#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:17:47 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179718 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/20/7002028.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_7002028
loop_
_publ_author_name
'Varnado Jr, C. Daniel'
'Lynch, Vincent M.'
'Bielawski, Christopher W.'
_publ_section_title
;
 1,1′-Bis(N-benzimidazolylidene)ferrocene: synthesis and study
 of a novel ditopic ligand and its transition metal complexes
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7253
_journal_paper_doi               10.1039/b908696j
_journal_year                    2009
_chemical_formula_moiety         '2 C14 H13 N2, 2 C8 H12, 2 Ir, 2Cl, Fe'
_chemical_formula_sum            'C44 H50 Cl2 Fe Ir2 N4'
_chemical_formula_weight         1146.03
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 120.241(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.6278(6)
_cell_length_b                   10.6387(4)
_cell_length_c                   18.5406(6)
_cell_measurement_reflns_used    4552
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.0
_cell_volume                     3855.9(2)
_computing_cell_refinement       'Collect software, Nonius B.V. 1998'
_computing_data_collection       'Collect software, Nonius B.V. 1998'
_computing_data_reduction
;
DENZO and Scalepack (Otwinoski and Minor, 1997)
;
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_solution
;

SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C.,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius Kappa CCd'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25726
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    7.434
_exptl_absorpt_correction_T_max  0.708
_exptl_absorpt_correction_T_min  0.428
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
N. W. Alcock (1970). Cryst. Computing, p271
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.974
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.733
_refine_diff_density_min         -1.285
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4435
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0247P)²+13.8520P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0639
_reflns_number_gt                3810
_reflns_number_total             4435
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b908696j.txt
_cod_data_source_block           dimer
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7002028
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.386259(7) 0.303993(14) -0.034566(8) 0.02462(6) Uani 1 1 d . . .
Fe1 Fe 0.5000 0.50445(7) 0.2500 0.02672(18) Uani 1 2 d S . .
Cl1 Cl 0.50006(5) 0.26114(10) -0.00253(6) 0.0338(2) Uani 1 1 d . . .
N1 N 0.41340(17) 0.2665(3) 0.14217(19) 0.0241(7) Uani 1 1 d . . .
N2 N 0.39787(17) 0.0865(3) 0.07951(19) 0.0269(7) Uani 1 1 d . . .
C1 C 0.4013(2) 0.2119(4) 0.0690(2) 0.0266(8) Uani 1 1 d . . .
C2 C 0.4071(2) 0.0610(4) 0.1586(2) 0.0282(8) Uani 1 1 d . . .
C3 C 0.4097(2) -0.0515(4) 0.1973(3) 0.0364(10) Uani 1 1 d . . .
H3 H 0.4038 -0.1298 0.1698 0.044 Uiso 1 1 calc R . .
C4 C 0.4214(2) -0.0450(4) 0.2780(3) 0.0374(10) Uani 1 1 d . . .
H4 H 0.4230 -0.1204 0.3064 0.045 Uiso 1 1 calc R . .
C5 C 0.4309(2) 0.0706(4) 0.3187(2) 0.0324(9) Uani 1 1 d . . .
H5 H 0.4386 0.0718 0.3741 0.039 Uiso 1 1 calc R . .
C6 C 0.4293(2) 0.1834(4) 0.2802(2) 0.0259(8) Uani 1 1 d . . .
H6 H 0.4363 0.2618 0.3079 0.031 Uiso 1 1 calc R . .
C7 C 0.4169(2) 0.1758(3) 0.1985(2) 0.0249(8) Uani 1 1 d . . .
C8 C 0.3931(2) -0.0091(4) 0.0192(3) 0.0351(10) Uani 1 1 d . . .
H8A H 0.4304 -0.0710 0.0488 0.042 Uiso 1 1 calc R . .
H8B H 0.4002 0.0323 -0.0237 0.042 Uiso 1 1 calc R . .
C9 C 0.3258(3) -0.0780(5) -0.0237(3) 0.0542(13) Uani 1 1 d . . .
H9A H 0.3185 -0.1202 0.0181 0.081 Uiso 1 1 calc R . .
H9B H 0.3264 -0.1406 -0.0621 0.081 Uiso 1 1 calc R . .
H9C H 0.2886 -0.0180 -0.0552 0.081 Uiso 1 1 calc R . .
C10 C 0.4228(2) 0.3985(3) 0.1568(2) 0.0256(8) Uani 1 1 d . . .
C11 C 0.4535(2) 0.4788(4) 0.1232(2) 0.0273(8) Uani 1 1 d . . .
H11 H 0.4758 0.4531 0.0939 0.033 Uiso 1 1 calc R . .
C12 C 0.4443(2) 0.6041(4) 0.1416(3) 0.0334(9) Uani 1 1 d . . .
H12 H 0.4588 0.6776 0.1258 0.040 Uiso 1 1 calc R . .
C13 C 0.4097(2) 0.6010(4) 0.1879(3) 0.0350(10) Uani 1 1 d . . .
H13 H 0.3977 0.6721 0.2088 0.042 Uiso 1 1 calc R . .
C14 C 0.3962(2) 0.4727(4) 0.1975(2) 0.0309(9) Uani 1 1 d . . .
H14 H 0.3737 0.4428 0.2257 0.037 Uiso 1 1 calc R . .
C1A C 0.3601(2) 0.3551(4) -0.1612(2) 0.0341(9) Uani 1 1 d . . .
H1A H 0.3953 0.2994 -0.1547 0.041 Uiso 1 1 calc R . .
C2A C 0.3794(2) 0.4631(4) -0.1126(3) 0.0320(9) Uani 1 1 d . . .
H2A H 0.4270 0.4765 -0.0763 0.038 Uiso 1 1 calc R . .
C3A C 0.3320(3) 0.5592(4) -0.1126(4) 0.0515(13) Uani 1 1 d . . .
H3A1 H 0.3598 0.6274 -0.0740 0.062 Uiso 1 1 calc R . .
H3A2 H 0.3064 0.5960 -0.1693 0.062 Uiso 1 1 calc R . .
C4A C 0.2825(3) 0.5181(6) -0.0891(5) 0.075(2) Uani 1 1 d . . .
H4A1 H 0.2364 0.5184 -0.1395 0.090 Uiso 1 1 calc R . .
H4A2 H 0.2821 0.5799 -0.0494 0.090 Uiso 1 1 calc R . .
C5A C 0.2960(2) 0.3888(5) -0.0496(3) 0.0415(11) Uani 1 1 d . . .
H5A H 0.3169 0.3842 0.0094 0.050 Uiso 1 1 calc R . .
C6A C 0.2797(2) 0.2762(6) -0.0939(3) 0.0456(12) Uani 1 1 d . . .
H6A H 0.2884 0.2006 -0.0628 0.055 Uiso 1 1 calc R . .
C7A C 0.2495(3) 0.2641(9) -0.1871(3) 0.084(2) Uani 1 1 d . . .
H7A1 H 0.2436 0.1735 -0.2012 0.101 Uiso 1 1 calc R . .
H7A2 H 0.2033 0.3022 -0.2147 0.101 Uiso 1 1 calc R . .
C8A C 0.2876(3) 0.3202(5) -0.2234(3) 0.0533(14) Uani 1 1 d . . .
H8A1 H 0.2631 0.3966 -0.2547 0.064 Uiso 1 1 calc R . .
H8A2 H 0.2879 0.2602 -0.2640 0.064 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Fe Fe 0.3463 0.8444 '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'
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 C6A 91.62(18) . . ?
C1 Ir1 C5A 91.19(16) . . ?
C6A Ir1 C5A 38.5(2) . . ?
C1 Ir1 C2A 157.82(16) . . ?
C6A Ir1 C2A 94.71(18) . . ?
C5A Ir1 C2A 80.82(16) . . ?
C1 Ir1 C1A 164.94(16) . . ?
C6A Ir1 C1A 81.62(18) . . ?
C5A Ir1 C1A 91.79(17) . . ?
C2A Ir1 C1A 37.09(16) . . ?
C1 Ir1 Cl1 91.56(11) . . ?
C6A Ir1 Cl1 156.10(16) . . ?
C5A Ir1 Cl1 164.94(15) . . ?
C2A Ir1 Cl1 91.19(11) . . ?
C1A Ir1 Cl1 89.39(12) . . ?
C13 Fe1 C13 119.7(2) 2_655 . ?
C13 Fe1 C12 40.71(16) 2_655 2_655 ?
C13 Fe1 C12 103.79(17) . 2_655 ?
C13 Fe1 C12 103.79(17) 2_655 . ?
C13 Fe1 C12 40.71(16) . . ?
C12 Fe1 C12 117.7(2) 2_655 . ?
C13 Fe1 C11 120.13(15) 2_655 . ?
C13 Fe1 C11 68.37(16) . . ?
C12 Fe1 C11 154.02(16) 2_655 . ?
C12 Fe1 C11 40.39(15) . . ?
C13 Fe1 C11 68.37(16) 2_655 2_655 ?
C13 Fe1 C11 120.13(15) . 2_655 ?
C12 Fe1 C11 40.39(15) 2_655 2_655 ?
C12 Fe1 C11 154.02(16) . 2_655 ?
C11 Fe1 C11 164.7(2) . 2_655 ?
C13 Fe1 C10 158.24(14) 2_655 . ?
C13 Fe1 C10 67.62(16) . . ?
C12 Fe1 C10 161.04(15) 2_655 . ?
C12 Fe1 C10 67.59(16) . . ?
C11 Fe1 C10 40.51(15) . . ?
C11 Fe1 C10 127.98(15) 2_655 . ?
C13 Fe1 C10 67.62(16) 2_655 2_655 ?
C13 Fe1 C10 158.24(14) . 2_655 ?
C12 Fe1 C10 67.59(16) 2_655 2_655 ?
C12 Fe1 C10 161.04(15) . 2_655 ?
C11 Fe1 C10 127.98(15) . 2_655 ?
C11 Fe1 C10 40.51(15) 2_655 2_655 ?
C10 Fe1 C10 113.9(2) . 2_655 ?
C13 Fe1 C14 157.29(17) 2_655 . ?
C13 Fe1 C14 40.68(16) . . ?
C12 Fe1 C14 122.50(16) 2_655 . ?
C12 Fe1 C14 68.39(16) . . ?
C11 Fe1 C14 68.51(15) . . ?
C11 Fe1 C14 108.85(15) 2_655 . ?
C10 Fe1 C14 40.16(15) . . ?
C10 Fe1 C14 125.87(15) 2_655 . ?
C13 Fe1 C14 40.68(16) 2_655 2_655 ?
C13 Fe1 C14 157.29(17) . 2_655 ?
C12 Fe1 C14 68.39(16) 2_655 2_655 ?
C12 Fe1 C14 122.50(16) . 2_655 ?
C11 Fe1 C14 108.85(15) . 2_655 ?
C11 Fe1 C14 68.51(15) 2_655 2_655 ?
C10 Fe1 C14 125.87(15) . 2_655 ?
C10 Fe1 C14 40.16(15) 2_655 2_655 ?
C14 Fe1 C14 161.2(2) . 2_655 ?
C1 N1 C7 110.8(3) . . ?
C1 N1 C10 122.8(3) . . ?
C7 N1 C10 126.3(3) . . ?
C1 N2 C2 110.6(3) . . ?
C1 N2 C8 123.9(3) . . ?
C2 N2 C8 125.1(3) . . ?
N2 C1 N1 105.8(3) . . ?
N2 C1 Ir1 128.1(3) . . ?
N1 C1 Ir1 126.0(3) . . ?
C3 C2 C7 122.2(4) . . ?
C3 C2 N2 131.1(4) . . ?
C7 C2 N2 106.7(3) . . ?
C2 C3 C4 116.9(4) . . ?
C2 C3 H3 121.5 . . ?
C4 C3 H3 121.5 . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 116.6(4) . . ?
C5 C6 H6 121.7 . . ?
C7 C6 H6 121.7 . . ?
C2 C7 N1 106.1(3) . . ?
C2 C7 C6 121.4(3) . . ?
N1 C7 C6 132.6(4) . . ?
N2 C8 C9 113.9(4) . . ?
N2 C8 H8A 108.8 . . ?
C9 C8 H8A 108.8 . . ?
N2 C8 H8B 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C14 C10 N1 125.9(3) . . ?
C14 C10 C11 109.3(3) . . ?
N1 C10 C11 124.5(3) . . ?
C14 C10 Fe1 70.0(2) . . ?
N1 C10 Fe1 132.8(3) . . ?
C11 C10 Fe1 69.3(2) . . ?
C12 C11 C10 107.3(3) . . ?
C12 C11 Fe1 69.7(2) . . ?
C10 C11 Fe1 70.2(2) . . ?
C12 C11 H11 126.4 . . ?
C10 C11 H11 126.4 . . ?
Fe1 C11 H11 125.4 . . ?
C11 C12 C13 108.3(3) . . ?
C11 C12 Fe1 70.0(2) . . ?
C13 C12 Fe1 69.5(2) . . ?
C11 C12 H12 125.8 . . ?
C13 C12 H12 125.8 . . ?
Fe1 C12 H12 126.3 . . ?
C12 C13 C14 108.3(3) . . ?
C12 C13 Fe1 69.8(2) . . ?
C14 C13 Fe1 70.5(2) . . ?
C12 C13 H13 125.8 . . ?
C14 C13 H13 125.8 . . ?
Fe1 C13 H13 125.5 . . ?
C10 C14 C13 106.8(3) . . ?
C10 C14 Fe1 69.8(2) . . ?
C13 C14 Fe1 68.8(3) . . ?
C10 C14 H14 126.6 . . ?
C13 C14 H14 126.6 . . ?
Fe1 C14 H14 126.3 . . ?
C2A C1A C8A 124.6(4) . . ?
C2A C1A Ir1 71.4(2) . . ?
C8A C1A Ir1 111.3(3) . . ?
C2A C1A H1A 117.7 . . ?
C8A C1A H1A 117.7 . . ?
Ir1 C1A H1A 87.2 . . ?
C1A C2A C3A 125.5(4) . . ?
C1A C2A Ir1 71.5(2) . . ?
C3A C2A Ir1 110.2(3) . . ?
C1A C2A H2A 117.3 . . ?
C3A C2A H2A 117.3 . . ?
Ir1 C2A H2A 88.3 . . ?
C4A C3A C2A 117.3(4) . . ?
C4A C3A H3A1 108.0 . . ?
C2A C3A H3A1 108.0 . . ?
C4A C3A H3A2 108.0 . . ?
C2A C3A H3A2 108.0 . . ?
H3A1 C3A H3A2 107.2 . . ?
C3A C4A C5A 114.7(4) . . ?
C3A C4A H4A1 108.6 . . ?
C5A C4A H4A1 108.6 . . ?
C3A C4A H4A2 108.6 . . ?
C5A C4A H4A2 108.6 . . ?
H4A1 C4A H4A2 107.6 . . ?
C6A C5A C4A 124.6(5) . . ?
C6A C5A Ir1 70.2(3) . . ?
C4A C5A Ir1 113.3(3) . . ?
C6A C5A H5A 117.7 . . ?
C4A C5A H5A 117.7 . . ?
Ir1 C5A H5A 86.4 . . ?
C5A C6A C7A 125.5(6) . . ?
C5A C6A Ir1 71.3(3) . . ?
C7A C6A Ir1 110.4(3) . . ?
C5A C6A H6A 117.2 . . ?
C7A C6A H6A 117.2 . . ?
Ir1 C6A H6A 88.2 . . ?
C8A C7A C6A 117.4(5) . . ?
C8A C7A H7A1 108.0 . . ?
C6A C7A H7A1 108.0 . . ?
C8A C7A H7A2 108.0 . . ?
C6A C7A H7A2 108.0 . . ?
H7A1 C7A H7A2 107.2 . . ?
C7A C8A C1A 114.6(4) . . ?
C7A C8A H8A1 108.6 . . ?
C1A C8A H8A1 108.6 . . ?
C7A C8A H8A2 108.6 . . ?
C1A C8A H8A2 108.6 . . ?
H8A1 C8A H8A2 107.6 . . ?
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 2.026(4) . ?
Ir1 C6A 2.106(5) . ?
Ir1 C5A 2.119(4) . ?
Ir1 C2A 2.181(4) . ?
Ir1 C1A 2.182(4) . ?
Ir1 Cl1 2.3772(10) . ?
Fe1 C13 2.046(4) 2_655 ?
Fe1 C13 2.046(4) . ?
Fe1 C12 2.049(4) 2_655 ?
Fe1 C12 2.049(4) . ?
Fe1 C11 2.053(4) . ?
Fe1 C11 2.053(4) 2_655 ?
Fe1 C10 2.065(4) . ?
Fe1 C10 2.065(4) 2_655 ?
Fe1 C14 2.068(4) . ?
Fe1 C14 2.068(4) 2_655 ?
N1 C1 1.371(5) . ?
N1 C7 1.395(5) . ?
N1 C10 1.426(5) . ?
N2 C1 1.355(5) . ?
N2 C2 1.400(5) . ?
N2 C8 1.475(5) . ?
C2 C3 1.381(6) . ?
C2 C7 1.386(5) . ?
C3 C4 1.384(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(5) . ?
C6 H6 0.9500 . ?
C8 C9 1.506(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C14 1.419(5) . ?
C10 C11 1.426(5) . ?
C11 C12 1.416(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.425(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.430(6) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C1A C2A 1.388(6) . ?
C1A C8A 1.502(7) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.482(6) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.459(7) . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?
C4A C5A 1.515(7) . ?
C4A H4A1 0.9900 . ?
C4A H4A2 0.9900 . ?
C5A C6A 1.393(7) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.510(7) . ?
C6A H6A 0.9500 . ?
C7A C8A 1.461(8) . ?
C7A H7A1 0.9900 . ?
C7A H7A2 0.9900 . ?
C8A H8A1 0.9900 . ?
C8A H8A2 0.9900 . ?
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
C2 N2 C1 N1 0.6(4) . . . . ?
C8 N2 C1 N1 -172.9(3) . . . . ?
C2 N2 C1 Ir1 -176.1(3) . . . . ?
C8 N2 C1 Ir1 10.3(6) . . . . ?
C7 N1 C1 N2 -0.7(4) . . . . ?
C10 N1 C1 N2 177.7(3) . . . . ?
C7 N1 C1 Ir1 176.1(3) . . . . ?
C10 N1 C1 Ir1 -5.5(5) . . . . ?
C6A Ir1 C1 N2 74.3(4) . . . . ?
C5A Ir1 C1 N2 112.8(4) . . . . ?
C2A Ir1 C1 N2 -179.0(3) . . . . ?
C1A Ir1 C1 N2 11.4(9) . . . . ?
Cl1 Ir1 C1 N2 -82.0(4) . . . . ?
C6A Ir1 C1 N1 -101.8(4) . . . . ?
C5A Ir1 C1 N1 -63.3(4) . . . . ?
C2A Ir1 C1 N1 4.8(7) . . . . ?
C1A Ir1 C1 N1 -164.7(5) . . . . ?
Cl1 Ir1 C1 N1 101.8(3) . . . . ?
C1 N2 C2 C3 -177.7(4) . . . . ?
C8 N2 C2 C3 -4.3(7) . . . . ?
C1 N2 C2 C7 -0.3(5) . . . . ?
C8 N2 C2 C7 173.1(4) . . . . ?
C7 C2 C3 C4 1.3(7) . . . . ?
N2 C2 C3 C4 178.4(4) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C3 C4 C5 C6 -0.3(7) . . . . ?
C4 C5 C6 C7 0.9(6) . . . . ?
C3 C2 C7 N1 177.6(4) . . . . ?
N2 C2 C7 N1 -0.1(4) . . . . ?
C3 C2 C7 C6 -0.8(6) . . . . ?
N2 C2 C7 C6 -178.4(4) . . . . ?
C1 N1 C7 C2 0.5(4) . . . . ?
C10 N1 C7 C2 -177.8(4) . . . . ?
C1 N1 C7 C6 178.6(4) . . . . ?
C10 N1 C7 C6 0.3(7) . . . . ?
C5 C6 C7 C2 -0.3(6) . . . . ?
C5 C6 C7 N1 -178.2(4) . . . . ?
C1 N2 C8 C9 -112.6(5) . . . . ?
C2 N2 C8 C9 74.7(5) . . . . ?
C1 N1 C10 C14 139.5(4) . . . . ?
C7 N1 C10 C14 -42.5(6) . . . . ?
C1 N1 C10 C11 -32.2(6) . . . . ?
C7 N1 C10 C11 145.8(4) . . . . ?
C1 N1 C10 Fe1 -125.1(4) . . . . ?
C7 N1 C10 Fe1 52.9(5) . . . . ?
C13 Fe1 C10 C14 -152.8(4) 2_655 . . . ?
C13 Fe1 C10 C14 -38.4(2) . . . . ?
C12 Fe1 C10 C14 27.7(6) 2_655 . . . ?
C12 Fe1 C10 C14 -82.6(2) . . . . ?
C11 Fe1 C10 C14 -120.8(3) . . . . ?
C11 Fe1 C10 C14 73.1(3) 2_655 . . . ?
C10 Fe1 C10 C14 118.0(2) 2_655 . . . ?
C14 Fe1 C10 C14 162.6(2) 2_655 . . . ?
C13 Fe1 C10 N1 86.3(6) 2_655 . . . ?
C13 Fe1 C10 N1 -159.3(4) . . . . ?
C12 Fe1 C10 N1 -93.2(6) 2_655 . . . ?
C12 Fe1 C10 N1 156.5(4) . . . . ?
C11 Fe1 C10 N1 118.3(4) . . . . ?
C11 Fe1 C10 N1 -47.7(4) 2_655 . . . ?
C10 Fe1 C10 N1 -2.9(3) 2_655 . . . ?
C14 Fe1 C10 N1 -120.9(4) . . . . ?
C14 Fe1 C10 N1 41.8(4) 2_655 . . . ?
C13 Fe1 C10 C11 -32.0(5) 2_655 . . . ?
C13 Fe1 C10 C11 82.4(2) . . . . ?
C12 Fe1 C10 C11 148.5(5) 2_655 . . . ?
C12 Fe1 C10 C11 38.2(2) . . . . ?
C11 Fe1 C10 C11 -166.0(2) 2_655 . . . ?
C10 Fe1 C10 C11 -121.2(2) 2_655 . . . ?
C14 Fe1 C10 C11 120.8(3) . . . . ?
C14 Fe1 C10 C11 -76.5(3) 2_655 . . . ?
C14 C10 C11 C12 -1.3(5) . . . . ?
N1 C10 C11 C12 171.5(4) . . . . ?
Fe1 C10 C11 C12 -60.1(3) . . . . ?
C14 C10 C11 Fe1 58.8(3) . . . . ?
N1 C10 C11 Fe1 -128.4(4) . . . . ?
C13 Fe1 C11 C12 -75.1(3) 2_655 . . . ?
C13 Fe1 C11 C12 37.6(2) . . . . ?
C12 Fe1 C11 C12 -39.2(6) 2_655 . . . ?
C11 Fe1 C11 C12 164.3(2) 2_655 . . . ?
C10 Fe1 C11 C12 118.0(3) . . . . ?
C10 Fe1 C11 C12 -159.1(2) 2_655 . . . ?
C14 Fe1 C11 C12 81.5(3) . . . . ?
C14 Fe1 C11 C12 -118.4(3) 2_655 . . . ?
C13 Fe1 C11 C10 166.9(2) 2_655 . . . ?
C13 Fe1 C11 C10 -80.4(2) . . . . ?
C12 Fe1 C11 C10 -157.2(4) 2_655 . . . ?
C12 Fe1 C11 C10 -118.0(3) . . . . ?
C11 Fe1 C11 C10 46.3(2) 2_655 . . . ?
C10 Fe1 C11 C10 82.9(3) 2_655 . . . ?
C14 Fe1 C11 C10 -36.5(2) . . . . ?
C14 Fe1 C11 C10 123.6(2) 2_655 . . . ?
C10 C11 C12 C13 1.3(5) . . . . ?
Fe1 C11 C12 C13 -59.1(3) . . . . ?
C10 C11 C12 Fe1 60.4(3) . . . . ?
C13 Fe1 C12 C11 120.6(2) 2_655 . . . ?
C13 Fe1 C12 C11 -119.6(4) . . . . ?
C12 Fe1 C12 C11 161.8(3) 2_655 . . . ?
C11 Fe1 C12 C11 -170.7(2) 2_655 . . . ?
C10 Fe1 C12 C11 -38.3(2) . . . . ?
C10 Fe1 C12 C11 60.1(6) 2_655 . . . ?
C14 Fe1 C12 C11 -81.8(3) . . . . ?
C14 Fe1 C12 C11 80.9(3) 2_655 . . . ?
C13 Fe1 C12 C13 -119.8(3) 2_655 . . . ?
C12 Fe1 C12 C13 -78.6(2) 2_655 . . . ?
C11 Fe1 C12 C13 119.6(4) . . . . ?
C11 Fe1 C12 C13 -51.1(5) 2_655 . . . ?
C10 Fe1 C12 C13 81.3(3) . . . . ?
C10 Fe1 C12 C13 179.7(4) 2_655 . . . ?
C14 Fe1 C12 C13 37.8(2) . . . . ?
C14 Fe1 C12 C13 -159.5(2) 2_655 . . . ?
C11 C12 C13 C14 -0.8(5) . . . . ?
Fe1 C12 C13 C14 -60.2(3) . . . . ?
C11 C12 C13 Fe1 59.4(3) . . . . ?
C13 Fe1 C13 C12 76.0(2) 2_655 . . . ?
C12 Fe1 C13 C12 116.6(3) 2_655 . . . ?
C11 Fe1 C13 C12 -37.3(2) . . . . ?
C11 Fe1 C13 C12 156.8(2) 2_655 . . . ?
C10 Fe1 C13 C12 -81.2(3) . . . . ?
C10 Fe1 C13 C12 -179.7(4) 2_655 . . . ?
C14 Fe1 C13 C12 -119.1(3) . . . . ?
C14 Fe1 C13 C12 50.0(5) 2_655 . . . ?
C13 Fe1 C13 C14 -164.9(3) 2_655 . . . ?
C12 Fe1 C13 C14 -124.3(2) 2_655 . . . ?
C12 Fe1 C13 C14 119.1(3) . . . . ?
C11 Fe1 C13 C14 81.8(2) . . . . ?
C11 Fe1 C13 C14 -84.1(3) 2_655 . . . ?
C10 Fe1 C13 C14 37.9(2) . . . . ?
C10 Fe1 C13 C14 -60.7(5) 2_655 . . . ?
C14 Fe1 C13 C14 169.0(2) 2_655 . . . ?
N1 C10 C14 C13 -171.9(4) . . . . ?
C11 C10 C14 C13 0.8(5) . . . . ?
Fe1 C10 C14 C13 59.1(3) . . . . ?
N1 C10 C14 Fe1 129.0(4) . . . . ?
C11 C10 C14 Fe1 -58.3(3) . . . . ?
C12 C13 C14 C10 0.0(5) . . . . ?
Fe1 C13 C14 C10 -59.7(3) . . . . ?
C12 C13 C14 Fe1 59.8(3) . . . . ?
C13 Fe1 C14 C10 154.0(4) 2_655 . . . ?
C13 Fe1 C14 C10 118.2(3) . . . . ?
C12 Fe1 C14 C10 -169.7(2) 2_655 . . . ?
C12 Fe1 C14 C10 80.4(2) . . . . ?
C11 Fe1 C14 C10 36.8(2) . . . . ?
C11 Fe1 C14 C10 -127.1(2) 2_655 . . . ?
C10 Fe1 C14 C10 -85.3(3) 2_655 . . . ?
C14 Fe1 C14 C10 -48.61(19) 2_655 . . . ?
C13 Fe1 C14 C13 35.8(6) 2_655 . . . ?
C12 Fe1 C14 C13 72.1(3) 2_655 . . . ?
C12 Fe1 C14 C13 -37.8(2) . . . . ?
C11 Fe1 C14 C13 -81.4(2) . . . . ?
C11 Fe1 C14 C13 114.6(2) 2_655 . . . ?
C10 Fe1 C14 C13 -118.2(3) . . . . ?
C10 Fe1 C14 C13 156.5(2) 2_655 . . . ?
C14 Fe1 C14 C13 -166.8(2) 2_655 . . . ?
C1 Ir1 C1A C2A 173.5(5) . . . . ?
C6A Ir1 C1A C2A 109.4(3) . . . . ?
C5A Ir1 C1A C2A 72.2(3) . . . . ?
Cl1 Ir1 C1A C2A -92.8(2) . . . . ?
C1 Ir1 C1A C8A 52.7(8) . . . . ?
C6A Ir1 C1A C8A -11.4(4) . . . . ?
C5A Ir1 C1A C8A -48.6(4) . . . . ?
C2A Ir1 C1A C8A -120.8(5) . . . . ?
Cl1 Ir1 C1A C8A 146.4(3) . . . . ?
C8A C1A C2A C3A 1.5(7) . . . . ?
Ir1 C1A C2A C3A -102.0(4) . . . . ?
C8A C1A C2A Ir1 103.6(4) . . . . ?
C1 Ir1 C2A C1A -175.5(4) . . . . ?
C6A Ir1 C2A C1A -69.4(3) . . . . ?
C5A Ir1 C2A C1A -105.4(3) . . . . ?
Cl1 Ir1 C2A C1A 87.4(2) . . . . ?
C1 Ir1 C2A C3A -53.6(6) . . . . ?
C6A Ir1 C2A C3A 52.5(4) . . . . ?
C5A Ir1 C2A C3A 16.5(4) . . . . ?
C1A Ir1 C2A C3A 121.9(5) . . . . ?
Cl1 Ir1 C2A C3A -150.7(3) . . . . ?
C1A C2A C3A C4A 60.4(7) . . . . ?
Ir1 C2A C3A C4A -20.8(6) . . . . ?
C2A C3A C4A C5A 12.7(9) . . . . ?
C3A C4A C5A C6A -79.1(8) . . . . ?
C3A C4A C5A Ir1 2.3(8) . . . . ?
C1 Ir1 C5A C6A -91.1(3) . . . . ?
C2A Ir1 C5A C6A 109.7(3) . . . . ?
C1A Ir1 C5A C6A 74.1(3) . . . . ?
Cl1 Ir1 C5A C6A 168.4(4) . . . . ?
C1 Ir1 C5A C4A 148.8(4) . . . . ?
C6A Ir1 C5A C4A -120.1(5) . . . . ?
C2A Ir1 C5A C4A -10.4(4) . . . . ?
C1A Ir1 C5A C4A -46.0(4) . . . . ?
Cl1 Ir1 C5A C4A 48.3(7) . . . . ?
C4A C5A C6A C7A 3.1(7) . . . . ?
Ir1 C5A C6A C7A -102.2(5) . . . . ?
C4A C5A C6A Ir1 105.3(4) . . . . ?
C1 Ir1 C6A C5A 89.9(3) . . . . ?
C2A Ir1 C6A C5A -68.9(3) . . . . ?
C1A Ir1 C6A C5A -103.6(3) . . . . ?
Cl1 Ir1 C6A C5A -172.6(2) . . . . ?
C1 Ir1 C6A C7A -148.2(5) . . . . ?
C5A Ir1 C6A C7A 121.9(6) . . . . ?
C2A Ir1 C6A C7A 53.0(5) . . . . ?
C1A Ir1 C6A C7A 18.2(5) . . . . ?
Cl1 Ir1 C6A C7A -50.7(7) . . . . ?
C5A C6A C7A C8A 57.5(9) . . . . ?
Ir1 C6A C7A C8A -23.6(9) . . . . ?
C6A C7A C8A C1A 14.4(10) . . . . ?
C2A C1A C8A C7A -79.8(7) . . . . ?
Ir1 C1A C8A C7A 1.8(7) . . . . ?
