# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_cpd1
_database_code_depnum_ccdc_archive 'CCDC 1036524'
_audit_update_record             
;
2014-11-27 deposited with the CCDC.
2015-01-22 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          
; 
? 
;
#--------------------------------------------------------------- 
# _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                   7.7688(4)
_cell_length_b                   8.5125(4)
_cell_length_c                   24.4247(11)
_cell_angle_alpha                82.716(2)
_cell_angle_beta                 85.057(2)
_cell_angle_gamma                84.926(2)
_cell_volume                     1591.34(13)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-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'
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'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 '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'
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'


_cell_formula_units_Z            2

# Given Formula = C26 H35 B2 F8 Fe1 N5 O6 
# Dc =      1.55 Fooo =    764.00 Mu =      5.69 M =    743.05
# Found Formula = C26 H35 B2 F8 Fe1 N5 O6 
# Dc =      1.55 FOOO =    764.00 Mu =      5.69 M =    743.05

_chemical_formula_sum            'C26 H35 B2 F8 Fe1 N5 O6'
_chemical_formula_moiety         'C24 H27 Fe N5 O4, 2(B F4), 2(C H4 O)'
_chemical_compound_source        ?
_chemical_formula_weight         743.05


_cell_measurement_reflns_used    9658
_cell_measurement_theta_min      2
_cell_measurement_theta_max      35
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            grey
_exptl_crystal_size_min          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_max          0.200

_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             764
_exptl_absorpt_coefficient_mu    0.569

# Sheldrick geometric approximatio 0.92 0.92 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.92
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_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      100
_diffrn_reflns_number            78089
_reflns_number_total             7192
_diffrn_reflns_av_R_equivalents  0.022
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 7192 
# Theoretical number of reflections is about 27252 


_diffrn_reflns_theta_min         0.843
_diffrn_reflns_theta_max         34.634
_diffrn_measured_fraction_theta_max 0.527

_diffrn_reflns_theta_full        25.283
_diffrn_measured_fraction_theta_full 0.577


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_reflns_limit_h_min              -12
_reflns_limit_h_max              12
_reflns_limit_k_min              -13
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              14


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

_refine_diff_density_min         -1.47
_refine_diff_density_max         1.75


# 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         6777
_refine_ls_number_restraints     0
_refine_ls_number_parameters     355
_oxford_refine_ls_R_factor_ref   0.0646
_refine_ls_wR_factor_ref         0.0700
_refine_ls_goodness_of_fit_ref   1.0875
_refine_ls_shift/su_max          0.0013553
_refine_ls_shift/su_mean         0.0000322


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        7165
_refine_ls_R_factor_all          0.0672
_refine_ls_wR_factor_all         0.0749

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6940
_refine_ls_R_factor_gt           0.0657
_refine_ls_wR_factor_gt          0.0708

# 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 F
_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: 
 0.256 0.210 0.619E-01 
;

# 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 0.52200(4) 0.65044(3) 0.72022(2) 0.0121 1.0000 Uani . . . . . .
C1 C 0.4014(3) 1.0116(2) 0.70170(15) 0.0141 1.0000 Uani . . . . . .
C2 C 0.3811(3) 1.1672(2) 0.67480(15) 0.0174 1.0000 Uani . . . . . .
C3 C 0.4482(3) 1.1987(2) 0.62133(15) 0.0184 1.0000 Uani . . . . . .
C4 C 0.5358(3) 1.0773(2) 0.59415(15) 0.0151 1.0000 Uani . . . . . .
C5 C 0.5521(3) 0.9253(2) 0.62347(14) 0.0129 1.0000 Uani . . . . . .
C6 C 0.6472(2) 0.7870(2) 0.59961(14) 0.0105 1.0000 Uani . . . . . .
C7 C 0.7167(3) 0.7981(3) 0.54117(16) 0.0206 1.0000 Uani . . . . . .
C8 C 0.7490(2) 0.4033(2) 0.66451(14) 0.0121 1.0000 Uani . . . . . .
C9 C 0.3713(3) 0.5875(2) 0.83663(15) 0.0158 1.0000 Uani . . . . . .
C10 C 0.3354(3) 0.9635(2) 0.75905(15) 0.0166 1.0000 Uani . . . . . .
C11 C 0.2455(4) 1.0839(3) 0.79391(18) 0.0298 1.0000 Uani . . . . . .
C12 C 0.8521(2) 0.2535(2) 0.65335(14) 0.0118 1.0000 Uani . . . . . .
C13 C 0.8450(3) 0.1264(2) 0.69548(15) 0.0156 1.0000 Uani . . . . . .
C14 C 0.9340(3) -0.0192(2) 0.68729(16) 0.0215 1.0000 Uani . . . . . .
C15 C 1.0273(3) -0.0384(2) 0.63742(15) 0.0186 1.0000 Uani . . . . . .
C16 C 1.0355(3) 0.0879(2) 0.59562(16) 0.0186 1.0000 Uani . . . . . .
C17 C 0.9491(3) 0.2350(2) 0.60387(15) 0.0168 1.0000 Uani . . . . . .
C18 C 0.3498(3) 0.5120(3) 0.89429(16) 0.0194 1.0000 Uani . . . . . .
C19 C 0.2329(4) 0.5754(4) 0.93399(18) 0.0274 1.0000 Uani . . . . . .
C20 C 0.2239(5) 0.5027(4) 0.9881(2) 0.0352 1.0000 Uani . . . . . .
C21 C 0.3296(6) 0.3673(4) 1.0029(2) 0.0400 1.0000 Uani . . . . . .
C22 C 0.4435(5) 0.3026(4) 0.9638(2) 0.0379 1.0000 Uani . . . . . .
C23 C 0.4532(4) 0.3724(3) 0.90972(18) 0.0257 1.0000 Uani . . . . . .
C24 C 0.1362(3) 0.5558(3) 0.70853(17) 0.0240 1.0000 Uani . . . . . .
C25 C 0.1852(5) 0.9874(5) 0.9546(2) 0.0465 1.0000 Uani . . . . . .
C26 C 0.9419(6) 0.4005(7) 0.8634(3) 0.0694 1.0000 Uani . . . . . .
N1 N 0.4868(2) 0.89485(18) 0.67533(12) 0.0114 1.0000 Uani . . . . . .
N2 N 0.6586(2) 0.66323(19) 0.63619(12) 0.0115 1.0000 Uani . . . . . .
N5 N 0.3672(2) 0.8129(2) 0.77430(12) 0.0143 1.0000 Uani . . . . . .
N32 N 0.7444(2) 0.52435(18) 0.62252(12) 0.0108 1.0000 Uani . . . . . .
N42 N 0.3261(2) 0.7469(2) 0.82717(13) 0.0159 1.0000 Uani . . . . . .
O1 O 0.6690(2) 0.41985(18) 0.70944(10) 0.0162 1.0000 Uani . . . . . .
O2 O 0.4299(2) 0.51209(18) 0.79790(10) 0.0170 1.0000 Uani . . . . . .
O5 O 0.8759(3) 0.4010(3) 0.81113(15) 0.0425 1.0000 Uani . . . . . .
O6 O 0.3189(3) 0.9273(3) 0.91751(14) 0.0410 1.0000 Uani . . . . . .
O30 O 0.3075(2) 0.5735(2) 0.68406(11) 0.0194 1.0000 Uani . . . . . .
O40 O 0.7433(2) 0.68160(19) 0.76377(11) 0.0201 1.0000 Uani . . . . . .
B1 B 0.7560(5) -0.0339(4) 0.8664(2) 0.0311 1.0000 Uani . . . . . .
B2 B 0.2377(3) 0.6423(3) 0.53747(18) 0.0177 1.0000 Uani . . . . . .
F1 F 0.8303(2) 0.1060(2) 0.84279(10) 0.0653 0.5000 Uani D . . . . .
F2 F 0.8930(2) -0.1575(2) 0.87395(10) 0.0681 0.5000 Uani D . . . . .
F3 F 0.6520(2) -0.0700(2) 0.82762(10) 0.0441 0.5000 Uani D . . . . .
F4 F 0.6711(3) -0.0023(3) 0.91593(12) 0.0460 1.0000 Uani . . . . . .
F5 F 0.2450(3) 0.80381(18) 0.52550(11) 0.0441 1.0000 Uani . . . . . .
F6 F 0.3654(2) 0.5817(2) 0.57339(10) 0.0304 1.0000 Uani . . . . . .
F7 F 0.2666(3) 0.5705(3) 0.49018(13) 0.0507 1.0000 Uani . . . . . .
F8 F 0.0797(3) 0.6111(3) 0.56502(13) 0.0535 1.0000 Uani . . . . . .
F10 F 0.7149(2) 0.0955(2) 0.82736(10) 0.0653 0.5000 Uani D . . . . .
F20 F 0.9161(2) -0.0972(2) 0.87178(10) 0.0681 0.5000 Uani D . . . . .
F30 F 0.6614(2) -0.1555(2) 0.85125(10) 0.0441 0.5000 Uani D . . . . .
H21 H 0.3242 1.2483 0.6933 0.0214 1.0000 Uiso R . . . . .
H31 H 0.4353 1.3019 0.6029 0.0235 1.0000 Uiso R . . . . .
H41 H 0.5834 1.0973 0.5576 0.0180 1.0000 Uiso R . . . . .
H51 H 0.8226 0.3218 0.8104 0.0660 1.0000 Uiso R . . . . .
H61 H 0.4236 0.9528 0.9100 0.0609 1.0000 Uiso R . . . . .
H73 H 0.6544 0.8800 0.5192 0.0319 1.0000 Uiso R . . . . .
H71 H 0.7086 0.7011 0.5269 0.0323 1.0000 Uiso R . . . . .
H72 H 0.8351 0.8203 0.5382 0.0322 1.0000 Uiso R . . . . .
H111 H 0.3272 1.1503 0.8043 0.0453 1.0000 Uiso R . . . . .
H113 H 0.1589 1.1484 0.7733 0.0447 1.0000 Uiso R . . . . .
H112 H 0.1883 1.0315 0.8267 0.0452 1.0000 Uiso R . . . . .
H131 H 0.7817 0.1397 0.7291 0.0197 1.0000 Uiso R . . . . .
H141 H 0.9285 -0.1034 0.7158 0.0257 1.0000 Uiso R . . . . .
H151 H 1.0866 -0.1353 0.6316 0.0230 1.0000 Uiso R . . . . .
H161 H 1.1011 0.0759 0.5623 0.0220 1.0000 Uiso R . . . . .
H171 H 0.9573 0.3209 0.5753 0.0212 1.0000 Uiso R . . . . .
H191 H 0.1607 0.6683 0.9243 0.0327 1.0000 Uiso R . . . . .
H201 H 0.1455 0.5466 1.0148 0.0429 1.0000 Uiso R . . . . .
H211 H 0.3243 0.3202 1.0395 0.0481 1.0000 Uiso R . . . . .
H221 H 0.5140 0.2093 0.9743 0.0450 1.0000 Uiso R . . . . .
H231 H 0.5287 0.3272 0.8828 0.0317 1.0000 Uiso R . . . . .
H241 H 0.1158 0.4482 0.7192 0.0378 1.0000 Uiso R . . . . .
H243 H 0.1162 0.6115 0.7404 0.0373 1.0000 Uiso R . . . . .
H242 H 0.0553 0.6015 0.6830 0.0371 1.0000 Uiso R . . . . .
H252 H 0.1678 1.1017 0.9476 0.0705 1.0000 Uiso R . . . . .
H251 H 0.0790 0.9407 0.9495 0.0702 1.0000 Uiso R . . . . .
H253 H 0.2154 0.9561 0.9924 0.0706 1.0000 Uiso R . . . . .
H301 H 0.3135 0.5869 0.6501 0.0286 1.0000 Uiso R . . . . .
H321 H 0.7791 0.5109 0.5888 0.0144 1.0000 Uiso R . . . . .
H402 H 0.7325 0.7460 0.7858 0.0302 1.0000 Uiso R . . . . .
H401 H 0.7813 0.5971 0.7826 0.0308 1.0000 Uiso R . . . . .
H421 H 0.3182 0.8034 0.8541 0.0200 1.0000 Uiso R . . . . .
H263 H 1.0439 0.3274 0.8666 0.1024 1.0000 Uiso R . . . . .
H261 H 0.9702 0.5092 0.8660 0.1027 1.0000 Uiso R . . . . .
H262 H 0.8528 0.3702 0.8920 0.1027 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None

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 . N1 . 2.2312(18) yes
Fe1 . N2 . 2.222(3) yes
Fe1 . N5 . 2.236(2) yes
Fe1 . O1 . 2.2158(16) yes
Fe1 . O2 . 2.202(2) yes
Fe1 . O30 . 2.140(2) yes
Fe1 . O40 . 2.151(2) yes
C1 . C2 . 1.404(3) yes
C1 . C10 . 1.470(5) yes
C1 . N1 . 1.347(3) yes
C2 . C3 . 1.367(5) yes
C2 . H21 . 0.931 no
C3 . C4 . 1.394(4) yes
C3 . H31 . 0.937 no
C4 . C5 . 1.398(3) yes
C4 . H41 . 0.937 no
C5 . C6 . 1.489(3) yes
C5 . N1 . 1.326(4) yes
C6 . C7 . 1.476(5) yes
C6 . N2 . 1.294(3) yes
C7 . H73 . 0.948 no
C7 . H71 . 0.946 no
C7 . H72 . 0.951 no
C8 . C12 . 1.488(3) yes
C8 . N32 . 1.359(3) yes
C8 . O1 . 1.231(4) yes
C9 . C18 . 1.474(5) yes
C9 . N42 . 1.367(3) yes
C9 . O2 . 1.242(4) yes
C10 . C11 . 1.502(4) yes
C10 . N5 . 1.296(3) yes
C11 . H111 . 0.956 no
C11 . H113 . 0.964 no
C11 . H112 . 0.959 no
C12 . C13 . 1.396(4) yes
C12 . C17 . 1.387(4) yes
C13 . C14 . 1.394(3) yes
C13 . H131 . 0.934 no
C14 . C15 . 1.383(5) yes
C14 . H141 . 0.935 no
C15 . C16 . 1.388(4) yes
C15 . H151 . 0.929 no
C16 . C17 . 1.396(3) yes
C16 . H161 . 0.934 no
C17 . H171 . 0.947 no
C18 . C19 . 1.396(5) yes
C18 . C23 . 1.403(4) yes
C19 . C20 . 1.384(6) yes
C19 . H191 . 0.945 no
C20 . C21 . 1.383(5) yes
C20 . H201 . 0.944 no
C21 . C22 . 1.379(6) yes
C21 . H211 . 0.931 no
C22 . C23 . 1.377(6) yes
C22 . H221 . 0.944 no
C23 . H231 . 0.939 no
C24 . O30 . 1.424(3) yes
C24 . H241 . 0.943 no
C24 . H243 . 0.955 no
C24 . H242 . 0.947 no
C25 . O6 . 1.423(5) yes
C25 . H252 . 0.966 no
C25 . H251 . 0.971 no
C25 . H253 . 0.971 no
C26 . O5 . 1.415(7) yes
C26 . H263 . 0.966 no
C26 . H261 . 0.980 no
C26 . H262 . 0.968 no
N2 . N32 . 1.370(2) yes
N5 . N42 . 1.365(4) yes
N32 . H321 . 0.862 no
N42 . H421 . 0.857 no
O5 . H51 . 0.824 no
O6 . H61 . 0.859 no
O30 . H301 . 0.822 no
O40 . H402 . 0.809 no
O40 . H401 . 0.847 no
B1 . F1 . 1.405(4) yes
B1 . F2 . 1.435(4) yes
B1 . F3 . 1.376(5) yes
B1 . F4 . 1.373(6) yes
B1 . F10 . 1.396(5) yes
B1 . F20 . 1.322(4) yes
B1 . F30 . 1.424(4) yes
B2 . F5 . 1.374(3) yes
B2 . F6 . 1.402(4) yes
B2 . F7 . 1.367(5) yes
B2 . F8 . 1.378(4) 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
N1 . Fe1 . N2 . 69.08(8) yes
N1 . Fe1 . N5 . 69.56(9) yes
N2 . Fe1 . N5 . 138.59(7) yes
N1 . Fe1 . O1 . 139.31(9) yes
N2 . Fe1 . O1 . 70.46(7) yes
N5 . Fe1 . O1 . 150.35(9) yes
N1 . Fe1 . O2 . 139.77(8) yes
N2 . Fe1 . O2 . 150.69(6) yes
N5 . Fe1 . O2 . 70.62(7) yes
O1 . Fe1 . O2 . 80.92(7) yes
N1 . Fe1 . O30 . 92.31(8) yes
N2 . Fe1 . O30 . 86.77(8) yes
N5 . Fe1 . O30 . 96.78(8) yes
O1 . Fe1 . O30 . 89.63(7) yes
O2 . Fe1 . O30 . 86.84(8) yes
N1 . Fe1 . O40 . 98.62(7) yes
N2 . Fe1 . O40 . 96.60(8) yes
N5 . Fe1 . O40 . 87.59(8) yes
O1 . Fe1 . O40 . 81.75(7) yes
O2 . Fe1 . O40 . 85.15(8) yes
O30 . Fe1 . O40 . 169.06(7) yes
C2 . C1 . C10 . 124.1(2) yes
C2 . C1 . N1 . 120.5(3) yes
C10 . C1 . N1 . 115.4(2) yes
C1 . C2 . C3 . 119.2(2) yes
C1 . C2 . H21 . 120.5 no
C3 . C2 . H21 . 120.4 no
C2 . C3 . C4 . 120.1(2) yes
C2 . C3 . H31 . 120.0 no
C4 . C3 . H31 . 119.9 no
C3 . C4 . C5 . 117.8(3) yes
C3 . C4 . H41 . 121.1 no
C5 . C4 . H41 . 121.1 no
C4 . C5 . C6 . 122.9(3) yes
C4 . C5 . N1 . 122.1(2) yes
C6 . C5 . N1 . 115.0(2) yes
C5 . C6 . C7 . 121.8(2) yes
C5 . C6 . N2 . 111.4(3) yes
C7 . C6 . N2 . 126.8(2) yes
C6 . C7 . H73 . 111.1 no
C6 . C7 . H71 . 110.3 no
H73 . C7 . H71 . 108.4 no
C6 . C7 . H72 . 110.2 no
H73 . C7 . H72 . 108.4 no
H71 . C7 . H72 . 108.4 no
C12 . C8 . N32 . 117.3(3) yes
C12 . C8 . O1 . 122.7(2) yes
N32 . C8 . O1 . 120.09(19) yes
C18 . C9 . N42 . 117.1(3) yes
C18 . C9 . O2 . 122.4(2) yes
N42 . C9 . O2 . 120.5(3) yes
C1 . C10 . C11 . 120.6(2) yes
C1 . C10 . N5 . 112.7(2) yes
C11 . C10 . N5 . 126.6(3) yes
C10 . C11 . H111 . 110.4 no
C10 . C11 . H113 . 109.6 no
H111 . C11 . H113 . 109.5 no
C10 . C11 . H112 . 110.2 no
H111 . C11 . H112 . 109.2 no
H113 . C11 . H112 . 108.0 no
C8 . C12 . C13 . 116.5(3) yes
C8 . C12 . C17 . 123.5(2) yes
C13 . C12 . C17 . 119.99(19) yes
C12 . C13 . C14 . 119.7(3) yes
C12 . C13 . H131 . 119.9 no
C14 . C13 . H131 . 120.4 no
C13 . C14 . C15 . 120.2(3) yes
C13 . C14 . H141 . 119.0 no
C15 . C14 . H141 . 120.9 no
C14 . C15 . C16 . 120.2(2) yes
C14 . C15 . H151 . 120.6 no
C16 . C15 . H151 . 119.2 no
C15 . C16 . C17 . 119.9(3) yes
C15 . C16 . H161 . 120.3 no
C17 . C16 . H161 . 119.7 no
C16 . C17 . C12 . 119.9(3) yes
C16 . C17 . H171 . 119.2 no
C12 . C17 . H171 . 120.9 no
C9 . C18 . C19 . 122.5(2) yes
C9 . C18 . C23 . 118.3(3) yes
C19 . C18 . C23 . 119.1(3) yes
C18 . C19 . C20 . 119.8(3) yes
C18 . C19 . H191 . 120.4 no
C20 . C19 . H191 . 119.7 no
C19 . C20 . C21 . 120.4(4) yes
C19 . C20 . H201 . 119.5 no
C21 . C20 . H201 . 120.1 no
C20 . C21 . C22 . 120.1(4) yes
C20 . C21 . H211 . 119.9 no
C22 . C21 . H211 . 120.0 no
C21 . C22 . C23 . 120.3(3) yes
C21 . C22 . H221 . 119.5 no
C23 . C22 . H221 . 120.2 no
C18 . C23 . C22 . 120.2(3) yes
C18 . C23 . H231 . 119.4 no
C22 . C23 . H231 . 120.4 no
O30 . C24 . H241 . 112.0 no
O30 . C24 . H243 . 110.2 no
H241 . C24 . H243 . 108.7 no
O30 . C24 . H242 . 109.5 no
H241 . C24 . H242 . 109.2 no
H243 . C24 . H242 . 107.2 no
O6 . C25 . H252 . 111.0 no
O6 . C25 . H251 . 108.3 no
H252 . C25 . H251 . 109.5 no
O6 . C25 . H253 . 109.3 no
H252 . C25 . H253 . 110.0 no
H251 . C25 . H253 . 108.7 no
O5 . C26 . H263 . 110.1 no
O5 . C26 . H261 . 107.2 no
H263 . C26 . H261 . 110.6 no
O5 . C26 . H262 . 108.7 no
H263 . C26 . H262 . 110.5 no
H261 . C26 . H262 . 109.6 no
Fe1 . N1 . C1 . 119.4(2) yes
Fe1 . N1 . C5 . 120.20(14) yes
C1 . N1 . C5 . 120.4(2) yes
Fe1 . N2 . C6 . 123.80(16) yes
Fe1 . N2 . N32 . 115.58(16) yes
C6 . N2 . N32 . 120.3(3) yes
Fe1 . N5 . C10 . 122.8(2) yes
Fe1 . N5 . N42 . 115.12(13) yes
C10 . N5 . N42 . 121.6(3) yes
N2 . N32 . C8 . 114.9(2) yes
N2 . N32 . H321 . 122.2 no
C8 . N32 . H321 . 122.4 no
C9 . N42 . N5 . 114.2(2) yes
C9 . N42 . H421 . 119.7 no
N5 . N42 . H421 . 120.5 no
Fe1 . O1 . C8 . 118.66(15) yes
Fe1 . O2 . C9 . 117.26(15) yes
C26 . O5 . H51 . 111.0 no
C25 . O6 . H61 . 130.3 no
Fe1 . O30 . C24 . 127.9(2) yes
Fe1 . O30 . H301 . 114.7 no
C24 . O30 . H301 . 113.6 no
Fe1 . O40 . H402 . 118.0 no
Fe1 . O40 . H401 . 113.1 no
H402 . O40 . H401 . 103.5 no
F1 . B1 . F2 . 108.1(3) yes
F1 . B1 . F3 . 105.5(4) yes
F2 . B1 . F3 . 109.1(3) yes
F1 . B1 . F4 . 106.8(3) yes
F2 . B1 . F4 . 111.7(4) yes
F3 . B1 . F4 . 115.3(3) yes
F2 . B1 . F10 . 137.7(4) yes
F4 . B1 . F10 . 107.0(3) yes
F3 . B1 . F20 . 123.8(4) yes
F4 . B1 . F20 . 112.7(4) yes
F10 . B1 . F20 . 122.9(3) yes
F1 . B1 . F30 . 140.2(5) yes
F4 . B1 . F30 . 102.6(3) yes
F10 . B1 . F30 . 103.1(3) yes
F20 . B1 . F30 . 106.2(3) yes
F5 . B2 . F6 . 109.4(2) yes
F5 . B2 . F7 . 110.4(3) yes
F6 . B2 . F7 . 108.7(2) yes
F5 . B2 . F8 . 109.1(2) yes
F6 . B2 . F8 . 107.1(3) yes
F7 . B2 . F8 . 112.1(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 . H112 . O6 . 128.0 0.959 2.544 3.218(4) yes
C14 . H141 . O40 1_545 145.0 0.935 2.534 3.340(4) yes
O40 . H401 . O5 . 170.0 0.847 1.841 2.679(4) yes
N42 . H421 . O6 . 175.0 0.857 1.982 2.838(4) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 13/10/14 at 17:22:05
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   7,X'S) H   (  73,X'S) H   (  71,X'S) H   (  72,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 113,X'S) H   ( 112,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) H   ( 243,X'S) H   ( 242,X'S) 
RIDE C   (  25,X'S) H   ( 252,X'S) H   ( 251,X'S) H   ( 253,X'S) 
RIDE C   (  26,X'S) H   ( 263,X'S) H   ( 261,X'S) H   ( 262,X'S) 
RIDE N   (  32,X'S) H   ( 321,X'S) 
RIDE N   (  42,X'S) H   ( 421,X'S) 
RIDE O   (   5,X'S) H   (  51,X'S) 
RIDE O   (   6,X'S) H   (  61,X'S) 
RIDE O   (  30,X'S) H   ( 301,X'S) 
RIDE O   (  40,X'S) H   ( 402,X'S) H   ( 401,X'S) 
RIDE N(2,U'S) N(32,U'S) C(8,U'S) N(5,U'S) N(42,U'S) C(9,U'S) 
CONT O(1,U'S) O(2,U'S) C(1,U'S) C(5,U'S) C(6,U'S) C(10,U'S) 
RIDE F(1,U'S) F(10,U'S) 
RIDE F(2,U'S) F(20,U'S) 
RIDE F(3,U'S) F(30,U'S) 
RIDE F(7,U'S) F(8,U'S) 
RIDE F(1,X'S) F(10,X'S) F(2,X'S) F(20,X'S) F(3,X'S) F(30,X'S) 
END                                                                             
;


_iucr_refine_instructions_details_restraints 
;
#
# Punched on 13/10/14 at 17:22:05
#
#LIST     16                                                                    
SAME F(1) F(2) F(3) AND F(10) F(20) F(30) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_cpd3
_database_code_depnum_ccdc_archive 'CCDC 1036525'
_audit_update_record             
;
2014-11-27 deposited with the CCDC.
2015-01-22 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          
; 
? 
;
#--------------------------------------------------------------- 
# _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                   17.3572(6)
_cell_length_b                   15.1852(4)
_cell_length_c                   10.1318(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.117(2)
_cell_angle_gamma                90
_cell_volume                     2669.96(13)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
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+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

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 0.0181 0.0091 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 0.0311 0.0180 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 0.0492 0.0322 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 -1.1336 3.1974 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'
Ni -3.0029 0.5091 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C27 H21 Fe1 N9 Ni1 O2 
# Dc =      1.54 Fooo =   1264.00 Mu =     55.98 M =    309.04
# Found Formula = C27 H21 Fe1 N9 Ni1 O2 
# Dc =      1.54 FOOO =   1264.00 Mu =     55.98 M =    309.04

_chemical_formula_sum            'C27 H21 Fe1 N9 Ni1 O2'
_chemical_formula_moiety         'C27 H21 Fe1 N9 Ni1 O2'
_chemical_compound_source        ?
_chemical_formula_weight         618.08


_cell_measurement_reflns_used    5003
_cell_measurement_theta_min      5
_cell_measurement_theta_max      70
_cell_measurement_temperature    100

_exptl_crystal_description       planar
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.030
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    5.598

# Sheldrick geometric approximatio 0.33 0.85 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.54
_exptl_absorpt_correction_T_max  0.85
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'XRED (Stoe & Cie 1996)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_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      100
_diffrn_reflns_number            13075
_reflns_number_total             2550
_diffrn_reflns_av_R_equivalents  0.038
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2550 
# Theoretical number of reflections is about 5131 


_diffrn_reflns_theta_min         3.868
_diffrn_reflns_theta_max         70.699
_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        69.285
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_reflns_limit_h_min              -21
_reflns_limit_h_max              21
_reflns_limit_k_min              0
_reflns_limit_k_max              18
_reflns_limit_l_min              0
_reflns_limit_l_max              12

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

_refine_diff_density_min         -0.60
_refine_diff_density_max         1.42


# 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         2203
_refine_ls_number_restraints     28
_refine_ls_number_parameters     186
_oxford_refine_ls_R_factor_ref   0.0604
_refine_ls_wR_factor_ref         0.0618
_refine_ls_goodness_of_fit_ref   1.1310
_refine_ls_shift/su_max          0.0092193
_refine_ls_shift/su_mean         0.0005256


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2540
_refine_ls_R_factor_all          0.0689
_refine_ls_wR_factor_all         0.0648

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2320
_refine_ls_R_factor_gt           0.0634
_refine_ls_wR_factor_gt          0.0624

# 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 F
_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: 
 17.3 2.15 11.9 5.15 
;

# 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 0.20367(5) 0.7500 0.0235 1.0000 Uani S T . . . .
Ni1 Ni 0.7500 0.2500 0.5000 0.0257 1.0000 Uani S . . . . .
C1 C 0.6557(2) 0.2247(2) 0.5768(3) 0.0294 1.0000 Uani . . . . . .
C2 C 0.7841(2) 0.2950(2) 0.6614(4) 0.0337 1.0000 Uani . . . . . .
C3 C 0.500000(7) -0.1234(3) 0.750000(7) 0.0350 1.0000 Uani S T . . . .
C4 C 0.4551(2) -0.0781(2) 0.6582(3) 0.0317 1.0000 Uani . . . . . .
C5 C 0.4557(2) 0.0139(2) 0.6627(3) 0.0264 1.0000 Uani . . . . . .
C6 C 0.4091(2) 0.0690(2) 0.5707(3) 0.0306 1.0000 Uani . . . . . .
C7 C 0.3553(3) 0.0247(3) 0.4730(4) 0.0454 1.0000 Uani . . . . . .
C8 C 0.4073(2) 0.2987(2) 0.5411(4) 0.0381 1.0000 Uani . . . . . .
N1 N 0.5982(2) 0.21060(19) 0.6262(3) 0.0336 1.0000 Uani . . . . . .
N2 N 0.8048(2) 0.3199(2) 0.7632(3) 0.0444 1.0000 Uani . . . . . .
N3 N 0.5000 0.0582(2) 0.7500 0.0236 1.0000 Uani S T . . . .
N4 N 0.42171(17) 0.15185(18) 0.5876(3) 0.0288 1.0000 Uani . . . . . .
N5 N 0.38642(19) 0.21427(19) 0.5100(3) 0.0381 1.0000 Uani . . . . . .
O1 O 0.45123(16) 0.31398(16) 0.6360(3) 0.0394 1.0000 Uani . . . . . .
H31 H 0.5000 -0.1849 0.7500 0.0411 1.0000 Uiso RS . . . . .
H41 H 0.4252 -0.1078 0.5954 0.0380 1.0000 Uiso R . . . . .
H71 H 0.3238 0.0680 0.4296 0.0684 1.0000 Uiso R . . . . .
H73 H 0.3854 -0.0069 0.4091 0.0686 1.0000 Uiso R . . . . .
H72 H 0.3223 -0.0165 0.5190 0.0681 1.0000 Uiso R . . . . .
H51 H 0.3604 0.2008 0.4387 0.0443 1.0000 Uiso R . . . . .
C90 C 0.3882(2) 0.3632(2) 0.4347(4) 0.0263 0.4500 Uani D . . . . .
C100 C 0.3067(2) 0.3627(2) 0.3944(4) 0.0478 0.4500 Uani D . . . . .
C110 C 0.27793(18) 0.4322(3) 0.3198(3) 0.0505 0.4500 Uani D . . . . .
C120 C 0.3263(3) 0.5047(3) 0.2925(5) 0.0853 0.4500 Uani D . . . . .
C130 C 0.3987(3) 0.5057(3) 0.3387(6) 0.1042 0.4500 Uani D . . . . .
C140 C 0.4300(2) 0.4338(3) 0.4099(5) 0.0489 0.4500 Uani D . . . . .
C9 C 0.3682(2) 0.3771(2) 0.4728(4) 0.0263 0.5500 Uani D . . . . .
C10 C 0.3037(2) 0.3686(2) 0.3857(4) 0.0478 0.5500 Uani D . . . . .
C11 C 0.28736(18) 0.4358(3) 0.2965(3) 0.0505 0.5500 Uani D . . . . .
C12 C 0.3313(3) 0.5141(3) 0.3016(5) 0.0853 0.5500 Uani D . . . . .
C13 C 0.3868(3) 0.5231(3) 0.3949(6) 0.1042 0.5500 Uani D . . . . .
C14 C 0.4056(2) 0.4534(3) 0.4806(5) 0.0489 0.5500 Uani D . . . . .
H1401 H 0.4815 0.4361 0.4414 0.0574 0.4500 Uiso . . . . . .
H141 H 0.4454 0.4607 0.5445 0.0574 0.5500 Uiso . . . . . .
H131 H 0.4135 0.5776 0.4018 0.1150 0.5500 Uiso . . . . . .
H1301 H 0.4297 0.5563 0.3235 0.1150 0.4500 Uiso . . . . . .
H1001 H 0.2770 0.3107 0.3999 0.0598 0.4500 Uiso . . . . . .
H111 H 0.2465 0.4287 0.2329 0.0627 0.5500 Uiso . . . . . .
H1101 H 0.2262 0.4305 0.2864 0.0627 0.4500 Uiso . . . . . .
H121 H 0.3219 0.5587 0.2375 0.1001 0.5500 Uiso . . . . . .
H1201 H 0.3075 0.5512 0.2383 0.1001 0.4500 Uiso . . . . . .
H101 H 0.2727 0.3185 0.3881 0.0574 0.5500 Uiso . . . . . .

_refine_ls_extinction_method     None
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 . O1 6_656 2.195(2) yes
Fe1 . N4 6_656 2.256(3) yes
Fe1 . N1 6_656 2.139(4) yes
Fe1 . N1 . 2.139(4) yes
Fe1 . N3 . 2.209(4) yes
Fe1 . N4 . 2.256(3) yes
Fe1 . O1 . 2.195(2) yes
Ni1 . C1 4_656 1.866(4) yes
Ni1 . C2 4_656 1.858(3) yes
Ni1 . C1 . 1.866(4) yes
Ni1 . C2 . 1.858(3) yes
C1 . N1 . 1.144(5) yes
C2 . N2 . 1.149(5) yes
C3 . C4 6_656 1.385(4) yes
C3 . C4 . 1.385(4) yes
C3 . H31 . 0.934 no
C4 . C5 . 1.398(4) yes
C4 . H41 . 0.931 no
C5 . C6 . 1.481(4) yes
C5 . N3 . 1.341(4) yes
C6 . C7 . 1.507(4) yes
C6 . N4 . 1.287(4) yes
C7 . H71 . 0.956 no
C7 . H73 . 0.968 no
C7 . H72 . 0.973 no
C8 . N5 . 1.368(5) yes
C8 . O1 . 1.237(4) yes
C8 . C90 . 1.489(4) yes
C8 . C9 . 1.528(4) yes
N4 . N5 . 1.368(4) yes
N5 . H51 . 0.869 no
C90 . C100 . 1.463(4) yes
C90 . C140 . 1.322(4) yes
C100 . C110 . 1.386(4) yes
C100 . H1001 . 0.946 no
C110 . C120 . 1.416(4) yes
C110 . H1101 . 0.953 no
C120 . C130 . 1.333(5) yes
C120 . H1201 . 0.949 no
C130 . C140 . 1.412(4) yes
C130 . H1301 . 0.952 no
C140 . H1401 . 0.943 no
C9 . C10 . 1.418(4) yes
C9 . C14 . 1.331(4) yes
C10 . C11 . 1.389(4) yes
C10 . H101 . 0.931 no
C11 . C12 . 1.413(4) yes
C11 . H111 . 0.955 no
C12 . C13 . 1.342(5) yes
C12 . H121 . 0.951 no
C13 . C14 . 1.404(4) yes
C13 . H131 . 0.950 no
C14 . H141 . 0.945 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
O1 6_656 Fe1 . N4 6_656 70.21(9) yes
O1 6_656 Fe1 . N1 6_656 87.55(11) yes
N4 6_656 Fe1 . N1 6_656 93.72(11) yes
O1 6_656 Fe1 . N1 . 88.15(11) yes
N4 6_656 Fe1 . N1 . 88.25(11) yes
N1 6_656 Fe1 . N1 . 174.36(15) yes
O1 6_656 Fe1 . N3 . 139.73(6) yes
N4 6_656 Fe1 . N3 . 69.58(7) yes
N1 6_656 Fe1 . N3 . 92.82(8) yes
N1 . Fe1 . N3 . 92.82(8) yes
O1 6_656 Fe1 . N4 . 150.57(10) yes
N4 6_656 Fe1 . N4 . 139.16(14) yes
N1 6_656 Fe1 . N4 . 88.25(11) yes
N1 . Fe1 . N4 . 93.72(11) yes
N3 . Fe1 . N4 . 69.58(7) yes
O1 6_656 Fe1 . O1 . 80.54(13) yes
N4 6_656 Fe1 . O1 . 150.57(10) yes
N1 6_656 Fe1 . O1 . 88.15(11) yes
N1 . Fe1 . O1 . 87.55(11) yes
N3 . Fe1 . O1 . 139.73(6) yes
N4 . Fe1 . O1 . 70.21(9) yes
C1 4_656 Ni1 . C2 4_656 88.64(15) yes
C1 4_656 Ni1 . C1 . 179.994 yes
C2 4_656 Ni1 . C1 . 91.36(15) yes
C1 4_656 Ni1 . C2 . 91.36(15) yes
C2 4_656 Ni1 . C2 . 179.994 yes
C1 . Ni1 . C2 . 88.64(15) yes
Ni1 . C1 . N1 . 178.4(3) yes
Ni1 . C2 . N2 . 177.5(3) yes
C4 6_656 C3 . C4 . 120.3(4) yes
C4 6_656 C3 . H31 . 119.8 no
C4 . C3 . H31 . 119.8 no
C3 . C4 . C5 . 118.2(3) yes
C3 . C4 . H41 . 121.1 no
C5 . C4 . H41 . 120.7 no
C4 . C5 . C6 . 122.7(3) yes
C4 . C5 . N3 . 121.7(3) yes
C6 . C5 . N3 . 115.5(3) yes
C5 . C6 . C7 . 119.0(3) yes
C5 . C6 . N4 . 112.3(3) yes
C7 . C6 . N4 . 128.7(3) yes
C6 . C7 . H71 . 109.6 no
C6 . C7 . H73 . 109.0 no
H71 . C7 . H73 . 110.1 no
C6 . C7 . H72 . 109.6 no
H71 . C7 . H72 . 109.1 no
H73 . C7 . H72 . 109.4 no
N5 . C8 . O1 . 120.7(3) yes
N5 . C8 . C90 . 113.3(3) yes
O1 . C8 . C90 . 124.4(3) yes
N5 . C8 . C9 . 120.8(3) yes
O1 . C8 . C9 . 117.9(3) yes
Fe1 . N1 . C1 . 167.6(3) yes
Fe1 . N3 . C5 6_656 120.06(19) yes
Fe1 . N3 . C5 . 120.06(19) yes
C5 6_656 N3 . C5 . 119.9(4) yes
Fe1 . N4 . C6 . 122.4(2) yes
Fe1 . N4 . N5 . 115.7(2) yes
C6 . N4 . N5 . 121.8(3) yes
N4 . N5 . C8 . 113.8(3) yes
N4 . N5 . H51 . 122.3 no
C8 . N5 . H51 . 122.9 no
Fe1 . O1 . C8 . 119.4(2) yes
C8 . C90 . C100 . 113.5(3) yes
C8 . C90 . C140 . 123.7(3) yes
C100 . C90 . C140 . 118.86(8) yes
C90 . C100 . C110 . 118.99(8) yes
C90 . C100 . H1001 . 120.9 no
C110 . C100 . H1001 . 118.4 no
C100 . C110 . C120 . 119.30(8) yes
C100 . C110 . H1101 . 120.1 no
C120 . C110 . H1101 . 120.6 no
C110 . C120 . C130 . 119.98(7) yes
C110 . C120 . H1201 . 119.5 no
C130 . C120 . H1201 . 120.4 no
C120 . C130 . C140 . 121.42(8) yes
C120 . C130 . H1301 . 118.9 no
C140 . C130 . H1301 . 119.7 no
C130 . C140 . C90 . 121.12(8) yes
C130 . C140 . H1401 . 119.7 no
C90 . C140 . H1401 . 119.1 no
C8 . C9 . C10 . 123.3(3) yes
C8 . C9 . C14 . 116.1(2) yes
C10 . C9 . C14 . 119.61(7) yes
C9 . C10 . C11 . 119.14(7) yes
C9 . C10 . H101 . 120.4 no
C11 . C10 . H101 . 120.4 no
C10 . C11 . C12 . 119.42(8) yes
C10 . C11 . H111 . 119.7 no
C12 . C11 . H111 . 120.9 no
C11 . C12 . C13 . 119.44(8) yes
C11 . C12 . H121 . 119.2 no
C13 . C12 . H121 . 121.3 no
C12 . C13 . C14 . 120.86(9) yes
C12 . C13 . H131 . 118.9 no
C14 . C13 . H131 . 120.3 no
C13 . C14 . C9 . 120.90(9) yes
C13 . C14 . H141 . 119.6 no
C9 . C14 . H141 . 119.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C7 . H71 . N2 7_454 151.0 0.956 2.414 3.284(5) yes
N5 . H51 . N2 7_454 174.0 0.869 2.031 2.897(5) yes
C100 . H1001 . N2 7_454 122.0 0.946 2.471 3.075(5) yes
C10 . H1001 . N2 7_454 122.0 1.005 2.471 3.119(5) yes
C100 . H101 . N2 7_454 121.0 0.895 2.521 3.075(5) yes
C10 . H101 . N2 7_454 122.0 0.931 2.521 3.119(5) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 16/12/13 at 16:16:57
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C(9,U'S) C(90,U'S) 
RIDE C(10,U'S) C(100,U'S) 
RIDE C(11,U'S) C(110,U'S) 
RIDE C(12,U'S) C(120,U'S) 
RIDE C(13,U'S) C(130,U'S) 
RIDE C(14,U'S) C(140,U'S) 
RIDE C(9,X'S) C(90,X'S) 
RIDE C(10,X'S) C(100,X'S) 
RIDE C(11,X'S) C(110,X'S) 
RIDE C(12,X'S) C(120,X'S) 
RIDE C(13,X'S) C(130,X'S) 
RIDE C(14,X'S) C(140,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) H   (  73,X'S) H   (  72,X'S) 
RIDE N   (   5,X'S) H   (  51,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 16/12/13 at 16:16:57
#
#LIST     16                                                                    
SAME C(9) C(10) C(11) C(12) C(13) C(14) 
CONT AND  C(90) C(100) C(110) C(120) C(130) C(140) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_cpd2
_database_code_depnum_ccdc_archive 'CCDC 1036526'
_audit_update_record             
;
2015-01-05 deposited with the CCDC.
2015-01-22 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          
; 
? 
;
#--------------------------------------------------------------- 
# _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                   8.6132(4)
_cell_length_b                   13.1321(6)
_cell_length_c                   22.5986(10)
_cell_angle_alpha                90
_cell_angle_beta                 108.557(2)
_cell_angle_gamma                90
_cell_volume                     2423.22(19)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

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'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 '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'
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'


_cell_formula_units_Z            4

# Given Formula = C23 H21 Cl2 Fe1 N5 O2 
# Dc =      1.44 Fooo =   1080.00 Mu =      8.73 M =    526.20
# Found Formula = C23 H21 Cl2 Fe1 N5 O2 
# Dc =      1.44 FOOO =   1080.00 Mu =      8.73 M =    526.20

_chemical_formula_sum            'C23 H21 Cl2 Fe1 N5 O2'
_chemical_formula_moiety         'C23 H21 Cl2 Fe1 N5 O2'
_chemical_compound_source        ?
_chemical_formula_weight         526.20


_cell_measurement_reflns_used    9446
_cell_measurement_theta_min      3
_cell_measurement_theta_max      36
_cell_measurement_temperature    180

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.200
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1080
_exptl_absorpt_coefficient_mu    0.873

# Sheldrick geometric approximatio 0.80 0.84 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, acta cryst. (1995), a51, 33-38'
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.84
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_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      180
_diffrn_reflns_number            10233
_reflns_number_total             10233
_diffrn_reflns_av_R_equivalents  0.022
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 10233 
# Theoretical number of reflections is about 22057 


_diffrn_reflns_theta_min         1.901
_diffrn_reflns_theta_max         35.446
_diffrn_measured_fraction_theta_max 0.928

_diffrn_reflns_theta_full        32.964
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       36
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              36

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

_refine_diff_density_min         -0.30
_refine_diff_density_max         0.50


# 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         8241
_refine_ls_number_restraints     0
_refine_ls_number_parameters     298
_oxford_refine_ls_R_factor_ref   0.0275
_refine_ls_wR_factor_ref         0.0327
_refine_ls_goodness_of_fit_ref   1.0380
_refine_ls_shift/su_max          0.0012381
_refine_ls_shift/su_mean         0.0000622


# The values computed from all data 
_oxford_reflns_number_all        10214
_refine_ls_R_factor_all          0.0370
_refine_ls_wR_factor_all         0.0436

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                8550
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_gt          0.0334

# 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 F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, 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: 
 0.507 0.409 0.256 
;

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

# Replace last . with number of unfound hydrogen atomsattached 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 0.478796(14) 0.546531(9) 0.346683(6) 0.0173 1.0000 Uani . . . . . .
Cl1 Cl 0.64898(3) 0.669868(18) 0.423594(11) 0.0263 1.0000 Uani . . . . . .
Cl2 Cl 0.33886(3) 0.401048(17) 0.280727(11) 0.0266 1.0000 Uani . . . . . .
O1 O 0.63687(8) 0.42413(5) 0.40361(3) 0.0229 1.0000 Uani . . . . . .
O2 O 0.66107(8) 0.54036(5) 0.29326(3) 0.0222 1.0000 Uani . . . . . .
N1 N 0.24859(8) 0.62902(5) 0.34140(3) 0.0183 1.0000 Uani . . . . . .
N2 N 0.36570(9) 0.48240(6) 0.41648(3) 0.0191 1.0000 Uani . . . . . .
N3 N 0.44006(9) 0.39785(6) 0.44863(3) 0.0201 1.0000 Uani . . . . . .
H31 H 0.3997 0.3635 0.4727 0.0500 1.0000 Uiso . . . . . .
N4 N 0.53096(10) 0.67776(6) 0.24010(4) 0.0215 1.0000 Uani . . . . . .
H41 H 0.5228 0.7254 0.2132 0.0500 1.0000 Uiso . . . . . .
N5 N 0.42688(9) 0.66899(5) 0.27459(3) 0.0194 1.0000 Uani . . . . . .
C1 C 0.19967(10) 0.70880(6) 0.30301(4) 0.0195 1.0000 Uani . . . . . .
C2 C 0.06218(11) 0.76635(7) 0.30136(5) 0.0249 1.0000 Uani . . . . . .
H21 H 0.0307 0.8228 0.2750 0.0500 1.0000 Uiso . . . . . .
C3 C -0.02671(11) 0.73895(8) 0.34038(5) 0.0264 1.0000 Uani . . . . . .
H232 H -0.1163 0.7762 0.3399 0.0500 1.0000 Uiso . . . . . .
C4 C 0.02038(11) 0.65432(7) 0.37867(4) 0.0234 1.0000 Uani . . . . . .
H233 H -0.0383 0.6337 0.4052 0.0500 1.0000 Uiso . . . . . .
C5 C 0.16014(10) 0.60127(6) 0.37793(4) 0.0190 1.0000 Uani . . . . . .
C6 C 0.22151(10) 0.50947(7) 0.41608(4) 0.0197 1.0000 Uani . . . . . .
C7 C 0.11640(13) 0.45512(9) 0.44691(6) 0.0335 1.0000 Uani . . . . . .
H71 H 0.1384 0.3835 0.4470 0.0500 1.0000 Uiso . . . . . .
H73 H 0.0041 0.4667 0.4246 0.0500 1.0000 Uiso . . . . . .
H72 H 0.1400 0.4772 0.4888 0.0500 1.0000 Uiso . . . . . .
C8 C 0.58459(10) 0.37301(6) 0.43921(4) 0.0186 1.0000 Uani . . . . . .
C9 C 0.64862(10) 0.60453(6) 0.25193(4) 0.0187 1.0000 Uani . . . . . .
C10 C 0.30069(10) 0.72775(6) 0.26224(4) 0.0200 1.0000 Uani . . . . . .
C11 C 0.25327(13) 0.80415(8) 0.21090(6) 0.0312 1.0000 Uani . . . . . .
H112 H 0.3020 0.8669 0.2257 0.0500 1.0000 Uiso . . . . . .
H111 H 0.1366 0.8127 0.1959 0.0500 1.0000 Uiso . . . . . .
H113 H 0.2942 0.7821 0.1776 0.0500 1.0000 Uiso . . . . . .
C12 C 0.67449(10) 0.28194(6) 0.47137(4) 0.0201 1.0000 Uani . . . . . .
C13 C 0.83115(11) 0.26621(8) 0.46765(5) 0.0253 1.0000 Uani . . . . . .
H131 H 0.8751 0.3125 0.4461 0.0500 1.0000 Uiso . . . . . .
C14 C 0.92344(13) 0.18294(9) 0.49630(5) 0.0308 1.0000 Uani . . . . . .
H141 H 1.0301 0.1753 0.4940 0.0500 1.0000 Uiso . . . . . .
C15 C 0.85864(17) 0.11360(9) 0.52804(6) 0.0370 1.0000 Uani . . . . . .
H151 H 0.9184 0.0569 0.5473 0.0500 1.0000 Uiso . . . . . .
C16 C 0.70267(18) 0.12768(10) 0.53156(7) 0.0423 1.0000 Uani . . . . . .
H161 H 0.6608 0.0800 0.5528 0.0500 1.0000 Uiso . . . . . .
C17 C 0.60964(14) 0.21186(8) 0.50359(6) 0.0316 1.0000 Uani . . . . . .
H171 H 0.5057 0.2219 0.5061 0.0500 1.0000 Uiso . . . . . .
C18 C 0.75400(10) 0.60442(6) 0.21138(4) 0.0195 1.0000 Uani . . . . . .
C19 C 0.89572(11) 0.54546(7) 0.22883(4) 0.0223 1.0000 Uani . . . . . .
H191 H 0.9213 0.5058 0.2659 0.0500 1.0000 Uiso . . . . . .
C20 C 0.99873(12) 0.54404(8) 0.19241(5) 0.0267 1.0000 Uani . . . . . .
H201 H 1.0914 0.5057 0.2046 0.0500 1.0000 Uiso . . . . . .
C21 C 0.95983(14) 0.60100(8) 0.13806(5) 0.0302 1.0000 Uani . . . . . .
H211 H 1.0262 0.6011 0.1137 0.0500 1.0000 Uiso . . . . . .
C22 C 0.81746(16) 0.65827(10) 0.11961(5) 0.0361 1.0000 Uani . . . . . .
H221 H 0.7908 0.6948 0.0818 0.0500 1.0000 Uiso . . . . . .
C23 C 0.71392(13) 0.66006(8) 0.15599(5) 0.0297 1.0000 Uani . . . . . .
H231 H 0.6190 0.6996 0.1438 0.0500 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
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 . Cl1 . 2.4842(3) yes
Fe1 . Cl2 . 2.4861(3) yes
Fe1 . O1 . 2.2311(7) yes
Fe1 . O2 . 2.2662(6) yes
Fe1 . N1 . 2.2290(7) yes
Fe1 . N2 . 2.2637(7) yes
Fe1 . N5 . 2.2307(7) yes
O1 . C8 . 1.2375(10) yes
O2 . C9 . 1.2370(10) yes
N1 . C1 . 1.3399(11) yes
N1 . C5 . 1.3398(10) yes
N2 . N3 . 1.3691(10) yes
N2 . C6 . 1.2891(10) yes
N3 . H31 . 0.861 no
N3 . C8 . 1.3674(10) yes
N4 . H41 . 0.860 no
N4 . N5 . 1.3672(10) yes
N4 . C9 . 1.3604(11) yes
N5 . C10 . 1.2890(11) yes
C1 . C2 . 1.3953(12) yes
C1 . C10 . 1.4758(12) yes
C2 . H21 . 0.935 no
C2 . C3 . 1.3868(13) yes
C3 . H232 . 0.911 no
C3 . C4 . 1.3876(14) yes
C4 . H233 . 0.939 no
C4 . C5 . 1.3955(12) yes
C5 . C6 . 1.4785(12) yes
C6 . C7 . 1.4886(13) yes
C7 . H71 . 0.959 no
C7 . H73 . 0.950 no
C7 . H72 . 0.948 no
C8 . C12 . 1.4833(12) yes
C9 . C18 . 1.4810(11) yes
C10 . C11 . 1.4893(13) yes
C11 . H112 . 0.937 no
C11 . H111 . 0.959 no
C11 . H113 . 0.971 no
C12 . C13 . 1.3938(12) yes
C12 . C17 . 1.3956(13) yes
C13 . H131 . 0.931 no
C13 . C14 . 1.3854(14) yes
C14 . H141 . 0.942 no
C14 . C15 . 1.3821(17) yes
C15 . H151 . 0.931 no
C15 . C16 . 1.3832(18) yes
C16 . H161 . 0.929 no
C16 . C17 . 1.3933(16) yes
C17 . H171 . 0.924 no
C18 . C19 . 1.3923(12) yes
C18 . C23 . 1.3946(12) yes
C19 . H191 . 0.951 no
C19 . C20 . 1.3891(13) yes
C20 . H201 . 0.909 no
C20 . C21 . 1.3851(15) yes
C21 . H211 . 0.911 no
C21 . C22 . 1.3849(16) yes
C22 . H221 . 0.942 no
C22 . C23 . 1.3924(14) yes
C23 . H231 . 0.933 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
Cl1 . Fe1 . Cl2 . 170.408(9) yes
Cl1 . Fe1 . O1 . 87.16(2) yes
Cl2 . Fe1 . O1 . 83.25(2) yes
Cl1 . Fe1 . O2 . 92.378(19) yes
Cl2 . Fe1 . O2 . 86.502(19) yes
O1 . Fe1 . O2 . 83.24(2) yes
Cl1 . Fe1 . N1 . 92.14(2) yes
Cl2 . Fe1 . N1 . 95.05(2) yes
O1 . Fe1 . N1 . 138.61(3) yes
O2 . Fe1 . N1 . 138.08(3) yes
Cl1 . Fe1 . N2 . 92.52(2) yes
Cl2 . Fe1 . N2 . 84.14(2) yes
O1 . Fe1 . N2 . 69.46(2) yes
O2 . Fe1 . N2 . 151.96(2) yes
N1 . Fe1 . N2 . 69.23(3) yes
Cl1 . Fe1 . N5 . 88.71(2) yes
Cl2 . Fe1 . N5 . 99.78(2) yes
O1 . Fe1 . N5 . 152.15(2) yes
O2 . Fe1 . N5 . 69.42(2) yes
N1 . Fe1 . N5 . 69.04(3) yes
N2 . Fe1 . N5 . 138.28(3) yes
Fe1 . O1 . C8 . 118.95(6) yes
Fe1 . O2 . C9 . 118.01(6) yes
Fe1 . N1 . C1 . 120.38(5) yes
Fe1 . N1 . C5 . 120.35(6) yes
C1 . N1 . C5 . 119.23(7) yes
Fe1 . N2 . N3 . 116.04(5) yes
Fe1 . N2 . C6 . 121.31(6) yes
N3 . N2 . C6 . 120.96(7) yes
N2 . N3 . H31 . 123.1 no
N2 . N3 . C8 . 113.96(7) yes
H31 . N3 . C8 . 123.0 no
H41 . N4 . N5 . 122.9 no
H41 . N4 . C9 . 122.8 no
N5 . N4 . C9 . 114.27(7) yes
Fe1 . N5 . N4 . 117.49(5) yes
Fe1 . N5 . C10 . 123.30(6) yes
N4 . N5 . C10 . 119.13(7) yes
N1 . C1 . C2 . 122.02(8) yes
N1 . C1 . C10 . 114.18(7) yes
C2 . C1 . C10 . 123.78(8) yes
C1 . C2 . H21 . 121.2 no
C1 . C2 . C3 . 118.56(8) yes
H21 . C2 . C3 . 120.2 no
C2 . C3 . H232 . 119.4 no
C2 . C3 . C4 . 119.57(8) yes
H232 . C3 . C4 . 121.1 no
C3 . C4 . H233 . 121.3 no
C3 . C4 . C5 . 118.32(8) yes
H233 . C4 . C5 . 120.4 no
C4 . C5 . N1 . 122.24(8) yes
C4 . C5 . C6 . 123.34(7) yes
N1 . C5 . C6 . 114.41(7) yes
C5 . C6 . N2 . 113.19(7) yes
C5 . C6 . C7 . 120.40(8) yes
N2 . C6 . C7 . 126.34(8) yes
C6 . C7 . H71 . 108.8 no
C6 . C7 . H73 . 110.1 no
H71 . C7 . H73 . 109.0 no
C6 . C7 . H72 . 110.6 no
H71 . C7 . H72 . 108.6 no
H73 . C7 . H72 . 109.8 no
N3 . C8 . O1 . 120.63(8) yes
N3 . C8 . C12 . 118.37(7) yes
O1 . C8 . C12 . 120.98(7) yes
N4 . C9 . O2 . 120.67(7) yes
N4 . C9 . C18 . 116.36(7) yes
O2 . C9 . C18 . 122.93(8) yes
C1 . C10 . N5 . 112.82(7) yes
C1 . C10 . C11 . 122.00(8) yes
N5 . C10 . C11 . 125.13(8) yes
C10 . C11 . H112 . 109.5 no
C10 . C11 . H111 . 110.5 no
H112 . C11 . H111 . 108.8 no
C10 . C11 . H113 . 109.0 no
H112 . C11 . H113 . 107.9 no
H111 . C11 . H113 . 111.0 no
C8 . C12 . C13 . 117.02(7) yes
C8 . C12 . C17 . 123.65(8) yes
C13 . C12 . C17 . 119.32(8) yes
C12 . C13 . H131 . 119.8 no
C12 . C13 . C14 . 120.75(9) yes
H131 . C13 . C14 . 119.4 no
C13 . C14 . H141 . 118.9 no
C13 . C14 . C15 . 119.75(10) yes
H141 . C14 . C15 . 121.4 no
C14 . C15 . H151 . 121.0 no
C14 . C15 . C16 . 120.11(10) yes
H151 . C15 . C16 . 118.9 no
C15 . C16 . H161 . 118.9 no
C15 . C16 . C17 . 120.59(10) yes
H161 . C16 . C17 . 120.5 no
C12 . C17 . C16 . 119.47(10) yes
C12 . C17 . H171 . 119.6 no
C16 . C17 . H171 . 120.9 no
C9 . C18 . C19 . 118.69(7) yes
C9 . C18 . C23 . 121.97(8) yes
C19 . C18 . C23 . 119.33(8) yes
C18 . C19 . H191 . 119.4 no
C18 . C19 . C20 . 120.49(8) yes
H191 . C19 . C20 . 120.1 no
C19 . C20 . H201 . 119.5 no
C19 . C20 . C21 . 119.89(9) yes
H201 . C20 . C21 . 120.6 no
C20 . C21 . H211 . 121.0 no
C20 . C21 . C22 . 120.09(9) yes
H211 . C21 . C22 . 118.9 no
C21 . C22 . H221 . 119.1 no
C21 . C22 . C23 . 120.24(9) yes
H221 . C22 . C23 . 120.6 no
C18 . C23 . C22 . 119.93(9) yes
C18 . C23 . H231 . 120.0 no
C22 . C23 . H231 . 120.1 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 . H112 . O2 3_655 149 0.94 2.36 3.1967(15) yes

# 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 0.368 0.046 0.611 72 15 ' '
2 0.368 0.454 0.111 72 15 ' '
3 0.631 0.546 0.889 72 15 ' '
4 0.631 0.954 0.389 72 15 ' '
_platon_squeeze_details          
;
;


