Guest-regulated chirality switching of planar chiral pseudo[1]catenanes.
Yang, Ya-Fen; Hu, Wei-Bo; Shi, Lei; Li, Sheng-Gang; Zhao, Xiao-Li; Liu, Yahu A.; Li, Jiu-Sheng; Jiang, Biao; Wen, Ke; Organic & biomolecular chemistry 16 (2018) 2028–2032; doi:10.1039/c8ob00156a

data_7156119
_publ_section_title
;
 Guest-regulated chirality switching of planar chiral pseudo[1]catenanes.
;
_journal_issue                   12
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2028
_journal_page_last               2032
_journal_paper_doi               10.1039/c8ob00156a
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C57 H60 N4 O12, C6 H8 N2'
_chemical_formula_sum            'C63 H68 N6 O12'
_chemical_formula_weight         1101.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-02-06
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-02-06 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.9082(3)
_cell_length_b                   23.7424(4)
_cell_length_c                   23.9838(4)
_cell_measurement_reflns_used    16102
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.9590
_cell_measurement_theta_min      4.1690
_cell_volume                     11905.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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    -50.00 -24.00   1.00    2.50    --    0.00 -11.00 136.00   26
  2  \w     15.00  41.00   1.00    2.50    --    0.00  11.00 -51.00   26
  3  \w     25.00  69.00   1.00   10.00    --   95.80 -11.00 136.00   44
  4  \w    116.00 147.00   1.00   10.00    --   95.80  11.00 -51.00   31
  5  \w    -88.00  19.00   1.00    2.50    --    0.00 -38.00  90.00  107
  6  \w    -23.00  23.00   1.00    2.50    --    0.00  57.00 150.00   46
  7  \w     54.00  80.00   1.00    2.50    --    0.00  57.00 150.00   26
  8  \w     82.00 108.00   1.00   10.00    --   95.80 -77.00 -30.00   26
  9  \w      7.00  32.00   1.00   10.00    --   95.80 -61.00  60.00   25
 10  \w     42.00 115.00   1.00   10.00    --   95.80 -61.00  60.00   73
 11  \w      6.00 119.00   1.00   10.00    --   95.80 -61.00 -30.00  113
 12  \w     47.00 119.00   1.00   10.00    --   95.80 -82.00   0.00   72
 13  \w      7.00 123.00   1.00   10.00    --   95.80 -15.00 -30.00  116
 14  \w     91.00 164.00   1.00   10.00    --   95.80  30.00-150.00   73
 15  \w     18.00 114.00   1.00   10.00    --   95.80 -45.00  60.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0082184000
_diffrn_orient_matrix_UB_12      0.0026586000
_diffrn_orient_matrix_UB_13      -0.0637575000
_diffrn_orient_matrix_UB_21      0.0076588000
_diffrn_orient_matrix_UB_22      0.0644738000
_diffrn_orient_matrix_UB_23      0.0033934000
_diffrn_orient_matrix_UB_31      0.0728127000
_diffrn_orient_matrix_UB_32      -0.0070780000
_diffrn_orient_matrix_UB_33      0.0068269000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            75376
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.999
_diffrn_reflns_theta_min         4.155
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_description       block
_exptl_crystal_F_000             4672
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.36
_refine_diff_density_max         1.135
_refine_diff_density_min         -0.925
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.00009(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.436
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     731
_refine_ls_number_reflns         11202
_refine_ls_number_restraints     1410
_refine_ls_restrained_S_all      1.625
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.1012
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3309
_refine_ls_wR_factor_ref         0.3593
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8010
_reflns_number_total             11202
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ob00156a2.cif
_cod_data_source_block           exp_1
_cod_depositor_comments
'Adding full bibliography for 7156117--7156122.cif.'
_cod_database_code               7156119
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C1 H1 N1 O1'
_shelx_estimated_absorpt_t_max   0.787
_shelx_estimated_absorpt_t_min   0.730
_reflns_odcompleteness_completeness 99.89
_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
 C41-C42
 1.52 with sigma of 0.005
 C40-C41
 1.52 with sigma of 0.001
 C02-C03
 1.52 with sigma of 0.01
 C04-C05
 1.52 with sigma of 0.01
 C43-C44
 1.52 with sigma of 0.001
 C43-C41
 2.45 with sigma of 0.01
 C02-C03 = C04-C05
 1.54 with sigma of 0.01
3. Rigid bond restraints
 C43, C44, C41, C42, C02, C03
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O11, C44
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C40, C41
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C39, C40
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C42, C43
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C01, C02
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57
\\sim C01 \\sim C02 \\sim C03 \\sim C04 \\sim C05 \\sim C06: within 3.8A with
sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C41) \\sim Ueq, Uanis(C40) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
5.a Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,
 H43B), C44(H44A,H44B), C53(H53A,H53B), C54(H54A,H54B), C55(H55A,H55B),
 C56(H56A,H56B), C57(H57A,H57B), C02(H02A,H02B), C03(H03A,H03B), C04(H04A,H04B),
  C05(H05A,H05B)
5.b Me refined with riding coordinates:
 C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,
 H48C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C52(H52A,
 H52B,H52C)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9), C12(H12), C13(H13), C16(H16), C20(H20), C23(H23),
 C26(H26), C29(H29), C31(H31), C34(H34), C36(H36), C37(H37)
;
_shelx_res_checksum              70958
_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 1.654
_oxdiff_exptl_absorpt_empirical_full_min 0.637