#------------------------------------------------------------------------------
#$Date: 2019-11-25 17:48:26 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241477 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/12/4131220.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_4131220
loop_
_publ_author_name
'Rössler, Simon L'
'Krautwald, Simon'
'Carreira, Erick M.'
_publ_section_title
;
 Study of Intermediates in Iridium-(Phosphoramidite,Olefin)-Catalyzed
 Enantioselective Allylic Substitution.
;
_journal_issue                   10
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3603
_journal_page_last               3606
_journal_paper_doi               10.1021/jacs.6b12421
_journal_volume                  139
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C68 H44 Cl Ir N2 O4 P2'
_chemical_formula_sum            'C68 H44 Cl Ir N2 O4 P2'
_chemical_formula_weight         1242.64
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-01-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.3515(18)
_cell_length_b                   21.677(3)
_cell_length_c                   8.8389(9)
_cell_measurement_reflns_used    9700
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      30.32
_cell_measurement_theta_min      2.82
_cell_volume                     2941.4(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker/Nonius Kappa Apex2'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'double mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            133966
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.526
_diffrn_reflns_theta_min         2.300
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms high brilliance'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.419
_exptl_absorpt_correction_T_max  0.6708
_exptl_absorpt_correction_T_min  0.5958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0979 before and 0.0690 after correction.
The Ratio of minimum to maximum transmission is 0.8882.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.967
_refine_diff_density_min         -0.688
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details
;
 Flack x determined using 3737 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0111(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         8962
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0246
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0333P)²+3.8399P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0680
_refine_ls_wR_factor_ref         0.0686
_reflns_Friedel_coverage         0.796
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                8623
_reflns_number_total             8962
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja6b12421_si_002.cif
_cod_data_source_block           ca190116_1_1_0ma
_cod_original_cell_volume        2941.3(6)
_cod_database_code               4131220
_shelxl_version_number           2014/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.794
_shelx_estimated_absorpt_t_min   0.643
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 Ir1-H28
 -2.231 with sigma of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16),
 C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C30(H30), C31(H31), C32(H32), C33(H33)
;
_olex2_date_sample_data_collection 2016-01-19
_olex2_date_sample_submission    2016-01-19
_olex2_submission_original_sample_id ca190116_1_1
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Ir1 Ir 0.0000 0.0000 0.48613(2) 0.00802(5) Uani 1 2 d DS T P
Cl1 Cl 0.0000 0.0000 0.21305(11) 0.0161(2) Uani 1 2 d S T P
P1 P 0.13465(6) 0.04374(4) 0.48316(10) 0.00874(16) Uani 1 1 d . . .
O1 O 0.18300(18) 0.06018(13) 0.3266(3) 0.0115(5) Uani 1 1 d . . .
O2 O 0.14323(18) 0.10601(12) 0.5810(3) 0.0101(5) Uani 1 1 d . . .
N1 N 0.21100(18) -0.00464(18) 0.5530(3) 0.0100(5) Uani 1 1 d . . .
C1 C 0.1666(2) 0.11617(18) 0.2526(4) 0.0113(7) Uani 1 1 d . . .
C2 C 0.1255(3) 0.1136(2) 0.1108(4) 0.0147(8) Uani 1 1 d . . .
H2 H 0.1088 0.0750 0.0690 0.018 Uiso 1 1 calc R . .
C3 C 0.1097(3) 0.16714(18) 0.0331(4) 0.0158(7) Uani 1 1 d . . .
H3 H 0.0848 0.1656 -0.0652 0.019 Uiso 1 1 calc R . .
C4 C 0.1307(3) 0.22558(19) 0.1000(4) 0.0136(7) Uani 1 1 d . . .
C5 C 0.1111(3) 0.2810(2) 0.0270(5) 0.0189(8) Uani 1 1 d . . .
H5 H 0.0831 0.2798 -0.0688 0.023 Uiso 1 1 calc R . .
C6 C 0.1310(3) 0.3369(2) 0.0894(5) 0.0212(9) Uani 1 1 d . . .
H6 H 0.1177 0.3740 0.0371 0.025 Uiso 1 1 calc R . .
C7 C 0.1716(3) 0.3387(2) 0.2324(5) 0.0194(9) Uani 1 1 d . . .
H7 H 0.1843 0.3775 0.2777 0.023 Uiso 1 1 calc R . .
C8 C 0.1928(3) 0.28576(19) 0.3065(4) 0.0142(7) Uani 1 1 d . . .
H8 H 0.2203 0.2880 0.4026 0.017 Uiso 1 1 calc R . .
C9 C 0.1745(2) 0.22713(18) 0.2422(4) 0.0122(7) Uani 1 1 d . . .
C10 C 0.1967(3) 0.17034(19) 0.3160(4) 0.0118(7) Uani 1 1 d . . .
C11 C 0.2504(2) 0.16883(18) 0.4551(4) 0.0125(7) Uani 1 1 d . . .
C12 C 0.2229(2) 0.13863(18) 0.5826(4) 0.0105(7) Uani 1 1 d . . .
C13 C 0.2687(3) 0.13898(19) 0.7214(4) 0.0143(7) Uani 1 1 d . . .
H13 H 0.2443 0.1205 0.8092 0.017 Uiso 1 1 calc R . .
C14 C 0.3486(3) 0.1663(2) 0.7266(5) 0.0170(9) Uani 1 1 d . . .
H14 H 0.3802 0.1670 0.8191 0.020 Uiso 1 1 calc R . .
C15 C 0.3854(3) 0.1939(2) 0.5947(5) 0.0165(8) Uani 1 1 d . . .
C16 C 0.4708(3) 0.2191(2) 0.5989(5) 0.0210(9) Uani 1 1 d . . .
H16 H 0.5038 0.2171 0.6896 0.025 Uiso 1 1 calc R . .
C17 C 0.5057(3) 0.2462(2) 0.4723(5) 0.0243(8) Uani 1 1 d . . .
H17 H 0.5627 0.2631 0.4755 0.029 Uiso 1 1 calc R . .
C18 C 0.4571(3) 0.2490(2) 0.3384(6) 0.0238(9) Uani 1 1 d . . .
H18 H 0.4814 0.2684 0.2517 0.029 Uiso 1 1 calc R . .
C19 C 0.3750(3) 0.2241(2) 0.3306(5) 0.0198(8) Uani 1 1 d . . .
H19 H 0.3437 0.2255 0.2380 0.024 Uiso 1 1 calc R . .
C20 C 0.3362(3) 0.19622(18) 0.4606(5) 0.0146(7) Uani 1 1 d . . .
C21 C 0.2220(2) -0.05933(18) 0.4601(4) 0.0127(7) Uani 1 1 d . . .
C22 C 0.3038(3) -0.0707(2) 0.3978(4) 0.0159(8) Uani 1 1 d . . .
H22 H 0.3508 -0.0431 0.4151 0.019 Uiso 1 1 calc R . .
C23 C 0.3153(3) -0.1232(2) 0.3099(5) 0.0197(8) Uani 1 1 d . . .
H23 H 0.3707 -0.1313 0.2664 0.024 Uiso 1 1 calc R . .
C24 C 0.2473(3) -0.1638(2) 0.2848(5) 0.0187(8) Uani 1 1 d . . .
H24 H 0.2564 -0.2001 0.2267 0.022 Uiso 1 1 calc R . .
C25 C 0.1662(3) -0.1513(2) 0.3443(5) 0.0158(8) Uani 1 1 d . . .
H25 H 0.1192 -0.1785 0.3232 0.019 Uiso 1 1 calc R . .
C26 C 0.1516(3) -0.09932(18) 0.4357(4) 0.0126(7) Uani 1 1 d . . .
C27 C 0.0639(2) -0.08998(16) 0.5016(4) 0.0118(6) Uani 1 1 d . . .
H27 H 0.0148 -0.1003 0.4413 0.014 Uiso 1 1 calc R . .
C28 C 0.0483(3) -0.06599(15) 0.6532(3) 0.0117(7) Uani 1 1 d . . .
H28 H -0.0103 -0.0619 0.6866 0.014 Uiso 1 1 calc DR . .
C29 C 0.1189(2) -0.04773(18) 0.7577(4) 0.0120(7) Uani 1 1 d . . .
C30 C 0.1099(3) -0.0613(2) 0.9122(4) 0.0151(8) Uani 1 1 d . . .
H30 H 0.0577 -0.0799 0.9475 0.018 Uiso 1 1 calc R . .
C31 C 0.1755(3) -0.04799(19) 1.0134(4) 0.0181(8) Uani 1 1 d . . .
H31 H 0.1681 -0.0574 1.1176 0.022 Uiso 1 1 calc R . .
C32 C 0.2524(3) -0.02104(19) 0.9643(5) 0.0176(8) Uani 1 1 d . . .
H32 H 0.2978 -0.0124 1.0342 0.021 Uiso 1 1 calc R . .
C33 C 0.2626(2) -0.0068(2) 0.8120(4) 0.0139(7) Uani 1 1 d . . .
H33 H 0.3150 0.0119 0.7778 0.017 Uiso 1 1 calc R . .
C34 C 0.1963(3) -0.01970(17) 0.7099(4) 0.0107(7) 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'
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
P1 Ir1 Cl1 89.34(2) 4 .
P1 Ir1 Cl1 89.34(2) . .
P1 Ir1 P1 178.68(4) . 4
C27 Ir1 Cl1 93.58(10) 4 .
C27 Ir1 Cl1 93.58(10) . .
C27 Ir1 P1 92.11(10) . 4
C27 Ir1 P1 87.97(10) . .
C27 Ir1 P1 92.11(10) 4 .
C27 Ir1 P1 87.97(10) 4 4
C27 Ir1 C27 172.84(19) . 4
C28 Ir1 Cl1 132.52(10) . .
C28 Ir1 Cl1 132.52(10) 4 .
C28 Ir1 P1 88.43(10) . .
C28 Ir1 P1 88.42(10) 4 4
C28 Ir1 P1 92.47(10) 4 .
C28 Ir1 P1 92.47(10) . 4
C28 Ir1 C27 133.90(14) . 4
C28 Ir1 C27 133.90(14) 4 .
C28 Ir1 C27 38.94(13) 4 4
C28 Ir1 C27 38.94(13) . .
C28 Ir1 C28 94.96(19) 4 .
O1 P1 Ir1 121.41(11) . .
O1 P1 N1 97.56(14) . .
O2 P1 Ir1 114.71(11) . .
O2 P1 O1 103.80(15) . .
O2 P1 N1 105.52(16) . .
N1 P1 Ir1 111.57(13) . .
C1 O1 P1 120.7(2) . .
C12 O2 P1 119.8(2) . .
C21 N1 P1 112.4(2) . .
C34 N1 P1 112.5(2) . .
C34 N1 C21 112.1(3) . .
O1 C1 C2 117.6(3) . .
C10 C1 O1 119.1(3) . .
C10 C1 C2 123.1(4) . .
C1 C2 H2 120.2 . .
C3 C2 C1 119.6(4) . .
C3 C2 H2 120.2 . .
C2 C3 H3 120.0 . .
C2 C3 C4 120.1(4) . .
C4 C3 H3 120.0 . .
C5 C4 C3 121.4(4) . .
C5 C4 C9 119.2(4) . .
C9 C4 C3 119.3(4) . .
C4 C5 H5 119.1 . .
C6 C5 C4 121.9(4) . .
C6 C5 H5 119.1 . .
C5 C6 H6 120.4 . .
C5 C6 C7 119.1(4) . .
C7 C6 H6 120.4 . .
C6 C7 H7 119.6 . .
C8 C7 C6 120.8(4) . .
C8 C7 H7 119.6 . .
C7 C8 H8 119.5 . .
C7 C8 C9 121.0(4) . .
C9 C8 H8 119.5 . .
C4 C9 C10 119.5(4) . .
C8 C9 C4 117.9(4) . .
C8 C9 C10 122.6(3) . .
C1 C10 C9 117.8(3) . .
C1 C10 C11 120.3(4) . .
C9 C10 C11 121.9(4) . .
C12 C11 C10 121.5(3) . .
C12 C11 C20 116.7(3) . .
C20 C11 C10 121.8(3) . .
O2 C12 C13 116.2(3) . .
C11 C12 O2 119.8(3) . .
C11 C12 C13 123.9(4) . .
C12 C13 H13 120.7 . .
C14 C13 C12 118.6(4) . .
C14 C13 H13 120.7 . .
C13 C14 H14 119.6 . .
C13 C14 C15 120.7(4) . .
C15 C14 H14 119.6 . .
C16 C15 C14 120.3(4) . .
C20 C15 C14 119.4(4) . .
C20 C15 C16 120.3(4) . .
C15 C16 H16 119.9 . .
C17 C16 C15 120.2(4) . .
C17 C16 H16 119.9 . .
C16 C17 H17 120.0 . .
C16 C17 C18 120.0(4) . .
C18 C17 H17 120.0 . .
C17 C18 H18 119.5 . .
C19 C18 C17 120.9(4) . .
C19 C18 H18 119.5 . .
C18 C19 H19 119.7 . .
C18 C19 C20 120.6(4) . .
C20 C19 H19 119.7 . .
C15 C20 C11 120.2(4) . .
C15 C20 C19 118.0(4) . .
C19 C20 C11 121.8(4) . .
C22 C21 N1 118.3(4) . .
C22 C21 C26 121.6(4) . .
C26 C21 N1 120.1(3) . .
C21 C22 H22 120.6 . .
C23 C22 C21 118.8(4) . .
C23 C22 H22 120.6 . .
C22 C23 H23 119.5 . .
C24 C23 C22 121.0(4) . .
C24 C23 H23 119.5 . .
C23 C24 H24 120.1 . .
C25 C24 C23 119.7(4) . .
C25 C24 H24 120.1 . .
C24 C25 H25 119.3 . .
C24 C25 C26 121.4(4) . .
C26 C25 H25 119.3 . .
C21 C26 C25 117.5(4) . .
C21 C26 C27 123.7(3) . .
C25 C26 C27 118.7(4) . .
Ir1 C27 H27 79.5 . .
C26 C27 Ir1 120.4(2) . .
C26 C27 H27 117.9 . .
C28 C27 Ir1 70.45(17) . .
C28 C27 C26 124.1(3) . .
C28 C27 H27 117.9 . .
Ir1 C28 H28 80.1 . .
C27 C28 Ir1 70.61(16) . .
C27 C28 H28 118.4 . .
C27 C28 C29 123.3(3) . .
C29 C28 Ir1 119.7(2) . .
C29 C28 H28 118.4 . .
C30 C29 C28 118.6(3) . .
C34 C29 C28 123.4(3) . .
C34 C29 C30 118.0(4) . .
C29 C30 H30 119.5 . .
C31 C30 C29 121.0(4) . .
C31 C30 H30 119.5 . .
C30 C31 H31 119.8 . .
C30 C31 C32 120.4(4) . .
C32 C31 H31 119.8 . .
C31 C32 H32 120.2 . .
C31 C32 C33 119.6(4) . .
C33 C32 H32 120.2 . .
C32 C33 H33 119.9 . .
C34 C33 C32 120.1(4) . .
C34 C33 H33 119.9 . .
C29 C34 N1 121.5(3) . .
C33 C34 N1 117.7(3) . .
C33 C34 C29 120.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 Cl1 2.4137(10) .
Ir1 P1 2.2743(9) 4
Ir1 P1 2.2742(9) .
Ir1 C27 2.188(4) .
Ir1 C27 2.188(4) 4
Ir1 C28 2.186(2) 4
Ir1 C28 2.186(2) .
P1 O1 1.610(3) .
P1 O2 1.608(3) .
P1 N1 1.690(3) .
O1 C1 1.402(4) .
O2 C12 1.413(5) .
N1 C21 1.452(5) .
N1 C34 1.442(4) .
C1 C2 1.404(5) .
C1 C10 1.381(6) .
C2 H2 0.9500 .
C2 C3 1.369(6) .
C3 H3 0.9500 .
C3 C4 1.434(5) .
C4 C5 1.397(6) .
C4 C9 1.426(5) .
C5 H5 0.9500 .
C5 C6 1.365(6) .
C6 H6 0.9500 .
C6 C7 1.410(6) .
C7 H7 0.9500 .
C7 C8 1.362(6) .
C8 H8 0.9500 .
C8 C9 1.420(6) .
C9 C10 1.434(5) .
C10 C11 1.480(5) .
C11 C12 1.370(5) .
C11 C20 1.446(5) .
C12 C13 1.414(5) .
C13 H13 0.9500 .
C13 C14 1.363(6) .
C14 H14 0.9500 .
C14 C15 1.427(6) .
C15 C16 1.420(6) .
C15 C20 1.406(6) .
C16 H16 0.9500 .
C16 C17 1.374(6) .
C17 H17 0.9500 .
C17 C18 1.399(6) .
C18 H18 0.9500 .
C18 C19 1.373(6) .
C19 H19 0.9500 .
C19 C20 1.429(6) .
C21 C22 1.393(5) .
C21 C26 1.403(6) .
C22 H22 0.9500 .
C22 C23 1.388(6) .
C23 H23 0.9500 .
C23 C24 1.383(7) .
C24 H24 0.9500 .
C24 C25 1.379(6) .
C25 H25 0.9500 .
C25 C26 1.405(6) .
C26 C27 1.480(5) .
C27 H27 0.9500 .
C27 C28 1.458(5) .
C28 H28 0.9500 .
C28 C29 1.479(5) .
C29 C30 1.403(5) .
C29 C34 1.399(5) .
C30 H30 0.9500 .
C30 C31 1.378(6) .
C31 H31 0.9500 .
C31 C32 1.386(6) .
C32 H32 0.9500 .
C32 C33 1.389(5) .
C33 H33 0.9500 .
C33 C34 1.389(5) .
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
Ir1 P1 O1 C1 85.1(3)
Ir1 P1 O2 C12 -177.4(2)
Ir1 P1 N1 C21 64.7(3)
Ir1 P1 N1 C34 -63.1(3)
Ir1 C27 C28 C29 -113.4(3)
Ir1 C28 C29 C30 133.3(3)
Ir1 C28 C29 C34 -49.3(5)
P1 O1 C1 C2 -114.4(3)
P1 O1 C1 C10 70.2(4)
P1 O2 C12 C11 69.6(4)
P1 O2 C12 C13 -112.0(3)
P1 N1 C21 C22 120.3(3)
P1 N1 C21 C26 -60.1(4)
P1 N1 C34 C29 58.8(4)
P1 N1 C34 C33 -122.7(3)
O1 P1 O2 C12 -42.7(3)
O1 P1 N1 C21 -63.5(3)
O1 P1 N1 C34 168.7(3)
O1 C1 C2 C3 -178.8(4)
O1 C1 C10 C9 -176.5(3)
O1 C1 C10 C11 3.9(5)
O2 P1 O1 C1 -45.8(3)
O2 P1 N1 C21 -170.2(2)
O2 P1 N1 C34 62.1(3)
O2 C12 C13 C14 175.8(4)
N1 P1 O1 C1 -153.9(3)
N1 P1 O2 C12 59.4(3)
N1 C21 C22 C23 179.4(4)
N1 C21 C26 C25 179.7(3)
N1 C21 C26 C27 -0.9(6)
C1 C2 C3 C4 -3.4(6)
C1 C10 C11 C12 -53.4(6)
C1 C10 C11 C20 123.2(4)
C2 C1 C10 C9 8.4(6)
C2 C1 C10 C11 -171.2(4)
C2 C3 C4 C5 -176.6(4)
C2 C3 C4 C9 5.1(6)
C3 C4 C5 C6 -179.8(4)
C3 C4 C9 C8 -178.8(4)
C3 C4 C9 C10 -0.1(6)
C4 C5 C6 C7 -0.8(7)
C4 C9 C10 C1 -6.4(6)
C4 C9 C10 C11 173.3(4)
C5 C4 C9 C8 2.8(6)
C5 C4 C9 C10 -178.5(4)
C5 C6 C7 C8 1.6(7)
C6 C7 C8 C9 -0.2(7)
C7 C8 C9 C4 -2.0(6)
C7 C8 C9 C10 179.3(4)
C8 C9 C10 C1 172.3(4)
C8 C9 C10 C11 -8.1(6)
C9 C4 C5 C6 -1.4(6)
C9 C10 C11 C12 127.0(4)
C9 C10 C11 C20 -56.4(5)
C10 C1 C2 C3 -3.5(6)
C10 C11 C12 O2 2.5(6)
C10 C11 C12 C13 -175.8(4)
C10 C11 C20 C15 180.0(4)
C10 C11 C20 C19 -2.4(6)
C11 C12 C13 C14 -5.9(6)
C12 C11 C20 C15 -3.2(6)
C12 C11 C20 C19 174.4(4)
C12 C13 C14 C15 -0.1(6)
C13 C14 C15 C16 -176.3(4)
C13 C14 C15 C20 3.9(7)
C14 C15 C16 C17 -179.3(4)
C14 C15 C20 C11 -2.2(6)
C14 C15 C20 C19 -180.0(4)
C15 C16 C17 C18 -0.2(7)
C16 C15 C20 C11 178.0(4)
C16 C15 C20 C19 0.3(6)
C16 C17 C18 C19 -0.9(8)
C17 C18 C19 C20 1.7(7)
C18 C19 C20 C11 -179.0(4)
C18 C19 C20 C15 -1.3(7)
C20 C11 C12 O2 -174.3(3)
C20 C11 C12 C13 7.5(6)
C20 C15 C16 C17 0.5(7)
C21 N1 C34 C29 -69.1(4)
C21 N1 C34 C33 109.4(4)
C21 C22 C23 C24 -0.3(6)
C21 C26 C27 Ir1 48.4(5)
C21 C26 C27 C28 -37.5(5)
C22 C21 C26 C25 -0.6(6)
C22 C21 C26 C27 178.8(4)
C22 C23 C24 C25 1.7(7)
C23 C24 C25 C26 -2.6(6)
C24 C25 C26 C21 2.0(6)
C24 C25 C26 C27 -177.4(4)
C25 C26 C27 Ir1 -132.2(3)
C25 C26 C27 C28 141.9(4)
C26 C21 C22 C23 -0.2(6)
C26 C27 C28 Ir1 114.0(3)
C26 C27 C28 C29 0.6(5)
C27 C28 C29 C30 -141.4(3)
C27 C28 C29 C34 36.0(5)
C28 C29 C30 C31 176.8(4)
C28 C29 C34 N1 2.2(6)
C28 C29 C34 C33 -176.3(4)
C29 C30 C31 C32 -0.2(6)
C30 C29 C34 N1 179.6(4)
C30 C29 C34 C33 1.1(6)
C30 C31 C32 C33 0.7(6)
C31 C32 C33 C34 -0.3(6)
C32 C33 C34 N1 -179.2(4)
C32 C33 C34 C29 -0.6(6)
C34 N1 C21 C22 -111.8(4)
C34 N1 C21 C26 67.9(4)
C34 C29 C30 C31 -0.7(6)
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
1 0.000 0.500 -0.778 333.6 221.3
2 0.500 0.000 -0.117 333.6 221.6
