Total Synthesis of (-)-Heptemerone B and (-)-Guanacastepene E
Aubry K. Miller; Chambers C. Hughes; Joshua J. Kennedy-Smith; Stefan N. Gradl; Dirk Trauner; Journal of the American Chemical Society 128 (2006) 17057–17062; doi:10.1021/ja0660507

data_4111271
_publ_contact_author_address
;
    Department of Chemistry, University of California, 
    Berkeley, Berkeley, CA 94720-1460 (USA)
;
_publ_contact_author_email       ' trauner@cchem.berkeley.edu '
_publ_contact_author_fax         ' (+1) 510-643-9480 '
_publ_contact_author_name        ' Dirk Trauner'
_publ_contact_author_phone       ' (+1) 510-643-5507 '
_publ_section_title
;
 Total Synthesis of (-)-Heptemerone B and (-)-Guanacastepene E
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17057
_journal_page_last               17062
_journal_paper_doi               10.1021/ja0660507
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C14 H20 I2 N2 O3'
_chemical_formula_weight         518.13
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             'Mon Jul  9 14:48:11 2001'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90.903(2)
_cell_angle_beta                 101.474(2)
_cell_angle_gamma                116.339(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7244(7)
_cell_length_b                   10.2254(8)
_cell_length_c                   10.4074(8)
_cell_measurement_reflns_used    1945
_cell_measurement_temperature    152.2
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      1.8
_cell_volume                     902.50(12)
_computing_cell_refinement       'Bruker SAINT v5.04'
_computing_data_collection       'Bruker SMART v5.0'
_computing_data_reduction        'Bruker SAINT v5.04'
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 0.9371
_diffrn_measured_fraction_theta_max 0.9371
_diffrn_measurement_device_type  'SMART CCD'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
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_diffrn_reflns_theta_full        24.70
_diffrn_reflns_theta_max         24.70
_exptl_absorpt_coefficient_mu    3.496
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.640
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.907
_exptl_crystal_description       tablet
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.85
_refine_diff_density_min         -1.06
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.426
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2038
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.0052
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0541
_reflns_number_gt                2038
_reflns_number_total             2860
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ja0660507si20060911_093224.cif
_cod_data_source_block           jks238_for_Joshua_Kennedy-
_cod_original_cell_volume        902.5(1)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C14 H20 I2 N2 O3 '
_cod_database_code               4111271