Thermally activated delayed fluorescence emitters showing wide-range near-infrared piezochromism and their use in deep-red OLEDs.
Sudhakar, Pagidi; Gupta, Abhishek Kumar; Cordes, David B.; Zysman-Colman, Eli; Chemical science 15 (2024) 545–554; doi:10.1039/d3sc05188a

data_1570412
_publ_section_title
;
 Thermally activated delayed fluorescence emitters showing wide-range
 near-infrared piezochromism and their use in deep-red OLEDs.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              545
_journal_page_last               554
_journal_paper_doi               10.1039/d3sc05188a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C52 H40 N4 O2'
_chemical_formula_sum            'C52 H40 N4 O2'
_chemical_formula_weight         752.88
_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             2023-09-07
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-09-21 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                109.639(3)
_cell_angle_beta                 95.666(2)
_cell_angle_gamma                108.274(3)
_cell_formula_units_Z            2
_cell_length_a                   10.0726(3)
_cell_length_b                   14.3581(4)
_cell_length_c                   15.3628(4)
_cell_measurement_reflns_used    12427
_cell_measurement_temperature    125
_cell_measurement_theta_max      75.2580
_cell_measurement_theta_min      3.1380
_cell_volume                     1934.60(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b45 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_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    'SIR2011  (Burla et al.,  2007)'
_diffrn_ambient_temperature      125
_diffrn_detector                 'hybrid photon counting detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Dectris PILATUS P200K'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.953
_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   -125.00  55.00   0.50   10.00    --  -35.00  60.00 -45.00  360
  2  \w   -108.00 -48.00   0.50   10.00    --  -35.00  30.00  90.00  120
  3  \w   -173.50 -10.00   0.50   20.00    -- -100.00  60.00 -90.00  327
  4  \w   -187.00 -40.00   0.50   20.00    -- -100.00  30.00  45.00  294
  5  \w   -165.00 -10.00   0.50   20.00    -- -100.00  60.00-180.00  310
  6  \w   -190.00-127.50   0.50   20.00    -- -100.00  60.00 135.00  125
  7  \w   -165.00 -19.00   0.50   20.00    -- -100.00  60.00   0.00  292
  8  \w   -152.50 -44.50   0.50   20.00    -- -100.00  30.00 135.00  216
  9  \w   -174.00-114.00   0.50   20.00    -- -100.00  60.00  90.00  120
 10  \w    -70.00 -10.00   0.50   20.00    -- -100.00  30.00   0.00  120
 11  \w   -190.00 -10.00   0.50   20.00    -- -100.00  30.00 -90.00  360
 12  \w   -174.00 -10.00   0.50   20.00    -- -100.00  60.00  45.00  328
 13  \w   -190.00-120.00   0.50   20.00    -- -100.00  60.00-135.00  140
;
_diffrn_measurement_device       'AFC11: Quarter \c 4 circle'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200K'
_diffrn_measurement_method       'shutterless scans'
_diffrn_measurement_specimen_support Loop
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0804309000
_diffrn_orient_matrix_UB_12      -0.1165911000
_diffrn_orient_matrix_UB_13      -0.0143600000
_diffrn_orient_matrix_UB_21      0.0305843000
_diffrn_orient_matrix_UB_22      -0.0376426000
_diffrn_orient_matrix_UB_23      -0.0996803000
_diffrn_orient_matrix_UB_31      0.1412949000
_diffrn_orient_matrix_UB_32      -0.0051033000
_diffrn_orient_matrix_UB_33      0.0426249000
_diffrn_radiation_monochromator  'Rigaku Osmic Confocal Optical System'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23164
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.547
_diffrn_reflns_theta_min         3.137
_diffrn_source                   'Rotating Anode'
_diffrn_source_type              'Rigaku MM-007HF'
_exptl_absorpt_coefficient_mu    0.620
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_description       needle
_exptl_crystal_F_000             792
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane/hexane'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         7654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0416
_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^)+(0.0654P)^2^+0.3712P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1179
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6439
_reflns_number_total             7654
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc05188a3.cif
_cod_data_source_block           MeTPA-BQ
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1570412--1570413.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1570412
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.865
_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:
 C7(H7), C8(H8), C9(H9), C10(H10), C16(H16), C17(H17), C19(H19), C20(H20),
 C23(H23), C24(H24), C26(H26), C27(H27), C30(H30), C31(H31), C33(H33), C34(H34),
  C37(H37), C38(H38), C40(H40), C41(H41), C44(H44), C45(H45), C47(H47),
 C48(H48), C51(H51), C52(H52), C54(H54), C55(H55)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C35(H35A,H35B,H35C), C49(H49A,H49B,H49C), C56(H56A,H56B,
 H56C)
;
_shelx_res_checksum              94447