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_7237742
_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         'C32 H20 N4 O2'
_chemical_formula_sum            'C32 H20 N4 O2'
_chemical_formula_weight         492.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_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                 104.8480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.84880(10)
_cell_length_b                   7.41860(10)
_cell_length_c                   16.2441(2)
_cell_measurement_reflns_used    16007
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      75.3840
_cell_measurement_theta_min      2.7990
_cell_volume                     1147.23(2)
_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 0.999
_diffrn_measured_fraction_theta_max 0.968
_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    -27.00  60.00   0.50    1.00    --   47.20 -19.00 -90.00  174
  2  \w     31.00 126.00   0.50    1.20    --  103.25 -77.00   0.00  190
  3  \w     91.00 169.00   0.50    1.20    --  103.25  30.00 -60.00  156
  4  \w     87.00 169.00   0.50    1.20    --  103.25  61.00  30.00  164
  5  \w     84.00 169.00   0.50    1.20    --  103.25 114.00 -55.00  170
  6  \w     47.00 120.00   0.50    1.00    --   47.20 173.00  84.00  146
  7  \w     25.00 120.00   0.50    1.00    --   47.20  77.00 -30.00  190
  8  \w     28.00 116.00   0.50    1.20    --  103.25 -30.00-180.00  176
  9  \w     31.00 112.00   0.50    1.20    --  103.25-114.00-145.00  162
 10  \w     31.00 109.00   0.50    1.20    --  103.25 -94.00 -90.00  156
 11  \w     40.00 152.00   0.50    1.20    --  103.25-173.00  73.00  224
 12  \w     31.00 109.00   0.50    1.20    --  103.25 -94.00  60.00  156
 13  \w      9.00  89.00   0.50    1.00    --   47.20-114.00-145.00  160
 14  \w     32.00 120.00   0.50    1.00    --   47.20  57.00-120.00  176
 15  \w    -88.00  -2.00   0.50    1.00    --  -47.20 114.00 -55.00  172
 16  \w   -121.00 -34.00   0.50    1.00    --  -47.20 173.00  84.00  174
 17  \w   -112.00 -26.00   0.50    1.20    --  -99.00 114.00 -55.00  172
 18  \w   -112.00 -24.00   0.50    1.20    --  -99.00  30.00-120.00  176
 19  \w   -115.00 -26.00   0.50    1.20    --  -99.00  61.00 -30.00  178
 20  \w   -115.00 -26.00   0.50    1.20    --  -99.00  61.00 150.00  178
 21  \w   -120.00 -24.00   0.50    1.00    --  -47.20 -77.00 150.00  192
 22  \w   -120.00 -41.00   0.50    1.00    --  -47.20-173.00  73.00  158
 23  \w   -120.00 -71.00   0.50    1.00    --  -47.20-125.00 -30.00   98
 24  \w   -120.00 -71.00   0.50    1.00    --  -47.20-125.00 -90.00   98
 25  \w   -120.00 -71.00   0.50    1.00    --  -47.20-125.00-120.00   98
 26  \w   -120.00 -71.00   0.50    1.00    --  -47.20-125.00-180.00   98
 27  \w   -168.00 -78.00   0.50    1.20    --  -99.00-114.00-145.00  180
 28  \w   -168.00 -81.00   0.50    1.20    --  -99.00 -94.00 -30.00  174
 29  \w   -168.00 -81.00   0.50    1.20    --  -99.00 -94.00  90.00  174
 30  \w   -168.00 -86.00   0.50    1.20    --  -99.00 -30.00 120.00  164
 31  \w   -151.00 -34.00   0.50    1.20    --  -99.00 173.00  84.00  234
;
_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      -0.0540532000
_diffrn_orient_matrix_UB_12      0.0386454000
_diffrn_orient_matrix_UB_13      0.0792311000
_diffrn_orient_matrix_UB_21      0.0374347000
_diffrn_orient_matrix_UB_22      0.2007032000
_diffrn_orient_matrix_UB_23      -0.0046719000
_diffrn_orient_matrix_UB_31      -0.1479243000
_diffrn_orient_matrix_UB_32      0.0366759000
_diffrn_orient_matrix_UB_33      -0.0576231000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0116
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21203
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.158
_diffrn_reflns_theta_min         2.814
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77008
_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_density_diffrn    1.426
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.114
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 1962 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4517
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0320
_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^)+(0.0524P)^2^+0.1591P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0803
_refine_ls_wR_factor_ref         0.0810
_reflns_Friedel_coverage         0.816
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.928
_reflns_number_gt                4441
_reflns_number_total             4517
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc00503j2.cif
_cod_data_source_block           tx257
_cod_database_code               7237742
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         CHN
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26),
  C29(H29), C30(H30), C31(H31), C32(H32)
;
_shelx_res_checksum              99281
_shelx_hkl_checksum              55478
_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 1.461
_oxdiff_exptl_absorpt_empirical_full_min 0.640