Mercuric triflate-catalyzed tandem cyclization leading to polycarbocycles.
Imagawa, Hiroshi; Iyenaga, Tomoaki; Nishizawa, Mugio; Organic letters 7 (2005) 451–453; doi:10.1021/ol047472t

data_1517083
_publ_section_title
;
 Mercuric triflate-catalyzed tandem cyclization leading to
 polycarbocycles.
;
_journal_issue                   3
_journal_name_full               'Organic letters'
_journal_page_first              451
_journal_page_last               453
_journal_paper_doi               10.1021/ol047472t
_journal_volume                  7
_journal_year                    2005
_chemical_compound_source        synthetic
_chemical_formula_moiety         'C21 H28 O2 S '
_chemical_formula_sum            'C21 H28 O2 S'
_chemical_formula_weight         344.517
_chemical_name_systematic
;
 (4aS,8S,8aS)-4,7,8a-trimethyl-8-[(p-methylphenylsulfonyl)methyl]-
1,2,4a,5,8,8a-hexahydronaphthalene
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P -2bc -2c'
_symmetry_space_group_name_H-M   'P c 21 b'
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.8410(2)
_cell_length_b                   13.7550(5)
_cell_length_c                   17.4400(9)
_cell_measurement_temperature    298
_cell_volume                     1880.96(13)
_computing_cell_refinement       Scalepack(HKL)
_computing_data_collection       'DIP Image plate'
_computing_data_reduction        'maXus (Mackay et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.915
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device       'DIP Image plate'
_diffrn_measurement_method       IP
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.00947
_diffrn_orient_matrix_UB_12      -0.12627
_diffrn_orient_matrix_UB_13      -0.01575
_diffrn_orient_matrix_UB_21      0.03840
_diffrn_orient_matrix_UB_22      0.00481
_diffrn_orient_matrix_UB_23      -0.06166
_diffrn_orient_matrix_UB_31      0.04856
_diffrn_orient_matrix_UB_32      -0.00734
_diffrn_orient_matrix_UB_33      0.02967
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1859
_diffrn_reflns_theta_full        25.66
_diffrn_reflns_theta_max         25.66
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             744.0
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.55
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.107
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.14(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.193
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         1709
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.193
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0436
_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^)+(0.0967P)^2^+0.1727P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1316
_reflns_number_gt                1678
_reflns_number_total             1709
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol047472tsi20041209_070737.cif
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P c 21 b      '
_cod_original_formula_sum        'C21 H28 O2 S '
_cod_database_code               1517083