Permanently porous cycloparaphenylene nanohoops <i>via</i> supramolecular engineering.
Kamin, Ashlyn A.; Schuster, Nathaniel J.; Xie, Haomiao; Le, Phuong H.; Snook, Kathleen M.; Krajewski, Sebastian; Kaminsky, Werner; Farha, Omar K.; Jasti, Ramesh; Xiao, Dianne J.; Chemical science  (2025) –; doi:10.1039/d5sc07685d

data_1576284
_publ_section_title
;
 Permanently porous cycloparaphenylene nanohoops <i>via</i> supramolecular
 engineering.
;
_journal_name_full               'Chemical science'
_journal_paper_doi               10.1039/d5sc07685d
_journal_year                    2025
_chemical_formula_moiety         'C74 H44 F4 O6, [+ solvents]'
_chemical_formula_sum            'C74 H44 F4 O6'
_chemical_formula_weight         1105.15
_chemical_name_systematic        4F2MeOcat-10CPP
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-08-12
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-09-02 deposited with the CCDC.	2025-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.239(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.6117(12)
_cell_length_b                   6.2942(7)
_cell_length_c                   34.054(4)
_cell_measurement_reflns_used    4820
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.8250
_cell_measurement_theta_min      0.0430
_cell_volume                     3554.9(6)
_computing_cell_refinement       'CrysAlisPro 1.171.44.98a (Rigaku OD, 2025)'
_computing_data_collection
'CrysAlisPro system (CCD 44.98a 64-bit (release 07-03-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.98a (Rigaku OD, 2025)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-ED
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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    -30.00  70.00   0.50    6.02    --    0.00   0.00   0.00  200
  2  \w    -70.00   0.00   0.50    6.02    --    0.00   0.00   0.00  140
  3  \w    -70.00  65.00   0.50    5.00    --    0.00   0.00   0.00  270
;
_diffrn_measurement_device       'electron diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy-ED, HyPix-ED, electron source at 200keV'
_diffrn_measurement_method       'continuous rotation electron diffraction'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0015143000
_diffrn_orient_matrix_UB_12      -0.0000002000
_diffrn_orient_matrix_UB_13      0.0000423000
_diffrn_orient_matrix_UB_21      -0.0000001000
_diffrn_orient_matrix_UB_22      0.0039854000
_diffrn_orient_matrix_UB_23      0.0000018000
_diffrn_orient_matrix_UB_31      0.0000000000
_diffrn_orient_matrix_UB_32      -0.0000013000
_diffrn_orient_matrix_UB_33      0.0007370000
_diffrn_radiation_monochromator  none
_diffrn_radiation_probe          electron
_diffrn_radiation_type           electron
_diffrn_radiation_wavelength     0.0251
_diffrn_reflns_av_R_equivalents  0.1946
_diffrn_reflns_av_unetI/netI     0.1714
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            35130
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        0.825
_diffrn_reflns_theta_max         0.825
_diffrn_reflns_theta_min         0.042
_diffrn_source                   'electron diffractometer'
_diffrn_source_type              'JEOL JSM-2300ED, LaB6'
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.44.98a (Rigaku Oxford Diffraction, 2025)
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    1.032
_exptl_crystal_description       needle
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.001
_exptl_crystal_size_mid          0.0005
_exptl_crystal_size_min          0.0004
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       339(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.219
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5556
_refine_ls_number_restraints     357
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.2252
_refine_ls_R_factor_gt           0.1769
_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^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4212
_refine_ls_wR_factor_ref         0.4630
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2524
_reflns_number_total             5556
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc07685d2.cif
_cod_data_source_block           4f2meocat-10cpp
_cod_database_code               1576284
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C F O'
_diffrn_oxdiff_scatteringfactors_ed
;
UCLA (2022) https://srv.mbi.ucla.edu/faes/data
;
_diffrn_oxdiff_digest_creation
;
CAP 1.171.44.98a, AC 1.5-ac7-014
;
_diffrn_oxdiff_digest_hkl
;
438bcaefe848bfff8b4c58121424141365f5fa
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. 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
3. Others
 Sof(H29)=Sof(O69)=Sof(C76)=Sof(H76B)=Sof(H76A)=Sof(H76C)=1-FVAR(1)
 Sof(H26)=Sof(O58)=Sof(C75)=Sof(H75A)=Sof(H75C)=Sof(H75B)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C12(H12), C13(H13), C18(H18), C20(H20), C21(H21), C25(H25),
 C26(H26), C29(H29), C31(H31), C32(H32), C35(H35), C39(H39), C41(H41), C44(H44),
  C48(H48), C52(H52), C66(H66), C74(H74)
4.b Idealised Me refined as rotating group:
 C75(H75A,H75C,H75B), C76(H76B,H76A,H76C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              21552
_shelx_fab_checksum              93594
_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 2.883
_oxdiff_exptl_absorpt_empirical_full_min 0.482