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_4130689
_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         'C19 H23 N O3'
_chemical_formula_sum            'C19 H23 N O3'
_chemical_formula_weight         313.391
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                C19H23NO3_qo065_mayr
_audit_creation_date
;
'Tue Apr 17 13:11:32 2012'
;
_audit_creation_method           'form98_non/compatible with shelxl97-2'
_audit_update_record             17-Apr-12
_cell_angle_alpha                74.913(6)
_cell_angle_beta                 75.946(5)
_cell_angle_gamma                75.948(6)
_cell_formula_units_Z            4
_cell_length_a                   9.7686(6)
_cell_length_b                   10.9965(7)
_cell_length_c                   17.5770(11)
_cell_measurement_reflns_used    3575
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.2951
_cell_measurement_theta_min      4.1237
_cell_volume                     1735.7(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
  1 omega  -72.00  -29.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.2535  114.0000   62.0000 43

  2 omega  -36.00   52.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2692  -77.0000    0.0000 88

  3 omega  -52.00   46.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2692  -38.0000   90.0000 98

  4 omega  -50.00   49.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2692  -77.0000 -120.0000 99

;
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Oxford XCalibur'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0019807000
_diffrn_orient_matrix_UB_12      -0.0344891000
_diffrn_orient_matrix_UB_13      0.0400156000
_diffrn_orient_matrix_UB_21      0.0111512000
_diffrn_orient_matrix_UB_22      -0.0585706000
_diffrn_orient_matrix_UB_23      -0.0125129000
_diffrn_orient_matrix_UB_31      0.0754204000
_diffrn_orient_matrix_UB_32      -0.0036327000
_diffrn_orient_matrix_UB_33      -0.0074595000
_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  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9569
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         4.13
_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    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.19933(13)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     423
_refine_ls_number_reflns         6282
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0499
_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^)+(0.0505P)^2^+0.2460P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1312
_reflns_number_gt                4608
_reflns_number_total             6282
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja6b05768_si_002.cif
_cod_data_source_block           qo065
_cod_original_cell_volume        1735.66(19)
_cod_database_code               4130689