Catalysis enabled synthesis, structures, and reactivities of fluorinated S<sub>8</sub>-corona[<i>n</i>]arenes (<i>n</i> = 8-12).
Turley, Andrew T.; Hanson-Heine, Magnus W D; Argent, Stephen P.; Hu, Yaoyang; Jones, Thomas A.; Fay, Michael; Woodward, Simon; Chemical science 14 (2022) 70–77; doi:10.1039/d2sc05348a

data_1568075
_publ_section_title
;
 Catalysis enabled synthesis, structures, and reactivities of fluorinated
 S<sub>8</sub>-corona[<i>n</i>]arenes (<i>n</i> = 8-12).
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              70
_journal_page_last               77
_journal_paper_doi               10.1039/d2sc05348a
_journal_volume                  14
_journal_year                    2022
_chemical_formula_moiety         '2(C24 H8 F8 S4)'
_chemical_formula_sum            'C56 H32 F16 O2 S8'
_chemical_formula_weight         1297.29
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-05-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-05-26 deposited with the CCDC.	2022-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                97.914(2)
_cell_angle_beta                 98.988(2)
_cell_angle_gamma                110.147(2)
_cell_formula_units_Z            2
_cell_length_a                   13.6071(3)
_cell_length_b                   14.6029(3)
_cell_length_c                   15.3344(3)
_cell_measurement_reflns_used    14778
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.5300
_cell_measurement_theta_min      4.0690
_cell_volume                     2764.52(11)
_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 1.5 (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  (Sheldrick, 2015)'
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.970
_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    -25.00  10.00   0.50    1.00    --    0.00  57.00-150.00   70
  2  \w    -33.00  -1.00   0.50    1.00    --    0.00 -82.00   0.00   64
  3  \w     12.00  38.00   0.50    1.00    --    0.00 -82.00   0.00   52
  4  \w    -32.00   3.00   0.50    1.00    --    0.00  57.00 150.00   70
  5  \w     60.00  89.00   0.50    1.00    --    0.00  57.00-150.00   58
  6  \w      6.00  86.00   0.50    1.00    --    0.00  57.00 150.00  160
  7  \w    -26.00  50.00   0.50    1.00    --    0.00 -82.00  60.00  152
  8  \w     20.00  57.00   0.50    1.00    --    0.00  57.00-150.00   74
  9  \w    -30.00 108.00   0.50    4.00    --   57.50 -82.00 -60.00  276
 10  \w     14.00  40.00   0.50    4.00    --   57.50  71.00  -8.49   52
 11  \w     12.00  45.00   0.50    4.00    --   57.50  72.00-127.80   66
 12  \w     11.00 141.00   0.50    4.00    --   57.50  72.00 156.09  260
 13  \w    -16.00 102.00   0.50    4.00    --   57.50 -61.00 150.00  236
 14  \w    -24.00  98.00   0.50    4.00    --   57.50 -82.00 150.00  244
 15  \w     73.00 130.00   0.50    4.00    --   57.50  72.00  89.44  114
 16  \w     12.00 105.00   0.50    4.00    --   57.50  70.00 -58.96  186
 17  \w     11.00  47.00   0.50    4.00    --   57.50  72.00  38.57   72
 18  \w     11.00  67.00   0.50    4.00    --   57.50  72.00-114.45  112
 19  \w     60.00 144.00   0.50    4.00    --   57.50  72.00-154.81  168
 20  \w     72.00 123.00   0.50    4.00    --   57.50  72.00  38.57  102
 21  \w     13.00 119.00   0.50    4.00    --   57.50  71.00  57.70  212
 22  \w     11.00  55.00   0.50    4.00    --   57.50  72.00  89.44   88
 23  \w     11.00 142.00   0.50    4.00    --   57.50  70.00 139.20  262
 24  \w     56.00 137.00   0.50    4.00    --   57.50  72.00-127.80  162
 25  \w     12.00  46.00   0.50    4.00    --   57.50  72.00-154.81   68
 26  \w     11.00 146.00   0.50    4.00    --   57.50  70.00 -27.94  270
 27  \w     97.00 144.00   0.50    4.00    --   57.50  72.00-114.45   94
 28  \w     46.00 146.00   0.50    4.00    --   57.50  71.00  -8.49  200
 29  \w     -2.00 104.00   0.50    4.00    --   57.50 -61.00 -60.00  212
 30  \w     67.00 104.00   0.50    4.00    --   57.50 -82.00   0.00   74
 31  \w     68.00 190.00   0.50   10.00    --  115.00  63.00-105.98  244
 32  \w    110.00 204.00   0.50   10.00    --  115.00  47.00 -11.60  188
 33  \w    137.00 201.00   0.50   10.00    --  115.00  47.00  34.98  128
 34  \w     35.00  97.00   0.50   10.00    --  115.00  47.00 -11.60  124
 35  \w     62.00 132.00   0.50   10.00    --  115.00 -82.00 120.00  140
 36  \w    167.00 203.00   0.50   10.00    --  115.00  73.00 -18.06   72
 37  \w     34.00  68.00   0.50   10.00    --  115.00  47.00  34.98   68
 38  \w     67.00 131.00   0.50   10.00    --  115.00  73.00 -18.06  128
 39  \w     68.00 100.00   0.50   10.00    --  115.00  65.00-180.00   64
 40  \w    147.00 204.00   0.50   10.00    --  115.00  50.00 155.68  114
 41  \w     68.00 156.00   0.50   10.00    --  115.00  65.00-120.00  176
 42  \w     53.00 101.00   0.50   10.00    --  115.00  50.00 155.68   96
 43  \w     68.00 133.00   0.50   10.00    --  115.00  65.00  30.00  130
 44  \w     73.00 203.00   0.50   10.00    --  115.00  47.00 131.92  260
 45  \w    161.00 189.00   0.50   10.00    --  115.00  65.00-150.00   56
 46  \w     68.00 153.00   0.50   10.00    --  115.00  65.00-150.00  170
 47  \w     34.00  60.00   0.50   10.00    --  115.00  47.00 131.92   52
 48  \w     34.00 167.00   0.50   10.00    --  115.00  47.00  86.01  266
 49  \w    127.00 203.00   0.50   10.00    --  115.00  54.00  60.00  152
 50  \w     70.00  99.00   0.50   10.00    --  115.00  54.00  60.00   58
 51  \w    100.00 170.00   0.50   10.00    --  115.00  47.00 151.18  140
 52  \w    158.00 200.00   0.50   10.00    --  115.00  65.00-180.00   84
 53  \w     33.00  62.00   0.50   10.00    --  115.00  47.00 151.18   58
 54  \w     79.00 144.00   0.50   10.00    --  115.00 -82.00   0.00  130
 55  \w    133.00 166.00   0.50   10.00    --  115.00 -82.00 -60.00   66
 56  \w     63.00  90.00   0.50   10.00    --  115.00  54.00  30.00   54
 57  \w    103.00 165.00   0.50   10.00    --  115.00  54.00  30.00  124
 58  \w     69.00 102.00   0.50   10.00    --  115.00  65.00  90.00   66
 59  \w    145.00 203.00   0.50   10.00    --  115.00  65.00  90.00  116
 60  \w     89.00 176.00   0.50   10.00    --  115.00  47.00-154.66  174
 61  \w     38.00  77.00   0.50   10.00    --  115.00 -82.00 -60.00   78
 62  \w     27.00  52.00   0.50   10.00    --  115.00  43.00 -60.00   50
 63  \w    178.00 203.00   0.50   10.00    --  115.00  54.00-150.00   50
 64  \w     63.00 112.00   0.50   10.00    --  115.00  54.00-150.00   98
 65  \w     34.00  70.00   0.50   10.00    --  115.00  47.00-154.66   72
 66  \w     65.00 142.00   0.50   10.00    --  115.00 -82.00  60.00  154
 67  \w     62.00 141.00   0.50   10.00    --  115.00 -82.00-150.00  158
 68  \w     30.00 152.00   0.50   10.00    --  115.00 -82.00 -90.00  244
 69  \w     75.00 201.00   0.50   10.00    --  115.00  47.00 -38.92  252
 70  \w    175.00 204.00   0.50   10.00    --  115.00  65.00 -60.00   58
 71  \w    118.00 144.00   0.50   10.00    --  115.00  65.00 -60.00   52
 72  \w    116.00 192.00   0.50   10.00    --  115.00  74.00 -96.72  152
 73  \w     68.00  94.00   0.50   10.00    --  115.00  65.00 -60.00   52
 74  \w     86.00 126.00   0.50   10.00    --  115.00 -82.00 -60.00   80
 75  \w    150.00 198.00   0.50   10.00    --  115.00  43.00 -60.00   96
 76  \w     40.00  67.00   0.50   10.00    --  115.00 -82.00   0.00   54
 77  \w     67.00  93.00   0.50   10.00    --  115.00  74.00 -96.72   52
 78  \w     33.00  59.00   0.50   10.00    --  115.00  47.00 -38.92   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0333226000
_diffrn_orient_matrix_UB_12      -0.1097039000
_diffrn_orient_matrix_UB_13      0.0091696000
_diffrn_orient_matrix_UB_21      0.0169285000
_diffrn_orient_matrix_UB_22      0.0326784000
_diffrn_orient_matrix_UB_23      0.1028865000
_diffrn_orient_matrix_UB_31      -0.1178097000
_diffrn_orient_matrix_UB_32      -0.0093432000
_diffrn_orient_matrix_UB_33      -0.0116945000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0099
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11514
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.476
_diffrn_reflns_theta_min         2.982
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.863
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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    1.558
_exptl_crystal_description       plank
_exptl_crystal_F_000             1312
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: tetrahydrofuran'
_exptl_crystal_size_max          0.295
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.026
_refine_diff_density_max         2.689
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.226
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.633
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         11514
_refine_ls_number_restraints     534
_refine_ls_restrained_S_all      1.598
_refine_ls_R_factor_all          0.1338
_refine_ls_R_factor_gt           0.1245
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3507
_refine_ls_wR_factor_ref         0.3658
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9518
_reflns_number_total             11514
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 1.2052\% 
 around [-0.94 0.30 0.16] (reciprocal) or [-1.00 -0.05 -0.01] (direct)
;
_cod_data_source_file            d2sc05348a4.cif
_cod_data_source_block           1a-THF
_cod_depositor_comments
'Adding full bibliography for 1568074--1568079.cif.'
_cod_database_code               1568075
_nottingham_internal_coll_name   OATSWJ
_nottingham_internal_coll_number 19141
_nottingham_internal_coll_client AT/SW
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '1.00, 10.00, 4.00'
_nottingham_internal_coll_frame_width 0.50
_nottingham_internal_coll_user   pczspa
_nottingham_internal_coll_date   13/05/2022
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'XtalLAB PRO, A00000876'
_nottingham_internal_process_date 24/05/2022
_nottingham_internal_process_user pczspa
_nottingham_internal_solution_date 25/05/2022
_nottingham_internal_solution_user pczspa
_nottingham_internal_refinement_date 25/05/2022
_nottingham_internal_refinement_user pczspa
_nottingham_internal_validation_date 25/05/2022
_nottingham_internal_validation_user pczspa
_nottingham_internal_archive_date 25/05/2022
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C52H30F16S8N
_chemical_oxdiff_usercomment
'OATSWJ #19141 MM-810 AT/SW fomblin oil on micromount'
_shelx_estimated_absorpt_t_max   0.906
_shelx_estimated_absorpt_t_min   0.395
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.592(10)
 0.408(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. 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
4.a Aromatic/amide H refined with riding coordinates:
 C22B(H22B), C23B(H23B), C25B(H25B), C26B(H26B), C42B(H42B), C43B(H43B),
 C45B(H45B), C46B(H46B), C22A(H22A), C23A(H23A), C25A(H25A), C26A(H26A),
 C42A(H42A), C43A(H43A), C45A(H45A), C46A(H46A)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              24372
_shelx_fab_checksum              70732
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_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 1.370
_oxdiff_exptl_absorpt_empirical_full_min 0.714
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2