Total Synthesis of (\±)-Chartelline C
Phil S. Baran; Ryan A. Shenvi; Journal of the American Chemical Society 128 (2006) 14028–14029; doi:10.1021/ja0659673

data_4111043
_publ_section_title
;
 Total Synthesis of (\+-)-Chartelline C
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14028
_journal_page_last               14029
_journal_paper_doi               10.1021/ja0659673
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C21 H17.5 Br2 Cl N4 O1.25'
_chemical_formula_weight         541.16
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 97.54(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.620(5)
_cell_length_b                   21.153(4)
_cell_length_c                   10.113(2)
_cell_measurement_temperature    296(2)
_cell_volume                     5009.1(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18246
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    3.362
_exptl_absorpt_correction_T_max  0.8237
_exptl_absorpt_correction_T_min  0.4752
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             2148
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.858
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4395
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0579
_refine_ls_shift/su_max          0.235
_refine_ls_shift/su_mean         0.012
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1300P)^2^+4.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1817
_refine_ls_wR_factor_ref         0.1974
_reflns_number_gt                3398
_reflns_number_total             4395
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0659673si20060823_120429.cif
_cod_data_source_block           rshv
_cod_original_cell_volume        5008.8(17)
_cod_original_formula_sum        'C21 H17.50 Br2 Cl N4 O1.25'
_cod_database_code               4111043