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_7229885
_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         'C15 H27 N2, C14 H8 B O6'
_chemical_formula_sum            'C29 H35 B N2 O6'
_chemical_formula_weight         518.40
_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     direct
_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                 95.040(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5542(4)
_cell_length_b                   18.7836(5)
_cell_length_c                   11.9810(4)
_cell_measurement_reflns_used    8309
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.0830
_cell_measurement_theta_min      3.8200
_cell_volume                     2590.18(14)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_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     67.00 107.00   1.00    8.00    --  110.57 -94.00 150.00   40
  2  \w     26.00 104.00   1.00    8.00    --  110.57 -94.00  60.00   78
  3  \w     46.00  94.00   1.00    8.00    --  110.57-111.00 -30.00   48
  4  \w     68.00  95.00   1.00    2.00    --   40.20-125.00 -60.00   27
  5  \w     83.00 177.00   1.00    8.00    --  110.57  30.00-150.00   94
  6  \w    142.00 169.00   1.00    8.00    --  110.57  61.00-150.00   27
  7  \w    139.00 165.00   1.00    8.00    --  110.57  54.00-131.56   26
  8  \w    100.00 169.00   1.00    8.00    --  110.57 111.00 -30.00   69
  9  \w    100.00 171.00   1.00    8.00    --  110.57 111.00  90.00   71
 10  \w    148.00 178.00   1.00    8.00    --  110.57  76.00 139.27   30
 11  \w    138.00 177.00   1.00    8.00    --  110.57  61.00 120.00   39
 12  \w    101.00 168.00   1.00    8.00    --  110.57 111.00  30.00   67
 13  \w     82.00 108.00   1.00    8.00    --  110.57  54.00-131.56   26
 14  \w     80.00 106.00   1.00    8.00    --  110.57  61.00-120.00   26
 15  \w     84.00 109.00   1.00    8.00    --  110.57  45.00-150.00   25
 16  \w     83.00 164.00   1.00    8.00    --  110.57  45.00-180.00   81
 17  \w     85.00 111.00   1.00    8.00    --  110.57  30.00-120.00   26
 18  \w     78.00 104.00   1.00    8.00    --  110.57  72.00-118.17   26
 19  \w     82.00 109.00   1.00    8.00    --  110.57  61.00 -90.00   27
 20  \w     83.00 178.00   1.00    8.00    --  110.57  45.00 -90.00   95
 21  \w     80.00 106.00   1.00    8.00    --  110.57  61.00-180.00   26
 22  \w     78.00 103.00   1.00    8.00    --  110.57  77.00-150.00   25
 23  \w     77.00 103.00   1.00    8.00    --  110.57  77.00-180.00   26
 24  \w     80.00 106.00   1.00    8.00    --  110.57  61.00-150.00   26
 25  \w     78.00 105.00   1.00    8.00    --  110.57  72.00-130.85   27
 26  \w     77.00 103.00   1.00    8.00    --  110.57  77.00-120.00   26
 27  \w     81.00 139.00   1.00    8.00    --  110.57  30.00 -90.00   58
 28  \w     43.00  70.00   1.00    2.00    --   40.20  37.00-150.00   27
 29  \w     46.00  73.00   1.00    2.00    --   40.20  77.00-180.00   27
 30  \w     32.00  70.00   1.00    2.00    --   40.20  37.00-120.00   38
 31  \w     13.00  81.00   1.00    2.00    --   40.20  57.00-120.00   68
 32  \w      8.00  48.00   1.00    2.00    --   40.20  77.00-150.00   40
 33  \w    -69.00  33.00   1.00    2.00    --  -40.20  57.00 -60.00  102
 34  \w     83.00 110.00   1.00    8.00    --  110.57  45.00 150.00   27
 35  \w     77.00 103.00   1.00    8.00    --  110.57  77.00 150.00   26
 36  \w     81.00 106.00   1.00    8.00    --  110.57  61.00 120.00   25
 37  \w     80.00 107.00   1.00    8.00    --  110.57  61.00 150.00   27
 38  \w     80.00 106.00   1.00    8.00    --  110.57  63.00 135.74   26
 39  \w     77.00 103.00   1.00    8.00    --  110.57  76.00 139.27   26
 40  \w     55.00  82.00   1.00    2.00    --   40.20  57.00 150.00   27
 41  \w    -70.00  31.00   1.00    2.00    --  -40.20  57.00  60.00  101
 42  \w   -110.00 -17.00   1.00    2.00    --  -40.20 -57.00 -90.00   93
;
_diffrn_measurement_device       'kappa 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      -0.1243712000
_diffrn_orient_matrix_UB_12      -0.0301135000
_diffrn_orient_matrix_UB_13      -0.0052686000
_diffrn_orient_matrix_UB_21      0.0148059000
_diffrn_orient_matrix_UB_22      -0.0142589000
_diffrn_orient_matrix_UB_23      0.1270629000
_diffrn_orient_matrix_UB_31      -0.0470188000
_diffrn_orient_matrix_UB_32      0.0749999000
_diffrn_orient_matrix_UB_33      0.0219771000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14696
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.473
_diffrn_reflns_theta_min         3.704
_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    0.748
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86682
_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    1.329
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Flack x determined using 3886 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(8)
_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     694
_refine_ls_number_reflns         14696
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0305
_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^)+(0.0570P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0826
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                13505
_reflns_number_total             14696
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9885\% 
 around [1.00 0.00 -0.09] (reciprocal) or [1.00 0.00 0.00] (direct)
;
_cod_data_source_file            c7ra11997f2.cif
_cod_data_source_block           lawr13cult3
_cod_database_code               7229885
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C11 H10 N O'
_shelx_estimated_absorpt_t_max   0.929
_shelx_estimated_absorpt_t_min   0.929
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5372(7)
 0.4628(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Ternary CH refined with riding coordinates:
 C35(H35), C37(H37), C39(H39), C45(H45), C35A(H35A), C37A(H37A), C39A(H39A),
 C45A(H45A)
3.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),
 C41A(H41C,H41D), C42A(H42C,H42D), C43A(H43C,H43D), C44A(H44C,H44D)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C23(H23), C24(H24), C25(H25),
 C26(H26), C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A), C23A(H23A),
 C24A(H24A), C25A(H25A), C26A(H26A)
;
_shelx_res_checksum              72961
_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 1.686
_oxdiff_exptl_absorpt_empirical_full_min 0.851
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2