Axially chiral 1,1’-bicarbazolyls with near-ultraviolet circularly polarized luminescence
Shikita, So; Harada, Takunori; Yasuda, Takuma; Chemical Communications  (2022) –; doi:10.1039/D2CC00936F

data_7129881
_publ_section_title
;
 Axially chiral 1,1&#x2019;-bicarbazolyls with near-ultraviolet circularly
 polarized luminescence
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00936F
_journal_year                    2022
_chemical_formula_moiety         'C H Cl3, C60 H72 N2'
_chemical_formula_sum            'C61 H73 Cl3 N2'
_chemical_formula_weight         940.56
_chemical_name_common            BiCz-1
_chemical_name_systematic        BiCz-1
_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     dual
_audit_creation_date             2021-10-04
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2022-02-12 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.6858(7)
_cell_length_b                   14.8258(6)
_cell_length_c                   30.0949(9)
_cell_measurement_reflns_used    17332
_cell_measurement_temperature    90
_cell_measurement_theta_max      76.1420
_cell_measurement_theta_min      2.8800
_cell_volume                     11014.3(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.114a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.114a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.114a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      90
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.937
_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     29.00  59.00   0.50   30.00    --   46.17 -93.00-155.00   60
  2  \w   -104.00 -29.00   0.50   30.00    -- -102.00  93.00 -43.00  150
  3  \w    104.00 157.00   0.50   30.00    --  104.15  30.00 154.00  106
  4  \w     32.00  94.00   0.50   30.00    --  104.15-129.00 132.00  124
  5  \w   -102.00 -64.00   0.50   30.00    --  -46.17-140.00 -40.00   76
  6  \w    -18.00  28.00   0.50   30.00    --  -46.17  19.00  60.00   92
  7  \w   -114.00 -42.00   0.50   30.00    --  -46.17 -57.00 120.00  144
  8  \w     20.00  49.00   0.50   30.00    --   46.17-125.00 -30.00   58
  9  \w    -64.00 -38.00   0.50   30.00    -- -102.00  61.00  60.00   52
 10  \w    -70.00 -41.00   0.50   30.00    -- -102.00  61.00 -90.00   58
 11  \w    -69.00 -43.00   0.50   30.00    -- -102.00  61.00-180.00   52
 12  \w    -69.00 -44.00   0.50   30.00    -- -102.00  61.00  90.00   50
 13  \w     49.00  75.00   0.50   30.00    --  104.15 -61.00-150.00   52
 14  \w     39.00  72.00   0.50   30.00    --  104.15 -61.00  90.00   66
 15  \w     38.00  75.00   0.50   30.00    --  104.15 -61.00 -90.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0065445000
_diffrn_orient_matrix_UB_12      -0.0166149000
_diffrn_orient_matrix_UB_13      0.0501972000
_diffrn_orient_matrix_UB_21      -0.0232370000
_diffrn_orient_matrix_UB_22      -0.0943830000
_diffrn_orient_matrix_UB_23      -0.0096934000
_diffrn_orient_matrix_UB_31      0.0575851000
_diffrn_orient_matrix_UB_32      -0.0401680000
_diffrn_orient_matrix_UB_33      0.0019933000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            36489
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.160
_diffrn_reflns_theta_min         2.937
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.787
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.114a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_description       block
_exptl_crystal_F_000             4032
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.802
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.00040(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.214
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     614
_refine_ls_number_reflns         10803
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.214
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0886
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2845
_refine_ls_wR_factor_ref         0.2999
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8278
_reflns_number_total             10803
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc00936f2.cif
_cod_data_source_block           BiCz-1
_cod_database_code               7129881
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_usercomment     'third times'
_shelx_estimated_absorpt_t_max   0.924
_shelx_estimated_absorpt_t_min   0.716
_reflns_odcompleteness_completeness 98.54
_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 Ternary CH refined with riding coordinates:
 C66(H66)
2.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C9(H9), C24(H24), C44(H44), C18(H18), C31(H31), C45(H45), C17(H17),
 C6(H6), C14(H14), C41(H41), C7(H7), C15(H15), C29(H29), C42(H42), C38(H38),
 C36(H36), C35(H35)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C55(H55A,H55B,H55C), C56(H56A,H56B,H56C), C21(H21A,H21B,
 H21C), C57(H57A,H57B,H57C), C22(H22A,H22B,H22C), C59(H59A,H59B,H59C), C51(H51A,
 H51B,H51C), C60(H60A,H60B,H60C), C61(H61A,H61B,H61C), C47(H47A,H47B,H47C),
 C52(H52A,H52B,H52C), C48(H48A,H48B,H48C), C63(H63A,H63B,H63C), C49(H49A,H49B,
 H49C), C64(H64A,H64B,H64C), C53(H53A,H53B,H53C), C65(H65A,H65B,H65C)
;
_shelx_res_checksum              68090
_shelx_hkl_checksum              83143
_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 1.600
_oxdiff_exptl_absorpt_empirical_full_min 0.701