[closo-B10H8-1,10-(COOH)2]2-: A building block for functional materials?
Kapuscinski, Szymon; Hietsoi, Oleksandr; Pietrzak, Anna; Friedli, Andrienne C.; Kaszynski, Piotr; Chemical Communications  (2022) –; doi:10.1039/D1CC06485A

data_7129384
_publ_section_title
;
 [closo-B10H8-1,10-(COOH)2]2-: A building block for functional materials?
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06485A
_journal_year                    2022
_chemical_formula_moiety         'C2 H9 B10 O3, C16 H36 N'
_chemical_formula_sum            'C18 H45 B10 N O3'
_chemical_formula_weight         431.65
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-03-17
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.03.28 svn.rd84adfe8 for Rigaku Oxford Diffraction, GUI svn.r6032)
;
_audit_update_record
;
2021-03-23 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                97.6090(10)
_cell_angle_beta                 94.6980(10)
_cell_angle_gamma                113.8440(10)
_cell_formula_units_Z            2
_cell_length_a                   10.22140(10)
_cell_length_b                   11.19270(10)
_cell_length_c                   13.93660(10)
_cell_measurement_reflns_used    21672
_cell_measurement_temperature    297(3)
_cell_measurement_theta_max      75.7360
_cell_measurement_theta_min      3.2180
_cell_volume                     1429.27(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_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    -67.00 -20.00   0.50   10.00    --    0.00  -3.00 129.00   94
  2  \w    -18.00  16.00   0.50   10.00    --    0.00  -3.00 129.00   68
  3  \w    -35.00 -10.00   0.50   10.00    --    6.00 111.00 162.66   50
  4  \w    -47.00 -11.00   0.50   10.00    --    6.00 130.00  35.58   72
  5  \w    -23.00  30.00   0.50   10.00    --   26.00 -51.00 -42.75  106
  6  \w      1.00  28.00   0.50   10.00    --   30.00  90.00 -73.60   54
  7  \w      1.00  26.00   0.50   10.00    --   30.00  90.00  87.26   50
  8  \w     13.00  40.00   0.50   10.00    --   38.00  82.00 -21.88   54
  9  \w     13.00  38.00   0.50   10.00    --   38.00  82.00-168.50   50
 10  \w     14.00  40.00   0.50   10.00    --   38.00  81.00 102.62   52
 11  \w     13.00  39.00   0.50   10.00    --   38.00  82.00 -98.65   52
 12  \w     14.00  39.00   0.50   10.00    --   38.00  81.00  42.50   50
 13  \w     16.00  41.00   0.50   10.00    --   38.00  78.00 160.37   50
 14  \w     35.00  61.00   0.50   10.00    --   50.00  71.00 179.75   52
 15  \w     30.00  56.00   0.50   10.00    --   50.00  74.00-122.28   52
 16  \w     33.00  59.00   0.50   10.00    --   50.00  71.00 -37.62   52
 17  \w     86.00 111.00   0.50   10.00    --   50.00  71.00 179.75   50
 18  \w     33.00  66.00   0.50   10.00    --   50.00  71.00  37.44   66
 19  \w     39.00  65.00   0.50   10.00    --   54.00  73.00  86.41   52
 20  \w     -8.00  60.00   0.50   10.00    --   54.00 -52.00 -91.31  136
 21  \w     91.00 116.00   0.50   10.00    --   54.00  73.00  86.41   50
 22  \w     34.00  60.00   0.50   10.00    --   54.00  74.00 122.08   52
 23  \w     37.00  71.00   0.50   10.00    --   54.00  71.00 -67.22   68
 24  \w     -6.00  55.00   0.50   10.00    --   54.00 -43.00  14.98  122
 25  \w     40.00  94.00   0.50   10.00    --   58.00  73.00   1.86  108
 26  \w     94.00 120.00   0.50   10.00    --   58.00  74.00  58.79   52
 27  \w     42.00  68.00   0.50   10.00    --   58.00  68.00-149.16   52
 28  \w     40.00  66.00   0.50   10.00    --   58.00  72.00 158.11   52
 29  \w     38.00  74.00   0.50   10.00    --   58.00  74.00  58.79   72
 30  \w     38.00  66.00   0.50   10.00    --   58.00  74.00-113.16   56
 31  \w     46.00  86.00   0.50   10.00    --   62.00  70.00 -33.67   80
 32  \w     59.00  86.00   0.50   10.00    --   66.00  54.00  86.94   54
 33  \w     98.00 124.00   0.50   10.00    --   66.00  54.00  86.94   52
 34  \w      9.00  68.00   0.50   10.00    --   66.00 -42.00 102.74  118
 35  \w     50.00  76.00   0.50   10.00    --   70.00  74.00 -89.03   52
 36  \w     50.00  81.00   0.50   10.00    --   70.00  74.00 175.69   62
 37  \w     59.00  89.00   0.50   10.00    --   74.00  67.00 115.63   60
 38  \w     59.00  88.00   0.50   10.00    --   74.00  66.00 -68.08   58
 39  \w     57.00  91.00   0.50   10.00    --   74.00  69.00-121.73   68
 40  \w     62.00  97.00   0.50   10.00    --   78.00  70.00 161.49   70
 41  \w     78.00 104.00   0.50   10.00    --   82.00  50.00  97.74   52
 42  \w    118.00 143.00   0.50   10.00    --   82.00  63.00   5.98   50
 43  \w     75.00 106.00   0.50   10.00    --   82.00  63.00   5.98   62
 44  \w     72.00  97.00   0.50   10.00    --   86.00  68.00 -68.83   50
 45  \w     71.00 112.00   0.50   10.00    --   86.00  66.00  -2.69   82
 46  \w     49.00  96.00   0.50   10.00    --  102.85 -45.00 -60.00   94
 47  \w     91.00 118.00   0.50   10.00    --  102.85  61.00 -30.00   54
 48  \w     86.00 112.00   0.50   10.00    --  102.85 -77.00-150.00   52
 49  \w     41.00  79.00   0.50   10.00    --  102.85 -77.00-150.00   76
 50  \w    100.00 128.00   0.50   10.00    --  102.85  45.00  30.00   56
 51  \w     80.00 111.00   0.50   10.00    --  102.85-125.00 120.00   62
 52  \w     49.00  75.00   0.50   10.00    --  102.85-125.00 120.00   52
 53  \w     41.00 109.00   0.50   10.00    --  102.85-125.00-180.00  136
 54  \w    131.00 163.00   0.50   10.00    --  102.85  61.00  60.00   64
 55  \w    100.00 154.00   0.50   10.00    --  102.85  45.00 -30.00  108
 56  \w     91.00 125.00   0.50   10.00    --  102.85  61.00  60.00   68
 57  \w     91.00 160.00   0.50   10.00    --  102.85  61.00 120.00  138
 58  \w     92.00 164.00   0.50   10.00    --  102.85  61.00 -90.00  144
 59  \w     91.00 165.00   0.50   10.00    --  102.85  61.00-180.00  148
 60  \w    138.00 163.00   0.50   10.00    --  102.85  61.00 -30.00   50
 61  \w     40.00 109.00   0.50   10.00    --  102.85-125.00   0.00  138
 62  \w     91.00 159.00   0.50   10.00    --  102.85  61.00-150.00  136
 63  \w     91.00 165.00   0.50   10.00    --  102.85  61.00  90.00  148
 64  \w    124.00 154.00   0.50   10.00    --  102.85  61.00  30.00   60
 65  \w     91.00 117.00   0.50   10.00    --  102.85  61.00  30.00   52
 66  \w     91.00 165.00   0.50   10.00    --  102.85  61.00-120.00  148
 67  \w     40.00  84.00   0.50   10.00    --  102.85 -30.00 -60.00   88
 68  \w    103.00 142.00   0.50   10.00    --  102.85  45.00  60.00   78
 69  \w    106.00 154.00   0.50   10.00    --  102.85 125.00  30.00   96
 70  \w     82.00 108.00   0.50   10.00    --  102.85-125.00-120.00   52
 71  \w     41.00  66.00   0.50   10.00    --  102.85-125.00-120.00   50
 72  \w    133.00 160.00   0.50   10.00    --  102.85  61.00 -60.00   54
 73  \w     94.00 120.00   0.50   10.00    --  102.85  61.00 -60.00   52
 74  \w    107.00 153.00   0.50   10.00    --  102.85 125.00-150.00   92
 75  \w     74.00 111.00   0.50   10.00    --  102.85-125.00 -60.00   74
 76  \w    121.00 149.00   0.50   10.00    --  102.85 125.00  90.00   56
 77  \w     42.00  68.00   0.50   10.00    --  102.85-125.00 -60.00   52
 78  \w     91.00 153.00   0.50   10.00    --  102.85  61.00 150.00  124
 79  \w     79.00 104.00   0.50   10.00    --  102.85 -61.00  90.00   50
 80  \w     41.00  99.00   0.50   10.00    --  102.85 -45.00 120.00  116
 81  \w     46.00 109.00   0.50   10.00    --  102.85-125.00  90.00  126
 82  \w     42.00  68.00   0.50   10.00    --  102.85 -61.00  90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0705410000
_diffrn_orient_matrix_UB_12      0.0985539000
_diffrn_orient_matrix_UB_13      0.0037915000
_diffrn_orient_matrix_UB_21      -0.1475902000
_diffrn_orient_matrix_UB_22      -0.1136659000
_diffrn_orient_matrix_UB_23      0.0034801000
_diffrn_orient_matrix_UB_31      0.0318530000
_diffrn_orient_matrix_UB_32      0.0280095000
_diffrn_orient_matrix_UB_33      0.1126712000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0085
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            30174
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.571
_diffrn_reflns_theta_min         3.236
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.440
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73520
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.003
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_exptl_crystal_preparation       'isolated from water/acetone'
_exptl_crystal_recrystallization_method 'isolated from water/acetone'
_exptl_crystal_size_max          0.495
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.227
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5830
_refine_ls_number_restraints     130
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0591
_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^)+(0.1074P)^2^+0.1294P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1902
_refine_ls_wR_factor_ref         0.1945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5195
_reflns_number_total             5830
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc06485a2.cif
_cod_data_source_block           sk_004
_cod_original_cell_volume        1429.27(2)
_cod_database_code               7129384
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         C18H40B10N1O3
_shelx_estimated_absorpt_t_max   0.907
_shelx_estimated_absorpt_t_min   0.811
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N1-C11 \\sim N1-C11A
 with sigma of 0.01
 C12-C11 \\sim C12A-C11A
 with sigma of 0.01
 C13-C12 \\sim C13A-C12A
 with sigma of 0.01
 C14-C13 \\sim C14A-C13A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C11 \\sim C12 \\sim C13 \\sim C14 \\sim C11A \\sim C12A \\sim C13A \\sim C14A:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C11A) = Uanis(C11)
4. Rigid body (RIGU) restrains
 C11, C12, C13, C14, C11A, C12A, C13A, C14A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12C)=Sof(H12D)=Sof(C13A)=
 Sof(H13C)=Sof(H13D)=Sof(C14A)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B),
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C11(H11A,H11B), C12(H12A,H12B),
  C13(H13A,H13B), C11A(H11C,H11D), C12A(H12C,H12D), C13A(H13C,H13D)
6.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C10(H10A,H10B,H10C), C18(H18A,H18B,H18C), C14(H14A,H14B,
 H14C), C14A(H14D,H14E,H14F)
6.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
6.d Boron cage BH refined with riding coordinates:
 B5(H5), B4(H4), B3(H3), B2(H2A), B7(H7), B6(H6), B9(H9), B8(H8)
;
_shelx_res_checksum              89180
_olex2_submission_original_sample_id SK_004
_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 1.628
_oxdiff_exptl_absorpt_empirical_full_min 0.517