# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_SAMA031A
_audit_block_doi                 10.5517/ccdc.csd.cc1n47tv
_database_code_depnum_ccdc_archive 'CCDC 1523427'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-11-29T15:28:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C22 H24 Mn2 N2 O6 S2'
_chemical_formula_sum            'C22 H24 Mn2 N2 O6 S2'
_chemical_formula_weight         586.43

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1085(4)
_cell_length_b                   11.6937(4)
_cell_length_c                   12.1298(4)
_cell_angle_alpha                69.906(2)
_cell_angle_beta                 63.919(2)
_cell_angle_gamma                62.296(2)
_cell_volume                     1233.64(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1913
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      30.54
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.233
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS-2014/5'
_exptl_absorpt_correction_T_min  0.6944
_exptl_absorpt_correction_T_max  0.8134
_shelx_estimated_absorpt_T_min   0.694
_shelx_estimated_absorpt_T_max   0.837

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_number            56201
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.899
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_reflns_Friedel_coverage         0
_reflns_number_total             7212
_reflns_number_gt                6579
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0234P)²+0.4982P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7212
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0197
_refine_ls_wR_factor_ref         0.0506
_refine_ls_wR_factor_gt          0.0494
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.051

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'

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 -0.23805(2) 0.24854(2) 0.60512(2) 0.00982(4) Uani 1 1 d . . . . .
C1 C -0.42174(12) 0.36397(11) 0.62075(10) 0.0155(2) Uani 1 1 d . . . . .
O1 O -0.54072(9) 0.42840(9) 0.63278(8) 0.02655(19) Uani 1 1 d . . . . .
C2 C -0.30309(11) 0.12108(11) 0.63454(10) 0.01520(19) Uani 1 1 d . . . . .
O2 O -0.35306(10) 0.04622(9) 0.65390(9) 0.02442(18) Uani 1 1 d . . . . .
C3 C -0.26208(11) 0.22853(10) 0.76493(10) 0.01426(19) Uani 1 1 d . . . . .
O3 O -0.27459(9) 0.21610(8) 0.86740(8) 0.02127(17) Uani 1 1 d . . . . .
Mn2 Mn -0.07539(2) 0.27871(2) 0.36185(2) 0.00835(4) Uani 1 1 d . . . . .
C8 C -0.08894(11) 0.41598(10) 0.23571(10) 0.01265(18) Uani 1 1 d . . . . .
O8 O -0.09677(9) 0.50050(8) 0.15208(8) 0.01979(16) Uani 1 1 d . . . . .
C9 C 0.04923(12) 0.16930(10) 0.25108(10) 0.01414(19) Uani 1 1 d . . . . .
O9 O 0.12807(10) 0.10161(9) 0.17907(8) 0.02394(18) Uani 1 1 d . . . . .
C10 C -0.23274(11) 0.26857(10) 0.36352(10) 0.01312(18) Uani 1 1 d . . . . .
O10 O -0.32997(9) 0.26420(8) 0.35488(8) 0.01973(16) Uani 1 1 d . . . . .
S1 S 0.00061(3) 0.12647(2) 0.52444(2) 0.00959(5) Uani 1 1 d . . . . .
S2 S -0.12824(3) 0.39860(2) 0.50799(2) 0.01027(5) Uani 1 1 d . . . . .
C4 C 0.04097(10) 0.27056(9) 0.45715(9) 0.00939(17) Uani 1 1 d . . . . .
C5 C 0.17963(11) 0.27313(9) 0.43615(9) 0.01058(17) Uani 1 1 d . . . . .
C6 C 0.37031(12) 0.24883(11) 0.47284(11) 0.0170(2) Uani 1 1 d . . . . .
H6 H 0.434961 0.22749 0.514681 0.02 Uiso 1 1 calc R U . . .
C7 C 0.38898(12) 0.30087(11) 0.35125(11) 0.0172(2) Uani 1 1 d . . . . .
H7 H 0.468899 0.323501 0.29181 0.021 Uiso 1 1 calc R U . . .
C11 C 0.18154(11) 0.17408(10) 0.65645(9) 0.01287(18) Uani 1 1 d . . . . .
H11 H 0.0819 0.182439 0.671798 0.015 Uiso 1 1 calc R U . . .
C12 C 0.27316(14) 0.02844(11) 0.67887(11) 0.0207(2) Uani 1 1 d . . . . .
H12A H 0.373294 0.017024 0.662446 0.025 Uiso 1 1 calc R U . . .
H12B H 0.275868 -0.016179 0.621203 0.025 Uiso 1 1 calc R U . . .
C13 C 0.20918(16) -0.03266(12) 0.81362(11) 0.0261(3) Uani 1 1 d . . . . .
H13A H 0.112942 -0.029009 0.827111 0.031 Uiso 1 1 calc R U . . .
H13B H 0.27209 -0.126 0.829036 0.031 Uiso 1 1 calc R U . . .
C14 C 0.19468(15) 0.03905(12) 0.90523(12) 0.0259(3) Uani 1 1 d . . . . .
H14A H 0.291926 0.026914 0.898318 0.031 Uiso 1 1 calc R U . . .
H14B H 0.147426 0.000988 0.991322 0.031 Uiso 1 1 calc R U . . .
C15 C 0.10610(15) 0.18521(12) 0.87959(11) 0.0227(2) Uani 1 1 d . . . . .
H15A H 0.103019 0.229939 0.937375 0.027 Uiso 1 1 calc R U . . .
H15B H 0.005831 0.197676 0.89524 0.027 Uiso 1 1 calc R U . . .
C16 C 0.17049(14) 0.24716(11) 0.74488(11) 0.0191(2) Uani 1 1 d . . . . .
H16A H 0.108286 0.340715 0.729237 0.023 Uiso 1 1 calc R U . . .
H16B H 0.2675 0.2422 0.730721 0.023 Uiso 1 1 calc R U . . .
C17 C 0.25524(11) 0.36276(10) 0.20469(9) 0.01234(18) Uani 1 1 d . . . . .
H17 H 0.159777 0.365925 0.213968 0.015 Uiso 1 1 calc R U . . .
C18 C 0.37280(12) 0.26724(11) 0.11659(11) 0.0179(2) Uani 1 1 d . . . . .
H18A H 0.365814 0.179673 0.150557 0.021 Uiso 1 1 calc R U . . .
H18B H 0.469111 0.25846 0.108831 0.021 Uiso 1 1 calc R U . . .
C19 C 0.35463(13) 0.31813(12) -0.01148(11) 0.0206(2) Uani 1 1 d . . . . .
H19A H 0.432458 0.25758 -0.069337 0.025 Uiso 1 1 calc R U . . .
H19B H 0.260956 0.321107 -0.004283 0.025 Uiso 1 1 calc R U . . .
C20 C 0.36017(13) 0.45484(13) -0.06346(11) 0.0215(2) Uani 1 1 d . . . . .
H20A H 0.346401 0.486848 -0.14557 0.026 Uiso 1 1 calc R U . . .
H20B H 0.456292 0.450584 -0.075805 0.026 Uiso 1 1 calc R U . . .
C21 C 0.24370(13) 0.55050(11) 0.02450(11) 0.0197(2) Uani 1 1 d . . . . .
H21A H 0.14742 0.562059 0.029483 0.024 Uiso 1 1 calc R U . . .
H21B H 0.253436 0.636967 -0.009299 0.024 Uiso 1 1 calc R U . . .
C22 C 0.25457(13) 0.50178(11) 0.15526(10) 0.0174(2) Uani 1 1 d . . . . .
H22A H 0.34431 0.503 0.152652 0.021 Uiso 1 1 calc R U . . .
H22B H 0.17165 0.561071 0.212042 0.021 Uiso 1 1 calc R U . . .
N1 N 0.24024(9) 0.23236(9) 0.52508(8) 0.01230(16) Uani 1 1 d . . . . .
N2 N 0.27056(9) 0.31517(9) 0.32916(8) 0.01259(16) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C3 1.7819(11) . ?
Mn1 C2 1.8111(11) . ?
Mn1 C1 1.8156(11) . ?
Mn1 S1 2.2768(3) . ?
Mn1 S2 2.2937(3) . ?
Mn1 Mn2 2.6992(2) . ?
C1 O1 1.1471(14) . ?
C2 O2 1.1514(13) . ?
C3 O3 1.1525(14) . ?
Mn2 C10 1.7972(10) . ?
Mn2 C8 1.7974(11) . ?
Mn2 C9 1.8049(11) . ?
Mn2 C4 2.0345(9) . ?
Mn2 S1 2.3293(3) . ?
Mn2 S2 2.3408(3) . ?
C8 O8 1.1498(13) . ?
C9 O9 1.1464(13) . ?
C10 O10 1.1552(13) . ?
S1 C4 1.7725(10) . ?
S2 C4 1.7759(10) . ?
C4 C5 1.4599(13) . ?
C5 N2 1.3480(13) . ?
C5 N1 1.3531(13) . ?
C6 C7 1.3491(16) . ?
C6 N1 1.3770(13) . ?
C6 H6 0.95 . ?
C7 N2 1.3802(13) . ?
C7 H7 0.95 . ?
C11 N1 1.4772(13) . ?
C11 C16 1.5208(14) . ?
C11 C12 1.5244(15) . ?
C11 H11 1 . ?
C12 C13 1.5283(17) . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
C13 C14 1.5234(17) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 C15 1.5253(17) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 C16 1.5320(17) . ?
C15 H15A 0.99 . ?
C15 H15B 0.99 . ?
C16 H16A 0.99 . ?
C16 H16B 0.99 . ?
C17 N2 1.4761(13) . ?
C17 C22 1.5249(15) . ?
C17 C18 1.5270(15) . ?
C17 H17 1 . ?
C18 C19 1.5286(16) . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 C20 1.5238(17) . ?
C19 H19A 0.99 . ?
C19 H19B 0.99 . ?
C20 C21 1.5245(17) . ?
C20 H20A 0.99 . ?
C20 H20B 0.99 . ?
C21 C22 1.5292(16) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?

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
C3 Mn1 C2 93.23(5) . . ?
C3 Mn1 C1 94.02(5) . . ?
C2 Mn1 C1 86.88(5) . . ?
C3 Mn1 S1 102.52(3) . . ?
C2 Mn1 S1 96.15(3) . . ?
C1 Mn1 S1 162.95(3) . . ?
C3 Mn1 S2 103.15(3) . . ?
C2 Mn1 S2 162.77(4) . . ?
C1 Mn1 S2 97.13(4) . . ?
S1 Mn1 S2 75.301(10) . . ?
C3 Mn1 Mn2 150.04(3) . . ?
C2 Mn1 Mn2 107.62(3) . . ?
C1 Mn1 Mn2 108.05(3) . . ?
S1 Mn1 Mn2 55.034(8) . . ?
S2 Mn1 Mn2 55.197(8) . . ?
O1 C1 Mn1 174.51(10) . . ?
O2 C2 Mn1 175.62(10) . . ?
O3 C3 Mn1 178.34(10) . . ?
C10 Mn2 C8 90.11(5) . . ?
C10 Mn2 C9 94.26(5) . . ?
C8 Mn2 C9 89.90(5) . . ?
C10 Mn2 C4 149.27(4) . . ?
C8 Mn2 C4 112.57(4) . . ?
C9 Mn2 C4 105.74(4) . . ?
C10 Mn2 S1 109.91(3) . . ?
C8 Mn2 S1 159.54(3) . . ?
C9 Mn2 S1 92.66(3) . . ?
C4 Mn2 S1 47.34(3) . . ?
C10 Mn2 S2 112.96(3) . . ?
C8 Mn2 S2 95.34(3) . . ?
C9 Mn2 S2 152.20(3) . . ?
C4 Mn2 S2 47.25(3) . . ?
S1 Mn2 S2 73.427(10) . . ?
C10 Mn2 Mn1 75.19(3) . . ?
C8 Mn2 Mn1 132.86(3) . . ?
C9 Mn2 Mn1 134.89(3) . . ?
C4 Mn2 Mn1 74.16(3) . . ?
S1 Mn2 Mn1 53.228(8) . . ?
S2 Mn2 Mn1 53.569(8) . . ?
O8 C8 Mn2 177.20(9) . . ?
O9 C9 Mn2 178.82(10) . . ?
O10 C10 Mn2 174.83(10) . . ?
C4 S1 Mn1 90.72(3) . . ?
C4 S1 Mn2 57.57(3) . . ?
Mn1 S1 Mn2 71.738(9) . . ?
C4 S2 Mn1 90.09(3) . . ?
C4 S2 Mn2 57.28(3) . . ?
Mn1 S2 Mn2 71.233(9) . . ?
C5 C4 S1 122.84(7) . . ?
C5 C4 S2 124.22(7) . . ?
S1 C4 S2 103.78(5) . . ?
C5 C4 Mn2 140.81(7) . . ?
S1 C4 Mn2 75.09(3) . . ?
S2 C4 Mn2 75.46(4) . . ?
N2 C5 N1 107.04(8) . . ?
N2 C5 C4 128.28(9) . . ?
N1 C5 C4 124.68(9) . . ?
C7 C6 N1 107.36(9) . . ?
C7 C6 H6 126.3 . . ?
N1 C6 H6 126.3 . . ?
C6 C7 N2 107.37(9) . . ?
C6 C7 H7 126.3 . . ?
N2 C7 H7 126.3 . . ?
N1 C11 C16 111.13(8) . . ?
N1 C11 C12 109.81(9) . . ?
C16 C11 C12 112.03(9) . . ?
N1 C11 H11 107.9 . . ?
C16 C11 H11 107.9 . . ?
C12 C11 H11 107.9 . . ?
C11 C12 C13 109.72(10) . . ?
C11 C12 H12A 109.7 . . ?
C13 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C14 C13 C12 111.23(10) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108 . . ?
C13 C14 C15 111.16(10) . . ?
C13 C14 H14A 109.4 . . ?
C15 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
C15 C14 H14B 109.4 . . ?
H14A C14 H14B 108 . . ?
C14 C15 C16 111.37(10) . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108 . . ?
C11 C16 C15 109.19(9) . . ?
C11 C16 H16A 109.8 . . ?
C15 C16 H16A 109.8 . . ?
C11 C16 H16B 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
N2 C17 C22 110.07(8) . . ?
N2 C17 C18 110.36(8) . . ?
C22 C17 C18 112.78(9) . . ?
N2 C17 H17 107.8 . . ?
C22 C17 H17 107.8 . . ?
C18 C17 H17 107.8 . . ?
C17 C18 C19 109.48(9) . . ?
C17 C18 H18A 109.8 . . ?
C19 C18 H18A 109.8 . . ?
C17 C18 H18B 109.8 . . ?
C19 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?
C20 C19 C18 110.54(9) . . ?
C20 C19 H19A 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
C19 C20 C21 111.13(9) . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20B 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108 . . ?
C20 C21 C22 111.63(10) . . ?
C20 C21 H21A 109.3 . . ?
C22 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
C22 C21 H21B 109.3 . . ?
H21A C21 H21B 108 . . ?
C17 C22 C21 110.55(9) . . ?
C17 C22 H22A 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
C5 N1 C6 109.12(9) . . ?
C5 N1 C11 126.35(8) . . ?
C6 N1 C11 124.49(9) . . ?
C5 N2 C7 109.11(9) . . ?
C5 N2 C17 127.34(8) . . ?
C7 N2 C17 123.46(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 S1 C4 C5 150.78(8) . . . . ?
Mn2 S1 C4 C5 -141.51(9) . . . . ?
Mn1 S1 C4 S2 2.86(4) . . . . ?
Mn2 S1 C4 S2 70.57(4) . . . . ?
Mn1 S1 C4 Mn2 -67.71(2) . . . . ?
Mn1 S2 C4 C5 -150.18(8) . . . . ?
Mn2 S2 C4 C5 142.36(10) . . . . ?
Mn1 S2 C4 S1 -2.84(4) . . . . ?
Mn2 S2 C4 S1 -70.29(4) . . . . ?
Mn1 S2 C4 Mn2 67.46(2) . . . . ?
S1 C4 C5 N2 125.91(10) . . . . ?
S2 C4 C5 N2 -92.68(12) . . . . ?
Mn2 C4 C5 N2 18.04(18) . . . . ?
S1 C4 C5 N1 -54.40(13) . . . . ?
S2 C4 C5 N1 87.01(12) . . . . ?
Mn2 C4 C5 N1 -162.27(9) . . . . ?
N1 C6 C7 N2 -0.47(13) . . . . ?
N1 C11 C12 C13 -178.04(9) . . . . ?
C16 C11 C12 C13 57.97(13) . . . . ?
C11 C12 C13 C14 -55.88(14) . . . . ?
C12 C13 C14 C15 55.54(15) . . . . ?
C13 C14 C15 C16 -55.95(15) . . . . ?
N1 C11 C16 C15 178.75(9) . . . . ?
C12 C11 C16 C15 -58.00(13) . . . . ?
C14 C15 C16 C11 56.41(13) . . . . ?
N2 C17 C18 C19 179.82(9) . . . . ?
C22 C17 C18 C19 -56.62(12) . . . . ?
C17 C18 C19 C20 57.59(12) . . . . ?
C18 C19 C20 C21 -58.02(13) . . . . ?
C19 C20 C21 C22 55.80(13) . . . . ?
N2 C17 C22 C21 178.16(9) . . . . ?
C18 C17 C22 C21 54.44(12) . . . . ?
C20 C21 C22 C17 -53.26(12) . . . . ?
N2 C5 N1 C6 -0.18(11) . . . . ?
C4 C5 N1 C6 -179.93(9) . . . . ?
N2 C5 N1 C11 -177.81(9) . . . . ?
C4 C5 N1 C11 2.44(16) . . . . ?
C7 C6 N1 C5 0.41(12) . . . . ?
C7 C6 N1 C11 178.10(10) . . . . ?
C16 C11 N1 C5 -126.64(11) . . . . ?
C12 C11 N1 C5 108.85(11) . . . . ?
C16 C11 N1 C6 56.08(13) . . . . ?
C12 C11 N1 C6 -68.44(13) . . . . ?
N1 C5 N2 C7 -0.11(11) . . . . ?
C4 C5 N2 C7 179.62(10) . . . . ?
N1 C5 N2 C17 176.73(9) . . . . ?
C4 C5 N2 C17 -3.54(17) . . . . ?
C6 C7 N2 C5 0.36(12) . . . . ?
C6 C7 N2 C17 -176.62(10) . . . . ?
C22 C17 N2 C5 122.10(11) . . . . ?
C18 C17 N2 C5 -112.79(11) . . . . ?
C22 C17 N2 C7 -61.49(13) . . . . ?
C18 C17 N2 C7 63.63(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O10 0.95 2.4 2.9658(13) 118 1_655
C11 H11 S1 1 2.69 3.3757(10) 126.4 .

####################################################################### 
# 
# 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_TOBE054
_audit_block_doi                 10.5517/ccdc.csd.cc1n47wx
_database_code_depnum_ccdc_archive 'CCDC 1523429'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-11-29T16:50:06-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C28 H26 Mn2 N2 O6 S2'
_chemical_formula_sum            'C28 H26 Mn2 N2 O6 S2'
_chemical_formula_weight         660.51

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_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                   14.5947(4)
_cell_length_b                   10.6565(3)
_cell_length_c                   18.7588(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.837(2)
_cell_angle_gamma                90
_cell_volume                     2890.28(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1800
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      30.67
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1352

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS-2014/5'
_exptl_absorpt_correction_T_min  0.7961
_exptl_absorpt_correction_T_max  0.8749
_shelx_estimated_absorpt_T_min   0.77
_shelx_estimated_absorpt_T_max   0.91

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_number            65200
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.662
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_Friedel_coverage         0
_reflns_number_total             8814
_reflns_number_gt                7013
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0259P)²+1.6454P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8814
_refine_ls_number_parameters     367
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0698
_refine_ls_wR_factor_gt          0.0636
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.074

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'

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 0.89694(2) 0.58335(2) 0.66434(2) 0.01120(5) Uani 1 1 d . . . . .
C1 C 0.89983(11) 0.52751(16) 0.57267(9) 0.0191(3) Uani 1 1 d . . . . .
O1 O 0.89736(10) 0.49009(14) 0.51525(7) 0.0329(3) Uani 1 1 d . . . . .
C2 C 0.87018(10) 0.42633(15) 0.69276(8) 0.0147(3) Uani 1 1 d . . . . .
O2 O 0.85270(8) 0.32715(11) 0.71062(7) 0.0217(3) Uani 1 1 d . . . . .
C3 C 0.77950(11) 0.62797(14) 0.64594(8) 0.0151(3) Uani 1 1 d . . . . .
O3 O 0.70315(8) 0.66023(11) 0.63661(7) 0.0226(3) Uani 1 1 d . . . . .
Mn2 Mn 1.06995(2) 0.63906(2) 0.73197(2) 0.01175(5) Uani 1 1 d . . . . .
C8 C 1.17645(11) 0.70794(17) 0.71254(9) 0.0213(3) Uani 1 1 d . . . . .
O8 O 1.24590(9) 0.74967(15) 0.70125(8) 0.0386(4) Uani 1 1 d . . . . .
C9 C 1.12695(10) 0.57046(15) 0.81394(9) 0.0163(3) Uani 1 1 d . . . . .
O9 O 1.16275(8) 0.52208(12) 0.86496(6) 0.0231(3) Uani 1 1 d . . . . .
C10 C 1.08645(12) 0.49683(16) 0.68311(9) 0.0211(3) Uani 1 1 d . . . . .
O10 O 1.10290(10) 0.40738(13) 0.65297(8) 0.0350(3) Uani 1 1 d . . . . .
S1 S 0.93131(2) 0.65639(3) 0.77796(2) 0.01107(7) Uani 1 1 d . . . . .
S2 S 0.97430(3) 0.76499(3) 0.65162(2) 0.01156(7) Uani 1 1 d . . . . .
C4 C 0.98442(10) 0.78984(14) 0.74554(8) 0.0110(3) Uani 1 1 d . . . . .
C5 C 0.99876(10) 0.90867(14) 0.78138(8) 0.0114(3) Uani 1 1 d . . . . .
N1 N 1.01102(9) 0.92600(12) 0.85265(7) 0.0137(3) Uani 1 1 d . . . . .
C6 C 1.02450(12) 1.05957(14) 0.87139(9) 0.0186(3) Uani 1 1 d . . . . .
H6A H 1.08662 1.074457 0.898508 0.022 Uiso 1 1 calc R U . . .
H6B H 0.97701 1.089391 0.900392 0.022 Uiso 1 1 calc R U . . .
C7 C 1.01431(13) 1.12405(15) 0.79819(9) 0.0204(3) Uani 1 1 d . . . . .
H7A H 0.960366 1.18127 0.792153 0.024 Uiso 1 1 calc R U . . .
H7B H 1.070619 1.172389 0.792031 0.024 Uiso 1 1 calc R U . . .
N2 N 1.00065(9) 1.01862(12) 0.74664(7) 0.0128(2) Uani 1 1 d . . . . .
C11 C 1.02206(11) 0.83395(14) 0.90918(8) 0.0133(3) Uani 1 1 d . . . . .
C12 C 0.94437(11) 0.79801(14) 0.94050(8) 0.0142(3) Uani 1 1 d . . . . .
C13 C 0.95773(11) 0.71631(14) 0.99862(8) 0.0157(3) Uani 1 1 d . . . . .
H13 H 0.905686 0.689527 1.020012 0.019 Uiso 1 1 calc R U . . .
C14 C 1.04515(11) 0.67248(14) 1.02645(8) 0.0159(3) Uani 1 1 d . . . . .
C15 C 1.12065(11) 0.71138(15) 0.99402(8) 0.0165(3) Uani 1 1 d . . . . .
H15 H 1.180421 0.680687 1.012118 0.02 Uiso 1 1 calc R U . . .
C16 C 1.11136(11) 0.79352(14) 0.93611(8) 0.0147(3) Uani 1 1 d . . . . .
C17 C 0.84920(11) 0.84705(16) 0.91328(9) 0.0203(3) Uani 1 1 d . . . . .
H17A H 0.804138 0.809989 0.941349 0.03 Uiso 1 1 calc R U . . .
H17B H 0.833021 0.824499 0.862472 0.03 Uiso 1 1 calc R U . . .
H17C H 0.848547 0.938572 0.918298 0.03 Uiso 1 1 calc R U . . .
C18 C 1.05789(13) 0.58726(16) 1.09096(9) 0.0224(4) Uani 1 1 d . . . . .
H18A H 1.123522 0.566023 1.102919 0.034 Uiso 0.34(2) 1 calc R U P . .
H18B H 1.036518 0.629924 1.131943 0.034 Uiso 0.34(2) 1 calc R U P . .
H18C H 1.02194 0.510308 1.080055 0.034 Uiso 0.34(2) 1 calc R U P . .
H18D H 0.997798 0.57148 1.107026 0.034 Uiso 0.66(2) 1 calc R U P . .
H18E H 1.084802 0.507579 1.078001 0.034 Uiso 0.66(2) 1 calc R U P . .
H18F H 1.09938 0.627196 1.12989 0.034 Uiso 0.66(2) 1 calc R U P . .
C19 C 1.19513(11) 0.83936(16) 0.90508(9) 0.0205(3) Uani 1 1 d . . . . .
H19A H 1.211786 0.923393 0.923738 0.031 Uiso 1 1 calc R U . . .
H19B H 1.181221 0.842718 0.852506 0.031 Uiso 1 1 calc R U . . .
H19C H 1.246906 0.781801 0.918781 0.031 Uiso 1 1 calc R U . . .
C20 C 0.96043(10) 1.04654(14) 0.67389(8) 0.0123(3) Uani 1 1 d . . . . .
C21 C 0.86490(10) 1.03734(14) 0.65491(8) 0.0125(3) Uani 1 1 d . . . . .
C22 C 0.82764(10) 1.07556(14) 0.58649(8) 0.0141(3) Uani 1 1 d . . . . .
H22 H 0.762857 1.067957 0.572321 0.017 Uiso 1 1 calc R U . . .
C23 C 0.88223(11) 1.12486(15) 0.53771(8) 0.0153(3) Uani 1 1 d . . . . .
C24 C 0.97730(11) 1.13076(15) 0.55858(9) 0.0169(3) Uani 1 1 d . . . . .
H24 H 1.015481 1.162615 0.525592 0.02 Uiso 1 1 calc R U . . .
C25 C 1.01825(10) 1.09154(14) 0.62617(9) 0.0149(3) Uani 1 1 d . . . . .
C26 C 0.80274(11) 0.98735(16) 0.70622(8) 0.0171(3) Uani 1 1 d . . . . .
H26A H 0.7396 1.018059 0.691974 0.026 Uiso 1 1 calc R U . . .
H26B H 0.82522 1.01608 0.755111 0.026 Uiso 1 1 calc R U . . .
H26C H 0.802965 0.89542 0.704944 0.026 Uiso 1 1 calc R U . . .
C27 C 0.83895(12) 1.17272(17) 0.46556(9) 0.0218(3) Uani 1 1 d . . . . .
H27A H 0.829957 1.263649 0.468164 0.033 Uiso 1 1 calc R U . . .
H27B H 0.77902 1.13168 0.451976 0.033 Uiso 1 1 calc R U . . .
H27C H 0.879649 1.154029 0.429468 0.033 Uiso 1 1 calc R U . . .
C28 C 1.12148(11) 1.09660(16) 0.64691(10) 0.0210(3) Uani 1 1 d . . . . .
H28A H 1.15159 1.101387 0.603381 0.032 Uiso 1 1 calc R U . . .
H28B H 1.142292 1.020878 0.674053 0.032 Uiso 1 1 calc R U . . .
H28C H 1.137786 1.17082 0.676809 0.032 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C3 1.7669(16) . ?
Mn1 C2 1.8148(16) . ?
Mn1 C1 1.8256(17) . ?
Mn1 S1 2.2602(4) . ?
Mn1 S2 2.2697(4) . ?
Mn1 Mn2 2.7320(3) . ?
C1 O1 1.145(2) . ?
C2 O2 1.1479(19) . ?
C3 O3 1.1564(19) . ?
Mn2 C9 1.8006(17) . ?
Mn2 C8 1.8006(17) . ?
Mn2 C10 1.8044(17) . ?
Mn2 C4 2.0715(14) . ?
Mn2 S1 2.3127(4) . ?
Mn2 S2 2.3340(4) . ?
C8 O8 1.153(2) . ?
C9 O9 1.1482(19) . ?
C10 O10 1.150(2) . ?
S1 C4 1.7668(15) . ?
S2 C4 1.7678(15) . ?
C4 C5 1.436(2) . ?
C5 N1 1.3374(19) . ?
C5 N2 1.3429(19) . ?
N1 C11 1.4374(19) . ?
N1 C6 1.4729(19) . ?
C6 C7 1.524(2) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 N2 1.4781(19) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
N2 C20 1.4412(19) . ?
C11 C12 1.400(2) . ?
C11 C16 1.400(2) . ?
C12 C13 1.388(2) . ?
C12 C17 1.506(2) . ?
C13 C14 1.392(2) . ?
C13 H13 0.95 . ?
C14 C15 1.392(2) . ?
C14 C18 1.504(2) . ?
C15 C16 1.387(2) . ?
C15 H15 0.95 . ?
C16 C19 1.505(2) . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C18 H18D 0.98 . ?
C18 H18E 0.98 . ?
C18 H18F 0.98 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 C21 1.395(2) . ?
C20 C25 1.396(2) . ?
C21 C22 1.385(2) . ?
C21 C26 1.507(2) . ?
C22 C23 1.395(2) . ?
C22 H22 0.95 . ?
C23 C24 1.391(2) . ?
C23 C27 1.503(2) . ?
C24 C25 1.390(2) . ?
C24 H24 0.95 . ?
C25 C28 1.505(2) . ?
C26 H26A 0.98 . ?
C26 H26B 0.98 . ?
C26 H26C 0.98 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?

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
C3 Mn1 C2 93.65(7) . . ?
C3 Mn1 C1 92.87(7) . . ?
C2 Mn1 C1 90.55(7) . . ?
C3 Mn1 S1 100.15(5) . . ?
C2 Mn1 S1 93.99(5) . . ?
C1 Mn1 S1 165.89(5) . . ?
C3 Mn1 S2 103.48(5) . . ?
C2 Mn1 S2 161.31(5) . . ?
C1 Mn1 S2 95.92(5) . . ?
S1 Mn1 S2 75.871(15) . . ?
C3 Mn1 Mn2 147.43(5) . . ?
C2 Mn1 Mn2 106.63(5) . . ?
C1 Mn1 Mn2 111.69(5) . . ?
S1 Mn1 Mn2 54.201(11) . . ?
S2 Mn1 Mn2 54.692(12) . . ?
O1 C1 Mn1 176.61(15) . . ?
O2 C2 Mn1 179.59(16) . . ?
O3 C3 Mn1 177.03(15) . . ?
C9 Mn2 C8 91.56(7) . . ?
C9 Mn2 C10 90.84(7) . . ?
C8 Mn2 C10 93.49(8) . . ?
C9 Mn2 C4 115.21(6) . . ?
C8 Mn2 C4 105.07(7) . . ?
C10 Mn2 C4 146.97(7) . . ?
C9 Mn2 S1 92.27(5) . . ?
C8 Mn2 S1 150.03(6) . . ?
C10 Mn2 S1 116.16(6) . . ?
C4 Mn2 S1 47.14(4) . . ?
C9 Mn2 S2 161.98(5) . . ?
C8 Mn2 S2 95.26(5) . . ?
C10 Mn2 S2 105.33(6) . . ?
C4 Mn2 S2 46.85(4) . . ?
S1 Mn2 S2 73.643(14) . . ?
C9 Mn2 Mn1 126.76(5) . . ?
C8 Mn2 Mn1 139.75(5) . . ?
C10 Mn2 Mn1 76.15(5) . . ?
C4 Mn2 Mn1 72.02(4) . . ?
S1 Mn2 Mn1 52.437(11) . . ?
S2 Mn2 Mn1 52.522(11) . . ?
O8 C8 Mn2 178.18(16) . . ?
O9 C9 Mn2 177.27(15) . . ?
O10 C10 Mn2 175.67(16) . . ?
C4 S1 Mn1 90.22(5) . . ?
C4 S1 Mn2 59.24(5) . . ?
Mn1 S1 Mn2 73.362(13) . . ?
C4 S2 Mn1 89.89(5) . . ?
C4 S2 Mn2 58.74(5) . . ?
Mn1 S2 Mn2 72.786(14) . . ?
C5 C4 S1 126.27(11) . . ?
C5 C4 S2 125.86(11) . . ?
S1 C4 S2 103.98(8) . . ?
C5 C4 Mn2 133.62(11) . . ?
S1 C4 Mn2 73.62(5) . . ?
S2 C4 Mn2 74.41(5) . . ?
N1 C5 N2 110.84(13) . . ?
N1 C5 C4 125.53(13) . . ?
N2 C5 C4 123.62(13) . . ?
C5 N1 C11 129.02(13) . . ?
C5 N1 C6 111.56(13) . . ?
C11 N1 C6 119.04(12) . . ?
N1 C6 C7 103.13(12) . . ?
N1 C6 H6A 111.1 . . ?
C7 C6 H6A 111.1 . . ?
N1 C6 H6B 111.1 . . ?
C7 C6 H6B 111.1 . . ?
H6A C6 H6B 109.1 . . ?
N2 C7 C6 103.57(12) . . ?
N2 C7 H7A 111 . . ?
C6 C7 H7A 111 . . ?
N2 C7 H7B 111 . . ?
C6 C7 H7B 111 . . ?
H7A C7 H7B 109 . . ?
C5 N2 C20 127.37(13) . . ?
C5 N2 C7 110.83(12) . . ?
C20 N2 C7 117.64(12) . . ?
C12 C11 C16 122.14(14) . . ?
C12 C11 N1 118.73(13) . . ?
C16 C11 N1 118.78(14) . . ?
C13 C12 C11 117.79(14) . . ?
C13 C12 C17 120.54(14) . . ?
C11 C12 C17 121.67(14) . . ?
C12 C13 C14 121.91(15) . . ?
C12 C13 H13 119 . . ?
C14 C13 H13 119 . . ?
C13 C14 C15 118.41(14) . . ?
C13 C14 C18 120.72(15) . . ?
C15 C14 C18 120.86(15) . . ?
C16 C15 C14 122.09(15) . . ?
C16 C15 H15 119 . . ?
C14 C15 H15 119 . . ?
C15 C16 C11 117.62(14) . . ?
C15 C16 C19 120.64(14) . . ?
C11 C16 C19 121.72(14) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C18 H18D 109.5 . . ?
H18A C18 H18D 141.1 . . ?
H18B C18 H18D 56.3 . . ?
H18C C18 H18D 56.3 . . ?
C14 C18 H18E 109.5 . . ?
H18A C18 H18E 56.3 . . ?
H18B C18 H18E 141.1 . . ?
H18C C18 H18E 56.3 . . ?
H18D C18 H18E 109.5 . . ?
C14 C18 H18F 109.5 . . ?
H18A C18 H18F 56.3 . . ?
H18B C18 H18F 56.3 . . ?
H18C C18 H18F 141.1 . . ?
H18D C18 H18F 109.5 . . ?
H18E C18 H18F 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 122.08(14) . . ?
C21 C20 N2 119.42(13) . . ?
C25 C20 N2 118.31(13) . . ?
C22 C21 C20 117.93(14) . . ?
C22 C21 C26 120.08(14) . . ?
C20 C21 C26 121.99(14) . . ?
C21 C22 C23 122.09(14) . . ?
C21 C22 H22 119 . . ?
C23 C22 H22 119 . . ?
C24 C23 C22 118.00(14) . . ?
C24 C23 C27 121.26(14) . . ?
C22 C23 C27 120.73(14) . . ?
C25 C24 C23 122.09(14) . . ?
C25 C24 H24 119 . . ?
C23 C24 H24 119 . . ?
C24 C25 C20 117.76(14) . . ?
C24 C25 C28 121.05(14) . . ?
C20 C25 C28 121.19(14) . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 S1 C4 C5 157.06(13) . . . . ?
Mn2 S1 C4 C5 -132.55(15) . . . . ?
Mn1 S1 C4 S2 -1.61(6) . . . . ?
Mn2 S1 C4 S2 68.78(6) . . . . ?
Mn1 S1 C4 Mn2 -70.40(3) . . . . ?
Mn1 S2 C4 C5 -157.18(12) . . . . ?
Mn2 S2 C4 C5 133.01(14) . . . . ?
Mn1 S2 C4 S1 1.60(6) . . . . ?
Mn2 S2 C4 S1 -68.21(6) . . . . ?
Mn1 S2 C4 Mn2 69.82(3) . . . . ?
S1 C4 C5 N1 29.4(2) . . . . ?
S2 C4 C5 N1 -176.41(12) . . . . ?
Mn2 C4 C5 N1 -73.1(2) . . . . ?
S1 C4 C5 N2 -149.89(12) . . . . ?
S2 C4 C5 N2 4.3(2) . . . . ?
Mn2 C4 C5 N2 107.63(16) . . . . ?
N2 C5 N1 C11 -173.77(14) . . . . ?
C4 C5 N1 C11 6.9(2) . . . . ?
N2 C5 N1 C6 -1.03(18) . . . . ?
C4 C5 N1 C6 179.59(14) . . . . ?
C5 N1 C6 C7 2.32(17) . . . . ?
C11 N1 C6 C7 175.87(13) . . . . ?
N1 C6 C7 N2 -2.58(16) . . . . ?
N1 C5 N2 C20 -157.04(14) . . . . ?
C4 C5 N2 C20 22.4(2) . . . . ?
N1 C5 N2 C7 -0.83(17) . . . . ?
C4 C5 N2 C7 178.56(14) . . . . ?
C6 C7 N2 C5 2.21(17) . . . . ?
C6 C7 N2 C20 160.99(13) . . . . ?
C5 N1 C11 C12 -96.20(19) . . . . ?
C6 N1 C11 C12 91.53(18) . . . . ?
C5 N1 C11 C16 90.52(19) . . . . ?
C6 N1 C11 C16 -81.75(18) . . . . ?
C16 C11 C12 C13 -2.1(2) . . . . ?
N1 C11 C12 C13 -175.18(13) . . . . ?
C16 C11 C12 C17 177.00(14) . . . . ?
N1 C11 C12 C17 4.0(2) . . . . ?
C11 C12 C13 C14 1.2(2) . . . . ?
C17 C12 C13 C14 -177.93(14) . . . . ?
C12 C13 C14 C15 -0.7(2) . . . . ?
C12 C13 C14 C18 178.04(15) . . . . ?
C13 C14 C15 C16 1.2(2) . . . . ?
C18 C14 C15 C16 -177.62(15) . . . . ?
C14 C15 C16 C11 -2.0(2) . . . . ?
C14 C15 C16 C19 176.48(15) . . . . ?
C12 C11 C16 C15 2.5(2) . . . . ?
N1 C11 C16 C15 175.56(13) . . . . ?
C12 C11 C16 C19 -175.95(14) . . . . ?
N1 C11 C16 C19 -2.9(2) . . . . ?
C5 N2 C20 C21 62.3(2) . . . . ?
C7 N2 C20 C21 -92.49(17) . . . . ?
C5 N2 C20 C25 -122.62(16) . . . . ?
C7 N2 C20 C25 82.57(18) . . . . ?
C25 C20 C21 C22 -0.5(2) . . . . ?
N2 C20 C21 C22 174.33(13) . . . . ?
C25 C20 C21 C26 179.29(14) . . . . ?
N2 C20 C21 C26 -5.8(2) . . . . ?
C20 C21 C22 C23 -1.5(2) . . . . ?
C26 C21 C22 C23 178.64(14) . . . . ?
C21 C22 C23 C24 2.4(2) . . . . ?
C21 C22 C23 C27 -176.24(15) . . . . ?
C22 C23 C24 C25 -1.2(2) . . . . ?
C27 C23 C24 C25 177.42(15) . . . . ?
C23 C24 C25 C20 -0.8(2) . . . . ?
C23 C24 C25 C28 178.81(15) . . . . ?
C21 C20 C25 C24 1.6(2) . . . . ?
N2 C20 C25 C24 -173.27(13) . . . . ?
C21 C20 C25 C28 -177.91(14) . . . . ?
N2 C20 C25 C28 7.2(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7A O2 0.99 2.56 3.448(2) 148.8 1_565

####################################################################### 
# 
# 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_TOBE049
_audit_block_doi                 10.5517/ccdc.csd.cc1n47st
_database_code_depnum_ccdc_archive 'CCDC 1523426'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-11-28T16:49:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C31 H38 Br Mn N2 O3 S2), 3(C H2 Cl2)'
_chemical_formula_sum            'C65 H82 Br2 Cl6 Mn2 N4 O6 S4 '
_chemical_formula_weight         1625.97

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_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                   11.5907(13)
_cell_length_b                   17.763(2)
_cell_length_c                   17.955(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.522(10)
_cell_angle_gamma                90
_cell_volume                     3695.4(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    200
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      25.16
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1668

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#


_exptl_absorpt_coefficient_mu    1.803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_absorpt_correction_T_min  0.7530
_exptl_absorpt_correction_T_max  0.8496
_shelx_estimated_absorpt_T_min   0.714
_shelx_estimated_absorpt_T_max   0.855

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_number            68581
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.613
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_coverage         0
_reflns_number_total             9178
_reflns_number_gt                7356
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0440P)²+2.5139P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9178
_refine_ls_number_parameters     423
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.034
_refine_ls_wR_factor_ref         0.088
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.078

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Br Br -0.2901 2.4595 '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'

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
C1 C -0.03882(19) 0.13353(13) 0.16829(15) 0.0235(5) Uani 1 1 d . . . . .
O1 O -0.05487(16) 0.07135(10) 0.18219(12) 0.0377(5) Uani 1 1 d . . . . .
C2 C -0.0682(2) 0.22400(13) 0.05179(14) 0.0242(5) Uani 1 1 d . . . . .
O2 O -0.10768(17) 0.22278(12) -0.00757(11) 0.0387(5) Uani 1 1 d . . . . .
C3 C -0.1516(2) 0.25645(12) 0.17688(15) 0.0244(5) Uani 1 1 d . . . . .
O3 O -0.24345(16) 0.26949(11) 0.19465(13) 0.0388(5) Uani 1 1 d . . . . .
Mn1 Mn -0.01072(3) 0.23077(2) 0.14634(2) 0.01519(8) Uani 1 1 d . . . . .
Br1 Br 0.18348(2) 0.18601(2) 0.10325(2) 0.01764(6) Uani 1 1 d . . . . .
S1 S 0.05489(5) 0.35751(3) 0.13307(3) 0.01504(11) Uani 1 1 d . . . . .
S2 S 0.07157(5) 0.26826(3) 0.26471(3) 0.01617(11) Uani 1 1 d . . . . .
C4 C 0.09480(17) 0.35071(11) 0.22286(11) 0.0123(4) Uani 1 1 d . . . . .
C5 C 0.14579(17) 0.41569(11) 0.26357(11) 0.0105(4) Uani 1 1 d . . . . .
N1 N 0.23999(15) 0.45150(9) 0.24335(9) 0.0127(3) Uani 1 1 d . . . . .
C6 C 0.27143(19) 0.51058(12) 0.29827(12) 0.0168(4) Uani 1 1 d . . . . .
H6A H 0.284951 0.559471 0.273513 0.02 Uiso 1 1 calc R U . . .
H6B H 0.341262 0.496406 0.327975 0.02 Uiso 1 1 calc R U . . .
C7 C 0.16494(18) 0.51385(12) 0.34690(12) 0.0156(4) Uani 1 1 d . . . . .
H7A H 0.186974 0.512542 0.400532 0.019 Uiso 1 1 calc R U . . .
H7B H 0.118772 0.559717 0.336424 0.019 Uiso 1 1 calc R U . . .
N2 N 0.10078(14) 0.44488(9) 0.32415(9) 0.0115(3) Uani 1 1 d . . . . .
C8 C 0.31807(18) 0.42964(12) 0.18588(11) 0.0146(4) Uani 1 1 d . . . . .
C9 C 0.39611(18) 0.37070(12) 0.19954(12) 0.0167(4) Uani 1 1 d . . . . .
C10 C 0.4730(2) 0.35458(14) 0.14358(14) 0.0258(5) Uani 1 1 d . . . . .
H10 H 0.52687 0.314745 0.150582 0.031 Uiso 1 1 calc R U . . .
C11 C 0.4726(2) 0.39513(15) 0.07823(15) 0.0306(6) Uani 1 1 d . . . . .
H11 H 0.52603 0.383045 0.040823 0.037 Uiso 1 1 calc R U . . .
C12 C 0.3949(2) 0.45339(13) 0.06670(13) 0.0258(5) Uani 1 1 d . . . . .
H12 H 0.3959 0.480943 0.021367 0.031 Uiso 1 1 calc R U . . .
C13 C 0.31541(19) 0.47236(12) 0.12033(12) 0.0173(4) Uani 1 1 d . . . . .
C14 C 0.4041(2) 0.32795(13) 0.27270(13) 0.0192(5) Uani 1 1 d . . . . .
H14 H 0.336002 0.341951 0.302808 0.023 Uiso 1 1 calc R U . . .
C15 C 0.5139(2) 0.35153(15) 0.31627(14) 0.0291(6) Uani 1 1 d . . . . .
H15A H 0.581788 0.337395 0.288068 0.044 Uiso 1 1 calc R U . . .
H15B H 0.516567 0.326092 0.364716 0.044 Uiso 1 1 calc R U . . .
H15C H 0.513354 0.40616 0.323853 0.044 Uiso 1 1 calc R U . . .
C16 C 0.4030(2) 0.24241(13) 0.26170(14) 0.0265(5) Uani 1 1 d . . . . .
H16A H 0.333066 0.227805 0.233412 0.04 Uiso 1 1 calc R U . . .
H16B H 0.40405 0.217472 0.310401 0.04 Uiso 1 1 calc R U . . .
H16C H 0.471162 0.227239 0.234253 0.04 Uiso 1 1 calc R U . . .
C17 C 0.2344(2) 0.53842(12) 0.10773(13) 0.0204(5) Uani 1 1 d . . . . .
H17 H 0.175327 0.537064 0.147276 0.024 Uiso 1 1 calc R U . . .
C18 C 0.1712(3) 0.53546(16) 0.03220(15) 0.0338(6) Uani 1 1 d . . . . .
H18A H 0.227276 0.538612 -0.007565 0.051 Uiso 1 1 calc R U . . .
H18B H 0.117263 0.577834 0.027946 0.051 Uiso 1 1 calc R U . . .
H18C H 0.128368 0.488034 0.027706 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3013(2) 0.61256(14) 0.11572(15) 0.0317(6) Uani 1 1 d . . . . .
H19A H 0.339407 0.614742 0.165036 0.047 Uiso 1 1 calc R U . . .
H19B H 0.247667 0.654969 0.110027 0.047 Uiso 1 1 calc R U . . .
H19C H 0.359439 0.615377 0.077195 0.047 Uiso 1 1 calc R U . . .
C20 C -0.01042(17) 0.42765(11) 0.35391(11) 0.0115(4) Uani 1 1 d . . . . .
C21 C -0.01322(18) 0.38721(11) 0.42077(11) 0.0134(4) Uani 1 1 d . . . . .
C22 C -0.12073(19) 0.37341(12) 0.45047(12) 0.0178(4) Uani 1 1 d . . . . .
H22 H -0.125544 0.34658 0.496055 0.021 Uiso 1 1 calc R U . . .
C23 C -0.2206(2) 0.39815(13) 0.41468(13) 0.0221(5) Uani 1 1 d . . . . .
H23 H -0.293435 0.387316 0.435302 0.027 Uiso 1 1 calc R U . . .
C24 C -0.21546(19) 0.43851(13) 0.34913(13) 0.0195(5) Uani 1 1 d . . . . .
H24 H -0.284944 0.45555 0.32547 0.023 Uiso 1 1 calc R U . . .
C25 C -0.11020(18) 0.45469(11) 0.31709(11) 0.0145(4) Uani 1 1 d . . . . .
C26 C 0.09526(19) 0.35949(12) 0.46196(11) 0.0153(4) Uani 1 1 d . . . . .
H26 H 0.162529 0.366314 0.428875 0.018 Uiso 1 1 calc R U . . .
C27 C 0.0858(2) 0.27597(13) 0.48198(14) 0.0238(5) Uani 1 1 d . . . . .
H27A H 0.02456 0.269094 0.517971 0.036 Uiso 1 1 calc R U . . .
H27B H 0.159362 0.258541 0.503915 0.036 Uiso 1 1 calc R U . . .
H2C H 0.067361 0.246818 0.436879 0.036 Uiso 1 1 calc R U . . .
C28 C 0.1161(2) 0.40611(14) 0.53263(13) 0.0261(5) Uani 1 1 d . . . . .
H28A H 0.122351 0.459446 0.519395 0.039 Uiso 1 1 calc R U . . .
H28B H 0.187812 0.389613 0.557755 0.039 Uiso 1 1 calc R U . . .
H28C H 0.05146 0.39914 0.566052 0.039 Uiso 1 1 calc R U . . .
C29 C -0.10804(19) 0.50292(12) 0.24699(12) 0.0163(4) Uani 1 1 d . . . . .
H29 H -0.028806 0.499964 0.226459 0.02 Uiso 1 1 calc R U . . .
C30 C -0.1328(2) 0.58540(12) 0.26571(12) 0.0210(5) Uani 1 1 d . . . . .
H30A H -0.209736 0.58949 0.286758 0.031 Uiso 1 1 calc R U . . .
H30B H -0.12982 0.615806 0.220255 0.031 Uiso 1 1 calc R U . . .
H30C H -0.074835 0.603669 0.302073 0.031 Uiso 1 1 calc R U . . .
C31 C -0.1943(2) 0.47530(13) 0.18669(13) 0.0244(5) Uani 1 1 d . . . . .
H31A H -0.181112 0.421724 0.177052 0.037 Uiso 1 1 calc R U . . .
H31B H -0.183699 0.504019 0.140773 0.037 Uiso 1 1 calc R U . . .
H31C H -0.273149 0.482523 0.203736 0.037 Uiso 1 1 calc R U . . .
Cl1 Cl 0.89104(7) 0.65974(5) 0.06599(4) 0.04407(18) Uani 1 1 d . . . . .
C32 C 0.7499(3) 0.6873(2) 0.0497(2) 0.0601(10) Uani 1 1 d . . . . .
H32A H 0.726038 0.67227 -0.001565 0.072 Uiso 1 1 calc R U . . .
H32B H 0.74582 0.742932 0.052361 0.072 Uiso 1 1 calc R U . . .
Cl2 Cl 0.65134(7) 0.64911(6) 0.11244(5) 0.0532(2) Uani 1 1 d . . . . .
Cl3 Cl -0.1204(2) 0.03655(15) -0.00887(16) 0.0417(6) Uani 0.5 1 d . . P A -1
C33 C 0.0309(4) 0.0321(3) -0.0112(3) 0.0305(11) Uani 0.5 1 d . . P A -1
H33A H 0.055344 0.035324 -0.063478 0.037 Uiso 0.5 1 calc R U P A -1
H33B H 0.064303 0.075642 0.016236 0.037 Uiso 0.5 1 calc R U P A -1
Cl4 Cl 0.0839(2) -0.05122(15) 0.02858(15) 0.0467(6) Uani 0.5 1 d . . P A -1



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 O1 1.149(3) . ?
C1 Mn1 1.803(2) . ?
C2 O2 1.149(3) . ?
C2 Mn1 1.811(3) . ?
C3 O3 1.143(3) . ?
C3 Mn1 1.796(2) . ?
Mn1 S1 2.3901(7) . ?
Mn1 S2 2.4005(7) . ?
Mn1 Br1 2.5278(5) . ?
S1 C4 1.670(2) . ?
S2 C4 1.671(2) . ?
C4 C5 1.481(3) . ?
C5 N1 1.323(3) . ?
C5 N2 1.324(3) . ?
N1 C8 1.444(3) . ?
N1 C6 1.479(3) . ?
C6 C7 1.532(3) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 N2 1.485(3) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
N2 C20 1.441(3) . ?
C8 C13 1.400(3) . ?
C8 C9 1.401(3) . ?
C9 C10 1.390(3) . ?
C9 C14 1.518(3) . ?
C10 C11 1.377(4) . ?
C10 H10 0.95 . ?
C11 C12 1.384(4) . ?
C11 H11 0.95 . ?
C12 C13 1.392(3) . ?
C12 H12 0.95 . ?
C13 C17 1.516(3) . ?
C14 C16 1.532(3) . ?
C14 C15 1.534(3) . ?
C14 H14 1 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C18 1.525(3) . ?
C17 C19 1.533(3) . ?
C17 H17 1 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 C21 1.400(3) . ?
C20 C25 1.402(3) . ?
C21 C22 1.390(3) . ?
C21 C26 1.523(3) . ?
C22 C23 1.381(3) . ?
C22 H22 0.95 . ?
C23 C24 1.381(3) . ?
C23 H23 0.95 . ?
C24 C25 1.393(3) . ?
C24 H24 0.95 . ?
C25 C29 1.523(3) . ?
C26 C28 1.529(3) . ?
C26 C27 1.531(3) . ?
C26 H26 1 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H2C 0.98 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
C29 C30 1.532(3) . ?
C29 C31 1.535(3) . ?
C29 H29 1 . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
Cl1 C32 1.726(4) . ?
C32 Cl2 1.762(4) . ?
C32 H32A 0.99 . ?
C32 H32B 0.99 . ?
Cl3 C33 1.758(6) . ?
C33 Cl4 1.747(6) . ?
C33 H33A 0.99 . ?
C33 H33B 0.99 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Mn1 178.9(2) . . ?
O2 C2 Mn1 176.7(2) . . ?
O3 C3 Mn1 176.5(2) . . ?
C3 Mn1 C1 90.32(10) . . ?
C3 Mn1 C2 89.34(11) . . ?
C1 Mn1 C2 94.42(11) . . ?
C3 Mn1 S1 94.91(7) . . ?
C1 Mn1 S1 169.67(8) . . ?
C2 Mn1 S1 94.54(8) . . ?
C3 Mn1 S2 90.14(8) . . ?
C1 Mn1 S2 98.17(8) . . ?
C2 Mn1 S2 167.40(8) . . ?
S1 Mn1 S2 72.964(19) . . ?
C3 Mn1 Br1 176.36(7) . . ?
C1 Mn1 Br1 86.16(7) . . ?
C2 Mn1 Br1 90.02(8) . . ?
S1 Mn1 Br1 88.712(18) . . ?
S2 Mn1 Br1 91.27(2) . . ?
C4 S1 Mn1 85.20(7) . . ?
C4 S2 Mn1 84.83(7) . . ?
C5 C4 S1 121.12(15) . . ?
C5 C4 S2 121.87(15) . . ?
S1 C4 S2 116.99(12) . . ?
N1 C5 N2 112.53(17) . . ?
N1 C5 C4 124.12(18) . . ?
N2 C5 C4 123.35(18) . . ?
C5 N1 C8 127.19(17) . . ?
C5 N1 C6 110.41(16) . . ?
C8 N1 C6 121.30(16) . . ?
N1 C6 C7 102.65(16) . . ?
N1 C6 H6A 111.2 . . ?
C7 C6 H6A 111.2 . . ?
N1 C6 H6B 111.2 . . ?
C7 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
N2 C7 C6 102.54(16) . . ?
N2 C7 H7A 111.3 . . ?
C6 C7 H7A 111.3 . . ?
N2 C7 H7B 111.3 . . ?
C6 C7 H7B 111.3 . . ?
H7A C7 H7B 109.2 . . ?
C5 N2 C20 126.66(17) . . ?
C5 N2 C7 110.10(16) . . ?
C20 N2 C7 121.29(16) . . ?
C13 C8 C9 123.50(19) . . ?
C13 C8 N1 117.05(19) . . ?
C9 C8 N1 119.34(19) . . ?
C10 C9 C8 116.8(2) . . ?
C10 C9 C14 119.8(2) . . ?
C8 C9 C14 123.35(19) . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 120.4(2) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 121.2(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C8 116.8(2) . . ?
C12 C13 C17 120.2(2) . . ?
C8 C13 C17 123.02(19) . . ?
C9 C14 C16 112.61(19) . . ?
C9 C14 C15 109.60(19) . . ?
C16 C14 C15 109.91(19) . . ?
C9 C14 H14 108.2 . . ?
C16 C14 H14 108.2 . . ?
C15 C14 H14 108.2 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 C18 112.77(19) . . ?
C13 C17 C19 110.0(2) . . ?
C18 C17 C19 110.0(2) . . ?
C13 C17 H17 108 . . ?
C18 C17 H17 108 . . ?
C19 C17 H17 108 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 122.86(19) . . ?
C21 C20 N2 117.92(18) . . ?
C25 C20 N2 119.15(18) . . ?
C22 C21 C20 117.44(19) . . ?
C22 C21 C26 119.57(18) . . ?
C20 C21 C26 122.98(19) . . ?
C23 C22 C21 121.0(2) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C24 C23 C22 120.5(2) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 121.2(2) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C20 117.09(19) . . ?
C24 C25 C29 119.42(19) . . ?
C20 C25 C29 123.43(19) . . ?
C21 C26 C28 109.75(18) . . ?
C21 C26 C27 111.33(18) . . ?
C28 C26 C27 109.91(18) . . ?
C21 C26 H26 108.6 . . ?
C28 C26 H26 108.6 . . ?
C27 C26 H26 108.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H2C 109.5 . . ?
H27A C27 H2C 109.5 . . ?
H27B C27 H2C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C29 C30 110.44(18) . . ?
C25 C29 C31 112.24(18) . . ?
C30 C29 C31 109.75(18) . . ?
C25 C29 H29 108.1 . . ?
C30 C29 H29 108.1 . . ?
C31 C29 H29 108.1 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
Cl1 C32 Cl2 114.18(18) . . ?
Cl1 C32 H32A 108.7 . . ?
Cl2 C32 H32A 108.7 . . ?
Cl1 C32 H32B 108.7 . . ?
Cl2 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
Cl4 C33 Cl3 111.6(3) . . ?
Cl4 C33 H33A 109.3 . . ?
Cl3 C33 H33A 109.3 . . ?
Cl4 C33 H33B 109.3 . . ?
Cl3 C33 H33B 109.3 . . ?
H33A C33 H33B 108 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 S1 C4 C5 -177.24(16) . . . . ?
Mn1 S1 C4 S2 1.31(11) . . . . ?
Mn1 S2 C4 C5 177.24(17) . . . . ?
Mn1 S2 C4 S1 -1.31(11) . . . . ?
S1 C4 C5 N1 -57.6(3) . . . . ?
S2 C4 C5 N1 123.96(19) . . . . ?
S1 C4 C5 N2 121.66(19) . . . . ?
S2 C4 C5 N2 -56.8(3) . . . . ?
N2 C5 N1 C8 172.05(19) . . . . ?
C4 C5 N1 C8 -8.7(3) . . . . ?
N2 C5 N1 C6 4.1(2) . . . . ?
C4 C5 N1 C6 -176.65(18) . . . . ?
C5 N1 C6 C7 -10.9(2) . . . . ?
C8 N1 C6 C7 -179.68(18) . . . . ?
N1 C6 C7 N2 12.7(2) . . . . ?
N1 C5 N2 C20 169.25(18) . . . . ?
C4 C5 N2 C20 -10.1(3) . . . . ?
N1 C5 N2 C7 5.1(2) . . . . ?
C4 C5 N2 C7 -174.18(18) . . . . ?
C6 C7 N2 C5 -11.4(2) . . . . ?
C6 C7 N2 C20 -176.56(17) . . . . ?
C5 N1 C8 C13 107.8(2) . . . . ?
C6 N1 C8 C13 -85.4(2) . . . . ?
C5 N1 C8 C9 -75.9(3) . . . . ?
C6 N1 C8 C9 91.0(2) . . . . ?
C13 C8 C9 C10 -0.8(3) . . . . ?
N1 C8 C9 C10 -176.92(19) . . . . ?
C13 C8 C9 C14 175.8(2) . . . . ?
N1 C8 C9 C14 -0.4(3) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C14 C9 C10 C11 -176.2(2) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
C11 C12 C13 C8 -0.1(4) . . . . ?
C11 C12 C13 C17 177.5(2) . . . . ?
C9 C8 C13 C12 0.6(3) . . . . ?
N1 C8 C13 C12 176.8(2) . . . . ?
C9 C8 C13 C17 -176.9(2) . . . . ?
N1 C8 C13 C17 -0.7(3) . . . . ?
C10 C9 C14 C16 -52.7(3) . . . . ?
C8 C9 C14 C16 130.8(2) . . . . ?
C10 C9 C14 C15 69.9(3) . . . . ?
C8 C9 C14 C15 -106.5(2) . . . . ?
C12 C13 C17 C18 50.5(3) . . . . ?
C8 C13 C17 C18 -132.0(2) . . . . ?
C12 C13 C17 C19 -72.7(3) . . . . ?
C8 C13 C17 C19 104.8(2) . . . . ?
C5 N2 C20 C21 110.0(2) . . . . ?
C7 N2 C20 C21 -87.5(2) . . . . ?
C5 N2 C20 C25 -72.9(3) . . . . ?
C7 N2 C20 C25 89.6(2) . . . . ?
C25 C20 C21 C22 0.6(3) . . . . ?
N2 C20 C21 C22 177.58(17) . . . . ?
C25 C20 C21 C26 -178.38(18) . . . . ?
N2 C20 C21 C26 -1.4(3) . . . . ?
C20 C21 C22 C23 0.7(3) . . . . ?
C26 C21 C22 C23 179.7(2) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
C22 C23 C24 C25 0.6(4) . . . . ?
C23 C24 C25 C20 0.6(3) . . . . ?
C23 C24 C25 C29 -176.8(2) . . . . ?
C21 C20 C25 C24 -1.2(3) . . . . ?
N2 C20 C25 C24 -178.15(18) . . . . ?
C21 C20 C25 C29 176.04(19) . . . . ?
N2 C20 C25 C29 -0.9(3) . . . . ?
C22 C21 C26 C28 -71.0(2) . . . . ?
C20 C21 C26 C28 107.9(2) . . . . ?
C22 C21 C26 C27 50.9(3) . . . . ?
C20 C21 C26 C27 -130.2(2) . . . . ?
C24 C25 C29 C30 73.2(2) . . . . ?
C20 C25 C29 C30 -104.0(2) . . . . ?
C24 C25 C29 C31 -49.7(3) . . . . ?
C20 C25 C29 C31 133.2(2) . . . . ?

####################################################################### 
# 
# 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_SAMA04B
_audit_block_doi                 10.5517/ccdc.csd.cc1n47qr
_database_code_depnum_ccdc_archive 'CCDC 1523424'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-11-28T12:13:20-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C31 H36 Br Mn N2 O3 S2'
_chemical_formula_sum            'C31 H36 Br Mn N2 O3 S2'
_chemical_formula_weight         683.59

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_Int_Tables_number      60
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   10.3812(5)
_cell_length_b                   19.7434(8)
_cell_length_c                   15.7821(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3234.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1412
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      21.14
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_absorpt_correction_T_min  0.6500
_exptl_absorpt_correction_T_max  0.8619
_shelx_estimated_absorpt_T_min   0.714
_shelx_estimated_absorpt_T_max   0.931

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_av_unetI/netI     0.052
_diffrn_reflns_number            13533
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.216
_diffrn_reflns_theta_max         21.966
_diffrn_reflns_theta_full        21.966
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_reflns_Friedel_coverage         0
_reflns_number_total             1978
_reflns_number_gt                1314
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0703P)²+4.9854P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1978
_refine_ls_number_parameters     200
_refine_ls_number_restraints     9
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1462
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.065

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
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'
Br Br -0.2901 2.4595 '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'

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
C1 C 0.4766(8) 0.4210(4) 0.1656(6) 0.087(3) Uani 1 1 d . . . . .
O1 O 0.4609(6) 0.4571(3) 0.1108(5) 0.147(3) Uani 1 1 d . . . . .
Br1 Br 0.7428(2) 0.36171(11) 0.21695(13) 0.0649(6) Uani 0.5 1 d . . P A 1
Mn1 Mn 0.5 0.36078(6) 0.25 0.0479(5) Uani 1 2 d S T P . .
C4 C 0.5 0.2180(4) 0.25 0.046(2) Uani 1 2 d S T P . .
C5 C 0.5 0.1438(4) 0.25 0.044(2) Uani 1 2 d S T P . .
N1 N 0.5241(5) 0.1028(2) 0.1837(3) 0.0523(15) Uani 1 1 d . . . . .
C6 C 0.5162(8) 0.0360(3) 0.2082(4) 0.079(3) Uani 1 1 d . . . . .
H6 H 0.530518 -0.002586 0.17355 0.095 Uiso 1 1 calc R U . . .
C8 C 0.5572(7) 0.1226(3) 0.0971(3) 0.0410(16) Uani 1 1 d . . . . .
C9 C 0.6836(7) 0.1436(3) 0.0812(4) 0.0437(16) Uani 1 1 d . . . . .
C10 C 0.7118(6) 0.1600(3) -0.0028(4) 0.0461(16) Uani 1 1 d . . . . .
H10 H 0.796384 0.174195 -0.017557 0.055 Uiso 1 1 calc R U . . .
C11 C 0.6182(6) 0.1558(3) -0.0648(4) 0.0446(16) Uani 1 1 d . . . . .
H11 H 0.639065 0.167311 -0.121628 0.054 Uiso 1 1 calc R U . . .
C12 C 0.4962(6) 0.1355(3) -0.0454(4) 0.0381(15) Uani 1 1 d . . . . .
H12 H 0.433313 0.133373 -0.089113 0.046 Uiso 1 1 calc R U . . .
C13 C 0.4616(6) 0.1177(3) 0.0365(4) 0.0376(15) Uani 1 1 d . . . . .
C14 C 0.7852(7) 0.1475(3) 0.1496(5) 0.067(2) Uani 1 1 d . . . . .
H14 H 0.740762 0.153205 0.205403 0.08 Uiso 1 1 calc R U . . .
C15 C 0.8618(10) 0.0815(4) 0.1522(7) 0.144(5) Uani 1 1 d . . . . .
H15A H 0.807274 0.045147 0.174651 0.217 Uiso 1 1 calc R U . . .
H15B H 0.937305 0.087194 0.188789 0.217 Uiso 1 1 calc R U . . .
H15C H 0.890003 0.069702 0.094792 0.217 Uiso 1 1 calc R U . . .
C16 C 0.8774(8) 0.2053(4) 0.1384(6) 0.100(3) Uani 1 1 d . . . . .
H16A H 0.92705 0.198716 0.086248 0.15 Uiso 1 1 calc R U . . .
H16B H 0.936282 0.20713 0.186919 0.15 Uiso 1 1 calc R U . . .
H16C H 0.829188 0.247891 0.134767 0.15 Uiso 1 1 calc R U . . .
C17 C 0.3258(7) 0.0954(3) 0.0549(4) 0.0559(18) Uani 1 1 d . . . . .
H17 H 0.319955 0.084372 0.116624 0.067 Uiso 1 1 calc R U . . .
C18 C 0.2286(7) 0.1523(4) 0.0360(6) 0.091(3) Uani 1 1 d . . . . .
H18A H 0.251495 0.192725 0.06871 0.136 Uiso 1 1 calc R U . . .
H18B H 0.141854 0.137343 0.051951 0.136 Uiso 1 1 calc R U . . .
H18C H 0.230434 0.162977 -0.024593 0.136 Uiso 1 1 calc R U . . .
C19 C 0.2890(6) 0.0322(3) 0.0052(5) 0.067(2) Uani 1 1 d . . . . .
H19A H 0.291225 0.042251 -0.055601 0.1 Uiso 1 1 calc R U . . .
H19B H 0.20193 0.01798 0.021279 0.1 Uiso 1 1 calc R U . . .
H19C H 0.35012 -0.004192 0.017924 0.1 Uiso 1 1 calc R U . . .
S1 S 0.52586(19) 0.26455(7) 0.33749(9) 0.0550(6) Uani 1 1 d . . . . .
O3 O 0.2560(17) 0.4049(7) 0.2693(9) 0.104(5) Uani 0.5 1 d . U P A 2
C3 C 0.326(3) 0.3674(9) 0.2603(12) 0.081(5) Uani 0.5 1 d . U P A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 O1 1.133(8) . ?
C1 Mn1 1.801(8) . ?
Br1 Mn1 2.574(2) . ?
Mn1 C3 1.82(3) . ?
Mn1 C3 1.82(3) 4_655 ?
Mn1 S1 2.3639(18) 4_655 ?
Mn1 S1 2.3639(18) . ?
C4 C5 1.464(10) . ?
C4 S1 1.681(4) . ?
C4 S1 1.681(4) 4_655 ?
C5 N1 1.347(6) . ?
C5 N1 1.347(6) 4_655 ?
N1 C6 1.377(7) . ?
N1 C8 1.463(7) . ?
C6 C6 1.360(12) 4_655 ?
C6 H6 0.95 . ?
C8 C13 1.381(8) . ?
C8 C9 1.399(9) . ?
C9 C10 1.396(8) . ?
C9 C14 1.512(9) . ?
C10 C11 1.381(8) . ?
C10 H10 0.95 . ?
C11 C12 1.364(8) . ?
C11 H11 0.95 . ?
C12 C13 1.387(7) . ?
C12 H12 0.95 . ?
C13 C17 1.505(8) . ?
C14 C16 1.500(10) . ?
C14 C15 1.528(10) . ?
C14 H14 1 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C19 1.522(8) . ?
C17 C18 1.539(10) . ?
C17 H17 1 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
O3 C3 1.05(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
O1 C1 Mn1 177.7(8) . . ?
C1 Mn1 C1 97.4(5) 4_655 . ?
C1 Mn1 C3 91.2(7) 4_655 . ?
C1 Mn1 C3 83.4(6) . . ?
C1 Mn1 C3 83.4(6) 4_655 4_655 ?
C1 Mn1 C3 91.2(7) . 4_655 ?
C3 Mn1 C3 171.7(12) . 4_655 ?
C1 Mn1 S1 167.8(3) 4_655 4_655 ?
C1 Mn1 S1 94.8(3) . 4_655 ?
C1 Mn1 S1 94.8(3) 4_655 . ?
C1 Mn1 S1 167.8(3) . . ?
C3 Mn1 S1 96.8(6) . . ?
C3 Mn1 S1 89.8(6) 4_655 . ?
S1 Mn1 S1 73.04(8) 4_655 . ?
C1 Mn1 Br1 88.7(3) 4_655 4_655 ?
C1 Mn1 Br1 90.8(3) . 4_655 ?
S1 Mn1 Br1 90.74(7) 4_655 4_655 ?
S1 Mn1 Br1 89.92(7) . 4_655 ?
C1 Mn1 Br1 90.8(3) 4_655 . ?
C1 Mn1 Br1 88.7(3) . . ?
S1 Mn1 Br1 89.92(7) 4_655 . ?
S1 Mn1 Br1 90.74(7) . . ?
Br1 Mn1 Br1 179.18(11) 4_655 . ?
C5 C4 S1 123.2(2) . . ?
C5 C4 S1 123.2(2) . 4_655 ?
S1 C4 S1 113.7(4) . 4_655 ?
N1 C5 N1 106.0(6) . 4_655 ?
N1 C5 C4 127.0(3) . . ?
N1 C5 C4 127.0(3) 4_655 . ?
C5 N1 C6 110.3(5) . . ?
C5 N1 C8 127.5(4) . . ?
C6 N1 C8 122.2(4) . . ?
C6 C6 N1 106.7(3) 4_655 . ?
C6 C6 H6 126.7 4_655 . ?
N1 C6 H6 126.7 . . ?
C13 C8 C9 124.8(5) . . ?
C13 C8 N1 117.3(6) . . ?
C9 C8 N1 117.9(6) . . ?
C10 C9 C8 115.8(5) . . ?
C10 C9 C14 121.4(7) . . ?
C8 C9 C14 122.8(6) . . ?
C11 C10 C9 120.7(6) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C12 C11 C10 120.8(5) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 121.6(6) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C8 C13 C12 116.2(5) . . ?
C8 C13 C17 124.1(5) . . ?
C12 C13 C17 119.7(6) . . ?
C16 C14 C9 113.5(6) . . ?
C16 C14 C15 108.7(7) . . ?
C9 C14 C15 109.8(5) . . ?
C16 C14 H14 108.2 . . ?
C9 C14 H14 108.2 . . ?
C15 C14 H14 108.2 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 C19 112.1(5) . . ?
C13 C17 C18 111.3(5) . . ?
C19 C17 C18 109.5(6) . . ?
C13 C17 H17 107.9 . . ?
C19 C17 H17 107.9 . . ?
C18 C17 H17 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C4 S1 Mn1 86.7(2) . . ?
O3 C3 Mn1 139(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C4 C5 N1 -155.5(3) . . . . ?
S1 C4 C5 N1 24.5(3) 4_655 . . . ?
S1 C4 C5 N1 24.5(3) . . . 4_655 ?
S1 C4 C5 N1 -155.5(3) 4_655 . . 4_655 ?
N1 C5 N1 C6 -0.4(4) 4_655 . . . ?
C4 C5 N1 C6 179.6(4) . . . . ?
N1 C5 N1 C8 -179.2(8) 4_655 . . . ?
C4 C5 N1 C8 0.8(8) . . . . ?
C5 N1 C6 C6 1.2(11) . . . 4_655 ?
C8 N1 C6 C6 180.0(8) . . . 4_655 ?
C5 N1 C8 C13 -103.7(6) . . . . ?
C6 N1 C8 C13 77.7(8) . . . . ?
C5 N1 C8 C9 77.7(7) . . . . ?
C6 N1 C8 C9 -100.9(7) . . . . ?
C13 C8 C9 C10 -0.4(8) . . . . ?
N1 C8 C9 C10 178.1(4) . . . . ?
C13 C8 C9 C14 -179.4(5) . . . . ?
N1 C8 C9 C14 -0.9(8) . . . . ?
C8 C9 C10 C11 0.6(8) . . . . ?
C14 C9 C10 C11 179.6(5) . . . . ?
C9 C10 C11 C12 -0.2(9) . . . . ?
C10 C11 C12 C13 -0.5(9) . . . . ?
C9 C8 C13 C12 -0.2(8) . . . . ?
N1 C8 C13 C12 -178.7(4) . . . . ?
C9 C8 C13 C17 -179.6(5) . . . . ?
N1 C8 C13 C17 1.9(8) . . . . ?
C11 C12 C13 C8 0.7(8) . . . . ?
C11 C12 C13 C17 -179.9(5) . . . . ?
C10 C9 C14 C16 36.3(9) . . . . ?
C8 C9 C14 C16 -144.7(7) . . . . ?
C10 C9 C14 C15 -85.5(8) . . . . ?
C8 C9 C14 C15 93.4(9) . . . . ?
C8 C13 C17 C19 -120.0(6) . . . . ?
C12 C13 C17 C19 60.6(7) . . . . ?
C8 C13 C17 C18 117.0(7) . . . . ?
C12 C13 C17 C18 -62.4(7) . . . . ?
C5 C4 S1 Mn1 180 . . . . ?
S1 C4 S1 Mn1 -0.001 4_655 . . . ?
C1 Mn1 C3 O3 42(3) 4_655 . . . ?
C1 Mn1 C3 O3 -55(2) . . . . ?
S1 Mn1 C3 O3 -150(2) 4_655 . . . ?
S1 Mn1 C3 O3 137(2) . . . . ?

####################################################################### 
# 
# 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_SAMA030A
_audit_block_doi                 10.5517/ccdc.csd.cc1n47vw
_database_code_depnum_ccdc_archive 'CCDC 1523428'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-11-29T15:07:08-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C34 H36 Mn2 N2 O6 S2), C H2 Cl2'
_chemical_formula_sum            'C69 H74 Cl2 Mn4 N4 O12 S4'
_chemical_formula_weight         1570.22
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'A b a 2'
_symmetry_space_group_name_Hall  'A 2 -2ac'
_symmetry_Int_Tables_number      41
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/2, y+1, z+1/2'
'x+1/2, -y+1, z+1/2'

_cell_length_a                   38.0525(12)
_cell_length_b                   11.4280(4)
_cell_length_c                   16.6104(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7223.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1950
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      28.05
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.17
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3240

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS-2014/5'
_exptl_absorpt_correction_T_min  0.7575
_exptl_absorpt_correction_T_max  0.8362
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.857

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_number            45708
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.141
_diffrn_reflns_theta_max         30.502
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 0.933
_diffrn_reflns_point_group_measured_fraction_max 0.899
_reflns_Friedel_fraction_full    0.861
_reflns_Friedel_fraction_max     0.792
_reflns_Friedel_coverage         0.744
_reflns_number_total             9939
_reflns_number_gt                8675
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9939
_refine_ls_number_parameters     437
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0689
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 2970 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.025(10)
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.065

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.15053(8) 0.3004(2) 0.33262(18) 0.0155(6) Uani 1 1 d . . . . .
O1 O 0.17049(5) 0.37466(18) 0.34503(14) 0.0205(5) Uani 1 1 d . . . . .
C2 C 0.08965(8) 0.2955(3) 0.26803(19) 0.0175(6) Uani 1 1 d . . . . .
O2 O 0.07202(6) 0.36534(19) 0.23853(14) 0.0266(5) Uani 1 1 d . . . . .
C3 C 0.09967(8) 0.2056(2) 0.41093(19) 0.0162(6) Uani 1 1 d . . . . .
O3 O 0.08817(6) 0.2158(2) 0.47413(14) 0.0254(5) Uani 1 1 d . . . . .
Mn1 Mn 0.11847(2) 0.18815(3) 0.31324(3) 0.01156(9) Uani 1 1 d . . . . .
C8 C 0.18907(8) 0.0295(2) 0.16218(19) 0.0176(6) Uani 1 1 d . . . . .
O8 O 0.21790(6) 0.02072(19) 0.14235(15) 0.0246(5) Uani 1 1 d . . . . .
C9 C 0.12750(8) 0.0040(3) 0.09644(19) 0.0178(6) Uani 1 1 d . . . . .
O9 O 0.11715(6) -0.0265(2) 0.03511(14) 0.0299(6) Uani 1 1 d . . . . .
C10 C 0.14854(8) 0.2036(3) 0.15614(19) 0.0158(6) Uani 1 1 d . . . . .
O10 O 0.15287(6) 0.29618(18) 0.12878(14) 0.0232(5) Uani 1 1 d . . . . .
Mn2 Mn 0.14403(2) 0.05653(3) 0.19197(3) 0.01107(9) Uani 1 1 d . . . . .
S1 S 0.09021(2) 0.03174(6) 0.25815(4) 0.01149(13) Uani 1 1 d . . . . .
S2 S 0.15679(2) 0.03645(6) 0.32784(4) 0.01166(13) Uani 1 1 d . . . . .
C4 C 0.12673(7) -0.0588(2) 0.27899(17) 0.0103(5) Uani 1 1 d . . . . .
C5 C 0.12544(7) -0.1838(2) 0.28946(16) 0.0096(5) Uani 1 1 d . . . . .
N1 N 0.09646(6) -0.24949(18) 0.30626(15) 0.0105(4) Uani 1 1 d . . . . .
C6 C 0.10611(7) -0.3662(2) 0.3122(2) 0.0155(5) Uani 1 1 d . . . . .
H6 H 0.090848 -0.430268 0.322586 0.019 Uiso 1 1 calc R U . . .
C7 C 0.14092(7) -0.3720(2) 0.30076(18) 0.0150(6) Uani 1 1 d . . . . .
H7 H 0.154936 -0.440714 0.302795 0.018 Uiso 1 1 calc R U . . .
N2 N 0.15274(6) -0.2597(2) 0.28540(14) 0.0113(5) Uani 1 1 d . . . . .
C11 C 0.06085(7) -0.2114(2) 0.32293(17) 0.0112(5) Uani 1 1 d . . . . .
C12 C 0.03733(8) -0.2020(2) 0.25852(18) 0.0139(6) Uani 1 1 d . . . . .
C13 C 0.00283(8) -0.1710(3) 0.27760(19) 0.0184(6) Uani 1 1 d . . . . .
H13 H -0.01414 -0.164358 0.235893 0.022 Uiso 1 1 calc R U . . .
C14 C -0.00694(8) -0.1498(3) 0.3563(2) 0.0207(7) Uani 1 1 d . . . . .
H14 H -0.030425 -0.127032 0.367714 0.025 Uiso 1 1 calc R U . . .
C15 C 0.01674(8) -0.1611(3) 0.41860(19) 0.0189(6) Uani 1 1 d . . . . .
H15 H 0.009276 -0.14718 0.472326 0.023 Uiso 1 1 calc R U . . .
C16 C 0.05162(7) -0.1929(2) 0.40361(17) 0.0136(6) Uani 1 1 d . . . . .
C17 C 0.04775(8) -0.2290(3) 0.17268(17) 0.0176(6) Uani 1 1 d . . . . .
H17 H 0.073989 -0.226619 0.169569 0.021 Uiso 1 1 calc R U . . .
C18 C 0.03336(9) -0.1397(3) 0.11248(19) 0.0221(7) Uani 1 1 d . . . . .
H18A H 0.007686 -0.145619 0.110445 0.033 Uiso 1 1 calc R U . . .
H18B H 0.043111 -0.155623 0.058979 0.033 Uiso 1 1 calc R U . . .
H18C H 0.040074 -0.060672 0.129451 0.033 Uiso 1 1 calc R U . . .
C19 C 0.03588(10) -0.3532(3) 0.1496(2) 0.0265(7) Uani 1 1 d . . . . .
H19A H 0.046389 -0.409937 0.186741 0.04 Uiso 1 1 calc R U . . .
H19B H 0.043488 -0.370641 0.094506 0.04 Uiso 1 1 calc R U . . .
H19C H 0.010213 -0.358288 0.152811 0.04 Uiso 1 1 calc R U . . .
C20 C 0.07788(8) -0.2039(3) 0.47225(17) 0.0147(6) Uani 1 1 d . . . . .
H20 H 0.098255 -0.251211 0.452606 0.018 Uiso 1 1 calc R U . . .
C21 C 0.09153(10) -0.0821(3) 0.4953(2) 0.0279(8) Uani 1 1 d . . . . .
H21A H 0.103202 -0.04652 0.448731 0.042 Uiso 1 1 calc R U . . .
H21B H 0.108334 -0.089249 0.539725 0.042 Uiso 1 1 calc R U . . .
H21C H 0.071789 -0.03278 0.512088 0.042 Uiso 1 1 calc R U . . .
C22 C 0.06238(8) -0.2658(3) 0.54567(19) 0.0212(7) Uani 1 1 d . . . . .
H22A H 0.044964 -0.214807 0.571356 0.032 Uiso 1 1 calc R U . . .
H22B H 0.081188 -0.283504 0.584086 0.032 Uiso 1 1 calc R U . . .
H22C H 0.051045 -0.338701 0.528663 0.032 Uiso 1 1 calc R U . . .
C23 C 0.18935(7) -0.2358(2) 0.26611(17) 0.0119(5) Uani 1 1 d . . . . .
C24 C 0.19980(7) -0.2514(2) 0.18608(18) 0.0130(5) Uani 1 1 d . . . . .
C25 C 0.23574(8) -0.2382(3) 0.17012(18) 0.0178(6) Uani 1 1 d . . . . .
H25 H 0.244223 -0.248991 0.116844 0.021 Uiso 1 1 calc R U . . .
C26 C 0.25891(8) -0.2098(3) 0.2308(2) 0.0222(7) Uani 1 1 d . . . . .
H26 H 0.283074 -0.198915 0.218487 0.027 Uiso 1 1 calc R U . . .
C27 C 0.24751(7) -0.1970(3) 0.3094(2) 0.0206(6) Uani 1 1 d . . . . .
H27 H 0.264007 -0.178558 0.350431 0.025 Uiso 1 1 calc R U . . .
C28 C 0.21218(7) -0.2107(2) 0.32928(18) 0.0147(6) Uani 1 1 d . . . . .
C29 C 0.17445(8) -0.2853(3) 0.11967(19) 0.0195(6) Uani 1 1 d . . . . .
H29 H 0.150538 -0.2566 0.134981 0.023 Uiso 1 1 calc R U . . .
C30 C 0.18375(9) -0.2333(3) 0.03784(19) 0.0252(7) Uani 1 1 d . . . . .
H30A H 0.187556 -0.148874 0.043447 0.038 Uiso 1 1 calc R U . . .
H30B H 0.164439 -0.247363 0.000017 0.038 Uiso 1 1 calc R U . . .
H30C H 0.205225 -0.270213 0.017473 0.038 Uiso 1 1 calc R U . . .
C31 C 0.17275(12) -0.4199(3) 0.1120(2) 0.0409(10) Uani 1 1 d . . . . .
H31A H 0.196393 -0.450711 0.102047 0.061 Uiso 1 1 calc R U . . .
H31B H 0.157321 -0.44103 0.06703 0.061 Uiso 1 1 calc R U . . .
H31C H 0.163468 -0.453355 0.161962 0.061 Uiso 1 1 calc R U . . .
C32 C 0.20040(8) -0.2092(3) 0.41681(19) 0.0194(6) Uani 1 1 d . . . . .
H32 H 0.174601 -0.192517 0.41782 0.023 Uiso 1 1 calc R U . . .
C33 C 0.21884(9) -0.1147(3) 0.4665(2) 0.0245(7) Uani 1 1 d . . . . .
H33A H 0.244047 -0.131884 0.469271 0.037 Uiso 1 1 calc R U . . .
H33B H 0.209005 -0.113527 0.521025 0.037 Uiso 1 1 calc R U . . .
H33C H 0.215297 -0.038262 0.441067 0.037 Uiso 1 1 calc R U . . .
C34 C 0.20628(10) -0.3297(3) 0.4551(2) 0.0300(8) Uani 1 1 d . . . . .
H34A H 0.193036 -0.388851 0.425013 0.045 Uiso 1 1 calc R U . . .
H34B H 0.198207 -0.328335 0.511087 0.045 Uiso 1 1 calc R U . . .
H34C H 0.231373 -0.348943 0.453568 0.045 Uiso 1 1 calc R U . . .
Cl1 Cl 0.03703(2) 0.46814(8) 0.41121(5) 0.0314(2) Uani 1 1 d . . . . .
C35 C 0 0.5 0.3515(3) 0.0377(13) Uani 1 2 d S T P . .
H35A H 0.005265 0.567844 0.316467 0.045 Uiso 0.5 1 calc R U P . .
H35B H -0.005265 0.432155 0.316468 0.045 Uiso 0.5 1 calc R U P . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 O1 1.157(3) . ?
C1 Mn1 1.800(3) . ?
C2 O2 1.152(4) . ?
C2 Mn1 1.809(3) . ?
C3 O3 1.143(4) . ?
C3 Mn1 1.785(3) . ?
Mn1 S1 2.2778(8) . ?
Mn1 S2 2.2784(8) . ?
Mn1 Mn2 2.6957(6) . ?
C8 O8 1.150(4) . ?
C8 Mn2 1.810(3) . ?
C9 O9 1.146(4) . ?
C9 Mn2 1.809(3) . ?
C10 O10 1.164(3) . ?
C10 Mn2 1.791(3) . ?
Mn2 C4 2.064(3) . ?
Mn2 S2 2.3199(8) . ?
Mn2 S1 2.3418(8) . ?
S1 C4 1.767(3) . ?
S2 C4 1.775(3) . ?
C4 C5 1.440(4) . ?
C5 N2 1.355(3) . ?
C5 N1 1.363(3) . ?
N1 C6 1.387(3) . ?
N1 C11 1.450(3) . ?
C6 C7 1.340(4) . ?
C6 H6 0.95 . ?
C7 N2 1.383(3) . ?
C7 H7 0.95 . ?
N2 C23 1.455(3) . ?
C11 C12 1.399(4) . ?
C11 C16 1.402(4) . ?
C12 C13 1.396(4) . ?
C12 C17 1.512(4) . ?
C13 C14 1.380(4) . ?
C13 H13 0.95 . ?
C14 C15 1.378(4) . ?
C14 H14 0.95 . ?
C15 C16 1.399(4) . ?
C15 H15 0.95 . ?
C16 C20 1.521(4) . ?
C17 C18 1.530(4) . ?
C17 C19 1.539(4) . ?
C17 H17 1 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 C22 1.528(4) . ?
C20 C21 1.534(4) . ?
C20 H20 1 . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 C28 1.392(4) . ?
C23 C24 1.399(4) . ?
C24 C25 1.401(4) . ?
C24 C29 1.516(4) . ?
C25 C26 1.378(4) . ?
C25 H25 0.95 . ?
C26 C27 1.384(5) . ?
C26 H26 0.95 . ?
C27 C28 1.393(4) . ?
C27 H27 0.95 . ?
C28 C32 1.522(4) . ?
C29 C30 1.525(5) . ?
C29 C31 1.545(5) . ?
C29 H29 1 . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
C32 C33 1.529(5) . ?
C32 C34 1.534(5) . ?
C32 H32 1 . ?
C33 H33A 0.98 . ?
C33 H33B 0.98 . ?
C33 H33C 0.98 . ?
C34 H34A 0.98 . ?
C34 H34B 0.98 . ?
C34 H34C 0.98 . ?
Cl1 C35 1.761(3) . ?
C35 H35A 0.99 . ?
C35 H35B 0.99 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Mn1 178.3(2) . . ?
O2 C2 Mn1 178.3(3) . . ?
O3 C3 Mn1 178.7(3) . . ?
C3 Mn1 C1 91.69(13) . . ?
C3 Mn1 C2 93.37(14) . . ?
C1 Mn1 C2 90.11(13) . . ?
C3 Mn1 S1 105.29(10) . . ?
C1 Mn1 S1 162.07(10) . . ?
C2 Mn1 S1 94.54(10) . . ?
C3 Mn1 S2 104.17(10) . . ?
C1 Mn1 S2 95.14(9) . . ?
C2 Mn1 S2 161.51(10) . . ?
S1 Mn1 S2 75.40(3) . . ?
C3 Mn1 Mn2 152.43(10) . . ?
C1 Mn1 Mn2 106.67(9) . . ?
C2 Mn1 Mn2 106.68(10) . . ?
S1 Mn1 Mn2 55.41(2) . . ?
S2 Mn1 Mn2 54.83(2) . . ?
O8 C8 Mn2 175.2(3) . . ?
O9 C9 Mn2 178.2(3) . . ?
O10 C10 Mn2 175.4(3) . . ?
C10 Mn2 C8 88.76(13) . . ?
C10 Mn2 C9 93.05(14) . . ?
C8 Mn2 C9 91.90(14) . . ?
C10 Mn2 C4 149.58(12) . . ?
C8 Mn2 C4 112.63(12) . . ?
C9 Mn2 C4 106.94(13) . . ?
C10 Mn2 S2 113.33(10) . . ?
C8 Mn2 S2 92.92(10) . . ?
C9 Mn2 S2 153.26(10) . . ?
C4 Mn2 S2 47.33(8) . . ?
C10 Mn2 S1 110.68(10) . . ?
C8 Mn2 S1 159.35(9) . . ?
C9 Mn2 S1 93.86(10) . . ?
C4 Mn2 S1 46.76(8) . . ?
S2 Mn2 S1 73.40(3) . . ?
C10 Mn2 Mn1 76.07(10) . . ?
C8 Mn2 Mn1 129.86(10) . . ?
C9 Mn2 Mn1 135.63(10) . . ?
C4 Mn2 Mn1 73.60(8) . . ?
S2 Mn2 Mn1 53.40(2) . . ?
S1 Mn2 Mn1 53.20(2) . . ?
C4 S1 Mn1 90.54(9) . . ?
C4 S1 Mn2 58.32(9) . . ?
Mn1 S1 Mn2 71.38(2) . . ?
C4 S2 Mn1 90.30(9) . . ?
C4 S2 Mn2 58.75(9) . . ?
Mn1 S2 Mn2 71.77(3) . . ?
C5 C4 S1 125.3(2) . . ?
C5 C4 S2 125.1(2) . . ?
S1 C4 S2 103.74(14) . . ?
C5 C4 Mn2 136.8(2) . . ?
S1 C4 Mn2 74.92(10) . . ?
S2 C4 Mn2 73.92(10) . . ?
N2 C5 N1 106.1(2) . . ?
N2 C5 C4 127.1(2) . . ?
N1 C5 C4 126.8(2) . . ?
C5 N1 C6 109.3(2) . . ?
C5 N1 C11 129.0(2) . . ?
C6 N1 C11 121.5(2) . . ?
C7 C6 N1 107.4(2) . . ?
C7 C6 H6 126.3 . . ?
N1 C6 H6 126.3 . . ?
C6 C7 N2 107.6(2) . . ?
C6 C7 H7 126.2 . . ?
N2 C7 H7 126.2 . . ?
C5 N2 C7 109.6(2) . . ?
C5 N2 C23 128.6(2) . . ?
C7 N2 C23 121.7(2) . . ?
C12 C11 C16 124.0(3) . . ?
C12 C11 N1 118.4(3) . . ?
C16 C11 N1 117.5(2) . . ?
C13 C12 C11 116.6(3) . . ?
C13 C12 C17 120.8(3) . . ?
C11 C12 C17 122.5(3) . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C13 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C11 116.6(3) . . ?
C15 C16 C20 120.8(3) . . ?
C11 C16 C20 122.7(3) . . ?
C12 C17 C18 112.7(3) . . ?
C12 C17 C19 110.3(2) . . ?
C18 C17 C19 110.3(3) . . ?
C12 C17 H17 107.8 . . ?
C18 C17 H17 107.8 . . ?
C19 C17 H17 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 C22 112.5(2) . . ?
C16 C20 C21 109.5(2) . . ?
C22 C20 C21 110.6(3) . . ?
C16 C20 H20 108 . . ?
C22 C20 H20 108 . . ?
C21 C20 H20 108 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 124.4(3) . . ?
C28 C23 N2 118.0(2) . . ?
C24 C23 N2 117.2(2) . . ?
C23 C24 C25 116.3(3) . . ?
C23 C24 C29 122.9(3) . . ?
C25 C24 C29 120.7(3) . . ?
C26 C25 C24 120.8(3) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 121.0(3) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
C26 C27 C28 120.9(3) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C23 116.5(3) . . ?
C27 C28 C32 120.6(3) . . ?
C23 C28 C32 122.6(3) . . ?
C24 C29 C30 113.6(3) . . ?
C24 C29 C31 110.0(3) . . ?
C30 C29 C31 108.9(3) . . ?
C24 C29 H29 108.1 . . ?
C30 C29 H29 108.1 . . ?
C31 C29 H29 108.1 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 C33 112.9(3) . . ?
C28 C32 C34 110.0(3) . . ?
C33 C32 C34 110.1(3) . . ?
C28 C32 H32 107.9 . . ?
C33 C32 H32 107.9 . . ?
C34 C32 H32 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
Cl1 C35 Cl1 111.5(3) 2_565 . ?
Cl1 C35 H35A 109.3 2_565 . ?
Cl1 C35 H35A 109.3 . . ?
Cl1 C35 H35B 109.3 2_565 . ?
Cl1 C35 H35B 109.3 . . ?
H35A C35 H35B 108 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 S1 C4 C5 155.2(2) . . . . ?
Mn2 S1 C4 C5 -137.2(3) . . . . ?
Mn1 S1 C4 S2 1.22(12) . . . . ?
Mn2 S1 C4 S2 68.83(11) . . . . ?
Mn1 S1 C4 Mn2 -67.61(6) . . . . ?
Mn1 S2 C4 C5 -155.2(2) . . . . ?
Mn2 S2 C4 C5 136.4(3) . . . . ?
Mn1 S2 C4 S1 -1.22(12) . . . . ?
Mn2 S2 C4 S1 -69.56(11) . . . . ?
Mn1 S2 C4 Mn2 68.34(6) . . . . ?
S1 C4 C5 N2 162.1(2) . . . . ?
S2 C4 C5 N2 -49.3(4) . . . . ?
Mn2 C4 C5 N2 55.4(4) . . . . ?
S1 C4 C5 N1 -18.5(4) . . . . ?
S2 C4 C5 N1 130.0(3) . . . . ?
Mn2 C4 C5 N1 -125.3(3) . . . . ?
N2 C5 N1 C6 -0.2(3) . . . . ?
C4 C5 N1 C6 -179.6(3) . . . . ?
N2 C5 N1 C11 174.9(3) . . . . ?
C4 C5 N1 C11 -4.5(5) . . . . ?
C5 N1 C6 C7 1.2(3) . . . . ?
C11 N1 C6 C7 -174.3(3) . . . . ?
N1 C6 C7 N2 -1.7(3) . . . . ?
N1 C5 N2 C7 -0.9(3) . . . . ?
C4 C5 N2 C7 178.6(3) . . . . ?
N1 C5 N2 C23 177.5(3) . . . . ?
C4 C5 N2 C23 -3.1(5) . . . . ?
C6 C7 N2 C5 1.6(3) . . . . ?
C6 C7 N2 C23 -176.8(3) . . . . ?
C5 N1 C11 C12 91.7(3) . . . . ?
C6 N1 C11 C12 -93.8(3) . . . . ?
C5 N1 C11 C16 -92.0(3) . . . . ?
C6 N1 C11 C16 82.5(3) . . . . ?
C16 C11 C12 C13 0.7(4) . . . . ?
N1 C11 C12 C13 176.8(2) . . . . ?
C16 C11 C12 C17 -176.6(3) . . . . ?
N1 C11 C12 C17 -0.5(4) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C17 C12 C13 C14 178.0(3) . . . . ?
C12 C13 C14 C15 -1.5(5) . . . . ?
C13 C14 C15 C16 0.9(5) . . . . ?
C14 C15 C16 C11 0.4(4) . . . . ?
C14 C15 C16 C20 179.2(3) . . . . ?
C12 C11 C16 C15 -1.2(4) . . . . ?
N1 C11 C16 C15 -177.3(2) . . . . ?
C12 C11 C16 C20 180.0(3) . . . . ?
N1 C11 C16 C20 3.9(4) . . . . ?
C13 C12 C17 C18 45.4(4) . . . . ?
C11 C12 C17 C18 -137.4(3) . . . . ?
C13 C12 C17 C19 -78.3(3) . . . . ?
C11 C12 C17 C19 98.8(3) . . . . ?
C15 C16 C20 C22 42.6(4) . . . . ?
C11 C16 C20 C22 -138.6(3) . . . . ?
C15 C16 C20 C21 -80.8(3) . . . . ?
C11 C16 C20 C21 98.0(3) . . . . ?
C5 N2 C23 C28 91.2(3) . . . . ?
C7 N2 C23 C28 -90.6(3) . . . . ?
C5 N2 C23 C24 -95.0(3) . . . . ?
C7 N2 C23 C24 83.1(3) . . . . ?
C28 C23 C24 C25 -1.2(4) . . . . ?
N2 C23 C24 C25 -174.4(2) . . . . ?
C28 C23 C24 C29 176.5(3) . . . . ?
N2 C23 C24 C29 3.2(4) . . . . ?
C23 C24 C25 C26 -0.9(4) . . . . ?
C29 C24 C25 C26 -178.6(3) . . . . ?
C24 C25 C26 C27 1.9(5) . . . . ?
C25 C26 C27 C28 -1.0(5) . . . . ?
C26 C27 C28 C23 -1.0(4) . . . . ?
C26 C27 C28 C32 173.5(3) . . . . ?
C24 C23 C28 C27 2.1(4) . . . . ?
N2 C23 C28 C27 175.3(2) . . . . ?
C24 C23 C28 C32 -172.3(3) . . . . ?
N2 C23 C28 C32 0.9(4) . . . . ?
C23 C24 C29 C30 147.1(3) . . . . ?
C25 C24 C29 C30 -35.4(4) . . . . ?
C23 C24 C29 C31 -90.6(3) . . . . ?
C25 C24 C29 C31 87.0(4) . . . . ?
C27 C28 C32 C33 41.7(4) . . . . ?
C23 C28 C32 C33 -144.2(3) . . . . ?
C27 C28 C32 C34 -81.7(4) . . . . ?
C23 C28 C32 C34 92.4(3) . . . . ?

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
C6 H6 Cl1 0.95 2.78 3.632(3) 150.3 1_545
C7 H7 O1 0.95 2.3 3.192(3) 156 1_545

####################################################################### 
# 
# 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_SAMA08A
_audit_block_doi                 10.5517/ccdc.csd.cc1n47xy
_database_code_depnum_ccdc_archive 'CCDC 1523430'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-12-02T16:59:26-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C34 H38 Mn2 N2 O6 S2), C H2 Cl2'
_chemical_formula_sum            'C69 H78 Cl2 Mn4 N4 O12 S4'
_chemical_formula_weight         1574.25
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'A b a 2'
_symmetry_space_group_name_Hall  'A 2 -2ac'
_symmetry_Int_Tables_number      41
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/2, y+1, z+1/2'
'x+1/2, -y+1, z+1/2'

_cell_length_a                   38.3937(13)
_cell_length_b                   11.4255(4)
_cell_length_c                   16.4614(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7221.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1931
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      24.57
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.17
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3256

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_absorpt_correction_T_min  0.7376
_exptl_absorpt_correction_T_max  0.8621
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.857

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_number            49103
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.122
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.99
_reflns_Friedel_coverage         0.924
_reflns_number_total             8930
_reflns_number_gt                7893
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0364P)²+5.2642P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8930
_refine_ls_number_parameters     437
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.0819
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.02
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 3277 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(8)
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.064

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.15059(10) 0.2955(3) 0.3348(3) 0.0203(9) Uani 1 1 d . . . . .
O1 O 0.17032(7) 0.3684(3) 0.3491(2) 0.0288(7) Uani 1 1 d . . . . .
C2 C 0.09080(11) 0.2920(3) 0.2651(3) 0.0215(9) Uani 1 1 d . . . . .
O2 O 0.07369(8) 0.3611(3) 0.2330(2) 0.0300(7) Uani 1 1 d . . . . .
C3 C 0.09916(10) 0.2029(3) 0.4098(3) 0.0212(9) Uani 1 1 d . . . . .
O3 O 0.08686(8) 0.2139(3) 0.4737(2) 0.0327(8) Uani 1 1 d . . . . .
Mn1 Mn 0.11864(2) 0.18437(5) 0.31293(4) 0.01634(13) Uani 1 1 d . . . . .
C8 C 0.18910(11) 0.0213(3) 0.1640(3) 0.0224(9) Uani 1 1 d . . . . .
O8 O 0.21780(8) 0.0127(3) 0.1447(2) 0.0325(8) Uani 1 1 d . . . . .
C9 C 0.12849(11) 0.0002(4) 0.0945(3) 0.0240(9) Uani 1 1 d . . . . .
O9 O 0.11877(8) -0.0263(3) 0.0310(2) 0.0367(8) Uani 1 1 d . . . . .
C10 C 0.14903(10) 0.1969(4) 0.1557(3) 0.0209(9) Uani 1 1 d . . . . .
O10 O 0.15349(8) 0.2888(3) 0.1278(2) 0.0297(7) Uani 1 1 d . . . . .
Mn2 Mn 0.14432(2) 0.04995(5) 0.19203(4) 0.01632(13) Uani 1 1 d . . . . .
S1 S 0.09072(2) 0.02805(8) 0.25718(6) 0.01592(19) Uani 1 1 d . . . . .
S2 S 0.15636(2) 0.03254(8) 0.32956(6) 0.0162(2) Uani 1 1 d . . . . .
C4 C 0.12633(9) -0.0632(3) 0.2818(2) 0.0140(8) Uani 1 1 d . . . . .
C5 C 0.12530(9) -0.1871(3) 0.2927(2) 0.0133(7) Uani 1 1 d . . . . .
N1 N 0.09592(7) -0.2509(3) 0.3006(2) 0.0158(7) Uani 1 1 d . . . . .
C6 C 0.10446(10) -0.3765(3) 0.3034(3) 0.0241(9) Uani 1 1 d . . . . .
H6A H 0.100874 -0.414196 0.249906 0.029 Uiso 1 1 calc R U . . .
H6B H 0.090358 -0.417832 0.344826 0.029 Uiso 1 1 calc R U . . .
C7 C 0.14246(10) -0.3744(3) 0.3264(3) 0.0243(9) Uani 1 1 d . . . . .
H7A H 0.145652 -0.38281 0.385763 0.029 Uiso 1 1 calc R U . . .
H7B H 0.155637 -0.436876 0.298169 0.029 Uiso 1 1 calc R U . . .
N2 N 0.15304(7) -0.2572(3) 0.2981(2) 0.0161(7) Uani 1 1 d . . . . .
C11 C 0.06098(8) -0.2123(3) 0.3190(3) 0.0159(7) Uani 1 1 d . . . . .
C12 C 0.03709(10) -0.2047(3) 0.2549(3) 0.0199(8) Uani 1 1 d . . . . .
C13 C 0.00303(10) -0.1720(4) 0.2754(3) 0.0257(10) Uani 1 1 d . . . . .
H13 H -0.014027 -0.165681 0.233863 0.031 Uiso 1 1 calc R U . . .
C14 C -0.00613(10) -0.1490(4) 0.3541(3) 0.0282(10) Uani 1 1 d . . . . .
H14 H -0.029308 -0.125691 0.36624 0.034 Uiso 1 1 calc R U . . .
C15 C 0.01787(10) -0.1591(4) 0.4163(3) 0.0249(9) Uani 1 1 d . . . . .
H15 H 0.011017 -0.142862 0.47055 0.03 Uiso 1 1 calc R U . . .
C16 C 0.05207(10) -0.1929(3) 0.4000(3) 0.0194(8) Uani 1 1 d . . . . .
C17 C 0.04657(11) -0.2324(4) 0.1678(3) 0.0237(9) Uani 1 1 d . . . . .
H17 H 0.072544 -0.236104 0.164052 0.028 Uiso 1 1 calc R U . . .
C18 C 0.03397(12) -0.1388(4) 0.1089(3) 0.0312(11) Uani 1 1 d . . . . .
H18A H 0.008449 -0.137779 0.108169 0.047 Uiso 1 1 calc R U . . .
H18B H 0.042695 -0.156188 0.054243 0.047 Uiso 1 1 calc R U . . .
H18C H 0.04266 -0.062136 0.126283 0.047 Uiso 1 1 calc R U . . .
C19 C 0.03213(12) -0.3527(4) 0.1439(3) 0.0327(11) Uani 1 1 d . . . . .
H19A H 0.040369 -0.411739 0.18264 0.049 Uiso 1 1 calc R U . . .
H19B H 0.040182 -0.373012 0.089213 0.049 Uiso 1 1 calc R U . . .
H19C H 0.006619 -0.350376 0.14468 0.049 Uiso 1 1 calc R U . . .
C20 C 0.07777(10) -0.2054(4) 0.4694(3) 0.0202(9) Uani 1 1 d . . . . .
H20 H 0.098509 -0.248654 0.448246 0.024 Uiso 1 1 calc R U . . .
C21 C 0.09027(14) -0.0859(4) 0.4987(3) 0.0394(12) Uani 1 1 d . . . . .
H21A H 0.100397 -0.042675 0.453077 0.059 Uiso 1 1 calc R U . . .
H21B H 0.107923 -0.096417 0.541121 0.059 Uiso 1 1 calc R U . . .
H21C H 0.070522 -0.041906 0.520869 0.059 Uiso 1 1 calc R U . . .
C22 C 0.06291(12) -0.2761(4) 0.5404(3) 0.0287(10) Uani 1 1 d . . . . .
H22A H 0.044617 -0.230657 0.567427 0.043 Uiso 1 1 calc R U . . .
H22B H 0.081531 -0.293406 0.57934 0.043 Uiso 1 1 calc R U . . .
H22C H 0.053063 -0.349572 0.519984 0.043 Uiso 1 1 calc R U . . .
C23 C 0.18894(9) -0.2368(3) 0.2748(2) 0.0174(8) Uani 1 1 d . . . . .
C24 C 0.19826(9) -0.2560(3) 0.1933(3) 0.0197(8) Uani 1 1 d . . . . .
C25 C 0.23334(10) -0.2477(4) 0.1742(3) 0.0258(10) Uani 1 1 d . . . . .
H25 H 0.240634 -0.260854 0.119779 0.031 Uiso 1 1 calc R U . . .
C26 C 0.25772(10) -0.2210(4) 0.2321(3) 0.0322(11) Uani 1 1 d . . . . .
H26 H 0.281543 -0.214819 0.217098 0.039 Uiso 1 1 calc R U . . .
C27 C 0.24811(10) -0.2029(4) 0.3125(3) 0.0295(10) Uani 1 1 d . . . . .
H27 H 0.265325 -0.184205 0.35182 0.035 Uiso 1 1 calc R U . . .
C28 C 0.21321(10) -0.2122(4) 0.3356(3) 0.0210(9) Uani 1 1 d . . . . .
C29 C 0.17168(11) -0.2890(4) 0.1283(3) 0.0283(10) Uani 1 1 d . . . . .
H29 H 0.148692 -0.255035 0.144366 0.034 Uiso 1 1 calc R U . . .
C30 C 0.18083(12) -0.2423(5) 0.0445(3) 0.0334(11) Uani 1 1 d . . . . .
H30A H 0.18554 -0.158174 0.048053 0.05 Uiso 1 1 calc R U . . .
H30B H 0.161296 -0.255881 0.007376 0.05 Uiso 1 1 calc R U . . .
H30C H 0.201569 -0.28278 0.024099 0.05 Uiso 1 1 calc R U . . .
C31 C 0.16754(18) -0.4233(5) 0.1237(4) 0.0549(17) Uani 1 1 d . . . . .
H31A H 0.19015 -0.459118 0.111613 0.082 Uiso 1 1 calc R U . . .
H31B H 0.150919 -0.443267 0.08066 0.082 Uiso 1 1 calc R U . . .
H31C H 0.158916 -0.452802 0.175841 0.082 Uiso 1 1 calc R U . . .
C32 C 0.20368(10) -0.2057(4) 0.4247(3) 0.0245(9) Uani 1 1 d . . . . .
H32 H 0.177906 -0.194397 0.428774 0.029 Uiso 1 1 calc R U . . .
C33 C 0.22130(12) -0.1044(5) 0.4686(3) 0.0342(11) Uani 1 1 d . . . . .
H33A H 0.246606 -0.115485 0.467366 0.051 Uiso 1 1 calc R U . . .
H33B H 0.213303 -0.10188 0.525062 0.051 Uiso 1 1 calc R U . . .
H33C H 0.215334 -0.030737 0.441453 0.051 Uiso 1 1 calc R U . . .
C34 C 0.21294(13) -0.3215(5) 0.4667(3) 0.0366(12) Uani 1 1 d . . . . .
H34A H 0.201476 -0.386321 0.438388 0.055 Uiso 1 1 calc R U . . .
H34B H 0.205016 -0.319171 0.523305 0.055 Uiso 1 1 calc R U . . .
H34C H 0.238228 -0.332844 0.465331 0.055 Uiso 1 1 calc R U . . .
Cl1 Cl 0.03548(4) 0.45599(13) 0.40558(10) 0.0499(4) Uani 1 1 d . . . . .
C35 C 0 0.5 0.3463(5) 0.059(2) Uani 1 2 d S T P . .
H35A H -0.007217 0.43429 0.310934 0.071 Uiso 0.5 1 calc R U P . .
H35B H 0.007218 0.565713 0.310937 0.071 Uiso 0.5 1 calc R U P . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 O1 1.150(5) . ?
C1 Mn1 1.802(4) . ?
C2 O2 1.155(5) . ?
C2 Mn1 1.809(4) . ?
C3 O3 1.159(5) . ?
C3 Mn1 1.774(5) . ?
Mn1 S1 2.2763(11) . ?
Mn1 S2 2.2764(10) . ?
Mn1 Mn2 2.7003(8) . ?
C8 O8 1.151(5) . ?
C8 Mn2 1.810(4) . ?
C9 O9 1.150(5) . ?
C9 Mn2 1.809(5) . ?
C10 O10 1.159(5) . ?
C10 Mn2 1.791(4) . ?
Mn2 C4 2.081(4) . ?
Mn2 S2 2.3191(11) . ?
Mn2 S1 2.3340(11) . ?
S1 C4 1.767(4) . ?
S2 C4 1.773(4) . ?
C4 C5 1.428(5) . ?
C5 N2 1.335(5) . ?
C5 N1 1.349(4) . ?
N1 C11 1.444(4) . ?
N1 C6 1.473(5) . ?
C6 C7 1.507(5) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 N2 1.475(5) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
N2 C23 1.450(5) . ?
C11 C16 1.395(6) . ?
C11 C12 1.400(6) . ?
C12 C13 1.401(6) . ?
C12 C17 1.514(6) . ?
C13 C14 1.368(6) . ?
C13 H13 0.95 . ?
C14 C15 1.381(6) . ?
C14 H14 0.95 . ?
C15 C16 1.394(6) . ?
C15 H15 0.95 . ?
C16 C20 1.517(6) . ?
C17 C18 1.523(6) . ?
C17 C19 1.533(6) . ?
C17 H17 1 . ?
C18 H18A 0.98 . ?
C18 H18B 0.98 . ?
C18 H18C 0.98 . ?
C19 H19A 0.98 . ?
C19 H19B 0.98 . ?
C19 H19C 0.98 . ?
C20 C21 1.525(6) . ?
C20 C22 1.531(6) . ?
C20 H20 1 . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 C28 1.396(6) . ?
C23 C24 1.406(6) . ?
C24 C25 1.386(6) . ?
C24 C29 1.526(6) . ?
C25 C26 1.371(6) . ?
C25 H25 0.95 . ?
C26 C27 1.388(7) . ?
C26 H26 0.95 . ?
C27 C28 1.397(5) . ?
C27 H27 0.95 . ?
C28 C32 1.514(6) . ?
C29 C30 1.520(7) . ?
C29 C31 1.544(7) . ?
C29 H29 1 . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
C32 C33 1.522(6) . ?
C32 C34 1.535(7) . ?
C32 H32 1 . ?
C33 H33A 0.98 . ?
C33 H33B 0.98 . ?
C33 H33C 0.98 . ?
C34 H34A 0.98 . ?
C34 H34B 0.98 . ?
C34 H34C 0.98 . ?
Cl1 C35 1.749(5) . ?
C35 H35A 0.99 . ?
C35 H35B 0.99 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Mn1 178.3(3) . . ?
O2 C2 Mn1 178.2(4) . . ?
O3 C3 Mn1 178.9(4) . . ?
C3 Mn1 C1 91.34(19) . . ?
C3 Mn1 C2 93.52(19) . . ?
C1 Mn1 C2 90.57(17) . . ?
C3 Mn1 S1 104.92(13) . . ?
C1 Mn1 S1 162.57(13) . . ?
C2 Mn1 S1 94.57(13) . . ?
C3 Mn1 S2 104.52(13) . . ?
C1 Mn1 S2 94.59(12) . . ?
C2 Mn1 S2 161.08(14) . . ?
S1 Mn1 S2 75.53(4) . . ?
C3 Mn1 Mn2 152.15(13) . . ?
C1 Mn1 Mn2 107.42(13) . . ?
C2 Mn1 Mn2 106.35(14) . . ?
S1 Mn1 Mn2 55.15(3) . . ?
S2 Mn1 Mn2 54.75(3) . . ?
O8 C8 Mn2 174.4(4) . . ?
O9 C9 Mn2 176.8(4) . . ?
O10 C10 Mn2 175.2(4) . . ?
C10 Mn2 C9 91.8(2) . . ?
C10 Mn2 C8 89.33(18) . . ?
C9 Mn2 C8 92.05(19) . . ?
C10 Mn2 C4 148.49(17) . . ?
C9 Mn2 C4 108.89(17) . . ?
C8 Mn2 C4 112.59(16) . . ?
C10 Mn2 S2 112.70(14) . . ?
C9 Mn2 S2 155.06(14) . . ?
C8 Mn2 S2 92.54(14) . . ?
C4 Mn2 S2 47.14(10) . . ?
C10 Mn2 S1 110.05(13) . . ?
C9 Mn2 S1 94.47(13) . . ?
C8 Mn2 S1 159.29(13) . . ?
C4 Mn2 S1 46.74(10) . . ?
S2 Mn2 S1 73.62(4) . . ?
C10 Mn2 Mn1 75.50(14) . . ?
C9 Mn2 Mn1 135.27(13) . . ?
C8 Mn2 Mn1 129.62(14) . . ?
C4 Mn2 Mn1 73.07(10) . . ?
S2 Mn2 Mn1 53.28(3) . . ?
S1 Mn2 Mn1 53.16(3) . . ?
C4 S1 Mn1 90.35(12) . . ?
C4 S1 Mn2 59.09(12) . . ?
Mn1 S1 Mn2 71.70(3) . . ?
C4 S2 Mn1 90.18(12) . . ?
C4 S2 Mn2 59.37(13) . . ?
Mn1 S2 Mn2 71.97(3) . . ?
C5 C4 S1 126.3(3) . . ?
C5 C4 S2 125.0(3) . . ?
S1 C4 S2 103.94(19) . . ?
C5 C4 Mn2 135.6(3) . . ?
S1 C4 Mn2 74.18(14) . . ?
S2 C4 Mn2 73.49(13) . . ?
N2 C5 N1 109.7(3) . . ?
N2 C5 C4 125.5(3) . . ?
N1 C5 C4 124.8(3) . . ?
C5 N1 C11 129.2(3) . . ?
C5 N1 C6 110.1(3) . . ?
C11 N1 C6 119.9(3) . . ?
N1 C6 C7 102.0(3) . . ?
N1 C6 H6A 111.4 . . ?
C7 C6 H6A 111.4 . . ?
N1 C6 H6B 111.4 . . ?
C7 C6 H6B 111.4 . . ?
H6A C6 H6B 109.2 . . ?
N2 C7 C6 101.6(3) . . ?
N2 C7 H7A 111.4 . . ?
C6 C7 H7A 111.4 . . ?
N2 C7 H7B 111.4 . . ?
C6 C7 H7B 111.4 . . ?
H7A C7 H7B 109.3 . . ?
C5 N2 C23 130.1(3) . . ?
C5 N2 C7 110.2(3) . . ?
C23 N2 C7 119.4(3) . . ?
C16 C11 C12 123.3(3) . . ?
C16 C11 N1 118.5(3) . . ?
C12 C11 N1 118.0(4) . . ?
C11 C12 C13 116.5(4) . . ?
C11 C12 C17 122.9(3) . . ?
C13 C12 C17 120.6(4) . . ?
C14 C13 C12 121.3(4) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 120.9(4) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C16 120.6(4) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C11 117.3(4) . . ?
C15 C16 C20 119.6(4) . . ?
C11 C16 C20 123.1(3) . . ?
C12 C17 C18 112.3(4) . . ?
C12 C17 C19 110.1(4) . . ?
C18 C17 C19 110.6(4) . . ?
C12 C17 H17 107.9 . . ?
C18 C17 H17 107.9 . . ?
C19 C17 H17 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 C21 111.0(4) . . ?
C16 C20 C22 112.5(3) . . ?
C21 C20 C22 110.4(4) . . ?
C16 C20 H20 107.6 . . ?
C21 C20 H20 107.6 . . ?
C22 C20 H20 107.6 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 123.1(3) . . ?
C28 C23 N2 118.5(4) . . ?
C24 C23 N2 118.0(3) . . ?
C25 C24 C23 116.9(4) . . ?
C25 C24 C29 120.5(4) . . ?
C23 C24 C29 122.5(3) . . ?
C26 C25 C24 121.4(4) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 121.0(4) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
C26 C27 C28 120.2(4) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C23 C28 C27 117.4(4) . . ?
C23 C28 C32 122.9(3) . . ?
C27 C28 C32 119.5(4) . . ?
C30 C29 C24 113.2(4) . . ?
C30 C29 C31 109.2(4) . . ?
C24 C29 C31 110.4(4) . . ?
C30 C29 H29 107.9 . . ?
C24 C29 H29 107.9 . . ?
C31 C29 H29 107.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 C33 112.9(4) . . ?
C28 C32 C34 109.8(4) . . ?
C33 C32 C34 109.8(4) . . ?
C28 C32 H32 108.1 . . ?
C33 C32 H32 108.1 . . ?
C34 C32 H32 108.1 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
Cl1 C35 Cl1 112.2(4) . 2_565 ?
Cl1 C35 H35A 109.2 . . ?
Cl1 C35 H35A 109.2 2_565 . ?
Cl1 C35 H35B 109.2 . . ?
Cl1 C35 H35B 109.2 2_565 . ?
H35A C35 H35B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 S1 C4 C5 156.2(3) . . . . ?
Mn2 S1 C4 C5 -135.5(4) . . . . ?
Mn1 S1 C4 S2 -0.31(17) . . . . ?
Mn2 S1 C4 S2 68.00(15) . . . . ?
Mn1 S1 C4 Mn2 -68.30(8) . . . . ?
Mn1 S2 C4 C5 -156.6(3) . . . . ?
Mn2 S2 C4 C5 134.6(4) . . . . ?
Mn1 S2 C4 S1 0.31(17) . . . . ?
Mn2 S2 C4 S1 -68.49(15) . . . . ?
Mn1 S2 C4 Mn2 68.80(8) . . . . ?
S1 C4 C5 N2 168.3(3) . . . . ?
S2 C4 C5 N2 -39.9(5) . . . . ?
Mn2 C4 C5 N2 62.8(6) . . . . ?
S1 C4 C5 N1 -12.9(6) . . . . ?
S2 C4 C5 N1 138.9(3) . . . . ?
Mn2 C4 C5 N1 -118.4(4) . . . . ?
N2 C5 N1 C11 162.9(4) . . . . ?
C4 C5 N1 C11 -16.1(6) . . . . ?
N2 C5 N1 C6 -6.1(4) . . . . ?
C4 C5 N1 C6 174.9(4) . . . . ?
C5 N1 C6 C7 19.7(4) . . . . ?
C11 N1 C6 C7 -150.5(4) . . . . ?
N1 C6 C7 N2 -24.0(4) . . . . ?
N1 C5 N2 C23 163.5(4) . . . . ?
C4 C5 N2 C23 -17.5(6) . . . . ?
N1 C5 N2 C7 -11.0(4) . . . . ?
C4 C5 N2 C7 168.0(4) . . . . ?
C6 C7 N2 C5 22.6(4) . . . . ?
C6 C7 N2 C23 -152.7(4) . . . . ?
C5 N1 C11 C16 -82.4(5) . . . . ?
C6 N1 C11 C16 85.6(4) . . . . ?
C5 N1 C11 C12 102.3(5) . . . . ?
C6 N1 C11 C12 -89.7(4) . . . . ?
C16 C11 C12 C13 2.2(6) . . . . ?
N1 C11 C12 C13 177.2(3) . . . . ?
C16 C11 C12 C17 -176.5(4) . . . . ?
N1 C11 C12 C17 -1.4(5) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?
C17 C12 C13 C14 178.6(4) . . . . ?
C12 C13 C14 C15 -1.0(7) . . . . ?
C13 C14 C15 C16 0.1(7) . . . . ?
C14 C15 C16 C11 1.8(6) . . . . ?
C14 C15 C16 C20 -178.9(4) . . . . ?
C12 C11 C16 C15 -3.0(6) . . . . ?
N1 C11 C16 C15 -178.1(3) . . . . ?
C12 C11 C16 C20 177.8(4) . . . . ?
N1 C11 C16 C20 2.7(5) . . . . ?
C11 C12 C17 C18 -132.5(4) . . . . ?
C13 C12 C17 C18 48.9(5) . . . . ?
C11 C12 C17 C19 103.8(4) . . . . ?
C13 C12 C17 C19 -74.9(5) . . . . ?
C15 C16 C20 C21 -76.5(5) . . . . ?
C11 C16 C20 C21 102.7(5) . . . . ?
C15 C16 C20 C22 47.7(5) . . . . ?
C11 C16 C20 C22 -133.1(4) . . . . ?
C5 N2 C23 C28 103.0(5) . . . . ?
C7 N2 C23 C28 -82.9(5) . . . . ?
C5 N2 C23 C24 -84.2(5) . . . . ?
C7 N2 C23 C24 89.9(5) . . . . ?
C28 C23 C24 C25 -1.0(6) . . . . ?
N2 C23 C24 C25 -173.5(3) . . . . ?
C28 C23 C24 C29 176.7(4) . . . . ?
N2 C23 C24 C29 4.2(6) . . . . ?
C23 C24 C25 C26 -0.6(6) . . . . ?
C29 C24 C25 C26 -178.3(4) . . . . ?
C24 C25 C26 C27 0.9(7) . . . . ?
C25 C26 C27 C28 0.2(7) . . . . ?
C24 C23 C28 C27 2.1(6) . . . . ?
N2 C23 C28 C27 174.5(3) . . . . ?
C24 C23 C28 C32 -172.6(4) . . . . ?
N2 C23 C28 C32 -0.1(6) . . . . ?
C26 C27 C28 C23 -1.7(6) . . . . ?
C26 C27 C28 C32 173.2(4) . . . . ?
C25 C24 C29 C30 -34.2(6) . . . . ?
C23 C24 C29 C30 148.1(4) . . . . ?
C25 C24 C29 C31 88.5(5) . . . . ?
C23 C24 C29 C31 -89.1(5) . . . . ?
C23 C28 C32 C33 -138.4(4) . . . . ?
C27 C28 C32 C33 47.1(5) . . . . ?
C23 C28 C32 C34 98.8(4) . . . . ?
C27 C28 C32 C34 -75.8(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C6 H6B Cl1 0.99 2.74 3.675(4) 157.2 1_545
C7 H7B O1 0.99 2.44 3.148(5) 127.8 1_545

####################################################################### 
# 
# 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_TOBE044C
_audit_block_doi                 10.5517/ccdc.csd.cc1n47rs
_database_code_depnum_ccdc_archive 'CCDC 1523425'
_audit_update_record             
;
2016-12-19 deposited with the CCDC.
2017-01-13 downloaded from the CCDC.
;

_audit_creation_date             2016-12-19T11:01:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C25 H26 Br Mn N2 O3 S2 '
_chemical_formula_sum            'C25 H26 Br Mn N2 O3 S2'
_chemical_formula_weight         601.45

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.2293(11)
_cell_length_b                   10.2810(7)
_cell_length_c                   16.2491(12)
_cell_angle_alpha                90
_cell_angle_beta                 104.615(2)
_cell_angle_gamma                90
_cell_volume                     2623.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1695
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      20.79
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1224

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_absorpt_correction_T_min  0.6472
_exptl_absorpt_correction_T_max  0.8372
_shelx_estimated_absorpt_T_min   0.732
_shelx_estimated_absorpt_T_max   0.957

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'BRUKER APPEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_unetI/netI     0.1073
_diffrn_reflns_number            14586
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.367
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_coverage         0
_reflns_number_total             4788
_reflns_number_gt                2947
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX2 (BRUKER AXS, 2005)'
_computing_cell_refinement       'APPEX2 (BRUKER AXS, 2005)'
_computing_data_reduction        'APPEX2 (BRUKER AXS, 2005)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²+0.6583P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4788
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1229
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   1.01
_refine_ls_restrained_S_all      1.01
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.11

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Br Br -0.2901 2.4595 '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'

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
C1 C 0.7423(4) 0.6620(6) 0.4208(4) 0.0286(15) Uani 1 1 d . . . . .
O1 O 0.7124(2) 0.7609(4) 0.4173(3) 0.0356(11) Uani 1 1 d . . . . .
C2 C 0.8515(4) 0.5386(5) 0.3536(4) 0.0245(14) Uani 1 1 d . . . . .
O2 O 0.8916(3) 0.5687(4) 0.3073(3) 0.0328(10) Uani 1 1 d . . . . .
C3 C 0.8783(4) 0.5384(5) 0.5137(4) 0.0320(15) Uani 1 1 d . . . . .
O3 O 0.9370(3) 0.5649(4) 0.5683(3) 0.0444(12) Uani 1 1 d . . . . .
Mn1 Mn 0.78891(5) 0.49994(8) 0.42736(6) 0.0222(2) Uani 1 1 d . . . . .
Br1 Br 0.66161(4) 0.44694(6) 0.30541(4) 0.02987(19) Uani 1 1 d . . . . .
S1 S 0.82091(9) 0.27110(13) 0.44409(9) 0.0235(4) Uani 1 1 d . . . . .
S2 S 0.70978(9) 0.41628(13) 0.51886(10) 0.0244(4) Uani 1 1 d . . . . .
N1 N 0.6431(3) 0.1235(4) 0.5317(3) 0.0176(10) Uani 1 1 d . . . . .
C4 C 0.7519(3) 0.2728(5) 0.5045(3) 0.0191(13) Uani 1 1 d . . . . .
C5 C 0.7238(3) 0.1526(5) 0.5406(3) 0.0147(12) Uani 1 1 d . . . . .
C6 C 0.6345(3) -0.0030(5) 0.5732(4) 0.0228(13) Uani 1 1 d . . . . .
H6A H 0.605767 -0.068505 0.530969 0.027 Uiso 1 1 calc R U . . .
H6B H 0.602335 0.007062 0.617074 0.027 Uiso 1 1 calc R U . . .
C7 C 0.7268(3) -0.0404(5) 0.6128(3) 0.0198(13) Uani 1 1 d . . . . .
H7A H 0.738731 -0.043166 0.67565 0.024 Uiso 1 1 calc R U . . .
H7B H 0.740324 -0.126216 0.591923 0.024 Uiso 1 1 calc R U . . .
N2 N 0.7761(3) 0.0639(4) 0.5849(3) 0.0173(10) Uani 1 1 d . . . . .
C8 C 0.5692(3) 0.1860(5) 0.4785(3) 0.0178(12) Uani 1 1 d . . . . .
C9 C 0.5491(3) 0.1618(5) 0.3901(4) 0.0207(13) Uani 1 1 d . . . . .
C10 C 0.4762(3) 0.2223(5) 0.3410(3) 0.0200(13) Uani 1 1 d . . . . .
H10 H 0.460782 0.20783 0.281323 0.024 Uiso 1 1 calc R U . . .
C11 C 0.4256(3) 0.3025(5) 0.3761(4) 0.0206(13) Uani 1 1 d . . . . .
C12 C 0.4478(3) 0.3227(5) 0.4631(4) 0.0219(13) Uani 1 1 d . . . . .
H12 H 0.41311 0.377544 0.487406 0.026 Uiso 1 1 calc R U . . .
C13 C 0.5195(3) 0.2648(5) 0.5162(3) 0.0211(13) Uani 1 1 d . . . . .
C14 C 0.6023(3) 0.0772(5) 0.3495(4) 0.0269(14) Uani 1 1 d . . . . .
H14A H 0.648003 0.129123 0.336308 0.04 Uiso 1 1 calc R U . . .
H14B H 0.566712 0.040178 0.296841 0.04 Uiso 1 1 calc R U . . .
H14C H 0.627137 0.006784 0.388508 0.04 Uiso 1 1 calc R U . . .
C15 C 0.3463(3) 0.3638(6) 0.3201(4) 0.0305(15) Uani 1 1 d . . . . .
H15A H 0.357726 0.454988 0.309456 0.046 Uiso 1 1 calc R U . . .
H15B H 0.29988 0.359034 0.348621 0.046 Uiso 1 1 calc R U . . .
H15C H 0.329806 0.316875 0.265876 0.046 Uiso 1 1 calc R U . . .
C16 C 0.5403(3) 0.2885(5) 0.6109(4) 0.0271(14) Uani 1 1 d . . . . .
H16A H 0.59999 0.315179 0.630973 0.041 Uiso 1 1 calc R U . . .
H16B H 0.531069 0.208328 0.639915 0.041 Uiso 1 1 calc R U . . .
H16C H 0.503396 0.357338 0.623158 0.041 Uiso 1 1 calc R U . . .
C17 C 0.8669(3) 0.0778(5) 0.6210(3) 0.0209(13) Uani 1 1 d . . . . .
C18 C 0.9213(3) -0.0047(5) 0.5928(4) 0.0277(14) Uani 1 1 d . . . . .
C19 C 1.0080(4) 0.0091(6) 0.6306(4) 0.0360(17) Uani 1 1 d . . . . .
H19 H 1.047247 -0.045041 0.612073 0.043 Uiso 1 1 calc R U . . .
C20 C 1.0386(4) 0.0988(6) 0.6939(5) 0.042(2) Uani 1 1 d . . . . .
C21 C 0.9824(4) 0.1776(6) 0.7195(4) 0.0344(17) Uani 1 1 d . . . . .
H21 H 1.003782 0.240604 0.762372 0.041 Uiso 1 1 calc R U . . .
C22 C 0.8947(3) 0.1692(5) 0.6854(4) 0.0239(14) Uani 1 1 d . . . . .
C23 C 0.8891(4) -0.1046(6) 0.5252(4) 0.0352(16) Uani 1 1 d . . . . .
H23A H 0.847333 -0.064632 0.477695 0.053 Uiso 1 1 calc R U . . .
H23B H 0.862209 -0.175985 0.548744 0.053 Uiso 1 1 calc R U . . .
H23C H 0.936868 -0.138611 0.504836 0.053 Uiso 1 1 calc R U . . .
C24 C 1.1341(4) 0.1112(7) 0.7353(5) 0.063(3) Uani 1 1 d . . . . .
H24A H 1.166306 0.072342 0.697992 0.094 Uiso 1 1 calc R U . . .
H24B H 1.147817 0.065863 0.790098 0.094 Uiso 1 1 calc R U . . .
H24C H 1.149186 0.203325 0.744252 0.094 Uiso 1 1 calc R U . . .
C25 C 0.8349(4) 0.2503(6) 0.7199(4) 0.0328(16) Uani 1 1 d . . . . .
H25A H 0.808439 0.315826 0.677739 0.049 Uiso 1 1 calc R U . . .
H25B H 0.866418 0.293647 0.772119 0.049 Uiso 1 1 calc R U . . .
H25C H 0.790703 0.194591 0.732615 0.049 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 O1 1.122(6) . ?
C1 Mn1 1.822(6) . ?
C2 O2 1.155(7) . ?
C2 Mn1 1.800(7) . ?
C3 O3 1.159(7) . ?
C3 Mn1 1.789(6) . ?
Mn1 S2 2.3585(17) . ?
Mn1 S1 2.4099(16) . ?
Mn1 Br1 2.5350(10) . ?
S1 C4 1.666(5) . ?
S2 C4 1.667(5) . ?
N1 C5 1.316(6) . ?
N1 C8 1.441(6) . ?
N1 C6 1.487(6) . ?
C4 C5 1.487(7) . ?
C5 N2 1.327(6) . ?
C6 C7 1.524(7) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C7 N2 1.476(6) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
N2 C17 1.449(6) . ?
C8 C13 1.389(7) . ?
C8 C9 1.412(7) . ?
C9 C10 1.395(7) . ?
C9 C14 1.492(7) . ?
C10 C11 1.385(7) . ?
C10 H10 0.95 . ?
C11 C12 1.384(8) . ?
C11 C15 1.514(7) . ?
C12 C13 1.395(7) . ?
C12 H12 0.95 . ?
C13 C16 1.509(7) . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C18 1.382(8) . ?
C17 C22 1.395(7) . ?
C18 C19 1.394(7) . ?
C18 C23 1.499(8) . ?
C19 C20 1.378(9) . ?
C19 H19 0.95 . ?
C20 C21 1.362(9) . ?
C20 C24 1.530(8) . ?
C21 C22 1.394(7) . ?
C21 H21 0.95 . ?
C22 C25 1.491(8) . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Mn1 178.8(5) . . ?
O2 C2 Mn1 177.2(5) . . ?
O3 C3 Mn1 178.4(6) . . ?
C3 Mn1 C2 89.5(3) . . ?
C3 Mn1 C1 95.0(3) . . ?
C2 Mn1 C1 93.1(2) . . ?
C3 Mn1 S2 92.8(2) . . ?
C2 Mn1 S2 171.37(18) . . ?
C1 Mn1 S2 94.95(19) . . ?
C3 Mn1 S1 91.04(18) . . ?
C2 Mn1 S1 98.58(17) . . ?
C1 Mn1 S1 166.89(18) . . ?
S2 Mn1 S1 73.09(5) . . ?
C3 Mn1 Br1 179.5(2) . . ?
C2 Mn1 Br1 90.69(18) . . ?
C1 Mn1 Br1 84.62(18) . . ?
S2 Mn1 Br1 87.05(5) . . ?
S1 Mn1 Br1 89.33(4) . . ?
C4 S1 Mn1 84.18(19) . . ?
C4 S2 Mn1 85.8(2) . . ?
C5 N1 C8 128.3(4) . . ?
C5 N1 C6 110.7(4) . . ?
C8 N1 C6 120.2(4) . . ?
C5 C4 S1 122.8(4) . . ?
C5 C4 S2 120.2(4) . . ?
S1 C4 S2 116.9(3) . . ?
N1 C5 N2 112.7(4) . . ?
N1 C5 C4 122.8(4) . . ?
N2 C5 C4 124.5(4) . . ?
N1 C6 C7 102.6(4) . . ?
N1 C6 H6A 111.3 . . ?
C7 C6 H6A 111.3 . . ?
N1 C6 H6B 111.3 . . ?
C7 C6 H6B 111.3 . . ?
H6A C6 H6B 109.2 . . ?
N2 C7 C6 103.8(4) . . ?
N2 C7 H7A 111 . . ?
C6 C7 H7A 111 . . ?
N2 C7 H7B 111 . . ?
C6 C7 H7B 111 . . ?
H7A C7 H7B 109 . . ?
C5 N2 C17 126.7(4) . . ?
C5 N2 C7 110.1(4) . . ?
C17 N2 C7 121.4(4) . . ?
C13 C8 C9 122.7(5) . . ?
C13 C8 N1 118.9(5) . . ?
C9 C8 N1 118.3(5) . . ?
C10 C9 C8 116.6(5) . . ?
C10 C9 C14 120.5(5) . . ?
C8 C9 C14 122.9(5) . . ?
C11 C10 C9 122.4(5) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C12 C11 C10 118.8(5) . . ?
C12 C11 C15 120.9(5) . . ?
C10 C11 C15 120.2(5) . . ?
C11 C12 C13 121.9(5) . . ?
C11 C12 H12 119 . . ?
C13 C12 H12 119 . . ?
C8 C13 C12 117.5(5) . . ?
C8 C13 C16 122.6(5) . . ?
C12 C13 C16 119.9(5) . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 123.3(5) . . ?
C18 C17 N2 118.4(5) . . ?
C22 C17 N2 118.2(5) . . ?
C17 C18 C19 116.8(6) . . ?
C17 C18 C23 122.0(5) . . ?
C19 C18 C23 121.2(5) . . ?
C20 C19 C18 122.1(6) . . ?
C20 C19 H19 119 . . ?
C18 C19 H19 119 . . ?
C21 C20 C19 118.9(5) . . ?
C21 C20 C24 119.9(7) . . ?
C19 C20 C24 121.2(7) . . ?
C20 C21 C22 122.5(6) . . ?
C20 C21 H21 118.7 . . ?
C22 C21 H21 118.7 . . ?
C21 C22 C17 116.4(5) . . ?
C21 C22 C25 120.8(5) . . ?
C17 C22 C25 122.8(5) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 S1 C4 C5 174.2(4) . . . . ?
Mn1 S1 C4 S2 -2.2(3) . . . . ?
Mn1 S2 C4 C5 -174.2(4) . . . . ?
Mn1 S2 C4 S1 2.2(3) . . . . ?
C8 N1 C5 N2 -170.6(5) . . . . ?
C6 N1 C5 N2 -1.0(6) . . . . ?
C8 N1 C5 C4 9.5(8) . . . . ?
C6 N1 C5 C4 179.2(5) . . . . ?
S1 C4 C5 N1 -128.3(5) . . . . ?
S2 C4 C5 N1 47.9(7) . . . . ?
S1 C4 C5 N2 51.9(7) . . . . ?
S2 C4 C5 N2 -131.9(5) . . . . ?
C5 N1 C6 C7 2.8(6) . . . . ?
C8 N1 C6 C7 173.4(4) . . . . ?
N1 C6 C7 N2 -3.3(5) . . . . ?
N1 C5 N2 C17 -166.4(5) . . . . ?
C4 C5 N2 C17 13.4(8) . . . . ?
N1 C5 N2 C7 -1.4(6) . . . . ?
C4 C5 N2 C7 178.4(5) . . . . ?
C6 C7 N2 C5 3.1(6) . . . . ?
C6 C7 N2 C17 169.0(5) . . . . ?
C5 N1 C8 C13 -106.2(6) . . . . ?
C6 N1 C8 C13 85.1(6) . . . . ?
C5 N1 C8 C9 75.4(7) . . . . ?
C6 N1 C8 C9 -93.3(6) . . . . ?
C13 C8 C9 C10 0.5(8) . . . . ?
N1 C8 C9 C10 178.9(4) . . . . ?
C13 C8 C9 C14 -180.0(5) . . . . ?
N1 C8 C9 C14 -1.6(7) . . . . ?
C8 C9 C10 C11 0.2(7) . . . . ?
C14 C9 C10 C11 -179.3(5) . . . . ?
C9 C10 C11 C12 -0.5(8) . . . . ?
C9 C10 C11 C15 -178.9(5) . . . . ?
C10 C11 C12 C13 0.1(8) . . . . ?
C15 C11 C12 C13 178.5(5) . . . . ?
C9 C8 C13 C12 -0.8(8) . . . . ?
N1 C8 C13 C12 -179.2(4) . . . . ?
C9 C8 C13 C16 178.9(5) . . . . ?
N1 C8 C13 C16 0.5(7) . . . . ?
C11 C12 C13 C8 0.5(8) . . . . ?
C11 C12 C13 C16 -179.2(5) . . . . ?
C5 N2 C17 C18 -118.1(6) . . . . ?
C7 N2 C17 C18 78.4(7) . . . . ?
C5 N2 C17 C22 65.1(7) . . . . ?
C7 N2 C17 C22 -98.4(6) . . . . ?
C22 C17 C18 C19 -1.6(8) . . . . ?
N2 C17 C18 C19 -178.3(5) . . . . ?
C22 C17 C18 C23 178.2(5) . . . . ?
N2 C17 C18 C23 1.5(8) . . . . ?
C17 C18 C19 C20 1.0(9) . . . . ?
C23 C18 C19 C20 -178.9(6) . . . . ?
C18 C19 C20 C21 -0.8(9) . . . . ?
C18 C19 C20 C24 179.2(6) . . . . ?
C19 C20 C21 C22 1.3(9) . . . . ?
C24 C20 C21 C22 -178.7(5) . . . . ?
C20 C21 C22 C17 -1.8(8) . . . . ?
C20 C21 C22 C25 175.3(6) . . . . ?
C18 C17 C22 C21 2.0(8) . . . . ?
N2 C17 C22 C21 178.7(4) . . . . ?
C18 C17 C22 C25 -175.0(5) . . . . ?
N2 C17 C22 C25 1.7(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
C7 H7A Br1 0.99 2.88 3.675(6) 137.4 4_566

