#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:24:52 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178431 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/52/4025281.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_4025281
loop_
_publ_author_name
'Benjamin Bechem'
'Ryan L. Patman'
'A. Stephen K. Hashmi'
'Michael J. Krische'
_publ_section_title
;
 Enantioselective Carbonyl Allylation, Crotylation, and tert-Prenylation
 of Furan Methanols and Furfurals via Iridium-Catalyzed Transfer
 Hydrogenation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1795
_journal_page_last               1798
_journal_paper_doi               10.1021/jo902697g
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety
'C36 H28 P2, C3 H5, C7 H3 N O4, Ir, 2 C H2 Cl2'
_chemical_formula_sum            'C48 H40 Cl4 Ir N O4 P2'
_chemical_formula_weight         1090.75
_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                95.815(2)
_cell_angle_beta                 110.995(3)
_cell_angle_gamma                97.873(3)
_cell_formula_units_Z            2
_cell_length_a                   12.7104(15)
_cell_length_b                   13.594(2)
_cell_length_c                   13.826(2)
_cell_measurement_reflns_used    23357
_cell_measurement_temperature    233(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.0
_cell_volume                     2179.9(5)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_solution
;
SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_diffrn_ambient_temperature      233(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku SCX-Mini'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            23357
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    3.428
_exptl_absorpt_correction_T_max  0.72
_exptl_absorpt_correction_T_min  0.41
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Abscor.  T. Higashi.  (2001).  Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             1084
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.994
_refine_diff_density_min         -1.107
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     509
_refine_ls_number_reflns         10012
_refine_ls_number_restraints     306
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0288P)²+3.3498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0734
_reflns_number_gt                9224
_reflns_number_total             10012
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902697g_si_001.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4025281
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ir1 Ir 0.553541(10) 0.181858(9) 0.727290(10) 0.02146(5) Uani 1 1 d . . .
P1 P 0.53766(7) 0.31400(6) 0.84170(7) 0.02291(17) Uani 1 1 d . . .
P2 P 0.72992(7) 0.25684(6) 0.74260(7) 0.02300(17) Uani 1 1 d . . .
O1 O 0.38874(19) 0.12405(18) 0.72205(19) 0.0278(5) Uani 1 1 d U . .
O2 O 0.2033(2) 0.1082(2) 0.6272(2) 0.0380(6) Uani 1 1 d U . .
O3 O 0.1130(3) 0.1270(4) 0.2476(3) 0.1045(17) Uani 1 1 d U . .
O4 O 0.2443(3) 0.1823(3) 0.1964(3) 0.0716(11) Uani 1 1 d U . .
N1 N 0.2117(3) 0.1620(3) 0.2651(3) 0.0538(10) Uani 1 1 d U . .
C1 C 0.6394(3) 0.4333(2) 0.8795(3) 0.0247(6) Uani 1 1 d U . .
C2 C 0.7593(3) 0.4389(3) 0.9240(3) 0.0271(7) Uani 1 1 d U . .
C3 C 0.8299(3) 0.5331(3) 0.9470(3) 0.0335(8) Uani 1 1 d U . .
H3A H 0.9098 0.5375 0.9767 0.040 Uiso 1 1 calc R . .
C4 C 0.7870(3) 0.6197(3) 0.9278(3) 0.0381(8) Uani 1 1 d U . .
H4A H 0.8370 0.6817 0.9423 0.046 Uiso 1 1 calc R . .
C5 C 0.6702(3) 0.6148(3) 0.8873(3) 0.0363(8) Uani 1 1 d U . .
H5A H 0.6400 0.6739 0.8758 0.044 Uiso 1 1 calc R . .
C6 C 0.5972(3) 0.5229(3) 0.8636(3) 0.0301(7) Uani 1 1 d U . .
H6A H 0.5175 0.5203 0.8361 0.036 Uiso 1 1 calc R . .
C7 C 0.8175(3) 0.3522(3) 0.9534(3) 0.0278(7) Uani 1 1 d U . .
C8 C 0.8786(3) 0.3545(3) 1.0603(3) 0.0362(8) Uani 1 1 d U . .
H8A H 0.8790 0.4083 1.1089 0.043 Uiso 1 1 calc R . .
C9 C 0.9384(3) 0.2796(3) 1.0961(3) 0.0406(9) Uani 1 1 d U . .
H9A H 0.9778 0.2821 1.1685 0.049 Uiso 1 1 calc R . .
C10 C 0.9405(3) 0.2008(3) 1.0255(3) 0.0369(8) Uani 1 1 d U . .
H10A H 0.9807 0.1494 1.0495 0.044 Uiso 1 1 calc R . .
C11 C 0.8828(3) 0.1985(3) 0.9195(3) 0.0322(8) Uani 1 1 d U . .
H11A H 0.8852 0.1454 0.8717 0.039 Uiso 1 1 calc R . .
C12 C 0.8209(3) 0.2729(3) 0.8814(3) 0.0262(7) Uani 1 1 d U . .
C13 C 0.5437(3) 0.2814(3) 0.9686(3) 0.0292(7) Uani 1 1 d U . .
C14 C 0.4769(3) 0.1927(3) 0.9716(3) 0.0352(8) Uani 1 1 d U . .
H14A H 0.4293 0.1501 0.9087 0.042 Uiso 1 1 calc R . .
C15 C 0.4803(4) 0.1669(3) 1.0664(3) 0.0431(9) Uani 1 1 d U . .
H15A H 0.4344 0.1070 1.0675 0.052 Uiso 1 1 calc R . .
C16 C 0.5498(4) 0.2277(4) 1.1590(3) 0.0460(10) Uani 1 1 d U . .
H16A H 0.5540 0.2082 1.2234 0.055 Uiso 1 1 calc R . .
C17 C 0.6131(4) 0.3170(4) 1.1572(3) 0.0445(10) Uani 1 1 d U . .
H17A H 0.6587 0.3601 1.2205 0.053 Uiso 1 1 calc R . .
C18 C 0.6103(3) 0.3443(3) 1.0620(3) 0.0344(8) Uani 1 1 d U . .
H18A H 0.6538 0.4058 1.0613 0.041 Uiso 1 1 calc R . .
C19 C 0.3973(3) 0.3517(2) 0.7898(3) 0.0263(7) Uani 1 1 d U . .
C20 C 0.3267(3) 0.3533(3) 0.8460(3) 0.0340(8) Uani 1 1 d U . .
H20A H 0.3514 0.3358 0.9136 0.041 Uiso 1 1 calc R . .
C21 C 0.2206(3) 0.3802(4) 0.8047(4) 0.0462(10) Uani 1 1 d U . .
H21A H 0.1736 0.3804 0.8439 0.055 Uiso 1 1 calc R . .
C22 C 0.1833(4) 0.4067(4) 0.7060(4) 0.0488(10) Uani 1 1 d U . .
H22A H 0.1110 0.4249 0.6775 0.059 Uiso 1 1 calc R . .
C23 C 0.2534(3) 0.4062(3) 0.6493(3) 0.0415(9) Uani 1 1 d U . .
H23A H 0.2290 0.4250 0.5822 0.050 Uiso 1 1 calc R . .
C24 C 0.3588(3) 0.3783(3) 0.6906(3) 0.0322(8) Uani 1 1 d U . .
H24A H 0.4052 0.3773 0.6509 0.039 Uiso 1 1 calc R . .
C25 C 0.8045(3) 0.1910(3) 0.6733(3) 0.0297(7) Uani 1 1 d U . .
C26 C 0.9235(3) 0.2006(3) 0.7100(3) 0.0369(8) Uani 1 1 d U . .
H26A H 0.9689 0.2369 0.7771 0.044 Uiso 1 1 calc R . .
C27 C 0.9755(4) 0.1571(3) 0.6485(4) 0.0458(10) Uani 1 1 d U . .
H27A H 1.0557 0.1638 0.6744 0.055 Uiso 1 1 calc R . .
C28 C 0.9103(4) 0.1041(3) 0.5496(4) 0.0500(11) Uani 1 1 d U . .
H28A H 0.9460 0.0739 0.5086 0.060 Uiso 1 1 calc R . .
C29 C 0.7924(4) 0.0955(3) 0.5108(4) 0.0459(10) Uani 1 1 d U . .
H29A H 0.7478 0.0604 0.4429 0.055 Uiso 1 1 calc R . .
C30 C 0.7401(3) 0.1387(3) 0.5723(3) 0.0359(8) Uani 1 1 d U . .
H30A H 0.6599 0.1326 0.5455 0.043 Uiso 1 1 calc R . .
C31 C 0.7514(3) 0.3818(3) 0.7045(3) 0.0273(7) Uani 1 1 d U . .
C32 C 0.6605(3) 0.4289(3) 0.6588(3) 0.0327(8) Uani 1 1 d U . .
H32A H 0.5859 0.3983 0.6498 0.039 Uiso 1 1 calc R . .
C33 C 0.6775(4) 0.5205(3) 0.6262(3) 0.0435(9) Uani 1 1 d U . .
H33A H 0.6148 0.5514 0.5941 0.052 Uiso 1 1 calc R . .
C34 C 0.7874(4) 0.5662(3) 0.6413(3) 0.0443(10) Uani 1 1 d U . .
H34A H 0.7998 0.6292 0.6206 0.053 Uiso 1 1 calc R . .
C35 C 0.8787(4) 0.5201(3) 0.6864(3) 0.0425(9) Uani 1 1 d U . .
H35A H 0.9531 0.5511 0.6954 0.051 Uiso 1 1 calc R . .
C36 C 0.8614(3) 0.4282(3) 0.7187(3) 0.0354(8) Uani 1 1 d U . .
H36A H 0.9242 0.3972 0.7502 0.042 Uiso 1 1 calc R . .
C37 C 0.4553(3) 0.2051(2) 0.5783(3) 0.0239(6) Uani 1 1 d U . .
C38 C 0.3385(3) 0.1657(3) 0.5523(3) 0.0270(7) Uani 1 1 d U . .
C39 C 0.2577(3) 0.1535(3) 0.4510(3) 0.0343(8) Uani 1 1 d U . .
H39A H 0.1802 0.1271 0.4357 0.041 Uiso 1 1 calc R . .
C40 C 0.2936(3) 0.1810(3) 0.3737(3) 0.0357(8) Uani 1 1 d U . .
C41 C 0.4059(3) 0.2229(3) 0.3947(3) 0.0324(8) Uani 1 1 d U . .
H41A H 0.4284 0.2427 0.3407 0.039 Uiso 1 1 calc R . .
C42 C 0.4850(3) 0.2356(3) 0.4961(3) 0.0284(7) Uani 1 1 d U . .
H42A H 0.5613 0.2657 0.5106 0.034 Uiso 1 1 calc R . .
C43 C 0.3031(3) 0.1307(3) 0.6369(3) 0.0284(7) Uani 1 1 d U . .
C1A C 0.6053(3) 0.0797(3) 0.8491(3) 0.0345(8) Uani 1 1 d U . .
H1AA H 0.6636 0.1080 0.9154 0.041 Uiso 1 1 d R . .
H1AB H 0.5318 0.0603 0.8519 0.041 Uiso 1 1 d R . .
C2A C 0.6320(3) 0.0478(3) 0.7645(3) 0.0340(8) Uani 1 1 d U . .
H2AA H 0.7124 0.0578 0.7814 0.041 Uiso 1 1 d R . .
C3A C 0.5480(3) 0.0256(3) 0.6613(3) 0.0339(8) Uani 1 1 d U . .
H3AA H 0.5730 0.0025 0.6075 0.041 Uiso 1 1 d R . .
H3AB H 0.4726 -0.0041 0.6533 0.041 Uiso 1 1 d R . .
Cl1A Cl 0.26461(13) -0.06481(11) 0.85254(12) 0.0700(4) Uani 1 1 d . . .
Cl2A Cl 0.15680(16) 0.08393(16) 0.92661(16) 0.0975(6) Uani 1 1 d . . .
C1AA C 0.1591(5) 0.0099(4) 0.8161(4) 0.0629(13) Uiso 1 1 d . . .
H1AC H 0.0839 -0.0335 0.7783 0.075 Uiso 1 1 calc R . .
H1AD H 0.1745 0.0536 0.7687 0.075 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C37 Ir1 O1 80.36(11) . . ?
C37 Ir1 C3A 89.23(14) . . ?
O1 Ir1 C3A 83.94(12) . . ?
C37 Ir1 C2A 125.53(14) . . ?
O1 Ir1 C2A 98.23(12) . . ?
C3A Ir1 C2A 37.32(14) . . ?
C37 Ir1 P2 100.83(9) . . ?
O1 Ir1 P2 174.62(7) . . ?
C3A Ir1 P2 101.30(10) . . ?
C2A Ir1 P2 85.39(10) . . ?
C37 Ir1 C1A 150.84(14) . . ?
O1 Ir1 C1A 81.94(12) . . ?
C3A Ir1 C1A 65.94(15) . . ?
C2A Ir1 C1A 35.74(14) . . ?
P2 Ir1 C1A 98.97(10) . . ?
C37 Ir1 P1 104.74(9) . . ?
O1 Ir1 P1 81.74(7) . . ?
C3A Ir1 P1 157.93(11) . . ?
C2A Ir1 P1 129.16(11) . . ?
P2 Ir1 P1 92.88(3) . . ?
C1A Ir1 P1 95.39(10) . . ?
C1 P1 C13 102.66(16) . . ?
C1 P1 C19 103.59(15) . . ?
C13 P1 C19 102.32(16) . . ?
C1 P1 Ir1 120.09(11) . . ?
C13 P1 Ir1 114.28(12) . . ?
C19 P1 Ir1 111.88(11) . . ?
C12 P2 C25 105.39(16) . . ?
C12 P2 C31 105.37(16) . . ?
C25 P2 C31 99.48(16) . . ?
C12 P2 Ir1 106.38(11) . . ?
C25 P2 Ir1 118.55(12) . . ?
C31 P2 Ir1 120.21(11) . . ?
C43 O1 Ir1 115.8(2) . . ?
O4 N1 O3 122.3(4) . . ?
O4 N1 C40 119.4(4) . . ?
O3 N1 C40 118.4(4) . . ?
C6 C1 C2 118.4(3) . . ?
C6 C1 P1 119.0(3) . . ?
C2 C1 P1 122.5(3) . . ?
C3 C2 C1 118.3(3) . . ?
C3 C2 C7 116.6(3) . . ?
C1 C2 C7 125.1(3) . . ?
C4 C3 C2 122.4(3) . . ?
C4 C3 H3A 118.8 . . ?
C2 C3 H3A 118.8 . . ?
C3 C4 C5 119.5(4) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
C4 C5 C6 119.8(4) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C5 C6 C1 121.6(3) . . ?
C5 C6 H6A 119.2 . . ?
C1 C6 H6A 119.2 . . ?
C8 C7 C12 118.5(3) . . ?
C8 C7 C2 116.5(3) . . ?
C12 C7 C2 124.8(3) . . ?
C9 C8 C7 121.4(4) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
C8 C9 C10 120.1(4) . . ?
C8 C9 H9A 119.9 . . ?
C10 C9 H9A 119.9 . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
C10 C11 C12 121.8(4) . . ?
C10 C11 H11A 119.1 . . ?
C12 C11 H11A 119.1 . . ?
C11 C12 C7 118.9(3) . . ?
C11 C12 P2 119.8(3) . . ?
C7 C12 P2 120.7(3) . . ?
C18 C13 C14 118.6(3) . . ?
C18 C13 P1 121.8(3) . . ?
C14 C13 P1 119.5(3) . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14A 119.8 . . ?
C13 C14 H14A 119.8 . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 H15A 119.6 . . ?
C14 C15 H15A 119.6 . . ?
C17 C16 C15 119.6(4) . . ?
C17 C16 H16A 120.2 . . ?
C15 C16 H16A 120.2 . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H17A 119.9 . . ?
C18 C17 H17A 119.9 . . ?
C13 C18 C17 120.3(4) . . ?
C13 C18 H18A 119.8 . . ?
C17 C18 H18A 119.8 . . ?
C20 C19 C24 118.1(3) . . ?
C20 C19 P1 122.2(3) . . ?
C24 C19 P1 119.7(3) . . ?
C21 C20 C19 121.1(4) . . ?
C21 C20 H20A 119.4 . . ?
C19 C20 H20A 119.4 . . ?
C22 C21 C20 120.2(4) . . ?
C22 C21 H21A 119.9 . . ?
C20 C21 H21A 119.9 . . ?
C21 C22 C23 119.3(4) . . ?
C21 C22 H22A 120.4 . . ?
C23 C22 H22A 120.4 . . ?
C24 C23 C22 120.2(4) . . ?
C24 C23 H23A 119.9 . . ?
C22 C23 H23A 119.9 . . ?
C23 C24 C19 121.0(3) . . ?
C23 C24 H24A 119.5 . . ?
C19 C24 H24A 119.5 . . ?
C26 C25 C30 118.1(3) . . ?
C26 C25 P2 123.6(3) . . ?
C30 C25 P2 117.8(3) . . ?
C27 C26 C25 120.7(4) . . ?
C27 C26 H26A 119.6 . . ?
C25 C26 H26A 119.6 . . ?
C28 C27 C26 120.4(4) . . ?
C28 C27 H27A 119.8 . . ?
C26 C27 H27A 119.8 . . ?
C27 C28 C29 119.9(4) . . ?
C27 C28 H28A 120.1 . . ?
C29 C28 H28A 120.1 . . ?
C28 C29 C30 119.8(4) . . ?
C28 C29 H29A 120.1 . . ?
C30 C29 H29A 120.1 . . ?
C29 C30 C25 121.1(4) . . ?
C29 C30 H30A 119.4 . . ?
C25 C30 H30A 119.4 . . ?
C32 C31 C36 119.1(3) . . ?
C32 C31 P2 121.7(3) . . ?
C36 C31 P2 119.2(3) . . ?
C31 C32 C33 121.0(4) . . ?
C31 C32 H32A 119.5 . . ?
C33 C32 H32A 119.5 . . ?
C34 C33 C32 119.4(4) . . ?
C34 C33 H33A 120.3 . . ?
C32 C33 H33A 120.3 . . ?
C35 C34 C33 120.3(4) . . ?
C35 C34 H34A 119.8 . . ?
C33 C34 H34A 119.8 . . ?
C34 C35 C36 120.2(4) . . ?
C34 C35 H35A 119.9 . . ?
C36 C35 H35A 119.9 . . ?
C35 C36 C31 120.0(4) . . ?
C35 C36 H36A 120.0 . . ?
C31 C36 H36A 120.0 . . ?
C42 C37 C38 116.0(3) . . ?
C42 C37 Ir1 132.1(2) . . ?
C38 C37 Ir1 110.9(2) . . ?
C39 C38 C37 122.5(3) . . ?
C39 C38 C43 119.5(3) . . ?
C37 C38 C43 117.9(3) . . ?
C40 C39 C38 118.3(3) . . ?
C40 C39 H39A 120.8 . . ?
C38 C39 H39A 120.8 . . ?
C39 C40 C41 121.9(3) . . ?
C39 C40 N1 119.3(4) . . ?
C41 C40 N1 118.8(4) . . ?
C40 C41 C42 119.1(3) . . ?
C40 C41 H41A 120.5 . . ?
C42 C41 H41A 120.5 . . ?
C41 C42 C37 122.1(3) . . ?
C41 C42 H42A 118.9 . . ?
C37 C42 H42A 118.9 . . ?
O2 C43 O1 122.6(3) . . ?
O2 C43 C38 123.3(3) . . ?
O1 C43 C38 114.1(3) . . ?
C2A C1A Ir1 70.1(2) . . ?
C2A C1A H1AA 121.2 . . ?
Ir1 C1A H1AA 117.8 . . ?
C2A C1A H1AB 123.2 . . ?
Ir1 C1A H1AB 97.1 . . ?
H1AA C1A H1AB 113.7 . . ?
C1A C2A C3A 121.5(3) . . ?
C1A C2A Ir1 74.1(2) . . ?
C3A C2A Ir1 71.0(2) . . ?
C1A C2A H2AA 112.3 . . ?
C3A C2A H2AA 124.6 . . ?
Ir1 C2A H2AA 115.0 . . ?
C2A C3A Ir1 71.6(2) . . ?
C2A C3A H3AA 116.2 . . ?
Ir1 C3A H3AA 128.7 . . ?
C2A C3A H3AB 117.0 . . ?
Ir1 C3A H3AB 100.1 . . ?
H3AA C3A H3AB 116.0 . . ?
Cl1A C1AA Cl2A 111.0(3) . . ?
Cl1A C1AA H1AC 109.4 . . ?
Cl2A C1AA H1AC 109.4 . . ?
Cl1A C1AA H1AD 109.4 . . ?
Cl2A C1AA H1AD 109.4 . . ?
H1AC C1AA H1AD 108.0 . . ?
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
Ir1 C37 2.074(3) . ?
Ir1 O1 2.107(2) . ?
Ir1 C3A 2.206(3) . ?
Ir1 C2A 2.214(3) . ?
Ir1 P2 2.2583(9) . ?
Ir1 C1A 2.265(4) . ?
Ir1 P1 2.3499(9) . ?
P1 C1 1.828(3) . ?
P1 C13 1.830(4) . ?
P1 C19 1.835(3) . ?
P2 C12 1.823(4) . ?
P2 C25 1.823(3) . ?
P2 C31 1.842(4) . ?
O1 C43 1.308(4) . ?
O2 C43 1.218(4) . ?
O3 N1 1.206(5) . ?
O4 N1 1.205(5) . ?
N1 C40 1.460(5) . ?
C1 C6 1.403(5) . ?
C1 C2 1.412(5) . ?
C2 C3 1.394(5) . ?
C2 C7 1.491(5) . ?
C3 C4 1.375(6) . ?
C3 H3A 0.9400 . ?
C4 C5 1.375(5) . ?
C4 H4A 0.9400 . ?
C5 C6 1.383(5) . ?
C5 H5A 0.9400 . ?
C6 H6A 0.9400 . ?
C7 C8 1.396(5) . ?
C7 C12 1.408(5) . ?
C8 C9 1.380(6) . ?
C8 H8A 0.9400 . ?
C9 C10 1.384(6) . ?
C9 H9A 0.9400 . ?
C10 C11 1.378(5) . ?
C10 H10A 0.9400 . ?
C11 C12 1.395(5) . ?
C11 H11A 0.9400 . ?
C13 C18 1.382(5) . ?
C13 C14 1.390(5) . ?
C14 C15 1.378(5) . ?
C14 H14A 0.9400 . ?
C15 C16 1.370(7) . ?
C15 H15A 0.9400 . ?
C16 C17 1.370(7) . ?
C16 H16A 0.9400 . ?
C17 C18 1.392(6) . ?
C17 H17A 0.9400 . ?
C18 H18A 0.9400 . ?
C19 C20 1.382(5) . ?
C19 C24 1.386(5) . ?
C20 C21 1.380(5) . ?
C20 H20A 0.9400 . ?
C21 C22 1.379(6) . ?
C21 H21A 0.9400 . ?
C22 C23 1.381(6) . ?
C22 H22A 0.9400 . ?
C23 C24 1.379(5) . ?
C23 H23A 0.9400 . ?
C24 H24A 0.9400 . ?
C25 C26 1.395(5) . ?
C25 C30 1.396(5) . ?
C26 C27 1.384(6) . ?
C26 H26A 0.9400 . ?
C27 C28 1.379(7) . ?
C27 H27A 0.9400 . ?
C28 C29 1.383(6) . ?
C28 H28A 0.9400 . ?
C29 C30 1.385(5) . ?
C29 H29A 0.9400 . ?
C30 H30A 0.9400 . ?
C31 C32 1.381(5) . ?
C31 C36 1.389(5) . ?
C32 C33 1.382(5) . ?
C32 H32A 0.9400 . ?
C33 C34 1.382(6) . ?
C33 H33A 0.9400 . ?
C34 C35 1.374(6) . ?
C34 H34A 0.9400 . ?
C35 C36 1.385(5) . ?
C35 H35A 0.9400 . ?
C36 H36A 0.9400 . ?
C37 C42 1.401(5) . ?
C37 C38 1.407(5) . ?
C38 C39 1.386(5) . ?
C38 C43 1.492(5) . ?
C39 C40 1.369(6) . ?
C39 H39A 0.9400 . ?
C40 C41 1.376(5) . ?
C41 C42 1.378(5) . ?
C41 H41A 0.9400 . ?
C42 H42A 0.9400 . ?
C1A C2A 1.375(6) . ?
C1A H1AA 0.9500 . ?
C1A H1AB 0.9499 . ?
C2A C3A 1.415(6) . ?
C2A H2AA 0.9500 . ?
C3A H3AA 0.9500 . ?
C3A H3AB 0.9499 . ?
Cl1A C1AA 1.753(5) . ?
Cl2A C1AA 1.754(6) . ?
C1AA H1AC 0.9800 . ?
C1AA H1AD 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C37 Ir1 P1 C1 -89.32(16) . . . . ?
O1 Ir1 P1 C1 -167.00(15) . . . . ?
C3A Ir1 P1 C1 143.0(3) . . . . ?
C2A Ir1 P1 C1 99.07(18) . . . . ?
P2 Ir1 P1 C1 12.68(13) . . . . ?
C1A Ir1 P1 C1 111.98(16) . . . . ?
C37 Ir1 P1 C13 148.06(16) . . . . ?
O1 Ir1 P1 C13 70.37(14) . . . . ?
C3A Ir1 P1 C13 20.3(3) . . . . ?
C2A Ir1 P1 C13 -23.55(18) . . . . ?
P2 Ir1 P1 C13 -109.95(13) . . . . ?
C1A Ir1 P1 C13 -10.65(16) . . . . ?
C37 Ir1 P1 C19 32.37(15) . . . . ?
O1 Ir1 P1 C19 -45.32(14) . . . . ?
C3A Ir1 P1 C19 -95.4(3) . . . . ?
C2A Ir1 P1 C19 -139.24(17) . . . . ?
P2 Ir1 P1 C19 134.37(12) . . . . ?
C1A Ir1 P1 C19 -126.34(16) . . . . ?
C37 Ir1 P2 C12 165.25(15) . . . . ?
C3A Ir1 P2 C12 -103.36(16) . . . . ?
C2A Ir1 P2 C12 -69.43(16) . . . . ?
C1A Ir1 P2 C12 -36.27(16) . . . . ?
P1 Ir1 P2 C12 59.65(12) . . . . ?
C37 Ir1 P2 C25 -76.41(16) . . . . ?
C3A Ir1 P2 C25 14.98(18) . . . . ?
C2A Ir1 P2 C25 48.91(17) . . . . ?
C1A Ir1 P2 C25 82.07(17) . . . . ?
P1 Ir1 P2 C25 177.99(14) . . . . ?
C37 Ir1 P2 C31 45.85(16) . . . . ?
C3A Ir1 P2 C31 137.24(17) . . . . ?
C2A Ir1 P2 C31 171.17(17) . . . . ?
C1A Ir1 P2 C31 -155.67(17) . . . . ?
P1 Ir1 P2 C31 -59.75(13) . . . . ?
C37 Ir1 O1 C43 -2.4(2) . . . . ?
C3A Ir1 O1 C43 -92.6(2) . . . . ?
C2A Ir1 O1 C43 -127.2(2) . . . . ?
C1A Ir1 O1 C43 -159.1(3) . . . . ?
P1 Ir1 O1 C43 104.2(2) . . . . ?
C13 P1 C1 C6 -106.5(3) . . . . ?
C19 P1 C1 C6 -0.3(3) . . . . ?
Ir1 P1 C1 C6 125.4(3) . . . . ?
C13 P1 C1 C2 73.6(3) . . . . ?
C19 P1 C1 C2 179.8(3) . . . . ?
Ir1 P1 C1 C2 -54.5(3) . . . . ?
C6 C1 C2 C3 -2.0(5) . . . . ?
P1 C1 C2 C3 177.9(3) . . . . ?
C6 C1 C2 C7 175.1(3) . . . . ?
P1 C1 C2 C7 -5.0(5) . . . . ?
C1 C2 C3 C4 0.0(6) . . . . ?
C7 C2 C3 C4 -177.3(4) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C3 C4 C5 C6 -1.8(6) . . . . ?
C4 C5 C6 C1 -0.2(6) . . . . ?
C2 C1 C6 C5 2.1(5) . . . . ?
P1 C1 C6 C5 -177.8(3) . . . . ?
C3 C2 C7 C8 63.3(4) . . . . ?
C1 C2 C7 C8 -113.9(4) . . . . ?
C3 C2 C7 C12 -112.5(4) . . . . ?
C1 C2 C7 C12 70.4(5) . . . . ?
C12 C7 C8 C9 -2.1(5) . . . . ?
C2 C7 C8 C9 -178.2(3) . . . . ?
C7 C8 C9 C10 1.2(6) . . . . ?
C8 C9 C10 C11 0.4(6) . . . . ?
C9 C10 C11 C12 -0.9(6) . . . . ?
C10 C11 C12 C7 0.0(5) . . . . ?
C10 C11 C12 P2 -171.3(3) . . . . ?
C8 C7 C12 C11 1.5(5) . . . . ?
C2 C7 C12 C11 177.2(3) . . . . ?
C8 C7 C12 P2 172.7(3) . . . . ?
C2 C7 C12 P2 -11.6(5) . . . . ?
C25 P2 C12 C11 -34.8(3) . . . . ?
C31 P2 C12 C11 -139.4(3) . . . . ?
Ir1 P2 C12 C11 91.9(3) . . . . ?
C25 P2 C12 C7 154.2(3) . . . . ?
C31 P2 C12 C7 49.5(3) . . . . ?
Ir1 P2 C12 C7 -79.2(3) . . . . ?
C1 P1 C13 C18 2.8(3) . . . . ?
C19 P1 C13 C18 -104.4(3) . . . . ?
Ir1 P1 C13 C18 134.4(3) . . . . ?
C1 P1 C13 C14 -179.4(3) . . . . ?
C19 P1 C13 C14 73.5(3) . . . . ?
Ir1 P1 C13 C14 -47.7(3) . . . . ?
C18 C13 C14 C15 -2.0(5) . . . . ?
P1 C13 C14 C15 -180.0(3) . . . . ?
C13 C14 C15 C16 -0.5(6) . . . . ?
C14 C15 C16 C17 2.7(6) . . . . ?
C15 C16 C17 C18 -2.4(6) . . . . ?
C14 C13 C18 C17 2.3(5) . . . . ?
P1 C13 C18 C17 -179.8(3) . . . . ?
C16 C17 C18 C13 -0.1(6) . . . . ?
C1 P1 C19 C20 -104.7(3) . . . . ?
C13 P1 C19 C20 1.8(3) . . . . ?
Ir1 P1 C19 C20 124.5(3) . . . . ?
C1 P1 C19 C24 76.2(3) . . . . ?
C13 P1 C19 C24 -177.3(3) . . . . ?
Ir1 P1 C19 C24 -54.6(3) . . . . ?
C24 C19 C20 C21 0.3(6) . . . . ?
P1 C19 C20 C21 -178.8(3) . . . . ?
C19 C20 C21 C22 -0.4(7) . . . . ?
C20 C21 C22 C23 -0.1(7) . . . . ?
C21 C22 C23 C24 0.8(7) . . . . ?
C22 C23 C24 C19 -0.9(6) . . . . ?
C20 C19 C24 C23 0.4(6) . . . . ?
P1 C19 C24 C23 179.5(3) . . . . ?
C12 P2 C25 C26 -29.9(4) . . . . ?
C31 P2 C25 C26 79.1(3) . . . . ?
Ir1 P2 C25 C26 -148.7(3) . . . . ?
C12 P2 C25 C30 158.6(3) . . . . ?
C31 P2 C25 C30 -92.5(3) . . . . ?
Ir1 P2 C25 C30 39.7(3) . . . . ?
C30 C25 C26 C27 -1.6(6) . . . . ?
P2 C25 C26 C27 -173.1(3) . . . . ?
C25 C26 C27 C28 0.4(6) . . . . ?
C26 C27 C28 C29 0.9(7) . . . . ?
C27 C28 C29 C30 -1.1(7) . . . . ?
C28 C29 C30 C25 -0.1(6) . . . . ?
C26 C25 C30 C29 1.4(6) . . . . ?
P2 C25 C30 C29 173.4(3) . . . . ?
C12 P2 C31 C32 -124.8(3) . . . . ?
C25 P2 C31 C32 126.2(3) . . . . ?
Ir1 P2 C31 C32 -4.9(3) . . . . ?
C12 P2 C31 C36 57.5(3) . . . . ?
C25 P2 C31 C36 -51.5(3) . . . . ?
Ir1 P2 C31 C36 177.4(2) . . . . ?
C36 C31 C32 C33 0.8(6) . . . . ?
P2 C31 C32 C33 -176.9(3) . . . . ?
C31 C32 C33 C34 -1.2(6) . . . . ?
C32 C33 C34 C35 1.3(6) . . . . ?
C33 C34 C35 C36 -1.1(6) . . . . ?
C34 C35 C36 C31 0.7(6) . . . . ?
C32 C31 C36 C35 -0.5(6) . . . . ?
P2 C31 C36 C35 177.3(3) . . . . ?
O1 Ir1 C37 C42 -171.4(3) . . . . ?
C3A Ir1 C37 C42 -87.4(3) . . . . ?
C2A Ir1 C37 C42 -78.1(4) . . . . ?
P2 Ir1 C37 C42 14.0(3) . . . . ?
C1A Ir1 C37 C42 -118.0(4) . . . . ?
P1 Ir1 C37 C42 109.9(3) . . . . ?
O1 Ir1 C37 C38 -3.9(2) . . . . ?
C3A Ir1 C37 C38 80.1(2) . . . . ?
C2A Ir1 C37 C38 89.4(3) . . . . ?
P2 Ir1 C37 C38 -178.6(2) . . . . ?
C1A Ir1 C37 C38 49.5(4) . . . . ?
P1 Ir1 C37 C38 -82.6(2) . . . . ?
C42 C37 C38 C39 2.5(5) . . . . ?
Ir1 C37 C38 C39 -167.2(3) . . . . ?
C42 C37 C38 C43 179.1(3) . . . . ?
Ir1 C37 C38 C43 9.4(4) . . . . ?
C37 C38 C39 C40 0.2(6) . . . . ?
C43 C38 C39 C40 -176.4(3) . . . . ?
C38 C39 C40 C41 -2.2(6) . . . . ?
C38 C39 C40 N1 175.5(4) . . . . ?
O4 N1 C40 C39 -176.9(4) . . . . ?
O3 N1 C40 C39 3.6(7) . . . . ?
O4 N1 C40 C41 0.9(6) . . . . ?
O3 N1 C40 C41 -178.6(5) . . . . ?
C39 C40 C41 C42 1.5(6) . . . . ?
N1 C40 C41 C42 -176.3(4) . . . . ?
C40 C41 C42 C37 1.4(5) . . . . ?
C38 C37 C42 C41 -3.3(5) . . . . ?
Ir1 C37 C42 C41 163.7(3) . . . . ?
Ir1 O1 C43 O2 -173.6(3) . . . . ?
Ir1 O1 C43 C38 7.8(4) . . . . ?
C39 C38 C43 O2 -13.6(5) . . . . ?
C37 C38 C43 O2 169.7(3) . . . . ?
C39 C38 C43 O1 164.9(3) . . . . ?
C37 C38 C43 O1 -11.7(4) . . . . ?
C37 Ir1 C1A C2A 63.4(4) . . . . ?
O1 Ir1 C1A C2A 116.4(2) . . . . ?
C3A Ir1 C1A C2A 29.5(2) . . . . ?
P2 Ir1 C1A C2A -69.0(2) . . . . ?
P1 Ir1 C1A C2A -162.8(2) . . . . ?
Ir1 C1A C2A C3A -55.3(3) . . . . ?
C37 Ir1 C2A C1A -147.6(2) . . . . ?
O1 Ir1 C2A C1A -63.7(2) . . . . ?
C3A Ir1 C2A C1A -132.2(3) . . . . ?
P2 Ir1 C2A C1A 112.3(2) . . . . ?
P1 Ir1 C2A C1A 22.4(3) . . . . ?
C37 Ir1 C2A C3A -15.5(3) . . . . ?
O1 Ir1 C2A C3A 68.5(2) . . . . ?
P2 Ir1 C2A C3A -115.5(2) . . . . ?
C1A Ir1 C2A C3A 132.2(3) . . . . ?
P1 Ir1 C2A C3A 154.56(18) . . . . ?
C1A C2A C3A Ir1 56.7(3) . . . . ?
C37 Ir1 C3A C2A 167.5(2) . . . . ?
O1 Ir1 C3A C2A -112.1(2) . . . . ?
P2 Ir1 C3A C2A 66.6(2) . . . . ?
C1A Ir1 C3A C2A -28.3(2) . . . . ?
P1 Ir1 C3A C2A -62.4(4) . . . . ?
