Selective enhancement of organic dye properties through encapsulation in rotaxane orientational isomers.
Andreoni, Leonardo; Cester Bonati, Federica; Groppi, Jessica; Balestri, Davide; Cera, Gianpiero; Credi, Alberto; Secchi, Andrea; Silvi, Serena; Chemical communications (Cambridge, England) 59 (2023) 4970–4973; doi:10.1039/d3cc01135f

data_7131520
_publ_section_title
;
 Selective enhancement of organic dye properties through encapsulation in
 rotaxane orientational isomers.
;
_journal_issue                   33
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4970
_journal_page_last               4973
_journal_paper_doi               10.1039/d3cc01135f
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety
'C90 H108 N6 O12, C27 H36 N2, C7 H7 O3 S, 1[C19H23O2], 4[C7H8]'
_chemical_formula_sum            'C171 H206 N8 O17 S'
_chemical_formula_weight         2677.49
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-22
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-02-23 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.702(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.5888(8)
_cell_length_b                   40.7313(7)
_cell_length_c                   18.7673(5)
_cell_measurement_reflns_used    13099
_cell_measurement_temperature    200
_cell_measurement_theta_max      68.0840
_cell_measurement_theta_min      2.1420
_cell_volume                     16753.6(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      200.00
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f   -161.19 116.31   0.50   10.00  41.71  49.39  31.50    --   555
  2  \w    214.85 326.85   0.50   50.00    -- -106.67  89.85 167.34  224
  3  \w    214.85 326.85   0.50   50.00    -- -106.67  89.85 -32.67  224
  4  \f   -113.73  70.27   0.50   50.00 -99.11-106.67 -31.50    --   368
  5  \f    -54.27 129.73   0.50   50.00 -22.92-106.67  31.50    --   368
  6  \w    206.32 288.32   0.50   33.70    --  -91.67 -59.25 110.08  164
  7  \w     -7.24  87.26   0.50   10.00    --   49.39 -89.85  83.67  189
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Bruker D8- Photon II'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            155184
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.075
_diffrn_reflns_theta_min         2.169
_diffrn_source                   microfocus
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.062
_exptl_crystal_description       prism
_exptl_crystal_F_000             5760
_exptl_crystal_recrystallization_method
'Slow evaporation from a toluene/hexane solvent mixture'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.00029(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1352
_refine_ls_number_reflns         31572
_refine_ls_number_restraints     876
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.1945
_refine_ls_R_factor_gt           0.1462
_refine_ls_shift/su_max          0.001
_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^+7.2000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3771
_refine_ls_wR_factor_ref         0.4262
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14876
_reflns_number_total             31572
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc01135f2.cif
_cod_data_source_block           cu_fcb127_down_long_dc
_cod_depositor_comments          'Adding full bibliography for 7131520.cif.'
_cod_database_code               7131520
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.968
_shelx_estimated_absorpt_t_min   0.909
_olex2_refinement_description
;
1. Restrained distances
 C24S-C23S
 1.5 with sigma of 0.02
 C26G-C25S
 1.5 with sigma of 0.02
 C154-C164 = C15D-C16D
 1.5 with sigma of 0.02
 S1-C1T2
 1.7 with sigma of 0.02
 C4T1-C7T1
 1.5 with sigma of 0.02
 S1-C1T2 = S1-C1T1
 1.7 with sigma of 0.02
 C95-C65 = C6E-C9E = C75-C65 = C7E-C6E = C85-C65 = C6E-C8E
 1.5 with sigma of 0.02
 C15B-C16B
 1.5 with sigma of 0.02
 O24-C15D
 1.4 with sigma of 0.02
 O24-C154
 1.4 with sigma of 0.02
 O2B-C15B
 1.38 with sigma of 0.02
 C24S-C25S
 1.5 with sigma of 0.02
 C25S-C26S
 1.5 with sigma of 0.02
 O26-C156
 1.5 with sigma of 0.02
 C15F-C16F
 1.5 with sigma of 0.02
 O2F-C146 = O26-C146 = O2F-C15F = O26-C156
 1.4 with sigma of 0.02
 C156-C166
 1.5 with sigma of 0.02
 S1-O1T1 = S1-O2T1 = S1-O3T1
 1.4 with sigma of 0.02
 S1-O3T2 = S1-O1T2 = S1-O2T2
 1.45 with sigma of 0.02
 S1-O3T1 = S1-O1T1 = S1-O2T1
 1.45 with sigma of 0.02
 S1-O1T2 = S1-O2T2 = S1-O3T2
 1.45 with sigma of 0.02
 N16-C66
 1.35 with sigma of 0.02
 N2F-C7F
 1.37 with sigma of 0.02
 C7A-C6A = C91-C61 = C71-C61 = C8A-C6A = C81-C61 = C9A-C6A
 1.5 with sigma of 0.02
 N2F-C66
 1.36 with sigma of 0.02
 N22-C7B = N22-C72
 1.5 with sigma of 0.02
 N24-C74 = N24-C7D
 1.5 with sigma of 0.02
 N2F-C7F = N2F-C76
 1.4 with sigma of 0.02
 C18S-C17S = C20S-C17S = C17S-C16S = C16S-C15S = C15S-C14S = C19S-C15S
 1.5 with sigma of 0.02
 N2S-C14S = N2S-C18S
 1.46 with sigma of 0.02
 C3T2-C7T2
 2.5 with sigma of 0.04
 C5T2-C7T2
 2.5 with sigma of 0.04
 C1T2-O3T2
 2.58 with sigma of 0.04
 C6T1-S1
 2.5 with sigma of 0.04
 O2T2-C1T2
 2.58 with sigma of 0.04
 S1-C6T2
 2.73 with sigma of 0.04
 S1-C2T2
 2.73 with sigma of 0.04
 C5T1-C7T1
 2.4 with sigma of 0.04
 O1T2-C1T2
 2.58 with sigma of 0.04
 C3T1-C7T1
 2.4 with sigma of 0.04
 O2T1-C1T1
 2.58 with sigma of 0.04
 O3T1-C1T1
 2.58 with sigma of 0.04
 S1-C6T1
 2.73 with sigma of 0.04
 O1T1-C1T1
 2.58 with sigma of 0.04
 S1-C2T1
 2.73 with sigma of 0.04
 O2B-C16B
 2.5 with sigma of 0.04
 C144-C15D
 2.2 with sigma of 0.04
 O3T1-O2T1
 2.4 with sigma of 0.04
 O2T2-O3T2
 2.4 with sigma of 0.04
 O1T1-O2T1
 2.4 with sigma of 0.04
 O1T2-O2T2
 2.4 with sigma of 0.04
 O3T2-O1T2
 2.4 with sigma of 0.04
 O1T1-O3T1
 2.4 with sigma of 0.04
 C18S-C16S
 2.47 with sigma of 0.04
 C14S-C16S
 2.47 with sigma of 0.04
 N2S-C17S
 2.47 with sigma of 0.04
 N2S-C15S
 2.47 with sigma of 0.04
 C20S-C18S
 2.47 with sigma of 0.04
 C19S-C14S
 2.47 with sigma of 0.04
 C164-C154 \\sim C16D-C15D
 with sigma of 0.02
 O24-C164 \\sim O24-C16D
 with sigma of 0.04
 C65-C75 \\sim C6E-C7E
 with sigma of 0.02
 C95-C75 \\sim C9E-C7E
 with sigma of 0.04
 C85-C75 \\sim C8E-C7E
 with sigma of 0.04
 C35-C75 \\sim C35-C7E
 with sigma of 0.04
 O24-C154 \\sim O24-C15D
 with sigma of 0.02
 C65-C85 \\sim C6E-C8E
 with sigma of 0.02
 C65-C95 \\sim C6E-C9E
 with sigma of 0.02
 C95-C85 \\sim C9E-C8E
 with sigma of 0.04
 C35-C95 \\sim C35-C9E
 with sigma of 0.04
 C35-C85 \\sim C35-C8E
 with sigma of 0.04
 C35-C65 \\sim C35-C6E
 with sigma of 0.02
 C31-C61 \\sim C31-C6A
 with sigma of 0.02
 C7C-C8C \\sim C73-C83
 with sigma of 0.04
 C9C-C7C \\sim C93-C73
 with sigma of 0.04
 C6C-C8C \\sim C63-C83
 with sigma of 0.02
 C33-C9C \\sim C33-C93
 with sigma of 0.04
 C9C-C8C \\sim C93-C83
 with sigma of 0.04
 C6C-C9C \\sim C63-C93
 with sigma of 0.02
 C33-C8C \\sim C33-C83
 with sigma of 0.04
 C6C-C7C \\sim C63-C73
 with sigma of 0.02
 C33-C6C \\sim C33-C63
 with sigma of 0.02
 C33-C7C \\sim C33-C73
 with sigma of 0.04
 C166-C156 \\sim C16F-C15F
 with sigma of 0.02
 C146-C156 \\sim C146-C15F
 with sigma of 0.04
 O26-C166 \\sim O2F-C16F
 with sigma of 0.04
 O26-C156 \\sim O2F-C15F
 with sigma of 0.02
 O26-C146 \\sim O2F-C146
 with sigma of 0.02
 N24-C8D \\sim N24-C84
 with sigma of 0.04
 N24-C12D \\sim N24-C124
 with sigma of 0.04
 C10D-C9D \\sim C104-C94
 with sigma of 0.02
 C9D-C8D \\sim C94-C84
 with sigma of 0.02
 N24-C7D \\sim N24-C74
 with sigma of 0.02
 C9D-C7D \\sim C94-C74
 with sigma of 0.04
 C12D-C7D \\sim C124-C74
 with sigma of 0.02
 C11D-C10D \\sim C114-C104
 with sigma of 0.02
 C10D-C8D \\sim C104-C84
 with sigma of 0.04
 C12D-C10D \\sim C124-C104
 with sigma of 0.04
 C12D-C8D \\sim C124-C84
 with sigma of 0.04
 C12D-C11D \\sim C124-C114
 with sigma of 0.02
 C11D-C7D \\sim C114-C74
 with sigma of 0.04
 C8D-C7D \\sim C84-C74
 with sigma of 0.02
 C11D-C9D \\sim C114-C94
 with sigma of 0.04
2. Restrained planarity
 C5T2, C6T2, C1T2, C2T2, C3T2, C4T2, C7T2
 with sigma of 0.001
 S1, C6T2, C1T2, C2T2, C3T2, C4T2, C5T2, C7T2
 with sigma of 0.01
 C4T1, C5T1, C6T1, C1T1, C2T1, C3T1, C7T1
 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
C19S \\sim C15S \\sim C16S \\sim C17S \\sim C14S \\sim N2S \\sim C18S \\sim
C20S \\sim C11S \\sim C12S \\sim C13S \\sim C8S \\sim C9S \\sim C10S: within
1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C154 \\sim C164 \\sim C15D \\sim C16D: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 1.7A
C15D \\sim C154 \\sim O24 \\sim C164 \\sim C16D: within 1.7A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 1.7A
C26G: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008
within 1.7A
C72 \\sim C112 \\sim C102 \\sim C82 \\sim C122 \\sim C92: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
C11B \\sim C9B \\sim C8B \\sim C12B \\sim C10B \\sim C7B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
C4T2 \\sim C2T2 \\sim C1T2 \\sim C5T2 \\sim C3T2 \\sim C6T2 \\sim C7T2: within
1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C96 \\sim C116 \\sim C126 \\sim C86 \\sim C106 \\sim C76: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C92 \\sim C72 \\sim C122 \\sim C102 \\sim C82 \\sim C112: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C7B \\sim C9B \\sim C10B \\sim C12B \\sim C8B \\sim C11B: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C12F \\sim C8F \\sim C9F \\sim C11F \\sim C7F \\sim C10F: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C3T1 \\sim C4T1 \\sim C5T1 \\sim C6T1 \\sim C1T1 \\sim C2T1 \\sim C7T1: within
1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
C152 \\sim C162: within 1.7A with sigma of 0.004 and sigma for terminal atoms
of 0.008 within 1.7A
C9E \\sim C8E \\sim C7E: within 1.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 1.7A
C15B \\sim C16B: within 1.7A with sigma of 0.004 and sigma for terminal atoms
of 0.008 within 1.7A
C16B \\sim C15B: within 1.7A with sigma of 0.004 and sigma for terminal atoms
of 0.008 within 1.7A
C24S \\sim C23S \\sim C22S \\sim C21S \\sim C1 \\sim C25S: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
N2F: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008
within 1.7A
C95 \\sim C85 \\sim C75: within 1.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 1.7A
C24S \\sim C25S \\sim C26S: within 1.7A with sigma of 0.004 and sigma for
terminal atoms of 0.008 within 1.7A
C156 \\sim C166: within 1.7A with sigma of 0.004 and sigma for terminal atoms
of 0.008 within 1.7A
C15F \\sim C156 \\sim C16F \\sim C166: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 1.7A
C7D \\sim C11D \\sim C10D \\sim C8D \\sim C12D \\sim C9D: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 1.7A
O3T1 \\sim O1T1 \\sim O2T1: within 1.7A with sigma of 0.004 and sigma for
terminal atoms of 0.008 within 1.7A
O3T2 \\sim O1T2 \\sim O2T2: within 1.7A with sigma of 0.004 and sigma for
terminal atoms of 0.008 within 1.7A
Uanis(C122) \\sim Ueq, Uanis(C72) \\sim Ueq, Uanis(C82) \\sim Ueq, Uanis(C92)
\\sim Ueq, Uanis(C102) \\sim Ueq, Uanis(C112) \\sim Ueq, Uanis(C7B) \\sim Ueq,
Uanis(C8B) \\sim Ueq, Uanis(C9B) \\sim Ueq, Uanis(C10B) \\sim Ueq, Uanis(C11B)
\\sim Ueq, Uanis(C12B) \\sim Ueq: with sigma of 0.05 and sigma for terminal
atoms of 0.1
Uanis(C92) \\sim Ueq, Uanis(C72) \\sim Ueq, Uanis(C122) \\sim Ueq, Uanis(C102)
\\sim Ueq, Uanis(C82) \\sim Ueq, Uanis(C112) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C96) \\sim Ueq, Uanis(C116) \\sim Ueq, Uanis(C126) \\sim Ueq, Uanis(C86)
\\sim Ueq, Uanis(C106) \\sim Ueq, Uanis(C76) \\sim Ueq: with sigma of 0.05 and
sigma for terminal atoms of 0.1
Uanis(C8B) \\sim Ueq, Uanis(C12B) \\sim Ueq, Uanis(C11B) \\sim Ueq, Uanis(C9B)
\\sim Ueq, Uanis(C7B) \\sim Ueq, Uanis(C10B) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C8F) \\sim Ueq, Uanis(C10F) \\sim Ueq, Uanis(C11F) \\sim Ueq, Uanis(C7F)
\\sim Ueq, Uanis(C9F) \\sim Ueq, Uanis(C12F) \\sim Ueq: with sigma of 0.05 and
sigma for terminal atoms of 0.1
Uanis(C152) \\sim Ueq, Uanis(C162) \\sim Ueq: with sigma of 0.05 and sigma for
terminal atoms of 0.1
Uanis(C95) \\sim Ueq, Uanis(C7E) \\sim Ueq, Uanis(C75) \\sim Ueq, Uanis(C9E)
\\sim Ueq, Uanis(C8E) \\sim Ueq, Uanis(C85) \\sim Ueq, Uanis(C65) \\sim Ueq,
Uanis(C6E) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C16B) \\sim Ueq, Uanis(C15B) \\sim Ueq: with sigma of 0.05 and sigma for
terminal atoms of 0.1
Uanis(O2B) \\sim Ueq, Uanis(O22) \\sim Ueq: with sigma of 0.05 and sigma for
terminal atoms of 0.1
Uanis(C15F) \\sim Ueq, Uanis(C16F) \\sim Ueq, Uanis(C156) \\sim Ueq,
Uanis(C166) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(O26) \\sim Ueq, Uanis(O2F) \\sim Ueq, Uanis(C15F) \\sim Ueq, Uanis(C156)
\\sim Ueq, Uanis(C166) \\sim Ueq, Uanis(C16F) \\sim Ueq: with sigma of 0.05 and
sigma for terminal atoms of 0.1
Uanis(C94) \\sim Ueq, Uanis(C114) \\sim Ueq, Uanis(C124) \\sim Ueq, Uanis(C84)
\\sim Ueq, Uanis(C104) \\sim Ueq, Uanis(C74) \\sim Ueq: with sigma of 0.05 and
sigma for terminal atoms of 0.1
Uanis(C9D) \\sim Ueq, Uanis(C11D) \\sim Ueq, Uanis(C12D) \\sim Ueq, Uanis(C8D)
\\sim Ueq, Uanis(C10D) \\sim Ueq, Uanis(C7D) \\sim Ueq: with sigma of 0.05 and
sigma for terminal atoms of 0.1
: with sigma of 0.05 and sigma for terminal atoms of 0.1
: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uiso(S1) = Uiso(C2T2) = Uiso(C4T2) = Uiso(C6T1) = Uiso(C6T2) = Uiso(C1T1) =
Uiso(C7T1) = Uiso(C4T1) = Uiso(C1T2) = Uiso(C3T1) = Uiso(C5T2) = Uiso(C2T1) =
Uiso(C3T2) = Uiso(C5T1) = Uiso(C7T2)
Uanis(C9E) = Uanis(C95) = Uanis(C85) = Uanis(C8E) = Uanis(C7E) = Uanis(C75)
Uanis(C6E) = Uanis(C65)
Uanis(C6A) = Uanis(C61)
Uanis(C9C) = Uanis(C83) = Uanis(C8C) = Uanis(C93) = Uanis(C7C) = Uanis(C73)
Uanis(C63) = Uanis(C6C)
Uanis(O26) = Uanis(O2F) = Uanis(C15F) = Uanis(C156) = Uanis(C16F) = Uanis(C166)
Uiso(O3T2) = Uiso(O1T2) = Uiso(O2T2)
Uiso(O1T1) = Uiso(O3T1) = Uiso(O2T1)
Uanis(C8A) = Uanis(C9A) = Uanis(C91) = Uanis(C81) = Uanis(C71) = Uanis(C7A)
Uanis(C9D) = Uanis(C94) = Uanis(C104) = Uanis(C10D) = Uanis(C11D) = Uanis(C114)
= Uanis(C12D) = Uanis(C124) = Uanis(C7D) = Uanis(C74) = Uanis(C8D) = Uanis(C84)
4. Others
 Fixed Sof: H24B(0.5) H24A(0.5) H22B(0.5) H22A(0.5) C6C(0.5) C9C(0.5)
 H9CA(0.5) H9CB(0.5) H9CC(0.5) C61(0.5) H14C(0.5) H14D(0.5) H14A(0.5) H14B(0.5)
 O26(0.5) C65(0.5) O22(0.5) H14E(0.5) H14F(0.5) H14G(0.5) H14H(0.5) C7C(0.5)
 H7CA(0.5) H7CB(0.5) H7CC(0.5) C91(0.5) H91A(0.5) H91B(0.5) H91C(0.5) C95(0.5)
 H95A(0.5) H95B(0.5) H95C(0.5) C85(0.5) H85A(0.5) H85B(0.5) H85C(0.5) C8C(0.5)
 H8CA(0.5) H8CB(0.5) H8CC(0.5) C71(0.5) H71A(0.5) H71B(0.5) H71C(0.5) C166(0.5)
 H16A(0.5) H16B(0.5) H16C(0.5) C81(0.5) H81A(0.5) H81B(0.5) H81C(0.5) C122(0.5)
 H122(0.5) C72(0.5) C82(0.5) H82(0.5) C92(0.5) H92(0.5) C102(0.5) H102(0.5)
 C112(0.5) H112(0.5) C75(0.5) H75A(0.5) H75B(0.5) H75C(0.5) C116(0.5) H116(0.5)
 C106(0.5) H106(0.5) C96(0.5) H96(0.5) C86(0.5) H86(0.5) C76(0.5) C126(0.5)
 H126(0.5) C152(0.5) H15A(0.5) H15B(0.5) C162(0.5) H16D(0.5) H16E(0.5)
 H16F(0.5) H2F(0.5) H2FA(0.5) C12F(0.5) H12F(0.5) C11F(0.5) H11F(0.5) C10F(0.5)
 H10F(0.5) C9F(0.5) H9F(0.5) C8F(0.5) H8F(0.5) C7F(0.5) C12D(0.5) H12D(0.5)
 C11D(0.5) H11D(0.5) C10D(0.5) H10D(0.5) C9D(0.5) H9D(0.5) C8D(0.5) H8D(0.5)
 C7D(0.5) C7B(0.5) C8B(0.5) H8B(0.5) C9B(0.5) H9B(0.5) C10B(0.5) H10E(0.5)
 C11B(0.5) H11B(0.5) C12B(0.5) H12B(0.5) C9E(0.5) H9EA(0.5) H9EB(0.5) H9EC(0.5)
 C6E(0.5) C8E(0.5) H8EA(0.5) H8EB(0.5) H8EC(0.5) C7E(0.5) H7EA(0.5) H7EB(0.5)
 H7EC(0.5) C8A(0.5) H8AA(0.5) H8AB(0.5) H8AC(0.5) C7A(0.5) H7AA(0.5) H7AB(0.5)
 H7AC(0.5) C9A(0.5) H9AA(0.5) H9AB(0.5) H9AC(0.5) C6A(0.5) C83(0.5) H83A(0.5)
 H83B(0.5) H83C(0.5) C73(0.5) H73A(0.5) H73B(0.5) H73C(0.5) C93(0.5) H93A(0.5)
 H93B(0.5) H93C(0.5) C63(0.5) C164(0.75) H16G(0.75) H16H(0.75) H16I(0.75)
 C154(0.75) H15C(0.75) H15D(0.75) C15D(0.25) H15E(0.25) H15F(0.25) C16D(0.25)
 H16J(0.25) H16K(0.25) H16L(0.25) O2B(0.5) C156(0.5) H15G(0.5) H15H(0.5)
 H25C(0.5) H25D(0.5) H25A(0.5) H25B(0.5) C16B(0.5) H16M(0.5) H16N(0.5)
 H16O(0.5) C26S(0.5) C15B(0.5) H15I(0.5) H15J(0.5) O2F(0.5) C15F(0.5) H15K(0.5)
 H15L(0.5) C16F(0.5) H16P(0.5) H16Q(0.5) H16R(0.5) O3T1(0.5) O1T1(0.5)
 O2T1(0.5) O1T2(0.5) O3T2(0.5) O2T2(0.5) C124(0.5) H124(0.5) C114(0.5)
 H114(0.5) C104(0.5) H104(0.5) C94(0.5) H94(0.5) C84(0.5) H84(0.5) C74(0.5)
 C26G(0.5) C7T1(0.5) H7TA(0.5) H7TB(0.5) H7TC(0.5) C3T1(0.5) H3T1(0.5)
 C2T1(0.5) H2T1(0.5) C1T1(0.5) C6T1(0.5) H6T1(0.5) C5T1(0.5) H5T1(0.5)
 C4T1(0.5) C7T2(0.5) H7TD(0.5) H7TE(0.5) H7TF(0.5) C4T2(0.5) C3T2(0.5)
 H3T2(0.5) C2T2(0.5) H2T2(0.5) C1T2(0.5) C6T2(0.5) H6T2(0.5) C5T2(0.5) H5T2(0.5)
 Fixed Uiso: C26G(0.33)
 Fixed X: H16D(0.1848) H16E(0.2038) H16F(0.1377) H7EA(0.5581) H7EB(0.5583)
 H7EC(0.4969) H16J(0.1186) H16K(0.1905) H16L(0.1618) H16M(0.1636) H16N(0.1172)
 H16O(0.123)
 Fixed Y: H16D(0.3637) H16E(0.3891) H16F(0.3745) H7EA(0.4621) H7EB(0.4236)
 H7EC(0.4429) H16J(0.2512) H16K(0.2447) H16L(0.2773) H16M(0.2503) H16N(0.2564)
 H16O(0.2819)
 Fixed Z: H16D(0.0867) H16E(0.1541) H16F(0.1229) H7EA(1.0067) H7EB(1.0047)
 H7EC(0.9668) H16J(0.4714) H16K(0.4999) H16L(0.4528) H16M(0.3225) H16N(0.2388)
 H16O(0.3037)
5.a Free rotating group:
 C7T2(H7TD,H7TE,H7TF,C4T2,C3T2,C2T2,C1T2,C6T2,C5T2)
5.b Ternary CH refined with riding coordinates:
 C17S(H17S), C15S(H15S)
5.c Secondary CH2 refined with riding coordinates:
 CM23(HM2A,HM2B), CM12(HM1A,HM1B), CM61(HM6A,HM6B), C132(H13A,H13B), CM34(HM3A,
 HM3B), CM45(HM4A,HM4B), C136(H13C,H13D), CM56(HM5A,HM5B), C1(H1A,H1B),
 C142(H14C,H14D), C142(H14A,H14B), C134(H13E,H13F), C21S(H21A,H21B), C146(H14E,
 H14F), C146(H14G,H14H), C22S(H22C,H22D), C144(H14I,H14J), C23S(H23A,H23B),
 C24S(H24C,H24D), C152(H15A,H15B), C154(H15C,H15D), C15D(H15E,H15F), C156(H15G,
 H15H), C25S(H25C,H25D), C25S(H25A,H25B), C15B(H15I,H15J), C15F(H15K,H15L),
 C18S(H18A,H18B), C14S(H14K,H14L), C16S(H16S,H16T)
5.d Aromatic/amide H refined with riding coordinates:
 N14(H14), N12(H12), N16(H16), C22(H22), C42(H42), C4S(H4S), C44(H44),
 C26(H26), C21(H21), C5S(H5S), C43(H43), C46(H46), C23(H23), C41(H41), C6S(H6S),
  C24(H24), N24(H24B), N24(H24A), C25(H25), C1S(H1S), C7S(H7S), C2S(H2S),
 N22(H22B), N22(H22A), C45(H45), C122(H122), C82(H82), C92(H92), C102(H102),
 C112(H112), C116(H116), C106(H106), C96(H96), C86(H86), C126(H126), N2F(H2F),
 N2F(H2FA), C12F(H12F), C11F(H11F), C10F(H10F), C9F(H9F), C8F(H8F), C12D(H12D),
 C11D(H11D), C10D(H10D), C9D(H9D), C8D(H8D), C8B(H8B), C9B(H9B), C10B(H10E),
 C11B(H11B), C12B(H12B), C124(H124), C114(H114), C104(H104), C94(H94), C84(H84),
  C3T1(H3T1), C2T1(H2T1), C6T1(H6T1), C5T1(H5T1), C3T2(H3T2), C2T2(H2T2),
 C6T2(H6T2), C5T2(H5T2), C12S(H12S), C13S(H13S), C9S(H9S), C10S(H10S)
5.e Fitted hexagon refined as free rotating group:
 C122(C72,C82,C92,C102,C112), C116(C106,C96,C86,C76,C126), C12F(C11F,C10F,C9F,
 C8F,C7F), C12D(C11D,C10D,C9D,C8D,C7D), C7B(C8B,C9B,C10B,C11B,C12B), C124(C114,
 C104,C94,C84,C74), C3T1(C2T1,C1T1,C6T1,C5T1,C4T1), C11S(C12S,C13S,C8S,C9S,C10S)
5.f Idealised Me refined as rotating group:
 C9C(H9CA,H9CB,H9CC), C025(H02A,H02B,H02C), C101(H10A,H10B,H10C), C02A(H02D,
 H02E,H02F), C7C(H7CA,H7CB,H7CC), C91(H91A,H91B,H91C), C95(H95A,H95B,H95C),
 C85(H85A,H85B,H85C), C8C(H8CA,H8CB,H8CC), C71(H71A,H71B,H71C), C166(H16A,H16B,
 H16C), C81(H81A,H81B,H81C), C75(H75A,H75B,H75C), C9E(H9EA,H9EB,H9EC), C8E(H8EA,
 H8EB,H8EC), C8A(H8AA,H8AB,H8AC), C7A(H7AA,H7AB,H7AC), C9A(H9AA,H9AB,H9AC),
 C83(H83A,H83B,H83C), C73(H73A,H73B,H73C), C93(H93A,H93B,H93C), C164(H16G,H16H,
 H16I), C16F(H16P,H16Q,H16R), C7T1(H7TA,H7TB,H7TC), C19S(H19A,H19B,H19C),
 C20S(H20A,H20B,H20C)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 1388 electrons were 
found in a volume of 6051 A^3 in 1 void per unit cell.
This large residual void fraction (36% of unit cell volume)
hampered a detailed modelling of the terminal part 
of the guest axle. The residual electron density is consistent
with the presence of the terminal part of the axle 1[C19H23O2], 
and with four toluene molecules, 4[C7H8], as crystallization 
solvent, per asymmetric unit which account for 1412 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              26660
_shelx_hkl_checksum              28006
_shelx_fab_checksum              15089
_olex2_exptl_crystal_mounting_method CryoLoop
_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
;