(NHC-olefin)-nickel(0) nanoparticles as catalysts for the (Z)-selective semi-hydrogenation of alkynes and ynamides
Avello, Marta G.; Golling, Stéphane; Truong-Phuoc, Lai; Vidal, Loïc; Romero, Thierry; Papaefthimiou, Vasiliki; Gruber, Nathalie; Chetcuti, Michael J.; Leroux, Frédéric R.; Donnard, Morgan; Ritleng, Vincent; Pham-Huu, Cuong; Michon, Christophe; Chemical Communications 59 (2023) 1537–1540; doi:10.1039/D2CC05302K

data_7131198
_publ_section_title
;
 (NHC-olefin)-nickel(0) nanoparticles as catalysts for the (Z)-selective
 semi-hydrogenation of alkynes and ynamides
;
_journal_issue                   11
_journal_name_full               'Chemical Communications'
_journal_page_first              1537
_journal_page_last               1540
_journal_paper_doi               10.1039/D2CC05302K
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C26 H27 Br N2 Ni'
_chemical_formula_sum            'C26 H27 Br N2 Ni'
_chemical_formula_weight         506.11
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-09-20 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                101.953(2)
_cell_angle_beta                 104.814(2)
_cell_angle_gamma                104.574(2)
_cell_formula_units_Z            2
_cell_length_a                   8.5740(4)
_cell_length_b                   11.7216(6)
_cell_length_c                   12.8822(6)
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.12
_cell_measurement_theta_min      2.60
_cell_volume                     1159.27(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       '\f and \w shuterless scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            58451
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.230
_diffrn_reflns_theta_min         1.876
_exptl_absorpt_coefficient_mu    2.575
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             520
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF and n-hexane'
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         6291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0334
_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^)+(0.0278P)^2^+0.8433P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0778
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5102
_reflns_number_total             6291
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc05302k2.cif
_cod_data_source_block           emccm211201
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'none' was changed to
'?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7131198
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.627
_shelx_estimated_absorpt_t_max   0.714
_shelx_res_checksum              58301
_shelx_hkl_checksum              47023