# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_lxy190826
_database_code_depnum_ccdc_archive 'CCDC 2121096'
loop_
_audit_author_name
_audit_author_address
ab
;Ningxia University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;
_audit_creation_date             2019-08-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H25 Co N5 O4'
_chemical_formula_sum            'C24 H25 Co N5 O4'
_chemical_formula_weight         506.42
_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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.9206(8)
_cell_length_b                   24.0797(17)
_cell_length_c                   10.0515(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.445(9)
_cell_angle_gamma                90
_cell_volume                     2264.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3377
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.7580
_cell_measurement_theta_min      2.7390
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.800
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0866
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.863
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14627
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.496
_diffrn_reflns_theta_min         2.336
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_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                3940
_reflns_number_total             5438
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5438
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0532
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0301P)²+0.7930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.1035
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O3-H3
 0.85 with sigma of 0.01
 C24-H3
 1.879578 with sigma of 0.02
 Co1-H3
 2.728922 with sigma of 0.02
3.a Rotating group:
 O4(H4A,H4B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C16(H16A,H16B,H16C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.47758(4) 0.43914(2) 0.69639(4) 0.01056(11) Uani 1 1 d D . . . .
O1 O 0.65279(18) 0.43477(7) 0.61096(18) 0.0136(4) Uani 1 1 d . . . . .
O2 O 0.55651(19) 0.52287(8) 0.72703(18) 0.0149(4) Uani 1 1 d . . . . .
O3 O 0.62050(19) 0.41512(8) 0.89830(19) 0.0170(4) Uani 1 1 d D . . . .
H3 H 0.619(2) 0.4273(10) 0.9766(12) 0.026 Uiso 1 1 d DR . . . .
O4 O 0.33765(18) 0.46230(8) 0.49063(18) 0.0127(4) Uani 1 1 d . . . . .
H4A H 0.372087 0.450669 0.427904 0.019 Uiso 1 1 d GR . . . .
H4B H 0.337224 0.497761 0.482203 0.019 Uiso 1 1 d GR . . . .
N1 N 0.5822(2) 0.34476(9) 0.5386(2) 0.0133(5) Uani 1 1 d . . . . .
N2 N 0.4845(2) 0.35649(9) 0.6057(2) 0.0122(5) Uani 1 1 d . . . . .
N3 N 0.3069(2) 0.38838(9) 0.7228(2) 0.0119(5) Uani 1 1 d . . . . .
N4 N 0.3626(2) 0.48783(9) 0.8123(2) 0.0123(5) Uani 1 1 d . . . . .
N5 N 0.4071(2) 0.54156(9) 0.8553(2) 0.0123(5) Uani 1 1 d . . . . .
C1 C 0.7798(3) 0.38486(11) 0.4861(3) 0.0113(6) Uani 1 1 d . . . . .
C2 C 0.8848(3) 0.42585(11) 0.5155(3) 0.0147(6) Uani 1 1 d . . . . .
H2 H 0.879932 0.456678 0.572745 0.018 Uiso 1 1 calc R . . . .
C3 C 0.9970(3) 0.42191(12) 0.4616(3) 0.0166(6) Uani 1 1 d . . . . .
H3A H 1.068491 0.449890 0.482250 0.020 Uiso 1 1 calc R . . . .
C4 C 1.0037(3) 0.37724(12) 0.3781(3) 0.0199(7) Uani 1 1 d . . . . .
H4 H 1.080200 0.374531 0.341418 0.024 Uiso 1 1 calc R . . . .
C5 C 0.8995(3) 0.33625(12) 0.3473(3) 0.0189(6) Uani 1 1 d . . . . .
H5 H 0.905330 0.305457 0.290427 0.023 Uiso 1 1 calc R . . . .
C6 C 0.7870(3) 0.34021(12) 0.3996(3) 0.0150(6) Uani 1 1 d . . . . .
H6 H 0.714582 0.312542 0.376705 0.018 Uiso 1 1 calc R . . . .
C7 C 0.6641(3) 0.38960(11) 0.5499(3) 0.0107(5) Uani 1 1 d . . . . .
C8 C 0.3866(3) 0.32001(11) 0.5975(3) 0.0130(6) Uani 1 1 d . . . . .
C9 C 0.3694(3) 0.26675(12) 0.5166(3) 0.0185(6) Uani 1 1 d . . . . .
H9A H 0.412424 0.270573 0.442320 0.028 Uiso 1 1 calc GR . . . .
H9B H 0.267435 0.258173 0.473789 0.028 Uiso 1 1 calc GR . . . .
H9C H 0.416924 0.236645 0.580637 0.028 Uiso 1 1 calc GR . . . .
C10 C 0.2886(3) 0.33629(11) 0.6738(3) 0.0132(6) Uani 1 1 d . . . . .
C11 C 0.1836(3) 0.30177(12) 0.6932(3) 0.0157(6) Uani 1 1 d . . . . .
H11 H 0.172126 0.264756 0.658504 0.019 Uiso 1 1 calc R . . . .
C12 C 0.0969(3) 0.32272(12) 0.7640(3) 0.0191(6) Uani 1 1 d . . . . .
H12 H 0.024727 0.300006 0.778521 0.023 Uiso 1 1 calc R . . . .
C13 C 0.1150(3) 0.37660(12) 0.8136(3) 0.0163(6) Uani 1 1 d . . . . .
H13 H 0.055639 0.391317 0.862201 0.020 Uiso 1 1 calc R . . . .
C14 C 0.2222(3) 0.40924(12) 0.7910(3) 0.0133(6) Uani 1 1 d . . . . .
C15 C 0.2521(3) 0.46775(12) 0.8357(3) 0.0140(6) Uani 1 1 d . . . . .
C16 C 0.1578(3) 0.49897(12) 0.8992(3) 0.0202(7) Uani 1 1 d . . . . .
H16A H 0.198379 0.497159 1.002265 0.030 Uiso 1 1 calc GR . . . .
H16B H 0.062218 0.482313 0.867942 0.030 Uiso 1 1 calc GR . . . .
H16C H 0.151136 0.537840 0.868770 0.030 Uiso 1 1 calc GR . . . .
C17 C 0.5122(3) 0.55455(11) 0.8041(3) 0.0115(5) Uani 1 1 d . . . . .
C18 C 0.5820(3) 0.61008(11) 0.8402(3) 0.0113(6) Uani 1 1 d . . . . .
C19 C 0.5260(3) 0.65308(11) 0.8986(3) 0.0157(6) Uani 1 1 d . . . . .
H19 H 0.439291 0.647568 0.917504 0.019 Uiso 1 1 calc R . . . .
C20 C 0.5958(3) 0.70405(12) 0.9294(3) 0.0176(6) Uani 1 1 d . . . . .
H20 H 0.557380 0.732752 0.970902 0.021 Uiso 1 1 calc R . . . .
C21 C 0.7211(3) 0.71322(12) 0.9001(3) 0.0196(6) Uani 1 1 d . . . . .
H21 H 0.767559 0.748271 0.918988 0.023 Uiso 1 1 calc R . . . .
C22 C 0.7773(3) 0.67052(12) 0.8429(3) 0.0211(7) Uani 1 1 d . . . . .
H22 H 0.863403 0.676295 0.823142 0.025 Uiso 1 1 calc R . . . .
C23 C 0.7094(3) 0.61929(12) 0.8140(3) 0.0174(6) Uani 1 1 d . . . . .
H23 H 0.750373 0.590258 0.776088 0.021 Uiso 1 1 calc R . . . .
C24 C 0.7363(3) 0.37832(14) 0.9210(3) 0.0299(8) Uani 1 1 d D . . . .
H24A H 0.805785 0.394285 0.881754 0.045 Uiso 1 1 calc GR . . . .
H24B H 0.701521 0.342822 0.874573 0.045 Uiso 1 1 calc GR . . . .
H24C H 0.782060 0.372247 1.022532 0.045 Uiso 1 1 calc GR . . . .


_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 O1 2.1825(17) . ?
Co1 O2 2.1475(18) . ?
Co1 O3 2.1326(18) . ?
Co1 O4 2.1456(17) . ?
Co1 N2 2.200(2) . ?
Co1 N3 2.175(2) . ?
Co1 N4 2.218(2) . ?
O1 C7 1.272(3) . ?
O2 C17 1.265(3) . ?
O3 H3 0.846(9) . ?
O3 C24 1.408(3) . ?
O4 H4A 0.8580 . ?
O4 H4B 0.8579 . ?
N1 N2 1.381(3) . ?
N1 C7 1.333(3) . ?
N2 C8 1.292(3) . ?
N3 C10 1.337(3) . ?
N3 C14 1.346(3) . ?
N4 N5 1.389(3) . ?
N4 C15 1.289(3) . ?
N5 C17 1.345(3) . ?
C1 C2 1.393(4) . ?
C1 C6 1.399(4) . ?
C1 C7 1.494(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.380(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(4) . ?
C6 H6 0.9500 . ?
C8 C9 1.498(4) . ?
C8 C10 1.478(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.395(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.401(4) . ?
C14 C15 1.479(4) . ?
C15 C16 1.498(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.494(4) . ?
C18 C19 1.394(4) . ?
C18 C23 1.392(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.387(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.389(4) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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
O1 Co1 N2 69.77(7) . . ?
O1 Co1 N4 148.06(7) . . ?
O2 Co1 O1 78.56(7) . . ?
O2 Co1 N2 148.05(7) . . ?
O2 Co1 N3 140.50(7) . . ?
O2 Co1 N4 69.83(7) . . ?
O3 Co1 O1 89.83(7) . . ?
O3 Co1 O2 91.32(8) . . ?
O3 Co1 O4 178.44(7) . . ?
O3 Co1 N2 92.66(8) . . ?
O3 Co1 N3 91.69(8) . . ?
O3 Co1 N4 86.50(7) . . ?
O4 Co1 O1 88.73(7) . . ?
O4 Co1 O2 88.99(7) . . ?
O4 Co1 N2 86.28(7) . . ?
O4 Co1 N3 89.05(7) . . ?
O4 Co1 N4 95.04(7) . . ?
N2 Co1 N4 142.06(8) . . ?
N3 Co1 O1 140.81(8) . . ?
N3 Co1 N2 71.04(8) . . ?
N3 Co1 N4 71.07(8) . . ?
C7 O1 Co1 116.15(16) . . ?
C17 O2 Co1 118.00(16) . . ?
Co1 O3 H3 125.3(12) . . ?
C24 O3 Co1 124.97(17) . . ?
C24 O3 H3 109.7(12) . . ?
Co1 O4 H4A 109.6 . . ?
Co1 O4 H4B 109.5 . . ?
H4A O4 H4B 104.0 . . ?
C7 N1 N2 107.4(2) . . ?
N1 N2 Co1 120.75(16) . . ?
C8 N2 Co1 120.97(17) . . ?
C8 N2 N1 117.7(2) . . ?
C10 N3 Co1 119.91(16) . . ?
C10 N3 C14 120.4(2) . . ?
C14 N3 Co1 119.71(18) . . ?
N5 N4 Co1 119.35(15) . . ?
C15 N4 Co1 120.99(19) . . ?
C15 N4 N5 119.6(2) . . ?
C17 N5 N4 107.7(2) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 C7 118.8(2) . . ?
C6 C1 C7 122.0(2) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 H6 119.9 . . ?
O1 C7 N1 125.8(2) . . ?
O1 C7 C1 118.4(2) . . ?
N1 C7 C1 115.8(2) . . ?
N2 C8 C9 124.3(2) . . ?
N2 C8 C10 113.4(2) . . ?
C10 C8 C9 122.2(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C8 114.0(2) . . ?
N3 C10 C11 121.6(2) . . ?
C11 C10 C8 124.4(2) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 C10 118.4(3) . . ?
C12 C11 H11 120.8 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.9(2) . . ?
C14 C13 H13 120.6 . . ?
N3 C14 C13 120.7(3) . . ?
N3 C14 C15 114.5(2) . . ?
C13 C14 C15 124.9(2) . . ?
N4 C15 C14 113.5(2) . . ?
N4 C15 C16 125.4(3) . . ?
C14 C15 C16 121.1(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 N5 124.4(2) . . ?
O2 C17 C18 117.5(2) . . ?
N5 C17 C18 118.1(2) . . ?
C19 C18 C17 123.4(2) . . ?
C23 C18 C17 118.2(2) . . ?
C23 C18 C19 118.4(2) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.7(2) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.5 . . ?
C22 C21 C20 118.9(3) . . ?
C22 C21 H21 120.5 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.9(3) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 H23 119.7 . . ?
C22 C23 C18 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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
_geom_hbond_publ_flag
O3 H3 N5 0.846(9) 1.941(9) 2.784(3) 173.6(18) 3_667 yes
O4 H4A O2 0.86 2.02 2.747(2) 142.4 3_666 yes
O4 H4B O1 0.86 1.89 2.694(3) 154.6 3_666 yes

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
Co1 O1 C7 N1 -2.6(3) . . . . ?
Co1 O1 C7 C1 178.42(17) . . . . ?
Co1 O2 C17 N5 -7.9(3) . . . . ?
Co1 O2 C17 C18 172.10(17) . . . . ?
Co1 N2 C8 C9 169.4(2) . . . . ?
Co1 N2 C8 C10 -9.2(3) . . . . ?
Co1 N3 C10 C8 -3.2(3) . . . . ?
Co1 N3 C10 C11 177.66(19) . . . . ?
Co1 N3 C14 C13 -177.71(19) . . . . ?
Co1 N3 C14 C15 3.0(3) . . . . ?
Co1 N4 N5 C17 4.7(3) . . . . ?
Co1 N4 C15 C14 5.6(3) . . . . ?
Co1 N4 C15 C16 -173.3(2) . . . . ?
O2 C17 C18 C19 166.4(2) . . . . ?
O2 C17 C18 C23 -13.6(4) . . . . ?
N1 N2 C8 C9 -2.0(4) . . . . ?
N1 N2 C8 C10 179.5(2) . . . . ?
N2 N1 C7 O1 -0.3(3) . . . . ?
N2 N1 C7 C1 178.7(2) . . . . ?
N2 C8 C10 N3 7.8(3) . . . . ?
N2 C8 C10 C11 -173.1(2) . . . . ?
N3 C10 C11 C12 0.5(4) . . . . ?
N3 C14 C15 N4 -5.5(3) . . . . ?
N3 C14 C15 C16 173.5(2) . . . . ?
N4 N5 C17 O2 2.0(3) . . . . ?
N4 N5 C17 C18 -178.0(2) . . . . ?
N5 N4 C15 C14 -176.9(2) . . . . ?
N5 N4 C15 C16 4.2(4) . . . . ?
N5 C17 C18 C19 -13.6(4) . . . . ?
N5 C17 C18 C23 166.4(2) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C1 C6 C5 1.7(4) . . . . ?
C2 C1 C7 O1 10.5(4) . . . . ?
C2 C1 C7 N1 -168.6(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C1 -1.4(4) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C6 C1 C7 O1 -170.5(2) . . . . ?
C6 C1 C7 N1 10.5(4) . . . . ?
C7 N1 N2 Co1 3.2(3) . . . . ?
C7 N1 N2 C8 174.6(2) . . . . ?
C7 C1 C2 C3 178.0(2) . . . . ?
C7 C1 C6 C5 -177.3(2) . . . . ?
C8 C10 C11 C12 -178.5(3) . . . . ?
C9 C8 C10 N3 -170.8(2) . . . . ?
C9 C8 C10 C11 8.3(4) . . . . ?
C10 N3 C14 C13 0.9(4) . . . . ?
C10 N3 C14 C15 -178.4(2) . . . . ?
C10 C11 C12 C13 0.1(4) . . . . ?
C11 C12 C13 C14 -0.1(4) . . . . ?
C12 C13 C14 N3 -0.4(4) . . . . ?
C12 C13 C14 C15 178.8(3) . . . . ?
C13 C14 C15 N4 175.3(3) . . . . ?
C13 C14 C15 C16 -5.7(4) . . . . ?
C14 N3 C10 C8 178.2(2) . . . . ?
C14 N3 C10 C11 -1.0(4) . . . . ?
C15 N4 N5 C17 -172.8(2) . . . . ?
C17 C18 C19 C20 -179.8(2) . . . . ?
C17 C18 C23 C22 178.7(3) . . . . ?
C18 C19 C20 C21 1.2(4) . . . . ?
C19 C18 C23 C22 -1.3(4) . . . . ?
C19 C20 C21 C22 -1.6(4) . . . . ?
C20 C21 C22 C23 0.5(4) . . . . ?
C21 C22 C23 C18 1.0(4) . . . . ?
C23 C18 C19 C20 0.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_wy17
_database_code_depnum_ccdc_archive 'CCDC 2121099'
loop_
_audit_author_name
_audit_author_address
ab
;Ningxia University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;
_audit_creation_date             2020-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H21 Co N5 O4, 2(N O3)'
_chemical_formula_sum            'C13 H21 Co N7 O10'
_chemical_formula_weight         494.30
_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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.6670(19)
_cell_length_b                   15.405(3)
_cell_length_c                   18.209(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.489(9)
_cell_angle_gamma                90
_cell_volume                     2136.9(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    296.0
_cell_measurement_theta_max      27.36
_cell_measurement_theta_min      2.61
_shelx_estimated_absorpt_T_max   0.918
_shelx_estimated_absorpt_T_min   0.903
_exptl_absorpt_coefficient_mu    0.868
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10263
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.419
_diffrn_reflns_theta_min         1.736
_diffrn_ambient_temperature      296.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3629
_reflns_number_total             4738
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.055
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.142
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4738
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.0900
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1454P)²+4.9210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2580
_refine_ls_wR_factor_ref         0.2766
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9893(7)
 0.0107(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained distances
 O9-H9
 0.85 with sigma of 0.01
 C12-H9
 1.888343 with sigma of 0.02
 Co01-H9
 2.730436 with sigma of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N5(H5), C2(H2), C3(H3A), C4(H4), C8(H8), C11(H11)
4.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
4.c Idealised tetrahedral OH refined as rotating group:
 O10(H10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Co01 Co 0.68660(9) 0.80327(4) 0.47100(4) 0.0377(3) Uani 1 1 d D . . . .
O1 O 0.7501(7) 0.9125(3) 0.3992(2) 0.0569(11) Uani 1 1 d . . . . .
O2 O 0.5938(7) 0.9159(3) 0.5241(3) 0.0605(12) Uani 1 1 d . . . . .
O3 O 0.9439(8) 0.7270(3) 0.6841(3) 0.0710(15) Uani 1 1 d . . . . .
O4 O 1.0828(7) 0.6717(3) 0.5996(2) 0.0640(13) Uani 1 1 d . . . . .
O5 O 1.0502(11) 0.6002(3) 0.6992(3) 0.094(2) Uani 1 1 d . . . . .
O9 O 0.9431(6) 0.8188(3) 0.5292(3) 0.0533(10) Uani 1 1 d D . . . .
H9 H 1.002(5) 0.7760(10) 0.549(3) 0.080 Uiso 1 1 d DR . . . .
O10 O 0.4349(7) 0.7918(3) 0.4092(3) 0.0694(14) Uani 1 1 d . . . . .
H10 H 0.405858 0.744769 0.390604 0.104 Uiso 1 1 calc GR . . . .
N1 N 0.7090(6) 0.6629(3) 0.4820(2) 0.0383(9) Uani 1 1 d . . . . .
N2 N 0.8035(6) 0.7492(3) 0.3758(2) 0.0403(10) Uani 1 1 d . . . . .
N3 N 0.8404(7) 0.8093(3) 0.3245(3) 0.0448(11) Uani 1 1 d . . . . .
H3 H 0.881706 0.795007 0.284217 0.054 Uiso 1 1 calc R . . . .
N4 N 0.5791(6) 0.7601(3) 0.5722(3) 0.0415(10) Uani 1 1 d . . . . .
N5 N 0.5104(8) 0.8251(3) 0.6109(3) 0.0529(12) Uani 1 1 d . . . . .
H5 H 0.463239 0.816235 0.650867 0.064 Uiso 1 1 calc R . . . .
N6 N 1.0270(7) 0.6657(3) 0.6621(3) 0.0493(12) Uani 1 1 d . . . . .
C1 C 0.7784(7) 0.6157(3) 0.4305(3) 0.0394(11) Uani 1 1 d . . . . .
C2 C 0.8041(8) 0.5269(3) 0.4371(3) 0.0467(13) Uani 1 1 d . . . . .
H2 H 0.850936 0.495586 0.400286 0.056 Uiso 1 1 calc R . . . .
C3 C 0.7588(9) 0.4864(4) 0.4991(4) 0.0535(15) Uani 1 1 d . . . . .
H3A H 0.774708 0.426787 0.504869 0.064 Uiso 1 1 calc R . . . .
C4 C 0.6893(8) 0.5342(4) 0.5534(3) 0.0461(13) Uani 1 1 d . . . . .
H4 H 0.660722 0.507582 0.596299 0.055 Uiso 1 1 calc R . . . .
C5 C 0.6635(7) 0.6222(3) 0.5423(3) 0.0392(11) Uani 1 1 d . . . . .
C6 C 0.8261(8) 0.6678(3) 0.3667(3) 0.0429(12) Uani 1 1 d . . . . .
C7 C 0.8914(13) 0.6244(4) 0.3014(4) 0.073(2) Uani 1 1 d . . . . .
H7A H 0.813748 0.637473 0.257638 0.109 Uiso 1 1 calc GR . . . .
H7B H 0.895230 0.562789 0.309029 0.109 Uiso 1 1 calc GR . . . .
H7C H 1.007079 0.645278 0.295590 0.109 Uiso 1 1 calc GR . . . .
C8 C 0.8081(9) 0.8915(4) 0.3412(3) 0.0496(14) Uani 1 1 d . . . . .
H8 H 0.830030 0.934766 0.307784 0.060 Uiso 1 1 calc R . . . .
C9 C 0.5834(7) 0.6801(3) 0.5937(3) 0.0395(11) Uani 1 1 d . . . . .
C10 C 0.5169(9) 0.6469(4) 0.6623(3) 0.0538(15) Uani 1 1 d . . . . .
H10A H 0.539377 0.689110 0.701025 0.081 Uiso 1 1 calc GR . . . .
H10B H 0.575756 0.593672 0.677050 0.081 Uiso 1 1 calc GR . . . .
H10C H 0.392921 0.636678 0.652943 0.081 Uiso 1 1 calc GR . . . .
C11 C 0.5228(9) 0.9029(4) 0.5813(4) 0.0575(16) Uani 1 1 d . . . . .
H11 H 0.476349 0.950148 0.604355 0.069 Uiso 1 1 calc R . . . .
C12 C 1.0082(13) 0.8958(5) 0.5657(6) 0.089(3) Uani 1 1 d D . . . .
H12A H 0.928380 0.942772 0.552651 0.134 Uiso 1 1 calc GR . . . .
H12B H 1.121150 0.909600 0.550844 0.134 Uiso 1 1 calc GR . . . .
H12C H 1.018908 0.887001 0.618208 0.134 Uiso 1 1 calc GR . . . .
C13 C 0.3135(14) 0.8534(8) 0.3843(7) 0.121(4) Uani 1 1 d . . . . .
H13A H 0.295368 0.852019 0.331291 0.181 Uiso 1 1 calc GR . . . .
H13B H 0.355443 0.909713 0.400467 0.181 Uiso 1 1 calc GR . . . .
H13C H 0.204676 0.841564 0.403750 0.181 Uiso 1 1 calc GR . . . .
O6 O 0.3556(12) 0.6309(4) 0.3485(3) 0.108(3) Uani 1 1 d . . . . .
O7 O 0.4015(16) 0.6954(4) 0.2532(4) 0.143(4) Uani 1 1 d . . . . .
O8 O 0.3670(13) 0.5608(4) 0.2469(5) 0.124(3) Uani 1 1 d . . . . .
N7 N 0.3762(9) 0.6271(4) 0.2820(3) 0.0658(16) 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
Co01 O1 2.218(4) . ?
Co01 O2 2.147(4) . ?
Co01 O9 2.140(4) . ?
Co01 O10 2.129(5) . ?
Co01 N1 2.176(4) . ?
Co01 N2 2.202(5) . ?
Co01 N4 2.206(5) . ?
O1 C8 1.235(7) . ?
O2 C11 1.245(8) . ?
O3 N6 1.232(7) . ?
O4 N6 1.263(6) . ?
O5 N6 1.215(7) . ?
O9 H9 0.856(10) . ?
O9 C12 1.422(9) . ?
O10 H10 0.8200 . ?
O10 C13 1.369(10) . ?
N1 C1 1.344(7) . ?
N1 C5 1.344(7) . ?
N2 N3 1.367(6) . ?
N2 C6 1.279(7) . ?
N3 H3 0.8600 . ?
N3 C8 1.332(7) . ?
N4 N5 1.363(7) . ?
N4 C9 1.291(7) . ?
N5 H5 0.8600 . ?
N5 C11 1.322(9) . ?
C1 C2 1.385(7) . ?
C1 C6 1.492(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.370(8) . ?
C3 H3A 0.9300 . ?
C3 C4 1.386(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(7) . ?
C5 C9 1.476(8) . ?
C6 C7 1.499(8) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9300 . ?
C9 C10 1.492(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O6 N7 1.240(8) . ?
O7 N7 1.201(8) . ?
O8 N7 1.202(8) . ?

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 Co01 O1 76.00(18) . . ?
O2 Co01 N1 142.04(17) . . ?
O2 Co01 N2 147.67(17) . . ?
O2 Co01 N4 72.14(17) . . ?
O9 Co01 O1 87.50(18) . . ?
O9 Co01 O2 91.11(19) . . ?
O9 Co01 N1 90.40(16) . . ?
O9 Co01 N2 89.95(18) . . ?
O9 Co01 N4 91.66(18) . . ?
O10 Co01 O1 89.9(2) . . ?
O10 Co01 O2 88.8(2) . . ?
O10 Co01 O9 177.3(2) . . ?
O10 Co01 N1 91.36(19) . . ?
O10 Co01 N2 88.7(2) . . ?
O10 Co01 N4 90.8(2) . . ?
N1 Co01 O1 141.95(16) . . ?
N1 Co01 N2 70.25(16) . . ?
N1 Co01 N4 69.91(16) . . ?
N2 Co01 O1 71.76(16) . . ?
N2 Co01 N4 140.13(17) . . ?
N4 Co01 O1 148.11(16) . . ?
C8 O1 Co01 115.5(4) . . ?
C11 O2 Co01 116.4(4) . . ?
Co01 O9 H9 122.3(18) . . ?
C12 O9 Co01 125.4(5) . . ?
C12 O9 H9 107.7(17) . . ?
Co01 O10 H10 118.6 . . ?
C13 O10 Co01 131.2(6) . . ?
C13 O10 H10 109.5 . . ?
C1 N1 Co01 120.5(3) . . ?
C1 N1 C5 118.5(5) . . ?
C5 N1 Co01 120.9(3) . . ?
N3 N2 Co01 114.6(3) . . ?
C6 N2 Co01 123.1(4) . . ?
C6 N2 N3 122.2(5) . . ?
N2 N3 H3 122.3 . . ?
C8 N3 N2 115.5(5) . . ?
C8 N3 H3 122.3 . . ?
N5 N4 Co01 114.3(3) . . ?
C9 N4 Co01 122.8(4) . . ?
C9 N4 N5 122.9(5) . . ?
N4 N5 H5 123.0 . . ?
C11 N5 N4 114.0(5) . . ?
C11 N5 H5 123.0 . . ?
O3 N6 O4 118.5(5) . . ?
O5 N6 O3 120.3(5) . . ?
O5 N6 O4 121.2(5) . . ?
N1 C1 C2 122.6(5) . . ?
N1 C1 C6 113.8(4) . . ?
C2 C1 C6 123.7(5) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.3(5) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3A 120.0 . . ?
C2 C3 C4 120.0(5) . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.5(5) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.1(5) . . ?
N1 C5 C9 113.6(4) . . ?
C4 C5 C9 124.3(5) . . ?
N2 C6 C1 112.2(5) . . ?
N2 C6 C7 127.1(5) . . ?
C1 C6 C7 120.7(5) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N3 122.5(5) . . ?
O1 C8 H8 118.7 . . ?
N3 C8 H8 118.7 . . ?
N4 C9 C5 112.5(5) . . ?
N4 C9 C10 125.5(5) . . ?
C5 C9 C10 122.0(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 N5 123.0(6) . . ?
O2 C11 H11 118.5 . . ?
N5 C11 H11 118.5 . . ?
O9 C12 H12A 109.5 . . ?
O9 C12 H12B 109.5 . . ?
O9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O10 C13 H13A 109.5 . . ?
O10 C13 H13B 109.5 . . ?
O10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O7 N7 O6 115.5(7) . . ?
O7 N7 O8 120.9(7) . . ?
O8 N7 O6 123.5(7) . . ?

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
_geom_hbond_publ_flag
O9 H9 O4 0.856(10) 1.918(19) 2.759(6) 167(6) . yes
O10 H10 O6 0.82 1.94 2.754(8) 175.7 . yes
N3 H3 O3 0.86 1.96 2.817(7) 170.7 4_575 yes
N5 H5 O7 0.86 1.98 2.829(8) 168.2 4_576 yes

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
Co01 O1 C8 N3 -3.9(9) . . . . ?
Co01 O2 C11 N5 2.9(10) . . . . ?
Co01 N1 C1 C2 176.4(4) . . . . ?
Co01 N1 C1 C6 -3.0(6) . . . . ?
Co01 N1 C5 C4 -174.8(4) . . . . ?
Co01 N1 C5 C9 5.8(6) . . . . ?
Co01 N2 N3 C8 3.0(7) . . . . ?
Co01 N2 C6 C1 -4.8(7) . . . . ?
Co01 N2 C6 C7 175.0(6) . . . . ?
Co01 N4 N5 C11 -1.0(7) . . . . ?
Co01 N4 C9 C5 -1.4(7) . . . . ?
Co01 N4 C9 C10 178.5(5) . . . . ?
N1 C1 C2 C3 -0.9(9) . . . . ?
N1 C1 C6 N2 4.9(7) . . . . ?
N1 C1 C6 C7 -175.0(6) . . . . ?
N1 C5 C9 N4 -2.7(7) . . . . ?
N1 C5 C9 C10 177.4(5) . . . . ?
N2 N3 C8 O1 0.6(9) . . . . ?
N3 N2 C6 C1 179.4(5) . . . . ?
N3 N2 C6 C7 -0.8(10) . . . . ?
N4 N5 C11 O2 -1.3(10) . . . . ?
N5 N4 C9 C5 179.8(5) . . . . ?
N5 N4 C9 C10 -0.3(9) . . . . ?
C1 N1 C5 C4 1.4(8) . . . . ?
C1 N1 C5 C9 -178.1(5) . . . . ?
C1 C2 C3 C4 0.0(10) . . . . ?
C2 C1 C6 N2 -174.6(6) . . . . ?
C2 C1 C6 C7 5.6(9) . . . . ?
C2 C3 C4 C5 1.6(10) . . . . ?
C3 C4 C5 N1 -2.3(9) . . . . ?
C3 C4 C5 C9 177.1(6) . . . . ?
C4 C5 C9 N4 177.8(5) . . . . ?
C4 C5 C9 C10 -2.1(9) . . . . ?
C5 N1 C1 C2 0.3(8) . . . . ?
C5 N1 C1 C6 -179.2(5) . . . . ?
C6 N2 N3 C8 179.1(6) . . . . ?
C6 C1 C2 C3 178.5(6) . . . . ?
C9 N4 N5 C11 178.0(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9893(7)
2 0.0107(7)

####################################################################### 
# 
# 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_mo_wy18_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2121102'
loop_
_audit_author_name
_audit_author_address
ab
;Ningxia University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2022-10-17 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            'C13 H19 Co N7 O9'
_chemical_formula_weight         476.28

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'
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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   16.0546(12)
_cell_length_b                   8.0594(5)
_cell_length_c                   15.2612(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.807(2)
_cell_angle_gamma                90
_cell_volume                     1964.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4502
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      27.494

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.937
_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      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bryker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30050
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.550
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4502
_reflns_number_gt                3663
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0509P)²+1.7323P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4502
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1052
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_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 0.7091(2) 0.5173(5) 0.0961(2) 0.0651(9) Uani 1 1 d . . . . .
H1A H 0.754476 0.567905 0.069493 0.098 Uiso 1 1 calc R U . . .
H1B H 0.658545 0.578700 0.080241 0.098 Uiso 1 1 calc R U . . .
H1C H 0.701927 0.405107 0.075559 0.098 Uiso 1 1 calc R U . . .
C2 C 0.72817(17) 0.5177(4) 0.19377(18) 0.0437(6) Uani 1 1 d . . . . .
C3 C 0.63607(16) 0.4276(3) 0.3851(2) 0.0422(6) Uani 1 1 d . . . . .
C4 C 0.55202(19) 0.3508(5) 0.3597(3) 0.0702(10) Uani 1 1 d . . . . .
H4A H 0.518091 0.426166 0.322715 0.105 Uiso 1 1 calc R U . . .
H4B H 0.525164 0.327686 0.411742 0.105 Uiso 1 1 calc R U . . .
H4C H 0.559000 0.249366 0.328239 0.105 Uiso 1 1 calc R U . . .
C5 C 0.66985(16) 0.4491(3) 0.47798(19) 0.0411(6) Uani 1 1 d . . . . .
C6 C 0.6261(2) 0.4138(4) 0.5500(2) 0.0560(8) Uani 1 1 d . . . . .
H6 H 0.572690 0.368175 0.542119 0.067 Uiso 1 1 calc R U . . .
C7 C 0.6634(2) 0.4475(4) 0.6327(2) 0.0629(9) Uani 1 1 d . . . . .
H7 H 0.634937 0.425335 0.681538 0.076 Uiso 1 1 calc R U . . .
C8 C 0.7430(2) 0.5142(4) 0.6441(2) 0.0570(8) Uani 1 1 d . . . . .
H8 H 0.768631 0.538398 0.700071 0.068 Uiso 1 1 calc R U . . .
C9 C 0.78361(17) 0.5442(3) 0.56957(17) 0.0404(6) Uani 1 1 d . . . . .
C10 C 0.86880(17) 0.6167(3) 0.57162(17) 0.0395(6) Uani 1 1 d . . . . .
C11 C 0.9198(2) 0.6550(5) 0.65652(18) 0.0558(8) Uani 1 1 d . . . . .
H11A H 0.978211 0.648695 0.648344 0.084 Uiso 1 1 calc R U . . .
H11B H 0.907193 0.576129 0.700442 0.084 Uiso 1 1 calc R U . . .
H11C H 0.906743 0.764779 0.675364 0.084 Uiso 1 1 calc R U . . .
C12 C 0.98067(15) 0.7296(3) 0.39706(18) 0.0381(6) Uani 1 1 d . . . . .
C13 C 1.06074(18) 0.8126(4) 0.3796(2) 0.0563(8) Uani 1 1 d . . . . .
H13A H 1.085874 0.752661 0.334671 0.085 Uiso 1 1 calc R U . . .
H13B H 1.098378 0.813879 0.432622 0.085 Uiso 1 1 calc R U . . .
H13C H 1.049323 0.924357 0.360228 0.085 Uiso 1 1 calc R U . . .
Co1 Co 0.81079(2) 0.57361(4) 0.37350(2) 0.03108(12) Uani 1 1 d . . . . .
N1 N 0.66601(14) 0.4738(3) 0.24209(15) 0.0454(5) Uani 1 1 d . . . . .
H1 H 0.617266 0.444396 0.218671 0.054 Uiso 1 1 calc R U . . .
N2 N 0.68638(13) 0.4796(3) 0.33144(15) 0.0390(5) Uani 1 1 d . . . . .
N3 N 0.74748(13) 0.5119(3) 0.48866(14) 0.0369(5) Uani 1 1 d . . . . .
N4 N 0.89055(13) 0.6425(3) 0.49430(13) 0.0357(5) Uani 1 1 d . . . . .
N5 N 0.96620(13) 0.7120(3) 0.48167(15) 0.0429(5) Uani 1 1 d . . . . .
H5 H 1.001770 0.742085 0.524665 0.052 Uiso 1 1 calc R U . . .
N6 N 0.85465(15) 0.2000(3) 0.37065(16) 0.0473(6) Uani 1 1 d . . . . .
O1 O 0.92956(11) 0.6787(2) 0.33808(12) 0.0421(4) Uani 1 1 d . . . . .
O2 O 0.79749(12) 0.5557(3) 0.23012(12) 0.0490(5) Uani 1 1 d . . . . .
O3 O 0.87973(12) 0.3434(2) 0.38883(14) 0.0472(5) Uani 1 1 d . . . . .
O4 O 0.9002(2) 0.0830(3) 0.3958(2) 0.0890(10) Uani 1 1 d . . . . .
O5 O 0.78810(19) 0.1771(4) 0.3290(3) 0.1184(14) Uani 1 1 d . . . . .
O9 O 0.76205(15) 0.8157(3) 0.3663(2) 0.0626(7) Uani 1 1 d . . . . .
H9A H 0.788(3) 0.895(6) 0.370(3) 0.094 Uiso 1 1 d . U . . .
H9B H 0.714(3) 0.834(6) 0.362(3) 0.094 Uiso 1 1 d . U . . .
N7 N 0.44979(16) 0.3602(4) 0.1234(2) 0.0621(7) Uani 1 1 d . . . . .
O6 O 0.52419(17) 0.3817(6) 0.1337(2) 0.1318(17) Uani 1 1 d . . . . .
O7 O 0.4026(2) 0.4241(5) 0.1693(3) 0.1292(15) Uani 1 1 d . . . . .
O8 O 0.4216(2) 0.2709(4) 0.0621(2) 0.1059(11) 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
C1 C2 1.492(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 O2 1.231(3) . ?
C2 N1 1.347(4) . ?
C3 N2 1.278(3) . ?
C3 C5 1.475(4) . ?
C3 C4 1.500(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 N3 1.340(3) . ?
C5 C6 1.393(4) . ?
C6 C7 1.367(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.382(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.388(4) . ?
C8 H8 0.9300 . ?
C9 N3 1.336(3) . ?
C9 C10 1.485(4) . ?
C10 N4 1.281(3) . ?
C10 C11 1.493(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 O1 1.226(3) . ?
C12 N5 1.342(3) . ?
C12 C13 1.497(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
Co1 O9 2.101(2) . ?
Co1 O3 2.1612(18) . ?
Co1 N2 2.172(2) . ?
Co1 N3 2.175(2) . ?
Co1 O2 2.1817(19) . ?
Co1 O1 2.2033(18) . ?
Co1 N4 2.207(2) . ?
N1 N2 1.370(3) . ?
N1 H1 0.8600 . ?
N4 N5 1.369(3) . ?
N5 H5 0.8600 . ?
N6 O5 1.201(3) . ?
N6 O4 1.230(3) . ?
N6 O3 1.246(3) . ?
O9 H9A 0.76(5) . ?
O9 H9B 0.78(5) . ?
N7 O7 1.199(4) . ?
N7 O6 1.201(3) . ?
N7 O8 1.230(4) . ?

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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 N1 120.3(3) . . ?
O2 C2 C1 122.4(3) . . ?
N1 C2 C1 117.3(2) . . ?
N2 C3 C5 112.5(2) . . ?
N2 C3 C4 125.4(3) . . ?
C5 C3 C4 122.1(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 C6 121.2(3) . . ?
N3 C5 C3 114.1(2) . . ?
C6 C5 C3 124.7(3) . . ?
C7 C6 C5 118.7(3) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C6 C7 C8 120.4(3) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C7 C8 C9 118.0(3) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 H8 121.0 . . ?
N3 C9 C8 121.9(3) . . ?
N3 C9 C10 114.1(2) . . ?
C8 C9 C10 124.0(3) . . ?
N4 C10 C9 112.4(2) . . ?
N4 C10 C11 126.1(3) . . ?
C9 C10 C11 121.5(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C12 N5 120.2(2) . . ?
O1 C12 C13 122.8(3) . . ?
N5 C12 C13 117.0(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O9 Co1 O3 170.76(8) . . ?
O9 Co1 N2 88.97(9) . . ?
O3 Co1 N2 100.25(8) . . ?
O9 Co1 N3 93.03(10) . . ?
O3 Co1 N3 89.55(8) . . ?
N2 Co1 N3 70.61(8) . . ?
O9 Co1 O2 90.62(10) . . ?
O3 Co1 O2 92.79(8) . . ?
N2 Co1 O2 71.74(8) . . ?
N3 Co1 O2 142.08(8) . . ?
O9 Co1 O1 87.53(9) . . ?
O3 Co1 O1 84.85(7) . . ?
N2 Co1 O1 148.72(8) . . ?
N3 Co1 O1 140.62(8) . . ?
O2 Co1 O1 77.22(7) . . ?
O9 Co1 N4 89.51(10) . . ?
O3 Co1 N4 83.00(8) . . ?
N2 Co1 N4 140.66(8) . . ?
N3 Co1 N4 70.23(8) . . ?
O2 Co1 N4 147.59(8) . . ?
O1 Co1 N4 70.41(7) . . ?
C2 N1 N2 114.9(2) . . ?
C2 N1 H1 122.6 . . ?
N2 N1 H1 122.6 . . ?
C3 N2 N1 121.6(2) . . ?
C3 N2 Co1 123.16(19) . . ?
N1 N2 Co1 115.19(16) . . ?
C9 N3 C5 119.8(2) . . ?
C9 N3 Co1 120.51(18) . . ?
C5 N3 Co1 119.55(18) . . ?
C10 N4 N5 121.7(2) . . ?
C10 N4 Co1 122.64(18) . . ?
N5 N4 Co1 115.69(15) . . ?
C12 N5 N4 114.9(2) . . ?
C12 N5 H5 122.5 . . ?
N4 N5 H5 122.5 . . ?
O5 N6 O4 121.0(3) . . ?
O5 N6 O3 120.7(3) . . ?
O4 N6 O3 118.3(2) . . ?
C12 O1 Co1 118.71(17) . . ?
C2 O2 Co1 117.43(18) . . ?
N6 O3 Co1 128.46(16) . . ?
Co1 O9 H9A 126(3) . . ?
Co1 O9 H9B 123(4) . . ?
H9A O9 H9B 112(5) . . ?
O7 N7 O6 122.8(4) . . ?
O7 N7 O8 119.4(3) . . ?
O6 N7 O8 117.9(3) . . ?

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
N2 C3 C5 N3 -2.7(3) . . . . ?
C4 C3 C5 N3 176.7(3) . . . . ?
N2 C3 C5 C6 175.4(3) . . . . ?
C4 C3 C5 C6 -5.2(4) . . . . ?
N3 C5 C6 C7 1.3(4) . . . . ?
C3 C5 C6 C7 -176.7(3) . . . . ?
C5 C6 C7 C8 -0.4(5) . . . . ?
C6 C7 C8 C9 -0.5(5) . . . . ?
C7 C8 C9 N3 0.7(5) . . . . ?
C7 C8 C9 C10 179.4(3) . . . . ?
N3 C9 C10 N4 3.2(3) . . . . ?
C8 C9 C10 N4 -175.7(3) . . . . ?
N3 C9 C10 C11 -177.8(2) . . . . ?
C8 C9 C10 C11 3.4(4) . . . . ?
O2 C2 N1 N2 1.5(4) . . . . ?
C1 C2 N1 N2 -178.7(3) . . . . ?
C5 C3 N2 N1 -178.6(2) . . . . ?
C4 C3 N2 N1 2.0(4) . . . . ?
C5 C3 N2 Co1 3.8(3) . . . . ?
C4 C3 N2 Co1 -175.6(2) . . . . ?
C2 N1 N2 C3 -173.8(3) . . . . ?
C2 N1 N2 Co1 3.9(3) . . . . ?
C8 C9 N3 C5 0.2(4) . . . . ?
C10 C9 N3 C5 -178.7(2) . . . . ?
C8 C9 N3 Co1 176.6(2) . . . . ?
C10 C9 N3 Co1 -2.3(3) . . . . ?
C6 C5 N3 C9 -1.2(4) . . . . ?
C3 C5 N3 C9 177.0(2) . . . . ?
C6 C5 N3 Co1 -177.6(2) . . . . ?
C3 C5 N3 Co1 0.6(3) . . . . ?
C9 C10 N4 N5 178.7(2) . . . . ?
C11 C10 N4 N5 -0.4(4) . . . . ?
C9 C10 N4 Co1 -2.8(3) . . . . ?
C11 C10 N4 Co1 178.2(2) . . . . ?
O1 C12 N5 N4 -3.0(4) . . . . ?
C13 C12 N5 N4 177.1(2) . . . . ?
C10 N4 N5 C12 179.2(2) . . . . ?
Co1 N4 N5 C12 0.6(3) . . . . ?
N5 C12 O1 Co1 3.9(3) . . . . ?
C13 C12 O1 Co1 -176.1(2) . . . . ?
N1 C2 O2 Co1 -6.2(4) . . . . ?
C1 C2 O2 Co1 174.0(2) . . . . ?
O5 N6 O3 Co1 10.8(5) . . . . ?
O4 N6 O3 Co1 -169.9(3) . . . . ?

_refine_diff_density_max         0.571
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.061



####################################################################### 
# 
# 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_mo_wyn31_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2121098'
loop_
_audit_author_name
_audit_author_address
ab
;Ningxia University
China
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;
_audit_creation_date             2020-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Co N8 O3, C H4 O'
_chemical_formula_sum            'C25 H28 Co N8 O4'
_chemical_formula_weight         563.48
_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'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   25.621(3)
_cell_length_b                   8.0234(12)
_cell_length_c                   24.820(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.826(5)
_cell_angle_gamma                90
_cell_volume                     5101.7(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.441
_cell_measurement_theta_min      2.301
_shelx_estimated_absorpt_T_max   0.931
_shelx_estimated_absorpt_T_min   0.918
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1098 before and 0.0914 after correction. The Ratio of minimum to maximum transmission is 0.8726. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2344
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            66456
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.535
_diffrn_reflns_theta_min         1.590
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4230
_reflns_number_total             5878
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.113
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5878
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.050
_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)+(0.0797P)²+13.0643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1596
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O3-H3
 0.87 with sigma of 0.01
 C24-H3
 1.907165 with sigma of 0.02
 Co1-H3
 2.831709 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 N5(H5), C2(H2), C3(H3A), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C16(H16A,H16B,H16C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
3.c Idealised tetrahedral OH refined as rotating group:
 O4(H4A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.61693(2) 0.50123(5) 0.56408(2) 0.02025(14) Uani 1 1 d D . . . .
O1 O 0.63066(8) 0.6503(3) 0.63302(8) 0.0265(5) Uani 1 1 d . . . . .
O2 O 0.54762(8) 0.4646(3) 0.61172(9) 0.0291(5) Uani 1 1 d . . . . .
O3 O 0.64598(9) 0.2753(3) 0.60290(9) 0.0298(5) Uani 1 1 d D . . . .
H3 H 0.6371(13) 0.1748(14) 0.5917(8) 0.045 Uiso 1 1 d DR . . . .
N1 N 0.65106(9) 0.4040(3) 0.49142(9) 0.0226(5) Uani 1 1 d . . . . .
N2 N 0.69694(9) 0.5799(3) 0.56260(9) 0.0229(5) Uani 1 1 d . . . . .
N3 N 0.71614(9) 0.6761(3) 0.60443(10) 0.0236(5) Uani 1 1 d . . . . .
N4 N 0.55728(9) 0.3564(3) 0.51722(10) 0.0226(5) Uani 1 1 d . . . . .
N5 N 0.50971(9) 0.3356(3) 0.54090(10) 0.0242(5) Uani 1 1 d . . . . .
H5 H 0.482919 0.286897 0.524863 0.029 Uiso 1 1 calc R . . . .
N6 N 0.58462(10) 0.7205(3) 0.52458(10) 0.0255(5) Uani 1 1 d . . . . .
N7 N 0.59533(10) 0.8571(3) 0.54005(11) 0.0285(6) Uani 1 1 d . . . . .
N8 N 0.60450(15) 0.9908(4) 0.55428(16) 0.0496(9) Uani 1 1 d . . . . .
C1 C 0.70142(11) 0.4377(4) 0.48188(12) 0.0235(6) Uani 1 1 d . . . . .
C2 C 0.72518(13) 0.3848(4) 0.43449(12) 0.0299(7) Uani 1 1 d . . . . .
H2 H 0.761212 0.404812 0.428701 0.036 Uiso 1 1 calc R . . . .
C3 C 0.69506(13) 0.3027(4) 0.39632(13) 0.0344(7) Uani 1 1 d . . . . .
H3A H 0.710018 0.269082 0.363241 0.041 Uiso 1 1 calc R . . . .
C4 C 0.64272(13) 0.2691(4) 0.40631(12) 0.0310(7) Uani 1 1 d . . . . .
H4 H 0.621583 0.212746 0.380344 0.037 Uiso 1 1 calc R . . . .
C5 C 0.62224(11) 0.3197(4) 0.45497(12) 0.0240(6) Uani 1 1 d . . . . .
C6 C 0.72802(12) 0.5329(4) 0.52493(12) 0.0246(6) Uani 1 1 d . . . . .
C7 C 0.78502(12) 0.5727(4) 0.52180(14) 0.0317(7) Uani 1 1 d . . . . .
H7A H 0.794859 0.648167 0.551277 0.048 Uiso 1 1 calc GR . . . .
H7B H 0.792158 0.626320 0.487208 0.048 Uiso 1 1 calc GR . . . .
H7C H 0.805337 0.469532 0.524867 0.048 Uiso 1 1 calc GR . . . .
C8 C 0.67685(11) 0.7069(4) 0.63789(11) 0.0218(6) Uani 1 1 d . . . . .
C9 C 0.68942(11) 0.8130(4) 0.68546(11) 0.0216(6) Uani 1 1 d . . . . .
C10 C 0.65340(12) 0.8264(4) 0.72669(12) 0.0264(6) Uani 1 1 d . . . . .
H10 H 0.620960 0.769533 0.723881 0.032 Uiso 1 1 calc R . . . .
C11 C 0.66471(13) 0.9229(4) 0.77208(12) 0.0302(7) Uani 1 1 d . . . . .
H11 H 0.639777 0.933015 0.799854 0.036 Uiso 1 1 calc R . . . .
C12 C 0.71220(13) 1.0040(4) 0.77668(13) 0.0288(7) Uani 1 1 d . . . . .
H12 H 0.720310 1.067419 0.808024 0.035 Uiso 1 1 calc R . . . .
C13 C 0.74773(12) 0.9925(4) 0.73568(13) 0.0285(7) Uani 1 1 d . . . . .
H13 H 0.780063 1.049991 0.738664 0.034 Uiso 1 1 calc R . . . .
C14 C 0.73682(11) 0.8979(4) 0.69008(12) 0.0252(6) Uani 1 1 d . . . . .
H14 H 0.761581 0.891003 0.662047 0.030 Uiso 1 1 calc R . . . .
C15 C 0.56818(12) 0.2844(4) 0.47251(12) 0.0246(6) Uani 1 1 d . . . . .
C16 C 0.53405(13) 0.1685(5) 0.44062(14) 0.0363(8) Uani 1 1 d . . . . .
H16A H 0.507686 0.120130 0.464187 0.054 Uiso 1 1 calc GR . . . .
H16B H 0.555376 0.079242 0.425403 0.054 Uiso 1 1 calc GR . . . .
H16C H 0.516703 0.230251 0.411373 0.054 Uiso 1 1 calc GR . . . .
C17 C 0.50829(11) 0.3985(4) 0.59207(11) 0.0236(6) Uani 1 1 d . . . . .
C18 C 0.46058(11) 0.3801(4) 0.62423(12) 0.0254(6) Uani 1 1 d . . . . .
C19 C 0.41595(12) 0.2942(4) 0.60732(13) 0.0298(7) Uani 1 1 d . . . . .
H19 H 0.414223 0.247574 0.572163 0.036 Uiso 1 1 calc R . . . .
C20 C 0.37427(13) 0.2768(5) 0.64150(13) 0.0352(8) Uani 1 1 d . . . . .
H20 H 0.343926 0.218626 0.629607 0.042 Uiso 1 1 calc R . . . .
C21 C 0.37631(12) 0.3431(5) 0.69288(13) 0.0349(8) Uani 1 1 d . . . . .
H21 H 0.347986 0.326971 0.716597 0.042 Uiso 1 1 calc R . . . .
C22 C 0.41963(14) 0.4331(5) 0.70975(14) 0.0391(8) Uani 1 1 d . . . . .
H22 H 0.420578 0.482083 0.744589 0.047 Uiso 1 1 calc R . . . .
C23 C 0.46173(13) 0.4515(5) 0.67559(14) 0.0349(8) Uani 1 1 d . . . . .
H23 H 0.491489 0.513084 0.687229 0.042 Uiso 1 1 calc R . . . .
C24 C 0.65040(18) 0.2674(5) 0.66035(14) 0.0457(9) Uani 1 1 d D . . . .
H24A H 0.677034 0.346634 0.672909 0.069 Uiso 1 1 calc GR . . . .
H24B H 0.660436 0.154393 0.671274 0.069 Uiso 1 1 calc GR . . . .
H24C H 0.616757 0.295927 0.676232 0.069 Uiso 1 1 calc GR . . . .
O4 O 0.53308(14) 0.8041(5) 0.67224(17) 0.0785(10) Uani 1 1 d . . . . .
H4A H 0.560201 0.774165 0.656277 0.118 Uiso 1 1 calc GR . . . .
C25 C 0.5321(3) 0.9798(8) 0.6761(3) 0.111(3) Uani 1 1 d . . . . .
H25A H 0.501593 1.014378 0.696696 0.166 Uiso 1 1 calc GR . . . .
H25B H 0.530035 1.028112 0.639885 0.166 Uiso 1 1 calc GR . . . .
H25C H 0.563971 1.018625 0.694436 0.166 Uiso 1 1 calc GR . . . .


_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 O1 2.113(2) . ?
Co1 O2 2.168(2) . ?
Co1 O3 2.179(2) . ?
Co1 N1 2.161(2) . ?
Co1 N2 2.146(2) . ?
Co1 N4 2.233(2) . ?
Co1 N6 2.172(3) . ?
O1 C8 1.271(3) . ?
O2 C17 1.233(4) . ?
O3 H3 0.881(9) . ?
O3 C24 1.430(4) . ?
N1 C1 1.343(4) . ?
N1 C5 1.342(4) . ?
N2 N3 1.379(3) . ?
N2 C6 1.293(4) . ?
N3 C8 1.337(4) . ?
N4 N5 1.371(3) . ?
N4 C15 1.286(4) . ?
N5 H5 0.8800 . ?
N5 C17 1.368(4) . ?
N6 N7 1.193(4) . ?
N7 N8 1.153(4) . ?
C1 C2 1.398(4) . ?
C1 C6 1.473(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(5) . ?
C3 H3A 0.9500 . ?
C3 C4 1.394(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(4) . ?
C5 C15 1.485(4) . ?
C6 C7 1.498(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.488(4) . ?
C9 C10 1.392(4) . ?
C9 C14 1.396(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.378(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.495(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.477(4) . ?
C18 C19 1.394(4) . ?
C18 C23 1.398(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.380(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.389(5) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O4 H4A 0.8400 . ?
O4 C25 1.413(7) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O1 Co1 O2 76.31(8) . . ?
O1 Co1 O3 93.50(8) . . ?
O1 Co1 N1 144.63(9) . . ?
O1 Co1 N2 72.50(9) . . ?
O1 Co1 N4 145.18(9) . . ?
O1 Co1 N6 87.99(9) . . ?
O2 Co1 O3 85.60(9) . . ?
O2 Co1 N4 69.73(8) . . ?
O2 Co1 N6 92.65(9) . . ?
O3 Co1 N4 91.39(8) . . ?
N1 Co1 O2 138.65(9) . . ?
N1 Co1 O3 85.93(9) . . ?
N1 Co1 N4 70.10(9) . . ?
N1 Co1 N6 94.11(9) . . ?
N2 Co1 O2 147.11(9) . . ?
N2 Co1 O3 86.11(9) . . ?
N2 Co1 N1 72.17(9) . . ?
N2 Co1 N4 142.28(9) . . ?
N2 Co1 N6 96.43(9) . . ?
N6 Co1 O3 177.36(9) . . ?
N6 Co1 N4 86.14(9) . . ?
C8 O1 Co1 115.01(19) . . ?
C17 O2 Co1 120.93(19) . . ?
Co1 O3 H3 122.4(14) . . ?
C24 O3 Co1 119.9(2) . . ?
C24 O3 H3 106.8(14) . . ?
C1 N1 Co1 118.41(19) . . ?
C5 N1 Co1 121.27(19) . . ?
C5 N1 C1 120.2(3) . . ?
N3 N2 Co1 118.84(18) . . ?
C6 N2 Co1 121.7(2) . . ?
C6 N2 N3 119.4(2) . . ?
C8 N3 N2 107.9(2) . . ?
N5 N4 Co1 116.49(17) . . ?
C15 N4 Co1 121.9(2) . . ?
C15 N4 N5 121.4(2) . . ?
N4 N5 H5 123.6 . . ?
C17 N5 N4 112.9(2) . . ?
C17 N5 H5 123.6 . . ?
N7 N6 Co1 121.0(2) . . ?
N8 N7 N6 178.1(4) . . ?
N1 C1 C2 121.2(3) . . ?
N1 C1 C6 114.4(3) . . ?
C2 C1 C6 124.4(3) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3A 120.0 . . ?
C2 C3 C4 120.0(3) . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 121.6(3) . . ?
N1 C5 C15 113.9(2) . . ?
C4 C5 C15 124.5(3) . . ?
N2 C6 C1 113.1(3) . . ?
N2 C6 C7 125.9(3) . . ?
C1 C6 C7 120.9(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N3 125.7(3) . . ?
O1 C8 C9 118.1(3) . . ?
N3 C8 C9 116.3(2) . . ?
C10 C9 C8 119.3(3) . . ?
C10 C9 C14 119.2(3) . . ?
C14 C9 C8 121.5(3) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.3(3) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 119.9(3) . . ?
C13 C14 H14 120.0 . . ?
N4 C15 C5 112.5(3) . . ?
N4 C15 C16 127.1(3) . . ?
C5 C15 C16 120.3(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 N5 119.6(3) . . ?
O2 C17 C18 120.5(3) . . ?
N5 C17 C18 119.9(3) . . ?
C19 C18 C17 124.6(3) . . ?
C19 C18 C23 118.9(3) . . ?
C23 C18 C17 116.4(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.6(3) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.0(3) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.8(3) . . ?
C23 C22 H22 120.1 . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 O4 H4A 109.5 . . ?
O4 C25 H25A 109.5 . . ?
O4 C25 H25B 109.5 . . ?
O4 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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
_geom_hbond_publ_flag
O3 H3 N8 0.881(9) 1.928(12) 2.785(4) 164(2) 1_545 yes
N5 H5 N6 0.88 2.11 2.928(3) 154.7 5_666 yes
O4 H4A O1 0.84 2.15 2.965(4) 164.5 . yes

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
Co1 O1 C8 N3 -1.8(4) . . . . ?
Co1 O1 C8 C9 179.97(19) . . . . ?
Co1 O2 C17 N5 5.2(4) . . . . ?
Co1 O2 C17 C18 -177.6(2) . . . . ?
Co1 N1 C1 C2 -177.2(2) . . . . ?
Co1 N1 C1 C6 2.8(3) . . . . ?
Co1 N1 C5 C4 174.5(2) . . . . ?
Co1 N1 C5 C15 -6.8(3) . . . . ?
Co1 N2 N3 C8 -2.8(3) . . . . ?
Co1 N2 C6 C1 6.0(3) . . . . ?
Co1 N2 C6 C7 -176.4(2) . . . . ?
Co1 N4 N5 C17 -4.5(3) . . . . ?
Co1 N4 C15 C5 -4.2(3) . . . . ?
Co1 N4 C15 C16 172.4(3) . . . . ?
O1 C8 C9 C10 9.6(4) . . . . ?
O1 C8 C9 C14 -171.3(3) . . . . ?
O2 C17 C18 C19 -174.0(3) . . . . ?
O2 C17 C18 C23 4.4(5) . . . . ?
N1 C1 C2 C3 2.8(5) . . . . ?
N1 C1 C6 N2 -5.5(4) . . . . ?
N1 C1 C6 C7 176.7(3) . . . . ?
N1 C5 C15 N4 6.8(4) . . . . ?
N1 C5 C15 C16 -170.1(3) . . . . ?
N2 N3 C8 O1 3.0(4) . . . . ?
N2 N3 C8 C9 -178.7(2) . . . . ?
N3 N2 C6 C1 -177.4(2) . . . . ?
N3 N2 C6 C7 0.3(5) . . . . ?
N3 C8 C9 C10 -168.9(3) . . . . ?
N3 C8 C9 C14 10.3(4) . . . . ?
N4 N5 C17 O2 -0.2(4) . . . . ?
N4 N5 C17 C18 -177.4(2) . . . . ?
N5 N4 C15 C5 -178.2(2) . . . . ?
N5 N4 C15 C16 -1.7(5) . . . . ?
N5 C17 C18 C19 3.2(5) . . . . ?
N5 C17 C18 C23 -178.4(3) . . . . ?
C1 N1 C5 C4 -1.7(4) . . . . ?
C1 N1 C5 C15 177.0(3) . . . . ?
C1 C2 C3 C4 -2.3(5) . . . . ?
C2 C1 C6 N2 174.4(3) . . . . ?
C2 C1 C6 C7 -3.3(5) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C4 C5 N1 2.1(5) . . . . ?
C3 C4 C5 C15 -176.4(3) . . . . ?
C4 C5 C15 N4 -174.6(3) . . . . ?
C4 C5 C15 C16 8.6(5) . . . . ?
C5 N1 C1 C2 -0.8(4) . . . . ?
C5 N1 C1 C6 179.2(3) . . . . ?
C6 N2 N3 C8 -179.6(3) . . . . ?
C6 C1 C2 C3 -177.2(3) . . . . ?
C8 C9 C10 C11 178.9(3) . . . . ?
C8 C9 C14 C13 -178.4(3) . . . . ?
C9 C10 C11 C12 -0.9(5) . . . . ?
C10 C9 C14 C13 0.8(4) . . . . ?
C10 C11 C12 C13 1.6(5) . . . . ?
C11 C12 C13 C14 -1.1(5) . . . . ?
C12 C13 C14 C9 -0.1(5) . . . . ?
C14 C9 C10 C11 -0.3(4) . . . . ?
C15 N4 N5 C17 169.8(3) . . . . ?
C17 C18 C19 C20 176.7(3) . . . . ?
C17 C18 C23 C22 -176.7(3) . . . . ?
C18 C19 C20 C21 -0.4(5) . . . . ?
C19 C18 C23 C22 1.8(5) . . . . ?
C19 C20 C21 C22 2.3(6) . . . . ?
C20 C21 C22 C23 -2.2(6) . . . . ?
C21 C22 C23 C18 0.1(6) . . . . ?
C23 C18 C19 C20 -1.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
