Synthesis of Biologically Relevant Compounds by Ruthenium Porphyrin Catalyzed Amination of Benzylic C–H Bonds
Zardi, Paolo; Caselli, Alessandro; Macchi, Piero; Ferretti, Francesco; Gallo, Emma; Organometallics 33 (2014) 2210–; doi:10.1021/om500064d

data_4083089
_publ_section_title
;
 Synthesis of Biologically Relevant Compounds by Ruthenium Porphyrin
 Catalyzed Amination of Benzylic C--H Bonds
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2210
_journal_paper_doi               10.1021/om500064d
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C17 H13 F6 N O2'
_chemical_formula_weight         377.28
_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_date             2013-12-19T00:03:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                118.7120(7)
_cell_angle_beta                 90.2400(8)
_cell_angle_gamma                114.9810(7)
_cell_formula_units_Z            4
_cell_length_a                   11.6535(7)
_cell_length_b                   13.6949(9)
_cell_length_c                   14.1694(9)
_cell_measurement_temperature    566(2)
_cell_volume                     1735.70(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      566(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.911
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17962
_diffrn_reflns_reduction_process
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         27.04
_diffrn_reflns_theta_min         1.7
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  1.129
_exptl_absorpt_correction_T_min  0.901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.3102
_exptl_crystal_size_mid          0.1389
_exptl_crystal_size_min          0.0194
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.03
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         6933
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1268
_reflns_number_gt                4172
_reflns_number_total             6933
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500064d_si_001.cif
_cod_data_source_block           compound1
_cod_depositor_comments
'Adding full bibliography for 4083089--4083090.cif.'
_cod_database_code               4083089