# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_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                   20.1617(12)
_cell_length_b                   29.1275(18)
_cell_length_c                   13.5247(8)
_cell_angle_alpha                90
_cell_angle_beta                 130.048(2)
_cell_angle_gamma                90
_cell_volume                     6080.0(7)

_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'
F 0.0727 0.0534 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'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu -1.9646 0.5888 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.3257 6.8362 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 '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'


_cell_formula_units_Z            8

# Given Formula = C48 H36 Cu1 F6 I4 N8 P1 
# Dc =      3.15 Fooo =   3392.00 Mu =    343.24 M =   1440.99
# Found Formula = C28 H24 Cu1 F6 I2 N4 P1 
# Dc =      1.92 FOOO =   3392.00 Mu =    180.21 M =    878.84

_chemical_formula_sum            'C28 H24 Cu1 F6 I2 N4 P1'
_chemical_formula_moiety         'C28 H24 Cu I2 N4, F6 P'
_chemical_compound_source        ?
_chemical_formula_weight         878.84


_cell_measurement_reflns_used    9268
_cell_measurement_theta_min      4
_cell_measurement_theta_max      68
_cell_measurement_temperature    123

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_max          0.170

_exptl_crystal_density_diffrn    1.920
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3392
_exptl_absorpt_coefficient_mu    18.021

# Sheldrick geometric approximatio 0.28 0.41 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.28
_exptl_absorpt_correction_T_max  0.41
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       ω/2θ

# 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        'USER DEFINED DATA REDUCTION'
_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      123
_diffrn_reflns_number            28350
_reflns_number_total             5520
_diffrn_reflns_av_R_equivalents  0.027
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 5520 
# Theoretical number of reflections is about 11133 


_diffrn_reflns_theta_min         3.034
_diffrn_reflns_theta_max         68.415
_diffrn_measured_fraction_theta_max 0.985

_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -24
_reflns_limit_h_max              18
_reflns_limit_k_min              0
_reflns_limit_k_max              35
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -0.43
_refine_diff_density_max         1.45


# 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         5460
_refine_ls_number_restraints     0
_refine_ls_number_parameters     380
_oxford_refine_ls_R_factor_ref   0.0250
_refine_ls_wR_factor_ref         0.0261
_refine_ls_goodness_of_fit_ref   1.0853
_refine_ls_shift/su_max          0.0050882
_refine_ls_shift/su_mean         0.0000965


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5494
_refine_ls_R_factor_all          0.0251
_refine_ls_wR_factor_all         0.0263

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5481
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_gt          0.0261

# 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: 
 0.193 0.216 0.819E-01 
;

# start Validation Reply Form
_vrf_PLAT962_I                   
;
PROBLEM: Number of Input Relections with Sigma(Fo\^2) =  0          4       
RESPONSE: Careful testing showed that none of the sigmas are zero
;
_vrf_PLAT094_I                   
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....        3.37       
RESPONSE: All significant maxima are in proximity of the Iodine atoms and
 are therefore caused by series termination errors
;
# end Validation Reply Form

# 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
Cu1 Cu 0.27959(2) 0.375443(11) 0.15866(3) 0.0184 1.0000 Uani . . . . . .
I1 I 0.905146(8) 0.570133(5) 0.759990(13) 0.0195 1.0000 Uani . . . . . .
I2 I 0.124737(10) 0.750380(5) 0.006465(16) 0.0237 1.0000 Uani . . . . . .
N1 N 0.39753(12) 0.40642(6) 0.29284(18) 0.0143 1.0000 Uani . . . . . .
N2 N 0.24074(11) 0.44278(6) 0.11521(17) 0.0112 1.0000 Uani . . . . . .
N3 N 0.22014(13) 0.33865(7) 0.2011(2) 0.0212 1.0000 Uani . . . . . .
N4 N 0.28012(15) 0.33854(7) 0.0373(2) 0.0250 1.0000 Uani . . . . . .
C1 C 0.47447(15) 0.38594(8) 0.3787(2) 0.0186 1.0000 Uani . . . . . .
C2 C 0.55154(15) 0.41105(8) 0.4513(2) 0.0184 1.0000 Uani . . . . . .
C3 C 0.55112(14) 0.45784(7) 0.4331(2) 0.0121 1.0000 Uani . . . . . .
C4 C 0.47011(14) 0.47878(7) 0.34361(19) 0.0110 1.0000 Uani . . . . . .
C5 C 0.39511(14) 0.45255(7) 0.27775(19) 0.0112 1.0000 Uani . . . . . .
C6 C 0.30716(14) 0.47301(7) 0.18821(19) 0.0109 1.0000 Uani . . . . . .
C7 C 0.29378(13) 0.51997(7) 0.18207(19) 0.0114 1.0000 Uani . . . . . .
C8 C 0.20928(14) 0.53700(7) 0.1017(2) 0.0122 1.0000 Uani . . . . . .
C9 C 0.14178(14) 0.50550(8) 0.0280(2) 0.0133 1.0000 Uani . . . . . .
C10 C 0.15954(14) 0.45899(8) 0.0352(2) 0.0134 1.0000 Uani . . . . . .
C11 C 0.47484(18) 0.33501(9) 0.3958(3) 0.0329 1.0000 Uani . . . . . .
C12 C 0.63279(13) 0.48457(8) 0.50669(19) 0.0118 1.0000 Uani . . . . . .
C13 C 0.71263(14) 0.46221(8) 0.5724(2) 0.0150 1.0000 Uani . . . . . .
C14 C 0.78961(14) 0.48643(8) 0.6452(2) 0.0152 1.0000 Uani . . . . . .
C15 C 0.78799(14) 0.53405(8) 0.65237(19) 0.0143 1.0000 Uani . . . . . .
C16 C 0.71006(14) 0.55753(8) 0.5876(2) 0.0141 1.0000 Uani . . . . . .
C17 C 0.63290(13) 0.53257(7) 0.51478(19) 0.0122 1.0000 Uani . . . . . .
C18 C 0.19269(14) 0.58712(7) 0.09100(19) 0.0127 1.0000 Uani . . . . . .
C19 C 0.24727(14) 0.61717(7) 0.0933(2) 0.0151 1.0000 Uani . . . . . .
C20 C 0.22911(15) 0.66402(8) 0.0725(2) 0.0181 1.0000 Uani . . . . . .
C21 C 0.15625(15) 0.68060(7) 0.0502(2) 0.0171 1.0000 Uani . . . . . .
C22 C 0.10337(15) 0.65157(8) 0.0543(2) 0.0191 1.0000 Uani . . . . . .
C23 C 0.12153(14) 0.60473(8) 0.0741(2) 0.0168 1.0000 Uani . . . . . .
C24 C 0.08874(15) 0.42456(8) -0.0514(2) 0.0188 1.0000 Uani . . . . . .
C25 C 0.17788(16) 0.31679(8) 0.2100(2) 0.0233 1.0000 Uani . . . . . .
C26 C 0.1220(2) 0.28876(11) 0.2196(3) 0.0402 1.0000 Uani . . . . . .
C27 C 0.27641(17) 0.31234(9) -0.0283(2) 0.0253 1.0000 Uani . . . . . .
C28 C 0.2726(2) 0.27786(11) -0.1099(3) 0.0422 1.0000 Uani . . . . . .
H21 H 0.6044 0.3959 0.5142 0.0225 1.0000 Uiso R . . . . .
H41 H 0.4647 0.5098 0.3272 0.0136 1.0000 Uiso R . . . . .
H71 H 0.3398 0.5391 0.2323 0.0135 1.0000 Uiso R . . . . .
H91 H 0.0837 0.5152 -0.0281 0.0170 1.0000 Uiso R . . . . .
H111 H 0.4186 0.3245 0.3593 0.0511 1.0000 Uiso R . . . . .
H112 H 0.5153 0.3271 0.4858 0.0511 1.0000 Uiso R . . . . .
H113 H 0.4913 0.3204 0.3519 0.0512 1.0000 Uiso R . . . . .
H131 H 0.7145 0.4306 0.5668 0.0180 1.0000 Uiso R . . . . .
H141 H 0.8422 0.4712 0.6878 0.0182 1.0000 Uiso R . . . . .
H161 H 0.7091 0.5894 0.5935 0.0175 1.0000 Uiso R . . . . .
H171 H 0.5812 0.5485 0.4739 0.0157 1.0000 Uiso R . . . . .
H191 H 0.2961 0.6060 0.1069 0.0182 1.0000 Uiso R . . . . .
H201 H 0.2652 0.6836 0.0722 0.0220 1.0000 Uiso R . . . . .
H221 H 0.0566 0.6631 0.0444 0.0226 1.0000 Uiso R . . . . .
H231 H 0.0868 0.5856 0.0775 0.0202 1.0000 Uiso R . . . . .
H241 H 0.0913 0.4003 -0.0025 0.0296 1.0000 Uiso R . . . . .
H242 H 0.0956 0.4117 -0.1087 0.0295 1.0000 Uiso R . . . . .
H243 H 0.0322 0.4386 -0.1032 0.0294 1.0000 Uiso R . . . . .
H261 H 0.0775 0.2759 0.1359 0.0611 1.0000 Uiso R . . . . .
H262 H 0.0969 0.3080 0.2442 0.0613 1.0000 Uiso R . . . . .
H263 H 0.1542 0.2649 0.2802 0.0609 1.0000 Uiso R . . . . .
H281 H 0.2869 0.2921 -0.1586 0.0631 1.0000 Uiso R . . . . .
H282 H 0.2155 0.2657 -0.1683 0.0636 1.0000 Uiso R . . . . .
H283 H 0.3131 0.2538 -0.0589 0.0628 1.0000 Uiso R . . . . .
P1 P 0.5000 0.36107(3) 0.7500 0.0201 1.0000 Uani S T . . . .
F1 F 0.54397(10) 0.32252(5) 0.72487(15) 0.0309 1.0000 Uani . . . . . .
F2 F 0.54309(10) 0.40041(5) 0.72391(17) 0.0371 1.0000 Uani . . . . . .
F3 F 0.41640(9) 0.36103(5) 0.59960(14) 0.0296 1.0000 Uani . . . . . .
P2 P 1.0000 0.70561(3) 1.2500 0.0312 1.0000 Uani S T . . . .
F4 F 1.03947(17) 0.70547(9) 1.3967(2) 0.0670 1.0000 Uani . . . . . .
F5 F 0.93304(18) 0.74433(8) 1.2149(3) 0.0758 1.0000 Uani . . . . . .
F6 F 0.93402(16) 0.66683(8) 1.2210(3) 0.0657 1.0000 Uani . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.02202(2)
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
Cu1 . N1 . 2.0515(19) yes
Cu1 . N2 . 2.0527(18) yes
Cu1 . N3 . 1.949(2) yes
Cu1 . N4 . 1.968(2) yes
I1 . C15 . 2.092(2) yes
I2 . C21 . 2.098(2) yes
N1 . C1 . 1.339(3) yes
N1 . C5 . 1.355(3) yes
N2 . C6 . 1.357(3) yes
N2 . C10 . 1.339(3) yes
N3 . C25 . 1.131(3) yes
N4 . C27 . 1.135(3) yes
C1 . C2 . 1.396(3) yes
C1 . C11 . 1.501(3) yes
C2 . C3 . 1.384(3) yes
C2 . H21 . 0.942 no
C3 . C4 . 1.400(3) yes
C3 . C12 . 1.483(3) yes
C4 . C5 . 1.389(3) yes
C4 . H41 . 0.919 no
C5 . C6 . 1.484(3) yes
C6 . C7 . 1.386(3) yes
C7 . C8 . 1.395(3) yes
C7 . H71 . 0.905 no
C8 . C9 . 1.394(3) yes
C8 . C18 . 1.484(3) yes
C9 . C10 . 1.389(3) yes
C9 . H91 . 0.940 no
C10 . C24 . 1.504(3) yes
C11 . H111 . 0.949 no
C11 . H112 . 0.960 no
C11 . H113 . 0.947 no
C12 . C13 . 1.401(3) yes
C12 . C17 . 1.402(3) yes
C13 . C14 . 1.382(3) yes
C13 . H131 . 0.926 no
C14 . C15 . 1.392(3) yes
C14 . H141 . 0.931 no
C15 . C16 . 1.390(3) yes
C16 . C17 . 1.395(3) yes
C16 . H161 . 0.932 no
C17 . H171 . 0.930 no
C18 . C19 . 1.391(3) yes
C18 . C23 . 1.397(3) yes
C19 . C20 . 1.394(3) yes
C19 . H191 . 0.935 no
C20 . C21 . 1.383(3) yes
C20 . H201 . 0.926 no
C21 . C22 . 1.390(3) yes
C22 . C23 . 1.393(3) yes
C22 . H221 . 0.926 no
C23 . H231 . 0.920 no
C24 . H241 . 0.946 no
C24 . H242 . 0.948 no
C24 . H243 . 0.964 no
C25 . C26 . 1.463(4) yes
C26 . H261 . 0.959 no
C26 . H262 . 0.948 no
C26 . H263 . 0.945 no
C27 . C28 . 1.458(4) yes
C28 . H281 . 0.965 no
C28 . H282 . 0.952 no
C28 . H283 . 0.952 no
P1 . F2 5_656 1.6083(16) yes
P1 . F3 5_656 1.6020(14) yes
P1 . F1 5_656 1.5969(15) yes
P1 . F1 . 1.5969(15) yes
P1 . F2 . 1.6083(16) yes
P1 . F3 . 1.6020(14) yes
P2 . F4 5_757 1.593(2) yes
P2 . F6 5_757 1.590(2) yes
P2 . F5 5_757 1.580(2) yes
P2 . F4 . 1.593(2) yes
P2 . F5 . 1.580(2) yes
P2 . F6 . 1.590(2) 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 . Cu1 . N2 . 81.06(7) yes
N1 . Cu1 . N3 . 124.31(8) yes
N2 . Cu1 . N3 . 114.59(8) yes
N1 . Cu1 . N4 . 110.66(8) yes
N2 . Cu1 . N4 . 119.27(8) yes
N3 . Cu1 . N4 . 106.24(9) yes
Cu1 . N1 . C1 . 127.45(15) yes
Cu1 . N1 . C5 . 113.20(14) yes
C1 . N1 . C5 . 118.79(19) yes
Cu1 . N2 . C6 . 113.30(14) yes
Cu1 . N2 . C10 . 127.65(14) yes
C6 . N2 . C10 . 118.70(18) yes
Cu1 . N3 . C25 . 171.7(2) yes
Cu1 . N4 . C27 . 170.3(2) yes
N1 . C1 . C2 . 121.4(2) yes
N1 . C1 . C11 . 117.5(2) yes
C2 . C1 . C11 . 121.1(2) yes
C1 . C2 . C3 . 120.9(2) yes
C1 . C2 . H21 . 119.3 no
C3 . C2 . H21 . 119.8 no
C2 . C3 . C4 . 116.93(19) yes
C2 . C3 . C12 . 121.37(19) yes
C4 . C3 . C12 . 121.69(19) yes
C3 . C4 . C5 . 119.84(19) yes
C3 . C4 . H41 . 121.8 no
C5 . C4 . H41 . 118.3 no
C4 . C5 . N1 . 121.99(19) yes
C4 . C5 . C6 . 122.58(19) yes
N1 . C5 . C6 . 115.42(18) yes
C5 . C6 . N2 . 115.78(18) yes
C5 . C6 . C7 . 121.95(19) yes
N2 . C6 . C7 . 122.25(19) yes
C6 . C7 . C8 . 119.37(19) yes
C6 . C7 . H71 . 119.7 no
C8 . C7 . H71 . 120.9 no
C7 . C8 . C9 . 117.7(2) yes
C7 . C8 . C18 . 120.76(19) yes
C9 . C8 . C18 . 121.52(19) yes
C8 . C9 . C10 . 120.2(2) yes
C8 . C9 . H91 . 121.1 no
C10 . C9 . H91 . 118.7 no
C9 . C10 . N2 . 121.8(2) yes
C9 . C10 . C24 . 121.5(2) yes
N2 . C10 . C24 . 116.64(19) yes
C1 . C11 . H111 . 110.7 no
C1 . C11 . H112 . 110.4 no
H111 . C11 . H112 . 109.7 no
C1 . C11 . H113 . 108.4 no
H111 . C11 . H113 . 108.2 no
H112 . C11 . H113 . 109.4 no
C3 . C12 . C13 . 120.5(2) yes
C3 . C12 . C17 . 121.41(19) yes
C13 . C12 . C17 . 118.1(2) yes
C12 . C13 . C14 . 121.3(2) yes
C12 . C13 . H131 . 120.0 no
C14 . C13 . H131 . 118.7 no
C13 . C14 . C15 . 119.5(2) yes
C13 . C14 . H141 . 120.5 no
C15 . C14 . H141 . 120.0 no
C14 . C15 . I1 . 118.84(16) yes
C14 . C15 . C16 . 120.9(2) yes
I1 . C15 . C16 . 120.23(16) yes
C15 . C16 . C17 . 118.9(2) yes
C15 . C16 . H161 . 120.9 no
C17 . C16 . H161 . 120.2 no
C12 . C17 . C16 . 121.31(19) yes
C12 . C17 . H171 . 120.4 no
C16 . C17 . H171 . 118.3 no
C8 . C18 . C19 . 119.46(19) yes
C8 . C18 . C23 . 121.4(2) yes
C19 . C18 . C23 . 119.1(2) yes
C18 . C19 . C20 . 120.7(2) yes
C18 . C19 . H191 . 120.2 no
C20 . C19 . H191 . 119.1 no
C19 . C20 . C21 . 119.3(2) yes
C19 . C20 . H201 . 120.0 no
C21 . C20 . H201 . 120.7 no
C20 . C21 . I2 . 119.12(17) yes
C20 . C21 . C22 . 120.9(2) yes
I2 . C21 . C22 . 119.98(17) yes
C21 . C22 . C23 . 119.3(2) yes
C21 . C22 . H221 . 120.7 no
C23 . C22 . H221 . 120.0 no
C18 . C23 . C22 . 120.4(2) yes
C18 . C23 . H231 . 120.3 no
C22 . C23 . H231 . 119.3 no
C10 . C24 . H241 . 110.9 no
C10 . C24 . H242 . 109.6 no
H241 . C24 . H242 . 107.7 no
C10 . C24 . H243 . 111.6 no
H241 . C24 . H243 . 109.5 no
H242 . C24 . H243 . 107.4 no
N3 . C25 . C26 . 179.1(3) yes
C25 . C26 . H261 . 107.7 no
C25 . C26 . H262 . 108.6 no
H261 . C26 . H262 . 109.8 no
C25 . C26 . H263 . 110.5 no
H261 . C26 . H263 . 109.6 no
H262 . C26 . H263 . 110.7 no
N4 . C27 . C28 . 178.6(3) yes
C27 . C28 . H281 . 109.1 no
C27 . C28 . H282 . 109.3 no
H281 . C28 . H282 . 109.1 no
C27 . C28 . H283 . 110.8 no
H281 . C28 . H283 . 108.5 no
H282 . C28 . H283 . 110.0 no
F2 5_656 P1 . F3 5_656 89.86(8) yes
F2 5_656 P1 . F1 5_656 90.12(9) yes
F3 5_656 P1 . F1 5_656 90.23(8) yes
F2 5_656 P1 . F1 . 179.13(9) yes
F3 5_656 P1 . F1 . 89.72(8) yes
F1 5_656 P1 . F1 . 90.64(12) yes
F2 5_656 P1 . F2 . 89.13(14) yes
F3 5_656 P1 . F2 . 90.20(8) yes
F1 5_656 P1 . F2 . 179.13(9) yes
F1 . P1 . F2 . 90.12(9) yes
F2 5_656 P1 . F3 . 90.20(8) yes
F3 5_656 P1 . F3 . 179.92(12) yes
F1 5_656 P1 . F3 . 89.72(8) yes
F1 . P1 . F3 . 90.23(8) yes
F2 . P1 . F3 . 89.86(8) yes
F4 5_757 P2 . F6 5_757 88.46(13) yes
F4 5_757 P2 . F5 5_757 91.25(15) yes
F6 5_757 P2 . F5 5_757 90.89(15) yes
F4 5_757 P2 . F4 . 179.7(2) yes
F6 5_757 P2 . F4 . 91.32(14) yes
F5 5_757 P2 . F4 . 88.97(14) yes
F4 5_757 P2 . F5 . 88.97(14) yes
F6 5_757 P2 . F5 . 177.41(14) yes
F5 5_757 P2 . F5 . 88.9(2) yes
F4 . P2 . F5 . 91.25(15) yes
F4 5_757 P2 . F6 . 91.32(14) yes
F6 5_757 P2 . F6 . 89.47(19) yes
F5 5_757 P2 . F6 . 177.41(14) yes
F4 . P2 . F6 . 88.46(13) yes
F5 . P2 . F6 . 90.89(15) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 05/02/14 at 14:59:58
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) H   ( 113,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,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   (  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   ( 242,X'S) H   ( 243,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) H   ( 262,X'S) H   ( 263,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) H   ( 282,X'S) H   ( 283,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 05/02/14 at 14:59:58
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
_database_code_depnum_ccdc_archive 'CCDC 1000780'
