Circularly Polarized Thermally Activated Delayed Fluorescence Emitters in Through-Space Charge Transfer on Asymmetric Spiro Skeletons.
Yang, Sheng-Yi; Wang, Ya-Kun; Peng, Chen-Chen; Wu, Zheng-Guang; Yuan, Shuai; Yu, You-Jun; Li, Hao; Wang, Tong-Tong; Li, Hong-Cheng; Zheng, You-Xuan; Jiang, Zuo-Quan; Liao, Liang-Sheng; Journal of the American Chemical Society 142 (2020) 17756–17765; doi:10.1021/jacs.0c08980

data_4135274
_publ_section_title
;
 Circularly Polarized Thermally Activated Delayed Fluorescence Emitters in
 Through-Space Charge Transfer on Asymmetric Spiro Skeletons.
;
_journal_issue                   41
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17756
_journal_page_last               17765
_journal_paper_doi               10.1021/jacs.0c08980
_journal_volume                  142
_journal_year                    2020
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C H Cl3, C52 H32 N4 O'
_chemical_formula_sum            'C53 H33 Cl3 N4 O'
_chemical_formula_weight         848.18
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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             2020-07-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                70.1480(10)
_cell_angle_beta                 70.7690(10)
_cell_angle_gamma                84.1110(10)
_cell_formula_units_Z            2
_cell_length_a                   11.0288(2)
_cell_length_b                   14.2907(3)
_cell_length_c                   14.7740(3)
_cell_measurement_reflns_used    9726
_cell_measurement_temperature    170
_cell_measurement_theta_max      74.64
_cell_measurement_theta_min      3.29
_cell_volume                     2067.82(7)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_unetI/netI     0.0797
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27570
_diffrn_reflns_point_group_measured_fraction_full 0.818
_diffrn_reflns_point_group_measured_fraction_max 0.801
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.664
_diffrn_reflns_theta_min         3.288
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.370
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.4153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1762 before and 0.0771 after correction. The Ratio of minimum to maximum transmission is 0.5509. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_description       block
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details
;
 Flack x determined using 3379 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.048(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1126
_refine_ls_number_reflns         13584
_refine_ls_number_restraints     1294
_refine_ls_restrained_S_all      0.976
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0578
_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^)+(0.0836P)^2^+0.5878P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1605
_reflns_Friedel_coverage         0.667
_reflns_Friedel_fraction_full    0.668
_reflns_Friedel_fraction_max     0.641
_reflns_number_gt                11442
_reflns_number_total             13584
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c08980_si_006.cif
_cod_data_source_block           0715sfot2_0m
_cod_depositor_comments
'Adding full bibliography for 4135274--4135279.cif.'
_cod_database_code               4135274
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.833
_shelx_estimated_absorpt_t_min   0.718
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl1A-C53 \\sim Cl5-C53 \\sim Cl0A-C53 \\sim Cl6-C53 \\sim Cl4-C53 \\sim
Cl2A-C53
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(Cl4) \\sim Ueq, Uanis(Cl0A) \\sim Ueq, Uanis(Cl6) \\sim Ueq, Uanis(Cl1A)
\\sim Ueq, Uanis(Cl5) \\sim Ueq: with sigma of 0.005 and sigma for terminal
atoms of 0.01
5. Others
 Fixed Sof: Cl6(0.75) Cl5(0.75) Cl4(0.75) H53(0.75) H53A(0.25) Cl1A(0.25)
 Cl2A(0.25) Cl0A(0.25)
6.a Ternary CH refined with riding coordinates:
 C106(H106), C53(H53), C53(H53A)
6.b Aromatic/amide H refined with riding coordinates:
 C40(H40), C74(H74), C70(H70), C71(H71), C46(H46), C6(H6), C98(H98), C78(H78),
 C39(H39), C19(H19), C48(H48), C80(H80), C26(H26), C21(H21), C73(H73), C95(H95),
  C57(H57), C25(H25), C96(H96), C79(H79), C90(H90), C91(H91), C24(H24),
 C59(H59), C89(H89), C13(H13), C2(H2), C38(H38), C85(H85), C45(H45), C43(H43),
 C15(H15), C32(H32), C33(H33), C12(H12), C3(H3), C31(H31), C1(H1), C67(H67),
 C34(H34), C51(H51), C55(H55), C58(H58), C18(H18), C84(H84), C44(H44), C97(H97),
  C14(H14), C50(H50), C105(H105), C4(H4), C83(H83), C56(H56), C82(H82),
 C22(H22), C68(H68), C11(H11), C49(H49), C66(H66), C104(H104), C102(H102),
 C65(H65), C103(H103), C64(H64)
;
_olex2_submission_special_instructions 'No special instructions were received'