# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2009


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'D. Nocera'
_publ_contact_author_email       NOCERA@MIT.EDU

_publ_section_title              
;
Decarbonylation of Ethanol to Methane,
Carbon Monoxide and Hydrogen by a [PNP]Ir Complex
;
loop_
_publ_author_name
'D. Nocera'
'Jonathan G. Melnick'
'Alexander T. Radosevich'

# Attachment 'IrEtHCO.cif'

data_irethco
_database_code_depnum_ccdc_archive 'CCDC 740056'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H46 Ir N O P2'
_chemical_formula_weight         678.81

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'
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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.7286(13)
_cell_length_b                   12.3197(11)
_cell_length_c                   16.0250(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.754(2)
_cell_angle_gamma                90.00
_cell_volume                     2907.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9989
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      31.46

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1368
_exptl_absorpt_coefficient_mu    4.724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4518
_exptl_absorpt_correction_T_max  0.6495
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            67091
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         31.65
_reflns_number_total             9217
_reflns_number_gt                8026
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0276P)^2^+4.0119P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9217
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0565
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000

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 0.754623(5) 0.916665(7) 0.032629(5) 0.01100(3) Uani 1 1 d . . .
H1 H 0.843(2) 0.844(3) 0.033(2) 0.038(10) Uiso 1 1 d . . .
C1 C 0.80182(16) 1.01174(19) 0.11020(14) 0.0170(4) Uani 1 1 d . . .
O1 O 0.83027(14) 1.07214(15) 0.15942(12) 0.0249(4) Uani 1 1 d . . .
P1 P 0.70523(4) 0.78400(5) 0.12402(3) 0.01263(10) Uani 1 1 d . . .
P2 P 0.80885(4) 0.99446(5) -0.08865(3) 0.01264(10) Uani 1 1 d . . .
N1 N 0.69590(13) 0.81156(15) -0.05765(11) 0.0137(3) Uani 1 1 d . . .
C2 C 0.62418(16) 1.0037(2) 0.02208(14) 0.0174(4) Uani 1 1 d . . .
H2A H 0.6219 1.0399 -0.0331 0.021 Uiso 1 1 calc R . .
H2B H 0.5749 0.9490 0.0224 0.021 Uiso 1 1 calc R . .
C3 C 0.60280(19) 1.0888(2) 0.08819(17) 0.0230(5) Uani 1 1 d . . .
H3A H 0.5433 1.1212 0.0760 0.034 Uiso 1 1 calc R . .
H3B H 0.6495 1.1455 0.0877 0.034 Uiso 1 1 calc R . .
H3C H 0.6019 1.0543 0.1433 0.034 Uiso 1 1 calc R . .
C11 C 0.66401(15) 0.68326(18) 0.05206(13) 0.0135(4) Uani 1 1 d . . .
C12 C 0.67010(15) 0.70735(18) -0.03389(13) 0.0131(4) Uani 1 1 d . . .
C13 C 0.65526(16) 0.61987(19) -0.08969(14) 0.0167(4) Uani 1 1 d . . .
H13A H 0.6626 0.6312 -0.1479 0.020 Uiso 1 1 calc R . .
C14 C 0.63030(17) 0.51846(19) -0.06144(14) 0.0177(4) Uani 1 1 d . . .
H14A H 0.6211 0.4619 -0.1009 0.021 Uiso 1 1 calc R . .
C15 C 0.61801(16) 0.49604(19) 0.02347(15) 0.0168(4) Uani 1 1 d . . .
C16 C 0.63597(16) 0.57989(18) 0.07877(14) 0.0156(4) Uani 1 1 d . . .
H16A H 0.6291 0.5672 0.1368 0.019 Uiso 1 1 calc R . .
C17 C 0.59082(19) 0.3844(2) 0.05280(16) 0.0224(5) Uani 1 1 d . . .
H17A H 0.6453 0.3403 0.0622 0.034 Uiso 1 1 calc R . .
H17B H 0.5522 0.3498 0.0102 0.034 Uiso 1 1 calc R . .
H17C H 0.5572 0.3906 0.1050 0.034 Uiso 1 1 calc R . .
C21 C 0.72410(15) 0.94780(18) -0.16273(13) 0.0134(4) Uani 1 1 d . . .
C22 C 0.67603(15) 0.85406(18) -0.13644(13) 0.0138(4) Uani 1 1 d . . .
C23 C 0.60747(15) 0.81544(19) -0.19112(13) 0.0152(4) Uani 1 1 d . . .
H23A H 0.5721 0.7545 -0.1754 0.018 Uiso 1 1 calc R . .
C24 C 0.59091(16) 0.8651(2) -0.26751(14) 0.0165(4) Uani 1 1 d . . .
H24A H 0.5451 0.8359 -0.3032 0.020 Uiso 1 1 calc R . .
C25 C 0.63884(16) 0.9563(2) -0.29404(14) 0.0166(4) Uani 1 1 d . . .
C26 C 0.70487(16) 0.99700(19) -0.23971(14) 0.0161(4) Uani 1 1 d . . .
H26A H 0.7378 1.0599 -0.2553 0.019 Uiso 1 1 calc R . .
C27 C 0.61781(18) 1.0087(2) -0.37775(15) 0.0228(5) Uani 1 1 d . . .
H27A H 0.6334 1.0860 -0.3753 0.034 Uiso 1 1 calc R . .
H27B H 0.5530 1.0007 -0.3909 0.034 Uiso 1 1 calc R . .
H27C H 0.6535 0.9733 -0.4212 0.034 Uiso 1 1 calc R . .
C31 C 0.61443(16) 0.7943(2) 0.20288(14) 0.0175(4) Uani 1 1 d . . .
H31A H 0.6072 0.7198 0.2268 0.021 Uiso 1 1 calc R . .
C32 C 0.52221(17) 0.8246(2) 0.16443(16) 0.0228(5) Uani 1 1 d . . .
H32A H 0.4768 0.8287 0.2085 0.034 Uiso 1 1 calc R . .
H32B H 0.5040 0.7693 0.1236 0.034 Uiso 1 1 calc R . .
H32C H 0.5268 0.8952 0.1366 0.034 Uiso 1 1 calc R . .
C33 C 0.6405(2) 0.8683(2) 0.27598(16) 0.0271(6) Uani 1 1 d . . .
H33A H 0.5906 0.8707 0.3158 0.041 Uiso 1 1 calc R . .
H33B H 0.6524 0.9417 0.2552 0.041 Uiso 1 1 calc R . .
H33C H 0.6952 0.8400 0.3038 0.041 Uiso 1 1 calc R . .
C41 C 0.79792(16) 0.7139(2) 0.18309(14) 0.0180(4) Uani 1 1 d . . .
H41A H 0.7691 0.6692 0.2276 0.022 Uiso 1 1 calc R . .
C42 C 0.85307(18) 0.6374(2) 0.12812(17) 0.0234(5) Uani 1 1 d . . .
H42A H 0.9007 0.6025 0.1619 0.035 Uiso 1 1 calc R . .
H42B H 0.8809 0.6789 0.0830 0.035 Uiso 1 1 calc R . .
H42C H 0.8129 0.5817 0.1043 0.035 Uiso 1 1 calc R . .
C43 C 0.86248(18) 0.7946(2) 0.22611(16) 0.0244(5) Uani 1 1 d . . .
H43A H 0.9101 0.7547 0.2564 0.037 Uiso 1 1 calc R . .
H43B H 0.8284 0.8394 0.2654 0.037 Uiso 1 1 calc R . .
H43C H 0.8903 0.8413 0.1840 0.037 Uiso 1 1 calc R . .
C51 C 0.82309(16) 1.14263(19) -0.10189(14) 0.0175(4) Uani 1 1 d . . .
H51A H 0.8408 1.1558 -0.1611 0.021 Uiso 1 1 calc R . .
C52 C 0.73652(19) 1.2066(2) -0.08646(19) 0.0275(6) Uani 1 1 d . . .
H52A H 0.7483 1.2842 -0.0944 0.041 Uiso 1 1 calc R . .
H52B H 0.7164 1.1939 -0.0292 0.041 Uiso 1 1 calc R . .
H52C H 0.6891 1.1829 -0.1258 0.041 Uiso 1 1 calc R . .
C53 C 0.90169(19) 1.1830(2) -0.04560(16) 0.0255(5) Uani 1 1 d . . .
H53A H 0.9090 1.2615 -0.0527 0.038 Uiso 1 1 calc R . .
H53B H 0.9580 1.1461 -0.0611 0.038 Uiso 1 1 calc R . .
H53C H 0.8881 1.1671 0.0128 0.038 Uiso 1 1 calc R . .
C61 C 0.91824(16) 0.9384(2) -0.12660(14) 0.0168(4) Uani 1 1 d . . .
H61A H 0.9665 0.9565 -0.0843 0.020 Uiso 1 1 calc R . .
C62 C 0.94660(17) 0.9874(2) -0.21049(15) 0.0234(5) Uani 1 1 d . . .
H62A H 1.0044 0.9554 -0.2276 0.035 Uiso 1 1 calc R . .
H62B H 0.9537 1.0662 -0.2045 0.035 Uiso 1 1 calc R . .
H62C H 0.8998 0.9720 -0.2529 0.035 Uiso 1 1 calc R . .
C63 C 0.91367(18) 0.8147(2) -0.13433(16) 0.0231(5) Uani 1 1 d . . .
H63A H 0.9718 0.7872 -0.1545 0.035 Uiso 1 1 calc R . .
H63B H 0.8652 0.7948 -0.1739 0.035 Uiso 1 1 calc R . .
H63C H 0.9011 0.7830 -0.0796 0.035 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.01272(4) 0.01041(4) 0.00990(4) -0.00007(3) 0.00116(3) -0.00069(3)
C1 0.0177(11) 0.0178(11) 0.0156(10) 0.0025(8) 0.0019(8) -0.0006(9)
O1 0.0289(10) 0.0247(10) 0.0210(8) -0.0082(7) -0.0011(7) -0.0049(8)
P1 0.0146(3) 0.0127(2) 0.0106(2) 0.00030(19) 0.00122(19) -0.0016(2)
P2 0.0136(3) 0.0125(2) 0.0119(2) 0.00103(19) 0.00113(19) -0.0011(2)
N1 0.0175(9) 0.0124(8) 0.0113(8) 0.0012(7) -0.0003(7) -0.0007(7)
C2 0.0166(11) 0.0181(11) 0.0178(10) 0.0010(8) 0.0032(8) 0.0013(9)
C3 0.0248(13) 0.0192(12) 0.0250(12) -0.0013(9) 0.0071(10) 0.0041(10)
C11 0.0163(10) 0.0121(9) 0.0121(9) 0.0003(7) 0.0013(7) -0.0007(8)
C12 0.0114(10) 0.0132(9) 0.0146(9) 0.0003(8) 0.0001(7) -0.0002(8)
C13 0.0211(11) 0.0157(10) 0.0133(9) -0.0014(8) 0.0012(8) 0.0003(9)
C14 0.0216(12) 0.0143(10) 0.0173(10) -0.0025(8) 0.0004(8) -0.0004(9)
C15 0.0168(11) 0.0138(10) 0.0198(10) 0.0014(8) -0.0007(8) -0.0007(8)
C16 0.0169(11) 0.0155(10) 0.0143(9) 0.0023(8) -0.0001(8) -0.0012(8)
C17 0.0294(14) 0.0145(11) 0.0234(11) 0.0034(9) -0.0014(10) -0.0030(10)
C21 0.0142(10) 0.0144(9) 0.0116(9) 0.0015(8) 0.0002(7) 0.0001(8)
C22 0.0148(10) 0.0159(10) 0.0107(9) 0.0006(7) 0.0019(7) 0.0014(8)
C23 0.0146(10) 0.0164(10) 0.0145(9) -0.0005(8) 0.0020(8) -0.0010(8)
C24 0.0147(10) 0.0202(11) 0.0147(9) -0.0011(8) -0.0002(8) 0.0007(8)
C25 0.0171(11) 0.0184(11) 0.0143(9) 0.0018(8) 0.0008(8) 0.0022(9)
C26 0.0166(11) 0.0172(11) 0.0146(9) 0.0035(8) 0.0017(8) 0.0006(8)
C27 0.0243(13) 0.0245(12) 0.0196(11) 0.0052(9) -0.0039(9) -0.0028(10)
C31 0.0217(11) 0.0172(11) 0.0138(9) 0.0000(8) 0.0057(8) -0.0017(9)
C32 0.0194(12) 0.0259(13) 0.0234(11) 0.0025(10) 0.0061(9) 0.0024(10)
C33 0.0328(15) 0.0294(14) 0.0194(11) -0.0065(10) 0.0077(10) -0.0047(11)
C41 0.0186(11) 0.0179(11) 0.0174(10) 0.0059(8) -0.0006(8) -0.0010(9)
C42 0.0201(12) 0.0191(12) 0.0311(13) 0.0030(10) -0.0010(10) 0.0029(9)
C43 0.0234(13) 0.0284(13) 0.0214(11) 0.0019(10) -0.0077(9) -0.0021(10)
C51 0.0219(12) 0.0142(10) 0.0164(10) 0.0035(8) 0.0015(8) -0.0038(9)
C52 0.0296(14) 0.0133(11) 0.0397(15) 0.0038(10) 0.0072(11) 0.0026(10)
C53 0.0341(15) 0.0188(12) 0.0234(12) 0.0024(10) -0.0032(10) -0.0106(10)
C61 0.0144(10) 0.0207(11) 0.0153(10) 0.0015(8) 0.0015(8) 0.0000(8)
C62 0.0197(12) 0.0311(14) 0.0197(11) 0.0040(10) 0.0066(9) 0.0018(10)
C63 0.0258(13) 0.0207(12) 0.0229(11) -0.0018(9) 0.0076(9) 0.0044(10)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C1 1.838(2) . ?
Ir1 N1 2.1177(18) . ?
Ir1 C2 2.205(2) . ?
Ir1 P1 2.3180(6) . ?
Ir1 P2 2.3183(6) . ?
C1 O1 1.159(3) . ?
P1 C11 1.794(2) . ?
P1 C31 1.856(2) . ?
P1 C41 1.863(2) . ?
P2 C21 1.805(2) . ?
P2 C51 1.850(2) . ?
P2 C61 1.862(2) . ?
N1 C12 1.393(3) . ?
N1 C22 1.394(3) . ?
C2 C3 1.526(3) . ?
C11 C16 1.407(3) . ?
C11 C12 1.413(3) . ?
C12 C13 1.415(3) . ?
C13 C14 1.380(3) . ?
C14 C15 1.403(3) . ?
C15 C16 1.384(3) . ?
C15 C17 1.509(3) . ?
C21 C26 1.400(3) . ?
C21 C22 1.421(3) . ?
C22 C23 1.411(3) . ?
C23 C24 1.387(3) . ?
C24 C25 1.396(3) . ?
C25 C26 1.390(3) . ?
C25 C27 1.517(3) . ?
C31 C32 1.530(3) . ?
C31 C33 1.530(3) . ?
C41 C43 1.533(4) . ?
C41 C42 1.531(4) . ?
C51 C52 1.522(4) . ?
C51 C53 1.541(3) . ?
C61 C63 1.530(3) . ?
C61 C62 1.536(3) . ?

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
C1 Ir1 N1 177.69(9) . . ?
C1 Ir1 C2 93.63(10) . . ?
N1 Ir1 C2 84.11(8) . . ?
C1 Ir1 P1 98.11(7) . . ?
N1 Ir1 P1 82.63(5) . . ?
C2 Ir1 P1 96.37(6) . . ?
C1 Ir1 P2 99.91(7) . . ?
N1 Ir1 P2 79.76(5) . . ?
C2 Ir1 P2 92.53(6) . . ?
P1 Ir1 P2 159.32(2) . . ?
O1 C1 Ir1 179.0(2) . . ?
C11 P1 C31 104.11(11) . . ?
C11 P1 C41 104.21(11) . . ?
C31 P1 C41 102.43(11) . . ?
C11 P1 Ir1 100.84(7) . . ?
C31 P1 Ir1 128.10(8) . . ?
C41 P1 Ir1 114.44(8) . . ?
C21 P2 C51 108.49(11) . . ?
C21 P2 C61 105.12(11) . . ?
C51 P2 C61 103.20(11) . . ?
C21 P2 Ir1 100.18(7) . . ?
C51 P2 Ir1 123.02(8) . . ?
C61 P2 Ir1 115.45(8) . . ?
C12 N1 C22 122.59(19) . . ?
C12 N1 Ir1 119.15(14) . . ?
C22 N1 Ir1 117.90(15) . . ?
C3 C2 Ir1 117.92(17) . . ?
C16 C11 C12 120.6(2) . . ?
C16 C11 P1 121.91(16) . . ?
C12 C11 P1 117.12(16) . . ?
N1 C12 C13 124.7(2) . . ?
N1 C12 C11 118.74(19) . . ?
C13 C12 C11 116.4(2) . . ?
C14 C13 C12 121.4(2) . . ?
C13 C14 C15 122.3(2) . . ?
C16 C15 C14 116.6(2) . . ?
C16 C15 C17 122.0(2) . . ?
C14 C15 C17 121.3(2) . . ?
C15 C16 C11 122.3(2) . . ?
C26 C21 C22 121.1(2) . . ?
C26 C21 P2 124.87(18) . . ?
C22 C21 P2 113.99(16) . . ?
N1 C22 C23 125.2(2) . . ?
N1 C22 C21 118.3(2) . . ?
C23 C22 C21 116.43(19) . . ?
C24 C23 C22 121.0(2) . . ?
C23 C24 C25 122.7(2) . . ?
C26 C25 C24 116.9(2) . . ?
C26 C25 C27 122.2(2) . . ?
C24 C25 C27 120.9(2) . . ?
C25 C26 C21 121.8(2) . . ?
C32 C31 C33 112.0(2) . . ?
C32 C31 P1 112.71(16) . . ?
C33 C31 P1 112.70(17) . . ?
C43 C41 C42 109.1(2) . . ?
C43 C41 P1 111.97(17) . . ?
C42 C41 P1 112.57(17) . . ?
C52 C51 C53 111.3(2) . . ?
C52 C51 P2 113.31(17) . . ?
C53 C51 P2 109.68(17) . . ?
C63 C61 C62 109.4(2) . . ?
C63 C61 P2 110.99(17) . . ?
C62 C61 P2 112.74(17) . . ?

_diffrn_measured_fraction_theta_max 0.941
_diffrn_reflns_theta_full        31.65
_diffrn_measured_fraction_theta_full 0.941
_refine_diff_density_max         1.403
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.122

# Attachment 'irmecoh.cif'

data_irmecoh
_database_code_depnum_ccdc_archive 'CCDC 740057'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H44 Ir N O P2'
_chemical_formula_weight         664.78

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'
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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3135(8)
_cell_length_b                   9.8060(10)
_cell_length_c                   17.8528(17)
_cell_angle_alpha                84.829(2)
_cell_angle_beta                 83.244(2)
_cell_angle_gamma                75.962(2)
_cell_volume                     1399.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9105
_cell_measurement_theta_min      2.303
_cell_measurement_theta_max      29.837

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             668
_exptl_absorpt_coefficient_mu    4.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6397
_exptl_absorpt_correction_T_max  0.6397
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29281
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_sigmaI/netI    0.1031
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.15
_diffrn_reflns_theta_max         30.56
_reflns_number_total             8284
_reflns_number_gt                6251
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8284
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.0810
_refine_ls_wR_factor_gt          0.0732
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.093
_refine_ls_shift/su_mean         0.001

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 0.59938(3) -0.34133(2) 0.684708(11) 0.01638(6) Uani 1 1 d . . .
H1 H 0.525(7) -0.417(6) 0.705(3) 0.054(19) Uiso 1 1 d . . .
P1 P 0.82193(16) -0.53167(13) 0.70363(7) 0.0174(3) Uani 1 1 d . . .
P2 P 0.36792(16) -0.16098(12) 0.71309(7) 0.0161(3) Uani 1 1 d . . .
N1 N 0.6258(5) -0.3149(4) 0.7978(2) 0.0174(9) Uani 1 1 d . . .
C1 C 0.5791(7) -0.3590(5) 0.5853(3) 0.0231(12) Uani 1 1 d . . .
O1 O 0.5661(5) -0.3665(4) 0.5214(2) 0.0337(10) Uani 1 1 d . . .
C2 C 0.7568(7) -0.1881(5) 0.6560(3) 0.0277(13) Uani 1 1 d . . .
H2A H 0.6859 -0.0945 0.6451 0.041 Uiso 1 1 calc R . .
H2B H 0.8345 -0.2167 0.6114 0.041 Uiso 1 1 calc R . .
H2C H 0.8196 -0.1853 0.6987 0.041 Uiso 1 1 calc R . .
C11 C 0.8065(6) -0.5476(5) 0.8058(3) 0.0193(11) Uani 1 1 d . . .
C12 C 0.7030(6) -0.4301(5) 0.8423(3) 0.0179(10) Uani 1 1 d . . .
C13 C 0.6792(7) -0.4439(5) 0.9211(3) 0.0235(12) Uani 1 1 d . . .
H13A H 0.6087 -0.3682 0.9475 0.028 Uiso 1 1 calc R . .
C14 C 0.7542(7) -0.5632(5) 0.9618(3) 0.0286(13) Uani 1 1 d . . .
H14A H 0.7327 -0.5682 1.0153 0.034 Uiso 1 1 calc R . .
C15 C 0.8613(7) -0.6775(6) 0.9267(3) 0.0318(14) Uani 1 1 d . . .
C16 C 0.8816(7) -0.6670(5) 0.8486(3) 0.0270(13) Uani 1 1 d . . .
H16A H 0.9498 -0.7446 0.8230 0.032 Uiso 1 1 calc R . .
C17 C 0.9419(8) -0.8092(6) 0.9725(3) 0.0399(16) Uani 1 1 d . . .
H17A H 1.0157 -0.8759 0.9386 0.060 Uiso 1 1 calc R . .
H17B H 0.8553 -0.8527 0.9993 0.060 Uiso 1 1 calc R . .
H17C H 1.0069 -0.7840 1.0092 0.060 Uiso 1 1 calc R . .
C21 C 0.4394(6) -0.0857(5) 0.7884(3) 0.0172(10) Uani 1 1 d . . .
C22 C 0.5678(6) -0.1803(5) 0.8247(3) 0.0164(10) Uani 1 1 d . . .
C23 C 0.6306(6) -0.1304(5) 0.8834(3) 0.0190(11) Uani 1 1 d . . .
H23A H 0.7158 -0.1916 0.9097 0.023 Uiso 1 1 calc R . .
C24 C 0.5701(6) 0.0071(5) 0.9037(3) 0.0217(11) Uani 1 1 d . . .
H24A H 0.6178 0.0387 0.9428 0.026 Uiso 1 1 calc R . .
C25 C 0.4428(6) 0.1002(5) 0.8693(3) 0.0216(11) Uani 1 1 d . . .
C26 C 0.3786(6) 0.0513(5) 0.8111(3) 0.0208(11) Uani 1 1 d . . .
H26A H 0.2913 0.1128 0.7862 0.025 Uiso 1 1 calc R . .
C27 C 0.3807(7) 0.2502(5) 0.8924(3) 0.0316(14) Uani 1 1 d . . .
H27A H 0.3140 0.2509 0.9415 0.047 Uiso 1 1 calc R . .
H27B H 0.3120 0.3063 0.8544 0.047 Uiso 1 1 calc R . .
H27C H 0.4761 0.2907 0.8963 0.047 Uiso 1 1 calc R . .
C31 C 1.0296(6) -0.5024(5) 0.6751(3) 0.0230(12) Uani 1 1 d . . .
H31A H 1.0334 -0.4186 0.7023 0.028 Uiso 1 1 calc R . .
C32 C 1.0637(7) -0.4589(6) 0.5916(3) 0.0353(14) Uani 1 1 d . . .
H32A H 1.1777 -0.4460 0.5816 0.053 Uiso 1 1 calc R . .
H32B H 0.9848 -0.3703 0.5788 0.053 Uiso 1 1 calc R . .
H32C H 1.0506 -0.5324 0.5607 0.053 Uiso 1 1 calc R . .
C33 C 1.1768(7) -0.6180(6) 0.6999(3) 0.0325(14) Uani 1 1 d . . .
H33A H 1.2813 -0.5909 0.6816 0.049 Uiso 1 1 calc R . .
H33B H 1.1758 -0.7065 0.6788 0.049 Uiso 1 1 calc R . .
H33C H 1.1678 -0.6304 0.7552 0.049 Uiso 1 1 calc R . .
C41 C 0.8230(6) -0.7089(5) 0.6754(3) 0.0200(11) Uani 1 1 d . . .
H41A H 0.9276 -0.7744 0.6911 0.024 Uiso 1 1 calc R . .
C42 C 0.8274(9) -0.7127(6) 0.5900(3) 0.0467(18) Uani 1 1 d . . .
H42A H 0.8289 -0.8083 0.5774 0.070 Uiso 1 1 calc R . .
H42B H 0.9277 -0.6855 0.5654 0.070 Uiso 1 1 calc R . .
H42C H 0.7283 -0.6469 0.5724 0.070 Uiso 1 1 calc R . .
C43 C 0.6775(7) -0.7632(5) 0.7162(3) 0.0315(14) Uani 1 1 d . . .
H43A H 0.6821 -0.8571 0.7001 0.047 Uiso 1 1 calc R . .
H43B H 0.5725 -0.6989 0.7039 0.047 Uiso 1 1 calc R . .
H43C H 0.6840 -0.7684 0.7709 0.047 Uiso 1 1 calc R . .
C51 C 0.1776(6) -0.2149(5) 0.7569(3) 0.0221(12) Uani 1 1 d . . .
H51A H 0.1381 -0.2631 0.7180 0.027 Uiso 1 1 calc R . .
C52 C 0.0350(6) -0.0909(5) 0.7806(3) 0.0292(13) Uani 1 1 d . . .
H52A H -0.0620 -0.1260 0.8027 0.044 Uiso 1 1 calc R . .
H52B H 0.0053 -0.0272 0.7362 0.044 Uiso 1 1 calc R . .
H52C H 0.0703 -0.0399 0.8180 0.044 Uiso 1 1 calc R . .
C53 C 0.2146(7) -0.3210(5) 0.8243(3) 0.0294(13) Uani 1 1 d . . .
H53A H 0.1118 -0.3479 0.8458 0.044 Uiso 1 1 calc R . .
H53B H 0.2581 -0.2783 0.8627 0.044 Uiso 1 1 calc R . .
H53C H 0.2974 -0.4048 0.8076 0.044 Uiso 1 1 calc R . .
C61 C 0.2879(6) -0.0181(5) 0.6419(3) 0.0188(11) Uani 1 1 d . . .
H61A H 0.2027 0.0560 0.6692 0.023 Uiso 1 1 calc R . .
C62 C 0.2003(7) -0.0739(6) 0.5846(3) 0.0281(13) Uani 1 1 d . . .
H62A H 0.1586 0.0023 0.5474 0.042 Uiso 1 1 calc R . .
H62B H 0.1069 -0.1092 0.6110 0.042 Uiso 1 1 calc R . .
H62C H 0.2795 -0.1506 0.5589 0.042 Uiso 1 1 calc R . .
C63 C 0.4226(6) 0.0508(5) 0.6026(3) 0.0246(12) Uani 1 1 d . . .
H63A H 0.3740 0.1254 0.5659 0.037 Uiso 1 1 calc R . .
H63B H 0.5097 -0.0200 0.5763 0.037 Uiso 1 1 calc R . .
H63C H 0.4712 0.0913 0.6401 0.037 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.01796(11) 0.01360(9) 0.01625(10) -0.00188(7) -0.00190(7) -0.00068(7)
P1 0.0191(7) 0.0142(6) 0.0180(6) -0.0019(5) -0.0012(5) -0.0019(5)
P2 0.0174(7) 0.0121(6) 0.0175(6) -0.0006(5) -0.0021(5) -0.0008(5)
N1 0.022(2) 0.015(2) 0.0138(19) 0.0019(16) -0.0054(18) -0.0012(17)
C1 0.025(3) 0.013(2) 0.030(3) -0.002(2) -0.003(2) -0.001(2)
O1 0.043(3) 0.032(2) 0.0216(19) -0.0057(17) -0.0106(19) 0.0034(19)
C2 0.029(3) 0.020(3) 0.032(3) -0.001(2) 0.000(3) -0.003(2)
C11 0.018(3) 0.017(2) 0.022(3) -0.001(2) -0.006(2) 0.000(2)
C12 0.018(3) 0.016(2) 0.018(2) 0.001(2) -0.006(2) 0.000(2)
C13 0.029(3) 0.020(3) 0.019(3) 0.000(2) -0.002(2) -0.003(2)
C14 0.038(4) 0.026(3) 0.016(3) 0.003(2) -0.001(2) -0.001(3)
C15 0.040(4) 0.029(3) 0.023(3) 0.007(2) -0.010(3) -0.002(3)
C16 0.033(3) 0.019(3) 0.024(3) -0.003(2) -0.006(2) 0.005(2)
C17 0.060(5) 0.025(3) 0.026(3) 0.006(2) -0.006(3) 0.006(3)
C21 0.017(3) 0.014(2) 0.020(2) -0.0033(19) 0.000(2) -0.0027(19)
C22 0.014(3) 0.018(2) 0.017(2) -0.004(2) 0.002(2) -0.0051(19)
C23 0.020(3) 0.021(3) 0.016(2) -0.001(2) 0.000(2) -0.005(2)
C24 0.028(3) 0.024(3) 0.014(2) -0.005(2) 0.002(2) -0.009(2)
C25 0.025(3) 0.022(3) 0.015(2) -0.002(2) 0.000(2) 0.000(2)
C26 0.024(3) 0.016(2) 0.020(3) -0.002(2) 0.002(2) -0.001(2)
C27 0.046(4) 0.023(3) 0.028(3) -0.010(2) -0.007(3) -0.008(3)
C31 0.021(3) 0.020(3) 0.029(3) -0.003(2) -0.001(2) -0.007(2)
C32 0.031(4) 0.042(4) 0.034(3) -0.004(3) 0.004(3) -0.013(3)
C33 0.022(3) 0.030(3) 0.046(4) -0.002(3) -0.003(3) -0.007(2)
C41 0.024(3) 0.012(2) 0.024(3) 0.000(2) -0.004(2) -0.002(2)
C42 0.084(6) 0.028(3) 0.033(3) -0.010(3) -0.011(3) -0.019(3)
C43 0.028(3) 0.022(3) 0.045(4) -0.007(3) 0.000(3) -0.007(2)
C51 0.018(3) 0.021(3) 0.029(3) -0.003(2) -0.003(2) -0.006(2)
C52 0.019(3) 0.027(3) 0.036(3) 0.000(2) 0.005(3) 0.001(2)
C53 0.038(4) 0.027(3) 0.023(3) 0.005(2) 0.003(3) -0.011(3)
C61 0.017(3) 0.015(2) 0.023(3) -0.001(2) -0.006(2) 0.001(2)
C62 0.031(3) 0.027(3) 0.025(3) 0.000(2) -0.012(2) -0.001(2)
C63 0.028(3) 0.022(3) 0.022(3) 0.002(2) -0.003(2) -0.002(2)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 H1 1.09(7) . ?
Ir1 C1 1.829(5) . ?
Ir1 N1 2.102(4) . ?
Ir1 C2 2.211(5) . ?
Ir1 P2 2.3169(12) . ?
Ir1 P1 2.3193(13) . ?
P1 C11 1.809(5) . ?
P1 C31 1.824(5) . ?
P1 C41 1.850(5) . ?
P2 C21 1.813(5) . ?
P2 C51 1.853(5) . ?
P2 C61 1.856(5) . ?
N1 C12 1.388(6) . ?
N1 C22 1.400(6) . ?
C1 O1 1.169(6) . ?
C11 C16 1.393(7) . ?
C11 C12 1.420(6) . ?
C12 C13 1.396(6) . ?
C13 C14 1.373(7) . ?
C14 C15 1.397(7) . ?
C15 C16 1.383(7) . ?
C15 C17 1.517(7) . ?
C21 C26 1.395(6) . ?
C21 C22 1.412(6) . ?
C22 C23 1.398(6) . ?
C23 C24 1.386(6) . ?
C24 C25 1.383(7) . ?
C25 C26 1.393(6) . ?
C25 C27 1.514(6) . ?
C31 C32 1.528(7) . ?
C31 C33 1.531(7) . ?
C41 C42 1.524(7) . ?
C41 C43 1.521(7) . ?
C51 C53 1.527(7) . ?
C51 C52 1.530(7) . ?
C61 C63 1.516(7) . ?
C61 C62 1.531(7) . ?

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
H1 Ir1 C1 94(3) . . ?
H1 Ir1 N1 88(3) . . ?
C1 Ir1 N1 178.1(2) . . ?
H1 Ir1 C2 174(3) . . ?
C1 Ir1 C2 92.6(2) . . ?
N1 Ir1 C2 85.53(18) . . ?
H1 Ir1 P2 89(3) . . ?
C1 Ir1 P2 100.49(16) . . ?
N1 Ir1 P2 79.09(11) . . ?
C2 Ir1 P2 90.89(14) . . ?
H1 Ir1 P1 84(3) . . ?
C1 Ir1 P1 99.35(15) . . ?
N1 Ir1 P1 81.29(11) . . ?
C2 Ir1 P1 94.50(14) . . ?
P2 Ir1 P1 159.18(4) . . ?
C11 P1 C31 104.7(2) . . ?
C11 P1 C41 105.0(2) . . ?
C31 P1 C41 107.0(2) . . ?
C11 P1 Ir1 100.14(15) . . ?
C31 P1 Ir1 116.47(17) . . ?
C41 P1 Ir1 121.28(17) . . ?
C21 P2 C51 104.6(2) . . ?
C21 P2 C61 109.0(2) . . ?
C51 P2 C61 103.4(2) . . ?
C21 P2 Ir1 100.06(16) . . ?
C51 P2 Ir1 116.30(16) . . ?
C61 P2 Ir1 122.08(16) . . ?
C12 N1 C22 122.5(4) . . ?
C12 N1 Ir1 119.1(3) . . ?
C22 N1 Ir1 118.4(3) . . ?
O1 C1 Ir1 178.2(4) . . ?
C16 C11 C12 120.0(4) . . ?
C16 C11 P1 124.5(4) . . ?
C12 C11 P1 115.4(3) . . ?
N1 C12 C13 125.0(4) . . ?
N1 C12 C11 118.3(4) . . ?
C13 C12 C11 116.5(4) . . ?
C14 C13 C12 122.2(5) . . ?
C13 C14 C15 121.9(5) . . ?
C16 C15 C14 116.4(5) . . ?
C16 C15 C17 122.3(5) . . ?
C14 C15 C17 121.2(5) . . ?
C15 C16 C11 122.9(5) . . ?
C26 C21 C22 120.7(4) . . ?
C26 C21 P2 125.7(4) . . ?
C22 C21 P2 113.6(3) . . ?
C23 C22 N1 125.1(4) . . ?
C23 C22 C21 117.3(4) . . ?
N1 C22 C21 117.6(4) . . ?
C24 C23 C22 120.8(5) . . ?
C25 C24 C23 122.5(5) . . ?
C24 C25 C26 117.2(4) . . ?
C24 C25 C27 121.1(4) . . ?
C26 C25 C27 121.7(4) . . ?
C25 C26 C21 121.6(5) . . ?
C32 C31 C33 109.4(4) . . ?
C32 C31 P1 115.3(4) . . ?
C33 C31 P1 116.7(4) . . ?
C42 C41 C43 111.2(5) . . ?
C42 C41 P1 112.0(3) . . ?
C43 C41 P1 111.6(3) . . ?
C53 C51 C52 109.8(4) . . ?
C53 C51 P2 111.5(4) . . ?
C52 C51 P2 113.4(4) . . ?
C63 C61 C62 111.1(4) . . ?
C63 C61 P2 112.7(3) . . ?
C62 C61 P2 110.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        30.56
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.989
_refine_diff_density_min         -1.144
_refine_diff_density_rms         0.220

# Attachment 'irn2.cif'

data_irn2
_database_code_depnum_ccdc_archive 'CCDC 740058'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H53 Ir N4 P2'
_chemical_formula_weight         783.95

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'
N N 0.0061 0.0033 '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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8992(12)
_cell_length_b                   11.2251(14)
_cell_length_c                   16.388(2)
_cell_angle_alpha                101.780(2)
_cell_angle_beta                 93.376(2)
_cell_angle_gamma                93.801(2)
_cell_volume                     1773.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9922
_cell_measurement_theta_min      2.347
_cell_measurement_theta_max      30.3.46

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             796
_exptl_absorpt_coefficient_mu    3.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6975
_exptl_absorpt_correction_T_max  0.8296
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39573
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_av_sigmaI/netI    0.0995
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.27
_diffrn_reflns_theta_max         30.50
_reflns_number_total             10498
_reflns_number_gt                7660
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10498
_refine_ls_number_parameters     384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1085
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

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 0.30749(2) 0.914755(19) 0.289936(14) 0.02560(7) Uani 1 1 d . . .
P1 P 0.50537(14) 1.03354(13) 0.29400(9) 0.0269(3) Uani 1 1 d . . .
P2 P 0.13218(13) 0.76657(12) 0.25931(9) 0.0246(3) Uani 1 1 d . . .
N1 N 0.3826(4) 0.8130(4) 0.1869(3) 0.0236(9) Uani 1 1 d . . .
N2 N 0.2287(5) 1.0111(5) 0.3799(3) 0.0462(14) Uani 1 1 d . . .
N3 N 0.1801(6) 1.0683(6) 0.4337(4) 0.0628(18) Uani 1 1 d . . .
C11 C 0.5611(5) 0.9746(5) 0.1917(3) 0.0252(11) Uani 1 1 d . . .
C12 C 0.4839(5) 0.8693(5) 0.1462(3) 0.0258(11) Uani 1 1 d . . .
C13 C 0.5063(5) 0.8324(5) 0.0615(3) 0.0270(11) Uani 1 1 d . . .
H13A H 0.4529 0.7643 0.0283 0.032 Uiso 1 1 calc R . .
C14 C 0.6047(5) 0.8933(5) 0.0252(4) 0.0305(12) Uani 1 1 d . . .
H14A H 0.6173 0.8649 -0.0323 0.037 Uiso 1 1 calc R . .
C15 C 0.6857(5) 0.9942(5) 0.0694(4) 0.0299(12) Uani 1 1 d . . .
C16 C 0.6613(5) 1.0334(5) 0.1530(4) 0.0282(12) Uani 1 1 d . . .
H16A H 0.7143 1.1025 0.1852 0.034 Uiso 1 1 calc R . .
C17 C 0.7928(6) 1.0586(5) 0.0275(4) 0.0371(14) Uani 1 1 d . . .
H17A H 0.8509 0.9987 -0.0014 0.056 Uiso 1 1 calc R . .
H17B H 0.8483 1.1193 0.0698 0.056 Uiso 1 1 calc R . .
H17C H 0.7484 1.0994 -0.0131 0.056 Uiso 1 1 calc R . .
C21 C 0.1997(5) 0.6558(5) 0.1794(3) 0.0244(11) Uani 1 1 d . . .
C22 C 0.3284(5) 0.6928(5) 0.1541(3) 0.0244(11) Uani 1 1 d . . .
C23 C 0.3936(5) 0.6020(5) 0.1033(3) 0.0282(12) Uani 1 1 d . . .
H23A H 0.4819 0.6214 0.0876 0.034 Uiso 1 1 calc R . .
C24 C 0.3339(6) 0.4854(5) 0.0753(3) 0.0318(13) Uani 1 1 d . . .
H24A H 0.3822 0.4273 0.0404 0.038 Uiso 1 1 calc R . .
C25 C 0.2053(6) 0.4492(5) 0.0960(3) 0.0305(12) Uani 1 1 d . . .
C26 C 0.1421(5) 0.5371(5) 0.1498(4) 0.0284(12) Uani 1 1 d . . .
H26A H 0.0557 0.5152 0.1672 0.034 Uiso 1 1 calc R . .
C27 C 0.1393(6) 0.3209(5) 0.0654(4) 0.0421(15) Uani 1 1 d . . .
H27A H 0.1468 0.2755 0.1104 0.063 Uiso 1 1 calc R . .
H27B H 0.1852 0.2796 0.0174 0.063 Uiso 1 1 calc R . .
H27C H 0.0433 0.3247 0.0485 0.063 Uiso 1 1 calc R . .
C31 C 0.5047(6) 1.2001(5) 0.3012(4) 0.0354(13) Uani 1 1 d . . .
H31A H 0.5963 1.2314 0.2885 0.042 Uiso 1 1 calc R . .
C32 C 0.4774(7) 1.2655(5) 0.3897(4) 0.0468(17) Uani 1 1 d . . .
H32A H 0.4777 1.3534 0.3921 0.070 Uiso 1 1 calc R . .
H32B H 0.5483 1.2502 0.4297 0.070 Uiso 1 1 calc R . .
H32C H 0.3887 1.2346 0.4038 0.070 Uiso 1 1 calc R . .
C33 C 0.4002(6) 1.2245(6) 0.2358(4) 0.0465(17) Uani 1 1 d . . .
H33A H 0.3997 1.3127 0.2395 0.070 Uiso 1 1 calc R . .
H33B H 0.3101 1.1914 0.2459 0.070 Uiso 1 1 calc R . .
H33C H 0.4238 1.1851 0.1800 0.070 Uiso 1 1 calc R . .
C41 C 0.6386(6) 1.0127(5) 0.3729(4) 0.0337(13) Uani 1 1 d . . .
H41A H 0.6076 1.0484 0.4290 0.040 Uiso 1 1 calc R . .
C42 C 0.6456(6) 0.8756(5) 0.3686(4) 0.0448(16) Uani 1 1 d . . .
H42A H 0.7153 0.8630 0.4103 0.067 Uiso 1 1 calc R . .
H42B H 0.6686 0.8360 0.3127 0.067 Uiso 1 1 calc R . .
H42C H 0.5573 0.8402 0.3800 0.067 Uiso 1 1 calc R . .
C43 C 0.7777(6) 1.0761(6) 0.3675(4) 0.0430(15) Uani 1 1 d . . .
H43A H 0.8411 1.0604 0.4116 0.064 Uiso 1 1 calc R . .
H43B H 0.7703 1.1642 0.3746 0.064 Uiso 1 1 calc R . .
H43C H 0.8111 1.0445 0.3127 0.064 Uiso 1 1 calc R . .
C51 C -0.0272(5) 0.8136(5) 0.2155(4) 0.0294(12) Uani 1 1 d . . .
H51A H -0.0639 0.8727 0.2614 0.035 Uiso 1 1 calc R . .
C52 C -0.1393(5) 0.7125(5) 0.1832(4) 0.0382(14) Uani 1 1 d . . .
H52A H -0.2189 0.7474 0.1620 0.057 Uiso 1 1 calc R . .
H52B H -0.1641 0.6728 0.2289 0.057 Uiso 1 1 calc R . .
H52C H -0.1071 0.6521 0.1381 0.057 Uiso 1 1 calc R . .
C53 C 0.0080(6) 0.8841(6) 0.1480(4) 0.0407(15) Uani 1 1 d . . .
H53A H -0.0752 0.9102 0.1241 0.061 Uiso 1 1 calc R . .
H53B H 0.0521 0.8313 0.1040 0.061 Uiso 1 1 calc R . .
H53C H 0.0698 0.9559 0.1728 0.061 Uiso 1 1 calc R . .
C61 C 0.0834(6) 0.6787(5) 0.3383(4) 0.0314(12) Uani 1 1 d . . .
H61A H 0.0198 0.6072 0.3102 0.038 Uiso 1 1 calc R . .
C62 C 0.0119(6) 0.7559(6) 0.4077(4) 0.0397(14) Uani 1 1 d . . .
H62A H -0.0132 0.7067 0.4483 0.060 Uiso 1 1 calc R . .
H62B H -0.0702 0.7841 0.3838 0.060 Uiso 1 1 calc R . .
H62C H 0.0729 0.8266 0.4358 0.060 Uiso 1 1 calc R . .
C63 C 0.2116(6) 0.6307(6) 0.3742(4) 0.0468(16) Uani 1 1 d . . .
H63A H 0.1864 0.5835 0.4159 0.070 Uiso 1 1 calc R . .
H63B H 0.2760 0.6998 0.4006 0.070 Uiso 1 1 calc R . .
H63C H 0.2537 0.5784 0.3290 0.070 Uiso 1 1 calc R . .
N4 N 0.5692(5) 0.5416(4) 0.2792(3) 0.0404(12) Uani 1 1 d . . .
H4A H 0.5323 0.5835 0.3225 0.049 Uiso 1 1 calc R . .
H4B H 0.5311 0.5353 0.2284 0.049 Uiso 1 1 calc R . .
C71 C 0.6885(6) 0.4849(5) 0.2911(4) 0.0304(12) Uani 1 1 d . . .
C72 C 0.7455(6) 0.4120(5) 0.2221(4) 0.0312(13) Uani 1 1 d . . .
C73 C 0.8612(5) 0.3533(5) 0.2378(4) 0.0329(13) Uani 1 1 d . . .
H73A H 0.9005 0.3054 0.1919 0.040 Uiso 1 1 calc R . .
C74 C 0.9216(6) 0.3620(5) 0.3180(4) 0.0335(13) Uani 1 1 d . . .
C75 C 0.8634(6) 0.4334(5) 0.3840(4) 0.0340(13) Uani 1 1 d . . .
H75A H 0.9032 0.4404 0.4391 0.041 Uiso 1 1 calc R . .
C76 C 0.7492(6) 0.4950(5) 0.3722(4) 0.0307(12) Uani 1 1 d . . .
C77 C 0.6817(6) 0.3999(6) 0.1353(4) 0.0415(15) Uani 1 1 d . . .
H77A H 0.7365 0.3510 0.0953 0.062 Uiso 1 1 calc R . .
H77B H 0.6768 0.4812 0.1225 0.062 Uiso 1 1 calc R . .
H77C H 0.5899 0.3597 0.1313 0.062 Uiso 1 1 calc R . .
C78 C 1.0471(6) 0.2962(6) 0.3309(4) 0.0455(16) Uani 1 1 d . . .
H78A H 1.0565 0.2859 0.3889 0.068 Uiso 1 1 calc R . .
H78B H 1.1272 0.3442 0.3192 0.068 Uiso 1 1 calc R . .
H78C H 1.0387 0.2159 0.2930 0.068 Uiso 1 1 calc R . .
C79 C 0.6883(6) 0.5710(5) 0.4454(4) 0.0385(14) Uani 1 1 d . . .
H79A H 0.7319 0.5572 0.4976 0.058 Uiso 1 1 calc R . .
H79B H 0.5907 0.5478 0.4429 0.058 Uiso 1 1 calc R . .
H79C H 0.7027 0.6576 0.4434 0.058 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.02372(10) 0.02795(11) 0.02392(12) 0.00181(8) 0.00622(8) 0.00075(7)
P1 0.0252(7) 0.0289(7) 0.0258(8) 0.0030(6) 0.0058(6) 0.0017(6)
P2 0.0220(6) 0.0266(7) 0.0251(8) 0.0039(6) 0.0048(5) 0.0019(5)
N1 0.021(2) 0.029(2) 0.022(2) 0.0067(18) 0.0061(17) 0.0039(17)
N2 0.054(3) 0.038(3) 0.043(3) -0.003(2) 0.024(3) -0.010(2)
N3 0.067(4) 0.058(4) 0.060(4) -0.003(3) 0.031(3) 0.008(3)
C11 0.023(2) 0.025(3) 0.030(3) 0.007(2) 0.008(2) 0.005(2)
C12 0.021(2) 0.031(3) 0.028(3) 0.009(2) 0.008(2) 0.010(2)
C13 0.026(3) 0.027(3) 0.027(3) 0.002(2) 0.005(2) 0.006(2)
C14 0.031(3) 0.038(3) 0.026(3) 0.010(2) 0.010(2) 0.013(2)
C15 0.023(3) 0.034(3) 0.037(3) 0.013(3) 0.011(2) 0.012(2)
C16 0.025(3) 0.030(3) 0.031(3) 0.006(2) 0.007(2) 0.005(2)
C17 0.036(3) 0.044(3) 0.037(4) 0.015(3) 0.018(3) 0.010(3)
C21 0.023(2) 0.030(3) 0.021(3) 0.004(2) 0.007(2) 0.006(2)
C22 0.024(3) 0.027(3) 0.023(3) 0.007(2) 0.002(2) 0.004(2)
C23 0.030(3) 0.030(3) 0.024(3) 0.004(2) 0.003(2) 0.007(2)
C24 0.043(3) 0.035(3) 0.020(3) 0.006(2) 0.007(2) 0.018(3)
C25 0.035(3) 0.026(3) 0.028(3) 0.001(2) 0.004(2) 0.002(2)
C26 0.022(2) 0.027(3) 0.036(3) 0.004(2) 0.007(2) 0.002(2)
C27 0.045(4) 0.035(3) 0.041(4) -0.004(3) 0.009(3) -0.001(3)
C31 0.041(3) 0.029(3) 0.037(4) 0.007(3) 0.015(3) 0.005(2)
C32 0.062(4) 0.028(3) 0.047(4) -0.003(3) 0.024(3) -0.006(3)
C33 0.051(4) 0.037(3) 0.059(5) 0.018(3) 0.017(3) 0.016(3)
C41 0.033(3) 0.036(3) 0.027(3) 0.000(3) -0.004(2) -0.003(2)
C42 0.043(4) 0.041(4) 0.052(4) 0.013(3) -0.001(3) 0.008(3)
C43 0.036(3) 0.045(4) 0.042(4) 0.000(3) -0.008(3) -0.005(3)
C51 0.023(3) 0.031(3) 0.036(3) 0.007(2) 0.011(2) 0.008(2)
C52 0.026(3) 0.047(4) 0.043(4) 0.011(3) 0.001(3) 0.004(3)
C53 0.028(3) 0.052(4) 0.050(4) 0.027(3) 0.004(3) 0.003(3)
C61 0.034(3) 0.030(3) 0.030(3) 0.005(2) 0.008(2) -0.002(2)
C62 0.041(3) 0.049(4) 0.031(3) 0.009(3) 0.014(3) -0.003(3)
C63 0.053(4) 0.056(4) 0.040(4) 0.027(3) 0.009(3) 0.013(3)
N4 0.043(3) 0.045(3) 0.034(3) 0.004(2) 0.006(2) 0.014(2)
C71 0.037(3) 0.024(3) 0.031(3) 0.006(2) 0.008(3) 0.001(2)
C72 0.035(3) 0.025(3) 0.032(3) 0.003(2) 0.006(2) -0.009(2)
C73 0.031(3) 0.032(3) 0.036(4) 0.005(3) 0.012(3) 0.000(2)
C74 0.030(3) 0.031(3) 0.039(4) 0.005(3) 0.003(3) -0.001(2)
C75 0.038(3) 0.033(3) 0.031(3) 0.008(3) 0.000(3) -0.002(2)
C76 0.039(3) 0.021(3) 0.030(3) 0.003(2) 0.004(3) -0.004(2)
C77 0.048(4) 0.043(4) 0.031(4) -0.001(3) 0.001(3) 0.007(3)
C78 0.043(4) 0.047(4) 0.046(4) 0.008(3) 0.001(3) 0.010(3)
C79 0.050(4) 0.036(3) 0.030(3) 0.004(3) 0.009(3) 0.006(3)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 N2 1.884(5) . ?
Ir1 N1 2.044(4) . ?
Ir1 P2 2.2812(14) . ?
Ir1 P1 2.2851(14) . ?
P1 C11 1.805(5) . ?
P1 C31 1.849(6) . ?
P1 C41 1.852(6) . ?
P2 C21 1.805(5) . ?
P2 C61 1.847(6) . ?
P2 C51 1.848(5) . ?
N1 C22 1.404(6) . ?
N1 C12 1.421(6) . ?
N2 N3 1.131(7) . ?
C11 C16 1.408(7) . ?
C11 C12 1.410(7) . ?
C12 C13 1.401(7) . ?
C13 C14 1.384(7) . ?
C14 C15 1.387(8) . ?
C15 C16 1.392(7) . ?
C15 C17 1.518(7) . ?
C21 C26 1.392(7) . ?
C21 C22 1.424(7) . ?
C22 C23 1.398(7) . ?
C23 C24 1.376(7) . ?
C24 C25 1.393(8) . ?
C25 C26 1.391(7) . ?
C25 C27 1.514(8) . ?
C31 C33 1.523(8) . ?
C31 C32 1.534(8) . ?
C41 C43 1.523(8) . ?
C41 C42 1.532(8) . ?
C51 C52 1.523(7) . ?
C51 C53 1.528(8) . ?
C61 C62 1.524(8) . ?
C61 C63 1.542(8) . ?
N4 C71 1.400(7) . ?
C71 C76 1.406(8) . ?
C71 C72 1.423(7) . ?
C72 C73 1.395(8) . ?
C72 C77 1.499(8) . ?
C73 C74 1.394(8) . ?
C74 C75 1.386(8) . ?
C74 C78 1.512(8) . ?
C75 C76 1.388(8) . ?
C76 C79 1.505(7) . ?

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
N2 Ir1 N1 176.1(2) . . ?
N2 Ir1 P2 95.46(16) . . ?
N1 Ir1 P2 83.02(12) . . ?
N2 Ir1 P1 98.57(16) . . ?
N1 Ir1 P1 82.98(12) . . ?
P2 Ir1 P1 165.97(5) . . ?
C11 P1 C31 104.9(3) . . ?
C11 P1 C41 108.1(3) . . ?
C31 P1 C41 106.2(3) . . ?
C11 P1 Ir1 100.89(18) . . ?
C31 P1 Ir1 120.9(2) . . ?
C41 P1 Ir1 114.70(19) . . ?
C21 P2 C61 104.1(2) . . ?
C21 P2 C51 108.5(2) . . ?
C61 P2 C51 106.3(2) . . ?
C21 P2 Ir1 101.35(17) . . ?
C61 P2 Ir1 120.17(19) . . ?
C51 P2 Ir1 115.23(18) . . ?
C22 N1 C12 120.9(4) . . ?
C22 N1 Ir1 120.5(3) . . ?
C12 N1 Ir1 118.5(3) . . ?
N3 N2 Ir1 179.2(6) . . ?
C16 C11 C12 120.0(5) . . ?
C16 C11 P1 124.8(4) . . ?
C12 C11 P1 114.7(4) . . ?
C13 C12 C11 117.2(5) . . ?
C13 C12 N1 124.2(5) . . ?
C11 C12 N1 118.5(5) . . ?
C14 C13 C12 121.2(5) . . ?
C13 C14 C15 122.8(5) . . ?
C14 C15 C16 116.2(5) . . ?
C14 C15 C17 121.3(5) . . ?
C16 C15 C17 122.5(5) . . ?
C15 C16 C11 122.5(5) . . ?
C26 C21 C22 120.3(5) . . ?
C26 C21 P2 124.3(4) . . ?
C22 C21 P2 114.9(4) . . ?
C23 C22 N1 125.9(5) . . ?
C23 C22 C21 116.0(5) . . ?
N1 C22 C21 117.9(4) . . ?
C24 C23 C22 122.1(5) . . ?
C23 C24 C25 122.6(5) . . ?
C26 C25 C24 115.9(5) . . ?
C26 C25 C27 121.4(5) . . ?
C24 C25 C27 122.7(5) . . ?
C21 C26 C25 123.0(5) . . ?
C33 C31 C32 111.8(5) . . ?
C33 C31 P1 109.3(4) . . ?
C32 C31 P1 110.9(4) . . ?
C43 C41 C42 111.9(5) . . ?
C43 C41 P1 115.2(4) . . ?
C42 C41 P1 108.5(4) . . ?
C52 C51 C53 111.4(5) . . ?
C52 C51 P2 116.3(4) . . ?
C53 C51 P2 108.2(3) . . ?
C62 C61 C63 110.8(5) . . ?
C62 C61 P2 111.4(4) . . ?
C63 C61 P2 109.0(4) . . ?
N4 C71 C76 119.9(5) . . ?
N4 C71 C72 120.6(5) . . ?
C76 C71 C72 119.4(5) . . ?
C73 C72 C71 118.3(5) . . ?
C73 C72 C77 121.6(5) . . ?
C71 C72 C77 120.1(5) . . ?
C74 C73 C72 122.7(5) . . ?
C75 C74 C73 117.6(5) . . ?
C75 C74 C78 122.2(6) . . ?
C73 C74 C78 120.2(5) . . ?
C76 C75 C74 122.3(6) . . ?
C75 C76 C71 119.6(5) . . ?
C75 C76 C79 120.8(5) . . ?
C71 C76 C79 119.6(5) . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        30.50
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         2.857
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.182