Unprecedented photochemical induced cascading rearrangement of the 3-azabicyclo[3.3.1]nonane skeleton.
Williams, Craig M.; Heim, Ralf; Brecknell, Douglas J.; Bernhardt, Paul V.; Organic & biomolecular chemistry 2 (2004) 806–807; doi:10.1039/b402200a

data_7150372
_publ_section_title
;
 Unprecedented photochemical induced cascading rearrangement of the
 3-azabicyclo[3.3.1]nonane skeleton.
;
_journal_issue                   6
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              806
_journal_page_last               807
_journal_paper_doi               10.1039/b402200a
_journal_volume                  2
_journal_year                    2004
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C24 H32 Br1 N1 O5'
_chemical_formula_structural     'C24 H32 BR N O5'
_chemical_formula_sum            'C24 H32 Br N O5'
_chemical_formula_weight         494.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_creation_date             2003-10-16T12:42:42-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 125.61(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.75(1)
_cell_length_b                   11.464(2)
_cell_length_c                   20.370(7)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      12.652
_cell_measurement_theta_min      9.072
_cell_measurement_wavelength     0.71073
_cell_volume                     4889(3)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius TurboCAD4'
_diffrn_measurement_method       'non-profiled omega scans'
_diffrn_orient_matrix_type
;
x-axis points to radiation source
the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_UB_11      -0.13371E-1
_diffrn_orient_matrix_UB_12      -0.61799E-1
_diffrn_orient_matrix_UB_13      -0.41609E-1
_diffrn_orient_matrix_UB_21      0.38718E-1
_diffrn_orient_matrix_UB_22      -0.46733E-1
_diffrn_orient_matrix_UB_23      0.40068E-1
_diffrn_orient_matrix_UB_31      -0.24578E-1
_diffrn_orient_matrix_UB_32      -0.04003
_diffrn_orient_matrix_UB_33      0.17505E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0746
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            4395
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.95
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_decay_%        19
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.715
_exptl_absorpt_correction_T_max  0.6272
_exptl_absorpt_correction_T_min  0.481
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was   5
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.05
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4295
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.1682
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0733P)^2^+3.6966P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1662
_reflns_number_gt                1781
_reflns_number_total             4295
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b402200a.txt
_cod_data_source_block           1950cw2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7150372
_exptl_absorpt_factor_mur        0.514
_exptl_absorpt_correction_t_ave  0.5276
_diffrn_standards_decay_corr_max 1.294
_diffrn_standards_decay_corr_min 1