Two isomers of 2,4-dibenzyl-8-azabicyclo[3.2.1]octan-3-ol
Zheng, Guangrong; Parkin, Sean; Dwoskin, Linda P.; Crooks, Peter A.; Acta Crystallographica Section C 60 (2004) o9–o11; doi:10.1107/S0108270103026520

data_2013878
_publ_section_title
;
 Two isomers of 2,4-dibenzyl-8-azabicyclo[3.2.1]octan-3-ol
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o9
_journal_page_last               o11
_journal_paper_doi               10.1107/S0108270103026520
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C22 H27 N O'
_chemical_formula_moiety         'C22 H27 N O'
_chemical_formula_sum            'C22 H27 N O'
_chemical_formula_weight         321.45
_chemical_name_common            2\a,4\a-dibenzyl-3\b-tropanol
_chemical_name_systematic
;
2\a,4\a-dibenzyl-8-methyl-8-azabicyclo[3.2.1]octane-3\b-ol
;
_space_group_IT_number           36
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.8580(8)
_cell_length_b                   10.5480(9)
_cell_length_c                   9.2364(8)
_cell_measurement_reflns_used    4871
_cell_measurement_temperature    173.0(10)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1739.8(2)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO--SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 1994)'
_computing_publication_material
;
SHELX97-2 (Sheldrick, 1997) and local procedures
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.0(10)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       '\w scans at fixed \c = 55\%'
_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  0.0750
_diffrn_reflns_av_sigmaI/netI    0.0703
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5089
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.205
_refine_ls_abs_structure_details
;
  Flack H D (1983), Acta Cryst. A39, 876-881
  The absolute structure of the crystal cannot be determined from the x-ray
  data because it is an all light atom structure determined with Mo K\a data.
  The quoted value of the Flack parameter was obtained in the conventional
  way, as a variable in a full-matrix least-squares refinement against data
  with unmerged Friedel opposites.  Final refinement cycles were performed
  against Friedel-merged data because the Flack parameter refined to a value
  with no physical interpretation.
;
_refine_ls_abs_structure_Flack   -1(2)
_refine_ls_extinction_coef       0.0042(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.485
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1085
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.485
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0497
_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^)+(0.0372P)^2^P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0850
_reflns_number_gt                861
_reflns_number_total             1085
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sq1138.cif
_cod_data_source_block           II
_cod_database_code               2013878
_cod_database_fobs_code          2013878