# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_gk_27-tbssbf_x6_cu1
_database_code_depnum_ccdc_archive 'CCDC 1995230'
loop_
_audit_author_name
_audit_author_address
'Daniel S. Jones'
;University of North Carolina at Charlotte
United States of America
;
_audit_update_record             
;
2020-04-06 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;


_audit_creation_date             2015-06-22T15:57:22-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        2,2?,7,7?-tetrabromo-9,9?-spriosilabifluorene
_chemical_formula_moiety         'C24 H12 Br4 Si, C7 H8'
_chemical_formula_sum            'C31 H20 Br4 Si'
_chemical_formula_weight         740.2
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1507(8)
_cell_length_b                   11.5156(6)
_cell_length_c                   11.6809(8)
_cell_angle_alpha                74.098(5)
_cell_angle_beta                 80.106(6)
_cell_angle_gamma                83.183(5)
_cell_volume                     1416.99(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    7296
_cell_measurement_theta_min      3.949
_cell_measurement_theta_max      66.994
_cell_measurement_wavelength     1.54184

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    7.476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.55373
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed X-ray tube'
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4419
_diffrn_orient_matrix_ub_11      -0.0899079
_diffrn_orient_matrix_ub_12      -0.0879713
_diffrn_orient_matrix_ub_13      0.0856541
_diffrn_orient_matrix_ub_21      0.0580781
_diffrn_orient_matrix_ub_22      -0.1011779
_diffrn_orient_matrix_ub_23      -0.0596624
_diffrn_orient_matrix_ub_31      0.0912406
_diffrn_orient_matrix_ub_32      -0.0385373
_diffrn_orient_matrix_ub_33      0.0912084
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_number            14024
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.98
_diffrn_reflns_theta_max         67.17
_diffrn_reflns_theta_full        67.17
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             5027
_reflns_number_gt                4666
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0560P)²+0.6076P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5027
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0877
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.83
_refine_diff_density_rms         0.123

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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'

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.31669(3) 0.56631(3) 0.64838(3) 0.02693(11) Uani 1 1 d . . .
Br4 Br 0.52998(3) -0.22106(3) 0.97824(3) 0.02227(10) Uani 1 1 d . . .
Br3 Br 1.06543(3) 0.42340(3) 0.29533(3) 0.02356(10) Uani 1 1 d . . .
Br1 Br 1.11223(3) 0.15597(4) 1.05634(3) 0.03116(11) Uani 1 1 d . . .
C6 C 0.7673(2) 0.3600(2) 0.8961(2) 0.0133(5) Uani 1 1 d . . .
C18 C 0.8280(2) 0.1264(3) 0.5612(2) 0.0126(5) Uani 1 1 d . . .
C2 C 0.9154(3) 0.3386(3) 1.0305(3) 0.0208(6) Uani 1 1 d . . .
H2 H 0.9469 0.3653 1.0887 0.025 Uiso 1 1 calc R . .
C19 C 0.7523(2) 0.0386(3) 0.6536(2) 0.0134(5) Uani 1 1 d . . .
C8 C 0.6298(2) 0.3605(2) 0.7536(2) 0.0137(5) Uani 1 1 d . . .
C10 C 0.4558(2) 0.5039(3) 0.7244(3) 0.0173(6) Uani 1 1 d . . .
C24 C 0.7335(2) -0.0769(3) 0.6465(3) 0.0150(5) Uani 1 1 d . . .
H24 H 0.7669 -0.1028 0.5763 0.018 Uiso 1 1 calc R . .
C4 C 0.9270(2) 0.1971(3) 0.9076(2) 0.0165(6) Uani 1 1 d . . .
H4 H 0.9656 0.1276 0.8839 0.02 Uiso 1 1 calc R . .
C23 C 0.6656(3) -0.1541(3) 0.7426(3) 0.0168(6) Uani 1 1 d . . .
H23 H 0.6528 -0.2329 0.7386 0.02 Uiso 1 1 calc R . .
C5 C 0.8260(2) 0.2583(3) 0.8585(2) 0.0138(5) Uani 1 1 d . . .
C9 C 0.5270(2) 0.4046(2) 0.6970(2) 0.0155(6) Uani 1 1 d . . .
H9 H 0.506 0.3674 0.6406 0.019 Uiso 1 1 calc R . .
C20 C 0.7007(2) 0.0775(2) 0.7575(2) 0.0135(5) Uani 1 1 d . . .
C17 C 0.8387(2) 0.2357(3) 0.5906(2) 0.0135(5) Uani 1 1 d . . .
C21 C 0.6330(2) 0.0003(3) 0.8526(2) 0.0144(5) Uani 1 1 d . . .
H21 H 0.598 0.0256 0.9227 0.017 Uiso 1 1 calc R . .
C3 C 0.9717(3) 0.2388(3) 0.9923(3) 0.0201(6) Uani 1 1 d . . .
C13 C 0.8895(2) 0.1081(3) 0.4520(3) 0.0162(6) Uani 1 1 d . . .
H13 H 0.883 0.035 0.4315 0.019 Uiso 1 1 calc R . .
C1 C 0.8125(3) 0.3988(3) 0.9826(3) 0.0179(6) Uani 1 1 d . . .
H1 H 0.7728 0.4667 1.0088 0.021 Uiso 1 1 calc R . .
C15 C 0.9695(2) 0.3030(3) 0.4045(2) 0.0159(6) Uani 1 1 d . . .
Si Si 0.74599(6) 0.23261(6) 0.74063(6) 0.01171(16) Uani 1 1 d . . .
C14 C 0.9601(2) 0.1966(3) 0.3732(3) 0.0169(6) Uani 1 1 d . . .
H14 H 1.0016 0.1845 0.2988 0.02 Uiso 1 1 calc R . .
C7 C 0.6595(2) 0.4168(2) 0.8375(2) 0.0133(5) Uani 1 1 d . . .
C16 C 0.9096(2) 0.3239(3) 0.5120(2) 0.0149(5) Uani 1 1 d . . .
H16 H 0.917 0.3973 0.5316 0.018 Uiso 1 1 calc R . .
C11 C 0.4861(3) 0.5610(3) 0.8054(3) 0.0178(6) Uani 1 1 d . . .
H11 H 0.4372 0.6297 0.8216 0.021 Uiso 1 1 calc R . .
C12 C 0.5876(3) 0.5172(3) 0.8621(3) 0.0163(6) Uani 1 1 d . . .
H12 H 0.6084 0.5555 0.9176 0.02 Uiso 1 1 calc R . .
C22 C 0.6171(2) -0.1145(3) 0.8437(3) 0.0164(6) Uani 1 1 d . . .
C25 C 0.4104(3) 0.0827(4) 0.6169(3) 0.0338(8) Uani 1 1 d . . .
H25 H 0.4721 0.0181 0.6301 0.041 Uiso 1 1 calc R . .
C28 C 0.2335(3) 0.2715(4) 0.5773(3) 0.0339(8) Uani 1 1 d . . .
H28 H 0.1724 0.3367 0.5644 0.041 Uiso 1 1 calc R . .
C27 C 0.3476(4) 0.2829(4) 0.5094(3) 0.0347(8) Uani 1 1 d . . .
H27 H 0.3656 0.3557 0.4496 0.042 Uiso 1 1 calc R . .
C29 C 0.2080(3) 0.1658(4) 0.6636(3) 0.0351(8) Uani 1 1 d . . .
H29 H 0.1285 0.1584 0.7086 0.042 Uiso 1 1 calc R . .
C30 C 0.2956(3) 0.0698(4) 0.6863(3) 0.0346(8) Uani 1 1 d . . .
C26 C 0.4355(3) 0.1877(4) 0.5294(3) 0.0343(8) Uani 1 1 d . . .
H26 H 0.514 0.1947 0.4823 0.041 Uiso 1 1 calc R . .
C31 C 0.2690(5) -0.0453(5) 0.7831(4) 0.0643(14) Uani 1 1 d . . .
H31A H 0.303 -0.1154 0.7526 0.097 Uiso 1 1 calc R . .
H31B H 0.1805 -0.049 0.8061 0.097 Uiso 1 1 calc R . .
H31C H 0.3062 -0.0463 0.8536 0.097 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C10 1.890(3) . ?
Br4 C22 1.903(3) . ?
Br3 C15 1.900(3) . ?
Br1 C3 1.892(3) . ?
C6 C1 1.397(4) . ?
C6 C5 1.412(4) . ?
C6 C7 1.481(4) . ?
C18 C13 1.398(4) . ?
C18 C17 1.416(4) . ?
C18 C19 1.479(4) . ?
C2 C1 1.389(4) . ?
C2 C3 1.388(5) . ?
C2 H2 0.95 . ?
C19 C24 1.398(4) . ?
C19 C20 1.415(4) . ?
C8 C9 1.395(4) . ?
C8 C7 1.416(4) . ?
C8 Si 1.863(3) . ?
C10 C9 1.393(4) . ?
C10 C11 1.395(4) . ?
C24 C23 1.394(4) . ?
C24 H24 0.95 . ?
C4 C5 1.381(4) . ?
C4 C3 1.394(4) . ?
C4 H4 0.95 . ?
C23 C22 1.383(4) . ?
C23 H23 0.95 . ?
C5 Si 1.868(3) . ?
C9 H9 0.95 . ?
C20 C21 1.387(4) . ?
C20 Si 1.863(3) . ?
C17 C16 1.389(4) . ?
C17 Si 1.869(3) . ?
C21 C22 1.388(4) . ?
C21 H21 0.95 . ?
C13 C14 1.391(4) . ?
C13 H13 0.95 . ?
C1 H1 0.95 . ?
C15 C16 1.385(4) . ?
C15 C14 1.390(4) . ?
C14 H14 0.95 . ?
C7 C12 1.394(4) . ?
C16 H16 0.95 . ?
C11 C12 1.383(4) . ?
C11 H11 0.95 . ?
C12 H12 0.95 . ?
C25 C26 1.375(6) . ?
C25 C30 1.393(5) . ?
C25 H25 0.95 . ?
C28 C29 1.374(6) . ?
C28 C27 1.379(5) . ?
C28 H28 0.95 . ?
C27 C26 1.378(6) . ?
C27 H27 0.95 . ?
C29 C30 1.385(6) . ?
C29 H29 0.95 . ?
C30 C31 1.511(6) . ?
C26 H26 0.95 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?

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 C6 C5 119.6(3) . . ?
C1 C6 C7 125.5(3) . . ?
C5 C6 C7 114.9(2) . . ?
C13 C18 C17 119.3(3) . . ?
C13 C18 C19 125.5(3) . . ?
C17 C18 C19 115.2(2) . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C24 C19 C20 119.8(2) . . ?
C24 C19 C18 125.2(2) . . ?
C20 C19 C18 114.9(2) . . ?
C9 C8 C7 119.7(3) . . ?
C9 C8 Si 131.6(2) . . ?
C7 C8 Si 108.7(2) . . ?
C9 C10 C11 121.5(3) . . ?
C9 C10 Br2 119.9(2) . . ?
C11 C10 Br2 118.6(2) . . ?
C23 C24 C19 119.9(3) . . ?
C23 C24 H24 120 . . ?
C19 C24 H24 120 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C22 C23 C24 119.2(3) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 Si 130.8(2) . . ?
C6 C5 Si 109.0(2) . . ?
C10 C9 C8 118.9(3) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 Si 130.8(2) . . ?
C19 C20 Si 109.2(2) . . ?
C16 C17 C18 120.5(2) . . ?
C16 C17 Si 130.7(2) . . ?
C18 C17 Si 108.8(2) . . ?
C20 C21 C22 119.0(2) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 Br1 119.7(2) . . ?
C4 C3 Br1 118.7(2) . . ?
C14 C13 C18 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C18 C13 H13 119.9 . . ?
C2 C1 C6 120.2(3) . . ?
C2 C1 H1 119.9 . . ?
C6 C1 H1 119.9 . . ?
C16 C15 C14 121.9(3) . . ?
C16 C15 Br3 119.3(2) . . ?
C14 C15 Br3 118.8(2) . . ?
C8 Si C20 121.42(12) . . ?
C8 Si C5 91.93(12) . . ?
C20 Si C5 118.54(12) . . ?
C8 Si C17 118.56(12) . . ?
C20 Si C17 91.75(12) . . ?
C5 Si C17 117.16(12) . . ?
C13 C14 C15 119.4(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C12 C7 C8 120.2(3) . . ?
C12 C7 C6 124.4(3) . . ?
C8 C7 C6 115.4(2) . . ?
C15 C16 C17 118.8(3) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C12 C11 C10 119.7(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C7 120.0(3) . . ?
C11 C12 H12 120 . . ?
C7 C12 H12 120 . . ?
C23 C22 C21 122.1(3) . . ?
C23 C22 Br4 119.7(2) . . ?
C21 C22 Br4 118.1(2) . . ?
C26 C25 C30 120.8(4) . . ?
C26 C25 H25 119.6 . . ?
C30 C25 H25 119.6 . . ?
C29 C28 C27 120.1(4) . . ?
C29 C28 H28 120 . . ?
C27 C28 H28 120 . . ?
C26 C27 C28 119.3(4) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C28 C29 C30 121.4(3) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C29 C30 C25 117.8(3) . . ?
C29 C30 C31 121.7(4) . . ?
C25 C30 C31 120.5(4) . . ?
C25 C26 C27 120.5(3) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_common            2,2?,7,7?-tetrabromo-9,9?-spriosilabifluorene
####################################################################### 
# 
# 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_aav_tas_c24h12sibr4_x2_cu3
_database_code_depnum_ccdc_archive 'CCDC 1995231'
loop_
_audit_author_name
_audit_author_address
'Daniel S. Jones'
;University of North Carolina at Charlotte
United States of America
;
_audit_update_record             
;
2020-04-06 deposited with the CCDC.	2020-07-20 downloaded from the CCDC.
;

_audit_creation_date             2017-05-30T15:04:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C24 H12 Br4 Si1'
_chemical_formula_sum            'C24 H12 Br4 Si'
_chemical_formula_weight         648.07
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.3068(2)
_cell_length_b                   14.7409(2)
_cell_length_c                   28.6394(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4351.23(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    106(8)
_cell_measurement_reflns_used    57818
_cell_measurement_theta_min      5.273
_cell_measurement_theta_max      66.966
_cell_measurement_wavelength     1.54182

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.076
_exptl_crystal_density_diffrn    1.979
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2480

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    9.622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.28753
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_ambient_temperature      106(8)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_wavelength     1.54182
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4419
_diffrn_orient_matrix_ub_11      -0.0004531
_diffrn_orient_matrix_ub_12      -0.0916969
_diffrn_orient_matrix_ub_13      -0.0257758
_diffrn_orient_matrix_ub_21      0.0004983
_diffrn_orient_matrix_ub_22      0.0500492
_diffrn_orient_matrix_ub_23      -0.0472152
_diffrn_orient_matrix_ub_31      0.1495257
_diffrn_orient_matrix_ub_32      -0.0003762
_diffrn_orient_matrix_ub_33      0.0000854
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.035
_diffrn_reflns_number            94225
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         5.288
_diffrn_reflns_theta_max         67.083
_diffrn_reflns_theta_full        67.083
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_reflns_Friedel_coverage         0
_reflns_number_total             3867
_reflns_number_gt                3787
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
        (compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0203P)²+4.0645P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.000088(9)
_refine_ls_number_reflns         3867
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0183
_refine_ls_R_factor_gt           0.0177
_refine_ls_wR_factor_ref         0.0446
_refine_ls_wR_factor_gt          0.0443
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.06

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
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 0 '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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Br1 Br 0.61874(2) -0.34425(2) -0.01181(2) 0.02318(7) Uani 1 1 d . . . . .
Br2 Br 0.18175(2) 0.09649(2) 0.03610(2) 0.01921(7) Uani 1 1 d . . . . .
Br4 Br 1.17894(2) 0.20405(2) 0.23167(2) 0.02205(7) Uani 1 1 d . . . . .
Br3 Br 0.67386(2) -0.11624(2) 0.36726(2) 0.02225(7) Uani 1 1 d . . . . .
Si Si 0.70412(5) -0.03166(3) 0.14496(2) 0.01376(11) Uani 1 1 d . . . . .
C9 C 0.4925(2) 0.10182(13) 0.12759(7) 0.0167(4) Uani 1 1 d . . . . .
H9 H 0.521936 0.139236 0.151491 0.02 Uiso 1 1 calc R U . . .
C14 C 0.6754(2) -0.09458(13) 0.30195(7) 0.0153(4) Uani 1 1 d . . . . .
C19 C 0.86478(19) 0.03455(12) 0.20991(6) 0.0138(4) Uani 1 1 d . . . . .
C8 C 0.56050(19) 0.02300(13) 0.11685(6) 0.0150(4) Uani 1 1 d . . . . .
C23 C 1.04333(19) 0.13676(13) 0.20314(7) 0.0169(4) Uani 1 1 d . . . . .
C10 C 0.3809(2) 0.12539(13) 0.10304(7) 0.0176(4) Uani 1 1 d . . . . .
H10 H 0.335458 0.178005 0.110339 0.021 Uiso 1 1 calc R U . . .
C24 C 0.96341(19) 0.08406(12) 0.23108(7) 0.0155(4) Uani 1 1 d . . . . .
H24 H 0.975486 0.081866 0.263241 0.019 Uiso 1 1 calc R U . . .
C16 C 0.58633(19) -0.12445(12) 0.22654(7) 0.0150(4) Uani 1 1 d . . . . .
H16 H 0.52599 -0.153504 0.207589 0.018 Uiso 1 1 calc R U . . .
C20 C 0.84793(19) 0.03827(13) 0.16086(7) 0.0158(4) Uani 1 1 d . . . . .
C11 C 0.33906(19) 0.06864(14) 0.06741(7) 0.0158(4) Uani 1 1 d . . . . .
C7 C 0.51682(19) -0.03251(13) 0.07996(6) 0.0144(4) Uani 1 1 d . . . . .
C18 C 0.77089(19) -0.02406(12) 0.23528(6) 0.0131(4) Uani 1 1 d . . . . .
C17 C 0.67855(18) -0.06758(13) 0.20666(6) 0.0139(4) Uani 1 1 d . . . . .
C12 C 0.40608(19) -0.00942(13) 0.05494(6) 0.0158(4) Uani 1 1 d . . . . .
H12 H 0.377463 -0.04548 0.030363 0.019 Uiso 1 1 calc R U . . .
C13 C 0.76921(19) -0.03764(12) 0.28346(6) 0.0139(4) Uani 1 1 d . . . . .
H13 H 0.829506 -0.009217 0.30268 0.017 Uiso 1 1 calc R U . . .
C22 C 1.0288(2) 0.14170(14) 0.15506(7) 0.0211(4) Uani 1 1 d . . . . .
H22 H 1.08375 0.177813 0.137225 0.025 Uiso 1 1 calc R U . . .
C15 C 0.5836(2) -0.13824(13) 0.27453(7) 0.0159(4) Uani 1 1 d . . . . .
H15 H 0.521543 -0.175895 0.287981 0.019 Uiso 1 1 calc R U . . .
C21 C 0.9304(2) 0.09152(14) 0.13403(7) 0.0199(4) Uani 1 1 d . . . . .
H21 H 0.919801 0.093679 0.101799 0.024 Uiso 1 1 calc R U . . .
C5 C 0.7068(2) -0.12388(13) 0.10057(6) 0.0159(4) Uani 1 1 d . . . . .
C6 C 0.59658(19) -0.11524(13) 0.07165(6) 0.0146(4) Uani 1 1 d . . . . .
C4 C 0.7893(2) -0.19795(14) 0.09502(7) 0.0188(4) Uani 1 1 d . . . . .
H4 H 0.86202 -0.203604 0.114013 0.023 Uiso 1 1 calc R U . . .
C3 C 0.7638(2) -0.26353(13) 0.06134(7) 0.0188(4) Uani 1 1 d . . . . .
H3 H 0.81949 -0.312555 0.057279 0.023 Uiso 1 1 calc R U . . .
C1 C 0.5686(2) -0.18178(14) 0.03842(6) 0.0165(4) Uani 1 1 d . . . . .
H1 H 0.494867 -0.177602 0.019806 0.02 Uiso 1 1 calc R U . . .
C2 C 0.6535(2) -0.25425(14) 0.03390(6) 0.0175(4) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Br1 C2 1.8979(19) . ?
Br2 C11 1.8977(19) . ?
Br4 C23 1.899(2) . ?
Br3 C14 1.8976(19) . ?
Si C5 1.861(2) . ?
Si C20 1.862(2) . ?
Si C17 1.8634(19) . ?
Si C8 1.868(2) . ?
C9 C8 1.391(3) . ?
C9 C10 1.392(3) . ?
C9 H9 0.93 . ?
C14 C13 1.386(3) . ?
C14 C15 1.388(3) . ?
C19 C24 1.391(3) . ?
C19 C20 1.416(3) . ?
C19 C18 1.487(3) . ?
C8 C7 1.410(3) . ?
C23 C24 1.386(3) . ?
C23 C22 1.387(3) . ?
C10 C11 1.388(3) . ?
C10 H10 0.93 . ?
C24 H24 0.93 . ?
C16 C17 1.389(3) . ?
C16 C15 1.390(3) . ?
C16 H16 0.93 . ?
C20 C21 1.389(3) . ?
C11 C12 1.389(3) . ?
C7 C12 1.390(3) . ?
C7 C6 1.490(3) . ?
C18 C13 1.394(3) . ?
C18 C17 1.410(3) . ?
C12 H12 0.93 . ?
C13 H13 0.93 . ?
C22 C21 1.393(3) . ?
C22 H22 0.93 . ?
C15 H15 0.93 . ?
C21 H21 0.93 . ?
C5 C4 1.393(3) . ?
C5 C6 1.412(3) . ?
C6 C1 1.397(3) . ?
C4 C3 1.391(3) . ?
C4 H4 0.93 . ?
C3 C2 1.389(3) . ?
C3 H3 0.93 . ?
C1 C2 1.387(3) . ?
C1 H1 0.93 . ?

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 Si C20 124.02(9) . . ?
C5 Si C17 116.24(9) . . ?
C20 Si C17 92.17(9) . . ?
C5 Si C8 91.87(9) . . ?
C20 Si C8 119.83(9) . . ?
C17 Si C8 114.79(8) . . ?
C8 C9 C10 120.86(18) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C13 C14 C15 122.72(17) . . ?
C13 C14 Br3 118.99(14) . . ?
C15 C14 Br3 118.28(15) . . ?
C24 C19 C20 120.12(18) . . ?
C24 C19 C18 124.59(17) . . ?
C20 C19 C18 115.29(17) . . ?
C9 C8 C7 119.30(18) . . ?
C9 C8 Si 131.62(15) . . ?
C7 C8 Si 109.00(14) . . ?
C24 C23 C22 122.57(19) . . ?
C24 C23 Br4 118.80(15) . . ?
C22 C23 Br4 118.63(15) . . ?
C11 C10 C9 118.53(18) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C23 C24 C19 118.47(18) . . ?
C23 C24 H24 120.8 . . ?
C19 C24 H24 120.8 . . ?
C17 C16 C15 120.52(18) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C21 C20 C19 119.70(18) . . ?
C21 C20 Si 131.66(15) . . ?
C19 C20 Si 108.59(14) . . ?
C10 C11 C12 122.25(18) . . ?
C10 C11 Br2 118.85(15) . . ?
C12 C11 Br2 118.86(15) . . ?
C12 C7 C8 120.42(18) . . ?
C12 C7 C6 124.84(17) . . ?
C8 C7 C6 114.74(17) . . ?
C13 C18 C17 120.10(18) . . ?
C13 C18 C19 125.10(17) . . ?
C17 C18 C19 114.80(16) . . ?
C16 C17 C18 119.85(17) . . ?
C16 C17 Si 131.07(15) . . ?
C18 C17 Si 109.05(14) . . ?
C11 C12 C7 118.60(18) . . ?
C11 C12 H12 120.7 . . ?
C7 C12 H12 120.7 . . ?
C14 C13 C18 118.29(17) . . ?
C14 C13 H13 120.9 . . ?
C18 C13 H13 120.9 . . ?
C23 C22 C21 118.69(19) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
C14 C15 C16 118.52(18) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C20 C21 C22 120.44(18) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C4 C5 C6 119.66(18) . . ?
C4 C5 Si 131.28(16) . . ?
C6 C5 Si 108.83(14) . . ?
C1 C6 C5 120.18(18) . . ?
C1 C6 C7 124.72(18) . . ?
C5 C6 C7 115.10(17) . . ?
C3 C4 C5 120.61(19) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C2 C3 C4 118.58(19) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C2 C1 C6 118.29(18) . . ?
C2 C1 H1 120.9 . . ?
C6 C1 H1 120.9 . . ?
C1 C2 C3 122.66(18) . . ?
C1 C2 Br1 118.92(15) . . ?
C3 C2 Br1 118.42(15) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_systematic        3,3?6,6?-tetrabromo-9,9?-spriosilabifluorene
_chemical_name_common            3,3?6,6?-tetrabromo-9,9?-spriosilabifluorene
