A chiral spiroborate anion from diphenyl-l-tartramide [B{l-Tar(NHPh)2}2]−applied to some challenging resolutions
Wong, Lawrence W.-Y.; Tam, Gemma S.-S.; Chen, Xiaoyan; So, Frederick T.-K.; Soecipto, Aristyo; Sheong, Fu Kit; Sung, Herman H.-Y.; Lin, Zhenyang; Williams, Ian D.; CrystEngComm 20 (2018) 4831–; doi:10.1039/C8CE00855H

data_7231136
_publ_section_title
;
 A chiral spiroborate anion from diphenyl-l-tartramide
 [B{l-Tar(NHPh)2}2]&#x2212;applied to some challenging resolutions
;
_journal_issue                   33
_journal_name_full               CrystEngComm
_journal_page_first              4831
_journal_paper_doi               10.1039/C8CE00855H
_journal_volume                  20
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C16 H14 B0.5 N2 O4), 2(H2 N0.5)'
_chemical_formula_sum            'C32 H32 B N5 O8'
_chemical_formula_weight         625.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-05-21
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_audit_update_record
;
2018-05-22 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.965(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.9663(9)
_cell_length_b                   13.3119(4)
_cell_length_c                   7.0955(3)
_cell_measurement_reflns_used    3690
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.0130
_cell_measurement_theta_min      5.3590
_cell_volume                     2917.91(17)
_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      100.01(10)
_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 0.988
_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     57.00 140.00   1.00   45.00    --  110.57 -77.00  60.00   83
  2  \w    -86.00  13.00   1.00   18.00    --  -40.20  19.00  90.00   99
  3  \w    -95.00  -2.00   1.00   18.00    --  -40.20 125.00  60.00   93
  4  \w   -100.00 -22.00   1.00   18.00    --  -40.20 -37.00-120.00   78
  5  \w   -122.00   6.00   1.00   18.00    --  -40.20 -19.00  30.00  128
  6  \w     99.00 176.00   1.00   45.00    --  110.57  61.00  30.00   77
  7  \w     83.00 178.00   1.00   45.00    --  110.57  45.00  90.00   95
  8  \w     36.00 119.00   1.00   45.00    --  110.57 -45.00   0.00   83
  9  \w     33.00 115.00   1.00   45.00    --  110.57-111.00  30.00   82
 10  \w     77.00 178.00   1.00   45.00    --  110.57  77.00 -90.00  101
 11  \w     28.00 172.00   1.00   45.00    --  110.57 -15.00 -90.00  144
;
_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      0.0203673000
_diffrn_orient_matrix_UB_12      0.0271677000
_diffrn_orient_matrix_UB_13      0.1978124000
_diffrn_orient_matrix_UB_21      -0.0265454000
_diffrn_orient_matrix_UB_22      0.0979498000
_diffrn_orient_matrix_UB_23      -0.0034425000
_diffrn_orient_matrix_UB_31      -0.0369712000
_diffrn_orient_matrix_UB_32      -0.0552735000
_diffrn_orient_matrix_UB_33      0.0908602000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8914
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         75.735
_diffrn_reflns_theta_min         3.615
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87260
_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    1.424
_exptl_crystal_description       needle
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.09(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     422
_refine_ls_number_reflns         8914
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0425
_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^)+(0.0751P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1147
_refine_ls_wR_factor_ref         0.1170
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                7836
_reflns_number_total             8914
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by -179.9842\% 
 around [-0.29 -0.00 0.96] (reciprocal) or [-0.00 -0.00 1.00] (direct)
;
_cod_data_source_file            c8ce00855h2.cif
_cod_data_source_block           gem57d_twin1_hklf5
_cod_depositor_comments
'Adding full bibliography for 7231133--7231140.cif.'
_cod_original_cell_volume        2917.92(17)
_cod_database_code               7231136
_shelxl_version_number           2014-3
_chemical_oxdiff_formula         'C20 N2 O6'
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.919
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.4990(14)
 0.5010(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3.a Riding coordinates:
 N2(H2A,H2B), N1(H1A,H1B)
3.b Ternary CH refined with riding coordinates:
 C12(H12), C13(H13), C22(H22), C23(H23)
3.c Aromatic/amide H refined with riding coordinates:
 N11(H11), N14(H14), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36),
 C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), N21(H21), N24(H24), C52(H52),
  C53(H53), C54(H54), C55(H55), C56(H56), C62(H62), C63(H63), C64(H64),
 C65(H65), C66(H66)
;
_shelx_res_checksum              32280
_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 1.508
_oxdiff_exptl_absorpt_empirical_full_min 0.697
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2