Design of an abiotic unimolecular three-helix bundle.
Wang, Shuhe; Sigl, Johannes; Allmendinger, Lars; Maurizot, Victor; Huc, Ivan; Chemical science 16 (2025) 1136–1146; doi:10.1039/d4sc07336c

data_1573400
_publ_section_title
;
 Design of an abiotic unimolecular three-helix bundle.
;
_journal_issue                   3
_journal_name_full               'Chemical science'
_journal_page_first              1136
_journal_page_last               1146
_journal_paper_doi               10.1039/d4sc07336c
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C H Cl3, C99 H92 N16 O18'
_chemical_formula_sum            'C100 H92 Cl3 N16 O18'
_chemical_formula_weight         1912.24
_chemical_name_systematic        AOF-PyridineLinker
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-10-15
_audit_creation_method
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_audit_update_record
;
2024-10-16 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;
_cell_angle_alpha                96.8220(10)
_cell_angle_beta                 98.8460(10)
_cell_angle_gamma                108.1960(10)
_cell_formula_units_Z            2
_cell_length_a                   14.3247(2)
_cell_length_b                   17.1233(2)
_cell_length_c                   23.0646(2)
_cell_measurement_reflns_used    47874
_cell_measurement_temperature    100.01(15)
_cell_measurement_theta_max      74.1760
_cell_measurement_theta_min      3.0800
_cell_volume                     5226.07(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     16.00  42.00   0.50    1.00    --   57.59 -95.00-120.00   52
  2  \w     60.00  86.00   0.50    1.00    --   57.59  15.00-120.00   52
  3  \w     27.00  56.00   0.50    1.00    --   57.59 -95.00 -60.00   58
  4  \w     16.00  43.00   0.50    1.00    --   57.59 -95.00  30.00   54
  5  \w     18.00  51.00   0.50    1.00    --   57.59 -95.00  90.00   66
  6  \w    -55.00 -19.00   0.50    1.00    --  -58.57 125.00-150.00   72
  7  \w    -45.00 -19.00   0.50    1.00    --  -58.57 125.00 150.00   52
  8  \w     24.00  80.00   0.50    1.00    --   70.97-125.00-150.00  112
  9  \w   -123.00 -37.00   0.50    1.00    --  -72.73 -15.00 -90.00  172
 10  \w    -96.00 -27.00   0.50    1.00    --  -72.73 125.00  60.00  138
 11  \w   -123.00 -39.00   0.50    1.00    --  -72.73 -15.00   0.00  168
 12  \w    -97.00 -72.00   0.50    1.00    --  -78.00 115.00 -80.33   50
 13  \w    -92.00 -65.00   0.50    1.00    --  -79.50 102.00-109.20   54
 14  \w    -58.00 -33.00   0.50    1.00    --  -79.50 115.00-158.06   50
 15  \w    -97.00 -47.00   0.50    1.00    --  -79.50 118.00 -24.02  100
 16  \w    -96.00 -44.00   0.50    1.00    --  -79.50 114.00 -56.87  104
 17  \w    -97.00 -60.00   0.50    1.00    --  -79.50 115.00 -34.12   74
 18  \w    -97.00 -72.00   0.50    1.00    --  -79.50 115.00-158.06   50
 19  \w     37.00  62.00   0.50    1.00    --   82.00-111.00-180.00   50
 20  \w     39.00  64.00   0.50    1.00    --   82.00 -95.00  30.00   50
 21  \w    100.00 125.00   0.50    1.00    --   82.00  15.00 150.00   50
 22  \w     37.00  62.00   0.50    1.00    --   82.00-111.00  90.00   50
 23  \w     68.00 132.00   0.50    1.00    --   82.00  15.00 120.00  128
 24  \w     64.00 112.00   0.50    1.00    --   82.00  15.00  90.00   96
 25  \w     49.00  75.00   0.50    1.00    --   82.00-111.00 -90.00   52
 26  \w     57.00 132.00   0.50    1.00    --   82.00  15.00-120.00  150
 27  \w     39.00  64.00   0.50    1.00    --   82.00-111.00 -60.00   50
 28  \w     70.00 131.00   0.50    1.00    --   82.00  15.00 -30.00  122
 29  \w     64.00 104.00   0.50    1.00    --   82.00  15.00-150.00   80
 30  \w     87.00 123.00   0.50    1.00    --   82.00  15.00  60.00   72
 31  \w     38.00  64.00   0.50    1.00    --   82.00-111.00-150.00   52
 32  \w     37.00  62.00   0.50    1.00    --   82.00-111.00 120.00   50
 33  \w     74.00 115.00   0.50    1.00    --   82.00  15.00   0.00   82
 34  \w     39.00  64.00   0.50    1.00    --   82.00 -95.00-180.00   50
 35  \w     39.00  90.00   0.50    1.00    --   82.00 -95.00 150.00  102
 36  \w     66.00 102.00   0.50    1.00    --   82.00  15.00 -60.00   72
 37  \w     37.00  62.00   0.50    1.00    --   82.00-111.00-120.00   50
 38  \w     40.00  90.00   0.50    1.00    --   82.00 -95.00-120.00  100
 39  \w    107.00 132.00   0.50    1.00    --   82.00  15.00-180.00   50
 40  \w     48.00  86.00   0.50    1.00    --   82.00 -95.00 -90.00   76
 41  \w     42.00  81.00   0.50    1.00    --   82.00 -95.00-150.00   78
 42  \w     87.00 113.00   0.50    1.00    --   82.00  15.00  30.00   52
 43  \w     71.00  97.00   0.50    1.00    --   82.00  15.00 -90.00   52
 44  \w     42.00  67.00   0.50    1.00    --   82.00 -95.00  90.00   50
 45  \w     37.00  62.00   0.50    1.00    --   82.00-111.00 150.00   50
 46  \w     39.00  64.00   0.50    1.00    --   82.00 -95.00  60.00   50
 47  \w     37.00  81.00   0.50    1.00    --   82.00-132.00-176.65   88
 48  \w     39.00  75.00   0.50    1.00    --   85.25-138.00  50.40   72
 49  \w     99.00 134.00   0.50    1.00    --   85.25  52.00  41.97   70
 50  \w     44.00  93.00   0.50    1.00    --   85.25-102.00  88.06   98
 51  \w     45.00  92.00   0.50    1.00    --   85.25 -95.00-139.24   94
 52  \w     67.00  92.00   0.50    1.00    --   85.25 -96.00 121.11   50
 53  \w     51.00  91.00   0.50    1.00    --   85.25 -92.00 174.77   80
 54  \w     41.00  66.00   0.50    1.00    --   85.25-103.00  11.74   50
 55  \w     41.00  92.00   0.50    1.00    --   85.25-108.00 -10.48  102
 56  \w     42.00  92.00   0.50    1.00    --   85.25-103.00 130.25  100
 57  \w     47.00  88.00   0.50    1.00    --   85.25 -88.00  19.00   82
 58  \w     55.00  80.00   0.50    1.00    --   85.25 -90.00  95.48   50
 59  \w     42.00  97.00   0.50    1.00    --   85.25-115.00 -23.76  110
 60  \w     97.00 135.00   0.50    1.00    --   85.25  41.00-102.09   76
 61  \w     43.00  92.00   0.50    1.00    --   85.25 -95.00 168.86   98
 62  \w     55.00  90.00   0.50    1.00    --   85.25 -93.00  39.96   70
 63  \w     81.00 107.00   0.50    1.00    --   85.25-138.00  50.40   52
 64  \w     48.00  92.00   0.50    1.00    --   85.25 -95.00 -66.42   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0783684000
_diffrn_orient_matrix_UB_12      -0.0451589000
_diffrn_orient_matrix_UB_13      0.0345653000
_diffrn_orient_matrix_UB_21      -0.0042677000
_diffrn_orient_matrix_UB_22      0.0847165000
_diffrn_orient_matrix_UB_23      0.0281444000
_diffrn_orient_matrix_UB_31      -0.0848716000
_diffrn_orient_matrix_UB_32      -0.0067215000
_diffrn_orient_matrix_UB_33      -0.0522643000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            106475
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.541
_diffrn_reflns_theta_min         3.094
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.378
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_description       plate
_exptl_crystal_F_000             1998
_exptl_crystal_preparation
'SolidPhaseSynthesis (SPS) and solution phase coupling'
_exptl_crystal_recrystallization_method
'Liquid-liquid diffusion CHCl3 - MeCN in NMR tube'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.871
_refine_diff_density_min         -1.280
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1305
_refine_ls_number_reflns         20937
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0761
_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^)+(0.1576P)^2^+2.4438P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2384
_refine_ls_wR_factor_ref         0.2489
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17018
_reflns_number_total             20937
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc07336c2.cif
_cod_data_source_block           sw_smnd2_auto
_cod_depositor_comments
'Adding full bibliography for 1573400--1573401.cif.'
_cod_database_code               1573400
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C99 H92 N16 O18'
_shelx_estimated_absorpt_t_max   0.874
_shelx_estimated_absorpt_t_min   0.492
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H24A,H24B,H24C} of C24, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, {H12A,H12B,H12C} of C126, {H92A,H92B,H92C} of C92, {H88A,
  H88B,H88C} of C88, {H71A,H71B,H71C} of C71, {H89A,H89B,H89C} of C89, {H11D,
  H11E,H11F} of C111, {H56A,H56B,H56C} of C56, {H11A,H11B,H11C} of C110, {H55A,
  H55B,H55C} of C55, {H25A,H25B,H25C} of C25, {H55D,H55E,H55F} of C55A, {H56D,
  H56E,H56F} of C56A, {H70A,H70B,H70C} of C70
2. Restrained distances
 Cl4A-C2 = Cl4-C2 = Cl3-C2 = Cl1-C2
 1.767 with sigma of 0.02
3. Others
 Sof(O52A)=Sof(C53A)=Sof(H53C)=Sof(H53D)=Sof(C54A)=Sof(H54A)=Sof(C56A)=
 Sof(H56D)=Sof(H56E)=Sof(H56F)=Sof(C55A)=Sof(H55D)=Sof(H55E)=Sof(H55F)=1-FVAR(1)
 Sof(O52)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(C56)=Sof(H56A)=Sof(H56B)=Sof(H56C)=
 Sof(C54)=Sof(H54)=Sof(C55)=Sof(H55A)=Sof(H55B)=Sof(H55C)=FVAR(1)
 Sof(H2B)=Sof(Cl4A)=1-FVAR(2)
 Sof(Cl4)=Sof(H2A)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C69(H69), C87(H87), C109(H109), C54(H54), C2(H2A), C2(H2B), C23(H23),
 C54A(H54A)
4.b Secondary CH2 refined with riding coordinates:
 C86(H86A,H86B), C68(H68A,H68B), C41(H41A,H41B), C108(H10A,H10B), C22(H22A,
 H22B), C53(H53A,H53B), C53A(H53C,H53D)
4.c Aromatic/amide H refined with riding coordinates:
 N82(H82), N18(H18), N51(H51), N17(H17), N40(H40), N106(H106), N36(H36),
 C59(H59), C75(H75), C117(H117), C80(H80), C65(H65), C7(H7), C77(H77), C44(H44),
  C63(H63), C76(H76), C11(H11), C64(H64), C135(H135), C10(H10), C122(H122),
 C96(H96), C47(H47), C46(H46), C12(H12), C120(H120), C132(H132), C130(H130),
 C131(H131), C121(H121), C28(H28), C101(H101), C33(H33), C99(H99), C30(H30),
 C100(H100), C29(H29)
4.d Idealised Me refined as rotating group:
 C70(H70A,H70B,H70C), C92(H92A,H92B,H92C), C126(H12A,H12B,H12C), C88(H88A,H88B,
 H88C), C71(H71A,H71B,H71C), C89(H89A,H89B,H89C), C110(H11A,H11B,H11C),
 C111(H11D,H11E,H11F), C25(H25A,H25B,H25C), C56(H56A,H56B,H56C), C55(H55A,H55B,
 H55C), C24(H24A,H24B,H24C), C56A(H56D,H56E,H56F), C55A(H55D,H55E,H55F)
4.e Idealised tetrahedral OH refined as rotating group:
 O137(H137)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              77457
_shelx_hkl_checksum              21671
_shelx_fab_checksum              2529
_olex2_exptl_crystal_mounting_method 'nylon loop, immersion oil'
_olex2_submission_original_sample_id SW_SMND_AOF-Plink
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.712
_oxdiff_exptl_absorpt_empirical_full_min 0.351