# Electronic Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013


data_global
_journal_name_full               'New J.Chem.'
_journal_coden_cambridge         0440
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       ngzhe438@qq.com
loop_
_publ_author_name
'Ming-Fang Wang'
'Zhi-Peng Zheng'
'Qingguang Zhan'
'Li-Mei Chang'
'Hong-Guang Jin'
'Hui-Min Peng'
'Yue-Peng Cai'

# Attachment '3.cif'

data_w201008162_0m
_database_code_depnum_ccdc_archive 'CCDC 849591'
#TrackingRef '3.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 N2 O10 Zn, C6 H6'
_chemical_formula_sum            'C28 H22 N2 O10 Zn'
_chemical_formula_weight         611.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.912(4)
_cell_length_b                   7.1061(15)
_cell_length_c                   20.966(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.440(2)
_cell_angle_gamma                90.00
_cell_volume                     2546.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1551
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      22.85

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256.0
_exptl_absorpt_coefficient_mu    1.031
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.773
_exptl_absorpt_correction_T_max  0.857
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6252
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         25.20
_reflns_number_total             2300
_reflns_number_gt                1694
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1077P)^2^+10.9015P] where P=(Fo^2^+2Fc^2^)/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         2300
_refine_ls_number_parameters     189
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_ref         0.2094
_refine_ls_wR_factor_gt          0.1918
_refine_ls_goodness_of_fit_ref   1.127
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.5000 0.0000 0.0385(4) Uani 1 2 d S . .
O5 O 0.8781(2) 0.4880(6) 0.0025(2) 0.0444(11) Uani 1 1 d . . .
N1 N 0.6310(2) 0.5193(6) 0.0439(2) 0.0255(9) Uani 1 1 d . . .
C3 C 0.7535(3) 0.5030(7) 0.0181(2) 0.0266(11) Uani 1 1 d . . .
C2 C 0.6699(3) 0.4958(7) -0.0004(2) 0.0253(10) Uani 1 1 d . . .
C4 C 0.8078(3) 0.4790(7) -0.0252(3) 0.0338(12) Uani 1 1 d . . .
O4 O 0.7806(2) 0.4458(8) -0.0871(2) 0.0573(13) Uani 1 1 d . . .
H4 H 0.7331 0.4617 -0.0991 0.086 Uiso 1 1 calc R . .
C1 C 0.6155(3) 0.4562(8) -0.0700(2) 0.0317(12) Uani 1 1 d . . .
C11 C 0.6706(3) 0.5500(7) 0.1101(3) 0.0298(12) Uani 1 1 d . . .
C6 C 0.7533(3) 0.5595(8) 0.1322(3) 0.0321(11) Uani 1 1 d . . .
C5 C 0.7922(3) 0.5341(8) 0.0845(3) 0.0345(13) Uani 1 1 d . . .
H5 H 0.8466 0.5383 0.0981 0.041 Uiso 1 1 calc R . .
C10 C 0.6302(3) 0.5738(10) 0.1576(3) 0.0431(14) Uani 1 1 d . . .
H11 H 0.5758 0.5711 0.1441 0.052 Uiso 1 1 calc R . .
O2 O 0.6412(2) 0.4344(8) -0.11862(19) 0.0564(13) Uani 1 1 d . . .
O1 O 0.5444(2) 0.4464(6) -0.07681(17) 0.0373(9) Uani 1 1 d . . .
O3 O 0.4925(2) 0.7785(6) -0.0270(2) 0.0454(10) Uani 1 1 d . . .
H3A H 0.4731 0.8661 -0.0031 0.054 Uiso 1 1 calc R . .
H3B H 0.5084 0.8172 -0.0633 0.054 Uiso 1 1 calc R . .
C9 C 0.6705(3) 0.6007(10) 0.2233(3) 0.0482(16) Uani 1 1 d . . .
H9 H 0.6431 0.6124 0.2544 0.058 Uiso 1 1 calc R . .
C8 C 0.7520(3) 0.6110(10) 0.2447(3) 0.0475(16) Uani 1 1 d . . .
H8 H 0.7784 0.6318 0.2896 0.057 Uiso 1 1 calc R . .
C7 C 0.7924(3) 0.5910(10) 0.2004(3) 0.0451(15) Uani 1 1 d . . .
H7 H 0.8467 0.5979 0.2150 0.054 Uiso 1 1 calc R . .
C13 C 0.0020(4) 0.4747(13) 0.1945(4) 0.072(3) Uani 1 1 d D . .
H13 H 0.0032 0.4095 0.1563 0.086 Uiso 1 1 calc R . .
C15 C 0.0000 0.7583(15) 0.2500 0.064(3) Uani 1 2 d S . .
H15 H 0.0000 0.8892 0.2500 0.077 Uiso 1 2 calc SR . .
C14 C 0.0025(4) 0.6610(14) 0.1945(3) 0.067(2) Uani 1 1 d . . .
H14 H 0.0044 0.7260 0.1565 0.080 Uiso 1 1 calc R . .
C12 C 0.0000 0.3776(16) 0.2500 0.091(5) Uani 1 2 d SD . .
H12 H 0.0000 0.2468 0.2500 0.109 Uiso 1 2 calc SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0232(5) 0.0548(6) 0.0378(6) -0.0051(4) 0.0099(4) -0.0002(4)
O5 0.013(2) 0.067(3) 0.055(3) -0.007(2) 0.0128(17) -0.0029(16)
N1 0.0096(19) 0.040(2) 0.026(2) -0.0033(17) 0.0039(15) 0.0012(15)
C3 0.015(2) 0.034(3) 0.031(3) 0.002(2) 0.0069(19) 0.0016(19)
C2 0.016(2) 0.029(2) 0.030(3) 0.001(2) 0.0055(19) 0.0025(18)
C4 0.024(3) 0.038(3) 0.044(3) 0.001(2) 0.017(2) 0.000(2)
O4 0.025(2) 0.113(4) 0.039(2) -0.002(2) 0.0183(18) 0.003(2)
C1 0.019(3) 0.049(3) 0.025(3) -0.002(2) 0.004(2) 0.002(2)
C11 0.012(2) 0.043(3) 0.032(3) -0.001(2) 0.0026(19) 0.001(2)
C6 0.018(2) 0.045(3) 0.029(3) -0.001(2) 0.002(2) 0.000(2)
C5 0.011(2) 0.052(4) 0.038(3) -0.002(2) 0.003(2) -0.002(2)
C10 0.018(3) 0.079(4) 0.032(3) -0.011(3) 0.005(2) -0.002(3)
O2 0.024(2) 0.119(4) 0.026(2) -0.009(2) 0.0080(16) 0.000(2)
O1 0.0149(18) 0.070(3) 0.0267(18) -0.0108(17) 0.0056(14) 0.0014(16)
O3 0.034(2) 0.043(2) 0.065(3) -0.003(2) 0.0245(18) -0.0002(17)
C9 0.030(3) 0.083(5) 0.033(3) -0.009(3) 0.011(2) 0.003(3)
C8 0.034(3) 0.075(5) 0.025(3) -0.007(3) -0.003(2) 0.001(3)
C7 0.022(3) 0.075(4) 0.032(3) -0.008(3) -0.001(2) -0.005(3)
C13 0.033(4) 0.099(8) 0.075(5) -0.034(5) 0.003(4) 0.002(4)
C15 0.035(5) 0.051(6) 0.096(9) 0.000 0.004(5) 0.000
C14 0.030(3) 0.113(8) 0.050(4) 0.028(4) 0.002(3) 0.007(4)
C12 0.029(5) 0.049(7) 0.182(16) 0.000 0.014(7) 0.000

_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 2.034(3) 5_665 ?
Zn1 O1 2.034(3) . ?
Zn1 O3 2.052(4) 5_665 ?
Zn1 O3 2.052(4) . ?
Zn1 N1 2.254(4) 5_665 ?
Zn1 N1 2.254(4) . ?
O5 C4 1.221(7) . ?
N1 C2 1.328(6) . ?
N1 C11 1.374(6) . ?
C3 C5 1.373(7) . ?
C3 C2 1.430(7) . ?
C3 C4 1.526(7) . ?
C2 C1 1.518(7) . ?
C4 O4 1.264(7) . ?
O4 H4 0.8200 . ?
C1 O1 1.241(6) . ?
C1 O2 1.248(6) . ?
C11 C10 1.404(7) . ?
C11 C6 1.416(7) . ?
C6 C5 1.392(7) . ?
C6 C7 1.409(7) . ?
C5 H5 0.9300 . ?
C10 C9 1.364(8) . ?
C10 H11 0.9300 . ?
O3 H3A 0.9300 . ?
O3 H3B 0.9300 . ?
C9 C8 1.394(8) . ?
C9 H9 0.9300 . ?
C8 C7 1.346(8) . ?
C8 H8 0.9300 . ?
C7 H7 0.9300 . ?
C13 C14 1.324(12) . ?
C13 C12 1.363(10) . ?
C13 H13 0.9300 . ?
C15 C14 1.366(10) . ?
C15 C14 1.366(10) 2 ?
C15 H15 0.9300 . ?
C14 H14 0.9300 . ?
C12 C13 1.363(10) 2 ?
C12 H12 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
O1 Zn1 O1 180.00(15) 5_665 . ?
O1 Zn1 O3 88.34(16) 5_665 5_665 ?
O1 Zn1 O3 91.66(16) . 5_665 ?
O1 Zn1 O3 91.66(16) 5_665 . ?
O1 Zn1 O3 88.34(16) . . ?
O3 Zn1 O3 180.0(3) 5_665 . ?
O1 Zn1 N1 74.23(14) 5_665 5_665 ?
O1 Zn1 N1 105.77(14) . 5_665 ?
O3 Zn1 N1 91.62(14) 5_665 5_665 ?
O3 Zn1 N1 88.38(14) . 5_665 ?
O1 Zn1 N1 105.77(14) 5_665 . ?
O1 Zn1 N1 74.23(14) . . ?
O3 Zn1 N1 88.38(14) 5_665 . ?
O3 Zn1 N1 91.62(14) . . ?
N1 Zn1 N1 180.0(2) 5_665 . ?
C2 N1 C11 120.5(4) . . ?
C2 N1 Zn1 114.1(3) . . ?
C11 N1 Zn1 125.4(3) . . ?
C5 C3 C2 116.8(4) . . ?
C5 C3 C4 113.7(4) . . ?
C2 C3 C4 129.4(5) . . ?
N1 C2 C3 122.1(4) . . ?
N1 C2 C1 112.0(4) . . ?
C3 C2 C1 125.9(4) . . ?
O5 C4 O4 121.5(5) . . ?
O5 C4 C3 117.5(5) . . ?
O4 C4 C3 121.0(5) . . ?
C4 O4 H4 109.5 . . ?
O1 C1 O2 121.0(5) . . ?
O1 C1 C2 117.6(4) . . ?
O2 C1 C2 121.4(4) . . ?
N1 C11 C10 121.1(4) . . ?
N1 C11 C6 120.6(4) . . ?
C10 C11 C6 118.3(5) . . ?
C5 C6 C7 123.1(5) . . ?
C5 C6 C11 117.4(4) . . ?
C7 C6 C11 119.5(5) . . ?
C3 C5 C6 122.6(4) . . ?
C3 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?
C9 C10 C11 120.3(5) . . ?
C9 C10 H11 119.9 . . ?
C11 C10 H11 119.9 . . ?
C1 O1 Zn1 121.9(3) . . ?
Zn1 O3 H3A 120.0 . . ?
Zn1 O3 H3B 120.0 . . ?
H3A O3 H3B 120.0 . . ?
C10 C9 C8 121.2(5) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C7 C8 C9 120.0(5) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C7 C6 120.8(5) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C14 C13 C12 120.5(8) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C14 C15 C14 119.2(10) . 2 ?
C14 C15 H15 120.4 . . ?
C14 C15 H15 120.4 2 . ?
C13 C14 C15 120.3(8) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C13 C12 C13 119.2(11) 2 . ?
C13 C12 H12 120.4 2 . ?
C13 C12 H12 120.4 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.118
################## END ###############
data_849595(4)
_database_code_depnum_ccdc_archive 'CCDC 849597'
#TrackingRef '- eight cif files.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 N2 O10 Zn'
_chemical_formula_sum            'C22 H16 N2 O10 Zn'
_chemical_formula_weight         533.76

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'
Co Co 0.3494 0.9721 '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           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  -P1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4062(17)
_cell_length_b                   9.136(2)
_cell_length_c                   9.415(3)
_cell_angle_alpha                110.466(4)
_cell_angle_beta                 98.320(4)
_cell_angle_gamma                111.664(3)
_cell_volume                     526.6(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    631
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      25.12

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             272.0
_exptl_absorpt_coefficient_mu    1.232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.730
_exptl_absorpt_correction_T_max  0.831
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2731
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         25.20
_reflns_number_total             1899
_reflns_number_gt                1581
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. The water H atoms were
located and isotropically refined, with the O-H and H...H for water
molecule distances restrained to 0.85(1) and 1.43(2)\%A, respectively.
U~iso~ values were set equal to 1.5U~eq~(parent atom) for water H atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+1.9264P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1861
_refine_ls_number_parameters     165
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1442
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.045
_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
Zn1 Zn 0.0000 0.0000 0.5000 0.0363(3) Uani 1 2 d S . .
O2 O 0.0983(5) 0.2570(4) 0.6464(4) 0.0325(8) Uani 1 1 d . . .
O1 O 0.1960(6) 0.5253(4) 0.6762(4) 0.0432(10) Uani 1 1 d . . .
O4 O 0.3057(6) 0.7025(4) 0.5402(4) 0.0422(9) Uani 1 1 d . . .
H4 H 0.2633 0.6359 0.5837 0.063 Uiso 1 1 d R . .
O5 O 0.3837(6) 0.6805(4) 0.3209(5) 0.0462(10) Uani 1 1 d . . .
O3 O -0.2783(5) -0.0151(4) 0.3924(4) 0.0320(8) Uani 1 1 d D . .
H3A H -0.3731 -0.1031 0.3847 0.048 Uiso 1 1 calc RD . .
N1 N 0.1558(5) 0.1433(4) 0.3707(4) 0.0220(8) Uani 1 1 d . . .
C1 C 0.1601(7) 0.3690(6) 0.5961(5) 0.0273(10) Uani 1 1 d . . .
C4 C 0.3223(7) 0.6138(6) 0.4060(6) 0.0313(11) Uani 1 1 d . . .
C3 C 0.2644(7) 0.4190(5) 0.3524(5) 0.0240(10) Uani 1 1 d . . .
C2 C 0.1940(7) 0.3117(5) 0.4325(5) 0.0227(9) Uani 1 1 d . . .
C11 C 0.1915(7) 0.0699(5) 0.2306(5) 0.0234(9) Uani 1 1 d . . .
C10 C 0.1699(8) -0.1037(6) 0.1731(6) 0.0302(11) Uani 1 1 d . . .
H10 H 0.1345 -0.1673 0.2317 0.036 Uiso 1 1 calc R . .
C9 C 0.2015(8) -0.1766(6) 0.0313(6) 0.0343(11) Uani 1 1 d . . .
H9 H 0.1874 -0.2901 -0.0058 0.041 Uiso 1 1 calc R . .
C8 C 0.2549(8) -0.0836(7) -0.0597(6) 0.0348(12) Uani 1 1 d . . .
H8 H 0.2725 -0.1369 -0.1572 0.042 Uiso 1 1 calc R . .
C7 C 0.2812(7) 0.0842(6) -0.0057(6) 0.0315(11) Uani 1 1 d . . .
H7 H 0.3171 0.1455 -0.0662 0.038 Uiso 1 1 calc R . .
C6 C 0.2540(7) 0.1656(6) 0.1420(5) 0.0264(10) Uani 1 1 d . . .
C5 C 0.2878(7) 0.3406(6) 0.2079(6) 0.0285(10) Uani 1 1 d . . .
H5 H 0.3276 0.4058 0.1512 0.034 Uiso 1 1 calc R . .
H3B H -0.272(8) 0.085(3) 0.414(7) 0.06(2) Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0486(6) 0.0247(5) 0.0367(5) 0.0137(4) 0.0173(4) 0.0161(4)
O2 0.051(2) 0.0172(15) 0.0303(18) 0.0087(14) 0.0228(16) 0.0140(15)
O1 0.071(3) 0.0168(17) 0.040(2) 0.0078(15) 0.029(2) 0.0190(18)
O4 0.063(3) 0.0186(17) 0.046(2) 0.0146(16) 0.0175(19) 0.0185(17)
O5 0.062(3) 0.0226(18) 0.054(2) 0.0250(18) 0.019(2) 0.0111(17)
O3 0.0363(19) 0.0191(17) 0.040(2) 0.0152(16) 0.0113(16) 0.0102(15)
N1 0.027(2) 0.0158(17) 0.0245(19) 0.0095(15) 0.0095(16) 0.0100(16)
C1 0.031(3) 0.017(2) 0.029(2) 0.0056(19) 0.010(2) 0.010(2)
C4 0.029(3) 0.019(2) 0.041(3) 0.013(2) 0.004(2) 0.008(2)
C3 0.024(2) 0.017(2) 0.032(2) 0.0125(19) 0.0070(19) 0.0084(18)
C2 0.027(2) 0.016(2) 0.025(2) 0.0083(18) 0.0089(19) 0.0096(19)
C11 0.023(2) 0.020(2) 0.025(2) 0.0078(19) 0.0079(19) 0.0092(19)
C10 0.040(3) 0.024(2) 0.035(3) 0.015(2) 0.020(2) 0.018(2)
C9 0.038(3) 0.024(2) 0.036(3) 0.008(2) 0.013(2) 0.016(2)
C8 0.039(3) 0.037(3) 0.025(2) 0.008(2) 0.014(2) 0.018(2)
C7 0.032(3) 0.038(3) 0.030(3) 0.019(2) 0.014(2) 0.016(2)
C6 0.024(2) 0.029(2) 0.029(2) 0.015(2) 0.0087(19) 0.011(2)
C5 0.030(3) 0.024(2) 0.033(3) 0.017(2) 0.010(2) 0.009(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 2.031(3) 2_556 ?
Zn1 O2 2.031(3) . ?
Zn1 O3 2.093(3) 2_556 ?
Zn1 O3 2.093(3) . ?
Zn1 N1 2.221(3) 2_556 ?
Zn1 N1 2.221(3) . ?
O2 C1 1.240(5) . ?
O1 C1 1.260(5) . ?
O4 C4 1.293(6) . ?
O4 H4 0.8406 . ?
O5 C4 1.209(6) . ?
O3 H3A 0.8200 . ?
O3 H3B 0.849(18) . ?
N1 C2 1.338(5) . ?
N1 C11 1.368(6) . ?
C1 C2 1.534(6) . ?
C4 C3 1.533(6) . ?
C3 C5 1.368(6) . ?
C3 C2 1.434(6) . ?
C11 C6 1.414(6) . ?
C11 C10 1.421(6) . ?
C10 C9 1.365(7) . ?
C10 H10 0.9300 . ?
C9 C8 1.403(7) . ?
C9 H9 0.9300 . ?
C8 C7 1.362(7) . ?
C8 H8 0.9300 . ?
C7 C6 1.412(7) . ?
C7 H7 0.9300 . ?
C6 C5 1.404(6) . ?
C5 H5 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
O2 Zn1 O2 180.0(3) 2_556 . ?
O2 Zn1 O3 89.76(14) 2_556 2_556 ?
O2 Zn1 O3 90.24(14) . 2_556 ?
O2 Zn1 O3 90.24(14) 2_556 . ?
O2 Zn1 O3 89.76(14) . . ?
O3 Zn1 O3 180.00(9) 2_556 . ?
O2 Zn1 N1 75.24(13) 2_556 2_556 ?
O2 Zn1 N1 104.76(13) . 2_556 ?
O3 Zn1 N1 90.74(13) 2_556 2_556 ?
O3 Zn1 N1 89.26(13) . 2_556 ?
O2 Zn1 N1 104.76(13) 2_556 . ?
O2 Zn1 N1 75.24(13) . . ?
O3 Zn1 N1 89.26(13) 2_556 . ?
O3 Zn1 N1 90.74(13) . . ?
N1 Zn1 N1 180.0 2_556 . ?
C1 O2 Zn1 120.1(3) . . ?
C4 O4 H4 108.7 . . ?
Zn1 O3 H3A 109.5 . . ?
Zn1 O3 H3B 112(4) . . ?
H3A O3 H3B 128.6 . . ?
C2 N1 C11 120.4(4) . . ?
C2 N1 Zn1 113.4(3) . . ?
C11 N1 Zn1 125.7(3) . . ?
O2 C1 O1 121.6(4) . . ?
O2 C1 C2 117.8(4) . . ?
O1 C1 C2 120.6(4) . . ?
O5 C4 O4 121.8(4) . . ?
O5 C4 C3 118.6(4) . . ?
O4 C4 C3 119.6(4) . . ?
C5 C3 C2 116.9(4) . . ?
C5 C3 C4 113.7(4) . . ?
C2 C3 C4 129.4(4) . . ?
N1 C2 C3 121.8(4) . . ?
N1 C2 C1 111.2(4) . . ?
C3 C2 C1 127.0(4) . . ?
N1 C11 C6 120.9(4) . . ?
N1 C11 C10 120.4(4) . . ?
C6 C11 C10 118.7(4) . . ?
C9 C10 C11 119.7(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C9 C8 121.3(4) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C7 C8 C9 120.2(4) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C5 C6 C7 123.0(4) . . ?
C5 C6 C11 117.2(4) . . ?
C7 C6 C11 119.8(4) . . ?
C3 C5 C6 122.5(4) . . ?
C3 C5 H5 118.7 . . ?
C6 C5 H5 118.7 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.097

# Attachment '4.cif'

data_2011051918_0m
_database_code_depnum_ccdc_archive 'CCDC 849599'
#TrackingRef '4.cif'

_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C22 H12 N2 O8 Zn'

_chemical_formula_sum            'C22 H12 N2 O8 Zn'

_chemical_formula_weight         497.71

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           Monoclinic

_symmetry_space_group_name_H-M   P2(1)/n

loop_

_symmetry_equiv_pos_as_xyz

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

_cell_length_a                   12.693(4)

_cell_length_b                   5.7903(19)

_cell_length_c                   13.581(5)

_cell_angle_alpha                90.00

_cell_angle_beta                 115.966(4)

_cell_angle_gamma                90.00

_cell_volume                     897.4(5)

_cell_formula_units_Z            2

_cell_measurement_temperature    298(2)

_cell_measurement_reflns_used    646

_cell_measurement_theta_min      2.93

_cell_measurement_theta_max      22.54

_exptl_crystal_description       block

_exptl_crystal_colour            colorless

_exptl_crystal_size_max          0.26

_exptl_crystal_size_mid          0.22

_exptl_crystal_size_min          0.15

_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.842

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             504

_exptl_absorpt_coefficient_mu    1.431

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.7073

_exptl_absorpt_correction_T_max  0.8140

_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;

?

;

_diffrn_ambient_temperature      298(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'

_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'

_diffrn_measurement_method       '\f and \w scans'

_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         0

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        ?

_diffrn_reflns_number            4341

_diffrn_reflns_av_R_equivalents  0.0583

_diffrn_reflns_av_sigmaI/netI    0.0767

_diffrn_reflns_limit_h_min       -12

_diffrn_reflns_limit_h_max       15

_diffrn_reflns_limit_k_min       -6

_diffrn_reflns_limit_k_max       6

_diffrn_reflns_limit_l_min       -16

_diffrn_reflns_limit_l_max       14

_diffrn_reflns_theta_min         1.83

_diffrn_reflns_theta_max         25.20

_reflns_number_total             1609

_reflns_number_gt                1054

_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'

_computing_cell_refinement       'Bruker SAINT'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;

Refinement of F^2^ against ALL reflections. The weighted R-factor wR and

goodness of fit S are based on F^2^, conventional R-factors R are based

on F, with F set to zero for negative F^2^. The threshold expression of

F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is

not relevant to the choice of reflections for refinement. R-factors based

on F^2^ 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/[\s^2^(Fo^2^)+(0.0492P)^2^+0.8633P] where P=(Fo^2^+2Fc^2^)/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         1609

_refine_ls_number_parameters     152

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0892

_refine_ls_R_factor_gt           0.0512

_refine_ls_wR_factor_ref         0.1322

_refine_ls_wR_factor_gt          0.1146

_refine_ls_goodness_of_fit_ref   1.090

_refine_ls_restrained_S_all      1.090

_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

Zn1 Zn 1.0000 0.0000 1.0000 0.0290(3) Uani 1 2 d S . .
O1 O 0.9150(3) -0.2730(6) 0.9373(2) 0.0245(9) Uani 1 1 d . . .
O2 O 0.8331(3) -0.4821(6) 0.7856(2) 0.0244(8) Uani 1 1 d . . .
H2 H 0.8299 -0.5785 0.8284 0.037 Uiso 1 1 calc R . .
O3 O 0.6846(3) -0.2747(6) 0.5802(2) 0.0229(9) Uani 1 1 d . . .
O4 O 0.8115(3) -0.4356(7) 0.5286(3) 0.0355(11) Uani 1 1 d . . .
N1 N 0.9955(3) 0.0278(7) 0.8420(3) 0.0176(10) Uani 1 1 d . . .
C1 C 0.8858(4) -0.3086(10) 0.8372(4) 0.0206(12) Uani 1 1 d . . .
C2 C 0.9216(4) -0.1281(9) 0.7775(4) 0.0164(11) Uani 1 1 d . . .
C3 C 0.8839(4) -0.1405(9) 0.6633(3) 0.0179(11) Uani 1 1 d . . .
C4 C 0.7914(4) -0.3037(9) 0.5862(4) 0.0204(12) Uani 1 1 d . . .
C5 C 0.9311(4) 0.0150(10) 0.6184(4) 0.0238(12) Uani 1 1 d . . .
H5 H 0.9084 0.0114 0.5433 0.029 Uiso 1 1 calc R . .
C6 C 1.0133(4) 0.1802(10) 0.6829(4) 0.0217(12) Uani 1 1 d . . .
C7 C 1.0657(4) 0.3427(10) 0.6399(4) 0.0259(13) Uani 1 1 d . . .
H7 H 1.0479 0.3383 0.5659 0.031 Uiso 1 1 calc R . .
C8 C 1.1410(4) 0.5036(10) 0.7048(4) 0.0279(12) Uani 1 1 d . . .
H8 H 1.1753 0.6080 0.6755 0.033 Uiso 1 1 calc R . .
C9 C 1.1675(4) 0.5134(10) 0.8165(4) 0.0280(13) Uani 1 1 d . . .
H9 H 1.2174 0.6282 0.8600 0.034 Uiso 1 1 calc R . .
C10 C 1.1216(4) 0.3583(10) 0.8620(4) 0.0268(13) Uani 1 1 d . . .
H10 H 1.1423 0.3653 0.9367 0.032 Uiso 1 1 calc R . .
C11 C 1.0433(4) 0.1876(9) 0.7975(4) 0.0198(11) Uani 1 1 d . . .

loop_

_atom_site_aniso_label

_atom_site_aniso_U_11

_atom_site_aniso_U_22

_atom_site_aniso_U_33

_atom_site_aniso_U_23

_atom_site_aniso_U_13

_atom_site_aniso_U_12

Zn1 0.0362(5) 0.0287(6) 0.0211(5) -0.0006(4) 0.0117(4) -0.0059(5)
O1 0.036(2) 0.024(2) 0.0142(17) 0.0015(16) 0.0110(15) -0.0053(17)
O2 0.0327(19) 0.019(2) 0.0209(17) 0.0052(17) 0.0109(16) -0.0079(18)
O3 0.0187(19) 0.023(2) 0.0248(18) -0.0035(16) 0.0076(15) -0.0001(16)
O4 0.037(2) 0.046(3) 0.028(2) -0.0159(19) 0.0184(17) -0.0044(19)
N1 0.017(2) 0.021(3) 0.0138(19) 0.0018(19) 0.0050(16) 0.0023(19)
C1 0.015(2) 0.024(3) 0.023(3) 0.001(3) 0.008(2) 0.000(2)
C2 0.016(2) 0.018(3) 0.017(2) 0.003(2) 0.0076(19) 0.005(2)
C3 0.021(3) 0.015(3) 0.021(2) 0.002(2) 0.013(2) 0.003(2)
C4 0.028(3) 0.020(3) 0.014(2) 0.003(2) 0.009(2) -0.002(2)
C5 0.030(3) 0.028(3) 0.015(2) 0.001(3) 0.011(2) 0.005(3)
C6 0.026(3) 0.022(3) 0.019(2) 0.002(2) 0.011(2) 0.002(2)
C7 0.031(3) 0.033(4) 0.020(3) 0.003(3) 0.017(2) -0.003(3)
C8 0.031(3) 0.027(3) 0.031(3) 0.005(3) 0.019(2) -0.006(3)
C9 0.029(3) 0.030(3) 0.027(3) -0.006(3) 0.014(2) -0.014(3)
C10 0.032(3) 0.029(4) 0.021(3) -0.007(3) 0.013(2) -0.006(3)
C11 0.020(3) 0.023(3) 0.020(2) 0.000(2) 0.012(2) 0.003(2)

_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)

are estimated using the full covariance matrix. The cell esds are taken

into account individually in the estimation of esds in distances, angles

and torsion angles; correlations between esds in cell parameters are only

used when they are defined by crystal symmetry. An approximate (isotropic)

treatment of cell esds is used for estimating esds involving l.s. planes.

;

loop_

_geom_bond_atom_site_label_1

_geom_bond_atom_site_label_2

_geom_bond_distance

_geom_bond_site_symmetry_2

_geom_bond_publ_flag

Zn1 O1 1.893(3) 3_757 ?
Zn1 O1 1.893(3) . ?
Zn1 N1 2.128(3) 3_757 ?
Zn1 N1 2.128(3) . ?
Zn1 O3 2.478(3) 4_656 ?
Zn1 O3 2.478(3) 2_656 ?
O1 C1 1.259(5) . ?
O2 C1 1.239(6) . ?
O2 H2 0.8200 . ?
O3 C4 1.333(6) . ?
O3 Zn1 2.478(3) 2_646 ?
O4 C4 1.198(6) . ?
N1 C2 1.320(6) . ?
N1 C11 1.383(6) . ?
C1 C2 1.509(7) . ?
C2 C3 1.411(6) . ?
C3 C5 1.365(7) . ?
C3 C4 1.514(7) . ?
C5 C6 1.404(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.417(7) . ?
C6 C11 1.431(6) . ?
C7 C8 1.349(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.403(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.358(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.404(7) . ?
C10 H10 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

O1 Zn1 O1 180.0 3_757 . ?
O1 Zn1 N1 81.44(14) 3_757 3_757 ?
O1 Zn1 N1 98.56(14) . 3_757 ?
O1 Zn1 N1 98.56(14) 3_757 . ?
O1 Zn1 N1 81.44(14) . . ?
N1 Zn1 N1 180.000(1) 3_757 . ?
O1 Zn1 O3 89.93(13) 3_757 4_656 ?
O1 Zn1 O3 90.07(13) . 4_656 ?
N1 Zn1 O3 85.09(12) 3_757 4_656 ?
N1 Zn1 O3 94.91(12) . 4_656 ?
O1 Zn1 O3 90.07(13) 3_757 2_656 ?
O1 Zn1 O3 89.93(13) . 2_656 ?
N1 Zn1 O3 94.91(12) 3_757 2_656 ?
N1 Zn1 O3 85.09(12) . 2_656 ?
O3 Zn1 O3 180.000(1) 4_656 2_656 ?
C1 O1 Zn1 117.6(3) . . ?
C1 O2 H2 109.5 . . ?
C4 O3 Zn1 134.5(3) . 2_646 ?
C2 N1 C11 119.2(4) . . ?
C2 N1 Zn1 108.3(3) . . ?
C11 N1 Zn1 132.0(3) . . ?
O2 C1 O1 125.0(5) . . ?
O2 C1 C2 118.2(4) . . ?
O1 C1 C2 116.8(5) . . ?
N1 C2 C3 124.3(4) . . ?
N1 C2 C1 114.3(4) . . ?
C3 C2 C1 121.2(4) . . ?
C5 C3 C2 117.0(4) . . ?
C5 C3 C4 117.5(4) . . ?
C2 C3 C4 125.4(4) . . ?
O4 C4 O3 122.8(4) . . ?
O4 C4 C3 121.9(4) . . ?
O3 C4 C3 115.1(4) . . ?
C3 C5 C6 121.5(4) . . ?
C3 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C7 123.3(4) . . ?
C5 C6 C11 118.1(4) . . ?
C7 C6 C11 118.6(5) . . ?
C8 C7 C6 121.0(4) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 120.0(5) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 121.2(5) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 120.6(5) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
N1 C11 C10 121.6(4) . . ?
N1 C11 C6 119.8(4) . . ?
C10 C11 C6 118.6(5) . . ?

loop_

_geom_torsion_atom_site_label_1

_geom_torsion_atom_site_label_2

_geom_torsion_atom_site_label_3

_geom_torsion_atom_site_label_4

_geom_torsion

_geom_torsion_site_symmetry_1

_geom_torsion_site_symmetry_2

_geom_torsion_site_symmetry_3

_geom_torsion_site_symmetry_4

_geom_torsion_publ_flag

O1 Zn1 O1 C1 120(21) 3_757 . . . ?
N1 Zn1 O1 C1 174.4(3) 3_757 . . . ?
N1 Zn1 O1 C1 -5.6(3) . . . . ?
O3 Zn1 O1 C1 -100.6(3) 4_656 . . . ?
O3 Zn1 O1 C1 79.4(3) 2_656 . . . ?
O1 Zn1 N1 C2 -169.3(3) 3_757 . . . ?
O1 Zn1 N1 C2 10.7(3) . . . . ?
N1 Zn1 N1 C2 42(4) 3_757 . . . ?
O3 Zn1 N1 C2 100.1(3) 4_656 . . . ?
O3 Zn1 N1 C2 -79.9(3) 2_656 . . . ?
O1 Zn1 N1 C11 2.5(4) 3_757 . . . ?
O1 Zn1 N1 C11 -177.5(4) . . . . ?
N1 Zn1 N1 C11 -147(4) 3_757 . . . ?
O3 Zn1 N1 C11 -88.1(4) 4_656 . . . ?
O3 Zn1 N1 C11 91.9(4) 2_656 . . . ?
Zn1 O1 C1 O2 177.8(4) . . . . ?
Zn1 O1 C1 C2 -0.2(5) . . . . ?
C11 N1 C2 C3 -2.0(7) . . . . ?
Zn1 N1 C2 C3 171.0(4) . . . . ?
C11 N1 C2 C1 173.6(4) . . . . ?
Zn1 N1 C2 C1 -13.4(5) . . . . ?
O2 C1 C2 N1 -167.9(4) . . . . ?
O1 C1 C2 N1 10.2(6) . . . . ?
O2 C1 C2 C3 7.9(7) . . . . ?
O1 C1 C2 C3 -174.0(4) . . . . ?
N1 C2 C3 C5 2.5(7) . . . . ?
C1 C2 C3 C5 -172.8(4) . . . . ?
N1 C2 C3 C4 -174.3(4) . . . . ?
C1 C2 C3 C4 10.4(7) . . . . ?
Zn1 O3 C4 O4 17.3(7) 2_646 . . . ?
Zn1 O3 C4 C3 -168.6(3) 2_646 . . . ?
C5 C3 C4 O4 60.1(7) . . . . ?
C2 C3 C4 O4 -123.1(5) . . . . ?
C5 C3 C4 O3 -114.1(5) . . . . ?
C2 C3 C4 O3 62.7(6) . . . . ?
C2 C3 C5 C6 -0.1(7) . . . . ?
C4 C3 C5 C6 176.9(4) . . . . ?
C3 C5 C6 C7 179.1(5) . . . . ?
C3 C5 C6 C11 -2.4(7) . . . . ?
C5 C6 C7 C8 177.5(5) . . . . ?
C11 C6 C7 C8 -1.0(8) . . . . ?
C6 C7 C8 C9 -0.7(8) . . . . ?
C7 C8 C9 C10 2.2(8) . . . . ?
C8 C9 C10 C11 -1.9(8) . . . . ?
C2 N1 C11 C10 179.5(4) . . . . ?
Zn1 N1 C11 C10 8.4(7) . . . . ?
C2 N1 C11 C6 -0.8(7) . . . . ?
Zn1 N1 C11 C6 -171.9(3) . . . . ?
C9 C10 C11 N1 179.9(5) . . . . ?
C9 C10 C11 C6 0.2(8) . . . . ?
C5 C6 C11 N1 2.9(7) . . . . ?
C7 C6 C11 N1 -178.5(4) . . . . ?
C5 C6 C11 C10 -177.4(5) . . . . ?
C7 C6 C11 C10 1.2(7) . . . . ?

loop_

_geom_hbond_atom_site_label_D

_geom_hbond_atom_site_label_H

_geom_hbond_atom_site_label_A

_geom_hbond_distance_DH

_geom_hbond_distance_HA

_geom_hbond_distance_DA

_geom_hbond_angle_DHA

_geom_hbond_site_symmetry_A

O2 H2 O3 0.82 1.75 2.569(4) 176.3 2_646

_diffrn_measured_fraction_theta_max 0.993

_diffrn_reflns_theta_full        25.20

_diffrn_measured_fraction_theta_full 0.993

_refine_diff_density_max         0.397

_refine_diff_density_min         -0.563

_refine_diff_density_rms         0.101


# Attachment '2.cif'

data_c
_database_code_depnum_ccdc_archive 'CCDC 860624'
#TrackingRef '2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 N2 O10 S2 Zn'
_chemical_formula_weight         653.96

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'
Zn Zn 0.2839 1.4301 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4656(16)
_cell_length_b                   8.9809(18)
_cell_length_c                   9.2251(18)
_cell_angle_alpha                76.535(2)
_cell_angle_beta                 85.007(2)
_cell_angle_gamma                74.037(2)
_cell_volume                     655.6(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1176
_cell_measurement_theta_min      2.01
_cell_measurement_theta_max      21.36

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    1.160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7683
_exptl_absorpt_correction_T_max  0.8639
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3412
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.25
_reflns_number_total             2335
_reflns_number_gt                1914
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0572P)^2^+2.6956P] where P=(Fo^2^+2Fc^2^)/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         2335
_refine_ls_number_parameters     189
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1385
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.5000 0.0000 1.0000 0.0333(3) Uani 1 2 d S . .
S1 S 0.74776(17) 0.20852(16) 1.03195(14) 0.0387(4) Uani 1 1 d . . .
O1 O 0.2855(4) 0.1549(4) 0.9208(3) 0.0332(8) Uani 1 1 d . . .
O2 O 0.1843(4) 0.3687(4) 0.7512(4) 0.0404(9) Uani 1 1 d . . .
O3 O 0.2401(5) 0.5049(4) 0.4989(4) 0.0478(10) Uani 1 1 d . . .
H3 H 0.2281 0.4700 0.5849 0.072 Uiso 1 1 d R . .
O4 O 0.4308(5) 0.4723(4) 0.3267(4) 0.0472(10) Uani 1 1 d . . .
O5 O 0.5779(4) 0.2035(4) 1.0000(4) 0.0380(8) Uani 1 1 d . . .
N1 N 0.5393(4) 0.0519(4) 0.7589(4) 0.0221(8) Uani 1 1 d . . .
C1 C 0.2931(5) 0.2437(5) 0.7957(5) 0.0262(10) Uani 1 1 d . . .
C2 C 0.4396(5) 0.1885(5) 0.6924(5) 0.0221(9) Uani 1 1 d . . .
C3 C 0.4675(5) 0.2637(5) 0.5414(5) 0.0258(10) Uani 1 1 d . . .
C4 C 0.3760(6) 0.4240(5) 0.4474(5) 0.0321(11) Uani 1 1 d . . .
C5 C 0.5993(6) 0.1844(5) 0.4654(5) 0.0280(10) Uani 1 1 d . . .
H5 H 0.6224 0.2318 0.3679 0.034 Uiso 1 1 calc R . .
C6 C 0.6992(5) 0.0358(5) 0.5294(5) 0.0251(9) Uani 1 1 d . . .
C7 C 0.8310(6) -0.0514(6) 0.4510(5) 0.0327(11) Uani 1 1 d . . .
H1 H 0.8544 -0.0092 0.3520 0.039 Uiso 1 1 calc R . .
C8 C 0.9224(6) -0.1952(6) 0.5199(6) 0.0363(12) Uani 1 1 d . . .
H8 H 1.0080 -0.2521 0.4681 0.044 Uiso 1 1 calc R . .
C9 C 0.8885(6) -0.2590(6) 0.6698(6) 0.0362(12) Uani 1 1 d . . .
H9 H 0.9523 -0.3583 0.7156 0.043 Uiso 1 1 calc R . .
C10 C 0.7641(6) -0.1790(6) 0.7498(5) 0.0322(11) Uani 1 1 d . . .
H10 H 0.7438 -0.2231 0.8489 0.039 Uiso 1 1 calc R . .
C11 C 0.6666(5) -0.0284(5) 0.6803(5) 0.0231(9) Uani 1 1 d . . .
C12 C 0.7307(9) 0.4111(7) 1.0231(8) 0.0584(17) Uani 1 1 d . . .
H12A H 0.6883 0.4730 0.9282 0.088 Uiso 1 1 calc R . .
H12B H 0.8371 0.4248 1.0348 0.088 Uiso 1 1 calc R . .
H12C H 0.6575 0.4456 1.1013 0.088 Uiso 1 1 calc R . .
C13 C 0.8650(7) 0.1886(8) 0.8651(7) 0.0546(16) Uani 1 1 d . . .
H13A H 0.8818 0.0829 0.8504 0.082 Uiso 1 1 calc R . .
H13B H 0.9695 0.2085 0.8724 0.082 Uiso 1 1 calc R . .
H13C H 0.8072 0.2636 0.7823 0.082 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0320(5) 0.0343(5) 0.0300(5) -0.0045(3) 0.0023(3) -0.0057(3)
S1 0.0444(8) 0.0391(7) 0.0322(7) -0.0005(5) -0.0059(5) -0.0153(6)
O1 0.0250(17) 0.0391(19) 0.0252(17) -0.0049(15) 0.0033(13) 0.0053(14)
O2 0.036(2) 0.034(2) 0.037(2) -0.0062(16) 0.0026(15) 0.0126(16)
O3 0.049(2) 0.032(2) 0.042(2) 0.0045(16) -0.0015(18) 0.0116(17)
O4 0.058(2) 0.036(2) 0.032(2) 0.0094(16) -0.0023(17) -0.0004(18)
O5 0.038(2) 0.0330(19) 0.045(2) -0.0105(16) 0.0077(16) -0.0146(16)
N1 0.0218(18) 0.0206(18) 0.0204(18) -0.0045(15) 0.0006(14) 0.0000(15)
C1 0.021(2) 0.029(2) 0.028(2) -0.011(2) -0.0016(18) -0.0003(19)
C2 0.022(2) 0.022(2) 0.023(2) -0.0083(17) -0.0012(17) -0.0047(18)
C3 0.029(2) 0.022(2) 0.025(2) -0.0034(18) -0.0053(18) -0.0038(19)
C4 0.036(3) 0.022(2) 0.034(3) -0.003(2) -0.009(2) 0.000(2)
C5 0.034(3) 0.028(2) 0.020(2) -0.0050(18) 0.0039(18) -0.008(2)
C6 0.025(2) 0.025(2) 0.025(2) -0.0089(18) 0.0030(18) -0.0047(18)
C7 0.030(3) 0.036(3) 0.031(3) -0.011(2) 0.008(2) -0.005(2)
C8 0.028(3) 0.038(3) 0.041(3) -0.019(2) 0.009(2) 0.001(2)
C9 0.035(3) 0.029(3) 0.038(3) -0.011(2) -0.003(2) 0.007(2)
C10 0.037(3) 0.027(2) 0.026(2) -0.007(2) 0.000(2) 0.002(2)
C11 0.023(2) 0.020(2) 0.025(2) -0.0067(17) 0.0016(17) -0.0031(17)
C12 0.071(4) 0.050(4) 0.067(4) -0.017(3) -0.007(3) -0.031(3)
C13 0.036(3) 0.071(4) 0.060(4) -0.019(3) 0.014(3) -0.019(3)

_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 2.033(3) . ?
Zn1 O1 2.033(3) 2_657 ?
Zn1 O5 2.106(3) 2_657 ?
Zn1 O5 2.106(3) . ?
Zn1 N1 2.179(3) 2_657 ?
Zn1 N1 2.179(3) . ?
S1 O5 1.507(4) . ?
S1 C12 1.768(6) . ?
S1 C13 1.775(6) . ?
O1 C1 1.249(5) . ?
O2 C1 1.249(5) . ?
O3 C4 1.297(6) . ?
O3 H3 0.7917 . ?
O4 C4 1.199(6) . ?
N1 C2 1.329(5) . ?
N1 C11 1.374(5) . ?
C1 C2 1.539(6) . ?
C2 C3 1.430(6) . ?
C3 C5 1.380(6) . ?
C3 C4 1.532(6) . ?
C5 C6 1.394(6) . ?
C5 H5 0.9300 . ?
C6 C11 1.412(6) . ?
C6 C7 1.422(6) . ?
C7 C8 1.350(7) . ?
C7 H1 0.9300 . ?
C8 C9 1.405(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.366(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.413(6) . ?
C10 H10 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 179.999(1) . 2_657 ?
O1 Zn1 O5 94.43(14) . 2_657 ?
O1 Zn1 O5 85.57(14) 2_657 2_657 ?
O1 Zn1 O5 85.57(14) . . ?
O1 Zn1 O5 94.43(14) 2_657 . ?
O5 Zn1 O5 179.999(1) 2_657 . ?
O1 Zn1 N1 104.29(12) . 2_657 ?
O1 Zn1 N1 75.71(12) 2_657 2_657 ?
O5 Zn1 N1 86.90(13) 2_657 2_657 ?
O5 Zn1 N1 93.10(13) . 2_657 ?
O1 Zn1 N1 75.71(12) . . ?
O1 Zn1 N1 104.29(12) 2_657 . ?
O5 Zn1 N1 93.10(13) 2_657 . ?
O5 Zn1 N1 86.90(13) . . ?
N1 Zn1 N1 180.000(1) 2_657 . ?
O5 S1 C12 104.7(3) . . ?
O5 S1 C13 105.4(3) . . ?
C12 S1 C13 98.7(3) . . ?
C1 O1 Zn1 116.5(3) . . ?
C4 O3 H3 110.6 . . ?
S1 O5 Zn1 126.9(2) . . ?
C2 N1 C11 120.5(4) . . ?
C2 N1 Zn1 112.4(3) . . ?
C11 N1 Zn1 126.3(3) . . ?
O1 C1 O2 122.6(4) . . ?
O1 C1 C2 117.1(4) . . ?
O2 C1 C2 120.3(4) . . ?
N1 C2 C3 121.9(4) . . ?
N1 C2 C1 111.0(4) . . ?
C3 C2 C1 127.0(4) . . ?
C5 C3 C2 116.9(4) . . ?
C5 C3 C4 112.7(4) . . ?
C2 C3 C4 130.4(4) . . ?
O4 C4 O3 121.0(4) . . ?
O4 C4 C3 119.4(4) . . ?
O3 C4 C3 119.6(4) . . ?
C3 C5 C6 122.4(4) . . ?
C3 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C11 117.2(4) . . ?
C5 C6 C7 123.4(4) . . ?
C11 C6 C7 119.4(4) . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H1 119.9 . . ?
C6 C7 H1 119.9 . . ?
C7 C8 C9 120.2(4) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 121.6(4) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.3(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
N1 C11 C6 120.9(4) . . ?
N1 C11 C10 119.8(4) . . ?
C6 C11 C10 119.3(4) . . ?
S1 C12 H12A 109.5 . . ?
S1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
S1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Zn1 O1 C1 127(17) 2_657 . . . ?
O5 Zn1 O1 C1 -116.0(3) 2_657 . . . ?
O5 Zn1 O1 C1 64.0(3) . . . . ?
N1 Zn1 O1 C1 156.1(3) 2_657 . . . ?
N1 Zn1 O1 C1 -23.9(3) . . . . ?
C12 S1 O5 Zn1 -177.3(3) . . . . ?
C13 S1 O5 Zn1 79.1(3) . . . . ?
O1 Zn1 O5 S1 -173.2(3) . . . . ?
O1 Zn1 O5 S1 6.8(3) 2_657 . . . ?
O5 Zn1 O5 S1 22(23) 2_657 . . . ?
N1 Zn1 O5 S1 82.7(3) 2_657 . . . ?
N1 Zn1 O5 S1 -97.3(3) . . . . ?
O1 Zn1 N1 C2 22.2(3) . . . . ?
O1 Zn1 N1 C2 -157.8(3) 2_657 . . . ?
O5 Zn1 N1 C2 115.9(3) 2_657 . . . ?
O5 Zn1 N1 C2 -64.1(3) . . . . ?
N1 Zn1 N1 C2 -43(100) 2_657 . . . ?
O1 Zn1 N1 C11 -167.9(4) . . . . ?
O1 Zn1 N1 C11 12.1(4) 2_657 . . . ?
O5 Zn1 N1 C11 -74.1(3) 2_657 . . . ?
O5 Zn1 N1 C11 105.9(3) . . . . ?
N1 Zn1 N1 C11 127(100) 2_657 . . . ?
Zn1 O1 C1 O2 -161.0(4) . . . . ?
Zn1 O1 C1 C2 22.2(5) . . . . ?
C11 N1 C2 C3 -5.1(6) . . . . ?
Zn1 N1 C2 C3 165.6(3) . . . . ?
C11 N1 C2 C1 171.9(4) . . . . ?
Zn1 N1 C2 C1 -17.5(4) . . . . ?
O1 C1 C2 N1 -1.7(6) . . . . ?
O2 C1 C2 N1 -178.7(4) . . . . ?
O1 C1 C2 C3 175.0(4) . . . . ?
O2 C1 C2 C3 -1.9(7) . . . . ?
N1 C2 C3 C5 2.7(6) . . . . ?
C1 C2 C3 C5 -173.8(4) . . . . ?
N1 C2 C3 C4 -175.7(4) . . . . ?
C1 C2 C3 C4 7.9(8) . . . . ?
C5 C3 C4 O4 -6.2(7) . . . . ?
C2 C3 C4 O4 172.2(5) . . . . ?
C5 C3 C4 O3 173.3(4) . . . . ?
C2 C3 C4 O3 -8.3(8) . . . . ?
C2 C3 C5 C6 1.8(7) . . . . ?
C4 C3 C5 C6 -179.6(4) . . . . ?
C3 C5 C6 C11 -3.7(7) . . . . ?
C3 C5 C6 C7 177.0(4) . . . . ?
C5 C6 C7 C8 -179.7(5) . . . . ?
C11 C6 C7 C8 1.0(7) . . . . ?
C6 C7 C8 C9 -0.4(8) . . . . ?
C7 C8 C9 C10 -0.1(8) . . . . ?
C8 C9 C10 C11 0.2(8) . . . . ?
C2 N1 C11 C6 3.0(6) . . . . ?
Zn1 N1 C11 C6 -166.2(3) . . . . ?
C2 N1 C11 C10 -175.4(4) . . . . ?
Zn1 N1 C11 C10 15.4(6) . . . . ?
C5 C6 C11 N1 1.3(6) . . . . ?
C7 C6 C11 N1 -179.4(4) . . . . ?
C5 C6 C11 C10 179.7(4) . . . . ?
C7 C6 C11 C10 -0.9(7) . . . . ?
C9 C10 C11 N1 178.8(4) . . . . ?
C9 C10 C11 C6 0.4(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O2 0.79 1.66 2.437(5) 166.8 .

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.063
_refine_diff_density_min         -0.760
_refine_diff_density_rms         0.111