Total Syntheses of (-)-Asperlicin and (-)-Asperlicin C
Feng He; Bruce M. Foxman; Barry B. Snider; Journal of the American Chemical Society 120 (1998) 6417–6418; doi:10.1021/ja9809408

data_4116744
_publ_contact_author
;
Bruce M. Foxman
Department of Chemistry
Brandeis University - MS 015
Waltham, MA 02254-9110 USA
;
_publ_contact_author_email       ' foxman1@binah.cc.brandeis.edu  '
_publ_contact_author_fax         ' 1 617 736 2516 '
_publ_contact_author_phone       ' 1 617 736 2532 '
_publ_section_title
;
 Total Syntheses of (-)-Asperlicin and (-)-Asperlicin C
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6417
_journal_page_last               6418
_journal_paper_doi               10.1021/ja9809408
_journal_volume                  120
_journal_year                    1998
_chemical_compound_source
;
?
;
_chemical_formula_moiety         ' C12 H14 O2 N2 '
_chemical_formula_sum            'C12 H14 N2 O2'
_chemical_formula_weight         218.26
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             98-03-09
_audit_creation_method           CRYSTALS_ver_07-07-97
_cell_angle_alpha                90.
_cell_angle_beta                 113.141(13)
_cell_angle_gamma                90.
_cell_formula_units_Z            2.00
_cell_length_a                   8.058(1)
_cell_length_b                   8.3665(18)
_cell_length_c                   8.9550(18)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      62
_cell_measurement_theta_min      41
_cell_volume                     555.15(19)
_computing_cell_refinement       'CAD4-EXPRESS (Straver, 1992)'
_computing_data_collection       'CAD4-EXPRESS (Straver, 1992)'
_computing_data_reduction
;
MolEN (Fair, C. K., 1990)
;
_computing_molecular_graphics
;
 CAMERON (Watkin, Prout & Pearce,  1996)
;
_computing_publication_material
;
CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996)
;
_computing_structure_refinement
;
CRYSTALS Issue 10 (Watkin, Prout, Carruthers & Betteridge, 1996)
;
_computing_structure_solution    'SHELXS86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      294
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1330
_diffrn_reflns_theta_max         78.00
_diffrn_reflns_theta_min         3.52
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.70
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '\y scan,(North et al, 1968)'
_exptl_crystal_colour            ' colorless '
_exptl_crystal_density_diffrn    1.31
_exptl_crystal_description       ' prismatic '
_exptl_crystal_F_000             232.67
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.17
_refine_ls_abs_structure_details
;
Flack determination not conclusive.
Absolute configuration was established by reference to the known
fragment from the L-alanine residue used in the synthesis
;
_refine_ls_abs_structure_Flack   0.5(11)
_refine_ls_extinction_coef       49.0(30)
_refine_ls_extinction_method     'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_obs   1.0015
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1209
_refine_ls_R_factor_obs          0.0358
_refine_ls_shift/su_max          0.001013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Chebychev polynomial with   3 parameters (Carruthers & Watkin, 1979)
 2.71 2.18 1.28
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0414
_reflns_limit_h_max              10
_reflns_limit_h_min              0
_reflns_limit_k_max              0
_reflns_limit_k_min              -10
_reflns_limit_l_max              10
_reflns_limit_l_min              -11
_reflns_number_observed          1209
_reflns_number_total             1244
_reflns_observed_criterion       >1.96\s(I)
_cod_data_source_file            ja9809408.cif
_cod_data_source_block           Compound11a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'direct_Methods' was changed to
'direct'.

'_atom_sites_solution_hydrogens' value 'Geometric' was changed to
'geom'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_cell_volume        555.17
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_original_formula_sum        ' C12 H14 O2 N2 '
_cod_database_code               4116744