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_1574915
_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         'C17 H4 F8 N2'
_chemical_formula_sum            'C17 H4 F8 N2'
_chemical_formula_weight         388.22
_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     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                72.342(9)
_cell_angle_beta                 70.631(9)
_cell_angle_gamma                67.564(10)
_cell_formula_units_Z            2
_cell_length_a                   8.7918(9)
_cell_length_b                   9.1879(11)
_cell_length_c                   10.5298(10)
_cell_measurement_reflns_used    1799
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.0610
_cell_measurement_theta_min      4.5400
_cell_volume                     726.30(15)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (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   -102.00 -15.00   1.00    1.00    --  -33.50 -57.00-150.00   87
  2  \w    -71.00  39.00   1.00    1.00    --  -33.50  19.00 150.00  110
  3  \w    -52.00  35.00   1.00    1.00    --  -33.50  57.00   0.00   87
  4  \w     -2.00  25.00   1.00    1.00    --   36.47  95.00 -38.54   27
  5  \w    -18.00  65.00   1.00    1.00    --   36.47 -77.00 150.00   83
  6  \w      7.00  43.00   1.00    1.00    --   36.47  79.00 122.03   36
  7  \w      1.00  35.00   1.00    1.00    --   36.47  89.00-160.67   34
  8  \w     61.00 110.00   1.00    1.00    --   36.47 178.00 150.00   49
  9  \w     61.00 110.00   1.00    1.00    --   36.47 178.00  60.00   49
 10  \w    104.00 176.00   1.00    1.00    --  108.00 111.00  60.00   72
 11  \w     37.00 134.00   1.00    1.00    --  108.00 -30.00-180.00   97
 12  \w     40.00 128.00   1.00    1.00    --  108.00 -61.00  60.00   88
 13  \w     38.00 128.00   1.00    1.00    --  108.00 -45.00 -90.00   90
 14  \w     88.00 176.00   1.00    1.00    --  108.00  61.00-120.00   88
 15  \w     38.00 107.00   1.00    1.00    --  108.00 -94.00  60.00   69
 16  \w    107.00 134.00   1.00    1.00    --  108.00 -30.00   0.00   27
 17  \w    105.00 170.00   1.00    1.00    --  108.00 111.00-180.00   65
 18  \w     97.00 134.00   1.00    1.00    --  108.00 -30.00  90.00   37
 19  \w     91.00 158.00   1.00    1.00    --  108.00  30.00   0.00   67
 20  \w     44.00  85.00   1.00    1.00    --  108.00 -30.00  90.00   41
 21  \w     68.00 103.00   1.00    1.00    --  108.00-111.00 -60.00   35
 22  \w     71.00 109.00   1.00    1.00    --  108.00-111.00-180.00   38
 23  \w     64.00 108.00   1.00    1.00    --  108.00-111.00  30.00   44
 24  \w     60.00  86.00   1.00    1.00    --  108.00 -30.00   0.00   26
 25  \w     81.00 107.00   1.00    1.00    --  108.00 -94.00 -90.00   26
 26  \w     44.00 128.00   1.00    1.00    --  108.00 -61.00 150.00   84
;
_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      -0.0634847000
_diffrn_orient_matrix_UB_12      -0.0701771000
_diffrn_orient_matrix_UB_13      0.1530958000
_diffrn_orient_matrix_UB_21      0.0256850000
_diffrn_orient_matrix_UB_22      -0.1591109000
_diffrn_orient_matrix_UB_23      -0.0368873000
_diffrn_orient_matrix_UB_31      0.1831574000
_diffrn_orient_matrix_UB_32      -0.0638429000
_diffrn_orient_matrix_UB_33      0.0167930000
_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  0.0299
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5070
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.044
_diffrn_reflns_theta_max         67.044
_diffrn_reflns_theta_min         4.545
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
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    1.775
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.0039(11)
_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   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2592
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0479
_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^)+(0.0757P)^2^+0.0271P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1522
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1939
_reflns_number_total             2592
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc02837j2.cif
_cod_data_source_block           202404126_auto
_cod_depositor_comments
'Adding full bibliography for 1574914--1574918.cif.'
_cod_original_cell_volume        726.31(15)
_cod_database_code               1574915
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C20H20N4O4F4
_shelx_estimated_absorpt_t_max   0.855
_shelx_estimated_absorpt_t_min   0.806
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5)
;
_shelx_res_checksum              2099
_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 1.166
_oxdiff_exptl_absorpt_empirical_full_min 0.793