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

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

data_aaaa
_database_code_depnum_ccdc_archive 'CCDC 1576764'
_audit_update_record             
;
2017-09-27 deposited with the CCDC.
2018-01-02 downloaded from the CCDC.
;
_audit_creation_date             2017-04-26
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled Mar 30 2012 14:54:36, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H25 N O4 S2 Se3'
_chemical_formula_sum            'C32 H25 N O4 S2 Se3'
_chemical_formula_weight         788.53
_chemical_melting_point          ?
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.114(4)
_cell_length_b                   11.241(3)
_cell_length_c                   18.622(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.978(4)
_cell_angle_gamma                90.00
_cell_volume                     3192.7(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7397
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.86
_cell_measurement_theta_min      2.25
_exptl_absorpt_coefficient_mu    3.624
_exptl_absorpt_correction_T_max  0.6703
_exptl_absorpt_correction_T_min  0.3181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34950
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.19
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                4695
_reflns_number_total             6495
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.924
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6495
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0571P)²+1.1007P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.1050
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.89514(2) 0.69200(3) 0.56778(2) 0.05217(13) Uani 1 1 d . . .
Se2 Se 0.77341(3) 0.57513(4) 0.38377(2) 0.06803(15) Uani 1 1 d . . .
Se3 Se 0.60168(2) 0.72770(3) 0.37139(2) 0.04795(12) Uani 1 1 d . . .
S1 S 0.75804(6) 0.95816(8) 0.53046(5) 0.0474(2) Uani 1 1 d . . .
S2 S 0.68820(6) 0.76626(8) 0.59470(5) 0.0438(2) Uani 1 1 d . . .
O1 O 0.74709(18) 1.0196(2) 0.59182(15) 0.0604(7) Uani 1 1 d . . .
O2 O 0.83968(16) 0.9614(2) 0.52737(17) 0.0602(7) Uani 1 1 d . . .
O3 O 0.61631(16) 0.8442(2) 0.57681(16) 0.0582(7) Uani 1 1 d . . .
O4 O 0.67428(16) 0.6424(2) 0.57667(14) 0.0500(6) Uani 1 1 d . . .
N1 N 0.73898(18) 0.8133(2) 0.54002(17) 0.0417(7) Uani 1 1 d . . .
C1 C 0.8197(3) 0.6870(3) 0.7358(2) 0.0555(10) Uani 1 1 d . . .
H1 H 0.8216 0.6208 0.7067 0.067 Uiso 1 1 calc R . .
C2 C 0.8737(3) 0.6941(4) 0.8174(3) 0.0666(11) Uani 1 1 d . . .
H2 H 0.9120 0.6321 0.8439 0.080 Uiso 1 1 calc R . .
C3 C 0.8712(3) 0.7928(4) 0.8598(3) 0.0712(13) Uani 1 1 d . . .
H3 H 0.9077 0.7972 0.9150 0.085 Uiso 1 1 calc R . .
C4 C 0.8151(3) 0.8848(4) 0.8213(3) 0.0705(13) Uani 1 1 d . . .
H4 H 0.8142 0.9515 0.8505 0.085 Uiso 1 1 calc R . .
C5 C 0.7605(3) 0.8793(3) 0.7403(3) 0.0581(10) Uani 1 1 d . . .
H5 H 0.7225 0.9418 0.7145 0.070 Uiso 1 1 calc R . .
C6 C 0.7623(2) 0.7803(3) 0.6972(2) 0.0443(8) Uani 1 1 d . . .
C7 C 0.6746(2) 1.0021(3) 0.4364(2) 0.0434(8) Uani 1 1 d . . .
C8 C 0.5938(3) 1.0315(3) 0.4307(2) 0.0527(9) Uani 1 1 d . . .
H8 H 0.5843 1.0299 0.4760 0.063 Uiso 1 1 calc R . .
C9 C 0.5274(3) 1.0634(4) 0.3567(3) 0.0611(11) Uani 1 1 d . . .
H9 H 0.4725 1.0834 0.3518 0.073 Uiso 1 1 calc R . .
C10 C 0.5424(3) 1.0655(4) 0.2900(3) 0.0709(12) Uani 1 1 d . . .
H10 H 0.4976 1.0877 0.2402 0.085 Uiso 1 1 calc R . .
C11 C 0.6230(3) 1.0350(4) 0.2967(3) 0.0719(12) Uani 1 1 d . . .
H11 H 0.6324 1.0361 0.2513 0.086 Uiso 1 1 calc R . .
C12 C 0.6898(3) 1.0029(4) 0.3699(2) 0.0578(10) Uani 1 1 d . . .
H12 H 0.7445 0.9821 0.3745 0.069 Uiso 1 1 calc R . .
C13 C 0.7728(2) 0.7271(3) 0.5038(2) 0.0411(8) Uani 1 1 d . . .
C14 C 0.8959(2) 0.5205(3) 0.5710(2) 0.0442(8) Uani 1 1 d . . .
C15 C 0.8287(3) 0.4536(3) 0.5720(2) 0.0562(10) Uani 1 1 d . . .
H15 H 0.7794 0.4909 0.5702 0.067 Uiso 1 1 calc R . .
C16 C 0.8351(3) 0.3313(4) 0.5757(3) 0.0658(11) Uani 1 1 d . . .
H16 H 0.7894 0.2864 0.5756 0.079 Uiso 1 1 calc R . .
C17 C 0.9083(3) 0.2750(4) 0.5794(3) 0.0669(11) Uani 1 1 d . . .
H17 H 0.9124 0.1925 0.5823 0.080 Uiso 1 1 calc R . .
C18 C 0.9751(3) 0.3417(4) 0.5789(2) 0.0648(11) Uani 1 1 d . . .
H18 H 1.0247 0.3041 0.5814 0.078 Uiso 1 1 calc R . .
C19 C 0.9693(3) 0.4643(4) 0.5747(2) 0.0549(10) Uani 1 1 d . . .
H19 H 1.0149 0.5090 0.5744 0.066 Uiso 1 1 calc R . .
C20 C 0.7228(2) 0.6843(3) 0.4297(2) 0.0419(8) Uani 1 1 d . . .
C21 C 0.6932(4) 0.6971(5) 0.2318(3) 0.0901(16) Uani 1 1 d . . .
H21 H 0.7261 0.7622 0.2604 0.108 Uiso 1 1 calc R . .
C22 C 0.6400(5) 0.7062(7) 0.1488(4) 0.111(2) Uani 1 1 d . . .
H22 H 0.6359 0.7774 0.1219 0.133 Uiso 1 1 calc R . .
C23 C 0.5954(4) 0.6107(9) 0.1089(4) 0.116(3) Uani 1 1 d . . .
H23 H 0.5608 0.6168 0.0535 0.139 Uiso 1 1 calc R . .
C24 C 0.5976(4) 0.5059(8) 0.1446(4) 0.102(2) Uani 1 1 d . . .
H24 H 0.5654 0.4409 0.1152 0.122 Uiso 1 1 calc R . .
C25 C 0.6507(3) 0.4987(5) 0.2284(3) 0.0793(14) Uani 1 1 d . . .
H25 H 0.6538 0.4272 0.2548 0.095 Uiso 1 1 calc R . .
C26 C 0.6970(3) 0.5927(4) 0.2712(2) 0.0548(10) Uani 1 1 d . . .
C27 C 0.5488(2) 0.5730(3) 0.3461(2) 0.0445(8) Uani 1 1 d . . .
C28 C 0.4868(2) 0.5514(3) 0.2687(2) 0.0533(9) Uani 1 1 d . . .
H28 H 0.4752 0.6082 0.2289 0.064 Uiso 1 1 calc R . .
C29 C 0.4416(3) 0.4450(4) 0.2500(3) 0.0641(11) Uani 1 1 d . . .
H29 H 0.3992 0.4306 0.1975 0.077 Uiso 1 1 calc R . .
C30 C 0.4584(3) 0.3616(4) 0.3074(3) 0.0746(13) Uani 1 1 d . . .
H30 H 0.4278 0.2900 0.2943 0.090 Uiso 1 1 calc R . .
C31 C 0.5198(4) 0.3821(4) 0.3839(3) 0.0943(18) Uani 1 1 d . . .
H31 H 0.5315 0.3239 0.4230 0.113 Uiso 1 1 calc R . .
C32 C 0.5652(3) 0.4884(4) 0.4049(3) 0.0731(13) Uani 1 1 d . . .
H32 H 0.6063 0.5027 0.4579 0.088 Uiso 1 1 calc R . .


_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 C13 1.923(3) . ?
Se1 C14 1.929(4) . ?
Se2 C20 1.913(3) . ?
Se2 C26 1.912(4) . ?
Se3 C20 1.917(3) . ?
Se3 C27 1.918(3) . ?
S1 O1 1.419(3) . ?
S1 O2 1.425(3) . ?
S1 N1 1.686(3) . ?
S1 C7 1.755(4) . ?
S2 O3 1.421(3) . ?
S2 O4 1.427(3) . ?
S2 N1 1.696(3) . ?
S2 C6 1.755(4) . ?
N1 C13 1.444(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.377(6) . ?
C1 C6 1.393(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.380(5) . ?
C7 C8 1.377(5) . ?
C7 C12 1.378(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.377(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.377(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.371(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.372(6) . ?
C12 H12 0.9300 . ?
C13 C20 1.340(5) . ?
C14 C15 1.382(5) . ?
C14 C19 1.379(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.378(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.371(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(6) . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.397(8) . ?
C21 C26 1.370(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.331(10) . ?
C23 H23 0.9300 . ?
C23 C24 1.344(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.407(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.344(6) . ?
C27 C28 1.368(5) . ?
C27 C32 1.380(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.380(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.351(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.353(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.382(6) . ?
C32 H32 0.9300 . ?

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
C13 Se1 C14 102.42(14) . . ?
C26 Se2 C20 101.60(15) . . ?
C20 Se3 C27 100.19(15) . . ?
O1 S1 O2 120.69(17) . . ?
O1 S1 N1 106.41(15) . . ?
O1 S1 C7 108.75(17) . . ?
O2 S1 N1 105.63(15) . . ?
O2 S1 C7 108.76(17) . . ?
N1 S1 C7 105.57(15) . . ?
O3 S2 O4 120.79(16) . . ?
O3 S2 N1 106.97(15) . . ?
O3 S2 C6 108.70(17) . . ?
O4 S2 N1 103.86(14) . . ?
O4 S2 C6 107.76(16) . . ?
N1 S2 C6 108.13(15) . . ?
S1 N1 S2 122.78(17) . . ?
C13 N1 S1 117.5(2) . . ?
C13 N1 S2 119.7(2) . . ?
C2 C1 H1 120.4 . . ?
C2 C1 C6 119.2(4) . . ?
C6 C1 H1 120.4 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(4) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.5(4) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 S2 119.0(3) . . ?
C5 C6 S2 120.6(3) . . ?
C5 C6 C1 120.3(4) . . ?
C8 C7 S1 118.6(3) . . ?
C8 C7 C12 121.4(3) . . ?
C12 C7 S1 119.9(3) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 118.9(4) . . ?
C9 C8 H8 120.5 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(4) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.3(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.5(4) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 H12 120.6 . . ?
C11 C12 C7 118.8(4) . . ?
C11 C12 H12 120.6 . . ?
N1 C13 Se1 113.8(2) . . ?
C20 C13 Se1 124.8(3) . . ?
C20 C13 N1 121.3(3) . . ?
C15 C14 Se1 123.4(3) . . ?
C19 C14 Se1 116.9(3) . . ?
C19 C14 C15 119.7(4) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.7(4) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.7(4) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.4(4) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C18 120.0(4) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
Se2 C20 Se3 120.18(18) . . ?
C13 C20 Se2 119.0(3) . . ?
C13 C20 Se3 120.8(3) . . ?
C22 C21 H21 119.9 . . ?
C26 C21 H21 119.9 . . ?
C26 C21 C22 120.3(6) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.6(6) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 118.3 . . ?
C22 C23 C24 123.4(6) . . ?
C24 C23 H23 118.3 . . ?
C23 C24 H24 121.4 . . ?
C23 C24 C25 117.3(6) . . ?
C25 C24 H24 121.4 . . ?
C24 C25 H25 119.3 . . ?
C26 C25 C24 121.5(6) . . ?
C26 C25 H25 119.3 . . ?
C21 C26 Se2 121.2(4) . . ?
C25 C26 Se2 119.6(4) . . ?
C25 C26 C21 118.9(5) . . ?
C28 C27 Se3 118.3(3) . . ?
C28 C27 C32 119.7(4) . . ?
C32 C27 Se3 121.7(3) . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.8(4) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.5(4) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0(4) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 119.5 . . ?
C30 C31 C32 120.9(4) . . ?
C32 C31 H31 119.5 . . ?
C27 C32 C31 119.0(4) . . ?
C27 C32 H32 120.5 . . ?
C31 C32 H32 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Se1 C13 C20 Se2 2.5(4) . . . . ?
Se1 C13 C20 Se3 -179.20(16) . . . . ?
Se1 C14 C15 C16 -178.9(3) . . . . ?
Se1 C14 C19 C18 178.6(3) . . . . ?
Se3 C27 C28 C29 -174.0(3) . . . . ?
Se3 C27 C32 C31 174.8(4) . . . . ?
S1 N1 C13 Se1 80.8(3) . . . . ?
S1 N1 C13 C20 -94.8(3) . . . . ?
S1 C7 C8 C9 -178.5(3) . . . . ?
S1 C7 C12 C11 178.5(3) . . . . ?
S2 N1 C13 Se1 -95.4(2) . . . . ?
S2 N1 C13 C20 89.1(4) . . . . ?
O1 S1 N1 S2 15.9(2) . . . . ?
O1 S1 N1 C13 -160.2(2) . . . . ?
O1 S1 C7 C8 -32.3(3) . . . . ?
O1 S1 C7 C12 149.8(3) . . . . ?
O2 S1 N1 S2 145.3(2) . . . . ?
O2 S1 N1 C13 -30.8(3) . . . . ?
O2 S1 C7 C8 -165.5(3) . . . . ?
O2 S1 C7 C12 16.6(4) . . . . ?
O3 S2 N1 S1 42.9(2) . . . . ?
O3 S2 N1 C13 -141.2(3) . . . . ?
O3 S2 C6 C1 157.0(3) . . . . ?
O3 S2 C6 C5 -19.4(4) . . . . ?
O4 S2 N1 S1 171.65(19) . . . . ?
O4 S2 N1 C13 -12.4(3) . . . . ?
O4 S2 C6 C1 24.5(3) . . . . ?
O4 S2 C6 C5 -151.9(3) . . . . ?
N1 S1 C7 C8 81.6(3) . . . . ?
N1 S1 C7 C12 -96.4(3) . . . . ?
N1 S2 C6 C1 -87.2(3) . . . . ?
N1 S2 C6 C5 96.4(3) . . . . ?
N1 C13 C20 Se2 177.5(2) . . . . ?
N1 C13 C20 Se3 -4.2(5) . . . . ?
C1 C2 C3 C4 -0.1(7) . . . . ?
C2 C1 C6 S2 -175.5(3) . . . . ?
C2 C1 C6 C5 0.9(6) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C3 C4 C5 C6 -0.2(6) . . . . ?
C4 C5 C6 S2 175.9(3) . . . . ?
C4 C5 C6 C1 -0.5(6) . . . . ?
C6 S2 N1 S1 -74.1(2) . . . . ?
C6 S2 N1 C13 101.9(3) . . . . ?
C6 C1 C2 C3 -0.6(6) . . . . ?
C7 S1 N1 S2 -99.6(2) . . . . ?
C7 S1 N1 C13 84.4(3) . . . . ?
C7 C8 C9 C10 -0.1(6) . . . . ?
C8 C7 C12 C11 0.7(6) . . . . ?
C8 C9 C10 C11 0.6(7) . . . . ?
C9 C10 C11 C12 -0.5(7) . . . . ?
C10 C11 C12 C7 -0.1(7) . . . . ?
C12 C7 C8 C9 -0.6(6) . . . . ?
C13 Se1 C14 C15 -33.8(3) . . . . ?
C13 Se1 C14 C19 148.0(3) . . . . ?
C14 Se1 C13 N1 129.5(2) . . . . ?
C14 Se1 C13 C20 -55.2(3) . . . . ?
C14 C15 C16 C17 0.8(7) . . . . ?
C15 C14 C19 C18 0.4(6) . . . . ?
C15 C16 C17 C18 -0.5(7) . . . . ?
C16 C17 C18 C19 0.0(7) . . . . ?
C17 C18 C19 C14 0.0(6) . . . . ?
C19 C14 C15 C16 -0.8(6) . . . . ?
C20 Se2 C26 C21 66.4(4) . . . . ?
C20 Se2 C26 C25 -118.4(3) . . . . ?
C20 Se3 C27 C28 -132.9(3) . . . . ?
C20 Se3 C27 C32 53.6(4) . . . . ?
C21 C22 C23 C24 1.1(10) . . . . ?
C22 C21 C26 Se2 177.0(4) . . . . ?
C22 C21 C26 C25 1.7(7) . . . . ?
C22 C23 C24 C25 -0.3(10) . . . . ?
C23 C24 C25 C26 0.3(8) . . . . ?
C24 C25 C26 Se2 -176.3(4) . . . . ?
C24 C25 C26 C21 -1.0(7) . . . . ?
C26 Se2 C20 Se3 23.9(2) . . . . ?
C26 Se2 C20 C13 -157.8(3) . . . . ?
C26 C21 C22 C23 -1.8(9) . . . . ?
C27 Se3 C20 Se2 52.2(2) . . . . ?
C27 Se3 C20 C13 -126.1(3) . . . . ?
C27 C28 C29 C30 -0.4(6) . . . . ?
C28 C27 C32 C31 1.4(7) . . . . ?
C28 C29 C30 C31 0.2(8) . . . . ?
C29 C30 C31 C32 0.8(9) . . . . ?
C30 C31 C32 C27 -1.6(9) . . . . ?
C32 C27 C28 C29 -0.4(6) . . . . ?

####################################################################### 
# 
# 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_20161123-pym-hy-sm-14aaaa
_database_code_depnum_ccdc_archive 'CCDC 1576770'
_audit_update_record             
;
2017-09-27 deposited with the CCDC.
2018-01-02 downloaded from the CCDC.
;
_audit_creation_date             2006-02-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H25 N O4 S2 Se2'
_chemical_formula_sum            'C32 H25 N O4 S2 Se2'
_chemical_formula_weight         709.57
_chemical_melting_point          ?
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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.3039(6)
_cell_length_b                   11.2838(9)
_cell_length_c                   15.3630(8)
_cell_angle_alpha                110.126(6)
_cell_angle_beta                 99.341(5)
_cell_angle_gamma                93.707(6)
_cell_volume                     1481.59(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5410
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.1340
_cell_measurement_theta_min      3.8690
_exptl_absorpt_coefficient_mu    2.675
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18341
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.41
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -91.00   7.00   1.00    5.00    --  -18.55 -38.00   0.00   98
  2  ω    -89.00  12.00   1.00    5.00    --  -18.55 -77.00-120.00  101
  3  ω    -20.00  61.00   1.00    5.00    --   18.86 -99.00 150.00   81
  4  ω      6.00  79.00   1.00    5.00    --   18.86-130.00  56.00   73
  5  ω    -25.00  92.00   1.00    5.00    --   18.86  19.00-150.00  117
  6  ω    -87.00   3.00   1.00    5.00    --  -18.55 -57.00 -90.00   90
  7  ω    -95.00 -34.00   1.00    5.00    --  -18.55 178.00 150.00   61
  8  ω     35.00  60.00   1.00    5.00    --   18.86 178.00 150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0288434000
_diffrn_orient_matrix_UB_12      -0.0584816000
_diffrn_orient_matrix_UB_13      0.0021031000
_diffrn_orient_matrix_UB_21      -0.0137708000
_diffrn_orient_matrix_UB_22      -0.0275812000
_diffrn_orient_matrix_UB_23      -0.0500710000
_diffrn_orient_matrix_UB_31      0.0710665000
_diffrn_orient_matrix_UB_32      -0.0194514000
_diffrn_orient_matrix_UB_33      0.0019827000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4570
_reflns_number_total             6045
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.973
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6045
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0411P)²+0.3304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0990
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C12(H12), C15(H15), C17(H17), C20(H20), C24(H24), C27(H27),
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C35(H35), C37(H37), C38(H38),
  C44(H44), C47(H47), C48(H48), C49(H49), C54(H54), C42(H42), C(H), C3(H3),
 C7(H7), C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Se1 Se 0.82832(3) -0.06085(3) 0.19053(2) 0.04646(12) Uani 1 d . . .
Se2 Se 0.50736(4) -0.22630(4) 0.17098(3) 0.06531(14) Uani 1 d . . .
S3 S 0.78374(8) 0.21660(7) 0.39751(5) 0.03740(18) Uani 1 d . . .
S4 S 0.65023(9) 0.24960(9) 0.22155(6) 0.0493(2) Uani 1 d . . .
C1 C 0.6329(3) -0.0663(3) 0.2141(2) 0.0396(7) Uani 1 d . . .
O2 O 0.7815(2) 0.1099(2) 0.42644(14) 0.0434(5) Uani 1 d . . .
N4 N 0.6663(2) 0.1626(2) 0.29121(16) 0.0365(6) Uani 1 d . . .
C5 C 0.4393(3) 0.0382(3) 0.2964(2) 0.0383(7) Uani 1 d . . .
C6 C 0.5794(3) 0.0382(3) 0.26111(19) 0.0362(7) Uani 1 d . . .
C8 C 0.6154(3) -0.3383(3) 0.0891(2) 0.0459(8) Uani 1 d . . .
C9 C 0.9017(3) -0.1752(3) 0.2489(2) 0.0492(8) Uani 1 d . . .
C10 C 0.2005(4) 0.1025(3) 0.3113(3) 0.0614(10) Uani 1 d . . .
H10 H 0.1235 0.1434 0.2937 0.074 Uiso 1 calc . . R
O11 O 0.6851(3) 0.3789(2) 0.28346(18) 0.0673(7) Uani 1 d . . .
C12 C 0.3233(3) 0.0993(3) 0.2716(3) 0.0480(8) Uani 1 d . . .
H12 H 0.3286 0.1384 0.2277 0.058 Uiso 1 calc . . R
C13 C 0.7831(4) 0.2146(3) 0.1502(2) 0.0522(9) Uani 1 d . . .
O14 O 0.5104(3) 0.2043(3) 0.1614(2) 0.0824(9) Uani 1 d . . .
C15 C 0.1905(4) 0.0463(4) 0.3762(3) 0.0607(10) Uani 1 d . . .
H15 H 0.1079 0.0501 0.4035 0.073 Uiso 1 calc . . R
C17 C 0.4253(4) -0.0203(4) 0.3608(2) 0.0549(9) Uani 1 d . . .
H17 H 0.5003 -0.0637 0.3776 0.066 Uiso 1 calc . . R
C20 C 0.6014(4) 0.3028(4) 0.5196(2) 0.0627(10) Uani 1 d . . .
H20 H 0.5609 0.2183 0.5013 0.075 Uiso 1 calc . . R
C24 C 0.6181(6) 0.5235(6) 0.6173(3) 0.0923(17) Uani 1 d . . .
H24 H 0.5888 0.5869 0.6657 0.111 Uiso 1 calc . . R
C25 C 0.7078(3) 0.3368(3) 0.4772(2) 0.0460(8) Uani 1 d . . .
C27 C 0.3023(4) -0.0155(4) 0.4006(3) 0.0653(11) Uani 1 d . . .
H27 H 0.2956 -0.0546 0.4443 0.078 Uiso 1 calc . . R
C28 C 0.8563(4) -0.1840(4) 0.3278(3) 0.0609(10) Uani 1 d . . .
H28 H 0.7878 -0.1338 0.3543 0.073 Uiso 1 calc . . R
C29 C 0.6810(4) -0.4278(4) 0.1173(3) 0.0644(10) Uani 1 d . . .
H29 H 0.6748 -0.4324 0.1759 0.077 Uiso 1 calc . . R
C30 C 1.0083(4) -0.2448(4) 0.2120(3) 0.0746(12) Uani 1 d . . .
H30 H 1.0406 -0.2372 0.1598 0.090 Uiso 1 calc . . R
C31 C 0.7681(4) 0.4616(4) 0.5022(3) 0.0611(10) Uani 1 d . . .
H31 H 0.8388 0.4825 0.4717 0.073 Uiso 1 calc . . R
C32 C 0.7219(6) 0.5553(4) 0.5734(3) 0.0837(14) Uani 1 d . . .
H32 H 0.7617 0.6399 0.5912 0.100 Uiso 1 calc . . R
C35 C 0.8529(8) 0.1155(5) 0.0018(4) 0.1066(19) Uani 1 d . . .
H35 H 0.8302 0.0615 -0.0612 0.128 Uiso 1 calc . . R
C37 C 0.6203(5) -0.3355(4) 0.0016(3) 0.0676(11) Uani 1 d . . .
H37 H 0.5734 -0.2767 -0.0186 0.081 Uiso 1 calc . . R
C38 C 0.9240(4) 0.2765(4) 0.1870(3) 0.0704(11) Uani 1 d . . .
H38 H 0.9488 0.3324 0.2494 0.085 Uiso 1 calc . . R
C44 C 0.7629(6) -0.5056(5) -0.0277(5) 0.1018(19) Uani 1 d . . .
H44 H 0.8146 -0.5614 -0.0670 0.122 Uiso 1 calc . . R
C47 C 0.7565(5) -0.5111(4) 0.0580(4) 0.0909(15) Uani 1 d . . .
H47 H 0.8029 -0.5711 0.0772 0.109 Uiso 1 calc . . R
C48 C 0.6949(6) -0.4201(5) -0.0565(3) 0.0940(16) Uani 1 d . . .
H48 H 0.6984 -0.4181 -0.1162 0.113 Uiso 1 calc . . R
C49 C 0.7445(6) 0.1342(4) 0.0589(3) 0.0814(13) Uani 1 d . . .
H49 H 0.6493 0.0922 0.0343 0.098 Uiso 1 calc . . R
C54 C 1.0273(6) 0.2555(6) 0.1313(4) 0.1031(18) Uani 1 d . . .
H54 H 1.1234 0.2950 0.1561 0.124 Uiso 1 calc . . R
C42 C 1.0177(6) -0.3391(5) 0.3296(4) 0.108(2) Uani 1 d . . .
H42 H 1.0553 -0.3963 0.3559 0.129 Uiso 1 calc . . R
C C 0.5557(5) 0.3994(6) 0.5913(3) 0.0865(15) Uani 1 d . . .
H H 0.4835 0.3796 0.6212 0.104 Uiso 1 calc . . R
C3 C 0.9142(6) -0.2687(4) 0.3670(3) 0.0840(14) Uani 1 d . . .
H3 H 0.8823 -0.2774 0.4191 0.101 Uiso 1 calc . . R
C7 C 0.9894(8) 0.1781(7) 0.0412(5) 0.113(2) Uani 1 d . . .
H7 H 1.0602 0.1667 0.0037 0.136 Uiso 1 calc . . R
C16 C 1.0664(6) -0.3263(5) 0.2541(4) 0.1048(19) Uani 1 d . . .
H16 H 1.1395 -0.3728 0.2305 0.126 Uiso 1 calc . . R
O1 O 0.9169(2) 0.2730(2) 0.38580(15) 0.0496(6) Uani 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 1.912(3) . ?
Se1 C9 1.910(3) . ?
Se2 C1 1.928(3) . ?
Se2 C8 1.916(3) . ?
S3 O2 1.419(2) . ?
S3 N4 1.698(2) . ?
S3 C25 1.760(3) . ?
S3 O1 1.422(2) . ?
S4 N4 1.680(2) . ?
S4 O11 1.422(3) . ?
S4 C13 1.758(3) . ?
S4 O14 1.417(3) . ?
C1 C6 1.329(4) . ?
N4 C6 1.457(4) . ?
C5 C6 1.491(4) . ?
C5 C12 1.388(4) . ?
C5 C17 1.383(4) . ?
C8 C29 1.368(5) . ?
C8 C37 1.363(5) . ?
C9 C28 1.378(5) . ?
C9 C30 1.378(5) . ?
C10 H10 0.9300 . ?
C10 C12 1.377(4) . ?
C10 C15 1.364(5) . ?
C12 H12 0.9300 . ?
C13 C38 1.377(5) . ?
C13 C49 1.356(5) . ?
C15 H15 0.9300 . ?
C15 C27 1.362(5) . ?
C17 H17 0.9300 . ?
C17 C27 1.378(5) . ?
C20 H20 0.9300 . ?
C20 C25 1.372(5) . ?
C20 C 1.403(5) . ?
C24 H24 0.9300 . ?
C24 C32 1.359(7) . ?
C24 C 1.376(7) . ?
C25 C31 1.379(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C28 C3 1.388(5) . ?
C29 H29 0.9300 . ?
C29 C47 1.382(6) . ?
C30 H30 0.9300 . ?
C30 C16 1.383(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.383(5) . ?
C32 H32 0.9300 . ?
C35 H35 0.9300 . ?
C35 C49 1.421(6) . ?
C35 C7 1.349(8) . ?
C37 H37 0.9300 . ?
C37 C48 1.375(6) . ?
C38 H38 0.9300 . ?
C38 C54 1.367(6) . ?
C44 H44 0.9300 . ?
C44 C47 1.350(7) . ?
C44 C48 1.346(7) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C54 H54 0.9300 . ?
C54 C7 1.331(8) . ?
C42 H42 0.9300 . ?
C42 C3 1.360(7) . ?
C42 C16 1.360(7) . ?
C H 0.9300 . ?
C3 H3 0.9300 . ?
C7 H7 0.9300 . ?
C16 H16 0.9300 . ?

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
C9 Se1 C1 99.17(14) . . ?
C8 Se2 C1 101.94(13) . . ?
O2 S3 N4 103.57(12) . . ?
O2 S3 C25 107.99(15) . . ?
O2 S3 O1 120.93(13) . . ?
N4 S3 C25 108.26(13) . . ?
O1 S3 N4 107.80(13) . . ?
O1 S3 C25 107.73(15) . . ?
N4 S4 C13 108.37(14) . . ?
O11 S4 N4 105.92(14) . . ?
O11 S4 C13 108.20(17) . . ?
O14 S4 N4 105.46(14) . . ?
O14 S4 O11 120.83(18) . . ?
O14 S4 C13 107.53(18) . . ?
Se1 C1 Se2 120.33(16) . . ?
C6 C1 Se1 121.9(2) . . ?
C6 C1 Se2 117.8(2) . . ?
S4 N4 S3 121.12(15) . . ?
C6 N4 S3 118.51(18) . . ?
C6 N4 S4 120.36(19) . . ?
C12 C5 C6 123.6(3) . . ?
C17 C5 C6 118.8(3) . . ?
C17 C5 C12 117.6(3) . . ?
C1 C6 N4 120.3(3) . . ?
C1 C6 C5 124.3(3) . . ?
N4 C6 C5 115.1(2) . . ?
C29 C8 Se2 118.8(3) . . ?
C37 C8 Se2 121.3(3) . . ?
C37 C8 C29 119.8(3) . . ?
C28 C9 Se1 121.9(3) . . ?
C30 C9 Se1 117.3(3) . . ?
C30 C9 C28 120.7(3) . . ?
C12 C10 H10 119.6 . . ?
C15 C10 H10 119.6 . . ?
C15 C10 C12 120.7(3) . . ?
C5 C12 H12 119.7 . . ?
C10 C12 C5 120.7(3) . . ?
C10 C12 H12 119.7 . . ?
C38 C13 S4 118.7(3) . . ?
C49 C13 S4 120.2(3) . . ?
C49 C13 C38 120.9(4) . . ?
C10 C15 H15 120.3 . . ?
C27 C15 C10 119.5(3) . . ?
C27 C15 H15 120.3 . . ?
C5 C17 H17 119.4 . . ?
C27 C17 C5 121.1(3) . . ?
C27 C17 H17 119.4 . . ?
C25 C20 H20 121.0 . . ?
C25 C20 C 118.0(4) . . ?
C C20 H20 121.0 . . ?
C32 C24 H24 119.4 . . ?
C32 C24 C 121.2(4) . . ?
C C24 H24 119.4 . . ?
C20 C25 S3 119.1(3) . . ?
C20 C25 C31 122.0(3) . . ?
C31 C25 S3 118.6(3) . . ?
C15 C27 C17 120.4(4) . . ?
C15 C27 H27 119.8 . . ?
C17 C27 H27 119.8 . . ?
C9 C28 H28 120.5 . . ?
C9 C28 C3 119.0(4) . . ?
C3 C28 H28 120.5 . . ?
C8 C29 H29 120.3 . . ?
C8 C29 C47 119.5(4) . . ?
C47 C29 H29 120.3 . . ?
C9 C30 H30 120.6 . . ?
C9 C30 C16 118.8(4) . . ?
C16 C30 H30 120.6 . . ?
C25 C31 H31 120.4 . . ?
C25 C31 C32 119.1(4) . . ?
C32 C31 H31 120.4 . . ?
C24 C32 C31 119.9(5) . . ?
C24 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C49 C35 H35 120.8 . . ?
C7 C35 H35 120.8 . . ?
C7 C35 C49 118.4(5) . . ?
C8 C37 H37 120.1 . . ?
C8 C37 C48 119.8(4) . . ?
C48 C37 H37 120.1 . . ?
C13 C38 H38 120.1 . . ?
C54 C38 C13 119.8(5) . . ?
C54 C38 H38 120.1 . . ?
C47 C44 H44 119.8 . . ?
C48 C44 H44 119.8 . . ?
C48 C44 C47 120.5(5) . . ?
C29 C47 H47 120.0 . . ?
C44 C47 C29 120.1(5) . . ?
C44 C47 H47 120.0 . . ?
C37 C48 H48 119.8 . . ?
C44 C48 C37 120.4(5) . . ?
C44 C48 H48 119.8 . . ?
C13 C49 C35 118.4(5) . . ?
C13 C49 H49 120.8 . . ?
C35 C49 H49 120.8 . . ?
C38 C54 H54 120.2 . . ?
C7 C54 C38 119.6(5) . . ?
C7 C54 H54 120.2 . . ?
C3 C42 H42 119.8 . . ?
C3 C42 C16 120.5(4) . . ?
C16 C42 H42 119.8 . . ?
C20 C H 120.1 . . ?
C24 C C20 119.8(4) . . ?
C24 C H 120.1 . . ?
C28 C3 H3 119.9 . . ?
C42 C3 C28 120.2(5) . . ?
C42 C3 H3 119.9 . . ?
C35 C7 H7 118.5 . . ?
C54 C7 C35 122.9(5) . . ?
C54 C7 H7 118.5 . . ?
C30 C16 H16 119.7 . . ?
C42 C16 C30 120.7(5) . . ?
C42 C16 H16 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Se1 C1 C6 N4 4.0(4) . . . . ?
Se1 C1 C6 C5 -168.8(2) . . . . ?
Se1 C9 C28 C3 -179.8(3) . . . . ?
Se1 C9 C30 C16 178.5(3) . . . . ?
Se2 C1 C6 N4 -176.83(19) . . . . ?
Se2 C1 C6 C5 10.5(4) . . . . ?
Se2 C8 C29 C47 178.5(3) . . . . ?
Se2 C8 C37 C48 -177.9(3) . . . . ?
S3 N4 C6 C1 -87.9(3) . . . . ?
S3 N4 C6 C5 85.5(3) . . . . ?
S3 C25 C31 C32 -172.0(3) . . . . ?
S4 N4 C6 C1 91.9(3) . . . . ?
S4 N4 C6 C5 -94.8(3) . . . . ?
S4 C13 C38 C54 -176.8(3) . . . . ?
S4 C13 C49 C35 175.5(3) . . . . ?
C1 Se1 C9 C28 -33.5(3) . . . . ?
C1 Se1 C9 C30 149.7(3) . . . . ?
C1 Se2 C8 C29 109.2(3) . . . . ?
C1 Se2 C8 C37 -74.9(3) . . . . ?
O2 S3 N4 S4 -171.38(15) . . . . ?
O2 S3 N4 C6 8.4(2) . . . . ?
O2 S3 C25 C20 -30.9(3) . . . . ?
O2 S3 C25 C31 142.5(3) . . . . ?
N4 S3 C25 C20 80.6(3) . . . . ?
N4 S3 C25 C31 -106.0(3) . . . . ?
N4 S4 C13 C38 -83.1(3) . . . . ?
N4 S4 C13 C49 101.1(3) . . . . ?
C5 C17 C27 C15 0.8(6) . . . . ?
C6 C5 C12 C10 -175.9(3) . . . . ?
C6 C5 C17 C27 175.5(3) . . . . ?
C8 Se2 C1 Se1 -11.4(2) . . . . ?
C8 Se2 C1 C6 169.4(2) . . . . ?
C8 C29 C47 C44 -1.2(7) . . . . ?
C8 C37 C48 C44 0.1(7) . . . . ?
C9 Se1 C1 Se2 -56.67(19) . . . . ?
C9 Se1 C1 C6 122.5(3) . . . . ?
C9 C28 C3 C42 2.0(6) . . . . ?
C9 C30 C16 C42 1.0(7) . . . . ?
C10 C15 C27 C17 0.6(6) . . . . ?
O11 S4 N4 S3 -28.4(2) . . . . ?
O11 S4 N4 C6 151.9(2) . . . . ?
O11 S4 C13 C38 31.3(3) . . . . ?
O11 S4 C13 C49 -144.5(3) . . . . ?
C12 C5 C6 C1 -122.5(3) . . . . ?
C12 C5 C6 N4 64.4(4) . . . . ?
C12 C5 C17 C27 -1.5(5) . . . . ?
C12 C10 C15 C27 -1.1(6) . . . . ?
C13 S4 N4 S3 87.5(2) . . . . ?
C13 S4 N4 C6 -92.2(2) . . . . ?
C13 C38 C54 C7 2.0(7) . . . . ?
O14 S4 N4 S3 -157.57(18) . . . . ?
O14 S4 N4 C6 22.7(3) . . . . ?
O14 S4 C13 C38 163.4(3) . . . . ?
O14 S4 C13 C49 -12.4(4) . . . . ?
C15 C10 C12 C5 0.3(5) . . . . ?
C17 C5 C6 C1 60.7(4) . . . . ?
C17 C5 C6 N4 -112.4(3) . . . . ?
C17 C5 C12 C10 1.0(5) . . . . ?
C20 C25 C31 C32 1.1(5) . . . . ?
C25 S3 N4 S4 74.15(19) . . . . ?
C25 S3 N4 C6 -106.1(2) . . . . ?
C25 C20 C C24 -0.4(6) . . . . ?
C25 C31 C32 C24 -0.2(6) . . . . ?
C28 C9 C30 C16 1.7(6) . . . . ?
C29 C8 C37 C48 -2.0(6) . . . . ?
C30 C9 C28 C3 -3.1(5) . . . . ?
C32 C24 C C20 1.3(7) . . . . ?
C37 C8 C29 C47 2.5(5) . . . . ?
C38 C13 C49 C35 -0.2(6) . . . . ?
C38 C54 C7 C35 -1.8(9) . . . . ?
C47 C44 C48 C37 1.2(8) . . . . ?
C48 C44 C47 C29 -0.7(8) . . . . ?
C49 C13 C38 C54 -1.0(6) . . . . ?
C49 C35 C7 C54 0.6(9) . . . . ?
C C20 C25 S3 172.3(3) . . . . ?
C C20 C25 C31 -0.9(5) . . . . ?
C C24 C32 C31 -1.0(7) . . . . ?
C3 C42 C16 C30 -2.1(8) . . . . ?
C7 C35 C49 C13 0.4(7) . . . . ?
C16 C42 C3 C28 0.6(7) . . . . ?
O1 S3 N4 S4 -42.13(19) . . . . ?
O1 S3 N4 C6 137.6(2) . . . . ?
O1 S3 C25 C20 -163.0(3) . . . . ?
O1 S3 C25 C31 10.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.790
_oxdiff_exptl_absorpt_empirical_full_min 0.667
