# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_222_XIVa-RTbefore350
_database_code_depnum_ccdc_archive 'CCDC 1053800'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-05-14 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            'C21 H19 Cu1 F12 N4 O6'
_chemical_formula_weight         714.94

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.2761(6)
_cell_length_b                   15.8132(7)
_cell_length_c                   15.8350(8)
_cell_angle_alpha                84.871(2)
_cell_angle_beta                 74.034(2)
_cell_angle_gamma                87.117(2)
_cell_volume                     2942.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    306(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.860
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      306(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74357
_diffrn_reflns_av_unetI/netI     0.0819
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.750
_diffrn_reflns_theta_max         28.303
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             14542
_reflns_number_gt                7050
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0445P)²+1.1737P] 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         14542
_refine_ls_number_parameters     999
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1670
_refine_ls_R_factor_gt           0.0656
_refine_ls_wR_factor_ref         0.1337
_refine_ls_wR_factor_gt          0.1074
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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 0.34294(3) 0.41008(3) 0.30433(3) 0.05595(14) Uani 1 1 d . . . . .
O1 O 0.2166(2) 0.35072(15) 0.28382(16) 0.0640(6) Uani 1 1 d . . . . .
C1 C 0.0336(5) 0.3097(5) 0.2976(4) 0.0943(15) Uani 1 1 d . . . . .
F1 F 0.0549(12) 0.2215(7) 0.3072(7) 0.108(3) Uani 0.5 1 d . . P A 1
F2 F 0.0515(11) 0.3254(12) 0.2167(8) 0.142(6) Uani 0.5 1 d . . P A 1
F3 F -0.0711(14) 0.3212(12) 0.3381(12) 0.130(8) Uani 0.5 1 d . . P A 1
F1A F 0.0621(12) 0.2494(12) 0.2524(13) 0.189(9) Uani 0.5 1 d . . P A 2
F2A F 0.0005(13) 0.3755(9) 0.2434(12) 0.158(5) Uani 0.5 1 d . . P A 2
F3A F -0.0630(15) 0.2971(13) 0.3568(14) 0.138(8) Uani 0.5 1 d . . P A 2
C2 C 0.1199(3) 0.3469(2) 0.3360(3) 0.0599(9) Uani 1 1 d . . . . .
C3 C 0.0854(3) 0.3709(2) 0.4207(3) 0.0612(9) Uani 1 1 d . . . . .
H3A H 0.0094 0.3666 0.4517 0.073 Uiso 1 1 calc R U . . .
C4 C 0.1601(3) 0.4013(2) 0.4613(2) 0.0537(8) Uani 1 1 d . . . . .
C5 C 0.1139(4) 0.4224(4) 0.5566(3) 0.0749(12) Uani 1 1 d . . . . .
F4 F 0.1347(17) 0.3558(11) 0.6092(11) 0.189(9) Uani 0.5 1 d . . P B 1
F5 F 0.0036(15) 0.4331(11) 0.5785(13) 0.086(4) Uani 0.5 1 d . . P B 1
F6 F 0.1422(15) 0.4884(11) 0.5708(10) 0.166(7) Uani 0.5 1 d . . P B 1
F4A F 0.1650(12) 0.3824(9) 0.6100(11) 0.086(3) Uani 0.5 1 d . . P B 2
F5A F 0.0044(16) 0.4152(12) 0.5914(15) 0.116(7) Uani 0.5 1 d . . P B 2
F6A F 0.1438(9) 0.5060(6) 0.5658(8) 0.072(3) Uani 0.5 1 d . . P B 2
O2 O 0.26345(19) 0.41388(15) 0.43007(15) 0.0602(6) Uani 1 1 d . . . . .
O3 O 0.4200(2) 0.39017(15) 0.18221(16) 0.0694(7) Uani 1 1 d . . . . .
C6 C 0.5627(9) 0.3760(7) 0.0523(5) 0.127(2) Uani 1 1 d . . . . .
F9 F 0.629(3) 0.428(2) -0.0022(17) 0.228(14) Uani 0.5 1 d . . P C 1
F7 F 0.620(3) 0.3053(15) 0.0545(14) 0.200(8) Uani 0.5 1 d . . P C 1
F8 F 0.4916(17) 0.365(3) 0.0204(12) 0.179(12) Uani 0.5 1 d . . P C 1
F7A F 0.539(4) 0.2939(13) 0.0557(12) 0.204(11) Uani 0.5 1 d . . P C 2
F8A F 0.490(4) 0.4121(19) 0.0016(16) 0.200(13) Uani 0.5 1 d . . P C 2
F9A F 0.6652(17) 0.392(3) 0.0150(16) 0.22(2) Uani 0.5 1 d . . P C 2
C7 C 0.5209(4) 0.4064(3) 0.1454(3) 0.0769(11) Uani 1 1 d . . . . .
C8 C 0.5957(4) 0.4448(3) 0.1796(3) 0.0939(14) Uani 1 1 d . . . . .
H8A H 0.6690 0.4537 0.1442 0.113 Uiso 1 1 calc R U . . .
C9 C 0.5671(3) 0.4705(2) 0.2632(3) 0.0744(11) Uani 1 1 d . . . . .
C10 C 0.6559(6) 0.5134(6) 0.2956(6) 0.113(2) Uani 1 1 d . . . . .
F10 F 0.6426(11) 0.4998(12) 0.3817(8) 0.118(4) Uani 0.5 1 d . . P D 1
F11 F 0.7603(8) 0.4993(13) 0.2538(12) 0.132(5) Uani 0.5 1 d . . P D 1
F12 F 0.6444(16) 0.5975(7) 0.2809(13) 0.149(7) Uani 0.5 1 d . . P D 1
F10A F 0.705(3) 0.4502(11) 0.334(3) 0.245(9) Uani 0.5 1 d . . P D 2
F11A F 0.742(3) 0.529(3) 0.2309(16) 0.288(17) Uani 0.5 1 d . . P D 2
F12A F 0.6267(15) 0.569(3) 0.336(3) 0.287(18) Uani 0.5 1 d . . P D 2
O4 O 0.4743(2) 0.46510(15) 0.31941(17) 0.0660(6) Uani 1 1 d . . . . .
Cu2 Cu 0.19668(3) 0.92704(3) 0.20439(3) 0.05706(14) Uani 1 1 d . . . . .
O5 O 0.1395(2) 0.88649(14) 0.32678(14) 0.0563(6) Uani 1 1 d . . . . .
C11 C 0.0202(5) 0.8603(4) 0.4669(3) 0.0869(13) Uani 1 1 d . . . . .
F13 F 0.1013(9) 0.868(2) 0.5008(9) 0.160(12) Uani 0.5 1 d . . P E 1
F14 F -0.0605(14) 0.8964(14) 0.5230(8) 0.133(4) Uani 0.5 1 d . . P E 1
F15 F 0.004(3) 0.7840(11) 0.4630(10) 0.217(12) Uani 0.5 1 d . . P E 1
F13A F 0.063(3) 0.9004(12) 0.5133(12) 0.206(13) Uani 0.5 1 d . . P E 2
F14A F -0.0890(10) 0.8434(14) 0.5040(10) 0.135(5) Uani 0.5 1 d . . P E 2
F15A F 0.0705(13) 0.7849(9) 0.4681(8) 0.111(5) Uani 0.5 1 d . . P E 2
C12 C 0.0432(3) 0.9044(2) 0.3740(2) 0.0569(9) Uani 1 1 d . . . . .
C13 C -0.0396(3) 0.9565(2) 0.3523(2) 0.0645(10) Uani 1 1 d . . . . .
H13A H -0.1076 0.9647 0.3949 0.077 Uiso 1 1 calc R U . . .
C14 C -0.0249(3) 0.9971(2) 0.2691(2) 0.0570(9) Uani 1 1 d . . . . .
C15 C -0.1225(4) 1.0532(4) 0.2522(4) 0.0805(12) Uani 1 1 d . . . . .
F16 F -0.159(2) 1.0161(14) 0.1925(19) 0.219(8) Uani 0.5 1 d . . P F 1
F17 F -0.0901(15) 1.1214(10) 0.2131(14) 0.150(9) Uani 0.5 1 d . . P F 1
F18 F -0.2072(14) 1.0607(16) 0.3137(11) 0.199(10) Uani 0.5 1 d . . P F 1
F16A F -0.2098(9) 1.0119(8) 0.2577(9) 0.109(4) Uani 0.5 1 d . . P F 2
F17A F -0.0997(12) 1.0995(14) 0.1810(11) 0.144(9) Uani 0.5 1 d . . P F 2
F18A F -0.1570(10) 1.1074(7) 0.3189(9) 0.116(5) Uani 0.5 1 d . . P F 2
O6 O 0.05877(19) 0.99352(14) 0.20388(15) 0.0571(6) Uani 1 1 d . . . . .
O7 O 0.3304(2) 0.85391(15) 0.20497(16) 0.0640(6) Uani 1 1 d . . . . .
C16 C 0.4996(5) 0.7761(5) 0.1574(4) 0.0865(14) Uani 1 1 d . . . . .
F19 F 0.4625(17) 0.6944(10) 0.1603(11) 0.097(4) Uani 0.5 1 d . . P G 1
F20 F 0.5910(10) 0.7791(12) 0.0960(11) 0.143(8) Uani 0.5 1 d . . P G 1
F21 F 0.5118(15) 0.7766(10) 0.2356(11) 0.139(7) Uani 0.5 1 d . . P G 1
F19A F 0.4676(16) 0.7102(13) 0.1959(15) 0.194(10) Uani 0.5 1 d . . P G 2
F20A F 0.5865(13) 0.7641(13) 0.0899(10) 0.135(7) Uani 0.5 1 d . . P G 2
F21A F 0.5513(15) 0.8189(10) 0.2074(13) 0.143(6) Uani 0.5 1 d . . P G 2
C17 C 0.4062(3) 0.8374(2) 0.1382(3) 0.0626(10) Uani 1 1 d . . . . .
C18 C 0.4151(3) 0.8658(3) 0.0521(3) 0.0756(11) Uani 1 1 d . . . . .
H18A H 0.4766 0.8470 0.0083 0.091 Uiso 1 1 calc R U . . .
C19 C 0.3368(3) 0.9209(2) 0.0282(2) 0.0606(9) Uani 1 1 d . . . . .
C20 C 0.3553(5) 0.9479(4) -0.0695(3) 0.0817(13) Uani 1 1 d . . . . .
F22 F 0.4599(14) 0.9674(12) -0.1064(11) 0.134(7) Uani 0.5 1 d . . P H 1
F23 F 0.327(2) 0.8900(12) -0.1109(14) 0.141(8) Uani 0.5 1 d . . P H 1
F24 F 0.314(2) 1.0055(11) -0.0788(12) 0.193(9) Uani 0.5 1 d . . P H 1
F22A F 0.4563(16) 0.9334(17) -0.1181(12) 0.184(10) Uani 0.5 1 d . . P H 2
F23A F 0.293(2) 0.9091(16) -0.1009(14) 0.181(10) Uani 0.5 1 d . . P H 2
F24A F 0.3109(13) 1.0343(10) -0.0864(12) 0.123(4) Uani 0.5 1 d . . P H 2
O8 O 0.2496(2) 0.95204(15) 0.07748(15) 0.0641(6) Uani 1 1 d . . . . .
O1R O 0.0795(2) 0.80658(16) 0.18723(19) 0.0858(8) Uani 1 1 d . . . . .
N1R N 0.0607(2) 0.74886(19) 0.14103(19) 0.0605(8) Uani 1 1 d . . . . .
C1R C -0.0029(4) 0.6836(3) 0.0370(3) 0.0798(12) Uani 1 1 d . . . . .
C2R C 0.0833(5) 0.6957(4) -0.0537(3) 0.136(2) Uani 1 1 d . . . . .
H2RA H 0.0507 0.7323 -0.0925 0.203 Uiso 1 1 calc R U . . .
H2RB H 0.1501 0.7208 -0.0477 0.203 Uiso 1 1 calc R U . . .
H2RC H 0.1031 0.6416 -0.0776 0.203 Uiso 1 1 calc R U . . .
C3R C -0.1060(5) 0.6426(3) 0.0273(4) 0.138(2) Uani 1 1 d . . . . .
H3RA H -0.1423 0.6803 -0.0082 0.206 Uiso 1 1 calc R U . . .
H3RB H -0.0839 0.5905 -0.0006 0.206 Uiso 1 1 calc R U . . .
H3RC H -0.1577 0.6307 0.0844 0.206 Uiso 1 1 calc R U . . .
C4R C -0.0238(3) 0.7641(2) 0.0878(3) 0.0681(10) Uani 1 1 d . . . . .
C5R C -0.1388(4) 0.7672(4) 0.1562(4) 0.1176(18) Uani 1 1 d . . . . .
H5RA H -0.1976 0.7768 0.1268 0.176 Uiso 1 1 calc R U . . .
H5RB H -0.1504 0.7141 0.1916 0.176 Uiso 1 1 calc R U . . .
H5RC H -0.1407 0.8124 0.1932 0.176 Uiso 1 1 calc R U . . .
C6R C -0.0021(5) 0.8482(3) 0.0339(3) 0.1143(18) Uani 1 1 d . . . . .
H6RA H -0.0561 0.8578 0.0000 0.172 Uiso 1 1 calc R U . . .
H6RB H -0.0096 0.8929 0.0725 0.172 Uiso 1 1 calc R U . . .
H6RC H 0.0731 0.8473 -0.0050 0.172 Uiso 1 1 calc R U . . .
N2R N 0.0555(3) 0.6263(2) 0.0920(2) 0.0776(10) Uani 1 1 d . . . . .
O2R O 0.0740(4) 0.5482(2) 0.0802(2) 0.1310(14) Uani 1 1 d . . . . .
C7R C 0.0953(3) 0.6686(2) 0.1460(2) 0.0550(9) Uani 1 1 d . . . . .
C8R C 0.1616(3) 0.6322(2) 0.2028(2) 0.0515(8) Uani 1 1 d . . . . .
C9R C 0.1912(3) 0.6711(2) 0.2673(2) 0.0561(9) Uani 1 1 d . . . . .
H9RA H 0.1742 0.7270 0.2812 0.067 Uiso 1 1 calc R U . . .
N3R N 0.2587(2) 0.53820(17) 0.27098(19) 0.0612(8) Uani 1 1 d . . . . .
N4R N 0.2484(2) 0.61420(18) 0.30611(18) 0.0556(7) Uani 1 1 d . . . . .
C10R C 0.2976(4) 0.6267(2) 0.3778(3) 0.0805(12) Uani 1 1 d . . . . .
H10A H 0.3343 0.5748 0.3931 0.121 Uiso 1 1 calc R U . . .
H10B H 0.3521 0.6707 0.3595 0.121 Uiso 1 1 calc R U . . .
H10C H 0.2388 0.6427 0.4282 0.121 Uiso 1 1 calc R U . . .
C11R C 0.2060(3) 0.5499(2) 0.2082(2) 0.0623(10) Uani 1 1 d . . . . .
H11A H 0.1996 0.5082 0.1722 0.075 Uiso 1 1 calc R U . . .
O1S O 0.4547(2) 1.27938(16) 0.33308(16) 0.0715(7) Uiso 1 1 d . . . . .
N1S N 0.4337(2) 1.22233(18) 0.39788(19) 0.0602(7) Uiso 1 1 d . . . . .
C1S C 0.4857(3) 1.2211(2) 0.4734(3) 0.0681(11) Uani 1 1 d . . . . .
C2S C 0.6085(3) 1.1909(3) 0.4371(3) 0.1078(16) Uani 1 1 d . . . . .
H2SA H 0.6466 1.1887 0.4828 0.162 Uiso 1 1 calc R U . . .
H2SB H 0.6101 1.1353 0.4169 0.162 Uiso 1 1 calc R U . . .
H2SC H 0.6461 1.2296 0.3889 0.162 Uiso 1 1 calc R U . . .
C3S C 0.4816(4) 1.3113(3) 0.5027(3) 0.0919(14) Uani 1 1 d . . . . .
H3SA H 0.5148 1.3108 0.5510 0.138 Uiso 1 1 calc R U . . .
H3SB H 0.5233 1.3482 0.4544 0.138 Uiso 1 1 calc R U . . .
H3SC H 0.4043 1.3314 0.5209 0.138 Uiso 1 1 calc R U . . .
C4S C 0.4110(3) 1.1566(2) 0.5396(2) 0.0667(10) Uani 1 1 d . . . . .
C5S C 0.4723(4) 1.0973(3) 0.5945(3) 0.0950(14) Uani 1 1 d . . . . .
H5SA H 0.4980 1.1297 0.6335 0.143 Uiso 1 1 calc R U . . .
H5SB H 0.4212 1.0550 0.6284 0.143 Uiso 1 1 calc R U . . .
H5SC H 0.5362 1.0701 0.5560 0.143 Uiso 1 1 calc R U . . .
C6S C 0.3063(4) 1.1958(3) 0.5992(3) 0.0885(13) Uani 1 1 d . . . . .
H6SA H 0.3278 1.2286 0.6398 0.133 Uiso 1 1 calc R U . . .
H6SB H 0.2674 1.2319 0.5643 0.133 Uiso 1 1 calc R U . . .
H6SC H 0.2570 1.1516 0.6313 0.133 Uiso 1 1 calc R U . . .
N2S N 0.3704(2) 1.10658(19) 0.47838(19) 0.0582(7) Uani 1 1 d . . . . .
O2S O 0.3195(2) 1.03643(16) 0.50409(16) 0.0722(7) Uani 1 1 d . . . . .
C7S C 0.3797(3) 1.1499(2) 0.4001(2) 0.0530(8) Uani 1 1 d . . . . .
C8S C 0.3401(3) 1.1241(2) 0.3295(2) 0.0505(8) Uani 1 1 d . . . . .
C9S C 0.2956(3) 1.0464(2) 0.3225(2) 0.0559(9) Uani 1 1 d . . . . .
H9SA H 0.2862 1.0012 0.3654 0.067 Uiso 1 1 calc R U . . .
N3S N 0.2685(2) 1.04494(17) 0.24785(18) 0.0564(7) Uani 1 1 d . . . . .
N4S N 0.2941(2) 1.12303(17) 0.20579(17) 0.0546(7) Uani 1 1 d . . . . .
C10S C 0.2665(4) 1.1472(2) 0.1235(2) 0.0790(12) Uani 1 1 d . . . . .
H10D H 0.2363 1.0994 0.1050 0.118 Uiso 1 1 calc R U . . .
H10E H 0.2111 1.1930 0.1318 0.118 Uiso 1 1 calc R U . . .
H10F H 0.3337 1.1652 0.0793 0.118 Uiso 1 1 calc R U . . .
C11S C 0.3375(3) 1.1707(2) 0.2525(2) 0.0578(9) Uani 1 1 d . . . . .
H11B H 0.3619 1.2260 0.2361 0.069 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 O4 1.951(2) . ?
Cu1 O3 1.951(2) . ?
Cu1 O1 1.967(2) . ?
Cu1 O2 1.966(2) . ?
Cu1 N3R 2.314(3) . ?
O1 C2 1.247(4) . ?
C1 F1A 1.222(13) . ?
C1 F2 1.242(12) . ?
C1 F3 1.281(17) . ?
C1 F3A 1.306(19) . ?
C1 F2A 1.405(15) . ?
C1 F1 1.408(15) . ?
C1 C2 1.522(6) . ?
C2 C3 1.373(5) . ?
C3 C4 1.383(5) . ?
C4 O2 1.247(4) . ?
C4 C5 1.519(6) . ?
C5 F6 1.176(16) . ?
C5 F4A 1.290(16) . ?
C5 F5A 1.312(19) . ?
C5 F5 1.309(18) . ?
C5 F4 1.343(18) . ?
C5 F6A 1.420(13) . ?
O3 C7 1.245(5) . ?
C6 F9A 1.26(2) . ?
C6 F7A 1.34(2) . ?
C6 F8A 1.42(3) . ?
C6 F8 1.149(18) . ?
C6 F9 1.28(2) . ?
C6 F7 1.29(2) . ?
C6 C7 1.534(7) . ?
C7 C8 1.375(6) . ?
C8 C9 1.367(6) . ?
C9 O4 1.238(4) . ?
C9 C10 1.535(7) . ?
C10 F12A 1.115(16) . ?
C10 F11A 1.27(2) . ?
C10 F11 1.289(14) . ?
C10 F10A 1.329(16) . ?
C10 F10 1.327(13) . ?
C10 F12 1.337(16) . ?
Cu2 O5 1.932(2) . ?
Cu2 O8 1.945(2) . ?
Cu2 O6 1.949(2) . ?
Cu2 O7 1.961(2) . ?
Cu2 N3S 2.336(3) . ?
O5 C12 1.247(4) . ?
C11 F15 1.243(15) . ?
C11 F13A 1.244(15) . ?
C11 F13 1.270(17) . ?
C11 F14 1.282(13) . ?
C11 F15A 1.317(13) . ?
C11 F14A 1.337(13) . ?
C11 C12 1.529(5) . ?
C12 C13 1.373(5) . ?
C13 C14 1.382(5) . ?
C14 O6 1.243(4) . ?
C14 C15 1.523(5) . ?
C15 F17 1.222(15) . ?
C15 F18 1.223(11) . ?
C15 F17A 1.259(14) . ?
C15 F16A 1.261(10) . ?
C15 F16 1.341(13) . ?
C15 F18A 1.382(12) . ?
O7 C17 1.239(4) . ?
C16 F19A 1.19(2) . ?
C16 F20 1.266(13) . ?
C16 F21 1.288(17) . ?
C16 F20A 1.306(14) . ?
C16 F19 1.385(19) . ?
C16 F21A 1.378(18) . ?
C16 C17 1.541(6) . ?
C17 C18 1.374(5) . ?
C18 C19 1.373(5) . ?
C19 O8 1.247(4) . ?
C19 C20 1.525(6) . ?
C20 F24 1.041(16) . ?
C20 F23A 1.232(18) . ?
C20 F23 1.284(18) . ?
C20 F22 1.296(15) . ?
C20 F22A 1.288(17) . ?
C20 F24A 1.476(14) . ?
O1R N1R 1.287(3) . ?
N1R C7R 1.320(4) . ?
N1R C4R 1.504(4) . ?
C1R N2R 1.493(5) . ?
C1R C3R 1.501(6) . ?
C1R C2R 1.533(6) . ?
C1R C4R 1.541(5) . ?
C4R C6R 1.507(6) . ?
C4R C5R 1.526(6) . ?
N2R O2R 1.265(4) . ?
N2R C7R 1.336(4) . ?
C7R C8R 1.437(5) . ?
C8R C9R 1.375(4) . ?
C8R C11R 1.391(5) . ?
C9R N4R 1.324(4) . ?
N3R C11R 1.322(4) . ?
N3R N4R 1.355(4) . ?
N4R C10R 1.457(4) . ?
O1S N1S 1.283(3) . ?
N1S C7S 1.345(4) . ?
N1S C1S 1.500(4) . ?
C1S C2S 1.528(5) . ?
C1S C4S 1.534(5) . ?
C1S C3S 1.533(5) . ?
C4S N2S 1.502(4) . ?
C4S C6S 1.511(5) . ?
C4S C5S 1.531(5) . ?
N2S O2S 1.279(3) . ?
N2S C7S 1.341(4) . ?
C7S C8S 1.433(5) . ?
C8S C11S 1.374(4) . ?
C8S C9S 1.394(4) . ?
C9S N3S 1.316(4) . ?
N3S N4S 1.358(4) . ?
N4S C11S 1.325(4) . ?
N4S C10S 1.449(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 O3 92.21(11) . . ?
O4 Cu1 O1 176.62(10) . . ?
O3 Cu1 O1 84.79(11) . . ?
O4 Cu1 O2 91.62(10) . . ?
O3 Cu1 O2 172.47(10) . . ?
O1 Cu1 O2 91.17(10) . . ?
O4 Cu1 N3R 92.71(10) . . ?
O3 Cu1 N3R 95.15(10) . . ?
O1 Cu1 N3R 89.14(10) . . ?
O2 Cu1 N3R 91.13(10) . . ?
C2 O1 Cu1 124.1(2) . . ?
F2 C1 F3 111.7(12) . . ?
F1A C1 F3A 111.5(14) . . ?
F1A C1 F2A 106.2(12) . . ?
F3A C1 F2A 99.8(11) . . ?
F2 C1 F1 103.7(11) . . ?
F3 C1 F1 105.6(11) . . ?
F1A C1 C2 119.1(7) . . ?
F2 C1 C2 114.1(7) . . ?
F3 C1 C2 116.7(9) . . ?
F3A C1 C2 111.7(10) . . ?
F2A C1 C2 106.4(8) . . ?
F1 C1 C2 103.4(6) . . ?
O1 C2 C3 128.0(3) . . ?
O1 C2 C1 113.1(4) . . ?
C3 C2 C1 118.9(4) . . ?
C2 C3 C4 122.1(3) . . ?
O2 C4 C3 128.4(3) . . ?
O2 C4 C5 113.9(3) . . ?
C3 C4 C5 117.7(4) . . ?
F4A C5 F5A 108.0(13) . . ?
F6 C5 F5 101.2(12) . . ?
F6 C5 F4 115.4(12) . . ?
F5 C5 F4 105.3(12) . . ?
F4A C5 F6A 97.8(7) . . ?
F5A C5 F6A 108.4(10) . . ?
F6 C5 C4 113.9(9) . . ?
F4A C5 C4 114.3(8) . . ?
F5A C5 C4 116.7(10) . . ?
F5 C5 C4 111.8(10) . . ?
F4 C5 C4 108.7(8) . . ?
F6A C5 C4 109.9(6) . . ?
C4 O2 Cu1 123.6(2) . . ?
C7 O3 Cu1 124.4(3) . . ?
F9A C6 F7A 114(2) . . ?
F9A C6 F8A 111.5(19) . . ?
F7A C6 F8A 99.9(19) . . ?
F8 C6 F9 105(2) . . ?
F8 C6 F7 107.8(18) . . ?
F9 C6 F7 106.4(18) . . ?
F9A C6 C7 113.4(15) . . ?
F7A C6 C7 108.9(10) . . ?
F8A C6 C7 108.6(13) . . ?
F8 C6 C7 114.3(11) . . ?
F9 C6 C7 113.1(15) . . ?
F7 C6 C7 109.6(12) . . ?
O3 C7 C8 127.6(4) . . ?
O3 C7 C6 113.3(5) . . ?
C8 C7 C6 119.1(6) . . ?
C9 C8 C7 123.0(4) . . ?
O4 C9 C8 128.0(4) . . ?
O4 C9 C10 112.6(5) . . ?
C8 C9 C10 119.4(5) . . ?
F12A C10 F11A 112.9(19) . . ?
F12A C10 F10A 115(2) . . ?
F11A C10 F10A 95.8(17) . . ?
F11 C10 F10 109.8(11) . . ?
F11 C10 F12 102.3(15) . . ?
F10 C10 F12 105.2(12) . . ?
F12A C10 C9 117.2(10) . . ?
F11A C10 C9 108.9(12) . . ?
F11 C10 C9 116.1(8) . . ?
F10A C10 C9 104.6(8) . . ?
F10 C10 C9 113.6(7) . . ?
F12 C10 C9 108.6(9) . . ?
C9 O4 Cu1 124.5(3) . . ?
O5 Cu2 O8 171.92(10) . . ?
O5 Cu2 O6 93.09(10) . . ?
O8 Cu2 O6 88.81(10) . . ?
O5 Cu2 O7 85.95(10) . . ?
O8 Cu2 O7 91.69(10) . . ?
O6 Cu2 O7 176.53(10) . . ?
O5 Cu2 N3S 89.41(10) . . ?
O8 Cu2 N3S 98.48(10) . . ?
O6 Cu2 N3S 88.87(10) . . ?
O7 Cu2 N3S 94.45(10) . . ?
C12 O5 Cu2 124.3(2) . . ?
F15 C11 F13 110.4(12) . . ?
F15 C11 F14 112.9(12) . . ?
F13 C11 F14 100.0(10) . . ?
F13A C11 F15A 103.4(12) . . ?
F13A C11 F14A 113.5(13) . . ?
F15A C11 F14A 103.1(9) . . ?
F15 C11 C12 108.3(8) . . ?
F13A C11 C12 110.2(9) . . ?
F13 C11 C12 112.1(9) . . ?
F14 C11 C12 112.9(6) . . ?
F15A C11 C12 112.5(6) . . ?
F14A C11 C12 113.6(7) . . ?
O5 C12 C13 128.4(3) . . ?
O5 C12 C11 112.5(4) . . ?
C13 C12 C11 119.2(4) . . ?
C12 C13 C14 122.1(3) . . ?
O6 C14 C13 128.3(3) . . ?
O6 C14 C15 114.0(3) . . ?
C13 C14 C15 117.6(4) . . ?
F17 C15 F18 112.4(12) . . ?
F17A C15 F16A 109.0(11) . . ?
F17 C15 F16 102.3(14) . . ?
F18 C15 F16 104.4(12) . . ?
F17A C15 F18A 106.4(12) . . ?
F16A C15 F18A 104.0(8) . . ?
F17 C15 C14 112.0(9) . . ?
F18 C15 C14 117.8(7) . . ?
F17A C15 C14 115.6(7) . . ?
F16A C15 C14 112.8(7) . . ?
F16 C15 C14 106.2(6) . . ?
F18A C15 C14 108.3(6) . . ?
C14 O6 Cu2 123.8(2) . . ?
C17 O7 Cu2 124.6(2) . . ?
F20 C16 F21 115.0(12) . . ?
F19A C16 F20A 110.4(14) . . ?
F20 C16 F19 104.6(12) . . ?
F21 C16 F19 100.6(12) . . ?
F19A C16 F21A 109.1(14) . . ?
F20A C16 F21A 99.6(11) . . ?
F19A C16 C17 115.3(10) . . ?
F20 C16 C17 113.1(9) . . ?
F21 C16 C17 114.7(7) . . ?
F20A C16 C17 115.3(10) . . ?
F19 C16 C17 107.1(9) . . ?
F21A C16 C17 105.7(9) . . ?
O7 C17 C18 128.3(3) . . ?
O7 C17 C16 113.7(4) . . ?
C18 C17 C16 118.0(4) . . ?
C19 C18 C17 122.5(3) . . ?
O8 C19 C18 127.5(3) . . ?
O8 C19 C20 114.6(4) . . ?
C18 C19 C20 117.9(4) . . ?
F24 C20 F23 111.4(17) . . ?
F24 C20 F22 101.2(18) . . ?
F23 C20 F22 109.4(14) . . ?
F23A C20 F22A 105.0(15) . . ?
F23A C20 F24A 97.6(14) . . ?
F22A C20 F24A 113.4(15) . . ?
F24 C20 C19 111.3(11) . . ?
F23A C20 C19 110.9(12) . . ?
F23 C20 C19 112.0(12) . . ?
F22 C20 C19 111.0(10) . . ?
F22A C20 C19 114.8(10) . . ?
F24A C20 C19 113.4(8) . . ?
C19 O8 Cu2 125.4(2) . . ?
O1R N1R C7R 125.3(3) . . ?
O1R N1R C4R 121.0(3) . . ?
C7R N1R C4R 112.7(3) . . ?
N2R C1R C3R 110.7(4) . . ?
N2R C1R C2R 105.3(4) . . ?
C3R C1R C2R 109.1(4) . . ?
N2R C1R C4R 101.2(3) . . ?
C3R C1R C4R 116.5(4) . . ?
C2R C1R C4R 113.2(4) . . ?
N1R C4R C6R 109.6(3) . . ?
N1R C4R C5R 104.7(3) . . ?
C6R C4R C5R 110.2(4) . . ?
N1R C4R C1R 100.5(3) . . ?
C6R C4R C1R 117.0(4) . . ?
C5R C4R C1R 113.6(4) . . ?
O2R N2R C7R 125.2(3) . . ?
O2R N2R C1R 122.0(3) . . ?
C7R N2R C1R 112.4(3) . . ?
N1R C7R N2R 108.9(3) . . ?
N1R C7R C8R 125.5(3) . . ?
N2R C7R C8R 125.6(3) . . ?
C9R C8R C11R 104.3(3) . . ?
C9R C8R C7R 127.0(3) . . ?
C11R C8R C7R 128.6(3) . . ?
N4R C9R C8R 107.5(3) . . ?
C11R N3R N4R 104.6(3) . . ?
C11R N3R Cu1 123.3(2) . . ?
N4R N3R Cu1 132.1(2) . . ?
C9R N4R N3R 112.0(3) . . ?
C9R N4R C10R 127.2(3) . . ?
N3R N4R C10R 120.9(3) . . ?
N3R C11R C8R 111.7(3) . . ?
O1S N1S C7S 124.9(3) . . ?
O1S N1S C1S 123.0(3) . . ?
C7S N1S C1S 111.2(3) . . ?
N1S C1S C2S 105.5(3) . . ?
N1S C1S C4S 100.7(3) . . ?
C2S C1S C4S 114.3(3) . . ?
N1S C1S C3S 109.2(3) . . ?
C2S C1S C3S 110.1(3) . . ?
C4S C1S C3S 115.9(3) . . ?
N2S C4S C6S 106.3(3) . . ?
N2S C4S C5S 109.9(3) . . ?
C6S C4S C5S 109.9(3) . . ?
N2S C4S C1S 100.6(3) . . ?
C6S C4S C1S 113.8(3) . . ?
C5S C4S C1S 115.5(3) . . ?
O2S N2S C7S 125.3(3) . . ?
O2S N2S C4S 122.2(3) . . ?
C7S N2S C4S 111.8(3) . . ?
N1S C7S N2S 108.6(3) . . ?
N1S C7S C8S 125.0(3) . . ?
N2S C7S C8S 126.4(3) . . ?
C11S C8S C9S 104.0(3) . . ?
C11S C8S C7S 127.6(3) . . ?
C9S C8S C7S 128.4(3) . . ?
N3S C9S C8S 111.7(3) . . ?
C9S N3S N4S 105.0(3) . . ?
C9S N3S Cu2 124.3(2) . . ?
N4S N3S Cu2 130.7(2) . . ?
C11S N4S N3S 111.3(3) . . ?
C11S N4S C10S 128.0(3) . . ?
N3S N4S C10S 120.6(3) . . ?
N4S C11S C8S 108.0(3) . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.284
_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_111_XIVa-RTafter350
_database_code_depnum_ccdc_archive 'CCDC 1053801'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H19 Cu F12 N4 O6'
_chemical_formula_weight         714.94

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

_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                   12.276(10)
_cell_length_b                   16.180(13)
_cell_length_c                   15.724(13)
_cell_angle_alpha                90
_cell_angle_beta                 108.76(2)
_cell_angle_gamma                90
_cell_volume                     2957(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    306(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.856
_shelx_estimated_absorpt_T_min   0.783
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      306(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37855
_diffrn_reflns_av_unetI/netI     0.1920
_diffrn_reflns_av_R_equivalents  0.1675
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.866
_diffrn_reflns_theta_max         28.520
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7329
_reflns_number_gt                2553
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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] 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         7329
_refine_ls_number_parameters     506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2613
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_ref         0.1491
_refine_ls_wR_factor_gt          0.1069
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_restrained_S_all      0.961
_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
Cu Cu 0.32020(4) 0.92664(3) 0.20566(4) 0.0570(2) Uani 1 1 d . . . . .
O1 O 0.1851(3) 0.86569(17) 0.2117(2) 0.0608(8) Uani 1 1 d . . . . .
C1 C -0.0006(7) 0.8126(5) 0.1729(6) 0.0873(18) Uani 1 1 d . . . . .
F1 F 0.034(2) 0.7264(15) 0.1792(13) 0.106(6) Uani 0.5 1 d . . P A 1
F2 F -0.015(2) 0.8287(16) 0.2405(17) 0.184(14) Uani 0.5 1 d . . P A 1
F3 F -0.1038(18) 0.8035(13) 0.0935(13) 0.086(4) Uani 0.5 1 d . . P A 1
F1A F 0.027(2) 0.7494(16) 0.2205(15) 0.147(10) Uani 0.5 1 d . . P A 2
F2A F -0.0265(14) 0.8687(12) 0.2351(15) 0.109(6) Uani 0.5 1 d . . P A 2
F3A F -0.087(2) 0.8063(17) 0.1252(14) 0.133(9) Uani 0.5 1 d . . P A 2
C2 C 0.0955(4) 0.8550(3) 0.1463(4) 0.0564(12) Uani 1 1 d . . . . .
C3 C 0.0761(4) 0.8770(3) 0.0583(4) 0.0661(13) Uani 1 1 d . . . . .
H3A H 0.0047 0.8652 0.0165 0.079 Uiso 1 1 calc R U . . .
C4 C 0.1571(4) 0.9158(3) 0.0290(3) 0.0526(12) Uani 1 1 d . . . . .
C5 C 0.1278(6) 0.9328(6) -0.0711(4) 0.0761(17) Uani 1 1 d . . . . .
F4 F 0.161(2) 0.8669(16) -0.1100(14) 0.175(12) Uani 0.5 1 d . . P B 1
F5 F 0.165(2) 0.9907(15) -0.0857(16) 0.169(12) Uani 0.5 1 d . . P B 1
F6 F 0.0189(16) 0.9468(13) -0.1164(12) 0.105(7) Uani 0.5 1 d . . P B 1
F4A F 0.1825(14) 0.8923(14) -0.1106(13) 0.096(5) Uani 0.5 1 d . . P B 2
F5A F 0.1698(14) 1.0162(13) -0.0851(14) 0.088(4) Uani 0.5 1 d . . P B 2
F6A F 0.0194(17) 0.9266(15) -0.1112(12) 0.157(11) Uani 0.5 1 d . . P B 2
O2 O 0.2554(3) 0.93763(18) 0.07426(19) 0.0615(8) Uani 1 1 d . . . . .
O3 O 0.3861(3) 0.89608(17) 0.33163(19) 0.0599(8) Uani 1 1 d . . . . .
C6 C 0.5186(10) 0.8650(7) 0.4702(5) 0.103(2) Uani 1 1 d . . . . .
F7 F 0.6206(15) 0.8247(17) 0.4911(13) 0.119(4) Uani 0.5 1 d . . P C 1
F8 F 0.539(4) 0.9177(14) 0.5349(13) 0.162(14) Uani 0.5 1 d . . P C 1
F9 F 0.4469(18) 0.807(2) 0.4730(13) 0.150(12) Uani 0.5 1 d . . P C 1
F7A F 0.529(6) 0.7923(12) 0.4622(12) 0.226(11) Uani 0.5 1 d . . P C 2
F8A F 0.605(3) 0.898(3) 0.5250(17) 0.220(15) Uani 0.5 1 d . . P C 2
F9A F 0.434(2) 0.885(2) 0.5060(13) 0.155(6) Uani 0.5 1 d . . P C 2
C7 C 0.4879(5) 0.9066(3) 0.3764(3) 0.0641(14) Uani 1 1 d . . . . .
C8 C 0.5710(4) 0.9480(3) 0.3525(4) 0.0787(15) Uani 1 1 d . . . . .
H8A H 0.6444 0.9519 0.3940 0.094 Uiso 1 1 calc R U . . .
C9 C 0.5499(4) 0.9844(3) 0.2685(4) 0.0653(13) Uani 1 1 d . . . . .
C10 C 0.6460(8) 1.0327(8) 0.2495(8) 0.107(2) Uani 1 1 d . . . . .
F10 F 0.707(3) 0.9774(14) 0.221(3) 0.191(8) Uani 0.5 1 d . . P D 1
F11 F 0.724(3) 1.056(3) 0.3276(16) 0.234(15) Uani 0.5 1 d . . P D 1
F12 F 0.6178(17) 1.0894(18) 0.2014(19) 0.138(8) Uani 0.5 1 d . . P D 1
F10A F 0.6420(16) 1.019(2) 0.1589(10) 0.149(5) Uani 0.5 1 d . . P D 2
F11A F 0.7441(12) 1.0115(15) 0.2913(19) 0.132(7) Uani 0.5 1 d . . P D 2
F12A F 0.635(3) 1.1136(11) 0.254(3) 0.203(18) Uani 0.5 1 d . . P D 2
O4 O 0.4588(3) 0.98411(17) 0.2045(2) 0.0616(8) Uani 1 1 d . . . . .
O1R O 0.0680(3) 1.30271(18) 0.3093(2) 0.0723(9) Uani 1 1 d . . . . .
N1R N 0.0662(3) 1.2474(3) 0.3684(2) 0.0584(10) Uani 1 1 d . . . . .
C1R C -0.0060(4) 1.2567(3) 0.4288(4) 0.0732(15) Uani 1 1 d . . . . .
C2R C -0.1295(5) 1.2457(4) 0.3661(5) 0.130(2) Uani 1 1 d . . . . .
H2RA H -0.1519 1.2935 0.3282 0.196 Uiso 1 1 calc R U . . .
H2RB H -0.1801 1.2394 0.4012 0.196 Uiso 1 1 calc R U . . .
H2RC H -0.1340 1.1975 0.3296 0.196 Uiso 1 1 calc R U . . .
C3R C 0.0102(5) 1.3415(3) 0.4714(4) 0.1014(19) Uani 1 1 d . . . . .
H3RA H -0.0210 1.3825 0.4259 0.152 Uiso 1 1 calc R U . . .
H3RB H 0.0908 1.3517 0.5000 0.152 Uiso 1 1 calc R U . . .
H3RC H -0.0288 1.3440 0.5153 0.152 Uiso 1 1 calc R U . . .
C4R C 0.0390(5) 1.1835(3) 0.4951(4) 0.0827(16) Uani 1 1 d . . . . .
C5R C -0.0515(6) 1.1351(3) 0.5204(4) 0.143(3) Uani 1 1 d . . . . .
H5RA H -0.1124 1.1199 0.4670 0.214 Uiso 1 1 calc R U . . .
H5RB H -0.0820 1.1686 0.5578 0.214 Uiso 1 1 calc R U . . .
H5RC H -0.0175 1.0861 0.5525 0.214 Uiso 1 1 calc R U . . .
C6R C 0.1388(6) 1.2082(4) 0.5789(4) 0.118(2) Uani 1 1 d . . . . .
H6RA H 0.1960 1.2374 0.5610 0.177 Uiso 1 1 calc R U . . .
H6RB H 0.1724 1.1594 0.6117 0.177 Uiso 1 1 calc R U . . .
H6RC H 0.1105 1.2432 0.6164 0.177 Uiso 1 1 calc R U . . .
N2R N 0.0907(4) 1.1310(3) 0.4395(3) 0.0787(12) Uani 1 1 d . . . . .
O2R O 0.1270(4) 1.0577(2) 0.4642(3) 0.1147(14) Uani 1 1 d . . . . .
C8R C 0.1097(4) 1.1716(3) 0.3706(3) 0.0544(12) Uani 1 1 d . . . . .
C9R C 0.2005(4) 1.0584(3) 0.3035(3) 0.0574(12) Uani 1 1 d . . . . .
H9RA H 0.1952 1.0156 0.3415 0.069 Uiso 1 1 calc R U . . .
C7R C 0.1628(4) 1.1391(3) 0.3100(3) 0.0481(11) Uani 1 1 d . . . . .
N3R N 0.2446(3) 1.0496(2) 0.2375(3) 0.0544(10) Uani 1 1 d . . . . .
N4R N 0.2357(3) 1.1261(2) 0.1998(2) 0.0523(9) Uani 1 1 d . . . . .
C10R C 0.2784(4) 1.1408(3) 0.1243(3) 0.0731(14) Uani 1 1 d . . . . .
H10A H 0.3051 1.0898 0.1070 0.110 Uiso 1 1 calc R U . . .
H10B H 0.3407 1.1797 0.1419 0.110 Uiso 1 1 calc R U . . .
H10C H 0.2174 1.1627 0.0745 0.110 Uiso 1 1 calc R U . . .
C11R C 0.1879(4) 1.1796(3) 0.2416(3) 0.0558(12) Uani 1 1 d . . . . .
H11A H 0.1737 1.2352 0.2269 0.067 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
Cu O4 1.944(3) . ?
Cu O3 1.947(3) . ?
Cu O1 1.958(3) . ?
Cu O2 1.969(3) . ?
Cu N3R 2.317(4) . ?
Cu O1R 2.483(3) 2_545 ?
O1 C2 1.253(5) . ?
C1 F3A 1.09(2) . ?
C1 F2 1.16(2) . ?
C1 F1A 1.25(2) . ?
C1 F2A 1.44(2) . ?
C1 F1 1.45(3) . ?
C1 F3 1.47(2) . ?
C1 C2 1.534(7) . ?
C2 C3 1.373(6) . ?
C3 C4 1.375(6) . ?
C4 O2 1.239(5) . ?
C4 C5 1.523(7) . ?
C5 F5 1.10(3) . ?
C5 F4A 1.238(17) . ?
C5 F6A 1.28(2) . ?
C5 F6 1.316(18) . ?
C5 F4 1.36(2) . ?
C5 F5A 1.49(2) . ?
O3 C7 1.233(5) . ?
C6 F7A 1.193(17) . ?
C6 F8A 1.25(2) . ?
C6 F8 1.29(2) . ?
C6 F9 1.294(19) . ?
C6 F7 1.355(17) . ?
C6 F9A 1.367(17) . ?
C6 C7 1.554(8) . ?
C7 C8 1.370(7) . ?
C8 C9 1.391(7) . ?
C9 O4 1.241(5) . ?
C9 C10 1.523(8) . ?
C10 F12 1.168(17) . ?
C10 F11A 1.221(19) . ?
C10 F12A 1.32(2) . ?
C10 F10 1.33(2) . ?
C10 F11 1.35(2) . ?
C10 F10A 1.427(19) . ?
O1R N1R 1.295(4) . ?
O1R Cu 2.484(3) 2 ?
N1R C8R 1.334(5) . ?
N1R C1R 1.499(5) . ?
C1R C3R 1.511(6) . ?
C1R C2R 1.530(7) . ?
C1R C4R 1.557(7) . ?
C4R N2R 1.499(6) . ?
C4R C5R 1.513(7) . ?
C4R C6R 1.536(7) . ?
N2R O2R 1.281(5) . ?
N2R C8R 1.351(5) . ?
C8R C7R 1.417(6) . ?
C9R N3R 1.323(5) . ?
C9R C7R 1.401(6) . ?
C7R C11R 1.376(5) . ?
N3R N4R 1.362(4) . ?
N4R C11R 1.333(5) . ?
N4R C10R 1.463(5) . ?

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
O4 Cu O3 93.00(13) . . ?
O4 Cu O1 177.26(13) . . ?
O3 Cu O1 84.47(13) . . ?
O4 Cu O2 90.38(13) . . ?
O3 Cu O2 170.37(12) . . ?
O1 Cu O2 91.95(13) . . ?
O4 Cu N3R 90.24(13) . . ?
O3 Cu N3R 93.57(13) . . ?
O1 Cu N3R 90.99(13) . . ?
O2 Cu N3R 95.43(13) . . ?
O4 Cu O1R 82.72(12) . 2_545 ?
O3 Cu O1R 80.21(12) . 2_545 ?
O1 Cu O1R 95.77(12) . 2_545 ?
O2 Cu O1R 91.29(12) . 2_545 ?
N3R Cu O1R 170.31(11) . 2_545 ?
C2 O1 Cu 124.3(3) . . ?
F3A C1 F1A 110.7(19) . . ?
F3A C1 F2A 98.3(17) . . ?
F1A C1 F2A 100.7(14) . . ?
F2 C1 F1 106.3(18) . . ?
F2 C1 F3 117.0(16) . . ?
F1 C1 F3 96.7(13) . . ?
F3A C1 C2 121.4(14) . . ?
F2 C1 C2 120.5(12) . . ?
F1A C1 C2 116.4(12) . . ?
F2A C1 C2 105.0(10) . . ?
F1 C1 C2 102.3(10) . . ?
F3 C1 C2 109.9(12) . . ?
O1 C2 C3 127.8(4) . . ?
O1 C2 C1 112.8(5) . . ?
C3 C2 C1 119.4(5) . . ?
O1 C2 Cu 34.5(2) . . ?
C3 C2 Cu 93.5(3) . . ?
C1 C2 Cu 146.9(5) . . ?
C2 C3 C4 123.1(4) . . ?
C2 C3 Cu 61.6(3) . . ?
C4 C3 Cu 61.6(3) . . ?
O2 C4 C3 127.9(4) . . ?
O2 C4 C5 113.9(5) . . ?
C3 C4 C5 118.2(5) . . ?
O2 C4 Cu 34.5(2) . . ?
C3 C4 Cu 93.4(3) . . ?
C5 C4 Cu 148.4(4) . . ?
F4A C5 F6A 111.0(16) . . ?
F5 C5 F6 99.2(17) . . ?
F5 C5 F4 111.7(18) . . ?
F6 C5 F4 107.0(15) . . ?
F4A C5 F5A 97.8(13) . . ?
F6A C5 F5A 110.7(15) . . ?
F5 C5 C4 113.1(15) . . ?
F4A C5 C4 115.9(10) . . ?
F6A C5 C4 110.9(12) . . ?
F6 C5 C4 116.9(10) . . ?
F4 C5 C4 108.6(12) . . ?
F5A C5 C4 109.8(10) . . ?
C4 O2 Cu 124.5(3) . . ?
C7 O3 Cu 123.9(3) . . ?
F7A C6 F8A 113(2) . . ?
F8 C6 F9 114.6(17) . . ?
F8 C6 F7 101.1(14) . . ?
F9 C6 F7 103.3(15) . . ?
F7A C6 F9A 113(2) . . ?
F8A C6 F9A 102(2) . . ?
F7A C6 C7 109.2(12) . . ?
F8A C6 C7 111.1(12) . . ?
F8 C6 C7 112.8(12) . . ?
F9 C6 C7 112.7(9) . . ?
F7 C6 C7 111.2(10) . . ?
F9A C6 C7 107.6(9) . . ?
O3 C7 C8 128.2(5) . . ?
O3 C7 C6 111.9(6) . . ?
C8 C7 C6 119.9(6) . . ?
O3 C7 Cu 34.8(2) . . ?
C8 C7 Cu 93.6(3) . . ?
C6 C7 Cu 146.2(5) . . ?
C7 C8 C9 122.7(5) . . ?
C7 C8 Cu 61.3(3) . . ?
C9 C8 Cu 61.4(3) . . ?
O4 C9 C8 127.7(5) . . ?
O4 C9 C10 113.3(6) . . ?
C8 C9 C10 119.0(6) . . ?
O4 C9 Cu 34.8(2) . . ?
C8 C9 Cu 93.0(3) . . ?
C10 C9 Cu 148.1(6) . . ?
F11A C10 F12A 110.6(17) . . ?
F12 C10 F10 113.2(18) . . ?
F12 C10 F11 110.0(18) . . ?
F10 C10 F11 100.7(19) . . ?
F11A C10 F10A 101.9(17) . . ?
F12A C10 F10A 103(2) . . ?
F12 C10 C9 116.3(12) . . ?
F11A C10 C9 116.2(12) . . ?
F12A C10 C9 113.6(15) . . ?
F10 C10 C9 105.8(12) . . ?
F11 C10 C9 109.6(13) . . ?
F10A C10 C9 109.8(8) . . ?
C9 O4 Cu 123.9(3) . . ?
N1R O1R Cu 139.8(3) . 2 ?
O1R N1R C8R 123.6(4) . . ?
O1R N1R C1R 122.4(4) . . ?
C8R N1R C1R 112.9(4) . . ?
N1R C1R C3R 110.6(4) . . ?
N1R C1R C2R 104.2(4) . . ?
C3R C1R C2R 110.6(5) . . ?
N1R C1R C4R 101.2(4) . . ?
C3R C1R C4R 115.2(4) . . ?
C2R C1R C4R 114.1(5) . . ?
N2R C4R C5R 110.1(4) . . ?
N2R C4R C6R 106.1(5) . . ?
C5R C4R C6R 111.1(5) . . ?
N2R C4R C1R 99.6(4) . . ?
C5R C4R C1R 116.0(5) . . ?
C6R C4R C1R 113.0(4) . . ?
O2R N2R C8R 124.1(4) . . ?
O2R N2R C4R 121.3(4) . . ?
C8R N2R C4R 114.0(4) . . ?
N1R C8R N2R 107.3(4) . . ?
N1R C8R C7R 126.2(4) . . ?
N2R C8R C7R 126.5(4) . . ?
N3R C9R C7R 112.7(4) . . ?
N3R C9R Cu 36.4(2) . . ?
C7R C9R Cu 149.1(3) . . ?
C11R C7R C9R 103.0(4) . . ?
C11R C7R C8R 128.0(4) . . ?
C9R C7R C8R 129.0(4) . . ?
C9R N3R N4R 104.4(3) . . ?
C9R N3R Cu 123.7(3) . . ?
N4R N3R Cu 131.9(3) . . ?
C11R N4R N3R 111.3(3) . . ?
C11R N4R C10R 128.6(4) . . ?
N3R N4R C10R 120.2(4) . . ?
N4R C11R C7R 108.7(4) . . ?

_refine_diff_density_max         0.319
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-3


####################################################################### 
# 
# 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_295s
_database_code_depnum_ccdc_archive 'CCDC 1053802'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-05-14 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            'C21 H19 Cu F12 N4 O6'
_chemical_formula_weight         714.94

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

_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                   12.3044(14)
_cell_length_b                   16.188(2)
_cell_length_c                   15.6103(18)
_cell_angle_alpha                90
_cell_angle_beta                 108.424(7)
_cell_angle_gamma                90
_cell_volume                     2949.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4143
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      19.84

_exptl_crystal_description       prism
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.858
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3190
_exptl_absorpt_correction_T_max  0.3699
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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            26464
_diffrn_reflns_av_unetI/netI     0.1193
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.849
_diffrn_reflns_theta_max         28.367
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7255
_reflns_number_gt                2805
_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)+(0.0524P)²] 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         7255
_refine_ls_number_parameters     478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1482
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1176
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   0.792
_refine_ls_restrained_S_all      0.792
_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
Cu Cu 0.67966(3) 0.07307(3) 0.79437(2) 0.05585(16) Uani 1 1 d . . . . .
O1 O 0.54071(17) 0.01545(13) 0.79501(14) 0.0618(6) Uani 1 1 d . . . . .
C1 C 0.3535(5) -0.0334(6) 0.7506(5) 0.1054(17) Uani 1 1 d . . . . .
F1 F 0.3569(12) -0.0184(16) 0.8403(7) 0.148(4) Uani 0.5 1 d . . P A 1
F2 F 0.2539(7) -0.0131(10) 0.7073(13) 0.138(5) Uani 0.5 1 d . . P A 1
F3 F 0.3612(15) -0.1121(9) 0.745(2) 0.194(11) Uani 0.5 1 d . . P A 1
F1A F 0.3839(11) -0.0913(13) 0.7975(14) 0.144(8) Uani 0.5 1 d . . P A 2
F2A F 0.2942(19) 0.0218(10) 0.776(2) 0.192(6) Uani 0.5 1 d . . P A 2
F3A F 0.277(2) -0.059(2) 0.6706(11) 0.267(12) Uani 0.5 1 d . . P A 2
C2 C 0.4496(3) 0.0150(2) 0.7300(3) 0.0641(9) Uani 1 1 d . . . . .
C3 C 0.4280(3) 0.0519(2) 0.6472(3) 0.0780(11) Uani 1 1 d . . . . .
H3A H 0.3546 0.0491 0.6060 0.094 Uiso 1 1 calc R U . . .
C4 C 0.5126(3) 0.0932(2) 0.6231(2) 0.0660(10) Uani 1 1 d . . . . .
C5 C 0.4804(6) 0.1342(5) 0.5289(4) 0.1014(16) Uani 1 1 d . . . . .
F4 F 0.3769(10) 0.1742(12) 0.5067(9) 0.122(4) Uani 0.5 1 d . . P B 1
F5 F 0.5499(11) 0.1971(14) 0.5283(10) 0.135(6) Uani 0.5 1 d . . P B 1
F6 F 0.471(4) 0.0833(11) 0.4655(10) 0.201(13) Uani 0.5 1 d . . P B 1
F4A F 0.403(2) 0.096(2) 0.4721(12) 0.215(12) Uani 0.5 1 d . . P B 2
F5A F 0.462(4) 0.2046(12) 0.5348(10) 0.238(10) Uani 0.5 1 d . . P B 2
F6A F 0.5660(12) 0.1229(19) 0.4969(9) 0.159(5) Uani 0.5 1 d . . P B 2
O2 O 0.61379(18) 0.10410(13) 0.66873(13) 0.0598(6) Uani 1 1 d . . . . .
O3 O 0.81460(17) 0.13430(13) 0.78898(14) 0.0621(6) Uani 1 1 d . . . . .
C6 C 0.9991(4) 0.1888(4) 0.8274(4) 0.0859(13) Uani 1 1 d . . . . .
F7 F 1.104(2) 0.1872(19) 0.8924(18) 0.130(8) Uani 0.5 1 d . . P C 1
F8 F 1.0077(13) 0.1666(12) 0.7546(9) 0.141(8) Uani 0.5 1 d . . P C 1
F9 F 0.9625(9) 0.2742(8) 0.8186(7) 0.093(3) Uani 0.5 1 d . . P C 1
F7A F 1.089(2) 0.2018(17) 0.8933(15) 0.103(5) Uani 0.5 1 d . . P C 2
F8A F 1.0376(15) 0.1339(11) 0.7729(13) 0.124(5) Uani 0.5 1 d . . P C 2
F9A F 0.9745(12) 0.2500(9) 0.7800(12) 0.159(7) Uani 0.5 1 d . . P C 2
C7 C 0.9047(3) 0.1449(2) 0.8536(2) 0.0568(9) Uani 1 1 d . . . . .
C8 C 0.9242(3) 0.1228(2) 0.9422(2) 0.0647(9) Uani 1 1 d . . . . .
H8A H 0.9952 0.1342 0.9841 0.078 Uiso 1 1 calc R U . . .
C9 C 0.8425(3) 0.0843(2) 0.9707(2) 0.0542(9) Uani 1 1 d . . . . .
C10 C 0.8711(3) 0.0658(3) 1.0715(2) 0.0758(11) Uani 1 1 d . . . . .
F10 F 0.9818(2) 0.06154(18) 1.11446(14) 0.1287(10) Uani 1 1 d . . . . .
F11 F 0.8337(2) -0.0075(2) 1.08555(15) 0.1273(9) Uani 1 1 d . . . . .
F12 F 0.8255(3) 0.11822(19) 1.11095(14) 0.1439(12) Uani 1 1 d . . . . .
O4 O 0.74428(17) 0.06182(14) 0.92577(13) 0.0618(6) Uani 1 1 d . . . . .
O1R O 0.8722(3) -0.05760(18) 0.53515(18) 0.1097(10) Uani 1 1 d . . . . .
N2R N 0.9089(3) -0.1305(2) 0.5600(2) 0.0757(9) Uani 1 1 d . . . . .
C3R C 0.9604(4) -0.1840(2) 0.5047(3) 0.0826(12) Uani 1 1 d . . . . .
C4R C 0.8608(4) -0.2083(3) 0.4207(3) 0.1158(16) Uani 1 1 d . . . . .
H4RA H 0.8889 -0.2429 0.3825 0.174 Uiso 1 1 calc R U . . .
H4RB H 0.8040 -0.2377 0.4389 0.174 Uiso 1 1 calc R U . . .
H4RC H 0.8272 -0.1594 0.3883 0.174 Uiso 1 1 calc R U . . .
C5R C 1.0514(4) -0.1355(3) 0.4792(3) 0.139(2) Uani 1 1 d . . . . .
H5RA H 1.0844 -0.1698 0.4437 0.208 Uiso 1 1 calc R U . . .
H5RB H 1.0171 -0.0877 0.4447 0.208 Uiso 1 1 calc R U . . .
H5RC H 1.1101 -0.1183 0.5330 0.208 Uiso 1 1 calc R U . . .
C6R C 1.0063(3) -0.2570(2) 0.5711(2) 0.0705(10) Uani 1 1 d . . . . .
C7R C 0.9906(3) -0.3422(2) 0.5292(3) 0.0967(13) Uani 1 1 d . . . . .
H7RA H 1.0373 -0.3474 0.4904 0.145 Uiso 1 1 calc R U . . .
H7RB H 1.0130 -0.3831 0.5760 0.145 Uiso 1 1 calc R U . . .
H7RC H 0.9116 -0.3501 0.4945 0.145 Uiso 1 1 calc R U . . .
C8R C 1.1293(3) -0.2453(3) 0.6332(3) 0.1266(18) Uani 1 1 d . . . . .
H8RA H 1.1811 -0.2505 0.5986 0.190 Uiso 1 1 calc R U . . .
H8RB H 1.1372 -0.1915 0.6602 0.190 Uiso 1 1 calc R U . . .
H8RC H 1.1468 -0.2866 0.6797 0.190 Uiso 1 1 calc R U . . .
N9R N 0.9341(2) -0.24766(19) 0.63189(18) 0.0583(7) Uani 1 1 d . . . . .
O10R O 0.93214(19) -0.30301(14) 0.69066(16) 0.0739(7) Uani 1 1 d . . . . .
C11R C 0.8908(3) -0.1717(2) 0.6294(2) 0.0535(8) Uani 1 1 d . . . . .
C12R C 0.8368(2) -0.1394(2) 0.69015(19) 0.0493(8) Uani 1 1 d . . . . .
C13R C 0.7985(2) -0.0582(2) 0.6962(2) 0.0569(9) Uani 1 1 d . . . . .
H13A H 0.8030 -0.0156 0.6574 0.068 Uiso 1 1 calc R U . . .
N14R N 0.7556(2) -0.04967(17) 0.76336(17) 0.0567(7) Uani 1 1 d . . . . .
N15R N 0.7641(2) -0.12634(18) 0.80040(16) 0.0531(7) Uani 1 1 d . . . . .
C16R C 0.7223(3) -0.1414(2) 0.8760(2) 0.0749(11) Uani 1 1 d . . . . .
H16A H 0.6921 -0.0911 0.8918 0.112 Uiso 1 1 calc R U . . .
H16B H 0.6631 -0.1825 0.8595 0.112 Uiso 1 1 calc R U . . .
H16C H 0.7842 -0.1606 0.9267 0.112 Uiso 1 1 calc R U . . .
C17R C 0.8119(2) -0.1801(2) 0.7590(2) 0.0528(8) Uani 1 1 d . . . . .
H17A H 0.8261 -0.2356 0.7739 0.063 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
Cu O2 1.937(2) . ?
Cu O1 1.950(2) . ?
Cu O3 1.958(2) . ?
Cu O4 1.960(2) . ?
Cu N14R 2.311(3) . ?
Cu O10R 2.485(2) 2_656 ?
O1 C2 1.253(4) . ?
C1 F1A 1.176(14) . ?
C1 F2 1.242(12) . ?
C1 F3 1.283(17) . ?
C1 F2A 1.291(15) . ?
C1 F3A 1.371(14) . ?
C1 F1 1.409(13) . ?
C1 C2 1.535(6) . ?
C2 C3 1.371(4) . ?
C3 C4 1.384(5) . ?
C3 H3A 0.9300 . ?
C4 O2 1.236(4) . ?
C4 C5 1.548(5) . ?
C5 F5A 1.172(12) . ?
C5 F4A 1.244(15) . ?
C5 F6 1.265(16) . ?
C5 F6A 1.314(13) . ?
C5 F5 1.332(14) . ?
C5 F4 1.371(14) . ?
O3 C7 1.252(3) . ?
C6 F9A 1.215(15) . ?
C6 F8 1.228(16) . ?
C6 F7A 1.269(19) . ?
C6 F7 1.37(2) . ?
C6 F8A 1.41(2) . ?
C6 F9 1.447(16) . ?
C6 C7 1.524(5) . ?
C7 C8 1.374(4) . ?
C8 C9 1.371(4) . ?
C8 H8A 0.9300 . ?
C9 O4 1.245(3) . ?
C9 C10 1.530(5) . ?
C10 F12 1.278(4) . ?
C10 F11 1.315(4) . ?
C10 F10 1.316(4) . ?
O1R N2R 1.279(4) . ?
N2R C11R 1.349(4) . ?
N2R C3R 1.496(4) . ?
C3R C5R 1.520(5) . ?
C3R C4R 1.536(5) . ?
C3R C6R 1.556(5) . ?
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 1.498(4) . ?
C6R C7R 1.512(5) . ?
C6R C8R 1.529(5) . ?
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 1.288(3) . ?
N9R C11R 1.335(4) . ?
O10R Cu 2.485(2) 2_646 ?
C11R C12R 1.419(4) . ?
C12R C17R 1.376(4) . ?
C12R C13R 1.410(4) . ?
C13R N14R 1.323(3) . ?
C13R H13A 0.9300 . ?
N14R N15R 1.359(3) . ?
N15R C17R 1.328(4) . ?
N15R C16R 1.448(3) . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 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
O2 Cu O1 92.42(9) . . ?
O2 Cu O3 85.09(9) . . ?
O1 Cu O3 177.22(9) . . ?
O2 Cu O4 170.18(9) . . ?
O1 Cu O4 90.95(9) . . ?
O3 Cu O4 91.31(9) . . ?
O2 Cu N14R 94.50(9) . . ?
O1 Cu N14R 90.17(9) . . ?
O3 Cu N14R 91.26(9) . . ?
O4 Cu N14R 94.72(9) . . ?
O2 Cu O10R 79.57(8) . 2_656 ?
O1 Cu O10R 82.72(8) . 2_656 ?
O3 Cu O10R 95.59(8) . 2_656 ?
O4 Cu O10R 91.72(9) . 2_656 ?
N14R Cu O10R 170.49(8) . 2_656 ?
C2 O1 Cu 124.1(2) . . ?
F2 C1 F3 107.9(11) . . ?
F1A C1 F2A 117.4(13) . . ?
F1A C1 F3A 108.4(14) . . ?
F2A C1 F3A 101.3(14) . . ?
F2 C1 F1 102.1(12) . . ?
F3 C1 F1 104.9(13) . . ?
F1A C1 C2 115.0(8) . . ?
F2 C1 C2 116.4(8) . . ?
F3 C1 C2 114.5(10) . . ?
F2A C1 C2 104.9(8) . . ?
F3A C1 C2 108.7(9) . . ?
F1 C1 C2 109.7(6) . . ?
O1 C2 C3 128.2(3) . . ?
O1 C2 C1 112.6(4) . . ?
C3 C2 C1 119.2(4) . . ?
O1 C2 Cu 34.57(14) . . ?
C3 C2 Cu 93.6(2) . . ?
C1 C2 Cu 147.2(4) . . ?
C2 C3 C4 121.8(3) . . ?
C2 C3 Cu 61.36(19) . . ?
C4 C3 Cu 60.61(18) . . ?
C2 C3 H3A 119.1 . . ?
C4 C3 H3A 119.1 . . ?
Cu C3 H3A 176.4 . . ?
O2 C4 C3 128.3(3) . . ?
O2 C4 C5 113.2(4) . . ?
C3 C4 C5 118.4(4) . . ?
O2 C4 Cu 34.27(15) . . ?
C3 C4 Cu 94.1(2) . . ?
C5 C4 Cu 147.0(3) . . ?
F5A C5 F4A 114.8(14) . . ?
F5A C5 F6A 111.5(16) . . ?
F4A C5 F6A 100.6(15) . . ?
F6 C5 F5 113.3(14) . . ?
F6 C5 F4 105.1(12) . . ?
F5 C5 F4 100.6(11) . . ?
F5A C5 C4 109.9(8) . . ?
F4A C5 C4 111.7(9) . . ?
F6 C5 C4 113.4(9) . . ?
F6A C5 C4 107.9(7) . . ?
F5 C5 C4 111.2(6) . . ?
F4 C5 C4 112.4(7) . . ?
C4 O2 Cu 124.7(2) . . ?
C7 O3 Cu 125.6(2) . . ?
F9A C6 F7A 110.1(16) . . ?
F8 C6 F7 109.9(15) . . ?
F9A C6 F8A 102.3(11) . . ?
F7A C6 F8A 102.6(16) . . ?
F8 C6 F9 107.9(12) . . ?
F7 C6 F9 106.3(14) . . ?
F9A C6 C7 118.6(7) . . ?
F8 C6 C7 114.0(8) . . ?
F7A C6 C7 113.9(11) . . ?
F7 C6 C7 114.5(12) . . ?
F8A C6 C7 107.3(10) . . ?
F9 C6 C7 103.4(6) . . ?
O3 C7 C8 127.1(3) . . ?
O3 C7 C6 113.8(3) . . ?
C8 C7 C6 119.0(3) . . ?
O3 C7 Cu 33.68(14) . . ?
C8 C7 Cu 93.6(2) . . ?
C6 C7 Cu 147.3(3) . . ?
C9 C8 C7 122.2(3) . . ?
C9 C8 Cu 60.69(17) . . ?
C7 C8 Cu 61.54(18) . . ?
C9 C8 H8A 118.9 . . ?
C7 C8 H8A 118.9 . . ?
Cu C8 H8A 177.1 . . ?
O4 C9 C8 129.1(3) . . ?
O4 C9 C10 112.9(3) . . ?
C8 C9 C10 118.0(3) . . ?
O4 C9 Cu 34.60(14) . . ?
C8 C9 Cu 94.5(2) . . ?
C10 C9 Cu 147.5(3) . . ?
F12 C10 F11 106.8(4) . . ?
F12 C10 F10 109.3(3) . . ?
F11 C10 F10 103.2(4) . . ?
F12 C10 C9 111.8(3) . . ?
F11 C10 C9 111.7(3) . . ?
F10 C10 C9 113.5(3) . . ?
C9 O4 Cu 124.3(2) . . ?
O1R N2R C11R 124.6(3) . . ?
O1R N2R C3R 122.1(3) . . ?
C11R N2R C3R 112.6(3) . . ?
N2R C3R C5R 109.5(3) . . ?
N2R C3R C4R 105.8(3) . . ?
C5R C3R C4R 111.3(3) . . ?
N2R C3R C6R 100.7(3) . . ?
C5R C3R C6R 115.1(4) . . ?
C4R C3R C6R 113.5(3) . . ?
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 C7R 110.3(3) . . ?
N9R C6R C8R 104.6(3) . . ?
C7R C6R C8R 110.6(3) . . ?
N9R C6R C3R 100.5(3) . . ?
C7R C6R C3R 115.8(3) . . ?
C8R C6R C3R 114.0(3) . . ?
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 124.3(3) . . ?
O10R N9R C6R 121.9(3) . . ?
C11R N9R C6R 112.7(3) . . ?
N9R O10R Cu 139.84(19) . 2_646 ?
N9R C11R N2R 108.2(3) . . ?
N9R C11R C12R 125.9(3) . . ?
N2R C11R C12R 125.8(3) . . ?
C17R C12R C13R 103.5(3) . . ?
C17R C12R C11R 127.8(3) . . ?
C13R C12R C11R 128.7(3) . . ?
N14R C13R C12R 112.1(3) . . ?
N14R C13R Cu 36.88(16) . . ?
C12R C13R Cu 148.9(2) . . ?
N14R C13R H13A 124.0 . . ?
C12R C13R H13A 124.0 . . ?
Cu C13R H13A 87.1 . . ?
C13R N14R N15R 104.2(3) . . ?
C13R N14R Cu 123.0(2) . . ?
N15R N14R Cu 132.67(19) . . ?
C17R N15R N14R 112.2(2) . . ?
C17R N15R C16R 127.7(3) . . ?
N14R N15R C16R 120.1(3) . . ?
N15R C16R H16A 109.5 . . ?
N15R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
N15R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
N15R C17R C12R 108.0(3) . . ?
N15R C17R H17A 126.0 . . ?
C12R C17R H17A 126.0 . . ?

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
Cu O1 C2 C3 1.1(5) . . . . ?
Cu O1 C2 C1 -178.4(4) . . . . ?
F1A C1 C2 O1 -34.3(17) . . . . ?
F2 C1 C2 O1 154.4(15) . . . . ?
F3 C1 C2 O1 -78.5(17) . . . . ?
F2A C1 C2 O1 96.3(17) . . . . ?
F3A C1 C2 O1 -156(2) . . . . ?
F1 C1 C2 O1 39.1(15) . . . . ?
F1A C1 C2 C3 146.1(16) . . . . ?
F2 C1 C2 C3 -25.2(17) . . . . ?
F3 C1 C2 C3 101.9(17) . . . . ?
F2A C1 C2 C3 -83.3(18) . . . . ?
F3A C1 C2 C3 24(2) . . . . ?
F1 C1 C2 C3 -140.5(13) . . . . ?
F1A C1 C2 Cu -36(2) . . . . ?
F2 C1 C2 Cu 152.7(13) . . . . ?
F3 C1 C2 Cu -80.2(18) . . . . ?
F2A C1 C2 Cu 94.6(18) . . . . ?
F3A C1 C2 Cu -158(2) . . . . ?
F1 C1 C2 Cu 37.5(18) . . . . ?
O1 C2 C3 C4 3.5(6) . . . . ?
C1 C2 C3 C4 -177.0(5) . . . . ?
Cu C2 C3 C4 4.1(4) . . . . ?
O1 C2 C3 Cu -0.6(3) . . . . ?
C1 C2 C3 Cu 178.9(5) . . . . ?
C2 C3 C4 O2 -0.9(6) . . . . ?
Cu C3 C4 O2 3.2(3) . . . . ?
C2 C3 C4 C5 -179.0(5) . . . . ?
Cu C3 C4 C5 -174.9(5) . . . . ?
C2 C3 C4 Cu -4.1(4) . . . . ?
O2 C4 C5 F5A -81(3) . . . . ?
C3 C4 C5 F5A 97(3) . . . . ?
Cu C4 C5 F5A -73(3) . . . . ?
O2 C4 C5 F4A 150(2) . . . . ?
C3 C4 C5 F4A -31(3) . . . . ?
Cu C4 C5 F4A 158(2) . . . . ?
O2 C4 C5 F6 105(2) . . . . ?
C3 C4 C5 F6 -77(2) . . . . ?
Cu C4 C5 F6 113(2) . . . . ?
O2 C4 C5 F6A 40.5(18) . . . . ?
C3 C4 C5 F6A -141.1(16) . . . . ?
Cu C4 C5 F6A 48(2) . . . . ?
O2 C4 C5 F5 -24.3(17) . . . . ?
C3 C4 C5 F5 154.2(15) . . . . ?
Cu C4 C5 F5 -16(2) . . . . ?
O2 C4 C5 F4 -136.2(11) . . . . ?
C3 C4 C5 F4 42.2(13) . . . . ?
Cu C4 C5 F4 -128.4(11) . . . . ?
C3 C4 O2 Cu -5.8(5) . . . . ?
C5 C4 O2 Cu 172.5(4) . . . . ?
Cu O3 C7 C8 -6.3(5) . . . . ?
Cu O3 C7 C6 175.0(3) . . . . ?
F9A C6 C7 O3 45.9(12) . . . . ?
F8 C6 C7 O3 -40.5(12) . . . . ?
F7A C6 C7 O3 178.0(16) . . . . ?
F7 C6 C7 O3 -168.3(15) . . . . ?
F8A C6 C7 O3 -69.2(9) . . . . ?
F9 C6 C7 O3 76.4(6) . . . . ?
F9A C6 C7 C8 -132.9(11) . . . . ?
F8 C6 C7 C8 140.7(11) . . . . ?
F7A C6 C7 C8 -0.8(17) . . . . ?
F7 C6 C7 C8 12.9(16) . . . . ?
F8A C6 C7 C8 112.0(8) . . . . ?
F9 C6 C7 C8 -102.4(6) . . . . ?
F9A C6 C7 Cu 51.0(14) . . . . ?
F8 C6 C7 Cu -35.4(14) . . . . ?
F7A C6 C7 Cu -177.0(15) . . . . ?
F7 C6 C7 Cu -163.2(15) . . . . ?
F8A C6 C7 Cu -64.1(11) . . . . ?
F9 C6 C7 Cu 81.5(8) . . . . ?
O3 C7 C8 C9 0.3(6) . . . . ?
C6 C7 C8 C9 178.9(4) . . . . ?
Cu C7 C8 C9 -3.2(3) . . . . ?
O3 C7 C8 Cu 3.5(3) . . . . ?
C6 C7 C8 Cu -177.9(4) . . . . ?
C7 C8 C9 O4 2.0(6) . . . . ?
Cu C8 C9 O4 -1.3(3) . . . . ?
C7 C8 C9 C10 -177.4(3) . . . . ?
Cu C8 C9 C10 179.4(3) . . . . ?
C7 C8 C9 Cu 3.2(3) . . . . ?
O4 C9 C10 F12 -78.2(4) . . . . ?
C8 C9 C10 F12 101.2(4) . . . . ?
Cu C9 C10 F12 -79.9(6) . . . . ?
O4 C9 C10 F11 41.4(4) . . . . ?
C8 C9 C10 F11 -139.2(4) . . . . ?
Cu C9 C10 F11 39.7(6) . . . . ?
O4 C9 C10 F10 157.5(3) . . . . ?
C8 C9 C10 F10 -23.0(5) . . . . ?
Cu C9 C10 F10 155.9(3) . . . . ?
C8 C9 O4 Cu 2.2(5) . . . . ?
C10 C9 O4 Cu -178.4(2) . . . . ?
O1R N2R C3R C5R 49.9(5) . . . . ?
C11R N2R C3R C5R -139.4(4) . . . . ?
O1R N2R C3R C4R -70.1(4) . . . . ?
C11R N2R C3R C4R 100.7(4) . . . . ?
O1R N2R C3R C6R 171.6(3) . . . . ?
C11R N2R C3R C6R -17.7(4) . . . . ?
N2R C3R C6R N9R 21.2(3) . . . . ?
C5R C3R C6R N9R 138.8(3) . . . . ?
C4R C3R C6R N9R -91.4(3) . . . . ?
N2R C3R C6R C7R 139.9(3) . . . . ?
C5R C3R C6R C7R -102.5(4) . . . . ?
C4R C3R C6R C7R 27.3(4) . . . . ?
N2R C3R C6R C8R -90.1(4) . . . . ?
C5R C3R C6R C8R 27.5(5) . . . . ?
C4R C3R C6R C8R 157.3(3) . . . . ?
C7R C6R N9R O10R 47.5(4) . . . . ?
C8R C6R N9R O10R -71.5(4) . . . . ?
C3R C6R N9R O10R 170.2(3) . . . . ?
C7R C6R N9R C11R -143.7(3) . . . . ?
C8R C6R N9R C11R 97.3(4) . . . . ?
C3R C6R N9R C11R -21.1(3) . . . . ?
C11R N9R O10R Cu 99.4(4) . . . 2_646 ?
C6R N9R O10R Cu -93.2(3) . . . 2_646 ?
O10R N9R C11R N2R 179.4(3) . . . . ?
C6R N9R C11R N2R 10.9(4) . . . . ?
O10R N9R C11R C12R 0.5(5) . . . . ?
C6R N9R C11R C12R -168.0(3) . . . . ?
O1R N2R C11R N9R 175.7(3) . . . . ?
C3R N2R C11R N9R 5.2(4) . . . . ?
O1R N2R C11R C12R -5.4(6) . . . . ?
C3R N2R C11R C12R -175.9(3) . . . . ?
N9R C11R C12R C17R -4.5(5) . . . . ?
N2R C11R C12R C17R 176.8(3) . . . . ?
N9R C11R C12R C13R 173.8(3) . . . . ?
N2R C11R C12R C13R -4.9(5) . . . . ?
C17R C12R C13R N14R 0.8(3) . . . . ?
C11R C12R C13R N14R -177.8(3) . . . . ?
C17R C12R C13R Cu -0.8(5) . . . . ?
C11R C12R C13R Cu -179.5(2) . . . . ?
C12R C13R N14R N15R -1.1(3) . . . . ?
Cu C13R N14R N15R 177.5(3) . . . . ?
C12R C13R N14R Cu -178.57(18) . . . . ?
C13R N14R N15R C17R 0.9(3) . . . . ?
Cu N14R N15R C17R 178.10(19) . . . . ?
C13R N14R N15R C16R -178.7(3) . . . . ?
Cu N14R N15R C16R -1.5(4) . . . . ?
N14R N15R C17R C12R -0.5(3) . . . . ?
C16R N15R C17R C12R 179.1(3) . . . . ?
C13R C12R C17R N15R -0.2(3) . . . . ?
C11R C12R C17R N15R 178.5(3) . . . . ?

_refine_diff_density_max         0.441
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.058

_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_150s
_database_code_depnum_ccdc_archive 'CCDC 1053803'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-05-14 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            'C21 H19 Cu F12 N4 O6'
_chemical_formula_weight         714.94

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.0934(12)
_cell_length_b                   15.3697(17)
_cell_length_c                   15.9466(15)
_cell_angle_alpha                84.159(7)
_cell_angle_beta                 74.197(6)
_cell_angle_gamma                87.610(7)
_cell_volume                     2836.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2372
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      63.26

_exptl_crystal_description       prism
_exptl_crystal_colour            dark_blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    2.237
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2525
_exptl_absorpt_correction_T_max  0.4351
_exptl_absorpt_process_details   sadabs
_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            10031
_diffrn_reflns_av_unetI/netI     0.0940
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.890
_diffrn_reflns_theta_max         67.206
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.725
_diffrn_measured_fraction_theta_full 0.717
_diffrn_reflns_Laue_measured_fraction_max 0.725
_diffrn_reflns_Laue_measured_fraction_full 0.717
_diffrn_reflns_point_group_measured_fraction_max 0.725
_diffrn_reflns_point_group_measured_fraction_full 0.717
_reflns_number_total             7363
_reflns_number_gt                3999
_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)+(0.1589P)²] 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         7363
_refine_ls_number_parameters     820
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1393
_refine_ls_R_factor_gt           0.0853
_refine_ls_wR_factor_ref         0.2773
_refine_ls_wR_factor_gt          0.2399
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.19699(11) 0.43106(10) 0.20188(8) 0.0552(5) Uani 1 1 d . . . . .
O1 O 0.2480(5) 0.4596(5) 0.0754(4) 0.0578(18) Uani 1 1 d . . . . .
C1 C 0.3483(10) 0.4577(10) -0.0731(7) 0.061(3) Uani 1 1 d . . . . .
F1 F 0.454(3) 0.451(3) -0.119(2) 0.103(10) Uani 0.65 1 d . . P A 1
F2 F 0.285(3) 0.416(2) -0.1056(16) 0.190(17) Uani 0.65 1 d . . P A 1
F3 F 0.313(4) 0.5308(18) -0.0858(18) 0.155(14) Uani 0.65 1 d . . P A 1
F1A F 0.454(5) 0.480(5) -0.113(5) 0.13(3) Uani 0.35 1 d . . P A 2
F2A F 0.314(4) 0.395(2) -0.108(2) 0.085(11) Uani 0.35 1 d . . P A 2
F3A F 0.306(4) 0.548(4) -0.083(2) 0.12(2) Uani 0.35 1 d . . P A 2
C2 C 0.3358(9) 0.4272(8) 0.0240(6) 0.058(3) Uani 1 1 d . . . . .
C3 C 0.4111(9) 0.3679(8) 0.0462(6) 0.064(3) Uani 1 1 d . . . . .
H3A H 0.4718 0.3471 0.0009 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4044(8) 0.3360(7) 0.1317(6) 0.053(3) Uani 1 1 d . . . . .
C5 C 0.4946(9) 0.2683(9) 0.1491(7) 0.067(3) Uani 1 1 d . . . . .
F4 F 0.5878(5) 0.2650(5) 0.0808(4) 0.083(2) Uani 1 1 d . . . . .
F5 F 0.4543(6) 0.1883(5) 0.1668(5) 0.086(2) Uani 1 1 d . . . . .
F6 F 0.5338(6) 0.2869(5) 0.2149(4) 0.096(2) Uani 1 1 d . . . . .
O2 O 0.3321(5) 0.3525(5) 0.1991(4) 0.0580(18) Uani 1 1 d . . . . .
O3 O 0.0561(5) 0.5031(4) 0.2047(4) 0.0514(16) Uani 1 1 d . . . . .
C6 C -0.1246(8) 0.5614(9) 0.2560(7) 0.070(3) Uani 1 1 d . . . . .
F7 F -0.2083(6) 0.5147(5) 0.2494(6) 0.127(3) Uani 1 1 d . . . . .
F8 F -0.1715(6) 0.6074(6) 0.3227(5) 0.112(3) Uani 1 1 d . . . . .
F9 F -0.0983(5) 0.6185(5) 0.1884(4) 0.096(2) Uani 1 1 d . . . . .
C7 C -0.0240(8) 0.5049(7) 0.2696(6) 0.054(3) Uani 1 1 d . . . . .
C8 C -0.0374(8) 0.4610(7) 0.3535(6) 0.059(3) Uani 1 1 d . . . . .
H8A H -0.1060 0.4706 0.3979 0.071 Uiso 1 1 calc R U . . .
C9 C 0.0448(8) 0.4047(7) 0.3736(6) 0.057(3) Uani 1 1 d . . . . .
C10 C 0.0250(10) 0.3597(10) 0.4656(7) 0.073(3) Uani 1 1 d . . . . .
F10 F 0.0983(7) 0.3867(7) 0.5049(4) 0.125(3) Uani 1 1 d . . . . .
F11 F 0.0500(9) 0.2768(6) 0.4627(5) 0.131(4) Uani 1 1 d . . . . .
F12 F -0.0751(7) 0.3682(7) 0.5151(5) 0.146(4) Uani 1 1 d . . . . .
O4 O 0.1416(5) 0.3875(5) 0.3240(4) 0.0560(17) Uani 1 1 d . . . . .
Cu2 Cu 0.35138(11) 0.91194(10) 0.30250(8) 0.0536(5) Uani 1 1 d . . . . .
O5 O 0.4322(5) 0.8927(5) 0.1814(4) 0.0578(17) Uani 1 1 d . . . . .
C11 C 0.5780(11) 0.8838(12) 0.0538(8) 0.092(4) Uani 1 1 d . . . . .
F13 F 0.6748(7) 0.9189(7) 0.0071(4) 0.129(3) Uani 1 1 d . . . . .
F14 F 0.5972(11) 0.7991(7) 0.0573(6) 0.166(5) Uani 1 1 d . . . . .
F15 F 0.5045(7) 0.8981(8) 0.0086(5) 0.151(4) Uani 1 1 d . . . . .
C12 C 0.5357(8) 0.9123(8) 0.1447(7) 0.063(3) Uani 1 1 d . . . . .
C13 C 0.6095(8) 0.9530(8) 0.1799(7) 0.073(3) Uani 1 1 d . . . . .
H13A H 0.6860 0.9635 0.1454 0.088 Uiso 1 1 calc R U . . .
C14 C 0.5762(8) 0.9790(7) 0.2635(6) 0.053(2) Uani 1 1 d . . . . .
C15 C 0.6660(8) 1.0233(9) 0.2961(8) 0.071(3) Uani 1 1 d . . . . .
F16 F 0.7733(5) 1.0105(6) 0.2511(5) 0.109(3) Uani 1 1 d . . . . .
F17 F 0.6472(6) 1.1115(5) 0.2888(5) 0.103(2) Uani 1 1 d . . . . .
F18 F 0.6559(6) 1.0037(6) 0.3795(5) 0.109(3) Uani 1 1 d . . . . .
O6 O 0.4820(5) 0.9734(5) 0.3181(4) 0.0570(18) Uani 1 1 d . . . . .
O7 O 0.2683(5) 0.9167(5) 0.4276(4) 0.0535(17) Uani 1 1 d . . . . .
C16 C 0.1139(9) 0.9286(7) 0.5503(7) 0.057(3) Uani 1 1 d . . . . .
F19 F 0.1516(5) 0.8735(4) 0.6067(3) 0.0773(19) Uani 1 1 d . . . . .
F20 F 0.1422(5) 1.0084(4) 0.5583(4) 0.0691(16) Uani 1 1 d . . . . .
F21 F -0.0021(4) 0.9252(4) 0.5757(3) 0.0667(16) Uani 1 1 d . . . . .
C17 C 0.1628(8) 0.9031(7) 0.4574(6) 0.053(2) Uani 1 1 d . . . . .
C18 C 0.0876(7) 0.8706(7) 0.4149(6) 0.056(3) Uani 1 1 d . . . . .
H18A H 0.0078 0.8676 0.4439 0.067 Uiso 1 1 calc R U . . .
C19 C 0.1271(8) 0.8426(6) 0.3316(6) 0.051(2) Uani 1 1 d . . . . .
C20 C 0.0409(9) 0.8006(9) 0.2936(8) 0.070(3) Uani 1 1 d . . . . .
F22 F 0.0518(7) 0.8286(7) 0.2144(5) 0.142(4) Uani 1 1 d . . . . .
F23 F -0.0649(5) 0.8037(5) 0.3405(5) 0.101(2) Uani 1 1 d . . . . .
F24 F 0.0654(6) 0.7145(6) 0.2916(5) 0.110(3) Uani 1 1 d . . . . .
O8 O 0.2280(5) 0.8456(5) 0.2814(4) 0.0603(18) Uani 1 1 d . . . . .
O1R O 0.4677(5) 0.7839(4) 0.3358(4) 0.0558(17) Uani 1 1 d . . . . .
N2R N 0.4426(7) 0.7245(6) 0.4002(5) 0.057(2) Uani 1 1 d . . . . .
C3R C 0.4879(8) 0.7254(7) 0.4806(7) 0.059(3) Uani 1 1 d . . . . .
C4R C 0.6146(9) 0.6928(8) 0.4500(8) 0.079(3) Uani 1 1 d . . . . .
H4RA H 0.6164 0.6333 0.4326 0.118 Uiso 1 1 calc R U . . .
H4RB H 0.6567 0.7318 0.4000 0.118 Uiso 1 1 calc R U . . .
H4RC H 0.6507 0.6929 0.4981 0.118 Uiso 1 1 calc R U . . .
C5R C 0.4819(9) 0.8156(7) 0.5075(7) 0.066(3) Uani 1 1 d . . . . .
H5RA H 0.5111 0.8154 0.5591 0.100 Uiso 1 1 calc R U . . .
H5RB H 0.5287 0.8543 0.4594 0.100 Uiso 1 1 calc R U . . .
H5RC H 0.4019 0.8365 0.5216 0.100 Uiso 1 1 calc R U . . .
C6R C 0.4082(9) 0.6557(7) 0.5445(6) 0.058(3) Uani 1 1 d . . . . .
C7R C 0.2987(9) 0.6970(7) 0.5994(7) 0.066(3) Uani 1 1 d . . . . .
H7RA H 0.3179 0.7310 0.6421 0.098 Uiso 1 1 calc R U . . .
H7RB H 0.2631 0.7355 0.5610 0.098 Uiso 1 1 calc R U . . .
H7RC H 0.2450 0.6508 0.6302 0.098 Uiso 1 1 calc R U . . .
C8R C 0.4666(9) 0.5959(7) 0.6025(6) 0.069(3) Uani 1 1 d . . . . .
H8RA H 0.4893 0.6304 0.6434 0.104 Uiso 1 1 calc R U . . .
H8RB H 0.4130 0.5505 0.6356 0.104 Uiso 1 1 calc R U . . .
H8RC H 0.5349 0.5684 0.5659 0.104 Uiso 1 1 calc R U . . .
N9R N 0.3723(6) 0.6051(6) 0.4813(5) 0.056(2) Uani 1 1 d . . . . .
O10R O 0.3207(6) 0.5321(5) 0.5048(4) 0.0604(18) Uani 1 1 d . . . . .
C11R C 0.3869(7) 0.6492(7) 0.4024(6) 0.052(2) Uani 1 1 d . . . . .
C12R C 0.3513(8) 0.6253(7) 0.3291(6) 0.054(3) Uani 1 1 d . . . . .
C13R C 0.2993(8) 0.5453(7) 0.3229(6) 0.053(2) Uani 1 1 d . . . . .
H13B H 0.2841 0.4980 0.3676 0.063 Uiso 1 1 calc R U . . .
N14R N 0.2750(6) 0.5456(6) 0.2470(5) 0.053(2) Uani 1 1 d . . . . .
N15R N 0.3078(6) 0.6265(6) 0.2050(5) 0.052(2) Uani 1 1 d . . . . .
C16R C 0.2826(9) 0.6553(8) 0.1216(6) 0.067(3) Uani 1 1 d . . . . .
H16A H 0.2496 0.6068 0.1015 0.101 Uiso 1 1 calc R U . . .
H16B H 0.2276 0.7044 0.1296 0.101 Uiso 1 1 calc R U . . .
H16C H 0.3537 0.6738 0.0779 0.101 Uiso 1 1 calc R U . . .
C17R C 0.3535(8) 0.6754(7) 0.2515(6) 0.056(3) Uani 1 1 d . . . . .
H17A H 0.3818 0.7331 0.2346 0.067 Uiso 1 1 calc R U . . .
O10S O 0.0520(7) 1.0413(5) 0.0908(5) 0.074(2) Uani 1 1 d . . . . .
N9S N 0.0393(7) 1.1233(6) 0.0976(5) 0.056(2) Uani 1 1 d . . . . .
C6S C -0.0156(9) 1.1837(7) 0.0394(6) 0.059(3) Uani 1 1 d . . . . .
C8S C 0.0736(10) 1.1932(9) -0.0498(6) 0.081(4) Uani 1 1 d . . . . .
H8SA H 0.0429 1.2320 -0.0910 0.122 Uiso 1 1 calc R U . . .
H8SB H 0.1440 1.2180 -0.0436 0.122 Uiso 1 1 calc R U . . .
H8SC H 0.0910 1.1356 -0.0720 0.122 Uiso 1 1 calc R U . . .
C7S C -0.1239(9) 1.1418(8) 0.0302(7) 0.078(4) Uani 1 1 d . . . . .
H7SA H -0.1593 1.1812 -0.0077 0.118 Uiso 1 1 calc R U . . .
H7SB H -0.1033 1.0862 0.0044 0.118 Uiso 1 1 calc R U . . .
H7SC H -0.1784 1.1312 0.0881 0.118 Uiso 1 1 calc R U . . .
C3S C -0.0340(8) 1.2681(7) 0.0871(7) 0.061(3) Uani 1 1 d . . . . .
C5S C -0.0080(9) 1.3548(7) 0.0306(7) 0.069(3) Uani 1 1 d . . . . .
H5SA H -0.0635 1.3653 -0.0043 0.103 Uiso 1 1 calc R U . . .
H5SB H -0.0138 1.4022 0.0683 0.103 Uiso 1 1 calc R U . . .
H5SC H 0.0699 1.3525 -0.0086 0.103 Uiso 1 1 calc R U . . .
C4S C -0.1526(8) 1.2750(8) 0.1550(7) 0.078(3) Uani 1 1 d . . . . .
H4SA H -0.2127 1.2852 0.1244 0.117 Uiso 1 1 calc R U . . .
H4SB H -0.1676 1.2205 0.1935 0.117 Uiso 1 1 calc R U . . .
H4SC H -0.1523 1.3238 0.1900 0.117 Uiso 1 1 calc R U . . .
N2S N 0.0515(6) 1.2527(6) 0.1401(5) 0.056(2) Uani 1 1 d . . . . .
O1S O 0.0747(6) 1.3144(5) 0.1845(5) 0.0659(19) Uani 1 1 d . . . . .
C11S C 0.0835(9) 1.1684(9) 0.1494(6) 0.062(3) Uani 1 1 d . . . . .
C12S C 0.1506(8) 1.1311(8) 0.2054(6) 0.053(3) Uani 1 1 d . . . . .
C13S C 0.2004(8) 1.0491(7) 0.2084(6) 0.053(2) Uani 1 1 d . . . . .
H13C H 0.1954 1.0051 0.1719 0.064 Uiso 1 1 calc R U . . .
N14S N 0.2573(6) 1.0402(5) 0.2707(5) 0.054(2) Uani 1 1 d . . . . .
N15S N 0.2455(6) 1.1177(6) 0.3040(5) 0.051(2) Uani 1 1 d . . . . .
C16S C 0.3012(8) 1.1354(8) 0.3723(7) 0.068(3) Uani 1 1 d . . . . .
H16D H 0.3414 1.0824 0.3887 0.101 Uiso 1 1 calc R U . . .
H16G H 0.3564 1.1827 0.3496 0.101 Uiso 1 1 calc R U . . .
H16E H 0.2426 1.1528 0.4239 0.101 Uiso 1 1 calc R U . . .
C17S C 0.1852(8) 1.1737(7) 0.2677(6) 0.053(2) Uani 1 1 d . . . . .
H17C H 0.1678 1.2325 0.2808 0.064 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 O4 1.936(6) . ?
Cu1 O1 1.951(6) . ?
Cu1 O3 1.986(6) . ?
Cu1 O2 1.984(7) . ?
Cu1 N14R 2.296(8) . ?
O1 C2 1.270(12) . ?
C1 F3 1.20(3) . ?
C1 F2 1.26(3) . ?
C1 F2A 1.30(4) . ?
C1 F1A 1.31(6) . ?
C1 F1 1.30(3) . ?
C1 F3A 1.47(5) . ?
C1 C2 1.539(13) . ?
C2 C3 1.352(14) . ?
C3 C4 1.383(12) . ?
C3 H3A 0.9500 . ?
C4 O2 1.228(11) . ?
C4 C5 1.536(14) . ?
C5 F5 1.317(13) . ?
C5 F6 1.323(12) . ?
C5 F4 1.342(12) . ?
O3 C7 1.212(10) . ?
C6 F9 1.295(11) . ?
C6 F7 1.297(13) . ?
C6 F8 1.321(13) . ?
C6 C7 1.517(14) . ?
C7 C8 1.406(12) . ?
C8 C9 1.373(14) . ?
C8 H8A 0.9500 . ?
C9 O4 1.257(11) . ?
C9 C10 1.517(14) . ?
C10 F12 1.261(12) . ?
C10 F11 1.300(14) . ?
C10 F10 1.318(13) . ?
Cu2 O5 1.958(6) . ?
Cu2 O6 1.958(6) . ?
Cu2 O8 1.962(6) . ?
Cu2 O7 1.981(6) . ?
Cu2 N14S 2.315(8) . ?
O5 C12 1.263(10) . ?
C11 F15 1.288(15) . ?
C11 F13 1.308(14) . ?
C11 F14 1.312(17) . ?
C11 C12 1.503(15) . ?
C12 C13 1.376(14) . ?
C13 C14 1.379(14) . ?
C13 H13A 0.9500 . ?
C14 O6 1.232(10) . ?
C14 C15 1.534(13) . ?
C15 F18 1.307(12) . ?
C15 F16 1.319(11) . ?
C15 F17 1.365(14) . ?
O7 C17 1.253(10) . ?
C16 F20 1.315(11) . ?
C16 F19 1.331(11) . ?
C16 F21 1.351(11) . ?
C16 C17 1.523(13) . ?
C17 C18 1.406(12) . ?
C18 C19 1.390(13) . ?
C18 H18A 0.9500 . ?
C19 O8 1.264(11) . ?
C19 C20 1.533(13) . ?
C20 F22 1.266(12) . ?
C20 F23 1.296(12) . ?
C20 F24 1.346(13) . ?
O1R N2R 1.282(9) . ?
N2R C11R 1.356(12) . ?
N2R C3R 1.526(11) . ?
C3R C5R 1.485(14) . ?
C3R C4R 1.554(13) . ?
C3R C6R 1.563(14) . ?
C4R H4RA 0.9800 . ?
C4R H4RB 0.9800 . ?
C4R H4RC 0.9800 . ?
C5R H5RA 0.9800 . ?
C5R H5RB 0.9800 . ?
C5R H5RC 0.9800 . ?
C6R N9R 1.495(12) . ?
C6R C7R 1.527(14) . ?
C6R C8R 1.526(13) . ?
C7R H7RA 0.9800 . ?
C7R H7RB 0.9800 . ?
C7R H7RC 0.9800 . ?
C8R H8RA 0.9800 . ?
C8R H8RB 0.9800 . ?
C8R H8RC 0.9800 . ?
N9R O10R 1.280(10) . ?
N9R C11R 1.337(11) . ?
C11R C12R 1.436(12) . ?
C12R C17R 1.383(13) . ?
C12R C13R 1.429(13) . ?
C13R N14R 1.320(11) . ?
C13R H13B 0.9500 . ?
N14R N15R 1.372(11) . ?
N15R C17R 1.337(11) . ?
N15R C16R 1.465(11) . ?
C16R H16A 0.9800 . ?
C16R H16B 0.9800 . ?
C16R H16C 0.9800 . ?
C17R H17A 0.9500 . ?
O10S N9S 1.275(10) . ?
N9S C11S 1.355(12) . ?
N9S C6S 1.509(12) . ?
C6S C8S 1.530(14) . ?
C6S C7S 1.532(13) . ?
C6S C3S 1.547(14) . ?
C8S H8SA 0.9800 . ?
C8S H8SB 0.9800 . ?
C8S H8SC 0.9800 . ?
C7S H7SA 0.9800 . ?
C7S H7SB 0.9800 . ?
C7S H7SC 0.9800 . ?
C3S N2S 1.502(11) . ?
C3S C5S 1.523(14) . ?
C3S C4S 1.551(13) . ?
C5S H5SA 0.9800 . ?
C5S H5SB 0.9800 . ?
C5S H5SC 0.9800 . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?
N2S O1S 1.322(10) . ?
N2S C11S 1.341(14) . ?
C11S C12S 1.428(13) . ?
C12S C13S 1.376(14) . ?
C12S C17S 1.404(12) . ?
C13S N14S 1.347(11) . ?
C13S H13C 0.9500 . ?
N14S N15S 1.341(10) . ?
N15S C17S 1.297(11) . ?
N15S C16S 1.480(11) . ?
C16S H16D 0.9800 . ?
C16S H16G 0.9800 . ?
C16S H16E 0.9800 . ?
C17S H17C 0.9500 . ?

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
O4 Cu1 O1 172.4(3) . . ?
O4 Cu1 O3 92.9(3) . . ?
O1 Cu1 O3 89.1(3) . . ?
O4 Cu1 O2 86.2(3) . . ?
O1 Cu1 O2 91.4(3) . . ?
O3 Cu1 O2 176.4(3) . . ?
O4 Cu1 N14R 87.6(3) . . ?
O1 Cu1 N14R 99.8(3) . . ?
O3 Cu1 N14R 89.3(3) . . ?
O2 Cu1 N14R 94.2(3) . . ?
C2 O1 Cu1 125.5(6) . . ?
F3 C1 F2 100(3) . . ?
F2A C1 F1A 112(4) . . ?
F3 C1 F1 109(2) . . ?
F2 C1 F1 109(3) . . ?
F2A C1 F3A 123(3) . . ?
F1A C1 F3A 92(4) . . ?
F3 C1 C2 114.3(16) . . ?
F2 C1 C2 112.4(15) . . ?
F2A C1 C2 107(2) . . ?
F1A C1 C2 111(4) . . ?
F1 C1 C2 111(2) . . ?
F3A C1 C2 110.5(18) . . ?
O1 C2 C3 126.8(9) . . ?
O1 C2 C1 113.2(10) . . ?
C3 C2 C1 119.9(10) . . ?
C2 C3 C4 123.3(10) . . ?
C2 C3 H3A 118.3 . . ?
C4 C3 H3A 118.3 . . ?
O2 C4 C3 128.7(10) . . ?
O2 C4 C5 112.5(8) . . ?
C3 C4 C5 118.7(9) . . ?
F5 C5 F6 108.1(9) . . ?
F5 C5 F4 105.9(10) . . ?
F6 C5 F4 105.2(9) . . ?
F5 C5 C4 112.5(9) . . ?
F6 C5 C4 111.6(10) . . ?
F4 C5 C4 112.9(9) . . ?
C4 O2 Cu1 124.1(6) . . ?
C7 O3 Cu1 122.8(6) . . ?
F9 C6 F7 108.4(9) . . ?
F9 C6 F8 105.0(11) . . ?
F7 C6 F8 104.2(9) . . ?
F9 C6 C7 114.0(8) . . ?
F7 C6 C7 111.9(11) . . ?
F8 C6 C7 112.7(9) . . ?
O3 C7 C8 129.5(10) . . ?
O3 C7 C6 113.9(8) . . ?
C8 C7 C6 116.5(9) . . ?
C9 C8 C7 122.5(9) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
O4 C9 C8 126.8(9) . . ?
O4 C9 C10 113.4(9) . . ?
C8 C9 C10 119.8(9) . . ?
F12 C10 F11 108.7(11) . . ?
F12 C10 F10 108.0(11) . . ?
F11 C10 F10 102.6(11) . . ?
F12 C10 C9 115.4(10) . . ?
F11 C10 C9 110.3(10) . . ?
F10 C10 C9 111.1(9) . . ?
C9 O4 Cu1 125.4(6) . . ?
O5 Cu2 O6 92.3(3) . . ?
O5 Cu2 O8 84.4(3) . . ?
O6 Cu2 O8 176.1(3) . . ?
O5 Cu2 O7 173.5(3) . . ?
O6 Cu2 O7 91.1(2) . . ?
O8 Cu2 O7 92.0(3) . . ?
O5 Cu2 N14S 96.7(3) . . ?
O6 Cu2 N14S 93.4(3) . . ?
O8 Cu2 N14S 89.0(3) . . ?
O7 Cu2 N14S 88.7(3) . . ?
C12 O5 Cu2 124.6(6) . . ?
F15 C11 F13 107.3(12) . . ?
F15 C11 F14 105.2(14) . . ?
F13 C11 F14 105.4(13) . . ?
F15 C11 C12 113.3(12) . . ?
F13 C11 C12 114.7(11) . . ?
F14 C11 C12 110.2(12) . . ?
O5 C12 C13 127.1(10) . . ?
O5 C12 C11 113.2(10) . . ?
C13 C12 C11 119.7(10) . . ?
C12 C13 C14 122.3(9) . . ?
C12 C13 H13A 118.9 . . ?
C14 C13 H13A 118.9 . . ?
O6 C14 C13 129.6(9) . . ?
O6 C14 C15 112.7(9) . . ?
C13 C14 C15 117.8(9) . . ?
F18 C15 F16 109.6(9) . . ?
F18 C15 F17 104.0(11) . . ?
F16 C15 F17 106.0(9) . . ?
F18 C15 C14 113.2(9) . . ?
F16 C15 C14 114.6(10) . . ?
F17 C15 C14 108.6(9) . . ?
C14 O6 Cu2 123.7(6) . . ?
C17 O7 Cu2 123.1(6) . . ?
F20 C16 F19 108.5(8) . . ?
F20 C16 F21 107.2(8) . . ?
F19 C16 F21 106.7(8) . . ?
F20 C16 C17 112.0(9) . . ?
F19 C16 C17 110.4(8) . . ?
F21 C16 C17 111.8(8) . . ?
O7 C17 C18 128.1(9) . . ?
O7 C17 C16 113.4(8) . . ?
C18 C17 C16 118.6(8) . . ?
C19 C18 C17 121.6(8) . . ?
C19 C18 H18A 119.2 . . ?
C17 C18 H18A 119.2 . . ?
O8 C19 C18 128.4(8) . . ?
O8 C19 C20 113.6(9) . . ?
C18 C19 C20 118.0(9) . . ?
F22 C20 F23 112.3(10) . . ?
F22 C20 F24 104.5(11) . . ?
F23 C20 F24 104.1(10) . . ?
F22 C20 C19 111.8(9) . . ?
F23 C20 C19 114.7(10) . . ?
F24 C20 C19 108.6(9) . . ?
C19 O8 Cu2 123.2(6) . . ?
O1R N2R C11R 125.9(8) . . ?
O1R N2R C3R 122.4(8) . . ?
C11R N2R C3R 111.2(8) . . ?
C5R C3R N2R 110.1(8) . . ?
C5R C3R C4R 111.0(9) . . ?
N2R C3R C4R 104.5(8) . . ?
C5R C3R C6R 117.3(9) . . ?
N2R C3R C6R 100.0(8) . . ?
C4R C3R C6R 112.6(9) . . ?
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 C7R 106.4(8) . . ?
N9R C6R C8R 110.9(8) . . ?
C7R C6R C8R 110.8(8) . . ?
N9R C6R C3R 101.0(7) . . ?
C7R C6R C3R 112.0(9) . . ?
C8R C6R C3R 115.0(8) . . ?
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 124.4(8) . . ?
O10R N9R C6R 122.2(8) . . ?
C11R N9R C6R 112.9(8) . . ?
N9R C11R N2R 109.0(8) . . ?
N9R C11R C12R 128.3(9) . . ?
N2R C11R C12R 122.8(9) . . ?
C17R C12R C13R 104.8(8) . . ?
C17R C12R C11R 128.3(9) . . ?
C13R C12R C11R 126.9(9) . . ?
N14R C13R C12R 111.1(9) . . ?
N14R C13R H13B 124.5 . . ?
C12R C13R H13B 124.5 . . ?
C13R N14R N15R 104.5(8) . . ?
C13R N14R Cu1 125.2(7) . . ?
N15R N14R Cu1 130.3(6) . . ?
C17R N15R N14R 113.1(7) . . ?
C17R N15R C16R 126.0(9) . . ?
N14R N15R C16R 120.6(8) . . ?
N15R C16R H16A 109.5 . . ?
N15R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
N15R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
N15R C17R C12R 106.4(9) . . ?
N15R C17R H17A 126.8 . . ?
C12R C17R H17A 126.8 . . ?
O10S N9S C11S 125.4(9) . . ?
O10S N9S C6S 122.8(8) . . ?
C11S N9S C6S 111.4(9) . . ?
N9S C6S C8S 105.4(8) . . ?
N9S C6S C7S 109.7(9) . . ?
C8S C6S C7S 109.4(9) . . ?
N9S C6S C3S 101.6(8) . . ?
C8S C6S C3S 113.5(9) . . ?
C7S C6S C3S 116.3(9) . . ?
C6S C8S H8SA 109.5 . . ?
C6S C8S H8SB 109.5 . . ?
H8SA C8S H8SB 109.5 . . ?
C6S C8S H8SC 109.5 . . ?
H8SA C8S H8SC 109.5 . . ?
H8SB C8S H8SC 109.5 . . ?
C6S C7S H7SA 109.5 . . ?
C6S C7S H7SB 109.5 . . ?
H7SA C7S H7SB 109.5 . . ?
C6S C7S H7SC 109.5 . . ?
H7SA C7S H7SC 109.5 . . ?
H7SB C7S H7SC 109.5 . . ?
N2S C3S C5S 109.0(8) . . ?
N2S C3S C4S 105.3(8) . . ?
C5S C3S C4S 109.3(9) . . ?
N2S C3S C6S 100.4(8) . . ?
C5S C3S C6S 117.3(9) . . ?
C4S C3S C6S 114.4(9) . . ?
C3S C5S H5SA 109.5 . . ?
C3S C5S H5SB 109.5 . . ?
H5SA C5S H5SB 109.5 . . ?
C3S C5S H5SC 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
C3S C4S H4SA 109.5 . . ?
C3S C4S H4SB 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
C3S C4S H4SC 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?
O1S N2S C11S 124.6(8) . . ?
O1S N2S C3S 121.3(9) . . ?
C11S N2S C3S 113.0(9) . . ?
N2S C11S N9S 108.5(9) . . ?
N2S C11S C12S 126.4(10) . . ?
N9S C11S C12S 125.0(11) . . ?
C13S C12S C17S 104.6(9) . . ?
C13S C12S C11S 129.1(10) . . ?
C17S C12S C11S 126.3(11) . . ?
N14S C13S C12S 110.2(9) . . ?
N14S C13S H13C 124.9 . . ?
C12S C13S H13C 124.9 . . ?
N15S N14S C13S 105.2(8) . . ?
N15S N14S Cu2 132.0(6) . . ?
C13S N14S Cu2 122.8(7) . . ?
C17S N15S N14S 112.8(8) . . ?
C17S N15S C16S 125.5(9) . . ?
N14S N15S C16S 121.6(9) . . ?
N15S C16S H16D 109.5 . . ?
N15S C16S H16G 109.5 . . ?
H16D C16S H16G 109.5 . . ?
N15S C16S H16E 109.5 . . ?
H16D C16S H16E 109.5 . . ?
H16G C16S H16E 109.5 . . ?
N15S C17S C12S 107.1(9) . . ?
N15S C17S H17C 126.4 . . ?
C12S C17S H17C 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 -0.7(15) . . . . ?
Cu1 O1 C2 C1 175.8(6) . . . . ?
F3 C1 C2 O1 32(3) . . . . ?
F2 C1 C2 O1 -81(2) . . . . ?
F2A C1 C2 O1 -102(2) . . . . ?
F1A C1 C2 O1 135(4) . . . . ?
F1 C1 C2 O1 157(2) . . . . ?
F3A C1 C2 O1 34(2) . . . . ?
F3 C1 C2 C3 -151(3) . . . . ?
F2 C1 C2 C3 96(2) . . . . ?
F2A C1 C2 C3 74(2) . . . . ?
F1A C1 C2 C3 -49(4) . . . . ?
F1 C1 C2 C3 -27(2) . . . . ?
F3A C1 C2 C3 -150(2) . . . . ?
O1 C2 C3 C4 -2.5(18) . . . . ?
C1 C2 C3 C4 -178.8(10) . . . . ?
C2 C3 C4 O2 2.0(18) . . . . ?
C2 C3 C4 C5 179.6(10) . . . . ?
O2 C4 C5 F5 74.9(12) . . . . ?
C3 C4 C5 F5 -103.0(11) . . . . ?
O2 C4 C5 F6 -46.9(13) . . . . ?
C3 C4 C5 F6 135.2(10) . . . . ?
O2 C4 C5 F4 -165.1(9) . . . . ?
C3 C4 C5 F4 16.9(14) . . . . ?
C3 C4 O2 Cu1 1.7(15) . . . . ?
C5 C4 O2 Cu1 -176.0(6) . . . . ?
Cu1 O3 C7 C8 0.5(15) . . . . ?
Cu1 O3 C7 C6 -177.6(7) . . . . ?
F9 C6 C7 O3 -20.1(15) . . . . ?
F7 C6 C7 O3 103.3(11) . . . . ?
F8 C6 C7 O3 -139.6(10) . . . . ?
F9 C6 C7 C8 161.6(10) . . . . ?
F7 C6 C7 C8 -75.0(13) . . . . ?
F8 C6 C7 C8 42.0(14) . . . . ?
O3 C7 C8 C9 -1.0(17) . . . . ?
C6 C7 C8 C9 177.0(10) . . . . ?
C7 C8 C9 O4 3.0(17) . . . . ?
C7 C8 C9 C10 179.8(10) . . . . ?
O4 C9 C10 F12 -173.3(11) . . . . ?
C8 C9 C10 F12 9.5(17) . . . . ?
O4 C9 C10 F11 -49.7(13) . . . . ?
C8 C9 C10 F11 133.1(11) . . . . ?
O4 C9 C10 F10 63.3(14) . . . . ?
C8 C9 C10 F10 -113.8(12) . . . . ?
C8 C9 O4 Cu1 -4.1(15) . . . . ?
C10 C9 O4 Cu1 178.9(7) . . . . ?
Cu2 O5 C12 C13 -2.7(17) . . . . ?
Cu2 O5 C12 C11 175.5(9) . . . . ?
F15 C11 C12 O5 42.3(18) . . . . ?
F13 C11 C12 O5 165.9(12) . . . . ?
F14 C11 C12 O5 -75.3(15) . . . . ?
F15 C11 C12 C13 -139.4(14) . . . . ?
F13 C11 C12 C13 -16(2) . . . . ?
F14 C11 C12 C13 103.0(15) . . . . ?
O5 C12 C13 C14 -1(2) . . . . ?
C11 C12 C13 C14 -178.8(12) . . . . ?
C12 C13 C14 O6 -1(2) . . . . ?
C12 C13 C14 C15 179.6(11) . . . . ?
O6 C14 C15 F18 36.2(15) . . . . ?
C13 C14 C15 F18 -144.8(11) . . . . ?
O6 C14 C15 F16 162.9(10) . . . . ?
C13 C14 C15 F16 -18.0(16) . . . . ?
O6 C14 C15 F17 -78.8(11) . . . . ?
C13 C14 C15 F17 100.3(12) . . . . ?
C13 C14 O6 Cu2 6.4(16) . . . . ?
C15 C14 O6 Cu2 -174.7(7) . . . . ?
Cu2 O7 C17 C18 10.0(15) . . . . ?
Cu2 O7 C17 C16 -168.0(6) . . . . ?
F20 C16 C17 O7 50.7(12) . . . . ?
F19 C16 C17 O7 -70.4(11) . . . . ?
F21 C16 C17 O7 171.0(8) . . . . ?
F20 C16 C17 C18 -127.6(10) . . . . ?
F19 C16 C17 C18 111.4(10) . . . . ?
F21 C16 C17 C18 -7.2(14) . . . . ?
O7 C17 C18 C19 4.8(17) . . . . ?
C16 C17 C18 C19 -177.3(9) . . . . ?
C17 C18 C19 O8 -4.0(17) . . . . ?
C17 C18 C19 C20 174.7(10) . . . . ?
O8 C19 C20 F22 -44.9(15) . . . . ?
C18 C19 C20 F22 136.2(11) . . . . ?
O8 C19 C20 F23 -174.2(10) . . . . ?
C18 C19 C20 F23 6.9(16) . . . . ?
O8 C19 C20 F24 69.8(12) . . . . ?
C18 C19 C20 F24 -109.1(11) . . . . ?
C18 C19 O8 Cu2 -11.5(14) . . . . ?
C20 C19 O8 Cu2 169.7(7) . . . . ?
O1R N2R C3R C5R 42.2(12) . . . . ?
C11R N2R C3R C5R -145.4(9) . . . . ?
O1R N2R C3R C4R -77.0(11) . . . . ?
C11R N2R C3R C4R 95.4(10) . . . . ?
O1R N2R C3R C6R 166.3(8) . . . . ?
C11R N2R C3R C6R -21.2(10) . . . . ?
C5R C3R C6R N9R 141.4(8) . . . . ?
N2R C3R C6R N9R 22.3(9) . . . . ?
C4R C3R C6R N9R -88.0(9) . . . . ?
C5R C3R C6R C7R 28.5(12) . . . . ?
N2R C3R C6R C7R -90.5(9) . . . . ?
C4R C3R C6R C7R 159.1(8) . . . . ?
C5R C3R C6R C8R -99.1(11) . . . . ?
N2R C3R C6R C8R 141.8(8) . . . . ?
C4R C3R C6R C8R 31.5(12) . . . . ?
C7R C6R N9R O10R -74.6(11) . . . . ?
C8R C6R N9R O10R 45.9(12) . . . . ?
C3R C6R N9R O10R 168.3(8) . . . . ?
C7R C6R N9R C11R 97.6(9) . . . . ?
C8R C6R N9R C11R -141.9(9) . . . . ?
C3R C6R N9R C11R -19.5(10) . . . . ?
O10R N9R C11R N2R 178.7(8) . . . . ?
C6R N9R C11R N2R 6.7(11) . . . . ?
O10R N9R C11R C12R -0.9(16) . . . . ?
C6R N9R C11R C12R -172.9(9) . . . . ?
O1R N2R C11R N9R -177.7(8) . . . . ?
C3R N2R C11R N9R 10.2(11) . . . . ?
O1R N2R C11R C12R 1.9(15) . . . . ?
C3R N2R C11R C12R -170.2(8) . . . . ?
N9R C11R C12R C17R 171.2(10) . . . . ?
N2R C11R C12R C17R -8.3(16) . . . . ?
N9R C11R C12R C13R -5.0(17) . . . . ?
N2R C11R C12R C13R 175.5(9) . . . . ?
C17R C12R C13R N14R 1.7(11) . . . . ?
C11R C12R C13R N14R 178.6(9) . . . . ?
C12R C13R N14R N15R -1.8(11) . . . . ?
C12R C13R N14R Cu1 177.6(6) . . . . ?
C13R N14R N15R C17R 1.3(11) . . . . ?
Cu1 N14R N15R C17R -178.1(6) . . . . ?
C13R N14R N15R C16R -173.3(8) . . . . ?
Cu1 N14R N15R C16R 7.4(12) . . . . ?
N14R N15R C17R C12R -0.2(11) . . . . ?
C16R N15R C17R C12R 174.0(9) . . . . ?
C13R C12R C17R N15R -0.9(11) . . . . ?
C11R C12R C17R N15R -177.7(9) . . . . ?
O10S N9S C6S C8S -73.4(11) . . . . ?
C11S N9S C6S C8S 99.7(10) . . . . ?
O10S N9S C6S C7S 44.4(13) . . . . ?
C11S N9S C6S C7S -142.6(9) . . . . ?
O10S N9S C6S C3S 168.0(9) . . . . ?
C11S N9S C6S C3S -18.9(10) . . . . ?
N9S C6S C3S N2S 20.8(9) . . . . ?
C8S C6S C3S N2S -91.9(9) . . . . ?
C7S C6S C3S N2S 139.8(8) . . . . ?
N9S C6S C3S C5S 138.6(8) . . . . ?
C8S C6S C3S C5S 25.9(12) . . . . ?
C7S C6S C3S C5S -102.4(11) . . . . ?
N9S C6S C3S C4S -91.4(10) . . . . ?
C8S C6S C3S C4S 155.9(9) . . . . ?
C7S C6S C3S C4S 27.6(13) . . . . ?
C5S C3S N2S O1S 48.3(12) . . . . ?
C4S C3S N2S O1S -68.9(11) . . . . ?
C6S C3S N2S O1S 172.1(8) . . . . ?
C5S C3S N2S C11S -142.7(9) . . . . ?
C4S C3S N2S C11S 100.1(10) . . . . ?
C6S C3S N2S C11S -19.0(10) . . . . ?
O1S N2S C11S N9S 176.4(8) . . . . ?
C3S N2S C11S N9S 7.9(11) . . . . ?
O1S N2S C11S C12S -2.3(15) . . . . ?
C3S N2S C11S C12S -170.9(9) . . . . ?
O10S N9S C11S N2S -179.4(9) . . . . ?
C6S N9S C11S N2S 7.7(11) . . . . ?
O10S N9S C11S C12S -0.7(16) . . . . ?
C6S N9S C11S C12S -173.5(9) . . . . ?
N2S C11S C12S C13S -169.3(9) . . . . ?
N9S C11S C12S C13S 12.2(16) . . . . ?
N2S C11S C12S C17S 7.1(16) . . . . ?
N9S C11S C12S C17S -171.4(9) . . . . ?
C17S C12S C13S N14S 2.6(10) . . . . ?
C11S C12S C13S N14S 179.6(9) . . . . ?
C12S C13S N14S N15S -2.0(10) . . . . ?
C12S C13S N14S Cu2 178.5(6) . . . . ?
C13S N14S N15S C17S 0.5(10) . . . . ?
Cu2 N14S N15S C17S 179.9(6) . . . . ?
C13S N14S N15S C16S -177.2(8) . . . . ?
Cu2 N14S N15S C16S 2.3(12) . . . . ?
N14S N15S C17S C12S 1.2(10) . . . . ?
C16S N15S C17S C12S 178.7(8) . . . . ?
C13S C12S C17S N15S -2.3(10) . . . . ?
C11S C12S C17S N15S -179.4(8) . . . . ?

_refine_diff_density_max         0.974
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.102

_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_120
_database_code_depnum_ccdc_archive 'CCDC 1053804'
_audit_update_record             
;
2015-03-13 deposited with the CCDC.
2015-05-14 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            'C42 H38 Cu2 F24 N8 O12'
_chemical_formula_weight         1429.88

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   11.9822(13)
_cell_length_b                   15.0665(18)
_cell_length_c                   15.8827(18)
_cell_angle_alpha                81.337(7)
_cell_angle_beta                 76.852(6)
_cell_angle_gamma                85.591(6)
_cell_volume                     2757.6(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    7747
_cell_measurement_theta_min      3.79
_cell_measurement_theta_max      67.24

_exptl_crystal_description       prism
_exptl_crystal_colour            dark
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    2.301
_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      120(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            26813
_diffrn_reflns_av_unetI/netI     0.0858
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.884
_diffrn_reflns_theta_max         65.996
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.946
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.946
_reflns_number_total             9439
_reflns_number_gt                6804
_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)+(0.1752P)²+3.2170P] 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         9439
_refine_ls_number_parameters     820
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0918
_refine_ls_wR_factor_ref         0.2694
_refine_ls_wR_factor_gt          0.2413
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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 0.19955(7) 0.42579(6) 0.20661(5) 0.0349(3) Uani 1 1 d . . . . .
O1 O 0.2438(4) 0.4588(3) 0.0803(3) 0.0382(9) Uani 1 1 d . . . . .
C1 C 0.3383(6) 0.4574(6) -0.0645(4) 0.0500(17) Uani 1 1 d . . . . .
F1 F 0.4469(9) 0.4541(14) -0.1110(7) 0.086(4) Uani 0.65 1 d . . P A 1
F2 F 0.2857(17) 0.4047(11) -0.0972(7) 0.108(5) Uani 0.65 1 d . . P A 1
F3 F 0.3070(16) 0.5380(8) -0.0802(6) 0.089(4) Uani 0.65 1 d . . P A 1
F1A F 0.399(5) 0.527(3) -0.0865(16) 0.19(2) Uani 0.35 1 d . . P A 2
F2A F 0.377(4) 0.4048(16) -0.1181(10) 0.115(12) Uani 0.35 1 d . . P A 2
F3A F 0.2373(15) 0.488(2) -0.0848(9) 0.079(6) Uani 0.35 1 d . . P A 2
C2 C 0.3276(5) 0.4229(5) 0.0319(4) 0.0385(14) Uani 1 1 d . . . . .
C3 C 0.4084(6) 0.3578(5) 0.0551(4) 0.0465(16) Uani 1 1 d . . . . .
H3A H 0.4656 0.3352 0.0106 0.056 Uiso 1 1 calc R U . . .
C4 C 0.4071(5) 0.3254(5) 0.1419(4) 0.0404(14) Uani 1 1 d . . . . .
C5 C 0.5031(6) 0.2568(5) 0.1616(5) 0.0493(17) Uani 1 1 d . . . . .
F4 F 0.5884(3) 0.2507(3) 0.0940(3) 0.0581(11) Uani 1 1 d . . . . .
F5 F 0.4616(4) 0.1754(3) 0.1849(4) 0.0730(15) Uani 1 1 d . . . . .
F6 F 0.5463(4) 0.2779(4) 0.2242(3) 0.0813(18) Uani 1 1 d . . . . .
O2 O 0.3374(3) 0.3452(3) 0.2086(3) 0.0378(9) Uani 1 1 d . . . . .
O3 O 0.0567(3) 0.4990(3) 0.2056(3) 0.0352(9) Uani 1 1 d . . . . .
C6 C -0.1294(5) 0.5596(5) 0.2561(4) 0.0424(15) Uani 1 1 d . . . . .
F7 F -0.2134(4) 0.5088(4) 0.2526(3) 0.0712(14) Uani 1 1 d . . . . .
F8 F -0.1699(4) 0.6087(4) 0.3211(3) 0.0723(15) Uani 1 1 d . . . . .
F9 F -0.1078(4) 0.6161(3) 0.1836(3) 0.0581(11) Uani 1 1 d . . . . .
C7 C -0.0242(5) 0.5007(4) 0.2711(4) 0.0367(13) Uani 1 1 d . . . . .
C8 C -0.0325(5) 0.4539(5) 0.3554(4) 0.0399(14) Uani 1 1 d . . . . .
H8A H -0.1011 0.4602 0.3982 0.048 Uiso 1 1 calc R U . . .
C9 C 0.0572(5) 0.3988(4) 0.3775(4) 0.0354(13) Uani 1 1 d . . . . .
C10 C 0.0487(6) 0.3565(5) 0.4716(4) 0.0436(15) Uani 1 1 d . . . . .
F10 F 0.1088(5) 0.4020(4) 0.5103(3) 0.0738(14) Uani 1 1 d . . . . .
F11 F 0.0932(4) 0.2727(3) 0.4766(3) 0.0556(11) Uani 1 1 d . . . . .
F12 F -0.0595(4) 0.3544(4) 0.5184(3) 0.0681(14) Uani 1 1 d . . . . .
O4 O 0.1538(4) 0.3799(3) 0.3290(3) 0.0372(9) Uani 1 1 d . . . . .
Cu2 Cu 0.36148(7) 0.90175(6) 0.31232(5) 0.0310(3) Uani 1 1 d . . . . .
O5 O 0.4419(4) 0.8918(3) 0.1708(3) 0.0412(10) Uani 1 1 d . . . . .
C11 C 0.5892(7) 0.8854(7) 0.0460(5) 0.064(2) Uani 1 1 d . . . . .
F13 F 0.6806(5) 0.9282(5) 0.0014(3) 0.0888(19) Uani 1 1 d . . . . .
F14 F 0.6239(6) 0.7974(5) 0.0536(5) 0.108(2) Uani 1 1 d . . . . .
F15 F 0.5103(5) 0.8965(6) -0.0003(4) 0.108(3) Uani 1 1 d . . . . .
C12 C 0.5428(6) 0.9107(5) 0.1385(4) 0.0433(15) Uani 1 1 d . . . . .
C13 C 0.6200(6) 0.9454(5) 0.1778(4) 0.0432(15) Uani 1 1 d . . . . .
H13A H 0.6965 0.9529 0.1454 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5921(5) 0.9697(4) 0.2611(4) 0.0387(14) Uani 1 1 d . . . . .
C15 C 0.6851(6) 1.0062(5) 0.2963(5) 0.0471(16) Uani 1 1 d . . . . .
F16 F 0.7883(3) 1.0054(4) 0.2432(3) 0.0649(13) Uani 1 1 d . . . . .
F17 F 0.6599(4) 1.0904(4) 0.3092(4) 0.0818(17) Uani 1 1 d . . . . .
F18 F 0.6950(5) 0.9603(5) 0.3713(3) 0.089(2) Uani 1 1 d . . . . .
O6 O 0.4976(3) 0.9672(3) 0.3163(3) 0.0335(9) Uani 1 1 d . . . . .
O7 O 0.2470(3) 0.8911(3) 0.4518(3) 0.0397(10) Uani 1 1 d . . . . .
C16 C 0.0728(5) 0.8984(5) 0.5565(4) 0.0440(15) Uani 1 1 d . . . . .
F19 F 0.0724(4) 0.8211(3) 0.6098(3) 0.0687(14) Uani 1 1 d . . . . .
F20 F 0.1161(4) 0.9605(4) 0.5885(3) 0.0682(14) Uani 1 1 d . . . . .
F21 F -0.0371(3) 0.9234(3) 0.5589(2) 0.0461(9) Uani 1 1 d . . . . .
C17 C 0.1401(5) 0.8850(4) 0.4631(4) 0.0378(14) Uani 1 1 d . . . . .
C18 C 0.0780(5) 0.8636(4) 0.4058(4) 0.0400(14) Uani 1 1 d . . . . .
H18A H -0.0034 0.8678 0.4212 0.048 Uiso 1 1 calc R U . . .
C19 C 0.1318(5) 0.8362(4) 0.3264(4) 0.0380(14) Uani 1 1 d . . . . .
C20 C 0.0592(6) 0.7989(5) 0.2737(5) 0.0483(16) Uani 1 1 d . . . . .
F22 F 0.0868(6) 0.8314(4) 0.1911(3) 0.0874(18) Uani 1 1 d . . . . .
F23 F -0.0531(4) 0.8149(4) 0.3017(4) 0.0797(17) Uani 1 1 d . . . . .
F24 F 0.0755(4) 0.7102(3) 0.2781(3) 0.0663(13) Uani 1 1 d . . . . .
O8 O 0.2360(3) 0.8329(3) 0.2919(3) 0.0371(9) Uani 1 1 d . . . . .
O1R O 0.4589(3) 0.7911(3) 0.3348(3) 0.0339(9) Uani 1 1 d . . . . .
N2R N 0.4313(4) 0.7309(3) 0.4035(3) 0.0339(11) Uani 1 1 d . . . . .
C3R C 0.4835(5) 0.7280(4) 0.4818(4) 0.0350(13) Uani 1 1 d . . . . .
C4R C 0.6089(5) 0.6943(5) 0.4527(4) 0.0423(15) Uani 1 1 d . . . . .
H4RA H 0.6108 0.6348 0.4343 0.063 Uiso 1 1 calc R U . . .
H4RB H 0.6484 0.7363 0.4037 0.063 Uiso 1 1 calc R U . . .
H4RC H 0.6474 0.6901 0.5014 0.063 Uiso 1 1 calc R U . . .
C5R C 0.4782(5) 0.8193(4) 0.5103(4) 0.0388(14) Uani 1 1 d . . . . .
H5RA H 0.5127 0.8151 0.5612 0.058 Uiso 1 1 calc R U . . .
H5RB H 0.5204 0.8612 0.4626 0.058 Uiso 1 1 calc R U . . .
H5RC H 0.3980 0.8410 0.5258 0.058 Uiso 1 1 calc R U . . .
C6R C 0.4075(5) 0.6575(4) 0.5462(4) 0.0367(13) Uani 1 1 d . . . . .
C7R C 0.3003(5) 0.6994(5) 0.6015(4) 0.0403(14) Uani 1 1 d . . . . .
H7RA H 0.3229 0.7326 0.6430 0.060 Uiso 1 1 calc R U . . .
H7RB H 0.2600 0.7406 0.5633 0.060 Uiso 1 1 calc R U . . .
H7RC H 0.2494 0.6518 0.6334 0.060 Uiso 1 1 calc R U . . .
C8R C 0.4694(6) 0.5927(5) 0.6049(4) 0.0426(15) Uani 1 1 d . . . . .
H8RA H 0.4951 0.6256 0.6453 0.064 Uiso 1 1 calc R U . . .
H8RB H 0.4171 0.5466 0.6383 0.064 Uiso 1 1 calc R U . . .
H8RC H 0.5360 0.5640 0.5691 0.064 Uiso 1 1 calc R U . . .
N9R N 0.3680(4) 0.6082(3) 0.4846(3) 0.0358(11) Uani 1 1 d . . . . .
O10R O 0.3172(4) 0.5334(3) 0.5092(3) 0.0405(10) Uani 1 1 d . . . . .
C11R C 0.3802(5) 0.6550(4) 0.4035(4) 0.0338(13) Uani 1 1 d . . . . .
C12R C 0.3463(5) 0.6278(4) 0.3306(4) 0.0335(12) Uani 1 1 d . . . . .
C13R C 0.2943(5) 0.5482(4) 0.3266(4) 0.0353(13) Uani 1 1 d . . . . .
H13B H 0.2747 0.5020 0.3746 0.042 Uiso 1 1 calc R U . . .
N14R N 0.2760(4) 0.5456(4) 0.2481(3) 0.0373(11) Uani 1 1 d . . . . .
N15R N 0.3148(4) 0.6259(3) 0.2006(3) 0.0342(11) Uani 1 1 d . . . . .
C16R C 0.2980(6) 0.6521(5) 0.1124(4) 0.0459(15) Uani 1 1 d . . . . .
H16A H 0.2636 0.6032 0.0943 0.069 Uiso 1 1 calc R U . . .
H16B H 0.2469 0.7061 0.1107 0.069 Uiso 1 1 calc R U . . .
H16C H 0.3722 0.6649 0.0726 0.069 Uiso 1 1 calc R U . . .
C17R C 0.3592(5) 0.6742(4) 0.2473(4) 0.0355(13) Uani 1 1 d . . . . .
H17A H 0.3935 0.7305 0.2271 0.043 Uiso 1 1 calc R U . . .
O10S O 0.0629(4) 1.0349(3) 0.0951(3) 0.0481(11) Uani 1 1 d . . . . .
N9S N 0.0481(4) 1.1181(3) 0.1028(3) 0.0367(11) Uani 1 1 d . . . . .
C6S C -0.0121(5) 1.1830(4) 0.0446(4) 0.0377(13) Uani 1 1 d . . . . .
C8S C 0.0691(6) 1.1959(5) -0.0445(4) 0.0479(16) Uani 1 1 d . . . . .
H8SA H 0.0331 1.2380 -0.0849 0.072 Uiso 1 1 calc R U . . .
H8SB H 0.1405 1.2201 -0.0394 0.072 Uiso 1 1 calc R U . . .
H8SC H 0.0860 1.1380 -0.0667 0.072 Uiso 1 1 calc R U . . .
C7S C -0.1211(6) 1.1424(5) 0.0368(5) 0.0472(16) Uani 1 1 d . . . . .
H7SA H -0.1605 1.1846 -0.0012 0.071 Uiso 1 1 calc R U . . .
H7SB H -0.1014 1.0861 0.0118 0.071 Uiso 1 1 calc R U . . .
H7SC H -0.1716 1.1302 0.0948 0.071 Uiso 1 1 calc R U . . .
C3S C -0.0309(5) 1.2666(4) 0.0936(4) 0.0382(13) Uani 1 1 d . . . . .
C5S C -0.0118(6) 1.3571(5) 0.0366(5) 0.0458(15) Uani 1 1 d . . . . .
H5SA H -0.0710 1.3696 0.0022 0.069 Uiso 1 1 calc R U . . .
H5SB H -0.0163 1.4043 0.0737 0.069 Uiso 1 1 calc R U . . .
H5SC H 0.0640 1.3558 -0.0028 0.069 Uiso 1 1 calc R U . . .
C4S C -0.1436(6) 1.2707(5) 0.1611(5) 0.0463(16) Uani 1 1 d . . . . .
H4SA H -0.2075 1.2826 0.1313 0.070 Uiso 1 1 calc R U . . .
H4SB H -0.1534 1.2132 0.1995 0.070 Uiso 1 1 calc R U . . .
H4SC H -0.1423 1.3189 0.1959 0.070 Uiso 1 1 calc R U . . .
N2S N 0.0604(4) 1.2481(3) 0.1461(3) 0.0333(11) Uani 1 1 d . . . . .
O1S O 0.0851(4) 1.3058(3) 0.1904(3) 0.0433(10) Uani 1 1 d . . . . .
C11S C 0.0951(5) 1.1608(4) 0.1540(4) 0.0346(13) Uani 1 1 d . . . . .
C12S C 0.1666(5) 1.1199(4) 0.2122(4) 0.0331(12) Uani 1 1 d . . . . .
C13S C 0.2173(5) 1.0325(4) 0.2162(4) 0.0334(12) Uani 1 1 d . . . . .
H13C H 0.2120 0.9903 0.1786 0.040 Uiso 1 1 calc R U . . .
N14S N 0.2733(4) 1.0176(3) 0.2799(3) 0.0324(10) Uani 1 1 d . . . . .
N15S N 0.2617(4) 1.0952(3) 0.3170(3) 0.0319(10) Uani 1 1 d . . . . .
C16S C 0.3097(6) 1.1035(5) 0.3905(4) 0.0423(14) Uani 1 1 d . . . . .
H16D H 0.3526 1.0476 0.4059 0.063 Uiso 1 1 calc R U . . .
H16G H 0.3615 1.1535 0.3753 0.063 Uiso 1 1 calc R U . . .
H16E H 0.2478 1.1149 0.4403 0.063 Uiso 1 1 calc R U . . .
C17S C 0.1973(5) 1.1574(4) 0.2767(4) 0.0342(13) Uani 1 1 d . . . . .
H17C H 0.1769 1.2165 0.2904 0.041 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 O4 1.930(4) . ?
Cu1 O1 1.952(4) . ?
Cu1 O3 1.966(4) . ?
Cu1 O2 1.977(4) . ?
Cu1 N14R 2.327(5) . ?
Cu1 O1S 2.428(5) 1_545 ?
O1 C2 1.258(8) . ?
C1 F2A 1.237(17) . ?
C1 F3 1.249(12) . ?
C1 F1A 1.28(2) . ?
C1 F2 1.283(12) . ?
C1 F1 1.343(11) . ?
C1 F3A 1.351(17) . ?
C1 C2 1.520(9) . ?
C2 C3 1.394(9) . ?
C3 C4 1.389(9) . ?
C3 H3A 0.9500 . ?
C4 O2 1.250(8) . ?
C4 C5 1.541(9) . ?
C5 F6 1.307(9) . ?
C5 F4 1.312(8) . ?
C5 F5 1.328(9) . ?
O3 C7 1.252(8) . ?
C6 F9 1.312(8) . ?
C6 F7 1.326(8) . ?
C6 F8 1.340(8) . ?
C6 C7 1.528(9) . ?
C7 C8 1.402(9) . ?
C8 C9 1.384(9) . ?
C8 H8A 0.9500 . ?
C9 O4 1.274(7) . ?
C9 C10 1.517(9) . ?
C10 F11 1.331(8) . ?
C10 F10 1.331(9) . ?
C10 F12 1.339(8) . ?
Cu2 O6 1.987(4) . ?
Cu2 O1R 1.995(4) . ?
Cu2 O8 2.001(4) . ?
Cu2 N14S 2.031(5) . ?
Cu2 O5 2.258(4) . ?
Cu2 O7 2.315(4) . ?
O5 C12 1.237(8) . ?
C11 F15 1.311(10) . ?
C11 F13 1.316(10) . ?
C11 F14 1.356(12) . ?
C11 C12 1.542(10) . ?
C12 C13 1.399(10) . ?
C13 C14 1.385(9) . ?
C13 H13A 0.9500 . ?
C14 O6 1.264(7) . ?
C14 C15 1.525(9) . ?
C15 F18 1.310(9) . ?
C15 F17 1.318(9) . ?
C15 F16 1.329(8) . ?
O7 C17 1.261(7) . ?
C16 F20 1.319(9) . ?
C16 F19 1.334(8) . ?
C16 F21 1.335(7) . ?
C16 C17 1.553(9) . ?
C17 C18 1.386(10) . ?
C18 C19 1.386(9) . ?
C18 H18A 0.9500 . ?
C19 O8 1.244(7) . ?
C19 C20 1.524(10) . ?
C20 F22 1.304(9) . ?
C20 F24 1.330(9) . ?
C20 F23 1.334(8) . ?
O1R N2R 1.306(6) . ?
N2R C11R 1.338(8) . ?
N2R C3R 1.508(8) . ?
C3R C5R 1.503(9) . ?
C3R C4R 1.539(8) . ?
C3R C6R 1.550(9) . ?
C4R H4RA 0.9800 . ?
C4R H4RB 0.9800 . ?
C4R H4RC 0.9800 . ?
C5R H5RA 0.9800 . ?
C5R H5RB 0.9800 . ?
C5R H5RC 0.9800 . ?
C6R N9R 1.490(8) . ?
C6R C8R 1.517(9) . ?
C6R C7R 1.532(8) . ?
C7R H7RA 0.9800 . ?
C7R H7RB 0.9800 . ?
C7R H7RC 0.9800 . ?
C8R H8RA 0.9800 . ?
C8R H8RB 0.9800 . ?
C8R H8RC 0.9800 . ?
N9R O10R 1.288(7) . ?
N9R C11R 1.354(8) . ?
C11R C12R 1.434(9) . ?
C12R C17R 1.382(9) . ?
C12R C13R 1.410(9) . ?
C13R N14R 1.321(8) . ?
C13R H13B 0.9500 . ?
N14R N15R 1.378(7) . ?
N15R C17R 1.328(8) . ?
N15R C16R 1.453(8) . ?
C16R H16A 0.9800 . ?
C16R H16B 0.9800 . ?
C16R H16C 0.9800 . ?
C17R H17A 0.9500 . ?
O10S N9S 1.273(7) . ?
N9S C11S 1.347(8) . ?
N9S C6S 1.501(8) . ?
C6S C8S 1.519(9) . ?
C6S C7S 1.522(9) . ?
C6S C3S 1.554(9) . ?
C8S H8SA 0.9800 . ?
C8S H8SB 0.9800 . ?
C8S H8SC 0.9800 . ?
C7S H7SA 0.9800 . ?
C7S H7SB 0.9800 . ?
C7S H7SC 0.9800 . ?
C3S N2S 1.506(8) . ?
C3S C5S 1.521(9) . ?
C3S C4S 1.525(9) . ?
C5S H5SA 0.9800 . ?
C5S H5SB 0.9800 . ?
C5S H5SC 0.9800 . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?
N2S O1S 1.287(7) . ?
N2S C11S 1.346(8) . ?
O1S Cu1 2.428(5) 1_565 ?
C11S C12S 1.440(9) . ?
C12S C17S 1.372(9) . ?
C12S C13S 1.406(9) . ?
C13S N14S 1.320(8) . ?
C13S H13C 0.9500 . ?
N14S N15S 1.370(7) . ?
N15S C17S 1.347(8) . ?
N15S C16S 1.439(8) . ?
C16S H16D 0.9800 . ?
C16S H16G 0.9800 . ?
C16S H16E 0.9800 . ?
C17S H17C 0.9500 . ?

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
O4 Cu1 O1 173.63(18) . . ?
O4 Cu1 O3 93.62(18) . . ?
O1 Cu1 O3 88.55(17) . . ?
O4 Cu1 O2 85.11(18) . . ?
O1 Cu1 O2 92.35(18) . . ?
O3 Cu1 O2 176.31(19) . . ?
O4 Cu1 N14R 87.62(18) . . ?
O1 Cu1 N14R 98.43(19) . . ?
O3 Cu1 N14R 88.78(18) . . ?
O2 Cu1 N14R 94.63(18) . . ?
O4 Cu1 O1S 82.94(17) . 1_545 ?
O1 Cu1 O1S 91.37(17) . 1_545 ?
O3 Cu1 O1S 83.44(17) . 1_545 ?
O2 Cu1 O1S 92.96(17) . 1_545 ?
N14R Cu1 O1S 167.34(17) . 1_545 ?
C2 O1 Cu1 124.1(4) . . ?
F2A C1 F1A 108(2) . . ?
F3 C1 F2 112.8(11) . . ?
F3 C1 F1 103.3(10) . . ?
F2 C1 F1 104.5(11) . . ?
F2A C1 F3A 103(2) . . ?
F1A C1 F3A 103(3) . . ?
F2A C1 C2 118.3(10) . . ?
F3 C1 C2 114.4(7) . . ?
F1A C1 C2 110.4(10) . . ?
F2 C1 C2 108.4(7) . . ?
F1 C1 C2 113.1(7) . . ?
F3A C1 C2 113.3(8) . . ?
O1 C2 C3 128.9(6) . . ?
O1 C2 C1 113.2(6) . . ?
C3 C2 C1 117.9(6) . . ?
C4 C3 C2 121.4(6) . . ?
C4 C3 H3A 119.3 . . ?
C2 C3 H3A 119.3 . . ?
O2 C4 C3 128.3(6) . . ?
O2 C4 C5 113.8(6) . . ?
C3 C4 C5 117.9(6) . . ?
F6 C5 F4 107.2(6) . . ?
F6 C5 F5 109.4(7) . . ?
F4 C5 F5 106.2(6) . . ?
F6 C5 C4 111.0(6) . . ?
F4 C5 C4 113.3(6) . . ?
F5 C5 C4 109.6(6) . . ?
C4 O2 Cu1 124.3(4) . . ?
C7 O3 Cu1 123.5(4) . . ?
F9 C6 F7 108.2(6) . . ?
F9 C6 F8 106.8(6) . . ?
F7 C6 F8 107.0(6) . . ?
F9 C6 C7 112.6(5) . . ?
F7 C6 C7 110.2(6) . . ?
F8 C6 C7 111.7(5) . . ?
O3 C7 C8 128.7(6) . . ?
O3 C7 C6 115.4(5) . . ?
C8 C7 C6 115.8(5) . . ?
C9 C8 C7 121.5(6) . . ?
C9 C8 H8A 119.3 . . ?
C7 C8 H8A 119.3 . . ?
O4 C9 C8 128.5(6) . . ?
O4 C9 C10 111.9(5) . . ?
C8 C9 C10 119.5(6) . . ?
F11 C10 F10 106.2(6) . . ?
F11 C10 F12 107.7(6) . . ?
F10 C10 F12 108.1(6) . . ?
F11 C10 C9 111.5(5) . . ?
F10 C10 C9 110.1(6) . . ?
F12 C10 C9 112.9(5) . . ?
C9 O4 Cu1 124.2(4) . . ?
O6 Cu2 O1R 84.96(17) . . ?
O6 Cu2 O8 172.11(17) . . ?
O1R Cu2 O8 93.22(17) . . ?
O6 Cu2 N14S 92.31(18) . . ?
O1R Cu2 N14S 174.93(18) . . ?
O8 Cu2 N14S 88.92(18) . . ?
O6 Cu2 O5 87.67(16) . . ?
O1R Cu2 O5 83.97(17) . . ?
O8 Cu2 O5 84.50(17) . . ?
N14S Cu2 O5 91.67(18) . . ?
O6 Cu2 O7 105.79(16) . . ?
O1R Cu2 O7 95.83(16) . . ?
O8 Cu2 O7 82.02(16) . . ?
N14S Cu2 O7 89.02(18) . . ?
O5 Cu2 O7 166.49(16) . . ?
C12 O5 Cu2 121.7(4) . . ?
F15 C11 F13 109.0(8) . . ?
F15 C11 F14 107.9(7) . . ?
F13 C11 F14 104.9(7) . . ?
F15 C11 C12 111.9(6) . . ?
F13 C11 C12 114.5(7) . . ?
F14 C11 C12 108.2(7) . . ?
O5 C12 C13 128.0(6) . . ?
O5 C12 C11 114.5(6) . . ?
C13 C12 C11 117.3(6) . . ?
C14 C13 C12 124.2(6) . . ?
C14 C13 H13A 117.9 . . ?
C12 C13 H13A 117.9 . . ?
O6 C14 C13 130.1(6) . . ?
O6 C14 C15 111.1(6) . . ?
C13 C14 C15 118.8(6) . . ?
F18 C15 F17 107.2(7) . . ?
F18 C15 F16 107.3(6) . . ?
F17 C15 F16 106.1(6) . . ?
F18 C15 C14 111.2(6) . . ?
F17 C15 C14 110.7(6) . . ?
F16 C15 C14 114.0(6) . . ?
C14 O6 Cu2 126.1(4) . . ?
C17 O7 Cu2 120.0(4) . . ?
F20 C16 F19 109.2(6) . . ?
F20 C16 F21 106.7(6) . . ?
F19 C16 F21 106.1(5) . . ?
F20 C16 C17 112.4(6) . . ?
F19 C16 C17 109.9(6) . . ?
F21 C16 C17 112.2(5) . . ?
O7 C17 C18 128.8(6) . . ?
O7 C17 C16 113.7(6) . . ?
C18 C17 C16 117.4(5) . . ?
C17 C18 C19 121.6(6) . . ?
C17 C18 H18A 119.2 . . ?
C19 C18 H18A 119.2 . . ?
O8 C19 C18 128.8(6) . . ?
O8 C19 C20 112.5(6) . . ?
C18 C19 C20 118.6(6) . . ?
F22 C20 F24 106.5(6) . . ?
F22 C20 F23 107.9(7) . . ?
F24 C20 F23 106.4(6) . . ?
F22 C20 C19 111.7(6) . . ?
F24 C20 C19 110.7(6) . . ?
F23 C20 C19 113.3(6) . . ?
C19 O8 Cu2 128.7(4) . . ?
N2R O1R Cu2 123.0(3) . . ?
O1R N2R C11R 123.8(5) . . ?
O1R N2R C3R 121.6(5) . . ?
C11R N2R C3R 112.5(5) . . ?
C5R C3R N2R 111.5(5) . . ?
C5R C3R C4R 110.6(5) . . ?
N2R C3R C4R 105.6(5) . . ?
C5R C3R C6R 115.4(5) . . ?
N2R C3R C6R 99.5(5) . . ?
C4R C3R C6R 113.4(5) . . ?
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 110.0(5) . . ?
N9R C6R C7R 107.0(5) . . ?
C8R C6R C7R 109.7(5) . . ?
N9R C6R C3R 101.1(5) . . ?
C8R C6R C3R 115.3(5) . . ?
C7R C6R C3R 113.2(5) . . ?
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 124.3(5) . . ?
O10R N9R C6R 122.6(5) . . ?
C11R N9R C6R 112.8(5) . . ?
N2R C11R N9R 107.4(5) . . ?
N2R C11R C12R 126.2(6) . . ?
N9R C11R C12R 126.5(6) . . ?
C17R C12R C13R 104.3(5) . . ?
C17R C12R C11R 127.2(6) . . ?
C13R C12R C11R 128.5(6) . . ?
N14R C13R C12R 111.8(6) . . ?
N14R C13R H13B 124.1 . . ?
C12R C13R H13B 124.1 . . ?
C13R N14R N15R 104.4(5) . . ?
C13R N14R Cu1 125.0(4) . . ?
N15R N14R Cu1 130.6(4) . . ?
C17R N15R N14R 112.0(5) . . ?
C17R N15R C16R 127.1(5) . . ?
N14R N15R C16R 120.7(5) . . ?
N15R C16R H16A 109.5 . . ?
N15R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
N15R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
N15R C17R C12R 107.5(6) . . ?
N15R C17R H17A 126.2 . . ?
C12R C17R H17A 126.2 . . ?
O10S N9S C11S 125.7(5) . . ?
O10S N9S C6S 122.2(5) . . ?
C11S N9S C6S 111.6(5) . . ?
N9S C6S C8S 106.6(5) . . ?
N9S C6S C7S 109.4(5) . . ?
C8S C6S C7S 109.2(6) . . ?
N9S C6S C3S 101.0(5) . . ?
C8S C6S C3S 114.7(6) . . ?
C7S C6S C3S 115.2(5) . . ?
C6S C8S H8SA 109.5 . . ?
C6S C8S H8SB 109.5 . . ?
H8SA C8S H8SB 109.5 . . ?
C6S C8S H8SC 109.5 . . ?
H8SA C8S H8SC 109.5 . . ?
H8SB C8S H8SC 109.5 . . ?
C6S C7S H7SA 109.5 . . ?
C6S C7S H7SB 109.5 . . ?
H7SA C7S H7SB 109.5 . . ?
C6S C7S H7SC 109.5 . . ?
H7SA C7S H7SC 109.5 . . ?
H7SB C7S H7SC 109.5 . . ?
N2S C3S C5S 109.0(5) . . ?
N2S C3S C4S 104.9(5) . . ?
C5S C3S C4S 109.9(6) . . ?
N2S C3S C6S 100.8(5) . . ?
C5S C3S C6S 116.0(5) . . ?
C4S C3S C6S 115.0(6) . . ?
C3S C5S H5SA 109.5 . . ?
C3S C5S H5SB 109.5 . . ?
H5SA C5S H5SB 109.5 . . ?
C3S C5S H5SC 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
C3S C4S H4SA 109.5 . . ?
C3S C4S H4SB 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
C3S C4S H4SC 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?
O1S N2S C11S 124.6(5) . . ?
O1S N2S C3S 122.7(5) . . ?
C11S N2S C3S 111.6(5) . . ?
N2S O1S Cu1 151.8(4) . 1_565 ?
N2S C11S N9S 109.4(5) . . ?
N2S C11S C12S 124.4(5) . . ?
N9S C11S C12S 126.2(5) . . ?
C17S C12S C13S 105.5(5) . . ?
C17S C12S C11S 127.2(6) . . ?
C13S C12S C11S 127.3(5) . . ?
N14S C13S C12S 110.0(5) . . ?
N14S C13S H13C 125.0 . . ?
C12S C13S H13C 125.0 . . ?
C13S N14S N15S 106.7(5) . . ?
C13S N14S Cu2 125.3(4) . . ?
N15S N14S Cu2 127.9(4) . . ?
C17S N15S N14S 110.0(5) . . ?
C17S N15S C16S 127.4(5) . . ?
N14S N15S C16S 122.5(5) . . ?
N15S C16S H16D 109.5 . . ?
N15S C16S H16G 109.5 . . ?
H16D C16S H16G 109.5 . . ?
N15S C16S H16E 109.5 . . ?
H16D C16S H16E 109.5 . . ?
H16G C16S H16E 109.5 . . ?
N15S C17S C12S 107.7(5) . . ?
N15S C17S H17C 126.2 . . ?
C12S C17S H17C 126.2 . . ?

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 -3.4(10) . . . . ?
Cu1 O1 C2 C1 176.5(4) . . . . ?
F2A C1 C2 O1 -147(3) . . . . ?
F3 C1 C2 O1 33.3(14) . . . . ?
F1A C1 C2 O1 88(4) . . . . ?
F2 C1 C2 O1 -93.5(13) . . . . ?
F1 C1 C2 O1 151.2(12) . . . . ?
F3A C1 C2 O1 -26.6(19) . . . . ?
F2A C1 C2 C3 33(3) . . . . ?
F3 C1 C2 C3 -146.8(13) . . . . ?
F1A C1 C2 C3 -92(4) . . . . ?
F2 C1 C2 C3 86.4(13) . . . . ?
F1 C1 C2 C3 -28.9(14) . . . . ?
F3A C1 C2 C3 153.3(18) . . . . ?
O1 C2 C3 C4 -2.6(12) . . . . ?
C1 C2 C3 C4 177.5(7) . . . . ?
C2 C3 C4 O2 2.1(12) . . . . ?
C2 C3 C4 C5 -177.2(7) . . . . ?
O2 C4 C5 F6 -45.8(9) . . . . ?
C3 C4 C5 F6 133.6(7) . . . . ?
O2 C4 C5 F4 -166.4(6) . . . . ?
C3 C4 C5 F4 13.0(10) . . . . ?
O2 C4 C5 F5 75.2(8) . . . . ?
C3 C4 C5 F5 -105.4(7) . . . . ?
C3 C4 O2 Cu1 4.2(10) . . . . ?
C5 C4 O2 Cu1 -176.5(4) . . . . ?
Cu1 O3 C7 C8 -0.2(9) . . . . ?
Cu1 O3 C7 C6 -178.1(4) . . . . ?
F9 C6 C7 O3 -16.0(8) . . . . ?
F7 C6 C7 O3 104.9(6) . . . . ?
F8 C6 C7 O3 -136.3(6) . . . . ?
F9 C6 C7 C8 165.8(6) . . . . ?
F7 C6 C7 C8 -73.3(7) . . . . ?
F8 C6 C7 C8 45.5(8) . . . . ?
O3 C7 C8 C9 2.5(11) . . . . ?
C6 C7 C8 C9 -179.6(6) . . . . ?
C7 C8 C9 O4 -2.2(11) . . . . ?
C7 C8 C9 C10 174.2(6) . . . . ?
O4 C9 C10 F11 -41.6(8) . . . . ?
C8 C9 C10 F11 141.4(6) . . . . ?
O4 C9 C10 F10 76.0(7) . . . . ?
C8 C9 C10 F10 -101.0(7) . . . . ?
O4 C9 C10 F12 -163.1(6) . . . . ?
C8 C9 C10 F12 20.0(9) . . . . ?
C8 C9 O4 Cu1 -0.4(9) . . . . ?
C10 C9 O4 Cu1 -177.0(4) . . . . ?
Cu2 O5 C12 C13 -4.6(10) . . . . ?
Cu2 O5 C12 C11 170.5(5) . . . . ?
F15 C11 C12 O5 35.7(11) . . . . ?
F13 C11 C12 O5 160.4(7) . . . . ?
F14 C11 C12 O5 -83.0(8) . . . . ?
F15 C11 C12 C13 -148.7(8) . . . . ?
F13 C11 C12 C13 -24.0(12) . . . . ?
F14 C11 C12 C13 92.6(8) . . . . ?
O5 C12 C13 C14 -3.9(12) . . . . ?
C11 C12 C13 C14 -178.8(7) . . . . ?
C12 C13 C14 O6 -0.8(12) . . . . ?
C12 C13 C14 C15 179.6(7) . . . . ?
O6 C14 C15 F18 54.7(8) . . . . ?
C13 C14 C15 F18 -125.5(7) . . . . ?
O6 C14 C15 F17 -64.3(7) . . . . ?
C13 C14 C15 F17 115.4(7) . . . . ?
O6 C14 C15 F16 176.2(6) . . . . ?
C13 C14 C15 F16 -4.1(9) . . . . ?
C13 C14 O6 Cu2 14.4(10) . . . . ?
C15 C14 O6 Cu2 -165.9(4) . . . . ?
Cu2 O7 C17 C18 16.0(9) . . . . ?
Cu2 O7 C17 C16 -167.9(4) . . . . ?
F20 C16 C17 O7 37.5(8) . . . . ?
F19 C16 C17 O7 -84.4(7) . . . . ?
F21 C16 C17 O7 157.7(6) . . . . ?
F20 C16 C17 C18 -145.9(6) . . . . ?
F19 C16 C17 C18 92.2(7) . . . . ?
F21 C16 C17 C18 -25.7(9) . . . . ?
O7 C17 C18 C19 6.6(11) . . . . ?
C16 C17 C18 C19 -169.4(6) . . . . ?
C17 C18 C19 O8 -5.9(11) . . . . ?
C17 C18 C19 C20 169.9(6) . . . . ?
O8 C19 C20 F22 -47.6(8) . . . . ?
C18 C19 C20 F22 135.9(7) . . . . ?
O8 C19 C20 F24 70.8(7) . . . . ?
C18 C19 C20 F24 -105.7(7) . . . . ?
O8 C19 C20 F23 -169.8(6) . . . . ?
C18 C19 C20 F23 13.7(9) . . . . ?
C18 C19 O8 Cu2 -23.2(9) . . . . ?
C20 C19 O8 Cu2 160.8(4) . . . . ?
Cu2 O1R N2R C11R 97.7(6) . . . . ?
Cu2 O1R N2R C3R -99.9(5) . . . . ?
O1R N2R C3R C5R 48.8(7) . . . . ?
C11R N2R C3R C5R -147.0(5) . . . . ?
O1R N2R C3R C4R -71.4(6) . . . . ?
C11R N2R C3R C4R 92.8(6) . . . . ?
O1R N2R C3R C6R 171.0(5) . . . . ?
C11R N2R C3R C6R -24.8(6) . . . . ?
C5R C3R C6R N9R 143.0(5) . . . . ?
N2R C3R C6R N9R 23.6(5) . . . . ?
C4R C3R C6R N9R -88.1(6) . . . . ?
C5R C3R C6R C8R -98.6(6) . . . . ?
N2R C3R C6R C8R 142.0(5) . . . . ?
C4R C3R C6R C8R 30.4(7) . . . . ?
C5R C3R C6R C7R 28.9(7) . . . . ?
N2R C3R C6R C7R -90.5(6) . . . . ?
C4R C3R C6R C7R 157.8(5) . . . . ?
C8R C6R N9R O10R 45.9(7) . . . . ?
C7R C6R N9R O10R -73.2(7) . . . . ?
C3R C6R N9R O10R 168.2(5) . . . . ?
C8R C6R N9R C11R -140.7(5) . . . . ?
C7R C6R N9R C11R 100.2(6) . . . . ?
C3R C6R N9R C11R -18.4(6) . . . . ?
O1R N2R C11R N9R 178.3(5) . . . . ?
C3R N2R C11R N9R 14.5(6) . . . . ?
O1R N2R C11R C12R -0.9(9) . . . . ?
C3R N2R C11R C12R -164.7(5) . . . . ?
O10R N9R C11R N2R 176.7(5) . . . . ?
C6R N9R C11R N2R 3.4(6) . . . . ?
O10R N9R C11R C12R -4.2(9) . . . . ?
C6R N9R C11R C12R -177.4(5) . . . . ?
N2R C11R C12R C17R -0.3(9) . . . . ?
N9R C11R C12R C17R -179.3(6) . . . . ?
N2R C11R C12R C13R 178.7(6) . . . . ?
N9R C11R C12R C13R -0.2(10) . . . . ?
C17R C12R C13R N14R -0.2(7) . . . . ?
C11R C12R C13R N14R -179.5(5) . . . . ?
C12R C13R N14R N15R -1.2(6) . . . . ?
C12R C13R N14R Cu1 177.2(4) . . . . ?
C13R N14R N15R C17R 2.4(6) . . . . ?
Cu1 N14R N15R C17R -176.0(4) . . . . ?
C13R N14R N15R C16R -173.5(5) . . . . ?
Cu1 N14R N15R C16R 8.2(8) . . . . ?
N14R N15R C17R C12R -2.6(7) . . . . ?
C16R N15R C17R C12R 173.0(6) . . . . ?
C13R C12R C17R N15R 1.7(6) . . . . ?
C11R C12R C17R N15R -179.1(5) . . . . ?
O10S N9S C6S C8S -72.1(7) . . . . ?
C11S N9S C6S C8S 100.2(6) . . . . ?
O10S N9S C6S C7S 45.9(7) . . . . ?
C11S N9S C6S C7S -141.9(6) . . . . ?
O10S N9S C6S C3S 167.8(5) . . . . ?
C11S N9S C6S C3S -20.0(6) . . . . ?
N9S C6S C3S N2S 21.9(6) . . . . ?
C8S C6S C3S N2S -92.3(6) . . . . ?
C7S C6S C3S N2S 139.7(5) . . . . ?
N9S C6S C3S C5S 139.5(5) . . . . ?
C8S C6S C3S C5S 25.3(8) . . . . ?
C7S C6S C3S C5S -102.8(7) . . . . ?
N9S C6S C3S C4S -90.3(6) . . . . ?
C8S C6S C3S C4S 155.5(6) . . . . ?
C7S C6S C3S C4S 27.5(8) . . . . ?
C5S C3S N2S O1S 49.6(7) . . . . ?
C4S C3S N2S O1S -68.1(7) . . . . ?
C6S C3S N2S O1S 172.2(5) . . . . ?
C5S C3S N2S C11S -142.2(5) . . . . ?
C4S C3S N2S C11S 100.1(6) . . . . ?
C6S C3S N2S C11S -19.6(6) . . . . ?
C11S N2S O1S Cu1 98.0(9) . . . 1_565 ?
C3S N2S O1S Cu1 -95.3(8) . . . 1_565 ?
O1S N2S C11S N9S 175.9(5) . . . . ?
C3S N2S C11S N9S 8.0(7) . . . . ?
O1S N2S C11S C12S -1.2(9) . . . . ?
C3S N2S C11S C12S -169.1(5) . . . . ?
O10S N9S C11S N2S -179.7(5) . . . . ?
C6S N9S C11S N2S 8.4(7) . . . . ?
O10S N9S C11S C12S -2.7(10) . . . . ?
C6S N9S C11S C12S -174.6(5) . . . . ?
N2S C11S C12S C17S 10.1(10) . . . . ?
N9S C11S C12S C17S -166.5(6) . . . . ?
N2S C11S C12S C13S -171.6(6) . . . . ?
N9S C11S C12S C13S 11.8(10) . . . . ?
C17S C12S C13S N14S 1.0(7) . . . . ?
C11S C12S C13S N14S -177.6(6) . . . . ?
C12S C13S N14S N15S -1.0(6) . . . . ?
C12S C13S N14S Cu2 -179.8(4) . . . . ?
C13S N14S N15S C17S 0.7(6) . . . . ?
Cu2 N14S N15S C17S 179.4(4) . . . . ?
C13S N14S N15S C16S 178.5(5) . . . . ?
Cu2 N14S N15S C16S -2.7(8) . . . . ?
N14S N15S C17S C12S -0.1(6) . . . . ?
C16S N15S C17S C12S -177.8(6) . . . . ?
C13S C12S C17S N15S -0.5(6) . . . . ?
C11S C12S C17S N15S 178.1(6) . . . . ?

_refine_diff_density_max         1.501
_refine_diff_density_min         -1.067
_refine_diff_density_rms         0.168

_shelxl_version_number           2014/6



