Structural (XRD) Characterization and an Analysis of H-Bonding Motifs in Some Tetrahydroxidohexaoxidopentaborate(1-) Salts of <i>N</i>-Substituted Guanidinium Cations.
Beckett, Michael A.; Coles, Simon J.; Horton, Peter N.; Rixon, Thomas A.; Molecules (Basel, Switzerland) 28 (2023) 3273–; doi:10.3390/molecules28073273

data_1569078
_publ_section_title
;
 Structural (XRD) Characterization and an Analysis of H-Bonding Motifs in
 Some Tetrahydroxidohexaoxidopentaborate(1-) Salts of <i>N</i>-Substituted
 Guanidinium Cations.
;
_journal_issue                   7
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              3273
_journal_paper_doi               10.3390/molecules28073273
_journal_volume                  28
_journal_year                    2023
_chemical_formula_moiety         'B5 H4 O10, C7 H14 N3'
_chemical_formula_sum            'C7 H18 B5 N3 O10'
_chemical_formula_weight         358.29
_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
_audit_creation_date             2023-03-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_cell_angle_alpha                76.598(5)
_cell_angle_beta                 85.611(5)
_cell_angle_gamma                79.947(4)
_cell_formula_units_Z            2
_cell_length_a                   9.3096(6)
_cell_length_b                   9.3175(3)
_cell_length_c                   9.3733(6)
_cell_measurement_reflns_used    6687
_cell_measurement_temperature    99.9(7)
_cell_measurement_theta_max      70.0890
_cell_measurement_theta_min      4.9090
_cell_volume                     778.22(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(7)
_diffrn_detector                 'hybrid pixel array detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000HE'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_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    -84.00  94.00   0.50    0.50    --    5.00  10.00-150.00  356
  2  \w    -84.00  94.00   0.50    0.50    --    5.00  30.00  90.00  356
  3  \w   -179.00  -1.00   0.50    1.20    --  -90.00  58.00 -89.24  356
  4  \w   -179.00  -1.00   0.50    1.20    --  -90.00  59.00 178.56  356
  5  \w   -179.00  -1.00   0.50    1.20    --  -90.00  58.00  -0.54  356
  6  \w   -179.00  -1.00   0.50    1.20    --  -90.00  59.00 135.76  356
  7  \w   -179.00  -1.00   0.50    1.20    --  -90.00  57.00 104.06  356
  8  \w   -179.00  -1.00   0.50    1.20    --  -90.00  39.00 -90.00  356
  9  \w   -179.00  -1.00   0.50    1.20    --  -90.00  57.00  53.21  356
 10  \w   -179.00 -13.00   0.50    1.20    --  -90.00  10.00-150.00  332
 11  \w   -179.00-132.00   0.50    1.20    --  -90.00  59.00 178.56   94
 12  \w   -175.00-136.00   0.50    1.20    --  -90.00  59.00-142.44   78
 13  \w    -84.00 -58.00   0.50    1.20    --  -90.00  59.00-142.44   52
 14  \w   -164.00-107.00   0.50    1.20    --  -90.00  58.00 -46.68  114
 15  \w    -53.00 -27.00   0.50    1.20    --  -90.00  58.00 -46.68   52
 16  \w   -177.00 -45.00   0.50    1.20    --  -90.00  59.00  15.60  264
 17  \w   -179.00  -1.00   0.50    1.20    --  -90.00  20.00  90.00  356
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, AFC11 quarter \c goniometer'
_diffrn_measurement_device_type
;
Rigaku 007HF equipped with HF Varimax confocal mirrors and an AFC11 goniometer and HyPix 6000HE detector
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen loops'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0144231000
_diffrn_orient_matrix_UB_12      0.1512495000
_diffrn_orient_matrix_UB_13      0.0443112000
_diffrn_orient_matrix_UB_21      0.1674281000
_diffrn_orient_matrix_UB_22      -0.0181544000
_diffrn_orient_matrix_UB_23      0.0039355000
_diffrn_orient_matrix_UB_31      0.0066855000
_diffrn_orient_matrix_UB_32      0.0803669000
_diffrn_orient_matrix_UB_33      -0.1631192000
_diffrn_radiation_collimation    'HF Varimax focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13382
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.221
_diffrn_reflns_theta_min         4.828
_diffrn_source                   'Rotating anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007 HF'
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    1.133
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
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    1.529
_exptl_crystal_description       plate
_exptl_crystal_F_000             372
_exptl_crystal_recrystallization_method 'The material was crystallised'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         2836
_refine_ls_number_restraints     1234
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0561
_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^)+(0.1164P)^2^+0.1587P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1677
_refine_ls_wR_factor_ref         0.1747
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2429
_reflns_number_total             2836
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            MAB6.cif
_cod_data_source_block           MAB6
_cod_database_code               1569078
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C7 H20 N3 B5 O10'
_chemical_oxdiff_usercomment     MAB/TR/TABCDEB5
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.797
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C6-C5
 -1.5 with sigma of 0.02
 N13-C11 \\sim N3-C1
 with sigma of 0.03
 N13-C15 \\sim N3-C5
 with sigma of 0.03
 N12-C11 \\sim N2-C1
 with sigma of 0.03
 N12-C12 \\sim N2-C2
 with sigma of 0.03
 N11-C11 \\sim N1-C1
 with sigma of 0.03
 N11-C17 \\sim N1-C7
 with sigma of 0.03
 N11-C14 \\sim N1-C4
 with sigma of 0.03
 C14-C13 \\sim C4-C3
 with sigma of 0.03
 C12-C13 \\sim C2-C3
 with sigma of 0.03
 N13-N12 \\sim N3-N2
 with sigma of 0.06
 N13-N11 \\sim N3-N1
 with sigma of 0.06
 N12-N11 \\sim N2-N1
 with sigma of 0.06
 N12-C13 \\sim N2-C3
 with sigma of 0.06
 N11-C13 \\sim N1-C3
 with sigma of 0.06
 C11-C15 \\sim C1-C5
 with sigma of 0.06
 C11-C17 \\sim C1-C7
 with sigma of 0.06
 C11-C14 \\sim C1-C4
 with sigma of 0.06
 C11-C12 \\sim C1-C2
 with sigma of 0.06
 C15-C17 \\sim C5-C7
 with sigma of 0.06
 C17-C14 \\sim C7-C4
 with sigma of 0.06
 C14-C12 \\sim C4-C2
 with sigma of 0.06
 C15-C16 \\sim C5-C6
 with sigma of 0.03
 C17-C16 \\sim C7-C6
 with sigma of 0.03
 N13-C16 \\sim N3-C6
 with sigma of 0.06
 N11-C16 \\sim N1-C6
 with sigma of 0.06
 C4-C3 \\sim C14-C13 \\sim C3-C2 \\sim C13-C12 \\sim C6-C5 \\sim C16-C15 \\sim
C17-C16 \\sim C7-C6
 with sigma of 0.03
 C3-C2 \\sim C13-C12 \\sim C6-C5 \\sim C16-C15
 with sigma of 0.02
3. Restrained planarity
 C11, N11, N13, N12
 with sigma of 0.01
 C1, N3, N2, N1
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
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: O1(0.5) O2(0.5) O3(0.5) O4(0.5) O5(0.5) O6(0.5) O7(0.5) H7(0.5)
 O8(0.5) H8(0.5) O9(0.5) H9(0.5) O10(0.5) H10(0.5) B1(0.5) B2(0.5) B3(0.5)
 B4(0.5) B5(0.5) N11(0.5) N12(0.5) H12(0.5) N13(0.5) H13(0.5) C11(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) O11(0.5) O12(0.5) O13(0.5) O14(0.5) O15(0.5) O16(0.5) O17(0.5)
 H17(0.5) O18(0.5) H18(0.5) O19(0.5) H19(0.5) O20(0.5) H20(0.5) B11(0.5)
 B12(0.5) B13(0.5) B14(0.5) B15(0.5) N1(0.5) N2(0.5) H2(0.5) N3(0.5) H3(0.5)
 C1(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)
7.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,
 H16B), C17(H17A,H17B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B),
 C6(H6A,H6B), C7(H7A,H7B)
7.b Aromatic/amide H refined with riding coordinates:
 N12(H12), N13(H13), N2(H2), N3(H3)
7.c Idealised tetrahedral OH refined as rotating group:
 O7(H7), O8(H8), O9(H9), O10(H10), O17(H17), O18(H18), O19(H19), O20(H20)
;
_shelx_res_checksum              12018
_shelx_hkl_checksum              95239
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id 'MAB/TR/TABCDE 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 3.119
_oxdiff_exptl_absorpt_empirical_full_min 0.710