# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2086779'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Department of Chemistry, Howard University, Washington, USA
United States of America
;
_audit_update_record             
;
2021-05-30 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_shelx               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.932 Why?
RESPONSE: Crystals were not of good quality hence the diffraction was week. At higher angle crystal did not diffracted.
;
_vrf_PLAT911_shelx               
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600        252 Report
RESPONSE: Crystals were not of good quality hence the diffraction was week. At higher angle crystal did not diffracted.
;
# Added during the CSD deposition process: Sunday 30 May 2021 08:32 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H20 Mn O8, H2 O'
_chemical_formula_sum            'C23 H22 Mn O9'
_chemical_formula_weight         497.34

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'
O O 0.0106 0.0060 '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'

_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                   8.0352(16)
_cell_length_b                   17.307(4)
_cell_length_c                   15.532(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.09(3)
_cell_angle_gamma                90
_cell_volume                     2095.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4823
_cell_measurement_theta_min      2.362
_cell_measurement_theta_max      17.153

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_F_000             1028
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.686
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.731
_exptl_absorpt_correction_T_max  0.792
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11458
_diffrn_reflns_av_unetI/netI     0.1936
_diffrn_reflns_av_R_equivalents  0.1707
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.885
_diffrn_reflns_theta_max         25.251
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measured_fraction_theta_full 0.932
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_Laue_measured_fraction_full 0.932
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_point_group_measured_fraction_full 0.932
_reflns_number_total             3539
_reflns_number_gt                1532
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_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)+(0.0612P)²] 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         3539
_refine_ls_number_parameters     316
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.2059
_refine_ls_R_factor_gt           0.0792
_refine_ls_wR_factor_ref         0.1787
_refine_ls_wR_factor_gt          0.1385
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn 0.28233(15) 0.74842(6) 0.55759(6) 0.0373(4) Uani 1 1 d . . . . .
O1 O 0.3181(6) 0.8250(2) 0.4588(3) 0.0403(14) Uani 1 1 d . . . . .
O2 O 0.2326(6) 0.8722(2) 0.6023(3) 0.0440(15) Uani 1 1 d . . . . .
O3 O 0.3435(7) 1.0826(2) 0.3724(3) 0.0551(17) Uani 1 1 d . . . . .
O4 O 0.1470(6) 0.6734(2) 0.4556(3) 0.0445(15) Uani 1 1 d . . . . .
O5 O 0.3799(6) 0.6260(2) 0.5953(3) 0.0484(16) Uani 1 1 d . . . . .
O6 O 0.0374(7) 0.4164(2) 0.3682(3) 0.0520(16) Uani 1 1 d . . . . .
O1M O 0.5395(7) 0.7723(2) 0.6323(4) 0.0621(18) Uani 1 1 d D . . . .
H1M H 0.576(5) 0.812(3) 0.614(3) 0.075 Uiso 1 1 d D U . . .
O1W O 0.1019(8) 0.7274(3) 0.6325(3) 0.0563(17) Uani 1 1 d D . . . .
H1W1 H 0.114(9) 0.742(4) 0.685(2) 0.084 Uiso 1 1 d D U . . .
H1W2 H 0.026(7) 0.696(4) 0.625(4) 0.084 Uiso 1 1 d D U . . .
O2W O 0.1633(11) 0.7515(3) 0.8031(3) 0.083(2) Uani 1 1 d D . . . .
H2W1 H 0.183(13) 0.720(3) 0.845(4) 0.125 Uiso 1 1 d D U . . .
H2W2 H 0.141(13) 0.792(3) 0.827(5) 0.125 Uiso 1 1 d D U . . .
C1M C 0.6520(10) 0.7361(4) 0.7044(5) 0.066(3) Uani 1 1 d . . . . .
H1MA H 0.752089 0.767682 0.724756 0.099 Uiso 1 1 calc R U . . .
H1MB H 0.685416 0.686656 0.686085 0.099 Uiso 1 1 calc R U . . .
H1MC H 0.595588 0.729129 0.751682 0.099 Uiso 1 1 calc R U . . .
C1 C 0.2996(8) 0.8989(3) 0.4675(5) 0.0286(18) Uani 1 1 d . . . . .
C2 C 0.2507(9) 0.9228(4) 0.5494(5) 0.033(2) Uani 1 1 d . . . . .
C3 C 0.2133(9) 1.0051(4) 0.5626(5) 0.0325(19) Uani 1 1 d . . . . .
C4 C 0.1554(9) 1.0267(4) 0.6331(5) 0.044(2) Uani 1 1 d . . . . .
H4A H 0.142936 0.990200 0.674992 0.053 Uiso 1 1 calc R U . . .
C5 C 0.1134(10) 1.1048(4) 0.6438(6) 0.058(3) Uani 1 1 d . . . . .
H5A H 0.068397 1.120312 0.690815 0.069 Uiso 1 1 calc R U . . .
C6 C 0.1415(10) 1.1573(4) 0.5821(6) 0.058(3) Uani 1 1 d . . . . .
H6A H 0.118818 1.209329 0.588897 0.069 Uiso 1 1 calc R U . . .
C7 C 0.2020(10) 1.1345(4) 0.5110(6) 0.049(2) Uani 1 1 d . . . . .
H7A H 0.216795 1.171223 0.469852 0.058 Uiso 1 1 calc R U . . .
C8 C 0.2417(9) 1.0578(4) 0.4989(5) 0.035(2) Uani 1 1 d . . . . .
C9 C 0.3060(9) 1.0331(4) 0.4236(5) 0.035(2) Uani 1 1 d . . . . .
C10 C 0.3271(8) 0.9519(3) 0.4071(5) 0.0320(19) Uani 1 1 d . . . . .
C11 C 0.3777(10) 0.9288(4) 0.3256(5) 0.051(2) Uani 1 1 d . . . . .
H11A H 0.439539 0.880858 0.335746 0.076 Uiso 1 1 calc R U . . .
H11B H 0.449635 0.968019 0.310024 0.076 Uiso 1 1 calc R U . . .
H11C H 0.276959 0.922466 0.278081 0.076 Uiso 1 1 calc R U . . .
C12 C 0.1720(9) 0.6001(4) 0.4636(4) 0.0317(19) Uani 1 1 d . . . . .
C13 C 0.3059(9) 0.5751(3) 0.5435(5) 0.0310(19) Uani 1 1 d . . . . .
C14 C 0.3432(9) 0.4936(4) 0.5591(4) 0.0309(18) Uani 1 1 d . . . . .
C15 C 0.4707(9) 0.4694(4) 0.6320(5) 0.044(2) Uani 1 1 d . . . . .
H15A H 0.528864 0.505319 0.673023 0.053 Uiso 1 1 calc R U . . .
C16 C 0.5101(10) 0.3915(4) 0.6429(5) 0.050(2) Uani 1 1 d . . . . .
H16A H 0.596596 0.374892 0.690649 0.060 Uiso 1 1 calc R U . . .
C17 C 0.4205(11) 0.3387(4) 0.5827(6) 0.061(3) Uani 1 1 d . . . . .
H17A H 0.446933 0.286419 0.590266 0.073 Uiso 1 1 calc R U . . .
C18 C 0.2947(11) 0.3620(4) 0.5129(5) 0.051(2) Uani 1 1 d . . . . .
H18A H 0.235681 0.325813 0.472552 0.061 Uiso 1 1 calc R U . . .
C19 C 0.2533(9) 0.4399(3) 0.5010(5) 0.037(2) Uani 1 1 d . . . . .
C20 C 0.1202(9) 0.4649(4) 0.4194(5) 0.0349(19) Uani 1 1 d . . . . .
C21 C 0.0862(9) 0.5456(3) 0.4049(5) 0.036(2) Uani 1 1 d . . . . .
C22 C -0.0434(10) 0.5709(3) 0.3240(5) 0.046(2) Uani 1 1 d . . . . .
H22A H -0.098998 0.617037 0.336849 0.069 Uiso 1 1 calc R U . . .
H22B H -0.127280 0.530833 0.305737 0.069 Uiso 1 1 calc R U . . .
H22C H 0.012543 0.581021 0.277116 0.069 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn O1 2.099(4) . ?
Mn O1W 2.100(6) . ?
Mn O4 2.130(4) . ?
Mn O1M 2.149(5) . ?
Mn O5 2.286(4) . ?
Mn O2 2.317(4) . ?
O1 C1 1.298(6) . ?
O2 C2 1.233(7) . ?
O3 C9 1.255(8) . ?
O4 C12 1.285(7) . ?
O5 C13 1.242(7) . ?
O6 C20 1.232(7) . ?
O1M C1M 1.404(7) . ?
O1M H1M 0.82(2) . ?
O1W H1W1 0.84(2) . ?
O1W H1W2 0.80(2) . ?
O2W H2W1 0.83(2) . ?
O2W H2W2 0.82(2) . ?
C1M H1MA 0.9600 . ?
C1M H1MB 0.9600 . ?
C1M H1MC 0.9600 . ?
C1 C10 1.368(8) . ?
C1 C2 1.480(9) . ?
C2 C3 1.480(8) . ?
C3 C4 1.343(9) . ?
C3 C8 1.404(9) . ?
C4 C5 1.413(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.378(10) . ?
C5 H5A 0.9300 . ?
C6 C7 1.368(10) . ?
C6 H6A 0.9300 . ?
C7 C8 1.388(8) . ?
C7 H7A 0.9300 . ?
C8 C9 1.453(10) . ?
C9 C10 1.446(8) . ?
C10 C11 1.475(9) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C21 1.375(8) . ?
C12 C13 1.495(9) . ?
C13 C14 1.452(8) . ?
C14 C19 1.371(8) . ?
C14 C15 1.393(9) . ?
C15 C16 1.387(8) . ?
C15 H15A 0.9300 . ?
C16 C17 1.378(9) . ?
C16 H16A 0.9300 . ?
C17 C18 1.352(10) . ?
C17 H17A 0.9300 . ?
C18 C19 1.390(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.509(9) . ?
C20 C21 1.432(8) . ?
C21 C22 1.489(8) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
O1 Mn O1W 138.6(2) . . ?
O1 Mn O4 88.70(16) . . ?
O1W Mn O4 90.55(19) . . ?
O1 Mn O1M 89.3(2) . . ?
O1W Mn O1M 115.9(2) . . ?
O4 Mn O1M 140.2(2) . . ?
O1 Mn O5 132.32(19) . . ?
O1W Mn O5 86.4(2) . . ?
O4 Mn O5 72.94(16) . . ?
O1M Mn O5 79.36(17) . . ?
O1 Mn O2 72.50(16) . . ?
O1W Mn O2 78.58(18) . . ?
O4 Mn O2 133.82(17) . . ?
O1M Mn O2 82.74(18) . . ?
O5 Mn O2 148.66(17) . . ?
C1 O1 Mn 120.5(4) . . ?
C2 O2 Mn 113.6(5) . . ?
C12 O4 Mn 119.4(4) . . ?
C13 O5 Mn 114.2(4) . . ?
C1M O1M Mn 133.8(4) . . ?
C1M O1M H1M 115.3(18) . . ?
Mn O1M H1M 110.8(18) . . ?
Mn O1W H1W1 124(5) . . ?
Mn O1W H1W2 130(5) . . ?
H1W1 O1W H1W2 104(3) . . ?
H2W1 O2W H2W2 103(3) . . ?
O1M C1M H1MA 109.5 . . ?
O1M C1M H1MB 109.5 . . ?
H1MA C1M H1MB 109.5 . . ?
O1M C1M H1MC 109.5 . . ?
H1MA C1M H1MC 109.5 . . ?
H1MB C1M H1MC 109.5 . . ?
O1 C1 C10 123.2(7) . . ?
O1 C1 C2 115.2(5) . . ?
C10 C1 C2 121.6(6) . . ?
O2 C2 C3 122.1(7) . . ?
O2 C2 C1 118.2(6) . . ?
C3 C2 C1 119.6(6) . . ?
C4 C3 C8 122.8(7) . . ?
C4 C3 C2 120.2(7) . . ?
C8 C3 C2 117.0(7) . . ?
C3 C4 C5 120.2(8) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 117.7(8) . . ?
C6 C5 H5A 121.2 . . ?
C4 C5 H5A 121.2 . . ?
C7 C6 C5 121.4(8) . . ?
C7 C6 H6A 119.3 . . ?
C5 C6 H6A 119.3 . . ?
C6 C7 C8 121.6(8) . . ?
C6 C7 H7A 119.2 . . ?
C8 C7 H7A 119.2 . . ?
C7 C8 C3 116.3(8) . . ?
C7 C8 C9 121.9(7) . . ?
C3 C8 C9 121.8(7) . . ?
O3 C9 C10 119.6(8) . . ?
O3 C9 C8 119.8(7) . . ?
C10 C9 C8 120.6(7) . . ?
C1 C10 C9 119.0(7) . . ?
C1 C10 C11 122.1(6) . . ?
C9 C10 C11 119.0(6) . . ?
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 . . ?
O4 C12 C21 124.9(6) . . ?
O4 C12 C13 115.5(5) . . ?
C21 C12 C13 119.7(6) . . ?
O5 C13 C14 122.3(6) . . ?
O5 C13 C12 117.9(6) . . ?
C14 C13 C12 119.8(6) . . ?
C19 C14 C15 119.8(6) . . ?
C19 C14 C13 119.7(6) . . ?
C15 C14 C13 120.5(6) . . ?
C16 C15 C14 119.4(7) . . ?
C16 C15 H15A 120.3 . . ?
C14 C15 H15A 120.3 . . ?
C17 C16 C15 119.8(7) . . ?
C17 C16 H16A 120.1 . . ?
C15 C16 H16A 120.1 . . ?
C18 C17 C16 120.7(7) . . ?
C18 C17 H17A 119.6 . . ?
C16 C17 H17A 119.6 . . ?
C17 C18 C19 120.2(7) . . ?
C17 C18 H18A 119.9 . . ?
C19 C18 H18A 119.9 . . ?
C14 C19 C18 119.9(7) . . ?
C14 C19 C20 120.7(6) . . ?
C18 C19 C20 119.1(7) . . ?
O6 C20 C21 120.7(7) . . ?
O6 C20 C19 120.5(6) . . ?
C21 C20 C19 118.7(6) . . ?
C12 C21 C20 121.3(7) . . ?
C12 C21 C22 119.5(6) . . ?
C20 C21 C22 119.1(6) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
Mn O1 C1 C10 177.6(5) . . . . ?
Mn O1 C1 C2 -0.8(7) . . . . ?
Mn O2 C2 C3 175.7(5) . . . . ?
Mn O2 C2 C1 0.1(8) . . . . ?
O1 C1 C2 O2 0.5(9) . . . . ?
C10 C1 C2 O2 -178.0(6) . . . . ?
O1 C1 C2 C3 -175.3(6) . . . . ?
C10 C1 C2 C3 6.2(10) . . . . ?
O2 C2 C3 C4 -1.0(10) . . . . ?
C1 C2 C3 C4 174.6(6) . . . . ?
O2 C2 C3 C8 178.8(6) . . . . ?
C1 C2 C3 C8 -5.6(9) . . . . ?
C8 C3 C4 C5 2.7(11) . . . . ?
C2 C3 C4 C5 -177.5(6) . . . . ?
C3 C4 C5 C6 -2.9(11) . . . . ?
C4 C5 C6 C7 2.3(12) . . . . ?
C5 C6 C7 C8 -1.6(12) . . . . ?
C6 C7 C8 C3 1.2(10) . . . . ?
C6 C7 C8 C9 180.0(7) . . . . ?
C4 C3 C8 C7 -1.8(10) . . . . ?
C2 C3 C8 C7 178.4(6) . . . . ?
C4 C3 C8 C9 179.4(7) . . . . ?
C2 C3 C8 C9 -0.4(10) . . . . ?
C7 C8 C9 O3 7.3(11) . . . . ?
C3 C8 C9 O3 -174.0(6) . . . . ?
C7 C8 C9 C10 -172.7(6) . . . . ?
C3 C8 C9 C10 6.1(10) . . . . ?
O1 C1 C10 C9 -178.9(6) . . . . ?
C2 C1 C10 C9 -0.6(10) . . . . ?
O1 C1 C10 C11 1.0(11) . . . . ?
C2 C1 C10 C11 179.3(6) . . . . ?
O3 C9 C10 C1 174.5(6) . . . . ?
C8 C9 C10 C1 -5.5(10) . . . . ?
O3 C9 C10 C11 -5.4(10) . . . . ?
C8 C9 C10 C11 174.6(6) . . . . ?
Mn O4 C12 C21 176.4(6) . . . . ?
Mn O4 C12 C13 -3.8(8) . . . . ?
Mn O5 C13 C14 -176.5(5) . . . . ?
Mn O5 C13 C12 2.5(8) . . . . ?
O4 C12 C13 O5 0.6(9) . . . . ?
C21 C12 C13 O5 -179.5(6) . . . . ?
O4 C12 C13 C14 179.6(6) . . . . ?
C21 C12 C13 C14 -0.6(10) . . . . ?
O5 C13 C14 C19 177.8(7) . . . . ?
C12 C13 C14 C19 -1.1(10) . . . . ?
O5 C13 C14 C15 -2.7(10) . . . . ?
C12 C13 C14 C15 178.4(7) . . . . ?
C19 C14 C15 C16 2.7(11) . . . . ?
C13 C14 C15 C16 -176.7(7) . . . . ?
C14 C15 C16 C17 -1.4(11) . . . . ?
C15 C16 C17 C18 0.2(13) . . . . ?
C16 C17 C18 C19 -0.3(13) . . . . ?
C15 C14 C19 C18 -2.9(11) . . . . ?
C13 C14 C19 C18 176.5(6) . . . . ?
C15 C14 C19 C20 -177.3(6) . . . . ?
C13 C14 C19 C20 2.2(10) . . . . ?
C17 C18 C19 C14 1.7(12) . . . . ?
C17 C18 C19 C20 176.2(8) . . . . ?
C14 C19 C20 O6 -178.7(7) . . . . ?
C18 C19 C20 O6 6.9(11) . . . . ?
C14 C19 C20 C21 -1.7(10) . . . . ?
C18 C19 C20 C21 -176.1(7) . . . . ?
O4 C12 C21 C20 -179.1(7) . . . . ?
C13 C12 C21 C20 1.1(10) . . . . ?
O4 C12 C21 C22 1.6(11) . . . . ?
C13 C12 C21 C22 -178.2(6) . . . . ?
O6 C20 C21 C12 177.0(7) . . . . ?
C19 C20 C21 C12 0.0(10) . . . . ?
O6 C20 C21 C22 -3.8(11) . . . . ?
C19 C20 C21 C22 179.2(6) . . . . ?

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
O1M H1M O3 0.82(2) 1.93(4) 2.689(6) 153(7) 3_676 yes
O1W H1W1 O2W 0.84(2) 1.79(3) 2.609(7) 167(8) . yes
O1W H1W2 O6 0.80(2) 2.02(5) 2.728(6) 147(8) 3_566 yes
O2W H2W1 O1 0.83(2) 2.00(4) 2.773(7) 155(9) 4_576 yes
O2W H2W2 O4 0.82(2) 2.08(6) 2.733(7) 136(7) 4_576 yes

_refine_diff_density_max         0.448
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2086780'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Department of Chemistry, Howard University, Washington, USA
United States of America
;
_audit_update_record             
;
2021-05-30 deposited with the CCDC.	2022-10-11 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         'C22 H18 Mn O8'
_chemical_formula_sum            'C22 H18 Mn O8'
_chemical_formula_weight         465.30

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'
O O 0.0106 0.0060 '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                   5.0191(13)
_cell_length_b                   12.438(4)
_cell_length_c                   15.964(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.678(7)
_cell_angle_gamma                90
_cell_volume                     985.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4114
_cell_measurement_theta_min      2.223
_cell_measurement_theta_max      19.812

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_F_000             478
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.719
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9796
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.057
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2177
_reflns_number_gt                1465
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_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)+(0.0307P)²+0.6048P] 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         2177
_refine_ls_number_parameters     151
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.0936
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.041
_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
Mn1 Mn 0.500000 0.500000 0.500000 0.02674(17) Uani 1 2 d S . P . .
O1 O 0.4357(4) 0.49369(16) 0.63352(10) 0.0369(5) Uani 1 1 d . . . . .
O2 O 0.7693(4) 0.37918(15) 0.55583(10) 0.0338(5) Uani 1 1 d . . . . .
O1W O 0.8059(4) 0.61950(19) 0.52925(13) 0.0423(5) Uani 1 1 d D . . . .
O3 O 1.0123(4) 0.18530(17) 0.80709(12) 0.0506(6) Uani 1 1 d . . . . .
C1 C 0.5705(5) 0.4245(2) 0.67602(15) 0.0287(6) Uani 1 1 d . . . . .
C2 C 0.7606(5) 0.3562(2) 0.63436(15) 0.0272(6) Uani 1 1 d . . . . .
C3 C 0.9042(5) 0.2761(2) 0.67912(16) 0.0311(6) Uani 1 1 d . . . . .
C4 C 0.8791(6) 0.2570(2) 0.76667(16) 0.0337(7) Uani 1 1 d . . . . .
C5 C 0.6895(5) 0.3238(2) 0.80883(16) 0.0327(7) Uani 1 1 d . . . . .
C6 C 0.6532(6) 0.3030(3) 0.89181(17) 0.0457(8) Uani 1 1 d . . . . .
H6A H 0.748656 0.247484 0.921685 0.055 Uiso 1 1 calc R U . . .
C7 C 0.4782(7) 0.3636(3) 0.92999(18) 0.0515(9) Uani 1 1 d . . . . .
H7A H 0.456252 0.349139 0.985693 0.062 Uiso 1 1 calc R U . . .
C8 C 0.3345(7) 0.4458(3) 0.88653(18) 0.0514(9) Uani 1 1 d . . . . .
H8A H 0.216946 0.487007 0.913005 0.062 Uiso 1 1 calc R U . . .
C9 C 0.3650(6) 0.4669(2) 0.80354(17) 0.0401(7) Uani 1 1 d . . . . .
H9A H 0.266711 0.521872 0.773840 0.048 Uiso 1 1 calc R U . . .
C10 C 0.5423(5) 0.4060(2) 0.76477(15) 0.0307(6) Uani 1 1 d . . . . .
C11 C 1.0915(6) 0.2067(2) 0.63813(18) 0.0419(7) Uani 1 1 d . . . . .
H11A H 1.002974 0.183667 0.583559 0.063 Uiso 1 1 calc R U . . .
H11B H 1.141518 0.144966 0.673074 0.063 Uiso 1 1 calc R U . . .
H11C H 1.250134 0.246973 0.631467 0.063 Uiso 1 1 calc R U . . .
H1W1 H 0.934(5) 0.625(3) 0.5024(16) 0.083(14) Uiso 1 1 d D . . . .
H1W2 H 0.864(6) 0.637(2) 0.5778(11) 0.055(11) Uiso 1 1 d 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 2.1250(18) . ?
Mn1 O2 2.1250(18) 3_666 ?
Mn1 O1W 2.137(2) 3_666 ?
Mn1 O1W 2.137(2) . ?
Mn1 O1 2.2049(17) . ?
Mn1 O1 2.2050(17) 3_666 ?
O1 C1 1.233(3) . ?
O2 C2 1.293(3) . ?
O1W H1W1 0.829(17) . ?
O1W H1W2 0.815(17) . ?
O3 C4 1.236(3) . ?
C1 C10 1.463(3) . ?
C1 C2 1.506(4) . ?
C2 C3 1.366(4) . ?
C3 C4 1.442(3) . ?
C3 C11 1.498(4) . ?
C4 C5 1.497(4) . ?
C5 C6 1.388(3) . ?
C5 C10 1.389(4) . ?
C6 C7 1.368(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.377(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.382(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.384(4) . ?
C9 H9A 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Mn1 O2 180.0 . 3_666 ?
O2 Mn1 O1W 89.44(8) . 3_666 ?
O2 Mn1 O1W 90.56(8) 3_666 3_666 ?
O2 Mn1 O1W 90.56(8) . . ?
O2 Mn1 O1W 89.44(8) 3_666 . ?
O1W Mn1 O1W 180.0 3_666 . ?
O2 Mn1 O1 75.28(7) . . ?
O2 Mn1 O1 104.72(7) 3_666 . ?
O1W Mn1 O1 88.93(8) 3_666 . ?
O1W Mn1 O1 91.07(8) . . ?
O2 Mn1 O1 104.72(7) . 3_666 ?
O2 Mn1 O1 75.28(7) 3_666 3_666 ?
O1W Mn1 O1 91.07(8) 3_666 3_666 ?
O1W Mn1 O1 88.93(8) . 3_666 ?
O1 Mn1 O1 180.0 . 3_666 ?
C1 O1 Mn1 114.12(16) . . ?
C2 O2 Mn1 116.80(16) . . ?
Mn1 O1W H1W1 122(2) . . ?
Mn1 O1W H1W2 122(2) . . ?
H1W1 O1W H1W2 106(2) . . ?
O1 C1 C10 121.2(2) . . ?
O1 C1 C2 118.9(2) . . ?
C10 C1 C2 119.9(2) . . ?
O2 C2 C3 125.2(2) . . ?
O2 C2 C1 114.8(2) . . ?
C3 C2 C1 120.0(2) . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 C11 120.5(2) . . ?
C4 C3 C11 118.8(2) . . ?
O3 C4 C3 120.3(3) . . ?
O3 C4 C5 119.7(2) . . ?
C3 C4 C5 119.9(2) . . ?
C6 C5 C10 118.9(3) . . ?
C6 C5 C4 120.6(3) . . ?
C10 C5 C4 120.4(2) . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6A 119.7 . . ?
C5 C6 H6A 119.7 . . ?
C6 C7 C8 120.5(3) . . ?
C6 C7 H7A 119.8 . . ?
C8 C7 H7A 119.8 . . ?
C7 C8 C9 119.9(3) . . ?
C7 C8 H8A 120.0 . . ?
C9 C8 H8A 120.0 . . ?
C8 C9 C10 119.8(3) . . ?
C8 C9 H9A 120.1 . . ?
C10 C9 H9A 120.1 . . ?
C9 C10 C5 120.4(2) . . ?
C9 C10 C1 120.6(2) . . ?
C5 C10 C1 119.0(2) . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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 O1 C1 C10 -176.96(19) . . . . ?
Mn1 O1 C1 C2 1.2(3) . . . . ?
Mn1 O2 C2 C3 175.3(2) . . . . ?
Mn1 O2 C2 C1 -3.7(3) . . . . ?
O1 C1 C2 O2 1.7(4) . . . . ?
C10 C1 C2 O2 179.8(2) . . . . ?
O1 C1 C2 C3 -177.4(2) . . . . ?
C10 C1 C2 C3 0.8(4) . . . . ?
O2 C2 C3 C4 -179.8(2) . . . . ?
C1 C2 C3 C4 -0.9(4) . . . . ?
O2 C2 C3 C11 0.4(4) . . . . ?
C1 C2 C3 C11 179.3(2) . . . . ?
C2 C3 C4 O3 -179.1(3) . . . . ?
C11 C3 C4 O3 0.7(4) . . . . ?
C2 C3 C4 C5 1.3(4) . . . . ?
C11 C3 C4 C5 -178.9(2) . . . . ?
O3 C4 C5 C6 -2.7(4) . . . . ?
C3 C4 C5 C6 176.9(3) . . . . ?
O3 C4 C5 C10 178.8(3) . . . . ?
C3 C4 C5 C10 -1.6(4) . . . . ?
C10 C5 C6 C7 -1.0(5) . . . . ?
C4 C5 C6 C7 -179.5(3) . . . . ?
C5 C6 C7 C8 0.3(5) . . . . ?
C6 C7 C8 C9 0.5(5) . . . . ?
C7 C8 C9 C10 -0.7(5) . . . . ?
C8 C9 C10 C5 0.0(5) . . . . ?
C8 C9 C10 C1 177.8(3) . . . . ?
C6 C5 C10 C9 0.8(4) . . . . ?
C4 C5 C10 C9 179.3(3) . . . . ?
C6 C5 C10 C1 -177.0(3) . . . . ?
C4 C5 C10 C1 1.5(4) . . . . ?
O1 C1 C10 C9 -0.8(4) . . . . ?
C2 C1 C10 C9 -178.9(2) . . . . ?
O1 C1 C10 C5 177.0(2) . . . . ?
C2 C1 C10 C5 -1.1(4) . . . . ?

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
O1W H1W1 O2 0.829(17) 1.870(18) 2.695(3) 174(4) 3_766 yes
O1W H1W2 O3 0.815(17) 1.945(17) 2.759(3) 176(3) 2_756 yes

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1505011'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Howard University
United States of America
;
_audit_update_record             
;
2022-09-23 deposited with the CCDC.	2022-10-11 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         'C22 H20 Na2 O9, 2(H2 O)'
_chemical_formula_sum            'C22 H24 Na2 O11'
_chemical_formula_weight         510.39

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.988(3)
_cell_length_b                   18.798(3)
_cell_length_c                   6.7722(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.468(5)
_cell_angle_gamma                90
_cell_volume                     2244.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3614
_cell_measurement_theta_min      2.237
_cell_measurement_theta_max      19.194

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.153
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex 2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11471
_diffrn_reflns_av_unetI/netI     0.1905
_diffrn_reflns_av_R_equivalents  0.1747
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.168
_diffrn_reflns_theta_max         28.353
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2779
_reflns_number_gt                1233
_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       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_reduction        'Bruker Apex 2'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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)+(0.0591P)²+4.9190P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2779
_refine_ls_number_parameters     180
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.2279
_refine_ls_R_factor_gt           0.0960
_refine_ls_wR_factor_ref         0.1977
_refine_ls_wR_factor_gt          0.1565
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Na Na 0.59050(9) 0.43930(9) 0.8309(2) 0.0307(5) Uani 1 1 d . . . . .
O1 O 0.38016(17) 0.33128(16) 0.4578(5) 0.0366(9) Uani 1 1 d . . . . .
O2 O 0.52370(17) 0.37703(15) 0.5553(4) 0.0325(8) Uani 1 1 d . . . . .
O3 O 0.60379(17) 0.13894(16) 0.5517(5) 0.0353(9) Uani 1 1 d . . . . .
O4 O 0.500000 0.5295(2) 0.750000 0.0317(11) Uani 1 2 d DS T P . .
O5 O 0.67152(18) 0.5113(2) 1.0923(5) 0.0342(8) Uani 1 1 d D . . . .
O6 O 0.7473(2) 0.40368(18) 1.3362(6) 0.0382(9) Uani 1 1 d D . . . .
C1 C 0.4306(2) 0.2867(2) 0.4774(6) 0.0222(10) Uani 1 1 d . . . . .
C2 C 0.5128(2) 0.3098(2) 0.5279(5) 0.0219(10) Uani 1 1 d . . . . .
C3 C 0.5698(2) 0.2591(2) 0.5439(6) 0.0220(10) Uani 1 1 d . . . . .
C4 C 0.5535(2) 0.1849(2) 0.5283(6) 0.0227(10) Uani 1 1 d . . . . .
C5 C 0.4731(2) 0.1610(2) 0.4838(6) 0.0226(10) Uani 1 1 d . . . . .
C6 C 0.4557(3) 0.0891(2) 0.4679(7) 0.0385(13) Uani 1 1 d . . . . .
H6A H 0.495009 0.056080 0.486380 0.046 Uiso 1 1 calc R U . . .
C7 C 0.3826(3) 0.0654(3) 0.4259(8) 0.0476(15) Uani 1 1 d . . . . .
H7A H 0.372385 0.016928 0.414371 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3237(3) 0.1139(3) 0.4007(8) 0.0417(14) Uani 1 1 d . . . . .
H8A H 0.273746 0.098035 0.374122 0.050 Uiso 1 1 calc R U . . .
C9 C 0.3391(2) 0.1856(3) 0.4149(6) 0.0305(11) Uani 1 1 d . . . . .
H9A H 0.299306 0.218047 0.396629 0.037 Uiso 1 1 calc R U . . .
C10 C 0.4129(2) 0.2100(2) 0.4559(6) 0.0200(10) Uani 1 1 d . . . . .
C11 C 0.6516(2) 0.2811(3) 0.5852(7) 0.0380(13) Uani 1 1 d . . . . .
H11A H 0.654954 0.331831 0.574174 0.057 Uiso 1 1 calc R U . . .
H11B H 0.676861 0.258896 0.489058 0.057 Uiso 1 1 calc R U . . .
H11C H 0.675340 0.266517 0.718739 0.057 Uiso 1 1 calc R U . . .
H4 H 0.503(4) 0.5584(15) 0.8465(19) 0.08(2) Uiso 1 1 d D . . . .
H51 H 0.696(2) 0.535(2) 1.026(6) 0.045(18) Uiso 1 1 d D . . . .
H52 H 0.703(2) 0.482(2) 1.149(8) 0.08(2) Uiso 1 1 d D . . . .
H61 H 0.720(2) 0.369(2) 1.293(9) 0.08(2) Uiso 1 1 d D . . . .
H62 H 0.7904(12) 0.387(2) 1.360(8) 0.053(18) Uiso 1 1 d 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
Na O2 2.325(3) . ?
Na O4 2.339(4) . ?
Na O5 2.463(4) . ?
Na O1 2.480(3) 2_656 ?
Na O5 2.556(4) 6_565 ?
Na O2 2.611(4) 2_656 ?
Na Na 3.222(3) 2_656 ?
Na Na 4.0834(19) 6_565 ?
Na Na 4.0835(19) 6_566 ?
O1 C1 1.223(5) . ?
O2 C2 1.287(5) . ?
O3 C4 1.239(5) . ?
O4 H4 0.843(18) . ?
O4 H4 0.843(18) 2_656 ?
O5 H51 0.817(19) . ?
O5 H52 0.826(19) . ?
O6 H61 0.825(19) . ?
O6 H62 0.819(19) . ?
C1 C10 1.478(6) . ?
C1 C2 1.513(6) . ?
C2 C3 1.388(6) . ?
C3 C4 1.426(6) . ?
C3 C11 1.499(6) . ?
C4 C5 1.486(6) . ?
C5 C6 1.386(6) . ?
C5 C10 1.406(6) . ?
C6 C7 1.364(6) . ?
C6 H6A 0.9300 . ?
C7 C8 1.381(7) . ?
C7 H7A 0.9300 . ?
C8 C9 1.377(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.378(6) . ?
C9 H9A 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Na O4 87.28(11) . . ?
O2 Na O5 172.46(14) . . ?
O4 Na O5 93.14(12) . . ?
O2 Na O1 93.89(11) . 2_656 ?
O4 Na O1 141.91(12) . 2_656 ?
O5 Na O1 90.43(12) . 2_656 ?
O2 Na O5 86.80(13) . 6_565 ?
O4 Na O5 92.66(11) . 6_565 ?
O5 Na O5 85.67(10) . 6_565 ?
O1 Na O5 125.43(13) 2_656 6_565 ?
O2 Na O2 72.54(13) . 2_656 ?
O4 Na O2 80.92(10) . 2_656 ?
O5 Na O2 114.97(12) . 2_656 ?
O1 Na O2 63.39(10) 2_656 2_656 ?
O5 Na O2 158.54(12) 6_565 2_656 ?
O2 Na Na 53.21(9) . 2_656 ?
O4 Na Na 46.47(8) . 2_656 ?
O5 Na Na 131.14(11) . 2_656 ?
O1 Na Na 106.31(9) 2_656 2_656 ?
O5 Na Na 116.73(11) 6_565 2_656 ?
O2 Na Na 45.50(8) 2_656 2_656 ?
O2 Na Na 72.60(8) . 6_565 ?
O4 Na Na 61.01(6) . 6_565 ?
O5 Na Na 101.03(11) . 6_565 ?
O1 Na Na 154.31(10) 2_656 6_565 ?
O5 Na Na 34.79(8) 6_565 6_565 ?
O2 Na Na 128.70(7) 2_656 6_565 ?
Na Na Na 83.38(5) 2_656 6_565 ?
O2 Na Na 149.52(9) . 6_566 ?
O4 Na Na 70.99(7) . 6_566 ?
O5 Na Na 36.31(9) . 6_566 ?
O1 Na Na 90.81(8) 2_656 6_566 ?
O5 Na Na 114.53(11) 6_565 6_566 ?
O2 Na Na 82.87(7) 2_656 6_566 ?
Na Na Na 96.62(5) 2_656 6_566 ?
Na Na Na 112.04(8) 6_565 6_566 ?
C1 O1 Na 115.5(3) . 2_656 ?
C2 O2 Na 130.5(2) . . ?
C2 O2 Na 112.1(3) . 2_656 ?
Na O2 Na 81.29(11) . 2_656 ?
Na O4 Na 87.07(17) . 2_656 ?
Na O4 H4 110(3) . . ?
Na O4 H4 126(4) 2_656 . ?
Na O4 H4 126(4) . 2_656 ?
Na O4 H4 110(3) 2_656 2_656 ?
H4 O4 H4 100(3) . 2_656 ?
Na O5 Na 108.90(14) . 6_566 ?
Na O5 H51 102(3) . . ?
Na O5 H51 126(3) 6_566 . ?
Na O5 H52 102(4) . . ?
Na O5 H52 112(4) 6_566 . ?
H51 O5 H52 104(3) . . ?
H61 O6 H62 104(3) . . ?
O1 C1 C10 121.1(4) . . ?
O1 C1 C2 119.9(4) . . ?
C10 C1 C2 118.9(4) . . ?
O2 C2 C3 125.0(4) . . ?
O2 C2 C1 115.3(4) . . ?
C3 C2 C1 119.7(4) . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 C11 120.6(4) . . ?
C4 C3 C11 117.6(4) . . ?
O3 C4 C3 122.5(4) . . ?
O3 C4 C5 118.2(4) . . ?
C3 C4 C5 119.3(4) . . ?
C6 C5 C10 118.2(4) . . ?
C6 C5 C4 120.4(4) . . ?
C10 C5 C4 121.4(4) . . ?
C7 C6 C5 121.8(4) . . ?
C7 C6 H6A 119.1 . . ?
C5 C6 H6A 119.1 . . ?
C6 C7 C8 119.6(5) . . ?
C6 C7 H7A 120.2 . . ?
C8 C7 H7A 120.2 . . ?
C9 C8 C7 119.9(4) . . ?
C9 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?
C8 C9 C10 120.8(4) . . ?
C8 C9 H9A 119.6 . . ?
C10 C9 H9A 119.6 . . ?
C9 C10 C5 119.6(4) . . ?
C9 C10 C1 121.6(4) . . ?
C5 C10 C1 118.7(4) . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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
Na O1 C1 C10 147.3(3) 2_656 . . . ?
Na O1 C1 C2 -31.6(5) 2_656 . . . ?
Na O2 C2 C3 -56.3(6) . . . . ?
Na O2 C2 C3 -153.9(3) 2_656 . . . ?
Na O2 C2 C1 123.0(3) . . . . ?
Na O2 C2 C1 25.3(4) 2_656 . . . ?
O1 C1 C2 O2 2.7(6) . . . . ?
C10 C1 C2 O2 -176.3(3) . . . . ?
O1 C1 C2 C3 -178.1(4) . . . . ?
C10 C1 C2 C3 3.0(5) . . . . ?
O2 C2 C3 C4 174.6(4) . . . . ?
C1 C2 C3 C4 -4.6(6) . . . . ?
O2 C2 C3 C11 -3.4(6) . . . . ?
C1 C2 C3 C11 177.4(4) . . . . ?
C2 C3 C4 O3 -176.5(4) . . . . ?
C11 C3 C4 O3 1.6(6) . . . . ?
C2 C3 C4 C5 3.0(6) . . . . ?
C11 C3 C4 C5 -178.9(4) . . . . ?
O3 C4 C5 C6 -0.5(6) . . . . ?
C3 C4 C5 C6 -180.0(4) . . . . ?
O3 C4 C5 C10 179.8(4) . . . . ?
C3 C4 C5 C10 0.3(6) . . . . ?
C10 C5 C6 C7 0.2(7) . . . . ?
C4 C5 C6 C7 -179.5(5) . . . . ?
C5 C6 C7 C8 -0.8(8) . . . . ?
C6 C7 C8 C9 1.0(8) . . . . ?
C7 C8 C9 C10 -0.6(7) . . . . ?
C8 C9 C10 C5 -0.1(7) . . . . ?
C8 C9 C10 C1 -178.3(4) . . . . ?
C6 C5 C10 C9 0.3(6) . . . . ?
C4 C5 C10 C9 180.0(4) . . . . ?
C6 C5 C10 C1 178.5(4) . . . . ?
C4 C5 C10 C1 -1.7(6) . . . . ?
O1 C1 C10 C9 -0.6(6) . . . . ?
C2 C1 C10 C9 178.4(4) . . . . ?
O1 C1 C10 C5 -178.8(4) . . . . ?
C2 C1 C10 C5 0.2(6) . . . . ?

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
O4 H4 O2 0.843(18) 1.84(2) 2.682(4) 172(6) 6_566 yes
O5 H51 O6 0.817(19) 2.077(19) 2.892(5) 174(4) 6_565 yes
O5 H52 O6 0.826(19) 2.00(2) 2.790(5) 159(4) . yes
O6 H61 O1 0.825(19) 2.33(3) 3.043(5) 144(5) 2_656 yes
O6 H62 O3 0.819(19) 1.942(19) 2.754(5) 171(5) 7_657 yes

_refine_diff_density_max         0.296
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1505010'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Howard University
United States of America
;
_audit_update_record             
;
2022-10-02 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT420_shelx               
;
PROBLEM: D-H Bond Without Acceptor  O1W      --H1W1     .     Please Check 
RESPONSE: An exstensive search was made to find an alternative position for
H1W1. None was found. Also the O1W molecule was disordered over three
positions.
;
_vrf_PLAT936_shelx               
;
PROBLEM: The Embedded .res File Includes a DAMP Command .       50.0 Report
RESPONSE: Due to the disorder involving the two water molecules where both
were disordered over three positions. In order for the refinement to 
converge a DAMP 50 command was required.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 Mn O8, H2 O'
_chemical_formula_sum            'C22 H20 Mn O9'
_chemical_formula_weight         483.32

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.7912(9)
_cell_length_b                   13.3987(3)
_cell_length_c                   18.5028(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.3400(8)
_cell_angle_gamma                90
_cell_volume                     8326.1(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9086
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      28.06

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_F_000             3984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.688
_shelx_estimated_absorpt_T_min   0.795
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.787
_exptl_absorpt_correction_T_max  0.921
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            99477
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0991
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.640
_diffrn_reflns_theta_max         28.450
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10433
_reflns_number_gt                7566
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0538P)²+15.6469P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10433
_refine_ls_number_parameters     647
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0934
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.007
_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
Mn1 Mn 0.57980(2) -0.11181(3) 0.77657(2) 0.02982(11) Uani 1 1 d . . . . .
O4A O 0.57219(7) -0.26636(17) 0.80431(16) 0.0630(7) Uani 1 1 d D . . . .
H4AA H 0.5919(8) -0.301(3) 0.811(2) 0.095 Uiso 1 1 d D U . . .
H4AB H 0.5604(9) -0.267(2) 0.8391(15) 0.095 Uiso 1 1 d D U . . .
O4B O 0.53557(6) -0.13537(17) 0.68655(12) 0.0473(6) Uani 1 1 d D . . . .
H4BA H 0.5355(10) -0.174(2) 0.6519(15) 0.071 Uiso 1 1 d D U . . .
H4BB H 0.5147(7) -0.106(2) 0.6789(19) 0.071 Uiso 1 1 d D U . . .
O1A O 0.62649(5) -0.13230(15) 0.70059(10) 0.0356(4) Uani 1 1 d . . . . .
C1A C 0.66125(7) -0.13202(18) 0.72852(14) 0.0262(5) Uani 1 1 d . . . . .
O2A O 0.63699(5) -0.11859(13) 0.84325(10) 0.0317(4) Uani 1 1 d . . . . .
C2A C 0.66884(7) -0.12539(17) 0.81018(14) 0.0266(5) Uani 1 1 d . . . . .
O3A O 0.77547(6) -0.12974(16) 0.82877(12) 0.0443(5) Uani 1 1 d . . . . .
C3A C 0.70735(8) -0.12528(19) 0.84304(14) 0.0301(6) Uani 1 1 d . . . . .
C4A C 0.74064(8) -0.12988(18) 0.80019(15) 0.0303(6) Uani 1 1 d . . . . .
C5A C 0.76511(8) -0.1328(2) 0.67728(17) 0.0371(7) Uani 1 1 d . . . . .
H5A H 0.791074 -0.130111 0.699901 0.045 Uiso 1 1 calc R U . . .
C6A C 0.75851(9) -0.1366(2) 0.60279(18) 0.0437(7) Uani 1 1 d . . . . .
H6A H 0.779932 -0.136068 0.575260 0.052 Uiso 1 1 calc R U . . .
C7A C 0.72000(9) -0.1413(2) 0.56863(17) 0.0453(7) Uani 1 1 d . . . . .
H7A H 0.715580 -0.144516 0.518176 0.054 Uiso 1 1 calc R U . . .
C8A C 0.68813(8) -0.1413(2) 0.60930(16) 0.0378(7) Uani 1 1 d . . . . .
H8A H 0.662252 -0.144410 0.586330 0.045 Uiso 1 1 calc R U . . .
C9A C 0.69480(7) -0.13659(18) 0.68425(14) 0.0278(5) Uani 1 1 d . . . . .
C10A C 0.73352(7) -0.13305(18) 0.71924(15) 0.0276(5) Uani 1 1 d . . . . .
C11A C 0.71619(9) -0.1158(3) 0.92388(16) 0.0463(8) Uani 1 1 d . . . . .
H11A H 0.691946 -0.102955 0.944838 0.069 Uiso 1 1 calc R U . . .
H11B H 0.734450 -0.061689 0.935150 0.069 Uiso 1 1 calc R U . . .
H11C H 0.727857 -0.176749 0.943469 0.069 Uiso 1 1 calc R U . . .
O1B O 0.58439(5) 0.05516(14) 0.75264(11) 0.0355(4) Uani 1 1 d . . . . .
C1B C 0.56178(7) 0.10798(18) 0.78404(14) 0.0268(5) Uani 1 1 d . . . . .
O2B O 0.53591(5) -0.03829(13) 0.83146(10) 0.0313(4) Uani 1 1 d . . . . .
C2B C 0.53350(7) 0.05867(19) 0.82944(13) 0.0255(5) Uani 1 1 d . . . . .
O3B O 0.48927(7) 0.27512(17) 0.89890(13) 0.0575(6) Uani 1 1 d . . . . .
C3B C 0.50856(8) 0.1153(2) 0.86612(14) 0.0304(6) Uani 1 1 d . . . . .
C4B C 0.51006(8) 0.2233(2) 0.86369(15) 0.0340(6) Uani 1 1 d . . . . .
C5B C 0.54118(10) 0.3775(2) 0.81864(18) 0.0445(8) Uani 1 1 d . . . . .
H5B H 0.524722 0.415469 0.844984 0.053 Uiso 1 1 calc R U . . .
C6B C 0.56795(11) 0.4239(2) 0.7797(2) 0.0586(10) Uani 1 1 d . . . . .
H6B H 0.569870 0.493138 0.780110 0.070 Uiso 1 1 calc R U . . .
C7B C 0.59220(12) 0.3682(3) 0.7395(2) 0.0636(10) Uani 1 1 d . . . . .
H7B H 0.610392 0.400035 0.713135 0.076 Uiso 1 1 calc R U . . .
C8B C 0.58945(9) 0.2653(2) 0.73864(19) 0.0460(8) Uani 1 1 d . . . . .
H8B H 0.605274 0.228011 0.710686 0.055 Uiso 1 1 calc R U . . .
C9B C 0.56301(8) 0.21789(19) 0.77952(14) 0.0301(6) Uani 1 1 d . . . . .
C10B C 0.53840(8) 0.2738(2) 0.81914(14) 0.0316(6) Uani 1 1 d . . . . .
C11B C 0.48101(10) 0.0692(3) 0.91433(17) 0.0489(8) Uani 1 1 d . . . . .
H11D H 0.489961 0.002965 0.927429 0.073 Uiso 1 1 calc R U . . .
H11E H 0.454644 0.066166 0.889088 0.073 Uiso 1 1 calc R U . . .
H11F H 0.480698 0.108823 0.957493 0.073 Uiso 1 1 calc R U . . .
Mn2 Mn 0.85133(2) -0.09918(3) 0.05535(2) 0.03017(11) Uani 1 1 d . . . . .
O4C O 0.82246(7) -0.06435(18) -0.05147(12) 0.0509(6) Uani 1 1 d D . . . .
H4CA H 0.8130(11) -0.1029(19) -0.0819(17) 0.076 Uiso 1 1 d D U . . .
H4CB H 0.8139(11) -0.0086(14) -0.0645(19) 0.076 Uiso 1 1 d D U . . .
O4D O 0.86381(7) -0.25425(16) 0.03578(13) 0.0484(5) Uani 1 1 d D . . . .
H4DA H 0.8815(5) -0.263(3) 0.0123(10) 0.073 Uiso 1 1 d D U . . .
H4DB H 0.8668(10) -0.294(2) 0.0701(13) 0.073 Uiso 1 1 d D U . . .
O1C O 0.85303(5) 0.07340(14) 0.07097(11) 0.0352(4) Uani 1 1 d . . . . .
C1C C 0.88091(7) 0.11228(19) 0.04405(13) 0.0266(5) Uani 1 1 d . . . . .
O2C O 0.90628(5) -0.04876(14) 0.02489(11) 0.0370(5) Uani 1 1 d . . . . .
C2C C 0.91047(7) 0.04527(19) 0.01257(14) 0.0273(5) Uani 1 1 d . . . . .
O3C O 0.96266(6) 0.22642(18) -0.08046(13) 0.0541(6) Uani 1 1 d . . . . .
C3C C 0.93709(7) 0.0846(2) -0.02993(14) 0.0299(6) Uani 1 1 d . . . . .
C4C C 0.93962(7) 0.1909(2) -0.03958(15) 0.0331(6) Uani 1 1 d . . . . .
C5C C 0.91826(9) 0.3622(2) -0.00648(17) 0.0421(7) Uani 1 1 d . . . . .
H5C H 0.936889 0.388780 -0.034525 0.051 Uiso 1 1 calc R U . . .
C6C C 0.89478(10) 0.4253(2) 0.03005(18) 0.0488(8) Uani 1 1 d . . . . .
H6C H 0.897847 0.494003 0.026442 0.059 Uiso 1 1 calc R U . . .
C7C C 0.86696(10) 0.3873(2) 0.07161(17) 0.0456(8) Uani 1 1 d . . . . .
H7C H 0.851650 0.430208 0.096590 0.055 Uiso 1 1 calc R U . . .
C8C C 0.86177(9) 0.2848(2) 0.07620(15) 0.0367(6) Uani 1 1 d . . . . .
H8C H 0.842563 0.258829 0.103297 0.044 Uiso 1 1 calc R U . . .
C9C C 0.88543(7) 0.22112(19) 0.04010(13) 0.0281(5) Uani 1 1 d . . . . .
C10C C 0.91411(8) 0.2596(2) -0.00144(14) 0.0306(6) Uani 1 1 d . . . . .
C11C C 0.96218(10) 0.0183(3) -0.07182(18) 0.0492(8) Uani 1 1 d . . . . .
H11G H 0.950392 0.013596 -0.121341 0.074 Uiso 1 1 calc R U . . .
H11H H 0.963745 -0.046959 -0.050324 0.074 Uiso 1 1 calc R U . . .
H11I H 0.988459 0.045969 -0.070596 0.074 Uiso 1 1 calc R U . . .
O1D O 0.79099(5) -0.11583(15) 0.09009(10) 0.0364(5) Uani 1 1 d . . . . .
C1D C 0.78990(7) -0.11865(18) 0.15603(14) 0.0265(5) Uani 1 1 d . . . . .
O2D O 0.86006(5) -0.11966(14) 0.17049(10) 0.0333(4) Uani 1 1 d . . . . .
C2D C 0.82851(7) -0.11864(18) 0.20480(14) 0.0271(5) Uani 1 1 d . . . . .
O3D O 0.79086(7) -0.10670(16) 0.37757(11) 0.0472(5) Uani 1 1 d . . . . .
C3D C 0.82840(8) -0.11644(19) 0.27874(14) 0.0305(6) Uani 1 1 d . . . . .
C4D C 0.79144(9) -0.11328(18) 0.31124(14) 0.0321(6) Uani 1 1 d . . . . .
C5D C 0.71696(9) -0.1182(2) 0.29365(17) 0.0390(7) Uani 1 1 d . . . . .
H5D H 0.716930 -0.116431 0.343884 0.047 Uiso 1 1 calc R U . . .
C6D C 0.68153(9) -0.1209(2) 0.24924(19) 0.0460(8) Uani 1 1 d . . . . .
H6D H 0.657619 -0.120361 0.269771 0.055 Uiso 1 1 calc R U . . .
C7D C 0.68103(9) -0.1243(2) 0.17489(19) 0.0476(8) Uani 1 1 d . . . . .
H7D H 0.656862 -0.126660 0.145547 0.057 Uiso 1 1 calc R U . . .
C8D C 0.71622(8) -0.1243(2) 0.14369(16) 0.0376(6) Uani 1 1 d . . . . .
H8D H 0.715919 -0.126303 0.093387 0.045 Uiso 1 1 calc R U . . .
C9D C 0.75207(8) -0.12126(18) 0.18796(14) 0.0278(5) Uani 1 1 d . . . . .
C10D C 0.75280(8) -0.11818(18) 0.26335(14) 0.0289(6) Uani 1 1 d . . . . .
C11D C 0.86636(9) -0.1166(2) 0.32904(17) 0.0447(7) Uani 1 1 d . . . . .
H11J H 0.888573 -0.123044 0.301213 0.067 Uiso 1 1 calc R U . . .
H11K H 0.866204 -0.171634 0.362215 0.067 Uiso 1 1 calc R U . . .
H11L H 0.868593 -0.055163 0.355896 0.067 Uiso 1 1 calc R U . . .
O1W O 0.50079(16) -0.3577(4) 0.7889(3) 0.0813(17) Uani 0.5165(4) 1 d D U P A -1
H1W1 H 0.488071 -0.397532 0.810320 0.122 Uiso 0.5165(4) 1 d DR U P A -1
H1W2 H 0.522598 -0.382858 0.786284 0.122 Uiso 0.5165(4) 1 d DR U P A -1
O2W O 0.9090(2) -0.2312(6) -0.0662(4) 0.088(2) Uani 0.4471(4) 1 d D U P B 1
H2W1 H 0.930929 -0.219207 -0.080995 0.132 Uiso 0.4471(4) 1 d DR U P B 1
H2W2 H 0.902616 -0.284145 -0.088627 0.132 Uiso 0.4471(4) 1 d DR U P B 1
O1WA O 0.5452(3) -0.2898(9) 0.9298(8) 0.086(3) Uani 0.2935(4) 1 d D U P C -2
H1W3 H 0.551069 -0.342860 0.951511 0.129 Uiso 0.2935(4) 1 d DR U P C -2
H1W4 H 0.520882 -0.293839 0.919950 0.129 Uiso 0.2935(4) 1 d DR U P C -2
O2WA O 0.9439(3) -0.2329(8) 0.0199(6) 0.092(3) Uani 0.3746(4) 1 d D U P D 2
H2W3 H 0.942738 -0.293430 0.031091 0.138 Uiso 0.3746(4) 1 d DR U P D 2
H2W4 H 0.957283 -0.235552 -0.015077 0.138 Uiso 0.3746(4) 1 d DR U P D 2
O1WB O 0.5323(4) -0.3564(12) 0.8812(11) 0.085(3) Uani 0.1900(4) 1 d D U P E 3
H1W5 H 0.523784 -0.392134 0.846786 0.128 Uiso 0.1900(4) 1 d DR U P E 3
H1W6 H 0.549234 -0.391213 0.904805 0.128 Uiso 0.1900(4) 1 d DR U P E 3
O2WB O 0.9265(6) -0.2325(18) -0.0277(12) 0.089(4) Uani 0.1783(4) 1 d D U P F 3
H2W5 H 0.932758 -0.289768 -0.039022 0.133 Uiso 0.1783(4) 1 d DR U P F 3
H2W6 H 0.946018 -0.199084 -0.035406 0.133 Uiso 0.1783(4) 1 d DR U P F 3


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O2B 2.1294(18) . ?
Mn1 O4B 2.135(2) . ?
Mn1 O4A 2.156(2) . ?
Mn1 O2A 2.1768(18) . ?
Mn1 O1A 2.2429(19) . ?
Mn1 O1B 2.2892(19) . ?
O4A H4AA 0.808(18) . ?
O4A H4AB 0.794(17) . ?
O4B H4BA 0.822(17) . ?
O4B H4BB 0.807(17) . ?
O1A C1A 1.230(3) . ?
C1A C9A 1.471(4) . ?
C1A C2A 1.507(4) . ?
O2A C2A 1.299(3) . ?
C2A C3A 1.374(4) . ?
O3A C4A 1.236(3) . ?
C3A C4A 1.447(4) . ?
C3A C11A 1.498(4) . ?
C4A C10A 1.491(4) . ?
C5A C6A 1.373(4) . ?
C5A C10A 1.388(4) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.384(4) . ?
C6A H6A 0.9300 . ?
C7A C8A 1.380(4) . ?
C7A H7A 0.9300 . ?
C8A C9A 1.382(4) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.395(3) . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
O1B C1B 1.233(3) . ?
C1B C9B 1.476(4) . ?
C1B C2B 1.494(3) . ?
O2B C2B 1.302(3) . ?
C2B C3B 1.368(4) . ?
O3B C4B 1.225(3) . ?
C3B C4B 1.450(4) . ?
C3B C11B 1.492(4) . ?
C4B C10B 1.492(4) . ?
C5B C6B 1.367(5) . ?
C5B C10B 1.394(4) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.384(5) . ?
C6B H6B 0.9300 . ?
C7B C8B 1.381(5) . ?
C7B H7B 0.9300 . ?
C8B C9B 1.387(4) . ?
C8B H8B 0.9300 . ?
C9B C10B 1.387(4) . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
Mn2 O2C 2.1102(18) . ?
Mn2 O2D 2.1359(19) . ?
Mn2 O4C 2.156(2) . ?
Mn2 O4D 2.159(2) . ?
Mn2 O1D 2.2160(19) . ?
Mn2 O1C 2.3303(19) . ?
O4C H4CA 0.804(17) . ?
O4C H4CB 0.828(17) . ?
O4D H4DA 0.786(11) . ?
O4D H4DB 0.822(17) . ?
O1C C1C 1.229(3) . ?
C1C C9C 1.469(4) . ?
C1C C2C 1.507(4) . ?
O2C C2C 1.291(3) . ?
C2C C3C 1.364(4) . ?
O3C C4C 1.239(3) . ?
C3C C4C 1.439(4) . ?
C3C C11C 1.501(4) . ?
C4C C10C 1.491(4) . ?
C5C C10C 1.385(4) . ?
C5C C6C 1.386(5) . ?
C5C H5C 0.9300 . ?
C6C C7C 1.376(5) . ?
C6C H6C 0.9300 . ?
C7C C8C 1.389(4) . ?
C7C H7C 0.9300 . ?
C8C C9C 1.389(4) . ?
C8C H8C 0.9300 . ?
C9C C10C 1.400(4) . ?
C11C H11G 0.9600 . ?
C11C H11H 0.9600 . ?
C11C H11I 0.9600 . ?
O1D C1D 1.225(3) . ?
C1D C9D 1.467(4) . ?
C1D C2D 1.502(3) . ?
O2D C2D 1.300(3) . ?
C2D C3D 1.369(4) . ?
O3D C4D 1.233(3) . ?
C3D C4D 1.445(4) . ?
C3D C11D 1.499(4) . ?
C4D C10D 1.496(4) . ?
C5D C6D 1.376(4) . ?
C5D C10D 1.390(4) . ?
C5D H5D 0.9300 . ?
C6D C7D 1.375(5) . ?
C6D H6D 0.9300 . ?
C7D C8D 1.378(4) . ?
C7D H7D 0.9300 . ?
C8D C9D 1.386(4) . ?
C8D H8D 0.9300 . ?
C9D C10D 1.393(4) . ?
C11D H11J 0.9600 . ?
C11D H11K 0.9600 . ?
C11D H11L 0.9600 . ?
O1W H1W1 0.8142 . ?
O1W H1W2 0.8165 . ?
O2W H2W1 0.8333 . ?
O2W H2W2 0.8378 . ?
O1WA H1W3 0.8296 . ?
O1WA H1W4 0.8251 . ?
O2WA H2W3 0.8382 . ?
O2WA H2W4 0.8312 . ?
O1WB H1W5 0.8232 . ?
O1WB H1W6 0.8235 . ?
O2WB H2W5 0.8297 . ?
O2WB H2W6 0.8238 . ?

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
O2B Mn1 O4B 88.63(8) . . ?
O2B Mn1 O4A 102.90(9) . . ?
O4B Mn1 O4A 87.26(10) . . ?
O2B Mn1 O2A 111.74(7) . . ?
O4B Mn1 O2A 159.59(8) . . ?
O4A Mn1 O2A 86.95(8) . . ?
O2B Mn1 O1A 158.55(7) . . ?
O4B Mn1 O1A 88.47(8) . . ?
O4A Mn1 O1A 98.18(9) . . ?
O2A Mn1 O1A 73.03(7) . . ?
O2B Mn1 O1B 72.89(7) . . ?
O4B Mn1 O1B 92.87(8) . . ?
O4A Mn1 O1B 175.77(9) . . ?
O2A Mn1 O1B 94.33(7) . . ?
O1A Mn1 O1B 86.05(7) . . ?
Mn1 O4A H4AA 118(3) . . ?
Mn1 O4A H4AB 107(2) . . ?
H4AA O4A H4AB 110(3) . . ?
Mn1 O4B H4BA 130(2) . . ?
Mn1 O4B H4BB 126(2) . . ?
H4BA O4B H4BB 104(2) . . ?
C1A O1A Mn1 116.20(17) . . ?
O1A C1A C9A 121.7(2) . . ?
O1A C1A C2A 118.1(2) . . ?
C9A C1A C2A 120.3(2) . . ?
C2A O2A Mn1 117.78(16) . . ?
O2A C2A C3A 125.8(2) . . ?
O2A C2A C1A 114.7(2) . . ?
C3A C2A C1A 119.5(2) . . ?
C2A C3A C4A 120.8(2) . . ?
C2A C3A C11A 121.1(3) . . ?
C4A C3A C11A 118.0(2) . . ?
O3A C4A C3A 121.8(3) . . ?
O3A C4A C10A 118.0(3) . . ?
C3A C4A C10A 120.2(2) . . ?
C6A C5A C10A 120.8(3) . . ?
C6A C5A H5A 119.6 . . ?
C10A C5A H5A 119.6 . . ?
C5A C6A C7A 120.0(3) . . ?
C5A C6A H6A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C8A C7A C6A 120.1(3) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C7A C8A C9A 119.8(3) . . ?
C7A C8A H8A 120.1 . . ?
C9A C8A H8A 120.1 . . ?
C8A C9A C10A 120.5(2) . . ?
C8A C9A C1A 120.7(2) . . ?
C10A C9A C1A 118.8(2) . . ?
C5A C10A C9A 118.7(3) . . ?
C5A C10A C4A 120.9(2) . . ?
C9A C10A C4A 120.4(2) . . ?
C3A C11A H11A 109.5 . . ?
C3A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C3A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C1B O1B Mn1 114.27(16) . . ?
O1B C1B C9B 121.6(2) . . ?
O1B C1B C2B 118.6(2) . . ?
C9B C1B C2B 119.8(2) . . ?
C2B O2B Mn1 119.51(16) . . ?
O2B C2B C3B 125.4(2) . . ?
O2B C2B C1B 114.5(2) . . ?
C3B C2B C1B 120.1(2) . . ?
C2B C3B C4B 120.8(2) . . ?
C2B C3B C11B 121.8(3) . . ?
C4B C3B C11B 117.3(2) . . ?
O3B C4B C3B 121.7(3) . . ?
O3B C4B C10B 118.6(3) . . ?
C3B C4B C10B 119.7(2) . . ?
C6B C5B C10B 120.4(3) . . ?
C6B C5B H5B 119.8 . . ?
C10B C5B H5B 119.8 . . ?
C5B C6B C7B 120.2(3) . . ?
C5B C6B H6B 119.9 . . ?
C7B C6B H6B 119.9 . . ?
C8B C7B C6B 120.1(3) . . ?
C8B C7B H7B 119.9 . . ?
C6B C7B H7B 119.9 . . ?
C7B C8B C9B 119.8(3) . . ?
C7B C8B H8B 120.1 . . ?
C9B C8B H8B 120.1 . . ?
C10B C9B C8B 120.0(3) . . ?
C10B C9B C1B 119.1(2) . . ?
C8B C9B C1B 120.8(3) . . ?
C9B C10B C5B 119.4(3) . . ?
C9B C10B C4B 120.4(2) . . ?
C5B C10B C4B 120.2(3) . . ?
C3B C11B H11D 109.5 . . ?
C3B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C3B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
O2C Mn2 O2D 106.19(8) . . ?
O2C Mn2 O4C 90.48(9) . . ?
O2D Mn2 O4C 160.16(9) . . ?
O2C Mn2 O4D 93.98(8) . . ?
O2D Mn2 O4D 92.04(8) . . ?
O4C Mn2 O4D 97.56(9) . . ?
O2C Mn2 O1D 167.10(8) . . ?
O2D Mn2 O1D 74.21(7) . . ?
O4C Mn2 O1D 87.13(8) . . ?
O4D Mn2 O1D 98.90(8) . . ?
O2C Mn2 O1C 72.85(7) . . ?
O2D Mn2 O1C 90.28(7) . . ?
O4C Mn2 O1C 84.34(8) . . ?
O4D Mn2 O1C 166.74(8) . . ?
O1D Mn2 O1C 94.29(7) . . ?
Mn2 O4C H4CA 127(2) . . ?
Mn2 O4C H4CB 125(2) . . ?
H4CA O4C H4CB 106(3) . . ?
Mn2 O4D H4DA 114(3) . . ?
Mn2 O4D H4DB 120(3) . . ?
H4DA O4D H4DB 107(2) . . ?
C1C O1C Mn2 112.32(17) . . ?
O1C C1C C9C 122.0(2) . . ?
O1C C1C C2C 118.3(2) . . ?
C9C C1C C2C 119.7(2) . . ?
C2C O2C Mn2 118.45(16) . . ?
O2C C2C C3C 124.8(2) . . ?
O2C C2C C1C 115.0(2) . . ?
C3C C2C C1C 120.0(2) . . ?
C2C C3C C4C 120.4(2) . . ?
C2C C3C C11C 121.0(3) . . ?
C4C C3C C11C 118.5(2) . . ?
O3C C4C C3C 120.4(3) . . ?
O3C C4C C10C 119.1(3) . . ?
C3C C4C C10C 120.5(2) . . ?
C10C C5C C6C 120.3(3) . . ?
C10C C5C H5C 119.8 . . ?
C6C C5C H5C 119.8 . . ?
C7C C6C C5C 120.7(3) . . ?
C7C C6C H6C 119.7 . . ?
C5C C6C H6C 119.7 . . ?
C6C C7C C8C 119.9(3) . . ?
C6C C7C H7C 120.0 . . ?
C8C C7C H7C 120.0 . . ?
C7C C8C C9C 119.6(3) . . ?
C7C C8C H8C 120.2 . . ?
C9C C8C H8C 120.2 . . ?
C8C C9C C10C 120.5(2) . . ?
C8C C9C C1C 121.1(2) . . ?
C10C C9C C1C 118.4(2) . . ?
C5C C10C C9C 118.9(3) . . ?
C5C C10C C4C 120.9(3) . . ?
C9C C10C C4C 120.2(2) . . ?
C3C C11C H11G 109.5 . . ?
C3C C11C H11H 109.5 . . ?
H11G C11C H11H 109.5 . . ?
C3C C11C H11I 109.5 . . ?
H11G C11C H11I 109.5 . . ?
H11H C11C H11I 109.5 . . ?
C1D O1D Mn2 114.94(16) . . ?
O1D C1D C9D 121.7(2) . . ?
O1D C1D C2D 118.6(2) . . ?
C9D C1D C2D 119.7(2) . . ?
C2D O2D Mn2 117.10(15) . . ?
O2D C2D C3D 125.6(2) . . ?
O2D C2D C1D 114.3(2) . . ?
C3D C2D C1D 120.1(2) . . ?
C2D C3D C4D 121.0(2) . . ?
C2D C3D C11D 121.6(3) . . ?
C4D C3D C11D 117.5(2) . . ?
O3D C4D C3D 121.7(3) . . ?
O3D C4D C10D 118.9(3) . . ?
C3D C4D C10D 119.3(2) . . ?
C6D C5D C10D 119.9(3) . . ?
C6D C5D H5D 120.0 . . ?
C10D C5D H5D 120.0 . . ?
C7D C6D C5D 120.8(3) . . ?
C7D C6D H6D 119.6 . . ?
C5D C6D H6D 119.6 . . ?
C6D C7D C8D 120.2(3) . . ?
C6D C7D H7D 119.9 . . ?
C8D C7D H7D 119.9 . . ?
C7D C8D C9D 119.4(3) . . ?
C7D C8D H8D 120.3 . . ?
C9D C8D H8D 120.3 . . ?
C8D C9D C10D 120.7(2) . . ?
C8D C9D C1D 120.4(2) . . ?
C10D C9D C1D 118.9(2) . . ?
C5D C10D C9D 118.9(3) . . ?
C5D C10D C4D 120.2(3) . . ?
C9D C10D C4D 120.8(2) . . ?
C3D C11D H11J 109.5 . . ?
C3D C11D H11K 109.5 . . ?
H11J C11D H11K 109.5 . . ?
C3D C11D H11L 109.5 . . ?
H11J C11D H11L 109.5 . . ?
H11K C11D H11L 109.5 . . ?
H1W1 O1W H1W2 106.7 . . ?
H2W1 O2W H2W2 101.0 . . ?
H1W3 O1WA H1W4 103.2 . . ?
H2W3 O2WA H2W4 101.3 . . ?
H1W5 O1WB H1W6 104.2 . . ?
H2W5 O2WB H2W6 103.0 . . ?

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 O1A C1A C9A -174.98(17) . . . . ?
Mn1 O1A C1A C2A 4.2(3) . . . . ?
Mn1 O2A C2A C3A 176.43(19) . . . . ?
Mn1 O2A C2A C1A -2.5(3) . . . . ?
O1A C1A C2A O2A -1.3(3) . . . . ?
C9A C1A C2A O2A 177.9(2) . . . . ?
O1A C1A C2A C3A 179.8(2) . . . . ?
C9A C1A C2A C3A -1.1(3) . . . . ?
O2A C2A C3A C4A -177.9(2) . . . . ?
C1A C2A C3A C4A 1.0(4) . . . . ?
O2A C2A C3A C11A -0.6(4) . . . . ?
C1A C2A C3A C11A 178.2(2) . . . . ?
C2A C3A C4A O3A 179.9(2) . . . . ?
C11A C3A C4A O3A 2.6(4) . . . . ?
C2A C3A C4A C10A 1.1(4) . . . . ?
C11A C3A C4A C10A -176.3(2) . . . . ?
C10A C5A C6A C7A -0.4(5) . . . . ?
C5A C6A C7A C8A 0.6(5) . . . . ?
C6A C7A C8A C9A 0.0(5) . . . . ?
C7A C8A C9A C10A -0.7(4) . . . . ?
C7A C8A C9A C1A 177.3(3) . . . . ?
O1A C1A C9A C8A 0.0(4) . . . . ?
C2A C1A C9A C8A -179.1(2) . . . . ?
O1A C1A C9A C10A 178.1(2) . . . . ?
C2A C1A C9A C10A -1.0(3) . . . . ?
C6A C5A C10A C9A -0.4(4) . . . . ?
C6A C5A C10A C4A 179.4(2) . . . . ?
C8A C9A C10A C5A 0.9(4) . . . . ?
C1A C9A C10A C5A -177.2(2) . . . . ?
C8A C9A C10A C4A -178.9(2) . . . . ?
C1A C9A C10A C4A 3.0(3) . . . . ?
O3A C4A C10A C5A -1.9(4) . . . . ?
C3A C4A C10A C5A 177.0(2) . . . . ?
O3A C4A C10A C9A 177.9(2) . . . . ?
C3A C4A C10A C9A -3.2(3) . . . . ?
Mn1 O1B C1B C9B 175.06(18) . . . . ?
Mn1 O1B C1B C2B -3.0(3) . . . . ?
Mn1 O2B C2B C3B -175.45(19) . . . . ?
Mn1 O2B C2B C1B 2.8(3) . . . . ?
O1B C1B C2B O2B 0.3(3) . . . . ?
C9B C1B C2B O2B -177.8(2) . . . . ?
O1B C1B C2B C3B 178.7(2) . . . . ?
C9B C1B C2B C3B 0.6(4) . . . . ?
O2B C2B C3B C4B 176.1(2) . . . . ?
C1B C2B C3B C4B -2.2(4) . . . . ?
O2B C2B C3B C11B 0.6(4) . . . . ?
C1B C2B C3B C11B -177.6(2) . . . . ?
C2B C3B C4B O3B -176.5(3) . . . . ?
C11B C3B C4B O3B -0.9(4) . . . . ?
C2B C3B C4B C10B 1.6(4) . . . . ?
C11B C3B C4B C10B 177.2(2) . . . . ?
C10B C5B C6B C7B 0.8(5) . . . . ?
C5B C6B C7B C8B 0.1(6) . . . . ?
C6B C7B C8B C9B -1.6(6) . . . . ?
C7B C8B C9B C10B 2.3(5) . . . . ?
C7B C8B C9B C1B -175.1(3) . . . . ?
O1B C1B C9B C10B -176.5(2) . . . . ?
C2B C1B C9B C10B 1.5(4) . . . . ?
O1B C1B C9B C8B 1.0(4) . . . . ?
C2B C1B C9B C8B 179.0(2) . . . . ?
C8B C9B C10B C5B -1.4(4) . . . . ?
C1B C9B C10B C5B 176.1(2) . . . . ?
C8B C9B C10B C4B -179.6(3) . . . . ?
C1B C9B C10B C4B -2.1(4) . . . . ?
C6B C5B C10B C9B -0.2(4) . . . . ?
C6B C5B C10B C4B 178.0(3) . . . . ?
O3B C4B C10B C9B 178.8(3) . . . . ?
C3B C4B C10B C9B 0.7(4) . . . . ?
O3B C4B C10B C5B 0.6(4) . . . . ?
C3B C4B C10B C5B -177.5(3) . . . . ?
Mn2 O1C C1C C9C 173.13(18) . . . . ?
Mn2 O1C C1C C2C -5.2(3) . . . . ?
Mn2 O2C C2C C3C -156.3(2) . . . . ?
Mn2 O2C C2C C1C 18.8(3) . . . . ?
O1C C1C C2C O2C -8.1(3) . . . . ?
C9C C1C C2C O2C 173.6(2) . . . . ?
O1C C1C C2C C3C 167.3(2) . . . . ?
C9C C1C C2C C3C -11.1(4) . . . . ?
O2C C2C C3C C4C -179.4(2) . . . . ?
C1C C2C C3C C4C 5.7(4) . . . . ?
O2C C2C C3C C11C 5.1(4) . . . . ?
C1C C2C C3C C11C -169.8(2) . . . . ?
C2C C3C C4C O3C -177.1(3) . . . . ?
C11C C3C C4C O3C -1.5(4) . . . . ?
C2C C3C C4C C10C 1.9(4) . . . . ?
C11C C3C C4C C10C 177.6(2) . . . . ?
C10C C5C C6C C7C -0.2(5) . . . . ?
C5C C6C C7C C8C -1.1(5) . . . . ?
C6C C7C C8C C9C 1.5(4) . . . . ?
C7C C8C C9C C10C -0.7(4) . . . . ?
C7C C8C C9C C1C 179.7(2) . . . . ?
O1C C1C C9C C8C 9.7(4) . . . . ?
C2C C1C C9C C8C -172.0(2) . . . . ?
O1C C1C C9C C10C -170.0(2) . . . . ?
C2C C1C C9C C10C 8.3(3) . . . . ?
C6C C5C C10C C9C 1.0(4) . . . . ?
C6C C5C C10C C4C -179.1(3) . . . . ?
C8C C9C C10C C5C -0.6(4) . . . . ?
C1C C9C C10C C5C 179.0(2) . . . . ?
C8C C9C C10C C4C 179.5(2) . . . . ?
C1C C9C C10C C4C -0.8(4) . . . . ?
O3C C4C C10C C5C -5.3(4) . . . . ?
C3C C4C C10C C5C 175.6(2) . . . . ?
O3C C4C C10C C9C 174.5(2) . . . . ?
C3C C4C C10C C9C -4.5(4) . . . . ?
Mn2 O1D C1D C9D 174.96(17) . . . . ?
Mn2 O1D C1D C2D -4.6(3) . . . . ?
Mn2 O2D C2D C3D -170.3(2) . . . . ?
Mn2 O2D C2D C1D 8.9(3) . . . . ?
O1D C1D C2D O2D -2.7(3) . . . . ?
C9D C1D C2D O2D 177.8(2) . . . . ?
O1D C1D C2D C3D 176.6(2) . . . . ?
C9D C1D C2D C3D -3.0(3) . . . . ?
O2D C2D C3D C4D 178.6(2) . . . . ?
C1D C2D C3D C4D -0.5(4) . . . . ?
O2D C2D C3D C11D -1.0(4) . . . . ?
C1D C2D C3D C11D 179.9(2) . . . . ?
C2D C3D C4D O3D -176.7(2) . . . . ?
C11D C3D C4D O3D 3.0(4) . . . . ?
C2D C3D C4D C10D 3.4(4) . . . . ?
C11D C3D C4D C10D -177.0(2) . . . . ?
C10D C5D C6D C7D 0.5(4) . . . . ?
C5D C6D C7D C8D -0.5(5) . . . . ?
C6D C7D C8D C9D 0.3(5) . . . . ?
C7D C8D C9D C10D 0.0(4) . . . . ?
C7D C8D C9D C1D -178.5(3) . . . . ?
O1D C1D C9D C8D 2.4(4) . . . . ?
C2D C1D C9D C8D -178.1(2) . . . . ?
O1D C1D C9D C10D -176.1(2) . . . . ?
C2D C1D C9D C10D 3.5(3) . . . . ?
C6D C5D C10D C9D -0.2(4) . . . . ?
C6D C5D C10D C4D 178.8(2) . . . . ?
C8D C9D C10D C5D 0.0(4) . . . . ?
C1D C9D C10D C5D 178.5(2) . . . . ?
C8D C9D C10D C4D -179.0(2) . . . . ?
C1D C9D C10D C4D -0.6(3) . . . . ?
O3D C4D C10D C5D -1.8(4) . . . . ?
C3D C4D C10D C5D 178.1(2) . . . . ?
O3D C4D C10D C9D 177.2(2) . . . . ?
C3D C4D C10D C9D -2.9(4) . . . . ?

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
O4A H4AA O2D 0.808(18) 1.941(18) 2.749(3) 178(5) 7_646 yes
O4A H4AB O1WA^b 0.794(17) 1.83(2) 2.605(13) 164(4) . yes
O4A H4AB O2WA^b 0.794(17) 2.63(3) 3.356(10) 153(3) 7_646 yes
O4A H4AB O1WB^c 0.794(17) 1.759(19) 2.391(14) 135(2) . yes
O4B H4BA O3C 0.822(17) 1.886(17) 2.704(3) 173(3) 4_645 yes
O4B H4BB O2B 0.807(17) 1.926(17) 2.731(3) 175(4) 2_656 yes
O4C H4CA O3A 0.804(17) 2.00(3) 2.724(3) 149(3) 1_554 yes
O4C H4CB O3D 0.828(17) 1.99(2) 2.794(3) 164(3) 6 yes
O4D H4DA O2W^a 0.786(11) 1.859(17) 2.574(6) 151(3) . yes
O4D H4DA O2WA^b 0.786(11) 2.13(2) 2.768(9) 138(3) . yes
O4D H4DA O2WB^c 0.786(11) 1.81(2) 2.548(15) 156(4) . yes
O4D H4DB O2A 0.822(17) 2.005(17) 2.816(3) 169(3) 7_646 yes
O1W^a H1W2^a O4A 0.82 2.29 2.692(6) 111.2 . yes
O2W^a H2W1^a O3B 0.83 2.05 2.858(7) 164.0 3_544 yes
O1WA^b H1W3^b O2C 0.83 2.06 2.786(11) 146.1 7_646 yes
O1WA^b H1W4^b O3C 0.83 1.99 2.784(10) 163.0 3_446 yes
O2WA^b H2W4^b O3B 0.83 2.03 2.853(9) 173.5 3_544 yes
O1WB^c H1W6^c O2C 0.82 2.04 2.852(17) 168.2 7_646 yes
O2WB^c H2W6^c O3B 0.82 2.03 2.645(15) 131.0 3_544 yes

_refine_diff_density_max         0.425
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2087250'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Howard University
United States of America
;
_audit_update_record             
;
2022-09-23 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_RINTA01_shelx               
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: This crystal was a weak diffractor thus the Rint vlue is higher
than normal. 
;
_vrf_PLAT020_shelx               
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.223 Report
RESPONSE: This crystal was a weak diffractor thus the Rint vlue is higher
than normal. 
;
_vrf_PLAT341_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01571 Ang.  
RESPONSE: This crystal was a weak diffractor thus the Rint vlue is higher
than normal and the precision on the C-C bonds is higher  than normal. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H48 Ni4 O20, 4(H2O)'
_chemical_formula_sum            'C48 H56 Ni4 O24'
_chemical_formula_weight         1251.76

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

_cell_length_a                   19.133(3)
_cell_length_b                   12.8402(19)
_cell_length_c                   21.624(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.062(11)
_cell_angle_gamma                90
_cell_volume                     5299.1(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9206
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      23.36

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             2592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.483
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6062
_exptl_absorpt_correction_T_max  0.8818
_exptl_absorpt_process_details   'Bruker SADABS'
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50722
_diffrn_reflns_av_unetI/netI     0.1385
_diffrn_reflns_av_R_equivalents  0.2230
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.634
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4936
_reflns_number_gt                2722
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0649P)²+105.3469P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4936
_refine_ls_number_parameters     371
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.1882
_refine_ls_R_factor_gt           0.0991
_refine_ls_wR_factor_ref         0.2334
_refine_ls_wR_factor_gt          0.1951
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.124
_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
Ni1 Ni 0.73561(7) 0.48464(9) 0.57141(6) 0.0280(4) Uani 1 1 d D . . . .
Ni2 Ni 0.83009(7) 0.32311(9) 0.51760(6) 0.0278(4) Uani 1 1 d . . . . .
O1 O 0.8031(3) 0.4881(5) 0.6486(3) 0.0331(17) Uani 1 1 d . . . . .
O2 O 0.7359(4) 0.6447(5) 0.5934(3) 0.0386(18) Uani 1 1 d . . . . .
O3 O 0.9252(4) 0.7270(6) 0.7814(4) 0.060(2) Uani 1 1 d . . . . .
O4 O 0.9123(3) 0.3033(5) 0.4642(3) 0.0359(17) Uani 1 1 d . . . . .
O5 O 0.8391(4) 0.1644(5) 0.5219(3) 0.0376(18) Uani 1 1 d . . . . .
O6 O 1.0253(4) 0.0262(6) 0.3700(4) 0.057(2) Uani 1 1 d . . . . .
O7 O 0.8189(3) 0.4819(4) 0.5145(3) 0.0221(15) Uani 1 1 d . . . . .
O8 O 0.7395(3) 0.3278(4) 0.5614(3) 0.0219(15) Uani 1 1 d . . . . .
O1W O 0.6419(3) 0.4658(5) 0.6163(3) 0.0389(18) Uani 1 1 d D . . . .
H1W1 H 0.606(3) 0.415(4) 0.619(4) 0.058 Uiso 1 1 d D U . . .
H1W2 H 0.610(3) 0.506(3) 0.637(4) 0.058 Uiso 1 1 d D U . . .
O2W O 0.8920(4) 0.3384(5) 0.6035(3) 0.0343(17) Uani 1 1 d D . . . .
H2W1 H 0.867(5) 0.370(6) 0.626(4) 0.051 Uiso 1 1 d D U . . .
H2W2 H 0.900(5) 0.283(4) 0.621(4) 0.051 Uiso 1 1 d D U . . .
C1 C 0.8175(5) 0.5778(7) 0.6711(5) 0.029(2) Uani 1 1 d . . . . .
C2 C 0.7757(6) 0.6628(8) 0.6406(5) 0.033(3) Uani 1 1 d . . . . .
C3 C 0.7827(5) 0.7719(7) 0.6659(5) 0.030(2) Uani 1 1 d . . . . .
C4 C 0.7394(6) 0.8493(8) 0.6414(5) 0.042(3) Uani 1 1 d . . . . .
H4A H 0.705289 0.834160 0.609847 0.051 Uiso 1 1 calc R U . . .
C5 C 0.7469(7) 0.9504(9) 0.6641(6) 0.057(4) Uani 1 1 d . . . . .
H5A H 0.718128 1.003563 0.647877 0.068 Uiso 1 1 calc R U . . .
C6 C 0.7973(8) 0.9706(9) 0.7106(6) 0.062(4) Uani 1 1 d . . . . .
H6A H 0.802249 1.038128 0.725940 0.074 Uiso 1 1 calc R U . . .
C7 C 0.8404(7) 0.8945(9) 0.7351(6) 0.054(3) Uani 1 1 d . . . . .
H7A H 0.874920 0.910877 0.766090 0.065 Uiso 1 1 calc R U . . .
C8 C 0.8330(6) 0.7911(8) 0.7138(5) 0.036(3) Uani 1 1 d . . . . .
C9 C 0.8784(6) 0.7079(9) 0.7392(5) 0.046(3) Uani 1 1 d . . . . .
C10 C 0.8680(6) 0.5997(8) 0.7174(5) 0.035(3) Uani 1 1 d . . . . .
C11 C 0.9136(7) 0.5150(10) 0.7461(6) 0.071(4) Uani 1 1 d . . . . .
H11A H 0.889438 0.449547 0.741869 0.106 Uiso 1 1 calc R U . . .
H11B H 0.924142 0.529849 0.789255 0.106 Uiso 1 1 calc R U . . .
H11C H 0.956361 0.511296 0.725504 0.106 Uiso 1 1 calc R U . . .
C12 C 0.9228(5) 0.2057(7) 0.4523(5) 0.027(2) Uani 1 1 d . . . . .
C13 C 0.8815(5) 0.1294(8) 0.4872(5) 0.030(2) Uani 1 1 d . . . . .
C14 C 0.8904(6) 0.0169(8) 0.4798(5) 0.037(3) Uani 1 1 d . . . . .
C15 C 0.8528(6) -0.0512(8) 0.5140(5) 0.036(3) Uani 1 1 d . . . . .
H15A H 0.821116 -0.026706 0.541259 0.043 Uiso 1 1 calc R U . . .
C16 C 0.8636(7) -0.1590(9) 0.5064(5) 0.051(3) Uani 1 1 d . . . . .
H16A H 0.838586 -0.207378 0.528026 0.062 Uiso 1 1 calc R U . . .
C17 C 0.9124(7) -0.1911(9) 0.4662(6) 0.053(3) Uani 1 1 d . . . . .
H17A H 0.920545 -0.261992 0.461752 0.063 Uiso 1 1 calc R U . . .
C18 C 0.9486(7) -0.1231(9) 0.4330(5) 0.051(3) Uani 1 1 d . . . . .
H18A H 0.979931 -0.148125 0.405555 0.061 Uiso 1 1 calc R U . . .
C19 C 0.9396(6) -0.0164(8) 0.4394(5) 0.040(3) Uani 1 1 d . . . . .
C20 C 0.9811(6) 0.0588(9) 0.4032(5) 0.039(3) Uani 1 1 d . . . . .
C21 C 0.9678(5) 0.1697(8) 0.4097(5) 0.036(3) Uani 1 1 d . . . . .
C22 C 1.0062(6) 0.2430(9) 0.3710(6) 0.060(4) Uani 1 1 d . . . . .
H22A H 0.984230 0.310229 0.371133 0.090 Uiso 1 1 calc R U . . .
H22B H 1.005264 0.217259 0.329282 0.090 Uiso 1 1 calc R U . . .
H22C H 1.053913 0.248905 0.387641 0.090 Uiso 1 1 calc R U . . .
C23 C 0.8789(6) 0.5431(9) 0.5253(5) 0.049(3) Uani 1 1 d . . . . .
H23A H 0.913643 0.521819 0.497955 0.074 Uiso 1 1 calc R U . . .
H23B H 0.897074 0.534735 0.567508 0.074 Uiso 1 1 calc R U . . .
H23C H 0.867195 0.614960 0.517770 0.074 Uiso 1 1 calc R U . . .
C24 C 0.7343(6) 0.2633(9) 0.6144(5) 0.049(3) Uani 1 1 d . . . . .
H24A H 0.685826 0.254516 0.622204 0.073 Uiso 1 1 calc R U . . .
H24B H 0.758723 0.295342 0.649768 0.073 Uiso 1 1 calc R U . . .
H24C H 0.754678 0.196562 0.607056 0.073 Uiso 1 1 calc R U . . .
O3W O 0.9573(5) 0.8848(7) 0.8717(5) 0.066(3) Uani 1 1 d D . . . .
H3W1 H 0.952(6) 0.836(8) 0.847(5) 0.099 Uiso 1 1 d D U . . .
H3W2 H 0.999(2) 0.882(11) 0.883(6) 0.099 Uiso 1 1 d D U . . .
O4W O 1.0738(5) -0.1699(7) 0.3202(5) 0.067(3) Uani 1 1 d D . . . .
H4W1 H 1.075(7) -0.112(5) 0.336(6) 0.101 Uiso 1 1 d D U . . .
H4W2 H 1.035(4) -0.172(10) 0.301(6) 0.101 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O8 2.027(6) . ?
Ni1 O1 2.037(6) . ?
Ni1 O7 2.065(6) 2_656 ?
Ni1 O7 2.082(6) . ?
Ni1 O2 2.110(7) . ?
Ni1 O1W 2.111(6) . ?
Ni2 O4 2.031(7) . ?
Ni2 O8 2.035(6) . ?
Ni2 O5 2.046(7) . ?
Ni2 O7 2.051(6) . ?
Ni2 O8 2.092(6) 2_656 ?
Ni2 O2W 2.140(7) . ?
O1 C1 1.273(11) . ?
O2 C2 1.252(11) . ?
O3 C9 1.255(13) . ?
O4 C12 1.299(11) . ?
O5 C13 1.228(11) . ?
O6 C20 1.222(12) . ?
O7 C23 1.397(12) . ?
O8 C24 1.423(12) . ?
C1 C10 1.371(13) . ?
C1 C2 1.480(14) . ?
C2 C3 1.506(13) . ?
C3 C4 1.377(14) . ?
C3 C8 1.386(14) . ?
C4 C5 1.393(15) . ?
C5 C6 1.368(17) . ?
C6 C7 1.362(17) . ?
C7 C8 1.409(15) . ?
C8 C9 1.459(15) . ?
C9 C10 1.476(15) . ?
C10 C11 1.500(15) . ?
C12 C21 1.384(14) . ?
C12 C13 1.496(14) . ?
C13 C14 1.465(14) . ?
C14 C15 1.380(14) . ?
C14 C19 1.396(15) . ?
C15 C16 1.411(14) . ?
C16 C17 1.383(16) . ?
C17 C18 1.351(16) . ?
C18 C19 1.389(15) . ?
C19 C20 1.505(16) . ?
C20 C21 1.455(15) . ?
C21 C22 1.488(15) . ?

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
O8 Ni1 O1 94.8(2) . . ?
O8 Ni1 O7 84.7(2) . 2_656 ?
O1 Ni1 O7 171.0(3) . 2_656 ?
O8 Ni1 O7 83.4(2) . . ?
O1 Ni1 O7 91.0(3) . . ?
O7 Ni1 O7 80.0(2) 2_656 . ?
O8 Ni1 O2 172.9(3) . . ?
O1 Ni1 O2 78.6(3) . . ?
O7 Ni1 O2 102.3(2) 2_656 . ?
O7 Ni1 O2 99.2(3) . . ?
O8 Ni1 O1W 88.5(3) . . ?
O1 Ni1 O1W 97.8(3) . . ?
O7 Ni1 O1W 91.2(3) 2_656 . ?
O7 Ni1 O1W 168.5(2) . . ?
O2 Ni1 O1W 89.8(3) . . ?
O4 Ni2 O8 171.0(3) . . ?
O4 Ni2 O5 80.5(3) . . ?
O8 Ni2 O5 94.6(3) . . ?
O4 Ni2 O7 100.9(3) . . ?
O8 Ni2 O7 84.0(2) . . ?
O5 Ni2 O7 178.6(3) . . ?
O4 Ni2 O8 90.7(3) . 2_656 ?
O8 Ni2 O8 82.3(2) . 2_656 ?
O5 Ni2 O8 96.4(3) . 2_656 ?
O7 Ni2 O8 83.4(2) . 2_656 ?
O4 Ni2 O2W 95.8(3) . . ?
O8 Ni2 O2W 91.7(3) . . ?
O5 Ni2 O2W 90.7(3) . . ?
O7 Ni2 O2W 89.3(2) . . ?
O8 Ni2 O2W 171.0(2) 2_656 . ?
C1 O1 Ni1 116.1(6) . . ?
C2 O2 Ni1 110.9(6) . . ?
C12 O4 Ni2 111.8(6) . . ?
C13 O5 Ni2 113.2(6) . . ?
C23 O7 Ni2 118.1(6) . . ?
C23 O7 Ni1 119.8(6) . 2_656 ?
Ni2 O7 Ni1 95.2(2) . 2_656 ?
C23 O7 Ni1 123.1(6) . . ?
Ni2 O7 Ni1 94.6(2) . . ?
Ni1 O7 Ni1 99.9(2) 2_656 . ?
C24 O8 Ni1 119.2(6) . . ?
C24 O8 Ni2 117.9(6) . . ?
Ni1 O8 Ni2 96.8(2) . . ?
C24 O8 Ni2 124.3(6) . 2_656 ?
Ni1 O8 Ni2 95.2(2) . 2_656 ?
Ni2 O8 Ni2 97.6(2) . 2_656 ?
O1 C1 C10 125.9(9) . . ?
O1 C1 C2 113.7(8) . . ?
C10 C1 C2 120.4(9) . . ?
O2 C2 C1 120.3(9) . . ?
O2 C2 C3 120.2(9) . . ?
C1 C2 C3 119.5(9) . . ?
C4 C3 C8 121.8(9) . . ?
C4 C3 C2 119.7(9) . . ?
C8 C3 C2 118.5(9) . . ?
C3 C4 C5 119.5(11) . . ?
C6 C5 C4 119.1(11) . . ?
C7 C6 C5 121.7(11) . . ?
C6 C7 C8 120.3(11) . . ?
C3 C8 C7 117.4(10) . . ?
C3 C8 C9 120.9(9) . . ?
C7 C8 C9 121.6(10) . . ?
O3 C9 C8 120.3(10) . . ?
O3 C9 C10 119.2(11) . . ?
C8 C9 C10 120.4(10) . . ?
C1 C10 C9 119.8(10) . . ?
C1 C10 C11 120.8(10) . . ?
C9 C10 C11 119.3(10) . . ?
O4 C12 C21 124.6(9) . . ?
O4 C12 C13 115.9(9) . . ?
C21 C12 C13 119.5(9) . . ?
O5 C13 C14 120.9(10) . . ?
O5 C13 C12 117.7(9) . . ?
C14 C13 C12 121.4(9) . . ?
C15 C14 C19 122.8(10) . . ?
C15 C14 C13 119.8(10) . . ?
C19 C14 C13 117.3(10) . . ?
C14 C15 C16 118.2(10) . . ?
C17 C16 C15 118.4(11) . . ?
C18 C17 C16 122.4(11) . . ?
C17 C18 C19 120.8(12) . . ?
C18 C19 C14 117.3(11) . . ?
C18 C19 C20 120.5(11) . . ?
C14 C19 C20 122.2(10) . . ?
O6 C20 C21 121.7(11) . . ?
O6 C20 C19 119.9(10) . . ?
C21 C20 C19 118.4(10) . . ?
C12 C21 C20 120.8(10) . . ?
C12 C21 C22 121.2(10) . . ?
C20 C21 C22 117.9(10) . . ?

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
Ni1 O1 C1 C10 -171.0(9) . . . . ?
Ni1 O1 C1 C2 6.6(11) . . . . ?
Ni1 O2 C2 C1 3.0(11) . . . . ?
Ni1 O2 C2 C3 -178.4(7) . . . . ?
O1 C1 C2 O2 -6.6(14) . . . . ?
C10 C1 C2 O2 171.1(10) . . . . ?
O1 C1 C2 C3 174.8(9) . . . . ?
C10 C1 C2 C3 -7.5(15) . . . . ?
O2 C2 C3 C4 7.4(15) . . . . ?
C1 C2 C3 C4 -174.1(9) . . . . ?
O2 C2 C3 C8 -172.8(9) . . . . ?
C1 C2 C3 C8 5.8(14) . . . . ?
C8 C3 C4 C5 1.4(17) . . . . ?
C2 C3 C4 C5 -178.8(10) . . . . ?
C3 C4 C5 C6 -0.2(18) . . . . ?
C4 C5 C6 C7 0(2) . . . . ?
C5 C6 C7 C8 -1(2) . . . . ?
C4 C3 C8 C7 -2.5(16) . . . . ?
C2 C3 C8 C7 177.6(10) . . . . ?
C4 C3 C8 C9 179.9(10) . . . . ?
C2 C3 C8 C9 0.1(15) . . . . ?
C6 C7 C8 C3 2.6(18) . . . . ?
C6 C7 C8 C9 -179.9(11) . . . . ?
C3 C8 C9 O3 177.9(10) . . . . ?
C7 C8 C9 O3 0.4(17) . . . . ?
C3 C8 C9 C10 -4.5(16) . . . . ?
C7 C8 C9 C10 178.1(10) . . . . ?
O1 C1 C10 C9 -179.5(10) . . . . ?
C2 C1 C10 C9 3.1(15) . . . . ?
O1 C1 C10 C11 1.0(18) . . . . ?
C2 C1 C10 C11 -176.4(10) . . . . ?
O3 C9 C10 C1 -179.5(10) . . . . ?
C8 C9 C10 C1 2.9(16) . . . . ?
O3 C9 C10 C11 0.0(17) . . . . ?
C8 C9 C10 C11 -177.6(11) . . . . ?
Ni2 O4 C12 C21 169.7(8) . . . . ?
Ni2 O4 C12 C13 -9.2(10) . . . . ?
Ni2 O5 C13 C14 -174.4(7) . . . . ?
Ni2 O5 C13 C12 4.6(11) . . . . ?
O4 C12 C13 O5 3.2(13) . . . . ?
C21 C12 C13 O5 -175.8(9) . . . . ?
O4 C12 C13 C14 -177.7(9) . . . . ?
C21 C12 C13 C14 3.3(14) . . . . ?
O5 C13 C14 C15 -2.7(15) . . . . ?
C12 C13 C14 C15 178.3(9) . . . . ?
O5 C13 C14 C19 179.9(9) . . . . ?
C12 C13 C14 C19 0.8(14) . . . . ?
C19 C14 C15 C16 -1.6(16) . . . . ?
C13 C14 C15 C16 -178.8(10) . . . . ?
C14 C15 C16 C17 1.3(17) . . . . ?
C15 C16 C17 C18 -1.5(19) . . . . ?
C16 C17 C18 C19 1.8(19) . . . . ?
C17 C18 C19 C14 -1.9(17) . . . . ?
C17 C18 C19 C20 178.9(11) . . . . ?
C15 C14 C19 C18 1.8(16) . . . . ?
C13 C14 C19 C18 179.2(10) . . . . ?
C15 C14 C19 C20 -179.0(10) . . . . ?
C13 C14 C19 C20 -1.6(15) . . . . ?
C18 C19 C20 O6 -3.4(16) . . . . ?
C14 C19 C20 O6 177.4(10) . . . . ?
C18 C19 C20 C21 177.7(10) . . . . ?
C14 C19 C20 C21 -1.5(15) . . . . ?
O4 C12 C21 C20 174.6(9) . . . . ?
C13 C12 C21 C20 -6.5(14) . . . . ?
O4 C12 C21 C22 -3.0(16) . . . . ?
C13 C12 C21 C22 175.9(10) . . . . ?
O6 C20 C21 C12 -173.2(10) . . . . ?
C19 C20 C21 C12 5.7(15) . . . . ?
O6 C20 C21 C22 4.5(16) . . . . ?
C19 C20 C21 C22 -176.6(10) . . . . ?

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
O1W H1W1 O4 0.950(17) 2.31(6) 2.864(9) 117(4) 2_656 yes
O1W H1W2 O3W 0.946(17) 1.90(6) 2.724(10) 145(9) 7_666 yes
O2W H2W1 O1 0.82(2) 2.02(4) 2.787(9) 155(8) . yes
O2W H2W2 O4W 0.82(2) 1.97(3) 2.771(11) 167(10) 5_756 yes
C23 H23B O2W 0.96 2.64 3.126(13) 111.7 . yes
C24 H24A O4 0.96 2.63 3.216(14) 119.8 2_656 yes
C24 H24B O1 0.96 2.62 3.237(13) 122.5 . yes
C24 H24C O5 0.96 2.57 3.196(13) 123.1 . yes
O3W H3W1 O3 0.82(2) 2.04(3) 2.851(11) 172(13) . yes
O3W H3W2 O2W 0.82(2) 2.16(4) 2.956(11) 164(11) 4_656 yes
O4W H4W1 O6 0.82(2) 2.16(7) 2.916(12) 152(12) . yes
O4W H4W2 O3 0.82(2) 2.24(7) 2.999(13) 154(15) 8_554 yes

_refine_diff_density_max         0.902
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.148

