Self-assembly of achiral building blocks into chiral cyclophanes using non-directional interactions.
Zhang, Yuan; Ourri, Benjamin; Skowron, Pierre-Thomas; Jeamet, Emeric; Chetot, Titouan; Duchamp, Christian; Belenguer, Ana M.; Vanthuyne, Nicolas; Cala, Olivier; Dumont, Elise; Mandal, Pradeep K.; Huc, Ivan; Perret, Florent; Vial, Laurent; Leclaire, Julien; Chemical science 14 (2023) 7126–7135; doi:10.1039/d3sc01235b

data_1569203
_publ_section_title
;
 Self-assembly of achiral building blocks into chiral cyclophanes using
 non-directional interactions.
;
_journal_issue                   26
_journal_name_full               'Chemical science'
_journal_page_first              7126
_journal_page_last               7135
_journal_paper_doi               10.1039/d3sc01235b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C32 H8 Co O20 S8, C4 H14 N2, 8(O)'
_chemical_formula_sum            'C36 H22 Co N2 O28 S8'
_chemical_formula_weight         1245.96
_chemical_name_common            dyn[4]arene
_chemical_properties_physical    Air-sensitive,Moisture-sensitive,Heat-sensitive
_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
_audit_creation_date             2020-06-09
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2020-06-12 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                101.40(3)
_cell_angle_beta                 90.57(3)
_cell_angle_gamma                99.40(3)
_cell_formula_units_Z            2
_cell_length_a                   10.644(2)
_cell_length_b                   11.901(2)
_cell_length_c                   22.630(5)
_cell_measurement_reflns_used    19749
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      53.62
_cell_measurement_theta_min      1.99
_cell_volume                     2769.7(10)
_computing_cell_refinement       XDS
_computing_data_collection       MxCUBE
_computing_data_reduction        XDS
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.894
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device_type  'Dectris Pilatus 6M'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.82655
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.894
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17433
_diffrn_reflns_point_group_measured_fraction_full 0.894
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        24.153
_diffrn_reflns_theta_max         24.153
_diffrn_reflns_theta_min         1.068
_diffrn_source                   'Petra III, DESY, Hamburg'
_exptl_absorpt_coefficient_mu    1.061
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_description       block
_exptl_crystal_F_000             1262
_exptl_crystal_recrystallization_method 'hanging drop vapor diffusion'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.641
_refine_diff_density_min         -1.252
_refine_diff_density_rms         0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.503
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     645
_refine_ls_number_reflns         5045
_refine_ls_number_restraints     380
_refine_ls_restrained_S_all      2.470
_refine_ls_R_factor_all          0.1389
_refine_ls_R_factor_gt           0.1353
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4438
_refine_ls_wR_factor_ref         0.4583
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4702
_reflns_number_total             5045
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc01235b2.cif
_cod_data_source_block           a4put
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Empirical' was
changed to 'empirical' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1569201--1569204.cif.
;
_cod_database_code               1569203
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 Co55-O58 \\sim Co55-O11 \\sim Co55-O57 \\sim Co56-O9 \\sim Co56-O60 \\sim
Co56-O59
 with sigma of 0.02
 S7A-S6A \\sim S1A-S8A \\sim S5A-S4A \\sim S3A-S2A
 with sigma of 0.02
 S8A-C40 \\sim S1A-C1 \\sim S7A-C37 \\sim S6A-C28 \\sim S5A-C25 \\sim S4A-C16
\\sim S3A-C13 \\sim S2A-C4
 with sigma of 0.02
 O23-O24 \\sim O20-O21 \\sim O12-O11 \\sim O9-O8 \\sim O33-O32 \\sim O44-O45
\\sim O48-O47
 with sigma of 0.02
 C43-C42 \\sim C46-C39 \\sim C3-C10 \\sim C7-C6 \\sim C19-C18 \\sim C22-C15
\\sim C34-C27 \\sim C31-C30
 with sigma of 0.02
 O44-C43 \\sim O45-C43 \\sim O47-C46 \\sim O48-C46 \\sim O11-C10 \\sim O12-C10
\\sim O8-C7 \\sim O9-C7 ~
 O21-C19 \\sim O20-C19 \\sim O23-C22 \\sim O24-C22 \\sim O36-C34 \\sim O35-C34
\\sim O32-C31 \\sim O33-C31
 with sigma of 0.02
3. Restrained planarity
 C7, C6, C3, C10
 with sigma of 0.1
 S4A, C16, C13, S3A
 with sigma of 0.1
 C19, C18, C15, C22
 with sigma of 0.1
 S1A, C1, C4, S2A
 with sigma of 0.1
 C43, C42, C39, C46
 with sigma of 0.1
 C42, C43, O44, O45
 with sigma of 0.1
 C31, C30, C27, C34
 with sigma of 0.1
 C27, C34, O35, O36
 with sigma of 0.1
4. Rigid bond restraints
 O12, O11
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C40, C41
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
O12 \\sim O11: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
O36 \\sim C34 \\sim O35: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Uanis(Co56) \\sim Ueq, Uanis(Co55) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(S7A) \\sim Ueq, Uanis(S6A) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O9) \\sim Ueq, Uanis(O11) \\sim Ueq, Uanis(O35) \\sim Ueq, Uanis(O33)
\\sim Ueq, Uanis(O44) \\sim Ueq, Uanis(O45) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(O44) = Uanis(O45)
6. Rigid body (RIGU) restrains
 C7, C6, C5, C4, C3, C2, C1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15, C14, C16, C17, C18, C13
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O8, O9
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O12, O11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Fixed Sof: O5(0.5) O7(0.5) O1B(0.5) O1A(0.5)
8.a Secondary CH2 refined with riding coordinates:
 C50(H50A,H50B), C52(H52A,H52B), C51(H51A,H51B), C53(H53A,H53B)
8.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C17(H17), C41(H41), C38(H38), C2(H2), C5(H5), C29(H29), C26(H26)
8.c Fitted hexagon refined as free rotating group:
 C13(C14,C15,C16,C17,C18), C40(C41,C42,C37,C38,C39), C3(C2,C1,C6,C5,C4),
 C27(C28,C29,C30,C25,C26)
8.d Idealised Me refined as rotating group:
 N54(H54A,H54B,H54C), N49(H49A,H49B,H49C)
;
_olex2_submission_special_instructions 'No special instructions were received'