Self-assembly of chiral BINOL cages <i>via</i> imine condensation.
Ramakrishna, E.; Tang, Jia-Dong; Tao, Jia-Ju; Fang, Qiang; Zhang, Zibin; Huang, Jianying; Li, Shijun; Chemical communications (Cambridge, England) 57 (2021) 9088–9091; doi:10.1039/d1cc01507a

data_7128794
_publ_section_title
;
 Self-assembly of chiral BINOL cages <i>via</i> imine condensation.
;
_journal_issue                   72
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9088
_journal_page_last               9091
_journal_paper_doi               10.1039/d1cc01507a
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C126 H113 N8 O12'
_chemical_formula_sum            'C126 H113 N8 O12'
_chemical_formula_weight         1931.24
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-07-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-07-15 deposited with the CCDC.	2021-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.912(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.0819(6)
_cell_length_b                   25.9667(8)
_cell_length_c                   17.0515(6)
_cell_measurement_reflns_used    9233
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      65.91
_cell_measurement_theta_min      2.93
_cell_volume                     6292.2(4)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'zju Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            84942
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.927
_diffrn_reflns_theta_max         66.927
_diffrn_reflns_theta_min         2.933
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.522
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1604 before and 0.1093 after correction.
The Ratio of minimum to maximum transmission is 0.7476.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.019
_exptl_crystal_description       block
_exptl_crystal_F_000             2042
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 7888 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1346
_refine_ls_number_reflns         22246
_refine_ls_number_restraints     62
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1250P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1648
_refine_ls_wR_factor_ref         0.1723
_reflns_Friedel_coverage         0.948
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                18848
_reflns_number_total             22246
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc01507a2.cif
_cod_data_source_block           cu_210626_tjd_2_0m
_cod_depositor_comments          'Adding full bibliography for 7128794.cif.'
_cod_database_code               7128794
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.863
_shelx_estimated_absorpt_t_min   0.784
_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 C(H,H,H,H,H,H) groups
2. Rigid bond restraints
 C72, C73
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
O11 \\sim C32A \\sim C32 \\sim O12 \\sim O12A \\sim C33: within 1.7A with sigma
of 0.02 and sigma for terminal atoms of 0.04
Uanis(O2) = Uanis(O2A)
Uanis(O12) = Uanis(O12A)
4. Others
 Sof(H33D)=Sof(H33E)=Sof(H33F)=Sof(O12A)=Sof(C32A)=Sof(H32C)=Sof(H32D)=1-FVAR(1)
 Sof(O12)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H33A)=Sof(H33B)=Sof(H33C)=FVAR(1)
 Sof(H74C)=Sof(H74D)=Sof(H75D)=Sof(H75E)=Sof(H75F)=Sof(O2A)=1-FVAR(2)
 Sof(O2)=Sof(H74A)=Sof(H74B)=Sof(H75A)=Sof(H75B)=Sof(H75C)=FVAR(2)
 Sof(H62C)=Sof(H62D)=Sof(H63D)=Sof(H63E)=Sof(H63F)=Sof(O4A)=1-FVAR(3)
 Sof(O4)=Sof(H62A)=Sof(H62B)=Sof(H63A)=Sof(H63B)=Sof(H63C)=FVAR(3)
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C20(H20A,H20B), C32(H32A,H32B), C41(H41A,H41B),
 C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C62(H62A,H62B), C62(H62C,H62D),
  C74(H74A,H74B), C74(H74C,H74D), C84(H84A,H84B), C85(H85A,H85B), C86(H86A,
 H86B), C104(H10A,H10B), C116(H11A,H11B), C125(H12A,H12B), C126(H12C,H12D),
 C32A(H32C,H32D)
5.b Me refined with riding coordinates:
 C33(H33A,H33B,H33C), C33(H33D,H33E,H33F), C75(H75A,H75B,H75C), C75(H75D,H75E,
 H75F)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C25(H25), C28(H28), C29(H29), C30(H30), C31(H31), C35(H35),
  C36(H36), C38(H38), C39(H39), C40(H40), C45(H45), C47(H47), C48(H48),
 C50(H50), C51(H51), C57(H57), C58(H58), C59(H59), C60(H60), C61(H61), C67(H67),
  C70(H70), C71(H71), C72(H72), C73(H73), C77(H77), C78(H78), C80(H80),
 C81(H81), C82(H82), C83(H83), C87(H87), C89(H89), C90(H90), C92(H92), C93(H93),
  C99(H99), C100(H100), C101(H101), C102(H102), C103(H103), C109(H109),
 C112(H112), C113(H113), C114(H114), C115(H115), C119(H119), C120(H120),
 C122(H122), C123(H123), C124(H124)
5.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C63(H63A,H63B,H63C), C63(H63D,H63E,H63F), C105(H10C,H10D,
 H10E), C117(H11C,H11D,H11E)
;
_shelx_res_checksum              23276
_shelx_fab_checksum              39469
_olex2_submission_special_instructions 'No special instructions were received'