Acid/Base-Tunable Unimolecular Chirality Switching of a Pillar[5]azacrown <i>Pseudo</i>[1]Catenane.
Liang, Haozhong; Hua, Bin; Xu, Fan; Gan, Li-She; Shao, Li; Huang, Feihe; Journal of the American Chemical Society 142 (2020) 19772–19778; doi:10.1021/jacs.0c10570

data_4135334
_publ_section_title
;
 Acid/Base-Tunable Unimolecular Chirality Switching of a Pillar[5]azacrown
 <i>Pseudo</i>[1]Catenane.
;
_journal_issue                   46
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              19772
_journal_page_last               19778
_journal_paper_doi               10.1021/jacs.0c10570
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C51 H59 N3 O12, 3(C H Cl3)'
_chemical_formula_sum            'C54 H62 Cl9 N3 O12'
_chemical_formula_weight         1264.11
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-05-31
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.05.22 svn.r1d9e7f8d for OlexSys, GUI svn.r6115)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.452(3)
_cell_length_b                   26.389(7)
_cell_length_c                   36.476(9)
_cell_measurement_reflns_used    9807
_cell_measurement_temperature    170.15
_cell_measurement_theta_max      25.17
_cell_measurement_theta_min      2.32
_cell_volume                     11986(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      170.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            128298
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.357
_diffrn_reflns_theta_min         2.125
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.481
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1250 before and 0.0583 after correction. The Ratio of minimum to maximum transmission is 0.8706. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_description       plate
_exptl_crystal_F_000             5248
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.749
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.00111(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     937
_refine_ls_number_reflns         10961
_refine_ls_number_restraints     1260
_refine_ls_restrained_S_all      1.252
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0675
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0931P)^2^+12.5895P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1803
_refine_ls_wR_factor_ref         0.1952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8552
_reflns_number_total             10961
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c10570_si_003.cif
_cod_data_source_block           191120_p4s13n_lhz777
_cod_depositor_comments
'Adding full bibliography for 4135334--4135338.cif.'
_cod_database_code               4135334
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.953
_shelx_estimated_absorpt_t_min   0.873
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1_1-Cl1_1 \\sim C1_1-Cl2_1 \\sim C1_1-Cl3_1
 C1_2-Cl1_2 \\sim C1_2-Cl2_2 \\sim C1_2-Cl3_2
 C1_3-Cl1_3 \\sim C1_3-Cl2_3 \\sim C1_3-Cl3_3
 C1_4-Cl1_4 \\sim C1_4-Cl2_4 \\sim C1_4-Cl3_4
 C1_5-Cl1_5 \\sim C1_5-Cl2_5 \\sim C1_5-Cl3_5
 C1_6-Cl1_6 \\sim C1_6-Cl2_6 \\sim C1_6-Cl3_6
 C1_7-Cl1_7 \\sim C1_7-Cl2_7 \\sim C1_7-Cl3_7
 C1_8-Cl1_8 \\sim C1_8-Cl2_8 \\sim C1_8-Cl3_8
 C1_9-Cl1_9 \\sim C1_9-Cl2_9 \\sim C1_9-Cl3_9
 with sigma of 0.02
 Cl1_1-Cl3_1 \\sim Cl2_1-Cl3_1 \\sim Cl1_1-Cl2_1
 Cl1_2-Cl3_2 \\sim Cl2_2-Cl3_2 \\sim Cl1_2-Cl2_2
 Cl1_3-Cl3_3 \\sim Cl2_3-Cl3_3 \\sim Cl1_3-Cl2_3
 Cl1_4-Cl3_4 \\sim Cl2_4-Cl3_4 \\sim Cl1_4-Cl2_4
 Cl1_5-Cl3_5 \\sim Cl2_5-Cl3_5 \\sim Cl1_5-Cl2_5
 Cl1_6-Cl3_6 \\sim Cl2_6-Cl3_6 \\sim Cl1_6-Cl2_6
 Cl1_7-Cl3_7 \\sim Cl2_7-Cl3_7 \\sim Cl1_7-Cl2_7
 Cl1_8-Cl3_8 \\sim Cl2_8-Cl3_8 \\sim Cl1_8-Cl2_8
 Cl1_9-Cl3_9 \\sim Cl2_9-Cl3_9 \\sim Cl1_9-Cl2_9
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 1A
: within 4A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 4A
Uanis(C1_9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
6. Others
 1*[Sof(C1)+Sof(H1)+Sof(Cl1)+Sof(Cl2)+Sof(Cl3)]+1*[Sof(C1)+Sof(H1)+Sof(Cl1)+
 Sof(Cl2)+Sof(Cl3)]+1*[Sof(C1)+Sof(H1)+Sof(Cl1)+Sof(Cl2)+Sof(Cl3)]=1 with esd
 of 0.0001
 1*[Sof(C1)+Sof(H1)+Sof(Cl1)+Sof(Cl2)+Sof(Cl3)]+1*[Sof(C1)+Sof(H1)+Sof(Cl1)+
 Sof(Cl2)+Sof(Cl3)]+1*[Sof(C1)+Sof(H1)+Sof(Cl1)+Sof(Cl2)+Sof(Cl3)]=1 with esd
 of 0.0001
 1*[Sof(C1)+Sof(H1)+Sof(Cl1)+Sof(Cl2)+Sof(Cl3)]+1*[Sof(C1)+Sof(H1)+Sof(Cl1)+
 Sof(Cl2)+Sof(Cl3)]+1*[Sof(C1)+Sof(H1)+Sof(Cl1)+Sof(Cl2)+Sof(Cl3)]=1 with esd
 of 0.0001
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(1)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(2)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(3)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(4)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(5)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(6)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(7)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(8)
 Sof(C1)=Sof(H1)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=FVAR(9)
7.a Ternary CH refined with riding coordinates:
 C1(H1), C1(H1), C1(H1), C1(H1), C1(H1), C1(H1), C1(H1), C1(H1), C1(H1)
7.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C1(H1A,H1B), C43(H43A,H43B), C19(H19A,H19B), C33(H33A,H33B),
 C34(H34A,H34B), C30(H30A,H30B), C28(H28A,H28B), C26(H26A,H26B), C29(H29A,H29B),
  C31(H31A,H31B)
7.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), N3(H3), C15(H15), C6(H6), C3(H3A), C45(H45), C36(H36),
 C48(H48), C24(H24), C12(H12), C39(H39), C21(H21)
7.d Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C42(H42A,H42B,
 H42C), C8(H8A,H8B,H8C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C9(H9A,H9B,
 H9C)
;
_shelx_res_checksum              22203
_shelx_hkl_checksum              96701
_olex2_submission_special_instructions 'No special instructions were received'