# Electronic Supplementary Material (ESI) for ChemComm.
# 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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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_ydkr

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H26 Cu F36 N4 O6'
_chemical_formula_weight         1478.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3845(9)
_cell_length_b                   10.7053(9)
_cell_length_c                   27.400(3)
_cell_angle_alpha                84.153(4)
_cell_angle_beta                 89.737(5)
_cell_angle_gamma                64.833(3)
_cell_volume                     2740.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1462
_exptl_absorpt_coefficient_mu    0.573
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9189
_exptl_absorpt_correction_T_max  0.9719
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19586
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0387
_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       -26
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.00
_reflns_number_total             10347
_reflns_number_gt                8260
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0677P)²+0.7530P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10347
_refine_ls_number_parameters     838
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1164
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.80444(3) 0.16619(3) 0.264127(10) 0.01198(9) Uani 1 1 d . . .
O1 O 0.81153(18) 0.34472(17) 0.24876(6) 0.0148(4) Uani 1 1 d . . .
F1 F 0.67436(16) 0.69007(16) 0.37901(5) 0.0220(3) Uani 1 1 d . . .
F2 F 0.93970(16) 0.53095(15) 0.36643(5) 0.0242(3) Uani 1 1 d . . .
F3 F 0.74863(15) 0.52141(14) 0.14441(5) 0.0196(3) Uani 1 1 d . . .
O2 O 0.80918(17) -0.01889(17) 0.28012(6) 0.0143(3) Uani 1 1 d . . .
F4 F 0.74872(17) 0.72148(16) 0.12014(5) 0.0250(3) Uani 1 1 d . . .
F5 F 0.44072(17) 0.69223(19) 0.15655(6) 0.0324(4) Uani 1 1 d . . .
F6 F 0.69903(16) 0.88098(14) 0.36032(5) 0.0201(3) Uani 1 1 d . . .
F7 F 0.98473(15) 0.70127(16) 0.33359(5) 0.0226(3) Uani 1 1 d . . .
O3 O 0.57919(19) 0.44444(19) 0.22631(7) 0.0234(4) Uani 1 1 d . . .
N1 N 0.8421(2) 0.1230(2) 0.19441(7) 0.0142(4) Uani 1 1 d . . .
F8 F 0.84554(18) 0.69497(18) 0.44951(5) 0.0322(4) Uani 1 1 d . . .
F9 F 0.47798(19) 0.85107(16) 0.11177(6) 0.0367(4) Uani 1 1 d . . .
C1 C 0.6960(2) 0.5873(2) 0.23985(9) 0.0135(5) Uani 1 1 d . . .
N2 N 0.7284(2) 0.2303(2) 0.32981(7) 0.0131(4) Uani 1 1 d . . .
F10 F 0.95430(19) 0.81322(17) 0.41481(6) 0.0320(4) Uani 1 1 d . . .
C2 C 0.7455(3) 0.7487(2) 0.34955(9) 0.0159(5) Uani 1 1 d . . .
O4 O 0.5840(2) 0.08426(18) 0.25058(7) 0.0236(4) Uani 1 1 d . . .
C3 C 0.6831(2) 0.6878(2) 0.20100(8) 0.0142(5) Uani 1 1 d . . .
C4 C 0.6810(3) 0.8138(2) 0.21051(9) 0.0150(5) Uani 1 1 d . . .
H4 H 0.6669 0.8833 0.1839 0.018 Uiso 1 1 calc R . .
C5 C 0.6794(3) 0.6598(3) 0.14810(9) 0.0173(5) Uani 1 1 d . . .
C6 C 0.6926(3) 0.4478(3) 0.23652(8) 0.0152(5) Uani 1 1 d . . .
C7 C 0.7653(3) 0.2142(3) 0.15634(9) 0.0169(5) Uani 1 1 d . . .
H7 H 0.6852 0.2960 0.1629 0.020 Uiso 1 1 calc R . .
C8 C 0.6991(2) 0.8404(2) 0.25815(9) 0.0134(5) Uani 1 1 d . . .
C9 C 0.5586(2) 0.4208(2) 0.46024(8) 0.0134(5) Uani 1 1 d . . .
C10 C 0.7176(2) 0.7376(2) 0.29673(8) 0.0140(5) Uani 1 1 d . . .
C11 C 0.5277(3) 0.7126(3) 0.12398(9) 0.0208(5) Uani 1 1 d . . .
C12 C 0.5972(3) 0.2505(3) 0.34306(9) 0.0180(5) Uani 1 1 d . . .
H12 H 0.5418 0.2233 0.3227 0.022 Uiso 1 1 calc R . .
C13 C 0.9458(3) 0.6910(3) 0.41793(10) 0.0249(6) Uani 1 1 d . . .
C14 C 0.6185(3) 0.3484(2) 0.41580(8) 0.0138(5) Uani 1 1 d . . .
C15 C 0.7985(3) 0.1931(3) 0.10827(9) 0.0187(5) Uani 1 1 d . . .
H15 H 0.7411 0.2587 0.0823 0.022 Uiso 1 1 calc R . .
C16 C 0.6941(3) -0.0183(3) 0.26406(8) 0.0150(5) Uani 1 1 d . . .
C17 C 0.7142(3) 0.6143(3) 0.28710(9) 0.0157(5) Uani 1 1 d . . .
H17 H 0.7246 0.5461 0.3138 0.019 Uiso 1 1 calc R . .
C18 C 0.5143(2) 0.5636(3) 0.45580(8) 0.0146(5) Uani 1 1 d . . .
H18 H 0.5236 0.6086 0.4252 0.018 Uiso 1 1 calc R . .
C19 C 0.8047(3) 0.2693(3) 0.35910(9) 0.0158(5) Uani 1 1 d . . .
H19 H 0.8976 0.2561 0.3499 0.019 Uiso 1 1 calc R . .
C20 C 0.9046(3) 0.6681(3) 0.36637(9) 0.0187(5) Uani 1 1 d . . .
F11 F 1.0821(2) 0.45774(18) 0.45157(6) 0.0422(5) Uani 1 1 d . . .
O5 O 1.03805(19) 0.07785(19) 0.29044(7) 0.0215(4) Uani 1 1 d . . .
F12 F 1.1238(2) 0.6158(2) 0.48096(7) 0.0480(5) Uani 1 1 d . . .
F13 F 1.19232(19) 0.5593(2) 0.40886(7) 0.0447(5) Uani 1 1 d . . .
C21 C 0.9172(3) 0.0747(3) 0.09809(9) 0.0166(5) Uani 1 1 d . . .
C22 C 0.9909(3) -0.0218(3) 0.13728(9) 0.0188(5) Uani 1 1 d . . .
H22 H 1.0688 -0.1064 0.1317 0.023 Uiso 1 1 calc R . .
C23 C 0.7546(3) 0.3276(3) 0.40193(9) 0.0160(5) Uani 1 1 d . . .
H23 H 0.8124 0.3533 0.4217 0.019 Uiso 1 1 calc R . .
N3 N 1.2416(2) -0.1164(3) 0.28536(9) 0.0298(6) Uani 1 1 d . . .
C24 C 1.0901(3) 0.5770(3) 0.44004(11) 0.0329(7) Uani 1 1 d . . .
C25 C 0.5431(3) 0.3561(3) 0.50584(9) 0.0145(5) Uani 1 1 d . . .
C26 C 0.5393(3) 0.3094(3) 0.38527(9) 0.0202(5) Uani 1 1 d . . .
H26 H 0.4455 0.3230 0.3933 0.024 Uiso 1 1 calc R . .
C27 C 1.1121(3) -0.0467(3) 0.30091(9) 0.0224(6) Uani 1 1 d . . .
H27 H 1.0735 -0.0973 0.3218 0.027 Uiso 1 1 calc R . .
F14 F 1.19996(17) 0.08996(17) 0.09352(6) 0.0292(4) Uani 1 1 d . . .
F15 F 1.05422(19) 0.31076(16) -0.01456(5) 0.0287(4) Uani 1 1 d . . .
F16 F 0.94445(16) 0.32096(15) 0.05373(6) 0.0260(4) Uani 1 1 d . . .
F17 F 0.62271(19) 0.6404(2) 0.04763(6) 0.0377(4) Uani 1 1 d . . .
F18 F 0.53933(19) 0.51314(17) 0.09156(7) 0.0356(4) Uani 1 1 d . . .
F19 F 1.29682(17) 0.12453(18) 0.02564(6) 0.0347(4) Uani 1 1 d . . .
F20 F 1.1863(2) 0.4098(2) 0.04511(8) 0.0535(6) Uani 1 1 d . . .
F21 F 1.3788(3) 0.3554(2) 0.12174(8) 0.0621(6) Uani 1 1 d . . .
F22 F 1.4168(2) 0.1423(2) 0.12859(8) 0.0546(6) Uani 1 1 d . . .
F23 F 1.1347(2) 0.3398(2) 0.11657(7) 0.0492(5) Uani 1 1 d . . .
C28 C 1.0174(3) 0.1142(3) 0.01458(9) 0.0161(5) Uani 1 1 d . . .
C29 C 1.0568(3) 0.0691(3) -0.03154(9) 0.0179(5) Uani 1 1 d . . .
H29 H 1.0966 0.1172 -0.0532 0.021 Uiso 1 1 calc R . .
F24 F 1.4606(2) 0.2360(3) 0.06139(9) 0.0717(7) Uani 1 1 d . . .
C30 C 0.9504(3) 0.0056(3) 0.18468(9) 0.0181(5) Uani 1 1 d . . .
H30 H 1.0017 -0.0616 0.2112 0.022 Uiso 1 1 calc R . .
C31 C 1.0481(3) 0.2332(3) 0.02727(9) 0.0200(5) Uani 1 1 d . . .
C32 C 0.9596(3) 0.0433(3) 0.04719(8) 0.0167(5) Uani 1 1 d . . .
C33 C 0.5187(3) 0.6452(3) 0.07766(10) 0.0262(6) Uani 1 1 d . . .
C34 C 1.1918(3) 0.1861(3) 0.05614(10) 0.0237(6) Uani 1 1 d . . .
C35 C 1.2192(3) 0.3000(3) 0.07859(11) 0.0335(7) Uani 1 1 d . . .
C36 C 1.3726(4) 0.2564(4) 0.09808(13) 0.0426(8) Uani 1 1 d . . .
F25 F 0.3767(2) 0.6377(2) 0.01280(7) 0.0471(5) Uani 1 1 d . . .
F26 F 0.3557(3) 0.8370(2) 0.02640(8) 0.0695(8) Uani 1 1 d . . .
F27 F 0.2694(2) 0.7292(3) 0.07603(8) 0.0696(8) Uani 1 1 d . . .
C37 C 0.3769(4) 0.7132(3) 0.04771(12) 0.0377(8) Uani 1 1 d . . .
C38 C 1.3262(3) -0.2629(3) 0.30151(14) 0.0443(9) Uani 1 1 d . . .
H38 H 1.4181 -0.2949 0.2859 0.066 Uiso 1 1 calc R . .
H38A H 1.2755 -0.3166 0.2923 0.066 Uiso 1 1 calc R . .
H38B H 1.3420 -0.2758 0.3373 0.066 Uiso 1 1 calc R . .
C39 C 1.3043(4) -0.0468(4) 0.25193(17) 0.0622(12) Uani 1 1 d . . .
H39 H 1.3997 -0.1132 0.2442 0.093 Uiso 1 1 calc R . .
H39A H 1.3113 0.0290 0.2673 0.093 Uiso 1 1 calc R . .
H39B H 1.2446 -0.0091 0.2216 0.093 Uiso 1 1 calc R . .
F28 F 0.58943(16) 0.13835(15) 0.47709(5) 0.0226(3) Uani 1 1 d . . .
F29 F 0.50664(16) 0.17477(15) 0.54988(5) 0.0235(3) Uani 1 1 d . . .
F30 F 0.75015(17) 0.18662(16) 0.58085(5) 0.0256(3) Uani 1 1 d . . .
F31 F 0.83268(16) 0.15023(18) 0.50792(6) 0.0328(4) Uani 1 1 d . . .
F32 F 0.94169(19) -0.0640(2) 0.57582(7) 0.0462(5) Uani 1 1 d . . .
F33 F 0.6274(2) -0.1016(2) 0.56845(8) 0.0541(6) Uani 1 1 d . . .
F34 F 0.6894(2) -0.0204(2) 0.62811(6) 0.0451(5) Uani 1 1 d . . .
F35 F 0.8328(2) -0.09577(19) 0.51398(7) 0.0553(6) Uani 1 1 d . . .
F36 F 0.8267(3) -0.2226(2) 0.60825(9) 0.0627(7) Uani 1 1 d . . .
C40 C 0.5924(3) 0.2009(3) 0.51727(8) 0.0164(5) Uani 1 1 d . . .
C41 C 0.7452(3) 0.1270(3) 0.54023(9) 0.0222(6) Uani 1 1 d . . .
C42 C 0.7350(4) -0.0931(3) 0.59091(12) 0.0399(8) Uani 1 1 d . . .
C43 C 0.8117(3) -0.0327(3) 0.55461(11) 0.0334(7) Uani 1 1 d . . .
N4 N 0.1917(3) 0.4713(3) 0.22675(10) 0.0334(6) Uani 1 1 d . . .
O6 O 0.1458(3) 0.6958(3) 0.20155(12) 0.0621(8) Uani 1 1 d . . .
C44 C 0.2279(4) 0.5731(3) 0.21099(14) 0.0416(8) Uani 1 1 d . . .
H44 H 0.3262 0.5485 0.2067 0.050 Uiso 1 1 calc R . .
C45 C 0.2971(4) 0.3308(3) 0.23800(14) 0.0440(8) Uani 1 1 d . . .
H45 H 0.2502 0.2711 0.2490 0.066 Uiso 1 1 calc R . .
H45A H 0.3633 0.3270 0.2641 0.066 Uiso 1 1 calc R . .
H45B H 0.3497 0.2985 0.2086 0.066 Uiso 1 1 calc R . .
C46 C 0.0440(4) 0.4987(4) 0.23143(16) 0.0538(10) Uani 1 1 d . . .
H46 H 0.0370 0.4125 0.2434 0.081 Uiso 1 1 calc R . .
H46A H -0.0064 0.5350 0.1993 0.081 Uiso 1 1 calc R . .
H46B H 0.0010 0.5674 0.2547 0.081 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.9470(17) . ?
Cu1 O2 1.9648(16) . ?
Cu1 N1 2.0087(19) . ?
Cu1 N2 2.0273(19) . ?
Cu1 O5 2.2859(18) . ?
O1 C6 1.274(3) . ?
F1 C2 1.370(3) . ?
F2 C20 1.354(3) . ?
F3 C5 1.359(3) . ?
O2 C16 1.273(3) . ?
F4 C5 1.355(3) . ?
F5 C11 1.334(3) . ?
F6 C2 1.352(3) . ?
F7 C20 1.343(3) . ?
O3 C6 1.228(3) . ?
N1 C30 1.334(3) . ?
N1 C7 1.347(3) . ?
F8 C13 1.340(3) . ?
F9 C11 1.352(3) . ?
C1 C17 1.386(3) . ?
C1 C3 1.397(3) . ?
C1 C6 1.521(3) . ?
N2 C12 1.341(3) . ?
N2 C19 1.342(3) . ?
F10 C13 1.342(3) . ?
C2 C10 1.503(3) . ?
C2 C20 1.550(4) . ?
O4 C16 1.226(3) . ?
C3 C4 1.391(3) . ?
C3 C5 1.514(3) . ?
C4 C8 1.394(3) . ?
C5 C11 1.554(4) . ?
C7 C15 1.377(3) . ?
C8 C10 1.396(3) . ?
C8 C16 1.516(3) 1_565 ?
C9 C18 1.388(3) . ?
C9 C25 1.408(3) . ?
C9 C14 1.499(3) . ?
C10 C17 1.388(3) . ?
C11 C33 1.544(4) . ?
C12 C26 1.384(3) . ?
C13 C20 1.551(3) . ?
C13 C24 1.551(4) . ?
C14 C26 1.385(3) . ?
C14 C23 1.392(3) . ?
C15 C21 1.395(4) . ?
C16 C8 1.516(3) 1_545 ?
C18 C25 1.393(3) 2_666 ?
C19 C23 1.380(3) . ?
F11 C24 1.321(4) . ?
O5 C27 1.227(3) . ?
F12 C24 1.332(3) . ?
F13 C24 1.321(4) . ?
C21 C22 1.384(3) . ?
C21 C32 1.488(3) . ?
C22 C30 1.385(3) . ?
N3 C27 1.324(3) . ?
N3 C39 1.444(4) . ?
N3 C38 1.455(4) . ?
C25 C18 1.393(3) 2_666 ?
C25 C40 1.514(3) . ?
F14 C34 1.352(3) . ?
F15 C31 1.363(3) . ?
F16 C31 1.356(3) . ?
F17 C33 1.342(3) . ?
F18 C33 1.350(3) . ?
F19 C34 1.347(3) . ?
F20 C35 1.334(4) . ?
F21 C36 1.322(4) . ?
F22 C36 1.312(4) . ?
F23 C35 1.341(4) . ?
C28 C29 1.396(3) . ?
C28 C32 1.407(4) . ?
C28 C31 1.511(4) . ?
C29 C32 1.394(4) 2_755 ?
F24 C36 1.327(4) . ?
C31 C34 1.548(4) . ?
C32 C29 1.394(4) 2_755 ?
C33 C37 1.533(4) . ?
C34 C35 1.548(4) . ?
C35 C36 1.538(5) . ?
F25 C37 1.314(3) . ?
F26 C37 1.320(4) . ?
F27 C37 1.317(4) . ?
F28 C40 1.353(3) . ?
F29 C40 1.350(3) . ?
F30 C41 1.350(3) . ?
F31 C41 1.346(3) . ?
F32 C43 1.362(4) . ?
F33 C42 1.319(4) . ?
F34 C42 1.309(4) . ?
F35 C43 1.330(3) . ?
F36 C42 1.342(4) . ?
C40 C41 1.543(4) . ?
C41 C43 1.554(4) . ?
C42 C43 1.530(5) . ?
N4 C44 1.330(4) . ?
N4 C45 1.436(4) . ?
N4 C46 1.441(4) . ?
O6 C44 1.224(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O2 176.73(7) . . ?
O1 Cu1 N1 91.47(7) . . ?
O2 Cu1 N1 88.20(7) . . ?
O1 Cu1 N2 87.13(7) . . ?
O2 Cu1 N2 93.79(7) . . ?
N1 Cu1 N2 169.35(8) . . ?
O1 Cu1 O5 87.60(7) . . ?
O2 Cu1 O5 89.20(7) . . ?
N1 Cu1 O5 96.19(7) . . ?
N2 Cu1 O5 94.30(7) . . ?
C6 O1 Cu1 115.78(15) . . ?
C16 O2 Cu1 109.40(15) . . ?
C30 N1 C7 118.2(2) . . ?
C30 N1 Cu1 120.17(16) . . ?
C7 N1 Cu1 121.48(16) . . ?
C17 C1 C3 118.2(2) . . ?
C17 C1 C6 114.7(2) . . ?
C3 C1 C6 127.1(2) . . ?
C12 N2 C19 117.8(2) . . ?
C12 N2 Cu1 122.50(16) . . ?
C19 N2 Cu1 119.31(16) . . ?
F6 C2 F1 106.17(18) . . ?
F6 C2 C10 113.6(2) . . ?
F1 C2 C10 109.28(19) . . ?
F6 C2 C20 108.61(19) . . ?
F1 C2 C20 105.66(19) . . ?
C10 C2 C20 113.0(2) . . ?
C4 C3 C1 120.0(2) . . ?
C4 C3 C5 118.6(2) . . ?
C1 C3 C5 121.4(2) . . ?
C3 C4 C8 121.5(2) . . ?
F4 C5 F3 106.72(19) . . ?
F4 C5 C3 110.1(2) . . ?
F3 C5 C3 110.27(19) . . ?
F4 C5 C11 106.8(2) . . ?
F3 C5 C11 107.77(19) . . ?
C3 C5 C11 114.8(2) . . ?
O3 C6 O1 127.3(2) . . ?
O3 C6 C1 119.2(2) . . ?
O1 C6 C1 113.2(2) . . ?
N1 C7 C15 122.4(2) . . ?
C4 C8 C10 118.3(2) . . ?
C4 C8 C16 116.8(2) . 1_565 ?
C10 C8 C16 124.9(2) . 1_565 ?
C18 C9 C25 117.6(2) . . ?
C18 C9 C14 117.0(2) . . ?
C25 C9 C14 125.4(2) . . ?
C17 C10 C8 119.8(2) . . ?
C17 C10 C2 115.9(2) . . ?
C8 C10 C2 124.3(2) . . ?
F5 C11 F9 107.3(2) . . ?
F5 C11 C33 108.0(2) . . ?
F9 C11 C33 108.5(2) . . ?
F5 C11 C5 109.8(2) . . ?
F9 C11 C5 107.7(2) . . ?
C33 C11 C5 115.3(2) . . ?
N2 C12 C26 122.4(2) . . ?
F8 C13 F10 108.6(2) . . ?
F8 C13 C20 110.0(2) . . ?
F10 C13 C20 108.8(2) . . ?
F8 C13 C24 107.4(2) . . ?
F10 C13 C24 107.8(2) . . ?
C20 C13 C24 114.1(2) . . ?
C26 C14 C23 117.6(2) . . ?
C26 C14 C9 122.4(2) . . ?
C23 C14 C9 119.8(2) . . ?
C7 C15 C21 119.4(2) . . ?
O4 C16 O2 126.5(2) . . ?
O4 C16 C8 117.6(2) . 1_545 ?
O2 C16 C8 115.7(2) . 1_545 ?
C1 C17 C10 122.1(2) . . ?
C9 C18 C25 123.1(2) . 2_666 ?
N2 C19 C23 123.1(2) . . ?
F7 C20 F2 107.64(19) . . ?
F7 C20 C2 109.35(19) . . ?
F2 C20 C2 107.6(2) . . ?
F7 C20 C13 108.0(2) . . ?
F2 C20 C13 107.8(2) . . ?
C2 C20 C13 116.2(2) . . ?
C27 O5 Cu1 123.05(17) . . ?
C22 C21 C15 117.6(2) . . ?
C22 C21 C32 119.4(2) . . ?
C15 C21 C32 122.8(2) . . ?
C21 C22 C30 119.6(2) . . ?
C19 C23 C14 119.2(2) . . ?
C27 N3 C39 120.1(3) . . ?
C27 N3 C38 122.1(3) . . ?
C39 N3 C38 117.8(3) . . ?
F11 C24 F13 109.4(3) . . ?
F11 C24 F12 108.0(2) . . ?
F13 C24 F12 108.5(3) . . ?
F11 C24 C13 111.1(3) . . ?
F13 C24 C13 110.7(2) . . ?
F12 C24 C13 109.1(3) . . ?
C18 C25 C9 119.3(2) 2_666 . ?
C18 C25 C40 116.6(2) 2_666 . ?
C9 C25 C40 124.0(2) . . ?
C12 C26 C14 119.9(2) . . ?
O5 C27 N3 125.2(3) . . ?
C29 C28 C32 119.2(2) . . ?
C29 C28 C31 116.7(2) . . ?
C32 C28 C31 123.9(2) . . ?
C32 C29 C28 122.8(2) 2_755 . ?
N1 C30 C22 122.4(2) . . ?
F16 C31 F15 106.2(2) . . ?
F16 C31 C28 112.3(2) . . ?
F15 C31 C28 110.1(2) . . ?
F16 C31 C34 107.7(2) . . ?
F15 C31 C34 106.5(2) . . ?
C28 C31 C34 113.6(2) . . ?
C29 C32 C28 118.0(2) 2_755 . ?
C29 C32 C21 116.1(2) 2_755 . ?
C28 C32 C21 125.9(2) . . ?
F17 C33 F18 107.5(2) . . ?
F17 C33 C37 108.2(2) . . ?
F18 C33 C37 105.8(2) . . ?
F17 C33 C11 110.1(2) . . ?
F18 C33 C11 108.5(2) . . ?
C37 C33 C11 116.4(2) . . ?
F19 C34 F14 108.0(2) . . ?
F19 C34 C31 107.7(2) . . ?
F14 C34 C31 108.3(2) . . ?
F19 C34 C35 108.6(2) . . ?
F14 C34 C35 107.2(2) . . ?
C31 C34 C35 116.8(2) . . ?
F20 C35 F23 108.5(3) . . ?
F20 C35 C36 107.6(3) . . ?
F23 C35 C36 106.9(3) . . ?
F20 C35 C34 109.6(2) . . ?
F23 C35 C34 108.6(2) . . ?
C36 C35 C34 115.5(3) . . ?
F22 C36 F21 108.1(3) . . ?
F22 C36 F24 108.9(3) . . ?
F21 C36 F24 107.9(3) . . ?
F22 C36 C35 111.2(3) . . ?
F21 C36 C35 109.9(3) . . ?
F24 C36 C35 110.7(3) . . ?
F25 C37 F27 109.3(3) . . ?
F25 C37 F26 107.4(3) . . ?
F27 C37 F26 107.7(3) . . ?
F25 C37 C33 110.6(2) . . ?
F27 C37 C33 110.9(3) . . ?
F26 C37 C33 110.9(3) . . ?
F29 C40 F28 107.1(2) . . ?
F29 C40 C25 109.96(19) . . ?
F28 C40 C25 112.71(19) . . ?
F29 C40 C41 106.87(19) . . ?
F28 C40 C41 107.1(2) . . ?
C25 C40 C41 112.8(2) . . ?
F31 C41 F30 107.7(2) . . ?
F31 C41 C40 107.8(2) . . ?
F30 C41 C40 108.2(2) . . ?
F31 C41 C43 105.9(2) . . ?
F30 C41 C43 107.5(2) . . ?
C40 C41 C43 119.3(2) . . ?
F34 C42 F33 109.7(3) . . ?
F34 C42 F36 108.4(3) . . ?
F33 C42 F36 107.5(3) . . ?
F34 C42 C43 112.3(3) . . ?
F33 C42 C43 110.4(3) . . ?
F36 C42 C43 108.4(3) . . ?
F35 C43 F32 107.7(2) . . ?
F35 C43 C42 109.1(3) . . ?
F32 C43 C42 106.9(2) . . ?
F35 C43 C41 109.0(2) . . ?
F32 C43 C41 104.9(2) . . ?
C42 C43 C41 118.6(3) . . ?
C44 N4 C45 121.4(3) . . ?
C44 N4 C46 120.4(3) . . ?
C45 N4 C46 118.1(3) . . ?
O6 C44 N4 125.8(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Cu1 O1 C6 176(14) . . . . ?
N1 Cu1 O1 C6 92.14(16) . . . . ?
N2 Cu1 O1 C6 -77.30(16) . . . . ?
O5 Cu1 O1 C6 -171.72(16) . . . . ?
O1 Cu1 O2 C16 -159.5(11) . . . . ?
N1 Cu1 O2 C16 -75.37(16) . . . . ?
N2 Cu1 O2 C16 94.15(16) . . . . ?
O5 Cu1 O2 C16 -171.60(15) . . . . ?
O1 Cu1 N1 C30 125.35(19) . . . . ?
O2 Cu1 N1 C30 -51.40(19) . . . . ?
N2 Cu1 N1 C30 -152.4(4) . . . . ?
O5 Cu1 N1 C30 37.60(19) . . . . ?
O1 Cu1 N1 C7 -50.61(19) . . . . ?
O2 Cu1 N1 C7 132.64(19) . . . . ?
N2 Cu1 N1 C7 31.6(5) . . . . ?
O5 Cu1 N1 C7 -138.36(19) . . . . ?
O1 Cu1 N2 C12 115.52(19) . . . . ?
O2 Cu1 N2 C12 -67.62(19) . . . . ?
N1 Cu1 N2 C12 32.9(5) . . . . ?
O5 Cu1 N2 C12 -157.11(19) . . . . ?
O1 Cu1 N2 C19 -56.73(18) . . . . ?
O2 Cu1 N2 C19 120.13(18) . . . . ?
N1 Cu1 N2 C19 -139.4(4) . . . . ?
O5 Cu1 N2 C19 30.64(18) . . . . ?
C17 C1 C3 C4 -3.4(3) . . . . ?
C6 C1 C3 C4 176.7(2) . . . . ?
C17 C1 C3 C5 173.1(2) . . . . ?
C6 C1 C3 C5 -6.8(4) . . . . ?
C1 C3 C4 C8 3.5(4) . . . . ?
C5 C3 C4 C8 -173.2(2) . . . . ?
C4 C3 C5 F4 32.9(3) . . . . ?
C1 C3 C5 F4 -143.7(2) . . . . ?
C4 C3 C5 F3 150.4(2) . . . . ?
C1 C3 C5 F3 -26.2(3) . . . . ?
C4 C3 C5 C11 -87.6(3) . . . . ?
C1 C3 C5 C11 95.8(3) . . . . ?
Cu1 O1 C6 O3 -11.8(3) . . . . ?
Cu1 O1 C6 C1 162.74(14) . . . . ?
C17 C1 C6 O3 107.9(3) . . . . ?
C3 C1 C6 O3 -72.1(3) . . . . ?
C17 C1 C6 O1 -67.0(3) . . . . ?
C3 C1 C6 O1 112.9(3) . . . . ?
C30 N1 C7 C15 -2.9(4) . . . . ?
Cu1 N1 C7 C15 173.11(19) . . . . ?
C3 C4 C8 C10 -0.9(4) . . . . ?
C3 C4 C8 C16 -179.7(2) . . . 1_565 ?
C4 C8 C10 C17 -1.5(3) . . . . ?
C16 C8 C10 C17 177.1(2) 1_565 . . . ?
C4 C8 C10 C2 176.9(2) . . . . ?
C16 C8 C10 C2 -4.4(4) 1_565 . . . ?
F6 C2 C10 C17 -157.6(2) . . . . ?
F1 C2 C10 C17 -39.3(3) . . . . ?
C20 C2 C10 C17 78.0(3) . . . . ?
F6 C2 C10 C8 23.9(3) . . . . ?
F1 C2 C10 C8 142.2(2) . . . . ?
C20 C2 C10 C8 -100.4(3) . . . . ?
F4 C5 C11 F5 -160.7(2) . . . . ?
F3 C5 C11 F5 84.9(2) . . . . ?
C3 C5 C11 F5 -38.4(3) . . . . ?
F4 C5 C11 F9 -44.2(3) . . . . ?
F3 C5 C11 F9 -158.59(19) . . . . ?
C3 C5 C11 F9 78.1(3) . . . . ?
F4 C5 C11 C33 77.0(3) . . . . ?
F3 C5 C11 C33 -37.3(3) . . . . ?
C3 C5 C11 C33 -160.6(2) . . . . ?
C19 N2 C12 C26 0.1(4) . . . . ?
Cu1 N2 C12 C26 -172.31(19) . . . . ?
C18 C9 C14 C26 -100.6(3) . . . . ?
C25 C9 C14 C26 79.1(3) . . . . ?
C18 C9 C14 C23 74.5(3) . . . . ?
C25 C9 C14 C23 -105.8(3) . . . . ?
N1 C7 C15 C21 -1.1(4) . . . . ?
Cu1 O2 C16 O4 -15.0(3) . . . . ?
Cu1 O2 C16 C8 160.64(16) . . . 1_545 ?
C3 C1 C17 C10 1.0(4) . . . . ?
C6 C1 C17 C10 -179.1(2) . . . . ?
C8 C10 C17 C1 1.5(4) . . . . ?
C2 C10 C17 C1 -177.1(2) . . . . ?
C25 C9 C18 C25 0.4(4) . . . 2_666 ?
C14 C9 C18 C25 -179.9(2) . . . 2_666 ?
C12 N2 C19 C23 0.5(4) . . . . ?
Cu1 N2 C19 C23 173.11(18) . . . . ?
F6 C2 C20 F7 -77.9(2) . . . . ?
F1 C2 C20 F7 168.58(18) . . . . ?
C10 C2 C20 F7 49.2(3) . . . . ?
F6 C2 C20 F2 165.47(18) . . . . ?
F1 C2 C20 F2 51.9(2) . . . . ?
C10 C2 C20 F2 -67.5(2) . . . . ?
F6 C2 C20 C13 44.6(3) . . . . ?
F1 C2 C20 C13 -68.9(3) . . . . ?
C10 C2 C20 C13 171.6(2) . . . . ?
F8 C13 C20 F7 163.8(2) . . . . ?
F10 C13 C20 F7 45.0(3) . . . . ?
C24 C13 C20 F7 -75.4(3) . . . . ?
F8 C13 C20 F2 -80.2(3) . . . . ?
F10 C13 C20 F2 161.0(2) . . . . ?
C24 C13 C20 F2 40.6(3) . . . . ?
F8 C13 C20 C2 40.6(3) . . . . ?
F10 C13 C20 C2 -78.2(3) . . . . ?
C24 C13 C20 C2 161.4(2) . . . . ?
O1 Cu1 O5 C27 -170.5(2) . . . . ?
O2 Cu1 O5 C27 8.8(2) . . . . ?
N1 Cu1 O5 C27 -79.3(2) . . . . ?
N2 Cu1 O5 C27 102.5(2) . . . . ?
C7 C15 C21 C22 4.4(4) . . . . ?
C7 C15 C21 C32 179.3(2) . . . . ?
C15 C21 C22 C30 -3.8(4) . . . . ?
C32 C21 C22 C30 -178.8(2) . . . . ?
N2 C19 C23 C14 -0.4(4) . . . . ?
C26 C14 C23 C19 -0.3(4) . . . . ?
C9 C14 C23 C19 -175.6(2) . . . . ?
F8 C13 C24 F11 53.0(3) . . . . ?
F10 C13 C24 F11 169.8(2) . . . . ?
C20 C13 C24 F11 -69.2(3) . . . . ?
F8 C13 C24 F13 174.8(2) . . . . ?
F10 C13 C24 F13 -68.4(3) . . . . ?
C20 C13 C24 F13 52.6(3) . . . . ?
F8 C13 C24 F12 -65.9(3) . . . . ?
F10 C13 C24 F12 50.9(3) . . . . ?
C20 C13 C24 F12 171.9(2) . . . . ?
C18 C9 C25 C18 -0.4(4) . . . 2_666 ?
C14 C9 C25 C18 179.9(2) . . . 2_666 ?
C18 C9 C25 C40 -177.1(2) . . . . ?
C14 C9 C25 C40 3.3(4) . . . . ?
N2 C12 C26 C14 -0.7(4) . . . . ?
C23 C14 C26 C12 0.8(4) . . . . ?
C9 C14 C26 C12 176.0(2) . . . . ?
Cu1 O5 C27 N3 131.9(2) . . . . ?
C39 N3 C27 O5 -2.4(4) . . . . ?
C38 N3 C27 O5 176.6(3) . . . . ?
C32 C28 C29 C32 0.6(4) . . . 2_755 ?
C31 C28 C29 C32 177.2(2) . . . 2_755 ?
C7 N1 C30 C22 3.6(4) . . . . ?
Cu1 N1 C30 C22 -172.5(2) . . . . ?
C21 C22 C30 N1 -0.2(4) . . . . ?
C29 C28 C31 F16 143.2(2) . . . . ?
C32 C28 C31 F16 -40.4(3) . . . . ?
C29 C28 C31 F15 25.1(3) . . . . ?
C32 C28 C31 F15 -158.5(2) . . . . ?
C29 C28 C31 C34 -94.2(3) . . . . ?
C32 C28 C31 C34 82.2(3) . . . . ?
C29 C28 C32 C29 -0.5(4) . . . 2_755 ?
C31 C28 C32 C29 -176.9(2) . . . 2_755 ?
C29 C28 C32 C21 177.6(2) . . . . ?
C31 C28 C32 C21 1.3(4) . . . . ?
C22 C21 C32 C29 64.0(3) . . . 2_755 ?
C15 C21 C32 C29 -110.8(3) . . . 2_755 ?
C22 C21 C32 C28 -114.3(3) . . . . ?
C15 C21 C32 C28 71.0(4) . . . . ?
F5 C11 C33 F17 -168.7(2) . . . . ?
F9 C11 C33 F17 75.3(3) . . . . ?
C5 C11 C33 F17 -45.5(3) . . . . ?
F5 C11 C33 F18 -51.3(3) . . . . ?
F9 C11 C33 F18 -167.3(2) . . . . ?
C5 C11 C33 F18 71.9(3) . . . . ?
F5 C11 C33 C37 67.8(3) . . . . ?
F9 C11 C33 C37 -48.2(3) . . . . ?
C5 C11 C33 C37 -169.0(3) . . . . ?
F16 C31 C34 F19 -166.7(2) . . . . ?
F15 C31 C34 F19 -53.1(3) . . . . ?
C28 C31 C34 F19 68.2(3) . . . . ?
F16 C31 C34 F14 76.7(3) . . . . ?
F15 C31 C34 F14 -169.70(19) . . . . ?
C28 C31 C34 F14 -48.4(3) . . . . ?
F16 C31 C34 C35 -44.3(3) . . . . ?
F15 C31 C34 C35 69.3(3) . . . . ?
C28 C31 C34 C35 -169.4(2) . . . . ?
F19 C34 C35 F20 75.2(3) . . . . ?
F14 C34 C35 F20 -168.4(2) . . . . ?
C31 C34 C35 F20 -46.8(3) . . . . ?
F19 C34 C35 F23 -166.5(2) . . . . ?
F14 C34 C35 F23 -50.0(3) . . . . ?
C31 C34 C35 F23 71.5(3) . . . . ?
F19 C34 C35 C36 -46.5(3) . . . . ?
F14 C34 C35 C36 69.9(3) . . . . ?
C31 C34 C35 C36 -168.5(2) . . . . ?
F20 C35 C36 F22 -175.2(3) . . . . ?
F23 C35 C36 F22 68.4(3) . . . . ?
C34 C35 C36 F22 -52.4(4) . . . . ?
F20 C35 C36 F21 65.1(3) . . . . ?
F23 C35 C36 F21 -51.3(4) . . . . ?
C34 C35 C36 F21 -172.1(3) . . . . ?
F20 C35 C36 F24 -53.9(4) . . . . ?
F23 C35 C36 F24 -170.3(3) . . . . ?
C34 C35 C36 F24 68.8(4) . . . . ?
F17 C33 C37 F25 62.8(4) . . . . ?
F18 C33 C37 F25 -52.2(3) . . . . ?
C11 C33 C37 F25 -172.7(3) . . . . ?
F17 C33 C37 F27 -175.8(3) . . . . ?
F18 C33 C37 F27 69.2(3) . . . . ?
C11 C33 C37 F27 -51.3(4) . . . . ?
F17 C33 C37 F26 -56.2(3) . . . . ?
F18 C33 C37 F26 -171.2(2) . . . . ?
C11 C33 C37 F26 68.3(3) . . . . ?
C18 C25 C40 F29 34.5(3) 2_666 . . . ?
C9 C25 C40 F29 -148.8(2) . . . . ?
C18 C25 C40 F28 153.9(2) 2_666 . . . ?
C9 C25 C40 F28 -29.4(3) . . . . ?
C18 C25 C40 C41 -84.7(3) 2_666 . . . ?
C9 C25 C40 C41 92.1(3) . . . . ?
F29 C40 C41 F31 179.14(19) . . . . ?
F28 C40 C41 F31 64.6(3) . . . . ?
C25 C40 C41 F31 -59.9(3) . . . . ?
F29 C40 C41 F30 -64.7(2) . . . . ?
F28 C40 C41 F30 -179.18(19) . . . . ?
C25 C40 C41 F30 56.3(3) . . . . ?
F29 C40 C41 C43 58.5(3) . . . . ?
F28 C40 C41 C43 -56.0(3) . . . . ?
C25 C40 C41 C43 179.5(2) . . . . ?
F34 C42 C43 F35 -169.1(2) . . . . ?
F33 C42 C43 F35 -46.4(3) . . . . ?
F36 C42 C43 F35 71.1(3) . . . . ?
F34 C42 C43 F32 74.6(3) . . . . ?
F33 C42 C43 F32 -162.7(2) . . . . ?
F36 C42 C43 F32 -45.2(3) . . . . ?
F34 C42 C43 C41 -43.6(4) . . . . ?
F33 C42 C43 C41 79.2(3) . . . . ?
F36 C42 C43 C41 -163.3(2) . . . . ?
F31 C41 C43 F35 -53.6(3) . . . . ?
F30 C41 C43 F35 -168.5(2) . . . . ?
C40 C41 C43 F35 67.9(3) . . . . ?
F31 C41 C43 F32 61.5(3) . . . . ?
F30 C41 C43 F32 -53.4(3) . . . . ?
C40 C41 C43 F32 -176.9(2) . . . . ?
F31 C41 C43 C42 -179.3(2) . . . . ?
F30 C41 C43 C42 65.8(3) . . . . ?
C40 C41 C43 C42 -57.7(3) . . . . ?
C45 N4 C44 O6 -178.4(4) . . . . ?
C46 N4 C44 O6 3.7(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.073
_database_code_depnum_ccdc_archive 'CCDC 989195'
