# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1894584'
loop_
_audit_author_name
_audit_author_address
'Prof. Ray J. Butcher'
;Howard University
United States of America
;
_audit_update_record             
;
2019-03-05 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 Br1.10 Cl1.90 Se3'
_chemical_formula_sum            'C30 H27 Br1.09 Cl1.91 Se3'
_chemical_formula_weight         779.38

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   15.970(6)
_cell_length_b                   13.690(8)
_cell_length_c                   14.857(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3248(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3412
_cell_measurement_theta_min      2.423
_cell_measurement_theta_max      21.756

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_F_000             1519
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    4.917
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7978
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            36785
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_av_R_equivalents  0.0983
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.872
_diffrn_reflns_theta_max         28.231
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4138
_reflns_number_gt                2786
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 Structure factors included contributions from the .fab file.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Apex 2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_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)+(0.0473P)²+6.2259P] 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         4138
_refine_ls_number_parameters     224
_refine_ls_number_restraints     222
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0731
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1267
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.38879(5) 0.750000 0.21233(5) 0.0474(2) Uani 1 2 d S T P . .
Se2 Se 0.13490(4) 0.50744(4) 0.48266(4) 0.0497(2) Uani 1 1 d . . . . .
C1 C 0.4525(5) 0.750000 0.3227(5) 0.0432(18) Uani 1 2 d S T P . .
C2 C 0.5371(5) 0.750000 0.3111(6) 0.065(3) Uani 1 2 d S T P . .
H2A H 0.559888 0.750000 0.253476 0.078 Uiso 1 2 calc R U P . .
C3 C 0.5883(7) 0.750000 0.3855(8) 0.097(4) Uani 1 2 d S T P . .
H3A H 0.646111 0.750000 0.377781 0.117 Uiso 1 2 calc R U P . .
C4 C 0.5559(7) 0.750000 0.4704(6) 0.074(3) Uani 1 2 d S T P . .
H4A H 0.591453 0.750000 0.520054 0.089 Uiso 1 2 calc R U P . .
C5 C 0.4719(7) 0.750000 0.4822(6) 0.081(3) Uani 1 2 d S T P . .
H5A H 0.449446 0.750000 0.540015 0.097 Uiso 1 2 calc R U P . .
C6 C 0.4200(6) 0.750000 0.4090(6) 0.086(4) Uani 1 2 d S T P . .
H6A H 0.362312 0.750000 0.417260 0.103 Uiso 1 2 calc R U P . .
C7 C 0.3050(3) 0.6501(4) 0.2415(4) 0.0450(13) Uani 1 1 d . . . . .
H7A H 0.277734 0.626903 0.187209 0.054 Uiso 1 1 calc R U . . .
H7B H 0.331001 0.595097 0.271626 0.054 Uiso 1 1 calc R U . . .
C8 C 0.2427(3) 0.6995(4) 0.3027(3) 0.0352(11) Uani 1 1 d . . . . .
C9 C 0.1898(3) 0.6478(4) 0.3606(3) 0.0362(11) Uani 1 1 d . . . . .
C10 C 0.1840(4) 0.5378(4) 0.3650(4) 0.0463(14) Uani 1 1 d . . . . .
H10A H 0.239136 0.508648 0.359473 0.056 Uiso 1 1 calc R U . . .
H10B H 0.148798 0.513083 0.316884 0.056 Uiso 1 1 calc R U . . .
C11 C 0.1392(3) 0.6991(3) 0.4216(3) 0.0333(10) Uani 1 1 d . . . . .
C12 C 0.0873(3) 0.6387(4) 0.4850(3) 0.0410(12) Uani 1 1 d . . . . .
H12A H 0.029294 0.637428 0.465608 0.049 Uiso 1 1 calc R U . . .
H12B H 0.089696 0.665553 0.545394 0.049 Uiso 1 1 calc R U . . .
C13 C 0.2365(8) 0.5337(16) 0.5478(15) 0.062(2) Uani 0.51(3) 1 d G U P A 1
C14 C 0.3036(11) 0.4765(14) 0.5198(12) 0.072(2) Uani 0.51(3) 1 d G U P A 1
H14 H 0.296555 0.431912 0.473193 0.086 Uiso 0.51(3) 1 calc R U P A 1
C15 C 0.3811(9) 0.4860(15) 0.5614(12) 0.076(3) Uani 0.51(3) 1 d G U P A 1
H15 H 0.425943 0.447746 0.542677 0.091 Uiso 0.51(3) 1 calc R U P A 1
C16 C 0.3916(8) 0.5526(14) 0.6311(13) 0.072(3) Uani 0.51(3) 1 d G U P A 1
H16 H 0.443447 0.558997 0.658960 0.087 Uiso 0.51(3) 1 calc R U P A 1
C17 C 0.3245(12) 0.6098(11) 0.6591(12) 0.072(3) Uani 0.51(3) 1 d G U P A 1
H17 H 0.331564 0.654414 0.705761 0.086 Uiso 0.51(3) 1 calc R U P A 1
C18 C 0.2470(10) 0.6003(14) 0.6175(14) 0.069(2) Uani 0.51(3) 1 d G U P A 1
H18 H 0.202175 0.638581 0.636278 0.083 Uiso 0.51(3) 1 calc R U P A 1
C13A C 0.2351(9) 0.5346(16) 0.5530(15) 0.062(2) Uani 0.49(3) 1 d G U P A 2
C14A C 0.3129(11) 0.4956(15) 0.5313(13) 0.072(2) Uani 0.49(3) 1 d G U P A 2
H14A H 0.318102 0.453229 0.482655 0.087 Uiso 0.49(3) 1 calc R U P A 2
C15A C 0.3828(8) 0.5198(16) 0.5823(13) 0.074(3) Uani 0.49(3) 1 d G U P A 2
H15A H 0.434882 0.493711 0.567717 0.089 Uiso 0.49(3) 1 calc R U P A 2
C16A C 0.3750(9) 0.5831(15) 0.6549(12) 0.073(3) Uani 0.49(3) 1 d G U P A 2
H16A H 0.421858 0.599323 0.689036 0.087 Uiso 0.49(3) 1 calc R U P A 2
C17A C 0.2973(12) 0.6221(12) 0.6767(12) 0.072(3) Uani 0.49(3) 1 d G U P A 2
H17A H 0.292055 0.664454 0.725292 0.086 Uiso 0.49(3) 1 calc R U P A 2
C18A C 0.2273(9) 0.5979(15) 0.6257(15) 0.067(2) Uani 0.49(3) 1 d G U P A 2
H18A H 0.175274 0.623972 0.640230 0.081 Uiso 0.49(3) 1 calc R U P A 2
Br1 Br 0.3144(2) 0.750000 0.9995(2) 0.0807(9) Uani 0.716(9) 2 d S TU P B 1
Cl1 Cl 0.3085(17) 0.750000 0.9630(14) 0.096(5) Uani 0.284(9) 2 d S TU P B 2
Cl2 Cl 0.0309(7) 0.4820(11) 0.6677(8) 0.0559(17) Uani 0.811(5) 1 d . U P C 1
Br2 Br 0.0306(13) 0.501(2) 0.6700(16) 0.066(4) Uani 0.189(5) 1 d . U P C 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.931(8) . ?
Se1 C7 1.961(5) . ?
Se1 C7 1.961(5) 7_575 ?
Se2 C13 1.924(10) . ?
Se2 C13A 1.947(10) . ?
Se2 C12 1.952(5) . ?
Se2 C10 1.961(5) . ?
C1 C2 1.361(11) . ?
C1 C6 1.382(12) . ?
C2 C3 1.376(13) . ?
C2 H2A 0.9300 . ?
C3 C4 1.363(14) . ?
C3 H3A 0.9300 . ?
C4 C5 1.354(14) . ?
C4 H4A 0.9300 . ?
C5 C6 1.368(13) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.509(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C8 1.382(10) 7_575 ?
C8 C9 1.397(7) . ?
C9 C11 1.403(6) . ?
C9 C10 1.511(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C11 1.393(9) 7_575 ?
C11 C12 1.503(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 C17 1.3900 . ?
C16 H16 0.9300 . ?
C17 C18 1.3900 . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C13A C14A 1.3900 . ?
C13A C18A 1.3900 . ?
C14A C15A 1.3900 . ?
C14A H14A 0.9300 . ?
C15A C16A 1.3900 . ?
C15A H15A 0.9300 . ?
C16A C17A 1.3900 . ?
C16A H16A 0.9300 . ?
C17A C18A 1.3900 . ?
C17A H17A 0.9300 . ?
C18A H18A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 C7 99.9(2) . . ?
C1 Se1 C7 99.9(2) . 7_575 ?
C7 Se1 C7 88.4(3) . 7_575 ?
C13 Se2 C12 98.5(7) . . ?
C13A Se2 C12 97.8(7) . . ?
C13 Se2 C10 94.1(7) . . ?
C13A Se2 C10 96.3(7) . . ?
C12 Se2 C10 88.7(2) . . ?
C2 C1 C6 119.4(8) . . ?
C2 C1 Se1 114.5(6) . . ?
C6 C1 Se1 126.1(6) . . ?
C1 C2 C3 119.2(8) . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 H2A 120.4 . . ?
C4 C3 C2 121.2(10) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C5 C4 C3 119.7(9) . . ?
C5 C4 H4A 120.1 . . ?
C3 C4 H4A 120.1 . . ?
C4 C5 C6 119.8(9) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C5 C6 C1 120.7(9) . . ?
C5 C6 H6A 119.7 . . ?
C1 C6 H6A 119.7 . . ?
C8 C7 Se1 105.7(4) . . ?
C8 C7 H7A 110.6 . . ?
Se1 C7 H7A 110.6 . . ?
C8 C7 H7B 110.6 . . ?
Se1 C7 H7B 110.6 . . ?
H7A C7 H7B 108.7 . . ?
C8 C8 C9 120.4(3) 7_575 . ?
C8 C8 C7 116.6(3) 7_575 . ?
C9 C8 C7 122.9(5) . . ?
C8 C9 C11 119.5(5) . . ?
C8 C9 C10 124.6(5) . . ?
C11 C9 C10 115.9(4) . . ?
C9 C10 Se2 105.9(3) . . ?
C9 C10 H10A 110.6 . . ?
Se2 C10 H10A 110.6 . . ?
C9 C10 H10B 110.6 . . ?
Se2 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
C11 C11 C9 120.0(3) 7_575 . ?
C11 C11 C12 123.4(3) 7_575 . ?
C9 C11 C12 116.6(4) . . ?
C11 C12 Se2 106.3(3) . . ?
C11 C12 H12A 110.5 . . ?
Se2 C12 H12A 110.5 . . ?
C11 C12 H12B 110.5 . . ?
Se2 C12 H12B 110.5 . . ?
H12A C12 H12B 108.7 . . ?
C14 C13 C18 120.0 . . ?
C14 C13 Se2 113.2(11) . . ?
C18 C13 Se2 126.8(11) . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 H18 120.0 . . ?
C13 C18 H18 120.0 . . ?
C14A C13A C18A 120.0 . . ?
C14A C13A Se2 122.4(11) . . ?
C18A C13A Se2 117.5(11) . . ?
C13A C14A C15A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C16A C15A C14A 120.0 . . ?
C16A C15A H15A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C15A C16A C17A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
C17A C16A H16A 120.0 . . ?
C16A C17A C18A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C17A C18A C13A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C13A C18A H18A 120.0 . . ?

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
C6 C1 C2 C3 0.000(1) . . . . ?
Se1 C1 C2 C3 180.000(1) . . . . ?
C1 C2 C3 C4 0.000(1) . . . . ?
C2 C3 C4 C5 0.000(2) . . . . ?
C3 C4 C5 C6 0.000(2) . . . . ?
C4 C5 C6 C1 0.000(2) . . . . ?
C2 C1 C6 C5 0.000(1) . . . . ?
Se1 C1 C6 C5 180.000(1) . . . . ?
Se1 C7 C8 C8 18.0(4) . . . 7_575 ?
Se1 C7 C8 C9 -158.9(4) . . . . ?
C8 C8 C9 C11 -2.7(5) 7_575 . . . ?
C7 C8 C9 C11 174.0(4) . . . . ?
C8 C8 C9 C10 179.1(4) 7_575 . . . ?
C7 C8 C9 C10 -4.2(8) . . . . ?
C8 C9 C10 Se2 159.6(4) . . . . ?
C11 C9 C10 Se2 -18.6(6) . . . . ?
C8 C9 C11 C11 2.7(5) . . . 7_575 ?
C10 C9 C11 C11 -178.9(3) . . . 7_575 ?
C8 C9 C11 C12 -176.9(4) . . . . ?
C10 C9 C11 C12 1.5(7) . . . . ?
C11 C11 C12 Se2 -162.99(13) 7_575 . . . ?
C9 C11 C12 Se2 16.6(5) . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
Se2 C13 C14 C15 -179.1(14) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C17 C18 C13 0.0 . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
Se2 C13 C18 C17 178.9(16) . . . . ?
C18A C13A C14A C15A 0.0 . . . . ?
Se2 C13A C14A C15A 178.0(16) . . . . ?
C13A C14A C15A C16A 0.0 . . . . ?
C14A C15A C16A C17A 0.0 . . . . ?
C15A C16A C17A C18A 0.0 . . . . ?
C16A C17A C18A C13A 0.0 . . . . ?
C14A C13A C18A C17A 0.0 . . . . ?
Se2 C13A C18A C17A -178.1(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7B Cl2 0.97 2.89 3.367(12) 111.3 2_564 yes
C7 H7B Br2 0.97 2.98 3.50(2) 115.1 2_564 yes
C10 H10B Cl2 0.97 2.88 3.477(12) 120.7 5_566 yes
C10 H10B Br2 0.97 2.88 3.51(2) 123.4 5_566 yes
C12 H12A Cl2 0.97 2.74 3.382(13) 124.1 5_566 yes
C12 H12A Br2 0.97 2.92 3.53(3) 122.0 5_566 yes
C14 H14 Br1 0.93 3.08 3.641(19) 120.4 2_564 yes
C18A H18A Br2 0.93 2.90 3.47(3) 121.6 . yes

_refine_diff_density_max         0.631
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.101



####################################################################### 
# 
# 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_a136
_database_code_depnum_ccdc_archive 'CCDC 1894585'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Howard University
United States of America
;
_audit_update_record             
;
2019-03-22 deposited with the CCDC.	2019-03-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
;
Mixedhexabenzene
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H39 F3 Se6'
_chemical_formula_sum            'C48 H39 F3 Se6'
_chemical_formula_weight         1146.55

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.166(4)
_cell_length_b                   13.534(4)
_cell_length_c                   15.244(4)
_cell_angle_alpha                114.409(6)
_cell_angle_beta                 105.717(6)
_cell_angle_gamma                91.805(6)
_cell_volume                     2170.7(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1367
_cell_measurement_theta_min      2.224
_cell_measurement_theta_max      19.412

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_F_000             1116
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    5.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex 2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12745
_diffrn_reflns_av_unetI/netI     0.1330
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.544
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             8675
_reflns_number_gt                4240
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Apex 2'
_computing_data_reduction        'Bruker Apex 2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0555P)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_number_reflns         8675
_refine_ls_number_parameters     443
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1526
_refine_ls_R_factor_gt           0.0697
_refine_ls_wR_factor_ref         0.1822
_refine_ls_wR_factor_gt          0.1477
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.968
_refine_ls_shift/su_max          0.004
_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 0.11573(8) 0.22915(8) 0.34304(7) 0.0612(3) Uani 1 1 d . . . . .
Se2 Se 0.52149(9) 0.41004(8) 0.56113(6) 0.0620(3) Uani 1 1 d . . . . .
Se3 Se 0.58097(9) 0.04671(8) 0.32866(8) 0.0736(3) Uani 1 1 d . . . . .
Se4 Se 0.66724(8) 0.27469(8) 0.15292(7) 0.0668(3) Uani 1 1 d . . . . .
Se5 Se 0.25900(9) 0.09431(8) -0.04767(7) 0.0699(3) Uani 1 1 d . . . . .
Se6 Se 0.20567(8) 0.47087(8) 0.18031(7) 0.0630(3) Uani 1 1 d . . . . .
F2 F 0.5422(7) 0.3437(7) 0.9293(4) 0.123(3) Uani 0.858(9) 1 d D . P A 1
F4 F 0.8861(7) -0.0052(7) -0.1510(6) 0.144(4) Uani 0.814(9) 1 d D . P B 1
F6 F -0.2725(5) 0.5675(7) 0.0524(6) 0.110(3) Uani 0.816(8) 1 d D . P C 1
C1 C 0.3133(4) 0.2983(4) 0.3041(3) 0.0399(18) Uani 1 1 d G . . . .
C2 C 0.4131(4) 0.2673(4) 0.3486(3) 0.0393(18) Uani 1 1 d G . . . .
C3 C 0.4908(3) 0.2268(4) 0.2953(3) 0.0426(19) Uani 1 1 d G . . . .
C4 C 0.4686(4) 0.2174(4) 0.1976(3) 0.0410(19) Uani 1 1 d G . . . .
C5 C 0.3688(4) 0.2484(4) 0.1531(3) 0.0403(19) Uani 1 1 d G . . . .
C6 C 0.2911(3) 0.2888(4) 0.2063(3) 0.044(2) Uani 1 1 d G . . . .
C1A C 0.2340(6) 0.3475(6) 0.3656(6) 0.0435(19) Uani 1 1 d . . . . .
H1AA H 0.196994 0.400555 0.345454 0.052 Uiso 1 1 calc R U . . .
H1AB H 0.278246 0.385245 0.436999 0.052 Uiso 1 1 calc R U . . .
C2A C 0.0583(5) 0.3119(4) 0.4504(4) 0.064(3) Uani 1 1 d G . . . .
C3A C -0.0533(5) 0.3362(5) 0.4294(4) 0.074(3) Uani 1 1 d G . . . .
H3AA H -0.098833 0.313525 0.362500 0.088 Uiso 1 1 calc R U . . .
C4A C -0.0967(5) 0.3944(5) 0.5082(7) 0.096(4) Uani 1 1 d G . . . .
H4AA H -0.171331 0.410633 0.494098 0.115 Uiso 1 1 calc R U . . .
C5A C -0.0286(8) 0.4282(5) 0.6081(6) 0.114(5) Uani 1 1 d DG . . . .
H5AA H -0.057669 0.467176 0.660879 0.137 Uiso 0.858(9) 1 calc R U P A 1
C6A C 0.0829(7) 0.4039(5) 0.6292(4) 0.108(4) Uani 1 1 d G . . . .
H6AA H 0.128492 0.426612 0.696061 0.130 Uiso 1 1 calc R U . . .
C7A C 0.1264(5) 0.3458(6) 0.5504(5) 0.094(4) Uani 1 1 d G . . . .
H7AA H 0.200992 0.329504 0.564464 0.112 Uiso 1 1 calc R U . . .
C1B C 0.4332(6) 0.2693(6) 0.4522(5) 0.0421(19) Uani 1 1 d . . . . .
H1BA H 0.474973 0.210369 0.455494 0.051 Uiso 1 1 calc R U . . .
H1BB H 0.359176 0.256591 0.461471 0.051 Uiso 1 1 calc R U . . .
C2B C 0.5194(5) 0.3803(5) 0.6726(3) 0.051(2) Uani 1 1 d G . . . .
C3B C 0.4763(5) 0.4526(4) 0.7461(4) 0.067(3) Uani 1 1 d G . . . .
H3BA H 0.442534 0.509804 0.737105 0.080 Uiso 1 1 calc R U . . .
C4B C 0.4838(5) 0.4394(5) 0.8332(4) 0.079(3) Uani 1 1 d G . . . .
H4BA H 0.454973 0.487737 0.882350 0.094 Uiso 1 1 calc R U . . .
C5B C 0.5343(6) 0.3539(6) 0.8467(3) 0.076(3) Uani 1 1 d DG . . . .
H5BA H 0.539313 0.345048 0.904878 0.092 Uiso 0.142(9) 1 calc R U P A 2
C6B C 0.5774(5) 0.2816(4) 0.7731(4) 0.070(3) Uani 1 1 d G . . . .
H6BA H 0.611214 0.224427 0.782162 0.083 Uiso 1 1 calc R U . . .
C7B C 0.5700(5) 0.2948(4) 0.6861(4) 0.058(2) Uani 1 1 d G . . . .
H7BA H 0.598776 0.246493 0.636917 0.069 Uiso 1 1 calc R U . . .
C1C C 0.6031(6) 0.1987(7) 0.3471(6) 0.053(2) Uani 1 1 d . . . . .
H1CA H 0.628744 0.248253 0.418966 0.064 Uiso 1 1 calc R U . . .
H1CB H 0.662641 0.208815 0.318875 0.064 Uiso 1 1 calc R U . . .
C2C C 0.6747(5) 0.0681(5) 0.4585(4) 0.060(2) Uani 1 1 d G . . . .
C3C C 0.6428(5) -0.0001(4) 0.4981(5) 0.072(3) Uani 1 1 d G . . . .
H3CA H 0.576388 -0.052927 0.461687 0.086 Uiso 1 1 calc R U . . .
C4C C 0.7103(7) 0.0106(6) 0.5921(5) 0.083(3) Uani 1 1 d G . . . .
H4CA H 0.688954 -0.035040 0.618613 0.100 Uiso 1 1 calc R U . . .
C5C C 0.8096(6) 0.0895(6) 0.6465(4) 0.097(4) Uani 1 1 d DG . . . .
H5CA H 0.854687 0.096697 0.709427 0.117 Uiso 0.814(9) 1 calc R U P B 1
C6C C 0.8414(5) 0.1577(5) 0.6069(5) 0.080(3) Uani 1 1 d G . . . .
H6CA H 0.907856 0.210548 0.643316 0.095 Uiso 1 1 calc R U . . .
C7C C 0.7740(5) 0.1470(5) 0.5129(5) 0.070(3) Uani 1 1 d G . . . .
H7CA H 0.795291 0.192663 0.486390 0.085 Uiso 1 1 calc R U . . .
C1D C 0.5476(6) 0.1629(7) 0.1362(6) 0.049(2) Uani 1 1 d . . . . .
H1DA H 0.502735 0.122956 0.065080 0.059 Uiso 1 1 calc R U . . .
H1DB H 0.583263 0.110968 0.158778 0.059 Uiso 1 1 calc R U . . .
C2D C 0.7332(5) 0.1820(4) 0.0554(4) 0.048(2) Uani 1 1 d G . . . .
C3D C 0.8498(5) 0.1748(5) 0.0866(3) 0.061(2) Uani 1 1 d G . . . .
H3DA H 0.893351 0.212935 0.154618 0.073 Uiso 1 1 calc R U . . .
C4D C 0.9015(4) 0.1106(5) 0.0161(5) 0.075(3) Uani 1 1 d G . . . .
H4DA H 0.979581 0.105826 0.037028 0.090 Uiso 1 1 calc R U . . .
C5D C 0.8365(6) 0.0536(5) -0.0855(5) 0.077(3) Uani 1 1 d DG . . . .
H5DA H 0.871065 0.010713 -0.132667 0.093 Uiso 0.186(9) 1 calc R U P B 2
C6D C 0.7198(6) 0.0608(5) -0.1167(3) 0.074(3) Uani 1 1 d G . . . .
H6DA H 0.676317 0.022709 -0.184772 0.089 Uiso 1 1 calc R U . . .
C7D C 0.6682(4) 0.1250(5) -0.0463(4) 0.065(3) Uani 1 1 d G . . . .
H7DA H 0.590084 0.129817 -0.067183 0.078 Uiso 1 1 calc R U . . .
C1E C 0.3470(7) 0.2418(6) 0.0493(5) 0.045(2) Uani 1 1 d . . . . .
H1EA H 0.419713 0.252404 0.037037 0.054 Uiso 1 1 calc R U . . .
H1EB H 0.302959 0.298040 0.042245 0.054 Uiso 1 1 calc R U . . .
C2E C 0.2165(5) 0.1050(5) -0.1712(4) 0.056(2) Uani 1 1 d G . . . .
C3E C 0.2731(5) 0.1834(4) -0.1877(4) 0.060(2) Uani 1 1 d G . . . .
H3EA H 0.334434 0.235258 -0.135603 0.072 Uiso 1 1 calc R U . . .
C4E C 0.2379(6) 0.1845(5) -0.2819(5) 0.084(3) Uani 1 1 d G . . . .
H4EA H 0.275757 0.236969 -0.292943 0.101 Uiso 1 1 calc R U . . .
C5E C 0.1462(7) 0.1070(7) -0.3597(4) 0.099(4) Uani 1 1 d DG . . . .
H5EA H 0.122683 0.107721 -0.422797 0.118 Uiso 0.816(8) 1 calc R U P C 1
C6E C 0.0896(5) 0.0286(6) -0.3433(4) 0.107(4) Uani 1 1 d G . . . .
H6EA H 0.028286 -0.023240 -0.395313 0.129 Uiso 1 1 calc R U . . .
C7E C 0.1248(5) 0.0275(5) -0.2490(5) 0.093(3) Uani 1 1 d G . . . .
H7EA H 0.086962 -0.024953 -0.237973 0.112 Uiso 1 1 calc R U . . .
C1F C 0.1822(5) 0.3224(6) 0.1567(5) 0.0351(18) Uani 1 1 d . . . . .
H1FA H 0.121087 0.310959 0.182933 0.042 Uiso 1 1 calc R U . . .
H1FB H 0.157003 0.275868 0.084231 0.042 Uiso 1 1 calc R U . . .
C2F C 0.0519(4) 0.4956(5) 0.1342(4) 0.055(2) Uani 1 1 d G . . . .
C3F C 0.0379(5) 0.6030(5) 0.1515(4) 0.076(3) Uani 1 1 d G . . . .
H3FA H 0.102220 0.658071 0.181880 0.091 Uiso 1 1 calc R U . . .
C4F C -0.0723(6) 0.6279(4) 0.1232(5) 0.085(3) Uani 1 1 d G . . . .
H4FA H -0.081671 0.699687 0.134700 0.102 Uiso 1 1 calc R U . . .
C5F C -0.1685(4) 0.5455(6) 0.0777(5) 0.073(3) Uani 1 1 d DG . . . .
H5FA H -0.242182 0.562198 0.058794 0.088 Uiso 0.184(8) 1 calc R U P C 2
C6F C -0.1545(4) 0.4382(5) 0.0605(5) 0.083(3) Uani 1 1 d G . . . .
H6FA H -0.218804 0.383092 0.030067 0.099 Uiso 1 1 calc R U . . .
C7F C -0.0443(5) 0.4133(4) 0.0888(5) 0.080(3) Uani 1 1 d G . . . .
H7FA H -0.034913 0.341473 0.077246 0.096 Uiso 1 1 calc R U . . .
F1 F 0.115(3) 0.109(2) -0.4475(10) 0.110(3) Uani 0.184(8) 1 d D . P C 2
F3 F 0.868(3) 0.107(3) 0.7381(9) 0.144(4) Uani 0.186(9) 1 d D . P B 2
F5 F -0.064(2) 0.4829(7) 0.6856(12) 0.123(3) Uani 0.142(9) 1 d D . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C2A 1.891(5) . ?
Se1 C1A 1.971(8) . ?
Se2 C2B 1.907(4) . ?
Se2 C1B 1.957(7) . ?
Se3 C2C 1.893(5) . ?
Se3 C1C 1.957(8) . ?
Se4 C2D 1.896(4) . ?
Se4 C1D 1.953(8) . ?
Se5 C2E 1.880(5) . ?
Se5 C1E 1.971(7) . ?
Se6 C1F 1.886(7) . ?
Se6 C2F 1.905(4) . ?
F2 C5B 1.302(4) . ?
F4 C5D 1.301(4) . ?
F6 C5F 1.302(4) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C1A 1.506(7) . ?
C2 C3 1.3900 . ?
C2 C1B 1.520(7) . ?
C3 C4 1.3900 . ?
C3 C1C 1.527(7) . ?
C4 C5 1.3900 . ?
C4 C1D 1.518(8) . ?
C5 C6 1.3900 . ?
C5 C1E 1.496(7) . ?
C6 C1F 1.522(7) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C2A C3A 1.3900 . ?
C2A C7A 1.3900 . ?
C3A C4A 1.3900 . ?
C3A H3AA 0.9300 . ?
C4A C5A 1.3900 . ?
C4A H4AA 0.9300 . ?
C5A F5 1.302(4) . ?
C5A C6A 1.3900 . ?
C5A H5AA 0.9300 . ?
C6A C7A 1.3900 . ?
C6A H6AA 0.9300 . ?
C7A H7AA 0.9300 . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C2B C3B 1.3900 . ?
C2B C7B 1.3900 . ?
C3B C4B 1.3900 . ?
C3B H3BA 0.9300 . ?
C4B C5B 1.3900 . ?
C4B H4BA 0.9300 . ?
C5B C6B 1.3900 . ?
C5B H5BA 0.9300 . ?
C6B C7B 1.3900 . ?
C6B H6BA 0.9300 . ?
C7B H7BA 0.9300 . ?
C1C H1CA 0.9700 . ?
C1C H1CB 0.9700 . ?
C2C C3C 1.3900 . ?
C2C C7C 1.3900 . ?
C3C C4C 1.3900 . ?
C3C H3CA 0.9300 . ?
C4C C5C 1.3900 . ?
C4C H4CA 0.9300 . ?
C5C F3 1.302(4) . ?
C5C C6C 1.3900 . ?
C5C H5CA 0.9300 . ?
C6C C7C 1.3900 . ?
C6C H6CA 0.9300 . ?
C7C H7CA 0.9300 . ?
C1D H1DA 0.9700 . ?
C1D H1DB 0.9700 . ?
C2D C3D 1.3900 . ?
C2D C7D 1.3900 . ?
C3D C4D 1.3900 . ?
C3D H3DA 0.9300 . ?
C4D C5D 1.3900 . ?
C4D H4DA 0.9300 . ?
C5D C6D 1.3900 . ?
C5D H5DA 0.9300 . ?
C6D C7D 1.3900 . ?
C6D H6DA 0.9300 . ?
C7D H7DA 0.9300 . ?
C1E H1EA 0.9700 . ?
C1E H1EB 0.9700 . ?
C2E C3E 1.3900 . ?
C2E C7E 1.3900 . ?
C3E C4E 1.3900 . ?
C3E H3EA 0.9300 . ?
C4E C5E 1.3900 . ?
C4E H4EA 0.9300 . ?
C5E F1 1.302(4) . ?
C5E C6E 1.3900 . ?
C5E H5EA 0.9300 . ?
C6E C7E 1.3900 . ?
C6E H6EA 0.9300 . ?
C7E H7EA 0.9300 . ?
C1F H1FA 0.9700 . ?
C1F H1FB 0.9700 . ?
C2F C3F 1.3900 . ?
C2F C7F 1.3900 . ?
C3F C4F 1.3900 . ?
C3F H3FA 0.9300 . ?
C4F C5F 1.3900 . ?
C4F H4FA 0.9300 . ?
C5F C6F 1.3900 . ?
C5F H5FA 0.9300 . ?
C6F C7F 1.3900 . ?
C6F H6FA 0.9300 . ?
C7F H7FA 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2A Se1 C1A 97.4(3) . . ?
C2B Se2 C1B 97.7(3) . . ?
C2C Se3 C1C 98.8(3) . . ?
C2D Se4 C1D 97.8(3) . . ?
C2E Se5 C1E 102.5(3) . . ?
C1F Se6 C2F 102.4(3) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C1A 118.8(4) . . ?
C6 C1 C1A 121.1(4) . . ?
C1 C2 C3 120.0 . . ?
C1 C2 C1B 120.1(4) . . ?
C3 C2 C1B 119.7(4) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 C1C 120.5(4) . . ?
C2 C3 C1C 119.4(4) . . ?
C3 C4 C5 120.0 . . ?
C3 C4 C1D 119.7(4) . . ?
C5 C4 C1D 120.1(4) . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C1E 120.0(4) . . ?
C4 C5 C1E 119.9(4) . . ?
C5 C6 C1 120.0 . . ?
C5 C6 C1F 119.5(4) . . ?
C1 C6 C1F 120.5(4) . . ?
C1 C1A Se1 109.1(5) . . ?
C1 C1A H1AA 109.9 . . ?
Se1 C1A H1AA 109.9 . . ?
C1 C1A H1AB 109.9 . . ?
Se1 C1A H1AB 109.9 . . ?
H1AA C1A H1AB 108.3 . . ?
C3A C2A C7A 120.0 . . ?
C3A C2A Se1 120.0(4) . . ?
C7A C2A Se1 120.0(4) . . ?
C4A C3A C2A 120.0 . . ?
C4A C3A H3AA 120.0 . . ?
C2A C3A H3AA 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A H4AA 120.0 . . ?
C3A C4A H4AA 120.0 . . ?
F5 C5A C4A 123.3(13) . . ?
F5 C5A C6A 116.7(13) . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5AA 120.0 . . ?
C6A C5A H5AA 120.0 . . ?
C5A C6A C7A 120.0 . . ?
C5A C6A H6AA 120.0 . . ?
C7A C6A H6AA 120.0 . . ?
C6A C7A C2A 120.0 . . ?
C6A C7A H7AA 120.0 . . ?
C2A C7A H7AA 120.0 . . ?
C2 C1B Se2 111.5(4) . . ?
C2 C1B H1BA 109.3 . . ?
Se2 C1B H1BA 109.3 . . ?
C2 C1B H1BB 109.3 . . ?
Se2 C1B H1BB 109.3 . . ?
H1BA C1B H1BB 108.0 . . ?
C3B C2B C7B 120.0 . . ?
C3B C2B Se2 118.6(3) . . ?
C7B C2B Se2 121.1(3) . . ?
C2B C3B C4B 120.0 . . ?
C2B C3B H3BA 120.0 . . ?
C4B C3B H3BA 120.0 . . ?
C5B C4B C3B 120.0 . . ?
C5B C4B H4BA 120.0 . . ?
C3B C4B H4BA 120.0 . . ?
F2 C5B C4B 119.2(6) . . ?
F2 C5B C6B 120.8(6) . . ?
C4B C5B C6B 120.0 . . ?
C4B C5B H5BA 120.0 . . ?
C6B C5B H5BA 120.0 . . ?
C7B C6B C5B 120.0 . . ?
C7B C6B H6BA 120.0 . . ?
C5B C6B H6BA 120.0 . . ?
C6B C7B C2B 120.0 . . ?
C6B C7B H7BA 120.0 . . ?
C2B C7B H7BA 120.0 . . ?
C3 C1C Se3 110.9(5) . . ?
C3 C1C H1CA 109.5 . . ?
Se3 C1C H1CA 109.5 . . ?
C3 C1C H1CB 109.5 . . ?
Se3 C1C H1CB 109.5 . . ?
H1CA C1C H1CB 108.0 . . ?
C3C C2C C7C 120.0 . . ?
C3C C2C Se3 117.8(4) . . ?
C7C C2C Se3 122.2(4) . . ?
C2C C3C C4C 120.0 . . ?
C2C C3C H3CA 120.0 . . ?
C4C C3C H3CA 120.0 . . ?
C3C C4C C5C 120.0 . . ?
C3C C4C H4CA 120.0 . . ?
C5C C4C H4CA 120.0 . . ?
F3 C5C C4C 121(2) . . ?
F3 C5C C6C 119(2) . . ?
C4C C5C C6C 120.0 . . ?
C4C C5C H5CA 120.0 . . ?
C6C C5C H5CA 120.0 . . ?
C7C C6C C5C 120.0 . . ?
C7C C6C H6CA 120.0 . . ?
C5C C6C H6CA 120.0 . . ?
C6C C7C C2C 120.0 . . ?
C6C C7C H7CA 120.0 . . ?
C2C C7C H7CA 120.0 . . ?
C4 C1D Se4 109.7(5) . . ?
C4 C1D H1DA 109.7 . . ?
Se4 C1D H1DA 109.7 . . ?
C4 C1D H1DB 109.7 . . ?
Se4 C1D H1DB 109.7 . . ?
H1DA C1D H1DB 108.2 . . ?
C3D C2D C7D 120.0 . . ?
C3D C2D Se4 118.7(3) . . ?
C7D C2D Se4 121.2(3) . . ?
C4D C3D C2D 120.0 . . ?
C4D C3D H3DA 120.0 . . ?
C2D C3D H3DA 120.0 . . ?
C5D C4D C3D 120.0 . . ?
C5D C4D H4DA 120.0 . . ?
C3D C4D H4DA 120.0 . . ?
F4 C5D C4D 119.4(6) . . ?
F4 C5D C6D 120.5(6) . . ?
C4D C5D C6D 120.0 . . ?
C4D C5D H5DA 120.0 . . ?
C6D C5D H5DA 120.0 . . ?
C5D C6D C7D 120.0 . . ?
C5D C6D H6DA 120.0 . . ?
C7D C6D H6DA 120.0 . . ?
C6D C7D C2D 120.0 . . ?
C6D C7D H7DA 120.0 . . ?
C2D C7D H7DA 120.0 . . ?
C5 C1E Se5 106.9(5) . . ?
C5 C1E H1EA 110.3 . . ?
Se5 C1E H1EA 110.3 . . ?
C5 C1E H1EB 110.3 . . ?
Se5 C1E H1EB 110.3 . . ?
H1EA C1E H1EB 108.6 . . ?
C3E C2E C7E 120.0 . . ?
C3E C2E Se5 123.5(4) . . ?
C7E C2E Se5 116.5(4) . . ?
C4E C3E C2E 120.0 . . ?
C4E C3E H3EA 120.0 . . ?
C2E C3E H3EA 120.0 . . ?
C3E C4E C5E 120.0 . . ?
C3E C4E H4EA 120.0 . . ?
C5E C4E H4EA 120.0 . . ?
F1 C5E C6E 120.9(15) . . ?
F1 C5E C4E 119.1(15) . . ?
C6E C5E C4E 120.0 . . ?
C6E C5E H5EA 120.0 . . ?
C4E C5E H5EA 120.0 . . ?
C5E C6E C7E 120.0 . . ?
C5E C6E H6EA 120.0 . . ?
C7E C6E H6EA 120.0 . . ?
C6E C7E C2E 120.0 . . ?
C6E C7E H7EA 120.0 . . ?
C2E C7E H7EA 120.0 . . ?
C6 C1F Se6 112.3(4) . . ?
C6 C1F H1FA 109.1 . . ?
Se6 C1F H1FA 109.1 . . ?
C6 C1F H1FB 109.1 . . ?
Se6 C1F H1FB 109.1 . . ?
H1FA C1F H1FB 107.9 . . ?
C3F C2F C7F 120.0 . . ?
C3F C2F Se6 116.8(4) . . ?
C7F C2F Se6 123.1(4) . . ?
C2F C3F C4F 120.0 . . ?
C2F C3F H3FA 120.0 . . ?
C4F C3F H3FA 120.0 . . ?
C5F C4F C3F 120.0 . . ?
C5F C4F H4FA 120.0 . . ?
C3F C4F H4FA 120.0 . . ?
F6 C5F C4F 121.0(6) . . ?
F6 C5F C6F 119.0(6) . . ?
C4F C5F C6F 120.0 . . ?
C4F C5F H5FA 120.0 . . ?
C6F C5F H5FA 120.0 . . ?
C5F C6F C7F 120.0 . . ?
C5F C6F H6FA 120.0 . . ?
C7F C6F H6FA 120.0 . . ?
C6F C7F C2F 120.0 . . ?
C6F C7F H7FA 120.0 . . ?
C2F C7F H7FA 120.0 . . ?

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
C6 C1 C2 C3 0.0 . . . . ?
C1A C1 C2 C3 -176.8(5) . . . . ?
C6 C1 C2 C1B -175.3(5) . . . . ?
C1A C1 C2 C1B 7.9(6) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C1B C2 C3 C4 175.4(5) . . . . ?
C1 C2 C3 C1C 176.8(6) . . . . ?
C1B C2 C3 C1C -7.8(6) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C1C C3 C4 C5 -176.8(6) . . . . ?
C2 C3 C4 C1D -174.1(6) . . . . ?
C1C C3 C4 C1D 9.1(6) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C1D C4 C5 C6 174.1(6) . . . . ?
C3 C4 C5 C1E 177.9(5) . . . . ?
C1D C4 C5 C1E -8.0(6) . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C1E C5 C6 C1 -177.9(5) . . . . ?
C4 C5 C6 C1F -180.0(5) . . . . ?
C1E C5 C6 C1F 2.1(6) . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
C1A C1 C6 C5 176.7(6) . . . . ?
C2 C1 C6 C1F 180.0(6) . . . . ?
C1A C1 C6 C1F -3.4(6) . . . . ?
C2 C1 C1A Se1 -91.7(5) . . . . ?
C6 C1 C1A Se1 91.6(5) . . . . ?
C1A Se1 C2A C3A 112.2(4) . . . . ?
C1A Se1 C2A C7A -69.6(4) . . . . ?
C7A C2A C3A C4A 0.0 . . . . ?
Se1 C2A C3A C4A 178.2(4) . . . . ?
C2A C3A C4A C5A 0.0 . . . . ?
C3A C4A C5A F5 180.0 . . . . ?
C3A C4A C5A C6A 0.0 . . . . ?
F5 C5A C6A C7A 180.0 . . . . ?
C4A C5A C6A C7A 0.0 . . . . ?
C5A C6A C7A C2A 0.0 . . . . ?
C3A C2A C7A C6A 0.0 . . . . ?
Se1 C2A C7A C6A -178.2(4) . . . . ?
C1 C2 C1B Se2 -92.2(5) . . . . ?
C3 C2 C1B Se2 92.5(5) . . . . ?
C7B C2B C3B C4B 0.0 . . . . ?
Se2 C2B C3B C4B -173.8(4) . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
C3B C4B C5B F2 178.9(7) . . . . ?
C3B C4B C5B C6B 0.0 . . . . ?
F2 C5B C6B C7B -178.9(7) . . . . ?
C4B C5B C6B C7B 0.0 . . . . ?
C5B C6B C7B C2B 0.0 . . . . ?
C3B C2B C7B C6B 0.0 . . . . ?
Se2 C2B C7B C6B 173.6(4) . . . . ?
C4 C3 C1C Se3 -94.7(5) . . . . ?
C2 C3 C1C Se3 88.4(5) . . . . ?
C1C Se3 C2C C3C 148.5(4) . . . . ?
C1C Se3 C2C C7C -33.0(4) . . . . ?
C7C C2C C3C C4C 0.0 . . . . ?
Se3 C2C C3C C4C 178.5(4) . . . . ?
C2C C3C C4C C5C 0.0 . . . . ?
C3C C4C C5C F3 174.2(18) . . . . ?
C3C C4C C5C C6C 0.0 . . . . ?
F3 C5C C6C C7C -174.3(17) . . . . ?
C4C C5C C6C C7C 0.0 . . . . ?
C5C C6C C7C C2C 0.0 . . . . ?
C3C C2C C7C C6C 0.0 . . . . ?
Se3 C2C C7C C6C -178.5(4) . . . . ?
C3 C4 C1D Se4 -93.9(5) . . . . ?
C5 C4 C1D Se4 92.0(5) . . . . ?
C1D Se4 C2D C3D -121.4(4) . . . . ?
C1D Se4 C2D C7D 61.0(4) . . . . ?
C7D C2D C3D C4D 0.0 . . . . ?
Se4 C2D C3D C4D -177.7(4) . . . . ?
C2D C3D C4D C5D 0.0 . . . . ?
C3D C4D C5D F4 179.2(8) . . . . ?
C3D C4D C5D C6D 0.0 . . . . ?
F4 C5D C6D C7D -179.2(8) . . . . ?
C4D C5D C6D C7D 0.0 . . . . ?
C5D C6D C7D C2D 0.0 . . . . ?
C3D C2D C7D C6D 0.0 . . . . ?
Se4 C2D C7D C6D 177.6(4) . . . . ?
C6 C5 C1E Se5 -91.6(5) . . . . ?
C4 C5 C1E Se5 90.5(5) . . . . ?
C1E Se5 C2E C3E 20.5(4) . . . . ?
C1E Se5 C2E C7E -160.8(4) . . . . ?
C7E C2E C3E C4E 0.0 . . . . ?
Se5 C2E C3E C4E 178.6(4) . . . . ?
C2E C3E C4E C5E 0.0 . . . . ?
C3E C4E C5E F1 -179.9(16) . . . . ?
C3E C4E C5E C6E 0.0 . . . . ?
F1 C5E C6E C7E 179.9(16) . . . . ?
C4E C5E C6E C7E 0.0 . . . . ?
C5E C6E C7E C2E 0.0 . . . . ?
C3E C2E C7E C6E 0.0 . . . . ?
Se5 C2E C7E C6E -178.7(4) . . . . ?
C5 C6 C1F Se6 -88.9(5) . . . . ?
C1 C6 C1F Se6 91.1(5) . . . . ?
C2F Se6 C1F C6 -168.9(4) . . . . ?
C7F C2F C3F C4F 0.0 . . . . ?
Se6 C2F C3F C4F -177.7(4) . . . . ?
C2F C3F C4F C5F 0.0 . . . . ?
C3F C4F C5F F6 178.7(7) . . . . ?
C3F C4F C5F C6F 0.0 . . . . ?
F6 C5F C6F C7F -178.8(7) . . . . ?
C4F C5F C6F C7F 0.0 . . . . ?
C5F C6F C7F C2F 0.0 . . . . ?
C3F C2F C7F C6F 0.0 . . . . ?
Se6 C2F C7F C6F 177.5(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1A H1AA Se6 0.97 3.06 3.781(7) 132.1 . yes
C1A H1AA F5 0.97 2.39 3.33(2) 163.0 2_566 yes
C1A H1AB Se2 0.97 2.97 3.730(7) 135.9 . yes
C1B H1BA Se3 0.97 2.88 3.652(7) 137.1 . yes
C1B H1BB Se1 0.97 2.94 3.691(7) 135.0 . yes
C1C H1CA Se2 0.97 3.00 3.745(9) 134.9 . yes
C1C H1CB Se4 0.97 3.02 3.761(8) 134.0 . yes
C1D H1DA Se5 0.97 2.92 3.654(8) 133.6 . yes
C1D H1DB Se3 0.97 3.06 3.803(7) 134.5 . yes
C6D H6DA Se3 0.93 3.14 3.914(6) 141.4 2_655 yes
C1E H1EA Se4 0.97 2.98 3.721(8) 133.8 . yes
C1E H1EB Se6 0.97 2.96 3.693(8) 133.4 . yes
C3E H3EA F2 0.93 2.60 3.435(10) 150.5 1_554 yes
C6E H6EA F1 0.93 2.33 3.21(2) 158.5 2_554 yes
C1F H1FA Se1 0.97 3.08 3.803(7) 132.2 . yes
C1F H1FB Se5 0.97 3.01 3.731(7) 131.9 . yes

_refine_diff_density_max         0.751
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.108

