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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ce10

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H54 F6 N4 O4 Zn2'
_chemical_formula_sum            'C48 H54 F6 N4 O4 Zn2'
_chemical_formula_weight         995.69
_chemical_absolute_configuration AD

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   12.1107(3)
_cell_length_b                   19.7360(8)
_cell_length_c                   20.3350(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4860.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3028
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      20.59

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2064
_exptl_absorpt_coefficient_mu    1.055
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6776
_exptl_absorpt_correction_T_max  0.9018
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_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  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8828
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0810
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         25.35
_reflns_number_total             8828
_reflns_number_gt                6611
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_reduction        'Bruker SAINT+'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0316P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.004(10)
_refine_ls_number_reflns         8828
_refine_ls_number_parameters     587
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0788
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.07247(4) 0.11019(2) 0.60219(2) 0.02926(13) Uani 1 1 d . . .
Zn2 Zn 0.08964(4) 0.14552(2) 0.77337(2) 0.03005(13) Uani 1 1 d . . .
F1 F -0.45231(17) 0.12242(12) 0.48356(13) 0.0419(7) Uani 1 1 d . . .
F2 F -0.45645(16) 0.14326(12) 0.58671(12) 0.0411(6) Uani 1 1 d . . .
F3 F -0.44973(17) 0.04002(12) 0.55270(13) 0.0414(7) Uani 1 1 d . . .
F4 F 0.4477(2) 0.21640(17) 0.89984(17) 0.0779(10) Uani 1 1 d . . .
F5 F 0.4779(2) 0.13564(16) 0.83194(15) 0.0674(9) Uani 1 1 d . . .
F6 F 0.4471(2) 0.23668(16) 0.79601(17) 0.0704(9) Uani 1 1 d . . .
O1 O 0.0221(2) 0.04204(15) 0.64020(16) 0.0420(8) Uani 1 1 d . . .
O2 O 0.0377(2) 0.05643(15) 0.74797(16) 0.0422(8) Uani 1 1 d . . .
O3 O -0.0385(2) 0.20435(15) 0.62425(16) 0.0455(9) Uani 1 1 d . . .
O4 O 0.0209(2) 0.22081(15) 0.72650(18) 0.0476(8) Uani 1 1 d . . .
N1 N -0.0416(2) 0.10025(15) 0.50757(17) 0.0260(8) Uani 1 1 d . . .
N2 N -0.2328(2) 0.09641(15) 0.60055(18) 0.0280(8) Uani 1 1 d . . .
N3 N 0.0465(2) 0.16314(16) 0.86530(18) 0.0317(9) Uani 1 1 d . . .
N4 N 0.2519(3) 0.15262(18) 0.78126(18) 0.0338(9) Uani 1 1 d . . .
C1 C 0.0429(3) 0.0212(2) 0.6963(3) 0.0331(11) Uani 1 1 d . . .
C2 C 0.0775(5) -0.0513(2) 0.7028(3) 0.0630(15) Uani 1 1 d . . .
H2A H 0.0194 -0.0807 0.6853 0.095 Uiso 1 1 calc R . .
H2B H 0.0901 -0.0619 0.7492 0.095 Uiso 1 1 calc R . .
H2C H 0.1459 -0.0586 0.6780 0.095 Uiso 1 1 calc R . .
C3 C -0.0156(3) 0.2406(2) 0.6727(3) 0.0347(11) Uani 1 1 d . . .
C4 C -0.0367(5) 0.3148(2) 0.6651(3) 0.0666(17) Uani 1 1 d . . .
H4A H -0.0053 0.3391 0.7027 0.100 Uiso 1 1 calc R . .
H4B H -0.1164 0.3229 0.6631 0.100 Uiso 1 1 calc R . .
H4C H -0.0021 0.3309 0.6244 0.100 Uiso 1 1 calc R . .
C5 C -0.0964(3) 0.0983(2) 0.3914(2) 0.0420(11) Uani 1 1 d . . .
H5A H -0.0479 0.1356 0.3781 0.063 Uiso 1 1 calc R . .
H5B H -0.1655 0.1006 0.3664 0.063 Uiso 1 1 calc R . .
H5C H -0.0597 0.0550 0.3827 0.063 Uiso 1 1 calc R . .
C6 C -0.1214(3) 0.1041(2) 0.4641(2) 0.0289(10) Uani 1 1 d . . .
C7 C -0.2339(3) 0.1114(2) 0.4815(2) 0.0297(10) Uani 1 1 d . . .
H7A H -0.2823 0.1229 0.4465 0.036 Uiso 1 1 calc R . .
C8 C -0.2836(3) 0.10408(19) 0.5430(2) 0.0249(10) Uani 1 1 d . . .
C9 C -0.4102(3) 0.1020(2) 0.5413(2) 0.0331(10) Uani 1 1 d . . .
C10 C 0.0712(3) 0.08788(19) 0.4882(2) 0.0276(10) Uani 1 1 d . . .
C11 C 0.1093(3) 0.0209(2) 0.4852(2) 0.0373(12) Uani 1 1 d . . .
C12 C 0.2212(4) 0.0112(2) 0.4741(3) 0.0498(14) Uani 1 1 d . . .
H12A H 0.2498 -0.0336 0.4723 0.060 Uiso 1 1 calc R . .
C13 C 0.2913(4) 0.0652(3) 0.4656(3) 0.0597(17) Uani 1 1 d . . .
H13A H 0.3677 0.0575 0.4580 0.072 Uiso 1 1 calc R . .
C14 C 0.2516(4) 0.1301(3) 0.4680(3) 0.0487(14) Uani 1 1 d . . .
H14A H 0.3010 0.1670 0.4622 0.058 Uiso 1 1 calc R . .
C15 C 0.1414(3) 0.1428(2) 0.4789(2) 0.0344(11) Uani 1 1 d . . .
C16 C 0.0324(4) -0.0380(2) 0.4950(3) 0.0489(13) Uani 1 1 d . . .
H16A H 0.0710 -0.0802 0.4842 0.073 Uiso 1 1 calc R . .
H16B H -0.0320 -0.0329 0.4663 0.073 Uiso 1 1 calc R . .
H16C H 0.0082 -0.0394 0.5410 0.073 Uiso 1 1 calc R . .
C17 C 0.0991(4) 0.2143(2) 0.4793(2) 0.0469(13) Uani 1 1 d . . .
H17A H 0.0455 0.2203 0.4437 0.070 Uiso 1 1 calc R . .
H17B H 0.1609 0.2458 0.4730 0.070 Uiso 1 1 calc R . .
H17C H 0.0634 0.2237 0.5216 0.070 Uiso 1 1 calc R . .
C18 C -0.2876(3) 0.0725(2) 0.6612(2) 0.0313(11) Uani 1 1 d . . .
H18A H -0.3693 0.0748 0.6545 0.038 Uiso 1 1 calc R . .
C19 C -0.2555(4) -0.0016(2) 0.6730(3) 0.0395(12) Uani 1 1 d . . .
C20 C -0.2356(4) -0.0269(3) 0.7347(3) 0.0705(18) Uani 1 1 d . . .
H20A H -0.2391 0.0025 0.7717 0.085 Uiso 1 1 calc R . .
C21 C -0.2102(5) -0.0958(3) 0.7438(3) 0.089(2) Uani 1 1 d . . .
H21A H -0.1968 -0.1122 0.7869 0.107 Uiso 1 1 calc R . .
C22 C -0.2044(5) -0.1396(3) 0.6919(4) 0.078(2) Uani 1 1 d . . .
H22A H -0.1890 -0.1864 0.6984 0.094 Uiso 1 1 calc R . .
C23 C -0.2213(4) -0.1140(3) 0.6301(3) 0.0683(17) Uani 1 1 d . . .
H23A H -0.2164 -0.1432 0.5931 0.082 Uiso 1 1 calc R . .
C24 C -0.2454(4) -0.0461(2) 0.6206(3) 0.0558(15) Uani 1 1 d . . .
H24A H -0.2553 -0.0297 0.5771 0.067 Uiso 1 1 calc R . .
C25 C -0.2568(4) 0.1201(2) 0.7174(2) 0.0432(12) Uani 1 1 d . . .
H25A H -0.2897 0.1028 0.7587 0.052 Uiso 1 1 calc R . .
H25B H -0.1756 0.1200 0.7229 0.052 Uiso 1 1 calc R . .
C26 C -0.2956(4) 0.1930(2) 0.7065(3) 0.0536(15) Uani 1 1 d . . .
H26A H -0.2639 0.2104 0.6655 0.080 Uiso 1 1 calc R . .
H26B H -0.2714 0.2213 0.7434 0.080 Uiso 1 1 calc R . .
H26C H -0.3763 0.1939 0.7036 0.080 Uiso 1 1 calc R . .
C27 C 0.0861(4) 0.1951(3) 0.9794(2) 0.0641(16) Uani 1 1 d . . .
H27A H 0.0386 0.2353 0.9809 0.096 Uiso 1 1 calc R . .
H27B H 0.1519 0.2029 1.0064 0.096 Uiso 1 1 calc R . .
H27C H 0.0456 0.1559 0.9963 0.096 Uiso 1 1 calc R . .
C28 C 0.1203(4) 0.1818(2) 0.9093(2) 0.0400(12) Uani 1 1 d . . .
C29 C 0.2344(3) 0.1901(2) 0.8948(3) 0.0411(12) Uani 1 1 d . . .
H29A H 0.2781 0.2073 0.9298 0.049 Uiso 1 1 calc R . .
C30 C 0.2914(3) 0.1766(2) 0.8370(3) 0.0393(12) Uani 1 1 d . . .
C31 C 0.4165(4) 0.1912(3) 0.8413(3) 0.0544(14) Uani 1 1 d . . .
C32 C -0.0676(3) 0.1557(2) 0.8839(2) 0.0302(10) Uani 1 1 d . . .
C33 C -0.1380(3) 0.2120(2) 0.8818(2) 0.0371(12) Uani 1 1 d . . .
C34 C -0.2484(4) 0.2014(2) 0.8972(3) 0.0490(13) Uani 1 1 d . . .
H34A H -0.2980 0.2386 0.8953 0.059 Uiso 1 1 calc R . .
C35 C -0.2877(4) 0.1394(3) 0.9150(2) 0.0508(14) Uani 1 1 d . . .
H35A H -0.3634 0.1340 0.9261 0.061 Uiso 1 1 calc R . .
C36 C -0.2179(4) 0.0847(2) 0.9169(2) 0.0468(13) Uani 1 1 d . . .
H36A H -0.2459 0.0415 0.9291 0.056 Uiso 1 1 calc R . .
C37 C -0.1072(3) 0.0915(2) 0.9011(2) 0.0336(11) Uani 1 1 d . . .
C38 C -0.0969(4) 0.2812(2) 0.8638(3) 0.0550(14) Uani 1 1 d . . .
H38A H -0.1594 0.3126 0.8613 0.082 Uiso 1 1 calc R . .
H38B H -0.0597 0.2793 0.8211 0.082 Uiso 1 1 calc R . .
H38C H -0.0448 0.2970 0.8974 0.082 Uiso 1 1 calc R . .
C39 C -0.0303(4) 0.0317(2) 0.9031(3) 0.0571(15) Uani 1 1 d . . .
H39A H 0.0273 0.0396 0.9360 0.086 Uiso 1 1 calc R . .
H39B H 0.0038 0.0256 0.8598 0.086 Uiso 1 1 calc R . .
H39C H -0.0720 -0.0092 0.9147 0.086 Uiso 1 1 calc R . .
C40 C 0.3194(3) 0.1265(2) 0.7265(2) 0.0402(12) Uani 1 1 d . . .
H40A H 0.3938 0.1483 0.7300 0.048 Uiso 1 1 calc R . .
C41 C 0.3364(3) 0.0498(2) 0.7335(3) 0.0441(12) Uani 1 1 d . . .
C42 C 0.3126(4) 0.0138(2) 0.7909(3) 0.0473(13) Uani 1 1 d . . .
H42A H 0.2805 0.0371 0.8270 0.057 Uiso 1 1 calc R . .
C43 C 0.3342(4) -0.0542(3) 0.7966(3) 0.0616(16) Uani 1 1 d . . .
H43A H 0.3155 -0.0773 0.8361 0.074 Uiso 1 1 calc R . .
C44 C 0.3823(5) -0.0888(3) 0.7464(4) 0.079(2) Uani 1 1 d . . .
H44A H 0.3968 -0.1359 0.7505 0.095 Uiso 1 1 calc R . .
C45 C 0.4100(5) -0.0544(3) 0.6889(4) 0.098(2) Uani 1 1 d . . .
H45A H 0.4464 -0.0775 0.6541 0.117 Uiso 1 1 calc R . .
C46 C 0.3841(5) 0.0139(3) 0.6829(3) 0.0745(19) Uani 1 1 d . . .
H46A H 0.3998 0.0365 0.6427 0.089 Uiso 1 1 calc R . .
C47 C 0.2696(4) 0.1483(2) 0.6615(2) 0.0436(12) Uani 1 1 d . . .
H47A H 0.3075 0.1241 0.6253 0.052 Uiso 1 1 calc R . .
H47B H 0.1908 0.1352 0.6605 0.052 Uiso 1 1 calc R . .
C48 C 0.2791(4) 0.2239(3) 0.6501(3) 0.0566(15) Uani 1 1 d . . .
H48A H 0.2403 0.2481 0.6852 0.085 Uiso 1 1 calc R . .
H48B H 0.2459 0.2354 0.6076 0.085 Uiso 1 1 calc R . .
H48C H 0.3571 0.2370 0.6500 0.085 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.928(3) . ?
Zn1 O3 1.955(3) . ?
Zn1 N2 1.960(3) . ?
Zn1 N1 1.970(3) . ?
Zn2 O2 1.937(3) . ?
Zn2 O4 1.952(3) . ?
Zn2 N3 1.972(4) . ?
Zn2 N4 1.977(3) . ?
F1 C9 1.343(5) . ?
F2 C9 1.352(4) . ?
F3 C9 1.333(4) . ?
F4 C31 1.344(6) . ?
F5 C31 1.339(5) . ?
F6 C31 1.338(6) . ?
O1 C1 1.238(5) . ?
O2 C1 1.262(5) . ?
O3 C3 1.250(5) . ?
O4 C3 1.242(5) . ?
N1 C6 1.312(5) . ?
N1 C10 1.442(5) . ?
N2 C8 1.330(5) . ?
N2 C18 1.478(5) . ?
N3 C28 1.317(5) . ?
N3 C32 1.440(5) . ?
N4 C30 1.317(5) . ?
N4 C40 1.474(5) . ?
C1 C2 1.496(6) . ?
C3 C4 1.494(6) . ?
C5 C6 1.513(6) . ?
C6 C7 1.415(5) . ?
C7 C8 1.396(5) . ?
C8 C9 1.535(5) . ?
C10 C15 1.392(5) . ?
C10 C11 1.401(5) . ?
C11 C12 1.388(6) . ?
C11 C16 1.503(6) . ?
C12 C13 1.374(7) . ?
C13 C14 1.369(7) . ?
C14 C15 1.375(6) . ?
C15 C17 1.501(6) . ?
C18 C25 1.527(6) . ?
C18 C19 1.532(6) . ?
C19 C20 1.370(7) . ?
C19 C24 1.387(7) . ?
C20 C21 1.406(7) . ?
C21 C22 1.367(8) . ?
C22 C23 1.370(8) . ?
C23 C24 1.384(7) . ?
C25 C26 1.528(6) . ?
C27 C28 1.507(6) . ?
C28 C29 1.422(6) . ?
C29 C30 1.389(6) . ?
C30 C31 1.544(6) . ?
C32 C37 1.399(6) . ?
C32 C33 1.401(5) . ?
C33 C34 1.389(6) . ?
C33 C38 1.499(6) . ?
C34 C35 1.363(6) . ?
C35 C36 1.372(6) . ?
C36 C37 1.386(6) . ?
C37 C39 1.505(6) . ?
C40 C47 1.516(6) . ?
C40 C41 1.535(6) . ?
C41 C46 1.376(7) . ?
C41 C42 1.395(7) . ?
C42 C43 1.372(6) . ?
C43 C44 1.359(8) . ?
C44 C45 1.393(8) . ?
C45 C46 1.390(7) . ?
C47 C48 1.514(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
O1 Zn1 O3 116.49(14) . . ?
O1 Zn1 N2 119.87(13) . . ?
O3 Zn1 N2 110.13(13) . . ?
O1 Zn1 N1 102.09(13) . . ?
O3 Zn1 N1 106.18(13) . . ?
N2 Zn1 N1 99.07(14) . . ?
O2 Zn2 O4 114.97(14) . . ?
O2 Zn2 N3 109.08(13) . . ?
O4 Zn2 N3 102.46(14) . . ?
O2 Zn2 N4 114.12(14) . . ?
O4 Zn2 N4 114.20(14) . . ?
N3 Zn2 N4 100.01(14) . . ?
C1 O1 Zn1 136.2(3) . . ?
C1 O2 Zn2 134.9(3) . . ?
C3 O3 Zn1 140.5(3) . . ?
C3 O4 Zn2 145.2(3) . . ?
C6 N1 C10 121.6(3) . . ?
C6 N1 Zn1 120.8(3) . . ?
C10 N1 Zn1 117.6(3) . . ?
C8 N2 C18 124.2(3) . . ?
C8 N2 Zn1 117.2(3) . . ?
C18 N2 Zn1 118.3(3) . . ?
C28 N3 C32 120.1(4) . . ?
C28 N3 Zn2 120.9(3) . . ?
C32 N3 Zn2 119.0(3) . . ?
C30 N4 C40 125.0(3) . . ?
C30 N4 Zn2 117.1(3) . . ?
C40 N4 Zn2 117.7(3) . . ?
O1 C1 O2 125.0(4) . . ?
O1 C1 C2 117.1(4) . . ?
O2 C1 C2 117.9(5) . . ?
O4 C3 O3 126.4(4) . . ?
O4 C3 C4 117.4(4) . . ?
O3 C3 C4 116.2(5) . . ?
N1 C6 C7 123.2(4) . . ?
N1 C6 C5 120.4(3) . . ?
C7 C6 C5 116.4(4) . . ?
C8 C7 C6 128.9(4) . . ?
N2 C8 C7 126.9(3) . . ?
N2 C8 C9 118.6(4) . . ?
C7 C8 C9 114.4(4) . . ?
F3 C9 F1 106.9(3) . . ?
F3 C9 F2 106.6(3) . . ?
F1 C9 F2 105.0(3) . . ?
F3 C9 C8 112.3(3) . . ?
F1 C9 C8 113.0(4) . . ?
F2 C9 C8 112.4(3) . . ?
C15 C10 C11 121.8(4) . . ?
C15 C10 N1 119.0(3) . . ?
C11 C10 N1 118.9(3) . . ?
C12 C11 C10 117.4(4) . . ?
C12 C11 C16 121.3(4) . . ?
C10 C11 C16 121.3(4) . . ?
C13 C12 C11 121.1(4) . . ?
C14 C13 C12 120.3(4) . . ?
C13 C14 C15 121.2(4) . . ?
C14 C15 C10 118.2(4) . . ?
C14 C15 C17 120.3(4) . . ?
C10 C15 C17 121.5(4) . . ?
N2 C18 C25 108.6(3) . . ?
N2 C18 C19 108.8(3) . . ?
C25 C18 C19 114.1(4) . . ?
C20 C19 C24 117.2(5) . . ?
C20 C19 C18 122.4(5) . . ?
C24 C19 C18 120.4(4) . . ?
C19 C20 C21 120.7(6) . . ?
C22 C21 C20 121.5(6) . . ?
C21 C22 C23 117.7(6) . . ?
C22 C23 C24 121.2(6) . . ?
C19 C24 C23 121.6(5) . . ?
C26 C25 C18 113.3(4) . . ?
N3 C28 C29 123.4(4) . . ?
N3 C28 C27 120.3(4) . . ?
C29 C28 C27 116.3(4) . . ?
C30 C29 C28 129.5(4) . . ?
N4 C30 C29 128.1(4) . . ?
N4 C30 C31 118.2(4) . . ?
C29 C30 C31 113.8(4) . . ?
F5 C31 F6 107.3(4) . . ?
F5 C31 F4 105.8(4) . . ?
F6 C31 F4 106.5(4) . . ?
F5 C31 C30 112.5(4) . . ?
F6 C31 C30 111.0(4) . . ?
F4 C31 C30 113.3(4) . . ?
C37 C32 C33 121.1(4) . . ?
C37 C32 N3 119.1(3) . . ?
C33 C32 N3 119.7(4) . . ?
C34 C33 C32 117.4(4) . . ?
C34 C33 C38 120.7(4) . . ?
C32 C33 C38 121.9(4) . . ?
C35 C34 C33 122.1(4) . . ?
C34 C35 C36 120.0(4) . . ?
C35 C36 C37 120.8(4) . . ?
C36 C37 C32 118.6(4) . . ?
C36 C37 C39 121.0(4) . . ?
C32 C37 C39 120.4(4) . . ?
N4 C40 C47 109.8(3) . . ?
N4 C40 C41 110.5(4) . . ?
C47 C40 C41 114.4(4) . . ?
C46 C41 C42 116.8(5) . . ?
C46 C41 C40 119.6(5) . . ?
C42 C41 C40 123.4(5) . . ?
C43 C42 C41 121.9(5) . . ?
C44 C43 C42 120.6(6) . . ?
C43 C44 C45 119.3(6) . . ?
C44 C45 C46 119.5(6) . . ?
C41 C46 C45 121.8(6) . . ?
C48 C47 C40 112.5(4) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.063
_database_code_depnum_ccdc_archive 'CCDC 1006589'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ce5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H66 F6 N4 O6 Zn2'
_chemical_formula_sum            'C56 H66 F6 N4 O6 Zn2'
_chemical_formula_weight         1135.87
_chemical_absolute_configuration ad

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   10.3348(8)
_cell_length_b                   10.8803(8)
_cell_length_c                   13.2532(11)
_cell_angle_alpha                113.176(3)
_cell_angle_beta                 96.805(4)
_cell_angle_gamma                91.083(3)
_cell_volume                     1356.84(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9974
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      29.22

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7007
_exptl_absorpt_correction_T_max  0.8316
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_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  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22196
_diffrn_reflns_av_R_equivalents  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0416
_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       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         28.28
_reflns_number_total             12299
_reflns_number_gt                11150
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_reduction        'Bruker SAINT+'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0238P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.022(5)
_refine_ls_number_reflns         12299
_refine_ls_number_parameters     776
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0573
_refine_ls_wR_factor_gt          0.0562
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.442507(16) -0.618961(16) 0.146169(14) 0.02237(6) Uani 1 1 d . . .
Zn2 Zn 0.720642(17) -0.279603(17) 0.295562(15) 0.02405(6) Uani 1 1 d . . .
F1 F 0.11402(14) -0.80484(17) -0.21810(12) 0.0442(4) Uani 1 1 d . . .
F2 F 0.29412(15) -0.89867(15) -0.24336(12) 0.0418(4) Uani 1 1 d . . .
F3 F 0.28279(16) -0.69448(15) -0.22533(12) 0.0432(4) Uani 1 1 d . . .
F4 F 1.06624(16) -0.12399(18) 0.64324(13) 0.0502(4) Uani 1 1 d . . .
F5 F 0.89385(15) -0.02731(16) 0.69313(12) 0.0455(4) Uani 1 1 d . . .
F6 F 0.89826(17) -0.23998(16) 0.64505(13) 0.0518(4) Uani 1 1 d . . .
O1 O 0.60218(16) -0.64825(16) 0.22730(14) 0.0274(4) Uani 1 1 d . . .
O2 O 0.72580(17) -0.47879(16) 0.22682(14) 0.0276(4) Uani 1 1 d . . .
O3 O 0.55712(16) -0.24349(16) 0.22261(15) 0.0298(4) Uani 1 1 d . . .
O4 O 0.44879(17) -0.42092(16) 0.22258(15) 0.0299(4) Uani 1 1 d . . .
O5 O 0.50365(13) -0.49954(13) -0.08798(12) 0.0309(3) Uani 1 1 d . . .
O6 O 0.64815(17) 0.03885(17) 0.56608(14) 0.0456(4) Uani 1 1 d . . .
N1 N 0.28307(19) -0.68958(19) 0.18196(16) 0.0250(4) Uani 1 1 d . . .
N2 N 0.40587(19) -0.69430(19) -0.01651(16) 0.0216(4) Uani 1 1 d . . .
N3 N 0.86870(19) -0.19075(18) 0.26113(17) 0.0238(4) Uani 1 1 d . . .
N4 N 0.7652(2) -0.2062(2) 0.45886(17) 0.0284(5) Uani 1 1 d . A .
C1 C 0.7032(2) -0.5687(2) 0.2614(2) 0.0246(5) Uani 1 1 d . . .
C2 C 0.8051(2) -0.5892(2) 0.34388(19) 0.0348(6) Uani 1 1 d . . .
H2A H 0.8633 -0.6562 0.3042 0.052 Uiso 1 1 calc R . .
H2B H 0.7619 -0.6206 0.3923 0.052 Uiso 1 1 calc R . .
H2C H 0.8561 -0.5043 0.3887 0.052 Uiso 1 1 calc R . .
C3 C 0.4559(2) -0.3236(2) 0.1954(2) 0.0243(5) Uani 1 1 d . . .
C4 C 0.3408(3) -0.2979(3) 0.1303(2) 0.0436(7) Uani 1 1 d . . .
H4A H 0.3280 -0.3681 0.0551 0.065 Uiso 1 1 calc R . .
H4B H 0.3553 -0.2104 0.1270 0.065 Uiso 1 1 calc R . .
H4C H 0.2630 -0.2983 0.1659 0.065 Uiso 1 1 calc R . .
C5 C 0.0602(3) -0.8000(3) 0.1267(2) 0.0406(6) Uani 1 1 d . . .
H5A H 0.0708 -0.7876 0.2047 0.061 Uiso 1 1 calc R . .
H5B H 0.0461 -0.8958 0.0793 0.061 Uiso 1 1 calc R . .
H5C H -0.0151 -0.7535 0.1116 0.061 Uiso 1 1 calc R . .
C6 C 0.1821(2) -0.7429(2) 0.1029(2) 0.0256(5) Uani 1 1 d . . .
C7 C 0.1801(2) -0.7539(2) -0.0064(2) 0.0267(5) Uani 1 1 d . . .
H7 H 0.0987(18) -0.7902(17) -0.0495(15) 0.019(5) Uiso 1 1 d . . .
C8 C 0.2831(2) -0.7377(2) -0.06095(19) 0.0237(5) Uani 1 1 d . . .
C9 C 0.2433(3) -0.7829(3) -0.1861(2) 0.0308(6) Uani 1 1 d . . .
C10 C 0.2719(2) -0.6820(2) 0.2912(2) 0.0311(5) Uani 1 1 d . . .
C11 C 0.2098(3) -0.5754(3) 0.3619(2) 0.0415(6) Uani 1 1 d . . .
C12 C 0.2000(3) -0.5698(4) 0.4677(3) 0.0645(10) Uani 1 1 d . . .
H12 H 0.164(2) -0.506(2) 0.513(2) 0.040(7) Uiso 1 1 d . . .
C13 C 0.2485(4) -0.6657(4) 0.5007(3) 0.0725(12) Uani 1 1 d . . .
H13 H 0.242(3) -0.655(3) 0.570(3) 0.070(9) Uiso 1 1 d . . .
C14 C 0.3099(3) -0.7684(4) 0.4308(3) 0.0628(10) Uani 1 1 d . . .
H14A H 0.3446 -0.8336 0.4555 0.075 Uiso 1 1 calc R . .
C15 C 0.3229(3) -0.7799(3) 0.3235(2) 0.0419(6) Uani 1 1 d . . .
C16 C 0.1545(3) -0.4705(3) 0.3243(3) 0.0534(8) Uani 1 1 d . . .
H16A H 0.2215 -0.4358 0.2939 0.080 Uiso 1 1 calc R . .
H16B H 0.1270 -0.3969 0.3875 0.080 Uiso 1 1 calc R . .
H16C H 0.0791 -0.5107 0.2670 0.080 Uiso 1 1 calc R . .
C17 C 0.3856(3) -0.8963(3) 0.2445(3) 0.0518(7) Uani 1 1 d . . .
H17A H 0.3229 -0.9447 0.1780 0.078 Uiso 1 1 calc R . .
H17B H 0.4122 -0.9569 0.2804 0.078 Uiso 1 1 calc R . .
H17C H 0.4625 -0.8629 0.2236 0.078 Uiso 1 1 calc R . .
C18 C 0.5146(2) -0.7140(2) -0.0844(2) 0.0228(5) Uani 1 1 d . . .
H18A H 0.4765 -0.7504 -0.1643 0.027 Uiso 1 1 calc R . .
C19 C 0.6003(3) -0.8178(3) -0.0650(2) 0.0290(6) Uani 1 1 d . . .
H19A H 0.635(2) -0.790(2) 0.0159(18) 0.020(6) Uiso 1 1 d . . .
H19B H 0.5425(19) -0.901(2) -0.0880(15) 0.013(5) Uiso 1 1 d . . .
C20 C 0.7167(3) -0.8397(3) -0.1287(2) 0.0317(6) Uani 1 1 d . . .
H20B H 0.763(2) -0.898(2) -0.1081(18) 0.028(6) Uiso 1 1 d . . .
H20A H 0.695(3) -0.887(3) -0.204(3) 0.065(9) Uiso 1 1 d . . .
C21 C 0.7964(3) -0.7089(3) -0.0982(3) 0.0378(6) Uani 1 1 d . . .
H21B H 0.837(3) -0.670(3) -0.018(3) 0.063(10) Uiso 1 1 d . . .
H21A H 0.876(2) -0.723(2) -0.1371(18) 0.037(6) Uiso 1 1 d . . .
C22 C 0.7110(3) -0.6071(3) -0.1194(2) 0.0313(6) Uani 1 1 d . . .
H22B H 0.686(2) -0.643(2) -0.197(2) 0.032(6) Uiso 1 1 d . . .
H22A H 0.766(2) -0.530(2) -0.1003(18) 0.033(6) Uiso 1 1 d . . .
C23 C 0.5936(2) -0.5820(2) -0.0569(2) 0.0250(5) Uani 1 1 d . . .
H23A H 0.6238 -0.5388 0.0246 0.030 Uiso 1 1 calc R . .
C24 C 0.5579(2) -0.3730(2) -0.0768(2) 0.0342(5) Uani 1 1 d . . .
H24B H 0.6020(19) -0.317(2) 0.0070(18) 0.035(6) Uiso 1 1 d . . .
H24A H 0.6218(19) -0.3899(19) -0.1328(16) 0.025(5) Uiso 1 1 d . . .
C25 C 0.4493(2) -0.29571(19) -0.10266(17) 0.0323(4) Uani 1 1 d . . .
C26 C 0.4523(2) -0.1580(2) -0.0470(2) 0.0406(5) Uani 1 1 d . . .
H26A H 0.5249 -0.1117 0.0069 0.049 Uiso 1 1 calc R . .
C27 C 0.3502(2) -0.0857(2) -0.0687(2) 0.0437(5) Uani 1 1 d . . .
H27A H 0.3536 0.0088 -0.0294 0.052 Uiso 1 1 calc R . .
C28 C 0.2466(3) -0.1500(3) -0.1455(3) 0.0493(7) Uani 1 1 d . . .
H28A H 0.1769 -0.1008 -0.1596 0.059 Uiso 1 1 calc R . .
C29 C 0.2419(3) -0.2869(4) -0.2036(3) 0.0586(9) Uani 1 1 d . . .
H29A H 0.1696 -0.3317 -0.2584 0.070 Uiso 1 1 calc R . .
C30 C 0.3438(3) -0.3603(3) -0.1819(2) 0.0505(7) Uani 1 1 d . . .
H30A H 0.3401 -0.4547 -0.2218 0.061 Uiso 1 1 calc R . .
C31 C 1.0846(3) -0.0683(3) 0.3111(2) 0.0411(6) Uani 1 1 d . . .
H31A H 1.1077 -0.1245 0.2381 0.062 Uiso 1 1 calc R . .
H31B H 1.1601 -0.0535 0.3678 0.062 Uiso 1 1 calc R . .
H31C H 1.0592 0.0182 0.3113 0.062 Uiso 1 1 calc R . .
C32 C 0.9713(2) -0.1379(2) 0.3358(2) 0.0276(6) Uani 1 1 d . . .
C33 C 0.9844(2) -0.1364(2) 0.4439(2) 0.0283(6) Uani 1 1 d . . .
H33A H 1.0701 -0.1142 0.4837 0.034 Uiso 1 1 calc R . .
C34 C 0.8886(2) -0.1632(2) 0.4998(2) 0.0256(5) Uani 1 1 d . . .
C35 C 0.9364(3) -0.1368(3) 0.6210(2) 0.0350(6) Uani 1 1 d . . .
C36 C 0.8670(2) -0.1837(2) 0.1543(2) 0.0295(5) Uani 1 1 d . . .
C37 C 0.9211(2) -0.2856(3) 0.0712(2) 0.0379(6) Uani 1 1 d . . .
C38 C 0.9212(3) -0.2744(4) -0.0300(3) 0.0578(9) Uani 1 1 d . . .
H38A H 0.9605 -0.3402 -0.0868 0.069 Uiso 1 1 calc R . .
C39 C 0.8669(4) -0.1724(4) -0.0496(3) 0.0704(11) Uani 1 1 d . . .
H39 H 0.874(2) -0.176(3) -0.116(2) 0.054(7) Uiso 1 1 d . . .
C40 C 0.8124(3) -0.0767(4) 0.0300(3) 0.0631(10) Uani 1 1 d . . .
H40 H 0.776(2) -0.011(3) 0.020(2) 0.046(7) Uiso 1 1 d . . .
C41 C 0.8102(3) -0.0779(3) 0.1364(2) 0.0414(7) Uani 1 1 d . . .
C42 C 0.9796(2) -0.3973(3) 0.0934(2) 0.0431(6) Uani 1 1 d . . .
H42A H 1.0208 -0.4537 0.0295 0.065 Uiso 1 1 calc R . .
H42B H 0.9111 -0.4513 0.1058 0.065 Uiso 1 1 calc R . .
H42C H 1.0454 -0.3610 0.1593 0.065 Uiso 1 1 calc R . .
C43 C 0.7484(3) 0.0279(3) 0.2244(3) 0.0614(9) Uani 1 1 d . . .
H43A H 0.6801 -0.0142 0.2481 0.092 Uiso 1 1 calc R . .
H43B H 0.7099 0.0906 0.1949 0.092 Uiso 1 1 calc R . .
H43C H 0.8150 0.0765 0.2880 0.092 Uiso 1 1 calc R . .
C44 C 0.6619(3) -0.1938(3) 0.5284(2) 0.0321(6) Uani 1 1 d . . .
H44 H 0.6987(19) -0.165(2) 0.6021(18) 0.028(5) Uiso 1 1 d . . .
C45 C 0.5846(3) -0.3292(3) 0.4948(2) 0.0387(7) Uani 1 1 d . A .
H45A H 0.5489 -0.3640 0.4152 0.046 Uiso 1 1 calc R . .
H45B H 0.6437 -0.3946 0.5061 0.046 Uiso 1 1 calc R . .
C46 C 0.4730(3) -0.3137(4) 0.5637(3) 0.0570(9) Uani 1 1 d . . .
H46B H 0.434(3) -0.400(3) 0.538(3) 0.067(9) Uiso 1 1 d . . .
H46A H 0.515(2) -0.285(2) 0.648(2) 0.040(7) Uiso 1 1 d . . .
C47 C 0.3835(3) -0.2111(4) 0.5527(3) 0.0606(10) Uani 1 1 d . A .
H47B H 0.338(2) -0.236(2) 0.469(2) 0.034(7) Uiso 1 1 d . . .
H47A H 0.321(3) -0.215(3) 0.590(2) 0.056(8) Uiso 1 1 d . . .
C48 C 0.4586(3) -0.0766(3) 0.5875(3) 0.0519(8) Uani 1 1 d . . .
H48B H 0.492(2) -0.044(2) 0.663(2) 0.028(6) Uiso 1 1 d . . .
H48A H 0.406(3) -0.004(3) 0.579(2) 0.064(10) Uiso 1 1 d . . .
C49 C 0.5724(3) -0.0877(3) 0.5213(2) 0.0398(7) Uani 1 1 d . A .
H49 H 0.547(3) -0.113(3) 0.447(2) 0.039(8) Uiso 1 1 d . . .
C50 C 0.6842(5) 0.0959(4) 0.4900(4) 0.0403(15) Uani 0.522(8) 1 d P A 1
H50A H 0.6083 0.0907 0.4350 0.048 Uiso 0.522(8) 1 calc PR A 1
H50B H 0.7555 0.0482 0.4503 0.048 Uiso 0.522(8) 1 calc PR A 1
C50' C 0.6066(5) 0.1274(5) 0.5343(5) 0.0460(18) Uani 0.478(8) 1 d P A 2
H50C H 0.5329 0.1694 0.5735 0.055 Uiso 0.478(8) 1 calc PR A 2
H50D H 0.5760 0.0874 0.4536 0.055 Uiso 0.478(8) 1 calc PR A 2
C51 C 0.7287(4) 0.2392(3) 0.5627(2) 0.0683(9) Uani 1 1 d . . .
C52 C 0.8611(5) 0.2411(4) 0.5871(3) 0.0838(13) Uani 1 1 d . A .
H52A H 0.9025 0.1593 0.5686 0.101 Uiso 1 1 calc R . .
C53 C 0.9339(5) 0.3603(6) 0.6379(5) 0.0944(15) Uani 1 1 d . . .
H53A H 1.0260 0.3609 0.6544 0.113 Uiso 1 1 calc R A .
C54 C 0.8778(4) 0.4756(4) 0.6647(3) 0.0787(11) Uani 1 1 d . A .
H54A H 0.9299 0.5578 0.7005 0.094 Uiso 1 1 calc R . .
C55 C 0.7482(4) 0.4768(3) 0.6415(2) 0.0616(9) Uani 1 1 d . . .
H55A H 0.7086 0.5597 0.6604 0.074 Uiso 1 1 calc R A .
C56 C 0.6727(3) 0.3580(3) 0.5903(2) 0.0600(7) Uani 1 1 d . A .
H56A H 0.5808 0.3588 0.5741 0.072 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9622(16) . ?
Zn1 N2 1.967(2) . ?
Zn1 O4 1.9835(16) . ?
Zn1 N1 1.989(2) . ?
Zn2 O3 1.9703(17) . ?
Zn2 N4 1.981(2) . ?
Zn2 N3 1.985(2) . ?
Zn2 O2 1.9978(16) . ?
F1 C9 1.340(3) . ?
F2 C9 1.344(3) . ?
F3 C9 1.338(3) . ?
F4 C35 1.332(3) . ?
F5 C35 1.322(3) . ?
F6 C35 1.346(3) . ?
O1 C1 1.261(3) . ?
O2 C1 1.261(3) . ?
O3 C3 1.270(3) . ?
O4 C3 1.249(3) . ?
O5 C24 1.422(2) . ?
O5 C23 1.439(3) . ?
O6 C50' 1.258(5) . ?
O6 C49 1.437(3) . ?
O6 C50 1.453(5) . ?
N1 C6 1.327(3) . ?
N1 C10 1.436(3) . ?
N2 C8 1.327(3) . ?
N2 C18 1.488(3) . ?
N3 C32 1.310(3) . ?
N3 C36 1.446(3) . ?
N4 C34 1.324(3) . ?
N4 C44 1.466(3) . ?
C1 C2 1.511(3) . ?
C3 C4 1.481(3) . ?
C5 C6 1.513(4) . ?
C6 C7 1.403(3) . ?
C7 C8 1.401(3) . ?
C8 C9 1.533(3) . ?
C10 C15 1.387(4) . ?
C10 C11 1.397(3) . ?
C11 C12 1.395(4) . ?
C11 C16 1.511(4) . ?
C12 C13 1.363(5) . ?
C13 C14 1.365(5) . ?
C14 C15 1.401(4) . ?
C15 C17 1.506(4) . ?
C18 C23 1.528(4) . ?
C18 C19 1.529(3) . ?
C19 C20 1.521(3) . ?
C20 C21 1.513(4) . ?
C21 C22 1.519(4) . ?
C22 C23 1.518(3) . ?
C24 C25 1.502(3) . ?
C25 C26 1.384(3) . ?
C25 C30 1.380(3) . ?
C26 C27 1.397(3) . ?
C27 C28 1.351(4) . ?
C28 C29 1.378(5) . ?
C29 C30 1.403(4) . ?
C31 C32 1.519(4) . ?
C32 C33 1.416(4) . ?
C33 C34 1.395(4) . ?
C34 C35 1.534(3) . ?
C36 C41 1.391(3) . ?
C36 C37 1.400(3) . ?
C37 C38 1.394(4) . ?
C37 C42 1.482(4) . ?
C38 C39 1.352(5) . ?
C39 C40 1.346(6) . ?
C40 C41 1.418(4) . ?
C41 C43 1.497(4) . ?
C44 C49 1.517(4) . ?
C44 C45 1.537(4) . ?
C45 C46 1.526(4) . ?
C46 C47 1.503(5) . ?
C47 C48 1.516(5) . ?
C48 C49 1.529(4) . ?
C50 C51 1.503(5) . ?
C50' C51 1.638(6) . ?
C51 C52 1.366(5) . ?
C51 C56 1.358(4) . ?
C52 C53 1.363(6) . ?
C53 C54 1.327(6) . ?
C54 C55 1.340(5) . ?
C55 C56 1.374(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N2 123.19(7) . . ?
O1 Zn1 O4 98.10(7) . . ?
N2 Zn1 O4 116.51(8) . . ?
O1 Zn1 N1 111.79(7) . . ?
N2 Zn1 N1 100.29(8) . . ?
O4 Zn1 N1 106.44(7) . . ?
O3 Zn2 N4 122.20(8) . . ?
O3 Zn2 N3 108.22(8) . . ?
N4 Zn2 N3 98.61(9) . . ?
O3 Zn2 O2 104.57(7) . . ?
N4 Zn2 O2 112.15(8) . . ?
N3 Zn2 O2 110.83(7) . . ?
C1 O1 Zn1 123.93(16) . . ?
C1 O2 Zn2 132.21(15) . . ?
C3 O3 Zn2 120.94(16) . . ?
C3 O4 Zn1 136.43(17) . . ?
C24 O5 C23 115.53(16) . . ?
C50' O6 C49 116.6(3) . . ?
C50' O6 C50 44.1(3) . . ?
C49 O6 C50 118.5(2) . . ?
C6 N1 C10 118.7(2) . . ?
C6 N1 Zn1 119.02(17) . . ?
C10 N1 Zn1 122.28(16) . . ?
C8 N2 C18 122.58(19) . . ?
C8 N2 Zn1 116.71(16) . . ?
C18 N2 Zn1 120.38(15) . . ?
C32 N3 C36 118.6(2) . . ?
C32 N3 Zn2 119.88(18) . . ?
C36 N3 Zn2 121.50(15) . . ?
C34 N4 C44 123.2(2) . . ?
C34 N4 Zn2 116.88(17) . . ?
C44 N4 Zn2 119.81(17) . . ?
O2 C1 O1 123.9(2) . . ?
O2 C1 C2 119.1(2) . . ?
O1 C1 C2 116.9(2) . . ?
O4 C3 O3 122.9(2) . . ?
O4 C3 C4 119.0(2) . . ?
O3 C3 C4 118.0(2) . . ?
N1 C6 C7 124.1(2) . . ?
N1 C6 C5 120.4(2) . . ?
C7 C6 C5 115.5(2) . . ?
C6 C7 C8 129.6(2) . . ?
N2 C8 C7 127.1(2) . . ?
N2 C8 C9 119.9(2) . . ?
C7 C8 C9 112.9(2) . . ?
F3 C9 F2 106.3(2) . . ?
F3 C9 F1 105.49(18) . . ?
F2 C9 F1 105.6(2) . . ?
F3 C9 C8 113.4(2) . . ?
F2 C9 C8 111.48(18) . . ?
F1 C9 C8 114.0(2) . . ?
C15 C10 C11 121.9(2) . . ?
C15 C10 N1 119.4(2) . . ?
C11 C10 N1 118.7(2) . . ?
C12 C11 C10 117.8(3) . . ?
C12 C11 C16 121.4(3) . . ?
C10 C11 C16 120.8(2) . . ?
C13 C12 C11 121.2(3) . . ?
C12 C13 C14 120.2(3) . . ?
C13 C14 C15 121.4(3) . . ?
C14 C15 C10 117.4(3) . . ?
C14 C15 C17 121.6(3) . . ?
C10 C15 C17 120.9(2) . . ?
N2 C18 C23 111.46(19) . . ?
N2 C18 C19 108.32(19) . . ?
C23 C18 C19 111.5(2) . . ?
C20 C19 C18 111.4(2) . . ?
C21 C20 C19 110.8(2) . . ?
C20 C21 C22 110.2(2) . . ?
C23 C22 C21 112.6(2) . . ?
O5 C23 C22 112.63(19) . . ?
O5 C23 C18 105.16(19) . . ?
C22 C23 C18 110.2(2) . . ?
O5 C24 C25 108.47(16) . . ?
C26 C25 C30 118.4(2) . . ?
C26 C25 C24 120.71(19) . . ?
C30 C25 C24 120.89(19) . . ?
C25 C26 C27 121.1(2) . . ?
C28 C27 C26 120.1(2) . . ?
C27 C28 C29 120.1(2) . . ?
C28 C29 C30 120.1(3) . . ?
C25 C30 C29 120.2(2) . . ?
N3 C32 C33 124.2(2) . . ?
N3 C32 C31 120.4(2) . . ?
C33 C32 C31 115.3(2) . . ?
C34 C33 C32 128.9(2) . . ?
N4 C34 C33 126.7(2) . . ?
N4 C34 C35 119.3(2) . . ?
C33 C34 C35 114.1(2) . . ?
F5 C35 F4 106.4(2) . . ?
F5 C35 F6 107.2(2) . . ?
F4 C35 F6 105.7(2) . . ?
F5 C35 C34 113.8(2) . . ?
F4 C35 C34 112.2(2) . . ?
F6 C35 C34 110.9(2) . . ?
C41 C36 C37 122.0(2) . . ?
C41 C36 N3 119.3(2) . . ?
C37 C36 N3 118.6(2) . . ?
C36 C37 C38 117.4(3) . . ?
C36 C37 C42 120.3(2) . . ?
C38 C37 C42 122.2(3) . . ?
C39 C38 C37 121.7(3) . . ?
C38 C39 C40 120.4(3) . . ?
C39 C40 C41 121.9(3) . . ?
C36 C41 C40 116.5(3) . . ?
C36 C41 C43 121.6(3) . . ?
C40 C41 C43 121.9(3) . . ?
N4 C44 C49 109.9(2) . . ?
N4 C44 C45 110.9(2) . . ?
C49 C44 C45 111.1(2) . . ?
C46 C45 C44 110.5(2) . . ?
C47 C46 C45 111.4(3) . . ?
C46 C47 C48 110.6(3) . . ?
C47 C48 C49 111.4(3) . . ?
O6 C49 C44 108.0(2) . . ?
O6 C49 C48 108.8(2) . . ?
C44 C49 C48 111.8(3) . . ?
O6 C50 C51 104.5(3) . . ?
O6 C50' C51 106.9(3) . . ?
C52 C51 C56 118.5(3) . . ?
C52 C51 C50 105.6(4) . . ?
C56 C51 C50 134.8(3) . . ?
C52 C51 C50' 134.7(3) . . ?
C56 C51 C50' 104.8(3) . . ?
C50 C51 C50' 38.1(2) . . ?
C53 C52 C51 120.0(3) . . ?
C54 C53 C52 120.8(4) . . ?
C53 C54 C55 120.5(4) . . ?
C54 C55 C56 119.8(3) . . ?
C51 C56 C55 120.4(3) . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.039
_database_code_depnum_ccdc_archive 'CCDC 1006590'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ce4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H50 F6 N4 O4 Zn2'
_chemical_formula_weight         967.64
_chemical_absolute_configuration ad

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   11.8212(9)
_cell_length_b                   10.6057(8)
_cell_length_c                   18.6077(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.779(4)
_cell_angle_gamma                90.00
_cell_volume                     2311.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    4204
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      22.02

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7323
_exptl_absorpt_correction_T_max  0.9728
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(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  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19416
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_sigmaI/netI    0.0831
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         26.37
_reflns_number_total             9308
_reflns_number_gt                6898
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_reduction        'Bruker SAINT+'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0185P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.000(10)
_refine_ls_number_reflns         9308
_refine_ls_number_parameters     592
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.83893(4) 0.31391(4) 0.70995(2) 0.03882(12) Uani 1 1 d . . .
Zn2 Zn 0.70979(3) 0.13779(4) 0.84258(2) 0.03702(12) Uani 1 1 d . . .
F1 F 1.1937(2) 0.4453(4) 0.6257(2) 0.1100(13) Uani 1 1 d . . .
F2 F 1.2060(2) 0.4856(3) 0.7407(2) 0.0953(11) Uani 1 1 d . . .
F3 F 1.1557(2) 0.6283(4) 0.6638(2) 0.1304(15) Uani 1 1 d . . .
F4 F 0.4438(2) 0.3138(3) 0.98202(18) 0.0947(10) Uani 1 1 d . . .
F5 F 0.5000(3) 0.1918(3) 1.07064(19) 0.1038(13) Uani 1 1 d . . .
F6 F 0.3853(2) 0.1227(4) 0.97987(18) 0.0978(11) Uani 1 1 d . . .
O1 O 0.7782(3) 0.1495(3) 0.67335(16) 0.0691(10) Uani 1 1 d . . .
O2 O 0.6971(3) 0.0421(3) 0.75422(16) 0.0543(8) Uani 1 1 d . . .
O3 O 0.7886(2) 0.2926(2) 0.80993(13) 0.0376(6) Uani 1 1 d . . .
O4 O 0.8626(3) 0.4809(3) 0.81647(19) 0.0700(10) Uani 1 1 d . . .
N1 N 0.9991(3) 0.3501(3) 0.69698(18) 0.0394(8) Uani 1 1 d . B .
N2 N 0.7648(3) 0.4380(3) 0.63883(19) 0.0394(9) Uani 1 1 d . . .
N3 N 0.5719(3) 0.1712(3) 0.88814(19) 0.0417(9) Uani 1 1 d . . .
N4 N 0.7994(3) 0.0447(3) 0.92236(18) 0.0382(8) Uani 1 1 d . . .
C1 C 0.7269(4) 0.0587(4) 0.6932(3) 0.0516(12) Uani 1 1 d . . .
C2 C 0.6989(7) -0.0465(6) 0.6387(3) 0.134(3) Uani 1 1 d . . .
H2A H 0.7113 -0.1273 0.6630 0.201 Uiso 1 1 calc R . .
H2B H 0.7478 -0.0399 0.6010 0.201 Uiso 1 1 calc R . .
H2C H 0.6197 -0.0398 0.6172 0.201 Uiso 1 1 calc R . .
C3 C 0.8139(3) 0.3992(4) 0.8454(2) 0.0390(10) Uani 1 1 d . . .
C4 C 0.7804(4) 0.4115(4) 0.9191(2) 0.0605(13) Uani 1 1 d . . .
H4A H 0.8041 0.4934 0.9390 0.091 Uiso 1 1 calc R . .
H4B H 0.8172 0.3457 0.9501 0.091 Uiso 1 1 calc R . .
H4C H 0.6982 0.4035 0.9163 0.091 Uiso 1 1 calc R . .
C5 C 1.1422(4) 0.5077(5) 0.6773(4) 0.0739(16) Uani 1 1 d . . .
C6 C 1.0204(3) 0.4646(4) 0.6746(2) 0.0434(11) Uani 1 1 d . . .
C7 C 0.9400(3) 0.5516(4) 0.6426(2) 0.0466(11) Uani 1 1 d . . .
H7A H 0.9684 0.6329 0.6358 0.056 Uiso 1 1 calc R . .
C8 C 0.8234(3) 0.5349(4) 0.6192(2) 0.0426(10) Uani 1 1 d . . .
C9 C 0.7680(3) 0.6307(5) 0.5649(3) 0.0636(13) Uani 1 1 d . . .
H9A H 0.7528 0.5919 0.5174 0.095 Uiso 1 1 calc R . .
H9B H 0.8190 0.7019 0.5628 0.095 Uiso 1 1 calc R . .
H9C H 0.6968 0.6595 0.5798 0.095 Uiso 1 1 calc R . .
C10 C 1.0874(4) 0.2520(4) 0.7128(3) 0.0506(12) Uani 1 1 d . . .
H10A H 1.1607 0.2859 0.7010 0.061 Uiso 1 1 calc R A 1
C11 C 1.0599(9) 0.1394(13) 0.6701(6) 0.043(3) Uani 0.672(14) 1 d P B 1
C12 C 1.0389(10) 0.1430(13) 0.5958(6) 0.071(3) Uani 0.672(14) 1 d P B 1
H12A H 1.0449 0.2212 0.5728 0.085 Uiso 0.672(14) 1 calc PR B 1
C13 C 1.0098(12) 0.0408(17) 0.5533(6) 0.095(5) Uani 0.672(14) 1 d P B 1
H13A H 0.9957 0.0500 0.5026 0.114 Uiso 0.672(14) 1 calc PR B 1
C14 C 1.0009(11) -0.0770(10) 0.5844(8) 0.084(3) Uani 0.672(14) 1 d P B 1
H14A H 0.9868 -0.1489 0.5549 0.101 Uiso 0.672(14) 1 calc PR B 1
C15 C 1.0127(12) -0.0878(8) 0.6580(6) 0.106(5) Uani 0.672(14) 1 d P B 1
H15A H 1.0002 -0.1654 0.6800 0.127 Uiso 0.672(14) 1 calc PR B 1
C16 C 1.0429(12) 0.0160(8) 0.6990(6) 0.087(4) Uani 0.672(14) 1 d P B 1
H16A H 1.0533 0.0066 0.7497 0.105 Uiso 0.672(14) 1 calc PR B 1
C11' C 1.044(2) 0.144(3) 0.6487(15) 0.042(6) Uiso 0.328(14) 1 d P B 2
C12' C 0.9927(18) 0.176(2) 0.5818(13) 0.061(7) Uiso 0.328(14) 1 d P B 2
H12B H 0.9777 0.2615 0.5707 0.073 Uiso 0.328(14) 1 calc PR B 2
C13' C 0.961(2) 0.081(2) 0.5274(15) 0.088(9) Uiso 0.328(14) 1 d P B 2
H13B H 0.9153 0.0978 0.4829 0.106 Uiso 0.328(14) 1 calc PR B 2
C14' C 1.000(3) -0.026(3) 0.5460(17) 0.092(11) Uiso 0.328(14) 1 d P B 2
H14B H 0.9857 -0.0910 0.5115 0.110 Uiso 0.328(14) 1 calc PR B 2
C15' C 1.064(2) -0.060(2) 0.6131(16) 0.088(8) Uiso 0.328(14) 1 d P B 2
H15B H 1.0883 -0.1432 0.6212 0.105 Uiso 0.328(14) 1 calc PR B 2
C16' C 1.092(2) 0.033(3) 0.6692(17) 0.098(8) Uiso 0.328(14) 1 d P B 2
H16B H 1.1366 0.0174 0.7140 0.118 Uiso 0.328(14) 1 calc PR B 2
C17 C 1.1011(5) 0.2224(5) 0.7935(3) 0.0778(16) Uani 1 1 d . B .
H17A H 1.1228 0.2984 0.8209 0.117 Uiso 1 1 calc R . .
H17B H 1.1598 0.1588 0.8047 0.117 Uiso 1 1 calc R . .
H17C H 1.0293 0.1911 0.8062 0.117 Uiso 1 1 calc R . .
C18 C 0.6473(3) 0.4236(4) 0.6077(3) 0.0515(12) Uani 1 1 d . . .
C19 C 0.5625(4) 0.4879(5) 0.6400(3) 0.0615(14) Uani 1 1 d . . .
C20 C 0.4502(4) 0.4662(7) 0.6109(4) 0.0847(18) Uani 1 1 d . . .
H20A H 0.3917 0.5085 0.6307 0.102 Uiso 1 1 calc R . .
C21 C 0.4223(5) 0.3856(8) 0.5548(4) 0.103(2) Uani 1 1 d . . .
H21A H 0.3451 0.3706 0.5375 0.124 Uiso 1 1 calc R . .
C22 C 0.5062(5) 0.3255(7) 0.5229(3) 0.0907(18) Uani 1 1 d . . .
H22A H 0.4852 0.2729 0.4827 0.109 Uiso 1 1 calc R . .
C23 C 0.6207(4) 0.3411(5) 0.5489(3) 0.0653(14) Uani 1 1 d . . .
C24 C 0.5919(4) 0.5767(5) 0.7027(3) 0.0727(16) Uani 1 1 d . . .
H24A H 0.6161 0.6570 0.6850 0.109 Uiso 1 1 calc R . .
H24B H 0.6534 0.5411 0.7365 0.109 Uiso 1 1 calc R . .
H24C H 0.5254 0.5893 0.7272 0.109 Uiso 1 1 calc R . .
C25 C 0.7122(4) 0.2789(5) 0.5134(3) 0.0765(17) Uani 1 1 d . . .
H25A H 0.7532 0.3422 0.4895 0.115 Uiso 1 1 calc R . .
H25B H 0.6780 0.2184 0.4778 0.115 Uiso 1 1 calc R . .
H25C H 0.7649 0.2358 0.5498 0.115 Uiso 1 1 calc R . .
C26 C 0.4784(5) 0.1972(5) 0.9986(3) 0.0725(16) Uani 1 1 d . . .
C27 C 0.5783(3) 0.1564(4) 0.9590(2) 0.0462(11) Uani 1 1 d . . .
C28 C 0.6699(3) 0.1061(4) 1.0054(2) 0.0476(11) Uani 1 1 d . . .
H28A H 0.6654 0.1149 1.0552 0.057 Uiso 1 1 calc R . .
C29 C 0.7685(3) 0.0438(4) 0.9882(2) 0.0418(10) Uani 1 1 d . . .
C30 C 0.8355(4) -0.0293(4) 1.0488(2) 0.0605(13) Uani 1 1 d . . .
H30A H 0.9010 -0.0681 1.0315 0.091 Uiso 1 1 calc R . .
H30B H 0.7874 -0.0942 1.0654 0.091 Uiso 1 1 calc R . .
H30C H 0.8614 0.0273 1.0886 0.091 Uiso 1 1 calc R . .
C31 C 0.4650(4) 0.2065(5) 0.8411(3) 0.0592(14) Uani 1 1 d . . .
H31A H 0.4036 0.2149 0.8720 0.071 Uiso 1 1 calc R . .
C32 C 0.4329(4) 0.0996(5) 0.7872(3) 0.0634(14) Uani 1 1 d . . .
C33 C 0.4130(6) 0.1170(8) 0.7130(4) 0.112(2) Uani 1 1 d . . .
H33A H 0.4203 0.1981 0.6938 0.134 Uiso 1 1 calc R . .
C34 C 0.3823(9) 0.0170(12) 0.6664(5) 0.158(4) Uani 1 1 d . . .
H34A H 0.3710 0.0297 0.6159 0.190 Uiso 1 1 calc R . .
C35 C 0.3687(8) -0.1007(11) 0.6946(6) 0.154(4) Uani 1 1 d . . .
H35A H 0.3454 -0.1682 0.6633 0.185 Uiso 1 1 calc R . .
C36 C 0.3884(6) -0.1202(7) 0.7669(5) 0.120(3) Uani 1 1 d . . .
H36A H 0.3801 -0.2014 0.7857 0.144 Uiso 1 1 calc R . .
C37 C 0.4206(5) -0.0212(6) 0.8131(4) 0.0841(18) Uani 1 1 d . . .
H37A H 0.4346 -0.0361 0.8633 0.101 Uiso 1 1 calc R . .
C38 C 0.4806(5) 0.3330(5) 0.8062(3) 0.095(2) Uani 1 1 d . . .
H38A H 0.5063 0.3944 0.8435 0.143 Uiso 1 1 calc R . .
H38B H 0.4086 0.3603 0.7796 0.143 Uiso 1 1 calc R . .
H38C H 0.5371 0.3255 0.7732 0.143 Uiso 1 1 calc R . .
C39 C 0.8954(3) -0.0322(4) 0.9070(2) 0.0361(9) Uani 1 1 d . . .
C40 C 0.8720(3) -0.1499(3) 0.8741(2) 0.0407(10) Uani 1 1 d . . .
C41 C 0.9641(4) -0.2177(4) 0.8541(2) 0.0489(11) Uani 1 1 d . . .
H41A H 0.9510 -0.2967 0.8315 0.059 Uiso 1 1 calc R . .
C42 C 1.0728(4) -0.1714(4) 0.8666(2) 0.0561(12) Uani 1 1 d . . .
H42A H 1.1334 -0.2179 0.8519 0.067 Uiso 1 1 calc R . .
C43 C 1.0944(4) -0.0562(4) 0.9009(2) 0.0483(11) Uani 1 1 d . . .
H43A H 1.1699 -0.0267 0.9105 0.058 Uiso 1 1 calc R . .
C44 C 1.0064(4) 0.0165(4) 0.9215(2) 0.0416(10) Uani 1 1 d . . .
C45 C 0.7537(4) -0.2041(4) 0.8631(3) 0.0586(12) Uani 1 1 d . . .
H45A H 0.7549 -0.2859 0.8399 0.088 Uiso 1 1 calc R . .
H45B H 0.7032 -0.1481 0.8325 0.088 Uiso 1 1 calc R . .
H45C H 0.7264 -0.2134 0.9096 0.088 Uiso 1 1 calc R . .
C46 C 1.0309(3) 0.1411(5) 0.9585(2) 0.0530(11) Uani 1 1 d . . .
H46A H 1.1093 0.1652 0.9556 0.079 Uiso 1 1 calc R . .
H46B H 1.0194 0.1341 1.0090 0.079 Uiso 1 1 calc R . .
H46C H 0.9798 0.2046 0.9348 0.079 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.972(3) . ?
Zn1 N1 1.979(3) . ?
Zn1 N2 1.984(3) . ?
Zn1 O3 2.041(2) . ?
Zn2 O2 1.920(3) . ?
Zn2 N3 1.968(3) . ?
Zn2 N4 1.968(3) . ?
Zn2 O3 2.021(2) . ?
F1 C5 1.373(6) . ?
F2 C5 1.332(6) . ?
F3 C5 1.317(6) . ?
F4 C26 1.326(6) . ?
F5 C26 1.331(6) . ?
F6 C26 1.362(6) . ?
O1 C1 1.221(5) . ?
O2 C1 1.247(5) . ?
O3 C3 1.323(5) . ?
O4 C3 1.206(5) . ?
N1 C6 1.319(5) . ?
N1 C10 1.475(5) . ?
N2 C8 1.318(5) . ?
N2 C18 1.439(5) . ?
N3 C27 1.319(5) . ?
N3 C31 1.485(6) . ?
N4 C29 1.325(5) . ?
N4 C39 1.457(5) . ?
C1 C2 1.514(7) . ?
C3 C4 1.483(6) . ?
C5 C6 1.506(6) . ?
C6 C7 1.397(6) . ?
C7 C8 1.400(6) . ?
C8 C9 1.518(6) . ?
C10 C11' 1.69(3) . ?
C10 C17 1.520(6) . ?
C10 C11 1.447(13) . ?
C11 C16 1.439(16) . ?
C11 C12 1.372(14) . ?
C12 C13 1.358(17) . ?
C13 C14 1.387(19) . ?
C14 C15 1.362(15) . ?
C15 C16 1.359(12) . ?
C11' C12' 1.36(3) . ?
C11' C16' 1.33(4) . ?
C12' C13' 1.44(4) . ?
C13' C14' 1.26(4) . ?
C14' C15' 1.41(4) . ?
C15' C16' 1.44(3) . ?
C18 C19 1.411(6) . ?
C18 C23 1.403(7) . ?
C19 C20 1.383(7) . ?
C19 C24 1.504(7) . ?
C20 C21 1.355(8) . ?
C21 C22 1.379(8) . ?
C22 C23 1.384(6) . ?
C23 C25 1.496(6) . ?
C26 C27 1.538(6) . ?
C27 C28 1.397(6) . ?
C28 C29 1.413(5) . ?
C29 C30 1.502(6) . ?
C31 C32 1.527(7) . ?
C31 C38 1.512(7) . ?
C32 C37 1.384(7) . ?
C32 C33 1.380(8) . ?
C33 C34 1.388(12) . ?
C34 C35 1.372(12) . ?
C35 C36 1.350(11) . ?
C36 C37 1.378(8) . ?
C39 C40 1.401(5) . ?
C39 C44 1.401(5) . ?
C40 C41 1.396(5) . ?
C40 C45 1.501(5) . ?
C41 C42 1.367(6) . ?
C42 C43 1.386(6) . ?
C43 C44 1.389(5) . ?
C44 C46 1.501(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
O1 Zn1 N1 116.06(13) . . ?
O1 Zn1 N2 104.42(15) . . ?
N1 Zn1 N2 97.68(13) . . ?
O1 Zn1 O3 94.54(11) . . ?
N1 Zn1 O3 122.32(12) . . ?
N2 Zn1 O3 121.63(12) . . ?
O2 Zn2 N3 119.36(14) . . ?
O2 Zn2 N4 110.65(13) . . ?
N3 Zn2 N4 99.09(13) . . ?
O2 Zn2 O3 99.06(11) . . ?
N3 Zn2 O3 115.17(11) . . ?
N4 Zn2 O3 114.28(12) . . ?
C1 O1 Zn1 139.9(3) . . ?
C1 O2 Zn2 135.0(3) . . ?
C3 O3 Zn2 128.8(2) . . ?
C3 O3 Zn1 106.6(2) . . ?
Zn2 O3 Zn1 124.55(12) . . ?
C6 N1 C10 123.6(3) . . ?
C6 N1 Zn1 116.3(3) . . ?
C10 N1 Zn1 120.1(3) . . ?
C8 N2 C18 119.1(4) . . ?
C8 N2 Zn1 120.0(3) . . ?
C18 N2 Zn1 120.8(3) . . ?
C27 N3 C31 123.3(3) . . ?
C27 N3 Zn2 118.0(3) . . ?
C31 N3 Zn2 118.7(3) . . ?
C29 N4 C39 119.8(3) . . ?
C29 N4 Zn2 120.9(3) . . ?
C39 N4 Zn2 119.1(2) . . ?
O1 C1 O2 126.8(4) . . ?
O1 C1 C2 116.8(4) . . ?
O2 C1 C2 116.3(4) . . ?
O4 C3 O3 118.7(4) . . ?
O4 C3 C4 123.5(4) . . ?
O3 C3 C4 117.7(4) . . ?
F3 C5 F2 105.7(5) . . ?
F3 C5 F1 105.0(5) . . ?
F2 C5 F1 106.4(4) . . ?
F3 C5 C6 115.3(4) . . ?
F2 C5 C6 113.6(5) . . ?
F1 C5 C6 110.1(5) . . ?
N1 C6 C7 126.5(4) . . ?
N1 C6 C5 119.4(4) . . ?
C7 C6 C5 114.0(4) . . ?
C6 C7 C8 129.3(4) . . ?
N2 C8 C7 123.0(4) . . ?
N2 C8 C9 120.7(4) . . ?
C7 C8 C9 116.1(4) . . ?
N1 C10 C11' 101.6(10) . . ?
N1 C10 C17 108.7(4) . . ?
C11' C10 C17 122.6(11) . . ?
N1 C10 C11 111.8(5) . . ?
C11' C10 C11 12.6(12) . . ?
C17 C10 C11 111.0(6) . . ?
C16 C11 C12 112.7(10) . . ?
C16 C11 C10 125.3(8) . . ?
C12 C11 C10 121.8(11) . . ?
C13 C12 C11 124.1(13) . . ?
C12 C13 C14 120.3(11) . . ?
C15 C14 C13 119.4(10) . . ?
C16 C15 C14 118.7(9) . . ?
C11 C16 C15 124.5(9) . . ?
C12' C11' C16' 127(3) . . ?
C12' C11' C10 122(2) . . ?
C16' C11' C10 109(2) . . ?
C13' C12' C11' 121(2) . . ?
C14' C13' C12' 113(3) . . ?
C13' C14' C15' 127(3) . . ?
C14' C15' C16' 121(3) . . ?
C11' C16' C15' 110(3) . . ?
C19 C18 C23 122.4(4) . . ?
C19 C18 N2 118.7(4) . . ?
C23 C18 N2 118.8(4) . . ?
C20 C19 C18 116.9(5) . . ?
C20 C19 C24 121.1(5) . . ?
C18 C19 C24 122.0(4) . . ?
C21 C20 C19 121.8(6) . . ?
C20 C21 C22 120.6(5) . . ?
C23 C22 C21 121.3(6) . . ?
C22 C23 C18 116.9(5) . . ?
C22 C23 C25 121.6(5) . . ?
C18 C23 C25 121.4(4) . . ?
F5 C26 F4 106.7(5) . . ?
F5 C26 F6 105.8(4) . . ?
F4 C26 F6 105.6(5) . . ?
F5 C26 C27 114.5(5) . . ?
F4 C26 C27 112.5(4) . . ?
F6 C26 C27 111.1(5) . . ?
N3 C27 C28 126.8(4) . . ?
N3 C27 C26 120.1(4) . . ?
C28 C27 C26 113.1(4) . . ?
C27 C28 C29 129.2(4) . . ?
N4 C29 C28 123.0(4) . . ?
N4 C29 C30 121.0(4) . . ?
C28 C29 C30 116.0(4) . . ?
N3 C31 C32 108.4(4) . . ?
N3 C31 C38 109.4(4) . . ?
C32 C31 C38 114.2(5) . . ?
C37 C32 C33 117.4(6) . . ?
C37 C32 C31 119.1(5) . . ?
C33 C32 C31 123.5(6) . . ?
C32 C33 C34 121.2(8) . . ?
C35 C34 C33 119.3(10) . . ?
C36 C35 C34 120.5(10) . . ?
C35 C36 C37 120.0(8) . . ?
C36 C37 C32 121.4(7) . . ?
C40 C39 C44 122.4(4) . . ?
C40 C39 N4 118.1(4) . . ?
C44 C39 N4 119.3(3) . . ?
C39 C40 C41 117.4(4) . . ?
C39 C40 C45 121.7(4) . . ?
C41 C40 C45 120.8(4) . . ?
C42 C41 C40 121.2(4) . . ?
C41 C42 C43 120.4(4) . . ?
C44 C43 C42 121.2(4) . . ?
C43 C44 C39 117.3(4) . . ?
C43 C44 C46 120.6(4) . . ?
C39 C44 C46 122.0(4) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.053
_database_code_depnum_ccdc_archive 'CCDC 1006591'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ce1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H60 F6 N4 O4 Zn2'
_chemical_formula_sum            'C58 H60 F6 N4 O4 Zn2'
_chemical_formula_weight         1121.84
_chemical_absolute_configuration ad

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   13.5462(5)
_cell_length_b                   19.2935(7)
_cell_length_c                   20.7468(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5422.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8723
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      29.05

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2328
_exptl_absorpt_coefficient_mu    0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7013
_exptl_absorpt_correction_T_max  0.7013
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_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  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18303
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0501
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.44
_diffrn_reflns_theta_max         25.35
_reflns_number_total             9628
_reflns_number_gt                8845
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_reduction        'Bruker SAINT+'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0166P)²+0.2283P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.005(7)
_refine_ls_number_reflns         9628
_refine_ls_number_parameters     677
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0660
_refine_ls_wR_factor_gt          0.0639
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.693566(18) 0.466089(13) 0.106569(13) 0.02320(7) Uani 1 1 d . . .
Zn2 Zn -0.441452(19) 0.513330(14) 0.116009(14) 0.02444(7) Uani 1 1 d . . .
F1 F -0.95025(13) 0.63087(8) 0.08449(9) 0.0518(5) Uani 1 1 d . . .
F2 F -1.02405(12) 0.54320(9) 0.04365(8) 0.0540(5) Uani 1 1 d . . .
F3 F -1.04522(12) 0.56949(10) 0.14251(8) 0.0556(5) Uani 1 1 d . . .
F4 F -0.27964(13) 0.52023(10) 0.30883(7) 0.0581(5) Uani 1 1 d . . .
F5 F -0.15178(12) 0.48513(8) 0.25653(8) 0.0484(4) Uani 1 1 d . . .
F6 F -0.17239(14) 0.59303(9) 0.27603(8) 0.0562(5) Uani 1 1 d . . .
O1 O -0.61732(12) 0.40337(9) 0.05316(8) 0.0313(4) Uani 1 1 d . . .
O2 O -0.46351(13) 0.44489(9) 0.04659(8) 0.0356(4) Uani 1 1 d . . .
O3 O -0.58461(11) 0.52573(8) 0.14123(7) 0.0259(4) Uani 1 1 d . . .
O4 O -0.51272(14) 0.59364(10) 0.21201(9) 0.0404(5) Uani 1 1 d . . .
N1 N -0.75704(15) 0.41135(10) 0.17562(10) 0.0268(5) Uani 1 1 d . . .
N2 N -0.80934(14) 0.51795(10) 0.07597(9) 0.0246(4) Uani 1 1 d . . .
N3 N -0.38112(14) 0.59689(10) 0.07611(9) 0.0241(4) Uani 1 1 d . . .
N4 N -0.33544(14) 0.48908(10) 0.17684(9) 0.0263(4) Uani 1 1 d . . .
C1 C -0.53009(19) 0.40217(13) 0.03291(12) 0.0283(6) Uani 1 1 d . . .
C2 C -0.5015(2) 0.34315(14) -0.01032(14) 0.0436(7) Uani 1 1 d . . .
H2A H -0.4670 0.3077 0.0149 0.065 Uiso 1 1 calc R . .
H2B H -0.4579 0.3602 -0.0445 0.065 Uiso 1 1 calc R . .
H2C H -0.5610 0.3230 -0.0296 0.065 Uiso 1 1 calc R . .
C3 C -0.58795(18) 0.57186(12) 0.18860(12) 0.0261(6) Uani 1 1 d . . .
C4 C -0.6882(2) 0.59671(15) 0.20908(14) 0.0414(7) Uani 1 1 d . . .
H4A H -0.6820 0.6247 0.2483 0.062 Uiso 1 1 calc R . .
H4B H -0.7309 0.5567 0.2177 0.062 Uiso 1 1 calc R . .
H4C H -0.7172 0.6249 0.1746 0.062 Uiso 1 1 calc R . .
C5 C -0.8940(2) 0.38457(15) 0.24966(13) 0.0383(7) Uani 1 1 d . . .
H5A H -0.8785 0.3353 0.2442 0.057 Uiso 1 1 calc R . .
H5B H -0.9657 0.3911 0.2484 0.057 Uiso 1 1 calc R . .
H5C H -0.8684 0.4006 0.2912 0.057 Uiso 1 1 calc R . .
C6 C -0.84650(18) 0.42597(13) 0.19567(12) 0.0273(6) Uani 1 1 d . . .
C7 C -0.90482(17) 0.48023(13) 0.16900(12) 0.0297(6) Uani 1 1 d . . .
H7A H -0.9629 0.4913 0.1925 0.036 Uiso 1 1 calc R . .
C8 C -0.88951(16) 0.51897(12) 0.11422(12) 0.0277(5) Uani 1 1 d . . .
C9 C -0.97704(19) 0.56546(14) 0.09639(14) 0.0370(7) Uani 1 1 d . . .
C10 C -0.7520(2) 0.62428(13) 0.02195(14) 0.0399(7) Uani 1 1 d . . .
H10A H -0.7895 0.6526 0.0526 0.060 Uiso 1 1 calc R . .
H10B H -0.7486 0.6483 -0.0196 0.060 Uiso 1 1 calc R . .
H10C H -0.6851 0.6168 0.0385 0.060 Uiso 1 1 calc R . .
C11 C -0.80316(19) 0.55462(12) 0.01317(12) 0.0285(5) Uani 1 1 d . . .
H11A H -0.8717 0.5631 -0.0028 0.034 Uiso 1 1 calc R . .
C12 C -0.74983(18) 0.50786(13) -0.03524(11) 0.0280(5) Uani 1 1 d . . .
C13 C -0.65927(19) 0.52519(14) -0.06003(12) 0.0363(6) Uani 1 1 d . . .
H13A H -0.6287 0.5668 -0.0459 0.044 Uiso 1 1 calc R . .
C14 C -0.6101(2) 0.48415(14) -0.10527(13) 0.0415(6) Uani 1 1 d . . .
H14A H -0.5475 0.4981 -0.1214 0.050 Uiso 1 1 calc R . .
C15 C -0.6520(2) 0.42448(15) -0.12603(13) 0.0397(7) Uani 1 1 d . . .
H15A H -0.6185 0.3970 -0.1571 0.048 Uiso 1 1 calc R . .
C16 C -0.7444(2) 0.40241(13) -0.10233(12) 0.0341(6) Uani 1 1 d . . .
C17 C -0.7881(2) 0.34021(14) -0.12383(13) 0.0416(7) Uani 1 1 d . . .
H17A H -0.7534 0.3120 -0.1538 0.050 Uiso 1 1 calc R . .
C18 C -0.8778(2) 0.31966(15) -0.10306(14) 0.0481(8) Uani 1 1 d . . .
H18A H -0.9063 0.2780 -0.1188 0.058 Uiso 1 1 calc R . .
C19 C -0.9287(2) 0.36056(15) -0.05787(14) 0.0467(8) Uani 1 1 d . . .
H19A H -0.9917 0.3461 -0.0430 0.056 Uiso 1 1 calc R . .
C20 C -0.8887(2) 0.42073(13) -0.03510(13) 0.0337(6) Uani 1 1 d . . .
H20A H -0.9244 0.4474 -0.0045 0.040 Uiso 1 1 calc R . .
C21 C -0.79510(18) 0.44400(12) -0.05630(11) 0.0286(6) Uani 1 1 d . . .
C22 C -0.70485(19) 0.35225(13) 0.20208(13) 0.0322(6) Uani 1 1 d . . .
C23 C -0.7074(2) 0.29056(14) 0.16708(15) 0.0414(7) Uani 1 1 d . . .
C24 C -0.6529(2) 0.23474(16) 0.19105(19) 0.0593(10) Uani 1 1 d . . .
H24A H -0.6528 0.1920 0.1684 0.071 Uiso 1 1 calc R . .
C25 C -0.5991(2) 0.24106(19) 0.2473(2) 0.0684(12) Uani 1 1 d . . .
H25A H -0.5624 0.2027 0.2630 0.082 Uiso 1 1 calc R . .
C26 C -0.5985(2) 0.30189(19) 0.28014(17) 0.0594(10) Uani 1 1 d . . .
H26A H -0.5611 0.3051 0.3188 0.071 Uiso 1 1 calc R . .
C27 C -0.6509(2) 0.35991(16) 0.25908(14) 0.0416(7) Uani 1 1 d . . .
C28 C -0.7683(2) 0.28382(14) 0.10669(16) 0.0474(7) Uani 1 1 d . . .
H28A H -0.8210 0.3148 0.0976 0.057 Uiso 1 1 calc R . .
C29 C -0.7422(3) 0.2264(2) 0.0618(2) 0.0947(15) Uani 1 1 d . . .
H29A H -0.6718 0.2289 0.0513 0.142 Uiso 1 1 calc R . .
H29B H -0.7812 0.2307 0.0222 0.142 Uiso 1 1 calc R . .
H29C H -0.7565 0.1818 0.0824 0.142 Uiso 1 1 calc R . .
C30 C -0.6476(3) 0.42748(18) 0.29526(15) 0.0549(9) Uani 1 1 d . . .
H30A H -0.6990 0.4606 0.2910 0.066 Uiso 1 1 calc R . .
C31 C -0.5623(3) 0.4406(3) 0.3374(2) 0.134(2) Uani 1 1 d . . .
H31A H -0.5643 0.4088 0.3742 0.200 Uiso 1 1 calc R . .
H31B H -0.5646 0.4885 0.3530 0.200 Uiso 1 1 calc R . .
H31C H -0.5011 0.4332 0.3131 0.200 Uiso 1 1 calc R . .
C32 C -0.2637(2) 0.69462(14) 0.08129(14) 0.0390(7) Uani 1 1 d . . .
H32A H -0.3004 0.7104 0.0433 0.059 Uiso 1 1 calc R . .
H32B H -0.1952 0.6847 0.0692 0.059 Uiso 1 1 calc R . .
H32C H -0.2649 0.7309 0.1144 0.059 Uiso 1 1 calc R . .
C33 C -0.31117(17) 0.62954(11) 0.10759(12) 0.0256(5) Uani 1 1 d . . .
C34 C -0.27242(17) 0.60647(13) 0.16749(12) 0.0279(6) Uani 1 1 d . . .
H34A H -0.2356 0.6399 0.1910 0.033 Uiso 1 1 calc R . .
C35 C -0.28080(17) 0.54241(13) 0.19626(12) 0.0284(6) Uani 1 1 d . . .
C36 C -0.2207(2) 0.53528(15) 0.25887(13) 0.0413(7) Uani 1 1 d . . .
C37 C -0.4086(2) 0.37336(15) 0.18753(15) 0.0456(8) Uani 1 1 d . . .
H37A H -0.4669 0.3963 0.2058 0.068 Uiso 1 1 calc R . .
H37B H -0.3999 0.3280 0.2079 0.068 Uiso 1 1 calc R . .
H37C H -0.4177 0.3672 0.1410 0.068 Uiso 1 1 calc R . .
C38 C -0.3169(2) 0.41820(13) 0.19987(12) 0.0310(6) Uani 1 1 d . . .
H38A H -0.3040 0.4198 0.2473 0.037 Uiso 1 1 calc R . .
C39 C -0.22783(18) 0.38542(12) 0.16649(12) 0.0276(6) Uani 1 1 d . . .
C40 C -0.17680(19) 0.32851(12) 0.19527(12) 0.0298(6) Uani 1 1 d . . .
C41 C -0.2014(2) 0.30079(12) 0.25647(13) 0.0354(6) Uani 1 1 d . . .
H41A H -0.2552 0.3199 0.2799 0.043 Uiso 1 1 calc R . .
C42 C -0.1488(2) 0.24673(14) 0.28262(15) 0.0447(8) Uani 1 1 d . . .
H42A H -0.1663 0.2292 0.3239 0.054 Uiso 1 1 calc R . .
C43 C -0.0698(2) 0.21731(14) 0.24886(16) 0.0483(8) Uani 1 1 d . . .
H43A H -0.0340 0.1799 0.2672 0.058 Uiso 1 1 calc R . .
C44 C -0.0442(2) 0.24195(14) 0.19022(16) 0.0447(8) Uani 1 1 d . . .
H44A H 0.0093 0.2212 0.1677 0.054 Uiso 1 1 calc R . .
C45 C -0.09554(19) 0.29820(13) 0.16147(14) 0.0352(6) Uani 1 1 d . . .
C46 C -0.0677(2) 0.32469(13) 0.10055(15) 0.0410(7) Uani 1 1 d . . .
H46A H -0.0139 0.3047 0.0778 0.049 Uiso 1 1 calc R . .
C47 C -0.1178(2) 0.37861(15) 0.07467(14) 0.0397(7) Uani 1 1 d . . .
H47A H -0.0984 0.3963 0.0338 0.048 Uiso 1 1 calc R . .
C48 C -0.19815(19) 0.40892(13) 0.10734(13) 0.0344(6) Uani 1 1 d . . .
H48A H -0.2324 0.4464 0.0879 0.041 Uiso 1 1 calc R . .
C49 C -0.41690(18) 0.62415(12) 0.01599(12) 0.0264(6) Uani 1 1 d . . .
C50 C -0.3874(2) 0.59358(14) -0.04215(12) 0.0340(6) Uani 1 1 d . . .
C51 C -0.4252(2) 0.62097(15) -0.09960(13) 0.0413(7) Uani 1 1 d . . .
H51A H -0.4056 0.6013 -0.1396 0.050 Uiso 1 1 calc R . .
C52 C -0.4897(2) 0.67564(15) -0.09923(14) 0.0426(7) Uani 1 1 d . . .
H52A H -0.5141 0.6937 -0.1387 0.051 Uiso 1 1 calc R . .
C53 C -0.5193(2) 0.70454(14) -0.04155(13) 0.0385(7) Uani 1 1 d . . .
H53A H -0.5644 0.7423 -0.0419 0.046 Uiso 1 1 calc R . .
C54 C -0.48448(19) 0.67944(12) 0.01707(12) 0.0300(6) Uani 1 1 d . . .
C55 C -0.3151(2) 0.53437(14) -0.04490(13) 0.0410(7) Uani 1 1 d . . .
H55A H -0.3331 0.5034 -0.0811 0.049 Uiso 1 1 calc R . .
H55B H -0.3200 0.5072 -0.0046 0.049 Uiso 1 1 calc R . .
C56 C -0.2092(2) 0.55834(18) -0.05363(17) 0.0577(9) Uani 1 1 d . . .
H56A H -0.2043 0.5871 -0.0925 0.087 Uiso 1 1 calc R . .
H56B H -0.1659 0.5179 -0.0580 0.087 Uiso 1 1 calc R . .
H56C H -0.1889 0.5855 -0.0160 0.087 Uiso 1 1 calc R . .
C57 C -0.5173(2) 0.70959(14) 0.08049(13) 0.0389(7) Uani 1 1 d . . .
H57A H -0.4577 0.7246 0.1044 0.047 Uiso 1 1 calc R . .
H57B H -0.5487 0.6722 0.1059 0.047 Uiso 1 1 calc R . .
C58 C -0.5880(2) 0.77002(15) 0.07756(15) 0.0489(8) Uani 1 1 d . . .
H58A H -0.5589 0.8073 0.0517 0.073 Uiso 1 1 calc R . .
H58B H -0.6009 0.7870 0.1213 0.073 Uiso 1 1 calc R . .
H58C H -0.6501 0.7550 0.0578 0.073 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9387(16) . ?
Zn1 N2 1.9657(19) . ?
Zn1 N1 1.977(2) . ?
Zn1 O3 2.0049(16) . ?
Zn2 N4 1.9682(19) . ?
Zn2 O2 1.9767(17) . ?
Zn2 N3 1.9880(19) . ?
Zn2 O3 2.0228(15) . ?
F1 C9 1.336(3) . ?
F2 C9 1.337(3) . ?
F3 C9 1.332(3) . ?
F4 C36 1.340(3) . ?
F5 C36 1.346(3) . ?
F6 C36 1.341(3) . ?
O1 C1 1.254(3) . ?
O2 C1 1.254(3) . ?
O3 C3 1.327(3) . ?
O4 C3 1.205(3) . ?
N1 C6 1.312(3) . ?
N1 C22 1.450(3) . ?
N2 C8 1.345(3) . ?
N2 C11 1.485(3) . ?
N3 C33 1.312(3) . ?
N3 C49 1.438(3) . ?
N4 C35 1.330(3) . ?
N4 C38 1.470(3) . ?
C1 C2 1.500(3) . ?
C3 C4 1.502(4) . ?
C5 C6 1.519(3) . ?
C6 C7 1.423(3) . ?
C7 C8 1.376(3) . ?
C8 C9 1.532(3) . ?
C10 C11 1.523(3) . ?
C11 C12 1.531(3) . ?
C12 C13 1.371(3) . ?
C12 C21 1.444(3) . ?
C13 C14 1.397(4) . ?
C14 C15 1.354(4) . ?
C15 C16 1.411(4) . ?
C16 C17 1.411(4) . ?
C16 C21 1.424(3) . ?
C17 C18 1.349(4) . ?
C18 C19 1.406(4) . ?
C19 C20 1.365(4) . ?
C20 C21 1.415(3) . ?
C22 C23 1.395(4) . ?
C22 C27 1.398(4) . ?
C23 C24 1.398(4) . ?
C23 C28 1.505(4) . ?
C24 C25 1.380(5) . ?
C25 C26 1.357(5) . ?
C26 C27 1.396(4) . ?
C27 C30 1.505(4) . ?
C28 C29 1.490(4) . ?
C30 C31 1.472(5) . ?
C32 C33 1.512(3) . ?
C33 C34 1.421(3) . ?
C34 C35 1.377(4) . ?
C35 C36 1.539(4) . ?
C37 C38 1.536(4) . ?
C38 C39 1.528(3) . ?
C39 C48 1.369(4) . ?
C39 C40 1.428(3) . ?
C40 C41 1.417(4) . ?
C40 C45 1.430(4) . ?
C41 C42 1.374(4) . ?
C42 C43 1.400(4) . ?
C43 C44 1.351(4) . ?
C44 C45 1.420(4) . ?
C45 C46 1.415(4) . ?
C46 C47 1.353(4) . ?
C47 C48 1.410(4) . ?
C49 C50 1.401(4) . ?
C49 C54 1.406(4) . ?
C50 C51 1.401(4) . ?
C50 C55 1.506(4) . ?
C51 C52 1.370(4) . ?
C52 C53 1.380(4) . ?
C53 C54 1.392(4) . ?
C54 C57 1.506(4) . ?
C55 C56 1.519(4) . ?
C57 C58 1.511(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N2 123.93(8) . . ?
O1 Zn1 N1 108.21(8) . . ?
N2 Zn1 N1 99.15(8) . . ?
O1 Zn1 O3 99.85(7) . . ?
N2 Zn1 O3 114.27(7) . . ?
N1 Zn1 O3 111.53(8) . . ?
N4 Zn2 O2 114.76(8) . . ?
N4 Zn2 N3 99.19(8) . . ?
O2 Zn2 N3 107.48(8) . . ?
N4 Zn2 O3 124.18(7) . . ?
O2 Zn2 O3 97.04(7) . . ?
N3 Zn2 O3 113.95(7) . . ?
C1 O1 Zn1 134.82(17) . . ?
C1 O2 Zn2 135.44(16) . . ?
C3 O3 Zn1 128.73(14) . . ?
C3 O3 Zn2 107.68(14) . . ?
Zn1 O3 Zn2 123.03(8) . . ?
C6 N1 C22 120.0(2) . . ?
C6 N1 Zn1 121.12(17) . . ?
C22 N1 Zn1 118.85(16) . . ?
C8 N2 C11 123.8(2) . . ?
C8 N2 Zn1 117.45(15) . . ?
C11 N2 Zn1 118.74(15) . . ?
C33 N3 C49 120.0(2) . . ?
C33 N3 Zn2 118.62(16) . . ?
C49 N3 Zn2 121.29(15) . . ?
C35 N4 C38 121.7(2) . . ?
C35 N4 Zn2 114.61(16) . . ?
C38 N4 Zn2 123.66(16) . . ?
O1 C1 O2 126.1(2) . . ?
O1 C1 C2 117.2(2) . . ?
O2 C1 C2 116.6(2) . . ?
O4 C3 O3 120.3(2) . . ?
O4 C3 C4 122.7(2) . . ?
O3 C3 C4 117.0(2) . . ?
N1 C6 C7 123.2(2) . . ?
N1 C6 C5 120.8(2) . . ?
C7 C6 C5 116.0(2) . . ?
C8 C7 C6 129.6(2) . . ?
N2 C8 C7 127.0(2) . . ?
N2 C8 C9 119.4(2) . . ?
C7 C8 C9 113.6(2) . . ?
F3 C9 F1 105.4(2) . . ?
F3 C9 F2 106.1(2) . . ?
F1 C9 F2 106.3(2) . . ?
F3 C9 C8 113.4(2) . . ?
F1 C9 C8 112.8(2) . . ?
F2 C9 C8 112.2(2) . . ?
N2 C11 C10 109.9(2) . . ?
N2 C11 C12 108.75(18) . . ?
C10 C11 C12 112.6(2) . . ?
C13 C12 C21 118.3(2) . . ?
C13 C12 C11 121.6(2) . . ?
C21 C12 C11 120.1(2) . . ?
C12 C13 C14 122.7(2) . . ?
C15 C14 C13 119.7(3) . . ?
C14 C15 C16 121.2(3) . . ?
C15 C16 C17 121.3(3) . . ?
C15 C16 C21 119.5(2) . . ?
C17 C16 C21 119.3(2) . . ?
C18 C17 C16 121.8(3) . . ?
C17 C18 C19 119.3(3) . . ?
C20 C19 C18 120.9(3) . . ?
C19 C20 C21 121.2(3) . . ?
C20 C21 C16 117.5(2) . . ?
C20 C21 C12 123.9(2) . . ?
C16 C21 C12 118.6(2) . . ?
C23 C22 C27 122.9(3) . . ?
C23 C22 N1 117.5(2) . . ?
C27 C22 N1 119.5(2) . . ?
C22 C23 C24 117.3(3) . . ?
C22 C23 C28 121.4(2) . . ?
C24 C23 C28 121.3(3) . . ?
C25 C24 C23 120.8(3) . . ?
C26 C25 C24 120.3(3) . . ?
C25 C26 C27 122.2(3) . . ?
C26 C27 C22 116.5(3) . . ?
C26 C27 C30 121.6(3) . . ?
C22 C27 C30 121.9(3) . . ?
C29 C28 C23 117.0(3) . . ?
C31 C30 C27 118.0(3) . . ?
N3 C33 C34 123.5(2) . . ?
N3 C33 C32 121.7(2) . . ?
C34 C33 C32 114.8(2) . . ?
C35 C34 C33 129.0(2) . . ?
N4 C35 C34 127.5(2) . . ?
N4 C35 C36 118.7(2) . . ?
C34 C35 C36 113.7(2) . . ?
F4 C36 F6 105.4(2) . . ?
F4 C36 F5 106.6(2) . . ?
F6 C36 F5 105.5(2) . . ?
F4 C36 C35 111.0(2) . . ?
F6 C36 C35 114.1(2) . . ?
F5 C36 C35 113.6(2) . . ?
N4 C38 C39 111.9(2) . . ?
N4 C38 C37 109.3(2) . . ?
C39 C38 C37 109.3(2) . . ?
C48 C39 C40 119.2(2) . . ?
C48 C39 C38 120.1(2) . . ?
C40 C39 C38 120.7(2) . . ?
C41 C40 C39 123.4(2) . . ?
C41 C40 C45 117.8(2) . . ?
C39 C40 C45 118.8(2) . . ?
C42 C41 C40 121.2(3) . . ?
C41 C42 C43 120.4(3) . . ?
C44 C43 C42 120.3(3) . . ?
C43 C44 C45 121.4(3) . . ?
C46 C45 C44 121.4(3) . . ?
C46 C45 C40 119.7(2) . . ?
C44 C45 C40 118.9(3) . . ?
C47 C46 C45 119.9(3) . . ?
C46 C47 C48 121.0(3) . . ?
C39 C48 C47 121.4(2) . . ?
C50 C49 C54 121.3(2) . . ?
C50 C49 N3 119.8(2) . . ?
C54 C49 N3 118.9(2) . . ?
C49 C50 C51 118.0(3) . . ?
C49 C50 C55 122.5(2) . . ?
C51 C50 C55 119.4(2) . . ?
C52 C51 C50 121.2(3) . . ?
C51 C52 C53 120.1(3) . . ?
C52 C53 C54 121.2(3) . . ?
C53 C54 C49 118.1(3) . . ?
C53 C54 C57 122.0(2) . . ?
C49 C54 C57 119.9(2) . . ?
C50 C55 C56 112.8(2) . . ?
C54 C57 C58 116.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.040
_database_code_depnum_ccdc_archive 'CCDC 1006592'
