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_7229882
_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         'C20 H25 N2 O2, C14 H8 B O6'
_chemical_formula_sum            'C34 H33 B N2 O8'
_chemical_formula_weight         608.43
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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                89.020(3)
_cell_angle_beta                 76.831(3)
_cell_angle_gamma                65.860(4)
_cell_formula_units_Z            1
_cell_length_a                   7.9518(3)
_cell_length_b                   9.5337(5)
_cell_length_c                   10.5702(3)
_cell_measurement_reflns_used    8405
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      75.3010
_cell_measurement_theta_min      5.1010
_cell_volume                     709.41(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      99.9(2)
_diffrn_detector_area_resol_mean 10.3587
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega   39.00   96.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000    0.0000 57

  2 omega   44.00   86.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       76.0000   74.0000  -31.2443 42

  3 omega  -31.00   -1.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -19.0000  -30.0000 30

  4 omega  -89.00  -62.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -77.0000   60.0000 27

  5 omega  -34.00   -8.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -77.0000   60.0000 26

  6 omega -120.00  -36.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -19.0000  -30.0000 84

  7 omega  -61.00  -12.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -57.0000 -180.0000 49

  8 omega  -95.00  -64.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -57.0000  -90.0000 31

  9 omega  -50.00  -13.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453  -57.0000  -90.0000 37

 10 omega  -67.00   31.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9453   57.0000   30.0000 98

 11 omega  -33.00   49.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9453  -57.0000 -120.0000 82

 12 omega   25.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9453 -125.0000 -180.0000 66

 13 omega    6.00   31.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   90.0000   83.6869 25

 14 omega   13.00   38.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   82.0000 -124.5539 25

 15 omega   17.00   42.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000  -55.1837 25

 16 omega   17.00   42.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000    1.4088 25

 17 omega   22.00   47.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   78.0000   90.7109 25

 18 omega  103.00  129.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   75.0000  -46.5481 26

 19 omega   27.00   54.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   75.0000  -46.5481 27

 20 omega   27.00   71.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   77.0000   38.2611 44

 21 omega   30.00  108.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000  122.9253 78

 22 omega   39.00   73.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   55.0000  117.1272 34

 23 omega   41.00   75.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   72.0000  -82.1659 34

 24 omega   35.00   62.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   75.0000  162.0478 27

 25 omega   76.00  147.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000 -122.6322 71

 26 omega   34.00   68.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000 -122.6322 34

 27 omega   38.00   83.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000  175.5848 45

 28 omega   80.00  152.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000   60.0000 72

 29 omega   82.00  148.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000  -90.0000 66

 30 omega   77.00  175.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000  150.0000 98

 31 omega   35.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703 -111.0000    0.0000 74

 32 omega   26.00  103.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000 -180.0000 77

 33 omega   77.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000  -30.0000 100

 34 omega   77.00  142.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000   30.0000 65

 35 omega   80.00  107.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000   90.0000 27

 36 omega   77.00  147.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000  -60.0000 70

 37 omega   53.00  101.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000   30.0000 48

 38 omega   83.00  143.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000    0.0000 60

 39 omega   79.00  105.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000    0.0000 26

 40 omega   36.00   98.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000 -180.0000 62

 41 omega   59.00  145.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  178.0000   30.0000 86

 42 omega   82.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000 -120.0000 26

 43 omega   77.00  164.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000  120.0000 87

 44 omega  113.00  165.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000 -180.0000 52

 45 omega   78.00  119.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000   90.0000 41

 46 omega   77.00  103.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000 -150.0000 26

 47 omega   79.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   77.0000 -180.0000 30

 48 omega   81.00  107.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000  -60.0000 26

 49 omega   32.00  112.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703 -111.0000  150.0000 80

 50 omega   89.00  148.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   61.0000 -120.0000 59
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1596728000
_diffrn_orient_matrix_UB_12      0.0777719000
_diffrn_orient_matrix_UB_13      -0.0711445000
_diffrn_orient_matrix_UB_21      -0.1402787000
_diffrn_orient_matrix_UB_22      0.0784305000
_diffrn_orient_matrix_UB_23      0.1311291000
_diffrn_orient_matrix_UB_31      0.0519970000
_diffrn_orient_matrix_UB_32      0.1392398000
_diffrn_orient_matrix_UB_33      -0.0177098000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10175
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.491
_diffrn_reflns_theta_min         4.312
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.831
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00278
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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    1.424
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 2129 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         4775
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0252
_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^)+(0.0470P)^2^+0.0670P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0664
_reflns_Friedel_coverage         0.865
_reflns_Friedel_fraction_full    0.864
_reflns_Friedel_fraction_max     0.864
_reflns_number_gt                4716
_reflns_number_total             4775
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra11997f2.cif
_cod_data_source_block           alex316a
_cod_database_code               7229882
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'N2C10 H10 B Ph2 O6'
_reflns_odcompleteness_completeness 100.00
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C40(H40), C41(H41), C43(H43), C47(H47)
2.b Secondary CH2 refined with riding coordinates:
 C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B)
2.c Aromatic/amide H refined with riding coordinates:
 C31(H31), C32(H32), C35(H35), C37(H37), C38(H38), C48(H48), C13(H13),
 C14(H14), C15(H15), C16(H16), C23(H23), C24(H24), C25(H25), C26(H26)
2.d X=CH2 refined with riding coordinates:
 C49(H49A,H49B)
2.e Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C)
;
_shelx_res_checksum              83288
_olex2_submission_special_instructions 'No special instructions were received'