# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_q66k
_database_code_depnum_ccdc_archive 'CCDC 2048663'
loop_
_audit_author_name
_audit_author_address
'Victor W Day'
;University of Kansas
United States of America
;
_audit_update_record             
;
2020-12-07 deposited with the CCDC.	2021-08-20 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            'C26 H26 F3 Mn N5 O5 S'
_chemical_formula_weight         632.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -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, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   22.4917(5)
_cell_length_b                   10.2847(2)
_cell_length_c                   12.0025(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2776.42(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7890
_cell_measurement_theta_min      3.93
_cell_measurement_theta_max      69.95

_exptl_crystal_description       'Thin square plate'
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_F_000             1300
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.109
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    5.158
_shelx_estimated_absorpt_T_min   0.603
_shelx_estimated_absorpt_T_max   0.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4398
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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            16163
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.931
_diffrn_reflns_theta_max         70.211
_diffrn_reflns_theta_full        66.000
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             4144
_reflns_number_gt                3826
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.943
_reflns_Friedel_fraction_full    0.964

_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          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0648P)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_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.049(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4144
_refine_ls_number_parameters     381
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1006
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
Mn Mn 0.70563(2) 0.61036(6) 0.51380(7) 0.02314(17) Uani 1 1 d . . . . .
O1 O 0.74874(16) 0.3949(3) 0.2230(3) 0.0426(8) Uani 1 1 d . . . . .
N1 N 0.63427(14) 0.7237(4) 0.4284(3) 0.0267(7) Uani 1 1 d . . . . .
N2 N 0.70362(12) 0.5369(3) 0.3460(3) 0.0226(7) Uani 1 1 d . . . . .
N3 N 0.78283(12) 0.4668(3) 0.5163(3) 0.0249(6) Uani 1 1 d . . . . .
N4 N 0.66561(15) 0.4113(4) 0.5751(3) 0.0272(7) Uani 1 1 d . . . . .
N5 N 0.79323(14) 0.7371(4) 0.4712(3) 0.0300(8) Uani 1 1 d . . . . .
C1 C 0.60190(19) 0.8176(4) 0.4737(4) 0.0341(9) Uani 1 1 d . . . . .
H1 H 0.6069 0.8362 0.5507 0.041 Uiso 1 1 calc R U . . .
C2 C 0.5606(2) 0.8903(5) 0.4127(5) 0.0411(12) Uani 1 1 d . . . . .
H2 H 0.5389 0.9584 0.4473 0.049 Uiso 1 1 calc R U . . .
C3 C 0.5521(2) 0.8622(5) 0.3032(5) 0.0391(10) Uani 1 1 d . . . . .
H3 H 0.5241 0.9107 0.2610 0.047 Uiso 1 1 calc R U . . .
C4 C 0.58472(16) 0.7608(4) 0.2518(4) 0.0292(9) Uani 1 1 d . . . . .
C5 C 0.57729(18) 0.7250(5) 0.1395(4) 0.0365(10) Uani 1 1 d . . . . .
H5 H 0.5506 0.7719 0.0931 0.044 Uiso 1 1 calc R U . . .
C6 C 0.60878(18) 0.6220(5) 0.0976(4) 0.0355(10) Uani 1 1 d . . . . .
H6 H 0.6024 0.5961 0.0226 0.043 Uiso 1 1 calc R U . . .
C7 C 0.65070(18) 0.5530(5) 0.1634(4) 0.0301(9) Uani 1 1 d . . . . .
H7 H 0.6713 0.4811 0.1321 0.036 Uiso 1 1 calc R U . . .
C8 C 0.66188(15) 0.5890(4) 0.2718(3) 0.0225(8) Uani 1 1 d . . . . .
C9 C 0.62668(16) 0.6930(4) 0.3192(3) 0.0248(8) Uani 1 1 d . . . . .
C10 C 0.74209(16) 0.4455(4) 0.3164(3) 0.0255(8) Uani 1 1 d . . . . .
C11 C 0.7847(2) 0.3980(5) 0.4073(4) 0.0307(10) Uani 1 1 d . . . . .
H11A H 0.7764 0.3048 0.4210 0.037 Uiso 1 1 calc R U . . .
H11B H 0.8257 0.4040 0.3780 0.037 Uiso 1 1 calc R U . . .
C12 C 0.77030(19) 0.3771(4) 0.6097(4) 0.0307(10) Uani 1 1 d . . . . .
H12A H 0.7755 0.4238 0.6811 0.037 Uiso 1 1 calc R U . . .
H12B H 0.7990 0.3042 0.6079 0.037 Uiso 1 1 calc R U . . .
C13 C 0.70788(17) 0.3237(4) 0.6032(4) 0.0268(8) Uani 1 1 d . . . . .
C14 C 0.6958(2) 0.1952(5) 0.6272(4) 0.0369(10) Uani 1 1 d . . . . .
H14 H 0.7269 0.1371 0.6474 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6376(2) 0.1528(5) 0.6214(5) 0.0441(12) Uani 1 1 d . . . . .
H15 H 0.6277 0.0651 0.6378 0.053 Uiso 1 1 calc R U . . .
C16 C 0.5943(2) 0.2407(6) 0.5911(5) 0.0454(12) Uani 1 1 d . . . . .
H16 H 0.5541 0.2129 0.5844 0.054 Uiso 1 1 calc R U . . .
C17 C 0.60889(19) 0.3689(5) 0.5704(4) 0.0345(10) Uani 1 1 d . . . . .
C18 C 0.83855(17) 0.5379(5) 0.5383(4) 0.0357(11) Uani 1 1 d . . . . .
H18A H 0.8728 0.4816 0.5191 0.043 Uiso 1 1 calc R U . . .
H18B H 0.8411 0.5584 0.6187 0.043 Uiso 1 1 calc R U . . .
C19 C 0.84234(18) 0.6625(5) 0.4720(4) 0.0328(9) Uani 1 1 d . . . . .
C20 C 0.8950(2) 0.6989(6) 0.4220(5) 0.0452(12) Uani 1 1 d . . . . .
H20 H 0.9283 0.6420 0.4222 0.054 Uiso 1 1 calc R U . . .
C21 C 0.8985(3) 0.8194(6) 0.3717(5) 0.0527(15) Uani 1 1 d . . . . .
H21 H 0.9343 0.8473 0.3374 0.063 Uiso 1 1 calc R U . . .
C22 C 0.8492(3) 0.8981(5) 0.3720(4) 0.0457(13) Uani 1 1 d . . . . .
H22 H 0.8507 0.9814 0.3379 0.055 Uiso 1 1 calc R U . . .
C23 C 0.7967(2) 0.8551(5) 0.4227(4) 0.0356(10) Uani 1 1 d . . . . .
C24 C 0.56201(18) 0.4686(6) 0.5414(5) 0.0496(14) Uani 1 1 d . . . . .
H24A H 0.5710 0.5067 0.4686 0.074 Uiso 1 1 calc R U . . .
H24B H 0.5617 0.5371 0.5981 0.074 Uiso 1 1 calc R U . . .
H24C H 0.5229 0.4264 0.5388 0.074 Uiso 1 1 calc R U . . .
C25 C 0.7425(3) 0.9405(5) 0.4272(5) 0.0457(11) Uani 1 1 d . . . . .
H25A H 0.7254 0.9376 0.5022 0.069 Uiso 1 1 calc R U . . .
H25B H 0.7131 0.9094 0.3731 0.069 Uiso 1 1 calc R U . . .
H25C H 0.7538 1.0301 0.4091 0.069 Uiso 1 1 calc R U . . .
O1W O 0.69446(15) 0.6857(3) 0.6758(3) 0.0331(7) Uani 1 1 d . . . . .
H1W1 H 0.708(3) 0.753(7) 0.695(6) 0.048(18) Uiso 1 1 d . . . . .
H1W2 H 0.655(3) 0.680(6) 0.702(5) 0.041(15) Uiso 1 1 d . . . . .
S S 0.54376(4) 0.80548(11) 0.79403(10) 0.0322(2) Uani 1 1 d . . . . .
F11 F 0.4601(2) 0.6305(5) 0.7874(6) 0.1067(19) Uani 1 1 d . . . . .
F12 F 0.43046(15) 0.8224(5) 0.7514(5) 0.0944(17) Uani 1 1 d . . . . .
F13 F 0.47963(19) 0.7136(5) 0.6313(4) 0.0846(14) Uani 1 1 d . . . . .
O11 O 0.5556(2) 0.9140(4) 0.7225(4) 0.0582(11) Uani 1 1 d . . . . .
O12 O 0.58476(14) 0.6984(4) 0.7808(4) 0.0499(9) Uani 1 1 d . . . . .
O13 O 0.52887(18) 0.8381(5) 0.9058(3) 0.0601(11) Uani 1 1 d . . . . .
C26 C 0.4749(2) 0.7404(6) 0.7378(5) 0.0497(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn O1W 2.108(3) . ?
Mn N2 2.152(4) . ?
Mn N1 2.233(3) . ?
Mn N3 2.280(3) . ?
Mn N4 2.354(4) . ?
Mn N5 2.417(3) . ?
O1 C10 1.246(5) . ?
N1 C1 1.326(5) . ?
N1 C9 1.359(6) . ?
N2 C10 1.326(5) . ?
N2 C8 1.401(5) . ?
N3 C18 1.475(5) . ?
N3 C12 1.479(6) . ?
N3 C11 1.487(6) . ?
N4 C17 1.349(6) . ?
N4 C13 1.352(6) . ?
N5 C19 1.345(6) . ?
N5 C23 1.348(7) . ?
C1 C2 1.399(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.359(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.417(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.407(7) . ?
C4 C9 1.426(6) . ?
C5 C6 1.370(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.419(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.376(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.447(5) . ?
C10 C11 1.532(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.509(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.380(6) . ?
C14 C15 1.382(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(8) . ?
C16 H16 0.9500 . ?
C17 C24 1.511(7) . ?
C18 C19 1.512(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.380(6) . ?
C20 C21 1.381(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.372(9) . ?
C21 H21 0.9500 . ?
C22 C23 1.401(7) . ?
C22 H22 0.9500 . ?
C23 C25 1.502(7) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
O1W H1W1 0.79(8) . ?
O1W H1W2 0.94(6) . ?
S O13 1.422(4) . ?
S O11 1.433(4) . ?
S O12 1.445(4) . ?
S C26 1.818(5) . ?
F11 C26 1.320(8) . ?
F12 C26 1.318(7) . ?
F13 C26 1.312(7) . ?

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 N2 171.87(12) . . ?
O1W Mn N1 98.38(14) . . ?
N2 Mn N1 74.84(12) . . ?
O1W Mn N3 108.49(14) . . ?
N2 Mn N3 78.50(13) . . ?
N1 Mn N3 153.08(15) . . ?
O1W Mn N4 89.20(13) . . ?
N2 Mn N4 88.82(13) . . ?
N1 Mn N4 108.83(13) . . ?
N3 Mn N4 73.97(12) . . ?
O1W Mn N5 95.38(13) . . ?
N2 Mn N5 90.49(13) . . ?
N1 Mn N5 101.96(13) . . ?
N3 Mn N5 74.41(12) . . ?
N4 Mn N5 147.85(13) . . ?
C1 N1 C9 119.7(4) . . ?
C1 N1 Mn 125.9(3) . . ?
C9 N1 Mn 114.3(3) . . ?
C10 N2 C8 122.6(3) . . ?
C10 N2 Mn 119.0(3) . . ?
C8 N2 Mn 118.4(2) . . ?
C18 N3 C12 109.6(3) . . ?
C18 N3 C11 111.7(3) . . ?
C12 N3 C11 112.0(3) . . ?
C18 N3 Mn 109.2(3) . . ?
C12 N3 Mn 105.6(2) . . ?
C11 N3 Mn 108.6(2) . . ?
C17 N4 C13 117.4(4) . . ?
C17 N4 Mn 129.0(3) . . ?
C13 N4 Mn 112.8(3) . . ?
C19 N5 C23 118.0(4) . . ?
C19 N5 Mn 111.1(3) . . ?
C23 N5 Mn 128.6(3) . . ?
N1 C1 C2 122.6(5) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 119.1(4) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 120.3(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 123.3(4) . . ?
C5 C4 C9 119.6(4) . . ?
C3 C4 C9 117.1(4) . . ?
C6 C5 C4 119.5(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 121.7(4) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 120.8(4) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 N2 128.4(4) . . ?
C7 C8 C9 118.1(4) . . ?
N2 C8 C9 113.5(3) . . ?
N1 C9 C4 121.1(4) . . ?
N1 C9 C8 118.9(3) . . ?
C4 C9 C8 120.0(4) . . ?
O1 C10 N2 128.0(4) . . ?
O1 C10 C11 115.7(3) . . ?
N2 C10 C11 116.4(3) . . ?
N3 C11 C10 117.2(3) . . ?
N3 C11 H11A 108.0 . . ?
C10 C11 H11A 108.0 . . ?
N3 C11 H11B 108.0 . . ?
C10 C11 H11B 108.0 . . ?
H11A C11 H11B 107.2 . . ?
N3 C12 C13 111.4(3) . . ?
N3 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
N3 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
N4 C13 C14 123.5(4) . . ?
N4 C13 C12 115.1(4) . . ?
C14 C13 C12 121.3(4) . . ?
C13 C14 C15 118.5(4) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
C16 C15 C14 118.5(5) . . ?
C16 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C15 C16 C17 120.3(4) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
N4 C17 C16 121.7(4) . . ?
N4 C17 C24 116.8(4) . . ?
C16 C17 C24 121.5(4) . . ?
N3 C18 C19 112.0(3) . . ?
N3 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
N3 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
N5 C19 C20 123.2(5) . . ?
N5 C19 C18 116.2(4) . . ?
C20 C19 C18 120.5(4) . . ?
C19 C20 C21 118.8(5) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
C22 C21 C20 118.9(5) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C21 C22 C23 119.7(5) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
N5 C23 C22 121.4(5) . . ?
N5 C23 C25 117.7(4) . . ?
C22 C23 C25 121.0(5) . . ?
C17 C24 H24A 109.5 . . ?
C17 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C17 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
Mn O1W H1W1 123(5) . . ?
Mn O1W H1W2 113(4) . . ?
H1W1 O1W H1W2 108(6) . . ?
O13 S O11 115.2(3) . . ?
O13 S O12 115.7(3) . . ?
O11 S O12 114.2(3) . . ?
O13 S C26 103.7(3) . . ?
O11 S C26 102.8(3) . . ?
O12 S C26 102.9(3) . . ?
F13 C26 F12 108.5(5) . . ?
F13 C26 F11 106.2(6) . . ?
F12 C26 F11 107.6(5) . . ?
F13 C26 S 111.7(4) . . ?
F12 C26 S 111.4(4) . . ?
F11 C26 S 111.3(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
C9 N1 C1 C2 -1.8(7) . . . . ?
Mn N1 C1 C2 175.6(3) . . . . ?
N1 C1 C2 C3 1.6(7) . . . . ?
C1 C2 C3 C4 -0.2(7) . . . . ?
C2 C3 C4 C5 178.7(5) . . . . ?
C2 C3 C4 C9 -0.9(7) . . . . ?
C3 C4 C5 C6 -177.1(5) . . . . ?
C9 C4 C5 C6 2.5(6) . . . . ?
C4 C5 C6 C7 -2.5(7) . . . . ?
C5 C6 C7 C8 -1.1(7) . . . . ?
C6 C7 C8 N2 -176.3(4) . . . . ?
C6 C7 C8 C9 4.4(6) . . . . ?
C10 N2 C8 C7 4.2(6) . . . . ?
Mn N2 C8 C7 -176.5(3) . . . . ?
C10 N2 C8 C9 -176.5(3) . . . . ?
Mn N2 C8 C9 2.8(4) . . . . ?
C1 N1 C9 C4 0.6(6) . . . . ?
Mn N1 C9 C4 -177.1(3) . . . . ?
C1 N1 C9 C8 -179.2(4) . . . . ?
Mn N1 C9 C8 3.1(4) . . . . ?
C5 C4 C9 N1 -178.9(4) . . . . ?
C3 C4 C9 N1 0.7(6) . . . . ?
C5 C4 C9 C8 0.8(6) . . . . ?
C3 C4 C9 C8 -179.5(4) . . . . ?
C7 C8 C9 N1 175.5(4) . . . . ?
N2 C8 C9 N1 -3.9(5) . . . . ?
C7 C8 C9 C4 -4.3(6) . . . . ?
N2 C8 C9 C4 176.3(3) . . . . ?
C8 N2 C10 O1 1.8(7) . . . . ?
Mn N2 C10 O1 -177.5(4) . . . . ?
C8 N2 C10 C11 -179.7(4) . . . . ?
Mn N2 C10 C11 1.0(5) . . . . ?
C18 N3 C11 C10 -113.7(4) . . . . ?
C12 N3 C11 C10 122.9(4) . . . . ?
Mn N3 C11 C10 6.7(4) . . . . ?
O1 C10 C11 N3 173.1(4) . . . . ?
N2 C10 C11 N3 -5.6(6) . . . . ?
C18 N3 C12 C13 167.8(4) . . . . ?
C11 N3 C12 C13 -67.6(4) . . . . ?
Mn N3 C12 C13 50.4(4) . . . . ?
C17 N4 C13 C14 -0.2(7) . . . . ?
Mn N4 C13 C14 -171.1(4) . . . . ?
C17 N4 C13 C12 -178.7(4) . . . . ?
Mn N4 C13 C12 10.4(5) . . . . ?
N3 C12 C13 N4 -42.1(5) . . . . ?
N3 C12 C13 C14 139.4(4) . . . . ?
N4 C13 C14 C15 0.7(8) . . . . ?
C12 C13 C14 C15 179.1(5) . . . . ?
C13 C14 C15 C16 0.4(8) . . . . ?
C14 C15 C16 C17 -1.9(8) . . . . ?
C13 N4 C17 C16 -1.3(7) . . . . ?
Mn N4 C17 C16 167.8(4) . . . . ?
C13 N4 C17 C24 178.7(4) . . . . ?
Mn N4 C17 C24 -12.1(6) . . . . ?
C15 C16 C17 N4 2.4(8) . . . . ?
C15 C16 C17 C24 -177.6(5) . . . . ?
C12 N3 C18 C19 -158.6(4) . . . . ?
C11 N3 C18 C19 76.6(5) . . . . ?
Mn N3 C18 C19 -43.4(5) . . . . ?
C23 N5 C19 C20 -2.6(7) . . . . ?
Mn N5 C19 C20 161.6(4) . . . . ?
C23 N5 C19 C18 173.3(4) . . . . ?
Mn N5 C19 C18 -22.4(5) . . . . ?
N3 C18 C19 N5 45.7(6) . . . . ?
N3 C18 C19 C20 -138.2(5) . . . . ?
N5 C19 C20 C21 2.2(8) . . . . ?
C18 C19 C20 C21 -173.6(5) . . . . ?
C19 C20 C21 C22 -0.8(8) . . . . ?
C20 C21 C22 C23 -0.1(8) . . . . ?
C19 N5 C23 C22 1.6(7) . . . . ?
Mn N5 C23 C22 -159.5(4) . . . . ?
C19 N5 C23 C25 -177.1(4) . . . . ?
Mn N5 C23 C25 21.9(6) . . . . ?
C21 C22 C23 N5 -0.3(8) . . . . ?
C21 C22 C23 C25 178.3(5) . . . . ?
O13 S C26 F13 175.4(5) . . . . ?
O11 S C26 F13 55.2(5) . . . . ?
O12 S C26 F13 -63.7(5) . . . . ?
O13 S C26 F12 53.9(6) . . . . ?
O11 S C26 F12 -66.3(5) . . . . ?
O12 S C26 F12 174.8(5) . . . . ?
O13 S C26 F11 -66.0(5) . . . . ?
O11 S C26 F11 173.7(5) . . . . ?
O12 S C26 F11 54.8(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O11 0.95 2.50 3.314(7) 144.4 .
C2 H2 O13 0.95 2.64 3.444(6) 143.1 2_674
C7 H7 O1 0.95 2.24 2.832(5) 119.7 .
C24 H24A N1 0.98 2.69 3.372(7) 127.0 .
C24 H24B F13 0.98 2.62 3.308(7) 127.6 .
C25 H25B N1 0.98 2.69 3.301(7) 120.8 .
O1W H1W1 O1 0.79(8) 1.79(7) 2.565(4) 168(6) 4_655
O1W H1W2 O12 0.94(6) 1.86(6) 2.774(5) 165(5) .

_refine_diff_density_max         0.864
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.077



####################################################################### 
# 
# 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_q05l
_database_code_depnum_ccdc_archive 'CCDC 2048664'
loop_
_audit_author_name
_audit_author_address
'Victor W Day'
;University of Kansas
United States of America
;
_audit_update_record             
;
2020-12-07 deposited with the CCDC.	2021-08-20 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            'C37 H38 F3 Mn N6 O6 S'
_chemical_formula_weight         806.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.8894(4)
_cell_length_b                   12.1129(5)
_cell_length_c                   18.7531(9)
_cell_angle_alpha                81.779(3)
_cell_angle_beta                 82.588(3)
_cell_angle_gamma                72.703(3)
_cell_volume                     1900.13(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5705
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      69.08

_exptl_crystal_description       'Rectangular parallelepiped'
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    3.924
_shelx_estimated_absorpt_T_min   0.610
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5237
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker MicroStar microfocus rotating anode'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30272
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.390
_diffrn_reflns_theta_max         70.328
_diffrn_reflns_theta_full        66.000
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             6685
_reflns_number_gt                5711
_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)+(0.1161P)²+4.2876P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6685
_refine_ls_number_parameters     492
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0766
_refine_ls_wR_factor_ref         0.2282
_refine_ls_wR_factor_gt          0.2200
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.082
_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 0.40536(8) 0.21680(6) 0.31592(4) 0.0293(2) Uani 1 1 d . . . . .
O1 O 0.3138(4) 0.2519(3) 0.22934(16) 0.0347(7) Uani 1 1 d . . . . .
O2 O 0.3261(4) 0.3653(3) 0.19386(18) 0.0429(8) Uani 1 1 d . . . . .
O3 O 0.6734(5) 0.0295(4) 0.4762(2) 0.0623(11) Uani 1 1 d . . . . .
N1 N 0.2822(5) 0.3592(3) 0.36713(19) 0.0350(8) Uani 1 1 d . . . . .
N2 N 0.4951(4) 0.1729(4) 0.4092(2) 0.0376(9) Uani 1 1 d . . . . .
N3 N 0.5569(5) 0.0533(4) 0.2940(2) 0.0442(10) Uani 1 1 d . . . . .
N4 N 0.6301(5) 0.2678(4) 0.2717(2) 0.0470(11) Uani 1 1 d . . . . .
N5 N 0.2494(4) 0.0834(3) 0.34809(19) 0.0339(8) Uani 1 1 d . . . . .
C1 C 0.1691(6) 0.4519(5) 0.3418(3) 0.0456(12) Uani 1 1 d . . . . .
H1 H 0.1353 0.4527 0.2956 0.055 Uiso 1 1 calc R U . . .
C2 C 0.0985(9) 0.5479(5) 0.3810(3) 0.0658(17) Uani 1 1 d . . . . .
H2 H 0.0188 0.6126 0.3617 0.079 Uiso 1 1 calc R U . . .
C3 C 0.1474(10) 0.5458(6) 0.4476(4) 0.076(2) Uani 1 1 d . . . . .
H3 H 0.1008 0.6100 0.4747 0.091 Uiso 1 1 calc R U . . .
C4 C 0.2652(9) 0.4505(5) 0.4766(3) 0.0587(15) Uani 1 1 d . . . . .
C5 C 0.3233(10) 0.4422(7) 0.5446(3) 0.073(2) Uani 1 1 d . . . . .
H5 H 0.2820 0.5035 0.5744 0.087 Uiso 1 1 calc R U . . .
C6 C 0.4379(9) 0.3463(7) 0.5667(3) 0.0693(19) Uani 1 1 d . . . . .
H6 H 0.4752 0.3413 0.6127 0.083 Uiso 1 1 calc R U . . .
C7 C 0.5040(8) 0.2539(6) 0.5244(3) 0.0571(15) Uani 1 1 d . . . . .
H7 H 0.5867 0.1891 0.5413 0.068 Uiso 1 1 calc R U . . .
C8 C 0.4489(6) 0.2571(5) 0.4583(2) 0.0407(11) Uani 1 1 d . . . . .
C9 C 0.3292(6) 0.3570(4) 0.4345(2) 0.0414(11) Uani 1 1 d . . . . .
C10 C 0.6010(6) 0.0676(5) 0.4222(3) 0.0455(12) Uani 1 1 d . . . . .
C11 C 0.6243(6) -0.0088(5) 0.3630(3) 0.0490(13) Uani 1 1 d . . . . .
H11A H 0.5748 -0.0721 0.3806 0.059 Uiso 1 1 calc R U . . .
H11B H 0.7391 -0.0452 0.3525 0.059 Uiso 1 1 calc R U . . .
C12 C 0.6864(7) 0.0751(6) 0.2386(3) 0.0604(17) Uani 1 1 d . . . . .
H12A H 0.7768 0.0037 0.2383 0.072 Uiso 1 1 calc R U . . .
H12B H 0.6470 0.0924 0.1900 0.072 Uiso 1 1 calc R U . . .
C13 C 0.7417(6) 0.1734(6) 0.2532(3) 0.0589(17) Uani 1 1 d . . . . .
C14 C 0.9019(7) 0.1712(9) 0.2419(4) 0.088(3) Uani 1 1 d . U . . .
H14 H 0.9821 0.1025 0.2308 0.106 Uiso 1 1 calc R U . . .
C15 C 0.9385(9) 0.2729(10) 0.2474(4) 0.094(3) Uani 1 1 d . U . . .
H15 H 1.0461 0.2735 0.2409 0.113 Uiso 1 1 calc R U . . .
C16 C 0.8240(10) 0.3721(10) 0.2621(4) 0.089(3) Uani 1 1 d . . . . .
H16 H 0.8504 0.4421 0.2636 0.107 Uiso 1 1 calc R U . . .
C17 C 0.6675(8) 0.3691(7) 0.2748(3) 0.0659(18) Uani 1 1 d . U . . .
C18 C 0.4647(7) -0.0103(5) 0.2652(3) 0.0494(13) Uani 1 1 d . . . . .
H18A H 0.5300 -0.0914 0.2609 0.059 Uiso 1 1 calc R U . . .
H18B H 0.4366 0.0267 0.2163 0.059 Uiso 1 1 calc R U . . .
C19 C 0.3161(6) -0.0109(4) 0.3135(3) 0.0417(11) Uani 1 1 d . . . . .
C20 C 0.2537(8) -0.1047(5) 0.3211(3) 0.0554(14) Uani 1 1 d . . . . .
H20 H 0.3060 -0.1717 0.2972 0.066 Uiso 1 1 calc R U . . .
C21 C 0.1141(8) -0.0984(5) 0.3641(3) 0.0587(16) Uani 1 1 d . . . . .
H21 H 0.0660 -0.1596 0.3685 0.070 Uiso 1 1 calc R U . . .
C22 C 0.0463(6) -0.0037(5) 0.3999(3) 0.0490(13) Uani 1 1 d . . . . .
H22 H -0.0486 0.0005 0.4306 0.059 Uiso 1 1 calc R U . . .
C23 C 0.1153(6) 0.0882(4) 0.3921(2) 0.0384(10) Uani 1 1 d . . . . .
C24 C 0.5404(10) 0.4757(7) 0.2887(4) 0.0738(19) Uani 1 1 d . U . . .
H24A H 0.5765 0.5439 0.2690 0.111 Uiso 1 1 calc R U . . .
H24B H 0.5129 0.4769 0.3410 0.111 Uiso 1 1 calc R U . . .
H24C H 0.4471 0.4775 0.2654 0.111 Uiso 1 1 calc R U . . .
C25 C 0.0471(6) 0.1912(5) 0.4324(3) 0.0490(13) Uani 1 1 d . . . . .
H25A H -0.0522 0.1856 0.4600 0.074 Uiso 1 1 calc R U . . .
H25B H 0.0264 0.2620 0.3982 0.074 Uiso 1 1 calc R U . . .
H25C H 0.1220 0.1942 0.4656 0.074 Uiso 1 1 calc R U . . .
C26 C 0.3323(7) 0.3657(5) 0.1161(3) 0.0470(12) Uani 1 1 d . . . . .
C27 C 0.3240(10) 0.4920(6) 0.0902(4) 0.081(2) Uani 1 1 d . . . . .
H27A H 0.3357 0.5029 0.0372 0.122 Uiso 1 1 calc R U . . .
H27B H 0.4094 0.5122 0.1089 0.122 Uiso 1 1 calc R U . . .
H27C H 0.2217 0.5424 0.1079 0.122 Uiso 1 1 calc R U . . .
C28 C 0.1835(7) 0.3415(7) 0.0970(3) 0.0691(19) Uani 1 1 d . . . . .
H28A H 0.1787 0.3556 0.0445 0.104 Uiso 1 1 calc R U . . .
H28B H 0.0896 0.3932 0.1208 0.104 Uiso 1 1 calc R U . . .
H28C H 0.1871 0.2604 0.1136 0.104 Uiso 1 1 calc R U . . .
C29 C 0.4855(7) 0.2805(5) 0.0889(3) 0.0515(13) Uani 1 1 d . . . . .
C30 C 0.6304(7) 0.3046(7) 0.0905(3) 0.0644(17) Uani 1 1 d . . . . .
H30 H 0.6302 0.3748 0.1076 0.077 Uiso 1 1 calc R U . . .
C31 C 0.7720(9) 0.2293(10) 0.0681(4) 0.090(3) Uani 1 1 d . . . . .
H31 H 0.8689 0.2467 0.0695 0.108 Uiso 1 1 calc R U . . .
C32 C 0.7702(12) 0.1279(10) 0.0435(5) 0.101(3) Uani 1 1 d . . . . .
H32 H 0.8676 0.0755 0.0275 0.121 Uiso 1 1 calc R U . . .
C33 C 0.6326(13) 0.1006(8) 0.0414(4) 0.095(3) Uani 1 1 d . . . . .
H33 H 0.6346 0.0298 0.0245 0.114 Uiso 1 1 calc R U . . .
C34 C 0.4881(10) 0.1780(6) 0.0644(3) 0.0705(18) Uani 1 1 d . . . . .
H34 H 0.3919 0.1596 0.0630 0.085 Uiso 1 1 calc R U . . .
S S 0.8465(2) 0.70923(13) 0.22159(9) 0.0679(5) Uani 1 1 d . . . . .
F11 F 0.7602(10) 0.6536(8) 0.1089(4) 0.165(3) Uani 1 1 d . . . . .
F12 F 0.6930(9) 0.8385(7) 0.1183(4) 0.167(3) Uani 1 1 d . . . . .
F13 F 0.9309(10) 0.7445(9) 0.0853(4) 0.196(4) Uani 1 1 d . . . . .
O11 O 0.8959(10) 0.8025(6) 0.2370(5) 0.143(3) Uani 1 1 d . . . . .
O12 O 0.9634(9) 0.6006(5) 0.2228(4) 0.110(2) Uani 1 1 d . . . . .
O13 O 0.6912(10) 0.7091(5) 0.2549(3) 0.113(2) Uani 1 1 d . . . . .
C35 C 0.8089(13) 0.7389(11) 0.1295(5) 0.110(3) Uani 1 1 d . . . . .
N1S N 0.7853(11) 0.0008(7) -0.1322(4) 0.103(2) Uani 1 1 d . . . . .
C1S C 0.7491(11) 0.0998(8) -0.1371(4) 0.082(2) Uani 1 1 d . . . . .
C2S C 0.7040(15) 0.2247(8) -0.1420(6) 0.109(3) Uani 1 1 d . . . . .
H2SA H 0.7901 0.2533 -0.1682 0.163 Uiso 1 1 calc R U . . .
H2SB H 0.6824 0.2492 -0.0932 0.163 Uiso 1 1 calc R U . . .
H2SC H 0.6086 0.2568 -0.1678 0.163 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 1.849(3) . ?
Mn N2 1.955(4) . ?
Mn N1 2.044(4) . ?
Mn N3 2.100(4) . ?
Mn N4 2.284(4) . ?
Mn N5 2.394(4) . ?
O1 O2 1.466(4) . ?
O2 C26 1.451(6) . ?
O3 C10 1.228(6) . ?
N1 C1 1.340(7) . ?
N1 C9 1.376(6) . ?
N2 C10 1.353(7) . ?
N2 C8 1.406(7) . ?
N3 C18 1.471(7) . ?
N3 C11 1.502(6) . ?
N3 C12 1.506(6) . ?
N4 C13 1.328(8) . ?
N4 C17 1.374(8) . ?
N5 C19 1.336(6) . ?
N5 C23 1.351(6) . ?
C1 C2 1.406(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.370(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.405(10) . ?
C3 H3 0.9500 . ?
C4 C9 1.408(8) . ?
C4 C5 1.417(8) . ?
C5 C6 1.352(11) . ?
C5 H5 0.9500 . ?
C6 C7 1.404(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(7) . ?
C10 C11 1.501(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.486(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.406(8) . ?
C14 C15 1.385(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.360(14) . ?
C15 H15 0.9500 . ?
C16 C17 1.391(9) . ?
C16 H16 0.9500 . ?
C17 C24 1.471(11) . ?
C18 C19 1.503(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.388(8) . ?
C20 C21 1.377(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.355(9) . ?
C21 H21 0.9500 . ?
C22 C23 1.405(7) . ?
C22 H22 0.9500 . ?
C23 C25 1.482(8) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.521(8) . ?
C26 C29 1.522(8) . ?
C26 C28 1.532(9) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C34 1.377(9) . ?
C29 C30 1.408(9) . ?
C30 C31 1.372(11) . ?
C30 H30 0.9500 . ?
C31 C32 1.377(14) . ?
C31 H31 0.9500 . ?
C32 C33 1.366(15) . ?
C32 H32 0.9500 . ?
C33 C34 1.404(11) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
S O11 1.405(7) . ?
S O12 1.413(5) . ?
S O13 1.440(7) . ?
S C35 1.768(10) . ?
F11 C35 1.352(14) . ?
F12 C35 1.344(12) . ?
F13 C35 1.290(12) . ?
N1S C1S 1.139(10) . ?
C1S C2S 1.438(12) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn N2 176.59(15) . . ?
O1 Mn N1 100.75(15) . . ?
N2 Mn N1 80.17(16) . . ?
O1 Mn N3 96.27(16) . . ?
N2 Mn N3 82.70(18) . . ?
N1 Mn N3 162.80(16) . . ?
O1 Mn N4 95.97(14) . . ?
N2 Mn N4 87.06(15) . . ?
N1 Mn N4 100.50(17) . . ?
N3 Mn N4 80.07(18) . . ?
O1 Mn N5 85.89(13) . . ?
N2 Mn N5 90.70(15) . . ?
N1 Mn N5 104.25(14) . . ?
N3 Mn N5 74.34(15) . . ?
N4 Mn N5 154.39(17) . . ?
O2 O1 Mn 110.4(2) . . ?
C26 O2 O1 109.0(3) . . ?
C1 N1 C9 118.8(4) . . ?
C1 N1 Mn 127.8(3) . . ?
C9 N1 Mn 113.4(3) . . ?
C10 N2 C8 123.7(4) . . ?
C10 N2 Mn 119.6(4) . . ?
C8 N2 Mn 116.7(3) . . ?
C18 N3 C11 112.0(4) . . ?
C18 N3 C12 110.9(4) . . ?
C11 N3 C12 110.5(4) . . ?
C18 N3 Mn 108.2(3) . . ?
C11 N3 Mn 108.1(3) . . ?
C12 N3 Mn 106.9(3) . . ?
C13 N4 C17 120.4(5) . . ?
C13 N4 Mn 108.8(4) . . ?
C17 N4 Mn 129.6(4) . . ?
C19 N5 C23 118.8(4) . . ?
C19 N5 Mn 108.8(3) . . ?
C23 N5 Mn 132.4(3) . . ?
N1 C1 C2 122.4(5) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 118.4(6) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.2(6) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C9 117.1(5) . . ?
C3 C4 C5 124.6(6) . . ?
C9 C4 C5 118.2(6) . . ?
C6 C5 C4 119.4(6) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C7 122.5(6) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C8 C7 C6 120.1(6) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 N2 128.9(5) . . ?
C7 C8 C9 117.9(5) . . ?
N2 C8 C9 113.2(4) . . ?
N1 C9 C4 121.9(5) . . ?
N1 C9 C8 116.2(4) . . ?
C4 C9 C8 121.9(5) . . ?
O3 C10 N2 127.5(6) . . ?
O3 C10 C11 119.0(5) . . ?
N2 C10 C11 113.5(4) . . ?
C10 C11 N3 114.4(4) . . ?
C10 C11 H11A 108.7 . . ?
N3 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
N3 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 N3 112.3(5) . . ?
C13 C12 H12A 109.1 . . ?
N3 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
N3 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N4 C13 C14 121.3(7) . . ?
N4 C13 C12 116.4(4) . . ?
C14 C13 C12 122.1(7) . . ?
C15 C14 C13 117.6(8) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C16 C15 C14 121.5(6) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 118.8(8) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
N4 C17 C16 120.2(8) . . ?
N4 C17 C24 119.6(5) . . ?
C16 C17 C24 120.1(7) . . ?
N3 C18 C19 111.2(4) . . ?
N3 C18 H18A 109.4 . . ?
C19 C18 H18A 109.4 . . ?
N3 C18 H18B 109.4 . . ?
C19 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
N5 C19 C20 122.8(5) . . ?
N5 C19 C18 116.1(4) . . ?
C20 C19 C18 121.2(5) . . ?
C21 C20 C19 118.5(6) . . ?
C21 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C22 C21 C20 119.2(5) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 120.5(5) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
N5 C23 C22 120.2(5) . . ?
N5 C23 C25 118.0(4) . . ?
C22 C23 C25 121.8(5) . . ?
C17 C24 H24A 109.5 . . ?
C17 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C17 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O2 C26 C27 101.2(5) . . ?
O2 C26 C29 110.0(4) . . ?
C27 C26 C29 113.1(5) . . ?
O2 C26 C28 109.7(4) . . ?
C27 C26 C28 108.6(6) . . ?
C29 C26 C28 113.5(5) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C34 C29 C30 118.4(6) . . ?
C34 C29 C26 122.1(6) . . ?
C30 C29 C26 119.5(6) . . ?
C31 C30 C29 121.7(8) . . ?
C31 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
C30 C31 C32 118.5(8) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C33 C32 C31 121.9(8) . . ?
C33 C32 H32 119.1 . . ?
C31 C32 H32 119.1 . . ?
C32 C33 C34 119.4(9) . . ?
C32 C33 H33 120.3 . . ?
C34 C33 H33 120.3 . . ?
C29 C34 C33 120.2(8) . . ?
C29 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
O11 S O12 115.6(4) . . ?
O11 S O13 113.5(5) . . ?
O12 S O13 116.8(4) . . ?
O11 S C35 105.9(6) . . ?
O12 S C35 102.1(4) . . ?
O13 S C35 100.2(5) . . ?
F13 C35 F12 108.8(10) . . ?
F13 C35 F11 105.0(10) . . ?
F12 C35 F11 107.0(10) . . ?
F13 C35 S 114.3(9) . . ?
F12 C35 S 110.7(8) . . ?
F11 C35 S 110.7(8) . . ?
N1S C1S C2S 179.0(9) . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 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
N1 Mn O1 O2 55.9(3) . . . . ?
N3 Mn O1 O2 -126.6(2) . . . . ?
N4 Mn O1 O2 -46.0(3) . . . . ?
N5 Mn O1 O2 159.7(2) . . . . ?
Mn O1 O2 C26 150.9(3) . . . . ?
C9 N1 C1 C2 1.1(8) . . . . ?
Mn N1 C1 C2 -176.5(5) . . . . ?
N1 C1 C2 C3 -0.2(10) . . . . ?
C1 C2 C3 C4 0.0(12) . . . . ?
C2 C3 C4 C9 -0.6(11) . . . . ?
C2 C3 C4 C5 179.4(8) . . . . ?
C3 C4 C5 C6 -179.5(7) . . . . ?
C9 C4 C5 C6 0.5(10) . . . . ?
C4 C5 C6 C7 0.7(11) . . . . ?
C5 C6 C7 C8 -1.9(10) . . . . ?
C6 C7 C8 N2 -177.9(5) . . . . ?
C6 C7 C8 C9 1.9(8) . . . . ?
C10 N2 C8 C7 3.8(8) . . . . ?
Mn N2 C8 C7 -173.5(4) . . . . ?
C10 N2 C8 C9 -176.0(4) . . . . ?
Mn N2 C8 C9 6.7(5) . . . . ?
C1 N1 C9 C4 -1.8(7) . . . . ?
Mn N1 C9 C4 176.1(4) . . . . ?
C1 N1 C9 C8 -180.0(4) . . . . ?
Mn N1 C9 C8 -2.0(5) . . . . ?
C3 C4 C9 N1 1.5(9) . . . . ?
C5 C4 C9 N1 -178.5(6) . . . . ?
C3 C4 C9 C8 179.6(6) . . . . ?
C5 C4 C9 C8 -0.4(9) . . . . ?
C7 C8 C9 N1 177.4(5) . . . . ?
N2 C8 C9 N1 -2.8(6) . . . . ?
C7 C8 C9 C4 -0.8(8) . . . . ?
N2 C8 C9 C4 179.0(5) . . . . ?
C8 N2 C10 O3 -1.1(8) . . . . ?
Mn N2 C10 O3 176.1(4) . . . . ?
C8 N2 C10 C11 177.1(4) . . . . ?
Mn N2 C10 C11 -5.6(6) . . . . ?
O3 C10 C11 N3 -168.3(5) . . . . ?
N2 C10 C11 N3 13.3(6) . . . . ?
C18 N3 C11 C10 -133.1(5) . . . . ?
C12 N3 C11 C10 102.7(5) . . . . ?
Mn N3 C11 C10 -14.0(5) . . . . ?
C18 N3 C12 C13 158.6(4) . . . . ?
C11 N3 C12 C13 -76.6(5) . . . . ?
Mn N3 C12 C13 40.8(5) . . . . ?
C17 N4 C13 C14 5.1(8) . . . . ?
Mn N4 C13 C14 -163.5(4) . . . . ?
C17 N4 C13 C12 -169.4(4) . . . . ?
Mn N4 C13 C12 21.9(5) . . . . ?
N3 C12 C13 N4 -43.8(6) . . . . ?
N3 C12 C13 C14 141.7(5) . . . . ?
N4 C13 C14 C15 -3.0(9) . . . . ?
C12 C13 C14 C15 171.2(5) . . . . ?
C13 C14 C15 C16 -1.1(10) . . . . ?
C14 C15 C16 C17 2.9(10) . . . . ?
C13 N4 C17 C16 -3.2(8) . . . . ?
Mn N4 C17 C16 162.8(4) . . . . ?
C13 N4 C17 C24 174.2(5) . . . . ?
Mn N4 C17 C24 -19.8(7) . . . . ?
C15 C16 C17 N4 -0.8(9) . . . . ?
C15 C16 C17 C24 -178.2(6) . . . . ?
C11 N3 C18 C19 67.8(5) . . . . ?
C12 N3 C18 C19 -168.3(4) . . . . ?
Mn N3 C18 C19 -51.3(5) . . . . ?
C23 N5 C19 C20 -0.3(7) . . . . ?
Mn N5 C19 C20 179.8(4) . . . . ?
C23 N5 C19 C18 179.7(4) . . . . ?
Mn N5 C19 C18 -0.2(5) . . . . ?
N3 C18 C19 N5 32.7(6) . . . . ?
N3 C18 C19 C20 -147.3(5) . . . . ?
N5 C19 C20 C21 2.3(8) . . . . ?
C18 C19 C20 C21 -177.6(5) . . . . ?
C19 C20 C21 C22 -2.9(8) . . . . ?
C20 C21 C22 C23 1.6(8) . . . . ?
C19 N5 C23 C22 -1.2(6) . . . . ?
Mn N5 C23 C22 178.7(3) . . . . ?
C19 N5 C23 C25 177.3(4) . . . . ?
Mn N5 C23 C25 -2.8(6) . . . . ?
C21 C22 C23 N5 0.5(7) . . . . ?
C21 C22 C23 C25 -177.9(5) . . . . ?
O1 O2 C26 C27 173.3(4) . . . . ?
O1 O2 C26 C29 -66.8(5) . . . . ?
O1 O2 C26 C28 58.7(5) . . . . ?
O2 C26 C29 C34 109.6(6) . . . . ?
C27 C26 C29 C34 -138.1(6) . . . . ?
C28 C26 C29 C34 -13.8(7) . . . . ?
O2 C26 C29 C30 -68.5(6) . . . . ?
C27 C26 C29 C30 43.8(7) . . . . ?
C28 C26 C29 C30 168.2(5) . . . . ?
C34 C29 C30 C31 0.4(9) . . . . ?
C26 C29 C30 C31 178.5(5) . . . . ?
C29 C30 C31 C32 0.0(10) . . . . ?
C30 C31 C32 C33 -0.5(12) . . . . ?
C31 C32 C33 C34 0.5(13) . . . . ?
C30 C29 C34 C33 -0.3(9) . . . . ?
C26 C29 C34 C33 -178.4(6) . . . . ?
C32 C33 C34 C29 -0.1(12) . . . . ?
O11 S C35 F13 61.7(11) . . . . ?
O12 S C35 F13 -59.7(11) . . . . ?
O13 S C35 F13 179.9(10) . . . . ?
O11 S C35 F12 -61.5(10) . . . . ?
O12 S C35 F12 177.1(9) . . . . ?
O13 S C35 F12 56.7(10) . . . . ?
O11 S C35 F11 -180.0(7) . . . . ?
O12 S C35 F11 58.6(9) . . . . ?
O13 S C35 F11 -61.8(8) . . . . ?

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
C1 H1 O2 0.95 2.51 3.115(6) 121.4 .
C1 H1 O12 0.95 2.37 3.084(7) 131.6 1_455
C7 H7 O3 0.95 2.32 2.898(9) 118.9 .
C12 H12A O11 0.99 2.35 3.275(9) 154.6 1_545
C16 H16 O12 0.95 2.41 3.311(11) 158.2 .
C18 H18A O13 0.99 2.43 3.415(8) 178.0 1_545
C22 H22 O3 0.95 2.45 3.368(7) 163.3 1_455
C24 H24A O13 0.98 2.47 3.422(9) 163.5 .
C24 H24C O2 0.98 2.56 3.414(8) 145.3 .

_refine_diff_density_max         1.001
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.095



####################################################################### 
# 
# 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_v60d
_database_code_depnum_ccdc_archive 'CCDC 2049911'
loop_
_audit_author_name
_audit_author_address
'Victor W Day'
;University of Kansas
United States of America
;
_audit_update_record             
;
2020-12-12 deposited with the CCDC.	2021-08-20 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            'C26 H25 F3 Mn N5 O5 S'
_chemical_formula_weight         631.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -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, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   22.7367(9)
_cell_length_b                   10.2260(4)
_cell_length_c                   11.5888(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2694.46(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5979
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      68.26

_exptl_crystal_description       'Rectangular parallelepiped'
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    5.315
_shelx_estimated_absorpt_T_min   0.619
_shelx_estimated_absorpt_T_max   0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Bruker MicroStar microfocus rotating anode'
_diffrn_measurement_device_type  'Bruker Platinum 135 CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9990
_diffrn_reflns_av_unetI/netI     0.0705
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.888
_diffrn_reflns_theta_max         68.257
_diffrn_reflns_theta_full        66.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4121
_reflns_number_gt                3555
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_fraction_full    0.997

_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          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0012(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.082(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4121
_refine_ls_number_parameters     378
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1757
_refine_ls_wR_factor_gt          0.1696
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.161
_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 0.21738(5) 0.10032(9) 0.25459(12) 0.0373(3) Uani 1 1 d . . . . .
O1 O 0.2249(3) 0.1451(6) 0.4046(5) 0.0464(13) Uani 1 1 d . . . . .
H1O H 0.236(4) 0.218(10) 0.410(9) 0.05(3) Uiso 1 1 d . . . . .
O2 O 0.2419(3) -0.0986(5) -0.0465(5) 0.0534(15) Uani 1 1 d . . . . .
N1 N 0.1469(3) 0.2124(5) 0.2086(5) 0.0408(13) Uani 1 1 d . . . . .
N2 N 0.2068(3) 0.0397(5) 0.0953(5) 0.0387(13) Uani 1 1 d . . . . .
N3 N 0.2904(3) -0.0299(5) 0.2471(6) 0.0427(13) Uani 1 1 d . . . . .
N4 N 0.1758(3) -0.0952(5) 0.3157(5) 0.0418(14) Uani 1 1 d . . . . .
N5 N 0.2974(3) 0.2375(6) 0.2006(6) 0.0470(15) Uani 1 1 d . . . . .
C1 C 0.1192(4) 0.2998(6) 0.2732(7) 0.0462(17) Uani 1 1 d . . . . .
H1 H 0.1307 0.3107 0.3514 0.055 Uiso 1 1 calc R U . . .
C2 C 0.0728(4) 0.3775(7) 0.2285(8) 0.054(2) Uani 1 1 d . . . . .
H2 H 0.0535 0.4397 0.2761 0.065 Uiso 1 1 calc R U . . .
C3 C 0.0566(4) 0.3617(8) 0.1172(9) 0.055(2) Uani 1 1 d . . . . .
H3 H 0.0265 0.4156 0.0860 0.066 Uiso 1 1 calc R U . . .
C4 C 0.0836(4) 0.2659(7) 0.0462(7) 0.0470(17) Uani 1 1 d . . . . .
C5 C 0.0679(4) 0.2382(9) -0.0702(8) 0.058(2) Uani 1 1 d . . . . .
H5 H 0.0388 0.2895 -0.1075 0.069 Uiso 1 1 calc R U . . .
C6 C 0.0943(4) 0.1390(10) -0.1281(8) 0.058(2) Uani 1 1 d . . . . .
H6 H 0.0815 0.1182 -0.2040 0.070 Uiso 1 1 calc R U . . .
C7 C 0.1405(4) 0.0655(8) -0.0775(7) 0.0487(18) Uani 1 1 d . . . . .
H7 H 0.1582 -0.0035 -0.1199 0.058 Uiso 1 1 calc R U . . .
C8 C 0.1600(3) 0.0933(6) 0.0332(6) 0.0366(15) Uani 1 1 d . . . . .
C9 C 0.1289(3) 0.1917(6) 0.0964(6) 0.0404(15) Uani 1 1 d . . . . .
C10 C 0.2439(3) -0.0502(6) 0.0500(6) 0.0398(16) Uani 1 1 d . . . . .
C11 C 0.2935(4) -0.0881(8) 0.1313(8) 0.051(2) Uani 1 1 d . . . . .
H11A H 0.2937 -0.1845 0.1395 0.061 Uiso 1 1 calc R U . . .
H11B H 0.3313 -0.0625 0.0955 0.061 Uiso 1 1 calc R U . . .
C12 C 0.2811(4) -0.1313(9) 0.3385(9) 0.055(2) Uani 1 1 d . . . . .
H12A H 0.2895 -0.0927 0.4151 0.066 Uiso 1 1 calc R U . . .
H12B H 0.3088 -0.2046 0.3260 0.066 Uiso 1 1 calc R U . . .
C13 C 0.2187(4) -0.1826(8) 0.3367(7) 0.0439(17) Uani 1 1 d . . . . .
C14 C 0.2077(4) -0.3112(8) 0.3632(8) 0.051(2) Uani 1 1 d . . . . .
H14 H 0.2392 -0.3708 0.3754 0.061 Uiso 1 1 calc R U . . .
C15 C 0.1500(5) -0.3517(8) 0.3717(9) 0.061(2) Uani 1 1 d . . . . .
H15 H 0.1408 -0.4393 0.3922 0.073 Uiso 1 1 calc R U . . .
C16 C 0.1061(4) -0.2627(8) 0.3499(9) 0.060(2) Uani 1 1 d . . . . .
H16 H 0.0661 -0.2897 0.3521 0.072 Uiso 1 1 calc R U . . .
C17 C 0.1199(4) -0.1339(8) 0.3247(8) 0.0494(18) Uani 1 1 d . . . . .
C18 C 0.3446(3) 0.0446(8) 0.2763(7) 0.0492(18) Uani 1 1 d . . . . .
H18A H 0.3795 -0.0088 0.2565 0.059 Uiso 1 1 calc R U . . .
H18B H 0.3454 0.0611 0.3605 0.059 Uiso 1 1 calc R U . . .
C19 C 0.3478(4) 0.1716(8) 0.2140(7) 0.0487(18) Uani 1 1 d . . . . .
C20 C 0.4032(4) 0.2240(11) 0.1796(8) 0.063(2) Uani 1 1 d . . . . .
H20 H 0.4385 0.1752 0.1889 0.076 Uiso 1 1 calc R U . . .
C21 C 0.4041(6) 0.3472(11) 0.1328(10) 0.074(3) Uani 1 1 d . . . . .
H21 H 0.4404 0.3850 0.1094 0.089 Uiso 1 1 calc R U . . .
C22 C 0.3521(5) 0.4168(9) 0.1195(8) 0.058(2) Uani 1 1 d . . . . .
H22 H 0.3523 0.5019 0.0867 0.070 Uiso 1 1 calc R U . . .
C23 C 0.2992(5) 0.3589(8) 0.1553(7) 0.053(2) Uani 1 1 d . . . . .
C24 C 0.0732(4) -0.0317(9) 0.3087(11) 0.067(3) Uani 1 1 d . . . . .
H24A H 0.0793 0.0391 0.3644 0.101 Uiso 1 1 calc R U . . .
H24B H 0.0344 -0.0710 0.3212 0.101 Uiso 1 1 calc R U . . .
H24C H 0.0754 0.0034 0.2302 0.101 Uiso 1 1 calc R U . . .
C25 C 0.2430(5) 0.4357(9) 0.1458(9) 0.061(2) Uani 1 1 d . . . . .
H25A H 0.2142 0.3857 0.1008 0.091 Uiso 1 1 calc R U . . .
H25B H 0.2508 0.5192 0.1071 0.091 Uiso 1 1 calc R U . . .
H25C H 0.2273 0.4524 0.2231 0.091 Uiso 1 1 calc R U . . .
S S -0.03937(9) 0.67989(19) 0.07737(18) 0.0509(5) Uani 1 1 d . . . . .
F1 F 0.0483(5) 0.8400(11) 0.0630(9) 0.153(5) Uani 1 1 d . . . . .
F2 F 0.0664(3) 0.6528(10) -0.0051(10) 0.138(4) Uani 1 1 d . . . . .
F3 F 0.0140(3) 0.7873(7) -0.0988(5) 0.0869(19) Uani 1 1 d . . . . .
O11 O -0.0569(3) 0.5727(7) 0.0060(6) 0.074(2) Uani 1 1 d . . . . .
O12 O -0.0783(4) 0.7892(8) 0.0776(8) 0.091(3) Uani 1 1 d . . . . .
O13 O -0.0178(3) 0.6389(7) 0.1883(5) 0.0682(18) Uani 1 1 d . . . . .
C26 C 0.0253(4) 0.7408(10) 0.0056(10) 0.065(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn O1 1.806(6) . ?
Mn N2 1.962(6) . ?
Mn N1 2.041(7) . ?
Mn N3 2.130(6) . ?
Mn N4 2.322(6) . ?
Mn N5 2.381(7) . ?
O1 H1O 0.78(10) . ?
O2 C10 1.223(9) . ?
N1 C1 1.325(9) . ?
N1 C9 1.379(10) . ?
N2 C10 1.355(9) . ?
N2 C8 1.397(9) . ?
N3 C11 1.470(12) . ?
N3 C18 1.488(9) . ?
N3 C12 1.497(11) . ?
N4 C17 1.335(11) . ?
N4 C13 1.345(10) . ?
N5 C19 1.339(11) . ?
N5 C23 1.348(11) . ?
C1 C2 1.417(12) . ?
C1 H1 0.9500 . ?
C2 C3 1.351(14) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(12) . ?
C3 H3 0.9500 . ?
C4 C9 1.406(11) . ?
C4 C5 1.423(12) . ?
C5 C6 1.356(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.418(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.431(10) . ?
C10 C11 1.519(11) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.512(12) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.373(11) . ?
C14 C15 1.380(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.374(14) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(12) . ?
C16 H16 0.9500 . ?
C17 C24 1.502(12) . ?
C18 C19 1.488(11) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.427(13) . ?
C20 C21 1.372(16) . ?
C20 H20 0.9500 . ?
C21 C22 1.390(17) . ?
C21 H21 0.9500 . ?
C22 C23 1.402(14) . ?
C22 H22 0.9500 . ?
C23 C25 1.505(15) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
S O12 1.426(7) . ?
S O11 1.430(7) . ?
S O13 1.438(6) . ?
S C26 1.800(10) . ?
F1 C26 1.320(14) . ?
F2 C26 1.303(13) . ?
F3 C26 1.325(12) . ?

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 N2 175.9(3) . . ?
O1 Mn N1 100.6(3) . . ?
N2 Mn N1 80.5(2) . . ?
O1 Mn N3 97.1(3) . . ?
N2 Mn N3 81.9(3) . . ?
N1 Mn N3 162.3(3) . . ?
O1 Mn N4 87.9(3) . . ?
N2 Mn N4 88.0(2) . . ?
N1 Mn N4 104.1(2) . . ?
N3 Mn N4 78.0(2) . . ?
O1 Mn N5 91.8(3) . . ?
N2 Mn N5 91.9(2) . . ?
N1 Mn N5 101.6(3) . . ?
N3 Mn N5 76.3(2) . . ?
N4 Mn N5 154.0(2) . . ?
Mn O1 H1O 111(8) . . ?
C1 N1 C9 119.7(7) . . ?
C1 N1 Mn 127.2(5) . . ?
C9 N1 Mn 113.1(5) . . ?
C10 N2 C8 122.8(6) . . ?
C10 N2 Mn 120.2(5) . . ?
C8 N2 Mn 117.0(5) . . ?
C11 N3 C18 112.1(7) . . ?
C11 N3 C12 111.9(7) . . ?
C18 N3 C12 108.1(7) . . ?
C11 N3 Mn 109.1(5) . . ?
C18 N3 Mn 108.4(4) . . ?
C12 N3 Mn 107.1(5) . . ?
C17 N4 C13 118.6(6) . . ?
C17 N4 Mn 131.8(5) . . ?
C13 N4 Mn 109.4(5) . . ?
C19 N5 C23 118.8(8) . . ?
C19 N5 Mn 109.1(5) . . ?
C23 N5 Mn 132.0(6) . . ?
N1 C1 C2 121.7(7) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 119.0(8) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 121.2(8) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C9 C4 C3 116.7(8) . . ?
C9 C4 C5 117.9(8) . . ?
C3 C4 C5 125.3(8) . . ?
C6 C5 C4 120.5(8) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 121.2(8) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 120.7(8) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 N2 129.8(7) . . ?
C7 C8 C9 117.4(7) . . ?
N2 C8 C9 112.8(6) . . ?
N1 C9 C4 121.6(7) . . ?
N1 C9 C8 116.4(6) . . ?
C4 C9 C8 122.0(7) . . ?
O2 C10 N2 127.3(7) . . ?
O2 C10 C11 119.4(7) . . ?
N2 C10 C11 113.3(6) . . ?
N3 C11 C10 115.3(7) . . ?
N3 C11 H11A 108.4 . . ?
C10 C11 H11A 108.4 . . ?
N3 C11 H11B 108.4 . . ?
C10 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
N3 C12 C13 111.3(7) . . ?
N3 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
N3 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
N4 C13 C14 123.0(8) . . ?
N4 C13 C12 116.9(7) . . ?
C14 C13 C12 119.9(8) . . ?
C13 C14 C15 118.4(8) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
C16 C15 C14 118.7(8) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C15 C16 C17 120.2(9) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
N4 C17 C16 121.0(8) . . ?
N4 C17 C24 117.2(7) . . ?
C16 C17 C24 121.8(8) . . ?
N3 C18 C19 112.2(6) . . ?
N3 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
N3 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
N5 C19 C20 122.3(8) . . ?
N5 C19 C18 117.0(7) . . ?
C20 C19 C18 120.5(8) . . ?
C21 C20 C19 118.0(10) . . ?
C21 C20 H20 121.0 . . ?
C19 C20 H20 121.0 . . ?
C20 C21 C22 120.1(9) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C23 118.7(9) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
N5 C23 C22 122.1(9) . . ?
N5 C23 C25 118.8(8) . . ?
C22 C23 C25 119.1(8) . . ?
C17 C24 H24A 109.5 . . ?
C17 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C17 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O12 S O11 115.4(5) . . ?
O12 S O13 116.0(5) . . ?
O11 S O13 112.9(4) . . ?
O12 S C26 103.7(5) . . ?
O11 S C26 103.0(5) . . ?
O13 S C26 103.6(5) . . ?
F2 C26 F1 107.2(11) . . ?
F2 C26 F3 107.4(10) . . ?
F1 C26 F3 105.2(9) . . ?
F2 C26 S 113.0(7) . . ?
F1 C26 S 110.8(9) . . ?
F3 C26 S 112.7(7) . . ?

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
C9 N1 C1 C2 -2.8(11) . . . . ?
Mn N1 C1 C2 176.0(6) . . . . ?
N1 C1 C2 C3 0.0(12) . . . . ?
C1 C2 C3 C4 2.3(13) . . . . ?
C2 C3 C4 C9 -1.7(12) . . . . ?
C2 C3 C4 C5 177.2(9) . . . . ?
C9 C4 C5 C6 3.0(13) . . . . ?
C3 C4 C5 C6 -175.9(9) . . . . ?
C4 C5 C6 C7 -3.9(15) . . . . ?
C5 C6 C7 C8 0.1(14) . . . . ?
C6 C7 C8 N2 -175.2(8) . . . . ?
C6 C7 C8 C9 4.5(12) . . . . ?
C10 N2 C8 C7 3.2(12) . . . . ?
Mn N2 C8 C7 -176.9(7) . . . . ?
C10 N2 C8 C9 -176.5(6) . . . . ?
Mn N2 C8 C9 3.4(8) . . . . ?
C1 N1 C9 C4 3.3(10) . . . . ?
Mn N1 C9 C4 -175.7(6) . . . . ?
C1 N1 C9 C8 -178.4(6) . . . . ?
Mn N1 C9 C8 2.7(8) . . . . ?
C3 C4 C9 N1 -1.0(11) . . . . ?
C5 C4 C9 N1 180.0(7) . . . . ?
C3 C4 C9 C8 -179.3(7) . . . . ?
C5 C4 C9 C8 1.7(11) . . . . ?
C7 C8 C9 N1 176.3(7) . . . . ?
N2 C8 C9 N1 -3.9(9) . . . . ?
C7 C8 C9 C4 -5.4(11) . . . . ?
N2 C8 C9 C4 174.4(6) . . . . ?
C8 N2 C10 O2 -1.7(12) . . . . ?
Mn N2 C10 O2 178.4(6) . . . . ?
C8 N2 C10 C11 176.6(7) . . . . ?
Mn N2 C10 C11 -3.4(9) . . . . ?
C18 N3 C11 C10 -123.6(8) . . . . ?
C12 N3 C11 C10 114.8(8) . . . . ?
Mn N3 C11 C10 -3.5(9) . . . . ?
O2 C10 C11 N3 -177.1(7) . . . . ?
N2 C10 C11 N3 4.5(11) . . . . ?
C11 N3 C12 C13 -73.7(9) . . . . ?
C18 N3 C12 C13 162.5(7) . . . . ?
Mn N3 C12 C13 45.9(9) . . . . ?
C17 N4 C13 C14 2.3(12) . . . . ?
Mn N4 C13 C14 -173.4(7) . . . . ?
C17 N4 C13 C12 -173.4(8) . . . . ?
Mn N4 C13 C12 10.8(9) . . . . ?
N3 C12 C13 N4 -38.6(11) . . . . ?
N3 C12 C13 C14 145.6(8) . . . . ?
N4 C13 C14 C15 -1.8(13) . . . . ?
C12 C13 C14 C15 173.8(9) . . . . ?
C13 C14 C15 C16 1.9(14) . . . . ?
C14 C15 C16 C17 -2.6(15) . . . . ?
C13 N4 C17 C16 -2.9(12) . . . . ?
Mn N4 C17 C16 171.6(7) . . . . ?
C13 N4 C17 C24 175.9(8) . . . . ?
Mn N4 C17 C24 -9.6(12) . . . . ?
C15 C16 C17 N4 3.2(15) . . . . ?
C15 C16 C17 C24 -175.6(9) . . . . ?
C11 N3 C18 C19 74.2(8) . . . . ?
C12 N3 C18 C19 -162.1(7) . . . . ?
Mn N3 C18 C19 -46.3(8) . . . . ?
C23 N5 C19 C20 -1.5(12) . . . . ?
Mn N5 C19 C20 174.7(7) . . . . ?
C23 N5 C19 C18 173.2(7) . . . . ?
Mn N5 C19 C18 -10.6(8) . . . . ?
N3 C18 C19 N5 38.2(10) . . . . ?
N3 C18 C19 C20 -147.0(8) . . . . ?
N5 C19 C20 C21 0.9(13) . . . . ?
C18 C19 C20 C21 -173.6(9) . . . . ?
C19 C20 C21 C22 -0.3(15) . . . . ?
C20 C21 C22 C23 0.4(15) . . . . ?
C19 N5 C23 C22 1.5(12) . . . . ?
Mn N5 C23 C22 -173.6(6) . . . . ?
C19 N5 C23 C25 -177.0(8) . . . . ?
Mn N5 C23 C25 7.9(11) . . . . ?
C21 C22 C23 N5 -1.0(13) . . . . ?
C21 C22 C23 C25 177.5(9) . . . . ?
O12 S C26 F2 -178.8(10) . . . . ?
O11 S C26 F2 -58.2(11) . . . . ?
O13 S C26 F2 59.7(10) . . . . ?
O12 S C26 F1 60.8(10) . . . . ?
O11 S C26 F1 -178.5(9) . . . . ?
O13 S C26 F1 -60.7(10) . . . . ?
O12 S C26 F3 -56.7(9) . . . . ?
O11 S C26 F3 63.9(8) . . . . ?
O13 S C26 F3 -178.2(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O2 0.95 2.30 2.875(11) 118.3 .
C14 H14 O2 0.95 2.54 3.323(10) 140.4 4_545
C22 H22 O12 0.95 2.66 3.432(11) 139.1 3_565
C24 H24C N1 0.98 2.70 3.223(11) 114.0 .
C24 H24C F1 0.98 2.63 3.186(16) 116.1 1_545
C25 H25A N1 0.98 2.65 3.244(11) 118.9 .

_refine_diff_density_max         0.398
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.080



