From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides
Perez Garcia, Pablo M.; Di Franco, Thomas; Epenoy, Alexandre; Scopelliti, Rosario; Hu, Xile; ACS Catalysis 6 (2016) 258–; doi:10.1021/acscatal.5b02324

data_4513779
_publ_section_title
;
 From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel
 Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides
;
_journal_issue                   1
_journal_name_full               'ACS Catalysis'
_journal_page_first              258
_journal_paper_doi               10.1021/acscatal.5b02324
_journal_volume                  6
_journal_year                    2016
_chemical_formula_moiety         'C18 H22 Cl N3 Ni'
_chemical_formula_sum            'C18 H22 Cl N3 Ni'
_chemical_formula_weight         374.55
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-12-31 # Formatted by publCIF

;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.005(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.067(4)
_cell_length_b                   10.4806(18)
_cell_length_c                   18.8193(14)
_cell_measurement_reflns_used    357
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      3
_cell_volume                     3353.4(10)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs, 1990-2000)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0576
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            53852
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    1.319
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008, Bruker AXS, 2008'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.524
_refine_diff_density_min         -1.275
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.299
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         9750
_refine_ls_number_restraints     175
_refine_ls_restrained_S_all      1.292
_refine_ls_R_factor_all          0.0983
_refine_ls_R_factor_gt           0.0815
_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^)+(0.0000P)^2^+18.6582P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1740
_reflns_number_gt                8084
_reflns_number_total             9750
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cs5b02324_si_002.cif
_cod_data_source_block           ppe209
_cod_depositor_comments          'Adding full bibliography for 4513779.cif.'
_cod_original_cell_volume        3353.5(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4513779
_publcif_datablock.id            {6ba5f1ad-0738-48be-9486-8d150d10ef94}
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n