Total Synthesis of (-)-Muraymycin D2 and Its Epimer
Tetsuya Tanino; Satoshi Ichikawa; Motoo Shiro; Akira Matsuda; Journal of Organic Chemistry 75 (2010) 1366–1377; doi:10.1021/jo9027193

data_4025283
_publ_section_title
;
 Total Synthesis of (-)-Muraymycin D2 and Its Epimer
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1366
_journal_page_last               1377
_journal_paper_doi               10.1021/jo9027193
_journal_volume                  75
_journal_year                    2010
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C18 H27 N3 O7 S '
_chemical_formula_sum            'C18 H27 N3 O7 S'
_chemical_formula_weight         429.49
_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             2010-01-25
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   7.8207(6)
_cell_length_b                   8.7546(6)
_cell_length_c                   31.827(3)
_cell_measurement_reflns_used    10016
_cell_measurement_temperature    93.1
_cell_measurement_theta_max      40.0
_cell_measurement_theta_min      4.2
_cell_volume                     2179.1(3)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku & RAC 2007)'
_computing_molecular_graphics    'ORTEP (Johnson, 1976)'
_computing_publication_material  'CrystalStructure (Rigaku & RAC 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      93.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.119
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            14551
_diffrn_reflns_theta_full        39.96
_diffrn_reflns_theta_max         39.96
_exptl_absorpt_coefficient_mu    1.700
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             912.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.32
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  503 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.05(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.378
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1309
_refine_ls_R_factor_gt           0.0890
_refine_ls_shift/su_max          0.0360
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0565P)^2^+6.8071P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2192
_reflns_number_gt                1108
_reflns_number_total             1309
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo9027193_si_002.cif
_cod_data_source_block           '_11b'
_cod_original_formula_sum        'C18 H27 N3 O7 S '
_cod_database_code               4025283
_verf_thetm01_alert_3_a
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
         Calculated sin(theta_max)/wavelength =    0.4165
RESPONSE: Low-resolution reflection data used, see _publ_section_
          exptl_refinement
;
_verf_plat201_alert_2_a
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         28      
RESPONSE: For improvement of nref/npara ratio, see  _publ_section_
          exptl_refinement
;