Double C-H Activation during Functionalization of Phenyl(methyl)ketene on Iridium(I) Using Alkynes. Synthesis of 1,4-Dien-3-ones
Douglas B. Grotjahn; Justin M. Hoerter; John L. Hubbard; Journal of the American Chemical Society 126 (2004) 8866–8867; doi:10.1021/ja048489+

data_4112782
_publ_section_title
;
 Double C-H Activation during Functionalization of Phenyl(methyl)ketene on
 Iridium(I) Using Alkynes. Synthesis of 1,4-Dien-3-ones
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8866
_journal_page_last               8867
_journal_paper_doi               10.1021/ja048489+
_journal_volume                  126
_journal_year                    2004
_chemical_compound_source        'Grotjahn Lab'
_chemical_formula_moiety         'C22 H48 Cl Ir P2'
_chemical_formula_sum            'C22 H48 Cl Ir P2'
_chemical_formula_weight         602.2
_chemical_name_common            'Ir-2-butyne complex'
_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
_cell_angle_alpha                79.67(3)
_cell_angle_beta                 83.31(3)
_cell_angle_gamma                77.89(3)
_cell_formula_units_Z            2
_cell_length_a                   9.415(3)
_cell_length_b                   9.858(3)
_cell_length_c                   14.708(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      1.5
_cell_volume                     1308.7(7)
_computing_cell_refinement       P3
_computing_data_collection       P3
_computing_data_reduction        P3
_computing_molecular_graphics    XP
_computing_publication_material  SHELX
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'theta- 2 theta'
_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  0.0186
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6406
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.14
_diffrn_standards_decay_%        <1%
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    5.31
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.35
_refine_diff_density_max         4.218
_refine_diff_density_min         -5.188
_refine_diff_density_rms         0.213
_refine_ls_extinction_coef       0.0031(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.079
_refine_ls_goodness_of_fit_obs   1.087
_refine_ls_hydrogen_treatment    'fixed, isotropic'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         6037
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_restrained_S_obs      1.087
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_obs          0.0371
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+1.2813P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0960
_refine_ls_wR_factor_obs         0.0936
_reflns_number_observed          5687
_reflns_number_total             6038
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja0484892Bsi20040325_023113.cif
_cod_data_source_block           dg24a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'na' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+1.2813P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+1.2813P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4112782