# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ev_248m

_database_code_depnum_ccdc_archive 'CCDC 2476381'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-29 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT934_ev_248m             
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          2 Check 
RESPONSE: Shelxl lst-file does not list any! Poor reflection profiles may have 
lead to outliers.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H20 N2 O3 S2 Se2'
_chemical_formula_weight         666.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   5.7891(7)
_cell_length_b                   14.1638(17)
_cell_length_c                   32.308(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.605(5)
_cell_angle_gamma                90
_cell_volume                     2640.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9591
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      80.46

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.038
_exptl_absorpt_coefficient_mu    5.274
_shelx_estimated_absorpt_T_min   0.199
_shelx_estimated_absorpt_T_max   0.825
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.14
_exptl_absorpt_correction_T_max  0.45
_exptl_absorpt_process_details   'SADABS, Blessing, Acta Cryst 1995 A51 33-38'
_exptl_absorpt_special_details   
;
 Crystal faces:

     H       K       L      d(mm)

   0.000   1.000   1.000   0.10300
  -1.000   1.000   0.000   0.17100
  -1.000  -1.000  -1.000   0.17000
   0.000   1.000   0.000   0.11000
   1.000  -1.000   1.000   0.20500
   0.000  -1.000   1.000   0.07100
  -1.000   0.000   0.000   0.17100
   1.000   0.000   0.000   0.22400
   0.000   0.000  -1.000   0.01900
   0.000   0.000   1.000   0.01400
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture (Photon II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            70710
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.744
_diffrn_reflns_theta_max         83.223
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5619
_reflns_number_gt                5065
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3(v2017.3-0)'
_computing_cell_refinement       'Bruker APEX3(v2017.3-0)'
_computing_data_reduction        'Bruker APEX3(v2017.3-0)'
_computing_structure_solution    'Bruker APEX3(v2017.3-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom. The OH hydrogen atoms were refined freely.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+33.0321P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5619
_refine_ls_number_parameters     353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1594
_refine_ls_wR_factor_gt          0.1522
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_restrained_S_all      1.196
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.47001(11) 0.20286(5) 0.23683(2) 0.02352(17) Uani 1 1 d . . . . .
Se2 Se 0.90170(11) 0.12835(5) 0.17964(2) 0.02493(17) Uani 1 1 d . . . . .
S1 S 0.3479(3) 0.51517(11) 0.13205(5) 0.0248(3) Uani 1 1 d . . . . .
S2 S 0.7531(3) 0.44910(12) 0.07845(5) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.7232(9) 0.8275(3) 0.09403(15) 0.0294(10) Uani 1 1 d . . . . .
H1 H 0.629(16) 0.820(7) 0.075(3) 0.05(3) Uiso 1 1 d . . . . .
O2 O 0.5689(9) 0.1724(4) -0.02432(15) 0.0329(11) Uani 1 1 d . . . . .
H2 H 0.488(14) 0.158(6) -0.009(3) 0.03(2) Uiso 1 1 d . . . . .
N1 N 1.1592(10) 0.2402(4) 0.09736(17) 0.0298(12) Uani 1 1 d . . . . .
N2 N 0.0970(10) 0.4109(4) 0.21878(18) 0.0319(13) Uani 1 1 d . . . . .
C1 C 0.5461(10) 0.2685(5) 0.18789(18) 0.0227(12) Uani 1 1 d . . . . .
C2 C 0.7231(10) 0.2388(4) 0.16450(19) 0.0222(12) Uani 1 1 d . . . . .
C3 C 0.7897(10) 0.2929(5) 0.13112(19) 0.0251(13) Uani 1 1 d . . . . .
C4 C 0.6752(10) 0.3775(5) 0.11963(19) 0.0239(13) Uani 1 1 d . . . . .
C5 C 0.4990(10) 0.4099(5) 0.14364(19) 0.0225(12) Uani 1 1 d . . . . .
C6 C 0.4356(10) 0.3537(4) 0.17728(18) 0.0211(12) Uani 1 1 d . . . . .
C7 C 0.4815(11) 0.0762(5) 0.21684(18) 0.0242(13) Uani 1 1 d . . . . .
C8 C 0.6545(11) 0.0460(5) 0.19262(18) 0.0242(13) Uani 1 1 d . . . . .
C9 C 0.6593(11) -0.0463(5) 0.17835(19) 0.0235(12) Uani 1 1 d . . . . .
H9 H 0.775526 -0.065833 0.161034 0.028 Uiso 1 1 calc R U . . .
C10 C 0.4929(11) -0.1099(5) 0.18959(19) 0.0249(13) Uani 1 1 d . . . . .
H10 H 0.496586 -0.173486 0.180305 0.030 Uiso 1 1 calc R U . . .
C11 C 0.3206(11) -0.0807(5) 0.21444(18) 0.0235(12) Uani 1 1 d . . . . .
H11 H 0.208647 -0.124673 0.222458 0.028 Uiso 1 1 calc R U . . .
C12 C 0.3121(11) 0.0125(5) 0.22754(18) 0.0249(13) Uani 1 1 d . . . . .
H12 H 0.191409 0.032814 0.243711 0.030 Uiso 1 1 calc R U . . .
C13 C 0.9910(11) 0.2635(4) 0.11100(19) 0.0226(12) Uani 1 1 d . . . . .
C14 C 0.2483(11) 0.3863(5) 0.20063(19) 0.0244(13) Uani 1 1 d . . . . .
C15 C 0.5779(11) 0.5995(5) 0.13850(19) 0.0257(13) Uani 1 1 d . . . . .
C16 C 0.5586(11) 0.6787(5) 0.11295(19) 0.0247(13) Uani 1 1 d . . . . .
H16 H 0.430991 0.685711 0.092797 0.030 Uiso 1 1 calc R U . . .
C17 C 0.7305(11) 0.7476(5) 0.11759(19) 0.0265(13) Uani 1 1 d . . . . .
C18 C 0.9181(11) 0.7366(5) 0.1469(2) 0.0286(14) Uani 1 1 d . . . . .
H18 H 1.036124 0.783311 0.149596 0.034 Uiso 1 1 calc R U . . .
C19 C 0.9324(12) 0.6577(5) 0.1721(2) 0.0286(14) Uani 1 1 d . . . . .
H19 H 1.059711 0.650723 0.192358 0.034 Uiso 1 1 calc R U . . .
C20 C 0.7628(11) 0.5890(5) 0.16817(19) 0.0283(14) Uani 1 1 d . . . . .
H20 H 0.772837 0.534949 0.185642 0.034 Uiso 1 1 calc R U . . .
C21 C 0.8152(11) 0.3695(5) 0.03844(19) 0.0245(13) Uani 1 1 d . . . . .
C22 C 0.6602(11) 0.2979(5) 0.02491(19) 0.0255(13) Uani 1 1 d . . . . .
H22 H 0.522952 0.287069 0.038474 0.031 Uiso 1 1 calc R U . . .
C23 C 0.7114(11) 0.2433(5) -0.00865(19) 0.0253(13) Uani 1 1 d . . . . .
C24 C 0.9098(11) 0.2611(5) -0.0294(2) 0.0298(15) Uani 1 1 d . . . . .
H24 H 0.942127 0.224017 -0.052762 0.036 Uiso 1 1 calc R U . . .
C25 C 1.0585(11) 0.3331(5) -0.0158(2) 0.0277(14) Uani 1 1 d . . . . .
H25 H 1.192351 0.345830 -0.030109 0.033 Uiso 1 1 calc R U . . .
C26 C 1.0138(11) 0.3869(5) 0.0185(2) 0.0274(14) Uani 1 1 d . . . . .
H26 H 1.118371 0.435204 0.028216 0.033 Uiso 1 1 calc R U . . .
O1_1 O 0.2672(9) 0.0857(4) 0.01808(16) 0.0411(13) Uani 1 1 d . . . . .
C2_1 C 0.1348(15) -0.0056(6) 0.0725(3) 0.045(2) Uani 1 1 d . . . . .
H2A_1 H 0.011223 -0.024493 0.051630 0.068 Uiso 1 1 calc R U . . .
H2B_1 H 0.068684 0.031954 0.094120 0.068 Uiso 1 1 calc R U . . .
H2C_1 H 0.209153 -0.062100 0.085006 0.068 Uiso 1 1 calc R U . . .
C3_1 C 0.5380(14) 0.0669(6) 0.0764(2) 0.0414(18) Uani 1 1 d . . . . .
H3A_1 H 0.608083 0.005644 0.083888 0.062 Uiso 1 1 calc R U . . .
H3B_1 H 0.514512 0.102585 0.101728 0.062 Uiso 1 1 calc R U . . .
H3C_1 H 0.640943 0.102395 0.059460 0.062 Uiso 1 1 calc R U . . .
C1_1 C 0.3104(12) 0.0519(5) 0.0523(2) 0.0319(15) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C7 1.909(7) . ?
Se1 C1 1.916(6) . ?
Se2 C2 1.917(6) . ?
Se2 C8 1.919(6) . ?
S1 C5 1.753(7) . ?
S1 C15 1.788(7) . ?
S2 C4 1.760(6) . ?
S2 C21 1.773(6) . ?
O1 C17 1.363(8) . ?
O2 C23 1.371(8) . ?
N1 C13 1.149(8) . ?
N2 C14 1.147(8) . ?
C1 C2 1.386(8) . ?
C1 C6 1.396(9) . ?
C2 C3 1.401(9) . ?
C3 C4 1.405(9) . ?
C3 C13 1.440(8) . ?
C4 C5 1.407(8) . ?
C5 C6 1.419(8) . ?
C6 C14 1.445(8) . ?
C7 C8 1.387(9) . ?
C7 C12 1.397(9) . ?
C8 C9 1.387(9) . ?
C9 C10 1.388(9) . ?
C10 C11 1.393(9) . ?
C11 C12 1.388(9) . ?
C15 C20 1.386(9) . ?
C15 C16 1.393(9) . ?
C16 C17 1.393(9) . ?
C17 C18 1.391(9) . ?
C18 C19 1.382(10) . ?
C19 C20 1.381(10) . ?
C21 C26 1.384(9) . ?
C21 C22 1.401(9) . ?
C22 C23 1.383(9) . ?
C23 C24 1.399(9) . ?
C24 C25 1.384(10) . ?
C25 C26 1.387(9) . ?
O1_1 C1_1 1.213(9) . ?
C2_1 C1_1 1.493(10) . ?
C3_1 C1_1 1.491(10) . ?

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
C7 Se1 C1 99.2(3) . . ?
C2 Se2 C8 99.0(3) . . ?
C5 S1 C15 100.9(3) . . ?
C4 S2 C21 105.3(3) . . ?
C2 C1 C6 118.2(6) . . ?
C2 C1 Se1 122.1(5) . . ?
C6 C1 Se1 119.4(4) . . ?
C1 C2 C3 121.0(6) . . ?
C1 C2 Se2 121.0(5) . . ?
C3 C2 Se2 117.8(5) . . ?
C2 C3 C4 121.0(6) . . ?
C2 C3 C13 118.2(6) . . ?
C4 C3 C13 120.6(6) . . ?
C3 C4 C5 118.7(6) . . ?
C3 C4 S2 123.1(5) . . ?
C5 C4 S2 118.0(5) . . ?
C4 C5 C6 118.8(6) . . ?
C4 C5 S1 122.1(5) . . ?
C6 C5 S1 119.0(5) . . ?
C1 C6 C5 122.1(5) . . ?
C1 C6 C14 119.7(5) . . ?
C5 C6 C14 118.1(6) . . ?
C8 C7 C12 119.5(6) . . ?
C8 C7 Se1 121.8(5) . . ?
C12 C7 Se1 118.6(5) . . ?
C9 C8 C7 120.9(6) . . ?
C9 C8 Se2 117.7(5) . . ?
C7 C8 Se2 121.3(5) . . ?
C8 C9 C10 119.4(6) . . ?
C9 C10 C11 120.1(6) . . ?
C12 C11 C10 120.2(6) . . ?
C11 C12 C7 119.7(6) . . ?
N1 C13 C3 175.7(7) . . ?
N2 C14 C6 178.7(8) . . ?
C20 C15 C16 121.1(6) . . ?
C20 C15 S1 122.4(5) . . ?
C16 C15 S1 116.5(5) . . ?
C17 C16 C15 118.6(6) . . ?
O1 C17 C18 117.4(6) . . ?
O1 C17 C16 122.1(6) . . ?
C18 C17 C16 120.4(6) . . ?
C19 C18 C17 119.9(6) . . ?
C20 C19 C18 120.5(6) . . ?
C19 C20 C15 119.5(6) . . ?
C26 C21 C22 121.2(6) . . ?
C26 C21 S2 116.8(5) . . ?
C22 C21 S2 121.7(5) . . ?
C23 C22 C21 118.5(6) . . ?
O2 C23 C22 122.6(6) . . ?
O2 C23 C24 116.6(6) . . ?
C22 C23 C24 120.7(6) . . ?
C25 C24 C23 119.7(6) . . ?
C24 C25 C26 120.5(6) . . ?
C21 C26 C25 119.3(6) . . ?
O1_1 C1_1 C3_1 121.9(7) . . ?
O1_1 C1_1 C2_1 121.1(7) . . ?
C3_1 C1_1 C2_1 117.0(7) . . ?

_refine_diff_density_max         1.233
_refine_diff_density_min         -1.186
_refine_diff_density_rms         0.157



####################################################################### 
# 
# 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_ms_021m

_database_code_depnum_ccdc_archive 'CCDC 2476383'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-29 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H4 Cl2 N2 Se2'
_chemical_formula_weight         429.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8604(5)
_cell_length_b                   8.7632(5)
_cell_length_c                   11.4837(7)
_cell_angle_alpha                93.4629(18)
_cell_angle_beta                 106.5299(16)
_cell_angle_gamma                112.5410(16)
_cell_volume                     687.45(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9137
_cell_measurement_theta_min      4.09
_cell_measurement_theta_max      79.82

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.073
_exptl_crystal_F_000             408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.042
_exptl_absorpt_coefficient_mu    10.208
_shelx_estimated_absorpt_T_min   0.329
_shelx_estimated_absorpt_T_max   0.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS, Blessing, Acta Cryst 1995 A51 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture (Photon II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            38573
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.091
_diffrn_reflns_theta_max         80.168
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2970
_reflns_number_gt                2838
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3(v2017.3-0)'
_computing_cell_refinement       'Bruker APEX3(v2017.3-0)'
_computing_data_reduction        'Bruker APEX3(v2017.3-0)'
_computing_structure_solution    'Bruker APEX3(v2017.3-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0252P)²+0.4301P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2970
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0176
_refine_ls_wR_factor_ref         0.0468
_refine_ls_wR_factor_gt          0.0462
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.35523(2) 0.30500(2) 0.09429(2) 0.01555(6) Uani 1 1 d . . . . .
Se2 Se 0.19168(2) 0.02560(2) 0.27179(2) 0.01717(6) Uani 1 1 d . . . . .
Cl1 Cl 0.81620(6) 0.45471(5) 0.67965(3) 0.02007(9) Uani 1 1 d . . . . .
Cl2 Cl 0.96701(5) 0.71444(5) 0.51391(3) 0.01900(9) Uani 1 1 d . . . . .
N1 N 0.3934(2) 0.0634(2) 0.60946(14) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.8000(2) 0.69628(19) 0.18651(13) 0.0220(3) Uani 1 1 d . . . . .
C1 C 0.4841(2) 0.3476(2) 0.26904(14) 0.0149(3) Uani 1 1 d . . . . .
C2 C 0.4156(2) 0.2342(2) 0.34280(14) 0.0153(3) Uani 1 1 d . . . . .
C3 C 0.5184(2) 0.2707(2) 0.47044(14) 0.0160(3) Uani 1 1 d . . . . .
C4 C 0.6908(2) 0.4174(2) 0.52416(14) 0.0157(3) Uani 1 1 d . . . . .
C5 C 0.7596(2) 0.5307(2) 0.45092(15) 0.0159(3) Uani 1 1 d . . . . .
C6 C 0.6563(2) 0.4953(2) 0.32372(15) 0.0155(3) Uani 1 1 d . . . . .
C7 C 0.0932(2) 0.2284(2) 0.09727(14) 0.0162(3) Uani 1 1 d . . . . .
C8 C 0.0285(2) 0.1186(2) 0.17343(14) 0.0167(3) Uani 1 1 d . . . . .
C9 C -0.1578(2) 0.0749(2) 0.18048(16) 0.0202(3) Uani 1 1 d . . . . .
H9 H -0.200342 0.003250 0.234914 0.024 Uiso 1 1 calc R U . . .
C10 C -0.2807(2) 0.1365(2) 0.10778(17) 0.0222(3) Uani 1 1 d . . . . .
H10 H -0.408362 0.105918 0.111753 0.027 Uiso 1 1 calc R U . . .
C11 C -0.2180(3) 0.2432(2) 0.02879(16) 0.0228(3) Uani 1 1 d . . . . .
H11 H -0.303870 0.283332 -0.022097 0.027 Uiso 1 1 calc R U . . .
C12 C -0.0301(2) 0.2909(2) 0.02445(15) 0.0198(3) Uani 1 1 d . . . . .
H12 H 0.013987 0.365669 -0.027871 0.024 Uiso 1 1 calc R U . . .
C13 C 0.4477(2) 0.1548(2) 0.54766(15) 0.0184(3) Uani 1 1 d . . . . .
C14 C 0.7345(2) 0.6091(2) 0.24773(15) 0.0173(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.9119(15) . ?
Se1 C7 1.9175(16) . ?
Se2 C2 1.9081(16) . ?
Se2 C8 1.9165(16) . ?
Cl1 C4 1.7169(15) . ?
Cl2 C5 1.7170(16) . ?
N1 C13 1.143(2) . ?
N2 C14 1.145(2) . ?
C1 C2 1.395(2) . ?
C1 C6 1.406(2) . ?
C2 C3 1.405(2) . ?
C3 C4 1.401(2) . ?
C3 C13 1.443(2) . ?
C4 C5 1.391(2) . ?
C5 C6 1.402(2) . ?
C6 C14 1.440(2) . ?
C7 C8 1.389(2) . ?
C7 C12 1.393(2) . ?
C8 C9 1.392(2) . ?
C9 C10 1.384(2) . ?
C10 C11 1.394(3) . ?
C11 C12 1.389(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
C1 Se1 C7 97.31(7) . . ?
C2 Se2 C8 96.16(7) . . ?
C2 C1 C6 119.27(14) . . ?
C2 C1 Se1 121.94(12) . . ?
C6 C1 Se1 118.76(12) . . ?
C1 C2 C3 119.46(15) . . ?
C1 C2 Se2 120.97(12) . . ?
C3 C2 Se2 119.51(12) . . ?
C4 C3 C2 120.97(15) . . ?
C4 C3 C13 119.17(14) . . ?
C2 C3 C13 119.85(15) . . ?
C5 C4 C3 119.74(14) . . ?
C5 C4 Cl1 120.60(12) . . ?
C3 C4 Cl1 119.65(12) . . ?
C4 C5 C6 119.37(15) . . ?
C4 C5 Cl2 121.15(12) . . ?
C6 C5 Cl2 119.48(13) . . ?
C5 C6 C1 121.18(15) . . ?
C5 C6 C14 118.86(15) . . ?
C1 C6 C14 119.89(14) . . ?
C8 C7 C12 120.21(15) . . ?
C8 C7 Se1 121.40(12) . . ?
C12 C7 Se1 118.35(12) . . ?
C7 C8 C9 120.10(15) . . ?
C7 C8 Se2 121.39(12) . . ?
C9 C8 Se2 118.50(13) . . ?
C10 C9 C8 119.67(16) . . ?
C9 C10 C11 120.35(16) . . ?
C12 C11 C10 120.01(16) . . ?
C11 C12 C7 119.60(16) . . ?
N1 C13 C3 179.36(19) . . ?
N2 C14 C6 177.60(18) . . ?

_refine_diff_density_max         0.345
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.069



####################################################################### 
# 
# 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_ms_o2ph2m

_database_code_depnum_ccdc_archive 'CCDC 2477227'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-30 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 N2 O4 S2'
_chemical_formula_weight         622.77

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

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

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

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

_cell_length_a                   5.9391(13)
_cell_length_b                   23.454(5)
_cell_length_c                   23.020(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.477(4)
_cell_angle_gamma                90
_cell_volume                     3200.7(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9796
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      33.28

_exptl_crystal_description       block #cut needle 
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.131
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS, Blessing, Acta Cryst 1995 A51 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            128709
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.773
_diffrn_reflns_theta_max         33.394
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12424
_reflns_number_gt                10130
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'BRUKER APEX3(v2019.1-0)'
_computing_cell_refinement       'BRUKER APEX3(v2019.1-0)'
_computing_data_reduction        'BRUKER APEX3(v2019.1-0)'
_computing_structure_solution    'BRUKER APEX3(v2019.1-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 Disorder:
 A residual group is disordered over two positions.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0552P)²+1.0251P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12424
_refine_ls_number_parameters     449
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1098
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.25102(4) 0.10587(2) 0.31697(2) 0.02079(6) Uani 1 1 d . . . . .
S2 S 0.68920(4) 0.11653(2) 0.23468(2) 0.02125(6) Uani 1 1 d . . . . .
O1 O 0.25797(13) -0.10649(3) 0.27743(4) 0.02237(15) Uani 1 1 d . . . . .
O2 O 0.64824(14) -0.09874(3) 0.21177(4) 0.02739(17) Uani 1 1 d . . . . .
O3 O 0.55697(15) 0.27507(3) 0.43714(4) 0.03080(19) Uani 1 1 d . . . . .
O4 O 0.57507(14) 0.25542(4) 0.06417(4) 0.02967(18) Uani 1 1 d . . . . .
N1 N -0.07151(17) -0.02024(4) 0.35286(5) 0.0291(2) Uani 1 1 d . . . . .
N2 N 0.9911(2) 0.00080(5) 0.16241(6) 0.0402(3) Uani 1 1 d . . . . .
C1 C 0.38063(16) 0.04661(4) 0.28582(4) 0.01610(15) Uani 1 1 d . . . . .
C2 C 0.28316(16) -0.00741(4) 0.29463(4) 0.01575(15) Uani 1 1 d . . . . .
C3 C 0.36537(16) -0.05620(4) 0.26888(4) 0.01613(15) Uani 1 1 d . . . . .
C4 C 0.55183(16) -0.05230(4) 0.23542(4) 0.01754(16) Uani 1 1 d . . . . .
C5 C 0.64519(16) 0.00080(4) 0.22524(4) 0.01722(16) Uani 1 1 d . . . . .
C6 C 0.55976(16) 0.05077(4) 0.24947(4) 0.01655(16) Uani 1 1 d . . . . .
C7 C 0.08835(17) -0.01356(4) 0.32824(4) 0.01964(17) Uani 1 1 d . . . . .
C8 C 0.83598(19) 0.00244(4) 0.18962(5) 0.0248(2) Uani 1 1 d . . . . .
C9 C 0.36410(17) -0.15475(4) 0.25701(4) 0.01880(17) Uani 1 1 d . . . . .
C10 C 0.55372(17) -0.15097(4) 0.22515(4) 0.01996(17) Uani 1 1 d . . . . .
C11 C 0.65450(19) -0.19960(4) 0.20476(5) 0.02330(19) Uani 1 1 d . . . . .
H11 H 0.784016 -0.196871 0.182641 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5633(2) -0.25261(4) 0.21712(5) 0.0258(2) Uani 1 1 d . . . . .
H12 H 0.630495 -0.286313 0.203185 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3752(2) -0.25646(4) 0.24961(5) 0.0264(2) Uani 1 1 d . . . . .
H13 H 0.315589 -0.292829 0.258386 0.032 Uiso 1 1 calc R U . . .
C14 C 0.2727(2) -0.20731(4) 0.26953(5) 0.02291(19) Uani 1 1 d . . . . .
H14 H 0.142279 -0.209847 0.291327 0.027 Uiso 1 1 calc R U . . .
C15 C 0.46818(16) 0.13719(4) 0.36281(4) 0.01689(16) Uani 1 1 d . . . . .
C16 C 0.42486(16) 0.19317(4) 0.37988(4) 0.01853(17) Uani 1 1 d . . . . .
H16 H 0.289492 0.211825 0.366513 0.022 Uiso 1 1 calc R U . . .
C17 C 0.58305(17) 0.22109(4) 0.41672(4) 0.01976(17) Uani 1 1 d . . . . .
C18 C 0.78453(17) 0.19405(4) 0.43508(4) 0.02064(17) Uani 1 1 d . . . . .
H18 H 0.894550 0.213565 0.459270 0.025 Uiso 1 1 calc R U . . .
C19 C 0.82232(17) 0.13865(5) 0.41772(4) 0.02173(18) Uani 1 1 d . . . . .
H19 H 0.959057 0.120255 0.430434 0.026 Uiso 1 1 calc R U . . .
C20 C 0.66449(17) 0.10918(4) 0.38201(4) 0.02065(18) Uani 1 1 d . . . . .
H20 H 0.690640 0.070804 0.371064 0.025 Uiso 1 1 calc R U . . .
C21 C 0.3614(10) 0.3068(3) 0.4193(3) 0.0290(9) Uani 0.695(2) 1 d . . P A 1
H21A H 0.224227 0.286158 0.429775 0.035 Uiso 0.695(2) 1 calc R U P A 1
H21B H 0.353556 0.312237 0.376535 0.035 Uiso 0.695(2) 1 calc R U P A 1
C22 C 0.3758(4) 0.36403(9) 0.44977(11) 0.0383(5) Uani 0.695(2) 1 d . . P A 1
H22A H 0.528294 0.379966 0.445524 0.046 Uiso 0.695(2) 1 calc R U P A 1
H22B H 0.358983 0.357757 0.491810 0.046 Uiso 0.695(2) 1 calc R U P A 1
C23 C 0.2012(4) 0.40853(7) 0.42793(9) 0.0361(5) Uani 0.695(2) 1 d . . P A 1
H23 H 0.217738 0.414440 0.385376 0.043 Uiso 0.695(2) 1 calc R U P A 1
C24 C -0.0394(4) 0.39005(10) 0.43608(10) 0.0447(5) Uani 0.695(2) 1 d . . P A 1
H24A H -0.143669 0.419665 0.420992 0.067 Uiso 0.695(2) 1 calc R U P A 1
H24B H -0.059669 0.384152 0.477586 0.067 Uiso 0.695(2) 1 calc R U P A 1
H24C H -0.070511 0.354368 0.414932 0.067 Uiso 0.695(2) 1 calc R U P A 1
C25 C 0.2548(5) 0.46517(8) 0.45927(11) 0.0540(7) Uani 0.695(2) 1 d . . P A 1
H25A H 0.405600 0.478098 0.450174 0.081 Uiso 0.695(2) 1 calc R U P A 1
H25B H 0.250113 0.459677 0.501383 0.081 Uiso 0.695(2) 1 calc R U P A 1
H25C H 0.142976 0.493889 0.446258 0.081 Uiso 0.695(2) 1 calc R U P A 1
C21' C 0.3261(18) 0.3006(6) 0.4299(5) 0.0241(16) Uani 0.305(2) 1 d . . P A 2
H21C H 0.209468 0.272085 0.438226 0.029 Uiso 0.305(2) 1 calc R U P A 2
H21D H 0.295816 0.315145 0.389803 0.029 Uiso 0.305(2) 1 calc R U P A 2
C22' C 0.3290(6) 0.34906(16) 0.47379(19) 0.0209(7) Uani 0.305(2) 1 d . . P A 2
H22C H 0.458176 0.374459 0.467228 0.025 Uiso 0.305(2) 1 calc R U P A 2
H22D H 0.351716 0.333063 0.513514 0.025 Uiso 0.305(2) 1 calc R U P A 2
C23' C 0.1109(6) 0.38430(14) 0.46984(16) 0.0229(7) Uani 0.305(2) 1 d . . P A 2
H23' H -0.018528 0.357324 0.472368 0.028 Uiso 0.305(2) 1 calc R U P A 2
C24' C 0.0784(10) 0.4159(2) 0.4136(2) 0.0424(13) Uani 0.305(2) 1 d . . P A 2
H24D H 0.055559 0.388677 0.381485 0.064 Uiso 0.305(2) 1 calc R U P A 2
H24E H 0.212272 0.439146 0.407606 0.064 Uiso 0.305(2) 1 calc R U P A 2
H24F H -0.054042 0.440765 0.414696 0.064 Uiso 0.305(2) 1 calc R U P A 2
C25' C 0.1068(7) 0.42509(15) 0.52097(17) 0.0265(8) Uani 0.305(2) 1 d . . P A 2
H25D H 0.222628 0.454430 0.517421 0.040 Uiso 0.305(2) 1 calc R U P A 2
H25E H 0.136888 0.403982 0.557353 0.040 Uiso 0.305(2) 1 calc R U P A 2
H25F H -0.041892 0.443206 0.521147 0.040 Uiso 0.305(2) 1 calc R U P A 2
C26 C 0.53011(16) 0.14013(4) 0.17146(4) 0.01688(16) Uani 1 1 d . . . . .
C27 C 0.61941(16) 0.18764(4) 0.14397(4) 0.01816(16) Uani 1 1 d . . . . .
H27 H 0.757296 0.204290 0.158559 0.022 Uiso 1 1 calc R U . . .
C28 C 0.50267(17) 0.20996(4) 0.09500(5) 0.02194(18) Uani 1 1 d . . . . .
C29 C 0.29896(19) 0.18571(5) 0.07388(5) 0.0291(2) Uani 1 1 d . . . . .
H29 H 0.219233 0.201173 0.040490 0.035 Uiso 1 1 calc R U . . .
C30 C 0.2144(2) 0.13894(5) 0.10209(6) 0.0312(3) Uani 1 1 d . . . . .
H30 H 0.075869 0.122457 0.087729 0.037 Uiso 1 1 calc R U . . .
C31 C 0.32852(18) 0.11558(4) 0.15112(5) 0.0248(2) Uani 1 1 d . . . . .
H31 H 0.269246 0.083478 0.170192 0.030 Uiso 1 1 calc R U . . .
C32 C 0.75707(18) 0.28881(4) 0.08976(5) 0.02317(19) Uani 1 1 d . . . . .
H32A H 0.898291 0.266285 0.092083 0.028 Uiso 1 1 calc R U . . .
H32B H 0.723578 0.300707 0.129593 0.028 Uiso 1 1 calc R U . . .
C33 C 0.78234(18) 0.34059(4) 0.05146(5) 0.0242(2) Uani 1 1 d . . . . .
H33A H 0.633344 0.359133 0.044617 0.029 Uiso 1 1 calc R U . . .
H33B H 0.833039 0.328111 0.013301 0.029 Uiso 1 1 calc R U . . .
C34 C 0.9505(2) 0.38414(4) 0.07805(5) 0.0246(2) Uani 1 1 d . . . . .
H34 H 0.903930 0.394315 0.117760 0.030 Uiso 1 1 calc R U . . .
C35 C 1.1877(2) 0.35944(5) 0.08397(5) 0.0288(2) Uani 1 1 d . . . . .
H35A H 1.232865 0.347212 0.045673 0.043 Uiso 1 1 calc R U . . .
H35B H 1.190109 0.326635 0.110367 0.043 Uiso 1 1 calc R U . . .
H35C H 1.292803 0.388577 0.099701 0.043 Uiso 1 1 calc R U . . .
C36 C 0.9463(3) 0.43811(5) 0.04117(6) 0.0387(3) Uani 1 1 d . . . . .
H36A H 0.992156 0.428948 0.002071 0.058 Uiso 1 1 calc R U . . .
H36B H 1.050757 0.466195 0.059247 0.058 Uiso 1 1 calc R U . . .
H36C H 0.793276 0.453920 0.038488 0.058 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7624(10) . ?
S1 C15 1.7752(10) . ?
S2 C6 1.7655(9) . ?
S2 C26 1.7748(10) . ?
O1 C3 1.3608(11) . ?
O1 C9 1.3912(12) . ?
O2 C4 1.3597(12) . ?
O2 C10 1.3898(12) . ?
O3 C17 1.3627(12) . ?
O3 C21 1.419(6) . ?
O3 C21' 1.496(12) . ?
O4 C28 1.3646(12) . ?
O4 C32 1.4324(13) . ?
N1 C7 1.1456(14) . ?
N2 C8 1.1456(16) . ?
C1 C6 1.3962(14) . ?
C1 C2 1.4127(12) . ?
C2 C3 1.3908(12) . ?
C2 C7 1.4375(14) . ?
C3 C4 1.3898(13) . ?
C4 C5 1.3889(12) . ?
C5 C6 1.4060(13) . ?
C5 C8 1.4389(15) . ?
C9 C10 1.3836(14) . ?
C9 C14 1.3843(13) . ?
C10 C11 1.3833(13) . ?
C11 C12 1.3924(15) . ?
C12 C13 1.3845(18) . ?
C13 C14 1.3941(15) . ?
C15 C20 1.3870(13) . ?
C15 C16 1.3988(13) . ?
C16 C17 1.3907(13) . ?
C17 C18 1.3969(14) . ?
C18 C19 1.3817(14) . ?
C19 C20 1.3923(14) . ?
C21 C22 1.515(7) . ?
C22 C23 1.534(3) . ?
C23 C24 1.516(4) . ?
C23 C25 1.536(3) . ?
C21' C22' 1.521(14) . ?
C22' C23' 1.535(5) . ?
C23' C24' 1.496(6) . ?
C23' C25' 1.518(5) . ?
C26 C31 1.3843(13) . ?
C26 C27 1.4015(13) . ?
C27 C28 1.3896(14) . ?
C28 C29 1.3972(14) . ?
C29 C30 1.3845(15) . ?
C30 C31 1.3931(15) . ?
C32 C33 1.5135(14) . ?
C33 C34 1.5301(16) . ?
C34 C35 1.5214(17) . ?
C34 C36 1.5235(16) . ?

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
C1 S1 C15 104.40(5) . . ?
C6 S2 C26 102.37(4) . . ?
C3 O1 C9 115.50(8) . . ?
C4 O2 C10 115.59(8) . . ?
C17 O3 C21 119.7(3) . . ?
C17 O3 C21' 117.1(5) . . ?
C28 O4 C32 117.84(8) . . ?
C6 C1 C2 118.86(8) . . ?
C6 C1 S1 123.79(7) . . ?
C2 C1 S1 117.13(7) . . ?
C3 C2 C1 121.28(9) . . ?
C3 C2 C7 117.49(8) . . ?
C1 C2 C7 121.16(8) . . ?
O1 C3 C4 122.24(8) . . ?
O1 C3 C2 118.15(8) . . ?
C4 C3 C2 119.61(8) . . ?
O2 C4 C5 117.95(9) . . ?
O2 C4 C3 122.56(8) . . ?
C5 C4 C3 119.49(8) . . ?
C4 C5 C6 121.55(9) . . ?
C4 C5 C8 117.15(9) . . ?
C6 C5 C8 121.29(8) . . ?
C1 C6 C5 119.06(8) . . ?
C1 C6 S2 122.23(7) . . ?
C5 C6 S2 118.68(7) . . ?
N1 C7 C2 176.53(11) . . ?
N2 C8 C5 176.20(13) . . ?
C10 C9 C14 120.63(9) . . ?
C10 C9 O1 121.80(8) . . ?
C14 C9 O1 117.57(9) . . ?
C11 C10 C9 120.66(9) . . ?
C11 C10 O2 117.56(9) . . ?
C9 C10 O2 121.78(8) . . ?
C10 C11 C12 119.02(10) . . ?
C13 C12 C11 120.35(9) . . ?
C12 C13 C14 120.43(9) . . ?
C9 C14 C13 118.90(10) . . ?
C20 C15 C16 121.36(9) . . ?
C20 C15 S1 124.04(7) . . ?
C16 C15 S1 114.58(7) . . ?
C17 C16 C15 118.97(9) . . ?
O3 C17 C16 124.13(9) . . ?
O3 C17 C18 115.52(9) . . ?
C16 C17 C18 120.35(9) . . ?
C19 C18 C17 119.38(9) . . ?
C18 C19 C20 121.48(9) . . ?
C15 C20 C19 118.41(9) . . ?
O3 C21 C22 107.9(4) . . ?
C21 C22 C23 115.6(3) . . ?
C24 C23 C22 112.86(18) . . ?
C24 C23 C25 111.07(18) . . ?
C22 C23 C25 108.5(2) . . ?
O3 C21' C22' 104.6(8) . . ?
C21' C22' C23' 112.8(5) . . ?
C24' C23' C25' 110.6(3) . . ?
C24' C23' C22' 112.5(4) . . ?
C25' C23' C22' 110.3(3) . . ?
C31 C26 C27 121.41(9) . . ?
C31 C26 S2 123.66(7) . . ?
C27 C26 S2 114.90(7) . . ?
C28 C27 C26 118.82(9) . . ?
O4 C28 C27 123.97(9) . . ?
O4 C28 C29 115.51(9) . . ?
C27 C28 C29 120.52(9) . . ?
C30 C29 C28 119.38(10) . . ?
C29 C30 C31 121.26(10) . . ?
C26 C31 C30 118.62(9) . . ?
O4 C32 C33 107.35(8) . . ?
C32 C33 C34 112.83(9) . . ?
C35 C34 C36 110.50(10) . . ?
C35 C34 C33 111.11(9) . . ?
C36 C34 C33 110.09(10) . . ?

_refine_diff_density_max         0.610
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.057



####################################################################### 
# 
# 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_ms_10m

_database_code_depnum_ccdc_archive 'CCDC 2476382'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-29 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H18 N2 O4 S2'
_chemical_formula_weight         510.56

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.6031(12)
_cell_length_b                   16.6534(17)
_cell_length_c                   12.2098(13)
_cell_angle_alpha                90
_cell_angle_beta                 96.077(3)
_cell_angle_gamma                90
_cell_volume                     2346.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9989
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      30.53

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.348
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.157
_exptl_absorpt_coefficient_mu    0.267
_shelx_estimated_absorpt_T_min   0.913
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   
; 
 SADABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/QUEEN'
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            72860
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.076
_diffrn_reflns_theta_max         30.834
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7261
_reflns_number_gt                6071
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'BRUKER APEX3(v2019.1-0)'
_computing_cell_refinement       'BRUKER APEX3(v2019.1-0)'
_computing_data_reduction        'BRUKER APEX3(v2019.1-0)'
_computing_structure_solution    'BRUKER APEX3(v2019.1-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'

_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0511P)²+0.8510P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7261
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.23677(2) 0.02260(2) 0.30945(2) 0.02248(7) Uani 1 1 d . . . . .
S2 S 0.45034(2) 0.15338(2) 0.34722(2) 0.02228(7) Uani 1 1 d . . . . .
O1 O 0.31171(8) 0.01194(6) -0.09470(7) 0.02722(19) Uani 1 1 d . . . . .
O2 O 0.50290(8) 0.11961(5) -0.05816(7) 0.02436(17) Uani 1 1 d . . . . .
O3 O -0.10397(11) 0.12019(9) 0.48781(11) 0.0580(4) Uani 1 1 d . . . . .
O4 O 0.13700(9) 0.35428(6) 0.22232(8) 0.0350(2) Uani 1 1 d . . . . .
N1 N 0.64158(11) 0.22683(8) 0.14866(11) 0.0362(3) Uani 1 1 d . . . . .
N2 N 0.12562(14) -0.08402(10) 0.05386(12) 0.0501(4) Uani 1 1 d . . . . .
C1 C 0.31090(9) 0.05741(7) 0.19943(9) 0.0194(2) Uani 1 1 d . . . . .
C2 C 0.46556(9) 0.13117(6) 0.12739(9) 0.0185(2) Uani 1 1 d . . . . .
C3 C 0.40282(9) 0.11174(6) 0.21658(9) 0.01806(19) Uani 1 1 d . . . . .
C4 C 0.43673(9) 0.09867(7) 0.02305(9) 0.0189(2) Uani 1 1 d . . . . .
C5 C 0.34402(10) 0.04578(7) 0.00544(9) 0.0202(2) Uani 1 1 d . . . . .
C6 C 0.28320(10) 0.02435(7) 0.09325(9) 0.0209(2) Uani 1 1 d . . . . .
C7 C 0.56318(10) 0.18488(7) 0.14104(10) 0.0236(2) Uani 1 1 d . . . . .
C8 C 0.19421(12) -0.03551(9) 0.07303(11) 0.0306(3) Uani 1 1 d . . . . .
C9 C 0.46761(11) 0.08812(7) -0.16199(9) 0.0225(2) Uani 1 1 d . . . . .
C10 C 0.52967(12) 0.11090(8) -0.24749(10) 0.0276(3) Uani 1 1 d . . . . .
H10 H 0.594035 0.146172 -0.234783 0.033 Uiso 1 1 calc R U . . .
C11 C 0.49605(13) 0.08118(9) -0.35241(10) 0.0327(3) Uani 1 1 d . . . . .
H11 H 0.537861 0.096215 -0.412018 0.039 Uiso 1 1 calc R U . . .
C12 C 0.40247(14) 0.03002(9) -0.37069(11) 0.0335(3) Uani 1 1 d . . . . .
H12 H 0.380290 0.010135 -0.442772 0.040 Uiso 1 1 calc R U . . .
C13 C 0.34025(12) 0.00731(8) -0.28420(10) 0.0291(3) Uani 1 1 d . . . . .
H13 H 0.275451 -0.027605 -0.296735 0.035 Uiso 1 1 calc R U . . .
C14 C 0.37448(11) 0.03648(7) -0.17979(9) 0.0236(2) Uani 1 1 d . . . . .
C15 C 0.10738(10) 0.08061(7) 0.29831(10) 0.0210(2) Uani 1 1 d . . . . .
C16 C 0.05113(11) 0.08345(8) 0.39293(11) 0.0282(3) Uani 1 1 d . . . . .
H16 H 0.084599 0.058391 0.458627 0.034 Uiso 1 1 calc R U . . .
C17 C -0.05457(12) 0.12318(9) 0.39126(12) 0.0328(3) Uani 1 1 d . . . . .
C18 C -0.10222(11) 0.16182(9) 0.29708(13) 0.0338(3) Uani 1 1 d . . . . .
H18 H -0.173200 0.190327 0.296553 0.041 Uiso 1 1 calc R U . . .
C19 C -0.04467(13) 0.15828(9) 0.20332(13) 0.0357(3) Uani 1 1 d . . . . .
H19 H -0.077448 0.184313 0.138108 0.043 Uiso 1 1 calc R U . . .
C20 C 0.05952(12) 0.11769(8) 0.20238(11) 0.0294(3) Uani 1 1 d . . . . .
H20 H 0.097461 0.115321 0.137219 0.035 Uiso 1 1 calc R U . . .
C21 C -0.20296(15) 0.16898(13) 0.49789(18) 0.0556(5) Uani 1 1 d . . . . .
H21A H -0.185192 0.224825 0.480715 0.083 Uiso 1 1 calc R U . . .
H21B H -0.224007 0.165698 0.573403 0.083 Uiso 1 1 calc R U . . .
H21C H -0.267865 0.150037 0.446494 0.083 Uiso 1 1 calc R U . . .
C22 C 0.32855(9) 0.21316(6) 0.37146(9) 0.01808(19) Uani 1 1 d . . . . .
C23 C 0.27921(10) 0.26407(7) 0.29035(9) 0.0208(2) Uani 1 1 d . . . . .
H23 H 0.311436 0.268437 0.222248 0.025 Uiso 1 1 calc R U . . .
C24 C 0.18180(10) 0.30902(7) 0.30902(9) 0.0218(2) Uani 1 1 d . . . . .
C25 C 0.13713(10) 0.30531(7) 0.41045(10) 0.0228(2) Uani 1 1 d . . . . .
H25 H 0.071685 0.336664 0.423869 0.027 Uiso 1 1 calc R U . . .
C26 C 0.18983(11) 0.25505(8) 0.49157(10) 0.0255(2) Uani 1 1 d . . . . .
H26 H 0.160035 0.252472 0.561022 0.031 Uiso 1 1 calc R U . . .
C27 C 0.28517(11) 0.20847(7) 0.47329(9) 0.0235(2) Uani 1 1 d . . . . .
H27 H 0.320166 0.174011 0.529269 0.028 Uiso 1 1 calc R U . . .
C28 C 0.03733(17) 0.40154(12) 0.23772(14) 0.0523(5) Uani 1 1 d . . . . .
H28A H 0.009393 0.428103 0.168334 0.078 Uiso 1 1 calc R U . . .
H28B H 0.057943 0.442173 0.294487 0.078 Uiso 1 1 calc R U . . .
H28C H -0.023773 0.366781 0.260920 0.078 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7678(11) . ?
S1 C15 1.7783(12) . ?
S2 C3 1.7728(11) . ?
S2 C22 1.7788(11) . ?
O1 C5 1.3623(13) . ?
O1 C14 1.3918(14) . ?
O2 C4 1.3621(13) . ?
O2 C9 1.3929(14) . ?
O3 C17 1.3651(17) . ?
O3 C21 1.4229(19) . ?
O4 C24 1.3573(14) . ?
O4 C28 1.4277(17) . ?
N1 C7 1.1430(17) . ?
N2 C8 1.1407(18) . ?
C1 C3 1.3975(16) . ?
C1 C6 1.4138(15) . ?
C2 C4 1.3920(15) . ?
C2 C3 1.4101(15) . ?
C2 C7 1.4390(16) . ?
C4 C5 1.3894(16) . ?
C5 C6 1.3911(15) . ?
C6 C8 1.4377(17) . ?
C9 C14 1.3802(18) . ?
C9 C10 1.3824(16) . ?
C10 C11 1.3902(19) . ?
C11 C12 1.380(2) . ?
C12 C13 1.3931(19) . ?
C13 C14 1.3826(17) . ?
C15 C16 1.3866(16) . ?
C15 C20 1.3871(17) . ?
C16 C17 1.3917(18) . ?
C17 C18 1.381(2) . ?
C18 C19 1.386(2) . ?
C19 C20 1.3862(19) . ?
C22 C23 1.3810(16) . ?
C22 C27 1.3921(15) . ?
C23 C24 1.3943(16) . ?
C24 C25 1.3937(16) . ?
C25 C26 1.3882(17) . ?
C26 C27 1.3884(16) . ?

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
C1 S1 C15 103.79(5) . . ?
C3 S2 C22 101.06(5) . . ?
C5 O1 C14 115.63(9) . . ?
C4 O2 C9 115.60(9) . . ?
C17 O3 C21 118.06(14) . . ?
C24 O4 C28 116.88(11) . . ?
C3 C1 C6 119.04(10) . . ?
C3 C1 S1 121.57(8) . . ?
C6 C1 S1 119.17(9) . . ?
C4 C2 C3 121.60(10) . . ?
C4 C2 C7 117.24(10) . . ?
C3 C2 C7 121.17(10) . . ?
C1 C3 C2 118.75(10) . . ?
C1 C3 S2 123.22(8) . . ?
C2 C3 S2 117.93(8) . . ?
O2 C4 C5 122.45(10) . . ?
O2 C4 C2 117.86(10) . . ?
C5 C4 C2 119.68(10) . . ?
O1 C5 C4 122.42(10) . . ?
O1 C5 C6 118.15(10) . . ?
C4 C5 C6 119.41(10) . . ?
C5 C6 C1 121.48(10) . . ?
C5 C6 C8 117.34(10) . . ?
C1 C6 C8 121.13(10) . . ?
N1 C7 C2 177.83(13) . . ?
N2 C8 C6 177.50(15) . . ?
C14 C9 C10 120.92(11) . . ?
C14 C9 O2 121.85(10) . . ?
C10 C9 O2 117.23(11) . . ?
C9 C10 C11 118.71(13) . . ?
C12 C11 C10 120.54(12) . . ?
C11 C12 C13 120.47(12) . . ?
C14 C13 C12 118.83(13) . . ?
C9 C14 C13 120.51(11) . . ?
C9 C14 O1 121.89(10) . . ?
C13 C14 O1 117.60(12) . . ?
C16 C15 C20 120.44(11) . . ?
C16 C15 S1 115.02(9) . . ?
C20 C15 S1 124.45(9) . . ?
C15 C16 C17 119.73(12) . . ?
O3 C17 C18 124.63(12) . . ?
O3 C17 C16 114.83(13) . . ?
C18 C17 C16 120.54(12) . . ?
C17 C18 C19 118.84(12) . . ?
C18 C19 C20 121.63(13) . . ?
C19 C20 C15 118.79(12) . . ?
C23 C22 C27 120.88(10) . . ?
C23 C22 S2 120.04(8) . . ?
C27 C22 S2 119.07(9) . . ?
C22 C23 C24 119.61(10) . . ?
O4 C24 C25 124.75(10) . . ?
O4 C24 C23 114.89(10) . . ?
C25 C24 C23 120.37(10) . . ?
C26 C25 C24 118.92(10) . . ?
C25 C26 C27 121.36(11) . . ?
C26 C27 C22 118.80(11) . . ?

_refine_diff_density_max         0.462
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_ms_rl03m

_database_code_depnum_ccdc_archive 'CCDC 2476384'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-29 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H18 N2 O2 S4'
_chemical_formula_weight         542.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

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

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

_cell_length_a                   6.1558(6)
_cell_length_b                   16.8897(16)
_cell_length_c                   12.1311(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.961(3)
_cell_angle_gamma                90
_cell_volume                     1224.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9856
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      79.14

_exptl_crystal_description       tablet
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.053
_exptl_absorpt_coefficient_mu    3.817
_shelx_estimated_absorpt_T_min   0.449
_shelx_estimated_absorpt_T_max   0.823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS, Blessing, Acta Cryst 1995 A51 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device_type  'Bruker D8 Venture (Photon II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            57861
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.616
_diffrn_reflns_theta_max         80.555
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_point_group_measured_fraction_full 0.928
_reflns_number_total             4817
_reflns_number_gt                4757
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_max     0.802
_reflns_Friedel_fraction_full    0.856

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3(v2017.3-0)'
_computing_cell_refinement       'Bruker APEX3(v2017.3-0)'
_computing_data_reduction        'Bruker APEX3(v2017.3-0)'
_computing_structure_solution    'Bruker APEX3(v2017.3-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0390P)²+0.2600P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2057 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.047(7)
_chemical_absolute_configuration .
_refine_ls_number_reflns         4817
_refine_ls_number_parameters     327
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0607
_refine_ls_wR_factor_gt          0.0605
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.24169(8) 0.14745(3) 0.86914(4) 0.01504(12) Uani 1 1 d . . . . .
S2 S 0.69854(8) 0.25641(3) 0.91130(4) 0.01462(12) Uani 1 1 d . . . . .
S3 S 0.45358(8) 0.35264(3) 0.46869(4) 0.01622(12) Uani 1 1 d . . . . .
S4 S -0.01086(8) 0.25463(3) 0.43679(4) 0.01662(12) Uani 1 1 d . . . . .
O1 O 0.8879(3) -0.02540(10) 0.81193(14) 0.0207(3) Uani 1 1 d . . . . .
O2 O 0.9216(3) 0.50855(9) 1.14971(14) 0.0240(4) Uani 1 1 d . . . . .
N1 N 0.9285(4) 0.36531(13) 0.71265(19) 0.0222(4) Uani 1 1 d . . . . .
N2 N -0.2204(4) 0.13372(12) 0.62338(18) 0.0204(4) Uani 1 1 d . . . . .
C1 C 0.3162(4) 0.20249(12) 0.76030(18) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.5084(4) 0.24905(11) 0.77675(19) 0.0129(4) Uani 1 1 d . . . . .
C3 C 0.5519(4) 0.29129(12) 0.68440(19) 0.0135(4) Uani 1 1 d . . . . .
C4 C 0.3986(4) 0.29284(13) 0.57750(18) 0.0133(4) Uani 1 1 d . . . . .
C5 C 0.2015(4) 0.24906(12) 0.5632(2) 0.0138(4) Uani 1 1 d . . . . .
C6 C 0.1641(4) 0.20334(12) 0.65315(19) 0.0126(4) Uani 1 1 d . . . . .
C7 C 0.7587(4) 0.33385(13) 0.70013(19) 0.0164(4) Uani 1 1 d . . . . .
C8 C -0.0463(4) 0.16190(12) 0.63733(18) 0.0147(4) Uani 1 1 d . . . . .
C11 C 0.4755(4) 0.08353(12) 0.91706(18) 0.0147(4) Uani 1 1 d . . . . .
C12 C 0.6015(4) 0.05452(12) 0.84578(18) 0.0153(4) Uani 1 1 d . . . . .
H12 H 0.570659 0.070861 0.768622 0.018 Uiso 1 1 calc R U . . .
C13 C 0.7749(4) 0.00089(13) 0.88826(19) 0.0164(4) Uani 1 1 d . . . . .
C14 C 0.8205(4) -0.02280(13) 1.0017(2) 0.0210(5) Uani 1 1 d . . . . .
H14 H 0.940059 -0.058274 1.031319 0.025 Uiso 1 1 calc R U . . .
C15 C 0.6879(4) 0.00638(14) 1.07089(19) 0.0222(5) Uani 1 1 d . . . . .
H15 H 0.716686 -0.010435 1.147791 0.027 Uiso 1 1 calc R U . . .
C16 C 0.5152(4) 0.05931(13) 1.03021(18) 0.0186(4) Uani 1 1 d . . . . .
H16 H 0.425879 0.078673 1.078191 0.022 Uiso 1 1 calc R U . . .
C17 C 1.0673(4) -0.08011(13) 0.8526(2) 0.0200(4) Uani 1 1 d . . . . .
H17A H 1.132765 -0.095738 0.789837 0.030 Uiso 1 1 calc R U . . .
H17B H 1.009499 -0.127110 0.883422 0.030 Uiso 1 1 calc R U . . .
H17C H 1.182192 -0.054894 0.912407 0.030 Uiso 1 1 calc R U . . .
C21 C 0.6404(4) 0.35520(12) 0.94995(19) 0.0152(4) Uani 1 1 d . . . . .
C22 C 0.8110(4) 0.39220(12) 1.03022(18) 0.0163(4) Uani 1 1 d . . . . .
H22 H 0.952410 0.367318 1.056709 0.020 Uiso 1 1 calc R U . . .
C23 C 0.7690(4) 0.46675(13) 1.07074(18) 0.0184(4) Uani 1 1 d . . . . .
C24 C 0.5634(4) 0.50386(14) 1.0287(2) 0.0219(5) Uani 1 1 d . . . . .
H24 H 0.536639 0.555094 1.054892 0.026 Uiso 1 1 calc R U . . .
C25 C 0.3993(4) 0.46583(14) 0.9489(2) 0.0235(5) Uani 1 1 d . . . . .
H25 H 0.259423 0.491380 0.920497 0.028 Uiso 1 1 calc R U . . .
C26 C 0.4340(4) 0.39079(13) 0.90891(19) 0.0193(4) Uani 1 1 d . . . . .
H26 H 0.319043 0.364631 0.854839 0.023 Uiso 1 1 calc R U . . .
C27 C 1.1119(4) 0.46573(14) 1.2130(2) 0.0243(5) Uani 1 1 d . . . . .
H27A H 1.061726 0.417223 1.243619 0.037 Uiso 1 1 calc R U . . .
H27B H 1.194653 0.498707 1.275622 0.037 Uiso 1 1 calc R U . . .
H27C H 1.209703 0.451948 1.162966 0.037 Uiso 1 1 calc R U . . .
C31 C 0.3479(4) 0.29365(13) 0.34719(18) 0.0165(4) Uani 1 1 d . . . . .
C32 C 0.1496(4) 0.25088(12) 0.33389(19) 0.0160(4) Uani 1 1 d . . . . .
C33 C 0.0644(4) 0.20751(14) 0.23521(19) 0.0196(4) Uani 1 1 d . . . . .
H33 H -0.067403 0.176667 0.227871 0.024 Uiso 1 1 calc R U . . .
C34 C 0.1739(4) 0.20983(15) 0.14773(19) 0.0225(5) Uani 1 1 d . . . . .
H34 H 0.114540 0.181576 0.079382 0.027 Uiso 1 1 calc R U . . .
C35 C 0.3706(5) 0.25340(15) 0.1597(2) 0.0232(5) Uani 1 1 d . . . . .
H35 H 0.443927 0.255153 0.099208 0.028 Uiso 1 1 calc R U . . .
C36 C 0.4591(4) 0.29411(14) 0.2594(2) 0.0198(4) Uani 1 1 d . . . . .
H36 H 0.595589 0.322410 0.268178 0.024 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.764(2) . ?
S1 C11 1.781(2) . ?
S2 C2 1.768(2) . ?
S2 C21 1.792(2) . ?
S3 C4 1.759(2) . ?
S3 C31 1.768(2) . ?
S4 C5 1.761(3) . ?
S4 C32 1.770(2) . ?
O1 C13 1.360(3) . ?
O1 C17 1.433(3) . ?
O2 C23 1.366(3) . ?
O2 C27 1.432(3) . ?
N1 C7 1.149(3) . ?
N2 C8 1.148(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.407(3) . ?
C3 C4 1.408(3) . ?
C3 C7 1.434(3) . ?
C4 C5 1.395(3) . ?
C5 C6 1.401(3) . ?
C6 C8 1.444(3) . ?
C11 C12 1.383(3) . ?
C11 C16 1.396(3) . ?
C12 C13 1.400(3) . ?
C13 C14 1.395(3) . ?
C14 C15 1.395(3) . ?
C15 C16 1.386(3) . ?
C21 C26 1.385(3) . ?
C21 C22 1.396(3) . ?
C22 C23 1.398(3) . ?
C23 C24 1.394(3) . ?
C24 C25 1.378(4) . ?
C25 C26 1.392(3) . ?
C31 C32 1.394(3) . ?
C31 C36 1.398(3) . ?
C32 C33 1.394(3) . ?
C33 C34 1.388(3) . ?
C34 C35 1.394(4) . ?
C35 C36 1.384(4) . ?

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
C1 S1 C11 103.19(10) . . ?
C2 S2 C21 100.22(10) . . ?
C4 S3 C31 101.73(10) . . ?
C5 S4 C32 100.88(11) . . ?
C13 O1 C17 117.01(17) . . ?
C23 O2 C27 116.77(17) . . ?
C2 C1 C6 118.6(2) . . ?
C2 C1 S1 123.72(17) . . ?
C6 C1 S1 117.50(17) . . ?
C1 C2 C3 119.3(2) . . ?
C1 C2 S2 121.43(17) . . ?
C3 C2 S2 119.26(17) . . ?
C2 C3 C4 121.9(2) . . ?
C2 C3 C7 118.8(2) . . ?
C4 C3 C7 119.3(2) . . ?
C5 C4 C3 118.3(2) . . ?
C5 C4 S3 122.00(17) . . ?
C3 C4 S3 119.63(17) . . ?
C4 C5 C6 119.8(2) . . ?
C4 C5 S4 121.37(17) . . ?
C6 C5 S4 118.76(18) . . ?
C5 C6 C1 121.9(2) . . ?
C5 C6 C8 118.3(2) . . ?
C1 C6 C8 119.6(2) . . ?
N1 C7 C3 177.5(2) . . ?
N2 C8 C6 175.5(2) . . ?
C12 C11 C16 121.3(2) . . ?
C12 C11 S1 122.79(16) . . ?
C16 C11 S1 115.76(16) . . ?
C11 C12 C13 119.46(19) . . ?
O1 C13 C14 124.3(2) . . ?
O1 C13 C12 115.49(19) . . ?
C14 C13 C12 120.2(2) . . ?
C15 C14 C13 119.0(2) . . ?
C16 C15 C14 121.6(2) . . ?
C15 C16 C11 118.5(2) . . ?
C26 C21 C22 121.8(2) . . ?
C26 C21 S2 122.26(17) . . ?
C22 C21 S2 115.80(17) . . ?
C21 C22 C23 118.5(2) . . ?
O2 C23 C24 115.8(2) . . ?
O2 C23 C22 123.9(2) . . ?
C24 C23 C22 120.3(2) . . ?
C25 C24 C23 119.7(2) . . ?
C24 C25 C26 121.4(2) . . ?
C21 C26 C25 118.4(2) . . ?
C32 C31 C36 119.4(2) . . ?
C32 C31 S3 121.64(17) . . ?
C36 C31 S3 118.85(18) . . ?
C31 C32 C33 120.6(2) . . ?
C31 C32 S4 121.46(17) . . ?
C33 C32 S4 117.77(18) . . ?
C34 C33 C32 119.3(2) . . ?
C33 C34 C35 120.3(2) . . ?
C36 C35 C34 120.1(2) . . ?
C35 C36 C31 120.1(2) . . ?

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_ms_se2pn2m

_database_code_depnum_ccdc_archive 'CCDC 2476385'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-29 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 N2 O2 S2 Se2'
_chemical_formula_weight         748.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.6312(4)
_cell_length_b                   17.0766(14)
_cell_length_c                   17.206(2)
_cell_angle_alpha                86.595(7)
_cell_angle_beta                 81.468(7)
_cell_angle_gamma                87.677(6)
_cell_volume                     1632.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      79.21

_exptl_crystal_description       tablet
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.052
_exptl_absorpt_coefficient_mu    4.307
_shelx_estimated_absorpt_T_min   0.368
_shelx_estimated_absorpt_T_max   0.807
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS, Blessing, Acta Cryst 1995 A51 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture (Photon II detector)'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            59212
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.593
_diffrn_reflns_theta_max         79.384
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6992
_reflns_number_gt                6390
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3(v2017.3-0)'
_computing_cell_refinement       'Bruker APEX3(v2017.3-0)'
_computing_data_reduction        'Bruker APEX3(v2017.3-0)'
_computing_structure_solution    'Bruker APEX3(v2017.3-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 Disorder:
 A residual group is disordered over two positions. The displacement
 parameters of the corresponding atoms were refined with RIGU restraints.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0599P)²+1.3148P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6992
_refine_ls_number_parameters     440
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0999
_refine_ls_wR_factor_gt          0.0957
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.86975(4) 0.61082(2) 0.39483(2) 0.02461(8) Uani 1 1 d . . . . .
Se2 Se 0.41194(4) 0.73970(2) 0.36665(2) 0.02441(8) Uani 1 1 d . . . . .
S1 S 0.84074(10) 0.50767(3) 0.09118(3) 0.02596(12) Uani 1 1 d . . . . .
S2 S 0.42335(10) 0.62540(3) 0.06753(3) 0.02512(12) Uani 1 1 d . . . . .
O1 O 0.5515(3) 0.27241(9) 0.27012(10) 0.0296(3) Uani 1 1 d . . . . .
O2 O 0.6879(3) 0.91712(10) 0.05947(10) 0.0337(4) Uani 1 1 d . . . . .
N1 N 1.1910(4) 0.48048(12) 0.26694(12) 0.0301(4) Uani 1 1 d . . . . .
N2 N 0.0336(4) 0.74354(12) 0.20742(11) 0.0300(4) Uani 1 1 d . . . . .
C1 C 0.5949(4) 0.62289(12) 0.47321(12) 0.0232(4) Uani 1 1 d . . . . .
C2 C 0.4049(4) 0.67471(12) 0.46140(12) 0.0240(4) Uani 1 1 d . . . . .
C3 C 0.2083(4) 0.68222(13) 0.52037(13) 0.0264(4) Uani 1 1 d . . . . .
H3 H 0.075192 0.715745 0.511395 0.032 Uiso 1 1 calc R U . . .
C4 C 0.2073(4) 0.64058(14) 0.59234(13) 0.0287(4) Uani 1 1 d . . . . .
H4 H 0.075088 0.646373 0.633064 0.034 Uiso 1 1 calc R U . . .
C5 C 0.4009(4) 0.59037(13) 0.60444(13) 0.0289(4) Uani 1 1 d . . . . .
H5 H 0.401701 0.562978 0.654107 0.035 Uiso 1 1 calc R U . . .
C6 C 0.5925(4) 0.57978(13) 0.54505(13) 0.0266(4) Uani 1 1 d . . . . .
H6 H 0.720610 0.543695 0.553006 0.032 Uiso 1 1 calc R U . . .
C7 C 0.7134(4) 0.61091(12) 0.30323(12) 0.0217(4) Uani 1 1 d . . . . .
C8 C 0.5242(4) 0.66334(12) 0.29225(12) 0.0217(4) Uani 1 1 d . . . . .
C9 C 0.4283(4) 0.66461(12) 0.22145(12) 0.0218(4) Uani 1 1 d . . . . .
C10 C 0.5323(4) 0.61924(12) 0.15914(12) 0.0222(4) Uani 1 1 d . . . . .
C11 C 0.7190(4) 0.56493(12) 0.17063(12) 0.0224(4) Uani 1 1 d . . . . .
C12 C 0.8080(4) 0.56178(12) 0.24309(12) 0.0223(4) Uani 1 1 d . . . . .
C13 C 0.2131(4) 0.71106(12) 0.21305(12) 0.0234(4) Uani 1 1 d . . . . .
C14 C 1.0186(4) 0.51375(12) 0.25486(12) 0.0240(4) Uani 1 1 d . . . . .
C15 C 0.8870(4) 0.41297(12) 0.13651(12) 0.0235(4) Uani 1 1 d . . . . .
C16 C 0.7019(4) 0.37706(12) 0.18722(12) 0.0234(4) Uani 1 1 d . . . . .
H16 H 0.550565 0.403572 0.199518 0.028 Uiso 1 1 calc R U . . .
C17 C 0.7415(4) 0.30169(13) 0.21970(12) 0.0241(4) Uani 1 1 d . . . . .
C18 C 0.9614(4) 0.26201(13) 0.19962(13) 0.0277(4) Uani 1 1 d . . . . .
H18 H 0.988061 0.210535 0.221411 0.033 Uiso 1 1 calc R U . . .
C19 C 1.1420(4) 0.29856(14) 0.14724(13) 0.0289(4) Uani 1 1 d . . . . .
H19 H 1.290735 0.271156 0.132821 0.035 Uiso 1 1 calc R U . . .
C20 C 1.1080(4) 0.37411(14) 0.11590(13) 0.0264(4) Uani 1 1 d . . . . .
H20 H 1.232813 0.398952 0.081057 0.032 Uiso 1 1 calc R U . . .
C21 C 0.5870(4) 0.20049(14) 0.31518(14) 0.0313(5) Uani 1 1 d . . . . .
H21A H 0.742920 0.199863 0.335322 0.038 Uiso 0.611(7) 1 calc R U P A 1
H21B H 0.585067 0.154860 0.282393 0.038 Uiso 0.611(7) 1 calc R U P A 1
H21C H 0.715355 0.205857 0.347907 0.038 Uiso 0.389(7) 1 calc R U P A 2
H21D H 0.633609 0.157015 0.279839 0.038 Uiso 0.389(7) 1 calc R U P A 2
C22 C 0.3729(18) 0.1976(5) 0.3854(5) 0.0271(14) Uani 0.611(7) 1 d . . P A 1
H22A H 0.367046 0.246803 0.413417 0.033 Uiso 0.611(7) 1 calc R U P A 1
H22B H 0.220002 0.194855 0.363862 0.033 Uiso 0.611(7) 1 calc R U P A 1
C23 C 0.3942(12) 0.1280(4) 0.4439(4) 0.0377(13) Uani 0.611(7) 1 d . . P A 1
H23 H 0.554465 0.128982 0.462257 0.045 Uiso 0.611(7) 1 calc R U P A 1
C24 C 0.1998(10) 0.1349(3) 0.5150(3) 0.0444(13) Uani 0.611(7) 1 d . . P A 1
H24A H 0.212013 0.185182 0.538584 0.067 Uiso 0.611(7) 1 calc R U P A 1
H24B H 0.220849 0.091813 0.553804 0.067 Uiso 0.611(7) 1 calc R U P A 1
H24C H 0.041492 0.132277 0.498294 0.067 Uiso 0.611(7) 1 calc R U P A 1
C25 C 0.3755(14) 0.0498(3) 0.4072(3) 0.0615(18) Uani 0.611(7) 1 d . . P A 1
H25A H 0.226854 0.050031 0.383841 0.092 Uiso 0.611(7) 1 calc R U P A 1
H25B H 0.373837 0.007036 0.447821 0.092 Uiso 0.611(7) 1 calc R U P A 1
H25C H 0.513669 0.042019 0.366164 0.092 Uiso 0.611(7) 1 calc R U P A 1
C22' C 0.362(3) 0.1852(9) 0.3642(7) 0.032(3) Uani 0.389(7) 1 d . . P A 2
H22C H 0.236883 0.181540 0.329871 0.039 Uiso 0.389(7) 1 calc R U P A 2
H22D H 0.317226 0.230580 0.397193 0.039 Uiso 0.389(7) 1 calc R U P A 2
C23' C 0.3600(17) 0.1089(5) 0.4195(6) 0.0326(19) Uani 0.389(7) 1 d . . P A 2
H23' H 0.422163 0.064722 0.385610 0.039 Uiso 0.389(7) 1 calc R U P A 2
C24' C 0.527(3) 0.1139(6) 0.4794(7) 0.097(5) Uani 0.389(7) 1 d . . P A 2
H24D H 0.685150 0.129724 0.452914 0.146 Uiso 0.389(7) 1 calc R U P A 2
H24E H 0.542097 0.062454 0.507035 0.146 Uiso 0.389(7) 1 calc R U P A 2
H24F H 0.462014 0.152673 0.517386 0.146 Uiso 0.389(7) 1 calc R U P A 2
C25' C 0.104(2) 0.0897(6) 0.4563(8) 0.079(4) Uani 0.389(7) 1 d . . P A 2
H25D H 0.008010 0.081672 0.414698 0.118 Uiso 0.389(7) 1 calc R U P A 2
H25E H 0.033649 0.133314 0.487462 0.118 Uiso 0.389(7) 1 calc R U P A 2
H25F H 0.107479 0.041816 0.490556 0.118 Uiso 0.389(7) 1 calc R U P A 2
C26 C 0.4181(4) 0.72777(12) 0.04063(12) 0.0231(4) Uani 1 1 d . . . . .
C27 C 0.5724(4) 0.78053(13) 0.06456(12) 0.0251(4) Uani 1 1 d . . . . .
H27 H 0.686742 0.763307 0.097827 0.030 Uiso 1 1 calc R U . . .
C28 C 0.5546(4) 0.85913(13) 0.03842(13) 0.0281(4) Uani 1 1 d . . . . .
C29 C 0.3927(5) 0.88363(14) -0.01366(14) 0.0329(5) Uani 1 1 d . . . . .
H29 H 0.384052 0.937034 -0.032241 0.039 Uiso 1 1 calc R U . . .
C30 C 0.2469(5) 0.82982(14) -0.03760(14) 0.0330(5) Uani 1 1 d . . . . .
H30 H 0.139326 0.846238 -0.073440 0.040 Uiso 1 1 calc R U . . .
C31 C 0.2552(4) 0.75154(13) -0.00989(13) 0.0276(4) Uani 1 1 d . . . . .
H31 H 0.150896 0.714954 -0.025371 0.033 Uiso 1 1 calc R U . . .
C32 C 0.8274(4) 0.89791(14) 0.12182(14) 0.0313(5) Uani 1 1 d . . . . .
H32A H 0.952351 0.857239 0.105701 0.038 Uiso 1 1 calc R U . . .
H32B H 0.722830 0.877510 0.169498 0.038 Uiso 1 1 calc R U . . .
C33 C 0.9430(5) 0.97272(14) 0.13862(15) 0.0338(5) Uani 1 1 d . . . . .
H33A H 0.815281 1.011262 0.158247 0.041 Uiso 1 1 calc R U . . .
H33B H 1.031407 0.995438 0.088898 0.041 Uiso 1 1 calc R U . . .
C34 C 1.1161(5) 0.95944(15) 0.19904(16) 0.0360(5) Uani 1 1 d . . . . .
H34 H 1.238875 0.918379 0.179761 0.043 Uiso 1 1 calc R U . . .
C35 C 1.2465(6) 1.03498(19) 0.2056(2) 0.0524(8) Uani 1 1 d . . . . .
H35A H 1.323172 1.053543 0.153186 0.079 Uiso 1 1 calc R U . . .
H35B H 1.369228 1.024712 0.240057 0.079 Uiso 1 1 calc R U . . .
H35C H 1.130754 1.075151 0.227586 0.079 Uiso 1 1 calc R U . . .
C36 C 0.9911(6) 0.93102(17) 0.27953(17) 0.0459(6) Uani 1 1 d . . . . .
H36A H 0.866865 0.969839 0.299030 0.069 Uiso 1 1 calc R U . . .
H36B H 1.108884 0.924051 0.316161 0.069 Uiso 1 1 calc R U . . .
H36C H 0.916765 0.880824 0.275319 0.069 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.909(2) . ?
Se1 C7 1.916(2) . ?
Se2 C8 1.905(2) . ?
Se2 C2 1.913(2) . ?
S1 C11 1.767(2) . ?
S1 C15 1.780(2) . ?
S2 C10 1.770(2) . ?
S2 C26 1.782(2) . ?
O1 C17 1.365(3) . ?
O1 C21 1.436(3) . ?
O2 C28 1.363(3) . ?
O2 C32 1.436(3) . ?
N1 C14 1.144(3) . ?
N2 C13 1.147(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.399(3) . ?
C2 C3 1.394(3) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.391(3) . ?
C7 C12 1.401(3) . ?
C8 C9 1.402(3) . ?
C9 C10 1.403(3) . ?
C9 C13 1.442(3) . ?
C10 C11 1.402(3) . ?
C11 C12 1.409(3) . ?
C12 C14 1.447(3) . ?
C15 C16 1.394(3) . ?
C15 C20 1.394(3) . ?
C16 C17 1.395(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.394(3) . ?
C18 C19 1.396(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22' 1.438(17) . ?
C21 C22 1.575(10) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 H21C 0.9900 . ?
C21 H21D 0.9900 . ?
C22 C23 1.525(11) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.522(8) . ?
C23 C25 1.525(8) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C22' C23' 1.567(18) . ?
C22' H22C 0.9900 . ?
C22' H22D 0.9900 . ?
C23' C24' 1.503(12) . ?
C23' C25' 1.524(13) . ?
C23' H23' 1.0000 . ?
C24' H24D 0.9800 . ?
C24' H24E 0.9800 . ?
C24' H24F 0.9800 . ?
C25' H25D 0.9800 . ?
C25' H25E 0.9800 . ?
C25' H25F 0.9800 . ?
C26 C31 1.388(3) . ?
C26 C27 1.397(3) . ?
C27 C28 1.395(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.405(3) . ?
C29 C30 1.377(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.394(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C33 1.519(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.529(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C36 1.519(4) . ?
C34 C35 1.528(4) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 C7 99.49(9) . . ?
C8 Se2 C2 99.04(9) . . ?
C11 S1 C15 103.82(10) . . ?
C10 S2 C26 104.14(10) . . ?
C17 O1 C21 118.59(18) . . ?
C28 O2 C32 117.12(17) . . ?
C2 C1 C6 120.2(2) . . ?
C2 C1 Se1 121.83(15) . . ?
C6 C1 Se1 117.95(16) . . ?
C1 C2 C3 120.04(19) . . ?
C1 C2 Se2 121.31(16) . . ?
C3 C2 Se2 118.61(16) . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 119.2(2) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
C8 C7 C12 119.69(18) . . ?
C8 C7 Se1 121.57(15) . . ?
C12 C7 Se1 118.47(15) . . ?
C7 C8 C9 119.03(19) . . ?
C7 C8 Se2 121.60(15) . . ?
C9 C8 Se2 119.11(15) . . ?
C8 C9 C10 121.41(19) . . ?
C8 C9 C13 119.70(19) . . ?
C10 C9 C13 118.84(19) . . ?
C11 C10 C9 119.46(19) . . ?
C11 C10 S2 118.98(16) . . ?
C9 C10 S2 121.49(16) . . ?
C10 C11 C12 118.50(19) . . ?
C10 C11 S1 117.95(16) . . ?
C12 C11 S1 123.46(16) . . ?
C7 C12 C11 121.58(19) . . ?
C7 C12 C14 117.22(18) . . ?
C11 C12 C14 120.86(19) . . ?
N2 C13 C9 175.5(2) . . ?
N1 C14 C12 174.8(2) . . ?
C16 C15 C20 121.2(2) . . ?
C16 C15 S1 120.61(16) . . ?
C20 C15 S1 118.03(17) . . ?
C15 C16 C17 119.19(19) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
O1 C17 C18 124.99(19) . . ?
O1 C17 C16 114.76(19) . . ?
C18 C17 C16 120.2(2) . . ?
C17 C18 C19 119.4(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C20 C19 C18 121.1(2) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C15 118.7(2) . . ?
C19 C20 H20 120.6 . . ?
C15 C20 H20 120.6 . . ?
O1 C21 C22' 106.5(7) . . ?
O1 C21 C22 105.9(4) . . ?
O1 C21 H21A 110.5 . . ?
C22 C21 H21A 110.5 . . ?
O1 C21 H21B 110.5 . . ?
C22 C21 H21B 110.5 . . ?
H21A C21 H21B 108.7 . . ?
O1 C21 H21C 110.4 . . ?
C22' C21 H21C 110.4 . . ?
O1 C21 H21D 110.4 . . ?
C22' C21 H21D 110.4 . . ?
H21C C21 H21D 108.6 . . ?
C23 C22 C21 113.0(6) . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 109.9(5) . . ?
C24 C23 C25 109.5(5) . . ?
C22 C23 C25 112.1(5) . . ?
C24 C23 H23 108.4 . . ?
C22 C23 H23 108.4 . . ?
C25 C23 H23 108.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C21 C22' C23' 115.3(12) . . ?
C21 C22' H22C 108.5 . . ?
C23' C22' H22C 108.5 . . ?
C21 C22' H22D 108.5 . . ?
C23' C22' H22D 108.5 . . ?
H22C C22' H22D 107.5 . . ?
C24' C23' C25' 112.9(10) . . ?
C24' C23' C22' 111.6(8) . . ?
C25' C23' C22' 110.9(9) . . ?
C24' C23' H23' 107.1 . . ?
C25' C23' H23' 107.1 . . ?
C22' C23' H23' 107.1 . . ?
C23' C24' H24D 109.5 . . ?
C23' C24' H24E 109.5 . . ?
H24D C24' H24E 109.5 . . ?
C23' C24' H24F 109.5 . . ?
H24D C24' H24F 109.5 . . ?
H24E C24' H24F 109.5 . . ?
C23' C25' H25D 109.5 . . ?
C23' C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C23' C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?
C31 C26 C27 121.52(19) . . ?
C31 C26 S2 114.85(16) . . ?
C27 C26 S2 123.56(16) . . ?
C28 C27 C26 118.35(19) . . ?
C28 C27 H27 120.8 . . ?
C26 C27 H27 120.8 . . ?
O2 C28 C27 124.4(2) . . ?
O2 C28 C29 115.0(2) . . ?
C27 C28 C29 120.6(2) . . ?
C30 C29 C28 119.6(2) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C29 C30 C31 120.8(2) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C26 C31 C30 119.1(2) . . ?
C26 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
O2 C32 C33 107.26(18) . . ?
O2 C32 H32A 110.3 . . ?
C33 C32 H32A 110.3 . . ?
O2 C32 H32B 110.3 . . ?
C33 C32 H32B 110.3 . . ?
H32A C32 H32B 108.5 . . ?
C32 C33 C34 112.99(19) . . ?
C32 C33 H33A 109.0 . . ?
C34 C33 H33A 109.0 . . ?
C32 C33 H33B 109.0 . . ?
C34 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
C36 C34 C35 110.1(2) . . ?
C36 C34 C33 112.6(2) . . ?
C35 C34 C33 109.8(2) . . ?
C36 C34 H34 108.1 . . ?
C35 C34 H34 108.1 . . ?
C33 C34 H34 108.1 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_refine_diff_density_max         0.629
_refine_diff_density_min         -0.900
_refine_diff_density_rms         0.087



####################################################################### 
# 
# 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_ms_sp02m_sq

_database_code_depnum_ccdc_archive 'CCDC 2476386'
loop_
_audit_author_name
_audit_author_address
'Christoph Wolper'
;Universitaet Duisburg Essen
Germany
;
_audit_update_record             
;
2025-07-29 deposited with the CCDC.	2025-10-24 downloaded from the CCDC.
;
_vrf_PLAT215_ms_sp02m_sq         
;
PROBLEM: Disordered C28'      has ADP max/min Ratio .....        4.1 Note  
RESPONSE: Diffuse disorder that could not be resolved any further.
;
_vrf_PLAT220_ms_sp02m_sq         
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        9.7 Ratio 
RESPONSE: Diffuse disorder that could not be resolved any further.
;
_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31.50 H26 N2 O2 S2 Se2'
_chemical_formula_weight         686.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2952(3)
_cell_length_b                   11.3991(6)
_cell_length_c                   20.6848(11)
_cell_angle_alpha                104.048(3)
_cell_angle_beta                 91.718(3)
_cell_angle_gamma                99.820(3)
_cell_volume                     1414.88(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9278
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      32.84

_exptl_crystal_description       tablet #cut needle 
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_F_000             690
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.064
_exptl_absorpt_coefficient_mu    2.794
_shelx_estimated_absorpt_T_min   0.429
_shelx_estimated_absorpt_T_max   0.841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS, Blessing, Acta Cryst 1995 A51 33-38'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/Queen'
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            102276
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.873
_diffrn_reflns_theta_max         33.295
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10886
_reflns_number_gt                8624
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'BRUKER APEX3(v2019.1-0)'
_computing_cell_refinement       'BRUKER APEX3(v2019.1-0)'
_computing_data_reduction        'BRUKER APEX3(v2019.1-0)'
_computing_structure_solution    'BRUKER APEX3(v2019.1-0)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
 Disorder:
 The methoxy phenyl residues are disordered over two positions. RIGU restraints
 were applied to their atoms' displacement parameters. For the atoms of the
 group bonded to S2 addtional SIMU restraints were used. The displacement
 ellipsoids suggest further disorder which could not be resolved to other
 alternate positions. The disorder of this group is correlated to the positions
 of the solvent molecule disordered over the centre of inversion. Thus the
 occupancy was constrained to $\nicefrac{1}{2}$.
 SQUEEZE:
 The structure contains an n-heptane molecule highly disordered over a centre
 of inversion. The final refinement was done with a solvent free dataset from a
 PLATON/SQUEEZE run. (For details see: A.~L.~Spek, Acta Cryst. A46 (1990),
 194--201). The molecules were included in the sum formula for completeness.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0446P)²+1.0204P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10886
_refine_ls_number_parameters     466
_refine_ls_number_restraints     378
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0890
_refine_ls_wR_factor_gt          0.0801
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.71669(3) 0.39169(2) 0.50162(2) 0.01422(4) Uani 1 1 d . . . . .
Se2 Se 0.22305(3) 0.24063(2) 0.52152(2) 0.01763(5) Uani 1 1 d . . . . .
S1 S 0.84632(8) 0.57032(4) 0.77918(2) 0.02233(9) Uani 1 1 d . . . . .
S2 S 0.37450(9) 0.41190(5) 0.79661(2) 0.02420(10) Uani 1 1 d . . . . .
N1 N -0.0294(3) 0.21704(16) 0.67241(10) 0.0277(4) Uani 1 1 d . . . . .
N2 N 1.1420(3) 0.56657(16) 0.63374(9) 0.0237(3) Uani 1 1 d . . . . .
C1 C 0.6226(3) 0.38940(14) 0.58819(8) 0.0133(3) Uani 1 1 d . . . . .
C2 C 0.4184(3) 0.32714(14) 0.59628(8) 0.0143(3) Uani 1 1 d . . . . .
C3 C 0.3527(3) 0.33160(15) 0.66113(9) 0.0151(3) Uani 1 1 d . . . . .
C4 C 0.4825(3) 0.40317(15) 0.71808(9) 0.0163(3) Uani 1 1 d . . . . .
C5 C 0.6835(3) 0.46988(15) 0.71002(8) 0.0160(3) Uani 1 1 d . . . . .
C6 C 0.7548(3) 0.45752(14) 0.64517(9) 0.0148(3) Uani 1 1 d . . . . .
C7 C 0.6242(3) 0.22056(15) 0.45940(8) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.4218(3) 0.15806(15) 0.46854(8) 0.0152(3) Uani 1 1 d . . . . .
C9 C 0.3563(3) 0.03334(16) 0.43654(9) 0.0192(3) Uani 1 1 d . . . . .
H9 H 0.219991 -0.009932 0.443881 0.023 Uiso 1 1 calc R U . . .
C10 C 0.4921(3) -0.02665(16) 0.39399(10) 0.0228(4) Uani 1 1 d . . . . .
H10 H 0.446889 -0.110828 0.371262 0.027 Uiso 1 1 calc R U . . .
C11 C 0.6932(3) 0.03537(17) 0.38442(10) 0.0232(4) Uani 1 1 d . . . . .
H11 H 0.785140 -0.006546 0.355248 0.028 Uiso 1 1 calc R U . . .
C12 C 0.7615(3) 0.15904(16) 0.41738(9) 0.0186(3) Uani 1 1 d . . . . .
H12 H 0.900330 0.201091 0.411297 0.022 Uiso 1 1 calc R U . . .
C13 C 0.1408(3) 0.26669(16) 0.66862(9) 0.0190(3) Uani 1 1 d . . . . .
C14 C 0.9699(3) 0.51919(16) 0.63806(9) 0.0175(3) Uani 1 1 d . . . . .
O1 O 1.1716(13) 1.0204(6) 0.7843(5) 0.0399(15) Uani 0.65(3) 1 d . . P A 3
C15 C 0.8327(16) 0.7133(9) 0.7575(6) 0.0175(13) Uani 0.65(3) 1 d . . P A 3
C16 C 1.0124(15) 0.8064(8) 0.7791(5) 0.0204(12) Uani 0.65(3) 1 d . . P A 3
H16 H 1.134768 0.792676 0.802250 0.024 Uiso 0.65(3) 1 calc R U P A 3
C17 C 1.0082(14) 0.9213(7) 0.7659(5) 0.0266(12) Uani 0.65(3) 1 d . . P A 3
C18 C 0.8373(15) 0.9376(7) 0.7286(4) 0.0303(13) Uani 0.65(3) 1 d . . P A 3
H18 H 0.840815 1.013461 0.716904 0.036 Uiso 0.65(3) 1 calc R U P A 3
C19 C 0.6606(19) 0.8446(7) 0.7080(5) 0.0349(17) Uani 0.65(3) 1 d . . P A 3
H19 H 0.540363 0.858171 0.683735 0.042 Uiso 0.65(3) 1 calc R U P A 3
C20 C 0.6557(17) 0.7304(8) 0.7222(5) 0.0259(14) Uani 0.65(3) 1 d . . P A 3
H20 H 0.533703 0.666229 0.707984 0.031 Uiso 0.65(3) 1 calc R U P A 3
C21 C 1.3475(11) 1.0088(7) 0.8247(8) 0.049(2) Uani 0.65(3) 1 d . . P A 3
H21A H 1.294921 0.988139 0.865402 0.059 Uiso 0.65(3) 1 calc R U P A 3
H21B H 1.450975 1.086655 0.836697 0.059 Uiso 0.65(3) 1 calc R U P A 3
H21C H 1.418770 0.943356 0.800024 0.059 Uiso 0.65(3) 1 calc R U P A 3
C15' C 0.882(3) 0.713(2) 0.7593(12) 0.021(2) Uani 0.35(3) 1 d . . P A 4
O1' O 1.224(3) 1.0171(12) 0.8031(9) 0.050(3) Uani 0.35(3) 1 d . . P A 4
C16' C 1.059(3) 0.8013(19) 0.7874(11) 0.031(3) Uani 0.35(3) 1 d . . P A 4
H16' H 1.170849 0.783827 0.813420 0.037 Uiso 0.35(3) 1 calc R U P A 4
C17' C 1.068(4) 0.9191(17) 0.7760(10) 0.039(3) Uani 0.35(3) 1 d . . P A 4
C18' C 0.907(4) 0.9475(12) 0.7417(9) 0.041(3) Uani 0.35(3) 1 d . . P A 4
H18' H 0.912976 1.029247 0.737714 0.050 Uiso 0.35(3) 1 calc R U P A 4
C19' C 0.735(4) 0.8562(15) 0.7123(9) 0.034(3) Uani 0.35(3) 1 d . . P A 4
H19' H 0.626754 0.873013 0.684588 0.040 Uiso 0.35(3) 1 calc R U P A 4
C20' C 0.718(3) 0.7398(16) 0.7233(10) 0.026(2) Uani 0.35(3) 1 d . . P A 4
H20' H 0.593938 0.678710 0.706006 0.031 Uiso 0.35(3) 1 calc R U P A 4
C21' C 1.373(3) 1.0003(17) 0.8492(9) 0.058(4) Uani 0.35(3) 1 d . . P A 4
H21D H 1.453116 0.937130 0.827240 0.070 Uiso 0.35(3) 1 calc R U P A 4
H21E H 1.296722 0.973978 0.885428 0.070 Uiso 0.35(3) 1 calc R U P A 4
H21F H 1.473531 1.077841 0.867690 0.070 Uiso 0.35(3) 1 calc R U P A 4
C27 C 0.7160(3) 0.2917(2) 0.81390(11) 0.0267(4) Uani 1 1 d . U . . .
H27 H 0.722345 0.272772 0.766753 0.032 Uiso 0.5 1 calc R U P B 1
H27' H 0.715690 0.261540 0.766854 0.032 Uiso 0.5 1 calc R U P C 2
O2 O 0.7843(6) 0.4391(4) 1.01639(15) 0.0404(9) Uani 0.5 1 d . U P D 1
C22 C 0.5435(12) 0.3559(10) 0.8413(6) 0.0167(13) Uani 0.5 1 d . U P D 1
C23 C 0.6175(7) 0.4179(4) 0.91148(19) 0.0236(7) Uani 0.5 1 d . U P D 1
H23 H 0.554250 0.486032 0.932463 0.028 Uiso 0.5 1 calc R U P D 1
C24 C 0.7734(7) 0.3846(4) 0.94970(19) 0.0260(8) Uani 0.5 1 d . U P D 1
C25 C 0.9041(8) 0.3043(5) 0.9190(3) 0.0263(9) Uani 0.5 1 d . U P D 1
H25 H 1.012517 0.284135 0.945169 0.032 Uiso 0.5 1 calc R U P D 1
C26 C 0.879(2) 0.2540(14) 0.8519(6) 0.0236(15) Uani 0.5 1 d . U P D 1
H26 H 0.963589 0.196541 0.830707 0.028 Uiso 0.5 1 calc R U P D 1
C28 C 0.9438(10) 0.4114(6) 1.0583(2) 0.0419(12) Uani 0.5 1 d . U P D 1
H28A H 0.906974 0.324735 1.059215 0.063 Uiso 0.5 1 calc R U P D 1
H28B H 0.947668 0.463672 1.103721 0.063 Uiso 0.5 1 calc R U P D 1
H28C H 1.085820 0.426679 1.040673 0.063 Uiso 0.5 1 calc R U P D 1
O2' O 0.5670(13) 0.3467(5) 1.0152(2) 0.0829(19) Uani 0.5 1 d . U P D 2
C22' C 0.5982(12) 0.3692(11) 0.8434(7) 0.0198(15) Uani 0.5 1 d . U P D 2
C23' C 0.5019(11) 0.3722(4) 0.9088(2) 0.0346(10) Uani 0.5 1 d . U P D 2
H23' H 0.370730 0.399811 0.920349 0.042 Uiso 0.5 1 calc R U P D 2
C24' C 0.6296(13) 0.3292(5) 0.9504(2) 0.0492(14) Uani 0.5 1 d . U P D 2
C25' C 0.8011(13) 0.2740(5) 0.9267(3) 0.0474(14) Uani 0.5 1 d . U P D 2
H25' H 0.891593 0.246411 0.955248 0.057 Uiso 0.5 1 calc R U P D 2
C26' C 0.836(2) 0.2605(15) 0.8582(7) 0.035(2) Uani 0.5 1 d . U P D 2
H26' H 0.957393 0.225606 0.842565 0.043 Uiso 0.5 1 calc R U P D 2
C28' C 0.704(2) 0.3165(9) 1.0625(3) 0.130(5) Uani 0.5 1 d . U P D 2
H28D H 0.656007 0.343698 1.107462 0.195 Uiso 0.5 1 calc R U P D 2
H28E H 0.853313 0.357786 1.061224 0.195 Uiso 0.5 1 calc R U P D 2
H28F H 0.697462 0.227274 1.051463 0.195 Uiso 0.5 1 calc R U P D 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.9077(17) . ?
Se1 C7 1.9136(16) . ?
Se2 C2 1.8993(16) . ?
Se2 C8 1.9067(17) . ?
S1 C15' 1.75(2) . ?
S1 C5 1.7677(17) . ?
S1 C15 1.808(10) . ?
S2 C22 1.689(12) . ?
S2 C4 1.7668(18) . ?
S2 C22' 1.881(11) . ?
N1 C13 1.137(3) . ?
N2 C14 1.141(2) . ?
C1 C2 1.394(2) . ?
C1 C6 1.401(2) . ?
C2 C3 1.407(2) . ?
C3 C4 1.404(2) . ?
C3 C13 1.443(2) . ?
C4 C5 1.397(2) . ?
C5 C6 1.409(2) . ?
C6 C14 1.445(2) . ?
C7 C8 1.392(2) . ?
C7 C12 1.396(2) . ?
C8 C9 1.399(2) . ?
C9 C10 1.388(3) . ?
C10 C11 1.385(3) . ?
C11 C12 1.395(3) . ?
O1 C17 1.360(10) . ?
O1 C21 1.412(8) . ?
C15 C20 1.380(8) . ?
C15 C16 1.391(9) . ?
C16 C17 1.407(8) . ?
C17 C18 1.368(7) . ?
C18 C19 1.376(7) . ?
C19 C20 1.398(10) . ?
C15' C16' 1.37(2) . ?
C15' C20' 1.373(17) . ?
O1' C17' 1.348(19) . ?
O1' C21' 1.385(16) . ?
C16' C17' 1.41(2) . ?
C17' C18' 1.345(16) . ?
C18' C19' 1.379(15) . ?
C19' C20' 1.39(2) . ?
C27 C22' 1.301(13) . ?
C27 C26' 1.321(14) . ?
C27 C26 1.454(11) . ?
C27 C22 1.464(11) . ?
O2 C24 1.363(5) . ?
O2 C28 1.431(5) . ?
C22 C23 1.474(12) . ?
C23 C24 1.399(6) . ?
C24 C25 1.387(6) . ?
C25 C26 1.360(13) . ?
O2' C24' 1.386(7) . ?
O2' C28' 1.428(10) . ?
C22' C23' 1.494(14) . ?
C23' C24' 1.387(8) . ?
C24' C25' 1.383(10) . ?
C25' C26' 1.416(14) . ?

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
C1 Se1 C7 98.03(7) . . ?
C2 Se2 C8 97.93(7) . . ?
C15' S1 C5 103.6(8) . . ?
C5 S1 C15 98.0(3) . . ?
C22 S2 C4 105.9(4) . . ?
C4 S2 C22' 100.5(4) . . ?
C2 C1 C6 118.79(15) . . ?
C2 C1 Se1 121.35(12) . . ?
C6 C1 Se1 119.74(12) . . ?
C1 C2 C3 119.42(15) . . ?
C1 C2 Se2 121.33(13) . . ?
C3 C2 Se2 119.22(12) . . ?
C4 C3 C2 121.63(15) . . ?
C4 C3 C13 119.53(16) . . ?
C2 C3 C13 118.72(15) . . ?
C5 C4 C3 119.00(15) . . ?
C5 C4 S2 123.14(13) . . ?
C3 C4 S2 117.73(13) . . ?
C4 C5 C6 118.90(15) . . ?
C4 C5 S1 121.26(13) . . ?
C6 C5 S1 119.83(13) . . ?
C1 C6 C5 121.97(16) . . ?
C1 C6 C14 119.72(15) . . ?
C5 C6 C14 118.30(15) . . ?
C8 C7 C12 119.92(15) . . ?
C8 C7 Se1 121.22(12) . . ?
C12 C7 Se1 118.84(13) . . ?
C7 C8 C9 120.30(16) . . ?
C7 C8 Se2 121.30(12) . . ?
C9 C8 Se2 118.35(13) . . ?
C10 C9 C8 119.44(17) . . ?
C11 C10 C9 120.45(17) . . ?
C10 C11 C12 120.36(17) . . ?
C11 C12 C7 119.50(17) . . ?
N1 C13 C3 177.2(2) . . ?
N2 C14 C6 178.1(2) . . ?
C17 O1 C21 116.7(6) . . ?
C20 C15 C16 121.7(8) . . ?
C20 C15 S1 122.7(6) . . ?
C16 C15 S1 115.6(6) . . ?
C15 C16 C17 118.3(6) . . ?
O1 C17 C18 115.0(6) . . ?
O1 C17 C16 124.6(6) . . ?
C18 C17 C16 120.3(6) . . ?
C17 C18 C19 120.4(5) . . ?
C18 C19 C20 120.8(5) . . ?
C15 C20 C19 118.3(6) . . ?
C16' C15' C20' 121.1(17) . . ?
C16' C15' S1 119.5(13) . . ?
C20' C15' S1 118.8(13) . . ?
C17' O1' C21' 116.0(13) . . ?
C15' C16' C17' 117.3(13) . . ?
C18' C17' O1' 112.9(14) . . ?
C18' C17' C16' 122.5(13) . . ?
O1' C17' C16' 124.3(13) . . ?
C17' C18' C19' 119.0(12) . . ?
C18' C19' C20' 120.1(11) . . ?
C15' C20' C19' 119.9(13) . . ?
C22' C27 C26' 110.8(8) . . ?
C26 C27 C22 126.3(7) . . ?
C24 O2 C28 117.4(4) . . ?
C27 C22 C23 105.9(6) . . ?
C27 C22 S2 124.9(8) . . ?
C23 C22 S2 121.9(7) . . ?
C24 C23 C22 125.3(6) . . ?
O2 C24 C25 125.4(4) . . ?
O2 C24 C23 114.4(4) . . ?
C25 C24 C23 120.2(4) . . ?
C26 C25 C24 120.7(6) . . ?
C25 C26 C27 117.4(7) . . ?
C24' O2' C28' 116.8(7) . . ?
C27 C22' C23' 126.1(10) . . ?
C27 C22' S2 122.0(8) . . ?
C23' C22' S2 100.1(6) . . ?
C24' C23' C22' 110.9(7) . . ?
C25' C24' O2' 125.2(5) . . ?
C25' C24' C23' 121.0(5) . . ?
O2' C24' C23' 113.7(6) . . ?
C24' C25' C26' 117.1(6) . . ?
C27 C26' C25' 126.3(8) . . ?

_refine_diff_density_max         1.725
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.103



