Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and properties.
Guo, Shen-Yi; Zhang, Zhuo-Ang; Tong, Shuo; Guo, Qing-Hui; Hua, Ruimao; Wang, Mei-Xiang; Chemical science 14 (2023) 8393–8400; doi:10.1039/d3sc02417b

data_1569504
_publ_section_title
;
 Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and
 properties.
;
_journal_issue                   31
_journal_name_full               'Chemical science'
_journal_page_first              8393
_journal_page_last               8400
_journal_paper_doi               10.1039/d3sc02417b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C64 H44 F8 N8 O10 S2'
_chemical_formula_sum            'C64 H44 F8 N8 O10 S2'
_chemical_formula_weight         1301.19
_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             2023-03-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-05-08 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.5819(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.48012(13)
_cell_length_b                   19.7332(2)
_cell_length_c                   14.4640(2)
_cell_measurement_reflns_used    31562
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      77.9100
_cell_measurement_theta_min      2.2180
_cell_volume                     2835.31(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_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      172.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_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    -80.00  22.00   0.50    0.38    --  -48.14  99.00-146.00  204
  2  \w    -17.00  80.00   0.50    0.38    --   48.14 -99.00 106.00  194
  3  \w   -106.00 -32.00   0.50    1.54    -- -104.00  99.00-146.00  148
  4  \w   -175.00 -86.50   0.50    1.54    -- -104.00 -99.00 106.00  177
  5  \w     35.00 106.00   0.50    1.54    --  106.93 -99.00 106.00  142
  6  \w     92.00 178.00   0.50    1.54    --  106.93  99.00-146.00  172
  7  \w    -41.00  24.00   0.50    0.38    --  -48.14  38.00  30.00  130
  8  \w   -120.00 -73.00   0.50    0.38    --  -48.14-125.00-180.00   94
  9  \w    -24.00  26.00   0.50    0.38    --  -48.14  19.00-120.00  100
 10  \w     38.00 120.00   0.50    0.38    --   48.14  38.00  30.00  164
 11  \w     19.00  95.00   0.50    0.38    --   48.14-125.00 120.00  152
 12  \w    -25.00  28.00   0.50    0.38    --   48.14 -19.00  90.00  106
 13  \w    -25.00  28.00   0.50    0.38    --   48.14 -19.00-150.00  106
 14  \w    -25.00  28.00   0.50    0.38    --   48.14 -19.00  30.00  106
 15  \w   -111.00 -32.00   0.50    1.54    -- -104.00 125.00  30.00  158
 16  \w   -108.00 -32.00   0.50    1.54    -- -104.00 109.00  -5.61  152
 17  \w   -175.00 -91.00   0.50    1.54    -- -104.00 -55.00 -46.22  168
 18  \w   -111.00 -32.00   0.50    1.54    -- -104.00 125.00 -90.00  158
 19  \w   -175.00 -92.00   0.50    1.54    -- -104.00 -47.00 -89.95  166
 20  \w    -64.00 -32.00   0.50    1.54    -- -104.00  57.00-120.00   64
 21  \w   -175.00 -93.00   0.50    1.54    -- -104.00 -19.00   0.00  164
 22  \w    -64.00 -32.00   0.50    1.54    -- -104.00  57.00 150.00   64
 23  \w   -175.00 -87.00   0.50    1.54    -- -104.00 -64.00 157.67  176
 24  \w    -64.00 -32.00   0.50    1.54    -- -104.00  57.00  60.00   64
 25  \w     35.00 107.00   0.50    1.54    --  106.93 -77.00  30.00  144
 26  \w     35.00 111.00   0.50    1.54    --  106.93-125.00 -90.00  152
 27  \w     85.00 178.00   0.50    1.54    --  106.93  77.00 -90.00  186
 28  \w     35.00  68.00   0.50    1.54    --  106.93 -57.00  90.00   66
 29  \w     35.00 111.00   0.50    1.54    --  106.93-125.00 150.00  152
 30  \w     35.00 111.00   0.50    1.54    --  106.93-125.00 -60.00  152
 31  \w     35.00  68.00   0.50    1.54    --  106.93 -57.00 150.00   66
 32  \w     35.00 106.00   0.50    1.54    --  106.93 -99.00-180.00  142
 33  \w     35.00 106.00   0.50    1.54    --  106.93 -99.00   0.00  142
 34  \w     35.00  68.00   0.50    1.54    --  106.93 -57.00 120.00   66
 35  \w     96.00 178.00   0.50    1.54    --  106.93  38.00 -30.00  164
 36  \w     35.00 106.00   0.50    1.54    --  106.93 -99.00 120.00  142
 37  \w     35.00 106.00   0.50    1.54    --  106.93 -99.00 -60.00  142
 38  \w     35.00  68.00   0.50    1.54    --  106.93 -57.00 -60.00   66
 39  \w     35.00  68.00   0.50    1.54    --  106.93 -57.00-120.00   66
 40  \w     96.00 178.00   0.50    1.54    --  106.93  38.00 -60.00  164
 41  \w    133.00 176.00   0.50    1.54    --  106.93  38.00-150.00   86
 42  \w     35.00  67.00   0.50    1.54    --  106.93 -57.00 -90.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0355039000
_diffrn_orient_matrix_UB_12      0.0693360000
_diffrn_orient_matrix_UB_13      0.0342821000
_diffrn_orient_matrix_UB_21      0.0460782000
_diffrn_orient_matrix_UB_22      -0.0254028000
_diffrn_orient_matrix_UB_23      0.1063269000
_diffrn_orient_matrix_UB_31      0.1436203000
_diffrn_orient_matrix_UB_32      0.0253403000
_diffrn_orient_matrix_UB_33      0.0130920000
_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  0.0402
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            53870
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.135
_diffrn_reflns_theta_min         3.223
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.702
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.55a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_description       plate
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 4812 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     829
_refine_ls_number_reflns         11743
_refine_ls_number_restraints     43
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0413
_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^)+(0.0692P)^2^+0.7337P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1121
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.949
_reflns_number_gt                10986
_reflns_number_total             11743
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02417b2.cif
_cod_data_source_block           25ba_auto
_cod_depositor_comments
'Adding full bibliography for 1569486--1569506.cif.'
_cod_original_cell_volume        2835.32(7)
_cod_database_code               1569504
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O F N S'
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.727
_reflns_odcompleteness_completeness 100.00
_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
2. Rigid bond restraints
 O1, C40, C36
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O2, C49, C50
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(O2)
\\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C49) \\sim Ueq: with sigma of 0.001 and
sigma for terminal atoms of 0.002
4.a Secondary CH2 refined with riding coordinates:
 C67(H67A,H67B), C6(H6A,H6B), C31(H31A,H31B), C27(H27A,H27B), C50(H50A,H50B),
 C13(H13A,H13B), C86(H86A,H86B), C70(H70A,H70B), C64(H64A,H64B), C20(H20A,H20B),
  C40(H40A,H40B), C57(H57A,H57B)
4.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C43(H43), C2(H2), C29(H29), C8(H8), C22(H22), C71(H71), C25(H25),
 C73(H73), C72(H72), C74(H74), C78(H78), C80(H80), C77(H77), C11(H11), C10(H10),
  C23(H23), C9(H9), C79(H79), C24(H24)
;
_shelx_res_checksum              90345
_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 3.425
_oxdiff_exptl_absorpt_empirical_full_min 0.391