Metal ion promoted tautomerization and C-N bond cleavage: conversion of catechol to a p-benzoquinone derivative
Pinaki Saha; Amit Saha Roy; Thomas Weyhermuller; Prasanta Ghosh; Chem.Commun. 50 (2014) 13073–; doi:10.1039/C4cc05286B

data_7115821
_publ_section_title
;
 Metal ion promoted tautomerization and C-N bond cleavage: conversion of
 catechol to a p-benzoquinone derivative
;
_journal_name_full               Chem.Commun.
_journal_page_first              13073
_journal_paper_doi               10.1039/C4cc05286B
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C29 H28 N4 O'
_chemical_formula_weight         448.55
_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                70.137(5)
_cell_angle_beta                 70.544(5)
_cell_angle_gamma                77.237(4)
_cell_formula_units_Z            2
_cell_length_a                   9.4903(8)
_cell_length_b                   10.9524(10)
_cell_length_c                   13.6734(12)
_cell_measurement_reflns_used    5810
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.46
_cell_measurement_theta_min      2.61
_cell_volume                     1251.0(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0286
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19274
_diffrn_reflns_theta_full        24.85
_diffrn_reflns_theta_max         24.85
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.996
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2008)'
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rectangle
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4296
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0887P)^2^+0.1230P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1584
_reflns_number_gt                3107
_reflns_number_total             4296
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc05286b2.cif
_cod_data_source_block           Qpno_0m
_cod_original_cell_volume        1251.02(19)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7115821