GaCl3-catalyzed formation of eight-membered rings from enynes bearing a cyclic olefin.
Kim, Soo Min; Lee, Sang Ick; Chung, Young Keun; Organic letters 8 (2006) 5425–5427; doi:10.1021/ol061801v

data_1506202
_publ_section_title
;
 GaCl3-catalyzed formation of eight-membered rings from enynes bearing a
 cyclic olefin.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              5425
_journal_page_last               5427
_journal_paper_doi               10.1021/ol061801v
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C9.5 H11.5 N0.5 O S0.5'
_chemical_formula_weight         164.72
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.5160(10)
_cell_angle_beta                 95.9680(10)
_cell_angle_gamma                95.3750(10)
_cell_formula_units_Z            2
_cell_length_a                   5.0300(4)
_cell_length_b                   12.3658(9)
_cell_length_c                   14.0720(10)
_cell_measurement_temperature    293(2)
_cell_volume                     843.74(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8794
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.101
_exptl_crystal_density_diffrn    0.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       0.045(4)
_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_ref   1.146
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         4159
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.146
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.188
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0613P)^2^+0.2619P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1310
_reflns_number_gt                3375
_reflns_number_total             4159
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol061801vsi20060721_105509.cif
_cod_data_source_block           ga
_cod_original_formula_sum        'C9.50 H11.50 N0.50 O S0.50'
_cod_database_code               1506202