#------------------------------------------------------------------------------
#$Date: 2025-08-19 09:12:48 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/84/2018484.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_2018484
loop_
_publ_author_name
'Tillmann, Jan'
'Lerner, Hans-Wolfram'
'Sinke, Tanja'
'Bolte, Michael'
_publ_section_title
;
 Analysis of geometric parameters and packing considerations for
 triphenylboroxine derivatives, with tris(pentafluorophenyl)boroxine as an
 example
;
_journal_coeditor_code           SK3434
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o204
_journal_page_last               o208
_journal_paper_doi               10.1107/S0108270112016629
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C18 B3 F15 O3'
_chemical_formula_moiety         'C18 B3 F15 O3'
_chemical_formula_sum            'C18 B3 F15 O3'
_chemical_formula_weight         581.61
_chemical_name_common
;
tris(pentafluorophenyl)boroxine
;
_chemical_name_systematic
;
2,4,6-(pentafluorophenyl)-1,3,5,2,4,6-trioxatriborinane
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.846(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.825(2)
_cell_length_b                   13.1810(13)
_cell_length_c                   8.1049(12)
_cell_measurement_reflns_used    7640
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.9
_cell_measurement_theta_min      3.3
_cell_volume                     1795.2(4)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2001)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2001)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Stoe IPDS II two-circle'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9608
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.64
_diffrn_reflns_theta_min         3.93
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.244
_exptl_absorpt_correction_T_max  0.9392
_exptl_absorpt_correction_T_min  0.9347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(X-AREA; Stoe & Cie, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.152
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.214
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         1680
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0652P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1029
_reflns_number_gt                1358
_reflns_number_total             1680
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk3434.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2018484
_cod_database_fobs_code          2018484
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
O O1 0.0000 0.62084(12) 0.2500 0.0182(4) Uani d S 1 2
O O2 0.04622(7) 0.77635(8) 0.36481(12) 0.0189(3) Uani d . 1 1
B B1 0.04931(10) 0.67300(13) 0.3599(2) 0.0155(4) Uani d . 1 1
B B2 0.0000 0.82835(19) 0.2500 0.0153(5) Uani d S 1 2
C C1 0.11008(9) 0.61392(12) 0.47666(18) 0.0163(4) Uani d . 1 1
C C2 0.16741(9) 0.66333(13) 0.57830(18) 0.0176(4) Uani d . 1 1
C C3 0.22325(9) 0.61229(13) 0.67765(19) 0.0202(4) Uani d . 1 1
C C4 0.22299(9) 0.50767(13) 0.67950(19) 0.0187(4) Uani d . 1 1
C C5 0.16718(9) 0.45549(13) 0.58341(18) 0.0189(4) Uani d . 1 1
C C6 0.11228(9) 0.50805(12) 0.48533(17) 0.0160(4) Uani d . 1 1
C C11 0.0000 0.94716(16) 0.2500 0.0152(5) Uani d S 1 2
C C12 0.05463(9) 1.00388(13) 0.34613(17) 0.0165(4) Uani d . 1 1
C C13 0.05548(9) 1.10877(13) 0.34735(19) 0.0192(4) Uani d . 1 1
C C14 0.0000 1.16107(17) 0.2500 0.0198(5) Uani d S 1 2
F F2 0.17075(6) 0.76455(7) 0.58242(11) 0.0254(3) Uani d . 1 1
F F3 0.27688(6) 0.66311(8) 0.77170(12) 0.0292(3) Uani d . 1 1
F F4 0.27584(6) 0.45778(8) 0.77636(12) 0.0269(3) Uani d . 1 1
F F5 0.16568(6) 0.35375(7) 0.58790(11) 0.0267(3) Uani d . 1 1
F F6 0.05967(6) 0.45201(7) 0.39554(12) 0.0216(3) Uani d . 1 1
F F12 0.10979(5) 0.95806(8) 0.44444(12) 0.0219(3) Uani d . 1 1
F F13 0.10867(6) 1.15963(8) 0.44324(12) 0.0276(3) Uani d . 1 1
F F14 0.0000 1.26192(10) 0.2500 0.0285(4) Uani d S 1 2
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'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
B1 O1 B1 2 . 119.82(18)
B1 O2 B2 . . 120.13(14)
O2 B1 O1 . . 119.81(14)
O2 B1 C1 . . 120.24(14)
O1 B1 C1 . . 119.93(15)
O2 B2 O2 2 . 119.8(2)
O2 B2 C11 2 . 120.10(10)
O2 B2 C11 . . 120.09(10)
C6 C1 C2 . . 114.82(14)
C6 C1 B1 . . 122.81(14)
C2 C1 B1 . . 122.36(16)
F2 C2 C3 . . 116.45(14)
F2 C2 C1 . . 120.46(14)
C3 C2 C1 . . 123.09(17)
F3 C3 C4 . . 119.93(14)
F3 C3 C2 . . 120.68(16)
C4 C3 C2 . . 119.40(14)
F4 C4 C5 . . 120.31(15)
F4 C4 C3 . . 119.89(14)
C5 C4 C3 . . 119.79(14)
F5 C5 C4 . . 119.88(13)
F5 C5 C6 . . 120.39(14)
C4 C5 C6 . . 119.72(16)
F6 C6 C5 . . 116.29(15)
F6 C6 C1 . . 120.53(13)
C5 C6 C1 . . 123.18(14)
C12 C11 C12 . 2 115.1(2)
C12 C11 B2 . . 122.47(10)
C12 C11 B2 2 . 122.46(10)
F12 C12 C13 . . 116.15(13)
F12 C12 C11 . . 120.68(15)
C13 C12 C11 . . 123.17(14)
F13 C13 C14 . . 119.84(17)
F13 C13 C12 . . 120.81(14)
C14 C13 C12 . . 119.34(15)
F14 C14 C13 . 2 120.04(11)
F14 C14 C13 . . 120.04(11)
C13 C14 C13 2 . 119.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 B1 2 1.3713(19)
O1 B1 . 1.3713(19)
O2 B1 . 1.364(2)
O2 B2 . 1.3669(16)
B1 C1 . 1.566(2)
B2 O2 2 1.3669(16)
B2 C11 . 1.566(3)
C1 C6 . 1.398(2)
C1 C2 . 1.398(2)
C2 F2 . 1.3358(19)
C2 C3 . 1.381(2)
C3 F3 . 1.3325(19)
C3 C4 . 1.379(3)
C4 F4 . 1.3305(18)
C4 C5 . 1.374(2)
C5 F5 . 1.3418(19)
C5 C6 . 1.376(2)
C6 F6 . 1.3396(18)
C11 C12 . 1.393(2)
C11 C12 2 1.393(2)
C12 F12 . 1.3370(18)
C12 C13 . 1.383(3)
C13 F13 . 1.3360(19)
C13 C14 . 1.377(2)
C14 F14 . 1.329(3)
C14 C13 2 1.377(2)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
B2 O2 B1 O1 . . -6.5(2)
B2 O2 B1 C1 . . 172.29(11)
B1 O1 B1 O2 2 . 3.25(10)
B1 O1 B1 C1 2 . -175.55(17)
B1 O2 B2 O2 . 2 3.27(10)
B1 O2 B2 C11 . . -176.73(10)
O2 B1 C1 C6 . . 175.45(14)
O1 B1 C1 C6 . . -5.8(2)
O2 B1 C1 C2 . . -5.8(2)
O1 B1 C1 C2 . . 173.04(13)
C6 C1 C2 F2 . . -179.20(13)
B1 C1 C2 F2 . . 1.9(2)
C6 C1 C2 C3 . . 1.3(2)
B1 C1 C2 C3 . . -177.63(15)
F2 C2 C3 F3 . . 0.1(2)
C1 C2 C3 F3 . . 179.68(14)
F2 C2 C3 C4 . . 179.85(13)
C1 C2 C3 C4 . . -0.6(2)
F3 C3 C4 F4 . . 0.6(2)
C2 C3 C4 F4 . . -179.12(15)
F3 C3 C4 C5 . . 179.45(15)
C2 C3 C4 C5 . . -0.3(2)
F4 C4 C5 F5 . . 0.4(2)
C3 C4 C5 F5 . . -178.47(13)
F4 C4 C5 C6 . . 179.22(13)
C3 C4 C5 C6 . . 0.4(2)
F5 C5 C6 F6 . . -1.0(2)
C4 C5 C6 F6 . . -179.83(13)
F5 C5 C6 C1 . . 179.22(13)
C4 C5 C6 C1 . . 0.4(2)
C2 C1 C6 F6 . . 179.07(13)
B1 C1 C6 F6 . . -2.1(2)
C2 C1 C6 C5 . . -1.1(2)
B1 C1 C6 C5 . . 177.73(15)
O2 B2 C11 C12 2 . -169.67(9)
O2 B2 C11 C12 . . 10.33(9)
O2 B2 C11 C12 2 2 10.33(9)
O2 B2 C11 C12 . 2 -169.67(9)
C12 C11 C12 F12 2 . 179.60(15)
B2 C11 C12 F12 . . -0.40(15)
C12 C11 C12 C13 2 . -0.09(10)
B2 C11 C12 C13 . . 179.91(10)
F12 C12 C13 F13 . . -0.4(2)
C11 C12 C13 F13 . . 179.28(12)
F12 C12 C13 C14 . . -179.53(11)
C11 C12 C13 C14 . . 0.2(2)
F13 C13 C14 F14 . . 0.81(16)
C12 C13 C14 F14 . . 179.92(10)
F13 C13 C14 C13 . 2 -179.20(16)
C12 C13 C14 C13 . 2 -0.09(10)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 636054
