#------------------------------------------------------------------------------
#$Date: 2023-10-21 02:03:11 +0300 (Sat, 21 Oct 2023) $
#$Revision: 287064 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/42/7714260.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_7714260
loop_
_publ_author_name
'Sokolnicki, Tomasz'
'Alharbi, Mashael'
'van Ingen, Yara'
'Rahim, Shahnaz'
'Pramanik, Milan'
'Roldan, Alberto'
'Walkowiak, Jedrzej'
'Melen, Rebecca'
_publ_section_title
;
 Reactivity of a series of triaryl borates, B(OArx)3, in hydroboration
 catalysis
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT03333C
_journal_year                    2023
_chemical_formula_moiety         'C21 H12 B F9 O3'
_chemical_formula_sum            'C21 H12 B F9 O3'
_chemical_formula_weight         494.12
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Hygroscopic
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     intrinsic
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-07-12 deposited with the CCDC.	2023-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.945(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.1659(3)
_cell_length_b                   10.0959(2)
_cell_length_c                   14.2062(3)
_cell_measurement_reflns_used    4005
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      72.6340
_cell_measurement_theta_min      4.0470
_cell_volume                     2170.01(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'shelxle, Mercury, ORTEP, CorelDraw'
_computing_publication_material  publCIF
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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 0.972
_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  0.0221
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8271
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.709
_diffrn_reflns_theta_min         5.267
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.351
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.565
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
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            colourless
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_description       blocks
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.372
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.253
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0420
_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)+(0.0705P)²+0.1201P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1289
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3301
_reflns_number_total             4208
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt03333c2.cif
_cod_data_source_block           RM2326a_a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7714260
_shelx_shelxl_version_number     2018/3
_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   0.633
_shelx_estimated_absorpt_t_max   0.726
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O1 O 0.30444(7) 0.37928(11) 0.24274(8) 0.0514(3) Uani 1 1 d . . . . .
B1 B 0.25558(11) 0.27799(17) 0.27484(13) 0.0436(4) Uani 1 1 d . . . . .
O2 O 0.17105(7) 0.26118(10) 0.23820(8) 0.0442(3) Uani 1 1 d . . . . .
O3 O 0.28996(7) 0.19472(12) 0.34259(9) 0.0545(3) Uani 1 1 d . . . . .
F10 F 0.20273(11) 0.52520(15) 0.36475(8) 0.0911(4) Uani 1 1 d . . . . .
C10 C 0.26795(9) 0.47211(15) 0.17986(11) 0.0440(3) Uani 1 1 d . . . . .
F11 F 0.32703(13) 0.62125(17) 0.35662(10) 0.1095(6) Uani 1 1 d . . . . .
C11 C 0.26201(11) 0.44718(18) 0.08429(12) 0.0539(4) Uani 1 1 d . . . . .
H11 H 0.279771 0.363753 0.061123 0.065 Uiso 1 1 calc R U . . .
F12 F 0.20866(15) 0.73416(15) 0.33794(10) 0.1240(7) Uani 1 1 d . . . . .
C12 C 0.23010(13) 0.5441(2) 0.02233(12) 0.0605(5) Uani 1 1 d . . . . .
H12 H 0.225829 0.526938 -0.043570 0.073 Uiso 1 1 calc R U . . .
C13 C 0.20447(14) 0.6653(2) 0.05521(13) 0.0634(5) Uani 1 1 d . . . . .
H13 H 0.183005 0.731729 0.012173 0.076 Uiso 1 1 calc R U . . .
C14 C 0.21002(14) 0.68993(18) 0.15083(13) 0.0629(5) Uani 1 1 d . . . . .
H14 H 0.192333 0.773564 0.173706 0.076 Uiso 1 1 calc R U . . .
C15 C 0.24129(12) 0.59326(16) 0.21366(11) 0.0515(4) Uani 1 1 d . . . . .
C16 C 0.24562(19) 0.6187(2) 0.31779(14) 0.0773(6) Uani 1 1 d . . . . .
F20 F 0.19719(9) 0.05058(16) 0.11186(9) 0.0875(4) Uani 1 1 d . . . . .
C20 C 0.11422(9) 0.16897(14) 0.27263(11) 0.0404(3) Uani 1 1 d . . . . .
F21 F 0.08398(11) 0.16468(13) 0.06288(8) 0.0861(4) Uani 1 1 d . . . . .
C21 C 0.08696(10) 0.18151(16) 0.36278(11) 0.0479(4) Uani 1 1 d . . . . .
H21 H 0.110512 0.249621 0.403236 0.057 Uiso 1 1 calc R U . . .
F22 F 0.07543(11) -0.04665(13) 0.06933(10) 0.0918(4) Uani 1 1 d . . . . .
C22 C 0.02503(12) 0.0941(2) 0.39384(14) 0.0614(5) Uani 1 1 d . . . . .
H22 H 0.005362 0.103196 0.455571 0.074 Uiso 1 1 calc R U . . .
C23 C -0.00810(13) -0.0054(2) 0.33645(16) 0.0715(6) Uani 1 1 d . . . . .
H23 H -0.050193 -0.065502 0.358571 0.086 Uiso 1 1 calc R U . . .
C24 C 0.01949(13) -0.01835(19) 0.24670(16) 0.0671(5) Uani 1 1 d . . . . .
H24 H -0.003731 -0.087631 0.207101 0.081 Uiso 1 1 calc R U . . .
C25 C 0.08125(10) 0.06923(15) 0.21322(12) 0.0483(4) Uani 1 1 d . . . . .
C26 C 0.10947(14) 0.05948(18) 0.11515(14) 0.0631(5) Uani 1 1 d . . . . .
F30 F 0.35498(13) -0.06571(16) 0.30182(13) 0.1089(5) Uani 1 1 d . . . . .
C30 C 0.37579(10) 0.20665(19) 0.38272(13) 0.0548(4) Uani 1 1 d . . . . .
F31 F 0.38623(11) 0.0774(2) 0.19923(10) 0.1107(6) Uani 1 1 d . . . . .
C31 C 0.39498(13) 0.2987(2) 0.45249(15) 0.0657(5) Uani 1 1 d . . . . .
H31 H 0.350684 0.358364 0.470383 0.079 Uiso 1 1 calc R U . . .
F32 F 0.48727(13) -0.0503(3) 0.25981(18) 0.1673(11) Uani 1 1 d . . . . .
C32 C 0.47956(14) 0.3039(3) 0.49670(17) 0.0808(6) Uani 1 1 d . . . . .
H32 H 0.493309 0.367244 0.544918 0.097 Uiso 1 1 calc R U . . .
C33 C 0.54251(14) 0.2181(3) 0.4708(2) 0.0980(9) Uani 1 1 d . . . . .
H33 H 0.600183 0.221496 0.501364 0.118 Uiso 1 1 calc R U . . .
C34 C 0.52369(14) 0.1273(3) 0.4013(2) 0.0980(9) Uani 1 1 d . . . . .
H34 H 0.568703 0.068642 0.383724 0.118 Uiso 1 1 calc R U . . .
C35 C 0.43923(12) 0.1189(2) 0.35547(15) 0.0698(5) Uani 1 1 d . . . . .
C36 C 0.41803(16) 0.0203(3) 0.28014(19) 0.0916(8) Uani 1 1 d . . . . .
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'
O O 0.0492 0.0322 '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'
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
B1 O1 C10 121.53(12) . . ?
O3 B1 O1 120.86(14) . . ?
O3 B1 O2 120.05(14) . . ?
O1 B1 O2 119.10(14) . . ?
B1 O2 C20 122.90(12) . . ?
B1 O3 C30 122.77(13) . . ?
C11 C10 O1 120.57(15) . . ?
C11 C10 C15 120.16(15) . . ?
O1 C10 C15 119.20(14) . . ?
C10 C11 C12 119.65(16) . . ?
C13 C12 C11 120.58(16) . . ?
C12 C13 C14 119.74(17) . . ?
C13 C14 C15 120.22(17) . . ?
C14 C15 C10 119.63(15) . . ?
C14 C15 C16 120.38(17) . . ?
C10 C15 C16 119.98(16) . . ?
F11 C16 F12 106.8(2) . . ?
F11 C16 F10 106.07(19) . . ?
F12 C16 F10 106.4(2) . . ?
F11 C16 C15 113.1(2) . . ?
F12 C16 C15 111.79(18) . . ?
F10 C16 C15 112.25(17) . . ?
C21 C20 O2 120.11(13) . . ?
C21 C20 C25 120.94(14) . . ?
O2 C20 C25 118.84(14) . . ?
C20 C21 C22 119.44(16) . . ?
C23 C22 C21 120.55(18) . . ?
C22 C23 C24 120.01(17) . . ?
C23 C24 C25 120.65(18) . . ?
C20 C25 C24 118.41(17) . . ?
C20 C25 C26 120.23(15) . . ?
C24 C25 C26 121.34(16) . . ?
F20 C26 F21 106.51(18) . . ?
F20 C26 F22 106.29(17) . . ?
F21 C26 F22 106.17(15) . . ?
F20 C26 C25 112.82(15) . . ?
F21 C26 C25 112.11(16) . . ?
F22 C26 C25 112.46(17) . . ?
C31 C30 C35 121.19(17) . . ?
C31 C30 O3 120.01(16) . . ?
C35 C30 O3 118.66(18) . . ?
C30 C31 C32 119.6(2) . . ?
C33 C32 C31 119.8(2) . . ?
C32 C33 C34 120.6(2) . . ?
C33 C34 C35 121.2(2) . . ?
C30 C35 C34 117.6(2) . . ?
C30 C35 C36 120.83(17) . . ?
C34 C35 C36 121.6(2) . . ?
F32 C36 F30 106.9(3) . . ?
F32 C36 F31 106.8(2) . . ?
F30 C36 F31 104.7(2) . . ?
F32 C36 C35 112.7(2) . . ?
F30 C36 C35 113.1(2) . . ?
F31 C36 C35 112.1(2) . . ?
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
O1 B1 1.360(2) . ?
O1 C10 1.3837(19) . ?
B1 O3 1.355(2) . ?
B1 O2 1.361(2) . ?
O2 C20 1.3808(17) . ?
O3 C30 1.3899(19) . ?
F10 C16 1.348(3) . ?
C10 C11 1.378(2) . ?
C10 C15 1.384(2) . ?
F11 C16 1.318(3) . ?
C11 C12 1.381(3) . ?
F12 C16 1.333(3) . ?
C12 C13 1.375(3) . ?
C13 C14 1.378(3) . ?
C14 C15 1.384(3) . ?
C15 C16 1.498(3) . ?
F20 C26 1.337(3) . ?
C20 C21 1.378(2) . ?
C20 C25 1.385(2) . ?
F21 C26 1.338(2) . ?
C21 C22 1.383(2) . ?
F22 C26 1.339(2) . ?
C22 C23 1.367(3) . ?
C23 C24 1.375(3) . ?
C24 C25 1.395(2) . ?
C25 C26 1.489(3) . ?
F30 C36 1.343(3) . ?
C30 C31 1.375(3) . ?
C30 C35 1.383(3) . ?
F31 C36 1.345(3) . ?
C31 C32 1.390(3) . ?
F32 C36 1.318(3) . ?
C32 C33 1.358(4) . ?
C33 C34 1.363(4) . ?
C34 C35 1.399(3) . ?
C35 C36 1.481(4) . ?
