Ruthenium-Catalyzed Cycloaddition of 1,6-Diynes with Isothiocyanates and Carbon Disulfide: First Transition-Metal Catalyzed [2 + 2 + 2] Cocyclotrimerization Involving CS Double Bond
Yoshihiko Yamamoto; Hideyuki Takagishi; Kenji Itoh; Journal of the American Chemical Society 124 (2002) 28–29; doi:10.1021/ja016510q

data_4114571
_publ_section_title
;
 Ruthenium-Catalyzed Cycloaddition of 1,6-Diynes with Isothiocyanates and
 Carbon Disulfide: First Transition-Metal Catalyzed [2 + 2 + 2]
 Cocyclotrimerization Involving CS Double Bond
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              28
_journal_page_last               29
_journal_paper_doi               10.1021/ja016510q
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C15 H17 N O6 S'
_chemical_formula_weight         339.36
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.057(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.9808(10)
_cell_length_b                   11.2342(16)
_cell_length_c                   20.146(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1579.9(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7657
_diffrn_reflns_theta_full        23.27
_diffrn_reflns_theta_max         23.27
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_type   'empirical (SADABS) '
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.637
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2279
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.637
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0541
_refine_ls_shift/su_max          0.202
_refine_ls_shift/su_mean         0.024
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1808P)^2^+1.9580P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1460
_refine_ls_wR_factor_ref         0.1556
_reflns_number_gt                2005
_reflns_number_total             2279
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja016510q_s3.cif
_cod_data_source_block           yamamot
_cod_database_code               4114571