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

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1032820'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H9 F5 N2 O2'
_chemical_formula_sum            'C34 H18 F10 N4 O4'
_chemical_formula_weight         736.52

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'

_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                   10.0877(8)
_cell_length_b                   11.7180(8)
_cell_length_c                   13.6686(10)
_cell_angle_alpha                95.540(6)
_cell_angle_beta                 93.267(6)
_cell_angle_gamma                95.334(7)
_cell_volume                     1597.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    2251
_cell_measurement_theta_min      3.8600
_cell_measurement_theta_max      24.0420

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5122
_exptl_crystal_size_mid          0.2636
_exptl_crystal_size_min          0.0656
_exptl_absorpt_coefficient_mu    0.141
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.51189
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 None.
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_reflns_number            15419
_diffrn_reflns_av_unetI/netI     0.0913
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.936
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7326
_reflns_number_gt                3678
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0795P)²+1.1434P] 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         7326
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1438
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1939
_refine_ls_wR_factor_gt          0.1379
_refine_ls_goodness_of_fit_ref   0.865
_refine_ls_restrained_S_all      0.865
_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
C18 C 0.8839(3) 0.6465(3) 0.3605(3) 0.0509(9) Uani 1 1 d . . . . .
H18 H 0.8136 0.6330 0.4026 0.061 Uiso 1 1 calc R U . . .
C19 C 0.9752(3) 0.5610(3) 0.3484(3) 0.0438(8) Uani 1 1 d . . . . .
C20 C 0.9760(3) 0.4531(3) 0.3805(3) 0.0468(9) Uani 1 1 d . . . . .
H20 H 0.9120 0.4175 0.4192 0.056 Uiso 1 1 calc R U . . .
C21 C 1.0885(3) 0.4058(3) 0.3454(3) 0.0452(8) Uani 1 1 d . . . . .
H21 H 1.1147 0.3318 0.3555 0.054 Uiso 1 1 calc R U . . .
C22 C 1.1546(3) 0.4860(3) 0.2934(2) 0.0406(8) Uani 1 1 d . . . . .
C23 C 1.2744(3) 0.4816(3) 0.2339(2) 0.0416(8) Uani 1 1 d . . . . .
H23 H 1.3148 0.5629 0.2343 0.050 Uiso 1 1 calc R U . . .
C24 C 1.2321(3) 0.4393(3) 0.1282(3) 0.0439(8) Uani 1 1 d . . . . .
C25 C 1.1116(4) 0.3886(4) 0.0847(3) 0.0615(11) Uani 1 1 d . . . . .
H25 H 1.0321 0.3732 0.1173 0.074 Uiso 1 1 calc R U . . .
C26 C 1.1267(4) 0.3642(4) -0.0144(3) 0.0622(11) Uani 1 1 d . . . . .
H26 H 1.0599 0.3280 -0.0620 0.075 Uiso 1 1 calc R U . . .
C27 C 1.2557(3) 0.4017(3) -0.0324(3) 0.0458(8) Uani 1 1 d . . . . .
C28 C 1.3210(4) 0.3975(3) -0.1211(3) 0.0515(9) Uani 1 1 d . . . . .
H28 H 1.2717 0.3602 -0.1785 0.062 Uiso 1 1 calc R U . . .
C29 C 1.3800(3) 0.4160(3) 0.2808(2) 0.0395(8) Uani 1 1 d . . . . .
C30 C 1.3853(3) 0.2982(3) 0.2631(3) 0.0455(8) Uani 1 1 d . . . . .
C31 C 1.4813(4) 0.2411(3) 0.3089(3) 0.0513(9) Uani 1 1 d . . . . .
C32 C 1.5746(3) 0.3010(4) 0.3751(3) 0.0530(10) Uani 1 1 d . . . . .
C33 C 1.5731(3) 0.4177(4) 0.3954(3) 0.0495(9) Uani 1 1 d . . . . .
C34 C 1.4780(3) 0.4732(3) 0.3472(3) 0.0428(8) Uani 1 1 d . . . . .
N3 N 1.0855(2) 0.5791(2) 0.2959(2) 0.0429(7) Uani 1 1 d . . . . .
H3 H 1.1078 0.6421 0.2679 0.051 Uiso 1 1 calc R U . . .
N4 N 1.3178(3) 0.4485(2) 0.0564(2) 0.0415(7) Uani 1 1 d . . . . .
H4 H 1.4009 0.4797 0.0651 0.050 Uiso 1 1 calc R U . . .
O3 O 0.8892(2) 0.7361(2) 0.3208(2) 0.0570(7) Uani 1 1 d . . . . .
O4 O 1.4358(3) 0.4379(2) -0.13073(18) 0.0576(7) Uani 1 1 d . . . . .
F6 F 1.2954(2) 0.23519(18) 0.20003(18) 0.0704(7) Uani 1 1 d . . . . .
F7 F 1.4838(2) 0.12734(19) 0.28740(19) 0.0739(7) Uani 1 1 d . . . . .
F8 F 1.6683(2) 0.2477(2) 0.42101(18) 0.0770(8) Uani 1 1 d . . . . .
F9 F 1.6635(2) 0.4775(2) 0.46166(16) 0.0678(7) Uani 1 1 d . . . . .
F10 F 1.48019(19) 0.58765(17) 0.36915(15) 0.0564(6) Uani 1 1 d . . . . .
C1 C 0.7516(4) 0.1591(4) 0.8191(3) 0.0653(12) Uani 1 1 d . . . . .
H1 H 0.6666 0.1373 0.8419 0.078 Uiso 1 1 calc R U . . .
C2 C 0.8515(3) 0.0846(3) 0.8331(3) 0.0457(8) Uani 1 1 d . . . . .
C3 C 0.8459(3) -0.0121(3) 0.8832(3) 0.0475(9) Uani 1 1 d . . . . .
H3A H 0.7716 -0.0424 0.9155 0.057 Uiso 1 1 calc R U . . .
C4 C 0.9674(3) -0.0573(3) 0.8781(3) 0.0491(9) Uani 1 1 d . . . . .
H4A H 0.9916 -0.1240 0.9064 0.059 Uiso 1 1 calc R U . . .
C5 C 1.0470(3) 0.0119(3) 0.8246(2) 0.0383(7) Uani 1 1 d . . . . .
C6 C 1.1898(3) 0.0050(3) 0.7989(2) 0.0371(7) Uani 1 1 d . . . . .
H6 H 1.2435 0.0733 0.8358 0.044 Uiso 1 1 calc R U . . .
C7 C 1.2439(3) -0.1008(3) 0.8350(2) 0.0390(8) Uani 1 1 d . . . . .
C8 C 1.2048(3) -0.2167(3) 0.8098(3) 0.0495(9) Uani 1 1 d . . . . .
H8 H 1.1340 -0.2489 0.7637 0.059 Uiso 1 1 calc R U . . .
C9 C 1.2893(3) -0.2769(3) 0.8650(3) 0.0495(9) Uani 1 1 d . . . . .
H9 H 1.2858 -0.3583 0.8639 0.059 Uiso 1 1 calc R U . . .
C10 C 1.3790(3) -0.1983(3) 0.9217(2) 0.0400(8) Uani 1 1 d . . . . .
C11 C 1.4862(3) -0.2158(3) 0.9890(3) 0.0481(9) Uani 1 1 d . . . . .
H11 H 1.4981 -0.2932 0.9995 0.058 Uiso 1 1 calc R U . . .
C12 C 1.2127(3) 0.0109(3) 0.6906(2) 0.0381(7) Uani 1 1 d . . . . .
C13 C 1.1346(3) -0.0540(3) 0.6152(3) 0.0419(8) Uani 1 1 d . . . . .
C14 C 1.1591(4) -0.0511(3) 0.5177(3) 0.0534(10) Uani 1 1 d . . . . .
C15 C 1.2650(4) 0.0190(4) 0.4930(3) 0.0663(12) Uani 1 1 d . . . . .
C16 C 1.3468(4) 0.0844(4) 0.5654(3) 0.0644(11) Uani 1 1 d . . . . .
C17 C 1.3189(3) 0.0793(3) 0.6620(3) 0.0485(9) Uani 1 1 d . . . . .
N1 N 0.9765(2) 0.0980(2) 0.7975(2) 0.0424(7) Uani 1 1 d . . . . .
H1A H 1.0058 0.1534 0.7627 0.051 Uiso 1 1 calc R U . . .
N2 N 1.3488(2) -0.0898(2) 0.90152(19) 0.0381(6) Uani 1 1 d . . . . .
H2 H 1.3915 -0.0241 0.9280 0.046 Uiso 1 1 calc R U . . .
O1 O 0.7638(3) 0.2490(3) 0.7806(3) 0.0950(12) Uani 1 1 d . . . . .
O2 O 1.5642(2) -0.1410(2) 1.03438(19) 0.0578(7) Uani 1 1 d . . . . .
F1 F 1.0291(2) -0.12510(19) 0.63604(16) 0.0609(6) Uani 1 1 d . . . . .
F2 F 1.0820(2) -0.1172(2) 0.44799(17) 0.0800(8) Uani 1 1 d . . . . .
F3 F 1.2895(3) 0.0226(3) 0.39780(19) 0.1033(10) Uani 1 1 d . . . . .
F4 F 1.4509(3) 0.1527(3) 0.5408(2) 0.1077(10) Uani 1 1 d . . . . .
F5 F 1.3999(2) 0.1453(2) 0.73043(17) 0.0707(7) Uani 1 1 d . . . . .


_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
C18 O3 1.226(4) . ?
C18 C19 1.427(5) . ?
C18 H18 0.9500 . ?
C19 N3 1.370(4) . ?
C19 C20 1.379(5) . ?
C20 C21 1.397(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.378(5) . ?
C21 H21 0.9500 . ?
C22 N3 1.347(4) . ?
C22 C23 1.496(5) . ?
C23 C24 1.506(5) . ?
C23 C29 1.519(4) . ?
C23 H23 1.0000 . ?
C24 N4 1.350(4) . ?
C24 C25 1.378(5) . ?
C25 C26 1.377(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.377(5) . ?
C26 H26 0.9500 . ?
C27 N4 1.374(4) . ?
C27 C28 1.411(5) . ?
C28 O4 1.229(4) . ?
C28 H28 0.9500 . ?
C29 C34 1.381(5) . ?
C29 C30 1.385(5) . ?
C30 F6 1.332(4) . ?
C30 C31 1.381(5) . ?
C31 F7 1.340(4) . ?
C31 C32 1.362(5) . ?
C32 F8 1.339(4) . ?
C32 C33 1.370(5) . ?
C33 F9 1.345(4) . ?
C33 C34 1.380(5) . ?
C34 F10 1.344(4) . ?
N3 H3 0.8800 . ?
N4 H4 0.8800 . ?
C1 O1 1.222(5) . ?
C1 C2 1.410(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.378(5) . ?
C2 N1 1.379(4) . ?
C3 C4 1.382(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.377(5) . ?
C4 H4A 0.9500 . ?
C5 N1 1.355(4) . ?
C5 C6 1.510(4) . ?
C6 C7 1.514(4) . ?
C6 C12 1.518(4) . ?
C6 H6 1.0000 . ?
C7 N2 1.344(4) . ?
C7 C8 1.383(5) . ?
C8 C9 1.392(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(5) . ?
C9 H9 0.9500 . ?
C10 N2 1.384(4) . ?
C10 C11 1.422(4) . ?
C11 O2 1.218(4) . ?
C11 H11 0.9500 . ?
C12 C17 1.374(5) . ?
C12 C13 1.381(4) . ?
C13 F1 1.351(4) . ?
C13 C14 1.373(5) . ?
C14 F2 1.332(4) . ?
C14 C15 1.363(6) . ?
C15 F3 1.343(5) . ?
C15 C16 1.376(6) . ?
C16 F4 1.338(4) . ?
C16 C17 1.372(5) . ?
C17 F5 1.340(4) . ?
N1 H1A 0.8800 . ?
N2 H2 0.8800 . ?

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
O3 C18 C19 125.0(4) . . ?
O3 C18 H18 117.5 . . ?
C19 C18 H18 117.5 . . ?
N3 C19 C20 107.5(3) . . ?
N3 C19 C18 120.7(3) . . ?
C20 C19 C18 131.8(3) . . ?
C19 C20 C21 107.2(3) . . ?
C19 C20 H20 126.4 . . ?
C21 C20 H20 126.4 . . ?
C22 C21 C20 107.6(3) . . ?
C22 C21 H21 126.2 . . ?
C20 C21 H21 126.2 . . ?
N3 C22 C21 108.0(3) . . ?
N3 C22 C23 119.7(3) . . ?
C21 C22 C23 132.1(3) . . ?
C22 C23 C24 110.1(3) . . ?
C22 C23 C29 111.9(3) . . ?
C24 C23 C29 114.6(3) . . ?
C22 C23 H23 106.6 . . ?
C24 C23 H23 106.6 . . ?
C29 C23 H23 106.6 . . ?
N4 C24 C25 107.5(3) . . ?
N4 C24 C23 121.3(3) . . ?
C25 C24 C23 131.1(3) . . ?
C24 C25 C26 107.8(3) . . ?
C24 C25 H25 126.1 . . ?
C26 C25 H25 126.1 . . ?
C27 C26 C25 108.1(3) . . ?
C27 C26 H26 125.9 . . ?
C25 C26 H26 125.9 . . ?
N4 C27 C26 106.7(3) . . ?
N4 C27 C28 122.7(3) . . ?
C26 C27 C28 130.5(3) . . ?
O4 C28 C27 125.8(3) . . ?
O4 C28 H28 117.1 . . ?
C27 C28 H28 117.1 . . ?
C34 C29 C30 115.5(3) . . ?
C34 C29 C23 120.3(3) . . ?
C30 C29 C23 124.2(3) . . ?
F6 C30 C31 117.3(3) . . ?
F6 C30 C29 120.1(3) . . ?
C31 C30 C29 122.6(3) . . ?
F7 C31 C32 120.0(3) . . ?
F7 C31 C30 120.2(4) . . ?
C32 C31 C30 119.8(3) . . ?
F8 C32 C31 121.1(4) . . ?
F8 C32 C33 119.2(4) . . ?
C31 C32 C33 119.7(3) . . ?
F9 C33 C32 120.2(3) . . ?
F9 C33 C34 120.3(4) . . ?
C32 C33 C34 119.4(3) . . ?
F10 C34 C33 117.5(3) . . ?
F10 C34 C29 119.5(3) . . ?
C33 C34 C29 123.0(3) . . ?
C22 N3 C19 109.7(3) . . ?
C22 N3 H3 125.1 . . ?
C19 N3 H3 125.1 . . ?
C24 N4 C27 109.8(3) . . ?
C24 N4 H4 125.1 . . ?
C27 N4 H4 125.1 . . ?
O1 C1 C2 126.3(4) . . ?
O1 C1 H1 116.8 . . ?
C2 C1 H1 116.8 . . ?
C3 C2 N1 107.2(3) . . ?
C3 C2 C1 128.4(3) . . ?
N1 C2 C1 124.4(3) . . ?
C2 C3 C4 108.0(3) . . ?
C2 C3 H3A 126.0 . . ?
C4 C3 H3A 126.0 . . ?
C5 C4 C3 107.6(3) . . ?
C5 C4 H4A 126.2 . . ?
C3 C4 H4A 126.2 . . ?
N1 C5 C4 108.3(3) . . ?
N1 C5 C6 121.4(3) . . ?
C4 C5 C6 130.3(3) . . ?
C5 C6 C7 110.9(3) . . ?
C5 C6 C12 114.7(2) . . ?
C7 C6 C12 110.6(3) . . ?
C5 C6 H6 106.7 . . ?
C7 C6 H6 106.7 . . ?
C12 C6 H6 106.7 . . ?
N2 C7 C8 109.0(3) . . ?
N2 C7 C6 120.2(3) . . ?
C8 C7 C6 130.8(3) . . ?
C7 C8 C9 106.7(3) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
C10 C9 C8 108.3(3) . . ?
C10 C9 H9 125.8 . . ?
C8 C9 H9 125.8 . . ?
N2 C10 C9 107.1(3) . . ?
N2 C10 C11 122.7(3) . . ?
C9 C10 C11 130.3(3) . . ?
O2 C11 C10 126.3(3) . . ?
O2 C11 H11 116.9 . . ?
C10 C11 H11 116.9 . . ?
C17 C12 C13 115.6(3) . . ?
C17 C12 C6 120.8(3) . . ?
C13 C12 C6 123.5(3) . . ?
F1 C13 C14 117.0(3) . . ?
F1 C13 C12 119.9(3) . . ?
C14 C13 C12 123.1(3) . . ?
F2 C14 C15 120.3(4) . . ?
F2 C14 C13 120.5(4) . . ?
C15 C14 C13 119.1(4) . . ?
F3 C15 C14 119.6(4) . . ?
F3 C15 C16 120.3(4) . . ?
C14 C15 C16 120.1(4) . . ?
F4 C16 C15 119.9(4) . . ?
F4 C16 C17 121.2(4) . . ?
C15 C16 C17 119.0(4) . . ?
F5 C17 C16 117.3(3) . . ?
F5 C17 C12 119.6(3) . . ?
C16 C17 C12 123.1(3) . . ?
C5 N1 C2 108.9(3) . . ?
C5 N1 H1A 125.5 . . ?
C2 N1 H1A 125.5 . . ?
C7 N2 C10 109.0(3) . . ?
C7 N2 H2 125.5 . . ?
C10 N2 H2 125.5 . . ?

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
O3 C18 C19 N3 5.7(6) . . . . ?
O3 C18 C19 C20 -173.5(4) . . . . ?
N3 C19 C20 C21 -0.5(4) . . . . ?
C18 C19 C20 C21 178.7(4) . . . . ?
C19 C20 C21 C22 0.5(4) . . . . ?
C20 C21 C22 N3 -0.3(4) . . . . ?
C20 C21 C22 C23 -175.2(3) . . . . ?
N3 C22 C23 C24 -84.3(4) . . . . ?
C21 C22 C23 C24 90.1(4) . . . . ?
N3 C22 C23 C29 147.0(3) . . . . ?
C21 C22 C23 C29 -38.6(5) . . . . ?
C22 C23 C24 N4 167.1(3) . . . . ?
C29 C23 C24 N4 -65.7(4) . . . . ?
C22 C23 C24 C25 -12.4(5) . . . . ?
C29 C23 C24 C25 114.8(4) . . . . ?
N4 C24 C25 C26 1.6(4) . . . . ?
C23 C24 C25 C26 -178.8(4) . . . . ?
C24 C25 C26 C27 -1.0(5) . . . . ?
C25 C26 C27 N4 0.0(5) . . . . ?
C25 C26 C27 C28 -179.7(4) . . . . ?
N4 C27 C28 O4 -3.0(6) . . . . ?
C26 C27 C28 O4 176.7(4) . . . . ?
C22 C23 C29 C34 -90.1(4) . . . . ?
C24 C23 C29 C34 143.7(3) . . . . ?
C22 C23 C29 C30 88.6(4) . . . . ?
C24 C23 C29 C30 -37.6(5) . . . . ?
C34 C29 C30 F6 -179.8(3) . . . . ?
C23 C29 C30 F6 1.4(5) . . . . ?
C34 C29 C30 C31 0.3(5) . . . . ?
C23 C29 C30 C31 -178.5(3) . . . . ?
F6 C30 C31 F7 1.7(5) . . . . ?
C29 C30 C31 F7 -178.4(3) . . . . ?
F6 C30 C31 C32 -179.1(3) . . . . ?
C29 C30 C31 C32 0.8(5) . . . . ?
F7 C31 C32 F8 -1.3(5) . . . . ?
C30 C31 C32 F8 179.6(3) . . . . ?
F7 C31 C32 C33 178.7(3) . . . . ?
C30 C31 C32 C33 -0.4(5) . . . . ?
F8 C32 C33 F9 -0.9(5) . . . . ?
C31 C32 C33 F9 179.1(3) . . . . ?
F8 C32 C33 C34 179.1(3) . . . . ?
C31 C32 C33 C34 -1.0(5) . . . . ?
F9 C33 C34 F10 0.1(5) . . . . ?
C32 C33 C34 F10 -179.9(3) . . . . ?
F9 C33 C34 C29 -177.9(3) . . . . ?
C32 C33 C34 C29 2.1(5) . . . . ?
C30 C29 C34 F10 -179.7(3) . . . . ?
C23 C29 C34 F10 -0.8(5) . . . . ?
C30 C29 C34 C33 -1.8(5) . . . . ?
C23 C29 C34 C33 177.1(3) . . . . ?
C21 C22 N3 C19 -0.1(4) . . . . ?
C23 C22 N3 C19 175.6(3) . . . . ?
C20 C19 N3 C22 0.4(4) . . . . ?
C18 C19 N3 C22 -179.0(3) . . . . ?
C25 C24 N4 C27 -1.6(4) . . . . ?
C23 C24 N4 C27 178.8(3) . . . . ?
C26 C27 N4 C24 1.0(4) . . . . ?
C28 C27 N4 C24 -179.3(3) . . . . ?
O1 C1 C2 C3 174.1(4) . . . . ?
O1 C1 C2 N1 -5.6(7) . . . . ?
N1 C2 C3 C4 0.1(4) . . . . ?
C1 C2 C3 C4 -179.6(4) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 N1 0.2(4) . . . . ?
C3 C4 C5 C6 178.1(3) . . . . ?
N1 C5 C6 C7 -178.3(3) . . . . ?
C4 C5 C6 C7 4.1(5) . . . . ?
N1 C5 C6 C12 -52.1(4) . . . . ?
C4 C5 C6 C12 130.2(4) . . . . ?
C5 C6 C7 N2 -118.4(3) . . . . ?
C12 C6 C7 N2 113.2(3) . . . . ?
C5 C6 C7 C8 63.0(5) . . . . ?
C12 C6 C7 C8 -65.4(5) . . . . ?
N2 C7 C8 C9 0.9(4) . . . . ?
C6 C7 C8 C9 179.6(3) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C8 C9 C10 N2 0.4(4) . . . . ?
C8 C9 C10 C11 -178.9(4) . . . . ?
N2 C10 C11 O2 -1.6(6) . . . . ?
C9 C10 C11 O2 177.6(4) . . . . ?
C5 C6 C12 C17 135.2(3) . . . . ?
C7 C6 C12 C17 -98.5(3) . . . . ?
C5 C6 C12 C13 -47.8(4) . . . . ?
C7 C6 C12 C13 78.5(4) . . . . ?
C17 C12 C13 F1 179.1(3) . . . . ?
C6 C12 C13 F1 1.9(5) . . . . ?
C17 C12 C13 C14 -0.4(5) . . . . ?
C6 C12 C13 C14 -177.5(3) . . . . ?
F1 C13 C14 F2 -0.7(5) . . . . ?
C12 C13 C14 F2 178.7(3) . . . . ?
F1 C13 C14 C15 -179.7(3) . . . . ?
C12 C13 C14 C15 -0.2(6) . . . . ?
F2 C14 C15 F3 1.2(6) . . . . ?
C13 C14 C15 F3 -179.8(4) . . . . ?
F2 C14 C15 C16 -178.0(4) . . . . ?
C13 C14 C15 C16 1.0(6) . . . . ?
F3 C15 C16 F4 0.5(7) . . . . ?
C14 C15 C16 F4 179.7(4) . . . . ?
F3 C15 C16 C17 179.7(4) . . . . ?
C14 C15 C16 C17 -1.1(7) . . . . ?
F4 C16 C17 F5 0.0(6) . . . . ?
C15 C16 C17 F5 -179.2(4) . . . . ?
F4 C16 C17 C12 179.7(4) . . . . ?
C15 C16 C17 C12 0.5(6) . . . . ?
C13 C12 C17 F5 179.9(3) . . . . ?
C6 C12 C17 F5 -2.9(5) . . . . ?
C13 C12 C17 C16 0.3(5) . . . . ?
C6 C12 C17 C16 177.5(3) . . . . ?
C4 C5 N1 C2 -0.1(4) . . . . ?
C6 C5 N1 C2 -178.2(3) . . . . ?
C3 C2 N1 C5 0.0(4) . . . . ?
C1 C2 N1 C5 179.7(4) . . . . ?
C8 C7 N2 C10 -0.7(4) . . . . ?
C6 C7 N2 C10 -179.6(3) . . . . ?
C9 C10 N2 C7 0.2(4) . . . . ?
C11 C10 N2 C7 179.6(3) . . . . ?

_refine_diff_density_max         0.209
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.048

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_H(L2).cif
_database_code_depnum_ccdc_archive 'CCDC 1032821'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H25 F5 N4'
_chemical_formula_sum            'C25 H25 F5 N4'
_chemical_formula_weight         476.49

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'
F F 0.0171 0.0103 '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                   12.0938(6)
_cell_length_b                   14.2191(11)
_cell_length_c                   14.6822(11)
_cell_angle_alpha                104.393(7)
_cell_angle_beta                 90.013(5)
_cell_angle_gamma                95.477(5)
_cell_volume                     2433.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3807
_cell_measurement_theta_min      3.5200
_cell_measurement_theta_max      26.8820

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.4295
_exptl_crystal_size_mid          0.1997
_exptl_crystal_size_min          0.0731
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90916
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 None.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_reflns_number            14436
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.273
_diffrn_reflns_theta_max         28.083
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             14436
_reflns_number_gt                9136
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0157P)²+4.2732P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14436
_refine_ls_number_parameters     634
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1404
_refine_ls_R_factor_gt           0.0831
_refine_ls_wR_factor_ref         0.1692
_refine_ls_wR_factor_gt          0.1487
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_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
N1 N 1.0273(4) 0.6030(3) -0.2642(3) 0.0398(12) Uani 1 1 d . . . . .
H1 H 0.434(4) 0.513(4) 0.643(4) 0.036(16) Uiso 1 1 d . . . . .
C1 C 0.8394(4) 0.8735(4) 0.1996(4) 0.0466(15) Uani 1 1 d . . . . .
F1 F 0.6370(2) 0.2798(2) -0.1555(2) 0.0518(9) Uani 1 1 d . . . . .
N2 N 0.9313(3) 0.4624(3) -0.1719(3) 0.0292(10) Uani 1 1 d D . . . .
H2 H 0.929(3) 0.521(2) -0.129(2) 0.015(11) Uiso 1 1 d D . . . .
C2 C 0.9290(5) 0.9124(4) 0.1409(5) 0.0587(17) Uani 1 1 d . . . . .
H2A H 0.9981 0.8833 0.1467 0.088 Uiso 1 1 calc R U . . .
H2B H 0.9421 0.9836 0.1636 0.088 Uiso 1 1 calc R U . . .
H2C H 0.9043 0.8954 0.0747 0.088 Uiso 1 1 calc R U . . .
F2 F 0.5514(3) 0.1010(2) -0.1451(2) 0.0651(10) Uani 1 1 d . . . . .
N3 N 0.8620(3) 0.5513(3) 0.0059(3) 0.0323(10) Uani 1 1 d . . . . .
C3 C 0.7288(6) 0.9135(5) 0.1862(6) 0.078(2) Uani 1 1 d . . . . .
H3A H 0.6720 0.8879 0.2237 0.117 Uiso 1 1 calc R U . . .
H3B H 0.7059 0.8932 0.1196 0.117 Uiso 1 1 calc R U . . .
H3C H 0.7380 0.9849 0.2067 0.117 Uiso 1 1 calc R U . . .
F3 F 0.6558(3) 0.0046(2) -0.0387(3) 0.0789(12) Uani 1 1 d . . . . .
N4 N 0.8159(3) 0.7669(3) 0.1784(3) 0.0375(11) Uani 1 1 d . . . . .
C4 C 0.8766(5) 0.9043(4) 0.3027(4) 0.0628(18) Uani 1 1 d . . . . .
H4A H 0.8201 0.8789 0.3406 0.094 Uiso 1 1 calc R U . . .
H4B H 0.8865 0.9756 0.3235 0.094 Uiso 1 1 calc R U . . .
H4C H 0.9472 0.8781 0.3102 0.094 Uiso 1 1 calc R U . . .
F4 F 0.8467(3) 0.0875(2) 0.0553(3) 0.0790(12) Uani 1 1 d . . . . .
C5 C 0.8571(4) 0.7139(3) 0.1068(4) 0.0339(12) Uani 1 1 d . . . . .
H5 H 0.9032 0.7426 0.0667 0.041 Uiso 1 1 calc R U . . .
N5 N 0.3061(3) 0.7545(3) 0.4428(3) 0.0377(11) Uani 1 1 d . . . . .
F5 F 0.9323(2) 0.2659(2) 0.0459(2) 0.0512(8) Uani 1 1 d . . . . .
C6 C 0.8330(4) 0.6079(4) 0.0865(4) 0.0321(12) Uani 1 1 d . . . . .
F6 F 0.4393(2) 0.2609(2) 0.3427(2) 0.0471(8) Uani 1 1 d . . . . .
N6 N 0.3595(3) 0.5435(3) 0.5149(3) 0.0301(10) Uani 1 1 d . . . . .
C7 C 0.7754(4) 0.5531(4) 0.1463(4) 0.0337(14) Uani 1 1 d . . . . .
H7 H 0.7474 0.5789 0.2069 0.040 Uiso 1 1 calc R U . . .
F7 F 0.3574(3) 0.0829(2) 0.2435(2) 0.0688(10) Uani 1 1 d . . . . .
N7 N 0.4309(3) 0.4571(3) 0.6524(3) 0.0306(11) Uani 1 1 d . . . . .
C8 C 0.7692(4) 0.4594(4) 0.0995(4) 0.0318(13) Uani 1 1 d . . . . .
H8 H 0.7363 0.4054 0.1204 0.038 Uiso 1 1 calc R U . . .
F8 F 0.1655(3) -0.0033(2) 0.2921(3) 0.0697(10) Uani 1 1 d . . . . .
N8 N 0.5276(4) 0.5995(3) 0.8120(3) 0.0381(12) Uani 1 1 d . . . . .
F9 F 0.0570(3) 0.0892(2) 0.4452(3) 0.0689(10) Uani 1 1 d . . . . .
C9 C 0.8232(4) 0.4563(3) 0.0099(4) 0.0295(12) Uani 1 1 d . . . . .
F10 F 0.1376(2) 0.2675(2) 0.5444(2) 0.0533(9) Uani 1 1 d . . . . .
C10 C 0.8342(4) 0.3768(3) -0.0633(4) 0.0266(11) Uani 1 1 d . . . . .
C21 C 1.0230(4) 0.5141(4) -0.3032(4) 0.0385(15) Uani 1 1 d . . . . .
H21 H 1.0524 0.4940 -0.3643 0.046 Uiso 1 1 calc R U . . .
C20 C 0.9745(4) 0.4401(4) -0.2582(4) 0.0332(14) Uani 1 1 d . . . . .
C19 C 0.9564(4) 0.3404(4) -0.2937(4) 0.0387(14) Uani 1 1 d . . . . .
H19 H 0.9778 0.3045 -0.3535 0.046 Uiso 1 1 calc R U . . .
C18 C 0.9018(4) 0.3022(4) -0.2266(4) 0.0339(14) Uani 1 1 d . . . . .
H18 H 0.8786 0.2353 -0.2319 0.041 Uiso 1 1 calc R U . . .
C17 C 0.8868(4) 0.3793(3) -0.1500(4) 0.0282(12) Uani 1 1 d . . . . .
C16 C 0.8375(4) 0.2266(4) -0.0018(4) 0.0359(13) Uani 1 1 d . . . . .
C15 C 0.7946(5) 0.1350(4) 0.0026(4) 0.0471(16) Uani 1 1 d . . . . .
C14 C 0.6991(5) 0.0927(4) -0.0448(4) 0.0497(16) Uani 1 1 d . . . . .
C13 C 0.6467(4) 0.1412(4) -0.0990(4) 0.0416(14) Uani 1 1 d . . . . .
C12 C 0.6906(4) 0.2325(3) -0.1035(4) 0.0334(12) Uani 1 1 d . . . . .
C23 C 1.0655(5) 0.6420(5) -0.4212(4) 0.0606(18) Uani 1 1 d . . . . .
H23A H 1.0918 0.6961 -0.4484 0.091 Uiso 1 1 calc R U . . .
H23B H 0.9875 0.6208 -0.4400 0.091 Uiso 1 1 calc R U . . .
H23C H 1.1105 0.5874 -0.4438 0.091 Uiso 1 1 calc R U . . .
C22 C 1.0758(5) 0.6756(4) -0.3140(5) 0.0451(16) Uani 1 1 d . . . . .
C24 C 1.0117(5) 0.7641(4) -0.2793(4) 0.0592(17) Uani 1 1 d . . . . .
H24A H 1.0434 0.8176 -0.3054 0.089 Uiso 1 1 calc R U . . .
H24B H 1.0167 0.7847 -0.2105 0.089 Uiso 1 1 calc R U . . .
H24C H 0.9336 0.7472 -0.2997 0.089 Uiso 1 1 calc R U . . .
C25 C 1.1971(5) 0.7005(5) -0.2831(4) 0.0593(17) Uani 1 1 d . . . . .
H25A H 1.2308 0.7507 -0.3126 0.089 Uiso 1 1 calc R U . . .
H25B H 1.2365 0.6419 -0.3021 0.089 Uiso 1 1 calc R U . . .
H25C H 1.2025 0.7251 -0.2145 0.089 Uiso 1 1 calc R U . . .
C26 C 0.3217(4) 0.8616(4) 0.4706(4) 0.0433(14) Uani 1 1 d . . . . .
C27 C 0.2058(5) 0.8943(4) 0.4876(5) 0.0611(19) Uani 1 1 d . . . . .
H27A H 0.2103 0.9657 0.5027 0.092 Uiso 1 1 calc R U . . .
H27B H 0.1733 0.8713 0.5402 0.092 Uiso 1 1 calc R U . . .
H27C H 0.1592 0.8671 0.4309 0.092 Uiso 1 1 calc R U . . .
C28 C 0.3959(6) 0.9060(4) 0.5567(5) 0.070(2) Uani 1 1 d . . . . .
H28A H 0.3990 0.9773 0.5707 0.105 Uiso 1 1 calc R U . . .
H28B H 0.4709 0.8859 0.5446 0.105 Uiso 1 1 calc R U . . .
H28C H 0.3658 0.8836 0.6105 0.105 Uiso 1 1 calc R U . . .
C33 C 0.2686(4) 0.4478(3) 0.3783(4) 0.0307(13) Uani 1 1 d . . . . .
H33 H 0.2363 0.3926 0.3323 0.037 Uiso 1 1 calc R U . . .
C32 C 0.2736(4) 0.5415(4) 0.3749(4) 0.0315(13) Uani 1 1 d . . . . .
H32 H 0.2459 0.5659 0.3257 0.038 Uiso 1 1 calc R U . . .
C31 C 0.3298(4) 0.5986(3) 0.4615(4) 0.0295(12) Uani 1 1 d . . . . .
C30 C 0.3491(4) 0.7045(3) 0.4897(4) 0.0344(13) Uani 1 1 d . . . . .
H30 H 0.3942 0.7356 0.5437 0.041 Uiso 1 1 calc R U . . .
C29 C 0.3693(5) 0.8927(4) 0.3856(5) 0.0631(18) Uani 1 1 d . . . . .
H29A H 0.3769 0.9641 0.3987 0.095 Uiso 1 1 calc R U . . .
H29B H 0.3193 0.8655 0.3309 0.095 Uiso 1 1 calc R U . . .
H29C H 0.4424 0.8687 0.3724 0.095 Uiso 1 1 calc R U . . .
C34 C 0.3226(4) 0.4482(3) 0.4664(4) 0.0280(12) Uani 1 1 d . . . . .
C35 C 0.3348(4) 0.3696(3) 0.5022(3) 0.0268(11) Uani 1 1 d . . . . .
C37 C 0.3442(4) 0.2201(3) 0.3692(4) 0.0331(12) Uani 1 1 d . . . . .
C36 C 0.2910(4) 0.2704(3) 0.4464(3) 0.0274(11) Uani 1 1 d . . . . .
C41 C 0.1945(4) 0.2226(4) 0.4703(4) 0.0346(12) Uani 1 1 d . . . . .
C40 C 0.1517(4) 0.1315(4) 0.4201(4) 0.0411(14) Uani 1 1 d . . . . .
C39 C 0.2064(5) 0.0846(4) 0.3431(4) 0.0421(14) Uani 1 1 d . . . . .
C38 C 0.3029(5) 0.1286(4) 0.3174(4) 0.0386(14) Uani 1 1 d . . . . .
C44 C 0.4524(4) 0.3362(4) 0.7189(4) 0.0389(13) Uani 1 1 d . . . . .
H44 H 0.4720 0.3010 0.7627 0.047 Uiso 1 1 calc R U . . .
C43 C 0.3991(4) 0.2968(4) 0.6322(4) 0.0356(14) Uani 1 1 d . . . . .
H43 H 0.3760 0.2298 0.6058 0.043 Uiso 1 1 calc R U . . .
C42 C 0.3857(4) 0.3730(3) 0.5911(4) 0.0300(13) Uani 1 1 d . . . . .
C45 C 0.4716(4) 0.4351(4) 0.7300(4) 0.0323(13) Uani 1 1 d . . . . .
C49 C 0.5671(5) 0.6402(4) 0.9867(4) 0.0553(17) Uani 1 1 d . . . . .
H49A H 0.5951 0.6944 1.0393 0.083 Uiso 1 1 calc R U . . .
H49B H 0.6123 0.5856 0.9819 0.083 Uiso 1 1 calc R U . . .
H49C H 0.4897 0.6192 0.9972 0.083 Uiso 1 1 calc R U . . .
C48 C 0.5070(5) 0.7604(4) 0.9033(4) 0.0556(17) Uani 1 1 d . . . . .
H48A H 0.5355 0.8133 0.9570 0.083 Uiso 1 1 calc R U . . .
H48B H 0.4288 0.7410 0.9127 0.083 Uiso 1 1 calc R U . . .
H48C H 0.5138 0.7829 0.8455 0.083 Uiso 1 1 calc R U . . .
C47 C 0.5740(5) 0.6735(4) 0.8954(4) 0.0414(16) Uani 1 1 d . . . . .
C46 C 0.5200(4) 0.5097(4) 0.8104(4) 0.0380(14) Uani 1 1 d . . . . .
H46 H 0.5466 0.4904 0.8632 0.046 Uiso 1 1 calc R U . . .
C50 C 0.6949(5) 0.7014(4) 0.8750(4) 0.0596(18) Uani 1 1 d . . . . .
H50A H 0.7261 0.7563 0.9257 0.089 Uiso 1 1 calc R U . . .
H50B H 0.6985 0.7202 0.8152 0.089 Uiso 1 1 calc R U . . .
H50C H 0.7378 0.6455 0.8711 0.089 Uiso 1 1 calc R U . . .
C11 C 0.7871(4) 0.2787(3) -0.0555(3) 0.0287(12) Uani 1 1 d . . . . .


_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
N1 C21 1.248(7) . ?
N1 C22 1.486(7) . ?
C1 N4 1.470(6) . ?
C1 C4 1.523(8) . ?
C1 C2 1.532(8) . ?
C1 C3 1.533(8) . ?
F1 C12 1.339(6) . ?
N2 C20 1.346(7) . ?
N2 C17 1.363(6) . ?
F2 C13 1.341(6) . ?
N3 C6 1.322(6) . ?
N3 C9 1.403(6) . ?
F3 C14 1.335(6) . ?
N4 C5 1.265(6) . ?
F4 C15 1.339(6) . ?
C5 C6 1.462(6) . ?
N5 C30 1.250(6) . ?
N5 C26 1.468(6) . ?
F5 C16 1.342(5) . ?
C6 C7 1.449(7) . ?
F6 C37 1.341(5) . ?
N6 C31 1.311(6) . ?
N6 C34 1.394(6) . ?
C7 C8 1.332(6) . ?
F7 C38 1.328(6) . ?
N7 C45 1.358(7) . ?
N7 C42 1.370(6) . ?
C8 C9 1.462(7) . ?
F8 C39 1.336(6) . ?
N8 C46 1.265(7) . ?
N8 C47 1.472(7) . ?
F9 C40 1.337(6) . ?
C9 C10 1.370(6) . ?
F10 C41 1.342(5) . ?
C10 C17 1.430(7) . ?
C10 C11 1.487(6) . ?
C21 C20 1.454(8) . ?
C20 C19 1.380(7) . ?
C19 C18 1.378(7) . ?
C18 C17 1.388(7) . ?
C16 C15 1.373(7) . ?
C16 C11 1.386(7) . ?
C15 C14 1.356(8) . ?
C14 C13 1.366(8) . ?
C13 C12 1.371(7) . ?
C12 C11 1.384(6) . ?
C23 C22 1.527(8) . ?
C22 C25 1.519(7) . ?
C22 C24 1.521(8) . ?
C26 C28 1.516(8) . ?
C26 C27 1.520(8) . ?
C26 C29 1.521(8) . ?
C33 C32 1.341(6) . ?
C33 C34 1.449(7) . ?
C32 C31 1.455(7) . ?
C31 C30 1.454(7) . ?
C34 C35 1.367(6) . ?
C35 C42 1.431(7) . ?
C35 C36 1.492(6) . ?
C37 C36 1.376(6) . ?
C37 C38 1.379(7) . ?
C36 C41 1.383(6) . ?
C41 C40 1.374(7) . ?
C40 C39 1.367(8) . ?
C39 C38 1.370(8) . ?
C44 C45 1.372(7) . ?
C44 C43 1.387(7) . ?
C43 C42 1.387(7) . ?
C45 C46 1.456(8) . ?
C49 C47 1.529(8) . ?
C48 C47 1.521(8) . ?
C47 C50 1.528(7) . ?

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
C21 N1 C22 119.9(5) . . ?
N4 C1 C4 105.0(5) . . ?
N4 C1 C2 116.1(5) . . ?
C4 C1 C2 109.0(5) . . ?
N4 C1 C3 106.2(4) . . ?
C4 C1 C3 110.3(5) . . ?
C2 C1 C3 110.1(6) . . ?
C20 N2 C17 109.7(4) . . ?
C6 N3 C9 104.9(4) . . ?
C5 N4 C1 119.9(5) . . ?
N4 C5 C6 119.3(5) . . ?
C30 N5 C26 121.3(5) . . ?
N3 C6 C7 112.6(4) . . ?
N3 C6 C5 120.7(5) . . ?
C7 C6 C5 126.6(5) . . ?
C31 N6 C34 105.3(4) . . ?
C8 C7 C6 106.6(5) . . ?
C45 N7 C42 109.2(5) . . ?
C7 C8 C9 106.5(5) . . ?
C46 N8 C47 120.7(5) . . ?
C10 C9 N3 122.2(5) . . ?
C10 C9 C8 128.3(4) . . ?
N3 C9 C8 109.5(4) . . ?
C9 C10 C17 125.3(4) . . ?
C9 C10 C11 119.2(4) . . ?
C17 C10 C11 115.5(4) . . ?
N1 C21 C20 122.0(5) . . ?
N2 C20 C19 107.9(5) . . ?
N2 C20 C21 122.6(5) . . ?
C19 C20 C21 129.3(5) . . ?
C18 C19 C20 107.7(5) . . ?
C19 C18 C17 107.5(5) . . ?
N2 C17 C18 107.1(5) . . ?
N2 C17 C10 124.3(4) . . ?
C18 C17 C10 128.5(5) . . ?
F5 C16 C15 118.9(5) . . ?
F5 C16 C11 119.2(4) . . ?
C15 C16 C11 121.9(5) . . ?
F4 C15 C14 119.7(5) . . ?
F4 C15 C16 119.6(6) . . ?
C14 C15 C16 120.7(5) . . ?
F3 C14 C15 120.6(6) . . ?
F3 C14 C13 119.9(6) . . ?
C15 C14 C13 119.4(5) . . ?
F2 C13 C14 120.1(5) . . ?
F2 C13 C12 120.3(5) . . ?
C14 C13 C12 119.6(5) . . ?
F1 C12 C13 118.8(5) . . ?
F1 C12 C11 118.3(4) . . ?
C13 C12 C11 122.9(5) . . ?
N1 C22 C25 107.5(5) . . ?
N1 C22 C24 104.8(5) . . ?
C25 C22 C24 110.2(5) . . ?
N1 C22 C23 114.5(5) . . ?
C25 C22 C23 110.3(5) . . ?
C24 C22 C23 109.5(5) . . ?
N5 C26 C28 115.7(5) . . ?
N5 C26 C27 105.6(4) . . ?
C28 C26 C27 110.0(5) . . ?
N5 C26 C29 105.8(5) . . ?
C28 C26 C29 110.2(5) . . ?
C27 C26 C29 109.2(5) . . ?
C32 C33 C34 105.8(5) . . ?
C33 C32 C31 106.6(5) . . ?
N6 C31 C30 122.3(5) . . ?
N6 C31 C32 112.1(4) . . ?
C30 C31 C32 125.6(5) . . ?
N5 C30 C31 119.9(5) . . ?
C35 C34 N6 122.5(4) . . ?
C35 C34 C33 127.2(4) . . ?
N6 C34 C33 110.2(4) . . ?
C34 C35 C42 125.7(4) . . ?
C34 C35 C36 119.0(4) . . ?
C42 C35 C36 115.2(4) . . ?
F6 C37 C36 119.3(4) . . ?
F6 C37 C38 118.3(5) . . ?
C36 C37 C38 122.4(5) . . ?
C37 C36 C41 115.9(4) . . ?
C37 C36 C35 122.5(4) . . ?
C41 C36 C35 121.6(4) . . ?
F10 C41 C40 117.8(5) . . ?
F10 C41 C36 119.2(4) . . ?
C40 C41 C36 123.0(5) . . ?
F9 C40 C39 120.1(5) . . ?
F9 C40 C41 120.6(5) . . ?
C39 C40 C41 119.3(5) . . ?
F8 C39 C40 120.4(5) . . ?
F8 C39 C38 119.8(5) . . ?
C40 C39 C38 119.8(5) . . ?
F7 C38 C39 120.1(5) . . ?
F7 C38 C37 120.2(5) . . ?
C39 C38 C37 119.7(5) . . ?
C45 C44 C43 107.6(5) . . ?
C42 C43 C44 107.7(5) . . ?
N7 C42 C43 107.2(5) . . ?
N7 C42 C35 124.0(5) . . ?
C43 C42 C35 128.8(5) . . ?
N7 C45 C44 108.3(5) . . ?
N7 C45 C46 122.4(5) . . ?
C44 C45 C46 129.2(5) . . ?
N8 C47 C48 105.5(5) . . ?
N8 C47 C50 107.1(5) . . ?
C48 C47 C50 109.9(5) . . ?
N8 C47 C49 114.2(5) . . ?
C48 C47 C49 109.8(5) . . ?
C50 C47 C49 110.2(5) . . ?
N8 C46 C45 121.9(5) . . ?
C12 C11 C16 115.5(5) . . ?
C12 C11 C10 121.8(5) . . ?
C16 C11 C10 122.7(4) . . ?

_refine_diff_density_max         0.263
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.061

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_{FeBr(L1)}2(mu-O)
_database_code_depnum_ccdc_archive 'CCDC 1032822'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H32 Br1 F5 Fe1 N4 O0.5'
_chemical_formula_sum            'C74 H64 Br2 F10 Fe2 N8 O'
_chemical_formula_weight         1542.85

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

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

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

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

_cell_length_a                   23.483(5)
_cell_length_b                   19.497(5)
_cell_length_c                   20.550(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 107.498(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     8973(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3405
_cell_measurement_theta_min      3.4620
_cell_measurement_theta_max      22.5520

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.5942
_exptl_crystal_size_mid          0.2294
_exptl_crystal_size_min          0.1677
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3136
_exptl_absorpt_coefficient_mu    1.274
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.69500
_exptl_absorpt_correction_T_max  0.80900
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            22615
_diffrn_reflns_av_unetI/netI     0.1535
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.074
_diffrn_reflns_theta_max         25.056
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             7939
_reflns_number_gt                3701
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0876P)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         7939
_refine_ls_number_parameters     443
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.1483
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_ref         0.2202
_refine_ls_wR_factor_gt          0.1732
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_restrained_S_all      0.942
_refine_ls_shift/su_max          0.003
_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
Br1 Br 0.60321(3) 0.90197(4) 0.16245(4) 0.0631(3) Uani 1 1 d . . . . .
Fe1 Fe 0.52114(4) 0.84057(5) 0.17801(5) 0.0425(3) Uani 1 1 d . . . . .
F1 F 0.4544(2) 0.5560(2) 0.1865(2) 0.0766(14) Uani 1 1 d . . . . .
F2 F 0.4625(2) 0.4233(2) 0.1573(2) 0.0806(14) Uani 1 1 d . . . . .
F3 F 0.5288(2) 0.3847(2) 0.0768(3) 0.0909(16) Uani 1 1 d . . . . .
F4 F 0.5917(3) 0.4786(2) 0.0314(3) 0.108(2) Uani 1 1 d . . . . .
F5 F 0.5848(2) 0.6115(2) 0.0615(3) 0.0952(18) Uani 1 1 d . . . . .
O1 O 0.5000 0.8669(3) 0.2500 0.0412(15) Uani 1 2 d S T P . .
N1 N 0.4724(3) 0.7728(3) 0.1093(3) 0.0470(14) Uani 1 1 d . . . . .
N2 N 0.4548(2) 0.9060(3) 0.1023(3) 0.0422(13) Uani 1 1 d . . . . .
N3 N 0.5705(2) 0.7513(3) 0.2238(3) 0.0453(14) Uani 1 1 d . . . . .
N4 N 0.6883(3) 0.8088(3) 0.3682(3) 0.0524(15) Uani 1 1 d . . . . .
C1 C 0.5187(3) 0.6622(3) 0.1435(3) 0.0454(17) Uani 1 1 d . . . . .
C2 C 0.5187(3) 0.5883(3) 0.1240(4) 0.0530(19) Uani 1 1 d . . . . .
C3 C 0.5524(4) 0.5647(3) 0.0849(4) 0.063(2) Uani 1 1 d . . . . .
C4 C 0.5559(4) 0.4983(4) 0.0692(4) 0.067(2) Uani 1 1 d . . . . .
C5 C 0.5253(4) 0.4499(4) 0.0926(4) 0.071(2) Uani 1 1 d . . . . .
C6 C 0.4921(3) 0.4704(4) 0.1330(4) 0.0556(19) Uani 1 1 d . . . . .
C7 C 0.4891(3) 0.5389(4) 0.1484(4) 0.0545(19) Uani 1 1 d . . . . .
C8 C 0.4738(3) 0.7034(4) 0.1014(4) 0.0522(18) Uani 1 1 d . . . . .
C9 C 0.4274(4) 0.6844(4) 0.0441(4) 0.065(2) Uani 1 1 d . . . . .
H9 H 0.4186 0.6392 0.0268 0.078 Uiso 1 1 calc R U . . .
C10 C 0.3966(4) 0.7427(4) 0.0171(4) 0.061(2) Uani 1 1 d . . . . .
H10 H 0.3619 0.7453 -0.0213 0.073 Uiso 1 1 calc R U . . .
C11 C 0.4265(3) 0.7986(4) 0.0578(3) 0.0499(18) Uani 1 1 d . . . . .
C12 C 0.4186(3) 0.8703(3) 0.0540(3) 0.0457(17) Uani 1 1 d . . . . .
H12 H 0.3884 0.8914 0.0180 0.055 Uiso 1 1 calc R U . . .
C13 C 0.4516(3) 0.9778(3) 0.0987(3) 0.0404(15) Uani 1 1 d . . . . .
C14 C 0.4432(3) 1.0138(4) 0.0382(3) 0.0481(17) Uani 1 1 d . . . . .
H14 H 0.4395 0.9894 -0.0029 0.058 Uiso 1 1 calc R U . . .
C15 C 0.4402(3) 1.0846(4) 0.0369(3) 0.0504(18) Uani 1 1 d . . . . .
H15 H 0.4349 1.1081 -0.0050 0.060 Uiso 1 1 calc R U . . .
C16 C 0.4446(3) 1.1216(4) 0.0947(4) 0.0534(18) Uani 1 1 d . . . . .
C17 C 0.4511(3) 1.0856(3) 0.1546(3) 0.0526(19) Uani 1 1 d . . . . .
H17 H 0.4526 1.1101 0.1950 0.063 Uiso 1 1 calc R U . . .
C18 C 0.4557(3) 1.0150(3) 0.1571(3) 0.0483(18) Uani 1 1 d . . . . .
H18 H 0.4616 0.9918 0.1993 0.058 Uiso 1 1 calc R U . . .
C19 C 0.4411(4) 1.1988(4) 0.0932(4) 0.074(2) Uani 1 1 d D . . . .
C23 C 0.5640(3) 0.6844(4) 0.1991(3) 0.0484(18) Uani 1 1 d . . . . .
C24 C 0.6102(3) 0.6438(4) 0.2417(4) 0.057(2) Uani 1 1 d . . . . .
H24 H 0.6161 0.5961 0.2364 0.068 Uiso 1 1 calc R U . . .
C25 C 0.6448(4) 0.6848(4) 0.2918(4) 0.058(2) Uani 1 1 d . . . . .
H25 H 0.6792 0.6717 0.3277 0.069 Uiso 1 1 calc R U . . .
C26 C 0.6187(3) 0.7512(4) 0.2790(3) 0.0472(17) Uani 1 1 d . . . . .
C27 C 0.6390(3) 0.8108(4) 0.3197(4) 0.0510(18) Uani 1 1 d . . . . .
H27 H 0.6161 0.8518 0.3108 0.061 Uiso 1 1 calc R U . . .
C28 C 0.7061(3) 0.8679(4) 0.4058(4) 0.0533(18) Uani 1 1 d . . . . .
C29 C 0.7481(4) 0.8597(5) 0.4719(4) 0.081(3) Uani 1 1 d . . . . .
H29 H 0.7631 0.8155 0.4878 0.097 Uiso 1 1 calc R U . . .
C30 C 0.7669(5) 0.9175(8) 0.5131(5) 0.113(5) Uani 1 1 d . . . . .
H30 H 0.7940 0.9109 0.5575 0.136 Uiso 1 1 calc R U . . .
C31 C 0.7487(5) 0.9836(7) 0.4935(7) 0.101(4) Uani 1 1 d . . . . .
C32 C 0.7105(4) 0.9880(5) 0.4292(5) 0.085(3) Uani 1 1 d . . . . .
H32 H 0.6969 1.0325 0.4131 0.102 Uiso 1 1 calc R U . . .
C33 C 0.6897(4) 0.9346(4) 0.3856(4) 0.071(2) Uani 1 1 d . . . . .
H33 H 0.6638 0.9433 0.3411 0.085 Uiso 1 1 calc R U . . .
C34 C 0.7705(5) 1.0419(7) 0.5416(6) 0.141(4) Uani 1 1 d D U . . .
C35A C 0.8159(7) 1.0097(10) 0.6117(8) 0.143(4) Uani 0.582(10) 1 d D U P A 1
H35A H 0.7946 0.9755 0.6305 0.214 Uiso 0.582(10) 1 calc R U P A 1
H35B H 0.8304 1.0465 0.6451 0.214 Uiso 0.582(10) 1 calc R U P A 1
H35C H 0.8498 0.9879 0.6014 0.214 Uiso 0.582(10) 1 calc R U P A 1
C36A C 0.7177(7) 1.0712(11) 0.5589(10) 0.143(4) Uani 0.582(10) 1 d D U P A 1
H36A H 0.7315 1.1033 0.5971 0.214 Uiso 0.582(10) 1 calc R U P A 1
H36B H 0.6952 1.0340 0.5718 0.214 Uiso 0.582(10) 1 calc R U P A 1
H36C H 0.6918 1.0954 0.5192 0.214 Uiso 0.582(10) 1 calc R U P A 1
C37A C 0.8044(8) 1.0894(9) 0.5113(10) 0.143(4) Uani 0.582(10) 1 d D U P A 1
H37A H 0.7792 1.1043 0.4663 0.214 Uiso 0.582(10) 1 calc R U P A 1
H37B H 0.8399 1.0660 0.5065 0.214 Uiso 0.582(10) 1 calc R U P A 1
H37C H 0.8168 1.1295 0.5410 0.214 Uiso 0.582(10) 1 calc R U P A 1
C20A C 0.4295(8) 1.2318(8) 0.0235(7) 0.107(3) Uani 0.650(9) 1 d D U P B 1
H20A H 0.3897 1.2187 -0.0056 0.161 Uiso 0.650(9) 1 calc R U P B 1
H20B H 0.4597 1.2163 0.0027 0.161 Uiso 0.650(9) 1 calc R U P B 1
H20C H 0.4315 1.2818 0.0286 0.161 Uiso 0.650(9) 1 calc R U P B 1
C21A C 0.5029(6) 1.2288(7) 0.1390(7) 0.107(3) Uani 0.650(9) 1 d D U P B 1
H21A H 0.5344 1.2167 0.1187 0.161 Uiso 0.650(9) 1 calc R U P B 1
H21B H 0.5125 1.2093 0.1850 0.161 Uiso 0.650(9) 1 calc R U P B 1
H21C H 0.5001 1.2788 0.1415 0.161 Uiso 0.650(9) 1 calc R U P B 1
C22A C 0.3949(7) 1.2259(7) 0.1261(8) 0.107(3) Uani 0.650(9) 1 d D U P B 1
H22A H 0.3560 1.2048 0.1039 0.161 Uiso 0.650(9) 1 calc R U P B 1
H22B H 0.3917 1.2758 0.1206 0.161 Uiso 0.650(9) 1 calc R U P B 1
H22C H 0.4076 1.2144 0.1747 0.161 Uiso 0.650(9) 1 calc R U P B 1
C35B C 0.7376(10) 1.0495(16) 0.5928(11) 0.143(4) Uani 0.418(10) 1 d D U P A 2
H35D H 0.6953 1.0386 0.5715 0.214 Uiso 0.418(10) 1 calc R U P A 2
H35E H 0.7545 1.0181 0.6310 0.214 Uiso 0.418(10) 1 calc R U P A 2
H35F H 0.7414 1.0968 0.6097 0.214 Uiso 0.418(10) 1 calc R U P A 2
C36B C 0.7455(11) 1.1113(11) 0.4942(11) 0.143(4) Uani 0.418(10) 1 d D U P A 2
H36D H 0.7022 1.1075 0.4732 0.214 Uiso 0.418(10) 1 calc R U P A 2
H36E H 0.7545 1.1522 0.5231 0.214 Uiso 0.418(10) 1 calc R U P A 2
H36F H 0.7651 1.1147 0.4584 0.214 Uiso 0.418(10) 1 calc R U P A 2
C37B C 0.8343(8) 1.0569(15) 0.5679(14) 0.143(4) Uani 0.418(10) 1 d D U P A 2
H37D H 0.8528 1.0508 0.5314 0.214 Uiso 0.418(10) 1 calc R U P A 2
H37E H 0.8399 1.1044 0.5843 0.214 Uiso 0.418(10) 1 calc R U P A 2
H37F H 0.8530 1.0257 0.6056 0.214 Uiso 0.418(10) 1 calc R U P A 2
C20B C 0.4687(12) 1.2269(15) 0.0413(12) 0.107(3) Uani 0.350(9) 1 d D U P B 2
H20D H 0.4551 1.1999 -0.0007 0.161 Uiso 0.350(9) 1 calc R U P B 2
H20E H 0.5123 1.2242 0.0595 0.161 Uiso 0.350(9) 1 calc R U P B 2
H20F H 0.4567 1.2748 0.0315 0.161 Uiso 0.350(9) 1 calc R U P B 2
C21B C 0.4624(13) 1.2367(12) 0.1599(10) 0.107(3) Uani 0.350(9) 1 d D U P B 2
H21D H 0.4404 1.2205 0.1906 0.161 Uiso 0.350(9) 1 calc R U P B 2
H21E H 0.4555 1.2859 0.1518 0.161 Uiso 0.350(9) 1 calc R U P B 2
H21F H 0.5051 1.2283 0.1808 0.161 Uiso 0.350(9) 1 calc R U P B 2
C22B C 0.3724(8) 1.2119(13) 0.0621(14) 0.107(3) Uani 0.350(9) 1 d D U P B 2
H22D H 0.3625 1.2169 0.0125 0.161 Uiso 0.350(9) 1 calc R U P B 2
H22E H 0.3614 1.2538 0.0816 0.161 Uiso 0.350(9) 1 calc R U P B 2
H22F H 0.3502 1.1730 0.0726 0.161 Uiso 0.350(9) 1 calc R U P B 2


_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
Br1 Fe1 2.3705(12) . ?
Fe1 O1 1.7723(19) . ?
Fe1 N1 2.020(6) . ?
Fe1 N3 2.146(6) . ?
Fe1 N2 2.240(5) . ?
F1 C7 1.329(7) . ?
F2 C6 1.336(7) . ?
F3 C5 1.322(8) . ?
F4 C4 1.361(7) . ?
F5 C3 1.366(7) . ?
O1 Fe1 1.7723(19) 2_655 ?
N1 C11 1.358(8) . ?
N1 C8 1.364(8) . ?
N2 C12 1.299(8) . ?
N2 C13 1.403(8) . ?
N3 C26 1.339(8) . ?
N3 C23 1.391(8) . ?
N4 C27 1.281(8) . ?
N4 C28 1.379(9) . ?
C1 C23 1.375(9) . ?
C1 C8 1.399(10) . ?
C1 C2 1.495(8) . ?
C2 C3 1.367(9) . ?
C2 C7 1.368(8) . ?
C3 C4 1.341(9) . ?
C4 C5 1.359(9) . ?
C5 C6 1.359(9) . ?
C6 C7 1.379(9) . ?
C8 C9 1.394(10) . ?
C9 C10 1.372(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.423(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.410(9) . ?
C12 H12 0.9500 . ?
C13 C18 1.380(8) . ?
C13 C14 1.388(8) . ?
C14 C15 1.382(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.366(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.384(9) . ?
C16 C19 1.509(10) . ?
C17 C18 1.381(8) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C21B 1.503(17) . ?
C19 C20B 1.508(17) . ?
C19 C20A 1.518(12) . ?
C19 C22A 1.532(12) . ?
C19 C22B 1.567(17) . ?
C19 C21A 1.585(13) . ?
C23 C24 1.415(10) . ?
C24 C25 1.361(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.424(9) . ?
C25 H25 0.9500 . ?
C26 C27 1.426(9) . ?
C27 H27 0.9500 . ?
C28 C33 1.384(11) . ?
C28 C29 1.428(10) . ?
C29 C30 1.400(13) . ?
C29 H29 0.9500 . ?
C30 C31 1.378(15) . ?
C30 H30 0.9500 . ?
C31 C32 1.358(15) . ?
C31 C34 1.493(14) . ?
C32 C33 1.364(11) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C37B 1.462(16) . ?
C34 C37A 1.476(15) . ?
C34 C35B 1.487(16) . ?
C34 C36A 1.502(15) . ?
C34 C35A 1.637(15) . ?
C34 C36B 1.667(17) . ?
C35A H35A 0.9800 . ?
C35A H35B 0.9800 . ?
C35A H35C 0.9800 . ?
C36A H36A 0.9800 . ?
C36A H36B 0.9800 . ?
C36A H36C 0.9800 . ?
C37A H37A 0.9800 . ?
C37A H37B 0.9800 . ?
C37A H37C 0.9800 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C35B H35D 0.9800 . ?
C35B H35E 0.9800 . ?
C35B H35F 0.9800 . ?
C36B H36D 0.9800 . ?
C36B H36E 0.9800 . ?
C36B H36F 0.9800 . ?
C37B H37D 0.9800 . ?
C37B H37E 0.9800 . ?
C37B H37F 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 N1 122.08(18) . . ?
O1 Fe1 N3 96.8(2) . . ?
N1 Fe1 N3 83.9(2) . . ?
O1 Fe1 N2 95.93(17) . . ?
N1 Fe1 N2 75.9(2) . . ?
N3 Fe1 N2 159.7(2) . . ?
O1 Fe1 Br1 114.16(13) . . ?
N1 Fe1 Br1 123.30(14) . . ?
N3 Fe1 Br1 96.58(14) . . ?
N2 Fe1 Br1 92.45(13) . . ?
Fe1 O1 Fe1 146.3(3) 2_655 . ?
C11 N1 C8 108.5(6) . . ?
C11 N1 Fe1 116.9(4) . . ?
C8 N1 Fe1 134.6(5) . . ?
C12 N2 C13 118.8(6) . . ?
C12 N2 Fe1 112.6(4) . . ?
C13 N2 Fe1 128.4(4) . . ?
C26 N3 C23 106.3(6) . . ?
C26 N3 Fe1 125.4(5) . . ?
C23 N3 Fe1 127.9(5) . . ?
C27 N4 C28 117.5(7) . . ?
C23 C1 C8 125.7(6) . . ?
C23 C1 C2 117.6(7) . . ?
C8 C1 C2 116.6(6) . . ?
C3 C2 C7 115.3(6) . . ?
C3 C2 C1 121.9(6) . . ?
C7 C2 C1 122.7(6) . . ?
C4 C3 F5 118.6(6) . . ?
C4 C3 C2 123.7(6) . . ?
F5 C3 C2 117.7(6) . . ?
C3 C4 C5 120.5(6) . . ?
C3 C4 F4 120.2(6) . . ?
C5 C4 F4 119.3(6) . . ?
F3 C5 C6 121.6(7) . . ?
F3 C5 C4 120.2(7) . . ?
C6 C5 C4 118.3(7) . . ?
F2 C6 C5 119.0(7) . . ?
F2 C6 C7 120.8(6) . . ?
C5 C6 C7 120.2(6) . . ?
F1 C7 C2 120.6(6) . . ?
F1 C7 C6 117.3(6) . . ?
C2 C7 C6 122.0(6) . . ?
N1 C8 C9 108.8(7) . . ?
N1 C8 C1 122.5(7) . . ?
C9 C8 C1 128.5(7) . . ?
C10 C9 C8 107.7(7) . . ?
C10 C9 H9 126.2 . . ?
C8 C9 H9 126.2 . . ?
C9 C10 C11 106.9(7) . . ?
C9 C10 H10 126.6 . . ?
C11 C10 H10 126.6 . . ?
N1 C11 C12 118.1(6) . . ?
N1 C11 C10 108.1(7) . . ?
C12 C11 C10 133.8(7) . . ?
N2 C12 C11 116.4(7) . . ?
N2 C12 H12 121.8 . . ?
C11 C12 H12 121.8 . . ?
C18 C13 C14 117.9(6) . . ?
C18 C13 N2 119.2(6) . . ?
C14 C13 N2 122.9(6) . . ?
C15 C14 C13 121.0(6) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C16 C15 C14 121.3(6) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 117.7(6) . . ?
C15 C16 C19 121.3(6) . . ?
C17 C16 C19 121.0(6) . . ?
C18 C17 C16 121.7(6) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C13 C18 C17 120.4(6) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C21B C19 C20B 111.7(12) . . ?
C21B C19 C16 118.1(12) . . ?
C20B C19 C16 110.1(13) . . ?
C16 C19 C20A 115.8(9) . . ?
C16 C19 C22A 112.1(8) . . ?
C20A C19 C22A 108.6(8) . . ?
C21B C19 C22B 108.2(11) . . ?
C20B C19 C22B 105.1(11) . . ?
C16 C19 C22B 102.3(11) . . ?
C16 C19 C21A 108.7(8) . . ?
C20A C19 C21A 106.0(8) . . ?
C22A C19 C21A 104.8(8) . . ?
C1 C23 N3 124.8(7) . . ?
C1 C23 C24 126.6(7) . . ?
N3 C23 C24 108.5(6) . . ?
C25 C24 C23 108.2(6) . . ?
C25 C24 H24 125.9 . . ?
C23 C24 H24 125.9 . . ?
C24 C25 C26 105.6(7) . . ?
C24 C25 H25 127.2 . . ?
C26 C25 H25 127.2 . . ?
N3 C26 C25 111.3(6) . . ?
N3 C26 C27 123.0(7) . . ?
C25 C26 C27 125.7(7) . . ?
N4 C27 C26 119.8(7) . . ?
N4 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
N4 C28 C33 127.4(7) . . ?
N4 C28 C29 116.5(8) . . ?
C33 C28 C29 116.0(8) . . ?
C30 C29 C28 119.2(10) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C31 C30 C29 124.2(11) . . ?
C31 C30 H30 117.9 . . ?
C29 C30 H30 117.9 . . ?
C32 C31 C30 113.6(10) . . ?
C32 C31 C34 126.2(13) . . ?
C30 C31 C34 120.2(13) . . ?
C31 C32 C33 126.3(11) . . ?
C31 C32 H32 116.9 . . ?
C33 C32 H32 116.9 . . ?
C32 C33 C28 120.6(9) . . ?
C32 C33 H33 119.7 . . ?
C28 C33 H33 119.7 . . ?
C37B C34 C35B 114.3(13) . . ?
C37B C34 C31 120.4(14) . . ?
C37A C34 C31 108.7(11) . . ?
C35B C34 C31 113.4(15) . . ?
C37A C34 C36A 116.8(12) . . ?
C31 C34 C36A 107.7(11) . . ?
C37A C34 C35A 108.7(9) . . ?
C31 C34 C35A 107.0(12) . . ?
C36A C34 C35A 107.6(9) . . ?
C37B C34 C36B 101.2(13) . . ?
C35B C34 C36B 99.6(12) . . ?
C31 C34 C36B 103.9(13) . . ?
C34 C35A H35A 109.5 . . ?
C34 C35A H35B 109.5 . . ?
H35A C35A H35B 109.5 . . ?
C34 C35A H35C 109.5 . . ?
H35A C35A H35C 109.5 . . ?
H35B C35A H35C 109.5 . . ?
C34 C36A H36A 109.5 . . ?
C34 C36A H36B 109.5 . . ?
H36A C36A H36B 109.5 . . ?
C34 C36A H36C 109.5 . . ?
H36A C36A H36C 109.5 . . ?
H36B C36A H36C 109.5 . . ?
C34 C37A H37A 109.5 . . ?
C34 C37A H37B 109.5 . . ?
H37A C37A H37B 109.5 . . ?
C34 C37A H37C 109.5 . . ?
H37A C37A H37C 109.5 . . ?
H37B C37A H37C 109.5 . . ?
C19 C20A H20A 109.5 . . ?
C19 C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
C19 C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C19 C21A H21A 109.5 . . ?
C19 C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C19 C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C19 C22A H22A 109.5 . . ?
C19 C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C19 C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C34 C35B H35D 109.5 . . ?
C34 C35B H35E 109.5 . . ?
H35D C35B H35E 109.5 . . ?
C34 C35B H35F 109.5 . . ?
H35D C35B H35F 109.5 . . ?
H35E C35B H35F 109.5 . . ?
C34 C36B H36D 109.5 . . ?
C34 C36B H36E 109.5 . . ?
H36D C36B H36E 109.5 . . ?
C34 C36B H36F 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?
C34 C37B H37D 109.5 . . ?
C34 C37B H37E 109.5 . . ?
H37D C37B H37E 109.5 . . ?
C34 C37B H37F 109.5 . . ?
H37D C37B H37F 109.5 . . ?
H37E C37B H37F 109.5 . . ?
C19 C20B H20D 109.5 . . ?
C19 C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C19 C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C19 C21B H21D 109.5 . . ?
C19 C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
C19 C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C19 C22B H22D 109.5 . . ?
C19 C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C19 C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?

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
N1 Fe1 O1 Fe1 51.9(2) . . . 2_655 ?
N3 Fe1 O1 Fe1 -35.18(15) . . . 2_655 ?
N2 Fe1 O1 Fe1 129.05(14) . . . 2_655 ?
Br1 Fe1 O1 Fe1 -135.58(8) . . . 2_655 ?
C23 C1 C2 C3 -83.2(9) . . . . ?
C8 C1 C2 C3 94.1(9) . . . . ?
C23 C1 C2 C7 91.4(9) . . . . ?
C8 C1 C2 C7 -91.4(8) . . . . ?
C7 C2 C3 C4 1.6(13) . . . . ?
C1 C2 C3 C4 176.5(8) . . . . ?
C7 C2 C3 F5 -177.4(7) . . . . ?
C1 C2 C3 F5 -2.5(12) . . . . ?
F5 C3 C4 C5 178.7(8) . . . . ?
C2 C3 C4 C5 -0.3(15) . . . . ?
F5 C3 C4 F4 0.7(13) . . . . ?
C2 C3 C4 F4 -178.3(8) . . . . ?
C3 C4 C5 F3 179.8(8) . . . . ?
F4 C4 C5 F3 -2.2(13) . . . . ?
C3 C4 C5 C6 -1.2(14) . . . . ?
F4 C4 C5 C6 176.9(8) . . . . ?
F3 C5 C6 F2 0.1(13) . . . . ?
C4 C5 C6 F2 -178.9(8) . . . . ?
F3 C5 C6 C7 -179.7(8) . . . . ?
C4 C5 C6 C7 1.2(13) . . . . ?
C3 C2 C7 F1 -179.3(7) . . . . ?
C1 C2 C7 F1 5.9(12) . . . . ?
C3 C2 C7 C6 -1.5(12) . . . . ?
C1 C2 C7 C6 -176.4(7) . . . . ?
F2 C6 C7 F1 -1.9(11) . . . . ?
C5 C6 C7 F1 178.0(7) . . . . ?
F2 C6 C7 C2 -179.7(7) . . . . ?
C5 C6 C7 C2 0.2(13) . . . . ?
C11 N1 C8 C9 -0.8(7) . . . . ?
Fe1 N1 C8 C9 178.7(4) . . . . ?
C11 N1 C8 C1 175.3(6) . . . . ?
Fe1 N1 C8 C1 -5.1(9) . . . . ?
C23 C1 C8 N1 3.8(10) . . . . ?
C2 C1 C8 N1 -173.2(5) . . . . ?
C23 C1 C8 C9 179.2(7) . . . . ?
C2 C1 C8 C9 2.1(10) . . . . ?
N1 C8 C9 C10 -0.8(8) . . . . ?
C1 C8 C9 C10 -176.7(6) . . . . ?
C8 C9 C10 C11 2.1(8) . . . . ?
C8 N1 C11 C12 -176.8(5) . . . . ?
Fe1 N1 C11 C12 3.6(7) . . . . ?
C8 N1 C11 C10 2.1(7) . . . . ?
Fe1 N1 C11 C10 -177.6(4) . . . . ?
C9 C10 C11 N1 -2.6(8) . . . . ?
C9 C10 C11 C12 176.0(7) . . . . ?
C13 N2 C12 C11 175.8(5) . . . . ?
Fe1 N2 C12 C11 0.8(7) . . . . ?
N1 C11 C12 N2 -2.9(8) . . . . ?
C10 C11 C12 N2 178.6(7) . . . . ?
C12 N2 C13 C18 138.1(6) . . . . ?
Fe1 N2 C13 C18 -47.8(8) . . . . ?
C12 N2 C13 C14 -40.4(8) . . . . ?
Fe1 N2 C13 C14 133.6(5) . . . . ?
C18 C13 C14 C15 1.2(10) . . . . ?
N2 C13 C14 C15 179.8(6) . . . . ?
C13 C14 C15 C16 -0.8(11) . . . . ?
C14 C15 C16 C17 -1.1(11) . . . . ?
C14 C15 C16 C19 -179.8(7) . . . . ?
C15 C16 C17 C18 2.7(11) . . . . ?
C19 C16 C17 C18 -178.7(7) . . . . ?
C14 C13 C18 C17 0.3(10) . . . . ?
N2 C13 C18 C17 -178.4(6) . . . . ?
C16 C17 C18 C13 -2.3(11) . . . . ?
C15 C16 C19 C21B -163.9(14) . . . . ?
C17 C16 C19 C21B 17.5(16) . . . . ?
C15 C16 C19 C20B -33.9(14) . . . . ?
C17 C16 C19 C20B 147.5(13) . . . . ?
C15 C16 C19 C20A 2.8(12) . . . . ?
C17 C16 C19 C20A -175.8(9) . . . . ?
C15 C16 C19 C22A 128.3(10) . . . . ?
C17 C16 C19 C22A -50.4(12) . . . . ?
C15 C16 C19 C22B 77.5(12) . . . . ?
C17 C16 C19 C22B -101.1(12) . . . . ?
C15 C16 C19 C21A -116.4(9) . . . . ?
C17 C16 C19 C21A 65.0(10) . . . . ?
C8 C1 C23 N3 3.0(10) . . . . ?
C2 C1 C23 N3 180.0(5) . . . . ?
C8 C1 C23 C24 -179.0(6) . . . . ?
C2 C1 C23 C24 -2.0(10) . . . . ?
C26 N3 C23 C1 178.3(6) . . . . ?
Fe1 N3 C23 C1 -8.3(9) . . . . ?
C26 N3 C23 C24 0.0(7) . . . . ?
Fe1 N3 C23 C24 173.4(4) . . . . ?
C1 C23 C24 C25 -178.4(6) . . . . ?
N3 C23 C24 C25 -0.2(7) . . . . ?
C23 C24 C25 C26 0.2(7) . . . . ?
C23 N3 C26 C25 0.1(7) . . . . ?
Fe1 N3 C26 C25 -173.5(4) . . . . ?
C23 N3 C26 C27 -178.5(6) . . . . ?
Fe1 N3 C26 C27 8.0(8) . . . . ?
C24 C25 C26 N3 -0.2(8) . . . . ?
C24 C25 C26 C27 178.3(6) . . . . ?
C28 N4 C27 C26 179.6(5) . . . . ?
N3 C26 C27 N4 -173.9(6) . . . . ?
C25 C26 C27 N4 7.7(10) . . . . ?
C27 N4 C28 C33 -23.5(10) . . . . ?
C27 N4 C28 C29 159.2(6) . . . . ?
N4 C28 C29 C30 -178.6(7) . . . . ?
C33 C28 C29 C30 3.8(11) . . . . ?
C28 C29 C30 C31 -1.7(14) . . . . ?
C29 C30 C31 C32 -0.6(15) . . . . ?
C29 C30 C31 C34 179.0(8) . . . . ?
C30 C31 C32 C33 0.7(15) . . . . ?
C34 C31 C32 C33 -178.8(9) . . . . ?
C31 C32 C33 C28 1.6(14) . . . . ?
N4 C28 C33 C32 178.9(7) . . . . ?
C29 C28 C33 C32 -3.8(11) . . . . ?
C32 C31 C34 C37B -120.3(17) . . . . ?
C30 C31 C34 C37B 60(2) . . . . ?
C32 C31 C34 C37A -62.2(14) . . . . ?
C30 C31 C34 C37A 118.3(13) . . . . ?
C32 C31 C34 C35B 99.0(17) . . . . ?
C30 C31 C34 C35B -80.4(16) . . . . ?
C32 C31 C34 C36A 65.1(15) . . . . ?
C30 C31 C34 C36A -114.3(13) . . . . ?
C32 C31 C34 C35A -179.4(10) . . . . ?
C30 C31 C34 C35A 1.1(14) . . . . ?
C32 C31 C34 C36B -8.1(14) . . . . ?
C30 C31 C34 C36B 172.5(12) . . . . ?

_refine_diff_density_max         0.756
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.089

_shelxl_version_number           2014-3




####################################################################### 
# 
# 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_H4(L3)
_database_code_depnum_ccdc_archive 'CCDC 1032823'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C50H34F10N8, 4(C4H8O)'
_chemical_formula_sum            'C66 H66 F10 N8 O4'
_chemical_formula_weight         1225.26

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           34
_space_group_name_H-M_alt        'P n n 2'
_space_group_name_Hall           'P 2 -2n'

_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'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   29.8511(18)
_cell_length_b                   27.674(2)
_cell_length_c                   7.7730(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6421.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    4568
_cell_measurement_theta_min      3.3010
_cell_measurement_theta_max      21.4820

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_F_000             2560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5960
_exptl_crystal_size_mid          0.3350
_exptl_crystal_size_min          0.1837
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61005
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 None.
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_reflns_number            31363
_diffrn_reflns_av_unetI/netI     0.0669
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.011
_diffrn_reflns_theta_max         26.053
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9433
_reflns_number_gt                5657
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.857
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1222P)²+2.6109P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -2.8(18)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9433
_refine_ls_number_parameters     798
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1351
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_ref         0.2458
_refine_ls_wR_factor_gt          0.2005
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.006
_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
C1 C 0.5184(2) 0.4107(2) 0.0709(13) 0.053(2) Uani 1 1 d . . . . .
H1 H 0.5369 0.4322 0.1343 0.064 Uiso 1 1 calc R U . . .
C2 C 0.4706(2) 0.4164(2) 0.0771(12) 0.0502(19) Uani 1 1 d . . . . .
C3 C 0.4447(2) 0.4490(2) 0.1686(14) 0.060(2) Uani 1 1 d . . . . .
H3 H 0.4554 0.4739 0.2421 0.072 Uiso 1 1 calc R U . . .
C4 C 0.3993(2) 0.4383(2) 0.1320(13) 0.058(2) Uani 1 1 d . . . . .
H4 H 0.3740 0.4544 0.1786 0.069 Uiso 1 1 calc R U . . .
C5 C 0.3985(2) 0.4006(2) 0.0173(11) 0.0454(19) Uani 1 1 d . . . . .
C6 C 0.3612(2) 0.3707(2) -0.0550(12) 0.0467(18) Uani 1 1 d . . . . .
H6 H 0.3690 0.3640 -0.1777 0.056 Uiso 1 1 calc R U . . .
C7 C 0.3167(2) 0.3977(2) -0.0565(13) 0.0495(19) Uani 1 1 d . . . . .
C8 C 0.2913(3) 0.4040(3) 0.0913(15) 0.066(2) Uani 1 1 d . . . . .
C9 C 0.2496(3) 0.4273(3) 0.0840(17) 0.077(3) Uani 1 1 d . . . . .
C10 C 0.2343(3) 0.4454(3) -0.0675(19) 0.075(3) Uani 1 1 d . . . . .
C11 C 0.2584(3) 0.4399(3) -0.2132(16) 0.067(3) Uani 1 1 d . . . . .
C12 C 0.2995(3) 0.4166(2) -0.2020(14) 0.053(2) Uani 1 1 d . . . . .
C13 C 0.3581(2) 0.3223(2) 0.0349(10) 0.0422(17) Uani 1 1 d . . . . .
C14 C 0.3845(3) 0.3036(2) 0.1606(13) 0.059(2) Uani 1 1 d . . . . .
H14 H 0.4094 0.3192 0.2128 0.071 Uiso 1 1 calc R U . . .
C15 C 0.3687(3) 0.2569(2) 0.2002(13) 0.061(2) Uani 1 1 d . . . . .
H15 H 0.3802 0.2357 0.2856 0.073 Uiso 1 1 calc R U . . .
C16 C 0.3334(2) 0.2479(2) 0.0911(11) 0.0457(18) Uani 1 1 d . . . . .
C17 C 0.3058(2) 0.2055(2) 0.0806(11) 0.0466(18) Uani 1 1 d . . . . .
H17 H 0.3121 0.1793 0.1557 0.056 Uiso 1 1 calc R U . . .
C18 C 0.2493(2) 0.1578(2) -0.0332(11) 0.0479(18) Uani 1 1 d . . . . .
C19 C 0.2033(2) 0.1605(2) -0.0467(12) 0.0519(19) Uani 1 1 d . . . . .
H19 H 0.1898 0.1916 -0.0504 0.062 Uiso 1 1 calc R U . . .
C20 C 0.1754(2) 0.1201(3) -0.0550(13) 0.056(2) Uani 1 1 d . . . . .
C21 C 0.1959(2) 0.0743(2) -0.0596(13) 0.0524(19) Uani 1 1 d . . . . .
C22 C 0.2421(2) 0.0712(2) -0.0472(12) 0.0499(19) Uani 1 1 d . . . . .
H22 H 0.2556 0.0401 -0.0472 0.060 Uiso 1 1 calc R U . . .
C23 C 0.2699(2) 0.1123(2) -0.0345(11) 0.0439(17) Uani 1 1 d . . . . .
C24 C 0.1256(2) 0.1263(3) -0.0603(16) 0.070(3) Uani 1 1 d . . . . .
H24A H 0.1131 0.1068 -0.1541 0.106 Uiso 1 1 calc R U . . .
H24B H 0.1184 0.1604 -0.0796 0.106 Uiso 1 1 calc R U . . .
H24C H 0.1126 0.1158 0.0493 0.106 Uiso 1 1 calc R U . . .
C26 C 0.3347(2) 0.0756(2) 0.0695(11) 0.0458(18) Uani 1 1 d . . . . .
H26 H 0.3159 0.0543 0.1327 0.055 Uiso 1 1 calc R U . . .
C27 C 0.3829(2) 0.0699(2) 0.0810(11) 0.0451(17) Uani 1 1 d . . . . .
C28 C 0.4092(2) 0.0420(2) 0.1814(12) 0.054(2) Uani 1 1 d . . . . .
H28 H 0.3989 0.0188 0.2623 0.065 Uiso 1 1 calc R U . . .
C29 C 0.4542(2) 0.0527(2) 0.1467(12) 0.054(2) Uani 1 1 d . . . . .
H29 H 0.4796 0.0390 0.2014 0.065 Uiso 1 1 calc R U . . .
C30 C 0.4544(2) 0.0866(2) 0.0200(10) 0.0421(18) Uani 1 1 d . . . . .
C31 C 0.4914(2) 0.1159(2) -0.0634(12) 0.0452(18) Uani 1 1 d . . . . .
H31 H 0.4805 0.1251 -0.1805 0.054 Uiso 1 1 calc R U . . .
C32 C 0.5333(2) 0.0856(2) -0.0892(12) 0.047(2) Uani 1 1 d . . . . .
C33 C 0.5380(3) 0.0594(2) -0.2412(14) 0.060(2) Uani 1 1 d . . . . .
C34 C 0.5756(4) 0.0339(3) -0.2782(17) 0.081(3) Uani 1 1 d . . . . .
C35 C 0.6104(3) 0.0338(3) -0.1669(19) 0.080(4) Uani 1 1 d . . . . .
C36 C 0.6082(3) 0.0587(3) -0.0154(19) 0.081(4) Uani 1 1 d . . . . .
C37 C 0.5692(3) 0.0840(2) 0.0207(14) 0.064(3) Uani 1 1 d . . . . .
C38 C 0.4977(2) 0.1620(2) 0.0341(11) 0.0497(19) Uani 1 1 d . . . . .
C39 C 0.4754(3) 0.1790(3) 0.1775(14) 0.076(3) Uani 1 1 d . . . . .
H39 H 0.4531 0.1624 0.2417 0.091 Uiso 1 1 calc R U . . .
C40 C 0.4920(3) 0.2252(3) 0.2098(15) 0.074(3) Uani 1 1 d . . . . .
H40 H 0.4818 0.2461 0.2983 0.089 Uiso 1 1 calc R U . . .
C41 C 0.5246(3) 0.2354(2) 0.0954(13) 0.059(2) Uani 1 1 d . . . . .
C42 C 0.5519(3) 0.2786(2) 0.0800(14) 0.059(2) Uani 1 1 d . . . . .
H42 H 0.5471 0.3039 0.1603 0.070 Uiso 1 1 calc R U . . .
C43 C 0.6051(2) 0.3293(2) -0.0376(12) 0.0500(19) Uani 1 1 d . . . . .
C44 C 0.6513(2) 0.3281(2) -0.0590(13) 0.056(2) Uani 1 1 d . . . . .
H44 H 0.6655 0.2975 -0.0718 0.067 Uiso 1 1 calc R U . . .
C45 C 0.6779(2) 0.3695(3) -0.0625(13) 0.055(2) Uani 1 1 d . . . . .
C46 C 0.6564(2) 0.4138(2) -0.0557(12) 0.0492(18) Uani 1 1 d . . . . .
C47 C 0.6105(2) 0.4155(2) -0.0389(12) 0.0507(19) Uani 1 1 d . . . . .
H47 H 0.5965 0.4463 -0.0346 0.061 Uiso 1 1 calc R U . . .
C48 C 0.5839(2) 0.3748(2) -0.0278(11) 0.0448(18) Uani 1 1 d . . . . .
C49 C 0.7277(2) 0.3650(3) -0.0753(15) 0.070(3) Uani 1 1 d . . . . .
H49A H 0.7357 0.3314 -0.0998 0.106 Uiso 1 1 calc R U . . .
H49B H 0.7414 0.3750 0.0338 0.106 Uiso 1 1 calc R U . . .
H49C H 0.7387 0.3859 -0.1681 0.106 Uiso 1 1 calc R U . . .
C50 C 0.6841(3) 0.4602(3) -0.0644(17) 0.075(3) Uani 1 1 d . . . . .
H50A H 0.6986 0.4625 -0.1770 0.113 Uiso 1 1 calc R U . . .
H50B H 0.7069 0.4598 0.0261 0.113 Uiso 1 1 calc R U . . .
H50C H 0.6643 0.4881 -0.0477 0.113 Uiso 1 1 calc R U . . .
C51 C 0.3752(3) 0.1922(3) 0.6692(16) 0.084(3) Uani 1 1 d . . . . .
H51A H 0.3866 0.2196 0.5996 0.100 Uiso 1 1 calc R U . . .
H51B H 0.3681 0.2043 0.7860 0.100 Uiso 1 1 calc R U . . .
C52 C 0.3348(3) 0.1716(3) 0.5888(14) 0.074(3) Uani 1 1 d . . . . .
H52A H 0.3246 0.1919 0.4914 0.088 Uiso 1 1 calc R U . . .
H52B H 0.3101 0.1688 0.6734 0.088 Uiso 1 1 calc R U . . .
C53 C 0.3493(4) 0.1234(5) 0.528(2) 0.125(5) Uani 1 1 d . . . . .
H53A H 0.3339 0.0978 0.5946 0.150 Uiso 1 1 calc R U . . .
H53B H 0.3417 0.1193 0.4050 0.150 Uiso 1 1 calc R U . . .
C54 C 0.3967(3) 0.1200(4) 0.5518(15) 0.090(3) Uani 1 1 d . . . . .
H54A H 0.4051 0.0871 0.5899 0.108 Uiso 1 1 calc R U . . .
H54B H 0.4125 0.1270 0.4426 0.108 Uiso 1 1 calc R U . . .
C55 C 0.6273(5) 0.1831(7) 0.727(2) 0.136(5) Uani 1 1 d . . . . .
H55A H 0.6467 0.1541 0.7292 0.163 Uiso 1 1 calc R U . . .
H55B H 0.6308 0.2010 0.8369 0.163 Uiso 1 1 calc R U . . .
C56 C 0.6370(7) 0.2137(7) 0.580(4) 0.190(9) Uani 1 1 d . . . . .
H56A H 0.6695 0.2129 0.5536 0.228 Uiso 1 1 calc R U . . .
H56B H 0.6283 0.2475 0.6046 0.228 Uiso 1 1 calc R U . . .
C57 C 0.6114(6) 0.1952(10) 0.434(3) 0.192(10) Uani 1 1 d . . . . .
H57A H 0.6294 0.1728 0.3624 0.231 Uiso 1 1 calc R U . . .
H57B H 0.5997 0.2217 0.3608 0.231 Uiso 1 1 calc R U . . .
C58 C 0.5748(5) 0.1696(5) 0.525(2) 0.120(5) Uani 1 1 d . . . . .
H58A H 0.5458 0.1852 0.4989 0.144 Uiso 1 1 calc R U . . .
H58B H 0.5734 0.1356 0.4857 0.144 Uiso 1 1 calc R U . . .
C59 C 0.4767(4) 0.2868(4) -0.310(2) 0.112(5) Uani 1 1 d . . . . .
H59A H 0.4655 0.2580 -0.3727 0.135 Uiso 1 1 calc R U . . .
H59B H 0.4867 0.2770 -0.1942 0.135 Uiso 1 1 calc R U . . .
C60 C 0.5135(4) 0.3109(6) -0.4074(19) 0.114(5) Uani 1 1 d . . . . .
H60A H 0.5306 0.2871 -0.4764 0.137 Uiso 1 1 calc R U . . .
H60B H 0.5344 0.3275 -0.3280 0.137 Uiso 1 1 calc R U . . .
C61 C 0.4898(4) 0.3472(4) -0.524(2) 0.120(5) Uani 1 1 d . . . . .
H61A H 0.5059 0.3784 -0.5267 0.144 Uiso 1 1 calc R U . . .
H61B H 0.4869 0.3346 -0.6425 0.144 Uiso 1 1 calc R U . . .
C62 C 0.4462(5) 0.3522(8) -0.442(2) 0.169(8) Uani 1 1 d . . . . .
H62A H 0.4416 0.3864 -0.4094 0.203 Uiso 1 1 calc R U . . .
H62B H 0.4226 0.3432 -0.5256 0.203 Uiso 1 1 calc R U . . .
C63 C 0.2836(5) 0.2991(4) -0.4630(18) 0.103(4) Uani 1 1 d . . . . .
H63A H 0.2990 0.2674 -0.4587 0.123 Uiso 1 1 calc R U . . .
H63B H 0.3036 0.3225 -0.5215 0.123 Uiso 1 1 calc R U . . .
C64 C 0.2403(6) 0.2946(7) -0.559(2) 0.163(7) Uani 1 1 d . . . . .
H64A H 0.2353 0.3223 -0.6372 0.196 Uiso 1 1 calc R U . . .
H64B H 0.2386 0.2641 -0.6249 0.196 Uiso 1 1 calc R U . . .
C65 C 0.2104(7) 0.2949(13) -0.421(3) 0.30(2) Uani 1 1 d . . . . .
H65A H 0.1854 0.3171 -0.4495 0.361 Uiso 1 1 calc R U . . .
H65B H 0.1976 0.2621 -0.4088 0.361 Uiso 1 1 calc R U . . .
C66 C 0.2278(3) 0.3084(4) -0.268(2) 0.101(4) Uani 1 1 d . . . . .
H66A H 0.2227 0.2830 -0.1806 0.121 Uiso 1 1 calc R U . . .
H66B H 0.2138 0.3388 -0.2278 0.121 Uiso 1 1 calc R U . . .
N1 N 0.53690(16) 0.37682(18) -0.0194(9) 0.0475(16) Uani 1 1 d . . . . .
N2 N 0.44181(16) 0.38759(16) -0.0156(9) 0.0470(16) Uani 1 1 d . . . . .
H2 H 0.4501 0.3643 -0.0857 0.056 Uiso 1 1 calc R U . . .
N3 N 0.32744(17) 0.28848(16) -0.0096(9) 0.0455(16) Uani 1 1 d . . . . .
H3A H 0.3070 0.2918 -0.0902 0.055 Uiso 1 1 calc R U . . .
N4 N 0.27331(18) 0.20137(17) -0.0252(10) 0.0492(16) Uani 1 1 d . . . . .
N5 N 0.31681(17) 0.10823(17) -0.0223(9) 0.0441(14) Uani 1 1 d . . . . .
N6 N 0.41103(17) 0.09735(17) -0.0189(8) 0.0417(14) Uani 1 1 d . . . . .
H6A H 0.4024 0.1186 -0.0962 0.050 Uiso 1 1 calc R U . . .
N7 N 0.52791(17) 0.19671(17) -0.0161(10) 0.0483(16) Uani 1 1 d . . . . .
H7 H 0.5462 0.1947 -0.1045 0.058 Uiso 1 1 calc R U . . .
N8 N 0.58223(19) 0.28459(18) -0.0355(11) 0.0530(17) Uani 1 1 d . . . . .
F1 F 0.30534(17) 0.3874(2) 0.2435(8) 0.0826(16) Uani 1 1 d . . . . .
F2 F 0.2264(2) 0.4321(3) 0.2327(11) 0.122(3) Uani 1 1 d . . . . .
F3 F 0.19441(17) 0.4681(2) -0.0704(12) 0.113(2) Uani 1 1 d . . . . .
F4 F 0.24349(18) 0.4578(2) -0.3584(10) 0.101(2) Uani 1 1 d . . . . .
F5 F 0.32258(15) 0.41352(16) -0.3510(8) 0.0712(15) Uani 1 1 d . . . . .
F6 F 0.5047(2) 0.05962(19) -0.3549(8) 0.0930(18) Uani 1 1 d . . . . .
F7 F 0.5785(3) 0.0090(2) -0.4264(11) 0.136(3) Uani 1 1 d . . . . .
F8 F 0.64840(18) 0.0085(2) -0.2039(12) 0.126(3) Uani 1 1 d . . . . .
F9 F 0.64213(18) 0.0590(2) 0.0926(13) 0.129(3) Uani 1 1 d . . . . .
F10 F 0.5670(2) 0.1066(2) 0.1716(10) 0.108(2) Uani 1 1 d . . . . .
O1 O 0.40857(17) 0.1543(2) 0.6786(9) 0.0650(16) Uani 1 1 d . . . . .
O2 O 0.5824(2) 0.1709(3) 0.6967(10) 0.093(2) Uani 1 1 d . . . . .
O3 O 0.4426(2) 0.3240(3) -0.3010(11) 0.090(2) Uani 1 1 d . . . . .
O4 O 0.2739(2) 0.3150(2) -0.2965(10) 0.0744(18) Uani 1 1 d . . . . .
C25 C 0.1679(3) 0.0291(3) -0.0726(15) 0.068(3) Uani 1 1 d . . . . .
H25A H 0.1524 0.0286 -0.1837 0.103 Uiso 1 1 calc R U . . .
H25B H 0.1458 0.0287 0.0207 0.103 Uiso 1 1 calc R U . . .
H25C H 0.1874 0.0007 -0.0633 0.103 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
C1 N1 1.294(9) . ?
C1 C2 1.438(9) . ?
C1 H1 0.9500 . ?
C2 N2 1.375(9) . ?
C2 C3 1.384(10) . ?
C3 C4 1.416(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(10) . ?
C4 H4 0.9500 . ?
C5 N2 1.367(8) . ?
C5 C6 1.497(9) . ?
C6 C13 1.514(9) . ?
C6 C7 1.523(9) . ?
C6 H6 1.0000 . ?
C7 C12 1.348(12) . ?
C7 C8 1.387(13) . ?
C8 F1 1.337(12) . ?
C8 C9 1.404(12) . ?
C9 F2 1.354(13) . ?
C9 C10 1.359(16) . ?
C10 F3 1.347(9) . ?
C10 C11 1.351(16) . ?
C11 F4 1.311(12) . ?
C11 C12 1.388(11) . ?
C12 F5 1.350(11) . ?
C13 N3 1.353(8) . ?
C13 C14 1.359(11) . ?
C14 C15 1.411(10) . ?
C14 H14 0.9500 . ?
C15 C16 1.375(11) . ?
C15 H15 0.9500 . ?
C16 N3 1.380(9) . ?
C16 C17 1.436(9) . ?
C17 N4 1.278(10) . ?
C17 H17 0.9500 . ?
C18 C19 1.380(9) . ?
C18 C23 1.400(9) . ?
C18 N4 1.405(8) . ?
C19 C20 1.396(9) . ?
C19 H19 0.9500 . ?
C20 C21 1.408(10) . ?
C20 C24 1.497(10) . ?
C21 C22 1.385(10) . ?
C21 C25 1.505(9) . ?
C22 C23 1.412(8) . ?
C22 H22 0.9500 . ?
C23 N5 1.409(8) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 N5 1.268(9) . ?
C26 C27 1.451(9) . ?
C26 H26 0.9500 . ?
C27 C28 1.350(10) . ?
C27 N6 1.372(9) . ?
C28 C29 1.401(10) . ?
C28 H28 0.9500 . ?
C29 C30 1.359(11) . ?
C29 H29 0.9500 . ?
C30 N6 1.362(8) . ?
C30 C31 1.517(9) . ?
C31 C38 1.494(10) . ?
C31 C32 1.520(9) . ?
C31 H31 1.0000 . ?
C32 C37 1.372(12) . ?
C32 C33 1.392(12) . ?
C33 F6 1.330(11) . ?
C33 C34 1.359(12) . ?
C34 F7 1.344(13) . ?
C34 C35 1.352(16) . ?
C35 F8 1.364(10) . ?
C35 C36 1.365(16) . ?
C36 F9 1.315(12) . ?
C36 C37 1.388(12) . ?
C37 F10 1.330(11) . ?
C38 N7 1.374(9) . ?
C38 C39 1.381(12) . ?
C39 C40 1.393(10) . ?
C39 H39 0.9500 . ?
C40 C41 1.349(12) . ?
C40 H40 0.9500 . ?
C41 N7 1.381(10) . ?
C41 C42 1.452(10) . ?
C42 N8 1.285(11) . ?
C42 H42 0.9500 . ?
C43 C44 1.391(9) . ?
C43 C48 1.411(9) . ?
C43 N8 1.414(8) . ?
C44 C45 1.395(9) . ?
C44 H44 0.9500 . ?
C45 C46 1.384(9) . ?
C45 C49 1.495(9) . ?
C46 C47 1.376(9) . ?
C46 C50 1.529(9) . ?
C47 C48 1.380(8) . ?
C47 H47 0.9500 . ?
C48 N1 1.407(8) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 O1 1.449(10) . ?
C51 C52 1.474(13) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 C53 1.480(14) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 C54 1.432(14) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 O1 1.413(12) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 O2 1.404(14) . ?
C55 C56 1.45(3) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C56 C57 1.46(3) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 C58 1.483(19) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C58 O2 1.353(16) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C59 O3 1.449(12) . ?
C59 C60 1.492(17) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C60 C61 1.526(18) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C61 C62 1.452(18) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C62 O3 1.35(2) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 O4 1.398(14) . ?
C63 C64 1.499(18) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C64 C65 1.39(3) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C65 C66 1.35(2) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C66 O4 1.405(11) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
N2 H2 0.8800 . ?
N3 H3A 0.8800 . ?
N6 H6A 0.8800 . ?
N7 H7 0.8800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

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
N1 C1 C2 121.4(6) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
N2 C2 C3 107.4(6) . . ?
N2 C2 C1 122.6(6) . . ?
C3 C2 C1 130.0(7) . . ?
C2 C3 C4 107.1(7) . . ?
C2 C3 H3 126.4 . . ?
C4 C3 H3 126.4 . . ?
C5 C4 C3 107.9(6) . . ?
C5 C4 H4 126.1 . . ?
C3 C4 H4 126.1 . . ?
N2 C5 C4 107.7(6) . . ?
N2 C5 C6 119.2(6) . . ?
C4 C5 C6 132.7(6) . . ?
C5 C6 C13 111.2(6) . . ?
C5 C6 C7 112.4(5) . . ?
C13 C6 C7 112.5(6) . . ?
C5 C6 H6 106.8 . . ?
C13 C6 H6 106.8 . . ?
C7 C6 H6 106.8 . . ?
C12 C7 C8 116.0(7) . . ?
C12 C7 C6 121.9(8) . . ?
C8 C7 C6 122.1(8) . . ?
F1 C8 C7 121.2(7) . . ?
F1 C8 C9 118.2(9) . . ?
C7 C8 C9 120.6(10) . . ?
F2 C9 C10 122.2(8) . . ?
F2 C9 C8 117.7(11) . . ?
C10 C9 C8 120.1(10) . . ?
F3 C10 C11 120.7(11) . . ?
F3 C10 C9 118.9(11) . . ?
C11 C10 C9 120.4(8) . . ?
F4 C11 C10 119.9(9) . . ?
F4 C11 C12 122.0(11) . . ?
C10 C11 C12 118.1(10) . . ?
C7 C12 F5 120.1(7) . . ?
C7 C12 C11 124.7(10) . . ?
F5 C12 C11 115.3(9) . . ?
N3 C13 C14 108.2(6) . . ?
N3 C13 C6 122.4(6) . . ?
C14 C13 C6 129.3(6) . . ?
C13 C14 C15 108.1(7) . . ?
C13 C14 H14 125.9 . . ?
C15 C14 H14 125.9 . . ?
C16 C15 C14 106.7(7) . . ?
C16 C15 H15 126.7 . . ?
C14 C15 H15 126.7 . . ?
C15 C16 N3 107.6(6) . . ?
C15 C16 C17 128.4(7) . . ?
N3 C16 C17 124.0(7) . . ?
N4 C17 C16 123.0(7) . . ?
N4 C17 H17 118.5 . . ?
C16 C17 H17 118.5 . . ?
C19 C18 C23 119.1(6) . . ?
C19 C18 N4 117.6(6) . . ?
C23 C18 N4 123.3(6) . . ?
C18 C19 C20 123.6(6) . . ?
C18 C19 H19 118.2 . . ?
C20 C19 H19 118.2 . . ?
C19 C20 C21 117.6(6) . . ?
C19 C20 C24 120.1(7) . . ?
C21 C20 C24 122.3(6) . . ?
C22 C21 C20 119.1(6) . . ?
C22 C21 C25 120.3(6) . . ?
C20 C21 C25 120.6(6) . . ?
C21 C22 C23 122.7(6) . . ?
C21 C22 H22 118.7 . . ?
C23 C22 H22 118.7 . . ?
C18 C23 N5 120.5(5) . . ?
C18 C23 C22 117.9(6) . . ?
N5 C23 C22 121.6(5) . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C26 C27 121.9(6) . . ?
N5 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C28 C27 N6 106.8(6) . . ?
C28 C27 C26 132.4(7) . . ?
N6 C27 C26 120.8(6) . . ?
C27 C28 C29 108.9(7) . . ?
C27 C28 H28 125.6 . . ?
C29 C28 H28 125.6 . . ?
C30 C29 C28 106.9(7) . . ?
C30 C29 H29 126.6 . . ?
C28 C29 H29 126.6 . . ?
C29 C30 N6 107.9(6) . . ?
C29 C30 C31 133.0(6) . . ?
N6 C30 C31 118.7(6) . . ?
C38 C31 C30 109.4(6) . . ?
C38 C31 C32 115.7(6) . . ?
C30 C31 C32 111.1(5) . . ?
C38 C31 H31 106.7 . . ?
C30 C31 H31 106.7 . . ?
C32 C31 H31 106.7 . . ?
C37 C32 C33 115.7(7) . . ?
C37 C32 C31 125.3(8) . . ?
C33 C32 C31 118.9(8) . . ?
F6 C33 C34 118.6(10) . . ?
F6 C33 C32 119.1(7) . . ?
C34 C33 C32 122.3(10) . . ?
F7 C34 C35 119.9(10) . . ?
F7 C34 C33 120.1(12) . . ?
C35 C34 C33 120.0(11) . . ?
C34 C35 F8 120.2(12) . . ?
C34 C35 C36 121.0(9) . . ?
F8 C35 C36 118.8(12) . . ?
F9 C36 C35 121.1(10) . . ?
F9 C36 C37 120.9(12) . . ?
C35 C36 C37 118.0(10) . . ?
F10 C37 C32 119.8(7) . . ?
F10 C37 C36 117.1(9) . . ?
C32 C37 C36 123.1(10) . . ?
N7 C38 C39 107.9(6) . . ?
N7 C38 C31 122.4(7) . . ?
C39 C38 C31 129.7(7) . . ?
C38 C39 C40 106.6(8) . . ?
C38 C39 H39 126.7 . . ?
C40 C39 H39 126.7 . . ?
C41 C40 C39 109.3(8) . . ?
C41 C40 H40 125.4 . . ?
C39 C40 H40 125.4 . . ?
C40 C41 N7 107.6(6) . . ?
C40 C41 C42 129.3(8) . . ?
N7 C41 C42 123.1(8) . . ?
N8 C42 C41 124.1(7) . . ?
N8 C42 H42 118.0 . . ?
C41 C42 H42 118.0 . . ?
C44 C43 C48 118.2(6) . . ?
C44 C43 N8 117.3(6) . . ?
C48 C43 N8 124.4(6) . . ?
C43 C44 C45 123.2(6) . . ?
C43 C44 H44 118.4 . . ?
C45 C44 H44 118.4 . . ?
C46 C45 C44 117.5(6) . . ?
C46 C45 C49 122.5(6) . . ?
C44 C45 C49 120.0(7) . . ?
C47 C46 C45 119.8(6) . . ?
C47 C46 C50 120.8(6) . . ?
C45 C46 C50 119.5(6) . . ?
C46 C47 C48 123.3(6) . . ?
C46 C47 H47 118.3 . . ?
C48 C47 H47 118.3 . . ?
C47 C48 N1 123.0(5) . . ?
C47 C48 C43 117.8(6) . . ?
N1 C48 C43 119.0(5) . . ?
C45 C49 H49A 109.5 . . ?
C45 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C45 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C46 C50 H50A 109.5 . . ?
C46 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C46 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O1 C51 C52 107.7(8) . . ?
O1 C51 H51A 110.2 . . ?
C52 C51 H51A 110.2 . . ?
O1 C51 H51B 110.2 . . ?
C52 C51 H51B 110.2 . . ?
H51A C51 H51B 108.5 . . ?
C51 C52 C53 104.1(8) . . ?
C51 C52 H52A 110.9 . . ?
C53 C52 H52A 110.9 . . ?
C51 C52 H52B 110.9 . . ?
C53 C52 H52B 110.9 . . ?
H52A C52 H52B 109.0 . . ?
C54 C53 C52 108.0(10) . . ?
C54 C53 H53A 110.1 . . ?
C52 C53 H53A 110.1 . . ?
C54 C53 H53B 110.1 . . ?
C52 C53 H53B 110.1 . . ?
H53A C53 H53B 108.4 . . ?
O1 C54 C53 107.0(8) . . ?
O1 C54 H54A 110.3 . . ?
C53 C54 H54A 110.3 . . ?
O1 C54 H54B 110.3 . . ?
C53 C54 H54B 110.3 . . ?
H54A C54 H54B 108.6 . . ?
O2 C55 C56 101.3(14) . . ?
O2 C55 H55A 111.5 . . ?
C56 C55 H55A 111.5 . . ?
O2 C55 H55B 111.5 . . ?
C56 C55 H55B 111.5 . . ?
H55A C55 H55B 109.3 . . ?
C55 C56 C57 107.8(12) . . ?
C55 C56 H56A 110.1 . . ?
C57 C56 H56A 110.1 . . ?
C55 C56 H56B 110.1 . . ?
C57 C56 H56B 110.1 . . ?
H56A C56 H56B 108.5 . . ?
C56 C57 C58 100.4(15) . . ?
C56 C57 H57A 111.7 . . ?
C58 C57 H57A 111.7 . . ?
C56 C57 H57B 111.7 . . ?
C58 C57 H57B 111.7 . . ?
H57A C57 H57B 109.5 . . ?
O2 C58 C57 109.7(13) . . ?
O2 C58 H58A 109.7 . . ?
C57 C58 H58A 109.7 . . ?
O2 C58 H58B 109.7 . . ?
C57 C58 H58B 109.7 . . ?
H58A C58 H58B 108.2 . . ?
O3 C59 C60 103.1(10) . . ?
O3 C59 H59A 111.1 . . ?
C60 C59 H59A 111.1 . . ?
O3 C59 H59B 111.1 . . ?
C60 C59 H59B 111.1 . . ?
H59A C59 H59B 109.1 . . ?
C59 C60 C61 104.5(10) . . ?
C59 C60 H60A 110.9 . . ?
C61 C60 H60A 110.9 . . ?
C59 C60 H60B 110.9 . . ?
C61 C60 H60B 110.9 . . ?
H60A C60 H60B 108.9 . . ?
C62 C61 C60 102.7(14) . . ?
C62 C61 H61A 111.2 . . ?
C60 C61 H61A 111.2 . . ?
C62 C61 H61B 111.2 . . ?
C60 C61 H61B 111.2 . . ?
H61A C61 H61B 109.1 . . ?
O3 C62 C61 111.8(14) . . ?
O3 C62 H62A 109.3 . . ?
C61 C62 H62A 109.3 . . ?
O3 C62 H62B 109.3 . . ?
C61 C62 H62B 109.3 . . ?
H62A C62 H62B 107.9 . . ?
O4 C63 C64 107.8(11) . . ?
O4 C63 H63A 110.1 . . ?
C64 C63 H63A 110.1 . . ?
O4 C63 H63B 110.1 . . ?
C64 C63 H63B 110.1 . . ?
H63A C63 H63B 108.5 . . ?
C65 C64 C63 99.8(15) . . ?
C65 C64 H64A 111.8 . . ?
C63 C64 H64A 111.8 . . ?
C65 C64 H64B 111.8 . . ?
C63 C64 H64B 111.8 . . ?
H64A C64 H64B 109.5 . . ?
C66 C65 C64 115.6(14) . . ?
C66 C65 H65A 108.4 . . ?
C64 C65 H65A 108.4 . . ?
C66 C65 H65B 108.4 . . ?
C64 C65 H65B 108.4 . . ?
H65A C65 H65B 107.4 . . ?
C65 C66 O4 105.9(14) . . ?
C65 C66 H66A 110.6 . . ?
O4 C66 H66A 110.6 . . ?
C65 C66 H66B 110.6 . . ?
O4 C66 H66B 110.6 . . ?
H66A C66 H66B 108.7 . . ?
C1 N1 C48 118.6(6) . . ?
C5 N2 C2 109.9(6) . . ?
C5 N2 H2 125.1 . . ?
C2 N2 H2 125.1 . . ?
C13 N3 C16 109.3(6) . . ?
C13 N3 H3A 125.3 . . ?
C16 N3 H3A 125.3 . . ?
C17 N4 C18 119.5(6) . . ?
C26 N5 C23 120.9(6) . . ?
C30 N6 C27 109.5(6) . . ?
C30 N6 H6A 125.2 . . ?
C27 N6 H6A 125.2 . . ?
C38 N7 C41 108.5(7) . . ?
C38 N7 H7 125.8 . . ?
C41 N7 H7 125.8 . . ?
C42 N8 C43 117.5(7) . . ?
C54 O1 C51 106.3(7) . . ?
C58 O2 C55 109.5(11) . . ?
C62 O3 C59 108.2(11) . . ?
C63 O4 C66 108.0(10) . . ?
C21 C25 H25A 109.5 . . ?
C21 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C21 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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
N1 C1 C2 N2 -2.2(13) . . . . ?
N1 C1 C2 C3 178.0(9) . . . . ?
N2 C2 C3 C4 1.5(10) . . . . ?
C1 C2 C3 C4 -178.6(9) . . . . ?
C2 C3 C4 C5 -1.4(10) . . . . ?
C3 C4 C5 N2 0.7(9) . . . . ?
C3 C4 C5 C6 173.2(8) . . . . ?
N2 C5 C6 C13 70.9(9) . . . . ?
C4 C5 C6 C13 -100.8(9) . . . . ?
N2 C5 C6 C7 -161.9(7) . . . . ?
C4 C5 C6 C7 26.4(13) . . . . ?
C5 C6 C7 C12 103.4(9) . . . . ?
C13 C6 C7 C12 -130.1(8) . . . . ?
C5 C6 C7 C8 -76.9(9) . . . . ?
C13 C6 C7 C8 49.6(10) . . . . ?
C12 C7 C8 F1 -179.0(7) . . . . ?
C6 C7 C8 F1 1.3(11) . . . . ?
C12 C7 C8 C9 2.4(11) . . . . ?
C6 C7 C8 C9 -177.3(7) . . . . ?
F1 C8 C9 F2 1.0(13) . . . . ?
C7 C8 C9 F2 179.6(8) . . . . ?
F1 C8 C9 C10 178.9(8) . . . . ?
C7 C8 C9 C10 -2.5(14) . . . . ?
F2 C9 C10 F3 -1.4(15) . . . . ?
C8 C9 C10 F3 -179.2(8) . . . . ?
F2 C9 C10 C11 -180.0(9) . . . . ?
C8 C9 C10 C11 2.2(15) . . . . ?
F3 C10 C11 F4 1.7(14) . . . . ?
C9 C10 C11 F4 -179.7(8) . . . . ?
F3 C10 C11 C12 179.4(7) . . . . ?
C9 C10 C11 C12 -2.0(14) . . . . ?
C8 C7 C12 F5 177.9(7) . . . . ?
C6 C7 C12 F5 -2.4(10) . . . . ?
C8 C7 C12 C11 -2.3(11) . . . . ?
C6 C7 C12 C11 177.4(6) . . . . ?
F4 C11 C12 C7 179.8(7) . . . . ?
C10 C11 C12 C7 2.2(12) . . . . ?
F4 C11 C12 F5 -0.5(11) . . . . ?
C10 C11 C12 F5 -178.1(7) . . . . ?
C5 C6 C13 N3 -178.8(7) . . . . ?
C7 C6 C13 N3 54.1(10) . . . . ?
C5 C6 C13 C14 -2.5(11) . . . . ?
C7 C6 C13 C14 -129.6(8) . . . . ?
N3 C13 C14 C15 -2.2(9) . . . . ?
C6 C13 C14 C15 -178.9(8) . . . . ?
C13 C14 C15 C16 2.0(10) . . . . ?
C14 C15 C16 N3 -1.0(10) . . . . ?
C14 C15 C16 C17 -179.8(8) . . . . ?
C15 C16 C17 N4 179.1(8) . . . . ?
N3 C16 C17 N4 0.5(12) . . . . ?
C23 C18 C19 C20 2.5(14) . . . . ?
N4 C18 C19 C20 -179.7(9) . . . . ?
C18 C19 C20 C21 -3.6(14) . . . . ?
C18 C19 C20 C24 176.8(9) . . . . ?
C19 C20 C21 C22 3.1(14) . . . . ?
C24 C20 C21 C22 -177.4(9) . . . . ?
C19 C20 C21 C25 -178.6(9) . . . . ?
C24 C20 C21 C25 0.9(15) . . . . ?
C20 C21 C22 C23 -1.7(14) . . . . ?
C25 C21 C22 C23 -180.0(9) . . . . ?
C19 C18 C23 N5 179.5(8) . . . . ?
N4 C18 C23 N5 1.9(13) . . . . ?
C19 C18 C23 C22 -0.9(13) . . . . ?
N4 C18 C23 C22 -178.5(8) . . . . ?
C21 C22 C23 C18 0.5(13) . . . . ?
C21 C22 C23 N5 -179.9(8) . . . . ?
N5 C26 C27 C28 172.1(8) . . . . ?
N5 C26 C27 N6 -5.4(11) . . . . ?
N6 C27 C28 C29 1.3(9) . . . . ?
C26 C27 C28 C29 -176.4(8) . . . . ?
C27 C28 C29 C30 -1.8(9) . . . . ?
C28 C29 C30 N6 1.6(8) . . . . ?
C28 C29 C30 C31 173.9(7) . . . . ?
C29 C30 C31 C38 -89.5(9) . . . . ?
N6 C30 C31 C38 82.1(8) . . . . ?
C29 C30 C31 C32 39.5(11) . . . . ?
N6 C30 C31 C32 -148.9(7) . . . . ?
C38 C31 C32 C37 29.5(11) . . . . ?
C30 C31 C32 C37 -96.0(8) . . . . ?
C38 C31 C32 C33 -145.6(7) . . . . ?
C30 C31 C32 C33 88.9(9) . . . . ?
C37 C32 C33 F6 -179.3(7) . . . . ?
C31 C32 C33 F6 -3.8(11) . . . . ?
C37 C32 C33 C34 0.3(11) . . . . ?
C31 C32 C33 C34 175.9(7) . . . . ?
F6 C33 C34 F7 -0.8(13) . . . . ?
C32 C33 C34 F7 179.6(8) . . . . ?
F6 C33 C34 C35 178.6(8) . . . . ?
C32 C33 C34 C35 -1.1(13) . . . . ?
F7 C34 C35 F8 -0.2(13) . . . . ?
C33 C34 C35 F8 -179.6(7) . . . . ?
F7 C34 C35 C36 -179.7(8) . . . . ?
C33 C34 C35 C36 0.9(14) . . . . ?
C34 C35 C36 F9 -179.5(8) . . . . ?
F8 C35 C36 F9 1.0(13) . . . . ?
C34 C35 C36 C37 -0.1(13) . . . . ?
F8 C35 C36 C37 -179.6(7) . . . . ?
C33 C32 C37 F10 -177.7(7) . . . . ?
C31 C32 C37 F10 7.1(12) . . . . ?
C33 C32 C37 C36 0.6(11) . . . . ?
C31 C32 C37 C36 -174.7(7) . . . . ?
F9 C36 C37 F10 -3.0(12) . . . . ?
C35 C36 C37 F10 177.6(8) . . . . ?
F9 C36 C37 C32 178.7(8) . . . . ?
C35 C36 C37 C32 -0.7(13) . . . . ?
C30 C31 C38 N7 -177.3(6) . . . . ?
C32 C31 C38 N7 56.3(10) . . . . ?
C30 C31 C38 C39 -0.4(11) . . . . ?
C32 C31 C38 C39 -126.8(9) . . . . ?
N7 C38 C39 C40 1.5(10) . . . . ?
C31 C38 C39 C40 -175.8(8) . . . . ?
C38 C39 C40 C41 -2.6(12) . . . . ?
C39 C40 C41 N7 2.6(11) . . . . ?
C39 C40 C41 C42 -178.9(9) . . . . ?
C40 C41 C42 N8 -179.7(10) . . . . ?
N7 C41 C42 N8 -1.5(13) . . . . ?
C48 C43 C44 C45 3.3(15) . . . . ?
N8 C43 C44 C45 -179.6(9) . . . . ?
C43 C44 C45 C46 -4.4(15) . . . . ?
C43 C44 C45 C49 176.3(9) . . . . ?
C44 C45 C46 C47 2.6(14) . . . . ?
C49 C45 C46 C47 -178.1(9) . . . . ?
C44 C45 C46 C50 -178.3(10) . . . . ?
C49 C45 C46 C50 1.0(15) . . . . ?
C45 C46 C47 C48 0.1(14) . . . . ?
C50 C46 C47 C48 -179.0(10) . . . . ?
C46 C47 C48 N1 -176.7(8) . . . . ?
C46 C47 C48 C43 -1.2(14) . . . . ?
C44 C43 C48 C47 -0.4(13) . . . . ?
N8 C43 C48 C47 -177.2(9) . . . . ?
C44 C43 C48 N1 175.2(8) . . . . ?
N8 C43 C48 N1 -1.6(14) . . . . ?
O1 C51 C52 C53 -8.9(12) . . . . ?
C51 C52 C53 C54 -7.6(14) . . . . ?
C52 C53 C54 O1 21.8(14) . . . . ?
O2 C55 C56 C57 -34(2) . . . . ?
C55 C56 C57 C58 24(2) . . . . ?
C56 C57 C58 O2 -5(2) . . . . ?
O3 C59 C60 C61 -29.6(13) . . . . ?
C59 C60 C61 C62 18.9(15) . . . . ?
C60 C61 C62 O3 -0.5(18) . . . . ?
O4 C63 C64 C65 -17(2) . . . . ?
C63 C64 C65 C66 13(3) . . . . ?
C64 C65 C66 O4 -4(4) . . . . ?
C2 C1 N1 C48 176.5(7) . . . . ?
C47 C48 N1 C1 -38.9(12) . . . . ?
C43 C48 N1 C1 145.7(8) . . . . ?
C4 C5 N2 C2 0.2(9) . . . . ?
C6 C5 N2 C2 -173.5(7) . . . . ?
C3 C2 N2 C5 -1.1(9) . . . . ?
C1 C2 N2 C5 179.0(7) . . . . ?
C14 C13 N3 C16 1.5(8) . . . . ?
C6 C13 N3 C16 178.5(7) . . . . ?
C15 C16 N3 C13 -0.3(9) . . . . ?
C17 C16 N3 C13 178.5(7) . . . . ?
C16 C17 N4 C18 177.0(7) . . . . ?
C19 C18 N4 C17 137.9(8) . . . . ?
C23 C18 N4 C17 -44.4(12) . . . . ?
C27 C26 N5 C23 178.5(7) . . . . ?
C18 C23 N5 C26 139.1(8) . . . . ?
C22 C23 N5 C26 -40.4(12) . . . . ?
C29 C30 N6 C27 -0.9(8) . . . . ?
C31 C30 N6 C27 -174.5(6) . . . . ?
C28 C27 N6 C30 -0.3(8) . . . . ?
C26 C27 N6 C30 177.8(6) . . . . ?
C39 C38 N7 C41 0.1(9) . . . . ?
C31 C38 N7 C41 177.6(7) . . . . ?
C40 C41 N7 C38 -1.7(10) . . . . ?
C42 C41 N7 C38 179.8(8) . . . . ?
C41 C42 N8 C43 177.9(8) . . . . ?
C44 C43 N8 C42 136.0(8) . . . . ?
C48 C43 N8 C42 -47.1(13) . . . . ?
C53 C54 O1 C51 -27.2(12) . . . . ?
C52 C51 O1 C54 22.4(11) . . . . ?
C57 C58 O2 C55 -17(2) . . . . ?
C56 C55 O2 C58 30.8(17) . . . . ?
C61 C62 O3 C59 -19.0(17) . . . . ?
C60 C59 O3 C62 30.3(14) . . . . ?
C64 C63 O4 C66 15.5(14) . . . . ?
C65 C66 O4 C63 -8(2) . . . . ?

_refine_diff_density_max         0.649
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.057

_shelxl_version_number           2014-3




####################################################################### 
# 
# 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_H4L4
_database_code_depnum_ccdc_archive 'CCDC 1032824'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_THETM01_H4L4                
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
         Calculated sin(theta_max)/wavelength =    0.5000
RESPONSE: The measured crystal diffracted weakly and consequently the 
          very high angle data was dominated by noise. 
          Therefore the data set was cut-off at 1A. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C62 H34 F10 N8, 4 C1 H3 O1 H1, H2 O'
_chemical_formula_sum            'C66 H52 F10 N8 O5'
_chemical_formula_weight         1227.15

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'

_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                   13.5433(7)
_cell_length_b                   14.8529(9)
_cell_length_c                   17.1922(7)
_cell_angle_alpha                107.163(5)
_cell_angle_beta                 98.360(4)
_cell_angle_gamma                108.596(5)
_cell_volume                     3020.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4222
_cell_measurement_theta_min      3.8330
_cell_measurement_theta_max      51.2630

_exptl_crystal_description       needle
_exptl_crystal_colour            'pale brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             1268
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3512
_exptl_crystal_size_mid          0.0378
_exptl_crystal_size_min          0.0262
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 -1 0.1604 0.0003 -0.0003 -1.0004 0.0243 -0.0234 -0.0913
0 1 0 0.0131 0.0004 0.9995 0.0002 -0.1012 0.0596 0.0034
0 -1 0 0.0131 -0.0004 -0.9995 -0.0002 0.1012 -0.0596 -0.0034
-1 0 0 0.0148 -0.9998 -0.0003 -0.0005 -0.0173 -0.1230 -0.0082
1 0 0 0.0246 0.9998 0.0003 0.0005 0.0173 0.1230 0.0082
0 0 1 0.1493 -0.0003 0.0003 1.0004 -0.0243 0.0234 0.0913
1 -1 0 0.0131 0.9995 -0.9992 0.0003 0.1185 0.0634 0.0047
-1 1 0 0.0131 -0.9995 0.9992 -0.0003 -0.1185 -0.0634 -0.0047
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31215
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_av_R_equivalents  0.0888
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.789
_diffrn_reflns_theta_max         50.432
_diffrn_reflns_theta_full        67.680
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.578
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.578
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.578
_reflns_number_total             6323
_reflns_number_gt                3782
_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1134P)²+3.2336P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6323
_refine_ls_number_parameters     837
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1361
_refine_ls_R_factor_gt           0.0781
_refine_ls_wR_factor_ref         0.2337
_refine_ls_wR_factor_gt          0.1949
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
O1 O 0.4196(5) 0.2259(5) 0.2522(4) 0.0926(18) Uani 1 1 d D . . . .
F1 F 1.0561(3) 0.6580(3) 0.4953(2) 0.0580(11) Uani 1 1 d . . . . .
O2 O 0.6803(4) 0.6441(4) 0.6790(3) 0.0687(14) Uani 1 1 d . . . . .
H2A H 0.7149 0.6410 0.7222 0.082 Uiso 1 1 calc R U . . .
F2 F 0.9775(3) 0.4639(3) 0.3916(2) 0.0687(12) Uani 1 1 d . . . . .
O3 O 0.1172(4) 0.0748(4) 0.7551(3) 0.0619(14) Uani 1 1 d . . . . .
H3B H 0.1530 0.1173 0.7365 0.074 Uiso 1 1 calc R U . . .
F3 F 0.7605(4) 0.3560(3) 0.3337(3) 0.0840(14) Uani 1 1 d . . . . .
F4 F 0.6226(4) 0.4501(3) 0.3773(3) 0.0872(14) Uani 1 1 d . . . . .
O4 O -0.0236(4) 0.1523(4) 0.8191(3) 0.0733(15) Uani 1 1 d . . . . .
H4A H 0.0159 0.1231 0.7992 0.088 Uiso 1 1 calc R U . . .
F5 F 0.7010(3) 0.6490(3) 0.4754(2) 0.0708(12) Uani 1 1 d . . . . .
F6 F 0.6931(4) 0.8465(3) 0.5915(3) 0.0857(14) Uani 1 1 d . . . . .
F7 F 0.5120(5) 0.6805(4) 0.5100(3) 0.1145(19) Uani 1 1 d . . . . .
F8 F 0.3172(4) 0.6890(5) 0.5229(3) 0.137(2) Uani 1 1 d . . . . .
F9 F 0.3083(4) 0.8697(5) 0.6146(4) 0.143(3) Uani 1 1 d . . . . .
F10 F 0.4907(3) 1.0353(4) 0.7004(4) 0.0968(16) Uani 1 1 d . . . . .
N1 N 0.8276(5) 0.6539(4) 0.8152(3) 0.0536(16) Uani 1 1 d . . . . .
N2 N 0.9070(4) 0.7317(4) 0.6855(4) 0.0490(15) Uani 1 1 d . . . . .
H2 H 0.8361 0.7105 0.6720 0.059 Uiso 1 1 calc R U . . .
N3 N 1.0661(4) 0.9404(4) 0.5821(3) 0.0442(14) Uani 1 1 d . . . . .
H3A H 1.0678 0.9652 0.6357 0.053 Uiso 1 1 calc R U . . .
N4 N 1.2365(4) 1.1510(4) 0.6572(4) 0.0484(15) Uani 1 1 d . . . . .
N5 N 1.0337(5) 1.3662(4) 0.7588(4) 0.0549(16) Uani 1 1 d . . . . .
N6 N 0.8367(4) 1.2000(5) 0.7167(3) 0.0537(15) Uani 1 1 d . . . . .
H6A H 0.8885 1.1955 0.7508 0.064 Uiso 1 1 calc R U . . .
N7 N 0.6763(5) 0.9874(5) 0.8290(4) 0.0633(17) Uani 1 1 d . . . . .
H7 H 0.6556 0.9219 0.8000 0.076 Uiso 1 1 calc R U . . .
N8 N 0.6305(5) 0.8705(6) 0.9343(4) 0.0641(17) Uani 1 1 d . . . . .
C1 C 0.9238(5) 0.7693(5) 0.5541(4) 0.0465(18) Uani 1 1 d . . . . .
H1 H 0.8607 0.7898 0.5587 0.056 Uiso 1 1 calc R U . . .
C2 C 1.0017(5) 0.8447(5) 0.5277(5) 0.0495(18) Uani 1 1 d . . . . .
C3 C 1.0204(5) 0.8358(5) 0.4497(5) 0.0533(19) Uani 1 1 d . . . . .
H3 H 0.9855 0.7777 0.3990 0.064 Uiso 1 1 calc R U . . .
C4 C 1.1008(6) 0.9285(6) 0.4588(5) 0.057(2) Uani 1 1 d . . . . .
H4 H 1.1307 0.9438 0.4154 0.069 Uiso 1 1 calc R U . . .
C5 C 1.1288(5) 0.9930(5) 0.5411(5) 0.0462(18) Uani 1 1 d . . . . .
C6 C 1.2116(5) 1.0916(6) 0.5800(5) 0.0522(19) Uani 1 1 d . . . . .
H6 H 1.2530 1.1163 0.5453 0.063 Uiso 1 1 calc R U . . .
C7 C 1.3319(6) 1.2397(6) 0.6870(4) 0.0497(18) Uani 1 1 d . . . . .
C8 C 1.4300(6) 1.2337(6) 0.6791(5) 0.059(2) Uani 1 1 d . . . . .
H8 H 1.4328 1.1695 0.6506 0.071 Uiso 1 1 calc R U . . .
C9 C 1.5258(6) 1.3219(7) 0.7127(5) 0.062(2) Uani 1 1 d . . . . .
H9 H 1.5925 1.3159 0.7075 0.075 Uiso 1 1 calc R U . . .
C10 C 1.5248(6) 1.4146(7) 0.7522(5) 0.062(2) Uani 1 1 d . . . . .
H10 H 1.5902 1.4732 0.7734 0.075 Uiso 1 1 calc R U . . .
C11 C 1.4255(6) 1.4246(6) 0.7620(4) 0.0546(19) Uani 1 1 d . . . . .
C12 C 1.4222(6) 1.5198(6) 0.8016(4) 0.061(2) Uani 1 1 d . . . . .
H12 H 1.4876 1.5785 0.8225 0.073 Uiso 1 1 calc R U . . .
C13 C 1.3263(6) 1.5318(5) 0.8115(4) 0.0533(19) Uani 1 1 d . . . . .
C14 C 1.3236(7) 1.6283(6) 0.8505(5) 0.072(2) Uani 1 1 d . . . . .
H14 H 1.3885 1.6874 0.8720 0.086 Uiso 1 1 calc R U . . .
C15 C 1.2287(8) 1.6371(6) 0.8575(5) 0.076(2) Uani 1 1 d . . . . .
H15 H 1.2281 1.7028 0.8840 0.092 Uiso 1 1 calc R U . . .
C16 C 1.1298(6) 1.5506(6) 0.8263(5) 0.068(2) Uani 1 1 d . . . . .
H16 H 1.0641 1.5587 0.8321 0.082 Uiso 1 1 calc R U . . .
C17 C 1.1294(6) 1.4552(5) 0.7878(4) 0.0536(19) Uani 1 1 d . . . . .
C18 C 1.2289(5) 1.4437(5) 0.7795(4) 0.0482(18) Uani 1 1 d . . . . .
C19 C 1.2312(6) 1.3477(5) 0.7406(4) 0.0480(18) Uani 1 1 d . . . . .
H19 H 1.1661 1.2890 0.7210 0.058 Uiso 1 1 calc R U . . .
C20 C 1.3263(5) 1.3368(5) 0.7302(4) 0.0474(18) Uani 1 1 d . . . . .
C21 C 0.9469(6) 1.3658(5) 0.7165(4) 0.0543(19) Uani 1 1 d . . . . .
H21 H 0.9492 1.4235 0.7023 0.065 Uiso 1 1 calc R U . . .
C22 C 0.8470(6) 1.2802(6) 0.6905(5) 0.0542(19) Uani 1 1 d . . . . .
C23 C 0.7483(6) 1.2576(6) 0.6390(5) 0.064(2) Uani 1 1 d . . . . .
H23 H 0.7310 1.2999 0.6118 0.077 Uiso 1 1 calc R U . . .
C24 C 0.6771(6) 1.1623(6) 0.6331(5) 0.060(2) Uani 1 1 d . . . . .
H24 H 0.6036 1.1281 0.6014 0.072 Uiso 1 1 calc R U . . .
C25 C 0.7340(6) 1.1280(5) 0.6819(4) 0.0527(19) Uani 1 1 d . . . . .
C26 C 0.7034(5) 1.0355(5) 0.7052(4) 0.0537(19) Uani 1 1 d . . . . .
H26 H 0.7621 1.0089 0.6984 0.064 Uiso 1 1 calc R U . . .
C27 C 0.7032(6) 1.0602(6) 0.7964(5) 0.056(2) Uani 1 1 d . . . . .
C28 C 0.7281(6) 1.1526(6) 0.8608(6) 0.074(2) Uani 1 1 d . . . . .
H28 H 0.7495 1.2178 0.8561 0.089 Uiso 1 1 calc R U . . .
C29 C 0.7158(7) 1.1319(7) 0.9342(5) 0.081(3) Uani 1 1 d . . . . .
H29 H 0.7265 1.1806 0.9882 0.097 Uiso 1 1 calc R U . . .
C30 C 0.6853(7) 1.0281(7) 0.9140(5) 0.069(2) Uani 1 1 d . . . . .
C31 C 0.6609(7) 0.9680(8) 0.9639(5) 0.075(2) Uani 1 1 d . . . . .
H31 H 0.6672 1.0011 1.0220 0.090 Uiso 1 1 calc R U . . .
C32 C 0.6024(6) 0.8163(6) 0.9884(5) 0.060(2) Uani 1 1 d . . . . .
C33 C 0.5379(6) 0.8374(6) 1.0402(5) 0.069(2) Uani 1 1 d . . . . .
H33 H 0.5145 0.8918 1.0426 0.083 Uiso 1 1 calc R U . . .
C34 C 0.5064(6) 0.7779(7) 1.0900(5) 0.075(2) Uani 1 1 d . . . . .
H34 H 0.4637 0.7939 1.1272 0.089 Uiso 1 1 calc R U . . .
C35 C 0.5372(6) 0.6977(7) 1.0847(5) 0.070(2) Uani 1 1 d . . . . .
H35 H 0.5138 0.6573 1.1172 0.083 Uiso 1 1 calc R U . . .
C36 C 0.6033(5) 0.6736(6) 1.0319(4) 0.0537(19) Uani 1 1 d . . . . .
C37 C 0.6367(6) 0.5935(6) 1.0270(5) 0.064(2) Uani 1 1 d . . . . .
H37 H 0.6134 0.5534 1.0598 0.077 Uiso 1 1 calc R U . . .
C38 C 0.7022(6) 0.5691(6) 0.9766(4) 0.056(2) Uani 1 1 d . . . . .
C39 C 0.7391(6) 0.4892(6) 0.9740(5) 0.067(2) Uani 1 1 d . . . . .
H39 H 0.7193 0.4508 1.0087 0.081 Uiso 1 1 calc R U . . .
C40 C 0.8008(7) 0.4671(6) 0.9238(5) 0.076(2) Uani 1 1 d . . . . .
H40 H 0.8243 0.4130 0.9227 0.091 Uiso 1 1 calc R U . . .
C41 C 0.8318(6) 0.5242(6) 0.8719(5) 0.065(2) Uani 1 1 d . . . . .
H41 H 0.8747 0.5063 0.8356 0.078 Uiso 1 1 calc R U . . .
C42 C 0.8026(5) 0.6023(5) 0.8723(4) 0.0494(18) Uani 1 1 d . . . . .
C43 C 0.7360(6) 0.6290(6) 0.9250(4) 0.056(2) Uani 1 1 d . . . . .
C44 C 0.7038(5) 0.7092(6) 0.9302(4) 0.056(2) Uani 1 1 d . . . . .
H44 H 0.7285 0.7507 0.8988 0.067 Uiso 1 1 calc R U . . .
C45 C 0.6357(5) 0.7313(6) 0.9806(4) 0.057(2) Uani 1 1 d . . . . .
C46 C 0.9274(6) 0.6914(5) 0.8158(4) 0.0548(19) Uani 1 1 d . . . . .
H46 H 0.9789 0.6930 0.8606 0.066 Uiso 1 1 calc R U . . .
C47 C 0.9683(6) 0.7309(5) 0.7557(5) 0.0488(18) Uani 1 1 d . . . . .
C48 C 1.0747(6) 0.7692(5) 0.7539(5) 0.056(2) Uani 1 1 d . . . . .
H48 H 1.1357 0.7778 0.7948 0.068 Uiso 1 1 calc R U . . .
C49 C 1.0769(6) 0.7930(5) 0.6815(5) 0.058(2) Uani 1 1 d . . . . .
H49 H 1.1397 0.8201 0.6640 0.069 Uiso 1 1 calc R U . . .
C50 C 0.9716(6) 0.7704(5) 0.6393(4) 0.0483(18) Uani 1 1 d . . . . .
H50 H 0.486(2) 0.239(5) 0.251(5) 0.058 Uiso 1 1 d D U . . .
C51 C 0.8806(6) 0.6613(5) 0.4897(4) 0.0490(18) Uani 1 1 d . . . . .
H51 H 0.392(5) 0.268(4) 0.275(4) 0.059 Uiso 1 1 d D U . . .
C52 C 0.7713(7) 0.6045(6) 0.4566(5) 0.058(2) Uani 1 1 d . . . . .
C53 C 0.7305(7) 0.5019(7) 0.4051(5) 0.063(2) Uani 1 1 d . . . . .
C54 C 0.8005(8) 0.4555(6) 0.3832(5) 0.063(2) Uani 1 1 d . . . . .
C55 C 0.9092(7) 0.5097(6) 0.4131(5) 0.056(2) Uani 1 1 d . . . . .
C56 C 0.9480(6) 0.6106(6) 0.4656(4) 0.0532(19) Uani 1 1 d . . . . .
C57 C 0.5989(6) 0.9479(6) 0.6487(5) 0.057(2) Uani 1 1 d . . . . .
C58 C 0.4981(8) 0.9473(8) 0.6509(6) 0.082(3) Uani 1 1 d . . . . .
C59 C 0.4008(6) 0.8600(10) 0.6050(7) 0.084(3) Uani 1 1 d . . . . .
C60 C 0.4148(10) 0.7737(8) 0.5609(6) 0.090(3) Uani 1 1 d . . . . .
C61 C 0.5095(11) 0.7699(8) 0.5540(7) 0.090(3) Uani 1 1 d . . . . .
C62 C 0.5996(7) 0.8573(7) 0.5973(5) 0.072(3) Uani 1 1 d . . . . .
C63 C 0.0383(8) 0.2346(8) 0.8981(6) 0.116(4) Uani 1 1 d . . . . .
H63A H 0.0978 0.2847 0.8884 0.174 Uiso 1 1 calc R U . . .
H63B H 0.0677 0.2076 0.9374 0.174 Uiso 1 1 calc R U . . .
H63C H -0.0084 0.2673 0.9220 0.174 Uiso 1 1 calc R U . . .
C64 C 0.1887(6) 0.0640(6) 0.8185(5) 0.081(3) Uani 1 1 d . . . . .
H64A H 0.2383 0.0367 0.7932 0.122 Uiso 1 1 calc R U . . .
H64B H 0.1466 0.0172 0.8423 0.122 Uiso 1 1 calc R U . . .
H64C H 0.2301 0.1308 0.8633 0.122 Uiso 1 1 calc R U . . .
C65 C 0.6253(7) 0.5418(6) 0.6149(5) 0.084(3) Uani 1 1 d . . . . .
H65A H 0.6780 0.5105 0.6038 0.125 Uiso 1 1 calc R U . . .
H65B H 0.5904 0.5460 0.5627 0.125 Uiso 1 1 calc R U . . .
H65C H 0.5706 0.5002 0.6350 0.125 Uiso 1 1 calc R U . . .
O5A O 0.8974(8) 0.9197(6) 0.8419(8) 0.099(5) Uani 0.559(11) 1 d . . P A 1
H5A H 0.9494 0.9004 0.8435 0.119 Uiso 0.559(11) 1 calc R U P A 1
C66A C 0.9246(15) 1.0109(16) 0.9132(17) 0.163(11) Uani 0.559(11) 1 d . . P A 1
H66A H 0.9691 1.0081 0.9621 0.245 Uiso 0.559(11) 1 calc R U P A 1
H66B H 0.8583 1.0172 0.9259 0.245 Uiso 0.559(11) 1 calc R U P A 1
H66C H 0.9651 1.0700 0.9004 0.245 Uiso 0.559(11) 1 calc R U P A 1
O5B O 1.0440(18) 0.9389(14) 0.9488(13) 0.165(11) Uani 0.441(11) 1 d . . P A 2
H5B H 1.1070 0.9458 0.9453 0.198 Uiso 0.441(11) 1 calc R U P A 2
C66B C 0.9550(15) 0.9591(19) 0.9931(15) 0.099(8) Uani 0.441(11) 1 d . . P A 2
H66D H 0.9000 0.9821 1.0135 0.148 Uiso 0.441(11) 1 calc R U P A 2
H66E H 0.9721 0.9172 1.0233 0.148 Uiso 0.441(11) 1 calc R U P A 2
H66F H 0.9273 0.9187 0.9325 0.148 Uiso 0.441(11) 1 calc R U P A 2


_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
O1 H50 0.856(11) . ?
O1 H51 0.855(11) . ?
F1 C56 1.347(8) . ?
O2 C65 1.459(8) . ?
O2 H2A 0.8400 . ?
F2 C55 1.344(8) . ?
O3 C64 1.431(8) . ?
O3 H3B 0.8400 . ?
F3 C54 1.347(8) . ?
F4 C53 1.349(8) . ?
O4 C63 1.441(9) . ?
O4 H4A 0.8400 . ?
F5 C52 1.346(8) . ?
F6 C62 1.339(10) . ?
F7 C61 1.334(10) . ?
F8 C60 1.399(10) . ?
F9 C59 1.333(10) . ?
F10 C58 1.376(9) . ?
N1 C46 1.283(8) . ?
N1 C42 1.429(8) . ?
N2 C47 1.367(8) . ?
N2 C50 1.371(7) . ?
N2 H2 0.8800 . ?
N3 C2 1.358(8) . ?
N3 C5 1.379(7) . ?
N3 H3A 0.8800 . ?
N4 C6 1.282(8) . ?
N4 C7 1.411(8) . ?
N5 C21 1.286(8) . ?
N5 C17 1.415(8) . ?
N6 C25 1.367(8) . ?
N6 C22 1.367(8) . ?
N6 H6A 0.8800 . ?
N7 C27 1.335(8) . ?
N7 C30 1.377(9) . ?
N7 H7 0.8800 . ?
N8 C31 1.284(9) . ?
N8 C32 1.416(9) . ?
C1 C2 1.504(9) . ?
C1 C50 1.506(9) . ?
C1 C51 1.518(9) . ?
C1 H1 1.0000 . ?
C2 C3 1.377(9) . ?
C3 C4 1.404(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.369(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.417(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.382(9) . ?
C7 C20 1.446(9) . ?
C8 C9 1.408(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.349(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.428(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.395(9) . ?
C11 C20 1.433(9) . ?
C12 C13 1.393(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.406(10) . ?
C13 C18 1.421(9) . ?
C14 C15 1.351(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.422(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.373(9) . ?
C16 H16 0.9500 . ?
C17 C18 1.434(9) . ?
C18 C19 1.397(9) . ?
C19 C20 1.379(9) . ?
C19 H19 0.9500 . ?
C21 C22 1.427(9) . ?
C21 H21 0.9500 . ?
C22 C23 1.370(9) . ?
C23 C24 1.400(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.369(9) . ?
C24 H24 0.9500 . ?
C25 C26 1.493(9) . ?
C26 C27 1.501(9) . ?
C26 C57 1.523(9) . ?
C26 H26 1.0000 . ?
C27 C28 1.386(10) . ?
C28 C29 1.405(10) . ?
C28 H28 0.9500 . ?
C29 C30 1.379(10) . ?
C29 H29 0.9500 . ?
C30 C31 1.411(10) . ?
C31 H31 0.9500 . ?
C32 C33 1.374(10) . ?
C32 C45 1.447(10) . ?
C33 C34 1.418(10) . ?
C33 H33 0.9500 . ?
C34 C35 1.366(10) . ?
C34 H34 0.9500 . ?
C35 C36 1.415(10) . ?
C35 H35 0.9500 . ?
C36 C37 1.386(10) . ?
C36 C45 1.423(9) . ?
C37 C38 1.383(10) . ?
C37 H37 0.9500 . ?
C38 C39 1.420(10) . ?
C38 C43 1.453(9) . ?
C39 C40 1.329(10) . ?
C39 H39 0.9500 . ?
C40 C41 1.422(10) . ?
C40 H40 0.9500 . ?
C41 C42 1.339(9) . ?
C41 H41 0.9500 . ?
C42 C43 1.430(9) . ?
C43 C44 1.377(9) . ?
C44 C45 1.403(9) . ?
C44 H44 0.9500 . ?
C46 C47 1.427(9) . ?
C46 H46 0.9500 . ?
C47 C48 1.379(9) . ?
C48 C49 1.393(9) . ?
C48 H48 0.9500 . ?
C49 C50 1.387(9) . ?
C49 H49 0.9500 . ?
C51 C52 1.380(10) . ?
C51 C56 1.392(9) . ?
C52 C53 1.391(10) . ?
C53 C54 1.372(10) . ?
C54 C55 1.364(10) . ?
C55 C56 1.378(10) . ?
C57 C58 1.369(10) . ?
C57 C62 1.379(11) . ?
C58 C59 1.430(12) . ?
C59 C60 1.371(13) . ?
C60 C61 1.323(13) . ?
C61 C62 1.372(12) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
O5A C66A 1.43(2) . ?
O5A H5A 0.8400 . ?
C66A H66A 0.9800 . ?
C66A H66B 0.9800 . ?
C66A H66C 0.9800 . ?
O5B C66B 1.54(3) 2_777 ?
O5B C66B 1.58(3) . ?
O5B H5B 0.8400 . ?
C66B C66B 1.35(3) 2_777 ?
C66B O5B 1.54(3) 2_777 ?
C66B H66D 0.9800 . ?
C66B H66E 0.9800 . ?
C66B H66F 0.9800 . ?

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
H50 O1 H51 127(7) . . ?
C65 O2 H2A 109.5 . . ?
C64 O3 H3B 109.5 . . ?
C63 O4 H4A 109.5 . . ?
C46 N1 C42 117.1(6) . . ?
C47 N2 C50 110.4(6) . . ?
C47 N2 H2 124.8 . . ?
C50 N2 H2 124.8 . . ?
C2 N3 C5 110.1(5) . . ?
C2 N3 H3A 124.9 . . ?
C5 N3 H3A 124.9 . . ?
C6 N4 C7 118.0(6) . . ?
C21 N5 C17 119.3(6) . . ?
C25 N6 C22 109.8(6) . . ?
C25 N6 H6A 125.1 . . ?
C22 N6 H6A 125.1 . . ?
C27 N7 C30 111.3(6) . . ?
C27 N7 H7 124.4 . . ?
C30 N7 H7 124.4 . . ?
C31 N8 C32 118.6(7) . . ?
C2 C1 C50 112.4(6) . . ?
C2 C1 C51 112.6(6) . . ?
C50 C1 C51 109.6(5) . . ?
C2 C1 H1 107.3 . . ?
C50 C1 H1 107.3 . . ?
C51 C1 H1 107.3 . . ?
N3 C2 C3 107.6(6) . . ?
N3 C2 C1 122.4(6) . . ?
C3 C2 C1 130.0(7) . . ?
C2 C3 C4 107.3(7) . . ?
C2 C3 H3 126.4 . . ?
C4 C3 H3 126.4 . . ?
C5 C4 C3 108.3(6) . . ?
C5 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
C4 C5 N3 106.7(6) . . ?
C4 C5 C6 127.7(6) . . ?
N3 C5 C6 125.4(7) . . ?
N4 C6 C5 126.8(6) . . ?
N4 C6 H6 116.6 . . ?
C5 C6 H6 116.6 . . ?
C8 C7 N4 120.9(7) . . ?
C8 C7 C20 120.4(7) . . ?
N4 C7 C20 118.7(6) . . ?
C7 C8 C9 120.6(7) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 121.4(7) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.0(7) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 121.1(7) . . ?
C12 C11 C20 118.4(7) . . ?
C10 C11 C20 120.5(7) . . ?
C13 C12 C11 122.2(7) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C12 C13 C14 121.9(7) . . ?
C12 C13 C18 118.4(7) . . ?
C14 C13 C18 119.7(8) . . ?
C15 C14 C13 120.1(8) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 121.6(8) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 119.8(8) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 N5 122.0(7) . . ?
C16 C17 C18 119.6(7) . . ?
N5 C17 C18 118.3(6) . . ?
C19 C18 C13 119.9(7) . . ?
C19 C18 C17 121.0(6) . . ?
C13 C18 C17 119.0(7) . . ?
C20 C19 C18 121.2(6) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C11 119.8(7) . . ?
C19 C20 C7 123.2(6) . . ?
C11 C20 C7 117.0(7) . . ?
N5 C21 C22 121.2(7) . . ?
N5 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
N6 C22 C23 106.5(6) . . ?
N6 C22 C21 121.6(7) . . ?
C23 C22 C21 131.9(8) . . ?
C22 C23 C24 108.9(7) . . ?
C22 C23 H23 125.5 . . ?
C24 C23 H23 125.5 . . ?
C25 C24 C23 106.6(7) . . ?
C25 C24 H24 126.7 . . ?
C23 C24 H24 126.7 . . ?
N6 C25 C24 108.1(6) . . ?
N6 C25 C26 118.9(7) . . ?
C24 C25 C26 133.0(7) . . ?
C25 C26 C27 112.5(6) . . ?
C25 C26 C57 115.5(6) . . ?
C27 C26 C57 110.6(6) . . ?
C25 C26 H26 105.8 . . ?
C27 C26 H26 105.8 . . ?
C57 C26 H26 105.8 . . ?
N7 C27 C28 107.4(7) . . ?
N7 C27 C26 121.5(7) . . ?
C28 C27 C26 131.1(8) . . ?
C27 C28 C29 107.3(7) . . ?
C27 C28 H28 126.3 . . ?
C29 C28 H28 126.3 . . ?
C30 C29 C28 107.8(7) . . ?
C30 C29 H29 126.1 . . ?
C28 C29 H29 126.1 . . ?
N7 C30 C29 106.2(7) . . ?
N7 C30 C31 123.0(8) . . ?
C29 C30 C31 130.7(8) . . ?
N8 C31 C30 122.8(8) . . ?
N8 C31 H31 118.6 . . ?
C30 C31 H31 118.6 . . ?
C33 C32 N8 121.4(8) . . ?
C33 C32 C45 121.3(7) . . ?
N8 C32 C45 117.0(7) . . ?
C32 C33 C34 120.0(8) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 120.1(8) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C35 C36 121.5(7) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C37 C36 C35 122.1(7) . . ?
C37 C36 C45 118.1(7) . . ?
C35 C36 C45 119.8(8) . . ?
C38 C37 C36 123.2(7) . . ?
C38 C37 H37 118.4 . . ?
C36 C37 H37 118.4 . . ?
C37 C38 C39 122.9(7) . . ?
C37 C38 C43 118.5(8) . . ?
C39 C38 C43 118.7(7) . . ?
C40 C39 C38 121.1(7) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C41 120.3(8) . . ?
C39 C40 H40 119.8 . . ?
C41 C40 H40 119.8 . . ?
C42 C41 C40 122.2(7) . . ?
C42 C41 H41 118.9 . . ?
C40 C41 H41 118.9 . . ?
C41 C42 N1 121.4(6) . . ?
C41 C42 C43 119.7(7) . . ?
N1 C42 C43 118.6(7) . . ?
C44 C43 C42 123.4(7) . . ?
C44 C43 C38 118.5(7) . . ?
C42 C43 C38 118.1(7) . . ?
C43 C44 C45 121.9(7) . . ?
C43 C44 H44 119.0 . . ?
C45 C44 H44 119.0 . . ?
C44 C45 C36 119.6(7) . . ?
C44 C45 C32 123.0(7) . . ?
C36 C45 C32 117.3(7) . . ?
N1 C46 C47 126.3(7) . . ?
N1 C46 H46 116.9 . . ?
C47 C46 H46 116.9 . . ?
N2 C47 C48 107.2(6) . . ?
N2 C47 C46 125.4(6) . . ?
C48 C47 C46 127.3(7) . . ?
C47 C48 C49 107.8(7) . . ?
C47 C48 H48 126.1 . . ?
C49 C48 H48 126.1 . . ?
C50 C49 C48 108.2(6) . . ?
C50 C49 H49 125.9 . . ?
C48 C49 H49 125.9 . . ?
N2 C50 C49 106.4(6) . . ?
N2 C50 C1 121.1(6) . . ?
C49 C50 C1 131.9(6) . . ?
C52 C51 C56 115.7(7) . . ?
C52 C51 C1 121.8(7) . . ?
C56 C51 C1 122.3(6) . . ?
F5 C52 C51 119.2(7) . . ?
F5 C52 C53 118.5(7) . . ?
C51 C52 C53 122.3(8) . . ?
F4 C53 C54 121.3(8) . . ?
F4 C53 C52 119.2(9) . . ?
C54 C53 C52 119.5(7) . . ?
F3 C54 C55 120.8(9) . . ?
F3 C54 C53 119.2(8) . . ?
C55 C54 C53 119.9(8) . . ?
F2 C55 C54 119.7(8) . . ?
F2 C55 C56 120.6(7) . . ?
C54 C55 C56 119.7(8) . . ?
F1 C56 C55 116.4(7) . . ?
F1 C56 C51 120.8(6) . . ?
C55 C56 C51 122.8(7) . . ?
C58 C57 C62 114.5(8) . . ?
C58 C57 C26 123.9(8) . . ?
C62 C57 C26 121.2(7) . . ?
C57 C58 F10 118.0(9) . . ?
C57 C58 C59 123.3(9) . . ?
F10 C58 C59 118.6(9) . . ?
F9 C59 C60 127.6(11) . . ?
F9 C59 C58 116.9(11) . . ?
C60 C59 C58 115.3(9) . . ?
C61 C60 C59 124.2(10) . . ?
C61 C60 F8 123.2(12) . . ?
C59 C60 F8 112.6(11) . . ?
C60 C61 F7 118.2(11) . . ?
C60 C61 C62 117.4(10) . . ?
F7 C61 C62 124.2(11) . . ?
F6 C62 C61 114.3(9) . . ?
F6 C62 C57 120.6(7) . . ?
C61 C62 C57 124.9(9) . . ?
O4 C63 H63A 109.5 . . ?
O4 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
O4 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
O3 C64 H64A 109.5 . . ?
O3 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
O3 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
O2 C65 H65A 109.5 . . ?
O2 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
O2 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C66A O5A H5A 109.5 . . ?
O5A C66A H66A 109.5 . . ?
O5A C66A H66B 109.5 . . ?
H66A C66A H66B 109.5 . . ?
O5A C66A H66C 109.5 . . ?
H66A C66A H66C 109.5 . . ?
H66B C66A H66C 109.5 . . ?
C66B O5B C66B 51.3(14) 2_777 . ?
C66B O5B H5B 109.5 2_777 . ?
C66B O5B H5B 155.9 . . ?
C66B C66B O5B 66(2) 2_777 2_777 ?
C66B C66B O5B 63(2) 2_777 . ?
O5B C66B O5B 128.8(14) 2_777 . ?
C66B C66B H66D 109.5 2_777 . ?
O5B C66B H66D 45.3 2_777 . ?
O5B C66B H66D 166.9 . . ?
C66B C66B H66E 109.5 2_777 . ?
O5B C66B H66E 114.0 2_777 . ?
O5B C66B H66E 83.5 . . ?
H66D C66B H66E 109.5 . . ?
C66B C66B H66F 109.5 2_777 . ?
O5B C66B H66F 135.2 2_777 . ?
O5B C66B H66F 65.9 . . ?
H66D C66B H66F 109.5 . . ?
H66E C66B H66F 109.5 . . ?

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
C5 N3 C2 C3 -1.6(7) . . . . ?
C5 N3 C2 C1 -179.7(6) . . . . ?
C50 C1 C2 N3 -41.9(8) . . . . ?
C51 C1 C2 N3 -166.4(6) . . . . ?
C50 C1 C2 C3 140.4(7) . . . . ?
C51 C1 C2 C3 15.9(10) . . . . ?
N3 C2 C3 C4 1.6(7) . . . . ?
C1 C2 C3 C4 179.5(6) . . . . ?
C2 C3 C4 C5 -1.0(8) . . . . ?
C3 C4 C5 N3 0.1(7) . . . . ?
C3 C4 C5 C6 175.2(6) . . . . ?
C2 N3 C5 C4 0.9(7) . . . . ?
C2 N3 C5 C6 -174.3(6) . . . . ?
C7 N4 C6 C5 170.6(6) . . . . ?
C4 C5 C6 N4 180.0(7) . . . . ?
N3 C5 C6 N4 -5.8(11) . . . . ?
C6 N4 C7 C8 -54.4(9) . . . . ?
C6 N4 C7 C20 128.9(7) . . . . ?
N4 C7 C8 C9 -176.8(6) . . . . ?
C20 C7 C8 C9 -0.1(10) . . . . ?
C7 C8 C9 C10 -1.2(11) . . . . ?
C8 C9 C10 C11 1.3(11) . . . . ?
C9 C10 C11 C12 -179.2(7) . . . . ?
C9 C10 C11 C20 0.0(10) . . . . ?
C10 C11 C12 C13 179.5(6) . . . . ?
C20 C11 C12 C13 0.3(10) . . . . ?
C11 C12 C13 C14 -179.1(7) . . . . ?
C11 C12 C13 C18 -0.3(10) . . . . ?
C12 C13 C14 C15 178.8(7) . . . . ?
C18 C13 C14 C15 0.0(11) . . . . ?
C13 C14 C15 C16 0.1(13) . . . . ?
C14 C15 C16 C17 -0.1(12) . . . . ?
C15 C16 C17 N5 177.4(7) . . . . ?
C15 C16 C17 C18 0.1(11) . . . . ?
C21 N5 C17 C16 45.8(10) . . . . ?
C21 N5 C17 C18 -136.9(7) . . . . ?
C12 C13 C18 C19 1.1(10) . . . . ?
C14 C13 C18 C19 179.9(6) . . . . ?
C12 C13 C18 C17 -178.8(6) . . . . ?
C14 C13 C18 C17 0.0(10) . . . . ?
C16 C17 C18 C19 -180.0(6) . . . . ?
N5 C17 C18 C19 2.7(10) . . . . ?
C16 C17 C18 C13 -0.1(10) . . . . ?
N5 C17 C18 C13 -177.4(6) . . . . ?
C13 C18 C19 C20 -1.9(10) . . . . ?
C17 C18 C19 C20 177.9(6) . . . . ?
C18 C19 C20 C11 2.0(10) . . . . ?
C18 C19 C20 C7 -177.1(6) . . . . ?
C12 C11 C20 C19 -1.1(9) . . . . ?
C10 C11 C20 C19 179.7(6) . . . . ?
C12 C11 C20 C7 178.0(6) . . . . ?
C10 C11 C20 C7 -1.2(9) . . . . ?
C8 C7 C20 C19 -179.7(6) . . . . ?
N4 C7 C20 C19 -2.9(10) . . . . ?
C8 C7 C20 C11 1.2(9) . . . . ?
N4 C7 C20 C11 178.0(5) . . . . ?
C17 N5 C21 C22 -176.1(6) . . . . ?
C25 N6 C22 C23 0.5(8) . . . . ?
C25 N6 C22 C21 -179.1(6) . . . . ?
N5 C21 C22 N6 7.0(10) . . . . ?
N5 C21 C22 C23 -172.6(7) . . . . ?
N6 C22 C23 C24 -0.5(8) . . . . ?
C21 C22 C23 C24 179.1(7) . . . . ?
C22 C23 C24 C25 0.3(8) . . . . ?
C22 N6 C25 C24 -0.4(8) . . . . ?
C22 N6 C25 C26 -177.3(6) . . . . ?
C23 C24 C25 N6 0.0(8) . . . . ?
C23 C24 C25 C26 176.4(7) . . . . ?
N6 C25 C26 C27 66.3(8) . . . . ?
C24 C25 C26 C27 -109.7(9) . . . . ?
N6 C25 C26 C57 -165.5(6) . . . . ?
C24 C25 C26 C57 18.5(11) . . . . ?
C30 N7 C27 C28 -1.7(8) . . . . ?
C30 N7 C27 C26 178.0(6) . . . . ?
C25 C26 C27 N7 179.0(6) . . . . ?
C57 C26 C27 N7 48.3(9) . . . . ?
C25 C26 C27 C28 -1.3(11) . . . . ?
C57 C26 C27 C28 -132.1(8) . . . . ?
N7 C27 C28 C29 0.5(9) . . . . ?
C26 C27 C28 C29 -179.2(7) . . . . ?
C27 C28 C29 C30 0.8(10) . . . . ?
C27 N7 C30 C29 2.2(9) . . . . ?
C27 N7 C30 C31 179.4(7) . . . . ?
C28 C29 C30 N7 -1.8(9) . . . . ?
C28 C29 C30 C31 -178.8(8) . . . . ?
C32 N8 C31 C30 -176.7(7) . . . . ?
N7 C30 C31 N8 1.5(13) . . . . ?
C29 C30 C31 N8 178.0(9) . . . . ?
C31 N8 C32 C33 45.1(10) . . . . ?
C31 N8 C32 C45 -140.9(7) . . . . ?
N8 C32 C33 C34 176.5(7) . . . . ?
C45 C32 C33 C34 2.7(11) . . . . ?
C32 C33 C34 C35 -2.0(12) . . . . ?
C33 C34 C35 C36 1.8(12) . . . . ?
C34 C35 C36 C37 178.9(7) . . . . ?
C34 C35 C36 C45 -2.3(11) . . . . ?
C35 C36 C37 C38 -179.2(7) . . . . ?
C45 C36 C37 C38 1.9(11) . . . . ?
C36 C37 C38 C39 177.8(7) . . . . ?
C36 C37 C38 C43 -1.3(11) . . . . ?
C37 C38 C39 C40 179.0(7) . . . . ?
C43 C38 C39 C40 -1.9(11) . . . . ?
C38 C39 C40 C41 0.4(12) . . . . ?
C39 C40 C41 C42 1.3(12) . . . . ?
C40 C41 C42 N1 -175.3(7) . . . . ?
C40 C41 C42 C43 -1.4(11) . . . . ?
C46 N1 C42 C41 -55.9(9) . . . . ?
C46 N1 C42 C43 130.2(7) . . . . ?
C41 C42 C43 C44 178.9(7) . . . . ?
N1 C42 C43 C44 -7.1(10) . . . . ?
C41 C42 C43 C38 -0.1(10) . . . . ?
N1 C42 C43 C38 173.9(6) . . . . ?
C37 C38 C43 C44 1.8(10) . . . . ?
C39 C38 C43 C44 -177.4(7) . . . . ?
C37 C38 C43 C42 -179.2(6) . . . . ?
C39 C38 C43 C42 1.7(10) . . . . ?
C42 C43 C44 C45 178.0(6) . . . . ?
C38 C43 C44 C45 -3.0(10) . . . . ?
C43 C44 C45 C36 3.7(10) . . . . ?
C43 C44 C45 C32 178.8(7) . . . . ?
C37 C36 C45 C44 -3.0(10) . . . . ?
C35 C36 C45 C44 178.1(6) . . . . ?
C37 C36 C45 C32 -178.4(6) . . . . ?
C35 C36 C45 C32 2.8(10) . . . . ?
C33 C32 C45 C44 -178.2(7) . . . . ?
N8 C32 C45 C44 7.7(10) . . . . ?
C33 C32 C45 C36 -3.0(10) . . . . ?
N8 C32 C45 C36 -177.1(6) . . . . ?
C42 N1 C46 C47 169.2(6) . . . . ?
C50 N2 C47 C48 -0.5(8) . . . . ?
C50 N2 C47 C46 -177.0(6) . . . . ?
N1 C46 C47 N2 -2.5(11) . . . . ?
N1 C46 C47 C48 -178.3(7) . . . . ?
N2 C47 C48 C49 -0.1(8) . . . . ?
C46 C47 C48 C49 176.3(7) . . . . ?
C47 C48 C49 C50 0.7(8) . . . . ?
C47 N2 C50 C49 0.9(7) . . . . ?
C47 N2 C50 C1 173.3(6) . . . . ?
C48 C49 C50 N2 -1.0(8) . . . . ?
C48 C49 C50 C1 -172.2(7) . . . . ?
C2 C1 C50 N2 160.3(6) . . . . ?
C51 C1 C50 N2 -73.6(8) . . . . ?
C2 C1 C50 C49 -29.6(10) . . . . ?
C51 C1 C50 C49 96.6(8) . . . . ?
C2 C1 C51 C52 -125.7(7) . . . . ?
C50 C1 C51 C52 108.3(7) . . . . ?
C2 C1 C51 C56 59.7(8) . . . . ?
C50 C1 C51 C56 -66.3(8) . . . . ?
C56 C51 C52 F5 -178.5(6) . . . . ?
C1 C51 C52 F5 6.6(10) . . . . ?
C56 C51 C52 C53 2.5(10) . . . . ?
C1 C51 C52 C53 -172.4(6) . . . . ?
F5 C52 C53 F4 -1.4(10) . . . . ?
C51 C52 C53 F4 177.7(6) . . . . ?
F5 C52 C53 C54 178.3(6) . . . . ?
C51 C52 C53 C54 -2.6(11) . . . . ?
F4 C53 C54 F3 -0.7(10) . . . . ?
C52 C53 C54 F3 179.6(6) . . . . ?
F4 C53 C54 C55 -179.2(6) . . . . ?
C52 C53 C54 C55 1.0(11) . . . . ?
F3 C54 C55 F2 1.3(10) . . . . ?
C53 C54 C55 F2 179.9(6) . . . . ?
F3 C54 C55 C56 -178.1(6) . . . . ?
C53 C54 C55 C56 0.5(11) . . . . ?
F2 C55 C56 F1 -1.9(9) . . . . ?
C54 C55 C56 F1 177.5(6) . . . . ?
F2 C55 C56 C51 -180.0(6) . . . . ?
C54 C55 C56 C51 -0.6(11) . . . . ?
C52 C51 C56 F1 -178.8(6) . . . . ?
C1 C51 C56 F1 -4.0(10) . . . . ?
C52 C51 C56 C55 -0.9(10) . . . . ?
C1 C51 C56 C55 174.0(6) . . . . ?
C25 C26 C57 C58 -74.9(9) . . . . ?
C27 C26 C57 C58 54.3(9) . . . . ?
C25 C26 C57 C62 112.4(8) . . . . ?
C27 C26 C57 C62 -118.5(8) . . . . ?
C62 C57 C58 F10 -179.6(7) . . . . ?
C26 C57 C58 F10 7.2(11) . . . . ?
C62 C57 C58 C59 1.1(12) . . . . ?
C26 C57 C58 C59 -172.1(7) . . . . ?
C57 C58 C59 F9 178.4(7) . . . . ?
F10 C58 C59 F9 -0.9(11) . . . . ?
C57 C58 C59 C60 2.9(12) . . . . ?
F10 C58 C59 C60 -176.4(7) . . . . ?
F9 C59 C60 C61 179.8(8) . . . . ?
C58 C59 C60 C61 -5.2(14) . . . . ?
F9 C59 C60 F8 0.3(13) . . . . ?
C58 C59 C60 F8 175.3(6) . . . . ?
C59 C60 C61 F7 179.1(8) . . . . ?
F8 C60 C61 F7 -1.4(14) . . . . ?
C59 C60 C61 C62 3.3(15) . . . . ?
F8 C60 C61 C62 -177.3(7) . . . . ?
C60 C61 C62 F6 176.2(8) . . . . ?
F7 C61 C62 F6 0.6(12) . . . . ?
C60 C61 C62 C57 1.4(14) . . . . ?
F7 C61 C62 C57 -174.2(8) . . . . ?
C58 C57 C62 F6 -177.9(7) . . . . ?
C26 C57 C62 F6 -4.5(11) . . . . ?
C58 C57 C62 C61 -3.4(12) . . . . ?
C26 C57 C62 C61 170.0(7) . . . . ?
C66B O5B C66B O5B 0.003(2) 2_777 . . 2_777 ?

_refine_diff_density_max         0.622
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.056

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_Cu2(L3)4Py
_database_code_depnum_ccdc_archive 'CCDC 1032825'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C70 H50 Cu2 F10 N15) 3(C5 H5 N)'
_chemical_formula_sum            'C85 H65 Cu2 F10 N15'
_chemical_formula_weight         1613.60

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'
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                   12.1160(3)
_cell_length_b                   14.6689(4)
_cell_length_c                   21.0498(5)
_cell_angle_alpha                89.765(2)
_cell_angle_beta                 86.422(2)
_cell_angle_gamma                85.304(2)
_cell_volume                     3721.32(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    12675
_cell_measurement_theta_min      3.4830
_cell_measurement_theta_max      29.2070

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.2910
_exptl_crystal_size_mid          0.2188
_exptl_crystal_size_min          0.1119
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1656
_exptl_absorpt_coefficient_mu    0.655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94412
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42650
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.928
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             17034
_reflns_number_gt                12537
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0885P)²+5.0282P] 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         17034
_refine_ls_number_parameters     990
_refine_ls_number_restraints     144
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0607
_refine_ls_wR_factor_ref         0.1776
_refine_ls_wR_factor_gt          0.1603
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.031
_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
C1 C 1.1043(3) 0.5942(3) 0.0847(2) 0.0470(11) Uani 1 1 d . . . . .
H1A H 1.1500 0.5552 0.1124 0.071 Uiso 1 1 calc R U . . .
H1B H 1.1040 0.6581 0.0981 0.071 Uiso 1 1 calc R U . . .
H1C H 1.1349 0.5879 0.0406 0.071 Uiso 1 1 calc R U . . .
C2 C 0.9876(3) 0.5659(2) 0.08927(17) 0.0289(7) Uani 1 1 d . . . . .
C3 C 0.9597(3) 0.4928(2) 0.12809(17) 0.0263(7) Uani 1 1 d . . . . .
H3 H 1.0155 0.4601 0.1509 0.032 Uiso 1 1 calc R U . . .
C4 C 0.8516(3) 0.4671(2) 0.13381(15) 0.0223(6) Uani 1 1 d . . . . .
C5 C 0.8601(3) 0.3548(2) 0.21785(15) 0.0214(6) Uani 1 1 d . . . . .
H5 H 0.9283 0.3730 0.2313 0.026 Uiso 1 1 calc R U . . .
C6 C 0.8059(3) 0.2833(2) 0.24934(15) 0.0218(6) Uani 1 1 d . . . . .
C7 C 0.8367(3) 0.2330(2) 0.30280(16) 0.0260(7) Uani 1 1 d . . . . .
H7 H 0.8979 0.2413 0.3276 0.031 Uiso 1 1 calc R U . . .
C8 C 0.7601(3) 0.1686(2) 0.31223(15) 0.0266(7) Uani 1 1 d . . . . .
H8 H 0.7578 0.1242 0.3452 0.032 Uiso 1 1 calc R U . . .
C9 C 0.6861(3) 0.1818(2) 0.26343(14) 0.0200(6) Uani 1 1 d . . . . .
C10 C 0.5981(3) 0.1179(2) 0.24924(14) 0.0200(6) Uani 1 1 d . . . . .
H10 H 0.5309 0.1560 0.2363 0.024 Uiso 1 1 calc R U . . .
C11 C 0.6341(3) 0.0490(2) 0.19584(15) 0.0222(6) Uani 1 1 d . . . . .
C12 C 0.7413(3) 0.0229(3) 0.17266(17) 0.0319(8) Uani 1 1 d . . . . .
C13 C 0.7677(4) -0.0483(3) 0.1302(2) 0.0448(10) Uani 1 1 d . . . . .
C14 C 0.6846(4) -0.0964(3) 0.10831(19) 0.0458(10) Uani 1 1 d . . . . .
C15 C 0.5775(4) -0.0718(3) 0.12885(18) 0.0443(10) Uani 1 1 d . . . . .
C16 C 0.5537(3) -0.0013(2) 0.17150(16) 0.0298(7) Uani 1 1 d . . . . .
C17 C 0.5640(3) 0.0614(2) 0.30687(14) 0.0207(6) Uani 1 1 d . . . . .
C18 C 0.6297(3) -0.0112(2) 0.33196(17) 0.0299(7) Uani 1 1 d . . . . .
H18 H 0.7011 -0.0350 0.3156 0.036 Uiso 1 1 calc R U . . .
C19 C 0.5705(3) -0.0418(2) 0.38537(16) 0.0291(7) Uani 1 1 d . . . . .
H19 H 0.5934 -0.0902 0.4130 0.035 Uiso 1 1 calc R U . . .
C20 C 0.4704(3) 0.0130(2) 0.39032(15) 0.0235(6) Uani 1 1 d . . . . .
C21 C 0.3805(3) 0.0132(2) 0.43647(15) 0.0265(7) Uani 1 1 d . . . . .
H21 H 0.3810 -0.0294 0.4706 0.032 Uiso 1 1 calc R U . . .
C22 C 0.2017(3) 0.0880(3) 0.47077(15) 0.0304(8) Uani 1 1 d . . . . .
C23 C 0.1689(3) 0.0346(3) 0.52285(17) 0.0356(8) Uani 1 1 d . . . . .
H23 H 0.2156 -0.0171 0.5344 0.043 Uiso 1 1 calc R U . . .
C24 C 0.0698(3) 0.0558(3) 0.55774(18) 0.0403(9) Uani 1 1 d . . . . .
C25 C 0.0376(4) -0.0039(4) 0.6132(2) 0.0563(13) Uani 1 1 d . . . . .
H25A H 0.0796 -0.0637 0.6089 0.084 Uiso 1 1 calc R U . . .
H25B H -0.0420 -0.0118 0.6137 0.084 Uiso 1 1 calc R U . . .
H25C H 0.0541 0.0251 0.6530 0.084 Uiso 1 1 calc R U . . .
C26 C -0.1109(4) 0.1555(4) 0.5776(2) 0.0656(15) Uani 1 1 d . . . . .
H26A H -0.1524 0.2047 0.5554 0.098 Uiso 1 1 calc R U . . .
H26B H -0.0981 0.1759 0.6206 0.098 Uiso 1 1 calc R U . . .
H26C H -0.1535 0.1015 0.5803 0.098 Uiso 1 1 calc R U . . .
C27 C 0.0000(4) 0.1313(3) 0.54126(19) 0.0461(10) Uani 1 1 d . . . . .
C28 C 0.0325(4) 0.1865(3) 0.49061(19) 0.0461(11) Uani 1 1 d . . . . .
H28 H -0.0143 0.2387 0.4797 0.055 Uiso 1 1 calc R U . . .
C29 C 0.1333(3) 0.1658(3) 0.45576(16) 0.0354(8) Uani 1 1 d . . . . .
C30 C 0.1389(3) 0.2989(3) 0.38891(17) 0.0372(9) Uani 1 1 d . . . . .
H30 H 0.0831 0.3333 0.4145 0.045 Uiso 1 1 calc R U . . .
C31 C 0.1874(3) 0.3360(2) 0.33301(16) 0.0324(8) Uani 1 1 d . . . . .
C32 C 0.1583(3) 0.4181(2) 0.30196(16) 0.0328(8) Uani 1 1 d . . . . .
H32 H 0.1073 0.4667 0.3175 0.039 Uiso 1 1 calc R U . . .
C33 C 0.2187(3) 0.4143(2) 0.24420(16) 0.0275(7) Uani 1 1 d . . . . .
H33 H 0.2181 0.4603 0.2123 0.033 Uiso 1 1 calc R U . . .
C34 C 0.2816(3) 0.3290(2) 0.24166(14) 0.0210(6) Uani 1 1 d . . . . .
C35 C 0.3505(2) 0.2895(2) 0.18421(13) 0.0185(6) Uani 1 1 d . . . . .
H35 H 0.4199 0.2578 0.1997 0.022 Uiso 1 1 calc R U . . .
C36 C 0.2936(3) 0.2199(2) 0.14613(14) 0.0200(6) Uani 1 1 d . . . . .
C37 C 0.1806(3) 0.2150(2) 0.14333(14) 0.0238(7) Uani 1 1 d . . . . .
C38 C 0.1367(3) 0.1523(2) 0.10482(16) 0.0299(8) Uani 1 1 d . . . . .
C39 C 0.2057(4) 0.0933(2) 0.06793(17) 0.0371(9) Uani 1 1 d . . . . .
C40 C 0.3183(3) 0.0962(3) 0.06843(18) 0.0371(8) Uani 1 1 d . . . . .
C41 C 0.3596(3) 0.1599(2) 0.10685(16) 0.0280(7) Uani 1 1 d . . . . .
C42 C 0.3835(3) 0.3642(2) 0.13927(14) 0.0197(6) Uani 1 1 d . . . . .
C43 C 0.3132(3) 0.4149(2) 0.09911(14) 0.0238(7) Uani 1 1 d . . . . .
H43 H 0.2391 0.4037 0.0912 0.029 Uiso 1 1 calc R U . . .
C44 C 0.3723(3) 0.4841(2) 0.07329(15) 0.0241(7) Uani 1 1 d . . . . .
H44 H 0.3469 0.5306 0.0449 0.029 Uiso 1 1 calc R U . . .
C45 C 0.4779(3) 0.4718(2) 0.09773(14) 0.0209(6) Uani 1 1 d . . . . .
C46 C 0.5742(3) 0.5175(2) 0.08449(14) 0.0218(6) Uani 1 1 d . . . . .
H46 H 0.5732 0.5711 0.0590 0.026 Uiso 1 1 calc R U . . .
C47 C 0.7696(3) 0.5153(2) 0.09955(14) 0.0213(6) Uani 1 1 d . . . . .
C48 C 0.7979(3) 0.5879(2) 0.06056(15) 0.0268(7) Uani 1 1 d . . . . .
H48 H 0.7423 0.6204 0.0376 0.032 Uiso 1 1 calc R U . . .
C49 C 0.9052(3) 0.6134(2) 0.05467(16) 0.0275(7) Uani 1 1 d . . . . .
C50 C 0.9337(3) 0.6906(3) 0.0103(2) 0.0428(10) Uani 1 1 d . . . . .
H50A H 0.8680 0.7125 -0.0119 0.064 Uiso 1 1 calc R U . . .
H50B H 0.9933 0.6685 -0.0208 0.064 Uiso 1 1 calc R U . . .
H50C H 0.9583 0.7408 0.0350 0.064 Uiso 1 1 calc R U . . .
C51 C 0.5210(3) 0.4129(3) 0.28476(17) 0.0342(8) Uani 1 1 d . . . . .
H51 H 0.4907 0.3580 0.2733 0.041 Uiso 1 1 calc R U . . .
C52 C 0.4765(4) 0.4574(3) 0.3386(2) 0.0471(10) Uani 1 1 d . . . . .
H52 H 0.4172 0.4342 0.3636 0.057 Uiso 1 1 calc R U . . .
C53 C 0.5207(5) 0.5372(3) 0.3553(2) 0.0608(14) Uani 1 1 d . . . . .
H53 H 0.4921 0.5704 0.3922 0.073 Uiso 1 1 calc R U . . .
C54 C 0.6069(4) 0.5676(3) 0.3175(2) 0.0542(12) Uani 1 1 d . . . . .
H54 H 0.6394 0.6219 0.3281 0.065 Uiso 1 1 calc R U . . .
C55 C 0.6455(3) 0.5181(2) 0.26398(18) 0.0355(8) Uani 1 1 d . . . . .
H55 H 0.7045 0.5399 0.2378 0.043 Uiso 1 1 calc R U . . .
C56 C 0.7760(3) 0.2246(2) 0.07659(16) 0.0299(7) Uani 1 1 d . . . . .
H56 H 0.8205 0.2187 0.1122 0.036 Uiso 1 1 calc R U . . .
C57 C 0.8072(3) 0.1715(3) 0.02352(18) 0.0391(9) Uani 1 1 d . . . . .
H57 H 0.8716 0.1299 0.0229 0.047 Uiso 1 1 calc R U . . .
C58 C 0.7439(4) 0.1796(3) -0.02852(19) 0.0433(10) Uani 1 1 d . . . . .
H58 H 0.7634 0.1437 -0.0656 0.052 Uiso 1 1 calc R U . . .
C59 C 0.6513(4) 0.2410(3) -0.02534(17) 0.0378(9) Uani 1 1 d . . . . .
H59 H 0.6062 0.2488 -0.0606 0.045 Uiso 1 1 calc R U . . .
C60 C 0.6253(3) 0.2906(2) 0.02924(15) 0.0285(7) Uani 1 1 d . . . . .
H60 H 0.5608 0.3321 0.0311 0.034 Uiso 1 1 calc R U . . .
C61 C 0.3818(4) 0.2538(3) 0.48041(19) 0.0485(11) Uani 1 1 d . . . . .
H61 H 0.3058 0.2499 0.4932 0.058 Uiso 1 1 calc R U . . .
C62 C 0.4534(5) 0.2741(3) 0.5267(2) 0.0630(15) Uani 1 1 d . . . . .
H62 H 0.4268 0.2826 0.5698 0.076 Uiso 1 1 calc R U . . .
C63 C 0.5622(5) 0.2814(4) 0.5088(3) 0.0711(16) Uani 1 1 d . . . . .
H63 H 0.6132 0.2951 0.5392 0.085 Uiso 1 1 calc R U . . .
C64 C 0.5961(5) 0.2688(4) 0.4463(3) 0.0720(17) Uani 1 1 d . . . . .
H64 H 0.6712 0.2745 0.4323 0.086 Uiso 1 1 calc R U . . .
C65 C 0.5202(4) 0.2478(3) 0.4037(2) 0.0482(11) Uani 1 1 d . . . . .
H65 H 0.5458 0.2387 0.3605 0.058 Uiso 1 1 calc R U . . .
C66 C 0.2602(3) -0.0074(3) 0.28307(18) 0.0356(8) Uani 1 1 d . . . . .
H66 H 0.3282 -0.0330 0.2982 0.043 Uiso 1 1 calc R U . . .
C67 C 0.1998(4) -0.0618(3) 0.2470(2) 0.0480(10) Uani 1 1 d . . . . .
H67 H 0.2258 -0.1235 0.2376 0.058 Uiso 1 1 calc R U . . .
C68 C 0.1006(4) -0.0244(4) 0.2251(2) 0.0513(12) Uani 1 1 d . . . . .
H68 H 0.0579 -0.0595 0.1995 0.062 Uiso 1 1 calc R U . . .
C69 C 0.0653(3) 0.0638(3) 0.24070(18) 0.0427(10) Uani 1 1 d . . . . .
H69 H -0.0032 0.0906 0.2269 0.051 Uiso 1 1 calc R U . . .
C70 C 0.1296(3) 0.1135(3) 0.27666(17) 0.0350(8) Uani 1 1 d . . . . .
H70 H 0.1041 0.1748 0.2873 0.042 Uiso 1 1 calc R U . . .
C71 C 0.4567(8) 0.7086(6) 0.2109(4) 0.110(2) Uani 1 1 d . U . . .
H71 H 0.5017 0.7048 0.1722 0.132 Uiso 1 1 calc R U . . .
C72 C 0.3741(7) 0.6522(5) 0.2222(3) 0.092(2) Uani 1 1 d . U . . .
H72 H 0.3598 0.6082 0.1915 0.110 Uiso 1 1 calc R U . . .
C73 C 0.3137(7) 0.6598(5) 0.2771(4) 0.098(2) Uani 1 1 d . U . . .
H73 H 0.2554 0.6206 0.2838 0.117 Uiso 1 1 calc R U . . .
C74 C 0.3283(8) 0.7161(6) 0.3219(4) 0.103(2) Uani 1 1 d . U . . .
H74 H 0.2845 0.7153 0.3609 0.124 Uiso 1 1 calc R U . . .
C75 C 0.3979(11) 0.7702(5) 0.3141(5) 0.122(3) Uani 1 1 d . U . . .
H75 H 0.4031 0.8138 0.3468 0.146 Uiso 1 1 calc R U . . .
N14 N 0.8931(6) 0.7078(4) 0.36147(19) 0.163(3) Uani 1 1 d G U . . .
C76 C 0.8154(5) 0.7670(3) 0.3330(3) 0.120(3) Uani 1 1 d G U . . .
H76 H 0.7696 0.8104 0.3581 0.144 Uiso 1 1 calc R U . . .
C77 C 0.8048(5) 0.7626(3) 0.2677(3) 0.126(3) Uani 1 1 d G U . . .
H77 H 0.7517 0.8031 0.2483 0.151 Uiso 1 1 calc R U . . .
C78 C 0.8718(5) 0.6990(4) 0.23096(19) 0.104(2) Uani 1 1 d G U . . .
H78 H 0.8645 0.6960 0.1864 0.125 Uiso 1 1 calc R U . . .
C79 C 0.9495(5) 0.6398(4) 0.2594(2) 0.146(4) Uani 1 1 d G U . . .
H79 H 0.9953 0.5964 0.2343 0.175 Uiso 1 1 calc R U . . .
C80 C 0.9602(5) 0.6442(4) 0.3247(3) 0.132(3) Uani 1 1 d G U . . .
H80 H 1.0133 0.6037 0.3442 0.159 Uiso 1 1 calc R U . . .
N1 N 0.8133(2) 0.39398(17) 0.17032(12) 0.0205(5) Uani 1 1 d . . . . .
N2 N 0.7104(2) 0.25319(17) 0.22586(11) 0.0186(5) Uani 1 1 d . . . . .
N3 N 0.4664(2) 0.07729(17) 0.34099(11) 0.0203(5) Uani 1 1 d . . . . .
N4 N 0.2977(2) 0.0731(2) 0.43064(13) 0.0271(6) Uani 1 1 d . . . . .
N5 N 0.1732(3) 0.2163(2) 0.40415(13) 0.0328(7) Uani 1 1 d . . . . .
N6 N 0.2663(2) 0.28141(18) 0.29603(12) 0.0248(6) Uani 1 1 d . . . . .
N7 N 0.4838(2) 0.39625(17) 0.13810(11) 0.0188(5) Uani 1 1 d . . . . .
N8 N 0.6642(2) 0.48338(18) 0.10842(12) 0.0220(5) Uani 1 1 d . . . . .
N9 N 0.6041(2) 0.44169(18) 0.24742(12) 0.0238(6) Uani 1 1 d . . . . .
N10 N 0.6864(2) 0.28365(18) 0.08020(12) 0.0221(5) Uani 1 1 d . . . . .
N11 N 0.4135(3) 0.2395(2) 0.41919(14) 0.0334(7) Uani 1 1 d . . . . .
N12 N 0.2269(2) 0.0795(2) 0.29751(13) 0.0267(6) Uani 1 1 d . . . . .
N13 N 0.4738(7) 0.7735(5) 0.2587(5) 0.141(3) Uani 1 1 d . U . . .
F1 F 0.82797(17) 0.06482(18) 0.19125(12) 0.0486(6) Uani 1 1 d . . . . .
F2 F 0.8743(2) -0.0708(2) 0.11076(14) 0.0699(9) Uani 1 1 d . . . . .
F3 F 0.7104(3) -0.16671(19) 0.06830(13) 0.0723(9) Uani 1 1 d . . . . .
F4 F 0.4953(3) -0.11764(19) 0.10776(13) 0.0675(9) Uani 1 1 d . . . . .
F5 F 0.44694(18) 0.01837(17) 0.19129(10) 0.0419(5) Uani 1 1 d . . . . .
F6 F 0.10675(16) 0.27261(14) 0.17654(10) 0.0336(5) Uani 1 1 d . . . . .
F7 F 0.02625(18) 0.15070(16) 0.10372(11) 0.0433(6) Uani 1 1 d . . . . .
F8 F 0.1622(2) 0.03324(17) 0.03061(13) 0.0569(7) Uani 1 1 d . . . . .
F9 F 0.3861(2) 0.03973(17) 0.03180(13) 0.0580(7) Uani 1 1 d . . . . .
F10 F 0.47066(17) 0.16233(14) 0.10490(10) 0.0357(5) Uani 1 1 d . . . . .
Cu1 Cu 0.65165(3) 0.36695(3) 0.16202(2) 0.02151(11) Uani 1 1 d . . . . .
Cu2 Cu 0.31429(3) 0.16218(3) 0.35556(2) 0.02689(12) Uani 1 1 d . . . . .
C85 C -0.1467(9) 0.3837(6) 0.5275(4) 0.254(8) Uani 1 1 d G U . . .
H85 H -0.1155 0.3365 0.5536 0.304 Uiso 1 1 calc R U . . .
C81 C -0.2170(9) 0.4544(6) 0.5549(3) 0.163(4) Uani 1 1 d G U . . .
H81 H -0.2339 0.4555 0.5995 0.195 Uiso 1 1 calc R U . . .
C82 C -0.2627(9) 0.5235(6) 0.5168(4) 0.241(7) Uani 1 1 d G U . . .
H82 H -0.3108 0.5718 0.5354 0.289 Uiso 1 1 calc R U . . .
C83 C -0.2380(9) 0.5218(7) 0.4514(4) 0.266(8) Uani 1 1 d G U . . .
H83 H -0.2692 0.5691 0.4254 0.319 Uiso 1 1 calc R U . . .
C84 C -0.1676(9) 0.4511(8) 0.4241(3) 0.189(5) Uani 1 1 d G U . . .
H84 H -0.1507 0.4500 0.3794 0.227 Uiso 1 1 calc R U . . .
N15 N -0.1220(9) 0.3820(6) 0.4622(4) 0.269(7) Uani 1 1 d G 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
C1 C2 1.504(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.396(4) . ?
C2 C49 1.409(5) . ?
C3 C4 1.390(4) . ?
C3 H3 0.9500 . ?
C4 C47 1.406(4) . ?
C4 N1 1.410(4) . ?
C5 N1 1.291(4) . ?
C5 C6 1.422(4) . ?
C5 H5 0.9500 . ?
C6 N2 1.391(4) . ?
C6 C7 1.397(4) . ?
C7 C8 1.383(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.407(4) . ?
C8 H8 0.9500 . ?
C9 N2 1.350(4) . ?
C9 C10 1.521(4) . ?
C10 C17 1.521(4) . ?
C10 C11 1.533(4) . ?
C10 H10 1.0000 . ?
C11 C12 1.384(5) . ?
C11 C16 1.392(4) . ?
C12 F1 1.338(4) . ?
C12 C13 1.381(5) . ?
C13 F2 1.345(5) . ?
C13 C14 1.379(6) . ?
C14 F3 1.339(4) . ?
C14 C15 1.363(7) . ?
C15 F4 1.345(5) . ?
C15 C16 1.373(5) . ?
C16 F5 1.343(4) . ?
C17 N3 1.349(4) . ?
C17 C18 1.399(4) . ?
C18 C19 1.389(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.397(5) . ?
C19 H19 0.9500 . ?
C20 N3 1.401(4) . ?
C20 C21 1.413(5) . ?
C21 N4 1.290(4) . ?
C21 H21 0.9500 . ?
C22 N4 1.397(4) . ?
C22 C23 1.401(4) . ?
C22 C29 1.402(5) . ?
C23 C24 1.381(5) . ?
C23 H23 0.9500 . ?
C24 C27 1.394(6) . ?
C24 C25 1.507(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.520(6) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.394(5) . ?
C28 C29 1.397(5) . ?
C28 H28 0.9500 . ?
C29 N5 1.396(4) . ?
C30 N5 1.294(5) . ?
C30 C31 1.409(5) . ?
C30 H30 0.9500 . ?
C31 N6 1.396(4) . ?
C31 C32 1.398(5) . ?
C32 C33 1.378(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.410(4) . ?
C33 H33 0.9500 . ?
C34 N6 1.349(4) . ?
C34 C35 1.515(4) . ?
C35 C42 1.508(4) . ?
C35 C36 1.533(4) . ?
C35 H35 1.0000 . ?
C36 C41 1.380(5) . ?
C36 C37 1.382(4) . ?
C37 F6 1.344(4) . ?
C37 C38 1.388(5) . ?
C38 F7 1.342(4) . ?
C38 C39 1.362(5) . ?
C39 F8 1.344(4) . ?
C39 C40 1.370(6) . ?
C40 F9 1.331(4) . ?
C40 C41 1.382(5) . ?
C41 F10 1.347(4) . ?
C42 N7 1.337(4) . ?
C42 C43 1.405(4) . ?
C43 C44 1.381(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.407(4) . ?
C44 H44 0.9500 . ?
C45 N7 1.394(4) . ?
C45 C46 1.405(4) . ?
C46 N8 1.292(4) . ?
C46 H46 0.9500 . ?
C47 C48 1.394(4) . ?
C47 N8 1.397(4) . ?
C48 C49 1.380(5) . ?
C48 H48 0.9500 . ?
C49 C50 1.512(4) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 N9 1.333(4) . ?
C51 C52 1.368(5) . ?
C51 H51 0.9500 . ?
C52 C53 1.382(6) . ?
C52 H52 0.9500 . ?
C53 C54 1.377(7) . ?
C53 H53 0.9500 . ?
C54 C55 1.378(6) . ?
C54 H54 0.9500 . ?
C55 N9 1.322(4) . ?
C55 H55 0.9500 . ?
C56 N10 1.331(4) . ?
C56 C57 1.379(5) . ?
C56 H56 0.9500 . ?
C57 C58 1.375(6) . ?
C57 H57 0.9500 . ?
C58 C59 1.378(6) . ?
C58 H58 0.9500 . ?
C59 C60 1.369(5) . ?
C59 H59 0.9500 . ?
C60 N10 1.339(4) . ?
C60 H60 0.9500 . ?
C61 N11 1.334(5) . ?
C61 C62 1.392(7) . ?
C61 H61 0.9500 . ?
C62 C63 1.361(8) . ?
C62 H62 0.9500 . ?
C63 C64 1.361(8) . ?
C63 H63 0.9500 . ?
C64 C65 1.377(7) . ?
C64 H64 0.9500 . ?
C65 N11 1.328(5) . ?
C65 H65 0.9500 . ?
C66 N12 1.335(5) . ?
C66 C67 1.384(5) . ?
C66 H66 0.9500 . ?
C67 C68 1.386(7) . ?
C67 H67 0.9500 . ?
C68 C69 1.364(7) . ?
C68 H68 0.9500 . ?
C69 C70 1.372(6) . ?
C69 H69 0.9500 . ?
C70 N12 1.341(5) . ?
C70 H70 0.9500 . ?
C71 C72 1.359(11) . ?
C71 N13 1.424(12) . ?
C71 H71 0.9500 . ?
C72 C73 1.329(10) . ?
C72 H72 0.9500 . ?
C73 C74 1.286(10) . ?
C73 H73 0.9500 . ?
C74 C75 1.208(13) . ?
C74 H74 0.9500 . ?
C75 N13 1.443(13) . ?
C75 H75 0.9500 . ?
N14 C76 1.3900 . ?
N14 C80 1.3900 . ?
C76 C77 1.3900 . ?
C76 H76 0.9500 . ?
C77 C78 1.3900 . ?
C77 H77 0.9500 . ?
C78 C79 1.3900 . ?
C78 H78 0.9500 . ?
C79 C80 1.3900 . ?
C79 H79 0.9500 . ?
C80 H80 0.9500 . ?
N1 Cu1 2.048(3) . ?
N2 Cu1 2.237(2) . ?
N3 Cu2 2.144(3) . ?
N4 Cu2 2.057(3) . ?
N5 Cu2 2.040(3) . ?
N6 Cu2 2.208(3) . ?
N7 Cu1 2.135(3) . ?
N8 Cu1 2.054(2) . ?
N9 Cu1 2.133(3) . ?
N10 Cu1 2.116(3) . ?
N11 Cu2 2.228(3) . ?
N12 Cu2 2.114(3) . ?
C85 C81 1.3900 . ?
C85 N15 1.3900 . ?
C85 H85 0.9500 . ?
C81 C82 1.3900 . ?
C81 H81 0.9500 . ?
C82 C83 1.3900 . ?
C82 H82 0.9500 . ?
C83 C84 1.3900 . ?
C83 H83 0.9500 . ?
C84 N15 1.3900 . ?
C84 H84 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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C49 119.5(3) . . ?
C3 C2 C1 120.4(3) . . ?
C49 C2 C1 120.1(3) . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C47 119.3(3) . . ?
C3 C4 N1 126.5(3) . . ?
C47 C4 N1 114.2(3) . . ?
N1 C5 C6 117.7(3) . . ?
N1 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
N2 C6 C7 111.1(3) . . ?
N2 C6 C5 120.1(3) . . ?
C7 C6 C5 128.8(3) . . ?
C8 C7 C6 106.1(3) . . ?
C8 C7 H7 126.9 . . ?
C6 C7 H7 126.9 . . ?
C7 C8 C9 106.5(3) . . ?
C7 C8 H8 126.8 . . ?
C9 C8 H8 126.8 . . ?
N2 C9 C8 111.6(3) . . ?
N2 C9 C10 123.2(3) . . ?
C8 C9 C10 124.8(3) . . ?
C17 C10 C9 112.4(2) . . ?
C17 C10 C11 106.0(2) . . ?
C9 C10 C11 113.9(3) . . ?
C17 C10 H10 108.1 . . ?
C9 C10 H10 108.1 . . ?
C11 C10 H10 108.1 . . ?
C12 C11 C16 114.2(3) . . ?
C12 C11 C10 127.1(3) . . ?
C16 C11 C10 118.3(3) . . ?
F1 C12 C13 115.1(3) . . ?
F1 C12 C11 121.5(3) . . ?
C13 C12 C11 123.3(4) . . ?
F2 C13 C14 120.2(4) . . ?
F2 C13 C12 119.9(4) . . ?
C14 C13 C12 119.8(4) . . ?
F3 C14 C15 121.3(4) . . ?
F3 C14 C13 119.8(4) . . ?
C15 C14 C13 118.8(4) . . ?
F4 C15 C14 119.7(4) . . ?
F4 C15 C16 120.2(4) . . ?
C14 C15 C16 120.1(4) . . ?
F5 C16 C15 117.5(3) . . ?
F5 C16 C11 118.8(3) . . ?
C15 C16 C11 123.6(4) . . ?
N3 C17 C18 111.7(3) . . ?
N3 C17 C10 123.4(3) . . ?
C18 C17 C10 124.9(3) . . ?
C19 C18 C17 106.8(3) . . ?
C19 C18 H18 126.6 . . ?
C17 C18 H18 126.6 . . ?
C18 C19 C20 106.1(3) . . ?
C18 C19 H19 127.0 . . ?
C20 C19 H19 127.0 . . ?
C19 C20 N3 110.6(3) . . ?
C19 C20 C21 130.2(3) . . ?
N3 C20 C21 119.2(3) . . ?
N4 C21 C20 117.7(3) . . ?
N4 C21 H21 121.1 . . ?
C20 C21 H21 121.1 . . ?
N4 C22 C23 127.2(3) . . ?
N4 C22 C29 114.3(3) . . ?
C23 C22 C29 118.5(3) . . ?
C24 C23 C22 121.3(4) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C27 120.1(3) . . ?
C23 C24 C25 119.5(4) . . ?
C27 C24 C25 120.5(4) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C24 119.5(4) . . ?
C28 C27 C26 119.0(4) . . ?
C24 C27 C26 121.6(4) . . ?
C27 C28 C29 120.5(4) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
N5 C29 C28 125.0(3) . . ?
N5 C29 C22 114.9(3) . . ?
C28 C29 C22 120.1(3) . . ?
N5 C30 C31 117.6(3) . . ?
N5 C30 H30 121.2 . . ?
C31 C30 H30 121.2 . . ?
N6 C31 C32 110.9(3) . . ?
N6 C31 C30 118.9(3) . . ?
C32 C31 C30 129.6(3) . . ?
C33 C32 C31 106.2(3) . . ?
C33 C32 H32 126.9 . . ?
C31 C32 H32 126.9 . . ?
C32 C33 C34 106.7(3) . . ?
C32 C33 H33 126.7 . . ?
C34 C33 H33 126.7 . . ?
N6 C34 C33 111.5(3) . . ?
N6 C34 C35 122.5(3) . . ?
C33 C34 C35 125.8(3) . . ?
C42 C35 C34 110.9(2) . . ?
C42 C35 C36 107.9(2) . . ?
C34 C35 C36 114.6(2) . . ?
C42 C35 H35 107.7 . . ?
C34 C35 H35 107.7 . . ?
C36 C35 H35 107.7 . . ?
C41 C36 C37 115.5(3) . . ?
C41 C36 C35 118.0(3) . . ?
C37 C36 C35 126.3(3) . . ?
F6 C37 C36 121.8(3) . . ?
F6 C37 C38 116.1(3) . . ?
C36 C37 C38 122.1(3) . . ?
F7 C38 C39 120.3(3) . . ?
F7 C38 C37 119.7(3) . . ?
C39 C38 C37 120.0(3) . . ?
F8 C39 C38 119.4(4) . . ?
F8 C39 C40 120.5(4) . . ?
C38 C39 C40 120.1(3) . . ?
F9 C40 C39 120.4(3) . . ?
F9 C40 C41 121.0(4) . . ?
C39 C40 C41 118.6(3) . . ?
F10 C41 C36 119.4(3) . . ?
F10 C41 C40 116.9(3) . . ?
C36 C41 C40 123.6(3) . . ?
N7 C42 C43 111.5(3) . . ?
N7 C42 C35 122.2(3) . . ?
C43 C42 C35 125.9(3) . . ?
C44 C43 C42 106.9(3) . . ?
C44 C43 H43 126.6 . . ?
C42 C43 H43 126.6 . . ?
C43 C44 C45 105.9(3) . . ?
C43 C44 H44 127.1 . . ?
C45 C44 H44 127.1 . . ?
N7 C45 C46 118.5(3) . . ?
N7 C45 C44 110.3(3) . . ?
C46 C45 C44 131.0(3) . . ?
N8 C46 C45 117.1(3) . . ?
N8 C46 H46 121.4 . . ?
C45 C46 H46 121.4 . . ?
C48 C47 N8 126.0(3) . . ?
C48 C47 C4 119.5(3) . . ?
N8 C47 C4 114.5(3) . . ?
C49 C48 C47 121.3(3) . . ?
C49 C48 H48 119.3 . . ?
C47 C48 H48 119.3 . . ?
C48 C49 C2 119.4(3) . . ?
C48 C49 C50 119.9(3) . . ?
C2 C49 C50 120.7(3) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
N9 C51 C52 124.2(4) . . ?
N9 C51 H51 117.9 . . ?
C52 C51 H51 117.9 . . ?
C51 C52 C53 117.9(4) . . ?
C51 C52 H52 121.1 . . ?
C53 C52 H52 121.1 . . ?
C54 C53 C52 118.6(4) . . ?
C54 C53 H53 120.7 . . ?
C52 C53 H53 120.7 . . ?
C53 C54 C55 119.1(4) . . ?
C53 C54 H54 120.5 . . ?
C55 C54 H54 120.5 . . ?
N9 C55 C54 122.9(4) . . ?
N9 C55 H55 118.5 . . ?
C54 C55 H55 118.5 . . ?
N10 C56 C57 123.0(3) . . ?
N10 C56 H56 118.5 . . ?
C57 C56 H56 118.5 . . ?
C58 C57 C56 119.2(4) . . ?
C58 C57 H57 120.4 . . ?
C56 C57 H57 120.4 . . ?
C57 C58 C59 118.2(4) . . ?
C57 C58 H58 120.9 . . ?
C59 C58 H58 120.9 . . ?
C60 C59 C58 119.2(4) . . ?
C60 C59 H59 120.4 . . ?
C58 C59 H59 120.4 . . ?
N10 C60 C59 123.3(3) . . ?
N10 C60 H60 118.4 . . ?
C59 C60 H60 118.4 . . ?
N11 C61 C62 124.0(5) . . ?
N11 C61 H61 118.0 . . ?
C62 C61 H61 118.0 . . ?
C63 C62 C61 118.6(4) . . ?
C63 C62 H62 120.7 . . ?
C61 C62 H62 120.7 . . ?
C62 C63 C64 118.4(5) . . ?
C62 C63 H63 120.8 . . ?
C64 C63 H63 120.8 . . ?
C63 C64 C65 119.3(5) . . ?
C63 C64 H64 120.4 . . ?
C65 C64 H64 120.4 . . ?
N11 C65 C64 124.2(4) . . ?
N11 C65 H65 117.9 . . ?
C64 C65 H65 117.9 . . ?
N12 C66 C67 122.9(4) . . ?
N12 C66 H66 118.6 . . ?
C67 C66 H66 118.6 . . ?
C66 C67 C68 118.5(4) . . ?
C66 C67 H67 120.8 . . ?
C68 C67 H67 120.8 . . ?
C69 C68 C67 118.9(4) . . ?
C69 C68 H68 120.6 . . ?
C67 C68 H68 120.6 . . ?
C68 C69 C70 119.3(4) . . ?
C68 C69 H69 120.4 . . ?
C70 C69 H69 120.4 . . ?
N12 C70 C69 123.1(4) . . ?
N12 C70 H70 118.5 . . ?
C69 C70 H70 118.5 . . ?
C72 C71 N13 118.0(8) . . ?
C72 C71 H71 121.0 . . ?
N13 C71 H71 121.0 . . ?
C73 C72 C71 118.8(7) . . ?
C73 C72 H72 120.6 . . ?
C71 C72 H72 120.6 . . ?
C74 C73 C72 124.8(8) . . ?
C74 C73 H73 117.6 . . ?
C72 C73 H73 117.6 . . ?
C75 C74 C73 119.7(9) . . ?
C75 C74 H74 120.1 . . ?
C73 C74 H74 120.1 . . ?
C74 C75 N13 124.7(8) . . ?
C74 C75 H75 117.6 . . ?
N13 C75 H75 117.6 . . ?
C76 N14 C80 120.0 . . ?
C77 C76 N14 120.0 . . ?
C77 C76 H76 120.0 . . ?
N14 C76 H76 120.0 . . ?
C76 C77 C78 120.0 . . ?
C76 C77 H77 120.0 . . ?
C78 C77 H77 120.0 . . ?
C77 C78 C79 120.0 . . ?
C77 C78 H78 120.0 . . ?
C79 C78 H78 120.0 . . ?
C80 C79 C78 120.0 . . ?
C80 C79 H79 120.0 . . ?
C78 C79 H79 120.0 . . ?
C79 C80 N14 120.0 . . ?
C79 C80 H80 120.0 . . ?
N14 C80 H80 120.0 . . ?
C5 N1 C4 126.7(3) . . ?
C5 N1 Cu1 114.9(2) . . ?
C4 N1 Cu1 116.7(2) . . ?
C9 N2 C6 104.7(2) . . ?
C9 N2 Cu1 148.6(2) . . ?
C6 N2 Cu1 103.68(18) . . ?
C17 N3 C20 104.9(3) . . ?
C17 N3 Cu2 147.3(2) . . ?
C20 N3 Cu2 107.7(2) . . ?
C21 N4 C22 128.1(3) . . ?
C21 N4 Cu2 115.4(2) . . ?
C22 N4 Cu2 116.4(2) . . ?
C30 N5 C29 126.7(3) . . ?
C30 N5 Cu2 116.0(2) . . ?
C29 N5 Cu2 116.6(2) . . ?
C34 N6 C31 104.6(3) . . ?
C34 N6 Cu2 149.1(2) . . ?
C31 N6 Cu2 106.07(19) . . ?
C42 N7 C45 105.5(2) . . ?
C42 N7 Cu1 144.7(2) . . ?
C45 N7 Cu1 108.97(19) . . ?
C46 N8 C47 126.8(3) . . ?
C46 N8 Cu1 116.3(2) . . ?
C47 N8 Cu1 116.8(2) . . ?
C55 N9 C51 117.3(3) . . ?
C55 N9 Cu1 124.9(2) . . ?
C51 N9 Cu1 117.6(2) . . ?
C56 N10 C60 117.2(3) . . ?
C56 N10 Cu1 119.7(2) . . ?
C60 N10 Cu1 123.0(2) . . ?
C65 N11 C61 115.4(4) . . ?
C65 N11 Cu2 119.8(3) . . ?
C61 N11 Cu2 121.6(3) . . ?
C66 N12 C70 117.4(3) . . ?
C66 N12 Cu2 123.5(2) . . ?
C70 N12 Cu2 118.9(3) . . ?
C71 N13 C75 113.8(7) . . ?
N1 Cu1 N8 77.38(10) . . ?
N1 Cu1 N10 94.67(10) . . ?
N8 Cu1 N10 91.17(10) . . ?
N1 Cu1 N9 90.06(10) . . ?
N8 Cu1 N9 93.21(10) . . ?
N10 Cu1 N9 174.16(10) . . ?
N1 Cu1 N7 155.62(10) . . ?
N8 Cu1 N7 78.86(10) . . ?
N10 Cu1 N7 91.15(10) . . ?
N9 Cu1 N7 85.90(10) . . ?
N1 Cu1 N2 78.72(10) . . ?
N8 Cu1 N2 156.08(10) . . ?
N10 Cu1 N2 91.70(10) . . ?
N9 Cu1 N2 85.87(9) . . ?
N7 Cu1 N2 124.81(9) . . ?
N5 Cu2 N4 77.46(11) . . ?
N5 Cu2 N12 93.30(12) . . ?
N4 Cu2 N12 91.18(11) . . ?
N5 Cu2 N3 156.53(10) . . ?
N4 Cu2 N3 79.88(10) . . ?
N12 Cu2 N3 93.19(10) . . ?
N5 Cu2 N6 78.26(11) . . ?
N4 Cu2 N6 155.70(11) . . ?
N12 Cu2 N6 89.33(11) . . ?
N3 Cu2 N6 124.35(10) . . ?
N5 Cu2 N11 89.02(13) . . ?
N4 Cu2 N11 85.64(11) . . ?
N12 Cu2 N11 175.57(11) . . ?
N3 Cu2 N11 83.22(11) . . ?
N6 Cu2 N11 94.83(11) . . ?
C81 C85 N15 120.0 . . ?
C81 C85 H85 120.0 . . ?
N15 C85 H85 120.0 . . ?
C85 C81 C82 120.0 . . ?
C85 C81 H81 120.0 . . ?
C82 C81 H81 120.0 . . ?
C81 C82 C83 120.0 . . ?
C81 C82 H82 120.0 . . ?
C83 C82 H82 120.0 . . ?
C84 C83 C82 120.0 . . ?
C84 C83 H83 120.0 . . ?
C82 C83 H83 120.0 . . ?
N15 C84 C83 120.0 . . ?
N15 C84 H84 120.0 . . ?
C83 C84 H84 120.0 . . ?
C84 N15 C85 120.0 . . ?

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
C49 C2 C3 C4 -0.9(5) . . . . ?
C1 C2 C3 C4 178.6(4) . . . . ?
C2 C3 C4 C47 0.4(5) . . . . ?
C2 C3 C4 N1 178.8(3) . . . . ?
N1 C5 C6 N2 4.8(5) . . . . ?
N1 C5 C6 C7 -177.4(3) . . . . ?
N2 C6 C7 C8 1.2(4) . . . . ?
C5 C6 C7 C8 -176.8(3) . . . . ?
C6 C7 C8 C9 0.7(4) . . . . ?
C7 C8 C9 N2 -2.4(4) . . . . ?
C7 C8 C9 C10 170.8(3) . . . . ?
N2 C9 C10 C17 -163.7(3) . . . . ?
C8 C9 C10 C17 23.9(4) . . . . ?
N2 C9 C10 C11 75.8(4) . . . . ?
C8 C9 C10 C11 -96.7(4) . . . . ?
C17 C10 C11 C12 -105.3(4) . . . . ?
C9 C10 C11 C12 18.8(4) . . . . ?
C17 C10 C11 C16 67.1(3) . . . . ?
C9 C10 C11 C16 -168.8(3) . . . . ?
C16 C11 C12 F1 179.8(3) . . . . ?
C10 C11 C12 F1 -7.5(5) . . . . ?
C16 C11 C12 C13 -1.5(5) . . . . ?
C10 C11 C12 C13 171.2(3) . . . . ?
F1 C12 C13 F2 0.2(6) . . . . ?
C11 C12 C13 F2 -178.7(4) . . . . ?
F1 C12 C13 C14 179.6(4) . . . . ?
C11 C12 C13 C14 0.8(6) . . . . ?
F2 C13 C14 F3 1.0(6) . . . . ?
C12 C13 C14 F3 -178.5(4) . . . . ?
F2 C13 C14 C15 -179.9(4) . . . . ?
C12 C13 C14 C15 0.6(6) . . . . ?
F3 C14 C15 F4 -1.3(6) . . . . ?
C13 C14 C15 F4 179.7(4) . . . . ?
F3 C14 C15 C16 177.9(4) . . . . ?
C13 C14 C15 C16 -1.2(6) . . . . ?
F4 C15 C16 F5 0.8(5) . . . . ?
C14 C15 C16 F5 -178.3(3) . . . . ?
F4 C15 C16 C11 179.6(3) . . . . ?
C14 C15 C16 C11 0.5(6) . . . . ?
C12 C11 C16 F5 179.6(3) . . . . ?
C10 C11 C16 F5 6.2(4) . . . . ?
C12 C11 C16 C15 0.9(5) . . . . ?
C10 C11 C16 C15 -172.5(3) . . . . ?
C9 C10 C17 N3 106.1(3) . . . . ?
C11 C10 C17 N3 -128.8(3) . . . . ?
C9 C10 C17 C18 -72.3(4) . . . . ?
C11 C10 C17 C18 52.7(4) . . . . ?
N3 C17 C18 C19 -0.8(4) . . . . ?
C10 C17 C18 C19 177.8(3) . . . . ?
C17 C18 C19 C20 0.6(4) . . . . ?
C18 C19 C20 N3 -0.1(4) . . . . ?
C18 C19 C20 C21 -178.4(3) . . . . ?
C19 C20 C21 N4 178.5(3) . . . . ?
N3 C20 C21 N4 0.4(5) . . . . ?
N4 C22 C23 C24 -178.2(4) . . . . ?
C29 C22 C23 C24 2.1(6) . . . . ?
C22 C23 C24 C27 0.3(6) . . . . ?
C22 C23 C24 C25 179.7(4) . . . . ?
C23 C24 C27 C28 -1.9(7) . . . . ?
C25 C24 C27 C28 178.7(4) . . . . ?
C23 C24 C27 C26 178.6(5) . . . . ?
C25 C24 C27 C26 -0.7(7) . . . . ?
C24 C27 C28 C29 1.1(7) . . . . ?
C26 C27 C28 C29 -179.4(5) . . . . ?
C27 C28 C29 N5 179.6(4) . . . . ?
C27 C28 C29 C22 1.2(7) . . . . ?
N4 C22 C29 N5 -1.1(5) . . . . ?
C23 C22 C29 N5 178.6(3) . . . . ?
N4 C22 C29 C28 177.4(4) . . . . ?
C23 C22 C29 C28 -2.8(6) . . . . ?
N5 C30 C31 N6 2.1(6) . . . . ?
N5 C30 C31 C32 172.2(4) . . . . ?
N6 C31 C32 C33 0.9(4) . . . . ?
C30 C31 C32 C33 -169.8(4) . . . . ?
C31 C32 C33 C34 0.8(4) . . . . ?
C32 C33 C34 N6 -2.4(4) . . . . ?
C32 C33 C34 C35 172.4(3) . . . . ?
N6 C34 C35 C42 -162.1(3) . . . . ?
C33 C34 C35 C42 23.7(4) . . . . ?
N6 C34 C35 C36 75.4(4) . . . . ?
C33 C34 C35 C36 -98.8(4) . . . . ?
C42 C35 C36 C41 76.3(3) . . . . ?
C34 C35 C36 C41 -159.6(3) . . . . ?
C42 C35 C36 C37 -98.5(3) . . . . ?
C34 C35 C36 C37 25.6(4) . . . . ?
C41 C36 C37 F6 -176.5(3) . . . . ?
C35 C36 C37 F6 -1.5(5) . . . . ?
C41 C36 C37 C38 1.7(4) . . . . ?
C35 C36 C37 C38 176.6(3) . . . . ?
F6 C37 C38 F7 -1.6(4) . . . . ?
C36 C37 C38 F7 -179.8(3) . . . . ?
F6 C37 C38 C39 177.9(3) . . . . ?
C36 C37 C38 C39 -0.4(5) . . . . ?
F7 C38 C39 F8 -0.3(5) . . . . ?
C37 C38 C39 F8 -179.7(3) . . . . ?
F7 C38 C39 C40 179.0(3) . . . . ?
C37 C38 C39 C40 -0.5(5) . . . . ?
F8 C39 C40 F9 0.2(6) . . . . ?
C38 C39 C40 F9 -179.0(3) . . . . ?
F8 C39 C40 C41 179.1(3) . . . . ?
C38 C39 C40 C41 -0.1(6) . . . . ?
C37 C36 C41 F10 177.6(3) . . . . ?
C35 C36 C41 F10 2.3(4) . . . . ?
C37 C36 C41 C40 -2.3(5) . . . . ?
C35 C36 C41 C40 -177.6(3) . . . . ?
F9 C40 C41 F10 0.5(5) . . . . ?
C39 C40 C41 F10 -178.4(3) . . . . ?
F9 C40 C41 C36 -179.6(3) . . . . ?
C39 C40 C41 C36 1.6(6) . . . . ?
C34 C35 C42 N7 99.5(3) . . . . ?
C36 C35 C42 N7 -134.2(3) . . . . ?
C34 C35 C42 C43 -73.6(4) . . . . ?
C36 C35 C42 C43 52.8(4) . . . . ?
N7 C42 C43 C44 -2.1(4) . . . . ?
C35 C42 C43 C44 171.6(3) . . . . ?
C42 C43 C44 C45 1.3(4) . . . . ?
C43 C44 C45 N7 -0.1(4) . . . . ?
C43 C44 C45 C46 174.8(3) . . . . ?
N7 C45 C46 N8 3.3(4) . . . . ?
C44 C45 C46 N8 -171.3(3) . . . . ?
C3 C4 C47 C48 0.0(5) . . . . ?
N1 C4 C47 C48 -178.6(3) . . . . ?
C3 C4 C47 N8 179.5(3) . . . . ?
N1 C4 C47 N8 1.0(4) . . . . ?
N8 C47 C48 C49 -179.4(3) . . . . ?
C4 C47 C48 C49 0.2(5) . . . . ?
C47 C48 C49 C2 -0.7(5) . . . . ?
C47 C48 C49 C50 178.1(3) . . . . ?
C3 C2 C49 C48 1.0(5) . . . . ?
C1 C2 C49 C48 -178.5(4) . . . . ?
C3 C2 C49 C50 -177.7(3) . . . . ?
C1 C2 C49 C50 2.8(6) . . . . ?
N9 C51 C52 C53 -0.1(7) . . . . ?
C51 C52 C53 C54 -0.3(8) . . . . ?
C52 C53 C54 C55 0.6(8) . . . . ?
C53 C54 C55 N9 -0.7(7) . . . . ?
N10 C56 C57 C58 0.3(6) . . . . ?
C56 C57 C58 C59 0.1(6) . . . . ?
C57 C58 C59 C60 -0.7(6) . . . . ?
C58 C59 C60 N10 0.9(6) . . . . ?
N11 C61 C62 C63 1.1(8) . . . . ?
C61 C62 C63 C64 0.1(9) . . . . ?
C62 C63 C64 C65 -1.0(9) . . . . ?
C63 C64 C65 N11 0.6(9) . . . . ?
N12 C66 C67 C68 0.0(6) . . . . ?
C66 C67 C68 C69 -1.2(6) . . . . ?
C67 C68 C69 C70 1.2(6) . . . . ?
C68 C69 C70 N12 0.0(5) . . . . ?
N13 C71 C72 C73 -0.3(11) . . . . ?
C71 C72 C73 C74 -1.2(13) . . . . ?
C72 C73 C74 C75 3.6(14) . . . . ?
C73 C74 C75 N13 -4.3(13) . . . . ?
C80 N14 C76 C77 0.0 . . . . ?
N14 C76 C77 C78 0.0 . . . . ?
C76 C77 C78 C79 0.0 . . . . ?
C77 C78 C79 C80 0.0 . . . . ?
C78 C79 C80 N14 0.0 . . . . ?
C76 N14 C80 C79 0.0 . . . . ?
C6 C5 N1 C4 178.4(3) . . . . ?
C6 C5 N1 Cu1 13.9(4) . . . . ?
C3 C4 N1 C5 21.2(5) . . . . ?
C47 C4 N1 C5 -160.4(3) . . . . ?
C3 C4 N1 Cu1 -174.5(3) . . . . ?
C47 C4 N1 Cu1 3.9(3) . . . . ?
C8 C9 N2 C6 3.1(4) . . . . ?
C10 C9 N2 C6 -170.3(3) . . . . ?
C8 C9 N2 Cu1 -150.9(3) . . . . ?
C10 C9 N2 Cu1 35.8(6) . . . . ?
C7 C6 N2 C9 -2.6(4) . . . . ?
C5 C6 N2 C9 175.5(3) . . . . ?
C7 C6 N2 Cu1 163.7(2) . . . . ?
C5 C6 N2 Cu1 -18.1(3) . . . . ?
C18 C17 N3 C20 0.7(3) . . . . ?
C10 C17 N3 C20 -177.9(3) . . . . ?
C18 C17 N3 Cu2 174.8(3) . . . . ?
C10 C17 N3 Cu2 -3.8(6) . . . . ?
C19 C20 N3 C17 -0.4(3) . . . . ?
C21 C20 N3 C17 178.1(3) . . . . ?
C19 C20 N3 Cu2 -177.0(2) . . . . ?
C21 C20 N3 Cu2 1.4(3) . . . . ?
C20 C21 N4 C22 -178.2(3) . . . . ?
C20 C21 N4 Cu2 -2.1(4) . . . . ?
C23 C22 N4 C21 -7.3(6) . . . . ?
C29 C22 N4 C21 172.5(4) . . . . ?
C23 C22 N4 Cu2 176.6(3) . . . . ?
C29 C22 N4 Cu2 -3.6(4) . . . . ?
C31 C30 N5 C29 -177.2(4) . . . . ?
C31 C30 N5 Cu2 12.5(5) . . . . ?
C28 C29 N5 C30 16.7(7) . . . . ?
C22 C29 N5 C30 -164.8(4) . . . . ?
C28 C29 N5 Cu2 -173.1(4) . . . . ?
C22 C29 N5 Cu2 5.4(5) . . . . ?
C33 C34 N6 C31 2.9(4) . . . . ?
C35 C34 N6 C31 -172.1(3) . . . . ?
C33 C34 N6 Cu2 -171.3(3) . . . . ?
C35 C34 N6 Cu2 13.7(6) . . . . ?
C32 C31 N6 C34 -2.4(4) . . . . ?
C30 C31 N6 C34 169.5(3) . . . . ?
C32 C31 N6 Cu2 174.6(3) . . . . ?
C30 C31 N6 Cu2 -13.6(4) . . . . ?
C43 C42 N7 C45 1.9(4) . . . . ?
C35 C42 N7 C45 -172.0(3) . . . . ?
C43 C42 N7 Cu1 -164.9(3) . . . . ?
C35 C42 N7 Cu1 21.1(5) . . . . ?
C46 C45 N7 C42 -176.8(3) . . . . ?
C44 C45 N7 C42 -1.1(3) . . . . ?
C46 C45 N7 Cu1 -4.8(3) . . . . ?
C44 C45 N7 Cu1 170.9(2) . . . . ?
C45 C46 N8 C47 177.4(3) . . . . ?
C45 C46 N8 Cu1 0.2(4) . . . . ?
C48 C47 N8 C46 -3.2(5) . . . . ?
C4 C47 N8 C46 177.3(3) . . . . ?
C48 C47 N8 Cu1 174.1(3) . . . . ?
C4 C47 N8 Cu1 -5.5(4) . . . . ?
C54 C55 N9 C51 0.4(6) . . . . ?
C54 C55 N9 Cu1 175.4(3) . . . . ?
C52 C51 N9 C55 0.0(6) . . . . ?
C52 C51 N9 Cu1 -175.3(3) . . . . ?
C57 C56 N10 C60 -0.1(5) . . . . ?
C57 C56 N10 Cu1 -176.5(3) . . . . ?
C59 C60 N10 C56 -0.5(5) . . . . ?
C59 C60 N10 Cu1 175.8(3) . . . . ?
C64 C65 N11 C61 0.5(7) . . . . ?
C64 C65 N11 Cu2 -159.7(4) . . . . ?
C62 C61 N11 C65 -1.4(6) . . . . ?
C62 C61 N11 Cu2 158.4(4) . . . . ?
C67 C66 N12 C70 1.2(5) . . . . ?
C67 C66 N12 Cu2 177.4(3) . . . . ?
C69 C70 N12 C66 -1.3(5) . . . . ?
C69 C70 N12 Cu2 -177.6(3) . . . . ?
C72 C71 N13 C75 -0.3(10) . . . . ?
C74 C75 N13 C71 2.7(12) . . . . ?
N15 C85 C81 C82 0.0 . . . . ?
C85 C81 C82 C83 0.0 . . . . ?
C81 C82 C83 C84 0.0 . . . . ?
C82 C83 C84 N15 0.0 . . . . ?
C83 C84 N15 C85 0.0 . . . . ?
C81 C85 N15 C84 0.0 . . . . ?

_refine_diff_density_max         1.082
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.093

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_Cu2(L4)
_database_code_depnum_ccdc_archive 'CCDC 1032826'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C62 H30 Cu2 F10 N8'
_chemical_formula_sum            'C62 H30 Cu2 F10 N8 O0'
_chemical_formula_weight         1204.02

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'
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'
O O 0.0106 0.0060 '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                   8.0044(2)
_cell_length_b                   16.3501(4)
_cell_length_c                   20.0568(4)
_cell_angle_alpha                97.223(2)
_cell_angle_beta                 98.673(2)
_cell_angle_gamma                92.044(2)
_cell_volume                     2570.28(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    18616
_cell_measurement_theta_min      3.4890
_cell_measurement_theta_max      29.3860

_exptl_crystal_description       block
_exptl_crystal_colour            'dark brown'
_exptl_crystal_size_max          0.5629
_exptl_crystal_size_mid          0.2172
_exptl_crystal_size_min          0.0353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1212
_exptl_absorpt_coefficient_mu    0.915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82365
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 None.
;
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_reflns_number            50441
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.926
_diffrn_reflns_theta_max         30.169
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13677
_reflns_number_gt                10851
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0602P)²+1.3430P] 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         13677
_refine_ls_number_parameters     740
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
C1 C 0.1376(3) 0.06275(14) 0.09947(11) 0.0285(4) Uani 1 1 d . . . . .
H1 H 0.2226 0.0483 0.0725 0.034 Uiso 1 1 calc R U . . .
C2 C 0.0794(3) 0.00612(13) 0.13962(11) 0.0278(4) Uani 1 1 d . . . . .
C3 C 0.1103(3) -0.07445(14) 0.15369(12) 0.0338(5) Uani 1 1 d . . . . .
H3 H 0.1869 -0.1104 0.1349 0.041 Uiso 1 1 calc R U . . .
C4 C 0.0066(3) -0.09108(14) 0.20050(12) 0.0324(5) Uani 1 1 d . . . . .
H4 H -0.0018 -0.1411 0.2196 0.039 Uiso 1 1 calc R U . . .
C5 C -0.0838(3) -0.02024(13) 0.21445(10) 0.0255(4) Uani 1 1 d . . . . .
C6 C -0.2010(3) 0.00037(13) 0.26601(10) 0.0253(4) Uani 1 1 d . . . . .
H6 H -0.1274 0.0273 0.3084 0.030 Uiso 1 1 calc R U . . .
C7 C -0.2833(3) -0.07692(13) 0.28505(11) 0.0260(4) Uani 1 1 d . . . . .
C8 C -0.4064(3) -0.12660(14) 0.24091(11) 0.0317(5) Uani 1 1 d . . . . .
C9 C -0.4849(3) -0.19555(15) 0.25882(13) 0.0377(5) Uani 1 1 d . . . . .
C10 C -0.4382(3) -0.21727(14) 0.32282(13) 0.0370(5) Uani 1 1 d . . . . .
C11 C -0.3144(3) -0.17113(15) 0.36758(12) 0.0350(5) Uani 1 1 d . . . . .
C12 C -0.2391(3) -0.10218(14) 0.34847(11) 0.0293(4) Uani 1 1 d . . . . .
C13 C -0.3295(3) 0.06281(12) 0.24628(10) 0.0243(4) Uani 1 1 d . . . . .
C14 C -0.4949(3) 0.07193(14) 0.26035(11) 0.0288(4) Uani 1 1 d . . . . .
H14 H -0.5546 0.0375 0.2846 0.035 Uiso 1 1 calc R U . . .
C15 C -0.5554(3) 0.14100(13) 0.23210(11) 0.0286(4) Uani 1 1 d . . . . .
H15 H -0.6637 0.1626 0.2332 0.034 Uiso 1 1 calc R U . . .
C16 C -0.4241(3) 0.17210(13) 0.20180(10) 0.0252(4) Uani 1 1 d . . . . .
C17 C -0.4046(3) 0.23158(13) 0.15739(10) 0.0246(4) Uani 1 1 d . . . . .
H17 H -0.4882 0.2704 0.1489 0.030 Uiso 1 1 calc R U . . .
C18 C -0.2447(2) 0.29088(13) 0.08349(10) 0.0240(4) Uani 1 1 d . . . . .
C19 C -0.2260(3) 0.26336(14) 0.01801(11) 0.0303(4) Uani 1 1 d . . . . .
H19 H -0.2333 0.2057 0.0029 0.036 Uiso 1 1 calc R U . . .
C20 C -0.1959(3) 0.31958(15) -0.02775(11) 0.0343(5) Uani 1 1 d . . . . .
H20 H -0.1867 0.2994 -0.0735 0.041 Uiso 1 1 calc R U . . .
C21 C -0.1802(3) 0.40181(15) -0.00675(11) 0.0338(5) Uani 1 1 d . . . . .
H21 H -0.1615 0.4387 -0.0382 0.041 Uiso 1 1 calc R U . . .
C22 C -0.1913(3) 0.43389(14) 0.06177(11) 0.0277(4) Uani 1 1 d . . . . .
C23 C -0.2272(2) 0.37751(13) 0.10818(10) 0.0233(4) Uani 1 1 d . . . . .
C24 C -0.2370(3) 0.40943(13) 0.17556(10) 0.0244(4) Uani 1 1 d . . . . .
H24 H -0.2639 0.3728 0.2060 0.029 Uiso 1 1 calc R U . . .
C25 C -0.2085(3) 0.49318(13) 0.19917(10) 0.0247(4) Uani 1 1 d . . . . .
C26 C -0.1721(3) 0.54942(13) 0.15317(11) 0.0289(4) Uani 1 1 d . . . . .
C27 C -0.1662(3) 0.51817(14) 0.08580(11) 0.0328(5) Uani 1 1 d . . . . .
H27 H -0.1442 0.5554 0.0550 0.039 Uiso 1 1 calc R U . . .
C28 C -0.1419(3) 0.63516(14) 0.17815(13) 0.0371(5) Uani 1 1 d . . . . .
H28 H -0.1164 0.6729 0.1483 0.045 Uiso 1 1 calc R U . . .
C29 C -0.1493(3) 0.66315(14) 0.24401(13) 0.0368(5) Uani 1 1 d . . . . .
H29 H -0.1299 0.7205 0.2597 0.044 Uiso 1 1 calc R U . . .
C30 C -0.1858(3) 0.60806(14) 0.29013(12) 0.0332(5) Uani 1 1 d . . . . .
H30 H -0.1902 0.6289 0.3362 0.040 Uiso 1 1 calc R U . . .
C31 C -0.2144(3) 0.52583(13) 0.26874(10) 0.0261(4) Uani 1 1 d . . . . .
C32 C -0.3684(3) 0.47861(14) 0.34912(11) 0.0279(4) Uani 1 1 d . . . . .
H32 H -0.4323 0.5265 0.3484 0.033 Uiso 1 1 calc R U . . .
C33 C -0.4031(3) 0.41643(14) 0.38928(11) 0.0274(4) Uani 1 1 d . . . . .
C34 C -0.5159(3) 0.40184(16) 0.43397(12) 0.0343(5) Uani 1 1 d . . . . .
H34 H -0.5996 0.4373 0.4476 0.041 Uiso 1 1 calc R U . . .
C35 C -0.4813(3) 0.32531(16) 0.45450(12) 0.0341(5) Uani 1 1 d . . . . .
H35 H -0.5371 0.2984 0.4850 0.041 Uiso 1 1 calc R U . . .
C36 C -0.3480(3) 0.29505(14) 0.42172(10) 0.0276(4) Uani 1 1 d . . . . .
C37 C -0.2717(3) 0.21166(14) 0.41828(10) 0.0277(4) Uani 1 1 d . . . . .
H37 H -0.3469 0.1750 0.3813 0.033 Uiso 1 1 calc R U . . .
C38 C -0.2701(3) 0.17049(14) 0.48229(11) 0.0286(4) Uani 1 1 d . . . . .
C39 C -0.2119(3) 0.20940(15) 0.54764(12) 0.0349(5) Uani 1 1 d . . . . .
C40 C -0.2035(3) 0.16772(17) 0.60401(12) 0.0383(5) Uani 1 1 d . . . . .
C41 C -0.2464(3) 0.08509(16) 0.59624(12) 0.0357(5) Uani 1 1 d . . . . .
C42 C -0.2986(3) 0.04398(14) 0.53249(12) 0.0322(5) Uani 1 1 d . . . . .
C43 C -0.3140(3) 0.08706(14) 0.47710(11) 0.0299(4) Uani 1 1 d . . . . .
C44 C -0.0957(3) 0.20988(13) 0.39840(10) 0.0265(4) Uani 1 1 d . . . . .
C45 C 0.0315(3) 0.15457(14) 0.41160(12) 0.0324(5) Uani 1 1 d . . . . .
H45 H 0.0269 0.1100 0.4376 0.039 Uiso 1 1 calc R U . . .
C46 C 0.1658(3) 0.17689(14) 0.37964(12) 0.0325(5) Uani 1 1 d . . . . .
H46 H 0.2703 0.1511 0.3796 0.039 Uiso 1 1 calc R U . . .
C47 C 0.1148(3) 0.24543(13) 0.34754(10) 0.0266(4) Uani 1 1 d . . . . .
C48 C 0.1893(3) 0.30225(13) 0.31173(10) 0.0256(4) Uani 1 1 d . . . . .
H48 H 0.2999 0.2955 0.3008 0.031 Uiso 1 1 calc R U . . .
C49 C 0.1741(2) 0.41828(13) 0.25394(10) 0.0241(4) Uani 1 1 d . . . . .
C50 C 0.2064(3) 0.50009(14) 0.27742(11) 0.0302(5) Uani 1 1 d . . . . .
H50 H 0.1782 0.5215 0.3203 0.036 Uiso 1 1 calc R U . . .
C51 C 0.2817(3) 0.55370(14) 0.23839(12) 0.0340(5) Uani 1 1 d . . . . .
H51 H 0.3028 0.6106 0.2555 0.041 Uiso 1 1 calc R U . . .
C52 C 0.3238(3) 0.52502(14) 0.17730(12) 0.0332(5) Uani 1 1 d . . . . .
H52 H 0.3792 0.5612 0.1531 0.040 Uiso 1 1 calc R U . . .
C53 C 0.2856(3) 0.44059(13) 0.14885(10) 0.0261(4) Uani 1 1 d . . . . .
C54 C 0.2069(2) 0.38596(13) 0.18700(10) 0.0229(4) Uani 1 1 d . . . . .
C55 C 0.1611(2) 0.30456(12) 0.15763(10) 0.0225(4) Uani 1 1 d . . . . .
H55 H 0.1103 0.2683 0.1832 0.027 Uiso 1 1 calc R U . . .
C56 C 0.1874(2) 0.27477(13) 0.09178(10) 0.0232(4) Uani 1 1 d . . . . .
C57 C 0.2704(3) 0.32927(14) 0.05431(10) 0.0272(4) Uani 1 1 d . . . . .
C58 C 0.3191(3) 0.40979(14) 0.08416(11) 0.0297(5) Uani 1 1 d . . . . .
H58 H 0.3768 0.4450 0.0598 0.036 Uiso 1 1 calc R U . . .
C59 C 0.2999(3) 0.29883(15) -0.01271(11) 0.0344(5) Uani 1 1 d . . . . .
H59 H 0.3591 0.3332 -0.0372 0.041 Uiso 1 1 calc R U . . .
C60 C 0.2442(3) 0.22160(16) -0.04148(11) 0.0370(5) Uani 1 1 d . . . . .
H60 H 0.2598 0.2034 -0.0869 0.044 Uiso 1 1 calc R U . . .
C61 C 0.1631(3) 0.16738(15) -0.00510(11) 0.0332(5) Uani 1 1 d . . . . .
H61 H 0.1239 0.1135 -0.0265 0.040 Uiso 1 1 calc R U . . .
C62 C 0.1405(3) 0.19182(13) 0.06090(10) 0.0256(4) Uani 1 1 d . . . . .
N1 N 0.0737(2) 0.13536(11) 0.09967(9) 0.0256(4) Uani 1 1 d . . . . .
N2 N -0.0380(2) 0.03742(11) 0.17770(9) 0.0268(4) Uani 1 1 d . . . . .
N3 N -0.2879(2) 0.12392(11) 0.21184(9) 0.0252(4) Uani 1 1 d . . . . .
N4 N -0.2686(2) 0.23170(10) 0.12837(8) 0.0234(3) Uani 1 1 d . . . . .
N5 N -0.2457(2) 0.46802(11) 0.31305(8) 0.0255(4) Uani 1 1 d . . . . .
N6 N -0.3033(2) 0.35064(11) 0.38269(9) 0.0271(4) Uani 1 1 d . . . . .
N7 N -0.0448(2) 0.26294(11) 0.35891(9) 0.0251(4) Uani 1 1 d . . . . .
N8 N 0.1020(2) 0.36478(11) 0.29388(8) 0.0234(3) Uani 1 1 d . . . . .
F1 F -0.4534(2) -0.10868(9) 0.17741(7) 0.0427(3) Uani 1 1 d . . . . .
F2 F -0.6042(2) -0.24132(10) 0.21404(8) 0.0566(4) Uani 1 1 d . . . . .
F3 F -0.5119(2) -0.28402(9) 0.34142(9) 0.0541(4) Uani 1 1 d . . . . .
F4 F -0.2668(2) -0.19322(10) 0.42934(8) 0.0534(4) Uani 1 1 d . . . . .
F5 F -0.11757(17) -0.05907(9) 0.39443(7) 0.0376(3) Uani 1 1 d . . . . .
F6 F -0.1587(2) 0.28892(10) 0.55818(8) 0.0540(4) Uani 1 1 d . . . . .
F7 F -0.1470(2) 0.20806(11) 0.66622(7) 0.0595(5) Uani 1 1 d . . . . .
F8 F -0.2343(2) 0.04407(10) 0.65043(7) 0.0515(4) Uani 1 1 d . . . . .
F9 F -0.33546(19) -0.03808(9) 0.52309(8) 0.0434(3) Uani 1 1 d . . . . .
F10 F -0.37183(19) 0.04452(9) 0.41557(7) 0.0389(3) Uani 1 1 d . . . . .
Cu1 Cu -0.12254(3) 0.13945(2) 0.15418(2) 0.02397(7) Uani 1 1 d . . . . .
Cu2 Cu -0.11958(3) 0.36581(2) 0.33316(2) 0.02494(7) Uani 1 1 d . . . . .


_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
C1 N1 1.309(3) . ?
C1 C2 1.412(3) . ?
C1 H1 0.9500 . ?
C2 N2 1.371(3) . ?
C2 C3 1.404(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.408(3) . ?
C4 H4 0.9500 . ?
C5 N2 1.341(3) . ?
C5 C6 1.513(3) . ?
C6 C13 1.520(3) . ?
C6 C7 1.521(3) . ?
C6 H6 1.0000 . ?
C7 C8 1.383(3) . ?
C7 C12 1.386(3) . ?
C8 F1 1.344(2) . ?
C8 C9 1.384(3) . ?
C9 F2 1.341(3) . ?
C9 C10 1.376(3) . ?
C10 F3 1.342(3) . ?
C10 C11 1.366(4) . ?
C11 F4 1.338(3) . ?
C11 C12 1.382(3) . ?
C12 F5 1.346(3) . ?
C13 N3 1.344(3) . ?
C13 C14 1.404(3) . ?
C14 C15 1.396(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.401(3) . ?
C15 H15 0.9500 . ?
C16 N3 1.373(3) . ?
C16 C17 1.419(3) . ?
C17 N4 1.310(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.366(3) . ?
C18 N4 1.429(2) . ?
C18 C23 1.435(3) . ?
C19 C20 1.417(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.353(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.425(3) . ?
C21 H21 0.9500 . ?
C22 C27 1.398(3) . ?
C22 C23 1.441(3) . ?
C23 C24 1.401(3) . ?
C24 C25 1.390(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.434(3) . ?
C25 C31 1.438(3) . ?
C26 C27 1.392(3) . ?
C26 C28 1.427(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.353(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.423(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.359(3) . ?
C30 H30 0.9500 . ?
C31 N5 1.417(3) . ?
C32 N5 1.309(3) . ?
C32 C33 1.419(3) . ?
C32 H32 0.9500 . ?
C33 N6 1.368(3) . ?
C33 C34 1.399(3) . ?
C34 C35 1.390(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.408(3) . ?
C35 H35 0.9500 . ?
C36 N6 1.344(3) . ?
C36 C37 1.512(3) . ?
C37 C44 1.521(3) . ?
C37 C38 1.521(3) . ?
C37 H37 1.0000 . ?
C38 C43 1.383(3) . ?
C38 C39 1.387(3) . ?
C39 F6 1.334(3) . ?
C39 C40 1.386(3) . ?
C40 F7 1.341(3) . ?
C40 C41 1.366(4) . ?
C41 F8 1.340(2) . ?
C41 C42 1.365(3) . ?
C42 F9 1.347(3) . ?
C42 C43 1.381(3) . ?
C43 F10 1.346(3) . ?
C44 N7 1.338(3) . ?
C44 C45 1.404(3) . ?
C45 C46 1.392(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.404(3) . ?
C46 H46 0.9500 . ?
C47 N7 1.365(3) . ?
C47 C48 1.411(3) . ?
C48 N8 1.315(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.363(3) . ?
C49 N8 1.421(2) . ?
C49 C54 1.445(3) . ?
C50 C51 1.422(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.351(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.430(3) . ?
C52 H52 0.9500 . ?
C53 C58 1.399(3) . ?
C53 C54 1.434(3) . ?
C54 C55 1.398(3) . ?
C55 C56 1.398(3) . ?
C55 H55 0.9500 . ?
C56 C62 1.430(3) . ?
C56 C57 1.441(3) . ?
C57 C58 1.392(3) . ?
C57 C59 1.430(3) . ?
C58 H58 0.9500 . ?
C59 C60 1.351(4) . ?
C59 H59 0.9500 . ?
C60 C61 1.416(3) . ?
C60 H60 0.9500 . ?
C61 C62 1.374(3) . ?
C61 H61 0.9500 . ?
C62 N1 1.419(3) . ?
N1 Cu1 2.0428(17) . ?
N2 Cu1 1.9091(17) . ?
N3 Cu1 1.9143(17) . ?
N4 Cu1 2.0122(17) . ?
N5 Cu2 2.0351(17) . ?
N6 Cu2 1.9200(17) . ?
N7 Cu2 1.9108(17) . ?
N8 Cu2 2.0462(17) . ?

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
N1 C1 C2 119.57(19) . . ?
N1 C1 H1 120.2 . . ?
C2 C1 H1 120.2 . . ?
N2 C2 C3 108.78(19) . . ?
N2 C2 C1 113.16(18) . . ?
C3 C2 C1 138.0(2) . . ?
C4 C3 C2 106.28(19) . . ?
C4 C3 H3 126.9 . . ?
C2 C3 H3 126.9 . . ?
C3 C4 C5 107.44(19) . . ?
C3 C4 H4 126.3 . . ?
C5 C4 H4 126.3 . . ?
N2 C5 C4 108.77(19) . . ?
N2 C5 C6 119.98(18) . . ?
C4 C5 C6 130.93(19) . . ?
C5 C6 C13 113.96(16) . . ?
C5 C6 C7 111.87(17) . . ?
C13 C6 C7 112.33(17) . . ?
C5 C6 H6 106.0 . . ?
C13 C6 H6 106.0 . . ?
C7 C6 H6 106.0 . . ?
C8 C7 C12 115.4(2) . . ?
C8 C7 C6 122.84(19) . . ?
C12 C7 C6 121.73(19) . . ?
F1 C8 C7 119.75(19) . . ?
F1 C8 C9 117.3(2) . . ?
C7 C8 C9 122.9(2) . . ?
F2 C9 C10 120.3(2) . . ?
F2 C9 C8 120.4(2) . . ?
C10 C9 C8 119.3(2) . . ?
F3 C10 C11 119.7(2) . . ?
F3 C10 C9 120.6(2) . . ?
C11 C10 C9 119.8(2) . . ?
F4 C11 C10 119.7(2) . . ?
F4 C11 C12 120.7(2) . . ?
C10 C11 C12 119.6(2) . . ?
F5 C12 C11 117.16(19) . . ?
F5 C12 C7 119.93(19) . . ?
C11 C12 C7 122.9(2) . . ?
N3 C13 C14 109.06(18) . . ?
N3 C13 C6 120.19(18) . . ?
C14 C13 C6 130.70(18) . . ?
C15 C14 C13 107.33(18) . . ?
C15 C14 H14 126.3 . . ?
C13 C14 H14 126.3 . . ?
C14 C15 C16 106.17(19) . . ?
C14 C15 H15 126.9 . . ?
C16 C15 H15 126.9 . . ?
N3 C16 C15 109.03(18) . . ?
N3 C16 C17 113.57(18) . . ?
C15 C16 C17 136.75(19) . . ?
N4 C17 C16 118.43(18) . . ?
N4 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C19 C18 N4 118.81(19) . . ?
C19 C18 C23 120.46(19) . . ?
N4 C18 C23 120.55(18) . . ?
C18 C19 C20 120.9(2) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 121.0(2) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C27 C22 C21 122.22(19) . . ?
C27 C22 C23 118.83(19) . . ?
C21 C22 C23 118.9(2) . . ?
C24 C23 C18 123.27(18) . . ?
C24 C23 C22 118.63(19) . . ?
C18 C23 C22 118.06(18) . . ?
C25 C24 C23 121.98(18) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C24 C25 C26 119.50(19) . . ?
C24 C25 C31 122.09(18) . . ?
C26 C25 C31 118.41(19) . . ?
C27 C26 C28 122.4(2) . . ?
C27 C26 C25 118.7(2) . . ?
C28 C26 C25 119.0(2) . . ?
C26 C27 C22 122.36(19) . . ?
C26 C27 H27 118.8 . . ?
C22 C27 H27 118.8 . . ?
C29 C28 C26 120.6(2) . . ?
C29 C28 H28 119.7 . . ?
C26 C28 H28 119.7 . . ?
C28 C29 C30 121.0(2) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 120.5(2) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 N5 122.71(19) . . ?
C30 C31 C25 120.55(19) . . ?
N5 C31 C25 116.70(18) . . ?
N5 C32 C33 117.95(19) . . ?
N5 C32 H32 121.0 . . ?
C33 C32 H32 121.0 . . ?
N6 C33 C34 108.90(19) . . ?
N6 C33 C32 113.46(18) . . ?
C34 C33 C32 137.6(2) . . ?
C35 C34 C33 106.5(2) . . ?
C35 C34 H34 126.8 . . ?
C33 C34 H34 126.8 . . ?
C34 C35 C36 107.2(2) . . ?
C34 C35 H35 126.4 . . ?
C36 C35 H35 126.4 . . ?
N6 C36 C35 108.69(19) . . ?
N6 C36 C37 120.11(18) . . ?
C35 C36 C37 130.7(2) . . ?
C36 C37 C44 115.20(17) . . ?
C36 C37 C38 114.36(18) . . ?
C44 C37 C38 108.70(17) . . ?
C36 C37 H37 105.9 . . ?
C44 C37 H37 105.9 . . ?
C38 C37 H37 105.9 . . ?
C43 C38 C39 115.53(19) . . ?
C43 C38 C37 120.0(2) . . ?
C39 C38 C37 124.2(2) . . ?
F6 C39 C40 117.5(2) . . ?
F6 C39 C38 120.55(19) . . ?
C40 C39 C38 122.0(2) . . ?
F7 C40 C41 119.8(2) . . ?
F7 C40 C39 119.8(2) . . ?
C41 C40 C39 120.3(2) . . ?
F8 C41 C42 120.0(2) . . ?
F8 C41 C40 120.5(2) . . ?
C42 C41 C40 119.4(2) . . ?
F9 C42 C41 120.7(2) . . ?
F9 C42 C43 119.7(2) . . ?
C41 C42 C43 119.6(2) . . ?
F10 C43 C42 117.5(2) . . ?
F10 C43 C38 119.45(19) . . ?
C42 C43 C38 123.0(2) . . ?
N7 C44 C45 108.97(19) . . ?
N7 C44 C37 121.24(18) . . ?
C45 C44 C37 129.65(19) . . ?
C46 C45 C44 107.48(19) . . ?
C46 C45 H45 126.3 . . ?
C44 C45 H45 126.3 . . ?
C45 C46 C47 105.74(19) . . ?
C45 C46 H46 127.1 . . ?
C47 C46 H46 127.1 . . ?
N7 C47 C46 109.23(19) . . ?
N7 C47 C48 113.98(18) . . ?
C46 C47 C48 136.6(2) . . ?
N8 C48 C47 118.37(19) . . ?
N8 C48 H48 120.8 . . ?
C47 C48 H48 120.8 . . ?
C50 C49 N8 120.37(19) . . ?
C50 C49 C54 120.11(19) . . ?
N8 C49 C54 119.48(18) . . ?
C49 C50 C51 120.7(2) . . ?
C49 C50 H50 119.6 . . ?
C51 C50 H50 119.6 . . ?
C52 C51 C50 121.1(2) . . ?
C52 C51 H51 119.5 . . ?
C50 C51 H51 119.5 . . ?
C51 C52 C53 120.5(2) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 H52 119.7 . . ?
C58 C53 C52 122.10(19) . . ?
C58 C53 C54 118.8(2) . . ?
C52 C53 C54 119.12(19) . . ?
C55 C54 C53 119.10(18) . . ?
C55 C54 C49 122.59(18) . . ?
C53 C54 C49 118.29(19) . . ?
C56 C55 C54 122.17(18) . . ?
C56 C55 H55 118.9 . . ?
C54 C55 H55 118.9 . . ?
C55 C56 C62 122.85(18) . . ?
C55 C56 C57 118.49(19) . . ?
C62 C56 C57 118.63(18) . . ?
C58 C57 C59 121.98(19) . . ?
C58 C57 C56 119.23(19) . . ?
C59 C57 C56 118.8(2) . . ?
C57 C58 C53 122.13(19) . . ?
C57 C58 H58 118.9 . . ?
C53 C58 H58 118.9 . . ?
C60 C59 C57 120.6(2) . . ?
C60 C59 H59 119.7 . . ?
C57 C59 H59 119.7 . . ?
C59 C60 C61 121.1(2) . . ?
C59 C60 H60 119.4 . . ?
C61 C60 H60 119.4 . . ?
C62 C61 C60 120.7(2) . . ?
C62 C61 H61 119.7 . . ?
C60 C61 H61 119.7 . . ?
C61 C62 N1 120.9(2) . . ?
C61 C62 C56 120.0(2) . . ?
N1 C62 C56 119.12(17) . . ?
C1 N1 C62 117.87(18) . . ?
C1 N1 Cu1 109.15(14) . . ?
C62 N1 Cu1 132.84(14) . . ?
C5 N2 C2 108.71(18) . . ?
C5 N2 Cu1 135.78(15) . . ?
C2 N2 Cu1 114.32(14) . . ?
C13 N3 C16 108.41(17) . . ?
C13 N3 Cu1 134.61(14) . . ?
C16 N3 Cu1 113.95(13) . . ?
C17 N4 C18 119.87(17) . . ?
C17 N4 Cu1 110.75(13) . . ?
C18 N4 Cu1 129.34(13) . . ?
C32 N5 C31 119.72(18) . . ?
C32 N5 Cu2 111.15(14) . . ?
C31 N5 Cu2 129.11(14) . . ?
C36 N6 C33 108.69(18) . . ?
C36 N6 Cu2 135.59(15) . . ?
C33 N6 Cu2 114.95(14) . . ?
C44 N7 C47 108.55(17) . . ?
C44 N7 Cu2 134.80(15) . . ?
C47 N7 Cu2 115.01(14) . . ?
C48 N8 C49 117.66(17) . . ?
C48 N8 Cu2 110.15(13) . . ?
C49 N8 Cu2 132.18(13) . . ?
N2 Cu1 N3 86.31(7) . . ?
N2 Cu1 N4 165.48(7) . . ?
N3 Cu1 N4 82.69(7) . . ?
N2 Cu1 N1 82.23(7) . . ?
N3 Cu1 N1 168.48(7) . . ?
N4 Cu1 N1 108.80(7) . . ?
N7 Cu2 N6 86.60(7) . . ?
N7 Cu2 N5 167.64(7) . . ?
N6 Cu2 N5 81.34(7) . . ?
N7 Cu2 N8 81.80(7) . . ?
N6 Cu2 N8 167.40(7) . . ?
N5 Cu2 N8 110.45(7) . . ?

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
N1 C1 C2 N2 -2.6(3) . . . . ?
N1 C1 C2 C3 179.5(3) . . . . ?
N2 C2 C3 C4 0.8(3) . . . . ?
C1 C2 C3 C4 178.8(3) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C3 C4 C5 N2 0.1(3) . . . . ?
C3 C4 C5 C6 -173.2(2) . . . . ?
N2 C5 C6 C13 32.4(3) . . . . ?
C4 C5 C6 C13 -154.8(2) . . . . ?
N2 C5 C6 C7 161.23(18) . . . . ?
C4 C5 C6 C7 -26.0(3) . . . . ?
C5 C6 C7 C8 -71.0(3) . . . . ?
C13 C6 C7 C8 58.7(3) . . . . ?
C5 C6 C7 C12 109.0(2) . . . . ?
C13 C6 C7 C12 -121.3(2) . . . . ?
C12 C7 C8 F1 -177.7(2) . . . . ?
C6 C7 C8 F1 2.3(3) . . . . ?
C12 C7 C8 C9 1.9(3) . . . . ?
C6 C7 C8 C9 -178.0(2) . . . . ?
F1 C8 C9 F2 -0.7(4) . . . . ?
C7 C8 C9 F2 179.6(2) . . . . ?
F1 C8 C9 C10 178.6(2) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
F2 C9 C10 F3 -0.4(4) . . . . ?
C8 C9 C10 F3 -179.8(2) . . . . ?
F2 C9 C10 C11 178.8(2) . . . . ?
C8 C9 C10 C11 -0.5(4) . . . . ?
F3 C10 C11 F4 0.5(4) . . . . ?
C9 C10 C11 F4 -178.7(2) . . . . ?
F3 C10 C11 C12 -179.7(2) . . . . ?
C9 C10 C11 C12 1.1(4) . . . . ?
F4 C11 C12 F5 0.0(3) . . . . ?
C10 C11 C12 F5 -179.8(2) . . . . ?
F4 C11 C12 C7 179.7(2) . . . . ?
C10 C11 C12 C7 -0.1(4) . . . . ?
C8 C7 C12 F5 178.37(19) . . . . ?
C6 C7 C12 F5 -1.6(3) . . . . ?
C8 C7 C12 C11 -1.4(3) . . . . ?
C6 C7 C12 C11 178.6(2) . . . . ?
C5 C6 C13 N3 -34.4(3) . . . . ?
C7 C6 C13 N3 -162.90(18) . . . . ?
C5 C6 C13 C14 148.7(2) . . . . ?
C7 C6 C13 C14 20.1(3) . . . . ?
N3 C13 C14 C15 0.9(2) . . . . ?
C6 C13 C14 C15 178.1(2) . . . . ?
C13 C14 C15 C16 -0.2(2) . . . . ?
C14 C15 C16 N3 -0.5(2) . . . . ?
C14 C15 C16 C17 169.2(2) . . . . ?
N3 C16 C17 N4 3.7(3) . . . . ?
C15 C16 C17 N4 -165.7(2) . . . . ?
N4 C18 C19 C20 -177.69(19) . . . . ?
C23 C18 C19 C20 -2.6(3) . . . . ?
C18 C19 C20 C21 1.9(4) . . . . ?
C19 C20 C21 C22 0.8(4) . . . . ?
C20 C21 C22 C27 176.3(2) . . . . ?
C20 C21 C22 C23 -2.7(3) . . . . ?
C19 C18 C23 C24 -176.9(2) . . . . ?
N4 C18 C23 C24 -1.9(3) . . . . ?
C19 C18 C23 C22 0.6(3) . . . . ?
N4 C18 C23 C22 175.65(17) . . . . ?
C27 C22 C23 C24 0.6(3) . . . . ?
C21 C22 C23 C24 179.66(19) . . . . ?
C27 C22 C23 C18 -177.11(19) . . . . ?
C21 C22 C23 C18 2.0(3) . . . . ?
C18 C23 C24 C25 175.71(19) . . . . ?
C22 C23 C24 C25 -1.9(3) . . . . ?
C23 C24 C25 C26 1.6(3) . . . . ?
C23 C24 C25 C31 -178.43(19) . . . . ?
C24 C25 C26 C27 -0.1(3) . . . . ?
C31 C25 C26 C27 180.0(2) . . . . ?
C24 C25 C26 C28 -179.5(2) . . . . ?
C31 C25 C26 C28 0.5(3) . . . . ?
C28 C26 C27 C22 178.3(2) . . . . ?
C25 C26 C27 C22 -1.2(3) . . . . ?
C21 C22 C27 C26 -178.1(2) . . . . ?
C23 C22 C27 C26 0.9(3) . . . . ?
C27 C26 C28 C29 179.8(2) . . . . ?
C25 C26 C28 C29 -0.7(4) . . . . ?
C26 C28 C29 C30 0.6(4) . . . . ?
C28 C29 C30 C31 -0.1(4) . . . . ?
C29 C30 C31 N5 177.9(2) . . . . ?
C29 C30 C31 C25 -0.1(3) . . . . ?
C24 C25 C31 C30 179.9(2) . . . . ?
C26 C25 C31 C30 -0.1(3) . . . . ?
C24 C25 C31 N5 1.9(3) . . . . ?
C26 C25 C31 N5 -178.17(18) . . . . ?
N5 C32 C33 N6 -2.0(3) . . . . ?
N5 C32 C33 C34 179.7(3) . . . . ?
N6 C33 C34 C35 0.1(3) . . . . ?
C32 C33 C34 C35 178.5(3) . . . . ?
C33 C34 C35 C36 0.0(3) . . . . ?
C34 C35 C36 N6 -0.1(3) . . . . ?
C34 C35 C36 C37 -172.0(2) . . . . ?
N6 C36 C37 C44 28.1(3) . . . . ?
C35 C36 C37 C44 -160.8(2) . . . . ?
N6 C36 C37 C38 155.08(19) . . . . ?
C35 C36 C37 C38 -33.8(3) . . . . ?
C36 C37 C38 C43 137.2(2) . . . . ?
C44 C37 C38 C43 -92.5(2) . . . . ?
C36 C37 C38 C39 -49.0(3) . . . . ?
C44 C37 C38 C39 81.3(3) . . . . ?
C43 C38 C39 F6 176.9(2) . . . . ?
C37 C38 C39 F6 2.8(4) . . . . ?
C43 C38 C39 C40 -1.9(4) . . . . ?
C37 C38 C39 C40 -176.0(2) . . . . ?
F6 C39 C40 F7 1.4(4) . . . . ?
C38 C39 C40 F7 -179.7(2) . . . . ?
F6 C39 C40 C41 -176.0(2) . . . . ?
C38 C39 C40 C41 2.8(4) . . . . ?
F7 C40 C41 F8 0.8(4) . . . . ?
C39 C40 C41 F8 178.3(2) . . . . ?
F7 C40 C41 C42 -177.9(2) . . . . ?
C39 C40 C41 C42 -0.4(4) . . . . ?
F8 C41 C42 F9 -1.2(3) . . . . ?
C40 C41 C42 F9 177.5(2) . . . . ?
F8 C41 C42 C43 178.7(2) . . . . ?
C40 C41 C42 C43 -2.6(4) . . . . ?
F9 C42 C43 F10 2.3(3) . . . . ?
C41 C42 C43 F10 -177.6(2) . . . . ?
F9 C42 C43 C38 -176.5(2) . . . . ?
C41 C42 C43 C38 3.6(4) . . . . ?
C39 C38 C43 F10 179.9(2) . . . . ?
C37 C38 C43 F10 -5.7(3) . . . . ?
C39 C38 C43 C42 -1.2(3) . . . . ?
C37 C38 C43 C42 173.1(2) . . . . ?
C36 C37 C44 N7 -28.5(3) . . . . ?
C38 C37 C44 N7 -158.3(2) . . . . ?
C36 C37 C44 C45 156.3(2) . . . . ?
C38 C37 C44 C45 26.5(3) . . . . ?
N7 C44 C45 C46 1.3(3) . . . . ?
C37 C44 C45 C46 177.0(2) . . . . ?
C44 C45 C46 C47 -0.3(3) . . . . ?
C45 C46 C47 N7 -0.8(3) . . . . ?
C45 C46 C47 C48 173.8(3) . . . . ?
N7 C47 C48 N8 0.6(3) . . . . ?
C46 C47 C48 N8 -173.8(2) . . . . ?
N8 C49 C50 C51 178.67(19) . . . . ?
C54 C49 C50 C51 -3.7(3) . . . . ?
C49 C50 C51 C52 -0.3(4) . . . . ?
C50 C51 C52 C53 3.2(4) . . . . ?
C51 C52 C53 C58 176.5(2) . . . . ?
C51 C52 C53 C54 -2.0(3) . . . . ?
C58 C53 C54 C55 -2.1(3) . . . . ?
C52 C53 C54 C55 176.49(19) . . . . ?
C58 C53 C54 C49 179.58(18) . . . . ?
C52 C53 C54 C49 -1.9(3) . . . . ?
C50 C49 C54 C55 -173.59(19) . . . . ?
N8 C49 C54 C55 4.0(3) . . . . ?
C50 C49 C54 C53 4.7(3) . . . . ?
N8 C49 C54 C53 -177.67(17) . . . . ?
C53 C54 C55 C56 -0.8(3) . . . . ?
C49 C54 C55 C56 177.43(18) . . . . ?
C54 C55 C56 C62 -179.71(18) . . . . ?
C54 C55 C56 C57 2.4(3) . . . . ?
C55 C56 C57 C58 -1.0(3) . . . . ?
C62 C56 C57 C58 -179.03(19) . . . . ?
C55 C56 C57 C59 179.14(19) . . . . ?
C62 C56 C57 C59 1.1(3) . . . . ?
C59 C57 C58 C53 177.9(2) . . . . ?
C56 C57 C58 C53 -1.9(3) . . . . ?
C52 C53 C58 C57 -175.1(2) . . . . ?
C54 C53 C58 C57 3.5(3) . . . . ?
C58 C57 C59 C60 -176.9(2) . . . . ?
C56 C57 C59 C60 2.9(3) . . . . ?
C57 C59 C60 C61 -3.2(4) . . . . ?
C59 C60 C61 C62 -0.7(4) . . . . ?
C60 C61 C62 N1 -174.1(2) . . . . ?
C60 C61 C62 C56 4.8(3) . . . . ?
C55 C56 C62 C61 177.17(19) . . . . ?
C57 C56 C62 C61 -4.9(3) . . . . ?
C55 C56 C62 N1 -3.9(3) . . . . ?
C57 C56 C62 N1 173.98(18) . . . . ?
C2 C1 N1 C62 177.39(19) . . . . ?
C2 C1 N1 Cu1 -6.5(2) . . . . ?
C61 C62 N1 C1 47.4(3) . . . . ?
C56 C62 N1 C1 -131.5(2) . . . . ?
C61 C62 N1 Cu1 -127.6(2) . . . . ?
C56 C62 N1 Cu1 53.5(3) . . . . ?
C4 C5 N2 C2 0.4(2) . . . . ?
C6 C5 N2 C2 174.59(18) . . . . ?
C4 C5 N2 Cu1 166.71(17) . . . . ?
C6 C5 N2 Cu1 -19.1(3) . . . . ?
C3 C2 N2 C5 -0.8(2) . . . . ?
C1 C2 N2 C5 -179.28(19) . . . . ?
C3 C2 N2 Cu1 -170.33(15) . . . . ?
C1 C2 N2 Cu1 11.1(2) . . . . ?
C14 C13 N3 C16 -1.2(2) . . . . ?
C6 C13 N3 C16 -178.78(18) . . . . ?
C14 C13 N3 Cu1 -159.48(16) . . . . ?
C6 C13 N3 Cu1 22.9(3) . . . . ?
C15 C16 N3 C13 1.1(2) . . . . ?
C17 C16 N3 C13 -171.27(18) . . . . ?
C15 C16 N3 Cu1 164.32(14) . . . . ?
C17 C16 N3 Cu1 -8.0(2) . . . . ?
C16 C17 N4 C18 -179.86(18) . . . . ?
C16 C17 N4 Cu1 2.1(2) . . . . ?
C19 C18 N4 C17 -121.5(2) . . . . ?
C23 C18 N4 C17 63.4(3) . . . . ?
C19 C18 N4 Cu1 56.1(3) . . . . ?
C23 C18 N4 Cu1 -119.03(19) . . . . ?
C33 C32 N5 C31 175.73(19) . . . . ?
C33 C32 N5 Cu2 -5.8(2) . . . . ?
C30 C31 N5 C32 54.9(3) . . . . ?
C25 C31 N5 C32 -127.1(2) . . . . ?
C30 C31 N5 Cu2 -123.3(2) . . . . ?
C25 C31 N5 Cu2 54.7(2) . . . . ?
C35 C36 N6 C33 0.2(3) . . . . ?
C37 C36 N6 C33 173.14(19) . . . . ?
C35 C36 N6 Cu2 169.28(17) . . . . ?
C37 C36 N6 Cu2 -17.8(3) . . . . ?
C34 C33 N6 C36 -0.2(3) . . . . ?
C32 C33 N6 C36 -179.01(18) . . . . ?
C34 C33 N6 Cu2 -171.80(15) . . . . ?
C32 C33 N6 Cu2 9.4(2) . . . . ?
C45 C44 N7 C47 -1.8(3) . . . . ?
C37 C44 N7 C47 -177.94(19) . . . . ?
C45 C44 N7 Cu2 -165.87(17) . . . . ?
C37 C44 N7 Cu2 18.0(3) . . . . ?
C46 C47 N7 C44 1.7(3) . . . . ?
C48 C47 N7 C44 -174.29(18) . . . . ?
C46 C47 N7 Cu2 169.24(15) . . . . ?
C48 C47 N7 Cu2 -6.7(2) . . . . ?
C47 C48 N8 C49 -175.87(18) . . . . ?
C47 C48 N8 Cu2 5.2(2) . . . . ?
C50 C49 N8 C48 -120.0(2) . . . . ?
C54 C49 N8 C48 62.4(2) . . . . ?
C50 C49 N8 Cu2 58.6(3) . . . . ?
C54 C49 N8 Cu2 -119.00(19) . . . . ?

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.073

_shelxl_version_number           2014-3




####################################################################### 
# 
# 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_Cu2L5
_database_code_depnum_ccdc_archive 'CCDC 1032827'
_audit_update_record             
;
2014-12-11 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_Cu2L5               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
         Calculated sin(theta_max)/wavelength =    0.4998
RESPONSE: The measured crystal diffracted weakly and consequently the 
          very high angle data was dominated by noise. 
          Therefore the data set was cut-off at 1A. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H48 Cu2 N8'
_chemical_formula_sum            'C58 H48 Cl0 Cu2 N8'
_chemical_formula_weight         984.12

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.3900(7)
_cell_length_b                   24.4018(14)
_cell_length_c                   19.8715(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.654(5)
_cell_angle_gamma                90
_cell_volume                     5838.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    1658
_cell_measurement_theta_min      3.0162
_cell_measurement_theta_max      20.7642

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.1258
_exptl_crystal_size_mid          0.0689
_exptl_crystal_size_min          0.0366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2040
_exptl_absorpt_coefficient_mu    0.768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89271
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 Squeezed using Platon as THF solvent molecule located on inversion
centre could not be adequately modelled.
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_reflns_number            16353
_diffrn_reflns_av_unetI/netI     0.0928
_diffrn_reflns_av_R_equivalents  0.1107
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.022
_diffrn_reflns_theta_max         20.808
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.578
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.578
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.578
_reflns_number_total             3057
_reflns_number_gt                2009
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXS (Sheldrick, SHELX-2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, SHELX-2014)'
_computing_molecular_graphics    
;
Mercury: visualization and analysis of crystal structures, C. F. Macrae,
P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX (Sheldrick, SHELX-2014)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0992P)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         3057
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1792
_refine_ls_wR_factor_gt          0.1587
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
C1 C 0.3238(7) 0.4271(4) 0.1269(4) 0.035(2) Uani 1 1 d . . . . .
H1 H 0.2532 0.4420 0.1274 0.042 Uiso 1 1 calc R U . . .
C2 C 0.3364(7) 0.3711(3) 0.1193(4) 0.032(2) Uani 1 1 d . . . . .
C3 C 0.2677(7) 0.3261(4) 0.1007(4) 0.040(2) Uani 1 1 d . . . . .
H3 H 0.1897 0.3250 0.0965 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3341(8) 0.2826(4) 0.0894(4) 0.043(2) Uani 1 1 d . . . . .
H4 H 0.3096 0.2466 0.0757 0.051 Uiso 1 1 calc R U . . .
C5 C 0.4448(7) 0.3020(3) 0.1020(4) 0.031(2) Uani 1 1 d . . . . .
C6 C 0.5474(7) 0.2708(3) 0.0976(4) 0.032(2) Uani 1 1 d . . . . .
C7 C 0.5233(7) 0.2302(3) 0.0372(4) 0.042(2) Uani 1 1 d . . . . .
H7A H 0.5917 0.2092 0.0375 0.050 Uiso 1 1 calc R U . . .
H7B H 0.4660 0.2040 0.0440 0.050 Uiso 1 1 calc R U . . .
C8 C 0.4836(7) 0.2575(3) -0.0332(4) 0.044(2) Uani 1 1 d . . . . .
H8A H 0.4694 0.2294 -0.0695 0.066 Uiso 1 1 calc R U . . .
H8B H 0.5409 0.2827 -0.0411 0.066 Uiso 1 1 calc R U . . .
H8C H 0.4151 0.2778 -0.0343 0.066 Uiso 1 1 calc R U . . .
C9 C 0.5878(8) 0.2364(4) 0.1654(4) 0.055(3) Uani 1 1 d . . . . .
H9A H 0.5240 0.2151 0.1733 0.066 Uiso 1 1 calc R U . . .
H9B H 0.6442 0.2099 0.1578 0.066 Uiso 1 1 calc R U . . .
C10 C 0.6369(8) 0.2688(4) 0.2306(4) 0.068(3) Uani 1 1 d . . . . .
H10A H 0.7062 0.2862 0.2262 0.102 Uiso 1 1 calc R U . . .
H10B H 0.6523 0.2440 0.2705 0.102 Uiso 1 1 calc R U . . .
H10C H 0.5841 0.2970 0.2371 0.102 Uiso 1 1 calc R U . . .
C11 C 0.6430(6) 0.3076(4) 0.0906(4) 0.032(2) Uani 1 1 d . . . . .
C12 C 0.7447(7) 0.2930(4) 0.0742(4) 0.041(2) Uani 1 1 d . . . . .
H12 H 0.7657 0.2574 0.0626 0.049 Uiso 1 1 calc R U . . .
C13 C 0.8069(7) 0.3398(4) 0.0782(4) 0.047(2) Uani 1 1 d . . . . .
H13 H 0.8792 0.3424 0.0699 0.056 Uiso 1 1 calc R U . . .
C14 C 0.7458(7) 0.3831(4) 0.0964(4) 0.034(2) Uani 1 1 d . . . . .
C15 C 0.7556(7) 0.4393(4) 0.1090(4) 0.037(2) Uani 1 1 d . . . . .
H15 H 0.8210 0.4580 0.1048 0.044 Uiso 1 1 calc R U . . .
C16 C 0.6842(6) 0.5247(3) 0.1323(4) 0.031(2) Uani 1 1 d . . . . .
C17 C 0.6672(6) 0.5496(3) 0.1939(4) 0.030(2) Uani 1 1 d . . . . .
C18 C 0.6744(6) 0.6086(3) 0.1985(4) 0.033(2) Uani 1 1 d . . . . .
C19 C 0.6972(7) 0.6395(4) 0.1420(4) 0.043(2) Uani 1 1 d . . . . .
H19 H 0.7024 0.6783 0.1449 0.052 Uiso 1 1 calc R U . . .
C20 C 0.7115(7) 0.6132(4) 0.0839(5) 0.046(2) Uani 1 1 d . . . . .
H20 H 0.7269 0.6338 0.0467 0.055 Uiso 1 1 calc R U . . .
C21 C 0.7034(7) 0.5554(4) 0.0791(4) 0.041(2) Uani 1 1 d . . . . .
H21 H 0.7115 0.5377 0.0379 0.049 Uiso 1 1 calc R U . . .
C22 C 0.6451(6) 0.5203(3) 0.2506(4) 0.032(2) Uani 1 1 d . . . . .
H22 H 0.6414 0.4814 0.2486 0.038 Uiso 1 1 calc R U . . .
C23 C 0.6605(6) 0.6348(3) 0.2595(4) 0.037(2) Uani 1 1 d . . . . .
H23 H 0.6674 0.6735 0.2634 0.044 Uiso 1 1 calc R U . . .
C24 C 0.6190(7) 0.6328(3) 0.3727(4) 0.039(2) Uani 1 1 d . . . . .
H24 H 0.6242 0.6716 0.3750 0.047 Uiso 1 1 calc R U . . .
C25 C 0.5944(7) 0.6039(4) 0.4260(4) 0.044(2) Uani 1 1 d . . . . .
H25 H 0.5839 0.6228 0.4657 0.053 Uiso 1 1 calc R U . . .
C26 C 0.4158(6) 0.5462(3) 0.0773(4) 0.034(2) Uani 1 1 d . . . . .
H26 H 0.4352 0.5268 0.0404 0.041 Uiso 1 1 calc R U . . .
C27 C 0.3979(6) 0.5180(3) 0.1336(4) 0.028(2) Uani 1 1 d . . . . .
C28 C 0.6284(6) 0.5470(3) 0.3095(4) 0.029(2) Uani 1 1 d . . . . .
C29 C 0.6369(6) 0.6045(3) 0.3138(4) 0.030(2) Uani 1 1 d . . . . .
N1 N 0.4117(5) 0.4595(3) 0.1332(3) 0.0279(17) Uani 1 1 d . . . . .
N2 N 0.4439(5) 0.3558(3) 0.1196(3) 0.0309(17) Uani 1 1 d . . . . .
N3 N 0.6465(5) 0.3618(3) 0.1049(3) 0.0300(17) Uani 1 1 d . . . . .
N4 N 0.6755(5) 0.4665(3) 0.1265(3) 0.0333(18) Uani 1 1 d . . . . .
Cu1 Cu 0.54590(8) 0.41494(4) 0.12517(5) 0.0304(4) Uani 1 1 d . . . . .


_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
C1 N1 1.327(9) . ?
C1 C2 1.386(11) . ?
C1 H1 0.9500 . ?
C2 N2 1.382(9) . ?
C2 C3 1.386(11) . ?
C3 C4 1.392(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.417(10) . ?
C4 H4 0.9500 . ?
C5 N2 1.359(9) . ?
C5 C6 1.503(10) . ?
C6 C11 1.520(11) . ?
C6 C7 1.530(10) . ?
C6 C9 1.564(11) . ?
C7 C8 1.521(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.517(12) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 N3 1.349(9) . ?
C11 C12 1.420(10) . ?
C12 C13 1.370(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(11) . ?
C13 H13 0.9500 . ?
C14 N3 1.382(10) . ?
C14 C15 1.395(11) . ?
C15 N4 1.307(9) . ?
C15 H15 0.9500 . ?
C16 C21 1.362(10) . ?
C16 C17 1.425(10) . ?
C16 N4 1.428(10) . ?
C17 C22 1.416(10) . ?
C17 C18 1.445(10) . ?
C18 C23 1.415(10) . ?
C18 C19 1.436(10) . ?
C19 C20 1.368(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.415(11) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C28 1.397(10) . ?
C22 H22 0.9500 . ?
C23 C29 1.395(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.365(10) . ?
C24 C29 1.420(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.413(11) 2_655 ?
C25 H25 0.9500 . ?
C26 C27 1.375(10) . ?
C26 C25 1.413(11) 2_655 ?
C26 H26 0.9500 . ?
C27 C28 1.435(10) 2_655 ?
C27 N1 1.438(9) . ?
C28 C29 1.409(10) . ?
C28 C27 1.435(10) 2_655 ?
N1 Cu1 2.024(6) . ?
N2 Cu1 1.903(6) . ?
N3 Cu1 1.907(6) . ?
N4 Cu1 2.035(6) . ?

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
N1 C1 C2 119.0(7) . . ?
N1 C1 H1 120.5 . . ?
C2 C1 H1 120.5 . . ?
N2 C2 C1 113.5(7) . . ?
N2 C2 C3 108.5(7) . . ?
C1 C2 C3 137.0(8) . . ?
C2 C3 C4 107.3(7) . . ?
C2 C3 H3 126.3 . . ?
C4 C3 H3 126.3 . . ?
C3 C4 C5 107.6(7) . . ?
C3 C4 H4 126.2 . . ?
C5 C4 H4 126.2 . . ?
N2 C5 C4 107.6(7) . . ?
N2 C5 C6 124.3(7) . . ?
C4 C5 C6 128.1(8) . . ?
C5 C6 C11 113.1(6) . . ?
C5 C6 C7 111.3(7) . . ?
C11 C6 C7 108.8(6) . . ?
C5 C6 C9 109.0(6) . . ?
C11 C6 C9 107.3(7) . . ?
C7 C6 C9 107.1(6) . . ?
C8 C7 C6 113.6(7) . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C6 116.0(7) . . ?
C10 C9 H9A 108.3 . . ?
C6 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
C6 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 108.0(7) . . ?
N3 C11 C6 123.2(7) . . ?
C12 C11 C6 128.6(8) . . ?
C13 C12 C11 107.1(8) . . ?
C13 C12 H12 126.5 . . ?
C11 C12 H12 126.5 . . ?
C12 C13 C14 108.3(8) . . ?
C12 C13 H13 125.9 . . ?
C14 C13 H13 125.9 . . ?
N3 C14 C15 113.0(7) . . ?
N3 C14 C13 107.5(8) . . ?
C15 C14 C13 139.5(9) . . ?
N4 C15 C14 120.5(8) . . ?
N4 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C21 C16 C17 121.4(8) . . ?
C21 C16 N4 120.6(7) . . ?
C17 C16 N4 118.0(7) . . ?
C22 C17 C16 124.3(7) . . ?
C22 C17 C18 118.3(7) . . ?
C16 C17 C18 117.4(7) . . ?
C23 C18 C19 121.2(7) . . ?
C23 C18 C17 119.1(7) . . ?
C19 C18 C17 119.6(8) . . ?
C20 C19 C18 120.1(8) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.3(8) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 121.2(8) . . ?
C16 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C28 C22 C17 121.7(7) . . ?
C28 C22 H22 119.1 . . ?
C17 C22 H22 119.1 . . ?
C29 C23 C18 120.9(7) . . ?
C29 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
C25 C24 C29 119.7(8) . . ?
C25 C24 H24 120.2 . . ?
C29 C24 H24 120.2 . . ?
C24 C25 C26 120.9(8) . 2_655 ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 2_655 . ?
C27 C26 C25 120.4(7) . 2_655 ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 2_655 . ?
C26 C27 C28 120.3(7) . 2_655 ?
C26 C27 N1 116.7(7) . . ?
C28 C27 N1 122.9(7) 2_655 . ?
C22 C28 C29 119.5(7) . . ?
C22 C28 C27 122.4(7) . 2_655 ?
C29 C28 C27 118.1(7) . 2_655 ?
C23 C29 C28 120.4(7) . . ?
C23 C29 C24 118.9(7) . . ?
C28 C29 C24 120.6(7) . . ?
C1 N1 C27 119.7(7) . . ?
C1 N1 Cu1 110.1(5) . . ?
C27 N1 Cu1 129.4(5) . . ?
C5 N2 C2 109.0(6) . . ?
C5 N2 Cu1 134.6(6) . . ?
C2 N2 Cu1 114.9(5) . . ?
C11 N3 C14 109.1(6) . . ?
C11 N3 Cu1 136.1(6) . . ?
C14 N3 Cu1 114.5(5) . . ?
C15 N4 C16 118.6(7) . . ?
C15 N4 Cu1 109.3(6) . . ?
C16 N4 Cu1 131.3(5) . . ?
N2 Cu1 N3 86.0(3) . . ?
N2 Cu1 N1 82.2(3) . . ?
N3 Cu1 N1 166.4(3) . . ?
N2 Cu1 N4 168.5(3) . . ?
N3 Cu1 N4 82.5(3) . . ?
N1 Cu1 N4 109.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 0.1(10) . . . . ?
N1 C1 C2 C3 -167.1(9) . . . . ?
N2 C2 C3 C4 0.0(9) . . . . ?
C1 C2 C3 C4 167.6(9) . . . . ?
C2 C3 C4 C5 0.4(9) . . . . ?
C3 C4 C5 N2 -0.6(9) . . . . ?
C3 C4 C5 C6 179.2(7) . . . . ?
N2 C5 C6 C11 -19.5(10) . . . . ?
C4 C5 C6 C11 160.6(7) . . . . ?
N2 C5 C6 C7 -142.4(7) . . . . ?
C4 C5 C6 C7 37.8(10) . . . . ?
N2 C5 C6 C9 99.8(8) . . . . ?
C4 C5 C6 C9 -80.1(10) . . . . ?
C5 C6 C7 C8 61.4(9) . . . . ?
C11 C6 C7 C8 -63.9(9) . . . . ?
C9 C6 C7 C8 -179.6(7) . . . . ?
C5 C6 C9 C10 -70.6(10) . . . . ?
C11 C6 C9 C10 52.2(10) . . . . ?
C7 C6 C9 C10 168.9(7) . . . . ?
C5 C6 C11 N3 16.3(10) . . . . ?
C7 C6 C11 N3 140.5(7) . . . . ?
C9 C6 C11 N3 -104.0(8) . . . . ?
C5 C6 C11 C12 -168.9(7) . . . . ?
C7 C6 C11 C12 -44.6(11) . . . . ?
C9 C6 C11 C12 70.9(10) . . . . ?
N3 C11 C12 C13 -0.9(9) . . . . ?
C6 C11 C12 C13 -176.3(7) . . . . ?
C11 C12 C13 C14 -0.2(9) . . . . ?
C12 C13 C14 N3 1.2(9) . . . . ?
C12 C13 C14 C15 -179.8(10) . . . . ?
N3 C14 C15 N4 -0.3(11) . . . . ?
C13 C14 C15 N4 -179.3(9) . . . . ?
C21 C16 C17 C22 178.9(7) . . . . ?
N4 C16 C17 C22 1.7(11) . . . . ?
C21 C16 C17 C18 -1.8(11) . . . . ?
N4 C16 C17 C18 -179.0(7) . . . . ?
C22 C17 C18 C23 0.8(11) . . . . ?
C16 C17 C18 C23 -178.6(7) . . . . ?
C22 C17 C18 C19 179.7(7) . . . . ?
C16 C17 C18 C19 0.4(11) . . . . ?
C23 C18 C19 C20 179.3(8) . . . . ?
C17 C18 C19 C20 0.3(12) . . . . ?
C18 C19 C20 C21 0.3(13) . . . . ?
C17 C16 C21 C20 2.5(12) . . . . ?
N4 C16 C21 C20 179.6(7) . . . . ?
C19 C20 C21 C16 -1.7(13) . . . . ?
C16 C17 C22 C28 -179.6(7) . . . . ?
C18 C17 C22 C28 1.1(11) . . . . ?
C19 C18 C23 C29 179.1(7) . . . . ?
C17 C18 C23 C29 -1.9(11) . . . . ?
C29 C24 C25 C26 -1.3(12) . . . 2_655 ?
C25 C26 C27 C28 -1.7(11) 2_655 . . 2_655 ?
C25 C26 C27 N1 -179.1(7) 2_655 . . . ?
C17 C22 C28 C29 -1.8(11) . . . . ?
C17 C22 C28 C27 177.8(7) . . . 2_655 ?
C18 C23 C29 C28 1.2(12) . . . . ?
C18 C23 C29 C24 -177.4(7) . . . . ?
C22 C28 C29 C23 0.7(12) . . . . ?
C27 C28 C29 C23 -179.0(7) 2_655 . . . ?
C22 C28 C29 C24 179.2(7) . . . . ?
C27 C28 C29 C24 -0.4(11) 2_655 . . . ?
C25 C24 C29 C23 179.2(7) . . . . ?
C25 C24 C29 C28 0.6(12) . . . . ?
C2 C1 N1 C27 173.4(7) . . . . ?
C2 C1 N1 Cu1 2.7(9) . . . . ?
C26 C27 N1 C1 -111.5(8) . . . . ?
C28 C27 N1 C1 71.2(9) 2_655 . . . ?
C26 C27 N1 Cu1 57.1(9) . . . . ?
C28 C27 N1 Cu1 -120.1(7) 2_655 . . . ?
C4 C5 N2 C2 0.6(8) . . . . ?
C6 C5 N2 C2 -179.2(6) . . . . ?
C4 C5 N2 Cu1 -164.1(5) . . . . ?
C6 C5 N2 Cu1 16.0(11) . . . . ?
C1 C2 N2 C5 -171.2(7) . . . . ?
C3 C2 N2 C5 -0.4(8) . . . . ?
C1 C2 N2 Cu1 -3.2(8) . . . . ?
C3 C2 N2 Cu1 167.7(5) . . . . ?
C12 C11 N3 C14 1.6(9) . . . . ?
C6 C11 N3 C14 177.4(7) . . . . ?
C12 C11 N3 Cu1 175.0(5) . . . . ?
C6 C11 N3 Cu1 -9.2(12) . . . . ?
C15 C14 N3 C11 178.9(7) . . . . ?
C13 C14 N3 C11 -1.7(9) . . . . ?
C15 C14 N3 Cu1 3.9(8) . . . . ?
C13 C14 N3 Cu1 -176.7(5) . . . . ?
C14 C15 N4 C16 -174.0(7) . . . . ?
C14 C15 N4 Cu1 -3.2(9) . . . . ?
C21 C16 N4 C15 53.2(10) . . . . ?
C17 C16 N4 C15 -129.6(7) . . . . ?
C21 C16 N4 Cu1 -115.3(7) . . . . ?
C17 C16 N4 Cu1 61.9(9) . . . . ?

_refine_diff_density_max         0.487
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.086

_shelxl_version_number           2014-3




