Direct Synthesis of Fused, Bicyclic γ-Butyrolactones via Tandem Reductive Cyclization-Carbonylation of Tethered Enals and Enones
William E. Crowe; An T. Vu; Journal of the American Chemical Society 118 (1996) 1557–1558; doi:10.1021/ja9535874

data_4117110
_publ_section_title
;
 Direct Synthesis of Fused, Bicyclic \g-Butyrolactones via Tandem
 Reductive Cyclization-Carbonylation of Tethered Enals and Enones
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1557
_journal_page_last               1558
_journal_paper_doi               10.1021/ja9535874
_journal_volume                  118
_journal_year                    1996
_chemical_formula_sum            'C17 H22 O Ti'
_chemical_formula_weight         290.25
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 112.79(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.321(6)
_cell_length_b                   10.280(5)
_cell_length_c                   12.601(7)
_cell_measurement_temperature    173(2)
_cell_volume                     1471.4(14)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       'Siemens P4 '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2311
_diffrn_reflns_theta_max         22.49
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    0.571
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_description       plates
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       0.0248(26)
_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_all   1.156
_refine_ls_goodness_of_fit_obs   1.165
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         1753
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.710
_refine_ls_restrained_S_obs      1.165
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_obs          0.0657
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0508P)^2^+7.1518P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2650
_refine_ls_wR_factor_obs         0.1678
_reflns_number_observed          1511
_reflns_number_total             1775
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja9535874_1.cif
_cod_data_source_block           aviii35
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0508P)^2^+7.1518P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0508P)^2^+7.1518P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1471.4(12)
_cod_database_code               4117110