Isolation of the elusive bisbenzimidazole Bbim3−˙ radical anion and its employment in a metal complex
Benner, Florian; Demir, Selvan; Chemical Science  (2022) –; doi:10.1039/D1SC07245E

data_1566799
_publ_section_title
;
 Isolation of the elusive bisbenzimidazole Bbim3&#x2212;&#x02D9; radical
 anion and its employment in a metal complex
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC07245E
_journal_year                    2022
_chemical_formula_moiety         'C54 H68 N4 Y2, C7 H7'
_chemical_formula_sum            'C61 H75 N4 Y2'
_chemical_formula_weight         1042.07
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_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             2021-11-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-11-20 deposited with the CCDC.	2022-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                67.8112(11)
_cell_angle_beta                 87.4492(12)
_cell_angle_gamma                79.2874(12)
_cell_formula_units_Z            1
_cell_length_a                   10.5717(10)
_cell_length_b                   11.0365(10)
_cell_length_c                   12.4271(12)
_cell_measurement_reflns_used    7658
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      25.24
_cell_measurement_theta_min      2.55
_cell_volume                     1318.6(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'COSMO (BRUKER, V1.61, 2009)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      173.15
_diffrn_detector_area_resol_mean 8.36
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21396
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.367
_diffrn_reflns_theta_min         1.770
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.232
_exptl_absorpt_correction_T_max  0.8465
_exptl_absorpt_correction_T_min  0.6499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0756 before and 0.0555 after correction.
The Ratio of minimum to maximum transmission is 0.7677.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_description       block
_exptl_crystal_F_000             547
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.122
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.086
_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     336
_refine_ls_number_reflns         4822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+0.1669P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1170
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3936
_reflns_number_total             4822
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc07245e2.cif
_cod_data_source_block           fb156
_cod_database_code               1566799
_shelxl_version_number           2013-3
_shelx_estimated_absorpt_t_max   0.772
_shelx_estimated_absorpt_t_min   0.611
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H30(0.5) C32(0.5) H32(0.5) C29(0.5) C31(0.5) H31(0.5) C28(0.5)
 H28A(0.5) H28B(0.5) H28C(0.5) C33(0.5) H33(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C25(H25), C23(H23), C26(H26), C24(H24), C30(H30), C32(H32), C31(H31), C33(H33)
3.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C), C20(H20A,H20B,H20C),
 C18(H18A,H18B,H18C), C16(H16A,H16B,H16C), C19(H19A,H19B,H19C), C8(H8A,H8B,H8C),
  C10(H10A,H10B,H10C), C9(H9A,H9B,H9C), C28(H28A,H28B,H28C)
;
_shelx_res_checksum              6323
_shelx_hkl_checksum              64831
_olex2_submission_special_instructions 'No special instructions were received'