Aromatic Cations from Oxidative Carbon-Hydrogen Bond Cleavage in Bimolecular Carbon-Carbon Bond Forming Reactions
Dane J. Clausen; Paul E. Floreancig; Journal of Organic Chemistry 77 (2012) 6574–6582; doi:10.1021/jo301185h

data_4027355
_publ_section_title
;
 Aromatic Cations from Oxidative Carbon-Hydrogen Bond Cleavage in
 Bimolecular Carbon-Carbon Bond Forming Reactions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6574
_journal_page_last               6582
_journal_paper_doi               10.1021/jo301185h
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C20 H17 N5 O5'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_gamma                90.81(3)
_cell_formula_units_Z            2
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_cell_length_b                   11.880(7)
_cell_length_c                   15.389(8)
_cell_measurement_reflns_used    192
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.46
_cell_measurement_theta_min      3.10
_cell_volume                     957.8(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.912
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'ImUs microfocus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1587
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_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
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_diffrn_reflns_limit_l_min       -16
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_diffrn_reflns_theta_full        65.94
_diffrn_reflns_theta_max         65.94
_diffrn_reflns_theta_min         3.10
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_exptl_absorpt_correction_T_max  0.9827
_exptl_absorpt_correction_T_min  0.9022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Sadabs'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       needle
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.317
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_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
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_refine_ls_number_reflns         3046
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_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.2896
_refine_ls_R_factor_gt           0.1007
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_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0780P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1999
_refine_ls_wR_factor_ref         0.2759
_reflns_number_gt                949
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_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo301185h_si_001.cif
_cod_data_source_block           clausen2_0m
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_cod_database_code               4027355