An aromatic layered foldamer based on a (<i>cis</i>, <i>cis</i>)-squaramide: chiral induction and absolute structure.
Kuyama, Kazusa; Takeda, Fumi; Ikeda, Ayano; Tanaka, Kimiko; Katagiri, Kosuke; Kawahata, Masatoshi; Okada, Yusuke; Kobayashi, Nagao; Kagechika, Hiroyuki; Tanatani, Aya; Organic & biomolecular chemistry 23 (2025) 4927–4933; doi:10.1039/d5ob00324e

data_7160508
_publ_section_title
;
 An aromatic layered foldamer based on a (<i>cis</i>,
 <i>cis</i>)-squaramide: chiral induction and absolute structure.
;
_journal_issue                   20
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4927
_journal_page_last               4933
_journal_paper_doi               10.1039/d5ob00324e
_journal_volume                  23
_journal_year                    2025
_chemical_absolute_configuration syn
_chemical_formula_sum            'C44 H54 N4 O10'
_chemical_formula_weight         798.91
_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
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-02-13 deposited with the CCDC.	2025-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.59(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.050(3)
_cell_length_b                   8.8300(18)
_cell_length_c                   16.355(3)
_cell_measurement_reflns_used    29068
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.538
_cell_measurement_theta_min      1.567
_cell_volume                     2072.7(9)
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_collection       BSS
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (H\"ubschle et al., 2011)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'PAD EIGER X 4M (Dectris)'
_diffrn_measurement_method       phi-scan
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.800
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.0719
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29068
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        28.685
_diffrn_reflns_theta_max         31.538
_diffrn_reflns_theta_min         1.567
_diffrn_source                   'SPring-8 BL26B1'
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.4169
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 2010)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details
;
 Flack x determined using 1995 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(6)
_refine_ls_extinction_coef       0.039(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         9018
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0585
_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^)+(0.0984P)^2^+0.1724P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1409
_refine_ls_wR_factor_ref         0.1811
_reflns_Friedel_coverage         0.855
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                5547
_reflns_number_total             9018
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00324e2.cif
_cod_data_source_block           9
_cod_depositor_comments          'Adding full bibliography for 7160508.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7160508
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.996
_shelx_estimated_absorpt_t_max   0.998
_shelx_res_checksum              20667