Three-Component Cycloadditions: The First Transition Metal-Catalyzed [5+2+1] Cycloaddition Reactions
Paul A. Wender; Gabriel G. Gamber; Robert D. Hubbard; Lei Zhang; Journal of the American Chemical Society 124 (2002) 2876–2877; doi:10.1021/ja0176301

data_4114699
_publ_contact_author             'Paul A. Wender'
_publ_contact_author_email       wenderp@leland.stanford.edu
_publ_section_title
;
 Three-Component Cycloadditions: The First Transition Metal-Catalyzed
 [5+2+1] Cycloaddition Reactions
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2876
_journal_page_last               2877
_journal_paper_doi               10.1021/ja0176301
_journal_volume                  124
_journal_year                    2002
_chemical_formula_moiety         'C16 H16 O3 '
_chemical_formula_sum            'C16 H16 O3'
_chemical_formula_weight         256.30
_chemical_name_systematic
'5-Acetyl-3a-hydroxy-4-phenyl-3, 3a, 6, 6a-tetrahydro-2H-pentalen-1-one'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             2001-08-10
_audit_creation_method           'by CrystalStructure v2.00'
_cell_angle_alpha                90
_cell_angle_beta                 99.52(0)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.395(1)
_cell_length_b                   10.65(0)
_cell_length_c                   16.25(0)
_cell_measurement_temperature    273.1
_cell_volume                     1262.17(17)
_computing_cell_refinement       Unknown
_computing_data_collection       Unknown
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure Ver. 2.00'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_measured_fraction_theta_full 0.9599
_diffrn_measured_fraction_theta_max 0.9599
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.059
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5534
_diffrn_reflns_theta_full        24.70
_diffrn_reflns_theta_max         24.70
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       rhombic
_exptl_crystal_preparation       'CH2Cl2:pentane (diffusion)'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2077
_refine_ls_R_factor_gt           0.0450
_refine_ls_shift/su_max          0.0040
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/\s^2^(Fo^2^)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_ref         0.1010
_reflns_number_gt                1312
_reflns_number_total             2197
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja0176301_s2_1.cif
_cod_data_source_block           compound_17_data_
_cod_original_cell_volume        1261.9(0)
_cod_original_formula_sum        'C16 H16 O3 '
_cod_database_code               4114699