# Electronic Supplementary Material (ESI) for ChemComm.
# 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_t_a
_audit_block_doi                 10.5517/ccdc.csd.cc1q06xv
_database_code_depnum_ccdc_archive 'CCDC 1579137'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.orglett.8b02546 2018
_audit_update_record             
;
2017-10-10 deposited with the CCDC.	2019-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        LYF-St
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H44 S2'
_chemical_formula_sum            'C38 H44 S2'
_chemical_formula_weight         564.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   4.9037(8)
_cell_length_b                   9.209(3)
_cell_length_c                   17.287(5)
_cell_angle_alpha                78.265(16)
_cell_angle_beta                 87.365(18)
_cell_angle_gamma                80.485(15)
_cell_volume                     753.8(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8954
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      68.31

_exptl_crystal_description       block
_exptl_crystal_colour            'Dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_F_000             304
_exptl_transmission_factor_min   0.6976
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.776
_shelx_estimated_absorpt_T_min   0.764
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15497
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.611
_diffrn_reflns_theta_max         68.557
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             2663
_reflns_number_gt                2387
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+0.3772P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2663
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0824
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.34817(9) 0.32121(5) 0.77250(2) 0.02696(13) Uani 1 1 d . . . . .
C1 C 1.3932(4) 0.13026(19) 0.77939(10) 0.0296(4) Uani 1 1 d . . . . .
H1 H 1.5325 0.0884 0.7466 0.036 Uiso 1 1 calc R U . . .
C2 C 1.2493(4) 0.03407(19) 0.82702(10) 0.0295(4) Uani 1 1 d . . . . .
H2 H 1.2923 -0.0695 0.8249 0.035 Uiso 1 1 calc R U . . .
C3 C 1.0360(4) 0.07870(18) 0.88047(10) 0.0252(4) Uani 1 1 d . . . . .
H3 H 0.9416 0.0045 0.9115 0.030 Uiso 1 1 calc R U . . .
C4 C 0.9644(3) 0.22316(18) 0.88821(9) 0.0213(3) Uani 1 1 d . . . . .
C5 C 1.0922(3) 0.34786(18) 0.84345(9) 0.0214(3) Uani 1 1 d . . . . .
C6 C 0.9829(3) 0.47936(17) 0.86528(9) 0.0207(3) Uani 1 1 d . . . . .
C7 C 0.7734(3) 0.44421(17) 0.92695(9) 0.0198(3) Uani 1 1 d . . . . .
C9 C 0.5729(3) 0.22322(17) 0.99280(9) 0.0217(3) Uani 1 1 d . . . . .
H9 H 0.5669 0.1188 0.9993 0.026 Uiso 1 1 calc R U . . .
C8 C 0.7627(3) 0.28971(17) 0.93931(9) 0.0207(3) Uani 1 1 d . . . . .
C10 C 0.3977(3) 0.30901(17) 1.03522(9) 0.0213(3) Uani 1 1 d . . . . .
H10 H 0.2682 0.2635 1.0707 0.026 Uiso 1 1 calc R U . . .
C11 C 0.4040(3) 0.46483(17) 1.02764(9) 0.0196(3) Uani 1 1 d . . . . .
C12 C 1.0673(3) 0.62809(18) 0.82832(10) 0.0229(3) Uani 1 1 d . . . . .
H12A H 1.2456 0.6097 0.7999 0.027 Uiso 1 1 calc R U . . .
H12B H 1.0972 0.6813 0.8708 0.027 Uiso 1 1 calc R U . . .
C13 C 0.8544(4) 0.73002(18) 0.77044(10) 0.0248(4) Uani 1 1 d . . . . .
H13A H 0.6780 0.7511 0.7994 0.030 Uiso 1 1 calc R U . . .
H13B H 0.9208 0.8269 0.7508 0.030 Uiso 1 1 calc R U . . .
C14 C 0.7996(4) 0.66375(19) 0.70004(10) 0.0256(4) Uani 1 1 d . . . . .
H14A H 0.7363 0.5660 0.7196 0.031 Uiso 1 1 calc R U . . .
H14B H 0.9751 0.6446 0.6704 0.031 Uiso 1 1 calc R U . . .
C15 C 0.5840(4) 0.76468(19) 0.64384(10) 0.0275(4) Uani 1 1 d . . . . .
H15A H 0.4111 0.7878 0.6739 0.033 Uiso 1 1 calc R U . . .
H15B H 0.6513 0.8606 0.6222 0.033 Uiso 1 1 calc R U . . .
C16 C 0.5207(4) 0.6947(2) 0.57574(10) 0.0304(4) Uani 1 1 d . . . . .
H16A H 0.4489 0.6002 0.5976 0.036 Uiso 1 1 calc R U . . .
H16B H 0.6953 0.6685 0.5470 0.036 Uiso 1 1 calc R U . . .
C17 C 0.3129(4) 0.7943(2) 0.51731(10) 0.0308(4) Uani 1 1 d . . . . .
H17A H 0.1372 0.8196 0.5458 0.037 Uiso 1 1 calc R U . . .
H17B H 0.3835 0.8892 0.4956 0.037 Uiso 1 1 calc R U . . .
C18 C 0.2549(4) 0.7226(2) 0.44934(11) 0.0395(5) Uani 1 1 d . . . . .
H18A H 0.1844 0.6276 0.4711 0.047 Uiso 1 1 calc R U . . .
H18B H 0.4306 0.6973 0.4209 0.047 Uiso 1 1 calc R U . . .
C19 C 0.0467(5) 0.8221(3) 0.39080(13) 0.0494(6) Uani 1 1 d . . . . .
H19A H 0.1145 0.9166 0.3689 0.074 Uiso 1 1 calc R U . . .
H19B H -0.1311 0.8435 0.4179 0.074 Uiso 1 1 calc R U . . .
H19C H 0.0225 0.7704 0.3479 0.074 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7158(18) . ?
S1 C5 1.7376(17) . ?
C1 C2 1.348(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.428(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.351(2) . ?
C3 H3 0.9500 . ?
C4 C8 1.440(2) . ?
C4 C5 1.464(2) . ?
C5 C6 1.360(2) . ?
C6 C7 1.472(2) . ?
C6 C12 1.504(2) . ?
C7 C8 1.405(2) . ?
C7 C11 1.428(2) 2_667 ?
C9 C10 1.361(2) . ?
C9 C8 1.405(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.420(2) . ?
C10 H10 0.9500 . ?
C11 C7 1.428(2) 2_667 ?
C11 C11 1.444(3) 2_667 ?
C12 C13 1.537(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.520(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.526(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.519(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.519(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.519(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.521(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C5 101.92(8) . . ?
C2 C1 S1 126.05(14) . . ?
C2 C1 H1 117.0 . . ?
S1 C1 H1 117.0 . . ?
C1 C2 C3 123.86(16) . . ?
C1 C2 H2 118.1 . . ?
C3 C2 H2 118.1 . . ?
C4 C3 C2 122.04(16) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C8 130.49(15) . . ?
C3 C4 C5 124.29(16) . . ?
C8 C4 C5 105.22(14) . . ?
C6 C5 C4 111.03(14) . . ?
C6 C5 S1 127.21(13) . . ?
C4 C5 S1 121.76(12) . . ?
C5 C6 C7 106.78(14) . . ?
C5 C6 C12 123.46(15) . . ?
C7 C6 C12 129.74(14) . . ?
C8 C7 C11 119.32(14) . 2_667 ?
C8 C7 C6 108.37(14) . . ?
C11 C7 C6 132.30(14) 2_667 . ?
C10 C9 C8 119.72(14) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C7 C8 C9 121.67(15) . . ?
C7 C8 C4 108.59(14) . . ?
C9 C8 C4 129.72(14) . . ?
C9 C10 C11 121.53(15) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C7 122.31(14) . 2_667 ?
C10 C11 C11 119.42(18) . 2_667 ?
C7 C11 C11 118.27(17) 2_667 2_667 ?
C6 C12 C13 113.75(14) . . ?
C6 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
C6 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 114.03(14) . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 113.53(14) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 113.23(14) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C17 114.53(15) . . ?
C15 C16 H16A 108.6 . . ?
C17 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C17 C16 H16B 108.6 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 113.60(16) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 C19 113.67(18) . . ?
C17 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 S1 C1 C2 2.47(19) . . . . ?
S1 C1 C2 C3 -0.8(3) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 C8 -178.35(16) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 -178.39(16) . . . . ?
C8 C4 C5 C6 0.69(18) . . . . ?
C3 C4 C5 S1 1.8(2) . . . . ?
C8 C4 C5 S1 -179.13(11) . . . . ?
C1 S1 C5 C6 177.37(15) . . . . ?
C1 S1 C5 C4 -2.84(15) . . . . ?
C4 C5 C6 C7 -0.01(18) . . . . ?
S1 C5 C6 C7 179.80(12) . . . . ?
C4 C5 C6 C12 -178.42(15) . . . . ?
S1 C5 C6 C12 1.4(2) . . . . ?
C5 C6 C7 C8 -0.71(18) . . . . ?
C12 C6 C7 C8 177.57(15) . . . . ?
C5 C6 C7 C11 178.99(16) . . . 2_667 ?
C12 C6 C7 C11 -2.7(3) . . . 2_667 ?
C11 C7 C8 C9 2.9(2) 2_667 . . . ?
C6 C7 C8 C9 -177.36(14) . . . . ?
C11 C7 C8 C4 -178.60(14) 2_667 . . . ?
C6 C7 C8 C4 1.14(18) . . . . ?
C10 C9 C8 C7 -1.4(2) . . . . ?
C10 C9 C8 C4 -179.51(16) . . . . ?
C3 C4 C8 C7 177.88(17) . . . . ?
C5 C4 C8 C7 -1.11(18) . . . . ?
C3 C4 C8 C9 -3.8(3) . . . . ?
C5 C4 C8 C9 177.23(16) . . . . ?
C8 C9 C10 C11 -0.9(2) . . . . ?
C9 C10 C11 C7 -178.42(15) . . . 2_667 ?
C9 C10 C11 C11 1.5(3) . . . 2_667 ?
C5 C6 C12 C13 104.31(19) . . . . ?
C7 C6 C12 C13 -73.7(2) . . . . ?
C6 C12 C13 C14 -61.17(19) . . . . ?
C12 C13 C14 C15 178.93(13) . . . . ?
C13 C14 C15 C16 -177.33(14) . . . . ?
C14 C15 C16 C17 -178.28(14) . . . . ?
C15 C16 C17 C18 179.46(15) . . . . ?
C16 C17 C18 C19 179.97(17) . . . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_b_0m_b
_database_code_depnum_ccdc_archive 'CCDC 1890546'
loop_
_audit_author_name
_audit_author_address
'Yanjun Qiao'
;
?'f
China
;
_audit_update_record             
;
2019-01-13 deposited with the CCDC.	2019-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            QYJ-2
_chemical_melting_point          ?
_chemical_formula_moiety         ' C38 H44 S Se'
_chemical_formula_sum            ' C38 H44 S Se'
_chemical_formula_weight         611.75

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

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   4.9067(2)
_cell_length_b                   9.2799(3)
_cell_length_c                   17.3392(6)
_cell_angle_alpha                78.0360(10)
_cell_angle_beta                 87.3050(10)
_cell_angle_gamma                80.3540(10)
_cell_volume                     761.39(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8259
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      66.55

_exptl_crystal_description       block
_exptl_crystal_colour            'Dark Green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             322
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    2.484
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14459
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.605
_diffrn_reflns_theta_max         66.651
_diffrn_reflns_theta_full        66.651
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5191
_reflns_number_gt                4240
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.39(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5191
_refine_ls_number_parameters     364
_refine_ls_number_restraints     350
_refine_ls_R_factor_all          0.1207
_refine_ls_R_factor_gt           0.1062
_refine_ls_wR_factor_ref         0.3353
_refine_ls_wR_factor_gt          0.3024
_refine_ls_goodness_of_fit_ref   1.456
_refine_ls_restrained_S_all      1.435
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se -0.3440(3) 0.6761(2) 0.73390(13) 0.0813(9) Uani 1 1 d . U . . .
S1 S 1.3751(3) 0.32000(19) 0.26909(13) 0.0302(6) Uani 1 1 d . U . . .
C1 C 1.393(3) 0.1337(18) 0.2764(11) 0.060(4) Uani 1 1 d . U . . .
H1 H 1.5041 0.0925 0.2375 0.072 Uiso 1 1 calc R U . . .
C2 C 1.267(3) 0.0329(17) 0.3311(10) 0.055(3) Uani 1 1 d . U . . .
H2 H 1.3261 -0.0704 0.3323 0.066 Uiso 1 1 calc R U . . .
C3 C 1.054(3) 0.0743(16) 0.3863(8) 0.053(3) Uani 1 1 d . U . . .
H3 H 0.9663 0.0000 0.4196 0.063 Uiso 1 1 calc R U . . .
C4 C 0.977(3) 0.2236(18) 0.3903(9) 0.053(3) Uani 1 1 d . U . . .
C5 C 1.099(3) 0.3487(19) 0.3449(9) 0.056(3) Uani 1 1 d . U . . .
C6 C 1.007(3) 0.4760(15) 0.3654(8) 0.047(3) Uani 1 1 d . U . . .
C7 C 0.792(3) 0.443(2) 0.4307(10) 0.050(3) Uani 1 1 d . U . . .
C9 C 0.597(3) 0.2185(16) 0.4953(9) 0.049(3) Uani 1 1 d . U . . .
H9 H 0.5989 0.1138 0.5044 0.058 Uiso 1 1 calc R U . . .
C8 C 0.788(3) 0.2867(17) 0.4399(9) 0.051(3) Uani 1 1 d . U . . .
C10 C 0.410(3) 0.3072(16) 0.5357(9) 0.049(3) Uani 1 1 d . U . . .
H10 H 0.2676 0.2653 0.5671 0.059 Uiso 1 1 calc R U . . .
C11 C 0.431(3) 0.4633(16) 0.5300(10) 0.048(3) Uani 1 1 d . U . . .
C13 C 0.617(3) 0.6864(19) 0.4675(9) 0.053(3) Uani 1 1 d . U . . .
H13 H 0.7416 0.7340 0.4313 0.064 Uiso 1 1 calc R U . . .
C12 C 0.619(3) 0.5359(17) 0.4734(9) 0.051(3) Uani 1 1 d . U . . .
C14 C 0.443(4) 0.771(2) 0.5111(11) 0.061(4) Uani 1 1 d . U . . .
H14 H 0.4521 0.8734 0.5066 0.073 Uiso 1 1 calc R U . . .
C15 C 0.257(3) 0.7045(17) 0.5612(9) 0.052(3) Uani 1 1 d . U . . .
C16 C 0.244(4) 0.5539(19) 0.5766(11) 0.051(3) Uani 1 1 d . U . . .
C17 C 0.041(4) 0.5155(19) 0.6341(10) 0.060(3) Uani 1 1 d . U . . .
C18 C -0.085(3) 0.6509(16) 0.6593(9) 0.053(3) Uani 1 1 d . U . . .
C19 C 0.050(3) 0.7725(17) 0.6135(9) 0.052(3) Uani 1 1 d . U . . .
C20 C -0.016(3) 0.9110(18) 0.6275(10) 0.058(4) Uani 1 1 d . U . . .
H20 H 0.0955 0.9804 0.6005 0.070 Uiso 1 1 calc R U . . .
C21 C -0.226(4) 0.970(2) 0.6761(11) 0.065(4) Uani 1 1 d . U . . .
H21 H -0.2461 1.0729 0.6770 0.078 Uiso 1 1 calc R U . . .
C22 C -0.399(3) 0.8895(16) 0.7211(8) 0.049(3) Uani 1 1 d . U . . .
H22 H -0.5505 0.9386 0.7470 0.059 Uiso 1 1 calc R U . . .
C23 C -0.048(3) 0.3773(18) 0.6751(10) 0.059(4) Uani 1 1 d . U . . .
H23A H -0.0968 0.3241 0.6351 0.071 Uiso 1 1 calc R U . . .
H23B H -0.2185 0.4033 0.7055 0.071 Uiso 1 1 calc R U . . .
C24 C 0.168(3) 0.2657(17) 0.7335(9) 0.050(3) Uani 1 1 d . U . . .
H24A H 0.0968 0.1713 0.7538 0.060 Uiso 1 1 calc R U . . .
H24B H 0.3454 0.2426 0.7053 0.060 Uiso 1 1 calc R U . . .
C25 C 0.214(3) 0.3382(17) 0.8006(9) 0.053(3) Uani 1 1 d . U . . .
H25A H 0.0381 0.3571 0.8301 0.064 Uiso 1 1 calc R U . . .
H25B H 0.2762 0.4351 0.7798 0.064 Uiso 1 1 calc R U . . .
C26 C 0.445(4) 0.230(2) 0.8590(10) 0.062(4) Uani 1 1 d . U . . .
H26A H 0.3827 0.1326 0.8793 0.074 Uiso 1 1 calc R U . . .
H26B H 0.6205 0.2107 0.8292 0.074 Uiso 1 1 calc R U . . .
C27 C 0.495(3) 0.2986(16) 0.9264(8) 0.051(3) Uani 1 1 d . U . . .
H27A H 0.3185 0.3178 0.9556 0.062 Uiso 1 1 calc R U . . .
H27B H 0.5559 0.3958 0.9057 0.062 Uiso 1 1 calc R U . . .
C28 C 0.708(3) 0.2015(16) 0.9822(9) 0.050(3) Uani 1 1 d . U . . .
H28A H 0.8849 0.1815 0.9533 0.061 Uiso 1 1 calc R U . . .
H28B H 0.6465 0.1048 1.0041 0.061 Uiso 1 1 calc R U . . .
C29 C 0.754(4) 0.280(2) 1.0507(10) 0.069(4) Uani 1 1 d . U . . .
H29A H 0.8197 0.3759 1.0299 0.082 Uiso 1 1 calc R U . . .
H29B H 0.5792 0.2997 1.0806 0.082 Uiso 1 1 calc R U . . .
C30 C 0.975(5) 0.170(3) 1.1041(14) 0.084(6) Uani 1 1 d . U . . .
H30A H 0.9090 0.0744 1.1223 0.126 Uiso 1 1 calc R U . . .
H30B H 1.0070 0.2118 1.1497 0.126 Uiso 1 1 calc R U . . .
H30C H 1.1474 0.1545 1.0741 0.126 Uiso 1 1 calc R U . . .
C31 C 1.083(3) 0.6313(16) 0.3320(8) 0.049(3) Uani 1 1 d . U . . .
H31A H 1.1015 0.6815 0.3762 0.058 Uiso 1 1 calc R U . . .
H31B H 1.2646 0.6195 0.3047 0.058 Uiso 1 1 calc R U . . .
C32 C 0.877(4) 0.7270(18) 0.2765(9) 0.056(3) Uani 1 1 d . U . . .
H32A H 0.9379 0.8250 0.2585 0.067 Uiso 1 1 calc R U . . .
H32B H 0.6997 0.7443 0.3056 0.067 Uiso 1 1 calc R U . . .
C33 C 0.820(4) 0.667(2) 0.2021(10) 0.060(4) Uani 1 1 d . U . . .
H33A H 0.9964 0.6513 0.1727 0.072 Uiso 1 1 calc R U . . .
H33B H 0.7624 0.5680 0.2203 0.072 Uiso 1 1 calc R U . . .
C34 C 0.609(3) 0.7604(19) 0.1463(10) 0.054(3) Uani 1 1 d . U . . .
H34A H 0.6750 0.8554 0.1229 0.065 Uiso 1 1 calc R U . . .
H34B H 0.4362 0.7848 0.1760 0.065 Uiso 1 1 calc R U . . .
C35 C 0.546(4) 0.686(2) 0.0801(11) 0.071(4) Uani 1 1 d . U . . .
H35A H 0.4636 0.5962 0.1029 0.086 Uiso 1 1 calc R U . . .
H35B H 0.7207 0.6541 0.0529 0.086 Uiso 1 1 calc R U . . .
C36 C 0.339(4) 0.796(3) 0.0175(12) 0.079(5) Uani 1 1 d . U . . .
H36A H 0.1649 0.8274 0.0452 0.094 Uiso 1 1 calc R U . . .
H36B H 0.4214 0.8863 -0.0042 0.094 Uiso 1 1 calc R U . . .
C37 C 0.271(4) 0.730(2) -0.0490(11) 0.069(4) Uani 1 1 d . U . . .
H37A H 0.4483 0.7003 -0.0756 0.082 Uiso 1 1 calc R U . . .
H37B H 0.1999 0.6367 -0.0253 0.082 Uiso 1 1 calc R U . . .
C38 C 0.078(5) 0.812(3) -0.1108(11) 0.075(5) Uani 1 1 d . U . . .
H38A H 0.1819 0.8490 -0.1584 0.113 Uiso 1 1 calc R U . . .
H38B H -0.0342 0.8969 -0.0927 0.113 Uiso 1 1 calc R U . . .
H38C H -0.0430 0.7459 -0.1226 0.113 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C18 1.791(17) . ?
Se1 C22 1.920(15) . ?
S1 C1 1.695(17) . ?
S1 C5 1.870(16) . ?
C1 C2 1.39(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.44(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.39(2) . ?
C3 H3 0.9500 . ?
C4 C8 1.38(2) . ?
C4 C5 1.46(2) . ?
C5 C6 1.31(2) . ?
C6 C7 1.53(2) . ?
C6 C31 1.538(19) . ?
C7 C12 1.40(2) . ?
C7 C8 1.43(2) . ?
C9 C10 1.39(2) . ?
C9 C8 1.44(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.45(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.457(15) . ?
C11 C16 1.47(2) . ?
C13 C14 1.37(2) . ?
C13 C12 1.38(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.36(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.38(2) . ?
C15 C19 1.48(2) . ?
C16 C17 1.41(2) . ?
C17 C18 1.45(2) . ?
C17 C23 1.46(2) . ?
C18 C19 1.48(2) . ?
C19 C20 1.34(2) . ?
C20 C21 1.41(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.34(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.588(19) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.50(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.62(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.49(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.505(19) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.56(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.55(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.48(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.56(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.48(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.52(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.60(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.49(3) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.46(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 Se1 C22 100.1(6) . . ?
C1 S1 C5 98.7(8) . . ?
C2 C1 S1 129.2(13) . . ?
C2 C1 H1 115.4 . . ?
S1 C1 H1 115.4 . . ?
C1 C2 C3 124.5(14) . . ?
C1 C2 H2 117.8 . . ?
C3 C2 H2 117.8 . . ?
C4 C3 C2 119.5(15) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C8 C4 C3 129.2(15) . . ?
C8 C4 C5 104.4(14) . . ?
C3 C4 C5 126.3(15) . . ?
C6 C5 C4 114.0(15) . . ?
C6 C5 S1 124.8(13) . . ?
C4 C5 S1 121.2(12) . . ?
C5 C6 C7 105.8(14) . . ?
C5 C6 C31 129.6(14) . . ?
C7 C6 C31 124.6(13) . . ?
C12 C7 C8 123.7(16) . . ?
C12 C7 C6 132.0(16) . . ?
C8 C7 C6 104.3(14) . . ?
C10 C9 C8 119.4(13) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C4 C8 C9 129.3(14) . . ?
C4 C8 C7 111.5(14) . . ?
C9 C8 C7 119.2(14) . . ?
C9 C10 C11 120.4(14) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C12 120.9(12) . . ?
C10 C11 C16 120.2(15) . . ?
C12 C11 C16 118.7(11) . . ?
C14 C13 C12 123.1(16) . . ?
C14 C13 H13 118.5 . . ?
C12 C13 H13 118.5 . . ?
C13 C12 C7 126.0(17) . . ?
C13 C12 C11 118.1(12) . . ?
C7 C12 C11 115.9(13) . . ?
C13 C14 C15 119.0(16) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C14 C15 C16 124.5(16) . . ?
C14 C15 C19 128.4(14) . . ?
C16 C15 C19 106.9(14) . . ?
C15 C16 C17 112.3(16) . . ?
C15 C16 C11 116.4(16) . . ?
C17 C16 C11 131.3(16) . . ?
C16 C17 C18 107.5(14) . . ?
C16 C17 C23 135.6(17) . . ?
C18 C17 C23 116.7(15) . . ?
C17 C18 C19 106.6(14) . . ?
C17 C18 Se1 129.5(12) . . ?
C19 C18 Se1 123.8(12) . . ?
C20 C19 C18 119.9(15) . . ?
C20 C19 C15 133.2(15) . . ?
C18 C19 C15 106.8(13) . . ?
C19 C20 C21 130.0(16) . . ?
C19 C20 H20 115.0 . . ?
C21 C20 H20 115.0 . . ?
C22 C21 C20 124.3(17) . . ?
C22 C21 H21 117.8 . . ?
C20 C21 H21 117.8 . . ?
C21 C22 Se1 120.7(12) . . ?
C21 C22 H22 119.6 . . ?
Se1 C22 H22 119.6 . . ?
C17 C23 C24 116.2(14) . . ?
C17 C23 H23A 108.2 . . ?
C24 C23 H23A 108.2 . . ?
C17 C23 H23B 108.2 . . ?
C24 C23 H23B 108.2 . . ?
H23A C23 H23B 107.4 . . ?
C25 C24 C23 108.6(13) . . ?
C25 C24 H24A 110.0 . . ?
C23 C24 H24A 110.0 . . ?
C25 C24 H24B 110.0 . . ?
C23 C24 H24B 110.0 . . ?
H24A C24 H24B 108.4 . . ?
C24 C25 C26 109.5(13) . . ?
C24 C25 H25A 109.8 . . ?
C26 C25 H25A 109.8 . . ?
C24 C25 H25B 109.8 . . ?
C26 C25 H25B 109.8 . . ?
H25A C25 H25B 108.2 . . ?
C27 C26 C25 110.7(13) . . ?
C27 C26 H26A 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 108.1 . . ?
C26 C27 C28 112.6(13) . . ?
C26 C27 H27A 109.1 . . ?
C28 C27 H27A 109.1 . . ?
C26 C27 H27B 109.1 . . ?
C28 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 C29 110.3(13) . . ?
C27 C28 H28A 109.6 . . ?
C29 C28 H28A 109.6 . . ?
C27 C28 H28B 109.6 . . ?
C29 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
C30 C29 C28 105.6(16) . . ?
C30 C29 H29A 110.6 . . ?
C28 C29 H29A 110.6 . . ?
C30 C29 H29B 110.6 . . ?
C28 C29 H29B 110.6 . . ?
H29A C29 H29B 108.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C6 113.0(12) . . ?
C32 C31 H31A 109.0 . . ?
C6 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
C6 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 C33 116.6(14) . . ?
C31 C32 H32A 108.1 . . ?
C33 C32 H32A 108.1 . . ?
C31 C32 H32B 108.1 . . ?
C33 C32 H32B 108.1 . . ?
H32A C32 H32B 107.3 . . ?
C34 C33 C32 117.4(14) . . ?
C34 C33 H33A 108.0 . . ?
C32 C33 H33A 108.0 . . ?
C34 C33 H33B 108.0 . . ?
C32 C33 H33B 108.0 . . ?
H33A C33 H33B 107.2 . . ?
C33 C34 C35 113.8(15) . . ?
C33 C34 H34A 108.8 . . ?
C35 C34 H34A 108.8 . . ?
C33 C34 H34B 108.8 . . ?
C35 C34 H34B 108.8 . . ?
H34A C34 H34B 107.7 . . ?
C34 C35 C36 112.0(17) . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C37 C36 C35 114.4(18) . . ?
C37 C36 H36A 108.7 . . ?
C35 C36 H36A 108.6 . . ?
C37 C36 H36B 108.7 . . ?
C35 C36 H36B 108.7 . . ?
H36A C36 H36B 107.6 . . ?
C38 C37 C36 122.2(18) . . ?
C38 C37 H37A 106.8 . . ?
C36 C37 H37A 106.8 . . ?
C38 C37 H37B 106.8 . . ?
C36 C37 H37B 106.8 . . ?
H37A C37 H37B 106.6 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_refine_diff_density_max         2.930
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.153

####################################################################### 
# 
# 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_t_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1890545'
loop_
_audit_author_name
_audit_author_address
'Yanjun Qiao'
;
?'f
China
;
_audit_update_record             
;
2019-01-13 deposited with the CCDC.	2019-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            QYJ-1
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H44 Se2'
_chemical_formula_sum            'C38 H44 Se2'
_chemical_formula_weight         658.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   5.0411(3)
_cell_length_b                   9.2861(5)
_cell_length_c                   17.3658(10)
_cell_angle_alpha                78.341(2)
_cell_angle_beta                 88.254(2)
_cell_angle_gamma                80.527(2)
_cell_volume                     785.30(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9440
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      68.24

_exptl_crystal_description       block
_exptl_crystal_colour            'Dark Green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   0.6041
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    3.113
_shelx_estimated_absorpt_T_min   0.522
_shelx_estimated_absorpt_T_max   0.604
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12734
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.928
_diffrn_reflns_theta_max         68.366
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             2816
_reflns_number_gt                2628
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²+1.8661P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2816
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1127
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 1.34488(9) 0.33059(5) 0.76855(3) 0.04653(17) Uani 1 1 d . . . . .
C1 C 1.3789(9) 0.1227(5) 0.7803(3) 0.0512(10) Uani 1 1 d . . . . .
H1 H 1.506170 0.076524 0.749406 0.061 Uiso 1 1 calc R U . . .
C2 C 1.2356(9) 0.0365(5) 0.8293(3) 0.0503(10) Uani 1 1 d . . . . .
H2 H 1.271238 -0.065218 0.829803 0.060 Uiso 1 1 calc R U . . .
C3 C 1.0319(8) 0.0862(4) 0.8810(2) 0.0429(9) Uani 1 1 d . . . . .
H3 H 0.941382 0.015473 0.911604 0.052 Uiso 1 1 calc R U . . .
C4 C 0.9617(7) 0.2300(4) 0.8885(2) 0.0368(8) Uani 1 1 d . . . . .
C5 C 1.0798(7) 0.3564(4) 0.8450(2) 0.0373(8) Uani 1 1 d . . . . .
C6 C 0.9703(7) 0.4850(4) 0.8673(2) 0.0350(8) Uani 1 1 d . . . . .
C7 C 0.7687(7) 0.4473(4) 0.9284(2) 0.0328(7) Uani 1 1 d . . . . .
C9 C 0.5817(8) 0.2253(4) 0.9911(2) 0.0372(8) Uani 1 1 d . . . . .
H9 H 0.579673 0.123715 0.996850 0.045 Uiso 1 1 calc R U . . .
C8 C 0.7633(7) 0.2944(4) 0.9394(2) 0.0342(7) Uani 1 1 d . . . . .
C10 C 0.4077(8) 0.3092(4) 1.0330(2) 0.0365(8) Uani 1 1 d . . . . .
H10 H 0.285292 0.263323 1.066435 0.044 Uiso 1 1 calc R U . . .
C11 C 0.4078(7) 0.4635(4) 1.02701(19) 0.0326(7) Uani 1 1 d . . . . .
C12 C 1.0473(8) 0.6346(4) 0.8325(2) 0.0386(8) Uani 1 1 d . . . . .
H12A H 1.218336 0.619445 0.805747 0.046 Uiso 1 1 calc R U . . .
H12B H 1.071504 0.685482 0.874772 0.046 Uiso 1 1 calc R U . . .
C13 C 0.8375(8) 0.7352(4) 0.7739(2) 0.0429(9) Uani 1 1 d . . . . .
H13A H 0.668188 0.752832 0.801234 0.052 Uiso 1 1 calc R U . . .
H13B H 0.896417 0.830708 0.756064 0.052 Uiso 1 1 calc R U . . .
C14 C 0.7904(9) 0.6718(5) 0.7033(2) 0.0473(9) Uani 1 1 d . . . . .
H14A H 0.736137 0.575024 0.721129 0.057 Uiso 1 1 calc R U . . .
H14B H 0.958524 0.656774 0.675084 0.057 Uiso 1 1 calc R U . . .
C15 C 0.5778(9) 0.7695(5) 0.6469(2) 0.0516(10) Uani 1 1 d . . . . .
H15A H 0.412016 0.788865 0.675609 0.062 Uiso 1 1 calc R U . . .
H15B H 0.636471 0.864370 0.626724 0.062 Uiso 1 1 calc R U . . .
C16 C 0.5215(10) 0.7006(6) 0.5780(3) 0.0597(12) Uani 1 1 d . . . . .
H16A H 0.689421 0.677864 0.550834 0.072 Uiso 1 1 calc R U . . .
H16B H 0.458583 0.607047 0.598564 0.072 Uiso 1 1 calc R U . . .
C17 C 0.3182(11) 0.7953(6) 0.5189(3) 0.0621(12) Uani 1 1 d . . . . .
H17A H 0.148885 0.816922 0.545627 0.075 Uiso 1 1 calc R U . . .
H17B H 0.379545 0.889364 0.498449 0.075 Uiso 1 1 calc R U . . .
C18 C 0.2702(14) 0.7241(8) 0.4510(3) 0.0877(18) Uani 1 1 d . . . . .
H18A H 0.206600 0.630720 0.471477 0.105 Uiso 1 1 calc R U . . .
H18B H 0.440125 0.701163 0.424816 0.105 Uiso 1 1 calc R U . . .
C19 C 0.0693(15) 0.8195(9) 0.3909(4) 0.109(3) Uani 1 1 d . . . . .
H19A H 0.139491 0.907390 0.365962 0.163 Uiso 1 1 calc R U . . .
H19B H -0.096756 0.847661 0.416672 0.163 Uiso 1 1 calc R U . . .
H19C H 0.037819 0.763973 0.352016 0.163 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C5 1.876(4) . ?
Se1 C1 1.879(4) . ?
C1 C2 1.328(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.425(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.355(5) . ?
C3 H3 0.9300 . ?
C4 C8 1.450(5) . ?
C4 C5 1.465(5) . ?
C5 C6 1.356(5) . ?
C6 C7 1.478(5) . ?
C6 C12 1.507(5) . ?
C7 C8 1.399(5) . ?
C7 C11 1.432(5) 2_667 ?
C9 C10 1.367(5) . ?
C9 C8 1.402(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.416(5) . ?
C10 H10 0.9300 . ?
C11 C11 1.449(7) 2_667 ?
C12 C13 1.544(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.504(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.522(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.520(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.510(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.508(7) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.515(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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 Se1 C1 98.12(18) . . ?
C2 C1 Se1 125.2(3) . . ?
C2 C1 H1 117.4 . . ?
Se1 C1 H1 117.4 . . ?
C1 C2 C3 125.7(4) . . ?
C1 C2 H2 117.2 . . ?
C3 C2 H2 117.2 . . ?
C4 C3 C2 124.2(4) . . ?
C4 C3 H3 117.9 . . ?
C2 C3 H3 117.9 . . ?
C3 C4 C8 129.6(4) . . ?
C3 C4 C5 125.7(4) . . ?
C8 C4 C5 104.7(3) . . ?
C6 C5 C4 111.3(3) . . ?
C6 C5 Se1 127.6(3) . . ?
C4 C5 Se1 121.1(3) . . ?
C5 C6 C7 107.0(3) . . ?
C5 C6 C12 123.9(3) . . ?
C7 C6 C12 129.1(3) . . ?
C8 C7 C11 119.8(3) . 2_667 ?
C8 C7 C6 108.1(3) . . ?
C11 C7 C6 132.1(3) 2_667 . ?
C10 C9 C8 119.2(3) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C7 C8 C9 121.9(3) . . ?
C7 C8 C4 109.0(3) . . ?
C9 C8 C4 129.1(3) . . ?
C9 C10 C11 122.2(3) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C7 123.1(3) . 2_667 ?
C10 C11 C11 119.1(4) . 2_667 ?
C7 C11 C11 117.8(4) 2_667 2_667 ?
C6 C12 C13 113.5(3) . . ?
C6 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C6 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 114.2(3) . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 113.9(4) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 113.4(4) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 115.5(4) . . ?
C17 C16 H16A 108.4 . . ?
C15 C16 H16A 108.4 . . ?
C17 C16 H16B 108.4 . . ?
C15 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C18 C17 C16 114.0(5) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 C19 114.2(6) . . ?
C17 C18 H18A 108.7 . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C19 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 Se1 C1 C2 1.9(4) . . . . ?
Se1 C1 C2 C3 0.1(7) . . . . ?
C1 C2 C3 C4 -1.8(7) . . . . ?
C2 C3 C4 C8 -178.8(4) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C4 C5 C6 -178.5(3) . . . . ?
C8 C4 C5 C6 0.9(4) . . . . ?
C3 C4 C5 Se1 2.2(5) . . . . ?
C8 C4 C5 Se1 -178.4(2) . . . . ?
C1 Se1 C5 C6 177.9(3) . . . . ?
C1 Se1 C5 C4 -2.8(3) . . . . ?
C4 C5 C6 C7 0.0(4) . . . . ?
Se1 C5 C6 C7 179.2(2) . . . . ?
C4 C5 C6 C12 -179.2(3) . . . . ?
Se1 C5 C6 C12 0.1(5) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C12 C6 C7 C8 178.1(3) . . . . ?
C5 C6 C7 C11 180.0(4) . . . 2_667 ?
C12 C6 C7 C11 -1.0(6) . . . 2_667 ?
C11 C7 C8 C9 2.5(5) 2_667 . . . ?
C6 C7 C8 C9 -176.8(3) . . . . ?
C11 C7 C8 C4 -179.3(3) 2_667 . . . ?
C6 C7 C8 C4 1.5(4) . . . . ?
C10 C9 C8 C7 -1.1(5) . . . . ?
C10 C9 C8 C4 -179.0(3) . . . . ?
C3 C4 C8 C7 177.9(4) . . . . ?
C5 C4 C8 C7 -1.5(4) . . . . ?
C3 C4 C8 C9 -4.0(6) . . . . ?
C5 C4 C8 C9 176.6(3) . . . . ?
C8 C9 C10 C11 -1.2(5) . . . . ?
C9 C10 C11 C7 -178.6(3) . . . 2_667 ?
C9 C10 C11 C11 2.0(6) . . . 2_667 ?
C5 C6 C12 C13 103.8(4) . . . . ?
C7 C6 C12 C13 -75.1(5) . . . . ?
C6 C12 C13 C14 -61.2(5) . . . . ?
C12 C13 C14 C15 178.4(3) . . . . ?
C13 C14 C15 C16 -177.0(4) . . . . ?
C14 C15 C16 C17 -178.2(4) . . . . ?
C15 C16 C17 C18 179.3(5) . . . . ?
C16 C17 C18 C19 -179.2(5) . . . . ?

_refine_diff_density_max         0.632
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.069

