Iron and Ruthenium Lewis Acid Catalyzed Asymmetric 1,3-Dipolar Cycloaddition Reactions between Nitrones and Enals
Florian Viton; Gérald Bernardinelli; E. Peter Kündig; Journal of the American Chemical Society 124 (2002) 4968–4969; doi:10.1021/ja017814f

data_4114790
_publ_contact_author
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     Dr G\'erald Bernardinelli
     Laboratoire de Cristallographie
     Universit\'e de Gen\`eve
     24, quai E. Ansermet
     CH - 1211 Gen\`eve 4
     Switzerland
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_publ_contact_author_email       gerald.bernardinelli@cryst.unige.ch
_publ_contact_author_fax         '41 (22) 702 61 08'
_publ_contact_author_phone       '41 (22) 702 62 02'
_publ_section_title
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 Iron and Ruthenium Lewis Acid Catalyzed Asymmetric 1,3-Dipolar
 Cycloaddition Reactions between Nitrones and Enals
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_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4968
_journal_page_last               4969
_journal_paper_doi               10.1021/ja017814f
_journal_volume                  124
_journal_year                    2002
_chemical_formula_moiety         '(C17 H28 N2 O2)++ 2CL- (H2 O)'
_chemical_formula_sum            'C17 H30 Cl2 N2 O3'
_chemical_formula_weight         381.4
_chemical_name_systematic
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(-)-(1R,2S-[2S,2-bS])-2-[(2-methyl-hexahydro-pyrrolo[1,2-b]isoxazol-
2-ylmethyl)-amino]-1-phenyl-propan-1-ol bis-hydrochloride
;
_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'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.0.1
_audit_creation_date             2001-09-04
_audit_creation_method           from_xtal_archive_file_using_CIFIO
_audit_update_record             2001-12-18
_cell_angle_alpha                90.00000
_cell_angle_beta                 90.00000
_cell_angle_gamma                90.00000
_cell_formula_units_Z            4
_cell_length_a                   7.2432(4)
_cell_length_b                   12.3845(9)
_cell_length_c                   21.8269(14)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    200
_cell_measurement_theta_max      25.6
_cell_measurement_theta_min      4.4
_cell_volume                     1957.9(2)
_computing_cell_refinement       'CELL (Stoe & Cie, 1999)'
_computing_data_collection       'EXPOSE (Stoe & Cie, 1999)'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO
_computing_structure_refinement  xtal_CRYLSQ
_computing_structure_solution    Multan_87
_diffrn_detector_area_resol_mean 6
_diffrn_measurement_device_type  'Stoe Ipds'
_diffrn_measurement_method       \f
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .069
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            .242440+05
_diffrn_reflns_theta_max         25.85
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    .35
_exptl_absorpt_correction_T_max  .9712
_exptl_absorpt_correction_T_min  .9045
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'XRED; Stoe & Cie, 1999'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_size_max          .41
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .08
_refine_diff_density_max         .433
_refine_diff_density_min         -.456
_refine_ls_abs_structure_details Flack_xabs_refined
_refine_ls_abs_structure_Flack   -.01(11)
_refine_ls_extinction_coef       .00000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.809
_refine_ls_hydrogen_treatment
;
Calculated excepted those of the water molecule (not observed) and
those bonded to the -OH, N and asymmetric C atoms which have been
observed and refined with a fixed value (0.04 angstr^2) of Uiso.
;
_refine_ls_number_parameters     243
_refine_ls_number_reflns         2188
_refine_ls_R_factor_gt           .038
_refine_ls_shift/su_max          .012
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     \w=1/[\s^2^(Fo)+0.0003(Fo^2^)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .042
_reflns_number_gt                2188
_reflns_number_total             3770
_reflns_threshold_expression     'refl observed if Fo > 4.0 \s(Fo)'
_cod_data_source_file            ja017814f_s2.cif
_cod_data_source_block           flor
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1957.9(3)
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C17 H30 N2 O3 Cl2'
_cod_database_code               4114790