#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:46:33 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179708 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/11/7001148.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_7001148
loop_
_publ_author_name
'Field, Leslie D.'
'Messerle, Barbara A.'
'Vuong, Khuong Q.'
'Turner, Peter'
_publ_section_title
;
 Rhodium(I) and iridium(I) complexes containing bidentate
 phosphine-imidazolyl donor ligands as catalysts for the hydroamination
 and hydrothiolation of alkynes
;
_journal_issue                   18
_journal_name_full               'Dalton Transactions'
_journal_page_first              3599
_journal_page_last               3614
_journal_paper_doi               10.1039/b821188d
_journal_year                    2009
_chemical_formula_sum            'C49 H49 B Ir N2 P'
_chemical_formula_weight         899.88
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.844(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.971(3)
_cell_length_b                   9.6981(18)
_cell_length_c                   29.840(6)
_cell_measurement_reflns_used    1000
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.2
_cell_measurement_theta_min      2.6
_cell_volume                     4014.3(14)
_computing_cell_refinement       'SAINT (Bruker,1995)'
_computing_data_collection       'SMART (Bruker,1995)'
_computing_data_reduction        'SAINT and XPREP (Bruker 1995)'
_computing_molecular_graphics
;
teXsan for Windows (MSC, 1997)
xtal 3.6 (Hall,du Boulay, D.J. & Olthof-Hazekamp, R. 1999)
ORTEPII (Johnson,C.K., 1976).
WinGX (Farrugia, 1999)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare, et. al. 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_crystal_treatment
;
attached with Exxon Paratone N, to a short length
of fibre supported on a thin piece of copper wire
inserted in a copper mounting pin. The crystal was
quenched in a cold nitrogen gas stream from an
Oxford Cryosystems Cryostream.
;
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            39147
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.89
_diffrn_standards_decay_%        0.04
_diffrn_standards_number         383
_exptl_absorpt_coefficient_mu    3.403
_exptl_absorpt_correction_T_max  0.651
_exptl_absorpt_correction_T_min  0.414
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
Gaussian (Coppens et al., 1965)
XPREP (Bruker, 1995)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.139
_refine_diff_density_max         1.564
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.316
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         9556
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.316
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.02P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0515
_refine_ls_wR_factor_ref         0.0528
_reflns_number_gt                8112
_reflns_number_total             9556
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b821188d.txt
_cod_data_source_block           bam10
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Gaussian' changed to 'gaussian'
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_cell_volume        4014.3(13)
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_database_code               7001148
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
Ir1 Ir 0.356213(7) 0.274957(10) 0.351683(3) 0.02767(4) Uani 1 1 d . . .
P1 P 0.29016(4) 0.41631(6) 0.40051(2) 0.02432(13) Uani 1 1 d . . .
N1 N 0.30353(14) 0.4241(2) 0.30608(6) 0.0292(5) Uani 1 1 d . . .
N2 N 0.22315(14) 0.6128(2) 0.28429(6) 0.0270(4) Uani 1 1 d . . .
C1 C 0.46710(19) 0.1994(3) 0.31159(9) 0.0351(6) Uani 1 1 d . . .
H1 H 0.485(2) 0.275(3) 0.2931(10) 0.040(8) Uiso 1 1 d . . .
C2 C 0.3848(2) 0.1239(3) 0.29965(10) 0.0426(7) Uani 1 1 d . . .
H2 H 0.3461(19) 0.150(3) 0.2738(9) 0.040(8) Uiso 1 1 d . . .
C3 C 0.3690(3) -0.0209(3) 0.31568(12) 0.0661(10) Uani 1 1 d . . .
H3A H 0.3181 -0.0642 0.2943 0.079 Uiso 1 1 calc R . .
H3B H 0.4290 -0.0740 0.3142 0.079 Uiso 1 1 calc R . .
C4 C 0.3414(4) -0.0346(4) 0.36151(14) 0.0956(15) Uani 1 1 d . . .
H4A H 0.3807 -0.1092 0.3771 0.115 Uiso 1 1 calc R . .
H4B H 0.2732 -0.0641 0.3590 0.115 Uiso 1 1 calc R . .
C5 C 0.3525(3) 0.0910(3) 0.39030(11) 0.0504(8) Uani 1 1 d . . .
H5 H 0.306(2) 0.099(3) 0.4116(10) 0.047(9) Uiso 1 1 d . . .
C6 C 0.4396(2) 0.1590(4) 0.40280(10) 0.0509(9) Uani 1 1 d . . .
H6 H 0.448(2) 0.211(3) 0.4290(11) 0.053(9) Uiso 1 1 d . . .
C7 C 0.5352(2) 0.1099(5) 0.38881(12) 0.0876(15) Uani 1 1 d . . .
H7A H 0.5880 0.1464 0.4107 0.105 Uiso 1 1 calc R . .
H7B H 0.5374 0.0080 0.3908 0.105 Uiso 1 1 calc R . .
C8 C 0.5534(2) 0.1507(3) 0.34303(11) 0.0488(8) Uani 1 1 d . . .
H8A H 0.5821 0.0710 0.3288 0.059 Uiso 1 1 calc R . .
H8B H 0.6020 0.2254 0.3458 0.059 Uiso 1 1 calc R . .
C9 C 0.31641(18) 0.4524(3) 0.26174(8) 0.0372(6) Uani 1 1 d . . .
H9 H 0.3540 0.3991 0.2436 0.045 Uiso 1 1 calc R . .
C10 C 0.26725(18) 0.5676(3) 0.24831(9) 0.0362(6) Uani 1 1 d . . .
H10 H 0.2638 0.6096 0.2194 0.043 Uiso 1 1 calc R . .
C11 C 0.24515(16) 0.5248(2) 0.31839(8) 0.0243(5) Uani 1 1 d . . .
C12 C 0.21022(16) 0.5311(2) 0.36349(7) 0.0239(5) Uani 1 1 d . . .
H12A H 0.1425 0.4992 0.3616 0.029 Uiso 1 1 calc R . .
H12B H 0.2138 0.6267 0.3752 0.029 Uiso 1 1 calc R . .
C13 C 0.15539(19) 0.7283(2) 0.28425(9) 0.0314(6) Uani 1 1 d . . .
H13A H 0.1637 0.7735 0.3138 0.047 Uiso 1 1 calc R . .
H13B H 0.0892 0.6938 0.2779 0.047 Uiso 1 1 calc R . .
H13C H 0.1680 0.7949 0.2609 0.047 Uiso 1 1 calc R . .
C14 C 0.21741(17) 0.3390(2) 0.43998(8) 0.0273(5) Uani 1 1 d . . .
C15 C 0.13700(19) 0.2621(3) 0.42262(10) 0.0362(6) Uani 1 1 d . . .
H15 H 0.1186 0.2588 0.3909 0.043 Uiso 1 1 calc R . .
C16 C 0.0840(2) 0.1906(3) 0.45139(11) 0.0447(7) Uani 1 1 d . . .
H16 H 0.0287 0.1395 0.4395 0.054 Uiso 1 1 calc R . .
C17 C 0.1116(2) 0.1939(3) 0.49715(11) 0.0469(8) Uani 1 1 d . . .
H17 H 0.0759 0.1436 0.5168 0.056 Uiso 1 1 calc R . .
C18 C 0.1905(2) 0.2693(3) 0.51459(10) 0.0499(8) Uani 1 1 d . . .
H18 H 0.2086 0.2718 0.5463 0.060 Uiso 1 1 calc R . .
C19 C 0.2439(2) 0.3420(3) 0.48613(9) 0.0379(6) Uani 1 1 d . . .
H19 H 0.2986 0.3938 0.4983 0.045 Uiso 1 1 calc R . .
C20 C 0.37454(17) 0.5367(3) 0.43028(8) 0.0299(5) Uani 1 1 d . . .
C21 C 0.3438(2) 0.6386(3) 0.45822(9) 0.0399(7) Uani 1 1 d . . .
H21 H 0.2790 0.6399 0.4648 0.048 Uiso 1 1 calc R . .
C22 C 0.4085(2) 0.7385(3) 0.47647(11) 0.0527(8) Uani 1 1 d . . .
H22 H 0.3882 0.8073 0.4959 0.063 Uiso 1 1 calc R . .
C23 C 0.5031(2) 0.7374(4) 0.46616(11) 0.0578(9) Uani 1 1 d . . .
H23 H 0.5472 0.8060 0.4784 0.069 Uiso 1 1 calc R . .
C24 C 0.5328(2) 0.6379(4) 0.43849(10) 0.0557(9) Uani 1 1 d . . .
H24 H 0.5973 0.6383 0.4315 0.067 Uiso 1 1 calc R . .
C25 C 0.46949(18) 0.5362(3) 0.42049(9) 0.0410(7) Uani 1 1 d . . .
H25 H 0.4909 0.4666 0.4016 0.049 Uiso 1 1 calc R . .
C26 C 0.95259(16) 0.5997(2) 0.38414(8) 0.0221(5) Uani 1 1 d . . .
C27 C 0.98198(18) 0.7285(2) 0.36902(8) 0.0275(5) Uani 1 1 d . . .
H27 H 0.9554 0.7596 0.3400 0.033 Uiso 1 1 calc R . .
C28 C 1.04835(18) 0.8127(3) 0.39470(8) 0.0311(6) Uani 1 1 d . . .
H28 H 1.0654 0.8997 0.3833 0.037 Uiso 1 1 calc R . .
C29 C 1.08940(18) 0.7692(2) 0.43688(9) 0.0316(6) Uani 1 1 d . . .
H29 H 1.1344 0.8261 0.4547 0.038 Uiso 1 1 calc R . .
C30 C 1.06410(17) 0.6420(3) 0.45263(8) 0.0293(5) Uani 1 1 d . . .
H30 H 1.0923 0.6105 0.4814 0.035 Uiso 1 1 calc R . .
C31 C 0.99751(16) 0.5599(2) 0.42661(8) 0.0249(5) Uani 1 1 d . . .
H31 H 0.9817 0.4726 0.4382 0.030 Uiso 1 1 calc R . .
C32 C 0.85496(16) 0.3556(2) 0.37399(8) 0.0225(5) Uani 1 1 d . . .
C33 C 0.81644(17) 0.3484(2) 0.41558(8) 0.0290(5) Uani 1 1 d . . .
H33 H 0.8048 0.4319 0.4307 0.035 Uiso 1 1 calc R . .
C34 C 0.79497(19) 0.2246(3) 0.43520(9) 0.0330(6) Uani 1 1 d . . .
H34 H 0.7698 0.2247 0.4634 0.040 Uiso 1 1 calc R . .
C35 C 0.80982(18) 0.1009(3) 0.41422(9) 0.0319(6) Uani 1 1 d . . .
H35 H 0.7949 0.0159 0.4276 0.038 Uiso 1 1 calc R . .
C36 C 0.84686(17) 0.1034(2) 0.37331(9) 0.0312(6) Uani 1 1 d . . .
H36 H 0.8571 0.0193 0.3583 0.037 Uiso 1 1 calc R . .
C37 C 0.86923(17) 0.2279(2) 0.35401(8) 0.0259(5) Uani 1 1 d . . .
H37 H 0.8953 0.2262 0.3260 0.031 Uiso 1 1 calc R . .
C38 C 0.91175(16) 0.5003(2) 0.30215(8) 0.0223(5) Uani 1 1 d . . .
C39 C 0.99453(16) 0.4256(2) 0.29480(8) 0.0258(5) Uani 1 1 d . . .
H39 H 1.0261 0.3725 0.3189 0.031 Uiso 1 1 calc R . .
C40 C 1.03237(18) 0.4257(2) 0.25380(8) 0.0311(6) Uani 1 1 d . . .
H40 H 1.0884 0.3732 0.2504 0.037 Uiso 1 1 calc R . .
C41 C 0.9887(2) 0.5022(2) 0.21803(9) 0.0356(6) Uani 1 1 d . . .
H41 H 1.0144 0.5031 0.1900 0.043 Uiso 1 1 calc R . .
C42 C 0.90700(19) 0.5776(3) 0.22370(8) 0.0333(6) Uani 1 1 d . . .
H42 H 0.8761 0.6305 0.1994 0.040 Uiso 1 1 calc R . .
C43 C 0.86997(18) 0.5762(2) 0.26475(8) 0.0270(5) Uani 1 1 d . . .
H43 H 0.8138 0.6290 0.2677 0.032 Uiso 1 1 calc R . .
C44 C 0.76569(17) 0.5822(2) 0.34564(8) 0.0248(5) Uani 1 1 d . . .
C45 C 0.68605(18) 0.5094(3) 0.32450(9) 0.0357(6) Uani 1 1 d . . .
H45 H 0.6950 0.4165 0.3158 0.043 Uiso 1 1 calc R . .
C46 C 0.59531(19) 0.5667(3) 0.31574(10) 0.0458(7) Uani 1 1 d . . .
H46 H 0.5434 0.5134 0.3014 0.055 Uiso 1 1 calc R . .
C47 C 0.5803(2) 0.7015(3) 0.32788(11) 0.0511(8) Uani 1 1 d . . .
H47 H 0.5182 0.7419 0.3219 0.061 Uiso 1 1 calc R . .
C48 C 0.6561(2) 0.7766(3) 0.34878(11) 0.0471(8) Uani 1 1 d . . .
H48 H 0.6463 0.8694 0.3574 0.057 Uiso 1 1 calc R . .
C49 C 0.74715(19) 0.7175(2) 0.35735(9) 0.0328(6) Uani 1 1 d . . .
H49 H 0.7986 0.7717 0.3717 0.039 Uiso 1 1 calc R . .
B1 B 0.87243(18) 0.5076(3) 0.35183(9) 0.0221(5) Uani 1 1 d . . .
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'
B B 0.0013 0.0007 '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'
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
N1 Ir1 C6 165.14(13) . . ?
N1 Ir1 C5 156.36(12) . . ?
C6 Ir1 C5 38.30(13) . . ?
N1 Ir1 C1 95.40(9) . . ?
C6 Ir1 C1 81.52(11) . . ?
C5 Ir1 C1 94.59(12) . . ?
N1 Ir1 C2 94.69(10) . . ?
C6 Ir1 C2 91.37(12) . . ?
C5 Ir1 C2 80.93(13) . . ?
C1 Ir1 C2 36.40(10) . . ?
N1 Ir1 P1 81.94(6) . . ?
C6 Ir1 P1 95.08(8) . . ?
C5 Ir1 P1 96.92(9) . . ?
C1 Ir1 P1 156.57(8) . . ?
C2 Ir1 P1 166.56(8) . . ?
C14 P1 C20 109.32(12) . . ?
C14 P1 C12 107.02(11) . . ?
C20 P1 C12 102.48(11) . . ?
C14 P1 Ir1 118.02(8) . . ?
C20 P1 Ir1 114.32(8) . . ?
C12 P1 Ir1 104.05(7) . . ?
C11 N1 C9 105.5(2) . . ?
C11 N1 Ir1 120.50(15) . . ?
C9 N1 Ir1 133.92(17) . . ?
C11 N2 C10 107.9(2) . . ?
C11 N2 C13 125.4(2) . . ?
C10 N2 C13 126.4(2) . . ?
C2 C1 C8 125.1(3) . . ?
C2 C1 Ir1 72.30(16) . . ?
C8 C1 Ir1 109.19(19) . . ?
C2 C1 H1 121.2(17) . . ?
C8 C1 H1 110.7(17) . . ?
Ir1 C1 H1 107.5(16) . . ?
C1 C2 C3 124.3(3) . . ?
C1 C2 Ir1 71.30(16) . . ?
C3 C2 Ir1 110.4(2) . . ?
C1 C2 H2 117.2(18) . . ?
C3 C2 H2 115.5(18) . . ?
Ir1 C2 H2 105.4(17) . . ?
C4 C3 C2 116.3(3) . . ?
C4 C3 H3A 108.2 . . ?
C2 C3 H3A 108.2 . . ?
C4 C3 H3B 108.2 . . ?
C2 C3 H3B 108.2 . . ?
H3A C3 H3B 107.4 . . ?
C3 C4 C5 116.3(3) . . ?
C3 C4 H4A 108.2 . . ?
C5 C4 H4A 108.2 . . ?
C3 C4 H4B 108.2 . . ?
C5 C4 H4B 108.2 . . ?
H4A C4 H4B 107.4 . . ?
C6 C5 C4 124.6(3) . . ?
C6 C5 Ir1 70.80(18) . . ?
C4 C5 Ir1 112.4(2) . . ?
C6 C5 H5 114.6(17) . . ?
C4 C5 H5 114.7(18) . . ?
Ir1 C5 H5 110.5(17) . . ?
C5 C6 C7 123.0(3) . . ?
C5 C6 Ir1 70.90(17) . . ?
C7 C6 Ir1 113.1(2) . . ?
C5 C6 H6 120(2) . . ?
C7 C6 H6 112(2) . . ?
Ir1 C6 H6 108.6(19) . . ?
C8 C7 C6 115.1(3) . . ?
C8 C7 H7A 108.5 . . ?
C6 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C6 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C7 C8 C1 116.5(2) . . ?
C7 C8 H8A 108.2 . . ?
C1 C8 H8A 108.2 . . ?
C7 C8 H8B 108.2 . . ?
C1 C8 H8B 108.2 . . ?
H8A C8 H8B 107.3 . . ?
C10 C9 N1 109.2(2) . . ?
C10 C9 H9 125.4 . . ?
N1 C9 H9 125.4 . . ?
C9 C10 N2 107.0(2) . . ?
C9 C10 H10 126.5 . . ?
N2 C10 H10 126.5 . . ?
N2 C11 N1 110.3(2) . . ?
N2 C11 C12 126.4(2) . . ?
N1 C11 C12 123.3(2) . . ?
C11 C12 P1 106.04(15) . . ?
C11 C12 H12A 110.5 . . ?
P1 C12 H12A 110.5 . . ?
C11 C12 H12B 110.5 . . ?
P1 C12 H12B 110.5 . . ?
H12A C12 H12B 108.7 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C19 C14 C15 119.3(2) . . ?
C19 C14 P1 122.4(2) . . ?
C15 C14 P1 118.04(19) . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.3(3) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C14 C19 C18 119.9(3) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C25 C20 C21 119.8(2) . . ?
C25 C20 P1 118.3(2) . . ?
C21 C20 P1 121.40(19) . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 119.8(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 120.2(3) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.7(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 119.6(3) . . ?
C24 C25 H25 120.2 . . ?
C20 C25 H25 120.2 . . ?
C31 C26 C27 114.8(2) . . ?
C31 C26 B1 125.4(2) . . ?
C27 C26 B1 119.8(2) . . ?
C28 C27 C26 123.0(2) . . ?
C28 C27 H27 118.5 . . ?
C26 C27 H27 118.5 . . ?
C29 C28 C27 119.8(2) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C30 C29 C28 119.1(2) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C29 C30 C31 120.2(2) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C30 C31 C26 123.1(2) . . ?
C30 C31 H31 118.5 . . ?
C26 C31 H31 118.5 . . ?
C37 C32 C33 114.8(2) . . ?
C37 C32 B1 125.9(2) . . ?
C33 C32 B1 119.2(2) . . ?
C34 C33 C32 122.6(2) . . ?
C34 C33 H33 118.7 . . ?
C32 C33 H33 118.7 . . ?
C35 C34 C33 120.7(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 118.6(2) . . ?
C34 C35 H35 120.7 . . ?
C36 C35 H35 120.7 . . ?
C35 C36 C37 120.5(2) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C36 C37 C32 122.8(2) . . ?
C36 C37 H37 118.6 . . ?
C32 C37 H37 118.6 . . ?
C39 C38 C43 114.7(2) . . ?
C39 C38 B1 122.3(2) . . ?
C43 C38 B1 122.8(2) . . ?
C40 C39 C38 122.9(2) . . ?
C40 C39 H39 118.5 . . ?
C38 C39 H39 118.5 . . ?
C41 C40 C39 120.1(2) . . ?
C41 C40 H40 119.9 . . ?
C39 C40 H40 119.9 . . ?
C40 C41 C42 119.0(2) . . ?
C40 C41 H41 120.5 . . ?
C42 C41 H41 120.5 . . ?
C41 C42 C43 120.3(2) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C42 C43 C38 122.9(2) . . ?
C42 C43 H43 118.5 . . ?
C38 C43 H43 118.5 . . ?
C49 C44 C45 115.2(2) . . ?
C49 C44 B1 125.4(2) . . ?
C45 C44 B1 119.3(2) . . ?
C46 C45 C44 123.0(3) . . ?
C46 C45 H45 118.5 . . ?
C44 C45 H45 118.5 . . ?
C47 C46 C45 119.8(3) . . ?
C47 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C48 C47 C46 119.3(3) . . ?
C48 C47 H47 120.4 . . ?
C46 C47 H47 120.4 . . ?
C47 C48 C49 120.3(3) . . ?
C47 C48 H48 119.9 . . ?
C49 C48 H48 119.9 . . ?
C48 C49 C44 122.4(3) . . ?
C48 C49 H49 118.8 . . ?
C44 C49 H49 118.8 . . ?
C38 B1 C32 113.90(18) . . ?
C38 B1 C44 108.26(18) . . ?
C32 B1 C44 105.21(18) . . ?
C38 B1 C26 105.91(18) . . ?
C32 B1 C26 111.89(18) . . ?
C44 B1 C26 111.74(18) . . ?
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 N1 2.061(2) . ?
Ir1 C6 2.127(3) . ?
Ir1 C5 2.128(3) . ?
Ir1 C1 2.193(3) . ?
Ir1 C2 2.206(3) . ?
Ir1 P1 2.2747(7) . ?
P1 C14 1.808(2) . ?
P1 C20 1.815(3) . ?
P1 C12 1.848(2) . ?
N1 C11 1.351(3) . ?
N1 C9 1.384(3) . ?
N2 C11 1.335(3) . ?
N2 C10 1.372(3) . ?
N2 C13 1.467(3) . ?
C1 C2 1.374(4) . ?
C1 C8 1.512(4) . ?
C1 H1 0.97(3) . ?
C2 C3 1.508(4) . ?
C2 H2 0.92(3) . ?
C3 C4 1.470(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.487(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.396(5) . ?
C5 H5 0.96(3) . ?
C6 C7 1.523(4) . ?
C6 H6 0.93(3) . ?
C7 C8 1.473(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.347(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.486(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C19 1.383(3) . ?
C14 C15 1.396(4) . ?
C15 C16 1.385(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.374(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C25 1.392(3) . ?
C20 C21 1.393(4) . ?
C21 C22 1.391(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.393(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.366(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C31 1.400(3) . ?
C26 C27 1.406(3) . ?
C26 B1 1.650(3) . ?
C27 C28 1.394(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.385(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.381(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.389(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 C37 1.400(3) . ?
C32 C33 1.412(3) . ?
C32 B1 1.646(3) . ?
C33 C34 1.385(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.382(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.389(3) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C39 1.404(3) . ?
C38 C43 1.405(3) . ?
C38 B1 1.643(3) . ?
C39 C40 1.389(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.381(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.382(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.385(3) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 C49 1.391(3) . ?
C44 C45 1.402(3) . ?
C44 B1 1.648(3) . ?
C45 C46 1.380(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.380(4) . ?
C46 H46 0.9500 . ?
C47 C48 1.372(5) . ?
C47 H47 0.9500 . ?
C48 C49 1.391(4) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
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
N1 Ir1 P1 C14 133.62(11) . . . . ?
C6 Ir1 P1 C14 -61.04(14) . . . . ?
C5 Ir1 P1 C14 -22.57(13) . . . . ?
C1 Ir1 P1 C14 -141.4(2) . . . . ?
C2 Ir1 P1 C14 57.3(4) . . . . ?
N1 Ir1 P1 C20 -95.70(10) . . . . ?
C6 Ir1 P1 C20 69.65(14) . . . . ?
C5 Ir1 P1 C20 108.12(13) . . . . ?
C1 Ir1 P1 C20 -10.7(2) . . . . ?
C2 Ir1 P1 C20 -172.0(4) . . . . ?
N1 Ir1 P1 C12 15.26(10) . . . . ?
C6 Ir1 P1 C12 -179.40(13) . . . . ?
C5 Ir1 P1 C12 -140.93(13) . . . . ?
C1 Ir1 P1 C12 100.2(2) . . . . ?
C2 Ir1 P1 C12 -61.0(4) . . . . ?
C6 Ir1 N1 C11 -88.3(4) . . . . ?
C5 Ir1 N1 C11 79.9(3) . . . . ?
C1 Ir1 N1 C11 -165.50(19) . . . . ?
C2 Ir1 N1 C11 157.96(19) . . . . ?
P1 Ir1 N1 C11 -8.95(17) . . . . ?
C6 Ir1 N1 C9 89.2(4) . . . . ?
C5 Ir1 N1 C9 -102.6(3) . . . . ?
C1 Ir1 N1 C9 12.0(3) . . . . ?
C2 Ir1 N1 C9 -24.5(3) . . . . ?
P1 Ir1 N1 C9 168.6(2) . . . . ?
N1 Ir1 C1 C2 -90.59(18) . . . . ?
C6 Ir1 C1 C2 104.1(2) . . . . ?
C5 Ir1 C1 C2 68.0(2) . . . . ?
P1 Ir1 C1 C2 -172.76(16) . . . . ?
N1 Ir1 C1 C8 147.56(19) . . . . ?
C6 Ir1 C1 C8 -17.8(2) . . . . ?
C5 Ir1 C1 C8 -53.9(2) . . . . ?
C2 Ir1 C1 C8 -121.9(3) . . . . ?
P1 Ir1 C1 C8 65.4(3) . . . . ?
C8 C1 C2 C3 -1.0(5) . . . . ?
Ir1 C1 C2 C3 -102.4(3) . . . . ?
C8 C1 C2 Ir1 101.4(3) . . . . ?
N1 Ir1 C2 C1 92.74(18) . . . . ?
C6 Ir1 C2 C1 -73.7(2) . . . . ?
C5 Ir1 C2 C1 -110.7(2) . . . . ?
P1 Ir1 C2 C1 167.6(3) . . . . ?
N1 Ir1 C2 C3 -146.6(2) . . . . ?
C6 Ir1 C2 C3 47.0(2) . . . . ?
C5 Ir1 C2 C3 10.0(2) . . . . ?
C1 Ir1 C2 C3 120.6(3) . . . . ?
P1 Ir1 C2 C3 -71.8(5) . . . . ?
C1 C2 C3 C4 79.1(5) . . . . ?
Ir1 C2 C3 C4 -1.7(4) . . . . ?
C2 C3 C4 C5 -12.5(6) . . . . ?
C3 C4 C5 C6 -60.6(5) . . . . ?
C3 C4 C5 Ir1 20.9(5) . . . . ?
N1 Ir1 C5 C6 -175.1(2) . . . . ?
C1 Ir1 C5 C6 70.1(2) . . . . ?
C2 Ir1 C5 C6 104.0(2) . . . . ?
P1 Ir1 C5 C6 -89.45(18) . . . . ?
N1 Ir1 C5 C4 64.4(4) . . . . ?
C6 Ir1 C5 C4 -120.5(4) . . . . ?
C1 Ir1 C5 C4 -50.4(3) . . . . ?
C2 Ir1 C5 C4 -16.5(3) . . . . ?
P1 Ir1 C5 C4 150.1(3) . . . . ?
C4 C5 C6 C7 -1.2(5) . . . . ?
Ir1 C5 C6 C7 -105.7(3) . . . . ?
C4 C5 C6 Ir1 104.5(3) . . . . ?
N1 Ir1 C6 C5 172.4(3) . . . . ?
C1 Ir1 C6 C5 -108.6(2) . . . . ?
C2 Ir1 C6 C5 -73.5(2) . . . . ?
P1 Ir1 C6 C5 94.73(19) . . . . ?
N1 Ir1 C6 C7 -69.0(5) . . . . ?
C5 Ir1 C6 C7 118.6(4) . . . . ?
C1 Ir1 C6 C7 10.0(3) . . . . ?
C2 Ir1 C6 C7 45.2(3) . . . . ?
P1 Ir1 C6 C7 -146.7(3) . . . . ?
C5 C6 C7 C8 81.6(5) . . . . ?
Ir1 C6 C7 C8 0.1(5) . . . . ?
C6 C7 C8 C1 -16.4(5) . . . . ?
C2 C1 C8 C7 -57.8(4) . . . . ?
Ir1 C1 C8 C7 23.7(4) . . . . ?
C11 N1 C9 C10 0.4(3) . . . . ?
Ir1 N1 C9 C10 -177.42(19) . . . . ?
N1 C9 C10 N2 0.1(3) . . . . ?
C11 N2 C10 C9 -0.6(3) . . . . ?
C13 N2 C10 C9 -174.6(2) . . . . ?
C10 N2 C11 N1 0.8(3) . . . . ?
C13 N2 C11 N1 174.9(2) . . . . ?
C10 N2 C11 C12 -177.8(2) . . . . ?
C13 N2 C11 C12 -3.8(4) . . . . ?
C9 N1 C11 N2 -0.7(3) . . . . ?
Ir1 N1 C11 N2 177.40(15) . . . . ?
C9 N1 C11 C12 178.0(2) . . . . ?
Ir1 N1 C11 C12 -3.9(3) . . . . ?
N2 C11 C12 P1 -164.21(19) . . . . ?
N1 C11 C12 P1 17.3(3) . . . . ?
C14 P1 C12 C11 -146.09(16) . . . . ?
C20 P1 C12 C11 98.93(17) . . . . ?
Ir1 P1 C12 C11 -20.43(16) . . . . ?
C20 P1 C14 C19 -17.7(2) . . . . ?
C12 P1 C14 C19 -128.0(2) . . . . ?
Ir1 P1 C14 C19 115.3(2) . . . . ?
C20 P1 C14 C15 168.86(19) . . . . ?
C12 P1 C14 C15 58.6(2) . . . . ?
Ir1 P1 C14 C15 -58.2(2) . . . . ?
C19 C14 C15 C16 0.5(4) . . . . ?
P1 C14 C15 C16 174.2(2) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
C15 C16 C17 C18 1.1(4) . . . . ?
C16 C17 C18 C19 -0.7(5) . . . . ?
C15 C14 C19 C18 -0.2(4) . . . . ?
P1 C14 C19 C18 -173.5(2) . . . . ?
C17 C18 C19 C14 0.3(4) . . . . ?
C14 P1 C20 C25 136.4(2) . . . . ?
C12 P1 C20 C25 -110.3(2) . . . . ?
Ir1 P1 C20 C25 1.6(2) . . . . ?
C14 P1 C20 C21 -51.2(2) . . . . ?
C12 P1 C20 C21 62.1(2) . . . . ?
Ir1 P1 C20 C21 174.01(18) . . . . ?
C25 C20 C21 C22 -0.6(4) . . . . ?
P1 C20 C21 C22 -172.8(2) . . . . ?
C20 C21 C22 C23 1.0(5) . . . . ?
C21 C22 C23 C24 -0.5(5) . . . . ?
C22 C23 C24 C25 -0.4(5) . . . . ?
C23 C24 C25 C20 0.9(5) . . . . ?
C21 C20 C25 C24 -0.4(4) . . . . ?
P1 C20 C25 C24 172.1(2) . . . . ?
C31 C26 C27 C28 -2.0(3) . . . . ?
B1 C26 C27 C28 179.1(2) . . . . ?
C26 C27 C28 C29 1.0(4) . . . . ?
C27 C28 C29 C30 0.4(4) . . . . ?
C28 C29 C30 C31 -0.7(4) . . . . ?
C29 C30 C31 C26 -0.4(4) . . . . ?
C27 C26 C31 C30 1.7(3) . . . . ?
B1 C26 C31 C30 -179.5(2) . . . . ?
C37 C32 C33 C34 0.4(3) . . . . ?
B1 C32 C33 C34 176.5(2) . . . . ?
C32 C33 C34 C35 -0.7(4) . . . . ?
C33 C34 C35 C36 0.2(4) . . . . ?
C34 C35 C36 C37 0.5(4) . . . . ?
C35 C36 C37 C32 -0.8(4) . . . . ?
C33 C32 C37 C36 0.3(3) . . . . ?
B1 C32 C37 C36 -175.5(2) . . . . ?
C43 C38 C39 C40 -0.2(3) . . . . ?
B1 C38 C39 C40 -175.6(2) . . . . ?
C38 C39 C40 C41 0.3(3) . . . . ?
C39 C40 C41 C42 -0.3(3) . . . . ?
C40 C41 C42 C43 0.1(4) . . . . ?
C41 C42 C43 C38 -0.1(4) . . . . ?
C39 C38 C43 C42 0.1(3) . . . . ?
B1 C38 C43 C42 175.4(2) . . . . ?
C49 C44 C45 C46 0.0(4) . . . . ?
B1 C44 C45 C46 -176.3(2) . . . . ?
C44 C45 C46 C47 0.2(4) . . . . ?
C45 C46 C47 C48 -0.3(4) . . . . ?
C46 C47 C48 C49 0.4(4) . . . . ?
C47 C48 C49 C44 -0.3(4) . . . . ?
C45 C44 C49 C48 0.1(4) . . . . ?
B1 C44 C49 C48 176.1(2) . . . . ?
C39 C38 B1 C32 -54.3(3) . . . . ?
C43 C38 B1 C32 130.8(2) . . . . ?
C39 C38 B1 C44 -170.9(2) . . . . ?
C43 C38 B1 C44 14.1(3) . . . . ?
C39 C38 B1 C26 69.1(3) . . . . ?
C43 C38 B1 C26 -105.9(2) . . . . ?
C37 C32 B1 C38 -1.0(3) . . . . ?
C33 C32 B1 C38 -176.7(2) . . . . ?
C37 C32 B1 C44 117.4(2) . . . . ?
C33 C32 B1 C44 -58.3(3) . . . . ?
C37 C32 B1 C26 -121.1(2) . . . . ?
C33 C32 B1 C26 63.2(3) . . . . ?
C49 C44 B1 C38 -103.3(3) . . . . ?
C45 C44 B1 C38 72.5(3) . . . . ?
C49 C44 B1 C32 134.5(2) . . . . ?
C45 C44 B1 C32 -49.6(3) . . . . ?
C49 C44 B1 C26 12.9(3) . . . . ?
C45 C44 B1 C26 -171.2(2) . . . . ?
C31 C26 B1 C38 -128.1(2) . . . . ?
C27 C26 B1 C38 50.7(3) . . . . ?
C31 C26 B1 C32 -3.5(3) . . . . ?
C27 C26 B1 C32 175.3(2) . . . . ?
C31 C26 B1 C44 114.2(2) . . . . ?
C27 C26 B1 C44 -67.0(3) . . . . ?
