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_7229887
_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, C15 H27 N2'
_chemical_formula_sum            'C29 H35 B N2 O6'
_chemical_formula_weight         518.40
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.70439(17)
_cell_length_b                   11.96490(18)
_cell_length_c                   18.9233(2)
_cell_measurement_reflns_used    7803
_cell_measurement_temperature    281(12)
_cell_measurement_theta_max      75.4890
_cell_measurement_theta_min      4.3660
_cell_volume                     2650.05(6)
_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      air
_diffrn_ambient_temperature      281(12)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_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     57.00 138.00   1.00   15.00    --  110.57 -77.00-150.00   81
  2  \w    -26.00  74.00   1.00    5.00    --   40.57 -77.00-120.00  100
  3  \w    -62.00  25.00   1.00    5.00    --  -40.57  57.00 150.00   87
  4  \w   -115.00 -12.00   1.00    5.00    --  -40.57 -57.00   0.00  103
  5  \w    108.00 141.00   1.00   15.00    --  110.57 -30.00 -90.00   33
  6  \w     87.00 170.00   1.00   15.00    --  110.57  45.00 -90.00   83
  7  \w    101.00 178.00   1.00   15.00    --  110.57 125.00-150.00   77
  8  \w     82.00 177.00   1.00   15.00    --  110.57  30.00-180.00   95
  9  \w     86.00 133.00   1.00   15.00    --  110.57 -45.00-180.00   47
 10  \w     85.00 121.00   1.00   15.00    --  110.57-125.00-150.00   36
 11  \w     40.00  67.00   1.00   15.00    --  110.57 -45.00-180.00   27
 12  \w     34.00  71.00   1.00   15.00    --  110.57 -30.00 -90.00   37
 13  \w     36.00 122.00   1.00   15.00    --  110.57-125.00  60.00   86
 14  \w     40.00 138.00   1.00   15.00    --  110.57 -61.00  90.00   98
;
_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      -0.1223332000
_diffrn_orient_matrix_UB_12      -0.0009641000
_diffrn_orient_matrix_UB_13      0.0300509000
_diffrn_orient_matrix_UB_21      0.0063374000
_diffrn_orient_matrix_UB_22      0.1273983000
_diffrn_orient_matrix_UB_23      0.0113059000
_diffrn_orient_matrix_UB_31      -0.0481797000
_diffrn_orient_matrix_UB_32      0.0188048000
_diffrn_orient_matrix_UB_33      -0.0747885000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14561
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.486
_diffrn_reflns_theta_min         4.372
_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    0.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84657
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_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         0.110
_refine_diff_density_min         -0.099
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details
;
 Flack x determined using 1827 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         4763
_refine_ls_number_restraints     213
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0285
_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^)+(0.0490P)^2^+0.0770P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0770
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4437
_reflns_number_total             4763
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra11997f2.cif
_cod_data_source_block           lawr13curt3
_cod_original_cell_volume        2650.06(6)
_cod_database_code               7229887
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.93
_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. Rigid body (RIGU) restrains
 C31, C32A, C33, C34, C35A, C36A, C37A, C38A, C39A, C40A, C41A, C42A, C43A,
 C44A, C45A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.002
 N1, N16, C31A, C32, C33A, C34A, C35, C36, C37, C38, C39, C40, C41, C42, C43,
 C44, C45
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.002
3. Others
 Fixed Sof: C31(0.5) H31A(0.5) H31B(0.5) C31A(0.5) H31C(0.5) H31D(0.5)
 C32(0.5) H32A(0.5) H32B(0.5) C32A(0.5) H32C(0.5) H32D(0.5) C33(0.5) H33A(0.5)
 H33B(0.5) C33A(0.5) H33C(0.5) H33D(0.5) C34(0.5) H34A(0.5) H34B(0.5) C34A(0.5)
 H34C(0.5) H34D(0.5) C35(0.5) H35(0.5) C35A(0.5) H35A(0.5) C36(0.5) H36A(0.5)
 H36B(0.5) C36A(0.5) H36C(0.5) H36D(0.5) C37(0.5) H37(0.5) C37A(0.5) H37A(0.5)
 C38(0.5) H38A(0.5) H38B(0.5) C38A(0.5) H38C(0.5) H38D(0.5) C39(0.5) H39(0.5)
 C39A(0.5) H39A(0.5) C40(0.5) H40A(0.5) H40B(0.5) C40A(0.5) H40C(0.5) H40D(0.5)
 C41(0.5) H41A(0.5) H41B(0.5) C41A(0.5) H41C(0.5) H41D(0.5) C42(0.5) H42A(0.5)
 H42B(0.5) C42A(0.5) H42C(0.5) H42D(0.5) C43(0.5) H43A(0.5) H43B(0.5) C43A(0.5)
 H43C(0.5) H43D(0.5) C44(0.5) H44A(0.5) H44B(0.5) C44A(0.5) H44C(0.5) H44D(0.5)
 C45(0.5) H45(0.5) C45A(0.5) H45A(0.5)
4.a Ternary CH refined with riding coordinates:
 C35(H35), C35A(H35A), C37(H37), C37A(H37A), C39(H39), C39A(H39A), C45(H45),
 C45A(H45A)
4.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C31A(H31C,H31D), C32(H32A,H32B), C32A(H32C,H32D), C33(H33A,
 H33B), C33A(H33C,H33D), C34(H34A,H34B), C34A(H34C,H34D), C36(H36A,H36B),
 C36A(H36C,H36D), C38(H38A,H38B), C38A(H38C,H38D), C40(H40A,H40B), C40A(H40C,
 H40D), C41(H41A,H41B), C41A(H41C,H41D), C42(H42A,H42B), C42A(H42C,H42D),
 C43(H43A,H43B), C43A(H43C,H43D), C44(H44A,H44B), C44A(H44C,H44D)
4.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C16(H16), C23(H23), C24(H24), C25(H25), C26(H26)
;
_shelx_res_checksum              29950
_olex2_date_sample_data_collection 2017-10-11
_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 1.230
_oxdiff_exptl_absorpt_empirical_full_min 0.891