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_7229883
_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         'C14 H8 B O6, C16 H36 N'
_chemical_formula_sum            'C30 H44 B N O6'
_chemical_formula_weight         525.47
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-10-20
_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                 110.1708(19)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.49961(15)
_cell_length_b                   13.42524(18)
_cell_length_c                   12.0837(2)
_cell_measurement_reflns_used    9687
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.3900
_cell_measurement_theta_min      3.8890
_cell_volume                     1446.57(4)
_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      100.00(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 0.996
_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     80.00 106.00   1.00    8.00    --  110.57  61.00 150.00   26
  2  \w     19.00  58.00   1.00    2.00    --   40.57  37.00  60.00   39
  3  \w     90.00 116.00   1.00    2.00    --   40.57  77.00  90.00   26
  4  \w     81.00 168.00   1.00    8.00    --  110.57  61.00 120.00   87
  5  \w    141.00 167.00   1.00    8.00    --  110.57  77.00  90.00   26
  6  \w    119.00 177.00   1.00    8.00    --  110.57  77.00 -30.00   58
  7  \w    116.00 142.00   1.00    8.00    --  110.57  59.00-157.19   26
  8  \w     83.00 109.00   1.00    8.00    --  110.57  62.00-171.81   26
  9  \w     81.00 109.00   1.00    8.00    --  110.57  59.00-157.19   28
 10  \w     80.00 115.00   1.00    8.00    --  110.57  62.00-128.15   35
 11  \w     80.00 107.00   1.00    8.00    --  110.57  61.00 -60.00   27
 12  \w     82.00 178.00   1.00    8.00    --  110.57  61.00 -90.00   96
 13  \w     80.00 111.00   1.00    8.00    --  110.57  61.00  60.00   31
 14  \w     78.00 105.00   1.00    8.00    --  110.57  77.00   0.00   27
 15  \w     77.00 103.00   1.00    8.00    --  110.57  77.00 -30.00   26
 16  \w     83.00 114.00   1.00    8.00    --  110.57  61.00   0.00   31
 17  \w     80.00 126.00   1.00    8.00    --  110.57  61.00  30.00   46
 18  \w     80.00 106.00   1.00    8.00    --  110.57  61.00  90.00   26
 19  \w     81.00 175.00   1.00    8.00    --  110.57  58.00  74.14   94
 20  \w     77.00 178.00   1.00    8.00    --  110.57  77.00 150.00  101
 21  \w     82.00 108.00   1.00    8.00    --  110.57  61.00 -30.00   26
 22  \w     82.00 147.00   1.00    8.00    --  110.57  59.00  15.18   65
 23  \w     77.00 103.00   1.00    8.00    --  110.57  77.00  90.00   26
 24  \w     77.00 103.00   1.00    8.00    --  110.57  77.00 120.00   26
 25  \w     77.00 166.00   1.00    8.00    --  110.57  77.00  30.00   89
 26  \w     78.00 174.00   1.00    8.00    --  110.57  70.00-153.53   96
 27  \w     77.00 103.00   1.00    8.00    --  110.57  75.00-130.40   26
 28  \w     77.00 103.00   1.00    8.00    --  110.57  77.00 -90.00   26
 29  \w     77.00 161.00   1.00    8.00    --  110.57  77.00 -60.00   84
 30  \w     77.00 175.00   1.00    8.00    --  110.57  77.00-120.00   98
 31  \w     80.00 106.00   1.00    8.00    --  110.57  61.00-180.00   26
 32  \w     21.00  66.00   1.00    2.00    --   40.57  57.00 -90.00   45
 33  \w     15.00  56.00   1.00    2.00    --   40.57  77.00   0.00   41
 34  \w      7.00 104.00   1.00    2.00    --   40.57  77.00 -60.00   97
 35  \w     11.00  52.00   1.00    2.00    --   40.57  57.00-180.00   41
 36  \w     10.00 112.00   1.00    2.00    --   40.57  77.00-180.00  102
 37  \w     33.00  86.00   1.00    8.00    --  110.57 -94.00 -60.00   53
 38  \w     51.00 122.00   1.00    8.00    --  110.57-125.00  30.00   71
 39  \w     82.00 108.00   1.00    8.00    --  110.57 -94.00 150.00   26
 40  \w     58.00 144.00   1.00    8.00    --  110.57 -77.00  60.00   86
 41  \w     33.00  98.00   1.00    2.00    --   40.57-125.00 -90.00   65
 42  \w     26.00  97.00   1.00    8.00    --  110.57 -94.00-120.00   71
 43  \w     29.00 103.00   1.00    8.00    --  110.57 -94.00  60.00   74
 44  \w     29.00  54.00   1.00    8.00    --  110.57 -94.00 150.00   25
 45  \w      7.00  79.00   1.00    2.00    --   40.57  77.00  90.00   72
 46  \w    -35.00  -9.00   1.00    2.00    --  -40.57 -77.00  90.00   26
 47  \w    -63.00  32.00   1.00    2.00    --  -40.57  57.00  90.00   95
 48  \w    -70.00   9.00   1.00    2.00    --  -40.57  57.00   0.00   79
 49  \w    -67.00  30.00   1.00    2.00    --  -40.57  57.00-150.00   97
 50  \w   -119.00 -56.00   1.00    2.00    --  -40.57 -77.00  90.00   63
;
_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      0.1222214000
_diffrn_orient_matrix_UB_12      -0.0811002000
_diffrn_orient_matrix_UB_13      0.0307505000
_diffrn_orient_matrix_UB_21      0.1095257000
_diffrn_orient_matrix_UB_22      0.0714820000
_diffrn_orient_matrix_UB_23      0.0880284000
_diffrn_orient_matrix_UB_31      -0.0538631000
_diffrn_orient_matrix_UB_32      -0.0384048000
_diffrn_orient_matrix_UB_33      0.0987985000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21361
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.500
_diffrn_reflns_theta_min         3.897
_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    0.659
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97320
_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    1.206
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.120
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details
;
 Flack x determined using 2232 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5194
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0277
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0338P)^2^+0.0761P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0631
_refine_ls_wR_factor_ref         0.0643
_reflns_Friedel_coverage         0.907
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                4937
_reflns_number_total             5194
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra11997f2.cif
_cod_data_source_block           lawr111b
_cod_original_cell_volume        1446.58(4)
_cod_database_code               7229883
_shelx_shelxl_version_number     2014/7
_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 Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B),
 C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B), C35(H35A,H35B), C36(H36A,H36B),
  C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C23(H23), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C8(H8A,H8B,H8C), C34(H34A,H34B,H34C), C38(H38A,H38B,H38C)
;
_shelx_res_checksum              67045
_olex2_date_sample_data_collection 2017-08-15
_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 1.074
_oxdiff_exptl_absorpt_empirical_full_min 0.955