#------------------------------------------------------------------------------
#$Date: 2023-05-05 05:16:15 +0300 (Fri, 05 May 2023) $
#$Revision: 283298 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/21/7712119.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7712119
loop_
_publ_author_name
'Alharbi, Mashael M.'
'van Ingen, Yara'
'Roldan, Alberto'
'Kaehler, Tanja'
'Melen, Rebecca L.'
_publ_section_title
;
 Synthesis and lewis acidity of fluorinated triaryl borates.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1820
_journal_page_last               1825
_journal_paper_doi               10.1039/d2dt04095f
_journal_volume                  52
_journal_year                    2023
_chemical_formula_moiety         'C18 H12 B F3 O3'
_chemical_formula_sum            'C18 H12 B F3 O3'
_chemical_formula_weight         344.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2022-09-21 deposited with the CCDC.	2023-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                92.872(6)
_cell_angle_beta                 101.180(7)
_cell_angle_gamma                115.335(9)
_cell_formula_units_Z            2
_cell_length_a                   9.2006(9)
_cell_length_b                   9.4849(9)
_cell_length_c                   10.6212(7)
_cell_measurement_reflns_used    2275
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      72.8370
_cell_measurement_theta_min      4.2640
_cell_volume                     812.53(14)
_computing_cell_refinement       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Shelxl, ORTEP, Mercury, CorelDraw'
_computing_publication_material  publCIF
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'w/ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5325
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.941
_diffrn_reflns_theta_min         4.292
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.003
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.391
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.54a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       needle
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.437
_exptl_crystal_size_mid          0.337
_exptl_crystal_size_min          0.272
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.0078(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3126
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0591
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1073P)²+0.0584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1611
_refine_ls_wR_factor_ref         0.1845
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2401
_reflns_number_total             3126
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt04095f2.cif
_cod_data_source_block           RM2241_a
_cod_depositor_comments
'Adding full bibliography for 7712118--7712120.cif.'
_cod_database_code               7712119
_shelx_shelxl_version_number     2019/2
_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.
;
_shelx_estimated_absorpt_t_min   0.668
_shelx_estimated_absorpt_t_max   0.772
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
F21 F 0.3728(9) -0.0060(8) 0.6418(5) 0.0707(17) Uani 0.2584 1 d . . P A 1
C21A C 0.3851(3) 0.0259(3) 0.7581(2) 0.0458(5) Uani 0.2584 1 d . . P A 1
C25A C 0.5359(3) 0.2262(3) 0.9401(2) 0.0480(6) Uani 0.2584 1 d . . P A 1
H25A H 0.629322 0.322792 0.979838 0.058 Uiso 0.2584 1 calc R U P A 1
F15 F 0.8213(3) 0.3131(3) 0.4408(2) 0.0571(6) Uani 0.6327 1 d . . P B 1
C15B C 0.9315(3) 0.3196(2) 0.5449(2) 0.0450(5) Uani 0.6327 1 d . . P B 1
C11B C 1.0367(4) 0.3887(3) 0.7730(2) 0.0580(6) Uani 0.6327 1 d . . P B 1
H11B H 1.035031 0.432998 0.854625 0.070 Uiso 0.6327 1 calc R U P B 1
C21B C 0.3851(3) 0.0259(3) 0.7581(2) 0.0458(5) Uani 0.7416 1 d . . P A 2
H21B H 0.372712 -0.017092 0.671715 0.055 Uiso 0.7416 1 calc R U P A 2
F25 F 0.6672(3) 0.3597(2) 0.99104(19) 0.0623(6) Uani 0.7416 1 d . . P A 2
C25B C 0.5359(3) 0.2262(3) 0.9401(2) 0.0480(6) Uani 0.7416 1 d . . P A 2
F11 F 1.0073(8) 0.4382(7) 0.8818(4) 0.0867(15) Uani 0.3673 1 d . . P B 2
C11A C 1.0367(4) 0.3887(3) 0.7730(2) 0.0580(6) Uani 0.3673 1 d . . P B 2
C15A C 0.9315(3) 0.3196(2) 0.5449(2) 0.0450(5) Uani 0.3673 1 d . . P B 2
H15A H 0.856453 0.316299 0.468137 0.054 Uiso 0.3673 1 calc R U P B 2
C31 C 0.7906(3) 0.7366(3) 0.7835(2) 0.0428(5) Uani 1 1 d . . . . .
C35 C 0.5372(3) 0.6505(3) 0.6260(2) 0.0455(5) Uani 1 1 d . . . . .
H35 H 0.433482 0.568623 0.579408 0.055 Uiso 1 1 calc R U . . .
O1 O 0.8207(2) 0.45148(17) 0.66575(15) 0.0457(4) Uani 1 1 d . . . . .
B1 B 0.6896(3) 0.3858(3) 0.7201(2) 0.0391(5) Uani 1 1 d . . . . .
O2 O 0.6425(2) 0.23618(17) 0.74909(15) 0.0454(4) Uani 1 1 d . . . . .
O3 O 0.59676(19) 0.46210(16) 0.73612(15) 0.0445(4) Uani 1 1 d . . . . .
C10 C 0.9282(3) 0.3845(2) 0.6626(2) 0.0402(5) Uani 1 1 d . . . . .
C12 C 1.1489(4) 0.3287(4) 0.7663(3) 0.0744(8) Uani 1 1 d . . . . .
H12 H 1.223928 0.331740 0.842979 0.089 Uiso 1 1 calc R U . B 1
C13 C 1.1508(4) 0.2644(3) 0.6473(3) 0.0677(8) Uani 1 1 d . . . . .
H13 H 1.227623 0.223448 0.642058 0.081 Uiso 1 1 calc R U . . .
C14 C 1.0423(4) 0.2596(3) 0.5370(3) 0.0577(7) Uani 1 1 d . . . . .
H14 H 1.043394 0.214914 0.455330 0.069 Uiso 1 1 calc R U . B 1
C20 C 0.5195(3) 0.1654(3) 0.8145(2) 0.0415(5) Uani 1 1 d . . . . .
C22 C 0.2674(3) -0.0530(3) 0.8254(2) 0.0507(6) Uani 1 1 d . . . . .
H22 H 0.174366 -0.149785 0.785513 0.061 Uiso 1 1 calc R U . A 1
C23 C 0.2856(3) 0.0098(3) 0.9518(2) 0.0519(6) Uani 1 1 d . . . . .
H23 H 0.205028 -0.044369 0.998606 0.062 Uiso 1 1 calc R U . . .
C24 C 0.4197(3) 0.1497(3) 1.0091(2) 0.0521(6) Uani 1 1 d . . . . .
H24 H 0.432284 0.193418 1.095244 0.062 Uiso 1 1 calc R U . A 1
C30 C 0.6439(3) 0.6164(2) 0.7144(2) 0.0386(5) Uani 1 1 d . . . . .
F31 F 0.89089(18) 0.70216(18) 0.87472(14) 0.0591(4) Uani 1 1 d . . . . .
C32 C 0.8388(3) 0.8919(2) 0.7642(2) 0.0494(6) Uani 1 1 d . . . . .
H32 H 0.942127 0.973264 0.811983 0.059 Uiso 1 1 calc R U . . .
C33 C 0.7331(3) 0.9255(3) 0.6740(3) 0.0540(7) Uani 1 1 d . . . . .
H33 H 0.764120 1.031195 0.658755 0.065 Uiso 1 1 calc R U . . .
C34 C 0.5829(4) 0.8070(3) 0.6055(2) 0.0535(6) Uani 1 1 d . . . . .
H34 H 0.510290 0.831581 0.544388 0.064 Uiso 1 1 calc R U . . .
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_publ_flag
F21 C21A C20 113.0(4) . . ?
F21 C21A C22 125.7(4) . . ?
C20 C21A C22 120.6(2) . . ?
C24 C25A C20 121.4(2) . . ?
C24 C25A H25A 119.3 . . ?
C20 C25A H25A 119.3 . . ?
F15 C15B C14 121.6(2) . . ?
F15 C15B C10 117.6(2) . . ?
C14 C15B C10 120.8(2) . . ?
C10 C11B C12 120.5(2) . . ?
C10 C11B H11B 119.8 . . ?
C12 C11B H11B 119.8 . . ?
C20 C21B C22 120.6(2) . . ?
C20 C21B H21B 119.7 . . ?
C22 C21B H21B 119.7 . . ?
F25 C25B C24 121.5(2) . . ?
F25 C25B C20 117.1(2) . . ?
C24 C25B C20 121.4(2) . . ?
F11 C11A C10 112.8(3) . . ?
F11 C11A C12 126.3(3) . . ?
C10 C11A C12 120.5(2) . . ?
C14 C15A C10 120.8(2) . . ?
C14 C15A H15A 119.6 . . ?
C10 C15A H15A 119.6 . . ?
F31 C31 C30 118.76(19) . . ?
F31 C31 C32 119.0(2) . . ?
C30 C31 C32 122.2(2) . . ?
C30 C35 C34 119.4(2) . . ?
C30 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
B1 O1 C10 121.37(17) . . ?
O1 B1 O3 120.68(19) . . ?
O1 B1 O2 119.38(19) . . ?
O3 B1 O2 119.72(19) . . ?
B1 O2 C20 123.07(16) . . ?
B1 O3 C30 121.83(16) . . ?
C11A C10 C15A 119.3(2) . . ?
C11B C10 C15B 119.3(2) . . ?
C11A C10 O1 121.6(2) . . ?
C11B C10 O1 121.6(2) . . ?
C15A C10 O1 119.1(2) . . ?
C15B C10 O1 119.1(2) . . ?
C13 C12 C11B 119.5(3) . . ?
C13 C12 C11A 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C11B C12 H12 120.3 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15B 119.8(2) . . ?
C13 C14 C15A 119.8(2) . . ?
C13 C14 H14 120.1 . . ?
C15B C14 H14 120.1 . . ?
C21B C20 C25B 119.0(2) . . ?
C21A C20 C25A 119.0(2) . . ?
C21B C20 O2 119.62(18) . . ?
C21A C20 O2 119.62(18) . . ?
C25B C20 O2 121.2(2) . . ?
C25A C20 O2 121.2(2) . . ?
C21B C22 C23 119.7(2) . . ?
C21A C22 C23 119.7(2) . . ?
C21A C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25A 119.2(2) . . ?
C23 C24 C25B 119.2(2) . . ?
C23 C24 H24 120.4 . . ?
C25A C24 H24 120.4 . . ?
C31 C30 C35 119.4(2) . . ?
C31 C30 O3 121.4(2) . . ?
C35 C30 O3 119.1(2) . . ?
C33 C32 C31 118.3(2) . . ?
C33 C32 H32 120.9 . . ?
C31 C32 H32 120.9 . . ?
C32 C33 C34 120.6(2) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C33 C34 C35 120.1(2) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
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
F21 C21A 1.228(6) . ?
C21A C20 1.368(3) . ?
C21A C22 1.380(3) . ?
C25A C24 1.379(3) . ?
C25A C20 1.380(3) . ?
C25A H25A 0.9500 . ?
F15 C15B 1.326(3) . ?
C15B C14 1.377(3) . ?
C15B C10 1.378(3) . ?
C11B C10 1.371(4) . ?
C11B C12 1.386(4) . ?
C11B H11B 0.9500 . ?
C21B C20 1.368(3) . ?
C21B C22 1.380(3) . ?
C21B H21B 0.9500 . ?
F25 C25B 1.313(3) . ?
C25B C24 1.379(3) . ?
C25B C20 1.380(3) . ?
F11 C11A 1.343(5) . ?
C11A C10 1.371(4) . ?
C11A C12 1.386(4) . ?
C15A C14 1.377(3) . ?
C15A C10 1.378(3) . ?
C15A H15A 0.9500 . ?
C31 F31 1.357(3) . ?
C31 C30 1.369(3) . ?
C31 C32 1.383(3) . ?
C35 C30 1.376(3) . ?
C35 C34 1.401(3) . ?
C35 H35 0.9500 . ?
O1 B1 1.356(3) . ?
O1 C10 1.390(3) . ?
B1 O3 1.363(3) . ?
B1 O2 1.365(3) . ?
O2 C20 1.384(2) . ?
O3 C30 1.383(2) . ?
C12 C13 1.382(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.369(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C22 C23 1.391(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.371(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C32 C33 1.379(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.379(4) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
