#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:34:10 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180145 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/42/7104278.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_7104278
loop_
_publ_author_name
'Cowley, Ryan E'
'Eckert, Nathan A'
'Elhaïk, Jérôme'
'Holland, Patrick L'
_publ_section_title
;
 Catalytic nitrene transfer from an imidoiron(III) complex to form
 carbodiimides and isocyanates.
;
_journal_issue                   13
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1760
_journal_page_last               1762
_journal_paper_doi               10.1039/b820620a
_journal_volume                  34
_journal_year                    2009
_chemical_formula_moiety         'C50 H80 Fe N5'
_chemical_formula_sum            'C50 H80 Fe N5'
_chemical_formula_weight         807.04
_chemical_name_common            holrc21
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 100.703(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.1565(17)
_cell_length_b                   19.524(2)
_cell_length_c                   18.978(2)
_cell_measurement_reflns_used    3358
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      24.34
_cell_measurement_theta_min      2.32
_cell_volume                     4790.0(10)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD Platform'
_diffrn_measurement_method       'area detector, ω scans per φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1720
_diffrn_reflns_av_sigmaI/netI    0.1454
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31952
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  0.9657
_exptl_absorpt_correction_T_min  0.9330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2007)'
_exptl_crystal_colour            orange-brown
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1764
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         8417
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0609
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0376P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1244
_reflns_number_gt                4636
_reflns_number_total             8417
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b820620a.txt
_cod_data_source_block           holrc21
_cod_original_sg_symbol_H-M      'P1 21/c 1'
_cod_database_code               7104278
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
Fe1 Fe 0.79541(4) 0.00615(3) 0.28288(3) 0.01432(15) Uani 1 1 d . . .
N11 N 0.6417(2) -0.00138(15) 0.23894(15) 0.0138(7) Uani 1 1 d . . .
N21 N 0.8378(2) -0.02824(14) 0.19146(17) 0.0145(7) Uani 1 1 d . . .
C11 C 0.4915(3) -0.07026(19) 0.1617(2) 0.0192(9) Uani 1 1 d . . .
C21 C 0.6072(3) -0.04664(18) 0.1875(2) 0.0126(9) Uani 1 1 d . . .
C31 C 0.6743(3) -0.07996(18) 0.1496(2) 0.0184(9) Uani 1 1 d . . .
H31A H 0.6462 -0.1197 0.1243 0.022 Uiso 1 1 calc R . .
C41 C 0.7766(3) -0.06444(18) 0.1426(2) 0.0153(9) Uani 1 1 d . . .
C51 C 0.8028(3) -0.0945(2) 0.0713(2) 0.0212(10) Uani 1 1 d . . .
C61 C 0.4824(3) -0.14121(19) 0.1954(2) 0.0253(10) Uani 1 1 d . . .
H61A H 0.4108 -0.1573 0.1829 0.038 Uiso 1 1 calc R . .
H61B H 0.5025 -0.1379 0.2477 0.038 Uiso 1 1 calc R . .
H61C H 0.5282 -0.1736 0.1771 0.038 Uiso 1 1 calc R . .
C71 C 0.4644(3) -0.0791(2) 0.0794(2) 0.0256(10) Uani 1 1 d . . .
H71A H 0.3903 -0.0886 0.0650 0.038 Uiso 1 1 calc R . .
H71B H 0.5042 -0.1174 0.0650 0.038 Uiso 1 1 calc R . .
H71C H 0.4817 -0.0370 0.0561 0.038 Uiso 1 1 calc R . .
C81 C 0.4049(3) -0.02405(19) 0.1793(2) 0.0233(10) Uani 1 1 d . . .
H81A H 0.3375 -0.0444 0.1596 0.035 Uiso 1 1 calc R . .
H81B H 0.4098 0.0213 0.1580 0.035 Uiso 1 1 calc R . .
H81C H 0.4122 -0.0196 0.2314 0.035 Uiso 1 1 calc R . .
C91 C 0.7970(3) -0.17294(19) 0.0755(2) 0.0316(11) Uani 1 1 d . . .
H91A H 0.8456 -0.1892 0.1176 0.047 Uiso 1 1 calc R . .
H91B H 0.8150 -0.1930 0.0321 0.047 Uiso 1 1 calc R . .
H91C H 0.7266 -0.1867 0.0793 0.047 Uiso 1 1 calc R . .
C101 C 0.9065(3) -0.0770(2) 0.0491(2) 0.0265(10) Uani 1 1 d . . .
H10A H 0.9636 -0.0934 0.0859 0.040 Uiso 1 1 calc R . .
H10B H 0.9120 -0.0272 0.0439 0.040 Uiso 1 1 calc R . .
H10C H 0.9099 -0.0991 0.0032 0.040 Uiso 1 1 calc R . .
C111 C 0.7204(3) -0.0691(2) 0.0080(2) 0.0324(11) Uani 1 1 d . . .
H11A H 0.7365 -0.0866 -0.0370 0.049 Uiso 1 1 calc R . .
H11B H 0.7203 -0.0189 0.0071 0.049 Uiso 1 1 calc R . .
H11C H 0.6521 -0.0857 0.0138 0.049 Uiso 1 1 calc R . .
C14 C 0.7960(3) -0.0825(2) 0.3257(2) 0.0163(9) Uani 1 1 d . . .
N14 N 0.7932(2) -0.13945(16) 0.34429(17) 0.0194(8) Uani 1 1 d . . .
C24 C 0.7827(3) -0.21209(18) 0.3544(2) 0.0204(10) Uani 1 1 d . . .
C34 C 0.8729(3) -0.23641(19) 0.4109(2) 0.0236(10) Uani 1 1 d . . .
H34A H 0.9379 -0.2283 0.3940 0.035 Uiso 1 1 calc R . .
H34B H 0.8654 -0.2855 0.4196 0.035 Uiso 1 1 calc R . .
H34C H 0.8737 -0.2111 0.4556 0.035 Uiso 1 1 calc R . .
C44 C 0.7832(3) -0.2470(2) 0.2824(2) 0.0320(11) Uani 1 1 d . . .
H44A H 0.8496 -0.2387 0.2677 0.048 Uiso 1 1 calc R . .
H44B H 0.7271 -0.2283 0.2463 0.048 Uiso 1 1 calc R . .
H44C H 0.7730 -0.2964 0.2872 0.048 Uiso 1 1 calc R . .
C54 C 0.6799(3) -0.2247(2) 0.3793(3) 0.0347(12) Uani 1 1 d . . .
H54A H 0.6816 -0.2026 0.4259 0.052 Uiso 1 1 calc R . .
H54B H 0.6694 -0.2741 0.3838 0.052 Uiso 1 1 calc R . .
H54C H 0.6231 -0.2055 0.3441 0.052 Uiso 1 1 calc R . .
C15 C 0.9280(3) 0.03000(18) 0.3220(2) 0.0200(10) Uani 1 1 d U . .
N15 N 1.0094(3) 0.04613(17) 0.35265(19) 0.0289(9) Uani 1 1 d U . .
C25 C 1.1026(3) 0.0747(2) 0.3948(2) 0.0242(10) Uani 1 1 d . . .
C35 C 1.0963(3) 0.0661(2) 0.4737(2) 0.0343(11) Uani 1 1 d . . .
H35A H 1.0337 0.0887 0.4832 0.051 Uiso 1 1 calc R . .
H35B H 1.1573 0.0869 0.5035 0.051 Uiso 1 1 calc R . .
H35C H 1.0939 0.0173 0.4851 0.051 Uiso 1 1 calc R . .
C45 C 1.1954(3) 0.0354(2) 0.3789(3) 0.0400(13) Uani 1 1 d . . .
H45A H 1.1984 0.0397 0.3279 0.060 Uiso 1 1 calc R . .
H45B H 1.1889 -0.0130 0.3909 0.060 Uiso 1 1 calc R . .
H45C H 1.2589 0.0542 0.4077 0.060 Uiso 1 1 calc R . .
C55 C 1.1097(4) 0.1492(2) 0.3751(3) 0.0452(14) Uani 1 1 d . . .
H55A H 1.1129 0.1530 0.3240 0.068 Uiso 1 1 calc R . .
H55B H 1.1722 0.1694 0.4038 0.068 Uiso 1 1 calc R . .
H55C H 1.0487 0.1737 0.3846 0.068 Uiso 1 1 calc R . .
C16 C 0.7697(3) 0.06712(19) 0.3509(2) 0.0185(9) Uani 1 1 d . A .
N16 N 0.7651(2) 0.10589(17) 0.39707(19) 0.0272(9) Uani 1 1 d . . .
C26 C 0.7578(6) 0.1658(4) 0.4407(4) 0.0192(10) Uani 0.866(4) 1 d PD A 1
C36 C 0.8634(4) 0.1812(3) 0.4854(3) 0.0338(14) Uani 0.866(4) 1 d PD A 1
H36A H 0.9131 0.1891 0.4537 0.051 Uiso 0.866(4) 1 calc PR A 1
H36B H 0.8863 0.1423 0.5170 0.051 Uiso 0.866(4) 1 calc PR A 1
H36C H 0.8590 0.2222 0.5145 0.051 Uiso 0.866(4) 1 calc PR A 1
C46 C 0.6807(4) 0.1495(3) 0.4890(3) 0.0409(16) Uani 0.866(4) 1 d PD A 1
H46A H 0.6141 0.1369 0.4595 0.061 Uiso 0.866(4) 1 calc PR A 1
H46B H 0.6717 0.1898 0.5180 0.061 Uiso 0.866(4) 1 calc PR A 1
H46C H 0.7068 0.1112 0.5207 0.061 Uiso 0.866(4) 1 calc PR A 1
C56 C 0.7201(5) 0.2255(3) 0.3915(3) 0.0433(17) Uani 0.866(4) 1 d PD A 1
H56A H 0.6544 0.2133 0.3605 0.065 Uiso 0.866(4) 1 calc PR A 1
H56B H 0.7716 0.2361 0.3618 0.065 Uiso 0.866(4) 1 calc PR A 1
H56C H 0.7099 0.2657 0.4204 0.065 Uiso 0.866(4) 1 calc PR A 1
C26' C 0.752(3) 0.167(2) 0.438(2) 0.0192(10) Uani 0.134(4) 1 d PD A 5
C36' C 0.641(2) 0.1901(16) 0.4344(18) 0.0338(14) Uani 0.134(4) 1 d PD A 5
H36D H 0.6036 0.1549 0.4561 0.051 Uiso 0.134(4) 1 calc PR A 5
H36E H 0.6081 0.1966 0.3842 0.051 Uiso 0.134(4) 1 calc PR A 5
H36F H 0.6399 0.2333 0.4605 0.051 Uiso 0.134(4) 1 calc PR A 5
C46' C 0.810(3) 0.2203(17) 0.4018(17) 0.0409(16) Uani 0.134(4) 1 d PD A 5
H46D H 0.8758 0.2008 0.3940 0.061 Uiso 0.134(4) 1 calc PR A 5
H46E H 0.8238 0.2609 0.4323 0.061 Uiso 0.134(4) 1 calc PR A 5
H46F H 0.7680 0.2331 0.3555 0.061 Uiso 0.134(4) 1 calc PR A 5
C56' C 0.804(3) 0.1532(16) 0.5151(17) 0.0433(17) Uani 0.134(4) 1 d PD A 5
H56D H 0.8772 0.1435 0.5172 0.065 Uiso 0.134(4) 1 calc PR A 5
H56E H 0.7706 0.1135 0.5331 0.065 Uiso 0.134(4) 1 calc PR A 5
H56F H 0.7962 0.1932 0.5448 0.065 Uiso 0.134(4) 1 calc PR A 5
C12 C 0.5737(3) 0.04235(19) 0.2696(2) 0.0155(9) Uani 1 1 d . . .
C22 C 0.5323(3) 0.02186(18) 0.3291(2) 0.0167(9) Uani 1 1 d . . .
C32 C 0.4663(3) 0.0663(2) 0.3558(2) 0.0241(10) Uani 1 1 d . . .
H32A H 0.4381 0.0530 0.3963 0.029 Uiso 1 1 calc R . .
C42 C 0.4408(3) 0.1290(2) 0.3251(2) 0.0283(11) Uani 1 1 d . . .
H42A H 0.3928 0.1578 0.3425 0.034 Uiso 1 1 calc R . .
C52 C 0.4857(3) 0.1498(2) 0.2684(2) 0.0246(10) Uani 1 1 d . . .
H52A H 0.4687 0.1936 0.2475 0.030 Uiso 1 1 calc R . .
C62 C 0.5552(3) 0.10843(19) 0.2412(2) 0.0167(9) Uani 1 1 d . . .
C72 C 0.5550(3) -0.04699(19) 0.3656(2) 0.0190(9) Uani 1 1 d . . .
H72A H 0.5934 -0.0755 0.3355 0.023 Uiso 1 1 calc R . .
C82 C 0.4560(3) -0.0858(2) 0.3740(2) 0.0270(11) Uani 1 1 d . . .
H82A H 0.4744 -0.1316 0.3935 0.040 Uiso 1 1 calc R . .
H82B H 0.4105 -0.0901 0.3270 0.040 Uiso 1 1 calc R . .
H82C H 0.4201 -0.0606 0.4067 0.040 Uiso 1 1 calc R . .
C92 C 0.6228(3) -0.03926(19) 0.4395(2) 0.0215(10) Uani 1 1 d . . .
H92A H 0.6888 -0.0183 0.4347 0.032 Uiso 1 1 calc R . .
H92B H 0.6354 -0.0845 0.4619 0.032 Uiso 1 1 calc R . .
H92C H 0.5876 -0.0100 0.4695 0.032 Uiso 1 1 calc R . .
C102 C 0.6097(3) 0.13533(18) 0.1831(2) 0.0202(10) Uani 1 1 d . . .
H10D H 0.6824 0.1179 0.1945 0.024 Uiso 1 1 calc R . .
C112 C 0.6166(3) 0.21320(18) 0.1813(2) 0.0262(10) Uani 1 1 d . . .
H11D H 0.6476 0.2302 0.2290 0.039 Uiso 1 1 calc R . .
H11E H 0.5470 0.2325 0.1669 0.039 Uiso 1 1 calc R . .
H11F H 0.6596 0.2270 0.1467 0.039 Uiso 1 1 calc R . .
C122 C 0.5640(3) 0.1099(2) 0.1083(2) 0.0312(11) Uani 1 1 d . . .
H12A H 0.5689 0.0598 0.1070 0.047 Uiso 1 1 calc R . .
H12B H 0.6024 0.1297 0.0737 0.047 Uiso 1 1 calc R . .
H12C H 0.4912 0.1236 0.0960 0.047 Uiso 1 1 calc R . .
C13 C 0.9416(3) -0.00969(18) 0.18391(19) 0.0148(8) Uani 1 1 d . . .
C23 C 1.0251(3) -0.05429(18) 0.2077(2) 0.0168(9) Uani 1 1 d . . .
C33 C 1.1230(3) -0.0321(2) 0.2022(2) 0.0215(10) Uani 1 1 d . . .
H33A H 1.1801 -0.0616 0.2181 0.026 Uiso 1 1 calc R . .
C43 C 1.1411(3) 0.0309(2) 0.1748(2) 0.0246(10) Uani 1 1 d . . .
H43A H 1.2092 0.0443 0.1707 0.030 Uiso 1 1 calc R . .
C53 C 1.0591(3) 0.0741(2) 0.1533(2) 0.0249(10) Uani 1 1 d . . .
H53A H 1.0716 0.1182 0.1355 0.030 Uiso 1 1 calc R . .
C63 C 0.9580(3) 0.05534(18) 0.1567(2) 0.0180(9) Uani 1 1 d . . .
C73 C 0.8718(3) 0.10558(18) 0.1324(2) 0.0226(10) Uani 1 1 d . . .
H73A H 0.8055 0.0830 0.1380 0.027 Uiso 1 1 calc R . .
C83 C 0.8859(3) 0.16855(19) 0.1807(2) 0.0291(11) Uani 1 1 d . . .
H83A H 0.8832 0.1549 0.2300 0.044 Uiso 1 1 calc R . .
H83B H 0.8305 0.2015 0.1638 0.044 Uiso 1 1 calc R . .
H83C H 0.9530 0.1897 0.1793 0.044 Uiso 1 1 calc R . .
C93 C 0.8626(3) 0.1254(2) 0.0534(2) 0.0370(12) Uani 1 1 d . . .
H93A H 0.8541 0.0840 0.0238 0.055 Uiso 1 1 calc R . .
H93B H 0.9253 0.1497 0.0467 0.055 Uiso 1 1 calc R . .
H93C H 0.8024 0.1553 0.0392 0.055 Uiso 1 1 calc R . .
C103 C 1.0105(3) -0.12503(19) 0.2375(2) 0.0211(10) Uani 1 1 d . . .
H10E H 0.9347 -0.1347 0.2314 0.025 Uiso 1 1 calc R . .
C113 C 1.0609(3) -0.1811(2) 0.1985(2) 0.0294(11) Uani 1 1 d . . .
H11G H 1.0372 -0.1765 0.1466 0.044 Uiso 1 1 calc R . .
H11H H 1.0413 -0.2263 0.2141 0.044 Uiso 1 1 calc R . .
H11I H 1.1363 -0.1762 0.2099 0.044 Uiso 1 1 calc R . .
C123 C 1.0579(3) -0.1288(2) 0.3176(2) 0.0272(11) Uani 1 1 d . . .
H12D H 1.0228 -0.0961 0.3441 0.041 Uiso 1 1 calc R . .
H12E H 1.1317 -0.1176 0.3246 0.041 Uiso 1 1 calc R . .
H12F H 1.0494 -0.1752 0.3353 0.041 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'
Fe Fe 0.3463 0.8444 '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
C15 Fe1 C16 80.54(16) . . ?
C15 Fe1 C14 97.48(16) . . ?
C16 Fe1 C14 106.01(17) . . ?
C15 Fe1 N21 92.17(15) . . ?
C16 Fe1 N21 158.65(14) . . ?
C14 Fe1 N21 94.77(14) . . ?
C15 Fe1 N11 169.31(14) . . ?
C16 Fe1 N11 92.05(14) . . ?
C14 Fe1 N11 91.95(14) . . ?
N21 Fe1 N11 92.05(12) . . ?
C21 N11 C12 122.5(3) . . ?
C21 N11 Fe1 121.6(2) . . ?
C12 N11 Fe1 115.8(2) . . ?
C41 N21 C13 122.0(3) . . ?
C41 N21 Fe1 123.4(2) . . ?
C13 N21 Fe1 114.6(2) . . ?
C81 C11 C61 108.7(3) . . ?
C81 C11 C71 104.1(3) . . ?
C61 C11 C71 107.3(3) . . ?
C81 C11 C21 118.2(3) . . ?
C61 C11 C21 106.2(3) . . ?
C71 C11 C21 112.0(3) . . ?
N11 C21 C31 121.6(3) . . ?
N11 C21 C11 126.8(3) . . ?
C31 C21 C11 111.6(3) . . ?
C21 C31 C41 130.8(4) . . ?
C21 C31 H31A 114.6 . . ?
C41 C31 H31A 114.6 . . ?
N21 C41 C31 121.3(3) . . ?
N21 C41 C51 127.2(3) . . ?
C31 C41 C51 111.5(3) . . ?
C91 C51 C101 106.9(3) . . ?
C91 C51 C111 109.0(3) . . ?
C101 C51 C111 104.2(3) . . ?
C91 C51 C41 107.9(3) . . ?
C101 C51 C41 120.0(3) . . ?
C111 C51 C41 108.4(3) . . ?
C11 C61 H61A 109.5 . . ?
C11 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C11 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C11 C71 H71A 109.5 . . ?
C11 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C11 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C11 C81 H81A 109.5 . . ?
C11 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
C11 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C51 C91 H91A 109.5 . . ?
C51 C91 H91B 109.5 . . ?
H91A C91 H91B 109.5 . . ?
C51 C91 H91C 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
C51 C101 H10A 109.5 . . ?
C51 C101 H10B 109.5 . . ?
H10A C101 H10B 109.5 . . ?
C51 C101 H10C 109.5 . . ?
H10A C101 H10C 109.5 . . ?
H10B C101 H10C 109.5 . . ?
C51 C111 H11A 109.5 . . ?
C51 C111 H11B 109.5 . . ?
H11A C111 H11B 109.5 . . ?
C51 C111 H11C 109.5 . . ?
H11A C111 H11C 109.5 . . ?
H11B C111 H11C 109.5 . . ?
N14 C14 Fe1 172.6(3) . . ?
C14 N14 C24 170.1(4) . . ?
N14 C24 C34 108.7(3) . . ?
N14 C24 C44 107.6(3) . . ?
C34 C24 C44 111.1(3) . . ?
N14 C24 C54 108.1(3) . . ?
C34 C24 C54 110.5(3) . . ?
C44 C24 C54 110.7(3) . . ?
C24 C34 H34A 109.5 . . ?
C24 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C24 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C24 C44 H44A 109.5 . . ?
C24 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C24 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C24 C54 H54A 109.5 . . ?
C24 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C24 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N15 C15 Fe1 173.9(4) . . ?
C15 N15 C25 171.3(4) . . ?
N15 C25 C55 108.6(3) . . ?
N15 C25 C45 109.0(3) . . ?
C55 C25 C45 110.4(4) . . ?
N15 C25 C35 107.8(3) . . ?
C55 C25 C35 111.5(4) . . ?
C45 C25 C35 109.4(4) . . ?
C25 C35 H35A 109.5 . . ?
C25 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C25 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C25 C45 H45A 109.5 . . ?
C25 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C25 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C25 C55 H55A 109.5 . . ?
C25 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C25 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
N16 C16 Fe1 172.4(3) . . ?
C16 N16 C26 166.3(5) . . ?
C16 N16 C26' 164.1(15) . . ?
N16 C26 C56 108.5(5) . . ?
N16 C26 C36 109.2(5) . . ?
C56 C26 C36 110.7(6) . . ?
N16 C26 C46 107.3(6) . . ?
C56 C26 C46 110.7(6) . . ?
C36 C26 C46 110.3(6) . . ?
N16 C26' C56' 107(3) . . ?
N16 C26' C36' 115(3) . . ?
C56' C26' C36' 111(3) . . ?
N16 C26' C46' 102(3) . . ?
C56' C26' C46' 113(3) . . ?
C36' C26' C46' 110(3) . . ?
C22 C12 C62 120.4(3) . . ?
C22 C12 N11 121.5(3) . . ?
C62 C12 N11 118.0(3) . . ?
C32 C22 C12 118.6(3) . . ?
C32 C22 C72 118.1(3) . . ?
C12 C22 C72 123.2(3) . . ?
C42 C32 C22 121.6(4) . . ?
C42 C32 H32A 119.2 . . ?
C22 C32 H32A 119.2 . . ?
C32 C42 C52 119.2(4) . . ?
C32 C42 H42A 120.4 . . ?
C52 C42 H42A 120.4 . . ?
C42 C52 C62 121.6(4) . . ?
C42 C52 H52A 119.2 . . ?
C62 C52 H52A 119.2 . . ?
C52 C62 C12 118.2(4) . . ?
C52 C62 C102 120.1(3) . . ?
C12 C62 C102 121.7(3) . . ?
C22 C72 C92 111.4(3) . . ?
C22 C72 C82 112.7(3) . . ?
C92 C72 C82 108.4(3) . . ?
C22 C72 H72A 108.1 . . ?
C92 C72 H72A 108.1 . . ?
C82 C72 H72A 108.1 . . ?
C72 C82 H82A 109.5 . . ?
C72 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C72 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C72 C92 H92A 109.5 . . ?
C72 C92 H92B 109.5 . . ?
H92A C92 H92B 109.5 . . ?
C72 C92 H92C 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
C62 C102 C122 114.0(3) . . ?
C62 C102 C112 113.6(3) . . ?
C122 C102 C112 108.7(3) . . ?
C62 C102 H10D 106.7 . . ?
C122 C102 H10D 106.7 . . ?
C112 C102 H10D 106.7 . . ?
C102 C112 H11D 109.5 . . ?
C102 C112 H11E 109.5 . . ?
H11D C112 H11E 109.5 . . ?
C102 C112 H11F 109.5 . . ?
H11D C112 H11F 109.5 . . ?
H11E C112 H11F 109.5 . . ?
C102 C122 H12A 109.5 . . ?
C102 C122 H12B 109.5 . . ?
H12A C122 H12B 109.5 . . ?
C102 C122 H12C 109.5 . . ?
H12A C122 H12C 109.5 . . ?
H12B C122 H12C 109.5 . . ?
C63 C13 C23 120.9(3) . . ?
C63 C13 N21 118.5(3) . . ?
C23 C13 N21 120.5(3) . . ?
C33 C23 C13 117.7(3) . . ?
C33 C23 C103 119.8(3) . . ?
C13 C23 C103 122.5(3) . . ?
C43 C33 C23 122.6(4) . . ?
C43 C33 H33A 118.7 . . ?
C23 C33 H33A 118.7 . . ?
C53 C43 C33 118.8(4) . . ?
C53 C43 H43A 120.6 . . ?
C33 C43 H43A 120.6 . . ?
C43 C53 C63 122.0(4) . . ?
C43 C53 H53A 119.0 . . ?
C63 C53 H53A 119.0 . . ?
C53 C63 C13 118.0(3) . . ?
C53 C63 C73 119.1(3) . . ?
C13 C63 C73 122.9(3) . . ?
C63 C73 C83 109.9(3) . . ?
C63 C73 C93 112.5(3) . . ?
C83 C73 C93 111.3(3) . . ?
C63 C73 H73A 107.6 . . ?
C83 C73 H73A 107.6 . . ?
C93 C73 H73A 107.6 . . ?
C73 C83 H83A 109.5 . . ?
C73 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
C73 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C73 C93 H93A 109.5 . . ?
C73 C93 H93B 109.5 . . ?
H93A C93 H93B 109.5 . . ?
C73 C93 H93C 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
C23 C103 C123 111.0(3) . . ?
C23 C103 C113 111.8(3) . . ?
C123 C103 C113 108.1(3) . . ?
C23 C103 H10E 108.6 . . ?
C123 C103 H10E 108.6 . . ?
C113 C103 H10E 108.6 . . ?
C103 C113 H11G 109.5 . . ?
C103 C113 H11H 109.5 . . ?
H11G C113 H11H 109.5 . . ?
C103 C113 H11I 109.5 . . ?
H11G C113 H11I 109.5 . . ?
H11H C113 H11I 109.5 . . ?
C103 C123 H12D 109.5 . . ?
C103 C123 H12E 109.5 . . ?
H12D C123 H12E 109.5 . . ?
C103 C123 H12F 109.5 . . ?
H12D C123 H12F 109.5 . . ?
H12E C123 H12F 109.5 . . ?
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
Fe1 C15 1.824(4) . ?
Fe1 C16 1.833(4) . ?
Fe1 C14 1.912(4) . ?
Fe1 N21 2.033(3) . ?
Fe1 N11 2.044(3) . ?
N11 C21 1.332(4) . ?
N11 C12 1.435(4) . ?
N21 C41 1.316(4) . ?
N21 C13 1.445(4) . ?
C11 C81 1.537(5) . ?
C11 C61 1.539(5) . ?
C11 C71 1.546(5) . ?
C11 C21 1.578(5) . ?
C21 C31 1.400(5) . ?
C31 C41 1.410(5) . ?
C31 H31A 0.9500 . ?
C41 C51 1.570(5) . ?
C51 C91 1.537(5) . ?
C51 C101 1.540(5) . ?
C51 C111 1.541(5) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C91 H91A 0.9800 . ?
C91 H91B 0.9800 . ?
C91 H91C 0.9800 . ?
C101 H10A 0.9800 . ?
C101 H10B 0.9800 . ?
C101 H10C 0.9800 . ?
C111 H11A 0.9800 . ?
C111 H11B 0.9800 . ?
C111 H11C 0.9800 . ?
C14 N14 1.168(4) . ?
N14 C24 1.441(5) . ?
C24 C34 1.520(5) . ?
C24 C44 1.528(5) . ?
C24 C54 1.532(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C15 N15 1.164(5) . ?
N15 C25 1.446(5) . ?
C25 C55 1.509(5) . ?
C25 C45 1.519(5) . ?
C25 C35 1.524(6) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C16 N16 1.168(5) . ?
N16 C26 1.447(9) . ?
N16 C26' 1.46(5) . ?
C26 C56 1.517(9) . ?
C26 C36 1.518(9) . ?
C26 C46 1.522(9) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C26' C56' 1.52(2) . ?
C26' C36' 1.52(2) . ?
C26' C46' 1.52(2) . ?
C36' H36D 0.9800 . ?
C36' H36E 0.9800 . ?
C36' H36F 0.9800 . ?
C46' H46D 0.9800 . ?
C46' H46E 0.9800 . ?
C46' H46F 0.9800 . ?
C56' H56D 0.9800 . ?
C56' H56E 0.9800 . ?
C56' H56F 0.9800 . ?
C12 C22 1.401(5) . ?
C12 C62 1.402(5) . ?
C22 C32 1.388(5) . ?
C22 C72 1.516(5) . ?
C32 C42 1.370(5) . ?
C32 H32A 0.9500 . ?
C42 C52 1.381(5) . ?
C42 H42A 0.9500 . ?
C52 C62 1.390(5) . ?
C52 H52A 0.9500 . ?
C62 C102 1.516(5) . ?
C72 C92 1.524(5) . ?
C72 C82 1.540(5) . ?
C72 H72A 1.0000 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C92 H92A 0.9800 . ?
C92 H92B 0.9800 . ?
C92 H92C 0.9800 . ?
C102 C122 1.519(5) . ?
C102 C112 1.524(5) . ?
C102 H10D 1.0000 . ?
C112 H11D 0.9800 . ?
C112 H11E 0.9800 . ?
C112 H11F 0.9800 . ?
C122 H12A 0.9800 . ?
C122 H12B 0.9800 . ?
C122 H12C 0.9800 . ?
C13 C63 1.402(5) . ?
C13 C23 1.408(5) . ?
C23 C33 1.381(5) . ?
C23 C103 1.518(5) . ?
C33 C43 1.375(5) . ?
C33 H33A 0.9500 . ?
C43 C53 1.370(5) . ?
C43 H43A 0.9500 . ?
C53 C63 1.393(5) . ?
C53 H53A 0.9500 . ?
C63 C73 1.506(5) . ?
C73 C83 1.524(5) . ?
C73 C93 1.531(6) . ?
C73 H73A 1.0000 . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C93 H93A 0.9800 . ?
C93 H93B 0.9800 . ?
C93 H93C 0.9800 . ?
C103 C123 1.533(5) . ?
C103 C113 1.540(5) . ?
C103 H10E 1.0000 . ?
C113 H11G 0.9800 . ?
C113 H11H 0.9800 . ?
C113 H11I 0.9800 . ?
C123 H12D 0.9800 . ?
C123 H12E 0.9800 . ?
C123 H12F 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 Fe1 N11 C21 141.2(8) . . . . ?
C16 Fe1 N11 C21 -173.0(3) . . . . ?
C14 Fe1 N11 C21 -66.9(3) . . . . ?
N21 Fe1 N11 C21 27.9(3) . . . . ?
C15 Fe1 N11 C12 -42.1(9) . . . . ?
C16 Fe1 N11 C12 3.8(3) . . . . ?
C14 Fe1 N11 C12 109.9(3) . . . . ?
N21 Fe1 N11 C12 -155.3(3) . . . . ?
C15 Fe1 N21 C41 168.1(3) . . . . ?
C16 Fe1 N21 C41 -122.7(4) . . . . ?
C14 Fe1 N21 C41 70.4(3) . . . . ?
N11 Fe1 N21 C41 -21.7(3) . . . . ?
C15 Fe1 N21 C13 -12.0(3) . . . . ?
C16 Fe1 N21 C13 57.2(5) . . . . ?
C14 Fe1 N21 C13 -109.7(3) . . . . ?
N11 Fe1 N21 C13 158.2(2) . . . . ?
C12 N11 C21 C31 168.4(3) . . . . ?
Fe1 N11 C21 C31 -15.0(5) . . . . ?
C12 N11 C21 C11 -12.0(5) . . . . ?
Fe1 N11 C21 C11 164.5(3) . . . . ?
C81 C11 C21 N11 19.6(5) . . . . ?
C61 C11 C21 N11 -102.6(4) . . . . ?
C71 C11 C21 N11 140.5(4) . . . . ?
C81 C11 C21 C31 -160.8(3) . . . . ?
C61 C11 C21 C31 76.9(4) . . . . ?
C71 C11 C21 C31 -39.9(4) . . . . ?
N11 C21 C31 C41 -16.8(6) . . . . ?
C11 C21 C31 C41 163.6(4) . . . . ?
C13 N21 C41 C31 -177.7(3) . . . . ?
Fe1 N21 C41 C31 2.2(5) . . . . ?
C13 N21 C41 C51 1.4(6) . . . . ?
Fe1 N21 C41 C51 -178.7(3) . . . . ?
C21 C31 C41 N21 24.3(6) . . . . ?
C21 C31 C41 C51 -154.9(4) . . . . ?
N21 C41 C51 C91 116.9(4) . . . . ?
C31 C41 C51 C91 -63.9(4) . . . . ?
N21 C41 C51 C101 -5.7(6) . . . . ?
C31 C41 C51 C101 173.5(3) . . . . ?
N21 C41 C51 C111 -125.2(4) . . . . ?
C31 C41 C51 C111 54.0(4) . . . . ?
C15 Fe1 C14 N14 -125(3) . . . . ?
C16 Fe1 C14 N14 153(2) . . . . ?
N21 Fe1 C14 N14 -32(3) . . . . ?
N11 Fe1 C14 N14 60(3) . . . . ?
Fe1 C14 N14 C24 -5(4) . . . . ?
C14 N14 C24 C34 143(2) . . . . ?
C14 N14 C24 C44 23(2) . . . . ?
C14 N14 C24 C54 -97(2) . . . . ?
C16 Fe1 C15 N15 30(3) . . . . ?
C14 Fe1 C15 N15 -75(3) . . . . ?
N21 Fe1 C15 N15 -170(3) . . . . ?
N11 Fe1 C15 N15 77(4) . . . . ?
Fe1 C15 N15 C25 -47(5) . . . . ?
C15 N15 C25 C55 -53(3) . . . . ?
C15 N15 C25 C45 -173(3) . . . . ?
C15 N15 C25 C35 68(3) . . . . ?
C15 Fe1 C16 N16 -9(3) . . . . ?
C14 Fe1 C16 N16 86(3) . . . . ?
N21 Fe1 C16 N16 -80(3) . . . . ?
N11 Fe1 C16 N16 179(100) . . . . ?
Fe1 C16 N16 C26 100(3) . . . . ?
Fe1 C16 N16 C26' 110(6) . . . . ?
C16 N16 C26 C56 16(2) . . . . ?
C16 N16 C26 C36 -105.2(19) . . . . ?
C16 N16 C26 C46 135.2(17) . . . . ?
C16 N16 C26' C56' -163(4) . . . . ?
C16 N16 C26' C36' 74(6) . . . . ?
C16 N16 C26' C46' -44(7) . . . . ?
C21 N11 C12 C22 89.2(4) . . . . ?
Fe1 N11 C12 C22 -87.6(4) . . . . ?
C21 N11 C12 C62 -95.1(4) . . . . ?
Fe1 N11 C12 C62 88.2(4) . . . . ?
C62 C12 C22 C32 4.9(6) . . . . ?
N11 C12 C22 C32 -179.4(3) . . . . ?
C62 C12 C22 C72 -175.8(3) . . . . ?
N11 C12 C22 C72 -0.1(6) . . . . ?
C12 C22 C32 C42 0.3(6) . . . . ?
C72 C22 C32 C42 -179.0(4) . . . . ?
C22 C32 C42 C52 -3.2(6) . . . . ?
C32 C42 C52 C62 0.8(7) . . . . ?
C42 C52 C62 C12 4.3(6) . . . . ?
C42 C52 C62 C102 -174.9(4) . . . . ?
C22 C12 C62 C52 -7.1(6) . . . . ?
N11 C12 C62 C52 177.1(3) . . . . ?
C22 C12 C62 C102 172.0(3) . . . . ?
N11 C12 C62 C102 -3.8(5) . . . . ?
C32 C22 C72 C92 -70.7(4) . . . . ?
C12 C22 C72 C92 109.9(4) . . . . ?
C32 C22 C72 C82 51.3(5) . . . . ?
C12 C22 C72 C82 -128.0(4) . . . . ?
C52 C62 C102 C122 -101.7(4) . . . . ?
C12 C62 C102 C122 79.2(5) . . . . ?
C52 C62 C102 C112 23.6(5) . . . . ?
C12 C62 C102 C112 -155.6(4) . . . . ?
C41 N21 C13 C63 96.9(4) . . . . ?
Fe1 N21 C13 C63 -83.0(4) . . . . ?
C41 N21 C13 C23 -87.1(5) . . . . ?
Fe1 N21 C13 C23 93.0(3) . . . . ?
C63 C13 C23 C33 -1.0(6) . . . . ?
N21 C13 C23 C33 -176.8(3) . . . . ?
C63 C13 C23 C103 179.9(4) . . . . ?
N21 C13 C23 C103 4.1(5) . . . . ?
C13 C23 C33 C43 -0.1(6) . . . . ?
C103 C23 C33 C43 179.1(4) . . . . ?
C23 C33 C43 C53 1.4(6) . . . . ?
C33 C43 C53 C63 -1.7(6) . . . . ?
C43 C53 C63 C13 0.7(6) . . . . ?
C43 C53 C63 C73 179.8(4) . . . . ?
C23 C13 C63 C53 0.6(6) . . . . ?
N21 C13 C63 C53 176.6(3) . . . . ?
C23 C13 C63 C73 -178.4(4) . . . . ?
N21 C13 C63 C73 -2.4(5) . . . . ?
C53 C63 C73 C83 -64.0(5) . . . . ?
C13 C63 C73 C83 115.0(4) . . . . ?
C53 C63 C73 C93 60.7(5) . . . . ?
C13 C63 C73 C93 -120.3(4) . . . . ?
C33 C23 C103 C123 68.2(5) . . . . ?
C13 C23 C103 C123 -112.7(4) . . . . ?
C33 C23 C103 C113 -52.6(5) . . . . ?
C13 C23 C103 C113 126.5(4) . . . . ?
