Neutral Isocyanide-Templated Assembly of Pillar[5]arene [2] and [3]Pseudorotaxanes
Khamphaijun, Korawit; Namnouad, Phitawat; Docker, Andrew; Ruengsuk, Araya; Tantirungrotechai, Jonggol; Díaz-Torres, Raúl; Harding, David J.; Bunchuay, Thanthapatra; Chemical Communications  (2022) –; doi:10.1039/D2CC02255A

data_7130168
_publ_section_title
;
 Neutral Isocyanide-Templated Assembly of Pillar[5]arene [2] and
 [3]Pseudorotaxanes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02255A
_journal_year                    2022
_chemical_formula_moiety         'C55 H70 O10, C10 H16 N2'
_chemical_formula_sum            'C65 H86 N2 O10'
_chemical_formula_weight         1055.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-15
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-04-18 deposited with the CCDC.	2022-05-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.1000(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.31350(9)
_cell_length_b                   22.57704(13)
_cell_length_c                   20.66232(13)
_cell_measurement_reflns_used    40119
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      68.3000
_cell_measurement_theta_min      2.8980
_cell_volume                     6072.69(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_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    -67.00  24.00   0.50    1.25    --  -40.91  82.00-119.00  182
  2  \w     83.00 157.00   0.50    5.00    --   96.59  82.00-119.00  148
  3  \w     32.00 123.00   0.50    5.00    --   96.59 -82.00 118.00  182
  4  \w    -53.00  23.00   0.50    1.25    --  -40.91  37.00-120.00  152
  5  \w   -109.00 -32.00   0.50    1.25    --  -40.91 -25.00  90.00  154
  6  \w   -114.00 -19.00   0.50    1.25    --  -40.91 -12.00 -90.00  190
  7  \w    -57.00  22.00   0.50    1.25    --  -40.91  50.00-180.00  158
  8  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00  30.00  166
  9  \w    -23.00  53.00   0.50    1.25    --   40.91 -37.00 150.00  152
 10  \w     25.00 104.00   0.50    1.25    --   40.91  50.00 -30.00  158
 11  \w    -23.00  71.00   0.50    1.25    --   40.91 -91.00 -90.00  188
 12  \w     14.00  97.00   0.50    1.25    --   40.91-138.00  30.00  166
 13  \w    -24.00  67.00   0.50    1.25    --   40.91 -82.00 118.00  182
 14  \w     84.00 157.00   0.50    5.00    --   96.59  96.00-180.00  146
 15  \w     87.00 157.00   0.50    5.00    --   96.59  33.00 -60.00  140
 16  \w     87.00 157.00   0.50    5.00    --   96.59  33.00-180.00  140
 17  \w     29.00 105.00   0.50    5.00    --   96.59 -25.00 -90.00  152
 18  \w     87.00 157.00   0.50    5.00    --   96.59  33.00 150.00  140
 19  \w     33.00 118.00   0.50    5.00    --   96.59 -68.00 -30.00  170
 20  \w     34.00 110.00   0.50    5.00    --   96.59 -42.00  90.00  152
 21  \w     31.00 106.00   0.50    5.00    --   96.59 -33.00   0.00  150
 22  \w     34.00 113.00   0.50    5.00    --   96.59 -50.00-180.00  158
 23  \w     78.00 157.00   0.50    5.00    --   96.59  59.00  30.00  158
 24  \w     33.00 118.00   0.50    5.00    --   96.59 -68.00 120.00  170
 25  \w     88.00 157.00   0.50    5.00    --   96.59  25.00 -30.00  138
 26  \w     83.00 157.00   0.50    5.00    --   96.59  77.00-150.00  148
 27  \w     75.00 157.00   0.50    5.00    --   96.59  68.00-180.00  164
 28  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00  90.00  166
 29  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00 150.00  166
 30  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00 -90.00  166
 31  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00 -30.00  166
 32  \w    -97.00 -14.00   0.50    1.25    --  -40.91 138.00 -30.00  166
 33  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00-180.00  166
 34  \w   -104.00 -44.00   0.50    1.25    --  -40.91 -63.00  60.00  120
 35  \w   -104.00 -21.00   0.50    1.25    --  -40.91 -63.00-150.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            61927
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.535
_diffrn_reflns_theta_min         2.935
_exptl_absorpt_coefficient_mu    0.612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.154
_exptl_crystal_description       block
_exptl_crystal_F_000             2280
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.161
_exptl_crystal_size_min          0.134
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     704
_refine_ls_number_reflns         11112
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0480
_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^)+(0.0681P)^2^+1.7437P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1335
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9537
_reflns_number_total             11112
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc02255a2.cif
_cod_data_source_block           etp5a+c8dincdcm-meoh-150k
_cod_database_code               7130168
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C10, C9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C11(H11A,H11B), C18(H18A,H18B), C20(H20A,H20B),
 C22(H22A,H22B), C29(H29A,H29B), C31(H31A,H31B), C33(H33A,H33B), C40(H40A,H40B),
  C42(H42A,H42B), C44(H44A,H44B), C51(H51A,H51B), C53(H53A,H53B), C55(H55A,
 H55B), C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B), C60(H60A,H60B),
 C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C14(H14), C17(H17), C25(H25), C28(H28), C36(H36), C39(H39),
 C47(H47), C50(H50)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C21(H21A,H21B,
 H21C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C41(H41A,H41B,H41C), C43(H43A,
 H43B,H43C), C52(H52A,H52B,H52C), C54(H54A,H54B,H54C)
;
_shelx_res_checksum              73132
_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
;