Employing racemization strategies to simultaneously enhance the quantum yield, lifetime, and water stability of room-temperature phosphorescent materials.
Lin, Zenggang; Zhang, Peng; Song, Fuqiang; Yang, Yuzhu; Miao, Xuan; Liu, Weisheng; Chemical science 15 (2024) 8052–8061; doi:10.1039/d4sc01719f

data_1571527
_publ_section_title
;
 Employing racemization strategies to simultaneously enhance the quantum
 yield, lifetime, and water stability of room-temperature phosphorescent
 materials.
;
_journal_issue                   21
_journal_name_full               'Chemical science'
_journal_page_first              8052
_journal_page_last               8061
_journal_paper_doi               10.1039/d4sc01719f
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C48 H34 Br2 N2 O4, H2 O'
_chemical_formula_sum            'C48 H36 Br2 N2 O5'
_chemical_formula_weight         879.60
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-12-25
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-02-29 deposited with the CCDC.	2024-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                79.3587(9)
_cell_angle_beta                 81.0124(10)
_cell_angle_gamma                87.8419(10)
_cell_formula_units_Z            2
_cell_length_a                   10.42669(14)
_cell_length_b                   12.40814(15)
_cell_length_c                   18.05325(18)
_cell_measurement_reflns_used    42888
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      76.1270
_cell_measurement_theta_min      2.5220
_cell_volume                     2267.21(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(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 0.941
_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    -13.00  13.00   0.50    0.08    --   20.00  97.00-137.29   52
  2  \w     -1.00  24.00   0.50    0.08    --   32.00  91.00 -78.90   50
  3  \w    -24.00   4.00   0.50    0.08    --   12.00 100.00  43.78   56
  4  \w      6.00  31.00   0.50    0.08    --   40.00  92.00   6.20   50
  5  \w      8.00  33.00   0.50    0.08    --   40.00  89.00 101.55   50
  6  \w     75.00 101.00   0.50    0.08    --   45.30 164.00 -49.00   52
  7  \w     87.00 130.00   0.50    0.08    --   56.00  78.00  55.63   86
  8  \w    112.00 138.00   0.50    0.08    --   64.00  78.00  61.90   52
  9  \w     37.00  70.00   0.50    0.08    --   64.00  78.00 128.48   66
 10  \w     45.00  70.00   0.50    0.08    --   72.00  78.00 133.98   50
 11  \w     30.00  56.00   0.50    0.08    --   56.00  78.00  55.63   52
 12  \w     37.00  69.00   0.50    0.08    --   64.00  78.00  61.90   64
 13  \w     41.00  89.00   0.50    0.08    --   68.00  77.00 -40.07   96
 14  \w     47.00  79.00   0.50    0.08    --   72.00  78.00 -67.00   64
 15  \w     33.00  88.00   0.50    0.08    --   60.00  78.00-126.10  110
 16  \w     29.00  60.00   0.50    0.08    --   56.00  77.00 -85.79   62
 17  \w     37.00  63.00   0.50    0.08    --   60.00  76.00 -64.48   52
 18  \w     78.00 124.00   0.50    0.08    --   52.00  75.00-145.36   92
 19  \w     38.00  69.00   0.50    0.08    --   64.00  76.00  10.69   62
 20  \w     38.00  69.00   0.50    0.08    --   64.00  76.00  86.96   62
 21  \w     38.00  78.00   0.50    0.08    --   64.00  76.00 162.72   80
 22  \w     47.00  72.00   0.50    0.08    --   72.00  76.00 166.58   50
 23  \w     73.00 123.00   0.50    0.08    --   56.00  75.00   1.15  100
 24  \w     34.00  68.00   0.50    0.08    --   56.00  75.00   1.15   68
 25  \w     27.00  81.00   0.50    0.08    --   45.30  37.00-150.00  108
 26  \w     29.00  55.00   0.50    0.08    --   52.00  75.00-145.36   52
 27  \w     39.00  70.00   0.50    0.08    --   64.00  74.00-157.73   62
 28  \w     60.00  86.00   0.50    0.34    --  109.64 164.00 -49.00   52
 29  \w    102.00 152.00   0.50    0.34    --  109.64 164.00 -49.00  100
 30  \w     88.00 114.00   0.50    0.34    --  109.64 116.00 162.00   52
 31  \w    128.00 153.00   0.50    0.34    --  109.64 116.00 162.00   50
 32  \w     37.00  68.00   0.50    0.34    --  109.64 -61.00  90.00   62
 33  \w     36.00  62.00   0.50    0.34    --  109.64 -61.00 120.00   52
 34  \w     43.00  68.00   0.50    0.34    --  109.64 -61.00  60.00   50
 35  \w    -31.00  22.00   0.50    0.08    --   45.30 -19.00-150.00  106
 36  \w     81.00 107.00   0.50    0.08    --   45.30-164.00 -74.00   52
 37  \w     39.00 109.00   0.50    0.34    --  109.64-125.00  30.00  140
 38  \w     63.00  88.00   0.50    0.34    --  109.64-164.00 -74.00   50
 39  \w     40.00 108.00   0.50    0.34    --  109.64-125.00 -90.00  136
 40  \w     45.00  89.00   0.50    0.34    --  109.64-125.00 -60.00   88
 41  \w     70.00  96.00   0.50    0.34    --  109.64-116.00  73.00   52
 42  \w     36.00  62.00   0.50    0.08    --   45.30-116.00  73.00   52
 43  \w    -41.00 -16.00   0.50    0.08    --  -44.00 -82.00 129.61   50
 44  \w    -39.00 -14.00   0.50    0.08    --  -48.00 -91.00  74.18   50
 45  \w    -41.00 -16.00   0.50    0.08    --  -44.00 -82.00   5.60   50
 46  \w    -40.00 -14.00   0.50    0.08    --  -48.00 -91.00 -19.25   52
 47  \w    -40.00 -14.00   0.50    0.08    --  -48.00 -91.00-129.60   52
 48  \w   -108.00 -56.00   0.50    0.08    --  -45.30-164.00 -74.00  104
 49  \w   -112.00 -44.00   0.50    0.08    --  -72.00 -78.00 -31.09  136
 50  \w   -173.00 -74.00   0.50    0.34    -- -100.00 -78.00 -90.86  198
 51  \w   -135.00 -64.00   0.50    0.34    --  -92.00 -78.00-151.98  142
 52  \w   -174.00 -73.00   0.50    0.34    -- -100.00 -78.00-108.27  202
 53  \w    -84.00 -58.00   0.50    0.34    --  -84.00 -77.00  80.59   52
 54  \w   -144.00 -74.00   0.50    0.34    -- -100.00 -77.00 133.97  140
 55  \w   -166.00 -64.00   0.50    0.34    --  -92.00 -78.00 162.65  204
 56  \w   -171.00 -73.00   0.50    0.34    -- -100.00 -77.00 151.61  196
 57  \w   -160.00 -61.00   0.50    0.34    --  -88.00 -77.00  33.14  198
 58  \w   -120.00 -73.00   0.50    0.34    -- -100.00 -77.00  60.00   94
 59  \w   -171.00-146.00   0.50    0.34    -- -100.00 -77.00  60.00   50
 60  \w   -155.00-118.00   0.50    0.34    --  -96.00 -76.00  30.99   74
 61  \w    -94.00 -69.00   0.50    0.34    --  -96.00 -76.00  30.99   50
 62  \w   -158.00 -74.00   0.50    0.34    -- -100.00 -77.00   5.67  168
 63  \w   -145.00-119.00   0.50    0.34    --  -88.00 -76.00 101.30   52
 64  \w    -91.00 -65.00   0.50    0.34    --  -92.00 -76.00 -23.24   52
 65  \w    -96.00 -69.00   0.50    0.34    --  -96.00 -76.00 -80.95   54
 66  \w   -161.00-107.00   0.50    0.34    --  -96.00 -76.00 -80.95  108
 67  \w   -150.00-115.00   0.50    0.34    --  -92.00 -76.00 -23.24   70
 68  \w    -87.00 -61.00   0.50    0.34    --  -88.00 -76.00-106.29   52
 69  \w    -83.00 -53.00   0.50    0.34    --  -80.00 -76.00-146.43   60
 70  \w    -98.00 -73.00   0.50    0.34    -- -100.00 -76.00-176.94   50
 71  \w   -166.00 -73.00   0.50    0.34    -- -100.00 -76.00-140.17  186
 72  \w   -166.00 -67.00   0.50    0.34    --  -92.00 -75.00-169.46  198
 73  \w    -91.00 -66.00   0.50    0.34    --  -92.00 -76.00 -64.16   50
 74  \w    -87.00 -61.00   0.50    0.34    --  -88.00 -76.00 101.30   52
 75  \w    -95.00 -66.00   0.50    0.34    --  -92.00 -75.00 103.26   58
 76  \w    -93.00 -58.00   0.50    0.34    --  -84.00 -75.00 115.67   70
 77  \w    -79.00 -50.00   0.50    0.08    --  -76.00 -75.00 159.62   58
 78  \w   -163.00-103.00   0.50    0.34    --  -92.00 -75.00 103.26  120
 79  \w    -99.00 -66.00   0.50    0.34    --  -92.00 -74.00  57.55   66
 80  \w    -72.00 -46.00   0.50    0.08    --  -72.00 -74.00  46.56   52
 81  \w    -88.00 -62.00   0.50    0.34    --  -88.00 -74.00 135.27   52
 82  \w    -96.00 -66.00   0.50    0.34    --  -92.00 -74.00  70.63   60
 83  \w   -154.00-128.00   0.50    0.34    --  -92.00 -73.00   8.11   52
 84  \w   -154.00 -75.00   0.50    0.34    -- -100.00 -74.00 -34.95  158
 85  \w    -80.00 -46.00   0.50    0.08    --  -72.00 -74.00-137.11   68
 86  \w    -88.00 -63.00   0.50    0.34    --  -88.00 -73.00 -90.25   50
 87  \w    -83.00 -50.00   0.50    0.08    --  -76.00 -74.00 -53.72   66
 88  \w    -92.00 -67.00   0.50    0.34    --  -92.00 -73.00   8.11   50
 89  \w    -77.00 -51.00   0.50    0.08    --  -76.00 -73.00  21.41   52
 90  \w    -84.00 -47.00   0.50    0.08    --  -72.00 -71.00   0.47   74
 91  \w    -97.00 -63.00   0.50    0.34    --  -88.00 -73.00  -8.45   68
 92  \w   -160.00 -63.00   0.50    0.34    --  -88.00 -73.00 -46.01  194
 93  \w   -164.00 -69.00   0.50    0.34    --  -92.00 -67.00 -66.06  190
 94  \w    -74.00 -45.00   0.50    0.08    --  -68.00 -70.00-122.42   58
 95  \w   -105.00 -45.00   0.50    0.08    --  -68.00 -69.00  67.60  120
 96  \w    -85.00 -47.00   0.50    0.08    --  -72.00 -71.00 176.93   76
 97  \w   -136.00 -78.00   0.50    0.34    -- -100.00 -64.00  81.83  116
 98  \w   -164.00-139.00   0.50    0.34    -- -100.00 -64.00  81.83   50
 99  \w   -167.00 -88.00   0.50    0.34    -- -100.00-116.00  73.00  158
100  \w   -130.00-105.00   0.50    0.34    -- -100.00-164.00 -74.00   50
101  \w    -69.00 -31.00   0.50    0.34    -- -100.00  61.00-180.00   76
102  \w   -114.00 -80.00   0.50    0.08    --  -45.30 164.00 -49.00   68
103  \w   -106.00 -26.00   0.50    0.34    -- -100.00  77.00   0.00  160
104  \w    -88.00 -21.00   0.50    0.08    --  -45.30 116.00 162.00  134
105  \w   -109.00 -78.00   0.50    0.34    -- -100.00 116.00 162.00   62
106  \w   -111.00 -62.00   0.50    0.34    -- -100.00 125.00  90.00   98
107  \w    -92.00 -58.00   0.50    0.34    -- -100.00 125.00  60.00   68
108  \w   -112.00 -48.00   0.50    0.34    -- -100.00 125.00  30.00  128
109  \w    -80.00 -54.00   0.50    0.34    -- -100.00 164.00 -49.00   52
110  \w    -69.00 -43.00   0.50    0.34    -- -100.00 125.00 -90.00   52
111  \w   -112.00 -73.00   0.50    0.34    -- -100.00 125.00 -90.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0881293000
_diffrn_orient_matrix_UB_12      -0.0968291000
_diffrn_orient_matrix_UB_13      0.0406539000
_diffrn_orient_matrix_UB_21      -0.0008821000
_diffrn_orient_matrix_UB_22      -0.0368721000
_diffrn_orient_matrix_UB_23      -0.0768564000
_diffrn_orient_matrix_UB_31      0.1208758000
_diffrn_orient_matrix_UB_32      -0.0722850000
_diffrn_orient_matrix_UB_33      0.0125556000
_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  0.0813
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            67957
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.403
_diffrn_reflns_theta_min         2.520
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.629
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
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    1.288
_exptl_crystal_description       block
_exptl_crystal_F_000             894
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 7024 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1037
_refine_ls_number_reflns         17016
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1201P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1505
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_full    0.945
_reflns_Friedel_fraction_max     0.849
_reflns_number_gt                16065
_reflns_number_total             17016
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc01719f2.cif
_cod_data_source_block           linzg-1219_auto
_cod_depositor_comments
;
Adding full bibliography for 1571524--1571527.cif.

2025-05-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C96 H70 Br4 N4 O10'
_cod_original_formula_weight         1759.20
_cod_original_formula_moiety         '2(C48 H34 Br2 N2 O4), 2(H2 O)'
_cod_original_formula_units_Z            1
_cod_database_code               1571527
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O01C(H01A,H01C), O01O(H01D,H01E)
2.b Aromatic/amide H refined with riding coordinates:
 N00D(H00D), N00E(H00E), N00F(H00F), N00G(H00G), C00Q(H00Q), C00V(H00V),
 C00X(H00X), C011(H011), C013(H013), C014(H014), C016(H016), C017(H017),
 C01B(H01B), C01H(H01H), C01I(H01I), C01L(H01L), C01M(H01M), C01P(H01P),
 C01Q(H01Q), C01S(H01S), C01U(H01U), C01X(H01X), C01Y(H01Y), C01Z(H01Z),
 C020(H020), C022(H022), C024(H024), C025(H025), C026(H026), C027(H027),
 C029(H029), C02A(H02A), C02C(H02C), C02E(H02E), C02F(H02F), C02G(H02G),
 C02H(H02H), C02I(H02I), C02J(H02J), C02K(H02K), C02M(H02M), C02N(H02N),
 C02O(H02O), C02P(H02P), C02Q(H02Q), C02R(H02R), C02S(H02S), C02T(H02T),
 C02U(H02U), C02V(H02V), C02W(H02W), C02X(H02X), C02Y(H02Y), C02Z(H02Z),
 C030(H030), C031(H031), C033(H033), C035(H035), C036(H036), C037(H037),
 C038(H038), C039(H039), C03B(H03B), C03C(H03C)
2.c Idealised tetrahedral OH refined as rotating group:
 O005(H005), O008(H008), O009(H009), O00I(H00I)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              59351
_shelx_fab_checksum              47207
_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 8.376
_oxdiff_exptl_absorpt_empirical_full_min 0.251