# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_100
_database_code_depnum_ccdc_archive 'CCDC 1418246'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   29.944(2)
_cell_length_b                   9.6596(7)
_cell_length_c                   25.0248(19)
_cell_angle_alpha                90
_cell_angle_beta                 125.423(2)
_cell_angle_gamma                90
_cell_volume                     5898.6(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9084
_cell_measurement_theta_min      4.34
_cell_measurement_theta_max      67.72

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.176
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            81561
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.850
_diffrn_reflns_theta_max         67.713
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             10560
_reflns_number_gt                9820
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0462P)²+3.2797P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10560
_refine_ls_number_parameters     940
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.0000 1.5000 0.0000 0.01832(8) Uani 1 2 d S . P . .
O1 O 0.97846(4) 1.43406(11) -0.08657(5) 0.0225(2) Uani 1 1 d . . . . .
C1 C 0.95838(8) 1.2776(2) -0.16935(9) 0.0330(4) Uani 1 1 d . . . . .
F1 F 0.9568(4) 1.1450(8) -0.1785(4) 0.071(3) Uani 0.5 1 d . . P A 1
F2 F 0.9898(2) 1.3226(6) -0.1880(2) 0.0760(15) Uani 0.5 1 d . . P A 1
F3 F 0.9123(3) 1.3330(7) -0.2055(3) 0.071(2) Uani 0.5 1 d . . P A 1
F1A F 0.9680(4) 1.1567(8) -0.1821(4) 0.069(3) Uani 0.5 1 d . . P A 2
F2A F 0.9652(2) 1.3719(5) -0.2016(2) 0.0663(14) Uani 0.5 1 d . . P A 2
F3A F 0.9035(3) 1.2776(7) -0.1985(3) 0.068(2) Uani 0.5 1 d . . P A 2
C2 C 0.98759(7) 1.31309(17) -0.09639(8) 0.0234(3) Uani 1 1 d . . . . .
C3 C 1.01911(7) 1.21034(17) -0.05066(8) 0.0257(3) Uani 1 1 d . . . . .
H3A H 1.0213 1.1219 -0.0656 0.031 Uiso 1 1 calc R U . . .
C4 C 1.04752(6) 1.23348(16) 0.01638(8) 0.0213(3) Uani 1 1 d . . . . .
C5 C 1.08009(7) 1.11212(18) 0.06243(9) 0.0290(4) Uani 1 1 d . . . . .
F4 F 1.0627(6) 0.9898(13) 0.0314(7) 0.0364(19) Uani 0.5 1 d . . P B 1
F5 F 1.0748(5) 1.1030(14) 0.1110(6) 0.052(3) Uani 0.5 1 d . . P B 1
F6 F 1.1299(5) 1.1243(12) 0.0883(6) 0.061(3) Uani 0.5 1 d . . P B 1
F4A F 1.0689(5) 1.0983(13) 0.1069(6) 0.037(2) Uani 0.5 1 d . . P B 2
F5A F 1.1364(4) 1.1332(11) 0.0964(5) 0.0380(15) Uani 0.5 1 d . . P B 2
F6A F 1.0700(6) 0.9928(13) 0.0321(6) 0.045(3) Uani 0.5 1 d . . P B 2
O2 O 1.05024(4) 1.34183(11) 0.04563(5) 0.0207(2) Uani 1 1 d . . . . .
Cu2 Cu 0.75265(2) 1.25628(2) 0.00097(2) 0.01713(7) Uani 1 1 d . . . . .
O3 O 0.71162(5) 1.10418(11) 0.00527(6) 0.0259(2) Uani 1 1 d . . . . .
C6 C 0.68180(8) 0.88409(18) 0.00969(10) 0.0324(4) Uani 1 1 d . . . . .
F7 F 0.63806(6) 0.90957(15) -0.04954(8) 0.0741(5) Uani 1 1 d . . . . .
F8 F 0.66652(7) 0.89311(14) 0.05017(9) 0.0684(5) Uani 1 1 d . . . . .
F9 F 0.69567(5) 0.75349(10) 0.01114(7) 0.0410(3) Uani 1 1 d . . . . .
C7 C 0.72834(7) 0.98638(16) 0.03038(9) 0.0246(3) Uani 1 1 d . . . . .
C8 C 0.78155(7) 0.93935(17) 0.07448(9) 0.0286(4) Uani 1 1 d . . . . .
H8A H 0.7873 0.8456 0.0885 0.034 Uiso 1 1 calc R U . . .
C9 C 0.82709(7) 1.02553(18) 0.09894(8) 0.0259(3) Uani 1 1 d . . . . .
C10 C 0.88442(8) 0.9627(2) 0.14711(10) 0.0373(4) Uani 1 1 d . . . . .
F10 F 0.88413(5) 0.83388(13) 0.16522(6) 0.0510(3) Uani 1 1 d . . . . .
F11 F 0.91329(6) 1.03839(16) 0.20144(6) 0.0636(4) Uani 1 1 d . . . . .
F12 F 0.91178(5) 0.96167(16) 0.12002(7) 0.0593(4) Uani 1 1 d . . . . .
O4 O 0.82777(5) 1.14962(12) 0.08681(6) 0.0259(2) Uani 1 1 d . . . . .
O5 O 0.67928(5) 1.36497(12) -0.08648(6) 0.0255(2) Uani 1 1 d . . . . .
C11 C 0.62464(8) 1.5583(2) -0.14198(9) 0.0337(4) Uani 1 1 d . . . . .
F13 F 0.60071(5) 1.56978(15) -0.11093(6) 0.0508(3) Uani 1 1 d . . . . .
F14 F 0.59159(5) 1.48277(15) -0.19512(6) 0.0587(4) Uani 1 1 d . . . . .
F15 F 0.62603(5) 1.68461(13) -0.16208(7) 0.0546(4) Uani 1 1 d . . . . .
C12 C 0.68134(7) 1.48978(17) -0.09650(8) 0.0245(3) Uani 1 1 d . . . . .
C13 C 0.72751(7) 1.57322(17) -0.07129(9) 0.0267(3) Uani 1 1 d . . . . .
H13A H 0.7226 1.6664 -0.0859 0.032 Uiso 1 1 calc R U . . .
C14 C 0.78024(7) 1.52529(17) -0.02576(8) 0.0233(3) Uani 1 1 d . . . . .
C15 C 0.82790(8) 1.62616(19) -0.00058(10) 0.0327(4) Uani 1 1 d . . . . .
F16 F 0.8118(5) 1.7660(14) -0.0205(5) 0.0349(12) Uani 0.5 1 d . . P C 1
F17 F 0.8549(2) 1.6410(6) 0.0655(2) 0.0411(10) Uani 0.5 1 d . . P C 1
F18 F 0.8649(2) 1.5818(7) -0.0083(3) 0.0433(10) Uani 0.5 1 d . . P C 1
F16A F 0.8525(3) 1.5937(9) -0.0296(5) 0.123(3) Uani 0.5 1 d . . P C 2
F17A F 0.8145(6) 1.7416(15) -0.0213(6) 0.056(3) Uani 0.5 1 d . . P C 2
F18A F 0.8634(3) 1.6218(8) 0.0605(4) 0.122(3) Uani 0.5 1 d . . P C 2
O6 O 0.79608(5) 1.40681(11) -0.00031(6) 0.0240(2) Uani 1 1 d . . . . .
Cu3 Cu 0.5000 1.0000 0.0000 0.01705(8) Uani 1 2 d S . P . .
O7 O 0.44790(4) 1.15631(11) -0.04053(5) 0.0190(2) Uani 1 1 d . . . . .
C16 C 0.40596(7) 1.37025(16) -0.05000(8) 0.0235(3) Uani 1 1 d . . . . .
F19 F 0.43525(4) 1.48065(11) -0.04483(6) 0.0374(3) Uani 1 1 d . . . . .
F20 F 0.37220(5) 1.33902(12) -0.11265(5) 0.0451(3) Uani 1 1 d . . . . .
F21 F 0.37569(4) 1.41085(10) -0.02934(5) 0.0342(2) Uani 1 1 d . . . . .
C17 C 0.44450(6) 1.25013(15) -0.00875(8) 0.0197(3) Uani 1 1 d . . . . .
C18 C 0.47230(7) 1.26225(16) 0.05916(8) 0.0240(3) Uani 1 1 d . . . . .
H18A H 0.4632 1.3359 0.0763 0.029 Uiso 1 1 calc R U . . .
C19 C 0.51271(6) 1.16971(16) 0.10188(8) 0.0200(3) Uani 1 1 d . . . . .
C20 C 0.54320(7) 1.19493(17) 0.17568(8) 0.0250(3) Uani 1 1 d . . . . .
F22 F 0.5927(7) 1.2363(17) 0.1995(8) 0.049(3) Uani 0.5 1 d . . P D 1
F23 F 0.5449(8) 1.0820(17) 0.2070(10) 0.037(3) Uani 0.5 1 d . . P D 1
F24 F 0.5205(6) 1.2941(17) 0.1899(7) 0.0378(19) Uani 0.5 1 d . . P D 1
F22A F 0.5269(6) 1.3042(18) 0.1899(7) 0.051(3) Uani 0.5 1 d . . P D 2
F23A F 0.5982(7) 1.2050(17) 0.2060(9) 0.0401(19) Uani 0.5 1 d . . P D 2
F24A F 0.5372(8) 1.0864(19) 0.2039(10) 0.040(3) Uani 0.5 1 d . . P D 2
O8 O 0.52956(4) 1.06416(11) 0.08887(5) 0.0189(2) Uani 1 1 d . . . . .
O1R O 0.73340(4) 1.38793(11) 0.04759(5) 0.0209(2) Uani 1 1 d . . . . .
N2R N 0.74117(5) 1.36234(13) 0.10375(6) 0.0197(3) Uani 1 1 d . . . . .
C3R C 0.78809(6) 1.42554(17) 0.16670(8) 0.0218(3) Uani 1 1 d . . . . .
C4R C 0.84113(7) 1.41522(19) 0.17188(8) 0.0285(4) Uani 1 1 d . . . . .
H4RA H 0.8710 1.4570 0.2132 0.043 Uiso 1 1 calc R U . . .
H4RB H 0.8495 1.3177 0.1708 0.043 Uiso 1 1 calc R U . . .
H4RC H 0.8370 1.4644 0.1350 0.043 Uiso 1 1 calc R U . . .
C5R C 0.77252(7) 1.57749(17) 0.16465(9) 0.0282(4) Uani 1 1 d . . . . .
H5RA H 0.8018 1.6243 0.2047 0.042 Uiso 1 1 calc R U . . .
H5RB H 0.7674 1.6229 0.1264 0.042 Uiso 1 1 calc R U . . .
H5RC H 0.7384 1.5825 0.1614 0.042 Uiso 1 1 calc R U . . .
C6R C 0.78575(6) 1.33653(17) 0.21662(8) 0.0221(3) Uani 1 1 d . . . . .
C7R C 0.80212(7) 1.41068(18) 0.27915(8) 0.0290(4) Uani 1 1 d . . . . .
H7RA H 0.8413 1.4324 0.3052 0.044 Uiso 1 1 calc R U . . .
H7RB H 0.7811 1.4966 0.2679 0.044 Uiso 1 1 calc R U . . .
H7RC H 0.7945 1.3508 0.3046 0.044 Uiso 1 1 calc R U . . .
C8R C 0.81567(7) 1.19757(18) 0.23209(8) 0.0276(4) Uani 1 1 d . . . . .
H8RA H 0.8553 1.2136 0.2590 0.041 Uiso 1 1 calc R U . . .
H8RB H 0.8064 1.1384 0.2561 0.041 Uiso 1 1 calc R U . . .
H8RC H 0.8044 1.1520 0.1911 0.041 Uiso 1 1 calc R U . . .
N9R N 0.72559(5) 1.30190(14) 0.17552(6) 0.0214(3) Uani 1 1 d . . . . .
O10R O 0.70113(5) 1.25694(13) 0.19986(6) 0.0289(3) Uani 1 1 d . . . . .
C11R C 0.70396(6) 1.30602(16) 0.11044(8) 0.0198(3) Uani 1 1 d . . . . .
C12R C 0.65056(6) 1.25632(15) 0.05877(8) 0.0190(3) Uani 1 1 d . . . . .
C13R C 0.61343(6) 1.17816(16) 0.06387(8) 0.0209(3) Uani 1 1 d . . . . .
H13B H 0.6190 1.1539 0.1041 0.025 Uiso 1 1 calc R U . . .
N14R N 0.56963(5) 1.14280(14) 0.00516(7) 0.0219(3) Uani 1 1 d . . . . .
N15R N 0.57837(5) 1.19846(14) -0.03833(6) 0.0203(3) Uani 1 1 d . . . . .
C16R C 0.54118(6) 1.17113(17) -0.10898(8) 0.0243(3) Uani 1 1 d . . . . .
H16A H 0.5371 1.0698 -0.1161 0.029 Uiso 1 1 calc R U . . .
H16T H 0.5579 1.2077 -0.1306 0.029 Uiso 1 1 calc R U . . .
C17R C 0.48474(6) 1.23504(17) -0.14122(8) 0.0240(3) Uani 1 1 d . . . . .
H17A H 0.4621 1.2125 -0.1886 0.029 Uiso 1 1 calc R U . . .
H17B H 0.4669 1.1936 -0.1219 0.029 Uiso 1 1 calc R U . . .
C18R C 0.48682(7) 1.39121(18) -0.13300(9) 0.0345(4) Uani 1 1 d . . . . .
H18B H 0.4495 1.4272 -0.1546 0.052 Uiso 1 1 calc R U . . .
H18C H 0.5085 1.4142 -0.0862 0.052 Uiso 1 1 calc R U . . .
H18D H 0.5037 1.4330 -0.1529 0.052 Uiso 1 1 calc R U . . .
C19R C 0.62578(6) 1.26693(16) -0.00821(8) 0.0198(3) Uani 1 1 d . . . . .
H19A H 0.6399 1.3141 -0.0287 0.024 Uiso 1 1 calc R U . . .
O1S O 0.76684(4) 1.12378(11) -0.05012(5) 0.0224(2) Uani 1 1 d . . . . .
N2S N 0.75547(5) 1.15221(14) -0.10781(6) 0.0216(3) Uani 1 1 d . . . . .
C3S C 0.70732(7) 1.08785(17) -0.16940(8) 0.0252(3) Uani 1 1 d . . . . .
C4S C 0.65610(7) 1.0931(2) -0.17043(9) 0.0313(4) Uani 1 1 d . . . . .
H4SA H 0.6255 1.0506 -0.2110 0.047 Uiso 1 1 calc R U . . .
H4SB H 0.6626 1.0424 -0.1326 0.047 Uiso 1 1 calc R U . . .
H4SC H 0.6472 1.1898 -0.1684 0.047 Uiso 1 1 calc R U . . .
C5S C 0.72391(7) 0.93699(18) -0.16816(9) 0.0298(4) Uani 1 1 d . . . . .
H5SA H 0.6940 0.8888 -0.2073 0.045 Uiso 1 1 calc R U . . .
H5SB H 0.7569 0.9347 -0.1675 0.045 Uiso 1 1 calc R U . . .
H5SC H 0.7314 0.8910 -0.1289 0.045 Uiso 1 1 calc R U . . .
C6S C 0.70608(7) 1.17861(18) -0.22139(8) 0.0267(4) Uani 1 1 d . . . . .
C7S C 0.68758(8) 1.1050(2) -0.28495(8) 0.0343(4) Uani 1 1 d . . . . .
H7SA H 0.6487 1.0812 -0.3090 0.051 Uiso 1 1 calc R U . . .
H7SB H 0.6930 1.1662 -0.3119 0.051 Uiso 1 1 calc R U . . .
H7SC H 0.7091 1.0204 -0.2748 0.051 Uiso 1 1 calc R U . . .
C8S C 0.67547(8) 1.31560(19) -0.23566(9) 0.0338(4) Uani 1 1 d . . . . .
H8SA H 0.6360 1.2976 -0.2603 0.051 Uiso 1 1 calc R U . . .
H8SB H 0.6882 1.3616 -0.1942 0.051 Uiso 1 1 calc R U . . .
H8SC H 0.6826 1.3754 -0.2616 0.051 Uiso 1 1 calc R U . . .
N9S N 0.76583(6) 1.21620(15) -0.18371(7) 0.0253(3) Uani 1 1 d . . . . .
O10S O 0.78771(5) 1.26303(14) -0.21084(6) 0.0345(3) Uani 1 1 d . . . . .
C11S C 0.79044(6) 1.20969(16) -0.11805(8) 0.0218(3) Uani 1 1 d . . . . .
C12S C 0.84557(6) 1.25265(16) -0.06816(8) 0.0205(3) Uani 1 1 d . . . . .
C13S C 0.88179(6) 1.33140(16) -0.07460(8) 0.0218(3) Uani 1 1 d . . . . .
H13C H 0.8734 1.3668 -0.1149 0.026 Uiso 1 1 calc R U . . .
N14S N 0.92930(5) 1.34953(14) -0.01675(7) 0.0220(3) Uani 1 1 d . . . . .
N15S N 0.92385(5) 1.28162(14) 0.02703(6) 0.0214(3) Uani 1 1 d . . . . .
C16S C 0.96840(6) 1.27527(19) 0.09724(8) 0.0259(3) Uani 1 1 d . . . . .
H16D H 1.0016 1.3190 0.1050 0.031 Uiso 1 1 calc R U . . .
H16E H 0.9771 1.1772 0.1109 0.031 Uiso 1 1 calc R U . . .
C17S C 0.95347(7) 1.3477(2) 0.13856(8) 0.0354(4) Uani 1 1 d . . . . .
H17E H 0.9186 1.3096 0.1282 0.042 Uiso 1 1 calc R U . . .
H17F H 0.9481 1.4477 0.1280 0.042 Uiso 1 1 calc R U . . .
C18S C 0.99833(9) 1.3283(3) 0.21137(10) 0.0498(6) Uani 1 1 d . . . . .
H18H H 0.9879 1.3759 0.2372 0.075 Uiso 1 1 calc R U . . .
H18I H 1.0032 1.2294 0.2220 0.075 Uiso 1 1 calc R U . . .
H18J H 1.0328 1.3672 0.2218 0.075 Uiso 1 1 calc R U . . .
C19S C 0.87462(6) 1.22349(17) -0.00171(8) 0.0216(3) Uani 1 1 d . . . . .
H19B H 0.8619 1.1720 0.0193 0.026 Uiso 1 1 calc R U . . .


_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 1.9736(11) . ?
Cu1 O1 1.9736(11) 3_785 ?
Cu1 O2 1.9774(11) 3_785 ?
Cu1 O2 1.9774(11) . ?
Cu1 N14S 2.3961(13) . ?
Cu1 N14S 2.3962(13) 3_785 ?
O1 C2 1.256(2) . ?
C1 F3 1.249(7) . ?
C1 F1A 1.288(8) . ?
C1 F1 1.297(7) . ?
C1 F2A 1.310(5) . ?
C1 F2 1.341(6) . ?
C1 F3A 1.357(7) . ?
C1 C2 1.538(2) . ?
C2 C3 1.390(2) . ?
C3 C4 1.391(2) . ?
C4 O2 1.2525(19) . ?
C4 C5 1.533(2) . ?
C5 F6 1.241(12) . ?
C5 F5 1.316(12) . ?
C5 F6A 1.316(11) . ?
C5 F4 1.342(13) . ?
C5 F4A 1.342(11) . ?
C5 F5A 1.396(11) . ?
Cu2 O3 1.9578(11) . ?
Cu2 O6 1.9634(11) . ?
Cu2 O1S 2.0207(11) . ?
Cu2 O1R 2.0224(11) . ?
Cu2 O4 2.2659(12) . ?
Cu2 O5 2.2682(12) . ?
O3 C7 1.255(2) . ?
C6 F8 1.335(2) . ?
C6 F7 1.312(2) . ?
C6 F9 1.322(2) . ?
C6 C7 1.533(2) . ?
C7 C8 1.387(3) . ?
C8 C9 1.400(2) . ?
C9 O4 1.240(2) . ?
C9 C10 1.539(3) . ?
C10 F10 1.326(2) . ?
C10 F11 1.330(2) . ?
C10 F12 1.332(2) . ?
O5 C12 1.240(2) . ?
C11 F14 1.324(2) . ?
C11 F15 1.330(2) . ?
C11 F13 1.332(2) . ?
C11 C12 1.541(2) . ?
C12 C13 1.396(2) . ?
C13 C14 1.386(2) . ?
C14 O6 1.261(2) . ?
C14 C15 1.530(2) . ?
C15 F17A 1.197(14) . ?
C15 F18A 1.258(8) . ?
C15 F18 1.303(7) . ?
C15 F16A 1.338(9) . ?
C15 F17 1.363(5) . ?
C15 F16 1.424(13) . ?
Cu3 O8 1.9575(10) . ?
Cu3 O8 1.9575(10) 3_675 ?
Cu3 O7 1.9769(10) . ?
Cu3 O7 1.9770(10) 3_675 ?
Cu3 N14R 2.4402(13) . ?
Cu3 N14R 2.4403(13) 3_675 ?
O7 C17 1.2482(19) . ?
C16 F20 1.3166(19) . ?
C16 F21 1.3362(19) . ?
C16 F19 1.339(2) . ?
C16 C17 1.537(2) . ?
C17 C18 1.398(2) . ?
C18 C19 1.381(2) . ?
C19 O8 1.2611(19) . ?
C19 C20 1.533(2) . ?
C20 F22 1.30(2) . ?
C20 F22A 1.297(15) . ?
C20 F23 1.326(18) . ?
C20 F24A 1.334(19) . ?
C20 F24 1.337(14) . ?
C20 F23A 1.361(18) . ?
O1R N2R 1.3081(17) . ?
N2R C11R 1.335(2) . ?
N2R C3R 1.5042(19) . ?
C3R C4R 1.520(2) . ?
C3R C5R 1.532(2) . ?
C3R C6R 1.551(2) . ?
C6R N9R 1.5057(19) . ?
C6R C7R 1.521(2) . ?
C6R C8R 1.534(2) . ?
N9R O10R 1.2701(18) . ?
N9R C11R 1.360(2) . ?
C11R C12R 1.436(2) . ?
C12R C19R 1.389(2) . ?
C12R C13R 1.410(2) . ?
C13R N14R 1.327(2) . ?
N14R N15R 1.3684(19) . ?
N15R C19R 1.334(2) . ?
N15R C16R 1.467(2) . ?
C16R C17R 1.519(2) . ?
C17R C18R 1.519(2) . ?
O1S N2S 1.3062(18) . ?
N2S C11S 1.335(2) . ?
N2S C3S 1.505(2) . ?
C3S C4S 1.520(2) . ?
C3S C5S 1.534(2) . ?
C3S C6S 1.551(2) . ?
C6S N9S 1.505(2) . ?
C6S C7S 1.523(2) . ?
C6S C8S 1.529(2) . ?
N9S O10S 1.2691(19) . ?
N9S C11S 1.358(2) . ?
C11S C12S 1.438(2) . ?
C12S C19S 1.387(2) . ?
C12S C13S 1.408(2) . ?
C13S N14S 1.328(2) . ?
N14S N15S 1.3654(19) . ?
N15S C19S 1.333(2) . ?
N15S C16S 1.467(2) . ?
C16S C17S 1.515(2) . ?
C17S C18S 1.524(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.00(7) . 3_785 ?
O1 Cu1 O2 87.72(4) . 3_785 ?
O1 Cu1 O2 92.28(4) 3_785 3_785 ?
O1 Cu1 O2 92.28(4) . . ?
O1 Cu1 O2 87.72(4) 3_785 . ?
O2 Cu1 O2 180.0 3_785 . ?
O1 Cu1 N14S 85.33(5) . . ?
O1 Cu1 N14S 94.67(5) 3_785 . ?
O2 Cu1 N14S 93.92(4) 3_785 . ?
O2 Cu1 N14S 86.08(4) . . ?
O1 Cu1 N14S 94.67(5) . 3_785 ?
O1 Cu1 N14S 85.33(5) 3_785 3_785 ?
O2 Cu1 N14S 86.08(4) 3_785 3_785 ?
O2 Cu1 N14S 93.91(4) . 3_785 ?
N14S Cu1 N14S 180.0 . 3_785 ?
C2 O1 Cu1 123.04(10) . . ?
F3 C1 F1 112.5(5) . . ?
F1A C1 F2A 109.8(5) . . ?
F3 C1 F2 108.1(4) . . ?
F1 C1 F2 102.7(5) . . ?
F1A C1 F3A 104.0(5) . . ?
F2A C1 F3A 104.0(4) . . ?
F3 C1 C2 113.2(4) . . ?
F1A C1 C2 116.2(4) . . ?
F1 C1 C2 111.6(4) . . ?
F2A C1 C2 113.1(3) . . ?
F2 C1 C2 108.0(3) . . ?
F3A C1 C2 108.5(3) . . ?
O1 C2 C3 128.59(15) . . ?
O1 C2 C1 113.65(15) . . ?
C3 C2 C1 117.75(15) . . ?
C4 C3 C2 121.80(15) . . ?
O2 C4 C3 128.79(15) . . ?
O2 C4 C5 113.70(14) . . ?
C3 C4 C5 117.50(14) . . ?
F6 C5 F5 106.1(8) . . ?
F6 C5 F4 109.4(9) . . ?
F5 C5 F4 105.1(8) . . ?
F6A C5 F4A 107.9(8) . . ?
F6A C5 F5A 105.7(8) . . ?
F4A C5 F5A 107.8(6) . . ?
F6 C5 C4 111.6(5) . . ?
F5 C5 C4 112.4(6) . . ?
F6A C5 C4 113.7(7) . . ?
F4 C5 C4 112.0(7) . . ?
F4A C5 C4 110.1(6) . . ?
F5A C5 C4 111.4(4) . . ?
C4 O2 Cu1 122.55(10) . . ?
O3 Cu2 O6 177.98(5) . . ?
O3 Cu2 O1S 85.88(5) . . ?
O6 Cu2 O1S 94.27(5) . . ?
O3 Cu2 O1R 92.43(5) . . ?
O6 Cu2 O1R 87.52(4) . . ?
O1S Cu2 O1R 176.43(4) . . ?
O3 Cu2 O4 85.21(5) . . ?
O6 Cu2 O4 92.82(4) . . ?
O1S Cu2 O4 81.63(4) . . ?
O1R Cu2 O4 101.38(4) . . ?
O3 Cu2 O5 96.47(5) . . ?
O6 Cu2 O5 85.52(4) . . ?
O1S Cu2 O5 97.12(4) . . ?
O1R Cu2 O5 79.92(4) . . ?
O4 Cu2 O5 177.85(4) . . ?
C7 O3 Cu2 128.82(11) . . ?
F8 C6 F7 106.74(18) . . ?
F8 C6 F9 106.37(15) . . ?
F7 C6 F9 107.57(17) . . ?
F8 C6 C7 110.25(15) . . ?
F7 C6 C7 112.18(15) . . ?
F9 C6 C7 113.35(15) . . ?
O3 C7 C8 129.49(16) . . ?
O3 C7 C6 113.24(15) . . ?
C8 C7 C6 117.24(15) . . ?
C7 C8 C9 122.12(15) . . ?
O4 C9 C8 128.18(17) . . ?
O4 C9 C10 113.81(16) . . ?
C8 C9 C10 118.01(16) . . ?
F10 C10 F11 107.19(16) . . ?
F10 C10 F12 107.12(18) . . ?
F11 C10 F12 107.30(17) . . ?
F10 C10 C9 114.35(16) . . ?
F11 C10 C9 110.69(17) . . ?
F12 C10 C9 109.88(15) . . ?
C9 O4 Cu2 121.58(11) . . ?
C12 O5 Cu2 120.74(11) . . ?
F14 C11 F15 107.14(16) . . ?
F14 C11 F13 106.86(16) . . ?
F15 C11 F13 106.82(17) . . ?
F14 C11 C12 111.54(16) . . ?
F15 C11 C12 114.25(15) . . ?
F13 C11 C12 109.86(15) . . ?
O5 C12 C13 128.48(16) . . ?
O5 C12 C11 113.83(15) . . ?
C13 C12 C11 117.67(15) . . ?
C14 C13 C12 122.47(15) . . ?
O6 C14 C13 129.37(15) . . ?
O6 C14 C15 112.45(15) . . ?
C13 C14 C15 118.17(15) . . ?
F17A C15 F18A 113.1(7) . . ?
F17A C15 F16A 97.7(7) . . ?
F18A C15 F16A 107.9(6) . . ?
F18 C15 F17 104.9(4) . . ?
F18 C15 F16 113.9(6) . . ?
F17 C15 F16 99.6(5) . . ?
F17A C15 C14 114.7(7) . . ?
F18A C15 C14 114.2(4) . . ?
F18 C15 C14 113.5(3) . . ?
F16A C15 C14 107.6(4) . . ?
F17 C15 C14 108.8(3) . . ?
F16 C15 C14 114.5(5) . . ?
C14 O6 Cu2 128.42(11) . . ?
O8 Cu3 O8 180.0 . 3_675 ?
O8 Cu3 O7 92.51(4) . . ?
O8 Cu3 O7 87.49(4) 3_675 . ?
O8 Cu3 O7 87.49(4) . 3_675 ?
O8 Cu3 O7 92.51(4) 3_675 3_675 ?
O7 Cu3 O7 180.0 . 3_675 ?
O8 Cu3 N14R 87.20(4) . . ?
O8 Cu3 N14R 92.80(4) 3_675 . ?
O7 Cu3 N14R 89.51(4) . . ?
O7 Cu3 N14R 90.49(4) 3_675 . ?
O8 Cu3 N14R 92.80(4) . 3_675 ?
O8 Cu3 N14R 87.20(4) 3_675 3_675 ?
O7 Cu3 N14R 90.49(4) . 3_675 ?
O7 Cu3 N14R 89.51(4) 3_675 3_675 ?
N14R Cu3 N14R 180.0 . 3_675 ?
C17 O7 Cu3 124.00(10) . . ?
F20 C16 F21 107.65(13) . . ?
F20 C16 F19 107.79(14) . . ?
F21 C16 F19 106.39(13) . . ?
F20 C16 C17 112.71(13) . . ?
F21 C16 C17 112.05(13) . . ?
F19 C16 C17 109.97(13) . . ?
O7 C17 C18 128.63(14) . . ?
O7 C17 C16 115.27(14) . . ?
C18 C17 C16 116.06(13) . . ?
C19 C18 C17 121.60(14) . . ?
O8 C19 C18 128.74(14) . . ?
O8 C19 C20 113.05(13) . . ?
C18 C19 C20 118.21(14) . . ?
F22 C20 F23 109.8(11) . . ?
F22A C20 F24A 107.8(12) . . ?
F22 C20 F24 106.2(11) . . ?
F23 C20 F24 106.4(12) . . ?
F22A C20 F23A 108.5(11) . . ?
F24A C20 F23A 104.6(11) . . ?
F22 C20 C19 109.0(9) . . ?
F22A C20 C19 113.9(6) . . ?
F23 C20 C19 111.9(9) . . ?
F24A C20 C19 110.2(9) . . ?
F24 C20 C19 113.3(6) . . ?
F23A C20 C19 111.5(9) . . ?
C19 O8 Cu3 124.34(10) . . ?
N2R O1R Cu2 124.62(9) . . ?
O1R N2R C11R 124.76(13) . . ?
O1R N2R C3R 121.67(12) . . ?
C11R N2R C3R 112.01(13) . . ?
N2R C3R C4R 110.99(13) . . ?
N2R C3R C5R 105.81(12) . . ?
C4R C3R C5R 110.39(14) . . ?
N2R C3R C6R 99.65(12) . . ?
C4R C3R C6R 115.32(14) . . ?
C5R C3R C6R 113.77(14) . . ?
N9R C6R C7R 110.61(13) . . ?
N9R C6R C8R 105.70(13) . . ?
C7R C6R C8R 111.08(13) . . ?
N9R C6R C3R 99.65(12) . . ?
C7R C6R C3R 115.44(14) . . ?
C8R C6R C3R 113.32(14) . . ?
O10R N9R C11R 125.26(13) . . ?
O10R N9R C6R 122.86(12) . . ?
C11R N9R C6R 111.24(12) . . ?
N2R C11R N9R 108.01(13) . . ?
N2R C11R C12R 126.72(14) . . ?
N9R C11R C12R 125.26(14) . . ?
C19R C12R C13R 104.54(13) . . ?
C19R C12R C11R 126.82(15) . . ?
C13R C12R C11R 128.50(15) . . ?
N14R C13R C12R 111.27(14) . . ?
C13R N14R N15R 104.92(12) . . ?
C13R N14R Cu3 118.02(10) . . ?
N15R N14R Cu3 137.02(10) . . ?
C19R N15R N14R 112.13(13) . . ?
C19R N15R C16R 125.87(13) . . ?
N14R N15R C16R 121.73(13) . . ?
N15R C16R C17R 113.63(13) . . ?
C18R C17R C16R 112.70(14) . . ?
N15R C19R C12R 107.14(14) . . ?
N2S O1S Cu2 123.41(9) . . ?
O1S N2S C11S 124.67(13) . . ?
O1S N2S C3S 121.75(13) . . ?
C11S N2S C3S 111.59(13) . . ?
N2S C3S C4S 111.22(14) . . ?
N2S C3S C5S 105.36(13) . . ?
C4S C3S C5S 110.13(14) . . ?
N2S C3S C6S 99.69(12) . . ?
C4S C3S C6S 115.69(14) . . ?
C5S C3S C6S 113.81(15) . . ?
N9S C6S C7S 110.33(15) . . ?
N9S C6S C8S 105.74(14) . . ?
C7S C6S C8S 110.72(14) . . ?
N9S C6S C3S 99.73(12) . . ?
C7S C6S C3S 115.44(14) . . ?
C8S C6S C3S 113.87(15) . . ?
O10S N9S C11S 125.28(14) . . ?
O10S N9S C6S 123.06(13) . . ?
C11S N9S C6S 111.18(13) . . ?
N2S C11S N9S 108.39(14) . . ?
N2S C11S C12S 125.95(15) . . ?
N9S C11S C12S 125.62(15) . . ?
C19S C12S C13S 104.92(14) . . ?
C19S C12S C11S 126.09(15) . . ?
C13S C12S C11S 128.99(15) . . ?
N14S C13S C12S 110.85(14) . . ?
C13S N14S N15S 105.11(13) . . ?
C13S N14S Cu1 123.40(11) . . ?
N15S N14S Cu1 130.95(10) . . ?
C19S N15S N14S 112.25(13) . . ?
C19S N15S C16S 125.58(13) . . ?
N14S N15S C16S 122.17(13) . . ?
N15S C16S C17S 112.02(13) . . ?
C16S C17S C18S 110.80(16) . . ?
N15S C19S C12S 106.86(14) . . ?

_refine_diff_density_max         0.496
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.051

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_150
_database_code_depnum_ccdc_archive 'CCDC 1418247'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   30.086(3)
_cell_length_b                   9.6786(8)
_cell_length_c                   25.227(2)
_cell_angle_alpha                90
_cell_angle_beta                 125.674(3)
_cell_angle_gamma                90
_cell_volume                     5967.5(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9661
_cell_measurement_theta_min      4.91
_cell_measurement_theta_max      67.53

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.151
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72142
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.836
_diffrn_reflns_theta_max         67.612
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             10677
_reflns_number_gt                9763
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²+3.0786P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10677
_refine_ls_number_parameters     967
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0996
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.0000 1.5000 0.0000 0.02464(9) Uani 1 2 d S . P . .
O1 O 0.97767(5) 1.43300(12) -0.08628(6) 0.0301(3) Uani 1 1 d . . . . .
C1 C 0.95775(10) 1.2765(2) -0.16827(10) 0.0457(5) Uani 1 1 d . . . . .
F1 F 0.9544(4) 1.1450(7) -0.1777(4) 0.100(3) Uani 0.5 1 d . . P A 1
F2 F 0.9900(3) 1.3172(7) -0.1859(3) 0.1009(19) Uani 0.5 1 d . . P A 1
F3 F 0.9135(2) 1.3351(7) -0.2047(3) 0.090(3) Uani 0.5 1 d . . P A 1
F1A F 0.9695(3) 1.1605(8) -0.1808(4) 0.089(3) Uani 0.5 1 d . . P A 2
F2A F 0.9624(3) 1.3730(6) -0.2011(2) 0.0890(19) Uani 0.5 1 d . . P A 2
F3A F 0.9033(3) 1.2711(8) -0.1970(3) 0.094(3) Uani 0.5 1 d . . P A 2
C2 C 0.98711(7) 1.31267(19) -0.09584(8) 0.0310(4) Uani 1 1 d . . . . .
C3 C 1.01912(7) 1.21118(19) -0.05024(9) 0.0345(4) Uani 1 1 d . . . . .
H3A H 1.0216 1.1232 -0.0650 0.041 Uiso 1 1 calc R U . . .
C4 C 1.04765(7) 1.23422(17) 0.01645(9) 0.0290(4) Uani 1 1 d . . . . .
C5 C 1.08070(8) 1.1139(2) 0.06234(10) 0.0407(5) Uani 1 1 d . . . . .
F4 F 1.0638(3) 0.9904(9) 0.0348(6) 0.0500(18) Uani 0.5 1 d . . P B 1
F5 F 1.0769(4) 1.1077(11) 0.1115(4) 0.085(3) Uani 0.5 1 d . . P B 1
F6 F 1.1291(3) 1.1258(9) 0.0862(4) 0.108(3) Uani 0.5 1 d . . P B 1
F4A F 1.0694(3) 1.0973(9) 0.1062(4) 0.0524(19) Uani 0.5 1 d . . P B 2
F5A F 1.1366(3) 1.1358(8) 0.0971(3) 0.0539(14) Uani 0.5 1 d . . P B 2
F6A F 1.0704(4) 0.9977(9) 0.0310(6) 0.072(3) Uani 0.5 1 d . . P B 2
O2 O 1.05014(5) 1.34249(12) 0.04538(5) 0.0275(2) Uani 1 1 d . . . . .
Cu2 Cu 0.75289(2) 1.25565(2) 0.00108(2) 0.02292(8) Uani 1 1 d . . . . .
O3 O 0.71065(5) 1.10363(13) 0.00288(7) 0.0364(3) Uani 1 1 d . . . . .
C6 C 0.68099(9) 0.8850(2) 0.00806(12) 0.0471(5) Uani 1 1 d . . . . .
F7 F 0.6418(5) 0.8951(13) -0.0563(7) 0.099(4) Uani 0.5 1 d . . P C 1
F8 F 0.6577(6) 0.9020(12) 0.0363(6) 0.098(4) Uani 0.5 1 d . . P C 1
F9 F 0.6968(5) 0.7422(13) 0.0112(5) 0.0427(13) Uani 0.5 1 d . . P C 1
F7A F 0.6361(4) 0.9183(13) -0.0447(7) 0.084(4) Uani 0.5 1 d . . P C 2
F8A F 0.6719(5) 0.8897(13) 0.0556(6) 0.080(3) Uani 0.5 1 d . . P C 2
F9A F 0.6933(6) 0.7698(13) 0.0111(6) 0.062(3) Uani 0.5 1 d . . P C 2
C7 C 0.72748(8) 0.98696(18) 0.02898(10) 0.0345(4) Uani 1 1 d . . . . .
C8 C 0.78050(8) 0.9418(2) 0.07371(10) 0.0396(4) Uani 1 1 d . . . . .
H8A H 0.7864 0.8488 0.0885 0.048 Uiso 1 1 calc R U . . .
C9 C 0.82568(8) 1.0276(2) 0.09795(9) 0.0366(4) Uani 1 1 d . . . . .
C10 C 0.88285(10) 0.9668(3) 0.14665(11) 0.0537(6) Uani 1 1 d . . . . .
F10 F 0.88294(6) 0.83854(17) 0.16502(8) 0.0767(5) Uani 1 1 d . . . . .
F11 F 0.91116(7) 1.0433(2) 0.20032(8) 0.0930(6) Uani 1 1 d . . . . .
F12 F 0.91043(6) 0.9651(2) 0.12045(9) 0.0827(5) Uani 1 1 d . . . . .
O4 O 0.82620(6) 1.15123(13) 0.08498(6) 0.0374(3) Uani 1 1 d . . . . .
O5 O 0.68086(6) 1.36166(13) -0.08421(6) 0.0369(3) Uani 1 1 d . . . . .
C11 C 0.62554(9) 1.5519(3) -0.14187(11) 0.0490(5) Uani 1 1 d . . . . .
F13 F 0.60133(6) 1.56524(19) -0.11184(8) 0.0734(4) Uani 1 1 d . . . . .
F14 F 0.59325(7) 1.4752(2) -0.19383(8) 0.0905(6) Uani 1 1 d . . . . .
F15 F 0.62658(6) 1.67687(18) -0.16248(9) 0.0809(5) Uani 1 1 d . . . . .
C12 C 0.68241(8) 1.4859(2) -0.09526(9) 0.0347(4) Uani 1 1 d . . . . .
C13 C 0.72810(8) 1.56990(19) -0.07030(9) 0.0362(4) Uani 1 1 d . . . . .
H13A H 0.7229 1.6625 -0.0853 0.043 Uiso 1 1 calc R U . . .
C14 C 0.78079(8) 1.52382(18) -0.02448(9) 0.0325(4) Uani 1 1 d . . . . .
C15 C 0.82803(9) 1.6254(2) 0.00009(12) 0.0469(5) Uani 1 1 d . . . . .
F16 F 0.8111(4) 1.7658(9) -0.0190(3) 0.0448(11) Uani 0.5 1 d . . P D 1
F17 F 0.8541(2) 1.6432(6) 0.0660(2) 0.0596(13) Uani 0.5 1 d . . P D 1
F18 F 0.86503(18) 1.5809(6) -0.0047(3) 0.0576(12) Uani 0.5 1 d . . P D 1
F16A F 0.8476(4) 1.6018(9) -0.0368(5) 0.158(4) Uani 0.5 1 d . . P D 2
F17A F 0.8156(4) 1.7371(9) -0.0183(5) 0.083(3) Uani 0.5 1 d . . P D 2
F18A F 0.8665(3) 1.6130(8) 0.0571(4) 0.173(5) Uani 0.5 1 d . . P D 2
O6 O 0.79698(5) 1.40649(12) 0.00167(6) 0.0330(3) Uani 1 1 d . . . . .
Cu3 Cu 0.5000 1.0000 0.0000 0.02302(9) Uani 1 2 d S . P . .
O7 O 0.44811(4) 1.15590(11) -0.04034(5) 0.0248(2) Uani 1 1 d . . . . .
C16 C 0.40622(7) 1.36910(18) -0.05006(8) 0.0322(4) Uani 1 1 d . . . . .
F19 F 0.43501(5) 1.47882(13) -0.04540(7) 0.0546(3) Uani 1 1 d . . . . .
F20 F 0.37198(6) 1.33705(14) -0.11181(6) 0.0675(4) Uani 1 1 d . . . . .
F21 F 0.37659(5) 1.41078(12) -0.02926(6) 0.0489(3) Uani 1 1 d . . . . .
C17 C 0.44487(7) 1.24987(16) -0.00886(8) 0.0262(3) Uani 1 1 d . . . . .
C18 C 0.47288(7) 1.26211(18) 0.05868(9) 0.0325(4) Uani 1 1 d . . . . .
H18A H 0.4640 1.3361 0.0757 0.039 Uiso 1 1 calc R U . . .
C19 C 0.51298(7) 1.16979(17) 0.10113(8) 0.0266(3) Uani 1 1 d . . . . .
C20 C 0.54355(8) 1.19485(19) 0.17465(9) 0.0352(4) Uani 1 1 d . . . . .
F22 F 0.5927(7) 1.237(2) 0.1989(8) 0.077(4) Uani 0.5 1 d . . P E 1
F23 F 0.5455(5) 1.0841(9) 0.2056(5) 0.061(3) Uani 0.5 1 d . . P E 1
F24 F 0.5203(5) 1.2912(16) 0.1886(6) 0.057(2) Uani 0.5 1 d . . P E 1
F22A F 0.5285(5) 1.3050(15) 0.1889(6) 0.070(3) Uani 0.5 1 d . . P E 2
F23A F 0.5976(7) 1.202(2) 0.2045(9) 0.062(3) Uani 0.5 1 d . . P E 2
F24A F 0.5372(4) 1.0875(10) 0.2028(6) 0.057(2) Uani 0.5 1 d . . P E 2
O8 O 0.52956(4) 1.06390(11) 0.08835(5) 0.0253(2) Uani 1 1 d . . . . .
O1R O 0.73324(5) 1.38808(12) 0.04858(6) 0.0294(3) Uani 1 1 d . . . . .
N2R N 0.74093(6) 1.36292(15) 0.10426(7) 0.0284(3) Uani 1 1 d . . . . .
C3R C 0.78797(7) 1.42606(18) 0.16698(8) 0.0313(4) Uani 1 1 d . . . . .
C4R C 0.84072(7) 1.4145(2) 0.17215(9) 0.0403(4) Uani 1 1 d . . . . .
H4RA H 0.8707 1.4561 0.2132 0.060 Uiso 1 1 calc R U . . .
H4RB H 0.8489 1.3169 0.1711 0.060 Uiso 1 1 calc R U . . .
H4RC H 0.8366 1.4630 0.1354 0.060 Uiso 1 1 calc R U . . .
C5R C 0.77260(8) 1.57746(19) 0.16481(10) 0.0403(4) Uani 1 1 d . . . . .
H5RA H 0.8019 1.6242 0.2047 0.060 Uiso 1 1 calc R U . . .
H5RB H 0.7675 1.6225 0.1268 0.060 Uiso 1 1 calc R U . . .
H5RC H 0.7385 1.5828 0.1615 0.060 Uiso 1 1 calc R U . . .
C6R C 0.78563(7) 1.33776(18) 0.21662(8) 0.0309(4) Uani 1 1 d . . . . .
C7R C 0.80191(8) 1.4121(2) 0.27871(9) 0.0412(4) Uani 1 1 d . . . . .
H7RA H 0.8410 1.4339 0.3048 0.062 Uiso 1 1 calc R U . . .
H7RB H 0.7808 1.4978 0.2673 0.062 Uiso 1 1 calc R U . . .
H7RC H 0.7943 1.3524 0.3040 0.062 Uiso 1 1 calc R U . . .
C8R C 0.81553(8) 1.1992(2) 0.23250(9) 0.0385(4) Uani 1 1 d . . . . .
H8RA H 0.8551 1.2153 0.2594 0.058 Uiso 1 1 calc R U . . .
H8RB H 0.8062 1.1406 0.2564 0.058 Uiso 1 1 calc R U . . .
H8RC H 0.8043 1.1532 0.1919 0.058 Uiso 1 1 calc R U . . .
N9R N 0.72558(6) 1.30293(15) 0.17552(7) 0.0301(3) Uani 1 1 d . . . . .
O10R O 0.70130(6) 1.25785(14) 0.19979(6) 0.0404(3) Uani 1 1 d . . . . .
C11R C 0.70398(7) 1.30649(17) 0.11101(8) 0.0273(3) Uani 1 1 d . . . . .
C12R C 0.65079(7) 1.25634(16) 0.05954(8) 0.0259(3) Uani 1 1 d . . . . .
C13R C 0.61363(7) 1.17874(17) 0.06424(8) 0.0285(3) Uani 1 1 d . . . . .
H13B H 0.6192 1.1549 0.1042 0.034 Uiso 1 1 calc R U . . .
N14R N 0.56996(6) 1.14313(15) 0.00589(7) 0.0290(3) Uani 1 1 d . . . . .
N15R N 0.57883(5) 1.19811(15) -0.03722(7) 0.0271(3) Uani 1 1 d . . . . .
C16R C 0.54163(7) 1.17057(19) -0.10762(8) 0.0333(4) Uani 1 1 d . . . . .
H16A H 0.5375 1.0694 -0.1146 0.040 Uiso 1 1 calc R U . . .
H16T H 0.5584 1.2064 -0.1289 0.040 Uiso 1 1 calc R U . . .
C17R C 0.48549(7) 1.23446(19) -0.14029(8) 0.0334(4) Uani 1 1 d . . . . .
H17A H 0.4629 1.2108 -0.1873 0.040 Uiso 1 1 calc R U . . .
H17B H 0.4676 1.1944 -0.1211 0.040 Uiso 1 1 calc R U . . .
C18R C 0.48756(9) 1.3899(2) -0.13303(11) 0.0488(5) Uani 1 1 d . . . . .
H18B H 0.4503 1.4260 -0.1549 0.073 Uiso 1 1 calc R U . . .
H18C H 0.5092 1.4140 -0.0866 0.073 Uiso 1 1 calc R U . . .
H18D H 0.5045 1.4304 -0.1528 0.073 Uiso 1 1 calc R U . . .
C19R C 0.62610(7) 1.26654(17) -0.00714(8) 0.0268(3) Uani 1 1 d . . . . .
H19A H 0.6402 1.3134 -0.0274 0.032 Uiso 1 1 calc R U . . .
O1S O 0.76752(5) 1.12176(13) -0.05058(6) 0.0322(3) Uani 1 1 d . . . . .
N2S N 0.75656(6) 1.15005(15) -0.10765(7) 0.0312(3) Uani 1 1 d . . . . .
C3S C 0.70841(7) 1.0862(2) -0.16916(9) 0.0359(4) Uani 1 1 d . . . . .
C4S C 0.65733(8) 1.0919(2) -0.17056(10) 0.0449(5) Uani 1 1 d . . . . .
H4SA H 0.6267 1.0497 -0.2110 0.067 Uiso 1 1 calc R U . . .
H4SB H 0.6637 1.0412 -0.1331 0.067 Uiso 1 1 calc R U . . .
H4SC H 0.6486 1.1884 -0.1685 0.067 Uiso 1 1 calc R U . . .
C5S C 0.72484(8) 0.9358(2) -0.16826(10) 0.0437(5) Uani 1 1 d . . . . .
H5SA H 0.6949 0.8882 -0.2074 0.065 Uiso 1 1 calc R U . . .
H5SB H 0.7578 0.9338 -0.1675 0.065 Uiso 1 1 calc R U . . .
H5SC H 0.7323 0.8895 -0.1293 0.065 Uiso 1 1 calc R U . . .
C6S C 0.70739(8) 1.1771(2) -0.22055(9) 0.0370(4) Uani 1 1 d . . . . .
C7S C 0.68929(9) 1.1043(2) -0.28376(10) 0.0491(5) Uani 1 1 d . . . . .
H7SA H 0.6504 1.0803 -0.3081 0.074 Uiso 1 1 calc R U . . .
H7SB H 0.6949 1.1659 -0.3102 0.074 Uiso 1 1 calc R U . . .
H7SC H 0.7109 1.0200 -0.2736 0.074 Uiso 1 1 calc R U . . .
C8S C 0.67684(9) 1.3137(2) -0.23493(10) 0.0467(5) Uani 1 1 d . . . . .
H8SA H 0.6375 1.2957 -0.2598 0.070 Uiso 1 1 calc R U . . .
H8SB H 0.6894 1.3595 -0.1938 0.070 Uiso 1 1 calc R U . . .
H8SC H 0.6841 1.3735 -0.2605 0.070 Uiso 1 1 calc R U . . .
N9S N 0.76701(6) 1.21486(16) -0.18256(7) 0.0352(3) Uani 1 1 d . . . . .
O10S O 0.78894(6) 1.26245(16) -0.20917(7) 0.0472(4) Uani 1 1 d . . . . .
C11S C 0.79135(7) 1.20828(18) -0.11748(8) 0.0303(4) Uani 1 1 d . . . . .
C12S C 0.84617(7) 1.25253(17) -0.06748(8) 0.0276(3) Uani 1 1 d . . . . .
C13S C 0.88214(7) 1.33230(18) -0.07343(8) 0.0295(4) Uani 1 1 d . . . . .
H13C H 0.8737 1.3679 -0.1134 0.035 Uiso 1 1 calc R U . . .
N14S N 0.92941(6) 1.35128(15) -0.01580(7) 0.0297(3) Uani 1 1 d . . . . .
N15S N 0.92409(6) 1.28277(16) 0.02753(7) 0.0288(3) Uani 1 1 d . . . . .
C16S C 0.96865(7) 1.2768(2) 0.09750(8) 0.0361(4) Uani 1 1 d . . . . .
H16D H 1.0016 1.3210 0.1053 0.043 Uiso 1 1 calc R U . . .
H16E H 0.9776 1.1789 0.1111 0.043 Uiso 1 1 calc R U . . .
C17S C 0.95402(8) 1.3478(3) 0.13846(9) 0.0494(5) Uani 1 1 d . . . . .
H17E H 0.9191 1.3098 0.1278 0.059 Uiso 1 1 calc R U . . .
H17F H 0.9487 1.4478 0.1281 0.059 Uiso 1 1 calc R U . . .
C18S C 0.99874(10) 1.3280(4) 0.21100(11) 0.0700(8) Uani 1 1 d . . . . .
H18H H 0.9882 1.3752 0.2365 0.105 Uiso 1 1 calc R U . . .
H18I H 1.0036 1.2292 0.2214 0.105 Uiso 1 1 calc R U . . .
H18J H 1.0331 1.3670 0.2217 0.105 Uiso 1 1 calc R U . . .
C19S C 0.87521(7) 1.22342(18) -0.00136(8) 0.0293(4) Uani 1 1 d . . . . .
H19B H 0.8626 1.1711 0.0194 0.035 Uiso 1 1 calc R U . . .


_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 O2 1.9739(11) 3_785 ?
Cu1 O2 1.9739(11) . ?
Cu1 O1 1.9759(12) . ?
Cu1 O1 1.9759(12) 3_785 ?
Cu1 N14S 2.3987(14) 3_785 ?
Cu1 N14S 2.3988(14) . ?
O1 C2 1.255(2) . ?
C1 F3 1.229(6) . ?
C1 F1A 1.272(7) . ?
C1 F1 1.288(7) . ?
C1 F2A 1.310(6) . ?
C1 F2 1.341(6) . ?
C1 F3A 1.352(7) . ?
C1 C2 1.536(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.390(3) . ?
C4 O2 1.254(2) . ?
C4 C5 1.530(3) . ?
C5 F6 1.215(9) . ?
C5 F6A 1.305(9) . ?
C5 F5 1.312(9) . ?
C5 F4 1.326(9) . ?
C5 F4A 1.343(7) . ?
C5 F5A 1.387(7) . ?
Cu2 O3 1.9618(12) . ?
Cu2 O6 1.9668(12) . ?
Cu2 O1S 2.0591(13) . ?
Cu2 O1R 2.0626(12) . ?
Cu2 O4 2.2183(14) . ?
Cu2 O5 2.2226(14) . ?
O3 C7 1.255(2) . ?
C6 F9A 1.164(13) . ?
C6 F8 1.270(11) . ?
C6 F7A 1.267(11) . ?
C6 F7 1.343(14) . ?
C6 F8A 1.379(10) . ?
C6 F9 1.448(13) . ?
C6 C7 1.532(3) . ?
C7 C8 1.382(3) . ?
C8 C9 1.394(3) . ?
C9 O4 1.243(2) . ?
C9 C10 1.533(3) . ?
C10 F10 1.324(3) . ?
C10 F11 1.327(3) . ?
C10 F12 1.329(3) . ?
O5 C12 1.242(2) . ?
C11 F14 1.314(3) . ?
C11 F15 1.324(3) . ?
C11 F13 1.328(3) . ?
C11 C12 1.540(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.382(3) . ?
C14 O6 1.260(2) . ?
C14 C15 1.531(3) . ?
C15 F17A 1.149(10) . ?
C15 F18A 1.217(8) . ?
C15 F18 1.263(6) . ?
C15 F16A 1.380(8) . ?
C15 F17 1.375(5) . ?
C15 F16 1.433(8) . ?
Cu3 O8 1.9569(11) . ?
Cu3 O8 1.9569(11) 3_675 ?
Cu3 O7 1.9739(11) 3_675 ?
Cu3 O7 1.9740(11) . ?
Cu3 N14R 2.4510(14) 3_675 ?
Cu3 N14R 2.4510(14) . ?
O7 C17 1.248(2) . ?
C16 F20 1.309(2) . ?
C16 F19 1.332(2) . ?
C16 F21 1.334(2) . ?
C16 C17 1.534(2) . ?
C17 C18 1.397(2) . ?
C18 C19 1.376(2) . ?
C19 O8 1.261(2) . ?
C19 C20 1.535(2) . ?
C20 F22A 1.289(12) . ?
C20 F22 1.29(2) . ?
C20 F23 1.307(9) . ?
C20 F24A 1.333(9) . ?
C20 F24 1.329(12) . ?
C20 F23A 1.337(19) . ?
O1R N2R 1.3062(19) . ?
N2R C11R 1.336(2) . ?
N2R C3R 1.506(2) . ?
C3R C4R 1.519(3) . ?
C3R C5R 1.528(3) . ?
C3R C6R 1.551(2) . ?
C6R N9R 1.506(2) . ?
C6R C7R 1.522(2) . ?
C6R C8R 1.532(3) . ?
N9R O10R 1.273(2) . ?
N9R C11R 1.356(2) . ?
C11R C12R 1.435(2) . ?
C12R C19R 1.390(2) . ?
C12R C13R 1.408(2) . ?
C13R N14R 1.325(2) . ?
N14R N15R 1.369(2) . ?
N15R C19R 1.334(2) . ?
N15R C16R 1.470(2) . ?
C16R C17R 1.514(2) . ?
C17R C18R 1.513(3) . ?
O1S N2S 1.3049(19) . ?
N2S C11S 1.333(2) . ?
N2S C3S 1.505(2) . ?
C3S C4S 1.518(3) . ?
C3S C5S 1.533(3) . ?
C3S C6S 1.552(3) . ?
C6S N9S 1.505(2) . ?
C6S C7S 1.524(3) . ?
C6S C8S 1.528(3) . ?
N9S O10S 1.271(2) . ?
N9S C11S 1.354(2) . ?
C11S C12S 1.438(2) . ?
C12S C19S 1.388(2) . ?
C12S C13S 1.407(2) . ?
C13S N14S 1.326(2) . ?
N14S N15S 1.365(2) . ?
N15S C19S 1.332(2) . ?
N15S C16S 1.468(2) . ?
C16S C17S 1.505(3) . ?
C17S C18S 1.524(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O2 180.0 3_785 . ?
O2 Cu1 O1 87.75(5) 3_785 . ?
O2 Cu1 O1 92.25(5) . . ?
O2 Cu1 O1 92.25(5) 3_785 3_785 ?
O2 Cu1 O1 87.75(5) . 3_785 ?
O1 Cu1 O1 180.0 . 3_785 ?
O2 Cu1 N14S 86.34(5) 3_785 3_785 ?
O2 Cu1 N14S 93.66(5) . 3_785 ?
O1 Cu1 N14S 94.54(5) . 3_785 ?
O1 Cu1 N14S 85.46(5) 3_785 3_785 ?
O2 Cu1 N14S 93.66(5) 3_785 . ?
O2 Cu1 N14S 86.34(5) . . ?
O1 Cu1 N14S 85.45(5) . . ?
O1 Cu1 N14S 94.54(5) 3_785 . ?
N14S Cu1 N14S 180.00(5) 3_785 . ?
C2 O1 Cu1 123.13(11) . . ?
F3 C1 F1 112.5(5) . . ?
F1A C1 F2A 108.9(5) . . ?
F3 C1 F2 107.1(4) . . ?
F1 C1 F2 102.9(5) . . ?
F1A C1 F3A 105.0(5) . . ?
F2A C1 F3A 103.4(4) . . ?
F3 C1 C2 113.9(4) . . ?
F1A C1 C2 116.6(4) . . ?
F1 C1 C2 112.0(4) . . ?
F2A C1 C2 113.0(3) . . ?
F2 C1 C2 107.6(3) . . ?
F3A C1 C2 108.8(4) . . ?
O1 C2 C3 128.56(16) . . ?
O1 C2 C1 113.74(16) . . ?
C3 C2 C1 117.69(16) . . ?
C2 C3 C4 122.02(16) . . ?
O2 C4 C3 128.58(16) . . ?
O2 C4 C5 113.80(15) . . ?
C3 C4 C5 117.62(16) . . ?
F6 C5 F5 106.1(6) . . ?
F6 C5 F4 109.1(6) . . ?
F5 C5 F4 103.6(7) . . ?
F6A C5 F4A 108.2(7) . . ?
F6A C5 F5A 106.7(5) . . ?
F4A C5 F5A 107.1(4) . . ?
F6 C5 C4 111.4(4) . . ?
F6A C5 C4 112.2(5) . . ?
F5 C5 C4 112.0(5) . . ?
F4 C5 C4 114.1(5) . . ?
F4A C5 C4 110.5(4) . . ?
F5A C5 C4 112.0(4) . . ?
C4 O2 Cu1 122.80(11) . . ?
O3 Cu2 O6 178.42(5) . . ?
O3 Cu2 O1S 85.59(5) . . ?
O6 Cu2 O1S 94.57(5) . . ?
O3 Cu2 O1R 92.50(5) . . ?
O6 Cu2 O1R 87.41(5) . . ?
O1S Cu2 O1R 176.54(4) . . ?
O3 Cu2 O4 86.17(5) . . ?
O6 Cu2 O4 92.29(5) . . ?
O1S Cu2 O4 81.75(5) . . ?
O1R Cu2 O4 101.02(5) . . ?
O3 Cu2 O5 95.14(5) . . ?
O6 Cu2 O5 86.40(5) . . ?
O1S Cu2 O5 97.21(5) . . ?
O1R Cu2 O5 80.07(5) . . ?
O4 Cu2 O5 178.26(4) . . ?
C7 O3 Cu2 128.18(12) . . ?
F9A C6 F7A 114.7(9) . . ?
F8 C6 F7 106.7(8) . . ?
F9A C6 F8A 101.2(8) . . ?
F7A C6 F8A 105.9(8) . . ?
F8 C6 F9 111.4(7) . . ?
F7 C6 F9 99.5(7) . . ?
F9A C6 C7 113.7(7) . . ?
F8 C6 C7 114.6(6) . . ?
F7A C6 C7 113.5(6) . . ?
F7 C6 C7 110.5(6) . . ?
F8A C6 C7 106.5(5) . . ?
F9 C6 C7 113.0(5) . . ?
O3 C7 C8 129.30(18) . . ?
O3 C7 C6 113.00(18) . . ?
C8 C7 C6 117.67(17) . . ?
C7 C8 C9 122.38(18) . . ?
O4 C9 C8 128.10(19) . . ?
O4 C9 C10 113.59(18) . . ?
C8 C9 C10 118.31(18) . . ?
F10 C10 F11 107.3(2) . . ?
F10 C10 F12 106.8(2) . . ?
F11 C10 F12 107.4(2) . . ?
F10 C10 C9 114.38(19) . . ?
F11 C10 C9 110.9(2) . . ?
F12 C10 C9 109.88(18) . . ?
C9 O4 Cu2 122.11(13) . . ?
C12 O5 Cu2 121.43(13) . . ?
F14 C11 F15 107.3(2) . . ?
F14 C11 F13 106.9(2) . . ?
F15 C11 F13 106.4(2) . . ?
F14 C11 C12 111.9(2) . . ?
F15 C11 C12 114.10(18) . . ?
F13 C11 C12 109.83(17) . . ?
O5 C12 C13 128.35(19) . . ?
O5 C12 C11 113.74(18) . . ?
C13 C12 C11 117.89(17) . . ?
C14 C13 C12 122.57(17) . . ?
O6 C14 C13 129.30(17) . . ?
O6 C14 C15 112.49(17) . . ?
C13 C14 C15 118.21(17) . . ?
F17A C15 F18A 115.5(7) . . ?
F17A C15 F16A 92.9(7) . . ?
F18A C15 F16A 107.2(6) . . ?
F18 C15 F17 104.2(4) . . ?
F18 C15 F16 116.9(5) . . ?
F17 C15 F16 97.3(4) . . ?
F17A C15 C14 115.7(6) . . ?
F18A C15 C14 115.7(4) . . ?
F18 C15 C14 113.9(3) . . ?
F16A C15 C14 106.4(4) . . ?
F17 C15 C14 108.1(3) . . ?
F16 C15 C14 114.2(4) . . ?
C14 O6 Cu2 127.73(12) . . ?
O8 Cu3 O8 180.0 . 3_675 ?
O8 Cu3 O7 87.53(4) . 3_675 ?
O8 Cu3 O7 92.47(4) 3_675 3_675 ?
O8 Cu3 O7 92.47(4) . . ?
O8 Cu3 O7 87.53(4) 3_675 . ?
O7 Cu3 O7 180.0 3_675 . ?
O8 Cu3 N14R 92.95(5) . 3_675 ?
O8 Cu3 N14R 87.05(5) 3_675 3_675 ?
O7 Cu3 N14R 89.55(5) 3_675 3_675 ?
O7 Cu3 N14R 90.45(5) . 3_675 ?
O8 Cu3 N14R 87.05(5) . . ?
O8 Cu3 N14R 92.95(5) 3_675 . ?
O7 Cu3 N14R 90.45(5) 3_675 . ?
O7 Cu3 N14R 89.55(5) . . ?
N14R Cu3 N14R 180.0 3_675 . ?
C17 O7 Cu3 124.11(10) . . ?
F20 C16 F19 108.30(17) . . ?
F20 C16 F21 107.30(16) . . ?
F19 C16 F21 105.89(14) . . ?
F20 C16 C17 112.81(14) . . ?
F19 C16 C17 110.06(14) . . ?
F21 C16 C17 112.16(15) . . ?
O7 C17 C18 128.48(15) . . ?
O7 C17 C16 115.24(14) . . ?
C18 C17 C16 116.25(14) . . ?
C19 C18 C17 121.71(15) . . ?
O8 C19 C18 128.79(15) . . ?
O8 C19 C20 112.94(14) . . ?
C18 C19 C20 118.26(15) . . ?
F22 C20 F23 109.6(9) . . ?
F22A C20 F24A 108.3(9) . . ?
F22 C20 F24 106.7(11) . . ?
F23 C20 F24 105.4(8) . . ?
F22A C20 F23A 107.9(11) . . ?
F24A C20 F23A 104.3(10) . . ?
F22A C20 C19 114.0(6) . . ?
F22 C20 C19 109.5(9) . . ?
F23 C20 C19 112.2(5) . . ?
F24A C20 C19 110.5(5) . . ?
F24 C20 C19 113.1(6) . . ?
F23A C20 C19 111.4(9) . . ?
C19 O8 Cu3 124.28(10) . . ?
N2R O1R Cu2 125.29(10) . . ?
O1R N2R C11R 125.08(14) . . ?
O1R N2R C3R 121.51(13) . . ?
C11R N2R C3R 111.96(14) . . ?
N2R C3R C4R 110.79(15) . . ?
N2R C3R C5R 105.79(14) . . ?
C4R C3R C5R 110.68(16) . . ?
N2R C3R C6R 99.64(13) . . ?
C4R C3R C6R 115.29(15) . . ?
C5R C3R C6R 113.70(16) . . ?
N9R C6R C7R 110.55(15) . . ?
N9R C6R C8R 105.65(14) . . ?
C7R C6R C8R 110.92(15) . . ?
N9R C6R C3R 99.71(13) . . ?
C7R C6R C3R 115.57(15) . . ?
C8R C6R C3R 113.41(16) . . ?
O10R N9R C11R 125.31(14) . . ?
O10R N9R C6R 122.70(14) . . ?
C11R N9R C6R 111.32(14) . . ?
N2R C11R N9R 108.14(14) . . ?
N2R C11R C12R 126.49(15) . . ?
N9R C11R C12R 125.37(15) . . ?
C19R C12R C13R 104.44(14) . . ?
C19R C12R C11R 126.72(16) . . ?
C13R C12R C11R 128.71(16) . . ?
N14R C13R C12R 111.51(15) . . ?
C13R N14R N15R 104.77(13) . . ?
C13R N14R Cu3 118.32(11) . . ?
N15R N14R Cu3 136.86(10) . . ?
C19R N15R N14R 112.22(14) . . ?
C19R N15R C16R 125.85(14) . . ?
N14R N15R C16R 121.69(13) . . ?
N15R C16R C17R 113.92(15) . . ?
C18R C17R C16R 112.73(16) . . ?
N15R C19R C12R 107.05(15) . . ?
N2S O1S Cu2 123.81(10) . . ?
O1S N2S C11S 124.98(14) . . ?
O1S N2S C3S 121.56(14) . . ?
C11S N2S C3S 111.68(15) . . ?
N2S C3S C4S 111.20(16) . . ?
N2S C3S C5S 105.44(15) . . ?
C4S C3S C5S 110.35(17) . . ?
N2S C3S C6S 99.61(14) . . ?
C4S C3S C6S 115.70(16) . . ?
C5S C3S C6S 113.58(17) . . ?
N9S C6S C7S 110.14(17) . . ?
N9S C6S C8S 105.66(16) . . ?
C7S C6S C8S 110.68(16) . . ?
N9S C6S C3S 99.78(13) . . ?
C7S C6S C3S 115.64(17) . . ?
C8S C6S C3S 113.89(17) . . ?
O10S N9S C11S 125.26(16) . . ?
O10S N9S C6S 123.01(15) . . ?
C11S N9S C6S 111.21(15) . . ?
N2S C11S N9S 108.50(15) . . ?
N2S C11S C12S 125.86(16) . . ?
N9S C11S C12S 125.61(16) . . ?
C19S C12S C13S 104.79(15) . . ?
C19S C12S C11S 126.17(16) . . ?
C13S C12S C11S 129.03(16) . . ?
N14S C13S C12S 111.03(15) . . ?
C13S N14S N15S 105.02(14) . . ?
C13S N14S Cu1 123.01(11) . . ?
N15S N14S Cu1 131.61(11) . . ?
C19S N15S N14S 112.26(14) . . ?
C19S N15S C16S 125.70(15) . . ?
N14S N15S C16S 122.04(14) . . ?
N15S C16S C17S 112.31(15) . . ?
C16S C17S C18S 111.10(19) . . ?
N15S C19S C12S 106.90(15) . . ?

_refine_diff_density_max         0.512
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.050

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_220-c
_database_code_depnum_ccdc_archive 'CCDC 1418248'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   30.4776(18)
_cell_length_b                   9.6557(6)
_cell_length_c                   25.804(2)
_cell_angle_alpha                90
_cell_angle_beta                 126.1147(19)
_cell_angle_gamma                90
_cell_volume                     6134.5(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    9893
_cell_measurement_theta_min      3.50
_cell_measurement_theta_max      67.26

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.092
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5857
_exptl_absorpt_correction_T_max  0.7156
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38181
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.590
_diffrn_reflns_theta_max         67.527
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             5484
_reflns_number_gt                5156
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0535P)²+4.3945P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.000008(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5484
_refine_ls_number_parameters     581
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.1003
_refine_ls_wR_factor_gt          0.0986
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 1.0000 0.0000 0.04125(12) Uani 1 2 d S . P . .
O1 O 0.04019(6) 0.84793(14) -0.00516(7) 0.0556(3) Uani 1 1 d . . . . .
C1 C 0.07578(13) 0.6306(3) 0.00081(18) 0.0825(8) Uani 1 1 d . . . . .
F1 F 0.0771(5) 0.5034(9) 0.0186(6) 0.106(3) Uani 0.5 1 d . . P A 1
F2 F 0.0379(3) 0.6150(7) -0.0674(3) 0.123(2) Uani 0.5 1 d . . P A 1
F3 F 0.1182(3) 0.6659(6) 0.0087(5) 0.113(3) Uani 0.5 1 d . . P A 1
F1A F 0.0669(4) 0.5035(9) 0.0049(6) 0.099(3) Uani 0.5 1 d . . P A 2
F2A F 0.0719(5) 0.6618(7) -0.0458(5) 0.144(3) Uani 0.5 1 d . . P A 2
F3A F 0.1342(3) 0.6375(8) 0.0526(4) 0.139(3) Uani 0.5 1 d . . P A 2
C2 C 0.05166(8) 0.7331(2) 0.02266(12) 0.0569(5) Uani 1 1 d . . . . .
C3 C 0.04538(10) 0.6906(2) 0.06903(12) 0.0650(6) Uani 1 1 d . . . . .
H3A H 0.0557 0.6002 0.0854 0.078 Uiso 1 1 calc R U . . .
C4 C 0.02440(8) 0.7768(2) 0.09228(11) 0.0600(5) Uani 1 1 d . . . . .
C5 C 0.01704(14) 0.7186(4) 0.14149(15) 0.0852(8) Uani 1 1 d . . . . .
F4 F 0.0448(8) 0.6082(16) 0.1690(7) 0.152(6) Uani 0.5 1 d . . P B 1
F5 F 0.0345(6) 0.8209(15) 0.1878(6) 0.117(3) Uani 0.5 1 d . . P B 1
F6 F -0.0333(5) 0.6911(14) 0.1132(7) 0.106(3) Uani 0.5 1 d . . P B 1
F4A F 0.0406(7) 0.7781(15) 0.1935(6) 0.150(6) Uani 0.5 1 d . . P B 2
F5A F -0.0359(6) 0.7195(16) 0.1198(7) 0.134(5) Uani 0.5 1 d . . P B 2
F6A F 0.0331(7) 0.5888(15) 0.1582(8) 0.125(4) Uani 0.5 1 d . . P B 2
O2 O 0.00970(6) 0.90022(15) 0.07760(7) 0.0604(4) Uani 1 1 d . . . . .
Cu2 Cu 0.2500 0.7500 0.0000 0.04344(12) Uani 1 2 d S . P . .
O3 O 0.25767(5) 0.90718(13) -0.04253(6) 0.0468(3) Uani 1 1 d . . . . .
C6 C 0.28100(17) 1.1278(3) -0.05695(14) 0.0896(10) Uani 1 1 d . . . . .
F7 F 0.33889(14) 1.1650(3) -0.03223(19) 0.0802(9) Uani 0.5 1 d . . P C 1
F8 F 0.2690(3) 1.2381(7) -0.0449(4) 0.099(3) Uani 0.5 1 d . . P C 1
F9 F 0.2650(4) 1.0870(6) -0.1101(2) 0.141(4) Uani 0.5 1 d . . P C 1
F7A F 0.2841(4) 1.2484(7) -0.0355(4) 0.138(4) Uani 0.5 1 d . . P C 2
F8A F 0.2186(2) 1.1465(5) -0.1076(2) 0.1218(15) Uani 0.5 1 d . . P C 2
F9A F 0.2925(4) 1.1155(7) -0.0913(4) 0.148(3) Uani 0.5 1 d . . P C 2
C7 C 0.28753(10) 1.0091(2) -0.01326(11) 0.0567(5) Uani 1 1 d . . . . .
C8 C 0.32458(12) 1.0278(3) 0.05207(12) 0.0719(7) Uani 1 1 d . . . . .
H8A H 0.3450 1.1099 0.0671 0.086 Uiso 1 1 calc R U . . .
C9 C 0.33275(9) 0.9308(2) 0.09612(10) 0.0539(5) Uani 1 1 d . . . . .
C10 C 0.37466(13) 0.9618(3) 0.16786(13) 0.0813(8) Uani 1 1 d . . . . .
F10 F 0.3501(5) 0.9969(15) 0.1929(5) 0.166(6) Uani 0.5 1 d . . P D 1
F11 F 0.4048(4) 0.8485(7) 0.1999(3) 0.118(3) Uani 0.5 1 d . . P D 1
F12 F 0.4109(3) 1.0503(8) 0.1824(3) 0.102(2) Uani 0.5 1 d . . P D 1
F10A F 0.3602(5) 0.9281(14) 0.2008(4) 0.148(6) Uani 0.5 1 d . . P D 2
F11A F 0.4187(3) 0.9125(19) 0.1872(5) 0.207(5) Uani 0.5 1 d . . P D 2
F12A F 0.3844(4) 1.1016(7) 0.1762(3) 0.147(4) Uani 0.5 1 d . . P D 2
O4 O 0.30954(5) 0.81689(13) 0.08560(6) 0.0502(3) Uani 1 1 d . . . . .
O1R O 0.07084(6) 1.13730(14) 0.05302(6) 0.0528(3) Uani 1 1 d . . . . .
N1R N 0.11665(7) 1.11020(17) 0.10790(8) 0.0501(4) Uani 1 1 d . . . . .
C3R C 0.13077(9) 1.1724(2) 0.16944(10) 0.0555(5) Uani 1 1 d . . . . .
C4R C 0.14518(11) 1.3236(2) 0.16859(12) 0.0687(6) Uani 1 1 d . . . . .
H4RA H 0.1547 1.3693 0.2074 0.103 Uiso 1 1 calc R U . . .
H4RB H 0.1758 1.3275 0.1662 0.103 Uiso 1 1 calc R U . . .
H4RC H 0.1142 1.3699 0.1315 0.103 Uiso 1 1 calc R U . . .
C5R C 0.08261(11) 1.1625(3) 0.17271(12) 0.0698(6) Uani 1 1 d . . . . .
H5RA H 0.0923 1.2029 0.2126 0.105 Uiso 1 1 calc R U . . .
H5RB H 0.0520 1.2122 0.1368 0.105 Uiso 1 1 calc R U . . .
H5RC H 0.0729 1.0660 0.1708 0.105 Uiso 1 1 calc R U . . .
C6R C 0.18026(10) 1.0814(2) 0.21810(10) 0.0592(5) Uani 1 1 d . . . . .
C7R C 0.16508(12) 0.9439(3) 0.23304(12) 0.0736(7) Uani 1 1 d . . . . .
H7RA H 0.1518 0.9610 0.2586 0.110 Uiso 1 1 calc R U . . .
H7RB H 0.1370 0.8987 0.1933 0.110 Uiso 1 1 calc R U . . .
H7RC H 0.1969 0.8846 0.2568 0.110 Uiso 1 1 calc R U . . .
C8R C 0.22505(12) 1.1543(3) 0.27989(12) 0.0780(7) Uani 1 1 d . . . . .
H8RA H 0.2117 1.1774 0.3049 0.117 Uiso 1 1 calc R U . . .
H8RB H 0.2562 1.0935 0.3046 0.117 Uiso 1 1 calc R U . . .
H8RC H 0.2356 1.2385 0.2693 0.117 Uiso 1 1 calc R U . . .
N9R N 0.20023(7) 1.04490(19) 0.17877(8) 0.0578(4) Uani 1 1 d . . . . .
O10R O 0.24744(7) 0.99669(19) 0.20319(9) 0.0778(5) Uani 1 1 d . . . . .
C11R C 0.15942(8) 1.0511(2) 0.11534(9) 0.0497(4) Uani 1 1 d . . . . .
C12R C 0.16222(8) 1.00169(18) 0.06497(10) 0.0470(4) Uani 1 1 d . . . . .
C13R C 0.20299(8) 0.9220(2) 0.06934(10) 0.0524(5) Uani 1 1 d . . . . .
H13A H 0.2348 0.8920 0.1082 0.063 Uiso 1 1 calc R U . . .
N14R N 0.19104(7) 0.89453(18) 0.01234(9) 0.0541(4) Uani 1 1 d . . . . .
N15R N 0.14208(8) 0.9563(2) -0.02957(9) 0.0585(4) Uani 1 1 d . . . . .
C16A C 0.1238(7) 0.9779(17) -0.0941(8) 0.047(3) Uani 0.4 1 d . . P E 1
H16A H 0.1495 0.9379 -0.1011 0.056 Uiso 0.4 1 calc R U P E 1
H16B H 0.1201 1.0771 -0.1040 0.056 Uiso 0.4 1 calc R U P E 1
C17A C 0.0666(3) 0.9025(10) -0.1377(3) 0.078(3) Uani 0.4 1 d . . P E 1
H17A H 0.0714 0.8033 -0.1278 0.093 Uiso 0.4 1 calc R U P E 1
H17B H 0.0424 0.9395 -0.1278 0.093 Uiso 0.4 1 calc R U P E 1
C18A C 0.0406(3) 0.9220(13) -0.2082(3) 0.104(3) Uani 0.4 1 d . . P E 1
H18A H 0.0058 0.8746 -0.2331 0.156 Uiso 0.4 1 calc R U P E 1
H18B H 0.0351 1.0200 -0.2184 0.156 Uiso 0.4 1 calc R U P E 1
H18C H 0.0641 0.8839 -0.2184 0.156 Uiso 0.4 1 calc R U P E 1
C16B C 0.1012(7) 0.9100(16) -0.1057(7) 0.056(3) Uani 0.4 1 d . . P E 2
H16c H 0.1008 0.8090 -0.1099 0.067 Uiso 0.4 1 calc R U P E 2
H16d H 0.0640 0.9417 -0.1248 0.067 Uiso 0.4 1 calc R U P E 2
C17B C 0.1240(2) 0.9790(6) -0.1384(3) 0.0586(13) Uani 0.4 1 d . . P E 2
H17C H 0.1609 0.9442 -0.1188 0.070 Uiso 0.4 1 calc R U P E 2
H17D H 0.1017 0.9518 -0.1837 0.070 Uiso 0.4 1 calc R U P E 2
C18B C 0.1258(4) 1.1325(8) -0.1344(5) 0.090(2) Uani 0.4 1 d . . P E 2
H18D H 0.1407 1.1690 -0.1560 0.135 Uiso 0.4 1 calc R U P E 2
H18E H 0.0894 1.1682 -0.1547 0.135 Uiso 0.4 1 calc R U P E 2
H18F H 0.1486 1.1606 -0.0897 0.135 Uiso 0.4 1 calc R U P E 2
C16C C 0.1153(13) 0.943(3) -0.0959(17) 0.054(12) Uani 0.2 1 d . . P E 3
H16X H 0.1344 0.8758 -0.1047 0.065 Uiso 0.2 1 calc R U P E 3
H16E H 0.0781 0.9100 -0.1165 0.065 Uiso 0.2 1 calc R U P E 3
C17C C 0.115(3) 1.061(4) -0.1172(16) 0.31(4) Uani 0.2 1 d . . P E 3
H17E H 0.1525 1.0929 -0.0958 0.367 Uiso 0.2 1 calc R U P E 3
H17R H 0.0962 1.1267 -0.1079 0.367 Uiso 0.2 1 calc R U P E 3
C18C C 0.085(3) 1.053(5) -0.1926(15) 0.36(4) Uani 0.2 1 d . . P E 3
H18Y H 0.0855 1.1441 -0.2084 0.543 Uiso 0.2 1 calc R U P E 3
H18R H 0.1045 0.9884 -0.2016 0.543 Uiso 0.2 1 calc R U P E 3
H18U H 0.0483 1.0221 -0.2137 0.543 Uiso 0.2 1 calc R U P E 3
C19R C 0.12407(9) 1.0207(2) 0.00004(10) 0.0529(5) Uani 1 1 d . . . . .
H19A H 0.0913 1.0701 -0.0197 0.079 Uiso 1 1 calc R U . . .


_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 1.9662(14) 5_575 ?
Cu1 O1 1.9663(14) . ?
Cu1 O2 2.0801(16) . ?
Cu1 O2 2.0802(16) 5_575 ?
Cu1 O1R 2.1930(15) 5_575 ?
Cu1 O1R 2.1930(15) . ?
O1 C2 1.254(2) . ?
C1 F2A 1.177(7) . ?
C1 F3 1.233(6) . ?
C1 F1A 1.275(9) . ?
C1 F1 1.304(9) . ?
C1 F2 1.434(7) . ?
C1 F3A 1.468(8) . ?
C1 C2 1.525(4) . ?
C2 C3 1.381(3) . ?
C3 C4 1.383(3) . ?
C3 H3A 0.9400 . ?
C4 O2 1.251(3) . ?
C4 C5 1.521(4) . ?
C5 F4A 1.230(13) . ?
C5 F6 1.280(12) . ?
C5 F4 1.283(15) . ?
C5 F6A 1.321(15) . ?
C5 F5A 1.361(15) . ?
C5 F5 1.391(13) . ?
Cu2 O3 1.9659(12) . ?
Cu2 O3 1.9659(12) 7_565 ?
Cu2 O4 1.9658(13) . ?
Cu2 O4 1.9658(13) 7_565 ?
Cu2 N14R 2.4397(16) . ?
Cu2 N14R 2.4398(16) 7_565 ?
O3 C7 1.248(2) . ?
C6 F9A 1.136(5) . ?
C6 F9 1.219(5) . ?
C6 F8 1.224(6) . ?
C6 F7A 1.268(7) . ?
C6 F7 1.524(5) . ?
C6 C7 1.536(3) . ?
C6 F8A 1.557(6) . ?
C7 C8 1.380(3) . ?
C8 C9 1.377(3) . ?
C8 H8A 0.9400 . ?
C9 O4 1.248(2) . ?
C9 C10 1.537(3) . ?
C10 F10A 1.210(8) . ?
C10 F11A 1.219(8) . ?
C10 F12 1.265(5) . ?
C10 F10 1.290(9) . ?
C10 F11 1.353(8) . ?
C10 F12A 1.371(7) . ?
O1R N1R 1.301(2) . ?
N1R C11R 1.329(3) . ?
N1R C3R 1.504(2) . ?
C3R C5R 1.522(3) . ?
C3R C4R 1.529(3) . ?
C3R C6R 1.546(3) . ?
C4R H4RA 0.9700 . ?
C4R H4RB 0.9700 . ?
C4R H4RC 0.9700 . ?
C5R H5RA 0.9700 . ?
C5R H5RB 0.9700 . ?
C5R H5RC 0.9700 . ?
C6R N9R 1.501(3) . ?
C6R C8R 1.529(3) . ?
C6R C7R 1.528(3) . ?
C7R H7RA 0.9700 . ?
C7R H7RB 0.9700 . ?
C7R H7RC 0.9700 . ?
C8R H8RA 0.9700 . ?
C8R H8RB 0.9700 . ?
C8R H8RC 0.9700 . ?
N9R O10R 1.271(2) . ?
N9R C11R 1.353(3) . ?
C11R C12R 1.434(3) . ?
C12R C19R 1.377(3) . ?
C12R C13R 1.409(3) . ?
C13R N14R 1.317(3) . ?
C13R H13A 0.9400 . ?
N14R N15R 1.360(2) . ?
N15R C19R 1.329(3) . ?
N15R C16C 1.40(4) . ?
N15R C16A 1.427(16) . ?
N15R C16B 1.651(14) . ?
C16A C17A 1.590(18) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C17A C18A 1.507(10) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C18A H18A 0.9700 . ?
C18A H18B 0.9700 . ?
C18A H18C 0.9700 . ?
C16B C17B 1.528(13) . ?
C16B H16C 0.9800 . ?
C16B H16D 0.9800 . ?
C17B C18B 1.485(10) . ?
C17B H17C 0.9800 . ?
C17B H17D 0.9800 . ?
C18B H18D 0.9700 . ?
C18B H18E 0.9700 . ?
C18B H18F 0.9700 . ?
C16C C17C 1.26(5) . ?
C16C H16X 0.9800 . ?
C16C H16E 0.9800 . ?
C17C C18C 1.59(4) . ?
C17C H17E 0.9800 . ?
C17C H17R 0.9800 . ?
C18C H18Y 0.9700 . ?
C18C H18R 0.9700 . ?
C18C H18U 0.9700 . ?
C19R H19A 0.9400 . ?

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 O1 180.0 5_575 . ?
O1 Cu1 O2 91.24(6) 5_575 . ?
O1 Cu1 O2 88.77(6) . . ?
O1 Cu1 O2 88.76(6) 5_575 5_575 ?
O1 Cu1 O2 91.23(6) . 5_575 ?
O2 Cu1 O2 180.0 . 5_575 ?
O1 Cu1 O1R 94.02(5) 5_575 5_575 ?
O1 Cu1 O1R 85.98(5) . 5_575 ?
O2 Cu1 O1R 81.35(5) . 5_575 ?
O2 Cu1 O1R 98.65(5) 5_575 5_575 ?
O1 Cu1 O1R 85.98(5) 5_575 . ?
O1 Cu1 O1R 94.02(5) . . ?
O2 Cu1 O1R 98.65(5) . . ?
O2 Cu1 O1R 81.35(5) 5_575 . ?
O1R Cu1 O1R 180.0 5_575 . ?
C2 O1 Cu1 126.62(15) . . ?
F2A C1 F1A 115.6(8) . . ?
F3 C1 F1 113.1(7) . . ?
F3 C1 F2 103.8(6) . . ?
F1 C1 F2 99.7(6) . . ?
F2A C1 F3A 104.9(6) . . ?
F1A C1 F3A 99.8(6) . . ?
F2A C1 C2 115.6(4) . . ?
F3 C1 C2 116.6(4) . . ?
F1A C1 C2 115.0(6) . . ?
F1 C1 C2 113.7(7) . . ?
F2 C1 C2 107.9(4) . . ?
F3A C1 C2 102.9(4) . . ?
O1 C2 C3 128.6(2) . . ?
O1 C2 C1 113.2(2) . . ?
C3 C2 C1 118.1(2) . . ?
C2 C3 C4 122.2(2) . . ?
C2 C3 H3A 118.9 . . ?
C4 C3 H3A 118.9 . . ?
O2 C4 C3 128.0(2) . . ?
O2 C4 C5 113.7(2) . . ?
C3 C4 C5 118.3(2) . . ?
F6 C5 F4 108.7(11) . . ?
F4A C5 F6A 102.8(11) . . ?
F4A C5 F5A 103.5(11) . . ?
F6A C5 F5A 105.2(10) . . ?
F6 C5 F5 111.2(9) . . ?
F4 C5 F5 108.7(10) . . ?
F4A C5 C4 117.4(7) . . ?
F6 C5 C4 108.5(7) . . ?
F4 C5 C4 113.3(8) . . ?
F6A C5 C4 114.4(9) . . ?
F5A C5 C4 112.1(6) . . ?
F5 C5 C4 106.5(5) . . ?
C4 O2 Cu1 123.73(15) . . ?
O3 Cu2 O3 180.0 . 7_565 ?
O3 Cu2 O4 92.23(5) . . ?
O3 Cu2 O4 87.77(5) 7_565 . ?
O3 Cu2 O4 87.77(5) . 7_565 ?
O3 Cu2 O4 92.23(5) 7_565 7_565 ?
O4 Cu2 O4 180.0 . 7_565 ?
O3 Cu2 N14R 88.30(5) . . ?
O3 Cu2 N14R 91.70(5) 7_565 . ?
O4 Cu2 N14R 85.90(6) . . ?
O4 Cu2 N14R 94.10(6) 7_565 . ?
O3 Cu2 N14R 91.70(5) . 7_565 ?
O3 Cu2 N14R 88.30(5) 7_565 7_565 ?
O4 Cu2 N14R 94.10(6) . 7_565 ?
O4 Cu2 N14R 85.90(6) 7_565 7_565 ?
N14R Cu2 N14R 180.0 . 7_565 ?
C7 O3 Cu2 123.72(13) . . ?
F9 C6 F8 125.8(6) . . ?
F9A C6 F7A 117.2(6) . . ?
F9 C6 F7 98.3(5) . . ?
F8 C6 F7 97.7(4) . . ?
F9A C6 C7 121.9(4) . . ?
F9 C6 C7 112.2(3) . . ?
F8 C6 C7 113.0(4) . . ?
F7A C6 C7 114.9(4) . . ?
F7 C6 C7 104.6(3) . . ?
F9A C6 F8A 98.2(5) . . ?
F7A C6 F8A 90.0(5) . . ?
C7 C6 F8A 105.6(3) . . ?
O3 C7 C8 128.47(19) . . ?
O3 C7 C6 114.3(2) . . ?
C8 C7 C6 117.2(2) . . ?
C9 C8 C7 122.6(2) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
O4 C9 C8 128.0(2) . . ?
O4 C9 C10 113.3(2) . . ?
C8 C9 C10 118.6(2) . . ?
F10A C10 F11A 112.1(9) . . ?
F12 C10 F10 109.7(7) . . ?
F12 C10 F11 101.8(5) . . ?
F10 C10 F11 107.0(7) . . ?
F10A C10 F12A 106.9(7) . . ?
F11A C10 F12A 103.6(8) . . ?
F10A C10 C9 113.9(6) . . ?
F11A C10 C9 110.4(5) . . ?
F12 C10 C9 116.6(3) . . ?
F10 C10 C9 109.8(6) . . ?
F11 C10 C9 111.2(4) . . ?
F12A C10 C9 109.3(4) . . ?
C9 O4 Cu2 124.29(13) . . ?
N1R O1R Cu1 126.00(12) . . ?
O1R N1R C11R 125.12(16) . . ?
O1R N1R C3R 121.66(15) . . ?
C11R N1R C3R 111.90(17) . . ?
N1R C3R C5R 110.40(18) . . ?
N1R C3R C4R 105.77(17) . . ?
C5R C3R C4R 110.8(2) . . ?
N1R C3R C6R 99.54(15) . . ?
C5R C3R C6R 115.50(19) . . ?
C4R C3R C6R 113.8(2) . . ?
C3R C4R H4RA 109.5 . . ?
C3R C4R H4RB 109.5 . . ?
H4RA C4R H4RB 109.5 . . ?
C3R C4R H4RC 109.5 . . ?
H4RA C4R H4RC 109.5 . . ?
H4RB C4R H4RC 109.5 . . ?
C3R C5R H5RA 109.5 . . ?
C3R C5R H5RB 109.5 . . ?
H5RA C5R H5RB 109.5 . . ?
C3R C5R H5RC 109.5 . . ?
H5RA C5R H5RC 109.5 . . ?
H5RB C5R H5RC 109.5 . . ?
N9R C6R C8R 110.2(2) . . ?
N9R C6R C7R 105.69(18) . . ?
C8R C6R C7R 110.76(19) . . ?
N9R C6R C3R 100.05(15) . . ?
C8R C6R C3R 115.41(19) . . ?
C7R C6R C3R 113.8(2) . . ?
C6R C7R H7RA 109.5 . . ?
C6R C7R H7RB 109.5 . . ?
H7RA C7R H7RB 109.5 . . ?
C6R C7R H7RC 109.5 . . ?
H7RA C7R H7RC 109.5 . . ?
H7RB C7R H7RC 109.5 . . ?
C6R C8R H8RA 109.5 . . ?
C6R C8R H8RB 109.5 . . ?
H8RA C8R H8RB 109.5 . . ?
C6R C8R H8RC 109.5 . . ?
H8RA C8R H8RC 109.5 . . ?
H8RB C8R H8RC 109.5 . . ?
O10R N9R C11R 125.51(19) . . ?
O10R N9R C6R 122.85(18) . . ?
C11R N9R C6R 110.97(17) . . ?
N1R C11R N9R 108.52(17) . . ?
N1R C11R C12R 126.12(18) . . ?
N9R C11R C12R 125.36(18) . . ?
C19R C12R C13R 104.04(17) . . ?
C19R C12R C11R 126.87(18) . . ?
C13R C12R C11R 129.09(19) . . ?
N14R C13R C12R 111.73(18) . . ?
N14R C13R H13A 124.1 . . ?
C12R C13R H13A 124.1 . . ?
C13R N14R N15R 104.56(16) . . ?
C13R N14R Cu2 121.37(14) . . ?
N15R N14R Cu2 133.99(13) . . ?
C19R N15R N14R 112.30(18) . . ?
C19R N15R C16C 127.3(15) . . ?
N14R N15R C16C 120.3(15) . . ?
C19R N15R C16A 126.4(7) . . ?
N14R N15R C16A 118.8(7) . . ?
C19R N15R C16B 122.2(6) . . ?
N14R N15R C16B 122.2(6) . . ?
N15R C16A C17A 105.6(10) . . ?
N15R C16A H16A 110.6 . . ?
C17A C16A H16A 110.6 . . ?
N15R C16A H16B 110.6 . . ?
C17A C16A H16B 110.6 . . ?
H16A C16A H16B 108.7 . . ?
C18A C17A C16A 111.9(8) . . ?
C18A C17A H17A 109.2 . . ?
C16A C17A H17A 109.2 . . ?
C18A C17A H17B 109.2 . . ?
C16A C17A H17B 109.2 . . ?
H17A C17A H17B 107.9 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17B C16B N15R 105.6(9) . . ?
C17B C16B H16C 110.6 . . ?
N15R C16B H16C 110.6 . . ?
C17B C16B H16D 110.6 . . ?
N15R C16B H16D 110.6 . . ?
H16C C16B H16D 108.8 . . ?
C18B C17B C16B 114.0(8) . . ?
C18B C17B H17C 108.7 . . ?
C16B C17B H17C 108.7 . . ?
C18B C17B H17D 108.7 . . ?
C16B C17B H17D 108.7 . . ?
H17C C17B H17D 107.6 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C17C C16C N15R 107(3) . . ?
C17C C16C H16X 110.3 . . ?
N15R C16C H16X 110.3 . . ?
C17C C16C H16E 110.3 . . ?
N15R C16C H16E 110.3 . . ?
H16X C16C H16E 108.5 . . ?
C16C C17C C18C 110(4) . . ?
C16C C17C H17E 109.6 . . ?
C18C C17C H17E 109.6 . . ?
C16C C17C H17R 109.6 . . ?
C18C C17C H17R 109.6 . . ?
H17E C17C H17R 108.1 . . ?
C17C C18C H18Y 109.5 . . ?
C17C C18C H18R 109.5 . . ?
H18Y C18C H18R 109.5 . . ?
C17C C18C H18U 109.5 . . ?
H18Y C18C H18U 109.5 . . ?
H18R C18C H18U 109.5 . . ?
N15R C19R C12R 107.37(18) . . ?
N15R C19R H19A 126.3 . . ?
C12R C19R H19A 126.3 . . ?

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
Cu1 O1 C2 C3 -8.7(3) . . . . ?
Cu1 O1 C2 C1 171.47(17) . . . . ?
F2A C1 C2 O1 -12.6(8) . . . . ?
F3 C1 C2 O1 59.7(7) . . . . ?
F1A C1 C2 O1 -151.5(6) . . . . ?
F1 C1 C2 O1 -166.1(6) . . . . ?
F2 C1 C2 O1 -56.5(4) . . . . ?
F3A C1 C2 O1 101.1(4) . . . . ?
F2A C1 C2 C3 167.6(7) . . . . ?
F3 C1 C2 C3 -120.1(6) . . . . ?
F1A C1 C2 C3 28.7(7) . . . . ?
F1 C1 C2 C3 14.1(7) . . . . ?
F2 C1 C2 C3 123.7(4) . . . . ?
F3A C1 C2 C3 -78.7(4) . . . . ?
O1 C2 C3 C4 -0.4(4) . . . . ?
C1 C2 C3 C4 179.3(2) . . . . ?
C2 C3 C4 O2 -1.7(4) . . . . ?
C2 C3 C4 C5 177.7(2) . . . . ?
O2 C4 C5 F4A -58.5(10) . . . . ?
C3 C4 C5 F4A 122.0(9) . . . . ?
O2 C4 C5 F6 76.8(8) . . . . ?
C3 C4 C5 F6 -102.7(8) . . . . ?
O2 C4 C5 F4 -162.3(9) . . . . ?
C3 C4 C5 F4 18.2(10) . . . . ?
O2 C4 C5 F6A -179.1(8) . . . . ?
C3 C4 C5 F6A 1.4(9) . . . . ?
O2 C4 C5 F5A 61.2(8) . . . . ?
C3 C4 C5 F5A -118.3(8) . . . . ?
O2 C4 C5 F5 -42.9(7) . . . . ?
C3 C4 C5 F5 137.6(7) . . . . ?
C3 C4 O2 Cu1 11.7(3) . . . . ?
C5 C4 O2 Cu1 -167.71(17) . . . . ?
Cu2 O3 C7 C8 7.6(4) . . . . ?
Cu2 O3 C7 C6 -172.00(19) . . . . ?
F9A C6 C7 O3 -65.4(8) . . . . ?
F9 C6 C7 O3 -26.3(7) . . . . ?
F8 C6 C7 O3 123.1(5) . . . . ?
F7A C6 C7 O3 142.5(6) . . . . ?
F7 C6 C7 O3 -131.7(3) . . . . ?
F8A C6 C7 O3 45.0(4) . . . . ?
F9A C6 C7 C8 114.9(7) . . . . ?
F9 C6 C7 C8 154.1(6) . . . . ?
F8 C6 C7 C8 -56.5(6) . . . . ?
F7A C6 C7 C8 -37.2(7) . . . . ?
F7 C6 C7 C8 48.6(3) . . . . ?
F8A C6 C7 C8 -134.6(3) . . . . ?
O3 C7 C8 C9 -1.8(5) . . . . ?
C6 C7 C8 C9 177.8(3) . . . . ?
C7 C8 C9 O4 -0.4(4) . . . . ?
C7 C8 C9 C10 -179.5(3) . . . . ?
O4 C9 C10 F10A -40.3(9) . . . . ?
C8 C9 C10 F10A 138.9(8) . . . . ?
O4 C9 C10 F11A 86.9(11) . . . . ?
C8 C9 C10 F11A -93.9(11) . . . . ?
O4 C9 C10 F12 158.9(6) . . . . ?
C8 C9 C10 F12 -21.8(7) . . . . ?
O4 C9 C10 F10 -75.5(8) . . . . ?
C8 C9 C10 F10 103.8(8) . . . . ?
O4 C9 C10 F11 42.8(6) . . . . ?
C8 C9 C10 F11 -138.0(5) . . . . ?
O4 C9 C10 F12A -159.8(6) . . . . ?
C8 C9 C10 F12A 19.5(7) . . . . ?
C8 C9 O4 Cu2 -3.9(3) . . . . ?
C10 C9 O4 Cu2 175.30(18) . . . . ?
Cu1 O1R N1R C11R 91.2(2) . . . . ?
Cu1 O1R N1R C3R -103.03(18) . . . . ?
O1R N1R C3R C5R 45.3(3) . . . . ?
C11R N1R C3R C5R -147.18(19) . . . . ?
O1R N1R C3R C4R -74.6(2) . . . . ?
C11R N1R C3R C4R 92.9(2) . . . . ?
O1R N1R C3R C6R 167.20(17) . . . . ?
C11R N1R C3R C6R -25.3(2) . . . . ?
N1R C3R C6R N9R 27.80(19) . . . . ?
C5R C3R C6R N9R 145.95(19) . . . . ?
C4R C3R C6R N9R -84.2(2) . . . . ?
N1R C3R C6R C8R 146.0(2) . . . . ?
C5R C3R C6R C8R -95.9(3) . . . . ?
C4R C3R C6R C8R 33.9(3) . . . . ?
N1R C3R C6R C7R -84.4(2) . . . . ?
C5R C3R C6R C7R 33.7(3) . . . . ?
C4R C3R C6R C7R 163.54(19) . . . . ?
C8R C6R N9R O10R 41.6(3) . . . . ?
C7R C6R N9R O10R -78.1(3) . . . . ?
C3R C6R N9R O10R 163.6(2) . . . . ?
C8R C6R N9R C11R -147.25(19) . . . . ?
C7R C6R N9R C11R 93.1(2) . . . . ?
C3R C6R N9R C11R -25.3(2) . . . . ?
O1R N1R C11R N9R 177.39(18) . . . . ?
C3R N1R C11R N9R 10.4(2) . . . . ?
O1R N1R C11R C12R -2.7(3) . . . . ?
C3R N1R C11R C12R -169.72(18) . . . . ?
O10R N9R C11R N1R -178.8(2) . . . . ?
C6R N9R C11R N1R 10.4(2) . . . . ?
O10R N9R C11R C12R 1.4(3) . . . . ?
C6R N9R C11R C12R -169.47(18) . . . . ?
N1R C11R C12R C19R 8.4(3) . . . . ?
N9R C11R C12R C19R -171.8(2) . . . . ?
N1R C11R C12R C13R -170.4(2) . . . . ?
N9R C11R C12R C13R 9.4(3) . . . . ?
C19R C12R C13R N14R 0.0(2) . . . . ?
C11R C12R C13R N14R 179.06(19) . . . . ?
C12R C13R N14R N15R -0.2(2) . . . . ?
C12R C13R N14R Cu2 -177.28(12) . . . . ?
C13R N14R N15R C19R 0.3(2) . . . . ?
Cu2 N14R N15R C19R 176.83(15) . . . . ?
C13R N14R N15R C16C -177.0(13) . . . . ?
Cu2 N14R N15R C16C -0.4(13) . . . . ?
C13R N14R N15R C16A 163.8(8) . . . . ?
Cu2 N14R N15R C16A -19.7(8) . . . . ?
C13R N14R N15R C16B -159.4(6) . . . . ?
Cu2 N14R N15R C16B 17.1(6) . . . . ?
C19R N15R C16A C17A -75.7(12) . . . . ?
N14R N15R C16A C17A 123.4(8) . . . . ?
N15R C16A C17A C18A 177.3(9) . . . . ?
C19R N15R C16B C17B 123.3(7) . . . . ?
N14R N15R C16B C17B -79.0(10) . . . . ?
N15R C16B C17B C18B -60.4(12) . . . . ?
C19R N15R C16C C17C 71(4) . . . . ?
N14R N15R C16C C17C -112(3) . . . . ?
N15R C16C C17C C18C 180(3) . . . . ?
N14R N15R C19R C12R -0.3(3) . . . . ?
C16C N15R C19R C12R 176.8(14) . . . . ?
C16A N15R C19R C12R -162.3(8) . . . . ?
C16B N15R C19R C12R 159.4(6) . . . . ?
C13R C12R C19R N15R 0.1(2) . . . . ?
C11R C12R C19R N15R -178.92(19) . . . . ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.040

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_220-p
_database_code_depnum_ccdc_archive 'CCDC 1418249'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   30.4776(18)
_cell_length_b                   9.6557(6)
_cell_length_c                   25.8393(15)
_cell_angle_alpha                90
_cell_angle_beta                 126.2210(19)
_cell_angle_gamma                90
_cell_volume                     6134.5(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    9893
_cell_measurement_theta_min      3.50
_cell_measurement_theta_max      67.26

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.092
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            76271
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.794
_diffrn_reflns_theta_max         67.527
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             10960
_reflns_number_gt                8519
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0735P)²+3.3312P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10960
_refine_ls_number_parameters     1077
_refine_ls_number_restraints     368
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1449
_refine_ls_wR_factor_gt          0.1334
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.0000 1.5000 0.0000 0.04300(14) Uani 1 2 d S U P . .
O1 O 0.97553(7) 1.43146(16) -0.08515(8) 0.0507(4) Uani 1 1 d . U . . .
C1 C 0.95701(15) 1.2780(4) -0.16569(15) 0.0789(9) Uani 1 1 d . U . . .
F1 F 0.9543(5) 1.1432(7) -0.1748(4) 0.141(5) Uani 0.5 1 d . U P A 1
F2 F 0.9864(4) 1.3220(14) -0.1841(4) 0.151(3) Uani 0.5 1 d . U P A 1
F3 F 0.9128(4) 1.3335(13) -0.2013(4) 0.143(5) Uani 0.5 1 d . U P A 1
F1A F 0.9768(4) 1.1841(12) -0.1790(4) 0.141(4) Uani 0.5 1 d . U P A 2
F2A F 0.9563(5) 1.3848(9) -0.1989(3) 0.133(3) Uani 0.5 1 d . U P A 2
F3A F 0.9056(4) 1.2555(15) -0.1922(5) 0.156(5) Uani 0.5 1 d . U P A 2
C2 C 0.98665(10) 1.3142(3) -0.09459(12) 0.0526(6) Uani 1 1 d . U . . .
C3 C 1.02087(11) 1.2148(3) -0.04948(13) 0.0641(7) Uani 1 1 d . U . . .
H3A H 1.0248 1.1295 -0.0638 0.077 Uiso 1 1 calc R U . . .
C4 C 1.04922(10) 1.2370(2) 0.01562(12) 0.0530(6) Uani 1 1 d . U . . .
C5 C 1.08444(13) 1.1181(3) 0.06100(16) 0.0797(10) Uani 1 1 d . U . . .
F4 F 1.0627(3) 1.0028(7) 0.0412(5) 0.103(3) Uani 0.5 1 d . U P B 1
F5 F 1.1149(6) 1.1464(10) 0.1141(3) 0.265(8) Uani 0.5 1 d . U P B 1
F6 F 1.1254(3) 1.0934(7) 0.0466(5) 0.161(3) Uani 0.5 1 d . U P B 1
F4A F 1.0724(2) 1.1030(5) 0.1066(2) 0.0862(13) Uani 0.5 1 d . U P B 2
F5A F 1.13328(17) 1.1397(7) 0.0948(3) 0.0906(18) Uani 0.5 1 d . U P B 2
F6A F 1.0716(4) 0.9978(7) 0.0355(4) 0.121(4) Uani 0.5 1 d . U P B 2
O2 O 1.04992(6) 1.34301(15) 0.04395(7) 0.0465(4) Uani 1 1 d . U . . .
Cu2 Cu 0.75204(2) 1.25158(3) 0.00089(2) 0.03983(12) Uani 1 1 d . U . . .
O3 O 0.70683(7) 1.09972(17) -0.00407(9) 0.0558(4) Uani 1 1 d . U . . .
C6 C 0.67747(15) 0.8824(3) 0.0030(2) 0.0805(9) Uani 1 1 d . U . . .
F7 F 0.6448(5) 0.8743(11) -0.0651(4) 0.146(4) Uani 0.5 1 d . U P C 1
F8 F 0.6465(5) 0.9125(12) 0.0163(7) 0.136(5) Uani 0.5 1 d . U P C 1
F9 F 0.6944(5) 0.7411(10) 0.0120(5) 0.0739(16) Uani 0.5 1 d . U P C 1
F7A F 0.6336(3) 0.9137(9) -0.0454(6) 0.126(4) Uani 0.5 1 d . U P C 2
F8A F 0.6699(5) 0.8889(15) 0.0528(5) 0.137(4) Uani 0.5 1 d . U P C 2
F9A F 0.6891(6) 0.7694(11) 0.0091(7) 0.124(4) Uani 0.5 1 d . U P C 2
C7 C 0.72332(12) 0.9848(2) 0.02389(14) 0.0566(6) Uani 1 1 d . U . . .
C8 C 0.77592(12) 0.9424(3) 0.07027(15) 0.0660(7) Uani 1 1 d . U . . .
H8A H 0.7819 0.8521 0.0868 0.079 Uiso 1 1 calc R U . . .
C9 C 0.82030(12) 1.0284(3) 0.09332(13) 0.0601(6) Uani 1 1 d . U . . .
C10 C 0.87655(15) 0.9706(4) 0.14273(17) 0.0863(10) Uani 1 1 d . U . . .
F10 F 0.87741(11) 0.8485(3) 0.16421(14) 0.1405(11) Uani 1 1 d . U . . .
F11 F 0.90439(11) 1.0544(3) 0.19287(13) 0.1449(11) Uani 1 1 d . U . . .
F12 F 0.90384(10) 0.9600(3) 0.11772(14) 0.1275(9) Uani 1 1 d . U . . .
O4 O 0.82021(8) 1.15174(18) 0.07829(8) 0.0594(4) Uani 1 1 d . U . . .
O5 O 0.68433(8) 1.35134(18) -0.07690(9) 0.0589(4) Uani 1 1 d . U . . .
C11 C 0.62787(14) 1.5336(4) -0.14020(17) 0.0805(9) Uani 1 1 d . U . . .
F13 F 0.6035(5) 1.5565(11) -0.1078(7) 0.0875(19) Uani 0.5 1 d . U P D 1
F14 F 0.5978(6) 1.4372(17) -0.1822(7) 0.115(4) Uani 0.5 1 d . U P D 1
F15 F 0.6258(8) 1.6690(16) -0.1639(8) 0.111(3) Uani 0.5 1 d . U P D 1
F13A F 0.6293(9) 1.6367(19) -0.1629(11) 0.170(6) Uani 0.5 1 d . U P D 2
F14A F 0.6004(7) 1.5449(17) -0.1210(8) 0.146(5) Uani 0.5 1 d . U P D 2
F15A F 0.5985(8) 1.466(2) -0.1958(8) 0.150(6) Uani 0.5 1 d . U P D 2
C12 C 0.68429(11) 1.4747(3) -0.09130(12) 0.0566(6) Uani 1 1 d . U . . .
C13 C 0.72862(12) 1.5611(3) -0.06806(14) 0.0617(7) Uani 1 1 d . U . . .
H13A H 0.7227 1.6514 -0.0845 0.074 Uiso 1 1 calc R U . . .
C14 C 0.78106(11) 1.5188(2) -0.02166(14) 0.0541(6) Uani 1 1 d . U . . .
C15 C 0.82720(15) 1.6218(3) 0.0011(2) 0.0793(9) Uani 1 1 d . U . . .
F16 F 0.8094(4) 1.7632(8) -0.0143(4) 0.0741(15) Uani 0.5 1 d . U P E 1
F17 F 0.8544(3) 1.6414(7) 0.0682(3) 0.103(2) Uani 0.5 1 d . U P E 1
F18 F 0.8634(3) 1.5816(7) -0.0033(4) 0.095(2) Uani 0.5 1 d . U P E 1
F16A F 0.8361(4) 1.6129(9) -0.0488(5) 0.168(4) Uani 0.5 1 d . U P E 2
F17A F 0.8154(5) 1.7310(9) -0.0115(7) 0.127(4) Uani 0.5 1 d . U P E 2
F18A F 0.8701(3) 1.5935(9) 0.0488(6) 0.182(5) Uani 0.5 1 d . U P E 2
O6 O 0.79761(7) 1.40372(16) 0.00628(9) 0.0531(4) Uani 1 1 d . U . . .
Cu3 Cu 0.5000 1.0000 0.0000 0.04304(14) Uani 1 2 d S U P . .
O7 O 0.44949(6) 1.15706(15) -0.04125(7) 0.0457(4) Uani 1 1 d . U . . .
C16 C 0.40901(13) 1.3729(3) -0.05322(15) 0.0717(8) Uani 1 1 d . U . . .
F19 F 0.4332(4) 1.4735(11) -0.0534(6) 0.125(4) Uani 0.5 1 d . U P F 1
F20 F 0.3711(2) 1.3342(9) -0.1095(3) 0.102(2) Uani 0.5 1 d . U P F 1
F21 F 0.3806(2) 1.4164(6) -0.0289(2) 0.0700(13) Uani 0.5 1 d . U P F 1
F19A F 0.3948(7) 1.3640(13) -0.1105(4) 0.310(10) Uani 0.5 1 d . U P F 2
F20A F 0.3702(4) 1.3926(11) -0.0555(8) 0.253(7) Uani 0.5 1 d . U P F 2
F21A F 0.4352(4) 1.4930(9) -0.0384(5) 0.094(3) Uani 0.5 1 d . U P F 2
C17 C 0.44741(10) 1.2552(2) -0.01109(12) 0.0525(6) Uani 1 1 d . U . . .
C18 C 0.47545(11) 1.2703(3) 0.05473(13) 0.0665(8) Uani 1 1 d . U . . .
H18A H 0.4683 1.3482 0.0705 0.080 Uiso 1 1 calc R U . . .
C19 C 0.51340(10) 1.1752(3) 0.09776(12) 0.0517(6) Uani 1 1 d . U . . .
C20 C 0.54314(14) 1.2027(4) 0.16970(14) 0.0754(9) Uani 1 1 d . U . . .
F22 F 0.5908(4) 1.2510(16) 0.1927(6) 0.165(6) Uani 0.5 1 d . U P G 1
F23 F 0.5465(5) 1.0908(8) 0.2008(4) 0.116(3) Uani 0.5 1 d . U P G 1
F24 F 0.5179(5) 1.2904(14) 0.1814(5) 0.112(4) Uani 0.5 1 d . U P G 1
F22A F 0.5340(6) 1.3221(15) 0.1827(6) 0.166(7) Uani 0.5 1 d . U P G 2
F23A F 0.5939(4) 1.1887(15) 0.2009(5) 0.126(4) Uani 0.5 1 d . U P G 2
F24A F 0.5285(5) 1.1165(14) 0.1938(5) 0.171(5) Uani 0.5 1 d . U P G 2
O8 O 0.52769(6) 1.06544(16) 0.08606(7) 0.0482(4) Uani 1 1 d . U . . .
O1R O 0.73290(7) 1.38814(17) 0.05303(8) 0.0525(4) Uani 1 1 d . U . . .
N2R N 0.74112(8) 1.3623(2) 0.10765(9) 0.0495(5) Uani 1 1 d . U . . .
C3R C 0.78835(10) 1.4244(3) 0.16916(12) 0.0548(6) Uani 1 1 d . U . . .
C4R C 0.84013(11) 1.4121(3) 0.17356(14) 0.0681(7) Uani 1 1 d . U . . .
H4RA H 0.8702 1.4527 0.2135 0.102 Uiso 1 1 calc R U . . .
H4RB H 0.8478 1.3152 0.1722 0.102 Uiso 1 1 calc R U . . .
H4RC H 0.8356 1.4606 0.1378 0.102 Uiso 1 1 calc R U . . .
C5R C 0.77336(12) 1.5764(3) 0.16773(14) 0.0685(7) Uani 1 1 d . U . . .
H5RA H 0.8026 1.6222 0.2066 0.103 Uiso 1 1 calc R U . . .
H5RB H 0.7677 1.6218 0.1307 0.103 Uiso 1 1 calc R U . . .
H5RC H 0.7402 1.5815 0.1649 0.103 Uiso 1 1 calc R U . . .
C6R C 0.78659(11) 1.3350(3) 0.21771(12) 0.0580(6) Uani 1 1 d . U . . .
C7R C 0.80310(14) 1.4086(3) 0.27897(14) 0.0758(8) Uani 1 1 d . U . . .
H7RA H 0.8415 1.4309 0.3044 0.114 Uiso 1 1 calc R U . . .
H7RB H 0.7822 1.4933 0.2680 0.114 Uiso 1 1 calc R U . . .
H7RC H 0.7961 1.3486 0.3034 0.114 Uiso 1 1 calc R U . . .
C8R C 0.81652(13) 1.1968(3) 0.23334(14) 0.0728(8) Uani 1 1 d . U . . .
H8RA H 0.8554 1.2133 0.2594 0.109 Uiso 1 1 calc R U . . .
H8RB H 0.8079 1.1383 0.2567 0.109 Uiso 1 1 calc R U . . .
H8RC H 0.8052 1.1512 0.1938 0.109 Uiso 1 1 calc R U . . .
N9R N 0.72711(9) 1.2995(2) 0.17754(10) 0.0568(5) Uani 1 1 d . U . . .
O10R O 0.70365(9) 1.2526(2) 0.20139(10) 0.0749(6) Uani 1 1 d . U . . .
C11R C 0.70530(10) 1.3042(2) 0.11436(11) 0.0493(5) Uani 1 1 d . U . . .
C12R C 0.65234(9) 1.2534(2) 0.06339(12) 0.0473(5) Uani 1 1 d . U . . .
C13R C 0.61535(10) 1.1752(3) 0.06756(13) 0.0531(6) Uani 1 1 d . U . . .
H13B H 0.6214 1.1491 0.1063 0.064 Uiso 1 1 calc R U . . .
N14R N 0.57137(8) 1.1432(2) 0.01037(11) 0.0545(5) Uani 1 1 d . U . . .
N15R N 0.57971(8) 1.2003(2) -0.03156(10) 0.0566(5) Uani 1 1 d D U . . .
C16R C 0.5432(2) 1.1644(6) -0.1026(2) 0.0625(14) Uani 0.705(5) 1 d D U P H 1
H16A H 0.5611 1.1938 -0.1222 0.075 Uiso 0.705(5) 1 calc R U P H 1
H16T H 0.5387 1.0636 -0.1072 0.075 Uiso 0.705(5) 1 calc R U P H 1
C17R C 0.48773(16) 1.2309(4) -0.13840(19) 0.0681(12) Uani 0.705(5) 1 d D U P H
1
H17A H 0.4668 1.2052 -0.1838 0.082 Uiso 0.705(5) 1 calc R U P H 1
H17B H 0.4684 1.1950 -0.1215 0.082 Uiso 0.705(5) 1 calc R U P H 1
C18R C 0.4904(2) 1.3809(5) -0.1331(3) 0.0983(18) Uani 0.705(5) 1 d D U P H 1
H18B H 0.4539 1.4184 -0.1568 0.147 Uiso 0.705(5) 1 calc R U P H 1
H18C H 0.5104 1.4070 -0.0883 0.147 Uiso 0.705(5) 1 calc R U P H 1
H18D H 0.5088 1.4172 -0.1506 0.147 Uiso 0.705(5) 1 calc R U P H 1
C16A C 0.5348(5) 1.2212(14) -0.0941(5) 0.061(3) Uani 0.295(5) 1 d D U P H 2
H16B H 0.5280 1.3205 -0.1033 0.074 Uiso 0.295(5) 1 calc R U P H 2
H16C H 0.5025 1.1787 -0.1012 0.074 Uiso 0.295(5) 1 calc R U P H 2
C17A C 0.5476(6) 1.154(2) -0.1375(6) 0.142(8) Uani 0.295(5) 1 d D U P H 2
H17C H 0.5520 1.0537 -0.1301 0.171 Uiso 0.295(5) 1 calc R U P H 2
H17D H 0.5815 1.1917 -0.1278 0.171 Uiso 0.295(5) 1 calc R U P H 2
C18A C 0.4995(8) 1.185(3) -0.2089(6) 0.234(16) Uani 0.295(5) 1 d D U P H 2
H18E H 0.5070 1.1427 -0.2370 0.351 Uiso 0.295(5) 1 calc R U P H 2
H18F H 0.4661 1.1465 -0.2182 0.351 Uiso 0.295(5) 1 calc R U P H 2
H18G H 0.4956 1.2841 -0.2159 0.351 Uiso 0.295(5) 1 calc R U P H 2
C19R C 0.62696(9) 1.2672(2) -0.00150(12) 0.0513(6) Uani 1 1 d . U . . .
H19A H 0.6405 1.3150 -0.0210 0.062 Uiso 1 1 calc R U . . .
O1S O 0.76859(6) 1.11331(17) -0.05308(8) 0.0524(4) Uani 1 1 d . U . . .
N2S N 0.75873(8) 1.1419(2) -0.10830(9) 0.0497(5) Uani 1 1 d . U . . .
C3S C 0.71101(10) 1.0795(3) -0.16957(12) 0.0559(6) Uani 1 1 d . U . . .
C4S C 0.65999(11) 1.0877(3) -0.17213(14) 0.0702(8) Uani 1 1 d . U . . .
H4SA H 0.6297 1.0471 -0.2119 0.105 Uiso 1 1 calc R U . . .
H4SB H 0.6657 1.0374 -0.1361 0.105 Uiso 1 1 calc R U . . .
H4SC H 0.6520 1.1839 -0.1700 0.105 Uiso 1 1 calc R U . . .
C5S C 0.72686(12) 0.9289(3) -0.16914(15) 0.0690(7) Uani 1 1 d . U . . .
H5SA H 0.6975 0.8827 -0.2078 0.104 Uiso 1 1 calc R U . . .
H5SB H 0.7595 0.9265 -0.1675 0.104 Uiso 1 1 calc R U . . .
H5SC H 0.7337 0.8819 -0.1318 0.104 Uiso 1 1 calc R U . . .
C6S C 0.71086(11) 1.1722(3) -0.21874(12) 0.0584(6) Uani 1 1 d . U . . .
C7S C 0.69365(14) 1.1004(3) -0.28077(13) 0.0766(9) Uani 1 1 d . U . . .
H7SA H 0.6554 1.0765 -0.3055 0.115 Uiso 1 1 calc R U . . .
H7SB H 0.6996 1.1623 -0.3057 0.115 Uiso 1 1 calc R U . . .
H7SC H 0.7150 1.0169 -0.2706 0.115 Uiso 1 1 calc R U . . .
C8S C 0.68043(13) 1.3087(3) -0.23291(14) 0.0727(8) Uani 1 1 d . U . . .
H8SA H 0.6417 1.2907 -0.2580 0.109 Uiso 1 1 calc R U . . .
H8SB H 0.6924 1.3530 -0.1929 0.109 Uiso 1 1 calc R U . . .
H8SC H 0.6879 1.3691 -0.2568 0.109 Uiso 1 1 calc R U . . .
N9S N 0.76993(9) 1.2099(2) -0.18008(10) 0.0562(5) Uani 1 1 d . U . . .
O10S O 0.79224(9) 1.2595(2) -0.20470(10) 0.0749(6) Uani 1 1 d . U . . .
C11S C 0.79336(9) 1.2023(2) -0.11632(11) 0.0485(5) Uani 1 1 d . U . . .
C12S C 0.84702(9) 1.2501(2) -0.06617(11) 0.0457(5) Uani 1 1 d . U . . .
C13S C 0.88283(9) 1.3314(3) -0.07104(12) 0.0505(5) Uani 1 1 d . U . . .
H13C H 0.8749 1.3650 -0.1099 0.061 Uiso 1 1 calc R U . . .
N14S N 0.92887(8) 1.3544(2) -0.01415(10) 0.0514(5) Uani 1 1 d . U . . .
N15S N 0.92306(8) 1.2877(2) 0.02788(9) 0.0532(5) Uani 1 1 d D U . . .
C16S C 0.96846(17) 1.2767(5) 0.0959(2) 0.0625(11) Uani 0.804(5) 1 d D U P I 1
H16D H 1.0009 1.3199 0.1034 0.075 Uiso 0.804(5) 1 calc R U P I 1
H16E H 0.9766 1.1788 0.1080 0.075 Uiso 0.804(5) 1 calc R U P I 1
C17S C 0.95455(16) 1.3469(6) 0.13637(19) 0.0924(16) Uani 0.804(5) 1 d D U P I 1
H17E H 0.9204 1.3090 0.1260 0.111 Uiso 0.804(5) 1 calc R U P I 1
H17F H 0.9493 1.4462 0.1267 0.111 Uiso 0.804(5) 1 calc R U P I 1
C18S C 1.0002(2) 1.3255(8) 0.2084(2) 0.134(3) Uani 0.804(5) 1 d D U P I 1
H18H H 0.9904 1.3715 0.2336 0.201 Uiso 0.804(5) 1 calc R U P I 1
H18I H 1.0050 1.2272 0.2181 0.201 Uiso 0.804(5) 1 calc R U P I 1
H18J H 1.0339 1.3642 0.2188 0.201 Uiso 0.804(5) 1 calc R U P I 1
C16B C 0.9572(6) 1.3390(18) 0.0986(7) 0.056(4) Uani 0.196(5) 1 d D U P I 2
H16F H 0.9613 1.4398 0.0994 0.067 Uiso 0.196(5) 1 calc R U P I 2
H16G H 0.9379 1.3172 0.1173 0.067 Uiso 0.196(5) 1 calc R U P I 2
C17B C 1.0128(5) 1.2720(13) 0.1382(7) 0.063(4) Uani 0.196(5) 1 d D U P I 2
H17G H 1.0317 1.3004 0.1831 0.075 Uiso 0.196(5) 1 calc R U P I 2
H17H H 1.0339 1.3065 0.1235 0.075 Uiso 0.196(5) 1 calc R U P I 2
C18B C 1.0115(8) 1.1139(14) 0.1351(10) 0.111(8) Uani 0.196(5) 1 d D U P I 2
H18K H 1.0484 1.0783 0.1615 0.166 Uiso 0.196(5) 1 calc R U P I 2
H18L H 0.9915 1.0785 0.1507 0.166 Uiso 0.196(5) 1 calc R U P I 2
H18M H 0.9937 1.0846 0.0910 0.166 Uiso 0.196(5) 1 calc R U P I 2
C19S C 0.87504(9) 1.2252(3) -0.00145(12) 0.0505(5) Uani 1 1 d . U . . .
H19B H 0.8626 1.1736 0.0183 0.061 Uiso 1 1 calc R U . . .


_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 O2 1.9648(15) 3_785 ?
Cu1 O2 1.9648(15) . ?
Cu1 O1 1.9737(16) 3_785 ?
Cu1 O1 1.9737(16) . ?
Cu1 N14S 2.4234(19) 3_785 ?
Cu1 N14S 2.4235(19) . ?
O1 C2 1.246(3) . ?
C1 F3 1.218(8) . ?
C1 F1A 1.244(7) . ?
C1 F3A 1.304(9) . ?
C1 F2 1.310(8) . ?
C1 F1 1.317(8) . ?
C1 F2A 1.333(9) . ?
C1 C2 1.534(4) . ?
C2 C3 1.390(4) . ?
C3 C4 1.380(4) . ?
C4 O2 1.252(3) . ?
C4 C5 1.535(4) . ?
C5 F5 1.145(7) . ?
C5 F5A 1.219(6) . ?
C5 F4 1.240(7) . ?
C5 F6A 1.277(7) . ?
C5 F4A 1.433(6) . ?
C5 F6 1.516(8) . ?
Cu2 O3 1.9639(17) . ?
Cu2 O6 1.9691(16) . ?
Cu2 O5 2.0796(19) . ?
Cu2 O4 2.0821(19) . ?
Cu2 O1S 2.1938(18) . ?
Cu2 O1R 2.1962(18) . ?
O3 C7 1.256(3) . ?
C6 F9A 1.129(11) . ?
C6 F7A 1.212(9) . ?
C6 F8 1.217(10) . ?
C6 F7 1.422(10) . ?
C6 F9 1.428(9) . ?
C6 F8A 1.436(10) . ?
C6 C7 1.527(4) . ?
C7 C8 1.379(4) . ?
C8 C9 1.386(4) . ?
C9 O4 1.252(3) . ?
C9 C10 1.515(5) . ?
C10 F10 1.297(4) . ?
C10 F11 1.325(4) . ?
C10 F12 1.325(5) . ?
O5 C12 1.248(3) . ?
C11 F13A 1.169(17) . ?
C11 F15A 1.333(17) . ?
C11 F14A 1.203(15) . ?
C11 F14 1.306(13) . ?
C11 F13 1.428(13) . ?
C11 F15 1.429(14) . ?
C11 C12 1.519(4) . ?
C12 C13 1.387(4) . ?
C13 C14 1.376(4) . ?
C14 O6 1.257(3) . ?
C14 C15 1.528(4) . ?
C15 F17A 1.100(9) . ?
C15 F18A 1.183(8) . ?
C15 F18 1.236(6) . ?
C15 F17 1.424(7) . ?
C15 F16 1.436(7) . ?
C15 F16A 1.468(9) . ?
Cu3 O8 1.9593(15) . ?
Cu3 O8 1.9594(15) 3_675 ?
Cu3 O7 1.9664(14) . ?
Cu3 O7 1.9665(14) 3_675 ?
Cu3 N14R 2.4551(19) 3_675 ?
Cu3 N14R 2.4551(19) . ?
O7 C17 1.252(3) . ?
C16 F20A 1.164(10) . ?
C16 F19 1.220(9) . ?
C16 F20 1.266(7) . ?
C16 F19A 1.275(12) . ?
C16 F21A 1.330(9) . ?
C16 F21 1.402(6) . ?
C16 C17 1.530(3) . ?
C17 C18 1.388(4) . ?
C18 C19 1.378(4) . ?
C19 O8 1.249(3) . ?
C19 C20 1.535(4) . ?
C20 F22A 1.276(13) . ?
C20 F23A 1.260(10) . ?
C20 F24A 1.269(11) . ?
C20 F22 1.287(11) . ?
C20 F24 1.295(11) . ?
C20 F23 1.313(10) . ?
O1R N2R 1.303(3) . ?
N2R C11R 1.326(3) . ?
N2R C3R 1.502(3) . ?
C3R C4R 1.518(4) . ?
C3R C5R 1.530(4) . ?
C3R C6R 1.550(4) . ?
C6R N9R 1.502(3) . ?
C6R C8R 1.530(4) . ?
C6R C7R 1.524(4) . ?
N9R O10R 1.272(3) . ?
N9R C11R 1.351(3) . ?
C11R C12R 1.438(3) . ?
C12R C19R 1.377(4) . ?
C12R C13R 1.413(3) . ?
C13R N14R 1.317(3) . ?
N14R N15R 1.366(3) . ?
N15R C19R 1.331(3) . ?
N15R C16A 1.383(11) . ?
N15R C16R 1.521(6) . ?
C16R C17R 1.509(6) . ?
C17R C18R 1.452(6) . ?
C16A C17A 1.530(15) . ?
C17A C18A 1.564(15) . ?
O1S N2S 1.302(3) . ?
N2S C11S 1.325(3) . ?
N2S C3S 1.504(3) . ?
C3S C4S 1.519(4) . ?
C3S C5S 1.531(4) . ?
C3S C6S 1.552(4) . ?
C6S N9S 1.498(3) . ?
C6S C8S 1.526(4) . ?
C6S C7S 1.527(4) . ?
N9S O10S 1.268(3) . ?
N9S C11S 1.356(3) . ?
C11S C12S 1.436(3) . ?
C12S C19S 1.377(3) . ?
C12S C13S 1.409(3) . ?
C13S N14S 1.320(3) . ?
N14S N15S 1.361(3) . ?
N15S C19S 1.331(3) . ?
N15S C16S 1.463(4) . ?
N15S C16B 1.555(14) . ?
C16S C17S 1.503(6) . ?
C17S C18S 1.544(5) . ?
C16B C17B 1.513(14) . ?
C17B C18B 1.528(15) . ?

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
O2 Cu1 O2 180.0 3_785 . ?
O2 Cu1 O1 92.24(6) 3_785 3_785 ?
O2 Cu1 O1 87.76(6) . 3_785 ?
O2 Cu1 O1 87.76(6) 3_785 . ?
O2 Cu1 O1 92.24(6) . . ?
O1 Cu1 O1 180.0 3_785 . ?
O2 Cu1 N14S 87.58(7) 3_785 3_785 ?
O2 Cu1 N14S 92.42(7) . 3_785 ?
O1 Cu1 N14S 85.53(7) 3_785 3_785 ?
O1 Cu1 N14S 94.47(7) . 3_785 ?
O2 Cu1 N14S 92.42(7) 3_785 . ?
O2 Cu1 N14S 87.58(6) . . ?
O1 Cu1 N14S 94.47(7) 3_785 . ?
O1 Cu1 N14S 85.53(7) . . ?
N14S Cu1 N14S 180.0 3_785 . ?
C2 O1 Cu1 123.74(16) . . ?
F1A C1 F3A 111.1(8) . . ?
F3 C1 F2 105.7(8) . . ?
F3 C1 F1 112.1(8) . . ?
F2 C1 F1 103.9(7) . . ?
F1A C1 F2A 102.3(7) . . ?
F3A C1 F2A 103.5(7) . . ?
F3 C1 C2 114.2(6) . . ?
F1A C1 C2 117.3(5) . . ?
F3A C1 C2 110.0(6) . . ?
F2 C1 C2 108.5(5) . . ?
F1 C1 C2 111.7(5) . . ?
F2A C1 C2 111.7(4) . . ?
O1 C2 C3 128.2(2) . . ?
O1 C2 C1 113.9(2) . . ?
C3 C2 C1 117.8(2) . . ?
C4 C3 C2 122.3(2) . . ?
O2 C4 C3 128.4(2) . . ?
O2 C4 C5 113.7(2) . . ?
C3 C4 C5 117.8(2) . . ?
F5 C5 F4 124.5(9) . . ?
F5A C5 F6A 113.5(6) . . ?
F5A C5 F4A 103.0(4) . . ?
F6A C5 F4A 100.4(6) . . ?
F5 C5 F6 97.4(10) . . ?
F4 C5 F6 94.2(5) . . ?
F5 C5 C4 116.2(4) . . ?
F5A C5 C4 115.2(4) . . ?
F4 C5 C4 113.2(5) . . ?
F6A C5 C4 115.0(5) . . ?
F4A C5 C4 107.5(3) . . ?
F6 C5 C4 103.6(4) . . ?
C4 O2 Cu1 123.60(15) . . ?
O3 Cu2 O6 179.74(8) . . ?
O3 Cu2 O5 91.46(7) . . ?
O6 Cu2 O5 88.77(7) . . ?
O3 Cu2 O4 88.88(7) . . ?
O6 Cu2 O4 90.90(7) . . ?
O5 Cu2 O4 179.42(6) . . ?
O3 Cu2 O1S 85.42(6) . . ?
O6 Cu2 O1S 94.68(6) . . ?
O5 Cu2 O1S 97.88(6) . . ?
O4 Cu2 O1S 81.67(6) . . ?
O3 Cu2 O1R 93.31(6) . . ?
O6 Cu2 O1R 86.59(6) . . ?
O5 Cu2 O1R 80.98(6) . . ?
O4 Cu2 O1R 99.48(6) . . ?
O1S Cu2 O1R 178.29(5) . . ?
C7 O3 Cu2 126.54(18) . . ?
F9A C6 F7A 116.8(9) . . ?
F8 C6 F7 105.6(8) . . ?
F8 C6 F9 116.6(8) . . ?
F7 C6 F9 94.1(6) . . ?
F9A C6 F8A 97.0(10) . . ?
F7A C6 F8A 104.5(8) . . ?
F9A C6 C7 115.4(8) . . ?
F7A C6 C7 115.1(5) . . ?
F8 C6 C7 116.5(6) . . ?
F7 C6 C7 107.4(5) . . ?
F9 C6 C7 113.2(6) . . ?
F8A C6 C7 104.6(6) . . ?
O3 C7 C8 128.8(3) . . ?
O3 C7 C6 113.4(3) . . ?
C8 C7 C6 117.8(3) . . ?
C7 C8 C9 122.3(3) . . ?
O4 C9 C8 127.9(3) . . ?
O4 C9 C10 114.0(3) . . ?
C8 C9 C10 118.2(3) . . ?
F10 C10 F11 107.3(3) . . ?
F10 C10 F12 106.2(4) . . ?
F11 C10 F12 107.5(4) . . ?
F10 C10 C9 115.0(3) . . ?
F11 C10 C9 110.5(3) . . ?
F12 C10 C9 110.0(3) . . ?
C9 O4 Cu2 123.80(19) . . ?
C12 O5 Cu2 123.77(18) . . ?
F13A C11 F15A 94.5(16) . . ?
F13A C11 F14A 111.7(13) . . ?
F15A C11 F14A 107.6(12) . . ?
F14 C11 F13 104.2(9) . . ?
F14 C11 F15 117.7(12) . . ?
F13 C11 F15 101.7(8) . . ?
F13A C11 C12 112.2(11) . . ?
F15A C11 C12 114.9(10) . . ?
F14A C11 C12 114.3(9) . . ?
F14 C11 C12 108.5(8) . . ?
F13 C11 C12 107.2(6) . . ?
F15 C11 C12 116.1(8) . . ?
O5 C12 C13 128.0(3) . . ?
O5 C12 C11 114.0(3) . . ?
C13 C12 C11 118.0(3) . . ?
C14 C13 C12 122.1(2) . . ?
O6 C14 C13 128.9(2) . . ?
O6 C14 C15 112.9(3) . . ?
C13 C14 C15 118.2(2) . . ?
F17A C15 F18A 119.8(9) . . ?
F18 C15 F17 104.2(5) . . ?
F18 C15 F16 118.9(6) . . ?
F17 C15 F16 93.7(5) . . ?
F17A C15 F16A 89.6(8) . . ?
F18A C15 F16A 103.7(8) . . ?
F17A C15 C14 116.4(7) . . ?
F18A C15 C14 116.8(5) . . ?
F18 C15 C14 115.4(4) . . ?
F17 C15 C14 107.3(4) . . ?
F16 C15 C14 113.6(5) . . ?
F16A C15 C14 103.2(5) . . ?
C14 O6 Cu2 126.29(17) . . ?
O8 Cu3 O8 180.0 . 3_675 ?
O8 Cu3 O7 92.33(6) . . ?
O8 Cu3 O7 87.67(6) 3_675 . ?
O8 Cu3 O7 87.67(6) . 3_675 ?
O8 Cu3 O7 92.33(6) 3_675 3_675 ?
O7 Cu3 O7 180.0 . 3_675 ?
O8 Cu3 N14R 93.74(7) . 3_675 ?
O8 Cu3 N14R 86.26(7) 3_675 3_675 ?
O7 Cu3 N14R 90.91(7) . 3_675 ?
O7 Cu3 N14R 89.09(7) 3_675 3_675 ?
O8 Cu3 N14R 86.26(7) . . ?
O8 Cu3 N14R 93.74(7) 3_675 . ?
O7 Cu3 N14R 89.09(7) . . ?
O7 Cu3 N14R 90.91(7) 3_675 . ?
N14R Cu3 N14R 180.00(6) 3_675 . ?
C17 O7 Cu3 123.90(15) . . ?
F19 C16 F20 111.9(8) . . ?
F20A C16 F19A 108.3(10) . . ?
F20A C16 F21A 106.9(8) . . ?
F19A C16 F21A 97.3(10) . . ?
F19 C16 F21 107.3(7) . . ?
F20 C16 F21 102.6(5) . . ?
F20A C16 C17 118.9(6) . . ?
F19 C16 C17 112.6(6) . . ?
F20 C16 C17 113.2(4) . . ?
F19A C16 C17 111.6(5) . . ?
F21A C16 C17 111.5(5) . . ?
F21 C16 C17 108.6(3) . . ?
O7 C17 C18 128.4(2) . . ?
O7 C17 C16 114.7(2) . . ?
C18 C17 C16 116.9(2) . . ?
C19 C18 C17 122.3(2) . . ?
O8 C19 C18 128.1(2) . . ?
O8 C19 C20 113.5(2) . . ?
C18 C19 C20 118.4(2) . . ?
F22A C20 F23A 107.7(10) . . ?
F22A C20 F24A 105.6(10) . . ?
F23A C20 F24A 105.8(8) . . ?
F22 C20 F24 108.6(10) . . ?
F22 C20 F23 110.9(8) . . ?
F24 C20 F23 103.7(8) . . ?
F22A C20 C19 114.2(6) . . ?
F23A C20 C19 112.3(7) . . ?
F24A C20 C19 110.7(6) . . ?
F22 C20 C19 108.7(7) . . ?
F24 C20 C19 112.9(6) . . ?
F23 C20 C19 112.0(5) . . ?
C19 O8 Cu3 124.77(15) . . ?
N2R O1R Cu2 126.75(14) . . ?
O1R N2R C11R 125.2(2) . . ?
O1R N2R C3R 121.33(19) . . ?
C11R N2R C3R 112.3(2) . . ?
N2R C3R C4R 110.6(2) . . ?
N2R C3R C5R 105.8(2) . . ?
C4R C3R C5R 111.1(2) . . ?
N2R C3R C6R 99.43(19) . . ?
C4R C3R C6R 115.3(2) . . ?
C5R C3R C6R 113.6(2) . . ?
N9R C6R C8R 105.8(2) . . ?
N9R C6R C7R 110.3(2) . . ?
C8R C6R C7R 110.7(2) . . ?
N9R C6R C3R 99.93(19) . . ?
C8R C6R C3R 113.5(2) . . ?
C7R C6R C3R 115.6(2) . . ?
O10R N9R C11R 125.5(2) . . ?
O10R N9R C6R 122.7(2) . . ?
C11R N9R C6R 111.0(2) . . ?
N2R C11R N9R 108.5(2) . . ?
N2R C11R C12R 126.1(2) . . ?
N9R C11R C12R 125.4(2) . . ?
C19R C12R C13R 104.2(2) . . ?
C19R C12R C11R 127.0(2) . . ?
C13R C12R C11R 128.8(2) . . ?
N14R C13R C12R 111.6(2) . . ?
C13R N14R N15R 104.63(19) . . ?
C13R N14R Cu3 120.19(16) . . ?
N15R N14R Cu3 135.11(16) . . ?
C19R N15R N14R 112.1(2) . . ?
C19R N15R C16A 126.4(6) . . ?
N14R N15R C16A 117.8(6) . . ?
C19R N15R C16R 125.7(3) . . ?
N14R N15R C16R 121.2(3) . . ?
C17R C16R N15R 113.5(4) . . ?
C18R C17R C16R 112.7(4) . . ?
N15R C16A C17A 106.9(10) . . ?
C16A C17A C18A 108.5(13) . . ?
N15R C19R C12R 107.4(2) . . ?
N2S O1S Cu2 125.22(14) . . ?
O1S N2S C11S 125.11(19) . . ?
O1S N2S C3S 121.47(19) . . ?
C11S N2S C3S 112.1(2) . . ?
N2S C3S C4S 110.7(2) . . ?
N2S C3S C5S 105.5(2) . . ?
C4S C3S C5S 111.1(2) . . ?
N2S C3S C6S 99.44(19) . . ?
C4S C3S C6S 115.3(2) . . ?
C5S C3S C6S 113.7(2) . . ?
N9S C6S C8S 105.7(2) . . ?
N9S C6S C7S 110.0(2) . . ?
C8S C6S C7S 110.9(2) . . ?
N9S C6S C3S 99.96(18) . . ?
C8S C6S C3S 113.7(2) . . ?
C7S C6S C3S 115.5(2) . . ?
O10S N9S C11S 125.2(2) . . ?
O10S N9S C6S 123.1(2) . . ?
C11S N9S C6S 111.1(2) . . ?
N2S C11S N9S 108.5(2) . . ?
N2S C11S C12S 126.0(2) . . ?
N9S C11S C12S 125.5(2) . . ?
C19S C12S C13S 104.4(2) . . ?
C19S C12S C11S 126.7(2) . . ?
C13S C12S C11S 128.9(2) . . ?
N14S C13S C12S 111.3(2) . . ?
C13S N14S N15S 104.78(19) . . ?
C13S N14S Cu1 122.22(16) . . ?
N15S N14S Cu1 132.89(15) . . ?
C19S N15S N14S 112.23(19) . . ?
C19S N15S C16S 126.3(3) . . ?
N14S N15S C16S 121.1(3) . . ?
C19S N15S C16B 124.1(7) . . ?
N14S N15S C16B 118.3(7) . . ?
N15S C16S C17S 110.3(3) . . ?
C16S C17S C18S 110.8(4) . . ?
C17B C16B N15S 111.3(11) . . ?
C16B C17B C18B 114.0(12) . . ?
N15S C19S C12S 107.2(2) . . ?

_refine_diff_density_max         0.569
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.047

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_225
_database_code_depnum_ccdc_archive 'CCDC 1418250'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   30.5685(16)
_cell_length_b                   9.6211(5)
_cell_length_c                   25.8714(13)
_cell_angle_alpha                90
_cell_angle_beta                 125.8858(17)
_cell_angle_gamma                90
_cell_volume                     6164.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    225(2)
_cell_measurement_reflns_used    9737
_cell_measurement_theta_min      3.59
_cell_measurement_theta_max      67.37

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.082
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      225(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33221
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.589
_diffrn_reflns_theta_max         67.464
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5513
_reflns_number_gt                5191
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0621P)²+3.5651P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.000003(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5513
_refine_ls_number_parameters     581
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.1034
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 1.0000 0.0000 0.04304(12) Uani 1 2 d S . P . .
O1 O 0.03956(5) 0.84756(13) -0.00623(7) 0.0562(3) Uani 1 1 d . . . . .
C1 C 0.07551(13) 0.6299(3) 0.00025(18) 0.0866(8) Uani 1 1 d . . . . .
F1 F 0.0765(4) 0.5023(8) 0.0177(5) 0.106(3) Uani 0.5 1 d . . P A 1
F2 F 0.0381(3) 0.6157(7) -0.0676(3) 0.129(3) Uani 0.5 1 d . . P A 1
F3 F 0.1173(3) 0.6659(6) 0.0078(5) 0.118(3) Uani 0.5 1 d . . P A 1
F1A F 0.0671(4) 0.5030(8) 0.0048(5) 0.106(3) Uani 0.5 1 d . . P A 2
F2A F 0.0730(5) 0.6610(7) -0.0452(5) 0.153(3) Uani 0.5 1 d . . P A 2
F3A F 0.1339(3) 0.6378(8) 0.0514(4) 0.146(3) Uani 0.5 1 d . . P A 2
C2 C 0.05130(8) 0.7331(2) 0.02192(11) 0.0588(5) Uani 1 1 d . . . . .
C3 C 0.04502(9) 0.6908(2) 0.06814(12) 0.0682(5) Uani 1 1 d . . . . .
H3A H 0.0554 0.6001 0.0846 0.082 Uiso 1 1 calc R U . . .
C4 C 0.02402(8) 0.7774(2) 0.09102(10) 0.0613(5) Uani 1 1 d . . . . .
C5 C 0.01683(13) 0.7197(3) 0.14049(14) 0.0867(7) Uani 1 1 d . . . . .
F4 F 0.0447(7) 0.6097(15) 0.1685(7) 0.163(6) Uani 0.5 1 d . . P B 1
F5 F 0.0334(6) 0.8233(14) 0.1862(6) 0.120(3) Uani 0.5 1 d . . P B 1
F6 F -0.0330(5) 0.6918(12) 0.1125(6) 0.106(3) Uani 0.5 1 d . . P B 1
F4A F 0.0399(7) 0.7806(15) 0.1914(6) 0.154(5) Uani 0.5 1 d . . P B 2
F5A F -0.0363(5) 0.7185(14) 0.1191(6) 0.136(5) Uani 0.5 1 d . . P B 2
F6A F 0.0333(7) 0.5908(13) 0.1575(7) 0.131(4) Uani 0.5 1 d . . P B 2
O2 O 0.00884(5) 0.90088(15) 0.07585(7) 0.0610(3) Uani 1 1 d . . . . .
Cu2 Cu 0.2500 0.7500 0.0000 0.04724(12) Uani 1 2 d S . P . .
O3 O 0.25734(5) 0.90784(12) -0.04259(6) 0.0500(3) Uani 1 1 d . . . . .
C6 C 0.28028(16) 1.1293(3) -0.05733(14) 0.0902(9) Uani 1 1 d . . . . .
F7 F 0.33753(14) 1.1659(3) -0.0337(2) 0.0875(9) Uani 0.5 1 d . . P C 1
F8 F 0.2691(3) 1.2409(6) -0.0445(3) 0.102(2) Uani 0.5 1 d . . P C 1
F9 F 0.2632(4) 1.0894(6) -0.1107(2) 0.153(4) Uani 0.5 1 d . . P C 1
F7A F 0.2843(4) 1.2506(6) -0.0356(4) 0.147(4) Uani 0.5 1 d . . P C 2
F8A F 0.2200(2) 1.1462(5) -0.1074(3) 0.1287(16) Uani 0.5 1 d . . P C 2
F9A F 0.2945(4) 1.1163(6) -0.0896(5) 0.154(3) Uani 0.5 1 d . . P C 2
C7 C 0.28697(10) 1.01007(19) -0.01371(10) 0.0580(5) Uani 1 1 d . . . . .
C8 C 0.32354(11) 1.0296(2) 0.05123(11) 0.0735(6) Uani 1 1 d . . . . .
H8A H 0.3435 1.1126 0.0660 0.088 Uiso 1 1 calc R U . . .
C9 C 0.33192(8) 0.9323(2) 0.09523(10) 0.0575(5) Uani 1 1 d . . . . .
C10 C 0.37358(13) 0.9639(3) 0.16656(13) 0.0867(8) Uani 1 1 d . . . . .
F10 F 0.3486(5) 1.0016(16) 0.1908(5) 0.178(6) Uani 0.5 1 d . . P D 1
F11 F 0.4026(4) 0.8519(8) 0.1990(3) 0.135(4) Uani 0.5 1 d . . P D 1
F12 F 0.4099(3) 1.0509(9) 0.1804(3) 0.113(2) Uani 0.5 1 d . . P D 1
F10A F 0.3591(5) 0.9279(14) 0.1996(4) 0.149(5) Uani 0.5 1 d . . P D 2
F11A F 0.4173(3) 0.9099(18) 0.1862(5) 0.200(5) Uani 0.5 1 d . . P D 2
F12A F 0.3834(4) 1.1021(7) 0.1752(3) 0.151(4) Uani 0.5 1 d . . P D 2
O4 O 0.30912(5) 0.81743(13) 0.08498(6) 0.0540(3) Uani 1 1 d . . . . .
O1R O 0.07189(5) 1.13814(14) 0.05426(6) 0.0552(3) Uani 1 1 d . . . . .
N1R N 0.11722(6) 1.11057(16) 0.10875(7) 0.0514(3) Uani 1 1 d . . . . .
C3R C 0.13115(9) 1.1725(2) 0.17004(9) 0.0577(5) Uani 1 1 d . . . . .
C4R C 0.14572(11) 1.3241(2) 0.16961(12) 0.0706(6) Uani 1 1 d . . . . .
H4RA H 0.1551 1.3695 0.2084 0.106 Uiso 1 1 calc R U . . .
H4RB H 0.1762 1.3281 0.1673 0.106 Uiso 1 1 calc R U . . .
H4RC H 0.1151 1.3711 0.1329 0.106 Uiso 1 1 calc R U . . .
C5R C 0.08300(10) 1.1625(3) 0.17312(11) 0.0726(6) Uani 1 1 d . . . . .
H5RA H 0.0925 1.2027 0.2128 0.109 Uiso 1 1 calc R U . . .
H5RB H 0.0527 1.2128 0.1375 0.109 Uiso 1 1 calc R U . . .
H5RC H 0.0732 1.0657 0.1710 0.109 Uiso 1 1 calc R U . . .
C6R C 0.18018(9) 1.0806(2) 0.21829(10) 0.0611(5) Uani 1 1 d . . . . .
C7R C 0.16457(12) 0.9424(3) 0.23276(12) 0.0771(6) Uani 1 1 d . . . . .
H7RA H 0.1513 0.9596 0.2582 0.116 Uiso 1 1 calc R U . . .
H7RB H 0.1366 0.8978 0.1931 0.116 Uiso 1 1 calc R U . . .
H7RC H 0.1960 0.8824 0.2561 0.116 Uiso 1 1 calc R U . . .
C8R C 0.22469(11) 1.1529(3) 0.27976(11) 0.0811(7) Uani 1 1 d . . . . .
H8RA H 0.2114 1.1761 0.3047 0.122 Uiso 1 1 calc R U . . .
H8RB H 0.2555 1.0913 0.3042 0.122 Uiso 1 1 calc R U . . .
H8RC H 0.2354 1.2372 0.2694 0.122 Uiso 1 1 calc R U . . .
N9R N 0.20009(7) 1.04395(18) 0.17902(8) 0.0600(4) Uani 1 1 d . . . . .
O10R O 0.24708(7) 0.99502(18) 0.20334(9) 0.0809(5) Uani 1 1 d . . . . .
C11R C 0.15984(8) 1.05083(19) 0.11605(9) 0.0518(4) Uani 1 1 d . . . . .
C12R C 0.16250(8) 1.00094(17) 0.06569(10) 0.0494(4) Uani 1 1 d . . . . .
C13R C 0.20312(8) 0.9211(2) 0.06992(10) 0.0556(4) Uani 1 1 d . . . . .
H13A H 0.2347 0.8908 0.1085 0.067 Uiso 1 1 calc R U . . .
N14R N 0.19134(7) 0.89412(17) 0.01320(8) 0.0575(4) Uani 1 1 d . . . . .
N15R N 0.14281(8) 0.9565(2) -0.02825(9) 0.0622(4) Uani 1 1 d . . . . .
C16A C 0.1244(5) 0.9749(13) -0.0934(5) 0.047(2) Uani 0.4 1 d . . P E 1
H16A H 0.1498 0.9321 -0.1000 0.057 Uiso 0.4 1 calc R U P E 1
H16B H 0.1214 1.0740 -0.1037 0.057 Uiso 0.4 1 calc R U P E 1
C17A C 0.0672(3) 0.9022(11) -0.1371(3) 0.086(3) Uani 0.4 1 d . . P E 1
H17A H 0.0712 0.8026 -0.1274 0.104 Uiso 0.4 1 calc R U P E 1
H17B H 0.0432 0.9410 -0.1274 0.104 Uiso 0.4 1 calc R U P E 1
C18A C 0.0420(4) 0.9221(13) -0.2072(3) 0.114(3) Uani 0.4 1 d . . P E 1
H18A H 0.0072 0.8762 -0.2323 0.170 Uiso 0.4 1 calc R U P E 1
H18B H 0.0374 1.0206 -0.2171 0.170 Uiso 0.4 1 calc R U P E 1
H18C H 0.0654 0.8822 -0.2172 0.170 Uiso 0.4 1 calc R U P E 1
C16B C 0.1033(7) 0.9068(15) -0.1034(7) 0.068(4) Uani 0.4 1 d . . P E 2
H16C H 0.1044 0.8056 -0.1064 0.082 Uiso 0.4 1 calc R U P E 2
H16D H 0.0659 0.9347 -0.1225 0.082 Uiso 0.4 1 calc R U P E 2
C17B C 0.1239(3) 0.9769(7) -0.1376(3) 0.0745(15) Uani 0.4 1 d . . P E 2
H17C H 0.1606 0.9435 -0.1194 0.089 Uiso 0.4 1 calc R U P E 2
H17D H 0.1010 0.9497 -0.1827 0.089 Uiso 0.4 1 calc R U P E 2
C18B C 0.1249(4) 1.1267(9) -0.1334(5) 0.108(3) Uani 0.4 1 d . . P E 2
H18D H 0.1385 1.1653 -0.1561 0.163 Uiso 0.4 1 calc R U P E 2
H18E H 0.0886 1.1609 -0.1523 0.163 Uiso 0.4 1 calc R U P E 2
H18F H 0.1483 1.1546 -0.0890 0.163 Uiso 0.4 1 calc R U P E 2
C16C C 0.1132(12) 0.947(3) -0.0939(17) 0.066(11) Uani 0.2 1 d . . P E 3
H16X H 0.1288 0.8751 -0.1053 0.079 Uiso 0.2 1 calc R U P E 3
H16E H 0.0760 0.9201 -0.1114 0.079 Uiso 0.2 1 calc R U P E 3
C17C C 0.113(2) 1.050(3) -0.1160(12) 0.26(3) Uani 0.2 1 d . . P E 3
H17E H 0.1501 1.0835 -0.0921 0.315 Uiso 0.2 1 calc R U P E 3
H17R H 0.0928 1.1173 -0.1085 0.315 Uiso 0.2 1 calc R U P E 3
C18C C 0.0884(15) 1.058(3) -0.1892(9) 0.208(18) Uani 0.2 1 d . . P E 3
H18Y H 0.0912 1.1526 -0.2001 0.311 Uiso 0.2 1 calc R U P E 3
H18R H 0.1084 0.9962 -0.1979 0.311 Uiso 0.2 1 calc R U P E 3
H18U H 0.0508 1.0302 -0.2144 0.311 Uiso 0.2 1 calc R U P E 3
C19R C 0.12476(8) 1.0206(2) 0.00122(10) 0.0558(5) Uani 1 1 d . . . . .
H19A H 0.0922 1.0703 -0.0183 0.084 Uiso 1 1 calc R U . . .


_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 1.9667(13) 5_575 ?
Cu1 O1 1.9668(13) . ?
Cu1 O2 2.0522(15) . ?
Cu1 O2 2.0522(15) 5_575 ?
Cu1 O1R 2.2248(14) . ?
Cu1 O1R 2.2249(14) 5_575 ?
O1 C2 1.251(2) . ?
C1 F2A 1.171(7) . ?
C1 F3 1.223(6) . ?
C1 F1A 1.268(8) . ?
C1 F1 1.303(8) . ?
C1 F2 1.433(7) . ?
C1 F3A 1.474(8) . ?
C1 C2 1.528(3) . ?
C2 C3 1.379(3) . ?
C3 C4 1.379(3) . ?
C3 H3A 0.9400 . ?
C4 O2 1.252(3) . ?
C4 C5 1.524(4) . ?
C5 F4A 1.218(12) . ?
C5 F6 1.275(11) . ?
C5 F4 1.284(13) . ?
C5 F6A 1.314(13) . ?
C5 F5A 1.376(14) . ?
C5 F5 1.394(12) . ?
Cu2 O3 1.9648(11) 7_565 ?
Cu2 O3 1.9648(11) . ?
Cu2 O4 1.9653(13) . ?
Cu2 O4 1.9653(13) 7_565 ?
Cu2 N14R 2.4438(15) 7_565 ?
Cu2 N14R 2.4438(15) . ?
O3 C7 1.246(2) . ?
C6 F9A 1.153(5) . ?
C6 F9 1.216(5) . ?
C6 F8 1.229(5) . ?
C6 F7A 1.269(7) . ?
C6 F8A 1.516(6) . ?
C6 F7 1.518(5) . ?
C6 C7 1.537(3) . ?
C7 C8 1.381(3) . ?
C8 C9 1.377(3) . ?
C8 H8A 0.9400 . ?
C9 O4 1.249(2) . ?
C9 C10 1.538(3) . ?
C10 F10A 1.219(8) . ?
C10 F11A 1.233(8) . ?
C10 F12 1.264(5) . ?
C10 F10 1.294(10) . ?
C10 F11 1.334(9) . ?
C10 F12A 1.353(7) . ?
O1R N1R 1.299(2) . ?
N1R C11R 1.332(2) . ?
N1R C3R 1.503(2) . ?
C3R C5R 1.523(3) . ?
C3R C4R 1.527(3) . ?
C3R C6R 1.547(3) . ?
C4R H4RA 0.9700 . ?
C4R H4RB 0.9700 . ?
C4R H4RC 0.9700 . ?
C5R H5RA 0.9700 . ?
C5R H5RB 0.9700 . ?
C5R H5RC 0.9700 . ?
C6R N9R 1.501(3) . ?
C6R C8R 1.526(3) . ?
C6R C7R 1.531(3) . ?
C7R H7RA 0.9700 . ?
C7R H7RB 0.9700 . ?
C7R H7RC 0.9700 . ?
C8R H8RA 0.9700 . ?
C8R H8RB 0.9700 . ?
C8R H8RC 0.9700 . ?
N9R O10R 1.273(2) . ?
N9R C11R 1.350(3) . ?
C11R C12R 1.435(3) . ?
C12R C19R 1.376(3) . ?
C12R C13R 1.409(3) . ?
C13R N14R 1.316(3) . ?
C13R H13A 0.9400 . ?
N14R N15R 1.359(2) . ?
N15R C19R 1.326(3) . ?
N15R C16C 1.38(3) . ?
N15R C16A 1.440(10) . ?
N15R C16B 1.647(14) . ?
C16A C17A 1.582(13) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C17A C18A 1.511(9) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C18A H18A 0.9700 . ?
C18A H18B 0.9700 . ?
C18A H18C 0.9700 . ?
C16B C17B 1.514(15) . ?
C16B H16C 0.9800 . ?
C16B H16D 0.9800 . ?
C17B C18B 1.445(11) . ?
C17B H17C 0.9800 . ?
C17B H17D 0.9800 . ?
C18B H18D 0.9700 . ?
C18B H18E 0.9700 . ?
C18B H18F 0.9700 . ?
C16C C17C 1.14(4) . ?
C16C H16X 0.9800 . ?
C16C H16E 0.9800 . ?
C17C C18C 1.58(2) . ?
C17C H17E 0.9800 . ?
C17C H17R 0.9800 . ?
C18C H18Y 0.9700 . ?
C18C H18R 0.9700 . ?
C18C H18U 0.9700 . ?
C19R H19A 0.9400 . ?

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 O1 180.0 5_575 . ?
O1 Cu1 O2 90.62(6) 5_575 . ?
O1 Cu1 O2 89.38(6) . . ?
O1 Cu1 O2 89.38(6) 5_575 5_575 ?
O1 Cu1 O2 90.62(6) . 5_575 ?
O2 Cu1 O2 180.0 . 5_575 ?
O1 Cu1 O1R 86.00(5) 5_575 . ?
O1 Cu1 O1R 94.00(5) . . ?
O2 Cu1 O1R 98.43(5) . . ?
O2 Cu1 O1R 81.58(5) 5_575 . ?
O1 Cu1 O1R 94.00(5) 5_575 5_575 ?
O1 Cu1 O1R 86.00(5) . 5_575 ?
O2 Cu1 O1R 81.57(5) . 5_575 ?
O2 Cu1 O1R 98.42(5) 5_575 5_575 ?
O1R Cu1 O1R 180.0 . 5_575 ?
C2 O1 Cu1 126.08(14) . . ?
F2A C1 F1A 116.2(7) . . ?
F3 C1 F1 113.6(6) . . ?
F3 C1 F2 103.5(6) . . ?
F1 C1 F2 100.1(6) . . ?
F2A C1 F3A 102.8(6) . . ?
F1A C1 F3A 99.8(6) . . ?
F2A C1 C2 116.2(4) . . ?
F3 C1 C2 116.3(4) . . ?
F1A C1 C2 115.1(5) . . ?
F1 C1 C2 113.8(6) . . ?
F2 C1 C2 107.5(4) . . ?
F3A C1 C2 103.2(4) . . ?
O1 C2 C3 128.8(2) . . ?
O1 C2 C1 113.2(2) . . ?
C3 C2 C1 118.0(2) . . ?
C2 C3 C4 122.0(2) . . ?
C2 C3 H3A 119.0 . . ?
C4 C3 H3A 119.0 . . ?
O2 C4 C3 128.2(2) . . ?
O2 C4 C5 113.5(2) . . ?
C3 C4 C5 118.2(2) . . ?
F6 C5 F4 108.9(10) . . ?
F4A C5 F6A 103.1(10) . . ?
F4A C5 F5A 103.8(10) . . ?
F6A C5 F5A 104.9(9) . . ?
F6 C5 F5 110.6(8) . . ?
F4 C5 F5 108.6(10) . . ?
F4A C5 C4 117.0(7) . . ?
F6 C5 C4 108.2(6) . . ?
F4 C5 C4 113.5(8) . . ?
F6A C5 C4 114.1(8) . . ?
F5A C5 C4 112.6(6) . . ?
F5 C5 C4 107.0(5) . . ?
C4 O2 Cu1 123.89(14) . . ?
O3 Cu2 O3 180.0 7_565 . ?
O3 Cu2 O4 87.72(5) 7_565 . ?
O3 Cu2 O4 92.28(5) . . ?
O3 Cu2 O4 92.28(5) 7_565 7_565 ?
O3 Cu2 O4 87.72(5) . 7_565 ?
O4 Cu2 O4 180.0 . 7_565 ?
O3 Cu2 N14R 88.52(5) 7_565 7_565 ?
O3 Cu2 N14R 91.48(5) . 7_565 ?
O4 Cu2 N14R 94.28(6) . 7_565 ?
O4 Cu2 N14R 85.72(6) 7_565 7_565 ?
O3 Cu2 N14R 91.48(5) 7_565 . ?
O3 Cu2 N14R 88.52(5) . . ?
O4 Cu2 N14R 85.72(6) . . ?
O4 Cu2 N14R 94.28(6) 7_565 . ?
N14R Cu2 N14R 180.0 7_565 . ?
C7 O3 Cu2 123.76(12) . . ?
F9 C6 F8 125.4(6) . . ?
F9A C6 F7A 116.2(6) . . ?
F9A C6 F8A 100.3(5) . . ?
F7A C6 F8A 92.0(5) . . ?
F9 C6 F7 99.0(5) . . ?
F8 C6 F7 97.2(4) . . ?
F9A C6 C7 120.4(4) . . ?
F9 C6 C7 112.4(3) . . ?
F8 C6 C7 113.1(3) . . ?
F7A C6 C7 115.1(4) . . ?
F8A C6 C7 106.2(3) . . ?
F7 C6 C7 104.5(3) . . ?
O3 C7 C8 128.51(18) . . ?
O3 C7 C6 114.3(2) . . ?
C8 C7 C6 117.15(19) . . ?
C9 C8 C7 122.61(19) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
O4 C9 C8 128.01(19) . . ?
O4 C9 C10 113.33(19) . . ?
C8 C9 C10 118.7(2) . . ?
F10A C10 F11A 110.1(8) . . ?
F12 C10 F10 110.3(7) . . ?
F12 C10 F11 101.9(5) . . ?
F10 C10 F11 106.7(7) . . ?
F10A C10 F12A 107.5(7) . . ?
F11A C10 F12A 105.3(7) . . ?
F10A C10 C9 113.5(5) . . ?
F11A C10 C9 110.2(5) . . ?
F12 C10 C9 116.3(3) . . ?
F10 C10 C9 109.2(5) . . ?
F11 C10 C9 111.9(4) . . ?
F12A C10 C9 109.9(4) . . ?
C9 O4 Cu2 124.21(13) . . ?
N1R O1R Cu1 126.41(11) . . ?
O1R N1R C11R 125.06(15) . . ?
O1R N1R C3R 121.76(15) . . ?
C11R N1R C3R 111.87(16) . . ?
N1R C3R C5R 110.21(17) . . ?
N1R C3R C4R 105.92(16) . . ?
C5R C3R C4R 110.82(19) . . ?
N1R C3R C6R 99.57(15) . . ?
C5R C3R C6R 115.52(18) . . ?
C4R C3R C6R 113.77(18) . . ?
C3R C4R H4RA 109.5 . . ?
C3R C4R H4RB 109.5 . . ?
H4RA C4R H4RB 109.5 . . ?
C3R C4R H4RC 109.5 . . ?
H4RA C4R H4RC 109.5 . . ?
H4RB C4R H4RC 109.5 . . ?
C3R C5R H5RA 109.5 . . ?
C3R C5R H5RB 109.5 . . ?
H5RA C5R H5RB 109.5 . . ?
C3R C5R H5RC 109.5 . . ?
H5RA C5R H5RC 109.5 . . ?
H5RB C5R H5RC 109.5 . . ?
N9R C6R C8R 110.2(2) . . ?
N9R C6R C7R 105.66(17) . . ?
C8R C6R C7R 110.88(19) . . ?
N9R C6R C3R 99.99(15) . . ?
C8R C6R C3R 115.52(18) . . ?
C7R C6R C3R 113.58(19) . . ?
C6R C7R H7RA 109.5 . . ?
C6R C7R H7RB 109.5 . . ?
H7RA C7R H7RB 109.5 . . ?
C6R C7R H7RC 109.5 . . ?
H7RA C7R H7RC 109.5 . . ?
H7RB C7R H7RC 109.5 . . ?
C6R C8R H8RA 109.5 . . ?
C6R C8R H8RB 109.5 . . ?
H8RA C8R H8RB 109.5 . . ?
C6R C8R H8RC 109.5 . . ?
H8RA C8R H8RC 109.5 . . ?
H8RB C8R H8RC 109.5 . . ?
O10R N9R C11R 125.51(18) . . ?
O10R N9R C6R 122.68(17) . . ?
C11R N9R C6R 111.17(16) . . ?
N1R C11R N9R 108.43(16) . . ?
N1R C11R C12R 125.93(18) . . ?
N9R C11R C12R 125.64(17) . . ?
C19R C12R C13R 104.12(17) . . ?
C19R C12R C11R 126.95(17) . . ?
C13R C12R C11R 128.93(18) . . ?
N14R C13R C12R 111.62(18) . . ?
N14R C13R H13A 124.2 . . ?
C12R C13R H13A 124.2 . . ?
C13R N14R N15R 104.57(15) . . ?
C13R N14R Cu2 121.62(13) . . ?
N15R N14R Cu2 133.75(13) . . ?
C19R N15R N14R 112.42(18) . . ?
C19R N15R C16C 122.9(12) . . ?
N14R N15R C16C 124.6(12) . . ?
C19R N15R C16A 127.3(6) . . ?
N14R N15R C16A 118.3(5) . . ?
C19R N15R C16B 123.3(6) . . ?
N14R N15R C16B 120.6(6) . . ?
N15R C16A C17A 107.0(7) . . ?
N15R C16A H16A 110.3 . . ?
C17A C16A H16A 110.3 . . ?
N15R C16A H16B 110.3 . . ?
C17A C16A H16B 110.3 . . ?
H16A C16A H16B 108.6 . . ?
C18A C17A C16A 112.0(7) . . ?
C18A C17A H17A 109.2 . . ?
C16A C17A H17A 109.2 . . ?
C18A C17A H17B 109.2 . . ?
C16A C17A H17B 109.2 . . ?
H17A C17A H17B 107.9 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17B C16B N15R 106.9(10) . . ?
C17B C16B H16C 110.3 . . ?
N15R C16B H16C 110.3 . . ?
C17B C16B H16D 110.3 . . ?
N15R C16B H16D 110.3 . . ?
H16C C16B H16D 108.6 . . ?
C18B C17B C16B 113.4(8) . . ?
C18B C17B H17C 108.9 . . ?
C16B C17B H17C 108.9 . . ?
C18B C17B H17D 108.9 . . ?
C16B C17B H17D 108.9 . . ?
H17C C17B H17D 107.7 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C17C C16C N15R 112(3) . . ?
C17C C16C H16X 109.3 . . ?
N15R C16C H16X 109.3 . . ?
C17C C16C H16E 109.3 . . ?
N15R C16C H16E 109.3 . . ?
H16X C16C H16E 108.0 . . ?
C16C C17C C18C 120(3) . . ?
C16C C17C H17E 107.3 . . ?
C18C C17C H17E 107.3 . . ?
C16C C17C H17R 107.3 . . ?
C18C C17C H17R 107.3 . . ?
H17E C17C H17R 106.9 . . ?
C17C C18C H18Y 109.5 . . ?
C17C C18C H18R 109.5 . . ?
H18Y C18C H18R 109.5 . . ?
C17C C18C H18U 109.5 . . ?
H18Y C18C H18U 109.5 . . ?
H18R C18C H18U 109.5 . . ?
N15R C19R C12R 107.28(17) . . ?
N15R C19R H19A 126.4 . . ?
C12R C19R H19A 126.4 . . ?

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
Cu1 O1 C2 C3 -7.5(3) . . . . ?
Cu1 O1 C2 C1 172.31(16) . . . . ?
F2A C1 C2 O1 -10.6(8) . . . . ?
F3 C1 C2 O1 59.8(6) . . . . ?
F1A C1 C2 O1 -151.4(6) . . . . ?
F1 C1 C2 O1 -165.2(6) . . . . ?
F2 C1 C2 O1 -55.4(4) . . . . ?
F3A C1 C2 O1 101.0(4) . . . . ?
F2A C1 C2 C3 169.2(7) . . . . ?
F3 C1 C2 C3 -120.4(6) . . . . ?
F1A C1 C2 C3 28.4(7) . . . . ?
F1 C1 C2 C3 14.6(6) . . . . ?
F2 C1 C2 C3 124.3(4) . . . . ?
F3A C1 C2 C3 -79.2(4) . . . . ?
O1 C2 C3 C4 -0.9(4) . . . . ?
C1 C2 C3 C4 179.4(2) . . . . ?
C2 C3 C4 O2 -1.1(4) . . . . ?
C2 C3 C4 C5 177.9(2) . . . . ?
O2 C4 C5 F4A -58.6(9) . . . . ?
C3 C4 C5 F4A 122.2(9) . . . . ?
O2 C4 C5 F6 76.5(7) . . . . ?
C3 C4 C5 F6 -102.6(7) . . . . ?
O2 C4 C5 F4 -162.5(9) . . . . ?
C3 C4 C5 F4 18.4(9) . . . . ?
O2 C4 C5 F6A -179.1(8) . . . . ?
C3 C4 C5 F6A 1.7(8) . . . . ?
O2 C4 C5 F5A 61.5(7) . . . . ?
C3 C4 C5 F5A -117.7(7) . . . . ?
O2 C4 C5 F5 -42.6(7) . . . . ?
C3 C4 C5 F5 138.2(7) . . . . ?
C3 C4 O2 Cu1 10.4(3) . . . . ?
C5 C4 O2 Cu1 -168.70(16) . . . . ?
Cu2 O3 C7 C8 6.8(3) . . . . ?
Cu2 O3 C7 C6 -172.03(18) . . . . ?
F9A C6 C7 O3 -69.2(8) . . . . ?
F9 C6 C7 O3 -24.9(7) . . . . ?
F8 C6 C7 O3 124.1(4) . . . . ?
F7A C6 C7 O3 143.6(6) . . . . ?
F8A C6 C7 O3 43.5(4) . . . . ?
F7 C6 C7 O3 -131.3(3) . . . . ?
F9A C6 C7 C8 111.8(7) . . . . ?
F9 C6 C7 C8 156.2(6) . . . . ?
F8 C6 C7 C8 -54.8(5) . . . . ?
F7A C6 C7 C8 -35.3(6) . . . . ?
F8A C6 C7 C8 -135.4(4) . . . . ?
F7 C6 C7 C8 49.8(3) . . . . ?
O3 C7 C8 C9 -0.8(4) . . . . ?
C6 C7 C8 C9 178.0(3) . . . . ?
C7 C8 C9 O4 -0.7(4) . . . . ?
C7 C8 C9 C10 180.0(3) . . . . ?
O4 C9 C10 F10A -39.8(9) . . . . ?
C8 C9 C10 F10A 139.5(8) . . . . ?
O4 C9 C10 F11A 84.2(11) . . . . ?
C8 C9 C10 F11A -96.4(11) . . . . ?
O4 C9 C10 F12 157.3(6) . . . . ?
C8 C9 C10 F12 -23.4(7) . . . . ?
O4 C9 C10 F10 -77.1(8) . . . . ?
C8 C9 C10 F10 102.3(8) . . . . ?
O4 C9 C10 F11 40.7(6) . . . . ?
C8 C9 C10 F11 -139.9(6) . . . . ?
O4 C9 C10 F12A -160.2(6) . . . . ?
C8 C9 C10 F12A 19.2(7) . . . . ?
C8 C9 O4 Cu2 -4.1(3) . . . . ?
C10 C9 O4 Cu2 175.20(18) . . . . ?
Cu1 O1R N1R C11R 91.1(2) . . . . ?
Cu1 O1R N1R C3R -103.03(17) . . . . ?
O1R N1R C3R C5R 45.3(2) . . . . ?
C11R N1R C3R C5R -147.15(19) . . . . ?
O1R N1R C3R C4R -74.6(2) . . . . ?
C11R N1R C3R C4R 92.9(2) . . . . ?
O1R N1R C3R C6R 167.17(16) . . . . ?
C11R N1R C3R C6R -25.3(2) . . . . ?
N1R C3R C6R N9R 27.72(18) . . . . ?
C5R C3R C6R N9R 145.66(18) . . . . ?
C4R C3R C6R N9R -84.50(19) . . . . ?
N1R C3R C6R C8R 145.9(2) . . . . ?
C5R C3R C6R C8R -96.2(2) . . . . ?
C4R C3R C6R C8R 33.7(3) . . . . ?
N1R C3R C6R C7R -84.4(2) . . . . ?
C5R C3R C6R C7R 33.6(3) . . . . ?
C4R C3R C6R C7R 163.41(19) . . . . ?
C8R C6R N9R O10R 41.5(3) . . . . ?
C7R C6R N9R O10R -78.3(2) . . . . ?
C3R C6R N9R O10R 163.59(19) . . . . ?
C8R C6R N9R C11R -147.24(19) . . . . ?
C7R C6R N9R C11R 92.9(2) . . . . ?
C3R C6R N9R C11R -25.2(2) . . . . ?
O1R N1R C11R N9R 177.53(17) . . . . ?
C3R N1R C11R N9R 10.5(2) . . . . ?
O1R N1R C11R C12R -3.0(3) . . . . ?
C3R N1R C11R C12R -170.06(17) . . . . ?
O10R N9R C11R N1R -178.78(19) . . . . ?
C6R N9R C11R N1R 10.3(2) . . . . ?
O10R N9R C11R C12R 1.8(3) . . . . ?
C6R N9R C11R C12R -169.16(18) . . . . ?
N1R C11R C12R C19R 8.8(3) . . . . ?
N9R C11R C12R C19R -171.8(2) . . . . ?
N1R C11R C12R C13R -170.74(19) . . . . ?
N9R C11R C12R C13R 8.6(3) . . . . ?
C19R C12R C13R N14R -0.1(2) . . . . ?
C11R C12R C13R N14R 179.55(18) . . . . ?
C12R C13R N14R N15R 0.0(2) . . . . ?
C12R C13R N14R Cu2 -177.47(12) . . . . ?
C13R N14R N15R C19R 0.1(2) . . . . ?
Cu2 N14R N15R C19R 177.11(14) . . . . ?
C13R N14R N15R C16C -175.6(14) . . . . ?
Cu2 N14R N15R C16C 1.4(14) . . . . ?
C13R N14R N15R C16A 165.5(6) . . . . ?
Cu2 N14R N15R C16A -17.5(6) . . . . ?
C13R N14R N15R C16B -158.9(6) . . . . ?
Cu2 N14R N15R C16B 18.1(7) . . . . ?
C19R N15R C16A C17A -73.3(10) . . . . ?
N14R N15R C16A C17A 123.7(7) . . . . ?
N15R C16A C17A C18A 176.5(8) . . . . ?
C19R N15R C16B C17B 122.2(8) . . . . ?
N14R N15R C16B C17B -81.1(10) . . . . ?
N15R C16B C17B C18B -58.2(12) . . . . ?
C19R N15R C16C C17C 75(3) . . . . ?
N14R N15R C16C C17C -110(3) . . . . ?
N15R C16C C17C C18C 171(3) . . . . ?
N14R N15R C19R C12R -0.2(2) . . . . ?
C16C N15R C19R C12R 175.6(14) . . . . ?
C16A N15R C19R C12R -164.0(6) . . . . ?
C16B N15R C19R C12R 158.2(6) . . . . ?
C13R C12R C19R N15R 0.1(2) . . . . ?
C11R C12R C19R N15R -179.48(18) . . . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.043

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_240
_database_code_depnum_ccdc_archive 'CCDC 1418251'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   30.6714(18)
_cell_length_b                   9.5911(5)
_cell_length_c                   25.970(2)
_cell_angle_alpha                90
_cell_angle_beta                 125.6211(17)
_cell_angle_gamma                90
_cell_volume                     6210.1(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    9848
_cell_measurement_theta_min      3.58
_cell_measurement_theta_max      67.53

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.067
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      240(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36166
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.545
_diffrn_reflns_theta_max         67.811
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             5563
_reflns_number_gt                5269
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0678P)²+4.4323P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5563
_refine_ls_number_parameters     554
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1119
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 1.0000 0.0000 0.04728(13) Uani 1 2 d S . P . .
O1 O 0.03876(6) 0.84733(15) -0.00736(7) 0.0594(3) Uani 1 1 d . . . . .
C1 C 0.07537(14) 0.6295(3) -0.0002(2) 0.0931(9) Uani 1 1 d . . . . .
F1 F 0.0765(4) 0.5021(8) 0.0177(6) 0.115(3) Uani 0.5 1 d . . P A 1
F2 F 0.0369(3) 0.6144(8) -0.0679(3) 0.137(3) Uani 0.5 1 d . . P A 1
F3 F 0.1166(3) 0.6662(7) 0.0071(5) 0.124(3) Uani 0.5 1 d . . P A 1
F1A F 0.0670(4) 0.5027(9) 0.0041(6) 0.114(3) Uani 0.5 1 d . . P A 2
F2A F 0.0738(5) 0.6601(8) -0.0449(5) 0.163(4) Uani 0.5 1 d . . P A 2
F3A F 0.1334(3) 0.6360(9) 0.0514(5) 0.155(4) Uani 0.5 1 d . . P A 2
C2 C 0.05091(9) 0.7333(2) 0.02113(12) 0.0627(5) Uani 1 1 d . . . . .
C3 C 0.04480(10) 0.6918(3) 0.06735(13) 0.0734(6) Uani 1 1 d . . . . .
H3A H 0.0555 0.6025 0.0841 0.088 Uiso 1 1 calc R U . . .
C4 C 0.02336(9) 0.7786(3) 0.08958(11) 0.0650(5) Uani 1 1 d . . . . .
C5 C 0.01637(15) 0.7215(4) 0.13908(16) 0.0915(8) Uani 1 1 d . . . . .
F4 F 0.0463(8) 0.6160(18) 0.1689(8) 0.179(7) Uani 0.5 1 d . . P B 1
F5 F 0.0287(9) 0.812(2) 0.1852(8) 0.154(6) Uani 0.5 1 d . . P B 1
F6 F -0.0325(5) 0.6915(12) 0.1117(6) 0.114(3) Uani 0.5 1 d . . P B 1
F4A F 0.0405(7) 0.8032(18) 0.1865(5) 0.145(6) Uani 0.5 1 d . . P B 2
F5A F -0.0367(5) 0.7162(14) 0.1178(6) 0.140(5) Uani 0.5 1 d . . P B 2
F6A F 0.0332(8) 0.5920(15) 0.1570(8) 0.135(4) Uani 0.5 1 d . . P B 2
O2 O 0.00772(6) 0.90156(16) 0.07377(7) 0.0634(4) Uani 1 1 d . . . . .
Cu2 Cu 0.2500 0.7500 0.0000 0.05278(14) Uani 1 2 d S . P . .
O3 O 0.25694(6) 0.90844(14) -0.04261(7) 0.0551(3) Uani 1 1 d . . . . .
C6 C 0.27955(16) 1.1301(3) -0.05775(15) 0.0899(9) Uani 1 1 d . . . . .
F7 F 0.33597(17) 1.1667(4) -0.0353(3) 0.0987(11) Uani 0.5 1 d . . P C 1
F8 F 0.2684(3) 1.2424(7) -0.0453(4) 0.112(3) Uani 0.5 1 d . . P C 1
F9 F 0.2614(5) 1.0908(8) -0.1110(3) 0.175(5) Uani 0.5 1 d . . P C 1
F7A F 0.2842(4) 1.2517(7) -0.0355(4) 0.149(4) Uani 0.5 1 d . . P C 2
F8A F 0.2217(3) 1.1460(6) -0.1066(3) 0.1374(19) Uani 0.5 1 d . . P C 2
F9A F 0.2952(5) 1.1162(7) -0.0890(5) 0.153(3) Uani 0.5 1 d . . P C 2
C7 C 0.28628(11) 1.0110(2) -0.01423(11) 0.0619(5) Uani 1 1 d . . . . .
C8 C 0.32268(12) 1.0312(3) 0.05033(12) 0.0766(7) Uani 1 1 d . . . . .
H8A H 0.3421 1.1139 0.0647 0.092 Uiso 1 1 calc R U . . .
C9 C 0.33117(9) 0.9336(2) 0.09407(11) 0.0628(5) Uani 1 1 d . . . . .
C10 C 0.37233(15) 0.9660(4) 0.16481(15) 0.0953(9) Uani 1 1 d . . . . .
F10 F 0.3469(5) 1.009(2) 0.1881(6) 0.194(7) Uani 0.5 1 d . . P D 1
F11 F 0.4008(6) 0.8556(9) 0.1971(3) 0.150(5) Uani 0.5 1 d . . P D 1
F12 F 0.4079(4) 1.0533(13) 0.1768(4) 0.132(3) Uani 0.5 1 d . . P D 1
F10A F 0.3593(5) 0.9244(18) 0.1982(4) 0.152(5) Uani 0.5 1 d . . P D 2
F11A F 0.4169(4) 0.914(2) 0.1835(5) 0.205(5) Uani 0.5 1 d . . P D 2
F12A F 0.3826(7) 1.1023(10) 0.1750(4) 0.169(6) Uani 0.5 1 d . . P D 2
O4 O 0.30880(6) 0.81785(15) 0.08413(7) 0.0597(3) Uani 1 1 d . . . . .
O1R O 0.07315(6) 1.13893(15) 0.05585(7) 0.0587(3) Uani 1 1 d . . . . .
N1R N 0.11794(7) 1.11077(18) 0.10976(8) 0.0545(4) Uani 1 1 d . . . . .
C3R C 0.13155(9) 1.1718(2) 0.17065(10) 0.0607(5) Uani 1 1 d . . . . .
C4R C 0.14624(12) 1.3248(2) 0.17049(13) 0.0747(6) Uani 1 1 d . . . . .
H4RA H 0.1554 1.3694 0.2087 0.112 Uiso 1 1 calc R U . . .
H4RB H 0.1763 1.3288 0.1682 0.112 Uiso 1 1 calc R U . . .
H4RC H 0.1162 1.3717 0.1345 0.112 Uiso 1 1 calc R U . . .
C5R C 0.08359(11) 1.1624(3) 0.17351(12) 0.0775(7) Uani 1 1 d . . . . .
H5RA H 0.0928 1.2017 0.2127 0.116 Uiso 1 1 calc R U . . .
H5RB H 0.0540 1.2130 0.1386 0.116 Uiso 1 1 calc R U . . .
H5RC H 0.0736 1.0664 0.1710 0.116 Uiso 1 1 calc R U . . .
C6R C 0.18020(10) 1.0794(2) 0.21852(10) 0.0648(5) Uani 1 1 d . . . . .
C7R C 0.16437(13) 0.9405(3) 0.23255(13) 0.0828(7) Uani 1 1 d . . . . .
H7RA H 0.1512 0.9573 0.2577 0.124 Uiso 1 1 calc R U . . .
H7RB H 0.1368 0.8968 0.1934 0.124 Uiso 1 1 calc R U . . .
H7RC H 0.1951 0.8806 0.2553 0.124 Uiso 1 1 calc R U . . .
C8R C 0.22420(12) 1.1513(3) 0.27966(12) 0.0863(8) Uani 1 1 d . . . . .
H8RA H 0.2109 1.1740 0.3042 0.129 Uiso 1 1 calc R U . . .
H8RB H 0.2545 1.0899 0.3036 0.129 Uiso 1 1 calc R U . . .
H8RC H 0.2350 1.2351 0.2697 0.129 Uiso 1 1 calc R U . . .
N9R N 0.20006(7) 1.0429(2) 0.17952(9) 0.0633(4) Uani 1 1 d . . . . .
O10R O 0.24678(7) 0.9930(2) 0.20361(9) 0.0863(5) Uani 1 1 d . . . . .
C11R C 0.16034(8) 1.0500(2) 0.11696(10) 0.0548(4) Uani 1 1 d . . . . .
C12R C 0.16308(8) 1.00042(19) 0.06687(10) 0.0534(5) Uani 1 1 d . . . . .
C13R C 0.20354(9) 0.9204(2) 0.07096(11) 0.0606(5) Uani 1 1 d . . . . .
H13A H 0.2345 0.8900 0.1088 0.073 Uiso 1 1 calc R U . . .
N14R N 0.19201(8) 0.89413(19) 0.01454(9) 0.0624(4) Uani 1 1 d . . . . .
N15R N 0.14394(8) 0.9570(2) -0.02636(9) 0.0666(5) Uani 1 1 d . . . . .
C16A C 0.1231(4) 0.9746(10) -0.0950(4) 0.072(2) Uani 0.5 1 d . . P E 1
H16A H 0.1203 1.0729 -0.1054 0.086 Uiso 0.5 1 calc R U P E 1
H16B H 0.1473 0.9309 -0.1027 0.086 Uiso 0.5 1 calc R U P E 1
C17A C 0.0694(3) 0.9075(12) -0.1344(3) 0.123(3) Uani 0.5 1 d . . P E 1
H17A H 0.0458 0.9468 -0.1247 0.147 Uiso 0.5 1 calc R U P E 1
H17B H 0.0725 0.8080 -0.1262 0.147 Uiso 0.5 1 calc R U P E 1
C18A C 0.0467(4) 0.9356(17) -0.2047(3) 0.190(6) Uani 0.5 1 d . . P E 1
H18A H 0.0119 0.8936 -0.2317 0.285 Uiso 0.5 1 calc R U P E 1
H18B H 0.0438 1.0343 -0.2121 0.285 Uiso 0.5 1 calc R U P E 1
H18C H 0.0703 0.8962 -0.2137 0.285 Uiso 0.5 1 calc R U P E 1
C16B C 0.1110(5) 0.9243(13) -0.0944(6) 0.098(4) Uani 0.5 1 d . . P E 2
H16C H 0.1177 0.8292 -0.1008 0.118 Uiso 0.5 1 calc R U P E 2
H16D H 0.0733 0.9331 -0.1119 0.118 Uiso 0.5 1 calc R U P E 2
C17B C 0.1249(4) 1.021(2) -0.1259(6) 0.279(13) Uani 0.5 1 d . . P E 2
H17C H 0.1616 1.0439 -0.0916 0.334 Uiso 0.5 1 calc R U P E 2
H17D H 0.1283 0.9576 -0.1525 0.334 Uiso 0.5 1 calc R U P E 2
C18B C 0.1134(8) 1.1097(16) -0.1520(11) 0.303(14) Uani 0.5 1 d . . P E 2
H18D H 0.1385 1.1311 -0.1616 0.455 Uiso 0.5 1 calc R U P E 2
H18E H 0.0784 1.0968 -0.1907 0.455 Uiso 0.5 1 calc R U P E 2
H18F H 0.1124 1.1851 -0.1284 0.455 Uiso 0.5 1 calc R U P E 2
C19R C 0.12584(9) 1.0209(2) 0.00303(11) 0.0600(5) Uani 1 1 d . . . . .
H19A H 0.0939 1.0703 -0.0160 0.090 Uiso 1 1 calc R U . . .


_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 1.9642(14) 5_575 ?
Cu1 O1 1.9643(14) . ?
Cu1 O2 2.0223(16) . ?
Cu1 O2 2.0223(16) 5_575 ?
Cu1 O1R 2.2632(15) . ?
Cu1 O1R 2.2633(15) 5_575 ?
O1 C2 1.249(3) . ?
C1 F2A 1.171(7) . ?
C1 F3 1.216(7) . ?
C1 F1A 1.261(8) . ?
C1 F1 1.301(8) . ?
C1 F2 1.446(7) . ?
C1 F3A 1.479(8) . ?
C1 C2 1.531(4) . ?
C2 C3 1.377(4) . ?
C3 C4 1.379(4) . ?
C3 H3A 0.9300 . ?
C4 O2 1.249(3) . ?
C4 C5 1.523(4) . ?
C5 F6 1.264(11) . ?
C5 F4A 1.272(14) . ?
C5 F4 1.279(16) . ?
C5 F6A 1.321(15) . ?
C5 F5 1.340(15) . ?
C5 F5A 1.384(13) . ?
Cu2 O3 1.9630(13) . ?
Cu2 O3 1.9630(13) 7_565 ?
Cu2 O4 1.9646(15) . ?
Cu2 O4 1.9646(15) 7_565 ?
Cu2 N14R 2.4494(17) . ?
Cu2 N14R 2.4495(17) 7_565 ?
O3 C7 1.244(3) . ?
C6 F9A 1.165(5) . ?
C6 F9 1.211(6) . ?
C6 F8 1.228(6) . ?
C6 F7A 1.272(7) . ?
C6 F8A 1.470(7) . ?
C6 F7 1.511(5) . ?
C6 C7 1.534(3) . ?
C7 C8 1.384(4) . ?
C8 C9 1.374(3) . ?
C8 H8A 0.9300 . ?
C9 O4 1.251(3) . ?
C9 C10 1.537(4) . ?
C10 F10A 1.215(8) . ?
C10 F11A 1.256(9) . ?
C10 F12 1.262(7) . ?
C10 F10 1.302(11) . ?
C10 F11 1.316(10) . ?
C10 F12A 1.335(9) . ?
O1R N1R 1.296(2) . ?
N1R C11R 1.335(3) . ?
N1R C3R 1.499(3) . ?
C3R C5R 1.518(3) . ?
C3R C4R 1.536(3) . ?
C3R C6R 1.548(3) . ?
C4R H4RA 0.9600 . ?
C4R H4RB 0.9600 . ?
C4R H4RC 0.9600 . ?
C5R H5RA 0.9600 . ?
C5R H5RB 0.9600 . ?
C5R H5RC 0.9600 . ?
C6R N9R 1.496(3) . ?
C6R C8R 1.524(3) . ?
C6R C7R 1.532(3) . ?
C7R H7RA 0.9600 . ?
C7R H7RB 0.9600 . ?
C7R H7RC 0.9600 . ?
C8R H8RA 0.9600 . ?
C8R H8RB 0.9600 . ?
C8R H8RC 0.9600 . ?
N9R O10R 1.277(3) . ?
N9R C11R 1.350(3) . ?
C11R C12R 1.433(3) . ?
C12R C19R 1.373(3) . ?
C12R C13R 1.409(3) . ?
C13R N14R 1.316(3) . ?
C13R H13A 0.9300 . ?
N14R N15R 1.357(3) . ?
N15R C19R 1.326(3) . ?
N15R C16B 1.470(13) . ?
N15R C16A 1.512(8) . ?
C16A C17A 1.487(13) . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C17A C18A 1.552(10) . ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
C16B C17B 1.455(12) . ?
C16B H16C 0.9700 . ?
C16B H16D 0.9700 . ?
C17B C18B 1.015(15) . ?
C17B H17C 0.9700 . ?
C17B H17D 0.9700 . ?
C18B H18D 0.9600 . ?
C18B H18E 0.9600 . ?
C18B H18F 0.9600 . ?
C19R H19A 0.9300 . ?

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 O1 180.0 5_575 . ?
O1 Cu1 O2 89.97(6) 5_575 . ?
O1 Cu1 O2 90.03(6) . . ?
O1 Cu1 O2 90.03(6) 5_575 5_575 ?
O1 Cu1 O2 89.97(6) . 5_575 ?
O2 Cu1 O2 180.00(9) . 5_575 ?
O1 Cu1 O1R 85.93(5) 5_575 . ?
O1 Cu1 O1R 94.07(5) . . ?
O2 Cu1 O1R 98.18(6) . . ?
O2 Cu1 O1R 81.82(6) 5_575 . ?
O1 Cu1 O1R 94.07(5) 5_575 5_575 ?
O1 Cu1 O1R 85.93(5) . 5_575 ?
O2 Cu1 O1R 81.82(6) . 5_575 ?
O2 Cu1 O1R 98.18(6) 5_575 5_575 ?
O1R Cu1 O1R 180.0 . 5_575 ?
C2 O1 Cu1 125.70(15) . . ?
F2A C1 F1A 115.8(8) . . ?
F3 C1 F1 114.0(7) . . ?
F3 C1 F2 104.9(6) . . ?
F1 C1 F2 100.0(7) . . ?
F2A C1 F3A 102.8(7) . . ?
F1A C1 F3A 99.2(6) . . ?
F2A C1 C2 116.7(4) . . ?
F3 C1 C2 116.0(4) . . ?
F1A C1 C2 115.3(6) . . ?
F1 C1 C2 113.5(6) . . ?
F2 C1 C2 106.3(4) . . ?
F3A C1 C2 103.3(4) . . ?
O1 C2 C3 128.6(2) . . ?
O1 C2 C1 113.3(2) . . ?
C3 C2 C1 118.1(2) . . ?
C2 C3 C4 122.1(2) . . ?
C2 C3 H3A 119.0 . . ?
C4 C3 H3A 119.0 . . ?
O2 C4 C3 128.1(2) . . ?
O2 C4 C5 113.7(2) . . ?
C3 C4 C5 118.2(2) . . ?
F6 C5 F4 111.0(11) . . ?
F4A C5 F6A 110.5(11) . . ?
F6 C5 F5 105.9(11) . . ?
F4 C5 F5 103.8(13) . . ?
F4A C5 F5A 107.1(11) . . ?
F6A C5 F5A 103.5(10) . . ?
F6 C5 C4 108.2(6) . . ?
F4A C5 C4 107.9(8) . . ?
F4 C5 C4 113.1(9) . . ?
F6A C5 C4 114.7(9) . . ?
F5 C5 C4 114.6(9) . . ?
F5A C5 C4 112.9(6) . . ?
C4 O2 Cu1 124.26(15) . . ?
O3 Cu2 O3 180.0 . 7_565 ?
O3 Cu2 O4 92.28(6) . . ?
O3 Cu2 O4 87.72(6) 7_565 . ?
O3 Cu2 O4 87.71(6) . 7_565 ?
O3 Cu2 O4 92.29(6) 7_565 7_565 ?
O4 Cu2 O4 180.0 . 7_565 ?
O3 Cu2 N14R 88.68(6) . . ?
O3 Cu2 N14R 91.32(6) 7_565 . ?
O4 Cu2 N14R 85.42(7) . . ?
O4 Cu2 N14R 94.58(7) 7_565 . ?
O3 Cu2 N14R 91.32(6) . 7_565 ?
O3 Cu2 N14R 88.68(6) 7_565 7_565 ?
O4 Cu2 N14R 94.58(7) . 7_565 ?
O4 Cu2 N14R 85.42(7) 7_565 7_565 ?
N14R Cu2 N14R 180.0 . 7_565 ?
C7 O3 Cu2 123.81(14) . . ?
F9 C6 F8 124.1(7) . . ?
F9A C6 F7A 116.0(6) . . ?
F9A C6 F8A 101.0(6) . . ?
F7A C6 F8A 93.3(6) . . ?
F9 C6 F7 100.0(6) . . ?
F8 C6 F7 97.3(4) . . ?
F9A C6 C7 119.6(4) . . ?
F9 C6 C7 112.6(3) . . ?
F8 C6 C7 113.4(4) . . ?
F7A C6 C7 114.6(4) . . ?
F8A C6 C7 106.8(3) . . ?
F7 C6 C7 104.9(3) . . ?
O3 C7 C8 128.5(2) . . ?
O3 C7 C6 114.3(2) . . ?
C8 C7 C6 117.1(2) . . ?
C9 C8 C7 122.5(2) . . ?
C9 C8 H8A 118.8 . . ?
C7 C8 H8A 118.8 . . ?
O4 C9 C8 128.1(2) . . ?
O4 C9 C10 113.3(2) . . ?
C8 C9 C10 118.6(2) . . ?
F10A C10 F11A 109.3(9) . . ?
F12 C10 F10 110.1(8) . . ?
F12 C10 F11 102.7(7) . . ?
F10 C10 F11 108.1(8) . . ?
F10A C10 F12A 108.5(8) . . ?
F11A C10 F12A 103.6(8) . . ?
F10A C10 C9 113.8(6) . . ?
F11A C10 C9 109.4(5) . . ?
F12 C10 C9 114.8(5) . . ?
F10 C10 C9 108.8(6) . . ?
F11 C10 C9 112.2(5) . . ?
F12A C10 C9 111.7(5) . . ?
C9 O4 Cu2 124.16(14) . . ?
N1R O1R Cu1 126.94(12) . . ?
O1R N1R C11R 125.14(17) . . ?
O1R N1R C3R 121.78(16) . . ?
C11R N1R C3R 111.86(17) . . ?
N1R C3R C5R 110.24(18) . . ?
N1R C3R C4R 105.78(18) . . ?
C5R C3R C4R 110.6(2) . . ?
N1R C3R C6R 99.77(16) . . ?
C5R C3R C6R 115.8(2) . . ?
C4R C3R C6R 113.7(2) . . ?
C3R C4R H4RA 109.5 . . ?
C3R C4R H4RB 109.5 . . ?
H4RA C4R H4RB 109.5 . . ?
C3R C4R H4RC 109.5 . . ?
H4RA C4R H4RC 109.5 . . ?
H4RB C4R H4RC 109.5 . . ?
C3R C5R H5RA 109.5 . . ?
C3R C5R H5RB 109.5 . . ?
H5RA C5R H5RB 109.5 . . ?
C3R C5R H5RC 109.5 . . ?
H5RA C5R H5RC 109.5 . . ?
H5RB C5R H5RC 109.5 . . ?
N9R C6R C8R 110.4(2) . . ?
N9R C6R C7R 105.55(19) . . ?
C8R C6R C7R 110.9(2) . . ?
N9R C6R C3R 99.91(16) . . ?
C8R C6R C3R 115.6(2) . . ?
C7R C6R C3R 113.4(2) . . ?
C6R C7R H7RA 109.5 . . ?
C6R C7R H7RB 109.5 . . ?
H7RA C7R H7RB 109.5 . . ?
C6R C7R H7RC 109.5 . . ?
H7RA C7R H7RC 109.5 . . ?
H7RB C7R H7RC 109.5 . . ?
C6R C8R H8RA 109.5 . . ?
C6R C8R H8RB 109.5 . . ?
H8RA C8R H8RB 109.5 . . ?
C6R C8R H8RC 109.5 . . ?
H8RA C8R H8RC 109.5 . . ?
H8RB C8R H8RC 109.5 . . ?
O10R N9R C11R 125.3(2) . . ?
O10R N9R C6R 122.63(19) . . ?
C11R N9R C6R 111.42(17) . . ?
N1R C11R N9R 108.25(18) . . ?
N1R C11R C12R 125.81(19) . . ?
N9R C11R C12R 125.94(19) . . ?
C19R C12R C13R 104.21(19) . . ?
C19R C12R C11R 126.96(19) . . ?
C13R C12R C11R 128.8(2) . . ?
N14R C13R C12R 111.5(2) . . ?
N14R C13R H13A 124.3 . . ?
C12R C13R H13A 124.3 . . ?
C13R N14R N15R 104.55(17) . . ?
C13R N14R Cu2 122.09(14) . . ?
N15R N14R Cu2 133.29(14) . . ?
C19R N15R N14R 112.52(18) . . ?
C19R N15R C16B 124.5(4) . . ?
N14R N15R C16B 121.2(4) . . ?
C19R N15R C16A 126.5(4) . . ?
N14R N15R C16A 119.5(4) . . ?
C17A C16A N15R 107.5(6) . . ?
C17A C16A H16A 110.2 . . ?
N15R C16A H16A 110.2 . . ?
C17A C16A H16B 110.2 . . ?
N15R C16A H16B 110.2 . . ?
H16A C16A H16B 108.5 . . ?
C16A C17A C18A 107.0(8) . . ?
C16A C17A H17A 110.3 . . ?
C18A C17A H17A 110.3 . . ?
C16A C17A H17B 110.3 . . ?
C18A C17A H17B 110.3 . . ?
H17A C17A H17B 108.6 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17B C16B N15R 108.6(12) . . ?
C17B C16B H16C 110.0 . . ?
N15R C16B H16C 110.0 . . ?
C17B C16B H16D 110.0 . . ?
N15R C16B H16D 110.0 . . ?
H16C C16B H16D 108.3 . . ?
C18B C17B C16B 143.9(16) . . ?
C18B C17B H17C 100.9 . . ?
C16B C17B H17C 100.9 . . ?
C18B C17B H17D 100.9 . . ?
C16B C17B H17D 100.9 . . ?
H17C C17B H17D 104.4 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
N15R C19R C12R 107.23(19) . . ?
N15R C19R H19A 126.4 . . ?
C12R C19R H19A 126.4 . . ?

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
Cu1 O1 C2 C3 -6.2(3) . . . . ?
Cu1 O1 C2 C1 173.43(18) . . . . ?
F2A C1 C2 O1 -9.2(9) . . . . ?
F3 C1 C2 O1 60.2(7) . . . . ?
F1A C1 C2 O1 -150.3(6) . . . . ?
F1 C1 C2 O1 -164.8(6) . . . . ?
F2 C1 C2 O1 -55.9(5) . . . . ?
F3A C1 C2 O1 102.7(5) . . . . ?
F2A C1 C2 C3 170.4(8) . . . . ?
F3 C1 C2 C3 -120.1(7) . . . . ?
F1A C1 C2 C3 29.3(7) . . . . ?
F1 C1 C2 C3 14.8(7) . . . . ?
F2 C1 C2 C3 123.7(4) . . . . ?
F3A C1 C2 C3 -77.7(5) . . . . ?
O1 C2 C3 C4 -0.7(4) . . . . ?
C1 C2 C3 C4 179.7(3) . . . . ?
C2 C3 C4 O2 -1.3(4) . . . . ?
C2 C3 C4 C5 177.9(3) . . . . ?
O2 C4 C5 F6 76.9(7) . . . . ?
C3 C4 C5 F6 -102.4(7) . . . . ?
O2 C4 C5 F4A -55.7(10) . . . . ?
C3 C4 C5 F4A 125.1(10) . . . . ?
O2 C4 C5 F4 -159.8(10) . . . . ?
C3 C4 C5 F4 21.0(11) . . . . ?
O2 C4 C5 F6A -179.3(9) . . . . ?
C3 C4 C5 F6A 1.5(9) . . . . ?
O2 C4 C5 F5 -41.0(11) . . . . ?
C3 C4 C5 F5 139.7(10) . . . . ?
O2 C4 C5 F5A 62.5(7) . . . . ?
C3 C4 C5 F5A -116.7(7) . . . . ?
C3 C4 O2 Cu1 9.2(3) . . . . ?
C5 C4 O2 Cu1 -169.90(18) . . . . ?
Cu2 O3 C7 C8 6.4(4) . . . . ?
Cu2 O3 C7 C6 -172.37(19) . . . . ?
F9A C6 C7 O3 -71.0(8) . . . . ?
F9 C6 C7 O3 -23.2(9) . . . . ?
F8 C6 C7 O3 124.1(5) . . . . ?
F7A C6 C7 O3 144.4(6) . . . . ?
F8A C6 C7 O3 42.6(5) . . . . ?
F7 C6 C7 O3 -130.9(3) . . . . ?
F9A C6 C7 C8 110.1(8) . . . . ?
F9 C6 C7 C8 157.9(8) . . . . ?
F8 C6 C7 C8 -54.8(6) . . . . ?
F7A C6 C7 C8 -34.5(7) . . . . ?
F8A C6 C7 C8 -136.3(4) . . . . ?
F7 C6 C7 C8 50.1(4) . . . . ?
O3 C7 C8 C9 -0.5(5) . . . . ?
C6 C7 C8 C9 178.3(3) . . . . ?
C7 C8 C9 O4 -0.6(4) . . . . ?
C7 C8 C9 C10 -179.7(3) . . . . ?
O4 C9 C10 F10A -36.7(11) . . . . ?
C8 C9 C10 F10A 142.6(11) . . . . ?
O4 C9 C10 F11A 85.9(13) . . . . ?
C8 C9 C10 F11A -94.9(13) . . . . ?
O4 C9 C10 F12 156.7(9) . . . . ?
C8 C9 C10 F12 -24.1(10) . . . . ?
O4 C9 C10 F10 -79.5(11) . . . . ?
C8 C9 C10 F10 99.7(11) . . . . ?
O4 C9 C10 F11 40.0(9) . . . . ?
C8 C9 C10 F11 -140.8(8) . . . . ?
O4 C9 C10 F12A -160.0(9) . . . . ?
C8 C9 C10 F12A 19.2(10) . . . . ?
C8 C9 O4 Cu2 -4.5(3) . . . . ?
C10 C9 O4 Cu2 174.7(2) . . . . ?
Cu1 O1R N1R C11R 90.7(2) . . . . ?
Cu1 O1R N1R C3R -102.95(19) . . . . ?
O1R N1R C3R C5R 44.9(3) . . . . ?
C11R N1R C3R C5R -147.1(2) . . . . ?
O1R N1R C3R C4R -74.6(2) . . . . ?
C11R N1R C3R C4R 93.4(2) . . . . ?
O1R N1R C3R C6R 167.19(18) . . . . ?
C11R N1R C3R C6R -24.8(2) . . . . ?
N1R C3R C6R N9R 27.5(2) . . . . ?
C5R C3R C6R N9R 145.68(19) . . . . ?
C4R C3R C6R N9R -84.7(2) . . . . ?
N1R C3R C6R C8R 145.9(2) . . . . ?
C5R C3R C6R C8R -95.9(3) . . . . ?
C4R C3R C6R C8R 33.7(3) . . . . ?
N1R C3R C6R C7R -84.4(2) . . . . ?
C5R C3R C6R C7R 33.8(3) . . . . ?
C4R C3R C6R C7R 163.5(2) . . . . ?
C8R C6R N9R O10R 41.7(3) . . . . ?
C7R C6R N9R O10R -78.2(3) . . . . ?
C3R C6R N9R O10R 164.0(2) . . . . ?
C8R C6R N9R C11R -147.4(2) . . . . ?
C7R C6R N9R C11R 92.8(2) . . . . ?
C3R C6R N9R C11R -25.1(2) . . . . ?
O1R N1R C11R N9R 177.53(18) . . . . ?
C3R N1R C11R N9R 10.0(2) . . . . ?
O1R N1R C11R C12R -2.7(3) . . . . ?
C3R N1R C11R C12R -170.20(19) . . . . ?
O10R N9R C11R N1R -178.8(2) . . . . ?
C6R N9R C11R N1R 10.6(2) . . . . ?
O10R N9R C11R C12R 1.4(3) . . . . ?
C6R N9R C11R C12R -169.19(19) . . . . ?
N1R C11R C12R C19R 8.6(3) . . . . ?
N9R C11R C12R C19R -171.7(2) . . . . ?
N1R C11R C12R C13R -171.2(2) . . . . ?
N9R C11R C12R C13R 8.5(3) . . . . ?
C19R C12R C13R N14R -0.1(2) . . . . ?
C11R C12R C13R N14R 179.8(2) . . . . ?
C12R C13R N14R N15R 0.0(2) . . . . ?
C12R C13R N14R Cu2 -177.48(13) . . . . ?
C13R N14R N15R C19R 0.2(3) . . . . ?
Cu2 N14R N15R C19R 177.18(16) . . . . ?
C13R N14R N15R C16B -165.1(5) . . . . ?
Cu2 N14R N15R C16B 11.9(6) . . . . ?
C13R N14R N15R C16A 167.5(4) . . . . ?
Cu2 N14R N15R C16A -15.5(5) . . . . ?
C19R N15R C16A C17A -70.9(9) . . . . ?
N14R N15R C16A C17A 123.7(6) . . . . ?
N15R C16A C17A C18A 176.0(7) . . . . ?
C19R N15R C16B C17B 105.4(9) . . . . ?
N14R N15R C16B C17B -91.2(10) . . . . ?
N15R C16B C17B C18B -100(4) . . . . ?
N14R N15R C19R C12R -0.2(3) . . . . ?
C16B N15R C19R C12R 164.4(6) . . . . ?
C16A N15R C19R C12R -166.4(5) . . . . ?
C13R C12R C19R N15R 0.2(2) . . . . ?
C11R C12R C19R N15R -179.7(2) . . . . ?

_refine_diff_density_max         0.434
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.041

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_290
_database_code_depnum_ccdc_archive 'CCDC 1418252'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   30.934(4)
_cell_length_b                   9.5804(12)
_cell_length_c                   26.135(3)
_cell_angle_alpha                90
_cell_angle_beta                 125.328(4)
_cell_angle_gamma                90
_cell_volume                     6318.9(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    9323
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      67.78

_exptl_crystal_description       bulk
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_F_000             2992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.031
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31581
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.502
_diffrn_reflns_theta_max         67.878
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5648
_reflns_number_gt                5285
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²+3.1222P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00043(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5648
_refine_ls_number_parameters     555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1125
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 1.0000 0.0000 0.05878(14) Uani 1 2 d S . P . .
O1 O 0.03749(5) 0.84713(15) -0.00888(7) 0.0692(3) Uani 1 1 d . . . . .
C1 C 0.07468(16) 0.6302(3) -0.0011(2) 0.1125(11) Uani 1 1 d . . . . .
F1 F 0.0761(4) 0.5035(8) 0.0179(6) 0.137(4) Uani 0.5 1 d . . P A 1
F2 F 0.0350(3) 0.6129(8) -0.0688(3) 0.162(3) Uani 0.5 1 d . . P A 1
F3 F 0.1142(3) 0.6692(7) 0.0039(6) 0.149(4) Uani 0.5 1 d . . P A 1
F1A F 0.0656(4) 0.5051(8) 0.0013(6) 0.138(4) Uani 0.5 1 d . . P A 2
F2A F 0.0740(5) 0.6605(8) -0.0450(5) 0.174(4) Uani 0.5 1 d . . P A 2
F3A F 0.1318(3) 0.6335(9) 0.0511(5) 0.188(4) Uani 0.5 1 d . . P A 2
C2 C 0.05014(9) 0.7344(2) 0.01972(12) 0.0746(6) Uani 1 1 d . . . . .
C3 C 0.04446(11) 0.6939(3) 0.06615(14) 0.0884(7) Uani 1 1 d . . . . .
H3A H 0.0556 0.6052 0.0834 0.106 Uiso 1 1 calc R U . . .
C4 C 0.02279(8) 0.7807(3) 0.08781(10) 0.0753(5) Uani 1 1 d . . . . .
C5 C 0.01620(16) 0.7246(4) 0.13750(17) 0.1070(9) Uani 1 1 d . . . . .
F4 F 0.0484(9) 0.6218(19) 0.1694(8) 0.195(7) Uani 0.5 1 d . . P B 1
F5 F 0.0276(8) 0.8242(16) 0.1802(7) 0.151(4) Uani 0.5 1 d . . P B 1
F6 F -0.0311(5) 0.6885(12) 0.1120(6) 0.135(4) Uani 0.5 1 d . . P B 1
F4A F 0.0401(8) 0.7959(19) 0.1847(6) 0.193(8) Uani 0.5 1 d . . P B 2
F5A F -0.0361(6) 0.7191(15) 0.1162(6) 0.164(5) Uani 0.5 1 d . . P B 2
F6A F 0.0306(8) 0.5953(17) 0.1525(9) 0.166(5) Uani 0.5 1 d . . P B 2
O2 O 0.00647(6) 0.90245(16) 0.07113(7) 0.0727(4) Uani 1 1 d . . . . .
Cu2 Cu 0.2500 0.7500 0.0000 0.06340(15) Uani 1 2 d S . P . .
O3 O 0.25666(6) 0.90853(13) -0.04228(7) 0.0654(3) Uani 1 1 d . . . . .
C6 C 0.27900(16) 1.1297(3) -0.05810(15) 0.1014(9) Uani 1 1 d . . . . .
F7 F 0.33355(19) 1.1660(5) -0.0375(3) 0.1196(14) Uani 0.5 1 d . . P C 1
F8 F 0.2674(3) 1.2426(7) -0.0459(4) 0.140(4) Uani 0.5 1 d . . P C 1
F9 F 0.2601(7) 1.0899(10) -0.1111(3) 0.232(7) Uani 0.5 1 d . . P C 1
F7A F 0.2863(5) 1.2492(6) -0.0353(4) 0.181(5) Uani 0.5 1 d . . P C 2
F8A F 0.2244(3) 1.1451(7) -0.1051(4) 0.159(2) Uani 0.5 1 d . . P C 2
F9A F 0.2950(5) 1.1106(8) -0.0890(5) 0.165(3) Uani 0.5 1 d . . P C 2
C7 C 0.28568(10) 1.0111(2) -0.01443(11) 0.0702(5) Uani 1 1 d . . . . .
C8 C 0.32130(12) 1.0315(3) 0.04881(12) 0.0869(7) Uani 1 1 d . . . . .
H8A H 0.3405 1.1143 0.0628 0.104 Uiso 1 1 calc R U . . .
C9 C 0.32978(9) 0.9339(2) 0.09232(11) 0.0726(5) Uani 1 1 d . . . . .
C10 C 0.37011(16) 0.9675(4) 0.16202(15) 0.1124(10) Uani 1 1 d . . . . .
F10 F 0.3475(5) 0.987(2) 0.1898(5) 0.177(5) Uani 0.5 1 d . . P D 1
F11 F 0.4032(5) 0.8592(9) 0.1917(4) 0.155(3) Uani 0.5 1 d . . P D 1
F12 F 0.4005(5) 1.0691(13) 0.1733(4) 0.150(4) Uani 0.5 1 d . . P D 1
F10A F 0.3657(8) 0.8985(17) 0.1968(3) 0.187(6) Uani 0.5 1 d . . P D 2
F11A F 0.4160(3) 0.952(3) 0.1748(4) 0.248(7) Uani 0.5 1 d . . P D 2
F12A F 0.3685(10) 1.1003(11) 0.1724(4) 0.239(8) Uani 0.5 1 d . . P D 2
O4 O 0.30792(6) 0.81851(14) 0.08285(7) 0.0703(3) Uani 1 1 d . . . . .
O1R O 0.07486(5) 1.13862(15) 0.05771(6) 0.0681(3) Uani 1 1 d . . . . .
N1R N 0.11904(6) 1.10993(17) 0.11080(7) 0.0611(4) Uani 1 1 d . . . . .
C3R C 0.13237(9) 1.1709(2) 0.17123(9) 0.0691(5) Uani 1 1 d . . . . .
C4R C 0.14723(11) 1.3234(2) 0.17136(12) 0.0866(7) Uani 1 1 d . . . . .
H4RA H 0.1562 1.3679 0.2093 0.130 Uiso 1 1 calc R U . . .
H4RB H 0.1771 1.3270 0.1691 0.130 Uiso 1 1 calc R U . . .
H4RC H 0.1177 1.3708 0.1358 0.130 Uiso 1 1 calc R U . . .
C5R C 0.08458(11) 1.1618(3) 0.17405(12) 0.0925(7) Uani 1 1 d . . . . .
H5RA H 0.0935 1.2010 0.2128 0.139 Uiso 1 1 calc R U . . .
H5RB H 0.0555 1.2128 0.1396 0.139 Uiso 1 1 calc R U . . .
H5RC H 0.0746 1.0658 0.1715 0.139 Uiso 1 1 calc R U . . .
C6R C 0.18010(9) 1.0779(2) 0.21809(10) 0.0742(5) Uani 1 1 d . . . . .
C7R C 0.16443(13) 0.9393(3) 0.23226(13) 0.0975(8) Uani 1 1 d . . . . .
H7RA H 0.1513 0.9564 0.2572 0.146 Uiso 1 1 calc R U . . .
H7RB H 0.1373 0.8953 0.1936 0.146 Uiso 1 1 calc R U . . .
H7RC H 0.1949 0.8794 0.2549 0.146 Uiso 1 1 calc R U . . .
C8R C 0.22367(12) 1.1494(3) 0.27857(12) 0.0999(8) Uani 1 1 d . . . . .
H8RA H 0.2105 1.1727 0.3030 0.150 Uiso 1 1 calc R U . . .
H8RB H 0.2534 1.0876 0.3022 0.150 Uiso 1 1 calc R U . . .
H8RC H 0.2345 1.2331 0.2687 0.150 Uiso 1 1 calc R U . . .
N9R N 0.19989(7) 1.04095(19) 0.17946(8) 0.0704(4) Uani 1 1 d . . . . .
O10R O 0.24591(7) 0.9904(2) 0.20293(9) 0.0976(5) Uani 1 1 d . . . . .
C11R C 0.16090(8) 1.0486(2) 0.11790(9) 0.0613(4) Uani 1 1 d . . . . .
C12R C 0.16376(8) 0.99874(19) 0.06827(10) 0.0604(4) Uani 1 1 d . . . . .
C13R C 0.20358(9) 0.9186(2) 0.07179(11) 0.0691(5) Uani 1 1 d . . . . .
H13A H 0.2340 0.8874 0.1091 0.083 Uiso 1 1 calc R U . . .
N14R N 0.19263(7) 0.89335(19) 0.01606(9) 0.0721(4) Uani 1 1 d . . . . .
N15R N 0.14543(8) 0.9570(2) -0.02389(8) 0.0744(5) Uani 1 1 d . . . . .
C16A C 0.1243(5) 0.9701(12) -0.0918(4) 0.082(3) Uani 0.47 1 d . . P E 1
H16A H 0.1255 1.0675 -0.1011 0.099 Uiso 0.47 1 calc R U P E 1
H16B H 0.1472 0.9184 -0.0992 0.099 Uiso 0.47 1 calc R U P E 1
C17A C 0.0726(4) 0.921(2) -0.1325(3) 0.206(7) Uani 0.47 1 d . . P E 1
H17A H 0.0499 0.9750 -0.1254 0.247 Uiso 0.47 1 calc R U P E 1
H17B H 0.0715 0.8251 -0.1219 0.247 Uiso 0.47 1 calc R U P E 1
C18A C 0.0500(6) 0.928(2) -0.2010(4) 0.222(7) Uani 0.47 1 d . . P E 1
H18A H 0.0144 0.8926 -0.2250 0.334 Uiso 0.47 1 calc R U P E 1
H18B H 0.0497 1.0235 -0.2126 0.334 Uiso 0.47 1 calc R U P E 1
H18C H 0.0713 0.8732 -0.2091 0.334 Uiso 0.47 1 calc R U P E 1
C16B C 0.1136(7) 0.9260(15) -0.0915(7) 0.134(6) Uani 0.53 1 d . . P E 2
H16C H 0.0765 0.9135 -0.1085 0.160 Uiso 0.53 1 calc R U P E 2
H16D H 0.1265 0.8435 -0.1002 0.160 Uiso 0.53 1 calc R U P E 2
C17B C 0.1227(4) 1.0605(17) -0.1178(4) 0.208(6) Uani 0.53 1 d . . P E 2
H17C H 0.1135 1.1412 -0.1035 0.249 Uiso 0.53 1 calc R U P E 2
H17D H 0.1600 1.0674 -0.1007 0.249 Uiso 0.53 1 calc R U P E 2
C18B C 0.0937(7) 1.0640(17) -0.1820(6) 0.236(7) Uani 0.53 1 d . . P E 2
H18D H 0.1011 1.1491 -0.1950 0.355 Uiso 0.53 1 calc R U P E 2
H18E H 0.1032 0.9857 -0.1966 0.355 Uiso 0.53 1 calc R U P E 2
H18F H 0.0567 1.0596 -0.1994 0.355 Uiso 0.53 1 calc R U P E 2
C19R C 0.12729(9) 1.0201(2) 0.00527(10) 0.0683(5) Uani 1 1 d . . . . .
H19A H 0.0957 1.0697 -0.0135 0.102 Uiso 1 1 calc R U . . .


_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 1.9634(13) 5_575 ?
Cu1 O1 1.9635(13) . ?
Cu1 O2 1.9848(15) . ?
Cu1 O2 1.9848(15) 5_575 ?
Cu1 O1R 2.3155(14) 5_575 ?
Cu1 O1R 2.3155(14) . ?
O1 C2 1.241(3) . ?
C1 F2A 1.170(8) . ?
C1 F3 1.211(7) . ?
C1 F1A 1.241(8) . ?
C1 F1 1.303(9) . ?
C1 F2 1.467(8) . ?
C1 F3A 1.483(9) . ?
C1 C2 1.533(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.379(4) . ?
C3 H3A 0.9300 . ?
C4 O2 1.245(3) . ?
C4 C5 1.524(4) . ?
C5 F4A 1.217(13) . ?
C5 F6 1.255(11) . ?
C5 F6A 1.299(18) . ?
C5 F4 1.303(18) . ?
C5 F5 1.351(13) . ?
C5 F5A 1.375(14) . ?
Cu2 O3 1.9579(12) . ?
Cu2 O3 1.9579(12) 7_565 ?
Cu2 O4 1.9602(15) . ?
Cu2 O4 1.9602(15) 7_565 ?
Cu2 N14R 2.4644(17) . ?
Cu2 N14R 2.4644(17) 7_565 ?
O3 C7 1.243(2) . ?
C6 F9A 1.178(6) . ?
C6 F9 1.212(6) . ?
C6 F8 1.237(6) . ?
C6 F7A 1.250(7) . ?
C6 F8A 1.408(7) . ?
C6 F7 1.486(6) . ?
C6 C7 1.537(3) . ?
C7 C8 1.370(4) . ?
C8 C9 1.375(3) . ?
C8 H8A 0.9300 . ?
C9 O4 1.244(2) . ?
C9 C10 1.533(4) . ?
C10 F10A 1.193(8) . ?
C10 F12 1.263(7) . ?
C10 F11A 1.265(10) . ?
C10 F10 1.281(9) . ?
C10 F12A 1.307(9) . ?
C10 F11 1.344(8) . ?
O1R N1R 1.294(2) . ?
N1R C11R 1.334(2) . ?
N1R C3R 1.501(2) . ?
C3R C5R 1.524(3) . ?
C3R C4R 1.531(3) . ?
C3R C6R 1.543(3) . ?
C4R H4RA 0.9600 . ?
C4R H4RB 0.9600 . ?
C4R H4RC 0.9600 . ?
C5R H5RA 0.9600 . ?
C5R H5RB 0.9600 . ?
C5R H5RC 0.9600 . ?
C6R N9R 1.495(3) . ?
C6R C8R 1.523(3) . ?
C6R C7R 1.531(3) . ?
C7R H7RA 0.9600 . ?
C7R H7RB 0.9600 . ?
C7R H7RC 0.9600 . ?
C8R H8RA 0.9600 . ?
C8R H8RB 0.9600 . ?
C8R H8RC 0.9600 . ?
N9R O10R 1.276(2) . ?
N9R C11R 1.343(3) . ?
C11R C12R 1.432(3) . ?
C12R C19R 1.370(3) . ?
C12R C13R 1.409(3) . ?
C13R N14R 1.313(3) . ?
C13R H13A 0.9300 . ?
N14R N15R 1.353(3) . ?
N15R C19R 1.325(3) . ?
N15R C16B 1.472(15) . ?
N15R C16A 1.501(8) . ?
C16A C17A 1.393(18) . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C17A C18A 1.498(11) . ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
C16B C17B 1.560(16) . ?
C16B H16A 0.9700 . ?
C16B H16B 0.9700 . ?
C17B C18B 1.372(14) . ?
C17B H17C 0.9700 . ?
C17B H17D 0.9700 . ?
C18B H18D 0.9600 . ?
C18B H18E 0.9600 . ?
C18B H18F 0.9600 . ?
C19R H19A 0.9300 . ?

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 O1 180.0 5_575 . ?
O1 Cu1 O2 89.26(6) 5_575 . ?
O1 Cu1 O2 90.74(6) . . ?
O1 Cu1 O2 90.74(6) 5_575 5_575 ?
O1 Cu1 O2 89.26(6) . 5_575 ?
O2 Cu1 O2 180.0 . 5_575 ?
O1 Cu1 O1R 93.91(5) 5_575 5_575 ?
O1 Cu1 O1R 86.09(5) . 5_575 ?
O2 Cu1 O1R 82.02(6) . 5_575 ?
O2 Cu1 O1R 97.98(6) 5_575 5_575 ?
O1 Cu1 O1R 86.09(5) 5_575 . ?
O1 Cu1 O1R 93.91(5) . . ?
O2 Cu1 O1R 97.98(6) . . ?
O2 Cu1 O1R 82.02(6) 5_575 . ?
O1R Cu1 O1R 180.0 5_575 . ?
C2 O1 Cu1 125.45(15) . . ?
F2A C1 F1A 114.5(8) . . ?
F3 C1 F1 116.0(7) . . ?
F3 C1 F2 104.7(7) . . ?
F1 C1 F2 100.1(7) . . ?
F2A C1 F3A 103.4(7) . . ?
F1A C1 F3A 99.1(7) . . ?
F2A C1 C2 117.0(4) . . ?
F3 C1 C2 115.9(4) . . ?
F1A C1 C2 115.9(6) . . ?
F1 C1 C2 112.6(6) . . ?
F2 C1 C2 105.1(4) . . ?
F3A C1 C2 103.3(5) . . ?
O1 C2 C3 128.3(2) . . ?
O1 C2 C1 113.7(2) . . ?
C3 C2 C1 118.1(2) . . ?
C4 C3 C2 122.1(2) . . ?
C4 C3 H3A 119.0 . . ?
C2 C3 H3A 119.0 . . ?
O2 C4 C3 128.1(2) . . ?
O2 C4 C5 113.7(2) . . ?
C3 C4 C5 118.3(2) . . ?
F4A C5 F6A 109.2(13) . . ?
F6 C5 F4 110.9(11) . . ?
F6 C5 F5 107.5(10) . . ?
F4 C5 F5 105.5(12) . . ?
F4A C5 F5A 108.3(12) . . ?
F6A C5 F5A 101.8(11) . . ?
F4A C5 C4 111.4(9) . . ?
F6 C5 C4 109.5(7) . . ?
F6A C5 C4 113.7(10) . . ?
F4 C5 C4 112.5(9) . . ?
F5 C5 C4 110.8(8) . . ?
F5A C5 C4 112.0(6) . . ?
C4 O2 Cu1 124.73(15) . . ?
O3 Cu2 O3 180.0 . 7_565 ?
O3 Cu2 O4 92.08(6) . . ?
O3 Cu2 O4 87.92(6) 7_565 . ?
O3 Cu2 O4 87.92(6) . 7_565 ?
O3 Cu2 O4 92.08(6) 7_565 7_565 ?
O4 Cu2 O4 180.0 . 7_565 ?
O3 Cu2 N14R 89.14(6) . . ?
O3 Cu2 N14R 90.86(6) 7_565 . ?
O4 Cu2 N14R 85.04(6) . . ?
O4 Cu2 N14R 94.96(6) 7_565 . ?
O3 Cu2 N14R 90.86(6) . 7_565 ?
O3 Cu2 N14R 89.14(6) 7_565 7_565 ?
O4 Cu2 N14R 94.96(6) . 7_565 ?
O4 Cu2 N14R 85.04(6) 7_565 7_565 ?
N14R Cu2 N14R 180.0 . 7_565 ?
C7 O3 Cu2 123.99(14) . . ?
F9 C6 F8 123.3(9) . . ?
F9A C6 F7A 115.9(6) . . ?
F9A C6 F8A 100.6(6) . . ?
F7A C6 F8A 96.6(6) . . ?
F9 C6 F7 100.6(8) . . ?
F8 C6 F7 98.0(4) . . ?
F9A C6 C7 117.6(4) . . ?
F9 C6 C7 112.6(4) . . ?
F8 C6 C7 112.9(4) . . ?
F7A C6 C7 114.5(4) . . ?
F8A C6 C7 107.7(3) . . ?
F7 C6 C7 105.5(3) . . ?
O3 C7 C8 128.5(2) . . ?
O3 C7 C6 114.1(2) . . ?
C8 C7 C6 117.4(2) . . ?
C7 C8 C9 122.5(2) . . ?
C7 C8 H8A 118.8 . . ?
C9 C8 H8A 118.8 . . ?
O4 C9 C8 128.2(2) . . ?
O4 C9 C10 113.5(2) . . ?
C8 C9 C10 118.4(2) . . ?
F10A C10 F11A 109.8(9) . . ?
F12 C10 F10 109.3(7) . . ?
F10A C10 F12A 110.3(8) . . ?
F11A C10 F12A 103.3(9) . . ?
F12 C10 F11 104.2(7) . . ?
F10 C10 F11 105.6(7) . . ?
F10A C10 C9 114.6(5) . . ?
F12 C10 C9 115.0(4) . . ?
F11A C10 C9 107.9(6) . . ?
F10 C10 C9 111.7(5) . . ?
F12A C10 C9 110.4(5) . . ?
F11 C10 C9 110.4(4) . . ?
C9 O4 Cu2 124.18(14) . . ?
N1R O1R Cu1 127.93(12) . . ?
O1R N1R C11R 125.52(16) . . ?
O1R N1R C3R 121.52(15) . . ?
C11R N1R C3R 111.80(16) . . ?
N1R C3R C5R 110.15(17) . . ?
N1R C3R C4R 105.86(17) . . ?
C5R C3R C4R 110.7(2) . . ?
N1R C3R C6R 99.49(16) . . ?
C5R C3R C6R 116.0(2) . . ?
C4R C3R C6R 113.62(19) . . ?
C3R C4R H4RA 109.5 . . ?
C3R C4R H4RB 109.5 . . ?
H4RA C4R H4RB 109.5 . . ?
C3R C4R H4RC 109.5 . . ?
H4RA C4R H4RC 109.5 . . ?
H4RB C4R H4RC 109.5 . . ?
C3R C5R H5RA 109.5 . . ?
C3R C5R H5RB 109.5 . . ?
H5RA C5R H5RB 109.5 . . ?
C3R C5R H5RC 109.5 . . ?
H5RA C5R H5RC 109.5 . . ?
H5RB C5R H5RC 109.5 . . ?
N9R C6R C8R 110.2(2) . . ?
N9R C6R C7R 105.56(19) . . ?
C8R C6R C7R 110.7(2) . . ?
N9R C6R C3R 100.28(16) . . ?
C8R C6R C3R 115.5(2) . . ?
C7R C6R C3R 113.7(2) . . ?
C6R C7R H7RA 109.5 . . ?
C6R C7R H7RB 109.5 . . ?
H7RA C7R H7RB 109.5 . . ?
C6R C7R H7RC 109.5 . . ?
H7RA C7R H7RC 109.5 . . ?
H7RB C7R H7RC 109.5 . . ?
C6R C8R H8RA 109.5 . . ?
C6R C8R H8RB 109.5 . . ?
H8RA C8R H8RB 109.5 . . ?
C6R C8R H8RC 109.5 . . ?
H8RA C8R H8RC 109.5 . . ?
H8RB C8R H8RC 109.5 . . ?
O10R N9R C11R 125.19(19) . . ?
O10R N9R C6R 122.98(18) . . ?
C11R N9R C6R 111.16(17) . . ?
N1R C11R N9R 108.54(17) . . ?
N1R C11R C12R 125.77(18) . . ?
N9R C11R C12R 125.69(18) . . ?
C19R C12R C13R 103.97(18) . . ?
C19R C12R C11R 126.81(18) . . ?
C13R C12R C11R 129.22(19) . . ?
N14R C13R C12R 111.91(19) . . ?
N14R C13R H13A 124.0 . . ?
C12R C13R H13A 124.0 . . ?
C13R N14R N15R 104.12(16) . . ?
C13R N14R Cu2 122.85(14) . . ?
N15R N14R Cu2 132.99(14) . . ?
C19R N15R N14R 112.88(18) . . ?
C19R N15R C16B 124.8(6) . . ?
N14R N15R C16B 120.6(6) . . ?
C19R N15R C16A 127.1(5) . . ?
N14R N15R C16A 119.2(5) . . ?
C17A C16A N15R 113.4(9) . . ?
C17A C16A H16A 108.9 . . ?
N15R C16A H16A 108.9 . . ?
C17A C16A H16B 108.9 . . ?
N15R C16A H16B 108.9 . . ?
H16A C16A H16B 107.7 . . ?
C16A C17A C18A 115.8(12) . . ?
C16A C17A H17A 108.3 . . ?
C18A C17A H17A 108.3 . . ?
C16A C17A H17B 108.3 . . ?
C18A C17A H17B 108.3 . . ?
H17A C17A H17B 107.4 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
N15R C16B C17B 101.3(11) . . ?
N15R C16B H16C 111.5 . . ?
C17B C16B H16C 111.5 . . ?
N15R C16B H16D 111.5 . . ?
C17B C16B H16D 111.5 . . ?
H16C C16B H16D 109.3 . . ?
C18B C17B C16B 113.7(13) . . ?
C18B C17B H17C 108.8 . . ?
C16B C17B H17C 108.8 . . ?
C18B C17B H17D 108.8 . . ?
C16B C17B H17D 108.8 . . ?
H17C C17B H17D 107.7 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
N15R C19R C12R 107.12(18) . . ?
N15R C19R H19A 126.4 . . ?
C12R C19R H19A 126.4 . . ?

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
Cu1 O1 C2 C3 -4.7(4) . . . . ?
Cu1 O1 C2 C1 174.9(2) . . . . ?
F2A C1 C2 O1 -7.5(9) . . . . ?
F3 C1 C2 O1 58.4(8) . . . . ?
F1A C1 C2 O1 -147.4(7) . . . . ?
F1 C1 C2 O1 -164.7(6) . . . . ?
F2 C1 C2 O1 -56.7(5) . . . . ?
F3A C1 C2 O1 105.3(5) . . . . ?
F2A C1 C2 C3 172.1(8) . . . . ?
F3 C1 C2 C3 -122.0(8) . . . . ?
F1A C1 C2 C3 32.2(8) . . . . ?
F1 C1 C2 C3 14.9(7) . . . . ?
F2 C1 C2 C3 122.9(5) . . . . ?
F3A C1 C2 C3 -75.0(5) . . . . ?
O1 C2 C3 C4 -0.4(4) . . . . ?
C1 C2 C3 C4 -180.0(3) . . . . ?
C2 C3 C4 O2 -1.0(4) . . . . ?
C2 C3 C4 C5 177.7(3) . . . . ?
O2 C4 C5 F4A -59.6(12) . . . . ?
C3 C4 C5 F4A 121.5(11) . . . . ?
O2 C4 C5 F6 78.4(7) . . . . ?
C3 C4 C5 F6 -100.5(7) . . . . ?
O2 C4 C5 F6A 176.6(9) . . . . ?
C3 C4 C5 F6A -2.3(10) . . . . ?
O2 C4 C5 F4 -157.8(10) . . . . ?
C3 C4 C5 F4 23.2(11) . . . . ?
O2 C4 C5 F5 -40.0(10) . . . . ?
C3 C4 C5 F5 141.1(10) . . . . ?
O2 C4 C5 F5A 61.9(7) . . . . ?
C3 C4 C5 F5A -117.0(7) . . . . ?
C3 C4 O2 Cu1 7.2(3) . . . . ?
C5 C4 O2 Cu1 -171.62(19) . . . . ?
Cu2 O3 C7 C8 5.9(3) . . . . ?
Cu2 O3 C7 C6 -172.97(19) . . . . ?
F9A C6 C7 O3 -70.8(8) . . . . ?
F9 C6 C7 O3 -21.8(11) . . . . ?
F8 C6 C7 O3 123.5(6) . . . . ?
F7A C6 C7 O3 148.0(7) . . . . ?
F8A C6 C7 O3 41.9(5) . . . . ?
F7 C6 C7 O3 -130.6(3) . . . . ?
F9A C6 C7 C8 110.2(8) . . . . ?
F9 C6 C7 C8 159.2(10) . . . . ?
F8 C6 C7 C8 -55.5(6) . . . . ?
F7A C6 C7 C8 -31.0(8) . . . . ?
F8A C6 C7 C8 -137.1(5) . . . . ?
F7 C6 C7 C8 50.4(4) . . . . ?
O3 C7 C8 C9 -0.2(4) . . . . ?
C6 C7 C8 C9 178.7(3) . . . . ?
C7 C8 C9 O4 -0.6(4) . . . . ?
C7 C8 C9 C10 -179.4(3) . . . . ?
O4 C9 C10 F10A -17.7(14) . . . . ?
C8 C9 C10 F10A 161.2(14) . . . . ?
O4 C9 C10 F12 166.4(10) . . . . ?
C8 C9 C10 F12 -14.7(11) . . . . ?
O4 C9 C10 F11A 104.9(16) . . . . ?
C8 C9 C10 F11A -76.1(17) . . . . ?
O4 C9 C10 F10 -68.2(11) . . . . ?
C8 C9 C10 F10 110.7(11) . . . . ?
O4 C9 C10 F12A -142.9(15) . . . . ?
C8 C9 C10 F12A 36.0(16) . . . . ?
O4 C9 C10 F11 48.9(9) . . . . ?
C8 C9 C10 F11 -132.1(9) . . . . ?
C8 C9 O4 Cu2 -4.5(3) . . . . ?
C10 C9 O4 Cu2 174.3(2) . . . . ?
Cu1 O1R N1R C11R 90.5(2) . . . . ?
Cu1 O1R N1R C3R -102.90(18) . . . . ?
O1R N1R C3R C5R 44.8(3) . . . . ?
C11R N1R C3R C5R -147.0(2) . . . . ?
O1R N1R C3R C4R -74.9(2) . . . . ?
C11R N1R C3R C4R 93.4(2) . . . . ?
O1R N1R C3R C6R 167.07(17) . . . . ?
C11R N1R C3R C6R -24.7(2) . . . . ?
N1R C3R C6R N9R 27.37(19) . . . . ?
C5R C3R C6R N9R 145.41(19) . . . . ?
C4R C3R C6R N9R -84.7(2) . . . . ?
N1R C3R C6R C8R 145.7(2) . . . . ?
C5R C3R C6R C8R -96.2(3) . . . . ?
C4R C3R C6R C8R 33.7(3) . . . . ?
N1R C3R C6R C7R -84.8(2) . . . . ?
C5R C3R C6R C7R 33.3(3) . . . . ?
C4R C3R C6R C7R 163.2(2) . . . . ?
C8R C6R N9R O10R 41.7(3) . . . . ?
C7R C6R N9R O10R -77.9(3) . . . . ?
C3R C6R N9R O10R 163.9(2) . . . . ?
C8R C6R N9R C11R -147.3(2) . . . . ?
C7R C6R N9R C11R 93.2(2) . . . . ?
C3R C6R N9R C11R -25.1(2) . . . . ?
O1R N1R C11R N9R 177.66(17) . . . . ?
C3R N1R C11R N9R 10.0(2) . . . . ?
O1R N1R C11R C12R -2.6(3) . . . . ?
C3R N1R C11R C12R -170.28(18) . . . . ?
O10R N9R C11R N1R -178.7(2) . . . . ?
C6R N9R C11R N1R 10.5(2) . . . . ?
O10R N9R C11R C12R 1.5(3) . . . . ?
C6R N9R C11R C12R -169.23(18) . . . . ?
N1R C11R C12R C19R 8.8(3) . . . . ?
N9R C11R C12R C19R -171.4(2) . . . . ?
N1R C11R C12R C13R -171.5(2) . . . . ?
N9R C11R C12R C13R 8.2(3) . . . . ?
C19R C12R C13R N14R 0.1(2) . . . . ?
C11R C12R C13R N14R -179.59(19) . . . . ?
C12R C13R N14R N15R -0.1(2) . . . . ?
C12R C13R N14R Cu2 -177.85(13) . . . . ?
C13R N14R N15R C19R 0.1(3) . . . . ?
Cu2 N14R N15R C19R 177.49(15) . . . . ?
C13R N14R N15R C16B -165.8(7) . . . . ?
Cu2 N14R N15R C16B 11.6(7) . . . . ?
C13R N14R N15R C16A 170.1(5) . . . . ?
Cu2 N14R N15R C16A -12.5(6) . . . . ?
C19R N15R C16A C17A -63.4(13) . . . . ?
N14R N15R C16A C17A 128.1(10) . . . . ?
N15R C16A C17A C18A -178.4(11) . . . . ?
C19R N15R C16B C17B 90.5(10) . . . . ?
N14R N15R C16B C17B -105.4(8) . . . . ?
N15R C16B C17B C18B -175.5(11) . . . . ?
N14R N15R C19R C12R -0.1(3) . . . . ?
C16B N15R C19R C12R 165.1(7) . . . . ?
C16A N15R C19R C12R -169.1(6) . . . . ?
C13R C12R C19R N15R 0.0(2) . . . . ?
C11R C12R C19R N15R 179.68(19) . . . . ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.043

_shelxl_version_number           2014/6

