Integrating molecular rigidity and chirality into thermally activated delayed fluorescence emitters for highly efficient sky-blue and orange circularly polarized electroluminescence
Ni, Fan; Huang, Chih-Wei; Tang, Yukun; Chen, Zhanxiang; Wu, Yaxun; Xia, Shengpeng; Cao, Xiaosong; Hsu, Jung-Hsien; Lee, Wei-Kai; Zheng, Kailu; Huang, Zhongyan; Wu, Chung-Chih; Yang, Chuluo; Materials Horizons 8 (2021) 547–555; doi:10.1039/D0MH01521K

data_1559658
_publ_section_title
;
 Integrating molecular rigidity and chirality into thermally activated
 delayed fluorescence emitters for highly efficient sky-blue and orange
 circularly polarized electroluminescence
;
_journal_issue                   2
_journal_name_full               'Materials Horizons'
_journal_page_first              547
_journal_page_last               555
_journal_paper_doi               10.1039/D0MH01521K
_journal_volume                  8
_journal_year                    2021
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C41 H28 N4'
_chemical_formula_sum            'C41 H28 N4'
_chemical_formula_weight         576.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-13 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.8957(18)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.0490(3)
_cell_length_b                   14.1638(2)
_cell_length_c                   25.7784(4)
_cell_measurement_reflns_used    15089
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.2850
_cell_measurement_theta_min      2.6280
_cell_volume                     6042.76(17)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_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    -66.00  25.00   1.00    2.00    --  -40.98  38.00 -60.00   91
  2  \w     43.00  71.00   1.00    2.00    --   40.98-125.00-180.00   28
  3  \w     31.00 127.00   1.00    3.00    --  106.95 -77.00-180.00   96
  4  \w     95.00 178.00   1.00    3.00    --  106.95  45.00 -60.00   83
  5  \w    132.00 177.00   1.00    3.00    --  106.95  61.00-180.00   45
  6  \w     82.00 123.00   1.00    3.00    --  106.95  61.00-180.00   41
  7  \w     55.00 115.00   1.00    3.00    --  106.95 -45.00  30.00   60
  8  \w    122.00 163.00   1.00    6.00    --  106.95  30.00  60.00   41
  9  \w    148.00 177.00   1.00    6.00    --  106.95 125.00  90.00   29
 10  \w     52.00  95.00   1.00    3.00    --   40.98-125.00  30.00   43
 11  \w     37.00  92.00   1.00    6.00    --  106.95-125.00 120.00   55
 12  \w   -115.00 -16.00   1.00    3.00    --  -40.98 -38.00 120.00   99
 13  \w    -85.00 -30.00   1.00    3.00    --  -41.23 -38.00  30.00   55
 14  \w     22.00  48.00   1.00    3.00    --   41.23  38.00-180.00   26
 15  \w     12.00  76.00   1.00    3.00    --   41.23 -99.00 -30.00   64
 16  \w      3.00  49.00   1.00    5.00    --   41.23 -99.00 150.00   46
 17  \w     52.00  78.00   1.00    5.00    --   41.23 -99.00 150.00   26
 18  \w     78.00 111.00   1.00   10.00    --  106.95  61.00  60.00   33
 19  \w     85.00 154.00   1.00   10.00    --  106.95  45.00 120.00   69
 20  \w     75.00 176.00   1.00   16.00    --  106.95  77.00   0.00  101
 21  \w    151.00 176.00   1.00   16.00    --  106.95  77.00  30.00   25
 22  \w    148.00 174.00   1.00   16.00    --  106.95  61.00  90.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0416554000
_diffrn_orient_matrix_UB_12      -0.0254864000
_diffrn_orient_matrix_UB_13      -0.0449392000
_diffrn_orient_matrix_UB_21      0.0589277000
_diffrn_orient_matrix_UB_22      -0.0649485000
_diffrn_orient_matrix_UB_23      0.0387208000
_diffrn_orient_matrix_UB_31      -0.0587804000
_diffrn_orient_matrix_UB_32      -0.0834370000
_diffrn_orient_matrix_UB_33      -0.0165844000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            41719
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.982
_diffrn_reflns_theta_min         2.670
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.582
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.268
_exptl_crystal_description       block
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 7301 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1625
_refine_ls_number_reflns         22475
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0418
_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^)+(0.0481P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1010
_reflns_Friedel_coverage         0.798
_reflns_Friedel_fraction_full    0.906
_reflns_Friedel_fraction_max     0.850
_reflns_number_gt                19484
_reflns_number_total             22475
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0mh01521k2.cif
_cod_data_source_block           05a
_cod_depositor_comments          'Adding full bibliography for 1559658.cif.'
_cod_original_cell_volume        6042.75(18)
_cod_database_code               1559658
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.99
_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:
 C00X(H00X), C011(H011), C8(H8), C20(H20), C01C(H01C), C23(H23), C01F(H01F),
 C01H(H01H), C5(H5), C01O(H01O), C01P(H01P), C2(H2), C6(H6), C01W(H01W),
 C10(H10), C024(H024), C22(H22), C027(H027), C028(H028), C02B(H02B), C21(H21),
 C02D(H02D), C02E(H02E), C02F(H02F), C9(H9), C02J(H02J), C02K(H02K), C02L(H02L),
  C02M(H02M), C02N(H02N), C02O(H02O), C02P(H02P), C02S(H02S), C02T(H02T),
 C02W(H02W), C3(H3), C02Z(H02Z), C031(H031), C034(H034), C035(H035), C036(H036),
  C037(H037), C29(H29), C039(H039), C03A(H03A), C16(H16), C03D(H03H), C15(H15),
 C03G(H03K), C03H(H03I), C03I(H03J), C03J(H03L), C33(H33), C03M(H03M),
 C03N(H03N), C03O(H03O), C36(H36), C03Q(H03Q), C03R(H03R), C03S(H03S),
 C03T(H03T), C18(H18), C03V(H03V), C03W(H03W), C03X(H03X), C03Y(H03Y),
 C03Z(H03Z), C040(H040), C041(H041), C044(H044), C045(H045), C046(H046),
 C047(H047), C40(H40), C37(H37), C04B(H04B), C17(H17), C38(H38), C04F(H04F),
 C04G(H04G), C04H(H04H), C04I(H04I), C04J(H04J), C04K(H04K), C32(H32), C39(H39),
  C04N(H04N), C04O(H04O), C30(H30), C04Q(H04Q), C04R(H04R), C04S(H04S),
 C31(H31), C04U(H04U), C04V(H04V), C04W(H04W), C04X(H04X), C04Y(H04Y),
 C04Z(H04Z), C050(H050)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C032(H03E,H03F,H03G), C03K(H03B,H03C,H03D), C049(H04A,
 H04C,H04D)
;
_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 1.549
_oxdiff_exptl_absorpt_empirical_full_min 0.793