Efficient synthesis of the tetracyclic aminoquinone moiety of marmycin A.
Maugel, Nathan; Snider, Barry B.; Organic letters 11 (2009) 4926–4929; doi:10.1021/ol9020496

data_1504240
_publ_section_title
;
 Efficient synthesis of the tetracyclic aminoquinone moiety of marmycin A.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              4926
_journal_page_last               4929
_journal_paper_doi               10.1021/ol9020496
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C38.76 H26.76 Cl2.28 N2 O4'
_chemical_formula_sum            'C38.76 H26.76 Cl2.28 N2 O4'
_chemical_formula_weight         665.16
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90.060(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.1491(11)
_cell_length_b                   15.4750(12)
_cell_length_c                   14.3939(11)
_cell_measurement_reflns_used    5610
_cell_measurement_temperature    120
_cell_measurement_theta_max      26
_cell_measurement_theta_min      3
_cell_volume                     3151.6(4)
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'Bruker Kappa Apex2'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32698
_diffrn_reflns_theta_full        26.690
_diffrn_reflns_theta_max         27.234
_diffrn_reflns_theta_min         1.932
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.276
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 (Bruker AXS, 2006)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'acicular fragment'
_exptl_crystal_F_000             1375.937
_exptl_crystal_size_max          0.692
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.084
_refine_diff_density_max         0.78
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9575
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     444
_refine_ls_number_reflns         6986
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0781
_refine_ls_shift/su_max          0.0192733
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 10.7 16.3 7.32 1.63 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1993
_refine_ls_wR_factor_gt          0.1790
_refine_ls_wR_factor_ref         0.1993
_reflns_limit_h_max              18
_reflns_limit_h_min              -18
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                5808
_reflns_number_total             6986
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.17
_oxford_diffrn_Wilson_scale      94.85
_oxford_refine_ls_r_factor_ref   0.0947
_oxford_refine_ls_scale          0.06508(3)
_oxford_reflns_number_all        6986
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            ol9020496_si_002.cif
_cod_data_source_block           NM7_48_3
_cod_depositor_comments
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The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_database_code               1504240