Achieving Enhanced Thermally Activated Delayed Fluorescence Rates and Shortened Exciton Lifetimes by Constructing Intramolecular Hydrogen Bonding Channels.
Wang, Liangying; Cai, Xinyi; Li, BinBin; Li, Mengke; Wang, Zhiheng; Gan, Lin; Qiao, Zhenyang; Xie, Wentao; Liang, Qiumin; Zheng, Nan; Liu, Kunkun; Su, Shi-Jian; ACS applied materials & interfaces  (2019) –; doi:10.1021/acsami.9b16073

data_4517158
_publ_section_title
;
 Achieving Enhanced Thermally Activated Delayed Fluorescence Rates and
 Shortened Exciton Lifetimes by Constructing Intramolecular Hydrogen
 Bonding Channels.
;
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_paper_doi               10.1021/acsami.9b16073
_journal_year                    2019
_chemical_formula_moiety         'C65 H63 N3 O'
_chemical_formula_sum            'C65 H63 N3 O'
_chemical_formula_weight         902.18
_chemical_name_common            BP-CDTC
_chemical_name_systematic
Phenyl(4-(3,3'',6,6''-tetra-tert-butyl-9'H-[9,3':6',9''-tercarbazol]-9'-yl)phenyl)methanone
_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
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc23f5yp
_audit_creation_date             2018-09-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-24 deposited with the CCDC.	2019-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.243(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8211(5)
_cell_length_b                   11.4458(5)
_cell_length_c                   38.5705(16)
_cell_measurement_reflns_used    6045
_cell_measurement_temperature    102.5(10)
_cell_measurement_theta_max      73.5620
_cell_measurement_theta_min      2.3360
_cell_volume                     5210.3(4)
_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      102.5(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    -83.00 -52.00   0.50    7.00    --    0.00 -19.00  30.00   62
  2  \w    -47.00   9.00   0.50    7.00    --    0.00 -19.00  30.00  112
  3  \w    -50.00  14.00   0.50   28.00    --    5.00 -57.00-150.00  128
  4  \w    -39.00  17.00   0.50   28.00    --    5.00 -19.00 -90.00  112
  5  \w   -105.00  -9.00   0.50   28.00    --  -98.80  72.00  60.00  192
  6  \w   -169.00-104.00   0.50   28.00    --  -98.80 -38.00-150.00  130
  7  \w   -160.00 -85.00   0.50   28.00    --  -98.80 -38.00-180.00  150
  8  \w   -179.00-153.00   0.50   28.00    --  -98.80 -41.00 120.00   52
  9  \w    -79.00  -9.00   0.50   28.00    --  -98.80  57.00   0.00  140
 10  \w   -121.00 -86.00   0.50   28.00    --  -98.80 -41.00 120.00   70
 11  \w   -110.00 -10.00   0.50   28.00    --  -98.80  38.00   0.00  200
 12  \w   -185.00 -88.00   0.50   28.00    --  -98.80 -57.00 -90.00  194
 13  \w   -111.00 -85.00   0.50   28.00    --  -98.80 -38.00   0.00   52
 14  \w   -124.00 -97.00   0.50   28.00    --  -98.80 -57.00-120.00   54
;
_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      0.0118632000
_diffrn_orient_matrix_UB_12      -0.1158228000
_diffrn_orient_matrix_UB_13      -0.0197838000
_diffrn_orient_matrix_UB_21      -0.1297033000
_diffrn_orient_matrix_UB_22      -0.0067413000
_diffrn_orient_matrix_UB_23      -0.0060174000
_diffrn_orient_matrix_UB_31      0.0072898000
_diffrn_orient_matrix_UB_32      0.0683816000
_diffrn_orient_matrix_UB_33      -0.0342512000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0862
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            26932
_diffrn_reflns_point_group_measured_fraction_full 0.799
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         3.745
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61795
_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            white
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_description       block
_exptl_crystal_F_000             1928
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.3(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1268
_refine_ls_number_reflns         14875
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.1101
_refine_ls_R_factor_gt           0.0970
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2511
_refine_ls_wR_factor_ref         0.2657
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_full    0.577
_reflns_Friedel_fraction_max     0.577
_reflns_number_gt                12254
_reflns_number_total             14875
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am9b16073_si_002.cif
_cod_data_source_block           1_2
_cod_database_code               4517158
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.975
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.7(6)
 0.3(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 H01P-H02W
 2 with sigma of 0.02
 C03L-C00R
 1.5 with sigma of 0.03
 C02X-C03L
 1.5 with sigma of 0.01
4. Rigid bond restraints
 O00O, C03L
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C014) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C02J) \\sim Ueq, Uanis(C025) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C01O) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
6.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00G(H00G), C00H(H00H), C00J(H00J), C00K(H00K),
 C00M(H00M), C00Q(H00Q), C00V(H00V), C00W(H00W), C00Z(H00Z), C010(H010),
 C011(H011), C017(H017), C019(H019), C01B(H01B), C01C(H01K), C01E(H01O),
 C01I(H01P), C01L(H01L), C01M(H01M), C01N(H01N), C01R(H01R), C01S(H01S),
 C01T(H01T), C01X(H01X), C021(H021), C023(H023), C024(H024), C025(H025),
 C027(H027), C028(H028), C029(H029), C02A(H02Q), C02B(H02R), C02C(H02C),
 C02E(H02E), C02M(H02M), C02N(H02Z), C02O(H02O), C02P(H02), C02Q(H0AA),
 C02R(H1AA), C02S(H2AA), C02U(H02U), C02Y(H3AA), C032(H032), C035(H035),
 C036(H036), C03B(H03J), C03D(H03U), C03F(H03Y), C03G(H03N), C03P(H7AA)
6.b Idealised Me refined as rotating group:
 C016(H01H,H01I,H01J), C01Q(H01A,H01C,H01D), C01Z(H01E,H01F,H01G), C02G(H02S,
 H02T,H02V), C02H(H02A,H02B,H02D), C02J(H02W,H02X,H02Y), C02L(H02F,H02G,H02H),
 C02V(H02I,H02J,H02K), C02Z(H02L,H02N,H02P), C037(H03A,H03B,H03C), C038(H03D,
 H03E,H03F), C03A(H03G,H03H,H03I), C03C(H03K,H03L,H03M), C03E(H03V,H03W,H03X),
 C03J(H03Z,H,HA), C03K(H03,HB,HC), C03M(H4AA,HD,HE), C03N(H5AA,HF,HG),
 C03O(H6AA,HH,HI), C03Q(H03O,H03P,H03Q), C03R(H8AA,HJ,HK), C03S(H03R,H03S,H03T),
  C03T(H9AA,HL,HM), C03U(H0BA,HN,HO)
;
_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 1.720
_oxdiff_exptl_absorpt_empirical_full_min 0.531