Stereoselective synthesis of a set of two functionalized (E)-alkene dipeptide isosteres of L-amino acid-L-Glu and L-amino acid-D-Glu
Oishi, Shinya; Tamamura, Hirokazu; Yamashita, Masaki; Odagaki, Yoshihiko; Hamanaka, Nobuyuki; Otaka, Akira; Fujii, Nobutaka; Journal of the Chemical Society, Perkin Transactions 1  (2001) 2445–; doi:10.1039/b103833h

data_7216912
_publ_section_title
;
 Stereoselective synthesis of a set of two functionalized (E)-alkene
 dipeptide isosteres of L-amino acid-L-Glu and L-amino acid-D-Glu
;
_journal_issue                   19
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              2445
_journal_paper_doi               10.1039/b103833h
_journal_year                    2001
_chemical_compound_source        synthesis
_chemical_formula_analytical
;Found: C, 50.74; H, 5.54; N, 4.17. 
C14H18ClNO4S requires C, 50.68; H, 5.47; N, 4.22%
;
_chemical_formula_moiety         'C14 H18 Cl N O4 S '
_chemical_formula_sum            'C14 H18 Cl N O4 S'
_chemical_formula_weight         331.81
_chemical_melting_point          441.5(5)
_chemical_name_common
'Methyl (2E,4S,5S)-4-chloro-5-(4-methylphenylsulfonylamino)hex-2-enoate'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             'Thu Jun  7 16:17:57 2001'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.685(4)
_cell_length_b                   21.585(5)
_cell_length_c                   7.745(4)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     1619.1(11)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_molecular_graphics    teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       'Rigaku AFC5R'
_diffrn_measurement_method       \w-2\q
_diffrn_orient_matrix_UB_11      -0.05496
_diffrn_orient_matrix_UB_12      0.03896
_diffrn_orient_matrix_UB_13      -0.01253
_diffrn_orient_matrix_UB_21      0.08533
_diffrn_orient_matrix_UB_22      0.02277
_diffrn_orient_matrix_UB_23      -0.03546
_diffrn_orient_matrix_UB_31      -0.01892
_diffrn_orient_matrix_UB_32      -0.01049
_diffrn_orient_matrix_UB_33      -0.12352
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_sigmaI/netI    0.020
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1580
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         65.09
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        2.42
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.427
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.493
_exptl_absorpt_correction_type   '\y scans(North,Phillips & Mathews,1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      1.300
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             696.00
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.56
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   5.240
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     190
_refine_ls_number_reflns         1484
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0519
_refine_ls_shift/esd_max         0.0080
_refine_ls_shift/esd_mean        0.0010
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00004|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0656
_reflns_number_observed          1484
_reflns_number_total             1580
_reflns_observed_criterion       >3.0sigma(I)
_cod_data_source_file            b103833h.txt
_cod_data_source_block           Comp_14
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '441-442K' was changed to '441.5(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00004|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo) + 0.00004|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1619(1)
_cod_original_sg_symbol_H-M      'P 21 21 21   '
_cod_original_formula_sum        'C14 H18 Cl N O4 S '
_cod_database_code               7216912