Synthesis of alkynyl cyclopropa[<i>c</i>]coumarins <i>via</i> propargyl sulfonium salts as C1 synthons.
Chandrasekar, Lavanya; Hsieh, Yun-Zhen; Chou, Hao-Tse; Huang, Yu-Chen; Liu, Wei-Min; Organic & biomolecular chemistry 22 (2024) 9219–9230; doi:10.1039/d4ob01089b

data_7160122
_publ_section_title
;
 Synthesis of alkynyl cyclopropa[<i>c</i>]coumarins <i>via</i> propargyl
 sulfonium salts as C1 synthons.
;
_journal_issue                   47
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9219
_journal_page_last               9230
_journal_paper_doi               10.1039/d4ob01089b
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C19 H11 Cl O3'
_chemical_formula_sum            'C19 H11 Cl O3'
_chemical_formula_weight         322.73
_chemical_name_systematic
(1S,1aR,7bR)-1a-(4-chlorobenzoyl)-1-ethynyl-1a,7b-dihydrocyclopropa[c]chromen-2(1H)-one
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2023-10-15 deposited with the CCDC.	2024-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.1577(3)
_cell_length_b                   19.5983(8)
_cell_length_c                   21.4037(10)
_cell_measurement_reflns_used    8129
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      66.80
_cell_measurement_theta_min      3.06
_cell_volume                     3002.5(2)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9534
_diffrn_reflns_theta_full        66.80
_diffrn_reflns_theta_max         66.80
_diffrn_reflns_theta_min         4.51
_exptl_absorpt_coefficient_mu    2.363
_exptl_absorpt_correction_T_max  0.8155
_exptl_absorpt_correction_T_min  0.2810
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2623
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0535
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0787P)^2^+1.8013P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1492
_reflns_number_gt                2367
_reflns_number_total             2623
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d4ob01089b2.cif
_cod_data_source_block           d24730
_cod_depositor_comments
'Adding full bibliography for 7160121--7160122.cif.'
_cod_database_code               7160122