# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_a38
_database_code_depnum_ccdc_archive 'CCDC 2085569'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-05-24 deposited with the CCDC.	2021-07-27 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         'C22 H20 Co N10'
_chemical_formula_sum            'C22 H20 Co N10'
_chemical_formula_weight         483.41

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

_cell_length_a                   17.196(3)
_cell_length_b                   7.7339(15)
_cell_length_c                   9.988(2)
_cell_angle_alpha                90
_cell_angle_beta                 114.74(3)
_cell_angle_gamma                90
_cell_volume                     1206.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    30.47
_cell_measurement_theta_min      4.1000
_cell_measurement_theta_max      29.0690

_exptl_crystal_description       needle
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             498
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.741
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.71943
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4816
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.351
_diffrn_reflns_theta_max         25.044
_diffrn_reflns_theta_full        25.044
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1146
_reflns_number_gt                1083
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0284P)²+0.5928P] 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         1146
_refine_ls_number_parameters     97
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0643
_refine_ls_wR_factor_gt          0.0628
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_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 0.5000 0.5000 0.5000 0.02941(16) Uani 1 4 d S T P . .
N1 N 0.37084(11) 0.5000 0.3428(2) 0.0354(4) Uani 1 2 d S T P . .
N2 N 0.22959(12) 0.5000 0.2576(2) 0.0453(5) Uani 1 2 d S T P . .
H2 H 0.1798 0.5000 0.2584 0.054 Uiso 1 2 calc R U P . .
N98 N 0.56957(13) 0.0000 0.3047(2) 0.0448(5) Uani 1 2 d S T P . .
N99 N 0.53200(8) 0.29237(18) 0.38134(15) 0.0386(3) Uani 1 1 d . . . . .
C1 C 0.33556(13) 0.5000 0.1888(2) 0.0327(5) Uani 1 2 d S T P . .
C2 C 0.37388(14) 0.5000 0.0913(3) 0.0382(5) Uani 1 2 d S T P . .
H2A H 0.4332 0.5000 0.1263 0.046 Uiso 1 2 calc R U P . .
C3 C 0.32321(14) 0.5000 -0.0578(3) 0.0411(6) Uani 1 2 d S T P . .
C4 C 0.23252(14) 0.5000 -0.1126(3) 0.0398(5) Uani 1 2 d S T P . .
C5 C 0.19458(14) 0.5000 -0.0157(3) 0.0430(6) Uani 1 2 d S T P . .
H5 H 0.1353 0.5000 -0.0500 0.052 Uiso 1 2 calc R U P . .
C6 C 0.24651(14) 0.5000 0.1339(3) 0.0369(5) Uani 1 2 d S T P . .
C7 C 0.30478(15) 0.5000 0.3760(3) 0.0419(6) Uani 1 2 d S T P . .
H7 H 0.3097 0.5000 0.4723 0.050 Uiso 1 2 calc R U P . .
C8 C 0.36431(18) 0.5000 -0.1646(3) 0.0721(10) Uani 1 2 d S T P . .
H8A H 0.3355 0.5817 -0.2420 0.108 Uiso 0.5 1 calc R U P A -1
H8B H 0.3601 0.3866 -0.2062 0.108 Uiso 0.5 1 calc R U P A -1
H8C H 0.4235 0.5317 -0.1138 0.108 Uiso 0.5 1 calc R U P A -1
C9 C 0.17702(17) 0.5000 -0.2763(3) 0.0570(7) Uani 1 2 d S T P . .
H9A H 0.1214 0.5447 -0.2945 0.085 Uiso 0.5 1 calc R U P B -1
H9B H 0.1715 0.3840 -0.3134 0.085 Uiso 0.5 1 calc R U P B -1
H9C H 0.2029 0.5713 -0.3252 0.085 Uiso 0.5 1 calc R U P B -1
C99 C 0.54796(9) 0.1528(2) 0.34817(16) 0.0308(3) 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 N1 2.1165(19) . ?
Co1 N1 2.1165(19) 5_666 ?
Co1 N99 2.1981(14) 5_666 ?
Co1 N99 2.1981(14) 6_565 ?
Co1 N99 2.1981(14) 2_656 ?
Co1 N99 2.1981(14) . ?
N1 C7 1.310(3) . ?
N1 C1 1.397(3) . ?
N2 C7 1.338(3) . ?
N2 C6 1.383(3) . ?
N2 H2 0.8600 . ?
N98 C99 1.3635(18) . ?
N98 C99 1.3635(18) 6 ?
N99 C99 1.194(2) . ?
C1 C2 1.386(3) . ?
C1 C6 1.394(3) . ?
C2 C3 1.375(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.420(3) . ?
C3 C8 1.506(4) . ?
C4 C5 1.375(3) . ?
C4 C9 1.509(3) . ?
C5 C6 1.383(3) . ?
C5 H5 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N1 180.0 . 5_666 ?
N1 Co1 N99 88.75(5) . 5_666 ?
N1 Co1 N99 91.25(5) 5_666 5_666 ?
N1 Co1 N99 91.25(5) . 6_565 ?
N1 Co1 N99 88.75(5) 5_666 6_565 ?
N99 Co1 N99 86.14(7) 5_666 6_565 ?
N1 Co1 N99 88.75(5) . 2_656 ?
N1 Co1 N99 91.25(5) 5_666 2_656 ?
N99 Co1 N99 93.86(7) 5_666 2_656 ?
N99 Co1 N99 180.00(5) 6_565 2_656 ?
N1 Co1 N99 91.25(5) . . ?
N1 Co1 N99 88.75(5) 5_666 . ?
N99 Co1 N99 180.0 5_666 . ?
N99 Co1 N99 93.86(7) 6_565 . ?
N99 Co1 N99 86.14(7) 2_656 . ?
C7 N1 C1 104.79(18) . . ?
C7 N1 Co1 124.36(16) . . ?
C1 N1 Co1 130.85(14) . . ?
C7 N2 C6 107.60(18) . . ?
C7 N2 H2 126.2 . . ?
C6 N2 H2 126.2 . . ?
C99 N98 C99 120.20(18) . 6 ?
C99 N99 Co1 161.49(12) . . ?
C2 C1 C6 119.4(2) . . ?
C2 C1 N1 131.2(2) . . ?
C6 C1 N1 109.44(19) . . ?
C1 C2 C3 119.3(2) . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 H2A 120.4 . . ?
C2 C3 C4 120.9(2) . . ?
C2 C3 C8 119.6(2) . . ?
C4 C3 C8 119.5(2) . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 C9 119.4(2) . . ?
C3 C4 C9 120.8(2) . . ?
C4 C5 C6 118.6(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
N2 C6 C5 133.1(2) . . ?
N2 C6 C1 104.8(2) . . ?
C5 C6 C1 122.1(2) . . ?
N1 C7 N2 113.4(2) . . ?
N1 C7 H7 123.3 . . ?
N2 C7 H7 123.3 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N99 C99 N98 175.43(15) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 N98 0.86 2.13 2.979(3) 169.1 3_455

_refine_diff_density_max         0.162
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_a54a
_database_code_depnum_ccdc_archive 'CCDC 2085571'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-05-24 deposited with the CCDC.	2021-07-27 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         'C20 H16 Co N10'
_chemical_formula_sum            'C20 H16 Co N10'
_chemical_formula_weight         455.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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                   9.1183(7)
_cell_length_b                   8.2739(6)
_cell_length_c                   13.2626(9)
_cell_angle_alpha                90
_cell_angle_beta                 102.821(7)
_cell_angle_gamma                90
_cell_volume                     975.64(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1652
_cell_measurement_theta_min      3.4840
_cell_measurement_theta_max      28.2300

_exptl_crystal_description       brick
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_F_000             466
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.911
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95581
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3979
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.492
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1721
_reflns_number_gt                1448
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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+0.2272P] 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         1721
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0756
_refine_ls_wR_factor_gt          0.0713
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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 0.5000 0.0000 0.5000 0.02120(15) Uani 1 2 d S . P . .
N1 N 0.6966(2) 0.0530(2) 0.44144(13) 0.0245(4) Uani 1 1 d . . . . .
N2 N 0.8930(2) 0.1769(2) 0.40417(15) 0.0314(5) Uani 1 1 d . . . . .
H2 H 0.9551 0.2532 0.3993 0.038 Uiso 1 1 calc R U . . .
N99 N 0.5878(2) 0.1165(2) 0.64492(15) 0.0331(5) Uani 1 1 d . . . . .
N98 N 0.6568(2) 0.1540(2) 0.83321(15) 0.0369(5) Uani 1 1 d . . . . .
N97 N 0.3847(2) 0.2117(2) 0.43023(14) 0.0316(5) Uani 1 1 d . . . . .
C1 C 0.7795(2) -0.0595(3) 0.39700(16) 0.0235(5) Uani 1 1 d . . . . .
C2 C 0.7560(3) -0.2224(3) 0.37411(17) 0.0300(5) Uani 1 1 d . . . . .
H2A H 0.6740 -0.2767 0.3888 0.036 Uiso 1 1 calc R U . . .
C3 C 0.8581(3) -0.3010(3) 0.32895(18) 0.0358(6) Uani 1 1 d . . . . .
H3 H 0.8445 -0.4102 0.3132 0.043 Uiso 1 1 calc R U . . .
C4 C 0.9811(3) -0.2208(3) 0.3063(2) 0.0436(7) Uani 1 1 d . . . . .
H4 H 1.0477 -0.2776 0.2757 0.052 Uiso 1 1 calc R U . . .
C5 C 1.0061(3) -0.0596(3) 0.3283(2) 0.0403(6) Uani 1 1 d . . . . .
H5 H 1.0884 -0.0058 0.3134 0.048 Uiso 1 1 calc R U . . .
C6 C 0.9033(3) 0.0184(3) 0.37340(17) 0.0282(5) Uani 1 1 d . . . . .
C7 C 0.7693(2) 0.1915(3) 0.44293(17) 0.0270(5) Uani 1 1 d . . . . .
C8 C 0.7248(3) 0.3489(3) 0.4802(2) 0.0385(6) Uani 1 1 d . . . . .
H8A H 0.6550 0.4019 0.4253 0.058 Uiso 1 1 calc R U . . .
H8B H 0.8124 0.4154 0.5020 0.058 Uiso 1 1 calc R U . . .
H8C H 0.6781 0.3314 0.5374 0.058 Uiso 1 1 calc R U . . .
C99 C 0.6274(2) 0.1367(3) 0.73228(18) 0.0259(5) Uani 1 1 d . . . . .
C98 C 0.2805(3) 0.2740(3) 0.38016(17) 0.0264(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N99 2.1405(19) . ?
Co1 N99 2.1405(19) 3_656 ?
Co1 N97 2.1445(19) . ?
Co1 N97 2.1445(19) 3_656 ?
Co1 N1 2.1513(18) . ?
Co1 N1 2.1513(18) 3_656 ?
N1 C7 1.322(3) . ?
N1 C1 1.408(3) . ?
N2 C7 1.345(3) . ?
N2 C6 1.383(3) . ?
N2 H2 0.8600 . ?
N99 C99 1.147(3) . ?
N98 C98 1.305(3) 4_666 ?
N98 C99 1.313(3) . ?
N97 C98 1.153(3) . ?
C1 C2 1.388(3) . ?
C1 C6 1.394(3) . ?
C2 C3 1.376(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C7 C8 1.481(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C98 N98 1.305(3) 4_565 ?

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
N99 Co1 N99 180.0 . 3_656 ?
N99 Co1 N97 93.98(7) . . ?
N99 Co1 N97 86.02(7) 3_656 . ?
N99 Co1 N97 86.02(7) . 3_656 ?
N99 Co1 N97 93.98(7) 3_656 3_656 ?
N97 Co1 N97 180.0 . 3_656 ?
N99 Co1 N1 93.25(7) . . ?
N99 Co1 N1 86.75(7) 3_656 . ?
N97 Co1 N1 92.63(7) . . ?
N97 Co1 N1 87.37(7) 3_656 . ?
N99 Co1 N1 86.75(7) . 3_656 ?
N99 Co1 N1 93.25(7) 3_656 3_656 ?
N97 Co1 N1 87.37(7) . 3_656 ?
N97 Co1 N1 92.63(7) 3_656 3_656 ?
N1 Co1 N1 180.0 . 3_656 ?
C7 N1 C1 105.40(19) . . ?
C7 N1 Co1 128.77(15) . . ?
C1 N1 Co1 125.76(15) . . ?
C7 N2 C6 108.40(19) . . ?
C7 N2 H2 125.8 . . ?
C6 N2 H2 125.8 . . ?
C99 N99 Co1 160.73(19) . . ?
C98 N98 C99 119.7(2) 4_666 . ?
C98 N97 Co1 151.16(18) . . ?
C2 C1 C6 119.5(2) . . ?
C2 C1 N1 131.5(2) . . ?
C6 C1 N1 108.97(19) . . ?
C3 C2 C1 117.9(2) . . ?
C3 C2 H2A 121.1 . . ?
C1 C2 H2A 121.1 . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 116.7(2) . . ?
C4 C5 H5 121.7 . . ?
C6 C5 H5 121.7 . . ?
C5 C6 N2 132.0(2) . . ?
C5 C6 C1 122.9(2) . . ?
N2 C6 C1 105.1(2) . . ?
N1 C7 N2 112.1(2) . . ?
N1 C7 C8 126.4(2) . . ?
N2 C7 C8 121.4(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N99 C99 N98 173.2(2) . . ?
N97 C98 N98 173.4(2) . 4_565 ?

_refine_diff_density_max         0.229
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_a53
_database_code_depnum_ccdc_archive 'CCDC 2085570'
loop_
_audit_author_name
_audit_author_address
'Anna Switlicka'
;University of Silesia
Poland
;
_audit_update_record             
;
2021-05-24 deposited with the CCDC.	2021-07-27 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         'C20 H22 Co N10'
_chemical_formula_sum            'C20 H22 Co N10'
_chemical_formula_weight         461.40

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

_cell_length_a                   16.3690(12)
_cell_length_b                   7.3223(4)
_cell_length_c                   9.6761(6)
_cell_angle_alpha                90
_cell_angle_beta                 113.472(5)
_cell_angle_gamma                90
_cell_volume                     1063.80(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2125
_cell_measurement_theta_min      4.2950
_cell_measurement_theta_max      28.2650

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_F_000             478
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.837
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72696
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Blessing, Acta Cryst. A51 (1995) 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A Ultra'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4691
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.517
_diffrn_reflns_theta_max         25.040
_diffrn_reflns_theta_full        25.040
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1030
_reflns_number_gt                957
_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       'CrysAlis CCD v. 1.163 (UNIL IC & KUMA 2000)'
_computing_cell_refinement       'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_data_reduction        'CrysAlis RED v. 1.163 (UNIL IC & KUMA 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'Mercury (Macrae, J.Appl.Cryst. 41 (2008) 466-470'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0661P)²+0.5175P] 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         1030
_refine_ls_number_parameters     89
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.186
_refine_ls_restrained_S_all      1.186
_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 0.0000 0.0000 0.0000 0.0410(3) Uani 1 4 d S T P . .
N1 N 0.12836(17) 0.0000 0.1783(3) 0.0460(6) Uani 1 2 d S T P . .
N2 N 0.27506(19) 0.0000 0.2825(4) 0.0559(8) Uani 1 2 d S T P . .
H2 H 0.3291 0.0000 0.2896 0.067 Uiso 1 2 d R U P . .
N98 N 0.0609(2) 0.5000 -0.2192(3) 0.0525(7) Uani 1 2 d S T P . .
N99 N 0.04145(14) 0.2073(3) -0.1143(2) 0.0517(5) Uani 1 1 d . . . . .
C1 C 0.1561(2) 0.0000 0.3344(4) 0.0417(7) Uani 1 2 d S T P . .
C2 C 0.1079(2) 0.0000 0.4249(4) 0.0523(8) Uani 1 2 d S T P . .
H2A H 0.0459 0.0000 0.3827 0.063 Uiso 1 2 calc R U P . .
C3 C 0.1547(3) 0.0000 0.5782(4) 0.0612(10) Uani 1 2 d S T P . .
H3 H 0.1232 0.0000 0.6397 0.073 Uiso 1 2 calc R U P . .
C4 C 0.2465(3) 0.0000 0.6451(4) 0.0593(9) Uani 1 2 d S T P . .
C5 C 0.2952(2) 0.0000 0.5565(4) 0.0568(9) Uani 1 2 d S T P . .
H5 H 0.3572 0.0000 0.5993 0.068 Uiso 1 2 calc R U P . .
C6 C 0.2482(2) 0.0000 0.4012(4) 0.0460(8) Uani 1 2 d S T P . .
C7 C 0.2018(2) 0.0000 0.1551(4) 0.0529(8) Uani 1 2 d S T P . .
H7 H 0.2028 0.0000 0.0597 0.063 Uiso 1 2 calc R U P . .
C8 C 0.2938(3) 0.0000 0.8138(5) 0.0862(14) Uani 1 2 d S T P . .
H8A H 0.3012 0.1193 0.8509 0.103 Uiso 1 1 d R U . . .
H8B H 0.3512 -0.0601 0.8420 0.103 Uiso 1 1 d R U . . .
H8C H 0.2593 -0.0717 0.8564 0.103 Uiso 1 1 d R U . . .
C99 C 0.04938(13) 0.3472(3) -0.1595(2) 0.0398(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 2.122(3) . ?
Co1 N1 2.122(3) 5 ?
Co1 N99 2.141(2) 6 ?
Co1 N99 2.141(2) 2 ?
Co1 N99 2.141(2) 5 ?
Co1 N99 2.141(2) . ?
N1 C7 1.307(4) . ?
N1 C1 1.393(4) . ?
N2 C7 1.334(5) . ?
N2 C6 1.385(4) . ?
N2 H2 0.8598 . ?
N98 C99 1.306(3) 6_565 ?
N98 C99 1.306(3) . ?
N99 C99 1.142(3) . ?
C1 C6 1.382(4) . ?
C1 C2 1.393(5) . ?
C2 C3 1.372(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.379(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(6) . ?
C4 C8 1.503(5) . ?
C5 C6 1.389(5) . ?
C5 H5 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8A 0.9336 . ?
C8 H8B 0.9724 . ?
C8 H8C 0.9749 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N1 180.0 . 5 ?
N1 Co1 N99 90.30(7) . 6 ?
N1 Co1 N99 89.70(7) 5 6 ?
N1 Co1 N99 89.70(7) . 2 ?
N1 Co1 N99 90.30(7) 5 2 ?
N99 Co1 N99 180.00(11) 6 2 ?
N1 Co1 N99 89.70(7) . 5 ?
N1 Co1 N99 90.30(7) 5 5 ?
N99 Co1 N99 89.69(11) 6 5 ?
N99 Co1 N99 90.31(11) 2 5 ?
N1 Co1 N99 90.30(7) . . ?
N1 Co1 N99 89.70(7) 5 . ?
N99 Co1 N99 90.31(11) 6 . ?
N99 Co1 N99 89.69(11) 2 . ?
N99 Co1 N99 180.0 5 . ?
C7 N1 C1 105.1(3) . . ?
C7 N1 Co1 122.7(2) . . ?
C1 N1 Co1 132.2(2) . . ?
C7 N2 C6 107.5(3) . . ?
C7 N2 H2 126.3 . . ?
C6 N2 H2 126.2 . . ?
C99 N98 C99 117.8(3) 6_565 . ?
C99 N99 Co1 160.41(19) . . ?
C6 C1 C2 119.4(3) . . ?
C6 C1 N1 109.3(3) . . ?
C2 C1 N1 131.2(3) . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 H2A 121.1 . . ?
C1 C2 H2A 121.1 . . ?
C2 C3 C4 122.8(4) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C5 C4 C3 119.9(4) . . ?
C5 C4 C8 119.9(4) . . ?
C3 C4 C8 120.2(4) . . ?
C4 C5 C6 117.5(3) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
N2 C6 C1 105.0(3) . . ?
N2 C6 C5 132.4(3) . . ?
C1 C6 C5 122.5(3) . . ?
N1 C7 N2 113.0(3) . . ?
N1 C7 H7 123.5 . . ?
N2 C7 H7 123.5 . . ?
C4 C8 H8A 110.4 . . ?
C4 C8 H8B 109.1 . . ?
H8A C8 H8B 110.7 . . ?
C4 C8 H8C 108.9 . . ?
H8A C8 H8C 110.4 . . ?
H8B C8 H8C 107.2 . . ?
N99 C99 N98 175.1(2) . . ?

_refine_diff_density_max         0.309
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.065

