Tandem Esterification/1,4-Addition-Type Friedel-Crafts Alkylation Reactions of Phenols/Naphthols with Olefinic Thioazlactones: Access to Functionalized 1,2-Dihydrobenzo[f]chromen-3-ones and 3,4-Dihydrochromen-2-ones.
Ziyaei Halimehjani, Azim; Khoshdoun, Maryam; The Journal of organic chemistry 81 (2016) 5699–5704; doi:10.1021/acs.joc.6b00740

data_4036864
_publ_section_title
;
 Tandem Esterification/1,4-Addition-Type Friedel-Crafts Alkylation
 Reactions of Phenols/Naphthols with Olefinic Thioazlactones: Access to
 Functionalized 1,2-Dihydrobenzo[f]chromen-3-ones and
 3,4-Dihydrochromen-2-ones.
;
_journal_issue                   13
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5699
_journal_page_last               5704
_journal_paper_doi               10.1021/acs.joc.6b00740
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C27 H21 N O2 S2'
_chemical_formula_weight         455.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 98.73(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.715(2)
_cell_length_b                   25.322(5)
_cell_length_c                   17.325(3)
_cell_measurement_temperature    298(2)
_cell_volume                     4646.2(15)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2445
_diffrn_reflns_av_unetI/netI     0.7179
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22642
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.507
_exptl_absorpt_coefficient_mu    0.253
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             1904
_refine_diff_density_max         0.129
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.436
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         7889
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.436
_refine_ls_R_factor_all          0.3016
_refine_ls_R_factor_gt           0.0412
_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^)] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0580
_refine_ls_wR_factor_ref         0.1085
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1173
_reflns_number_total             7889
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo6b00740_si_001.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4036864
_shelxl_version_number           2014-1
_shelx_res_checksum              33785
_shelx_hkl_checksum              66796