Nucleophilicity Parameters of Stabilized Iodonium Ylides for Characterizing Their Synthetic Potential.
Chelli, Saloua; Troshin, Konstantin; Mayer, Peter; Lakhdar, Sami; Ofial, Armin R.; Mayr, Herbert; Journal of the American Chemical Society 138 (2016) 10304–10313; doi:10.1021/jacs.6b05768

data_4130690
_publ_section_title
;
 Nucleophilicity Parameters of Stabilized Iodonium Ylides for
 Characterizing Their Synthetic Potential.
;
_journal_issue                   32
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10304
_journal_page_last               10313
_journal_paper_doi               10.1021/jacs.6b05768
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C35 H42 N2 O4'
_chemical_formula_sum            'C35 H42 N2 O4'
_chemical_formula_weight         554.719
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                C35H42N2O4_po046_mayr
_audit_creation_date
;
'Wed Mar 16 15:46:22 2011'
;
_audit_creation_method           'form98_non/compatible with shelxl97-2'
_audit_update_record             18-Mar-11
_cell_angle_alpha                90.00
_cell_angle_beta                 103.094(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4286(6)
_cell_length_b                   17.5922(10)
_cell_length_c                   17.2786(11)
_cell_measurement_reflns_used    4317
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.2498
_cell_measurement_theta_min      4.1636
_cell_volume                     3087.5(3)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_structure_refinement
;
Sheldrick, G. M. (2008).
<i>Acta Cryst.</i> A<b>64</b>, 112--122.
;
_computing_structure_solution
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for
crystal structure determination and refinement; J. Appl. Crystallogr. 1999,
32, 115-119.
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
  1 omega -103.00  -76.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2931  179.0000   90.0000 27

  2 omega  -52.00   47.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  -38.0000  150.0000 99

  3 omega    0.00   67.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306   77.0000   30.0000 67

  4 omega  -12.00   94.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306   77.0000  -60.0000 106

  5 omega   34.00   59.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  179.0000    0.0000 25

  6 omega  -51.00   54.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2306  -77.0000   90.0000 105

;
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Oxford XCalibur'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0133922302
_diffrn_orient_matrix_UB_12      0.0051731243
_diffrn_orient_matrix_UB_13      0.0381533755
_diffrn_orient_matrix_UB_21      -0.0685002201
_diffrn_orient_matrix_UB_22      0.0001417920
_diffrn_orient_matrix_UB_23      -0.0173555905
_diffrn_orient_matrix_UB_31      -0.0019662212
_diffrn_orient_matrix_UB_32      -0.0400387793
_diffrn_orient_matrix_UB_33      0.0048140380
_diffrn_radiation_collimation    '0.5 mm collimator'
_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  0.0640
_diffrn_reflns_av_sigmaI/netI    0.1237
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22937
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         4.18
_diffrn_source_current           40_mA
_diffrn_source_power             2.00_kW
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50_kV
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.19339(12)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         6259
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.763
_refine_ls_R_factor_all          0.1120
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0311P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0795
_reflns_number_gt                2910
_reflns_number_total             6259
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja6b05768_si_002.cif
_cod_data_source_block           po046
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4130690