#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:10:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178495 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/06/4060664.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4060664
_publ_section_title
;
 A Rare Example of Efficient Alkene Hydrogenation Mediated by a
 Neutral Ir(I) Complex
;
_journal_name_full               Organometallics
_journal_paper_doi               10.1021/om050909w
_journal_year                    2006
_chemical_formula_moiety         'C23 H32 Ir O P'
_chemical_formula_sum            'C23 H32 Ir O P'
_chemical_formula_weight         547.66
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 113.8990(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.180(2)
_cell_length_b                   7.4095(8)
_cell_length_c                   26.823(3)
_cell_measurement_temperature    193(2)
_cell_volume                     4211.8(8)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.727
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4060664
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
IrA Ir 0.358034(8) 0.34443(3) 0.636718(8) 0.02175(6) Uani 1 1 d . . .
P1A P 0.40237(6) 0.38361(18) 0.57389(5) 0.0212(3) Uani 1 1 d . . .
O1A O 0.28691(15) 0.2162(5) 0.57345(14) 0.0253(8) Uani 1 1 d . . .
C1A C 0.2491(2) 0.0998(7) 0.4794(2) 0.0260(11) Uani 1 1 d . . .
H1AA H 0.2419 -0.0246 0.4891 0.031 Uiso 1 1 calc R . .
H1BA H 0.2082 0.1640 0.4634 0.031 Uiso 1 1 calc R . .
C2A C 0.2955(2) 0.1994(7) 0.5286(2) 0.0204(10) Uani 1 1 d . . .
C3A C 0.3457(2) 0.2620(7) 0.5184(2) 0.0229(11) Uani 1 1 d . . .
C3AA C 0.3389(2) 0.1954(7) 0.4649(2) 0.0233(11) Uani 1 1 d . . .
C4A C 0.3774(3) 0.2108(8) 0.4362(2) 0.0313(13) Uani 1 1 d . . .
H4A H 0.4164 0.2737 0.4516 0.038 Uiso 1 1 calc R . .
C5A C 0.3577(3) 0.1325(9) 0.3848(2) 0.0385(15) Uani 1 1 d . . .
H5A H 0.3834 0.1443 0.3649 0.046 Uiso 1 1 calc R . .
C6A C 0.3020(3) 0.0389(9) 0.3620(3) 0.0415(15) Uani 1 1 d . . .
H6A H 0.2897 -0.0140 0.3270 0.050 Uiso 1 1 calc R . .
C7A C 0.2634(3) 0.0213(8) 0.3904(2) 0.0356(14) Uani 1 1 d . . .
H7A H 0.2249 -0.0440 0.3748 0.043 Uiso 1 1 calc R . .
C7AA C 0.2814(2) 0.0992(7) 0.4410(2) 0.0261(11) Uani 1 1 d . . .
C11A C 0.4370(2) 0.3935(9) 0.7108(2) 0.0328(13) Uani 1 1 d . . .
H11A H 0.4786 0.3799 0.7083 0.039 Uiso 1 1 calc R . .
C12A C 0.4055(3) 0.5567(8) 0.6891(2) 0.0365(14) Uani 1 1 d . . .
H12A H 0.4289 0.6395 0.6744 0.044 Uiso 1 1 calc R . .
C13A C 0.3617(3) 0.6514(9) 0.7104(3) 0.0492(17) Uani 1 1 d . . .
H13A H 0.3876 0.7103 0.7455 0.059 Uiso 1 1 calc R . .
H13B H 0.3385 0.7475 0.6843 0.059 Uiso 1 1 calc R . .
C14A C 0.3142(3) 0.5286(9) 0.7190(3) 0.0436(16) Uani 1 1 d . . .
H14A H 0.3324 0.4816 0.7568 0.052 Uiso 1 1 calc R . .
H14B H 0.2759 0.5988 0.7141 0.052 Uiso 1 1 calc R . .
C15A C 0.2960(2) 0.3720(9) 0.6794(2) 0.0331(14) Uani 1 1 d . . .
H15A H 0.2500 0.3666 0.6551 0.040 Uiso 1 1 calc R . .
C16A C 0.3257(3) 0.2033(8) 0.6912(2) 0.0320(13) Uani 1 1 d . . .
H16A H 0.2971 0.0989 0.6743 0.038 Uiso 1 1 calc R . .
C17A C 0.3815(3) 0.1585(9) 0.7432(3) 0.0411(15) Uani 1 1 d . . .
H17A H 0.3994 0.0416 0.7386 0.049 Uiso 1 1 calc R . .
H17B H 0.3670 0.1445 0.7730 0.049 Uiso 1 1 calc R . .
C18A C 0.4331(3) 0.3016(9) 0.7595(2) 0.0347(14) Uani 1 1 d . . .
H18A H 0.4247 0.3933 0.7826 0.042 Uiso 1 1 calc R . .
H18B H 0.4742 0.2445 0.7814 0.042 Uiso 1 1 calc R . .
C21A C 0.4061(2) 0.6208(8) 0.5535(2) 0.0294(12) Uani 1 1 d . . .
H21A H 0.4407 0.6814 0.5847 0.035 Uiso 1 1 calc R . .
C22A C 0.4211(3) 0.6427(9) 0.5036(3) 0.0436(16) Uani 1 1 d . . .
H22A H 0.4609 0.5811 0.5099 0.052 Uiso 1 1 calc R . .
H22B H 0.4251 0.7713 0.4970 0.052 Uiso 1 1 calc R . .
H22C H 0.3871 0.5898 0.4717 0.052 Uiso 1 1 calc R . .
C23A C 0.3448(3) 0.7172(8) 0.5451(3) 0.0375(14) Uani 1 1 d . . .
H23A H 0.3362 0.7036 0.5778 0.045 Uiso 1 1 calc R . .
H23B H 0.3100 0.6643 0.5137 0.045 Uiso 1 1 calc R . .
H23C H 0.3486 0.8456 0.5383 0.045 Uiso 1 1 calc R . .
C24A C 0.4801(2) 0.2850(8) 0.5850(2) 0.0297(12) Uani 1 1 d . . .
H24A H 0.4832 0.2784 0.5490 0.036 Uiso 1 1 calc R . .
C25A C 0.4816(3) 0.0913(10) 0.6061(3) 0.057(2) Uani 1 1 d . . .
H25A H 0.4454 0.0238 0.5805 0.069 Uiso 1 1 calc R . .
H25B H 0.4797 0.0947 0.6419 0.069 Uiso 1 1 calc R . .
H25C H 0.5208 0.0320 0.6093 0.069 Uiso 1 1 calc R . .
C26A C 0.5360(2) 0.3946(10) 0.6237(3) 0.0452(17) Uani 1 1 d . . .
H26A H 0.5338 0.5176 0.6096 0.054 Uiso 1 1 calc R . .
H26B H 0.5755 0.3377 0.6267 0.054 Uiso 1 1 calc R . .
H26C H 0.5348 0.3990 0.6598 0.054 Uiso 1 1 calc R . .
IrB Ir 0.131909(8) 0.75978(3) 0.112682(8) 0.01982(6) Uani 1 1 d . . .
P1B P 0.09063(6) 0.81608(18) 0.17674(5) 0.0192(3) Uani 1 1 d . . .
O1B O 0.20282(15) 0.6300(5) 0.17584(14) 0.0239(8) Uani 1 1 d . . .
C1B C 0.2462(2) 0.5444(8) 0.2732(2) 0.0262(11) Uani 1 1 d . . .
H1AB H 0.2512 0.4146 0.2671 0.031 Uiso 1 1 calc R . .
H1BB H 0.2877 0.6051 0.2848 0.031 Uiso 1 1 calc R . .
C2B C 0.1974(2) 0.6324(7) 0.2226(2) 0.0219(11) Uani 1 1 d . . .
C3B C 0.1496(2) 0.7061(7) 0.2335(2) 0.0197(10) Uani 1 1 d . . .
C3AB C 0.1607(2) 0.6662(7) 0.2903(2) 0.0218(10) Uani 1 1 d . . .
C4B C 0.1260(2) 0.7000(8) 0.3208(2) 0.0279(12) Uani 1 1 d . . .
H4B H 0.0864 0.7594 0.3046 0.033 Uiso 1 1 calc R . .
C5B C 0.1492(3) 0.6468(9) 0.3751(2) 0.0350(14) Uani 1 1 d . . .
H5B H 0.1259 0.6737 0.3963 0.042 Uiso 1 1 calc R . .
C6B C 0.2060(3) 0.5549(9) 0.3987(2) 0.0388(15) Uani 1 1 d . . .
H6B H 0.2213 0.5187 0.4358 0.047 Uiso 1 1 calc R . .
C7B C 0.2408(3) 0.5156(8) 0.3680(2) 0.0357(14) Uani 1 1 d . . .
H7B H 0.2795 0.4515 0.3838 0.043 Uiso 1 1 calc R . .
C7AB C 0.2180(2) 0.5713(7) 0.3143(2) 0.0277(12) Uani 1 1 d . . .
C11B C 0.0864(3) 0.9750(8) 0.0603(2) 0.0301(12) Uani 1 1 d . . .
H11B H 0.0643 1.0607 0.0755 0.036 Uiso 1 1 calc R . .
C12B C 0.0528(2) 0.8154(8) 0.0390(2) 0.0280(12) Uani 1 1 d . . .
H12B H 0.0114 0.8077 0.0422 0.034 Uiso 1 1 calc R . .
C13B C 0.0542(3) 0.7160(8) -0.0103(2) 0.0331(13) Uani 1 1 d . . .
H13C H 0.0125 0.6601 -0.0310 0.040 Uiso 1 1 calc R . .
H13D H 0.0621 0.8040 -0.0346 0.040 Uiso 1 1 calc R . .
C14B C 0.1048(3) 0.5700(9) 0.0056(2) 0.0344(13) Uani 1 1 d . . .
H14C H 0.0861 0.4545 0.0103 0.041 Uiso 1 1 calc R . .
H14D H 0.1187 0.5542 -0.0244 0.041 Uiso 1 1 calc R . .
C15B C 0.1615(2) 0.6109(8) 0.0573(2) 0.0280(12) Uani 1 1 d . . .
H15B H 0.1886 0.5037 0.0741 0.034 Uiso 1 1 calc R . .
C16B C 0.1936(2) 0.7749(8) 0.0691(2) 0.0310(13) Uani 1 1 d . . .
H16B H 0.2395 0.7644 0.0931 0.037 Uiso 1 1 calc R . .
C17B C 0.1770(3) 0.9327(9) 0.0298(2) 0.0381(14) Uani 1 1 d . . .
H17C H 0.1575 0.8865 -0.0080 0.046 Uiso 1 1 calc R . .
H17D H 0.2161 0.9976 0.0343 0.046 Uiso 1 1 calc R . .
C18B C 0.1311(3) 1.0651(9) 0.0392(2) 0.0389(14) Uani 1 1 d . . .
H18C H 0.1559 1.1582 0.0657 0.047 Uiso 1 1 calc R . .
H18D H 0.1059 1.1269 0.0044 0.047 Uiso 1 1 calc R . .
C21B C 0.0145(2) 0.7158(8) 0.1685(2) 0.0270(12) Uani 1 1 d . . .
H21B H 0.0121 0.7193 0.2049 0.032 Uiso 1 1 calc R . .
C22B C 0.0133(3) 0.5187(9) 0.1522(3) 0.0464(17) Uani 1 1 d . . .
H22D H 0.0504 0.4567 0.1787 0.056 Uiso 1 1 calc R . .
H22E H 0.0137 0.5113 0.1159 0.056 Uiso 1 1 calc R . .
H22F H -0.0251 0.4614 0.1516 0.056 Uiso 1 1 calc R . .
C23B C -0.0423(3) 0.8179(10) 0.1284(3) 0.0486(18) Uani 1 1 d . . .
H23D H -0.0400 0.9443 0.1397 0.058 Uiso 1 1 calc R . .
H23E H -0.0811 0.7633 0.1277 0.058 Uiso 1 1 calc R . .
H23F H -0.0423 0.8117 0.0919 0.058 Uiso 1 1 calc R . .
C24B C 0.0866(2) 1.0559(7) 0.1935(2) 0.0276(12) Uani 1 1 d . . .
H24B H 0.0533 1.1140 0.1608 0.033 Uiso 1 1 calc R . .
C25B C 0.1490(3) 1.1467(8) 0.2027(3) 0.0404(15) Uani 1 1 d . . .
H25D H 0.1597 1.1232 0.1715 0.049 Uiso 1 1 calc R . .
H25E H 0.1823 1.0983 0.2359 0.049 Uiso 1 1 calc R . .
H25F H 0.1453 1.2772 0.2067 0.049 Uiso 1 1 calc R . .
C26B C 0.0692(3) 1.0893(9) 0.2417(3) 0.0419(15) Uani 1 1 d . . .
H26D H 0.0289 1.0303 0.2350 0.050 Uiso 1 1 calc R . .
H26E H 0.0653 1.2194 0.2462 0.050 Uiso 1 1 calc R . .
H26F H 0.1022 1.0397 0.2749 0.050 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
IrA O1A 2.058(3) . ?
IrA C12A 2.099(6) . ?
IrA C11A 2.117(5) . ?
IrA C16A 2.164(5) . ?
IrA C15A 2.181(5) . ?
IrA P1A 2.3203(13) . ?
P1A C3A 1.779(5) . ?
P1A C21A 1.853(6) . ?
P1A C24A 1.853(5) . ?
O1A C2A 1.302(6) . ?
C1A C7AA 1.499(7) . ?
C1A C2A 1.514(7) . ?
C2A C3A 1.380(7) . ?
C3A C3AA 1.467(7) . ?
C3AA C4A 1.399(7) . ?
C3AA C7AA 1.415(7) . ?
C4A C5A 1.392(8) . ?
C5A C6A 1.372(9) . ?
C6A C7A 1.395(8) . ?
C7A C7AA 1.376(8) . ?
C11A C12A 1.410(9) . ?
C11A C18A 1.507(8) . ?
C12A C13A 1.525(9) . ?
C13A C14A 1.516(10) . ?
C14A C15A 1.512(9) . ?
C15A C16A 1.400(8) . ?
C16A C17A 1.504(8) . ?
C17A C18A 1.524(8) . ?
C21A C22A 1.523(8) . ?
C21A C23A 1.523(8) . ?
C24A C26A 1.526(8) . ?
C24A C25A 1.538(9) . ?
IrB O1B 2.059(3) . ?
IrB C11B 2.105(5) . ?
IrB C12B 2.122(5) . ?
IrB C15B 2.172(5) . ?
IrB C16B 2.184(5) . ?
IrB P1B 2.3183(13) . ?
P1B C3B 1.779(5) . ?
P1B C21B 1.843(5) . ?
P1B C24B 1.844(6) . ?
O1B C2B 1.311(6) . ?
C1B C7AB 1.505(7) . ?
C1B C2B 1.518(7) . ?
C2B C3B 1.369(7) . ?
C3B C3AB 1.469(7) . ?
C3AB C4B 1.381(7) . ?
C3AB C7AB 1.406(7) . ?
C4B C5B 1.391(8) . ?
C5B C6B 1.386(9) . ?
C6B C7B 1.396(8) . ?
C7B C7AB 1.382(8) . ?
C11B C12B 1.404(8) . ?
C11B C18B 1.522(8) . ?
C12B C13B 1.526(8) . ?
C13B C14B 1.523(8) . ?
C14B C15B 1.504(7) . ?
C15B C16B 1.393(8) . ?
C16B C17B 1.516(9) . ?
C17B C18B 1.541(9) . ?
C21B C22B 1.521(9) . ?
C21B C23B 1.522(8) . ?
C24B C25B 1.521(8) . ?
C24B C26B 1.524(7) . ?
