# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sn543
_database_code_depnum_ccdc_archive 'CCDC 1587420'
_audit_update_record             
;
2017-11-24 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H19 F16 N5 O10 Zn2'
_chemical_formula_weight         1140.32

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'

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

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

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

_cell_length_a                   16.9662(6)
_cell_length_b                   15.2357(4)
_cell_length_c                   18.9398(7)
_cell_angle_alpha                90
_cell_angle_beta                 115.323(4)
_cell_angle_gamma                90
_cell_volume                     4425.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9135
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      28.66

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_F_000             2264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    1.213
_shelx_estimated_absorpt_T_min   0.793
_shelx_estimated_absorpt_T_max   0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98545
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            22921
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.418
_diffrn_reflns_theta_max         29.097
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9659
_reflns_number_gt                8074
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+9.4002P] 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         9659
_refine_ls_number_parameters     675
_refine_ls_number_restraints     83
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1086
_refine_ls_goodness_of_fit_ref   1.099
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.17865(2) 0.69762(2) 0.43296(2) 0.01367(9) Uani 1 1 d . . . . .
Zn2 Zn 0.35093(2) 0.70383(2) 0.57749(2) 0.01405(9) Uani 1 1 d . . . . .
O11 O 0.13997(15) 0.69652(16) 0.52212(13) 0.0246(5) Uani 1 1 d . . . . .
O12 O 0.26736(14) 0.70218(15) 0.62879(13) 0.0228(5) Uani 1 1 d . . . . .
O13 O -0.11420(17) 0.79137(17) 0.98639(15) 0.0321(6) Uani 1 1 d . . . . .
O14 O -0.24010(16) 0.79457(17) 0.87842(14) 0.0304(6) Uani 1 1 d . . . . .
C101 C 0.1864(2) 0.70220(19) 0.59453(18) 0.0181(6) Uani 1 1 d . . . . .
C102 C 0.1375(2) 0.7111(2) 0.64454(18) 0.0196(6) Uani 1 1 d . . . . .
C103 C 0.0634(2) 0.6626(2) 0.63009(19) 0.0250(7) Uani 1 1 d . . . . .
C104 C 0.0166(2) 0.6733(3) 0.6736(2) 0.0294(8) Uani 1 1 d . . . . .
C105 C 0.0411(2) 0.7346(2) 0.73364(19) 0.0262(7) Uani 1 1 d . . . . .
C106 C 0.1157(2) 0.7827(2) 0.74866(19) 0.0240(7) Uani 1 1 d . . . . .
C107 C 0.1631(2) 0.7712(2) 0.70568(19) 0.0222(7) Uani 1 1 d . . . . .
C108 C -0.0108(2) 0.7489(2) 0.77902(19) 0.0272(7) Uani 1 1 d . . . . .
C109 C -0.0237(2) 0.6825(2) 0.8222(2) 0.0306(8) Uani 1 1 d . . . . .
C110 C -0.0719(3) 0.6955(2) 0.8646(2) 0.0346(9) Uani 1 1 d . . . . .
C111 C -0.1095(2) 0.7751(2) 0.8651(2) 0.0270(7) Uani 1 1 d . . . . .
C112 C -0.0972(3) 0.8413(3) 0.8219(2) 0.0379(9) Uani 1 1 d . . . . .
C113 C -0.0488(3) 0.8285(3) 0.7795(2) 0.0398(10) Uani 1 1 d . . . . .
C114 C -0.1595(2) 0.7887(2) 0.9141(2) 0.0246(7) Uani 1 1 d . . . . .
F11 F 0.03576(13) 0.60234(15) 0.57293(12) 0.0343(5) Uani 1 1 d . . . . .
F12 F -0.05456(14) 0.62359(19) 0.65735(14) 0.0499(7) Uani 1 1 d . . . . .
F13 F 0.14302(15) 0.84170(14) 0.80700(12) 0.0354(5) Uani 1 1 d . . . . .
F14 F 0.23359(14) 0.82094(14) 0.72341(13) 0.0348(5) Uani 1 1 d . . . . .
F15 F 0.01347(19) 0.60375(15) 0.82575(18) 0.0573(8) Uani 1 1 d . . . . .
F16 F -0.0819(2) 0.62890(16) 0.9059(2) 0.0718(10) Uani 1 1 d . . . . .
F17 F -0.1314(2) 0.92079(17) 0.82126(19) 0.0715(10) Uani 1 1 d . . . . .
F18 F -0.0392(2) 0.89551(19) 0.73820(19) 0.0740(10) Uani 1 1 d . . . . .
O21 O 0.21019(15) 0.56929(14) 0.45433(13) 0.0252(5) Uani 1 1 d . . . . .
O22 O 0.33545(15) 0.57140(14) 0.56298(13) 0.0229(5) Uani 1 1 d . . . . .
O23 O 0.32068(16) -0.16598(15) 0.55584(14) 0.0283(5) Uani 1 1 d . . . . .
O24 O 0.19354(16) -0.17023(15) 0.44905(14) 0.0276(5) Uani 1 1 d . . . . .
C201 C 0.2726(2) 0.53413(19) 0.50992(18) 0.0177(6) Uani 1 1 d . . . . .
C202 C 0.2708(2) 0.43516(19) 0.51162(17) 0.0182(6) Uani 1 1 d . . . . .
C203 C 0.1989(2) 0.3919(2) 0.51085(19) 0.0221(6) Uani 1 1 d . . . . .
C204 C 0.1945(2) 0.3015(2) 0.5098(2) 0.0258(7) Uani 1 1 d . . . . .
C205 C 0.2604(2) 0.2502(2) 0.50709(18) 0.0227(7) Uani 1 1 d . . . . .
C206 C 0.3321(2) 0.2939(2) 0.5078(2) 0.0243(7) Uani 1 1 d . . . . .
C207 C 0.3377(2) 0.3844(2) 0.51070(19) 0.0222(7) Uani 1 1 d . . . . .
C208 C 0.2552(2) 0.1531(2) 0.50387(18) 0.0225(7) Uani 1 1 d . . . . .
C209 C 0.2512(2) 0.1045(2) 0.56452(19) 0.0234(7) Uani 1 1 d . . . . .
C210 C 0.2503(2) 0.0139(2) 0.56378(19) 0.0227(7) Uani 1 1 d . . . . .
C211 C 0.2527(2) -0.0327(2) 0.50162(18) 0.0220(7) Uani 1 1 d . . . . .
C212 C 0.2546(2) 0.0153(2) 0.4406(2) 0.0271(7) Uani 1 1 d . . . . .
C213 C 0.2564(2) 0.1060(2) 0.4419(2) 0.0279(7) Uani 1 1 d . . . . .
C214 C 0.2558(2) -0.1324(2) 0.50240(18) 0.0209(6) Uani 1 1 d . . . . .
F21 F 0.13239(13) 0.43780(13) 0.51231(13) 0.0321(5) Uani 1 1 d . . . . .
F22 F 0.12312(14) 0.26295(13) 0.50927(15) 0.0399(5) Uani 1 1 d . . . . .
F23 F 0.39754(14) 0.24757(13) 0.50419(14) 0.0365(5) Uani 1 1 d . . . . .
F24 F 0.40906(14) 0.42265(13) 0.51120(15) 0.0387(5) Uani 1 1 d . . . . .
F25 F 0.24946(16) 0.14618(13) 0.62646(12) 0.0359(5) Uani 1 1 d . . . . .
F26 F 0.24639(15) -0.02939(13) 0.62365(12) 0.0350(5) Uani 1 1 d . . . . .
F27 F 0.25714(17) -0.02608(13) 0.37879(12) 0.0403(6) Uani 1 1 d . . . . .
F28 F 0.25960(17) 0.14917(13) 0.38107(12) 0.0423(6) Uani 1 1 d . . . . .
C11N C 0.0006(2) 0.6359(2) 0.33228(19) 0.0229(7) Uani 1 1 d . . . . .
C12N C -0.0659(3) 0.6174(3) 0.2513(2) 0.0417(10) Uani 1 1 d . . . . .
H121 H -0.0994 0.5651 0.2517 0.063 Uiso 1 1 calc R U . . .
H122 H -0.0367 0.6072 0.2173 0.063 Uiso 1 1 calc R U . . .
H123 H -0.1054 0.6677 0.2319 0.063 Uiso 1 1 calc R U . . .
O11N O 0.06646(14) 0.68130(15) 0.34204(13) 0.0236(5) Uani 1 1 d . . . . .
N11N N -0.0134(2) 0.6044(2) 0.39032(17) 0.0356(7) Uani 1 1 d . . . . .
H11A H 0.0242 0.6146 0.4388 0.043 Uiso 1 1 calc R U . . .
H11B H -0.0604 0.5729 0.3807 0.043 Uiso 1 1 calc R U . . .
O21N O 0.46102(15) 0.69902(18) 0.67030(14) 0.0357(6) Uani 1 1 d . U . . .
C21N C 0.5356(2) 0.6790(3) 0.68143(19) 0.0380(9) Uani 1 1 d D U . . .
C22N C 0.5961(3) 0.6368(4) 0.7577(3) 0.0341(14) Uani 0.650(6) 1 d D U P A 1
H22A H 0.6555 0.6587 0.7733 0.051 Uiso 0.650(6) 1 calc R U P A 1
H22B H 0.5953 0.5729 0.7510 0.051 Uiso 0.650(6) 1 calc R U P A 1
H22C H 0.5767 0.6513 0.7981 0.051 Uiso 0.650(6) 1 calc R U P A 1
N21N N 0.5635(4) 0.6877(6) 0.6284(4) 0.075(2) Uani 0.650(6) 1 d D U P A 1
H21A H 0.5288 0.7087 0.5822 0.090 Uiso 0.650(6) 1 calc R U P A 1
H21B H 0.6174 0.6728 0.6384 0.090 Uiso 0.650(6) 1 calc R U P A 1
C23N C 0.5423(8) 0.6122(11) 0.6209(7) 0.057(3) Uani 0.350(6) 1 d . U P A 2
H23A H 0.6034 0.6065 0.6297 0.085 Uiso 0.350(6) 1 calc R U P A 2
H23B H 0.5075 0.6337 0.5677 0.085 Uiso 0.350(6) 1 calc R U P A 2
H23C H 0.5202 0.5548 0.6275 0.085 Uiso 0.350(6) 1 calc R U P A 2
N22N N 0.6109(5) 0.7053(7) 0.7352(5) 0.057(3) Uani 0.350(6) 1 d D U P A 2
H22A H 0.6127 0.7434 0.7708 0.068 Uiso 0.350(6) 1 calc R U P A 2
H22B H 0.6596 0.6849 0.7357 0.068 Uiso 0.350(6) 1 calc R U P A 2
N11 N -0.003(2) 0.0806(14) 0.4208(12) 0.064(4) Uani 0.42(4) 1 d . U P B 1
N12 N -0.0408(16) 0.0878(9) 0.4162(8) 0.071(4) Uani 0.58(4) 1 d . U P B 2
C11 C -0.0109(4) 0.1083(3) 0.4792(3) 0.0573(13) Uani 1 1 d . U . . .
C12 C 0.0068(3) 0.1375(3) 0.5568(3) 0.0455(10) Uani 1 1 d . . . . .
H12A H -0.0101 0.1992 0.5552 0.068 Uiso 1 1 calc R U . . .
H12B H 0.0692 0.1312 0.5906 0.068 Uiso 1 1 calc R U . . .
H12C H -0.0267 0.1018 0.5775 0.068 Uiso 1 1 calc R U . . .
N21 N 0.1905(2) 0.4952(2) 0.6770(2) 0.0474(9) Uani 1 1 d . . . . .
C21 C 0.2617(3) 0.5139(2) 0.7070(2) 0.0340(8) Uani 1 1 d . . . . .
C22 C 0.3528(3) 0.5387(3) 0.7459(2) 0.0425(10) Uani 1 1 d . . . . .
H22A H 0.3573 0.6011 0.7594 0.064 Uiso 1 1 calc R U . . .
H22B H 0.3808 0.5277 0.7110 0.064 Uiso 1 1 calc R U . . .
H22C H 0.3817 0.5038 0.7937 0.064 Uiso 1 1 calc R U . . .
N31 N 0.7521(3) 0.6162(5) 0.6895(4) 0.104(2) Uani 1 1 d . U . . .
C31 C 0.7906(3) 0.5537(5) 0.7104(4) 0.0708(16) Uani 1 1 d . U . . .
C32 C 0.8397(4) 0.4737(4) 0.7396(3) 0.0750(17) Uani 1 1 d . U . . .
H32A H 0.8710 0.4767 0.7966 0.113 Uiso 1 1 calc R U . . .
H32B H 0.8817 0.4667 0.7170 0.113 Uiso 1 1 calc R U . . .
H32C H 0.7998 0.4235 0.7248 0.113 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Zn2 3.0333(5) . ?
Zn1 O11 2.057(2) . yes
Zn1 O14 2.049(2) 4_675 yes
Zn1 O21 2.022(2) . yes
Zn1 O24 2.036(2) 1_565 yes
Zn1 O11N 1.961(2) . yes
Zn2 O12 2.033(2) . yes
Zn2 O13 2.051(2) 4_675 yes
Zn2 O22 2.038(2) . yes
Zn2 O23 2.046(2) 1_565 yes
Zn2 O21N 1.943(2) . yes
O11 C101 1.259(4) . ?
O12 C101 1.243(4) . ?
O13 Zn2 2.051(2) 4_576 ?
O13 C114 1.251(4) . ?
O14 Zn1 2.049(2) 4_576 ?
O14 C114 1.243(4) . ?
C101 C102 1.509(4) . ?
C102 C103 1.383(5) . ?
C102 C107 1.391(4) . ?
C103 C104 1.377(4) . ?
C103 F11 1.342(4) . ?
C104 C105 1.391(5) . ?
C104 F12 1.344(4) . ?
C105 C106 1.382(5) . ?
C105 C108 1.487(4) . ?
C106 C107 1.379(4) . ?
C106 F13 1.344(4) . ?
C107 F14 1.332(4) . ?
C108 C109 1.375(5) . ?
C108 C113 1.376(5) . ?
C109 C110 1.384(4) . ?
C109 F15 1.344(4) . ?
C110 C111 1.372(5) . ?
C110 F16 1.335(4) . ?
C111 C112 1.371(5) . ?
C111 C114 1.516(4) . ?
C112 C113 1.386(5) . ?
C112 F17 1.340(4) . ?
C113 F18 1.337(4) . ?
O21 C201 1.250(4) . ?
O22 C201 1.246(4) . ?
O23 Zn2 2.046(2) 1_545 ?
O23 C214 1.243(4) . ?
O24 Zn1 2.036(2) 1_545 ?
O24 C214 1.247(4) . ?
C201 C202 1.509(4) . ?
C202 C203 1.382(4) . ?
C202 C207 1.379(4) . ?
C203 C204 1.378(5) . ?
C203 F21 1.338(4) . ?
C204 C205 1.384(5) . ?
C204 F22 1.342(4) . ?
C205 C206 1.380(5) . ?
C205 C208 1.483(4) . ?
C206 C207 1.382(4) . ?
C206 F23 1.342(4) . ?
C207 F24 1.341(4) . ?
C208 C209 1.392(4) . ?
C208 C213 1.383(5) . ?
C209 C210 1.380(4) . ?
C209 F25 1.345(4) . ?
C210 C211 1.391(4) . ?
C210 F26 1.338(4) . ?
C211 C212 1.379(5) . ?
C211 C214 1.519(4) . ?
C212 C213 1.383(5) . ?
C212 F27 1.347(4) . ?
C213 F28 1.347(4) . ?
C11N C12N 1.491(5) . ?
C11N O11N 1.259(4) . ?
C11N N11N 1.311(4) . ?
C12N H121 0.9800 . ?
C12N H122 0.9800 . ?
C12N H123 0.9800 . ?
N11N H11A 0.8800 . ?
N11N H11B 0.8800 . ?
O21N C21N 1.229(4) . ?
C21N C22N 1.511(3) . ?
C21N N21N 1.287(4) . ?
C21N C23N 1.573(15) . ?
C21N N22N 1.309(5) . ?
C22N H22A 0.9800 . ?
C22N H22B 0.9800 . ?
C22N H22C 0.9800 . ?
N21N H21A 0.8800 . ?
N21N H21B 0.8800 . ?
C23N H23A 0.9800 . ?
C23N H23B 0.9800 . ?
C23N H23C 0.9800 . ?
N22N H22A 0.8800 . ?
N22N H22B 0.8800 . ?
N11 C11 1.25(2) . ?
N12 C11 1.124(14) . ?
C11 C12 1.438(7) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N21 C21 1.130(5) . ?
C21 C22 1.448(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
N31 C31 1.126(8) . ?
C31 C32 1.446(9) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Zn1 Zn2 77.41(7) . . ?
O14 Zn1 Zn2 81.76(7) 4_675 . ?
O14 Zn1 O11 159.06(10) 4_675 . yes
O21 Zn1 Zn2 77.24(7) . . ?
O21 Zn1 O11 88.73(9) . . yes
O21 Zn1 O14 88.83(10) . 4_675 yes
O21 Zn1 O24 157.10(10) . 1_565 yes
O24 Zn1 Zn2 79.87(7) 1_565 . ?
O24 Zn1 O11 87.01(10) 1_565 . yes
O24 Zn1 O14 87.18(10) 1_565 4_675 yes
O11N Zn1 Zn2 174.29(7) . . ?
O11N Zn1 O11 100.91(9) . . yes
O11N Zn1 O14 100.03(10) . 4_675 yes
O11N Zn1 O21 97.33(9) . . yes
O11N Zn1 O24 105.57(10) . 1_565 yes
O12 Zn2 Zn1 80.28(7) . . ?
O12 Zn2 O13 156.02(10) . 4_675 yes
O12 Zn2 O22 88.64(9) . . yes
O12 Zn2 O23 86.64(9) . 1_565 yes
O13 Zn2 Zn1 75.84(8) 4_675 . ?
O22 Zn2 Zn1 80.13(6) . . ?
O22 Zn2 O13 89.36(10) . 4_675 yes
O22 Zn2 O23 157.81(10) . 1_565 yes
O23 Zn2 Zn1 77.71(7) 1_565 . ?
O23 Zn2 O13 86.26(10) 1_565 4_675 yes
O21N Zn2 Zn1 176.04(8) . . ?
O21N Zn2 O12 99.45(10) . . yes
O21N Zn2 O13 104.53(11) . 4_675 yes
O21N Zn2 O22 95.93(10) . . yes
O21N Zn2 O23 106.23(11) . 1_565 yes
C101 O11 Zn1 128.5(2) . . ?
C101 O12 Zn2 126.2(2) . . ?
C114 O13 Zn2 131.2(2) . 4_576 ?
C114 O14 Zn1 123.4(2) . 4_576 ?
O11 C101 C102 115.7(3) . . ?
O12 C101 O11 127.3(3) . . ?
O12 C101 C102 117.0(3) . . ?
C103 C102 C101 121.7(3) . . ?
C103 C102 C107 116.7(3) . . ?
C107 C102 C101 121.5(3) . . ?
C104 C103 C102 121.8(3) . . ?
F11 C103 C102 120.0(3) . . ?
F11 C103 C104 118.2(3) . . ?
C103 C104 C105 121.4(3) . . ?
F12 C104 C103 119.1(3) . . ?
F12 C104 C105 119.5(3) . . ?
C104 C105 C108 121.8(3) . . ?
C106 C105 C104 116.9(3) . . ?
C106 C105 C108 121.4(3) . . ?
C107 C106 C105 121.7(3) . . ?
F13 C106 C105 119.2(3) . . ?
F13 C106 C107 119.1(3) . . ?
C106 C107 C102 121.4(3) . . ?
F14 C107 C102 120.7(3) . . ?
F14 C107 C106 117.8(3) . . ?
C109 C108 C105 121.4(3) . . ?
C109 C108 C113 116.8(3) . . ?
C113 C108 C105 121.8(3) . . ?
C108 C109 C110 121.6(3) . . ?
F15 C109 C108 119.7(3) . . ?
F15 C109 C110 118.7(3) . . ?
C111 C110 C109 121.5(3) . . ?
F16 C110 C109 119.1(3) . . ?
F16 C110 C111 119.5(3) . . ?
C110 C111 C114 120.6(3) . . ?
C112 C111 C110 117.2(3) . . ?
C112 C111 C114 122.2(3) . . ?
C111 C112 C113 121.4(3) . . ?
F17 C112 C111 119.6(3) . . ?
F17 C112 C113 118.9(3) . . ?
C108 C113 C112 121.5(3) . . ?
F18 C113 C108 119.7(3) . . ?
F18 C113 C112 118.8(4) . . ?
O13 C114 C111 115.6(3) . . ?
O14 C114 O13 127.7(3) . . ?
O14 C114 C111 116.7(3) . . ?
C201 O21 Zn1 129.7(2) . . ?
C201 O22 Zn2 125.2(2) . . ?
C214 O23 Zn2 128.4(2) . 1_545 ?
C214 O24 Zn1 125.9(2) . 1_545 ?
O21 C201 C202 115.4(3) . . ?
O22 C201 O21 127.5(3) . . ?
O22 C201 C202 117.1(3) . . ?
C203 C202 C201 120.1(3) . . ?
C207 C202 C201 122.4(3) . . ?
C207 C202 C203 117.4(3) . . ?
C204 C203 C202 121.3(3) . . ?
F21 C203 C202 120.0(3) . . ?
F21 C203 C204 118.8(3) . . ?
C203 C204 C205 121.6(3) . . ?
F22 C204 C203 118.7(3) . . ?
F22 C204 C205 119.6(3) . . ?
C204 C205 C208 122.0(3) . . ?
C206 C205 C204 116.8(3) . . ?
C206 C205 C208 121.2(3) . . ?
C205 C206 C207 121.7(3) . . ?
F23 C206 C205 119.4(3) . . ?
F23 C206 C207 118.9(3) . . ?
C202 C207 C206 121.2(3) . . ?
F24 C207 C202 120.1(3) . . ?
F24 C207 C206 118.7(3) . . ?
C209 C208 C205 121.3(3) . . ?
C213 C208 C205 122.0(3) . . ?
C213 C208 C209 116.6(3) . . ?
C210 C209 C208 121.8(3) . . ?
F25 C209 C208 119.7(3) . . ?
F25 C209 C210 118.4(3) . . ?
C209 C210 C211 121.0(3) . . ?
F26 C210 C209 119.3(3) . . ?
F26 C210 C211 119.7(3) . . ?
C210 C211 C214 121.1(3) . . ?
C212 C211 C210 117.2(3) . . ?
C212 C211 C214 121.7(3) . . ?
C211 C212 C213 121.6(3) . . ?
F27 C212 C211 120.1(3) . . ?
F27 C212 C213 118.3(3) . . ?
C212 C213 C208 121.7(3) . . ?
F28 C213 C208 119.6(3) . . ?
F28 C213 C212 118.8(3) . . ?
O23 C214 O24 128.1(3) . . ?
O23 C214 C211 115.7(3) . . ?
O24 C214 C211 116.1(3) . . ?
O11N C11N C12N 119.3(3) . . ?
O11N C11N N11N 123.1(3) . . ?
N11N C11N C12N 117.6(3) . . ?
C11N C12N H121 109.5 . . ?
C11N C12N H122 109.5 . . ?
C11N C12N H123 109.5 . . ?
H121 C12N H122 109.5 . . ?
H121 C12N H123 109.5 . . ?
H122 C12N H123 109.5 . . ?
C11N O11N Zn1 131.7(2) . . ?
C11N N11N H11A 120.0 . . ?
C11N N11N H11B 120.0 . . ?
H11A N11N H11B 120.0 . . ?
C21N O21N Zn2 133.3(2) . . ?
O21N C21N C22N 119.9(3) . . ?
O21N C21N N21N 122.4(4) . . ?
O21N C21N C23N 115.2(5) . . ?
O21N C21N N22N 130.3(6) . . ?
N21N C21N C22N 117.6(4) . . ?
N22N C21N C23N 114.5(7) . . ?
C21N C22N H22A 109.5 . . ?
C21N C22N H22B 109.5 . . ?
C21N C22N H22C 109.5 . . ?
H22A C22N H22B 109.5 . . ?
H22A C22N H22C 109.5 . . ?
H22B C22N H22C 109.5 . . ?
C21N N21N H21A 120.0 . . ?
C21N N21N H21B 120.0 . . ?
H21A N21N H21B 120.0 . . ?
C21N C23N H23A 109.5 . . ?
C21N C23N H23B 109.5 . . ?
C21N C23N H23C 109.5 . . ?
H23A C23N H23B 109.5 . . ?
H23A C23N H23C 109.5 . . ?
H23B C23N H23C 109.5 . . ?
C21N N22N H22A 120.0 . . ?
C21N N22N H22B 120.0 . . ?
H22A N22N H22B 120.0 . . ?
N11 C11 C12 163.1(15) . . ?
N12 C11 C12 166.8(15) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N21 C21 C22 179.4(5) . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
N31 C31 C32 178.2(7) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_refine_diff_density_max         1.552
_refine_diff_density_min         -0.892
_refine_diff_density_rms         0.082

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sn563
_database_code_depnum_ccdc_archive 'CCDC 1587421'
_audit_update_record             
;
2017-11-24 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H12 F8 O7 Zn'
_chemical_formula_weight         545.64

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

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

_cell_length_a                   21.5856(5)
_cell_length_b                   7.79566(19)
_cell_length_c                   23.7897(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.429(2)
_cell_angle_gamma                90
_cell_volume                     3959.94(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    5442
_cell_measurement_theta_min      4.00
_cell_measurement_theta_max      28.80

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_F_000             2176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.354
_shelx_estimated_absorpt_T_min   0.823
_shelx_estimated_absorpt_T_max   0.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96839
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            10097
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.276
_diffrn_reflns_theta_max         29.025
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.835
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.835
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4418
_reflns_number_gt                3899
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2015)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0342P)²+4.1409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4418
_refine_ls_number_parameters     310
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_ref         0.0666
_refine_ls_wR_factor_gt          0.0640
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.09264(2) 0.74979(2) 0.25655(2) 0.01289(6) Uani 1 1 d . . . . .
O1 O 0.13105(5) 0.63790(15) 0.19044(5) 0.0179(2) Uani 1 1 d D . . . .
H1 H 0.1635(8) 0.585(2) 0.2045(8) 0.021 Uiso 1 1 d D U . . .
C1 C 0.09906(8) 0.5425(2) 0.14366(7) 0.0230(4) Uani 1 1 d . . . . .
H1A H 0.0792 0.4416 0.1579 0.035 Uiso 1 1 calc R U . . .
H1B H 0.1291 0.5057 0.1189 0.035 Uiso 1 1 calc R U . . .
H1C H 0.0669 0.6150 0.1220 0.035 Uiso 1 1 calc R U . . .
O2 O 0.14486(5) 0.97849(15) 0.25338(5) 0.0198(2) Uani 1 1 d D . . . .
H2 H 0.1828(7) 0.970(3) 0.2474(8) 0.024 Uiso 1 1 d D U . . .
C2 C 0.12171(8) 1.1390(2) 0.23045(7) 0.0195(3) Uani 1 1 d . . . . .
H2A H 0.1126 1.1305 0.1890 0.029 Uiso 1 1 calc R U . . .
H2B H 0.1533 1.2282 0.2409 0.029 Uiso 1 1 calc R U . . .
H2C H 0.0833 1.1686 0.2457 0.029 Uiso 1 1 calc R U . . .
O3 O 0.04679(5) 0.86579(15) 0.31887(5) 0.0181(2) Uani 1 1 d D . . . .
H3 H 0.0212(8) 0.936(2) 0.3009(8) 0.022 Uiso 1 1 d D U . . .
C3 C 0.08037(9) 0.9494(2) 0.36807(8) 0.0281(4) Uani 1 1 d . . . . .
H3A H 0.1063 0.8651 0.3913 0.042 Uiso 1 1 calc R U . . .
H3B H 0.0505 1.0007 0.3905 0.042 Uiso 1 1 calc R U . . .
H3C H 0.1072 1.0394 0.3559 0.042 Uiso 1 1 calc R U . . .
O11 O 0.16617(5) 0.66878(15) 0.31364(4) 0.0160(2) Uani 1 1 d . . . . .
O12 O 0.23283(5) 0.54964(16) 0.26068(5) 0.0188(2) Uani 1 1 d . . . . .
O13 O 0.52214(5) 0.33530(15) 0.69436(5) 0.0175(2) Uani 1 1 d . . . . .
O14 O 0.46415(5) 0.52517(15) 0.73414(4) 0.0162(2) Uani 1 1 d . . . . .
C101 C 0.21728(7) 0.6013(2) 0.30630(6) 0.0148(3) Uani 1 1 d . . . . .
C102 C 0.26384(7) 0.5811(2) 0.36023(6) 0.0154(3) Uani 1 1 d . . . . .
C103 C 0.29011(7) 0.4238(2) 0.37663(6) 0.0159(3) Uani 1 1 d . . . . .
C104 C 0.32938(7) 0.4040(2) 0.42770(7) 0.0167(3) Uani 1 1 d . . . . .
C105 C 0.34454(7) 0.5410(2) 0.46396(6) 0.0169(3) Uani 1 1 d . . . . .
C106 C 0.31923(8) 0.6991(2) 0.44703(7) 0.0189(3) Uani 1 1 d . . . . .
C107 C 0.27943(8) 0.7181(2) 0.39647(7) 0.0181(3) Uani 1 1 d . . . . .
C108 C 0.38127(7) 0.5167(2) 0.52133(6) 0.0169(3) Uani 1 1 d . . . . .
C109 C 0.35652(7) 0.4211(2) 0.56163(7) 0.0163(3) Uani 1 1 d . . . . .
C110 C 0.38684(7) 0.4058(2) 0.61657(6) 0.0149(3) Uani 1 1 d . . . . .
C111 C 0.44516(7) 0.4784(2) 0.63313(6) 0.0145(3) Uani 1 1 d . . . . .
C112 C 0.47126(7) 0.5681(2) 0.59240(7) 0.0169(3) Uani 1 1 d . . . . .
C113 C 0.43945(7) 0.5905(2) 0.53805(7) 0.0172(3) Uani 1 1 d . . . . .
C114 C 0.47996(7) 0.4457(2) 0.69267(6) 0.0139(3) Uani 1 1 d . . . . .
F11 F 0.27541(5) 0.28372(12) 0.34465(4) 0.0212(2) Uani 1 1 d . . . . .
F12 F 0.35133(5) 0.24773(12) 0.44301(4) 0.0239(2) Uani 1 1 d . . . . .
F13 F 0.33238(5) 0.83589(13) 0.48094(4) 0.0291(2) Uani 1 1 d . . . . .
F14 F 0.25615(5) 0.87473(12) 0.38248(4) 0.0256(2) Uani 1 1 d . . . . .
F15 F 0.30096(4) 0.34319(14) 0.54735(4) 0.0233(2) Uani 1 1 d . . . . .
F16 F 0.35915(4) 0.31654(13) 0.65404(4) 0.0201(2) Uani 1 1 d . . . . .
F17 F 0.52837(4) 0.63852(14) 0.60515(4) 0.0237(2) Uani 1 1 d . . . . .
F18 F 0.46636(5) 0.68320(15) 0.50063(4) 0.0259(2) 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 2.0745(11) . yes
Zn1 O2 2.1165(12) . yes
Zn1 O3 2.1038(11) . yes
Zn1 O11 2.0324(10) . yes
Zn1 O13 2.0711(11) 3_454 yes
Zn1 O14 2.1674(11) 2_556 yes
O1 H1 0.839(15) . ?
O1 C1 1.429(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 H2 0.854(15) . ?
O2 C2 1.426(2) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
O3 H3 0.846(15) . ?
O3 C3 1.439(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
O11 C101 1.2572(19) . ?
O12 C101 1.2490(19) . ?
O13 Zn1 2.0710(11) 3_545 ?
O13 C114 1.2492(19) . ?
O14 Zn1 2.1674(11) 2_556 ?
O14 C114 1.2538(19) . ?
C101 C102 1.518(2) . ?
C102 C103 1.383(2) . ?
C102 C107 1.383(2) . ?
C103 C104 1.384(2) . ?
C103 F11 1.3422(19) . ?
C104 C105 1.382(2) . ?
C104 F12 1.3382(18) . ?
C105 C106 1.384(2) . ?
C105 C108 1.487(2) . ?
C106 C107 1.380(2) . ?
C106 F13 1.342(2) . ?
C107 F14 1.3433(18) . ?
C108 C109 1.382(2) . ?
C108 C113 1.386(2) . ?
C109 C110 1.378(2) . ?
C109 F15 1.3430(18) . ?
C110 C111 1.384(2) . ?
C110 F16 1.3390(18) . ?
C111 C112 1.380(2) . ?
C111 C114 1.524(2) . ?
C112 C113 1.383(2) . ?
C112 F17 1.3429(18) . ?
C113 F18 1.3429(19) . ?

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 O2 93.04(5) . . yes
O1 Zn1 O3 175.26(4) . . yes
O1 Zn1 O14 91.88(4) . 2_556 yes
O2 Zn1 O14 175.08(4) . 2_556 yes
O3 Zn1 O2 88.34(5) . . yes
O3 Zn1 O14 86.77(4) . 2_556 yes
O11 Zn1 O1 90.93(4) . . yes
O11 Zn1 O2 85.28(5) . . yes
O11 Zn1 O3 93.70(4) . . yes
O11 Zn1 O13 175.95(4) . 3_454 yes
O11 Zn1 O14 94.51(4) . 2_556 yes
O13 Zn1 O1 85.83(4) 3_454 . yes
O13 Zn1 O2 92.45(5) 3_454 . yes
O13 Zn1 O3 89.58(4) 3_454 . yes
O13 Zn1 O14 88.03(4) 3_454 2_556 yes
Zn1 O1 H1 107.8(13) . . ?
C1 O1 Zn1 127.43(10) . . ?
C1 O1 H1 109.6(14) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Zn1 O2 H2 117.9(14) . . ?
C2 O2 Zn1 126.46(10) . . ?
C2 O2 H2 107.2(14) . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Zn1 O3 H3 105.1(13) . . ?
C3 O3 Zn1 122.34(11) . . ?
C3 O3 H3 109.4(13) . . ?
O3 C3 H3A 109.5 . . ?
O3 C3 H3B 109.5 . . ?
O3 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C101 O11 Zn1 130.72(10) . . ?
C114 O13 Zn1 134.47(10) . 3_545 ?
C114 O14 Zn1 134.66(10) . 2_556 ?
O11 C101 C102 114.33(13) . . ?
O12 C101 O11 127.50(14) . . ?
O12 C101 C102 118.17(13) . . ?
C103 C102 C101 121.61(14) . . ?
C103 C102 C107 117.19(14) . . ?
C107 C102 C101 121.13(14) . . ?
C102 C103 C104 121.30(15) . . ?
F11 C103 C102 120.57(13) . . ?
F11 C103 C104 118.03(14) . . ?
C105 C104 C103 121.35(15) . . ?
F12 C104 C103 119.17(15) . . ?
F12 C104 C105 119.44(14) . . ?
C104 C105 C106 117.35(14) . . ?
C104 C105 C108 121.36(15) . . ?
C106 C105 C108 121.01(15) . . ?
C107 C106 C105 121.20(15) . . ?
F13 C106 C105 119.53(14) . . ?
F13 C106 C107 119.25(15) . . ?
C106 C107 C102 121.59(15) . . ?
F14 C107 C102 119.98(14) . . ?
F14 C107 C106 118.43(15) . . ?
C109 C108 C105 119.81(14) . . ?
C109 C108 C113 116.81(14) . . ?
C113 C108 C105 123.34(15) . . ?
C110 C109 C108 121.77(14) . . ?
F15 C109 C108 119.34(14) . . ?
F15 C109 C110 118.88(14) . . ?
C109 C110 C111 121.35(15) . . ?
F16 C110 C109 118.69(14) . . ?
F16 C110 C111 119.95(13) . . ?
C110 C111 C114 120.00(14) . . ?
C112 C111 C110 117.07(14) . . ?
C112 C111 C114 122.74(14) . . ?
C111 C112 C113 121.51(14) . . ?
F17 C112 C111 120.27(14) . . ?
F17 C112 C113 118.21(14) . . ?
C112 C113 C108 121.36(15) . . ?
F18 C113 C108 119.67(14) . . ?
F18 C113 C112 118.95(14) . . ?
O13 C114 O14 126.60(14) . . ?
O13 C114 C111 113.74(13) . . ?
O14 C114 C111 119.64(13) . . ?

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.059

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sn619
_database_code_depnum_ccdc_archive 'CCDC 1587422'
_audit_update_record             
;
2017-11-24 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H35 F16 O13.50 Zn2'
_chemical_formula_weight         1214.46

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

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

_cell_length_a                   15.6866(5)
_cell_length_b                   21.3744(7)
_cell_length_c                   16.2434(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.357(3)
_cell_angle_gamma                90
_cell_volume                     5373.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    7668
_cell_measurement_theta_min      3.94
_cell_measurement_theta_max      28.87

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_F_000             2444
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.006
_shelx_estimated_absorpt_T_min   0.773
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84203
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            12896
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.314
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.794
_diffrn_reflns_point_group_measured_fraction_full 0.797
_reflns_number_total             7800
_reflns_number_gt                7321
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.592
_reflns_Friedel_fraction_max     0.592
_reflns_Friedel_fraction_full    0.596

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2015)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0001P)²+135.6800P] 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_abs_structure_details 
;
 Flack x determined using 2473 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(18)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7800
_refine_ls_number_parameters     775
_refine_ls_number_restraints     893
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1802
_refine_ls_wR_factor_gt          0.1776
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.73507(9) 0.47602(7) 0.41274(9) 0.0153(3) Uani 1 1 d . U . . .
Zn2 Zn 0.63438(10) 0.49329(7) 0.59167(9) 0.0155(3) Uani 1 1 d . U . . .
O1M O 0.7007(6) 0.4092(4) 0.3198(6) 0.021(2) Uani 1 1 d . U . . .
O2M O 0.5243(7) 0.5473(5) 0.5627(7) 0.039(3) Uani 1 1 d D U . . .
C21M C 0.4377(15) 0.5311(17) 0.547(2) 0.052(5) Uani 0.5 1 d D U P A 1
H21C H 0.4133 0.5315 0.5999 0.062 Uiso 0.5 1 calc R U P A 1
H21D H 0.4303 0.4887 0.5228 0.062 Uiso 0.5 1 calc R U P A 1
C22M C 0.394(2) 0.578(2) 0.489(3) 0.064(6) Uani 0.5 1 d D U P A 1
H22C H 0.3428 0.5593 0.4541 0.077 Uiso 0.5 1 calc R U P A 1
H22D H 0.3751 0.6138 0.5199 0.077 Uiso 0.5 1 calc R U P A 1
C23M C 0.455(2) 0.599(2) 0.436(2) 0.063(6) Uani 0.5 1 d D U P A 1
H23C H 0.4425 0.6420 0.4144 0.076 Uiso 0.5 1 calc R U P A 1
H23D H 0.4584 0.5701 0.3890 0.076 Uiso 0.5 1 calc R U P A 1
C24M C 0.534(2) 0.5966(17) 0.501(2) 0.054(5) Uani 0.5 1 d D U P A 1
H24C H 0.5854 0.5872 0.4738 0.065 Uiso 0.5 1 calc R U P A 1
H24D H 0.5439 0.6376 0.5287 0.065 Uiso 0.5 1 calc R U P A 1
O11 O 0.7878(6) 0.5456(4) 0.4967(6) 0.020(2) Uani 1 1 d . U . . .
O12 O 0.7063(6) 0.5704(4) 0.5932(6) 0.021(2) Uani 1 1 d . U . . .
O13 O 1.1719(6) 0.9525(4) 0.8425(5) 0.019(2) Uani 1 1 d . U . . .
O14 O 1.1382(6) 0.9946(4) 0.7164(5) 0.019(2) Uani 1 1 d . U . . .
C101 C 0.7693(9) 0.5767(6) 0.5549(8) 0.019(3) Uani 1 1 d . U . . .
C102 C 0.8288(9) 0.6293(6) 0.5852(8) 0.019(3) Uani 1 1 d . U . . .
C103 C 0.8753(9) 0.6315(6) 0.6662(9) 0.021(3) Uani 1 1 d . U . . .
C104 C 0.9260(9) 0.6797(7) 0.6957(8) 0.022(3) Uani 1 1 d . U . . .
C105 C 0.9334(9) 0.7328(7) 0.6485(8) 0.020(3) Uani 1 1 d . U . . .
C106 C 0.8880(9) 0.7316(6) 0.5678(8) 0.022(3) Uani 1 1 d . U . . .
C107 C 0.8388(9) 0.6820(7) 0.5367(9) 0.022(3) Uani 1 1 d . U . . .
C108 C 1.1359(8) 0.9524(6) 0.7675(8) 0.016(2) Uani 1 1 d . U . . .
C109 C 1.0828(9) 0.8939(6) 0.7410(7) 0.017(2) Uani 1 1 d . U . . .
C110 C 1.1180(9) 0.8366(6) 0.7445(8) 0.022(3) Uani 1 1 d . U . . .
C111 C 1.0708(9) 0.7835(6) 0.7163(9) 0.022(3) Uani 1 1 d . U . . .
C112 C 0.9844(9) 0.7876(6) 0.6823(8) 0.021(3) Uani 1 1 d . U . . .
C113 C 0.9488(9) 0.8463(7) 0.6826(9) 0.024(3) Uani 1 1 d . U . . .
C114 C 0.9958(9) 0.8979(7) 0.7095(9) 0.022(3) Uani 1 1 d . U . . .
F11 F 0.8693(6) 0.5817(4) 0.7163(5) 0.032(2) Uani 1 1 d . U . . .
F12 F 0.9695(6) 0.6768(4) 0.7748(5) 0.031(2) Uani 1 1 d . U . . .
F13 F 0.8919(6) 0.7812(4) 0.5175(5) 0.0288(19) Uani 1 1 d . U . . .
F14 F 0.7973(6) 0.6837(4) 0.4583(5) 0.032(2) Uani 1 1 d . U . . .
F15 F 1.2029(5) 0.8283(4) 0.7753(5) 0.0293(19) Uani 1 1 d . U . . .
F16 F 1.1120(5) 0.7279(4) 0.7189(5) 0.0297(19) Uani 1 1 d . U . . .
F17 F 0.8635(5) 0.8533(4) 0.6525(6) 0.032(2) Uani 1 1 d . U . . .
F18 F 0.9555(6) 0.9540(4) 0.7041(6) 0.033(2) Uani 1 1 d . U . . .
O21 O 0.7875(6) 0.4062(5) 0.4930(6) 0.020(2) Uani 1 1 d . U . . .
O22 O 0.7421(6) 0.4341(4) 0.6133(5) 0.022(2) Uani 1 1 d . U . . .
O23 O 1.0575(6) 0.0886(5) 1.0494(6) 0.025(2) Uani 1 1 d . U . . .
O24 O 1.1189(6) 0.0360(4) 0.9598(6) 0.019(2) Uani 1 1 d . U . . .
C201 C 0.7846(9) 0.4029(6) 0.5693(8) 0.019(2) Uani 1 1 d . U . . .
C202 C 0.8377(9) 0.3510(7) 0.6183(8) 0.021(3) Uani 1 1 d . U . . .
C203 C 0.7986(9) 0.2964(6) 0.6376(8) 0.020(3) Uani 1 1 d . U . . .
C204 C 0.8420(9) 0.2524(7) 0.6898(9) 0.023(3) Uani 1 1 d . U . . .
C205 C 0.9278(9) 0.2611(6) 0.7260(8) 0.019(2) Uani 1 1 d . U . . .
C206 C 0.9672(9) 0.3145(7) 0.7030(9) 0.024(3) Uani 1 1 d . U . . .
C207 C 0.9236(9) 0.3585(7) 0.6494(8) 0.023(3) Uani 1 1 d . U . . .
C208 C 1.0740(9) 0.0823(7) 0.9778(8) 0.020(3) Uani 1 1 d . U . . .
C209 C 1.0406(8) 0.1286(6) 0.9116(8) 0.016(2) Uani 1 1 d . U . . .
C210 C 1.0380(9) 0.1916(6) 0.9285(8) 0.019(3) Uani 1 1 d . U . . .
C211 C 1.0034(9) 0.2346(6) 0.8680(8) 0.017(3) Uani 1 1 d . U . . .
C212 C 0.9701(9) 0.2160(6) 0.7869(9) 0.019(3) Uani 1 1 d . U . . .
C213 C 0.9726(9) 0.1529(7) 0.7707(8) 0.020(3) Uani 1 1 d . U . . .
C214 C 1.0067(9) 0.1095(7) 0.8307(8) 0.020(3) Uani 1 1 d . U . . .
F21 F 0.7151(5) 0.2876(4) 0.6062(5) 0.034(2) Uani 1 1 d . U . . .
F22 F 0.7980(5) 0.2026(4) 0.7109(6) 0.035(2) Uani 1 1 d . U . . .
F23 F 1.0507(5) 0.3232(4) 0.7331(6) 0.037(2) Uani 1 1 d . U . . .
F24 F 0.9656(6) 0.4098(4) 0.6323(6) 0.042(2) Uani 1 1 d . U . . .
F25 F 1.0692(5) 0.2140(4) 1.0038(5) 0.0277(19) Uani 1 1 d . U . . .
F26 F 1.0011(6) 0.2947(4) 0.8891(5) 0.030(2) Uani 1 1 d . U . . .
F27 F 0.9413(6) 0.1319(4) 0.6946(5) 0.035(2) Uani 1 1 d . U . . .
F28 F 1.0057(6) 0.0498(4) 0.8109(5) 0.030(2) Uani 1 1 d . U . . .
O1 O 0.8535(6) 0.4872(4) 0.3678(6) 0.024(2) Uani 1 1 d . U . . .
C11 C 0.8719(11) 0.5448(8) 0.3276(11) 0.038(3) Uani 0.5 1 d . U P B 1
H11A H 0.8363 0.5797 0.3434 0.045 Uiso 0.5 1 calc R U P B 1
H11B H 0.8615 0.5403 0.2661 0.045 Uiso 0.5 1 calc R U P B 1
C12 C 0.968(3) 0.5555(19) 0.361(3) 0.043(5) Uani 0.5 1 d . U P B 1
H12A H 0.9765 0.5780 0.4149 0.051 Uiso 0.5 1 calc R U P B 1
H12B H 0.9965 0.5794 0.3206 0.051 Uiso 0.5 1 calc R U P B 1
C13 C 1.0038(12) 0.4879(9) 0.3715(13) 0.048(3) Uani 0.5 1 d . U P B 1
H13A H 1.0075 0.4675 0.3175 0.058 Uiso 0.5 1 calc R U P B 1
H13B H 1.0605 0.4857 0.4086 0.058 Uiso 0.5 1 calc R U P B 1
C11' C 0.8719(11) 0.5448(8) 0.3276(11) 0.038(3) Uani 0.5 1 d . U P B 2
H11C H 0.8566 0.5814 0.3597 0.045 Uiso 0.5 1 calc R U P B 2
H11D H 0.8386 0.5470 0.2704 0.045 Uiso 0.5 1 calc R U P B 2
C12' C 0.968(3) 0.5439(19) 0.325(3) 0.044(5) Uani 0.5 1 d . U P B 2
H12C H 0.9785 0.5419 0.2667 0.053 Uiso 0.5 1 calc R U P B 2
H12D H 0.9957 0.5822 0.3514 0.053 Uiso 0.5 1 calc R U P B 2
C13' C 1.0038(12) 0.4879(9) 0.3715(13) 0.048(3) Uani 0.5 1 d . U P B 2
H13C H 1.0540 0.4992 0.4142 0.058 Uiso 0.5 1 calc R U P B 2
H13D H 1.0226 0.4567 0.3331 0.058 Uiso 0.5 1 calc R U P B 2
C14 C 0.9317(11) 0.4622(9) 0.4119(13) 0.047(4) Uani 1 1 d . U . . .
H14A H 0.9308 0.4160 0.4089 0.057 Uiso 1 1 calc R U . B 1
H14B H 0.9393 0.4748 0.4713 0.057 Uiso 1 1 calc R U . B 1
O2 O 0.7899(7) 0.2999(5) 0.3119(7) 0.036(3) Uani 1 1 d . U . . .
C21 C 0.7319(13) 0.2537(9) 0.2763(13) 0.051(4) Uani 1 1 d . U . . .
H21A H 0.7449 0.2411 0.2210 0.061 Uiso 1 1 calc R U . . .
H21B H 0.6718 0.2694 0.2693 0.061 Uiso 1 1 calc R U . . .
C22 C 0.7437(15) 0.1986(10) 0.3365(13) 0.063(4) Uani 1 1 d . U . . .
H22A H 0.6879 0.1775 0.3388 0.075 Uiso 1 1 calc R U . . .
H22B H 0.7849 0.1677 0.3202 0.075 Uiso 1 1 calc R U . . .
C23 C 0.7784(14) 0.2282(10) 0.4175(13) 0.062(4) Uani 1 1 d . U . . .
H23A H 0.8117 0.1981 0.4563 0.074 Uiso 1 1 calc R U . . .
H23B H 0.7318 0.2467 0.4441 0.074 Uiso 1 1 calc R U . . .
C24 C 0.8357(13) 0.2778(9) 0.3904(12) 0.049(4) Uani 1 1 d . U . . .
H24A H 0.8451 0.3121 0.4318 0.058 Uiso 1 1 calc R U . . .
H24B H 0.8924 0.2600 0.3835 0.058 Uiso 1 1 calc R U . . .
O3 O 0.5182(15) 0.6639(10) 0.5073(13) 0.036(4) Uani 0.5 1 d . U P C 2
C31 C 0.556(2) 0.6721(16) 0.435(2) 0.035(5) Uani 0.5 1 d . U P C 2
H31A H 0.5122 0.6684 0.3841 0.042 Uiso 0.5 1 calc R U P C 2
H31B H 0.6018 0.6405 0.4326 0.042 Uiso 0.5 1 calc R U P C 2
C32 C 0.596(2) 0.7417(16) 0.4434(18) 0.036(5) Uani 0.5 1 d . U P C 2
H32A H 0.6528 0.7434 0.4234 0.043 Uiso 0.5 1 calc R U P C 2
H32B H 0.5566 0.7725 0.4121 0.043 Uiso 0.5 1 calc R U P C 2
C33 C 0.607(3) 0.7525(18) 0.533(2) 0.044(5) Uani 0.5 1 d . U P C 2
H33A H 0.6672 0.7453 0.5598 0.053 Uiso 0.5 1 calc R U P C 2
H33B H 0.5905 0.7961 0.5450 0.053 Uiso 0.5 1 calc R U P C 2
C34 C 0.551(3) 0.7100(18) 0.564(2) 0.046(5) Uani 0.5 1 d . U P C 2
H34A H 0.5832 0.6897 0.6142 0.055 Uiso 0.5 1 calc R U P C 2
H34B H 0.5025 0.7335 0.5805 0.055 Uiso 0.5 1 calc R U P C 2
O4 O 0.3966(15) 0.4894(12) 0.4520(15) 0.050(5) Uani 0.5 1 d D U P D 2
C41 C 0.362(2) 0.5334(17) 0.390(2) 0.059(6) Uani 0.5 1 d D U P D 2
H41A H 0.4051 0.5434 0.3532 0.071 Uiso 0.5 1 calc R U P D 2
H41B H 0.3457 0.5726 0.4157 0.071 Uiso 0.5 1 calc R U P D 2
C42 C 0.286(3) 0.5022(19) 0.342(3) 0.070(7) Uani 0.5 1 d D U P D 2
H42A H 0.2331 0.5267 0.3465 0.084 Uiso 0.5 1 calc R U P D 2
H42B H 0.2918 0.4993 0.2826 0.084 Uiso 0.5 1 calc R U P D 2
C43 C 0.278(3) 0.4394(19) 0.377(2) 0.066(6) Uani 0.5 1 d D U P D 2
H43A H 0.2998 0.4074 0.3410 0.079 Uiso 0.5 1 calc R U P D 2
H43B H 0.2178 0.4298 0.3815 0.079 Uiso 0.5 1 calc R U P D 2
C44 C 0.333(2) 0.4416(17) 0.460(2) 0.056(6) Uani 0.5 1 d D U P D 2
H44A H 0.2987 0.4530 0.5036 0.067 Uiso 0.5 1 calc R U P D 2
H44B H 0.3615 0.4008 0.4744 0.067 Uiso 0.5 1 calc R U P D 2
O5 O 1.172(3) 0.5352(17) 0.535(2) 0.099(8) Uani 0.5 1 d D U P . .
C51 C 1.165(4) 0.6015(19) 0.528(3) 0.097(9) Uani 0.5 1 d D U P . .
H51A H 1.1521 0.6153 0.4694 0.116 Uiso 0.5 1 calc R U P . .
H51B H 1.2178 0.6227 0.5565 0.116 Uiso 0.5 1 calc R U P . .
C52 C 1.092(4) 0.612(2) 0.572(3) 0.096(9) Uani 0.5 1 d D U P . .
H52A H 1.0982 0.6536 0.6001 0.115 Uiso 0.5 1 calc R U P . .
H52B H 1.0374 0.6129 0.5312 0.115 Uiso 0.5 1 calc R U P . .
C53 C 1.087(4) 0.564(2) 0.633(3) 0.098(9) Uani 0.5 1 d D U P . .
H53A H 1.0273 0.5484 0.6308 0.117 Uiso 0.5 1 calc R U P . .
H53B H 1.1091 0.5787 0.6903 0.117 Uiso 0.5 1 calc R U P . .
C54 C 1.143(4) 0.514(2) 0.609(3) 0.099(9) Uani 0.5 1 d D U P . .
H54A H 1.1930 0.5064 0.6540 0.118 Uiso 0.5 1 calc R U P . .
H54B H 1.1105 0.4741 0.5982 0.118 Uiso 0.5 1 calc R U P . .


_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 O1M 2.085(9) . yes
Zn1 O11 2.096(9) . yes
Zn1 O13 2.062(9) 4_464 yes
Zn1 O21 2.062(9) . yes
Zn1 O24 2.103(9) 4_454 yes
Zn1 O1 2.116(10) . yes
Zn2 O2M 2.068(11) . yes
Zn2 O12 1.995(9) . yes
Zn2 O14 2.017(8) 3_445 yes
Zn2 O22 2.094(9) . yes
Zn2 O23 2.172(10) 4_454 yes
Zn2 O24 2.207(10) 4_454 yes
Zn2 C208 2.522(13) 4_454 ?
O2M C21M 1.38(2) . ?
O2M C24M 1.48(2) . ?
C21M H21C 0.9900 . ?
C21M H21D 0.9900 . ?
C21M C22M 1.47(2) . ?
C22M H22C 0.9900 . ?
C22M H22D 0.9900 . ?
C22M C23M 1.46(2) . ?
C23M H23C 0.9900 . ?
C23M H23D 0.9900 . ?
C23M C24M 1.49(2) . ?
C24M H24C 0.9900 . ?
C24M H24D 0.9900 . ?
O11 C101 1.229(17) . ?
O12 C101 1.258(16) . ?
O13 Zn1 2.062(9) 4_565 ?
O13 C108 1.256(15) . ?
O14 Zn2 2.017(8) 3 ?
O14 C108 1.230(15) . ?
C101 C102 1.494(19) . ?
C102 C103 1.397(19) . ?
C102 C107 1.398(19) . ?
C103 C104 1.342(19) . ?
C103 F11 1.353(16) . ?
C104 C105 1.384(19) . ?
C104 F12 1.354(15) . ?
C105 C106 1.386(19) . ?
C105 C112 1.474(18) . ?
C106 C107 1.360(19) . ?
C106 F13 1.346(15) . ?
C107 F14 1.333(16) . ?
C108 C109 1.527(17) . ?
C109 C110 1.341(19) . ?
C109 C114 1.380(19) . ?
C110 C111 1.391(19) . ?
C110 F15 1.357(16) . ?
C111 C112 1.38(2) . ?
C111 F16 1.351(16) . ?
C112 C113 1.37(2) . ?
C113 C114 1.36(2) . ?
C113 F17 1.357(16) . ?
C114 F18 1.352(16) . ?
O21 C201 1.249(16) . ?
O22 C201 1.247(16) . ?
O23 Zn2 2.172(10) 4 ?
O23 C208 1.238(17) . ?
O24 Zn1 2.103(9) 4 ?
O24 Zn2 2.207(10) 4 ?
O24 C208 1.277(16) . ?
C201 C202 1.530(18) . ?
C202 C203 1.38(2) . ?
C202 C207 1.369(19) . ?
C203 C204 1.372(19) . ?
C203 F21 1.339(16) . ?
C204 C205 1.390(19) . ?
C204 F22 1.342(16) . ?
C205 C206 1.38(2) . ?
C205 C212 1.459(18) . ?
C206 C207 1.384(19) . ?
C206 F23 1.335(16) . ?
C207 F24 1.332(16) . ?
C208 Zn2 2.522(13) 4 ?
C208 C209 1.491(18) . ?
C209 C210 1.376(18) . ?
C209 C214 1.397(18) . ?
C210 C211 1.391(18) . ?
C210 F25 1.331(15) . ?
C211 C212 1.394(18) . ?
C211 F26 1.331(15) . ?
C212 C213 1.375(19) . ?
C213 C214 1.389(19) . ?
C213 F27 1.333(15) . ?
C214 F28 1.316(16) . ?
O1 C11 1.445(18) . ?
O1 C11' 1.445(18) . ?
O1 C14 1.420(19) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.54(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.55(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.50(2) . ?
C11' H11C 0.9900 . ?
C11' H11D 0.9900 . ?
C11' C12' 1.51(4) . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?
C12' C13' 1.48(4) . ?
C13' H13C 0.9900 . ?
C13' H13D 0.9900 . ?
C13' C14 1.50(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
O2 C21 1.40(2) . ?
O2 C24 1.44(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.52(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.48(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.50(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
O3 C31 1.41(4) . ?
O3 C34 1.39(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.61(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.46(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.40(5) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
O4 C41 1.42(2) . ?
O4 C44 1.44(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.48(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.46(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.48(2) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
O5 C51 1.42(3) . ?
O5 C54 1.43(3) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.46(3) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.45(3) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.47(3) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?

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
O1M Zn1 O11 170.4(4) . . yes
O1M Zn1 O24 92.4(4) . 4_454 yes
O1M Zn1 O1 88.1(4) . . yes
O11 Zn1 O24 97.1(4) . 4_454 yes
O11 Zn1 O1 82.4(4) . . yes
O13 Zn1 O1M 93.6(4) 4_464 . yes
O13 Zn1 O11 86.4(3) 4_464 . yes
O13 Zn1 O24 85.7(4) 4_464 4_454 yes
O13 Zn1 O1 95.5(4) 4_464 . yes
O21 Zn1 O1M 89.5(4) . . yes
O21 Zn1 O11 91.6(4) . . yes
O21 Zn1 O13 172.9(4) . 4_464 yes
O21 Zn1 O24 87.8(4) . 4_454 yes
O21 Zn1 O1 91.0(4) . . yes
O24 Zn1 O1 178.7(4) 4_454 . yes
O2M Zn2 O22 175.6(4) . . yes
O2M Zn2 O23 88.7(4) . 4_454 yes
O2M Zn2 O24 88.9(4) . 4_454 yes
O2M Zn2 C208 89.5(5) . 4_454 ?
O12 Zn2 O2M 89.5(5) . . yes
O12 Zn2 O14 92.9(4) . 3_445 yes
O12 Zn2 O22 93.3(4) . . yes
O12 Zn2 O23 162.4(4) . 4_454 yes
O12 Zn2 O24 102.7(4) . 4_454 yes
O12 Zn2 C208 133.1(4) . 4_454 ?
O14 Zn2 O2M 96.2(4) 3_445 . yes
O14 Zn2 O22 87.0(4) 3_445 . yes
O14 Zn2 O23 104.7(4) 3_445 4_454 yes
O14 Zn2 O24 163.6(4) 3_445 4_454 yes
O14 Zn2 C208 133.8(4) 3_445 4_454 ?
O22 Zn2 O23 87.6(4) . 4_454 yes
O22 Zn2 O24 87.1(3) . 4_454 yes
O22 Zn2 C208 86.1(4) . 4_454 ?
O23 Zn2 O24 59.8(4) 4_454 4_454 yes
O23 Zn2 C208 29.4(4) 4_454 4_454 ?
O24 Zn2 C208 30.4(4) 4_454 4_454 ?
C21M O2M Zn2 131.3(16) . . ?
C21M O2M C24M 106(2) . . ?
C24M O2M Zn2 111.9(16) . . ?
O2M C21M H21C 110.4 . . ?
O2M C21M H21D 110.4 . . ?
O2M C21M C22M 106(3) . . ?
H21C C21M H21D 108.6 . . ?
C22M C21M H21C 110.4 . . ?
C22M C21M H21D 110.4 . . ?
C21M C22M H22C 110.1 . . ?
C21M C22M H22D 110.1 . . ?
H22C C22M H22D 108.4 . . ?
C23M C22M C21M 108(3) . . ?
C23M C22M H22C 110.1 . . ?
C23M C22M H22D 110.1 . . ?
C22M C23M H23C 112.3 . . ?
C22M C23M H23D 112.3 . . ?
C22M C23M C24M 97(3) . . ?
H23C C23M H23D 109.9 . . ?
C24M C23M H23C 112.3 . . ?
C24M C23M H23D 112.3 . . ?
O2M C24M C23M 110(2) . . ?
O2M C24M H24C 109.8 . . ?
O2M C24M H24D 109.8 . . ?
C23M C24M H24C 109.8 . . ?
C23M C24M H24D 109.8 . . ?
H24C C24M H24D 108.2 . . ?
C101 O11 Zn1 140.0(9) . . ?
C101 O12 Zn2 124.7(8) . . ?
C108 O13 Zn1 129.6(9) . 4_565 ?
C108 O14 Zn2 132.0(8) . 3 ?
O11 C101 O12 128.9(12) . . ?
O11 C101 C102 116.5(12) . . ?
O12 C101 C102 114.6(12) . . ?
C103 C102 C101 122.6(12) . . ?
C103 C102 C107 114.5(12) . . ?
C107 C102 C101 122.8(12) . . ?
C104 C103 C102 123.5(13) . . ?
C104 C103 F11 118.9(12) . . ?
F11 C103 C102 117.6(12) . . ?
C103 C104 C105 121.9(13) . . ?
C103 C104 F12 118.8(12) . . ?
F12 C104 C105 119.2(12) . . ?
C104 C105 C106 115.6(12) . . ?
C104 C105 C112 122.3(12) . . ?
C106 C105 C112 122.1(12) . . ?
C107 C106 C105 122.6(13) . . ?
F13 C106 C105 119.5(12) . . ?
F13 C106 C107 117.9(12) . . ?
C106 C107 C102 121.8(13) . . ?
F14 C107 C102 118.6(12) . . ?
F14 C107 C106 119.6(12) . . ?
O13 C108 C109 114.4(11) . . ?
O14 C108 O13 126.6(12) . . ?
O14 C108 C109 119.0(11) . . ?
C110 C109 C108 122.3(12) . . ?
C110 C109 C114 116.6(12) . . ?
C114 C109 C108 121.0(12) . . ?
C109 C110 C111 122.5(13) . . ?
C109 C110 F15 120.5(12) . . ?
F15 C110 C111 117.0(12) . . ?
C112 C111 C110 121.0(13) . . ?
F16 C111 C110 118.7(12) . . ?
F16 C111 C112 120.1(12) . . ?
C111 C112 C105 122.4(13) . . ?
C113 C112 C105 122.1(13) . . ?
C113 C112 C111 115.4(12) . . ?
C114 C113 C112 122.9(13) . . ?
F17 C113 C112 118.6(12) . . ?
F17 C113 C114 118.5(13) . . ?
C113 C114 C109 121.4(13) . . ?
F18 C114 C109 120.2(12) . . ?
F18 C114 C113 118.4(12) . . ?
C201 O21 Zn1 126.4(9) . . ?
C201 O22 Zn2 136.0(8) . . ?
C208 O23 Zn2 91.2(8) . 4 ?
Zn1 O24 Zn2 110.7(4) 4 4 ?
C208 O24 Zn1 136.1(9) . 4 ?
C208 O24 Zn2 88.6(8) . 4 ?
O21 C201 C202 117.0(12) . . ?
O22 C201 O21 130.3(12) . . ?
O22 C201 C202 112.7(11) . . ?
C203 C202 C201 120.5(12) . . ?
C207 C202 C201 121.9(13) . . ?
C207 C202 C203 117.5(13) . . ?
C204 C203 C202 121.8(13) . . ?
F21 C203 C202 118.5(12) . . ?
F21 C203 C204 119.7(13) . . ?
C203 C204 C205 121.3(14) . . ?
F22 C204 C203 118.5(12) . . ?
F22 C204 C205 120.0(12) . . ?
C204 C205 C212 120.0(13) . . ?
C206 C205 C204 116.2(12) . . ?
C206 C205 C212 123.8(12) . . ?
C205 C206 C207 122.4(13) . . ?
F23 C206 C205 118.2(12) . . ?
F23 C206 C207 119.4(13) . . ?
C202 C207 C206 120.6(13) . . ?
F24 C207 C202 120.6(12) . . ?
F24 C207 C206 118.6(12) . . ?
O23 C208 Zn2 59.4(7) . 4 ?
O23 C208 O24 120.4(13) . . ?
O23 C208 C209 120.2(12) . . ?
O24 C208 Zn2 61.0(7) . 4 ?
O24 C208 C209 119.4(12) . . ?
C209 C208 Zn2 178.1(10) . 4 ?
C210 C209 C208 121.5(12) . . ?
C210 C209 C214 117.0(12) . . ?
C214 C209 C208 121.3(12) . . ?
C209 C210 C211 121.8(12) . . ?
F25 C210 C209 121.2(12) . . ?
F25 C210 C211 117.0(11) . . ?
C210 C211 C212 121.5(12) . . ?
F26 C211 C210 118.7(11) . . ?
F26 C211 C212 119.8(11) . . ?
C211 C212 C205 120.8(12) . . ?
C213 C212 C205 122.8(12) . . ?
C213 C212 C211 116.2(12) . . ?
C212 C213 C214 122.8(13) . . ?
F27 C213 C212 119.3(12) . . ?
F27 C213 C214 117.8(12) . . ?
C213 C214 C209 120.6(13) . . ?
F28 C214 C209 120.1(12) . . ?
F28 C214 C213 119.3(12) . . ?
C11 O1 Zn1 120.2(9) . . ?
C11' O1 Zn1 120.2(9) . . ?
C14 O1 Zn1 121.2(9) . . ?
C14 O1 C11 109.2(12) . . ?
C14 O1 C11' 109.2(12) . . ?
O1 C11 H11A 111.2 . . ?
O1 C11 H11B 111.2 . . ?
O1 C11 C12 103.0(18) . . ?
H11A C11 H11B 109.1 . . ?
C12 C11 H11A 111.2 . . ?
C12 C11 H11B 111.2 . . ?
C11 C12 H12A 111.3 . . ?
C11 C12 H12B 111.3 . . ?
C11 C12 C13 102(3) . . ?
H12A C12 H12B 109.2 . . ?
C13 C12 H12A 111.3 . . ?
C13 C12 H12B 111.3 . . ?
C12 C13 H13A 112.5 . . ?
C12 C13 H13B 112.5 . . ?
H13A C13 H13B 110.1 . . ?
C14 C13 C12 96.0(19) . . ?
C14 C13 H13A 112.5 . . ?
C14 C13 H13B 112.5 . . ?
O1 C11' H11C 110.6 . . ?
O1 C11' H11D 110.6 . . ?
O1 C11' C12' 105.9(19) . . ?
H11C C11' H11D 108.7 . . ?
C12' C11' H11C 110.6 . . ?
C12' C11' H11D 110.6 . . ?
C11' C12' H12C 110.3 . . ?
C11' C12' H12D 110.3 . . ?
H12C C12' H12D 108.5 . . ?
C13' C12' C11' 107(3) . . ?
C13' C12' H12C 110.3 . . ?
C13' C12' H12D 110.3 . . ?
C12' C13' H13C 110.6 . . ?
C12' C13' H13D 110.6 . . ?
C12' C13' C14 105(2) . . ?
H13C C13' H13D 108.8 . . ?
C14 C13' H13C 110.6 . . ?
C14 C13' H13D 110.6 . . ?
O1 C14 C13 107.1(14) . . ?
O1 C14 C13' 107.1(14) . . ?
O1 C14 H14A 110.3 . . ?
O1 C14 H14B 110.3 . . ?
C13 C14 H14A 110.3 . . ?
C13 C14 H14B 110.3 . . ?
H14A C14 H14B 108.6 . . ?
C21 O2 C24 109.3(14) . . ?
O2 C21 H21A 110.5 . . ?
O2 C21 H21B 110.5 . . ?
O2 C21 C22 106.2(15) . . ?
H21A C21 H21B 108.7 . . ?
C22 C21 H21A 110.5 . . ?
C22 C21 H21B 110.5 . . ?
C21 C22 H22A 111.1 . . ?
C21 C22 H22B 111.1 . . ?
H22A C22 H22B 109.1 . . ?
C23 C22 C21 103.1(17) . . ?
C23 C22 H22A 111.1 . . ?
C23 C22 H22B 111.1 . . ?
C22 C23 H23A 111.5 . . ?
C22 C23 H23B 111.5 . . ?
C22 C23 C24 101.1(17) . . ?
H23A C23 H23B 109.4 . . ?
C24 C23 H23A 111.5 . . ?
C24 C23 H23B 111.5 . . ?
O2 C24 C23 104.8(16) . . ?
O2 C24 H24A 110.8 . . ?
O2 C24 H24B 110.8 . . ?
C23 C24 H24A 110.8 . . ?
C23 C24 H24B 110.8 . . ?
H24A C24 H24B 108.9 . . ?
C34 O3 C31 107(3) . . ?
O3 C31 H31A 110.8 . . ?
O3 C31 H31B 110.8 . . ?
O3 C31 C32 105(2) . . ?
H31A C31 H31B 108.8 . . ?
C32 C31 H31A 110.8 . . ?
C32 C31 H31B 110.8 . . ?
C31 C32 H32A 111.4 . . ?
C31 C32 H32B 111.4 . . ?
H32A C32 H32B 109.2 . . ?
C33 C32 C31 102(3) . . ?
C33 C32 H32A 111.4 . . ?
C33 C32 H32B 111.4 . . ?
C32 C33 H33A 110.5 . . ?
C32 C33 H33B 110.5 . . ?
H33A C33 H33B 108.7 . . ?
C34 C33 C32 106(3) . . ?
C34 C33 H33A 110.5 . . ?
C34 C33 H33B 110.5 . . ?
O3 C34 C33 115(3) . . ?
O3 C34 H34A 108.6 . . ?
O3 C34 H34B 108.6 . . ?
C33 C34 H34A 108.6 . . ?
C33 C34 H34B 108.6 . . ?
H34A C34 H34B 107.6 . . ?
C41 O4 C44 110(2) . . ?
O4 C41 H41A 110.8 . . ?
O4 C41 H41B 110.8 . . ?
O4 C41 C42 105(3) . . ?
H41A C41 H41B 108.9 . . ?
C42 C41 H41A 110.8 . . ?
C42 C41 H41B 110.8 . . ?
C41 C42 H42A 109.9 . . ?
C41 C42 H42B 109.9 . . ?
H42A C42 H42B 108.3 . . ?
C43 C42 C41 109(3) . . ?
C43 C42 H42A 109.9 . . ?
C43 C42 H42B 109.9 . . ?
C42 C43 H43A 110.9 . . ?
C42 C43 H43B 110.9 . . ?
C42 C43 C44 104(3) . . ?
H43A C43 H43B 108.9 . . ?
C44 C43 H43A 110.9 . . ?
C44 C43 H43B 110.9 . . ?
O4 C44 C43 104(3) . . ?
O4 C44 H44A 110.9 . . ?
O4 C44 H44B 110.9 . . ?
C43 C44 H44A 110.9 . . ?
C43 C44 H44B 110.9 . . ?
H44A C44 H44B 108.9 . . ?
C51 O5 C54 111(4) . . ?
O5 C51 H51A 111.7 . . ?
O5 C51 H51B 111.7 . . ?
O5 C51 C52 100(4) . . ?
H51A C51 H51B 109.5 . . ?
C52 C51 H51A 111.7 . . ?
C52 C51 H51B 111.7 . . ?
C51 C52 H52A 109.6 . . ?
C51 C52 H52B 109.6 . . ?
H52A C52 H52B 108.1 . . ?
C53 C52 C51 110(4) . . ?
C53 C52 H52A 109.6 . . ?
C53 C52 H52B 109.6 . . ?
C52 C53 H53A 111.0 . . ?
C52 C53 H53B 111.0 . . ?
C52 C53 C54 104(4) . . ?
H53A C53 H53B 109.0 . . ?
C54 C53 H53A 111.0 . . ?
C54 C53 H53B 111.0 . . ?
O5 C54 C53 106(4) . . ?
O5 C54 H54A 110.5 . . ?
O5 C54 H54B 110.5 . . ?
C53 C54 H54A 110.5 . . ?
C53 C54 H54B 110.5 . . ?
H54A C54 H54B 108.7 . . ?

_refine_diff_density_max         1.012
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.142

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sn607
_database_code_depnum_ccdc_archive 'CCDC 1587424'
_audit_update_record             
;
2017-11-24 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C62 H18 F24 N4 O12 Zn2'
_chemical_formula_weight         1597.54

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'

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

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

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

_cell_length_a                   17.3682(5)
_cell_length_b                   22.1277(5)
_cell_length_c                   15.9011(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.715(3)
_cell_angle_gamma                90
_cell_volume                     5752.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    7296
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      29.33

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_F_000             3160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.984
_shelx_estimated_absorpt_T_min   0.725
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98605
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            15860
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.478
_diffrn_reflns_theta_max         29.618
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6830
_reflns_number_gt                5910
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2015)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0519P)²+15.1502P] 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         6830
_refine_ls_number_parameters     488
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.1043
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.19836(2) 0.40299(2) 0.31727(2) 0.01876(9) Uani 1 1 d . . . . .
O11 O 0.23437(11) 0.33950(8) 0.25400(12) 0.0279(4) Uani 1 1 d . . . . .
O12 O 0.32419(12) 0.28670(9) 0.36477(12) 0.0330(4) Uani 1 1 d . . . . .
O13 O 0.60302(11) 0.11323(9) -0.14538(12) 0.0286(4) Uani 1 1 d . . . . .
O14 O 0.68424(10) 0.18161(8) -0.05634(11) 0.0248(4) Uani 1 1 d . . . . .
C101 C 0.29245(15) 0.30220(11) 0.28672(16) 0.0227(5) Uani 1 1 d . . . . .
C102 C 0.32524(15) 0.27599(11) 0.21697(16) 0.0222(5) Uani 1 1 d . . . . .
C103 C 0.32083(17) 0.21560(12) 0.19616(19) 0.0298(6) Uani 1 1 d . . . . .
C104 C 0.35644(18) 0.19243(12) 0.1372(2) 0.0330(6) Uani 1 1 d . . . . .
C105 C 0.39730(15) 0.22903(11) 0.09634(17) 0.0233(5) Uani 1 1 d . . . . .
C106 C 0.39750(19) 0.29044(12) 0.1135(2) 0.0345(6) Uani 1 1 d . . . . .
C107 C 0.36147(19) 0.31296(12) 0.1717(2) 0.0354(6) Uani 1 1 d . . . . .
F11 F 0.28258(14) 0.17795(8) 0.23486(15) 0.0566(6) Uani 1 1 d . . . . .
F12 F 0.35478(16) 0.13293(8) 0.12331(18) 0.0689(8) Uani 1 1 d . . . . .
F13 F 0.43462(15) 0.32831(8) 0.07323(16) 0.0619(7) Uani 1 1 d . . . . .
F14 F 0.36423(16) 0.37319(8) 0.18599(17) 0.0665(7) Uani 1 1 d . . . . .
C108 C 0.62024(14) 0.15312(11) -0.08533(15) 0.0200(4) Uani 1 1 d . . . . .
C109 C 0.55510(14) 0.16695(11) -0.04398(16) 0.0217(5) Uani 1 1 d . . . . .
C110 C 0.56962(16) 0.15336(13) 0.04469(17) 0.0284(5) Uani 1 1 d . . . . .
C111 C 0.51570(16) 0.17079(13) 0.08715(17) 0.0288(5) Uani 1 1 d . . . . .
C112 C 0.44659(15) 0.20449(11) 0.04379(17) 0.0234(5) Uani 1 1 d . . . . .
C113 C 0.43176(14) 0.21737(11) -0.04530(17) 0.0232(5) Uani 1 1 d . . . . .
C114 C 0.48401(14) 0.19780(11) -0.08865(16) 0.0209(5) Uani 1 1 d . . . . .
F15 F 0.63748(11) 0.12354(10) 0.09114(11) 0.0470(5) Uani 1 1 d . . . . .
F16 F 0.53271(11) 0.15665(10) 0.17356(11) 0.0466(5) Uani 1 1 d . . . . .
F17 F 0.36636(9) 0.25095(7) -0.09052(11) 0.0335(4) Uani 1 1 d . . . . .
F18 F 0.46635(9) 0.21152(7) -0.17554(10) 0.0297(3) Uani 1 1 d . . . . .
O21 O 0.29127(10) 0.43385(8) 0.41335(12) 0.0254(4) Uani 1 1 d . . . . .
O22 O 0.21376(13) 0.51227(10) 0.42277(13) 0.0415(5) Uani 1 1 d . . . . .
C201 C 0.27544(15) 0.48189(11) 0.44959(16) 0.0240(5) Uani 1 1 d . . . . .
C202 C 0.34138(15) 0.49598(10) 0.53879(16) 0.0228(5) Uani 1 1 d . . . . .
C203 C 0.41371(15) 0.52515(11) 0.54682(16) 0.0231(5) Uani 1 1 d . . . . .
C204 C 0.47495(14) 0.53205(10) 0.62873(16) 0.0218(5) Uani 1 1 d . . . . .
C205 C 0.46625(14) 0.50964(10) 0.70659(15) 0.0208(5) Uani 1 1 d . . . . .
C206 C 0.39214(15) 0.48215(10) 0.69841(16) 0.0221(5) Uani 1 1 d . . . . .
C207 C 0.33148(15) 0.47555(11) 0.61670(17) 0.0236(5) Uani 1 1 d . . . . .
F21 F 0.42670(9) 0.54714(7) 0.47353(9) 0.0299(3) Uani 1 1 d . . . . .
F22 F 0.54388(9) 0.56054(7) 0.63212(10) 0.0274(3) Uani 1 1 d . . . . .
F23 F 0.38020(9) 0.45847(7) 0.77075(10) 0.0277(3) Uani 1 1 d . . . . .
F24 F 0.26266(9) 0.44623(7) 0.61245(10) 0.0310(3) Uani 1 1 d . . . . .
N1 N 0.14093(15) 0.45036(10) 0.20451(14) 0.0287(5) Uani 1 1 d . U . . .
C11 C 0.15210(16) 0.43898(14) 0.12803(17) 0.0309(6) Uani 1 1 d . . . . .
H11 H 0.1989 0.4163 0.1290 0.037 Uiso 1 1 calc R U . . .
C12 C 0.09911(15) 0.45838(14) 0.04667(17) 0.0300(6) Uani 1 1 d . . . . .
H12 H 0.1102 0.4496 -0.0066 0.036 Uiso 1 1 calc R U . . .
C13 C 0.03030(16) 0.49037(12) 0.04294(16) 0.0264(5) Uani 1 1 d . U . . .
C14 C 0.0356(4) 0.5148(3) 0.1292(3) 0.0259(12) Uani 0.552(9) 1 d . U P A 1
H14 H -0.0010 0.5460 0.1322 0.031 Uiso 0.552(9) 1 calc R U P A 1
C15 C 0.0924(4) 0.4939(3) 0.2067(3) 0.0261(12) Uani 0.552(9) 1 d . U P A 1
H15 H 0.0959 0.5117 0.2623 0.031 Uiso 0.552(9) 1 calc R U P A 1
C14' C 0.0020(4) 0.4890(4) 0.1145(4) 0.0249(14) Uani 0.448(9) 1 d . U P A 2
H14' H -0.0520 0.5008 0.1093 0.030 Uiso 0.448(9) 1 calc R U P A 2
C15' C 0.0580(5) 0.4694(4) 0.1942(4) 0.0278(14) Uani 0.448(9) 1 d . U P A 2
H15' H 0.0414 0.4682 0.2453 0.033 Uiso 0.448(9) 1 calc R U P A 2
N2 N 0.35121(13) 0.32671(9) 0.54017(14) 0.0245(4) Uani 1 1 d . . . . .
H2 H 0.3139 0.3230 0.4868 0.029 Uiso 1 1 calc R U . . .
C21 C 0.42561(15) 0.34637(11) 0.54600(16) 0.0246(5) Uani 1 1 d . . . . .
H21 H 0.4370 0.3570 0.4935 0.030 Uiso 1 1 calc R U . . .
C22 C 0.48593(15) 0.35113(11) 0.62874(16) 0.0231(5) Uani 1 1 d . . . . .
H22 H 0.5391 0.3649 0.6337 0.028 Uiso 1 1 calc R U . . .
C23 C 0.46760(14) 0.33545(10) 0.70518(15) 0.0202(5) Uani 1 1 d . . . . .
C24 C 0.38858(15) 0.31691(11) 0.69557(16) 0.0229(5) Uani 1 1 d . . . . .
H24 H 0.3745 0.3073 0.7468 0.027 Uiso 1 1 calc R U . . .
C25 C 0.33083(15) 0.31244(11) 0.61150(16) 0.0243(5) Uani 1 1 d . . . . .
H25 H 0.2769 0.2993 0.6043 0.029 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 1.9497(17) . yes
Zn1 O13 1.9716(17) 8_456 yes
Zn1 O21 1.9341(17) . yes
Zn1 N1 2.025(2) . yes
O11 C101 1.271(3) . ?
O12 C101 1.225(3) . ?
O13 Zn1 1.9716(17) 8 ?
O13 C108 1.260(3) . ?
O14 C108 1.225(3) . ?
C101 C102 1.522(3) . ?
C102 C103 1.372(3) . ?
C102 C107 1.374(4) . ?
C103 C104 1.384(4) . ?
C103 F11 1.338(3) . ?
C104 C105 1.376(4) . ?
C104 F12 1.334(3) . ?
C105 C106 1.386(4) . ?
C105 C112 1.486(3) . ?
C106 C107 1.373(4) . ?
C106 F13 1.345(3) . ?
C107 F14 1.350(3) . ?
C108 C109 1.519(3) . ?
C109 C110 1.379(4) . ?
C109 C114 1.380(3) . ?
C110 C111 1.381(3) . ?
C110 F15 1.335(3) . ?
C111 C112 1.383(4) . ?
C111 F16 1.341(3) . ?
C112 C113 1.381(4) . ?
C113 C114 1.382(3) . ?
C113 F17 1.345(3) . ?
C114 F18 1.345(3) . ?
O21 C201 1.282(3) . ?
O22 C201 1.214(3) . ?
C201 C202 1.525(3) . ?
C202 C203 1.379(4) . ?
C202 C207 1.383(4) . ?
C203 C204 1.384(3) . ?
C203 F21 1.350(3) . ?
C204 C205 1.388(3) . ?
C204 F22 1.338(3) . ?
C205 C205 1.479(4) 2_656 ?
C205 C206 1.390(3) . ?
C206 C207 1.377(3) . ?
C206 F23 1.342(3) . ?
C207 F24 1.341(3) . ?
N1 C11 1.319(3) . ?
N1 C15 1.290(5) . ?
N1 C15' 1.456(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.373(4) . ?
C13 C13 1.478(5) 5_565 ?
C13 C14 1.448(6) . ?
C13 C14' 1.384(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(7) . ?
C15 H15 0.9500 . ?
C14' H14' 0.9500 . ?
C14' C15' 1.381(8) . ?
C15' H15' 0.9500 . ?
N2 H2 0.8800 . ?
N2 C21 1.337(3) . ?
N2 C25 1.335(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.400(3) . ?
C23 C23 1.488(4) 2_656 ?
C23 C24 1.391(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Zn1 O13 118.19(8) . 8_456 yes
O11 Zn1 N1 93.67(8) . . yes
O13 Zn1 N1 98.51(8) 8_456 . yes
O21 Zn1 O11 109.55(8) . . yes
O21 Zn1 O13 112.83(8) . 8_456 yes
O21 Zn1 N1 123.17(9) . . yes
C101 O11 Zn1 127.24(16) . . ?
C108 O13 Zn1 110.30(15) . 8 ?
O11 C101 C102 112.9(2) . . ?
O12 C101 O11 128.3(2) . . ?
O12 C101 C102 118.7(2) . . ?
C103 C102 C101 122.9(2) . . ?
C103 C102 C107 116.8(2) . . ?
C107 C102 C101 120.3(2) . . ?
C102 C103 C104 121.5(2) . . ?
F11 C103 C102 119.4(2) . . ?
F11 C103 C104 119.0(2) . . ?
C105 C104 C103 121.4(2) . . ?
F12 C104 C103 119.3(2) . . ?
F12 C104 C105 119.2(2) . . ?
C104 C105 C106 116.8(2) . . ?
C104 C105 C112 122.5(2) . . ?
C106 C105 C112 120.4(2) . . ?
C107 C106 C105 121.2(2) . . ?
F13 C106 C105 119.1(2) . . ?
F13 C106 C107 119.7(2) . . ?
C106 C107 C102 122.0(2) . . ?
F14 C107 C102 119.7(2) . . ?
F14 C107 C106 118.2(2) . . ?
O13 C108 C109 116.6(2) . . ?
O14 C108 O13 126.8(2) . . ?
O14 C108 C109 116.6(2) . . ?
C110 C109 C108 119.5(2) . . ?
C110 C109 C114 117.2(2) . . ?
C114 C109 C108 123.0(2) . . ?
C109 C110 C111 121.2(2) . . ?
F15 C110 C109 119.8(2) . . ?
F15 C110 C111 119.0(2) . . ?
C110 C111 C112 121.6(2) . . ?
F16 C111 C110 119.0(2) . . ?
F16 C111 C112 119.4(2) . . ?
C111 C112 C105 119.0(2) . . ?
C113 C112 C105 123.9(2) . . ?
C113 C112 C111 116.9(2) . . ?
C112 C113 C114 121.4(2) . . ?
F17 C113 C112 119.6(2) . . ?
F17 C113 C114 119.0(2) . . ?
C109 C114 C113 121.5(2) . . ?
F18 C114 C109 119.7(2) . . ?
F18 C114 C113 118.8(2) . . ?
C201 O21 Zn1 113.54(15) . . ?
O21 C201 C202 112.3(2) . . ?
O22 C201 O21 126.8(2) . . ?
O22 C201 C202 120.7(2) . . ?
C203 C202 C201 123.8(2) . . ?
C203 C202 C207 117.0(2) . . ?
C207 C202 C201 119.0(2) . . ?
C202 C203 C204 121.7(2) . . ?
F21 C203 C202 120.1(2) . . ?
F21 C203 C204 118.2(2) . . ?
C203 C204 C205 121.3(2) . . ?
F22 C204 C203 118.9(2) . . ?
F22 C204 C205 119.8(2) . . ?
C204 C205 C205 122.8(3) . 2_656 ?
C204 C205 C206 116.7(2) . . ?
C206 C205 C205 120.3(2) . 2_656 ?
C207 C206 C205 121.6(2) . . ?
F23 C206 C205 119.8(2) . . ?
F23 C206 C207 118.5(2) . . ?
C206 C207 C202 121.6(2) . . ?
F24 C207 C202 119.4(2) . . ?
F24 C207 C206 118.9(2) . . ?
C11 N1 Zn1 122.40(19) . . ?
C11 N1 C15' 113.5(3) . . ?
C15 N1 Zn1 119.6(2) . . ?
C15 N1 C11 118.0(3) . . ?
C15' N1 Zn1 115.0(3) . . ?
N1 C11 H11 118.4 . . ?
N1 C11 C12 123.1(3) . . ?
C12 C11 H11 118.4 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(2) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C13 121.8(3) . 5_565 ?
C12 C13 C14 112.0(3) . . ?
C12 C13 C14' 119.9(3) . . ?
C14 C13 C13 124.4(3) . 5_565 ?
C14' C13 C13 115.2(4) . 5_565 ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.4(4) . . ?
C15 C14 H14 119.3 . . ?
N1 C15 C14 120.4(4) . . ?
N1 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C13 C14' H14' 122.4 . . ?
C15' C14' C13 115.2(5) . . ?
C15' C14' H14' 122.4 . . ?
N1 C15' H15' 118.0 . . ?
C14' C15' N1 123.9(5) . . ?
C14' C15' H15' 118.0 . . ?
C21 N2 H2 118.5 . . ?
C25 N2 H2 118.5 . . ?
C25 N2 C21 123.0(2) . . ?
N2 C21 H21 120.2 . . ?
N2 C21 C22 119.7(2) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.1(2) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C23 120.8(3) . 2_656 ?
C24 C23 C22 118.9(2) . . ?
C24 C23 C23 120.3(3) . 2_656 ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.8(2) . . ?
C25 C24 H24 120.1 . . ?
N2 C25 C24 119.5(2) . . ?
N2 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?

_refine_diff_density_max         1.463
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.077

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sn565
_database_code_depnum_ccdc_archive 'CCDC 1587425'
_audit_update_record             
;
2017-11-24 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H24 F8 N4 O7 Zn'
_chemical_formula_weight         685.83

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   15.2883(3)
_cell_length_b                   12.75359(18)
_cell_length_c                   15.0763(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.835(3)
_cell_angle_gamma                90
_cell_volume                     2599.46(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    11747
_cell_measurement_theta_min      3.97
_cell_measurement_theta_max      30.11

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_F_000             1392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.055
_shelx_estimated_absorpt_T_min   0.757
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97002
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            24699
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.411
_diffrn_reflns_theta_max         30.540
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.876
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.876
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6986
_reflns_number_gt                6118
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+1.5267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6986
_refine_ls_number_parameters     400
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0716
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.81742(2) 0.59218(2) 0.59681(2) 0.01165(5) Uani 1 1 d . . . . .
O1 O 0.85220(8) 0.71995(8) 0.52903(8) 0.0166(2) Uani 1 1 d D . . . .
H1 H 0.8319(14) 0.7109(15) 0.4662(11) 0.020 Uiso 1 1 d D U . . .
C1 C 0.94568(12) 0.77126(15) 0.57031(13) 0.0289(4) Uani 1 1 d . . . . .
H1A H 0.9602 0.8019 0.6353 0.043 Uiso 1 1 calc R U . . .
H1B H 0.9440 0.8268 0.5246 0.043 Uiso 1 1 calc R U . . .
H1C H 0.9972 0.7203 0.5793 0.043 Uiso 1 1 calc R U . . .
O2 O 0.87667(8) 0.49583(9) 0.52082(8) 0.0225(2) Uani 1 1 d D . . . .
H2 H 0.9371(11) 0.4867(16) 0.5635(13) 0.027 Uiso 1 1 d D U . . .
C2 C 0.83997(13) 0.40167(14) 0.46439(13) 0.0258(4) Uani 1 1 d . . . . .
H2A H 0.8658 0.3411 0.5092 0.039 Uiso 1 1 calc R U . . .
H2B H 0.8613 0.3979 0.4125 0.039 Uiso 1 1 calc R U . . .
H2C H 0.7675 0.4014 0.4328 0.039 Uiso 1 1 calc R U . . .
O3 O 0.78034(8) 0.45439(8) 0.65263(8) 0.0173(2) Uani 1 1 d D . . . .
H3 H 0.7273(12) 0.4330(15) 0.6052(13) 0.021 Uiso 1 1 d D U . . .
C3 C 0.84404(13) 0.36877(13) 0.70372(13) 0.0245(3) Uani 1 1 d . . . . .
H3A H 0.8720 0.3399 0.6621 0.037 Uiso 1 1 calc R U . . .
H3B H 0.8062 0.3142 0.7165 0.037 Uiso 1 1 calc R U . . .
H3C H 0.8977 0.3933 0.7676 0.037 Uiso 1 1 calc R U . . .
N1 N 0.75299(8) 0.68958(9) 0.67063(9) 0.0117(2) Uani 1 1 d . . . . .
N2 N 0.77295(9) 0.77415(9) 0.82597(9) 0.0134(2) Uani 1 1 d . . . . .
N3 N 0.67244(10) 0.85834(10) 0.66389(9) 0.0173(3) Uani 1 1 d . . . . .
N4 N 0.61323(9) 0.69985(10) 0.70907(10) 0.0174(3) Uani 1 1 d . . . . .
C11 C 0.82069(10) 0.71038(11) 0.77895(10) 0.0141(3) Uani 1 1 d . . . . .
H11A H 0.8422 0.6428 0.8150 0.017 Uiso 1 1 calc R U . . .
H11B H 0.8803 0.7474 0.7854 0.017 Uiso 1 1 calc R U . . .
C12 C 0.72111(11) 0.79400(11) 0.61982(11) 0.0164(3) Uani 1 1 d . . . . .
H12A H 0.7797 0.8319 0.6247 0.020 Uiso 1 1 calc R U . . .
H12B H 0.6751 0.7829 0.5478 0.020 Uiso 1 1 calc R U . . .
C13 C 0.66217(11) 0.63674(11) 0.66479(11) 0.0160(3) Uani 1 1 d . . . . .
H13A H 0.6151 0.6228 0.5936 0.019 Uiso 1 1 calc R U . . .
H13B H 0.6814 0.5685 0.7000 0.019 Uiso 1 1 calc R U . . .
C14 C 0.74159(11) 0.87488(11) 0.77058(11) 0.0160(3) Uani 1 1 d . . . . .
H14A H 0.7094 0.9190 0.8011 0.019 Uiso 1 1 calc R U . . .
H14B H 0.8006 0.9129 0.7767 0.019 Uiso 1 1 calc R U . . .
C15 C 0.68301(11) 0.71903(11) 0.81420(11) 0.0163(3) Uani 1 1 d . . . . .
H15A H 0.7022 0.6512 0.8502 0.020 Uiso 1 1 calc R U . . .
H15B H 0.6502 0.7617 0.8450 0.020 Uiso 1 1 calc R U . . .
C16 C 0.58567(11) 0.80066(13) 0.65615(12) 0.0198(3) Uani 1 1 d . . . . .
H16A H 0.5512 0.8440 0.6847 0.024 Uiso 1 1 calc R U . . .
H16B H 0.5391 0.7881 0.5845 0.024 Uiso 1 1 calc R U . . .
O11 O 0.68216(7) 0.58697(8) 0.46760(7) 0.0139(2) Uani 1 1 d . . . . .
O12 O 0.61446(9) 0.43730(9) 0.48640(8) 0.0250(3) Uani 1 1 d . . . . .
C101 C 0.61608(10) 0.51660(11) 0.43981(10) 0.0139(3) Uani 1 1 d . . . . .
C102 C 0.52998(10) 0.53224(11) 0.33539(10) 0.0124(3) Uani 1 1 d . . . . .
C103 C 0.51853(10) 0.46669(11) 0.25753(11) 0.0135(3) Uani 1 1 d . . . . .
C104 C 0.44186(10) 0.47995(11) 0.16207(10) 0.0135(3) Uani 1 1 d . . . . .
C105 C 0.37055(10) 0.55743(11) 0.14045(10) 0.0127(3) Uani 1 1 d . . . . .
C106 C 0.38180(10) 0.62278(11) 0.21884(11) 0.0131(3) Uani 1 1 d . . . . .
C107 C 0.46071(10) 0.61156(11) 0.31385(10) 0.0136(3) Uani 1 1 d . . . . .
F11 F 0.58388(6) 0.38947(7) 0.27428(7) 0.02004(19) Uani 1 1 d . . . . .
F12 F 0.43382(7) 0.41381(7) 0.08925(7) 0.01914(18) Uani 1 1 d . . . . .
F13 F 0.31486(6) 0.69869(7) 0.20176(6) 0.01829(18) Uani 1 1 d . . . . .
F14 F 0.46905(7) 0.67813(7) 0.38627(6) 0.01964(18) Uani 1 1 d . . . . .
C108 C 0.03471(10) 0.55525(12) -0.26159(11) 0.0152(3) Uani 1 1 d . . . . .
C109 C 0.12093(10) 0.56790(11) -0.15698(10) 0.0128(3) Uani 1 1 d . . . . .
C110 C 0.10901(10) 0.55415(11) -0.07177(11) 0.0139(3) Uani 1 1 d . . . . .
C111 C 0.18881(10) 0.55304(11) 0.02290(10) 0.0139(3) Uani 1 1 d . . . . .
C112 C 0.28544(10) 0.56629(11) 0.03857(10) 0.0128(3) Uani 1 1 d . . . . .
C113 C 0.29725(10) 0.58363(11) -0.04615(11) 0.0140(3) Uani 1 1 d . . . . .
C114 C 0.21708(11) 0.58476(11) -0.14126(10) 0.0132(3) Uani 1 1 d . . . . .
F15 F 0.23433(6) 0.60490(7) -0.21900(6) 0.01804(18) Uani 1 1 d . . . . .
F16 F 0.38778(6) 0.60023(7) -0.03617(7) 0.01994(19) Uani 1 1 d . . . . .
F17 F 0.17271(6) 0.53444(7) 0.10213(6) 0.01939(19) Uani 1 1 d . . . . .
F18 F 0.01865(6) 0.53704(8) -0.08029(6) 0.01996(19) Uani 1 1 d . . . . .
O13 O -0.04402(7) 0.60259(8) -0.27888(7) 0.0158(2) Uani 1 1 d . . . . .
O14 O 0.04943(8) 0.49744(11) -0.31937(9) 0.0319(3) 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 2.1189(10) . yes
Zn1 O2 2.1476(11) . yes
Zn1 O3 2.1361(11) . yes
Zn1 N1 2.1854(12) . yes
Zn1 O11 2.0770(10) . yes
Zn1 O13 2.0761(10) 1_656 yes
O1 H1 0.856(14) . ?
O1 C1 1.4238(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 H2 0.852(15) . ?
O2 C2 1.4265(19) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
O3 H3 0.837(15) . ?
O3 C3 1.4261(18) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
N1 C11 1.4933(17) . ?
N1 C12 1.4998(17) . ?
N1 C13 1.5085(18) . ?
N2 C11 1.4764(18) . ?
N2 C14 1.4845(18) . ?
N2 C15 1.4794(18) . ?
N3 C12 1.4595(19) . ?
N3 C14 1.4701(19) . ?
N3 C16 1.473(2) . ?
N4 C13 1.4559(19) . ?
N4 C15 1.4598(19) . ?
N4 C16 1.467(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
O11 C101 1.2673(17) . ?
O12 C101 1.2381(18) . ?
C101 C102 1.5217(19) . ?
C102 C103 1.384(2) . ?
C102 C107 1.389(2) . ?
C103 C104 1.3779(19) . ?
C103 F11 1.3402(16) . ?
C104 C105 1.393(2) . ?
C104 F12 1.3438(16) . ?
C105 C106 1.390(2) . ?
C105 C112 1.4829(19) . ?
C106 C107 1.3834(19) . ?
C106 F13 1.3435(16) . ?
C107 F14 1.3412(16) . ?
C108 C109 1.5197(19) . ?
C108 O13 1.2602(17) . ?
C108 O14 1.2394(18) . ?
C109 C110 1.390(2) . ?
C109 C114 1.392(2) . ?
C110 C111 1.3782(19) . ?
C110 F18 1.3442(16) . ?
C111 C112 1.3932(19) . ?
C111 F17 1.3484(16) . ?
C112 C113 1.388(2) . ?
C113 C114 1.3847(19) . ?
C113 F16 1.3375(16) . ?
C114 F15 1.3408(16) . ?
O13 Zn1 2.0761(10) 1_454 ?

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 O2 85.38(5) . . yes
O1 Zn1 O3 174.36(4) . . yes
O1 Zn1 N1 94.75(4) . . yes
O2 Zn1 N1 178.40(4) . . yes
O3 Zn1 O2 89.72(4) . . yes
O3 Zn1 N1 90.08(4) . . yes
O11 Zn1 O1 86.36(4) . . yes
O11 Zn1 O2 87.97(4) . . yes
O11 Zn1 O3 90.69(4) . . yes
O11 Zn1 N1 90.44(4) . . yes
O13 Zn1 O1 90.35(4) 1_656 . ye
O13 Zn1 O2 90.65(4) 1_656 . yes
O13 Zn1 O3 92.50(4) 1_656 . yes
O13 Zn1 N1 90.94(4) 1_656 . yes
O13 Zn1 O11 176.52(4) 1_656 . yes
Zn1 O1 H1 112.8(13) . . ?
C1 O1 Zn1 124.71(10) . . ?
C1 O1 H1 108.5(13) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
Zn1 O2 H2 104.7(14) . . ?
C2 O2 Zn1 130.80(10) . . ?
C2 O2 H2 108.8(14) . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
Zn1 O3 H3 105.1(13) . . ?
C3 O3 Zn1 127.07(10) . . ?
C3 O3 H3 110.9(13) . . ?
O3 C3 H3A 109.5 . . ?
O3 C3 H3B 109.5 . . ?
O3 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C11 N1 Zn1 114.26(8) . . ?
C11 N1 C12 107.15(11) . . ?
C11 N1 C13 107.00(11) . . ?
C12 N1 Zn1 111.15(8) . . ?
C12 N1 C13 107.23(11) . . ?
C13 N1 Zn1 109.74(8) . . ?
C11 N2 C14 107.99(11) . . ?
C11 N2 C15 108.71(11) . . ?
C15 N2 C14 107.80(11) . . ?
C12 N3 C14 108.65(12) . . ?
C12 N3 C16 108.35(12) . . ?
C14 N3 C16 108.62(12) . . ?
C13 N4 C15 108.60(12) . . ?
C13 N4 C16 108.28(12) . . ?
C15 N4 C16 108.80(12) . . ?
N1 C11 H11A 109.2 . . ?
N1 C11 H11B 109.2 . . ?
N2 C11 N1 112.17(11) . . ?
N2 C11 H11A 109.2 . . ?
N2 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
N1 C12 H12A 109.1 . . ?
N1 C12 H12B 109.1 . . ?
N3 C12 N1 112.32(11) . . ?
N3 C12 H12A 109.1 . . ?
N3 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N1 C13 H13A 109.1 . . ?
N1 C13 H13B 109.1 . . ?
N4 C13 N1 112.48(11) . . ?
N4 C13 H13A 109.1 . . ?
N4 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
N2 C14 H14A 109.3 . . ?
N2 C14 H14B 109.3 . . ?
N3 C14 N2 111.70(11) . . ?
N3 C14 H14A 109.3 . . ?
N3 C14 H14B 109.3 . . ?
H14A C14 H14B 107.9 . . ?
N2 C15 H15A 109.2 . . ?
N2 C15 H15B 109.2 . . ?
N4 C15 N2 112.15(11) . . ?
N4 C15 H15A 109.2 . . ?
N4 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
N3 C16 H16A 109.2 . . ?
N3 C16 H16B 109.2 . . ?
N4 C16 N3 112.03(12) . . ?
N4 C16 H16A 109.2 . . ?
N4 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C101 O11 Zn1 128.58(9) . . ?
O11 C101 C102 114.84(12) . . ?
O12 C101 O11 127.94(13) . . ?
O12 C101 C102 117.21(12) . . ?
C103 C102 C101 120.26(12) . . ?
C103 C102 C107 117.45(12) . . ?
C107 C102 C101 122.29(12) . . ?
C104 C103 C102 121.38(13) . . ?
F11 C103 C102 119.74(12) . . ?
F11 C103 C104 118.87(13) . . ?
C103 C104 C105 121.52(13) . . ?
F12 C104 C103 119.01(13) . . ?
F12 C104 C105 119.42(12) . . ?
C104 C105 C112 120.59(12) . . ?
C106 C105 C104 117.00(12) . . ?
C106 C105 C112 122.38(13) . . ?
C107 C106 C105 121.36(13) . . ?
F13 C106 C105 119.24(12) . . ?
F13 C106 C107 119.40(12) . . ?
C106 C107 C102 121.23(13) . . ?
F14 C107 C102 119.89(12) . . ?
F14 C107 C106 118.88(13) . . ?
O13 C108 C109 116.46(12) . . ?
O14 C108 C109 116.00(13) . . ?
O14 C108 O13 127.51(13) . . ?
C110 C109 C108 121.41(13) . . ?
C110 C109 C114 116.47(13) . . ?
C114 C109 C108 121.89(13) . . ?
C111 C110 C109 121.58(13) . . ?
F18 C110 C109 120.29(12) . . ?
F18 C110 C111 118.07(12) . . ?
C110 C111 C112 122.01(13) . . ?
F17 C111 C110 118.66(12) . . ?
F17 C111 C112 119.27(12) . . ?
C111 C112 C105 120.97(13) . . ?
C113 C112 C105 122.47(13) . . ?
C113 C112 C111 116.51(13) . . ?
C114 C113 C112 121.46(13) . . ?
F16 C113 C112 119.60(12) . . ?
F16 C113 C114 118.94(13) . . ?
C113 C114 C109 121.89(13) . . ?
F15 C114 C109 120.25(12) . . ?
F15 C114 C113 117.84(12) . . ?
C108 O13 Zn1 129.01(9) . 1_454 ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.059

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_SN568_sq
_database_code_depnum_ccdc_archive 'CCDC 1587423'
_audit_update_record             
;
2017-11-24 deposited with the CCDC.
2018-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38.50 H30 F16 N2 O12.50 Zn2'
_chemical_formula_weight         1155.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0070 0.0030 '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 0.0130 0.0070 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0210 0.0120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0330 0.0200 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -0.2060 2.5020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7098(19)
_cell_length_b                   15.254(3)
_cell_length_c                   15.257(3)
_cell_angle_alpha                81.81(3)
_cell_angle_beta                 88.66(3)
_cell_angle_gamma                84.56(3)
_cell_volume                     2226.6(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    600
_cell_measurement_theta_min      3.9
_cell_measurement_theta_max      33.3

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_F_000             1158
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    2.762
_shelx_estimated_absorpt_T_min   0.682
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_process_details   'Scala (Evans, 2006)'
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.9699
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  'Rayonix SX165 CCD'
_diffrn_measurement_method       'φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26688
_diffrn_reflns_av_unetI/netI     0.1958
_diffrn_reflns_av_R_equivalents  0.1763
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.901
_diffrn_reflns_theta_max         38.760
_diffrn_reflns_theta_full        35.587
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measured_fraction_theta_full 0.917
_diffrn_reflns_Laue_measured_fraction_max 0.853
_diffrn_reflns_Laue_measured_fraction_full 0.917
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_point_group_measured_fraction_full 0.917
_reflns_number_total             8577
_reflns_number_gt                4809
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Automar (MarXperts, 2015)'
_computing_cell_refinement       'iMosflm (Battye et al., 2011)'
_computing_data_reduction        iMosflm
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2015)'

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1397P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0134(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8577
_refine_ls_number_parameters     560
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1551
_refine_ls_R_factor_gt           0.1034
_refine_ls_wR_factor_ref         0.2857
_refine_ls_wR_factor_gt          0.2467
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.40218(9) 0.18927(6) 0.28303(5) 0.0232(3) Uani 1 1 d . . . . .
Zn2 Zn 0.09011(9) 0.19968(6) 0.28732(5) 0.0236(3) Uani 1 1 d . . . . .
F1 F 0.4632(6) 0.1053(5) 1.0287(3) 0.069(2) Uani 1 1 d . . . . .
F2 F 0.4599(7) 0.0915(5) 0.8552(3) 0.078(2) Uani 1 1 d . . . . .
F3 F 0.0397(6) 0.2706(5) 0.8251(3) 0.064(2) Uani 1 1 d . . . . .
F4 F 0.0324(6) 0.2797(4) 0.9991(3) 0.0624(19) Uani 1 1 d . . . . .
F5 F 0.0564(6) 0.1008(4) 0.7503(3) 0.0530(15) Uani 1 1 d . . . . .
F6 F 0.0499(6) 0.1005(4) 0.5752(3) 0.0511(15) Uani 1 1 d . . . . .
F7 F 0.4515(7) 0.2559(6) 0.5430(3) 0.079(2) Uani 1 1 d . . . . .
F8 F 0.4511(7) 0.2573(6) 0.7180(3) 0.080(2) Uani 1 1 d . . . . .
F9 F 0.4067(6) 0.4711(4) 0.1665(4) 0.0523(15) Uani 1 1 d . . . . .
F10 F 0.4139(7) 0.6463(4) 0.1675(3) 0.0554(15) Uani 1 1 d . . . . .
F11 F 0.0414(6) 0.6412(3) 0.3745(3) 0.0441(13) Uani 1 1 d . . . . .
F12 F 0.0396(6) 0.4653(3) 0.3778(4) 0.0511(15) Uani 1 1 d . . . . .
F13 F 0.2218(7) 0.7850(4) 0.1200(3) 0.0542(16) Uani 1 1 d . . . . .
F14 F 0.2420(6) 0.9583(3) 0.1302(3) 0.0453(14) Uani 1 1 d . . . . .
F15 F 0.2747(5) 0.8905(3) 0.4426(3) 0.0405(13) Uani 1 1 d . . . . .
F16 F 0.2577(6) 0.7169(3) 0.4333(3) 0.0420(13) Uani 1 1 d . . . . .
O1 O 0.3597(6) 0.2164(4) 1.1496(3) 0.0330(14) Uani 1 1 d . . . . .
O2 O 0.1373(6) 0.1858(4) 1.1568(3) 0.0325(14) Uani 1 1 d . . . . .
O3 O 0.1130(6) 0.3335(4) 0.2598(3) 0.0372(15) Uani 1 1 d . . . . .
O4 O 0.1311(5) 0.2069(4) 0.4168(3) 0.0275(13) Uani 1 1 d . . . . .
O5 O 0.3420(6) 0.3200(4) 0.2924(4) 0.0358(14) Uani 1 1 d . . . . .
O6 O 0.3593(5) 0.1613(4) 0.4165(3) 0.0285(13) Uani 1 1 d . . . . .
O7 O 0.3781(6) 1.0585(4) 0.2735(3) 0.0328(14) Uani 1 1 d . . . . .
O8 O 0.1513(6) 1.0639(4) 0.3149(3) 0.0325(14) Uani 1 1 d . . . . .
C7 C 0.2496(8) 0.2020(6) 1.1165(4) 0.0284(19) Uani 1 1 d . . . . .
C8 C 0.2512(8) 0.1950(6) 1.0192(5) 0.034(2) Uani 1 1 d . . . . .
C9 C 0.3568(9) 0.1473(6) 0.9791(4) 0.037(2) Uani 1 1 d . . . . .
C10 C 0.3561(9) 0.1415(7) 0.8901(5) 0.040(2) Uani 1 1 d . . . . .
C11 C 0.2526(9) 0.1849(7) 0.8361(5) 0.044(3) Uani 1 1 d . . . . .
C12 C 0.1463(9) 0.2303(7) 0.8756(5) 0.040(2) Uani 1 1 d . . . . .
C13 C 0.1420(10) 0.2347(7) 0.9656(5) 0.044(3) Uani 1 1 d . . . . .
C14 C 0.2540(9) 0.1807(7) 0.7381(5) 0.039(2) Uani 1 1 d . . . . .
C15 C 0.1540(9) 0.1407(6) 0.6989(4) 0.033(2) Uani 1 1 d . . . . .
C16 C 0.1521(8) 0.1398(5) 0.6090(4) 0.0264(18) Uani 1 1 d . . . . .
C17 C 0.2479(8) 0.1804(6) 0.5520(4) 0.0283(19) Uani 1 1 d . . . . .
C18 C 0.3489(11) 0.2174(8) 0.5921(5) 0.049(3) Uani 1 1 d . . . . .
C19 C 0.3545(10) 0.2177(8) 0.6825(5) 0.052(3) Uani 1 1 d . . . . .
C20 C 0.2458(8) 0.1819(6) 0.4534(4) 0.0267(18) Uani 1 1 d . . . . .
C21 C 0.2249(9) 0.3648(6) 0.2744(5) 0.033(2) Uani 1 1 d . . . . .
C22 C 0.2218(9) 0.4622(5) 0.2724(5) 0.0297(18) Uani 1 1 d . . . . .
C23 C 0.3150(9) 0.5110(6) 0.2199(5) 0.037(2) Uani 1 1 d . . . . .
C24 C 0.3190(11) 0.6008(6) 0.2195(5) 0.042(2) Uani 1 1 d . . . . .
C25 C 0.2282(10) 0.6492(6) 0.2725(5) 0.039(2) Uani 1 1 d . . . . .
C26 C 0.1361(9) 0.6006(6) 0.3249(5) 0.037(2) Uani 1 1 d . . . . .
C27 C 0.1297(10) 0.5100(6) 0.3229(6) 0.039(2) Uani 1 1 d . . . . .
C28 C 0.2368(10) 0.7447(6) 0.2762(5) 0.039(2) Uani 1 1 d . . . . .
C29 C 0.2378(11) 0.8083(6) 0.2006(5) 0.044(3) Uani 1 1 d . . . . .
C30 C 0.2491(10) 0.8977(6) 0.2062(5) 0.036(2) Uani 1 1 d . . . . .
C31 C 0.2609(9) 0.9275(6) 0.2861(5) 0.0293(18) Uani 1 1 d . . . . .
C32 C 0.2617(10) 0.8657(6) 0.3618(5) 0.038(2) Uani 1 1 d . . . . .
C33 C 0.2477(9) 0.7768(6) 0.3571(5) 0.033(2) Uani 1 1 d . . . . .
C34 C 0.2639(9) 1.0248(6) 0.2916(5) 0.030(2) Uani 1 1 d . . . . .
N1 N 0.6140(6) 0.1931(4) 0.2850(3) 0.0162(13) Uani 1 1 d . . . . .
N2 N 0.8782(7) 0.1991(4) 0.2857(3) 0.0225(14) Uani 1 1 d . . . . .
C1 C 0.6835(11) 0.1015(8) 0.3004(11) 0.082(4) Uani 1 1 d . . . . .
H1A H 0.6567 0.0679 0.2535 0.099 Uiso 1 1 calc R U . . .
H1B H 0.6527 0.0709 0.3581 0.099 Uiso 1 1 calc R U . . .
C2 C 0.8424(12) 0.1027(9) 0.2999(11) 0.083(4) Uani 1 1 d . . . . .
H2A H 0.8803 0.0719 0.3570 0.100 Uiso 1 1 calc R U . . .
H2B H 0.8839 0.0713 0.2519 0.100 Uiso 1 1 calc R U . . .
C3 C 0.6659(10) 0.2384(9) 0.1992(6) 0.059(3) Uani 1 1 d . . . . .
H3A H 0.6211 0.3000 0.1878 0.070 Uiso 1 1 calc R U . . .
H3B H 0.6415 0.2065 0.1505 0.070 Uiso 1 1 calc R U . . .
C4 C 0.8249(11) 0.2407(10) 0.2014(6) 0.068(4) Uani 1 1 d . . . . .
H4A H 0.8685 0.2093 0.1539 0.081 Uiso 1 1 calc R U . . .
H4B H 0.8481 0.3032 0.1904 0.081 Uiso 1 1 calc R U . . .
C5 C 0.6546(10) 0.2397(8) 0.3568(7) 0.056(3) Uani 1 1 d . . . . .
H5A H 0.6219 0.2096 0.4142 0.067 Uiso 1 1 calc R U . . .
H5B H 0.6107 0.3015 0.3481 0.067 Uiso 1 1 calc R U . . .
C6 C 0.8124(10) 0.2405(9) 0.3581(7) 0.060(3) Uani 1 1 d . . . . .
H6A H 0.8362 0.3027 0.3534 0.072 Uiso 1 1 calc R U . . .
H6B H 0.8481 0.2083 0.4152 0.072 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Zn2 3.0189(14) . ?
Zn1 O1 2.061(5) 1_554 yes
Zn1 O5 2.048(6) . yes
Zn1 O6 2.062(4) . yes
Zn1 O7 2.056(6) 1_545 yes
Zn1 N1 2.064(6) . yes
Zn2 O2 2.069(5) 1_554 ?
Zn2 O3 2.056(6) . yes
Zn2 O4 2.044(4) . yes
Zn2 O8 2.085(6) 1_545 yes
Zn2 N2 2.059(6) 1_455 yes
F1 C9 1.351(9) . ?
F2 C10 1.351(9) . ?
F3 C12 1.351(9) . ?
F4 C13 1.342(9) . ?
F5 C15 1.349(10) . ?
F6 C16 1.355(9) . ?
F7 C18 1.359(11) . ?
F8 C19 1.328(11) . ?
F9 C23 1.354(9) . ?
F10 C24 1.375(11) . ?
F11 C26 1.340(9) . ?
F12 C27 1.359(10) . ?
F13 C29 1.344(8) . ?
F14 C30 1.375(9) . ?
F15 C32 1.351(8) . ?
F16 C33 1.372(9) . ?
O1 Zn1 2.062(5) 1_556 ?
O1 C7 1.244(9) . ?
O2 Zn2 2.069(5) 1_556 ?
O2 C7 1.266(10) . ?
O3 C21 1.265(10) . ?
O4 C20 1.259(9) . ?
O5 C21 1.284(9) . ?
O6 C20 1.259(9) . ?
O7 Zn1 2.056(6) 1_565 ?
O7 C34 1.274(11) . ?
O8 Zn2 2.085(6) 1_565 ?
O8 C34 1.264(9) . ?
C7 C8 1.502(9) . ?
C8 C9 1.383(10) . ?
C8 C13 1.393(11) . ?
C9 C10 1.373(10) . ?
C10 C11 1.374(11) . ?
C11 C12 1.364(11) . ?
C11 C14 1.505(10) . ?
C12 C13 1.384(11) . ?
C14 C15 1.385(12) . ?
C14 C19 1.386(14) . ?
C15 C16 1.374(9) . ?
C16 C17 1.387(11) . ?
C17 C18 1.374(12) . ?
C17 C20 1.502(9) . ?
C18 C19 1.382(11) . ?
C21 C22 1.479(12) . ?
C22 C23 1.392(12) . ?
C22 C27 1.389(11) . ?
C23 C24 1.373(13) . ?
C24 C25 1.410(12) . ?
C25 C26 1.382(13) . ?
C25 C28 1.477(13) . ?
C26 C27 1.395(13) . ?
C28 C29 1.398(12) . ?
C28 C33 1.399(11) . ?
C29 C30 1.393(12) . ?
C30 C31 1.371(10) . ?
C31 C32 1.383(11) . ?
C31 C34 1.501(12) . ?
C32 C33 1.389(12) . ?
N1 C1 1.482(13) . ?
N1 C3 1.491(11) . ?
N1 C5 1.467(10) . ?
N2 Zn2 2.059(6) 1_655 ?
N2 C2 1.527(15) . ?
N2 C4 1.436(10) . ?
N2 C6 1.455(10) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.545(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.548(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.534(13) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?

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 Zn2 79.26(16) 1_554 . ?
O1 Zn1 O6 156.8(2) 1_554 . yes
O1 Zn1 N1 102.5(2) 1_554 . yes
O5 Zn1 Zn2 75.70(17) . . ?
O5 Zn1 O1 88.3(2) . 1_554 yes
O5 Zn1 O6 87.7(2) . . yes
O5 Zn1 O7 157.0(2) . 1_545 yes
O5 Zn1 N1 99.3(2) . . yes
O6 Zn1 Zn2 77.56(15) . . ?
O6 Zn1 N1 100.7(2) . . yes
O7 Zn1 Zn2 81.27(16) 1_545 . ?
O7 Zn1 O1 87.0(2) 1_545 1_554 yes
O7 Zn1 O6 87.8(2) 1_545 . yes
O7 Zn1 N1 103.8(2) 1_545 . yes
N1 Zn1 Zn2 174.67(16) . . ?
O2 Zn2 Zn1 77.14(15) 1_554 . ?
O2 Zn2 O8 85.7(2) 1_554 1_545 yes
O3 Zn2 Zn1 81.48(17) . . ?
O3 Zn2 O2 89.9(2) . 1_554 yes
O3 Zn2 O8 157.4(2) . 1_545 yes
O3 Zn2 N2 101.6(2) . 1_455 yes
O4 Zn2 Zn1 78.99(15) . . ?
O4 Zn2 O2 156.1(2) . 1_554 yes
O4 Zn2 O3 88.1(2) . . yes
O4 Zn2 O8 87.0(2) . 1_545 yes
O4 Zn2 N2 103.6(2) . 1_455 yes
O8 Zn2 Zn1 75.88(16) 1_545 . ?
N2 Zn2 Zn1 176.00(15) 1_455 . ?
N2 Zn2 O2 100.2(2) 1_455 1_554 yes
N2 Zn2 O8 101.1(2) 1_455 1_545 yes
C7 O1 Zn1 124.1(5) . 1_556 ?
C7 O2 Zn2 126.3(5) . 1_556 ?
C21 O3 Zn2 121.8(5) . . ?
C20 O4 Zn2 124.6(4) . . ?
C21 O5 Zn1 129.5(6) . . ?
C20 O6 Zn1 125.4(5) . . ?
C34 O7 Zn1 122.3(5) . 1_565 ?
C34 O8 Zn2 126.3(6) . 1_565 ?
O1 C7 O2 127.2(6) . . ?
O1 C7 C8 117.4(7) . . ?
O2 C7 C8 115.2(6) . . ?
C9 C8 C7 122.5(7) . . ?
C9 C8 C13 116.7(7) . . ?
C13 C8 C7 120.7(7) . . ?
F1 C9 C8 119.1(6) . . ?
F1 C9 C10 119.2(7) . . ?
C10 C9 C8 121.7(7) . . ?
F2 C10 C9 119.0(7) . . ?
F2 C10 C11 119.3(7) . . ?
C9 C10 C11 121.7(7) . . ?
C10 C11 C14 121.7(7) . . ?
C12 C11 C10 116.9(7) . . ?
C12 C11 C14 121.4(7) . . ?
F3 C12 C11 118.6(7) . . ?
F3 C12 C13 118.8(7) . . ?
C11 C12 C13 122.6(7) . . ?
F4 C13 C8 121.1(7) . . ?
F4 C13 C12 118.6(7) . . ?
C12 C13 C8 120.2(7) . . ?
C15 C14 C11 121.6(9) . . ?
C15 C14 C19 116.7(7) . . ?
C19 C14 C11 121.6(8) . . ?
F5 C15 C14 119.3(6) . . ?
F5 C15 C16 119.0(8) . . ?
C16 C15 C14 121.7(8) . . ?
F6 C16 C15 118.4(7) . . ?
F6 C16 C17 119.3(6) . . ?
C15 C16 C17 122.2(7) . . ?
C16 C17 C20 123.1(7) . . ?
C18 C17 C16 115.3(6) . . ?
C18 C17 C20 121.6(7) . . ?
F7 C18 C17 120.4(7) . . ?
F7 C18 C19 116.2(8) . . ?
C17 C18 C19 123.4(9) . . ?
F8 C19 C14 118.1(7) . . ?
F8 C19 C18 121.3(9) . . ?
C18 C19 C14 120.5(8) . . ?
O4 C20 C17 115.9(6) . . ?
O6 C20 O4 127.5(6) . . ?
O6 C20 C17 116.6(6) . . ?
O3 C21 O5 126.3(8) . . ?
O3 C21 C22 117.6(7) . . ?
O5 C21 C22 116.1(8) . . ?
C23 C22 C21 120.9(7) . . ?
C27 C22 C21 123.0(8) . . ?
C27 C22 C23 116.1(8) . . ?
F9 C23 C22 120.8(8) . . ?
F9 C23 C24 116.9(9) . . ?
C24 C23 C22 122.4(8) . . ?
F10 C24 C25 117.8(8) . . ?
C23 C24 F10 120.5(8) . . ?
C23 C24 C25 121.7(9) . . ?
C24 C25 C28 122.1(9) . . ?
C26 C25 C24 115.9(8) . . ?
C26 C25 C28 121.8(8) . . ?
F11 C26 C25 120.5(8) . . ?
F11 C26 C27 117.3(8) . . ?
C25 C26 C27 122.0(8) . . ?
F12 C27 C22 118.7(8) . . ?
F12 C27 C26 119.3(8) . . ?
C22 C27 C26 121.7(8) . . ?
C29 C28 C25 123.0(7) . . ?
C29 C28 C33 115.7(8) . . ?
C33 C28 C25 121.3(8) . . ?
F13 C29 C28 120.3(8) . . ?
F13 C29 C30 117.9(7) . . ?
C30 C29 C28 121.7(7) . . ?
F14 C30 C29 119.4(6) . . ?
C31 C30 F14 119.0(7) . . ?
C31 C30 C29 121.6(8) . . ?
C30 C31 C32 117.8(8) . . ?
C30 C31 C34 121.1(7) . . ?
C32 C31 C34 121.0(7) . . ?
F15 C32 C31 120.9(8) . . ?
F15 C32 C33 118.1(7) . . ?
C31 C32 C33 121.0(7) . . ?
F16 C33 C28 118.7(7) . . ?
F16 C33 C32 118.9(6) . . ?
C32 C33 C28 122.1(7) . . ?
O7 C34 C31 117.4(7) . . ?
O8 C34 O7 127.3(8) . . ?
O8 C34 C31 115.3(8) . . ?
C1 N1 Zn1 110.1(6) . . ?
C1 N1 C3 108.2(8) . . ?
C3 N1 Zn1 111.0(4) . . ?
C5 N1 Zn1 111.1(5) . . ?
C5 N1 C1 107.5(8) . . ?
C5 N1 C3 108.8(8) . . ?
C2 N2 Zn2 108.7(5) . 1_655 ?
C4 N2 Zn2 110.4(5) . 1_655 ?
C4 N2 C2 108.1(9) . . ?
C4 N2 C6 111.6(8) . . ?
C6 N2 Zn2 111.6(5) . 1_655 ?
C6 N2 C2 106.3(9) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
N1 C1 C2 111.0(10) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
N2 C2 C1 109.1(8) . . ?
N2 C2 H2A 109.9 . . ?
N2 C2 H2B 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 C4 110.6(6) . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
N2 C4 C3 110.5(7) . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
N1 C5 H5A 109.6 . . ?
N1 C5 H5B 109.6 . . ?
N1 C5 C6 110.3(6) . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
N2 C6 C5 111.4(7) . . ?
N2 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C7 O2 14.9(12) 1_556 . . . ?
Zn1 O1 C7 C8 -159.5(6) 1_556 . . . ?
Zn2 O2 C7 O1 11.5(12) 1_556 . . . ?
Zn2 O2 C7 C8 -174.1(5) 1_556 . . . ?
O1 C7 C8 C9 44.1(13) . . . . ?
O2 C7 C8 C9 -130.9(10) . . . . ?
O1 C7 C8 C13 -138.0(10) . . . . ?
O2 C7 C8 C13 47.0(13) . . . . ?
C13 C8 C9 F1 -178.1(9) . . . . ?
C7 C8 C9 F1 -0.2(15) . . . . ?
C13 C8 C9 C10 1.8(15) . . . . ?
C7 C8 C9 C10 179.8(9) . . . . ?
F1 C9 C10 F2 2.0(15) . . . . ?
C8 C9 C10 F2 -177.9(10) . . . . ?
F1 C9 C10 C11 -178.1(10) . . . . ?
C8 C9 C10 C11 1.9(17) . . . . ?
F2 C10 C11 C12 176.4(10) . . . . ?
C9 C10 C11 C12 -3.4(17) . . . . ?
F2 C10 C11 C14 -2.0(16) . . . . ?
C9 C10 C11 C14 178.2(10) . . . . ?
C10 C11 C12 F3 -177.2(10) . . . . ?
C14 C11 C12 F3 1.2(16) . . . . ?
C10 C11 C12 C13 1.2(17) . . . . ?
C14 C11 C12 C13 179.6(10) . . . . ?
F3 C12 C13 F4 -0.6(15) . . . . ?
C11 C12 C13 F4 -178.9(10) . . . . ?
F3 C12 C13 C8 -179.1(10) . . . . ?
C11 C12 C13 C8 2.6(17) . . . . ?
C9 C8 C13 F4 177.6(10) . . . . ?
C7 C8 C13 F4 -0.4(15) . . . . ?
C9 C8 C13 C12 -4.0(15) . . . . ?
C7 C8 C13 C12 178.0(9) . . . . ?
C12 C11 C14 C15 -63.1(14) . . . . ?
C10 C11 C14 C15 115.2(11) . . . . ?
C12 C11 C14 C19 116.0(12) . . . . ?
C10 C11 C14 C19 -65.7(15) . . . . ?
C19 C14 C15 F5 177.7(8) . . . . ?
C11 C14 C15 F5 -3.2(12) . . . . ?
C19 C14 C15 C16 -1.7(13) . . . . ?
C11 C14 C15 C16 177.4(8) . . . . ?
F5 C15 C16 F6 1.5(11) . . . . ?
C14 C15 C16 F6 -179.1(8) . . . . ?
F5 C15 C16 C17 179.2(7) . . . . ?
C14 C15 C16 C17 -1.4(13) . . . . ?
F6 C16 C17 C18 -179.1(8) . . . . ?
C15 C16 C17 C18 3.2(12) . . . . ?
F6 C16 C17 C20 -1.0(12) . . . . ?
C15 C16 C17 C20 -178.7(8) . . . . ?
C16 C17 C18 F7 177.4(9) . . . . ?
C20 C17 C18 F7 -0.7(14) . . . . ?
C16 C17 C18 C19 -2.1(15) . . . . ?
C20 C17 C18 C19 179.8(9) . . . . ?
F7 C18 C19 F8 3.2(16) . . . . ?
C17 C18 C19 F8 -177.4(10) . . . . ?
F7 C18 C19 C14 179.5(10) . . . . ?
C17 C18 C19 C14 -1.0(17) . . . . ?
C15 C14 C19 F8 179.4(10) . . . . ?
C11 C14 C19 F8 0.2(15) . . . . ?
C15 C14 C19 C18 2.9(15) . . . . ?
C11 C14 C19 C18 -176.3(10) . . . . ?
Zn1 O6 C20 O4 14.7(13) . . . . ?
Zn1 O6 C20 C17 -162.3(5) . . . . ?
Zn2 O4 C20 O6 11.7(13) . . . . ?
Zn2 O4 C20 C17 -171.3(5) . . . . ?
C18 C17 C20 O6 45.3(12) . . . . ?
C16 C17 C20 O6 -132.6(9) . . . . ?
C18 C17 C20 O4 -132.0(9) . . . . ?
C16 C17 C20 O4 50.0(11) . . . . ?
Zn2 O3 C21 O5 12.7(11) . . . . ?
Zn2 O3 C21 C22 -166.1(5) . . . . ?
Zn1 O5 C21 O3 12.1(12) . . . . ?
Zn1 O5 C21 C22 -169.1(5) . . . . ?
O3 C21 C22 C27 53.9(11) . . . . ?
O5 C21 C22 C27 -125.0(9) . . . . ?
O3 C21 C22 C23 -127.4(9) . . . . ?
O5 C21 C22 C23 53.7(10) . . . . ?
C27 C22 C23 F9 -178.3(8) . . . . ?
C21 C22 C23 F9 2.9(12) . . . . ?
C27 C22 C23 C24 1.8(12) . . . . ?
C21 C22 C23 C24 -177.0(8) . . . . ?
F9 C23 C24 F10 -0.8(12) . . . . ?
C22 C23 C24 F10 179.1(8) . . . . ?
F9 C23 C24 C25 179.9(8) . . . . ?
C22 C23 C24 C25 -0.2(13) . . . . ?
C23 C24 C25 C26 0.4(12) . . . . ?
F10 C24 C25 C26 -178.9(7) . . . . ?
C23 C24 C25 C28 176.5(8) . . . . ?
F10 C24 C25 C28 -2.8(12) . . . . ?
C24 C25 C26 F11 -177.0(7) . . . . ?
C28 C25 C26 F11 6.9(12) . . . . ?
C24 C25 C26 C27 -2.5(12) . . . . ?
C28 C25 C26 C27 -178.6(8) . . . . ?
C23 C22 C27 F12 -177.7(8) . . . . ?
C21 C22 C27 F12 1.1(13) . . . . ?
C23 C22 C27 C26 -3.8(13) . . . . ?
C21 C22 C27 C26 175.0(8) . . . . ?
F11 C26 C27 F12 -7.1(12) . . . . ?
C25 C26 C27 F12 178.2(8) . . . . ?
F11 C26 C27 C22 179.0(8) . . . . ?
C25 C26 C27 C22 4.3(13) . . . . ?
C26 C25 C28 C29 -132.0(10) . . . . ?
C24 C25 C28 C29 52.1(14) . . . . ?
C26 C25 C28 C33 49.5(13) . . . . ?
C24 C25 C28 C33 -126.4(10) . . . . ?
C33 C28 C29 F13 -177.1(9) . . . . ?
C25 C28 C29 F13 4.3(16) . . . . ?
C33 C28 C29 C30 0.1(15) . . . . ?
C25 C28 C29 C30 -178.5(9) . . . . ?
F13 C29 C30 C31 177.8(9) . . . . ?
C28 C29 C30 C31 0.6(16) . . . . ?
F13 C29 C30 F14 0.7(14) . . . . ?
C28 C29 C30 F14 -176.5(9) . . . . ?
F14 C30 C31 C32 177.2(8) . . . . ?
C29 C30 C31 C32 0.2(14) . . . . ?
F14 C30 C31 C34 1.0(13) . . . . ?
C29 C30 C31 C34 -176.1(9) . . . . ?
C30 C31 C32 F15 179.3(8) . . . . ?
C34 C31 C32 F15 -4.5(13) . . . . ?
C30 C31 C32 C33 -1.5(14) . . . . ?
C34 C31 C32 C33 174.7(8) . . . . ?
F15 C32 C33 F16 -4.7(13) . . . . ?
C31 C32 C33 F16 176.0(8) . . . . ?
F15 C32 C33 C28 -178.5(8) . . . . ?
C31 C32 C33 C28 2.2(14) . . . . ?
C29 C28 C33 F16 -175.2(9) . . . . ?
C25 C28 C33 F16 3.4(14) . . . . ?
C29 C28 C33 C32 -1.4(14) . . . . ?
C25 C28 C33 C32 177.2(9) . . . . ?
Zn2 O8 C34 O7 24.7(10) 1_565 . . . ?
Zn2 O8 C34 C31 -156.0(5) 1_565 . . . ?
Zn1 O7 C34 O8 1.9(10) 1_565 . . . ?
Zn1 O7 C34 C31 -177.3(4) 1_565 . . . ?
C30 C31 C34 O8 100.8(9) . . . . ?
C32 C31 C34 O8 -75.3(10) . . . . ?
C30 C31 C34 O7 -79.8(10) . . . . ?
C32 C31 C34 O7 104.1(9) . . . . ?
C5 N1 C1 C2 -60.2(13) . . . . ?
C3 N1 C1 C2 57.2(13) . . . . ?
Zn1 N1 C1 C2 178.7(9) . . . . ?
C4 N2 C2 C1 -61.1(13) . . . . ?
C6 N2 C2 C1 58.9(13) . . . . ?
Zn2 N2 C2 C1 179.1(9) 1_655 . . . ?
N1 C1 C2 N2 1.3(16) . . . . ?
C5 N1 C3 C4 57.6(11) . . . . ?
C1 N1 C3 C4 -59.0(11) . . . . ?
Zn1 N1 C3 C4 -179.8(8) . . . . ?
C6 N2 C4 C3 -56.6(12) . . . . ?
C2 N2 C4 C3 60.0(12) . . . . ?
Zn2 N2 C4 C3 178.7(8) 1_655 . . . ?
N1 C3 C4 N2 -0.5(14) . . . . ?
C1 N1 C5 C6 58.6(12) . . . . ?
C3 N1 C5 C6 -58.4(11) . . . . ?
Zn1 N1 C5 C6 179.1(8) . . . . ?
C4 N2 C6 C5 56.1(12) . . . . ?
C2 N2 C6 C5 -61.6(11) . . . . ?
Zn2 N2 C6 C5 -179.9(8) 1_655 . . . ?
N1 C5 C6 N2 2.8(14) . . . . ?

_refine_diff_density_max         1.347
_refine_diff_density_min         -1.701
_refine_diff_density_rms         0.156




