Mechanistic Insights into the Gold(I)-Catalyzed Activation of Glycosyl ortho-Alkynylbenzoates for Glycosidation
Yu Tang; Jiakun Li; Yugen Zhu; Yao Li; Biao Yu; Journal of the American Chemical Society 135 (2013) 18396–18405; doi:10.1021/ja4064316

data_4121264
_publ_section_title
;
 Mechanistic Insights into the Gold(I)-Catalyzed Activation of Glycosyl
 ortho-Alkynylbenzoates for Glycosidation
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18396
_journal_page_last               18405
_journal_paper_doi               10.1021/ja4064316
_journal_volume                  135
_journal_year                    2013
_chemical_formula_sum            'C51 H43 Au2 F6 N O6 P2 S2'
_chemical_formula_weight         1399.86
_chemical_name_systematic
; 
 ? 
;
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_symmetry_space_group_name_Hall  '-P 2yn'
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_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
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_cell_angle_beta                 96.641(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.561(2)
_cell_length_b                   16.729(2)
_cell_length_c                   22.476(3)
_cell_measurement_reflns_used    6411
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.19
_cell_volume                     5064.7(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w 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  0.0579
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34647
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    6.004
_exptl_absorpt_correction_T_max  0.6452
_exptl_absorpt_correction_T_min  0.3798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_description       block
_exptl_crystal_F_000             2712
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.841
_refine_diff_density_min         -4.144
_refine_diff_density_rms         0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     658
_refine_ls_number_reflns         9936
_refine_ls_number_restraints     275
_refine_ls_restrained_S_all      1.206
_refine_ls_R_factor_all          0.1016
_refine_ls_R_factor_gt           0.0828
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0373P)^2^+231.7414P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1842
_refine_ls_wR_factor_ref         0.1977
_reflns_number_gt                8115
_reflns_number_total             9936
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja4064316_si_002.cif
_cod_data_source_block           mo_dm12159_0m
_cod_original_cell_volume        5064.8(13)
_cod_database_code               4121264