# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2015

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

data_1
_audit_block_doi                 10.5517/ccy7hxk
_database_code_depnum_ccdc_archive 'CCDC 871159'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c2cc32103c 2012
_audit_update_record             
;
2012-03-12 deposited with the CCDC.
2015-08-20 downloaded from the CCDC.
;
#TrackingRef '1.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 N4 O6 Zn'
_chemical_formula_weight         623.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   P6(4)22

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z'
'y, -x+y, z+1/3'
'x-y, x, z+2/3'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+1/3'
'-x+y, y, -z'
'x, x-y, -z+2/3'

_cell_length_a                   16.5528(2)
_cell_length_b                   16.5528(2)
_cell_length_c                   25.5559(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6064.1(2)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5155
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      22.05

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.025
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1920
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8606
_exptl_absorpt_correction_T_max  0.8819
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29334
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3577
_reflns_number_gt                3149
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0757P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.036(19)
_refine_ls_number_reflns         3577
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1175
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.714742(14) 0.285259(14) 0.1667 0.03577(10) Uani 1 2 d S . .
O11 O 0.70854(13) 0.32692(12) 0.09491(7) 0.0514(5) Uani 1 1 d . . .
O12 O 0.76452(14) 0.45786(15) 0.13801(8) 0.0651(6) Uani 1 1 d . . .
C11 C 0.73955(18) 0.41345(19) 0.09639(10) 0.0444(7) Uani 1 1 d . . .
C12 C 0.74690(18) 0.46322(17) 0.04607(10) 0.0443(7) Uani 1 1 d . . .
C13 C 0.70774(11) 0.4155(2) 0.0000 0.0410(8) Uani 1 2 d S . .
H13A H 0.6753 0.3506 0.0000 0.049 Uiso 1 2 calc SR . .
C14 C 0.7943(3) 0.5592(2) 0.04587(14) 0.0789(12) Uani 1 1 d . . .
H14A H 0.8201 0.5919 0.0767 0.095 Uiso 1 1 calc R . .
C15 C 0.80348(16) 0.6070(3) 0.0000 0.105(2) Uani 1 2 d S . .
H15A H 0.8359 0.6718 0.0000 0.125 Uiso 1 2 calc SR . .
O21 O 0.5972(3) -0.12027(17) 0.02176(9) 0.1397(14) Uani 1 1 d . . .
N21 N 0.66358(14) 0.14701(13) 0.14816(8) 0.0408(6) Uani 1 1 d . . .
N22 N 0.56525(17) -0.13183(14) 0.10757(8) 0.0505(6) Uani 1 1 d . . .
H22C H 0.5402 -0.1709 0.1329 0.061 Uiso 1 1 calc R . .
C21 C 0.6541(2) 0.1209(2) 0.09865(11) 0.0634(10) Uani 1 1 d . . .
H21A H 0.6694 0.1663 0.0731 0.076 Uiso 1 1 calc R . .
C22 C 0.6231(3) 0.0313(2) 0.08261(11) 0.0706(11) Uani 1 1 d . . .
H22A H 0.6200 0.0178 0.0471 0.085 Uiso 1 1 calc R . .
C23 C 0.59617(19) -0.03956(17) 0.11924(10) 0.0433(7) Uani 1 1 d . . .
C24 C 0.6025(2) -0.01316(19) 0.17047(11) 0.0584(8) Uani 1 1 d . . .
H24A H 0.5834 -0.0578 0.1968 0.070 Uiso 1 1 calc R . .
C25 C 0.6373(3) 0.0798(2) 0.18327(11) 0.0669(10) Uani 1 1 d . . .
H25A H 0.6424 0.0957 0.2185 0.080 Uiso 1 1 calc R . .
C26 C 0.5697(3) -0.16811(19) 0.06091(11) 0.0647(9) Uani 1 1 d . . .
C27 C 0.5424(2) -0.26831(19) 0.05912(11) 0.0511(8) Uani 1 1 d . . .
C28 C 0.5567(4) -0.3033(3) 0.01492(15) 0.1235(19) Uani 1 1 d . . .
H28A H 0.5766 -0.2658 -0.0148 0.148 Uiso 1 1 calc R . .
C29 C 0.5428(4) -0.3935(2) 0.01180(15) 0.1078(15) Uani 1 1 d . . .
H29A H 0.5571 -0.4139 -0.0189 0.129 Uiso 1 1 calc R . .
C30 C 0.5081(2) -0.45151(18) 0.05386(11) 0.0516(7) Uani 1 1 d . . .
C31 C 0.4807(3) -0.4210(2) 0.09468(14) 0.0829(12) Uani 1 1 d . . .
H31A H 0.4490 -0.4621 0.1219 0.099 Uiso 1 1 calc R . .
C32 C 0.4983(3) -0.3288(2) 0.09796(14) 0.0743(10) Uani 1 1 d . . .
H32A H 0.4792 -0.3097 0.1274 0.089 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O11 1.9799(18) 10_665 ?
Zn1 O11 1.9799(18) . ?
Zn1 N21 2.059(2) 10_665 ?
Zn1 N21 2.059(2) . ?
O11 C11 1.257(3) . ?
O12 C11 1.240(3) . ?
C11 C12 1.499(4) . ?
C12 C14 1.376(4) . ?
C12 C13 1.385(3) . ?
C13 C12 1.385(3) 11_655 ?
C13 H13A 0.9300 . ?
C14 C15 1.379(4) . ?
C14 H14A 0.9300 . ?
C15 C14 1.379(4) 11_655 ?
C15 H15A 0.9300 . ?
O21 C26 1.215(4) . ?
N21 C21 1.321(3) . ?
N21 C25 1.322(4) . ?
N22 C26 1.354(4) . ?
N22 C23 1.379(3) . ?
N22 H22C 0.8600 . ?
C21 C22 1.367(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.389(4) . ?
C22 H22A 0.9300 . ?
C23 C24 1.368(4) . ?
C24 C25 1.385(4) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.486(4) . ?
C27 C32 1.337(4) . ?
C27 C28 1.343(5) . ?
C28 C29 1.395(5) . ?
C28 H28A 0.9300 . ?
C29 C30 1.362(4) . ?
C29 H29A 0.9300 . ?
C30 C31 1.333(5) . ?
C30 C30 1.490(6) 4_645 ?
C31 C32 1.407(5) . ?
C31 H31A 0.9300 . ?
C32 H32A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Zn1 O11 139.45(13) 10_665 . ?
O11 Zn1 N21 96.33(8) 10_665 10_665 ?
O11 Zn1 N21 108.06(8) . 10_665 ?
O11 Zn1 N21 108.06(8) 10_665 . ?
O11 Zn1 N21 96.33(8) . . ?
N21 Zn1 N21 105.36(13) 10_665 . ?
C11 O11 Zn1 107.82(16) . . ?
O12 C11 O11 121.7(3) . . ?
O12 C11 C12 119.9(3) . . ?
O11 C11 C12 118.4(2) . . ?
C14 C12 C13 119.3(3) . . ?
C14 C12 C11 118.7(2) . . ?
C13 C12 C11 122.0(2) . . ?
C12 C13 C12 120.8(3) . 11_655 ?
C12 C13 H13A 119.6 . . ?
C12 C13 H13A 119.6 11_655 . ?
C12 C14 C15 120.1(3) . . ?
C12 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C14 C15 C14 120.5(4) . 11_655 ?
C14 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 11_655 . ?
C21 N21 C25 116.1(2) . . ?
C21 N21 Zn1 119.93(18) . . ?
C25 N21 Zn1 123.98(18) . . ?
C26 N22 C23 127.6(2) . . ?
C26 N22 H22C 116.2 . . ?
C23 N22 H22C 116.2 . . ?
N21 C21 C22 124.1(3) . . ?
N21 C21 H21A 118.0 . . ?
C22 C21 H21A 118.0 . . ?
C21 C22 C23 120.1(3) . . ?
C21 C22 H22A 119.9 . . ?
C23 C22 H22A 119.9 . . ?
C24 C23 N22 119.2(2) . . ?
C24 C23 C22 115.7(2) . . ?
N22 C23 C22 125.1(2) . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24A 119.9 . . ?
C25 C24 H24A 119.9 . . ?
N21 C25 C24 123.6(3) . . ?
N21 C25 H25A 118.2 . . ?
C24 C25 H25A 118.2 . . ?
O21 C26 N22 121.5(3) . . ?
O21 C26 C27 120.6(3) . . ?
N22 C26 C27 117.9(2) . . ?
C32 C27 C28 116.7(3) . . ?
C32 C27 C26 124.1(3) . . ?
C28 C27 C26 119.1(3) . . ?
C27 C28 C29 122.6(4) . . ?
C27 C28 H28A 118.7 . . ?
C29 C28 H28A 118.7 . . ?
C30 C29 C28 119.7(4) . . ?
C30 C29 H29A 120.1 . . ?
C28 C29 H29A 120.1 . . ?
C31 C30 C29 117.0(3) . . ?
C31 C30 C30 119.7(2) . 4_645 ?
C29 C30 C30 123.0(2) . 4_645 ?
C30 C31 C32 122.2(3) . . ?
C30 C31 H31A 118.9 . . ?
C32 C31 H31A 118.9 . . ?
C27 C32 C31 120.5(3) . . ?
C27 C32 H32A 119.7 . . ?
C31 C32 H32A 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O11 Zn1 O11 C11 53.84(17) 10_665 . . . ?
N21 Zn1 O11 C11 -70.2(2) 10_665 . . . ?
N21 Zn1 O11 C11 -178.62(19) . . . . ?
Zn1 O11 C11 O12 -2.5(3) . . . . ?
Zn1 O11 C11 C12 176.9(2) . . . . ?
O12 C11 C12 C14 9.7(4) . . . . ?
O11 C11 C12 C14 -169.7(3) . . . . ?
O12 C11 C12 C13 -170.4(2) . . . . ?
O11 C11 C12 C13 10.2(4) . . . . ?
C14 C12 C13 C12 0.4(3) . . . 11_655 ?
C11 C12 C13 C12 -179.4(3) . . . 11_655 ?
C13 C12 C14 C15 -0.9(5) . . . . ?
C11 C12 C14 C15 179.0(3) . . . . ?
C12 C14 C15 C14 0.4(3) . . . 11_655 ?
O11 Zn1 N21 C21 157.7(2) 10_665 . . . ?
O11 Zn1 N21 C21 10.5(3) . . . . ?
N21 Zn1 N21 C21 -100.2(2) 10_665 . . . ?
O11 Zn1 N21 C25 -21.2(3) 10_665 . . . ?
O11 Zn1 N21 C25 -168.4(3) . . . . ?
N21 Zn1 N21 C25 80.9(3) 10_665 . . . ?
C25 N21 C21 C22 -2.8(5) . . . . ?
Zn1 N21 C21 C22 178.2(3) . . . . ?
N21 C21 C22 C23 2.2(6) . . . . ?
C26 N22 C23 C24 -167.4(3) . . . . ?
C26 N22 C23 C22 12.0(5) . . . . ?
C21 C22 C23 C24 0.4(5) . . . . ?
C21 C22 C23 N22 -179.0(3) . . . . ?
N22 C23 C24 C25 177.1(3) . . . . ?
C22 C23 C24 C25 -2.3(5) . . . . ?
C21 N21 C25 C24 0.7(5) . . . . ?
Zn1 N21 C25 C24 179.7(3) . . . . ?
C23 C24 C25 N21 1.8(6) . . . . ?
C23 N22 C26 O21 -5.7(6) . . . . ?
C23 N22 C26 C27 172.6(3) . . . . ?
O21 C26 C27 C32 -169.3(4) . . . . ?
N22 C26 C27 C32 12.4(5) . . . . ?
O21 C26 C27 C28 6.2(6) . . . . ?
N22 C26 C27 C28 -172.1(4) . . . . ?
C32 C27 C28 C29 -11.5(7) . . . . ?
C26 C27 C28 C29 172.7(5) . . . . ?
C27 C28 C29 C30 4.0(8) . . . . ?
C28 C29 C30 C31 6.2(7) . . . . ?
C28 C29 C30 C30 -179.5(5) . . . 4_645 ?
C29 C30 C31 C32 -8.8(6) . . . . ?
C30 C30 C31 C32 176.8(4) 4_645 . . . ?
C28 C27 C32 C31 8.9(6) . . . . ?
C26 C27 C32 C31 -175.5(4) . . . . ?
C30 C31 C32 C27 1.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.065
####################################################################### 
# 
# 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_2
_audit_block_doi                 10.5517/ccy7hzm
_database_code_depnum_ccdc_archive 'CCDC 871161'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c2cc32103c 2012
_audit_update_record             
;
2012-03-12 deposited with the CCDC.
2015-08-20 downloaded from the CCDC.
;
#TrackingRef '2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H21 N4 O8 Zn'
_chemical_formula_weight         654.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   P6(4)22

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z'
'y, -x+y, z+1/3'
'x-y, x, z+2/3'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+1/3'
'-x+y, y, -z'
'x, x-y, -z+2/3'

_cell_length_a                   16.5764(2)
_cell_length_b                   16.5764(2)
_cell_length_c                   25.3058(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6021.86(16)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4149
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      18.16

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2010
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8801
_exptl_absorpt_correction_T_max  0.9081
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30578
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_sigmaI/netI    0.1155
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.42
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3742
_reflns_number_gt                1938
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1024P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0105(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_number_reflns         3742
_refine_ls_number_parameters     206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1173
_refine_ls_R_factor_gt           0.0705
_refine_ls_wR_factor_ref         0.1908
_refine_ls_wR_factor_gt          0.1754
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_restrained_S_all      0.926
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C23 C 0.3969(2) 1.03587(19) 0.11991(13) 0.0582(11) Uani 1 1 d . . .
C11 C 0.2587(2) 0.5855(2) 0.09645(14) 0.0649(11) Uani 1 1 d . . .
C24 C 0.3957(2) 1.0119(2) 0.17044(14) 0.0703(11) Uani 1 1 d . . .
H24 H 0.4173 1.0572 0.1967 0.084 Uiso 1 1 calc R . .
C30 C 0.4896(2) 1.45253(19) 0.05586(14) 0.0670(11) Uani 1 1 d . . .
C12 C 0.2518(2) 0.5358(2) 0.04620(15) 0.0762(13) Uani 1 1 d . . .
C27 C 0.4455(2) 1.2649(2) 0.06108(14) 0.0727(12) Uani 1 1 d . . .
C13 C 0.29152(15) 0.5830(3) 0.0000 0.0616(13) Uani 1 2 d S . .
H13 H 0.3239 0.6478 0.0000 0.074 Uiso 1 2 calc SR . .
C21 C 0.3417(3) 0.8778(2) 0.09813(14) 0.0857(16) Uani 1 1 d . . .
H21 H 0.3280 0.8333 0.0720 0.103 Uiso 1 1 calc R . .
C28 C 0.4267(5) 1.3017(3) 0.0197(2) 0.211(3) Uani 1 1 d . . .
H28 H 0.3980 1.2637 -0.0094 0.254 Uiso 1 1 calc R . .
C25 C 0.3619(3) 0.9185(3) 0.18390(14) 0.0872(14) Uani 1 1 d . . .
H25 H 0.3587 0.9027 0.2194 0.105 Uiso 1 1 calc R . .
C26 C 0.4130(3) 1.1636(2) 0.06330(15) 0.0928(16) Uani 1 1 d . . .
C32 C 0.4937(3) 1.3242(3) 0.0984(2) 0.1333(19) Uani 1 1 d . . .
H32 H 0.5125 1.3039 0.1277 0.160 Uiso 1 1 calc R . .
C14 C 0.2018(3) 0.4353(2) 0.04655(17) 0.1188(18) Uani 1 1 d . . .
H14 H 0.1749 0.4018 0.0773 0.143 Uiso 1 1 calc R . .
C22 C 0.3681(3) 0.9656(2) 0.08291(15) 0.0968(17) Uani 1 1 d . . .
H22 H 0.3668 0.9789 0.0473 0.116 Uiso 1 1 calc R . .
C29 C 0.4474(5) 1.3936(3) 0.0173(2) 0.200(3) Uani 1 1 d . . .
H29 H 0.4307 1.4141 -0.0128 0.240 Uiso 1 1 calc R . .
C31 C 0.5179(3) 1.4194(3) 0.0949(2) 0.137(2) Uani 1 1 d . . .
H31 H 0.5553 1.4601 0.1212 0.165 Uiso 1 1 calc R . .
C15 C 0.19575(17) 0.3915(3) 0.0000 0.145(3) Uani 1 2 d S . .
N21 N 0.33434(16) 0.85141(16) 0.14797(10) 0.0560(9) Uani 1 1 d . . .
N22 N 0.42478(19) 1.12810(17) 0.10807(10) 0.0672(10) Uani 1 1 d . . .
H22A H 0.4535 1.1676 0.1329 0.081 Uiso 1 1 calc R . .
O11 O 0.29166(15) 0.67113(14) 0.09514(9) 0.0699(8) Uani 1 1 d . . .
O12 O 0.23213(16) 0.53997(18) 0.13864(11) 0.0946(10) Uani 1 1 d . . .
O13 O 0.1566(12) 0.2966(3) -0.0011(6) 0.488(4) Uani 1 1 d . . .
O21 O 0.3797(3) 1.1150(2) 0.02467(12) 0.1866(19) Uani 1 1 d . . .
Zn1 Zn 0.285738(19) 0.714262(19) 0.1667 0.05339(14) Uani 1 2 d S . .


_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
C23 C24 1.336(5) . ?
C23 C22 1.380(5) . ?
C23 N22 1.391(4) . ?
C11 O11 1.241(4) . ?
C11 O12 1.253(4) . ?
C11 C12 1.488(5) . ?
C24 C25 1.400(5) . ?
C24 H24 0.9300 . ?
C30 C29 1.309(6) . ?
C30 C31 1.326(6) . ?
C30 C30 1.433(6) 4_685 ?
C12 C13 1.377(4) . ?
C12 C14 1.444(5) . ?
C27 C32 1.309(6) . ?
C27 C28 1.326(7) . ?
C27 C26 1.485(5) . ?
C13 C12 1.377(4) 11 ?
C13 H13 0.9300 . ?
C21 N21 1.320(4) . ?
C21 C22 1.350(5) . ?
C21 H21 0.9300 . ?
C28 C29 1.386(7) . ?
C28 H28 0.9300 . ?
C25 N21 1.328(4) . ?
C25 H25 0.9300 . ?
C26 O21 1.210(4) . ?
C26 N22 1.335(5) . ?
C32 C31 1.422(6) . ?
C32 H32 0.9300 . ?
C14 C15 1.360(5) . ?
C14 H14 0.9300 . ?
C22 H22 0.9300 . ?
C29 H29 0.9300 . ?
C31 H31 0.9300 . ?
C15 C14 1.360(5) 11 ?
C15 O13 1.369(7) 11 ?
C15 O13 1.369(7) . ?
N21 Zn1 2.052(2) . ?
N22 H22A 0.8600 . ?
O11 Zn1 1.967(2) . ?
O13 O13 0.28(4) 11 ?
Zn1 O11 1.967(2) 10_665 ?
Zn1 N21 2.052(2) 10_665 ?

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
C24 C23 C22 116.8(3) . . ?
C24 C23 N22 118.7(3) . . ?
C22 C23 N22 124.5(3) . . ?
O11 C11 O12 122.2(3) . . ?
O11 C11 C12 118.6(3) . . ?
O12 C11 C12 119.2(3) . . ?
C23 C24 C25 120.0(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C29 C30 C31 114.5(4) . . ?
C29 C30 C30 124.4(3) . 4_685 ?
C31 C30 C30 121.0(3) . 4_685 ?
C13 C12 C14 119.8(4) . . ?
C13 C12 C11 121.9(3) . . ?
C14 C12 C11 118.3(3) . . ?
C32 C27 C28 114.8(4) . . ?
C32 C27 C26 124.2(4) . . ?
C28 C27 C26 120.9(3) . . ?
C12 C13 C12 121.1(4) . 11 ?
C12 C13 H13 119.5 . . ?
C12 C13 H13 119.5 11 . ?
N21 C21 C22 123.8(3) . . ?
N21 C21 H21 118.1 . . ?
C22 C21 H21 118.1 . . ?
C27 C28 C29 123.7(5) . . ?
C27 C28 H28 118.2 . . ?
C29 C28 H28 118.2 . . ?
N21 C25 C24 122.6(3) . . ?
N21 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
O21 C26 N22 120.7(4) . . ?
O21 C26 C27 120.6(4) . . ?
N22 C26 C27 118.7(3) . . ?
C27 C32 C31 121.1(5) . . ?
C27 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C15 C14 C12 117.2(4) . . ?
C15 C14 H14 121.4 . . ?
C12 C14 H14 121.4 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C30 C29 C28 122.3(5) . . ?
C30 C29 H29 118.9 . . ?
C28 C29 H29 118.9 . . ?
C30 C31 C32 122.9(4) . . ?
C30 C31 H31 118.5 . . ?
C32 C31 H31 118.5 . . ?
C14 C15 C14 125.0(5) . 11 ?
C14 C15 O13 115.0(6) . 11 ?
C14 C15 O13 119.8(6) 11 11 ?
C14 C15 O13 119.8(6) . . ?
C14 C15 O13 115.0(6) 11 . ?
O13 C15 O13 11.7(16) 11 . ?
C21 N21 C25 116.2(3) . . ?
C21 N21 Zn1 120.5(2) . . ?
C25 N21 Zn1 123.3(2) . . ?
C26 N22 C23 128.8(3) . . ?
C26 N22 H22A 115.6 . . ?
C23 N22 H22A 115.6 . . ?
C11 O11 Zn1 108.5(2) . . ?
O13 O13 C15 84.1(8) 11 . ?
O11 Zn1 O11 138.03(16) 10_665 . ?
O11 Zn1 N21 97.32(10) 10_665 10_665 ?
O11 Zn1 N21 108.44(9) . 10_665 ?
O11 Zn1 N21 108.44(9) 10_665 . ?
O11 Zn1 N21 97.32(10) . . ?
N21 Zn1 N21 103.44(15) 10_665 . ?

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
C22 C23 C24 C25 -3.1(6) . . . . ?
N22 C23 C24 C25 175.6(3) . . . . ?
O11 C11 C12 C13 8.6(5) . . . . ?
O12 C11 C12 C13 -170.7(3) . . . . ?
O11 C11 C12 C14 -171.5(4) . . . . ?
O12 C11 C12 C14 9.2(6) . . . . ?
C14 C12 C13 C12 0.3(3) . . . 11 ?
C11 C12 C13 C12 -179.8(4) . . . 11 ?
C32 C27 C28 C29 -6.2(10) . . . . ?
C26 C27 C28 C29 173.8(6) . . . . ?
C23 C24 C25 N21 3.3(6) . . . . ?
C32 C27 C26 O21 -170.1(5) . . . . ?
C28 C27 C26 O21 9.9(8) . . . . ?
C32 C27 C26 N22 7.2(7) . . . . ?
C28 C27 C26 N22 -172.8(5) . . . . ?
C28 C27 C32 C31 3.7(8) . . . . ?
C26 C27 C32 C31 -176.3(5) . . . . ?
C13 C12 C14 C15 -0.7(6) . . . . ?
C11 C12 C14 C15 179.4(4) . . . . ?
N21 C21 C22 C23 5.6(7) . . . . ?
C24 C23 C22 C21 -1.0(6) . . . . ?
N22 C23 C22 C21 -179.6(4) . . . . ?
C31 C30 C29 C28 5.6(9) . . . . ?
C30 C30 C29 C28 -178.4(6) 4_685 . . . ?
C27 C28 C29 C30 1.6(12) . . . . ?
C29 C30 C31 C32 -8.1(8) . . . . ?
C30 C30 C31 C32 175.7(5) 4_685 . . . ?
C27 C32 C31 C30 3.6(9) . . . . ?
C12 C14 C15 C14 0.3(3) . . . 11 ?
C12 C14 C15 O13 -173.8(10) . . . 11 ?
C12 C14 C15 O13 174.2(10) . . . . ?
C22 C21 N21 C25 -5.4(6) . . . . ?
C22 C21 N21 Zn1 176.1(4) . . . . ?
C24 C25 N21 C21 1.0(6) . . . . ?
C24 C25 N21 Zn1 179.4(3) . . . . ?
O21 C26 N22 C23 -5.5(8) . . . . ?
C27 C26 N22 C23 177.2(4) . . . . ?
C24 C23 N22 C26 -164.4(4) . . . . ?
C22 C23 N22 C26 14.2(7) . . . . ?
O12 C11 O11 Zn1 -3.4(4) . . . . ?
C12 C11 O11 Zn1 177.4(3) . . . . ?
C14 C15 O13 O13 69(6) . . . 11 ?
C14 C15 O13 O13 -117(6) 11 . . 11 ?
C11 O11 Zn1 O11 55.9(2) . . . 10_665 ?
C11 O11 Zn1 N21 -68.9(2) . . . 10_665 ?
C11 O11 Zn1 N21 -175.8(2) . . . . ?
C21 N21 Zn1 O11 158.3(3) . . . 10_665 ?
C25 N21 Zn1 O11 -20.1(3) . . . 10_665 ?
C21 N21 Zn1 O11 11.9(3) . . . . ?
C25 N21 Zn1 O11 -166.5(3) . . . . ?
C21 N21 Zn1 N21 -99.2(3) . . . 10_665 ?
C25 N21 Zn1 N21 82.5(3) . . . 10_665 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.148
####################################################################### 
# 
# 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_3
_audit_block_doi                 10.5517/ccy7j1q
_database_code_depnum_ccdc_archive 'CCDC 871163'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c2cc32103c 2012
_audit_update_record             
;
2012-03-12 deposited with the CCDC.
2015-08-20 downloaded from the CCDC.
;
#TrackingRef '3.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H23 N5 O6 Zn'
_chemical_formula_weight         638.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   P6(4)22

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z'
'y, -x+y, z+1/3'
'x-y, x, z+2/3'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+1/3'
'-x+y, y, -z'
'x, x-y, -z+2/3'

_cell_length_a                   16.5764(3)
_cell_length_b                   16.5764(3)
_cell_length_c                   25.2504(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6008.7(3)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6809
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      20.90

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.059
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1968
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8806
_exptl_absorpt_correction_T_max  0.9085
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30059
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.63
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3733
_reflns_number_gt                2905
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1316P)²+0.4604P] 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 H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_number_reflns         3733
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.1979
_refine_ls_wR_factor_gt          0.1785
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.072
_refine_ls_shift/su_mean         0.006

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.25850(15) 0.67337(15) 0.06963(10) 0.0721(7) Uani 1 1 d . . .
C12 C 0.25094(15) 0.71598(14) 0.12080(11) 0.0825(8) Uani 1 1 d . . .
C13 C 0.29116(10) 0.70884(10) 0.1667 0.0721(9) Uani 1 2 d S . .
H13 H 0.3236 0.6764 0.1667 0.087 Uiso 1 2 calc SR . .
C14 C 0.20428(15) 0.76661(18) 0.12060(14) 0.1441(10) Uani 1 1 d . . .
H14 H 0.1796 0.7742 0.0892 0.173 Uiso 1 1 calc R . .
C15 C 0.19464(14) 0.80536(14) 0.1667 0.1677(15) Uani 1 2 d S . .
C21 C 0.36159(17) 0.44445(17) -0.01760(9) 0.0782(8) Uani 1 1 d . . .
H21 H 0.3583 0.4574 -0.0531 0.094 Uiso 1 1 calc R . .
C22 C 0.39514(15) 0.38438(15) -0.00485(9) 0.0728(7) Uani 1 1 d . . .
H22 H 0.4170 0.3615 -0.0315 0.087 Uiso 1 1 calc R . .
C23 C 0.39577(14) 0.35930(13) 0.04675(9) 0.0620(7) Uani 1 1 d . . .
C24 C 0.36474(16) 0.39946(16) 0.08479(10) 0.0963(8) Uani 1 1 d . . .
H24 H 0.3633 0.3850 0.1205 0.116 Uiso 1 1 calc R . .
C25 C 0.33659(17) 0.46040(17) 0.06838(10) 0.0915(8) Uani 1 1 d . . .
H25 H 0.3177 0.4875 0.0942 0.110 Uiso 1 1 calc R . .
C26 C 0.41176(18) 0.24851(17) 0.10297(10) 0.0929(8) Uani 1 1 d . . .
C27 C 0.44414(16) 0.17873(15) 0.10518(10) 0.0750(7) Uani 1 1 d . . .
C28 C 0.4942(2) 0.17007(19) 0.07038(17) 0.1310(13) Uani 1 1 d . . .
H28 H 0.5148 0.2109 0.0418 0.157 Uiso 1 1 calc R . .
C29 C 0.5197(2) 0.1018(2) 0.07326(19) 0.1428(15) Uani 1 1 d . . .
H29 H 0.5605 0.1018 0.0480 0.171 Uiso 1 1 calc R . .
C30 C 0.48838(15) 0.03728(14) 0.11031(10) 0.0673(7) Uani 1 1 d . . .
C31 C 0.4455(2) 0.0527(2) 0.14736(16) 0.2094(12) Uani 1 1 d . . .
H31 H 0.4258 0.0131 0.1765 0.251 Uiso 1 1 calc R . .
C32 C 0.4271(3) 0.1245(2) 0.14647(15) 0.2130(13) Uani 1 1 d . . .
H32 H 0.4014 0.1354 0.1765 0.256 Uiso 1 1 calc R . .
N21 N 0.33445(11) 0.48346(11) 0.01812(7) 0.0607(5) Uani 1 1 d . . .
N22 N 0.42469(6) 0.29695(2) 0.05803(4) 0.0670(5) Uani 1 1 d . . .
H22A H 0.4548 0.2876 0.0333 0.080 Uiso 1 1 calc R . .
N11 N 0.14571(6) 0.85396(2) 0.16667(4) 0.2236(19) Uani 1 2 d SR . .
H11A H 0.1397 0.8780 0.1956 0.268 Uiso 0.50 1 calc PR . .
H11B H 0.1216 0.8598 0.1378 0.268 Uiso 0.50 1 calc PR . .
O11 O 0.29071(6) 0.62064(2) 0.07173(4) 0.0765(5) Uani 1 1 d R . .
O12 O 0.23239(6) 0.69234(2) 0.02760(4) 0.1005(7) Uani 1 1 d R . .
O21 O 0.37875(6) 0.26358(2) 0.14157(4) 0.1986(7) Uani 1 1 d R . .
Zn1 Zn 0.28593(6) 0.57195(2) 0.00001(4) 0.05577(9) Uani 1 2 d SR . .


_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
C11 O11 1.232(3) . ?
C11 O12 1.244(3) . ?
C11 C12 1.507(4) . ?
C12 C13 1.371(3) . ?
C12 C14 1.397(4) . ?
C13 C12 1.371(3) 10_665 ?
C13 H13 0.9300 . ?
C14 C15 1.376(4) . ?
C14 H14 0.9300 . ?
C15 C14 1.376(4) 10_665 ?
C15 N11 1.400(4) . ?
C21 N21 1.313(3) . ?
C21 C22 1.399(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.369(3) . ?
C22 H22 0.9300 . ?
C23 N22 1.369(3) . ?
C23 C24 1.404(4) . ?
C24 C25 1.371(4) . ?
C24 H24 0.9300 . ?
C25 N21 1.331(3) . ?
C25 H25 0.9300 . ?
C26 O21 1.203(3) . ?
C26 N22 1.344(3) . ?
C26 C27 1.500(4) . ?
C27 C28 1.265(5) . ?
C27 C32 1.312(4) . ?
C28 C29 1.394(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.316(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.275(5) . ?
C30 C30 1.467(5) 4_655 ?
C31 C32 1.369(6) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
N21 Zn1 2.046(2) . ?
N22 H22A 0.8600 . ?
N11 H11A 0.8600 . ?
N11 H11B 0.8600 . ?
O11 Zn1 1.9682 . ?
Zn1 O11 1.9688(18) 11 ?
Zn1 N21 2.045(2) 11 ?

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 C11 O12 123.0(2) . . ?
O11 C11 C12 117.5(2) . . ?
O12 C11 C12 119.5(2) . . ?
C13 C12 C14 119.6(3) . . ?
C13 C12 C11 121.7(2) . . ?
C14 C12 C11 118.6(3) . . ?
C12 C13 C12 120.5(3) 10_665 . ?
C12 C13 H13 119.7 10_665 . ?
C12 C13 H13 119.7 . . ?
C15 C14 C12 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C12 C14 H14 119.8 . . ?
C14 C15 C14 119.4(4) 10_665 . ?
C14 C15 N11 120.3(2) 10_665 . ?
C14 C15 N11 120.30(19) . . ?
N21 C21 C22 123.2(2) . . ?
N21 C21 H21 118.4 . . ?
C22 C21 H21 118.4 . . ?
C23 C22 C21 120.1(2) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
N22 C23 C22 119.1(2) . . ?
N22 C23 C24 124.4(2) . . ?
C22 C23 C24 116.5(2) . . ?
C25 C24 C23 118.9(2) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
N21 C25 C24 124.6(3) . . ?
N21 C25 H25 117.7 . . ?
C24 C25 H25 117.7 . . ?
O21 C26 N22 120.9(3) . . ?
O21 C26 C27 120.3(2) . . ?
N22 C26 C27 118.7(2) . . ?
C28 C27 C32 113.8(3) . . ?
C28 C27 C26 124.7(3) . . ?
C32 C27 C26 121.4(3) . . ?
C27 C28 C29 122.6(4) . . ?
C27 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
C30 C29 C28 122.7(4) . . ?
C30 C29 H29 118.7 . . ?
C28 C29 H29 118.6 . . ?
C31 C30 C29 113.0(3) . . ?
C31 C30 C30 125.2(2) . 4_655 ?
C29 C30 C30 121.4(3) . 4_655 ?
C30 C31 C32 123.4(3) . . ?
C30 C31 H31 118.3 . . ?
C32 C31 H31 118.3 . . ?
C27 C32 C31 122.9(4) . . ?
C27 C32 H32 118.5 . . ?
C31 C32 H32 118.5 . . ?
C21 N21 C25 116.6(2) . . ?
C21 N21 Zn1 123.62(17) . . ?
C25 N21 Zn1 119.70(19) . . ?
C26 N22 C23 127.95(18) . . ?
C26 N22 H22A 116.0 . . ?
C23 N22 H22A 116.0 . . ?
C15 N11 H11A 120.0 . . ?
C15 N11 H11B 120.0 . . ?
H11A N11 H11B 120.0 . . ?
C11 O11 Zn1 107.96(13) . . ?
O11 Zn1 O11 138.4 11 . ?
O11 Zn1 N21 107.56(9) 11 . ?
O11 Zn1 N21 97.97(6) . . ?
O11 Zn1 N21 97.98(8) 11 11 ?
O11 Zn1 N21 107.62(6) . 11 ?
N21 Zn1 N21 103.23(8) . 11 ?

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
O11 C11 C12 C13 10.0(3) . . . . ?
O12 C11 C12 C13 -170.05(15) . . . . ?
O11 C11 C12 C14 -172.19(18) . . . . ?
O12 C11 C12 C14 7.7(3) . . . . ?
C14 C12 C13 C12 1.57(14) . . . 10_665 ?
C11 C12 C13 C12 179.3(2) . . . 10_665 ?
C13 C12 C14 C15 -3.2(3) . . . . ?
C11 C12 C14 C15 178.99(16) . . . . ?
C12 C14 C15 C14 1.58(14) . . . 10_665 ?
C12 C14 C15 N11 -178.29(14) . . . . ?
N21 C21 C22 C23 3.9(3) . . . . ?
C21 C22 C23 N22 176.88(17) . . . . ?
C21 C22 C23 C24 -2.2(3) . . . . ?
N22 C23 C24 C25 -179.31(18) . . . . ?
C22 C23 C24 C25 -0.3(3) . . . . ?
C23 C24 C25 N21 1.5(3) . . . . ?
O21 C26 C27 C28 -166.7(3) . . . . ?
N22 C26 C27 C28 10.0(4) . . . . ?
O21 C26 C27 C32 8.5(4) . . . . ?
N22 C26 C27 C32 -174.8(2) . . . . ?
C32 C27 C28 C29 6.9(5) . . . . ?
C26 C27 C28 C29 -177.6(3) . . . . ?
C27 C28 C29 C30 4.8(6) . . . . ?
C28 C29 C30 C31 -10.6(5) . . . . ?
C28 C29 C30 C30 176.0(3) . . . 4_655 ?
C29 C30 C31 C32 5.2(5) . . . . ?
C30 C30 C31 C32 178.3(3) 4_655 . . . ?
C28 C27 C32 C31 -12.3(5) . . . . ?
C26 C27 C32 C31 171.9(3) . . . . ?
C30 C31 C32 C27 6.6(6) . . . . ?
C22 C21 N21 C25 -2.6(3) . . . . ?
C22 C21 N21 Zn1 179.65(15) . . . . ?
C24 C25 N21 C21 -0.1(3) . . . . ?
C24 C25 N21 Zn1 177.74(17) . . . . ?
O21 C26 N22 C23 -7.5(3) . . . . ?
C27 C26 N22 C23 175.86(16) . . . . ?
C22 C23 N22 C26 -164.12(18) . . . . ?
C24 C23 N22 C26 14.9(3) . . . . ?
O12 C11 O11 Zn1 -2.7(2) . . . . ?
C12 C11 O11 Zn1 177.26(13) . . . . ?
C11 O11 Zn1 O11 55.47(12) . . . 11 ?
C11 O11 Zn1 N21 -176.47(12) . . . . ?
C11 O11 Zn1 N21 -69.79(11) . . . 11 ?
C21 N21 Zn1 O11 -20.25(17) . . . 11 ?
C25 N21 Zn1 O11 162.07(14) . . . 11 ?
C21 N21 Zn1 O11 -167.00(15) . . . . ?
C25 N21 Zn1 O11 15.32(15) . . . . ?
C21 N21 Zn1 N21 82.70(16) . . . 11 ?
C25 N21 Zn1 N21 -94.98(16) . . . 11 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.103
####################################################################### 
# 
# 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_4
_audit_block_doi                 10.5517/ccy7j3s
_database_code_depnum_ccdc_archive 'CCDC 871165'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c2cc32103c 2012
_audit_update_record             
;
2012-03-12 deposited with the CCDC.
2015-08-20 downloaded from the CCDC.
;
#TrackingRef '4.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H21 N5 O8 Zn'
_chemical_formula_weight         668.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   P6(4)22

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z'
'y, -x+y, z+1/3'
'x-y, x, z+2/3'
'y, x, -z+1/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-y, -x, -z+1/3'
'-x+y, y, -z'
'x, x-y, -z+2/3'

_cell_length_a                   16.5597(12)
_cell_length_b                   16.5597(12)
_cell_length_c                   25.787(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6124.0(11)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5369
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      21.84

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.088
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2052
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8551
_exptl_absorpt_correction_T_max  0.8816
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30408
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_sigmaI/netI    0.1068
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         25.49
_reflns_number_total             3773
_reflns_number_gt                2529
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0805P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00178(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_number_reflns         3773
_refine_ls_number_parameters     212
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1620
_refine_ls_wR_factor_gt          0.1544
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_restrained_S_all      0.959
_refine_ls_shift/su_max          0.173
_refine_ls_shift/su_mean         0.010

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.73791(5) 0.32533(5) 0.06989(3) 0.0419(3) Uani 1 1 d . . .
C12 C 0.74564(5) 0.28390(5) 0.12046(3) 0.0498(3) Uani 1 1 d . . .
C13 C 0.70720(4) 0.29280(4) 0.1667 0.0403(3) Uani 1 2 d S . .
H13 H 0.6748 0.3252 0.1667 0.048 Uiso 1 2 calc SR . .
C14 C 0.79303(8) 0.23579(8) 0.12190(5) 0.1277(5) Uani 1 1 d . . .
H14 H 0.8204 0.2275 0.0924 0.153 Uiso 1 1 calc R . .
C15 C 0.79766(4) 0.20234(4) 0.1667 0.1972(6) Uani 1 2 d SD . .
C21 C 0.64332(7) 0.56166(7) -0.01576(4) 0.0759(4) Uani 1 1 d . . .
H21 H 0.6529 0.5543 -0.0506 0.091 Uiso 1 1 calc R . .
C22 C 0.60747(7) 0.61972(6) -0.00238(4) 0.0791(4) Uani 1 1 d . . .
H22A H 0.5907 0.6474 -0.0284 0.095 Uiso 1 1 calc R . .
C23 C 0.59697(5) 0.63598(5) 0.04806(3) 0.0444(3) Uani 1 1 d . . .
C24 C 0.61934(7) 0.58866(6) 0.08306(4) 0.0745(4) Uani 1 1 d . . .
H24 H 0.6118 0.5949 0.1183 0.089 Uiso 1 1 calc R . .
C25 C 0.65293(6) 0.53181(6) 0.06686(3) 0.0606(3) Uani 1 1 d . . .
H25 H 0.6687 0.5019 0.0921 0.073 Uiso 1 1 calc R . .
C26 C 0.56306(6) 0.73237(6) 0.10757(4) 0.0657(3) Uani 1 1 d . . .
C27 C 0.53819(6) 0.80834(5) 0.10889(3) 0.0474(3) Uani 1 1 d . . .
C28 C 0.55038(7) 0.85537(6) 0.15421(4) 0.0870(4) Uani 1 1 d . . .
H28 H 0.5665 0.8353 0.1841 0.104 Uiso 1 1 calc R . .
C29 C 0.53902(7) 0.93280(6) 0.15628(4) 0.0819(4) Uani 1 1 d . . .
H29 H 0.5541 0.9678 0.1866 0.098 Uiso 1 1 calc R . .
C30 C 0.50657(6) 0.95846(5) 0.11523(3) 0.0509(3) Uani 1 1 d . . .
C31 C 0.48121(7) 0.90240(6) 0.07335(4) 0.0819(4) Uani 1 1 d . . .
H31 H 0.4513 0.9136 0.0461 0.098 Uiso 1 1 calc R . .
C32 C 0.49838(7) 0.82735(6) 0.06940(4) 0.0695(4) Uani 1 1 d . . .
H32 H 0.4820 0.7913 0.0394 0.083 Uiso 1 1 calc R . .
N11 N 0.84868(6) 0.15132(6) 0.1667 0.598(4) Uani 1 2 d SD . .
N21 N 0.66377(4) 0.51752(4) 0.01932(2) 0.0423(2) Uani 1 1 d . . .
N22 N 0.56790(5) 0.69885(5) 0.06025(3) 0.0557(3) Uani 1 1 d . . .
H22 H 0.5506 0.7195 0.0344 0.067 Uiso 1 1 calc R . .
O11 O 0.70734(4) 0.38100(4) 0.07119(2) 0.0531(2) Uani 1 1 d . . .
O12 O 0.76432(4) 0.30400(4) 0.03057(2) 0.0631(3) Uani 1 1 d . . .
O13 O 0.93479(9) 0.19876(11) 0.13803(8) 0.3474(11) Uani 1 1 d D . .
O21 O 0.57917(6) 0.70321(5) 0.14618(3) 0.1531(3) Uani 1 1 d . . .
Zn1 Zn 0.715394(5) 0.430788(10) 0.0000 0.03609(3) Uani 1 2 d S . .


_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
C11 O12 1.2242(11) . ?
C11 O11 1.2547(13) . ?
C11 C12 1.5084(12) . ?
C12 C14 1.3700(19) . ?
C12 C13 1.3931(10) . ?
C13 C12 1.3931(10) 10_665 ?
C13 H13 0.9300 . ?
C14 C15 1.2991(14) . ?
C14 H14 0.9300 . ?
C15 C14 1.2992(14) 10_665 ?
C15 N11 1.463(2) . ?
C21 N21 1.3094(14) . ?
C21 C22 1.4024(18) . ?
C21 H21 0.9300 . ?
C22 C23 1.3569(14) . ?
C22 H22A 0.9300 . ?
C23 C24 1.3624(15) . ?
C23 N22 1.3842(14) . ?
C24 C25 1.3762(17) . ?
C24 H24 0.9300 . ?
C25 N21 1.2781(11) . ?
C25 H25 0.9300 . ?
C26 O21 1.1936(13) . ?
C26 N22 1.3593(12) . ?
C26 C27 1.5072(16) . ?
C27 C32 1.3336(15) . ?
C27 C28 1.3623(14) . ?
C28 C29 1.3870(17) . ?
C28 H28 0.9300 . ?
C29 C30 1.3485(15) . ?
C29 H29 0.9300 . ?
C30 C31 1.3471(13) . ?
C30 C30 1.496(2) 4_675 ?
C31 C32 1.4103(18) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
N11 O13 1.4408(16) 10_665 ?
N11 O13 1.4406(16) . ?
N21 Zn1 2.0663(8) . ?
N22 H22 0.8600 . ?
O11 Zn1 1.9893(6) . ?
Zn1 O11 1.9893(6) 11_655 ?
Zn1 N21 2.0663(8) 11_655 ?

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
O12 C11 O11 124.59(8) . . ?
O12 C11 C12 117.45(10) . . ?
O11 C11 C12 117.93(8) . . ?
C14 C12 C13 117.59(9) . . ?
C14 C12 C11 119.44(9) . . ?
C13 C12 C11 122.97(9) . . ?
C12 C13 C12 121.67(12) 10_665 . ?
C12 C13 H13 119.2 10_665 . ?
C12 C13 H13 119.2 . . ?
C15 C14 C12 116.42(11) . . ?
C15 C14 H14 121.8 . . ?
C12 C14 H14 121.8 . . ?
C14 C15 C14 130.30(17) 10_665 . ?
C14 C15 N11 114.85(8) 10_665 . ?
C14 C15 N11 114.85(8) . . ?
N21 C21 C22 121.94(9) . . ?
N21 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C23 C22 C21 120.79(10) . . ?
C23 C22 H22A 119.6 . . ?
C21 C22 H22A 119.6 . . ?
C22 C23 C24 114.98(10) . . ?
C22 C23 N22 119.62(9) . . ?
C24 C23 N22 125.38(8) . . ?
C23 C24 C25 120.76(9) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
N21 C25 C24 124.06(10) . . ?
N21 C25 H25 118.0 . . ?
C24 C25 H25 118.0 . . ?
O21 C26 N22 120.86(11) . . ?
O21 C26 C27 121.90(9) . . ?
N22 C26 C27 117.23(9) . . ?
C32 C27 C28 118.00(11) . . ?
C32 C27 C26 123.61(9) . . ?
C28 C27 C26 118.19(9) . . ?
C27 C28 C29 120.79(10) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 121.37(9) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
C31 C30 C29 116.63(10) . . ?
C31 C30 C30 119.67(8) . 4_675 ?
C29 C30 C30 123.62(6) . 4_675 ?
C30 C31 C32 122.31(11) . . ?
C30 C31 H31 118.8 . . ?
C32 C31 H31 118.8 . . ?
C27 C32 C31 119.61(9) . . ?
C27 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
O13 N11 O13 134.7(2) 10_665 . ?
O13 N11 C15 112.64(10) 10_665 . ?
O13 N11 C15 112.65(10) . . ?
C25 N21 C21 117.37(10) . . ?
C25 N21 Zn1 120.34(7) . . ?
C21 N21 Zn1 122.26(7) . . ?
C26 N22 C23 128.66(9) . . ?
C26 N22 H22 115.7 . . ?
C23 N22 H22 115.7 . . ?
C11 O11 Zn1 108.17(5) . . ?
O11 Zn1 O11 137.94(3) . 11_655 ?
O11 Zn1 N21 95.75(3) . . ?
O11 Zn1 N21 109.38(2) 11_655 . ?
O11 Zn1 N21 109.38(2) . 11_655 ?
O11 Zn1 N21 95.75(3) 11_655 11_655 ?
N21 Zn1 N21 105.98(3) . 11_655 ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.085
####################################################################### 
# 
# 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_5
_audit_block_doi                 10.5517/ccy7j5v
_database_code_depnum_ccdc_archive 'CCDC 871167'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/c2cc32103c 2012
_audit_update_record             
;
2012-03-12 deposited with the CCDC.
2015-08-20 downloaded from the CCDC.
;
#TrackingRef '5.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H21 N4 O8 Zn'
_chemical_formula_weight         666.91

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   P6(4)22

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+2/3'
'-y, x-y, z+1/3'
'-x, -y, z'
'-x+y, -x, z+2/3'
'y, -x+y, z+1/3'
'-y, -x, -z+1/3'
'x-y, -y, -z'
'x, x-y, -z+2/3'
'y, x, -z+1/3'
'-x+y, y, -z'
'-x, -x+y, -z+2/3'

_cell_length_a                   16.5097(2)
_cell_length_b                   16.5097(2)
_cell_length_c                   25.4661(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6011.34(16)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9315
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      22.13

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2046
_exptl_absorpt_coefficient_mu    0.658
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8528
_exptl_absorpt_correction_T_max  0.8581
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29998
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.42
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3547
_reflns_number_gt                2874
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1594P)²+0.0159P] 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     SHELXL
_refine_ls_extinction_coef       0.0084(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(3)
_refine_ls_number_reflns         3547
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0794
_refine_ls_wR_factor_ref         0.2301
_refine_ls_wR_factor_gt          0.2169
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_restrained_S_all      1.134
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.7399(5) 0.4162(5) 0.0967(2) 0.0597(16) Uani 1 1 d . . .
C13 C 0.7096(3) 0.4192(6) 0.0000 0.057(2) Uani 1 2 d S . .
H13 H 0.6771 0.3541 0.0000 0.069 Uiso 1 2 calc SR . .
C30 C 0.5093(5) -0.4508(4) 0.0552(2) 0.0628(16) Uani 1 1 d . . .
C25 C 0.6029(5) -0.0354(4) 0.1204(2) 0.0556(16) Uani 1 1 d . . .
C27 C 0.5487(6) -0.2672(4) 0.0608(3) 0.0658(18) Uani 1 1 d . . .
C12 C 0.7466(5) 0.4665(4) 0.0464(3) 0.0666(19) Uani 1 1 d . . .
C23 C 0.6082(6) -0.0095(5) 0.1706(2) 0.077(2) Uani 1 1 d . . .
H23 H 0.5921 -0.0538 0.1970 0.092 Uiso 1 1 calc R . .
C24 C 0.6374(6) 0.0827(5) 0.1838(2) 0.083(2) Uani 1 1 d . . .
H24 H 0.6395 0.0985 0.2190 0.100 Uiso 1 1 calc R . .
C26 C 0.5738(8) -0.1665(5) 0.0613(3) 0.094(3) Uani 1 1 d . . .
C32 C 0.5063(8) -0.3270(6) 0.1005(4) 0.100(3) Uani 1 1 d . . .
H32 H 0.4929 -0.3074 0.1319 0.119 Uiso 1 1 calc R . .
C21 C 0.6548(6) 0.1226(5) 0.0985(2) 0.076(2) Uani 1 1 d . . .
H21 H 0.6678 0.1672 0.0726 0.091 Uiso 1 1 calc R . .
C22 C 0.6293(7) 0.0345(5) 0.0829(3) 0.090(3) Uani 1 1 d . . .
H22 H 0.6296 0.0211 0.0475 0.108 Uiso 1 1 calc R . .
C31 C 0.4837(9) -0.4181(6) 0.0930(4) 0.122(4) Uani 1 1 d . . .
H31 H 0.4454 -0.4608 0.1183 0.147 Uiso 1 1 calc R . .
C28 C 0.5606(13) -0.3023(8) 0.0156(4) 0.162(7) Uani 1 1 d . . .
H28 H 0.5838 -0.2648 -0.0141 0.194 Uiso 1 1 calc R . .
C14 C 0.7904(10) 0.5625(5) 0.0470(4) 0.143(6) Uani 1 1 d . . .
H14 H 0.8097 0.5947 0.0787 0.171 Uiso 1 1 calc R . .
C29 C 0.5373(14) -0.3963(7) 0.0143(4) 0.171(8) Uani 1 1 d . . .
H29 H 0.5420 -0.4212 -0.0176 0.206 Uiso 1 1 calc R . .
C15 C 0.8058(4) 0.6116(8) 0.0000 0.213(15) Uani 1 2 d S . .
C16 C 0.8597(6) 0.7194(11) 0.0000 0.35(3) Uani 1 2 d S . .
N21 N 0.6622(3) 0.1489(3) 0.14774(18) 0.0537(12) Uani 1 1 d . . .
N22 N 0.5727(5) -0.1284(3) 0.10820(19) 0.0659(15) Uani 1 1 d . . .
H22A H 0.5502 -0.1670 0.1340 0.079 Uiso 1 1 calc R . .
O11 O 0.7068(3) 0.3297(3) 0.09516(16) 0.0636(12) Uani 1 1 d . . .
O12 O 0.7662(4) 0.4627(4) 0.13858(19) 0.0831(15) Uani 1 1 d . . .
O21 O 0.5991(10) -0.1181(5) 0.0221(2) 0.221(7) Uani 1 1 d . . .
O13 O 0.9087(16) 0.7605(7) 0.0366(4) 0.360(14) Uani 1 1 d . . .
Zn1 Zn 0.71280(3) 0.28720(3) 0.1667 0.0471(3) Uani 1 2 d S . .


_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
C11 O11 1.248(8) . ?
C11 O12 1.258(8) . ?
C11 C12 1.501(9) . ?
C13 C12 1.379(7) . ?
C13 C12 1.379(7) 11_655 ?
C13 H13 0.9300 . ?
C30 C31 1.277(11) . ?
C30 C29 1.301(11) . ?
C30 C30 1.493(13) 4_645 ?
C25 C23 1.338(9) . ?
C25 C22 1.389(8) . ?
C25 N22 1.391(7) . ?
C27 C32 1.340(10) . ?
C27 C28 1.346(12) . ?
C27 C26 1.498(9) . ?
C12 C14 1.374(10) . ?
C23 C24 1.388(11) . ?
C23 H23 0.9300 . ?
C24 N21 1.325(8) . ?
C24 H24 0.9300 . ?
C26 O21 1.215(9) . ?
C26 N22 1.355(9) . ?
C32 C31 1.370(12) . ?
C32 H32 0.9300 . ?
C21 N21 1.313(8) . ?
C21 C22 1.354(10) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C31 H31 0.9300 . ?
C28 C29 1.401(13) . ?
C28 H28 0.9300 . ?
C14 C15 1.396(10) . ?
C14 H14 0.9300 . ?
C29 H29 0.9300 . ?
C15 C14 1.396(10) 11_655 ?
C15 C16 1.541(19) . ?
C16 O13 1.197(13) . ?
C16 O13 1.197(13) 11_655 ?
N21 Zn1 2.058(5) . ?
N22 H22A 0.8600 . ?
O11 Zn1 1.971(4) . ?
Zn1 O11 1.971(4) 7_665 ?
Zn1 N21 2.058(5) 7_665 ?

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 C11 O12 123.0(7) . . ?
O11 C11 C12 118.5(5) . . ?
O12 C11 C12 118.6(6) . . ?
C12 C13 C12 121.2(8) . 11_655 ?
C12 C13 H13 119.4 . . ?
C12 C13 H13 119.4 11_655 . ?
C31 C30 C29 112.9(7) . . ?
C31 C30 C30 121.9(6) . 4_645 ?
C29 C30 C30 124.1(5) . 4_645 ?
C23 C25 C22 116.5(6) . . ?
C23 C25 N22 119.8(5) . . ?
C22 C25 N22 123.7(5) . . ?
C32 C27 C28 117.5(7) . . ?
C32 C27 C26 124.4(7) . . ?
C28 C27 C26 117.8(7) . . ?
C14 C12 C13 119.5(7) . . ?
C14 C12 C11 118.6(6) . . ?
C13 C12 C11 121.8(6) . . ?
C25 C23 C24 120.9(6) . . ?
C25 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
N21 C24 C23 122.1(6) . . ?
N21 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
O21 C26 N22 119.9(6) . . ?
O21 C26 C27 122.4(7) . . ?
N22 C26 C27 117.5(6) . . ?
C27 C32 C31 117.4(8) . . ?
C27 C32 H32 121.3 . . ?
C31 C32 H32 121.3 . . ?
N21 C21 C22 124.2(6) . . ?
N21 C21 H21 117.9 . . ?
C22 C21 H21 117.9 . . ?
C21 C22 C25 119.5(6) . . ?
C21 C22 H22 120.3 . . ?
C25 C22 H22 120.3 . . ?
C30 C31 C32 127.1(9) . . ?
C30 C31 H31 116.4 . . ?
C32 C31 H31 116.4 . . ?
C27 C28 C29 118.7(9) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 H28 120.7 . . ?
C12 C14 C15 119.8(8) . . ?
C12 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C30 C29 C28 123.6(9) . . ?
C30 C29 H29 118.2 . . ?
C28 C29 H29 118.2 . . ?
C14 C15 C14 119.6(10) 11_655 . ?
C14 C15 C16 120.2(5) 11_655 . ?
C14 C15 C16 120.2(5) . . ?
O13 C16 O13 121.2(17) . 11_655 ?
O13 C16 C15 119.4(8) . . ?
O13 C16 C15 119.4(9) 11_655 . ?
C21 N21 C24 116.7(6) . . ?
C21 N21 Zn1 120.7(4) . . ?
C24 N21 Zn1 122.6(4) . . ?
C26 N22 C25 128.9(5) . . ?
C26 N22 H22A 115.5 . . ?
C25 N22 H22A 115.5 . . ?
C11 O11 Zn1 107.9(4) . . ?
O11 Zn1 O11 138.9(3) 7_665 . ?
O11 Zn1 N21 96.53(18) 7_665 7_665 ?
O11 Zn1 N21 108.34(19) . 7_665 ?
O11 Zn1 N21 108.34(19) 7_665 . ?
O11 Zn1 N21 96.53(18) . . ?
N21 Zn1 N21 104.9(3) 7_665 . ?

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
C12 C13 C12 C14 3.4(9) 11_655 . . . ?
C12 C13 C12 C11 -177.1(8) 11_655 . . . ?
O11 C11 C12 C14 -174.4(10) . . . . ?
O12 C11 C12 C14 7.0(13) . . . . ?
O11 C11 C12 C13 6.1(10) . . . . ?
O12 C11 C12 C13 -172.5(6) . . . . ?
C22 C25 C23 C24 1.0(12) . . . . ?
N22 C25 C23 C24 -179.5(8) . . . . ?
C25 C23 C24 N21 -0.9(13) . . . . ?
C32 C27 C26 O21 -168.7(13) . . . . ?
C28 C27 C26 O21 4(2) . . . . ?
C32 C27 C26 N22 15.0(16) . . . . ?
C28 C27 C26 N22 -172.1(12) . . . . ?
C28 C27 C32 C31 3.8(17) . . . . ?
C26 C27 C32 C31 176.8(11) . . . . ?
N21 C21 C22 C25 4.6(16) . . . . ?
C23 C25 C22 C21 -2.7(14) . . . . ?
N22 C25 C22 C21 177.8(9) . . . . ?
C29 C30 C31 C32 -20(2) . . . . ?
C30 C30 C31 C32 171.5(11) 4_645 . . . ?
C27 C32 C31 C30 10(2) . . . . ?
C32 C27 C28 C29 -6(2) . . . . ?
C26 C27 C28 C29 -179.8(15) . . . . ?
C13 C12 C14 C15 -6.8(17) . . . . ?
C11 C12 C14 C15 173.7(9) . . . . ?
C31 C30 C29 C28 16(2) . . . . ?
C30 C30 C29 C28 -175.6(15) 4_645 . . . ?
C27 C28 C29 C30 -4(3) . . . . ?
C12 C14 C15 C14 3.4(9) . . . 11_655 ?
C12 C14 C15 C16 -176.6(9) . . . . ?
C14 C15 C16 O13 -160.3(15) 11_655 . . . ?
C14 C15 C16 O13 19.7(15) . . . . ?
C14 C15 C16 O13 19.7(15) 11_655 . . 11_655 ?
C14 C15 C16 O13 -160.3(15) . . . 11_655 ?
C22 C21 N21 C24 -4.4(13) . . . . ?
C22 C21 N21 Zn1 174.5(8) . . . . ?
C23 C24 N21 C21 2.4(12) . . . . ?
C23 C24 N21 Zn1 -176.4(6) . . . . ?
O21 C26 N22 C25 -4.4(18) . . . . ?
C27 C26 N22 C25 171.9(8) . . . . ?
C23 C25 N22 C26 -170.6(9) . . . . ?
C22 C25 N22 C26 9.0(14) . . . . ?
O12 C11 O11 Zn1 -3.6(8) . . . . ?
C12 C11 O11 Zn1 177.8(5) . . . . ?
C11 O11 Zn1 O11 55.6(4) . . . 7_665 ?
C11 O11 Zn1 N21 -68.6(5) . . . 7_665 ?
C11 O11 Zn1 N21 -176.6(5) . . . . ?
C21 N21 Zn1 O11 158.9(6) . . . 7_665 ?
C24 N21 Zn1 O11 -22.3(6) . . . 7_665 ?
C21 N21 Zn1 O11 12.1(6) . . . . ?
C24 N21 Zn1 O11 -169.1(6) . . . . ?
C21 N21 Zn1 N21 -98.9(6) . . . 7_665 ?
C24 N21 Zn1 N21 79.9(6) . . . 7_665 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.714
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.175
