Three-dimensional supramolecular polymerization based on pillar[n]arenes (n = 5, 6) and halogen bonding interactions.
Han, Chengyou; Zhao, Dezhi; Dong, Shengyi; Chemical communications (Cambridge, England) 54 (2018) 13099–13102; doi:10.1039/c8cc07993e

data_7122514
_publ_section_title
;
 Three-dimensional supramolecular polymerization based on pillar[n]arenes
 (n = 5, 6) and halogen bonding interactions.
;
_journal_issue                   93
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13099
_journal_page_last               13102
_journal_paper_doi               10.1039/c8cc07993e
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C6 F4 I2, C55 H70 O10, C10 H14 N4'
_chemical_formula_sum            'C71 H84 F4 I2 N4 O10'
_chemical_formula_weight         1483.22
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-06-22
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2018-09-01 deposited with the CCDC.
2018-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                87.769(4)
_cell_angle_beta                 85.092(4)
_cell_angle_gamma                79.626(4)
_cell_formula_units_Z            2
_cell_length_a                   14.2852(6)
_cell_length_b                   15.3486(7)
_cell_length_c                   16.0133(7)
_cell_measurement_reflns_used    13633
_cell_measurement_temperature    293.67(10)
_cell_measurement_theta_max      70.4090
_cell_measurement_theta_min      4.0280
_cell_volume                     3440.0(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.67(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -69.00  22.00   1.00    1.00    --    0.00 -57.00  60.00   91
  2  \w    -22.00  69.00   1.00    1.00    --    0.00  57.00-150.00   91
  3  \w    -22.00  69.00   1.00    1.00    --    0.00  57.00  30.00   91
  4  \w    -22.00  69.00   1.00    1.00    --    0.00  57.00 -90.00   91
  5  \w    -19.00  81.00   1.00    1.00    --   54.00 -38.00 -30.00  100
  6  \w     22.00 125.00   1.00    1.00    --   54.00  77.00 120.00  103
  7  \w     51.00  96.00   1.00    1.00    --   54.00-125.00  60.00   45
  8  \w      1.00  73.00   1.00    1.00    --   54.00 -57.00  60.00   72
  9  \w      4.00  73.00   1.00    1.00    --   54.00 -57.00 -90.00   69
 10  \w     16.00  83.00   1.00    1.00    --   54.00 -99.00-150.00   67
 11  \w    -20.00 103.00   1.00    1.00    --   54.00 -19.00 150.00  123
 12  \w     57.00 114.00   1.00    1.00    --  108.00-111.00 -60.00   57
 13  \w     65.00 121.00   1.00    1.00    --  108.00 -64.00-120.00   56
 14  \w     86.00 176.00   1.00    1.00    --  108.00  64.00   0.00   90
 15  \w     43.00 102.00   1.00    1.00    --  108.00 -77.00-180.00   59
 16  \w     38.00 118.00   1.00    1.00    --  108.00 -50.00  30.00   80
 17  \w     90.00 126.00   1.00    1.00    --  108.00  64.00 -30.00   36
 18  \w     54.00 134.00   1.00    1.00    --  108.00 -38.00-180.00   80
 19  \w     35.00 109.00   1.00    1.00    --  108.00-111.00-180.00   74
 20  \w    151.00 176.00   1.00    1.00    --  108.00  64.00 -30.00   25
 21  \w     85.00 173.00   1.00    1.00    --  108.00  39.00  52.49   88
 22  \w     75.00 132.00   1.00    1.00    --  108.00 -64.00 -60.00   57
 23  \w     58.00 103.00   1.00    1.00    --  108.00 178.00 -90.00   45
 24  \w     80.00 114.00   1.00    1.00    --  108.00-111.00  30.00   34
 25  \w     82.00 177.00   1.00    1.00    --  108.00 -12.00 -30.00   95
 26  \w     90.00 132.00   1.00    1.00    --  108.00 -92.00   0.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0695237000
_diffrn_orient_matrix_UB_12      0.0891995000
_diffrn_orient_matrix_UB_13      0.0055516000
_diffrn_orient_matrix_UB_21      -0.0822990000
_diffrn_orient_matrix_UB_22      -0.0464328000
_diffrn_orient_matrix_UB_23      -0.0197708000
_diffrn_orient_matrix_UB_31      -0.0221456000
_diffrn_orient_matrix_UB_32      -0.0174805000
_diffrn_orient_matrix_UB_33      0.0943788000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0865
_diffrn_reflns_av_unetI/netI     0.0856
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23749
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         2.928
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.765
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_F_000             1520
_refine_diff_density_max         2.902
_refine_diff_density_min         -3.041
_refine_diff_density_rms         0.211
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     841
_refine_ls_number_reflns         12272
_refine_ls_number_restraints     1410
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1031
_refine_ls_R_factor_gt           0.0967
_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^)+(0.1956P)^2^+8.0665P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2607
_refine_ls_wR_factor_ref         0.2747
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10730
_reflns_number_total             12272
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc07993e2.cif
_cod_data_source_block           dep5+6+4f
_cod_depositor_comments          'Adding full bibliography for 7122514.cif.'
_cod_database_code               7122514
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C16 \\sim C18 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim
C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33 \\sim C34 \\sim
C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim
C43 \\sim C44 \\sim C46 \\sim C48 \\sim C49 \\sim C50 \\sim C52 \\sim C53 \\sim
C54 \\sim C55 \\sim C56 \\sim C57 \\sim C58 \\sim C59 \\sim C60 \\sim C61 \\sim
C62 \\sim C63 \\sim C64 \\sim C65 \\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim
C70 \\sim C71 \\sim C72 \\sim C73 \\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim
C78 \\sim C79 \\sim C80 \\sim C81 \\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim
C87 \\sim C88 \\sim C0AA \\sim C1AA \\sim C2AA \\sim C3AA \\sim C90 \\sim C90A:
within 3.7A with sigma of 0.005 and sigma for terminal atoms of 0.001
3. Others
 Sof(H82C)=Sof(H82D)=Sof(C90A)=Sof(H90D)=Sof(H90E)=Sof(H90F)=1-FVAR(1)
 Sof(H82A)=Sof(H82B)=Sof(C90)=Sof(H90A)=Sof(H90B)=Sof(H90C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C50(H50A,H50B), C57(H57A,H57B), C58(H58A,H58B), C61(H61A,H61B), C65(H65A,
 H65B), C66(H66A,H66B), C67(H67A,H67B), C68(H68A,H68B), C70(H70A,H70B),
 C72(H72A,H72B), C74(H74A,H74B), C78(H78A,H78B), C82(H82A,H82B), C82(H82C,H82D),
  C83(H83A,H83B), C84(H84A,H84B), C85(H85A,H85B), C87(H87A,H87B), C1AA(H1AA,
 H1AB), C2AA(H2AA,H2AB)
4.b Aromatic/amide H refined with riding coordinates:
 C34(H34), C37(H37), C38(H38), C41(H41), C42(H42), C43(H43), C44(H44),
 C46(H46), C52(H52), C53(H53), C60(H60), C64(H64), C75(H75), C80(H80), C81(H81),
  C0AA(H0AA)
4.c Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C56(H56A,H56B,H56C), C62(H62A,H62B,H62C), C63(H63A,H63B,
 H63C), C76(H76A,H76B,H76C), C77(H77A,H77B,H77C), C79(H79A,H79B,H79C), C88(H88A,
 H88B,H88C), C3AA(H3AA,H3AB,H3AC), C90(H90A,H90B,H90C), C90A(H90D,H90E,H90F)
;
_shelx_res_checksum              77772
_shelx_hkl_checksum              24269
_shelx_shelxl_version_number     2014/7
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 3.665
_oxdiff_exptl_absorpt_empirical_full_min 0.341