Trimacrocyclic hexasubstituted benzene linked by labile octahedral [X(CHCl3)6]‒ clusters
Lai, Zhenzhen; Li, Aimin; Peng, Sangshan; Sessler, Jonathan L.; He, Qing; Chemical Science  (2021) –; doi:10.1039/D1SC03713G

data_1564356
_publ_section_title
;
 Trimacrocyclic hexasubstituted benzene linked by labile octahedral
 [X(CHCl3)6]-- clusters
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC03713G
_journal_year                    2021
_chemical_formula_moiety
'2(C66 H66 O18), 2(C1 H6 N3), 6(C H Br3), 0.552(Br1), 0.448(Cl)'
_chemical_formula_sum            'C140 H150 Br18.56 Cl0.44 N6 O36'
_chemical_formula_weight         3991.23
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-07 deposited with the CCDC.	2021-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   21.83560(10)
_cell_length_b                   21.83560(10)
_cell_length_c                   27.6959(2)
_cell_measurement_reflns_used    20718
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      75.6840
_cell_measurement_theta_min      2.8100
_cell_volume                     11436.06(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_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     87.00 113.00   0.50    0.10    --  111.82  61.00  30.00   52
  2  \w     83.00 173.00   0.50    0.10    --  111.82  62.00 112.00  180
  3  \w    137.00 163.00   0.50    0.10    --  111.82  61.00  30.00   52
  4  \w     95.00 165.00   0.50    0.10    --  111.82  61.00 -90.00  140
  5  \w    145.00 171.00   0.50    0.10    --  111.82  61.00-150.00   52
  6  \w     91.00 142.00   0.50    0.10    --  111.82  61.00-150.00  102
  7  \w     70.00  99.00   0.50    0.10    --  111.82 -94.00  30.00   58
  8  \w     50.00  85.00   0.50    0.10    --  111.82-163.00 112.00   70
  9  \w     37.00  79.00   0.50    0.10    --  111.82-103.00 162.00   84
 10  \w    106.00 138.00   0.50    0.10    --  111.82-163.00 112.00   64
 11  \w     83.00 119.00   0.50    0.10    --  111.82-142.00-172.00   72
 12  \w     51.00  97.00   0.50    0.10    --  111.82 -77.00  30.00   92
 13  \w     39.00  67.00   0.50    0.10    --  111.82 -61.00  60.00   56
 14  \w     38.00  67.00   0.50    0.10    --  111.82 -62.00 -25.00   58
 15  \w     38.00  63.00   0.50    0.10    --  111.82 -61.00  30.00   50
 16  \w     39.00  65.00   0.50    0.10    --  111.82 -61.00 -60.00   52
 17  \w     39.00  67.00   0.50    0.10    --  111.82 -61.00 -90.00   56
 18  \w     43.00  98.00   0.50    0.10    --  111.82 -77.00-120.00  110
 19  \w     39.00  68.00   0.50    0.10    --  111.82 -61.00-120.00   58
 20  \w     90.00 173.00   0.50    0.10    --  111.82 111.00   0.00  166
 21  \w    135.00 161.00   0.50    0.10    --  111.82 128.00  73.00   52
 22  \w     96.00 122.00   0.50    0.10    --  111.82 128.00  73.00   52
 23  \w    -29.00  15.00   0.50    0.05    --  -39.20  19.00-150.00   88
 24  \w    -26.00   8.00   0.50    0.10    --  -62.00  21.00 -92.00   68
 25  \w    -18.00   8.00   0.50    0.10    --  -62.00  15.00  90.00   52
 26  \w    -88.00  17.00   0.50    0.05    --  -39.20 -21.00 100.00  210
 27  \w   -123.00 -88.00   0.50    0.10    --  -62.00 -94.00 120.00   70
 28  \w   -125.00 -48.00   0.50    0.05    --  -39.20-179.00 120.00  154
 29  \w   -124.00 -50.00   0.50    0.05    --  -39.20-179.00   0.00  148
 30  \w   -138.00-107.00   0.50    0.10    --  -62.00-128.00  -1.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0656199000
_diffrn_orient_matrix_UB_12      -0.0227015000
_diffrn_orient_matrix_UB_13      0.0320250000
_diffrn_orient_matrix_UB_21      -0.0427638000
_diffrn_orient_matrix_UB_22      -0.0015968000
_diffrn_orient_matrix_UB_23      -0.0447011000
_diffrn_orient_matrix_UB_31      -0.0225089000
_diffrn_orient_matrix_UB_32      -0.0781950000
_diffrn_orient_matrix_UB_33      -0.0083705000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            23902
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.860
_diffrn_reflns_theta_min         2.829
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.464
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.64a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_description       cube
_exptl_crystal_F_000             5931
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.065
_refine_diff_density_max         1.760
_refine_diff_density_min         -1.727
_refine_diff_density_rms         0.172
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5245
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      1.229
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0848
_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^)+(0.0537P)^2^+440.2679P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.1965
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5205
_reflns_number_total             5245
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc03713g2.cif
_cod_data_source_block           lzz-1-100k
_cod_original_cell_volume        11436.05(13)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               1564356
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.679
_shelx_estimated_absorpt_t_min   0.559
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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, All N(H,H) groups
2. Restrained distances
 Br2-C24 \\sim Br2A-C24
 with sigma of 0.02
 Br4-C24 \\sim Br4A-C24
 with sigma of 0.02
 Br3-C24 \\sim Br3A-C24
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O3A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Br2A) \\sim Ueq, Uanis(Br3A) \\sim Ueq: with sigma of 0.0001 and sigma
for terminal atoms of 0.0002
Uanis(Br4A) \\sim Ueq, Uanis(Br4) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 Br2A, Br3A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(H24A)=Sof(Br2A)=Sof(Br3A)=Sof(Br4A)=1-FVAR(1)
 Sof(H24)=Sof(Br2)=Sof(Br3)=Sof(Br4)=FVAR(1)
 Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12C)=Sof(H12D)=1-FVAR(2)
 Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=FVAR(2)
 Sof(Cl1)=0.16667*(1-FVAR(4))
 Sof(Br1)=0.16667*FVAR(4)
 Sof(H10C)=Sof(H10D)=Sof(O00B)=1-FVAR(4)
 Sof(H10A)=Sof(H10B)=Sof(O3A)=FVAR(4)
6.a Ternary CH refined with riding coordinates:
 C24(H24), C24(H24A)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C9(H9A,H9B), C10(H10A,H10B), C10(H10C,H10D), C11(H11A,H11B),
 C11(H11C,H11D), C14(H14A,H14B), C21(H21A,H21B), C12(H12A,H12B), C12A(H12C,H12D)
6.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C16(H16), C17(H17), C18(H18), C19(H19)
6.d X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_shelx_res_checksum              61952
_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 2.272
_oxdiff_exptl_absorpt_empirical_full_min 0.371