#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/17/7021742.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7021742
loop_
_publ_author_name
'Al-Harbi, Ahmed'
'Rong, Yi'
'Parkin, Gerard'
_publ_section_title
;
 Synthesis and structural characterization of bis and
 tris(2-mercapto-1-methylbenzimidazolyl)hydroborato complexes:
 benzannulation promotes κ(3)-coordination.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11117
_journal_page_last               11127
_journal_paper_doi               10.1039/c3dt51092a
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C48 H64 B2 N8 Na2 O4 S4'
_chemical_formula_weight         1012.91
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.1290(10)
_cell_angle_beta                 94.9240(10)
_cell_angle_gamma                95.1530(10)
_cell_formula_units_Z            1
_cell_length_a                   10.2914(9)
_cell_length_b                   10.6050(9)
_cell_length_c                   12.5970(11)
_cell_measurement_reflns_used    8684
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      32.34
_cell_measurement_theta_min      2.49
_cell_volume                     1266.85(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20510
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_T_max  0.9748
_exptl_absorpt_correction_T_min  0.9386
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.126
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         7686
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0680P)²+0.3091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1396
_reflns_number_gt                5573
_reflns_number_total             7686
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51092a.txt
_cod_data_source_block           mebmnas10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7021742
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Na Na 0.84111(7) 1.74568(7) 0.41595(6) 0.02473(17) Uani 1 1 d .
B B 1.06455(18) 1.9580(2) 0.33752(17) 0.0212(4) Uani 1 1 d .
H11 H 1.0210(18) 1.872(2) 0.3609(17) 0.020(5) Uiso 1 1 d .
H12 H 1.077(2) 2.059(2) 0.4075(19) 0.028(5) Uiso 1 1 d .
S1 S 0.79375(4) 1.73822(4) 0.18825(4) 0.02353(11) Uani 1 1 d .
S2 S 1.35592(4) 2.16833(5) 0.44384(4) 0.02544(12) Uani 1 1 d .
N11 N 0.97489(13) 1.96427(14) 0.23354(12) 0.0196(3) Uani 1 1 d .
N12 N 0.80814(14) 1.93561(15) 0.10017(13) 0.0227(3) Uani 1 1 d .
N21 N 1.20397(14) 1.92697(14) 0.30353(12) 0.0196(3) Uani 1 1 d .
N22 N 1.41911(14) 1.93379(15) 0.29787(13) 0.0213(3) Uani 1 1 d .
C11 C 0.86187(16) 1.88298(17) 0.17596(14) 0.0201(3) Uani 1 1 d .
C12 C 0.99340(16) 2.06882(17) 0.19164(14) 0.0202(3) Uani 1 1 d .
C13 C 1.09427(17) 2.17641(18) 0.22012(15) 0.0237(4) Uani 1 1 d .
H13A H 1.1651 2.1906 0.2785 0.028 Uiso 1 1 calc R
C14 C 1.08645(19) 2.26199(19) 0.15924(16) 0.0268(4) Uani 1 1 d .
H14A H 1.1543 2.3357 0.1756 0.032 Uiso 1 1 calc R
C15 C 0.98153(19) 2.24287(19) 0.07439(16) 0.0277(4) Uani 1 1 d .
H15A H 0.9796 2.3040 0.0348 0.033 Uiso 1 1 calc R
C16 C 0.88074(19) 2.1369(2) 0.04692(16) 0.0266(4) Uani 1 1 d .
H16A H 0.8092 2.1238 -0.0105 0.032 Uiso 1 1 calc R
C17 C 0.88886(17) 2.05088(18) 0.10695(15) 0.0225(3) Uani 1 1 d .
C21 C 0.68698(18) 1.8795(2) 0.02247(17) 0.0309(4) Uani 1 1 d .
H21A H 0.6647 1.7836 0.0120 0.046 Uiso 1 1 calc R
H21B H 0.6986 1.8861 -0.0518 0.046 Uiso 1 1 calc R
H21C H 0.6159 1.9308 0.0547 0.046 Uiso 1 1 calc R
C31 C 1.32224(16) 2.00653(17) 0.34716(15) 0.0201(3) Uani 1 1 d .
C32 C 1.22815(16) 1.80187(17) 0.22584(14) 0.0198(3) Uani 1 1 d .
C33 C 1.14280(17) 1.68486(17) 0.16060(15) 0.0216(3) Uani 1 1 d .
H33A H 1.0508 1.6804 0.1642 0.026 Uiso 1 1 calc R
C34 C 1.19763(18) 1.57468(18) 0.08992(16) 0.0248(4) Uani 1 1 d .
H34A H 1.1416 1.4938 0.0435 0.030 Uiso 1 1 calc R
C35 C 1.33328(18) 1.57983(19) 0.08540(16) 0.0264(4) Uani 1 1 d .
H35A H 1.3672 1.5027 0.0357 0.032 Uiso 1 1 calc R
C36 C 1.41946(18) 1.69586(19) 0.15234(16) 0.0254(4) Uani 1 1 d .
H36A H 1.5118 1.6995 0.1506 0.031 Uiso 1 1 calc R
C37 C 1.36352(17) 1.80618(17) 0.22193(15) 0.0209(3) Uani 1 1 d .
C41 C 1.55859(16) 1.98367(19) 0.32443(17) 0.0272(4) Uani 1 1 d .
H41A H 1.5834 2.0193 0.4078 0.041 Uiso 1 1 calc R
H41B H 1.5776 2.0565 0.2953 0.041 Uiso 1 1 calc R
H41C H 1.6090 1.9089 0.2882 0.041 Uiso 1 1 calc R
C51 C 0.56636(19) 1.5125(2) 0.34396(18) 0.0337(4) Uani 1 1 d .
H51A H 0.5223 1.5888 0.3367 0.040 Uiso 1 1 calc R
H51B H 0.5587 1.5107 0.4212 0.040 Uiso 1 1 calc R
C52 C 0.5033(2) 1.3793(2) 0.2529(2) 0.0417(5) Uani 1 1 d .
H52A H 0.4570 1.3210 0.2877 0.050 Uiso 1 1 calc R
H52B H 0.4394 1.3953 0.1971 0.050 Uiso 1 1 calc R
C53 C 0.6145(3) 1.3138(3) 0.1955(3) 0.0681(9) Uani 1 1 d .
H53A H 0.6385 1.2420 0.2236 0.082 Uiso 1 1 calc R
H53B H 0.5898 1.2722 0.1113 0.082 Uiso 1 1 calc R
C54 C 0.7249(2) 1.4237(2) 0.2252(2) 0.0407(5) Uani 1 1 d .
H54A H 0.8089 1.3894 0.2377 0.049 Uiso 1 1 calc R
H54B H 0.7296 1.4584 0.1622 0.049 Uiso 1 1 calc R
C61 C 1.06574(19) 1.5479(2) 0.38688(17) 0.0286(4) Uani 1 1 d .
H61A H 1.0518 1.5487 0.3084 0.034 Uiso 1 1 calc R
H61B H 1.0117 1.4668 0.3887 0.034 Uiso 1 1 calc R
C62 C 1.2094(2) 1.5460(2) 0.4218(2) 0.0468(6) Uani 1 1 d .
H62A H 1.2204 1.4979 0.4757 0.056 Uiso 1 1 calc R
H62B H 1.2543 1.5015 0.3541 0.056 Uiso 1 1 calc R
C63 C 1.2613(2) 1.6946(2) 0.4791(2) 0.0375(5) Uani 1 1 d .
H63A H 1.3396 1.7088 0.5355 0.045 Uiso 1 1 calc R
H63B H 1.2847 1.7341 0.4220 0.045 Uiso 1 1 calc R
C64 C 1.1489(2) 1.7556(2) 0.5371(2) 0.0392(5) Uani 1 1 d .
H64A H 1.1551 1.7567 0.6162 0.047 Uiso 1 1 calc R
H64B H 1.1487 1.8503 0.5404 0.047 Uiso 1 1 calc R
O1 O 0.70238(13) 1.53024(14) 0.32803(12) 0.0316(3) Uani 1 1 d .
O2 O 1.03119(13) 1.67065(14) 0.46898(12) 0.0298(3) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Na O1 99.46(6) . .
O2 Na S2 124.95(5) . 2_796
O1 Na S2 86.61(4) . 2_796
O2 Na S1 118.40(5) . .
O1 Na S1 80.31(4) . .
S2 Na S1 116.56(3) 2_796 .
H12 B H11 114.8(15) . .
H12 B N21 107.2(11) . .
H11 B N21 107.3(10) . .
H12 B N11 108.4(11) . .
H11 B N11 109.0(10) . .
N21 B N11 110.11(14) . .
C11 S1 Na 112.01(6) . .
C31 S2 Na 114.48(6) . 2_796
C11 N11 C12 107.78(14) . .
C11 N11 B 128.60(15) . .
C12 N11 B 123.31(14) . .
C11 N12 C17 109.56(14) . .
C11 N12 C21 125.99(16) . .
C17 N12 C21 124.44(16) . .
C31 N21 C32 107.65(14) . .
C31 N21 B 128.73(14) . .
C32 N21 B 123.43(14) . .
C31 N22 C37 109.52(14) . .
C31 N22 C41 124.56(15) . .
C37 N22 C41 125.91(15) . .
N11 C11 N12 108.46(15) . .
N11 C11 S1 128.42(14) . .
N12 C11 S1 123.11(13) . .
C13 C12 N11 130.69(16) . .
C13 C12 C17 120.86(17) . .
N11 C12 C17 108.44(15) . .
C14 C13 C12 116.78(17) . .
C13 C14 C15 121.88(18) . .
C16 C15 C14 121.34(18) . .
C15 C16 C17 116.86(17) . .
C16 C17 N12 131.99(17) . .
C16 C17 C12 122.26(17) . .
N12 C17 C12 105.74(15) . .
N21 C31 N22 108.41(14) . .
N21 C31 S2 129.60(13) . .
N22 C31 S2 121.99(13) . .
C33 C32 N21 130.86(16) . .
C33 C32 C37 120.86(16) . .
N21 C32 C37 108.27(14) . .
C32 C33 C34 117.27(16) . .
C33 C34 C35 121.69(16) . .
C36 C35 C34 121.25(17) . .
C37 C36 C35 116.64(16) . .
N22 C37 C36 131.58(16) . .
N22 C37 C32 106.15(14) . .
C36 C37 C32 122.27(16) . .
O1 C51 C52 107.55(17) . .
C53 C52 C51 105.15(18) . .
C54 C53 C52 105.9(2) . .
O1 C54 C53 107.42(19) . .
O2 C61 C62 105.70(16) . .
C63 C62 C61 102.99(18) . .
C64 C63 C62 103.37(18) . .
O2 C64 C63 106.07(17) . .
C54 O1 C51 109.18(15) . .
C54 O1 Na 124.06(12) . .
C51 O1 Na 122.83(12) . .
C61 O2 C64 109.62(14) . .
C61 O2 Na 116.15(11) . .
C64 O2 Na 126.17(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Na O2 2.3118(15) .
Na O1 2.4090(15) .
Na S2 2.8016(9) 2_796
Na S1 2.8391(9) .
B H12 1.10(2) .
B H11 1.13(2) .
B N21 1.562(2) .
B N11 1.561(2) .
S1 C11 1.6938(18) .
S2 C31 1.6917(17) .
S2 Na 2.8016(9) 2_796
N11 C11 1.359(2) .
N11 C12 1.395(2) .
N12 C11 1.370(2) .
N12 C17 1.386(2) .
N12 C21 1.451(2) .
N21 C31 1.364(2) .
N21 C32 1.395(2) .
N22 C31 1.369(2) .
N22 C37 1.381(2) .
N22 C41 1.451(2) .
C12 C13 1.392(2) .
C12 C17 1.397(2) .
C13 C14 1.387(3) .
C14 C15 1.399(3) .
C15 C16 1.381(3) .
C16 C17 1.383(3) .
C32 C33 1.390(2) .
C32 C37 1.395(2) .
C33 C34 1.390(3) .
C34 C35 1.399(3) .
C35 C36 1.393(3) .
C36 C37 1.392(2) .
C51 O1 1.436(2) .
C51 C52 1.508(3) .
C52 C53 1.495(4) .
C53 C54 1.471(3) .
C54 O1 1.432(2) .
C61 O2 1.438(2) .
C61 C62 1.510(3) .
C62 C63 1.501(3) .
C63 C64 1.493(3) .
C64 O2 1.443(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139159646
