Aerobic Oxidation of 2,3,6-Trimethylphenol to Trimethyl-1,4-benzoquinone with Copper(II) Chloride as Catalyst in Ionic Liquid and Structure of the Active Species
Hongjian Sun; Klaus Harms; Joerg Sundermeyer; Journal of the American Chemical Society 126 (2004) 9550–9551; doi:10.1021/ja0391964

data_4112811
_publ_section_title
;
 Aerobic Oxidation of 2,3,6-Trimethylphenol to Trimethyl-1,4-benzoquinone
 with Copper(II) Chloride as Catalyst in Ionic Liquid and Structure of the
 Active Species
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9550
_journal_page_last               9551
_journal_paper_doi               10.1021/ja0391964
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C128 H240 Cl64 Cu16 N21 O4'
_chemical_formula_sum            'C32 H60 Cl10 Cu4 N8 O'
_chemical_formula_weight         1181.54
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   calculated
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.852(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   35.020(2)
_cell_length_b                   16.6352(6)
_cell_length_c                   19.7332(12)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     9970.5(10)
_computing_cell_refinement       'STOE Win-Cell (X-Area)'
_computing_data_collection       'STOE Win-Expoese (X-Area)'
_computing_data_reduction        'STOE Win-Integrate (X-Area)'
_computing_molecular_graphics    'Diamond 2.1'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-92
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS'
_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  0.0556
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22886
_diffrn_reflns_theta_full        22.50
_diffrn_reflns_theta_max         22.50
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    2.254
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_type   'empirical from multiscanned reflections'
_exptl_absorpt_process_details   'Platon multiscan'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_description       prism
_exptl_crystal_F_000             4816
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       0.00007(2)
_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   1.245
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         6482
_refine_ls_number_restraints     465
_refine_ls_restrained_S_all      1.211
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0695
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+231.2132P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1317
_refine_ls_wR_factor_ref         0.1359
_reflns_number_gt                5277
_reflns_number_total             6482
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0391964si20031105_053754.cif
_cod_data_source_block           hs01
_cod_original_cell_volume        9970.6(9)
_cod_database_code               4112811