# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

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

data_TPE
_database_code_depnum_ccdc_archive 'CCDC 1837773'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.
2018-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20'
_chemical_formula_weight         332.42

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   9.8250(2)
_cell_length_b                   9.4992(2)
_cell_length_c                   10.7097(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.106(2)
_cell_angle_gamma                90
_cell_volume                     955.32(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3292
_cell_measurement_theta_min      4.3360
_cell_measurement_theta_max      73.8840

_exptl_crystal_description       rod-like
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.492
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95985
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5274
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.319
_diffrn_reflns_theta_max         74.141
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3191
_reflns_number_gt                3014
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.884
_reflns_Friedel_fraction_max     0.965
_reflns_Friedel_fraction_full    0.999

_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          
;
 Refined as a 2-component perfect 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)+(0.0558P)²+0.3131P] 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     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0110(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3191
_refine_ls_number_parameters     236
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1344
_refine_ls_wR_factor_gt          0.1317
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.235
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001

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
C9 C 0.4880(3) 0.5644(4) 0.2237(3) 0.0498(7) Uani 1 1 d . . . . .
C2 C 0.3866(3) 0.5323(3) 0.3000(3) 0.0489(7) Uani 1 1 d . . . . .
C1 C 0.2494(3) 0.4974(3) 0.2409(3) 0.0487(7) Uani 1 1 d . . . . .
C10 C 0.5634(4) 0.6895(4) 0.2420(3) 0.0592(9) Uani 1 1 d . . . . .
H10 H 0.552211 0.753755 0.303802 0.071 Uiso 1 1 calc R U . . .
C15 C 0.1828(3) 0.5105(4) 0.0969(3) 0.0515(8) Uani 1 1 d . . . . .
C21 C 0.1543(3) 0.4406(3) 0.3151(3) 0.0497(7) Uani 1 1 d . . . . .
C26 C 0.1990(4) 0.3316(4) 0.4040(4) 0.0626(9) Uani 1 1 d . . . . .
H26 H 0.289577 0.293653 0.418920 0.075 Uiso 1 1 calc R U . . .
C14 C 0.5098(4) 0.4680(4) 0.1337(3) 0.0554(8) Uani 1 1 d . . . . .
H14 H 0.461487 0.382550 0.121358 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4514(4) 0.5391(4) 0.4448(3) 0.0576(8) Uani 1 1 d . . . . .
C20 C 0.0983(4) 0.4035(4) 0.0270(4) 0.0625(9) Uani 1 1 d . . . . .
H20 H 0.082144 0.323527 0.070671 0.075 Uiso 1 1 calc R U . . .
C23 C -0.0721(4) 0.4411(5) 0.3609(4) 0.0678(10) Uani 1 1 d . . . . .
H23 H -0.163158 0.477950 0.346200 0.081 Uiso 1 1 calc R U . . .
C11 C 0.6555(4) 0.7203(5) 0.1692(4) 0.0692(11) Uani 1 1 d . . . . .
H11 H 0.703845 0.805727 0.180873 0.083 Uiso 1 1 calc R U . . .
C16 C 0.2009(4) 0.6309(5) 0.0285(4) 0.0661(9) Uani 1 1 d . . . . .
H16 H 0.254627 0.705480 0.073775 0.079 Uiso 1 1 calc R U . . .
C22 C 0.0170(3) 0.4931(4) 0.2940(3) 0.0586(8) Uani 1 1 d . . . . .
H22 H -0.015088 0.564859 0.233326 0.070 Uiso 1 1 calc R U . . .
C12 C 0.6753(4) 0.6253(6) 0.0804(4) 0.0737(12) Uani 1 1 d . . . . .
H12 H 0.737356 0.645979 0.032028 0.088 Uiso 1 1 calc R U . . .
C8 C 0.5851(5) 0.4807(6) 0.5013(4) 0.0821(10) Uani 1 1 d . U . . .
H8 H 0.632082 0.436563 0.448292 0.098 Uiso 1 1 calc R U . . .
C24 C -0.0254(5) 0.3348(6) 0.4493(4) 0.0761(12) Uani 1 1 d . . . . .
H24 H -0.084749 0.299624 0.495400 0.091 Uiso 1 1 calc R U . . .
C18 C 0.0593(5) 0.5316(6) -0.1727(4) 0.0817(13) Uani 1 1 d . . . . .
H18 H 0.019359 0.537516 -0.262791 0.098 Uiso 1 1 calc R U . . .
C13 C 0.6033(4) 0.4985(5) 0.0625(4) 0.0700(10) Uani 1 1 d . . . . .
H13 H 0.617519 0.433587 0.002515 0.084 Uiso 1 1 calc R U . . .
C25 C 0.1088(5) 0.2798(5) 0.4702(4) 0.0771(12) Uani 1 1 d . . . . .
H25 H 0.139180 0.206724 0.529750 0.093 Uiso 1 1 calc R U . . .
C4 C 0.3841(6) 0.6055(6) 0.5248(4) 0.0875(14) Uani 1 1 d . . . . .
H4 H 0.294958 0.646386 0.489813 0.105 Uiso 1 1 calc R U . . .
C17 C 0.1408(5) 0.6413(6) -0.1049(4) 0.0798(13) Uani 1 1 d . . . . .
H17 H 0.154949 0.721781 -0.148975 0.096 Uiso 1 1 calc R U . . .
C19 C 0.0377(4) 0.4134(5) -0.1064(4) 0.0769(12) Uani 1 1 d . . . . .
H19 H -0.018046 0.340021 -0.151747 0.092 Uiso 1 1 calc R U . . .
C5 C 0.4525(7) 0.6107(7) 0.6608(5) 0.1040(16) Uani 1 1 d . U . . .
H5 H 0.408157 0.654041 0.716318 0.125 Uiso 1 1 calc R U . . .
C7 C 0.6496(5) 0.4870(6) 0.6343(4) 0.0867(10) Uani 1 1 d . U . . .
H7 H 0.738555 0.446713 0.671856 0.104 Uiso 1 1 calc R U . . .
C6 C 0.5791(7) 0.5537(7) 0.7082(6) 0.1084(17) Uani 1 1 d . U . . .
H6 H 0.622800 0.559574 0.797786 0.130 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
C9 C10 1.383(5) . ?
C9 C14 1.391(5) . ?
C9 C2 1.494(4) . ?
C2 C1 1.352(4) . ?
C2 C3 1.495(4) . ?
C1 C15 1.492(4) . ?
C1 C21 1.494(4) . ?
C10 C11 1.389(5) . ?
C10 H10 0.9300 . ?
C15 C20 1.385(5) . ?
C15 C16 1.398(5) . ?
C21 C26 1.388(5) . ?
C21 C22 1.393(5) . ?
C26 C25 1.378(5) . ?
C26 H26 0.9300 . ?
C14 C13 1.386(5) . ?
C14 H14 0.9300 . ?
C3 C4 1.380(6) . ?
C3 C8 1.390(6) . ?
C20 C19 1.380(5) . ?
C20 H20 0.9300 . ?
C23 C24 1.368(6) . ?
C23 C22 1.376(5) . ?
C23 H23 0.9300 . ?
C11 C12 1.365(6) . ?
C11 H11 0.9300 . ?
C16 C17 1.379(5) . ?
C16 H16 0.9300 . ?
C22 H22 0.9300 . ?
C12 C13 1.381(7) . ?
C12 H12 0.9300 . ?
C8 C7 1.380(6) . ?
C8 H8 0.9300 . ?
C24 C25 1.374(6) . ?
C24 H24 0.9300 . ?
C18 C19 1.378(7) . ?
C18 C17 1.383(7) . ?
C18 H18 0.9300 . ?
C13 H13 0.9300 . ?
C25 H25 0.9300 . ?
C4 C5 1.414(7) . ?
C4 H4 0.9300 . ?
C17 H17 0.9300 . ?
C19 H19 0.9300 . ?
C5 C6 1.314(9) . ?
C5 H5 0.9300 . ?
C7 C6 1.353(8) . ?
C7 H7 0.9300 . ?
C6 H6 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
C10 C9 C14 118.6(3) . . ?
C10 C9 C2 120.9(3) . . ?
C14 C9 C2 120.5(3) . . ?
C1 C2 C9 121.9(3) . . ?
C1 C2 C3 123.9(3) . . ?
C9 C2 C3 114.2(3) . . ?
C2 C1 C15 122.5(3) . . ?
C2 C1 C21 122.2(3) . . ?
C15 C1 C21 115.3(3) . . ?
C9 C10 C11 120.7(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C20 C15 C16 117.7(3) . . ?
C20 C15 C1 120.5(3) . . ?
C16 C15 C1 121.7(3) . . ?
C26 C21 C22 118.3(3) . . ?
C26 C21 C1 120.9(3) . . ?
C22 C21 C1 120.8(3) . . ?
C25 C26 C21 119.9(4) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C13 C14 C9 120.4(4) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
C4 C3 C8 118.5(4) . . ?
C4 C3 C2 121.9(4) . . ?
C8 C3 C2 119.6(3) . . ?
C15 C20 C19 121.2(4) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C24 C23 C22 119.4(4) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C12 C11 C10 120.1(4) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C17 C16 C15 121.3(4) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C23 C22 C21 121.4(4) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C11 C12 C13 120.1(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C7 C8 C3 121.4(5) . . ?
C7 C8 H8 119.3 . . ?
C3 C8 H8 119.3 . . ?
C23 C24 C25 120.3(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C12 C13 C14 120.0(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C24 C25 C26 120.7(4) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C16 C17 C18 119.7(4) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C18 C19 C20 120.3(4) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C6 C5 C4 119.5(6) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C6 C7 C8 117.8(5) . . ?
C6 C7 H7 121.1 . . ?
C8 C7 H7 121.1 . . ?
C5 C6 C7 123.8(5) . . ?
C5 C6 H6 118.1 . . ?
C7 C6 H6 118.1 . . ?

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.033



####################################################################### 
# 
# 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_4i-tpe-thf2_sq
_database_code_depnum_ccdc_archive 'CCDC 1837775'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.
2018-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 I4'
_chemical_formula_weight         835.99

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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

_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+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.8155(2)
_cell_length_b                   15.6764(2)
_cell_length_c                   22.6588(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3486.55(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    28.125
_shelx_estimated_absorpt_T_min   0.071
_shelx_estimated_absorpt_T_max   0.094
_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      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11740
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.816
_diffrn_reflns_theta_max         73.187
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_point_group_measured_fraction_full 0.933
_reflns_number_total             6267
_reflns_number_gt                5633
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.635
_reflns_Friedel_fraction_max     0.794
_reflns_Friedel_fraction_full    0.847

_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)+(0.1310P)²+4.4113P] 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 
;
 Flack x determined using 1982 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.010(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6267
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1914
_refine_ls_wR_factor_gt          0.1867
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001

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
I2 I 0.72164(11) 0.06686(7) 0.64153(4) 0.0774(3) Uani 1 1 d . . . . .
I1 I 0.80702(12) 0.20623(7) 0.18029(4) 0.0800(3) Uani 1 1 d . . . . .
I3 I 0.47524(17) 0.53858(9) 0.70808(5) 0.1016(5) Uani 1 1 d . . . . .
I4 I 0.74228(15) 0.73958(8) 0.27120(7) 0.1076(5) Uani 1 1 d . . . . .
C21 C 0.6843(12) 0.5005(7) 0.4064(5) 0.047(2) Uani 1 1 d . . . . .
C6 C 0.7774(14) 0.2552(7) 0.2660(5) 0.055(3) Uani 1 1 d . . . . .
C1 C 0.6695(11) 0.4316(7) 0.4503(5) 0.047(2) Uani 1 1 d . . . . .
C3 C 0.7316(11) 0.3170(6) 0.3776(5) 0.045(2) Uani 1 1 d . . . . .
C10 C 0.6486(12) 0.2031(8) 0.4794(6) 0.055(3) Uani 1 1 d . . . . .
H10 H 0.603859 0.191020 0.444154 0.066 Uiso 1 1 calc R U . . .
C12 C 0.7185(13) 0.1585(7) 0.5742(5) 0.053(2) Uani 1 1 d . . . . .
C9 C 0.7093(11) 0.2827(6) 0.4863(5) 0.046(2) Uani 1 1 d . . . . .
C4 C 0.6359(13) 0.3299(8) 0.3342(5) 0.054(3) Uani 1 1 d . . . . .
H4 H 0.556150 0.359703 0.342373 0.065 Uiso 1 1 calc R U . . .
C5 C 0.6598(14) 0.2978(8) 0.2780(5) 0.058(3) Uani 1 1 d . . . . .
H5 H 0.595170 0.305451 0.248464 0.069 Uiso 1 1 calc R U . . .
C15 C 0.6169(13) 0.4588(7) 0.5096(5) 0.052(2) Uani 1 1 d . . . . .
C7 C 0.8735(14) 0.2434(8) 0.3086(6) 0.061(3) Uani 1 1 d . . . . .
H7 H 0.953957 0.214677 0.300051 0.073 Uiso 1 1 calc R U . . .
C8 C 0.8503(12) 0.2743(7) 0.3643(5) 0.051(2) Uani 1 1 d . . . . .
H8 H 0.915587 0.266228 0.393569 0.061 Uiso 1 1 calc R U . . .
C11 C 0.6522(13) 0.1435(7) 0.5213(6) 0.056(3) Uani 1 1 d . . . . .
H11 H 0.609703 0.091328 0.515009 0.067 Uiso 1 1 calc R U . . .
C22 C 0.5781(13) 0.5574(8) 0.3959(7) 0.062(3) Uani 1 1 d . . . . .
H22 H 0.495358 0.549517 0.415139 0.074 Uiso 1 1 calc R U . . .
C24 C 0.7153(16) 0.6362(9) 0.3297(7) 0.070(4) Uani 1 1 d . . . . .
C14 C 0.7782(13) 0.2954(7) 0.5389(5) 0.055(2) Uani 1 1 d . . . . .
H14 H 0.821642 0.347453 0.544736 0.066 Uiso 1 1 calc R U . . .
C26 C 0.8042(14) 0.5120(8) 0.3776(7) 0.065(3) Uani 1 1 d . . . . .
H26 H 0.875120 0.473646 0.383524 0.078 Uiso 1 1 calc R U . . .
C13 C 0.7857(14) 0.2360(8) 0.5824(5) 0.058(3) Uani 1 1 d . . . . .
H13 H 0.834529 0.246664 0.616786 0.069 Uiso 1 1 calc R U . . .
C2 C 0.7033(12) 0.3498(6) 0.4389(5) 0.047(2) Uani 1 1 d . . . . .
C23 C 0.5926(14) 0.6253(8) 0.3576(7) 0.067(3) Uani 1 1 d . . . . .
H23 H 0.520788 0.662755 0.350835 0.080 Uiso 1 1 calc R U . . .
C18 C 0.5300(16) 0.5056(9) 0.6213(6) 0.066(3) Uani 1 1 d . . . . .
C17 C 0.4676(15) 0.4389(8) 0.5919(7) 0.066(3) Uani 1 1 d . . . . .
H17 H 0.396438 0.409561 0.609885 0.079 Uiso 1 1 calc R U . . .
C16 C 0.5086(15) 0.4165(7) 0.5381(6) 0.061(3) Uani 1 1 d . . . . .
H16 H 0.464710 0.371885 0.518843 0.073 Uiso 1 1 calc R U . . .
C25 C 0.8227(16) 0.5819(8) 0.3384(7) 0.067(4) Uani 1 1 d . . . . .
H25 H 0.905348 0.590505 0.319206 0.081 Uiso 1 1 calc R U . . .
C20 C 0.6707(17) 0.5276(8) 0.5375(6) 0.068(4) Uani 1 1 d . . . . .
H20 H 0.738394 0.558694 0.518445 0.082 Uiso 1 1 calc R U . . .
C19 C 0.6295(19) 0.5534(10) 0.5925(7) 0.076(4) Uani 1 1 d . . . . .
H19 H 0.666973 0.601542 0.610116 0.091 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
I2 C12 2.095(11) . ?
I1 C6 2.108(11) . ?
I3 C18 2.103(12) . ?
I4 C24 2.110(12) . ?
C21 C26 1.358(17) . ?
C21 C22 1.393(18) . ?
C21 C1 1.476(15) . ?
C6 C5 1.361(19) . ?
C6 C7 1.364(19) . ?
C1 C2 1.349(15) . ?
C1 C15 1.502(15) . ?
C3 C8 1.377(16) . ?
C3 C4 1.375(16) . ?
C3 C2 1.508(15) . ?
C10 C11 1.334(17) . ?
C10 C9 1.392(15) . ?
C10 H10 0.9300 . ?
C12 C11 1.383(18) . ?
C12 C13 1.395(18) . ?
C9 C14 1.384(16) . ?
C9 C2 1.504(14) . ?
C4 C5 1.389(18) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C15 C20 1.357(17) . ?
C15 C16 1.410(17) . ?
C7 C8 1.371(18) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C22 C23 1.381(19) . ?
C22 H22 0.9300 . ?
C24 C25 1.37(2) . ?
C24 C23 1.37(2) . ?
C14 C13 1.359(17) . ?
C14 H14 0.9300 . ?
C26 C25 1.422(17) . ?
C26 H26 0.9300 . ?
C13 H13 0.9300 . ?
C23 H23 0.9300 . ?
C18 C17 1.38(2) . ?
C18 C19 1.39(2) . ?
C17 C16 1.332(19) . ?
C17 H17 0.9300 . ?
C16 H16 0.9300 . ?
C25 H25 0.9300 . ?
C20 C19 1.37(2) . ?
C20 H20 0.9300 . ?
C19 H19 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
C26 C21 C22 118.8(11) . . ?
C26 C21 C1 120.4(10) . . ?
C22 C21 C1 120.7(10) . . ?
C5 C6 C7 120.7(11) . . ?
C5 C6 I1 118.7(9) . . ?
C7 C6 I1 120.6(9) . . ?
C2 C1 C21 122.9(10) . . ?
C2 C1 C15 121.7(10) . . ?
C21 C1 C15 115.4(9) . . ?
C8 C3 C4 119.6(11) . . ?
C8 C3 C2 121.6(10) . . ?
C4 C3 C2 118.8(10) . . ?
C11 C10 C9 122.4(11) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C11 C12 C13 119.0(11) . . ?
C11 C12 I2 121.4(9) . . ?
C13 C12 I2 119.5(9) . . ?
C14 C9 C10 115.8(10) . . ?
C14 C9 C2 122.2(10) . . ?
C10 C9 C2 122.0(10) . . ?
C3 C4 C5 119.1(11) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 120.3(11) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C20 C15 C16 117.0(11) . . ?
C20 C15 C1 120.6(11) . . ?
C16 C15 C1 122.4(11) . . ?
C6 C7 C8 119.4(12) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C8 C3 120.9(11) . . ?
C7 C8 H8 119.6 . . ?
C3 C8 H8 119.6 . . ?
C10 C11 C12 120.8(11) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C23 C22 C21 121.6(12) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C25 C24 C23 122.2(12) . . ?
C25 C24 I4 118.1(10) . . ?
C23 C24 I4 119.7(11) . . ?
C13 C14 C9 123.6(11) . . ?
C13 C14 H14 118.2 . . ?
C9 C14 H14 118.2 . . ?
C21 C26 C25 120.9(12) . . ?
C21 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C14 C13 C12 118.4(11) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C1 C2 C9 122.5(10) . . ?
C1 C2 C3 123.1(10) . . ?
C9 C2 C3 114.3(8) . . ?
C24 C23 C22 118.5(13) . . ?
C24 C23 H23 120.8 . . ?
C22 C23 H23 120.8 . . ?
C17 C18 C19 119.5(12) . . ?
C17 C18 I3 121.5(11) . . ?
C19 C18 I3 119.0(10) . . ?
C16 C17 C18 120.4(13) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C16 C15 121.6(12) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C24 C25 C26 118.0(12) . . ?
C24 C25 H25 121.0 . . ?
C26 C25 H25 121.0 . . ?
C15 C20 C19 122.8(13) . . ?
C15 C20 H20 118.6 . . ?
C19 C20 H20 118.6 . . ?
C20 C19 C18 118.3(13) . . ?
C20 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?

_refine_diff_density_max         2.131
_refine_diff_density_min         -1.809
_refine_diff_density_rms         0.231



####################################################################### 
# 
# 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_4-br-tpe-thf_sq
_database_code_depnum_ccdc_archive 'CCDC 1837774'
_audit_update_record             
;
2018-04-17 deposited with the CCDC.
2018-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 Br4'
_chemical_formula_weight         648.03

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

_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+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.6034(2)
_cell_length_b                   15.4711(2)
_cell_length_c                   22.0743(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3279.69(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    6.043
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10208
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.489
_diffrn_reflns_theta_max         73.420
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_point_group_measured_fraction_full 0.892
_reflns_number_total             5646
_reflns_number_gt                5069
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.560
_reflns_Friedel_fraction_max     0.702
_reflns_Friedel_fraction_full    0.755

_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       ?
_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)+(0.0415P)²+0.7261P] 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 
;
 Flack x determined using 1680 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5646
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0917
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_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
Br2 Br 0.72063(8) 0.07192(5) 0.35781(3) 0.1010(2) Uani 1 1 d . . . . .
Br1 Br 0.80764(9) 0.20581(5) 0.81427(3) 0.1072(2) Uani 1 1 d . . . . .
Br4 Br 0.74620(9) 0.73615(5) 0.72461(4) 0.1262(3) Uani 1 1 d . . . . .
Br3 Br 0.47028(11) 0.54837(6) 0.29441(3) 0.1287(3) Uani 1 1 d . . . . .
C3 C 0.6855(5) 0.5022(3) 0.5932(2) 0.0622(10) Uani 1 1 d . . . . .
C9 C 0.7317(4) 0.3174(2) 0.62049(18) 0.0543(8) Uani 1 1 d . . . . .
C2 C 0.6689(4) 0.4324(3) 0.5474(2) 0.0592(9) Uani 1 1 d . . . . .
C1 C 0.7025(5) 0.3491(3) 0.55795(19) 0.0583(9) Uani 1 1 d . . . . .
C21 C 0.6158(5) 0.4622(3) 0.4870(2) 0.0618(10) Uani 1 1 d . . . . .
C14 C 0.8548(5) 0.2745(3) 0.6351(2) 0.0662(11) Uani 1 1 d . . . . .
H14 H 0.922023 0.267402 0.605210 0.079 Uiso 1 1 calc R U . . .
C15 C 0.7084(4) 0.2817(2) 0.51049(19) 0.0580(9) Uani 1 1 d . . . . .
C13 C 0.8804(5) 0.2425(3) 0.6920(2) 0.0743(12) Uani 1 1 d . . . . .
H13 H 0.964268 0.215443 0.701070 0.089 Uiso 1 1 calc R U . . .
C16 C 0.6496(5) 0.2003(3) 0.5188(2) 0.0634(10) Uani 1 1 d . . . . .
H16 H 0.607314 0.187332 0.555651 0.076 Uiso 1 1 calc R U . . .
C4 C 0.5783(5) 0.5614(3) 0.6035(2) 0.0753(12) Uani 1 1 d . . . . .
H4 H 0.494408 0.555068 0.582942 0.090 Uiso 1 1 calc R U . . .
C11 C 0.6563(5) 0.2927(3) 0.7240(2) 0.0723(12) Uani 1 1 d . . . . .
H11 H 0.589282 0.298680 0.754148 0.087 Uiso 1 1 calc R U . . .
C10 C 0.6331(5) 0.3263(3) 0.6657(2) 0.0670(11) Uani 1 1 d . . . . .
H10 H 0.550092 0.354976 0.657385 0.080 Uiso 1 1 calc R U . . .
C12 C 0.7771(6) 0.2519(3) 0.7355(2) 0.0737(12) Uani 1 1 d . . . . .
C18 C 0.7182(5) 0.1559(3) 0.4204(2) 0.0659(11) Uani 1 1 d . . . . .
C6 C 0.7212(6) 0.6393(3) 0.6721(3) 0.0812(14) Uani 1 1 d . . . . .
C17 C 0.6524(5) 0.1391(3) 0.4743(2) 0.0697(11) Uani 1 1 d . . . . .
H17 H 0.609559 0.085958 0.480467 0.084 Uiso 1 1 calc R U . . .
C22 C 0.5070(5) 0.4210(3) 0.4584(2) 0.0707(12) Uani 1 1 d . . . . .
H22 H 0.464023 0.374352 0.477287 0.085 Uiso 1 1 calc R U . . .
C8 C 0.8091(5) 0.5145(3) 0.6234(3) 0.0744(12) Uani 1 1 d . . . . .
H8 H 0.882376 0.476359 0.616619 0.089 Uiso 1 1 calc R U . . .
C20 C 0.7764(5) 0.2969(3) 0.4553(2) 0.0653(10) Uani 1 1 d . . . . .
H20 H 0.818167 0.350339 0.448696 0.078 Uiso 1 1 calc R U . . .
C5 C 0.5941(6) 0.6285(4) 0.6434(3) 0.0833(14) Uani 1 1 d . . . . .
H5 H 0.520743 0.666254 0.650994 0.100 Uiso 1 1 calc R U . . .
C19 C 0.7829(5) 0.2352(3) 0.4107(2) 0.0709(11) Uani 1 1 d . . . . .
H19 H 0.829803 0.246139 0.374633 0.085 Uiso 1 1 calc R U . . .
C23 C 0.4599(6) 0.4478(3) 0.4014(2) 0.0801(13) Uani 1 1 d . . . . .
H23 H 0.383992 0.421286 0.383006 0.096 Uiso 1 1 calc R U . . .
C24 C 0.5288(6) 0.5143(4) 0.3735(2) 0.0818(14) Uani 1 1 d . . . . .
C7 C 0.8272(6) 0.5826(3) 0.6638(3) 0.0825(14) Uani 1 1 d . . . . .
H7 H 0.910658 0.589101 0.684660 0.099 Uiso 1 1 calc R U . . .
C26 C 0.6740(6) 0.5330(3) 0.4595(2) 0.0815(14) Uani 1 1 d . . . . .
H26 H 0.743484 0.563684 0.479450 0.098 Uiso 1 1 calc R U . . .
C25 C 0.6309(7) 0.5602(4) 0.4016(3) 0.0917(16) Uani 1 1 d . . . . .
H25 H 0.671005 0.608142 0.383108 0.110 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
Br2 C18 1.897(4) . ?
Br1 C12 1.902(5) . ?
Br4 C6 1.909(5) . ?
Br3 C24 1.909(5) . ?
C3 C8 1.374(6) . ?
C3 C4 1.397(6) . ?
C3 C2 1.488(6) . ?
C9 C10 1.382(6) . ?
C9 C14 1.393(6) . ?
C9 C1 1.492(6) . ?
C2 C1 1.348(6) . ?
C2 C21 1.500(6) . ?
C1 C15 1.480(6) . ?
C21 C26 1.371(7) . ?
C21 C22 1.378(6) . ?
C14 C13 1.372(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(6) . ?
C15 C20 1.402(6) . ?
C13 C12 1.389(7) . ?
C13 H13 0.9300 . ?
C16 C17 1.365(6) . ?
C16 H16 0.9300 . ?
C4 C5 1.369(7) . ?
C4 H4 0.9300 . ?
C11 C12 1.345(7) . ?
C11 C10 1.406(7) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C18 C17 1.373(7) . ?
C18 C19 1.391(7) . ?
C6 C7 1.357(8) . ?
C6 C5 1.386(8) . ?
C17 H17 0.9300 . ?
C22 C23 1.400(7) . ?
C22 H22 0.9300 . ?
C8 C7 1.391(7) . ?
C8 H8 0.9300 . ?
C20 C19 1.373(6) . ?
C20 H20 0.9300 . ?
C5 H5 0.9300 . ?
C19 H19 0.9300 . ?
C23 C24 1.369(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.360(8) . ?
C7 H7 0.9300 . ?
C26 C25 1.407(7) . ?
C26 H26 0.9300 . ?
C25 H25 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
C8 C3 C4 117.9(4) . . ?
C8 C3 C2 121.5(4) . . ?
C4 C3 C2 120.5(4) . . ?
C10 C9 C14 117.5(4) . . ?
C10 C9 C1 120.4(4) . . ?
C14 C9 C1 122.0(4) . . ?
C1 C2 C3 123.4(4) . . ?
C1 C2 C21 121.9(4) . . ?
C3 C2 C21 114.6(4) . . ?
C2 C1 C15 124.1(4) . . ?
C2 C1 C9 121.3(4) . . ?
C15 C1 C9 114.5(3) . . ?
C26 C21 C22 118.4(4) . . ?
C26 C21 C2 120.1(4) . . ?
C22 C21 C2 121.5(4) . . ?
C13 C14 C9 122.4(4) . . ?
C13 C14 H14 118.8 . . ?
C9 C14 H14 118.8 . . ?
C16 C15 C20 117.2(4) . . ?
C16 C15 C1 121.9(4) . . ?
C20 C15 C1 120.9(4) . . ?
C14 C13 C12 117.9(4) . . ?
C14 C13 H13 121.1 . . ?
C12 C13 H13 121.1 . . ?
C17 C16 C15 121.5(4) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C5 C4 C3 121.4(5) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C12 C11 C10 118.9(4) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C9 C10 C11 121.0(4) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C11 C12 C13 122.3(4) . . ?
C11 C12 Br1 118.8(4) . . ?
C13 C12 Br1 118.9(4) . . ?
C17 C18 C19 120.4(4) . . ?
C17 C18 Br2 120.5(4) . . ?
C19 C18 Br2 119.1(3) . . ?
C7 C6 C5 121.4(4) . . ?
C7 C6 Br4 119.7(4) . . ?
C5 C6 Br4 118.9(4) . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C21 C22 C23 121.3(5) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C3 C8 C7 121.6(4) . . ?
C3 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C19 C20 C15 121.8(4) . . ?
C19 C20 H20 119.1 . . ?
C15 C20 H20 119.1 . . ?
C4 C5 C6 118.9(5) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C20 C19 C18 118.9(4) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C24 C23 C22 118.1(5) . . ?
C24 C23 H23 121.0 . . ?
C22 C23 H23 121.0 . . ?
C25 C24 C23 122.4(5) . . ?
C25 C24 Br3 119.0(4) . . ?
C23 C24 Br3 118.4(4) . . ?
C6 C7 C8 118.9(5) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C21 C26 C25 121.4(5) . . ?
C21 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C24 C25 C26 118.0(5) . . ?
C24 C25 H25 121.0 . . ?
C26 C25 H25 121.0 . . ?

_refine_diff_density_max         0.480
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.040




