SimplePHOX, a readily available chiral ligand system for iridium-catalyzed asymmetric hydrogenation.
Smidt, Sebastian P.; Menges, Frederik; Pfaltz, Andreas; Organic letters 6 (2004) 2023–2026; doi:10.1021/ol049235w

data_1507080
_publ_contact_author             'Andreas Pfaltz'
_publ_section_title
;
 SimplePHOX, a readily available chiral ligand system for
 iridium-catalyzed asymmetric hydrogenation.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              2023
_journal_page_last               2026
_journal_paper_doi               10.1021/ol049235w
_journal_volume                  6
_journal_year                    2004
_chemical_compound_source
;
crystallized from dichloromethane/pentane
;
_chemical_formula_moiety
' 2(C32 H12 B F24), 2(C29 H38 Ir N O2 P), C H Cl3 '
_chemical_formula_sum            'C123 H101 B2 Cl3 F48 Ir2 N2 O4 P2'
_chemical_formula_weight         3157.41
_chemical_melting_point          461.15
_chemical_name_systematic
;                                                                               
(-)-(S)-[(eta4-1,5-cyclooctadiene)-{4-isopropyl-2-(1-diphenyl-
phosphinite-1-methyl-ethyl)-4,5-dihydro-oxazole}iridium(I)]-
tetrakis[3,5-bis(trifluoromethyl)phenyl]borate
;
_space_group_IT_number           1
_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
_audit_creation_date             03-28-08
_audit_creation_method           CRYSTALS_ver_12-03-99
_cell_angle_alpha                87.9035(5)
_cell_angle_beta                 74.6505(5)
_cell_angle_gamma                61.9161(5)
_cell_formula_units_Z            2
_cell_length_a                   12.7425(1)
_cell_length_b                   12.9920(1)
_cell_length_c                   23.0228(2)
_cell_measurement_reflns_used    18292
_cell_measurement_temperature    173
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3
_cell_volume                     3225.32(5)
_computing_cell_refinement
; 
EvalCCD
A. J. M. Duisenberg. Reflections on Area Detectors. Thesis, Utrecht, 1998
;
_computing_data_collection
; 
 COLLECT (Nonius BV, 1997) 
;
_computing_data_reduction
; 
EvalCCD
A. J. M. Duisenberg. Reflections on Area Detectors. Thesis, Utrecht, 1998
;
_computing_molecular_graphics
; 
 CAMERON (Watkin et al 1996) 
;
_computing_publication_material
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_refinement
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_solution
; 
 SIR97 (Altomare et al, 1999) 
;
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
; 
Enraf Nonius Kappa CCD 
;
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            32947
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         4.60
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.269
_exptl_absorpt_correction_T_max  0.64
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            ' red '
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_density_meas      ?
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             1559.600
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.36
_refine_diff_density_min         -1.33
_refine_ls_abs_structure_details 'Flack, 0 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.017(3)
_refine_ls_extinction_coef       165.8(122)
_refine_ls_extinction_method
'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_ref   1.0578
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1873
_refine_ls_number_reflns         25383
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.047820
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 
0.439    0.227    0.224    
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0355
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              16
_reflns_limit_k_min              -18
_reflns_limit_l_max              32
_reflns_limit_l_min              -32
_reflns_number_gt                25383
_reflns_number_total             32944
_reflns_threshold_expression     >3.00\s(I)
_cod_data_source_file            ol049235wsi20040426_014447.cif
_cod_data_source_block           meg938_173k_compound_Ir-8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '188 C' was changed to '461.15' - it
was converted from degrees Celsius(C) to
Kelvins(K).

'_symmetry_cell_setting' value 'Triclinic ' changed to
'triclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' 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 
;
_cod_original_sg_symbol_H-M      'P 1 '
_cod_original_formula_sum        ' C123 H101 B2 Cl3 F48 Ir2 N2 O4 P2 '
_cod_database_code               1507080