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_4135278
_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 H2 Cl2, C52 H32 N4 S'
_chemical_formula_sum            'C53 H34 Cl2 N4 S'
_chemical_formula_weight         829.80
_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                109.438(3)
_cell_angle_beta                 107.172(3)
_cell_angle_gamma                93.623(3)
_cell_formula_units_Z            2
_cell_length_a                   10.7744(11)
_cell_length_b                   13.9056(15)
_cell_length_c                   15.4119(15)
_cell_measurement_reflns_used    3723
_cell_measurement_temperature    170
_cell_measurement_theta_max      24.576
_cell_measurement_theta_min      2.324
_cell_volume                     2046.7(4)
_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 0.996
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.1025
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22806
_diffrn_reflns_point_group_measured_fraction_full 0.831
_diffrn_reflns_point_group_measured_fraction_max 0.803
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.465
_diffrn_reflns_theta_min         2.011
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1371 before and 0.0578 after correction. The Ratio of minimum to maximum transmission is 0.8913. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       block
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details
;
 Flack x determined using 2125 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1156
_refine_ls_number_reflns         13616
_refine_ls_number_restraints     2591
_refine_ls_restrained_S_all      0.936
_refine_ls_R_factor_all          0.1690
_refine_ls_R_factor_gt           0.0927
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1602P)^2^+1.3601P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2361
_refine_ls_wR_factor_ref         0.3014
_reflns_Friedel_coverage         0.628
_reflns_Friedel_fraction_full    0.665
_reflns_Friedel_fraction_max     0.620
_reflns_number_gt                7288
_reflns_number_total             13616
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c08980_si_005.cif
_cod_data_source_block           715dfst1_0m
_cod_depositor_comments
'Adding full bibliography for 4135274--4135279.cif.'
_cod_database_code               4135278
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.970
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. 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
3. 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
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: S1(0.6) S3(0.4) H40(0.4) H44(0.6) C49(0.6) C50(0.6) H50(0.6)
 C51(0.6) H51(0.6) C52(0.6) H52(0.6) C53(0.6) H53(0.6) C114(0.4) H114(0.4)
 C110(0.4) C111(0.4) H111(0.4) C112(0.4) H112(0.4) C113(0.4) H113(0.4) C54(0.6)
 H54(0.6) C55(0.6) H55(0.6) C56(0.6) H56(0.6) C57(0.6) H57(0.6) C58(0.6)
 H58(0.6) C119(0.4) H119(0.4) C115(0.4) H115(0.4) C116(0.4) H116(0.4) C117(0.4)
 H117(0.4) C118(0.4) H118(0.4)
6.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C107(H10A,H10B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C17(H17), C18(H18), C20(H20), C21(H21), C24(H24), C25(H25),
  C26(H26), C30(H30), C31(H31), C32(H32), C33(H33), C37(H37), C38(H38),
 C39(H39), C40(H40), C44(H44), C45(H45), C46(H46), C47(H47), C50(H50), C51(H51),
  C52(H52), C53(H53), C114(H114), C111(H111), C112(H112), C113(H113), C54(H54),
 C55(H55), C56(H56), C57(H57), C58(H58), C63(H63), C64(H64), C65(H65), C66(H66),
  C67(H67), C70(H70), C71(H71), C73(H73), C74(H74), C78(H78), C79(H79),
 C80(H80), C83(H83), C84(H84), C85(H85), C86(H86), C89(H89), C91(H91), C92(H92),
  C93(H93), C98(H98), C99(H99), C100(H100), C102(H102), C103(H103), C104(H104),
 C105(H105), C119(H119), C115(H115), C116(H116), C117(H117), C118(H118)
6.c Fitted hexagon refined as free rotating group:
 C114(C48,C110,C111,C112,C113), C119(C59,C115,C116,C117,C118)
;
_olex2_submission_special_instructions 'No special instructions were received'