Molecular design of sensitizers for high-efficiency OLEDs: exploration of energy transfer dynamics.
Liu, Xiao; Wen, Xue-Liang; Zhou, Yang; Tang, Chao; Tang, Diandong; Wang, Qian; Shi, Yibo; Liu, Lin; Sun, Wei; Feng, Kai; Fang, Wei-Hai; Qiao, Juan; Shen, Lin; Chen, Xuebo; Chemical science 16 (2025) 17304–17315; doi:10.1039/d5sc03817k

data_1575567
_publ_section_title
;
 Molecular design of sensitizers for high-efficiency OLEDs: exploration of
 energy transfer dynamics.
;
_journal_issue                   37
_journal_name_full               'Chemical science'
_journal_page_first              17304
_journal_page_last               17315
_journal_paper_doi               10.1039/d5sc03817k
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C43 H28 N2 O2'
_chemical_formula_sum            'C43 H28 N2 O2'
_chemical_formula_weight         604.67
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-01-04
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-04-12 deposited with the CCDC.	2025-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                89.256(4)
_cell_angle_beta                 74.606(5)
_cell_angle_gamma                71.184(5)
_cell_formula_units_Z            1
_cell_length_a                   9.0251(6)
_cell_length_b                   9.0365(5)
_cell_length_c                   10.1245(6)
_cell_measurement_reflns_used    18187
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      76.2550
_cell_measurement_theta_min      4.5350
_cell_volume                     751.15(8)
_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 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     85.00 118.00   0.50    0.05    --   50.00  79.00 157.61   66
  2  \w     26.00  51.00   0.50    0.05    --   50.00  79.00 157.61   50
  3  \w     28.00  59.00   0.50    0.05    --   50.00  78.00  93.09   62
  4  \w     54.00  79.00   0.50    0.05    --   46.90  74.00 -12.00   50
  5  \w     27.00  55.00   0.50    0.05    --   50.00  77.00 -18.09   56
  6  \w     24.00  56.00   0.50    0.05    --   46.90  77.00 -60.00   64
  7  \w     86.00 118.00   0.50    0.05    --   46.90  77.00 -60.00   64
  8  \w     45.00  70.00   0.50    0.05    --   46.90  37.00-180.00   50
  9  \w     19.00  44.00   0.50    0.05    --   46.00  86.00-108.78   50
 10  \w    -48.00 -19.00   0.50    0.05    --    2.00 132.00-142.51   58
 11  \w    -13.00  12.00   0.50    0.05    --   18.00  97.00 113.40   50
 12  \w      9.00  34.00   0.50    0.05    --   38.00  91.00 102.33   50
 13  \w    116.00 172.00   0.50    0.05    --  104.75  15.00  90.00  112
 14  \w    131.00 175.00   0.50    0.05    --  104.75  77.00   0.00   88
 15  \w     82.00 175.00   0.50    0.05    --  104.75  77.00 -60.00  186
 16  \w     84.00 177.00   0.50    0.05    --  104.75  77.00 -90.00  186
 17  \w     91.00 173.00   0.50    0.05    --  104.75  77.00-150.00  164
 18  \w     43.00  85.00   0.50    0.05    --   66.00  77.00 -98.19   84
 19  \w     45.00  71.00   0.50    0.05    --   66.00  75.00-138.84   52
 20  \w     40.00  76.00   0.50    0.05    --   62.00  76.00-166.96   72
 21  \w    114.00 139.00   0.50    0.05    --   66.00  77.00 -98.19   50
 22  \w    137.00 162.00   0.50    0.05    --  104.75  74.00 -12.00   50
 23  \w     86.00 116.00   0.50    0.05    --  104.75  74.00 -12.00   60
 24  \w     82.00 116.00   0.50    0.05    --  104.75  77.00   0.00   68
 25  \w     38.00  65.00   0.50    0.05    --   58.00  73.00  -0.99   54
 26  \w     37.00  97.00   0.50    0.05    --   58.00  73.00-110.92  120
 27  \w     93.00 120.00   0.50    0.05    --   58.00  73.00  -0.99   54
 28  \w     37.00  63.00   0.50    0.05    --   58.00  72.00  35.07   52
 29  \w     42.00  73.00   0.50    0.05    --   62.00  71.00  75.48   62
 30  \w     41.00  73.00   0.50    0.05    --   62.00  72.00 167.68   64
 31  \w    110.00 135.00   0.50    0.05    --   62.00  72.00 167.68   50
 32  \w     88.00 132.00   0.50    0.05    --  104.75  61.00 120.00   88
 33  \w    122.00 177.00   0.50    0.05    --  104.75  61.00 -30.00  110
 34  \w    120.00 173.00   0.50    0.05    --  104.75  45.00  30.00  106
 35  \w    142.00 174.00   0.50    0.05    --  104.75  45.00-120.00   64
 36  \w     96.00 134.00   0.50    0.05    --  104.75  45.00-150.00   76
 37  \w     91.00 139.00   0.50    0.05    --  104.75  61.00-180.00   96
 38  \w     95.00 164.00   0.50    0.05    --  104.75  30.00-180.00  138
 39  \w     97.00 135.00   0.50    0.05    --  104.75  45.00-120.00   76
 40  \w    147.00 176.00   0.50    0.05    --  104.75  15.00 -90.00   58
 41  \w     95.00 146.00   0.50    0.05    --  104.75  45.00  90.00  102
 42  \w    129.00 176.00   0.50    0.05    --  104.75  45.00 120.00   94
 43  \w    151.00 176.00   0.50    0.05    --  104.75  45.00  90.00   50
 44  \w    132.00 158.00   0.50    0.05    --  104.75 125.00-150.00   52
 45  \w    108.00 153.00   0.50    0.05    --  104.75 125.00-180.00   90
 46  \w     86.00 121.00   0.50    0.05    --  104.75 125.00-150.00   70
 47  \w     33.00 103.00   0.50    0.05    --  104.75 -77.00-120.00  140
 48  \w     34.00  97.00   0.50    0.05    --  104.75 -77.00-180.00  126
 49  \w     33.00  66.00   0.50    0.05    --  104.75 -74.00-141.00   66
 50  \w    -24.00  65.00   0.50    0.05    --   46.90 -74.00-141.00  178
 51  \w    -18.00  25.00   0.50    0.05    --   46.90 -19.00-150.00   86
 52  \w     34.00  59.00   0.50    0.05    --  104.75 -77.00 -30.00   50
 53  \w     34.00  77.00   0.50    0.05    --  104.75 -77.00  90.00   86
 54  \w     90.00 116.00   0.50    0.05    --  104.75-132.00 148.63   52
 55  \w     91.00 117.00   0.50    0.05    --  104.75-125.00  60.00   52
 56  \w     35.00  83.00   0.50    0.05    --  104.75-125.00  60.00   96
 57  \w     36.00  68.00   0.50    0.05    --  104.75-125.00 -60.00   64
 58  \w     64.00 112.00   0.50    0.05    --  104.75-125.00 -90.00   96
 59  \w     81.00 107.00   0.50    0.05    --  104.75 -94.00 -30.00   52
 60  \w     71.00 103.00   0.50    0.05    --  104.75 -94.00   0.00   64
 61  \w     32.00  59.00   0.50    0.05    --  104.75 -94.00 -30.00   54
 62  \w     41.00  66.00   0.50    0.05    --  104.75 -94.00   0.00   50
 63  \w     80.00 117.00   0.50    0.05    --  104.75-125.00 -60.00   74
 64  \w     65.00  91.00   0.50    0.05    --  104.75-125.00-120.00   52
 65  \w     74.00 117.00   0.50    0.05    --  104.75-125.00-180.00   86
 66  \w     73.00 105.00   0.50    0.05    --  104.75 -94.00 -60.00   64
 67  \w     32.00  57.00   0.50    0.05    --  104.75 -94.00 -60.00   50
 68  \w     59.00 106.00   0.50    0.05    --  104.75 -94.00  60.00   94
 69  \w     32.00 106.00   0.50    0.05    --  104.75 -94.00 150.00  148
 70  \w    -68.00 -42.00   0.50    0.05    -- -102.00  77.00-180.00   52
 71  \w    -68.00 -31.00   0.50    0.05    -- -102.00  61.00 -30.00   74
 72  \w    -86.00 -61.00   0.50    0.05    -- -102.00  74.00 -12.00   50
 73  \w    -67.00 -30.00   0.50    0.05    -- -102.00  61.00 120.00   74
 74  \w    -66.00 -40.00   0.50    0.05    --  -46.90  74.00 -12.00   52
 75  \w    -35.00  23.00   0.50    0.05    --  -46.90  74.00 -12.00  116
 76  \w    -58.00 -33.00   0.50    0.05    -- -102.00 125.00 -60.00   50
 77  \w    -51.00 -25.00   0.50    0.05    --  -46.90 -74.00-141.00   52
 78  \w   -108.00 -83.00   0.50    0.05    --  -46.90 -74.00-141.00   50
 79  \w    -82.00 -40.00   0.50    0.05    --  -46.90 -37.00 -30.00   84
 80  \w    -60.00 -24.00   0.50    0.05    --  -46.90 -77.00   0.00   72
 81  \w    -61.00 -34.00   0.50    0.05    --  -46.90 -37.00  90.00   54
 82  \w    -87.00 -61.00   0.50    0.05    --  -70.00 -57.00  88.89   52
 83  \w    -70.00 -44.00   0.50    0.05    --  -66.00 -78.00  97.39   52
 84  \w   -104.00 -79.00   0.50    0.05    -- -102.00 -77.00 120.00   50
 85  \w   -162.00-137.00   0.50    0.05    -- -102.00 -77.00 120.00   50
 86  \w   -128.00 -79.00   0.50    0.05    -- -102.00 -77.00 -30.00   98
 87  \w   -111.00 -85.00   0.50    0.05    -- -102.00 -77.00 -39.99   52
 88  \w   -110.00 -81.00   0.50    0.05    -- -102.00 -77.00 -90.00   58
 89  \w   -110.00 -81.00   0.50    0.05    -- -102.00 -77.00-120.00   58
 90  \w   -174.00-133.00   0.50    0.05    -- -102.00 -77.00-120.00   82
 91  \w   -151.00-125.00   0.50    0.05    -- -102.00 -76.00-160.58   52
 92  \w   -112.00 -83.00   0.50    0.05    -- -102.00 -76.00-160.58   58
 93  \w   -164.00-138.00   0.50    0.05    -- -102.00 -77.00 -90.00   52
 94  \w   -160.00-119.00   0.50    0.05    -- -102.00 -76.00  -8.25   82
 95  \w   -151.00-116.00   0.50    0.05    --  -86.00 -75.00 -69.72   70
 96  \w   -104.00 -79.00   0.50    0.05    -- -102.00 -76.00  -8.25   50
 97  \w   -110.00 -64.00   0.50    0.05    --  -86.00 -75.00 -69.72   92
 98  \w   -101.00 -75.00   0.50    0.05    --  -94.00 -75.00 -27.24   52
 99  \w    -96.00 -65.00   0.50    0.05    --  -86.00 -75.00   3.36   62
100  \w    -96.00 -62.00   0.50    0.05    --  -82.00 -75.00 -17.61   68
101  \w   -110.00 -84.00   0.50    0.05    -- -102.00 -74.00-102.68   52
102  \w   -152.00-126.00   0.50    0.05    --  -82.00 -75.00 -17.61   52
103  \w    -97.00 -54.00   0.50    0.05    --  -74.00 -74.00 -60.11   86
104  \w    -80.00 -54.00   0.50    0.05    --  -74.00 -74.00  48.53   52
105  \w   -124.00 -82.00   0.50    0.05    -- -102.00 -74.00  47.08   84
106  \w   -107.00 -81.00   0.50    0.05    -- -102.00 -74.00  74.54   52
107  \w   -117.00 -83.00   0.50    0.05    -- -102.00 -74.00 131.06   68
108  \w   -114.00 -80.00   0.50    0.05    -- -102.00 -77.00 148.29   68
109  \w   -148.00-122.00   0.50    0.05    -- -102.00 -77.00 148.29   52
110  \w   -163.00-137.00   0.50    0.05    -- -102.00 -74.00  47.08   52
111  \w    -91.00 -65.00   0.50    0.05    --  -86.00 -73.00 117.10   52
112  \w    -81.00 -54.00   0.50    0.05    --  -74.00 -74.00  22.59   54
113  \w    -97.00 -71.00   0.50    0.05    --  -90.00 -73.00  42.39   52
114  \w   -170.00-127.00   0.50    0.05    -- -102.00 -74.00-102.68   86
115  \w   -169.00-143.00   0.50    0.05    -- -102.00 -74.00-141.00   52
116  \w   -106.00 -80.00   0.50    0.05    -- -102.00 -74.00-141.00   52
117  \w    -95.00 -69.00   0.50    0.05    --  -90.00 -73.00-128.19   52
118  \w   -171.00-146.00   0.50    0.05    -- -102.00 -66.00  26.39   50
119  \w   -104.00 -74.00   0.50    0.05    --  -90.00 -63.00   3.66   60
120  \w   -124.00 -86.00   0.50    0.05    -- -102.00 -66.00  26.39   76
121  \w   -118.00 -84.00   0.50    0.05    -- -102.00 -64.00  80.74   68
122  \w    -99.00 -73.00   0.50    0.05    --  -90.00 -72.00  85.53   52
123  \w    -91.00 -65.00   0.50    0.05    --  -82.00 -61.00  72.19   52
124  \w   -152.00 -82.00   0.50    0.05    -- -102.00 -94.00  90.00  140
125  \w   -106.00 -77.00   0.50    0.05    -- -102.00 -84.00  23.84   58
126  \w    -55.00 -29.00   0.50    0.05    --  -54.00 -83.00 145.10   52
127  \w    -82.00 -56.00   0.50    0.05    --  -82.00 -83.00 153.97   52
128  \w    -90.00 -58.00   0.50    0.05    --  -82.00 -83.00 -84.68   64
129  \w   -103.00 -77.00   0.50    0.05    -- -102.00 -85.00-134.60   52
130  \w   -122.00 -77.00   0.50    0.05    -- -102.00 -86.00-178.32   90
131  \w    -59.00 -33.00   0.50    0.05    --  -58.00 -82.00-105.53   52
132  \w    -95.00 -56.00   0.50    0.05    --  -82.00 -83.00-168.60   78
133  \w   -131.00-105.00   0.50    0.05    --  -58.00 -82.00-105.53   52
134  \w   -147.00-111.00   0.50    0.05    --  -82.00 -83.00 153.97   72
;
_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      -0.1667512000
_diffrn_orient_matrix_UB_12      0.0614137000
_diffrn_orient_matrix_UB_13      -0.0306149000
_diffrn_orient_matrix_UB_21      -0.0743745000
_diffrn_orient_matrix_UB_22      -0.0752943000
_diffrn_orient_matrix_UB_23      0.1266783000
_diffrn_orient_matrix_UB_31      -0.0431952000
_diffrn_orient_matrix_UB_32      0.1523320000
_diffrn_orient_matrix_UB_33      0.0899026000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_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            23234
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.187
_diffrn_reflns_theta_min         4.544
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.644
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69608
_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    1.337
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 2307 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         5262
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0332
_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^+0.0765P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.0803
_reflns_Friedel_coverage         0.920
_reflns_Friedel_fraction_full    0.921
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                5104
_reflns_number_total             5262
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc03817k2.cif
_cod_data_source_block           exp_23471_auto
_cod_depositor_comments
'Adding full bibliography for 1575566--1575568.cif.'
_cod_database_code               1575567
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.927
_diffrn_oxdiff_digest_frames
;
015e61a9e64bd0c0f5455e2aa93f4b07d4000662e09
;
_diffrn_oxdiff_digest_hkl
;
01bf1a8b21105d641499149f476817f45caf32
;
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C27(H27), C12(H12), C36(H36), C13(H13), C10(H10), C43(H43),
 C35(H35), C37(H37), C31(H31), C30(H30), C39(H39), C15(H15), C28(H28), C42(H42),
  C5(H5), C16(H16), C24(H24), C25(H25), C3(H3), C33(H33), C2(H2), C34(H34),
 C41(H41), C40(H40), C18(H18), C4(H4), C17(H17)
;
_shelx_res_checksum              97189
_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 4.310
_oxdiff_exptl_absorpt_empirical_full_min 0.696