# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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 1945989'
_audit_update_record             
;
2019-08-07 deposited with the CCDC.	2022-05-19 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         'C26 H28 Co N8 O4 S2'
_chemical_formula_sum            'C26 H28 Co N8 O4 S2'
_chemical_formula_weight         639.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   25.943(2)
_cell_length_b                   8.5434(6)
_cell_length_c                   15.7440(13)
_cell_angle_alpha                90
_cell_angle_beta                 122.865(3)
_cell_angle_gamma                90
_cell_volume                     2931.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2926
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      30.46

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             1324
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.775
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4779
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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            4417
_diffrn_reflns_av_unetI/netI     0.1028
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.561
_diffrn_reflns_theta_max         30.539
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4417
_reflns_number_gt                2578
_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 (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)+(0.0777P)²+2.2019P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4417
_refine_ls_number_parameters     188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1307
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1919
_refine_ls_wR_factor_gt          0.1428
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
Co Co 0.500000 0.61299(7) 0.250000 0.02204(19) Uani 1 2 d S T P . .
S1 S 0.45207(4) 0.23631(11) 0.42104(7) 0.0290(2) Uani 1 1 d . . . . .
O1 O 0.40707(11) 0.6046(3) 0.13943(18) 0.0270(6) Uani 1 1 d . . . . .
O2 O 0.28529(11) 0.3770(3) 0.11975(19) 0.0308(6) Uani 1 1 d . . . . .
N1 N 0.55473(14) 0.3936(3) 0.4641(2) 0.0285(7) Uani 1 1 d . . . . .
H1A H 0.568585 0.473264 0.446680 0.034 Uiso 1 1 calc R U . . .
N2 N 0.47059(13) 0.4458(3) 0.3127(2) 0.0271(7) Uani 1 1 d . . . . .
N3 N 0.40806(14) 0.4249(4) 0.2460(2) 0.0287(7) Uani 1 1 d . . . . .
H3B H 0.387926 0.357190 0.259571 0.034 Uiso 1 1 calc R U . . .
N4 N 0.48652(15) 0.7956(4) 0.3234(2) 0.0313(7) Uani 1 1 d . . . . .
H4B H 0.445898 0.805073 0.299519 0.060(16) Uiso 1 1 calc R . . . .
H4C H 0.507188 0.776150 0.391029 0.072(18) Uiso 1 1 calc R . . . .
C1 C 0.59923(16) 0.3210(4) 0.5554(3) 0.0254(7) Uani 1 1 d . . . . .
C2 C 0.64985(17) 0.4126(4) 0.6237(3) 0.0303(8) Uani 1 1 d . . . . .
H2A H 0.651716 0.519374 0.608603 0.036 Uiso 1 1 calc R U . . .
C3 C 0.69715(18) 0.3481(5) 0.7130(3) 0.0341(9) Uani 1 1 d . . . . .
H3A H 0.731428 0.410950 0.758740 0.041 Uiso 1 1 calc R U . . .
C4 C 0.69508(18) 0.1937(5) 0.7363(3) 0.0351(9) Uani 1 1 d . . . . .
H4A H 0.727521 0.150259 0.798004 0.042 Uiso 1 1 calc R U . . .
C5 C 0.64537(18) 0.1030(4) 0.6690(3) 0.0322(9) Uani 1 1 d . . . . .
H5A H 0.643709 -0.003325 0.685007 0.039 Uiso 1 1 calc R U . . .
C6 C 0.59746(17) 0.1650(4) 0.5779(3) 0.0291(8) Uani 1 1 d . . . . .
H6A H 0.563886 0.100746 0.531585 0.035 Uiso 1 1 calc R U . . .
C7 C 0.49350(16) 0.3621(4) 0.3974(3) 0.0256(7) Uani 1 1 d . . . . .
C8 C 0.37900(16) 0.5079(4) 0.1618(3) 0.0269(8) Uani 1 1 d . . . . .
C9 C 0.31347(17) 0.4857(4) 0.0946(3) 0.0283(8) Uani 1 1 d . . . . .
C10 C 0.27195(17) 0.5592(5) 0.0076(3) 0.0331(9) Uani 1 1 d . . . . .
H10A H 0.279912 0.639125 -0.025743 0.040 Uiso 1 1 calc R U . . .
C11 C 0.21403(17) 0.4928(5) -0.0238(3) 0.0384(10) Uani 1 1 d . . . . .
H11A H 0.175487 0.519704 -0.082392 0.046 Uiso 1 1 calc R U . . .
C12 C 0.22451(17) 0.3847(5) 0.0455(3) 0.0366(9) Uani 1 1 d . . . . .
H12A H 0.193593 0.321659 0.043148 0.044 Uiso 1 1 calc R U . . .
C13 C 0.5094(2) 0.9417(5) 0.3046(3) 0.0402(10) Uani 1 1 d . . . . .
H13A H 0.554674 0.947079 0.349769 0.048 Uiso 1 1 calc R U . . .
H13B H 0.491738 1.033759 0.318105 0.048 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
Co O1 2.072(2) . ?
Co O1 2.072(2) 2_655 ?
Co N4 2.081(3) . ?
Co N4 2.081(3) 2_655 ?
Co N2 2.101(3) . ?
Co N2 2.101(3) 2_655 ?
S1 C7 1.698(4) . ?
O1 C8 1.271(4) . ?
O2 C12 1.363(4) . ?
O2 C9 1.367(4) . ?
N1 C7 1.374(4) . ?
N1 C1 1.408(4) . ?
N1 H1A 0.8800 . ?
N2 C7 1.335(4) . ?
N2 N3 1.385(4) . ?
N3 C8 1.321(4) . ?
N3 H3B 0.8800 . ?
N4 C13 1.480(5) . ?
N4 H4B 0.9100 . ?
N4 H4C 0.9100 . ?
C1 C6 1.386(5) . ?
C1 C2 1.400(5) . ?
C2 C3 1.384(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.378(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.379(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.396(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C8 C9 1.447(5) . ?
C9 C10 1.352(5) . ?
C10 C11 1.420(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.340(6) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C13 1.510(8) 2_655 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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 Co O1 176.05(14) . 2_655 ?
O1 Co N4 91.31(12) . . ?
O1 Co N4 91.65(11) 2_655 . ?
O1 Co N4 91.65(11) . 2_655 ?
O1 Co N4 91.31(12) 2_655 2_655 ?
N4 Co N4 82.90(18) . 2_655 ?
O1 Co N2 79.50(10) . . ?
O1 Co N2 97.78(10) 2_655 . ?
N4 Co N2 92.01(12) . . ?
N4 Co N2 169.72(12) 2_655 . ?
O1 Co N2 97.78(10) . 2_655 ?
O1 Co N2 79.49(10) 2_655 2_655 ?
N4 Co N2 169.72(12) . 2_655 ?
N4 Co N2 92.01(12) 2_655 2_655 ?
N2 Co N2 94.35(17) . 2_655 ?
C8 O1 Co 111.7(2) . . ?
C12 O2 C9 105.7(3) . . ?
C7 N1 C1 131.4(3) . . ?
C7 N1 H1A 114.3 . . ?
C1 N1 H1A 114.3 . . ?
C7 N2 N3 113.1(3) . . ?
C7 N2 Co 139.0(2) . . ?
N3 N2 Co 107.8(2) . . ?
C8 N3 N2 119.2(3) . . ?
C8 N3 H3B 120.4 . . ?
N2 N3 H3B 120.4 . . ?
C13 N4 Co 108.3(2) . . ?
C13 N4 H4B 110.0 . . ?
Co N4 H4B 110.0 . . ?
C13 N4 H4C 110.0 . . ?
Co N4 H4C 110.0 . . ?
H4B N4 H4C 108.4 . . ?
C6 C1 C2 119.3(3) . . ?
C6 C1 N1 124.2(3) . . ?
C2 C1 N1 116.4(3) . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2A 119.9 . . ?
C1 C2 H2A 119.9 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3A 119.6 . . ?
C2 C3 H3A 119.6 . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
C4 C5 C6 121.1(4) . . ?
C4 C5 H5A 119.5 . . ?
C6 C5 H5A 119.5 . . ?
C1 C6 C5 119.5(3) . . ?
C1 C6 H6A 120.2 . . ?
C5 C6 H6A 120.2 . . ?
N2 C7 N1 111.2(3) . . ?
N2 C7 S1 124.5(3) . . ?
N1 C7 S1 124.3(3) . . ?
O1 C8 N3 121.8(3) . . ?
O1 C8 C9 120.3(3) . . ?
N3 C8 C9 117.9(3) . . ?
C10 C9 O2 110.6(3) . . ?
C10 C9 C8 130.8(4) . . ?
O2 C9 C8 118.5(3) . . ?
C9 C10 C11 106.2(4) . . ?
C9 C10 H10A 126.9 . . ?
C11 C10 H10A 126.9 . . ?
C12 C11 C10 106.4(3) . . ?
C12 C11 H11A 126.8 . . ?
C10 C11 H11A 126.8 . . ?
C11 C12 O2 111.2(4) . . ?
C11 C12 H12A 124.4 . . ?
O2 C12 H12A 124.4 . . ?
N4 C13 C13 108.1(3) . 2_655 ?
N4 C13 H13A 110.1 . . ?
C13 C13 H13A 110.1 2_655 . ?
N4 C13 H13B 110.1 . . ?
C13 C13 H13B 110.1 2_655 . ?
H13A C13 H13B 108.4 . . ?

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
C7 N2 N3 C8 176.1(3) . . . . ?
Co N2 N3 C8 -1.1(4) . . . . ?
C7 N1 C1 C6 27.7(6) . . . . ?
C7 N1 C1 C2 -156.4(4) . . . . ?
C6 C1 C2 C3 -0.7(6) . . . . ?
N1 C1 C2 C3 -176.8(4) . . . . ?
C1 C2 C3 C4 -0.3(6) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C2 C1 C6 C5 1.5(6) . . . . ?
N1 C1 C6 C5 177.3(4) . . . . ?
C4 C5 C6 C1 -1.3(6) . . . . ?
N3 N2 C7 N1 -176.2(3) . . . . ?
Co N2 C7 N1 -0.1(5) . . . . ?
N3 N2 C7 S1 2.4(5) . . . . ?
Co N2 C7 S1 178.4(2) . . . . ?
C1 N1 C7 N2 -170.8(3) . . . . ?
C1 N1 C7 S1 10.7(6) . . . . ?
Co O1 C8 N3 -0.6(4) . . . . ?
Co O1 C8 C9 179.5(3) . . . . ?
N2 N3 C8 O1 1.2(5) . . . . ?
N2 N3 C8 C9 -178.8(3) . . . . ?
C12 O2 C9 C10 0.0(4) . . . . ?
C12 O2 C9 C8 178.3(3) . . . . ?
O1 C8 C9 C10 -4.2(6) . . . . ?
N3 C8 C9 C10 175.9(4) . . . . ?
O1 C8 C9 O2 177.9(3) . . . . ?
N3 C8 C9 O2 -2.0(5) . . . . ?
O2 C9 C10 C11 0.1(5) . . . . ?
C8 C9 C10 C11 -177.9(4) . . . . ?
C9 C10 C11 C12 -0.1(5) . . . . ?
C10 C11 C12 O2 0.1(5) . . . . ?
C9 O2 C12 C11 -0.1(4) . . . . ?
Co N4 C13 C13 40.9(5) . . . 2_655 ?

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
N1 H1A O1 0.88 2.10 2.940(4) 158.4 2_655 yes
N3 H3B S1 0.88 2.39 2.842(3) 112.3 . yes
N4 H4C S1 0.91 2.55 3.441(3) 167.3 5_666 yes
C6 H6A S1 0.95 2.70 3.254(4) 117.6 . yes
C13 H13B S1 0.99 2.91 3.856(4) 159.4 1_565 yes

_refine_diff_density_max         1.016
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.116

####################################################################### 
# 
# 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 2103433'
_audit_update_record             
;
2021-08-14 deposited with the CCDC.	2022-05-19 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         'C26 H28 N8 Ni O4 S2'
_chemical_formula_sum            'C26 H28 N8 Ni O4 S2'
_chemical_formula_weight         639.39

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   25.943(2)
_cell_length_b                   8.5434(6)
_cell_length_c                   15.7440(13)
_cell_angle_alpha                90
_cell_angle_beta                 122.865(3)
_cell_angle_gamma                90
_cell_volume                     2931.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2926
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      30.46

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.851
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4779
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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            4417
_diffrn_reflns_av_unetI/netI     0.1028
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.561
_diffrn_reflns_theta_max         30.539
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4417
_reflns_number_gt                2578
_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, 2018)'
_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)+(0.0714P)²+3.2545P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4417
_refine_ls_number_parameters     188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1294
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1852
_refine_ls_wR_factor_gt          0.1379
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
Ni Ni 0.500000 0.61297(7) 0.250000 0.0239(2) Uani 1 2 d S T P . .
S1 S 0.45207(4) 0.23630(11) 0.42104(7) 0.0273(2) Uani 1 1 d . . . . .
O1 O 0.40707(11) 0.6047(3) 0.13946(18) 0.0251(5) Uani 1 1 d . . . . .
O2 O 0.28528(11) 0.3770(3) 0.11961(18) 0.0288(6) Uani 1 1 d . . . . .
N1 N 0.55471(13) 0.3935(3) 0.4640(2) 0.0266(7) Uani 1 1 d . . . . .
H1A H 0.568589 0.472976 0.446527 0.032 Uiso 1 1 calc R U . . .
N2 N 0.47065(13) 0.4457(3) 0.3128(2) 0.0253(6) Uani 1 1 d . . . . .
N3 N 0.40812(13) 0.4249(4) 0.2461(2) 0.0269(7) Uani 1 1 d . . . . .
H3B H 0.387975 0.357092 0.259598 0.032 Uiso 1 1 calc R U . . .
N4 N 0.48653(15) 0.7957(4) 0.3234(2) 0.0291(7) Uani 1 1 d . . . . .
H4B H 0.445908 0.805234 0.299473 0.051(14) Uiso 1 1 calc R . . . .
H4C H 0.507172 0.776241 0.391006 0.062(16) Uiso 1 1 calc R . . . .
C1 C 0.59926(15) 0.3210(4) 0.5554(3) 0.0239(7) Uani 1 1 d . . . . .
C2 C 0.64982(17) 0.4127(4) 0.6237(3) 0.0285(8) Uani 1 1 d . . . . .
H2A H 0.651658 0.519429 0.608661 0.034 Uiso 1 1 calc R U . . .
C3 C 0.69716(18) 0.3481(5) 0.7130(3) 0.0324(9) Uani 1 1 d . . . . .
H3A H 0.731448 0.410866 0.758767 0.039 Uiso 1 1 calc R U . . .
C4 C 0.69506(18) 0.1937(5) 0.7363(3) 0.0332(9) Uani 1 1 d . . . . .
H4A H 0.727493 0.150186 0.797937 0.040 Uiso 1 1 calc R U . . .
C5 C 0.64546(17) 0.1032(4) 0.6691(3) 0.0303(8) Uani 1 1 d . . . . .
H5A H 0.643839 -0.003135 0.685125 0.036 Uiso 1 1 calc R U . . .
C6 C 0.59746(16) 0.1650(4) 0.5779(3) 0.0274(8) Uani 1 1 d . . . . .
H6A H 0.563892 0.100653 0.531636 0.033 Uiso 1 1 calc R U . . .
C7 C 0.49353(16) 0.3622(4) 0.3974(3) 0.0239(7) Uani 1 1 d . . . . .
C8 C 0.37902(16) 0.5082(4) 0.1617(2) 0.0255(8) Uani 1 1 d . . . . .
C9 C 0.31345(16) 0.4856(4) 0.0945(3) 0.0265(8) Uani 1 1 d . . . . .
C10 C 0.27200(17) 0.5593(5) 0.0076(3) 0.0313(8) Uani 1 1 d . . . . .
H10A H 0.279963 0.639256 -0.025681 0.038 Uiso 1 1 calc R U . . .
C11 C 0.21408(17) 0.4927(5) -0.0237(3) 0.0368(9) Uani 1 1 d . . . . .
H11A H 0.175496 0.519542 -0.082271 0.044 Uiso 1 1 calc R U . . .
C12 C 0.22469(17) 0.3846(5) 0.0457(3) 0.0345(9) Uani 1 1 d . . . . .
H12A H 0.193826 0.321504 0.043404 0.041 Uiso 1 1 calc R U . . .
C13 C 0.5094(2) 0.9416(5) 0.3047(3) 0.0383(10) Uani 1 1 d . . . . .
H13A H 0.554650 0.947034 0.350027 0.046 Uiso 1 1 calc R U . . .
H13B H 0.491662 1.033598 0.318190 0.046 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
Ni O1 2.072(2) . ?
Ni O1 2.072(2) 2_655 ?
Ni N4 2.082(3) 2_655 ?
Ni N4 2.082(3) . ?
Ni N2 2.101(3) . ?
Ni N2 2.101(3) 2_655 ?
S1 C7 1.699(4) . ?
O1 C8 1.268(4) . ?
O2 C12 1.358(4) . ?
O2 C9 1.365(4) . ?
N1 C7 1.373(4) . ?
N1 C1 1.409(4) . ?
N1 H1A 0.8800 . ?
N2 C7 1.333(4) . ?
N2 N3 1.385(4) . ?
N3 C8 1.324(4) . ?
N3 H3B 0.8800 . ?
N4 C13 1.477(5) . ?
N4 H4B 0.9100 . ?
N4 H4C 0.9100 . ?
C1 C6 1.386(5) . ?
C1 C2 1.399(5) . ?
C2 C3 1.384(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.378(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.376(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.397(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C8 C9 1.448(5) . ?
C9 C10 1.352(5) . ?
C10 C11 1.421(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.340(6) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C13 1.515(8) 2_655 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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 Ni O1 176.09(14) . 2_655 ?
O1 Ni N4 91.64(11) . 2_655 ?
O1 Ni N4 91.29(11) 2_655 2_655 ?
O1 Ni N4 91.29(11) . . ?
O1 Ni N4 91.64(11) 2_655 . ?
N4 Ni N4 82.83(17) 2_655 . ?
O1 Ni N2 79.53(10) . . ?
O1 Ni N2 97.78(10) 2_655 . ?
N4 Ni N2 169.73(12) 2_655 . ?
N4 Ni N2 92.06(12) . . ?
O1 Ni N2 97.78(10) . 2_655 ?
O1 Ni N2 79.53(10) 2_655 2_655 ?
N4 Ni N2 92.06(12) 2_655 2_655 ?
N4 Ni N2 169.73(12) . 2_655 ?
N2 Ni N2 94.30(17) . 2_655 ?
C8 O1 Ni 111.8(2) . . ?
C12 O2 C9 105.8(3) . . ?
C7 N1 C1 131.5(3) . . ?
C7 N1 H1A 114.3 . . ?
C1 N1 H1A 114.3 . . ?
C7 N2 N3 113.1(3) . . ?
C7 N2 Ni 139.1(2) . . ?
N3 N2 Ni 107.8(2) . . ?
C8 N3 N2 119.1(3) . . ?
C8 N3 H3B 120.4 . . ?
N2 N3 H3B 120.4 . . ?
C13 N4 Ni 108.4(2) . . ?
C13 N4 H4B 110.0 . . ?
Ni N4 H4B 110.0 . . ?
C13 N4 H4C 110.0 . . ?
Ni N4 H4C 110.0 . . ?
H4B N4 H4C 108.4 . . ?
C6 C1 C2 119.3(3) . . ?
C6 C1 N1 124.1(3) . . ?
C2 C1 N1 116.5(3) . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2A 119.9 . . ?
C1 C2 H2A 119.9 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 H5A 119.4 . . ?
C6 C5 H5A 119.4 . . ?
C1 C6 C5 119.4(3) . . ?
C1 C6 H6A 120.3 . . ?
C5 C6 H6A 120.3 . . ?
N2 C7 N1 111.3(3) . . ?
N2 C7 S1 124.5(3) . . ?
N1 C7 S1 124.2(3) . . ?
O1 C8 N3 121.8(3) . . ?
O1 C8 C9 120.5(3) . . ?
N3 C8 C9 117.7(3) . . ?
C10 C9 O2 110.6(3) . . ?
C10 C9 C8 130.6(4) . . ?
O2 C9 C8 118.7(3) . . ?
C9 C10 C11 106.0(4) . . ?
C9 C10 H10A 127.0 . . ?
C11 C10 H10A 127.0 . . ?
C12 C11 C10 106.4(3) . . ?
C12 C11 H11A 126.8 . . ?
C10 C11 H11A 126.8 . . ?
C11 C12 O2 111.2(3) . . ?
C11 C12 H12A 124.4 . . ?
O2 C12 H12A 124.4 . . ?
N4 C13 C13 108.1(3) . 2_655 ?
N4 C13 H13A 110.1 . . ?
C13 C13 H13A 110.1 2_655 . ?
N4 C13 H13B 110.1 . . ?
C13 C13 H13B 110.1 2_655 . ?
H13A C13 H13B 108.4 . . ?

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
C7 N2 N3 C8 176.0(3) . . . . ?
Ni N2 N3 C8 -1.2(4) . . . . ?
C7 N1 C1 C6 27.8(6) . . . . ?
C7 N1 C1 C2 -156.2(4) . . . . ?
C6 C1 C2 C3 -0.6(6) . . . . ?
N1 C1 C2 C3 -176.8(3) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C2 C3 C4 C5 0.6(6) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C2 C1 C6 C5 1.4(6) . . . . ?
N1 C1 C6 C5 177.2(4) . . . . ?
C4 C5 C6 C1 -1.3(6) . . . . ?
N3 N2 C7 N1 -176.2(3) . . . . ?
Ni N2 C7 N1 -0.3(5) . . . . ?
N3 N2 C7 S1 2.5(4) . . . . ?
Ni N2 C7 S1 178.4(2) . . . . ?
C1 N1 C7 N2 -170.8(3) . . . . ?
C1 N1 C7 S1 10.5(6) . . . . ?
Ni O1 C8 N3 -0.6(4) . . . . ?
Ni O1 C8 C9 179.6(3) . . . . ?
N2 N3 C8 O1 1.3(5) . . . . ?
N2 N3 C8 C9 -178.9(3) . . . . ?
C12 O2 C9 C10 0.0(4) . . . . ?
C12 O2 C9 C8 178.2(3) . . . . ?
O1 C8 C9 C10 -4.3(6) . . . . ?
N3 C8 C9 C10 175.9(4) . . . . ?
O1 C8 C9 O2 177.9(3) . . . . ?
N3 C8 C9 O2 -1.9(5) . . . . ?
O2 C9 C10 C11 0.1(5) . . . . ?
C8 C9 C10 C11 -177.9(4) . . . . ?
C9 C10 C11 C12 -0.1(5) . . . . ?
C10 C11 C12 O2 0.1(5) . . . . ?
C9 O2 C12 C11 -0.1(4) . . . . ?
Ni N4 C13 C13 40.9(5) . . . 2_655 ?

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
N1 H1A O1 0.88 2.10 2.941(4) 158.6 2_655 yes
N3 H3B S1 0.88 2.39 2.842(3) 112.3 . yes
N4 H4C S1 0.91 2.55 3.441(3) 167.3 5_666 yes
C6 H6A S1 0.95 2.70 3.254(4) 117.6 . yes
C13 H13B S1 0.99 2.91 3.855(4) 159.4 1_565 yes

_refine_diff_density_max         0.978
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.118

####################################################################### 
# 
# 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 1945990'
_audit_update_record             
;
2019-08-07 deposited with the CCDC.	2022-05-19 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         'C108 H88 Mn3 N24 O14 S6'
_chemical_formula_sum            'C108 H88 Mn3 N24 O14 S6'
_chemical_formula_weight         2303.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   20.4559(10)
_cell_length_b                   31.3664(17)
_cell_length_c                   18.7949(10)
_cell_angle_alpha                90
_cell_angle_beta                 119.644(2)
_cell_angle_gamma                90
_cell_volume                     10480.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9598
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      32.58

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_F_000             4748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.552
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6664
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(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            95576
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.800
_diffrn_reflns_theta_max         32.710
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             19270
_reflns_number_gt                13949
_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 (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)+(0.0414P)²+6.9679P] 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         19270
_refine_ls_number_parameters     779
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1045
_refine_ls_wR_factor_gt          0.0928
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.003
_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 0.30084(2) 0.750000 0.01190(5) Uani 1 2 d S T P . .
S1 S 0.49626(2) 0.39411(2) 0.53669(2) 0.01960(7) Uani 1 1 d . . . . .
O1A O 0.62013(5) 0.31466(3) 0.80318(5) 0.01673(18) Uani 1 1 d . . . . .
O2A O 0.72621(5) 0.38399(3) 0.74784(6) 0.0211(2) Uani 1 1 d . . . . .
N1A N 0.39070(6) 0.35554(4) 0.56143(6) 0.0175(2) Uani 1 1 d . . . . .
H1A H 0.3830(8) 0.3436(5) 0.5976(9) 0.023(4) Uiso 1 1 d . . . . .
N2A N 0.51033(5) 0.34286(3) 0.65869(6) 0.0141(2) Uani 1 1 d . . . . .
N3A N 0.58570(5) 0.35164(4) 0.68665(6) 0.0148(2) Uani 1 1 d . . . . .
H3A H 0.5935(10) 0.3678(6) 0.6503(11) 0.042(5) Uiso 1 1 d . . . . .
N4A N 0.47540(5) 0.24280(3) 0.66869(6) 0.01374(19) Uani 1 1 d . . . . .
C1A C 0.32769(7) 0.37355(4) 0.49284(7) 0.0160(2) Uani 1 1 d . . . . .
C2A C 0.32152(7) 0.37471(5) 0.41588(8) 0.0206(3) Uani 1 1 d . . . . .
H2AA H 0.360835 0.363690 0.408171 0.025 Uiso 1 1 calc R U . . .
C3A C 0.25774(8) 0.39203(5) 0.35028(9) 0.0273(3) Uani 1 1 d . . . . .
H3AA H 0.254348 0.393775 0.298093 0.033 Uiso 1 1 calc R U . . .
C4A C 0.19889(8) 0.40682(5) 0.36035(9) 0.0287(3) Uani 1 1 d . . . . .
H4AA H 0.155320 0.418643 0.315284 0.034 Uiso 1 1 calc R U . . .
C5A C 0.20410(8) 0.40423(5) 0.43617(9) 0.0275(3) Uani 1 1 d . . . . .
H5AA H 0.163291 0.413573 0.442872 0.033 Uiso 1 1 calc R U . . .
C6A C 0.26814(7) 0.38816(5) 0.50257(8) 0.0232(3) Uani 1 1 d . . . . .
H6AA H 0.271628 0.387063 0.554852 0.028 Uiso 1 1 calc R U . . .
C7A C 0.46500(7) 0.36268(4) 0.58760(7) 0.0146(2) Uani 1 1 d . . . . .
C8A C 0.63683(6) 0.33801(4) 0.75915(7) 0.0146(2) Uani 1 1 d . . . . .
C9A C 0.71432(7) 0.35096(4) 0.78805(7) 0.0178(2) Uani 1 1 d . . . . .
C10A C 0.77990(8) 0.33651(6) 0.84906(9) 0.0353(4) Uani 1 1 d . . . . .
H10A H 0.786874 0.313923 0.885836 0.042 Uiso 1 1 calc R U . . .
C11A C 0.83700(8) 0.36185(7) 0.84760(10) 0.0401(4) Uani 1 1 d . . . . .
H11A H 0.889652 0.359447 0.883561 0.048 Uiso 1 1 calc R U . . .
C12A C 0.80263(7) 0.38957(5) 0.78627(9) 0.0259(3) Uani 1 1 d . . . . .
H12A H 0.827569 0.410269 0.771327 0.031 Uiso 1 1 calc R U . . .
C13A C 0.45128(7) 0.24300(4) 0.58900(7) 0.0167(2) Uani 1 1 d . . . . .
H13A H 0.443385 0.269692 0.562070 0.020 Uiso 1 1 calc R U . . .
C14A C 0.43688(7) 0.20567(4) 0.54257(7) 0.0190(3) Uani 1 1 d . . . . .
H14A H 0.419256 0.207270 0.485440 0.023 Uiso 1 1 calc R U . . .
C15A C 0.44845(7) 0.16692(4) 0.58032(7) 0.0183(2) Uani 1 1 d . . . . .
H15A H 0.439252 0.141329 0.549778 0.022 Uiso 1 1 calc R U . . .
C16A C 0.47420(7) 0.16538(4) 0.66511(7) 0.0151(2) Uani 1 1 d . . . . .
C17A C 0.48682(6) 0.20437(4) 0.70672(7) 0.0129(2) Uani 1 1 d . . . . .
C18A C 0.48770(7) 0.12619(4) 0.70936(7) 0.0183(2) Uani 1 1 d . . . . .
H18A H 0.479238 0.099848 0.681185 0.022 Uiso 1 1 calc R U . . .
C4C C -0.24933(9) 0.42583(7) 0.36034(10) 0.0439(5) Uani 1 1 d . . . . .
H4CA H -0.289712 0.413191 0.364124 0.053 Uiso 1 1 calc R U . . .
C5C C -0.25039(9) 0.46860(7) 0.34475(10) 0.0398(4) Uani 1 1 d . . . . .
H5CA H -0.291877 0.485542 0.337114 0.048 Uiso 1 1 calc R U . . .
C6C C -0.19105(8) 0.48727(6) 0.34009(9) 0.0285(3) Uani 1 1 d . . . . .
H6CA H -0.191747 0.516991 0.330052 0.034 Uiso 1 1 calc R U . . .
C7C C 0.00150(7) 0.48028(4) 0.38572(7) 0.0151(2) Uani 1 1 d . . . . .
C8C C 0.15405(7) 0.52391(4) 0.37476(7) 0.0161(2) Uani 1 1 d . . . . .
C9C C 0.23586(7) 0.52350(4) 0.42641(8) 0.0180(2) Uani 1 1 d . . . . .
C10C C 0.29128(7) 0.54347(5) 0.42025(8) 0.0223(3) Uani 1 1 d . . . . .
H10B H 0.285506 0.562119 0.377688 0.027 Uiso 1 1 calc R U . . .
C11C C 0.36017(7) 0.53108(5) 0.49015(9) 0.0259(3) Uani 1 1 d . . . . .
H11B H 0.409391 0.540078 0.503920 0.031 Uiso 1 1 calc R U . . .
C12C C 0.34130(8) 0.50402(6) 0.53275(9) 0.0313(4) Uani 1 1 d . . . . .
H12B H 0.376348 0.490263 0.582101 0.038 Uiso 1 1 calc R U . . .
C13C C 0.02928(7) 0.60493(5) 0.40611(7) 0.0190(3) Uani 1 1 d . . . . .
H13B H 0.034493 0.578267 0.432396 0.023 Uiso 1 1 calc R U . . .
C14C C 0.03869(7) 0.64239(5) 0.45081(8) 0.0214(3) Uani 1 1 d . . . . .
H14B H 0.050735 0.641002 0.506487 0.026 Uiso 1 1 calc R U . . .
C15C C 0.03034(7) 0.68091(5) 0.41345(8) 0.0208(3) Uani 1 1 d . . . . .
H15B H 0.035108 0.706556 0.442514 0.025 Uiso 1 1 calc R U . . .
C16C C 0.01465(7) 0.68244(4) 0.33163(8) 0.0176(2) Uani 1 1 d . . . . .
C17C C 0.00712(6) 0.64343(4) 0.29167(7) 0.0135(2) Uani 1 1 d . . . . .
C18C C 0.00692(8) 0.72168(4) 0.28901(8) 0.0233(3) Uani 1 1 d . . . . .
H18B H 0.011607 0.748020 0.316083 0.028 Uiso 1 1 calc R U . . .
Mn2 Mn 0.500000 0.37540(2) 0.250000 0.01335(5) Uani 1 2 d S T P . .
S2 S 0.42649(2) 0.27899(2) 0.40297(2) 0.02108(7) Uani 1 1 d . . . . .
O1B O 0.60942(5) 0.36621(3) 0.35897(5) 0.01809(18) Uani 1 1 d . . . . .
O2B O 0.66999(5) 0.32451(3) 0.55909(5) 0.0228(2) Uani 1 1 d . . . . .
N1B N 0.35919(6) 0.31599(4) 0.25319(7) 0.0236(3) Uani 1 1 d . . . . .
H1B H 0.3644(9) 0.3294(6) 0.2186(10) 0.034(5) Uiso 1 1 d . . . . .
N2B N 0.47977(6) 0.33363(3) 0.33334(6) 0.0154(2) Uani 1 1 d . . . . .
N3B N 0.54426(6) 0.33116(4) 0.40916(6) 0.0164(2) Uani 1 1 d . . . . .
H3B H 0.5405(9) 0.3200(6) 0.4508(10) 0.029(5) Uiso 1 1 d . . . . .
N4B N 0.46225(6) 0.43262(3) 0.29224(6) 0.0151(2) Uani 1 1 d . . . . .
C1B C 0.28813(7) 0.29609(4) 0.21738(9) 0.0220(3) Uani 1 1 d . . . . .
C2B C 0.25007(8) 0.28643(5) 0.25935(10) 0.0293(3) Uani 1 1 d . . . . .
H2BA H 0.273107 0.291105 0.316689 0.035 Uiso 1 1 calc R U . . .
C3B C 0.17756(8) 0.26976(6) 0.21608(11) 0.0356(4) Uani 1 1 d . . . . .
H3BA H 0.151395 0.263064 0.244629 0.043 Uiso 1 1 calc R U . . .
C4B C 0.14281(8) 0.26274(6) 0.13278(12) 0.0373(4) Uani 1 1 d . . . . .
H4BA H 0.093324 0.251366 0.104264 0.045 Uiso 1 1 calc R U . . .
C5B C 0.18099(9) 0.27248(5) 0.09147(11) 0.0330(4) Uani 1 1 d . . . . .
H5BA H 0.157596 0.267914 0.034075 0.040 Uiso 1 1 calc R U . . .
C6B C 0.25323(8) 0.28887(5) 0.13334(9) 0.0259(3) Uani 1 1 d . . . . .
H6BA H 0.279234 0.295245 0.104492 0.031 Uiso 1 1 calc R U . . .
C7B C 0.42201(7) 0.31075(4) 0.32757(7) 0.0162(2) Uani 1 1 d . . . . .
C8B C 0.60696(7) 0.34850(4) 0.41841(7) 0.0163(2) Uani 1 1 d . . . . .
C9B C 0.67433(7) 0.34581(4) 0.49801(8) 0.0189(3) Uani 1 1 d . . . . .
C10B C 0.74566(8) 0.35943(5) 0.52475(8) 0.0257(3) Uani 1 1 d . . . . .
H10C H 0.763390 0.375068 0.494386 0.031 Uiso 1 1 calc R U . . .
C11B C 0.78853(8) 0.34564(6) 0.60725(9) 0.0290(3) Uani 1 1 d . . . . .
H11C H 0.840706 0.350287 0.643021 0.035 Uiso 1 1 calc R U . . .
C12B C 0.74083(8) 0.32466(5) 0.62500(8) 0.0257(3) Uani 1 1 d . . . . .
H12C H 0.754660 0.311788 0.676287 0.031 Uiso 1 1 calc R U . . .
C13B C 0.42647(7) 0.43232(4) 0.33482(7) 0.0189(2) Uani 1 1 d . . . . .
H13C H 0.414063 0.405558 0.348683 0.023 Uiso 1 1 calc R U . . .
C14B C 0.40601(7) 0.46940(5) 0.36043(8) 0.0218(3) Uani 1 1 d . . . . .
H14C H 0.380484 0.467725 0.391006 0.026 Uiso 1 1 calc R U . . .
C15B C 0.42345(8) 0.50808(5) 0.34061(8) 0.0224(3) Uani 1 1 d . . . . .
H15C H 0.410172 0.533655 0.357457 0.027 Uiso 1 1 calc R U . . .
C16B C 0.46122(7) 0.50982(4) 0.29507(7) 0.0177(2) Uani 1 1 d . . . . .
C17B C 0.47993(6) 0.47098(4) 0.27269(7) 0.0140(2) Uani 1 1 d . . . . .
C18B C 0.48168(8) 0.54882(4) 0.27162(8) 0.0235(3) Uani 1 1 d . . . . .
H18C H 0.469252 0.575211 0.286752 0.028 Uiso 1 1 calc R U . . .
Mn3 Mn 0.000000 0.54731(2) 0.250000 0.01349(5) Uani 1 2 d S T P . .
S3 S 0.04642(2) 0.45073(2) 0.47278(2) 0.01692(6) Uani 1 1 d . . . . .
O1C O 0.12357(5) 0.54230(3) 0.30558(5) 0.01694(18) Uani 1 1 d . . . . .
O2C O 0.26534(5) 0.49900(4) 0.49565(6) 0.0285(2) Uani 1 1 d . . . . .
N1C N -0.07486(6) 0.48255(4) 0.33852(7) 0.0196(2) Uani 1 1 d . . . . .
H1C H -0.0912(9) 0.5016(6) 0.3017(10) 0.025(4) Uiso 1 1 d . . . . .
N2C N 0.03609(6) 0.50471(4) 0.35572(6) 0.0170(2) Uani 1 1 d . . . . .
N3C N 0.11393(6) 0.50497(4) 0.40335(7) 0.0176(2) Uani 1 1 d . . . . .
H3C H 0.1329(10) 0.4915(6) 0.4504(11) 0.037(5) Uiso 1 1 d . . . . .
N4C N 0.01336(5) 0.60517(3) 0.32839(6) 0.0143(2) Uani 1 1 d . . . . .
C1C C -0.13067(7) 0.46259(5) 0.35007(7) 0.0186(3) Uani 1 1 d . . . . .
C2C C -0.13007(8) 0.41932(5) 0.36449(8) 0.0256(3) Uani 1 1 d . . . . .
H2CA H -0.089582 0.402041 0.370249 0.031 Uiso 1 1 calc R U . . .
C3C C -0.18958(9) 0.40127(6) 0.37049(9) 0.0369(4) Uani 1 1 d . . . . .
H3CA H -0.188794 0.371688 0.381714 0.044 Uiso 1 1 calc R U . . .
O1WA O 0.74834(14) 0.23541(9) 0.97030(19) 0.0597(8) Uani 0.5532(16) 1 d D U P A
1
H1W1 H 0.730(2) 0.2124(8) 0.9758(19) 0.090 Uiso 0.5532(16) 1 d D U P A 1
H1W2 H 0.718(2) 0.2425(10) 0.9233(13) 0.090 Uiso 0.5532(16) 1 d D U P A 1
O1WB O 0.7356(4) 0.2544(3) 0.9111(5) 0.0365(16) Uani 0.1438(16) 1 d D U P B 2
H1W3 H 0.726(2) 0.2706(10) 0.939(2) 0.055 Uiso 0.1438(16) 1 d D U P B 2
H1W4 H 0.7023(19) 0.2360(9) 0.898(3) 0.055 Uiso 0.1438(16) 1 d D U P B 2
O1WC O 0.7017(4) 0.2076(3) 0.9287(6) 0.054(2) Uani 0.1639(16) 1 d D U P C 3
H1W5 H 0.725(9) 0.2078(15) 0.9786(11) 0.081 Uiso 0.1639(16) 1 d D U P C 3
H1W6 H 0.699(8) 0.2324(8) 0.914(2) 0.081 Uiso 0.1639(16) 1 d D U P C 3
O1WD O 0.7934(5) 0.2367(3) 0.9531(6) 0.048(2) Uani 0.1404(16) 1 d D U P D 4
H1W7 H 0.792(3) 0.2216(12) 0.9882(18) 0.072 Uiso 0.1404(16) 1 d D U P D 4
H1W8 H 0.7529(16) 0.2493(13) 0.932(3) 0.072 Uiso 0.1404(16) 1 d D U P D 4


_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 O1A 2.1900(8) . ?
Mn1 O1A 2.1900(8) 2_656 ?
Mn1 N2A 2.2551(10) . ?
Mn1 N2A 2.2551(10) 2_656 ?
Mn1 N4A 2.2678(11) . ?
Mn1 N4A 2.2678(11) 2_656 ?
S1 C7A 1.7033(13) . ?
O1A C8A 1.2718(15) . ?
O2A C12A 1.3708(16) . ?
O2A C9A 1.3733(16) . ?
N1A C7A 1.3648(15) . ?
N1A C1A 1.4138(15) . ?
N1A H1A 0.857(17) . ?
N2A C7A 1.3439(15) . ?
N2A N3A 1.3883(14) . ?
N3A C8A 1.3130(15) . ?
N3A H3A 0.93(2) . ?
N4A C13A 1.3250(15) . ?
N4A C17A 1.3614(16) . ?
C1A C2A 1.3887(18) . ?
C1A C6A 1.3957(18) . ?
C2A C3A 1.3880(19) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.388(2) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.378(2) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.3822(19) . ?
C5A H5AA 0.9500 . ?
C6A H6AA 0.9500 . ?
C8A C9A 1.4564(17) . ?
C9A C10A 1.3409(19) . ?
C10A C11A 1.424(2) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.333(2) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A C14A 1.4018(18) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.3677(19) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.4103(17) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.4049(17) . ?
C16A C18A 1.4324(18) . ?
C17A C17A 1.438(2) 2_656 ?
C18A C18A 1.352(2) 2_656 ?
C18A H18A 0.9500 . ?
C4C C5C 1.371(3) . ?
C4C C3C 1.376(3) . ?
C4C H4CA 0.9500 . ?
C5C C6C 1.389(2) . ?
C5C H5CA 0.9500 . ?
C6C C1C 1.389(2) . ?
C6C H6CA 0.9500 . ?
C7C N2C 1.3417(16) . ?
C7C N1C 1.3642(16) . ?
C7C S3 1.7010(12) . ?
C8C O1C 1.2690(15) . ?
C8C N3C 1.3233(16) . ?
C8C C9C 1.4615(17) . ?
C9C C10C 1.3494(19) . ?
C9C O2C 1.3679(16) . ?
C10C C11C 1.4254(19) . ?
C10C H10B 0.9500 . ?
C11C C12C 1.348(2) . ?
C11C H11B 0.9500 . ?
C12C O2C 1.3615(17) . ?
C12C H12B 0.9500 . ?
C13C N4C 1.3302(15) . ?
C13C C14C 1.401(2) . ?
C13C H13B 0.9500 . ?
C14C C15C 1.365(2) . ?
C14C H14B 0.9500 . ?
C15C C16C 1.4077(18) . ?
C15C H15B 0.9500 . ?
C16C C17C 1.4037(18) . ?
C16C C18C 1.4339(19) . ?
C17C N4C 1.3586(16) . ?
C17C C17C 1.445(2) 2 ?
C18C C18C 1.349(3) 2 ?
C18C H18B 0.9500 . ?
Mn2 O1B 2.1802(9) 2_655 ?
Mn2 O1B 2.1802(9) . ?
Mn2 N2B 2.2321(11) 2_655 ?
Mn2 N2B 2.2322(11) . ?
Mn2 N4B 2.2482(11) 2_655 ?
Mn2 N4B 2.2482(11) . ?
S2 C7B 1.6971(13) . ?
O1B C8B 1.2707(15) . ?
O2B C12B 1.3633(16) . ?
O2B C9B 1.3686(16) . ?
N1B C7B 1.3621(16) . ?
N1B C1B 1.4101(17) . ?
N1B H1B 0.825(18) . ?
N2B C7B 1.3401(16) . ?
N2B N3B 1.3848(14) . ?
N3B C8B 1.3230(16) . ?
N3B H3B 0.895(17) . ?
N4B C13B 1.3249(16) . ?
N4B C17B 1.3585(16) . ?
C1B C2B 1.388(2) . ?
C1B C6B 1.393(2) . ?
C2B C3B 1.393(2) . ?
C2B H2BA 0.9500 . ?
C3B C4B 1.380(3) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.381(3) . ?
C4B H4BA 0.9500 . ?
C5B C6B 1.384(2) . ?
C5B H5BA 0.9500 . ?
C6B H6BA 0.9500 . ?
C8B C9B 1.4509(17) . ?
C9B C10B 1.3560(19) . ?
C10B C11B 1.420(2) . ?
C10B H10C 0.9500 . ?
C11B C12B 1.348(2) . ?
C11B H11C 0.9500 . ?
C12B H12C 0.9500 . ?
C13B C14B 1.3995(19) . ?
C13B H13C 0.9500 . ?
C14B C15B 1.367(2) . ?
C14B H14C 0.9500 . ?
C15B C16B 1.4096(18) . ?
C15B H15C 0.9500 . ?
C16B C17B 1.4023(18) . ?
C16B C18B 1.4311(19) . ?
C17B C17B 1.447(2) 2_655 ?
C18B C18B 1.351(3) 2_655 ?
C18B H18C 0.9500 . ?
Mn3 N2C 2.1971(11) 2 ?
Mn3 N2C 2.1971(11) . ?
Mn3 O1C 2.2121(9) 2 ?
Mn3 O1C 2.2121(9) . ?
Mn3 N4C 2.2671(11) 2 ?
Mn3 N4C 2.2672(11) . ?
N1C C1C 1.4097(16) . ?
N1C H1C 0.848(17) . ?
N2C N3C 1.3882(14) . ?
N3C H3C 0.878(18) . ?
C1C C2C 1.383(2) . ?
C2C C3C 1.397(2) . ?
C2C H2CA 0.9500 . ?
C3C H3CA 0.9500 . ?
O1WA O1WA 1.419(6) 7_657 ?
O1WA H1W1 0.841(17) . ?
O1WA H1W2 0.820(16) . ?
O1WB H1W3 0.828(19) . ?
O1WB H1W4 0.831(19) . ?
O1WC H1W5 0.815(17) . ?
O1WC H1W6 0.816(18) . ?
O1WD H1W7 0.823(19) . ?
O1WD H1W8 0.819(18) . ?

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
O1A Mn1 O1A 157.17(5) . 2_656 ?
O1A Mn1 N2A 74.06(3) . . ?
O1A Mn1 N2A 92.49(3) 2_656 . ?
O1A Mn1 N2A 92.49(3) . 2_656 ?
O1A Mn1 N2A 74.06(3) 2_656 2_656 ?
N2A Mn1 N2A 108.49(6) . 2_656 ?
O1A Mn1 N4A 106.94(4) . . ?
O1A Mn1 N4A 91.51(3) 2_656 . ?
N2A Mn1 N4A 91.68(4) . . ?
N2A Mn1 N4A 155.36(4) 2_656 . ?
O1A Mn1 N4A 91.51(3) . 2_656 ?
O1A Mn1 N4A 106.94(4) 2_656 2_656 ?
N2A Mn1 N4A 155.36(4) . 2_656 ?
N2A Mn1 N4A 91.68(4) 2_656 2_656 ?
N4A Mn1 N4A 73.20(5) . 2_656 ?
C8A O1A Mn1 114.76(7) . . ?
C12A O2A C9A 105.81(10) . . ?
C7A N1A C1A 127.84(11) . . ?
C7A N1A H1A 113.3(10) . . ?
C1A N1A H1A 117.2(10) . . ?
C7A N2A N3A 112.05(10) . . ?
C7A N2A Mn1 138.48(8) . . ?
N3A N2A Mn1 109.42(7) . . ?
C8A N3A N2A 119.58(10) . . ?
C8A N3A H3A 127.2(11) . . ?
N2A N3A H3A 113.2(11) . . ?
C13A N4A C17A 117.97(11) . . ?
C13A N4A Mn1 126.33(9) . . ?
C17A N4A Mn1 115.71(7) . . ?
C2A C1A C6A 119.49(11) . . ?
C2A C1A N1A 122.17(11) . . ?
C6A C1A N1A 118.22(11) . . ?
C3A C2A C1A 119.79(13) . . ?
C3A C2A H2AA 120.1 . . ?
C1A C2A H2AA 120.1 . . ?
C4A C3A C2A 120.49(13) . . ?
C4A C3A H3AA 119.8 . . ?
C2A C3A H3AA 119.8 . . ?
C5A C4A C3A 119.53(13) . . ?
C5A C4A H4AA 120.2 . . ?
C3A C4A H4AA 120.2 . . ?
C4A C5A C6A 120.61(13) . . ?
C4A C5A H5AA 119.7 . . ?
C6A C5A H5AA 119.7 . . ?
C5A C6A C1A 120.02(13) . . ?
C5A C6A H6AA 120.0 . . ?
C1A C6A H6AA 120.0 . . ?
N2A C7A N1A 112.34(11) . . ?
N2A C7A S1 124.07(9) . . ?
N1A C7A S1 123.58(9) . . ?
O1A C8A N3A 122.03(11) . . ?
O1A C8A C9A 120.73(10) . . ?
N3A C8A C9A 117.24(11) . . ?
C10A C9A O2A 110.55(12) . . ?
C10A C9A C8A 131.97(13) . . ?
O2A C9A C8A 117.48(11) . . ?
C9A C10A C11A 106.15(14) . . ?
C9A C10A H10A 126.9 . . ?
C11A C10A H10A 126.9 . . ?
C12A C11A C10A 107.09(13) . . ?
C12A C11A H11A 126.5 . . ?
C10A C11A H11A 126.5 . . ?
C11A C12A O2A 110.40(13) . . ?
C11A C12A H12A 124.8 . . ?
O2A C12A H12A 124.8 . . ?
N4A C13A C14A 123.08(12) . . ?
N4A C13A H13A 118.5 . . ?
C14A C13A H13A 118.5 . . ?
C15A C14A C13A 119.35(11) . . ?
C15A C14A H14A 120.3 . . ?
C13A C14A H14A 120.3 . . ?
C14A C15A C16A 119.25(12) . . ?
C14A C15A H15A 120.4 . . ?
C16A C15A H15A 120.4 . . ?
C17A C16A C15A 117.54(11) . . ?
C17A C16A C18A 119.62(11) . . ?
C15A C16A C18A 122.84(12) . . ?
N4A C17A C16A 122.81(10) . . ?
N4A C17A C17A 117.70(6) . 2_656 ?
C16A C17A C17A 119.50(7) . 2_656 ?
C18A C18A C16A 120.89(7) 2_656 . ?
C18A C18A H18A 119.6 2_656 . ?
C16A C18A H18A 119.6 . . ?
C5C C4C C3C 119.77(15) . . ?
C5C C4C H4CA 120.1 . . ?
C3C C4C H4CA 120.1 . . ?
C4C C5C C6C 120.26(17) . . ?
C4C C5C H5CA 119.9 . . ?
C6C C5C H5CA 119.9 . . ?
C5C C6C C1C 120.21(16) . . ?
C5C C6C H6CA 119.9 . . ?
C1C C6C H6CA 119.9 . . ?
N2C C7C N1C 111.66(11) . . ?
N2C C7C S3 124.70(9) . . ?
N1C C7C S3 123.63(10) . . ?
O1C C8C N3C 122.07(11) . . ?
O1C C8C C9C 120.37(11) . . ?
N3C C8C C9C 117.56(11) . . ?
C10C C9C O2C 110.40(11) . . ?
C10C C9C C8C 132.33(12) . . ?
O2C C9C C8C 117.27(11) . . ?
C9C C10C C11C 106.49(13) . . ?
C9C C10C H10B 126.8 . . ?
C11C C10C H10B 126.8 . . ?
C12C C11C C10C 106.03(12) . . ?
C12C C11C H11B 127.0 . . ?
C10C C11C H11B 127.0 . . ?
C11C C12C O2C 110.99(13) . . ?
C11C C12C H12B 124.5 . . ?
O2C C12C H12B 124.5 . . ?
N4C C13C C14C 122.69(13) . . ?
N4C C13C H13B 118.7 . . ?
C14C C13C H13B 118.7 . . ?
C15C C14C C13C 119.25(12) . . ?
C15C C14C H14B 120.4 . . ?
C13C C14C H14B 120.4 . . ?
C14C C15C C16C 119.68(13) . . ?
C14C C15C H15B 120.2 . . ?
C16C C15C H15B 120.2 . . ?
C17C C16C C15C 117.40(12) . . ?
C17C C16C C18C 119.78(11) . . ?
C15C C16C C18C 122.82(12) . . ?
N4C C17C C16C 122.70(11) . . ?
N4C C17C C17C 117.95(6) . 2 ?
C16C C17C C17C 119.34(7) . 2 ?
C18C C18C C16C 120.87(7) 2 . ?
C18C C18C H18B 119.6 2 . ?
C16C C18C H18B 119.6 . . ?
O1B Mn2 O1B 164.81(5) 2_655 . ?
O1B Mn2 N2B 73.97(3) 2_655 2_655 ?
O1B Mn2 N2B 96.96(4) . 2_655 ?
O1B Mn2 N2B 96.96(4) 2_655 . ?
O1B Mn2 N2B 73.97(3) . . ?
N2B Mn2 N2B 108.12(6) 2_655 . ?
O1B Mn2 N4B 98.40(4) 2_655 2_655 ?
O1B Mn2 N4B 93.72(4) . 2_655 ?
N2B Mn2 N4B 90.32(4) 2_655 2_655 ?
N2B Mn2 N4B 158.69(4) . 2_655 ?
O1B Mn2 N4B 93.72(4) 2_655 . ?
O1B Mn2 N4B 98.40(4) . . ?
N2B Mn2 N4B 158.70(4) 2_655 . ?
N2B Mn2 N4B 90.31(4) . . ?
N4B Mn2 N4B 74.06(5) 2_655 . ?
C8B O1B Mn2 114.51(8) . . ?
C12B O2B C9B 106.25(11) . . ?
C7B N1B C1B 131.52(12) . . ?
C7B N1B H1B 116.5(12) . . ?
C1B N1B H1B 110.8(12) . . ?
C7B N2B N3B 113.98(10) . . ?
C7B N2B Mn2 136.02(8) . . ?
N3B N2B Mn2 110.00(7) . . ?
C8B N3B N2B 118.71(10) . . ?
C8B N3B H3B 122.9(10) . . ?
N2B N3B H3B 118.1(10) . . ?
C13B N4B C17B 118.04(11) . . ?
C13B N4B Mn2 126.62(9) . . ?
C17B N4B Mn2 115.32(8) . . ?
C2B C1B C6B 119.46(13) . . ?
C2B C1B N1B 124.12(13) . . ?
C6B C1B N1B 116.26(13) . . ?
C1B C2B C3B 118.97(15) . . ?
C1B C2B H2BA 120.5 . . ?
C3B C2B H2BA 120.5 . . ?
C4B C3B C2B 121.63(16) . . ?
C4B C3B H3BA 119.2 . . ?
C2B C3B H3BA 119.2 . . ?
C3B C4B C5B 119.05(14) . . ?
C3B C4B H4BA 120.5 . . ?
C5B C4B H4BA 120.5 . . ?
C4B C5B C6B 120.27(16) . . ?
C4B C5B H5BA 119.9 . . ?
C6B C5B H5BA 119.9 . . ?
C5B C6B C1B 120.61(15) . . ?
C5B C6B H6BA 119.7 . . ?
C1B C6B H6BA 119.7 . . ?
N2B C7B N1B 111.39(11) . . ?
N2B C7B S2 124.43(9) . . ?
N1B C7B S2 124.18(10) . . ?
O1B C8B N3B 121.44(11) . . ?
O1B C8B C9B 120.09(11) . . ?
N3B C8B C9B 118.44(11) . . ?
C10B C9B O2B 110.31(11) . . ?
C10B C9B C8B 131.54(13) . . ?
O2B C9B C8B 118.08(11) . . ?
C9B C10B C11B 106.20(13) . . ?
C9B C10B H10C 126.9 . . ?
C11B C10B H10C 126.9 . . ?
C12B C11B C10B 106.69(12) . . ?
C12B C11B H11C 126.7 . . ?
C10B C11B H11C 126.7 . . ?
C11B C12B O2B 110.54(13) . . ?
C11B C12B H12C 124.7 . . ?
O2B C12B H12C 124.7 . . ?
N4B C13B C14B 123.40(12) . . ?
N4B C13B H13C 118.3 . . ?
C14B C13B H13C 118.3 . . ?
C15B C14B C13B 118.75(12) . . ?
C15B C14B H14C 120.6 . . ?
C13B C14B H14C 120.6 . . ?
C14B C15B C16B 119.67(12) . . ?
C14B C15B H15C 120.2 . . ?
C16B C15B H15C 120.2 . . ?
C17B C16B C15B 117.48(12) . . ?
C17B C16B C18B 119.03(12) . . ?
C15B C16B C18B 123.49(12) . . ?
N4B C17B C16B 122.66(11) . . ?
N4B C17B C17B 117.65(7) . 2_655 ?
C16B C17B C17B 119.69(7) . 2_655 ?
C18B C18B C16B 121.27(8) 2_655 . ?
C18B C18B H18C 119.4 2_655 . ?
C16B C18B H18C 119.4 . . ?
N2C Mn3 N2C 105.09(6) 2 . ?
N2C Mn3 O1C 74.66(4) 2 2 ?
N2C Mn3 O1C 100.26(4) . 2 ?
N2C Mn3 O1C 100.26(4) 2 . ?
N2C Mn3 O1C 74.66(4) . . ?
O1C Mn3 O1C 171.86(5) 2 . ?
N2C Mn3 N4C 91.17(4) 2 2 ?
N2C Mn3 N4C 162.37(4) . 2 ?
O1C Mn3 N4C 90.44(3) 2 2 ?
O1C Mn3 N4C 96.09(3) . 2 ?
N2C Mn3 N4C 162.37(4) 2 . ?
N2C Mn3 N4C 91.18(4) . . ?
O1C Mn3 N4C 96.08(3) 2 . ?
O1C Mn3 N4C 90.44(3) . . ?
N4C Mn3 N4C 73.66(5) 2 . ?
C8C O1C Mn3 112.56(8) . . ?
C12C O2C C9C 106.07(11) . . ?
C7C N1C C1C 129.11(11) . . ?
C7C N1C H1C 115.5(11) . . ?
C1C N1C H1C 114.6(11) . . ?
C7C N2C N3C 114.05(10) . . ?
C7C N2C Mn3 135.74(8) . . ?
N3C N2C Mn3 110.16(8) . . ?
C8C N3C N2C 119.00(10) . . ?
C8C N3C H3C 124.8(12) . . ?
N2C N3C H3C 116.1(12) . . ?
C13C N4C C17C 118.25(11) . . ?
C13C N4C Mn3 126.47(9) . . ?
C17C N4C Mn3 115.22(8) . . ?
C2C C1C C6C 119.62(13) . . ?
C2C C1C N1C 122.44(13) . . ?
C6C C1C N1C 117.74(13) . . ?
C1C C2C C3C 119.33(15) . . ?
C1C C2C H2CA 120.3 . . ?
C3C C2C H2CA 120.3 . . ?
C4C C3C C2C 120.79(16) . . ?
C4C C3C H3CA 119.6 . . ?
C2C C3C H3CA 119.6 . . ?
O1WA O1WA H1W1 108(3) 7_657 . ?
O1WA O1WA H1W2 113(3) 7_657 . ?
H1W1 O1WA H1W2 103(2) . . ?
H1W3 O1WB H1W4 102(3) . . ?
H1W5 O1WC H1W6 106(3) . . ?
H1W7 O1WD H1W8 104(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7A N2A N3A C8A 173.55(11) . . . . ?
Mn1 N2A N3A C8A -4.30(14) . . . . ?
C7A N1A C1A C2A 48.3(2) . . . . ?
C7A N1A C1A C6A -135.62(14) . . . . ?
C6A C1A C2A C3A 2.8(2) . . . . ?
N1A C1A C2A C3A 178.74(13) . . . . ?
C1A C2A C3A C4A -2.3(2) . . . . ?
C2A C3A C4A C5A 0.0(2) . . . . ?
C3A C4A C5A C6A 1.8(2) . . . . ?
C4A C5A C6A C1A -1.3(2) . . . . ?
C2A C1A C6A C5A -1.0(2) . . . . ?
N1A C1A C6A C5A -177.10(13) . . . . ?
N3A N2A C7A N1A -177.57(10) . . . . ?
Mn1 N2A C7A N1A -0.62(19) . . . . ?
N3A N2A C7A S1 1.14(15) . . . . ?
Mn1 N2A C7A S1 178.08(7) . . . . ?
C1A N1A C7A N2A 175.17(12) . . . . ?
C1A N1A C7A S1 -3.54(19) . . . . ?
Mn1 O1A C8A N3A -1.66(16) . . . . ?
Mn1 O1A C8A C9A 177.91(9) . . . . ?
N2A N3A C8A O1A 4.28(18) . . . . ?
N2A N3A C8A C9A -175.31(11) . . . . ?
C12A O2A C9A C10A 0.25(16) . . . . ?
C12A O2A C9A C8A -179.75(12) . . . . ?
O1A C8A C9A C10A 15.6(2) . . . . ?
N3A C8A C9A C10A -164.81(16) . . . . ?
O1A C8A C9A O2A -164.39(11) . . . . ?
N3A C8A C9A O2A 15.20(18) . . . . ?
O2A C9A C10A C11A 0.0(2) . . . . ?
C8A C9A C10A C11A 179.99(15) . . . . ?
C9A C10A C11A C12A -0.2(2) . . . . ?
C10A C11A C12A O2A 0.4(2) . . . . ?
C9A O2A C12A C11A -0.40(18) . . . . ?
C17A N4A C13A C14A 0.25(18) . . . . ?
Mn1 N4A C13A C14A -179.65(9) . . . . ?
N4A C13A C14A C15A -0.5(2) . . . . ?
C13A C14A C15A C16A 0.39(19) . . . . ?
C14A C15A C16A C17A -0.09(18) . . . . ?
C14A C15A C16A C18A 179.96(12) . . . . ?
C13A N4A C17A C16A 0.07(17) . . . . ?
Mn1 N4A C17A C16A 179.98(9) . . . . ?
C13A N4A C17A C17A 179.84(13) . . . 2_656 ?
Mn1 N4A C17A C17A -0.24(17) . . . 2_656 ?
C15A C16A C17A N4A -0.15(18) . . . . ?
C18A C16A C17A N4A 179.80(11) . . . . ?
C15A C16A C17A C17A -179.92(13) . . . 2_656 ?
C18A C16A C17A C17A 0.0(2) . . . 2_656 ?
C17A C16A C18A C18A 0.1(2) . . . 2_656 ?
C15A C16A C18A C18A -179.93(15) . . . 2_656 ?
C3C C4C C5C C6C -0.7(2) . . . . ?
C4C C5C C6C C1C 0.9(2) . . . . ?
O1C C8C C9C C10C 8.0(2) . . . . ?
N3C C8C C9C C10C -171.22(15) . . . . ?
O1C C8C C9C O2C -172.59(12) . . . . ?
N3C C8C C9C O2C 8.14(18) . . . . ?
O2C C9C C10C C11C -0.36(16) . . . . ?
C8C C9C C10C C11C 179.04(14) . . . . ?
C9C C10C C11C C12C 0.90(17) . . . . ?
C10C C11C C12C O2C -1.14(19) . . . . ?
N4C C13C C14C C15C 0.88(19) . . . . ?
C13C C14C C15C C16C -1.84(19) . . . . ?
C14C C15C C16C C17C 0.97(18) . . . . ?
C14C C15C C16C C18C -178.48(12) . . . . ?
C15C C16C C17C N4C 0.92(18) . . . . ?
C18C C16C C17C N4C -179.61(11) . . . . ?
C15C C16C C17C C17C -178.46(13) . . . 2 ?
C18C C16C C17C C17C 1.0(2) . . . 2 ?
C17C C16C C18C C18C -0.5(2) . . . 2 ?
C15C C16C C18C C18C 178.89(16) . . . 2 ?
C7B N2B N3B C8B 172.28(12) . . . . ?
Mn2 N2B N3B C8B -7.24(14) . . . . ?
C7B N1B C1B C2B 40.4(2) . . . . ?
C7B N1B C1B C6B -144.27(15) . . . . ?
C6B C1B C2B C3B -0.1(2) . . . . ?
N1B C1B C2B C3B 175.04(14) . . . . ?
C1B C2B C3B C4B -0.1(3) . . . . ?
C2B C3B C4B C5B 0.0(3) . . . . ?
C3B C4B C5B C6B 0.3(3) . . . . ?
C4B C5B C6B C1B -0.5(2) . . . . ?
C2B C1B C6B C5B 0.5(2) . . . . ?
N1B C1B C6B C5B -175.09(14) . . . . ?
N3B N2B C7B N1B 177.06(11) . . . . ?
Mn2 N2B C7B N1B -3.59(18) . . . . ?
N3B N2B C7B S2 -3.33(16) . . . . ?
Mn2 N2B C7B S2 176.03(7) . . . . ?
C1B N1B C7B N2B 174.13(14) . . . . ?
C1B N1B C7B S2 -5.5(2) . . . . ?
Mn2 O1B C8B N3B 10.35(16) . . . . ?
Mn2 O1B C8B C9B -171.50(9) . . . . ?
N2B N3B C8B O1B -1.83(19) . . . . ?
N2B N3B C8B C9B 179.99(11) . . . . ?
C12B O2B C9B C10B -0.62(16) . . . . ?
C12B O2B C9B C8B 176.74(12) . . . . ?
O1B C8B C9B C10B 0.1(2) . . . . ?
N3B C8B C9B C10B 178.26(15) . . . . ?
O1B C8B C9B O2B -176.64(12) . . . . ?
N3B C8B C9B O2B 1.56(18) . . . . ?
O2B C9B C10B C11B 0.33(17) . . . . ?
C8B C9B C10B C11B -176.56(15) . . . . ?
C9B C10B C11B C12B 0.09(18) . . . . ?
C10B C11B C12B O2B -0.48(18) . . . . ?
C9B O2B C12B C11B 0.68(17) . . . . ?
C17B N4B C13B C14B 0.09(18) . . . . ?
Mn2 N4B C13B C14B 178.67(9) . . . . ?
N4B C13B C14B C15B 0.2(2) . . . . ?
C13B C14B C15B C16B 0.12(19) . . . . ?
C14B C15B C16B C17B -0.60(18) . . . . ?
C14B C15B C16B C18B 180.00(13) . . . . ?
C13B N4B C17B C16B -0.62(17) . . . . ?
Mn2 N4B C17B C16B -179.36(9) . . . . ?
C13B N4B C17B C17B 179.03(13) . . . 2_655 ?
Mn2 N4B C17B C17B 0.29(16) . . . 2_655 ?
C15B C16B C17B N4B 0.88(18) . . . . ?
C18B C16B C17B N4B -179.70(11) . . . . ?
C15B C16B C17B C17B -178.77(13) . . . 2_655 ?
C18B C16B C17B C17B 0.7(2) . . . 2_655 ?
C17B C16B C18B C18B 0.2(2) . . . 2_655 ?
C15B C16B C18B C18B 179.56(16) . . . 2_655 ?
N3C C8C O1C Mn3 8.72(16) . . . . ?
C9C C8C O1C Mn3 -170.51(9) . . . . ?
C11C C12C O2C C9C 0.93(18) . . . . ?
C10C C9C O2C C12C -0.32(16) . . . . ?
C8C C9C O2C C12C -179.82(13) . . . . ?
N2C C7C N1C C1C -178.48(13) . . . . ?
S3 C7C N1C C1C 0.4(2) . . . . ?
N1C C7C N2C N3C 177.45(11) . . . . ?
S3 C7C N2C N3C -1.41(16) . . . . ?
N1C C7C N2C Mn3 0.19(18) . . . . ?
S3 C7C N2C Mn3 -178.67(7) . . . . ?
O1C C8C N3C N2C 0.89(19) . . . . ?
C9C C8C N3C N2C -179.86(11) . . . . ?
C7C N2C N3C C8C 172.14(12) . . . . ?
Mn3 N2C N3C C8C -9.89(14) . . . . ?
C14C C13C N4C C17C 0.97(18) . . . . ?
C14C C13C N4C Mn3 178.11(9) . . . . ?
C16C C17C N4C C13C -1.88(17) . . . . ?
C17C C17C N4C C13C 177.51(13) 2 . . . ?
C16C C17C N4C Mn3 -179.34(9) . . . . ?
C17C C17C N4C Mn3 0.06(16) 2 . . . ?
C5C C6C C1C C2C 0.1(2) . . . . ?
C5C C6C C1C N1C 175.25(13) . . . . ?
C7C N1C C1C C2C -50.9(2) . . . . ?
C7C N1C C1C C6C 134.18(15) . . . . ?
C6C C1C C2C C3C -1.3(2) . . . . ?
N1C C1C C2C C3C -176.20(13) . . . . ?
C5C C4C C3C C2C -0.5(2) . . . . ?
C1C C2C C3C C4C 1.5(2) . . . . ?

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
N1A H1A O1A 0.857(17) 2.103(17) 2.9539(14) 172.3(14) 2_656 yes
N3A H3A S1 0.93(2) 2.234(18) 2.8221(11) 120.7(14) . yes
C2A H2AA S2 0.95 3.00 3.7683(15) 138.9 . yes
C10A H10A O1WB^b 0.95 2.30 3.140(8) 146.6 . yes
C12A H12A O1C 0.95 2.59 3.5219(18) 165.4 5_666 yes
C13A H13A S2 0.95 2.85 3.4646(13) 123.3 . yes
C14A H14A S2 0.95 2.78 3.4157(13) 125.3 . yes
N1B H1B O1B 0.825(18) 2.125(19) 2.9456(15) 173.2(16) 2_655 yes
N3B H3B S2 0.895(17) 2.414(16) 2.8666(11) 111.6(12) . yes
C2B H2BA S2 0.95 2.75 3.2754(15) 115.3 . yes
C2B H2BA O1WD^d 0.95 2.54 3.373(10) 146.4 8_455 yes
N1C H1C O1C 0.848(17) 2.193(17) 3.0285(14) 168.0(16) 2 yes
N3C H3C S3 0.878(18) 2.383(19) 2.8788(12) 116.0(14) . yes
O1WB^b H1W3^b O1WB^b 0.828(19) 2.64(4) 3.104(15) 117(3) 7_657 yes

_refine_diff_density_max         0.647
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.076

