Cyclization of Tetraaryl-Substituted Benzoquinones and Hydroquinones through the Scholl Reaction.
Ye, Qun; Zhang, Zhen; Png, Zhuang Mao; Neo, Wei Teng; Lin, Tingting; Zeng, Huining; Xu, Hui; Xu, Jianwei; The Journal of organic chemistry 81 (2016) 9219–9226; doi:10.1021/acs.joc.6b01785

data_4037230
_publ_section_title
;
 Cyclization of Tetraaryl-Substituted Benzoquinones and Hydroquinones
 through the Scholl Reaction.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9219
_journal_page_last               9226
_journal_paper_doi               10.1021/acs.joc.6b01785
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C24 H25.50 Cl1.50 O'
_chemical_formula_sum            'C24 H25.5 Cl1.5 O'
_chemical_formula_weight         384.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 111.283(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.4628(12)
_cell_length_b                   6.9001(5)
_cell_length_c                   18.9585(19)
_cell_measurement_reflns_used    5521
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      63.611
_cell_measurement_theta_min      2.501
_cell_volume                     2006.7(3)
_computing_cell_refinement
'SHELXTL, Acta Cryst., Sect. A 2008, 64, 112-122.'
_computing_data_collection       'APEX v2014.9.0'
_computing_data_reduction        'Saint, APEX v2014.9.0.'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'APEX v2014.9.0.'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'Sir 2014'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.794
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measurement_device_type  'Bruker AXS D8 Venture '
_diffrn_measurement_method       'profile data from \q/2\q scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1363
_diffrn_reflns_av_unetI/netI     0.3515
_diffrn_reflns_Laue_measured_fraction_max 0.874
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4836
_diffrn_reflns_point_group_measured_fraction_max 0.874
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         63.611
_diffrn_reflns_theta_min         2.501
_exptl_absorpt_coefficient_mu    2.360
_exptl_absorpt_correction_T_max  0.802
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       'thin plate'
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.0001(3)
_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   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         3146
_refine_ls_number_restraints     291
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1929
_refine_ls_R_factor_gt           0.0995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1463P)^2^+1.6688P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2515
_refine_ls_wR_factor_ref         0.2823
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1594
_reflns_number_total             3146
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo6b01785_si_002.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_original_formula_sum        'C24 H25.50 Cl1.50 O'
_cod_database_code               4037230
_shelx_estimated_absorpt_t_min   0.726
_shelx_estimated_absorpt_t_max   0.802
_shelxl_version_number           2014/6
_shelx_res_checksum              56250
_shelx_hkl_checksum              83361