Nickel-Mediated Hydrogenolysis of C-O Bonds of Aryl Ethers: What Is the Source of the Hydrogen?
Paul Kelley; Sibo Lin; Guy Edouard; Michael W. Day; Theodor Agapie; Journal of the American Chemical Society 134 (2012) 5480–5483; doi:10.1021/ja300326t

data_4117737
_publ_section_title
;
 Nickel-Mediated Hydrogenolysis of C-O Bonds of Aryl Ethers: What Is the
 Source of the Hydrogen?
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5480
_journal_page_last               5483
_journal_paper_doi               10.1021/ja300326t
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         'C34.96 H48 Cl0.04 Ni O0.96 P2'
_chemical_formula_sum            'C34.96 H48 Cl0.04 Ni O0.96 P2'
_chemical_formula_weight         605.66
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.098(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.1875(10)
_cell_length_b                   9.6032(5)
_cell_length_c                   17.5086(9)
_cell_measurement_reflns_used    9154
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      44.55
_cell_measurement_theta_min      2.37
_cell_volume                     3221.4(3)
_computing_cell_refinement       'Bruker SAINT-Plus v7.68A'
_computing_data_collection       'Bruker APEX2 v2009.7-0'
_computing_data_reduction        'Bruker SAINT-Plus v7.68A'
_computing_molecular_graphics    'Bruker XP v5.1'
_computing_publication_material  'Bruker XCIF 2008'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker KAPPA APEX II'
_diffrn_measurement_method       '\w scans; 16 settings'
_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            120762
_diffrn_reflns_theta_full        47.45
_diffrn_reflns_theta_max         47.45
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  0.8559
_exptl_absorpt_correction_T_min  0.8053
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Dark orange'
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_description       Block
_exptl_crystal_F_000             1296
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_exptl_crystal_size_mid          0.24
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_refine_diff_density_max         0.428
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_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.001(3)
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    Riding
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_refine_ls_number_parameters     373
_refine_ls_number_reflns         24726
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.711
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/s^2^(Fo^2^)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0427
_refine_ls_wR_factor_ref         0.0429
_reflns_number_gt                21234
_reflns_number_total             24726
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja300326t_si_002.cif
_cod_data_source_block           gae11
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'direct methods' was changed to
'direct'.

'_atom_sites_solution_secondary' value 'Difference Fourier map' was
changed to 'difmap'.

'_atom_sites_solution_hydrogens' value 'Geometric positions' was
changed to 'geom'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_database_code               4117737