One-pot ruthenium catalyzed synthesis of spiro[pyrrolidin-2-one] derivatives by a [2 + 2 + 1] cycloaddition of ketimines, carbon monoxide and ethylene
Göbel, Angela; Imhof, Wolfgang; Chemical Communications  (2001) 593–; doi:10.1039/b008290m

data_7114770
_publ_section_title
;
 One-pot ruthenium catalyzed synthesis of spiro[pyrrolidin-2-one]
 derivatives by a [2 + 2 + 1] cycloaddition of ketimines, carbon monoxide
 and ethylene
;
_journal_issue                   7
_journal_name_full               'Chemical Communications'
_journal_page_first              593
_journal_paper_doi               10.1039/b008290m
_journal_year                    2001
_chemical_formula_sum            'C24 H27 N3 O2'
_chemical_formula_weight         389.49
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2350(4)
_cell_length_b                   11.1009(6)
_cell_length_c                   23.0091(15)
_cell_measurement_temperature    183(2)
_cell_volume                     2103.4(2)
_computing_cell_refinement       DENZO
_computing_data_collection       DENZO
_computing_data_reduction        DENZO
_computing_molecular_graphics    XP
_computing_publication_material  XP
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_measurement_device       KAPPA-CCD
_diffrn_measurement_method       'phi-scan, omega-scan'
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_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.1073
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_diffrn_reflns_limit_h_min       -10
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_diffrn_reflns_number            11462
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         3.55
_exptl_absorpt_coefficient_mu    0.079
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
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_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.88(247)
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4734
_refine_ls_number_restraints     0
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_refine_ls_restrained_S_obs      1.069
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_refine_ls_shift/esd_mean        0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+0.6955P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1741
_refine_ls_wR_factor_obs         0.1507
_reflns_number_observed          3079
_reflns_number_total             4734
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b008290m.txt
_cod_data_source_block           kat
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'orthorhmbic' was replaced with
'orthorhombic' value as specified in the replacement file
'/home/robertas/cod-tools/perl-scripts/inputs/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+0.6955P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0779P)^2^+0.6955P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7114770