Desymmetrization of gem-diols via water-assisted organocatalytic enantio- and diastereoselective cycloetherification.
Murata, Ryuichi; Matsumoto, Akira; Asano, Keisuke; Matsubara, Seijiro; Chemical communications (Cambridge, England) 56 (2020) 12335–12338; doi:10.1039/d0cc05509c

data_7127143
_publ_section_title
;
 Desymmetrization of gem-diols via water-assisted organocatalytic enantio-
 and diastereoselective cycloetherification.
;
_journal_issue                   82
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              12335
_journal_page_last               12338
_journal_paper_doi               10.1039/d0cc05509c
_journal_volume                  56
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H12 Br F3 O2'
_chemical_formula_sum            'C14 H12 Br F3 O2'
_chemical_formula_weight         349.15
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_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-08-07 deposited with the CCDC.	2020-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
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_cell_length_b                   14.0024(10)
_cell_length_c                   15.777(10)
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_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.20
_cell_volume                     1409.9(14)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r15'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r15'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
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_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0549
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_exptl_absorpt_correction_T_min  0.444
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_exptl_crystal_colour            colorless
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_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
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_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1356 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.024(11)
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         3235
_refine_ls_number_restraints     0
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_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0339P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0842
_reflns_number_gt                2232
_reflns_number_total             3235
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            d0cc05509c2.cif
_cod_data_source_block           2019_08_01_3
_cod_depositor_comments
'Adding full bibliography for 7127142--7127143.cif.'
_cod_original_cell_volume        1409.9(15)
_cod_database_code               7127143