Concise synthesis of oxacyclic compounds using highly discriminative two-way transformations of α,β-unsaturated esters in the presence of enones
Morita, Kenta; Ohta, Reiya; Aoyama, Hiroshi; Yahata, Kenzo; Arisawa, Mitsuhiro; Fujioka, Hiromichi; Chem. Commun.  (2017) –; doi:10.1039/C7CC03287K

data_7120226
_publ_section_title
;
 Concise synthesis of oxacyclic compounds using highly discriminative
 two-way transformations of \a,\b-unsaturated esters in the presence of
 enones
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC03287K
_journal_year                    2017
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C28 H26 O P, C F3 O3 S'
_chemical_formula_sum            'C29 H26 F3 O4 P S'
_chemical_formula_weight         558.55
_chemical_melting_point          435.15
_chemical_name_systematic
(3-oxo-1-phenylbutyl)triphenylphosphoniumtrifluoromethanesulfonate
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-09-29T18:04:57-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2016-10-03 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.7610(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   17.1568(3)
_cell_length_b                   31.6078(6)
_cell_length_c                   19.9304(4)
_cell_measurement_reflns_used    89279
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      2.945
_cell_measurement_wavelength     1.54178
_cell_volume                     10732.9(4)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction
'CrystalClear (Rigaku/MSC Inc., 2006), SORTAV (Blessing, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'curved image-plate'
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'quarter \C-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-Axis Rapid'
_diffrn_measurement_method       'phi or omega oscillation scans'
_diffrn_orient_matrix_type       fs_process
_diffrn_orient_matrix_UB_11      -0.054907
_diffrn_orient_matrix_UB_12      0.00814
_diffrn_orient_matrix_UB_13      -0.017718
_diffrn_orient_matrix_UB_21      0.019367
_diffrn_orient_matrix_UB_22      0.012359
_diffrn_orient_matrix_UB_23      -0.041156
_diffrn_orient_matrix_UB_31      -0.007423
_diffrn_orient_matrix_UB_32      -0.027963
_diffrn_orient_matrix_UB_33      -0.023348
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            112007
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.241
_diffrn_reflns_theta_min         2.946
_diffrn_source                   'sealed x-ray tube'
_exptl_absorpt_coefficient_mu    2.247
_exptl_absorpt_correction_T_max  0.650
_exptl_absorpt_correction_T_min  0.270
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4930
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.21
_refine_diff_density_max         1.166
_refine_diff_density_min         -0.82
_refine_diff_density_rms         0.08
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.847
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1369
_refine_ls_number_reflns         19601
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.847
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0672
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1903P)^2^+3.2505P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2098
_refine_ls_wR_factor_ref         0.2349
_reflns_number_gt                13494
_reflns_number_total             19601
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc03287k2.cif
_cod_data_source_block           c29h26
_cod_depositor_comments
;

2017-11-17
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_moiety     'C29 H26 F3 O4 P1 S1'
_cod_original_formula_sum        'C123.25 H110.50 F12.75 O17 P4.25 S4.25'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     2373.74
_cod_database_code               7120226