<i>N</i>-(2-Aminophenyl)-1-[(1<i>S</i>,2<i>R</i>)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-yl]methanesulfonamide, a new ligand for asymmetric transfer hydrogenation
Maurin, Jan K.; Krukowski, Andrzej; Czarnocki, Zbigniew; Acta Crystallographica Section E 63 (2007) o1593–o1595; doi:10.1107/S1600536807009701

data_2212999
_publ_section_title
;<i>N</i>-(2-Aminophenyl)-1-[(1<i>S</i>,2<i>R</i>)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-yl]methanesulfonamide,
 a new ligand for asymmetric transfer hydrogenation
;
_journal_coeditor_code           SI2003
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1593
_journal_page_last               o1595
_journal_paper_doi               10.1107/S1600536807009701
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C16 H24 N2 O3 S'
_chemical_formula_moiety         'C16 H24 N2 O3 S'
_chemical_formula_sum            'C16 H24 N2 O3 S'
_chemical_formula_weight         324.43
_chemical_name_systematic
;
N-(2-Aminophenyl)-1-[(1S,2R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-
1-yl]methanesulfonamide
;
_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_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                   6.9780(14)
_cell_length_b                   9.5840(19)
_cell_length_c                   24.478(5)
_cell_measurement_reflns_used    56
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      10.44
_cell_measurement_theta_min      5.52
_cell_volume                     1637.0(6)
_computing_cell_refinement       'KM-4 Software'
_computing_data_collection       'KM-4 Software (Kuma, 1996)'
_computing_data_reduction        'DATAPROC (Kuma, 2001)'
_computing_molecular_graphics    'XP (Bruker, 2001)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device_type  'Kuma KM-4 \k-axis'
_diffrn_measurement_method
;
separate \w-2\q scans for individual reflections
;
_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  0.1512
_diffrn_reflns_av_sigmaI/netI    0.0837
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            4055
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         27.72
_diffrn_reflns_theta_min         1.66
_diffrn_standards_decay_%        0.53
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       paralellepiped
_exptl_crystal_F_000             696
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.459
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.02(14)
_refine_ls_extinction_method     mixed
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3483
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0601
_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^)+(0.1164P)^2^+0.6351P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1554
_refine_ls_wR_factor_ref         0.1826
_reflns_number_gt                2482
_reflns_number_total             3483
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            si2003.cif
_cod_data_source_block           I
_cod_database_code               2212999
_cod_database_fobs_code          2212999