Synthesis of novel and uniquely shaped 3-azabicyclo[4.2.0]octan-4-one derivatives by sequential Ugi/[2+2] ene-enone photocycloadditions.
Akritopoulou-Zanze, Irini; Whitehead, Alan; Waters, Jan E.; Henry, Rodger F.; Djuric, Stevan W.; Organic letters 9 (2007) 1299–1302; doi:10.1021/ol070164l

data_1505337
_publ_section_title
;
 Synthesis of novel and uniquely shaped 3-azabicyclo[4.2.0]octan-4-one
 derivatives by sequential Ugi/[2+2] ene-enone photocycloadditions.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1299
_journal_page_last               1302
_journal_paper_doi               10.1021/ol070164l
_journal_volume                  9
_journal_year                    2007
_chemical_formula_sum            'C27 H28 Cl N2 O5'
_chemical_formula_weight         495.96
_chemical_name_systematic
; 
 ? 
;
_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                 103.324(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.239(7)
_cell_length_b                   22.483(12)
_cell_length_c                   9.188(5)
_cell_measurement_temperature    293(2)
_cell_volume                     2460(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.778
_diffrn_measured_fraction_theta_max 0.778
_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  0.1958
_diffrn_reflns_av_sigmaI/netI    0.4239
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6882
_diffrn_reflns_theta_full        28.25
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.196
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1044
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         4740
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.868
_refine_ls_R_factor_all          0.3085
_refine_ls_R_factor_gt           0.1197
_refine_ls_shift/su_max          4.149
_refine_ls_shift/su_mean         0.090
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0855P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2337
_refine_ls_wR_factor_ref         0.3103
_reflns_number_gt                1283
_reflns_number_total             4740
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol070164lsi20070122_054721.cif
_cod_data_source_block           x338u
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1505337