A Dynamic Tetracationic Macrocycle Exhibiting Photoswitchable Molecular Encapsulation.
Wu, Huang; Chen, Yong; Zhang, Long; Anamimoghadam, Ommid; Shen, Dengke; Liu, Zhichang; Cai, Kang; Pezzato, Cristian; Stern, Charlotte L.; Liu, Yu; Stoddart, J. Fraser; Journal of the American Chemical Society 141 (2019) 1280–1289; doi:10.1021/jacs.8b10526

data_4133512
_publ_section_title
;
 A Dynamic Tetracationic Macrocycle Exhibiting Photoswitchable Molecular
 Encapsulation.
;
_journal_issue                   3
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1280
_journal_page_last               1289
_journal_paper_doi               10.1021/jacs.8b10526
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C58 H48 N4, C18 H10 O2, 4(F6 P)'
_chemical_formula_sum            'C76 H58 F24 N4 O2 P4'
_chemical_formula_weight         1639.14
_space_group_crystal_system      tetragonal
_space_group_IT_number           109
_space_group_name_Hall           'I 4bw -2'
_space_group_name_H-M_alt        'I 41 m d'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-05-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.802(4)
_cell_length_b                   17.802(4)
_cell_length_c                   26.606(7)
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      58.592
_cell_measurement_theta_min      2.990
_cell_volume                     8432(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'APEX2 V2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'MX optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            45607
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        65.187
_diffrn_reflns_theta_max         65.187
_diffrn_reflns_theta_min         2.987
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    1.691
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0823 before and 0.0591 after correction. The Ratio of minimum to maximum transmission is 0.9139. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_description       prism
_exptl_crystal_F_000             3336
_exptl_crystal_recrystallization_method
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.107
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.30(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     365
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0583
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1268P)^2^+2.5559P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1758
_refine_ls_wR_factor_ref         0.1857
_reflns_Friedel_coverage         0.954
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                3194
_reflns_number_total             3729
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b10526_si_004.cif
_cod_data_source_block           cx1294
_cod_original_cell_volume        8432(4)
_cod_database_code               4133512
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.840
_shelx_estimated_absorpt_t_min   0.776
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.70(6)
 0.30(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 C13A_$1-C12A \\sim C13A-C12A \\sim C15-C14A_$1 \\sim C15-C14A \\sim C7A-C6
\\sim C7A_$1-C6 \\sim C9A-
 C8A \\sim C9A-C8A_$1
 with sigma of 0.01
 C8A-C7A_$1 \\sim C8A_$1-C7A \\sim C14A_$1-C13A \\sim C14A-C13A_$1
 with sigma of 0.01
4. 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
5. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Fixed Sof: H3A(0.5) H3B(0.5) C7(0.25) C7A(0.25) H7A(0.25) C8(0.5) H8(0.5)
 C8A(0.25) H8A(0.25) C9(0.5) H9(0.5) C9A(0.25) C10(0.25) C10A(0.5) H10A(0.5)
 C11(0.25) C11A(0.5) H11A(0.5) C12(0.5) H12(0.5) C12A(0.25) C13(0.5) H13(0.5)
 C13A(0.25) H13A(0.25) C14(0.25) C14A(0.25) H14A(0.25) H18A(0.5) H18B(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C18(H18A,H18B)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C7A(H7A), C8(H8), C8A(H8A), C9(H9), C10A(H10A),
 C11A(H11A), C12(H12), C13(H13), C13A(H13A), C14A(H14A), C16(H16), C17(H17),
 C20(H20), C21(H21), C22(H22), C26(H26), C28(H28), C29(H29)
;
_shelx_res_checksum              15067
_shelx_hkl_checksum              24875
_shelx_fab_checksum              93280
_olex2_date_sample_data_collection 2018-05-17
_olex2_date_sample_submission    2018-05-17
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id cx1294
_olex2_submission_special_instructions 'No special instructions were received'