Synthesis of Aliphatic Sulfur Pentafluorides by Oxidation of SF5-Containing Anisole, Phenols, and Anilines.
Vida, Norbert; Pastýříková, Tereza; Klepetářová, Blanka; Beier, Petr; The Journal of organic chemistry 79 (2014) 8906–8911; doi:10.1021/jo501562z

data_4029899
_publ_section_title
;
 Synthesis of Aliphatic Sulfur Pentafluorides by Oxidation of
 SF5-Containing Anisole, Phenols, and Anilines.
;
_journal_issue                   18
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8906
_journal_page_last               8911
_journal_paper_doi               10.1021/jo501562z
_journal_volume                  79
_journal_year                    2014
_chemical_formula_moiety         'C4 H3 F5 O4 S1'
_chemical_formula_sum            'C4 H3 F5 O4 S'
_chemical_formula_weight         242.12
_chemical_name_systematic
'(E)-2-(Pentafluorosulfanyl)but-2-enedioic acid'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_cell_angle_alpha                108.423(3)
_cell_angle_beta                 94.901(2)
_cell_angle_gamma                95.386(2)
_cell_formula_units_Z            4
_cell_length_a                   5.31813(16)
_cell_length_b                   12.3831(4)
_cell_length_c                   12.7743(4)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     788.69(5)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      170
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13234
_diffrn_reflns_theta_full        67.942
_diffrn_reflns_theta_max         76.340
_diffrn_reflns_theta_min         6.090
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.584
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.039
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.47
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.46
_refine_ls_extinction_coef       72(4)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   1.0993
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3100
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.0005294
_refine_ls_shift/su_mean         0.0000476
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 10.5 5.73 7.52 2.45 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0538
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0535
_reflns_limit_h_max              6
_reflns_limit_h_min              -6
_reflns_limit_k_max              14
_reflns_limit_k_min              -15
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3100
_reflns_number_total             3196
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.19
_oxford_diffrn_Wilson_scale      0.01
_oxford_refine_ls_r_factor_ref   0.0448
_oxford_refine_ls_scale          10.01(3)
_oxford_reflns_number_all        3196
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_cod_data_source_file            jo501562z_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
;
Copying '_atom_site_refinement_flags_posn' tag values 'T' to the 
'_atom_site_refinement_flags_adp' tag and replacing them with '?' after 
consulting the paper supplementary material ('One of these molecules (B) 
exhibits rotational disorder of the equatorial fluorine atoms of the 
pentafluorosulfanyl group (with site occupation factors being 0.5 and 0.5). 
Several restraints were used to regularize the thermal motion of the 
disordered atoms.').

Antanas Vaitkus,
2015-03-24

The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4029899.cif.
;
_cod_database_code               4029899