Regulating the Excited State Chirality to Fabricate High-Performance-Solid-State Circularly Polarized Luminescence Materials
Han, Jianlei; Shi, Yonghong; Jin, Xue; Yang, Xuefeng; Duan, Pengfei; Chemical Science  (2022) –; doi:10.1039/D2SC01846B

data_1566884
_publ_section_title
;
 Regulating the Excited State Chirality to Fabricate
 High-Performance-Solid-State Circularly Polarized Luminescence Materials
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC01846B
_journal_year                    2022
_chemical_formula_moiety         'C39 H34 O3'
_chemical_formula_sum            'C39 H34 O3'
_chemical_formula_weight         550.66
_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_creation_date             2021-08-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-20 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.4040(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.96470(10)
_cell_length_b                   18.78190(10)
_cell_length_c                   14.28420(10)
_cell_measurement_reflns_used    38101
_cell_measurement_temperature    169.99(12)
_cell_measurement_theta_max      74.5500
_cell_measurement_theta_min      3.0900
_cell_volume                     2910.07(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(12)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_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    -76.00  25.00   0.50    0.06    --  -47.57  89.00 -76.00  202
  2  \w    -24.00  76.00   0.50    0.06    --   47.57 -89.00 167.00  200
  3  \w   -168.00 -79.00   0.50    0.20    --  -99.00 -89.00 167.00  178
  4  \w   -105.00 -26.00   0.50    0.20    --  -99.00  89.00 -76.00  158
  5  \w     31.00 106.00   0.50    0.20    --  103.25 -89.00 167.00  150
  6  \w     86.00 169.00   0.50    0.20    --  103.25  89.00 -76.00  166
  7  \w   -119.00 -25.00   0.50    0.06    --  -47.57 -77.00 120.00  188
  8  \w   -168.00 -82.00   0.50    0.20    --  -99.00 -61.00-120.00  172
  9  \w   -168.00 -82.00   0.50    0.20    --  -99.00 -61.00-150.00  172
 10  \w     91.00 169.00   0.50    0.20    --  103.25  30.00  60.00  156
 11  \w     31.00  75.00   0.50    0.20    --  103.25 -61.00 150.00   88
 12  \w     31.00 106.00   0.50    0.20    --  103.25 -94.00 -30.00  150
 13  \w     90.00 169.00   0.50    0.20    --  103.25  15.00  30.00  158
 14  \w   -119.00 -25.00   0.50    0.06    --  -47.57 -77.00-120.00  188
 15  \w     25.00 120.00   0.50    0.06    --   47.57  77.00 -90.00  190
 16  \w     25.00 120.00   0.50    0.06    --   47.57  77.00   0.00  190
 17  \w   -168.00 -76.00   0.50    0.20    --  -99.00 -77.00 120.00  184
 18  \w   -168.00 -76.00   0.50    0.20    --  -99.00 -77.00 -60.00  184
 19  \w    -68.00 -26.00   0.50    0.20    --  -99.00  61.00 120.00   84
 20  \w   -168.00 -82.00   0.50    0.20    --  -99.00 -61.00-180.00  172
 21  \w     31.00 106.00   0.50    0.20    --  103.25 -94.00  60.00  150
 22  \w     31.00  75.00   0.50    0.20    --  103.25 -61.00  90.00   88
 23  \w   -119.00 -33.00   0.50    0.06    --  -47.57 -57.00 -60.00  172
 24  \w   -119.00 -33.00   0.50    0.06    --  -47.57 -57.00 150.00  172
 25  \w   -119.00 -33.00   0.50    0.06    --  -47.57 -57.00  30.00  172
 26  \w   -168.00 -76.00   0.50    0.20    --  -99.00 -77.00  30.00  184
 27  \w   -168.00 -82.00   0.50    0.20    --  -99.00 -61.00 -30.00  172
 28  \w    -68.00 -26.00   0.50    0.20    --  -99.00  61.00-120.00   84
 29  \w   -168.00 -76.00   0.50    0.20    --  -99.00 -77.00 -90.00  184
 30  \w     31.00  75.00   0.50    0.20    --  103.25 -61.00 -30.00   88
 31  \w     31.00 106.00   0.50    0.20    --  103.25 -94.00 -90.00  150
 32  \w     25.00 120.00   0.50    0.06    --   47.57  77.00-180.00  190
 33  \w     25.00  92.00   0.50    0.06    --   47.57  77.00  90.00  134
 34  \w     19.00  95.00   0.50    0.06    --   47.57-125.00 150.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0310821000
_diffrn_orient_matrix_UB_12      0.0515833000
_diffrn_orient_matrix_UB_13      -0.0839082000
_diffrn_orient_matrix_UB_21      -0.0533376000
_diffrn_orient_matrix_UB_22      0.0534223000
_diffrn_orient_matrix_UB_23      0.0651573000
_diffrn_orient_matrix_UB_31      0.1279543000
_diffrn_orient_matrix_UB_32      0.0348143000
_diffrn_orient_matrix_UB_33      0.0242746000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            54676
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.238
_diffrn_reflns_theta_min         3.127
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent intense colourless'
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 4836 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     845
_refine_ls_number_reflns         11441
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0378
_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^)+(0.0655P)^2^+0.2660P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1033
_reflns_Friedel_coverage         0.886
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.921
_reflns_number_gt                10889
_reflns_number_total             11441
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc01846b5.cif
_cod_data_source_block           tx6961
_cod_database_code               1566884
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_usercomment     CHO
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22B-C21B
 1.54 with sigma of 0.01
 O3B-C21B = O3A-C21A
 1.47 with sigma of 0.01
 O3B-C2A = O3A-C2A
 1.37 with sigma of 0.01
3. Others
 Sof(O3B)=Sof(C21B)=Sof(H21C)=Sof(H21D)=Sof(C22B)=Sof(H22D)=Sof(H22E)=
 Sof(H22F)=1-FVAR(1)
 Sof(O3A)=Sof(C21A)=Sof(H21A)=Sof(H21B)=Sof(C22A)=Sof(H22A)=Sof(H22B)=
 Sof(H22C)=FVAR(1)
 Sof(H6AC)=Sof(H6AD)=Sof(H9AC)=Sof(H9AD)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C7B)=
 Sof(H7BA)=Sof(H7BB)=1-FVAR(2)
 Sof(H6AA)=Sof(H6AB)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=
 Sof(H9AA)=Sof(H9AB)=FVAR(2)
 Sof(H13C)=Sof(H13D)=Sof(H16C)=Sof(H16D)=Sof(C15B)=Sof(H15C)=Sof(H15D)=
 Sof(C14B)=Sof(H14C)=Sof(H14D)=1-FVAR(3)
 Sof(H13A)=Sof(H13B)=Sof(C14A)=Sof(H14A)=Sof(H14B)=Sof(C15A)=Sof(H15A)=
 Sof(H15B)=Sof(H16A)=Sof(H16B)=FVAR(3)
 Sof(H6BG)=Sof(H6BH)=Sof(H9BG)=Sof(H9BH)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(C41)=
 Sof(H41A)=Sof(H41B)=1-FVAR(4)
 Sof(H6AE)=Sof(H6AF)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=
 Sof(H9AE)=Sof(H9AF)=FVAR(4)
4.a Secondary CH2 refined with riding coordinates:
 C6(H6AE,H6AF), C6(H6BG,H6BH), C7(H7A,H7B), C8(H8A,H8B), C9(H9AE,H9AF),
 C9(H9BG,H9BH), C13(H13E,H13F), C14(H14E,H14F), C15(H15E,H15F), C16(H16E,H16F),
 C21(H21E,H21F), C6A(H6AA,H6AB), C6A(H6AC,H6AD), C7A(H7AA,H7AB), C8A(H8AA,H8AB),
  C9A(H9AA,H9AB), C9A(H9AC,H9AD), C13A(H13A,H13B), C13A(H13C,H13D), C14A(H14A,
 H14B), C15A(H15A,H15B), C16A(H16A,H16B), C16A(H16C,H16D), C21A(H21A,H21B),
 C21B(H21C,H21D), C8B(H8BA,H8BB), C7B(H7BA,H7BB), C15B(H15C,H15D), C14B(H14C,
 H14D), C40(H40A,H40B), C41(H41A,H41B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C18(H18), C19(H19), C25(H25), C26(H26), C28(H28), C29(H29),
 C31(H31), C32(H32), C33(H33), C35(H35), C36(H36), C3A(H3A), C4A(H4A),
 C18A(H18A), C19A(H19A), C25A(H25A), C26A(H26A), C28A(H28A), C29A(H29A),
 C31A(H31A), C32A(H32A), C33A(H33A), C35A(H35A), C36A(H36A)
4.c Idealised Me refined as rotating group:
 C22(H22G,H22H,H22I), C22A(H22A,H22B,H22C), C22B(H22D,H22E,H22F)
;
_shelx_res_checksum              99513
_shelx_hkl_checksum              33107
_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 1.518
_oxdiff_exptl_absorpt_empirical_full_min 0.865