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_1569494
_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         'Cl, C64 H44 F8 N8 O8 S4, 2(H2.5 O), C4 H8 Cl4'
_chemical_formula_sum            'C68 H57 Cl5 F8 N8 O10 S4'
_chemical_formula_weight         1603.70
_space_group_crystal_system      tetragonal
_space_group_IT_number           116
_space_group_name_Hall           'P -4 -2c'
_space_group_name_H-M_alt        'P -4 c 2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2023-02-27
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.4912(3)
_cell_length_b                   12.4912(3)
_cell_length_c                   23.9051(7)
_cell_measurement_reflns_used    7020
_cell_measurement_temperature    174(3)
_cell_measurement_theta_max      75.5670
_cell_measurement_theta_min      3.5460
_cell_volume                     3729.91(17)
_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      174(3)
_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 0.981
_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    -23.00  75.00   0.50    1.17    --   48.14 -88.00 -26.00  196
  2  \w     85.00 178.00   0.50    4.69    --  106.93  88.00  90.00  186
  3  \w     85.00 178.00   0.50    4.69    --  106.93  77.00-156.00  186
  4  \w    -70.00  24.00   0.50    1.17    --  -48.14  77.00-120.00  188
  5  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00 -90.00   64
  6  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00  90.00   64
  7  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00-150.00   64
  8  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00-180.00   64
  9  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00 -60.00   64
 10  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00-120.00   64
 11  \w    -64.00 -32.00   0.50    4.69    -- -104.00  57.00  30.00   64
 12  \w     35.00 111.00   0.50    4.69    --  106.93-125.00-180.00  152
 13  \w   -120.00 -79.00   0.50    1.17    --  -48.14 -57.00 -60.00   82
;
_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      -0.0031935000
_diffrn_orient_matrix_UB_12      -0.0803183000
_diffrn_orient_matrix_UB_13      -0.0489167000
_diffrn_orient_matrix_UB_21      0.0865337000
_diffrn_orient_matrix_UB_22      0.0652382000
_diffrn_orient_matrix_UB_23      -0.0307727000
_diffrn_orient_matrix_UB_31      0.0876391000
_diffrn_orient_matrix_UB_32      -0.0672714000
_diffrn_orient_matrix_UB_33      0.0285675000
_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  0.1085
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            17203
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.411
_diffrn_reflns_theta_min         3.698
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.520
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47683
_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    1.428
_exptl_crystal_description       needle
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.090
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.09(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3794
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.1088
_refine_ls_R_factor_gt           0.0922
_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^)+(0.2000P)^2^+1.5000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2541
_refine_ls_wR_factor_ref         0.2765
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_full    0.980
_reflns_Friedel_fraction_max     0.923
_reflns_number_gt                2923
_reflns_number_total             3794
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc02417b2.cif
_cod_data_source_block           gsy1417
_cod_depositor_comments
'Adding full bibliography for 1569486--1569506.cif.'
_cod_original_cell_volume        3729.9(2)
_cod_database_code               1569494
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N S F'
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.91(6)
 0.09(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H,H) groups
3. Restrained distances
 C17-C2A
 1.54 with sigma of 0.01
 Cl3-C17_$1 = Cl2-C2A_$1
 1.76 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Cl2 \\sim Cl3 \\sim C2A \\sim C17: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 1.7A
Uanis(Cl2) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(Cl3)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Fixed Sof: H3A(0.5) H3B(0.5) H3C(0.25) C2A(0.5) H2AA(0.5) H2AB(0.5) C17(0.5)
 H17A(0.5) H17B(0.5)
 Fixed X: Cl2(0.5) Cl3(0.5)
 Fixed Y: Cl2(1) Cl3(1)
6.a Riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B), C13(H13A,H13B), O3(H3A,H3B,H3C)
6.b Secondary CH2 refined with riding coordinates:
 C2A(H2AA,H2AB), C17(H17A,H17B)
6.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C8(H8), C11(H11), C10(H10)
6.d Fitted hexagon refined as free rotating group:
 C9(C8,C7,C12,C11,C10)
;
_shelx_res_checksum              11851
_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 2.521
_oxdiff_exptl_absorpt_empirical_full_min 0.453