Control of Selectivity in the Generation and Reactions of Oxonium Ylides
Deana M. Jaber; Ryan N. Burgin; Matthew Hepler; Peter Zavalij; Zavalij, Peter; Michael P. Doyle; Chem. Commun. 47 (2011) 7623–; doi:10.1039/c1cc12443a

data_7106616
_publ_section_title
;
 Control of Selectivity in the Generation and Reactions of Oxonium Ylides
;
_journal_name_full               'Chem. Commun.'
_journal_page_first              7623
_journal_paper_doi               10.1039/c1cc12443a
_journal_volume                  47
_journal_year                    2011
_chemical_absolute_configuration un
_chemical_formula_moiety         'C16 H16 O5'
_chemical_formula_sum            'C16 H16 O5'
_chemical_formula_weight         288.29
_chemical_name_common            Phenyl-Mirror
_chemical_name_systematic
;
Phenyl-Mirror
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_audit_creation_method           'SHELXL-97 & ZCIF'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4520(9)
_cell_length_b                   9.9029(11)
_cell_length_c                   16.5155(18)
_cell_measurement_reflns_used    12995
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.2
_cell_measurement_theta_min      2.4
_cell_volume                     1382.3(3)
_computing_cell_refinement       Apex2
_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_data_reduction        Apex2
_computing_molecular_graphics    'XSHEL (Bruker, 2004)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'ccd area detector'
_diffrn_detector_area_resol_mean 11.198
_diffrn_detector_type            'Bruker Smart Apex II'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      610,610,610,210
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'MiTeGen grip'
_diffrn_orient_matrix_type       standard
_diffrn_orient_matrix_UB_11      0.0278152
_diffrn_orient_matrix_UB_12      -0.0855284
_diffrn_orient_matrix_UB_13      -0.0289054
_diffrn_orient_matrix_UB_21      -0.1148151
_diffrn_orient_matrix_UB_22      -0.0235366
_diffrn_orient_matrix_UB_23      -0.0039512
_diffrn_orient_matrix_UB_31      -0.0065540
_diffrn_orient_matrix_UB_32      0.0482483
_diffrn_orient_matrix_UB_33      -0.0530565
_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  0.0174
_diffrn_reflns_av_sigmaI/netI    0.0147
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17271
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.40
_diffrn_source_current           30.00
_diffrn_source_voltage           50.00
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             608
_exptl_crystal_id                'Doyle/Jaber Phenyl-Mirror product 150K'
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.365
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details '(Flack, 1983)'
_refine_ls_abs_structure_Flack   -0.1(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         4018
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0283
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.03P)^2^+0.3615P], P=(max(Fo^2^,0)+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0671
_reflns_Friedel_coverage         1.00
_reflns_number_gt                3955
_reflns_number_total             4018
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc12443a.txt
_cod_data_source_block           1972
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7106616
_diffrn_measurement_frame_width-ccd -0.30
_diffrn_measurement_total_frames-ccd 2040
_diffrn_measurement_frame_time-ccd 5
_diffrn_measurement_total_time-ccd 6.3
_diffrn_detector_distance-ccd    5.000
_diffrn_measurement_frame_size-ccd 512