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_7231140
_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         'C32 H28 B N4 O8, C5 H14 N'
_chemical_formula_sum            'C37 H42 B N5 O8'
_chemical_formula_weight         695.56
_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     dual
_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                 95.1248(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.56240(9)
_cell_length_b                   19.1848(3)
_cell_length_c                   16.7363(3)
_cell_measurement_reflns_used    6861
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.4550
_cell_measurement_theta_min      4.5960
_cell_volume                     1778.85(5)
_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    'ShelXD (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     36.00 134.00   1.00   30.00    --  110.57 -45.00 120.00   98
  2  \w    -66.00  25.00   1.00    5.00    --  -40.45  37.00 -60.00   91
  3  \w    -54.00  34.00   1.00    5.00    --  -40.45  57.00 150.00   88
  4  \w     33.00  98.00   1.00    5.00    --   40.45-125.00  60.00   65
  5  \w     83.00 156.00   1.00   30.00    --  110.57  45.00  90.00   73
  6  \w    119.00 145.00   1.00   30.00    --  110.57  45.00  60.00   26
  7  \w     83.00 112.00   1.00   30.00    --  110.57  45.00  60.00   29
  8  \w     61.00 167.00   1.00   30.00    --  110.57  15.00  30.00  106
  9  \w     80.00 178.00   1.00   30.00    --  110.57  61.00 -90.00   98
 10  \w    114.00 143.00   1.00   30.00    --  110.57 111.00-150.00   29
 11  \w    104.00 161.00   1.00   30.00    --  110.57 111.00-180.00   57
 12  \w     28.00 102.00   1.00   30.00    --  110.57 -94.00 -60.00   74
 13  \w     75.00 108.00   1.00   30.00    --  110.57 -94.00-180.00   33
 14  \w     28.00 103.00   1.00   30.00    --  110.57 -94.00 120.00   75
 15  \w   -105.00 -13.00   1.00    5.00    --  -40.45 -57.00   0.00   92
;
_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      0.0181820000
_diffrn_orient_matrix_UB_12      -0.0384854000
_diffrn_orient_matrix_UB_13      -0.0800197000
_diffrn_orient_matrix_UB_21      0.2017992000
_diffrn_orient_matrix_UB_22      -0.0465240000
_diffrn_orient_matrix_UB_23      0.0402167000
_diffrn_orient_matrix_UB_31      -0.1905243000
_diffrn_orient_matrix_UB_32      -0.0528993000
_diffrn_orient_matrix_UB_33      0.0228802000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10205
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.497
_diffrn_reflns_theta_min         4.610
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66324
_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    1.299
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
;
 Flack x determined using 2746 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     569
_refine_ls_number_reflns         6296
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0300
_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^)+(0.0350P)^2^+0.1014P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0714
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.966
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                6008
_reflns_number_total             6296
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ce00855h2.cif
_cod_data_source_block           lawr435cult
_cod_depositor_comments
'Adding full bibliography for 7231133--7231140.cif.'
_cod_database_code               7231140
_shelxl_version_number           2014-3
_reflns_odcompleteness_completeness 99.82
_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, All C(H,H,H,H) groups, All N(H,H,H,H,H,
  H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Rigid body (RIGU) restrains
 C56A, C56, C55, C55A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(C62A)=Sof(H62A)=Sof(C63A)=Sof(H63C)=Sof(H63D)=1-FVAR(1)
 Sof(C62)=Sof(H62)=Sof(C63)=Sof(H63A)=Sof(H63B)=FVAR(1)
 Fixed Sof: C22(0.5) H22(0.5) C23(0.5) H23(0.5) C24(0.5) H24(0.5) C25(0.5)
 H25(0.5) C26(0.5) H26(0.5) C22A(0.5) H22A(0.5) C23A(0.5) H23A(0.5) C24A(0.5)
 H24A(0.5) C25A(0.5) H25A(0.5) C26A(0.5) H26A(0.5) H54(0.75) H54A(0.25)
 C55(0.66667) H55(0.66667) C55A(0.33333) H55A(0.33333) C56(0.66667)
 H56(0.66667) C56A(0.33333) H56A(0.33333) H2AA(0.6) H2AB(0.6) H2AC(0.6)
 H2BD(0.4) H2BE(0.4) H2BF(0.4) H61A(0.6) H61B(0.6) H61C(0.6) H61D(0.4)
 H61E(0.4) H61F(0.4) H64A(0.6) H64B(0.6) H64C(0.4) H64D(0.4) C65(0.33333)
 H65A(0.33333) H65B(0.33333) H65C(0.33333) C65B(0.33333) H65D(0.33333)
 H65E(0.33333) H65F(0.33333) C65C(0.33333) H65G(0.33333) H65H(0.33333)
 H65I(0.33333)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C13(H13), C62(H62), C62A(H62A)
4.b Secondary CH2 refined with riding coordinates:
 C63(H63A,H63B), C63A(H63C,H63D), C64(H64A,H64B), C64(H64C,H64D)
4.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C22A(H22A), C23A(H23A),
 C24A(H24A), C25A(H25A), C26A(H26A), C32(H32), C33(H33), C34(H34), C35(H35),
 C36(H36), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C52(H52), C53(H53),
  C54(H54), C54(H54A), C55(H55), C55A(H55A), C56(H56), C56A(H56A)
4.d Fitted hexagon refined as free rotating group:
 C21(C22,C23,C24,C25,C26)
4.e Idealised Me refined as rotating group:
 N2(H2AA,H2AB,H2AC), N2(H2BD,H2BE,H2BF), C61(H61A,H61B,H61C), C61(H61D,H61E,
 H61F), C65(H65A,H65B,H65C), C65B(H65D,H65E,H65F), C65C(H65G,H65H,H65I)
;
_shelx_res_checksum              68933
_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 1.381
_oxdiff_exptl_absorpt_empirical_full_min 0.538