# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 2076617'
loop_
_audit_author_name
_audit_author_address
'kai zhang'
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-04-14 deposited with the CCDC.	2021-06-03 downloaded from the CCDC.
;
_audit_creation_date             2021-04-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C12 H8 Co1.67 N2 O6 S1), 0.67(H3 O), 2.67(H2 O)'
_chemical_formula_sum            'C12 H15.33 Co1.67 N2 O9.33 S'
_chemical_formula_weight         467.15
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'

_cell_length_a                   15.469(4)
_cell_length_b                   15.469(4)
_cell_length_c                   14.150(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2932(2)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9584
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4739
_cell_measurement_theta_min      3.0412
_shelx_estimated_absorpt_T_max   0.925
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    1.576
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8505
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1378
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19818
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         4.581
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1760
_reflns_number_total             1770
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.872
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.248
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1770
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0507
_refine_ls_restrained_S_all      1.248
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+8.5119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1268
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H4A(0.5) H4B(0.5) O7(0.33333) O8(0.16667) O9(0.33333)
3.a Rotating group:
 O4(H4A,H4B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.333333 -0.333333 0.35053(6) 0.0198(3) Uani 1 3 d S T P . .
Co2 Co 0.24465(5) -0.17715(5) 0.250000 0.0201(2) Uani 1 2 d S T P . .
S1 S 0.49631(11) 0.00932(11) 0.250000 0.0250(3) Uani 1 2 d S T P . .
N1 N 0.3276(3) -0.0625(3) 0.3558(3) 0.0293(8) Uani 1 1 d . . . . .
C1 C 0.4249(3) 0.0080(3) 0.3487(3) 0.0235(8) Uani 1 1 d . . . . .
C2 C 0.4747(3) 0.0790(3) 0.4189(3) 0.0266(9) Uani 1 1 d . . . . .
H2 H 0.541641 0.126924 0.411137 0.032 Uiso 1 1 calc R . . . .
C3 C 0.4247(3) 0.0782(3) 0.4997(3) 0.0272(9) Uani 1 1 d . . . . .
C4 C 0.3242(4) 0.0058(4) 0.5077(4) 0.0407(12) Uani 1 1 d . . . . .
H4 H 0.287877 0.002697 0.561219 0.049 Uiso 1 1 calc R . . . .
C5 C 0.2798(4) -0.0611(4) 0.4350(4) 0.0410(12) Uani 1 1 d . . . . .
H5 H 0.212522 -0.108407 0.440807 0.049 Uiso 1 1 calc R . . . .
C6 C 0.1560(3) -0.3196(3) 0.4234(3) 0.0258(9) Uani 1 1 d . . . . .
O1 O 0.3407(3) -0.2282(3) 0.250000 0.0209(8) Uani 1 2 d S T P . .
O2 O 0.1479(2) -0.2772(2) 0.3519(2) 0.0325(7) Uani 1 1 d . . . . .
O3 O 0.2226(2) -0.3417(3) 0.4401(2) 0.0368(8) Uani 1 1 d . . . . .
O4 O 0.1393(4) -0.1262(5) 0.250000 0.0601(16) Uani 1 2 d S T P . .
H4A H 0.160927 -0.069647 0.283573 0.090 Uiso 0.5 1 d GR . . . .
H4B H 0.082587 -0.168386 0.280517 0.090 Uiso 0.5 1 d GR . . . .
O5 O 0.333333 -0.333333 0.6279(9) 0.114(4) Uiso 1 3 d S T P . .
O6 O 0.4922(10) 0.2566(10) 0.250000 0.149(4) Uiso 1 2 d S T P A 1
O7 O 0.1011(12) -0.0931(12) 0.7006(12) 0.089(5) Uiso 0.3333 1 d . . . B 1
O8 O -0.063(2) -0.309(2) 0.250000 0.111(9) Uiso 0.3333 2 d S T P C 2
O9 O 0.045(3) -0.049(3) 0.633(3) 0.195(13) Uiso 0.3333 1 d . . . D 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0220(3) 0.0220(3) 0.0153(5) 0.000 0.000 0.01100(16)
Co2 0.0216(4) 0.0195(4) 0.0186(4) 0.000 0.000 0.0099(3)
S1 0.0250(7) 0.0276(7) 0.0197(7) 0.000 0.000 0.0111(6)
N1 0.0288(18) 0.0249(17) 0.0264(19) -0.0063(15) 0.0035(15) 0.0075(15)
C1 0.029(2) 0.0218(19) 0.020(2) 0.0001(16) -0.0009(16) 0.0129(17)
C2 0.029(2) 0.024(2) 0.024(2) -0.0035(17) -0.0045(17) 0.0118(17)
C3 0.035(2) 0.026(2) 0.023(2) -0.0067(17) -0.0036(17) 0.0162(18)
C4 0.038(3) 0.039(3) 0.034(3) -0.011(2) 0.009(2) 0.011(2)
C5 0.032(2) 0.037(3) 0.039(3) -0.014(2) 0.009(2) 0.006(2)
C6 0.024(2) 0.025(2) 0.021(2) -0.0026(17) 0.0037(16) 0.0064(17)
O1 0.0247(19) 0.0185(18) 0.0193(19) 0.000 0.000 0.0107(16)
O2 0.0275(15) 0.0406(17) 0.0226(15) 0.0064(13) 0.0062(12) 0.0119(14)
O3 0.0374(17) 0.052(2) 0.0271(17) 0.0080(15) 0.0125(14) 0.0271(16)
O4 0.050(3) 0.056(3) 0.088(5) 0.000 0.000 0.037(3)

_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 Co1 2.845(2) 10_556 ?
Co1 O1 2.121(3) . ?
Co1 O1 2.121(3) 3_655 ?
Co1 O1 2.121(3) 2_545 ?
Co1 O3 2.082(3) 3_655 ?
Co1 O3 2.082(3) . ?
Co1 O3 2.082(3) 2_545 ?
Co2 N1 2.182(4) 10_556 ?
Co2 N1 2.182(4) . ?
Co2 O1 2.000(4) . ?
Co2 O2 2.097(3) 10_556 ?
Co2 O2 2.097(3) . ?
Co2 O4 2.136(5) . ?
S1 C1 1.775(4) 10_556 ?
S1 C1 1.775(4) . ?
N1 C1 1.349(5) . ?
N1 C5 1.348(6) . ?
C1 C2 1.393(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(6) . ?
C3 C4 1.394(7) . ?
C3 C6 1.518(6) 9_556 ?
C4 H4 0.9300 . ?
C4 C5 1.374(7) . ?
C5 H5 0.9300 . ?
C6 O2 1.247(5) . ?
C6 O3 1.259(5) . ?
O4 H4A 0.90(9) 10_556 ?
O4 H4A 0.8998 . ?
O4 H4B 0.90(8) 10_556 ?
O4 H4B 0.9000 . ?
O7 O7 1.40(3) 10_557 ?

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
O1 Co1 Co1 47.88(7) 2_545 10_556 ?
O1 Co1 Co1 47.88(7) 3_655 10_556 ?
O1 Co1 Co1 47.88(7) . 10_556 ?
O1 Co1 O1 79.94(11) . 3_655 ?
O1 Co1 O1 79.93(11) . 2_545 ?
O1 Co1 O1 79.93(11) 2_545 3_655 ?
O3 Co1 Co1 127.48(9) 3_655 10_556 ?
O3 Co1 Co1 127.48(9) . 10_556 ?
O3 Co1 Co1 127.48(9) 2_545 10_556 ?
O3 Co1 O1 172.61(14) . 3_655 ?
O3 Co1 O1 172.61(14) 2_545 . ?
O3 Co1 O1 172.62(14) 3_655 2_545 ?
O3 Co1 O1 100.52(13) 3_655 3_655 ?
O3 Co1 O1 92.86(13) . 2_545 ?
O3 Co1 O1 92.86(13) 2_545 3_655 ?
O3 Co1 O1 100.52(13) 2_545 2_545 ?
O3 Co1 O1 100.53(13) . . ?
O3 Co1 O1 92.86(13) 3_655 . ?
O3 Co1 O3 86.83(14) . 2_545 ?
O3 Co1 O3 86.83(14) 3_655 2_545 ?
O3 Co1 O3 86.83(14) . 3_655 ?
N1 Co2 N1 86.69(19) 10_556 . ?
O1 Co2 N1 93.99(13) . 10_556 ?
O1 Co2 N1 93.99(13) . . ?
O1 Co2 O2 96.08(12) . . ?
O1 Co2 O2 96.08(12) . 10_556 ?
O1 Co2 O4 178.7(2) . . ?
O2 Co2 N1 169.92(14) . 10_556 ?
O2 Co2 N1 169.92(14) 10_556 . ?
O2 Co2 N1 92.35(13) 10_556 10_556 ?
O2 Co2 N1 92.35(13) . . ?
O2 Co2 O2 86.84(17) . 10_556 ?
O2 Co2 O4 82.96(15) 10_556 . ?
O2 Co2 O4 82.96(15) . . ?
O4 Co2 N1 86.97(16) . . ?
O4 Co2 N1 86.97(16) . 10_556 ?
C1 S1 C1 103.8(3) . 10_556 ?
C1 N1 Co2 124.8(3) . . ?
C5 N1 Co2 118.6(3) . . ?
C5 N1 C1 116.6(4) . . ?
N1 C1 S1 120.3(3) . . ?
N1 C1 C2 122.5(4) . . ?
C2 C1 S1 117.1(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 118.1(4) . . ?
C2 C3 C6 121.4(4) . 9_556 ?
C4 C3 C6 120.5(4) . 9_556 ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.8(4) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 124.2(4) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
O2 C6 C3 116.8(4) . 8_556 ?
O2 C6 O3 127.3(4) . . ?
O3 C6 C3 115.8(4) . 8_556 ?
Co1 O1 Co1 84.25(14) 10_556 . ?
Co2 O1 Co1 122.48(13) . 10_556 ?
Co2 O1 Co1 122.48(13) . . ?
C6 O2 Co2 136.4(3) . . ?
C6 O3 Co1 129.0(3) . . ?
Co2 O4 H4A 112(2) . 10_556 ?
Co2 O4 H4A 112.2 . . ?
Co2 O4 H4B 112.3 . . ?
Co2 O4 H4B 112(2) . 10_556 ?
H4A O4 H4A 63.7 . 10_556 ?
H4A O4 H4B 101.9 . . ?
H4A O4 H4B 135.4 . 10_556 ?
H4A O4 H4B 101.9 10_556 10_556 ?
H4B O4 H4A 135.4 . 10_556 ?
H4B O4 H4B 57.3 . 10_556 ?

_olex2_submission_special_instructions 'No special instructions were received'
