Naphthyridine-based thermally activated delayed fluorescence emitters for multi-color organic light-emitting diodes with low efficiency roll-off
Chen, Cheng; Lu, Hai-Yan; Wang, Yin-Feng; Li, Meng; Shen, Yi-Fan; Chen, Chuan-Feng; Journal of Materials Chemistry C 7 (2019) 4673–; doi:10.1039/C9TC00503J

data_7237741
_publ_section_title
;
 Naphthyridine-based thermally activated delayed fluorescence emitters for
 multi-color organic light-emitting diodes with low efficiency roll-off
;
_journal_issue                   16
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              4673
_journal_paper_doi               10.1039/C9TC00503J
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C38 H32 N4'
_chemical_formula_sum            'C38 H32 N4'
_chemical_formula_weight         544.67
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-01-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-24 deposited with the CCDC.	2019-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.03220(10)
_cell_length_b                   12.26750(10)
_cell_length_c                   25.1471(4)
_cell_measurement_reflns_used    9903
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      74.8220
_cell_measurement_theta_min      3.5120
_cell_volume                     2786.36(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14e (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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.962
_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     75.00 116.00   0.50    3.00    --  103.25 -30.00  60.00   82
  2  \w     95.00 132.00   0.50    3.00    --  103.25  25.00  82.00   74
  3  \w     47.00  73.00   0.50    3.00    --  103.25 -30.00  60.00   52
  4  \w     33.00  83.00   0.50    3.00    --  103.25 -45.00  90.00  100
  5  \w     36.00  82.00   0.50    2.00    --   47.45  25.00  82.00   92
  6  \w     36.00 116.00   0.50    3.00    --  103.25 -30.00 150.00  160
  7  \w     28.00 111.00   0.50    3.00    --  103.25 -25.00 -81.00  166
  8  \w     64.00 109.00   0.50    3.00    --  103.25 -94.00-120.00   90
  9  \w     33.00  60.00   0.50    3.00    --  103.25 -94.00-120.00   54
 10  \w     18.00  94.00   0.50    2.00    --   47.45-125.00-180.00  152
 11  \w     -7.00  18.00   0.50    2.00    --   47.45 -25.00 -81.00   50
 12  \w    -50.00  22.00   0.50    2.00    --  -47.45  25.00  82.00  144
 13  \w    -56.00 -29.00   0.50    3.00    --  -99.00 125.00 120.00   54
 14  \w    -97.00 -70.00   0.50    3.00    --  -99.00 125.00 120.00   54
 15  \w   -106.00 -69.00   0.50    3.00    --  -99.00  25.00  82.00   74
 16  \w   -122.00 -34.00   0.50    2.00    --  -47.45 -25.00 -81.00  176
 17  \w   -111.00 -37.00   0.50    3.00    --  -99.00  45.00 -60.00  148
 18  \w   -151.00 -90.00   0.50    3.00    --  -99.00 -25.00 -81.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0223603000
_diffrn_orient_matrix_UB_12      -0.0408274000
_diffrn_orient_matrix_UB_13      0.0573759000
_diffrn_orient_matrix_UB_21      0.1688998000
_diffrn_orient_matrix_UB_22      0.0000666000
_diffrn_orient_matrix_UB_23      -0.0084526000
_diffrn_orient_matrix_UB_31      0.0076842000
_diffrn_orient_matrix_UB_32      0.1187467000
_diffrn_orient_matrix_UB_33      0.0197744000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            18177
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.469
_diffrn_reflns_theta_min         3.515
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
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    1.298
_exptl_crystal_description       plate
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 2009 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.14(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5482
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0357
_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^)+(0.0475P)^2^+0.6145P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0973
_reflns_Friedel_coverage         0.740
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.932
_reflns_number_gt                5014
_reflns_number_total             5482
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc00503j2.cif
_cod_data_source_block           tx256
_cod_database_code               7237741
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         CHN
_reflns_odcompleteness_completeness 99.86
_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:
 C2(H2), C3(H3), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13),
 C18(H18), C19(H19), C20(H20), C21(H21), C25(H25), C26(H26), C27(H27), C28(H28),
  C33(H33), C34(H34), C35(H35), C36(H36)
2.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C37(H37A,H37B,H37C), C38(H38A,H38B,
 H38C)
;
_shelx_res_checksum              36353
_shelx_hkl_checksum              5447
_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 1.572
_oxdiff_exptl_absorpt_empirical_full_min 0.611