# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_Fe_bpp_adip_anh
_database_code_depnum_ccdc_archive 'CCDC 1507864'
loop_
_audit_author_name
_audit_author_address
'Ver?nica Jornet Moll?'
;University of Valencia
Spain
;
_audit_update_record             
;
2016-10-03 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT772_Fe_bpp_adip_anh     
;
PROBLEM: Suspect O-H Bond in CIF:   O4B    --  H4N     ..       1.41 Ang.
RESPONSE: H4N is bonded to a nitrogen atom (N4) of the 3-bpp ligand (2,6-bis(pyrazol-3-yl)pyridine). O4B is a disordered oxygen atom of a carboxylate group which is acting as acceptor in the H-bond with H4N. The short H-bond distance between H4N and O4B is due to the disorder in the adipate anion, which is disordered in two close positions. The 3-bpp ligand exhibit dynamic disorder which could not be resolved into two diferent positions.
;
# Added during the CSD deposition process: Monday 03 October 2016 12:07 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C22 H18 Fe N10 2+) (C6 H8 O4 2-)'

_chemical_formula_sum            'C28 H26 Fe N10 O4'
_chemical_formula_weight         622.44

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.3091(5)
_cell_length_b                   20.1160(4)
_cell_length_c                   14.9144(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.730(2)
_cell_angle_gamma                90
_cell_volume                     5481.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    119.9(2)
_cell_measurement_reflns_used    13333
_cell_measurement_theta_min      3.0460
_cell_measurement_theta_max      27.3750

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_F_000             2576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.059
_exptl_absorpt_coefficient_mu    0.606
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.69409
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      119.9(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
;
SuperNova, Single source at offset, Sapphire3
;
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0267
_diffrn_reflns_number            65275
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.012
_diffrn_reflns_theta_max         29.792
_diffrn_reflns_theta_full        28.500
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             7476
_reflns_number_gt                6047
_diffrn_orient_matrix_type       
;
CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0038086000
_diffrn_orient_matrix_UB_12      0.0199332000
_diffrn_orient_matrix_UB_13      -0.0386502000
_diffrn_orient_matrix_UB_21      -0.0382772000
_diffrn_orient_matrix_UB_22      -0.0019120000
_diffrn_orient_matrix_UB_23      -0.0105095000
_diffrn_orient_matrix_UB_31      -0.0052053000
_diffrn_orient_matrix_UB_32      0.0290254000
_diffrn_orient_matrix_UB_33      0.0258378000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00   8.50   0.95   21.00    --  -22.74 -38.00-150.00  110
  2  ω    -89.00  52.55   0.95   21.00    --  -22.74  19.00-150.00  149
  3  ω   -102.00 -35.50   0.95   21.00    --  -22.74-178.00  30.00   70
  4  ω    -95.00   9.50   0.95   21.00    --  -22.74 -77.00 -60.00  110
  5  ω    -20.00  67.40   0.95   21.00    --   23.37 -99.00-150.00   92
  6  ω     34.00 105.25   0.95   21.00    --   23.37-178.00 150.00   75
  7  ω    -93.00   0.10   0.95   21.00    --  -22.74 -57.00  90.00   98
  8  ω    -93.00   0.10   0.95   21.00    --  -22.74 -57.00  30.00   98
  9  ω    -93.00   0.10   0.95   21.00    --  -22.74 -57.00-180.00   98
 10  ω   -102.00 -35.50   0.95   21.00    --  -22.74-178.00-150.00   70
 11  ω     35.00 102.45   0.95   21.00    --   23.37 178.00   0.00   71
 12  ω    -95.00   9.50   0.95   21.00    --  -22.74 -77.00  60.00  110
 13  ω    -49.00  55.50   0.95   21.00    --   23.37 -77.00   0.00  110
;
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_cell_refinement       
;
CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_data_reduction        
;
CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0244P)²+11.8154P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7476
_refine_ls_number_parameters     498
_refine_ls_number_restraints     294
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.0000 0.08779(2) 0.7500 0.01914(11) Uani 1 2 d S T P . .
N1 N 0.07088(13) 0.09641(15) 0.56008(16) 0.0443(6) Uani 1 1 d D . . . .
H1N H 0.0680(18) 0.1402(9) 0.555(2) 0.050(10) Uiso 1 1 d D . . . .
N2 N 0.04662(11) 0.06492(11) 0.63192(13) 0.0305(5) Uani 1 1 d . . . . .
N3 N 0.0000 -0.01173(14) 0.7500 0.0276(6) Uani 1 2 d S T P . .
N4 N 0.15571(12) 0.07779(13) 0.85818(16) 0.0408(6) Uani 1 1 d D . . . .
H4N H 0.166(2) 0.0332(11) 0.847(3) 0.110(17) Uiso 1 1 d D . . . .
N5 N 0.09833(11) 0.11109(10) 0.81903(13) 0.0276(4) Uani 1 1 d . . . . .
N6 N 0.0000 0.18750(13) 0.7500 0.0237(6) Uani 1 2 d S T P . .
C1 C 0.09619(17) 0.0531(2) 0.50173(18) 0.0585(10) Uani 1 1 d . . . . .
H1 H 0.1157 0.0638 0.4476 0.070 Uiso 1 1 calc R U . . .
C2 C 0.08847(16) -0.00971(19) 0.53511(19) 0.0534(9) Uani 1 1 d . . . . .
H2 H 0.1014 -0.0497 0.5092 0.064 Uiso 1 1 calc R U . . .
C3 C 0.05689(14) -0.00030(14) 0.61674(16) 0.0330(6) Uani 1 1 d . . . . .
C4 C 0.02935(14) -0.04522(13) 0.68301(17) 0.0324(5) Uani 1 1 d . . . . .
C5 C 0.02951(18) -0.11411(14) 0.6809(2) 0.0471(7) Uani 1 1 d . . . . .
H5 H 0.0492 -0.1368 0.6338 0.057 Uiso 1 1 calc R U . . .
C6 C 0.0000 -0.1486(2) 0.7500 0.0576(13) Uani 1 2 d S T P . .
H6 H 0.0000 -0.1948 0.7500 0.069 Uiso 1 2 calc R U P . .
C7 C 0.19964(16) 0.12023(18) 0.9049(2) 0.0513(9) Uani 1 1 d . . . . .
H7 H 0.2431 0.1089 0.9371 0.062 Uiso 1 1 calc R U . . .
C8 C 0.17043(15) 0.18355(16) 0.89788(18) 0.0432(7) Uani 1 1 d . . . . .
H8 H 0.1889 0.2224 0.9244 0.052 Uiso 1 1 calc R U . . .
C9 C 0.10674(13) 0.17588(12) 0.84185(16) 0.0286(5) Uani 1 1 d . . . . .
C10 C 0.05229(13) 0.22084(12) 0.79941(15) 0.0271(5) Uani 1 1 d . . . . .
C11 C 0.05240(14) 0.28990(12) 0.80246(17) 0.0321(6) Uani 1 1 d . . . . .
H11 H 0.0871 0.3126 0.8391 0.039 Uiso 1 1 calc R U . . .
C12 C 0.0000 0.32428(18) 0.7500 0.0355(8) Uani 1 2 d S T P . .
H12 H 0.0000 0.3705 0.7500 0.043 Uiso 1 2 calc R U P . .
Fe2 Fe 0.5000 0.07525(2) 0.7500 0.02029(11) Uani 1 2 d S T P . .
N7 N 0.48273(11) 0.18682(9) 0.88963(13) 0.0259(4) Uani 1 1 d D . . . .
H7N H 0.5299(10) 0.1869(15) 0.9122(19) 0.045(9) Uiso 1 1 d D . . . .
N8 N 0.45850(10) 0.14450(9) 0.82464(12) 0.0226(4) Uani 1 1 d . . . . .
N9 N 0.40015(10) 0.07401(9) 0.70278(12) 0.0237(4) Uani 1 1 d . . . . .
N10 N 0.50527(10) 0.00632(9) 0.65766(12) 0.0224(4) Uani 1 1 d . . . . .
N11 N 0.55650(11) -0.03423(9) 0.62648(13) 0.0246(4) Uani 1 1 d D . . . .
H11N H 0.6042(11) -0.0284(17) 0.645(2) 0.064(11) Uiso 1 1 d D . . . .
C13 C 0.42744(14) 0.22596(12) 0.91414(18) 0.0328(6) Uani 1 1 d . . . . .
H13 H 0.4309 0.2588 0.9581 0.039 Uiso 1 1 calc R U . . .
C14 C 0.36549(14) 0.20892(12) 0.86321(19) 0.0340(6) Uani 1 1 d . . . . .
H14 H 0.3191 0.2275 0.8654 0.041 Uiso 1 1 calc R U . . .
C15 C 0.38659(13) 0.15741(11) 0.80699(16) 0.0264(5) Uani 1 1 d . . . . .
C16 C 0.35146(12) 0.11604(12) 0.73653(16) 0.0264(5) Uani 1 1 d . . . . .
C17 C 0.27851(13) 0.11567(13) 0.70421(18) 0.0338(6) Uani 1 1 d . . . . .
H17 H 0.2448 0.1444 0.7276 0.041 Uiso 1 1 calc R U . . .
C18 C 0.25730(14) 0.07149(14) 0.63650(19) 0.0393(6) Uani 1 1 d . . . . .
H18 H 0.2088 0.0707 0.6139 0.047 Uiso 1 1 calc R U . . .
C19 C 0.30748(14) 0.02828(14) 0.60169(18) 0.0354(6) Uani 1 1 d . . . . .
H19 H 0.2932 -0.0012 0.5558 0.042 Uiso 1 1 calc R U . . .
C20 C 0.37931(13) 0.03016(12) 0.63699(15) 0.0262(5) Uani 1 1 d . . . . .
C21 C 0.44120(13) -0.01008(12) 0.61299(15) 0.0249(5) Uani 1 1 d . . . . .
C22 C 0.45252(14) -0.06239(12) 0.55308(15) 0.0286(5) Uani 1 1 d . . . . .
H22 H 0.4177 -0.0834 0.5147 0.034 Uiso 1 1 calc R U . . .
C23 C 0.52609(14) -0.07577(11) 0.56335(15) 0.0285(5) Uani 1 1 d . . . . .
H23 H 0.5508 -0.1079 0.5322 0.034 Uiso 1 1 calc R U . . .
O1A O 0.4357(3) -0.2680(3) 0.9628(4) 0.0404(13) Uani 0.559(6) 1 d . U P A 1
O2A O 0.3802(9) -0.1890(8) 1.0275(11) 0.041(3) Uani 0.559(6) 1 d . U P A 1
C24A C 0.3806(12) -0.2339(9) 0.9764(13) 0.038(4) Uani 0.559(6) 1 d . U P A 1
C25A C 0.3072(3) -0.2577(3) 0.9278(5) 0.0448(16) Uani 0.559(6) 1 d D U P A 1
H25A H 0.3180 -0.2886 0.8805 0.054 Uiso 0.559(6) 1 calc R U P A 1
H25B H 0.2790 -0.2814 0.9704 0.054 Uiso 0.559(6) 1 calc R U P A 1
C26A C 0.2610(3) -0.2006(2) 0.8869(3) 0.0402(14) Uani 0.559(6) 1 d D U P A 1
H26A H 0.2122 -0.2166 0.8690 0.048 Uiso 0.559(6) 1 calc R U P A 1
H26B H 0.2565 -0.1659 0.9315 0.048 Uiso 0.559(6) 1 calc R U P A 1
C27A C 0.2962(4) -0.1721(3) 0.8055(4) 0.0479(17) Uani 0.559(6) 1 d D U P A 1
H27A H 0.3425 -0.1528 0.8276 0.058 Uiso 0.559(6) 1 calc R U P A 1
H27B H 0.3079 -0.2096 0.7682 0.058 Uiso 0.559(6) 1 calc R U P A 1
C28A C 0.2586(6) -0.1211(5) 0.7439(9) 0.045(2) Uani 0.559(6) 1 d D U P A 1
H28A H 0.2894 -0.1101 0.6955 0.054 Uiso 0.559(6) 1 calc R U P A 1
H28B H 0.2127 -0.1387 0.7178 0.054 Uiso 0.559(6) 1 calc R U P A 1
C29A C 0.2447(5) -0.0598(5) 0.7991(7) 0.0188(16) Uani 0.559(6) 1 d D U P A 1
O3A O 0.2943(8) -0.0250(8) 0.8410(10) 0.027(2) Uani 0.559(6) 1 d . U P A 1
O4A O 0.1766(5) -0.0464(5) 0.8051(8) 0.0300(15) Uani 0.559(6) 1 d . U P A 1
O1B O 0.4411(4) -0.2893(3) 0.9940(5) 0.0346(15) Uani 0.441(6) 1 d . U P A 2
O2B O 0.3871(12) -0.1931(9) 1.0404(13) 0.028(3) Uani 0.441(6) 1 d . U P A 2
C24B C 0.3907(14) -0.2460(10) 0.9837(13) 0.024(3) Uani 0.441(6) 1 d . U P A 2
C25B C 0.3374(4) -0.2474(3) 0.9044(4) 0.0280(14) Uani 0.441(6) 1 d D U P A 2
H25C H 0.2929 -0.2690 0.9211 0.034 Uiso 0.441(6) 1 calc R U P A 2
H25D H 0.3575 -0.2738 0.8575 0.034 Uiso 0.441(6) 1 calc R U P A 2
C26B C 0.3185(3) -0.1789(3) 0.8675(4) 0.0291(15) Uani 0.441(6) 1 d D U P A 2
H26C H 0.3629 -0.1582 0.8491 0.035 Uiso 0.441(6) 1 calc R U P A 2
H26D H 0.3005 -0.1522 0.9155 0.035 Uiso 0.441(6) 1 calc R U P A 2
C27B C 0.2594(4) -0.1777(4) 0.7851(5) 0.0382(18) Uani 0.441(6) 1 d D U P A 2
H27C H 0.2728 -0.2076 0.7379 0.046 Uiso 0.441(6) 1 calc R U P A 2
H27D H 0.2113 -0.1898 0.8036 0.046 Uiso 0.441(6) 1 calc R U P A 2
C28B C 0.2613(10) -0.1059(6) 0.7549(11) 0.064(5) Uani 0.441(6) 1 d D U P A 2
H28C H 0.2245 -0.1018 0.7054 0.077 Uiso 0.441(6) 1 calc R U P A 2
H28D H 0.3083 -0.0996 0.7296 0.077 Uiso 0.441(6) 1 calc R U P A 2
C29B C 0.2506(13) -0.0457(7) 0.8170(11) 0.049(5) Uani 0.441(6) 1 d D U P A 2
O3B O 0.3025(12) -0.0145(12) 0.8476(14) 0.055(4) Uani 0.441(6) 1 d . U P A 2
O4B O 0.1815(9) -0.0326(7) 0.8213(12) 0.052(4) Uani 0.441(6) 1 d . U P A 2


_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 N3 2.002(3) . ?
Fe1 N6 2.006(3) . ?
Fe1 N2 2.058(2) . ?
Fe1 N2 2.058(2) 2_556 ?
Fe1 N5 2.069(2) . ?
Fe1 N5 2.069(2) 2_556 ?
N1 C1 1.336(4) . ?
N1 N2 1.345(3) . ?
N1 H1N 0.885(17) . ?
N2 C3 1.347(3) . ?
N3 C4 1.346(3) 2_556 ?
N3 C4 1.346(3) . ?
N4 C7 1.337(4) . ?
N4 N5 1.347(3) . ?
N4 H4N 0.933(19) . ?
N5 C9 1.353(3) . ?
N6 C10 1.348(3) 2_556 ?
N6 C10 1.348(3) . ?
C1 C2 1.368(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.394(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.453(4) . ?
C4 C5 1.386(4) . ?
C5 C6 1.380(4) . ?
C5 H5 0.9300 . ?
C6 C5 1.380(4) 2_556 ?
C6 H6 0.9300 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.398(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.460(3) . ?
C10 C11 1.390(3) . ?
C11 C12 1.383(3) . ?
C11 H11 0.9300 . ?
C12 C11 1.383(3) 2_556 ?
C12 H12 0.9300 . ?
Fe2 N9 1.9161(19) . ?
Fe2 N9 1.9161(19) 2_656 ?
Fe2 N10 1.9612(18) 2_656 ?
Fe2 N10 1.9612(18) . ?
Fe2 N8 1.9664(18) 2_656 ?
Fe2 N8 1.9665(18) . ?
N7 N8 1.344(3) . ?
N7 C13 1.351(3) . ?
N7 H7N 0.906(17) . ?
N8 C15 1.351(3) . ?
N9 C16 1.350(3) . ?
N9 C20 1.356(3) . ?
N10 N11 1.348(3) . ?
N10 C21 1.352(3) . ?
N11 C23 1.351(3) . ?
N11 H11N 0.908(18) . ?
C13 C14 1.367(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.403(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.457(3) . ?
C16 C17 1.390(3) . ?
C17 C18 1.382(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.390(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.456(3) . ?
C21 C22 1.405(3) . ?
C22 C23 1.372(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O1A C24A 1.25(2) . ?
O2A C24A 1.18(3) . ?
C24A C25A 1.56(2) . ?
C25A C26A 1.531(8) . ?
C25A H25A 0.9700 . ?
C25A H25B 0.9700 . ?
C26A C27A 1.523(7) . ?
C26A H26A 0.9700 . ?
C26A H26B 0.9700 . ?
C27A C28A 1.514(11) . ?
C27A H27A 0.9700 . ?
C27A H27B 0.9700 . ?
C28A C29A 1.513(10) . ?
C28A H28A 0.9700 . ?
C28A H28B 0.9700 . ?
C29A O3A 1.278(11) . ?
C29A O4A 1.284(11) . ?
O1B C24B 1.27(2) . ?
O2B C24B 1.36(3) . ?
C24B C25B 1.48(2) . ?
C25B C26B 1.516(8) . ?
C25B H25C 0.9700 . ?
C25B H25D 0.9700 . ?
C26B C27B 1.583(8) . ?
C26B H26C 0.9700 . ?
C26B H26D 0.9700 . ?
C27B C28B 1.515(14) . ?
C27B H27C 0.9700 . ?
C27B H27D 0.9700 . ?
C28B C29B 1.545(14) . ?
C28B H28C 0.9700 . ?
C28B H28D 0.9700 . ?
C29B O3B 1.20(2) . ?
C29B O4B 1.30(2) . ?
O4B H4N 1.41(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
N3 Fe1 N6 180.0 . . ?
N3 Fe1 N2 77.09(6) . . ?
N6 Fe1 N2 102.91(6) . . ?
N3 Fe1 N2 77.08(6) . 2_556 ?
N6 Fe1 N2 102.92(6) . 2_556 ?
N2 Fe1 N2 154.17(12) . 2_556 ?
N3 Fe1 N5 103.10(6) . . ?
N6 Fe1 N5 76.90(6) . . ?
N2 Fe1 N5 94.62(8) . . ?
N2 Fe1 N5 91.19(8) 2_556 . ?
N3 Fe1 N5 103.09(6) . 2_556 ?
N6 Fe1 N5 76.91(6) . 2_556 ?
N2 Fe1 N5 91.18(8) . 2_556 ?
N2 Fe1 N5 94.62(8) 2_556 2_556 ?
N5 Fe1 N5 153.81(11) . 2_556 ?
C1 N1 N2 111.0(3) . . ?
C1 N1 H1N 128(2) . . ?
N2 N1 H1N 121(2) . . ?
N1 N2 C3 105.5(2) . . ?
N1 N2 Fe1 138.9(2) . . ?
C3 N2 Fe1 115.58(15) . . ?
C4 N3 C4 119.9(3) 2_556 . ?
C4 N3 Fe1 120.04(16) 2_556 . ?
C4 N3 Fe1 120.04(16) . . ?
C7 N4 N5 109.5(2) . . ?
C7 N4 H4N 126(3) . . ?
N5 N4 H4N 124(3) . . ?
N4 N5 C9 107.3(2) . . ?
N4 N5 Fe1 137.07(18) . . ?
C9 N5 Fe1 115.12(16) . . ?
C10 N6 C10 120.3(3) 2_556 . ?
C10 N6 Fe1 119.84(15) 2_556 . ?
C10 N6 Fe1 119.84(15) . . ?
N1 C1 C2 108.5(2) . . ?
N1 C1 H1 125.8 . . ?
C2 C1 H1 125.8 . . ?
C1 C2 C3 104.5(3) . . ?
C1 C2 H2 127.7 . . ?
C3 C2 H2 127.7 . . ?
N2 C3 C2 110.5(3) . . ?
N2 C3 C4 115.7(2) . . ?
C2 C3 C4 133.7(3) . . ?
N3 C4 C5 121.2(3) . . ?
N3 C4 C3 111.5(2) . . ?
C5 C4 C3 127.2(2) . . ?
C6 C5 C4 118.9(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C5 119.7(4) 2_556 . ?
C5 C6 H6 120.1 2_556 . ?
C5 C6 H6 120.1 . . ?
N4 C7 C8 109.4(3) . . ?
N4 C7 H7 125.3 . . ?
C8 C7 H7 125.3 . . ?
C7 C8 C9 104.3(3) . . ?
C7 C8 H8 127.8 . . ?
C9 C8 H8 127.8 . . ?
N5 C9 C8 109.5(2) . . ?
N5 C9 C10 115.1(2) . . ?
C8 C9 C10 135.3(3) . . ?
N6 C10 C11 121.0(2) . . ?
N6 C10 C9 111.7(2) . . ?
C11 C10 C9 127.3(2) . . ?
C12 C11 C10 118.8(3) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C11 120.0(3) . 2_556 ?
C11 C12 H12 120.0 . . ?
C11 C12 H12 120.0 2_556 . ?
N9 Fe2 N9 178.50(11) . 2_656 ?
N9 Fe2 N10 99.18(8) . 2_656 ?
N9 Fe2 N10 79.74(8) 2_656 2_656 ?
N9 Fe2 N10 79.74(8) . . ?
N9 Fe2 N10 99.18(8) 2_656 . ?
N10 Fe2 N10 90.00(11) 2_656 . ?
N9 Fe2 N8 101.29(8) . 2_656 ?
N9 Fe2 N8 79.80(8) 2_656 2_656 ?
N10 Fe2 N8 159.53(8) 2_656 2_656 ?
N10 Fe2 N8 93.72(7) . 2_656 ?
N9 Fe2 N8 79.79(8) . . ?
N9 Fe2 N8 101.29(8) 2_656 . ?
N10 Fe2 N8 93.72(7) 2_656 . ?
N10 Fe2 N8 159.53(8) . . ?
N8 Fe2 N8 89.80(10) 2_656 . ?
N8 N7 C13 110.3(2) . . ?
N8 N7 H7N 122.1(19) . . ?
C13 N7 H7N 127.6(19) . . ?
N7 N8 C15 106.89(18) . . ?
N7 N8 Fe2 137.37(15) . . ?
C15 N8 Fe2 115.68(16) . . ?
C16 N9 C20 121.1(2) . . ?
C16 N9 Fe2 119.49(16) . . ?
C20 N9 Fe2 119.44(16) . . ?
N11 N10 C21 106.46(18) . . ?
N11 N10 Fe2 137.48(15) . . ?
C21 N10 Fe2 115.97(15) . . ?
N10 N11 C23 110.5(2) . . ?
N10 N11 H11N 120(2) . . ?
C23 N11 H11N 130(2) . . ?
N7 C13 C14 108.2(2) . . ?
N7 C13 H13 125.9 . . ?
C14 C13 H13 125.9 . . ?
C13 C14 C15 105.5(2) . . ?
C13 C14 H14 127.3 . . ?
C15 C14 H14 127.3 . . ?
N8 C15 C14 109.2(2) . . ?
N8 C15 C16 114.2(2) . . ?
C14 C15 C16 136.6(2) . . ?
N9 C16 C17 120.7(2) . . ?
N9 C16 C15 110.8(2) . . ?
C17 C16 C15 128.5(2) . . ?
C18 C17 C16 118.4(2) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C17 C18 C19 120.9(2) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 118.4(3) . . ?
C20 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?
N9 C20 C19 120.6(2) . . ?
N9 C20 C21 110.7(2) . . ?
C19 C20 C21 128.8(2) . . ?
N10 C21 C22 109.7(2) . . ?
N10 C21 C20 114.1(2) . . ?
C22 C21 C20 136.2(2) . . ?
C23 C22 C21 105.1(2) . . ?
C23 C22 H22 127.5 . . ?
C21 C22 H22 127.5 . . ?
N11 C23 C22 108.3(2) . . ?
N11 C23 H23 125.9 . . ?
C22 C23 H23 125.9 . . ?
O2A C24A O1A 124.3(19) . . ?
O2A C24A C25A 119.6(17) . . ?
O1A C24A C25A 115.8(14) . . ?
C26A C25A C24A 113.0(8) . . ?
C26A C25A H25A 109.0 . . ?
C24A C25A H25A 109.0 . . ?
C26A C25A H25B 109.0 . . ?
C24A C25A H25B 109.0 . . ?
H25A C25A H25B 107.8 . . ?
C27A C26A C25A 110.3(5) . . ?
C27A C26A H26A 109.6 . . ?
C25A C26A H26A 109.6 . . ?
C27A C26A H26B 109.6 . . ?
C25A C26A H26B 109.6 . . ?
H26A C26A H26B 108.1 . . ?
C28A C27A C26A 122.6(7) . . ?
C28A C27A H27A 106.7 . . ?
C26A C27A H27A 106.7 . . ?
C28A C27A H27B 106.7 . . ?
C26A C27A H27B 106.7 . . ?
H27A C27A H27B 106.6 . . ?
C29A C28A C27A 107.9(8) . . ?
C29A C28A H28A 110.1 . . ?
C27A C28A H28A 110.1 . . ?
C29A C28A H28B 110.1 . . ?
C27A C28A H28B 110.1 . . ?
H28A C28A H28B 108.4 . . ?
O3A C29A O4A 120.8(12) . . ?
O3A C29A C28A 125.0(12) . . ?
O4A C29A C28A 114.0(8) . . ?
O1B C24B O2B 121.6(17) . . ?
O1B C24B C25B 121.2(15) . . ?
O2B C24B C25B 117.0(17) . . ?
C24B C25B C26B 113.3(9) . . ?
C24B C25B H25C 108.9 . . ?
C26B C25B H25C 108.9 . . ?
C24B C25B H25D 108.9 . . ?
C26B C25B H25D 108.9 . . ?
H25C C25B H25D 107.7 . . ?
C25B C26B C27B 115.1(5) . . ?
C25B C26B H26C 108.5 . . ?
C27B C26B H26C 108.5 . . ?
C25B C26B H26D 108.5 . . ?
C27B C26B H26D 108.5 . . ?
H26C C26B H26D 107.5 . . ?
C28B C27B C26B 102.6(8) . . ?
C28B C27B H27C 111.3 . . ?
C26B C27B H27C 111.3 . . ?
C28B C27B H27D 111.3 . . ?
C26B C27B H27D 111.3 . . ?
H27C C27B H27D 109.2 . . ?
C27B C28B C29B 124.2(13) . . ?
C27B C28B H28C 106.3 . . ?
C29B C28B H28C 106.3 . . ?
C27B C28B H28D 106.3 . . ?
C29B C28B H28D 106.3 . . ?
H28C C28B H28D 106.4 . . ?
O3B C29B O4B 128.5(19) . . ?
O3B C29B C28B 121(2) . . ?
O4B C29B C28B 110.6(16) . . ?
C29B O4B H4N 115(2) . . ?

_refine_diff_density_max         0.505
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.066

_shelxl_version_number           2014-3






_exptl_crystal_preparation       ', Magnetic properties'
####################################################################### 
# 
# 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_Fe_bpp_adip_anh_298K
_database_code_depnum_ccdc_archive 'CCDC 1819792'
loop_
_audit_author_name
_audit_author_address
'Carlos Gimenez-Saiz' 'University of Valencia'
_audit_update_record             
;
2018-01-26 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H18 Fe N10, C6 H8 O4'
_chemical_formula_sum            'C28 H26 Fe N10 O4'
_chemical_formula_weight         622.44

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.4520(2)
_cell_length_b                   20.1395(3)
_cell_length_c                   15.0697(2)
_cell_angle_alpha                90.0
_cell_angle_beta                 94.2540(10)
_cell_angle_gamma                90.0
_cell_volume                     5584.68(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    298.00(10)
_cell_measurement_reflns_used    17942
_cell_measurement_theta_min      2.9880
_cell_measurement_theta_max      28.3000

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_F_000             2576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.406
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    0.593
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   
;
 ?
;
_diffrn_ambient_temperature      298.00(10)
_diffrn_ambient_environment      air
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
;
SuperNova, Single source at offset, Sapphire3
;
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0267
_diffrn_reflns_number            69177
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.4345
_diffrn_reflns_theta_max         29.9887
_diffrn_reflns_theta_full        27.4248
_diffrn_measured_fraction_theta_max 0.9524
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7758
_reflns_number_gt                5712
_diffrn_orient_matrix_type       
;

CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0049721000
_diffrn_orient_matrix_UB_12      0.0239674000
_diffrn_orient_matrix_UB_13      -0.0335056000
_diffrn_orient_matrix_UB_21      0.0373372000
_diffrn_orient_matrix_UB_22      0.0023871000
_diffrn_orient_matrix_UB_23      0.0145551000
_diffrn_orient_matrix_UB_31      0.0081174000
_diffrn_orient_matrix_UB_32      -0.0257124000
_diffrn_orient_matrix_UB_33      -0.0298715000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -90.00  10.00   0.50    7.00    --  -19.87 -77.00-120.00  200
  2  ω    -90.00  10.00   0.50    7.00    --  -19.87 -77.00 -30.00  200
  3  ω    -96.00 -34.00   0.50    7.00    --  -19.87 178.00  90.00  124
  4  ω    -96.00 -35.00   0.50    7.00    --  -19.87-178.00  30.00  122
  5  ω    -20.00  63.00   0.50    7.00    --   20.73 -99.00-120.00  166
  6  ω    -20.00  63.00   0.50    7.00    --   20.73 -99.00 120.00  166
  7  ω    -20.00  63.00   0.50    7.00    --   20.73 -99.00  60.00  166
  8  ω    -48.00  42.00   0.50    7.00    --   20.73 -57.00  90.00  180
  9  ω    -23.00  94.00   0.50    7.00    --   20.73  19.00 -90.00  234
 10  ω    -96.00 -35.00   0.50    7.00    --  -19.87-178.00-150.00  122
 11  ω    -89.00   2.00   0.50    7.00    --  -19.87 -57.00   0.00  182
 12  ω    -90.00 -11.00   0.50    7.00    --  -19.87 -77.00 120.00  158
 13  ω    -92.00   6.00   0.50    7.00    --  -19.87 -38.00  60.00  196
;
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_cell_refinement       
;
CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_data_reduction        
;
CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
'DELU, DFIX, SIMU instructions were used to model the disorder of the adipate anion'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+4.2937P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7758
_refine_ls_number_parameters     498
_refine_ls_number_restraints     174
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0888
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
N1 N 0.07397(9) 0.08970(9) 0.55567(11) 0.0428(4) Uani 1 1 d D . . . .
H1N H 0.0713(11) 0.1331(8) 0.5531(14) 0.044(6) Uiso 1 1 d D . . . .
N2 N 0.04811(8) 0.06148(8) 0.62805(10) 0.0367(3) Uani 1 1 d . . . . .
N3 N 0.000000 -0.01472(10) 0.750000 0.0362(5) Uani 1 2 d S T P . .
C1 C 0.09847(11) 0.04380(13) 0.50124(14) 0.0523(5) Uani 1 1 d . . . . .
H1 H 0.118435 0.051985 0.447424 0.063 Uiso 1 1 calc R U . . .
C2 C 0.08913(12) -0.01713(12) 0.53829(14) 0.0523(5) Uani 1 1 d . . . . .
H2 H 0.101578 -0.058260 0.515844 0.063 Uiso 1 1 calc R U . . .
C3 C 0.05680(10) -0.00415(10) 0.61726(13) 0.0407(4) Uani 1 1 d . . . . .
C4 C 0.02915(11) -0.04751(10) 0.68419(13) 0.0433(4) Uani 1 1 d . . . . .
C5 C 0.02960(16) -0.11593(11) 0.68198(18) 0.0719(8) Uani 1 1 d . . . . .
H5 H 0.049406 -0.138489 0.635671 0.086 Uiso 1 1 calc R U . . .
C6 C 0.000000 -0.15036(17) 0.750000 0.0905(15) Uani 1 2 d S T P . .
H6 H -0.000001 -0.196536 0.749997 0.109 Uiso 1 2 calc R U P . .
Fe1 Fe 0.000000 0.09010(2) 0.750000 0.03213(10) Uani 1 2 d S T P . .
N4 N 0.16022(9) 0.08991(10) 0.86411(12) 0.0471(4) Uani 1 1 d D . . . .
H4N H 0.1685(14) 0.0446(9) 0.8524(17) 0.071(8) Uiso 1 1 d D . . . .
N5 N 0.10252(8) 0.11969(8) 0.82083(10) 0.0388(3) Uani 1 1 d . . . . .
N6 N 0.000000 0.19523(10) 0.750000 0.0368(5) Uani 1 2 d S T P . .
C7 C 0.20015(12) 0.13493(14) 0.91047(16) 0.0606(6) Uani 1 1 d . . . . .
H7 H 0.242814 0.126093 0.945252 0.073 Uiso 1 1 calc R U . . .
C8 C 0.16875(12) 0.19597(13) 0.89903(16) 0.0582(6) Uani 1 1 d . . . . .
H8 H 0.184706 0.236094 0.924022 0.070 Uiso 1 1 calc R U . . .
C9 C 0.10744(10) 0.18463(10) 0.84147(13) 0.0414(4) Uani 1 1 d . . . . .
C10 C 0.05227(10) 0.22822(9) 0.79837(13) 0.0421(4) Uani 1 1 d . . . . .
C11 C 0.05270(13) 0.29708(10) 0.80108(16) 0.0543(6) Uani 1 1 d . . . . .
H11 H 0.087862 0.319723 0.836662 0.065 Uiso 1 1 calc R U . . .
C12 C 0.000000 0.33133(15) 0.750000 0.0594(9) Uani 1 2 d S T P . .
H12 H 0.000001 0.377508 0.750000 0.071 Uiso 1 2 calc R U P . .
Fe2 Fe 0.500000 0.07713(2) 0.750000 0.02689(9) Uani 1 2 d S T P . .
N7 N 0.48384(9) 0.18770(8) 0.88906(10) 0.0365(3) Uani 1 1 d D . . . .
H7N H 0.5306(9) 0.1886(12) 0.9142(15) 0.064(7) Uiso 1 1 d D . . . .
N8 N 0.45946(7) 0.14597(7) 0.82421(9) 0.0316(3) Uani 1 1 d . . . . .
N9 N 0.40057(7) 0.07611(7) 0.70339(9) 0.0306(3) Uani 1 1 d . . . . .
N10 N 0.50399(7) 0.00842(7) 0.65771(9) 0.0311(3) Uani 1 1 d . . . . .
N11 N 0.55418(8) -0.03210(7) 0.62664(10) 0.0355(3) Uani 1 1 d D . . . .
H11N H 0.6027(9) -0.0282(12) 0.6437(16) 0.070(8) Uiso 1 1 d D . . . .
C13 C 0.42928(11) 0.22623(9) 0.91375(14) 0.0445(5) Uani 1 1 d . . . . .
H13 H 0.433007 0.258502 0.957994 0.053 Uiso 1 1 calc R U . . .
C14 C 0.36749(11) 0.20995(10) 0.86290(14) 0.0460(5) Uani 1 1 d . . . . .
H14 H 0.321574 0.228663 0.865032 0.055 Uiso 1 1 calc R U . . .
C15 C 0.38813(9) 0.15917(9) 0.80704(12) 0.0350(4) Uani 1 1 d . . . . .
C16 C 0.35265(9) 0.11833(9) 0.73681(12) 0.0352(4) Uani 1 1 d . . . . .
C17 C 0.28063(10) 0.11875(11) 0.70455(14) 0.0471(5) Uani 1 1 d . . . . .
H17 H 0.247655 0.147893 0.727444 0.057 Uiso 1 1 calc R U . . .
C18 C 0.25873(11) 0.07473(12) 0.63732(16) 0.0569(6) Uani 1 1 d . . . . .
H18 H 0.210384 0.074092 0.614950 0.068 Uiso 1 1 calc R U . . .
C19 C 0.30779(11) 0.03179(11) 0.60312(14) 0.0494(5) Uani 1 1 d . . . . .
H19 H 0.293125 0.002607 0.557431 0.059 Uiso 1 1 calc R U . . .
C20 C 0.37917(10) 0.03298(9) 0.63808(12) 0.0354(4) Uani 1 1 d . . . . .
C21 C 0.44006(10) -0.00769(9) 0.61402(11) 0.0344(4) Uani 1 1 d . . . . .
C22 C 0.45018(11) -0.05946(9) 0.55461(12) 0.0420(4) Uani 1 1 d . . . . .
H22 H 0.415083 -0.080162 0.516696 0.050 Uiso 1 1 calc R U . . .
C23 C 0.52299(12) -0.07315(9) 0.56429(13) 0.0425(4) Uani 1 1 d . . . . .
H23 H 0.546887 -0.105310 0.533150 0.051 Uiso 1 1 calc R U . . .
O1A O 0.4351(9) -0.2775(8) 0.9769(10) 0.071(3) Uani 0.548(6) 1 d . . P A 1
O2A O 0.3892(10) -0.1847(6) 1.0340(12) 0.0439(17) Uani 0.548(6) 1 d . . P A 1
C24A C 0.3832(13) -0.2363(13) 0.9846(17) 0.045(3) Uani 0.548(6) 1 d . U P A 1
C25A C 0.3151(5) -0.2515(5) 0.9169(8) 0.080(2) Uani 0.548(6) 1 d . U P A 1
H25A H 0.332809 -0.268599 0.862341 0.096 Uiso 0.548(6) 1 calc R U P A 1
H25B H 0.286772 -0.286462 0.941989 0.096 Uiso 0.548(6) 1 calc R U P A 1
C26A C 0.2652(2) -0.1941(2) 0.8934(3) 0.0595(13) Uani 0.548(6) 1 d . U P A 1
H26A H 0.271568 -0.159544 0.938095 0.071 Uiso 0.548(6) 1 calc R U P A 1
H26B H 0.214941 -0.208576 0.889923 0.071 Uiso 0.548(6) 1 calc R U P A 1
C27A C 0.2855(6) -0.1676(4) 0.8015(6) 0.103(2) Uani 0.548(6) 1 d . U P A 1
H27A H 0.337326 -0.159081 0.807981 0.123 Uiso 0.548(6) 1 calc R U P A 1
H27B H 0.278737 -0.204713 0.760716 0.123 Uiso 0.548(6) 1 calc R U P A 1
C28A C 0.2542(9) -0.1120(7) 0.7557(11) 0.079(3) Uani 0.548(6) 1 d . U P A 1
H28A H 0.205715 -0.124261 0.732166 0.094 Uiso 0.548(6) 1 calc R U P A 1
H28B H 0.282465 -0.102857 0.705361 0.094 Uiso 0.548(6) 1 calc R U P A 1
C29A C 0.2487(7) -0.0498(9) 0.8068(13) 0.048(2) Uani 0.548(6) 1 d . U P A 1
O3A O 0.2970(9) -0.0165(8) 0.8503(8) 0.058(2) Uani 0.548(6) 1 d . . P A 1
O4A O 0.1867(8) -0.0302(10) 0.8114(12) 0.055(2) Uani 0.548(6) 1 d . . P A 1
O1B O 0.4290(11) -0.2889(9) 0.9871(13) 0.067(4) Uani 0.452(6) 1 d . . P A 2
O2B O 0.3814(11) -0.1980(8) 1.0300(15) 0.046(2) Uani 0.452(6) 1 d . . P A 2
C24B C 0.3876(18) -0.2422(16) 0.975(2) 0.045(4) Uani 0.452(6) 1 d . U P A 2
C25B C 0.3350(5) -0.2361(5) 0.9010(7) 0.060(2) Uani 0.452(6) 1 d D U P A 2
H25C H 0.353952 -0.259109 0.851164 0.072 Uiso 0.452(6) 1 calc R U P A 2
H25D H 0.291926 -0.260017 0.915942 0.072 Uiso 0.452(6) 1 calc R U P A 2
C26B C 0.3125(4) -0.1731(3) 0.8709(5) 0.0688(19) Uani 0.452(6) 1 d D U P A 2
H26C H 0.352184 -0.153154 0.841535 0.083 Uiso 0.452(6) 1 calc R U P A 2
H26D H 0.304696 -0.146006 0.922538 0.083 Uiso 0.452(6) 1 calc R U P A 2
C27B C 0.2389(5) -0.1684(4) 0.8024(6) 0.081(2) Uani 0.452(6) 1 d D U P A 2
H27C H 0.234149 -0.204746 0.760166 0.098 Uiso 0.452(6) 1 calc R U P A 2
H27D H 0.194587 -0.162968 0.832518 0.098 Uiso 0.452(6) 1 calc R U P A 2
C28B C 0.2663(11) -0.1022(8) 0.7611(14) 0.082(3) Uani 0.452(6) 1 d D U P A 2
H28C H 0.318248 -0.104950 0.755742 0.098 Uiso 0.452(6) 1 calc R U P A 2
H28D H 0.242686 -0.096219 0.701940 0.098 Uiso 0.452(6) 1 calc R U P A 2
C29B C 0.2496(13) -0.0419(12) 0.8196(18) 0.057(4) Uani 0.452(6) 1 d D U P A 2
O3B O 0.3068(11) -0.0119(11) 0.8452(13) 0.073(4) Uani 0.452(6) 1 d D . P A 2
O4B O 0.1785(11) -0.0291(14) 0.8282(16) 0.065(4) Uani 0.452(6) 1 d . . P A 2


_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
N1 C1 1.337(3) . ?
N1 N2 1.348(2) . ?
N1 H1N 0.876(15) . ?
N2 C3 1.343(2) . ?
N2 Fe1 2.1772(15) . ?
N3 C4 1.337(2) . ?
N3 C4 1.337(2) 2_556 ?
N3 Fe1 2.111(2) . ?
C1 C2 1.364(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.395(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.455(3) . ?
C4 C5 1.378(3) . ?
C5 C6 1.383(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
Fe1 N6 2.117(2) . ?
Fe1 N5 2.1849(15) . ?
Fe1 N5 2.1849(15) 2_556 ?
N4 C7 1.333(3) . ?
N4 N5 1.347(2) . ?
N4 H4N 0.944(17) . ?
N5 C9 1.346(2) . ?
N6 C10 1.341(2) . ?
N6 C10 1.341(2) 2_556 ?
C7 C8 1.365(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.393(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.460(3) . ?
C10 C11 1.387(3) . ?
C11 C12 1.379(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
Fe2 N9 1.9154(13) 2_656 ?
Fe2 N9 1.9154(13) . ?
Fe2 N8 1.9638(14) 2_656 ?
Fe2 N8 1.9638(14) . ?
Fe2 N10 1.9671(14) 2_656 ?
Fe2 N10 1.9671(14) . ?
N7 N8 1.341(2) . ?
N7 C13 1.345(2) . ?
N7 H7N 0.917(16) . ?
N8 C15 1.349(2) . ?
N9 C20 1.350(2) . ?
N9 C16 1.351(2) . ?
N10 N11 1.344(2) . ?
N10 C21 1.347(2) . ?
N11 C23 1.348(2) . ?
N11 H11N 0.916(16) . ?
C13 C14 1.366(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.395(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.457(3) . ?
C16 C17 1.381(2) . ?
C17 C18 1.384(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.382(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.458(3) . ?
C21 C22 1.396(3) . ?
C22 C23 1.369(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O1A C24A 1.28(3) . ?
O2A C24A 1.28(3) . ?
C24A C25A 1.59(2) . ?
C25A C26A 1.503(11) . ?
C25A H25A 0.9700 . ?
C25A H25B 0.9700 . ?
C26A C27A 1.554(9) . ?
C26A H26A 0.9700 . ?
C26A H26B 0.9700 . ?
C27A C28A 1.415(15) . ?
C27A H27A 0.9700 . ?
C27A H27B 0.9700 . ?
C28A C29A 1.477(16) . ?
C28A H28A 0.9700 . ?
C28A H28B 0.9700 . ?
C29A O4A 1.22(2) . ?
C29A O3A 1.260(15) . ?
O1B C24B 1.22(3) . ?
O2B C24B 1.23(3) . ?
C24B C25B 1.43(3) . ?
C25B C26B 1.400(11) . ?
C25B H25C 0.9700 . ?
C25B H25D 0.9700 . ?
C26B C27B 1.646(8) . ?
C26B H26C 0.9700 . ?
C26B H26D 0.9700 . ?
C27B C28B 1.571(16) . ?
C27B H27C 0.9700 . ?
C27B H27D 0.9700 . ?
C28B C29B 1.545(17) . ?
C28B H28C 0.9700 . ?
C28B H28D 0.9700 . ?
C29B O3B 1.251(18) . ?
C29B O4B 1.35(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 N2 111.16(18) . . ?
C1 N1 H1N 133.1(15) . . ?
N2 N1 H1N 115.8(14) . . ?
C3 N2 N1 105.34(16) . . ?
C3 N2 Fe1 114.99(12) . . ?
N1 N2 Fe1 139.67(13) . . ?
C4 N3 C4 120.8(2) . 2_556 ?
C4 N3 Fe1 119.60(12) . . ?
C4 N3 Fe1 119.60(12) 2_556 . ?
N1 C1 C2 108.18(19) . . ?
N1 C1 H1 125.9 . . ?
C2 C1 H1 125.9 . . ?
C1 C2 C3 104.81(19) . . ?
C1 C2 H2 127.6 . . ?
C3 C2 H2 127.6 . . ?
N2 C3 C2 110.50(19) . . ?
N2 C3 C4 117.13(17) . . ?
C2 C3 C4 132.30(19) . . ?
N3 C4 C5 121.0(2) . . ?
N3 C4 C3 113.49(17) . . ?
C5 C4 C3 125.48(19) . . ?
C4 C5 C6 118.7(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C5 C6 C5 119.8(3) 2_556 . ?
C5 C6 H6 120.1 2_556 . ?
C5 C6 H6 120.1 . . ?
N3 Fe1 N6 180.0 . . ?
N3 Fe1 N2 74.65(4) . . ?
N6 Fe1 N2 105.35(4) . . ?
N3 Fe1 N2 74.65(4) . 2_556 ?
N6 Fe1 N2 105.35(4) . 2_556 ?
N2 Fe1 N2 149.30(8) . 2_556 ?
N3 Fe1 N5 105.83(4) . . ?
N6 Fe1 N5 74.17(4) . . ?
N2 Fe1 N5 95.29(6) . . ?
N2 Fe1 N5 93.00(6) 2_556 . ?
N3 Fe1 N5 105.83(4) . 2_556 ?
N6 Fe1 N5 74.17(4) . 2_556 ?
N2 Fe1 N5 93.00(6) . 2_556 ?
N2 Fe1 N5 95.28(6) 2_556 2_556 ?
N5 Fe1 N5 148.34(8) . 2_556 ?
C7 N4 N5 109.71(19) . . ?
C7 N4 H4N 131.7(16) . . ?
N5 N4 H4N 118.2(16) . . ?
C9 N5 N4 106.46(16) . . ?
C9 N5 Fe1 114.77(12) . . ?
N4 N5 Fe1 137.69(13) . . ?
C10 N6 C10 120.6(2) . 2_556 ?
C10 N6 Fe1 119.69(12) . . ?
C10 N6 Fe1 119.70(12) 2_556 . ?
N4 C7 C8 109.5(2) . . ?
N4 C7 H7 125.3 . . ?
C8 C7 H7 125.3 . . ?
C7 C8 C9 104.4(2) . . ?
C7 C8 H8 127.8 . . ?
C9 C8 H8 127.8 . . ?
N5 C9 C8 109.94(19) . . ?
N5 C9 C10 116.67(17) . . ?
C8 C9 C10 133.3(2) . . ?
N6 C10 C11 120.9(2) . . ?
N6 C10 C9 113.18(17) . . ?
C11 C10 C9 125.9(2) . . ?
C12 C11 C10 118.8(2) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C11 120.0(3) 2_556 . ?
C11 C12 H12 120.0 2_556 . ?
C11 C12 H12 120.0 . . ?
N9 Fe2 N9 178.77(9) 2_656 . ?
N9 Fe2 N8 79.71(6) 2_656 2_656 ?
N9 Fe2 N8 101.17(6) . 2_656 ?
N9 Fe2 N8 101.17(6) 2_656 . ?
N9 Fe2 N8 79.71(6) . . ?
N8 Fe2 N8 90.18(8) 2_656 . ?
N9 Fe2 N10 79.53(6) 2_656 2_656 ?
N9 Fe2 N10 99.59(6) . 2_656 ?
N8 Fe2 N10 159.24(6) 2_656 2_656 ?
N8 Fe2 N10 93.33(6) . 2_656 ?
N9 Fe2 N10 99.59(6) 2_656 . ?
N9 Fe2 N10 79.53(6) . . ?
N8 Fe2 N10 93.33(6) 2_656 . ?
N8 Fe2 N10 159.24(6) . . ?
N10 Fe2 N10 90.59(8) 2_656 . ?
N8 N7 C13 110.22(16) . . ?
N8 N7 H7N 124.6(15) . . ?
C13 N7 H7N 125.1(15) . . ?
N7 N8 C15 106.62(14) . . ?
N7 N8 Fe2 137.40(12) . . ?
C15 N8 Fe2 115.93(12) . . ?
C20 N9 C16 120.86(15) . . ?
C20 N9 Fe2 119.65(12) . . ?
C16 N9 Fe2 119.49(12) . . ?
N11 N10 C21 106.52(14) . . ?
N11 N10 Fe2 137.41(11) . . ?
C21 N10 Fe2 115.95(12) . . ?
N10 N11 C23 110.21(15) . . ?
N10 N11 H11N 122.4(16) . . ?
C23 N11 H11N 127.2(16) . . ?
N7 C13 C14 108.49(17) . . ?
N7 C13 H13 125.8 . . ?
C14 C13 H13 125.8 . . ?
C13 C14 C15 105.10(17) . . ?
C13 C14 H14 127.4 . . ?
C15 C14 H14 127.4 . . ?
N8 C15 C14 109.56(16) . . ?
N8 C15 C16 114.06(15) . . ?
C14 C15 C16 136.38(17) . . ?
N9 C16 C17 120.80(17) . . ?
N9 C16 C15 110.79(14) . . ?
C17 C16 C15 128.41(17) . . ?
C16 C17 C18 118.36(19) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C19 C18 C17 120.74(18) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 118.69(19) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
N9 C20 C19 120.54(18) . . ?
N9 C20 C21 110.72(15) . . ?
C19 C20 C21 128.74(18) . . ?
N10 C21 C22 109.84(16) . . ?
N10 C21 C20 113.96(15) . . ?
C22 C21 C20 136.18(17) . . ?
C23 C22 C21 105.02(16) . . ?
C23 C22 H22 127.5 . . ?
C21 C22 H22 127.5 . . ?
N11 C23 C22 108.41(17) . . ?
N11 C23 H23 125.8 . . ?
C22 C23 H23 125.8 . . ?
O1A C24A O2A 123(2) . . ?
O1A C24A C25A 112(2) . . ?
O2A C24A C25A 124.1(18) . . ?
C26A C25A C24A 116.4(12) . . ?
C26A C25A H25A 108.2 . . ?
C24A C25A H25A 108.2 . . ?
C26A C25A H25B 108.2 . . ?
C24A C25A H25B 108.2 . . ?
H25A C25A H25B 107.3 . . ?
C25A C26A C27A 106.9(6) . . ?
C25A C26A H26A 110.3 . . ?
C27A C26A H26A 110.3 . . ?
C25A C26A H26B 110.3 . . ?
C27A C26A H26B 110.3 . . ?
H26A C26A H26B 108.6 . . ?
C28A C27A C26A 126.1(9) . . ?
C28A C27A H27A 105.8 . . ?
C26A C27A H27A 105.8 . . ?
C28A C27A H27B 105.8 . . ?
C26A C27A H27B 105.8 . . ?
H27A C27A H27B 106.2 . . ?
C27A C28A C29A 117.3(13) . . ?
C27A C28A H28A 108.0 . . ?
C29A C28A H28A 108.0 . . ?
C27A C28A H28B 108.0 . . ?
C29A C28A H28B 108.0 . . ?
H28A C28A H28B 107.2 . . ?
O4A C29A O3A 115.3(18) . . ?
O4A C29A C28A 114.1(15) . . ?
O3A C29A C28A 130.5(14) . . ?
O1B C24B O2B 123(3) . . ?
O1B C24B C25B 125(3) . . ?
O2B C24B C25B 112(3) . . ?
C26B C25B C24B 120.0(15) . . ?
C26B C25B H25C 107.3 . . ?
C24B C25B H25C 107.3 . . ?
C26B C25B H25D 107.3 . . ?
C24B C25B H25D 107.3 . . ?
H25C C25B H25D 106.9 . . ?
C25B C26B C27B 117.8(6) . . ?
C25B C26B H26C 107.9 . . ?
C27B C26B H26C 107.9 . . ?
C25B C26B H26D 107.9 . . ?
C27B C26B H26D 107.9 . . ?
H26C C26B H26D 107.2 . . ?
C28B C27B C26B 91.3(9) . . ?
C28B C27B H27C 113.4 . . ?
C26B C27B H27C 113.4 . . ?
C28B C27B H27D 113.4 . . ?
C26B C27B H27D 113.4 . . ?
H27C C27B H27D 110.7 . . ?
C29B C28B C27B 111.0(16) . . ?
C29B C28B H28C 109.4 . . ?
C27B C28B H28C 109.4 . . ?
C29B C28B H28D 109.4 . . ?
C27B C28B H28D 109.4 . . ?
H28C C28B H28D 108.0 . . ?
O3B C29B O4B 133(2) . . ?
O3B C29B C28B 111(2) . . ?
O4B C29B C28B 116.1(19) . . ?

_refine_diff_density_max         0.276
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.051



_exptl_crystal_recrystallization_method 
'Single crystal to single crystal thermal dehydration'
_exptl_crystal_preparation       'Magnetic properties'
