Synthesis, structures and catalytic activity of some BINOL based boronates and boronium salts.
Garg, Shipra; Unruh, Daniel K.; Krempner, Clemens; Dalton transactions (Cambridge, England : 2003) 50 (2021) 5044–5049; doi:10.1039/d1dt00842k

data_7706949
_publ_section_title
;
 Synthesis, structures and catalytic activity of some BINOL based
 boronates and boronium salts.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5044
_journal_page_last               5049
_journal_paper_doi               10.1039/d1dt00842k
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C30 H20 B F5 O3, C4 H8 O'
_chemical_formula_sum            'C34 H28 B F5 O4'
_chemical_formula_weight         606.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-01-20
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2021-02-01 deposited with the CCDC.	2021-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6846(2)
_cell_length_b                   11.2757(3)
_cell_length_c                   28.9903(6)
_cell_measurement_reflns_used    6412
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      75.3980
_cell_measurement_theta_min      3.0140
_cell_volume                     2838.87(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -24.00  27.00   0.50   12.00    --  -48.35  19.00  60.00  102
  2  \w    -53.00 -14.00   0.50   30.00    --  -86.25  49.00  41.00   78
  3  \w    -49.00 -14.00   0.50   30.00    --  -86.25  45.00  90.00   70
  4  \w   -120.00 -35.00   0.50   12.00    --  -48.35 -49.00-105.00  170
  5  \w   -120.00 -73.00   0.50   12.00    --  -48.35-125.00-120.00   94
  6  \w   -120.00 -73.00   0.50   12.00    --  -48.35-125.00 -90.00   94
  7  \w   -120.00 -73.00   0.50   12.00    --  -48.35-125.00  30.00   94
  8  \w   -120.00 -33.00   0.50   12.00    --  -48.35 -57.00  30.00  174
  9  \w   -120.00 -33.00   0.50   12.00    --  -48.35 -57.00 120.00  174
 10  \w   -159.00 -83.00   0.50   30.00    --  -86.25 -95.00  33.00  152
 11  \w    101.00 178.00   0.50   30.00    --  107.75  83.00-108.00  154
 12  \w     95.00 178.00   0.50   30.00    --  107.75  49.00  41.00  166
 13  \w     95.00 178.00   0.50   30.00    --  107.75 125.00 -60.00  166
 14  \w     95.00 178.00   0.50   30.00    --  107.75  45.00-150.00  166
 15  \w     35.00  73.00   0.50   30.00    --  107.75 -61.00-150.00   76
 16  \w     35.00 106.00   0.50   30.00    --  107.75 -94.00-120.00  142
 17  \w     35.00 106.00   0.50   30.00    --  107.75 -94.00   0.00  142
 18  \w     35.00  73.00   0.50   30.00    --  107.75 -61.00 120.00   76
 19  \w     35.00 105.00   0.50   30.00    --  107.75 -95.00  33.00  140
 20  \w     35.00  73.00   0.50   30.00    --  107.75 -61.00  30.00   76
 21  \w     35.00  73.00   0.50   30.00    --  107.75 -61.00 150.00   76
 22  \w     35.00  73.00   0.50   30.00    --  107.75 -61.00-120.00   76
 23  \w     35.00  49.50   0.50   30.00    --  107.75 -61.00-180.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0036716000
_diffrn_orient_matrix_UB_12      0.0698974000
_diffrn_orient_matrix_UB_13      -0.0456416000
_diffrn_orient_matrix_UB_21      0.1653549000
_diffrn_orient_matrix_UB_22      -0.0437012000
_diffrn_orient_matrix_UB_23      -0.0089356000
_diffrn_orient_matrix_UB_31      -0.0639981000
_diffrn_orient_matrix_UB_32      -0.1089959000
_diffrn_orient_matrix_UB_33      -0.0257107000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1073
_diffrn_reflns_av_unetI/netI     0.0764
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            25818
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.196
_diffrn_reflns_theta_min         3.049
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.961
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.657
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       needle
_exptl_crystal_F_000             1256
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Tetrahydrofuran'
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.019
_exptl_crystal_size_min          0.018
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.20(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         5188
_refine_ls_number_restraints     226
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0437
_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/[\s^2^(Fo^2^)+(0.0445P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.1009
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3966
_reflns_number_total             5188
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt00842k2.cif
_cod_data_source_block           R-1
_cod_depositor_comments
'Adding full bibliography for 7706949--7706955.cif.'
_cod_database_code               7706949
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C136  H108  B4  F20  O16  '
_chemical_oxdiff_usercomment     'Nick's structure'
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.80(19)
 0.20(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 C31A-C32A = C32A-C33A = C33A-C34A = C31B-C32B = C32B-C33B = C33B-C34B
 1.48317 with sigma of 0.02
 O4A-C31A = O4A-C34A = O4B-C31B = O4B-C34B
 1.44031 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
O4B \\sim C31B \\sim C32B \\sim C33B \\sim C34B \\sim O4A \\sim C31A \\sim C32A
\\sim C33A \\sim C34A: within 2A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 2A
5. Rigid body (RIGU) restrains
 O4B, C31B, C32B, C33B, C34B, O4A, C31A, C32A, C33A, C34A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Sof(O4B)=Sof(C31B)=Sof(H31C)=Sof(H31D)=Sof(C32B)=Sof(H32C)=Sof(H32D)=
 Sof(C33B)=Sof(H33C)=Sof(H33D)=Sof(C34B)=Sof(H34C)=Sof(H34D)=1-FVAR(3)
 Sof(O4A)=Sof(C31A)=Sof(H31A)=Sof(H31B)=Sof(C32A)=Sof(H32A)=Sof(H32B)=
 Sof(C33A)=Sof(H33A)=Sof(H33B)=Sof(C34A)=Sof(H34A)=Sof(H34B)=FVAR(3)
7.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31A(H31A,
 H31B), C32A(H32A,H32B), C33A(H33A,H33B), C34A(H34A,H34B), C31B(H31C,H31D),
 C32B(H32C,H32D), C33B(H33C,H33D), C34B(H34C,H34D)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C15(H15),
 C16(H16), C18(H18), C19(H19)
;
_shelx_res_checksum              53407
_shelx_hkl_checksum              44313
_olex2_date_sample_data_collection 2021-01-19
_olex2_date_sample_submission    2021-01-19
_olex2_exptl_crystal_mounting_method 'Hampton Research 20 micron nylon loop'
_olex2_submission_original_sample_id kre21_02
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.889
_oxdiff_exptl_absorpt_empirical_full_min 0.439