Synergistic effects of hydrogen bonds and the hybridized excited state observed for high-efficiency, deep-blue fluorescent emitters with narrow emission in OLED applications
Qiu, Xu; Xu, Yuwei; Wang, Cong; Hanif, Muddasir; Zhou, Jiadong; Zeng, Cheng; Li, Ya; Jiang, Qinglin; Zhao, Ruiyang; Hu, Dehua; Ma, Yuguang; Journal of Materials Chemistry C 7 (2019) 5461–; doi:10.1039/C9TC00357F

data_7237728
_publ_section_title
;
 Synergistic effects of hydrogen bonds and the hybridized excited state
 observed for high-efficiency, deep-blue fluorescent emitters with narrow
 emission in OLED applications
;
_journal_issue                   18
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5461
_journal_paper_doi               10.1039/C9TC00357F
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C45 H31 N3 O'
_chemical_formula_sum            'C45 H31 N3 O'
_chemical_formula_weight         629.73
_chemical_name_systematic        TPA-PPI-OH
_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     dual
_audit_creation_date             2018-06-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-14 deposited with the CCDC.	2019-04-02 downloaded from the CCDC.
;
_cell_angle_alpha                89.128(3)
_cell_angle_beta                 76.181(3)
_cell_angle_gamma                73.418(3)
_cell_formula_units_Z            2
_cell_length_a                   10.6652(3)
_cell_length_b                   10.8218(4)
_cell_length_c                   14.7723(6)
_cell_measurement_reflns_used    8692
_cell_measurement_temperature    100.0(8)
_cell_measurement_theta_max      73.3270
_cell_measurement_theta_min      3.1110
_cell_volume                     1584.20(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (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 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(8)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_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     23.00  88.00   0.50    0.50    --    0.00  72.00 150.00  130
  2  \w    -87.00  13.00   0.50    0.50    --    0.00 -72.00  90.00  200
  3  \w    -89.00 -63.00   0.50    0.50    --    0.00 -38.00-180.00   52
  4  \w    -47.00  -9.00   0.50    0.50    --    0.00 -57.00 -60.00   76
  5  \w    -50.00  13.00   0.50    0.50    --    0.00 -38.00-180.00  126
  6  \w    -52.00 -26.00   0.50    0.76    --  -98.80  72.00 150.00   52
  7  \w   -112.00  -9.00   0.50    0.76    --  -98.80  19.00-120.00  206
  8  \w    -90.00 -53.00   0.50    0.76    --  -98.80  72.00-180.00   74
  9  \w   -113.00 -37.00   0.50    0.76    --  -98.80  72.00 -30.00  152
 10  \w   -113.00 -28.00   0.50    0.76    --  -98.80  72.00-120.00  170
 11  \w   -100.00 -31.00   0.50    0.76    --  -98.80  72.00  90.00  138
 12  \w   -111.00 -58.00   0.50    0.76    --  -98.80  72.00 150.00  106
 13  \w   -113.00 -10.00   0.50    0.76    --  -98.80  57.00  90.00  206
 14  \w   -108.00 -42.00   0.50    0.76    --  -98.80  72.00-150.00  132
 15  \w   -103.00 -10.00   0.50    0.76    --  -98.80  19.00 -30.00  186
 16  \w   -111.00 -17.00   0.50    0.76    --  -98.80  72.00   0.00  188
 17  \w   -186.00-142.00   0.50    0.76    --  -98.80 -19.00-180.00   88
 18  \w   -110.00 -85.00   0.50    0.76    --  -98.80  72.00 -60.00   50
 19  \w    -61.00 -35.00   0.50    0.76    --  -98.80  72.00 -60.00   52
 20  \w   -106.00 -81.00   0.50    0.76    --  -98.80  72.00  60.00   50
 21  \w   -186.00 -40.00   0.50    0.76    --  -98.80   0.00  30.00  292
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0212862000
_diffrn_orient_matrix_UB_12      -0.0990392000
_diffrn_orient_matrix_UB_13      0.0737819000
_diffrn_orient_matrix_UB_21      -0.0015177000
_diffrn_orient_matrix_UB_22      -0.0945367000
_diffrn_orient_matrix_UB_23      -0.0763815000
_diffrn_orient_matrix_UB_31      0.1539692000
_diffrn_orient_matrix_UB_32      -0.0582087000
_diffrn_orient_matrix_UB_33      -0.0171277000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14110
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.076
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         3.086
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.44a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_description       block
_exptl_crystal_F_000             660
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         5552
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0342
_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^)+(0.0401P)^2^+0.5168P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0883
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5059
_reflns_number_total             5552
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc00357f2.cif
_cod_data_source_block           4
_cod_database_code               7237728
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.970
_reflns_odcompleteness_completeness 98.23
_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 O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00G(H00G), C00K(H00K), C00N(H00N), C00O(H00O),
 C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011),
 C012(H012), C013(H013), C014(H014), C015(H015), C016(H016), C017(H017),
 C018(H018), C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D)
2.b Idealised tetrahedral OH refined as rotating group:
 O001(H001)
;
_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 1.161
_oxdiff_exptl_absorpt_empirical_full_min 0.744