Total Synthesis and Biological Evaluation of (+)- and (-)-Bisanthraquinone Antibiotic BE-43472B and Related Compounds
K. C. Nicolaou; Jochen Becker; Yee Hwee Lim; Alexandre Lemire; Thomas Neubauer; Ana Montero; Journal of the American Chemical Society 131 (2009) 14812–14826; doi:10.1021/ja9073694

data_4105162
_publ_section_title
;
 Total Synthesis and Biological Evaluation of (+)- and
 (-)-Bisanthraquinone Antibiotic BE-43472B and Related Compounds
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14812
_journal_page_last               14826
_journal_paper_doi               10.1021/ja9073694
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C41 H40.5 N1.5 O7 Si'
_chemical_formula_weight         694.34
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.16(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.742(3)
_cell_length_b                   26.645(5)
_cell_length_c                   17.681(4)
_cell_measurement_reflns_used    29
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      11.56
_cell_measurement_theta_min      8.12
_cell_volume                     7221(3)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0901
_diffrn_reflns_av_sigmaI/netI    0.1562
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47025
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         1.33
_diffrn_standards_decay_%        1
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.9837
_exptl_absorpt_correction_T_min  0.9723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1999)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      0
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             2936
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     1841
_refine_ls_number_reflns         22436
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.1624
_refine_ls_R_factor_gt           0.0925
_refine_ls_shift/su_max          0.085
_refine_ls_shift/su_mean         0.1012
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2073
_refine_ls_wR_factor_ref         0.2501
_reflns_number_gt                12032
_reflns_number_total             22436
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9073694_si_001.cif
_cod_data_source_block           lem2
_cod_original_cell_volume        7221(2)
_cod_original_formula_sum        'C41 H40.50 N1.50 O7 Si'
_cod_database_code               4105162