Unusual Transformation of the Diarylmethanol Derivative into an Unknown 1,2,3,6,7,10-Hexahydroxylated Anthracene System
Piotr Bałczewski; Marek Koprowski; Agnieszka Bodzioch; Bernard Marciniak; Ewa Róžycka-Sokołowska; Journal of Organic Chemistry 71 (2006) 2899–2902; doi:10.1021/jo052599x

data_4021611
_publ_contact_author_address
;Center of Molecular and Macromolecular Studies,
 Polish Academy of Sciences,
 Department of Heteroorganic Chemistry,
 ul. Sienkiewicza 112, Poland 
 90-363 Lodz
 Poland
;
_publ_contact_author_email       pbalczew@bilbo.cbmm.lodz.pl
_publ_contact_author_fax         '+48 42 6847126............'
_publ_contact_author_name        'Ba\/lczewski Piotr'
_publ_contact_author_phone       '+48 42 6803202............'
_publ_section_title
;
 Unusual Transformation of the Diarylmethanol Derivative into
 an Unknown 1,2,3,6,7,10-Hexahydroxylated Anthracene System
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2899
_journal_page_last               2902
_journal_paper_doi               10.1021/jo052599x
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C25 H22 O6'
_chemical_formula_sum            'C25 H22 O6'
_chemical_formula_weight         418.43
_chemical_name_systematic
; 
 10-benzyloxy-1,2,3-trimethoxy-6,7-(methylene-1,3-dioxy) anthracene 
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                113.74(3)
_cell_angle_beta                 92.24(3)
_cell_angle_gamma                104.11(3)
_cell_formula_units_Z            2
_cell_length_a                   7.985(2)
_cell_length_b                   11.404(2)
_cell_length_c                   12.996(3)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      7
_cell_volume                     1038.0(5)
_computing_cell_refinement       'Kuma KM4B8 Software (Galdecki et al., 1996)'
_computing_data_collection       'Kuma KM4B8 Software (Galdecki et al., 1996)'
_computing_data_reduction        'Kuma KM4B8 Software (Galdecki et al., 1996)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia,1997), PLATON(Spek,2000)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'Kuma KM-4 diffractometer'
_diffrn_measurement_method       'w-2theta scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_av_sigmaI/netI    0.0866
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7121
_diffrn_reflns_theta_full        67.90
_diffrn_reflns_theta_max         67.90
_diffrn_reflns_theta_min         5.78
_diffrn_standards_decay_%        1.04
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear pale yellow'
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.0032(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         3694
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0549
_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^)+(0.0711P)^2^+0.1844P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1484
_refine_ls_wR_factor_ref         0.1548
_reflns_number_gt                3161
_reflns_number_total             3694
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo052599xsi20051219_112405.cif
_cod_database_code               4021611