Interplay between molecular recognition and acid-base reactivity in tailored metal-based calix[6]arene receptors.
Lepeintre, Martin; Višnjevac, Aleksandar; Jabin, Ivan; Colasson, Benoit; Organic & biomolecular chemistry 23 (2025) 8012–8022; doi:10.1039/d5ob01099c

data_7160659
_publ_section_title
;
 Interplay between molecular recognition and acid-base reactivity in
 tailored metal-based calix[6]arene receptors.
;
_journal_issue                   35
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8012
_journal_page_last               8022
_journal_paper_doi               10.1039/d5ob01099c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C228 H212 N24 O24 Zn4, 4(C2 H3 N), 4(Cl O4)'
_chemical_formula_sum            'C236 H224 Cl4 N28 O40 Zn4'
_chemical_formula_weight         4495.70
_space_group_crystal_system      orthorhombic
_space_group_IT_number           68
_space_group_name_Hall           '-C 2a 2ac'
_space_group_name_H-M_alt        'C c c a :2'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-03-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2025-04-10 deposited with the CCDC.	2025-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.685(5)
_cell_length_b                   39.811(8)
_cell_length_c                   24.924(5)
_cell_measurement_reflns_used    123541
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      20.346
_cell_measurement_theta_min      0.892
_cell_volume                     26478(9)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
;
Elettra synchrotron XRD2 beamline
;
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.61994
_diffrn_reflns_av_R_equivalents  0.1183
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            123541
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        20.346
_diffrn_reflns_theta_max         20.346
_diffrn_reflns_theta_min         0.892
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.325
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_description       prism
_exptl_crystal_F_000             9375
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.248
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.452
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     556
_refine_ls_number_reflns         9757
_refine_ls_number_restraints     582
_refine_ls_restrained_S_all      1.495
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.1025
_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          0.3304
_refine_ls_wR_factor_ref         0.3577
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7141
_reflns_number_total             9757
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01099c2.cif
_cod_data_source_block           final_a
_cod_depositor_comments
'Adding full bibliography for 7160658--7160660.cif.'
_cod_original_sg_symbol_Hall     '-C 2b 2bc'
_cod_original_sg_symbol_H-M      'C c c e'
_cod_database_code               7160659
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.968
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
3. Others
 Fixed Sof: C4(0.5) H4(0.5) H12(0.5) H11c(0.5) H11d(0.5) H11a(0.5) H11b(0.5)
 C16(0.5) H16(0.5) C13(0.5) H13(0.5) C10(0.5) H10(0.5) C7(0.5) H7(0.5) C14(0.5)
 H14(0.5) C8(0.5) H8(0.5) C15(0.5)
4.a Free rotating group:
 Zn01(O004,O005,O006,O007,N008,O009,N00C,N00D,O00N,N00A,C00F,C00I,C00J,C00O,
 C00Q,C00R,C00T,C00E,C00G,C00H,C00K,C00P,C00S,C00U,C00V,N00X,C00Y,C00Z,C010,
 C011,C012,C013,C014,C016,C017,C018,C019,C01A,C01B,C01C,C01E,C01G,C01I,C01J,
 C01K,C01M,N01N,C01O,C01P,C01Q,C01T,C01U,C01V,C01W,C01Y,C01Z,C021,Cl00,O00B,
 O00L,O00M,O00W,C01L,C01R)
4.b Ternary CH refined with riding coordinates:
 C4(H4), C12(H12)
4.c Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C11(H11c,H11d), C11(H11a,H11b), C00O(H00a,H00b), C00R(H1,H2),
 C00T(H3,H4), C018(H01a,H01b), C01B(H5,H6), C01O(H10,H11)
4.d Aromatic/amide H refined with riding coordinates:
 C(H), C5(H5), C16(H16), C2(H2), C13(H13), C10(H10), C7(H7), C14(H14), C8(H8),
 C00F(H00F), C00Q(H00Q), C00U(H00U), C00Y(H00Y), C010(H010), C013(H013),
 C014(H014), C016(H016), C019(H019), C01C(H01C), C01E(H01E), C01M(H01M),
 C01P(H01P), C01Q(H01Q), C01T(H01T), C01U(H01U), C01V(H01V), C01Y(H01Y),
 C01Z(H01Z)
4.e Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c), C3(H3a,H3b,H3c), C01J(H7,H8,H9), C01L(H12,H13,H14)
4.f Idealised tetrahedral OH refined as rotating group:
 O006(H006), O00N(H00N)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              7409
_shelx_fab_checksum              3271
_olex2_submission_special_instructions 'No special instructions were received'