Rigid, biconical hydrogen-bonded dimers that strongly encapsulate cationic guests in solution and the solid state
Smith, Jordan N.; Ennis, Courtney; Lucas, Nigel T.; Chemical Science  (2021) –; doi:10.1039/D1SC01802G

data_1564340
_publ_section_title
;
 Rigid, biconical hydrogen-bonded dimers that strongly encapsulate
 cationic guests in solution and the solid state
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC01802G
_journal_year                    2021
_chemical_formula_moiety
'2(C60 H48 O8), N1 C8 H20 +, 0.37(C1 H1 Cl3), 7.63(C1 H4 O1), C7 H8, Br1 -'
_chemical_formula_sum            'C143 H154.89 Br Cl1.11 N O23.63'
_chemical_formula_weight         2384.90
_chemical_name_systematic
1^4^,7^4^:1^6^,3^6^:3^4^,5^6^:5^4^,7^6^-Tetrakis(4,5-dihydroxy[1,2]benzeno)-2,4,6,8-tetraethyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane
_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
_audit_block_code                'jns2110 JNS_1524'
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-03-14 deposited with the CCDC.	2021-08-05 downloaded from the CCDC.
;
_cell_angle_alpha                82.9010(10)
_cell_angle_beta                 71.9630(10)
_cell_angle_gamma                64.5340(10)
_cell_formula_units_Z            2
_cell_length_a                   16.8535(2)
_cell_length_b                   17.7481(2)
_cell_length_c                   26.0471(4)
_cell_measurement_reflns_used    64383
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      28.4730
_cell_measurement_theta_min      3.6230
_cell_volume                     6688.07(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Mercury CSD 4.0 (CCDC, 2018)'
_computing_publication_material  'enCIFer 1.7 (CCDC, 2018)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_crystal_treatment
; 
Crystal was attached with Paratone N oil to a 0.3 mm CryoLoop supported 
in a copper mounting pin, then quenched in a cold nitrogen gas stream
from an Oxford Cryosystems Cryostream.
;
_diffrn_detector_area_resol_mean 5.1725
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.878
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            128545
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.566
_diffrn_reflns_theta_min         3.290
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.397
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.207
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over a 
multifaceted crystal model. Empirical absorption correction using 
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_description       block
_exptl_crystal_F_000             2526
_exptl_crystal_preparation
;
Crystals were grown by diffusion of toluene into a chloroform/methanol
solution at room temperature.
;
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform, methanol, toluene'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.340
_refine_diff_density_min         -1.429
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1704
_refine_ls_number_reflns         29947
_refine_ls_number_restraints     166
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0616
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0825P)^2^+6.8762P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1654
_refine_ls_wR_factor_ref         0.1815
_reflns_Friedel_coverage         0.000
_reflns_number_gt                22711
_reflns_number_total             29947
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc01802g2.cif
_cod_data_source_block           2a2a-NEt4Br
_cod_database_code               1564340
_shelx_shelxl_version_number     2014/7
_platon_squeeze_void_probe_radius 1.20
_shelx_res_checksum              83417
_shelx_hkl_checksum              87049
_shelx_fab_checksum              75602