N-(Trifluoromethylsulfonyl)aryloxytrifluoromethylsulfoximines [ArO-SO(CF~3~)=NTf and N-Aryltriflimides Ar-N(Tf)~2~ by Thermal and Photolytic Dediazoniation of [ArN~2~][BF~4~] in [BMIM][Tf~2~N] Ionic Liquid: Exploiting the Ambident Nucleophilic Character of a "Nonnucleophilic" Anion
Kenneth K. Laali; Takao Okazaki; Scott D. Bunge; Journal of Organic Chemistry 72 (2007) 6758–6762; doi:10.1021/jo0708801

data_4024132
_publ_contact_author_address
;Department of Chemistry
Kent State University
Kent, Ohio 44242
;
_publ_contact_author_email       klaali@kent.edu
_publ_contact_author_fax         330-6723816
_publ_contact_author_name        'Kenneth K. Laali'
_publ_contact_author_phone       330-6722988
_publ_section_title
;
 N-(Trifluoromethylsulfonyl)aryloxytrifluoromethylsulfoximines
 [ArO-SO(CF~3~)=NTf and N-Aryltriflimides Ar-N(Tf)~2~ by Thermal
 and Photolytic Dediazoniation of [ArN~2~][BF~4~] in [BMIM][Tf~2~N]
 Ionic Liquid: Exploiting the Ambident Nucleophilic Character of a
 "Nonnucleophilic" Anion
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6758
_journal_page_last               6762
_journal_paper_doi               10.1021/jo0708801
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C11 H11 F6 N O4 S2'
_chemical_formula_weight         399.33
_chemical_name_common            'Mesityl-O-S(O)(CF3)=N-SO2CF3 (3g)'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.256(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.407(6)
_cell_length_b                   8.095(4)
_cell_length_c                   15.533(7)
_cell_measurement_reflns_used    1736
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.41
_cell_measurement_theta_min      2.63
_cell_volume                     1553.6(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0881
_diffrn_reflns_av_sigmaI/netI    0.0691
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11808
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.426
_exptl_absorpt_correction_T_max  0.9667
_exptl_absorpt_correction_T_min  0.9196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       irregular
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.280
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.123
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1252
_refine_ls_R_factor_gt           0.0816
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1039P)^2^+10.7696P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2050
_refine_ls_wR_factor_ref         0.2362
_reflns_number_gt                1813
_reflns_number_total             2757
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0708801-File003.cif
_cod_data_source_block           sad
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4024132