Design, Synthesis, and Biological Evaluation of Novel C14‒C3' BzN-Linked Macrocyclic Taxoids
Liang Sun; Xudong Geng; Raphal Geney; Yuan Li; Carlos Simmerling; Zhong Li; Joseph W. Lauher; Shujun Xia; Susan B. Horwitz; Jean M. Veith; Paula Pera; Ralph J. Bernacki; Iwao Ojima; Journal of Organic Chemistry 73 (2008) 9584–9593; doi:10.1021/jo801713q

data_4023932
_publ_section_title
;
 Design, Synthesis, and Biological Evaluation of Novel C14--C3'
 BzN-Linked Macrocyclic Taxoids
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9584
_journal_page_last               9593
_journal_paper_doi               10.1021/jo801713q
_journal_volume                  73
_journal_year                    2008
_chemical_absolute_configuration rm
_chemical_formula_sum            'C51 H55 N O15'
_chemical_formula_weight         921.96
_chemical_name_common            'Taxoid SB-T-2054'
_chemical_name_systematic
; 
 ? 
;
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.567(2)
_cell_length_b                   15.564(3)
_cell_length_c                   31.013(5)
_cell_measurement_temperature    273(2)
_cell_volume                     7031(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      313(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1741
_diffrn_reflns_av_sigmaI/netI    0.2679
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            39654
_diffrn_reflns_theta_full        26.75
_diffrn_reflns_theta_max         26.75
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.87
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       diamond
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.984
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.164
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     637
_refine_ls_number_reflns         14232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.3340
_refine_ls_R_factor_gt           0.1305
_refine_ls_shift/su_max          3.956
_refine_ls_shift/su_mean         0.248
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1480P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3096
_refine_ls_wR_factor_ref         0.3884
_reflns_number_gt                3908
_reflns_number_total             14232
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801713q_si_002.cif
_cod_data_source_block           2054bm
_cod_database_code               4023932