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_1507079
_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 diethyl ether/pentane
;
_chemical_formula_moiety         ' C30 H40 Ir N O2 P * C32 H12 B F24 '
_chemical_formula_sum            'C124 H104 B2 F48 Ir2 N2 O4 P2'
_chemical_formula_weight         3066.11
_chemical_melting_point          474.15
_chemical_name_systematic
;
(-)-(S)-[(eta4-1,5-cyclooctadiene)-{4-tert-butyl-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             03-07-01
_audit_creation_method           CRYSTALS_ver_12-03-99
_cell_angle_alpha                105.044(1)
_cell_angle_beta                 92.7318(17)
_cell_angle_gamma                117.3655(13)
_cell_formula_units_Z            2
_cell_length_a                   12.8996(3)
_cell_length_b                   12.9357(1)
_cell_length_c                   22.1831(3)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    173
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     3113.94(10)
_computing_cell_refinement
; 
EvalCCD
A. J. M. Duisenberg. Reflections on Area Detectors. Thesis, Utrecht, 1998
;
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_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    'SIR92 (Altomare et al, 1994)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.08
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            112109
_diffrn_reflns_theta_max         32.00
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        0.00
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_diffrn_standards_interval_time  0
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_exptl_absorpt_coefficient_mu    2.285
_exptl_absorpt_correction_T_max  0.81
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1517.026
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.09
_refine_diff_density_max         3.85
_refine_diff_density_min         -2.43
_refine_ls_abs_structure_details 'Flack, 0 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.010(4)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0325
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1740
_refine_ls_number_reflns         28695
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.032795
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 
 6.50    -4.27     4.54    
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0462
_reflns_limit_h_max              19
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_reflns_limit_k_max              19
_reflns_limit_k_min              -19
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_reflns_limit_l_min              -33
_reflns_number_gt                28695
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_reflns_threshold_expression     >3.00\s(I)
_cod_data_source_file            ol049235wsi20040426_014447.cif
_cod_data_source_block           sps121_173k_compound_Ir-8
_cod_depositor_comments
;
 Changing the _atom_site_label data item values to match the ones in
 related data items (e. g. _atom_site_aniso_label) and correcting typos
 in the _geom_angle_atom_site_label_* data item values.

 Antanas Vaitkus,
 2017-01-06

 Changing the _atom_type_symbol data item values to match the ones in
 related data items (e. g. _atom_site_type_symbol).

 Antanas Vaitkus,
 2017-01-06

The following automatic conversions were performed:

'_chemical_melting_point' value '201 C' was changed to '474.15' - 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_cell_volume        3113.9
_cod_original_sg_symbol_H-M      'P 1 '
_cod_original_formula_sum        ' (C62 H52 B F24 Ir N O2 P)2 '
_cod_database_code               1507079