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_1569493
_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, 2(C4 H8 O)'
_chemical_formula_sum            'C72 H60 F8 N8 O12 S2'
_chemical_formula_weight         1445.40
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-11
_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                101.412(3)
_cell_angle_beta                 103.513(2)
_cell_angle_gamma                101.034(3)
_cell_formula_units_Z            1
_cell_length_a                   8.8879(2)
_cell_length_b                   13.4255(5)
_cell_length_c                   14.8388(4)
_cell_measurement_reflns_used    13011
_cell_measurement_temperature    172.98(17)
_cell_measurement_theta_max      75.7500
_cell_measurement_theta_min      3.1380
_cell_volume                     1634.29(9)
_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      172.98(17)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.955
_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    -45.00  23.00   0.50    0.61    --  -48.14  42.00 119.00  136
  2  \w   -119.00 -38.00   0.50    0.61    --  -48.14 -42.00 -32.00  162
  3  \w     38.00 120.00   0.50    0.61    --   48.14  42.00 119.00  164
  4  \w    -23.00  49.00   0.50    0.61    --   48.14 -42.00 -32.00  144
  5  \w   -175.00 -93.00   0.50    2.44    -- -104.00 -42.00 -32.00  164
  6  \w     97.00 178.00   0.50    2.44    --  106.93  42.00 119.00  162
  7  \w   -120.00 -73.00   0.50    0.61    --  -48.14-125.00 -90.00   94
  8  \w   -120.00 -73.00   0.50    0.61    --  -48.14-125.00 -60.00   94
  9  \w    -23.00  62.00   0.50    0.61    --   48.14 -57.00-150.00  170
 10  \w    -23.00  62.00   0.50    0.61    --   48.14 -57.00  90.00  170
 11  \w     19.00  95.00   0.50    0.61    --   48.14-125.00-150.00  152
 12  \w   -175.00 -93.00   0.50    2.44    -- -104.00 -38.00 120.00  164
 13  \w    -64.00 -32.00   0.50    2.44    -- -104.00  57.00  90.00   64
 14  \w   -175.00 -93.00   0.50    2.44    -- -104.00 -19.00  60.00  164
 15  \w   -103.00 -32.00   0.50    2.44    -- -104.00  77.00  30.00  142
 16  \w   -175.00 -86.50   0.50    2.44    -- -104.00 -99.00 -60.00  177
 17  \w   -111.00 -32.00   0.50    2.44    -- -104.00 125.00-180.00  158
 18  \w    -64.00 -32.00   0.50    2.44    -- -104.00  57.00 -30.00   64
 19  \w    -64.00 -32.00   0.50    2.44    -- -104.00  57.00  60.00   64
 20  \w   -107.00 -32.00   0.50    2.44    -- -104.00 110.00  -7.95  150
 21  \w     35.00 111.00   0.50    2.44    --  106.93-125.00  60.00  152
 22  \w     35.00 106.00   0.50    2.44    --  106.93 -99.00  90.00  142
 23  \w     35.00 106.00   0.50    2.44    --  106.93 -99.00 -60.00  142
 24  \w     96.00 178.00   0.50    2.44    --  106.93  19.00-150.00  164
 25  \w     35.00 106.00   0.50    2.44    --  106.93 -99.00 120.00  142
 26  \w     35.00  68.00   0.50    2.44    --  106.93 -57.00  90.00   66
 27  \w     35.00  68.00   0.50    2.44    --  106.93 -57.00-150.00   66
 28  \w     85.00 178.00   0.50    2.44    --  106.93  77.00 -30.00  186
 29  \w     35.00 111.00   0.50    2.44    --  106.93-125.00 -60.00  152
 30  \w     35.00 106.00   0.50    2.44    --  106.93 -99.00 -30.00  142
 31  \w     35.00 106.00   0.50    2.44    --  106.93 -99.00-180.00  142
 32  \w     35.00 111.00   0.50    2.44    --  106.93-125.00 150.00  152
 33  \w     35.00 108.00   0.50    2.44    --  106.93-109.00 -79.23  146
 34  \w     35.00 106.00   0.50    2.44    --  106.93 -99.00-150.00  142
 35  \w     80.00 178.00   0.50    2.44    --  106.93 125.00 -60.00  196
 36  \w     35.00  68.00   0.50    2.44    --  106.93 -57.00 120.00   66
 37  \w     27.00 120.00   0.50    0.61    --   48.14  77.00 -60.00  186
 38  \w     34.00 120.00   0.50    0.61    --   48.14  57.00  30.00  172
 39  \w     27.00  86.00   0.50    0.61    --   48.14  77.00-120.00  118
 40  \w     27.00 120.00   0.50    0.61    --   48.14  77.00-180.00  186
;
_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      -0.0425754000
_diffrn_orient_matrix_UB_12      0.1016894000
_diffrn_orient_matrix_UB_13      0.0425012000
_diffrn_orient_matrix_UB_21      0.1790701000
_diffrn_orient_matrix_UB_22      0.0556723000
_diffrn_orient_matrix_UB_23      0.0407350000
_diffrn_orient_matrix_UB_31      -0.0026857000
_diffrn_orient_matrix_UB_32      0.0342343000
_diffrn_orient_matrix_UB_33      -0.0933965000
_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  0.0892
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29356
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.324
_diffrn_reflns_theta_min         3.167
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30331
_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_density_diffrn    1.469
_exptl_crystal_description       block
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6698
_refine_ls_number_restraints     90
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.1457
_refine_ls_R_factor_gt           0.1171
_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^)+(0.0742P)^2^+8.7297P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2816
_refine_ls_wR_factor_ref         0.2904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5586
_reflns_number_total             6698
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02417b2.cif
_cod_data_source_block           gsy1392a1_auto
_cod_depositor_comments
'Adding full bibliography for 1569486--1569506.cif.'
_cod_database_code               1569493
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N S'
_reflns_odcompleteness_completeness 99.90
_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, All O(H,H) groups
2. Restrained distances
 C013-N00B
 1.335 with sigma of 0.005
 N00V-N00W
 1.325 with sigma of 0.005
 C015-N00E
 1.335 with sigma of 0.005
 C013-N00W
 1.335 with sigma of 0.005
 C015-N00V
 1.335 with sigma of 0.005
 N00B-N00E
 1.325 with sigma of 0.005
3. Rigid bond restraints
 N00V, N00W, C013, N00E, C015, N00B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
N00V \\sim N00W \\sim C013 \\sim N00B \\sim N00E \\sim C015: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
Uanis(N00V) \\sim Ueq, Uanis(N00W) \\sim Ueq, Uanis(C013) \\sim Ueq,
Uanis(N00B) \\sim Ueq, Uanis(N00E) \\sim Ueq, Uanis(C015) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Fixed Sof: S001(0.5) S002(0.5) H01E(0.5) H01F(0.5) H01C(0.5) H01D(0.5)
 O1(0.5) O2(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C00S(H00C,H00D), C00U(H00E,H00F), C00Z(H00G,H00H), C011(H01A,H01B), C012(H01E,
 H01F), C012(H01C,H01D), C01A(H01I,H01J), C01D(H01K,H01L), C01E(H01M,H01N),
 C01F(H01O,H01P)
6.b Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00K(H00K), C014(H014), C016(H016), C018(H018), C00X(H00X),
 C01C(H01G), C01B(H01H), C019(H019), C010(H010)
6.c Fitted hexagon refined as free rotating group:
 C014(C016,C018,C00X,C00L,C00Q), C01C(C01B,C019,C010,C00Y,C017)
;
_shelx_res_checksum              81662
_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 4.091
_oxdiff_exptl_absorpt_empirical_full_min 0.537