# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1515331'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;
#data_S107_0m 

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            S107
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H30 Mn N3 O3 S2'
_chemical_formula_sum            'C30 H30 Mn N3 O3 S2'
_chemical_formula_weight         599.63

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   15.6204(7)
_cell_length_b                   11.7065(5)
_cell_length_c                   15.7573(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.221(2)
_cell_angle_gamma                90
_cell_volume                     2858.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9630
_cell_measurement_theta_min      2.1734
_cell_measurement_theta_max      25.2371

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.029
_exptl_absorpt_coefficient_mu    0.644
_shelx_estimated_absorpt_T_min   0.881
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_process_details   
; 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            28327
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.173
_diffrn_reflns_theta_max         25.295
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5179
_reflns_number_gt                4262
_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       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_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)+(0.0277P)²+2.0896P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5179
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0750
_refine_ls_wR_factor_gt          0.0704
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.21112(2) 0.51615(3) 0.59862(2) 0.00957(9) Uani 1 1 d . . . . .
N1 N 0.16058(12) 0.63279(16) 0.49356(11) 0.0162(4) Uani 1 1 d . . . . .
C1 C 0.10485(13) 0.57490(17) 0.72945(13) 0.0112(4) Uani 1 1 d . . . . .
C2 C 0.10479(14) 0.63808(18) 0.80644(14) 0.0149(5) Uani 1 1 d . . . . .
H2 H 0.144210 0.699470 0.818578 0.018 Uiso 1 1 calc R U . . .
C3 C 0.04911(15) 0.61160(19) 0.86259(14) 0.0180(5) Uani 1 1 d . . . . .
H3 H 0.051892 0.653119 0.914662 0.022 Uiso 1 1 calc R U . . .
C4 C -0.01357(14) 0.52339(19) 0.84609(14) 0.0167(5) Uani 1 1 d . . . . .
C5 C -0.07431(16) 0.5017(2) 0.90364(15) 0.0232(5) Uani 1 1 d . . . . .
H5 H -0.072287 0.545227 0.954726 0.028 Uiso 1 1 calc R U . . .
C6 C -0.13583(16) 0.4190(2) 0.88674(16) 0.0257(6) Uani 1 1 d . . . . .
H6 H -0.176933 0.405937 0.925279 0.031 Uiso 1 1 calc R U . . .
C7 C -0.13770(15) 0.3538(2) 0.81222(15) 0.0216(5) Uani 1 1 d . . . . .
H7 H -0.180180 0.295886 0.800631 0.026 Uiso 1 1 calc R U . . .
C8 C -0.07909(14) 0.37202(19) 0.75537(14) 0.0163(5) Uani 1 1 d . . . . .
H8 H -0.081478 0.326046 0.705452 0.020 Uiso 1 1 calc R U . . .
C9 C -0.01531(13) 0.45807(17) 0.76996(13) 0.0122(5) Uani 1 1 d . . . . .
C10 C 0.04739(13) 0.48307(17) 0.71162(13) 0.0110(4) Uani 1 1 d . . . . .
C11 C 0.04518(13) 0.42063(17) 0.63310(13) 0.0115(4) Uani 1 1 d . . . . .
H11 H -0.002545 0.370793 0.619296 0.014 Uiso 1 1 calc R U . . .
O11 O 0.15950(9) 0.60755(12) 0.67720(9) 0.0130(3) Uani 1 1 d . . . . .
C13 C 0.07724(13) 0.36507(19) 0.49678(13) 0.0139(5) Uani 1 1 d . . . . .
H13A H 0.061630 0.422698 0.451491 0.017 Uiso 1 1 calc R U . . .
H13B H 0.025480 0.317718 0.501236 0.017 Uiso 1 1 calc R U . . .
O41 O 0.25701(9) 0.39657(12) 0.70748(9) 0.0139(3) Uani 1 1 d . . . . .
C14 C 0.14886(13) 0.28832(18) 0.46989(13) 0.0133(5) Uani 1 1 d . . . . .
C15 C 0.22416(13) 0.36162(18) 0.44716(13) 0.0137(5) Uani 1 1 d . . . . .
H15A H 0.263755 0.312507 0.418934 0.016 Uiso 1 1 calc R U . . .
H15B H 0.201142 0.420697 0.405447 0.016 Uiso 1 1 calc R U . . .
C17 C 0.35697(13) 0.40869(17) 0.52846(13) 0.0118(4) Uani 1 1 d . . . . .
H17 H 0.379796 0.359970 0.488631 0.014 Uiso 1 1 calc R U . . .
C18 C 0.41844(13) 0.46365(17) 0.59044(13) 0.0116(4) Uani 1 1 d . . . . .
C19 C 0.39266(13) 0.55810(18) 0.63625(13) 0.0123(5) Uani 1 1 d . . . . .
N19 N 0.10113(11) 0.42453(14) 0.57867(11) 0.0101(4) Uani 1 1 d . . . . .
C20 C 0.45430(14) 0.61534(19) 0.69569(14) 0.0165(5) Uani 1 1 d . . . . .
H20 H 0.437615 0.680715 0.725338 0.020 Uiso 1 1 calc R U . . .
C21 C 0.53684(14) 0.5769(2) 0.71018(14) 0.0191(5) Uani 1 1 d . . . . .
H21 H 0.576154 0.614081 0.752177 0.023 Uiso 1 1 calc R U . . .
C22 C 0.56649(14) 0.48315(19) 0.66487(14) 0.0156(5) Uani 1 1 d . . . . .
C23 C 0.65333(14) 0.4464(2) 0.68094(15) 0.0200(5) Uani 1 1 d . . . . .
H23 H 0.691343 0.481930 0.724928 0.024 Uiso 1 1 calc R U . . .
N23 N 0.27355(11) 0.41813(14) 0.52073(11) 0.0105(4) Uani 1 1 d . . . . .
C24 C 0.68302(15) 0.3606(2) 0.63396(15) 0.0217(5) Uani 1 1 d . . . . .
H24 H 0.741154 0.335553 0.645722 0.026 Uiso 1 1 calc R U . . .
C25 C 0.62714(14) 0.3095(2) 0.56815(15) 0.0194(5) Uani 1 1 d . . . . .
H25 H 0.648414 0.251901 0.533815 0.023 Uiso 1 1 calc R U . . .
C26 C 0.54205(14) 0.34163(19) 0.55274(14) 0.0162(5) Uani 1 1 d . . . . .
H26 H 0.505271 0.304977 0.508340 0.019 Uiso 1 1 calc R U . . .
C27 C 0.50802(13) 0.42782(18) 0.60132(13) 0.0130(5) Uani 1 1 d . . . . .
C28 C 0.11084(15) 0.2273(2) 0.38766(15) 0.0228(6) Uani 1 1 d . . . . .
H28A H 0.154801 0.177657 0.367831 0.034 Uiso 1 1 calc R U . . .
H28B H 0.092162 0.284039 0.343488 0.034 Uiso 1 1 calc R U . . .
H28C H 0.061243 0.181050 0.399098 0.034 Uiso 1 1 calc R U . . .
C29 C 0.17796(15) 0.20155(18) 0.54016(15) 0.0180(5) Uani 1 1 d . . . . .
H29A H 0.222839 0.152331 0.521611 0.027 Uiso 1 1 calc R U . . .
H29B H 0.128606 0.154722 0.551381 0.027 Uiso 1 1 calc R U . . .
H29C H 0.201081 0.241994 0.592517 0.027 Uiso 1 1 calc R U . . .
S1D S 0.28557(3) 0.44768(4) 0.79553(3) 0.01272(13) Uani 1 1 d . . . . .
C1D C 0.38822(14) 0.38590(19) 0.83101(14) 0.0174(5) Uani 1 1 d . . . . .
H1DA H 0.408918 0.413926 0.888547 0.026 Uiso 1 1 calc R U . . .
H1DB H 0.429365 0.407284 0.791667 0.026 Uiso 1 1 calc R U . . .
H1DC H 0.382764 0.302539 0.832323 0.026 Uiso 1 1 calc R U . . .
C2D C 0.22461(14) 0.37408(19) 0.86685(14) 0.0180(5) Uani 1 1 d . . . . .
H2DA H 0.247531 0.392466 0.926039 0.027 Uiso 1 1 calc R U . . .
H2DB H 0.228748 0.291557 0.857719 0.027 Uiso 1 1 calc R U . . .
H2DC H 0.164044 0.397761 0.855987 0.027 Uiso 1 1 calc R U . . .
C2Z C 0.14298(14) 0.7243(2) 0.46870(13) 0.0158(5) Uani 1 1 d . . . . .
S3Z S 0.11530(5) 0.85078(5) 0.43070(4) 0.03110(17) Uani 1 1 d . . . . .
O31 O 0.31403(9) 0.59976(12) 0.62590(9) 0.0142(3) 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
Mn1 O31 1.8850(14) . ?
Mn1 O11 1.8919(14) . ?
Mn1 N19 2.0162(17) . ?
Mn1 N23 2.0186(17) . ?
Mn1 N1 2.2136(18) . ?
Mn1 O41 2.2599(14) . ?
N1 C2Z 1.161(3) . ?
C1 O11 1.315(2) . ?
C1 C10 1.406(3) . ?
C1 C2 1.421(3) . ?
C2 C3 1.352(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.424(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.415(3) . ?
C4 C9 1.420(3) . ?
C5 C6 1.366(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.376(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.415(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.455(3) . ?
C10 C11 1.434(3) . ?
C11 N19 1.300(3) . ?
C11 H11 0.9500 . ?
C13 N19 1.472(3) . ?
C13 C14 1.535(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
O41 S1D 1.5252(15) . ?
C14 C29 1.529(3) . ?
C14 C28 1.533(3) . ?
C14 C15 1.534(3) . ?
C15 N23 1.467(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C17 N23 1.298(3) . ?
C17 C18 1.433(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.407(3) . ?
C18 C27 1.450(3) . ?
C19 O31 1.313(2) . ?
C19 C20 1.424(3) . ?
C20 C21 1.358(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.418(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.415(3) . ?
C22 C27 1.423(3) . ?
C23 C24 1.363(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.403(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.373(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.410(3) . ?
C26 H26 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
S1D C1D 1.784(2) . ?
S1D C2D 1.784(2) . ?
C1D H1DA 0.9800 . ?
C1D H1DB 0.9800 . ?
C1D H1DC 0.9800 . ?
C2D H2DA 0.9800 . ?
C2D H2DB 0.9800 . ?
C2D H2DC 0.9800 . ?
C2Z S3Z 1.635(2) . ?

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
O31 Mn1 O11 88.76(6) . . ?
O31 Mn1 N19 175.81(7) . . ?
O11 Mn1 N19 88.74(7) . . ?
O31 Mn1 N23 88.31(7) . . ?
O11 Mn1 N23 176.05(7) . . ?
N19 Mn1 N23 94.02(7) . . ?
O31 Mn1 N1 93.67(7) . . ?
O11 Mn1 N1 89.96(7) . . ?
N19 Mn1 N1 89.70(7) . . ?
N23 Mn1 N1 92.87(7) . . ?
O31 Mn1 O41 88.19(6) . . ?
O11 Mn1 O41 88.52(6) . . ?
N19 Mn1 O41 88.37(6) . . ?
N23 Mn1 O41 88.74(6) . . ?
N1 Mn1 O41 177.57(6) . . ?
C2Z N1 Mn1 150.24(17) . . ?
O11 C1 C10 123.06(19) . . ?
O11 C1 C2 116.95(18) . . ?
C10 C1 C2 119.99(19) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 122.1(2) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C9 120.1(2) . . ?
C5 C4 C3 120.9(2) . . ?
C9 C4 C3 119.0(2) . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 119.4(2) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C8 C7 C6 121.1(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 121.2(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C4 117.31(19) . . ?
C8 C9 C10 123.84(19) . . ?
C4 C9 C10 118.86(19) . . ?
C1 C10 C11 120.52(19) . . ?
C1 C10 C9 119.41(19) . . ?
C11 C10 C9 119.84(18) . . ?
N19 C11 C10 127.31(19) . . ?
N19 C11 H11 116.3 . . ?
C10 C11 H11 116.3 . . ?
C1 O11 Mn1 127.51(13) . . ?
N19 C13 C14 113.91(17) . . ?
N19 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
N19 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
S1D O41 Mn1 118.42(8) . . ?
C29 C14 C28 110.53(18) . . ?
C29 C14 C15 111.95(17) . . ?
C28 C14 C15 106.89(17) . . ?
C29 C14 C13 110.45(17) . . ?
C28 C14 C13 106.73(17) . . ?
C15 C14 C13 110.10(17) . . ?
N23 C15 C14 114.22(17) . . ?
N23 C15 H15A 108.7 . . ?
C14 C15 H15A 108.7 . . ?
N23 C15 H15B 108.7 . . ?
C14 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
N23 C17 C18 127.18(19) . . ?
N23 C17 H17 116.4 . . ?
C18 C17 H17 116.4 . . ?
C19 C18 C17 119.47(19) . . ?
C19 C18 C27 120.05(19) . . ?
C17 C18 C27 120.31(19) . . ?
O31 C19 C18 123.51(19) . . ?
O31 C19 C20 116.86(19) . . ?
C18 C19 C20 119.6(2) . . ?
C11 N19 C13 116.37(17) . . ?
C11 N19 Mn1 123.11(14) . . ?
C13 N19 Mn1 120.35(13) . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 122.4(2) . . ?
C20 C21 H21 118.8 . . ?
C22 C21 H21 118.8 . . ?
C23 C22 C21 120.7(2) . . ?
C23 C22 C27 120.2(2) . . ?
C21 C22 C27 119.0(2) . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C17 N23 C15 117.24(17) . . ?
C17 N23 Mn1 123.18(14) . . ?
C15 N23 Mn1 119.38(13) . . ?
C23 C24 C25 119.6(2) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 120.8(2) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 121.5(2) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C22 117.1(2) . . ?
C26 C27 C18 124.5(2) . . ?
C22 C27 C18 118.41(19) . . ?
C14 C28 H28A 109.5 . . ?
C14 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C14 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C14 C29 H29A 109.5 . . ?
C14 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C14 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O41 S1D C1D 105.94(10) . . ?
O41 S1D C2D 105.39(10) . . ?
C1D S1D C2D 97.86(11) . . ?
S1D C1D H1DA 109.5 . . ?
S1D C1D H1DB 109.5 . . ?
H1DA C1D H1DB 109.5 . . ?
S1D C1D H1DC 109.5 . . ?
H1DA C1D H1DC 109.5 . . ?
H1DB C1D H1DC 109.5 . . ?
S1D C2D H2DA 109.5 . . ?
S1D C2D H2DB 109.5 . . ?
H2DA C2D H2DB 109.5 . . ?
S1D C2D H2DC 109.5 . . ?
H2DA C2D H2DC 109.5 . . ?
H2DB C2D H2DC 109.5 . . ?
N1 C2Z S3Z 177.7(2) . . ?
C19 O31 Mn1 126.39(13) . . ?

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
O11 C1 C2 C3 178.4(2) . . . . ?
C10 C1 C2 C3 -0.8(3) . . . . ?
C1 C2 C3 C4 -2.5(3) . . . . ?
C2 C3 C4 C5 -176.4(2) . . . . ?
C2 C3 C4 C9 2.7(3) . . . . ?
C9 C4 C5 C6 -0.7(4) . . . . ?
C3 C4 C5 C6 178.3(2) . . . . ?
C4 C5 C6 C7 1.1(4) . . . . ?
C5 C6 C7 C8 -0.5(4) . . . . ?
C6 C7 C8 C9 -0.5(4) . . . . ?
C7 C8 C9 C4 0.9(3) . . . . ?
C7 C8 C9 C10 -178.8(2) . . . . ?
C5 C4 C9 C8 -0.3(3) . . . . ?
C3 C4 C9 C8 -179.3(2) . . . . ?
C5 C4 C9 C10 179.4(2) . . . . ?
C3 C4 C9 C10 0.4(3) . . . . ?
O11 C1 C10 C11 -0.9(3) . . . . ?
C2 C1 C10 C11 178.29(19) . . . . ?
O11 C1 C10 C9 -175.44(18) . . . . ?
C2 C1 C10 C9 3.7(3) . . . . ?
C8 C9 C10 C1 176.20(19) . . . . ?
C4 C9 C10 C1 -3.5(3) . . . . ?
C8 C9 C10 C11 1.6(3) . . . . ?
C4 C9 C10 C11 -178.07(19) . . . . ?
C1 C10 C11 N19 12.8(3) . . . . ?
C9 C10 C11 N19 -172.6(2) . . . . ?
C10 C1 O11 Mn1 -29.0(3) . . . . ?
C2 C1 O11 Mn1 151.82(15) . . . . ?
O31 Mn1 O11 C1 -141.82(17) . . . . ?
N19 Mn1 O11 C1 34.81(17) . . . . ?
N1 Mn1 O11 C1 124.50(17) . . . . ?
O41 Mn1 O11 C1 -53.60(16) . . . . ?
N19 C13 C14 C29 55.8(2) . . . . ?
N19 C13 C14 C28 175.97(18) . . . . ?
N19 C13 C14 C15 -68.4(2) . . . . ?
C29 C14 C15 N23 -53.3(2) . . . . ?
C28 C14 C15 N23 -174.51(18) . . . . ?
C13 C14 C15 N23 69.9(2) . . . . ?
N23 C17 C18 C19 -16.5(3) . . . . ?
N23 C17 C18 C27 168.1(2) . . . . ?
C17 C18 C19 O31 0.3(3) . . . . ?
C27 C18 C19 O31 175.69(18) . . . . ?
C17 C18 C19 C20 -177.82(19) . . . . ?
C27 C18 C19 C20 -2.4(3) . . . . ?
C10 C11 N19 C13 -171.13(19) . . . . ?
C10 C11 N19 Mn1 4.2(3) . . . . ?
C14 C13 N19 C11 -132.66(19) . . . . ?
C14 C13 N19 Mn1 51.9(2) . . . . ?
O31 C19 C20 C21 179.63(19) . . . . ?
C18 C19 C20 C21 -2.1(3) . . . . ?
C19 C20 C21 C22 3.1(3) . . . . ?
C20 C21 C22 C23 179.2(2) . . . . ?
C20 C21 C22 C27 0.6(3) . . . . ?
C21 C22 C23 C24 -176.2(2) . . . . ?
C27 C22 C23 C24 2.4(3) . . . . ?
C18 C17 N23 C15 174.50(19) . . . . ?
C18 C17 N23 Mn1 -0.3(3) . . . . ?
C14 C15 N23 C17 131.07(19) . . . . ?
C14 C15 N23 Mn1 -53.9(2) . . . . ?
C22 C23 C24 C25 1.0(3) . . . . ?
C23 C24 C25 C26 -2.7(3) . . . . ?
C24 C25 C26 C27 0.9(3) . . . . ?
C25 C26 C27 C22 2.4(3) . . . . ?
C25 C26 C27 C18 -178.0(2) . . . . ?
C23 C22 C27 C26 -4.0(3) . . . . ?
C21 C22 C27 C26 174.63(19) . . . . ?
C23 C22 C27 C18 176.38(19) . . . . ?
C21 C22 C27 C18 -5.0(3) . . . . ?
C19 C18 C27 C26 -173.67(19) . . . . ?
C17 C18 C27 C26 1.7(3) . . . . ?
C19 C18 C27 C22 6.0(3) . . . . ?
C17 C18 C27 C22 -178.70(18) . . . . ?
Mn1 O41 S1D C1D -130.16(10) . . . . ?
Mn1 O41 S1D C2D 126.78(10) . . . . ?
C18 C19 O31 Mn1 33.2(3) . . . . ?
C20 C19 O31 Mn1 -148.65(15) . . . . ?
O11 Mn1 O31 C19 139.37(16) . . . . ?
N23 Mn1 O31 C19 -37.98(16) . . . . ?
N1 Mn1 O31 C19 -130.74(16) . . . . ?
O41 Mn1 O31 C19 50.81(16) . . . . ?

_refine_diff_density_max         0.320
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.063

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1557746'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;
#data_S106_0m 

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            S106
_chemical_melting_point          ?
_chemical_formula_moiety         C42
_chemical_formula_sum            'C46 H62 Mn2 N6 O13 S2 Se2'
_chemical_formula_weight         1238.93

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'
Se Se -0.0929 2.2259 '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                   11.0249(4)
_cell_length_b                   11.9113(5)
_cell_length_c                   11.9381(5)
_cell_angle_alpha                114.849(1)
_cell_angle_beta                 106.773(1)
_cell_angle_gamma                95.718(1)
_cell_volume                     1317.29(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7499
_cell_measurement_theta_min      2.4082
_cell_measurement_theta_max      25.2790

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_F_000             634
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.072
_exptl_absorpt_coefficient_mu    2.007
_shelx_estimated_absorpt_T_min   0.555
_shelx_estimated_absorpt_T_max   0.869
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_process_details   
; 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            14450
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         25.299
_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             4799
_reflns_number_gt                4114
_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       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_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)+(0.0318P)²+0.5695P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4799
_refine_ls_number_parameters     360
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0629
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.58325(3) 0.50549(3) 0.33412(3) 0.00959(9) Uani 1 1 d . . . . .
N1 N 0.60449(18) 0.36293(18) 0.1453(2) 0.0171(4) Uani 1 1 d . . . . .
C1 C 0.3063(2) 0.3874(2) 0.1881(2) 0.0107(4) Uani 1 1 d . . . . .
C2 C 0.1978(2) 0.2878(2) 0.1522(2) 0.0120(5) Uani 1 1 d . . . . .
O2 O 0.22242(14) 0.22261(14) 0.22348(15) 0.0126(3) Uani 1 1 d . . . . .
C3 C 0.0799(2) 0.2641(2) 0.0540(2) 0.0149(5) Uani 1 1 d . . . . .
H3 H 0.007901 0.197301 0.030996 0.018 Uiso 1 1 calc R U . . .
C4 C 0.0665(2) 0.3385(2) -0.0116(2) 0.0176(5) Uani 1 1 d . . . . .
H4 H -0.014553 0.321621 -0.079282 0.021 Uiso 1 1 calc R U . . .
C5 C 0.1690(2) 0.4352(2) 0.0210(2) 0.0175(5) Uani 1 1 d . . . . .
H5 H 0.158117 0.485848 -0.023200 0.021 Uiso 1 1 calc R U . . .
C6 C 0.2914(2) 0.4608(2) 0.1201(2) 0.0126(5) Uani 1 1 d . . . . .
C7 C 0.3942(2) 0.5659(2) 0.1527(2) 0.0153(5) Uani 1 1 d . . . . .
H7 H 0.373710 0.615819 0.108542 0.018 Uiso 1 1 calc R U . . .
C9 C 0.6086(2) 0.7129(2) 0.2681(3) 0.0195(5) Uani 1 1 d . . . . .
H9A H 0.608027 0.788169 0.346584 0.023 Uiso 1 1 calc R U . . .
H9B H 0.587224 0.731578 0.192257 0.023 Uiso 1 1 calc R U . . .
O41 O 0.55752(18) 0.66839(15) 0.51017(17) 0.0126(3) Uani 1 1 d . . . . .
C10 C 0.7422(2) 0.6843(2) 0.2963(3) 0.0207(5) Uani 1 1 d . . . . .
H10A H 0.751543 0.627004 0.212272 0.025 Uiso 1 1 calc R U . . .
H10B H 0.812387 0.764542 0.342035 0.025 Uiso 1 1 calc R U . . .
O11 O 0.66600(14) 0.43531(14) 0.44066(15) 0.0116(3) Uani 1 1 d . . . . .
C12 C 0.8601(2) 0.6463(2) 0.4753(2) 0.0140(5) Uani 1 1 d . . . . .
H12 H 0.931291 0.711318 0.493364 0.017 Uiso 1 1 calc R U . . .
C13 C 0.8816(2) 0.5826(2) 0.5554(2) 0.0126(5) Uani 1 1 d . . . . .
C14 C 0.7856(2) 0.4786(2) 0.5316(2) 0.0109(4) Uani 1 1 d . . . . .
C15 C 0.8203(2) 0.4141(2) 0.6076(2) 0.0112(4) Uani 1 1 d . . . . .
O15 O 0.72157(14) 0.31495(14) 0.57736(15) 0.0135(3) Uani 1 1 d . . . . .
C16 C 0.9433(2) 0.4521(2) 0.7032(2) 0.0149(5) Uani 1 1 d . . . . .
H16 H 0.964984 0.407391 0.752973 0.018 Uiso 1 1 calc R U . . .
C17 C 1.0366(2) 0.5569(2) 0.7272(2) 0.0173(5) Uani 1 1 d . . . . .
H17 H 1.121033 0.583540 0.793932 0.021 Uiso 1 1 calc R U . . .
C18 C 1.0068(2) 0.6204(2) 0.6553(2) 0.0164(5) Uani 1 1 d . . . . .
H18 H 1.070770 0.691022 0.672274 0.020 Uiso 1 1 calc R U . . .
C19 C 0.1229(2) 0.1121(2) 0.1845(2) 0.0162(5) Uani 1 1 d . . . . .
H19A H 0.102620 0.049117 0.090832 0.019 Uiso 1 1 calc R U . . .
H19B H 0.041698 0.136671 0.193587 0.019 Uiso 1 1 calc R U . . .
N19 N 0.75204(18) 0.62218(17) 0.38098(19) 0.0137(4) Uani 1 1 d . . . . .
C20 C 0.1752(2) 0.0553(2) 0.2743(2) 0.0194(5) Uani 1 1 d . . . . .
H20A H 0.110560 -0.022303 0.248643 0.029 Uiso 1 1 calc R U . . .
H20B H 0.192098 0.117498 0.366299 0.029 Uiso 1 1 calc R U . . .
H20C H 0.256825 0.033756 0.266343 0.029 Uiso 1 1 calc R U . . .
C21 C 0.7526(2) 0.2321(2) 0.6348(2) 0.0177(5) Uani 1 1 d . . . . .
H21A H 0.775628 0.278961 0.732041 0.021 Uiso 1 1 calc R U . . .
H21B H 0.827968 0.199755 0.617068 0.021 Uiso 1 1 calc R U . . .
C22 C 0.6334(2) 0.1233(2) 0.5723(3) 0.0198(5) Uani 1 1 d . . . . .
H22A H 0.648478 0.067679 0.613650 0.030 Uiso 1 1 calc R U . . .
H22B H 0.615463 0.074038 0.477136 0.030 Uiso 1 1 calc R U . . .
H22C H 0.558145 0.157030 0.585084 0.030 Uiso 1 1 calc R U . . .
S1D S 0.74021(12) 0.01629(12) 0.27795(13) 0.0197(4) Uani 0.758(5) 1 d . . P A 1
O1D O 0.8809(2) 0.0920(2) 0.3531(3) 0.0369(9) Uani 0.758(5) 1 d . . P A 1
S2D S 0.7629(4) 0.0445(4) 0.2464(4) 0.0229(11) Uani 0.242(5) 1 d . . P A 2
O2D O 0.7710(7) -0.0147(7) 0.3400(8) 0.022(2) Uani 0.242(5) 1 d . . P A 2
C1D C 0.7194(3) -0.0861(3) 0.1052(3) 0.0449(8) Uani 1 1 d . . . . .
H1DA H 0.749594 -0.033475 0.068952 0.054 Uiso 0.758(5) 1 calc R U P A 1
H1DB H 0.626670 -0.130325 0.053151 0.054 Uiso 0.758(5) 1 calc R U P A 1
H1DC H 0.770893 -0.149234 0.101108 0.054 Uiso 0.758(5) 1 calc R U P A 1
H1DD H 0.790447 -0.129441 0.105775 0.054 Uiso 0.242(5) 1 calc R U P A 2
H1DE H 0.701305 -0.064166 0.032601 0.054 Uiso 0.242(5) 1 calc R U P A 2
H1DF H 0.640467 -0.142899 0.092669 0.054 Uiso 0.242(5) 1 calc R U P A 2
N23 N 0.51174(18) 0.59855(17) 0.23653(19) 0.0139(4) Uani 1 1 d . . . . .
C2D C 0.6437(3) 0.1187(2) 0.2441(3) 0.0270(6) Uani 1 1 d . . . . .
H2DA H 0.645197 0.186711 0.327629 0.032 Uiso 0.758(5) 1 calc R U P A 1
H2DB H 0.553239 0.068671 0.187628 0.032 Uiso 0.758(5) 1 calc R U P A 1
H2DC H 0.679930 0.156821 0.198369 0.032 Uiso 0.758(5) 1 calc R U P A 1
H2DD H 0.568263 0.068149 0.244507 0.032 Uiso 0.242(5) 1 calc R U P A 2
H2DE H 0.617851 0.128840 0.163782 0.032 Uiso 0.242(5) 1 calc R U P A 2
H2DF H 0.674492 0.203140 0.322502 0.032 Uiso 0.242(5) 1 calc R U P A 2
H1S H 0.483(3) 0.658(3) 0.503(3) 0.041(10) Uiso 1 1 d . . . . .
H2S H 0.597(3) 0.673(3) 0.580(4) 0.042(10) Uiso 1 1 d . . . . .
O2S O 1.0025(5) 0.0768(5) 0.5618(6) 0.0565(15) Uani 0.5 1 d . . P . .
H3S H 1.021(5) 0.026(7) 0.480(6) 0.10(2) Uiso 1 1 d . . . . .
O31 O 0.41449(14) 0.40701(14) 0.28594(15) 0.0112(3) Uani 1 1 d . . . . .
C2Z C 0.6330(2) 0.2874(2) 0.0644(2) 0.0138(5) Uani 1 1 d . . . . .
Se3Z Se 0.67948(2) 0.17098(2) -0.06033(2) 0.01970(8) 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
Mn1 O11 1.8775(14) . ?
Mn1 O31 1.8839(14) . ?
Mn1 N23 1.9841(18) . ?
Mn1 N19 1.9844(18) . ?
Mn1 N1 2.278(2) . ?
Mn1 O41 2.2998(16) . ?
N1 C2Z 1.158(3) . ?
C1 O31 1.324(3) . ?
C1 C6 1.414(3) . ?
C1 C2 1.419(3) . ?
C2 O2 1.365(3) . ?
C2 C3 1.384(3) . ?
O2 C19 1.434(2) . ?
C3 C4 1.401(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.366(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.416(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.434(3) . ?
C7 N23 1.287(3) . ?
C7 H7 0.9500 . ?
C9 N23 1.478(3) . ?
C9 C10 1.520(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
O41 H1S 0.80(3) . ?
O41 H2S 0.79(4) . ?
C10 N19 1.471(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
O11 C14 1.323(3) . ?
C12 N19 1.287(3) . ?
C12 C13 1.435(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.416(3) . ?
C13 C18 1.416(3) . ?
C14 C15 1.416(3) . ?
C15 O15 1.367(2) . ?
C15 C16 1.377(3) . ?
O15 C21 1.436(3) . ?
C16 C17 1.405(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.360(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.506(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.499(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
S1D O1D 1.504(3) . ?
S1D C2D 1.791(3) . ?
S1D C1D 1.830(3) . ?
S2D O2D 1.540(10) . ?
S2D C1D 1.634(5) . ?
S2D C2D 1.656(4) . ?
C1D H1DA 0.9800 . ?
C1D H1DB 0.9800 . ?
C1D H1DC 0.9800 . ?
C1D H1DD 0.9800 . ?
C1D H1DE 0.9800 . ?
C1D H1DF 0.9800 . ?
C2D H2DA 0.9800 . ?
C2D H2DB 0.9800 . ?
C2D H2DC 0.9800 . ?
C2D H2DD 0.9800 . ?
C2D H2DE 0.9800 . ?
C2D H2DF 0.9800 . ?
O2S O2S 1.786(11) 2_756 ?
O2S H3S 1.00(6) . ?
C2Z Se3Z 1.803(2) . ?

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
O11 Mn1 O31 93.85(6) . . ?
O11 Mn1 N23 173.31(7) . . ?
O31 Mn1 N23 91.73(7) . . ?
O11 Mn1 N19 91.55(7) . . ?
O31 Mn1 N19 174.07(7) . . ?
N23 Mn1 N19 82.73(8) . . ?
O11 Mn1 N1 95.87(7) . . ?
O31 Mn1 N1 91.71(7) . . ?
N23 Mn1 N1 87.65(7) . . ?
N19 Mn1 N1 90.18(7) . . ?
O11 Mn1 O41 92.07(6) . . ?
O31 Mn1 O41 90.59(6) . . ?
N23 Mn1 O41 84.17(7) . . ?
N19 Mn1 O41 86.76(7) . . ?
N1 Mn1 O41 171.57(6) . . ?
C2Z N1 Mn1 168.00(18) . . ?
O31 C1 C6 124.27(19) . . ?
O31 C1 C2 117.26(18) . . ?
C6 C1 C2 118.46(19) . . ?
O2 C2 C3 125.39(19) . . ?
O2 C2 C1 113.85(18) . . ?
C3 C2 C1 120.76(19) . . ?
C2 O2 C19 117.50(16) . . ?
C2 C3 C4 120.0(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 119.5(2) . . ?
C1 C6 C7 122.3(2) . . ?
C5 C6 C7 118.14(19) . . ?
N23 C7 C6 125.6(2) . . ?
N23 C7 H7 117.2 . . ?
C6 C7 H7 117.2 . . ?
N23 C9 C10 107.32(18) . . ?
N23 C9 H9A 110.3 . . ?
C10 C9 H9A 110.3 . . ?
N23 C9 H9B 110.3 . . ?
C10 C9 H9B 110.3 . . ?
H9A C9 H9B 108.5 . . ?
Mn1 O41 H1S 110(2) . . ?
Mn1 O41 H2S 114(2) . . ?
H1S O41 H2S 106(3) . . ?
N19 C10 C9 107.53(18) . . ?
N19 C10 H10A 110.2 . . ?
C9 C10 H10A 110.2 . . ?
N19 C10 H10B 110.2 . . ?
C9 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
C14 O11 Mn1 128.64(13) . . ?
N19 C12 C13 125.07(19) . . ?
N19 C12 H12 117.5 . . ?
C13 C12 H12 117.5 . . ?
C14 C13 C18 119.5(2) . . ?
C14 C13 C12 122.3(2) . . ?
C18 C13 C12 118.0(2) . . ?
O11 C14 C13 124.43(19) . . ?
O11 C14 C15 117.42(18) . . ?
C13 C14 C15 118.13(19) . . ?
O15 C15 C16 124.95(19) . . ?
O15 C15 C14 113.91(18) . . ?
C16 C15 C14 121.14(19) . . ?
C15 O15 C21 117.96(16) . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C13 120.9(2) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
O2 C19 C20 107.18(18) . . ?
O2 C19 H19A 110.3 . . ?
C20 C19 H19A 110.3 . . ?
O2 C19 H19B 110.3 . . ?
C20 C19 H19B 110.3 . . ?
H19A C19 H19B 108.5 . . ?
C12 N19 C10 121.36(18) . . ?
C12 N19 Mn1 126.14(15) . . ?
C10 N19 Mn1 112.48(14) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O15 C21 C22 106.99(18) . . ?
O15 C21 H21A 110.3 . . ?
C22 C21 H21A 110.3 . . ?
O15 C21 H21B 110.3 . . ?
C22 C21 H21B 110.3 . . ?
H21A C21 H21B 108.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1D S1D C2D 108.51(15) . . ?
O1D S1D C1D 108.47(17) . . ?
C2D S1D C1D 95.62(16) . . ?
O2D S2D C1D 99.6(4) . . ?
O2D S2D C2D 110.0(4) . . ?
C1D S2D C2D 109.3(2) . . ?
S1D C1D H1DA 109.5 . . ?
S1D C1D H1DB 109.5 . . ?
H1DA C1D H1DB 109.5 . . ?
S1D C1D H1DC 109.5 . . ?
H1DA C1D H1DC 109.5 . . ?
H1DB C1D H1DC 109.5 . . ?
S2D C1D H1DD 109.5 . . ?
S2D C1D H1DE 109.5 . . ?
H1DD C1D H1DE 109.5 . . ?
S2D C1D H1DF 109.5 . . ?
H1DD C1D H1DF 109.5 . . ?
H1DE C1D H1DF 109.5 . . ?
C7 N23 C9 121.30(18) . . ?
C7 N23 Mn1 125.49(15) . . ?
C9 N23 Mn1 113.20(14) . . ?
S1D C2D H2DA 109.5 . . ?
S1D C2D H2DB 109.5 . . ?
H2DA C2D H2DB 109.5 . . ?
S1D C2D H2DC 109.5 . . ?
H2DA C2D H2DC 109.5 . . ?
H2DB C2D H2DC 109.5 . . ?
S2D C2D H2DD 109.5 . . ?
S2D C2D H2DE 109.5 . . ?
H2DD C2D H2DE 109.5 . . ?
S2D C2D H2DF 109.5 . . ?
H2DD C2D H2DF 109.5 . . ?
H2DE C2D H2DF 109.5 . . ?
O2S O2S H3S 32(3) 2_756 . ?
C1 O31 Mn1 127.71(13) . . ?
N1 C2Z Se3Z 179.3(2) . . ?

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
O31 C1 C2 O2 -1.6(3) . . . . ?
C6 C1 C2 O2 179.88(18) . . . . ?
O31 C1 C2 C3 177.8(2) . . . . ?
C6 C1 C2 C3 -0.7(3) . . . . ?
C3 C2 O2 C19 6.9(3) . . . . ?
C1 C2 O2 C19 -173.67(18) . . . . ?
O2 C2 C3 C4 179.5(2) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
O31 C1 C6 C5 -177.0(2) . . . . ?
C2 C1 C6 C5 1.4(3) . . . . ?
O31 C1 C6 C7 -0.5(3) . . . . ?
C2 C1 C6 C7 177.9(2) . . . . ?
C4 C5 C6 C1 -1.6(3) . . . . ?
C4 C5 C6 C7 -178.2(2) . . . . ?
C1 C6 C7 N23 6.1(4) . . . . ?
C5 C6 C7 N23 -177.3(2) . . . . ?
N23 C9 C10 N19 -43.8(3) . . . . ?
O31 Mn1 O11 C14 -163.95(17) . . . . ?
N19 Mn1 O11 C14 13.59(18) . . . . ?
N1 Mn1 O11 C14 103.93(17) . . . . ?
O41 Mn1 O11 C14 -73.22(17) . . . . ?
N19 C12 C13 C14 4.4(3) . . . . ?
N19 C12 C13 C18 179.8(2) . . . . ?
Mn1 O11 C14 C13 -7.6(3) . . . . ?
Mn1 O11 C14 C15 174.02(14) . . . . ?
C18 C13 C14 O11 -179.7(2) . . . . ?
C12 C13 C14 O11 -4.4(3) . . . . ?
C18 C13 C14 C15 -1.4(3) . . . . ?
C12 C13 C14 C15 174.0(2) . . . . ?
O11 C14 C15 O15 -1.3(3) . . . . ?
C13 C14 C15 O15 -179.80(18) . . . . ?
O11 C14 C15 C16 179.22(19) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C16 C15 O15 C21 -9.5(3) . . . . ?
C14 C15 O15 C21 171.02(19) . . . . ?
O15 C15 C16 C17 -179.1(2) . . . . ?
C14 C15 C16 C17 0.3(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C16 C17 C18 C13 0.1(3) . . . . ?
C14 C13 C18 C17 1.0(3) . . . . ?
C12 C13 C18 C17 -174.6(2) . . . . ?
C2 O2 C19 C20 178.00(18) . . . . ?
C13 C12 N19 C10 -174.6(2) . . . . ?
C13 C12 N19 Mn1 6.8(3) . . . . ?
C9 C10 N19 C12 -142.0(2) . . . . ?
C9 C10 N19 Mn1 36.8(2) . . . . ?
C15 O15 C21 C22 -172.68(18) . . . . ?
C6 C7 N23 C9 -176.8(2) . . . . ?
C6 C7 N23 Mn1 3.8(3) . . . . ?
C10 C9 N23 C7 -146.8(2) . . . . ?
C10 C9 N23 Mn1 32.7(2) . . . . ?
C6 C1 O31 Mn1 -15.3(3) . . . . ?
C2 C1 O31 Mn1 166.35(14) . . . . ?
O11 Mn1 O31 C1 -164.92(17) . . . . ?
N23 Mn1 O31 C1 18.78(18) . . . . ?
N1 Mn1 O31 C1 -68.92(17) . . . . ?
O41 Mn1 O31 C1 102.97(17) . . . . ?

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
O41 H1S O11 0.80(3) 2.30(3) 2.963(2) 142(3) 2_666
O41 H1S O15 0.80(3) 2.29(3) 3.006(2) 150(3) 2_666
O41 H2S O2 0.79(4) 2.32(4) 3.022(2) 148(3) 2_666
O41 H2S O31 0.79(4) 2.21(3) 2.879(2) 142(3) 2_666

_refine_diff_density_max         0.421
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.065

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1559542'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 Mn N3 O3 S2'
_chemical_formula_weight         499.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Mn Mn 0.3368 0.7283 '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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   13.8991(4)
_cell_length_b                   11.8029(4)
_cell_length_c                   14.2659(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.954(3)
_cell_angle_gamma                90
_cell_volume                     2337.21(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10750
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      30.00

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.772
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_decay_%        n/a
_                                diffrn_reflns_number
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.340
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             6541
_reflns_number_gt                5434
_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       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_publication_material  'SHELXL-97, PLATON, WINGX (Ferrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'

_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)+(0.0476P)²+0.6204P] 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         6541
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.79122(2) 0.51003(2) 0.09420(2) 0.01569(8) Uani 1 1 d . . . . .
C1 C 0.79873(13) 0.32527(17) -0.07092(14) 0.0220(4) Uani 1 1 d . . . . .
N1 N 0.81552(12) 0.40974(14) -0.03203(13) 0.0258(4) Uani 1 1 d . . . . .
S1 S 0.77628(5) 0.20780(5) -0.12830(4) 0.03543(15) Uani 1 1 d . . . . .
O11 O 0.86836(9) 0.41677(10) 0.17524(10) 0.0208(3) Uani 1 1 d . . . . .
C12 C 0.93569(13) 0.45264(15) 0.23648(14) 0.0192(4) Uani 1 1 d . . . . .
C13 C 0.95500(15) 0.38945(16) 0.31919(16) 0.0258(4) Uani 1 1 d . . . . .
H13 H 0.919829 0.324084 0.329825 0.031 Uiso 1 1 calc R U . . .
C14 C 1.02569(16) 0.42391(18) 0.38444(16) 0.0303(5) Uani 1 1 d . . . . .
H14 H 1.036976 0.381884 0.439047 0.036 Uiso 1 1 calc R U . . .
C15 C 1.08061(16) 0.52087(18) 0.36987(17) 0.0307(5) Uani 1 1 d . . . . .
H15 H 1.127975 0.543291 0.414457 0.037 Uiso 1 1 calc R U . . .
C16 C 1.06403(14) 0.58295(17) 0.28894(16) 0.0261(4) Uani 1 1 d . . . . .
H16 H 1.101707 0.646290 0.278225 0.031 Uiso 1 1 calc R U . . .
C17 C 0.99064(13) 0.55161(15) 0.22221(14) 0.0191(4) Uani 1 1 d . . . . .
C18 C 0.97817(13) 0.61683(15) 0.13748(14) 0.0195(4) Uani 1 1 d . . . . .
H18 H 1.024893 0.671096 0.126898 0.023 Uiso 1 1 calc R U . . .
N19 N 0.90857(11) 0.60756(13) 0.07462(12) 0.0176(3) Uani 1 1 d . . . . .
C20 C 0.91702(14) 0.67201(17) -0.01272(14) 0.0220(4) Uani 1 1 d . . . . .
H20A H 0.923494 0.619252 -0.064151 0.026 Uiso 1 1 calc R U . . .
H20B H 0.975178 0.717487 -0.007465 0.026 Uiso 1 1 calc R U . . .
C21 C 0.83057(13) 0.75017(16) -0.03603(14) 0.0194(4) Uani 1 1 d . . . . .
C22 C 0.74017(13) 0.68028(16) -0.06198(13) 0.0203(4) Uani 1 1 d . . . . .
H22A H 0.690002 0.730956 -0.086473 0.024 Uiso 1 1 calc R U . . .
H22B H 0.754726 0.627923 -0.111710 0.024 Uiso 1 1 calc R U . . .
N23 N 0.70305(11) 0.61561(12) 0.01643(11) 0.0170(3) Uani 1 1 d . . . . .
C24 C 0.61232(13) 0.62479(15) 0.03064(13) 0.0182(4) Uani 1 1 d . . . . .
H24 H 0.577843 0.678074 -0.005453 0.022 Uiso 1 1 calc R U . . .
C25 C 0.55913(13) 0.56087(15) 0.09669(13) 0.0181(4) Uani 1 1 d . . . . .
C26 C 0.46434(14) 0.59496(17) 0.11405(15) 0.0226(4) Uani 1 1 d . . . . .
H26 H 0.438569 0.658950 0.084159 0.027 Uiso 1 1 calc R U . . .
C27 C 0.40945(14) 0.53504(18) 0.17449(15) 0.0250(4) Uani 1 1 d . . . . .
H27 H 0.347678 0.559308 0.186705 0.030 Uiso 1 1 calc R U . . .
C28 C 0.44776(15) 0.43700(18) 0.21741(15) 0.0263(4) Uani 1 1 d . . . . .
H28 H 0.410981 0.396359 0.258445 0.032 Uiso 1 1 calc R U . . .
C29 C 0.53940(14) 0.39971(16) 0.19970(15) 0.0234(4) Uani 1 1 d . . . . .
H29 H 0.563176 0.333777 0.228068 0.028 Uiso 1 1 calc R U . . .
C30 C 0.59703(13) 0.46103(16) 0.13891(14) 0.0193(4) Uani 1 1 d . . . . .
O31 O 0.68346(9) 0.42173(10) 0.12212(10) 0.0207(3) Uani 1 1 d . . . . .
C211 C 0.81380(14) 0.83007(16) 0.04514(15) 0.0231(4) Uani 1 1 d . . . . .
H21A H 0.761963 0.880865 0.027775 0.035 Uiso 1 1 calc R U . . .
H21B H 0.871358 0.872877 0.059770 0.035 Uiso 1 1 calc R U . . .
H21C H 0.797506 0.786903 0.099104 0.035 Uiso 1 1 calc R U . . .
C212 C 0.85428(16) 0.81764(19) -0.12397(16) 0.0293(5) Uani 1 1 d . . . . .
H21D H 0.801435 0.866940 -0.141488 0.044 Uiso 1 1 calc R U . . .
H21E H 0.864919 0.766187 -0.174516 0.044 Uiso 1 1 calc R U . . .
H21F H 0.911309 0.861966 -0.110877 0.044 Uiso 1 1 calc R U . . .
O41 O 0.76079(9) 0.62475(10) 0.21659(9) 0.0195(3) Uani 1 1 d . . . . .
S42 S 0.73982(3) 0.57458(4) 0.31150(3) 0.01770(10) Uani 1 1 d . . . . .
C43 C 0.63173(14) 0.64132(16) 0.34573(15) 0.0238(4) Uani 1 1 d . . . . .
H43A H 0.638765 0.722082 0.342042 0.036 Uiso 1 1 calc R U . . .
H43B H 0.619590 0.620148 0.409015 0.036 Uiso 1 1 calc R U . . .
H43C H 0.578744 0.617578 0.304535 0.036 Uiso 1 1 calc R U . . .
C44 C 0.82082(14) 0.64394(17) 0.39412(14) 0.0238(4) Uani 1 1 d . . . . .
H44A H 0.885552 0.619917 0.384446 0.036 Uiso 1 1 calc R U . . .
H44B H 0.804401 0.624723 0.456696 0.036 Uiso 1 1 calc R U . . .
H44C H 0.816059 0.724467 0.385608 0.036 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
Mn1 O31 1.8840(13) . ?
Mn1 O11 1.8895(13) . ?
Mn1 N19 2.0274(15) . ?
Mn1 N23 2.0360(15) . ?
Mn1 N1 2.1956(17) . ?
Mn1 O41 2.2664(13) . ?
C1 N1 1.159(3) . ?
C1 S1 1.632(2) . ?
O11 C12 1.317(2) . ?
C12 C13 1.410(3) . ?
C12 C17 1.416(3) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.377(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.408(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.436(3) . ?
C18 N19 1.289(2) . ?
C18 H18 0.9300 . ?
N19 C20 1.470(2) . ?
C20 C21 1.538(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C211 1.521(3) . ?
C21 C22 1.532(3) . ?
C21 C212 1.536(3) . ?
C22 N23 1.470(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
N23 C24 1.292(2) . ?
C24 C25 1.441(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.412(3) . ?
C25 C30 1.413(3) . ?
C26 C27 1.376(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.401(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.383(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.410(3) . ?
C29 H29 0.9300 . ?
C30 O31 1.321(2) . ?
C211 H21A 0.9600 . ?
C211 H21B 0.9600 . ?
C211 H21C 0.9600 . ?
C212 H21D 0.9600 . ?
C212 H21E 0.9600 . ?
C212 H21F 0.9600 . ?
O41 S42 1.5198(14) . ?
S42 C44 1.786(2) . ?
S42 C43 1.7866(19) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O31 Mn1 O11 88.89(6) . . ?
O31 Mn1 N19 175.69(6) . . ?
O11 Mn1 N19 88.85(6) . . ?
O31 Mn1 N23 89.49(6) . . ?
O11 Mn1 N23 175.28(6) . . ?
N19 Mn1 N23 92.48(6) . . ?
O31 Mn1 N1 91.88(6) . . ?
O11 Mn1 N1 94.67(6) . . ?
N19 Mn1 N1 91.96(6) . . ?
N23 Mn1 N1 89.82(6) . . ?
O31 Mn1 O41 89.18(5) . . ?
O11 Mn1 O41 89.96(5) . . ?
N19 Mn1 O41 87.15(6) . . ?
N23 Mn1 O41 85.59(6) . . ?
N1 Mn1 O41 175.28(6) . . ?
N1 C1 S1 178.4(2) . . ?
C1 N1 Mn1 145.17(16) . . ?
C12 O11 Mn1 125.46(11) . . ?
O11 C12 C13 118.90(17) . . ?
O11 C12 C17 122.68(17) . . ?
C13 C12 C17 118.42(18) . . ?
C14 C13 C12 120.47(19) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 121.1(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 119.44(19) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 120.75(19) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C12 119.78(18) . . ?
C16 C17 C18 118.69(17) . . ?
C12 C17 C18 121.37(17) . . ?
N19 C18 C17 126.41(17) . . ?
N19 C18 H18 116.8 . . ?
C17 C18 H18 116.8 . . ?
C18 N19 C20 117.11(16) . . ?
C18 N19 Mn1 122.17(13) . . ?
C20 N19 Mn1 120.71(12) . . ?
N19 C20 C21 113.46(15) . . ?
N19 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
N19 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C211 C21 C22 111.22(16) . . ?
C211 C21 C212 110.38(16) . . ?
C22 C21 C212 106.83(16) . . ?
C211 C21 C20 110.87(16) . . ?
C22 C21 C20 110.56(15) . . ?
C212 C21 C20 106.83(16) . . ?
N23 C22 C21 114.29(15) . . ?
N23 C22 H22A 108.7 . . ?
C21 C22 H22A 108.7 . . ?
N23 C22 H22B 108.7 . . ?
C21 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C24 N23 C22 117.36(16) . . ?
C24 N23 Mn1 122.06(13) . . ?
C22 N23 Mn1 120.51(12) . . ?
N23 C24 C25 126.63(17) . . ?
N23 C24 H24 116.7 . . ?
C25 C24 H24 116.7 . . ?
C26 C25 C30 119.59(17) . . ?
C26 C25 C24 118.73(17) . . ?
C30 C25 C24 121.53(16) . . ?
C27 C26 C25 121.07(19) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 119.19(18) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C29 C28 C27 121.04(19) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 120.44(19) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
O31 C30 C29 118.81(17) . . ?
O31 C30 C25 122.56(17) . . ?
C29 C30 C25 118.62(17) . . ?
C30 O31 Mn1 125.76(11) . . ?
C21 C211 H21A 109.5 . . ?
C21 C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
C21 C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
C21 C212 H21D 109.5 . . ?
C21 C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
C21 C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?
S42 O41 Mn1 120.37(7) . . ?
O41 S42 C44 105.43(9) . . ?
O41 S42 C43 105.92(9) . . ?
C44 S42 C43 97.35(10) . . ?
S42 C43 H43A 109.5 . . ?
S42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
S42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
S42 C44 H44A 109.5 . . ?
S42 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
S42 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

_refine_diff_density_max         0.539
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1559543'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 Mn N5 O3 S'
_chemical_formula_weight         483.47

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'
Mn Mn 0.3368 0.7283 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   9.8670(3)
_cell_length_b                   12.1265(5)
_cell_length_c                   18.8346(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2253.60(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    15036
_cell_measurement_theta_min      3.43
_cell_measurement_theta_max      30.00

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.711
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_absorpt_correction_T_min  0.909
_exptl_absorpt_correction_T_max  1.000
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_decay_%        n/a
_diffrn_reflns_number            15036
_diffrn_reflns_av_unetI/netI     0.1136
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.430
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6532
_reflns_number_gt                4921
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.998

_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       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_publication_material  'SHELXL-97, PLATON, WINGX (Ferrugia, 2012)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0157P)²] 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_abs_structure_details 
;
 Flack x determined using 1497 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(19)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6532
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.0880
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_restrained_S_all      0.949
_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
Mn1 Mn -0.19582(6) 0.76296(5) 0.18562(3) 0.01643(14) Uani 1 1 d . . . . .
N1 N -0.3570(3) 0.6823(3) 0.1260(2) 0.0251(9) Uani 1 1 d . . . . .
N2 N -0.3750(3) 0.5874(3) 0.1138(2) 0.0207(9) Uani 1 1 d . . . . .
N3 N -0.3982(4) 0.4947(3) 0.0997(2) 0.0260(9) Uani 1 1 d . . . . .
O11 O -0.2034(3) 0.6703(2) 0.26611(15) 0.0219(7) Uani 1 1 d . . . . .
C12 C -0.2213(4) 0.7034(4) 0.3322(2) 0.0200(10) Uani 1 1 d . . . . .
C13 C -0.1647(4) 0.6421(4) 0.3880(3) 0.0272(11) Uani 1 1 d . . . . .
H13 H -0.110968 0.581156 0.377649 0.033 Uiso 1 1 calc R U . . .
C14 C -0.1872(5) 0.6705(4) 0.4576(3) 0.0303(11) Uani 1 1 d . . . . .
H14 H -0.148421 0.628732 0.493695 0.036 Uiso 1 1 calc R U . . .
C15 C -0.2681(4) 0.7620(5) 0.4748(2) 0.0298(11) Uani 1 1 d . . . . .
H15 H -0.284300 0.780538 0.521920 0.036 Uiso 1 1 calc R U . . .
C16 C -0.3227(4) 0.8234(4) 0.4208(2) 0.0238(10) Uani 1 1 d . . . . .
H16 H -0.376943 0.883637 0.432009 0.029 Uiso 1 1 calc R U . . .
C17 C -0.2991(4) 0.7981(3) 0.3496(2) 0.0199(9) Uani 1 1 d . . . . .
C18 C -0.3637(4) 0.8638(3) 0.2963(2) 0.0197(10) Uani 1 1 d . . . . .
H18 H -0.428061 0.914281 0.311939 0.024 Uiso 1 1 calc R U . . .
N19 N -0.3420(3) 0.8603(3) 0.2282(2) 0.0181(8) Uani 1 1 d . . . . .
C20 C -0.4315(4) 0.9245(3) 0.1819(2) 0.0188(9) Uani 1 1 d . . . . .
H20A H -0.490021 0.969626 0.211390 0.023 Uiso 1 1 calc R U . . .
H20B H -0.488741 0.873966 0.155612 0.023 Uiso 1 1 calc R U . . .
C21 C -0.3585(4) 0.9992(4) 0.1293(2) 0.0180(9) Uani 1 1 d . . . . .
C212 C -0.4677(4) 1.0633(4) 0.0889(2) 0.0268(11) Uani 1 1 d . . . . .
H21D H -0.514440 1.111510 0.121040 0.040 Uiso 1 1 calc R U . . .
H21E H -0.530986 1.012522 0.068211 0.040 Uiso 1 1 calc R U . . .
H21F H -0.425983 1.106211 0.051984 0.040 Uiso 1 1 calc R U . . .
C211 C -0.2631(4) 1.0780(4) 0.1676(3) 0.0261(11) Uani 1 1 d . . . . .
H21A H -0.217153 1.123305 0.133489 0.039 Uiso 1 1 calc R U . . .
H21B H -0.197759 1.036381 0.194256 0.039 Uiso 1 1 calc R U . . .
H21C H -0.314340 1.123857 0.199334 0.039 Uiso 1 1 calc R U . . .
C22 C -0.2821(4) 0.9306(4) 0.0734(2) 0.0194(9) Uani 1 1 d . . . . .
H22A H -0.345358 0.879915 0.051201 0.023 Uiso 1 1 calc R U . . .
H22B H -0.248347 0.979673 0.036775 0.023 Uiso 1 1 calc R U . . .
N23 N -0.1676(3) 0.8671(3) 0.10261(19) 0.0170(8) Uani 1 1 d . . . . .
C24 C -0.0522(4) 0.8748(4) 0.0698(2) 0.0197(10) Uani 1 1 d . . . . .
H24 H -0.045888 0.927510 0.034098 0.024 Uiso 1 1 calc R U . . .
C25 C 0.0673(4) 0.8093(4) 0.0836(2) 0.0166(9) Uani 1 1 d . . . . .
C26 C 0.1909(4) 0.8412(4) 0.0524(2) 0.0235(10) Uani 1 1 d . . . . .
H26 H 0.195143 0.905175 0.025276 0.028 Uiso 1 1 calc R U . . .
C27 C 0.3059(4) 0.7778(4) 0.0618(2) 0.0252(10) Uani 1 1 d . . . . .
H27 H 0.387765 0.799353 0.041636 0.030 Uiso 1 1 calc R U . . .
C28 C 0.2980(4) 0.6818(4) 0.1016(2) 0.0273(11) Uani 1 1 d . . . . .
H28 H 0.375742 0.639788 0.108186 0.033 Uiso 1 1 calc R U . . .
C29 C 0.1785(4) 0.6472(4) 0.1314(2) 0.0226(10) Uani 1 1 d . . . . .
H29 H 0.175860 0.581879 0.157178 0.027 Uiso 1 1 calc R U . . .
O31 O -0.0542(3) 0.6735(2) 0.15123(16) 0.0216(7) Uani 1 1 d . . . . .
C32 C 0.0595(4) 0.7106(4) 0.1230(2) 0.0196(10) Uani 1 1 d . . . . .
O41 O -0.0470(3) 0.8739(2) 0.24312(16) 0.0212(7) Uani 1 1 d . . . . .
S42 S 0.06875(10) 0.82963(9) 0.28819(6) 0.0202(2) Uani 1 1 d . . . . .
C43 C 0.0584(4) 0.9016(4) 0.3708(2) 0.0261(11) Uani 1 1 d . . . . .
H43B H 0.054874 0.979498 0.362001 0.039 Uiso 1 1 calc R U . . .
H43C H 0.136734 0.884781 0.399013 0.039 Uiso 1 1 calc R U . . .
H43A H -0.021861 0.879074 0.395636 0.039 Uiso 1 1 calc R U . . .
C44 C 0.2173(4) 0.8948(4) 0.2547(3) 0.0263(11) Uani 1 1 d . . . . .
H44C H 0.236885 0.867033 0.208066 0.040 Uiso 1 1 calc R U . . .
H44B H 0.292310 0.879593 0.285650 0.040 Uiso 1 1 calc R U . . .
H44A H 0.202929 0.973044 0.252257 0.040 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
Mn1 O31 1.884(3) . ?
Mn1 O11 1.888(3) . ?
Mn1 N19 2.028(3) . ?
Mn1 N23 2.029(4) . ?
Mn1 N1 2.178(4) . ?
Mn1 O41 2.267(3) . ?
N1 N2 1.187(5) . ?
N2 N3 1.177(5) . ?
O11 C12 1.319(5) . ?
C12 C13 1.403(6) . ?
C12 C17 1.420(6) . ?
C13 C14 1.374(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.405(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.370(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.396(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.432(6) . ?
C18 N19 1.301(5) . ?
C18 H18 0.9300 . ?
N19 C20 1.465(5) . ?
C20 C21 1.524(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C211 1.523(6) . ?
C21 C212 1.532(5) . ?
C21 C22 1.539(6) . ?
C212 H21D 0.9600 . ?
C212 H21E 0.9600 . ?
C212 H21F 0.9600 . ?
C211 H21A 0.9600 . ?
C211 H21B 0.9600 . ?
C211 H21C 0.9600 . ?
C22 N23 1.474(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
N23 C24 1.299(5) . ?
C24 C25 1.446(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.407(5) . ?
C25 C32 1.411(6) . ?
C26 C27 1.381(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.386(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.372(6) . ?
C28 H28 0.9300 . ?
C29 C32 1.412(5) . ?
C29 H29 0.9300 . ?
O31 C32 1.320(5) . ?
O41 S42 1.521(3) . ?
S42 C44 1.781(4) . ?
S42 C43 1.786(5) . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C43 H43A 0.9600 . ?
C44 H44C 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44A 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O31 Mn1 O11 87.87(13) . . ?
O31 Mn1 N19 176.54(14) . . ?
O11 Mn1 N19 90.04(14) . . ?
O31 Mn1 N23 89.51(13) . . ?
O11 Mn1 N23 173.90(13) . . ?
N19 Mn1 N23 92.29(14) . . ?
O31 Mn1 N1 96.08(12) . . ?
O11 Mn1 N1 96.76(14) . . ?
N19 Mn1 N1 86.90(14) . . ?
N23 Mn1 N1 88.99(14) . . ?
O31 Mn1 O41 91.44(12) . . ?
O11 Mn1 O41 89.72(12) . . ?
N19 Mn1 O41 85.79(11) . . ?
N23 Mn1 O41 84.84(12) . . ?
N1 Mn1 O41 170.23(13) . . ?
N2 N1 Mn1 130.2(3) . . ?
N3 N2 N1 176.8(5) . . ?
C12 O11 Mn1 125.6(3) . . ?
O11 C12 C13 119.5(4) . . ?
O11 C12 C17 122.4(4) . . ?
C13 C12 C17 118.1(4) . . ?
C14 C13 C12 121.2(5) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 118.8(4) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 121.9(4) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C16 C17 C12 119.3(4) . . ?
C16 C17 C18 118.5(4) . . ?
C12 C17 C18 121.9(4) . . ?
N19 C18 C17 126.8(4) . . ?
N19 C18 H18 116.6 . . ?
C17 C18 H18 116.6 . . ?
C18 N19 C20 118.0(4) . . ?
C18 N19 Mn1 121.7(3) . . ?
C20 N19 Mn1 120.2(3) . . ?
N19 C20 C21 114.7(3) . . ?
N19 C20 H20A 108.6 . . ?
C21 C20 H20A 108.6 . . ?
N19 C20 H20B 108.6 . . ?
C21 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
C211 C21 C20 110.9(4) . . ?
C211 C21 C212 110.6(4) . . ?
C20 C21 C212 107.0(3) . . ?
C211 C21 C22 111.2(3) . . ?
C20 C21 C22 110.8(4) . . ?
C212 C21 C22 106.2(4) . . ?
C21 C212 H21D 109.5 . . ?
C21 C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
C21 C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?
C21 C211 H21A 109.5 . . ?
C21 C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
C21 C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
N23 C22 C21 113.7(3) . . ?
N23 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
N23 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C24 N23 C22 117.2(4) . . ?
C24 N23 Mn1 122.1(3) . . ?
C22 N23 Mn1 120.5(2) . . ?
N23 C24 C25 126.2(4) . . ?
N23 C24 H24 116.9 . . ?
C25 C24 H24 116.9 . . ?
C26 C25 C32 120.0(4) . . ?
C26 C25 C24 118.8(4) . . ?
C32 C25 C24 121.1(4) . . ?
C27 C26 C25 120.3(4) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 119.3(4) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C29 C28 C27 121.8(4) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C28 C29 C32 120.2(4) . . ?
C28 C29 H29 119.9 . . ?
C32 C29 H29 119.9 . . ?
C32 O31 Mn1 125.0(3) . . ?
O31 C32 C29 118.5(4) . . ?
O31 C32 C25 123.2(4) . . ?
C29 C32 C25 118.4(4) . . ?
S42 O41 Mn1 122.93(17) . . ?
O41 S42 C44 105.28(19) . . ?
O41 S42 C43 105.71(19) . . ?
C44 S42 C43 98.0(2) . . ?
S42 C43 H43B 109.5 . . ?
S42 C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
S42 C43 H43A 109.5 . . ?
H43B C43 H43A 109.5 . . ?
H43C C43 H43A 109.5 . . ?
S42 C44 H44C 109.5 . . ?
S42 C44 H44B 109.5 . . ?
H44C C44 H44B 109.5 . . ?
S42 C44 H44A 109.5 . . ?
H44C C44 H44A 109.5 . . ?
H44B C44 H44A 109.5 . . ?

_refine_diff_density_max         0.741
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1515332'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;
#data_S120_0m 

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            S120
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H24 Mn N3 O3 S2'
_chemical_formula_sum            'C31 H24 Mn N3 O3 S2'
_chemical_formula_weight         605.59

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   13.3075(15)
_cell_length_b                   10.9780(11)
_cell_length_c                   18.002(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.781(4)
_cell_angle_gamma                90
_cell_volume                     2628.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9787
_cell_measurement_theta_min      2.2637
_cell_measurement_theta_max      25.3335

_exptl_crystal_description       nugget
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.28
_exptl_absorpt_coefficient_mu    0.702
_shelx_estimated_absorpt_T_min   0.729
_shelx_estimated_absorpt_T_max   0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3137
_exptl_absorpt_correction_T_max  0.3762
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            68640
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_av_R_equivalents  0.0701
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.173
_diffrn_reflns_theta_max         25.383
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4806
_reflns_number_gt                4312
_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       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_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)+(0.0539P)²+3.0602P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4806
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1050
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.55068(2) 0.65684(3) 0.32964(2) 0.01594(12) Uani 1 1 d . . . . .
N1 N 0.52872(15) 0.45509(17) 0.31620(11) 0.0225(4) Uani 1 1 d . . . . .
C1 C 0.49246(18) 0.64623(19) 0.17359(12) 0.0179(5) Uani 1 1 d . . . . .
C2 C 0.52420(18) 0.6376(2) 0.09876(13) 0.0216(5) Uani 1 1 d . . . . .
H2 H 0.593620 0.644958 0.088780 0.026 Uiso 1 1 calc R U . . .
C3 C 0.45722(19) 0.6191(2) 0.04180(13) 0.0228(5) Uani 1 1 d . . . . .
H3 H 0.480707 0.616873 -0.007478 0.027 Uiso 1 1 calc R U . . .
C4 C 0.35287(18) 0.60292(19) 0.05326(12) 0.0206(5) Uani 1 1 d . . . . .
C5 C 0.2843(2) 0.5821(2) -0.00678(13) 0.0255(5) Uani 1 1 d . . . . .
H5 H 0.308297 0.579074 -0.055893 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1842(2) 0.5661(2) 0.00426(14) 0.0282(5) Uani 1 1 d . . . . .
H6 H 0.138878 0.552400 -0.036706 0.034 Uiso 1 1 calc R U . . .
C7 C 0.14907(19) 0.5703(2) 0.07661(14) 0.0271(5) Uani 1 1 d . . . . .
H7 H 0.079652 0.557597 0.084699 0.033 Uiso 1 1 calc R U . . .
C8 C 0.21374(18) 0.5926(2) 0.13638(13) 0.0232(5) Uani 1 1 d . . . . .
H8 H 0.187993 0.596013 0.184964 0.028 Uiso 1 1 calc R U . . .
C9 C 0.31777(17) 0.61033(19) 0.12659(12) 0.0195(5) Uani 1 1 d . . . . .
C10 C 0.38907(17) 0.63636(19) 0.18732(12) 0.0181(5) Uani 1 1 d . . . . .
C11 C 0.35129(17) 0.66356(18) 0.25828(12) 0.0170(4) Uani 1 1 d . . . . .
H11 H 0.280293 0.668031 0.261712 0.020 Uiso 1 1 calc R U . . .
O11 O 0.68975(11) 0.63441(14) 0.35180(8) 0.0193(3) Uani 1 1 d . . . . .
C13 C 0.35704(16) 0.70573(19) 0.38755(12) 0.0165(4) Uani 1 1 d . . . . .
C14 C 0.25717(17) 0.7396(2) 0.39409(13) 0.0211(5) Uani 1 1 d . . . . .
H14 H 0.216988 0.757999 0.350999 0.025 Uiso 1 1 calc R U . . .
C15 C 0.21671(17) 0.7464(2) 0.46364(13) 0.0241(5) Uani 1 1 d . . . . .
H15 H 0.148142 0.768317 0.468414 0.029 Uiso 1 1 calc R U . . .
C16 C 0.27603(18) 0.7214(2) 0.52672(13) 0.0236(5) Uani 1 1 d . . . . .
H16 H 0.247045 0.723936 0.574255 0.028 Uiso 1 1 calc R U . . .
C17 C 0.37637(17) 0.6929(2) 0.52113(13) 0.0212(5) Uani 1 1 d . . . . .
H17 H 0.416793 0.677992 0.564610 0.025 Uiso 1 1 calc R U . . .
C18 C 0.41807(16) 0.68616(19) 0.45119(12) 0.0168(4) Uani 1 1 d . . . . .
N19 N 0.52027(14) 0.65832(15) 0.43665(10) 0.0155(4) Uani 1 1 d . . . . .
C20 C 0.58548(17) 0.63688(19) 0.49108(12) 0.0167(4) Uani 1 1 d . . . . .
H20 H 0.559980 0.635322 0.539782 0.020 Uiso 1 1 calc R U . . .
C21 C 0.68977(16) 0.61581(19) 0.48515(12) 0.0170(4) Uani 1 1 d . . . . .
C22 C 0.73731(17) 0.62214(19) 0.41624(12) 0.0176(4) Uani 1 1 d . . . . .
C23 C 0.84405(17) 0.6176(2) 0.41536(12) 0.0200(5) Uani 1 1 d . . . . .
H23 H 0.876727 0.625158 0.369413 0.024 Uiso 1 1 calc R U . . .
N23 N 0.40446(13) 0.68306(16) 0.31936(10) 0.0162(4) Uani 1 1 d . . . . .
C24 C 0.90004(17) 0.6026(2) 0.47896(13) 0.0205(5) Uani 1 1 d . . . . .
H24 H 0.971231 0.601400 0.476427 0.025 Uiso 1 1 calc R U . . .
C25 C 0.85552(17) 0.58856(19) 0.54949(12) 0.0186(5) Uani 1 1 d . . . . .
C26 C 0.91494(17) 0.5701(2) 0.61507(13) 0.0211(5) Uani 1 1 d . . . . .
H26 H 0.985894 0.563995 0.611979 0.025 Uiso 1 1 calc R U . . .
C27 C 0.87185(18) 0.5610(2) 0.68288(13) 0.0219(5) Uani 1 1 d . . . . .
H27 H 0.912230 0.546976 0.726491 0.026 Uiso 1 1 calc R U . . .
C28 C 0.76792(18) 0.5725(2) 0.68704(13) 0.0209(5) Uani 1 1 d . . . . .
H28 H 0.737747 0.568877 0.734129 0.025 Uiso 1 1 calc R U . . .
C29 C 0.70832(17) 0.5889(2) 0.62409(12) 0.0193(5) Uani 1 1 d . . . . .
H29 H 0.637524 0.594920 0.628421 0.023 Uiso 1 1 calc R U . . .
C30 C 0.75013(17) 0.59710(19) 0.55312(12) 0.0178(5) Uani 1 1 d . . . . .
O31 O 0.56230(12) 0.66868(14) 0.22468(8) 0.0200(3) Uani 1 1 d . . . . .
O41 O 0.57895(12) 0.86136(14) 0.33486(9) 0.0223(4) Uani 1 1 d . . . . .
C2' C 0.50692(17) 0.3771(2) 0.27452(13) 0.0225(5) Uani 1 1 d . . . . .
S3' S 0.47534(5) 0.26561(8) 0.21910(5) 0.0489(2) Uani 1 1 d . . . . .
C1S C 0.7387(2) 0.8753(3) 0.25001(18) 0.0410(7) Uani 1 1 d . . . . .
H1SA H 0.778934 0.862753 0.295902 0.061 Uiso 0.931(2) 1 d R U P A 1
H1SB H 0.773617 0.932156 0.217740 0.061 Uiso 0.931(2) 1 d R U P A 1
H1SC H 0.729363 0.797236 0.224333 0.061 Uiso 0.931(2) 1 d R U P A 1
H1SD H 0.784412 0.807044 0.260632 0.061 Uiso 0.069(2) 1 d R U P A 2
H1SE H 0.777904 0.947619 0.237579 0.061 Uiso 0.069(2) 1 d R U P A 2
H1SF H 0.693464 0.854256 0.208006 0.061 Uiso 0.069(2) 1 d R U P A 2
C2S C 0.6647(2) 1.0735(2) 0.31388(16) 0.0380(7) Uani 1 1 d . . . . .
H2SA H 0.709956 1.053791 0.356113 0.057 Uiso 0.931(2) 1 d R U P A 1
H2SB H 0.607743 1.121165 0.331261 0.057 Uiso 0.931(2) 1 d R U P A 1
H2SC H 0.701076 1.121125 0.277374 0.057 Uiso 0.931(2) 1 d R U P A 1
H2SD H 0.724351 1.113955 0.295053 0.057 Uiso 0.069(2) 1 d R U P A 2
H2SE H 0.654342 1.099485 0.365147 0.057 Uiso 0.069(2) 1 d R U P A 2
H2SF H 0.605733 1.095621 0.282774 0.057 Uiso 0.069(2) 1 d R U P A 2
S1S S 0.61958(4) 0.93641(5) 0.27191(3) 0.0192(2) Uani 0.931(2) 1 d . . P A 1
S1S' S 0.6835(7) 0.8989(9) 0.3113(6) 0.034(3) Uani 0.069(2) 1 d . . P A 2


_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 O11 1.8970(15) . ?
Mn1 O31 1.9050(15) . ?
Mn1 N23 1.9701(18) . ?
Mn1 N19 1.9807(18) . ?
Mn1 N1 2.246(2) . ?
Mn1 O41 2.2780(16) . ?
N1 C2' 1.169(3) . ?
C1 O31 1.311(3) . ?
C1 C10 1.410(3) . ?
C1 C2 1.427(3) . ?
C2 C3 1.353(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.421(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.412(3) . ?
C4 C9 1.416(3) . ?
C5 C6 1.364(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.414(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.454(3) . ?
C10 C11 1.419(3) . ?
C11 N23 1.307(3) . ?
C11 H11 0.9500 . ?
O11 C22 1.311(3) . ?
C13 C14 1.389(3) . ?
C13 C18 1.400(3) . ?
C13 N23 1.420(3) . ?
C14 C15 1.380(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.394(3) . ?
C17 H17 0.9500 . ?
C18 N19 1.426(3) . ?
N19 C20 1.310(3) . ?
C20 C21 1.414(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.412(3) . ?
C21 C30 1.457(3) . ?
C22 C23 1.422(3) . ?
C23 C24 1.356(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.426(3) . ?
C24 H24 0.9500 . ?
C25 C30 1.409(3) . ?
C25 C26 1.415(3) . ?
C26 C27 1.368(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.393(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.375(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.412(3) . ?
C29 H29 0.9500 . ?
O41 S1S 1.5144(16) . ?
O41 S1S' 1.524(10) . ?
C2' S3' 1.626(2) . ?
C1S S1S' 1.370(11) . ?
C1S S1S 1.777(3) . ?
C1S H1SA 0.9797 . ?
C1S H1SB 0.9796 . ?
C1S H1SC 0.9796 . ?
C1S H1SD 0.9796 . ?
C1S H1SE 0.9796 . ?
C1S H1SF 0.9797 . ?
C2S S1S 1.780(3) . ?
C2S S1S' 1.934(10) . ?
C2S H2SA 0.9798 . ?
C2S H2SB 0.9796 . ?
C2S H2SC 0.9795 . ?
C2S H2SD 0.9795 . ?
C2S H2SE 0.9796 . ?
C2S H2SF 0.9797 . ?

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
O11 Mn1 O31 96.24(7) . . ?
O11 Mn1 N23 173.21(7) . . ?
O31 Mn1 N23 90.41(7) . . ?
O11 Mn1 N19 91.38(7) . . ?
O31 Mn1 N19 171.64(7) . . ?
N23 Mn1 N19 81.90(7) . . ?
O11 Mn1 N1 91.00(7) . . ?
O31 Mn1 N1 88.55(7) . . ?
N23 Mn1 N1 90.52(7) . . ?
N19 Mn1 N1 94.77(7) . . ?
O11 Mn1 O41 87.74(6) . . ?
O31 Mn1 O41 87.43(6) . . ?
N23 Mn1 O41 91.21(7) . . ?
N19 Mn1 O41 89.44(6) . . ?
N1 Mn1 O41 175.64(6) . . ?
C2' N1 Mn1 145.09(18) . . ?
O31 C1 C10 124.5(2) . . ?
O31 C1 C2 116.8(2) . . ?
C10 C1 C2 118.7(2) . . ?
C3 C2 C1 121.2(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 122.2(2) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C5 C4 C9 119.9(2) . . ?
C5 C4 C3 121.4(2) . . ?
C9 C4 C3 118.7(2) . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 119.2(2) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 121.0(2) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 121.1(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C8 C9 C4 117.4(2) . . ?
C8 C9 C10 123.5(2) . . ?
C4 C9 C10 119.1(2) . . ?
C1 C10 C11 121.1(2) . . ?
C1 C10 C9 120.1(2) . . ?
C11 C10 C9 118.5(2) . . ?
N23 C11 C10 126.5(2) . . ?
N23 C11 H11 116.8 . . ?
C10 C11 H11 116.8 . . ?
C22 O11 Mn1 129.83(14) . . ?
C14 C13 C18 120.3(2) . . ?
C14 C13 N23 124.9(2) . . ?
C18 C13 N23 114.74(19) . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.2(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 119.5(2) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C17 C18 C13 119.6(2) . . ?
C17 C18 N19 125.9(2) . . ?
C13 C18 N19 114.51(18) . . ?
C20 N19 C18 120.97(18) . . ?
C20 N19 Mn1 125.13(15) . . ?
C18 N19 Mn1 113.90(14) . . ?
N19 C20 C21 127.0(2) . . ?
N19 C20 H20 116.5 . . ?
C21 C20 H20 116.5 . . ?
C22 C21 C20 121.7(2) . . ?
C22 C21 C30 119.6(2) . . ?
C20 C21 C30 118.43(19) . . ?
O11 C22 C21 124.4(2) . . ?
O11 C22 C23 116.67(19) . . ?
C21 C22 C23 118.9(2) . . ?
C24 C23 C22 121.2(2) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C11 N23 C13 120.85(18) . . ?
C11 N23 Mn1 124.24(15) . . ?
C13 N23 Mn1 114.12(14) . . ?
C23 C24 C25 122.1(2) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 H24 118.9 . . ?
C30 C25 C26 120.1(2) . . ?
C30 C25 C24 118.4(2) . . ?
C26 C25 C24 121.4(2) . . ?
C27 C26 C25 121.1(2) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 119.0(2) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 121.1(2) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 121.4(2) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C25 C30 C29 117.3(2) . . ?
C25 C30 C21 119.6(2) . . ?
C29 C30 C21 123.1(2) . . ?
C1 O31 Mn1 127.28(14) . . ?
S1S O41 Mn1 124.59(9) . . ?
S1S' O41 Mn1 114.0(4) . . ?
N1 C2' S3' 177.9(2) . . ?
S1S C1S H1SA 109.5 . . ?
S1S C1S H1SB 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
S1S C1S H1SC 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
S1S' C1S H1SD 109.5 . . ?
S1S' C1S H1SE 109.4 . . ?
H1SD C1S H1SE 109.5 . . ?
S1S' C1S H1SF 109.5 . . ?
H1SD C1S H1SF 109.5 . . ?
H1SE C1S H1SF 109.5 . . ?
S1S C2S H2SA 109.5 . . ?
S1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
S1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
S1S' C2S H2SD 109.5 . . ?
S1S' C2S H2SE 109.4 . . ?
H2SD C2S H2SE 109.5 . . ?
S1S' C2S H2SF 109.5 . . ?
H2SD C2S H2SF 109.5 . . ?
H2SE C2S H2SF 109.5 . . ?
O41 S1S C1S 107.60(12) . . ?
O41 S1S C2S 105.42(11) . . ?
C1S S1S C2S 97.02(15) . . ?
C1S S1S' O41 133.7(7) . . ?
C1S S1S' C2S 106.3(6) . . ?
O41 S1S' C2S 98.1(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
O31 C1 C2 C3 -177.6(2) . . . . ?
C10 C1 C2 C3 -0.7(3) . . . . ?
C1 C2 C3 C4 -2.3(3) . . . . ?
C2 C3 C4 C5 -179.1(2) . . . . ?
C2 C3 C4 C9 2.1(3) . . . . ?
C9 C4 C5 C6 -1.4(3) . . . . ?
C3 C4 C5 C6 179.8(2) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C8 1.3(4) . . . . ?
C6 C7 C8 C9 -0.8(4) . . . . ?
C7 C8 C9 C4 -0.7(3) . . . . ?
C7 C8 C9 C10 178.8(2) . . . . ?
C5 C4 C9 C8 1.8(3) . . . . ?
C3 C4 C9 C8 -179.3(2) . . . . ?
C5 C4 C9 C10 -177.7(2) . . . . ?
C3 C4 C9 C10 1.1(3) . . . . ?
O31 C1 C10 C11 6.9(3) . . . . ?
C2 C1 C10 C11 -169.7(2) . . . . ?
O31 C1 C10 C9 -179.57(19) . . . . ?
C2 C1 C10 C9 3.8(3) . . . . ?
C8 C9 C10 C1 176.5(2) . . . . ?
C4 C9 C10 C1 -4.0(3) . . . . ?
C8 C9 C10 C11 -9.8(3) . . . . ?
C4 C9 C10 C11 169.68(19) . . . . ?
C1 C10 C11 N23 -10.0(3) . . . . ?
C9 C10 C11 N23 176.4(2) . . . . ?
O31 Mn1 O11 C22 178.33(18) . . . . ?
N19 Mn1 O11 C22 1.77(18) . . . . ?
N1 Mn1 O11 C22 -93.02(18) . . . . ?
O41 Mn1 O11 C22 91.16(18) . . . . ?
C18 C13 C14 C15 -4.1(3) . . . . ?
N23 C13 C14 C15 173.1(2) . . . . ?
C13 C14 C15 C16 1.0(3) . . . . ?
C14 C15 C16 C17 1.9(4) . . . . ?
C15 C16 C17 C18 -1.6(4) . . . . ?
C16 C17 C18 C13 -1.4(3) . . . . ?
C16 C17 C18 N19 179.7(2) . . . . ?
C14 C13 C18 C17 4.3(3) . . . . ?
N23 C13 C18 C17 -173.15(19) . . . . ?
C14 C13 C18 N19 -176.73(19) . . . . ?
N23 C13 C18 N19 5.8(3) . . . . ?
C17 C18 N19 C20 -0.5(3) . . . . ?
C13 C18 N19 C20 -179.41(19) . . . . ?
C17 C18 N19 Mn1 179.80(18) . . . . ?
C13 C18 N19 Mn1 0.9(2) . . . . ?
C18 N19 C20 C21 -175.7(2) . . . . ?
Mn1 N19 C20 C21 3.9(3) . . . . ?
N19 C20 C21 C22 3.4(3) . . . . ?
N19 C20 C21 C30 178.2(2) . . . . ?
Mn1 O11 C22 C21 4.2(3) . . . . ?
Mn1 O11 C22 C23 -174.49(14) . . . . ?
C20 C21 C22 O11 -7.7(3) . . . . ?
C30 C21 C22 O11 177.50(19) . . . . ?
C20 C21 C22 C23 171.0(2) . . . . ?
C30 C21 C22 C23 -3.8(3) . . . . ?
O11 C22 C23 C24 -178.7(2) . . . . ?
C21 C22 C23 C24 2.6(3) . . . . ?
C10 C11 N23 C13 -178.0(2) . . . . ?
C10 C11 N23 Mn1 -8.8(3) . . . . ?
C14 C13 N23 C11 -17.0(3) . . . . ?
C18 C13 N23 C11 160.28(19) . . . . ?
C14 C13 N23 Mn1 172.77(17) . . . . ?
C18 C13 N23 Mn1 -9.9(2) . . . . ?
C22 C23 C24 C25 1.1(3) . . . . ?
C23 C24 C25 C30 -3.4(3) . . . . ?
C23 C24 C25 C26 178.5(2) . . . . ?
C30 C25 C26 C27 -0.4(3) . . . . ?
C24 C25 C26 C27 177.7(2) . . . . ?
C25 C26 C27 C28 -1.3(3) . . . . ?
C26 C27 C28 C29 2.1(3) . . . . ?
C27 C28 C29 C30 -1.2(3) . . . . ?
C26 C25 C30 C29 1.2(3) . . . . ?
C24 C25 C30 C29 -176.93(19) . . . . ?
C26 C25 C30 C21 -179.86(19) . . . . ?
C24 C25 C30 C21 2.0(3) . . . . ?
C28 C29 C30 C25 -0.4(3) . . . . ?
C28 C29 C30 C21 -179.3(2) . . . . ?
C22 C21 C30 C25 1.6(3) . . . . ?
C20 C21 C30 C25 -173.44(19) . . . . ?
C22 C21 C30 C29 -179.6(2) . . . . ?
C20 C21 C30 C29 5.4(3) . . . . ?
C10 C1 O31 Mn1 15.6(3) . . . . ?
C2 C1 O31 Mn1 -167.72(15) . . . . ?
Mn1 O41 S1S C1S -58.88(16) . . . . ?
Mn1 O41 S1S C2S -161.62(14) . . . . ?
Mn1 O41 S1S' C1S 51.8(11) . . . . ?
Mn1 O41 S1S' C2S 173.7(2) . . . . ?

_refine_diff_density_max         0.779
_refine_diff_density_min         -0.924
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1557745'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;
#data_S110_0m 

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            S110
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Mn N2 O6 S, Cl O4'
_chemical_formula_sum            'C22 H30 Cl Mn N2 O10 S'
_chemical_formula_weight         604.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

_cell_length_a                   15.3576(10)
_cell_length_b                   17.1311(11)
_cell_length_c                   12.1008(8)
_cell_angle_alpha                90
_cell_angle_beta                 123.884(2)
_cell_angle_gamma                90
_cell_volume                     2642.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9862
_cell_measurement_theta_min      2.6639
_cell_measurement_theta_max      27.5879

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.736
_shelx_estimated_absorpt_T_min   0.679
_shelx_estimated_absorpt_T_max   0.910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6553
_exptl_absorpt_correction_T_max  0.7376
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 QUEST area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.9
_diffrn_reflns_number            21283
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.378
_diffrn_reflns_theta_max         27.588
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3147
_reflns_number_gt                2835
_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       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT V2014/1 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact)'
_computing_publication_material  ?
_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)+11.0677P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3147
_refine_ls_number_parameters     224
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1075
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_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
Mn1 Mn 0.37618(4) 0.500000 0.56094(5) 0.01612(14) Uani 1 2 d S T P A .
O41 O 0.55304(18) 0.500000 0.6952(2) 0.0192(5) Uani 1 2 d S T P A .
H1 H 0.578595 0.536300 0.679328 0.045(10) Uiso 1 1 d R . . . .
C1 C 0.37375(17) 0.34516(14) 0.4649(2) 0.0172(5) Uani 1 1 d . . . . .
C2 C 0.36508(18) 0.30019(14) 0.3612(2) 0.0180(5) Uani 1 1 d . . . . .
O2 O 0.35988(14) 0.34449(10) 0.26370(16) 0.0218(4) Uani 1 1 d . . . . .
C3 C 0.36332(19) 0.21972(15) 0.3650(2) 0.0227(5) Uani 1 1 d . . . . .
H3 H 0.356877 0.189956 0.294557 0.027 Uiso 1 1 calc R U . . .
C4 C 0.3711(2) 0.18188(15) 0.4731(3) 0.0270(6) Uani 1 1 d . . . . .
H4 H 0.370754 0.126470 0.475948 0.032 Uiso 1 1 calc R U . . .
C5 C 0.37907(19) 0.22408(15) 0.5745(3) 0.0235(5) Uani 1 1 d . . . . .
H5 H 0.384393 0.197789 0.647124 0.028 Uiso 1 1 calc R U . . .
C6 C 0.37945(18) 0.30667(14) 0.5716(2) 0.0194(5) Uani 1 1 d . . . . .
C7 C 0.3817(2) 0.34850(16) 0.6765(2) 0.0252(5) Uani 1 1 d . . . . .
H7 H 0.385601 0.318528 0.745177 0.030 Uiso 1 1 calc R U . . .
C9 C 0.3523(5) 0.4585(4) 0.7738(6) 0.0246(12) Uani 0.5 1 d . . P A -1
H9A H 0.378881 0.426078 0.851961 0.030 Uiso 0.5 1 d R U P A -1
H9B H 0.277101 0.464678 0.729218 0.030 Uiso 0.5 1 d R U P A -1
C10 C 0.4083(5) 0.5370(4) 0.8136(5) 0.0240(11) Uani 0.5 1 d . . P A -1
H10A H 0.483743 0.530354 0.871486 0.029 Uiso 0.5 1 d R U P A -1
H10B H 0.385456 0.568556 0.859417 0.029 Uiso 0.5 1 d R U P A -1
C11 C 0.3315(2) 0.30715(17) 0.1420(3) 0.0300(6) Uani 1 1 d . . . . .
H11A H 0.267160 0.275566 0.106356 0.036 Uiso 1 1 calc R U . . .
H11B H 0.388693 0.272422 0.157013 0.036 Uiso 1 1 calc R U . . .
O11 O 0.37618(15) 0.42203(10) 0.45397(17) 0.0247(4) Uani 1 1 d . . . . .
C12 C 0.3128(3) 0.37156(19) 0.0460(3) 0.0478(9) Uani 1 1 d . . . . .
H12A H 0.303652 0.348889 -0.034251 0.072 Uiso 1 1 calc R U . . .
H12B H 0.373174 0.406996 0.088137 0.072 Uiso 1 1 calc R U . . .
H12C H 0.249543 0.400621 0.021678 0.072 Uiso 1 1 calc R U . . .
N19 N 0.37873(18) 0.42335(13) 0.6844(2) 0.0257(5) Uani 1 1 d . . . . .
Cl1C_1 Cl 0.0033(10) 0.29484(7) 0.0087(12) 0.0264(8) Uani 0.5 1 d D . P B -1
O1C_1 O -0.0395(4) 0.2170(3) -0.0209(5) 0.0545(14) Uani 0.5 1 d D . P B -1
O2C_1 O -0.0519(5) 0.3428(4) 0.0469(6) 0.0491(16) Uani 0.5 1 d D . P B -1
O3C_1 O -0.0002(6) 0.3276(4) -0.1017(5) 0.062(2) Uani 0.5 1 d D . P B -1
O4C_1 O 0.1112(3) 0.2892(3) 0.1180(4) 0.0436(11) Uani 0.5 1 d D . P B -1
O1_2 O 0.2009(2) 0.5158(2) 0.4407(3) 0.0213(12) Uani 0.5 1 d . . P A -1
C1D_2 C 0.1513(4) 0.506(2) 0.1921(4) 0.028(3) Uani 0.5 1 d D . P A -1
H1DA_2 H 0.101605 0.481749 0.105975 0.042 Uiso 0.5 1 calc R U P A -1
H1DB_2 H 0.223105 0.496743 0.217484 0.042 Uiso 0.5 1 calc R U P A -1
H1DC_2 H 0.138320 0.562814 0.185085 0.042 Uiso 0.5 1 calc R U P A -1
S1D_2 S 0.13461(10) 0.46642(7) 0.31549(12) 0.0214(2) Uani 0.5 1 d D . P A -1
C2D_2 C 0.0041(3) 0.4999(13) 0.2482(5) 0.0375(14) Uani 0.5 1 d D . P A -1
H2DA_2 H -0.017629 0.484493 0.307483 0.056 Uiso 0.5 1 calc R U P A -1
H2DB_2 H -0.043623 0.476623 0.160188 0.056 Uiso 0.5 1 calc R U P A -1
H2DC_2 H 0.001817 0.556877 0.240190 0.056 Uiso 0.5 1 calc R U P A -1


_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 O11 1.8600(17) . ?
Mn1 O11 1.8601(17) 6_565 ?
Mn1 N19 1.973(2) . ?
Mn1 N19 1.973(2) 6_565 ?
Mn1 O1_2 2.252(3) . ?
Mn1 O41 2.258(2) . ?
O41 H1 0.8134 . ?
O41 H1 0.8135 6_565 ?
C1 O11 1.326(3) . ?
C1 C6 1.409(3) . ?
C1 C2 1.413(3) . ?
C2 O2 1.368(3) . ?
C2 C3 1.380(3) . ?
O2 C11 1.433(3) . ?
C3 C4 1.404(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.369(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.415(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.441(3) . ?
C7 N19 1.289(4) . ?
C7 H7 0.9500 . ?
C9 N19 1.479(6) . ?
C9 C10 1.523(7) . ?
C9 H9A 0.9693 . ?
C9 H9B 0.9703 . ?
C10 H10A 0.9704 . ?
C10 H10B 0.9685 . ?
C11 C12 1.509(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
Cl1C_1 O3C_1 1.423(11) . ?
Cl1C_1 O2C_1 1.429(11) . ?
Cl1C_1 O4C_1 1.436(12) . ?
Cl1C_1 O1C_1 1.441(6) . ?
O1_2 S1D_2 1.526(3) . ?
C1D_2 S1D_2 1.787(14) . ?
C1D_2 H1DA_2 0.9800 . ?
C1D_2 H1DB_2 0.9800 . ?
C1D_2 H1DC_2 0.9800 . ?
S1D_2 C2D_2 1.786(8) . ?
C2D_2 H2DA_2 0.9800 . ?
C2D_2 H2DB_2 0.9800 . ?
C2D_2 H2DC_2 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
O11 Mn1 O11 91.80(11) . 6_565 ?
O11 Mn1 N19 92.37(8) . . ?
O11 Mn1 N19 175.73(8) 6_565 . ?
O11 Mn1 N19 175.73(8) . 6_565 ?
O11 Mn1 N19 92.37(8) 6_565 6_565 ?
N19 Mn1 N19 83.45(13) . 6_565 ?
O11 Mn1 O1_2 95.77(10) . . ?
O11 Mn1 O1_2 85.85(10) 6_565 . ?
N19 Mn1 O1_2 94.67(11) . . ?
N19 Mn1 O1_2 85.48(11) 6_565 . ?
O11 Mn1 O41 91.95(7) . . ?
O11 Mn1 O41 91.95(7) 6_565 . ?
N19 Mn1 O41 86.97(8) . . ?
N19 Mn1 O41 86.97(8) 6_565 . ?
O1_2 Mn1 O41 172.03(9) . . ?
Mn1 O41 H1 112.0 . . ?
Mn1 O41 H1 112.05(3) . 6_565 ?
H1 O41 H1 99.7 . 6_565 ?
O11 C1 C6 124.4(2) . . ?
O11 C1 C2 116.5(2) . . ?
C6 C1 C2 119.0(2) . . ?
O2 C2 C3 126.2(2) . . ?
O2 C2 C1 113.2(2) . . ?
C3 C2 C1 120.6(2) . . ?
C2 O2 C11 118.52(19) . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.4(2) . . ?
C1 C6 C7 122.2(2) . . ?
C5 C6 C7 118.3(2) . . ?
N19 C7 C6 125.1(2) . . ?
N19 C7 H7 117.4 . . ?
C6 C7 H7 117.4 . . ?
N19 C9 C10 104.7(4) . . ?
N19 C9 H9A 110.0 . . ?
C10 C9 H9A 109.9 . . ?
N19 C9 H9B 111.4 . . ?
C10 C9 H9B 111.5 . . ?
H9A C9 H9B 109.1 . . ?
C9 C10 H10A 111.1 . . ?
C9 C10 H10B 110.7 . . ?
H10A C10 H10B 108.7 . . ?
O2 C11 C12 106.5(2) . . ?
O2 C11 H11A 110.4 . . ?
C12 C11 H11A 110.4 . . ?
O2 C11 H11B 110.4 . . ?
C12 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
C1 O11 Mn1 129.27(15) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 N19 C9 119.7(3) . . ?
C7 N19 Mn1 126.35(17) . . ?
C9 N19 Mn1 112.7(3) . . ?
O3C_1 Cl1C_1 O2C_1 111.0(5) . . ?
O3C_1 Cl1C_1 O4C_1 108.1(9) . . ?
O2C_1 Cl1C_1 O4C_1 109.2(8) . . ?
O3C_1 Cl1C_1 O1C_1 111.0(8) . . ?
O2C_1 Cl1C_1 O1C_1 110.0(9) . . ?
O4C_1 Cl1C_1 O1C_1 107.4(5) . . ?
S1D_2 O1_2 Mn1 118.06(18) . . ?
S1D_2 C1D_2 H1DA_2 109.5 . . ?
S1D_2 C1D_2 H1DB_2 109.5 . . ?
H1DA_2 C1D_2 H1DB_2 109.5 . . ?
S1D_2 C1D_2 H1DC_2 109.5 . . ?
H1DA_2 C1D_2 H1DC_2 109.5 . . ?
H1DB_2 C1D_2 H1DC_2 109.5 . . ?
O1_2 S1D_2 C2D_2 103.4(6) . . ?
O1_2 S1D_2 C1D_2 106.8(8) . . ?
C2D_2 S1D_2 C1D_2 98.3(6) . . ?
S1D_2 C2D_2 H2DA_2 109.5 . . ?
S1D_2 C2D_2 H2DB_2 109.5 . . ?
H2DA_2 C2D_2 H2DB_2 109.5 . . ?
S1D_2 C2D_2 H2DC_2 109.5 . . ?
H2DA_2 C2D_2 H2DC_2 109.5 . . ?
H2DB_2 C2D_2 H2DC_2 109.5 . . ?

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
O11 C1 C2 O2 -0.4(3) . . . . ?
C6 C1 C2 O2 179.8(2) . . . . ?
O11 C1 C2 C3 179.2(2) . . . . ?
C6 C1 C2 C3 -0.7(3) . . . . ?
C3 C2 O2 C11 11.9(4) . . . . ?
C1 C2 O2 C11 -168.5(2) . . . . ?
O2 C2 C3 C4 178.9(2) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
O11 C1 C6 C5 -178.2(2) . . . . ?
C2 C1 C6 C5 1.6(3) . . . . ?
O11 C1 C6 C7 4.2(4) . . . . ?
C2 C1 C6 C7 -176.0(2) . . . . ?
C4 C5 C6 C1 -1.3(4) . . . . ?
C4 C5 C6 C7 176.3(2) . . . . ?
C1 C6 C7 N19 0.0(4) . . . . ?
C5 C6 C7 N19 -177.5(3) . . . . ?
C2 O2 C11 C12 169.8(2) . . . . ?
C6 C1 O11 Mn1 -5.6(4) . . . . ?
C2 C1 O11 Mn1 174.56(16) . . . . ?
O11 Mn1 O11 C1 -178.27(16) 6_565 . . . ?
N19 Mn1 O11 C1 2.7(2) . . . . ?
O1_2 Mn1 O11 C1 -92.3(2) . . . . ?
O41 Mn1 O11 C1 89.7(2) . . . . ?
C6 C7 N19 C9 163.2(4) . . . . ?
C6 C7 N19 Mn1 -2.6(4) . . . . ?
C10 C9 N19 C7 151.7(3) . . . . ?
C10 C9 N19 Mn1 -40.7(4) . . . . ?
Mn1 O1_2 S1D_2 C2D_2 -177.5(5) . . . . ?
Mn1 O1_2 S1D_2 C1D_2 -74.4(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
O41 H1 O11 0.81 2.20 2.900(3) 144.3 5_666
O41 H1 O2 0.81 2.19 2.8968(19) 144.8 5_666

_refine_diff_density_max         0.392
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1559544'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2018-01-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H34 Mn N3 O5 S2'
_chemical_formula_weight         587.62

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   12.5031(6)
_cell_length_b                   14.6639(7)
_cell_length_c                   15.1065(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.903(4)
_cell_angle_gamma                90
_cell_volume                     2769.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    12742
_cell_measurement_theta_min      3.221
_cell_measurement_theta_max      30.00

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    0.668
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_T_max  1.000

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device       'Oxford Diffaction X-Calibor System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_decay_%        n/a

_diffrn_reflns_number            12742
_diffrn_reflns_av_unetI/netI     0.1573
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.221
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             7761
_reflns_number_gt                4169
_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       'Crysalis, Oxford Diffraction'
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_publication_material  'SHELXL-2016, PLATON, WINGX (Ferrugia, 2012)'


_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)+(0.0154P)²] 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         7761
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1621
_refine_ls_R_factor_gt           0.0827
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.43058(5) 0.45734(4) -0.28441(4) 0.02429(15) Uani 1 1 d . . . . .
N1 N 0.5111(3) 0.5887(2) -0.3123(2) 0.0330(9) Uani 1 1 d . . . . .
C1 C 0.5291(3) 0.6656(3) -0.3114(3) 0.0291(10) Uani 1 1 d . . . . .
S1 S 0.55224(11) 0.77519(8) -0.31227(9) 0.0486(4) Uani 1 1 d . . . . .
O11 O 0.3739(2) 0.49713(18) -0.17622(18) 0.0283(7) Uani 1 1 d . . . . .
C12 C 0.3855(3) 0.4558(3) -0.0995(3) 0.0258(9) Uani 1 1 d . . . . .
C13 C 0.3084(3) 0.4705(3) -0.0332(3) 0.0297(10) Uani 1 1 d . . . . .
O131 O 0.2291(2) 0.5308(2) -0.05748(18) 0.0363(7) Uani 1 1 d . . . . .
C132 C 0.1495(3) 0.5530(3) 0.0060(3) 0.0382(11) Uani 1 1 d . . . . .
H13A H 0.183044 0.575799 0.059858 0.046 Uiso 1 1 calc R U . . .
H13B H 0.108205 0.499115 0.020421 0.046 Uiso 1 1 calc R U . . .
C133 C 0.0779(3) 0.6245(3) -0.0340(3) 0.0471(13) Uani 1 1 d . . . . .
H13C H 0.024428 0.641502 0.007817 0.071 Uiso 1 1 calc R U . . .
H13D H 0.043762 0.600767 -0.086534 0.071 Uiso 1 1 calc R U . . .
H13E H 0.119628 0.677100 -0.048978 0.071 Uiso 1 1 calc R U . . .
C14 C 0.3155(3) 0.4271(3) 0.0472(3) 0.0345(11) Uani 1 1 d . . . . .
H14 H 0.261857 0.435000 0.088496 0.041 Uiso 1 1 calc R U . . .
C15 C 0.4036(3) 0.3710(3) 0.0675(3) 0.0376(11) Uani 1 1 d . . . . .
H15 H 0.408919 0.342521 0.122383 0.045 Uiso 1 1 calc R U . . .
C16 C 0.4814(3) 0.3584(3) 0.0061(3) 0.0340(11) Uani 1 1 d . . . . .
H16 H 0.540351 0.322142 0.020039 0.041 Uiso 1 1 calc R U . . .
C17 C 0.4733(3) 0.3995(3) -0.0779(3) 0.0260(9) Uani 1 1 d . . . . .
C18 C 0.5621(3) 0.3918(3) -0.1377(3) 0.0302(10) Uani 1 1 d . . . . .
H18 H 0.624665 0.366916 -0.113989 0.036 Uiso 1 1 calc R U . . .
N19 N 0.5648(2) 0.4153(2) -0.2195(2) 0.0262(8) Uani 1 1 d . . . . .
C20 C 0.6691(3) 0.4148(3) -0.2637(3) 0.0282(10) Uani 1 1 d . . . . .
H20A H 0.721841 0.388088 -0.223736 0.034 Uiso 1 1 calc R U . . .
H20B H 0.690322 0.477385 -0.274494 0.034 Uiso 1 1 calc R U . . .
C21 C 0.6712(3) 0.3630(3) -0.3512(3) 0.0272(9) Uani 1 1 d . . . . .
C211 C 0.7859(3) 0.3699(3) -0.3861(3) 0.0379(11) Uani 1 1 d . . . . .
H21A H 0.791090 0.335735 -0.440141 0.057 Uiso 1 1 calc R U . . .
H21B H 0.835170 0.345504 -0.342878 0.057 Uiso 1 1 calc R U . . .
H21C H 0.802960 0.432617 -0.397225 0.057 Uiso 1 1 calc R U . . .
C22 C 0.5998(3) 0.4106(3) -0.4203(3) 0.0296(10) Uani 1 1 d . . . . .
H22A H 0.622407 0.473616 -0.425337 0.036 Uiso 1 1 calc R U . . .
H22B H 0.610447 0.381737 -0.477304 0.036 Uiso 1 1 calc R U . . .
N23 N 0.4847(2) 0.4088(2) -0.4007(2) 0.0244(8) Uani 1 1 d . . . . .
C24 C 0.4212(3) 0.3782(3) -0.4619(3) 0.0266(9) Uani 1 1 d . . . . .
H24 H 0.452907 0.350162 -0.510075 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3066(3) 0.3832(3) -0.4631(3) 0.0265(9) Uani 1 1 d . . . . .
C26 C 0.2502(3) 0.3383(3) -0.5318(3) 0.0304(10) Uani 1 1 d . . . . .
H26 H 0.287367 0.301613 -0.571028 0.036 Uiso 1 1 calc R U . . .
C27 C 0.1414(3) 0.3476(3) -0.5418(3) 0.0338(11) Uani 1 1 d . . . . .
H27 H 0.104381 0.316143 -0.586095 0.041 Uiso 1 1 calc R U . . .
C28 C 0.0877(3) 0.4054(3) -0.4838(3) 0.0334(11) Uani 1 1 d . . . . .
H28 H 0.013933 0.411830 -0.489911 0.040 Uiso 1 1 calc R U . . .
C29 C 0.1404(3) 0.4526(3) -0.4185(3) 0.0280(9) Uani 1 1 d . . . . .
C30 C 0.2524(3) 0.4426(3) -0.4051(3) 0.0245(9) Uani 1 1 d . . . . .
O31 O 0.30097(19) 0.49001(17) -0.34180(18) 0.0280(7) Uani 1 1 d . . . . .
O291 O 0.0840(2) 0.51457(18) -0.36823(19) 0.0327(7) Uani 1 1 d . . . . .
C292 C 0.0633(4) 0.4862(3) -0.2795(3) 0.0411(12) Uani 1 1 d . . . . .
H29A H 0.124989 0.498936 -0.241707 0.049 Uiso 1 1 calc R U . . .
H29B H 0.049466 0.421189 -0.277982 0.049 Uiso 1 1 calc R U . . .
C293 C -0.0320(3) 0.5375(4) -0.2474(3) 0.0531(14) Uani 1 1 d . . . . .
H29C H -0.091259 0.528070 -0.287522 0.080 Uiso 1 1 calc R U . . .
H29D H -0.015513 0.601364 -0.244367 0.080 Uiso 1 1 calc R U . . .
H29E H -0.050454 0.515910 -0.189576 0.080 Uiso 1 1 calc R U . . .
O41 O 0.3718(2) 0.31332(18) -0.26068(18) 0.0284(7) Uani 1 1 d . . . . .
S42 S 0.25807(8) 0.29261(7) -0.23272(7) 0.0287(3) Uani 1 1 d . . . . .
C43 C 0.2703(3) 0.2233(3) -0.1370(3) 0.0434(12) Uani 1 1 d . . . . .
H43A H 0.300387 0.258510 -0.089190 0.065 Uiso 1 1 calc R U . . .
H43B H 0.316182 0.172476 -0.149182 0.065 Uiso 1 1 calc R U . . .
H43C H 0.200960 0.201358 -0.120838 0.065 Uiso 1 1 calc R U . . .
C44 C 0.2119(3) 0.2080(3) -0.3078(3) 0.0416(12) Uani 1 1 d . . . . .
H44A H 0.262116 0.158502 -0.308775 0.062 Uiso 1 1 calc R U . . .
H44B H 0.205150 0.233889 -0.366013 0.062 Uiso 1 1 calc R U . . .
H44C H 0.143579 0.185881 -0.289348 0.062 Uiso 1 1 calc R U . . .
C212 C 0.6385(3) 0.2639(3) -0.3384(3) 0.0358(11) Uani 1 1 d . . . . .
H21D H 0.642719 0.232194 -0.393780 0.054 Uiso 1 1 calc R U . . .
H21E H 0.566517 0.261432 -0.317398 0.054 Uiso 1 1 calc R U . . .
H21F H 0.685797 0.235691 -0.295817 0.054 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
Mn1 O11 1.884(3) . ?
Mn1 O31 1.888(3) . ?
Mn1 N23 2.022(3) . ?
Mn1 N19 2.026(3) . ?
Mn1 N1 2.217(4) . ?
Mn1 O41 2.266(3) . ?
N1 C1 1.149(5) . ?
C1 S1 1.633(5) . ?
O11 C12 1.313(4) . ?
C12 C17 1.408(5) . ?
C12 C13 1.418(5) . ?
C13 C14 1.373(5) . ?
C13 O131 1.374(5) . ?
O131 C132 1.430(4) . ?
C132 C133 1.500(6) . ?
C132 H13A 0.9700 . ?
C132 H13B 0.9700 . ?
C133 H13C 0.9600 . ?
C133 H13D 0.9600 . ?
C133 H13E 0.9600 . ?
C14 C15 1.405(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.367(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.407(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.447(5) . ?
C18 N19 1.285(5) . ?
C18 H18 0.9300 . ?
N19 C20 1.474(5) . ?
C20 C21 1.524(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C212 1.522(5) . ?
C21 C22 1.532(5) . ?
C21 C211 1.539(5) . ?
C211 H21A 0.9600 . ?
C211 H21B 0.9600 . ?
C211 H21C 0.9600 . ?
C22 N23 1.474(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
N23 C24 1.289(4) . ?
C24 C25 1.435(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.408(5) . ?
C25 C30 1.417(5) . ?
C26 C27 1.373(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.399(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.367(5) . ?
C28 H28 0.9300 . ?
C29 O291 1.384(4) . ?
C29 C30 1.419(5) . ?
C30 O31 1.322(4) . ?
O291 C292 1.431(5) . ?
C292 C293 1.497(5) . ?
C292 H29A 0.9700 . ?
C292 H29B 0.9700 . ?
C293 H29C 0.9600 . ?
C293 H29D 0.9600 . ?
C293 H29E 0.9600 . ?
O41 S42 1.521(3) . ?
S42 C44 1.771(4) . ?
S42 C43 1.772(4) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C212 H21D 0.9600 . ?
C212 H21E 0.9600 . ?
C212 H21F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Mn1 O31 89.31(12) . . ?
O11 Mn1 N23 176.60(12) . . ?
O31 Mn1 N23 89.24(12) . . ?
O11 Mn1 N19 89.70(13) . . ?
O31 Mn1 N19 176.34(12) . . ?
N23 Mn1 N19 91.55(13) . . ?
O11 Mn1 N1 94.24(12) . . ?
O31 Mn1 N1 94.65(12) . . ?
N23 Mn1 N1 88.94(13) . . ?
N19 Mn1 N1 88.93(13) . . ?
O11 Mn1 O41 91.38(11) . . ?
O31 Mn1 O41 91.78(10) . . ?
N23 Mn1 O41 85.59(11) . . ?
N19 Mn1 O41 84.73(11) . . ?
N1 Mn1 O41 171.51(11) . . ?
C1 N1 Mn1 159.9(3) . . ?
N1 C1 S1 178.4(4) . . ?
C12 O11 Mn1 125.8(3) . . ?
O11 C12 C17 123.4(4) . . ?
O11 C12 C13 119.1(4) . . ?
C17 C12 C13 117.4(4) . . ?
C14 C13 O131 124.8(4) . . ?
C14 C13 C12 121.3(4) . . ?
O131 C13 C12 113.9(4) . . ?
C13 O131 C132 118.3(3) . . ?
O131 C132 C133 107.8(4) . . ?
O131 C132 H13A 110.1 . . ?
C133 C132 H13A 110.1 . . ?
O131 C132 H13B 110.1 . . ?
C133 C132 H13B 110.1 . . ?
H13A C132 H13B 108.5 . . ?
C132 C133 H13C 109.5 . . ?
C132 C133 H13D 109.5 . . ?
H13C C133 H13D 109.5 . . ?
C132 C133 H13E 109.5 . . ?
H13C C133 H13E 109.5 . . ?
H13D C133 H13E 109.5 . . ?
C13 C14 C15 120.3(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.7(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.8(4) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C12 120.4(4) . . ?
C16 C17 C18 119.0(4) . . ?
C12 C17 C18 120.2(4) . . ?
N19 C18 C17 127.8(4) . . ?
N19 C18 H18 116.1 . . ?
C17 C18 H18 116.1 . . ?
C18 N19 C20 118.2(3) . . ?
C18 N19 Mn1 120.8(3) . . ?
C20 N19 Mn1 121.0(3) . . ?
N19 C20 C21 115.0(3) . . ?
N19 C20 H20A 108.5 . . ?
C21 C20 H20A 108.5 . . ?
N19 C20 H20B 108.5 . . ?
C21 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C212 C21 C20 110.9(4) . . ?
C212 C21 C22 111.5(3) . . ?
C20 C21 C22 110.2(3) . . ?
C212 C21 C211 111.1(3) . . ?
C20 C21 C211 107.1(3) . . ?
C22 C21 C211 105.8(3) . . ?
C21 C211 H21A 109.5 . . ?
C21 C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
C21 C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
N23 C22 C21 114.5(3) . . ?
N23 C22 H22A 108.6 . . ?
C21 C22 H22A 108.6 . . ?
N23 C22 H22B 108.6 . . ?
C21 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C24 N23 C22 117.0(3) . . ?
C24 N23 Mn1 122.4(3) . . ?
C22 N23 Mn1 120.6(2) . . ?
N23 C24 C25 126.5(4) . . ?
N23 C24 H24 116.8 . . ?
C25 C24 H24 116.8 . . ?
C26 C25 C30 120.3(4) . . ?
C26 C25 C24 118.3(4) . . ?
C30 C25 C24 120.7(4) . . ?
C27 C26 C25 121.2(4) . . ?
C27 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
C26 C27 C28 118.4(4) . . ?
C26 C27 H27 120.8 . . ?
C28 C27 H27 120.8 . . ?
C29 C28 C27 121.9(4) . . ?
C29 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C28 C29 O291 119.0(4) . . ?
C28 C29 C30 120.9(4) . . ?
O291 C29 C30 120.0(4) . . ?
O31 C30 C25 123.5(3) . . ?
O31 C30 C29 119.4(4) . . ?
C25 C30 C29 117.1(4) . . ?
C30 O31 Mn1 125.5(2) . . ?
C29 O291 C292 115.1(3) . . ?
O291 C292 C293 108.3(4) . . ?
O291 C292 H29A 110.0 . . ?
C293 C292 H29A 110.0 . . ?
O291 C292 H29B 110.0 . . ?
C293 C292 H29B 110.0 . . ?
H29A C292 H29B 108.4 . . ?
C292 C293 H29C 109.5 . . ?
C292 C293 H29D 109.5 . . ?
H29C C293 H29D 109.5 . . ?
C292 C293 H29E 109.5 . . ?
H29C C293 H29E 109.5 . . ?
H29D C293 H29E 109.5 . . ?
S42 O41 Mn1 122.48(15) . . ?
O41 S42 C44 104.98(18) . . ?
O41 S42 C43 105.79(19) . . ?
C44 S42 C43 98.3(2) . . ?
S42 C43 H43A 109.5 . . ?
S42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
S42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
S42 C44 H44A 109.5 . . ?
S42 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
S42 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C21 C212 H21D 109.5 . . ?
C21 C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
C21 C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C133 H13C S1 0.96 3.00 3.677(5) 129.1 4_576
C292 H29B S1 0.97 2.85 3.695(5) 146.3 2_544
C43 H43B O291 0.96 2.64 3.562(5) 160.8 2_544

_refine_diff_density_max         0.358
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.086

