data_a 
_audit_creation_date               2020-01-15 
_audit_creation_method 
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
; 
_shelx_SHELXL_version_number       '2018/3' 
_audit_contact_author_address      ? 
_audit_contact_author_email        ? 
_audit_contact_author_name         '' 
_audit_contact_author_phone        ? 
_publ_contact_author_id_orcid      ? 
_publ_section_references 
; 
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. 
 (2009), J. Appl. Cryst. 42, 339-341. 
  
Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8. 
  
Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. 
; 
_chemical_name_common              ? 
_chemical_name_systematic          ? 
_chemical_formula_moiety           'C32 H26 S2 Se4 Si2' 
_chemical_formula_sum              'C32 H26 S2 Se4 Si2' 
_chemical_formula_weight           846.67 
_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' 
 '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' 
 'Si' 'Si' 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_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. 
; 
_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_operation_xyz 
 'x, y, z' 
 '-x, -y, -z' 
  
_cell_length_a                     11.0959(11) 
_cell_length_b                     12.2773(12) 
_cell_length_c                     13.5535(13) 
_cell_angle_alpha                  112.217(4) 
_cell_angle_beta                   106.495(3) 
_cell_angle_gamma                  99.898(3) 
_cell_volume                       1555.7(3) 
_cell_formula_units_Z              2 
_cell_measurement_reflns_used      7240 
_cell_measurement_temperature      150(2) 
_cell_measurement_theta_max        28.131 
_cell_measurement_theta_min        2.835 
_shelx_estimated_absorpt_T_max     0.588 
_shelx_estimated_absorpt_T_min     0.423 
_exptl_absorpt_coefficient_mu      4.951 
_exptl_absorpt_correction_T_max    0.7457 
_exptl_absorpt_correction_T_min    0.5103 
_exptl_absorpt_correction_type     multi-scan 
_exptl_absorpt_process_details 
 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1169 before and 0.0796 after correction. The 
_exptl_absorpt_special_details     ? 
_exptl_crystal_colour              colourless 
_exptl_crystal_colour_primary      colourless 
_exptl_crystal_density_diffrn      1.807 
_exptl_crystal_density_meas        ? 
_exptl_crystal_density_method      ? 
_exptl_crystal_description         block 
_exptl_crystal_F_000               828 
_exptl_crystal_size_max            0.21 
_exptl_crystal_size_mid            0.17 
_exptl_crystal_size_min            0.12 
_exptl_transmission_factor_max     ? 
_exptl_transmission_factor_min     ? 
_diffrn_reflns_av_R_equivalents    0.0726 
_diffrn_reflns_av_unetI/netI       0.0838 
_diffrn_reflns_Laue_measured_fraction_full  0.997 
_diffrn_reflns_Laue_measured_fraction_max  0.993 
_diffrn_reflns_limit_h_max         14 
_diffrn_reflns_limit_h_min         -14 
_diffrn_reflns_limit_k_max         16 
_diffrn_reflns_limit_k_min         -15 
_diffrn_reflns_limit_l_max         18 
_diffrn_reflns_limit_l_min         -18 
_diffrn_reflns_number              23440 
_diffrn_reflns_point_group_measured_fraction_full  0.997 
_diffrn_reflns_point_group_measured_fraction_max  0.993 
_diffrn_reflns_theta_full          25.242 
_diffrn_reflns_theta_max           28.326 
_diffrn_reflns_theta_min           2.288 
_diffrn_ambient_temperature        149.98 
_diffrn_detector_area_resol_mean   ? 
_diffrn_measured_fraction_theta_full  0.997 
_diffrn_measured_fraction_theta_max  0.993 
_diffrn_measurement_device_type    'Bruker P4' 
_diffrn_measurement_method         'ω scans' 
_diffrn_radiation_monochromator    'graphite' 
_diffrn_radiation_type             MoK\a 
_diffrn_radiation_wavelength       0.71073 
_diffrn_source                     ? 
_reflns_Friedel_coverage           0.000 
_reflns_Friedel_fraction_full      . 
_reflns_Friedel_fraction_max       . 
_reflns_number_gt                  5714 
_reflns_number_total               7708 
_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. 
; 
_reflns_threshold_expression       'I > 2σ(I)' 
_computing_cell_refinement         'SAINT V8.38A (?, 2016)' 
_computing_data_collection         'Bruker XSCANS' 
_computing_data_reduction          'SAINT V8.38A (?, 2016)' 
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)' 
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)' 
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)' 
_computing_structure_solution      'ShelXT (Sheldrick, 2015)' 
_refine_diff_density_max           1.175 
_refine_diff_density_min           -0.880 
_refine_diff_density_rms           0.176 
_refine_ls_extinction_coef         . 
_refine_ls_extinction_method       none 
_refine_ls_goodness_of_fit_ref     1.027 
_refine_ls_hydrogen_treatment      constr 
_refine_ls_matrix_type             full 
_refine_ls_number_parameters       367 
_refine_ls_number_reflns           7708 
_refine_ls_number_restraints       0 
_refine_ls_R_factor_all            0.0690 
_refine_ls_R_factor_gt             0.0443 
_refine_ls_restrained_S_all        1.027 
_refine_ls_shift/su_max            0.001 
_refine_ls_shift/su_mean           0.000 
_refine_ls_structure_factor_coef   Fsqd 
_refine_ls_weighting_details 
 'w=1/[σ²(Fo²)+(0.0481P)²] where P=(Fo²+2Fc²)/3' 
_refine_ls_weighting_scheme        calc 
_refine_ls_wR_factor_gt            0.0999 
_refine_ls_wR_factor_ref           0.1133 
_refine_special_details            ? 
_olex2_refinement_description 
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2.a Aromatic/amide H refined with riding coordinates: 
 C19(H19), C20(H20), C1(H1), C16(H16), C25(H25), C10(H10), C15(H15), C9(H9) 
2.b Idealised Me refined as rotating group: 
 C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C29(H29A,H29B, 
 H29C), C28(H28A,H28B,H28C), C27(H27A,H27B,H27C) 
; 
_atom_sites_solution_hydrogens     geom 
_atom_sites_solution_primary       dual 
_atom_sites_solution_secondary     ? 
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 
 Se3 Se 0.00176(4) 0.18402(3) 0.69668(4) 0.02209(11) Uani 1 1 d . . . . . 
 Se1 Se 0.67467(4) 0.12696(4) 0.70597(4) 0.02189(11) Uani 1 1 d . . . . . 
 Se2 Se 0.55654(4) 0.21008(4) 0.27413(4) 0.02483(11) Uani 1 1 d . . . . . 
 Se4 Se -0.01984(4) 0.71241(4) 0.91083(4) 0.02610(12) Uani 1 1 d . . . . . 
 S1 S 0.67337(10) 0.10509(10) 0.45693(9) 0.0251(2) Uani 1 1 d . . . . . 
 S2 S -0.07114(11) 0.42007(9) 0.84279(10) 0.0270(2) Uani 1 1 d . . . . . 
 Si2 Si 0.09794(11) 0.91493(10) 0.83215(10) 0.0217(2) Uani 1 1 d . . . . . 
 Si1 Si 0.55674(12) 0.27238(11) 0.89758(10) 0.0238(2) Uani 1 1 d . . . . . 
 C19 C 0.1574(4) 0.1457(3) 0.5544(4) 0.0203(8) Uani 1 1 d . . . . . 
 H19 H 0.140993 0.063414 0.545910 0.024 Uiso 1 1 calc R . . . . 
 C7 C 0.4209(4) 0.2898(3) 0.4150(3) 0.0194(8) Uani 1 1 d . . . . . 
 C20 C 0.2338(4) 0.1860(3) 0.5045(3) 0.0194(8) Uani 1 1 d . . . . . 
 H20 H 0.275484 0.133063 0.465129 0.023 Uiso 1 1 calc R . . . . 
 C13 C 0.2521(4) 0.3062(3) 0.5105(3) 0.0180(8) Uani 1 1 d . . . . . 
 C12 C 0.3251(4) 0.3449(3) 0.4492(3) 0.0182(8) Uani 1 1 d . . . . . 
 C3 C 0.5359(4) 0.2139(3) 0.5683(3) 0.0195(8) Uani 1 1 d . . . . . 
 C26 C 0.0723(4) 0.7587(4) 0.8280(4) 0.0226(8) Uani 1 1 d . . . . . 
 C1 C 0.5093(4) 0.2579(3) 0.6711(3) 0.0191(8) Uani 1 1 d . . . . . 
 H1 H 0.452339 0.307196 0.681162 0.023 Uiso 1 1 calc R . . . . 
 C2 C 0.5695(4) 0.2261(4) 0.7544(4) 0.0204(8) Uani 1 1 d . . . . . 
 C11 C 0.2962(4) 0.4361(4) 0.4156(3) 0.0211(8) Uani 1 1 d . . . . . 
 C24 C -0.0084(4) 0.5543(4) 0.8376(4) 0.0231(9) Uani 1 1 d . . . . . 
 C5 C 0.4999(4) 0.2256(3) 0.4625(3) 0.0180(8) Uani 1 1 d . . . . . 
 C17 C 0.1172(4) 0.3471(3) 0.6289(3) 0.0196(8) Uani 1 1 d . . . . . 
 C16 C 0.2169(4) 0.5048(3) 0.4624(3) 0.0192(8) Uani 1 1 d . . . . . 
 H16 H 0.197896 0.567102 0.440959 0.023 Uiso 1 1 calc R . . . . 
 C8 C 0.4476(4) 0.3033(4) 0.3239(4) 0.0240(9) Uani 1 1 d . . . . . 
 C18 C 0.1030(4) 0.2278(4) 0.6189(4) 0.0207(8) Uani 1 1 d . . . . . 
 C23 C 0.0559(4) 0.5443(3) 0.7620(3) 0.0197(8) Uani 1 1 d . . . . . 
 C14 C 0.1822(4) 0.3820(3) 0.5624(3) 0.0195(8) Uani 1 1 d . . . . . 
 C4 C 0.6245(4) 0.1467(4) 0.5719(4) 0.0212(8) Uani 1 1 d . . . . . 
 C25 C 0.1023(4) 0.6600(4) 0.7609(4) 0.0207(8) Uani 1 1 d . . . . . 
 H25 H 0.151645 0.668119 0.715737 0.025 Uiso 1 1 calc R . . . . 
 C6 C 0.5717(4) 0.1753(4) 0.3985(4) 0.0231(9) Uani 1 1 d . . . . . 
 C10 C 0.3378(4) 0.4543(4) 0.3313(4) 0.0268(9) Uani 1 1 d . . . . . 
 H10 H 0.317773 0.516072 0.309472 0.032 Uiso 1 1 calc R . . . . 
 C21 C 0.0574(4) 0.4163(4) 0.7058(4) 0.0193(8) Uani 1 1 d . . . . . 
 C15 C 0.1686(4) 0.4828(3) 0.5364(3) 0.0202(8) Uani 1 1 d . . . . . 
 H15 H 0.124371 0.535642 0.572091 0.024 Uiso 1 1 calc R . . . . 
 C22 C -0.0073(4) 0.3450(4) 0.7445(4) 0.0221(8) Uani 1 1 d . . . . . 
 C9 C 0.4059(4) 0.3838(4) 0.2818(4) 0.0260(9) Uani 1 1 d . . . . . 
 H9 H 0.424944 0.389137 0.219442 0.031 Uiso 1 1 calc R . . . . 
 C31 C 0.1311(5) 0.9015(4) 0.7016(4) 0.0298(10) Uani 1 1 d . . . . . 
 H31A H 0.209984 0.875362 0.703121 0.045 Uiso 1 1 calc GR . . . . 
 H31B H 0.145954 0.982040 0.700623 0.045 Uiso 1 1 calc GR . . . . 
 H31C H 0.054893 0.840005 0.632326 0.045 Uiso 1 1 calc GR . . . . 
 C30 C 0.2393(4) 1.0361(4) 0.9633(4) 0.0298(10) Uani 1 1 d . . . . . 
 H30A H 0.234968 1.026876 1.031091 0.045 Uiso 1 1 calc GR . . . . 
 H30B H 0.234752 1.118266 0.972565 0.045 Uiso 1 1 calc GR . . . . 
 H30C H 0.322658 1.027238 0.955596 0.045 Uiso 1 1 calc GR . . . . 
 C32 C -0.0588(4) 0.9529(4) 0.8271(4) 0.0293(10) Uani 1 1 d . . . . . 
 H32A H -0.132257 0.889051 0.756874 0.044 Uiso 1 1 calc GR . . . . 
 H32B H -0.050106 1.033634 0.826995 0.044 Uiso 1 1 calc GR . . . . 
 H32C H -0.076392 0.955930 0.894849 0.044 Uiso 1 1 calc GR . . . . 
 C29 C 0.5985(5) 0.1603(5) 0.9513(4) 0.0365(11) Uani 1 1 d . . . . . 
 H29A H 0.537479 0.076923 0.896183 0.055 Uiso 1 1 calc GR . . . . 
 H29B H 0.590550 0.183170 1.026171 0.055 Uiso 1 1 calc GR . . . . 
 H29C H 0.689487 0.161464 0.959946 0.055 Uiso 1 1 calc GR . . . . 
 C28 C 0.3821(5) 0.2683(5) 0.8745(5) 0.0394(12) Uani 1 1 d . . . . . 
 H28A H 0.358915 0.321224 0.838165 0.059 Uiso 1 1 calc GR . . . . 
 H28B H 0.372331 0.298435 0.948972 0.059 Uiso 1 1 calc GR . . . . 
 H28C H 0.323256 0.182930 0.824359 0.059 Uiso 1 1 calc GR . . . . 
 C27 C 0.6733(5) 0.4309(5) 0.9975(5) 0.0458(13) Uani 1 1 d . . . . . 
 H27A H 0.763203 0.432167 1.001676 0.069 Uiso 1 1 calc GR . . . . 
 H27B H 0.671005 0.454993 1.074468 0.069 Uiso 1 1 calc GR . . . . 
 H27C H 0.647293 0.489260 0.969189 0.069 Uiso 1 1 calc GR . . . . 
  
  
_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 
 Se3 C18 1.886(4) . ? 
 Se3 C22 1.864(4) . ? 
 Se1 C2 1.896(4) . ? 
 Se1 C4 1.864(4) . ? 
 Se2 C8 1.893(4) . ? 
 Se2 C6 1.860(4) . ? 
 Se4 C26 1.888(4) . ? 
 Se4 C24 1.862(4) . ? 
 S1 C4 1.720(4) . ? 
 S1 C6 1.728(4) . ? 
 S2 C24 1.711(4) . ? 
 S2 C22 1.720(4) . ? 
 Si2 C26 1.867(4) . ? 
 Si2 C31 1.861(4) . ? 
 Si2 C30 1.857(5) . ? 
 Si2 C32 1.866(4) . ? 
 Si1 C2 1.859(4) . ? 
 Si1 C29 1.850(4) . ? 
 Si1 C28 1.861(5) . ? 
 Si1 C27 1.855(5) . ? 
 C19 C20 1.363(5) . ? 
 C19 C18 1.410(5) . ? 
 C7 C12 1.447(5) . ? 
 C7 C5 1.451(5) . ? 
 C7 C8 1.409(5) . ? 
 C20 C13 1.422(5) . ? 
 C13 C12 1.455(5) . ? 
 C13 C14 1.424(5) . ? 
 C12 C11 1.411(5) . ? 
 C3 C1 1.428(5) . ? 
 C3 C5 1.445(5) . ? 
 C3 C4 1.389(5) . ? 
 C26 C25 1.372(5) . ? 
 C1 C2 1.367(5) . ? 
 C11 C16 1.433(5) . ? 
 C11 C10 1.423(5) . ? 
 C24 C23 1.387(5) . ? 
 C5 C6 1.387(5) . ? 
 C17 C18 1.395(5) . ? 
 C17 C14 1.440(5) . ? 
 C17 C21 1.472(5) . ? 
 C16 C15 1.352(5) . ? 
 C8 C9 1.396(6) . ? 
 C23 C25 1.433(5) . ? 
 C23 C21 1.470(5) . ? 
 C14 C15 1.428(5) . ? 
 C10 C9 1.358(6) . ? 
 C21 C22 1.378(5) . ? 
  
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 
 C22 Se3 C18 84.87(16) . . ? 
 C4 Se1 C2 86.83(16) . . ? 
 C6 Se2 C8 85.94(17) . . ? 
 C24 Se4 C26 86.93(17) . . ? 
 C4 S1 C6 89.62(19) . . ? 
 C24 S2 C22 88.81(18) . . ? 
 C31 Si2 C26 106.70(19) . . ? 
 C31 Si2 C32 110.8(2) . . ? 
 C30 Si2 C26 112.40(19) . . ? 
 C30 Si2 C31 109.5(2) . . ? 
 C30 Si2 C32 110.3(2) . . ? 
 C32 Si2 C26 107.01(18) . . ? 
 C2 Si1 C28 106.6(2) . . ? 
 C29 Si1 C2 108.9(2) . . ? 
 C29 Si1 C28 110.7(2) . . ? 
 C29 Si1 C27 110.8(3) . . ? 
 C27 Si1 C2 108.5(2) . . ? 
 C27 Si1 C28 111.3(2) . . ? 
 C20 C19 C18 119.0(3) . . ? 
 C12 C7 C5 130.4(3) . . ? 
 C8 C7 C12 116.4(3) . . ? 
 C8 C7 C5 113.2(3) . . ? 
 C19 C20 C13 121.0(3) . . ? 
 C20 C13 C12 120.7(3) . . ? 
 C20 C13 C14 119.4(3) . . ? 
 C14 C13 C12 119.3(3) . . ? 
 C7 C12 C13 123.4(3) . . ? 
 C11 C12 C7 117.8(3) . . ? 
 C11 C12 C13 118.7(3) . . ? 
 C1 C3 C5 136.8(3) . . ? 
 C4 C3 C1 112.6(3) . . ? 
 C4 C3 C5 110.6(3) . . ? 
 Si2 C26 Se4 121.3(2) . . ? 
 C25 C26 Se4 110.4(3) . . ? 
 C25 C26 Si2 128.0(3) . . ? 
 C2 C1 C3 117.1(3) . . ? 
 Si1 C2 Se1 122.8(2) . . ? 
 C1 C2 Se1 110.4(3) . . ? 
 C1 C2 Si1 126.8(3) . . ? 
 C12 C11 C16 118.7(3) . . ? 
 C12 C11 C10 120.7(4) . . ? 
 C10 C11 C16 120.5(3) . . ? 
 S2 C24 Se4 130.7(2) . . ? 
 C23 C24 Se4 113.5(3) . . ? 
 C23 C24 S2 115.7(3) . . ? 
 C3 C5 C7 135.5(3) . . ? 
 C6 C5 C7 113.1(3) . . ? 
 C6 C5 C3 110.9(3) . . ? 
 C18 C17 C14 117.1(3) . . ? 
 C18 C17 C21 112.4(3) . . ? 
 C14 C17 C21 130.4(3) . . ? 
 C15 C16 C11 121.4(3) . . ? 
 C7 C8 Se2 112.3(3) . . ? 
 C9 C8 Se2 124.3(3) . . ? 
 C9 C8 C7 123.2(4) . . ? 
 C19 C18 Se3 122.5(3) . . ? 
 C17 C18 Se3 114.4(3) . . ? 
 C17 C18 C19 123.1(3) . . ? 
 C24 C23 C25 112.0(3) . . ? 
 C24 C23 C21 109.9(3) . . ? 
 C25 C23 C21 138.1(3) . . ? 
 C13 C14 C17 119.0(3) . . ? 
 C13 C14 C15 118.1(3) . . ? 
 C15 C14 C17 122.6(3) . . ? 
 S1 C4 Se1 132.3(2) . . ? 
 C3 C4 Se1 113.0(3) . . ? 
 C3 C4 S1 114.6(3) . . ? 
 C26 C25 C23 117.1(3) . . ? 
 S1 C6 Se2 130.8(2) . . ? 
 C5 C6 Se2 114.6(3) . . ? 
 C5 C6 S1 114.2(3) . . ? 
 C9 C10 C11 120.4(4) . . ? 
 C23 C21 C17 137.9(3) . . ? 
 C22 C21 C17 112.4(3) . . ? 
 C22 C21 C23 109.5(3) . . ? 
 C16 C15 C14 121.7(3) . . ? 
 S2 C22 Se3 127.7(2) . . ? 
 C21 C22 Se3 115.8(3) . . ? 
 C21 C22 S2 116.1(3) . . ? 
 C10 C9 C8 119.1(4) . . ? 
  
_olex2_submission_special_instructions  'No special instructions were received' 
