Conversion of (-)-3-Dehydroshikimic Acid into Derivatives of the (+)-Enantiomer
Martin G. Banwell; Alison J. Edwards; Michael Essers; Katrina A. Jolliffe; Journal of Organic Chemistry 68 (2003) 6839–6841; doi:10.1021/jo034689c

data_4022501
_publ_contact_author_address
;
Research School of Chemistry,
Australian National University,
Canberra, A. C. T. 0200, Australia
;
_publ_contact_author_email       mgb@rsc.anu.edu.au
_publ_contact_author_fax         ' 61 2 6125 8114 '
_publ_contact_author_name        'Martin G. Banwell'
_publ_contact_author_phone       ' 61 2 6125 8202 '
_publ_section_title
;
 Conversion of (-)-3-Dehydroshikimic Acid into
 Derivatives of the (+)-Enantiomer
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6839
_journal_page_last               6841
_journal_paper_doi               10.1021/jo034689c
_journal_volume                  68
_journal_year                    2003
_chemical_compound_source        'Local laboratory'
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_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   'geom difmap'
_atom_sites_solution_primary     direct
_audit_creation_date             02-28-10
_audit_creation_method           'maXus + CRYSTALS_ver_12-03-99'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.7678(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.97340(10)
_cell_length_b                   17.1311(4)
_cell_length_c                   9.0637(2)
_cell_measurement_reflns_used    17142
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     878.18(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001)'
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
    CAMERON (Watkin et al 1996)
;
_computing_publication_material
;
    CRYSTALS (Watkin et al 2001) + maXus(Mackay et al., 1999)
;
_computing_structure_refinement
;
    CRYSTALS (Watkin et al 2001)
;
_computing_structure_solution
;
    SIR97 (Altomare et al, 1999)
;
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.01720
_diffrn_orient_matrix_UB_12      -0.11475
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_diffrn_orient_matrix_UB_21      0.05456
_diffrn_orient_matrix_UB_22      -0.01173
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_diffrn_orient_matrix_UB_32      -0.10529
_diffrn_orient_matrix_UB_33      0.03648
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
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_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
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_diffrn_reflns_theta_max         27.51
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_exptl_absorpt_coefficient_mu    0.103
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_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
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_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.16
_refine_diff_density_rms         0.04
_refine_ls_extinction_method     None
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         1355
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.000141
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 
0.610    0.250    0.389    
;
_refine_ls_weighting_scheme      calc
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_reflns_d_resolution_high        0.62
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_reflns_limit_h_min              -7
_reflns_limit_k_max              22
_reflns_limit_k_min              0
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                1355
_reflns_number_total             2075
_reflns_threshold_expression     >3.00\s(I)
_cod_data_source_file            jo034689csi20030521_102224.cif
_cod_data_source_block           mbme1z
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21          '
_cod_original_formula_sum        'C18 H26 O7 '
_cod_database_code               4022501