Perfluoroarene-arene interaction cocrystal of perfluorocarbazoles toward IEF-enhanced photocatalysis.
Hu, Wenbo; Li, Heng; Yuan, Bingxin; Chemical science 16 (2025) 13794–13806; doi:10.1039/d5sc02837j

data_1574918
_publ_section_title
;
 Perfluoroarene-arene interaction cocrystal of perfluorocarbazoles toward
 IEF-enhanced photocatalysis.
;
_journal_issue                   30
_journal_name_full               'Chemical science'
_journal_page_first              13794
_journal_page_last               13806
_journal_paper_doi               10.1039/d5sc02837j
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C19 H7 F8 N O, C10 H6'
_chemical_formula_sum            'C29 H13 F8 N O'
_chemical_formula_weight         543.40
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-05-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-05-28 deposited with the CCDC.	2025-06-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.4815(7)
_cell_length_b                   11.2751(4)
_cell_length_c                   21.7510(9)
_cell_measurement_reflns_used    3887
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6050
_cell_measurement_theta_min      3.9100
_cell_volume                     4532.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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      4.00  36.00   1.00    2.50    --  -33.50  37.00 -60.00   32
  2  \w    -16.00  29.00   1.00    2.50    --  -33.50  77.00  30.00   45
  3  \w    -54.00 -28.00   1.00    2.50    --  -33.50  77.00  30.00   26
  4  \w    -55.00 -13.00   1.00    2.50    --  -33.50  37.00  30.00   42
  5  \w    -51.00 -26.00   1.00    2.50    --  -33.50  37.00 -60.00   25
  6  \w      4.00  33.00   1.00    2.50    --  -33.50  37.00  30.00   29
  7  \w     69.00 107.00   1.00    2.50    --   36.47 178.00 150.00   38
  8  \w     10.00  73.00   1.00    2.50    --   36.47 -99.00 150.00   63
  9  \w     61.00  86.00   1.00    2.50    --   36.47 178.00   0.00   25
 10  \w    126.00 177.00   1.00   13.00    --  108.00  77.00-150.00   51
 11  \w     42.00  79.00   1.00   13.00    --  108.00 -94.00 120.00   37
 12  \w    120.00 175.00   1.00   13.00    --  108.00  77.00  90.00   55
 13  \w     94.00 120.00   1.00   13.00    --  108.00 -61.00 -60.00   26
 14  \w     50.00  89.00   1.00   13.00    --  108.00 -61.00 -60.00   39
 15  \w     58.00 105.00   1.00   13.00    --  108.00-111.00-180.00   47
 16  \w     91.00 158.00   1.00   13.00    --  108.00  45.00   0.00   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0347027000
_diffrn_orient_matrix_UB_12      0.0506119000
_diffrn_orient_matrix_UB_13      0.0588184000
_diffrn_orient_matrix_UB_21      -0.0411151000
_diffrn_orient_matrix_UB_22      -0.0922087000
_diffrn_orient_matrix_UB_23      0.0388862000
_diffrn_orient_matrix_UB_31      0.0636557000
_diffrn_orient_matrix_UB_32      -0.0871476000
_diffrn_orient_matrix_UB_33      -0.0069727000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11160
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         4.065
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_description       block
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.00041(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4042
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0463
_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^)+(0.0760P)^2^+0.4140P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1432
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2979
_reflns_number_total             4042
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc02837j2.cif
_cod_data_source_block           202406201_auto
_cod_depositor_comments
'Adding full bibliography for 1574914--1574918.cif.'
_cod_database_code               1574918
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C20H2N1O4F8
_shelx_estimated_absorpt_t_max   0.885
_shelx_estimated_absorpt_t_min   0.835
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C23(H23),
 C24(H24), C25(H25), C29(H29)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_shelx_res_checksum              85919
_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 1.136
_oxdiff_exptl_absorpt_empirical_full_min 0.863