Construction of cyclopenta[b]dihydronaphthofurans via TsOH-catalyzed consecutive biscyclization of dithioallylic alcohols and 1-styrylnaphthols
Li, He-Ping; Wu, Xiao-Ling; Zhan, Gu; Fu, Xue-Ju; Chen, Jian-Hua; He, Xiang-Hong; Han, Bo; Chemical Communications 59 (2023) 2275–2278; doi:10.1039/D2CC06324G

data_7131316
_publ_section_title
;
 Construction of cyclopenta[b]dihydronaphthofurans via TsOH-catalyzed
 consecutive biscyclization of dithioallylic alcohols and
 1-styrylnaphthols
;
_journal_issue                   16
_journal_name_full               'Chemical Communications'
_journal_page_first              2275
_journal_page_last               2278
_journal_paper_doi               10.1039/D2CC06324G
_journal_volume                  59
_journal_year                    2023
_chemical_formula_sum            'C23 H20 O4 S2'
_chemical_formula_weight         424.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2022-10-21 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.235(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.1975(5)
_cell_length_b                   20.3322(11)
_cell_length_c                   19.3584(11)
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.27
_cell_measurement_theta_min      3.18
_cell_volume                     3936.8(4)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1191
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            63099
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.654
_diffrn_reflns_theta_min         3.184
_exptl_absorpt_coefficient_mu    2.690
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
_refine_diff_density_max         1.166
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       0.00173(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     524
_refine_ls_number_reflns         7026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.1010
_refine_ls_R_factor_gt           0.0760
_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^)+(0.1027P)^2^+4.0054P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1954
_refine_ls_wR_factor_ref         0.2198
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5048
_reflns_number_total             7026
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc06324g4.cif
_cod_data_source_block           20220322HB_0m_a
_cod_depositor_comments
;

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C46 H40 O8 S4'
_cod_original_formula_weight         849.02
_cod_original_formula_units_Z            4
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7131316
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              75120
_shelx_hkl_checksum              16375