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_4023822
_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_formula_sum            'C24 H25 Cl3 N2 O4 S'
_chemical_formula_weight         543.87
_chemical_name_systematic
; 
 Benzenesulfonyl-5-methyl-6-oxo-2,3,4,6,7,7a-
hexahydro-1H-2-pyrindine-3-carboxylic acid phenylamide  
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 116.5581(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8864(1)
_cell_length_b                   16.4396(2)
_cell_length_c                   19.6870(3)
_cell_measurement_reflns_used    18389
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.97
_cell_measurement_theta_min      1.16
_cell_volume                     2572.57(6)
_computing_cell_refinement
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Bruker-Nonius, 1998)'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'Phi scan'
_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  0.036
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            18389
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          .4
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0632
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1342P)^2^+1.4584P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1978
_refine_ls_wR_factor_ref         0.2185
_reflns_number_gt                3946
_reflns_number_total             4750
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801668b_si_001_2.cif
_cod_data_source_block           compound_14b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4023822