Synthesis of the BCDE Molecular Fragment of Azadiradione Mediated by Titanocene(III)
A. Fernández-Mateos; S. Encinas Madrazo; P. Herrero Teijón; R. Rabanedo Clemente; R. Rubio González; F. Sanz González; Journal of Organic Chemistry 78 (2013) 9571–9578; doi:10.1021/jo401646g

data_4028650
_publ_contact_author_address
;
Departamento de Qu\'imica Org\'anica,
Universidad de Salamanca,
Plaza de los Ca\'idos,
37008-Salamanca. Spain
;
_publ_contact_author_email       afmateos@usal.es
_publ_contact_author_fax         '34 923294400'
_publ_contact_author_name        'A. Fer\n'andez-Mateos'
_publ_contact_author_phone       '34 923294574'
_publ_section_title
;
 Synthesis of the BCDE Molecular Fragment of Azadiradione Mediated by
 Titanocene(III)
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9571
_journal_page_last               9578
_journal_paper_doi               10.1021/jo401646g
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C23 H32 O4'
_chemical_formula_sum            'C23 H32 O4'
_chemical_formula_weight         372.49
_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                86.58(3)
_cell_angle_beta                 86.95(3)
_cell_angle_gamma                74.18(3)
_cell_formula_units_Z            2
_cell_length_a                   6.7150(13)
_cell_length_b                   11.402(2)
_cell_length_c                   13.724(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      8
_cell_volume                     1008.4(4)
_computing_cell_refinement       'CRYSOM (Martinez-Ripoll et al., 1996)'
_computing_data_collection       'CRYSOM (Martinez-Ripoll et al., 1996)'
_computing_data_reduction        'XRAY-80 (University of Maryland, 1990)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  '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     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1181
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3355
_diffrn_reflns_theta_full        65.00
_diffrn_reflns_theta_max         65.00
_diffrn_reflns_theta_min         3.23
_diffrn_standards_decay_%        'no decay, variation 0.5'
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.655
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3355
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.1318
_refine_ls_R_factor_gt           0.0554
_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^)+(0.1176P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1337
_refine_ls_wR_factor_ref         0.2350
_reflns_number_gt                1522
_reflns_number_total             3355
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo401646g_si_005.cif
_cod_data_source_block           inverfin
_cod_original_cell_volume        1008.4(3)
_cod_original_sg_symbol_Hall     -P1
_cod_database_code               4028650