# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_exp_260
_database_code_depnum_ccdc_archive 'CCDC 1939516'
loop_
_audit_author_name
_audit_author_address
'Masashi Hasegawa'
;Kitasato University
Japan
;
_audit_update_record             
;
2019-07-12 deposited with the CCDC.	2019-09-23 downloaded from the CCDC.
;
_audit_creation_date             2019-07-10
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C13 H23 B O2 Se Si)'
_chemical_formula_sum            'C26 H46 B2 O4 Se2 Si2'
_chemical_formula_weight         658.35
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     selenophene-Bpin-TMS
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'
B B 0.0013 0.0007 '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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   44.640(2)
_cell_length_b                   6.5823(3)
_cell_length_c                   11.7225(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3444.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7390
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.0170
_cell_measurement_theta_min      2.4930
_shelx_estimated_absorpt_T_max   0.807
_shelx_estimated_absorpt_T_min   0.663
_exptl_absorpt_coefficient_mu    2.243
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_av_unetI/netI     0.0821
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.824
_diffrn_reflns_limit_h_max       63
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20867
_diffrn_reflns_point_group_measured_fraction_full 0.877
_diffrn_reflns_point_group_measured_fraction_max 0.661
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.103
_diffrn_reflns_theta_min         2.520
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.824
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00 -28.78   0.38    3.49    --    4.32 -24.00  75.00   69
  2  ω    -48.00   3.30   0.38    3.49    --   -6.74 -57.00  60.00  135
  3  ω    -17.00   8.08   0.38    3.49    --   -6.74 -99.00  30.00   66
  4  ω     -3.00  52.10   0.38    3.49    --    4.32  24.00-119.00  145
  5  ω    -79.00 -52.78   0.38    3.49    --   -6.74 -57.00  60.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0002663000
_diffrn_orient_matrix_UB_12      0.0312301000
_diffrn_orient_matrix_UB_13      -0.0579198000
_diffrn_orient_matrix_UB_21      -0.0158000000
_diffrn_orient_matrix_UB_22      -0.0113534000
_diffrn_orient_matrix_UB_23      -0.0008494000
_diffrn_orient_matrix_UB_31      -0.0016824000
_diffrn_orient_matrix_UB_32      0.1024865000
_diffrn_orient_matrix_UB_33      0.0174966000
_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              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.537
_reflns_Friedel_fraction_full    0.742
_reflns_Friedel_fraction_max     0.483
_reflns_number_gt                5853
_reflns_number_total             7337
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_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         0.728
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 
;
 Flack x determined using 1881 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.405(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         7337
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.032
_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)+(0.0645P)²+0.7924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1271
_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:
 C3A(H3A), C2A(H2A), C2B(H2B), C3B(H3B)
2.b Idealised Me refined as rotating group:
 C7B(H7BA,H7BB,H7BC), C12A(H12A,H12B,H12C), C10A(H10A,H10B,H10C), C5B(H5BA,
 H5BB,H5BC), C13A(H13A,H13B,H13C), C6B(H6BA,H6BB,H6BC), C11A(H11A,H11B,H11C),
 C5A(H5AA,H5AB,H5AC), C6A(H6AA,H6AB,H6AC), C7A(H7AA,H7AB,H7AC), C0AA(H0AA,H0AB,
 H0AC), C4(H4A,H4B,H4C), C1AA(H1AA,H1AB,H1AC), C2AA(H2AA,H2AB,H2AC)
;
_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
Se1B Se 0.32914(2) 0.55638(8) 0.27724(6) 0.03011(16) Uani 1 1 d . . . . .
Se1A Se 0.45187(2) 0.37644(8) 0.61531(7) 0.03347(17) Uani 1 1 d . . . . .
Si1B Si 0.38396(4) 0.8334(3) 0.38200(16) 0.0301(4) Uani 1 1 d . . . . .
Si1A Si 0.49738(5) 0.1329(3) 0.4412(2) 0.0460(5) Uani 1 1 d . . . . .
O2A O 0.38440(10) 0.1969(7) 0.8513(4) 0.0349(10) Uani 1 1 d . . . . .
O1A O 0.40215(10) 0.5178(6) 0.8186(4) 0.0348(11) Uani 1 1 d . . . . .
O1B O 0.25033(11) 0.6876(8) 0.0851(5) 0.0516(16) Uani 1 1 d . . . . .
O2B O 0.26763(12) 0.3801(7) 0.1370(7) 0.0622(19) Uani 1 1 d . . . . .
C3A C 0.43174(14) 0.0213(10) 0.6882(6) 0.0307(14) Uani 1 1 d . . . . .
H3A H 0.421176 -0.080005 0.726195 0.037 Uiso 1 1 calc R . . . .
C2A C 0.45423(14) -0.0249(9) 0.6066(7) 0.0330(13) Uani 1 1 d . . . . .
H2A H 0.459251 -0.158360 0.589038 0.040 Uiso 1 1 calc R . . . .
C4B C 0.30069(13) 0.6870(9) 0.1847(5) 0.0269(13) Uani 1 1 d . . . . .
C1B C 0.34978(12) 0.8051(8) 0.2903(6) 0.0265(12) Uani 1 1 d . . . . .
C4A C 0.42653(14) 0.2207(9) 0.7077(6) 0.0303(14) Uani 1 1 d . . . . .
C2B C 0.33506(14) 0.9467(10) 0.2309(6) 0.0324(14) Uani 1 1 d . . . . .
H2B H 0.341904 1.080059 0.227780 0.039 Uiso 1 1 calc R . . . .
C3B C 0.30860(14) 0.8866(10) 0.1728(6) 0.0309(14) Uani 1 1 d . . . . .
H3B H 0.297368 0.977216 0.129515 0.037 Uiso 1 1 calc R . . . .
C1A C 0.46829(14) 0.1368(10) 0.5546(6) 0.0343(15) Uani 1 1 d . . . . .
C9A C 0.37195(15) 0.3258(9) 0.9420(6) 0.0326(14) Uani 1 1 d . . . . .
C7B C 0.37675(18) 0.7022(13) 0.5204(7) 0.0478(19) Uani 1 1 d . . . . .
H7BA H 0.360864 0.770451 0.560154 0.072 Uiso 1 1 calc GR . . . .
H7BB H 0.394592 0.704957 0.566083 0.072 Uiso 1 1 calc GR . . . .
H7BC H 0.371079 0.563863 0.506164 0.072 Uiso 1 1 calc GR . . . .
C8A C 0.37628(15) 0.5424(10) 0.8927(6) 0.0354(15) Uani 1 1 d . . . . .
C12A C 0.39022(18) 0.2854(12) 1.0487(7) 0.0447(17) Uani 1 1 d . . . . .
H12A H 0.390132 0.142495 1.064955 0.067 Uiso 1 1 calc GR . . . .
H12B H 0.381646 0.358068 1.111728 0.067 Uiso 1 1 calc GR . . . .
H12C H 0.410456 0.330175 1.036877 0.067 Uiso 1 1 calc GR . . . .
C10A C 0.3831(2) 0.7029(11) 0.9811(7) 0.049(2) Uani 1 1 d . . . . .
H10A H 0.400517 0.663813 1.023816 0.074 Uiso 1 1 calc GR . . . .
H10B H 0.366336 0.716579 1.031828 0.074 Uiso 1 1 calc GR . . . .
H10C H 0.386772 0.830326 0.943800 0.074 Uiso 1 1 calc GR . . . .
C5B C 0.3895(2) 1.1093(11) 0.4020(8) 0.054(2) Uani 1 1 d . . . . .
H5BA H 0.393275 1.171957 0.329540 0.081 Uiso 1 1 calc GR . . . .
H5BB H 0.406200 1.131942 0.451839 0.081 Uiso 1 1 calc GR . . . .
H5BC H 0.371748 1.167332 0.435171 0.081 Uiso 1 1 calc GR . . . .
C13A C 0.33940(18) 0.2606(12) 0.9605(7) 0.0472(18) Uani 1 1 d . . . . .
H13A H 0.328807 0.266126 0.889279 0.071 Uiso 1 1 calc GR . . . .
H13B H 0.330042 0.350446 1.014261 0.071 Uiso 1 1 calc GR . . . .
H13C H 0.338922 0.124261 0.989554 0.071 Uiso 1 1 calc GR . . . .
B1B B 0.27292(16) 0.5827(11) 0.1347(7) 0.0339(17) Uani 1 1 d . . . . .
C6B C 0.41686(17) 0.7158(15) 0.3123(8) 0.061(2) Uani 1 1 d . . . . .
H6BA H 0.411718 0.581867 0.286512 0.092 Uiso 1 1 calc GR . . . .
H6BB H 0.433066 0.707316 0.365969 0.092 Uiso 1 1 calc GR . . . .
H6BC H 0.422879 0.797223 0.248366 0.092 Uiso 1 1 calc GR . . . .
C11A C 0.35037(18) 0.6108(14) 0.8173(8) 0.057(2) Uani 1 1 d . . . . .
H11A H 0.356040 0.731293 0.776489 0.085 Uiso 1 1 calc GR . . . .
H11B H 0.333194 0.639243 0.863920 0.085 Uiso 1 1 calc GR . . . .
H11C H 0.345558 0.505081 0.763959 0.085 Uiso 1 1 calc GR . . . .
B1A B 0.40416(15) 0.3151(11) 0.7928(7) 0.0307(15) Uani 1 1 d . . . . .
C5A C 0.4817(2) 0.2465(18) 0.3096(9) 0.082(3) Uani 1 1 d . . . . .
H5AA H 0.464757 0.168211 0.284840 0.124 Uiso 1 1 calc GR . . . .
H5AB H 0.496700 0.246635 0.250947 0.124 Uiso 1 1 calc GR . . . .
H5AC H 0.475498 0.383480 0.324845 0.124 Uiso 1 1 calc GR . . . .
C6A C 0.5298(2) 0.2827(17) 0.4865(10) 0.077(3) Uani 1 1 d . . . . .
H6AA H 0.523458 0.417708 0.505846 0.116 Uiso 1 1 calc GR . . . .
H6AB H 0.544124 0.289010 0.425418 0.116 Uiso 1 1 calc GR . . . .
H6AC H 0.538879 0.220042 0.551852 0.116 Uiso 1 1 calc GR . . . .
C7A C 0.5079(3) -0.1374(14) 0.4185(12) 0.093(5) Uani 1 1 d . . . . .
H7AA H 0.518673 -0.186282 0.483801 0.139 Uiso 1 1 calc GR . . . .
H7AB H 0.520253 -0.148439 0.351905 0.139 Uiso 1 1 calc GR . . . .
H7AC H 0.490059 -0.217197 0.408237 0.139 Uiso 1 1 calc GR . . . .
C1 C 0.24032(18) 0.3408(12) 0.0725(8) 0.054(2) Uani 1 1 d . . . . .
C2 C 0.2278(2) 0.5490(13) 0.0494(12) 0.080(4) Uani 1 1 d . . . . .
C0AA C 0.2225(2) 0.1883(17) 0.1309(16) 0.100(5) Uani 1 1 d . . . . .
H0AA H 0.232947 0.060853 0.130097 0.150 Uiso 1 1 calc GR . . . .
H0AB H 0.203579 0.173462 0.092963 0.150 Uiso 1 1 calc GR . . . .
H0AC H 0.219216 0.229932 0.208432 0.150 Uiso 1 1 calc GR . . . .
C4 C 0.2490(4) 0.236(3) -0.0359(14) 0.142(8) Uani 1 1 d . . . . .
H4A H 0.259386 0.329997 -0.084607 0.214 Uiso 1 1 calc GR . . . .
H4B H 0.231387 0.187520 -0.073872 0.214 Uiso 1 1 calc GR . . . .
H4C H 0.261950 0.123523 -0.018671 0.214 Uiso 1 1 calc GR . . . .
C1AA C 0.2043(3) 0.589(2) 0.163(3) 0.186(13) Uani 1 1 d . . . . .
H1AA H 0.211995 0.520107 0.228531 0.279 Uiso 1 1 calc GR . . . .
H1AB H 0.184754 0.537265 0.144679 0.279 Uiso 1 1 calc GR . . . .
H1AC H 0.203006 0.731947 0.177902 0.279 Uiso 1 1 calc GR . . . .
C2AA C 0.2102(5) 0.605(2) -0.038(2) 0.239(18) Uani 1 1 d . . . . .
H2AA H 0.200842 0.732401 -0.020965 0.358 Uiso 1 1 calc GR . . . .
H2AB H 0.195134 0.503332 -0.050420 0.358 Uiso 1 1 calc GR . . . .
H2AC H 0.222199 0.618706 -0.105783 0.358 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
Se1B C4B 1.879(6) . ?
Se1B C1B 1.885(6) . ?
Se1A C4A 1.872(6) . ?
Se1A C1A 1.879(6) . ?
Si1B C1B 1.875(6) . ?
Si1B C7B 1.866(8) . ?
Si1B C5B 1.848(7) . ?
Si1B C6B 1.850(8) . ?
Si1A C1A 1.858(7) . ?
Si1A C5A 1.851(11) . ?
Si1A C6A 1.830(10) . ?
Si1A C7A 1.859(9) . ?
O2A C9A 1.469(8) . ?
O2A B1A 1.362(9) . ?
O1A C8A 1.454(8) . ?
O1A B1A 1.371(8) . ?
O1B B1B 1.353(9) . ?
O1B C2 1.422(9) . ?
O2B B1B 1.355(9) . ?
O2B C1 1.458(9) . ?
C3A C2A 1.420(10) . ?
C3A C4A 1.352(9) . ?
C2A C1A 1.378(10) . ?
C4B C3B 1.368(9) . ?
C4B B1B 1.533(9) . ?
C1B C2B 1.336(9) . ?
C4A B1A 1.542(10) . ?
C2B C3B 1.419(9) . ?
C9A C8A 1.550(9) . ?
C9A C12A 1.517(10) . ?
C9A C13A 1.531(10) . ?
C8A C10A 1.511(11) . ?
C8A C11A 1.524(10) . ?
C1 C2 1.505(12) . ?
C1 C0AA 1.453(13) . ?
C1 C4 1.497(17) . ?
C2 C1AA 1.71(3) . ?
C2 C2AA 1.343(19) . ?

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
C4B Se1B C1B 88.8(3) . . ?
C4A Se1A C1A 89.7(3) . . ?
C7B Si1B C1B 108.2(3) . . ?
C5B Si1B C1B 106.2(3) . . ?
C5B Si1B C7B 111.5(4) . . ?
C5B Si1B C6B 111.2(4) . . ?
C6B Si1B C1B 110.6(3) . . ?
C6B Si1B C7B 109.1(4) . . ?
C1A Si1A C7A 106.9(4) . . ?
C5A Si1A C1A 109.0(4) . . ?
C5A Si1A C7A 111.3(6) . . ?
C6A Si1A C1A 109.8(4) . . ?
C6A Si1A C5A 108.9(5) . . ?
C6A Si1A C7A 111.0(5) . . ?
B1A O2A C9A 106.2(5) . . ?
B1A O1A C8A 107.0(5) . . ?
B1B O1B C2 109.1(6) . . ?
B1B O2B C1 108.1(6) . . ?
C4A C3A C2A 116.3(6) . . ?
C1A C2A C3A 117.1(6) . . ?
C3B C4B Se1B 108.9(4) . . ?
C3B C4B B1B 126.9(6) . . ?
B1B C4B Se1B 124.2(5) . . ?
Si1B C1B Se1B 122.0(3) . . ?
C2B C1B Se1B 108.8(4) . . ?
C2B C1B Si1B 129.0(5) . . ?
C3A C4A Se1A 109.3(5) . . ?
C3A C4A B1A 127.7(6) . . ?
B1A C4A Se1A 123.0(5) . . ?
C1B C2B C3B 117.7(6) . . ?
C4B C3B C2B 115.7(6) . . ?
Si1A C1A Se1A 123.7(4) . . ?
C2A C1A Se1A 107.6(5) . . ?
C2A C1A Si1A 128.6(5) . . ?
O2A C9A C8A 102.4(5) . . ?
O2A C9A C12A 107.0(5) . . ?
O2A C9A C13A 107.4(5) . . ?
C12A C9A C8A 113.6(6) . . ?
C12A C9A C13A 110.1(6) . . ?
C13A C9A C8A 115.4(6) . . ?
O1A C8A C9A 102.7(5) . . ?
O1A C8A C10A 109.1(6) . . ?
O1A C8A C11A 106.8(6) . . ?
C10A C8A C9A 114.4(6) . . ?
C10A C8A C11A 110.1(6) . . ?
C11A C8A C9A 113.2(6) . . ?
O1B B1B O2B 112.4(6) . . ?
O1B B1B C4B 122.5(6) . . ?
O2B B1B C4B 125.1(6) . . ?
O2A B1A O1A 113.7(6) . . ?
O2A B1A C4A 121.0(6) . . ?
O1A B1A C4A 125.3(6) . . ?
O2B C1 C2 104.0(6) . . ?
O2B C1 C4 107.7(8) . . ?
C0AA C1 O2B 109.6(8) . . ?
C0AA C1 C2 120.7(9) . . ?
C0AA C1 C4 103.0(12) . . ?
C4 C1 C2 111.4(11) . . ?
O1B C2 C1 105.5(6) . . ?
O1B C2 C1AA 96.2(9) . . ?
C1 C2 C1AA 103.2(11) . . ?
C2AA C2 O1B 117.5(11) . . ?
C2AA C2 C1 127.1(12) . . ?
C2AA C2 C1AA 101.2(16) . . ?

_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 1.616
_oxdiff_exptl_absorpt_empirical_full_min 0.647
####################################################################### 
# 
# 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_koba003
_database_code_depnum_ccdc_archive 'CCDC 1939518'
loop_
_audit_author_name
_audit_author_address
'Masashi Hasegawa'
;Kitasato University
Japan
;
_audit_update_record             
;
2019-07-12 deposited with the CCDC.	2019-09-23 downloaded from the CCDC.
;
_audit_creation_date             2019-07-12
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        (Rp,Rp)-1
_chemical_formula_moiety         'C48 H36 Se4, C H Cl3'
_chemical_formula_sum            'C49 H37 Cl3 Se4'
_chemical_formula_weight         1047.97
_chemical_absolute_configuration R
_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'
Cl Cl 0.1484 0.1585 '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'

_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6143(9)
_cell_length_b                   16.0071(15)
_cell_length_c                   13.8424(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.3630(10)
_cell_angle_gamma                90
_cell_volume                     2124.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7631
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.770
_cell_measurement_theta_min      1.475
_shelx_estimated_absorpt_T_max   0.710
_shelx_estimated_absorpt_T_min   0.527
_exptl_absorpt_coefficient_mu    3.678
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1312 before and 0.0486 after correction.
The Ratio of minimum to maximum transmission is 0.2000.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_preparation       'Magnetic properties'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12591
_diffrn_reflns_point_group_measured_fraction_full 0.791
_diffrn_reflns_point_group_measured_fraction_max 0.691
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.770
_diffrn_reflns_theta_min         1.475
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.452
_reflns_Friedel_fraction_full    0.565
_reflns_Friedel_fraction_max     0.445
_reflns_number_gt                6889
_reflns_number_total             7631
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.898
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details 
;
 Flack x determined using 2010 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7631
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.052
_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)+(0.0389P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0835
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C2-Cl2 \\sim C2-Cl1 \\sim C2-Cl3
 with sigma of 0.02
 Cl2-Cl1 \\sim Cl1-Cl3 \\sim Cl3-Cl2
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C2 \\sim Cl2 \\sim Cl1 \\sim Cl3: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04
4. Rigid body (RIGU) restrains
 C2, Cl2, Cl1, Cl3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Ternary CH refined with riding coordinates:
 C2(H2)
5.b Secondary CH2 refined with riding coordinates:
 C44(H44A,H44B), C46(H46A,H46B), C48(H48A,H48B), C47(H47A,H47B), C45(H45A,
 H45B), C42(H42A,H42B), C41(H41A,H41B), C43(H43A,H43B)
5.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C30(H30), C11(H11), C6(H6), C18(H18), C39(H39), C20(H20), C21(H21),
 C15(H15), C33(H33), C10(H10), C1AA(H1AA), C35(H35), C14(H14), C38(H38),
 C0AA(H0AA), C32(H32), C27(H27), C23(H23), C26(H26)
;
_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
Se2 Se 0.49223(5) 0.52486(3) 0.64790(4) 0.02099(12) Uani 1 1 d . . . . .
Se1 Se 0.48822(5) 0.64505(3) 0.86108(4) 0.02172(12) Uani 1 1 d . . . . .
Se4 Se 0.16178(6) 0.43415(3) 0.71356(4) 0.02822(14) Uani 1 1 d . . . . .
Se3 Se 0.14647(6) 0.71887(4) 0.76324(4) 0.02829(14) Uani 1 1 d . . . . .
C8 C 0.6066(6) 0.4567(3) 0.5754(4) 0.0221(11) Uani 1 1 d . . . . .
C5 C 0.6534(5) 0.5580(3) 0.7220(4) 0.0191(10) Uani 1 1 d . . . . .
C4 C 0.6513(5) 0.6193(3) 0.8011(3) 0.0203(11) Uani 1 1 d . . . . .
C29 C 0.5481(6) 0.4072(3) 0.4920(4) 0.0239(12) Uani 1 1 d . . . . .
C34 C 0.5879(6) 0.3244(4) 0.4764(4) 0.0288(13) Uani 1 1 d . . . . .
C7 C 0.7427(6) 0.4637(4) 0.6118(4) 0.0269(12) Uani 1 1 d . . . . .
H7 H 0.815688 0.433359 0.585296 0.032 Uiso 1 1 calc R . . . .
C30 C 0.4415(6) 0.4419(4) 0.4300(4) 0.0252(11) Uani 1 1 d . . . . .
H30 H 0.412869 0.497536 0.441778 0.030 Uiso 1 1 calc R . . . .
C16 C 0.1703(6) 0.4267(4) 0.5778(4) 0.0260(12) Uani 1 1 d . . . . .
C11 C 0.1221(6) 0.5854(4) 0.8755(4) 0.0290(13) Uani 1 1 d . . . . .
H11 H 0.111553 0.529821 0.897872 0.035 Uiso 1 1 calc R . . . .
C17 C 0.5301(6) 0.7694(4) 1.0166(4) 0.0249(12) Uani 1 1 d . . . . .
C6 C 0.7680(6) 0.5186(4) 0.6908(4) 0.0245(11) Uani 1 1 d . . . . .
H6 H 0.859098 0.527608 0.720531 0.029 Uiso 1 1 calc R . . . .
C18 C 0.4314(6) 0.7310(4) 1.0698(4) 0.0263(12) Uani 1 1 d . . . . .
H18 H 0.410615 0.673644 1.058445 0.032 Uiso 1 1 calc R . . . .
C12 C 0.1247(6) 0.6035(4) 0.7804(4) 0.0264(12) Uani 1 1 d . . . . .
C44 C 0.6052(7) 0.9124(4) 0.9531(5) 0.0338(14) Uani 1 1 d . . . . .
H44A H 0.645961 0.878030 0.902994 0.041 Uiso 1 1 calc R . . . .
H44B H 0.678941 0.950338 0.981180 0.041 Uiso 1 1 calc R . . . .
C31 C 0.3752(7) 0.3990(4) 0.3520(4) 0.0304(13) Uani 1 1 d . . . . .
C39 C 0.3100(7) 0.1907(4) 0.4808(5) 0.0383(15) Uani 1 1 d . . . . .
H39 H 0.330895 0.134506 0.465220 0.046 Uiso 1 1 calc R . . . .
C1 C 0.5943(6) 0.7210(3) 0.9404(4) 0.0224(11) Uani 1 1 d . . . . .
C19 C 0.3602(6) 0.7749(4) 1.1410(4) 0.0290(13) Uani 1 1 d . . . . .
C20 C 0.4144(7) 0.8520(4) 1.1673(4) 0.0332(14) Uani 1 1 d . . . . .
H20 H 0.383242 0.878957 1.222835 0.040 Uiso 1 1 calc R . . . .
C21 C 0.5136(7) 0.8916(4) 1.1148(4) 0.0330(14) Uani 1 1 d . . . . .
H21 H 0.550484 0.944078 1.136287 0.040 Uiso 1 1 calc R . . . .
C15 C 0.1403(6) 0.5033(4) 0.5370(4) 0.0321(14) Uani 1 1 d . . . . .
H15 H 0.134910 0.511441 0.468811 0.039 Uiso 1 1 calc R . . . .
C40 C 0.3824(7) 0.2312(4) 0.5605(4) 0.0318(13) Uani 1 1 d . . . . .
C22 C 0.5588(6) 0.8556(4) 1.0321(4) 0.0279(12) Uani 1 1 d . . . . .
C33 C 0.5437(7) 0.2874(4) 0.3866(4) 0.0332(14) Uani 1 1 d . . . . .
H33 H 0.585668 0.236921 0.367468 0.040 Uiso 1 1 calc R . . . .
C10 C 0.1361(6) 0.6549(4) 0.9404(4) 0.0300(13) Uani 1 1 d . . . . .
H10 H 0.131787 0.648524 1.008350 0.036 Uiso 1 1 calc R . . . .
C1AA C 0.7604(6) 0.6659(3) 0.8405(4) 0.0241(12) Uani 1 1 d . . . . .
H1AA H 0.851175 0.662306 0.818056 0.029 Uiso 1 1 calc R . . . .
C35 C 0.3250(6) 0.3047(4) 0.5930(4) 0.0276(12) Uani 1 1 d . . . . .
H35 H 0.359426 0.326991 0.653819 0.033 Uiso 1 1 calc R . . . .
C36 C 0.2179(7) 0.3471(4) 0.5389(4) 0.0291(13) Uani 1 1 d . . . . .
C25 C 0.1426(6) 0.8446(4) 1.0256(5) 0.0371(15) Uani 1 1 d . . . . .
C14 C 0.1177(6) 0.5694(4) 0.6016(4) 0.0299(13) Uani 1 1 d . . . . .
H14 H 0.097486 0.624719 0.579901 0.036 Uiso 1 1 calc R . . . .
C38 C 0.2090(7) 0.2344(4) 0.4264(5) 0.0378(15) Uani 1 1 d . . . . .
H38 H 0.161939 0.207205 0.372394 0.045 Uiso 1 1 calc R . . . .
C0AA C 0.7293(6) 0.7200(4) 0.9172(4) 0.0253(11) Uani 1 1 d . . . . .
H0AA H 0.798909 0.753636 0.950512 0.030 Uiso 1 1 calc R . . . .
C24 C 0.1910(6) 0.8136(4) 0.9385(4) 0.0301(13) Uani 1 1 d . . . . .
C32 C 0.4385(7) 0.3244(4) 0.3258(4) 0.0339(14) Uani 1 1 d . . . . .
H32 H 0.409540 0.298651 0.265756 0.041 Uiso 1 1 calc R . . . .
C13 C 0.1270(5) 0.5484(3) 0.6970(4) 0.0232(11) Uani 1 1 d . . . . .
C46 C 0.2310(7) 0.4207(4) 0.3122(4) 0.0394(15) Uani 1 1 d . . . . .
H46A H 0.221993 0.408122 0.242004 0.047 Uiso 1 1 calc R . . . .
H46B H 0.216288 0.481441 0.320080 0.047 Uiso 1 1 calc R . . . .
C27 C 0.2671(8) 0.9761(4) 0.9976(5) 0.0428(17) Uani 1 1 d . . . . .
H27 H 0.283854 1.033169 1.013041 0.051 Uiso 1 1 calc R . . . .
C23 C 0.2904(7) 0.8607(4) 0.8923(4) 0.0320(13) Uani 1 1 d . . . . .
H23 H 0.325383 0.839032 0.834994 0.038 Uiso 1 1 calc R . . . .
C9 C 0.1557(6) 0.7301(4) 0.8995(4) 0.0294(13) Uani 1 1 d . . . . .
C37 C 0.1720(6) 0.3160(4) 0.4461(4) 0.0314(13) Uani 1 1 d . . . . .
C28 C 0.3392(7) 0.9371(4) 0.9266(4) 0.0367(14) Uani 1 1 d . . . . .
C48 C 0.6432(7) 0.2664(4) 0.5574(5) 0.0394(15) Uani 1 1 d . . . . .
H48A H 0.682541 0.300585 0.612481 0.047 Uiso 1 1 calc R . . . .
H48B H 0.719904 0.232405 0.534134 0.047 Uiso 1 1 calc R . . . .
C47 C 0.5291(7) 0.2059(4) 0.5946(5) 0.0392(16) Uani 1 1 d . . . . .
H47A H 0.546569 0.148581 0.571599 0.047 Uiso 1 1 calc R . . . .
H47B H 0.538138 0.205094 0.666278 0.047 Uiso 1 1 calc R . . . .
C26 C 0.1702(8) 0.9304(5) 1.0455(5) 0.0459(18) Uani 1 1 d . . . . .
H26 H 0.120664 0.957631 1.093345 0.055 Uiso 1 1 calc R . . . .
C45 C 0.1141(7) 0.3720(4) 0.3629(5) 0.0382(15) Uani 1 1 d . . . . .
H45A H 0.048753 0.412891 0.388210 0.046 Uiso 1 1 calc R . . . .
H45B H 0.060775 0.337161 0.313940 0.046 Uiso 1 1 calc R . . . .
C42 C 0.2193(7) 0.7469(5) 1.1685(4) 0.0415(17) Uani 1 1 d . . . . .
H42A H 0.210228 0.760596 1.237512 0.050 Uiso 1 1 calc R . . . .
H42B H 0.212360 0.685490 1.161416 0.050 Uiso 1 1 calc R . . . .
C41 C 0.0936(7) 0.7894(5) 1.1043(5) 0.0462(18) Uani 1 1 d . . . . .
H41A H 0.032759 0.745039 1.074366 0.055 Uiso 1 1 calc R . . . .
H41B H 0.037185 0.823038 1.146800 0.055 Uiso 1 1 calc R . . . .
C43 C 0.4819(8) 0.9665(4) 0.9037(5) 0.0474(18) Uani 1 1 d . . . . .
H43A H 0.494017 1.025214 0.925208 0.057 Uiso 1 1 calc R . . . .
H43B H 0.487511 0.965220 0.832650 0.057 Uiso 1 1 calc R . . . .
C2 C -0.1675(9) 0.6043(10) 0.2789(11) 0.156(7) Uani 1 1 d D U . . .
H2 H -0.196099 0.642504 0.330977 0.187 Uiso 1 1 calc R . . . .
Cl2 Cl -0.0073(4) 0.6263(4) 0.3073(5) 0.260(4) Uani 1 1 d D U . . .
Cl1 Cl -0.2472(4) 0.5235(2) 0.3312(2) 0.1045(10) Uani 1 1 d D U . . .
Cl3 Cl -0.2636(4) 0.6609(2) 0.19524(19) 0.1062(10) Uani 1 1 d D 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
Se2 C8 1.890(5) . ?
Se2 C5 1.869(5) . ?
Se1 C4 1.875(5) . ?
Se1 C1 1.885(6) . ?
Se4 C16 1.891(5) . ?
Se4 C13 1.870(5) . ?
Se3 C12 1.875(6) . ?
Se3 C9 1.890(6) . ?
C8 C29 1.477(7) . ?
C8 C7 1.370(8) . ?
C5 C4 1.472(7) . ?
C5 C6 1.369(7) . ?
C4 C1AA 1.367(7) . ?
C29 C34 1.401(8) . ?
C29 C30 1.402(8) . ?
C34 C33 1.412(8) . ?
C34 C48 1.520(9) . ?
C7 C6 1.409(8) . ?
C30 C31 1.392(8) . ?
C16 C15 1.371(8) . ?
C16 C36 1.470(8) . ?
C11 C12 1.350(8) . ?
C11 C10 1.431(8) . ?
C17 C18 1.388(8) . ?
C17 C1 1.480(7) . ?
C17 C22 1.421(8) . ?
C18 C19 1.427(7) . ?
C12 C13 1.454(7) . ?
C44 C22 1.515(8) . ?
C44 C43 1.580(10) . ?
C31 C32 1.400(8) . ?
C31 C46 1.493(9) . ?
C39 C40 1.416(9) . ?
C39 C38 1.374(10) . ?
C1 C0AA 1.361(7) . ?
C19 C20 1.378(8) . ?
C19 C42 1.503(9) . ?
C20 C21 1.394(9) . ?
C21 C22 1.381(8) . ?
C15 C14 1.414(8) . ?
C40 C35 1.390(8) . ?
C40 C47 1.508(9) . ?
C33 C32 1.398(9) . ?
C10 C9 1.349(9) . ?
C1AA C0AA 1.420(7) . ?
C35 C36 1.402(9) . ?
C36 C37 1.416(8) . ?
C25 C24 1.415(8) . ?
C25 C26 1.422(10) . ?
C25 C41 1.506(10) . ?
C14 C13 1.359(8) . ?
C38 C37 1.386(9) . ?
C24 C23 1.409(9) . ?
C24 C9 1.471(8) . ?
C46 C45 1.575(9) . ?
C27 C28 1.392(9) . ?
C27 C26 1.391(11) . ?
C23 C28 1.381(9) . ?
C37 C45 1.531(9) . ?
C28 C43 1.506(10) . ?
C48 C47 1.578(9) . ?
C42 C41 1.596(10) . ?
C2 Cl2 1.600(10) . ?
C2 Cl1 1.693(10) . ?
C2 Cl3 1.689(9) . ?

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
C5 Se2 C8 87.9(2) . . ?
C4 Se1 C1 88.1(2) . . ?
C13 Se4 C16 87.8(2) . . ?
C12 Se3 C9 88.0(3) . . ?
C29 C8 Se2 121.5(4) . . ?
C7 C8 Se2 109.6(4) . . ?
C7 C8 C29 128.9(5) . . ?
C4 C5 Se2 122.7(4) . . ?
C6 C5 Se2 110.5(4) . . ?
C6 C5 C4 126.8(5) . . ?
C5 C4 Se1 122.4(4) . . ?
C1AA C4 Se1 110.2(4) . . ?
C1AA C4 C5 127.4(5) . . ?
C34 C29 C8 122.5(5) . . ?
C34 C29 C30 118.4(5) . . ?
C30 C29 C8 118.9(5) . . ?
C29 C34 C33 117.7(6) . . ?
C29 C34 C48 123.2(5) . . ?
C33 C34 C48 117.3(5) . . ?
C8 C7 C6 116.1(5) . . ?
C31 C30 C29 123.4(5) . . ?
C15 C16 Se4 109.3(4) . . ?
C15 C16 C36 133.3(5) . . ?
C36 C16 Se4 117.2(4) . . ?
C12 C11 C10 115.9(5) . . ?
C18 C17 C1 119.0(5) . . ?
C18 C17 C22 118.8(5) . . ?
C22 C17 C1 121.9(5) . . ?
C5 C6 C7 115.9(5) . . ?
C17 C18 C19 122.1(5) . . ?
C11 C12 Se3 110.2(4) . . ?
C11 C12 C13 130.2(5) . . ?
C13 C12 Se3 119.3(4) . . ?
C22 C44 C43 112.8(5) . . ?
C30 C31 C32 116.0(6) . . ?
C30 C31 C46 121.9(6) . . ?
C32 C31 C46 120.8(6) . . ?
C38 C39 C40 118.6(6) . . ?
C17 C1 Se1 121.0(4) . . ?
C0AA C1 Se1 109.8(4) . . ?
C0AA C1 C17 129.1(5) . . ?
C18 C19 C42 121.2(5) . . ?
C20 C19 C18 115.6(5) . . ?
C20 C19 C42 122.0(6) . . ?
C19 C20 C21 122.0(5) . . ?
C22 C21 C20 120.8(6) . . ?
C16 C15 C14 116.5(5) . . ?
C39 C40 C47 120.9(5) . . ?
C35 C40 C39 117.1(6) . . ?
C35 C40 C47 120.7(6) . . ?
C17 C22 C44 122.6(5) . . ?
C21 C22 C17 117.5(5) . . ?
C21 C22 C44 118.5(5) . . ?
C32 C33 C34 120.6(6) . . ?
C9 C10 C11 116.1(5) . . ?
C4 C1AA C0AA 115.6(5) . . ?
C40 C35 C36 122.1(5) . . ?
C35 C36 C16 117.4(5) . . ?
C35 C36 C37 118.7(5) . . ?
C37 C36 C16 123.6(6) . . ?
C24 C25 C26 115.8(7) . . ?
C24 C25 C41 123.4(6) . . ?
C26 C25 C41 119.4(6) . . ?
C13 C14 C15 115.3(5) . . ?
C39 C38 C37 123.6(6) . . ?
C1 C0AA C1AA 116.3(5) . . ?
C25 C24 C9 123.4(6) . . ?
C23 C24 C25 118.5(6) . . ?
C23 C24 C9 117.7(5) . . ?
C33 C32 C31 120.9(6) . . ?
C12 C13 Se4 120.7(4) . . ?
C14 C13 Se4 111.0(4) . . ?
C14 C13 C12 128.1(5) . . ?
C31 C46 C45 113.3(5) . . ?
C26 C27 C28 119.3(6) . . ?
C28 C23 C24 122.8(6) . . ?
C10 C9 Se3 109.7(4) . . ?
C10 C9 C24 133.8(6) . . ?
C24 C9 Se3 116.4(5) . . ?
C36 C37 C45 123.1(6) . . ?
C38 C37 C36 116.3(6) . . ?
C38 C37 C45 119.2(6) . . ?
C27 C28 C43 121.2(6) . . ?
C23 C28 C27 117.7(6) . . ?
C23 C28 C43 119.7(6) . . ?
C34 C48 C47 113.7(5) . . ?
C40 C47 C48 113.0(5) . . ?
C27 C26 C25 122.4(6) . . ?
C37 C45 C46 113.2(5) . . ?
C19 C42 C41 113.0(5) . . ?
C25 C41 C42 112.8(5) . . ?
C28 C43 C44 113.8(5) . . ?
Cl2 C2 Cl1 121.4(6) . . ?
Cl2 C2 Cl3 121.1(6) . . ?
Cl3 C2 Cl1 117.5(6) . . ?

_olex2_exptl_crystal_mounting_method roop
_olex2_submission_original_sample_id 'Compound 1 in (Rp) isomer'
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_koba002_a
_database_code_depnum_ccdc_archive 'CCDC 1939517'
loop_
_audit_author_name
_audit_author_address
'Masashi Hasegawa'
;Kitasato University
Japan
;
_audit_update_record             
;
2019-07-12 deposited with the CCDC.	2019-09-23 downloaded from the CCDC.
;
_audit_creation_date             2019-07-12
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        (Sp)-4
_chemical_formula_moiety         'C30 H36 Se2 Si2'
_chemical_formula_sum            'C30 H36 Se2 Si2'
_chemical_formula_weight         610.69
_chemical_absolute_configuration ?
_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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.4081(4)
_cell_length_b                   14.8474(6)
_cell_length_c                   20.8540(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2913.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4026
_cell_measurement_temperature    273
_cell_measurement_theta_max      28.689
_cell_measurement_theta_min      1.684
_shelx_estimated_absorpt_T_max   0.621
_shelx_estimated_absorpt_T_min   0.418
_exptl_absorpt_coefficient_mu    2.637
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1074 before and 0.0583 after correction.
The Ratio of minimum to maximum transmission is 0.2000.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            17167
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.689
_diffrn_reflns_theta_min         1.684
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.729
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.880
_reflns_number_gt                6311
_reflns_number_total             6914
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.208
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 2518 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         6914
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0215
_refine_ls_restrained_S_all      0.941
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0460
_refine_ls_wR_factor_ref         0.0470
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C6(H6), C7(H7), C13(H13), C3(H3), C12(H12), C10(H10), C19(H19),
 C18(H18), C2(H2)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C26(H26A,H26B,
 H26C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
Se2 Se 0.72513(3) 0.39099(2) 0.90617(2) 0.02354(6) Uani 1 1 d . . . . .
Se1 Se 0.74222(3) 0.34150(2) 0.72199(2) 0.02392(6) Uani 1 1 d . . . . .
Si1 Si 0.54120(8) 0.39366(5) 0.59896(3) 0.02739(16) Uani 1 1 d . . . . .
Si2 Si 0.47935(9) 0.54163(6) 0.88079(4) 0.03295(19) Uani 1 1 d . . . . .
C16 C 0.7843(3) 0.13277(16) 0.83511(11) 0.0214(5) Uani 1 1 d . . . . .
H16 H 0.719229 0.141909 0.802186 0.026 Uiso 1 1 calc R . . . .
C20 C 0.8920(3) 0.18192(18) 0.93425(11) 0.0236(6) Uani 1 1 d . . . . .
C5 C 0.6883(3) 0.27077(17) 0.88195(11) 0.0189(5) Uani 1 1 d . . . . .
C9 C 1.0052(3) 0.24784(18) 0.75894(11) 0.0214(6) Uani 1 1 d . . . . .
C6 C 0.5545(3) 0.26646(18) 0.85688(12) 0.0228(6) Uani 1 1 d . . . . .
H6 H 0.516134 0.212614 0.842078 0.027 Uiso 1 1 calc R . . . .
C4 C 0.7072(3) 0.34386(18) 0.63316(11) 0.0244(5) Uani 1 1 d . . . . .
C15 C 0.7878(2) 0.19470(16) 0.88615(10) 0.0190(5) Uani 1 1 d . . . . .
C11 C 1.0979(3) 0.27565(18) 0.86681(12) 0.0235(6) Uani 1 1 d . . . . .
C8 C 0.5434(3) 0.42340(19) 0.87742(12) 0.0238(6) Uani 1 1 d . . . . .
C22 C 0.9568(3) 0.2577(2) 0.97263(12) 0.0289(6) Uani 1 1 d . . . . .
H22A H 1.003019 0.232803 1.010234 0.035 Uiso 1 1 calc R . . . .
H22B H 0.881625 0.297464 0.987193 0.035 Uiso 1 1 calc R . . . .
C7 C 0.4771(3) 0.34836(19) 0.85454(12) 0.0258(6) Uani 1 1 d . . . . .
H7 H 0.385199 0.350757 0.838161 0.031 Uiso 1 1 calc R . . . .
C1 C 0.9119(3) 0.27812(17) 0.70626(11) 0.0221(5) Uani 1 1 d . . . . .
C13 C 1.1653(3) 0.14308(19) 0.80760(12) 0.0300(7) Uani 1 1 d . . . . .
H13 H 1.222420 0.092210 0.803987 0.036 Uiso 1 1 calc R . . . .
C14 C 1.0651(3) 0.1610(2) 0.76002(11) 0.0253(6) Uani 1 1 d . . . . .
C3 C 0.8166(3) 0.30112(19) 0.60314(12) 0.0301(6) Uani 1 1 d . . . . .
H3 H 0.818633 0.294940 0.558770 0.036 Uiso 1 1 calc R . . . .
C17 C 0.8734(3) 0.05900(18) 0.83181(12) 0.0270(6) Uani 1 1 d . . . . .
C12 C 1.1819(3) 0.19915(19) 0.86007(13) 0.0295(6) Uani 1 1 d . . . . .
H12 H 1.249650 0.185575 0.891061 0.035 Uiso 1 1 calc R . . . .
C23 C 1.0032(3) 0.0810(2) 0.72407(13) 0.0355(7) Uani 1 1 d . . . . .
H23A H 1.080308 0.046383 0.705419 0.043 Uiso 1 1 calc R . . . .
H23B H 0.944314 0.102948 0.689252 0.043 Uiso 1 1 calc R . . . .
C10 C 1.0220(3) 0.30332(18) 0.81298(11) 0.0220(5) Uani 1 1 d . . . . .
H10 H 0.981175 0.360352 0.812796 0.026 Uiso 1 1 calc R . . . .
C24 C 0.9116(3) 0.0173(2) 0.76799(14) 0.0352(7) Uani 1 1 d . . . . .
H24A H 0.824847 0.001631 0.745498 0.042 Uiso 1 1 calc R . . . .
H24B H 0.964122 -0.037896 0.775574 0.042 Uiso 1 1 calc R . . . .
C19 C 0.9568(3) 0.0977(2) 0.93732(13) 0.0305(6) Uani 1 1 d . . . . .
H19 H 1.007503 0.082196 0.973965 0.037 Uiso 1 1 calc R . . . .
C21 C 1.0700(3) 0.3149(2) 0.93260(12) 0.0306(6) Uani 1 1 d . . . . .
H21A H 1.035326 0.376059 0.927869 0.037 Uiso 1 1 calc R . . . .
H21B H 1.158628 0.317311 0.956291 0.037 Uiso 1 1 calc R . . . .
C18 C 0.9479(3) 0.0362(2) 0.88738(14) 0.0336(7) Uani 1 1 d . . . . .
H18 H 0.991349 -0.019879 0.890906 0.040 Uiso 1 1 calc R . . . .
C2 C 0.9270(3) 0.2665(2) 0.64187(12) 0.0307(7) Uani 1 1 d . . . . .
H2 H 1.005559 0.237471 0.624374 0.037 Uiso 1 1 calc R . . . .
C28 C 0.4879(4) 0.5916(2) 0.79901(14) 0.0471(9) Uani 1 1 d . . . . .
H28A H 0.585532 0.598406 0.786446 0.071 Uiso 1 1 calc GR . . . .
H28B H 0.442506 0.649519 0.799226 0.071 Uiso 1 1 calc GR . . . .
H28C H 0.440244 0.552741 0.769186 0.071 Uiso 1 1 calc GR . . . .
C25 C 0.5502(4) 0.5184(2) 0.59795(18) 0.0514(9) Uani 1 1 d . . . . .
H25A H 0.565217 0.540196 0.640751 0.077 Uiso 1 1 calc GR . . . .
H25B H 0.462681 0.542232 0.581513 0.077 Uiso 1 1 calc GR . . . .
H25C H 0.627505 0.537266 0.571058 0.077 Uiso 1 1 calc GR . . . .
C27 C 0.3875(3) 0.3584(2) 0.64945(17) 0.0506(9) Uani 1 1 d . . . . .
H27A H 0.382085 0.293797 0.650386 0.076 Uiso 1 1 calc GR . . . .
H27B H 0.301275 0.382325 0.631694 0.076 Uiso 1 1 calc GR . . . .
H27C H 0.399926 0.380747 0.692267 0.076 Uiso 1 1 calc GR . . . .
C26 C 0.5241(4) 0.3530(2) 0.51458(13) 0.0460(8) Uani 1 1 d . . . . .
H26A H 0.592295 0.383415 0.488054 0.069 Uiso 1 1 calc GR . . . .
H26B H 0.429948 0.365444 0.499149 0.069 Uiso 1 1 calc GR . . . .
H26C H 0.541150 0.289306 0.513141 0.069 Uiso 1 1 calc GR . . . .
C29 C 0.2927(4) 0.5404(3) 0.91096(16) 0.0698(12) Uani 1 1 d . . . . .
H29A H 0.237285 0.499237 0.885775 0.105 Uiso 1 1 calc GR . . . .
H29B H 0.252998 0.599773 0.907624 0.105 Uiso 1 1 calc GR . . . .
H29C H 0.291892 0.521579 0.954993 0.105 Uiso 1 1 calc GR . . . .
C30 C 0.5981(5) 0.6049(3) 0.93546(19) 0.0790(15) Uani 1 1 d . . . . .
H30A H 0.609336 0.572011 0.974755 0.118 Uiso 1 1 calc GR . . . .
H30B H 0.557296 0.662836 0.944449 0.118 Uiso 1 1 calc GR . . . .
H30C H 0.689232 0.612765 0.915510 0.118 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
Se2 C5 1.887(3) . ?
Se2 C8 1.874(3) . ?
Se1 C4 1.882(2) . ?
Se1 C1 1.882(3) . ?
Si1 C4 1.869(3) . ?
Si1 C25 1.854(3) . ?
Si1 C27 1.864(3) . ?
Si1 C26 1.867(3) . ?
Si2 C8 1.857(3) . ?
Si2 C28 1.862(3) . ?
Si2 C29 1.865(4) . ?
Si2 C30 1.852(4) . ?
C16 C15 1.407(3) . ?
C16 C17 1.381(4) . ?
C20 C15 1.416(3) . ?
C20 C22 1.509(4) . ?
C20 C19 1.392(4) . ?
C5 C6 1.364(3) . ?
C5 C15 1.470(3) . ?
C9 C1 1.476(3) . ?
C9 C14 1.407(4) . ?
C9 C10 1.405(4) . ?
C6 C7 1.419(4) . ?
C4 C3 1.362(3) . ?
C11 C12 1.390(4) . ?
C11 C10 1.392(3) . ?
C11 C21 1.514(4) . ?
C8 C7 1.364(4) . ?
C22 C21 1.598(4) . ?
C1 C2 1.361(3) . ?
C13 C14 1.394(4) . ?
C13 C12 1.384(4) . ?
C14 C23 1.521(4) . ?
C3 C2 1.412(4) . ?
C17 C24 1.511(4) . ?
C17 C18 1.396(4) . ?
C23 C24 1.573(4) . ?
C19 C18 1.388(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
C8 Se2 C5 89.40(11) . . ?
C4 Se1 C1 89.22(11) . . ?
C25 Si1 C4 111.17(14) . . ?
C25 Si1 C27 108.84(17) . . ?
C25 Si1 C26 108.42(16) . . ?
C27 Si1 C4 108.75(13) . . ?
C27 Si1 C26 111.99(17) . . ?
C26 Si1 C4 107.69(13) . . ?
C8 Si2 C28 109.15(14) . . ?
C8 Si2 C29 108.01(16) . . ?
C28 Si2 C29 110.72(16) . . ?
C30 Si2 C8 107.88(16) . . ?
C30 Si2 C28 109.59(18) . . ?
C30 Si2 C29 111.4(2) . . ?
C17 C16 C15 122.8(2) . . ?
C15 C20 C22 123.7(2) . . ?
C19 C20 C15 117.1(2) . . ?
C19 C20 C22 117.9(2) . . ?
C6 C5 Se2 108.45(19) . . ?
C6 C5 C15 125.1(2) . . ?
C15 C5 Se2 126.43(18) . . ?
C14 C9 C1 121.9(2) . . ?
C10 C9 C1 119.0(2) . . ?
C10 C9 C14 118.6(2) . . ?
C5 C6 C7 116.5(2) . . ?
Si1 C4 Se1 121.96(14) . . ?
C3 C4 Se1 108.13(18) . . ?
C3 C4 Si1 129.84(18) . . ?
C16 C15 C20 117.7(2) . . ?
C16 C15 C5 116.3(2) . . ?
C20 C15 C5 125.9(2) . . ?
C12 C11 C10 116.8(2) . . ?
C12 C11 C21 120.3(2) . . ?
C10 C11 C21 121.9(2) . . ?
Si2 C8 Se2 121.78(15) . . ?
C7 C8 Se2 108.66(19) . . ?
C7 C8 Si2 129.6(2) . . ?
C20 C22 C21 112.8(2) . . ?
C8 C7 C6 116.9(2) . . ?
C9 C1 Se1 121.80(17) . . ?
C2 C1 Se1 108.88(19) . . ?
C2 C1 C9 129.3(2) . . ?
C12 C13 C14 121.6(3) . . ?
C9 C14 C23 123.7(2) . . ?
C13 C14 C9 117.2(3) . . ?
C13 C14 C23 117.4(3) . . ?
C4 C3 C2 117.6(2) . . ?
C16 C17 C24 120.9(2) . . ?
C16 C17 C18 117.1(2) . . ?
C18 C17 C24 120.8(3) . . ?
C13 C12 C11 120.5(2) . . ?
C14 C23 C24 113.1(2) . . ?
C11 C10 C9 122.1(3) . . ?
C17 C24 C23 113.4(2) . . ?
C18 C19 C20 122.0(2) . . ?
C11 C21 C22 112.6(2) . . ?
C19 C18 C17 119.5(3) . . ?
C1 C2 C3 116.2(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
