Phenylene-bridged bis(benzimidazolium) (BBIm2+): a dicationic organic photoredox catalyst
Kodama, Takuya; Kubo, Maiko; Shinji, Wataru; Ohkubo, Kei; Tobisu, Mamoru; Chemical Science  (2020) –; doi:10.1039/D0SC03958F

data_1559294
_publ_section_title
;
 Phenylene-bridged bis(benzimidazolium) (BBIm2+): a dicationic organic
 photoredox catalyst
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03958F
_journal_year                    2020
_chemical_formula_moiety         '2(F6 P), C44 H32 N4'
_chemical_formula_sum            'C44 H32 F12 N4 P2'
_chemical_formula_weight         906.70
_space_group_crystal_system      orthorhombic
_space_group_IT_number           73
_space_group_name_Hall           '-I 2b 2c'
_space_group_name_H-M_alt        'I b c a'
_symmetry_Int_Tables_number      73
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-23 deposited with the CCDC.	2020-10-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.9121(6)
_cell_length_b                   22.9333(8)
_cell_length_c                   22.1479(11)
_cell_measurement_reflns_used    5813
_cell_measurement_temperature    123
_cell_measurement_theta_max      28.4480
_cell_measurement_theta_min      2.3130
_cell_volume                     9098.0(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9980
_diffrn_measured_fraction_theta_max 0.8012
_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     53.00  78.00   0.50  238.55    --    5.65  77.00 -60.00   50
  2  \w    -14.00  11.00   0.50  238.55    --    5.65  77.00 -60.00   50
  3  \w    -66.00 -31.00   0.50  238.55    --   -5.49 -41.00-176.00   70
  4  \w    -21.00   6.00   0.50  238.55    --   -5.49 -41.00-176.00   54
  5  \w    -26.00   5.00   0.50  238.55    --   -5.49 -99.00 120.00   62
  6  \w    -16.00  13.00   0.50  238.55    --    5.65 -99.00 150.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0038336000
_diffrn_orient_matrix_UB_12      -0.0299883000
_diffrn_orient_matrix_UB_13      0.0071263000
_diffrn_orient_matrix_UB_21      -0.0202171000
_diffrn_orient_matrix_UB_22      0.0074841000
_diffrn_orient_matrix_UB_23      0.0264402000
_diffrn_orient_matrix_UB_31      -0.0338102000
_diffrn_orient_matrix_UB_32      -0.0010531000
_diffrn_orient_matrix_UB_33      -0.0166423000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25645
_diffrn_reflns_theta_full        31.1082
_diffrn_reflns_theta_max         31.11
_diffrn_reflns_theta_min         2.27
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (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    1.3238
_exptl_crystal_description       plate
_exptl_crystal_F_000             3700.2774
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.028
_refine_diff_density_max         2.3559
_refine_diff_density_min         -1.0965
_refine_diff_density_rms         0.1387
_refine_ls_d_res_high            0.6878
_refine_ls_d_res_low             8.9560
_refine_ls_goodness_of_fit_ref   1.0321
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     285
_refine_ls_number_reflns         5875
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0321
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.1005
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1244P)^2^+37.9799P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2460
_refine_ls_wR_factor_ref         0.2714
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              23
_reflns_limit_h_min              0
_reflns_limit_k_max              31
_reflns_limit_k_min              0
_reflns_limit_l_max              29
_reflns_limit_l_min              0
_reflns_number_gt                3887
_reflns_number_total             5875
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d0sc03958f2.cif
_cod_data_source_block           190412_MK_BBIPF6_MeCN_MeOH
_cod_database_code               1559294
_chemical_oxdiff_formula         'C44 H32 N4 P2 F12'
_chemical_oxdiff_usercomment     'C44 H32 N4 P2 F12'
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00G(H00G), C00I(H00I), C00K(H00K), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W)
;
_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 1.988
_oxdiff_exptl_absorpt_empirical_full_min 0.442