Tether-entangled conjugated helices.
Jin, Ke; Xiao, Zuo; Xie, Huidong; Shen, Xingxing; Wang, Jizheng; Chen, Xiangyu; Wang, Zhijie; Zhao, Zujin; Yan, Keyou; Ding, Yong; Ding, Liming; Chemical science 15 (2024) 17128–17149; doi:10.1039/d4sc04796f

data_1572702
_publ_section_title
;
 Tether-entangled conjugated helices.
;
_journal_issue                   41
_journal_name_full               'Chemical science'
_journal_page_first              17128
_journal_page_last               17149
_journal_paper_doi               10.1039/d4sc04796f
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration ab
_chemical_formula_moiety         'C32 H36 Br2 N2 O4'
_chemical_formula_sum            'C32 H36 Br2 N2 O4'
_chemical_formula_weight         672.45
_chemical_name_systematic        1
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-05-11 deposited with the CCDC.	2024-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.228(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.0653(2)
_cell_length_b                   8.3658(2)
_cell_length_c                   20.4585(5)
_cell_measurement_reflns_used    11090
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.1390
_cell_measurement_theta_min      2.2050
_cell_volume                     1547.32(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.981
_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    -28.00   3.00   0.50    0.50    --   42.20 -82.00 -30.00   62
  2  \w     14.00  91.00   0.50    0.50    --   42.20  54.00  30.00  154
  3  \w      1.00  35.00   0.50    0.50    --   42.20 -82.00 120.00   68
  4  \w     29.00  69.00   0.50    0.50    --   42.20 -82.00 -30.00   80
  5  \w     90.00 130.00   0.50    0.50    --   42.20  77.00 -90.00   80
  6  \w    107.00 132.00   0.50    0.50    --   42.20  54.00  30.00   50
  7  \w     -3.00  22.00   0.50    0.50    --   42.20 -82.00 150.00   50
  8  \w     41.00  66.00   0.50    0.50    --   42.20 -82.00 120.00   50
  9  \w     -1.00  54.00   0.50    0.50    --   42.20 -65.00 -90.00  110
 10  \w    -33.00   1.00   0.50    0.50    --   42.20 -77.00-120.00   68
 11  \w     26.00  68.00   0.50    0.50    --   42.20 -82.00-180.00   84
 12  \w    -45.00  15.00   0.50    0.50    --   42.20 -82.00-180.00  120
 13  \w     29.00  67.00   0.50    0.50    --   42.20 -65.00   0.00   76
 14  \w     67.00 110.00   0.50    0.50    --   42.20  82.00  30.00   86
 15  \w      9.00  65.00   0.50    0.50    --   42.20 -77.00-120.00  112
 16  \w     27.00  53.00   0.50    0.50    --   42.20  77.00 -90.00   52
 17  \w     30.00  64.00   0.50    0.50    --   42.20 -77.00 120.00   68
 18  \w    -43.00  -1.00   0.50    0.50    --   42.20 -77.00 120.00   84
 19  \w     59.00  84.00   0.50    0.50    --   42.20  77.00 -90.00   50
 20  \w     38.00  78.00   0.50    0.50    --   93.70 -82.00 -30.00   80
 21  \w     66.00 121.00   0.50    0.50    --   93.70 -59.00  90.00  110
 22  \w      9.00 107.00   0.50    0.50    --   93.70 -82.00  90.00  196
 23  \w      6.00  62.00   0.50    0.50    --   93.70 -59.00  90.00  112
 24  \w     15.00 128.00   0.50    0.50    --   93.70 -33.00 -90.00  226
 25  \w     64.00 107.00   0.50    0.50    --   93.70 -82.00 150.00   86
 26  \w     54.00 102.00   0.50    0.50    --   93.70 -33.00  90.00   96
 27  \w      4.00  48.00   0.50    0.50    --   93.70 -82.00 150.00   88
 28  \w     10.00 117.00   0.50    0.50    --   93.70 -82.00 -60.00  214
 29  \w     60.00 122.00   0.50    0.50    --   93.70 -42.00 150.00  124
 30  \w      4.00 134.00   0.50    0.50    --   93.70  17.00 -90.00  260
 31  \w     52.00 103.00   0.50    0.50    --   93.70 -82.00-150.00  102
 32  \w      4.00  37.00   0.50    0.50    --   93.70 -33.00  90.00   66
 33  \w     68.00  93.00   0.50    0.50    --   93.70 -82.00 120.00   50
 34  \w     51.00  85.00   0.50    0.50    --   93.70 -82.00-120.00   68
 35  \w      4.00 183.00   0.50    0.50    --   93.70   8.00  90.00  358
 36  \w     28.00  55.00   0.50    0.50    --   93.70 -77.00  60.00   54
 37  \w     54.00 102.00   0.50    0.50    --   93.70 -82.00  30.00   96
 38  \w     46.00  93.00   0.50    0.50    --   93.70 -82.00 -90.00   94
 39  \w     74.00 100.00   0.50    0.50    --   93.70 -82.00   0.00   52
 40  \w     61.00  86.00   0.50    0.50    --   93.70 -82.00  60.00   50
 41  \w     32.00 118.00   0.50    0.50    --   93.70 -50.00 -60.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0598101000
_diffrn_orient_matrix_UB_12      -0.0882058000
_diffrn_orient_matrix_UB_13      -0.0586081000
_diffrn_orient_matrix_UB_21      -0.0597629000
_diffrn_orient_matrix_UB_22      -0.1590873000
_diffrn_orient_matrix_UB_23      0.0252742000
_diffrn_orient_matrix_UB_31      -0.1479384000
_diffrn_orient_matrix_UB_32      0.0285607000
_diffrn_orient_matrix_UB_33      -0.0403714000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13231
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.379
_diffrn_reflns_theta_min         2.165
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.627
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.580
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.139
_refine_ls_abs_structure_details
;
 Flack x determined using 2010 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5342
_refine_ls_number_restraints     202
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0753
_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^)+(0.1544P)^2^+1.1578P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2080
_refine_ls_wR_factor_ref         0.2102
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_full    0.910
_reflns_Friedel_fraction_max     0.899
_reflns_number_gt                5101
_reflns_number_total             5342
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc04796f2.cif
_cod_data_source_block           kyg_auto
_cod_depositor_comments
'Adding full bibliography for 1572702--1572708.cif.'
_cod_database_code               1572702
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.868
_shelx_estimated_absorpt_t_min   0.812
_diffrn_oxdiff_digest_frames
;
01cb684a0709e5665410b2b42591f0d96e042589135
;
_diffrn_oxdiff_digest_hkl
;
01adcb971cbac685d099a9162a908d3c4a890e
;
_reflns_odcompleteness_completeness 98.58
_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. Restrained distances
 C18-C17 = C23-C22
 1.45 with sigma of 0.002
 C22-C21
 1.45 with sigma of 0.002
 C21-C20
 1.45 with sigma of 0.002
 C20-C19
 1.45 with sigma of 0.002
 C19-C18
 1.45 with sigma of 0.002
 C18-C17
 1.45 with sigma of 0.002
 C8-C7
 1.45 with sigma of 0.002
 C26-C25
 1.45 with sigma of 0.002
 C7-C6
 1.45 with sigma of 0.002
 C28-C26
 1.45 with sigma of 0.002
 C29-C28
 1.4 with sigma of 0.002
 C28-C27
 1.4 with sigma of 0.002
 C32-C27
 1.4 with sigma of 0.002
 C32-C31
 1.4 with sigma of 0.002
 C31-C30
 1.4 with sigma of 0.002
 C3-C4
 1.4 with sigma of 0.002
 C4-C5
 1.4 with sigma of 0.002
 C5-C6
 1.4 with sigma of 0.002
 C6-C1
 1.4 with sigma of 0.002
 C1-C2
 1.4 with sigma of 0.002
 C2-C3
 1.4 with sigma of 0.002
 C15-C10
 1.4 with sigma of 0.002
 C10-C11
 1.4 with sigma of 0.002
 C11-C12
 1.4 with sigma of 0.002
 C13-C12
 1.4 with sigma of 0.002
 C14-C13
 1.4 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
C24 \\sim C28 \\sim C13 \\sim C10 \\sim C12 \\sim C11 \\sim C27 \\sim C15 \\sim
C14 \\sim C32 \\sim C6 \\sim C9 \\sim C7 \\sim C26 \\sim C23 \\sim C1 \\sim C29
\\sim C5 \\sim C2 \\sim C31 \\sim C30 \\sim C3 \\sim C25 \\sim C8 \\sim C16
\\sim C4 \\sim C22 \\sim C19 \\sim C18 \\sim C21 \\sim C20 \\sim C17: within 2A
with sigma of 0.004 and sigma for terminal atoms of 0.008
4.a Ternary CH refined with riding coordinates:
 C7(H7), C26(H26)
4.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C16(H16A,H16B), C22(H22A,H22B), C19(H19A,H19B), C18(H18A,
 H18B), C21(H21A,H21B), C20(H20A,H20B), C17(H17A,H17B)
4.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C27(H27), C14(H14), C32(H32), C1(H1), C29(H29), C5(H5), C2(H2),
 C31(H31), C30(H30), C3(H3), C4(H4)
4.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C8(H8A,H8B,H8C)
;
_shelx_res_checksum              44026
_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 2.625
_oxdiff_exptl_absorpt_empirical_full_min 0.291