Pericyclic reactions of prenylated naphthoquinones: biomimetic syntheses of mollugin and microphyllaquinone.
Lumb, Jean-Philip; Trauner, Dirk; Organic letters 7 (2005) 5865–5868; doi:10.1021/ol052472u

data_1506777
_publ_section_title
;
 Pericyclic reactions of prenylated naphthoquinones: biomimetic syntheses
 of mollugin and microphyllaquinone.
;
_journal_issue                   26
_journal_name_full               'Organic letters'
_journal_page_first              5865
_journal_page_last               5868
_journal_paper_doi               10.1021/ol052472u
_journal_volume                  7
_journal_year                    2005
_chemical_formula_moiety         'C27 H19 O6 '
_chemical_formula_sum            'C27 H19 O6'
_chemical_formula_weight         439.44
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             'Wed Aug 24 11:22:13 2005'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                85.941(4)
_cell_angle_beta                 80.845(3)
_cell_angle_gamma                88.910(4)
_cell_formula_units_Z            2
_cell_length_a                   8.798(2)
_cell_length_b                   9.098(2)
_cell_length_c                   13.336(3)
_cell_measurement_reflns_used    7189
_cell_measurement_temperature    113.2
_cell_measurement_theta_max      25.2
_cell_measurement_theta_min      3.2
_cell_volume                     1051.2(4)
_computing_cell_refinement       'Bruker-AXS SAINT v6.40'
_computing_data_collection       'Bruker-AXS SMART v5.054'
_computing_data_reduction        'Bruker-AXS SAINT v6.40'
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.9149
_diffrn_measured_fraction_theta_max 0.9149
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.017
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6736
_diffrn_reflns_theta_full        26.34
_diffrn_reflns_theta_max         26.34
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             458.00
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.38
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.228
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     295
_refine_ls_number_reflns         2309
_refine_ls_R_factor_all          0.1293
_refine_ls_R_factor_gt           0.0777
_refine_ls_shift/su_max          0.0002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1062
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                2309
_reflns_number_total             3902
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ol052472usi20051012_095144.cif
_cod_data_source_block           jgl3116_for_JP_Lumb
_cod_original_sg_symbol_H-M      'P -1       '
_cod_original_formula_sum        'C27 H19 O6 '
_cod_database_code               1506777