9,9'-Bis-<i>o</i>-carboranes: synthesis and exploration of properties.
Chen, Feijing; Guo, Wenjing; Ma, Yan-Na; Chen, Xuenian; Chemical communications (Cambridge, England) 60 (2024) 614–617; doi:10.1039/d3cc05041f

data_7132434
_publ_section_title
;
 9,9'-Bis-<i>o</i>-carboranes: synthesis and exploration of properties.
;
_journal_issue                   5
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              614
_journal_page_last               617
_journal_paper_doi               10.1039/d3cc05041f
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety
'0.5(C4 H20 B20 Cl2), 0.5(C4 H19 B20 Cl2), 0.25(C0.5 Cl2), 0.25(C0.5 Cl0.97), 0.25(C0.5 Cl1.03)'
_chemical_formula_sum            'C4 H20 B20 Cl2 O0.06'
_chemical_formula_weight         356.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_Hall           'C 2c 2'
_space_group_name_H-M_alt        'C 2 2 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-05-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-09-13 deposited with the CCDC.	2023-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   13.41936(17)
_cell_length_b                   25.1700(3)
_cell_length_c                   25.1694(3)
_cell_measurement_reflns_used    6518
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.3770
_cell_measurement_theta_min      4.1270
_cell_volume                     8501.35(18)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_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    -22.00  34.00   0.50    3.50    --  -33.50  57.00 120.00  112
  2  \w      2.00  28.00   0.50    3.50    --  -33.50  77.00 -90.00   52
  3  \w   -100.00 -34.00   0.50    3.50    --  -33.50 -57.00-180.00  132
  4  \w    -86.00 -36.00   0.50    3.50    --  -33.50 178.00-120.00  100
  5  \w   -107.00 -35.00   0.50    3.50    --  -33.50 178.00 -30.00  144
  6  \w     48.00  88.00   0.50    3.50    --   36.47-127.00-142.00   80
  7  \w     34.00  75.00   0.50    3.50    --   36.47 -99.00   0.00   82
  8  \w    119.00 154.00   0.50   17.50    --  108.00  77.00 120.00   70
  9  \w    101.00 135.00   0.50   17.50    --  108.00  77.00-120.00   68
 10  \w     65.00 109.00   0.50   17.50    --  108.00-111.00 -60.00   88
 11  \w    142.00 172.00   0.50   17.50    --  108.00 111.00  90.00   60
 12  \w     44.00 120.00   0.50   17.50    --  108.00 -45.00 -60.00  152
 13  \w    107.00 173.00   0.50   17.50    --  108.00 111.00-120.00  132
 14  \w     39.00 105.00   0.50   17.50    --  108.00 -94.00-180.00  132
 15  \w    119.00 153.00   0.50   17.50    --  108.00 111.00 -30.00   68
 16  \w     75.00 133.00   0.50   17.50    --  108.00 178.00-180.00  116
 17  \w     95.00 178.00   0.50   17.50    --  108.00  45.00 -60.00  166
 18  \w    -15.00  11.00   0.50   10.00    --  -33.50  37.00-180.00   52
 19  \w      2.00  35.00   0.50   10.00    --  -33.50  37.00-180.00   66
 20  \w    -60.00 -38.00   0.50   10.00    --  -33.50  77.00 -60.00   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0162674000
_diffrn_orient_matrix_UB_12      -0.0156194000
_diffrn_orient_matrix_UB_13      0.0585480000
_diffrn_orient_matrix_UB_21      -0.0108373000
_diffrn_orient_matrix_UB_22      -0.0590780000
_diffrn_orient_matrix_UB_23      -0.0149048000
_diffrn_orient_matrix_UB_31      0.1131203000
_diffrn_orient_matrix_UB_32      -0.0034240000
_diffrn_orient_matrix_UB_33      -0.0098475000
_diffrn_radiation_monochromator  graphite
_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     0.0453
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            18156
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.405
_diffrn_reflns_theta_min         3.512
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.579
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
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    1.114
_exptl_crystal_description       prism
_exptl_crystal_F_000             2856
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         7943
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          2.483
_refine_ls_shift/su_mean         0.068
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1278P)^2^+4.8785P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2022
_refine_ls_wR_factor_ref         0.2143
_reflns_Friedel_coverage         0.831
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                6865
_reflns_number_total             7943
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc05041f2.cif
_cod_data_source_block           202305124
_cod_depositor_comments
'Adding full bibliography for 7132433--7132440.cif.'
_cod_original_cell_volume        8501.36(18)
_cod_database_code               7132434
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C20H20N2O2B10Cl2
_shelx_estimated_absorpt_t_max   0.783
_shelx_estimated_absorpt_t_min   0.698
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1.00(3)
 0.00(3)
2. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(Cl1A) = Uanis(Cl1B)
Uiso(C1AA) = Uiso(C1AB)
4. Others
 Sof(Cl1B)=1-FVAR(1)
 Sof(Cl1A)=FVAR(1)
 Fixed Sof: C0AA(0.25) C1AA(0.25) C1AB(0.25)
5.a Boron cage BH refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), B1(H1A), B2(H2A), B4(H4A), B5(H5), B6(H6),
 B7(H7), B9(H9), B10(H10), B11(H11), B12(H12), B14(H14), B15(H15), B16(H16),
 B18(H18), B19(H19), B20(H20), C5(H5A), C6(H6A), C7(H7A), C8(H8), B21(H21),
 B22(H22), B24(H24), B25(H25), B26(H26), B28(H28), B29(H29), B30(H30), B31(H31),
  B34(H34), B35(H35), B36(H36), B38(H38), B39(H39), B40(H40)
;
_shelx_res_checksum              71691
_shelx_hkl_checksum              53534
_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 1.251
_oxdiff_exptl_absorpt_empirical_full_min 0.772