Defluorophosphorylation of fluoroalkyl peroxides for the synthesis of highly substituted furans
Chu, Xue-Qiang; Cai, Song-Zhou; Chen, Jia-Wei; Yu, Zi-Lun; Ma, Mengtao; Walsh, Patrick J.; Shen, Zhi-Liang; Green Chemistry 25 (2023) 2000–2010; doi:10.1039/D2GC04512E

data_7246287
_publ_section_title
;
 Defluorophosphorylation of fluoroalkyl peroxides for the synthesis of
 highly substituted furans
;
_journal_issue                   5
_journal_name_full               'Green Chemistry'
_journal_page_first              2000
_journal_page_last               2010
_journal_paper_doi               10.1039/D2GC04512E
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C36 H25 F5 O3 P2'
_chemical_formula_sum            'C36 H25 F5 O3 P2'
_chemical_formula_weight         662.50
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-08-19
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2020-08-19 deposited with the CCDC.	2023-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                89.245(4)
_cell_angle_beta                 77.498(4)
_cell_angle_gamma                62.787(5)
_cell_formula_units_Z            2
_cell_length_a                   11.3450(6)
_cell_length_b                   12.0953(6)
_cell_length_c                   14.1162(7)
_cell_measurement_reflns_used    7374
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      29.1460
_cell_measurement_theta_min      2.9510
_cell_volume                     1673.55(17)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -39.00  57.00   1.00    1.20    --  -11.43  57.00 150.00   96
  2  \w    -75.00  19.00   1.00    1.20    --  -11.43 -77.00-120.00   94
  3  \w    -19.00   7.00   1.00    1.20    --   12.05 -99.00-180.00   26
  4  \w    -83.00  17.00   1.00    1.20    --  -11.43 -57.00   0.00  100
  5  \w    -20.00   5.00   1.00    1.20    --  -11.27 -99.00-180.00   25
  6  \w    -20.00   5.00   1.00    4.00    --  -11.35 -99.00-180.00   25
  7  \w    -12.00  13.00   1.00    4.00    --  -11.35 -37.00-180.00   25
  8  \w    -12.00  13.00   1.00    8.00    --  -11.27 -37.00  90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0498565000
_diffrn_orient_matrix_UB_12      -0.0137178000
_diffrn_orient_matrix_UB_13      0.0273201000
_diffrn_orient_matrix_UB_21      -0.0239526000
_diffrn_orient_matrix_UB_22      0.0648303000
_diffrn_orient_matrix_UB_23      0.0110713000
_diffrn_orient_matrix_UB_31      -0.0466508000
_diffrn_orient_matrix_UB_32      -0.0000996000
_diffrn_orient_matrix_UB_33      0.0424981000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0682
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14757
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.063
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5685
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0556
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1015P)^2^+0.3064P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1543
_refine_ls_wR_factor_ref         0.1719
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4577
_reflns_number_total             5685
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2gc04512e2.cif
_cod_data_source_block           shuang
_cod_depositor_comments
'Adding full bibliography for 7246286--7246287.cif.'
_cod_original_cell_volume        1673.56(16)
_cod_database_code               7246287
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 95.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
;
_shelx_res_checksum              7017
_shelx_fab_checksum              29550
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.462
_oxdiff_exptl_absorpt_empirical_full_min 0.593