An Azomethine Ylide Approach to Complex Alkaloid-like Heterocycles
William V. Murray; David Francois; Amy Maden; Ignatius Turchi; Journal of Organic Chemistry 72 (2007) 3097–3099; doi:10.1021/jo062579a

data_4022829
_publ_contact_author_address
;Johnson & Johnson 
Pharmaceutical Research and Development LLC
8 Clarke Drive, Cranbury, NJ 08512
;
_publ_contact_author_email       wmurray@prdus.jnj.com
_publ_contact_author_fax         ' 1-609-655-6930'
_publ_contact_author_name        'William V. Murray Ph.D'
_publ_contact_author_phone       ' 1-609-655-6932'
_publ_section_title
;
 An Azomethine Ylide Approach to Complex Alkaloid-like Heterocycles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3097
_journal_page_last               3099
_journal_paper_doi               10.1021/jo062579a
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C31 H32 N2 O7'
_chemical_formula_weight         544.59
_chemical_name_common
;
2,3-Dibenzyl-1-oxo-2,3,3a,4,8,8a-hexahydro-1h-2,4a-diaza-s-indacine-
4,5,6-tricarboxylic acid 4-ethyl ester 5,6-dimethylester (3S, 3aR, 4R, 8aR) 
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                81.619(3)
_cell_angle_beta                 84.219(3)
_cell_angle_gamma                89.985(3)
_cell_formula_units_Z            2
_cell_length_a                   7.2244(12)
_cell_length_b                   11.634(2)
_cell_length_c                   16.513(3)
_cell_measurement_reflns_used    2271
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      21.278
_cell_measurement_theta_min      3.926
_cell_volume                     1366.0(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker SMART APEX 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  0.0601
_diffrn_reflns_av_sigmaI/netI    0.1178
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13558
_diffrn_reflns_theta_full        28.99
_diffrn_reflns_theta_max         28.99
_diffrn_reflns_theta_min         3.93
_diffrn_standards_decay_%        0.00
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.193
_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   0.7(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     727
_refine_ls_number_reflns         11947
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.883
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0666
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1329
_reflns_number_gt                7464
_reflns_number_total             11947
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo062579asi20070105_043852.cif
_cod_data_source_block           cgu4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4022829