A calix[3]carbazole-based cavitand: synthesis, structure and its complexation with fullerenes.
Zhang, Fan; Du, Xu-Sheng; Song, Kui-Zhu; Han, Ying; Lu, Hai-Yan; Chen, Chuan-Feng; Chemical communications (Cambridge, England) 60 (2024) 4962–4965; doi:10.1039/d4cc00928b

data_7132946
_publ_section_title
;
 A calix[3]carbazole-based cavitand: synthesis, structure and its
 complexation with fullerenes.
;
_journal_issue                   37
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4962
_journal_page_last               4965
_journal_paper_doi               10.1039/d4cc00928b
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C81 H39 N9 O6, 0.461(C H2 Cl2)'
_chemical_formula_sum            'C81.46 H39.92 Cl0.92 N9 O6'
_chemical_formula_weight         1273.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-17
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-11-04 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.960(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.8326(16)
_cell_length_b                   13.5754(7)
_cell_length_c                   31.1005(15)
_cell_measurement_reflns_used    7911
_cell_measurement_temperature    169.98(10)
_cell_measurement_theta_max      73.1350
_cell_measurement_theta_min      2.3620
_cell_volume                     12451.4(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.98(10)
_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 0.979
_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    -53.00  23.00   0.50    4.00    --  -46.95  63.00 126.00  152
  2  \w   -112.00 -38.00   0.50    4.00    --  -46.95 -63.00 -10.00  148
  3  \w    -21.00  63.00   0.50    4.00    --   46.95 -63.00 -10.00  168
  4  \w     35.00 120.00   0.50    4.00    --   46.95  63.00 126.00  170
  5  \w    100.00 176.00   0.50   15.00    --  103.25  63.00 126.00  152
  6  \w     49.00  77.00   0.50   15.00    --  103.25 -63.00 -10.00   56
  7  \w    -69.00 -33.00   0.50   15.00    -- -104.50  63.00 126.00   72
  8  \w   -174.00 -89.00   0.50   15.00    -- -104.50 -63.00 -10.00  170
  9  \w   -120.00 -78.00   0.50    4.00    --  -46.95-125.00  60.00   84
 10  \w     52.00  78.00   0.50    4.00    --   46.95-125.00-180.00   52
 11  \w    -25.00  29.00   0.50    4.00    --   46.95 -19.00  30.00  108
 12  \w     23.00  95.00   0.50    4.00    --   46.95-125.00   0.00  144
 13  \w     32.00  95.00   0.50   15.00    --  103.25 -94.00   0.00  126
 14  \w     32.00 102.00   0.50   15.00    --  103.25 -94.00 -60.00  140
 15  \w     56.00  83.00   0.50   15.00    --  103.25 -94.00 -90.00   54
 16  \w     88.00 153.00   0.50   15.00    --  103.25  61.00-120.00  130
 17  \w     32.00  86.00   0.50   15.00    --  103.25-111.00 -56.69  108
 18  \w     36.00  64.00   0.50   15.00    --  103.25 -61.00-180.00   56
 19  \w    102.00 148.00   0.50   15.00    --  103.25  30.00  30.00   92
 20  \w     31.00 106.00   0.50   15.00    --  103.25 -94.00  60.00  150
 21  \w     37.00  73.00   0.50   15.00    --  103.25 -61.00  90.00   72
 22  \w     39.00  98.00   0.50   15.00    --  103.25 -94.00-150.00  118
 23  \w   -125.00 -99.00   0.50   15.00    -- -104.50 143.00 171.24   52
 24  \w    -67.00 -37.00   0.50   15.00    -- -104.50  61.00 -90.00   60
 25  \w   -123.00 -95.00   0.50   15.00    -- -104.50 -94.00  60.00   56
 26  \w   -117.00 -81.00   0.50   15.00    -- -104.50 142.00 -92.13   72
 27  \w    -72.00 -45.00   0.50   15.00    -- -104.50 149.00-136.98   54
 28  \w   -174.00 -87.00   0.50   15.00    -- -104.50 -64.00 -34.10  174
 29  \w   -174.00-137.00   0.50   15.00    -- -104.50 -94.00  60.00   74
 30  \w   -120.50 -98.00   0.50   15.00    -- -104.50 149.00-136.98   45
 31  \w   -174.00-136.00   0.50   15.00    -- -104.50 -30.00-150.00   76
 32  \w   -166.00-108.00   0.50   15.00    -- -104.50 -61.00  90.00  116
 33  \w   -122.00 -76.00   0.50   15.00    -- -104.50 141.00  -3.56   92
 34  \w    -65.00 -38.00   0.50   15.00    -- -104.50 146.00 120.51   54
 35  \w    -93.00 -33.00   0.50   15.00    -- -104.50 125.00 120.00  120
 36  \w   -110.00 -68.00   0.50   15.00    -- -104.50 125.00  60.00   84
 37  \w   -126.00 -84.00   0.50   15.00    -- -104.50 146.00 120.51   84
 38  \w   -123.00 -69.00   0.50   15.00    -- -104.50 141.00  88.90  108
 39  \w   -174.00 -94.00   0.50   15.00    -- -104.50 -59.00  78.54  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0445850000
_diffrn_orient_matrix_UB_12      0.0574069000
_diffrn_orient_matrix_UB_13      0.0189563000
_diffrn_orient_matrix_UB_21      0.0212528000
_diffrn_orient_matrix_UB_22      -0.0570693000
_diffrn_orient_matrix_UB_23      -0.0316427000
_diffrn_orient_matrix_UB_31      -0.0169192000
_diffrn_orient_matrix_UB_32      0.0795719000
_diffrn_orient_matrix_UB_33      -0.0363615000
_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  0.0935
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            80263
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.112
_diffrn_reflns_theta_min         2.971
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.059
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_description       plate
_exptl_crystal_F_000             5243
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.532
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     975
_refine_ls_number_reflns         12769
_refine_ls_number_restraints     282
_refine_ls_restrained_S_all      1.540
_refine_ls_R_factor_all          0.1954
_refine_ls_R_factor_gt           0.1210
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2740
_refine_ls_wR_factor_ref         0.3023
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5944
_reflns_number_total             12769
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00928b2.cif
_cod_data_source_block           tx12381
_cod_depositor_comments
'Adding full bibliography for 7132945--7132948.cif.'
_cod_database_code               7132946
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHONCl
_chemical_oxdiff_usercomment     CHONCl
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl1-C82 = Cl2-C82
 1.74 with sigma of 0.01
 C26-C25 = C27-C26 = C27-C22 = C23-C22 = C24-C23 = C24-C25
 1.39 with sigma of 0.01
 C27A-C22 = C27A-C26A = C26A-C25A = C24A-C25A = C24A-C23A = C23A-C22
 1.39 with sigma of 0.01
 C77A-C76 = C78A-C77A = C79-C78A = C80A-C79 = C81A-C80A = C81A-C76
 1.39 with sigma of 0.01
 C77-C76 = C78-C77 = C79-C78 = C80-C79 = C81-C80 = C81-C76
 1.39 with sigma of 0.01
 C25-C26 \\sim C25A-C26
 with sigma of 0.02
 C25-C24 \\sim C25A-C24
 with sigma of 0.02
 C25-C26A \\sim C25A-C26A
 with sigma of 0.02
 C25-C24A \\sim C25A-C24A
 with sigma of 0.02
 C76-C77 \\sim C76-C77A
 with sigma of 0.02
 C76-C81 \\sim C76-C81A
 with sigma of 0.02
 C77-C78 \\sim C77A-C78A
 with sigma of 0.02
 C78-C79 \\sim C78A-C79
 with sigma of 0.02
 C79-C80 \\sim C79-C80A
 with sigma of 0.02
 C80-C81 \\sim C80A-C81A
 with sigma of 0.02
 C76-C78 \\sim C76-C78A
 with sigma of 0.04
 C76-C80 \\sim C76-C80A
 with sigma of 0.04
 C77-C79 \\sim C77A-C79
 with sigma of 0.04
 C79-C81 \\sim C79-C81A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C23A \\sim C24A
\\sim C25A \\sim C26A \\sim C27A: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 1.7A
C76 \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81 \\sim C81A \\sim C80A
\\sim C77A \\sim C78A: within 1.7A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 1.7A
Uanis(C82) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25A)=Sof(C26A)=
 Sof(H26A)=Sof(C27A)=Sof(H27A)=1-FVAR(1)
 Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=
 Sof(C27)=Sof(H27)=Sof(Cl1)=Sof(Cl2)=Sof(C82)=Sof(H82A)=Sof(H82B)=FVAR(1)
 Sof(H79A)=Sof(C81A)=Sof(H81A)=Sof(C80A)=Sof(H80A)=Sof(C77A)=Sof(H77A)=
 Sof(C78A)=Sof(H78A)=1-FVAR(2)
 Sof(C77)=Sof(H77)=Sof(C78)=Sof(H78)=Sof(H79)=Sof(C80)=Sof(H80)=Sof(C81)=
 Sof(H81)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C48(H48A,H48B), C75(H75A,H75B), C82(H82A,H82B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C10(H10), C13(H13), C16(H16), C19(H19), C29(H29), C32(H32),
 C37(H37), C40(H40), C43(H43), C46(H46), C50(H50), C51(H51), C52(H52), C53(H53),
  C54(H54), C56(H56), C59(H59), C64(H64), C67(H67), C70(H70), C73(H73),
 C77(H77), C78(H78), C79(H79), C79(H79A), C80(H80), C81(H81), C23(H23),
 C24(H24), C25(H25), C26(H26), C27(H27), C23A(H23A), C24A(H24A), C25A(H25A),
 C26A(H26A), C27A(H27A), C81A(H81A), C80A(H80A), C77A(H77A), C78A(H78A)
;
_shelx_res_checksum              92613
_shelx_hkl_checksum              31502
_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 2.226
_oxdiff_exptl_absorpt_empirical_full_min 0.488