#------------------------------------------------------------------------------
#$Date: 2017-05-11 08:15:53 +0300 (Thu, 11 May 2017) $
#$Revision: 196623 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/60/1546016.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1546016
loop_
_publ_author_name
'Cavallo, Gabriella'
'Murray, Jane S.'
'Politzer, Peter'
'Pilati, Tullio'
'Ursini, Maurizio'
'Resnati, Giuseppe'
_publ_section_title
;
 Halogen bonding in hypervalent iodine and bromine derivatives: halonium
 salts
;
_journal_issue                   4
_journal_name_full               IUCrJ
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052252517004262
_journal_volume                  4
_journal_year                    2017
_chemical_formula_moiety         '3(C12 H8  Br F2 1+), 2(Cl 1-), (B F4 1-)'
_chemical_formula_sum            'C36 H24 B Br3 Cl2 F10'
_chemical_formula_weight         967.99
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           213
_symmetry_cell_setting           cubic
_symmetry_space_group_name_Hall  'P 4bd 2ab 3'
_symmetry_space_group_name_H-M   'P 41 3 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2905(8)
_cell_length_b                   15.2905(8)
_cell_length_c                   15.2905(8)
_cell_measurement_reflns_used    8863
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      32.14
_cell_measurement_theta_min      2.31
_cell_volume                     3574.9(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, L.J. (1997) Jour. Appl. Cryst. 30, 565)
Mercury (Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., 
Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). 
J. Appl. Cryst. 39, 453-457
;
_computing_publication_material  SHELXTL
_computing_structure_refinement
'SHELXL (Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122)'
_computing_structure_solution
;
SIR2002 (Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., 
Giacovazzo, C., Polidori, G. & Spagna, R. (2003). 
J. Appl. Cryst. 36, 1103.)
;
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30649
_diffrn_reflns_theta_full        35.00
_diffrn_reflns_theta_max         36.69
_diffrn_reflns_theta_min         2.98
_diffrn_standards_decay_%        0.00
_exptl_absorpt_coefficient_mu    3.615
_exptl_absorpt_correction_T_max  0.7472
_exptl_absorpt_correction_T_min  0.6466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1896
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.005(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         2890
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0246
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0271P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0489
_refine_ls_wR_factor_ref         0.0517
_reflns_number_gt                2467
_reflns_number_total             2890
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lc5079.cif
_cod_data_source_block           gc154
_cod_original_sg_symbol_H-M      'P 4(1) 3 2'
_cod_database_code               1546016
loop_
_symmetry_equiv_pos_as_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'
'z, x, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z, x'
'-y, z+1/2, -x+1/2'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z, x+1/2'
'y+3/4, x+1/4, -z+1/4'
'-y+3/4, -x+3/4, -z+3/4'
'y+1/4, -x+1/4, z+3/4'
'-y+1/4, x+3/4, z+1/4'
'x+3/4, z+1/4, -y+1/4'
'-x+1/4, z+3/4, y+1/4'
'-x+3/4, -z+3/4, -y+3/4'
'x+1/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+1/4'
'z+1/4, -y+1/4, x+3/4'
'-z+1/4, y+3/4, x+1/4'
'-z+3/4, -y+3/4, -x+3/4'
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
Br1 Br 0.272571(8) 0.522571(8) 0.1250 0.01486(4) Uani 1 2 d S
C1 C 0.26923(9) 0.41112(8) 0.06662(8) 0.0160(2) Uani 1 1 d D
F1 F 0.28474(8) 0.18182(6) -0.06398(7) 0.0380(2) Uani 1 1 d .
C2 C 0.25895(11) 0.41180(10) -0.02304(9) 0.0246(3) Uani 1 1 d D
H2 H 0.2474(11) 0.4678(7) -0.0519(8) 0.029 Uiso 1 1 d D
C3 C 0.26328(11) 0.33292(10) -0.06774(10) 0.0276(3) Uani 1 1 d D
H3 H 0.2560(11) 0.3288(9) -0.1314(7) 0.033 Uiso 1 1 d D
C4 C 0.27799(11) 0.25783(9) -0.02031(10) 0.0246(3) Uani 1 1 d D
C5 C 0.28572(12) 0.25721(10) 0.06928(11) 0.0301(3) Uani 1 1 d D
H5 H 0.3022(13) 0.2022(8) 0.0998(8) 0.036 Uiso 1 1 d D
C6 C 0.28254(11) 0.33568(9) 0.11446(10) 0.0254(3) Uani 1 1 d D
H6 H 0.2906(11) 0.3387(8) 0.1780(7) 0.030 Uiso 1 1 d D
Cl1 Cl 0.454135(19) 0.545865(19) 0.045865(19) 0.01602(10) Uani 1 3 d S
B B 0.1250 0.6250 0.8750 0.0181(6) Uani 1 6 d S
F2 F 0.17800(14) 0.67800(14) 0.82200(14) 0.0456(9) Uani 0.50 3 d SP
F3 F 0.1214(3) 0.54416(15) 0.83570(18) 0.0645(8) Uani 0.50 1 d P
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'
Cl Cl 0.1484 0.1585 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Br1 C1 99.68(8) . 13_455
C2 C1 C6 123.32(13) . .
C2 C1 Br1 117.20(10) . .
C6 C1 Br1 119.35(10) . .
C1 C2 C3 118.50(14) . .
C1 C2 H2 118.4(8) . .
C3 C2 H2 123.1(8) . .
C4 C3 C2 118.25(13) . .
C4 C3 H3 119.2(8) . .
C2 C3 H3 122.6(8) . .
F1 C4 C5 118.84(14) . .
F1 C4 C3 118.16(13) . .
C5 C4 C3 123.00(14) . .
C4 C5 C6 119.20(14) . .
C4 C5 H5 119.7(8) . .
C6 C5 H5 120.5(8) . .
C1 C6 C5 117.68(13) . .
C1 C6 H6 120.2(8) . .
C5 C6 H6 122.1(8) . .
F3 B F3 140.5(3) 14_556 11_466
F3 B F3 111.96(12) 14_556 22_465
F3 B F3 38.4(2) 11_466 22_465
F3 B F3 38.4(2) 14_556 8_656
F3 B F3 111.95(12) 11_466 8_656
F3 B F3 105.3(3) 22_465 8_656
F3 B F3 105.3(3) 14_556 .
F3 B F3 111.96(12) 11_466 .
F3 B F3 140.6(3) 22_465 .
F3 B F3 111.96(12) 8_656 .
F3 B F3 111.95(12) 14_556 18_545
F3 B F3 105.3(3) 11_466 18_545
F3 B F3 111.96(12) 22_465 18_545
F3 B F3 140.6(3) 8_656 18_545
F3 B F3 38.4(2) . 18_545
F3 B F2 106.86(13) 14_556 14_556
F3 B F2 73.15(13) 11_466 14_556
F3 B F2 106.85(13) 22_465 14_556
F3 B F2 73.14(13) 8_656 14_556
F3 B F2 73.15(13) . 14_556
F3 B F2 106.86(13) 18_545 14_556
F3 B F2 73.14(13) 14_556 .
F3 B F2 106.85(13) 11_466 .
F3 B F2 73.15(13) 22_465 .
F3 B F2 106.85(13) 8_656 .
F3 B F2 106.86(13) . .
F3 B F2 73.14(13) 18_545 .
F2 B F2 179.998(1) 14_556 .
B F2 F3 52.65(13) . 14_556
B F2 F3 52.65(13) . 18_545
F3 F2 F3 87.01(19) 14_556 18_545
B F2 F3 52.65(13) . 22_465
F3 F2 F3 87.01(19) 14_556 22_465
F3 F2 F3 87.01(19) 18_545 22_465
F3 F3 B 70.79(11) 18_545 .
F3 F3 F2 118.3(3) 18_545 14_556
B F3 F2 54.21(15) . 14_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.9245(12) .
Br1 C1 1.9245(12) 13_455
C1 C2 1.3800(18) .
C1 C6 1.3810(19) .
F1 C4 1.3442(16) .
C2 C3 1.388(2) .
C2 H2 0.979(11) .
C3 C4 1.377(2) .
C3 H3 0.982(11) .
C4 C5 1.375(2) .
C5 C6 1.385(2) .
C5 H5 0.994(10) .
C6 H6 0.981(11) .
B F3 1.375(2) 14_556
B F3 1.375(2) 11_466
B F3 1.375(2) 22_465
B F3 1.375(2) 8_656
B F3 1.375(2) .
B F3 1.376(2) 18_545
B F2 1.403(4) 14_556
B F2 1.404(4) .
F2 F3 1.656(4) 14_556
F2 F3 1.656(4) 18_545
F2 F3 1.656(4) 22_465
F3 F3 0.905(5) 18_545
F3 F2 1.656(4) 14_556
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
C2 H2 F3 0.979(11) 2.592(12) 3.545(4) 164.4(11) 14
C3 H3 Cl1 0.982(11) 2.684(11) 3.6477(15) 167.0(13) 14_554
C6 H6 F2 0.981(11) 2.268(12) 3.237(3) 169.5(12) 2_564
C6 H6 F3 0.981(11) 2.452(13) 3.292(3) 143.5(12) 20_564
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_4
C1 Br1 C1 C2 108.85(13) 13_455 .
C1 Br1 C1 C6 -75.19(12) 13_455 .
C6 C1 C2 C3 -0.8(3) . .
Br1 C1 C2 C3 174.95(12) . .
C1 C2 C3 C4 -0.3(2) . .
C2 C3 C4 F1 -178.06(15) . .
C2 C3 C4 C5 2.2(3) . .
F1 C4 C5 C6 177.29(15) . .
C3 C4 C5 C6 -2.9(3) . .
C2 C1 C6 C5 0.1(2) . .
Br1 C1 C6 C5 -175.60(12) . .
C4 C5 C6 C1 1.7(2) . .
F3 B F2 F3 138.7(3) 11_466 14_556
F3 B F2 F3 120.0 22_465 14_556
F3 B F2 F3 18.7(3) 8_656 14_556
F3 B F2 F3 -101.3(3) . 14_556
F3 B F2 F3 -120.0 18_545 14_556
F2 B F2 F3 63(20) 14_556 14_556
F3 B F2 F3 120.0 14_556 18_545
F3 B F2 F3 -101.3(3) 11_466 18_545
F3 B F2 F3 -120.0 22_465 18_545
F3 B F2 F3 138.7(3) 8_656 18_545
F3 B F2 F3 18.7(3) . 18_545
F2 B F2 F3 -177(20) 14_556 18_545
F3 B F2 F3 -120.0 14_556 22_465
F3 B F2 F3 18.7(3) 11_466 22_465
F3 B F2 F3 -101.3(3) 8_656 22_465
F3 B F2 F3 138.7(3) . 22_465
F3 B F2 F3 120.0 18_545 22_465
F2 B F2 F3 -57(20) 14_556 22_465
F3 B F3 F3 -106.2(5) 14_556 18_545
F3 B F3 F3 87.1(6) 11_466 18_545
F3 B F3 F3 54.2(4) 22_465 18_545
F3 B F3 F3 -146.3(4) 8_656 18_545
F2 B F3 F3 150.4(5) 14_556 18_545
F2 B F3 F3 -29.6(5) . 18_545
F3 B F3 F2 103.38(10) 14_556 14_556
F3 B F3 F2 -63.33(18) 11_466 14_556
F3 B F3 F2 -96.23(8) 22_465 14_556
F3 B F3 F2 63.33(18) 8_656 14_556
F3 B F3 F2 -150.4(5) 18_545 14_556
F2 B F3 F2 180.0 . 14_556
