An abiotic, tetrameric, eight-helix bundle.
Menke, Friedericke S.; Wicher, Barbara; Allmendinger, Lars; Maurizot, Victor; Huc, Ivan; Chemical science 14 (2023) 3742–3751; doi:10.1039/d3sc00267e

data_1568565
_publ_section_title
;
 An abiotic, tetrameric, eight-helix bundle.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              3742
_journal_page_last               3751
_journal_paper_doi               10.1039/d3sc00267e
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety
' C171 H157 N29 O33 Se, 2.5(H2 O), 2(C2 H3 N), [+ solvents]'
_chemical_formula_sum            'C175 H168 N31 O35.5 Se'
_chemical_formula_weight         3352.35
_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   mixed
_audit_creation_date             2023-02-25
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-02-25 deposited with the CCDC.	2023-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                67.428(2)
_cell_angle_beta                 80.522(2)
_cell_angle_gamma                62.942(2)
_cell_formula_units_Z            4
_cell_length_a                   27.1355(6)
_cell_length_b                   29.0697(6)
_cell_length_c                   33.4936(7)
_cell_measurement_reflns_used    46751
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      47.33
_cell_measurement_theta_min      1.82
_cell_volume                     21724.7(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       w-scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            132507
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        47.240
_diffrn_reflns_theta_max         47.240
_diffrn_reflns_theta_min         1.823
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.025
_exptl_crystal_description       plate
_exptl_crystal_F_000             7012
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitile, toluene, chloroform, water'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.994
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     3273
_refine_ls_number_reflns         39094
_refine_ls_number_restraints     179
_refine_ls_restrained_S_all      2.095
_refine_ls_R_factor_all          0.1722
_refine_ls_R_factor_gt           0.1553
_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          0.4558
_refine_ls_wR_factor_ref         0.4739
_reflns_Friedel_coverage         0.000
_reflns_number_gt                29171
_reflns_number_total             39094
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc00267e2.cif
_cod_data_source_block           fm1208
_cod_depositor_comments
;
          Adding full bibliography for 1568565.cif.

2025-05-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C350 H336 N62 O71 Se2'
_cod_original_formula_weight         6704.71
_cod_original_formula_moiety
' '2(C171 H157 N29 O33 Se), 5(H2 O), 4(C2 H3 N), [+ solvents]'
_cod_original_formula_units_Z            2
_cod_database_code               1568565
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.947
_shelx_estimated_absorpt_t_min   0.651
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 C3_1-C4_1 = O1_1-C2_1
 C3_2-C4_2 = O1_2-C2_2
 C3_3-C4_3 = O1_3-C2_3
 C3_4-C4_4 = O1_4-C2_4
 C3_5-C4_5 = O1_5-C2_5
 C3_6-C4_6 = O1_6-C2_6
 C3_7-C4_7 = O1_7-C2_7
 C3_8-C4_8 = O1_8-C2_8
 C3_9-C4_9 = O1_9-C2_9
 C3_10-C4_10 = O1_10-C2_10
 O1_11-C2_11
 C3_12-C4_12 = O1_12-C2_12
 C3_13-C4_13 = O1_13-C2_13
 C3_14-O1_14 = C2_14-?
 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
 O1_9-C1_9
 O1_10-C1_10
 O1_11-C1_11
 O1_12-C1_12
 O1_13-C1_13
 O1_14-C1_14
 1.407 with sigma of 0.001
 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
 C1_9-C2_9
 C1_10-C2_10
 C1_11-C2_11
 C1_12-C2_12
 C1_13-C2_13
 C1_14-C2_14
 1.503 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
 C2_9-C3_9 = C2_9-C4_9
 C2_10-C3_10 = C2_10-C4_10
 C2_11-C2_11
 C2_12-C3_12 = C2_12-C4_12
 C2_13-C3_13 = C2_13-C4_13
 C2_14-C3_14 = C2_14-?
 1.51 with sigma of 0.001
 O4B-C61B
 1.48 with sigma of 0.002
 C61B-O5B
 2.8 with sigma of 0.02
 C6S-C5S
 1.38 with sigma of 0.002
3. Rigid bond restraints
 C14A, C15A, C17A, C10A, C12A, C11A, C16A, C13A, N3A, C18A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C55A, C56A, C58A, C51A, C53A, C52A, C57A, C54A, N8A, C59A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C59B, N7B, C57B, C54B, C52B, C53B, C56B, C51B, C58B, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C5B, C6B, C8B, C3B, C1B, C2B, C7B, C9B, N1B, C4B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C9D) = Uanis(N2D) = Uanis(C7D) = Uanis(C4D) = Uanis(C2D) = Uanis(C3D) =
Uanis(C8D) = Uanis(C1D) = Uanis(C6D) = Uanis(C5D)
Uanis(C15D) = Uanis(C12D) = Uanis(C10D) = Uanis(C17D) = Uanis(C18D) =
Uanis(N3D) = Uanis(C11D) = Uanis(C14D) = Uanis(C13D) = Uanis(C16D)
Uiso(C1_14) = Uiso(C2_14) = Uiso(C3_14)
Uiso(C4_3) = Uiso(C2_3) = Uiso(C3_3) = Uiso(C1_3)
Uiso(C100) = Uiso(C4_7) = Uiso(C2_7) = Uiso(C3_7) = Uiso(C1_7)
Uiso(C4_12) = Uiso(C2_12) = Uiso(C3_12) = Uiso(C1_12)
Uiso(C2_11) = Uiso(C1_11)
Uanis(O2F) = Uanis(C2F) = Uanis(N2F)
Uiso(C3_4) = Uiso(C2_4) = Uiso(C4_4) = Uiso(C1_4)
5.a Riding coordinates:
 O1W(H1WA,H1WB), O4W(H4WA,H4WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB), O5W(H5WA,H5WB)
5.b Secondary CH2 refined with riding coordinates:
 C5C(H5CA,H5CB), C20F(H20E,H20F), C10F(H10D,H10E), C5F(H5FA,H5FB), C10C(H10A,
 H10B), C9F(H9FA,H9FB), C11F(H11H,H11I), C9C(H9CA,H9CB), C12F(H12H,H12I),
 C20C(H20C,H20D), C14C(H14A,H14B), C12C(H12D,H12E), C11C(H11D,H11E), C14F(H14D,
 H14E), C13C(H13D,H13E), C13F(H13I,H13J)
5.c Aromatic/amide H refined with riding coordinates:
 N12F(H12F), N12C(H12C), N11F(H11F), N2C(H2C), N5F(H5F), N10F(H10F), N4F(H4F),
 N4C(H4C), N8F(H8F), N7F(H7F), N5C(H5C), N10C(H10C), N6F(H6F), N14F(H14F),
 N9F(H9F), N6C(H6C), N1C(H1C), N7C(H7C), N11C(H11C), N9C(H9C), N3C(H3C),
 C52E(H52E), C53E(H53E), C54E(H54E), N7E(H7E), C57E(H57E), N8C(H8C), N13F(H13F),
  C40A(H40A), C38A(H38A), N1F(H1F), C7E(H7EA), C6E(H6E), C5E(H5E), C2E(H2E),
 C29E(H29E), C30E(H30E), C31E(H31E), C34E(H34E), C52A(H52A), C53A(H53A),
 C54A(H54A), C57A(H57A), C43D(H43D), C44D(H44D), C45D(H45D), C48D(H48D),
 N3F(H3F), C20B(H20B), C21B(H21B), C22B(H22B), C25B(H25B), C11E(H11G),
 C12E(H12G), C13E(H13G), C16E(H16E), N14C(H14C), C38D(H38D), C40D(H40D),
 C43A(H43A), C44A(H44A), C45A(H45A), C48A(H48A), C20A(H20A), C21A(H21A),
 C22A(H22A), C25A(H25A), C11B(H11B), C12B(H12B), C13B(H13B), C16B(H16B),
 C20E(H20G), C21E(H21E), C22E(H22E), C25E(H25E), N2F(H2F), C29A(H29A),
 C30A(H30A), C31A(H31A), C34A(H34A), N13C(H13C), C2A(H2A), C3A(H3AA), C4A(H4AA),
  C7A(H7A), C52B(H52B), C53B(H53B), C54B(H54B), C57B(H57B), C40B(H40B),
 C38B(H38B), C11D(H11J), C12D(H12J), C13D(H13H), C16D(H16D), C52D(H52D),
 C53D(H53D), C54D(H54D), C57D(H57D), C11A(H11A), C12A(H12A), C13A(H13A),
 C16A(H16A), C43E(H43E), C44E(H44E), C45E(H45E), C48E(H48E), C2B(H2BA),
 C3B(H3BA), C4B(H4B), C7B(H7B), C29D(H29D), C30D(H30D), C31D(H31D), C34D(H34D),
 C20D(H20H), C21D(H21D), C22D(H22D), C25D(H25D), C38E(H38E), C40E(H40E),
 C29B(H29B), C30B(H30B), C31B(H31B), C34B(H34B), C43B(H43B), C44B(H44B),
 C45B(H45B), C48B(H48B), C2D(H2D), C3D(H3DA), C4D(H4DA), C7D(H7D)
5.d Fitted hexagon refined as free rotating group:
 C37A(N6A,C41A,C40A,C39A,C38A), C41D(N6D,C37D,C38D,C39D,C40D), C39B(C40B,C41B,
 N5B,C37B,C38B), C41E(N5E,C37E,C38E,C39E,C40E)
5.e Tetrahedral OH refined with riding coordinates:
 O1B(H1B), O5A(H5A), O1E(H1E), O4D(H4D), O4A(H4A), O5D(H5D), O3A(H3A),
 O2B(H2B), O3B(H3B), O3D(H3D)
5.f Naphthalene refined as free rotating group:
 C8E(C7E,C6E,C5E,C4E,C9E,N1E,C1E,C2E,C3E), C28E(C29E,C30E,C31E,C32E,C36E,N4E,
 C35E,C34E,C33E), C51A(C52A,C53A,C54A,C55A,C59A,N8A,C58A,C57A,C56A), C42D(C43D,
 C44D,C45D,C46D,C50D,N7D,C49D,C48D,C47D), C19B(C20B,C21B,C22B,C23B,C27B,N3B,
 C26B,C25B,C24B), C10E(C11E,C12E,C13E,C14E,C18E,N2E,C17E,C16E,C15E), C42A(C43A,
 C44A,C45A,C46A,C50A,N7A,C49A,C48A,C47A), C19A(C20A,C21A,C22A,C23A,C27A,N4A,
 C26A,C25A,C24A), C10B(C11B,C12B,C13B,C14B,C18B,N2B,C17B,C16B,C15B), C19E(C20E,
 C21E,C22E,C23E,C27E,N3E,C26E,C25E,C24E), C28A(C29A,C30A,C31A,C32A,C36A,N5A,
 C35A,C34A,C33A), C1A(C2A,C3A,C4A,C5A,C9A,N2A,C8A,C7A,C6A), C51B(C52B,C53B,C54B,
 C2,C59B,N7B,C58B,C57B,C56B), C10D(C11D,C12D,C13D,C14D,C18D,N3D,C17D,C16D,C15D),
  C51D(C52D,C53D,C54D,C55D,C59D,N8D,C58D,C57D,C56D), C10A(C11A,C12A,C13A,C14A,
 C18A,N3A,C17A,C16A,C15A), C42E(C43E,C44E,C45E,C46E,C50E,N6E,C49E,C48E,C47E),
 C1B(C2B,C3B,C4B,C5B,C9B,N1B,C8B,C7B,C6B), C28D(C29D,C30D,C31D,C32D,C36D,N5D,
 C35D,C34D,C33D), C19D(C20D,C21D,C22D,C23D,C27D,N4D,C26D,C25D,C24D), C28B(C29B,
 C30B,C31B,C32B,C36B,N4B,C35B,C34B,C33B), C42B(C43B,C44B,C45B,C46B,C50B,N6B,
 C49B,C48B,C47B), C1D(C2D,C3D,C4D,C5D,C9D,N2D,C8D,C7D,C6D)
;
_shelx_res_checksum              39570
_shelx_hkl_checksum              71087
_shelx_fab_checksum              16297
_olex2_submission_special_instructions 'No special instructions were received'