Synthesis of Pentafluorinated β-Hydroxy Ketones
Peng Zhang; Christian Wolf; Journal of Organic Chemistry 77 (2012) 8840–8844; doi:10.1021/jo3017583

data_4027574
_publ_contact_author_address
;
Department of Chemistry
Georgetown University
37th and O Streets NW
Washington DC 20057
USA
;
_publ_contact_author_email       cw27@georgetown.edu
_publ_contact_author_fax         '(202) 687 6209'
_publ_contact_author_name        'Christian Wolf'
_publ_contact_author_phone       '(202) 687 3468'
_publ_section_title
;
 Synthesis of Pentafluorinated \b-Hydroxy Ketones
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8840
_journal_page_last               8844
_journal_paper_doi               10.1021/jo3017583
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety         'C16 H13 F5 O2'
_chemical_formula_sum            'C16 H13 F5 O2'
_chemical_formula_weight         332.26
_chemical_name_common            anti-36
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 127.008(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.308(4)
_cell_length_b                   7.3631(12)
_cell_length_c                   18.361(3)
_cell_measurement_reflns_used    5896
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      56.652
_cell_measurement_theta_min      4.469
_cell_volume                     2840.2(8)
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_collection       'APEX, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_molecular_graphics    'X-SEED, L.Barbour (1999); http://x-seed.net'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.931
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11876
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6126
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       plate
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          1.1
_exptl_crystal_size_mid          0.85
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3326
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0376P)^2^+2.1653P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0840
_refine_ls_wR_factor_ref         0.0882
_reflns_number_gt                2863
_reflns_number_total             3326
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo3017583_si_002.cif
_cod_data_source_block           c:anti-36
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4027574