# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190122_FeCHCN2_dcm-Hex_a
_audit_block_doi                 10.5517/ccdc.csd.cc29h0b5
_database_code_depnum_ccdc_archive 'CCDC 2129586'
loop_
_audit_author_name
_audit_author_address
'Daisuke Sakamaki'
;Osaka Prefecture University
Japan
;
_audit_update_record             
;
2021-12-18 deposited with the CCDC.	2022-02-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C19 H14 Fe N2'
_chemical_formula_moiety         'C19 H14 Fe N2'
_chemical_formula_weight         326.18
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   15.4417(9)
_cell_length_b                   5.8159(3)
_cell_length_c                   16.2351(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 97.864(7)
_cell_angle_gamma                90.0000
_cell_volume                     1444.31(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11733
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      27.40
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.250
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672.00
_exptl_absorpt_coefficient_mu    1.039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.606
_exptl_absorpt_correction_T_max  0.771

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13290
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_theta_max         27.396
_diffrn_reflns_theta_min         3.416
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3281
_reflns_number_gt                2846
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0797
_refine_ls_wR_factor_gt          0.0762
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         3281
_refine_ls_number_parameters     255
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0433P)²+0.9155P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Fe1 Fe 0.20614(2) 0.48137(4) 0.42986(2) 0.01551(9) Uani 1 1 d . . . . .
N1 N 0.58799(12) 0.4551(3) 0.11867(11) 0.0308(4) Uani 1 1 d . . . . .
N2 N 0.68155(11) -0.0960(3) 0.28027(10) 0.0273(3) Uani 1 1 d . . . . .
C1 C 0.29539(11) 0.7335(3) 0.46632(11) 0.0183(3) Uani 1 1 d . . . . .
C2 C 0.23262(12) 0.7200(3) 0.52291(11) 0.0223(4) Uani 1 1 d . . . . .
C3 C 0.23598(12) 0.4935(3) 0.55643(11) 0.0218(4) Uani 1 1 d . . . . .
C4 C 0.30095(11) 0.3672(3) 0.52121(10) 0.0179(3) Uani 1 1 d . . . . .
C5 C 0.33862(11) 0.5152(3) 0.46491(10) 0.0154(3) Uani 1 1 d . . . . .
C6 C 0.1340(2) 0.5706(4) 0.31977(16) 0.0505(8) Uani 1 1 d . . . . .
C7 C 0.07973(17) 0.5259(6) 0.3771(2) 0.0607(9) Uani 1 1 d . . . . .
C8 C 0.0926(2) 0.3038(8) 0.40402(18) 0.0677(12) Uani 1 1 d . . . . .
C9 C 0.1575(2) 0.2076(4) 0.3625(2) 0.0671(13) Uani 1 1 d . . . . .
C10 C 0.18342(16) 0.3783(6) 0.30967(15) 0.0493(7) Uani 1 1 d . . . . .
C11 C 0.40834(10) 0.4586(3) 0.41464(10) 0.0142(3) Uani 1 1 d . . . . .
C12 C 0.43191(11) 0.6161(3) 0.35635(10) 0.0180(3) Uani 1 1 d . . . . .
C13 C 0.49903(12) 0.5702(3) 0.31031(10) 0.0188(3) Uani 1 1 d . . . . .
C14 C 0.54509(11) 0.3643(3) 0.32161(10) 0.0151(3) Uani 1 1 d . . . . .
C15 C 0.52197(11) 0.2040(3) 0.37836(10) 0.0174(3) Uani 1 1 d . . . . .
C16 C 0.45431(11) 0.2514(3) 0.42425(10) 0.0172(3) Uani 1 1 d . . . . .
C17 C 0.62350(11) 0.3284(3) 0.27438(10) 0.0170(3) Uani 1 1 d . . . . .
C18 C 0.60383(11) 0.3995(3) 0.18629(11) 0.0205(4) Uani 1 1 d . . . . .
C19 C 0.65609(11) 0.0889(3) 0.27774(10) 0.0195(3) Uani 1 1 d . . . . .
H1 H 0.3058(14) 0.867(4) 0.4349(13) 0.023(5) Uiso 1 1 d . . . . .
H2 H 0.1932(15) 0.838(4) 0.5330(13) 0.026(5) Uiso 1 1 d . . . . .
H3 H 0.2004(17) 0.433(4) 0.5924(15) 0.036(6) Uiso 1 1 d . . . . .
H4 H 0.3164(14) 0.208(4) 0.5329(12) 0.021(5) Uiso 1 1 d . . . . .
H5 H 0.223(3) 0.372(7) 0.278(2) 0.090(12) Uiso 1 1 d . . . . .
H6 H 0.177(3) 0.101(8) 0.365(2) 0.084(12) Uiso 1 1 d . . . . .
H7 H 0.069(3) 0.232(8) 0.437(3) 0.129(18) Uiso 1 1 d . . . . .
H8 H 0.044(3) 0.648(8) 0.395(3) 0.113(15) Uiso 1 1 d . . . . .
H9 H 0.142(2) 0.715(6) 0.292(2) 0.077(10) Uiso 1 1 d . . . . .
H10 H 0.4391(14) 0.139(4) 0.4622(13) 0.025(5) Uiso 1 1 d . . . . .
H11 H 0.5525(14) 0.058(4) 0.3858(13) 0.021(5) Uiso 1 1 d . . . . .
H12 H 0.5107(14) 0.679(4) 0.2705(13) 0.021(5) Uiso 1 1 d . . . . .
H13 H 0.4016(14) 0.759(4) 0.3469(13) 0.022(5) Uiso 1 1 d . . . . .
H14 H 0.6691(14) 0.428(4) 0.2958(13) 0.024(5) Uiso 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2017/1 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C9 2.018(2) . ?
Fe1 C10 2.026(2) . ?
Fe1 C8 2.029(2) . ?
Fe1 C7 2.038(2) . ?
Fe1 C6 2.040(2) . ?
Fe1 C1 2.0437(17) . ?
Fe1 C3 2.0447(18) . ?
Fe1 C4 2.0469(17) . ?
Fe1 C2 2.0511(17) . ?
Fe1 C5 2.0565(17) . ?
N1 C18 1.139(2) . ?
N2 C19 1.144(3) . ?
C1 C2 1.426(2) . ?
C1 C5 1.436(2) . ?
C1 H1 0.95(2) . ?
C2 C3 1.424(3) . ?
C2 H2 0.95(2) . ?
C3 C4 1.425(2) . ?
C3 H3 0.92(3) . ?
C4 C5 1.436(2) . ?
C4 H4 0.97(2) . ?
C5 C11 1.474(2) . ?
C6 C7 1.359(5) . ?
C6 C10 1.377(4) . ?
C6 H9 0.97(3) . ?
C7 C8 1.370(5) . ?
C7 H8 0.97(5) . ?
C8 C9 1.400(5) . ?
C8 H7 0.80(5) . ?
C9 C10 1.405(5) . ?
C9 H6 0.69(4) . ?
C10 H5 0.85(4) . ?
C11 C16 1.396(2) . ?
C11 C12 1.401(2) . ?
C12 C13 1.384(2) . ?
C12 H13 0.96(2) . ?
C13 C14 1.392(2) . ?
C13 H12 0.94(2) . ?
C14 C15 1.391(2) . ?
C14 C17 1.534(2) . ?
C15 C16 1.391(2) . ?
C15 H11 0.97(2) . ?
C16 H10 0.95(2) . ?
C17 C19 1.479(2) . ?
C17 C18 1.480(2) . ?
C17 H14 0.94(2) . ?

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
C9 Fe1 C10 40.67(14) . . ?
C9 Fe1 C8 40.47(16) . . ?
C10 Fe1 C8 67.62(12) . . ?
C9 Fe1 C7 66.95(13) . . ?
C10 Fe1 C7 66.60(11) . . ?
C8 Fe1 C7 39.36(15) . . ?
C9 Fe1 C6 66.89(10) . . ?
C10 Fe1 C6 39.58(12) . . ?
C8 Fe1 C6 66.12(12) . . ?
C7 Fe1 C6 38.94(13) . . ?
C9 Fe1 C1 155.41(15) . . ?
C10 Fe1 C1 120.82(10) . . ?
C8 Fe1 C1 162.68(15) . . ?
C7 Fe1 C1 126.85(12) . . ?
C6 Fe1 C1 109.71(9) . . ?
C9 Fe1 C3 126.03(12) . . ?
C10 Fe1 C3 164.56(11) . . ?
C8 Fe1 C3 107.16(10) . . ?
C7 Fe1 C3 119.30(11) . . ?
C6 Fe1 C3 153.23(11) . . ?
C1 Fe1 C3 68.52(7) . . ?
C9 Fe1 C4 108.24(9) . . ?
C10 Fe1 C4 127.91(10) . . ?
C8 Fe1 C4 119.79(12) . . ?
C7 Fe1 C4 153.48(12) . . ?
C6 Fe1 C4 165.53(11) . . ?
C1 Fe1 C4 68.64(7) . . ?
C3 Fe1 C4 40.76(7) . . ?
C9 Fe1 C2 162.82(14) . . ?
C10 Fe1 C2 154.23(12) . . ?
C8 Fe1 C2 125.20(13) . . ?
C7 Fe1 C2 107.85(10) . . ?
C6 Fe1 C2 120.21(9) . . ?
C1 Fe1 C2 40.76(7) . . ?
C3 Fe1 C2 40.68(7) . . ?
C4 Fe1 C2 68.60(7) . . ?
C9 Fe1 C5 120.51(12) . . ?
C10 Fe1 C5 109.24(9) . . ?
C8 Fe1 C5 154.80(14) . . ?
C7 Fe1 C5 164.45(13) . . ?
C6 Fe1 C5 128.44(11) . . ?
C1 Fe1 C5 41.00(6) . . ?
C3 Fe1 C5 68.88(7) . . ?
C4 Fe1 C5 40.95(6) . . ?
C2 Fe1 C5 68.95(7) . . ?
C2 C1 C5 108.68(15) . . ?
C2 C1 Fe1 69.90(10) . . ?
C5 C1 Fe1 69.98(9) . . ?
C2 C1 H1 124.6(13) . . ?
C5 C1 H1 126.7(13) . . ?
Fe1 C1 H1 125.7(13) . . ?
C3 C2 C1 107.74(15) . . ?
C3 C2 Fe1 69.42(10) . . ?
C1 C2 Fe1 69.34(9) . . ?
C3 C2 H2 126.6(13) . . ?
C1 C2 H2 125.5(13) . . ?
Fe1 C2 H2 123.4(13) . . ?
C2 C3 C4 108.34(15) . . ?
C2 C3 Fe1 69.90(10) . . ?
C4 C3 Fe1 69.70(10) . . ?
C2 C3 H3 126.8(16) . . ?
C4 C3 H3 124.7(16) . . ?
Fe1 C3 H3 123.4(15) . . ?
C3 C4 C5 108.37(15) . . ?
C3 C4 Fe1 69.54(10) . . ?
C5 C4 Fe1 69.88(9) . . ?
C3 C4 H4 125.6(12) . . ?
C5 C4 H4 126.0(12) . . ?
Fe1 C4 H4 125.8(12) . . ?
C4 C5 C1 106.88(14) . . ?
C4 C5 C11 127.49(15) . . ?
C1 C5 C11 125.63(15) . . ?
C4 C5 Fe1 69.17(9) . . ?
C1 C5 Fe1 69.02(9) . . ?
C11 C5 Fe1 126.83(11) . . ?
C7 C6 C10 109.3(3) . . ?
C7 C6 Fe1 70.46(14) . . ?
C10 C6 Fe1 69.65(14) . . ?
C7 C6 H9 128(2) . . ?
C10 C6 H9 123(2) . . ?
Fe1 C6 H9 123(2) . . ?
C6 C7 C8 108.8(3) . . ?
C6 C7 Fe1 70.60(15) . . ?
C8 C7 Fe1 69.95(15) . . ?
C6 C7 H8 120(3) . . ?
C8 C7 H8 131(3) . . ?
Fe1 C7 H8 121(3) . . ?
C7 C8 C9 107.8(3) . . ?
C7 C8 Fe1 70.69(16) . . ?
C9 C8 Fe1 69.34(15) . . ?
C7 C8 H7 130(4) . . ?
C9 C8 H7 122(4) . . ?
Fe1 C8 H7 125(3) . . ?
C8 C9 C10 107.1(3) . . ?
C8 C9 Fe1 70.19(16) . . ?
C10 C9 Fe1 69.97(13) . . ?
C8 C9 H6 131(3) . . ?
C10 C9 H6 121(3) . . ?
Fe1 C9 H6 123(3) . . ?
C6 C10 C9 107.0(3) . . ?
C6 C10 Fe1 70.77(14) . . ?
C9 C10 Fe1 69.36(15) . . ?
C6 C10 H5 124(3) . . ?
C9 C10 H5 129(3) . . ?
Fe1 C10 H5 123(3) . . ?
C16 C11 C12 117.70(15) . . ?
C16 C11 C5 121.97(14) . . ?
C12 C11 C5 120.31(14) . . ?
C13 C12 C11 121.44(15) . . ?
C13 C12 H13 117.8(12) . . ?
C11 C12 H13 120.7(12) . . ?
C12 C13 C14 120.10(15) . . ?
C12 C13 H12 118.0(13) . . ?
C14 C13 H12 121.8(13) . . ?
C15 C14 C13 119.41(15) . . ?
C15 C14 C17 122.12(15) . . ?
C13 C14 C17 118.37(14) . . ?
C16 C15 C14 120.09(15) . . ?
C16 C15 H11 119.6(12) . . ?
C14 C15 H11 120.3(12) . . ?
C15 C16 C11 121.25(15) . . ?
C15 C16 H10 118.8(13) . . ?
C11 C16 H10 119.9(13) . . ?
C19 C17 C18 108.81(14) . . ?
C19 C17 C14 113.42(14) . . ?
C18 C17 C14 111.94(14) . . ?
C19 C17 H14 109.4(13) . . ?
C18 C17 H14 103.2(13) . . ?
C14 C17 H14 109.5(13) . . ?
N1 C18 C17 179.4(2) . . ?
N2 C19 C17 179.8(2) . . ?

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
C5 C1 C2 C3 -0.4(2) . . . . ?
Fe1 C1 C2 C3 59.00(12) . . . . ?
C5 C1 C2 Fe1 -59.43(12) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
Fe1 C2 C3 C4 59.31(12) . . . . ?
C1 C2 C3 Fe1 -58.95(12) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
Fe1 C3 C4 C5 59.28(12) . . . . ?
C2 C3 C4 Fe1 -59.43(13) . . . . ?
C3 C4 C5 C1 -0.12(19) . . . . ?
Fe1 C4 C5 C1 58.95(11) . . . . ?
C3 C4 C5 C11 179.83(16) . . . . ?
Fe1 C4 C5 C11 -121.10(17) . . . . ?
C3 C4 C5 Fe1 -59.07(12) . . . . ?
C2 C1 C5 C4 0.34(19) . . . . ?
Fe1 C1 C5 C4 -59.04(11) . . . . ?
C2 C1 C5 C11 -179.61(15) . . . . ?
Fe1 C1 C5 C11 121.01(16) . . . . ?
C2 C1 C5 Fe1 59.38(12) . . . . ?
C10 C6 C7 C8 -0.7(3) . . . . ?
Fe1 C6 C7 C8 -59.72(18) . . . . ?
C10 C6 C7 Fe1 59.00(17) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
Fe1 C7 C8 C9 -59.68(18) . . . . ?
C6 C7 C8 Fe1 60.12(18) . . . . ?
C7 C8 C9 C10 0.0(3) . . . . ?
Fe1 C8 C9 C10 -60.54(16) . . . . ?
C7 C8 C9 Fe1 60.53(19) . . . . ?
C7 C6 C10 C9 0.7(3) . . . . ?
Fe1 C6 C10 C9 60.19(16) . . . . ?
C7 C6 C10 Fe1 -59.49(17) . . . . ?
C8 C9 C10 C6 -0.4(3) . . . . ?
Fe1 C9 C10 C6 -61.10(16) . . . . ?
C8 C9 C10 Fe1 60.68(17) . . . . ?
C4 C5 C11 C16 -7.8(3) . . . . ?
C1 C5 C11 C16 172.12(16) . . . . ?
Fe1 C5 C11 C16 -98.65(18) . . . . ?
C4 C5 C11 C12 173.66(16) . . . . ?
C1 C5 C11 C12 -6.4(3) . . . . ?
Fe1 C5 C11 C12 82.83(18) . . . . ?
C16 C11 C12 C13 -0.7(3) . . . . ?
C5 C11 C12 C13 177.89(15) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C15 1.2(3) . . . . ?
C12 C13 C14 C17 -175.29(15) . . . . ?
C13 C14 C15 C16 -1.0(2) . . . . ?
C17 C14 C15 C16 175.28(16) . . . . ?
C14 C15 C16 C11 0.0(3) . . . . ?
C12 C11 C16 C15 0.8(2) . . . . ?
C5 C11 C16 C15 -177.74(16) . . . . ?
C15 C14 C17 C19 15.2(2) . . . . ?
C13 C14 C17 C19 -168.42(15) . . . . ?
C15 C14 C17 C18 138.81(16) . . . . ?
C13 C14 C17 C18 -44.8(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_190515_FcPhCCN2-dimer_CHCl3-hex_monoclinic
_audit_block_doi                 10.5517/ccdc.csd.cc29h0c6
_database_code_depnum_ccdc_archive 'CCDC 2129587'
loop_
_audit_author_name
_audit_author_address
'Daisuke Sakamaki'
;Osaka Prefecture University
Japan
;
_audit_update_record             
;
2021-12-18 deposited with the CCDC.	2022-02-14 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C38 H26 Fe2 N4'
_chemical_formula_moiety         'C38 H26 Fe2 N4'
_chemical_formula_weight         650.34
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   17.371(2)
_cell_length_b                   10.1537(16)
_cell_length_c                   8.4136(15)
_cell_angle_alpha                90.0000
_cell_angle_beta                 103.231(7)
_cell_angle_gamma                90.0000
_cell_volume                     1444.6(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7160
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      27.52
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             668.00
_exptl_absorpt_coefficient_mu    1.039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.478
_exptl_absorpt_correction_T_max  0.901

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13132
_diffrn_reflns_av_unetI/netI     0.1034
_diffrn_reflns_av_R_equivalents  0.1272
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.135
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max ?
_diffrn_reflns_Laue_measured_fraction_full ?
_diffrn_reflns_point_group_measured_fraction_max ?
_diffrn_reflns_point_group_measured_fraction_full ?
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3290
_reflns_number_gt                1805
_reflns_threshold_expression     F²>3.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using reflections with F² > 3.0 sigma(F²).
    The weighted     R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 3.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          ?
_refine_ls_R_factor_gt           0.1597
_refine_ls_wR_factor_ref         0.1469
_refine_ls_wR_factor_gt          ?
_refine_ls_number_restraints     ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1805
_refine_ls_number_parameters     212
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    2445.3900    3290.4500    1163.8400
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         3.340
_refine_diff_density_min         -2.710
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.13845(8) 0.48024(11) 0.38339(17) 0.0211(3) Uani 1 4 d . . .
N1 N 0.6025(5) 0.5517(9) 0.3229(10) 0.047(3) Uani 1 4 d . . .
N2 N 0.4680(5) 0.7791(9) -0.0803(12) 0.046(3) Uani 1 4 d . . .
C1 C 0.2178(6) 0.6154(11) 0.4941(14) 0.047(3) Uani 1 4 d . . .
C2 C 0.1442(6) 0.6762(10) 0.4237(12) 0.037(3) Uani 1 4 d . . .
C3 C 0.0858(5) 0.6242(10) 0.4950(12) 0.034(3) Uani 1 4 d . . .
C4 C 0.1205(5) 0.5295(12) 0.6064(11) 0.040(3) Uani 1 4 d . . .
C5 C 0.2066(6) 0.5245(11) 0.6086(10) 0.039(3) Uani 1 4 d . . .
C6 C 0.1167(6) 0.4610(12) 0.1371(11) 0.045(3) Uani 1 4 d . . .
C7 C 0.0525(5) 0.3896(9) 0.2089(12) 0.030(3) Uani 1 4 d . . .
C8 C 0.0931(5) 0.2955(9) 0.3251(12) 0.034(3) Uani 1 4 d . . .
C9 C 0.1732(7) 0.2970(10) 0.3221(13) 0.041(3) Uani 1 4 d . . .
C10 C 0.1858(5) 0.3973(9) 0.2086(11) 0.030(3) Uani 1 4 d . . .
C11 C 0.2631(4) 0.4338(9) 0.1720(10) 0.026(2) Uani 1 4 d . . .
C12 C 0.3332(5) 0.3876(11) 0.2682(11) 0.036(3) Uani 1 4 d . . .
C13 C 0.4068(5) 0.4268(10) 0.2344(11) 0.033(3) Uani 1 4 d . . .
C14 C 0.4039(5) 0.5034(14) 0.1018(10) 0.047(3) Uani 1 4 d . . .
C15 C 0.3350(5) 0.5526(8) 0.0058(11) 0.024(2) Uani 1 4 d . . .
C16 C 0.2662(5) 0.5141(10) 0.0411(9) 0.033(2) Uani 1 4 d . . .
C17 C 0.4850(4) 0.5491(9) 0.0645(10) 0.025(2) Uani 1 4 d . . .
C18 C 0.5514(4) 0.5551(8) 0.2135(11) 0.023(2) Uani 1 4 d . . .
C19 C 0.4771(5) 0.6831(10) -0.0148(12) 0.030(3) Uani 1 4 d . . .
H1 H 0.26916 0.63612 0.46523 0.0569 Uiso 1 4 calc R . .
H2 H 0.13565 0.74568 0.33722 0.0444 Uiso 1 4 calc R . .
H3 H 0.0283 0.6473 0.46655 0.0396 Uiso 1 4 calc R . .
H4 H 0.0926 0.47335 0.67302 0.0499 Uiso 1 4 calc R . .
H5 H 0.24777 0.4686 0.68025 0.0462 Uiso 1 4 calc R . .
H6 H 0.10925 0.53297 0.05381 0.0527 Uiso 1 4 calc R . .
H7 H -0.00526 0.41029 0.18407 0.0370 Uiso 1 4 calc R . .
H8 H 0.0673 0.23908 0.39546 0.0412 Uiso 1 4 calc R . .
H9 H 0.21517 0.24064 0.39083 0.0526 Uiso 1 4 calc R . .
H12 H 0.33318 0.33296 0.3598 0.0445 Uiso 1 4 calc R . .
H13 H 0.45624 0.40005 0.3007 0.0396 Uiso 1 4 calc R . .
H15 H 0.33583 0.61017 -0.08272 0.0285 Uiso 1 4 calc R . .
H16 H 0.21778 0.54241 -0.0277 0.0390 Uiso 1 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_2
Fe1 C1 2.015(10) yes .
Fe1 C2 2.017(10) yes .
Fe1 C3 2.061(10) yes .
Fe1 C4 2.033(10) yes .
Fe1 C5 2.042(8) yes .
Fe1 C6 2.029(9) yes .
Fe1 C7 2.056(8) yes .
Fe1 C8 2.050(9) yes .
Fe1 C9 2.058(11) yes .
Fe1 C10 2.025(10) yes .
N1 C18 1.124(10) yes .
N2 C19 1.113(13) yes .
C1 C2 1.421(14) yes .
C1 C5 1.379(15) yes .
C2 C3 1.396(15) yes .
C3 C4 1.381(14) yes .
C4 C5 1.492(13) yes .
C6 C7 1.563(14) yes .
C6 C10 1.374(13) yes .
C7 C8 1.431(13) yes .
C8 C9 1.399(16) yes .
C9 C10 1.447(15) yes .
C10 C11 1.492(13) yes .
C11 C12 1.381(11) yes .
C11 C16 1.381(13) yes .
C12 C13 1.429(13) yes .
C13 C14 1.351(14) yes .
C14 C15 1.376(12) yes .
C14 C17 1.581(13) yes .
C15 C16 1.353(12) yes .
C17 C17 1.643(12) yes 3_665
C17 C18 1.498(10) yes .
C17 C19 1.508(13) yes .
C1 H1 1.000 no .
C2 H2 1.000 no .
C3 H3 1.000 no .
C4 H4 1.000 no .
C5 H5 1.000 no .
C6 H6 1.000 no .
C7 H7 1.000 no .
C8 H8 1.000 no .
C9 H9 1.000 no .
C12 H12 0.950 no .
C13 H13 0.950 no .
C15 H15 0.950 no .
C16 H16 0.950 no .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Fe1 C2 41.3(4) yes . .
C1 Fe1 C3 68.6(4) yes . .
C1 Fe1 C4 68.8(4) yes . .
C1 Fe1 C5 39.8(4) yes . .
C1 Fe1 C6 119.0(5) yes . .
C1 Fe1 C7 160.5(4) yes . .
C1 Fe1 C8 156.7(4) yes . .
C1 Fe1 C9 121.5(4) yes . .
C1 Fe1 C10 105.7(4) yes . .
C2 Fe1 C3 40.0(4) yes . .
C2 Fe1 C4 67.3(5) yes . .
C2 Fe1 C5 68.3(4) yes . .
C2 Fe1 C6 104.9(4) yes . .
C2 Fe1 C7 124.2(4) yes . .
C2 Fe1 C8 160.8(4) yes . .
C2 Fe1 C9 158.1(5) yes . .
C2 Fe1 C10 121.3(4) yes . .
C3 Fe1 C4 39.4(4) yes . .
C3 Fe1 C5 69.2(4) yes . .
C3 Fe1 C6 122.4(4) yes . .
C3 Fe1 C7 108.5(3) yes . .
C3 Fe1 C8 124.8(4) yes . .
C3 Fe1 C9 160.3(4) yes . .
C3 Fe1 C10 157.2(4) yes . .
C4 Fe1 C5 42.9(4) yes . .
C4 Fe1 C6 159.1(4) yes . .
C4 Fe1 C7 122.0(4) yes . .
C4 Fe1 C8 108.3(4) yes . .
C4 Fe1 C9 124.7(5) yes . .
C4 Fe1 C10 161.0(4) yes . .
C5 Fe1 C6 154.4(4) yes . .
C5 Fe1 C7 159.0(4) yes . .
C5 Fe1 C8 122.2(4) yes . .
C5 Fe1 C9 106.9(4) yes . .
C5 Fe1 C10 121.3(4) yes . .
C6 Fe1 C7 45.0(4) yes . .
C6 Fe1 C8 72.3(4) yes . .
C6 Fe1 C9 69.7(4) yes . .
C6 Fe1 C10 39.6(4) yes . .
C7 Fe1 C8 40.8(4) yes . .
C7 Fe1 C9 67.9(4) yes . .
C7 Fe1 C10 69.2(4) yes . .
C8 Fe1 C9 39.8(4) yes . .
C8 Fe1 C10 69.1(4) yes . .
C9 Fe1 C10 41.5(4) yes . .
Fe1 C1 C2 69.4(6) yes . .
Fe1 C1 C5 71.2(6) yes . .
C2 C1 C5 109.0(10) yes . .
Fe1 C2 C1 69.3(6) yes . .
Fe1 C2 C3 71.7(6) yes . .
C1 C2 C3 109.2(9) yes . .
Fe1 C3 C2 68.3(6) yes . .
Fe1 C3 C4 69.2(6) yes . .
C2 C3 C4 107.9(8) yes . .
Fe1 C4 C3 71.4(6) yes . .
Fe1 C4 C5 68.8(5) yes . .
C3 C4 C5 108.3(9) yes . .
Fe1 C5 C1 69.1(5) yes . .
Fe1 C5 C4 68.2(5) yes . .
C1 C5 C4 105.6(8) yes . .
Fe1 C6 C7 68.4(5) yes . .
Fe1 C6 C10 70.0(5) yes . .
C7 C6 C10 103.9(8) yes . .
Fe1 C7 C6 66.6(4) yes . .
Fe1 C7 C8 69.4(5) yes . .
C6 C7 C8 106.9(7) yes . .
Fe1 C8 C7 69.8(5) yes . .
Fe1 C8 C9 70.4(6) yes . .
C7 C8 C9 108.4(9) yes . .
Fe1 C9 C8 69.8(6) yes . .
Fe1 C9 C10 68.0(6) yes . .
C8 C9 C10 108.7(9) yes . .
Fe1 C10 C6 70.3(6) yes . .
Fe1 C10 C9 70.5(6) yes . .
Fe1 C10 C11 125.5(6) yes . .
C6 C10 C9 111.8(9) yes . .
C6 C10 C11 122.0(9) yes . .
C9 C10 C11 126.2(8) yes . .
C10 C11 C12 120.6(8) yes . .
C10 C11 C16 120.8(7) yes . .
C12 C11 C16 118.6(8) yes . .
C11 C12 C13 119.9(9) yes . .
C12 C13 C14 117.3(8) yes . .
C13 C14 C15 123.8(9) yes . .
C13 C14 C17 117.7(7) yes . .
C15 C14 C17 118.2(9) yes . .
C14 C15 C16 117.4(8) yes . .
C11 C16 C15 122.9(7) yes . .
C14 C17 C17 112.6(7) yes . 3_665
C14 C17 C18 113.4(7) yes . .
C14 C17 C19 110.9(7) yes . .
C17 C17 C18 106.1(6) yes 3_665 .
C17 C17 C19 105.4(7) yes 3_665 .
C18 C17 C19 107.9(7) yes . .
N1 C18 C17 175.6(9) yes . .
N2 C19 C17 176.0(9) yes . .
Fe1 C1 H1 125.799 no . .
C2 C1 H1 125.130 no . .
C5 C1 H1 125.907 no . .
Fe1 C2 H2 125.505 no . .
C1 C2 H2 125.401 no . .
C3 C2 H2 125.358 no . .
Fe1 C3 H3 125.468 no . .
C2 C3 H3 126.321 no . .
C4 C3 H3 125.717 no . .
Fe1 C4 H4 124.990 no . .
C3 C4 H4 125.767 no . .
C5 C4 H4 125.944 no . .
Fe1 C5 H5 128.092 no . .
C1 C5 H5 127.245 no . .
C4 C5 H5 127.132 no . .
Fe1 C6 H6 127.537 no . .
C7 C6 H6 128.333 no . .
C10 C6 H6 127.655 no . .
Fe1 C7 H7 125.817 no . .
C6 C7 H7 126.326 no . .
C8 C7 H7 126.632 no . .
Fe1 C8 H8 125.593 no . .
C7 C8 H8 124.735 no . .
C9 C8 H8 126.817 no . .
Fe1 C9 H9 126.100 no . .
C8 C9 H9 125.439 no . .
C10 C9 H9 125.799 no . .
C11 C12 H12 120.655 no . .
C13 C12 H12 119.412 no . .
C12 C13 H13 122.168 no . .
C14 C13 H13 120.536 no . .
C14 C15 H15 121.034 no . .
C16 C15 H15 121.536 no . .
C11 C16 H16 118.304 no . .
C15 C16 H16 118.821 no . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 Fe1 C2 C1 0.0(5) no . . . .
C1 Fe1 C2 C3 -119.7(8) no . . . .
C2 Fe1 C1 C2 0.0(5) no . . . .
C2 Fe1 C1 C5 119.7(8) no . . . .
C1 Fe1 C3 C2 38.0(4) no . . . .
C1 Fe1 C3 C4 -82.3(4) no . . . .
C3 Fe1 C1 C2 -36.9(4) no . . . .
C3 Fe1 C1 C5 82.8(5) no . . . .
C1 Fe1 C4 C3 81.6(5) no . . . .
C1 Fe1 C4 C5 -37.4(4) no . . . .
C4 Fe1 C1 C2 -79.3(5) no . . . .
C4 Fe1 C1 C5 40.4(4) no . . . .
C1 Fe1 C5 C1 -0.0(5) no . . . .
C1 Fe1 C5 C4 117.6(8) no . . . .
C5 Fe1 C1 C2 -119.7(8) no . . . .
C5 Fe1 C1 C5 -0.0(5) no . . . .
C1 Fe1 C6 C7 -165.9(4) no . . . .
C1 Fe1 C6 C10 79.3(6) no . . . .
C6 Fe1 C1 C2 79.2(6) no . . . .
C6 Fe1 C1 C5 -161.1(4) no . . . .
C1 Fe1 C8 C7 -163.1(10) no . . . .
C1 Fe1 C8 C9 -43.8(13) no . . . .
C8 Fe1 C1 C2 -166.6(9) no . . . .
C8 Fe1 C1 C5 -46.9(14) no . . . .
C1 Fe1 C9 C8 161.2(4) no . . . .
C1 Fe1 C9 C10 -77.6(6) no . . . .
C9 Fe1 C1 C2 162.1(4) no . . . .
C9 Fe1 C1 C5 -78.2(6) no . . . .
C1 Fe1 C10 C6 -116.8(4) no . . . .
C1 Fe1 C10 C9 120.1(4) no . . . .
C1 Fe1 C10 C11 -0.9(7) no . . . .
C10 Fe1 C1 C2 119.9(4) no . . . .
C10 Fe1 C1 C5 -120.5(4) no . . . .
C2 Fe1 C3 C2 0.0(4) no . . . .
C2 Fe1 C3 C4 -120.3(6) no . . . .
C3 Fe1 C2 C1 119.7(7) no . . . .
C3 Fe1 C2 C3 0.0(4) no . . . .
C2 Fe1 C4 C3 37.0(4) no . . . .
C2 Fe1 C4 C5 -82.1(5) no . . . .
C4 Fe1 C2 C1 83.3(4) no . . . .
C4 Fe1 C2 C3 -36.4(3) no . . . .
C2 Fe1 C5 C1 -38.1(4) no . . . .
C2 Fe1 C5 C4 79.5(5) no . . . .
C5 Fe1 C2 C1 36.7(4) no . . . .
C5 Fe1 C2 C3 -83.0(4) no . . . .
C2 Fe1 C6 C7 -123.8(4) no . . . .
C2 Fe1 C6 C10 121.4(5) no . . . .
C6 Fe1 C2 C1 -117.3(4) no . . . .
C6 Fe1 C2 C3 123.0(4) no . . . .
C2 Fe1 C7 C6 76.1(5) no . . . .
C2 Fe1 C7 C8 -163.8(4) no . . . .
C7 Fe1 C2 C1 -162.5(4) no . . . .
C7 Fe1 C2 C3 77.8(5) no . . . .
C2 Fe1 C9 C8 -165.8(8) no . . . .
C2 Fe1 C9 C10 -44.7(12) no . . . .
C9 Fe1 C2 C1 -44.7(12) no . . . .
C9 Fe1 C2 C3 -164.4(9) no . . . .
C2 Fe1 C10 C6 -74.8(5) no . . . .
C2 Fe1 C10 C9 162.1(3) no . . . .
C2 Fe1 C10 C11 41.1(8) no . . . .
C10 Fe1 C2 C1 -77.7(5) no . . . .
C10 Fe1 C2 C3 162.6(3) no . . . .
C3 Fe1 C4 C3 0.0(4) no . . . .
C3 Fe1 C4 C5 -119.0(7) no . . . .
C4 Fe1 C3 C2 120.3(6) no . . . .
C4 Fe1 C3 C4 0.0(4) no . . . .
C3 Fe1 C5 C1 -81.1(5) no . . . .
C3 Fe1 C5 C4 36.4(4) no . . . .
C5 Fe1 C3 C2 80.7(4) no . . . .
C5 Fe1 C3 C4 -39.6(4) no . . . .
C3 Fe1 C6 C7 -84.1(5) no . . . .
C3 Fe1 C6 C10 161.1(4) no . . . .
C6 Fe1 C3 C2 -73.6(5) no . . . .
C6 Fe1 C3 C4 166.1(4) no . . . .
C3 Fe1 C7 C6 117.6(4) no . . . .
C3 Fe1 C7 C8 -122.3(4) no . . . .
C7 Fe1 C3 C2 -121.5(4) no . . . .
C7 Fe1 C3 C4 118.2(4) no . . . .
C3 Fe1 C8 C7 77.6(5) no . . . .
C3 Fe1 C8 C9 -163.1(4) no . . . .
C8 Fe1 C3 C2 -163.8(3) no . . . .
C8 Fe1 C3 C4 75.9(5) no . . . .
C3 Fe1 C10 C6 -45.0(10) no . . . .
C3 Fe1 C10 C9 -168.0(7) no . . . .
C3 Fe1 C10 C11 70.9(11) no . . . .
C10 Fe1 C3 C2 -41.4(10) no . . . .
C10 Fe1 C3 C4 -161.7(7) no . . . .
C4 Fe1 C5 C1 -117.6(8) no . . . .
C4 Fe1 C5 C4 0.0(5) no . . . .
C5 Fe1 C4 C3 119.0(8) no . . . .
C5 Fe1 C4 C5 0.0(5) no . . . .
C4 Fe1 C6 C7 -58.7(14) no . . . .
C4 Fe1 C6 C10 -173.5(10) no . . . .
C6 Fe1 C4 C3 -34.8(15) no . . . .
C6 Fe1 C4 C5 -153.8(11) no . . . .
C4 Fe1 C7 C6 158.9(4) no . . . .
C4 Fe1 C7 C8 -81.0(5) no . . . .
C7 Fe1 C4 C3 -80.2(5) no . . . .
C7 Fe1 C4 C5 160.8(4) no . . . .
C4 Fe1 C8 C7 118.1(4) no . . . .
C4 Fe1 C8 C9 -122.7(4) no . . . .
C8 Fe1 C4 C3 -123.0(4) no . . . .
C8 Fe1 C4 C5 117.9(4) no . . . .
C4 Fe1 C9 C8 76.5(5) no . . . .
C4 Fe1 C9 C10 -162.4(3) no . . . .
C9 Fe1 C4 C3 -164.0(4) no . . . .
C9 Fe1 C4 C5 77.0(6) no . . . .
C5 Fe1 C6 C7 165.4(8) no . . . .
C5 Fe1 C6 C10 50.7(13) no . . . .
C6 Fe1 C5 C1 41.0(12) no . . . .
C6 Fe1 C5 C4 158.6(9) no . . . .
C5 Fe1 C7 C6 -162.4(10) no . . . .
C5 Fe1 C7 C8 -42.3(13) no . . . .
C7 Fe1 C5 C1 -168.6(9) no . . . .
C7 Fe1 C5 C4 -51.1(13) no . . . .
C5 Fe1 C8 C7 163.4(4) no . . . .
C5 Fe1 C8 C9 -77.3(6) no . . . .
C8 Fe1 C5 C1 160.0(4) no . . . .
C8 Fe1 C5 C4 -82.4(5) no . . . .
C5 Fe1 C9 C8 120.4(4) no . . . .
C5 Fe1 C9 C10 -118.5(4) no . . . .
C9 Fe1 C5 C1 119.3(5) no . . . .
C9 Fe1 C5 C4 -123.2(5) no . . . .
C5 Fe1 C10 C6 -157.0(4) no . . . .
C5 Fe1 C10 C9 79.9(5) no . . . .
C5 Fe1 C10 C11 -41.1(8) no . . . .
C10 Fe1 C5 C1 76.3(6) no . . . .
C10 Fe1 C5 C4 -166.1(4) no . . . .
C6 Fe1 C7 C6 0.0(5) no . . . .
C6 Fe1 C7 C8 120.1(7) no . . . .
C7 Fe1 C6 C7 -0.0(4) no . . . .
C7 Fe1 C6 C10 -114.8(7) no . . . .
C6 Fe1 C8 C7 -39.9(4) no . . . .
C6 Fe1 C8 C9 79.3(5) no . . . .
C8 Fe1 C6 C7 36.4(4) no . . . .
C8 Fe1 C6 C10 -78.4(5) no . . . .
C6 Fe1 C9 C8 -86.4(5) no . . . .
C6 Fe1 C9 C10 34.7(4) no . . . .
C9 Fe1 C6 C7 78.5(5) no . . . .
C9 Fe1 C6 C10 -36.3(5) no . . . .
C6 Fe1 C10 C6 0.0(5) no . . . .
C6 Fe1 C10 C9 -123.1(7) no . . . .
C6 Fe1 C10 C11 115.9(10) no . . . .
C10 Fe1 C6 C7 114.8(8) no . . . .
C10 Fe1 C6 C10 -0.0(4) no . . . .
C7 Fe1 C8 C7 -0.0(4) no . . . .
C7 Fe1 C8 C9 119.3(7) no . . . .
C8 Fe1 C7 C6 -120.1(7) no . . . .
C8 Fe1 C7 C8 -0.0(5) no . . . .
C7 Fe1 C9 C8 -38.0(4) no . . . .
C7 Fe1 C9 C10 83.1(4) no . . . .
C9 Fe1 C7 C6 -83.0(4) no . . . .
C9 Fe1 C7 C8 37.1(4) no . . . .
C7 Fe1 C10 C6 43.4(4) no . . . .
C7 Fe1 C10 C9 -79.7(4) no . . . .
C7 Fe1 C10 C11 159.2(7) no . . . .
C10 Fe1 C7 C6 -38.3(3) no . . . .
C10 Fe1 C7 C8 81.8(4) no . . . .
C8 Fe1 C9 C8 -0.0(4) no . . . .
C8 Fe1 C9 C10 121.1(7) no . . . .
C9 Fe1 C8 C7 -119.3(8) no . . . .
C9 Fe1 C8 C9 -0.0(5) no . . . .
C8 Fe1 C10 C6 87.2(4) no . . . .
C8 Fe1 C10 C9 -35.9(3) no . . . .
C8 Fe1 C10 C11 -157.0(7) no . . . .
C10 Fe1 C8 C7 -81.9(4) no . . . .
C10 Fe1 C8 C9 37.4(4) no . . . .
C9 Fe1 C10 C6 123.1(7) no . . . .
C9 Fe1 C10 C9 0.0(4) no . . . .
C9 Fe1 C10 C11 -121.1(9) no . . . .
C10 Fe1 C9 C8 -121.1(7) no . . . .
C10 Fe1 C9 C10 0.0(4) no . . . .
Fe1 C1 C2 Fe1 0.00(5) no . . . .
Fe1 C1 C2 C3 60.9(6) no . . . .
Fe1 C1 C5 Fe1 -0.00(4) no . . . .
Fe1 C1 C5 C4 -58.7(5) no . . . .
C2 C1 C5 Fe1 59.3(7) no . . . .
C2 C1 C5 C4 0.6(11) no . . . .
C5 C1 C2 Fe1 -60.4(8) no . . . .
C5 C1 C2 C3 0.5(11) no . . . .
Fe1 C2 C3 Fe1 0.00(4) no . . . .
Fe1 C2 C3 C4 58.0(6) no . . . .
C1 C2 C3 Fe1 -59.4(7) no . . . .
C1 C2 C3 C4 -1.4(11) no . . . .
Fe1 C3 C4 Fe1 0.00(4) no . . . .
Fe1 C3 C4 C5 59.2(6) no . . . .
C2 C3 C4 Fe1 -57.4(7) no . . . .
C2 C3 C4 C5 1.8(11) no . . . .
Fe1 C4 C5 Fe1 -0.00(3) no . . . .
Fe1 C4 C5 C1 59.3(5) no . . . .
C3 C4 C5 Fe1 -60.8(7) no . . . .
C3 C4 C5 C1 -1.5(11) no . . . .
Fe1 C6 C7 Fe1 -0.00(4) no . . . .
Fe1 C6 C7 C8 -57.8(5) no . . . .
Fe1 C6 C10 Fe1 0.00(4) no . . . .
Fe1 C6 C10 C9 58.3(6) no . . . .
Fe1 C6 C10 C11 -120.3(8) no . . . .
C7 C6 C10 Fe1 -60.4(6) no . . . .
C7 C6 C10 C9 -2.1(10) no . . . .
C7 C6 C10 C11 179.3(7) no . . . .
C10 C6 C7 Fe1 61.5(6) no . . . .
C10 C6 C7 C8 3.7(10) no . . . .
Fe1 C7 C8 Fe1 0.00(5) no . . . .
Fe1 C7 C8 C9 -60.0(5) no . . . .
C6 C7 C8 Fe1 56.1(6) no . . . .
C6 C7 C8 C9 -3.9(10) no . . . .
Fe1 C8 C9 Fe1 0.00(4) no . . . .
Fe1 C8 C9 C10 -57.0(6) no . . . .
C7 C8 C9 Fe1 59.7(7) no . . . .
C7 C8 C9 C10 2.7(11) no . . . .
Fe1 C9 C10 Fe1 -0.00(4) no . . . .
Fe1 C9 C10 C6 -58.2(6) no . . . .
Fe1 C9 C10 C11 120.3(8) no . . . .
C8 C9 C10 Fe1 58.0(7) no . . . .
C8 C9 C10 C6 -0.2(11) no . . . .
C8 C9 C10 C11 178.3(8) no . . . .
Fe1 C10 C11 C12 79.3(10) no . . . .
Fe1 C10 C11 C16 -101.0(8) no . . . .
C6 C10 C11 C12 166.9(8) no . . . .
C6 C10 C11 C16 -13.4(13) no . . . .
C9 C10 C11 C12 -11.5(14) no . . . .
C9 C10 C11 C16 168.3(8) no . . . .
C10 C11 C12 C13 -178.1(8) no . . . .
C10 C11 C16 C15 178.2(8) no . . . .
C12 C11 C16 C15 -2.0(14) no . . . .
C16 C11 C12 C13 2.1(14) no . . . .
C11 C12 C13 C14 -3.4(14) no . . . .
C12 C13 C14 C15 4.7(16) no . . . .
C12 C13 C14 C17 179.2(8) no . . . .
C13 C14 C15 C16 -4.6(16) no . . . .
C13 C14 C17 C17 94.2(10) no . . . 3_665
C13 C14 C17 C18 -26.3(13) no . . . .
C13 C14 C17 C19 -148.0(9) no . . . .
C15 C14 C17 C17 -91.1(11) no . . . 3_665
C15 C14 C17 C18 148.4(8) no . . . .
C15 C14 C17 C19 26.8(12) no . . . .
C17 C14 C15 C16 -179.0(7) no . . . .
C14 C15 C16 C11 3.1(13) no . . . .
C14 C17 C17 C14 -180.0(6) no . . 3_665 3_665
C14 C17 C17 C18 55.4(8) no . . 3_665 3_665
C14 C17 C17 C19 -58.9(7) no . . 3_665 3_665
C18 C17 C17 C14 -55.4(8) no . . 3_665 3_665
C18 C17 C17 C18 -180.0(6) no . . 3_665 3_665
C18 C17 C17 C19 65.7(7) no . . 3_665 3_665
C19 C17 C17 C14 58.9(7) no . . 3_665 3_665
C19 C17 C17 C18 -65.7(7) no . . 3_665 3_665
C19 C17 C17 C19 180.0(5) no . . 3_665 3_665

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
N1 C13 3.544(12) no . .
N1 C14 3.559(11) no . .
N1 C14 3.593(12) no . 3_665
N1 C15 3.365(13) no . 3_665
N1 C17 3.423(11) no . 3_665
N1 C19 3.430(11) no . .
N1 C19 3.560(13) no . 3_665
N2 C13 3.474(14) no . 3_665
N2 C14 3.492(16) no . .
N2 C15 3.452(12) no . .
N2 C17 3.426(12) no . 3_665
N2 C18 3.426(12) no . .
N2 C18 3.565(12) no . 3_665
C1 C11 3.513(15) no . .
C6 C16 2.940(14) no . .
C9 C12 3.058(15) no . .
C11 C14 2.737(13) no . .
C12 C15 2.776(13) no . .
C13 C16 2.753(11) no . .
C13 C17 3.475(13) no . 3_665
C13 C18 2.870(12) no . .
C13 C19 3.229(14) no . 3_665
C14 C18 2.988(13) no . 3_665
C14 C19 3.014(15) no . 3_665
C15 C17 3.470(12) no . 3_665
C15 C18 3.187(13) no . 3_665
C15 C19 2.843(12) no . .
C18 C19 2.917(13) no . 3_665
N1 N2 3.155(13) no . 4_576
N1 C1 3.577(13) no . 3_666
N1 C5 3.324(13) no . 3_666
N1 C12 3.421(12) no . 3_666
N2 N1 3.155(13) no . 4_575
N2 C13 3.543(12) no . 2_655
N2 C13 3.423(13) no . 4_575
N2 C14 3.451(14) no . 4_575
N2 C17 3.531(13) no . 4_575
N2 C18 3.017(13) no . 4_575
C1 N1 3.577(13) no . 3_666
C5 N1 3.324(13) no . 3_666
C5 C15 3.579(11) no . 1_556
C5 C16 3.549(11) no . 1_556
C12 N1 3.421(12) no . 3_666
C13 N2 3.543(12) no . 2_645
C13 N2 3.423(13) no . 4_576
C14 N2 3.451(14) no . 4_576
C15 C5 3.579(11) no . 1_554
C16 C5 3.549(11) no . 1_554
C17 N2 3.531(13) no . 4_576
C18 N2 3.017(13) no . 4_576
N1 H13 2.9406 no . .
N1 H15 2.9869 no . 3_665
N2 H13 3.0982 no . 3_665
N2 H15 2.8614 no . .
C1 H3 3.2619 no . .
C1 H4 3.2513 no . .
C2 H4 3.2101 no . .
C2 H5 3.2498 no . .
C2 H6 3.3617 no . .
C3 H1 3.2545 no . .
C3 H5 3.2917 no . .
C3 H7 3.4884 no . .
C4 H1 3.2636 no . .
C4 H2 3.2072 no . .
C4 H8 3.4569 no . .
C5 H2 3.2384 no . .
C5 H3 3.2985 no . .
C5 H9 3.4373 no . .
C6 H2 3.3234 no . .
C6 H8 3.3757 no . .
C6 H9 3.2890 no . .
C6 H16 2.6078 no . .
C7 H3 3.4844 no . .
C7 H9 3.2605 no . .
C8 H4 3.4412 no . .
C8 H6 3.3759 no . .
C9 H5 3.4652 no . .
C9 H6 3.3049 no . .
C9 H7 3.2614 no . .
C9 H12 2.7478 no . .
C10 H1 3.3479 no . .
C10 H7 3.2802 no . .
C10 H8 3.2820 no . .
C10 H12 2.6666 no . .
C10 H16 2.6338 no . .
C11 H1 3.1933 no . .
C11 H6 2.8160 no . .
C11 H9 2.9382 no . .
C11 H13 3.2987 no . .
C11 H15 3.2610 no . .
C12 H1 3.3459 no . .
C12 H9 2.9096 no . .
C12 H16 3.2253 no . .
C13 H15 3.2554 no . .
C14 H12 3.2312 no . .
C14 H16 3.1917 no . .
C15 H13 3.2555 no . .
C16 H6 2.7596 no . .
C16 H12 3.2400 no . .
C17 H13 2.6349 no . .
C17 H13 3.4907 no . 3_665
C17 H15 2.6772 no . .
C17 H15 3.4789 no . 3_665
C18 H13 2.5114 no . .
C18 H15 2.9744 no . 3_665
C19 H13 3.0189 no . 3_665
C19 H15 2.5016 no . .
H1 H2 2.5754 no . .
H1 H5 2.5713 no . .
H1 H12 3.4569 no . .
H2 H3 2.5667 no . .
H2 H6 3.1718 no . .
H3 H4 2.5489 no . .
H3 H7 3.3385 no . .
H4 H5 2.6826 no . .
H4 H8 3.2917 no . .
H5 H9 3.3131 no . .
H6 H7 2.7762 no . .
H6 H16 2.1507 no . .
H7 H8 2.5977 no . .
H8 H9 2.5779 no . .
H9 H12 2.3225 no . .
H12 H13 2.4016 no . .
H15 H16 2.3081 no . .
N1 H1 3.1563 no . 3_666
N1 H5 2.6146 no . 3_666
N1 H12 3.5429 no . 2_655
N1 H12 2.8949 no . 3_666
N1 H13 3.5765 no . 3_666
N2 H12 3.5693 no . 2_655
N2 H13 2.7126 no . 2_655
N2 H13 3.4010 no . 4_575
C1 H16 3.4793 no . 4_576
C2 H6 3.2549 no . 4_576
C2 H7 3.3609 no . 2_555
C2 H16 3.1191 no . 4_576
C3 H2 3.1054 no . 4_576
C3 H3 3.4528 no . 3_566
C3 H4 3.2519 no . 3_566
C3 H6 3.5267 no . 4_576
C3 H7 3.4209 no . 2_555
C3 H7 3.3310 no . 3_566
C3 H8 3.3118 no . 3_566
C4 H2 2.9694 no . 4_576
C4 H3 3.0916 no . 3_566
C4 H7 3.0179 no . 3_566
C4 H16 3.1574 no . 1_556
C5 H2 3.4272 no . 4_576
C5 H9 3.5703 no . 4_566
C5 H15 3.1418 no . 1_556
C5 H16 3.0266 no . 1_556
C6 H7 3.2192 no . 3_565
C6 H8 2.8634 no . 4_565
C7 H2 3.5201 no . 2_545
C7 H3 3.0421 no . 2_545
C7 H3 3.3648 no . 3_566
C7 H4 3.2290 no . 3_566
C7 H6 3.2497 no . 3_565
C7 H8 3.0063 no . 4_565
C8 H3 3.2189 no . 2_545
C8 H3 3.0898 no . 3_566
C8 H4 3.0139 no . 4_565
C8 H8 3.5566 no . 4_565
C9 H4 3.2040 no . 4_565
C9 H5 3.3288 no . 4_565
C10 H8 3.2576 no . 4_565
C10 H9 3.1614 no . 4_565
C11 H9 2.9201 no . 4_565
C15 H1 3.3522 no . 4_575
C15 H5 2.9369 no . 1_554
C16 H2 3.5008 no . 4_575
C16 H5 3.0145 no . 1_554
C16 H9 2.9256 no . 4_565
C18 H5 3.4054 no . 3_666
C18 H12 3.5948 no . 2_655
C18 H13 3.5060 no . 2_655
C19 H12 3.5925 no . 2_655
C19 H13 2.9125 no . 2_655
H1 N1 3.1563 no . 3_666
H1 C15 3.3522 no . 4_576
H1 H15 2.8904 no . 4_576
H1 H16 3.3880 no . 4_576
H2 C3 3.1054 no . 4_575
H2 C4 2.9694 no . 4_575
H2 C5 3.4272 no . 4_575
H2 C7 3.5201 no . 2_555
H2 C16 3.5008 no . 4_576
H2 H3 3.4238 no . 4_575
H2 H4 3.1834 no . 4_575
H2 H6 2.9942 no . 4_576
H2 H7 2.7875 no . 2_555
H2 H16 2.6860 no . 4_576
H3 C3 3.4528 no . 3_566
H3 C4 3.0916 no . 3_566
H3 C7 3.0421 no . 2_555
H3 C7 3.3648 no . 3_566
H3 C8 3.2189 no . 2_555
H3 C8 3.0898 no . 3_566
H3 H2 3.4238 no . 4_576
H3 H3 3.2380 no . 3_566
H3 H4 2.4822 no . 3_566
H3 H6 3.5473 no . 4_576
H3 H7 2.9436 no . 2_555
H3 H7 3.1115 no . 3_566
H3 H8 3.2539 no . 2_555
H3 H8 2.5138 no . 3_566
H4 C3 3.2519 no . 3_566
H4 C7 3.2290 no . 3_566
H4 C8 3.0139 no . 4_566
H4 C9 3.2040 no . 4_566
H4 H2 3.1834 no . 4_576
H4 H3 2.4822 no . 3_566
H4 H6 3.2079 no . 1_556
H4 H7 2.4451 no . 3_566
H4 H8 2.9538 no . 4_566
H4 H9 3.2904 no . 4_566
H4 H16 3.0090 no . 1_556
H5 N1 2.6146 no . 3_666
H5 C9 3.3288 no . 4_566
H5 C15 2.9369 no . 1_556
H5 C16 3.0145 no . 1_556
H5 C18 3.4054 no . 3_666
H5 H9 2.9039 no . 4_566
H5 H12 3.5823 no . 4_566
H5 H15 2.6433 no . 1_556
H5 H16 2.7307 no . 1_556
H6 C2 3.2549 no . 4_575
H6 C3 3.5267 no . 4_575
H6 C7 3.2497 no . 3_565
H6 H2 2.9942 no . 4_575
H6 H3 3.5473 no . 4_575
H6 H4 3.2079 no . 1_554
H6 H7 2.4384 no . 3_565
H6 H8 3.0809 no . 4_565
H7 C2 3.3609 no . 2_545
H7 C3 3.4209 no . 2_545
H7 C3 3.3310 no . 3_566
H7 C4 3.0179 no . 3_566
H7 C6 3.2192 no . 3_565
H7 H2 2.7875 no . 2_545
H7 H3 2.9436 no . 2_545
H7 H3 3.1115 no . 3_566
H7 H4 2.4451 no . 3_566
H7 H6 2.4384 no . 3_565
H7 H8 3.5248 no . 2_555
H7 H8 3.3446 no . 4_565
H8 C3 3.3118 no . 3_566
H8 C6 2.8634 no . 4_566
H8 C7 3.0063 no . 4_566
H8 C8 3.5566 no . 4_566
H8 C10 3.2576 no . 4_566
H8 H3 3.2539 no . 2_545
H8 H3 2.5138 no . 3_566
H8 H4 2.9538 no . 4_565
H8 H6 3.0809 no . 4_566
H8 H7 3.5248 no . 2_545
H8 H7 3.3446 no . 4_566
H9 C5 3.5703 no . 4_565
H9 C10 3.1614 no . 4_566
H9 C11 2.9201 no . 4_566
H9 C16 2.9256 no . 4_566
H9 H4 3.2904 no . 4_565
H9 H5 2.9039 no . 4_565
H9 H16 2.9526 no . 4_566
H12 N1 3.5429 no . 2_645
H12 N1 2.8949 no . 3_666
H12 N2 3.5693 no . 2_645
H12 C18 3.5948 no . 2_645
H12 C19 3.5925 no . 2_645
H12 H5 3.5823 no . 4_565
H13 N1 3.5765 no . 3_666
H13 N2 2.7126 no . 2_645
H13 N2 3.4010 no . 4_576
H13 C18 3.5060 no . 2_645
H13 C19 2.9125 no . 2_645
H15 C5 3.1418 no . 1_554
H15 H1 2.8904 no . 4_575
H15 H5 2.6433 no . 1_554
H16 C1 3.4793 no . 4_575
H16 C2 3.1191 no . 4_575
H16 C4 3.1574 no . 1_554
H16 C5 3.0266 no . 1_554
H16 H1 3.3880 no . 4_575
H16 H2 2.6860 no . 4_575
H16 H4 3.0090 no . 1_554
H16 H5 2.7307 no . 1_554
H16 H9 2.9526 no . 4_565

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
