Enantiospecific Synthesis of (+)-Byssochlamic Acid, a Nonadride from the Ascomycete Byssochlamysfulva
James D. White; Jungchul Kim; Nicholas E. Drapela; Journal of the American Chemical Society 122 (2000) 8665–8671; doi:10.1021/ja001898v

data_4116130
_publ_section_title
;
 Enantiospecific Synthesis of (+)-Byssochlamic Acid, a Nonadride from the
 Ascomycete Byssochlamysfulva
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8665
_journal_page_last               8671
_journal_paper_doi               10.1021/ja001898v
_journal_volume                  122
_journal_year                    2000
_chemical_formula_sum            'C16 H27 N O4'
_chemical_formula_weight         297.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.530(10)
_cell_angle_beta                 91.64(2)
_cell_angle_gamma                96.50(2)
_cell_formula_units_Z            2
_cell_length_a                   5.999(2)
_cell_length_b                   11.212(2)
_cell_length_c                   13.274(3)
_cell_measurement_reflns_used    35
_cell_measurement_temperature    566(2)
_cell_measurement_theta_max      15.205
_cell_measurement_theta_min      6.721
_cell_volume                     876.3(4)
_computing_cell_refinement       'XSCANS V2.2'
_computing_data_collection       'XSCANS V2.2'
_computing_data_reduction        'XSCANS V2.2, XEMP V4.2'
_computing_molecular_graphics    'ORTEP-3 for windows'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      566(2)
_diffrn_measured_fraction_theta_full 0.308
_diffrn_measured_fraction_theta_max 0.308
_diffrn_measurement_device_type  'Siemens (Bruker) P4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1302
_diffrn_reflns_theta_full        67.48
_diffrn_reflns_theta_max         67.48
_diffrn_reflns_theta_min         3.37
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  0.9379
_exptl_absorpt_correction_T_min  0.7372
_exptl_absorpt_correction_type   'empirical (Psi-scans)'
_exptl_absorpt_process_details   'XEMP V4.2'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_description       Needle
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.129
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.004(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.780
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         973
_refine_ls_number_restraints     139
_refine_ls_restrained_S_all      1.856
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0803
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2339
_refine_ls_wR_factor_ref         0.2555
_reflns_number_gt                621
_reflns_number_total             973
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja001898v_2.cif
_cod_data_source_block           cyclobutene
_cod_database_code               4116130