Tether-entangled conjugated helices.
Jin, Ke; Xiao, Zuo; Xie, Huidong; Shen, Xingxing; Wang, Jizheng; Chen, Xiangyu; Wang, Zhijie; Zhao, Zujin; Yan, Keyou; Ding, Yong; Ding, Liming; Chemical science 15 (2024) 17128–17149; doi:10.1039/d4sc04796f

data_1572706
_publ_section_title
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 Tether-entangled conjugated helices.
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_journal_issue                   41
_journal_name_full               'Chemical science'
_journal_page_first              17128
_journal_page_last               17149
_journal_paper_doi               10.1039/d4sc04796f
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C58 H62 N4 O4), 3(C H4 O), 2(H2 O)'
_chemical_formula_sum            'C119 H140 N8 O13'
_chemical_formula_weight         1890.38
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-18
_audit_creation_method
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Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
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_audit_update_record
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2024-05-11 deposited with the CCDC.	2024-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.064(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.8368(13)
_cell_length_b                   22.1444(19)
_cell_length_c                   17.5091(16)
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      55.130
_cell_measurement_theta_min      2.337
_cell_volume                     5039.3(8)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_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      170.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_unetI/netI     0.0769
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            81774
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         59.740
_diffrn_reflns_theta_min         2.337
_diffrn_source_current           2.86
_diffrn_source_power             0.19994259999999997
_diffrn_source_voltage           69.91
_exptl_absorpt_coefficient_mu    0.408
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0807 before and 0.0690 after correction.
The Ratio of minimum to maximum transmission is 0.8648.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       block
_exptl_crystal_F_000             2028
_exptl_crystal_size_max          0.239
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Flack x determined using 5798 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.11(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1334
_refine_ls_number_reflns         22039
_refine_ls_number_restraints     141
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0676
_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^)+(0.1056P)^2^+0.1851P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1690
_refine_ls_wR_factor_ref         0.1908
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.964
_reflns_number_gt                15937
_reflns_number_total             22039
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc04796f2.cif
_cod_data_source_block           221014_zxl_c8_5_0m
_cod_depositor_comments
'Adding full bibliography for 1572702--1572708.cif.'
_cod_database_code               1572706
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.957
_shelx_estimated_absorpt_t_min   0.909
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H10D,H10E,H10F,H10G} of C101, {H10H,H10I,H10J,H10K} of
  C105, {H10L,H10M,H10N,H10O} of C108, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, {H11O,H11P,H11Q,H1} of C119, All O(H) groups, All O(H,
  H) groups
2. Restrained distances
 O10-H1
 0.87 with sigma of 0.02
 H1-H12
 2.15 with sigma of 0.001
 C108-C107 \\sim C108-C1A
 with sigma of 0.02
 C105-C107 \\sim C105-C1A
 with sigma of 0.04
 C105-C106 \\sim C105-C121
 with sigma of 0.02
 C106-C107 \\sim C121-C1A
 with sigma of 0.02
 C108-C106 \\sim C108-C121
 with sigma of 0.04
 C102-C104 \\sim C1C-C120
 with sigma of 0.04
 C101-C102 \\sim C101-C1C
 with sigma of 0.02
 C101-C103 \\sim C101-C1B
 with sigma of 0.04
 C105-C104 \\sim C105-C120
 with sigma of 0.02
 C102-C103 \\sim C1C-C1B
 with sigma of 0.02
 C105-C103 \\sim C105-C1B
 with sigma of 0.04
 C103-C104 \\sim C1B-C120
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C105 \\sim C106 \\sim C107 \\sim C1A \\sim C121: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
C101 \\sim C102 \\sim C103 \\sim C104 \\sim C1B \\sim C1C \\sim C120: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Others
 Sof(H10F)=Sof(H10G)=Sof(H10J)=Sof(H10K)=Sof(H10N)=Sof(H10O)=Sof(C1A)=
 Sof(H1AA)=Sof(H1AB)=Sof(C1B)=Sof(H1BA)=Sof(H1BB)=Sof(C1C)=Sof(H1CA)=Sof(H1CB)=
 Sof(C120)=Sof(H12A)=Sof(H12B)=Sof(C121)=Sof(H12C)=Sof(H12D)=1-FVAR(1)
 Sof(H10D)=Sof(H10E)=Sof(H10H)=Sof(H10I)=Sof(H10L)=Sof(H10M)=Sof(C102)=
 Sof(H10R)=Sof(H10S)=Sof(C103)=Sof(H10T)=Sof(H10U)=Sof(C104)=Sof(H10V)=
 Sof(H10W)=Sof(C106)=Sof(H10X)=Sof(H10Y)=Sof(C107)=Sof(H10Z)=Sof(H)=FVAR(1)
5.a Free rotating group:
 O9(H9A,H9B), O10(HA)
5.b Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,
 H47B), C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B), C51(H51A,H51B),
 C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B), C55(H55A,H55B), C56(H56A,H56B),
  C57(H57A,H57B), C58(H58A,H58B), C101(H10D,H10E), C101(H10F,H10G), C105(H10H,
 H10I), C105(H10J,H10K), C108(H10L,H10M), C108(H10N,H10O), C109(H10P,H10Q),
 C110(H11A,H11B), C111(H11C,H11D), C112(H11E,H11F), C113(H11G,H11H), C114(H11I,
 H11J), C115(H11K,H11L), C116(H11M,H11N), C102(H10R,H10S), C103(H10T,H10U),
 C104(H10V,H10W), C106(H10X,H10Y), C107(H10Z,H), C1A(H1AA,H1AB), C1B(H1BA,H1BB),
  C1C(H1CA,H1CB), C120(H12A,H12B), C121(H12C,H12D)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C10(H10), C14(H14), C17(H17), C21(H21), C24(H24), C28(H28),
 C31(H31), C35(H35), C37(H37), C38(H38), C64(H64), C65(H65), C68(H68), C72(H72),
  C75(H75), C79(H79), C82(H82), C86(H86), C89(H89), C93(H93), C95(H95), C96(H96)
5.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C40(H40A,H40B,H40C),
 C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C60(H60A,H60B,H60C), C61(H61A,H61B,
 H61C), C62(H62A,H62B,H62C), C98(H98A,H98B,H98C), C99(H99A,H99B,H99C),
 C100(H10A,H10B,H10C), C119(H11O,H11P,H11Q), C117(H11R,H11S,H11T), C118(H11U,
 H11V,H11W)
5.e Idealised tetrahedral OH refined as rotating group:
 O13(H13), O11(H11), O12(H12)
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_shelx_res_checksum              20201
_olex2_submission_special_instructions 'No special instructions were received'