# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1514927'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          ', SQUEEZE'
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   7.160(2)
_cell_length_b                   34.398(11)
_cell_length_c                   19.626(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4834(2)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m m m '
_symmetry_space_group_name_Hall  '-C 2 2'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,z
x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y,z
-x,y,-z
x+1/2,-y+1/2,z
-x+1/2,y+1/2,-z
-x,-y,z
x,y,-z
-x+1/2,-y+1/2,z
x+1/2,y+1/2,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805
1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C24 H30 Fe1 N4 O4 
# Dc =      1.36 Fooo =   1264.00 Mu =      6.61 M =    247.19
# Found Formula = C14 H12 Fe0.75 N5.50 O0.50 
# Dc =      0.84 FOOO =   1264.00 Mu =      4.82 M =    153.59

_chemical_formula_sum            'C14 H12 Fe0.75 N5.50 O0.50'
_chemical_formula_moiety         'C14 H12 Fe0.75 N5.50 O0.50'
_chemical_compound_source        ?
_chemical_formula_weight         307.17


_cell_measurement_reflns_used    1960
_cell_measurement_theta_min      3.3760
_cell_measurement_theta_max      27.6310
_cell_measurement_temperature    150

_exptl_crystal_description       rod
_exptl_crystal_colour            'dark purple'
_exptl_crystal_size_min          0.070
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_max          0.230

_exptl_crystal_density_diffrn    0.844
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    0.482

# Sheldrick geometric approximatio 0.97 0.97 
_exptl_absorpt_correction_T_min  0.997
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.841
_oxdiff_exptl_absorpt_empirical_full_max 1.185
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4685
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_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    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150
_diffrn_reflns_number            12454
_reflns_number_total             3339
_diffrn_reflns_av_R_equivalents  0.071
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3339 
# Theoretical number of reflections is about 6671 


_diffrn_reflns_theta_min         2.906
_diffrn_reflns_theta_max         29.396
_diffrn_measured_fraction_theta_max 0.893

_diffrn_reflns_theta_full        26.371
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              0
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              45
_reflns_limit_l_min              0
_reflns_limit_l_max              26

_oxford_diffrn_Wilson_B_factor   2.49
_oxford_diffrn_Wilson_scale      7.25

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -2.38
_refine_diff_density_max         2.14


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         3326
_refine_ls_number_restraints     20
_refine_ls_number_parameters     133
_oxford_refine_ls_R_factor_ref   0.1240
_refine_ls_wR_factor_ref         0.2757
_refine_ls_goodness_of_fit_ref   1.0065
_refine_ls_shift/su_max          0.0058851
_refine_ls_shift/su_mean         0.0000611


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3326
_refine_ls_R_factor_all          0.1240
_refine_ls_wR_factor_all         0.2757

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2074
_refine_ls_R_factor_gt           0.0891
_refine_ls_wR_factor_gt          0.2150

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 245. 375. 186. 46.3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Fe1 Fe 0.5000 0.5000 0.5000 0.0275 1.0000 Uani S T . . . .
N2 N 0.5000 0.5000 0.6027(3) 0.0343 1.0000 Uani S T . . . .
C3 C 0.5000 0.53205(16) 0.6449(3) 0.0348 1.0000 Uani S T . . . .
C4 C 0.5000 0.57031(17) 0.6238(3) 0.0386 1.0000 Uani S T . . . .
C5 C 0.5000 0.58246(15) 0.5563(3) 0.0345 1.0000 Uani S T . . . .
N1 N 0.5000 0.55841(16) 0.5000 0.0282 1.0000 Uani S T . . . .
C7 C 0.500000(7) 0.62266(17) 0.5338(3) 0.0461 1.0000 Uani S T . . . .
C9 C 0.5000 0.60101(18) 0.6786(3) 0.0429 1.0000 Uani S T . . . .
C10 C 0.6615(10) 0.6144(2) 0.7051(3) 0.0845 1.0000 Uani . . . . . .
C11 C 0.6611(11) 0.6407(2) 0.7576(3) 0.0926 1.0000 Uani . . . . . .
C12 C 0.5000 0.6543(2) 0.7848(4) 0.0542 1.0000 Uani S T . . . .
C13 C 0.5000 0.6816(2) 0.8425(3) 0.0567 1.0000 Uani S T . . . .
N14 N 0.6545(9) 0.69478(12) 0.8728(2) 0.0653 1.0000 Uani . . . . . .
N5 N 0.5932(8) 0.71766(11) 0.92308(18) 0.0621 1.0000 Uani . . . . . .
Fe2 Fe 0.7500 0.7500 1.0000 0.0650 1.0000 Uani S T . . . .
O1 O 1.0000 0.7131(4) 1.0000 0.0850 1.0000 Uani S T . . . .
C20 C 0.500000(7) 0.51936(17) 0.7151(3) 0.0415 1.0000 Uani S T . . . .
N3 N 0.1834(10) 0.5000 0.5000 0.0322 1.0000 Uani S T . . . .
C22 C -0.107(3) 0.4574(5) 0.500000(10) 0.0686 0.5000 Uani S TU . . . .
C23 C 0.108(2) 0.500000(10) 0.4273(9) 0.0733 0.5000 Uani S TU . . . .
C8 C 0.103(2) 0.4710(5) 0.4570(8) 0.0799 0.5000 Uani . U . . . .
H102 H 0.7756 0.6042 0.6886 0.1002 1.0000 Uiso R . . . . .
H111 H 0.7754 0.6496 0.7763 0.1059 1.0000 Uiso R . . . . .
H201 H 0.5000 0.5359 0.7542 0.0565 1.0000 Uiso RS . . . . .
H71 H 0.5000 0.6450 0.5624 0.0625 1.0000 Uiso RS . . . . .
H231 H 0.1502 0.5226 0.4039 0.0978 0.5000 Uiso R . . . . .
H232 H 0.1502 0.4774 0.4039 0.0978 0.5000 Uiso R . . . . .
H81 H 0.1569 0.4789 0.4023 0.1048 0.5000 Uiso R . . . . .
H82 H 0.1513 0.4465 0.4589 0.1048 0.5000 Uiso R . . . . .
H221 H 0.1465 0.4443 0.5399 0.0935 0.5000 Uiso R . . . . .
H222 H 0.1465 0.4443 0.4601 0.0935 0.5000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0396(8) 0.0223(7) 0.0206(7) 0.0000 0.0000 0.0000
N2 0.062(4) 0.025(3) 0.015(3) 0.0000 0.0000 0.0000
C3 0.047(3) 0.034(3) 0.023(2) -0.002(2) 0.0000 0.0000
C4 0.053(3) 0.034(3) 0.029(3) -0.008(2) 0.0000 0.0000
C5 0.052(3) 0.022(2) 0.030(3) 0.0038(19) 0.0000 0.0000
N1 0.048(4) 0.017(2) 0.020(3) 0.0000 0.0000 0.0000
C7 0.075(5) 0.022(2) 0.041(3) -0.007(2) 0.0000 0.0000
C9 0.064(4) 0.032(3) 0.033(3) -0.002(2) 0.0000 0.0000
C10 0.073(4) 0.102(5) 0.078(4) -0.059(4) 0.015(3) -0.013(4)
C11 0.084(5) 0.118(6) 0.075(4) -0.063(4) 0.005(4) -0.024(4)
C12 0.083(5) 0.041(3) 0.038(3) -0.011(3) 0.0000 0.0000
C13 0.098(6) 0.043(3) 0.030(3) -0.006(3) 0.0000 0.0000
N14 0.117(4) 0.046(2) 0.0332(19) -0.0144(16) 0.006(2) -0.010(3)
N5 0.119(4) 0.0379(18) 0.0298(17) -0.0080(14) 0.001(2) -0.008(2)
Fe2 0.1374(18) 0.0329(7) 0.0247(6) 0.0000 0.0000 -0.0134(9)
O1 0.095(7) 0.147(9) 0.013(3) 0.0000 0.0000 0.0000
C20 0.062(4) 0.039(3) 0.024(3) -0.002(2) 0.0000 0.0000
N3 0.039(4) 0.025(3) 0.033(3) 0.0000 0.0000 0.0000
C22 0.050(7) 0.067(9) 0.089(11) 0.0000 0.0000 -0.003(7)
C23 0.055(7) 0.094(10) 0.071(10) 0.0000 0.000(7) 0.0000
C8 0.061(5) 0.088(8) 0.091(9) -0.024(5) -0.006(5) -0.002(5)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.567(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 . N3 5_655 2.267(7) yes
Fe1 . N2 2_666 2.015(6) yes
Fe1 . N1 2_666 2.009(6) yes
Fe1 . N2 . 2.015(6) yes
Fe1 . N1 . 2.009(6) yes
Fe1 . N3 . 2.267(7) yes
N2 . C3 9_565 1.379(6) yes
N2 . C3 . 1.379(6) yes
C3 . C4 . 1.379(8) yes
C3 . C20 . 1.446(8) yes
C4 . C5 . 1.390(8) yes
C4 . C9 . 1.507(8) yes
C5 . N1 . 1.380(6) yes
C5 . C7 . 1.452(8) yes
C7 . C7 10_656 1.326(13) yes
C7 . H71 . 0.953 no
C9 . C10 5_655 1.349(7) yes
C9 . C10 . 1.349(7) yes
C10 . C11 . 1.372(7) yes
C10 . H102 . 0.946 no
C11 . C12 . 1.355(8) yes
C11 . H111 . 0.946 no
C12 . C13 . 1.470(9) yes
C13 . N14 5_655 1.336(7) yes
C13 . N14 . 1.336(7) yes
N14 . N5 . 1.336(5) yes
N5 . N5 5_655 1.335(11) yes
N5 . Fe2 . 2.186(4) yes
Fe2 . O1 11_465 2.195(7) yes
Fe2 . O1 . 2.195(7) yes
C20 . C20 9_565 1.332(12) yes
C20 . H201 . 0.955 no
N3 . C23 14_556 1.527(18) yes
N3 . C22 2_566 1.562(19) yes
N3 . C22 10_556 1.562(19) yes
N3 . C8 6_566 1.428(14) yes
N3 . C8 9_565 1.428(14) yes
N3 . C8 14_556 1.428(14) yes
N3 . C23 . 1.527(18) yes
N3 . C8 . 1.428(14) yes
C22 . C22 5_555 1.54(4) yes
C22 . H221 5_555 0.946 no
C22 . H221 10_556 0.946 no
C22 . H222 10_556 0.946 no
C22 . H222 5_555 0.946 no
C22 . H82 10_556 0.944 no
C22 . H82 5_555 0.944 no
C23 . C23 5_555 1.54(3) yes
C23 . H231 9_565 0.951 no
C23 . H232 9_565 0.951 no
C23 . H81 9_565 0.944 no
C23 . H231 . 0.951 no
C23 . H232 . 0.951 no
C23 . H81 . 0.944 no
C8 . H231 9_565 1.118 no
C8 . C8 5_555 1.48(3) yes
C8 . H221 14_556 0.971 no
C8 . C8 14_556 1.69(3) yes
C8 . H232 . 1.118 no
C8 . H81 . 1.171 no
C8 . H82 . 0.910 no
C8 . H222 . 0.971 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 5_655 Fe1 . N2 2_666 90.00(2) yes
N3 5_655 Fe1 . N1 2_666 90.00(2) yes
N2 2_666 Fe1 . N1 2_666 90.00(2) yes
N3 5_655 Fe1 . N2 . 90.00(2) yes
N2 2_666 Fe1 . N2 . 179.994 yes
N1 2_666 Fe1 . N2 . 90.00(2) yes
N3 5_655 Fe1 . N1 . 90.00(2) yes
N2 2_666 Fe1 . N1 . 90.00(2) yes
N1 2_666 Fe1 . N1 . 179.994 yes
N2 . Fe1 . N1 . 90.00(2) yes
N3 5_655 Fe1 . N3 . 179.995 yes
N2 2_666 Fe1 . N3 . 90.00(2) yes
N1 2_666 Fe1 . N3 . 90.00(2) yes
N2 . Fe1 . N3 . 90.00(2) yes
N1 . Fe1 . N3 . 90.00(2) yes
C3 9_565 N2 . Fe1 . 126.9(3) yes
C3 9_565 N2 . C3 . 106.1(6) yes
Fe1 . N2 . C3 . 126.9(3) yes
N2 . C3 . C4 . 125.6(5) yes
N2 . C3 . C20 . 109.4(5) yes
C4 . C3 . C20 . 125.0(5) yes
C3 . C4 . C5 . 124.9(5) yes
C3 . C4 . C9 . 117.1(5) yes
C5 . C4 . C9 . 118.0(5) yes
C4 . C5 . N1 . 125.7(5) yes
C4 . C5 . C7 . 125.2(5) yes
N1 . C5 . C7 . 109.1(5) yes
C5 14_556 N1 . C5 . 106.3(6) yes
C5 14_556 N1 . Fe1 . 126.8(3) yes
C5 . N1 . Fe1 . 126.8(3) yes
C5 . C7 . C7 10_656 107.7(3) yes
C5 . C7 . H71 . 126.2 no
C7 10_656 C7 . H71 . 126.1 no
C4 . C9 . C10 5_655 120.9(3) yes
C4 . C9 . C10 . 120.9(3) yes
C10 5_655 C9 . C10 . 118.0(7) yes
C9 . C10 . C11 . 120.9(7) yes
C9 . C10 . H102 . 118.8 no
C11 . C10 . H102 . 120.2 no
C10 . C11 . C12 . 121.7(7) yes
C10 . C11 . H111 . 120.1 no
C12 . C11 . H111 . 118.2 no
C11 . C12 . C11 5_655 116.8(7) yes
C11 . C12 . C13 . 121.6(3) yes
C11 5_655 C12 . C13 . 121.6(3) yes
C12 . C13 . N14 5_655 124.1(3) yes
C12 . C13 . N14 . 124.1(3) yes
N14 5_655 C13 . N14 . 111.8(6) yes
C13 . N14 . N5 . 104.9(6) yes
N14 . N5 . N5 5_655 109.2(4) yes
N14 . N5 . Fe2 . 129.9(4) yes
N5 5_655 N5 . Fe2 . 120.90(13) yes
O1 11_465 Fe2 . N5 . 82.9(2) yes
O1 11_465 Fe2 . N5 15_665 97.1(2) yes
N5 . Fe2 . N5 15_665 92.6(2) yes
O1 11_465 Fe2 . N5 14_557 82.9(2) yes
N5 . Fe2 . N5 14_557 87.4(2) yes
N5 15_665 Fe2 . N5 14_557 179.995 yes
O1 11_465 Fe2 . N5 4_667 97.1(2) yes
N5 . Fe2 . N5 4_667 179.995 yes
N5 15_665 Fe2 . N5 4_667 87.4(2) yes
N5 14_557 Fe2 . N5 4_667 92.6(2) yes
O1 11_465 Fe2 . O1 . 179.995 yes
N5 . Fe2 . O1 . 97.1(2) yes
N5 15_665 Fe2 . O1 . 82.9(2) yes
N5 14_557 Fe2 . O1 . 97.1(2) yes
N5 4_667 Fe2 . O1 . 82.9(2) yes
Fe2 . O1 . Fe2 5_755 109.3(5) yes
C3 . C20 . C20 9_565 107.6(3) yes
C3 . C20 . H201 . 125.8 no
C20 9_565 C20 . H201 . 126.6 no
C23 14_556 N3 . C22 2_566 82.9(3) yes
C23 14_556 N3 . C22 10_556 82.9(3) yes
C22 2_566 N3 . C22 10_556 139.1(14) yes
C23 14_556 N3 . Fe1 . 110.8(7) yes
C22 2_566 N3 . Fe1 . 110.4(7) yes
C22 10_556 N3 . Fe1 . 110.4(7) yes
C23 14_556 N3 . C8 6_566 45.9(7) yes
C22 2_566 N3 . C8 6_566 37.3(7) yes
C22 10_556 N3 . C8 6_566 120.9(9) yes
Fe1 . N3 . C8 6_566 113.7(6) yes
C23 14_556 N3 . C8 9_565 114.2(8) yes
C22 2_566 N3 . C8 9_565 37.3(7) yes
C22 10_556 N3 . C8 9_565 120.9(9) yes
Fe1 . N3 . C8 9_565 113.7(6) yes
C8 6_566 N3 . C8 9_565 72.5(14) yes
C23 14_556 N3 . C8 14_556 45.9(7) yes
C22 2_566 N3 . C8 14_556 120.9(9) yes
C22 10_556 N3 . C8 14_556 37.3(7) yes
Fe1 . N3 . C8 14_556 113.7(6) yes
C8 6_566 N3 . C8 14_556 88.7(14) yes
C23 14_556 N3 . C23 . 138.4(14) yes
C22 2_566 N3 . C23 . 82.9(3) yes
C22 10_556 N3 . C23 . 82.9(3) yes
Fe1 . N3 . C23 . 110.8(7) yes
C8 6_566 N3 . C23 . 114.2(8) yes
C23 14_556 N3 . C8 . 114.2(8) yes
C22 2_566 N3 . C8 . 120.9(9) yes
C22 10_556 N3 . C8 . 37.3(7) yes
Fe1 . N3 . C8 . 113.7(6) yes
C8 6_566 N3 . C8 . 132.5(13) yes
C8 9_565 N3 . C8 14_556 132.5(13) yes
C8 9_565 N3 . C23 . 45.9(7) yes
C8 14_556 N3 . C23 . 114.2(8) yes
C8 9_565 N3 . C8 . 88.7(14) yes
C8 14_556 N3 . C8 . 72.5(14) yes
C23 . N3 . C8 . 45.9(7) yes
C22 5_555 C22 . N3 2_566 110.4(7) yes
C22 5_555 C22 . H221 5_555 107.3 no
N3 2_566 C22 . H221 5_555 110.1 no
C22 5_555 C22 . H221 10_556 107.3 no
N3 2_566 C22 . H221 10_556 110.1 no
H221 5_555 C22 . H221 10_556 111.5 no
C22 5_555 C22 . H222 10_556 107.3 no
N3 2_566 C22 . H222 10_556 110.1 no
H221 10_556 C22 . H222 10_556 111.5 no
C22 5_555 C22 . H222 5_555 107.3 no
N3 2_566 C22 . H222 5_555 110.1 no
H221 5_555 C22 . H222 5_555 111.5 no
H222 10_556 C22 . H222 5_555 111.5 no
C22 5_555 C22 . H82 10_556 109.5 no
N3 2_566 C22 . H82 10_556 104.8 no
H221 5_555 C22 . H82 10_556 5.3 no
H221 10_556 C22 . H82 10_556 114.7 no
H222 10_556 C22 . H82 10_556 5.3 no
C22 5_555 C22 . H82 5_555 109.5 no
N3 2_566 C22 . H82 5_555 104.8 no
H221 5_555 C22 . H82 5_555 114.7 no
H221 10_556 C22 . H82 5_555 5.3 no
H222 10_556 C22 . H82 5_555 114.7 no
H222 5_555 C22 . H82 10_556 114.7 no
H222 5_555 C22 . H82 5_555 5.3 no
H82 10_556 C22 . H82 5_555 117.4 no
C23 5_555 C23 . N3 . 110.8(7) yes
C23 5_555 C23 . H231 9_565 108.6 no
N3 . C23 . H231 9_565 109.7 no
C23 5_555 C23 . H232 9_565 108.6 no
N3 . C23 . H232 9_565 109.7 no
H231 9_565 C23 . H232 9_565 109.3 no
C23 5_555 C23 . H81 9_565 111.9 no
N3 . C23 . H81 9_565 110.6 no
H231 9_565 C23 . H81 9_565 105.0 no
H232 9_565 C23 . H81 9_565 4.5 no
C23 5_555 C23 . H231 . 108.6 no
N3 . C23 . H231 . 109.7 no
H231 9_565 C23 . H231 . 109.3 no
H81 9_565 C23 . H231 . 4.5 no
C23 5_555 C23 . H232 . 108.6 no
N3 . C23 . H232 . 109.7 no
H232 9_565 C23 . H232 . 109.3 no
H81 9_565 C23 . H232 . 105.0 no
C23 5_555 C23 . H81 . 111.9 no
N3 . C23 . H81 . 110.6 no
H231 9_565 C23 . H81 . 4.5 no
H232 9_565 C23 . H81 . 105.0 no
H81 9_565 C23 . H81 . 100.6 no
H231 . C23 . H232 . 109.3 no
H231 . C23 . H81 . 105.0 no
H232 . C23 . H81 . 4.5 no
H231 9_565 C8 . C8 5_555 107.5 no
H231 9_565 C8 . N3 . 106.9 no
C8 5_555 C8 . N3 . 113.7(6) yes
H231 9_565 C8 . H221 14_556 98.7 no
C8 5_555 C8 . H221 14_556 108.6 no
N3 . C8 . H221 14_556 119.6 no
H231 9_565 C8 . C8 14_556 158.8 no
C8 5_555 C8 . C8 14_556 90.00(2) yes
N3 . C8 . C8 14_556 53.7(7) yes
H221 14_556 C8 . C8 14_556 86.3 no
C8 5_555 C8 . H232 . 107.5 no
N3 . C8 . H232 . 106.9 no
H221 14_556 C8 . H232 . 98.7 no
C8 14_556 C8 . H232 . 158.8 no
H231 9_565 C8 . H81 . 2.6 no
C8 5_555 C8 . H81 . 109.2 no
N3 . C8 . H81 . 104.3 no
H221 14_556 C8 . H81 . 100.0 no
C8 14_556 C8 . H81 . 156.3 no
H231 9_565 C8 . H82 . 96.2 no
C8 5_555 C8 . H82 . 112.3 no
N3 . C8 . H82 . 118.0 no
H221 14_556 C8 . H82 . 3.8 no
C8 14_556 C8 . H82 . 87.6 no
H231 9_565 C8 . H222 . 98.7 no
C8 5_555 C8 . H222 . 108.6 no
N3 . C8 . H222 . 119.6 no
C8 14_556 C8 . H222 . 86.3 no
H232 . C8 . H81 . 2.6 no
H232 . C8 . H82 . 96.2 no
H81 . C8 . H82 . 97.3 no
H232 . C8 . H222 . 98.7 no
H81 . C8 . H222 . 100.0 no
H82 . C8 . H222 . 3.8 no
C8 9_565 H231 . C23 . 67.4 no
C8 . H232 . C23 . 67.4 no
C8 . H81 . C23 . 65.3 no
C22 5_555 H82 . C8 . 62.7 no
C8 14_556 H221 . C22 5_555 60.4 no
C8 . H222 . C22 5_555 60.4 no


_iucr_refine_instructions_details 
;
#
# Punched on 17/10/16 at 16:22:39
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (  10,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) H   ( 222,X'S) H   (  82,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) H   ( 232,X'S) H   (  81,X'S) 
RIDE C   (   8,X'S) 
END                                                                             
#
# Punched on 17/10/16 at 16:22:39
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
REM   SHIFTLIMIT   END (DO NOT REMOVE THIS LINE) 
VIBRATION 0.0, 0.020000 = C(22) TO C(8) 
U(IJ)'S  0.0, 0.010000 = C(22) TO C(8) 
VIBRATION 0.0, 0.020000 = C(23) TO C(8) 
U(IJ)'S  0.0, 0.010000 = C(23) TO C(8) 
END                                                                             
;

# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
0 10 2 x .
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.067 0.000 0.000 751 163 ' '
2 -0.067 0.250 0.500 633 147 ' '
3 -0.063 0.500 0.000 751 163 ' '
4 -0.072 0.750 0.500 633 147 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1514928'
_audit_update_record             
;
2016-11-03 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          ', SQUEEZE'
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   6.7530(2)
_cell_length_b                   35.2750(11)
_cell_length_c                   19.2653(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4589.2(3)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m m m '
_symmetry_space_group_name_Hall  '-C 2 2'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,z
x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y,z
-x,y,-z
x+1/2,-y+1/2,z
-x+1/2,y+1/2,-z
-x,-y,z
x,y,-z
-x+1/2,-y+1/2,z
x+1/2,y+1/2,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805
1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C0 H0 Fe0 N0 O0 
# Dc =      1.54 Fooo =   1168.00 Mu =     10.09 M =    266.41
# Found Formula = C0 H0 Fe0 N0 O0 
# Dc =      0.84 FOOO =   1168.00 Mu =      5.05 M =    144.56

_chemical_formula_sum            'C52 H24 Fe3 N22 O2'
_chemical_formula_moiety         'C52 H24 Fe3 N22 O2'
_chemical_compound_source        ?
_chemical_formula_weight         1156.48


_cell_measurement_reflns_used    2205
_cell_measurement_theta_min      3.1070
_cell_measurement_theta_max      31.6920
_cell_measurement_temperature    250

_exptl_crystal_description       rod
_exptl_crystal_colour            'dark purple'
_exptl_crystal_size_min          0.020
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_max          0.100

_exptl_crystal_density_diffrn    0.837
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    0.505

# Sheldrick geometric approximatio 0.99 0.99 
_exptl_absorpt_correction_type   multi-scan
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.738
_oxdiff_exptl_absorpt_empirical_full_max 1.496
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_source                   synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.95374
_diffrn_radiation_monochromator  synchrotron
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_detector                 'CCD plate'
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_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    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      250
_diffrn_reflns_number            7596
_reflns_number_total             1618
_diffrn_reflns_av_R_equivalents  0.073
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 1618 
# Theoretical number of reflections is about 3228 


_diffrn_reflns_theta_min         2.101
_diffrn_reflns_theta_max         31.747
_diffrn_measured_fraction_theta_max 0.861

_diffrn_reflns_theta_full        25.080
_diffrn_measured_fraction_theta_full 0.910


_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              0
_reflns_limit_h_max              7
_reflns_limit_k_min              0
_reflns_limit_k_max              38
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   2.15
_oxford_diffrn_Wilson_scale      9.28

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.53
_refine_diff_density_max         1.11


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         1601
_refine_ls_number_restraints     2
_refine_ls_number_parameters     118
_oxford_refine_ls_R_factor_ref   0.0611
_refine_ls_wR_factor_ref         0.1349
_refine_ls_goodness_of_fit_ref   0.9586
_refine_ls_shift/su_max          0.0002419
_refine_ls_shift/su_mean         0.0000169


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        1601
_refine_ls_R_factor_all          0.0611
_refine_ls_wR_factor_all         0.1349

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1344
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_gt          0.1291

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 147. 224. 117. 31.6 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.0000 0.46922(14) 0.3531(3) 0.0359 1.0000 Uani S T . . . .
C2 C 0.000000(7) 0.48079(15) 0.2815(3) 0.0427 1.0000 Uani S T . . . .
C3 C 0.0000 0.43117(14) 0.3749(3) 0.0393 1.0000 Uani S T . . . .
C4 C 0.0000 0.41998(13) 0.4443(3) 0.0300 1.0000 Uani S T . . . .
C5 C 0.0000 0.38027(14) 0.4659(3) 0.0416 1.0000 Uani S T . . . .
C6 C 0.0000 0.40175(14) 0.3199(3) 0.0448 1.0000 Uani S T . . . .
C7 C 0.1714(8) 0.38780(15) 0.2916(3) 0.0853 1.0000 Uani . . . . . .
C8 C 0.1725(8) 0.36105(15) 0.2393(3) 0.0866 1.0000 Uani . . . . . .
C9 C 0.0000 0.34800(15) 0.2119(3) 0.0492 1.0000 Uani S T . . . .
C10 C 0.0000 0.32070(16) 0.1548(3) 0.0478 1.0000 Uani S T . . . .
C11 C 0.3992(10) 0.52254(16) 0.5414(4) 0.0298 0.5000 Uani . . . . . .
N1 N 0.0000 0.44355(14) 0.5000 0.0242 1.0000 Uani S T . . . .
N2 N 0.0000 0.5000 0.3965(3) 0.0253 1.0000 Uani S T . . . .
N3 N 0.2908(8) 0.5000 0.5000 0.0281 1.0000 Uani S T . . . .
N4 N 0.1640(6) 0.30694(9) 0.12591(17) 0.0540 1.0000 Uani . . . . . .
N5 N 0.0981(5) 0.28366(8) 0.07610(18) 0.0473 1.0000 Uani . . . . . .
Fe1 Fe 0.0000 0.5000 0.5000 0.0216 1.0000 Uani S T . . . .
Fe2 Fe 0.2500 0.2500 0.0000 0.0410 1.0000 Uani S T . . . .
O1 O 0.0000 0.21867(15) 0.0000 0.0439 1.0000 Uani S T . . . .
H81 H 0.2920 0.3518 0.2221 0.1023 1.0000 Uiso R . . . . .
H21 H 0.0000 0.4649 0.2430 0.0509 1.0000 Uiso RS . . . . .
H111 H 0.3172 0.5383 0.5706 0.0452 0.5000 Uiso R . . . . .
H71 H 0.2912 0.3968 0.3088 0.1017 1.0000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.036(3) 0.037(3) 0.034(4) -0.004(2) 0.0000 0.0000
C2 0.065(4) 0.048(3) 0.014(4) 0.000(2) 0.0000 0.0000
C3 0.041(3) 0.033(3) 0.044(4) -0.008(3) 0.0000 0.0000
C4 0.036(3) 0.026(2) 0.028(5) -0.001(2) 0.0000 0.0000
C5 0.053(3) 0.039(3) 0.032(3) 0.001(2) 0.0000 0.0000
C6 0.063(4) 0.034(3) 0.037(4) -0.007(2) 0.0000 0.0000
C7 0.064(3) 0.104(4) 0.087(4) -0.058(3) -0.022(3) 0.017(3)
C8 0.071(3) 0.102(4) 0.087(4) -0.056(3) -0.013(3) 0.020(3)
C9 0.060(4) 0.045(3) 0.043(4) -0.014(3) 0.0000 0.0000
C10 0.060(4) 0.047(3) 0.036(4) -0.014(3) 0.0000 0.0000
C11 0.028(3) 0.029(3) 0.033(4) -0.007(3) 0.011(3) -0.002(3)
N1 0.027(3) 0.021(3) 0.024(4) 0.0000 0.0000 0.0000
N2 0.023(3) 0.028(3) 0.025(4) 0.0000 0.0000 0.0000
N3 0.031(3) 0.024(3) 0.030(4) 0.0000 0.0000 0.0000
N4 0.069(2) 0.0489(18) 0.044(2) -0.0178(17) -0.0049(18) 0.0009(17)
N5 0.0633(18) 0.0408(16) 0.038(2) -0.0076(16) -0.0028(17) 0.0009(14)
Fe1 0.0206(6) 0.0233(7) 0.0209(10) 0.0000 0.0000 0.0000
Fe2 0.0587(7) 0.0360(6) 0.0284(8) 0.0000 0.0000 0.0075(5)
O1 0.054(3) 0.055(3) 0.022(3) 0.0000 0.0000 0.0000

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.5498(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.438(8) yes
C1 . C3 . 1.406(7) yes
C1 . N2 . 1.370(6) yes
C2 . C2 9_565 1.355(10) yes
C2 . H21 . 0.929 no
C3 . C4 . 1.393(8) yes
C3 . C6 . 1.484(7) yes
C4 . C5 . 1.461(7) yes
C4 . N1 . 1.357(6) yes
C5 . C5 10_556 1.314(12) yes
C6 . C7 5_555 1.371(6) yes
C6 . C7 . 1.371(6) yes
C7 . C8 . 1.380(6) yes
C7 . H71 . 0.930 no
C8 . C9 . 1.359(6) yes
C8 . H81 . 0.932 no
C9 . C10 . 1.462(8) yes
C10 . N4 5_555 1.331(4) yes
C10 . N4 . 1.331(4) yes
C11 . C11 9_565 1.590(11) yes
C11 . C11 14_556 1.596(15) yes
C11 . C11 5_655 1.362(13) yes
C11 . N3 . 1.343(7) yes
C11 . H111 . 0.965 no
N1 . Fe1 . 1.991(5) yes
N2 . Fe1 . 1.994(6) yes
N3 . Fe1 . 1.964(5) yes
N4 . N5 . 1.339(4) yes
N5 . N5 5_555 1.325(6) yes
N5 . Fe2 . 2.147(3) yes
Fe2 . O1 4_555 2.018(3) yes
Fe2 . O1 . 2.018(3) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C3 . 123.9(5) yes
C2 . C1 . N2 . 111.1(5) yes
C3 . C1 . N2 . 125.0(5) yes
C1 . C2 . C2 9_565 106.5(3) yes
C1 . C2 . H21 . 126.5 no
C2 9_565 C2 . H21 . 127.0 no
C1 . C3 . C4 . 123.9(5) yes
C1 . C3 . C6 . 117.0(5) yes
C4 . C3 . C6 . 119.2(5) yes
C3 . C4 . C5 . 123.0(5) yes
C3 . C4 . N1 . 125.8(4) yes
C5 . C4 . N1 . 111.2(4) yes
C4 . C5 . C5 10_556 106.5(3) yes
C3 . C6 . C7 5_555 122.3(3) yes
C3 . C6 . C7 . 122.3(3) yes
C7 5_555 C6 . C7 . 115.2(5) yes
C6 . C7 . C8 . 122.7(5) yes
C6 . C7 . H71 . 118.1 no
C8 . C7 . H71 . 119.2 no
C7 . C8 . C9 . 120.7(5) yes
C7 . C8 . H81 . 120.3 no
C9 . C8 . H81 . 119.0 no
C8 . C9 . C8 5_555 118.0(6) yes
C8 . C9 . C10 . 121.0(3) yes
C8 5_555 C9 . C10 . 121.0(3) yes
C9 . C10 . N4 5_555 123.7(2) yes
C9 . C10 . N4 . 123.7(2) yes
N4 5_555 C10 . N4 . 112.6(5) yes
C11 9_565 C11 . C11 14_556 90.000(3) yes
C11 9_565 C11 . C11 5_655 90.000 yes
C11 14_556 C11 . C11 5_655 90.000(3) yes
C11 9_565 C11 . N3 . 53.7(3) yes
C11 14_556 C11 . N3 . 53.5(3) yes
C11 5_655 C11 . N3 . 123.0(3) yes
C11 9_565 C11 . H111 . 125.2 no
C11 14_556 C11 . H111 . 125.6 no
C11 5_655 C11 . H111 . 125.0 no
N3 . C11 . H111 . 112.0 no
C4 . N1 . C4 10_556 104.4(5) yes
C4 . N1 . Fe1 . 127.8(3) yes
C4 10_556 N1 . Fe1 . 127.8(3) yes
C1 9_565 N2 . C1 . 104.8(6) yes
C1 9_565 N2 . Fe1 . 127.6(3) yes
C1 . N2 . Fe1 . 127.6(3) yes
C11 6_566 N3 . C11 9_565 72.9(6) yes
C11 6_566 N3 . C11 14_556 72.6(6) yes
C11 9_565 N3 . C11 14_556 114.0(7) yes
C11 6_566 N3 . C11 . 114.0(7) yes
C11 9_565 N3 . C11 . 72.6(6) yes
C11 14_556 N3 . C11 . 72.9(6) yes
C11 6_566 N3 . Fe1 . 123.0(3) yes
C11 9_565 N3 . Fe1 . 123.0(3) yes
C11 14_556 N3 . Fe1 . 123.0(3) yes
C11 . N3 . Fe1 . 123.0(3) yes
C10 . N4 . N5 . 104.3(4) yes
N4 . N5 . N5 5_555 109.4(2) yes
N4 . N5 . Fe2 . 132.0(3) yes
N5 5_555 N5 . Fe2 . 118.53(8) yes
N2 2_566 Fe1 . N2 . 179.994 yes
N2 2_566 Fe1 . N1 2_566 90.000(3) yes
N2 . Fe1 . N1 2_566 90.000(3) yes
N2 2_566 Fe1 . N1 . 90.000(3) yes
N2 . Fe1 . N1 . 90.000(3) yes
N1 2_566 Fe1 . N1 . 179.994 yes
N2 2_566 Fe1 . N3 . 90.000(3) yes
N2 . Fe1 . N3 . 90.000(3) yes
N1 2_566 Fe1 . N3 . 90.000 yes
N1 . Fe1 . N3 . 90.000 yes
N2 2_566 Fe1 . N3 2_566 90.000(3) yes
N2 . Fe1 . N3 2_566 90.000(3) yes
N1 2_566 Fe1 . N3 2_566 90.000 yes
N1 . Fe1 . N3 2_566 90.000 yes
N3 . Fe1 . N3 2_566 179.994 yes
N5 14_555 Fe2 . N5 4_555 93.89(18) yes
N5 14_555 Fe2 . N5 15_555 179.995 yes
N5 4_555 Fe2 . N5 15_555 86.11(18) yes
N5 14_555 Fe2 . N5 . 86.11(18) yes
N5 4_555 Fe2 . N5 . 179.995 yes
N5 15_555 Fe2 . N5 . 93.89(18) yes
N5 14_555 Fe2 . O1 4_555 95.55(12) yes
N5 4_555 Fe2 . O1 4_555 84.45(12) yes
N5 15_555 Fe2 . O1 4_555 84.45(12) yes
N5 . Fe2 . O1 4_555 95.55(12) yes
N5 14_555 Fe2 . O1 . 84.45(12) yes
N5 4_555 Fe2 . O1 . 95.55(12) yes
N5 15_555 Fe2 . O1 . 95.55(12) yes
N5 . Fe2 . O1 . 84.45(12) yes
O1 4_555 Fe2 . O1 . 179.994 yes
Fe2 11_455 O1 . Fe2 . 113.6(3) yes


_iucr_refine_instructions_details 
;
#
# Punched on 17/10/16 at 16:43:54
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
END                                                                             
#
# Punched on 17/10/16 at 16:43:54
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.169 -0.021 -0.039 2734 584 ' '
_platon_squeeze_details          
;
;
