Synthesis of Bioactive Sesterterpenolides from ent-Halimic Acid. 15-Epi-ent-cladocoran A and B
I. S. Marcos; A. B. Pedrero; M. J. Sexmero; D. Diez; P. Basabe; N. García; R. F. Moro; H. B. Broughton; F. Mollinedo; J. G. Urones; Journal of Organic Chemistry 68 (2003) 7496–7504; doi:10.1021/jo034663l

data_4022496
_publ_section_title
;
 Synthesis of Bioactive Sesterterpenolides from ent-Halimic Acid.
 15-Epi-ent-cladocoran A and B
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7496
_journal_page_last               7504
_journal_paper_doi               10.1021/jo034663l
_journal_volume                  68
_journal_year                    2003
_chemical_formula_sum            'C20 H34 O2'
_chemical_formula_weight         306.47
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.9511(3)
_cell_length_b                   11.9573(7)
_cell_length_c                   22.330(2)
_cell_measurement_reflns_used    54
_cell_measurement_temperature    268(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      0
_cell_volume                     1856.0(2)
_computing_cell_refinement       'LSUCREB (2)'
_computing_data_collection       CRYSOM
_computing_data_reduction        'XRAY80 (3)'
_computing_molecular_graphics    'ORTEP (6)'
_computing_publication_material  SHELX93
_computing_structure_refinement  'SHELXL-93 (5)'
_computing_structure_solution    'SIR92 (4)'
_diffrn_ambient_temperature      268(2)
_diffrn_measurement_device       'Seifert XRD 3003 SC'
_diffrn_measurement_method       2theta-omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0937
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1841
_diffrn_reflns_theta_max         64.98
_diffrn_reflns_theta_min         3.96
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.523
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.102
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.61(46)
_refine_ls_extinction_coef       0.0077(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_all   0.704
_refine_ls_goodness_of_fit_obs   0.823
_refine_ls_hydrogen_treatment    ISO
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         1841
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.704
_refine_ls_restrained_S_obs      0.823
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_obs          0.0325
_refine_ls_shift/esd_max         0.004
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0254P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0619
_refine_ls_wR_factor_obs         0.0479
_reflns_number_observed          993
_reflns_number_total             1841
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            jo034663lsi20030617_070045.cif
_cod_data_source_block           compound34
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0254P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' 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^2^)+(0.0254P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4022496