Isolation and enantiostability of the B-chiral bis(salicylato)borate anions [BR(Sal)2] and [BS(Sal)2]
Wong, Lawrence W.-Y.; Au Yeung, Alex S.-F.; Tam, Gemma S.-S.; Kan, Jack W.-H.; Sung, Herman H.-Y.; Sheong, Fu Kit; Lin, Zhenyang; Williams, Ian D.; RSC Advances 8 (2018) 1451–; doi:10.1039/C7RA11997F

data_7229886
_publ_section_title
;
 Isolation and enantiostability of the B-chiral bis(salicylato)borate
 anions [BR(Sal)2] and [BS(Sal)2]
;
_journal_issue                   3
_journal_name_full               'RSC Advances'
_journal_page_first              1451
_journal_paper_doi               10.1039/C7RA11997F
_journal_volume                  8
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         '4(C14 H8 B O6), 2(C15 H28 N2)'
_chemical_formula_sum            'C86 H88 B4 N4 O24'
_chemical_formula_weight         1604.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2017-10-23
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-10-24 deposited with the CCDC.
2017-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.4770(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.29380(10)
_cell_length_b                   19.4089(2)
_cell_length_c                   16.2958(2)
_cell_measurement_reflns_used    15853
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.5880
_cell_measurement_theta_min      3.5120
_cell_volume                     3888.19(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_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     33.00 108.00   1.00   12.00    --  110.57 -94.00-150.00   75
  2  \w    -65.00  34.00   1.00    2.00    --  -40.57  37.00  60.00   99
  3  \w      1.00  74.00   1.00    2.00    --   40.57 -99.00 -60.00   73
  4  \w     36.00 136.00   1.00   12.00    --  110.57 -30.00 -30.00  100
  5  \w     98.00 175.00   1.00   12.00    --  110.57  45.00 -30.00   77
  6  \w    116.00 175.00   1.00   12.00    --  110.57 125.00 -90.00   59
  7  \w     85.00 176.00   1.00   12.00    --  110.57  45.00 150.00   91
  8  \w     49.00 122.00   1.00   12.00    --  110.57-125.00 150.00   73
  9  \w     43.00 141.00   1.00   12.00    --  110.57 -30.00 150.00   98
 10  \w     32.00 136.00   1.00   12.00    --  110.57 -77.00 -60.00  104
 11  \w    -86.00  -2.00   1.00    2.00    --  -40.57 125.00  60.00   84
 12  \w   -113.00 -13.00   1.00    2.00    --  -40.57 -57.00 -90.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0644104000
_diffrn_orient_matrix_UB_12      0.0680620000
_diffrn_orient_matrix_UB_13      -0.0015061000
_diffrn_orient_matrix_UB_21      -0.1072351000
_diffrn_orient_matrix_UB_22      -0.0408367000
_diffrn_orient_matrix_UB_23      -0.0054009000
_diffrn_orient_matrix_UB_31      -0.0058721000
_diffrn_orient_matrix_UB_32      -0.0012448000
_diffrn_orient_matrix_UB_33      0.0944307000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22164
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.497
_diffrn_reflns_theta_min         3.542
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       block
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 5965 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.20(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1159
_refine_ls_number_reflns         13854
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0490
_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^)+(0.0630P)^2^+1.9500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1278
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.978
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                13500
_reflns_number_total             13854
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra11997f2.cif
_cod_data_source_block           lawr12f
_cod_database_code               7229886
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.853
_shelx_estimated_absorpt_t_min   0.735
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C25C-C24C \\sim C24C-C23C
 with sigma of 0.02
 C22C-C21C \\sim C26C-C21C
 with sigma of 0.02
3. Others
 Fixed Sof: O12B(0.7) O12D(0.3) O20B(0.7) O20D(0.3) O21B(0.7) O21D(0.3)
 O22B(0.7) O22D(0.3) C12B(0.7) C12D(0.3) C13B(0.7) H13B(0.7) C13D(0.3)
 H13D(0.3) H14B(0.7) H14A(0.3) C20B(0.7) C20D(0.3) C21B(0.7) C21D(0.3)
 C22B(0.7) C22D(0.3) C23B(0.7) H23B(0.7) C23D(0.3) H23D(0.3) C24B(0.7)
 H24B(0.7) C24D(0.3) H24D(0.3) C25B(0.7) H25B(0.7) C25D(0.3) H25D(0.3)
 C26B(0.7) H26B(0.7) C26D(0.3) H26D(0.3) O12C(0.9) O12E(0.1) O20C(0.85)
 O20E(0.15) O21C(0.85) O21E(0.15) O22C(0.85) O22E(0.15) C10H(0.15) C12C(0.9)
 C12E(0.1) C13C(0.9) H13C(0.9) C13E(0.1) H13E(0.1) H14C(0.9) H14D(0.1)
 C20C(0.85)
4.a Ternary CH refined with riding coordinates:
 C35(H35), C37(H37), C39(H39), C45(H45), C35A(H35A), C37A(H37A), C39A(H39A),
 C41A(H41C)
4.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C36(H36A,
 H36B), C38(H38A,H38B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B),
 C43(H43A,H43B), C44(H44A,H44B), C31A(H31C,H31D), C32A(H32C,H32D), C33A(H33C,
 H33D), C34A(H34C,H34D), C36A(H36C,H36D), C38A(H38C,H38D), C40A(H40C,H40D),
 C42A(H42C,H42D), C43A(H43C,H43D), C44A(H44C,H44D), C45A(H45A,H45B)
4.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16D), C23(H23), C24(H24), C25(H25),
 C26(H26), C13A(H13A), C14A(H14E), C15A(H15A), C16A(H16E), C23A(H23A),
 C24A(H24A), C25A(H25A), C26A(H26A), C13B(H13B), C13D(H13D), C14B(H14B),
 C14B(H14A), C15B(H15B), C16B(H16B), C23B(H23B), C23D(H23D), C24B(H24B),
 C24D(H24D), C25B(H25B), C25D(H25D), C26B(H26B), C26D(H26D), C13C(H13C),
 C13E(H13E), C14C(H14C), C14C(H14D), C15C(H15C), C16C(H16C), C23C(H23C),
 C24C(H24C), C25C(H25C), C26C(H26C)
;
_shelx_res_checksum              86791
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.539
_oxdiff_exptl_absorpt_empirical_full_min 0.829