# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_Crysta1_1a
_database_code_depnum_ccdc_archive 'CCDC 1429431'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H16 N2 O8 Zn2'
_chemical_formula_sum            'C26 H16 N2 O8 Zn2'
_chemical_formula_weight         615.15

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           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.887(5)
_cell_length_b                   10.896(4)
_cell_length_c                   14.070(6)
_cell_angle_alpha                91.252(4)
_cell_angle_beta                 92.588(5)
_cell_angle_gamma                104.430(5)
_cell_volume                     1613.9(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2091
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      22.71

_exptl_crystal_description       block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620
_exptl_absorpt_coefficient_mu    1.528
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7921
_exptl_absorpt_correction_T_max  0.9006
_exptl_absorpt_process_details   'symmetry-related measurements'

_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 Smart  APEX CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16692
_diffrn_reflns_av_R_equivalents  0.0881
_diffrn_reflns_av_sigmaI/netI    0.1269
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.45
_diffrn_reflns_theta_max         26.40
_reflns_number_total             6440
_reflns_number_gt                3360
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6440
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1384
_refine_ls_R_factor_gt           0.0862
_refine_ls_wR_factor_ref         0.2228
_refine_ls_wR_factor_gt          0.2061
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 0.32379(8) 0.24884(8) 0.18137(5) 0.0364(3) Uani 1 1 d . A .
O1 O 0.3446(6) 0.4357(5) 0.2105(4) 0.0568(15) Uani 1 1 d . . .
N1 N 0.3249(6) 0.2497(6) 0.0355(4) 0.0435(16) Uani 1 1 d . . .
C1 C 0.3471(8) 0.4929(7) 0.2897(5) 0.0454(19) Uani 1 1 d . . .
Zn2 Zn 0.34049(8) 0.25969(8) 0.39126(5) 0.0364(3) Uani 1 1 d . . .
O2 O 0.3557(5) 0.4448(5) 0.3687(4) 0.0528(14) Uani 1 1 d . A .
N2 N 0.3382(6) 0.2599(6) 0.5355(4) 0.0410(15) Uani 1 1 d . A .
C2 C 0.3371(7) 0.6264(7) 0.2873(5) 0.0412(18) Uani 1 1 d . . .
O3 O 0.3060(6) 0.0628(5) 0.2046(4) 0.0621(17) Uani 1 1 d . . .
C3 C 0.3225(8) 0.6870(8) 0.2037(6) 0.057(2) Uani 1 1 d . . .
H3 H 0.3189 0.6420 0.1462 0.068 Uiso 1 1 calc R . .
O4 O 0.3274(6) 0.0733(5) 0.3645(4) 0.0590(16) Uani 1 1 d . A .
C4 C 0.3132(9) -0.1902(8) 0.2015(6) 0.062(3) Uani 1 1 d . . .
H4 H 0.3012 -0.1536 0.1438 0.074 Uiso 1 1 calc R . .
O5 O 0.1348(6) 0.2254(6) 0.1971(5) 0.0748(19) Uani 1 1 d . . .
C5 C 0.3219(8) -0.1207(7) 0.2870(6) 0.053(2) Uani 1 1 d . . .
O6 O 0.1507(5) 0.2310(6) 0.3559(4) 0.0601(16) Uani 1 1 d . A .
C6 C 0.3400(8) -0.1767(8) 0.3726(5) 0.055(2) Uani 1 1 d . . .
H6 H 0.3490 -0.1296 0.4296 0.065 Uiso 1 1 calc R . .
O7 O 0.5140(6) 0.2745(6) 0.2118(5) 0.0675(18) Uani 1 1 d . . .
C7 C 0.3447(8) 0.6994(7) 0.3733(6) 0.052(2) Uani 1 1 d . . .
H7 H 0.3531 0.6619 0.4312 0.062 Uiso 1 1 calc R . .
O8 O 0.5312(5) 0.2863(6) 0.3687(4) 0.0600(16) Uani 1 1 d . A .
C8 C 0.3193(8) 0.0162(8) 0.2858(6) 0.052(2) Uani 1 1 d . A .
C9 C 0.0908(8) 0.2274(8) 0.2767(6) 0.050(2) Uani 1 1 d . A .
C10 C -0.0442(8) 0.2347(8) 0.2812(6) 0.050(2) Uani 1 1 d . . .
C11 C -0.1221(8) 0.2264(10) 0.1942(7) 0.069(3) Uani 1 1 d . . .
H11 H -0.0924 0.2114 0.1352 0.083 Uiso 1 1 calc R . .
C12 C 0.7613(9) 0.2416(9) 0.2032(7) 0.069(3) Uani 1 1 d . . .
H12 H 0.7115 0.2396 0.1475 0.083 Uiso 1 1 calc R . .
C13 C 0.7080(8) 0.2598(8) 0.2870(6) 0.052(2) Uani 1 1 d . . .
C14 C 0.7834(10) 0.2617(10) 0.3647(7) 0.071(3) Uani 1 1 d . . .
H14 H 0.7513 0.2742 0.4233 0.085 Uiso 1 1 calc R . .
C15 C -0.1007(10) 0.2471(10) 0.3647(6) 0.072(3) Uani 1 1 d . . .
H15 H -0.0561 0.2452 0.4223 0.087 Uiso 1 1 calc R . .
C16 C 0.5763(8) 0.2732(7) 0.2888(7) 0.053(2) Uani 1 1 d . A .
C17 C 0.2977(19) 0.3448(18) -0.0132(13) 0.054(5) Uiso 0.477(13) 1 d P A 1
H17 H 0.2836 0.4134 0.0212 0.065 Uiso 0.477(13) 1 calc PR A 1
C18 C 0.290(2) 0.347(2) -0.1090(15) 0.070(6) Uiso 0.477(13) 1 d P A 1
H18 H 0.2585 0.4086 -0.1394 0.084 Uiso 0.477(13) 1 calc PR A 1
C19 C 0.3292(7) 0.2541(8) -0.1624(6) 0.0467(19) Uiso 1 1 d . . .
C20 C 0.366(2) 0.1567(18) -0.1121(14) 0.060(6) Uiso 0.477(13) 1 d P A 1
H20 H 0.3956 0.0952 -0.1443 0.072 Uiso 0.477(13) 1 calc PR A 1
C21 C 0.3570(18) 0.1544(17) -0.0130(13) 0.053(5) Uiso 0.477(13) 1 d P A 1
H21 H 0.3733 0.0866 0.0199 0.064 Uiso 0.477(13) 1 calc PR A 1
C22 C 0.3293(7) 0.2550(7) 0.7335(5) 0.0429(18) Uiso 1 1 d . . .
C23 C 0.3263(17) 0.3666(14) 0.6828(10) 0.039(4) Uiso 0.69(4) 1 d P A 1
H23 H 0.3128 0.4382 0.7135 0.047 Uiso 0.69(4) 1 calc PR A 1
C24 C 0.3441(7) 0.3636(8) 0.5876(5) 0.0444(19) Uiso 1 1 d . . .
H24 H 0.3617 0.4404 0.5571 0.053 Uiso 1 1 calc R A 1
C25 C 0.3360(16) 0.1522(11) 0.5827(8) 0.032(3) Uiso 0.69(4) 1 d P A 1
H25 H 0.3348 0.0789 0.5473 0.039 Uiso 0.69(4) 1 calc PR A 1
C26 C 0.3355(18) 0.1459(12) 0.6789(8) 0.039(4) Uiso 0.69(4) 1 d P A 1
H26 H 0.3391 0.0713 0.7085 0.046 Uiso 0.69(4) 1 calc PR A 1
C17A C 0.3768(17) 0.3524(16) -0.0105(11) 0.049(4) Uiso 0.523(13) 1 d P A 2
H17A H 0.4175 0.4253 0.0251 0.059 Uiso 0.523(13) 1 calc PR A 2
C18A C 0.3742(15) 0.3578(14) -0.1056(10) 0.043(4) Uiso 0.523(13) 1 d P A 2
H18A H 0.4045 0.4357 -0.1331 0.051 Uiso 0.523(13) 1 calc PR A 2
C20A C 0.279(2) 0.1459(18) -0.1166(13) 0.066(6) Uiso 0.523(13) 1 d P A 2
H20A H 0.2484 0.0708 -0.1523 0.080 Uiso 0.523(13) 1 calc PR A 2
C21A C 0.2706(17) 0.1436(16) -0.0210(12) 0.054(5) Uiso 0.523(13) 1 d P A 2
H21A H 0.2281 0.0694 0.0068 0.065 Uiso 0.523(13) 1 calc PR A 2
C23A C 0.363(3) 0.367(2) 0.6833(17) 0.022(7) Uiso 0.31(4) 1 d P A 2
H23A H 0.3988 0.4437 0.7158 0.026 Uiso 0.31(4) 1 calc PR A 2
C25A C 0.283(4) 0.147(3) 0.584(2) 0.050(9) Uiso 0.31(4) 1 d P A 2
H25A H 0.2436 0.0741 0.5482 0.060 Uiso 0.31(4) 1 calc PR A 2
C26A C 0.286(4) 0.144(2) 0.6796(16) 0.030(7) Uiso 0.31(4) 1 d P A 2
H26A H 0.2592 0.0667 0.7092 0.035 Uiso 0.31(4) 1 calc PR A 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 2.022(5) . ?
Zn1 O3 2.023(5) . ?
Zn1 O5 2.032(6) . ?
Zn1 O7 2.044(6) . ?
Zn1 N1 2.053(6) . ?
Zn1 Zn2 2.9486(16) . ?
O1 C1 1.261(8) . ?
N1 C17A 1.319(16) . ?
N1 C17 1.340(19) . ?
N1 C21 1.356(18) . ?
N1 C21A 1.377(17) . ?
C1 O2 1.249(8) . ?
C1 C2 1.487(10) . ?
Zn2 O2 2.015(5) . ?
Zn2 O4 2.026(5) . ?
Zn2 N2 2.031(6) . ?
Zn2 O6 2.047(6) . ?
Zn2 O8 2.063(6) . ?
N2 C24 1.320(9) . ?
N2 C25 1.356(12) . ?
N2 C25A 1.43(3) . ?
C2 C3 1.384(10) . ?
C2 C7 1.421(10) . ?
O3 C8 1.277(9) . ?
C3 C4 1.368(11) 1_565 ?
C3 H3 0.9300 . ?
O4 C8 1.247(9) . ?
C4 C3 1.368(11) 1_545 ?
C4 C5 1.394(11) . ?
C4 H4 0.9300 . ?
O5 C9 1.240(9) . ?
C5 C6 1.390(10) . ?
C5 C8 1.500(10) . ?
O6 C9 1.261(9) . ?
C6 C7 1.364(10) 1_545 ?
C6 H6 0.9300 . ?
O7 C16 1.254(10) . ?
C7 C6 1.364(10) 1_565 ?
C7 H7 0.9300 . ?
O8 C16 1.267(10) . ?
C9 C10 1.496(11) . ?
C10 C15 1.369(11) . ?
C10 C11 1.446(11) . ?
C11 C12 1.331(12) 1_455 ?
C11 H11 0.9300 . ?
C12 C11 1.331(12) 1_655 ?
C12 C13 1.369(12) . ?
C12 H12 0.9300 . ?
C13 C14 1.334(11) . ?
C13 C16 1.478(11) . ?
C14 C15 1.310(12) 1_655 ?
C14 H14 0.9300 . ?
C15 C14 1.310(12) 1_455 ?
C15 H15 0.9300 . ?
C17 C18 1.35(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.41(2) . ?
C18 H18 0.9300 . ?
C19 C18A 1.344(16) . ?
C19 C20A 1.360(19) . ?
C19 C20 1.42(2) . ?
C19 C22 1.465(11) 1_554 ?
C20 C21 1.40(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C26A 1.38(2) . ?
C22 C23A 1.40(3) . ?
C22 C26 1.419(14) . ?
C22 C23 1.429(16) . ?
C22 C19 1.465(11) 1_556 ?
C23 C24 1.362(15) . ?
C23 H23 0.9300 . ?
C24 C23A 1.35(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.356(15) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C17A C18A 1.34(2) . ?
C17A H17A 0.9300 . ?
C18A H18A 0.9300 . ?
C20A C21A 1.35(2) . ?
C20A H20A 0.9300 . ?
C21A H21A 0.9300 . ?
C23A H23A 0.9300 . ?
C25A C26A 1.35(4) . ?
C25A H25A 0.9300 . ?
C26A H26A 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 O3 159.0(2) . . ?
O1 Zn1 O5 87.3(3) . . ?
O3 Zn1 O5 90.3(3) . . ?
O1 Zn1 O7 88.9(3) . . ?
O3 Zn1 O7 86.9(3) . . ?
O5 Zn1 O7 161.7(3) . . ?
O1 Zn1 N1 99.9(2) . . ?
O3 Zn1 N1 101.1(2) . . ?
O5 Zn1 N1 99.4(3) . . ?
O7 Zn1 N1 99.0(2) . . ?
O1 Zn1 Zn2 78.12(16) . . ?
O3 Zn1 Zn2 80.91(15) . . ?
O5 Zn1 Zn2 84.15(19) . . ?
O7 Zn1 Zn2 77.53(18) . . ?
N1 Zn1 Zn2 175.93(18) . . ?
C1 O1 Zn1 129.3(5) . . ?
C17A N1 C17 36.9(8) . . ?
C17A N1 C21 104.4(11) . . ?
C17 N1 C21 118.9(12) . . ?
C17A N1 C21A 115.4(11) . . ?
C17 N1 C21A 103.8(11) . . ?
C21 N1 C21A 39.3(8) . . ?
C17A N1 Zn1 122.3(8) . . ?
C17 N1 Zn1 121.3(9) . . ?
C21 N1 Zn1 119.8(8) . . ?
C21A N1 Zn1 122.4(8) . . ?
O2 C1 O1 124.6(7) . . ?
O2 C1 C2 118.6(7) . . ?
O1 C1 C2 116.7(7) . . ?
O2 Zn2 O4 160.2(2) . . ?
O2 Zn2 N2 100.4(2) . . ?
O4 Zn2 N2 99.4(2) . . ?
O2 Zn2 O6 86.8(2) . . ?
O4 Zn2 O6 90.0(2) . . ?
N2 Zn2 O6 100.5(2) . . ?
O2 Zn2 O8 89.7(2) . . ?
O4 Zn2 O8 85.6(2) . . ?
N2 Zn2 O8 102.4(2) . . ?
O6 Zn2 O8 157.1(2) . . ?
O2 Zn2 Zn1 81.16(15) . . ?
O4 Zn2 Zn1 79.11(16) . . ?
N2 Zn2 Zn1 175.73(17) . . ?
O6 Zn2 Zn1 75.57(17) . . ?
O8 Zn2 Zn1 81.57(16) . . ?
C1 O2 Zn2 126.0(5) . . ?
C24 N2 C25 117.0(7) . . ?
C24 N2 C25A 112.3(13) . . ?
C25 N2 C25A 23.3(14) . . ?
C24 N2 Zn2 122.5(5) . . ?
C25 N2 Zn2 120.4(6) . . ?
C25A N2 Zn2 121.1(13) . . ?
C3 C2 C7 116.5(7) . . ?
C3 C2 C1 123.1(7) . . ?
C7 C2 C1 120.3(6) . . ?
C8 O3 Zn1 125.1(5) . . ?
C4 C3 C2 123.1(8) 1_565 . ?
C4 C3 H3 118.4 1_565 . ?
C2 C3 H3 118.4 . . ?
C8 O4 Zn2 128.2(5) . . ?
C3 C4 C5 119.0(7) 1_545 . ?
C3 C4 H4 120.5 1_545 . ?
C5 C4 H4 120.5 . . ?
C9 O5 Zn1 121.7(6) . . ?
C6 C5 C4 119.8(7) . . ?
C6 C5 C8 120.3(8) . . ?
C4 C5 C8 119.8(7) . . ?
C9 O6 Zn2 131.7(6) . . ?
C7 C6 C5 120.1(7) 1_545 . ?
C7 C6 H6 119.9 1_545 . ?
C5 C6 H6 119.9 . . ?
C16 O7 Zn1 131.7(6) . . ?
C6 C7 C2 121.4(7) 1_565 . ?
C6 C7 H7 119.3 1_565 . ?
C2 C7 H7 119.3 . . ?
C16 O8 Zn2 124.8(6) . . ?
O4 C8 O3 126.0(7) . . ?
O4 C8 C5 116.8(7) . . ?
O3 C8 C5 117.2(8) . . ?
O5 C9 O6 126.4(8) . . ?
O5 C9 C10 117.9(8) . . ?
O6 C9 C10 115.6(7) . . ?
C15 C10 C11 116.9(8) . . ?
C15 C10 C9 123.4(8) . . ?
C11 C10 C9 119.6(7) . . ?
C12 C11 C10 116.3(9) 1_455 . ?
C12 C11 H11 121.9 1_455 . ?
C10 C11 H11 121.9 . . ?
C11 C12 C13 126.0(9) 1_655 . ?
C11 C12 H12 117.0 1_655 . ?
C13 C12 H12 117.0 . . ?
C14 C13 C12 114.5(9) . . ?
C14 C13 C16 124.0(8) . . ?
C12 C13 C16 121.5(9) . . ?
C15 C14 C13 124.9(9) 1_655 . ?
C15 C14 H14 117.6 1_655 . ?
C13 C14 H14 117.6 . . ?
C14 C15 C10 121.1(9) 1_455 . ?
C14 C15 H15 119.4 1_455 . ?
C10 C15 H15 119.4 . . ?
O7 C16 O8 122.1(8) . . ?
O7 C16 C13 119.4(8) . . ?
O8 C16 C13 118.5(9) . . ?
N1 C17 C18 123.8(17) . . ?
N1 C17 H17 118.1 . . ?
C18 C17 H17 118.1 . . ?
C17 C18 C19 119.1(18) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C18A C19 C20A 115.2(12) . . ?
C18A C19 C18 37.9(9) . . ?
C20A C19 C18 102.7(13) . . ?
C18A C19 C20 103.7(12) . . ?
C20A C19 C20 39.0(9) . . ?
C18 C19 C20 117.6(13) . . ?
C18A C19 C22 123.7(9) . 1_554 ?
C20A C19 C22 121.1(10) . 1_554 ?
C18 C19 C22 121.8(11) . 1_554 ?
C20 C19 C22 120.6(10) . 1_554 ?
C21 C20 C19 118.9(17) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N1 C21 C20 120.9(16) . . ?
N1 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C26A C22 C23A 116.5(16) . . ?
C26A C22 C26 21.9(12) . . ?
C23A C22 C26 113.0(13) . . ?
C26A C22 C23 113.9(13) . . ?
C23A C22 C23 16.2(12) . . ?
C26 C22 C23 117.2(10) . . ?
C26A C22 C19 120.5(12) . 1_556 ?
C23A C22 C19 122.8(12) . 1_556 ?
C26 C22 C19 121.3(8) . 1_556 ?
C23 C22 C19 121.5(9) . 1_556 ?
C24 C23 C22 117.2(12) . . ?
C24 C23 H23 121.4 . . ?
C22 C23 H23 121.4 . . ?
N2 C24 C23A 121.8(13) . . ?
N2 C24 C23 124.9(9) . . ?
C23A C24 C23 17.0(13) . . ?
N2 C24 H24 117.5 . . ?
C23A C24 H24 117.7 . . ?
C23 C24 H24 117.5 . . ?
C26 C25 N2 123.5(10) . . ?
C26 C25 H25 118.2 . . ?
N2 C25 H25 118.2 . . ?
C25 C26 C22 118.8(11) . . ?
C25 C26 H26 120.6 . . ?
C22 C26 H26 120.6 . . ?
N1 C17A C18A 123.8(15) . . ?
N1 C17A H17A 118.1 . . ?
C18A C17A H17A 118.1 . . ?
C17A C18A C19 122.0(14) . . ?
C17A C18A H18A 119.0 . . ?
C19 C18A H18A 119.0 . . ?
C21A C20A C19 122.5(17) . . ?
C21A C20A H20A 118.8 . . ?
C19 C20A H20A 118.8 . . ?
C20A C21A N1 120.7(15) . . ?
C20A C21A H21A 119.6 . . ?
N1 C21A H21A 119.6 . . ?
C24 C23A C22 120(2) . . ?
C24 C23A H23A 120.0 . . ?
C22 C23A H23A 120.0 . . ?
C26A C25A N2 122(3) . . ?
C26A C25A H25A 118.9 . . ?
N2 C25A H25A 118.9 . . ?
C25A C26A C22 119(2) . . ?
C25A C26A H26A 120.3 . . ?
C22 C26A H26A 120.3 . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        26.40
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         1.772
_refine_diff_density_min         -1.120
_refine_diff_density_rms         0.188
####################################################################### 
# 
# 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_Crystal1_2
_database_code_depnum_ccdc_archive 'CCDC 1429432'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H8 N O4 Zn'
_chemical_formula_weight         307.57

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           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   7.9917(13)
_cell_length_b                   9.4227(16)
_cell_length_c                   10.5835(17)
_cell_angle_alpha                65.314(2)
_cell_angle_beta                 86.464(2)
_cell_angle_gamma                76.513(2)
_cell_volume                     703.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2398
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      26.05

_exptl_crystal_description       block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             310
_exptl_absorpt_coefficient_mu    1.752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7669
_exptl_absorpt_correction_T_max  0.8872
_exptl_absorpt_process_details   'symmetry-related measurements'

_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       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4201
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         26.05
_reflns_number_total             2657
_reflns_number_gt                2383
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'
_computing_publication_material  'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'

_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)+(0.1286P)²+1.8860P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2657
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.2199
_refine_ls_wR_factor_gt          0.1757
_refine_ls_goodness_of_fit_ref   1.251
_refine_ls_restrained_S_all      1.251
_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 0.62966(8) 0.55893(7) 0.54869(7) 0.0214(3) Uani 1 1 d . . .
O1 O 0.4100(6) 0.7091(6) 0.5596(6) 0.0378(12) Uani 1 1 d . . .
N1 N 0.7773(8) 0.5598(7) 0.6982(6) 0.0371(14) Uani 1 1 d . . .
C1 C 0.2604(8) 0.7184(7) 0.5214(7) 0.0283(13) Uani 1 1 d . . .
O2 O 0.7861(6) 0.3813(6) 0.5114(5) 0.0346(11) Uani 1 1 d . . .
C2 C 0.1246(8) 0.8630(8) 0.5119(7) 0.0311(14) Uani 1 1 d . . .
O3 O 0.6613(7) 0.7285(7) 0.3565(5) 0.0430(13) Uani 1 1 d . . .
C3 C -0.0407(9) 0.8858(9) 0.4643(8) 0.0378(16) Uani 1 1 d . . .
H3 H -0.0697 0.8094 0.4411 0.045 Uiso 1 1 calc R . .
O4 O 0.5301(8) 0.3695(7) 0.7062(5) 0.0474(14) Uani 1 1 d . . .
C4 C 0.1645(9) 0.9761(8) 0.5492(8) 0.0365(16) Uani 1 1 d . . .
H4 H 0.2749 0.9601 0.5836 0.044 Uiso 1 1 calc R . .
C5 C 0.4423(10) 0.2685(8) 0.7295(7) 0.0363(16) Uani 1 1 d . . .
C6 C 0.4696(9) 0.1299(9) 0.8698(7) 0.0351(15) Uani 1 1 d . . .
C7 C 0.3926(12) 0.0043(10) 0.9024(8) 0.051(2) Uani 1 1 d . . .
H7 H 0.3180 0.0065 0.8372 0.061 Uiso 1 1 calc R . .
C8 C 0.5767(13) 0.1258(11) 0.9698(9) 0.055(2) Uani 1 1 d . . .
H8 H 0.6281 0.2111 0.9508 0.066 Uiso 1 1 calc R . .
C9 C 0.9317(18) 0.456(2) 0.7387(16) 0.032(4) Uiso 0.56(2) 1 d P A 1
H9 H 0.9820 0.4052 0.6826 0.038 Uiso 0.56(2) 1 calc PR A 1
C10 C 1.0183(19) 0.423(2) 0.8607(17) 0.037(4) Uiso 0.56(2) 1 d P A 1
H10 H 1.1156 0.3392 0.8936 0.044 Uiso 0.56(2) 1 calc PR A 1
C11 C 0.9561(13) 0.5175(12) 0.9337(10) 0.057(2) Uiso 1 1 d . . .
C12 C 0.815(2) 0.645(2) 0.8716(17) 0.047(4) Uiso 0.56(2) 1 d P A 1
H12 H 0.7777 0.7194 0.9091 0.056 Uiso 0.56(2) 1 calc PR A 1
C13 C 0.7313(18) 0.6606(17) 0.7564(15) 0.039(4) Uiso 0.56(2) 1 d P A 1
H13 H 0.6375 0.7466 0.7175 0.047 Uiso 0.56(2) 1 calc PR A 1
C9A C 0.941(2) 0.503(3) 0.719(2) 0.029(4) Uiso 0.44(2) 1 d P A 2
H9A H 1.0018 0.4812 0.6490 0.035 Uiso 0.44(2) 1 calc PR A 2
C10A C 1.034(2) 0.473(2) 0.8351(17) 0.023(4) Uiso 0.44(2) 1 d P A 2
H10A H 1.1504 0.4227 0.8460 0.027 Uiso 0.44(2) 1 calc PR A 2
C12A C 0.768(3) 0.577(2) 0.921(2) 0.044(5) Uiso 0.44(2) 1 d P A 2
H12A H 0.7086 0.6059 0.9887 0.053 Uiso 0.44(2) 1 calc PR A 2
C13A C 0.687(2) 0.589(2) 0.8101(19) 0.036(4) Uiso 0.44(2) 1 d P A 2
H13A H 0.5673 0.6168 0.8045 0.044 Uiso 0.44(2) 1 calc PR A 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 2.009(4) . ?
Zn1 O1 2.012(5) . ?
Zn1 N1 2.035(6) . ?
Zn1 O3 2.041(5) . ?
Zn1 O4 2.148(5) . ?
Zn1 Zn1 2.9805(13) 2_666 ?
O1 C1 1.258(8) . ?
N1 C9A 1.290(18) . ?
N1 C13 1.309(15) . ?
N1 C9 1.346(16) . ?
N1 C13A 1.439(18) . ?
C1 O2 1.262(8) 2_666 ?
C1 C2 1.501(8) . ?
O2 C1 1.262(8) 2_666 ?
C2 C3 1.381(10) . ?
C2 C4 1.385(9) . ?
O3 C5 1.255(9) 2_666 ?
C3 C4 1.397(10) 2_576 ?
C3 H3 0.9300 . ?
O4 C5 1.246(10) . ?
C4 C3 1.397(10) 2_576 ?
C4 H4 0.9300 . ?
C5 O3 1.255(9) 2_666 ?
C5 C6 1.498(9) . ?
C6 C7 1.367(11) . ?
C6 C8 1.385(11) . ?
C7 C8 1.381(11) 2_657 ?
C7 H7 0.9300 . ?
C8 C7 1.381(11) 2_657 ?
C8 H8 0.9300 . ?
C9 C10 1.38(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.401(18) . ?
C10 H10 0.9300 . ?
C11 C10A 1.347(18) . ?
C11 C12 1.393(18) . ?
C11 C12A 1.47(2) . ?
C11 C11 1.48(2) 2_767 ?
C12 C13 1.36(2) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C9A C10A 1.36(2) . ?
C9A H9A 0.9300 . ?
C10A H10A 0.9300 . ?
C12A C13A 1.33(3) . ?
C12A H12A 0.9300 . ?
C13A H13A 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 O1 159.0(2) . . ?
O2 Zn1 N1 98.9(2) . . ?
O1 Zn1 N1 100.1(2) . . ?
O2 Zn1 O3 92.7(2) . . ?
O1 Zn1 O3 88.5(2) . . ?
N1 Zn1 O3 111.8(3) . . ?
O2 Zn1 O4 84.6(2) . . ?
O1 Zn1 O4 86.7(2) . . ?
N1 Zn1 O4 89.2(2) . . ?
O3 Zn1 O4 159.0(2) . . ?
O2 Zn1 Zn1 80.06(14) . 2_666 ?
O1 Zn1 Zn1 78.92(15) . 2_666 ?
N1 Zn1 Zn1 153.1(2) . 2_666 ?
O3 Zn1 Zn1 95.10(16) . 2_666 ?
O4 Zn1 Zn1 63.90(16) . 2_666 ?
C1 O1 Zn1 127.7(4) . . ?
C9A N1 C13 107.9(11) . . ?
C9A N1 C9 18.5(9) . . ?
C13 N1 C9 117.1(10) . . ?
C9A N1 C13A 115.8(11) . . ?
C13 N1 C13A 34.3(8) . . ?
C9 N1 C13A 113.4(10) . . ?
C9A N1 Zn1 126.0(9) . . ?
C13 N1 Zn1 122.9(7) . . ?
C9 N1 Zn1 120.0(7) . . ?
C13A N1 Zn1 116.3(8) . . ?
O1 C1 O2 126.2(6) . 2_666 ?
O1 C1 C2 116.9(6) . . ?
O2 C1 C2 116.9(6) 2_666 . ?
C1 O2 Zn1 126.2(4) 2_666 . ?
C3 C2 C4 119.2(6) . . ?
C3 C2 C1 120.4(6) . . ?
C4 C2 C1 120.4(6) . . ?
C5 O3 Zn1 109.1(5) 2_666 . ?
C2 C3 C4 120.0(6) . 2_576 ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 2_576 . ?
C5 O4 Zn1 145.5(5) . . ?
C2 C4 C3 120.7(6) . 2_576 ?
C2 C4 H4 119.6 . . ?
C3 C4 H4 119.6 2_576 . ?
O4 C5 O3 125.1(6) . 2_666 ?
O4 C5 C6 116.6(7) . . ?
O3 C5 C6 118.2(6) 2_666 . ?
C7 C6 C8 118.3(7) . . ?
C7 C6 C5 121.8(7) . . ?
C8 C6 C5 120.0(7) . . ?
C6 C7 C8 121.4(7) . 2_657 ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 2_657 . ?
C7 C8 C6 120.3(8) 2_657 . ?
C7 C8 H8 119.8 2_657 . ?
C6 C8 H8 119.8 . . ?
N1 C9 C10 122.5(13) . . ?
N1 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C9 C10 C11 118.6(13) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C10A C11 C12 108.4(12) . . ?
C10A C11 C10 20.1(8) . . ?
C12 C11 C10 116.0(11) . . ?
C10A C11 C12A 118.3(12) . . ?
C12 C11 C12A 32.0(9) . . ?
C10 C11 C12A 114.0(12) . . ?
C10A C11 C11 123.3(12) . 2_767 ?
C12 C11 C11 124.2(12) . 2_767 ?
C10 C11 C11 119.8(12) . 2_767 ?
C12A C11 C11 117.4(13) . 2_767 ?
C13 C12 C11 120.7(13) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
N1 C13 C12 122.8(12) . . ?
N1 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
N1 C9A C10A 125.7(15) . . ?
N1 C9A H9A 117.2 . . ?
C10A C9A H9A 117.2 . . ?
C11 C10A C9A 119.5(14) . . ?
C11 C10A H10A 120.2 . . ?
C9A C10A H10A 120.2 . . ?
C13A C12A C11 117.3(16) . . ?
C13A C12A H12A 121.4 . . ?
C11 C12A H12A 121.4 . . ?
C12A C13A N1 122.5(15) . . ?
C12A C13A H13A 118.7 . . ?
N1 C13A H13A 118.7 . . ?

_diffrn_measured_fraction_theta_max 0.958
_diffrn_reflns_theta_full        26.05
_diffrn_measured_fraction_theta_full 0.958
_refine_diff_density_max         1.265
_refine_diff_density_min         -1.253
_refine_diff_density_rms         0.262
####################################################################### 
# 
# 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_Cryst1_3
_database_code_depnum_ccdc_archive 'CCDC 1429433'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C26 H16 N2 O8 Zn2) 0.87(C O2)'
_chemical_formula_sum            'C26.87 H16 N2 O9.73 Zn2'
_chemical_formula_weight         653.22

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)/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.099(10)
_cell_length_b                   10.997(8)
_cell_length_c                   21.865(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.971(9)
_cell_angle_gamma                90.00
_cell_volume                     3382(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    253(2)
_cell_measurement_reflns_used    2592
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      25.45
_exptl_crystal_description       block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1316
_exptl_absorpt_coefficient_mu    1.466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.799
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      253(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       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17291
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_av_sigmaI/netI    0.1116
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         26.21
_reflns_number_total             6579
_reflns_number_gt                3334
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'
_computing_publication_material  'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'

_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6579
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.0877
_refine_ls_wR_factor_ref         0.2319
_refine_ls_wR_factor_gt          0.2116
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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
Zn2 Zn 0.82008(5) 0.29753(7) 0.08706(4) 0.0304(3) Uani 1 1 d . C .
O1 O 0.6345(4) 0.4789(4) 0.0744(3) 0.0477(14) Uani 1 1 d . . .
N2 N 0.9662(4) 0.2966(6) 0.0892(3) 0.0377(15) Uani 1 1 d . C .
C1 C 0.7143(6) 0.5329(6) 0.0799(3) 0.0354(17) Uani 1 1 d . . .
Zn1 Zn 0.61069(5) 0.29709(8) 0.07720(4) 0.0305(3) Uani 1 1 d . C .
O2 O 0.7917(4) 0.4808(4) 0.0873(3) 0.0438(14) Uani 1 1 d . . .
N1 N 0.4665(4) 0.2967(5) 0.0814(3) 0.0369(15) Uani 1 1 d . . .
C2 C 0.7117(5) 0.6697(6) 0.0802(4) 0.0348(17) Uani 1 1 d . . .
O3 O 0.6325(4) 0.1138(5) 0.0778(3) 0.0545(15) Uani 1 1 d . . .
C3 C 0.7949(6) 0.7373(8) 0.0879(5) 0.061(3) Uani 1 1 d . . .
H3 H 0.8525 0.6962 0.0934 0.073 Uiso 1 1 calc R . .
O4 O 0.7898(4) 0.1147(5) 0.0837(3) 0.0554(16) Uani 1 1 d . . .
C7 C 0.6274(5) 0.7342(6) 0.0732(4) 0.040(2) Uani 1 1 d . . .
H7 H 0.5702 0.6921 0.0680 0.048 Uiso 1 1 calc R . .
O5 O 0.6481(4) 0.2990(5) 0.1694(3) 0.0526(15) Uani 1 1 d . . .
C5 C 0.7120(5) -0.0739(6) 0.0793(4) 0.0370(17) Uani 1 1 d . . .
O6 O 0.8080(4) 0.2888(5) 0.1789(3) 0.0557(15) Uani 1 1 d . . .
C6 C 0.6264(6) -0.1408(7) 0.0736(4) 0.051(2) Uani 1 1 d . . .
H6 H 0.5686 -0.0998 0.0701 0.061 Uiso 1 1 calc R . .
O7 O 0.6330(4) 0.2894(5) -0.0155(3) 0.0521(15) Uani 1 1 d . . .
C4 C 0.7957(6) -0.1384(7) 0.0876(4) 0.056(3) Uani 1 1 d . . .
H4 H 0.8532 -0.0971 0.0930 0.067 Uiso 1 1 calc R . .
O8 O 0.7942(4) 0.3031(5) -0.0077(3) 0.0524(15) Uani 1 1 d . . .
C8 C 0.7116(6) 0.0622(6) 0.0793(4) 0.0400(18) Uani 1 1 d . C .
O9 O 0.8305(8) 0.0260(10) -0.0510(5) 0.112(4) Uiso 0.865(13) 1 d P A 1
C9 C 0.7249(6) 0.2866(7) 0.2018(4) 0.044(2) Uani 1 1 d . C .
O10 O 0.9728(10) 0.1204(13) -0.0345(6) 0.161(6) Uiso 0.865(13) 1 d P A 1
C10 C 0.7247(6) 0.2676(7) 0.2673(4) 0.045(2) Uani 1 1 d . . .
C16 C 0.8052(6) 0.2351(9) 0.3034(4) 0.059(3) Uani 1 1 d . . .
H16 H 0.8623 0.2240 0.2853 0.070 Uiso 1 1 calc R . .
C11 C 0.8024(7) 0.2812(9) -0.1349(5) 0.066(3) Uani 1 1 d . . .
H11 H 0.8581 0.3012 -0.1119 0.079 Uiso 1 1 calc R . .
C12 C 0.7169(6) 0.2684(7) -0.1047(4) 0.0378(19) Uani 1 1 d . . .
C13 C 0.6368(6) 0.2372(8) -0.1418(4) 0.047(2) Uani 1 1 d . . .
H13 H 0.5797 0.2263 -0.1237 0.056 Uiso 1 1 calc R . .
C14 C 0.6381(6) 0.2783(8) 0.2959(4) 0.057(3) Uani 1 1 d . . .
H14 H 0.5821 0.2957 0.2725 0.069 Uiso 1 1 calc R . .
C15 C 0.7156(7) 0.2886(7) -0.0375(4) 0.047(2) Uani 1 1 d . C .
C17 C 0.4142(6) 0.3979(8) 0.0746(4) 0.051(2) Uiso 1 1 d . C .
H17 H 0.4457 0.4720 0.0735 0.061 Uiso 1 1 calc R B 1
C18 C 0.3133(11) 0.3987(14) 0.0690(11) 0.026(4) Uiso 0.51(5) 1 d P C 1
H18 H 0.2793 0.4656 0.0534 0.031 Uiso 0.51(5) 1 calc PR C 1
C19 C 0.2690(5) 0.2972(7) 0.0875(4) 0.0405(18) Uiso 1 1 d . . .
C20 C 0.3274(13) 0.1975(18) 0.1076(14) 0.044(5) Uiso 0.51(5) 1 d P C 1
H20 H 0.3004 0.1313 0.1263 0.053 Uiso 0.51(5) 1 calc PR C 1
C21 C 0.4216(12) 0.1980(16) 0.1000(12) 0.031(4) Uiso 0.51(5) 1 d P C 1
H21 H 0.4563 0.1271 0.1080 0.037 Uiso 0.51(5) 1 calc PR C 1
C22 C 1.0085(7) 0.3725(9) 0.0566(4) 0.069(3) Uiso 1 1 d . . .
H22 H 0.9731 0.4355 0.0380 0.083 Uiso 1 1 calc R D 1
C23 C 1.1109(9) 0.3656(15) 0.0468(9) 0.045(4) Uiso 0.73(4) 1 d P E 1
H23 H 1.1367 0.4044 0.0140 0.054 Uiso 0.73(4) 1 calc PR E 1
C24 C 1.1659(6) 0.2989(7) 0.0886(4) 0.0408(18) Uiso 1 1 d . . .
C25 C 1.1189(11) 0.2287(15) 0.1341(11) 0.053(4) Uiso 0.73(4) 1 d P E 1
H25 H 1.1515 0.1912 0.1674 0.064 Uiso 0.73(4) 1 calc PR E 1
C26 C 1.0193(6) 0.2229(8) 0.1231(4) 0.053(2) Uiso 1 1 d . . .
H26 H 0.9885 0.1599 0.1420 0.064 Uiso 1 1 calc R E 1
C27 C 0.8992(14) 0.0689(17) -0.0402(8) 0.116(6) Uiso 0.865(13) 1 d P A 1
C18A C 0.3208(14) 0.406(2) 0.0904(15) 0.044(6) Uiso 0.49(5) 1 d P C 2
H18A H 0.2943 0.4792 0.1022 0.053 Uiso 0.49(5) 1 calc PR C 2
C20A C 0.3182(12) 0.1867(16) 0.0863(12) 0.030(5) Uiso 0.49(5) 1 d P C 2
H20A H 0.2876 0.1123 0.0895 0.036 Uiso 0.49(5) 1 calc PR C 2
C21A C 0.4165(13) 0.1945(19) 0.0801(14) 0.038(5) Uiso 0.49(5) 1 d P C 2
H21A H 0.4490 0.1223 0.0746 0.046 Uiso 0.49(5) 1 calc PR C 2
C23A C 1.1094(19) 0.398(4) 0.0649(18) 0.028(9) Uiso 0.27(4) 1 d P E 2
H23A H 1.1352 0.4733 0.0555 0.034 Uiso 0.27(4) 1 calc PR E 2
C25A C 1.1128(14) 0.207(3) 0.1161(14) 0.006(7) Uiso 0.27(4) 1 d P E 2
H25A H 1.1425 0.1349 0.1294 0.008 Uiso 0.27(4) 1 calc PR E 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
Zn2 O6 2.029(6) . ?
Zn2 O2 2.055(5) . ?
Zn2 O4 2.055(6) . ?
Zn2 N2 2.057(6) . ?
Zn2 O8 2.080(6) . ?
Zn2 Zn1 2.945(2) . ?
O1 C1 1.270(8) . ?
O1 Zn1 2.029(5) . ?
N2 C22 1.274(11) . ?
N2 C26 1.300(10) . ?
C1 O2 1.233(8) . ?
C1 C2 1.505(9) . ?
Zn1 O3 2.039(6) . ?
Zn1 N1 2.041(6) . ?
Zn1 O5 2.049(6) . ?
Zn1 O7 2.075(6) . ?
N1 C21A 1.33(2) . ?
N1 C21 1.335(19) . ?
N1 C17 1.338(9) . ?
C2 C7 1.384(10) . ?
C2 C3 1.389(11) . ?
O3 C8 1.249(9) . ?
C3 C4 1.367(11) 1_565 ?
C3 H3 0.9300 . ?
O4 C8 1.243(9) . ?
C7 C6 1.375(10) 1_565 ?
C7 H7 0.9300 . ?
O5 C9 1.260(9) . ?
C5 C4 1.379(10) . ?
C5 C6 1.412(10) . ?
C5 C8 1.496(10) . ?
O6 C9 1.306(9) . ?
C6 C7 1.375(10) 1_545 ?
C6 H6 0.9300 . ?
O7 C15 1.290(10) . ?
C4 C3 1.367(11) 1_545 ?
C4 H4 0.9300 . ?
O8 C15 1.257(10) . ?
O9 C27 1.089(18) . ?
C9 C10 1.447(11) . ?
O10 C27 1.181(19) . ?
C10 C16 1.384(11) . ?
C10 C14 1.414(12) . ?
C16 C11 1.363(12) 4_566 ?
C16 H16 0.9300 . ?
C11 C16 1.363(12) 4_565 ?
C11 C12 1.420(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(11) . ?
C12 C15 1.488(11) . ?
C13 C14 1.375(11) 4_565 ?
C13 H13 0.9300 . ?
C14 C13 1.375(11) 4_566 ?
C14 H14 0.9300 . ?
C17 C18A 1.39(2) . ?
C17 C18 1.419(18) . ?
C17 H17 0.9300 . ?
C18 C19 1.355(17) . ?
C18 H18 0.9300 . ?
C19 C20A 1.400(18) . ?
C19 C18A 1.40(2) . ?
C19 C20 1.42(2) . ?
C19 C24 1.455(11) 1_455 ?
C20 C21 1.35(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23A 1.45(3) . ?
C22 C23 1.476(16) . ?
C22 H22 0.9300 . ?
C23 C24 1.370(14) . ?
C23 H23 0.9300 . ?
C24 C25A 1.42(2) . ?
C24 C23A 1.43(3) . ?
C24 C25 1.454(17) . ?
C24 C19 1.455(11) 1_655 ?
C25 C26 1.410(17) . ?
C25 H25 0.9300 . ?
C26 C25A 1.35(2) . ?
C26 H26 0.9300 . ?
C18A H18A 0.9300 . ?
C20A C21A 1.40(3) . ?
C20A H20A 0.9300 . ?
C21A H21A 0.9300 . ?
C23A H23A 0.9300 . ?
C25A H25A 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
O6 Zn2 O2 90.8(2) . . ?
O6 Zn2 O4 87.6(2) . . ?
O2 Zn2 O4 156.8(2) . . ?
O6 Zn2 N2 97.4(2) . . ?
O2 Zn2 N2 101.5(2) . . ?
O4 Zn2 N2 101.6(2) . . ?
O6 Zn2 O8 165.1(2) . . ?
O2 Zn2 O8 87.3(2) . . ?
O4 Zn2 O8 88.4(2) . . ?
N2 Zn2 O8 97.4(2) . . ?
O6 Zn2 Zn1 85.43(17) . . ?
O2 Zn2 Zn1 78.88(15) . . ?
O4 Zn2 Zn1 77.95(16) . . ?
N2 Zn2 Zn1 177.10(18) . . ?
O8 Zn2 Zn1 79.71(16) . . ?
C1 O1 Zn1 127.2(5) . . ?
C22 N2 C26 117.0(8) . . ?
C22 N2 Zn2 119.4(6) . . ?
C26 N2 Zn2 123.6(6) . . ?
O2 C1 O1 124.4(7) . . ?
O2 C1 C2 119.0(7) . . ?
O1 C1 C2 116.5(7) . . ?
O1 Zn1 O3 161.7(2) . . ?
O1 Zn1 N1 99.8(2) . . ?
O3 Zn1 N1 98.5(2) . . ?
O1 Zn1 O5 89.3(2) . . ?
O3 Zn1 O5 88.6(2) . . ?
N1 Zn1 O5 98.4(2) . . ?
O1 Zn1 O7 88.5(2) . . ?
O3 Zn1 O7 86.2(2) . . ?
N1 Zn1 O7 105.2(2) . . ?
O5 Zn1 O7 156.4(2) . . ?
O1 Zn1 Zn2 80.43(15) . . ?
O3 Zn1 Zn2 81.44(15) . . ?
N1 Zn1 Zn2 173.26(18) . . ?
O5 Zn1 Zn2 74.89(16) . . ?
O7 Zn1 Zn2 81.53(17) . . ?
C1 O2 Zn2 128.8(5) . . ?
C21A N1 C21 19.0(11) . . ?
C21A N1 C17 114.4(10) . . ?
C21 N1 C17 116.1(9) . . ?
C21A N1 Zn1 122.1(9) . . ?
C21 N1 Zn1 120.7(8) . . ?
C17 N1 Zn1 122.5(5) . . ?
C7 C2 C3 116.8(7) . . ?
C7 C2 C1 122.2(7) . . ?
C3 C2 C1 121.0(7) . . ?
C8 O3 Zn1 125.6(5) . . ?
C4 C3 C2 122.8(8) 1_565 . ?
C4 C3 H3 118.6 1_565 . ?
C2 C3 H3 118.6 . . ?
C8 O4 Zn2 129.7(5) . . ?
C6 C7 C2 121.4(7) 1_565 . ?
C6 C7 H7 119.3 1_565 . ?
C2 C7 H7 119.3 . . ?
C9 O5 Zn1 134.8(6) . . ?
C4 C5 C6 117.5(7) . . ?
C4 C5 C8 121.2(7) . . ?
C6 C5 C8 121.2(7) . . ?
C9 O6 Zn2 121.3(5) . . ?
C7 C6 C5 120.8(7) 1_545 . ?
C7 C6 H6 119.6 1_545 . ?
C5 C6 H6 119.6 . . ?
C15 O7 Zn1 124.4(5) . . ?
C3 C4 C5 120.6(8) 1_545 . ?
C3 C4 H4 119.7 1_545 . ?
C5 C4 H4 119.7 . . ?
C15 O8 Zn2 126.9(6) . . ?
O4 C8 O3 125.2(7) . . ?
O4 C8 C5 117.5(7) . . ?
O3 C8 C5 117.2(7) . . ?
O5 C9 O6 122.8(8) . . ?
O5 C9 C10 120.8(8) . . ?
O6 C9 C10 116.4(7) . . ?
C16 C10 C14 117.9(8) . . ?
C16 C10 C9 123.0(8) . . ?
C14 C10 C9 119.1(7) . . ?
C11 C16 C10 121.3(9) 4_566 . ?
C11 C16 H16 119.3 4_566 . ?
C10 C16 H16 119.3 . . ?
C16 C11 C12 122.0(8) 4_565 . ?
C16 C11 H11 119.0 4_565 . ?
C12 C11 H11 119.0 . . ?
C13 C12 C11 115.8(8) . . ?
C13 C12 C15 123.3(7) . . ?
C11 C12 C15 120.9(8) . . ?
C14 C13 C12 123.0(8) 4_565 . ?
C14 C13 H13 118.5 4_565 . ?
C12 C13 H13 118.5 . . ?
C13 C14 C10 119.9(8) 4_566 . ?
C13 C14 H14 120.0 4_566 . ?
C10 C14 H14 120.0 . . ?
O8 C15 O7 126.4(8) . . ?
O8 C15 C12 117.4(8) . . ?
O7 C15 C12 116.3(7) . . ?
N1 C17 C18A 123.6(11) . . ?
N1 C17 C18 123.8(9) . . ?
C18A C17 C18 19.6(11) . . ?
N1 C17 H17 118.1 . . ?
C18A C17 H17 114.4 . . ?
C18 C17 H17 118.1 . . ?
C19 C18 C17 116.7(13) . . ?
C19 C18 H18 121.6 . . ?
C17 C18 H18 121.6 . . ?
C18 C19 C20A 118.0(11) . . ?
C18 C19 C18A 19.9(10) . . ?
C20A C19 C18A 119.0(12) . . ?
C18 C19 C20 117.3(12) . . ?
C20A C19 C20 20.0(10) . . ?
C18A C19 C20 110.8(12) . . ?
C18 C19 C24 118.4(10) . 1_455 ?
C20A C19 C24 120.6(10) . 1_455 ?
C18A C19 C24 120.4(10) . 1_455 ?
C20 C19 C24 124.2(10) . 1_455 ?
C21 C20 C19 120.8(17) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
N1 C21 C20 122.2(16) . . ?
N1 C21 H21 118.9 . . ?
C20 C21 H21 118.9 . . ?
N2 C22 C23A 123.5(14) . . ?
N2 C22 C23 123.3(10) . . ?
C23A C22 C23 21.1(14) . . ?
N2 C22 H22 118.4 . . ?
C23A C22 H22 113.6 . . ?
C23 C22 H22 118.4 . . ?
C24 C23 C22 116.4(12) . . ?
C24 C23 H23 121.8 . . ?
C22 C23 H23 121.8 . . ?
C23 C24 C25A 112.0(12) . . ?
C23 C24 C23A 21.9(14) . . ?
C25A C24 C23A 113.8(16) . . ?
C23 C24 C25 118.5(11) . . ?
C25A C24 C25 18.6(10) . . ?
C23A C24 C25 112.6(14) . . ?
C23 C24 C19 121.0(9) . 1_655 ?
C25A C24 C19 123.7(11) . 1_655 ?
C23A C24 C19 122.4(14) . 1_655 ?
C25 C24 C19 120.5(9) . 1_655 ?
C26 C25 C24 113.8(14) . . ?
C26 C25 H25 123.1 . . ?
C24 C25 H25 123.1 . . ?
N2 C26 C25A 123.2(12) . . ?
N2 C26 C25 126.6(10) . . ?
C25A C26 C25 19.2(11) . . ?
N2 C26 H26 116.7 . . ?
C25A C26 H26 116.3 . . ?
C25 C26 H26 116.7 . . ?
O9 C27 O10 173(2) . . ?
C17 C18A C19 115.7(18) . . ?
C17 C18A H18A 122.2 . . ?
C19 C18A H18A 122.2 . . ?
C19 C20A C21A 116.3(15) . . ?
C19 C20A H20A 121.9 . . ?
C21A C20A H20A 121.9 . . ?
N1 C21A C20A 125.3(17) . . ?
N1 C21A H21A 117.4 . . ?
C20A C21A H21A 117.4 . . ?
C24 C23A C22 114(2) . . ?
C24 C23A H23A 122.8 . . ?
C22 C23A H23A 122.8 . . ?
C26 C25A C24 120.1(17) . . ?
C26 C25A H25A 119.9 . . ?
C24 C25A H25A 119.9 . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         2.296
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.200
####################################################################### 
# 
# 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_Crystal2_2
_database_code_depnum_ccdc_archive 'CCDC 1429434'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H8 N O4 Zn'
_chemical_formula_weight         307.57

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           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   7.871(3)
_cell_length_b                   9.340(3)
_cell_length_c                   10.629(3)
_cell_angle_alpha                65.253(4)
_cell_angle_beta                 86.362(4)
_cell_angle_gamma                77.446(4)
_cell_volume                     692.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5860
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.06

_exptl_crystal_description       block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             310
_exptl_absorpt_coefficient_mu    1.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7284
_exptl_absorpt_correction_T_max  0.8855
_exptl_absorpt_process_details   'symmetry-related measurements'

_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       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7969
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.07
_reflns_number_total             2732
_reflns_number_gt                2611
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'
_computing_publication_material  'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'

_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)+(0.0385P)²+1.2313P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2732
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_ref         0.0889
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.63294(4) 0.56189(3) 0.54591(3) 0.02228(11) Uani 1 1 d . . .
O1 O 0.4130(3) 0.7126(3) 0.5565(2) 0.0366(5) Uani 1 1 d . . .
N1 N 0.7817(3) 0.5645(3) 0.6948(3) 0.0340(6) Uani 1 1 d . . .
C1 C 0.2606(4) 0.7200(3) 0.5202(3) 0.0293(6) Uani 1 1 d . . .
O2 O 0.7874(3) 0.3822(2) 0.5100(2) 0.0357(5) Uani 1 1 d . . .
C2 C 0.1251(4) 0.8645(3) 0.5110(3) 0.0310(6) Uani 1 1 d . . .
O3 O 0.6670(3) 0.7317(3) 0.3539(2) 0.0416(5) Uani 1 1 d . . .
C3 C 0.1650(4) 0.9755(4) 0.5536(4) 0.0392(7) Uani 1 1 d . . .
H3 H 0.2758 0.9593 0.5894 0.047 Uiso 1 1 calc R . .
O4 O 0.5284(3) 0.3723(3) 0.7027(2) 0.0449(6) Uani 1 1 d . . .
C4 C -0.0404(4) 0.8899(4) 0.4571(4) 0.0380(7) Uani 1 1 d . . .
H4 H -0.0675 0.8162 0.4281 0.046 Uiso 1 1 calc R . .
C5 C 0.5598(4) 0.7320(4) 0.2710(3) 0.0342(6) Uani 1 1 d . . .
C6 C 0.5307(4) 0.8711(4) 0.1293(3) 0.0350(7) Uani 1 1 d . . .
C7 C 0.6217(5) 0.9930(4) 0.0918(3) 0.0493(9) Uani 1 1 d . . .
H7 H 0.7040 0.9887 0.1531 0.059 Uiso 1 1 calc R . .
C8 C 0.4098(5) 0.8779(4) 0.0375(3) 0.0489(9) Uani 1 1 d . . .
H8 H 0.3489 0.7956 0.0623 0.059 Uiso 1 1 calc R . .
C9 C 0.9285(8) 0.4459(10) 0.7440(7) 0.0304(16) Uiso 0.524(9) 1 d P A 1
H9 H 0.9703 0.3825 0.6961 0.036 Uiso 0.524(9) 1 calc PR A 1
C10 C 1.0161(9) 0.4182(10) 0.8633(7) 0.0328(16) Uiso 0.524(9) 1 d P A 1
H10 H 1.1150 0.3363 0.8958 0.039 Uiso 0.524(9) 1 calc PR A 1
C11 C 0.9546(5) 0.5148(5) 0.9350(4) 0.0473(8) Uiso 1 1 d . . .
C12 C 0.8199(9) 0.6488(9) 0.8697(7) 0.0408(17) Uiso 0.524(9) 1 d P A 1
H12 H 0.7866 0.7258 0.9056 0.049 Uiso 0.524(9) 1 calc PR A 1
C13 C 0.7370(8) 0.6663(8) 0.7525(7) 0.0339(15) Uiso 0.524(9) 1 d P A 1
H13 H 0.6453 0.7542 0.7124 0.041 Uiso 0.524(9) 1 calc PR A 1
C9A C 0.9442(9) 0.4939(10) 0.7221(7) 0.0270(16) Uiso 0.476(9) 1 d P A 2
H9A H 1.0035 0.4584 0.6585 0.032 Uiso 0.476(9) 1 calc PR A 2
C10A C 1.0349(9) 0.4678(10) 0.8382(7) 0.0285(16) Uiso 0.476(9) 1 d P A 2
H10A H 1.1522 0.4175 0.8505 0.034 Uiso 0.476(9) 1 calc PR A 2
C12A C 0.7700(11) 0.5821(10) 0.9168(9) 0.046(2) Uiso 0.476(9) 1 d P A 2
H12A H 0.7074 0.6080 0.9843 0.055 Uiso 0.476(9) 1 calc PR A 2
C13A C 0.6904(10) 0.6063(10) 0.7967(8) 0.0418(19) Uiso 0.476(9) 1 d P A 2
H13A H 0.5720 0.6520 0.7820 0.050 Uiso 0.476(9) 1 calc PR A 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 2.007(2) . ?
Zn1 O1 2.010(2) . ?
Zn1 N1 2.038(2) . ?
Zn1 O3 2.039(2) . ?
Zn1 O4 2.140(2) . ?
Zn1 Zn1 2.9873(8) 2_666 ?
O1 C1 1.262(4) . ?
N1 C9A 1.294(7) . ?
N1 C13 1.312(6) . ?
N1 C9 1.368(7) . ?
N1 C13A 1.406(8) . ?
C1 O2 1.260(4) 2_666 ?
C1 C2 1.499(4) . ?
O2 C1 1.260(4) 2_666 ?
C2 C4 1.388(4) . ?
C2 C3 1.390(4) . ?
O3 C5 1.256(4) . ?
C3 C4 1.383(4) 2_576 ?
C3 H3 0.9300 . ?
O4 C5 1.245(4) 2_666 ?
C4 C3 1.383(4) 2_576 ?
C4 H4 0.9300 . ?
C5 O4 1.245(4) 2_666 ?
C5 C6 1.511(4) . ?
C6 C8 1.379(5) . ?
C6 C7 1.381(5) . ?
C7 C8 1.389(5) 2_675 ?
C7 H7 0.9300 . ?
C8 C7 1.389(5) 2_675 ?
C8 H8 0.9300 . ?
C9 C10 1.381(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.403(8) . ?
C10 H10 0.9300 . ?
C11 C10A 1.352(8) . ?
C11 C12 1.401(8) . ?
C11 C12A 1.442(9) . ?
C11 C11 1.488(7) 2_767 ?
C12 C13 1.375(9) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C9A C10A 1.370(9) . ?
C9A H9A 0.9300 . ?
C10A H10A 0.9300 . ?
C12A C13A 1.368(11) . ?
C12A H12A 0.9300 . ?
C13A H13A 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 O1 158.71(9) . . ?
O2 Zn1 N1 99.33(10) . . ?
O1 Zn1 N1 99.81(10) . . ?
O2 Zn1 O3 93.06(10) . . ?
O1 Zn1 O3 88.29(10) . . ?
N1 Zn1 O3 112.15(10) . . ?
O2 Zn1 O4 84.27(10) . . ?
O1 Zn1 O4 86.76(10) . . ?
N1 Zn1 O4 89.22(10) . . ?
O3 Zn1 O4 158.60(10) . . ?
O2 Zn1 Zn1 79.70(7) . 2_666 ?
O1 Zn1 Zn1 79.03(7) . 2_666 ?
N1 Zn1 Zn1 152.20(8) . 2_666 ?
O3 Zn1 Zn1 95.62(7) . 2_666 ?
O4 Zn1 Zn1 62.99(7) . 2_666 ?
C1 O1 Zn1 127.59(19) . . ?
C9A N1 C13 110.5(4) . . ?
C9A N1 C9 19.2(4) . . ?
C13 N1 C9 118.6(4) . . ?
C9A N1 C13A 117.0(5) . . ?
C13 N1 C13A 30.4(3) . . ?
C9 N1 C13A 114.1(4) . . ?
C9A N1 Zn1 124.6(3) . . ?
C13 N1 Zn1 123.3(3) . . ?
C9 N1 Zn1 117.9(3) . . ?
C13A N1 Zn1 116.0(4) . . ?
O2 C1 O1 125.9(3) 2_666 . ?
O2 C1 C2 117.2(3) 2_666 . ?
O1 C1 C2 116.9(3) . . ?
C1 O2 Zn1 126.77(19) 2_666 . ?
C4 C2 C3 119.5(3) . . ?
C4 C2 C1 120.1(3) . . ?
C3 C2 C1 120.4(3) . . ?
C5 O3 Zn1 108.0(2) . . ?
C4 C3 C2 120.2(3) 2_576 . ?
C4 C3 H3 119.9 2_576 . ?
C2 C3 H3 119.9 . . ?
C5 O4 Zn1 146.8(2) 2_666 . ?
C3 C4 C2 120.3(3) 2_576 . ?
C3 C4 H4 119.9 2_576 . ?
C2 C4 H4 119.9 . . ?
O4 C5 O3 125.0(3) 2_666 . ?
O4 C5 C6 116.7(3) 2_666 . ?
O3 C5 C6 118.2(3) . . ?
C8 C6 C7 119.7(3) . . ?
C8 C6 C5 119.7(3) . . ?
C7 C6 C5 120.6(3) . . ?
C6 C7 C8 119.9(3) . 2_675 ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 2_675 . ?
C6 C8 C7 120.4(3) . 2_675 ?
C6 C8 H8 119.8 . . ?
C7 C8 H8 119.8 2_675 . ?
N1 C9 C10 121.5(6) . . ?
N1 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C11 119.4(6) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10A C11 C12 108.6(5) . . ?
C10A C11 C10 19.9(3) . . ?
C12 C11 C10 116.6(5) . . ?
C10A C11 C12A 118.1(5) . . ?
C12 C11 C12A 32.0(4) . . ?
C10 C11 C12A 114.4(5) . . ?
C10A C11 C11 122.5(5) . 2_767 ?
C12 C11 C11 122.7(5) . 2_767 ?
C10 C11 C11 120.3(5) . 2_767 ?
C12A C11 C11 119.1(5) . 2_767 ?
C13 C12 C11 119.8(6) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
N1 C13 C12 122.8(6) . . ?
N1 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
N1 C9A C10A 124.6(6) . . ?
N1 C9A H9A 117.7 . . ?
C10A C9A H9A 117.7 . . ?
C11 C10A C9A 120.2(6) . . ?
C11 C10A H10A 119.9 . . ?
C9A C10A H10A 119.9 . . ?
C13A C12A C11 117.6(7) . . ?
C13A C12A H12A 121.2 . . ?
C11 C12A H12A 121.2 . . ?
C12A C13A N1 122.2(7) . . ?
C12A C13A H13A 118.9 . . ?
N1 C13A H13A 118.9 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.07
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.066
_refine_diff_density_min         -0.830
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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_Crystal2_3
_database_code_depnum_ccdc_archive 'CCDC 1429435'
_audit_update_record             
;
2015-10-04 deposited with the CCDC.
2016-08-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H16 N2 O8 Zn2'
_chemical_formula_sum            'C26 H16 N2 O8 Zn2'
_chemical_formula_weight         615.15

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)/c  '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   14.065(8)
_cell_length_b                   10.949(6)
_cell_length_c                   21.771(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.319(9)
_cell_angle_gamma                90.00
_cell_volume                     3343(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5377
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      25.45

_exptl_crystal_description       block
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1240
_exptl_absorpt_coefficient_mu    1.475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_process_details   'symmetry-related measurements'

_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       'phi and omega scans'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            36943
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         26.05
_reflns_number_total             6587
_reflns_number_gt                4199
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'
_computing_publication_material  'X-Seed, Barbour, 2001; Atwood & Barbour, 2003'

_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)+(0.1003P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6587
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1718
_refine_ls_wR_factor_gt          0.1578
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.003
_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 0.32000(3) 0.29499(4) 0.08762(2) 0.02606(17) Uani 1 1 d . A .
O1 O 0.2909(3) 0.2961(3) -0.00610(16) 0.0527(10) Uani 1 1 d . . .
N1 N 0.4657(3) 0.2949(3) 0.08897(18) 0.0356(9) Uani 1 1 d . . .
C1 C 0.2129(4) 0.2835(4) -0.0367(2) 0.0421(12) Uani 1 1 d . . .
Zn2 Zn 0.11059(3) 0.29462(4) 0.07689(2) 0.02623(17) Uani 1 1 d . . .
O2 O 0.1326(3) 0.2867(3) -0.01533(16) 0.0521(9) Uani 1 1 d . A .
N2 N -0.0343(3) 0.2954(3) 0.08057(19) 0.0379(9) Uani 1 1 d . A .
C2 C 0.2168(4) 0.2642(5) -0.1049(2) 0.0425(12) Uani 1 1 d . . .
O3 O 0.3083(3) 0.2897(4) 0.17949(17) 0.0572(10) Uani 1 1 d . . .
C3 C 0.3028(5) 0.2674(7) -0.1315(3) 0.073(2) Uani 1 1 d . . .
H3 H 0.3590 0.2816 -0.1072 0.088 Uiso 1 1 calc R . .
O4 O 0.1492(3) 0.2968(3) 0.16943(16) 0.0509(9) Uani 1 1 d . A .
C4 C 0.3055(4) 0.2503(7) 0.3058(3) 0.073(2) Uani 1 1 d . . .
H4 H 0.3639 0.2480 0.2885 0.088 Uiso 1 1 calc R . .
O5 O 0.2904(3) 0.1119(3) 0.08457(18) 0.0556(10) Uani 1 1 d . . .
C5 C 0.2239(4) 0.2713(4) 0.2683(2) 0.0414(12) Uani 1 1 d . . .
O6 O 0.1340(2) 0.1115(3) 0.07894(18) 0.0519(9) Uani 1 1 d . A .
C6 C 0.1392(4) 0.2745(6) 0.2956(3) 0.0575(16) Uani 1 1 d . . .
H6 H 0.0830 0.2879 0.2712 0.069 Uiso 1 1 calc R . .
O7 O 0.2940(2) 0.4778(3) 0.08532(16) 0.0438(9) Uani 1 1 d . . .
C7 C 0.1350(4) 0.2418(6) -0.1415(3) 0.0598(16) Uani 1 1 d . . .
H7 H 0.0766 0.2376 -0.1241 0.072 Uiso 1 1 calc R . .
O8 O 0.1342(2) 0.4765(3) 0.07513(16) 0.0429(8) Uani 1 1 d . A .
C8 C 0.2274(4) 0.2879(4) 0.2003(2) 0.0404(11) Uani 1 1 d . A .
C9 C 0.2116(4) 0.0596(4) 0.0814(2) 0.0388(11) Uani 1 1 d . A .
C10 C 0.2133(3) -0.0774(4) 0.0816(2) 0.0400(11) Uani 1 1 d . . .
C11 C 0.2985(3) -0.1415(4) 0.0878(3) 0.0486(14) Uani 1 1 d . . .
H11 H 0.3562 -0.0995 0.0915 0.058 Uiso 1 1 calc R . .
C12 C 0.2980(4) 0.7320(4) 0.0887(3) 0.0570(16) Uani 1 1 d . . .
H12 H 0.3553 0.6896 0.0947 0.068 Uiso 1 1 calc R . .
C13 C 0.2121(3) 0.6675(4) 0.0807(2) 0.0344(10) Uani 1 1 d . . .
C14 C 0.1281(4) 0.7312(4) 0.0740(2) 0.0417(12) Uani 1 1 d . . .
H14 H 0.0707 0.6889 0.0690 0.050 Uiso 1 1 calc R . .
C15 C 0.1272(4) -0.1438(4) 0.0745(2) 0.0450(13) Uani 1 1 d . . .
H15 H 0.0694 -0.1023 0.0702 0.054 Uiso 1 1 calc R . .
C16 C 0.2126(4) 0.5303(4) 0.0811(2) 0.0357(10) Uani 1 1 d . A .
C17 C 0.5184(7) 0.2242(9) 0.1279(6) 0.043(3) Uiso 0.585(16) 1 d P A 1
H17 H 0.4874 0.1721 0.1537 0.051 Uiso 0.585(16) 1 calc PR A 1
C18 C 0.6185(7) 0.2246(9) 0.1320(5) 0.044(3) Uiso 0.585(16) 1 d P A 1
H18 H 0.6539 0.1808 0.1623 0.052 Uiso 0.585(16) 1 calc PR A 1
C19 C 0.6632(4) 0.2954(5) 0.0875(2) 0.0425(12) Uiso 1 1 d . . .
C20 C 0.6071(6) 0.3661(9) 0.0471(5) 0.042(3) Uiso 0.585(16) 1 d P A 1
H20 H 0.6352 0.4153 0.0186 0.050 Uiso 0.585(16) 1 calc PR A 1
C21 C 0.5104(6) 0.3643(9) 0.0487(5) 0.040(2) Uiso 0.585(16) 1 d P A 1
H21 H 0.4737 0.4128 0.0210 0.048 Uiso 0.585(16) 1 calc PR A 1
C22 C -0.0824(7) 0.1897(10) 0.0767(8) 0.032(3) Uiso 0.49(3) 1 d P A 1
H22 H -0.0483 0.1187 0.0704 0.038 Uiso 0.49(3) 1 calc PR A 1
C23 C -0.1818(8) 0.1793(11) 0.0817(8) 0.035(3) Uiso 0.49(3) 1 d P A 1
H23 H -0.2126 0.1042 0.0825 0.042 Uiso 0.49(3) 1 calc PR A 1
C24 C -0.2315(4) 0.2928(4) 0.0855(2) 0.0399(11) Uiso 1 1 d . . .
C25 C -0.1792(8) 0.4042(11) 0.0895(9) 0.040(3) Uiso 0.49(3) 1 d P A 1
H25 H -0.2103 0.4780 0.0945 0.048 Uiso 0.49(3) 1 calc PR A 1
C26 C -0.0831(8) 0.4013(10) 0.0860(8) 0.031(3) Uiso 0.49(3) 1 d P A 1
H26 H -0.0497 0.4746 0.0873 0.038 Uiso 0.49(3) 1 calc PR A 1
C17A C 0.5163(11) 0.1988(15) 0.1028(8) 0.054(4) Uiso 0.415(16) 1 d P A 2
H17A H 0.4838 0.1274 0.1112 0.065 Uiso 0.415(16) 1 calc PR A 2
C18A C 0.6136(10) 0.1938(14) 0.1062(8) 0.046(4) Uiso 0.415(16) 1 d P A 2
H18A H 0.6459 0.1241 0.1206 0.056 Uiso 0.415(16) 1 calc PR A 2
C20A C 0.6114(9) 0.3974(15) 0.0720(8) 0.050(4) Uiso 0.415(16) 1 d P A 2
H20A H 0.6408 0.4693 0.0607 0.060 Uiso 0.415(16) 1 calc PR A 2
C21A C 0.5137(9) 0.3901(13) 0.0737(7) 0.043(4) Uiso 0.415(16) 1 d P A 2
H21A H 0.4788 0.4601 0.0629 0.052 Uiso 0.415(16) 1 calc PR A 2
C22A C -0.0803(7) 0.1968(10) 0.0981(8) 0.033(3) Uiso 0.51(3) 1 d P A 2
H22A H -0.0450 0.1269 0.1081 0.039 Uiso 0.51(3) 1 calc PR A 2
C23A C -0.1769(9) 0.1929(12) 0.1023(8) 0.046(3) Uiso 0.51(3) 1 d P A 2
H23A H -0.2054 0.1227 0.1165 0.055 Uiso 0.51(3) 1 calc PR A 2
C25A C -0.1820(7) 0.3986(9) 0.0686(7) 0.026(3) Uiso 0.51(3) 1 d P A 2
H25A H -0.2155 0.4702 0.0591 0.031 Uiso 0.51(3) 1 calc PR A 2
C26A C -0.0862(6) 0.3963(9) 0.0661(7) 0.023(3) Uiso 0.51(3) 1 d P A 2
H26A H -0.0552 0.4664 0.0541 0.027 Uiso 0.51(3) 1 calc PR A 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 O3 2.020(4) . ?
Zn1 O7 2.035(3) . ?
Zn1 N1 2.047(4) . ?
Zn1 O5 2.048(3) . ?
Zn1 O1 2.051(4) . ?
Zn1 Zn2 2.9371(18) . ?
O1 C1 1.247(6) . ?
N1 C17A 1.293(15) . ?
N1 C21A 1.298(13) . ?
N1 C17 1.332(10) . ?
N1 C21 1.351(10) . ?
C1 O2 1.254(6) . ?
C1 C2 1.507(7) . ?
Zn2 O8 2.020(3) . ?
Zn2 O6 2.032(4) . ?
Zn2 N2 2.045(4) . ?
Zn2 O4 2.047(4) . ?
Zn2 O2 2.056(4) . ?
N2 C22A 1.330(11) . ?
N2 C22 1.340(11) . ?
N2 C26A 1.347(10) . ?
N2 C26 1.357(12) . ?
C2 C7 1.371(7) . ?
C2 C3 1.379(8) . ?
O3 C8 1.255(6) . ?
C3 C4 1.383(8) 4_565 ?
C3 H3 0.9300 . ?
O4 C8 1.249(6) . ?
C4 C5 1.376(7) . ?
C4 C3 1.383(8) 4_566 ?
C4 H4 0.9300 . ?
O5 C9 1.244(5) . ?
C5 C6 1.371(8) . ?
C5 C8 1.497(7) . ?
O6 C9 1.228(5) . ?
C6 C7 1.387(7) 4_566 ?
C6 H6 0.9300 . ?
O7 C16 1.277(5) . ?
C7 C6 1.387(7) 4_565 ?
C7 H7 0.9300 . ?
O8 C16 1.249(5) . ?
C9 C10 1.500(6) . ?
C10 C11 1.387(6) . ?
C10 C15 1.411(7) . ?
C11 C12 1.385(7) 1_545 ?
C11 H11 0.9300 . ?
C12 C11 1.385(7) 1_565 ?
C12 C13 1.400(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(6) . ?
C13 C16 1.503(6) . ?
C14 C15 1.369(7) 1_565 ?
C14 H14 0.9300 . ?
C15 C14 1.369(7) 1_545 ?
C15 H15 0.9300 . ?
C17 C18 1.404(13) . ?
C17 H17 0.9300 . ?
C18 C19 1.425(11) . ?
C18 H18 0.9300 . ?
C19 C20A 1.362(15) . ?
C19 C20 1.375(10) . ?
C19 C18A 1.390(14) . ?
C19 C24 1.485(8) 1_655 ?
C20 C21 1.364(12) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.414(15) . ?
C22 H22 0.9300 . ?
C23 C24 1.432(12) . ?
C23 H23 0.9300 . ?
C24 C23A 1.371(13) . ?
C24 C25A 1.414(11) . ?
C24 C25 1.423(13) . ?
C24 C19 1.485(8) 1_455 ?
C25 C26 1.359(15) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C17A C18A 1.366(19) . ?
C17A H17A 0.9300 . ?
C18A H18A 0.9300 . ?
C20A C21A 1.380(18) . ?
C20A H20A 0.9300 . ?
C21A H21A 0.9300 . ?
C22A C23A 1.370(16) . ?
C22A H22A 0.9300 . ?
C23A H23A 0.9300 . ?
C25A C26A 1.353(13) . ?
C25A H25A 0.9300 . ?
C26A H26A 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
O3 Zn1 O7 91.42(15) . . ?
O3 Zn1 N1 98.17(16) . . ?
O7 Zn1 N1 100.30(14) . . ?
O3 Zn1 O5 88.42(16) . . ?
O7 Zn1 O5 157.90(15) . . ?
N1 Zn1 O5 101.59(15) . . ?
O3 Zn1 O1 163.80(17) . . ?
O7 Zn1 O1 86.99(14) . . ?
N1 Zn1 O1 97.98(16) . . ?
O5 Zn1 O1 87.06(15) . . ?
O3 Zn1 Zn2 85.56(12) . . ?
O7 Zn1 Zn2 79.74(9) . . ?
N1 Zn1 Zn2 176.27(11) . . ?
O5 Zn1 Zn2 78.21(11) . . ?
O1 Zn1 Zn2 78.29(11) . . ?
C1 O1 Zn1 129.2(4) . . ?
C17A N1 C21A 115.2(10) . . ?
C17A N1 C17 26.9(7) . . ?
C21A N1 C17 110.8(8) . . ?
C17A N1 C21 109.6(8) . . ?
C21A N1 C21 26.6(6) . . ?
C17 N1 C21 118.5(7) . . ?
C17A N1 Zn1 122.4(7) . . ?
C21A N1 Zn1 122.3(6) . . ?
C17 N1 Zn1 121.2(5) . . ?
C21 N1 Zn1 120.3(5) . . ?
O1 C1 O2 125.5(5) . . ?
O1 C1 C2 116.5(5) . . ?
O2 C1 C2 118.0(5) . . ?
O8 Zn2 O6 161.24(14) . . ?
O8 Zn2 N2 99.32(14) . . ?
O6 Zn2 N2 99.42(14) . . ?
O8 Zn2 O4 88.60(14) . . ?
O6 Zn2 O4 87.66(15) . . ?
N2 Zn2 O4 98.78(16) . . ?
O8 Zn2 O2 89.20(14) . . ?
O6 Zn2 O2 86.79(15) . . ?
N2 Zn2 O2 105.18(16) . . ?
O4 Zn2 O2 155.98(16) . . ?
O8 Zn2 Zn1 80.50(10) . . ?
O6 Zn2 Zn1 80.79(10) . . ?
N2 Zn2 Zn1 173.20(12) . . ?
O4 Zn2 Zn1 74.43(11) . . ?
O2 Zn2 Zn1 81.61(11) . . ?
C1 O2 Zn2 124.7(4) . . ?
C22A N2 C22 20.3(6) . . ?
C22A N2 C26A 117.7(7) . . ?
C22 N2 C26A 115.5(7) . . ?
C22A N2 C26 114.1(7) . . ?
C22 N2 C26 119.1(7) . . ?
C26A N2 C26 18.5(6) . . ?
C22A N2 Zn2 121.0(5) . . ?
C22 N2 Zn2 119.6(5) . . ?
C26A N2 Zn2 121.2(5) . . ?
C26 N2 Zn2 121.3(5) . . ?
C7 C2 C3 119.1(5) . . ?
C7 C2 C1 120.4(5) . . ?
C3 C2 C1 120.5(5) . . ?
C8 O3 Zn1 120.1(4) . . ?
C2 C3 C4 120.0(5) . 4_565 ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 4_565 . ?
C8 O4 Zn2 133.3(4) . . ?
C5 C4 C3 121.7(5) . 4_566 ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 4_566 . ?
C9 O5 Zn1 129.1(3) . . ?
C6 C5 C4 117.4(5) . . ?
C6 C5 C8 121.4(5) . . ?
C4 C5 C8 121.2(5) . . ?
C9 O6 Zn2 126.8(3) . . ?
C5 C6 C7 121.9(5) . 4_566 ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 4_566 . ?
C16 O7 Zn1 127.1(3) . . ?
C2 C7 C6 120.0(5) . 4_565 ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 4_565 . ?
C16 O8 Zn2 127.4(3) . . ?
O4 C8 O3 126.2(5) . . ?
O4 C8 C5 116.6(5) . . ?
O3 C8 C5 117.2(5) . . ?
O6 C9 O5 125.1(4) . . ?
O6 C9 C10 118.5(4) . . ?
O5 C9 C10 116.4(4) . . ?
C11 C10 C15 118.6(4) . . ?
C11 C10 C9 121.4(4) . . ?
C15 C10 C9 120.1(4) . . ?
C12 C11 C10 120.2(5) 1_545 . ?
C12 C11 H11 119.9 1_545 . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.5(5) 1_565 . ?
C11 C12 H12 119.7 1_565 . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 C16 120.9(4) . . ?
C12 C13 C16 120.0(4) . . ?
C15 C14 C13 121.1(5) 1_565 . ?
C15 C14 H14 119.4 1_565 . ?
C13 C14 H14 119.4 . . ?
C14 C15 C10 120.5(5) 1_545 . ?
C14 C15 H15 119.7 1_545 . ?
C10 C15 H15 119.7 . . ?
O8 C16 O7 125.1(4) . . ?
O8 C16 C13 117.8(4) . . ?
O7 C16 C13 117.0(4) . . ?
N1 C17 C18 123.0(9) . . ?
N1 C17 H17 118.5 . . ?
C18 C17 H17 118.5 . . ?
C17 C18 C19 116.8(8) . . ?
C17 C18 H18 121.6 . . ?
C19 C18 H18 121.6 . . ?
C20A C19 C20 27.1(6) . . ?
C20A C19 C18A 117.2(9) . . ?
C20 C19 C18A 111.2(8) . . ?
C20A C19 C18 111.0(8) . . ?
C20 C19 C18 118.7(7) . . ?
C18A C19 C18 26.9(6) . . ?
C20A C19 C24 121.6(7) . 1_655 ?
C20 C19 C24 121.2(6) . 1_655 ?
C18A C19 C24 121.1(7) . 1_655 ?
C18 C19 C24 120.1(6) . 1_655 ?
C21 C20 C19 120.0(8) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
N1 C21 C20 122.6(8) . . ?
N1 C21 H21 118.7 . . ?
C20 C21 H21 118.7 . . ?
N2 C22 C23 124.2(9) . . ?
N2 C22 H22 117.9 . . ?
C23 C22 H22 117.9 . . ?
C22 C23 C24 115.1(9) . . ?
C22 C23 H23 122.5 . . ?
C24 C23 H23 122.5 . . ?
C23A C24 C25A 116.5(7) . . ?
C23A C24 C25 113.0(8) . . ?
C25A C24 C25 18.6(6) . . ?
C23A C24 C23 19.3(7) . . ?
C25A C24 C23 116.4(7) . . ?
C25 C24 C23 119.6(8) . . ?
C23A C24 C19 123.1(7) . 1_455 ?
C25A C24 C19 120.3(6) . 1_455 ?
C25 C24 C19 119.6(6) . 1_455 ?
C23 C24 C19 120.7(6) . 1_455 ?
C26 C25 C24 119.2(10) . . ?
C26 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
N2 C26 C25 122.4(10) . . ?
N2 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
N1 C17A C18A 125.2(13) . . ?
N1 C17A H17A 117.4 . . ?
C18A C17A H17A 117.4 . . ?
C17A C18A C19 118.4(12) . . ?
C17A C18A H18A 120.8 . . ?
C19 C18A H18A 120.8 . . ?
C19 C20A C21A 117.5(12) . . ?
C19 C20A H20A 121.3 . . ?
C21A C20A H20A 121.3 . . ?
N1 C21A C20A 126.2(12) . . ?
N1 C21A H21A 116.9 . . ?
C20A C21A H21A 116.9 . . ?
N2 C22A C23A 123.5(10) . . ?
N2 C22A H22A 118.3 . . ?
C23A C22A H22A 118.3 . . ?
C22A C23A C24 119.7(10) . . ?
C22A C23A H23A 120.1 . . ?
C24 C23A H23A 120.1 . . ?
C26A C25A C24 120.4(8) . . ?
C26A C25A H25A 119.8 . . ?
C24 C25A H25A 119.8 . . ?
N2 C26A C25A 122.0(8) . . ?
N2 C26A H26A 119.0 . . ?
C25A C26A H26A 119.0 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.05
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.532
_refine_diff_density_min         -1.022
_refine_diff_density_rms         0.149
