Kinetic Evidence for Dihapto (η2) π-Aryl Participation in Acid-Catalyzed Ring Opening of Diarylhomobenzoquinone Epoxides
Haruyasu Asahara; Kohta Saito; Naohiko Ikuma; Takumi Oshima; Journal of Organic Chemistry 75 (2010) 733–740; doi:10.1021/jo902179x

data_4025185
_publ_section_title
;
 Kinetic Evidence for Dihapto (\h2) \p-Aryl Participation in
 Acid-Catalyzed Ring Opening of Diarylhomobenzoquinone Epoxides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              733
_journal_page_last               740
_journal_paper_doi               10.1021/jo902179x
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C23 H22 O5 '
_chemical_formula_sum            'C23 H22 O5'
_chemical_formula_weight         378.42
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      7
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 110.3428(14)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   8.9422(2)
_cell_length_b                   10.7454(3)
_cell_length_c                   10.7371(3)
_cell_measurement_reflns_used    7140
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      71.5
_cell_measurement_theta_min      4.1
_cell_volume                     967.35(4)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8902
_diffrn_reflns_theta_full        71.62
_diffrn_reflns_theta_max         71.62
_exptl_absorpt_coefficient_mu    0.747
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            unknown
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_F_000             400.00
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.28
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1501 Friedel Pairs'
_refine_ls_abs_structure_Flack   1.05(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3310
_refine_ls_R_factor_gt           0.0481
_refine_ls_shift/su_max          0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0912P)^2^+0.0334P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1220
_reflns_number_gt                3214
_reflns_number_total             3310
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo902179x_si_002.cif
_cod_data_source_block           '_071112asa'
_cod_original_formula_sum        'C23 H22 O5 '
_cod_database_code               4025185