The direct alpha-C(sp3)-H functionalisation of N-aryl tetrahydroisoquinolinesvia an iron-catalysed aerobic nitro-Mannich reaction and continuous flow processing
Martin Brzozowski; Jose A. Forni; G. Paul Savage; Anastasios Polyzos; Chem.Commun. 51 (2015) 334–; doi:10.1039/C4cc07913B

data_7116364
_publ_section_title
;
 The direct alpha-C(sp3)-H functionalisation of N-aryl
 tetrahydroisoquinolinesvia an iron-catalysed aerobic nitro-Mannich
 reaction and continuous flow processing
;
_journal_name_full               Chem.Commun.
_journal_page_first              334
_journal_paper_doi               10.1039/C4cc07913B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         '2(C15 H14 N), Cl6 Fe2 O'
_chemical_formula_sum            'C30 H28 Cl6 Fe2 N2 O'
_chemical_formula_weight         756.94
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 91.42(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.588(2)
_cell_length_b                   11.729(2)
_cell_length_c                   26.020(5)
_cell_measurement_reflns_used    30010
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.918
_cell_measurement_theta_min      1.566
_cell_volume                     3230.3(10)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            30010
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        27.500
_diffrn_reflns_theta_max         27.918
_diffrn_reflns_theta_min         1.566
_diffrn_source
;
MX1 Beamline Australian Synchrotron                       
;
_exptl_absorpt_coefficient_mu    1.422
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
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_exptl_crystal_description       block
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_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
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_refine_diff_density_min         -0.940
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         7370
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+3.5956P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0990
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_reflns_number_gt                6290
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_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           dttp
_cod_original_cell_volume        3230.3(11)
_cod_database_code               7116364
_shelx_estimated_absorpt_t_min   0.959
_shelx_estimated_absorpt_t_max   0.972
_shelxl_version_number           2013-2
_shelx_res_checksum              38315