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_4135336
_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         'C47 H48 O14, 2(C H4 O), C4 H15 N3'
_chemical_formula_sum            'C53 H71 N3 O16'
_chemical_formula_weight         1006.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.1960(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.2673(6)
_cell_length_b                   12.7006(4)
_cell_length_c                   20.9446(6)
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.10
_cell_measurement_theta_min      2.33
_cell_volume                     5121.7(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      170.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'zju Bruker D8 Venture Ims 3.0'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            41962
_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         27.113
_diffrn_reflns_theta_min         2.327
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1486 before and 0.0556 after correction.
The Ratio of minimum to maximum transmission is 0.9536.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       block
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5663
_refine_ls_number_restraints     79
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0953P)^2^+7.7913P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1792
_refine_ls_wR_factor_ref         0.1914
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4680
_reflns_number_total             5663
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c10570_si_002.cif
_cod_data_source_block           200115_3n_hcl_0m
_cod_depositor_comments
'Adding full bibliography for 4135334--4135338.cif.'
_cod_database_code               4135336
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.954
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H) groups
2. Restrained distances
 N1_60-C26_60
 1.53 with sigma of 0.02
 C26_60-C27_60
 1.53 with sigma of 0.02
 C27_60-N2_60
 1.53 with sigma of 0.02
 N2_60-C28_60
 1.53 with sigma of 0.02
 C28_60-C29_60
 1.53 with sigma of 0.02
 C29_60-N4_60
 1.53 with sigma of 0.02
 O8-C25 = O8A-C25A
 1.43 with sigma of 0.02
 N1_60-C27_60
 2.53 with sigma of 0.04
 C26_60-N2_60
 2.53 with sigma of 0.04
 N2_60-C29_60
 2.53 with sigma of 0.04
 C28_60-N4_60
 2.53 with sigma of 0.04
 C27_60-C28_60
 2.53 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
N1_60 \\sim N2_60 \\sim N4_60 \\sim C26_60 \\sim C27_60 \\sim C28_60 \\sim
C29_60: within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
O8 \\sim C25 \\sim O8A \\sim C25A: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(O8A)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=Sof(H8AA)=1-FVAR(1)
 Sof(O8)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=Sof(H8)=FVAR(1)
 Fixed Sof: H1B(0.5) H1A(0.5) N1(0.5) H1A(0.5) H1B(0.5) H1C(0.5) N2(0.5)
 H2(0.5) N4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C26(0.5) H26A(0.5) H26B(0.5)
 C27(0.5) H27A(0.5) H27B(0.5) C28(0.5) H28A(0.5) H28B(0.5) C29(0.5) H29A(0.5)
 H29B(0.5)
5.a Everything fixed:
 H8, H8AA
5.b Secondary CH2 refined with riding coordinates:
 C1(H1B,H1A), C10(H10A,H10B), C19(H19A,H19B), C23(H23A,H23B), C26(H26A,H26B),
 C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C13(H13), C16(H16), C21(H21), N2(H2)
5.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C),
 C25(H25A,H25B,H25C), C25A(H25D,H25E,H25F), N1(H1A,H1B,H1C), N4(H4A,H4B,H4C)
;
_shelx_res_checksum              97603
_shelx_hkl_checksum              2015
_olex2_submission_special_instructions 'No special instructions were received'