Stereoselective gold(i) domino catalysis of allylic isomerization and olefin cyclopropanation: mechanistic studies.
Klimczyk, Sebastian; Huang, Xueliang; Kählig, Hanspeter; Veiros, Luís F; Maulide, Nuno; The Journal of organic chemistry 80 (2015) 5719–5729; doi:10.1021/acs.joc.5b00666

data_4031028
_publ_section_title
;
 Stereoselective gold(i) domino catalysis of allylic isomerization and
 olefin cyclopropanation: mechanistic studies.
;
_journal_issue                   11
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5719
_journal_page_last               5729
_journal_paper_doi               10.1021/acs.joc.5b00666
_journal_volume                  80
_journal_year                    2015
_chemical_formula_moiety         'C19 H18 O3 S'
_chemical_formula_sum            'C19 H18 O3 S'
_chemical_formula_weight         326.39
_chemical_name_systematic
; 
Allyl 2-(diphenylsulfuranylidene)-3-oxobutanoate   
;
_space_group_IT_number           2
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_symmetry_space_group_name_Hall  '-P 1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 87.3402(13)
_cell_angle_gamma                84.9412(14)
_cell_formula_units_Z            4
_cell_length_a                   8.3510(3)
_cell_length_b                   10.3972(5)
_cell_length_c                   19.7020(9)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.82
_cell_measurement_theta_min      2.49
_cell_volume                     1656.37(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker X8 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      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_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  0.0489
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
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_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            41599
_diffrn_reflns_theta_full        30.06
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9366
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
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_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
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_refine_ls_extinction_method     none
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_refine_ls_number_reflns         9645
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0433
_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^)+(0.0473P)^2^+0.4303P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1034
_reflns_number_gt                7235
_reflns_number_total             9645
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo5b00666_si_001.cif
_cod_data_source_block           SEKL424
_cod_depositor_comments          'Adding full bibliography for 4031028.cif.'
_cod_original_cell_volume        1656.37(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4031028