# Electronic Supplementary Material (ESI) for Energy & Environmental Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_YUAN
_database_code_depnum_ccdc_archive 'CCDC 2099887'
loop_
_audit_author_name
_audit_author_address
'Menglei Yuan'
;Institute of Process Engineering, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-07-28 deposited with the CCDC.	2022-03-28 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            'C26 H28 Co N4 O12'
_chemical_formula_weight         647.45

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.0903(8)
_cell_length_b                   9.6953(11)
_cell_length_c                   10.7313(12)
_cell_angle_alpha                93.062(3)
_cell_angle_beta                 104.142(3)
_cell_angle_gamma                107.964(3)
_cell_volume                     673.80(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_F_000             335
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.712
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.848
_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      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10858
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.141
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             2602
_reflns_number_gt                2587
_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-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)+(0.0421P)²+0.3454P] 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         2602
_refine_ls_number_parameters     197
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_ref         0.0720
_refine_ls_wR_factor_gt          0.0719
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3630(2) 1.03048(14) 0.71223(12) 0.0177(3) Uani 1 1 d . . . . .
C3 C 0.1730(2) 1.01379(14) 0.60321(12) 0.0166(3) Uani 1 1 d . . . . .
C4 C 0.1894(2) 1.02188(15) 0.47635(13) 0.0182(3) Uani 1 1 d . . . . .
H4 H 0.320487 1.036101 0.462676 0.022 Uiso 1 1 d R U . . .
C5 C -0.0191(2) 0.99142(14) 0.62608(12) 0.0169(3) Uani 1 1 d . . . . .
C9 C -0.0486(2) 0.98837(16) 0.76105(12) 0.0193(3) Uani 1 1 d . . . . .
C10 C 0.2705(3) 0.5135(3) 0.1511(2) 0.0502(5) Uani 1 1 d . . . . .
H10D H 0.132229 0.491810 0.097452 0.075 Uiso 1 1 calc R U . . .
H10E H 0.324482 0.439034 0.128685 0.075 Uiso 1 1 calc R U . . .
H10F H 0.355244 0.606834 0.137717 0.075 Uiso 1 1 calc R U . . .
C11 C 0.2700(3) 0.51764(19) 0.28915(18) 0.0343(4) Uani 1 1 d . . . . .
C12 C 0.2216(2) 0.44658(17) 0.47468(16) 0.0286(3) Uani 1 1 d . . . . .
C13 C 0.1696(3) 0.37110(18) 0.57387(17) 0.0333(4) Uani 1 1 d . . . . .
H13 H 0.113752 0.269477 0.561763 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2041(3) 0.4528(2) 0.69156(18) 0.0378(4) Uani 1 1 d . . . . .
H14 H 0.170535 0.405214 0.760122 0.045 Uiso 1 1 calc R U . . .
C15 C 0.2887(3) 0.6059(2) 0.70991(19) 0.0400(4) Uani 1 1 d . . . . .
H15 H 0.311172 0.657817 0.790603 0.048 Uiso 1 1 calc R U . . .
C16 C 0.3390(3) 0.68081(19) 0.61115(19) 0.0383(4) Uani 1 1 d . . . . .
H16 H 0.395443 0.782398 0.623371 0.046 Uiso 1 1 calc R U . . .
C17 C 0.3021(2) 0.59883(17) 0.49232(17) 0.0301(3) Uani 1 1 d . . . . .
Co1 Co 0.500000 1.000000 1.000000 0.01639(10) Uani 1 2 d S U P . .
N1 N 0.3289(2) 0.63806(16) 0.37426(16) 0.0357(3) Uani 1 1 d . . . . .
H1 H 0.376059 0.726275 0.358335 0.043 Uiso 1 1 calc R U . . .
N2 N 0.2061(2) 0.40079(15) 0.34697(14) 0.0315(3) Uani 1 1 d . . . . .
H2 H 0.162154 0.311216 0.310856 0.038 Uiso 1 1 calc R U . . .
O1 O 0.33012(15) 0.97073(12) 0.80956(9) 0.0228(2) Uani 1 1 d . . . . .
O2 O 0.53569(16) 1.09672(13) 0.69844(11) 0.0320(3) Uani 1 1 d . . . . .
O3 O -0.13591(18) 0.86448(12) 0.78957(10) 0.0294(2) Uani 1 1 d . . . . .
O4 O 0.00775(16) 1.10772(12) 0.83141(9) 0.0253(2) Uani 1 1 d . . . . .
O9 O 0.63803(16) 0.84112(11) 0.96793(9) 0.0247(2) Uani 1 1 d . . . . .
H9 H 0.734439 0.848537 1.031324 0.037 Uiso 1 1 d R U . . .
H12 H 0.688459 0.857647 0.906043 0.037 Uiso 1 1 d R U . . .
O10 O 0.22512(17) 0.83497(12) 1.01171(11) 0.0302(2) Uani 1 1 d . U . . .
H10B H 0.112594 0.831924 0.939283 0.045 Uiso 1 1 d R U . . .
H10C H 0.194473 0.857832 1.091070 0.045 Uiso 1 1 d R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.2440(18) . ?
C1 O1 1.2574(17) . ?
C1 C3 1.5114(18) . ?
C3 C5 1.3962(19) . ?
C3 C4 1.3985(18) . ?
C4 C5 1.3868(19) 2_576 ?
C4 H4 0.9457 . ?
C5 C9 1.5137(17) . ?
C9 O4 1.2421(17) . ?
C9 O3 1.2622(18) . ?
C10 C11 1.481(3) . ?
C10 H10D 0.9600 . ?
C10 H10E 0.9600 . ?
C10 H10F 0.9600 . ?
C11 N2 1.330(2) . ?
C11 N1 1.331(2) . ?
C12 C13 1.383(2) . ?
C12 N2 1.385(2) . ?
C12 C17 1.392(2) . ?
C13 C14 1.380(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.402(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.388(2) . ?
C16 H16 0.9300 . ?
C17 N1 1.382(2) . ?
Co1 O1 2.0572(9) . ?
Co1 O1 2.0572(9) 2_677 ?
Co1 O9 2.1182(10) 2_677 ?
Co1 O9 2.1183(10) . ?
Co1 O10 2.1429(11) . ?
Co1 O10 2.1429(11) 2_677 ?
N1 H1 0.8600 . ?
N2 H2 0.8600 . ?
O9 H9 0.8200 . ?
O9 H12 0.8287 . ?
O10 H10B 0.9600 . ?
O10 H10C 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
O2 C1 O1 125.50(12) . . ?
O2 C1 C3 119.01(12) . . ?
O1 C1 C3 115.46(12) . . ?
C5 C3 C4 118.95(12) . . ?
C5 C3 C1 121.56(11) . . ?
C4 C3 C1 119.49(12) . . ?
C5 C4 C3 121.20(13) 2_576 . ?
C5 C4 H4 121.1 2_576 . ?
C3 C4 H4 117.7 . . ?
C4 C5 C3 119.85(12) 2_576 . ?
C4 C5 C9 117.70(12) 2_576 . ?
C3 C5 C9 122.39(12) . . ?
O4 C9 O3 126.08(12) . . ?
O4 C9 C5 117.33(12) . . ?
O3 C9 C5 116.53(12) . . ?
C11 C10 H10D 109.5 . . ?
C11 C10 H10E 109.5 . . ?
H10D C10 H10E 109.5 . . ?
C11 C10 H10F 109.5 . . ?
H10D C10 H10F 109.5 . . ?
H10E C10 H10F 109.5 . . ?
N2 C11 N1 109.18(16) . . ?
N2 C11 C10 125.09(17) . . ?
N1 C11 C10 125.72(17) . . ?
C13 C12 N2 132.40(15) . . ?
C13 C12 C17 121.31(15) . . ?
N2 C12 C17 106.28(15) . . ?
C14 C13 C12 117.26(16) . . ?
C14 C13 H13 121.4 . . ?
C12 C13 H13 121.4 . . ?
C13 C14 C15 121.39(18) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 121.31(17) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 117.33(16) . . ?
C15 C16 H16 121.3 . . ?
C17 C16 H16 121.3 . . ?
N1 C17 C16 132.30(16) . . ?
N1 C17 C12 106.32(15) . . ?
C16 C17 C12 121.38(16) . . ?
O1 Co1 O1 180.00(6) . 2_677 ?
O1 Co1 O9 85.91(4) . 2_677 ?
O1 Co1 O9 94.09(4) 2_677 2_677 ?
O1 Co1 O9 94.09(4) . . ?
O1 Co1 O9 85.91(4) 2_677 . ?
O9 Co1 O9 180.0 2_677 . ?
O1 Co1 O10 81.25(4) . . ?
O1 Co1 O10 98.75(4) 2_677 . ?
O9 Co1 O10 88.21(4) 2_677 . ?
O9 Co1 O10 91.79(4) . . ?
O1 Co1 O10 98.75(4) . 2_677 ?
O1 Co1 O10 81.25(4) 2_677 2_677 ?
O9 Co1 O10 91.79(4) 2_677 2_677 ?
O9 Co1 O10 88.21(4) . 2_677 ?
O10 Co1 O10 180.0 . 2_677 ?
C11 N1 C17 109.17(14) . . ?
C11 N1 H1 125.4 . . ?
C17 N1 H1 125.4 . . ?
C11 N2 C12 109.05(14) . . ?
C11 N2 H2 125.5 . . ?
C12 N2 H2 125.5 . . ?
C1 O1 Co1 133.53(9) . . ?
Co1 O9 H9 109.5 . . ?
Co1 O9 H12 109.6 . . ?
H9 O9 H12 106.2 . . ?
Co1 O10 H10B 109.3 . . ?
Co1 O10 H10C 109.5 . . ?
H10B O10 H10C 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
O2 C1 C3 C5 -156.16(14) . . . . ?
O1 C1 C3 C5 25.76(18) . . . . ?
O2 C1 C3 C4 23.39(19) . . . . ?
O1 C1 C3 C4 -154.70(13) . . . . ?
C5 C3 C4 C5 0.2(2) . . . 2_576 ?
C1 C3 C4 C5 -179.34(12) . . . 2_576 ?
C4 C3 C5 C4 -0.2(2) . . . 2_576 ?
C1 C3 C5 C4 179.34(12) . . . 2_576 ?
C4 C3 C5 C9 -177.07(12) . . . . ?
C1 C3 C5 C9 2.5(2) . . . . ?
C4 C5 C9 O4 -100.37(15) 2_576 . . . ?
C3 C5 C9 O4 76.56(17) . . . . ?
C4 C5 C9 O3 76.95(17) 2_576 . . . ?
C3 C5 C9 O3 -106.12(16) . . . . ?
N2 C12 C13 C14 -179.19(16) . . . . ?
C17 C12 C13 C14 -1.0(2) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C14 C15 C16 C17 0.2(3) . . . . ?
C15 C16 C17 N1 178.14(17) . . . . ?
C15 C16 C17 C12 -1.4(2) . . . . ?
C13 C12 C17 N1 -177.78(15) . . . . ?
N2 C12 C17 N1 0.80(17) . . . . ?
C13 C12 C17 C16 1.8(2) . . . . ?
N2 C12 C17 C16 -179.59(15) . . . . ?
N2 C11 N1 C17 -0.14(19) . . . . ?
C10 C11 N1 C17 178.54(17) . . . . ?
C16 C17 N1 C11 -179.98(17) . . . . ?
C12 C17 N1 C11 -0.43(18) . . . . ?
N1 C11 N2 C12 0.66(19) . . . . ?
C10 C11 N2 C12 -178.03(16) . . . . ?
C13 C12 N2 C11 177.45(17) . . . . ?
C17 C12 N2 C11 -0.91(18) . . . . ?
O2 C1 O1 Co1 22.4(2) . . . . ?
C3 C1 O1 Co1 -159.66(9) . . . . ?

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.046

