Lemniscular carbon nanohoops with contiguous conjugation from planar chiral [2.2]paracyclophane: influence of the regioselective synthesis on topological chirality.
He, Jing; Yu, Mo-Han; Lian, Zhe; Fan, Yan-Qing; Guo, Sheng-Zhu; Li, Xiao-Nan; Wang, Ying; Wang, Wen-Guang; Cheng, Zhi-Yun; Jiang, Hua; Chemical science 14 (2023) 4426–4433; doi:10.1039/d2sc06825g

data_1568719
_publ_section_title
;
 Lemniscular carbon nanohoops with contiguous conjugation from planar
 chiral [2.2]paracyclophane: influence of the regioselective synthesis on
 topological chirality.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              4426
_journal_page_last               4433
_journal_paper_doi               10.1039/d2sc06825g
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C96 H60'
_chemical_formula_sum            'C99 H60'
_chemical_formula_weight         1249.47
_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
_audit_creation_date             2022-04-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2022-05-18 deposited with the CCDC.	2023-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.885(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.8108(10)
_cell_length_b                   27.4612(19)
_cell_length_c                   18.3586(11)
_cell_measurement_reflns_used    4809
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      61.0270
_cell_measurement_theta_min      3.1860
_cell_volume                     7703.5(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9487
_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     70.00 104.00   0.50    0.21    --   47.03  74.00 129.00   68
  2  \w     89.00 163.00   0.50    0.83    --  104.75  74.00 129.00  148
  3  \w    105.00 134.00   0.50    0.83    --  104.75  30.00  60.00   58
  4  \w    102.00 177.00   0.50    0.83    --  104.75  45.00  30.00  150
  5  \w    144.00 177.00   0.50    0.83    --  104.75  30.00  60.00   66
  6  \w    100.00 175.00   0.50    0.83    --  104.75  30.00  90.00  150
  7  \w    -99.00 -72.00   0.50    0.21    --  -47.03 -74.00   0.00   54
  8  \w   -175.00-131.00   0.50    0.83    -- -102.00 -74.00   0.00   88
  9  \w   -114.00 -72.00   0.50    0.21    --  -47.03-125.00 150.00   84
 10  \w    -99.00 -73.00   0.50    0.83    -- -102.00 125.00-120.00   52
 11  \w    -57.00 -31.00   0.50    0.83    -- -102.00 125.00-120.00   52
 12  \w    -91.00 -35.00   0.50    0.83    -- -102.00  77.00 -30.00  112
 13  \w    -67.00 -31.00   0.50    0.83    -- -102.00  61.00-150.00   72
 14  \w    -65.00 -29.00   0.50    0.83    -- -102.00  61.00 -90.00   72
 15  \w    -57.00 -30.00   0.50    0.83    -- -102.00  61.00 -30.00   54
 16  \w    -68.00 -29.00   0.50    0.83    -- -102.00  61.00 120.00   78
 17  \w    -88.00 -45.00   0.50    0.83    -- -102.00  74.00 129.00   86
 18  \w    -65.00  25.00   0.50    0.21    --  -47.03  74.00 129.00  180
 19  \w    -27.00  27.00   0.50    0.21    --   47.03 -19.00-120.00  108
 20  \w    -24.00  68.00   0.50    0.21    --   47.03 -74.00   0.00  184
 21  \w     41.00  70.00   0.50    0.83    --  104.75 -61.00  30.00   58
 22  \w     34.00  97.00   0.50    0.83    --  104.75 -74.00   0.00  126
 23  \w     41.00  68.00   0.50    0.83    --  104.75 -61.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0784767000
_diffrn_orient_matrix_UB_12      -0.0196460000
_diffrn_orient_matrix_UB_13      0.0264480000
_diffrn_orient_matrix_UB_21      0.0576860000
_diffrn_orient_matrix_UB_22      -0.0413747000
_diffrn_orient_matrix_UB_23      0.0427295000
_diffrn_orient_matrix_UB_31      0.0261993000
_diffrn_orient_matrix_UB_32      0.0323337000
_diffrn_orient_matrix_UB_33      0.0708178000
_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  0.1441
_diffrn_reflns_av_unetI/netI     0.1322
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            55423
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.209
_diffrn_reflns_theta_min         3.219
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.464
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'fluorescent light green'
_exptl_crystal_density_diffrn    1.077
_exptl_crystal_description       needle
_exptl_crystal_F_000             2616
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     865
_refine_ls_number_reflns         15468
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.1494
_refine_ls_R_factor_gt           0.0874
_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^)+(0.1408P)^2^+1.2336P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2625
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8131
_reflns_number_total             15468
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc06825g2.cif
_cod_data_source_block           20220426d_auto
_cod_depositor_comments
'Adding full bibliography for 1568718--1568719.cif.'
_cod_database_code               1568719
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CH
_shelx_estimated_absorpt_t_max   0.955
_shelx_estimated_absorpt_t_min   0.955
_diffrn_oxdiff_digest_frames
;
01610ef0312dc2dc547ed8c81795b16bba00068a309
;
_diffrn_oxdiff_digest_hkl
;
01a347bf170751e0b03ac2e8481ba037b6e3b5
;
_reflns_odcompleteness_completeness 99.79
_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
2.a Secondary CH2 refined with riding coordinates:
 C00S(H00B,H00C), C01E(H01E,H01F), C01P(H01G,H01H), C02D(H02A,H02C)
2.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C009(H009), C00A(H00A), C00G(H00G), C00J(H00J), C00K(H00K),
 C00X(H00X), C010(H010), C011(H011), C015(H015), C016(H016), C018(H018),
 C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D), C01I(H01I),
 C01K(H01K), C01L(H01L), C01N(H01N), C01O(H01O), C01Q(H01Q), C01S(H01S),
 C01T(H01T), C01U(H01U), C01W(H01W), C01X(H01X), C01Y(H01Y), C01Z(H01Z),
 C022(H022), C024(H024), C025(H025), C026(H026), C027(H027), C028(H028),
 C02B(H02B), C02E(H02E), C02F(H02F), C02H(H02H), C02I(H02I), C02J(H02J),
 C02K(H02K), C02L(H02L), C02M(H02M), C02N(H02N), C02O(H02O), C02P(H02P),
 C02Q(H02Q), C02R(H02R), C02S(H02S), C02T(H02T)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              53463
_shelx_hkl_checksum              65726
_shelx_fab_checksum              17624
_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 1.228
_oxdiff_exptl_absorpt_empirical_full_min 0.811