Vinylogous Addition of Siloxyfurans to Benzopyryliums: A Concise Approach to the Tetrahydroxanthone Natural Products
Tian Qin; Richard P. Johnson; John A. Porco; Journal of the American Chemical Society 133 (2011) 1714–1717; doi:10.1021/ja110698n

data_4105640
_publ_contact_author_address
;
Department of Chemistry and Center of Chemical Methodology and Library 
Development (CMLD-BU), Boston University, Boston, Massachusetts, 92215
;
_publ_contact_author_email       porco@bu.edu
_publ_contact_author_fax         +1617353493
_publ_contact_author_name        'John A. Porco, Jr.'
_publ_contact_author_phone       +1617353493
_publ_section_title
;
 Vinylogous Addition of Siloxyfurans to Benzopyryliums: A Concise Approach
 to the Tetrahydroxanthone Natural Products
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1714
_journal_page_last               1717
_journal_paper_doi               10.1021/ja110698n
_journal_volume                  133
_journal_year                    2011
_chemical_formula_moiety         'C15 H12 O7'
_chemical_formula_sum            'C15 H12 O7'
_chemical_formula_weight         304.25
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_audit_update_record
;
2010-04-21 # Formatted by publCIF
;
_cell_angle_alpha                70.3250(10)
_cell_angle_beta                 84.8440(10)
_cell_angle_gamma                78.8750(10)
_cell_formula_units_Z            2
_cell_length_a                   7.8769(3)
_cell_length_b                   8.1717(3)
_cell_length_c                   11.1984(5)
_cell_measurement_reflns_used    5983
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      132.580
_cell_measurement_theta_min      8.388
_cell_volume                     665.74(5)
_computing_cell_refinement       'Bruker Apex-2'
_computing_data_collection       'Bruker Apex-2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker Proteum-R'
_diffrn_measurement_method       '\w & \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0221
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7724
_diffrn_reflns_theta_full        66.48
_diffrn_reflns_theta_max         66.48
_diffrn_reflns_theta_min         4.19
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.047
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6625
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker Apex-2'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_description       plate
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2281
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.911
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0299
_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^)+(0.0541P)^2^+0.3141P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0840
_reflns_number_gt                2176
_reflns_number_total             2281
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja110698n_si_001.cif
_cod_data_source_block           tian_0m
_cod_database_code               4105640