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_4025184
_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         'C21 H16 Cl2 O3 '
_chemical_formula_sum            'C21 H16 Cl2 O3'
_chemical_formula_weight         387.26
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 107.2044(11)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   13.6787(3)
_cell_length_b                   15.7928(3)
_cell_length_c                   17.9803(4)
_cell_measurement_reflns_used    29953
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      71.5
_cell_measurement_theta_min      3.4
_cell_volume                     3710.40(14)
_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 0.983
_diffrn_measured_fraction_theta_max 0.983
_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  0.076
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13282
_diffrn_reflns_theta_full        71.48
_diffrn_reflns_theta_max         71.48
_exptl_absorpt_coefficient_mu    3.298
_exptl_absorpt_correction_T_max  0.719
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1600.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.59
_refine_diff_density_min         -0.41
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     471
_refine_ls_number_reflns         7111
_refine_ls_R_factor_gt           0.0762
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1570P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2478
_reflns_number_gt                4773
_reflns_number_total             7111
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo902179x_si_001.cif
_cod_data_source_block           '_asa090115'
_cod_original_cell_volume        3710.40(13)
_cod_original_formula_sum        'C21 H16 Cl2 O3 '
_cod_database_code               4025184