Spiro-Based Thermally Activated Delayed Fluorescence Emitters with Reduced Nonradiative Decay for High-Quantum-Efficiency, Low-Roll-Off, Organic Light-Emitting Diodes.
Sharma, Nidhi; Maciejczyk, Michal; Hall, David; Li, Wenbo; Liégeois, Vincent; Beljonne, David; Olivier, Yoann; Robertson, Neil; Samuel, Ifor D. W.; Zysman-Colman, Eli; ACS applied materials & interfaces 13 (2021) 44628–44640; doi:10.1021/acsami.1c12234

data_4519040
_publ_section_title
;
 Spiro-Based Thermally Activated Delayed Fluorescence Emitters with
 Reduced Nonradiative Decay for High-Quantum-Efficiency, Low-Roll-Off,
 Organic Light-Emitting Diodes.
;
_journal_issue                   37
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              44628
_journal_page_last               44640
_journal_paper_doi               10.1021/acsami.1c12234
_journal_volume                  13
_journal_year                    2021
_chemical_formula_moiety         'C73 H50 N2 O3 P2, 4(C H4 O)'
_chemical_formula_sum            'C77 H66 N2 O7 P2'
_chemical_formula_weight         1193.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-10-24
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.8576(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   30.9299(3)
_cell_length_b                   8.85314(6)
_cell_length_c                   23.8928(2)
_cell_measurement_reflns_used    18874
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      75.9730
_cell_measurement_theta_min      4.2720
_cell_volume                     6402.88(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.986
_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    -64.00  31.00   1.00    1.00    --  -41.92  38.00  90.00   95
  2  \w    -69.00  28.00   1.00    1.00    --  -41.92  57.00 -60.00   97
  3  \w    -69.00  28.00   1.00    1.00    --  -41.92  57.00  60.00   97
  4  \w     57.00 129.00   1.00    1.00    --   41.92 178.00 -30.00   72
  5  \w     87.00 178.00   1.00    4.00    --  111.00  45.00   0.00   91
  6  \w     87.00 178.00   1.00    4.00    --  111.00  45.00  30.00   91
  7  \w     36.00 135.00   1.00    4.00    --  111.00 -30.00-180.00   99
  8  \w     87.00 178.00   1.00    4.00    --  111.00  45.00  60.00   91
  9  \w     30.00 110.00   1.00    4.00    --  111.00 -94.00  30.00   80
 10  \w     40.00 135.00   1.00    4.00    --  111.00 -45.00-150.00   95
 11  \w     94.00 178.00   1.00    4.00    --  111.00 125.00-120.00   84
 12  \w     87.00 178.00   1.00    4.00    --  111.00  45.00  90.00   91
 13  \w     39.00 118.00   1.00    4.00    --  111.00-125.00 150.00   79
 14  \w     39.00 118.00   1.00    4.00    --  111.00-125.00-180.00   79
 15  \w     94.00 178.00   1.00    4.00    --  111.00 125.00 -90.00   84
 16  \w   -116.00 -61.00   1.00    1.00    --  -41.92 -77.00 -30.00   55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0496367000
_diffrn_orient_matrix_UB_12      -0.0084035000
_diffrn_orient_matrix_UB_13      -0.0271720000
_diffrn_orient_matrix_UB_21      -0.0098956000
_diffrn_orient_matrix_UB_22      0.1144693000
_diffrn_orient_matrix_UB_23      0.0442803000
_diffrn_orient_matrix_UB_31      0.0055430000
_diffrn_orient_matrix_UB_32      0.1307596000
_diffrn_orient_matrix_UB_33      -0.0404648000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            26722
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.224
_diffrn_reflns_theta_min         3.781
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.074
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.639
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_description       rod
_exptl_crystal_F_000             2512
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of methanol and dichloromethane  by solvent layering'
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.231
_exptl_crystal_size_min          0.155
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6613
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0588
_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^)+(0.1072P)^2^+6.4916P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1598
_refine_ls_wR_factor_ref         0.1615
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6319
_reflns_number_total             6613
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am1c12234_si_004.cif
_cod_data_source_block           nr18002
_cod_original_cell_volume        6402.86(9)
_cod_database_code               4519040
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C308 H272 N8 O28 P8 '
_chemical_oxdiff_usercomment     '@ 120 K SFX-PODPA'
_reflns_odcompleteness_completeness 99.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C25(H25),
  C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C34(H34), C35(H35),
 C36(H36), C37(H37)
2.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C39(H39A,H39B,H39C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3A), O4(H4)
;
_shelx_res_checksum              8421
_shelx_hkl_checksum              60091
_olex2_date_sample_data_collection 2018-10-17
_olex2_date_sample_submission    2018-10-10
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id SFX-PODPA
_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 1.280
_oxdiff_exptl_absorpt_empirical_full_min 0.803