Monofluorinated 5-membered rings via fluoromethylene transfer: synthesis of monofluorinated isoxazoline N-oxides.
Sperga, Arturs; Kazia, Armands; Veliks, Janis; Organic & biomolecular chemistry 19 (2021) 2688–2691; doi:10.1039/d1ob00270h

data_7157902
_publ_section_title
;
 Monofluorinated 5-membered rings via fluoromethylene transfer: synthesis
 of monofluorinated isoxazoline N-oxides.
;
_journal_issue                   12
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2688
_journal_page_last               2691
_journal_paper_doi               10.1039/d1ob00270h
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C12 H11 F N2 O6'
_chemical_formula_sum            'C12 H11 F N2 O6'
_chemical_formula_weight         298.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_audit_update_record
;
2021-01-20 deposited with the CCDC.	2021-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 91.101(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.781(3)
_cell_length_b                   22.970(9)
_cell_length_c                   8.2131(19)
_cell_measurement_reflns_used    1204
_cell_measurement_temperature    170.0(2)
_cell_measurement_theta_max      75.0
_cell_measurement_theta_min      0.9
_cell_volume                     1279.0(8)
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      170.0(2)
_diffrn_measured_fraction_theta_full 0.97
_diffrn_measured_fraction_theta_max 0.82
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6623
_diffrn_reflns_theta_full        75.0
_diffrn_reflns_theta_max         77.56
_diffrn_reflns_theta_min         6.63
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.174
_exptl_absorpt_correction_T_max  0.97802
_exptl_absorpt_correction_T_min  0.81069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2223
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0746
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1038P)^2^+0.9850P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1915
_refine_ls_wR_factor_ref         0.2043
_reflns_d_resolution_high        0.7894
_reflns_number_gt                1869
_reflns_number_total             2223
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1ob00270h2.cif
_cod_data_source_block           as649if
_cod_depositor_comments
'Adding full bibliography for 7157901--7157902.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7157902
_shelx_title                     ' as649if_a.res in P2(1)/c'
_shelx_refln_list_code           4
_shelx_f_calc_maximum            104.72
_shelx_f_squared_multiplier      1.000