3-(2,4-Dibromoanilino)-2,2-dimethyl-2,3-dihydronaphtho[1,2-<i>b</i>]furan-4,5-dione: a new substituted arylamino nor-β-lapachone derivative
Silva, Jr, Eufrânio N. da; De Simone, Carlos A.; Goulart, Marília O. F.; Andrade, Carlos K. Z.; Silva, Raphael S. F.; Pinto, Antonio V.; Acta Crystallographica Section E 64 (2008) o2348–; doi:10.1107/S1600536808034545

data_2220359
_publ_section_title
;3-(2,4-Dibromoanilino)-2,2-dimethyl-2,3-dihydronaphtho[1,2-<i>b</i>]furan-4,5-dione:
 a new substituted arylamino nor-\b-lapachone derivative
;
_journal_coeditor_code           TK2311
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2348
_journal_paper_doi               10.1107/S1600536808034545
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C20 H15 Br2 N O3'
_chemical_formula_moiety         'C20 H15 Br2 N O3'
_chemical_formula_sum            'C20 H15 Br2 N O3'
_chemical_formula_weight         477.15
_chemical_name_systematic
;
3-(2,4-Dibromoanilino)-2,2-dimethyl-2,3-dihydronaphtho[1,2-<i>b</i>]furan-
4,5-dione
;
_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
_cell_angle_alpha                112.073(2)
_cell_angle_beta                 95.546(2)
_cell_angle_gamma                108.696(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1430(3)
_cell_length_b                   11.2584(4)
_cell_length_c                   11.4742(5)
_cell_measurement_reflns_used    7882
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.0
_cell_volume                     894.70(6)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) and SCALEPACK'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'Enraf Nonius FR590'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.032
_diffrn_reflns_av_sigmaI/netI    0.031
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9784
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.7
_exptl_absorpt_coefficient_mu    4.550
_exptl_absorpt_correction_T_max  0.490
_exptl_absorpt_correction_T_min  0.272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.59
_refine_diff_density_min         -1.49
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.09
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4070
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.09
_refine_ls_R_factor_all          0.054
_refine_ls_R_factor_gt           0.048
_refine_ls_shift/su_max_lt       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^)+(0.0642P)^2^+1.7472P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.134
_refine_ls_wR_factor_ref         0.139
_reflns_number_gt                3610
_reflns_number_total             4099
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            tk2311.cif
_cod_data_source_block           I
_cod_database_code               2220359
_cod_database_fobs_code          2220359