Stereocontrolled access to optically-enriched oxabispidines
Heloise Brice; Duncan M. Gill; Laura Goldie; Philip S. Keegan; William J. Kerr; Per H. Svensson; Chem.Commun. 48 (2012) 4836–; doi:10.1039/c2cc30761h

data_7107646
_publ_section_title
;
 Stereocontrolled access to optically-enriched oxabispidines
;
_journal_name_full               Chem.Commun.
_journal_page_first              4836
_journal_paper_doi               10.1039/c2cc30761h
_journal_volume                  48
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C28 H29 Br N2 O4 '
_chemical_formula_sum            'C28 H29 Br N2 O4'
_chemical_formula_weight         537.43
_chemical_name_systematic
;
(13S,16R,17R,18R)-benzyl-7-benzyl-8-(2-bromophenyl)
-2-methoxy-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate.
;
_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_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'maXus and PLATON'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.68450(10)
_cell_length_b                   15.2060(4)
_cell_length_c                   22.1725(6)
_cell_measurement_reflns_used    3232
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.407
_cell_volume                     2590.87(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.05941
_diffrn_orient_matrix_UB_12      0.00179
_diffrn_orient_matrix_UB_13      -0.04011
_diffrn_orient_matrix_UB_21      -0.11570
_diffrn_orient_matrix_UB_22      0.00158
_diffrn_orient_matrix_UB_23      0.02062
_diffrn_orient_matrix_UB_31      0.00440
_diffrn_orient_matrix_UB_32      0.06572
_diffrn_orient_matrix_UB_33      0.00060
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            5793
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         0.92
_exptl_absorpt_coefficient_mu    1.620
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Prismatic block'
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.177
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.018(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0589P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                3706
_reflns_number_total             5766
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc30761h.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C28 H29 Br N2 O4 '
_cod_database_code               7107646