# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_yyyy
_database_code_depnum_ccdc_archive 'CCDC 2022272'
loop_
_audit_author_name
_audit_author_address
'Jun Wang'
;Sichuan University of Science and Engineering
China
;
_audit_update_record             
;
2020-10-13 deposited with the CCDC.	2020-11-19 downloaded from the CCDC.
;
_audit_creation_date             2020-10-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C76 H60 Mn2 N2 O32'
_chemical_formula_sum            'C76 H60 Mn2 N2 O32'
_chemical_formula_weight         1623.14
_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'
Mn Mn 0.3368 0.7283 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9317(11)
_cell_length_b                   10.6571(14)
_cell_length_c                   21.888(3)
_cell_angle_alpha                92.819(2)
_cell_angle_beta                 101.376(2)
_cell_angle_gamma                112.551(2)
_cell_volume                     1868.3(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3800
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.455
_cell_measurement_theta_min      2.416
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.896
_exptl_absorpt_coefficient_mu    0.430
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0519 before and 0.0293 after correction. The Ratio of minimum to maximum transmission is 0.8953. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11336
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.598
_diffrn_reflns_theta_min         1.916
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'CCD area detector'
_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                6060
_reflns_number_total             8160
_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 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2015)'
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     518
_refine_ls_number_reflns         8160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0478
_refine_ls_restrained_S_all      1.074
_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)+(0.0687P)²+0.5282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1406
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C16(H16A,H16B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C27(H27), C3(H3A), C31(H31), C18(H18), C20(H20), C5(H5A), C29(H29),
 C22(H22), C12(H12), C15(H15), C11(H11), C14(H14A), C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3), O8(H8), O5(H5), O14(H14)
;
_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
Mn1 Mn 0.20974(5) 0.52057(4) -0.00188(2) 0.02990(12) Uani 1 1 d . . . . .
O2 O 0.2747(2) 0.5920(2) 0.11272(8) 0.0401(5) Uani 1 1 d . . . . .
O13 O 0.3198(3) 0.0368(2) -0.18712(8) 0.0413(5) Uani 1 1 d . . . . .
O11 O 0.1263(3) 0.5249(2) -0.11910(8) 0.0449(5) Uani 1 1 d . . . . .
O3 O 0.5763(3) 0.1592(2) 0.18689(9) 0.0458(5) Uani 1 1 d . . . . .
H3 H 0.6242 0.1074 0.1931 0.069 Uiso 1 1 calc GR . . . .
O9 O 0.4894(3) 0.5736(2) 0.34980(8) 0.0521(6) Uani 1 1 d . . . . .
O8 O 1.0223(3) 0.6767(2) 0.81040(8) 0.0453(5) Uani 1 1 d . . . . .
H8 H 1.0670 0.6359 0.8332 0.068 Uiso 1 1 calc GR . . . .
O6 O 0.8275(3) 1.1504(2) 0.90571(8) 0.0446(5) Uani 1 1 d . . . . .
O12 O 0.2170(3) 0.3823(2) -0.07356(8) 0.0433(5) Uani 1 1 d . . . . .
O1 O 0.3145(2) 0.4238(2) 0.06785(8) 0.0403(5) Uani 1 1 d . . . . .
C1 C 0.3253(3) 0.4969(2) 0.11656(10) 0.0265(5) Uani 1 1 d . . . . .
O7 O 1.0418(3) 0.7892(2) 0.90224(8) 0.0452(5) Uani 1 1 d . . . . .
O5 O 0.7297(3) 1.2109(2) 0.81534(8) 0.0437(5) Uani 1 1 d . . . . .
H5 H 0.7291 1.2729 0.8388 0.066 Uiso 1 1 calc GR . . . .
O14 O 0.2694(3) 0.0107(2) -0.29227(8) 0.0520(6) Uani 1 1 d . . . . .
H14 H 0.2888 -0.0575 -0.2864 0.078 Uiso 1 1 calc GR . . . .
C2 C 0.3979(3) 0.4665(2) 0.17895(10) 0.0253(5) Uani 1 1 d . . . . .
O4 O 0.6568(3) 0.2029(2) 0.29198(9) 0.0511(5) Uani 1 1 d . . . . .
C7 C 0.4020(3) 0.5365(3) 0.23486(11) 0.0309(5) Uani 1 1 d . . . . .
H7 H 0.3576 0.6025 0.2341 0.037 Uiso 1 1 calc R . . . .
C25 C 0.1672(3) 0.4253(3) -0.12246(11) 0.0291(5) Uani 1 1 d . . . . .
C26 C 0.1581(3) 0.3532(2) -0.18469(10) 0.0254(5) Uani 1 1 d . . . . .
C32 C 0.2709(3) 0.0694(3) -0.24015(11) 0.0313(5) Uani 1 1 d . . . . .
C27 C 0.2166(3) 0.2493(2) -0.18468(10) 0.0269(5) Uani 1 1 d . . . . .
H27 H 0.2598 0.2261 -0.1468 0.032 Uiso 1 1 calc R . . . .
C24 C 1.0025(3) 0.7702(3) 0.84508(11) 0.0300(5) Uani 1 1 d . . . . .
C3 C 0.4611(3) 0.3660(2) 0.17992(11) 0.0276(5) Uani 1 1 d . . . . .
H3A H 0.4586 0.3194 0.1424 0.033 Uiso 1 1 calc R . . . .
C10 C 0.4953(4) 0.7509(3) 0.42004(12) 0.0431(7) Uani 1 1 d . . . . .
C9 C 0.4347(4) 0.6826(3) 0.35281(12) 0.0480(8) Uani 1 1 d . . . . .
H9A H 0.3140 0.6470 0.3402 0.058 Uiso 1 1 calc R . . . .
H9B H 0.4807 0.7477 0.3250 0.058 Uiso 1 1 calc R . . . .
C8 C 0.5913(3) 0.2255(3) 0.23803(12) 0.0324(6) Uani 1 1 d . . . . .
C30 C 0.0902(3) 0.3188(3) -0.29785(11) 0.0330(6) Uani 1 1 d . . . . .
C21 C 0.9249(3) 0.8543(2) 0.80856(10) 0.0266(5) Uani 1 1 d . . . . .
C13 C 0.6094(4) 0.8783(3) 0.54482(12) 0.0477(8) Uani 1 1 d . . . . .
O10 O 0.7624(3) 0.8827(2) 0.64716(8) 0.0529(6) Uani 1 1 d . . . . .
C31 C 0.0946(3) 0.3875(3) -0.24109(11) 0.0312(5) Uani 1 1 d . . . . .
H31 H 0.0548 0.4563 -0.2413 0.037 Uiso 1 1 calc R . . . .
C23 C 0.7917(3) 1.1354(2) 0.84881(11) 0.0290(5) Uani 1 1 d . . . . .
C18 C 0.7736(3) 1.0102(3) 0.74484(10) 0.0311(5) Uani 1 1 d . . . . .
H18 H 0.7237 1.0628 0.7236 0.037 Uiso 1 1 calc R . . . .
C20 C 0.8933(3) 0.9517(2) 0.84217(10) 0.0260(5) Uani 1 1 d . . . . .
H20 H 0.9220 0.9642 0.8859 0.031 Uiso 1 1 calc R . . . .
C19 C 0.8193(3) 1.0297(2) 0.81061(10) 0.0264(5) Uani 1 1 d . . . . .
C5 C 0.5347(3) 0.4062(3) 0.29324(11) 0.0343(6) Uani 1 1 d . . . . .
H5A H 0.5806 0.3861 0.3315 0.041 Uiso 1 1 calc R . . . .
C28 C 0.2105(3) 0.1808(2) -0.24099(10) 0.0273(5) Uani 1 1 d . . . . .
C16 C 0.6651(4) 0.9464(4) 0.61239(12) 0.0543(9) Uani 1 1 d . . . . .
H16A H 0.7313 1.0438 0.6148 0.065 Uiso 1 1 calc R . . . .
H16B H 0.5691 0.9350 0.6295 0.065 Uiso 1 1 calc R . . . .
C29 C 0.1468(3) 0.2151(3) -0.29838(11) 0.0327(6) Uani 1 1 d . . . . .
H29 H 0.1427 0.1688 -0.3362 0.039 Uiso 1 1 calc R . . . .
C17 C 0.8036(3) 0.9114(3) 0.71175(11) 0.0336(6) Uani 1 1 d . . . . .
C6 C 0.4728(3) 0.5075(3) 0.29200(11) 0.0342(6) Uani 1 1 d . . . . .
C4 C 0.5281(3) 0.3351(2) 0.23716(11) 0.0285(5) Uani 1 1 d . . . . .
C22 C 0.8801(3) 0.8335(3) 0.74335(11) 0.0327(6) Uani 1 1 d . . . . .
H22 H 0.9010 0.7680 0.7209 0.039 Uiso 1 1 calc R . . . .
C12 C 0.6706(5) 0.9449(4) 0.49821(15) 0.0713(11) Uani 1 1 d . . . . .
H12 H 0.7511 1.0344 0.5078 0.086 Uiso 1 1 calc R . . . .
C15 C 0.4329(6) 0.6826(5) 0.46678(16) 0.0965(17) Uani 1 1 d . . . . .
H15 H 0.3513 0.5936 0.4570 0.116 Uiso 1 1 calc R . . . .
C11 C 0.6143(5) 0.8806(4) 0.43581(14) 0.0666(10) Uani 1 1 d . . . . .
H11 H 0.6592 0.9277 0.4046 0.080 Uiso 1 1 calc R . . . .
C14 C 0.4911(7) 0.7459(5) 0.52875(16) 0.108(2) Uani 1 1 d . . . . .
H14A H 0.4491 0.6977 0.5601 0.130 Uiso 1 1 calc R . . . .
O15 O 0.0286(3) 0.3633(2) -0.35121(8) 0.0525(6) Uani 1 1 d . . . . .
C33 C 0.0689(4) 0.3296(3) -0.40804(12) 0.0478(8) Uani 1 1 d . . . . .
H33A H 0.0033 0.2335 -0.4244 0.057 Uiso 1 1 calc R . . . .
H33B H 0.1860 0.3457 -0.4000 0.057 Uiso 1 1 calc R . . . .
C34 C 0.0313(4) 0.4186(3) -0.45522(12) 0.0448(7) Uani 1 1 d . . . . .
C35 C 0.0440(5) 0.5482(3) -0.43678(13) 0.0584(9) Uani 1 1 d . . . . .
H35 H 0.0727 0.5816 -0.3942 0.070 Uiso 1 1 calc R . . . .
C36 C -0.0141(5) 0.3705(3) -0.51865(13) 0.0590(9) Uani 1 1 d . . . . .
H36 H -0.0249 0.2825 -0.5318 0.071 Uiso 1 1 calc R . . . .
O1W O 0.0574(2) 0.64177(19) -0.00170(9) 0.0286(4) Uani 1 1 d . . . . .
N1 N 0.4394(3) 0.7013(3) -0.00143(12) 0.0499(6) Uani 1 1 d . . . . .
C37 C 0.5673(4) 0.7804(3) 0.00029(14) 0.0490(7) Uani 1 1 d . . . . .
C38 C 0.7350(5) 0.8816(4) 0.0029(2) 0.0815(12) Uani 1 1 d . . . . .
H38A H 0.8112 0.8372 0.0070 0.122 Uiso 1 1 calc GR . . . .
H38B H 0.7688 0.9510 0.0384 0.122 Uiso 1 1 calc GR . . . .
H38C H 0.7354 0.9231 -0.0351 0.122 Uiso 1 1 calc GR . . . .
H1WA H 0.054(4) 0.684(3) -0.0337(16) 0.059(10) Uiso 1 1 d . . . . .
H1WB H 0.087(4) 0.693(3) 0.0261(15) 0.045(10) Uiso 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
Mn1 O2 2.4715(17) . ?
Mn1 O12 2.1269(18) . ?
Mn1 O1 2.1450(18) . ?
Mn1 O1W 2.2068(18) . ?
Mn1 O1W 2.3692(19) 2_565 ?
Mn1 N1 2.209(3) . ?
O2 C1 1.258(3) . ?
O13 C32 1.271(3) . ?
O11 C25 1.252(3) . ?
O3 H3 0.8200 . ?
O3 C8 1.249(3) . ?
O9 C9 1.426(3) . ?
O9 C6 1.370(3) . ?
O8 H8 0.8200 . ?
O8 C24 1.309(3) . ?
O6 C23 1.210(3) . ?
O12 C25 1.253(3) . ?
O1 C1 1.254(3) . ?
C1 C2 1.498(3) . ?
O7 C24 1.215(3) . ?
O5 H5 0.8200 . ?
O5 C23 1.315(3) . ?
O14 H14 0.8200 . ?
O14 C32 1.269(3) . ?
C2 C7 1.388(3) . ?
C2 C3 1.389(3) . ?
O4 C8 1.288(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.391(3) . ?
C25 C26 1.503(3) . ?
C26 C27 1.394(3) . ?
C26 C31 1.380(3) . ?
C32 C28 1.480(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.382(3) . ?
C24 C21 1.501(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.390(3) . ?
C10 C9 1.505(3) . ?
C10 C15 1.369(5) . ?
C10 C11 1.357(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C8 C4 1.479(3) . ?
C30 C31 1.396(3) . ?
C30 C29 1.382(3) . ?
C30 O15 1.376(3) . ?
C21 C20 1.389(3) . ?
C21 C22 1.386(3) . ?
C13 C16 1.513(4) . ?
C13 C12 1.356(4) . ?
C13 C14 1.375(5) . ?
O10 C16 1.428(3) . ?
O10 C17 1.376(3) . ?
C31 H31 0.9300 . ?
C23 C19 1.493(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.398(3) . ?
C18 C17 1.387(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.380(3) . ?
C5 H5A 0.9300 . ?
C5 C6 1.388(4) . ?
C5 C4 1.389(3) . ?
C28 C29 1.399(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C29 H29 0.9300 . ?
C17 C22 1.393(3) . ?
C22 H22 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.400(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.388(5) . ?
C11 H11 0.9300 . ?
C14 H14A 0.9300 . ?
O15 C33 1.428(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.511(4) . ?
C34 C35 1.375(4) . ?
C34 C36 1.380(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.390(4) 2_564 ?
C36 C35 1.390(4) 2_564 ?
C36 H36 0.9300 . ?
O1W Mn1 2.3692(19) 2_565 ?
O1W H1WA 0.85(3) . ?
O1W H1WB 0.73(3) . ?
N1 C37 1.122(4) . ?
C37 C38 1.460(5) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 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
O12 Mn1 O2 145.32(6) . . ?
O12 Mn1 O1 89.48(7) . . ?
O12 Mn1 O1W 131.67(7) . . ?
O12 Mn1 O1W 88.87(7) . 2_565 ?
O12 Mn1 N1 100.12(9) . . ?
O1 Mn1 O2 55.85(6) . . ?
O1 Mn1 O1W 87.89(7) . 2_565 ?
O1 Mn1 O1W 134.01(7) . . ?
O1 Mn1 N1 98.44(9) . . ?
O1W Mn1 O2 81.29(6) . . ?
O1W Mn1 O2 90.41(7) 2_565 . ?
O1W Mn1 O1W 75.50(7) . 2_565 ?
O1W Mn1 N1 93.70(9) . . ?
N1 Mn1 O2 85.79(8) . . ?
N1 Mn1 O1W 169.00(8) . 2_565 ?
C1 O2 Mn1 84.16(13) . . ?
C8 O3 H3 109.5 . . ?
C6 O9 C9 118.77(19) . . ?
C24 O8 H8 109.5 . . ?
C25 O12 Mn1 101.81(16) . . ?
C1 O1 Mn1 99.46(15) . . ?
O2 C1 C2 121.3(2) . . ?
O1 C1 O2 120.5(2) . . ?
O1 C1 C2 118.1(2) . . ?
C23 O5 H5 109.5 . . ?
C32 O14 H14 109.5 . . ?
C7 C2 C1 121.1(2) . . ?
C7 C2 C3 120.3(2) . . ?
C3 C2 C1 118.6(2) . . ?
C2 C7 H7 120.1 . . ?
C2 C7 C6 119.7(2) . . ?
C6 C7 H7 120.1 . . ?
O11 C25 O12 120.6(2) . . ?
O11 C25 C26 121.5(2) . . ?
O12 C25 C26 117.8(2) . . ?
C27 C26 C25 118.3(2) . . ?
C31 C26 C25 121.9(2) . . ?
C31 C26 C27 119.8(2) . . ?
O13 C32 C28 118.0(2) . . ?
O14 C32 O13 123.6(2) . . ?
O14 C32 C28 118.4(2) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0(2) . . ?
C28 C27 H27 120.0 . . ?
O8 C24 C21 114.5(2) . . ?
O7 C24 O8 124.1(2) . . ?
O7 C24 C21 121.3(2) . . ?
C2 C3 H3A 120.1 . . ?
C2 C3 C4 119.7(2) . . ?
C4 C3 H3A 120.1 . . ?
C15 C10 C9 120.6(3) . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 C15 118.5(3) . . ?
O9 C9 C10 106.8(2) . . ?
O9 C9 H9A 110.4 . . ?
O9 C9 H9B 110.4 . . ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
O3 C8 O4 123.8(2) . . ?
O3 C8 C4 118.6(2) . . ?
O4 C8 C4 117.6(2) . . ?
C29 C30 C31 120.7(2) . . ?
O15 C30 C31 115.3(2) . . ?
O15 C30 C29 124.0(2) . . ?
C20 C21 C24 117.9(2) . . ?
C22 C21 C24 121.7(2) . . ?
C22 C21 C20 120.3(2) . . ?
C12 C13 C16 121.9(3) . . ?
C12 C13 C14 117.8(3) . . ?
C14 C13 C16 120.3(3) . . ?
C17 O10 C16 117.9(2) . . ?
C26 C31 C30 120.0(2) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
O6 C23 O5 123.9(2) . . ?
O6 C23 C19 121.8(2) . . ?
O5 C23 C19 114.3(2) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.1(2) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 C21 120.0(2) . . ?
C19 C20 H20 120.0 . . ?
C18 C19 C23 121.6(2) . . ?
C20 C19 C23 118.0(2) . . ?
C20 C19 C18 120.4(2) . . ?
C6 C5 H5A 120.1 . . ?
C6 C5 C4 119.8(2) . . ?
C4 C5 H5A 120.1 . . ?
C27 C28 C32 119.3(2) . . ?
C27 C28 C29 120.6(2) . . ?
C29 C28 C32 120.0(2) . . ?
C13 C16 H16A 110.2 . . ?
C13 C16 H16B 110.2 . . ?
O10 C16 C13 107.4(2) . . ?
O10 C16 H16A 110.2 . . ?
O10 C16 H16B 110.2 . . ?
H16A C16 H16B 108.5 . . ?
C30 C29 C28 118.9(2) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
O10 C17 C18 124.1(2) . . ?
O10 C17 C22 115.3(2) . . ?
C18 C17 C22 120.7(2) . . ?
O9 C6 C7 124.8(2) . . ?
O9 C6 C5 115.0(2) . . ?
C5 C6 C7 120.2(2) . . ?
C3 C4 C8 119.6(2) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 C8 120.2(2) . . ?
C21 C22 C17 119.4(2) . . ?
C21 C22 H22 120.3 . . ?
C17 C22 H22 120.3 . . ?
C13 C12 H12 119.6 . . ?
C13 C12 C11 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C10 C15 H15 119.9 . . ?
C10 C15 C14 120.2(4) . . ?
C14 C15 H15 119.9 . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C14 C15 121.6(4) . . ?
C13 C14 H14A 119.2 . . ?
C15 C14 H14A 119.2 . . ?
C30 O15 C33 117.2(2) . . ?
O15 C33 H33A 110.1 . . ?
O15 C33 H33B 110.1 . . ?
O15 C33 C34 108.2(2) . . ?
H33A C33 H33B 108.4 . . ?
C34 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
C35 C34 C33 121.8(2) . . ?
C35 C34 C36 118.6(3) . . ?
C36 C34 C33 119.6(3) . . ?
C34 C35 H35 119.8 . . ?
C34 C35 C36 120.5(3) . 2_564 ?
C36 C35 H35 119.8 2_564 . ?
C34 C36 C35 120.9(3) . 2_564 ?
C34 C36 H36 119.6 . . ?
C35 C36 H36 119.6 2_564 . ?
Mn1 O1W Mn1 104.50(7) . 2_565 ?
Mn1 O1W H1WA 112(2) 2_565 . ?
Mn1 O1W H1WA 113(2) . . ?
Mn1 O1W H1WB 112(3) . . ?
Mn1 O1W H1WB 108(2) 2_565 . ?
H1WA O1W H1WB 108(3) . . ?
C37 N1 Mn1 169.9(3) . . ?
N1 C37 C38 178.9(4) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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
Mn1 O2 C1 O1 -1.6(2) . . . . ?
Mn1 O2 C1 C2 179.1(2) . . . . ?
Mn1 O12 C25 O11 -1.3(3) . . . . ?
Mn1 O12 C25 C26 178.91(17) . . . . ?
Mn1 O1 C1 O2 1.8(3) . . . . ?
Mn1 O1 C1 C2 -178.86(18) . . . . ?
O2 C1 C2 C7 4.2(4) . . . . ?
O2 C1 C2 C3 -176.0(2) . . . . ?
O13 C32 C28 C27 3.0(4) . . . . ?
O13 C32 C28 C29 -176.5(2) . . . . ?
O11 C25 C26 C27 175.6(2) . . . . ?
O11 C25 C26 C31 -4.1(4) . . . . ?
O3 C8 C4 C3 -3.0(4) . . . . ?
O3 C8 C4 C5 176.7(2) . . . . ?
O8 C24 C21 C20 177.3(2) . . . . ?
O8 C24 C21 C22 -0.5(4) . . . . ?
O6 C23 C19 C18 178.3(2) . . . . ?
O6 C23 C19 C20 -2.3(4) . . . . ?
O12 C25 C26 C27 -4.6(3) . . . . ?
O12 C25 C26 C31 175.7(2) . . . . ?
O1 C1 C2 C7 -175.1(2) . . . . ?
O1 C1 C2 C3 4.7(3) . . . . ?
C1 C2 C7 C6 -178.9(2) . . . . ?
C1 C2 C3 C4 -179.5(2) . . . . ?
O7 C24 C21 C20 -2.4(4) . . . . ?
O7 C24 C21 C22 179.9(2) . . . . ?
O5 C23 C19 C18 -3.2(4) . . . . ?
O5 C23 C19 C20 176.2(2) . . . . ?
O14 C32 C28 C27 -177.7(2) . . . . ?
O14 C32 C28 C29 2.8(4) . . . . ?
C2 C7 C6 O9 177.4(2) . . . . ?
C2 C7 C6 C5 -1.9(4) . . . . ?
C2 C3 C4 C8 178.4(2) . . . . ?
C2 C3 C4 C5 -1.2(4) . . . . ?
O4 C8 C4 C3 178.0(2) . . . . ?
O4 C8 C4 C5 -2.4(4) . . . . ?
C7 C2 C3 C4 0.2(4) . . . . ?
C25 C26 C27 C28 -179.9(2) . . . . ?
C25 C26 C31 C30 179.2(2) . . . . ?
C26 C27 C28 C32 -179.1(2) . . . . ?
C26 C27 C28 C29 0.4(4) . . . . ?
C32 C28 C29 C30 179.5(2) . . . . ?
C27 C26 C31 C30 -0.4(4) . . . . ?
C27 C28 C29 C30 0.1(4) . . . . ?
C24 C21 C20 C19 -178.8(2) . . . . ?
C24 C21 C22 C17 178.0(2) . . . . ?
C3 C2 C7 C6 1.3(4) . . . . ?
C10 C15 C14 C13 1.2(9) . . . . ?
C9 O9 C6 C7 -1.6(4) . . . . ?
C9 O9 C6 C5 177.7(3) . . . . ?
C9 C10 C15 C14 179.2(4) . . . . ?
C9 C10 C11 C12 179.7(3) . . . . ?
C30 O15 C33 C34 -164.7(2) . . . . ?
C21 C20 C19 C23 -178.5(2) . . . . ?
C21 C20 C19 C18 0.9(4) . . . . ?
C13 C12 C11 C10 1.0(6) . . . . ?
O10 C17 C22 C21 -179.4(2) . . . . ?
C31 C26 C27 C28 -0.2(4) . . . . ?
C31 C30 C29 C28 -0.7(4) . . . . ?
C31 C30 O15 C33 160.7(3) . . . . ?
C18 C17 C22 C21 0.7(4) . . . . ?
C20 C21 C22 C17 0.2(4) . . . . ?
C19 C18 C17 O10 179.3(2) . . . . ?
C19 C18 C17 C22 -0.8(4) . . . . ?
C16 C13 C12 C11 -178.6(3) . . . . ?
C16 C13 C14 C15 177.5(5) . . . . ?
C16 O10 C17 C18 -7.8(4) . . . . ?
C16 O10 C17 C22 172.3(3) . . . . ?
C29 C30 C31 C26 0.9(4) . . . . ?
C29 C30 O15 C33 -18.6(4) . . . . ?
C17 O10 C16 C13 -169.3(3) . . . . ?
C17 C18 C19 C23 179.4(2) . . . . ?
C17 C18 C19 C20 0.0(4) . . . . ?
C6 O9 C9 C10 -170.2(3) . . . . ?
C6 C5 C4 C3 0.6(4) . . . . ?
C6 C5 C4 C8 -179.0(2) . . . . ?
C4 C5 C6 O9 -178.4(2) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C22 C21 C20 C19 -1.0(4) . . . . ?
C12 C13 C16 O10 -110.1(4) . . . . ?
C12 C13 C14 C15 -1.3(8) . . . . ?
C15 C10 C9 O9 -66.9(4) . . . . ?
C15 C10 C11 C12 -1.1(6) . . . . ?
C11 C10 C9 O9 112.3(4) . . . . ?
C11 C10 C15 C14 0.0(7) . . . . ?
C14 C13 C16 O10 71.1(5) . . . . ?
C14 C13 C12 C11 0.2(6) . . . . ?
O15 C30 C31 C26 -178.4(2) . . . . ?
O15 C30 C29 C28 178.5(2) . . . . ?
O15 C33 C34 C35 30.5(4) . . . . ?
O15 C33 C34 C36 -150.7(3) . . . . ?
C33 C34 C35 C36 177.8(3) . . . 2_564 ?
C33 C34 C36 C35 -177.8(3) . . . 2_564 ?
C35 C34 C36 C35 1.0(6) . . . 2_564 ?
C36 C34 C35 C36 -1.0(6) . . . 2_564 ?

_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_4_sq
_database_code_depnum_ccdc_archive 'CCDC 2022273'
loop_
_audit_author_name
_audit_author_address
'Jun Wang'
;Sichuan University of Science and Engineering
China
;
_audit_update_record             
;
2020-10-13 deposited with the CCDC.	2020-11-19 downloaded from the CCDC.
;
_audit_creation_date             2020-10-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C96 H60 Mn4 N8 O20)'
_chemical_formula_sum            'C48 H30 Mn2 N4 O10'
_chemical_formula_weight         932.64
_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 0.0181 0.0091 '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'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   10.0573(5)
_cell_length_b                   9.4584(5)
_cell_length_c                   21.6947(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.791(4)
_cell_angle_gamma                90
_cell_volume                     2056.52(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2674
_cell_measurement_temperature    180.01(10)
_cell_measurement_theta_max      71.9610
_cell_measurement_theta_min      4.6890
_shelx_estimated_absorpt_T_max   0.731
_shelx_estimated_absorpt_T_min   0.579
_exptl_absorpt_coefficient_mu    5.569
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.61a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            6464
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        65.989
_diffrn_reflns_theta_max         65.989
_diffrn_reflns_theta_min         4.090
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6525
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00  -8.00   1.00    1.20    --  -40.08 125.00  60.00   63
  2  ω    -57.00  32.00   1.00    1.20    --  -40.08  38.00 -30.00   89
  3  ω     30.00  93.00   1.00    1.20    --   40.08-125.00 -30.00   63
  4  ω     44.00 106.00   1.00    3.00    --  103.61 -94.00  90.00   62
  5  ω    104.00 177.00   1.00    3.00    --  103.61  77.00-150.00   73
  6  ω     53.00 113.00   1.00    3.00    --  103.61 -45.00 120.00   60
  7  ω     31.00 111.00   1.00    3.00    --  103.61 -45.00 -60.00   80
  8  ω     82.00 171.00   1.00    3.00    --  103.61  30.00-180.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0688514000
_diffrn_orient_matrix_UB_12      0.1320812000
_diffrn_orient_matrix_UB_13      -0.0240518000
_diffrn_orient_matrix_UB_21      -0.0532733000
_diffrn_orient_matrix_UB_22      -0.0375048000
_diffrn_orient_matrix_UB_23      -0.0665630000
_diffrn_orient_matrix_UB_31      -0.1267231000
_diffrn_orient_matrix_UB_32      0.0877741000
_diffrn_orient_matrix_UB_33      0.0077988000
_diffrn_oxdiff_digest_frames     
;
01afd02ba64a644f52ed3fa2d9204bae030003278fa
;
_diffrn_oxdiff_digest_hkl        
;
01e9ff8275c3e167e9c3c09cc39c73baf81f3c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3043
_reflns_number_total             3573
_reflns_odcompleteness_completeness 99.21
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2015)'
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3573
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.066
_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)+(0.0442P)²+0.3687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1121
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15),
 C17(H17), C19(H19), C23(H23), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_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
Mn1 Mn 0.39317(4) 0.82032(5) 0.31827(2) 0.02323(14) Uani 1 1 d . . . . .
O1 O 0.25856(19) 0.6631(2) 0.16507(10) 0.0327(5) Uani 1 1 d . . . . .
O2 O 0.3843(2) 0.8170(2) 0.21975(10) 0.0325(5) Uani 1 1 d . . . . .
O3 O 0.8681(2) 0.8451(2) 0.17900(11) 0.0380(6) Uani 1 1 d . . . . .
O4 O 0.9634(2) 0.6555(2) 0.14620(12) 0.0405(6) Uani 1 1 d . . . . .
O5 O 0.5912(2) 0.3296(3) 0.07689(15) 0.0555(8) Uani 1 1 d . . . . .
N1 N 0.3972(2) 1.0567(3) 0.30969(12) 0.0282(5) Uani 1 1 d . . . . .
N2 N 0.3507(2) 0.9091(3) 0.41133(12) 0.0284(6) Uani 1 1 d . . . . .
C1 C 0.4226(4) 1.1273(4) 0.25898(17) 0.0469(9) Uani 1 1 d . . . . .
H1 H 0.4312 1.0773 0.2226 0.056 Uiso 1 1 calc R . . . .
C2 C 0.4370(6) 1.2750(4) 0.2586(2) 0.0674(14) Uani 1 1 d . . . . .
H2 H 0.4540 1.3215 0.2223 0.081 Uiso 1 1 calc R . . . .
C3 C 0.4261(5) 1.3500(4) 0.3116(2) 0.0560(11) Uani 1 1 d . . . . .
H3 H 0.4346 1.4479 0.3115 0.067 Uiso 1 1 calc R . . . .
C4 C 0.4020(3) 1.2787(4) 0.36614(17) 0.0371(8) Uani 1 1 d . . . . .
C5 C 0.3930(3) 1.3482(4) 0.42418(18) 0.0445(9) Uani 1 1 d . . . . .
H5 H 0.4023 1.4459 0.4266 0.053 Uiso 1 1 calc R . . . .
C6 C 0.3712(3) 1.2738(4) 0.47578(18) 0.0452(9) Uani 1 1 d . . . . .
H6 H 0.3676 1.3209 0.5132 0.054 Uiso 1 1 calc R . . . .
C7 C 0.3534(3) 1.1231(4) 0.47331(16) 0.0363(8) Uani 1 1 d . . . . .
C8 C 0.3293(3) 1.0404(4) 0.52536(16) 0.0419(9) Uani 1 1 d . . . . .
H8 H 0.3235 1.0828 0.5637 0.050 Uiso 1 1 calc R . . . .
C9 C 0.3144(3) 0.8973(4) 0.51898(16) 0.0426(9) Uani 1 1 d . . . . .
H9 H 0.2962 0.8419 0.5527 0.051 Uiso 1 1 calc R . . . .
C10 C 0.3270(3) 0.8353(4) 0.46124(15) 0.0356(7) Uani 1 1 d . . . . .
H10 H 0.3184 0.7376 0.4577 0.043 Uiso 1 1 calc R . . . .
C11 C 0.3630(3) 1.0520(3) 0.41730(14) 0.0294(7) Uani 1 1 d . . . . .
C12 C 0.3871(3) 1.1304(3) 0.36264(14) 0.0279(6) Uani 1 1 d . . . . .
C13 C 0.3699(3) 0.7119(3) 0.18501(13) 0.0246(6) Uani 1 1 d . . . . .
C14 C 0.4931(3) 0.6437(3) 0.16271(13) 0.0229(6) Uani 1 1 d . . . . .
C15 C 0.6167(3) 0.7088(3) 0.17387(13) 0.0236(6) Uani 1 1 d . . . . .
H15 H 0.6247 0.7924 0.1964 0.028 Uiso 1 1 calc R . . . .
C16 C 0.7283(3) 0.6475(3) 0.15084(14) 0.0263(6) Uani 1 1 d . . . . .
C17 C 0.7167(3) 0.5205(3) 0.11891(16) 0.0344(7) Uani 1 1 d . . . . .
H17 H 0.7919 0.4786 0.1046 0.041 Uiso 1 1 calc R . . . .
C18 C 0.5933(3) 0.4562(3) 0.10831(16) 0.0354(8) Uani 1 1 d . . . . .
C19 C 0.4799(3) 0.5184(3) 0.12923(14) 0.0292(7) Uani 1 1 d . . . . .
H19 H 0.3966 0.4767 0.1209 0.035 Uiso 1 1 calc R . . . .
C20 C 0.8640(3) 0.7201(3) 0.15978(13) 0.0269(6) Uani 1 1 d . . . . .
C21 C 0.4669(3) 0.2591(4) 0.06826(18) 0.0417(8) Uani 1 1 d . . . . .
H21A H 0.4021 0.3190 0.0452 0.050 Uiso 1 1 calc R . . . .
H21B H 0.4341 0.2381 0.1080 0.050 Uiso 1 1 calc R . . . .
C22 C 0.4852(3) 0.1239(3) 0.03324(15) 0.0327(7) Uani 1 1 d . . . . .
C23 C 0.4936(3) -0.0052(4) 0.06368(15) 0.0336(7) Uani 1 1 d . . . . .
H23 H 0.4890 -0.0092 0.1063 0.040 Uiso 1 1 calc R . . . .
C24 C 0.5089(3) -0.1283(3) 0.03024(15) 0.0332(7) Uani 1 1 d . . . . .
H24 H 0.5152 -0.2148 0.0507 0.040 Uiso 1 1 calc R . . . .


_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
Mn1 O1 2.182(2) 2 ?
Mn1 O2 2.132(2) . ?
Mn1 O3 2.409(2) 2_655 ?
Mn1 O4 2.218(2) 2_655 ?
Mn1 N1 2.244(3) . ?
Mn1 N2 2.260(3) . ?
Mn1 C20 2.626(3) 2_655 ?
O1 Mn1 2.182(2) 2 ?
O1 C13 1.254(4) . ?
O2 C13 1.249(4) . ?
O3 Mn1 2.409(2) 2_655 ?
O3 C20 1.253(4) . ?
O4 Mn1 2.218(2) 2_655 ?
O4 C20 1.229(4) . ?
O5 C18 1.378(4) . ?
O5 C21 1.416(4) . ?
N1 C1 1.330(4) . ?
N1 C12 1.355(4) . ?
N2 C10 1.326(4) . ?
N2 C11 1.363(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.404(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.362(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.401(6) . ?
C4 C5 1.430(5) . ?
C4 C12 1.412(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.356(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.436(5) . ?
C7 C8 1.412(5) . ?
C7 C11 1.399(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.367(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.399(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.436(5) . ?
C13 C14 1.512(4) . ?
C14 C15 1.389(4) . ?
C14 C19 1.391(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.393(4) . ?
C16 C17 1.386(4) . ?
C16 C20 1.526(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.384(4) . ?
C18 C19 1.392(4) . ?
C19 H19 0.9300 . ?
C20 Mn1 2.626(3) 2_655 ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.506(4) . ?
C22 C23 1.388(5) . ?
C22 C24 1.384(5) 3_655 ?
C23 H23 0.9300 . ?
C23 C24 1.387(5) . ?
C24 C22 1.384(5) 3_655 ?
C24 H24 0.9300 . ?

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 Mn1 O3 140.52(8) 2 2_655 ?
O1 Mn1 O4 84.65(8) 2 2_655 ?
O1 Mn1 N1 135.25(8) 2 . ?
O1 Mn1 N2 85.30(9) 2 . ?
O1 Mn1 C20 112.13(9) 2 2_655 ?
O2 Mn1 O1 100.64(8) . 2 ?
O2 Mn1 O3 89.11(8) . 2_655 ?
O2 Mn1 O4 108.04(9) . 2_655 ?
O2 Mn1 N1 86.05(9) . . ?
O2 Mn1 N2 154.93(9) . . ?
O2 Mn1 C20 97.88(9) . 2_655 ?
O3 Mn1 C20 28.41(9) 2_655 2_655 ?
O4 Mn1 O3 56.08(8) 2_655 2_655 ?
O4 Mn1 N1 135.53(9) 2_655 . ?
O4 Mn1 N2 96.70(9) 2_655 . ?
O4 Mn1 C20 27.80(9) 2_655 2_655 ?
N1 Mn1 O3 83.12(8) . 2_655 ?
N1 Mn1 N2 73.14(9) . . ?
N1 Mn1 C20 110.59(9) . 2_655 ?
N2 Mn1 O3 101.80(9) . 2_655 ?
N2 Mn1 C20 102.39(9) . 2_655 ?
C13 O1 Mn1 107.99(18) . 2 ?
C13 O2 Mn1 127.57(19) . . ?
C20 O3 Mn1 85.47(18) . 2_655 ?
C20 O4 Mn1 94.89(19) . 2_655 ?
C18 O5 C21 116.8(2) . . ?
C1 N1 Mn1 125.1(2) . . ?
C1 N1 C12 118.4(3) . . ?
C12 N1 Mn1 116.1(2) . . ?
C10 N2 Mn1 126.4(2) . . ?
C10 N2 C11 117.8(3) . . ?
C11 N2 Mn1 115.52(19) . . ?
N1 C1 H1 118.9 . . ?
N1 C1 C2 122.1(3) . . ?
C2 C1 H1 118.9 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 123.5(3) . . ?
C3 C4 C12 117.2(3) . . ?
C12 C4 C5 119.3(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 123.3(3) . . ?
C11 C7 C6 119.5(3) . . ?
C11 C7 C8 117.2(3) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.3(3) . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 123.1(3) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N2 C11 C7 123.2(3) . . ?
N2 C11 C12 117.0(3) . . ?
C7 C11 C12 119.8(3) . . ?
N1 C12 C4 122.8(3) . . ?
N1 C12 C11 117.6(3) . . ?
C4 C12 C11 119.6(3) . . ?
O1 C13 C14 117.7(3) . . ?
O2 C13 O1 123.8(3) . . ?
O2 C13 C14 118.4(3) . . ?
C15 C14 C13 120.0(3) . . ?
C15 C14 C19 120.9(3) . . ?
C19 C14 C13 119.0(3) . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C20 120.4(3) . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 C20 119.4(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
O5 C18 C17 116.2(3) . . ?
O5 C18 C19 123.3(3) . . ?
C17 C18 C19 120.5(3) . . ?
C14 C19 C18 119.0(3) . . ?
C14 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
O3 C20 Mn1 66.13(16) . 2_655 ?
O3 C20 C16 118.1(3) . . ?
O4 C20 Mn1 57.31(16) . 2_655 ?
O4 C20 O3 123.0(3) . . ?
O4 C20 C16 118.8(3) . . ?
C16 C20 Mn1 173.7(2) . 2_655 ?
O5 C21 H21A 109.9 . . ?
O5 C21 H21B 109.9 . . ?
O5 C21 C22 108.8(3) . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 H21A 109.9 . . ?
C22 C21 H21B 109.9 . . ?
C23 C22 C21 120.8(3) . . ?
C24 C22 C21 119.6(3) 3_655 . ?
C24 C22 C23 119.6(3) 3_655 . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.7(3) . . ?
C24 C23 H23 120.2 . . ?
C22 C24 C23 120.7(3) 3_655 . ?
C22 C24 H24 119.6 3_655 . ?
C23 C24 H24 119.6 . . ?

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
Mn1 O1 C13 O2 14.0(4) 2 . . . ?
Mn1 O1 C13 C14 -162.5(2) 2 . . . ?
Mn1 O2 C13 O1 87.7(3) . . . . ?
Mn1 O2 C13 C14 -95.7(3) . . . . ?
Mn1 O3 C20 O4 -7.3(3) 2_655 . . . ?
Mn1 O3 C20 C16 174.9(2) 2_655 . . . ?
Mn1 O4 C20 O3 7.9(3) 2_655 . . . ?
Mn1 O4 C20 C16 -174.3(2) 2_655 . . . ?
Mn1 N1 C1 C2 -173.3(4) . . . . ?
Mn1 N1 C12 C4 173.2(2) . . . . ?
Mn1 N1 C12 C11 -5.4(3) . . . . ?
Mn1 N2 C10 C9 173.5(2) . . . . ?
Mn1 N2 C11 C7 -173.5(2) . . . . ?
Mn1 N2 C11 C12 6.5(3) . . . . ?
O1 C13 C14 C15 168.0(3) . . . . ?
O1 C13 C14 C19 -9.7(4) . . . . ?
O2 C13 C14 C15 -8.7(4) . . . . ?
O2 C13 C14 C19 173.6(3) . . . . ?
O5 C18 C19 C14 177.4(3) . . . . ?
O5 C21 C22 C23 102.0(4) . . . . ?
O5 C21 C22 C24 -79.3(4) . . . 3_655 ?
N1 C1 C2 C3 0.6(8) . . . . ?
N2 C11 C12 N1 -0.7(4) . . . . ?
N2 C11 C12 C4 -179.4(3) . . . . ?
C1 N1 C12 C4 0.2(5) . . . . ?
C1 N1 C12 C11 -178.4(3) . . . . ?
C1 C2 C3 C4 0.7(8) . . . . ?
C2 C3 C4 C5 178.1(4) . . . . ?
C2 C3 C4 C12 -1.5(6) . . . . ?
C3 C4 C5 C6 -179.2(4) . . . . ?
C3 C4 C12 N1 1.1(5) . . . . ?
C3 C4 C12 C11 179.6(3) . . . . ?
C4 C5 C6 C7 -1.4(5) . . . . ?
C5 C4 C12 N1 -178.5(3) . . . . ?
C5 C4 C12 C11 0.0(5) . . . . ?
C5 C6 C7 C8 -179.4(3) . . . . ?
C5 C6 C7 C11 2.0(5) . . . . ?
C6 C7 C8 C9 -179.6(3) . . . . ?
C6 C7 C11 N2 178.4(3) . . . . ?
C6 C7 C11 C12 -1.6(4) . . . . ?
C7 C8 C9 C10 1.7(5) . . . . ?
C7 C11 C12 N1 179.2(3) . . . . ?
C7 C11 C12 C4 0.6(4) . . . . ?
C8 C7 C11 N2 -0.2(5) . . . . ?
C8 C7 C11 C12 179.8(3) . . . . ?
C8 C9 C10 N2 -1.2(5) . . . . ?
C10 N2 C11 C7 0.7(4) . . . . ?
C10 N2 C11 C12 -179.3(3) . . . . ?
C11 N2 C10 C9 0.0(5) . . . . ?
C11 C7 C8 C9 -1.0(5) . . . . ?
C12 N1 C1 C2 -1.1(6) . . . . ?
C12 C4 C5 C6 0.4(5) . . . . ?
C13 C14 C15 C16 -177.4(3) . . . . ?
C13 C14 C19 C18 179.5(3) . . . . ?
C14 C15 C16 C17 -2.1(5) . . . . ?
C14 C15 C16 C20 177.2(3) . . . . ?
C15 C14 C19 C18 1.8(5) . . . . ?
C15 C16 C17 C18 1.8(5) . . . . ?
C15 C16 C20 O3 -11.4(4) . . . . ?
C15 C16 C20 O4 170.7(3) . . . . ?
C16 C17 C18 O5 -179.2(3) . . . . ?
C16 C17 C18 C19 0.3(5) . . . . ?
C17 C16 C20 O3 167.8(3) . . . . ?
C17 C16 C20 O4 -10.1(4) . . . . ?
C17 C18 C19 C14 -2.1(5) . . . . ?
C18 O5 C21 C22 180.0(3) . . . . ?
C19 C14 C15 C16 0.3(4) . . . . ?
C20 C16 C17 C18 -177.4(3) . . . . ?
C21 O5 C18 C17 177.1(3) . . . . ?
C21 O5 C18 C19 -2.5(6) . . . . ?
C21 C22 C23 C24 179.2(3) . . . . ?
C22 C23 C24 C22 -0.5(5) . . . 3_655 ?
C24 C22 C23 C24 0.5(5) 3_655 . . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
0 1 0 4.675

_platon_squeeze_details          
;
TITL exp_37881_a.res in P2/n
CELL   10.0573    9.4584   21.6947     90.00     94.79     90.00
SPGR P2/n
# Solvent Accessible Volume =       163
# Electrons Found in S.A.V. =        40
# Note: Atoms in Void as Cxxx and Qxxx all others
C101 0.780 0.098 0.316 !       5.28 eA-3
C102 0.750 0.281 0.247 !       0.50 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.750 0.196 0.250 81 20 ' '
2 0.250 0.804 0.750 82 20 ' '

_platon_squeeze_void_probe_radius 1.20

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.722
_oxdiff_exptl_absorpt_empirical_full_min 0.612
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2022275'
loop_
_audit_author_name
_audit_author_address
'Jun Wang'
;Sichuan University of Science and Engineering
China
;
_audit_update_record             
;
2020-10-13 deposited with the CCDC.	2020-11-19 downloaded from the CCDC.
;
_audit_creation_date             2020-10-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'0.5(C120 H84 Co4 N16 O20), 2(C7.5 H5.58 Br0.42 N)'
_chemical_formula_sum            'C75 H53.16 Br0.84 Co2 N10 O10'
_chemical_formula_weight         1439.42
_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 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   9.5701(2)
_cell_length_b                   21.0055(5)
_cell_length_c                   15.5936(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.286(2)
_cell_angle_gamma                90
_cell_volume                     3133.91(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4305
_cell_measurement_temperature    293.2(8)
_cell_measurement_theta_max      72.5160
_cell_measurement_theta_min      4.1990
_shelx_estimated_absorpt_T_max   0.520
_shelx_estimated_absorpt_T_min   0.444
_exptl_absorpt_coefficient_mu    5.377
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.61a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1473
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10050
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.008
_diffrn_reflns_theta_max         66.008
_diffrn_reflns_theta_min         3.531
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.6525
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -13.00   1.00    1.00    --  -40.20 -57.00 -30.00   97
  2  ω    -86.00  -6.00   1.00    1.00    --  -40.20 125.00 120.00   80
  3  ω     34.00 112.00   1.00    2.00    --  103.61-125.00-120.00   78
  4  ω     34.00 126.00   1.00    2.00    --  103.61 -61.00   0.00   92
  5  ω     21.00 106.00   1.00    2.00    --  103.61 -94.00 -60.00   85
  6  ω    111.00 145.00   1.00    2.00    --  103.61  77.00   0.00   34
  7  ω     80.00 174.00   1.00    2.00    --  103.61  45.00 150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4566
_reflns_number_total             5433
_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 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       0.00075(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         5433
_refine_ls_number_restraints     143
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0519
_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)+(0.0578P)²+2.9550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1327
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C43-H43
 0.93 with sigma of 0.001
 C44-H43 \\sim H43-C42
 with sigma of 0.001
3. Rigid body (RIGU) restrains
 N6, Br1, C43, C44, C42, C45, C41, C40, C37, C38, C36, C39, C35, C34, C32, C33,
  N31, C5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Others
 Fixed Sof: Br1(0.42) C32(0.5) H32(0.5) N31(0.5) C5(0.5) H5(0.5) C33(0.5)
 H33(0.5) N6(0.5) C37(0.5) C38(0.5) H38(0.5) C39(0.5) H39(0.5) C34(0.5)
 C35(0.5) H35(0.5) C36(0.5) H36(0.5) C40(0.5) C45(0.5) H45(0.5) C44(0.5)
 H44(0.5) C43(0.5) C42(0.5) H42(0.5) C41(0.5) H41(0.5) H43(0.08)
 Fixed Uiso: H43(0.12)
5.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C46(H46), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C23(H23), C25(H25),
  C29(H29), C30(H30), C32(H32), C5(H5), C33(H33), C38(H38), C39(H39), C35(H35),
 C36(H36), C45(H45), C44(H44), C42(H42), C41(H41)
5.c Fitted pentagon refined as free rotating group:
 C32(N31,C5,C33,N6)
5.d Fitted hexagon refined as free rotating group:
 C37(C38,C39,C34,C35,C36), C40(C45,C44,C43,C42,C41)
;
_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 0.49058(5) 0.67696(3) 0.26811(3) 0.02820(18) Uani 1 1 d . . . . .
O1 O 0.6201(3) 0.69430(13) 0.36610(17) 0.0411(6) Uani 1 1 d . . . . .
O2 O 0.7449(3) 0.62672(14) 0.29227(17) 0.0468(7) Uani 1 1 d . . . . .
O3 O 0.8411(3) 0.80610(14) 0.61978(18) 0.0490(7) Uani 1 1 d . . . . .
O4 O 1.0506(2) 0.77609(11) 0.66460(15) 0.0351(6) Uani 1 1 d . . . . .
O5 O 1.1840(3) 0.59593(14) 0.46510(18) 0.0530(8) Uani 1 1 d . . . . .
N1 N -0.8300(3) 0.22887(14) 0.18378(19) 0.0347(7) Uani 1 1 d . . . . .
N2 N -0.6377(3) 0.28299(14) 0.16324(19) 0.0344(7) Uani 1 1 d . . . . .
N3 N 0.2653(3) 0.50820(13) 0.26454(19) 0.0335(7) Uani 1 1 d . . . . .
N4 N 0.4171(3) 0.58687(14) 0.26822(18) 0.0331(7) Uani 1 1 d . . . . .
C1 C -0.8377(4) 0.25747(19) 0.1041(3) 0.0426(9) Uani 1 1 d . . . . .
H1 H -0.9128 0.2541 0.0655 0.051 Uiso 1 1 calc R . . . .
C2 C -0.7210(4) 0.29068(19) 0.0909(3) 0.0438(9) Uani 1 1 d . . . . .
H2 H -0.7003 0.3143 0.0424 0.053 Uiso 1 1 calc R . . . .
C3 C -0.7076(4) 0.24539(17) 0.2172(2) 0.0358(8) Uani 1 1 d . . . . .
H3 H -0.6740 0.2327 0.2709 0.043 Uiso 1 1 calc R . . . .
C4 C -0.5056(4) 0.31332(16) 0.1793(2) 0.0337(8) Uani 1 1 d . . . . .
C46 C -0.4061(4) 0.28622(17) 0.2335(2) 0.0376(8) Uani 1 1 d . . . . .
H46 H -0.4238 0.2474 0.2599 0.045 Uiso 1 1 calc R . . . .
C6 C -0.2803(4) 0.31688(17) 0.2486(2) 0.0378(8) Uani 1 1 d . . . . .
H6 H -0.2137 0.2980 0.2847 0.045 Uiso 1 1 calc R . . . .
C7 C -0.2510(4) 0.37502(17) 0.2112(2) 0.0340(8) Uani 1 1 d . . . . .
C8 C -0.3516(4) 0.4006(2) 0.1560(3) 0.0519(11) Uani 1 1 d . . . . .
H8 H -0.3337 0.4392 0.1290 0.062 Uiso 1 1 calc R . . . .
C9 C -0.4777(4) 0.3704(2) 0.1398(3) 0.0536(12) Uani 1 1 d . . . . .
H9 H -0.5434 0.3885 0.1023 0.064 Uiso 1 1 calc R . . . .
C10 C -0.1176(4) 0.40913(17) 0.2275(2) 0.0336(8) Uani 1 1 d . . . . .
C11 C 0.0048(4) 0.37742(19) 0.2483(3) 0.0488(11) Uani 1 1 d . . . . .
H11 H 0.0033 0.3334 0.2539 0.059 Uiso 1 1 calc R . . . .
C12 C 0.1301(4) 0.40968(19) 0.2611(3) 0.0547(12) Uani 1 1 d . . . . .
H12 H 0.2110 0.3870 0.2749 0.066 Uiso 1 1 calc R . . . .
C13 C 0.1357(4) 0.47479(17) 0.2537(2) 0.0338(8) Uani 1 1 d . . . . .
C14 C 0.0146(4) 0.50784(18) 0.2345(3) 0.0403(9) Uani 1 1 d . . . . .
H14 H 0.0166 0.5519 0.2292 0.048 Uiso 1 1 calc R . . . .
C15 C -0.1099(4) 0.47515(18) 0.2230(3) 0.0423(9) Uani 1 1 d . . . . .
H15 H -0.1914 0.4981 0.2119 0.051 Uiso 1 1 calc R . . . .
C16 C 0.4858(4) 0.53120(18) 0.2853(2) 0.0394(9) Uani 1 1 d . . . . .
H16 H 0.5811 0.5275 0.2971 0.047 Uiso 1 1 calc R . . . .
C17 C 0.3946(4) 0.48251(18) 0.2824(3) 0.0424(9) Uani 1 1 d . . . . .
H17 H 0.4151 0.4397 0.2908 0.051 Uiso 1 1 calc R . . . .
C18 C 0.2853(4) 0.57140(17) 0.2567(3) 0.0420(9) Uani 1 1 d . . . . .
H18 H 0.2143 0.6005 0.2446 0.050 Uiso 1 1 calc R . . . .
C19 C 0.7313(4) 0.66226(17) 0.3544(2) 0.0319(8) Uani 1 1 d . . . . .
C20 C 0.8484(3) 0.66985(16) 0.4200(2) 0.0303(7) Uani 1 1 d . . . . .
C21 C 0.9635(4) 0.63053(18) 0.4163(2) 0.0365(8) Uani 1 1 d . . . . .
H21 H 0.9670 0.5992 0.3744 0.044 Uiso 1 1 calc R . . . .
C22 C 1.0743(4) 0.63728(18) 0.4747(2) 0.0384(9) Uani 1 1 d . . . . .
C23 C 1.0683(4) 0.68387(17) 0.5372(2) 0.0360(8) Uani 1 1 d . . . . .
H23 H 1.1424 0.6888 0.5763 0.043 Uiso 1 1 calc R . . . .
C24 C 0.9523(3) 0.72329(16) 0.5422(2) 0.0298(7) Uani 1 1 d . . . . .
C25 C 0.8418(3) 0.71619(16) 0.4833(2) 0.0303(7) Uani 1 1 d . . . . .
H25 H 0.7637 0.7424 0.4864 0.036 Uiso 1 1 calc R . . . .
C26 C 0.9446(4) 0.77206(17) 0.6123(2) 0.0325(8) Uani 1 1 d . . . . .
C27 C 1.2946(4) 0.5989(2) 0.5279(3) 0.0512(11) Uani 1 1 d . . . . .
H27A H 1.2570 0.5935 0.5847 0.061 Uiso 1 1 calc R . . . .
H27B H 1.3395 0.6402 0.5257 0.061 Uiso 1 1 calc R . . . .
C28 C 1.4000(4) 0.5475(2) 0.5114(2) 0.0434(9) Uani 1 1 d . . . . .
C29 C 1.3614(4) 0.4840(2) 0.5074(3) 0.0469(10) Uani 1 1 d . . . . .
H29 H 1.2679 0.4728 0.5121 0.056 Uiso 1 1 calc R . . . .
C30 C 1.4604(4) 0.4372(2) 0.4967(3) 0.0460(10) Uani 1 1 d . . . . .
H30 H 1.4329 0.3948 0.4948 0.055 Uiso 1 1 calc R . . . .
Br1 Br -0.06961(15) 0.35245(8) -0.06483(13) 0.0450(4) Uani 0.42 1 d . U P A -1
C32 C 0.8828(7) 0.6379(4) 0.1181(4) 0.064(3) Uani 0.5 1 d . U P A -1
H32 H 0.8186 0.6476 0.1600 0.076 Uiso 0.5 1 calc R . P A -1
N31 N 1.0205(7) 0.6625(3) 0.1130(5) 0.067(2) Uani 0.5 1 d G U P A -1
C5 C 1.0831(6) 0.6355(4) 0.0397(6) 0.052(5) Uani 0.5 1 d G U P A -1
H5 H 1.1732 0.6435 0.0213 0.063 Uiso 0.5 1 calc R . P A -1
C33 C 0.9841(8) 0.5943(4) -0.0005(4) 0.054(2) Uani 0.5 1 d G U P A -1
H33 H 0.9979 0.5705 -0.0499 0.065 Uiso 0.5 1 calc R . P A -1
N6 N 0.8603(6) 0.5957(3) 0.0480(5) 0.046(2) Uani 0.5 1 d G U P A -1
C37 C 0.4867(5) 0.4969(3) 0.0008(5) 0.0404(15) Uani 0.5 1 d . U P A -1
C38 C 0.6081(6) 0.4778(3) -0.0391(4) 0.0435(18) Uani 0.5 1 d G U P A -1
H38 H 0.6060 0.4432 -0.0765 0.052 Uiso 0.5 1 calc R . P A -1
C39 C 0.7327(5) 0.5102(3) -0.0232(4) 0.047(3) Uani 0.5 1 d G U P A -1
H39 H 0.8139 0.4973 -0.0500 0.056 Uiso 0.5 1 calc R . P A -1
C34 C 0.7358(5) 0.5618(3) 0.0326(4) 0.0402(17) Uani 0.5 1 d G U P A -1
C35 C 0.6144(6) 0.5809(2) 0.0725(4) 0.045(2) Uani 0.5 1 d G U P A -1
H35 H 0.6165 0.6155 0.1099 0.054 Uiso 0.5 1 calc R . P A -1
C36 C 0.4899(5) 0.5485(3) 0.0567(4) 0.0414(17) Uani 0.5 1 d G U P A -1
H36 H 0.4087 0.5614 0.0834 0.050 Uiso 0.5 1 calc R . P A -1
C40 C 0.3485(5) 0.4607(3) -0.0155(3) 0.0376(17) Uani 0.5 1 d . U P A -1
C45 C 0.3366(5) 0.4173(3) -0.0827(3) 0.046(3) Uani 0.5 1 d G U P A -1
H45 H 0.4120 0.4102 -0.1181 0.055 Uiso 0.5 1 calc R . P A -1
C44 C 0.2121(6) 0.3845(3) -0.0969(3) 0.050(2) Uani 0.5 1 d DG U P A -1
H44 H 0.2041 0.3555 -0.1418 0.060 Uiso 0.5 1 calc R . P A -1
C43 C 0.0994(5) 0.3951(3) -0.0440(4) 0.037(2) Uani 0.5 1 d DG U P A -1
C42 C 0.1112(5) 0.4384(3) 0.0231(4) 0.049(2) Uani 0.5 1 d DG U P A -1
H42 H 0.0359 0.4455 0.0585 0.059 Uiso 0.5 1 calc R . P A -1
C41 C 0.2358(6) 0.4712(3) 0.0373(3) 0.047(3) Uani 0.5 1 d G U P A -1
H41 H 0.2437 0.5002 0.0822 0.057 Uiso 0.5 1 calc R . P A -1
H43 H 0.0161(17) 0.3731(16) -0.0535(18) 0.120 Uiso 0.08 1 d D . P . .


_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 1.980(2) . ?
Co1 O4 1.987(2) 4_575 ?
Co1 N1 2.041(3) 2_455 ?
Co1 N4 2.019(3) . ?
O1 C19 1.276(4) . ?
O2 C19 1.232(4) . ?
O3 C26 1.229(4) . ?
O4 Co1 1.987(2) 4_676 ?
O4 C26 1.290(4) . ?
O5 C22 1.373(4) . ?
O5 C27 1.427(4) . ?
N1 Co1 2.041(3) 2_445 ?
N1 C1 1.381(5) . ?
N1 C3 1.317(4) . ?
N2 C2 1.377(4) . ?
N2 C3 1.343(5) . ?
N2 C4 1.433(4) . ?
N3 C13 1.431(4) . ?
N3 C17 1.373(5) . ?
N3 C18 1.347(5) . ?
N4 C16 1.364(5) . ?
N4 C18 1.311(4) . ?
C1 C2 1.337(5) . ?
C4 C46 1.382(5) . ?
C4 C9 1.376(5) . ?
C46 C6 1.381(5) . ?
C6 C7 1.385(5) . ?
C7 C8 1.386(5) . ?
C7 C10 1.481(5) . ?
C8 C9 1.382(5) . ?
C10 C11 1.380(5) . ?
C10 C15 1.391(5) . ?
C11 C12 1.388(5) . ?
C12 C13 1.374(5) . ?
C13 C14 1.378(5) . ?
C14 C15 1.384(5) . ?
C16 C17 1.345(5) . ?
C19 C20 1.509(4) . ?
C20 C21 1.379(5) . ?
C20 C25 1.389(5) . ?
C21 C22 1.389(5) . ?
C22 C23 1.384(5) . ?
C23 C24 1.388(5) . ?
C24 C25 1.393(4) . ?
C24 C26 1.501(5) . ?
C27 C28 1.503(5) . ?
C28 C29 1.386(6) . ?
C28 C30 1.383(6) 3_866 ?
C29 C30 1.377(6) . ?
C30 C28 1.383(6) 3_866 ?
Br1 C43 1.871(4) . ?
C32 N31 1.4200 . ?
C32 N6 1.4200 . ?
N31 C5 1.4200 . ?
C5 C33 1.4200 . ?
C33 N6 1.4200 . ?
N6 C34 1.404(6) . ?
C37 C38 1.3900 . ?
C37 C36 1.3900 . ?
C37 C40 1.544(6) . ?
C38 C39 1.3900 . ?
C39 C34 1.3900 . ?
C34 C35 1.3900 . ?
C35 C36 1.3900 . ?
C40 C45 1.3900 . ?
C40 C41 1.3900 . ?
C45 C44 1.3900 . ?
C44 C43 1.3900 . ?
C43 C42 1.3900 . ?
C42 C41 1.3900 . ?

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 O4 110.37(11) . 4_575 ?
O1 Co1 N1 94.69(11) . 2_455 ?
O1 Co1 N4 112.57(11) . . ?
O4 Co1 N1 105.50(11) 4_575 2_455 ?
O4 Co1 N4 124.95(11) 4_575 . ?
N4 Co1 N1 103.61(12) . 2_455 ?
C19 O1 Co1 107.6(2) . . ?
C26 O4 Co1 108.0(2) . 4_676 ?
C22 O5 C27 117.0(3) . . ?
C1 N1 Co1 122.5(2) . 2_445 ?
C3 N1 Co1 131.7(3) . 2_445 ?
C3 N1 C1 105.7(3) . . ?
C2 N2 C4 125.7(3) . . ?
C3 N2 C2 107.2(3) . . ?
C3 N2 C4 127.0(3) . . ?
C17 N3 C13 127.3(3) . . ?
C18 N3 C13 126.7(3) . . ?
C18 N3 C17 106.0(3) . . ?
C16 N4 Co1 129.6(2) . . ?
C18 N4 Co1 124.5(2) . . ?
C18 N4 C16 105.8(3) . . ?
C2 C1 N1 109.7(3) . . ?
C1 C2 N2 106.4(3) . . ?
N1 C3 N2 111.0(3) . . ?
C46 C4 N2 121.1(3) . . ?
C9 C4 N2 119.2(3) . . ?
C9 C4 C46 119.7(3) . . ?
C6 C46 C4 119.9(3) . . ?
C46 C6 C7 121.6(3) . . ?
C6 C7 C8 117.3(3) . . ?
C6 C7 C10 122.5(3) . . ?
C8 C7 C10 120.2(3) . . ?
C9 C8 C7 121.8(4) . . ?
C4 C9 C8 119.7(4) . . ?
C11 C10 C7 122.1(3) . . ?
C11 C10 C15 116.6(3) . . ?
C15 C10 C7 121.3(3) . . ?
C10 C11 C12 121.6(4) . . ?
C13 C12 C11 120.6(4) . . ?
C12 C13 N3 120.9(3) . . ?
C12 C13 C14 119.0(3) . . ?
C14 C13 N3 120.0(3) . . ?
C13 C14 C15 119.7(4) . . ?
C14 C15 C10 122.3(3) . . ?
C17 C16 N4 109.6(3) . . ?
C16 C17 N3 106.8(3) . . ?
N4 C18 N3 111.7(3) . . ?
O1 C19 C20 117.1(3) . . ?
O2 C19 O1 122.4(3) . . ?
O2 C19 C20 120.5(3) . . ?
C21 C20 C19 119.4(3) . . ?
C21 C20 C25 119.9(3) . . ?
C25 C20 C19 120.7(3) . . ?
C20 C21 C22 120.7(3) . . ?
O5 C22 C21 116.0(3) . . ?
O5 C22 C23 124.6(3) . . ?
C23 C22 C21 119.4(3) . . ?
C22 C23 C24 120.5(3) . . ?
C23 C24 C25 119.7(3) . . ?
C23 C24 C26 120.0(3) . . ?
C25 C24 C26 120.3(3) . . ?
C20 C25 C24 119.8(3) . . ?
O3 C26 O4 121.7(3) . . ?
O3 C26 C24 121.2(3) . . ?
O4 C26 C24 117.0(3) . . ?
O5 C27 C28 109.9(3) . . ?
C29 C28 C27 121.3(4) . . ?
C30 C28 C27 120.2(4) 3_866 . ?
C30 C28 C29 118.4(4) 3_866 . ?
C30 C29 C28 120.6(4) . . ?
C29 C30 C28 121.0(4) . 3_866 ?
N31 C32 N6 108.0 . . ?
C32 N31 C5 108.0 . . ?
N31 C5 C33 108.0 . . ?
N6 C33 C5 108.0 . . ?
C33 N6 C32 108.0 . . ?
C34 N6 C32 124.2(5) . . ?
C34 N6 C33 127.8(5) . . ?
C38 C37 C36 120.0 . . ?
C38 C37 C40 120.3(4) . . ?
C36 C37 C40 119.7(4) . . ?
C39 C38 C37 120.0 . . ?
C38 C39 C34 120.0 . . ?
C39 C34 N6 120.6(5) . . ?
C35 C34 N6 119.4(5) . . ?
C35 C34 C39 120.0 . . ?
C34 C35 C36 120.0 . . ?
C35 C36 C37 120.0 . . ?
C45 C40 C37 120.2(4) . . ?
C45 C40 C41 120.0 . . ?
C41 C40 C37 119.8(4) . . ?
C40 C45 C44 120.0 . . ?
C43 C44 C45 120.0 . . ?
C44 C43 Br1 120.0(3) . . ?
C44 C43 C42 120.0 . . ?
C42 C43 Br1 120.0(3) . . ?
C43 C42 C41 120.0 . . ?
C42 C41 C40 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2022274'
loop_
_audit_author_name
_audit_author_address
'Jun Wang'
;Sichuan University of Science and Engineering
China
;
_audit_update_record             
;
2020-10-13 deposited with the CCDC.	2020-11-19 downloaded from the CCDC.
;
_audit_creation_date             2020-10-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23 H20 Co N5 O7, H2 O'
_chemical_formula_sum            'C23 H22 Co N5 O8'
_chemical_formula_weight         555.38
_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                   7.7545(7)
_cell_length_b                   17.5971(16)
_cell_length_c                   17.4176(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.010(2)
_cell_angle_gamma                90
_cell_volume                     2370.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3541
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.128
_cell_measurement_theta_min      2.595
_shelx_estimated_absorpt_T_max   0.834
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6298
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0878 before and 0.0410 after correction. The Ratio of minimum to maximum transmission is 0.8447. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0552
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14206
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.686
_diffrn_reflns_theta_min         2.344
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_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                4086
_reflns_number_total             5408
_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 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2015)'
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5408
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0428
_refine_ls_restrained_S_all      1.042
_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)+(0.0365P)²+0.9480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0926
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H7A,H7B} of O7, {H6A,H6B} of O6, All C(H,H) groups
 At 1.5 times of:
  {H8A,H8B} of O8
2. Restrained distances
 H6B-O6 = H6A-O6
 0.82 with sigma of 0.02
 H6B-H6A
 1.25 with sigma of 0.02
 H7A-O7 = H7B-O7
 0.82 with sigma of 0.02
 H7A-H7B
 1.25 with sigma of 0.02
 O4_$1-H8B
 2.35 with sigma of 0.02
3.a Riding coordinates:
 O6(H6A,H6B), O7(H7A,H7B)
3.b Free rotating group:
 O8(H8A,H8B)
3.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.d Aromatic/amide H refined with riding coordinates:
 C7(H7), C18(H18), C13(H13), C3(H3), C23(H23), C22(H22), C20(H20), C5(H5),
 C17(H17), C11(H11), C15(H15), C12(H12), C21(H21), C14(H14)
;
_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 0.45409(4) 0.13447(2) 0.57921(2) 0.01493(9) Uani 1 1 d . . . . .
C1 C 0.1786(3) 0.13185(14) 0.69495(13) 0.0198(5) Uani 1 1 d . . . . .
O1 O 0.2995(2) 0.16823(9) 0.66614(9) 0.0234(4) Uani 1 1 d . . . . .
O2 O 0.0967(2) 0.07803(11) 0.66385(10) 0.0330(5) Uani 1 1 d . . . . .
N2 N 0.7939(3) 0.29967(12) 0.68490(11) 0.0263(5) Uani 1 1 d . . . . .
C9 C -0.2610(4) 0.05211(18) 0.89069(16) 0.0397(8) Uani 1 1 d . . . . .
H9A H -0.1942 0.0097 0.8732 0.048 Uiso 1 1 calc R . . . .
H9B H -0.3236 0.0749 0.8463 0.048 Uiso 1 1 calc R . . . .
O5 O -0.1496(3) 0.10668(12) 0.92865(10) 0.0417(5) Uani 1 1 d . . . . .
O3 O 0.4194(2) 0.32430(11) 0.89236(10) 0.0360(5) Uani 1 1 d . . . . .
C7 C 0.0055(3) 0.11879(14) 0.81152(14) 0.0238(6) Uani 1 1 d . . . . .
H7 H -0.0627 0.0823 0.7855 0.029 Uiso 1 1 calc R . . . .
N4 N 1.2402(2) 0.45973(11) 0.81168(11) 0.0214(4) Uani 1 1 d . . . . .
C18 C 1.0123(3) 0.40316(15) 0.88112(14) 0.0264(6) Uani 1 1 d . . . . .
H18 H 1.0634 0.4249 0.9258 0.032 Uiso 1 1 calc R . . . .
O4 O 0.3263(2) 0.28725(9) 1.00471(9) 0.0238(4) Uani 1 1 d D . . . .
C13 C 0.6940(3) 0.23674(14) 0.68277(14) 0.0255(6) Uani 1 1 d . . . . .
H13 H 0.6672 0.2097 0.7262 0.031 Uiso 1 1 calc R . . . .
C3 C 0.2392(3) 0.20877(13) 0.81459(13) 0.0197(5) Uani 1 1 d . . . . .
H3 H 0.3260 0.2334 0.7900 0.024 Uiso 1 1 calc R . . . .
C23 C 1.3834(3) 0.44789(15) 0.77110(14) 0.0262(6) Uani 1 1 d . . . . .
H23 H 1.3983 0.4099 0.7350 0.031 Uiso 1 1 calc R . . . .
N5 N 0.8680(3) 0.36311(13) 0.88564(12) 0.0303(5) Uani 1 1 d . . . . .
C10 C -0.3851(3) 0.02534(15) 0.94736(15) 0.0302(6) Uani 1 1 d . . . . .
N3 N 1.4281(3) 0.54879(11) 0.84841(11) 0.0222(4) Uani 1 1 d . . . . .
N1 N 0.6392(3) 0.21827(12) 0.61249(11) 0.0238(5) Uani 1 1 d . . . . .
C19 C 1.0892(3) 0.41380(13) 0.81286(14) 0.0218(5) Uani 1 1 d . . . . .
C4 C 0.2122(3) 0.22657(13) 0.89074(13) 0.0184(5) Uani 1 1 d . . . . .
C22 C 1.4980(3) 0.50228(14) 0.79410(14) 0.0271(6) Uani 1 1 d . . . . .
H22 H 1.6075 0.5078 0.7763 0.033 Uiso 1 1 calc R . . . .
C8 C 0.3285(3) 0.28376(13) 0.93255(13) 0.0185(5) Uani 1 1 d . . . . .
C2 C 0.1381(3) 0.15494(13) 0.77539(13) 0.0192(5) Uani 1 1 d . . . . .
C16 C 0.8721(3) 0.33627(14) 0.75167(14) 0.0233(5) Uani 1 1 d . . . . .
C20 C 1.0209(3) 0.37906(13) 0.74636(14) 0.0238(5) Uani 1 1 d . . . . .
H20 H 1.0726 0.3842 0.7000 0.029 Uiso 1 1 calc R . . . .
C5 C 0.0818(3) 0.19111(14) 0.92662(13) 0.0229(5) Uani 1 1 d . . . . .
H5 H 0.0637 0.2026 0.9776 0.028 Uiso 1 1 calc R . . . .
C6 C -0.0233(3) 0.13804(15) 0.88685(14) 0.0262(6) Uani 1 1 d . . . . .
C17 C 0.7977(3) 0.33107(15) 0.82112(15) 0.0294(6) Uani 1 1 d . . . . .
H17 H 0.6947 0.3043 0.8232 0.035 Uiso 1 1 calc R . . . .
C11 C -0.3286(4) -0.01824(19) 1.00968(18) 0.0459(8) Uani 1 1 d . . . . .
H11 H -0.2121 -0.0309 1.0169 0.055 Uiso 1 1 calc R . . . .
C15 C 0.7996(4) 0.32312(18) 0.60948(16) 0.0448(8) Uani 1 1 d . . . . .
H15 H 0.8574 0.3653 0.5920 0.054 Uiso 1 1 calc R . . . .
C12 C -0.4418(4) -0.04350(18) 1.06165(17) 0.0428(8) Uani 1 1 d . . . . .
H12 H -0.4009 -0.0731 1.1033 0.051 Uiso 1 1 calc R . . . .
C21 C 1.2744(3) 0.52125(14) 0.85728(14) 0.0233(5) Uani 1 1 d . . . . .
H21 H 1.1977 0.5413 0.8907 0.028 Uiso 1 1 calc R . . . .
C14 C 0.7051(4) 0.27289(17) 0.56640(16) 0.0426(8) Uani 1 1 d . . . . .
H14 H 0.6870 0.2748 0.5131 0.051 Uiso 1 1 calc R . . . .
O6 O 0.2670(2) 0.05246(9) 0.53837(9) 0.0238(4) Uani 1 1 d D . . . .
H6A H 0.1961 0.0464 0.5706 0.029 Uiso 1 1 d DR . . . .
H6B H 0.3094 0.0094 0.5362 0.029 Uiso 1 1 d DR . . . .
O7 O 0.6081(2) 0.09505(9) 0.48590(9) 0.0254(4) Uani 1 1 d D . . . .
H7A H 0.6961 0.1208 0.4852 0.031 Uiso 1 1 d DR . . . .
H7B H 0.5477 0.1146 0.4508 0.031 Uiso 1 1 d DR . . . .
O8 O 0.2843(4) 0.33046(13) 0.62539(14) 0.0636(7) Uani 1 1 d . . . . .
H8A H 0.2763 0.2861 0.6443 0.095 Uiso 1 1 d G . . . .
H8B H 0.3184 0.3273 0.5802 0.095 Uiso 1 1 d DG . . . .


_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 2.0824(16) . ?
Co1 O4 2.0937(16) 4_565 ?
Co1 N3 2.1299(19) 2_746 ?
Co1 N1 2.111(2) . ?
Co1 O6 2.1330(16) . ?
Co1 O7 2.1956(17) . ?
C1 O1 1.267(3) . ?
C1 O2 1.243(3) . ?
C1 C2 1.513(3) . ?
N2 C13 1.350(3) . ?
N2 C16 1.427(3) . ?
N2 C15 1.381(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 O5 1.423(3) . ?
C9 C10 1.502(3) . ?
O5 C6 1.376(3) . ?
O3 C8 1.251(3) . ?
C7 H7 0.9300 . ?
C7 C2 1.396(3) . ?
C7 C6 1.388(3) . ?
N4 C23 1.373(3) . ?
N4 C19 1.424(3) . ?
N4 C21 1.358(3) . ?
C18 H18 0.9300 . ?
C18 N5 1.329(3) . ?
C18 C19 1.380(3) . ?
O4 Co1 2.0937(16) 4_566 ?
O4 C8 1.260(3) . ?
C13 H13 0.9300 . ?
C13 N1 1.308(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C3 C2 1.379(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.348(3) . ?
N5 C17 1.339(3) . ?
C10 C11 1.375(4) . ?
C10 C12 1.379(4) 3_457 ?
N3 Co1 2.1300(19) 2_756 ?
N3 C22 1.389(3) . ?
N3 C21 1.306(3) . ?
N1 C14 1.374(3) . ?
C19 C20 1.382(3) . ?
C4 C8 1.505(3) . ?
C4 C5 1.375(3) . ?
C22 H22 0.9300 . ?
C16 C20 1.386(3) . ?
C16 C17 1.380(3) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.391(3) . ?
C17 H17 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.378(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.343(4) . ?
C12 C10 1.379(4) 3_457 ?
C12 H12 0.9300 . ?
C21 H21 0.9300 . ?
C14 H14 0.9300 . ?
O6 H6A 0.8200 . ?
O6 H6B 0.8280 . ?
O7 H7A 0.8200 . ?
O7 H7B 0.8196 . ?
O8 H8A 0.8505 . ?
O8 H8B 0.8499 . ?

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 O4 89.50(6) . 4_565 ?
O1 Co1 N3 90.95(7) . 2_746 ?
O1 Co1 N1 90.92(7) . . ?
O1 Co1 O6 91.30(6) . . ?
O1 Co1 O7 177.40(6) . . ?
O4 Co1 N3 175.93(7) 4_565 2_746 ?
O4 Co1 N1 89.65(7) 4_565 . ?
O4 Co1 O6 87.54(6) 4_565 . ?
O4 Co1 O7 90.43(6) 4_565 . ?
N3 Co1 O6 88.41(7) 2_746 . ?
N3 Co1 O7 88.93(7) 2_746 . ?
N1 Co1 N3 94.39(8) . 2_746 ?
N1 Co1 O6 176.40(7) . . ?
N1 Co1 O7 91.67(7) . . ?
O6 Co1 O7 86.11(6) . . ?
O1 C1 C2 116.0(2) . . ?
O2 C1 O1 125.6(2) . . ?
O2 C1 C2 118.4(2) . . ?
C1 O1 Co1 128.55(15) . . ?
C13 N2 C16 127.1(2) . . ?
C13 N2 C15 106.0(2) . . ?
C15 N2 C16 126.9(2) . . ?
H9A C9 H9B 108.5 . . ?
O5 C9 H9A 110.2 . . ?
O5 C9 H9B 110.2 . . ?
O5 C9 C10 107.6(2) . . ?
C10 C9 H9A 110.2 . . ?
C10 C9 H9B 110.2 . . ?
C6 O5 C9 117.15(19) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C6 C7 C2 119.1(2) . . ?
C23 N4 C19 128.1(2) . . ?
C21 N4 C23 106.9(2) . . ?
C21 N4 C19 124.8(2) . . ?
N5 C18 H18 118.7 . . ?
N5 C18 C19 122.7(2) . . ?
C19 C18 H18 118.7 . . ?
C8 O4 Co1 127.70(15) . 4_566 ?
N2 C13 H13 123.9 . . ?
N1 C13 N2 112.2(2) . . ?
N1 C13 H13 123.9 . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(2) . . ?
N4 C23 H23 126.9 . . ?
C22 C23 N4 106.2(2) . . ?
C22 C23 H23 126.9 . . ?
C18 N5 C17 117.9(2) . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 C12 118.2(2) . 3_457 ?
C12 C10 C9 121.1(3) 3_457 . ?
C22 N3 Co1 130.42(16) . 2_756 ?
C21 N3 Co1 123.37(17) . 2_756 ?
C21 N3 C22 105.3(2) . . ?
C13 N1 Co1 126.91(17) . . ?
C13 N1 C14 105.3(2) . . ?
C14 N1 Co1 127.02(16) . . ?
C18 C19 N4 119.7(2) . . ?
C18 C19 C20 119.9(2) . . ?
C20 C19 N4 120.4(2) . . ?
C3 C4 C8 119.1(2) . . ?
C5 C4 C3 119.7(2) . . ?
C5 C4 C8 121.2(2) . . ?
C23 C22 N3 109.9(2) . . ?
C23 C22 H22 125.1 . . ?
N3 C22 H22 125.1 . . ?
O3 C8 O4 125.3(2) . . ?
O3 C8 C4 116.9(2) . . ?
O4 C8 C4 117.8(2) . . ?
C7 C2 C1 120.2(2) . . ?
C3 C2 C1 119.7(2) . . ?
C3 C2 C7 120.1(2) . . ?
C20 C16 N2 119.9(2) . . ?
C17 C16 N2 120.3(2) . . ?
C17 C16 C20 119.7(2) . . ?
C19 C20 C16 117.2(2) . . ?
C19 C20 H20 121.4 . . ?
C16 C20 H20 121.4 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.1(2) . . ?
C6 C5 H5 119.9 . . ?
O5 C6 C7 124.7(2) . . ?
O5 C6 C5 114.8(2) . . ?
C7 C6 C5 120.5(2) . . ?
N5 C17 C16 122.5(2) . . ?
N5 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.1(3) . . ?
C12 C11 H11 119.5 . . ?
N2 C15 H15 126.8 . . ?
C14 C15 N2 106.4(2) . . ?
C14 C15 H15 126.8 . . ?
C10 C12 H12 119.7 3_457 . ?
C11 C12 C10 120.7(3) . 3_457 ?
C11 C12 H12 119.7 . . ?
N4 C21 H21 124.2 . . ?
N3 C21 N4 111.7(2) . . ?
N3 C21 H21 124.2 . . ?
N1 C14 H14 124.9 . . ?
C15 C14 N1 110.2(2) . . ?
C15 C14 H14 124.9 . . ?
Co1 O6 H6A 109.4 . . ?
Co1 O6 H6B 111.8 . . ?
H6A O6 H6B 101.5 . . ?
Co1 O7 H7A 109.5 . . ?
Co1 O7 H7B 96.2 . . ?
H7A O7 H7B 100.9 . . ?
H8A O8 H8B 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
O6 H6A O2 0.82 1.93 2.669(2) 150.0 .
O6 H6B O7 0.83 1.99 2.813(2) 170.8 3_656
O7 H7A N5 0.82 2.28 2.854(3) 127.8 4_565
O7 H7B O3 0.82 1.74 2.545(2) 165.3 4_565
O7 H7B O4 0.82 2.65 3.045(2) 111.0 4_565
O8 H8A O1 0.85 2.11 2.942(3) 164.2 .
O8 H8B O4 0.85 2.41 2.985(3) 125.6 4_565

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 O4 C8 O3 5.4(4) 4_566 . . . ?
Co1 O4 C8 C4 -174.32(15) 4_566 . . . ?
Co1 N3 C22 C23 169.86(17) 2_756 . . . ?
Co1 N3 C21 N4 -170.58(15) 2_756 . . . ?
Co1 N1 C14 C15 170.7(2) . . . . ?
O1 C1 C2 C7 179.2(2) . . . . ?
O1 C1 C2 C3 -4.6(3) . . . . ?
O2 C1 O1 Co1 -20.9(4) . . . . ?
O2 C1 C2 C7 -3.3(3) . . . . ?
O2 C1 C2 C3 173.0(2) . . . . ?
N2 C13 N1 Co1 -171.13(17) . . . . ?
N2 C13 N1 C14 -0.9(3) . . . . ?
N2 C16 C20 C19 179.2(2) . . . . ?
N2 C16 C17 N5 178.6(2) . . . . ?
N2 C15 C14 N1 0.1(4) . . . . ?
C9 O5 C6 C7 -1.7(4) . . . . ?
C9 O5 C6 C5 179.9(2) . . . . ?
C9 C10 C11 C12 -179.5(3) . . . . ?
O5 C9 C10 C11 -69.0(4) . . . . ?
O5 C9 C10 C12 111.2(3) . . . 3_457 ?
N4 C23 C22 N3 -0.5(3) . . . . ?
N4 C19 C20 C16 -178.9(2) . . . . ?
C18 N5 C17 C16 2.1(4) . . . . ?
C18 C19 C20 C16 1.9(4) . . . . ?
C13 N2 C16 C20 154.0(3) . . . . ?
C13 N2 C16 C17 -27.9(4) . . . . ?
C13 N2 C15 C14 -0.7(3) . . . . ?
C13 N1 C14 C15 0.5(4) . . . . ?
C3 C4 C8 O3 14.9(3) . . . . ?
C3 C4 C8 O4 -165.3(2) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C23 N4 C19 C18 141.0(3) . . . . ?
C23 N4 C19 C20 -38.1(4) . . . . ?
C23 N4 C21 N3 -0.1(3) . . . . ?
N5 C18 C19 N4 177.7(2) . . . . ?
N5 C18 C19 C20 -3.2(4) . . . . ?
C10 C9 O5 C6 179.2(2) . . . . ?
C10 C11 C12 C10 -0.3(5) . . . 3_457 ?
C19 N4 C23 C22 -174.3(2) . . . . ?
C19 N4 C21 N3 174.8(2) . . . . ?
C19 C18 N5 C17 1.2(4) . . . . ?
C4 C3 C2 C1 -175.1(2) . . . . ?
C4 C3 C2 C7 1.2(4) . . . . ?
C4 C5 C6 O5 -179.7(2) . . . . ?
C4 C5 C6 C7 1.8(4) . . . . ?
C22 N3 C21 N4 -0.2(3) . . . . ?
C8 C4 C5 C6 -179.5(2) . . . . ?
C2 C1 O1 Co1 156.42(15) . . . . ?
C2 C7 C6 O5 179.9(2) . . . . ?
C2 C7 C6 C5 -1.8(4) . . . . ?
C2 C3 C4 C8 178.1(2) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
C16 N2 C13 N1 178.8(2) . . . . ?
C16 N2 C15 C14 -178.5(3) . . . . ?
C20 C16 C17 N5 -3.2(4) . . . . ?
C5 C4 C8 O3 -165.9(2) . . . . ?
C5 C4 C8 O4 13.9(3) . . . . ?
C6 C7 C2 C1 176.5(2) . . . . ?
C6 C7 C2 C3 0.3(4) . . . . ?
C17 C16 C20 C19 1.1(4) . . . . ?
C15 N2 C13 N1 1.0(3) . . . . ?
C15 N2 C16 C20 -28.7(4) . . . . ?
C15 N2 C16 C17 149.5(3) . . . . ?
C12 C10 C11 C12 0.3(5) 3_457 . . . ?
C21 N4 C23 C22 0.3(3) . . . . ?
C21 N4 C19 C18 -32.7(3) . . . . ?
C21 N4 C19 C20 148.2(2) . . . . ?
C21 N3 C22 C23 0.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
