Self-assembled orthoester cryptands: orthoester scope, post-functionalization, kinetic locking and tunable degradation kinetics.
Löw, Henrik; Mena-Osteritz, Elena; von Delius, Max; Chemical science 9 (2018) 4785–4793; doi:10.1039/c8sc01750f

data_1549315
_publ_section_title
;
 Self-assembled orthoester cryptands: orthoester scope,
 post-functionalization, kinetic locking and tunable degradation kinetics.
;
_journal_issue                   21
_journal_name_full               'Chemical science'
_journal_page_first              4785
_journal_page_last               4793
_journal_paper_doi               10.1039/c8sc01750f
_journal_volume                  9
_journal_year                    2018
_chemical_formula_moiety         'C28 H38 Na O9, C32 H12 B F24, 2(C H F3)'
_chemical_formula_sum            'C62 H52 B F30 Na O9'
_chemical_formula_weight         1544.83
_chemical_name_systematic
'(1,9-dibenzyl-2,5,8,10,13,16,17,20,23-nonaoxabicyclo[7.7.7]tricosane)-sodium tetrakis(3,5-bis(trifluoromethyl)phenyl)borate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2018-03-27
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-03-27 deposited with the CCDC.
2018-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.158(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.158(5)
_cell_length_b                   17.085(5)
_cell_length_c                   20.698(6)
_cell_measurement_reflns_used    9814
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.67
_cell_measurement_theta_min      2.34
_cell_volume                     6994(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            122973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.851
_diffrn_reflns_theta_min         2.333
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6959
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_description       block
_exptl_crystal_F_000             3128
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.146
_refine_diff_density_max         0.994
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0003(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1040
_refine_ls_number_reflns         16615
_refine_ls_number_restraints     346
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0752
_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^)+(0.1199P)^2^+11.2480P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2112
_refine_ls_wR_factor_ref         0.2342
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12313
_reflns_number_total             16615
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc01750f2.cif
_cod_data_source_block           hl17073_0m
_cod_depositor_comments
'Adding full bibliography for 1549313--1549320.cif.'
_cod_database_code               1549315
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.951
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C46-F13A \\sim C46-F14 \\sim C46-F12 \\sim C46-F13 \\sim C46-F14A \\sim
C46-F12A \\sim C46-C44
 with sigma of 0.02
 C5-F19A \\sim C5-F18A \\sim C5-F20A \\sim C5-F19 \\sim C5-F18 \\sim C5-F20
\\sim C5-C49
 with sigma of 0.02
 F5AA-F10 \\sim F5AA-F11 \\sim F10-F11
 with sigma of 0.04
 C2-F5AA \\sim C2-F10 \\sim C2-F11 \\sim C2-C35
 with sigma of 0.02
 C52-F15 \\sim C52-F17 \\sim C52-F16 \\sim C52-C51
 with sigma of 0.02
 F15-F16 \\sim F15-F17 \\sim F16-F17 \\sim F0AA-F1AA \\sim F0AA-F27 \\sim
F1AA-F27
 with sigma of 0.04
 C52-F15 \\sim C52-F16 \\sim C52-F17 \\sim C52-C51 \\sim C52-F0AA \\sim
C52-F1AA \\sim C52-F27
 with sigma of 0.02
 F2AA-F3AA \\sim F2AA-F4AA \\sim F3AA-F4AA \\sim F3AB-F2AB \\sim F3AB-F4AB
 with sigma of 0.04
 C6AA-F2AA \\sim C6AA-F3AA \\sim C6AA-F4AA \\sim C6AA-C39 \\sim C6AA-F3AB \\sim
C6AA-F2AB \\sim C6AA-
 F4AB
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F12A, F13A, F14A, C46, C44
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F12, F13, F14, C46, C44
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F12, F13, F14, F18, F19, F20, C5, C49
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F12A, F13A, F14A, F20A, F18A, F19A, C5, C49
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F12, F13, F14, F15, F16, F17, F18, F19, F20, C52, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F12A, F13A, F14A, F20A, F18A, F19A, F0AA, F1AA, F27, C52, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C39, C6AA, F3AA, F2AA, F4AA
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C39, C6AA, F3AB, F2AB, F4AB
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F12A)=Sof(F13A)=Sof(F14A)=1-FVAR(1)
 Sof(F12)=Sof(F13)=Sof(F14)=FVAR(1)
 Sof(F20A)=Sof(F18A)=Sof(F19A)=1-FVAR(2)
 Sof(F18)=Sof(F19)=Sof(F20)=FVAR(2)
 Sof(F3AB)=Sof(F2AB)=Sof(F4AB)=1-FVAR(3)
 Sof(F2AA)=Sof(F3AA)=Sof(F4AA)=FVAR(3)
 Fixed Sof: F15(0.75) F16(0.75) F17(0.75) F0AA(0.25) F1AA(0.25) F27(0.25)
5.a Ternary CH refined with riding coordinates:
 C3AA(H3AA), C5AA(H5AA)
5.b Secondary CH2 refined with riding coordinates:
 C7AA(H7Aa,H7Ab), C8(H8a,H8b), C15(H15a,H15b), C16(H16a,H16b), C17(H17a,H17b),
 C18(H18a,H18b), C19(H19a,H19b), C20(H20a,H20b), C21(H21a,H21b), C22(H22a,H22b),
  C25(H25a,H25b), C26(H26a,H26b), C27(H27a,H27b), C28(H28a,H28b)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C0AA(H0AA), C1AA(H1AA), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C23(H23), C24(H24), C29(H29), C31(H31), C34(H34), C38(H38), C40(H40),
  C42(H42), C43(H43), C45(H45), C48(H48), C50(H50), C53(H53), C54(H54)
;
_olex2_submission_special_instructions 'No special instructions were received'