# Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Angeles Monge'
_publ_contact_author_email       AMONGE@ICMM.CSIC.ES

_publ_section_title              
;
Ligand dependent topology changes in six zinc coordination polymers
;
loop_
_publ_author_name
'Angeles Monge'
F.Gandara
E.Gutierrez-Puebla
'Manuela Medina'
'Davide Proserpio'
;
N.Snejko
;

#==============================================================================

data_compound4
_database_code_depnum_ccdc_archive 'CCDC 701574'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H32 F12 N4 O8 Zn2'
_chemical_formula_sum            'C58 H32 F12 N4 O8 Zn2'
_chemical_formula_weight         1271.62

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)/n

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

_cell_length_a                   14.502(4)
_cell_length_b                   18.010(5)
_cell_length_c                   22.474(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.787(5)
_cell_angle_gamma                90.00
_cell_volume                     5648(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7305
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      23.37

_exptl_crystal_description       prismatic
_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    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2560
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7034
_exptl_absorpt_correction_T_max  0.7034
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            38782
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_sigmaI/netI    0.0905
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         26.40
_reflns_number_total             11220
_reflns_number_gt                6353
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0464P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11220
_refine_ls_number_parameters     757
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1353
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1111
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.01844(17) 0.20234(13) 0.34582(11) 0.0487(7) Uani 1 1 d . . .
C17 C 0.0992(3) 0.1696(2) 0.36710(16) 0.0412(9) Uani 1 1 d . . .
C14 C 0.1857(2) 0.21926(19) 0.37815(15) 0.0361(9) Uani 1 1 d . . .
O8 O -0.11852(17) 0.14753(12) 0.22820(11) 0.0445(6) Uani 1 1 d . . .
O7 O -0.23579(17) 0.21118(12) 0.16537(11) 0.0441(6) Uani 1 1 d . . .
C34 C -0.1483(3) 0.19703(19) 0.18901(17) 0.0378(9) Uani 1 1 d . . .
C31 C -0.0754(2) 0.24208(18) 0.16801(15) 0.0357(9) Uani 1 1 d . . .
C32 C -0.1009(2) 0.29156(19) 0.11959(16) 0.0421(9) Uani 1 1 d . . .
H32 H -0.1653 0.2971 0.0986 0.051 Uiso 1 1 calc R . .
C33 C -0.0333(2) 0.3330(2) 0.10152(17) 0.0446(10) Uani 1 1 d . . .
H33 H -0.0522 0.3653 0.0681 0.054 Uiso 1 1 calc R . .
C30 C 0.0201(2) 0.2357(2) 0.19872(16) 0.0458(10) Uani 1 1 d . . .
H30 H 0.0390 0.2029 0.2318 0.055 Uiso 1 1 calc R . .
C29 C 0.0883(2) 0.2770(2) 0.18134(17) 0.0481(10) Uani 1 1 d . . .
H29 H 0.1526 0.2713 0.2025 0.058 Uiso 1 1 calc R . .
C28 C 0.0629(2) 0.32665(19) 0.13326(16) 0.0393(9) Uani 1 1 d . . .
Zn1 Zn 0.66638(3) 0.13797(2) 0.180535(19) 0.03680(12) Uani 1 1 d . . .
Zn2 Zn 0.90591(3) 0.13815(2) 0.324081(19) 0.03624(12) Uani 1 1 d . . .
C35 C 0.9044(3) 0.1312(2) 0.46412(19) 0.0541(11) Uani 1 1 d . . .
H35 H 0.9153 0.1821 0.4650 0.065 Uiso 1 1 calc R . .
C36 C 0.8956(3) 0.0969(2) 0.51763(19) 0.0606(12) Uani 1 1 d . . .
H36 H 0.9006 0.1246 0.5533 0.073 Uiso 1 1 calc R . .
C37 C 0.8795(3) 0.0219(2) 0.51748(19) 0.0564(11) Uani 1 1 d . . .
H37 H 0.8738 -0.0019 0.5530 0.068 Uiso 1 1 calc R . .
C38 C 0.8717(2) -0.0184(2) 0.46299(17) 0.0433(9) Uani 1 1 d . . .
C39 C 0.8556(3) -0.0969(2) 0.4577(2) 0.0544(11) Uani 1 1 d . . .
H39 H 0.8492 -0.1236 0.4918 0.065 Uiso 1 1 calc R . .
C40 C 0.8494(3) -0.1324(2) 0.4044(2) 0.0550(11) Uani 1 1 d . . .
H40 H 0.8390 -0.1834 0.4023 0.066 Uiso 1 1 calc R . .
C41 C 0.8586(2) -0.0937(2) 0.35067(19) 0.0426(9) Uani 1 1 d . . .
C42 C 0.8509(3) -0.1280(2) 0.2941(2) 0.0540(11) Uani 1 1 d . . .
H42 H 0.8380 -0.1785 0.2893 0.065 Uiso 1 1 calc R . .
C43 C 0.8624(3) -0.0868(2) 0.24576(19) 0.0561(11) Uani 1 1 d . . .
H43 H 0.8583 -0.1090 0.2078 0.067 Uiso 1 1 calc R . .
C44 C 0.8803(3) -0.0108(2) 0.25396(18) 0.0483(10) Uani 1 1 d . . .
H44 H 0.8884 0.0168 0.2208 0.058 Uiso 1 1 calc R . .
C45 C 0.8762(2) -0.01722(18) 0.35510(16) 0.0352(8) Uani 1 1 d . . .
C46 C 0.8828(2) 0.0209(2) 0.41171(16) 0.0370(9) Uani 1 1 d . . .
C47 C 0.6233(3) -0.0029(2) 0.24855(18) 0.0535(11) Uani 1 1 d . . .
H47 H 0.6332 0.0271 0.2834 0.064 Uiso 1 1 calc R . .
C48 C 0.5945(3) -0.0766(2) 0.2522(2) 0.0599(12) Uani 1 1 d . . .
H48 H 0.5862 -0.0946 0.2891 0.072 Uiso 1 1 calc R . .
C49 C 0.5789(3) -0.1217(2) 0.2024(2) 0.0554(11) Uani 1 1 d . . .
H49 H 0.5602 -0.1707 0.2048 0.066 Uiso 1 1 calc R . .
C50 C 0.5913(2) -0.09305(19) 0.14668(18) 0.0409(9) Uani 1 1 d . . .
C51 C 0.5738(3) -0.1349(2) 0.09093(19) 0.0526(10) Uani 1 1 d . . .
H51 H 0.5521 -0.1836 0.0903 0.063 Uiso 1 1 calc R . .
C53 C 0.6215(3) -0.0307(2) 0.03884(17) 0.0456(10) Uani 1 1 d . . .
C54 C 0.6395(3) 0.0031(3) -0.01273(19) 0.0640(12) Uani 1 1 d . . .
H54 H 0.6308 -0.0233 -0.0494 0.077 Uiso 1 1 calc R . .
C55 C 0.6701(3) 0.0748(3) -0.0091(2) 0.0675(13) Uani 1 1 d . . .
H55 H 0.6816 0.0978 -0.0435 0.081 Uiso 1 1 calc R . .
C56 C 0.6841(3) 0.1134(2) 0.0458(2) 0.0612(12) Uani 1 1 d . . .
H56 H 0.7064 0.1620 0.0476 0.073 Uiso 1 1 calc R . .
C57 C 0.6370(2) 0.01275(19) 0.09178(16) 0.0370(9) Uani 1 1 d . . .
C58 C 0.6212(2) -0.01902(19) 0.14708(16) 0.0376(9) Uani 1 1 d . . .
C1 C 0.7255(3) 0.19944(19) 0.31495(16) 0.0365(9) Uani 1 1 d . . .
C2 C 0.6541(2) 0.23922(18) 0.34106(15) 0.0338(8) Uani 1 1 d . . .
C3 C 0.6827(2) 0.28205(19) 0.39367(17) 0.0438(10) Uani 1 1 d . . .
H3 H 0.7476 0.2866 0.4136 0.053 Uiso 1 1 calc R . .
C4 C 0.6172(2) 0.3182(2) 0.41726(16) 0.0452(10) Uani 1 1 d . . .
H4 H 0.6383 0.3464 0.4530 0.054 Uiso 1 1 calc R . .
C5 C 0.5199(2) 0.31301(18) 0.38838(16) 0.0363(9) Uani 1 1 d . . .
C6 C 0.4919(2) 0.2702(2) 0.33542(16) 0.0447(10) Uani 1 1 d . . .
H6 H 0.4271 0.2663 0.3149 0.054 Uiso 1 1 calc R . .
C7 C 0.5577(2) 0.23314(19) 0.31234(16) 0.0423(9) Uani 1 1 d . . .
H7 H 0.5368 0.2038 0.2772 0.051 Uiso 1 1 calc R . .
C8 C 0.4426(2) 0.3560(2) 0.40961(16) 0.0391(9) Uani 1 1 d . . .
C11 C 0.3486(2) 0.3092(2) 0.39714(16) 0.0368(9) Uani 1 1 d . . .
C9 C 0.4730(3) 0.3734(3) 0.4794(2) 0.0557(11) Uani 1 1 d . . .
C10 C 0.4288(3) 0.4299(2) 0.3741(2) 0.0565(11) Uani 1 1 d . . .
C18 C 0.4743(3) 0.1812(2) 0.13667(17) 0.0438(10) Uani 1 1 d . . .
C19 C 0.3913(2) 0.2332(2) 0.13250(15) 0.0392(9) Uani 1 1 d . . .
C24 C 0.2998(3) 0.2130(2) 0.09886(18) 0.0572(11) Uani 1 1 d . . .
H24 H 0.2901 0.1676 0.0784 0.069 Uiso 1 1 calc R . .
C23 C 0.2234(3) 0.2594(2) 0.09542(18) 0.0602(12) Uani 1 1 d . . .
H23 H 0.1628 0.2446 0.0723 0.072 Uiso 1 1 calc R . .
C22 C 0.2335(2) 0.3268(2) 0.12502(16) 0.0404(9) Uani 1 1 d . . .
C21 C 0.3248(2) 0.34777(19) 0.15788(16) 0.0425(9) Uani 1 1 d . . .
H21 H 0.3345 0.3937 0.1776 0.051 Uiso 1 1 calc R . .
C20 C 0.4018(2) 0.3011(2) 0.16165(15) 0.0409(9) Uani 1 1 d . . .
H20 H 0.4625 0.3160 0.1846 0.049 Uiso 1 1 calc R . .
C25 C 0.1431(2) 0.3741(2) 0.11879(19) 0.0481(10) Uani 1 1 d . . .
C26 C 0.1600(3) 0.4390(2) 0.1655(3) 0.0724(15) Uani 1 1 d . . .
C27 C 0.1143(3) 0.4054(4) 0.0528(3) 0.0860(19) Uani 1 1 d . . .
C52 C 0.5880(3) -0.1056(2) 0.0398(2) 0.0572(11) Uani 1 1 d . . .
H52 H 0.5760 -0.1342 0.0040 0.069 Uiso 1 1 calc R . .
C12 C 0.3552(3) 0.2363(2) 0.41728(17) 0.0488(10) Uani 1 1 d . . .
H12 H 0.4149 0.2169 0.4375 0.059 Uiso 1 1 calc R . .
C13 C 0.2751(3) 0.1919(2) 0.40792(17) 0.0491(10) Uani 1 1 d . . .
H13 H 0.2814 0.1431 0.4218 0.059 Uiso 1 1 calc R . .
C16 C 0.2593(2) 0.3362(2) 0.36725(16) 0.0411(9) Uani 1 1 d . . .
H16 H 0.2528 0.3849 0.3529 0.049 Uiso 1 1 calc R . .
C15 C 0.1791(2) 0.29172(19) 0.35831(16) 0.0409(9) Uani 1 1 d . . .
H15 H 0.1193 0.3112 0.3384 0.049 Uiso 1 1 calc R . .
F1 F 0.39961(16) 0.39886(15) 0.49853(11) 0.0800(8) Uani 1 1 d . . .
F2 F 0.54192(16) 0.42342(14) 0.49558(11) 0.0766(8) Uani 1 1 d . . .
F3 F 0.50375(16) 0.31223(15) 0.51249(10) 0.0703(7) Uani 1 1 d . . .
F9 F 0.07842(17) 0.47397(13) 0.16505(15) 0.1016(10) Uani 1 1 d . . .
F8 F 0.21779(18) 0.49143(13) 0.15337(15) 0.1051(11) Uani 1 1 d . . .
F7 F 0.19794(17) 0.41634(15) 0.22307(13) 0.0769(8) Uani 1 1 d . . .
F10 F 0.18799(18) 0.43671(18) 0.03829(14) 0.1231(13) Uani 1 1 d . . .
F11 F 0.04761(18) 0.45909(17) 0.04575(15) 0.1204(13) Uani 1 1 d . . .
F5 F 0.51107(16) 0.46558(13) 0.38000(12) 0.0776(8) Uani 1 1 d . . .
F6 F 0.39090(16) 0.41928(12) 0.31355(11) 0.0650(6) Uani 1 1 d . . .
F4 F 0.37138(16) 0.47726(12) 0.39236(12) 0.0740(7) Uani 1 1 d . . .
F12 F 0.0796(2) 0.3539(2) 0.01144(13) 0.1028(11) Uani 1 1 d . . .
N1 N 0.8981(2) 0.09509(16) 0.41210(14) 0.0422(8) Uani 1 1 d . . .
N2 N 0.88636(19) 0.02364(15) 0.30683(13) 0.0371(7) Uani 1 1 d . . .
N3 N 0.63682(19) 0.02569(15) 0.19717(14) 0.0389(7) Uani 1 1 d . . .
N4 N 0.6671(2) 0.08442(16) 0.09534(14) 0.0432(8) Uani 1 1 d . . .
O2 O 0.81184(16) 0.21702(13) 0.33505(11) 0.0446(6) Uani 1 1 d . . .
O1 O 0.69528(16) 0.14941(13) 0.27599(11) 0.0445(6) Uani 1 1 d . . .
O6 O 0.45918(19) 0.11800(16) 0.11687(15) 0.0766(10) Uani 1 1 d . . .
O5 O 0.55716(16) 0.20662(13) 0.16241(11) 0.0473(7) Uani 1 1 d . . .
O3 O 0.10748(19) 0.10351(16) 0.37777(14) 0.0703(9) 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
O4 C17 1.282(4) . ?
O4 Zn2 1.951(2) 1_455 ?
C17 O3 1.214(4) . ?
C17 C14 1.505(5) . ?
C14 C15 1.374(4) . ?
C14 C13 1.378(4) . ?
O8 C34 1.245(4) . ?
O8 Zn2 2.093(2) 1_455 ?
O7 C34 1.261(4) . ?
O7 Zn1 2.032(2) 1_455 ?
C34 C31 1.507(4) . ?
C31 C30 1.375(4) . ?
C31 C32 1.377(4) . ?
C32 C33 1.378(4) . ?
C32 H32 0.9300 . ?
C33 C28 1.388(4) . ?
C33 H33 0.9300 . ?
C30 C29 1.377(4) . ?
C30 H30 0.9300 . ?
C29 C28 1.373(4) . ?
C29 H29 0.9300 . ?
C28 C25 1.547(5) . ?
Zn1 O5 1.963(2) . ?
Zn1 O7 2.032(2) 1_655 ?
Zn1 O1 2.081(3) . ?
Zn1 N3 2.121(3) . ?
Zn1 N4 2.147(3) . ?
Zn2 O4 1.951(2) 1_655 ?
Zn2 O2 2.030(2) . ?
Zn2 O8 2.093(2) 1_655 ?
Zn2 N2 2.103(3) . ?
Zn2 N1 2.156(3) . ?
C35 N1 1.319(4) . ?
C35 C36 1.388(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.371(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.402(5) . ?
C37 H37 0.9300 . ?
C38 C46 1.399(5) . ?
C38 C39 1.433(5) . ?
C39 C40 1.338(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.432(5) . ?
C40 H40 0.9300 . ?
C41 C42 1.390(5) . ?
C41 C45 1.400(5) . ?
C42 C43 1.363(5) . ?
C42 H42 0.9300 . ?
C43 C44 1.395(5) . ?
C43 H43 0.9300 . ?
C44 N2 1.322(4) . ?
C44 H44 0.9300 . ?
C45 N2 1.352(4) . ?
C45 C46 1.426(5) . ?
C46 N1 1.353(4) . ?
C47 N3 1.327(4) . ?
C47 C48 1.400(5) . ?
C47 H47 0.9300 . ?
C48 C49 1.351(5) . ?
C48 H48 0.9300 . ?
C49 C50 1.410(5) . ?
C49 H49 0.9300 . ?
C50 C58 1.401(5) . ?
C50 C51 1.425(5) . ?
C51 C52 1.331(5) . ?
C51 H51 0.9300 . ?
C53 C57 1.390(5) . ?
C53 C54 1.395(5) . ?
C53 C52 1.437(5) . ?
C54 C55 1.361(5) . ?
C54 H54 0.9300 . ?
C55 C56 1.382(5) . ?
C55 H55 0.9300 . ?
C56 N4 1.313(4) . ?
C56 H56 0.9300 . ?
C57 N4 1.358(4) . ?
C57 C58 1.442(5) . ?
C58 N3 1.352(4) . ?
C1 O1 1.250(4) . ?
C1 O2 1.251(4) . ?
C1 C2 1.503(4) . ?
C2 C7 1.377(4) . ?
C2 C3 1.378(4) . ?
C3 C4 1.371(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.383(4) . ?
C5 C8 1.541(4) . ?
C6 C7 1.376(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C10 1.537(5) . ?
C8 C9 1.541(5) . ?
C8 C11 1.562(4) . ?
C11 C16 1.376(4) . ?
C11 C12 1.383(5) . ?
C9 F2 1.320(4) . ?
C9 F1 1.334(4) . ?
C9 F3 1.337(5) . ?
C10 F5 1.330(4) . ?
C10 F4 1.332(4) . ?
C10 F6 1.335(4) . ?
C18 O6 1.221(4) . ?
C18 O5 1.269(4) . ?
C18 C19 1.507(5) . ?
C19 C20 1.376(5) . ?
C19 C24 1.385(5) . ?
C24 C23 1.373(5) . ?
C24 H24 0.9300 . ?
C23 C22 1.373(5) . ?
C23 H23 0.9300 . ?
C22 C21 1.382(5) . ?
C22 C25 1.537(5) . ?
C21 C20 1.382(4) . ?
C21 H21 0.9300 . ?
C20 H20 0.9300 . ?
C25 C27 1.535(6) . ?
C25 C26 1.546(6) . ?
C26 F7 1.326(5) . ?
C26 F9 1.338(4) . ?
C26 F8 1.338(4) . ?
C27 F12 1.312(6) . ?
C27 F10 1.325(5) . ?
C27 F11 1.347(6) . ?
C52 H52 0.9300 . ?
C12 C13 1.379(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C16 C15 1.381(4) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 O4 Zn2 116.0(2) . 1_455 ?
O3 C17 O4 123.8(4) . . ?
O3 C17 C14 121.1(3) . . ?
O4 C17 C14 115.1(3) . . ?
C15 C14 C13 118.0(3) . . ?
C15 C14 C17 122.0(3) . . ?
C13 C14 C17 120.0(3) . . ?
C34 O8 Zn2 135.6(2) . 1_455 ?
C34 O7 Zn1 117.8(2) . 1_455 ?
O8 C34 O7 124.0(3) . . ?
O8 C34 C31 118.0(3) . . ?
O7 C34 C31 118.1(3) . . ?
C30 C31 C32 117.9(3) . . ?
C30 C31 C34 119.7(3) . . ?
C32 C31 C34 122.4(3) . . ?
C31 C32 C33 121.6(3) . . ?
C31 C32 H32 119.2 . . ?
C33 C32 H32 119.2 . . ?
C32 C33 C28 120.0(3) . . ?
C32 C33 H33 120.0 . . ?
C28 C33 H33 120.0 . . ?
C31 C30 C29 121.1(3) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C28 C29 C30 121.0(3) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C29 C28 C33 118.4(3) . . ?
C29 C28 C25 117.9(3) . . ?
C33 C28 C25 123.7(3) . . ?
O5 Zn1 O7 96.74(10) . 1_655 ?
O5 Zn1 O1 94.39(10) . . ?
O7 Zn1 O1 98.89(9) 1_655 . ?
O5 Zn1 N3 116.53(10) . . ?
O7 Zn1 N3 146.27(10) 1_655 . ?
O1 Zn1 N3 84.63(10) . . ?
O5 Zn1 N4 107.31(11) . . ?
O7 Zn1 N4 88.20(10) 1_655 . ?
O1 Zn1 N4 156.27(10) . . ?
N3 Zn1 N4 77.24(11) . . ?
O4 Zn2 O2 95.68(10) 1_655 . ?
O4 Zn2 O8 96.07(10) 1_655 1_655 ?
O2 Zn2 O8 97.90(9) . 1_655 ?
O4 Zn2 N2 133.55(10) 1_655 . ?
O2 Zn2 N2 130.32(10) . . ?
O8 Zn2 N2 85.00(10) 1_655 . ?
O4 Zn2 N1 103.45(11) 1_655 . ?
O2 Zn2 N1 86.30(10) . . ?
O8 Zn2 N1 159.55(10) 1_655 . ?
N2 Zn2 N1 77.20(11) . . ?
N1 C35 C36 123.2(4) . . ?
N1 C35 H35 118.4 . . ?
C36 C35 H35 118.4 . . ?
C37 C36 C35 119.5(4) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C36 C37 C38 119.1(4) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C46 C38 C37 117.2(4) . . ?
C46 C38 C39 118.9(4) . . ?
C37 C38 C39 123.8(4) . . ?
C40 C39 C38 121.0(4) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C41 121.5(4) . . ?
C39 C40 H40 119.2 . . ?
C41 C40 H40 119.2 . . ?
C42 C41 C45 118.0(4) . . ?
C42 C41 C40 123.6(4) . . ?
C45 C41 C40 118.4(4) . . ?
C43 C42 C41 119.4(4) . . ?
C43 C42 H42 120.3 . . ?
C41 C42 H42 120.3 . . ?
C42 C43 C44 119.2(4) . . ?
C42 C43 H43 120.4 . . ?
C44 C43 H43 120.4 . . ?
N2 C44 C43 122.9(4) . . ?
N2 C44 H44 118.6 . . ?
C43 C44 H44 118.6 . . ?
N2 C45 C41 122.4(3) . . ?
N2 C45 C46 117.3(3) . . ?
C41 C45 C46 120.3(3) . . ?
N1 C46 C38 123.4(3) . . ?
N1 C46 C45 116.9(3) . . ?
C38 C46 C45 119.8(3) . . ?
N3 C47 C48 122.4(4) . . ?
N3 C47 H47 118.8 . . ?
C48 C47 H47 118.8 . . ?
C49 C48 C47 120.4(4) . . ?
C49 C48 H48 119.8 . . ?
C47 C48 H48 119.8 . . ?
C48 C49 C50 118.9(4) . . ?
C48 C49 H49 120.6 . . ?
C50 C49 H49 120.6 . . ?
C58 C50 C49 117.1(3) . . ?
C58 C50 C51 119.3(4) . . ?
C49 C50 C51 123.5(4) . . ?
C52 C51 C50 121.1(4) . . ?
C52 C51 H51 119.4 . . ?
C50 C51 H51 119.4 . . ?
C57 C53 C54 116.3(4) . . ?
C57 C53 C52 119.5(4) . . ?
C54 C53 C52 124.2(4) . . ?
C55 C54 C53 119.7(4) . . ?
C55 C54 H54 120.1 . . ?
C53 C54 H54 120.1 . . ?
C54 C55 C56 119.8(4) . . ?
C54 C55 H55 120.1 . . ?
C56 C55 H55 120.1 . . ?
N4 C56 C55 122.8(4) . . ?
N4 C56 H56 118.6 . . ?
C55 C56 H56 118.6 . . ?
N4 C57 C53 124.0(3) . . ?
N4 C57 C58 116.8(3) . . ?
C53 C57 C58 119.2(3) . . ?
N3 C58 C50 123.6(3) . . ?
N3 C58 C57 116.8(3) . . ?
C50 C58 C57 119.6(3) . . ?
O1 C1 O2 124.2(3) . . ?
O1 C1 C2 118.0(3) . . ?
O2 C1 C2 117.8(3) . . ?
C7 C2 C3 118.5(3) . . ?
C7 C2 C1 119.9(3) . . ?
C3 C2 C1 121.6(3) . . ?
C4 C3 C2 121.3(3) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.6(3) . . ?
C6 C5 C8 118.6(3) . . ?
C4 C5 C8 123.7(3) . . ?
C7 C6 C5 121.6(3) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C2 120.3(3) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
C10 C8 C9 108.3(3) . . ?
C10 C8 C5 106.1(3) . . ?
C9 C8 C5 112.7(3) . . ?
C10 C8 C11 113.0(3) . . ?
C9 C8 C11 106.7(3) . . ?
C5 C8 C11 110.2(3) . . ?
C16 C11 C12 117.9(3) . . ?
C16 C11 C8 123.8(3) . . ?
C12 C11 C8 118.3(3) . . ?
F2 C9 F1 106.7(3) . . ?
F2 C9 F3 107.2(3) . . ?
F1 C9 F3 106.1(4) . . ?
F2 C9 C8 113.9(4) . . ?
F1 C9 C8 111.5(3) . . ?
F3 C9 C8 111.0(3) . . ?
F5 C10 F4 106.2(3) . . ?
F5 C10 F6 106.3(4) . . ?
F4 C10 F6 106.7(3) . . ?
F5 C10 C8 112.3(3) . . ?
F4 C10 C8 113.5(4) . . ?
F6 C10 C8 111.4(3) . . ?
O6 C18 O5 123.8(4) . . ?
O6 C18 C19 119.7(3) . . ?
O5 C18 C19 116.5(3) . . ?
C20 C19 C24 117.3(3) . . ?
C20 C19 C18 122.6(3) . . ?
C24 C19 C18 120.1(3) . . ?
C23 C24 C19 120.7(4) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C24 C23 C22 122.2(4) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C23 C22 C21 117.4(3) . . ?
C23 C22 C25 118.0(3) . . ?
C21 C22 C25 124.6(4) . . ?
C20 C21 C22 120.5(3) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C19 C20 C21 121.9(3) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C27 C25 C22 107.0(3) . . ?
C27 C25 C26 109.2(4) . . ?
C22 C25 C26 112.5(3) . . ?
C27 C25 C28 112.6(3) . . ?
C22 C25 C28 110.3(3) . . ?
C26 C25 C28 105.4(3) . . ?
F7 C26 F9 106.4(4) . . ?
F7 C26 F8 107.4(4) . . ?
F9 C26 F8 105.5(3) . . ?
F7 C26 C25 112.1(3) . . ?
F9 C26 C25 112.0(4) . . ?
F8 C26 C25 112.9(4) . . ?
F12 C27 F10 107.8(5) . . ?
F12 C27 F11 107.4(4) . . ?
F10 C27 F11 105.5(4) . . ?
F12 C27 C25 112.1(4) . . ?
F10 C27 C25 111.7(4) . . ?
F11 C27 C25 112.0(5) . . ?
C51 C52 C53 121.2(4) . . ?
C51 C52 H52 119.4 . . ?
C53 C52 H52 119.4 . . ?
C13 C12 C11 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C11 C16 C15 120.6(3) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C14 C15 C16 121.5(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C35 N1 C46 117.6(3) . . ?
C35 N1 Zn2 128.9(3) . . ?
C46 N1 Zn2 113.5(2) . . ?
C44 N2 C45 118.1(3) . . ?
C44 N2 Zn2 126.8(2) . . ?
C45 N2 Zn2 115.1(2) . . ?
C47 N3 C58 117.6(3) . . ?
C47 N3 Zn1 127.4(3) . . ?
C58 N3 Zn1 114.6(2) . . ?
C56 N4 C57 117.4(3) . . ?
C56 N4 Zn1 128.7(3) . . ?
C57 N4 Zn1 113.6(2) . . ?
C1 O2 Zn2 114.7(2) . . ?
C1 O1 Zn1 136.7(2) . . ?
C18 O5 Zn1 118.6(2) . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        26.40
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.054

#==============================================================================

data_compound5
_database_code_depnum_ccdc_archive 'CCDC 701575'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H17 F6 N3 O4 Zn'
_chemical_formula_sum            'C27 H17 F6 N3 O4 Zn'
_chemical_formula_weight         626.81

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'
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'
H H 0.0000 0.0000 '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)/c

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

_cell_length_a                   14.0527(8)
_cell_length_b                   14.4139(8)
_cell_length_c                   14.9697(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 117.7940(10)
_cell_angle_gamma                90.00
_cell_volume                     2682.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5558
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      23.51

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8257
_exptl_absorpt_correction_T_max  0.9070
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19455
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         26.38
_reflns_number_total             5335
_reflns_number_gt                3738
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0201P)²+3.2300P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5335
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1120
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.1128
_refine_ls_wR_factor_gt          0.0999
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.8864(2) 0.52392(18) 0.1545(3) 0.0664(9) Uani 1 1 d . . .
C17 C 0.8300(4) 0.5472(3) 0.1953(3) 0.0536(11) Uani 1 1 d . . .
C1 C 0.1497(3) 0.5027(3) 0.1935(3) 0.0489(10) Uani 1 1 d . . .
C2 C 0.2346(3) 0.4489(3) 0.1829(3) 0.0418(9) Uani 1 1 d . . .
C3 C 0.2782(3) 0.3691(3) 0.2397(3) 0.0527(11) Uani 1 1 d . . .
H3 H 0.2542 0.3494 0.2849 0.063 Uiso 1 1 calc R . .
C4 C 0.3566(3) 0.3186(3) 0.2301(3) 0.0544(11) Uani 1 1 d . . .
H4 H 0.3835 0.2647 0.2678 0.065 Uiso 1 1 calc R . .
C5 C 0.3956(3) 0.3473(3) 0.1649(3) 0.0465(10) Uani 1 1 d . . .
C6 C 0.3519(3) 0.4271(3) 0.1087(3) 0.0534(11) Uani 1 1 d . . .
H6 H 0.3767 0.4477 0.0644 0.064 Uiso 1 1 calc R . .
C7 C 0.2727(3) 0.4764(3) 0.1174(3) 0.0493(10) Uani 1 1 d . . .
H7 H 0.2444 0.5293 0.0783 0.059 Uiso 1 1 calc R . .
C8 C 0.4823(3) 0.2955(3) 0.1494(3) 0.0534(11) Uani 1 1 d . . .
C9 C 0.5412(4) 0.2220(4) 0.2311(6) 0.0798(17) Uani 1 1 d . . .
C10 C 0.4246(4) 0.2468(4) 0.0455(5) 0.0776(16) Uani 1 1 d . . .
C11 C 0.5704(3) 0.3637(3) 0.1553(3) 0.0475(10) Uani 1 1 d . . .
C12 C 0.6232(3) 0.3526(3) 0.0976(3) 0.0588(12) Uani 1 1 d . . .
H12 H 0.6037 0.3047 0.0507 0.071 Uiso 1 1 calc R . .
C13 C 0.7054(3) 0.4131(3) 0.1100(3) 0.0539(11) Uani 1 1 d . . .
H13 H 0.7402 0.4051 0.0708 0.065 Uiso 1 1 calc R . .
C14 C 0.7368(3) 0.4848(3) 0.1790(3) 0.0460(10) Uani 1 1 d . . .
C15 C 0.6830(3) 0.4966(3) 0.2353(3) 0.0549(11) Uani 1 1 d . . .
H15 H 0.7017 0.5452 0.2813 0.066 Uiso 1 1 calc R . .
C16 C 0.6014(3) 0.4364(3) 0.2233(3) 0.0542(11) Uani 1 1 d . . .
H16 H 0.5662 0.4450 0.2621 0.065 Uiso 1 1 calc R . .
C18 C -0.0879(3) 0.7234(3) 0.0154(3) 0.0533(11) Uani 1 1 d . . .
H18 H -0.1044 0.6647 -0.0138 0.064 Uiso 1 1 calc R . .
C19 C -0.1111(3) 0.7979(3) -0.0467(3) 0.0559(11) Uani 1 1 d . . .
H19 H -0.1433 0.7905 -0.1164 0.067 Uiso 1 1 calc R . .
C20 C -0.0856(3) 0.8844(3) -0.0037(3) 0.0578(11) Uani 1 1 d . . .
H20 H -0.0991 0.9369 -0.0439 0.069 Uiso 1 1 calc R . .
C21 C -0.0406(4) 0.8926(3) 0.0983(3) 0.0570(11) Uani 1 1 d . . .
H21 H -0.0226 0.9509 0.1284 0.068 Uiso 1 1 calc R . .
C22 C -0.0215(3) 0.8135(3) 0.1579(3) 0.0434(9) Uani 1 1 d . . .
C23 C 0.0693(3) 0.7675(3) 0.3423(3) 0.0417(9) Uani 1 1 d . . .
C24 C 0.1006(3) 0.8063(3) 0.4376(3) 0.0490(10) Uani 1 1 d . . .
H24 H 0.0825 0.8673 0.4432 0.059 Uiso 1 1 calc R . .
C25 C 0.1571(3) 0.7550(3) 0.5214(3) 0.0558(11) Uani 1 1 d . . .
H25 H 0.1784 0.7803 0.5851 0.067 Uiso 1 1 calc R . .
C26 C 0.1827(4) 0.6645(3) 0.5114(3) 0.0625(12) Uani 1 1 d . . .
H26 H 0.2232 0.6282 0.5680 0.075 Uiso 1 1 calc R . .
C27 C 0.1473(3) 0.6297(3) 0.4167(3) 0.0564(12) Uani 1 1 d . . .
H27 H 0.1636 0.5683 0.4103 0.068 Uiso 1 1 calc R . .
F1 F 0.5784(2) 0.2578(2) 0.3240(3) 0.0899(10) Uani 1 1 d . . .
F2 F 0.4788(2) 0.15000(19) 0.2260(3) 0.1066(11) Uani 1 1 d . . .
F3 F 0.6265(2) 0.1872(2) 0.2263(3) 0.1043(11) Uani 1 1 d . . .
F4 F 0.3374(2) 0.2015(2) 0.0363(3) 0.1110(12) Uani 1 1 d . . .
F5 F 0.4857(2) 0.1833(2) 0.0318(3) 0.1026(11) Uani 1 1 d . . .
F6 F 0.3925(2) 0.3061(3) -0.0301(2) 0.0942(10) Uani 1 1 d . . .
N1 N -0.0423(2) 0.7294(2) 0.1170(2) 0.0428(8) Uani 1 1 d . . .
N2 N 0.0898(2) 0.6789(2) 0.3313(2) 0.0415(8) Uani 1 1 d . . .
N3 N 0.0186(3) 0.8251(2) 0.2605(3) 0.0593(10) Uani 1 1 d . . .
H3A H 0.0100 0.8805 0.2768 0.071 Uiso 1 1 calc R . .
O1 O 0.1058(2) 0.5697(2) 0.1345(2) 0.0595(8) Uani 1 1 d . . .
O2 O 0.1229(2) 0.48061(19) 0.2593(2) 0.0620(8) Uani 1 1 d . . .
O4 O 0.8464(3) 0.6174(3) 0.2461(3) 0.1155(16) Uani 1 1 d . . .
Zn1 Zn 0.00873(4) 0.60986(3) 0.19758(3) 0.04365(15) 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
O3 C17 1.250(5) . ?
O3 Zn1 1.968(3) 1_655 ?
C17 O4 1.222(5) . ?
C17 C14 1.512(5) . ?
C1 O2 1.248(5) . ?
C1 O1 1.258(5) . ?
C1 C2 1.493(5) . ?
C1 Zn1 2.535(4) . ?
C2 C7 1.377(5) . ?
C2 C3 1.390(5) . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(5) . ?
C5 C8 1.535(5) . ?
C6 C7 1.377(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.536(7) . ?
C8 C10 1.547(7) . ?
C8 C11 1.551(5) . ?
C9 F3 1.331(5) . ?
C9 F2 1.338(5) . ?
C9 F1 1.340(6) . ?
C10 F6 1.319(6) . ?
C10 F5 1.334(5) . ?
C10 F4 1.338(5) . ?
C11 C16 1.383(5) . ?
C11 C12 1.386(5) . ?
C12 C13 1.389(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.380(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.381(5) . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C18 N1 1.350(5) . ?
C18 C19 1.356(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.358(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.394(5) . ?
C21 H21 0.9300 . ?
C22 N1 1.328(5) . ?
C22 N3 1.378(5) . ?
C23 N2 1.336(4) . ?
C23 N3 1.372(5) . ?
C23 C24 1.398(5) . ?
C24 C25 1.350(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.380(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.360(6) . ?
C26 H26 0.9300 . ?
C27 N2 1.351(5) . ?
C27 H27 0.9300 . ?
N1 Zn1 2.033(3) . ?
N2 Zn1 2.042(3) . ?
N3 H3A 0.8600 . ?
O1 Zn1 2.071(3) . ?
O2 Zn1 2.349(3) . ?
Zn1 O3 1.968(3) 1_455 ?

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
C17 O3 Zn1 109.1(3) . 1_655 ?
O4 C17 O3 123.3(4) . . ?
O4 C17 C14 119.3(4) . . ?
O3 C17 C14 117.4(4) . . ?
O2 C1 O1 121.3(4) . . ?
O2 C1 C2 120.0(4) . . ?
O1 C1 C2 118.6(4) . . ?
O2 C1 Zn1 67.1(2) . . ?
O1 C1 Zn1 54.3(2) . . ?
C2 C1 Zn1 172.7(3) . . ?
C7 C2 C3 117.8(4) . . ?
C7 C2 C1 121.4(4) . . ?
C3 C2 C1 120.7(4) . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 117.7(4) . . ?
C4 C5 C8 124.3(4) . . ?
C6 C5 C8 117.9(4) . . ?
C7 C6 C5 121.3(4) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C2 C7 C6 121.2(4) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C5 C8 C9 112.7(4) . . ?
C5 C8 C10 107.0(3) . . ?
C9 C8 C10 108.8(4) . . ?
C5 C8 C11 110.6(3) . . ?
C9 C8 C11 105.8(3) . . ?
C10 C8 C11 112.0(4) . . ?
F3 C9 F2 106.6(4) . . ?
F3 C9 F1 106.0(5) . . ?
F2 C9 F1 106.6(5) . . ?
F3 C9 C8 112.5(5) . . ?
F2 C9 C8 113.2(4) . . ?
F1 C9 C8 111.5(4) . . ?
F6 C10 F5 107.4(5) . . ?
F6 C10 F4 107.3(5) . . ?
F5 C10 F4 105.9(4) . . ?
F6 C10 C8 112.2(4) . . ?
F5 C10 C8 113.1(5) . . ?
F4 C10 C8 110.5(4) . . ?
C16 C11 C12 118.1(4) . . ?
C16 C11 C8 119.4(4) . . ?
C12 C11 C8 122.5(4) . . ?
C11 C12 C13 119.9(4) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 121.7(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C15 118.3(4) . . ?
C13 C14 C17 121.1(4) . . ?
C15 C14 C17 120.5(4) . . ?
C14 C15 C16 120.1(4) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.9(4) . . ?
C15 C16 H16 119.0 . . ?
C11 C16 H16 119.0 . . ?
N1 C18 C19 123.8(4) . . ?
N1 C18 H18 118.1 . . ?
C19 C18 H18 118.1 . . ?
C18 C19 C20 118.1(4) . . ?
C18 C19 H19 120.9 . . ?
C20 C19 H19 120.9 . . ?
C21 C20 C19 119.3(4) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 119.8(4) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
N1 C22 N3 120.8(3) . . ?
N1 C22 C21 121.1(4) . . ?
N3 C22 C21 118.1(4) . . ?
N2 C23 N3 121.4(3) . . ?
N2 C23 C24 121.6(4) . . ?
N3 C23 C24 117.0(3) . . ?
C25 C24 C23 119.9(4) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 119.2(4) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C27 C26 C25 118.3(4) . . ?
C27 C26 H26 120.9 . . ?
C25 C26 H26 120.9 . . ?
N2 C27 C26 124.0(4) . . ?
N2 C27 H27 118.0 . . ?
C26 C27 H27 118.0 . . ?
C22 N1 C18 117.7(3) . . ?
C22 N1 Zn1 124.0(3) . . ?
C18 N1 Zn1 117.7(3) . . ?
C23 N2 C27 117.0(3) . . ?
C23 N2 Zn1 122.2(3) . . ?
C27 N2 Zn1 119.1(3) . . ?
C23 N3 C22 134.0(3) . . ?
C23 N3 H3A 113.0 . . ?
C22 N3 H3A 113.0 . . ?
C1 O1 Zn1 96.1(3) . . ?
C1 O2 Zn1 83.6(2) . . ?
O3 Zn1 N1 109.07(13) 1_455 . ?
O3 Zn1 N2 129.13(13) 1_455 . ?
N1 Zn1 N2 92.86(12) . . ?
O3 Zn1 O1 109.59(12) 1_455 . ?
N1 Zn1 O1 95.24(12) . . ?
N2 Zn1 O1 113.45(12) . . ?
O3 Zn1 O2 87.82(11) 1_455 . ?
N1 Zn1 O2 153.24(11) . . ?
N2 Zn1 O2 91.98(11) . . ?
O1 Zn1 O2 58.86(10) . . ?
O3 Zn1 C1 100.46(12) 1_455 . ?
N1 Zn1 C1 124.43(14) . . ?
N2 Zn1 C1 103.63(13) . . ?
O1 Zn1 C1 29.58(12) . . ?
O2 Zn1 C1 29.30(11) . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.056

#==============================================================================

data_compound6
_database_code_depnum_ccdc_archive 'CCDC 701576'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H22 F6 N2 O4 Zn'
_chemical_formula_sum            'C30 H22 F6 N2 O4 Zn'
_chemical_formula_weight         653.87

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   C2/c

loop_
_symmetry_equiv_pos_as_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                   12.468(2)
_cell_length_b                   17.796(3)
_cell_length_c                   13.267(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.031(3)
_cell_angle_gamma                90.00
_cell_volume                     2843.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    689
_cell_measurement_theta_min      3.92
_cell_measurement_theta_max      21.85

_exptl_crystal_description       Rhombic
_exptl_crystal_colour            transparent
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7438
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_av_sigmaI/netI    0.0928
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.83
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2819
_reflns_number_gt                1963
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0270P)²+5.2674P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2819
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1275
_refine_ls_R_factor_gt           0.0808
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1194
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.44798(4) 0.2500 0.0447(3) Uani 1 2 d S . .
N1 N 0.3685(3) 0.5212(2) 0.2355(3) 0.0443(9) Uani 1 1 d . . .
O1 O 0.5122(3) 0.4051(2) 0.1187(3) 0.0653(10) Uani 1 1 d . . .
O2 O 0.3665(4) 0.3408(2) 0.1294(4) 0.0985(15) Uani 1 1 d . . .
F1 F 0.5888(3) 0.07362(18) -0.1170(3) 0.0959(12) Uani 1 1 d . . .
F2 F 0.6937(3) 0.1475(2) -0.1749(3) 0.0854(10) Uani 1 1 d . . .
F3 F 0.6156(3) 0.05483(18) -0.2677(2) 0.0894(11) Uani 1 1 d . . .
C1 C 0.4448(4) 0.3520(3) 0.0903(4) 0.0522(12) Uani 1 1 d . . .
C14 C 0.3506(4) 0.5497(3) 0.3230(4) 0.0546(12) Uani 1 1 d . . .
H14 H 0.3984 0.5358 0.3864 0.065 Uiso 1 1 calc R . .
C13 C 0.2656(4) 0.5981(3) 0.3242(4) 0.0556(13) Uani 1 1 d . . .
H13 H 0.2566 0.6154 0.3876 0.067 Uiso 1 1 calc R . .
C12 C 0.1940(3) 0.6213(2) 0.2332(4) 0.0442(11) Uani 1 1 d . . .
C11 C 0.2118(4) 0.5930(3) 0.1429(4) 0.0580(13) Uani 1 1 d . . .
H11 H 0.1657 0.6069 0.0786 0.070 Uiso 1 1 calc R . .
C10 C 0.2988(4) 0.5434(3) 0.1475(4) 0.0552(13) Uani 1 1 d . . .
H10 H 0.3087 0.5247 0.0851 0.066 Uiso 1 1 calc R . .
C15 C 0.0972(4) 0.6713(3) 0.2342(4) 0.0562(13) Uani 1 1 d . . .
H15A H 0.0745 0.6985 0.1687 0.067 Uiso 1 1 calc R . .
H15B H 0.1192 0.7078 0.2901 0.067 Uiso 1 1 calc R . .
C16 C 0.0000 0.6249(4) 0.2500 0.060(2) Uani 1 2 d S . .
H16A H 0.0266 0.5927 0.3103 0.072 Uiso 0.50 1 calc PR . .
H16B H -0.0266 0.5927 0.1897 0.072 Uiso 0.50 1 calc PR . .
C2 C 0.4611(4) 0.3010(2) 0.0051(3) 0.0432(11) Uani 1 1 d . . .
C7 C 0.5434(4) 0.3140(3) -0.0444(4) 0.0484(12) Uani 1 1 d . . .
H7 H 0.5929 0.3534 -0.0222 0.058 Uiso 1 1 calc R . .
C6 C 0.5537(4) 0.2694(3) -0.1268(4) 0.0504(12) Uani 1 1 d . . .
H6 H 0.6089 0.2797 -0.1604 0.060 Uiso 1 1 calc R . .
C5 C 0.4820(4) 0.2094(2) -0.1594(3) 0.0440(11) Uani 1 1 d . . .
C4 C 0.4011(4) 0.1951(3) -0.1080(4) 0.0510(12) Uani 1 1 d . . .
H4 H 0.3531 0.1546 -0.1280 0.061 Uiso 1 1 calc R . .
C3 C 0.3916(4) 0.2407(3) -0.0271(4) 0.0528(13) Uani 1 1 d . . .
H3 H 0.3366 0.2305 0.0068 0.063 Uiso 1 1 calc R . .
C8 C 0.5000 0.1602(3) -0.2500 0.0449(16) Uani 1 2 d S . .
C9 C 0.5991(5) 0.1088(3) -0.2031(4) 0.0668(15) 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
Zn1 O1 1.944(3) . ?
Zn1 O1 1.944(3) 2_655 ?
Zn1 N1 2.064(4) 2_655 ?
Zn1 N1 2.064(4) . ?
N1 C10 1.322(6) . ?
N1 C14 1.338(6) . ?
O1 C1 1.255(6) . ?
O2 C1 1.233(6) . ?
F1 C9 1.339(6) . ?
F2 C9 1.333(6) . ?
F3 C9 1.338(6) . ?
C1 C2 1.505(6) . ?
C14 C13 1.369(6) . ?
C14 H14 0.9300 . ?
C13 C12 1.366(7) . ?
C13 H13 0.9300 . ?
C12 C11 1.370(7) . ?
C12 C15 1.503(6) . ?
C11 C10 1.387(6) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C15 C16 1.525(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C15 1.525(6) 2 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C2 C7 1.373(6) . ?
C2 C3 1.376(6) . ?
C7 C6 1.384(6) . ?
C7 H7 0.9300 . ?
C6 C5 1.387(6) . ?
C6 H6 0.9300 . ?
C5 C4 1.380(6) . ?
C5 C8 1.550(6) . ?
C4 C3 1.375(6) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C8 C9 1.533(6) 2_654 ?
C8 C9 1.533(6) . ?
C8 C5 1.550(6) 2_654 ?

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 O1 133.7(2) . 2_655 ?
O1 Zn1 N1 95.00(15) . 2_655 ?
O1 Zn1 N1 114.15(16) 2_655 2_655 ?
O1 Zn1 N1 114.15(16) . . ?
O1 Zn1 N1 95.00(15) 2_655 . ?
N1 Zn1 N1 101.66(19) 2_655 . ?
C10 N1 C14 115.7(4) . . ?
C10 N1 Zn1 126.5(3) . . ?
C14 N1 Zn1 117.8(3) . . ?
C1 O1 Zn1 111.2(3) . . ?
O2 C1 O1 122.5(5) . . ?
O2 C1 C2 119.6(5) . . ?
O1 C1 C2 117.9(4) . . ?
N1 C14 C13 123.6(4) . . ?
N1 C14 H14 118.2 . . ?
C13 C14 H14 118.2 . . ?
C12 C13 C14 120.7(5) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C12 C11 116.4(4) . . ?
C13 C12 C15 120.9(5) . . ?
C11 C12 C15 122.6(4) . . ?
C12 C11 C10 119.8(5) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
N1 C10 C11 123.8(5) . . ?
N1 C10 H10 118.1 . . ?
C11 C10 H10 118.1 . . ?
C12 C15 C16 110.4(4) . . ?
C12 C15 H15A 109.6 . . ?
C16 C15 H15A 109.6 . . ?
C12 C15 H15B 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
C15 C16 C15 114.4(5) . 2 ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 2 . ?
C15 C16 H16B 108.7 . . ?
C15 C16 H16B 108.7 2 . ?
H16A C16 H16B 107.6 . . ?
C7 C2 C3 118.1(4) . . ?
C7 C2 C1 121.4(4) . . ?
C3 C2 C1 120.4(4) . . ?
C2 C7 C6 121.0(4) . . ?
C2 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C4 C5 C6 118.8(4) . . ?
C4 C5 C8 123.4(4) . . ?
C6 C5 C8 117.8(4) . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C3 C2 121.8(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C9 C8 C9 106.8(6) 2_654 . ?
C9 C8 C5 106.6(3) 2_654 2_654 ?
C9 C8 C5 112.8(3) . 2_654 ?
C9 C8 C5 112.8(3) 2_654 . ?
C9 C8 C5 106.6(3) . . ?
C5 C8 C5 111.1(5) 2_654 . ?
F2 C9 F3 106.2(5) . . ?
F2 C9 F1 106.0(5) . . ?
F3 C9 F1 106.0(4) . . ?
F2 C9 C8 111.6(4) . . ?
F3 C9 C8 114.2(4) . . ?
F1 C9 C8 112.3(4) . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.065

data_compound3
_database_code_depnum_ccdc_archive 'CCDC 701577'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H36 F12 N4 O8 Zn2'
_chemical_formula_sum            'C58 H36 F12 N4 O8 Zn2'
_chemical_formula_weight         1275.65

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'
Zn Zn 0.2839 1.4301 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   31.3355(12)
_cell_length_b                   15.4292(6)
_cell_length_c                   23.8481(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.5520(10)
_cell_angle_gamma                90.00
_cell_volume                     11525.9(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5184
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      22.02

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5152
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7079
_exptl_absorpt_correction_T_max  0.9129
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      295(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            38643
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_av_sigmaI/netI    0.1234
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         26.37
_reflns_number_total             11365
_reflns_number_gt                6894
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0002P)²+44.8206P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11365
_refine_ls_number_parameters     757
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1990
_refine_ls_R_factor_gt           0.1123
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.192
_refine_ls_shift/su_max          0.006
_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
O8 O 0.04892(14) 0.7363(3) 0.55035(17) 0.0538(12) Uani 1 1 d . . .
O7 O 0.00508(14) 0.6227(3) 0.55262(16) 0.0469(11) Uani 1 1 d . . .
C34 C 0.0366(2) 0.6656(5) 0.5705(3) 0.0444(17) Uani 1 1 d . . .
C31 C 0.06289(19) 0.6299(4) 0.6190(2) 0.0387(16) Uani 1 1 d . . .
C30 C 0.0938(2) 0.6806(4) 0.6452(2) 0.0497(17) Uani 1 1 d . . .
H30 H 0.0968 0.7382 0.6345 0.060 Uiso 1 1 calc R . .
O3 O -0.00577(14) -0.1389(3) 1.42114(17) 0.0528(12) Uani 1 1 d . . .
O4 O -0.05237(13) -0.2486(3) 1.42268(16) 0.0482(12) Uani 1 1 d . . .
C17 C -0.0377(2) -0.1791(4) 1.4033(2) 0.0377(15) Uani 1 1 d . . .
C14 C -0.0627(2) -0.1408(4) 1.3541(2) 0.0367(15) Uani 1 1 d . . .
C15 C -0.0507(2) -0.0609(4) 1.3330(2) 0.0468(18) Uani 1 1 d . . .
H15 H -0.0259 -0.0343 1.3466 0.056 Uiso 1 1 calc R . .
C13 C -0.09904(19) -0.1801(4) 1.3320(2) 0.0450(16) Uani 1 1 d . . .
H13 H -0.1068 -0.2347 1.3447 0.054 Uiso 1 1 calc R . .
C16 C -0.0755(2) -0.0207(4) 1.2919(2) 0.0461(17) Uani 1 1 d . . .
H16 H -0.0670 0.0326 1.2779 0.055 Uiso 1 1 calc R . .
C12 C -0.1240(2) -0.1392(4) 1.2912(2) 0.0464(17) Uani 1 1 d . . .
H12 H -0.1485 -0.1662 1.2772 0.056 Uiso 1 1 calc R . .
C11 C -0.11277(19) -0.0584(4) 1.2711(2) 0.0381(16) Uani 1 1 d . . .
Zn1 Zn 0.03082(2) 0.18118(4) 0.98690(3) 0.03150(18) Uani 1 1 d . . .
Zn2 Zn -0.03144(2) 0.32728(4) 0.98812(3) 0.03130(18) Uani 1 1 d . . .
C5 C -0.11389(18) 0.0453(4) 1.1881(2) 0.0349(15) Uani 1 1 d . . .
C22 C 0.11859(19) 0.4665(4) 0.7910(2) 0.0359(15) Uani 1 1 d . . .
C19 C 0.06921(19) 0.3829(4) 0.8707(2) 0.0339(15) Uani 1 1 d . . .
C6 C -0.08342(19) -0.0015(4) 1.1591(2) 0.0391(16) Uani 1 1 d . . .
H6 H -0.0790 -0.0597 1.1677 0.047 Uiso 1 1 calc R . .
C7 C -0.05967(18) 0.0371(4) 1.1178(2) 0.0363(15) Uani 1 1 d . . .
H7 H -0.0395 0.0048 1.0990 0.044 Uiso 1 1 calc R . .
C26 C 0.1772(2) 0.4618(5) 0.7177(3) 0.058(2) Uani 1 1 d . . .
C23 C 0.0838(2) 0.5070(4) 0.8148(3) 0.0458(17) Uani 1 1 d . . .
H23 H 0.0766 0.5629 0.8036 0.055 Uiso 1 1 calc R . .
C25 C 0.14500(18) 0.5189(4) 0.7498(3) 0.0403(16) Uani 1 1 d . . .
C18 C 0.0438(2) 0.3372(4) 0.9154(2) 0.0361(15) Uani 1 1 d . . .
C2 C -0.06578(18) 0.1241(4) 1.1043(2) 0.0350(15) Uani 1 1 d . . .
C28 C 0.11564(19) 0.5624(4) 0.7049(2) 0.0396(16) Uani 1 1 d . . .
C33 C 0.0839(2) 0.5127(4) 0.6795(2) 0.0434(17) Uani 1 1 d . . .
H33 H 0.0800 0.4560 0.6914 0.052 Uiso 1 1 calc R . .
C8 C -0.14131(18) -0.0040(4) 1.2308(3) 0.0409(16) Uani 1 1 d . . .
C1 C -0.0412(2) 0.1656(4) 1.0587(2) 0.0404(16) Uani 1 1 d . . .
C20 C 0.1025(2) 0.3409(4) 0.8465(3) 0.0462(17) Uani 1 1 d . . .
H20 H 0.1084 0.2837 0.8564 0.055 Uiso 1 1 calc R . .
C3 C -0.09567(19) 0.1701(4) 1.1333(2) 0.0448(16) Uani 1 1 d . . .
H3 H -0.0999 0.2284 1.1251 0.054 Uiso 1 1 calc R . .
C37 C -0.1513(2) 0.5225(4) 0.9680(3) 0.0441(17) Uani 1 1 d . . .
C4 C -0.11948(19) 0.1315(4) 1.1744(3) 0.0435(17) Uani 1 1 d . . .
H4 H -0.1396 0.1641 1.1931 0.052 Uiso 1 1 calc R . .
C39 C -0.0798(2) 0.4910(4) 0.9992(2) 0.0418(16) Uani 1 1 d . . .
H39 H -0.0543 0.5108 1.0152 0.050 Uiso 1 1 calc R . .
C24 C 0.0597(2) 0.4666(4) 0.8546(3) 0.0444(17) Uani 1 1 d . . .
H24 H 0.0371 0.4958 0.8705 0.053 Uiso 1 1 calc R . .
C49 C 0.1514(2) -0.0082(4) 1.0141(3) 0.0478(18) Uani 1 1 d . . .
C21 C 0.1275(2) 0.3820(4) 0.8077(3) 0.0492(18) Uani 1 1 d . . .
H21 H 0.1505 0.3528 0.7926 0.059 Uiso 1 1 calc R . .
C29 C 0.1204(2) 0.6474(4) 0.6872(3) 0.0483(18) Uani 1 1 d . . .
H29 H 0.1416 0.6822 0.7036 0.058 Uiso 1 1 calc R . .
C42 C -0.2165(2) 0.7259(5) 0.9301(3) 0.0521(18) Uani 1 1 d . . .
C32 C 0.05787(19) 0.5453(4) 0.6364(2) 0.0417(16) Uani 1 1 d . . .
H32 H 0.0371 0.5103 0.6194 0.050 Uiso 1 1 calc R . .
C47 C 0.0779(2) 0.0263(4) 1.0258(3) 0.065(2) Uani 1 1 d . . .
H47 H 0.0519 0.0122 1.0414 0.078 Uiso 1 1 calc R . .
C27 C 0.1713(3) 0.5852(6) 0.7862(3) 0.063(2) Uani 1 1 d . . .
C38 C -0.1130(2) 0.5481(4) 0.9928(2) 0.0457(17) Uani 1 1 d . . .
H38 H -0.1098 0.6049 1.0053 0.055 Uiso 1 1 calc R . .
C54 C 0.2290(2) -0.1824(5) 1.0739(3) 0.0604(19) Uani 1 1 d . . .
C52 C 0.1895(2) -0.0625(4) 1.0260(3) 0.061(2) Uani 1 1 d . . .
H52 H 0.2139 -0.0503 1.0062 0.073 Uiso 1 1 calc R . .
C50 C 0.1534(2) 0.0633(4) 0.9801(3) 0.056(2) Uani 1 1 d . . .
H50 H 0.1787 0.0777 0.9629 0.067 Uiso 1 1 calc R . .
C40 C -0.1867(2) 0.5829(5) 0.9547(3) 0.0524(19) Uani 1 1 d . . .
H40 H -0.2141 0.5600 0.9522 0.063 Uiso 1 1 calc R . .
C10 C -0.1732(2) -0.0605(6) 1.1962(3) 0.060(2) Uani 1 1 d . . .
C35 C -0.1199(2) 0.3819(4) 0.9611(3) 0.0530(18) Uani 1 1 d . . .
H35 H -0.1226 0.3242 0.9502 0.064 Uiso 1 1 calc R . .
C41 C -0.1824(2) 0.6659(5) 0.9464(3) 0.0590(19) Uani 1 1 d . . .
H41 H -0.1552 0.6890 0.9512 0.071 Uiso 1 1 calc R . .
C53 C 0.1916(2) -0.1265(4) 1.0623(3) 0.063(2) Uani 1 1 d . . .
H53 H 0.1673 -0.1375 1.0826 0.076 Uiso 1 1 calc R . .
C9 C -0.1672(3) 0.0572(5) 1.2683(3) 0.064(2) Uani 1 1 d . . .
C48 C 0.1122(2) -0.0273(5) 1.0353(3) 0.078(3) Uani 1 1 d . . .
H48 H 0.1089 -0.0774 1.0565 0.094 Uiso 1 1 calc R . .
C51 C 0.1175(2) 0.1134(4) 0.9718(3) 0.0500(18) Uani 1 1 d . . .
H51 H 0.1194 0.1612 0.9483 0.060 Uiso 1 1 calc R . .
C36 C -0.1546(2) 0.4350(4) 0.9532(3) 0.0559(19) Uani 1 1 d . . .
H36 H -0.1801 0.4131 0.9382 0.067 Uiso 1 1 calc R . .
C55 C 0.2665(2) -0.1673(5) 1.0523(3) 0.066(2) Uani 1 1 d . . .
H55 H 0.2710 -0.1179 1.0310 0.079 Uiso 1 1 calc R . .
C56 C 0.2983(3) -0.2249(6) 1.0619(4) 0.091(3) Uani 1 1 d . . .
H56 H 0.3249 -0.2146 1.0466 0.110 Uiso 1 1 calc R . .
C58 C 0.2537(3) -0.3105(6) 1.1151(4) 0.100(3) Uani 1 1 d . . .
H58 H 0.2494 -0.3595 1.1370 0.120 Uiso 1 1 calc R . .
C57 C 0.2926(3) -0.2971(6) 1.0930(4) 0.087(3) Uani 1 1 d . . .
H57 H 0.3148 -0.3365 1.0990 0.104 Uiso 1 1 calc R . .
C43 C -0.2070(2) 0.8105(5) 0.9154(3) 0.071(2) Uani 1 1 d . . .
H43 H -0.1787 0.8283 0.9146 0.085 Uiso 1 1 calc R . .
C44 C -0.2389(3) 0.8680(5) 0.9019(3) 0.077(2) Uani 1 1 d . . .
H44 H -0.2325 0.9247 0.8920 0.092 Uiso 1 1 calc R . .
C45 C -0.2803(3) 0.8408(5) 0.9033(3) 0.072(2) Uani 1 1 d . . .
H45 H -0.3029 0.8780 0.8947 0.087 Uiso 1 1 calc R . .
C46 C -0.2872(2) 0.7555(5) 0.9180(3) 0.071(2) Uani 1 1 d . . .
H46 H -0.3153 0.7365 0.9183 0.086 Uiso 1 1 calc R . .
F1 F -0.19818(13) 0.0994(3) 1.23992(18) 0.0872(15) Uani 1 1 d . . .
F2 F -0.14216(15) 0.1169(3) 1.29258(17) 0.0777(13) Uani 1 1 d . . .
F3 F -0.18572(14) 0.0134(3) 1.30951(18) 0.0932(16) Uani 1 1 d . . .
F4 F -0.20438(12) -0.0943(3) 1.22614(17) 0.0835(14) Uani 1 1 d . . .
F5 F -0.15394(13) -0.1268(3) 1.17137(16) 0.0680(12) Uani 1 1 d . . .
F6 F -0.19232(12) -0.0143(3) 1.15480(17) 0.0816(14) Uani 1 1 d . . .
F7 F 0.20821(12) 0.4295(3) 0.75063(17) 0.0822(14) Uani 1 1 d . . .
F8 F 0.15739(13) 0.3947(3) 0.69303(16) 0.0691(12) Uani 1 1 d . . .
F9 F 0.19579(12) 0.5065(3) 0.67722(17) 0.0805(14) Uani 1 1 d . . .
F10 F 0.20159(13) 0.6249(3) 0.75691(18) 0.0843(14) Uani 1 1 d . . .
F11 F 0.14640(14) 0.6470(3) 0.80628(16) 0.0721(12) Uani 1 1 d . . .
F12 F 0.19102(13) 0.5463(3) 0.82935(17) 0.0843(15) Uani 1 1 d . . .
N3 N 0.08059(15) 0.0981(3) 0.9950(2) 0.0359(12) Uani 1 1 d . . .
N1 N -0.08254(15) 0.4080(3) 0.98346(19) 0.0332(12) Uani 1 1 d . . .
N4 N 0.2208(2) -0.2535(5) 1.1059(3) 0.109(3) Uani 1 1 d . . .
N2 N -0.25698(19) 0.6984(4) 0.9317(2) 0.0616(17) Uani 1 1 d . . .
O1 O -0.00979(14) 0.1247(3) 1.04044(17) 0.0497(12) Uani 1 1 d . . .
O2 O -0.05433(13) 0.2383(3) 1.04218(17) 0.0503(12) Uani 1 1 d . . .
O6 O 0.01130(13) 0.3756(3) 0.93271(16) 0.0435(11) Uani 1 1 d . . .
O5 O 0.05770(14) 0.2656(3) 0.93221(17) 0.0528(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
O8 C34 1.258(7) . ?
O8 Zn1 2.046(4) 6_565 ?
O7 C34 1.253(7) . ?
O7 Zn2 2.043(4) 6_565 ?
C34 C31 1.506(8) . ?
C31 C32 1.380(8) . ?
C31 C30 1.383(8) . ?
C30 C29 1.382(8) . ?
C30 H30 0.9300 . ?
O3 C17 1.243(7) . ?
O3 Zn1 2.025(4) 6_556 ?
O4 C17 1.258(7) . ?
O4 Zn2 2.070(4) 6_556 ?
C17 C14 1.513(8) . ?
C14 C13 1.382(8) . ?
C14 C15 1.387(8) . ?
C15 C16 1.382(8) . ?
C15 H15 0.9300 . ?
C13 C12 1.384(7) . ?
C13 H13 0.9300 . ?
C16 C11 1.385(8) . ?
C16 H16 0.9300 . ?
C12 C11 1.384(8) . ?
C12 H12 0.9300 . ?
C11 C8 1.543(8) . ?
Zn1 O1 2.024(4) . ?
Zn1 N3 2.024(5) . ?
Zn1 O3 2.025(4) 6 ?
Zn1 O5 2.041(4) . ?
Zn1 O8 2.046(4) 6_566 ?
Zn1 Zn2 2.9819(9) . ?
Zn2 O2 2.027(4) . ?
Zn2 N1 2.030(5) . ?
Zn2 O7 2.043(4) 6_566 ?
Zn2 O6 2.047(4) . ?
Zn2 O4 2.070(4) 6 ?
C5 C4 1.379(8) . ?
C5 C6 1.395(7) . ?
C5 C8 1.550(8) . ?
C22 C21 1.389(8) . ?
C22 C23 1.391(8) . ?
C22 C25 1.532(8) . ?
C19 C20 1.369(8) . ?
C19 C24 1.378(8) . ?
C19 C18 1.519(8) . ?
C6 C7 1.386(7) . ?
C6 H6 0.9300 . ?
C7 C2 1.391(8) . ?
C7 H7 0.9300 . ?
C26 F7 1.330(7) . ?
C26 F9 1.334(7) . ?
C26 F8 1.335(8) . ?
C26 C25 1.556(9) . ?
C23 C24 1.376(8) . ?
C23 H23 0.9300 . ?
C25 C28 1.546(8) . ?
C25 C27 1.562(9) . ?
C18 O5 1.250(7) . ?
C18 O6 1.259(7) . ?
C2 C3 1.377(7) . ?
C2 C1 1.493(8) . ?
C28 C33 1.383(8) . ?
C28 C29 1.388(8) . ?
C33 C32 1.389(7) . ?
C33 H33 0.9300 . ?
C8 C10 1.546(9) . ?
C8 C9 1.546(9) . ?
C1 O2 1.254(7) . ?
C1 O1 1.258(7) . ?
C20 C21 1.384(8) . ?
C20 H20 0.9300 . ?
C3 C4 1.383(7) . ?
C3 H3 0.9300 . ?
C37 C38 1.380(8) . ?
C37 C36 1.398(8) . ?
C37 C40 1.476(8) . ?
C4 H4 0.9300 . ?
C39 N1 1.336(7) . ?
C39 C38 1.369(8) . ?
C39 H39 0.9300 . ?
C24 H24 0.9300 . ?
C49 C50 1.371(8) . ?
C49 C48 1.373(8) . ?
C49 C52 1.479(8) . ?
C21 H21 0.9300 . ?
C29 H29 0.9300 . ?
C42 N2 1.338(8) . ?
C42 C43 1.385(9) . ?
C42 C41 1.458(9) . ?
C32 H32 0.9300 . ?
C47 N3 1.333(7) . ?
C47 C48 1.370(8) . ?
C47 H47 0.9300 . ?
C27 F12 1.330(7) . ?
C27 F11 1.330(8) . ?
C27 F10 1.342(8) . ?
C38 H38 0.9300 . ?
C54 C55 1.317(9) . ?
C54 N4 1.364(9) . ?
C54 C53 1.474(9) . ?
C52 C53 1.312(8) . ?
C52 H52 0.9300 . ?
C50 C51 1.374(8) . ?
C50 H50 0.9300 . ?
C40 C41 1.304(9) . ?
C40 H40 0.9300 . ?
C10 F5 1.333(8) . ?
C10 F4 1.333(7) . ?
C10 F6 1.346(7) . ?
C35 N1 1.337(7) . ?
C35 C36 1.370(8) . ?
C35 H35 0.9300 . ?
C41 H41 0.9300 . ?
C53 H53 0.9300 . ?
C9 F2 1.334(9) . ?
C9 F1 1.336(8) . ?
C9 F3 1.338(7) . ?
C48 H48 0.9300 . ?
C51 N3 1.317(7) . ?
C51 H51 0.9300 . ?
C36 H36 0.9300 . ?
C55 C56 1.351(10) . ?
C55 H55 0.9300 . ?
C56 C57 1.353(10) . ?
C56 H56 0.9300 . ?
C58 C57 1.357(11) . ?
C58 N4 1.368(9) . ?
C58 H58 0.9300 . ?
C57 H57 0.9300 . ?
C43 C44 1.368(9) . ?
C43 H43 0.9300 . ?
C44 C45 1.365(10) . ?
C44 H44 0.9300 . ?
C45 C46 1.379(10) . ?
C45 H45 0.9300 . ?
C46 N2 1.328(8) . ?
C46 H46 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C34 O8 Zn1 137.8(4) . 6_565 ?
C34 O7 Zn2 118.5(4) . 6_565 ?
O7 C34 O8 125.1(6) . . ?
O7 C34 C31 118.6(6) . . ?
O8 C34 C31 116.3(6) . . ?
C32 C31 C30 118.8(6) . . ?
C32 C31 C34 120.8(6) . . ?
C30 C31 C34 120.3(6) . . ?
C29 C30 C31 121.3(6) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 H30 119.3 . . ?
C17 O3 Zn1 122.6(4) . 6_556 ?
C17 O4 Zn2 131.7(4) . 6_556 ?
O3 C17 O4 126.7(6) . . ?
O3 C17 C14 117.7(6) . . ?
O4 C17 C14 115.6(6) . . ?
C13 C14 C15 118.7(6) . . ?
C13 C14 C17 121.8(5) . . ?
C15 C14 C17 119.3(6) . . ?
C16 C15 C14 120.2(6) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C14 C13 C12 120.8(6) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C16 C11 121.2(6) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C13 C12 C11 120.7(6) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C11 C16 118.3(5) . . ?
C12 C11 C8 123.8(6) . . ?
C16 C11 C8 117.7(5) . . ?
O1 Zn1 N3 99.38(19) . . ?
O1 Zn1 O3 89.84(18) . 6 ?
N3 Zn1 O3 106.80(18) . 6 ?
O1 Zn1 O5 162.77(18) . . ?
N3 Zn1 O5 97.76(19) . . ?
O3 Zn1 O5 86.87(18) 6 . ?
O1 Zn1 O8 88.17(18) . 6_566 ?
N3 Zn1 O8 97.23(18) . 6_566 ?
O3 Zn1 O8 155.88(18) 6 6_566 ?
O5 Zn1 O8 87.96(18) . 6_566 ?
O1 Zn1 Zn2 84.08(13) . . ?
N3 Zn1 Zn2 168.66(14) . . ?
O3 Zn1 Zn2 83.91(13) 6 . ?
O5 Zn1 Zn2 78.76(12) . . ?
O8 Zn1 Zn2 71.98(12) 6_566 . ?
O2 Zn2 N1 99.09(18) . . ?
O2 Zn2 O7 88.71(17) . 6_566 ?
N1 Zn2 O7 103.57(18) . 6_566 ?
O2 Zn2 O6 154.95(17) . . ?
N1 Zn2 O6 105.66(18) . . ?
O7 Zn2 O6 89.17(17) 6_566 . ?
O2 Zn2 O4 88.40(17) . 6 ?
N1 Zn2 O4 94.89(18) . 6 ?
O7 Zn2 O4 161.54(18) 6_566 6 ?
O6 Zn2 O4 85.78(16) . 6 ?
O2 Zn2 Zn1 74.77(12) . . ?
N1 Zn2 Zn1 168.22(14) . . ?
O7 Zn2 Zn1 86.53(13) 6_566 . ?
O6 Zn2 Zn1 80.19(12) . . ?
O4 Zn2 Zn1 75.13(12) 6 . ?
C4 C5 C6 117.8(5) . . ?
C4 C5 C8 124.0(6) . . ?
C6 C5 C8 118.0(5) . . ?
C21 C22 C23 117.3(6) . . ?
C21 C22 C25 124.8(6) . . ?
C23 C22 C25 117.9(5) . . ?
C20 C19 C24 119.1(6) . . ?
C20 C19 C18 119.7(6) . . ?
C24 C19 C18 121.2(6) . . ?
C7 C6 C5 121.2(5) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C2 120.4(6) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
F7 C26 F9 107.1(6) . . ?
F7 C26 F8 107.1(6) . . ?
F9 C26 F8 106.8(6) . . ?
F7 C26 C25 113.2(6) . . ?
F9 C26 C25 111.4(6) . . ?
F8 C26 C25 110.9(6) . . ?
C24 C23 C22 121.9(6) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C22 C25 C28 110.6(5) . . ?
C22 C25 C26 112.7(5) . . ?
C28 C25 C26 106.6(5) . . ?
C22 C25 C27 106.0(5) . . ?
C28 C25 C27 113.2(5) . . ?
C26 C25 C27 107.8(6) . . ?
O5 C18 O6 126.0(6) . . ?
O5 C18 C19 116.8(6) . . ?
O6 C18 C19 117.1(6) . . ?
C3 C2 C7 118.2(6) . . ?
C3 C2 C1 121.0(6) . . ?
C7 C2 C1 120.8(6) . . ?
C33 C28 C29 118.2(6) . . ?
C33 C28 C25 118.0(5) . . ?
C29 C28 C25 123.7(6) . . ?
C28 C33 C32 121.6(6) . . ?
C28 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C11 C8 C10 112.4(5) . . ?
C11 C8 C9 106.0(5) . . ?
C10 C8 C9 108.1(6) . . ?
C11 C8 C5 110.7(5) . . ?
C10 C8 C5 106.8(5) . . ?
C9 C8 C5 112.9(5) . . ?
O2 C1 O1 126.4(6) . . ?
O2 C1 C2 116.2(6) . . ?
O1 C1 C2 117.4(6) . . ?
C19 C20 C21 121.2(6) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C2 C3 C4 121.4(6) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C38 C37 C36 116.3(6) . . ?
C38 C37 C40 123.3(6) . . ?
C36 C37 C40 120.3(6) . . ?
C5 C4 C3 121.0(6) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
N1 C39 C38 122.9(6) . . ?
N1 C39 H39 118.5 . . ?
C38 C39 H39 118.5 . . ?
C23 C24 C19 119.9(6) . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C50 C49 C48 116.4(6) . . ?
C50 C49 C52 121.4(6) . . ?
C48 C49 C52 122.2(6) . . ?
C20 C21 C22 120.5(6) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.8 . . ?
C30 C29 C28 120.2(6) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
N2 C42 C43 121.1(6) . . ?
N2 C42 C41 118.6(7) . . ?
C43 C42 C41 120.3(7) . . ?
C31 C32 C33 119.8(6) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
N3 C47 C48 122.2(6) . . ?
N3 C47 H47 118.9 . . ?
C48 C47 H47 118.9 . . ?
F12 C27 F11 108.0(7) . . ?
F12 C27 F10 106.8(6) . . ?
F11 C27 F10 106.9(7) . . ?
F12 C27 C25 111.1(6) . . ?
F11 C27 C25 111.4(6) . . ?
F10 C27 C25 112.4(6) . . ?
C39 C38 C37 120.8(6) . . ?
C39 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
C55 C54 N4 122.9(7) . . ?
C55 C54 C53 122.4(7) . . ?
N4 C54 C53 114.7(7) . . ?
C53 C52 C49 125.4(7) . . ?
C53 C52 H52 117.3 . . ?
C49 C52 H52 117.3 . . ?
C49 C50 C51 119.3(6) . . ?
C49 C50 H50 120.4 . . ?
C51 C50 H50 120.4 . . ?
C41 C40 C37 125.1(7) . . ?
C41 C40 H40 117.5 . . ?
C37 C40 H40 117.5 . . ?
F5 C10 F4 106.6(7) . . ?
F5 C10 F6 106.2(6) . . ?
F4 C10 F6 106.3(6) . . ?
F5 C10 C8 112.1(6) . . ?
F4 C10 C8 114.0(6) . . ?
F6 C10 C8 111.1(6) . . ?
N1 C35 C36 123.9(6) . . ?
N1 C35 H35 118.1 . . ?
C36 C35 H35 118.1 . . ?
C40 C41 C42 126.0(7) . . ?
C40 C41 H41 117.0 . . ?
C42 C41 H41 117.0 . . ?
C52 C53 C54 126.1(7) . . ?
C52 C53 H53 116.9 . . ?
C54 C53 H53 116.9 . . ?
F2 C9 F1 107.1(6) . . ?
F2 C9 F3 106.9(7) . . ?
F1 C9 F3 107.2(6) . . ?
F2 C9 C8 111.1(6) . . ?
F1 C9 C8 113.0(6) . . ?
F3 C9 C8 111.2(6) . . ?
C47 C48 C49 121.0(6) . . ?
C47 C48 H48 119.5 . . ?
C49 C48 H48 119.5 . . ?
N3 C51 C50 124.2(6) . . ?
N3 C51 H51 117.9 . . ?
C50 C51 H51 117.9 . . ?
C35 C36 C37 119.3(6) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C54 C55 C56 118.8(7) . . ?
C54 C55 H55 120.6 . . ?
C56 C55 H55 120.6 . . ?
C55 C56 C57 121.7(8) . . ?
C55 C56 H56 119.1 . . ?
C57 C56 H56 119.1 . . ?
C57 C58 N4 121.4(8) . . ?
C57 C58 H58 119.3 . . ?
N4 C58 H58 119.3 . . ?
C56 C57 C58 118.2(8) . . ?
C56 C57 H57 120.9 . . ?
C58 C57 H57 120.9 . . ?
C44 C43 C42 120.7(7) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C45 C44 C43 118.8(7) . . ?
C45 C44 H44 120.6 . . ?
C43 C44 H44 120.6 . . ?
C44 C45 C46 117.1(7) . . ?
C44 C45 H45 121.5 . . ?
C46 C45 H45 121.5 . . ?
N2 C46 C45 125.5(7) . . ?
N2 C46 H46 117.3 . . ?
C45 C46 H46 117.3 . . ?
C51 N3 C47 116.7(5) . . ?
C51 N3 Zn1 122.0(4) . . ?
C47 N3 Zn1 121.3(4) . . ?
C39 N1 C35 116.7(5) . . ?
C39 N1 Zn2 121.9(4) . . ?
C35 N1 Zn2 121.2(4) . . ?
C54 N4 C58 117.1(7) . . ?
C46 N2 C42 116.8(6) . . ?
C1 O1 Zn1 120.9(4) . . ?
C1 O2 Zn2 133.4(4) . . ?
C18 O6 Zn2 126.2(4) . . ?
C18 O5 Zn1 128.6(4) . . ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.068

#==============================================================================

data_compound7
_database_code_depnum_ccdc_archive 'CCDC 701578'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H24 F12 N2 O8 Zn2'
_chemical_formula_sum            'C44 H24 F12 N2 O8 Zn2'
_chemical_formula_weight         1067.39

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)/c

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

_cell_length_a                   23.7684(10)
_cell_length_b                   12.5542(5)
_cell_length_c                   14.1150(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.7590(10)
_cell_angle_gamma                90.00
_cell_volume                     4202.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5880
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      22.59

_exptl_crystal_description       cubic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2136
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8344
_exptl_absorpt_correction_T_max  0.8344
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29387
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_av_sigmaI/netI    0.0976
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         27.80
_reflns_number_total             8901
_reflns_number_gt                5824
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0368P)²+5.2881P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8901
_refine_ls_number_parameters     613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1404
_refine_ls_R_factor_gt           0.0801
_refine_ls_wR_factor_ref         0.1318
_refine_ls_wR_factor_gt          0.1166
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O8 O 0.67575(14) -0.0744(3) 0.4221(3) 0.0511(10) Uani 1 1 d . . .
O7 O 0.68501(16) 0.0771(3) 0.3494(3) 0.0557(11) Uani 1 1 d . . .
C34 C 0.6668(2) 0.0241(5) 0.4159(4) 0.0407(13) Uani 1 1 d . . .
O3 O -0.21394(18) 0.5791(3) 0.5171(3) 0.0643(12) Uani 1 1 d . . .
O4 O -0.18256(16) 0.4187(3) 0.4902(3) 0.0576(11) Uani 1 1 d . . .
C17 C -0.1828(2) 0.5189(5) 0.4751(4) 0.0461(15) Uani 1 1 d . . .
N2 N 0.24664(17) -0.2609(3) 0.3749(3) 0.0386(11) Uani 1 1 d . . .
C44 C 0.2226(2) -0.1811(4) 0.4207(4) 0.0522(16) Uani 1 1 d . . .
H44 H 0.2017 -0.1972 0.4722 0.063 Uiso 1 1 calc R . .
Zn1 Zn 0.24037(2) 0.58303(4) 0.41396(4) 0.03421(17) Uani 1 1 d . . .
Zn2 Zn 0.28424(2) 0.43747(4) 0.21222(4) 0.02851(15) Uani 1 1 d . . .
C1 C 0.1842(2) 0.5127(4) 0.2141(4) 0.0350(12) Uani 1 1 d . . .
C2 C 0.12641(18) 0.5630(4) 0.2087(3) 0.0322(11) Uani 1 1 d . . .
C3 C 0.0980(2) 0.5691(5) 0.1206(4) 0.0509(16) Uani 1 1 d . . .
H3 H 0.1156 0.5464 0.0672 0.061 Uiso 1 1 calc R . .
C4 C 0.0441(2) 0.6084(5) 0.1110(4) 0.0533(17) Uani 1 1 d . . .
H4 H 0.0259 0.6135 0.0508 0.064 Uiso 1 1 calc R . .
C5 C 0.01613(19) 0.6404(4) 0.1894(4) 0.0317(11) Uani 1 1 d . . .
C6 C 0.0451(2) 0.6358(4) 0.2771(4) 0.0369(13) Uani 1 1 d . . .
H6 H 0.0275 0.6581 0.3306 0.044 Uiso 1 1 calc R . .
C7 C 0.1005(2) 0.5984(4) 0.2871(4) 0.0386(13) Uani 1 1 d . . .
H7 H 0.1198 0.5973 0.3465 0.046 Uiso 1 1 calc R . .
C8 C -0.0450(2) 0.6848(4) 0.1815(4) 0.0339(12) Uani 1 1 d . . .
C9 C -0.0771(2) 0.6470(5) 0.0880(4) 0.0509(15) Uani 1 1 d . . .
C10 C -0.0400(3) 0.8069(5) 0.1774(5) 0.0533(16) Uani 1 1 d . . .
C11 C -0.07924(19) 0.6457(4) 0.2630(3) 0.0295(11) Uani 1 1 d . . .
C12 C -0.0778(2) 0.5380(4) 0.2855(4) 0.0445(14) Uani 1 1 d . . .
H12 H -0.0541 0.4930 0.2540 0.053 Uiso 1 1 calc R . .
C13 C -0.1105(2) 0.4962(4) 0.3534(4) 0.0471(15) Uani 1 1 d . . .
H13 H -0.1090 0.4238 0.3669 0.056 Uiso 1 1 calc R . .
C14 C -0.1458(2) 0.5620(4) 0.4018(4) 0.0389(13) Uani 1 1 d . . .
C15 C -0.1468(2) 0.6696(4) 0.3798(4) 0.0397(13) Uani 1 1 d . . .
H15 H -0.1699 0.7148 0.4123 0.048 Uiso 1 1 calc R . .
C16 C -0.1148(2) 0.7113(4) 0.3118(3) 0.0343(12) Uani 1 1 d . . .
H16 H -0.1168 0.7837 0.2981 0.041 Uiso 1 1 calc R . .
C40 C 0.2794(3) -0.2352(4) 0.3067(4) 0.0530(16) Uani 1 1 d . . .
H40 H 0.2984 -0.2890 0.2766 0.064 Uiso 1 1 calc R . .
C18 C 0.3448(2) 0.4779(4) 0.4176(4) 0.0361(13) Uani 1 1 d . . .
C19 C 0.39063(19) 0.4227(4) 0.4779(3) 0.0279(11) Uani 1 1 d . . .
C24 C 0.4131(2) 0.4642(4) 0.5628(4) 0.0350(12) Uani 1 1 d . . .
H24 H 0.4011 0.5304 0.5830 0.042 Uiso 1 1 calc R . .
C23 C 0.4532(2) 0.4084(4) 0.6183(3) 0.0313(11) Uani 1 1 d . . .
H23 H 0.4678 0.4375 0.6753 0.038 Uiso 1 1 calc R . .
C22 C 0.47174(18) 0.3103(3) 0.5901(3) 0.0242(10) Uani 1 1 d . . .
C21 C 0.4503(2) 0.2696(4) 0.5044(3) 0.0318(12) Uani 1 1 d . . .
H21 H 0.4631 0.2041 0.4838 0.038 Uiso 1 1 calc R . .
C20 C 0.4101(2) 0.3246(4) 0.4486(3) 0.0325(12) Uani 1 1 d . . .
H20 H 0.3960 0.2958 0.3911 0.039 Uiso 1 1 calc R . .
C25 C 0.51028(18) 0.2373(3) 0.6539(3) 0.0239(10) Uani 1 1 d . . .
C26 C 0.4695(2) 0.1612(4) 0.7025(4) 0.0390(13) Uani 1 1 d . . .
C27 C 0.5449(2) 0.3002(4) 0.7322(4) 0.0413(14) Uani 1 1 d . . .
C28 C 0.55370(18) 0.1776(3) 0.5968(3) 0.0223(10) Uani 1 1 d . . .
C29 C 0.56491(19) 0.0692(4) 0.6066(3) 0.0326(11) Uani 1 1 d . . .
H29 H 0.5467 0.0293 0.6509 0.039 Uiso 1 1 calc R . .
C30 C 0.6032(2) 0.0202(4) 0.5503(3) 0.0350(12) Uani 1 1 d . . .
H30 H 0.6103 -0.0524 0.5569 0.042 Uiso 1 1 calc R . .
C31 C 0.63086(18) 0.0786(4) 0.4848(3) 0.0297(11) Uani 1 1 d . . .
C32 C 0.62237(19) 0.1867(4) 0.4789(3) 0.0321(12) Uani 1 1 d . . .
H32 H 0.6428 0.2273 0.4379 0.039 Uiso 1 1 calc R . .
C33 C 0.58359(19) 0.2356(4) 0.5336(3) 0.0302(11) Uani 1 1 d . . .
H33 H 0.5775 0.3085 0.5279 0.036 Uiso 1 1 calc R . .
C39 C 0.2890(2) 0.1997(4) 0.1819(4) 0.0369(12) Uani 1 1 d . . .
H39 H 0.3010 0.2178 0.1226 0.044 Uiso 1 1 calc R . .
C38 C 0.2848(2) 0.0928(4) 0.2051(4) 0.0373(12) Uani 1 1 d . . .
H38 H 0.2937 0.0405 0.1619 0.045 Uiso 1 1 calc R . .
C37 C 0.26731(19) 0.0650(4) 0.2933(3) 0.0303(11) Uani 1 1 d . . .
C36 C 0.2560(2) 0.1464(4) 0.3543(4) 0.0415(14) Uani 1 1 d . . .
H36 H 0.2453 0.1308 0.4150 0.050 Uiso 1 1 calc R . .
C35 C 0.2604(2) 0.2503(4) 0.3264(4) 0.0438(14) Uani 1 1 d . . .
H35 H 0.2519 0.3040 0.3685 0.053 Uiso 1 1 calc R . .
C42 C 0.2603(2) -0.0485(4) 0.3211(3) 0.0323(12) Uani 1 1 d . . .
C41 C 0.2867(2) -0.1306(4) 0.2781(4) 0.0503(16) Uani 1 1 d . . .
H41 H 0.3098 -0.1160 0.2290 0.060 Uiso 1 1 calc R . .
C43 C 0.2278(2) -0.0775(4) 0.3946(4) 0.0534(16) Uani 1 1 d . . .
H43 H 0.2091 -0.0251 0.4269 0.064 Uiso 1 1 calc R . .
F1 F -0.07374(14) 0.5412(3) 0.0793(2) 0.0668(10) Uani 1 1 d . . .
F2 F -0.05921(13) 0.6897(3) 0.0100(2) 0.0712(11) Uani 1 1 d . . .
F3 F -0.13219(13) 0.6688(3) 0.0890(2) 0.0708(11) Uani 1 1 d . . .
F4 F -0.00407(16) 0.8381(3) 0.1144(3) 0.0802(12) Uani 1 1 d . . .
F5 F -0.08946(15) 0.8537(3) 0.1518(3) 0.0761(11) Uani 1 1 d . . .
F6 F -0.02171(14) 0.8465(3) 0.2610(3) 0.0681(10) Uani 1 1 d . . .
F7 F 0.44850(12) 0.0880(2) 0.6434(2) 0.0506(8) Uani 1 1 d . . .
F8 F 0.42568(12) 0.2148(3) 0.7334(2) 0.0568(9) Uani 1 1 d . . .
F9 F 0.49433(13) 0.1109(2) 0.7779(2) 0.0532(9) Uani 1 1 d . . .
F10 F 0.51353(13) 0.3364(3) 0.8010(2) 0.0561(9) Uani 1 1 d . . .
F11 F 0.58440(13) 0.2371(3) 0.7757(2) 0.0598(10) Uani 1 1 d . . .
F12 F 0.57123(13) 0.3824(3) 0.6976(2) 0.0527(8) Uani 1 1 d . . .
N1 N 0.27646(17) 0.2771(3) 0.2408(3) 0.0338(10) Uani 1 1 d . . .
O2 O 0.19936(14) 0.4625(3) 0.1441(3) 0.0505(10) Uani 1 1 d . . .
O1 O 0.21733(14) 0.5199(3) 0.2875(2) 0.0408(9) Uani 1 1 d . . .
O5 O 0.31813(14) 0.5505(3) 0.4578(3) 0.0451(9) Uani 1 1 d . . .
O6 O 0.33582(14) 0.4477(3) 0.3344(3) 0.0458(10) 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
O8 C34 1.256(6) . ?
O8 Zn2 2.181(4) 2_645 ?
O7 C34 1.252(6) . ?
O7 Zn2 2.109(4) 2_645 ?
C34 C31 1.500(7) . ?
C34 Zn2 2.467(5) 2_645 ?
O3 C17 1.236(7) . ?
O3 Zn1 2.359(4) 3_566 ?
O4 C17 1.276(7) . ?
O4 Zn1 1.990(4) 3_566 ?
C17 C14 1.502(7) . ?
C17 Zn1 2.499(5) 3_566 ?
N2 C40 1.318(6) . ?
N2 C44 1.340(6) . ?
N2 Zn1 2.043(4) 1_545 ?
C44 C43 1.360(7) . ?
C44 H44 0.9300 . ?
Zn1 O5 1.953(3) . ?
Zn1 O4 1.990(4) 3_566 ?
Zn1 O1 1.996(4) . ?
Zn1 N2 2.043(4) 1_565 ?
Zn1 O3 2.359(4) 3_566 ?
Zn1 C17 2.499(6) 3_566 ?
Zn2 O6 2.053(4) . ?
Zn2 N1 2.063(4) . ?
Zn2 O7 2.109(4) 2_655 ?
Zn2 O8 2.181(4) 2_655 ?
Zn2 O2 2.200(3) . ?
Zn2 O1 2.225(3) . ?
Zn2 C34 2.467(5) 2_655 ?
Zn2 C1 2.561(5) . ?
C1 O2 1.245(6) . ?
C1 O1 1.264(6) . ?
C1 C2 1.509(7) . ?
C2 C7 1.374(7) . ?
C2 C3 1.377(7) . ?
C3 C4 1.372(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(6) . ?
C5 C8 1.553(6) . ?
C6 C7 1.396(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C11 1.533(7) . ?
C8 C10 1.538(7) . ?
C8 C9 1.555(7) . ?
C9 F2 1.321(6) . ?
C9 F1 1.336(7) . ?
C9 F3 1.339(6) . ?
C10 F6 1.327(7) . ?
C10 F4 1.332(6) . ?
C10 F5 1.342(6) . ?
C11 C12 1.389(7) . ?
C11 C16 1.394(6) . ?
C12 C13 1.378(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(7) . ?
C15 C16 1.367(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C40 C41 1.388(7) . ?
C40 H40 0.9300 . ?
C18 O6 1.240(6) . ?
C18 O5 1.266(6) . ?
C18 C19 1.505(7) . ?
C19 C24 1.382(6) . ?
C19 C20 1.388(6) . ?
C24 C23 1.383(6) . ?
C24 H24 0.9300 . ?
C23 C22 1.376(6) . ?
C23 H23 0.9300 . ?
C22 C21 1.379(6) . ?
C22 C25 1.543(6) . ?
C21 C20 1.384(6) . ?
C21 H21 0.9300 . ?
C20 H20 0.9300 . ?
C25 C28 1.545(6) . ?
C25 C27 1.550(6) . ?
C25 C26 1.553(6) . ?
C26 F7 1.318(6) . ?
C26 F8 1.337(5) . ?
C26 F9 1.340(5) . ?
C27 F12 1.317(6) . ?
C27 F10 1.342(6) . ?
C27 F11 1.345(5) . ?
C28 C33 1.383(6) . ?
C28 C29 1.392(6) . ?
C29 C30 1.391(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.380(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.374(6) . ?
C32 C33 1.384(6) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C39 N1 1.326(6) . ?
C39 C38 1.386(7) . ?
C39 H39 0.9300 . ?
C38 C37 1.384(7) . ?
C38 H38 0.9300 . ?
C37 C36 1.374(6) . ?
C37 C42 1.490(6) . ?
C36 C35 1.369(6) . ?
C36 H36 0.9300 . ?
C35 N1 1.334(6) . ?
C35 H35 0.9300 . ?
C42 C41 1.369(7) . ?
C42 C43 1.382(7) . ?
C41 H41 0.9300 . ?
C43 H43 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C34 O8 Zn2 87.4(3) . 2_645 ?
C34 O7 Zn2 90.8(3) . 2_645 ?
O7 C34 O8 120.6(5) . . ?
O7 C34 C31 118.9(5) . . ?
O8 C34 C31 120.4(5) . . ?
O7 C34 Zn2 58.7(3) . 2_645 ?
O8 C34 Zn2 62.0(3) . 2_645 ?
C31 C34 Zn2 172.8(3) . 2_645 ?
C17 O3 Zn1 81.6(3) . 3_566 ?
C17 O4 Zn1 97.4(3) . 3_566 ?
O3 C17 O4 121.3(5) . . ?
O3 C17 C14 120.4(6) . . ?
O4 C17 C14 118.3(5) . . ?
O3 C17 Zn1 69.1(3) . 3_566 ?
O4 C17 Zn1 52.2(3) . 3_566 ?
C14 C17 Zn1 170.3(5) . 3_566 ?
C40 N2 C44 117.4(4) . . ?
C40 N2 Zn1 119.3(3) . 1_545 ?
C44 N2 Zn1 123.1(3) . 1_545 ?
N2 C44 C43 122.4(5) . . ?
N2 C44 H44 118.8 . . ?
C43 C44 H44 118.8 . . ?
O5 Zn1 O4 117.63(16) . 3_566 ?
O5 Zn1 O1 113.49(15) . . ?
O4 Zn1 O1 116.23(16) 3_566 . ?
O5 Zn1 N2 101.62(15) . 1_565 ?
O4 Zn1 N2 105.05(17) 3_566 1_565 ?
O1 Zn1 N2 99.21(16) . 1_565 ?
O5 Zn1 O3 87.78(15) . 3_566 ?
O4 Zn1 O3 59.72(15) 3_566 3_566 ?
O1 Zn1 O3 87.80(14) . 3_566 ?
N2 Zn1 O3 164.73(16) 1_565 3_566 ?
O5 Zn1 C17 103.91(17) . 3_566 ?
O4 Zn1 C17 30.43(17) 3_566 3_566 ?
O1 Zn1 C17 103.15(16) . 3_566 ?
N2 Zn1 C17 135.5(2) 1_565 3_566 ?
O3 Zn1 C17 29.29(16) 3_566 3_566 ?
O6 Zn2 N1 87.31(15) . . ?
O6 Zn2 O7 95.18(14) . 2_655 ?
N1 Zn2 O7 158.36(16) . 2_655 ?
O6 Zn2 O8 117.64(14) . 2_655 ?
N1 Zn2 O8 98.82(15) . 2_655 ?
O7 Zn2 O8 61.03(14) 2_655 2_655 ?
O6 Zn2 O2 146.95(15) . . ?
N1 Zn2 O2 97.66(15) . . ?
O7 Zn2 O2 91.94(15) 2_655 . ?
O8 Zn2 O2 93.98(14) 2_655 . ?
O6 Zn2 O1 88.62(14) . . ?
N1 Zn2 O1 106.52(14) . . ?
O7 Zn2 O1 95.04(14) 2_655 . ?
O8 Zn2 O1 144.37(13) 2_655 . ?
O2 Zn2 O1 58.58(13) . . ?
O6 Zn2 C34 107.69(15) . 2_655 ?
N1 Zn2 C34 128.75(19) . 2_655 ?
O7 Zn2 C34 30.49(16) 2_655 2_655 ?
O8 Zn2 C34 30.58(16) 2_655 2_655 ?
O2 Zn2 C34 94.58(15) . 2_655 ?
O1 Zn2 C34 122.11(17) . 2_655 ?
O6 Zn2 C1 118.18(17) . . ?
N1 Zn2 C1 105.22(15) . . ?
O7 Zn2 C1 92.57(15) 2_655 . ?
O8 Zn2 C1 119.48(15) 2_655 . ?
O2 Zn2 C1 29.08(14) . . ?
O1 Zn2 C1 29.57(14) . . ?
C34 Zn2 C1 109.16(16) 2_655 . ?
O2 C1 O1 119.3(5) . . ?
O2 C1 C2 118.9(5) . . ?
O1 C1 C2 121.8(5) . . ?
O2 C1 Zn2 59.2(3) . . ?
O1 C1 Zn2 60.3(3) . . ?
C2 C1 Zn2 175.3(4) . . ?
C7 C2 C3 119.3(4) . . ?
C7 C2 C1 123.3(5) . . ?
C3 C2 C1 117.3(4) . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.2(5) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 117.9(4) . . ?
C6 C5 C8 119.4(4) . . ?
C4 C5 C8 122.7(4) . . ?
C5 C6 C7 121.1(5) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 119.8(5) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C11 C8 C10 113.1(4) . . ?
C11 C8 C5 111.8(4) . . ?
C10 C8 C5 106.7(4) . . ?
C11 C8 C9 106.4(4) . . ?
C10 C8 C9 107.9(5) . . ?
C5 C8 C9 110.9(4) . . ?
F2 C9 F1 107.6(5) . . ?
F2 C9 F3 107.1(5) . . ?
F1 C9 F3 105.6(5) . . ?
F2 C9 C8 114.6(5) . . ?
F1 C9 C8 110.7(5) . . ?
F3 C9 C8 110.8(5) . . ?
F6 C10 F4 107.3(5) . . ?
F6 C10 F5 107.8(5) . . ?
F4 C10 F5 106.2(5) . . ?
F6 C10 C8 111.2(5) . . ?
F4 C10 C8 111.8(5) . . ?
F5 C10 C8 112.2(5) . . ?
C12 C11 C16 117.9(5) . . ?
C12 C11 C8 118.5(4) . . ?
C16 C11 C8 123.5(4) . . ?
C13 C12 C11 121.5(5) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C14 120.2(5) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 118.1(5) . . ?
C15 C14 C17 120.2(5) . . ?
C13 C14 C17 121.6(5) . . ?
C16 C15 C14 121.9(5) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C11 120.3(5) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
N2 C40 C41 122.3(5) . . ?
N2 C40 H40 118.8 . . ?
C41 C40 H40 118.8 . . ?
O6 C18 O5 125.7(5) . . ?
O6 C18 C19 117.9(5) . . ?
O5 C18 C19 116.3(5) . . ?
C24 C19 C20 118.4(4) . . ?
C24 C19 C18 122.8(4) . . ?
C20 C19 C18 118.8(4) . . ?
C19 C24 C23 120.9(4) . . ?
C19 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C22 C23 C24 120.7(4) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C22 C21 118.6(4) . . ?
C23 C22 C25 123.5(4) . . ?
C21 C22 C25 117.6(4) . . ?
C22 C21 C20 121.1(4) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C20 C19 120.3(4) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C25 C28 112.0(3) . . ?
C22 C25 C27 112.4(4) . . ?
C28 C25 C27 106.1(4) . . ?
C22 C25 C26 105.0(4) . . ?
C28 C25 C26 112.9(4) . . ?
C27 C25 C26 108.4(4) . . ?
F7 C26 F8 106.7(4) . . ?
F7 C26 F9 107.6(4) . . ?
F8 C26 F9 106.9(4) . . ?
F7 C26 C25 111.8(4) . . ?
F8 C26 C25 110.9(4) . . ?
F9 C26 C25 112.7(4) . . ?
F12 C27 F10 107.6(4) . . ?
F12 C27 F11 107.3(4) . . ?
F10 C27 F11 105.9(4) . . ?
F12 C27 C25 112.2(4) . . ?
F10 C27 C25 113.2(4) . . ?
F11 C27 C25 110.3(4) . . ?
C33 C28 C29 118.4(4) . . ?
C33 C28 C25 118.0(4) . . ?
C29 C28 C25 123.6(4) . . ?
C30 C29 C28 120.2(4) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C31 C30 C29 120.4(4) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C32 C31 C30 119.4(4) . . ?
C32 C31 C34 119.9(5) . . ?
C30 C31 C34 120.5(5) . . ?
C31 C32 C33 120.3(4) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C28 C33 C32 121.1(4) . . ?
C28 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
N1 C39 C38 122.6(5) . . ?
N1 C39 H39 118.7 . . ?
C38 C39 H39 118.7 . . ?
C37 C38 C39 119.2(5) . . ?
C37 C38 H38 120.4 . . ?
C39 C38 H38 120.4 . . ?
C36 C37 C38 117.3(4) . . ?
C36 C37 C42 121.1(4) . . ?
C38 C37 C42 121.6(4) . . ?
C35 C36 C37 120.4(5) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
N1 C35 C36 122.3(5) . . ?
N1 C35 H35 118.9 . . ?
C36 C35 H35 118.9 . . ?
C41 C42 C43 115.5(5) . . ?
C41 C42 C37 122.7(4) . . ?
C43 C42 C37 121.8(4) . . ?
C42 C41 C40 120.9(5) . . ?
C42 C41 H41 119.5 . . ?
C40 C41 H41 119.5 . . ?
C44 C43 C42 121.3(5) . . ?
C44 C43 H43 119.3 . . ?
C42 C43 H43 119.3 . . ?
C39 N1 C35 118.1(4) . . ?
C39 N1 Zn2 124.5(3) . . ?
C35 N1 Zn2 117.3(3) . . ?
C1 O2 Zn2 91.7(3) . . ?
C1 O1 Zn1 151.9(3) . . ?
C1 O1 Zn2 90.1(3) . . ?
Zn1 O1 Zn2 116.67(15) . . ?
C18 O5 Zn1 120.0(3) . . ?
C18 O6 Zn2 150.6(4) . . ?

_diffrn_measured_fraction_theta_max 0.893
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.081

#==============================================================================


# Attachment 'cif_compounds_2-7.cif'

data_compound2
_database_code_depnum_ccdc_archive 'CCDC 701579'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H10 F6 O5 Zn'
_chemical_formula_sum            'C17 H10 F6 O5 Zn'
_chemical_formula_weight         473.62

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'
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/c

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

_cell_length_a                   12.941(2)
_cell_length_b                   6.9994(12)
_cell_length_c                   23.738(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 118.131(3)
_cell_angle_gamma                90.00
_cell_volume                     1896.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4616
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      25.31

_exptl_crystal_description       prismatic
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    1.378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8096
_exptl_absorpt_correction_T_max  0.9219
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14165
_diffrn_reflns_av_R_equivalents  0.0861
_diffrn_reflns_av_sigmaI/netI    0.0802
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         26.38
_reflns_number_total             3840
_reflns_number_gt                2662
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0495P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3840
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.0963
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.0420(2) 0.2458(4) 0.44846(12) 0.0399(6) Uani 1 1 d . . .
C17 C 0.1256(3) 0.1448(5) 0.45244(15) 0.0294(8) Uani 1 1 d . . .
C14 C 0.2011(3) 0.2253(5) 0.42604(15) 0.0270(8) Uani 1 1 d . . .
Zn1 Zn -0.07588(3) 0.82897(5) -0.020991(17) 0.02191(13) Uani 1 1 d . . .
C1 C 0.1355(3) 0.8456(5) 0.10936(16) 0.0288(8) Uani 1 1 d . . .
C2 C 0.2110(3) 0.7510(5) 0.17232(15) 0.0250(7) Uani 1 1 d . . .
C3 C 0.3111(3) 0.8401(5) 0.21783(16) 0.0339(8) Uani 1 1 d . . .
H3 H 0.3320 0.9591 0.2090 0.041 Uiso 1 1 calc R . .
C4 C 0.3806(3) 0.7550(5) 0.27628(16) 0.0315(8) Uani 1 1 d . . .
H4 H 0.4477 0.8172 0.3061 0.038 Uiso 1 1 calc R . .
C5 C 0.3513(3) 0.5783(5) 0.29090(14) 0.0237(7) Uani 1 1 d . . .
C6 C 0.2515(3) 0.4880(5) 0.24455(15) 0.0293(8) Uani 1 1 d . . .
H6 H 0.2313 0.3681 0.2531 0.035 Uiso 1 1 calc R . .
C7 C 0.1821(3) 0.5723(5) 0.18628(16) 0.0321(8) Uani 1 1 d . . .
H7 H 0.1156 0.5094 0.1562 0.039 Uiso 1 1 calc R . .
C8 C 0.4259(3) 0.4733(4) 0.35499(14) 0.0213(7) Uani 1 1 d . . .
C9 C 0.5086(3) 0.6081(5) 0.40915(15) 0.0289(8) Uani 1 1 d . . .
C10 C 0.5038(3) 0.3281(5) 0.34250(15) 0.0288(8) Uani 1 1 d . . .
C11 C 0.3465(3) 0.3769(4) 0.37935(14) 0.0219(7) Uani 1 1 d . . .
C12 C 0.2522(3) 0.4810(5) 0.37636(16) 0.0288(8) Uani 1 1 d . . .
H12 H 0.2372 0.6027 0.3585 0.035 Uiso 1 1 calc R . .
C13 C 0.1812(3) 0.4067(5) 0.39930(16) 0.0311(8) Uani 1 1 d . . .
H13 H 0.1189 0.4788 0.3969 0.037 Uiso 1 1 calc R . .
C15 C 0.2945(3) 0.1215(5) 0.42829(17) 0.0339(9) Uani 1 1 d . . .
H15 H 0.3088 -0.0011 0.4454 0.041 Uiso 1 1 calc R . .
C16 C 0.3663(3) 0.1963(5) 0.40569(16) 0.0313(8) Uani 1 1 d . . .
H16 H 0.4287 0.1243 0.4082 0.038 Uiso 1 1 calc R . .
F1 F 0.44946(19) 0.7527(3) 0.41686(10) 0.0418(5) Uani 1 1 d . . .
F2 F 0.56270(17) 0.5160(3) 0.46473(8) 0.0396(5) Uani 1 1 d . . .
F3 F 0.59353(16) 0.6856(3) 0.39926(9) 0.0366(5) Uani 1 1 d . . .
F4 F 0.58174(17) 0.2390(3) 0.39525(9) 0.0362(5) Uani 1 1 d . . .
F5 F 0.43845(18) 0.1932(3) 0.30176(10) 0.0401(5) Uani 1 1 d . . .
F6 F 0.56434(17) 0.4131(3) 0.31732(9) 0.0388(5) Uani 1 1 d . . .
O1 O -0.1710(2) 0.5888(4) -0.04118(14) 0.0549(8) Uani 1 1 d . . .
H02 H -0.1405 0.4581 -0.0317 0.066 Uiso 1 1 d R . .
H01 H -0.2582 0.5630 -0.0640 0.066 Uiso 1 1 d R . .
O2 O 0.0512(2) 0.7508(4) 0.06881(11) 0.0385(6) Uani 1 1 d . . .
O3 O 0.1614(2) 1.0114(3) 0.10119(11) 0.0392(6) Uani 1 1 d . . .
O5 O 0.1515(2) -0.0178(3) 0.47760(12) 0.0417(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
O4 C17 1.258(4) . ?
O4 Zn1 2.043(2) 4_566 ?
C17 O5 1.255(4) . ?
C17 C14 1.498(5) . ?
C14 C13 1.388(5) . ?
C14 C15 1.389(5) . ?
Zn1 O1 2.003(3) . ?
Zn1 O3 2.028(2) 3_575 ?
Zn1 O5 2.030(2) 2_565 ?
Zn1 O4 2.043(2) 4_565 ?
Zn1 O2 2.060(2) . ?
Zn1 Zn1 2.9559(8) 3_575 ?
C1 O3 1.248(4) . ?
C1 O2 1.252(4) . ?
C1 C2 1.500(4) . ?
C2 C3 1.384(5) . ?
C2 C7 1.390(5) . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(4) . ?
C5 C8 1.550(4) . ?
C6 C7 1.377(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.547(4) . ?
C8 C11 1.550(4) . ?
C8 C10 1.555(4) . ?
C9 F2 1.333(4) . ?
C9 F1 1.333(4) . ?
C9 F3 1.341(4) . ?
C10 F6 1.329(4) . ?
C10 F5 1.331(4) . ?
C10 F4 1.336(4) . ?
C11 C16 1.380(4) . ?
C11 C12 1.394(4) . ?
C12 C13 1.373(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.377(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
O1 H02 0.9792 . ?
O1 H01 1.0122 . ?
O3 Zn1 2.028(2) 3_575 ?
O5 Zn1 2.030(2) 2_545 ?

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
C17 O4 Zn1 126.1(2) . 4_566 ?
O5 C17 O4 124.9(3) . . ?
O5 C17 C14 117.4(3) . . ?
O4 C17 C14 117.7(3) . . ?
C13 C14 C15 117.8(3) . . ?
C13 C14 C17 121.2(3) . . ?
C15 C14 C17 121.0(3) . . ?
O1 Zn1 O3 103.65(11) . 3_575 ?
O1 Zn1 O5 100.13(11) . 2_565 ?
O3 Zn1 O5 90.27(11) 3_575 2_565 ?
O1 Zn1 O4 100.23(11) . 4_565 ?
O3 Zn1 O4 88.65(10) 3_575 4_565 ?
O5 Zn1 O4 159.27(10) 2_565 4_565 ?
O1 Zn1 O2 97.20(11) . . ?
O3 Zn1 O2 159.10(10) 3_575 . ?
O5 Zn1 O2 87.49(11) 2_565 . ?
O4 Zn1 O2 86.19(11) 4_565 . ?
O1 Zn1 Zn1 174.77(8) . 3_575 ?
O3 Zn1 Zn1 81.49(7) 3_575 3_575 ?
O5 Zn1 Zn1 78.68(7) 2_565 3_575 ?
O4 Zn1 Zn1 80.69(8) 4_565 3_575 ?
O2 Zn1 Zn1 77.70(7) . 3_575 ?
O3 C1 O2 125.0(3) . . ?
O3 C1 C2 118.0(3) . . ?
O2 C1 C2 117.0(3) . . ?
C3 C2 C7 118.5(3) . . ?
C3 C2 C1 120.6(3) . . ?
C7 C2 C1 120.9(3) . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 118.0(3) . . ?
C4 C5 C8 123.5(3) . . ?
C6 C5 C8 118.5(3) . . ?
C7 C6 C5 121.5(3) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C2 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C9 C8 C5 113.2(3) . . ?
C9 C8 C11 106.0(2) . . ?
C5 C8 C11 110.9(2) . . ?
C9 C8 C10 107.5(3) . . ?
C5 C8 C10 106.4(2) . . ?
C11 C8 C10 112.9(3) . . ?
F2 C9 F1 107.4(3) . . ?
F2 C9 F3 106.1(3) . . ?
F1 C9 F3 106.7(3) . . ?
F2 C9 C8 111.2(3) . . ?
F1 C9 C8 111.1(3) . . ?
F3 C9 C8 113.9(3) . . ?
F6 C10 F5 107.3(3) . . ?
F6 C10 F4 106.6(3) . . ?
F5 C10 F4 106.8(3) . . ?
F6 C10 C8 111.5(3) . . ?
F5 C10 C8 110.8(3) . . ?
F4 C10 C8 113.4(3) . . ?
C16 C11 C12 118.2(3) . . ?
C16 C11 C8 123.6(3) . . ?
C12 C11 C8 118.1(3) . . ?
C13 C12 C11 121.1(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.8(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C16 C15 C14 121.4(3) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C11 120.7(3) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
Zn1 O1 H02 126.4 . . ?
Zn1 O1 H01 133.0 . . ?
H02 O1 H01 100.5 . . ?
C1 O2 Zn1 129.5(2) . . ?
C1 O3 Zn1 126.2(2) . 3_575 ?
C17 O5 Zn1 129.5(2) . 2_545 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         1.506
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.089

