Palladium-catalyzed domino intramolecular N-arylation/intermolecular C-C bond formation for the synthesis of functionalized benzodiazepinediones.
Salcedo, Angela; Neuville, Luc; Rondot, Christophe; Retailleau, Pascal; Zhu, Jieping; Organic letters 10 (2008) 857–860; doi:10.1021/ol7029799

data_1504539
_publ_section_title
;
 Palladium-catalyzed domino intramolecular N-arylation/intermolecular C-C
 bond formation for the synthesis of functionalized benzodiazepinediones.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              857
_journal_page_last               860
_journal_paper_doi               10.1021/ol7029799
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C53 H44.76 I2 N2 O2 P2 Pd2, 0.97(C3 H6 O)'
_chemical_formula_sum            'C55.91 H50.58 I2 N2 O2.97 P2 Pd2'
_chemical_formula_weight         1326.7
_chemical_name_systematic
; 
 ? 
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                82.777(2)
_cell_angle_beta                 83.552(2)
_cell_angle_gamma                69.233(2)
_cell_formula_units_Z            4
_cell_length_a                   12.3084(5)
_cell_length_b                   14.3555(5)
_cell_length_c                   32.5615(12)
_cell_measurement_reflns_used    11298
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.257
_cell_measurement_theta_min      0.998
_cell_volume                     5322.7(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'PLATON (Spek, 1980-2004)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full .925
_diffrn_measured_fraction_theta_max .925
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_sigmaI/netI    0.0685
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            34665
_diffrn_reflns_theta_full        24.75
_diffrn_reflns_theta_max         24.75
_diffrn_reflns_theta_min         1.26
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    1.935
_exptl_absorpt_correction_T_max  0.906
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULABS; Spek, 1990; Blessing, 1995'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2604
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         .636
_refine_diff_density_min         -.982
_refine_diff_density_rms         .185
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1172
_refine_ls_number_reflns         16844
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0563P)^2^+8.5486P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1362
_reflns_number_gt                11576
_reflns_number_total             16844
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol7029799-file001.cif
_cod_data_source_block           CRBiPdsqueezed
_cod_original_cell_volume        5322.7(3)
_cod_database_code               1504539