Coaxial assembly of helical aromatic foldamers by metal coordination.
Galan, Albano; Lulic, Kristijan; Wang, Jingqi; Wicher, Barbara; Huc, Ivan; Duhamel, Jean; Maurizot, Victor; Chemical communications (Cambridge, England) 59 (2023) 5253–5256; doi:10.1039/d3cc00866e

data_7131515
_publ_section_title
;
 Coaxial assembly of helical aromatic foldamers by metal coordination.
;
_journal_issue                   35
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5253
_journal_page_last               5256
_journal_paper_doi               10.1039/d3cc00866e
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety
'C224 H225 Hg K N32 O40, 2(C H2 Cl2), 2(H2 O), [+solvent]'
_chemical_formula_sum            'C226 H233 Cl4 Hg K N32 O42'
_chemical_formula_weight         4450.92
_chemical_properties_physical    Air-sensitive
_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   geom
_audit_creation_date             2023-03-23
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-03-27 deposited with the CCDC.	2023-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.362(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   43.956(8)
_cell_length_b                   18.100(3)
_cell_length_c                   34.426(6)
_cell_measurement_reflns_used    7951
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      54.2
_cell_measurement_theta_min      12.6
_cell_volume                     25508(8)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b43 (Rigaku, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 2.1 b43 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b43 (Rigaku, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  "'XtaLAB AFC11 (RCD3): quarter-chi single"
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0867
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            55703
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        51.871
_diffrn_reflns_theta_max         51.871
_diffrn_reflns_theta_min         2.669
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_current           66.0
_diffrn_source_power             2.97
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    2.194
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear-SM Expert 2.1 b43 (Rigaku, 2015)
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             9264
_exptl_crystal_recrystallization_method
'diffusion of n-hexane to a dichloromethane solution'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.199
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.316
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1113
_refine_ls_number_reflns         14057
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      1.314
_refine_ls_R_factor_all          0.1406
_refine_ls_R_factor_gt           0.1192
_refine_ls_shift/su_max          0.001
_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          0.3478
_refine_ls_wR_factor_ref         0.3589
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9509
_reflns_number_total             14057
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc00866e2.cif
_cod_data_source_block           q8-hg-q8
_cod_depositor_comments
'Adding full bibliography for 7131515--7131517.cif.'
_cod_original_cell_volume        25508(7)
_cod_database_code               7131515
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.957
_shelx_estimated_absorpt_t_min   0.559
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 C1_1-C2_1
 C1_2-C2_2
 C1_3-C2_3
 C1_4-C2_4
 C1_5-C2_5
 C1_6-C2_6
 C1_7-C2_7
 C1_8-C2_8
 1.51 with sigma of 0.001
 C2_1-C3_1 = C2_1-C4_1
 C2_2-C3_2 = C2_2-C4_2
 C2_3-C3_3 = C2_3-C4_3
 C2_4-C3_4 = C2_4-C4_4
 C2_5-C3_5 = C2_5-C4_5
 C2_6-C3_6 = C2_6-C4_6
 C2_7-C3_7 = C2_7-C4_7
 C2_8-C3_8 = C2_8-C4_8
 1.51 with sigma of 0.001
 C3_1-C4_1
 C3_2-C4_2
 C3_3-C4_3
 C3_4-C4_4
 C3_5-C4_5
 C3_6-C4_6
 C3_7-C4_7
 C3_8-C4_8
 2.5 with sigma of 0.02
 O1_1-C1_1
 O1_2-C1_2
 O1_3-C1_3
 O1_4-C1_4
 O1_5-C1_5
 O1_6-C1_6
 O1_7-C1_7
 O1_8-C1_8
 1.41 with sigma of 0.01
 C20A-C18A
 1.51 with sigma of 0.02
 Cl2-C1R = Cl1-C1R
 1.75 with sigma of 0.002
3. Rigid bond restraints
 C69A, C61A, C62A, C63A, C64A, C65A, C66A, C67A, C68A, N14A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C72A, C73A, C71A, C79A, C74A, C76A, C75A, C78A, C77A, N16A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uiso(O1_6) = Uiso(C1_6) = Uiso(C2_6) = Uiso(C3_6) = Uiso(C4_6)
Uiso(C4_7) = Uiso(C3_7) = Uiso(C2_7) = Uiso(C1_7) = Uiso(O1_7)
Uiso(C2_2) = Uiso(C4_2) = Uiso(C3_2) = Uiso(C1_2)
Uiso(O1_2) = Uiso(C1_2) = Uiso(C2_2) = Uiso(C4_2) = Uiso(C3_2)
5. Others
 Fixed Sof: Hg1(0.5) H15A(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C3A(H3A), C4A(H4A), C7A(H7A), C12A(H12A), C13A(H13A), C14A(H14A),
 C17A(H17A), C22A(H22A), C23A(H23A), C24A(H24A), C27A(H27A), C32A(H32A),
 C33A(H33A), C34A(H34A), C37A(H37A), C42A(H42A), C43A(H43A), C44A(H44A),
 C47A(H47A), C52A(H52A), C53A(H53A), C54A(H54A), C57A(H57A), C62A(H62A),
 C63A(H63A), C64A(H64A), C67A(H67A), C72A(H72A), C73A(H73A), C74A(H74A),
 C77A(H77A), N3A(H3AA), N5A(H5A), N7A(H7AA), N9A(H9A), N11A(H11A), N13A(H13B),
 N15A(H15A)
6.b Naphthalene refined as free rotating group:
 C61A(C62A,C63A,C64A,C65A,C69A,N14A,C68A,C67A,C66A), C71A(C72A,C73A,C74A,C75A,
 C79A,N16A,C78A,C77A,C76A)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              29806
_shelx_hkl_checksum              88367
_shelx_fab_checksum              29852
_olex2_submission_special_instructions 'No special instructions were received'