Iridium-Catalyzed Selective α-Alkylation of Unactivated Amides with Primary Alcohols.
Guo, Le; Liu, Yinghua; Yao, Wubing; Leng, Xuebing; Huang, Zheng; Organic letters 15 (2013) 1144–1147; doi:10.1021/ol400360g

data_1508966
_publ_section_title
;
 Iridium-Catalyzed Selective \a-Alkylation of Unactivated Amides with
 Primary Alcohols.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              1144
_journal_page_last               1147
_journal_paper_doi               10.1021/ol400360g
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C29 H55 Cl Ir N3 P2'
_chemical_formula_weight         735.35
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                81.286(3)
_cell_angle_beta                 73.769(3)
_cell_angle_gamma                89.591(3)
_cell_formula_units_Z            4
_cell_length_a                   12.2865(19)
_cell_length_b                   14.517(2)
_cell_length_c                   21.752(3)
_cell_measurement_reflns_used    2208
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      20.28
_cell_measurement_theta_min      2.20
_cell_volume                     3679.6(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w 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  0.0839
_diffrn_reflns_av_sigmaI/netI    0.1890
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            29707
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         0.99
_exptl_absorpt_coefficient_mu    3.807
_exptl_absorpt_correction_T_max  0.8626
_exptl_absorpt_correction_T_min  0.6579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_platon_squeeze_details
;
;
_refine_diff_density_max         2.263
_refine_diff_density_min         -1.187
_refine_diff_density_rms         0.238
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     793
_refine_ls_number_reflns         16718
_refine_ls_number_restraints     545
_refine_ls_restrained_S_all      0.880
_refine_ls_R_factor_all          0.1561
_refine_ls_R_factor_gt           0.0730
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1170P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1874
_refine_ls_wR_factor_ref         0.2311
_reflns_number_gt                7522
_reflns_number_total             16718
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol400360g_si_002.cif
_cod_data_source_block           mo_dm13004_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        3679.6(10)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1508966