# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_k33k
_database_code_depnum_ccdc_archive 'CCDC 1874429'
loop_
_audit_author_name
_audit_author_address
'Victor Day'
;University of Kansas
United States of America
;
_audit_update_record             
;
2018-10-21 deposited with the CCDC.	2019-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17.50 H19.50 F3 Mn0.50 N3.50 O4 S'
_chemical_formula_weight         459.39

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'
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'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   19.166(2)
_cell_length_b                   19.200(2)
_cell_length_c                   11.2881(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4153.9(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    228(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.63

_exptl_crystal_description       'Rectangular parallepiped'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_F_000             1892
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.502
_shelx_estimated_absorpt_T_min   0.806
_shelx_estimated_absorpt_T_max   0.915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      228(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55690
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.125
_diffrn_reflns_theta_max         28.280
_diffrn_reflns_theta_full        27.500
_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             5299
_reflns_number_gt                3896
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0661P)²+3.4028P] 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         5299
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1445
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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 0.48627(2) 0.2500 0.32447(4) 0.03151(14) Uani 1 2 d S T P . .
O1W O 0.58838(14) 0.2500 0.2602(3) 0.0513(7) Uani 1 2 d S T P . .
H1W H 0.6118(13) 0.2126(13) 0.245(2) 0.035(7) Uiso 1 1 d . . . . .
N1 N 0.36859(13) 0.2500 0.3903(2) 0.0311(5) Uani 1 2 d S T P . .
N2 N 0.42616(10) 0.17529(10) 0.20248(17) 0.0349(4) Uani 1 1 d . . . . .
N3 N 0.48338(10) 0.16571(10) 0.45544(18) 0.0363(4) Uani 1 1 d . . . . .
N4 N 0.42200(11) 0.10003(10) 0.58036(18) 0.0388(4) Uani 1 1 d . . . . .
C1 C 0.33333(16) 0.2500 0.2728(3) 0.0313(6) Uani 1 2 d S T P . .
H1 H 0.282(2) 0.2500 0.282(3) 0.039(10) Uiso 1 2 d S . P . .
C2 C 0.35492(12) 0.18592(14) 0.4596(2) 0.0377(5) Uani 1 1 d . . . . .
H2A H 0.3295(14) 0.1538(14) 0.412(2) 0.041(7) Uiso 1 1 d . . . . .
H2B H 0.3280(16) 0.1995(16) 0.528(3) 0.057(9) Uiso 1 1 d . . . . .
C3 C 0.35701(12) 0.18668(12) 0.2027(2) 0.0333(5) Uani 1 1 d . . . . .
C4 C 0.31159(15) 0.14552(14) 0.1380(2) 0.0452(6) Uani 1 1 d . . . . .
H4 H 0.2637(16) 0.1571(15) 0.142(2) 0.044(7) Uiso 1 1 d . . . . .
C5 C 0.33868(18) 0.09265(16) 0.0688(3) 0.0580(8) Uani 1 1 d . . . . .
H5 H 0.3106(19) 0.063(2) 0.027(3) 0.075(11) Uiso 1 1 d . . . . .
C6 C 0.40927(17) 0.08187(15) 0.0664(3) 0.0549(7) Uani 1 1 d . . . . .
H6 H 0.4287(18) 0.048(2) 0.019(3) 0.080(11) Uiso 1 1 d . . . . .
C7 C 0.45125(15) 0.12345(13) 0.1351(2) 0.0443(6) Uani 1 1 d . . . . .
H7 H 0.5000(16) 0.1172(16) 0.141(3) 0.049(8) Uiso 1 1 d . . . . .
C8 C 0.42098(12) 0.15152(12) 0.4983(2) 0.0349(5) Uani 1 1 d . . . . .
C9 C 0.52883(13) 0.12044(12) 0.5131(2) 0.0387(5) Uani 1 1 d . . . . .
C10 C 0.60056(15) 0.11236(16) 0.5021(3) 0.0499(6) Uani 1 1 d . . . . .
H10 H 0.6266(16) 0.1421(16) 0.453(3) 0.054(9) Uiso 1 1 d . . . . .
C11 C 0.63142(16) 0.06140(17) 0.5710(3) 0.0573(8) Uani 1 1 d . . . . .
H11 H 0.6819(17) 0.0553(17) 0.563(3) 0.061(9) Uiso 1 1 d . . . . .
C12 C 0.59311(17) 0.02009(16) 0.6481(3) 0.0571(8) Uani 1 1 d . . . . .
H12 H 0.6168(17) -0.0135(17) 0.697(3) 0.063(9) Uiso 1 1 d . . . . .
C13 C 0.52196(16) 0.02776(15) 0.6609(2) 0.0495(7) Uani 1 1 d . . . . .
H13 H 0.4955(16) -0.0016(17) 0.713(3) 0.059(9) Uiso 1 1 d . . . . .
C14 C 0.49091(13) 0.07903(13) 0.5912(2) 0.0392(5) Uani 1 1 d . . . . .
C15 C 0.36264(16) 0.07259(16) 0.6465(3) 0.0540(7) Uani 1 1 d . . . . .
H15A H 0.3232 0.0668 0.5936 0.111(15) Uiso 1 1 calc R . . . .
H15B H 0.3503 0.1048 0.7093 0.119(17) Uiso 1 1 calc R . . . .
H15C H 0.3749 0.0279 0.6807 0.099(14) Uiso 1 1 calc R . . . .
S1 S 0.66863(3) 0.08942(3) 0.11341(6) 0.04088(17) Uani 1 1 d . . . . .
F1 F 0.69637(14) 0.17253(16) -0.0619(3) 0.1250(11) Uani 1 1 d . . . . .
F2 F 0.59043(12) 0.16358(17) -0.0255(3) 0.1165(11) Uani 1 1 d . . . . .
F3 F 0.6452(3) 0.08227(18) -0.1111(2) 0.1689(18) Uani 1 1 d . . . . .
O1 O 0.67398(13) 0.14874(13) 0.1898(2) 0.0795(8) Uani 1 1 d . . . . .
O2 O 0.60987(11) 0.04600(13) 0.1344(2) 0.0672(6) Uani 1 1 d . . . . .
O3 O 0.73319(11) 0.05465(11) 0.0954(2) 0.0655(6) Uani 1 1 d . . . . .
C17 C 0.64908(18) 0.12820(19) -0.0286(3) 0.0636(8) Uani 1 1 d . . . . .
O1S O 0.3709(5) 0.2500 0.7800(5) 0.139(2) Uani 1 2 d S T P . .
C1S C 0.2516(8) 0.2500 0.8217(12) 0.224(9) Uani 1 2 d S T P . .
H1S1 H 0.2208 0.2500 0.8899 0.336 Uiso 1 2 calc R U P . .
H1S2 H 0.2429 0.2913 0.7744 0.336 Uiso 0.5 1 calc R U P . .
H1S3 H 0.2429 0.2087 0.7744 0.336 Uiso 0.5 1 calc R U P . .
C2S C 0.3157(13) 0.2500 0.8571(10) 0.248(10) Uani 1 2 d S T P . .
H2S1 H 0.3214 0.2091 0.9081 0.298 Uiso 0.5 1 calc R U P . .
H2S2 H 0.3214 0.2909 0.9081 0.298 Uiso 0.5 1 calc R U P . .
C3S C 0.4400(12) 0.2500 0.8315(10) 0.265(11) Uani 1 2 d S T P . .
H3S1 H 0.4444 0.2911 0.8823 0.319 Uiso 0.5 1 calc R U P . .
H3S2 H 0.4444 0.2089 0.8823 0.319 Uiso 0.5 1 calc R U P . .
C4S C 0.4912(8) 0.2500 0.7576(9) 0.176(6) Uani 1 2 d S T P . .
H4S1 H 0.5350 0.2500 0.8008 0.264 Uiso 1 2 calc R U P . .
H4S2 H 0.4887 0.2087 0.7082 0.264 Uiso 0.5 1 calc R U P . .
H4S3 H 0.4887 0.2913 0.7082 0.264 Uiso 0.5 1 calc R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn O1W 2.087(3) . ?
Mn N3 2.193(2) 7_565 ?
Mn N3 2.193(2) . ?
Mn N2 2.298(2) . ?
Mn N2 2.298(2) 7_565 ?
Mn N1 2.375(3) . ?
O1W H1W 0.86(3) . ?
N1 C2 1.481(3) 7_565 ?
N1 C2 1.482(3) . ?
N1 C1 1.489(4) . ?
N2 C7 1.342(3) . ?
N2 C3 1.343(3) . ?
N3 C8 1.319(3) . ?
N3 C9 1.392(3) . ?
N4 C8 1.355(3) . ?
N4 C14 1.386(3) . ?
N4 C15 1.459(3) . ?
C1 C3 1.520(3) . ?
C1 C3 1.520(3) 7_565 ?
C1 H1 0.98(4) . ?
C2 C8 1.493(3) . ?
C2 H2A 0.95(3) . ?
C2 H2B 0.96(3) . ?
C3 C4 1.384(3) . ?
C4 C5 1.382(4) . ?
C4 H4 0.95(3) . ?
C5 C6 1.369(5) . ?
C5 H5 0.91(4) . ?
C6 C7 1.373(4) . ?
C6 H6 0.92(4) . ?
C7 H7 0.94(3) . ?
C9 C10 1.389(4) . ?
C9 C14 1.392(4) . ?
C10 C11 1.383(4) . ?
C10 H10 0.94(3) . ?
C11 C12 1.387(5) . ?
C11 H11 0.98(3) . ?
C12 C13 1.379(4) . ?
C12 H12 0.96(3) . ?
C13 C14 1.394(3) . ?
C13 H13 0.96(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
S1 O3 1.421(2) . ?
S1 O2 1.421(2) . ?
S1 O1 1.432(2) . ?
S1 C17 1.807(3) . ?
F1 C17 1.299(4) . ?
F2 C17 1.314(4) . ?
F3 C17 1.284(5) . ?
O1S C2S 1.371(19) . ?
O1S C3S 1.445(19) . ?
C1S C2S 1.29(2) . ?
C1S H1S1 0.9700 . ?
C1S H1S2 0.9700 . ?
C1S H1S3 0.9700 . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C3S C4S 1.29(2) . ?
C3S H3S1 0.9800 . ?
C3S H3S2 0.9800 . ?
C4S H4S1 0.9700 . ?
C4S H4S2 0.9700 . ?
C4S H4S3 0.9700 . ?

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
O1W Mn N3 104.94(8) . 7_565 ?
O1W Mn N3 104.94(8) . . ?
N3 Mn N3 95.14(11) 7_565 . ?
O1W Mn N2 105.19(9) . . ?
N3 Mn N2 148.44(7) 7_565 . ?
N3 Mn N2 86.02(7) . . ?
O1W Mn N2 105.18(9) . 7_565 ?
N3 Mn N2 86.02(7) 7_565 7_565 ?
N3 Mn N2 148.44(7) . 7_565 ?
N2 Mn N2 77.25(10) . 7_565 ?
O1W Mn N1 177.90(11) . . ?
N3 Mn N1 76.42(7) 7_565 . ?
N3 Mn N1 76.42(7) . . ?
N2 Mn N1 73.22(7) . . ?
N2 Mn N1 73.22(7) 7_565 . ?
Mn O1W H1W 123.8(17) . . ?
C2 N1 C2 112.3(3) 7_565 . ?
C2 N1 C1 112.98(16) 7_565 . ?
C2 N1 C1 112.98(16) . . ?
C2 N1 Mn 109.46(14) 7_565 . ?
C2 N1 Mn 109.47(14) . . ?
C1 N1 Mn 98.76(18) . . ?
C7 N2 C3 118.4(2) . . ?
C7 N2 Mn 128.54(17) . . ?
C3 N2 Mn 113.08(15) . . ?
C8 N3 C9 105.5(2) . . ?
C8 N3 Mn 115.00(15) . . ?
C9 N3 Mn 139.49(16) . . ?
C8 N4 C14 106.6(2) . . ?
C8 N4 C15 127.0(2) . . ?
C14 N4 C15 126.4(2) . . ?
N1 C1 C3 109.16(17) . . ?
N1 C1 C3 109.16(17) . 7_565 ?
C3 C1 C3 106.2(3) . 7_565 ?
N1 C1 H1 111(2) . . ?
C3 C1 H1 110.5(12) . . ?
C3 C1 H1 110.5(12) 7_565 . ?
N1 C2 C8 111.8(2) . . ?
N1 C2 H2A 109.3(17) . . ?
C8 C2 H2A 108.2(16) . . ?
N1 C2 H2B 106.9(18) . . ?
C8 C2 H2B 110.0(18) . . ?
H2A C2 H2B 111(2) . . ?
N2 C3 C4 121.8(2) . . ?
N2 C3 C1 115.2(2) . . ?
C4 C3 C1 122.9(2) . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 H4 124.2(17) . . ?
C3 C4 H4 117.0(17) . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 H5 119(2) . . ?
C4 C5 H5 122(2) . . ?
C5 C6 C7 118.7(3) . . ?
C5 C6 H6 121(2) . . ?
C7 C6 H6 120(2) . . ?
N2 C7 C6 122.8(3) . . ?
N2 C7 H7 114.3(19) . . ?
C6 C7 H7 122.9(19) . . ?
N3 C8 N4 112.9(2) . . ?
N3 C8 C2 124.8(2) . . ?
N4 C8 C2 122.3(2) . . ?
C10 C9 C14 120.6(2) . . ?
C10 C9 N3 130.3(2) . . ?
C14 C9 N3 109.0(2) . . ?
C11 C10 C9 116.9(3) . . ?
C11 C10 H10 122.3(19) . . ?
C9 C10 H10 120.7(19) . . ?
C10 C11 C12 122.1(3) . . ?
C10 C11 H11 117(2) . . ?
C12 C11 H11 120.9(19) . . ?
C13 C12 C11 121.9(3) . . ?
C13 C12 H12 118(2) . . ?
C11 C12 H12 120(2) . . ?
C12 C13 C14 116.0(3) . . ?
C12 C13 H13 121.6(19) . . ?
C14 C13 H13 122.3(19) . . ?
N4 C14 C9 106.0(2) . . ?
N4 C14 C13 131.4(3) . . ?
C9 C14 C13 122.6(3) . . ?
N4 C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 S1 O2 116.01(14) . . ?
O3 S1 O1 113.44(14) . . ?
O2 S1 O1 115.02(17) . . ?
O3 S1 C17 104.29(16) . . ?
O2 S1 C17 103.02(14) . . ?
O1 S1 C17 102.78(17) . . ?
F3 C17 F1 106.3(4) . . ?
F3 C17 F2 109.0(4) . . ?
F1 C17 F2 105.4(3) . . ?
F3 C17 S1 111.8(3) . . ?
F1 C17 S1 112.4(3) . . ?
F2 C17 S1 111.5(3) . . ?
C2S O1S C3S 116.9(10) . . ?
C2S C1S H1S1 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
C2S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C1S C2S O1S 122.6(13) . . ?
C1S C2S H2S1 106.7 . . ?
O1S C2S H2S1 106.7 . . ?
C1S C2S H2S2 106.7 . . ?
O1S C2S H2S2 106.7 . . ?
H2S1 C2S H2S2 106.6 . . ?
C4S C3S O1S 116.0(10) . . ?
C4S C3S H3S1 108.3 . . ?
O1S C3S H3S1 108.3 . . ?
C4S C3S H3S2 108.3 . . ?
O1S C3S H3S2 108.3 . . ?
H3S1 C3S H3S2 107.4 . . ?
C3S C4S H4S1 109.5 . . ?
C3S C4S H4S2 109.5 . . ?
H4S1 C4S H4S2 109.5 . . ?
C3S C4S H4S3 109.5 . . ?
H4S1 C4S H4S3 109.5 . . ?
H4S2 C4S H4S3 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
C2 N1 C1 C3 173.4(2) 7_565 . . . ?
C2 N1 C1 C3 -57.7(3) . . . . ?
Mn N1 C1 C3 57.86(17) . . . . ?
C2 N1 C1 C3 57.7(3) 7_565 . . 7_565 ?
C2 N1 C1 C3 -173.4(2) . . . 7_565 ?
Mn N1 C1 C3 -57.86(17) . . . 7_565 ?
C2 N1 C2 C8 -105.0(2) 7_565 . . . ?
C1 N1 C2 C8 125.8(2) . . . . ?
Mn N1 C2 C8 16.8(2) . . . . ?
C7 N2 C3 C4 1.6(3) . . . . ?
Mn N2 C3 C4 -177.73(19) . . . . ?
C7 N2 C3 C1 -175.0(2) . . . . ?
Mn N2 C3 C1 5.6(2) . . . . ?
N1 C1 C3 N2 -46.7(3) . . . . ?
C3 C1 C3 N2 70.9(3) 7_565 . . . ?
N1 C1 C3 C4 136.7(2) . . . . ?
C3 C1 C3 C4 -105.7(3) 7_565 . . . ?
N2 C3 C4 C5 -2.0(4) . . . . ?
C1 C3 C4 C5 174.4(3) . . . . ?
C3 C4 C5 C6 0.5(5) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
C3 N2 C7 C6 0.1(4) . . . . ?
Mn N2 C7 C6 179.4(2) . . . . ?
C5 C6 C7 N2 -1.5(5) . . . . ?
C9 N3 C8 N4 0.0(3) . . . . ?
Mn N3 C8 N4 -178.86(15) . . . . ?
C9 N3 C8 C2 -178.1(2) . . . . ?
Mn N3 C8 C2 3.0(3) . . . . ?
C14 N4 C8 N3 -0.2(3) . . . . ?
C15 N4 C8 N3 178.8(2) . . . . ?
C14 N4 C8 C2 178.0(2) . . . . ?
C15 N4 C8 C2 -3.1(4) . . . . ?
N1 C2 C8 N3 -14.6(3) . . . . ?
N1 C2 C8 N4 167.5(2) . . . . ?
C8 N3 C9 C10 179.7(3) . . . . ?
Mn N3 C9 C10 -1.9(4) . . . . ?
C8 N3 C9 C14 0.1(3) . . . . ?
Mn N3 C9 C14 178.60(18) . . . . ?
C14 C9 C10 C11 0.5(4) . . . . ?
N3 C9 C10 C11 -179.0(3) . . . . ?
C9 C10 C11 C12 -0.1(5) . . . . ?
C10 C11 C12 C13 -0.4(5) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C8 N4 C14 C9 0.3(3) . . . . ?
C15 N4 C14 C9 -178.7(2) . . . . ?
C8 N4 C14 C13 -179.1(3) . . . . ?
C15 N4 C14 C13 1.9(4) . . . . ?
C10 C9 C14 N4 -179.8(2) . . . . ?
N3 C9 C14 N4 -0.2(3) . . . . ?
C10 C9 C14 C13 -0.4(4) . . . . ?
N3 C9 C14 C13 179.2(2) . . . . ?
C12 C13 C14 N4 179.2(3) . . . . ?
C12 C13 C14 C9 -0.1(4) . . . . ?
O3 S1 C17 F3 58.6(4) . . . . ?
O2 S1 C17 F3 -62.9(4) . . . . ?
O1 S1 C17 F3 177.2(3) . . . . ?
O3 S1 C17 F1 -60.9(3) . . . . ?
O2 S1 C17 F1 177.5(3) . . . . ?
O1 S1 C17 F1 57.7(3) . . . . ?
O3 S1 C17 F2 -179.1(3) . . . . ?
O2 S1 C17 F2 59.4(3) . . . . ?
O1 S1 C17 F2 -60.5(3) . . . . ?
C3S O1S C2S C1S 180.000(2) . . . . ?
C2S O1S C3S C4S 180.000(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
O1W H1W S1 0.86(3) 3.00(3) 3.8234(18) 161(2) .
O1W H1W O1 0.86(3) 1.82(3) 2.665(3) 166(2) .
C2 H2A O3 0.95(3) 2.65(3) 3.490(3) 147(2) 8_556
C2 H2B F1 0.96(3) 2.60(3) 3.261(4) 126(2) 8_556
C4 H4 O1 0.95(3) 2.57(3) 3.277(4) 132(2) 8_556
C6 H6 O2 0.92(4) 2.61(4) 3.362(4) 139(3) 5_655
C7 H7 O2 0.94(3) 2.51(3) 3.384(4) 154(2) .
C15 H15C O2 0.97 2.54 3.402(4) 148.0 5_656
C7 H7 O2 0.94(3) 2.51(3) 3.384(4) 154(2) .

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.067

