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_1576286
_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         'C90 H48 F6 O6'
_chemical_formula_sum            'C90 H48 F6 O6'
_chemical_formula_weight         1339.36
_chemical_name_systematic        6F3cat-12CPP
_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             2025-08-13
_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                 90.106(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.0736(4)
_cell_length_b                   37.926(3)
_cell_length_c                   46.212(10)
_cell_measurement_reflns_used    2539
_cell_measurement_temperature    293
_cell_measurement_theta_max      0.7180
_cell_measurement_theta_min      0.0380
_cell_volume                     10645(3)
_computing_cell_refinement       'CrysAlisPro 1.171.44.112a (Rigaku OD, 2025)'
_computing_data_collection
'CrysAlisPro system (CCD 44.112a 64-bit (release 21-05-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.112a (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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-ED
_diffrn_measured_fraction_theta_full 0.860
_diffrn_measured_fraction_theta_max 0.860
_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    -55.00  70.00   0.50    5.00    --    0.00   0.00   0.00  250
;
_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      0.0000551000
_diffrn_orient_matrix_UB_12      0.0000136000
_diffrn_orient_matrix_UB_13      -0.0005421000
_diffrn_orient_matrix_UB_21      0.0033745000
_diffrn_orient_matrix_UB_22      0.0003835000
_diffrn_orient_matrix_UB_23      0.0000130000
_diffrn_orient_matrix_UB_31      0.0023924000
_diffrn_orient_matrix_UB_32      -0.0005396000
_diffrn_orient_matrix_UB_33      -0.0000040000
_diffrn_radiation_monochromator  none
_diffrn_radiation_probe          electron
_diffrn_radiation_type           electron
_diffrn_radiation_wavelength     0.0251
_diffrn_reflns_av_R_equivalents  0.1554
_diffrn_reflns_av_unetI/netI     0.1800
_diffrn_reflns_Laue_measured_fraction_full 0.860
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            30627
_diffrn_reflns_point_group_measured_fraction_full 0.860
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_theta_full        0.725
_diffrn_reflns_theta_max         0.725
_diffrn_reflns_theta_min         0.025
_diffrn_source                   'electron diffractometer'
_diffrn_source_type              'JEOL JSM-2300ED, LaB6'
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.836
_exptl_crystal_description       needle
_exptl_crystal_F_000             1095
_exptl_crystal_size_max          0.004
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.0012
_refine_diff_density_max         0.101
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.026
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     921
_refine_ls_number_reflns         9789
_refine_ls_number_restraints     907
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.2052
_refine_ls_R_factor_gt           0.1391
_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          0.3623
_refine_ls_wR_factor_ref         0.4091
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4392
_reflns_number_total             9789
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc07685d2.cif
_cod_data_source_block           6f3cat-12cpp
_cod_database_code               1576286
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C O F'
_diffrn_oxdiff_scatteringfactors_ed
;
UCLA (2022) https://srv.mbi.ucla.edu/faes/data
;
_diffrn_oxdiff_digest_creation
;
CAP 1.171.44.112a, AC 1.5-ac7-014
;
_diffrn_oxdiff_digest_hkl
;
434d3e27f9cc3e87b30f944157210c9c093d48
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C96-C88 \\sim C107-C104
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C150) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5.a Aromatic/amide H refined with riding coordinates:
 C87(H87), C89(H89), C91(H91), C93(H93), C94(H94), C97(H97), C98(H98),
 C100(H100), C101(H101), C112(H112), C115(H115), C116(H116), C118(H118),
 C119(H119), C121(H121), C122(H122), C123(H123), C126(H126), C128(H128),
 C130(H130), C132(H132), C137(H137), C142(H142), C143(H143), C145(H145),
 C146(H146), C148(H148), C149(H149), C150(H150), C151(H151), C153(H153),
 C154(H154), C155(H155), C158(H158), C159(H159), C160(H160), C161(H161),
 C163(H163), C164(H164), C165(H165), C166(H166), C168(H168), C172(H172),
 C174(H174), C177(H177), C179(H179), C180(H180), C225(H225)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              37454
_shelx_fab_checksum              497
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.517
_oxdiff_exptl_absorpt_empirical_full_min 0.792
_oxdiff_exptl_crystal_thickness  1000.0