Detailed Mechanistic Studies on Palladium-Catalyzed Selective C-H Olefination with Aliphatic Alkenes: A Significant Influence of Proton Shuttling.
Deb, Arghya; Hazra, Avijit; Peng, Qian; Paton, Robert S.; Maiti, Debabrata; Journal of the American Chemical Society 139 (2017) 763–775; doi:10.1021/jacs.6b10309

data_4125763
_publ_section_title
;
 Detailed Mechanistic Studies on Palladium-Catalyzed Selective C-H
 Olefination with Aliphatic Alkenes: A Significant Influence of Proton
 Shuttling.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              763
_journal_page_last               775
_journal_paper_doi               10.1021/jacs.6b10309
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C20 H17 N3 O Pd'
_chemical_formula_sum            'C20 H17 N3 O Pd'
_chemical_formula_weight         421.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
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_cell_angle_alpha                90
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_cell_length_c                   28.449(13)
_cell_measurement_reflns_used    5218
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_cell_measurement_theta_max      29.1
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_cell_volume                     4992(4)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
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_computing_data_reduction
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CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
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;
scan:
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       Rotation axis: Omega
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                 Phi: 36.0000
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scan:
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       Rotation axis: Omega
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                 Phi: 36.0000
                 XTD: 44.9628
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scan:
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         Image width: 0.5000
            Exp time: 8.0000
       Rotation axis: Omega
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                 Phi: 108.0000
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              2theta: -19.9565
scan:
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         Image width: 0.5000
            Exp time: 8.0000
       Rotation axis: Omega
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scan:
    Number of images: 257
               Slice: -58.5000 - 70.0000
         Image width: 0.5000
            Exp time: 8.0000
       Rotation axis: Omega
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               Kappa: 72.0000
                 Phi: -108.0000
                 XTD: 44.9628
              2theta: -19.9565
scan:
    Number of images: 111
               Slice: -85.5000 - -30.0000
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       Rotation axis: Omega
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;
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AFC12 (Right): Kappa 3 circle
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Rigaku Saturn724+ (4x4 bin mode)
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_diffrn_orient_matrix_UB_32      0.004530
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_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.1363
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            58619
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.052
_diffrn_source                   MicroMax003_Mo
_diffrn_source_current           0.6
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_diffrn_source_voltage           50.0
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0935P)^2^+0.0188P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_file            ja6b10309_si_004.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Numerical' changed to
'numerical' according to
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               4125763
_shelx_estimated_absorpt_t_max   0.925
_shelx_estimated_absorpt_t_min   0.798
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C00N) \\sim Ueq, Uanis(C011) \\sim Ueq, Uanis(N007) \\sim Ueq: with sigma
of 0.001 and sigma for terminal atoms of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C00Z(H00A,H00B)
3.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00K(H00K), C00N(H00N), C015(H015), C019(H019), C01B(H01J),
 C01J(H01K), C01Q(H01Q), C020(H020)
3.c Idealised Me refined as rotating group:
 C01T(H01L,H01N,H01O), C01Y(H01P,H01R,H01S)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'