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_7229884
_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         '2(C14 H6 B Cl2 O6), C15 H28 N2, H2 O'
_chemical_formula_sum            'C43 H42 B2 Cl4 N2 O13'
_chemical_formula_weight         958.20
_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                 98.350(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.1841(4)
_cell_length_b                   10.7394(3)
_cell_length_c                   16.5166(7)
_cell_measurement_reflns_used    7107
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      74.6310
_cell_measurement_theta_min      4.2420
_cell_volume                     2138.29(13)
_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      99.9(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    153.00 178.00   1.00   50.00    --  110.57  61.00  90.00   25
  2  \w   -115.00 -15.00   1.00   15.00    --  -40.82 -37.00-120.00  100
  3  \w   -115.00  -7.00   1.00   15.00    --  -40.82 -77.00  60.00  108
  4  \w   -101.00 -70.00   1.00   15.00    --  -40.82 -37.00  90.00   31
  5  \w    -69.00  29.00   1.00   15.00    --  -40.82  57.00-180.00   98
  6  \w    -98.00 -56.00   1.00   15.00    --  -40.82 -77.00 150.00   42
  7  \w    -32.00  -7.00   1.00   15.00    --  -40.82 -77.00 150.00   25
  8  \w     37.00  82.00   1.00   15.00    --   40.82 -99.00 -90.00   45
  9  \w     26.00  80.00   1.00   50.00    --  110.57 -94.00 -60.00   54
 10  \w    103.00 170.00   1.00   50.00    --  110.57 111.00 -90.00   67
 11  \w     83.00 157.00   1.00   50.00    --  110.57  45.00 150.00   74
 12  \w     77.00 103.00   1.00   50.00    --  110.57  77.00  30.00   26
 13  \w    116.00 177.00   1.00   50.00    --  110.57  77.00  30.00   61
 14  \w     61.00  87.00   1.00   50.00    --  110.57 -30.00  30.00   26
 15  \w     81.00 107.00   1.00   50.00    --  110.57  61.00  90.00   26
 16  \w     26.00  74.00   1.00   50.00    --  110.57 -94.00  60.00   48
 17  \w     85.00 128.00   1.00   50.00    --  110.57  30.00 150.00   43
 18  \w    121.00 178.00   1.00   50.00    --  110.57  77.00   0.00   57
 19  \w     80.00 107.00   1.00   50.00    --  110.57  61.00  60.00   27
 20  \w     77.00 103.00   1.00   50.00    --  110.57  77.00  90.00   26
 21  \w     80.00 106.00   1.00   50.00    --  110.57  61.00  30.00   26
 22  \w    101.00 177.00   1.00   50.00    --  110.57 111.00-150.00   76
 23  \w     81.00 107.00   1.00   50.00    --  110.57  61.00 120.00   26
 24  \w     85.00 111.00   1.00   50.00    --  110.57  45.00  30.00   26
 25  \w     77.00 103.00   1.00   50.00    --  110.57  77.00  60.00   26
 26  \w     83.00 108.00   1.00   50.00    --  110.57  45.00  60.00   25
 27  \w     78.00 104.00   1.00   50.00    --  110.57  77.00 120.00   26
 28  \w     84.00 112.00   1.00   50.00    --  110.57  45.00 120.00   28
 29  \w     34.00  75.00   1.00   50.00    --  110.57 -30.00 120.00   41
 30  \w     77.00 102.00   1.00   50.00    --  110.57  77.00   0.00   25
 31  \w     50.00  85.00   1.00   50.00    --  110.57-111.00-120.00   35
 32  \w     80.00 106.00   1.00   50.00    --  110.57  61.00   0.00   26
 33  \w     82.00 171.00   1.00   50.00    --  110.57  56.00  76.41   89
 34  \w     84.00 131.00   1.00   50.00    --  110.57  36.00  48.24   47
;
_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      0.0133977000
_diffrn_orient_matrix_UB_12      0.0138285000
_diffrn_orient_matrix_UB_13      0.0937380000
_diffrn_orient_matrix_UB_21      0.1121407000
_diffrn_orient_matrix_UB_22      0.0660309000
_diffrn_orient_matrix_UB_23      -0.0009225000
_diffrn_orient_matrix_UB_31      -0.0597018000
_diffrn_orient_matrix_UB_32      0.1266719000
_diffrn_orient_matrix_UB_33      -0.0097415000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13467
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.499
_diffrn_reflns_theta_min         4.229
_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    3.108
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52546
_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    1.488
_exptl_crystal_description       needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.019(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     594
_refine_ls_number_reflns         13467
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0520
_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^)+(0.0980P)^2^+1.1200P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1421
_refine_ls_wR_factor_ref         0.1445
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                12273
_reflns_number_total             13467
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.6394\% 
 around [0.01 0.00 1.00] (reciprocal) or [0.21 0.00 0.98] (direct)
;
_cod_data_source_file            c7ra11997f2.cif
_cod_data_source_block           gem39cult
_cod_database_code               7229884
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'N2 B2 O12 C28 Cl4'
_shelx_estimated_absorpt_t_max   0.940
_shelx_estimated_absorpt_t_min   0.409
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.3898(14)
 0.6102(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 O1W-H1WA \\sim O1W-H1WB
 with sigma of 0.02
4.a Ternary CH refined with riding coordinates:
 C35(H35), C37(H37), C39(H39), C41(H41)
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), C42(H42A,H42B), C43(H43A,H43B),
 C44(H44A,H44B), C45(H45A,H45B)
4.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C16(H16A), C23(H23), C24(H24), C26(H26), C13A(H13A),
 C14A(H14A), C16A(H16B), C23A(H23A), C24A(H24A), C26A(H26A)
;
_shelx_res_checksum              26958
_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 2.587
_oxdiff_exptl_absorpt_empirical_full_min 0.531
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2