Rim-differentiated Co-pillar[4+1]arenes.
Zhao, Jianyi; Yang, Weiwei; Liang, Chuanyun; Gao, Liya; Xu, Jun; Sue, Andrew C.-H.; Zhao, Hongxia; Chemical communications (Cambridge, England) 57 (2021) 11193–11196; doi:10.1039/d1cc04840f

data_7129066
_publ_section_title
;
 Rim-differentiated Co-pillar[4+1]arenes.
;
_journal_issue                   85
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11193
_journal_page_last               11196
_journal_paper_doi               10.1039/d1cc04840f
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C60 H59 Br O10, C60 H55 Br O10, C H Cl3'
_chemical_formula_sum            'C121 H115 Br2 Cl3 O20'
_chemical_formula_weight         2155.29
_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_creation_date             2021-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-28 deposited with the CCDC.	2021-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                88.7250(10)
_cell_angle_beta                 77.306(2)
_cell_angle_gamma                79.7420(10)
_cell_formula_units_Z            2
_cell_length_a                   12.9624(2)
_cell_length_b                   20.2304(2)
_cell_length_c                   23.4932(5)
_cell_measurement_reflns_used    45663
_cell_measurement_temperature    159.99(10)
_cell_measurement_theta_max      73.5340
_cell_measurement_theta_min      1.9120
_cell_volume                     5913.16(17)
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_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 1.5-alpha (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.949
_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     10.00  45.00   0.50    0.32    --   35.61  57.00 -60.00   70
  2  \w     49.00 112.00   0.50    0.32    --   35.61  57.00 -60.00  126
  3  \w    124.00 150.00   0.50    0.32    --   72.00  84.00-134.03   52
  4  \w     80.00 153.00   0.50    0.32    --   72.00  83.00 -31.36  146
  5  \w    106.00 132.00   0.50    0.32    --   72.00  83.00  68.49   52
  6  \w    122.00 148.00   0.50    0.32    --   72.00  84.00 101.70   52
  7  \w    100.00 138.00   0.50    0.32    --   72.00  84.00 176.24   76
  8  \w     78.00 162.00   0.50    1.28    --  109.95  77.00 150.00  168
  9  \w     73.00 132.00   0.50    1.28    --  109.95 136.00  13.00  118
 10  \w     87.00 175.00   0.50    1.28    --  109.95 111.00 -60.00  176
 11  \w     92.00 177.00   0.50    1.28    --  109.95  61.00-150.00  170
 12  \w    110.00 140.00   0.50    1.28    --  109.95 -61.00 -90.00   60
 13  \w     77.00 125.00   0.50    1.28    --  109.95-136.00 -50.00   96
 14  \w     66.00 103.00   0.50    1.28    --  109.95-133.00 127.00   74
 15  \w     35.00 109.00   0.50    1.28    --  109.95 -94.00 150.00  148
 16  \w     26.00 101.00   0.50    0.32    --   35.61-133.00 127.00  150
 17  \w     27.00 108.00   0.50    1.28    --  109.95-111.00 150.00  162
 18  \w     26.00 108.00   0.50    1.28    --  109.95 -94.00   0.00  164
 19  \w     38.00 107.00   0.50    1.28    --  109.95 -94.00 -30.00  138
 20  \w     26.00 105.00   0.50    0.32    --   35.61-136.00 -50.00  158
 21  \w     31.00 107.00   0.50    1.28    --  109.95 -94.00-120.00  152
 22  \w     36.00  90.00   0.50    1.28    --  109.95 -61.00 -90.00  108
 23  \w     -1.00 118.00   0.50    0.32    --   35.61  37.00 -90.00  238
 24  \w     74.00 107.00   0.50    1.28    --  109.95 133.00-164.00   66
 25  \w     72.00 170.00   0.50    1.28    --  109.95  77.00 -90.00  196
 26  \w     47.00 121.00   0.50    0.32    --   35.61 179.00  30.00  148
 27  \w     47.00 124.00   0.50    0.32    --   44.00  83.00 -38.51  154
 28  \w     31.00  73.00   0.50    0.32    --   72.00  83.00  24.37   84
 29  \w     31.00  57.00   0.50    0.32    --   72.00  83.00  68.49   52
 30  \w     31.00  57.00   0.50    0.32    --   72.00  84.00 101.70   52
 31  \w     29.00  55.00   0.50    0.32    --   68.00  84.00 146.99   52
 32  \w     31.00  57.00   0.50    0.32    --   72.00  84.00 176.24   52
 33  \w     15.00  40.00   0.50    0.32    --   60.00  92.00 178.47   50
 34  \w     10.00  35.00   0.50    0.32    --   56.00  94.00 120.88   50
 35  \w      6.00 113.00   0.50    0.32    --   35.61  57.00 120.00  214
 36  \w     31.00  57.00   0.50    0.32    --   72.00  83.00 -31.36   52
 37  \w     16.00  41.00   0.50    0.32    --   60.00  89.00  -3.89   50
 38  \w     15.00  40.00   0.50    0.32    --   60.00  92.00  52.27   50
 39  \w      4.00  43.00   0.50    0.32    --   44.00  85.00  24.96   78
 40  \w      6.00  31.00   0.50    0.32    --   52.00  95.00  -0.40   50
 41  \w     -8.00  17.00   0.50    0.32    --   40.00  98.00 -34.88   50
 42  \w     15.00  41.00   0.50    0.32    --   60.00  92.00 -80.24   52
 43  \w     12.00  40.00   0.50    0.32    --   56.00  91.00-118.07   56
 44  \w     31.00  56.00   0.50    0.32    --   72.00  84.00-134.03   50
 45  \w    -42.00   3.00   0.50    0.32    --  -35.61 -77.00-180.00   90
 46  \w    -62.00 -33.00   0.50    1.28    --  -72.00 -79.00-119.37   58
 47  \w    -67.00 -41.00   0.50    1.28    --  -80.00 -80.00 -70.11   52
 48  \w    -66.00 -41.00   0.50    1.28    --  -80.00 -80.00 -33.68   50
 49  \w    -76.00 -50.00   0.50    1.28    --  -88.00 -78.00  16.59   52
 50  \w    -70.00 -45.00   0.50    1.28    --  -84.00 -79.00  66.40   50
 51  \w    -65.00 -39.00   0.50    1.28    --  -80.00 -82.00 109.62   52
 52  \w    -69.00 -43.00   0.50    1.28    --  -84.00 -84.00 160.71   52
 53  \w    -70.00 -44.00   0.50    1.28    --  -84.00 -80.00 175.49   52
 54  \w    -75.00 -49.00   0.50    1.28    --  -88.00 -78.00 121.31   52
 55  \w    -77.00 -51.00   0.50    1.28    --  -92.00 -84.00 107.00   52
 56  \w    -85.00 -60.00   0.50    1.28    -- -100.00 -80.00  47.17   50
 57  \w    -77.00 -51.00   0.50    1.28    --  -92.00 -83.00   5.85   52
 58  \w    -83.00 -51.00   0.50    1.28    --  -92.00 -83.00 -73.59   64
 59  \w    -74.00 -49.00   0.50    1.28    --  -88.00 -78.00-124.95   50
 60  \w    -73.00 -47.00   0.50    1.28    --  -84.00 -76.00-158.11   52
 61  \w    -80.00 -54.00   0.50    1.28    --  -92.00 -77.00-100.51   52
 62  \w    -92.00 -59.00   0.50    1.28    -- -100.00 -82.00-177.16   66
 63  \w    -92.00 -59.00   0.50    1.28    -- -100.00 -83.00-111.83   66
 64  \w    -99.00 -66.00   0.50    1.28    -- -100.00-136.00 -50.00   66
 65  \w    -87.00 -61.00   0.50    1.28    -- -100.00 -83.00  -5.09   52
 66  \w   -105.00 -79.00   0.50    1.28    --  -84.00 -79.00  66.40   52
 67  \w    -93.00 -59.00   0.50    1.28    -- -100.00 -84.00  38.59   68
 68  \w   -103.00 -61.00   0.50    1.28    -- -100.00 -81.00   2.77   84
 69  \w    -93.00 -61.00   0.50    1.28    -- -100.00 -83.00 -84.08   64
 70  \w    -95.00 -59.00   0.50    1.28    -- -100.00 -82.00 -55.18   72
 71  \w    -99.00 -59.00   0.50    1.28    -- -100.00 -83.00 -21.09   80
 72  \w   -113.00 -59.00   0.50    1.28    -- -100.00 -82.00  88.42  108
 73  \w    -85.00 -59.00   0.50    1.28    -- -100.00 -84.00 143.48   52
 74  \w    -84.00 -59.00   0.50    1.28    -- -100.00 -82.00 172.60   50
 75  \w   -101.00 -76.00   0.50    1.28    --  -84.00 -84.00 160.71   50
 76  \w    -92.00 -59.00   0.50    1.28    -- -100.00 -82.00  79.15   66
 77  \w   -125.00 -99.00   0.50    1.28    -- -100.00-133.00 127.00   52
 78  \w   -131.00 -44.00   0.50    1.28    --  -84.00 -80.00  42.47  174
 79  \w   -137.00-108.00   0.50    1.28    -- -100.00 -83.00 -21.09   58
 80  \w   -145.00-119.00   0.50    1.28    --  -92.00 -77.00-100.51   52
 81  \w   -142.00 -59.00   0.50    1.28    -- -100.00 -83.00-148.47  166
 82  \w   -114.00 -45.00   0.50    0.32    --  -35.61 -77.00-180.00  138
 83  \w   -153.00 -59.00   0.50    1.28    -- -100.00 -84.00-128.03  188
 84  \w   -153.00-127.00   0.50    1.28    -- -100.00 -83.00  -5.09   52
 85  \w   -142.00-117.00   0.50    1.28    -- -100.00 -84.00  38.59   50
 86  \w   -147.00-122.00   0.50    1.28    -- -100.00 -81.00   2.77   50
 87  \w   -138.00 -64.00   0.50    1.28    -- -100.00 -75.00  48.55  148
 88  \w   -146.00 -97.00   0.50    1.28    -- -100.00 -82.00 172.60   98
 89  \w   -149.00 -61.00   0.50    1.28    -- -100.00 -84.00 110.65  176
 90  \w   -164.00-138.00   0.50    1.28    --  -84.00 -80.00  42.47   52
 91  \w   -162.00 -65.00   0.50    1.28    -- -100.00 -75.00  14.85  194
 92  \w   -168.00-143.00   0.50    1.28    -- -100.00 -83.00-148.47   50
 93  \w   -177.00-123.00   0.50    1.28    -- -100.00 -82.00-177.16  108
 94  \w   -174.00-116.00   0.50    1.28    -- -100.00 -83.00-111.83  116
 95  \w   -177.00 -60.00   0.50    1.28    -- -100.00 -82.00 -32.79  234
 96  \w   -175.00-104.00   0.50    1.28    -- -100.00 -80.00  47.17  142
 97  \w   -169.00 -62.00   0.50    1.28    -- -100.00 -77.00 150.00  214
 98  \w   -163.00-136.00   0.50    1.28    -- -100.00 -83.00 -84.08   54
 99  \w   -173.00-103.00   0.50    1.28    -- -100.00 -82.00 -55.18  140
100  \w   -168.00 -99.00   0.50    1.28    -- -100.00 -82.00  79.15  138
101  \w   -171.00 -60.00   0.50    1.28    -- -100.00 -84.00  70.28  222
102  \w   -173.00-100.00   0.50    1.28    -- -100.00 -84.00 143.48  146
103  \w   -170.00 -62.00   0.50    1.28    -- -100.00 -81.00 120.94  216
104  \w     -8.00  23.00   0.50    0.32    --   40.00  97.00  98.16   62
105  \w    -89.00 -26.00   0.50    0.32    --  -35.61 136.00  13.00  126
106  \w    -85.00 -60.00   0.50    1.28    -- -100.00 136.00  13.00   50
107  \w    -85.00 -60.00   0.50    0.32    --  -35.61 133.00-164.00   50
108  \w    -96.00 -71.00   0.50    1.28    -- -100.00 133.00-164.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0113465000
_diffrn_orient_matrix_UB_12      0.0092468000
_diffrn_orient_matrix_UB_13      -0.0637373000
_diffrn_orient_matrix_UB_21      -0.1180718000
_diffrn_orient_matrix_UB_22      0.0341751000
_diffrn_orient_matrix_UB_23      0.0213702000
_diffrn_orient_matrix_UB_31      0.0354289000
_diffrn_orient_matrix_UB_32      0.0688282000
_diffrn_orient_matrix_UB_33      -0.0007180000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            153530
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.999
_diffrn_reflns_theta_min         1.928
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.007
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
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    1.211
_exptl_crystal_description       block
_exptl_crystal_F_000             2244
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.428
_refine_diff_density_min         -1.168
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1322
_refine_ls_number_reflns         23156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.1049
_refine_ls_R_factor_gt           0.0955
_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^)+(0.1378P)^2^+7.7289P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2614
_refine_ls_wR_factor_ref         0.2698
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19529
_reflns_number_total             23156
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc04840f2.cif
_cod_data_source_block           cop-1d-zjy_sq
_cod_depositor_comments
'Adding full bibliography for 7129065--7129066.cif.'
_cod_original_cell_volume        5913.17(17)
_cod_database_code               7129066
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.690
_shelx_estimated_absorpt_t_min   0.584
_reflns_odcompleteness_completeness 99.98
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C36(H36A,H36B,H36C)
2.b Ternary CH refined with riding coordinates:
 C121(H121)
2.c Secondary CH2 refined with riding coordinates:
 C60(H60A,H60B), C74(H74A,H74B), C71(H71A,H71B), C82(H82A,H82B), C49(H49A,
 H49B), C63(H63A,H63B), C10(H10A,H10B), C26(H26A,H26B), C11(H11A,H11B),
 C52(H52A,H52B), C19(H19A,H19B), C3(H3A,H3B), C12(H12A,H12B), C114(H11C,H11D),
 C85(H85A,H85B), C41(H41A,H41B), C13(H13A,H13B), C37(H37A,H37B), C14(H14A,H14B),
  C93(H93A,H93B), C104(H10C,H10D), C96(H96A,H96B), C107(H10E,H10F), C30(H30A,
 H30B), C15(H15A,H15B), C115(H11E,H11F), C16(H16A,H16B), C116(H11G,H11H)
2.d Aromatic/amide H refined with riding coordinates:
 C80(H80), C5(H5), C54(H54), C57(H57), C87(H87), C68(H68), C77(H77), C25(H25),
 C65(H65), C22(H22), C32(H32), C8(H8), C46(H46), C110(H110), C43(H43),
 C113(H113), C102(H102), C99(H99), C90(H90), C35(H35), C119(H119), C118(H118),
 C120(H120), C117(H117)
2.e Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C70(H70A,H70B,H70C), C81(H81A,H81B,H81C), C48(H48A,H48B,
 H48C), C59(H59A,H59B,H59C), C103(H10G,H10H,H10I), C92(H92A,H92B,H92C)
2.f :
 C72(H72), C61(H61), C1(H1), C94(H94), C17(H17), C105(H105), C50(H50),
 C83(H83), C39(H39), C28(H28)
;
_shelx_res_checksum              88036
_shelx_fab_checksum              42317
_platon_squeeze_special_details
;
A solvent mask was calculated and 190 electrons were 
found in a volume of 702\%A^3^ in 4 voids per unit cell. 
This is consistent with the presence of 
1[H2O], 0.5[CHCl3], 1[CHCl3], 1[] per Unit Cell 
which account for 194 electrons 
per unit cell.
;
_platon_squeeze_void_probe_radius 1.20
_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 1.846
_oxdiff_exptl_absorpt_empirical_full_min 0.482