Dicobalt Hexacarbonyl Complexes of Alkynyl Imines in a Sequential Staudinger/Pauson-Khand Process. A Route to New Fused Tricyclic β-Lactams
Clarisse Olier; Nadia Azzi; Gérard Gil; Stéphane Gastaldi; Michèle P. Bertrand; Journal of Organic Chemistry 73 (2008) 8469–8473; doi:10.1021/jo801668b

data_4023821
_publ_contact_author_address
;
   Laboratoire de Chimie Moleculaire Organique
   UMR 6264 LCP boite 562
   Universite Paul Cezanne
   Faculte des Sciences St Jerome
   Avenue Escadrille Normandie Niemen
   13397 Marseille Cedex 20 France. 
;
_publ_contact_author_email       michele.bertrand@univ-cezanne.fr
_publ_contact_author_name        'Michele, P., Bertrand'
_publ_section_title
;
 Dicobalt Hexacarbonyl Complexes of Alkynyl Imines in
 a Sequential Staudinger/Pauson-Khand Process.
 A Route to New Fused Tricyclic \b-Lactams
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8469
_journal_page_last               8473
_journal_paper_doi               10.1021/jo801668b
_journal_volume                  73
_journal_year                    2008
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C23 H22 N2 O4 S1'
_chemical_formula_sum            'C23 H22 N2 O4 S'
_chemical_formula_weight         422.49
_chemical_name_systematic
;
 3-Benzenesulfonyl-7-methyl-1-phenyl-2a,3,4,4a,5,7b-
hexahydro-1H-1,3-diaza-cyclobut[e]indene-2,6-dione 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2008-04-30T15:47:39-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                97.111(2)
_cell_angle_beta                 92.414(1)
_cell_angle_gamma                112.811(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0604(3)
_cell_length_b                   8.3944(3)
_cell_length_c                   16.6281(8)
_cell_measurement_reflns_used    14021
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      1.24
_cell_measurement_wavelength     0.71073
_cell_volume                     1024.12(7)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_av_unetI/netI     0.046
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4822
_diffrn_reflns_theta_full        28.19
_diffrn_reflns_theta_max         28.19
_diffrn_reflns_theta_min         1.24
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.37
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4822
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1296P)^2^+0.0562P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.2121
_reflns_number_gt                3409
_reflns_number_total             4822
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801668b_si_001_1.cif
_cod_data_source_block           compound_13b
_cod_database_code               4023821