Tetrahydroxidohexaoxidopentaborate(1-) Salts of C6-Linked Substituted Diimidazolium and Dipyrrolidinium Cations: Synthesis, Characterization and XRD Studies
Al-Dulayymi, Ahmad R.; Beckett, Michael A.; Braganca, Radek; Coles, Simon J.; Horton, Peter N.; Rixon, Thomas A.; Inorganics 12 (2024) 220–; doi:10.3390/inorganics12080220

data_1572521
_publ_section_title
;
 Tetrahydroxidohexaoxidopentaborate(1-) Salts of C6-Linked Substituted
 Diimidazolium and Dipyrrolidinium Cations: Synthesis, Characterization
 and XRD Studies
;
_journal_issue                   8
_journal_name_full               Inorganics
_journal_page_first              220
_journal_paper_doi               10.3390/inorganics12080220
_journal_volume                  12
_journal_year                    2024
_chemical_formula_moiety         'C22 H46 N2, 2(B5 H4 O10), 4(B H3 O3)'
_chemical_formula_sum            'C22 H66 B14 N2 O32'
_chemical_formula_weight         1022.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.851(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.7545(3)
_cell_length_b                   15.4363(4)
_cell_length_c                   17.0325(5)
_cell_measurement_reflns_used    12567
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.7760
_cell_measurement_theta_min      2.4180
_cell_volume                     2509.98(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'hybrid pixel detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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   -104.00  26.00   0.50   10.00    --  -14.80 -70.00  30.00  260
  2  \w    -55.00  75.00   0.50   10.00    --  -14.80  70.00  30.00  260
  3  \w    -55.00  75.00   0.50   10.00    --  -14.80  70.00 -60.00  260
  4  \w    -52.00  75.00   0.50   10.00    --  -14.80  57.00  90.00  254
  5  \w    -52.00  75.00   0.50   10.00    --  -14.80  57.00-180.00  254
  6  \w   -100.00  24.00   0.50   10.00    --  -14.80 -70.00 -90.00  248
  7  \w     29.00  55.00   0.50   10.00    --  -14.80  31.00 -73.00   52
  8  \w    -51.00   4.00   0.50   10.00    --  -14.80  57.00-150.00  110
  9  \w    -14.00  11.00   0.50   10.00    --    5.00  31.00 -73.00   50
 10  \w   -104.00 -19.00   0.50   10.00    --  -14.80 -57.00  90.00  170
 11  \w    -14.00  11.00   0.50   10.00    --    5.00  31.00 -73.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, AFC12 \k goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HyPix 6000 detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0411044000
_diffrn_orient_matrix_UB_12      0.0364875000
_diffrn_orient_matrix_UB_13      0.0153412000
_diffrn_orient_matrix_UB_21      -0.0606349000
_diffrn_orient_matrix_UB_22      0.0209803000
_diffrn_orient_matrix_UB_23      0.0076545000
_diffrn_orient_matrix_UB_31      0.0123972000
_diffrn_orient_matrix_UB_32      -0.0184564000
_diffrn_orient_matrix_UB_33      0.0389396000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9481
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_min         2.444
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.352
_exptl_crystal_description       plate
_exptl_crystal_F_000             1076
_exptl_crystal_recrystallization_method
'The material was recrystallised from water'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -2.2(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         9481
_refine_ls_number_restraints     617
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0532
_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^)+(0.0918P)^2^+0.8147P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1443
_refine_ls_wR_factor_ref         0.1483
_reflns_Friedel_coverage         0.991
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                8213
_reflns_number_total             9481
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by -179.7963\% 
 around [0.00 -0.00 1.00] (reciprocal) or [0.34 -0.00 0.94] (direct)
;
_cod_data_source_file            MAB6.cif
_cod_data_source_block           MAB6
_cod_database_code               1572521
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C24 H54 N2 B10 O20'
_chemical_oxdiff_usercomment     'MAB/TAR/AR103 B5'
_shelx_estimated_absorpt_t_max   0.997
_shelx_estimated_absorpt_t_min   0.982
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.8653(10)
 0.1347(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained distances
 H9-O22
 1.82 with sigma of 0.02
 H13-O1_$2
 1.87 with sigma of 0.02
 C15-C4 \\sim C15-C5 \\sim C15-C1 \\sim C4-C5 \\sim C4-C1 \\sim C5-C1
 with sigma of 0.06
 N1-C15 \\sim N1-C4 \\sim N1-C5 \\sim N1-C1
 with sigma of 0.03
 C19-C14 \\sim C19-C11 \\sim C19-C10 \\sim C14-C11 \\sim C14-C10 \\sim C11-C10
 with sigma of 0.06
 N2-C19 \\sim N2-C14 \\sim N2-C11 \\sim N2-C10
 with sigma of 0.03
 C4-C3 \\sim C3-C2 \\sim C2-C1 \\sim C14-C13 \\sim C13-C12 \\sim C12-C11
 with sigma of 0.02
 C18-C17 \\sim C17-C16 \\sim C16-C15 \\sim N1-C15 \\sim N2-C19 \\sim C20-C19
\\sim C21-C20 \\sim C22-C21 ~
 N1-C5 \\sim C6-C5 \\sim C7-C6 \\sim C8-C7 \\sim C9-C8 \\sim C9-C10 \\sim N2-C10
 with sigma of 0.03
 C18-C16 \\sim C17-C15 \\sim C22-C20 \\sim C21-C19
 with sigma of 0.06
 C16-N1 \\sim C20-N2
 with sigma of 0.06
 C5-C7 \\sim C6-C8 \\sim C10-C8 \\sim C9-C7
 with sigma of 0.06
4. Rigid bond restraints
 C8, N1, C1, C4, C5, C15, C2, C3, C6, C16, C7, C17, C18, C9, C10, N2, C11, C14,
  C19, C12, C13, C20, C21, C22
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: N1(0.5) N2(0.5) C1(0.5) H1A(0.5) H1B(0.5) C2(0.5) H2A(0.5)
 H2B(0.5) C3(0.5) H3A(0.5) H3B(0.5) C4(0.5) H4A(0.5) H4B(0.5) C5(0.5) H5A(0.5)
 H5B(0.5) C6(0.5) H6A(0.5) H6B(0.5) C7(0.5) H7A(0.5) H7B(0.5) C8(0.5) H8A(0.5)
 H8B(0.5) C9(0.5) H9A(0.5) H9B(0.5) C10(0.5) H10A(0.5) H10B(0.5) C11(0.5)
 H11A(0.5) H11B(0.5) C12(0.5) H12A(0.5) H12B(0.5) C13(0.5) H13A(0.5) H13B(0.5)
 C14(0.5) H14A(0.5) H14B(0.5) C15(0.5) H15A(0.5) H15B(0.5) C16(0.5) H16A(0.5)
 H16B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C18(0.5) H18A(0.5) H18B(0.5) H18C(0.5)
 C19(0.5) H19A(0.5) H19B(0.5) C20(0.5) H20A(0.5) H20B(0.5) C21(0.5) H21A(0.5)
 H21B(0.5) C22(0.5) H22A(0.5) H22B(0.5) H22C(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
  C17(H17A,H17B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
7.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C22(H22A,H22B,H22C)
7.c Idealised tetrahedral OH refined as rotating group:
 O7(H7), O8(H8), O9(H9), O10(H10), O11(H11), O12(H12), O13(H13), O21(H21),
 O22(H22), O23(H23)
;
_shelx_res_checksum              47499
_shelx_hkl_checksum              78653
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id 'MAB/TAR/AR103 B5'
_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 2.324
_oxdiff_exptl_absorpt_empirical_full_min 0.286
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2