Synthesis of fluorinated amphoteric organoborons via iodofluorination of alkynyl and alkenyl MIDA boronates.
Fan, Wen-Xin; Li, Ji-Lin; Lv, Wen-Xin; Yang, Ling; Li, Qingjiang; Wang, Honggen; Chemical communications (Cambridge, England) 56 (2020) 82–85; doi:10.1039/c9cc08386c

data_7125429
_publ_section_title
;
 Synthesis of fluorinated amphoteric organoborons via iodofluorination of
 alkynyl and alkenyl MIDA boronates.
;
_journal_issue                   1
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              82
_journal_page_last               85
_journal_paper_doi               10.1039/c9cc08386c
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C13 H14 B F I N O4'
_chemical_formula_sum            'C13 H14 B F I N O4'
_chemical_formula_weight         404.96
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-30 deposited with the CCDC.	2019-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.6367(3)
_cell_length_b                   14.4997(3)
_cell_length_c                   15.6349(4)
_cell_measurement_reflns_used    5037
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.7760
_cell_measurement_theta_min      5.4280
_cell_volume                     2864.76(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.958
_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     30.00  93.00   0.50    0.05    --   46.37  75.00   0.00  126
  2  \w   -142.00-101.00   0.50    0.20    -- -100.00 -49.00  18.00   82
  3  \w   -118.00 -86.00   0.50    0.20    -- -100.00  75.00   0.00   64
  4  \w     74.00 100.00   0.50    0.20    --  105.44-110.00 150.00   52
  5  \w   -118.00 -72.00   0.50    0.05    --  -46.37-125.00  30.00   92
  6  \w     16.00  91.00   0.50    0.05    --   46.37-125.00 -90.00  150
  7  \w     40.00  69.00   0.50    0.05    --   46.37-125.00-150.00   58
  8  \w    -83.00 -33.00   0.50    0.20    -- -100.00  75.00   0.00  100
  9  \w     42.00 108.00   0.50    0.20    --  105.44 -94.00-180.00  132
 10  \w     52.00 105.00   0.50    0.20    --  105.44 -94.00  30.00  106
 11  \w     57.00 123.00   0.50    0.20    --  105.44 -61.00   0.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0021491000
_diffrn_orient_matrix_UB_12      -0.0988709000
_diffrn_orient_matrix_UB_13      0.0361006000
_diffrn_orient_matrix_UB_21      -0.0733895000
_diffrn_orient_matrix_UB_22      -0.0322084000
_diffrn_orient_matrix_UB_23      -0.0727763000
_diffrn_orient_matrix_UB_31      0.0972645000
_diffrn_orient_matrix_UB_32      -0.0219916000
_diffrn_orient_matrix_UB_33      -0.0557667000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9854
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.160
_diffrn_reflns_theta_min         5.438
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    17.818
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.08056
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.878
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.836
_refine_diff_density_min         -3.037
_refine_diff_density_rms         0.278
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0631
_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^)+(0.1372P)^2^+2.4582P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1825
_refine_ls_wR_factor_ref         0.1931
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2519
_reflns_number_total             2867
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc08386c2.cif
_cod_data_source_block           fanwx_190923
_cod_depositor_comments
'Adding full bibliography for 7125428--7125430.cif.'
_cod_database_code               7125429
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.269
_shelx_estimated_absorpt_t_min   0.125
_diffrn_oxdiff_digest_frames
;
016c582635d53b032b8c86cb87e0979b6600120e318
;
_diffrn_oxdiff_digest_hkl
;
0188f8b3b1e235deb7134d849223ce6f744f63
;
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00A(H00A), C00B(H00B)
2.b Secondary CH2 refined with riding coordinates:
 C00J(H00K,H00L), C00K(H00M,H00N)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00G(H00H), C00H(H00I), C00I(H00J)
2.d Idealised Me refined as rotating group:
 C00F(H00D,H00F,H00G)
;
_shelx_res_checksum              62089
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 7.917
_oxdiff_exptl_absorpt_empirical_full_min 0.372