# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_sq
_database_code_depnum_ccdc_archive 'CCDC 1963723'
loop_
_audit_author_name
_audit_author_address
'Juan-Juan Hou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-11-05 deposited with the CCDC.	2019-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H7 Co3 N6 O6'
_chemical_formula_weight         532.05

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'

_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                   18.453(2)
_cell_length_b                   11.663(2)
_cell_length_c                   11.0742(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.348(9)
_cell_angle_gamma                90
_cell_volume                     2376.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    767
_cell_measurement_theta_min      3.9510
_cell_measurement_theta_max      26.3900

_exptl_crystal_description       column
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.105
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4215
_diffrn_reflns_av_unetI/netI     0.1688
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.494
_diffrn_reflns_theta_max         26.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2563
_reflns_number_gt                1490
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0441P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2563
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1185
_refine_ls_R_factor_gt           0.0691
_refine_ls_wR_factor_ref         0.1713
_refine_ls_wR_factor_gt          0.1395
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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 0.000000 0.39665(12) 0.250000 0.0210(4) Uani 1 2 d S T P . .
Co2 Co 0.07420(5) 0.42705(9) -0.00909(7) 0.0257(3) Uani 1 1 d . . . . .
O1 O 0.1301(3) 0.2861(4) 0.0593(4) 0.0326(13) Uani 1 1 d . . . . .
O2 O 0.0785(3) 0.2669(4) 0.2356(4) 0.0307(13) Uani 1 1 d . . . . .
O4 O -0.0211(2) 0.4139(4) 0.0684(3) 0.0231(12) Uani 1 1 d . . . . .
N1 N 0.3719(3) 0.0613(5) 0.1673(4) 0.0242(15) Uani 1 1 d . . . . .
N2 N 0.4110(3) 0.0143(5) 0.2602(4) 0.0206(14) Uani 1 1 d . . . . .
N3 N 0.3765(3) 0.0233(5) 0.3622(4) 0.0258(15) Uani 1 1 d . . . . .
C1 C 0.3098(4) 0.1008(6) 0.2092(6) 0.0266(18) Uani 1 1 d . . . . .
C2 C 0.3136(4) 0.0784(6) 0.3335(5) 0.0231(17) Uani 1 1 d . . . . .
C3 C 0.2571(4) 0.1100(7) 0.4053(6) 0.036(2) Uani 1 1 d . . . . .
H3 H 0.259209 0.094231 0.487857 0.044 Uiso 1 1 calc R U . . .
C4 C 0.1996(5) 0.1643(8) 0.3483(6) 0.045(2) Uani 1 1 d . . . . .
H4 H 0.161435 0.186302 0.393457 0.054 Uiso 1 1 calc R U . . .
C5 C 0.1948(4) 0.1895(7) 0.2221(6) 0.0280(18) Uani 1 1 d . . . . .
C6 C 0.2502(4) 0.1597(6) 0.1526(6) 0.0284(18) Uani 1 1 d . . . . .
H6 H 0.248389 0.177949 0.070666 0.034 Uiso 1 1 calc R U . . .
C7 C 0.1302(4) 0.2528(6) 0.1692(6) 0.0266(17) 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 O4 2.029(4) 2 ?
Co1 O4 2.030(4) . ?
Co1 O2 2.110(5) 2 ?
Co1 O2 2.110(5) . ?
Co1 N2 2.150(5) 4 ?
Co1 N2 2.150(5) 3_455 ?
Co2 O4 2.019(4) . ?
Co2 O1 2.054(5) . ?
Co2 N1 2.084(5) 7 ?
Co2 N3 2.123(5) 4 ?
Co2 O4 2.176(5) 5_565 ?
O1 C7 1.278(7) . ?
O2 C7 1.258(7) . ?
N1 N2 1.328(7) . ?
N1 C1 1.349(8) . ?
N2 N3 1.342(6) . ?
N3 C2 1.345(8) . ?
C1 C2 1.398(8) . ?
C1 C6 1.403(9) . ?
C2 C3 1.407(9) . ?
C3 C4 1.350(10) . ?
C4 C5 1.425(9) . ?
C5 C6 1.370(9) . ?
C5 C7 1.484(9) . ?

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
O4 Co1 O4 168.6(3) 2 . ?
O4 Co1 O2 94.42(18) 2 2 ?
O4 Co1 O2 93.73(18) . 2 ?
O4 Co1 O2 93.73(18) 2 . ?
O4 Co1 O2 94.42(18) . . ?
O2 Co1 O2 88.3(3) 2 . ?
O4 Co1 N2 84.20(18) 2 4 ?
O4 Co1 N2 88.54(19) . 4 ?
O2 Co1 N2 173.6(2) 2 4 ?
O2 Co1 N2 85.5(2) . 4 ?
O4 Co1 N2 88.54(18) 2 3_455 ?
O4 Co1 N2 84.20(18) . 3_455 ?
O2 Co1 N2 85.5(2) 2 3_455 ?
O2 Co1 N2 173.6(2) . 3_455 ?
N2 Co1 N2 100.7(3) 4 3_455 ?
O4 Co2 O1 102.20(19) . . ?
O4 Co2 N1 148.0(2) . 7 ?
O1 Co2 N1 96.0(2) . 7 ?
O4 Co2 N3 92.91(19) . 4 ?
O1 Co2 N3 88.1(2) . 4 ?
N1 Co2 N3 113.9(2) 7 4 ?
O4 Co2 O4 78.82(19) . 5_565 ?
O1 Co2 O4 174.48(19) . 5_565 ?
N1 Co2 O4 85.61(19) 7 5_565 ?
N3 Co2 O4 86.4(2) 4 5_565 ?
C7 O1 Co2 124.0(4) . . ?
C7 O2 Co1 133.9(5) . . ?
Co2 O4 Co1 108.7(2) . . ?
Co2 O4 Co2 101.18(19) . 5_565 ?
Co1 O4 Co2 115.6(2) . 5_565 ?
N2 N1 C1 107.5(5) . . ?
N2 N1 Co2 114.3(4) . 7 ?
C1 N1 Co2 137.6(5) . 7 ?
N1 N2 N3 110.8(5) . . ?
N1 N2 Co1 126.5(4) . 3_545 ?
N3 N2 Co1 120.4(4) . 3_545 ?
N2 N3 C2 107.1(5) . . ?
N2 N3 Co2 113.7(4) . 4_545 ?
C2 N3 Co2 138.2(4) . 4_545 ?
N1 C1 C2 107.1(6) . . ?
N1 C1 C6 132.2(6) . . ?
C2 C1 C6 120.6(6) . . ?
N3 C2 C1 107.4(6) . . ?
N3 C2 C3 130.9(6) . . ?
C1 C2 C3 121.6(6) . . ?
C4 C3 C2 116.6(6) . . ?
C3 C4 C5 122.9(7) . . ?
C6 C5 C4 120.4(7) . . ?
C6 C5 C7 121.0(6) . . ?
C4 C5 C7 118.5(6) . . ?
C5 C6 C1 117.8(6) . . ?
O2 C7 O1 124.7(7) . . ?
O2 C7 C5 117.1(6) . . ?
O1 C7 C5 118.1(6) . . ?

_refine_diff_density_max         0.972
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.136


####################################################################### 
# 
# 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_3_sq
_database_code_depnum_ccdc_archive 'CCDC 1963725'
loop_
_audit_author_name
_audit_author_address
'Juan-Juan Hou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-11-05 deposited with the CCDC.	2019-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H6 Co2.36 Fe0.19 N6 Ni0.45 O6'
_chemical_formula_weight         530.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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'
Fe Fe -1.1336 3.1974 '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      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                   17.7685(9)
_cell_length_b                   12.7627(9)
_cell_length_c                   11.2090(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.114(4)
_cell_angle_gamma                90
_cell_volume                     2531.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    965
_cell_measurement_theta_min      5.6600
_cell_measurement_theta_max      69.7830

_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             1045
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    13.538
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6403
_diffrn_reflns_av_unetI/netI     0.0765
_diffrn_reflns_av_R_equivalents  0.0833
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.271
_diffrn_reflns_theta_max         73.043
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2523
_reflns_number_gt                1818
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0925P)²+1.8539P] 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         2523
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1734
_refine_ls_wR_factor_gt          0.1575
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.000000 0.40577(9) 0.250000 0.0229(3) Uani 0.7867 2 d S T P . .
Ni1 Ni 0.000000 0.40577(9) 0.250000 0.0229(3) Uani 0.15 2 d S T P . .
Fe1 Fe 0.000000 0.40577(9) 0.250000 0.0229(3) Uani 0.0633 2 d S T P . .
Co2 Co 0.07890(4) 0.55816(6) 0.49979(7) 0.0248(3) Uani 0.7867 1 d . . P . .
Ni2 Ni 0.07890(4) 0.55816(6) 0.49979(7) 0.0248(3) Uani 0.15 1 d . . P . .
Fe2 Fe 0.07890(4) 0.55816(6) 0.49979(7) 0.0248(3) Uani 0.0633 1 d . . P . .
O1 O -0.1359(2) 0.3123(3) 0.4362(3) 0.0359(9) Uani 1 1 d . . . . .
O2 O -0.0818(2) 0.2905(3) 0.2650(3) 0.0373(10) Uani 1 1 d . . . . .
O3 O 0.02062(18) 0.4193(3) 0.4327(3) 0.0254(8) Uani 1 1 d . . . . .
N1 N -0.3731(2) 0.0651(3) 0.3375(4) 0.0316(11) Uani 1 1 d . . . . .
N2 N -0.4104(2) 0.0165(3) 0.2448(4) 0.0287(10) Uani 1 1 d . . . . .
N3 N -0.3771(2) 0.0294(3) 0.1457(4) 0.0283(10) Uani 1 1 d . . . . .
C1 C -0.3121(3) 0.1122(4) 0.2952(5) 0.0316(13) Uani 1 1 d . . . . .
C2 C -0.3141(3) 0.0885(4) 0.1732(5) 0.0308(12) Uani 1 1 d . . . . .
C3 C -0.2598(3) 0.1269(5) 0.1009(5) 0.0421(15) Uani 1 1 d . . . . .
H3A H -0.262457 0.113095 0.019149 0.051 Uiso 1 1 calc R U . . .
C4 C -0.2029(3) 0.1855(5) 0.1566(5) 0.0425(15) Uani 1 1 d . . . . .
H4A H -0.165662 0.211296 0.111272 0.051 Uiso 1 1 calc R U . . .
C5 C -0.1983(3) 0.2085(4) 0.2797(5) 0.0326(13) Uani 1 1 d . . . . .
C6 C -0.2521(3) 0.1732(4) 0.3507(5) 0.0342(13) Uani 1 1 d . . . . .
H6A H -0.249227 0.188611 0.432066 0.041 Uiso 1 1 calc R U . . .
C7 C -0.1324(3) 0.2763(4) 0.3307(5) 0.0342(13) 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 O3 2.055(3) 2 ?
Co1 O3 2.055(3) . ?
Co1 O2 2.085(3) 2 ?
Co1 O2 2.085(3) . ?
Co1 N2 2.133(4) 3 ?
Co1 N2 2.133(4) 4_455 ?
Co2 O3 2.005(3) 5_566 ?
Co2 O1 2.036(4) 5_566 ?
Co2 N3 2.075(4) 8_556 ?
Co2 N1 2.079(4) 3 ?
Co2 O3 2.154(3) . ?
O1 C7 1.276(6) . ?
O2 C7 1.226(6) . ?
N1 N2 1.335(6) . ?
N1 C1 1.361(6) . ?
N2 N3 1.315(5) . ?
N3 C2 1.363(6) . ?
C1 C2 1.397(7) . ?
C1 C6 1.419(7) . ?
C2 C3 1.403(7) . ?
C3 C4 1.362(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.407(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.372(7) . ?
C5 C7 1.526(7) . ?
C6 H6A 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
O3 Co1 O3 170.3(2) 2 . ?
O3 Co1 O2 92.45(13) 2 2 ?
O3 Co1 O2 94.37(14) . 2 ?
O3 Co1 O2 94.37(14) 2 . ?
O3 Co1 O2 92.45(13) . . ?
O2 Co1 O2 90.2(2) 2 . ?
O3 Co1 N2 89.08(14) 2 3 ?
O3 Co1 N2 84.51(14) . 3 ?
O2 Co1 N2 86.47(15) 2 3 ?
O2 Co1 N2 175.32(16) . 3 ?
O3 Co1 N2 84.51(14) 2 4_455 ?
O3 Co1 N2 89.08(14) . 4_455 ?
O2 Co1 N2 175.32(16) 2 4_455 ?
O2 Co1 N2 86.47(15) . 4_455 ?
N2 Co1 N2 97.0(2) 3 4_455 ?
O3 Co2 O1 100.29(14) 5_566 5_566 ?
O3 Co2 N3 93.58(15) 5_566 8_556 ?
O1 Co2 N3 91.06(16) 5_566 8_556 ?
O3 Co2 N1 140.22(16) 5_566 3 ?
O1 Co2 N1 92.51(15) 5_566 3 ?
N3 Co2 N1 123.90(17) 8_556 3 ?
O3 Co2 O3 80.63(14) 5_566 . ?
O1 Co2 O3 178.84(15) 5_566 . ?
N3 Co2 O3 88.17(15) 8_556 . ?
N1 Co2 O3 87.21(15) 3 . ?
C7 O1 Co2 123.8(3) . 5_566 ?
C7 O2 Co1 135.0(4) . . ?
Co2 O3 Co1 107.66(15) 5_566 . ?
Co2 O3 Co2 99.38(14) 5_566 . ?
Co1 O3 Co2 117.06(16) . . ?
N2 N1 C1 106.9(4) . . ?
N2 N1 Co2 116.6(3) . 3_445 ?
C1 N1 Co2 136.5(4) . 3_445 ?
N3 N2 N1 111.7(4) . . ?
N3 N2 Co1 120.0(3) . 3_445 ?
N1 N2 Co1 127.4(3) . 3_445 ?
N2 N3 C2 107.5(4) . . ?
N2 N3 Co2 115.6(3) . 8_455 ?
C2 N3 Co2 136.1(3) . 8_455 ?
N1 C1 C2 107.1(5) . . ?
N1 C1 C6 132.9(5) . . ?
C2 C1 C6 120.0(5) . . ?
N3 C2 C1 106.9(4) . . ?
N3 C2 C3 131.0(5) . . ?
C1 C2 C3 122.1(5) . . ?
C4 C3 C2 116.6(5) . . ?
C4 C3 H3A 121.7 . . ?
C2 C3 H3A 121.7 . . ?
C3 C4 C5 122.7(5) . . ?
C3 C4 H4A 118.7 . . ?
C5 C4 H4A 118.7 . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 C7 121.3(5) . . ?
C4 C5 C7 117.5(5) . . ?
C5 C6 C1 117.4(5) . . ?
C5 C6 H6A 121.3 . . ?
C1 C6 H6A 121.3 . . ?
O2 C7 O1 127.1(5) . . ?
O2 C7 C5 116.1(5) . . ?
O1 C7 C5 116.9(4) . . ?

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
C1 N1 N2 N3 0.0(6) . . . . ?
Co2 N1 N2 N3 177.3(3) 3_445 . . . ?
C1 N1 N2 Co1 168.5(4) . . . 3_445 ?
Co2 N1 N2 Co1 -14.2(5) 3_445 . . 3_445 ?
N1 N2 N3 C2 0.6(6) . . . . ?
Co1 N2 N3 C2 -168.8(3) 3_445 . . . ?
N1 N2 N3 Co2 172.2(3) . . . 8_455 ?
Co1 N2 N3 Co2 2.8(5) 3_445 . . 8_455 ?
N2 N1 C1 C2 -0.7(6) . . . . ?
Co2 N1 C1 C2 -177.1(4) 3_445 . . . ?
N2 N1 C1 C6 -179.1(6) . . . . ?
Co2 N1 C1 C6 4.5(10) 3_445 . . . ?
N2 N3 C2 C1 -1.1(6) . . . . ?
Co2 N3 C2 C1 -170.1(4) 8_455 . . . ?
N2 N3 C2 C3 -178.3(6) . . . . ?
Co2 N3 C2 C3 12.7(10) 8_455 . . . ?
N1 C1 C2 N3 1.1(6) . . . . ?
C6 C1 C2 N3 179.7(5) . . . . ?
N1 C1 C2 C3 178.6(5) . . . . ?
C6 C1 C2 C3 -2.8(9) . . . . ?
N3 C2 C3 C4 179.4(6) . . . . ?
C1 C2 C3 C4 2.5(9) . . . . ?
C2 C3 C4 C5 -0.9(10) . . . . ?
C3 C4 C5 C6 -0.6(10) . . . . ?
C3 C4 C5 C7 -179.1(6) . . . . ?
C4 C5 C6 C1 0.3(9) . . . . ?
C7 C5 C6 C1 178.8(5) . . . . ?
N1 C1 C6 C5 179.5(6) . . . . ?
C2 C1 C6 C5 1.3(8) . . . . ?
Co1 O2 C7 O1 -24.5(9) . . . . ?
Co1 O2 C7 C5 155.2(4) . . . . ?
Co2 O1 C7 O2 22.6(8) 5_566 . . . ?
Co2 O1 C7 C5 -157.0(4) 5_566 . . . ?
C6 C5 C7 O2 169.4(5) . . . . ?
C4 C5 C7 O2 -12.0(8) . . . . ?
C6 C5 C7 O1 -10.9(8) . . . . ?
C4 C5 C7 O1 167.6(5) . . . . ?

_refine_diff_density_max         0.627
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.111







####################################################################### 
# 
# 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_2_sq
_database_code_depnum_ccdc_archive 'CCDC 1963724'
loop_
_audit_author_name
_audit_author_address
'Juan-Juan Hou'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-11-05 deposited with the CCDC.	2019-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H7 Co2.79 Fe0.21 N6 O6'
_chemical_formula_weight         531.40

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'
Fe Fe 0.3463 0.8444 '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                   17.648(6)
_cell_length_b                   13.038(4)
_cell_length_c                   11.183(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.34(3)
_cell_angle_gamma                90
_cell_volume                     2562.1(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    847
_cell_measurement_theta_min      3.8730
_cell_measurement_theta_max      26.9790

_exptl_crystal_description       column
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_F_000             1047
_exptl_transmission_factor_min   0.39239
_exptl_transmission_factor_max   1.00000
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.936
_shelx_estimated_absorpt_T_min   0.39239
_shelx_estimated_absorpt_T_max   1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4695
_diffrn_reflns_av_unetI/netI     0.1477
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.622
_diffrn_reflns_theta_max         26.990
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2746
_reflns_number_gt                1643
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0306P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2746
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1338
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
Co2 Co 0.41976(5) 0.05775(6) -0.00129(6) 0.0233(3) Uani 0.93 1 d . . P . .
Fe2 Fe 0.41976(5) 0.05775(6) -0.00129(6) 0.0233(3) Uani 0.07 1 d . . P . .
Co1 Co 0.500000 0.09238(9) -0.250000 0.0215(3) Uani 0.93 2 d S T P . .
Fe1 Fe 0.500000 0.09238(9) -0.250000 0.0215(3) Uani 0.07 2 d S T P . .
O3 O 0.5212(2) 0.0795(3) -0.0662(3) 0.0211(9) Uani 1 1 d . . . . .
C1 C 0.3098(4) 0.1095(4) 0.2049(5) 0.0269(15) Uani 1 1 d . . . . .
C2 C 0.3122(4) 0.0872(5) 0.3252(5) 0.0256(15) Uani 1 1 d . . . . .
C3 C 0.2581(4) 0.1260(5) 0.3968(5) 0.0366(18) Uani 1 1 d . . . . .
H3 H 0.260726 0.111619 0.478519 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2012(4) 0.1857(5) 0.3428(5) 0.0359(17) Uani 1 1 d . . . . .
H4 H 0.164361 0.211737 0.388723 0.043 Uiso 1 1 calc R U . . .
C5 C 0.1969(4) 0.2089(5) 0.2186(5) 0.0256(15) Uani 1 1 d . . . . .
C6 C 0.2510(4) 0.1720(5) 0.1486(5) 0.0287(16) Uani 1 1 d . . . . .
H6 H 0.249144 0.187392 0.067230 0.034 Uiso 1 1 calc R U . . .
C7 C 0.1334(4) 0.2794(5) 0.1691(5) 0.0270(15) Uani 1 1 d . . . . .
O1 O 0.1371(2) 0.3145(3) 0.0643(3) 0.0314(11) Uani 1 1 d . . . . .
O2 O 0.0821(2) 0.2956(3) 0.2355(3) 0.0320(11) Uani 1 1 d . . . . .
N1 N 0.3708(3) 0.0637(4) 0.1606(4) 0.0243(12) Uani 1 1 d . . . . .
N2 N 0.4092(3) 0.0149(4) 0.2542(4) 0.0229(12) Uani 1 1 d . . . . .
N3 N 0.3743(3) 0.0286(4) 0.3538(4) 0.0240(12) 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
Fe2 O3 2.013(4) . ?
Fe2 O1 2.037(4) 7 ?
Fe2 N3 2.072(5) 6 ?
Fe2 N1 2.079(4) . ?
Fe2 O3 2.171(4) 5_655 ?
Fe1 O3 2.062(3) 2_654 ?
Fe1 O3 2.062(3) . ?
Fe1 O2 2.074(4) 8 ?
Fe1 O2 2.074(4) 7 ?
Fe1 N2 2.131(5) 6 ?
Fe1 N2 2.131(5) 5_655 ?
C1 N1 1.363(7) . ?
C1 C2 1.373(7) . ?
C1 C6 1.419(8) . ?
C2 N3 1.349(7) . ?
C2 C3 1.397(8) . ?
C3 C4 1.366(8) . ?
C4 C5 1.417(7) . ?
C5 C6 1.377(7) . ?
C5 C7 1.514(8) . ?
C7 O2 1.242(7) . ?
C7 O1 1.265(6) . ?
N1 N2 1.352(6) . ?
N2 N3 1.334(6) . ?

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 Fe2 O1 100.73(16) . 7 ?
O3 Fe2 N3 95.01(17) . 6 ?
O1 Fe2 N3 91.79(18) 7 6 ?
O3 Fe2 N1 139.86(17) . . ?
O1 Fe2 N1 92.26(17) 7 . ?
N3 Fe2 N1 122.61(19) 6 . ?
O3 Fe2 O3 80.04(15) . 5_655 ?
O1 Fe2 O3 179.17(16) 7 5_655 ?
N3 Fe2 O3 87.84(17) 6 5_655 ?
N1 Fe2 O3 87.32(16) . 5_655 ?
O3 Fe1 O3 170.7(2) 2_654 . ?
O3 Fe1 O2 92.44(15) 2_654 8 ?
O3 Fe1 O2 94.13(15) . 8 ?
O3 Fe1 O2 94.13(15) 2_654 7 ?
O3 Fe1 O2 92.44(15) . 7 ?
O2 Fe1 O2 90.5(2) 8 7 ?
O3 Fe1 N2 84.36(16) 2_654 6 ?
O3 Fe1 N2 89.51(16) . 6 ?
O2 Fe1 N2 174.97(18) 8 6 ?
O2 Fe1 N2 85.91(18) 7 6 ?
O3 Fe1 N2 89.51(16) 2_654 5_655 ?
O3 Fe1 N2 84.36(16) . 5_655 ?
O2 Fe1 N2 85.91(18) 8 5_655 ?
O2 Fe1 N2 174.97(18) 7 5_655 ?
N2 Fe1 N2 97.9(3) 6 5_655 ?
Fe2 O3 Fe1 106.63(17) . . ?
Fe2 O3 Co2 99.96(15) . 5_655 ?
Fe1 O3 Co2 116.75(17) . 5_655 ?
N1 C1 C2 108.0(5) . . ?
N1 C1 C6 131.3(5) . . ?
C2 C1 C6 120.7(5) . . ?
N3 C2 C1 107.6(5) . . ?
N3 C2 C3 130.7(5) . . ?
C1 C2 C3 121.6(6) . . ?
C4 C3 C2 117.8(6) . . ?
C3 C4 C5 121.7(6) . . ?
C6 C5 C4 120.3(6) . . ?
C6 C5 C7 122.3(5) . . ?
C4 C5 C7 117.3(5) . . ?
C5 C6 C1 117.8(5) . . ?
O2 C7 O1 126.6(6) . . ?
O2 C7 C5 116.1(5) . . ?
O1 C7 C5 117.2(5) . . ?
C7 O1 Co2 123.3(4) . 7 ?
C7 O2 Co1 136.0(4) . 7 ?
N2 N1 C1 106.3(4) . . ?
N2 N1 Fe2 115.9(4) . . ?
C1 N1 Fe2 137.6(4) . . ?
N3 N2 N1 110.2(4) . . ?
N3 N2 Co1 120.8(4) . 5_655 ?
N1 N2 Co1 128.0(3) . 5_655 ?
N2 N3 C2 107.8(4) . . ?
N2 N3 Co2 113.9(4) . 6_556 ?
C2 N3 Co2 137.7(4) . 6_556 ?

_refine_diff_density_max         0.687
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.122


