Molecular Design of Thermally Activated Delayed Fluorescent Emitters for Narrowband Orange−Red OLEDs: Boosted by a Cyano-Functionalization Strategy
Liu, Yang; Xiao, Xin; You, Ran; Bin, Zhengyang; You, Jingsong; Chemical Science  (2021) –; doi:10.1039/D1SC02042K

data_1563272
_publ_section_title
;
 Molecular Design of Thermally Activated Delayed Fluorescent Emitters for
 Narrowband Orange&#x2212;Red OLEDs: Boosted by a Cyano-Functionalization
 Strategy
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC02042K
_journal_year                    2021
_chemical_formula_moiety         'C87 H94 B N5'
_chemical_formula_sum            'C87 H94 B N5'
_chemical_formula_weight         1220.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-01-25 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.263(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.299(3)
_cell_length_b                   29.627(5)
_cell_length_c                   14.364(3)
_cell_measurement_reflns_used    9474
_cell_measurement_temperature    150
_cell_measurement_theta_max      67.150
_cell_measurement_theta_min      2.983
_cell_volume                     7547(2)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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_temperature      150.0
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0992
_diffrn_reflns_av_unetI/netI     0.0888
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            75860
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.191
_diffrn_reflns_theta_min         2.491
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.466
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1451 before and 0.0926 after correction. The Ratio of minimum to maximum transmission is 0.6973. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.074
_exptl_crystal_description       block
_exptl_crystal_F_000             2624
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.00103(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     929
_refine_ls_number_reflns         13757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0923
_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^)+(0.1891P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2561
_refine_ls_wR_factor_ref         0.3044
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8068
_reflns_number_total             13757
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc02042k2.cif
_cod_data_source_block           cu_ly_red_150k_0ma
_cod_database_code               1563272
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.913
_shelx_estimated_absorpt_t_min   0.873
_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. Others
 Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(H3AC)=1-FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=FVAR(1)
 Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=1-FVAR(2)
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=FVAR(2)
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=1-FVAR(3)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(3)
 Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=Sof(H0AC)=1-FVAR(4)
 Sof(C02D)=Sof(H02Y)=Sof(H)=Sof(HA)=FVAR(4)
 Sof(C0)=Sof(H0A)=Sof(H0B)=Sof(H0C)=1-FVAR(5)
 Sof(C028)=Sof(H02P)=Sof(H02Q)=Sof(H02R)=FVAR(5)
 Sof(C1AA)=Sof(H1AD)=Sof(H1AE)=Sof(H1AF)=1-FVAR(6)
 Sof(C02B)=Sof(H02V)=Sof(H02W)=Sof(H02X)=FVAR(6)
3.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C00U(H00U), C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z),
 C012(H012), C013(H013), C014(H014), C015(H015), C018(H018), C019(H019),
 C01C(H01C), C01D(H01D), C01E(H01E), C01F(H01F), C01G(H01G), C01K(H01K),
 C01L(H01L), C01O(H01O), C01P(H01P), C01S(H01S)
3.b Idealised Me refined as rotating group:
 C01U(H01A,H01B,H01H), C01X(H01I,H01J,H01M), C01Y(H01N,H01Q,H01R), C01Z(H01T,
 H01U,H01V), C020(H02A,H02B,H02C), C021(H02D,H02E,H02F), C022(H02G,H02H,H02I),
 C024(H02J,H02K,H02L), C026(H02M,H02N,H02O), C028(H02P,H02Q,H02R), C02A(H02S,
 H02T,H02U), C02B(H02V,H02W,H02X), C02D(H02Y,H,HA), C02E(H02Z,HB,HC), C02F(H02,
 HD,HE), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C3A(H3AA,H3AB,H3AC),
  C2A(H2AA,H2AB,H2AC), C1A(H1AA,H1AB,H1AC), C0AA(H0AA,H0AB,H0AC), C0(H0A,H0B,
 H0C), C1AA(H1AD,H1AE,H1AF), C3AA(H3AD,H3AE,H3AF), C2AA(H2AD,H2AE,H2AF),
 C4AA(H4AA,H4AB,H4AC), C5AA(H5AA,H5AB,H5AC), C7AA(H7AA,H7AB,H7AC), C6AA(H6AA,
 H6AB,H6AC)
;
_olex2_submission_special_instructions 'No special instructions were received'