Mechanogeneration of Acid from Oxime Sulfonates.
Nagamani, Chikkannagari; Liu, Huiying; Moore, Jeffrey S.; Journal of the American Chemical Society 138 (2016) 2540–2543; doi:10.1021/jacs.6b00097

data_4130093
_publ_section_title
;
 Mechanogeneration of Acid from Oxime Sulfonates.
;
_journal_issue                   8
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2540
_journal_page_last               2543
_journal_paper_doi               10.1021/jacs.6b00097
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C24 H18 F6 N2 O8 S2'
_chemical_formula_sum            'C24 H18 F6 N2 O8 S2'
_chemical_formula_weight         640.52
_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
_audit_creation_method           SHELXL-2014/6
_audit_update_record
; 
? 
;
_cell_angle_alpha                95.096(2)
_cell_angle_beta                 100.040(2)
_cell_angle_gamma                90.100(2)
_cell_formula_units_Z            4
_cell_length_a                   9.1636(4)
_cell_length_b                   11.8078(5)
_cell_length_c                   25.3656(10)
_cell_measurement_reflns_used    9395
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.43
_cell_measurement_theta_min      3.55
_cell_volume                     2691.5(2)
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2014.9-0 (Bruker, 2014)'
_computing_data_reduction
; 
SAINT V8.34A, XPREP v2014/2, SADABS V2014/4, TWINABS V2012/1 
(Bruker, 2012 & 2014) 
;
_computing_molecular_graphics
; 
SHELXTL v2014-4 (Bruker, 2014), CrystalMaker v2.7.7 (CrystalMaker, 1994) 
;
_computing_publication_material  'XCIF V2014-2 (Bruker, 2014)'
_computing_structure_refinement  'SHELX-2014-6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELX-2014-4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'Bruker D8 Venture/Photon 100'
_diffrn_measurement_method       'profile data from \f and \w scans'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_wavelength_id  cd38vsa
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            56078
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.578
_diffrn_reflns_theta_min         3.554
_exptl_absorpt_coefficient_mu    2.657
_exptl_absorpt_correction_T_max  0.95575
_exptl_absorpt_correction_T_min  0.58243
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1304
_exptl_crystal_id                cd38vsa
_exptl_crystal_preparation
; 
The data crystal was mounted using oil (Parantone-N, Exxon) to a 
0.3 mm cryo-loop (Hampton Research) with the (-4 0 3) scattering 
planes roughly normal to the spindle axis. 
;
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.297
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.818
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     909
_refine_ls_number_reflns         9835
_refine_ls_number_restraints     472
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0713
_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^)+(0.0604P)^2^+9.0770P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1721
_refine_ls_wR_factor_ref         0.1836
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7862
_reflns_number_total             9835
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b00097_si_002.cif
_cod_data_source_block           cd38vsa
_cod_database_code               4130093
_shelx_estimated_absorpt_t_min   0.491
_shelx_estimated_absorpt_t_max   0.929
_shelxl_version_number           2014/6
_shelx_res_checksum              14448
_shelx_hkl_checksum              54720