 0.9917 0.2868 0.054 Uiso 1 1 calc R U . . .
C10 C 0.4964(8) 0.8642(3) 0.4889(4) 0.0776(14) Uani 1 1 d . . . . .
H10A H 0.4365 0.8156 0.4723 0.116 Uiso 1 1 calc R U . . .
H10B H 0.4950 0.8752 0.5772 0.116 Uiso 1 1 calc R U . . .
H10C H 0.6368 0.8646 0.4647 0.116 Uiso 1 1 calc R U . . .
C11 C 0.1707(6) 0.9302(3) 0.4495(4) 0.0693(14) Uani 1 1 d . . . . .
H11A H 0.1040 0.9653 0.3913 0.104 Uiso 1 1 calc R U . . .
H11B H 0.1692 0.9496 0.5336 0.104 Uiso 1 1 calc R U . . .
H11C H 0.0980 0.8832 0.4441 0.104 Uiso 1 1 calc R U . . .
Co1 Co 0.0000 1.0000 0.0000 0.02904(18) Uani 1 2 d S . P . .
N1 N 0.2712(4) 0.86852(15) 0.0692(2) 0.0333(6) Uani 1 1 d . . . . .
H1A H 0.3572 0.8865 0.0185 0.040 Uiso 1 1 calc R U . . .
N2 N 0.0934(4) 0.90113(15) 0.0942(2) 0.0326(6) Uani 1 1 d . . . . .
N3 N 0.3797(4) 0.91915(18) 0.4188(3) 0.0473(8) Uani 1 1 d . . . . .
O1 O 0.3868(3) 0.56703(12) 0.3556(2) 0.0331(5) Uani 1 1 d . . . . .
O2 O 0.1272(3) 0.61850(13) 0.4458(2) 0.0385(6) Uani 1 1 d . . . . .
O3 O 0.2837(3) 0.99935(14) -0.0762(2) 0.0311(5) Uani 1 1 d . . . . .
H3WA H 0.297(5) 1.008(2) -0.149(4) 0.047 Uiso 1 1 d . U . . .
H3WB H 0.343(5) 1.036(2) -0.038(3) 0.047 Uiso 1 1 d . U . . .
O4 O 0.6415(4) 0.95385(16) 0.3075(2) 0.0531(7) 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
C1 N2 1.322(4) . ?
C1 C2 1.417(4) . ?
C2 C5 1.399(4) . ?
C2 C3 1.410(4) . ?
C3 N1 1.358(4) . ?
C3 C4 1.399(4) . ?
C4 C6 1.373(4) . ?
C5 C7 1.374(4) . ?
C6 C7 1.422(4) . ?
C7 C8 1.503(4) . ?
C8 O2 1.254(4) . ?
C8 O1 1.266(4) . ?
C9 O4 1.231(4) . ?
C9 N3 1.318(5) . ?
C10 N3 1.445(5) . ?
C11 N3 1.454(5) . ?
Co1 O1 2.083(2) 4_575 ?
Co1 O1 2.083(2) 2 ?
Co1 O3 2.097(2) 3_575 ?
Co1 O3 2.097(2) . ?
Co1 N2 2.138(3) 3_575 ?
Co1 N2 2.138(3) . ?
N1 N2 1.358(4) . ?
O1 Co1 2.083(2) 2_545 ?

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 C2 110.7(3) . . ?
C5 C2 C3 119.8(3) . . ?
C5 C2 C1 135.6(3) . . ?
C3 C2 C1 104.5(3) . . ?
N1 C3 C4 131.3(3) . . ?
N1 C3 C2 106.6(3) . . ?
C4 C3 C2 122.1(3) . . ?
C6 C4 C3 116.6(3) . . ?
C7 C5 C2 118.8(3) . . ?
C4 C6 C7 122.4(3) . . ?
C5 C7 C6 120.2(3) . . ?
C5 C7 C8 119.5(3) . . ?
C6 C7 C8 120.3(3) . . ?
O2 C8 O1 125.0(3) . . ?
O2 C8 C7 117.6(3) . . ?
O1 C8 C7 117.3(3) . . ?
O4 C9 N3 125.3(4) . . ?
O1 Co1 O1 180.00(10) 4_575 2 ?
O1 Co1 O3 90.95(9) 4_575 3_575 ?
O1 Co1 O3 89.05(9) 2 3_575 ?
O1 Co1 O3 89.05(9) 4_575 . ?
O1 Co1 O3 90.95(9) 2 . ?
O3 Co1 O3 180.0 3_575 . ?
O1 Co1 N2 93.20(10) 4_575 3_575 ?
O1 Co1 N2 86.80(10) 2 3_575 ?
O3 Co1 N2 87.03(9) 3_575 3_575 ?
O3 Co1 N2 92.97(9) . 3_575 ?
O1 Co1 N2 86.80(10) 4_575 . ?
O1 Co1 N2 93.20(10) 2 . ?
O3 Co1 N2 92.98(9) 3_575 . ?
O3 Co1 N2 87.02(9) . . ?
N2 Co1 N2 180.0 3_575 . ?
N2 N1 C3 111.2(3) . . ?
C1 N2 N1 107.0(3) . . ?
C1 N2 Co1 133.1(2) . . ?
N1 N2 Co1 119.8(2) . . ?
C9 N3 C10 120.6(3) . . ?
C9 N3 C11 122.4(4) . . ?
C10 N3 C11 117.0(4) . . ?
C8 O1 Co1 123.7(2) . 2_545 ?

_refine_diff_density_max         0.416
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_Ni-Ci-2D
_database_code_depnum_ccdc_archive 'CCDC 2160559'
loop_
_audit_author_name
_audit_author_address
'Xiaoqiang  Liang'
;Xian Polytechnic University
China
;
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2023-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H14 N3 Ni0.50 O4'
_chemical_formula_sum            'C11 H14 N3 Ni0.50 O4'
_chemical_formula_weight         281.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   6.5606(4)
_cell_length_b                   18.0108(13)
_cell_length_c                   10.9601(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.960(2)
_cell_angle_gamma                90
_cell_volume                     1291.97(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7288
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_absorpt_coefficient_mu    0.808
_shelx_estimated_absorpt_T_min   0.50
_shelx_estimated_absorpt_T_max   0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_process_details   SADABS;Bruker,2008
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(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            20355
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.262
_diffrn_reflns_theta_max         26.404
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2644
_reflns_number_gt                2106
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0398P)²+0.8516P] 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         2644
_refine_ls_number_parameters     171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0801
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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 0.0055(3) 0.85980(12) 0.6700(2) 0.0315(5) Uani 1 1 d . . . . .
H1 H -0.1216 0.8700 0.7031 0.038 Uiso 1 1 calc R U . . .
C2 C 0.1283(3) 0.79627(12) 0.6988(2) 0.0299(5) Uani 1 1 d . . . . .
C3 C 0.2990(3) 0.80478(12) 0.6290(2) 0.0303(5) Uani 1 1 d . . . . .
C4 C 0.1162(3) 0.73498(12) 0.77674(19) 0.0308(5) Uani 1 1 d . . . . .
H4 H 0.0026 0.7289 0.8250 0.037 Uiso 1 1 calc R U . . .
C5 C 0.4597(3) 0.75305(13) 0.6336(2) 0.0349(5) Uani 1 1 d . . . . .
H5 H 0.5744 0.7591 0.5862 0.042 Uiso 1 1 calc R U . . .
C6 C 0.2727(3) 0.68359(12) 0.78191(19) 0.0295(4) Uani 1 1 d . . . . .
C7 C 0.4424(3) 0.69329(12) 0.7100(2) 0.0339(5) Uani 1 1 d . . . . .
H7 H 0.5480 0.6571 0.7148 0.041 Uiso 1 1 calc R U . . .
C8 C 0.2633(3) 0.61808(11) 0.86663(19) 0.0288(4) Uani 1 1 d . . . . .
C9 C 0.0337(4) 0.45915(14) 0.6704(2) 0.0425(6) Uani 1 1 d . . . . .
H9 H 0.1187 0.4937 0.7154 0.051 Uiso 1 1 calc R U . . .
C10 C -0.0004(5) 0.3643(2) 0.5157(3) 0.0723(10) Uani 1 1 d . . . . .
H10A H -0.1377 0.3614 0.5452 0.108 Uiso 1 1 calc R U . . .
H10B H 0.0672 0.3160 0.5259 0.108 Uiso 1 1 calc R U . . .
H10C H -0.0103 0.3780 0.4289 0.108 Uiso 1 1 calc R U . . .
C11 C 0.3272(4) 0.4313(2) 0.5551(3) 0.0677(9) Uani 1 1 d . . . . .
H11A H 0.3918 0.4684 0.6106 0.102 Uiso 1 1 calc R U . . .
H11B H 0.3292 0.4488 0.4706 0.102 Uiso 1 1 calc R U . . .
H11C H 0.4024 0.3843 0.5641 0.102 Uiso 1 1 calc R U . . .
N1 N 0.0921(3) 0.90250(10) 0.59112(16) 0.0291(4) Uani 1 1 d . . . . .
N2 N 0.2703(3) 0.86919(10) 0.56549(17) 0.0317(4) Uani 1 1 d . . . . .
H2 H 0.3558 0.8870 0.5144 0.038 Uiso 1 1 calc R U . . .
N3 N 0.1173(3) 0.41977(13) 0.58495(19) 0.0446(5) Uani 1 1 d . . . . .
Ni1 Ni 0.0000 1.0000 0.5000 0.02531(12) Uani 1 2 d S . P . .
O1 O 0.1290(2) 0.61854(9) 0.94273(15) 0.0369(4) Uani 1 1 d . . . . .
O2 O 0.3937(2) 0.56704(8) 0.85581(13) 0.0306(3) Uani 1 1 d . . . . .
O3 O 0.2802(2) 0.99987(8) 0.42665(13) 0.0280(3) Uani 1 1 d . . . . .
H3A H 0.2876 1.0099 0.3487 0.042 Uiso 1 1 d R U . . .
H3B H 0.3480 1.0369 0.4526 0.042 Uiso 1 1 d R U . . .
O4 O -0.1449(3) 0.45458(11) 0.69604(16) 0.0495(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
C1 N1 1.315(3) . ?
C1 C2 1.422(3) . ?
C2 C4 1.401(3) . ?
C2 C3 1.407(3) . ?
C3 N2 1.360(3) . ?
C3 C5 1.405(3) . ?
C4 C6 1.381(3) . ?
C5 C7 1.373(3) . ?
C6 C7 1.419(3) . ?
C6 C8 1.505(3) . ?
C8 O1 1.255(3) . ?
C8 O2 1.267(2) . ?
C9 O4 1.227(3) . ?
C9 N3 1.323(3) . ?
C10 N3 1.445(4) . ?
C11 N3 1.452(3) . ?
N1 N2 1.360(2) . ?
N1 Ni1 2.0888(17) . ?
Ni1 O3 2.0566(14) 3_576 ?
Ni1 O3 2.0566(14) . ?
Ni1 O2 2.0711(14) 4_575 ?
Ni1 O2 2.0711(14) 2_556 ?
Ni1 N1 2.0888(17) 3_576 ?
O2 Ni1 2.0711(14) 2_546 ?

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 C2 110.65(19) . . ?
C4 C2 C3 119.85(19) . . ?
C4 C2 C1 135.6(2) . . ?
C3 C2 C1 104.56(18) . . ?
N2 C3 C5 131.4(2) . . ?
N2 C3 C2 106.50(18) . . ?
C5 C3 C2 122.1(2) . . ?
C6 C4 C2 118.7(2) . . ?
C7 C5 C3 116.6(2) . . ?
C4 C6 C7 120.29(19) . . ?
C4 C6 C8 119.25(19) . . ?
C7 C6 C8 120.44(18) . . ?
C5 C7 C6 122.5(2) . . ?
O1 C8 O2 125.25(19) . . ?
O1 C8 C6 117.74(18) . . ?
O2 C8 C6 117.01(19) . . ?
O4 C9 N3 125.1(2) . . ?
C1 N1 N2 107.11(17) . . ?
C1 N1 Ni1 133.00(15) . . ?
N2 N1 Ni1 119.77(13) . . ?
C3 N2 N1 111.17(17) . . ?
C9 N3 C10 120.7(2) . . ?
C9 N3 C11 121.9(3) . . ?
C10 N3 C11 117.4(3) . . ?
O3 Ni1 O3 180.0 3_576 . ?
O3 Ni1 O2 92.07(6) 3_576 4_575 ?
O3 Ni1 O2 87.93(6) . 4_575 ?
O3 Ni1 O2 87.93(6) 3_576 2_556 ?
O3 Ni1 O2 92.07(6) . 2_556 ?
O2 Ni1 O2 180.00(6) 4_575 2_556 ?
O3 Ni1 N1 92.92(6) 3_576 . ?
O3 Ni1 N1 87.08(6) . . ?
O2 Ni1 N1 86.89(6) 4_575 . ?
O2 Ni1 N1 93.11(6) 2_556 . ?
O3 Ni1 N1 87.08(6) 3_576 3_576 ?
O3 Ni1 N1 92.92(6) . 3_576 ?
O2 Ni1 N1 93.12(6) 4_575 3_576 ?
O2 Ni1 N1 86.88(6) 2_556 3_576 ?
N1 Ni1 N1 180.0 . 3_576 ?
C8 O2 Ni1 123.06(13) . 2_546 ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_Co-Ci-mono-A
_database_code_depnum_ccdc_archive 'CCDC 2160560'
loop_
_audit_author_name
_audit_author_address
'Xiaoqiang  Liang'
;Xian Polytechnic University
China
;
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2023-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H9 Co0.50 N2 O4'
_chemical_formula_weight         226.64

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   6.8341(4)
_cell_length_b                   13.4050(9)
_cell_length_c                   19.5832(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1794.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6805
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      26.35

_exptl_crystal_description       rod
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_F_000             932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.013
_shelx_estimated_absorpt_T_min   0.85
_shelx_estimated_absorpt_T_max   0.92
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.864
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_process_details   SADABS;Bruker,2008
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(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            20650
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.039
_diffrn_reflns_theta_max         26.364
_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             1833
_reflns_number_gt                1440
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0407P)²+2.1715P] 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         1833
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0876
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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 1.0000 1.0000 0.0000 0.01121(14) Uani 1 2 d S . P . .
O2 O 0.8118(2) 0.70556(12) 0.37748(8) 0.0173(4) Uani 1 1 d . . . . .
O3 O 1.2614(3) 1.07708(13) 0.01979(10) 0.0173(4) Uani 1 1 d . . . . .
O1 O 0.9676(2) 0.81299(12) 0.44539(8) 0.0164(3) Uani 1 1 d . . . . .
C7 C 0.9272(3) 0.85557(17) 0.32770(11) 0.0131(5) Uani 1 1 d . . . . .
O4 O 0.8468(3) 1.13229(14) 0.02361(9) 0.0191(4) Uani 1 1 d . . . . .
N1 N 0.9802(3) 0.96070(15) 0.10572(10) 0.0152(4) Uani 1 1 d . . . . .
C8 C 0.8998(3) 0.78711(17) 0.38733(11) 0.0134(5) Uani 1 1 d . . . . .
C2 C 0.9375(3) 0.88292(17) 0.20714(11) 0.0142(5) Uani 1 1 d . . . . .
C5 C 0.9049(3) 0.81878(17) 0.26260(11) 0.0147(5) Uani 1 1 d . . . . .
H5 H 0.8681 0.7513 0.2553 0.018 Uiso 1 1 calc R U . . .
N2 N 1.0069(3) 1.02781(15) 0.15781(10) 0.0155(4) Uani 1 1 d . . . . .
H2 H 1.0339 1.0914 0.1518 0.019 Uiso 1 1 calc R U . . .
C6 C 0.9770(3) 0.95761(17) 0.33901(12) 0.0143(5) Uani 1 1 d . . . . .
H6 H 0.9918 0.9811 0.3845 0.017 Uiso 1 1 calc R U . . .
C1 C 0.9368(3) 0.87407(18) 0.13490(12) 0.0159(5) Uani 1 1 d . . . . .
H1 H 0.9090 0.8143 0.1107 0.019 Uiso 1 1 calc R U . . .
C3 C 0.9866(3) 0.98410(16) 0.21935(12) 0.0133(5) Uani 1 1 d . . . . .
C4 C 1.0039(3) 1.02265(17) 0.28575(12) 0.0159(5) Uani 1 1 d . . . . .
H4 H 1.0331 1.0910 0.2935 0.019 Uiso 1 1 calc R U . . .
H3WB H 1.329(5) 1.094(2) -0.0092(15) 0.028(9) Uiso 1 1 d . . . . .
H4WA H 0.755(6) 1.141(3) 0.0037(16) 0.043(11) Uiso 1 1 d . . . . .
H3WA H 1.243(6) 1.122(3) 0.044(2) 0.063(13) Uiso 1 1 d . . . . .
H4WB H 0.910(5) 1.190(3) 0.0294(17) 0.040(9) 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 O3 2.0997(17) 5_775 ?
Co1 O3 2.0997(17) . ?
Co1 O4 2.1108(18) 5_775 ?
Co1 O4 2.1108(18) . ?
Co1 N1 2.141(2) 5_775 ?
Co1 N1 2.141(2) . ?
O2 C8 1.263(3) . ?
O1 C8 1.276(3) . ?
C7 C5 1.376(3) . ?
C7 C6 1.427(3) . ?
C7 C8 1.497(3) . ?
N1 C1 1.328(3) . ?
N1 N2 1.372(3) . ?
C2 C5 1.403(3) . ?
C2 C3 1.417(3) . ?
C2 C1 1.420(3) . ?
N2 C3 1.347(3) . ?
C6 C4 1.372(3) . ?
C3 C4 1.404(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Co1 O3 180.0 5_775 . ?
O3 Co1 O4 88.18(7) 5_775 5_775 ?
O3 Co1 O4 91.82(7) . 5_775 ?
O3 Co1 O4 91.82(7) 5_775 . ?
O3 Co1 O4 88.18(7) . . ?
O4 Co1 O4 180.0 5_775 . ?
O3 Co1 N1 89.80(7) 5_775 5_775 ?
O3 Co1 N1 90.20(7) . 5_775 ?
O4 Co1 N1 87.91(7) 5_775 5_775 ?
O4 Co1 N1 92.09(7) . 5_775 ?
O3 Co1 N1 90.20(7) 5_775 . ?
O3 Co1 N1 89.80(7) . . ?
O4 Co1 N1 92.09(7) 5_775 . ?
O4 Co1 N1 87.91(7) . . ?
N1 Co1 N1 180.0 5_775 . ?
C5 C7 C6 120.9(2) . . ?
C5 C7 C8 119.3(2) . . ?
C6 C7 C8 119.8(2) . . ?
C1 N1 N2 106.45(19) . . ?
C1 N1 Co1 130.22(16) . . ?
N2 N1 Co1 123.31(15) . . ?
O2 C8 O1 123.0(2) . . ?
O2 C8 C7 118.11(19) . . ?
O1 C8 C7 118.9(2) . . ?
C5 C2 C3 119.6(2) . . ?
C5 C2 C1 136.0(2) . . ?
C3 C2 C1 104.4(2) . . ?
C7 C5 C2 118.7(2) . . ?
C3 N2 N1 111.47(19) . . ?
C4 C6 C7 121.5(2) . . ?
N1 C1 C2 110.8(2) . . ?
N2 C3 C4 131.3(2) . . ?
N2 C3 C2 106.8(2) . . ?
C4 C3 C2 121.9(2) . . ?
C6 C4 C3 117.3(2) . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.075

