Chiral Amide Directed Assembly of a Diastereo- and Enantiopure Supramolecular Host and its Application to Enantioselective Catalysis of Neutral Substrates
Chen Zhao; Qing-Fu Sun; William M. Hart-Cooper; Antonio G. DiPasquale; F. Dean Toste; Robert G. Bergman; Kenneth N. Raymond; Journal of the American Chemical Society 135 (2013) 18802–18805; doi:10.1021/ja411631v

data_4121366
_publ_section_title
;
 Chiral Amide Directed Assembly of a Diastereo- and Enantiopure
 Supramolecular Host and its Application to Enantioselective Catalysis of
 Neutral Substrates
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18802
_journal_page_last               18805
_journal_paper_doi               10.1021/ja411631v
_journal_volume                  135
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_sum            'C444 H672 Ga4 K12 N24 O102'
_chemical_formula_weight         8726.10
_chemical_name_common            R-Ga4-CZ
_chemical_name_systematic
; 
 toste73 
;
_space_group.centring_type       R
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   25.5125(13)
_cell_length_b                   25.5125(13)
_cell_length_c                   67.262(4)
_cell_measurement_reflns_used    9333
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      50.44
_cell_measurement_theta_min      2.39
_cell_volume                     37915(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_computing_structure_refinement  SHELXL-2013
_computing_structure_solution    SIR-2011
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.864
_diffrn_refln_scan_rate          20
_diffrn_refln_scan_width         1.0
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_number            76635
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_theta_full        40.000
_diffrn_reflns_theta_max         50.464
_diffrn_reflns_theta_min         2.105
_diffrn_source                   'microfocus rotating anode'
_exptl_absorpt_coefficient_mu    1.718
_exptl_absorpt_correction_T_max  0.137
_exptl_absorpt_correction_T_min  0.056
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_description       prism
_exptl_crystal_F_000             14016
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_platon_squeeze_details
;
SQUEEZE was used to treat the large void spaces.
K+ counterions were unable to be located from the
difference map.  THF, the recrystallization solvent,
is suspected to occupy most of the void space due
to the volatility of the crystals upon removal from
the mother liquor.
;
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.14(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         13694
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0915
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1679P)^2^+43.7235P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2541
_refine_ls_wR_factor_ref         0.2584
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.864
_reflns_number_gt                12312
_reflns_number_total             13694
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja411631v_si_002.cif
_cod_data_source_block           toste73
_cod_depositor_comments
;
The following automatic conversions were performed:

'_space_group.centring_type' value 'rhombohedral obverse' was
replaced with the value 'R' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5642 2017-10-24 12:04:52Z antanas 
;
_cod_database_code               4121366
_shelx_estimated_absorpt_t_min   0.379
_shelx_estimated_absorpt_t_max   0.481
_shelxl_version_number           2013-4
_shelx_res_checksum              14930