# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_483typ28
_audit_block_doi                 10.5517/ccdc.csd.cc26l241
_database_code_depnum_ccdc_archive 'CCDC 2043152'
_audit_update_record             
;
2023-05-06 deposited with the CCDC.	2023-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H32 Co N8 O2 S4'
_chemical_formula_weight         699.78

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'
S S 0.1246 0.1234 '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                   14.6399(8)
_cell_length_b                   13.9674(5)
_cell_length_c                   17.1940(16)
_cell_angle_alpha                90
_cell_angle_beta                 114.285(5)
_cell_angle_gamma                90
_cell_volume                     3204.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.01(10)
_cell_measurement_reflns_used    8033
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      33.96

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             1452
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          .50
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .10
_exptl_absorpt_coefficient_mu    0.836
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91543
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SCALE3

_exptl_special_details           
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_diffrn_ambient_temperature      100.01(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2060
_diffrn_reflns_number            18154
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.053
_diffrn_reflns_theta_max         29.069
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             4243
_reflns_number_gt                3841
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0200P)²+6.6200P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         4243
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.0906
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.191
_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
Co Co 0.500000 0.47936(3) 0.250000 0.01615(9) Uani 1 2 d S T P . .
S1 S 0.16845(5) 0.45018(5) 0.24507(5) 0.04076(16) Uani 1 1 d . . . . .
N1 N 0.46358(13) 0.60173(11) 0.17036(10) 0.0184(3) Uani 1 1 d . . . . .
N2 N 0.42698(14) 0.58594(12) 0.08531(10) 0.0212(3) Uani 1 1 d . . . . .
H2 H 0.415768 0.632275 0.049616 0.025 Uiso 1 1 d R U . . .
N3 N 0.42234(12) 0.42553(11) 0.11728(10) 0.0181(3) Uani 1 1 d . . . . .
N4 N 0.36490(13) 0.46434(12) 0.26087(11) 0.0218(3) Uani 1 1 d . . . . .
C1 C 0.47979(15) 0.68668(14) 0.20282(12) 0.0204(4) Uani 1 1 d . . . . .
C2 C 0.4641(2) 0.77768(15) 0.15394(14) 0.0334(5) Uani 1 1 d . . . . .
H2A H 0.417221 0.818473 0.166303 0.050 Uiso 1 1 calc R U . . .
H2B H 0.436412 0.763501 0.092730 0.050 Uiso 1 1 calc R U . . .
H2C H 0.528288 0.810991 0.170622 0.050 Uiso 1 1 calc R U . . .
C3 C 0.40828(14) 0.49239(14) 0.05886(12) 0.0186(4) Uani 1 1 d . . . . .
C4 C 0.37669(15) 0.47374(15) -0.02959(12) 0.0219(4) Uani 1 1 d . . . . .
H4 H 0.364911 0.524609 -0.069231 0.026 Uiso 1 1 calc R U . . .
C5 C 0.36382(15) 0.38140(15) -0.05583(12) 0.0227(4) Uani 1 1 d . . . . .
H5A H 0.345783 0.366840 -0.114270 0.027 Uiso 1 1 calc R U . . .
C6 C 0.37709(15) 0.30612(14) 0.00341(13) 0.0205(4) Uani 1 1 d . . . . .
C7 C 0.36267(16) 0.20853(15) -0.02006(14) 0.0265(4) Uani 1 1 d . . . . .
H7 H 0.346757 0.190446 -0.077446 0.032 Uiso 1 1 calc R U . . .
C8 C 0.37151(17) 0.13977(15) 0.03952(15) 0.0290(5) Uani 1 1 d . . . . .
H8 H 0.363873 0.074141 0.023615 0.035 Uiso 1 1 calc R U . . .
C9 C 0.39183(17) 0.16583(15) 0.12405(15) 0.0271(4) Uani 1 1 d . . . . .
H9 H 0.395256 0.118015 0.164448 0.033 Uiso 1 1 calc R U . . .
C10 C 0.40673(15) 0.26033(14) 0.14834(13) 0.0220(4) Uani 1 1 d . . . . .
H10 H 0.419891 0.277475 0.205433 0.026 Uiso 1 1 calc R U . . .
C11 C 0.40266(14) 0.33202(13) 0.08932(12) 0.0186(4) Uani 1 1 d . . . . .
C12 C 0.28359(15) 0.45847(13) 0.25404(12) 0.0197(4) Uani 1 1 d . . . . .
S2 S 0.22075(6) 0.71802(5) 0.10382(5) 0.0229(2) Uani 0.6835(19) 1 d . . P A 1
O1 O 0.1745(3) 0.7912(4) 0.0473(4) 0.0391(11) Uani 0.6835(19) 1 d . . P A 1
C13 C 0.1755(3) 0.6070(2) 0.0519(2) 0.0289(7) Uani 0.6835(19) 1 d . . P A 1
H13A H 0.207729 0.554373 0.091365 0.043 Uiso 0.6835(19) 1 calc R U P A 1
H13B H 0.102765 0.603618 0.033959 0.043 Uiso 0.6835(19) 1 calc R U P A 1
H13C H 0.190948 0.601823 0.001777 0.043 Uiso 0.6835(19) 1 calc R U P A 1
C14 C 0.1727(5) 0.7097(3) 0.1821(4) 0.0489(14) Uani 0.6835(19) 1 d . . P A 1
H14A H 0.206303 0.657463 0.221611 0.073 Uiso 0.6835(19) 1 calc R U P A 1
H14B H 0.184393 0.770111 0.213772 0.073 Uiso 0.6835(19) 1 calc R U P A 1
H14C H 0.100509 0.696883 0.154632 0.073 Uiso 0.6835(19) 1 calc R U P A 1
S3 S 0.12648(12) 0.72164(11) 0.10171(10) 0.0222(4) Uani 0.3165(19) 1 d . . P A
2
O2 O 0.1370(7) 0.7935(9) 0.0497(8) 0.035(2) Uani 0.3165(19) 1 d . . P A 2
C15 C 0.1278(7) 0.6040(5) 0.0601(5) 0.0312(16) Uani 0.3165(19) 1 d . . P A 2
H15A H 0.120261 0.556006 0.098657 0.047 Uiso 0.3165(19) 1 calc R U P A 2
H15B H 0.072374 0.597904 0.003636 0.047 Uiso 0.3165(19) 1 calc R U P A 2
H15C H 0.191531 0.593741 0.055323 0.047 Uiso 0.3165(19) 1 calc R U P A 2
C16 C 0.2242(6) 0.7052(6) 0.2030(5) 0.0216(16) Uani 0.3165(19) 1 d . . P A 2
H16A H 0.207057 0.652728 0.232427 0.032 Uiso 0.3165(19) 1 calc R U P A 2
H16B H 0.286036 0.689378 0.196687 0.032 Uiso 0.3165(19) 1 calc R U P A 2
H16C H 0.234011 0.764161 0.236280 0.032 Uiso 0.3165(19) 1 calc R U P A 2


_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
Co N4 2.0724(17) . ?
Co N4 2.0724(17) 2_655 ?
Co N1 2.1167(16) 2_655 ?
Co N1 2.1167(16) . ?
Co N3 2.2206(16) . ?
Co N3 2.2207(16) 2_655 ?
S1 C12 1.632(2) . ?
N1 C1 1.291(2) . ?
N1 N2 1.353(2) . ?
N2 C3 1.374(2) . ?
N2 H2 0.8599 . ?
N3 C3 1.324(2) . ?
N3 C11 1.381(2) . ?
N4 C12 1.150(3) . ?
C1 C1 1.481(4) 2_655 ?
C1 C2 1.489(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.420(3) . ?
C4 C5 1.354(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.421(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.413(3) . ?
C6 C11 1.414(3) . ?
C7 C8 1.371(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.374(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.409(3) . ?
C10 H10 0.9500 . ?
S2 O1 1.381(6) . ?
S2 C14 1.762(5) . ?
S2 C13 1.776(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
S3 O2 1.394(12) . ?
S3 C16 1.755(7) . ?
S3 C15 1.796(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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
N4 Co N4 168.38(9) . 2_655 ?
N4 Co N1 91.10(6) . 2_655 ?
N4 Co N1 98.30(6) 2_655 2_655 ?
N4 Co N1 98.29(6) . . ?
N4 Co N1 91.10(6) 2_655 . ?
N1 Co N1 72.30(9) 2_655 . ?
N4 Co N3 87.37(6) . . ?
N4 Co N3 88.70(6) 2_655 . ?
N1 Co N3 145.54(6) 2_655 . ?
N1 Co N3 73.88(6) . . ?
N4 Co N3 88.70(6) . 2_655 ?
N4 Co N3 87.37(6) 2_655 2_655 ?
N1 Co N3 73.88(6) 2_655 2_655 ?
N1 Co N3 145.54(6) . 2_655 ?
N3 Co N3 140.42(8) . 2_655 ?
C1 N1 N2 122.54(16) . . ?
C1 N1 Co 120.65(13) . . ?
N2 N1 Co 116.75(12) . . ?
N1 N2 C3 116.71(15) . . ?
N1 N2 H2 121.6 . . ?
C3 N2 H2 121.7 . . ?
C3 N3 C11 117.26(16) . . ?
C3 N3 Co 113.26(12) . . ?
C11 N3 Co 128.57(13) . . ?
C12 N4 Co 169.80(16) . . ?
N1 C1 C1 113.16(11) . 2_655 ?
N1 C1 C2 125.62(18) . . ?
C1 C1 C2 121.19(11) 2_655 . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N3 C3 N2 118.17(17) . . ?
N3 C3 C4 124.31(18) . . ?
N2 C3 C4 117.51(17) . . ?
C5 C4 C3 118.11(18) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C4 C5 C6 120.47(18) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C7 C6 C11 119.32(19) . . ?
C7 C6 C5 123.31(19) . . ?
C11 C6 C5 117.33(17) . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.38(19) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.60(19) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
N3 C11 C10 118.71(17) . . ?
N3 C11 C6 122.25(17) . . ?
C10 C11 C6 119.03(18) . . ?
N4 C12 S1 179.60(19) . . ?
O1 S2 C14 110.6(3) . . ?
O1 S2 C13 108.6(3) . . ?
C14 S2 C13 98.2(2) . . ?
S2 C13 H13A 109.5 . . ?
S2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
S2 C14 H14A 109.5 . . ?
S2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 S3 C16 118.1(6) . . ?
O2 S3 C15 112.4(6) . . ?
C16 S3 C15 97.9(4) . . ?
S3 C15 H15A 109.5 . . ?
S3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S3 C16 H16A 109.5 . . ?
S3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C3 -176.72(18) . . . . ?
Co N1 N2 C3 6.0(2) . . . . ?
N2 N1 C1 C1 -179.8(2) . . . 2_655 ?
Co N1 C1 C1 -2.6(3) . . . 2_655 ?
N2 N1 C1 C2 -1.7(3) . . . . ?
Co N1 C1 C2 175.50(18) . . . . ?
C11 N3 C3 N2 179.69(17) . . . . ?
Co N3 C3 N2 -10.3(2) . . . . ?
C11 N3 C3 C4 -1.5(3) . . . . ?
Co N3 C3 C4 168.55(15) . . . . ?
N1 N2 C3 N3 3.3(3) . . . . ?
N1 N2 C3 C4 -175.59(17) . . . . ?
N3 C3 C4 C5 -2.8(3) . . . . ?
N2 C3 C4 C5 176.10(18) . . . . ?
C3 C4 C5 C6 3.0(3) . . . . ?
C4 C5 C6 C7 178.5(2) . . . . ?
C4 C5 C6 C11 0.8(3) . . . . ?
C11 C6 C7 C8 1.2(3) . . . . ?
C5 C6 C7 C8 -176.5(2) . . . . ?
C6 C7 C8 C9 2.1(3) . . . . ?
C7 C8 C9 C10 -2.5(3) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
C3 N3 C11 C10 -173.48(17) . . . . ?
Co N3 C11 C10 18.3(3) . . . . ?
C3 N3 C11 C6 5.5(3) . . . . ?
Co N3 C11 C6 -162.73(14) . . . . ?
C9 C10 C11 N3 -177.23(19) . . . . ?
C9 C10 C11 C6 3.8(3) . . . . ?
C7 C6 C11 N3 176.93(18) . . . . ?
C5 C6 C11 N3 -5.2(3) . . . . ?
C7 C6 C11 C10 -4.1(3) . . . . ?
C5 C6 C11 C10 173.77(18) . . . . ?

_refine_diff_density_max         0.432
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.063

