Simultaneous Arming and Structure/Activity Studies of Natural Products Employing O-H Insertions: An Expedient and Versatile Strategy for Natural Products-Based Chemical Genetics
Satyamaheshwar Peddibhotla; Yongjun Dang; Jun O. Liu; Daniel Romo; Journal of the American Chemical Society 129 (2007) 12222–12231; doi:10.1021/ja0733686

data_4109982
_publ_section_title
;
 Simultaneous Arming and Structure/Activity Studies of Natural Products
 Employing O-H Insertions: An Expedient and Versatile Strategy for Natural
 Products-Based Chemical Genetics
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12222
_journal_page_last               12231
_journal_paper_doi               10.1021/ja0733686
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C61 H64 Br N O16'
_chemical_formula_weight         1147.04
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 110.28(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.4450(10)
_cell_length_b                   21.6830(10)
_cell_length_c                   13.6470(6)
_cell_measurement_reflns_used    7754
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      61.78
_cell_measurement_theta_min      2.86
_cell_volume                     6507.5(10)
_computing_cell_refinement
;
CELL_NOW (Sheldrick, 2003), BRUKER SAINT
;
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
X-seed (Barbour 1999)
;
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution
;
SIR2004 as incorporated in WINGX (Farrugia 1999)
;
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker GADDS D8 Discover'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0621
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25163
_diffrn_reflns_theta_full        61.79
_diffrn_reflns_theta_max         61.79
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    1.375
_exptl_absorpt_correction_T_max  0.8415
_exptl_absorpt_correction_T_min  0.6913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick 2006)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_description       block
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.13
_platon_squeeze_details
;
Residual peaks corresponding to solvent molecules could not be
modelled due to disorder. These solvent molecules were "squeezed out"
using platon squeeze procedure.
;
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.09(2)
_refine_ls_extinction_coef       0.00004(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_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     741
_refine_ls_number_reflns         9174
_refine_ls_number_restraints     931
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0869P)^2^+4.2666P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1435
_refine_ls_wR_factor_ref         0.1490
_reflns_number_gt                8083
_reflns_number_total             9174
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0733686si20070511_073012.cif
_cod_data_source_block           drg
_cod_original_cell_volume        6507.6(5)
_cod_database_code               4109982