#------------------------------------------------------------------------------
#$Date: 2020-03-05 01:41:25 +0200 (Thu, 05 Mar 2020) $
#$Revision: 248849 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/43/4134329.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_4134329
loop_
_publ_author_name
'Joannou, Matthew V.'
'Hoyt, Jordan M.'
'Chirik, Paul J.'
_publ_section_title
;
 Investigations into the Mechanism of Inter- and Intramolecular
 Iron-Catalyzed [2+2] Cycloaddition of Alkenes.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c00250
_journal_year                    2020
_chemical_formula_sum            'C49 H64.5 Fe N3'
_chemical_formula_weight         751.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 103.465(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8735(8)
_cell_length_b                   13.1302(9)
_cell_length_c                   24.7514(16)
_cell_measurement_reflns_used    9310
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      35.03
_cell_measurement_theta_min      2.53
_cell_volume                     4068.8(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            68075
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.075
_diffrn_reflns_theta_min         2.248
_exptl_absorpt_coefficient_mu    0.408
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v 2014.2 (BRUKER ASX)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_description       shard
_exptl_crystal_F_000             1622
_exptl_crystal_size_max          0.894
_exptl_crystal_size_mid          0.419
_exptl_crystal_size_min          0.41
_refine_diff_density_max         0.876
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     570
_refine_ls_number_reflns         17776
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0516
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0703P)²+1.6873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1298
_refine_ls_wR_factor_ref         0.1451
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13208
_reflns_number_total             17776
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c00250_si_002.cif
_cod_data_source_block           jmh49
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C49 H64.50 Fe N3'
_cod_database_code               4134329
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.62011(12) 0.03600(11) 0.74788(6) 0.0246(3) Uani 1 1 d . . . . .
H1A H 0.5546 0.0291 0.7186 0.037 Uiso 1 1 calc R U . . .
H1B H 0.6041 0.0719 0.7797 0.037 Uiso 1 1 calc R U . . .
H1C H 0.6486 -0.0318 0.7596 0.037 Uiso 1 1 calc R U . . .
C2 C 0.70153(10) 0.09544(9) 0.72603(5) 0.0186(2) Uani 1 1 d . . . . .
C3 C 0.79662(11) 0.13301(9) 0.76231(5) 0.0188(2) Uani 1 1 d . . . . .
C4 C 0.83187(12) 0.11228(10) 0.81868(6) 0.0239(3) Uani 1 1 d . . . . .
H4 H 0.7880 0.0747 0.8375 0.029 Uiso 1 1 calc R U . . .
C5 C 0.93167(13) 0.14685(12) 0.84742(6) 0.0286(3) Uani 1 1 d . . . . .
H5 H 0.9539 0.1383 0.8865 0.034 Uiso 1 1 calc R U . . .
C6 C 0.99845(13) 0.19401(12) 0.81820(6) 0.0264(3) Uani 1 1 d . . . . .
H6 H 1.0682 0.2149 0.8369 0.032 Uiso 1 1 calc R U . . .
C7 C 0.96196(11) 0.21030(10) 0.76124(5) 0.0201(2) Uani 1 1 d . . . . .
C8 C 1.02564(11) 0.23802(10) 0.72330(6) 0.0209(2) Uani 1 1 d . . . . .
C9 C 1.14156(12) 0.26511(15) 0.74254(7) 0.0332(3) Uani 1 1 d . . . . .
H9A H 1.1705 0.2818 0.7103 0.050 Uiso 1 1 calc R U . . .
H9B H 1.1808 0.2072 0.7624 0.050 Uiso 1 1 calc R U . . .
H9C H 1.1492 0.3241 0.7674 0.050 Uiso 1 1 calc R U . . .
C10 C 1.03360(9) 0.24636(9) 0.62854(5) 0.0168(2) Uani 1 1 d . . . . .
C11 C 1.06748(10) 0.16003(10) 0.60370(5) 0.0187(2) Uani 1 1 d . . . . .
C12 C 1.12071(11) 0.17390(11) 0.56113(6) 0.0225(2) Uani 1 1 d . . . . .
H12 H 1.1436 0.1162 0.5438 0.027 Uiso 1 1 calc R U . . .
C13 C 1.14068(12) 0.27094(11) 0.54372(6) 0.0253(3) Uani 1 1 d . . . . .
H13 H 1.1761 0.2795 0.5144 0.030 Uiso 1 1 calc R U . . .
C14 C 1.10873(12) 0.35492(11) 0.56930(6) 0.0247(3) Uani 1 1 d . . . . .
H14 H 1.1235 0.4210 0.5574 0.030 Uiso 1 1 calc R U . . .
C15 C 1.05531(10) 0.34555(10) 0.61210(6) 0.0199(2) Uani 1 1 d . . . . .
C21 C 1.05135(11) 0.05335(10) 0.62322(6) 0.0224(2) Uani 1 1 d . . . . .
H21 H 1.0022 0.0562 0.6491 0.027 Uiso 1 1 calc R U . . .
C22 C 1.00439(12) -0.02121(11) 0.57512(6) 0.0254(3) Uani 1 1 d . . . . .
H22A H 0.9410 -0.0565 0.5823 0.030 Uiso 1 1 calc R U . . .
H22B H 0.9828 0.0162 0.5395 0.030 Uiso 1 1 calc R U . . .
C23 C 1.09237(14) -0.09776(12) 0.57273(7) 0.0321(3) Uani 1 1 d . . . . .
H23A H 1.0619 -0.1639 0.5576 0.038 Uiso 1 1 calc R U . . .
H23B H 1.1400 -0.0719 0.5497 0.038 Uiso 1 1 calc R U . . .
C24 C 1.15174(15) -0.10766(13) 0.63318(8) 0.0366(4) Uani 1 1 d . . . . .
H24A H 1.2238 -0.1370 0.6365 0.044 Uiso 1 1 calc R U . . .
H24B H 1.1116 -0.1507 0.6541 0.044 Uiso 1 1 calc R U . . .
C25 C 1.15860(14) 0.00236(13) 0.65389(7) 0.0341(3) Uani 1 1 d . . . . .
H25A H 1.2202 0.0377 0.6447 0.041 Uiso 1 1 calc R U . . .
H25B H 1.1666 0.0045 0.6946 0.041 Uiso 1 1 calc R U . . .
C26 C 0.60248(10) 0.07725(9) 0.63375(5) 0.0179(2) Uani 1 1 d . . . . .
C27 C 0.60783(11) -0.01467(10) 0.60508(6) 0.0212(2) Uani 1 1 d . . . . .
C28 C 0.51444(12) -0.04963(13) 0.56900(7) 0.0300(3) Uani 1 1 d . . . . .
H28 H 0.5161 -0.1113 0.5491 0.036 Uiso 1 1 calc R U . . .
C29 C 0.41932(13) 0.00423(15) 0.56171(7) 0.0348(3) Uani 1 1 d . . . . .
H29 H 0.3563 -0.0213 0.5375 0.042 Uiso 1 1 calc R U . . .
C30 C 0.41620(12) 0.09479(13) 0.58955(7) 0.0301(3) Uani 1 1 d . . . . .
H30 H 0.3509 0.1315 0.5838 0.036 Uiso 1 1 calc R U . . .
C31 C 0.50712(11) 0.13366(10) 0.62613(6) 0.0220(2) Uani 1 1 d . . . . .
C32 C 0.49847(11) 0.23184(11) 0.65661(7) 0.0257(3) Uani 1 1 d . . . . .
H32 H 0.5718 0.2511 0.6779 0.031 Uiso 1 1 calc R U . . .
C33 C 0.42510(16) 0.22784(13) 0.69787(8) 0.0371(4) Uani 1 1 d . . . . .
H33A H 0.3567 0.1935 0.6812 0.045 Uiso 1 1 calc R U . . .
H33B H 0.4603 0.1918 0.7324 0.045 Uiso 1 1 calc R U . . .
C34 C 0.40724(19) 0.34126(15) 0.70932(10) 0.0481(5) Uani 1 1 d . . . . .
H34A H 0.3370 0.3514 0.7184 0.058 Uiso 1 1 calc R U . . .
H34B H 0.4639 0.3666 0.7407 0.058 Uiso 1 1 calc R U . . .
C35 C 0.4115(2) 0.39522(17) 0.65685(12) 0.0639(7) Uani 1 1 d . . . . .
H35A H 0.3394 0.4199 0.6382 0.077 Uiso 1 1 calc R U . . .
H35B H 0.4598 0.4547 0.6652 0.077 Uiso 1 1 calc R U . . .
C36 C 0.45132(14) 0.32292(13) 0.61995(9) 0.0382(4) Uani 1 1 d . . . . .
H36A H 0.5068 0.3557 0.6041 0.046 Uiso 1 1 calc R U . . .
H36B H 0.3921 0.3004 0.5891 0.046 Uiso 1 1 calc R U . . .
C37 C 0.71226(11) -0.07225(10) 0.61365(6) 0.0230(3) Uani 1 1 d . . . . .
H37 H 0.7683 -0.0227 0.6087 0.028 Uiso 1 1 calc R U . . .
C38 C 0.71386(17) -0.16146(14) 0.57378(8) 0.0389(4) Uani 1 1 d . . . . .
H38A H 0.6474 -0.2019 0.5687 0.047 Uiso 1 1 calc R U . . .
H38B H 0.7206 -0.1362 0.5371 0.047 Uiso 1 1 calc R U . . .
C39 C 0.81068(15) -0.22602(12) 0.60081(8) 0.0376(4) Uani 1 1 d . . . . .
H39A H 0.8697 -0.2150 0.5820 0.045 Uiso 1 1 calc R U . . .
H39B H 0.7918 -0.2992 0.5986 0.045 Uiso 1 1 calc R U . . .
C40 C 0.84367(15) -0.19131(12) 0.66166(8) 0.0336(3) Uani 1 1 d . . . . .
H40A H 0.8534 -0.2507 0.6870 0.040 Uiso 1 1 calc R U . . .
H40B H 0.9114 -0.1524 0.6685 0.040 Uiso 1 1 calc R U . . .
C41 C 0.75245(12) -0.12391(11) 0.67065(7) 0.0268(3) Uani 1 1 d . . . . .
H41A H 0.7784 -0.0729 0.7001 0.032 Uiso 1 1 calc R U . . .
H41B H 0.6954 -0.1651 0.6807 0.032 Uiso 1 1 calc R U . . .
C42 C 0.78372(10) 0.18399(9) 0.57226(5) 0.0169(2) Uani 1 1 d . . . . .
H42A H 0.8424(8) 0.1506(4) 0.56228(14) 0.020 Uiso 1 1 calc R U . A 1
H42B H 0.7215(8) 0.1429(5) 0.56005(17) 0.020 Uiso 1 1 calc R U . A 1
C49 C 0.74813(10) 0.34375(9) 0.63699(5) 0.0178(2) Uani 1 1 d . . . . .
H49A H 0.6959 0.3579 0.6598 0.021 Uiso 0.762(3) 1 calc R U P B 1
H49B H 0.8044 0.3967 0.6450 0.021 Uiso 0.762(3) 1 calc R U P B 1
N1 N 0.69756(8) 0.11151(8) 0.67249(4) 0.01663(18) Uani 1 1 d . . . . .
N2 N 0.85817(9) 0.18934(8) 0.73443(4) 0.01775(19) Uani 1 1 d . . . . .
N3 N 0.97464(8) 0.22862(8) 0.67031(4) 0.01678(18) Uani 1 1 d . . . . .
Fe1 Fe 0.81440(2) 0.20266(2) 0.65564(2) 0.01502(5) Uani 1 1 d . . . . .
C48A C 0.69168(14) 0.34498(12) 0.57454(6) 0.0151(3) Uani 0.762(3) 1 d . . P B 1
H48A H 0.6247 0.3040 0.5697 0.018 Uiso 0.762(3) 1 calc R U P B 1
C43A C 0.76617(14) 0.28893(12) 0.54465(6) 0.0150(3) Uani 0.762(3) 1 d . . P B 1
H43A H 0.8361 0.3256 0.5521 0.018 Uiso 0.762(3) 1 calc R U P B 1
C44A C 0.7199(5) 0.2857(5) 0.4810(3) 0.0167(7) Uani 0.762(3) 1 d . . P B 1
H44A H 0.7725 0.2544 0.4626 0.020 Uiso 0.762(3) 1 calc R U P B 1
H44B H 0.6544 0.2434 0.4726 0.020 Uiso 0.762(3) 1 calc R U P B 1
C45A C 0.6934(2) 0.39409(15) 0.45873(8) 0.0227(4) Uani 0.762(3) 1 d . . P B 1
H45A H 0.7600 0.4346 0.4648 0.027 Uiso 0.762(3) 1 calc R U P B 1
H45B H 0.6620 0.3912 0.4183 0.027 Uiso 0.762(3) 1 calc R U P B 1
C46A C 0.61486(16) 0.44625(14) 0.48763(7) 0.0231(4) Uani 0.762(3) 1 d . . P B 1
H46A H 0.5466 0.4082 0.4797 0.028 Uiso 0.762(3) 1 calc R U P B 1
H46B H 0.6001 0.5162 0.4729 0.028 Uiso 0.762(3) 1 calc R U P B 1
C47A C 0.6609(3) 0.4506(3) 0.55064(18) 0.0188(6) Uani 0.762(3) 1 d . . P B 1
H47A H 0.7248 0.4951 0.5586 0.023 Uiso 0.762(3) 1 calc R U P B 1
H47B H 0.6073 0.4806 0.5688 0.023 Uiso 0.762(3) 1 calc R U P B 1
C16A C 1.0231(2) 0.4419(2) 0.63673(13) 0.0199(2) Uani 0.783(11) 1 d . . P C 1
H16A H 0.9760 0.4241 0.6623 0.024 Uiso 0.783(11) 1 calc R U P C 1
C17A C 0.9648(7) 0.5200(6) 0.5934(3) 0.0279(11) Uani 0.783(11) 1 d . . P C 1
H17A H 0.9439 0.4881 0.5562 0.033 Uiso 0.783(11) 1 calc R U P C 1
H17B H 0.8996 0.5453 0.6037 0.033 Uiso 0.783(11) 1 calc R U P C 1
C18A C 1.0421(2) 0.6068(2) 0.59286(16) 0.0319(7) Uani 0.783(11) 1 d . . P C 1
H18A H 1.0036 0.6709 0.5800 0.038 Uiso 0.783(11) 1 calc R U P C 1
H18B H 1.0913 0.5910 0.5686 0.038 Uiso 0.783(11) 1 calc R U P C 1
C19A C 1.1022(3) 0.6147(2) 0.65344(14) 0.0360(7) Uani 0.783(11) 1 d . . P C 1
H19A H 1.0577 0.6478 0.6761 0.043 Uiso 0.783(11) 1 calc R U P C 1
H19B H 1.1692 0.6539 0.6572 0.043 Uiso 0.783(11) 1 calc R U P C 1
C20A C 1.1258(5) 0.5029(6) 0.6712(3) 0.0331(11) Uani 0.783(11) 1 d . . P C 1
H20A H 1.1334 0.4947 0.7117 0.040 Uiso 0.783(11) 1 calc R U P C 1
H20B H 1.1920 0.4788 0.6614 0.040 Uiso 0.783(11) 1 calc R U P C 1
C48B C 0.7528(4) 0.3654(4) 0.5781(2) 0.0135(10) Uani 0.238(3) 1 d . . P B 2
H48B H 0.8292 0.3741 0.5765 0.016 Uiso 0.238(3) 1 calc R U P B 2
C43B C 0.7088(4) 0.2694(4) 0.5455(2) 0.0146(10) Uani 0.238(3) 1 d . . P B 2
H43B H 0.6344 0.2554 0.5492 0.018 Uiso 0.238(3) 1 calc R U P B 2
C44B C 0.710(2) 0.287(2) 0.4871(10) 0.031(5) Uani 0.238(3) 1 d . . P B 2
H44C H 0.6827 0.2260 0.4651 0.037 Uiso 0.238(3) 1 calc R U P B 2
H44D H 0.7845 0.2985 0.4843 0.037 Uiso 0.238(3) 1 calc R U P B 2
C46B C 0.6867(5) 0.4745(4) 0.4936(2) 0.0244(13) Uani 0.238(3) 1 d . . P B 2
H46C H 0.6425 0.5344 0.4788 0.029 Uiso 0.238(3) 1 calc R U P B 2
H46D H 0.7599 0.4864 0.4888 0.029 Uiso 0.238(3) 1 calc R U P B 2
C45B C 0.6409(7) 0.3811(5) 0.4616(3) 0.0275(13) Uani 0.238(3) 1 d . . P B 2
H45C H 0.6423 0.3889 0.4220 0.033 Uiso 0.238(3) 1 calc R U P B 2
H45D H 0.5659 0.3712 0.4640 0.033 Uiso 0.238(3) 1 calc R U P B 2
C47B C 0.6901(9) 0.4630(10) 0.5548(6) 0.021(2) Uani 0.238(3) 1 d . . P B 2
H47C H 0.6164 0.4588 0.5602 0.025 Uiso 0.238(3) 1 calc R U P B 2
H47D H 0.7250 0.5233 0.5752 0.025 Uiso 0.238(3) 1 calc R U P B 2
C16B C 1.0325(8) 0.4398(8) 0.6480(5) 0.0199(2) Uani 0.217(11) 1 d . . P C 2
H16B H 0.9856 0.4167 0.6727 0.024 Uiso 0.217(11) 1 calc R U P C 2
C17B C 0.971(3) 0.524(2) 0.6068(11) 0.031(4) Uani 0.217(11) 1 d . . P C 2
H17C H 0.9618 0.5026 0.5676 0.037 Uiso 0.217(11) 1 calc R U P C 2
H17D H 0.8992 0.5374 0.6139 0.037 Uiso 0.217(11) 1 calc R U P C 2
C18B C 1.0437(15) 0.6218(11) 0.6196(11) 0.075(6) Uani 0.217(11) 1 d . . P C 2
H18C H 1.0535 0.6531 0.5847 0.090 Uiso 0.217(11) 1 calc R U P C 2
H18D H 1.0118 0.6729 0.6403 0.090 Uiso 0.217(11) 1 calc R U P C 2
C19B C 1.1412(15) 0.5863(13) 0.6518(8) 0.069(5) Uani 0.217(11) 1 d . . P C 2
H19C H 1.1742 0.6376 0.6799 0.082 Uiso 0.217(11) 1 calc R U P C 2
H19D H 1.1914 0.5705 0.6282 0.082 Uiso 0.217(11) 1 calc R U P C 2
C20B C 1.114(2) 0.494(2) 0.6784(11) 0.040(6) Uani 0.217(11) 1 d . . P C 2
H20C H 1.1777 0.4502 0.6880 0.048 Uiso 0.217(11) 1 calc R U P C 2
H20D H 1.0952 0.5140 0.7137 0.048 Uiso 0.217(11) 1 calc R U P C 2
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
N1 C2 C3 113.58(11) . . ?
N1 C2 C1 124.86(12) . . ?
C3 C2 C1 121.37(11) . . ?
N2 C3 C4 121.04(13) . . ?
N2 C3 C2 112.26(11) . . ?
C4 C3 C2 126.56(12) . . ?
C3 C4 C5 119.73(13) . . ?
C6 C5 C4 119.22(13) . . ?
C5 C6 C7 119.36(14) . . ?
N2 C7 C6 121.20(12) . . ?
N2 C7 C8 112.06(11) . . ?
C6 C7 C8 126.38(13) . . ?
N3 C8 C7 113.43(12) . . ?
N3 C8 C9 124.18(13) . . ?
C7 C8 C9 122.14(12) . . ?
C11 C10 C15 121.01(11) . . ?
C11 C10 N3 116.97(11) . . ?
C15 C10 N3 122.01(11) . . ?
C12 C11 C10 118.78(12) . . ?
C12 C11 C21 119.35(12) . . ?
C10 C11 C21 121.83(11) . . ?
C13 C12 C11 120.86(13) . . ?
C14 C13 C12 119.62(13) . . ?
C13 C14 C15 121.95(12) . . ?
C14 C15 C10 117.75(12) . . ?
C14 C15 C16A 117.67(15) . . ?
C10 C15 C16A 124.57(15) . . ?
C14 C15 C16B 122.9(4) . . ?
C10 C15 C16B 118.8(4) . . ?
C11 C21 C22 113.42(11) . . ?
C11 C21 C25 112.37(12) . . ?
C22 C21 C25 104.17(12) . . ?
C23 C22 C21 106.58(12) . . ?
C24 C23 C22 103.07(13) . . ?
C23 C24 C25 103.07(13) . . ?
C24 C25 C21 105.45(14) . . ?
C31 C26 C27 121.74(12) . . ?
C31 C26 N1 120.28(12) . . ?
C27 C26 N1 117.97(11) . . ?
C28 C27 C26 117.85(13) . . ?
C28 C27 C37 121.95(13) . . ?
C26 C27 C37 120.20(12) . . ?
C29 C28 C27 121.13(15) . . ?
C30 C29 C28 120.08(15) . . ?
C29 C30 C31 121.37(14) . . ?
C30 C31 C26 117.82(13) . . ?
C30 C31 C32 119.13(13) . . ?
C26 C31 C32 123.04(13) . . ?
C31 C32 C36 115.72(14) . . ?
C31 C32 C33 115.37(12) . . ?
C36 C32 C33 101.44(12) . . ?
C34 C33 C32 103.23(14) . . ?
C35 C34 C33 105.14(17) . . ?
C36 C35 C34 108.60(16) . . ?
C35 C36 C32 106.20(16) . . ?
C27 C37 C38 115.82(13) . . ?
C27 C37 C41 116.47(11) . . ?
C38 C37 C41 101.58(12) . . ?
C39 C38 C37 105.89(15) . . ?
C38 C39 C40 106.03(13) . . ?
C41 C40 C39 105.57(14) . . ?
C40 C41 C37 103.12(12) . . ?
C43B C42 Fe1 107.9(2) . . ?
C43A C42 Fe1 108.64(9) . . ?
C48B C49 Fe1 106.34(19) . . ?
C48A C49 Fe1 107.99(8) . . ?
C2 N1 C26 116.30(11) . . ?
C2 N1 Fe1 115.94(9) . . ?
C26 N1 Fe1 126.88(8) . . ?
C7 N2 C3 118.21(11) . . ?
C7 N2 Fe1 119.85(9) . . ?
C3 N2 Fe1 119.53(9) . . ?
C8 N3 C10 118.22(11) . . ?
C8 N3 Fe1 115.99(9) . . ?
C10 N3 Fe1 125.54(8) . . ?
N2 Fe1 C42 166.50(5) . . ?
N2 Fe1 N3 77.73(4) . . ?
C42 Fe1 N3 98.69(5) . . ?
N2 Fe1 N1 78.08(5) . . ?
C42 Fe1 N1 99.17(5) . . ?
N3 Fe1 N1 145.65(4) . . ?
N2 Fe1 C49 108.78(5) . . ?
C42 Fe1 C49 84.69(5) . . ?
N3 Fe1 C49 103.90(5) . . ?
N1 Fe1 C49 106.78(5) . . ?
C47A C48A C43A 112.69(19) . . ?
C47A C48A C49 114.61(18) . . ?
C43A C48A C49 106.06(12) . . ?
C48A C43A C42 105.13(12) . . ?
C48A C43A C44A 111.6(3) . . ?
C42 C43A C44A 114.2(3) . . ?
C45A C44A C43A 109.9(4) . . ?
C46A C45A C44A 111.3(3) . . ?
C45A C46A C47A 110.5(2) . . ?
C48A C47A C46A 111.4(3) . . ?
C15 C16A C17A 114.3(3) . . ?
C15 C16A C20A 111.3(3) . . ?
C17A C16A C20A 104.1(5) . . ?
C18A C17A C16A 107.0(5) . . ?
C17A C18A C19A 103.1(3) . . ?
C18A C19A C20A 103.7(3) . . ?
C19A C20A C16A 103.9(4) . . ?
C49 C48B C43B 105.2(3) . . ?
C49 C48B C47B 112.5(6) . . ?
C43B C48B C47B 112.8(6) . . ?
C44B C43B C42 113.3(10) . . ?
C44B C43B C48B 107.3(11) . . ?
C42 C43B C48B 104.9(4) . . ?
C43B C44B C45B 113.0(16) . . ?
C45B C46B C47B 111.3(6) . . ?
C46B C45B C44B 108.2(11) . . ?
C46B C47B C48B 110.2(10) . . ?
C20B C16B C17B 101.4(18) . . ?
C20B C16B C15 120.5(12) . . ?
C17B C16B C15 108.3(11) . . ?
C18B C17B C16B 104.6(18) . . ?
C19B C18B C17B 104.9(16) . . ?
C18B C19B C20B 104.7(18) . . ?
C16B C20B C19B 115(2) . . ?
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
C1 C2 1.5047(18) . ?
C2 N1 1.3311(16) . ?
C2 C3 1.4270(19) . ?
C3 N2 1.3804(16) . ?
C3 C4 1.3899(18) . ?
C4 C5 1.392(2) . ?
C5 C6 1.391(2) . ?
C6 C7 1.3949(18) . ?
C7 N2 1.3742(18) . ?
C7 C8 1.4299(19) . ?
C8 N3 1.3287(17) . ?
C8 C9 1.500(2) . ?
C10 C11 1.4064(18) . ?
C10 C15 1.4117(18) . ?
C10 N3 1.4368(16) . ?
C11 C12 1.3962(18) . ?
C11 C21 1.5117(18) . ?
C12 C13 1.388(2) . ?
C13 C14 1.381(2) . ?
C14 C15 1.3965(19) . ?
C15 C16A 1.504(3) . ?
C15 C16B 1.591(11) . ?
C21 C22 1.551(2) . ?
C21 C25 1.563(2) . ?
C22 C23 1.526(2) . ?
C23 C24 1.519(2) . ?
C24 C25 1.529(2) . ?
C26 C31 1.4083(18) . ?
C26 C27 1.4099(18) . ?
C26 N1 1.4400(17) . ?
C27 C28 1.398(2) . ?
C27 C37 1.5136(19) . ?
C28 C29 1.389(2) . ?
C29 C30 1.379(3) . ?
C30 C31 1.399(2) . ?
C31 C32 1.511(2) . ?
C32 C36 1.538(2) . ?
C32 C33 1.545(2) . ?
C33 C34 1.543(3) . ?
C34 C35 1.491(3) . ?
C35 C36 1.489(3) . ?
C37 C38 1.535(2) . ?
C37 C41 1.542(2) . ?
C38 C39 1.527(3) . ?
C39 C40 1.536(3) . ?
C40 C41 1.528(2) . ?
C42 C43B 1.526(5) . ?
C42 C43A 1.5312(19) . ?
C42 Fe1 2.0237(12) . ?
C49 C48B 1.501(5) . ?
C49 C48A 1.548(2) . ?
C49 Fe1 2.0468(13) . ?
N1 Fe1 2.0399(10) . ?
N2 Fe1 1.9077(11) . ?
N3 Fe1 2.0383(11) . ?
C48A C47A 1.524(5) . ?
C48A C43A 1.529(2) . ?
C43A C44A 1.549(6) . ?
C44A C45A 1.536(7) . ?
C45A C46A 1.530(3) . ?
C46A C47A 1.535(5) . ?
C16A C17A 1.546(8) . ?
C16A C20A 1.610(7) . ?
C17A C18A 1.516(10) . ?
C18A C19A 1.522(4) . ?
C19A C20A 1.542(8) . ?
C48B C43B 1.532(7) . ?
C48B C47B 1.553(16) . ?
C43B C44B 1.47(3) . ?
C44B C45B 1.56(3) . ?
C46B C45B 1.504(10) . ?
C46B C47B 1.511(17) . ?
C16B C20B 1.34(3) . ?
C16B C17B 1.59(3) . ?
C17B C18B 1.58(3) . ?
C18B C19B 1.40(2) . ?
C19B C20B 1.46(3) . ?
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 C2 C3 N2 7.59(15) . . . . ?
C1 C2 C3 N2 -177.23(11) . . . . ?
N1 C2 C3 C4 -167.98(12) . . . . ?
C1 C2 C3 C4 7.2(2) . . . . ?
N2 C3 C4 C5 -1.3(2) . . . . ?
C2 C3 C4 C5 173.86(13) . . . . ?
C3 C4 C5 C6 -5.6(2) . . . . ?
C4 C5 C6 C7 3.2(2) . . . . ?
C5 C6 C7 N2 6.1(2) . . . . ?
C5 C6 C7 C8 -166.43(14) . . . . ?
N2 C7 C8 N3 -5.93(17) . . . . ?
C6 C7 C8 N3 167.20(13) . . . . ?
N2 C7 C8 C9 179.57(13) . . . . ?
C6 C7 C8 C9 -7.3(2) . . . . ?
C15 C10 C11 C12 -1.78(19) . . . . ?
N3 C10 C11 C12 177.08(12) . . . . ?
C15 C10 C11 C21 175.98(12) . . . . ?
N3 C10 C11 C21 -5.16(18) . . . . ?
C10 C11 C12 C13 0.4(2) . . . . ?
C21 C11 C12 C13 -177.39(13) . . . . ?
C11 C12 C13 C14 0.8(2) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C13 C14 C15 C10 -0.5(2) . . . . ?
C13 C14 C15 C16A -179.42(17) . . . . ?
C13 C14 C15 C16B 171.0(5) . . . . ?
C11 C10 C15 C14 1.82(19) . . . . ?
N3 C10 C15 C14 -176.98(12) . . . . ?
C11 C10 C15 C16A -179.38(17) . . . . ?
N3 C10 C15 C16A 1.8(2) . . . . ?
C11 C10 C15 C16B -170.0(5) . . . . ?
N3 C10 C15 C16B 11.2(5) . . . . ?
C12 C11 C21 C22 -49.48(17) . . . . ?
C10 C11 C21 C22 132.78(13) . . . . ?
C12 C11 C21 C25 68.35(17) . . . . ?
C10 C11 C21 C25 -109.40(15) . . . . ?
C11 C21 C22 C23 111.78(13) . . . . ?
C25 C21 C22 C23 -10.71(15) . . . . ?
C21 C22 C23 C24 32.96(16) . . . . ?
C22 C23 C24 C25 -42.35(17) . . . . ?
C23 C24 C25 C21 35.93(17) . . . . ?
C11 C21 C25 C24 -138.60(13) . . . . ?
C22 C21 C25 C24 -15.43(16) . . . . ?
C31 C26 C27 C28 -0.92(19) . . . . ?
N1 C26 C27 C28 177.74(12) . . . . ?
C31 C26 C27 C37 178.97(12) . . . . ?
N1 C26 C27 C37 -2.37(17) . . . . ?
C26 C27 C28 C29 -0.2(2) . . . . ?
C37 C27 C28 C29 179.95(14) . . . . ?
C27 C28 C29 C30 1.1(3) . . . . ?
C28 C29 C30 C31 -1.0(3) . . . . ?
C29 C30 C31 C26 0.0(2) . . . . ?
C29 C30 C31 C32 -178.48(14) . . . . ?
C27 C26 C31 C30 1.01(19) . . . . ?
N1 C26 C31 C30 -177.62(12) . . . . ?
C27 C26 C31 C32 179.41(12) . . . . ?
N1 C26 C31 C32 0.78(19) . . . . ?
C30 C31 C32 C36 -53.77(18) . . . . ?
C26 C31 C32 C36 127.85(14) . . . . ?
C30 C31 C32 C33 64.39(19) . . . . ?
C26 C31 C32 C33 -113.99(16) . . . . ?
C31 C32 C33 C34 -164.76(15) . . . . ?
C36 C32 C33 C34 -38.89(19) . . . . ?
C32 C33 C34 C35 31.3(2) . . . . ?
C33 C34 C35 C36 -10.8(3) . . . . ?
C34 C35 C36 C32 -14.1(3) . . . . ?
C31 C32 C36 C35 158.54(17) . . . . ?
C33 C32 C36 C35 32.9(2) . . . . ?
C28 C27 C37 C38 9.4(2) . . . . ?
C26 C27 C37 C38 -170.53(13) . . . . ?
C28 C27 C37 C41 -109.98(16) . . . . ?
C26 C27 C37 C41 70.13(16) . . . . ?
C27 C37 C38 C39 -162.83(13) . . . . ?
C41 C37 C38 C39 -35.64(17) . . . . ?
C37 C38 C39 C40 15.55(18) . . . . ?
C38 C39 C40 C41 11.06(17) . . . . ?
C39 C40 C41 C37 -33.22(15) . . . . ?
C27 C37 C41 C40 168.93(12) . . . . ?
C38 C37 C41 C40 42.16(15) . . . . ?
C3 C2 N1 C26 -178.73(10) . . . . ?
C1 C2 N1 C26 6.29(18) . . . . ?
C3 C2 N1 Fe1 -8.76(14) . . . . ?
C1 C2 N1 Fe1 176.26(10) . . . . ?
C31 C26 N1 C2 76.82(15) . . . . ?
C27 C26 N1 C2 -101.86(13) . . . . ?
C31 C26 N1 Fe1 -91.89(13) . . . . ?
C27 C26 N1 Fe1 89.44(13) . . . . ?
C6 C7 N2 C3 -12.86(19) . . . . ?
C8 C7 N2 C3 160.67(11) . . . . ?
C6 C7 N2 Fe1 -175.16(10) . . . . ?
C8 C7 N2 Fe1 -1.62(15) . . . . ?
C4 C3 N2 C7 10.45(18) . . . . ?
C2 C3 N2 C7 -165.39(11) . . . . ?
C4 C3 N2 Fe1 172.81(10) . . . . ?
C2 C3 N2 Fe1 -3.04(14) . . . . ?
C7 C8 N3 C10 -174.97(11) . . . . ?
C9 C8 N3 C10 -0.6(2) . . . . ?
C7 C8 N3 Fe1 10.48(15) . . . . ?
C9 C8 N3 Fe1 -175.15(12) . . . . ?
C11 C10 N3 C8 101.74(14) . . . . ?
C15 C10 N3 C8 -79.42(16) . . . . ?
C11 C10 N3 Fe1 -84.28(13) . . . . ?
C15 C10 N3 Fe1 94.56(13) . . . . ?
C48B C49 C48A C47A -74.3(4) . . . . ?
Fe1 C49 C48A C47A -166.23(17) . . . . ?
C48B C49 C48A C43A 50.7(4) . . . . ?
Fe1 C49 C48A C43A -41.24(14) . . . . ?
C47A C48A C43A C42 -177.46(17) . . . . ?
C49 C48A C43A C42 56.38(15) . . . . ?
C47A C48A C43A C44A -53.1(3) . . . . ?
C49 C48A C43A C44A -179.2(3) . . . . ?
C43B C42 C43A C48A 48.0(4) . . . . ?
Fe1 C42 C43A C48A -45.64(14) . . . . ?
C43B C42 C43A C44A -74.8(5) . . . . ?
Fe1 C42 C43A C44A -168.4(3) . . . . ?
C48A C43A C44A C45A 54.4(5) . . . . ?
C42 C43A C44A C45A 173.5(3) . . . . ?
C43A C44A C45A C46A -57.5(5) . . . . ?
C44A C45A C46A C47A 58.3(3) . . . . ?
C43A C48A C47A C46A 53.4(3) . . . . ?
C49 C48A C47A C46A 174.80(18) . . . . ?
C45A C46A C47A C48A -55.5(3) . . . . ?
C14 C15 C16A C17A 48.9(5) . . . . ?
C10 C15 C16A C17A -129.9(4) . . . . ?
C16B C15 C16A C17A 173(3) . . . . ?
C14 C15 C16A C20A -68.7(3) . . . . ?
C10 C15 C16A C20A 112.5(3) . . . . ?
C16B C15 C16A C20A 56(3) . . . . ?
C15 C16A C17A C18A -107.7(4) . . . . ?
C20A C16A C17A C18A 13.9(5) . . . . ?
C16A C17A C18A C19A -35.6(5) . . . . ?
C17A C18A C19A C20A 43.5(5) . . . . ?
C18A C19A C20A C16A -34.4(4) . . . . ?
C15 C16A C20A C19A 136.2(4) . . . . ?
C17A C16A C20A C19A 12.6(5) . . . . ?
C48A C49 C48B C43B -49.6(3) . . . . ?
Fe1 C49 C48B C43B 48.3(4) . . . . ?
C48A C49 C48B C47B 73.6(5) . . . . ?
Fe1 C49 C48B C47B 171.4(4) . . . . ?
C43A C42 C43B C44B 63.0(13) . . . . ?
Fe1 C42 C43B C44B 159.5(12) . . . . ?
C43A C42 C43B C48B -53.7(4) . . . . ?
Fe1 C42 C43B C48B 42.7(4) . . . . ?
C49 C48B C43B C44B 179.0(11) . . . . ?
C47B C48B C43B C44B 56.1(12) . . . . ?
C49 C48B C43B C42 -60.2(4) . . . . ?
C47B C48B C43B C42 176.9(6) . . . . ?
C42 C43B C44B C45B -174.8(12) . . . . ?
C48B C43B C44B C45B -59.5(18) . . . . ?
C47B C46B C45B C44B -57.3(13) . . . . ?
C43B C44B C45B C46B 61.5(19) . . . . ?
C45B C46B C47B C48B 55.4(8) . . . . ?
C49 C48B C47B C46B -173.5(5) . . . . ?
C43B C48B C47B C46B -54.8(8) . . . . ?
C14 C15 C16B C20B -60.8(16) . . . . ?
C10 C15 C16B C20B 110.6(16) . . . . ?
C16A C15 C16B C20B -121(3) . . . . ?
C14 C15 C16B C17B 55.0(15) . . . . ?
C10 C15 C16B C17B -133.6(14) . . . . ?
C16A C15 C16B C17B -5(3) . . . . ?
C20B C16B C17B C18B 6(2) . . . . ?
C15 C16B C17B C18B -122.0(17) . . . . ?
C16B C17B C18B C19B 13(3) . . . . ?
C17B C18B C19B C20B -26(3) . . . . ?
C17B C16B C20B C19B -23(2) . . . . ?
C15 C16B C20B C19B 96(2) . . . . ?
C18B C19B C20B C16B 34(3) . . . . ?
