Hierarchically Evolved Supramolecular Chirality Mediated by Arene-Perfluoroarene Interaction.
Liang, Juncong; Zhang, Heng; Hao, Aiyou; Xing, Pengyao; ACS applied materials & interfaces 13 (2021) 29170–29178; doi:10.1021/acsami.1c07720

data_4518786
_publ_section_title
;
 Hierarchically Evolved Supramolecular Chirality Mediated by
 Arene-Perfluoroarene Interaction.
;
_journal_issue                   24
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              29170
_journal_page_last               29178
_journal_paper_doi               10.1021/acsami.1c07720
_journal_volume                  13
_journal_year                    2021
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C25 H25 N O3 S'
_chemical_formula_sum            'C25 H25 N O3 S'
_chemical_formula_weight         419.52
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-01-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.307(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.2358(8)
_cell_length_b                   4.9787(2)
_cell_length_c                   25.0265(9)
_cell_measurement_reflns_used    5401
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.9980
_cell_measurement_theta_min      5.2670
_cell_volume                     2130.13(15)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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    129.00 178.00   1.00    6.50    --  106.49  38.00 -60.00   49
  2  \w    101.00 178.00   1.00    6.50    --  106.49  87.00-139.00   77
  3  \w     93.00 178.00   1.00    6.50    --  106.49  38.00-150.00   85
  4  \w     93.00 119.00   1.00    6.50    --  106.49  38.00 -60.00   26
  5  \w     94.00 178.00   1.00    6.50    --  106.49  19.00 -30.00   84
  6  \w     93.00 177.00   1.00    6.50    --  106.49  57.00 150.00   84
  7  \w     57.00 134.00   1.00    6.50    --  106.49 -87.00 102.00   77
  8  \w     78.00 111.00   1.00    6.50    --  106.49-125.00 -60.00   33
  9  \w     36.00  99.00   1.00    6.50    --  106.49-125.00  90.00   63
 10  \w     34.00 105.00   1.00    6.50    --  106.49 -99.00  90.00   71
 11  \w     35.00  66.00   1.00    6.50    --  106.49 -57.00 120.00   31
 12  \w    -21.00  75.00   1.00    0.50    --   48.45 -87.00 102.00   96
 13  \w     34.00  73.00   1.00    6.50    --  106.49-125.00 -60.00   39
 14  \w     37.00 120.00   1.00    0.50    --   48.45  57.00 -90.00   83
 15  \w    -43.00 -18.00   1.00    6.50    --  -86.25  38.00  30.00   25
 16  \w    -76.00  18.00   1.00    0.50    --  -48.45  87.00-139.00   94
 17  \w    -64.00 -38.00   1.00    6.50    --  -86.25  87.00-139.00   26
 18  \w    -65.00 -14.00   1.00    6.50    --  -86.25  57.00-150.00   51
 19  \w   -104.00 -79.00   1.00    6.50    --  -86.25 -87.00 102.00   25
 20  \w   -156.00-117.00   1.00    6.50    --  -86.25 -87.00 102.00   39
 21  \w   -159.00 -71.00   1.00    6.50    --  -86.25 -57.00  30.00   88
 22  \w   -156.00 -92.00   1.00    6.50    --  -86.25 -38.00 150.00   64
 23  \w   -120.00 -73.00   1.00    0.50    --  -48.45-125.00-180.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0006734000
_diffrn_orient_matrix_UB_12      0.2621951000
_diffrn_orient_matrix_UB_13      -0.0326529000
_diffrn_orient_matrix_UB_21      -0.0749826000
_diffrn_orient_matrix_UB_22      -0.0896814000
_diffrn_orient_matrix_UB_23      -0.0356938000
_diffrn_orient_matrix_UB_31      -0.0499631000
_diffrn_orient_matrix_UB_32      0.1377933000
_diffrn_orient_matrix_UB_33      0.0388752000
_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  0.0732
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            19979
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.028
_diffrn_reflns_theta_max         67.028
_diffrn_reflns_theta_min         2.946
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 2019 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     549
_refine_ls_number_reflns         7460
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0566
_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^)+(0.0782P)^2^+0.0432P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1531
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.965
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                5998
_reflns_number_total             7460
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am1c07720_si_001.cif
_cod_data_source_block           210125c
_cod_depositor_comments
;
          Adding full bibliography for 4518786.cif.

2025-07-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C50 H50 N2 O6 S2'
_cod_original_formula_weight         839.04
_cod_original_formula_moiety         '2(C25 H25 N O3 S)'
_cod_original_formula_units_Z            2
_cod_database_code               4518786
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CNS
_shelx_estimated_absorpt_t_max   0.955
_shelx_estimated_absorpt_t_min   0.940
_reflns_odcompleteness_completeness 99.74
_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 N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C51(H51)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C48(H48A,H48B), C47(H47A,H47B), C52(H52A,
 H52B), C46(H46A,H46B), C17(H17A,H17B), C23(H23A,H23B), C53(H53A,H53B),
 C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 N50(H50), N21(H21), C15(H15), C44(H44), C36(H36), C6(H6), C7(H7), C35(H35),
 C16(H16), C45(H45), C9(H9), C39(H39), C38(H38), C43(H43), C10(H10), C42(H42),
 C41(H41), C14(H14), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C1AA(H1AA,H1AB,H1AC), C0AA(H0AA,H0AB,H0AC)
;
_shelx_res_checksum              91620
_shelx_hkl_checksum              13424
_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 2.971
_oxdiff_exptl_absorpt_empirical_full_min 0.393