Intramolecular azide trapping of the Nazarov intermediate: formation of peroxy-bridged indolizidinones via a deep-seated rearrangement and aerobic oxidation.
Rostami, Ali; Wang, Yong; Arif, Atta M.; McDonald, Robert; West, F. G.; Organic letters 9 (2007) 703–706; doi:10.1021/ol070053m

data_1505323
_publ_section_title
;
 Intramolecular azide trapping of the Nazarov intermediate: formation of
 peroxy-bridged indolizidinones via a deep-seated rearrangement and
 aerobic oxidation.
;
_journal_issue                   4
_journal_name_full               'Organic letters'
_journal_page_first              703
_journal_page_last               706
_journal_paper_doi               10.1021/ol070053m
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C15 H17 N O3'
_chemical_formula_sum            'C15 H17 N O3'
_chemical_formula_weight         259.30
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'manual editing of SHELXL template'
_cell_angle_alpha                90.00
_cell_angle_beta                 105.7669(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.7723(5)
_cell_length_b                   7.1792(2)
_cell_length_c                   14.2615(7)
_cell_measurement_reflns_used    2255
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      27.680
_cell_measurement_theta_min      1.018
_cell_volume                     1258.50(9)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        DENZO
_computing_molecular_graphics    'WinGX, Ortep3'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      200(1)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD Diffractometer'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0261
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_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
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_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4595
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_diffrn_reflns_theta_max         27.77
_diffrn_reflns_theta_min         4.72
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
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_exptl_crystal_size_min          0.13
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_refine_ls_number_reflns         2941
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_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0390
_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^)+(0.0339P)^2^+0.2783P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0994
_reflns_number_gt                2406
_reflns_number_total             2941
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ol070053msi20070108_060344.cif
_cod_data_source_block           13a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               1505323