Highly enhanced chiroptical effect from self-inclusion helical nanocrystals of tetraphenylethylene bimacrocycles.
Hu, Ming; Ye, Feng-Ying; Yu, Wei; Sheng, Kang; Xu, Zhi-Rong; Fu, Jin-Jin; Wen, Xin; Feng, Hai-Tao; Liu, Minghua; Zheng, Yan-Song; Chemical science 15 (2024) 16627–16636; doi:10.1039/d4sc03599b

data_1572553
_publ_section_title
;
 Highly enhanced chiroptical effect from self-inclusion helical
 nanocrystals of tetraphenylethylene bimacrocycles.
;
_journal_issue                   40
_journal_name_full               'Chemical science'
_journal_page_first              16627
_journal_page_last               16636
_journal_paper_doi               10.1039/d4sc03599b
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C8 H6 Cl O3), C49 H54 N4 O4'
_chemical_formula_sum            'C65 H66 Cl2 N4 O10'
_chemical_formula_weight         1134.11
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-08-15 deposited with the CCDC.	2024-09-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   29.7705(3)
_cell_length_b                   26.2949(3)
_cell_length_c                   8.86230(10)
_cell_measurement_reflns_used    18563
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.3620
_cell_measurement_theta_min      2.1850
_cell_volume                     6937.52(13)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_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 0.985
_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   -131.00 -98.00   0.50    0.05    --  -52.00 -94.00-180.00   66
  2  \w   -125.00 -98.00   0.50    0.05    --  -52.00 -94.00-150.00   54
  3  \w   -107.00 -50.00   0.50    0.05    --  -39.45-179.00  30.00  114
  4  \w   -120.00 -95.00   0.50    0.05    --  -52.00 -94.00  30.00   50
  5  \w   -129.00 -88.00   0.50    0.05    --  -52.00 -94.00   0.00   82
  6  \w     36.00  61.00   0.50    0.21    --  111.82-111.00   0.00   50
  7  \w     74.00 106.00   0.50    0.21    --  111.82-111.00   0.00   64
  8  \w     36.00  82.00   0.50    0.21    --  111.82 -94.00 150.00   92
  9  \w     32.00 101.00   0.50    0.21    --  111.82 -94.00 -90.00  138
 10  \w     66.00 105.00   0.50    0.21    --  111.82 -94.00-180.00   78
 11  \w    -36.00  56.00   0.50    0.05    --   39.45 -52.00-121.00  184
 12  \w     39.00  90.00   0.50    0.21    --  111.82 -77.00 -30.00  102
 13  \w     40.00  88.00   0.50    0.21    --  111.82 -75.00  33.00   96
 14  \w     90.00 117.00   0.50    0.21    --  111.82 102.00-109.00   54
 15  \w    129.00 175.00   0.50    0.21    --  111.82 102.00-109.00   92
 16  \w    124.00 170.00   0.50    0.21    --  111.82  45.00 -60.00   92
 17  \w     77.00 123.00   0.50    0.21    --  111.82  77.00  90.00   92
 18  \w    134.00 166.00   0.50    0.21    --  111.82  77.00  90.00   64
 19  \w    101.00 175.00   0.50    0.21    --  111.82  61.00 120.00  148
 20  \w     79.00 134.00   0.50    0.21    --  111.82  75.00 160.00  110
 21  \w     49.00 114.00   0.50    0.05    --   39.45  75.00 160.00  130
 22  \w     86.00 174.00   0.50    0.21    --  111.82  52.00  23.00  176
 23  \w     93.00 118.00   0.50    0.21    --  111.82  45.00 -60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0468732000
_diffrn_orient_matrix_UB_12      -0.0241609000
_diffrn_orient_matrix_UB_13      -0.0173770000
_diffrn_orient_matrix_UB_21      -0.0159720000
_diffrn_orient_matrix_UB_22      0.0280143000
_diffrn_orient_matrix_UB_23      0.1429013000
_diffrn_orient_matrix_UB_31      -0.0150393000
_diffrn_orient_matrix_UB_32      0.0454364000
_diffrn_orient_matrix_UB_33      -0.0973925000
_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  0.0347
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            38438
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.745
_diffrn_reflns_theta_min         2.242
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.274
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_description       block
_exptl_crystal_F_000             2392
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 4724 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.054(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     798
_refine_ls_number_reflns         13986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0520
_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^)+(0.0907P)^2^+1.0406P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1446
_refine_ls_wR_factor_ref         0.1509
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.952
_reflns_number_gt                12242
_reflns_number_total             13986
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03599b2.cif
_cod_data_source_block           6280-h-h4-100k_autored
_cod_depositor_comments
'Adding full bibliography for 1572552--1572553.cif.'
_cod_database_code               1572553
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(Cl2)=Sof(C17)=Sof(H17)=Sof(C33)=Sof(C35)=Sof(H35)=Sof(C65)=Sof(C67)=
 Sof(H67)=Sof(H68A)=Sof(C69)=Sof(H69)=1-FVAR(1)
 Sof(Cl3)=Sof(C1)=Sof(H1A)=Sof(C2)=Sof(H2)=Sof(C29)=Sof(H29)=Sof(C31)=Sof(C61)=
 Sof(C63)=Sof(H63)=Sof(H68)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C44(H44), C68(H68), C68(H68A), C10(H10), C12(H12), C40(H40), C54(H54)
3.b Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), N4(H4A,H4B), C13(H13A,H13B), C18(H18A,H18B), C19(H19A,H19B),
 C22(H22A,H22B), C26(H26A,H26B), C41(H41A,H41B), C42(H42A,H42B), C48(H48A,H48B),
  C56(H56A,H56B), C58(H58A,H58B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C15(H15), C47(H47), C59(H59), C1(H1A), C2(H2), C17(H17), C29(H29),
 C35(H35), C63(H63), C67(H67), C69(H69), N1(H1), N3(H3), C5(H5), C9(H9),
 C11(H11), C21(H21), C23(H23), C27(H27), C28(H28), C30(H30), C32(H32), C37(H37),
  C38(H38), C39(H39), C43(H43), C45(H45), C46(H46), C49(H49), C50(H50), C57(H57)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C66(H66A,H66B,H66C)
3.e Idealised tetrahedral OH refined as rotating group:
 O2(H2C), O6(H6)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              38383
_shelx_hkl_checksum              41595
_shelx_fab_checksum              65770
_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 1.289
_oxdiff_exptl_absorpt_empirical_full_min 0.701