# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

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

data_gzhang39
_database_code_depnum_ccdc_archive 'CCDC 1017546'
_audit_update_record             
;
2014-08-01 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14.75 H16 N2 O4.75 Zn'
_chemical_formula_weight         362.67

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   C2/c

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

_cell_length_a                   26.0536(19)
_cell_length_b                   14.9913(11)
_cell_length_c                   8.1639(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.153(2)
_cell_angle_gamma                90.00
_cell_volume                     3046.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5519
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      26.93

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1492
_exptl_absorpt_coefficient_mu    1.637
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6395
_exptl_absorpt_correction_T_max  0.8534
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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-I CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3214
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0529
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         27.08
_reflns_number_total             3214
_reflns_number_gt                2404
_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 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)+(0.0612P)²+2.6939P] 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         3214
_refine_ls_number_parameters     194
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.016
_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 0.290658(16) 0.69275(3) 0.11053(5) 0.02367(16) Uani 1 1 d . . .
O1 O 0.31358(12) 0.81203(17) 0.2289(4) 0.0391(7) Uani 1 1 d . . .
O2 O 0.24869(10) 0.89815(17) 0.0660(3) 0.0320(6) Uani 1 1 d . . .
O3 O 0.23046(11) 0.68666(18) 0.2236(3) 0.0359(7) Uani 1 1 d . . .
O4 O 0.16635(10) 0.77024(18) 0.0547(3) 0.0313(6) Uani 1 1 d . . .
N1 N 0.34520(11) 0.61288(19) 0.2782(4) 0.0222(7) Uani 1 1 d . . .
N2 N 0.5000 0.4959(3) 0.7500 0.0187(8) Uani 1 2 d S . .
N3 N 0.5000 0.0236(4) 0.7500 0.093(2) Uani 1 2 d SU . .
C1 C 0.38688(14) 0.6488(2) 0.3975(5) 0.0250(8) Uani 1 1 d . . .
H1A H 0.3905 0.7119 0.4014 0.030 Uiso 1 1 calc R . .
C2 C 0.42441(13) 0.5989(2) 0.5138(4) 0.0227(8) Uani 1 1 d . . .
H2A H 0.4531 0.6274 0.5969 0.027 Uiso 1 1 calc R . .
C3 C 0.42035(12) 0.5059(2) 0.5099(4) 0.0157(7) Uani 1 1 d . . .
C4 C 0.37621(13) 0.4688(2) 0.3881(4) 0.0196(7) Uani 1 1 d . . .
H4A H 0.3710 0.4060 0.3827 0.024 Uiso 1 1 calc R . .
C5 C 0.34003(13) 0.5242(2) 0.2753(4) 0.0225(8) Uani 1 1 d . . .
H5A H 0.3103 0.4981 0.1924 0.027 Uiso 1 1 calc R . .
C6 C 0.46121(12) 0.4510(2) 0.6347(4) 0.0168(7) Uani 1 1 d . . .
C7 C 0.46004(13) 0.3583(2) 0.6310(4) 0.0210(8) Uani 1 1 d . . .
H7A H 0.4323 0.3278 0.5480 0.025 Uiso 1 1 calc R . .
C8 C 0.5000 0.3104(3) 0.7500 0.0267(11) Uani 1 2 d S . .
C9 C 0.5000 0.2120(4) 0.7500 0.0365(14) Uani 1 2 d S . .
C10 C 0.54776(18) 0.1626(3) 0.8041(7) 0.0534(13) Uani 1 1 d . . .
H10A H 0.5815 0.1921 0.8421 0.064 Uiso 1 1 calc R . .
C11 C 0.5453(2) 0.0703(3) 0.8016(10) 0.086(2) Uani 1 1 d . . .
H11A H 0.5781 0.0383 0.8394 0.103 Uiso 1 1 calc R . .
C12 C 0.28954(15) 0.8859(3) 0.1916(5) 0.0270(8) Uani 1 1 d . . .
C13 C 0.31090(17) 0.9632(3) 0.3080(6) 0.0414(10) Uani 1 1 d . . .
H13A H 0.2980 1.0191 0.2474 0.062 Uiso 1 1 calc R . .
H13B H 0.3503 0.9621 0.3430 0.062 Uiso 1 1 calc R . .
H13C H 0.2984 0.9590 0.4097 0.062 Uiso 1 1 calc R . .
C14 C 0.18504(15) 0.7225(3) 0.1834(5) 0.0277(8) Uani 1 1 d . . .
C15 C 0.1496(2) 0.7058(3) 0.2969(7) 0.0571(15) Uani 1 1 d . . .
H15A H 0.1233 0.7541 0.2820 0.086 Uiso 1 1 calc R . .
H15B H 0.1717 0.7035 0.4169 0.086 Uiso 1 1 calc R . .
H15C H 0.1307 0.6489 0.2654 0.086 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 2.028(3) 7_565 ?
Zn1 O1 2.037(3) . ?
Zn1 O3 2.043(3) . ?
Zn1 N1 2.045(3) . ?
Zn1 O4 2.067(2) 7_565 ?
Zn1 Zn1 2.9046(8) 7_565 ?
O1 C12 1.264(4) . ?
O2 C12 1.254(4) . ?
O2 Zn1 2.028(3) 7_565 ?
O3 C14 1.252(4) . ?
O4 C14 1.246(4) . ?
O4 Zn1 2.067(2) 7_565 ?
N1 C5 1.336(5) . ?
N1 C1 1.339(4) . ?
N2 C6 1.341(4) . ?
N2 C6 1.341(4) 2_656 ?
N3 C11 1.329(6) . ?
N3 C11 1.329(6) 2_656 ?
C1 C2 1.367(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.399(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.395(4) . ?
C3 C6 1.486(4) . ?
C4 C5 1.384(5) . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 C7 1.390(4) . ?
C7 C8 1.395(4) . ?
C7 H7A 0.9500 . ?
C8 C7 1.395(4) 2_656 ?
C8 C9 1.475(7) . ?
C9 C10 1.403(5) . ?
C9 C10 1.403(5) 2_656 ?
C10 C11 1.385(6) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 C13 1.498(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.510(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zn1 O1 160.59(11) 7_565 . ?
O2 Zn1 O3 89.81(11) 7_565 . ?
O1 Zn1 O3 88.94(12) . . ?
O2 Zn1 N1 100.85(11) 7_565 . ?
O1 Zn1 N1 98.50(11) . . ?
O3 Zn1 N1 98.37(10) . . ?
O2 Zn1 O4 88.52(11) 7_565 7_565 ?
O1 Zn1 O4 86.25(12) . 7_565 ?
O3 Zn1 O4 160.52(10) . 7_565 ?
N1 Zn1 O4 101.00(10) . 7_565 ?
O2 Zn1 Zn1 80.35(7) 7_565 7_565 ?
O1 Zn1 Zn1 80.45(8) . 7_565 ?
O3 Zn1 Zn1 77.92(7) . 7_565 ?
N1 Zn1 Zn1 176.14(8) . 7_565 ?
O4 Zn1 Zn1 82.67(7) 7_565 7_565 ?
C12 O1 Zn1 126.8(3) . . ?
C12 O2 Zn1 127.7(2) . 7_565 ?
C14 O3 Zn1 130.9(2) . . ?
C14 O4 Zn1 123.5(2) . 7_565 ?
C5 N1 C1 118.0(3) . . ?
C5 N1 Zn1 121.6(2) . . ?
C1 N1 Zn1 120.4(2) . . ?
C6 N2 C6 119.8(4) . 2_656 ?
C11 N3 C11 116.3(6) . 2_656 ?
N1 C1 C2 123.1(3) . . ?
N1 C1 H1A 118.5 . . ?
C2 C1 H1A 118.5 . . ?
C1 C2 C3 119.7(3) . . ?
C1 C2 H2A 120.1 . . ?
C3 C2 H2A 120.1 . . ?
C4 C3 C2 117.1(3) . . ?
C4 C3 C6 122.8(3) . . ?
C2 C3 C6 120.2(3) . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4A 120.3 . . ?
C3 C4 H4A 120.3 . . ?
N1 C5 C4 122.7(3) . . ?
N1 C5 H5A 118.6 . . ?
C4 C5 H5A 118.6 . . ?
N2 C6 C7 121.6(3) . . ?
N2 C6 C3 116.2(3) . . ?
C7 C6 C3 122.1(3) . . ?
C6 C7 C8 119.5(3) . . ?
C6 C7 H7A 120.3 . . ?
C8 C7 H7A 120.3 . . ?
C7 C8 C7 118.1(5) 2_656 . ?
C7 C8 C9 120.9(2) 2_656 . ?
C7 C8 C9 120.9(2) . . ?
C10 C9 C10 116.2(5) . 2_656 ?
C10 C9 C8 121.9(3) . . ?
C10 C9 C8 121.9(3) 2_656 . ?
C11 C10 C9 119.3(4) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
N3 C11 C10 124.4(5) . . ?
N3 C11 H11A 117.8 . . ?
C10 C11 H11A 117.8 . . ?
O2 C12 O1 124.5(4) . . ?
O2 C12 C13 118.1(3) . . ?
O1 C12 C13 117.4(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C14 O3 124.9(3) . . ?
O4 C14 C15 117.1(3) . . ?
O3 C14 C15 118.0(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
O2 Zn1 O1 C12 13.3(6) 7_565 . . . ?
O3 Zn1 O1 C12 -73.1(3) . . . . ?
N1 Zn1 O1 C12 -171.4(3) . . . . ?
O4 Zn1 O1 C12 88.0(3) 7_565 . . . ?
Zn1 Zn1 O1 C12 4.8(3) 7_565 . . . ?
O2 Zn1 O3 C14 -79.6(4) 7_565 . . . ?
O1 Zn1 O3 C14 81.0(4) . . . . ?
N1 Zn1 O3 C14 179.5(4) . . . . ?
O4 Zn1 O3 C14 5.4(6) 7_565 . . . ?
Zn1 Zn1 O3 C14 0.6(3) 7_565 . . . ?
O2 Zn1 N1 C5 -15.1(3) 7_565 . . . ?
O1 Zn1 N1 C5 166.5(3) . . . . ?
O3 Zn1 N1 C5 76.3(3) . . . . ?
O4 Zn1 N1 C5 -105.7(3) 7_565 . . . ?
Zn1 Zn1 N1 C5 92.5(13) 7_565 . . . ?
O2 Zn1 N1 C1 166.3(2) 7_565 . . . ?
O1 Zn1 N1 C1 -12.1(3) . . . . ?
O3 Zn1 N1 C1 -102.3(3) . . . . ?
O4 Zn1 N1 C1 75.7(3) 7_565 . . . ?
Zn1 Zn1 N1 C1 -86.1(14) 7_565 . . . ?
C5 N1 C1 C2 0.9(5) . . . . ?
Zn1 N1 C1 C2 179.5(3) . . . . ?
N1 C1 C2 C3 0.7(5) . . . . ?
C1 C2 C3 C4 -2.1(5) . . . . ?
C1 C2 C3 C6 179.4(3) . . . . ?
C2 C3 C4 C5 2.0(5) . . . . ?
C6 C3 C4 C5 -179.6(3) . . . . ?
C1 N1 C5 C4 -1.0(5) . . . . ?
Zn1 N1 C5 C4 -179.6(2) . . . . ?
C3 C4 C5 N1 -0.5(5) . . . . ?
C6 N2 C6 C7 -0.1(2) 2_656 . . . ?
C6 N2 C6 C3 -179.0(3) 2_656 . . . ?
C4 C3 C6 N2 -176.7(3) . . . . ?
C2 C3 C6 N2 1.7(4) . . . . ?
C4 C3 C6 C7 4.3(5) . . . . ?
C2 C3 C6 C7 -177.2(3) . . . . ?
N2 C6 C7 C8 0.2(4) . . . . ?
C3 C6 C7 C8 179.0(2) . . . . ?
C6 C7 C8 C7 -0.1(2) . . . 2_656 ?
C6 C7 C8 C9 179.9(2) . . . . ?
C7 C8 C9 C10 -30.1(3) 2_656 . . . ?
C7 C8 C9 C10 149.9(3) . . . . ?
C7 C8 C9 C10 149.8(3) 2_656 . . 2_656 ?
C7 C8 C9 C10 -30.2(3) . . . 2_656 ?
C10 C9 C10 C11 -0.1(5) 2_656 . . . ?
C8 C9 C10 C11 179.9(5) . . . . ?
C11 N3 C11 C10 -0.2(5) 2_656 . . . ?
C9 C10 C11 N3 0.3(10) . . . . ?
Zn1 O2 C12 O1 0.1(5) 7_565 . . . ?
Zn1 O2 C12 C13 -178.5(3) 7_565 . . . ?
Zn1 O1 C12 O2 -4.7(5) . . . . ?
Zn1 O1 C12 C13 173.9(3) . . . . ?
Zn1 O4 C14 O3 -4.5(6) 7_565 . . . ?
Zn1 O4 C14 C15 176.6(3) 7_565 . . . ?
Zn1 O3 C14 O4 2.1(6) . . . . ?
Zn1 O3 C14 C15 -179.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.095
####################################################################### 
# 
# 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_gzhang30
_database_code_depnum_ccdc_archive 'CCDC 1017547'
_audit_update_record             
;
2014-08-01 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 N4 O4 Zn'
_chemical_formula_sum            'C24 H20 N4 O4 Zn'
_chemical_formula_weight         493.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   8.2156(10)
_cell_length_b                   19.161(2)
_cell_length_c                   13.7259(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.651(4)
_cell_angle_gamma                90.00
_cell_volume                     2099.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6376
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      26.36

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7127
_exptl_absorpt_correction_T_max  0.9093
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21087
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         26.45
_reflns_number_total             4314
_reflns_number_gt                3653
_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 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)+(0.0595P)²+2.1409P] 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         4314
_refine_ls_number_parameters     300
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1162
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.28866(4) 0.701603(15) 0.07743(2) 0.01563(12) Uani 1 1 d . . .
O1 O 0.3171(3) 0.62190(10) -0.00314(13) 0.0218(4) Uani 1 1 d . . .
O2 O 0.1584(3) 0.67181(11) -0.13884(15) 0.0306(5) Uani 1 1 d . . .
O3 O 0.0812(2) 0.74069(10) 0.09286(14) 0.0205(4) Uani 1 1 d . . .
O4 O 0.0383(3) 0.64473(10) 0.17480(14) 0.0239(4) Uani 1 1 d . . .
N1 N 0.4281(3) 0.66686(11) 0.21350(16) 0.0161(5) Uani 1 1 d . . .
N2 N 0.7432(3) 0.50046(11) 0.46598(16) 0.0148(5) Uani 1 1 d . . .
N3 N 0.6794(3) 0.62539(13) 0.77499(18) 0.0259(6) Uani 1 1 d . . .
N4 N 1.0848(3) 0.28506(11) 0.46241(16) 0.0150(5) Uani 1 1 d . . .
C1 C 0.2452(4) 0.62363(15) -0.0968(2) 0.0205(6) Uani 1 1 d . . .
C2 C 0.2770(5) 0.56032(16) -0.1553(2) 0.0305(7) Uani 1 1 d . . .
H2A H 0.3338 0.5747 -0.2073 0.046 Uiso 1 1 calc R . .
H2B H 0.1701 0.5380 -0.1866 0.046 Uiso 1 1 calc R . .
H2C H 0.3479 0.5272 -0.1098 0.046 Uiso 1 1 calc R . .
C3 C -0.0019(4) 0.70407(14) 0.1430(2) 0.0179(6) Uani 1 1 d . . .
C4 C -0.1551(4) 0.73967(17) 0.1602(2) 0.0271(7) Uani 1 1 d . . .
H4A H -0.1219 0.7810 0.2023 0.041 Uiso 1 1 calc R . .
H4B H -0.2166 0.7075 0.1939 0.041 Uiso 1 1 calc R . .
H4C H -0.2271 0.7538 0.0957 0.041 Uiso 1 1 calc R . .
C5 C 0.5107(4) 0.60640(15) 0.2126(2) 0.0224(6) Uani 1 1 d . . .
H5 H 0.5167 0.5870 0.1498 0.027 Uiso 1 1 calc R . .
C6 C 0.5863(4) 0.57162(15) 0.2982(2) 0.0221(6) Uani 1 1 d . . .
H6 H 0.6439 0.5292 0.2938 0.027 Uiso 1 1 calc R . .
C7 C 0.5794(3) 0.59785(14) 0.39153(19) 0.0148(5) Uani 1 1 d . . .
C8 C 0.4968(3) 0.66088(14) 0.39301(19) 0.0173(5) Uani 1 1 d . . .
H8 H 0.4903 0.6815 0.4549 0.021 Uiso 1 1 calc R . .
C9 C 0.4240(4) 0.69335(14) 0.3034(2) 0.0180(6) Uani 1 1 d . . .
H9 H 0.3682 0.7366 0.3055 0.022 Uiso 1 1 calc R . .
C10 C 0.6618(3) 0.55792(13) 0.48356(19) 0.0147(5) Uani 1 1 d . . .
C11 C 0.6568(3) 0.57896(13) 0.57977(19) 0.0151(5) Uani 1 1 d . . .
H11 H 0.5979 0.6200 0.5898 0.018 Uiso 1 1 calc R . .
C12 C 0.7398(3) 0.53886(13) 0.66139(19) 0.0157(5) Uani 1 1 d . . .
C13 C 0.8225(3) 0.47874(13) 0.64254(19) 0.0157(5) Uani 1 1 d . . .
H13 H 0.8786 0.4499 0.6963 0.019 Uiso 1 1 calc R . .
C14 C 0.8220(3) 0.46144(13) 0.54364(19) 0.0148(5) Uani 1 1 d . . .
C15 C 0.7399(3) 0.56116(14) 0.76504(19) 0.0168(5) Uani 1 1 d . . .
C16 C 0.8009(4) 0.51830(15) 0.8476(2) 0.0250(6) Uani 1 1 d . . .
H16 H 0.8434 0.4732 0.8391 0.030 Uiso 1 1 calc R . .
C17 C 0.7983(4) 0.54279(17) 0.9424(2) 0.0291(7) Uani 1 1 d . . .
H17 H 0.8394 0.5144 0.9997 0.035 Uiso 1 1 calc R . .
C18 C 0.7364(4) 0.60776(16) 0.9530(2) 0.0257(7) Uani 1 1 d . . .
H18 H 0.7330 0.6255 1.0171 0.031 Uiso 1 1 calc R . .
C19 C 0.6790(4) 0.64695(16) 0.8670(2) 0.0296(7) Uani 1 1 d . . .
H19 H 0.6365 0.6923 0.8743 0.036 Uiso 1 1 calc R . .
C20 C 0.9116(3) 0.39939(13) 0.51744(19) 0.0149(5) Uani 1 1 d . . .
C21 C 0.9195(3) 0.38793(14) 0.41845(19) 0.0164(5) Uani 1 1 d . . .
H21 H 0.8654 0.4194 0.3675 0.020 Uiso 1 1 calc R . .
C22 C 1.0051(3) 0.33135(14) 0.39390(19) 0.0171(5) Uani 1 1 d . . .
H22 H 1.0079 0.3247 0.3257 0.020 Uiso 1 1 calc R . .
C23 C 1.0782(4) 0.29613(13) 0.5588(2) 0.0167(6) Uani 1 1 d . . .
H23 H 1.1346 0.2642 0.6084 0.020 Uiso 1 1 calc R . .
C24 C 0.9946(3) 0.35099(14) 0.58848(19) 0.0169(5) Uani 1 1 d U . .
H24 H 0.9928 0.3562 0.6571 0.020 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O3 1.919(2) . ?
Zn1 O1 1.9318(19) . ?
Zn1 N4 2.051(2) 2_655 ?
Zn1 N1 2.058(2) . ?
O1 C1 1.282(3) . ?
O2 C1 1.224(3) . ?
O3 C3 1.286(3) . ?
O4 C3 1.235(3) . ?
N1 C9 1.342(3) . ?
N1 C5 1.344(4) . ?
N2 C14 1.337(3) . ?
N2 C10 1.339(3) . ?
N3 C19 1.330(4) . ?
N3 C15 1.346(4) . ?
N4 C22 1.345(3) . ?
N4 C23 1.353(3) . ?
N4 Zn1 2.051(2) 2_645 ?
C1 C2 1.511(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.499(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.365(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.390(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.388(4) . ?
C7 C10 1.495(4) . ?
C8 C9 1.383(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.390(4) . ?
C11 C12 1.396(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(4) . ?
C12 C15 1.485(4) . ?
C13 C14 1.396(4) . ?
C13 H13 0.9500 . ?
C14 C20 1.487(4) . ?
C15 C16 1.393(4) . ?
C16 C17 1.388(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.365(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.384(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.393(4) . ?
C20 C24 1.401(4) . ?
C21 C22 1.377(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.370(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Zn1 O1 127.04(9) . . ?
O3 Zn1 N4 104.16(8) . 2_655 ?
O1 Zn1 N4 109.04(9) . 2_655 ?
O3 Zn1 N1 110.18(9) . . ?
O1 Zn1 N1 98.46(8) . . ?
N4 Zn1 N1 106.59(9) 2_655 . ?
C1 O1 Zn1 117.66(18) . . ?
C3 O3 Zn1 116.35(17) . . ?
C9 N1 C5 117.2(2) . . ?
C9 N1 Zn1 125.63(18) . . ?
C5 N1 Zn1 116.41(17) . . ?
C14 N2 C10 119.0(2) . . ?
C19 N3 C15 117.7(2) . . ?
C22 N4 C23 117.1(2) . . ?
C22 N4 Zn1 121.44(18) . 2_645 ?
C23 N4 Zn1 121.51(18) . 2_645 ?
O2 C1 O1 124.8(3) . . ?
O2 C1 C2 120.6(3) . . ?
O1 C1 C2 114.5(3) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O4 C3 O3 124.1(3) . . ?
O4 C3 C4 121.9(3) . . ?
O3 C3 C4 114.1(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 122.8(3) . . ?
N1 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C5 C6 C7 120.5(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 117.0(2) . . ?
C8 C7 C10 123.9(2) . . ?
C6 C7 C10 119.0(2) . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
N1 C9 C8 123.3(2) . . ?
N1 C9 H9 118.4 . . ?
C8 C9 H9 118.4 . . ?
N2 C10 C11 122.5(2) . . ?
N2 C10 C7 114.5(2) . . ?
C11 C10 C7 123.1(2) . . ?
C10 C11 C12 119.0(2) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C13 C12 C11 118.3(2) . . ?
C13 C12 C15 121.7(2) . . ?
C11 C12 C15 120.0(2) . . ?
C12 C13 C14 119.2(2) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
N2 C14 C13 122.1(2) . . ?
N2 C14 C20 115.4(2) . . ?
C13 C14 C20 122.5(2) . . ?
N3 C15 C16 121.8(2) . . ?
N3 C15 C12 116.3(2) . . ?
C16 C15 C12 121.9(2) . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C18 C17 C16 119.8(3) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 117.7(3) . . ?
C17 C18 H18 121.2 . . ?
C19 C18 H18 121.2 . . ?
N3 C19 C18 124.4(3) . . ?
N3 C19 H19 117.8 . . ?
C18 C19 H19 117.8 . . ?
C21 C20 C24 116.6(2) . . ?
C21 C20 C14 120.1(2) . . ?
C24 C20 C14 123.3(2) . . ?
C22 C21 C20 120.5(2) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
N4 C22 C21 122.7(2) . . ?
N4 C22 H22 118.6 . . ?
C21 C22 H22 118.6 . . ?
N4 C23 C24 123.4(2) . . ?
N4 C23 H23 118.3 . . ?
C24 C23 H23 118.3 . . ?
C23 C24 C20 119.8(2) . . ?
C23 C24 H24 120.1 . . ?
C20 C24 H24 120.1 . . ?

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
O3 Zn1 O1 C1 56.5(2) . . . . ?
N4 Zn1 O1 C1 -69.3(2) 2_655 . . . ?
N1 Zn1 O1 C1 179.8(2) . . . . ?
O1 Zn1 O3 C3 70.3(2) . . . . ?
N4 Zn1 O3 C3 -161.99(19) 2_655 . . . ?
N1 Zn1 O3 C3 -48.0(2) . . . . ?
O3 Zn1 N1 C9 -29.2(2) . . . . ?
O1 Zn1 N1 C9 -163.9(2) . . . . ?
N4 Zn1 N1 C9 83.3(2) 2_655 . . . ?
O3 Zn1 N1 C5 140.4(2) . . . . ?
O1 Zn1 N1 C5 5.6(2) . . . . ?
N4 Zn1 N1 C5 -107.2(2) 2_655 . . . ?
Zn1 O1 C1 O2 -0.7(4) . . . . ?
Zn1 O1 C1 C2 178.4(2) . . . . ?
Zn1 O3 C3 O4 -5.0(4) . . . . ?
Zn1 O3 C3 C4 175.03(18) . . . . ?
C9 N1 C5 C6 0.9(4) . . . . ?
Zn1 N1 C5 C6 -169.5(2) . . . . ?
N1 C5 C6 C7 0.5(5) . . . . ?
C5 C6 C7 C8 -1.5(4) . . . . ?
C5 C6 C7 C10 179.2(3) . . . . ?
C6 C7 C8 C9 1.1(4) . . . . ?
C10 C7 C8 C9 -179.6(2) . . . . ?
C5 N1 C9 C8 -1.3(4) . . . . ?
Zn1 N1 C9 C8 168.1(2) . . . . ?
C7 C8 C9 N1 0.3(4) . . . . ?
C14 N2 C10 C11 0.4(4) . . . . ?
C14 N2 C10 C7 179.5(2) . . . . ?
C8 C7 C10 N2 -176.2(2) . . . . ?
C6 C7 C10 N2 3.0(4) . . . . ?
C8 C7 C10 C11 2.9(4) . . . . ?
C6 C7 C10 C11 -177.9(3) . . . . ?
N2 C10 C11 C12 0.0(4) . . . . ?
C7 C10 C11 C12 -179.0(2) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C10 C11 C12 C15 178.5(2) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C15 C12 C13 C14 -178.2(2) . . . . ?
C10 N2 C14 C13 -0.1(4) . . . . ?
C10 N2 C14 C20 -178.9(2) . . . . ?
C12 C13 C14 N2 -0.6(4) . . . . ?
C12 C13 C14 C20 178.1(2) . . . . ?
C19 N3 C15 C16 -0.2(4) . . . . ?
C19 N3 C15 C12 -179.5(3) . . . . ?
C13 C12 C15 N3 169.7(3) . . . . ?
C11 C12 C15 N3 -9.6(4) . . . . ?
C13 C12 C15 C16 -9.6(4) . . . . ?
C11 C12 C15 C16 171.1(3) . . . . ?
N3 C15 C16 C17 0.2(5) . . . . ?
C12 C15 C16 C17 179.5(3) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C16 C17 C18 C19 -0.3(5) . . . . ?
C15 N3 C19 C18 -0.1(5) . . . . ?
C17 C18 C19 N3 0.3(5) . . . . ?
N2 C14 C20 C21 4.5(4) . . . . ?
C13 C14 C20 C21 -174.3(3) . . . . ?
N2 C14 C20 C24 -177.0(2) . . . . ?
C13 C14 C20 C24 4.2(4) . . . . ?
C24 C20 C21 C22 0.1(4) . . . . ?
C14 C20 C21 C22 178.7(2) . . . . ?
C23 N4 C22 C21 0.0(4) . . . . ?
Zn1 N4 C22 C21 -179.8(2) 2_645 . . . ?
C20 C21 C22 N4 -0.3(4) . . . . ?
C22 N4 C23 C24 0.5(4) . . . . ?
Zn1 N4 C23 C24 -179.7(2) 2_645 . . . ?
N4 C23 C24 C20 -0.6(4) . . . . ?
C21 C20 C24 C23 0.3(4) . . . . ?
C14 C20 C24 C23 -178.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.755
_refine_diff_density_min         -1.351
_refine_diff_density_rms         0.089
####################################################################### 
# 
# 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_gzhang31
_database_code_depnum_ccdc_archive 'CCDC 1017548'
_audit_update_record             
;
2014-08-01 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H32 N4 O8 Zn2'
_chemical_formula_sum            'C31 H32 N4 O8 Zn2'
_chemical_formula_weight         719.35

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   C2/c

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

_cell_length_a                   26.7024(17)
_cell_length_b                   14.8976(10)
_cell_length_c                   8.0841(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.816(2)
_cell_angle_gamma                90.00
_cell_volume                     3078.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7200
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      26.51

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1480
_exptl_absorpt_coefficient_mu    1.616
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6428
_exptl_absorpt_correction_T_max  0.9093
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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-I CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18340
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.73
_diffrn_reflns_theta_max         26.51
_reflns_number_total             3168
_reflns_number_gt                2569
_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 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)+(0.0259P)²+9.1245P] 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         3168
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0833
_refine_ls_wR_factor_gt          0.0772
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.002

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 0.207038(13) 0.69777(2) 0.02443(4) 0.02012(11) Uani 1 1 d . . .
O1 O 0.24940(8) 0.60114(14) -0.0548(3) 0.0298(5) Uani 1 1 d . . .
O2 O 0.26064(8) 0.69850(15) 0.2635(3) 0.0279(5) Uani 1 1 d . . .
O3 O 0.17128(8) 0.72479(14) -0.2311(3) 0.0281(5) Uani 1 1 d . . .
O4 O 0.18189(8) 0.82053(13) 0.0803(3) 0.0283(5) Uani 1 1 d . . .
N1 N 0.15294(9) 0.61849(16) 0.0829(3) 0.0187(5) Uani 1 1 d . . .
N2 N 0.0000 0.5004(2) 0.2500 0.0181(7) Uani 1 2 d S . .
N3 N 0.0000 -0.0717(3) 0.2500 0.0394(11) Uani 1 2 d S . .
C1 C 0.10953(11) 0.65397(19) 0.1078(4) 0.0196(6) Uani 1 1 d . . .
H1A H 0.1044 0.7170 0.0964 0.024 Uiso 1 1 calc R . .
C2 C 0.07211(11) 0.60248(19) 0.1491(4) 0.0203(6) Uani 1 1 d . . .
H2A H 0.0420 0.6302 0.1663 0.024 Uiso 1 1 calc R . .
C3 C 0.07838(11) 0.50966(19) 0.1659(3) 0.0175(6) Uani 1 1 d . . .
C4 C 0.12423(11) 0.4734(2) 0.1431(4) 0.0220(6) Uani 1 1 d . . .
H4A H 0.1306 0.4107 0.1553 0.026 Uiso 1 1 calc R . .
C5 C 0.16007(11) 0.52945(19) 0.1028(4) 0.0221(6) Uani 1 1 d . . .
H5A H 0.1912 0.5040 0.0885 0.026 Uiso 1 1 calc R . .
C6 C 0.03776(11) 0.45377(19) 0.2083(4) 0.0185(6) Uani 1 1 d . . .
C7 C 0.03862(11) 0.36041(19) 0.2053(4) 0.0189(6) Uani 1 1 d . . .
H7A H 0.0656 0.3301 0.1726 0.023 Uiso 1 1 calc R . .
C8 C 0.0000 0.3112(3) 0.2500 0.0183(8) Uani 1 2 d S . .
C9 C 0.0000 0.2115(3) 0.2500 0.0232(9) Uani 1 2 d S . .
C10 C 0.04540(12) 0.1625(2) 0.2587(4) 0.0262(7) Uani 1 1 d . . .
H10A H 0.0770 0.1938 0.2658 0.031 Uiso 1 1 calc R . .
C11 C 0.04551(13) 0.0697(2) 0.2570(5) 0.0314(8) Uani 1 1 d . . .
H11A H 0.0769 0.0386 0.2607 0.038 Uiso 1 1 calc R . .
C12 C 0.0000 0.0206(3) 0.2500 0.0298(10) Uani 1 2 d S . .
C13 C 0.04662(15) -0.1209(2) 0.2541(6) 0.0507(11) Uani 1 1 d . . .
H13A H 0.0744 -0.1053 0.3591 0.076 Uiso 1 1 calc R . .
H13B H 0.0578 -0.1054 0.1524 0.076 Uiso 1 1 calc R . .
H13C H 0.0395 -0.1854 0.2537 0.076 Uiso 1 1 calc R . .
C14 C 0.29258(12) 0.6082(2) -0.0881(4) 0.0228(6) Uani 1 1 d . . .
C15 C 0.31467(13) 0.5241(2) -0.1448(4) 0.0297(7) Uani 1 1 d . . .
H15A H 0.3516 0.5180 -0.0793 0.045 Uiso 1 1 calc R . .
H15B H 0.3115 0.5281 -0.2685 0.045 Uiso 1 1 calc R . .
H15C H 0.2952 0.4717 -0.1235 0.045 Uiso 1 1 calc R . .
C16 C 0.30433(12) 0.73560(19) 0.3218(4) 0.0225(6) Uani 1 1 d . . .
C17 C 0.32888(13) 0.7337(2) 0.5136(4) 0.0324(8) Uani 1 1 d . . .
H17A H 0.3266 0.6729 0.5570 0.049 Uiso 1 1 calc R . .
H17B H 0.3104 0.7756 0.5690 0.049 Uiso 1 1 calc R . .
H17C H 0.3657 0.7515 0.5403 0.049 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.025(2) . ?
Zn1 O4 2.043(2) . ?
Zn1 O1 2.045(2) . ?
Zn1 O2 2.046(2) . ?
Zn1 O3 2.049(2) . ?
Zn1 Zn1 2.8924(7) 7_565 ?
O1 C14 1.262(4) . ?
O2 C16 1.253(4) . ?
O3 C16 1.259(4) 7_565 ?
O4 C14 1.253(4) 7_565 ?
N1 C1 1.341(4) . ?
N1 C5 1.343(4) . ?
N2 C6 1.345(3) . ?
N2 C6 1.345(3) 2 ?
N3 C12 1.375(6) . ?
N3 C13 1.436(4) 2 ?
N3 C13 1.436(4) . ?
C1 C2 1.375(4) . ?
C1 H1A 0.9500 . ?
C2 C3 1.395(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.398(4) . ?
C3 C6 1.484(4) . ?
C4 C5 1.378(4) . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 C7 1.391(4) . ?
C7 C8 1.395(4) . ?
C7 H7A 0.9500 . ?
C8 C7 1.395(4) 2 ?
C8 C9 1.486(6) . ?
C9 C10 1.399(4) 2 ?
C9 C10 1.399(4) . ?
C10 C11 1.382(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.406(4) . ?
C11 H11A 0.9500 . ?
C12 C11 1.406(4) 2 ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 O4 1.253(4) 7_565 ?
C14 C15 1.511(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 O3 1.259(4) 7_565 ?
C16 C17 1.499(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 O4 99.69(9) . . ?
N1 Zn1 O1 99.17(9) . . ?
O4 Zn1 O1 161.13(8) . . ?
N1 Zn1 O2 97.69(9) . . ?
O4 Zn1 O2 88.36(9) . . ?
O1 Zn1 O2 90.03(9) . . ?
N1 Zn1 O3 101.19(9) . . ?
O4 Zn1 O3 87.69(9) . . ?
O1 Zn1 O3 87.77(9) . . ?
O2 Zn1 O3 161.10(8) . . ?
N1 Zn1 Zn1 173.38(7) . 7_565 ?
O4 Zn1 Zn1 82.70(6) . 7_565 ?
O1 Zn1 Zn1 78.66(6) . 7_565 ?
O2 Zn1 Zn1 76.14(6) . 7_565 ?
O3 Zn1 Zn1 85.03(6) . 7_565 ?
C14 O1 Zn1 129.1(2) . . ?
C16 O2 Zn1 132.7(2) . . ?
C16 O3 Zn1 120.68(19) 7_565 . ?
C14 O4 Zn1 124.1(2) 7_565 . ?
C1 N1 C5 118.0(2) . . ?
C1 N1 Zn1 120.73(19) . . ?
C5 N1 Zn1 121.2(2) . . ?
C6 N2 C6 117.8(3) . 2 ?
C12 N3 C13 120.6(2) . 2 ?
C12 N3 C13 120.6(2) . . ?
C13 N3 C13 118.7(4) 2 . ?
N1 C1 C2 122.5(3) . . ?
N1 C1 H1A 118.8 . . ?
C2 C1 H1A 118.8 . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 C4 117.1(3) . . ?
C2 C3 C6 120.2(3) . . ?
C4 C3 C6 122.7(3) . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4A 120.3 . . ?
C3 C4 H4A 120.3 . . ?
N1 C5 C4 122.8(3) . . ?
N1 C5 H5A 118.6 . . ?
C4 C5 H5A 118.6 . . ?
N2 C6 C7 122.6(3) . . ?
N2 C6 C3 114.8(3) . . ?
C7 C6 C3 122.7(3) . . ?
C6 C7 C8 120.2(3) . . ?
C6 C7 H7A 119.9 . . ?
C8 C7 H7A 119.9 . . ?
C7 C8 C7 116.7(4) 2 . ?
C7 C8 C9 121.67(18) 2 . ?
C7 C8 C9 121.67(18) . . ?
C10 C9 C10 117.1(4) 2 . ?
C10 C9 C8 121.4(2) 2 . ?
C10 C9 C8 121.4(2) . . ?
C11 C10 C9 121.7(3) . . ?
C11 C10 H10A 119.2 . . ?
C9 C10 H10A 119.2 . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 H11A 119.4 . . ?
C12 C11 H11A 119.4 . . ?
N3 C12 C11 121.4(2) . 2 ?
N3 C12 C11 121.4(2) . . ?
C11 C12 C11 117.2(4) 2 . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C14 O1 125.2(3) 7_565 . ?
O4 C14 C15 117.6(3) 7_565 . ?
O1 C14 C15 117.2(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 C16 O3 124.8(3) . 7_565 ?
O2 C16 C17 117.5(3) . . ?
O3 C16 C17 117.8(3) 7_565 . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
N1 Zn1 O1 C14 -170.4(2) . . . . ?
O4 Zn1 O1 C14 12.4(4) . . . . ?
O2 Zn1 O1 C14 -72.6(3) . . . . ?
O3 Zn1 O1 C14 88.6(3) . . . . ?
Zn1 Zn1 O1 C14 3.2(2) 7_565 . . . ?
N1 Zn1 O2 C16 -179.5(3) . . . . ?
O4 Zn1 O2 C16 -79.9(3) . . . . ?
O1 Zn1 O2 C16 81.3(3) . . . . ?
O3 Zn1 O2 C16 -1.9(5) . . . . ?
Zn1 Zn1 O2 C16 3.0(3) 7_565 . . . ?
N1 Zn1 O3 C16 -171.4(2) . . . 7_565 ?
O4 Zn1 O3 C16 89.2(2) . . . 7_565 ?
O1 Zn1 O3 C16 -72.5(2) . . . 7_565 ?
O2 Zn1 O3 C16 11.1(4) . . . 7_565 ?
Zn1 Zn1 O3 C16 6.3(2) 7_565 . . 7_565 ?
N1 Zn1 O4 C14 169.4(2) . . . 7_565 ?
O1 Zn1 O4 C14 -13.5(4) . . . 7_565 ?
O2 Zn1 O4 C14 71.8(2) . . . 7_565 ?
O3 Zn1 O4 C14 -89.7(2) . . . 7_565 ?
Zn1 Zn1 O4 C14 -4.4(2) 7_565 . . 7_565 ?
O4 Zn1 N1 C1 13.0(2) . . . . ?
O1 Zn1 N1 C1 -166.0(2) . . . . ?
O2 Zn1 N1 C1 102.7(2) . . . . ?
O3 Zn1 N1 C1 -76.5(2) . . . . ?
Zn1 Zn1 N1 C1 123.7(6) 7_565 . . . ?
O4 Zn1 N1 C5 -165.1(2) . . . . ?
O1 Zn1 N1 C5 15.9(2) . . . . ?
O2 Zn1 N1 C5 -75.4(2) . . . . ?
O3 Zn1 N1 C5 105.4(2) . . . . ?
Zn1 Zn1 N1 C5 -54.4(7) 7_565 . . . ?
C5 N1 C1 C2 -1.3(4) . . . . ?
Zn1 N1 C1 C2 -179.4(2) . . . . ?
N1 C1 C2 C3 -0.3(4) . . . . ?
C1 C2 C3 C4 1.5(4) . . . . ?
C1 C2 C3 C6 -179.2(3) . . . . ?
C2 C3 C4 C5 -1.2(4) . . . . ?
C6 C3 C4 C5 179.6(3) . . . . ?
C1 N1 C5 C4 1.7(4) . . . . ?
Zn1 N1 C5 C4 179.8(2) . . . . ?
C3 C4 C5 N1 -0.4(4) . . . . ?
C6 N2 C6 C7 0.7(2) 2 . . . ?
C6 N2 C6 C3 -179.3(3) 2 . . . ?
C2 C3 C6 N2 -8.3(4) . . . . ?
C4 C3 C6 N2 170.9(2) . . . . ?
C2 C3 C6 C7 171.7(3) . . . . ?
C4 C3 C6 C7 -9.1(4) . . . . ?
N2 C6 C7 C8 -1.4(4) . . . . ?
C3 C6 C7 C8 178.6(2) . . . . ?
C6 C7 C8 C7 0.66(19) . . . 2 ?
C6 C7 C8 C9 -179.34(19) . . . . ?
C7 C8 C9 C10 20.2(2) 2 . . 2 ?
C7 C8 C9 C10 -159.8(2) . . . 2 ?
C7 C8 C9 C10 -159.8(2) 2 . . . ?
C7 C8 C9 C10 20.2(2) . . . . ?
C10 C9 C10 C11 0.6(2) 2 . . . ?
C8 C9 C10 C11 -179.4(2) . . . . ?
C9 C10 C11 C12 -1.3(5) . . . . ?
C13 N3 C12 C11 -1.1(3) 2 . . 2 ?
C13 N3 C12 C11 178.9(3) . . . 2 ?
C13 N3 C12 C11 178.9(3) 2 . . . ?
C13 N3 C12 C11 -1.1(3) . . . . ?
C10 C11 C12 N3 -179.4(2) . . . . ?
C10 C11 C12 C11 0.6(2) . . . 2 ?
Zn1 O1 C14 O4 -1.0(5) . . . 7_565 ?
Zn1 O1 C14 C15 -179.9(2) . . . . ?
Zn1 O2 C16 O3 -9.3(5) . . . 7_565 ?
Zn1 O2 C16 C17 169.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.079
####################################################################### 
# 
# 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_gzhang36
_database_code_depnum_ccdc_archive 'CCDC 1017549'
_audit_update_record             
;
2014-08-01 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H42 N6 O12 Zn2'
_chemical_formula_sum            'C52 H42 N6 O12 Zn2'
_chemical_formula_weight         1073.66

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

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

_cell_length_a                   10.8145(15)
_cell_length_b                   13.5094(19)
_cell_length_c                   16.680(2)
_cell_angle_alpha                102.930(4)
_cell_angle_beta                 93.543(4)
_cell_angle_gamma                102.850(4)
_cell_volume                     2299.6(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5123
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      26.22

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    1.118
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8241
_exptl_absorpt_correction_T_max  0.9259
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus ROTATING ANODE'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31453
_diffrn_reflns_av_R_equivalents  0.0756
_diffrn_reflns_av_sigmaI/netI    0.0930
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         26.49
_reflns_number_total             9477
_reflns_number_gt                5930
_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 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)+(0.0533P)²+0.0570P] 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         9477
_refine_ls_number_parameters     653
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1028
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1062
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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 0.58380(3) 0.57515(3) 0.22445(2) 0.01848(13) Uani 1 1 d . . .
Zn2 Zn 0.39406(3) 0.41885(3) 0.27697(2) 0.01892(13) Uani 1 1 d . . .
O1 O 0.8081(3) 1.4364(2) 0.0009(2) 0.0466(8) Uani 1 1 d . . .
O2 O 0.6758(2) 1.2707(2) -0.02844(17) 0.0377(7) Uani 1 1 d . . .
O3 O 0.6944(2) 0.4741(2) 0.23387(17) 0.0350(7) Uani 1 1 d . . .
O4 O 0.5472(2) 0.3522(2) 0.26606(18) 0.0398(8) Uani 1 1 d . . .
O5 O 0.4978(2) 0.4830(2) 0.11396(15) 0.0364(8) Uani 1 1 d . . .
O6 O 0.3498(2) 0.3675(2) 0.15242(15) 0.0358(8) Uani 1 1 d . . .
O7 O 0.4230(2) 0.6367(2) 0.22756(17) 0.0327(7) Uani 1 1 d . . .
O8 O 0.2861(2) 0.5228(2) 0.27548(19) 0.0421(8) Uani 1 1 d . . .
O9 O 0.6186(2) 0.6363(2) 0.34848(14) 0.0264(6) Uani 1 1 d . . .
O10 O 0.4888(3) 0.5093(2) 0.38739(15) 0.0424(8) Uani 1 1 d . . .
O11 O 0.2863(2) -0.3030(2) 0.50302(17) 0.0348(7) Uani 1 1 d . . .
O12 O 0.1449(2) -0.4661(2) 0.46375(17) 0.0340(7) Uani 1 1 d . . .
N1 N 0.7092(2) 0.6932(2) 0.19389(16) 0.0179(7) Uani 1 1 d . . .
N2 N 1.0827(2) 0.9569(2) 0.14093(17) 0.0191(7) Uani 1 1 d . . .
N3 N 1.5583(3) 1.0289(3) 0.1363(2) 0.0341(9) Uani 1 1 d . . .
N4 N 0.2676(2) 0.3021(2) 0.30861(16) 0.0168(7) Uani 1 1 d . . .
N5 N -0.1080(2) 0.0442(2) 0.36520(17) 0.0187(7) Uani 1 1 d . . .
N6 N -0.5811(3) -0.0167(3) 0.38911(19) 0.0266(8) Uani 1 1 d . . .
C1 C 0.6699(3) 0.7791(3) 0.1897(2) 0.0232(9) Uani 1 1 d . . .
H1A H 0.5843 0.7799 0.1990 0.028 Uiso 1 1 calc R . .
C2 C 0.7458(3) 0.8668(3) 0.1728(2) 0.0211(9) Uani 1 1 d . . .
H2A H 0.7133 0.9263 0.1713 0.025 Uiso 1 1 calc R . .
C3 C 0.8721(3) 0.8664(3) 0.1579(2) 0.0181(8) Uani 1 1 d . . .
C4 C 0.9124(3) 0.7767(3) 0.1624(2) 0.0225(9) Uani 1 1 d . . .
H4A H 0.9974 0.7734 0.1534 0.027 Uiso 1 1 calc R . .
C5 C 0.8304(3) 0.6931(3) 0.1796(2) 0.0217(9) Uani 1 1 d . . .
H5A H 0.8603 0.6326 0.1816 0.026 Uiso 1 1 calc R . .
C6 C 0.9575(3) 0.9579(3) 0.1385(2) 0.0189(8) Uani 1 1 d . . .
C7 C 0.9111(3) 1.0384(3) 0.1189(2) 0.0195(8) Uani 1 1 d . . .
H7A H 0.8224 1.0355 0.1176 0.023 Uiso 1 1 calc R . .
C8 C 0.9943(3) 1.1235(3) 0.1010(2) 0.0211(9) Uani 1 1 d . . .
C9 C 1.1239(3) 1.1228(3) 0.1048(2) 0.0227(9) Uani 1 1 d . . .
H9A H 1.1849 1.1796 0.0944 0.027 Uiso 1 1 calc R . .
C10 C 1.1623(3) 1.0390(3) 0.1238(2) 0.0205(9) Uani 1 1 d . . .
C11 C 1.2993(3) 1.0352(3) 0.1274(2) 0.0217(9) Uani 1 1 d . . .
C12 C 1.3866(3) 1.0980(3) 0.0930(3) 0.0388(12) Uani 1 1 d . . .
H12A H 1.3607 1.1452 0.0648 0.047 Uiso 1 1 calc R . .
C13 C 1.5137(3) 1.0923(4) 0.0995(3) 0.0426(12) Uani 1 1 d . . .
H13A H 1.5724 1.1375 0.0755 0.051 Uiso 1 1 calc R . .
C14 C 1.4730(3) 0.9704(4) 0.1716(3) 0.0403(12) Uani 1 1 d . . .
H14A H 1.5022 0.9267 0.2021 0.048 Uiso 1 1 calc R . .
C15 C 1.3441(3) 0.9692(3) 0.1667(3) 0.0362(11) Uani 1 1 d . . .
H15A H 1.2871 0.9227 0.1905 0.043 Uiso 1 1 calc R . .
C16 C 0.9494(3) 1.2106(3) 0.0790(2) 0.0219(9) Uani 1 1 d . . .
C17 C 1.0274(3) 1.3112(3) 0.0980(2) 0.0296(10) Uani 1 1 d . . .
H17A H 1.1098 1.3247 0.1275 0.036 Uiso 1 1 calc R . .
C18 C 0.9873(4) 1.3929(3) 0.0746(3) 0.0384(11) Uani 1 1 d . . .
H18A H 1.0417 1.4614 0.0869 0.046 Uiso 1 1 calc R . .
C19 C 0.8679(4) 1.3718(4) 0.0335(3) 0.0361(11) Uani 1 1 d . . .
C20 C 0.6784(4) 1.3788(4) -0.0198(3) 0.0432(12) Uani 1 1 d . . .
H20A H 0.6425 1.3896 -0.0723 0.052 Uiso 1 1 calc R . .
H20B H 0.6268 1.4024 0.0244 0.052 Uiso 1 1 calc R . .
C21 C 0.7896(3) 1.2715(3) 0.0157(2) 0.0282(10) Uani 1 1 d . . .
C22 C 0.8258(3) 1.1896(3) 0.0360(2) 0.0212(8) Uani 1 1 d . . .
H22A H 0.7708 1.1213 0.0219 0.025 Uiso 1 1 calc R . .
C23 C 0.6569(3) 0.3871(3) 0.2503(2) 0.0209(9) Uani 1 1 d . . .
C24 C 0.7517(3) 0.3203(3) 0.2518(2) 0.0308(10) Uani 1 1 d . . .
H24A H 0.8220 0.3432 0.2206 0.046 Uiso 1 1 calc R . .
H24B H 0.7091 0.2469 0.2265 0.046 Uiso 1 1 calc R . .
H24C H 0.7856 0.3276 0.3092 0.046 Uiso 1 1 calc R . .
C25 C 0.4042(3) 0.4053(3) 0.0987(2) 0.0219(9) Uani 1 1 d . . .
C26 C 0.3535(4) 0.3552(3) 0.0094(2) 0.0362(11) Uani 1 1 d . . .
H26A H 0.2603 0.3431 0.0026 0.054 Uiso 1 1 calc R . .
H26B H 0.3770 0.2882 -0.0075 0.054 Uiso 1 1 calc R . .
H26C H 0.3901 0.4015 -0.0252 0.054 Uiso 1 1 calc R . .
C27 C 0.3150(3) 0.6023(3) 0.2479(2) 0.0216(9) Uani 1 1 d . . .
C28 C 0.2134(3) 0.6609(3) 0.2359(2) 0.0292(10) Uani 1 1 d . . .
H28A H 0.1517 0.6511 0.2758 0.044 Uiso 1 1 calc R . .
H28B H 0.1693 0.6337 0.1795 0.044 Uiso 1 1 calc R . .
H28C H 0.2537 0.7356 0.2448 0.044 Uiso 1 1 calc R . .
C29 C 0.5698(3) 0.5954(3) 0.4026(2) 0.0190(8) Uani 1 1 d . . .
C30 C 0.6118(3) 0.6544(3) 0.4912(2) 0.0298(10) Uani 1 1 d . . .
H30A H 0.7053 0.6738 0.5009 0.045 Uiso 1 1 calc R . .
H30B H 0.5778 0.6101 0.5278 0.045 Uiso 1 1 calc R . .
H30C H 0.5796 0.7179 0.5025 0.045 Uiso 1 1 calc R . .
C31 C 0.3034(3) 0.2143(3) 0.3101(2) 0.0186(8) Uani 1 1 d . . .
H31A H 0.3868 0.2104 0.2973 0.022 Uiso 1 1 calc R . .
C32 C 0.2263(3) 0.1291(3) 0.3291(2) 0.0196(8) Uani 1 1 d . . .
H32A H 0.2568 0.0685 0.3300 0.024 Uiso 1 1 calc R . .
C33 C 0.1032(3) 0.1325(3) 0.3470(2) 0.0165(8) Uani 1 1 d . . .
C34 C 0.0656(3) 0.2237(3) 0.3457(2) 0.0238(9) Uani 1 1 d . . .
H34A H -0.0176 0.2293 0.3578 0.029 Uiso 1 1 calc R . .
C35 C 0.1488(3) 0.3066(3) 0.3269(2) 0.0234(9) Uani 1 1 d . . .
H35A H 0.1216 0.3687 0.3267 0.028 Uiso 1 1 calc R . .
C36 C 0.0160(3) 0.0408(3) 0.3663(2) 0.0168(8) Uani 1 1 d . . .
C37 C 0.0602(3) -0.0425(3) 0.3815(2) 0.0201(9) Uani 1 1 d . . .
H37A H 0.1486 -0.0407 0.3822 0.024 Uiso 1 1 calc R . .
C38 C -0.0247(3) -0.1290(3) 0.3957(2) 0.0181(8) Uani 1 1 d . . .
C39 C -0.1529(3) -0.1247(3) 0.3955(2) 0.0193(8) Uani 1 1 d . . .
H39A H -0.2144 -0.1811 0.4060 0.023 Uiso 1 1 calc R . .
C40 C -0.1901(3) -0.0390(3) 0.3800(2) 0.0170(8) Uani 1 1 d . . .
C41 C -0.3260(3) -0.0323(3) 0.3808(2) 0.0190(8) Uani 1 1 d . . .
C42 C -0.4244(3) -0.1188(3) 0.3806(2) 0.0224(9) Uani 1 1 d . . .
H42A H -0.4071 -0.1854 0.3774 0.027 Uiso 1 1 calc R . .
C43 C -0.5479(3) -0.1064(3) 0.3850(2) 0.0274(10) Uani 1 1 d . . .
H43A H -0.6134 -0.1663 0.3850 0.033 Uiso 1 1 calc R . .
C44 C -0.4858(3) 0.0651(3) 0.3884(2) 0.0286(10) Uani 1 1 d . . .
H44A H -0.5060 0.1307 0.3916 0.034 Uiso 1 1 calc R . .
C45 C -0.3596(3) 0.0610(3) 0.3835(2) 0.0253(9) Uani 1 1 d . . .
H45A H -0.2967 0.1219 0.3819 0.030 Uiso 1 1 calc R . .
C46 C 0.0174(3) -0.2204(3) 0.4115(2) 0.0186(8) Uani 1 1 d . . .
C47 C 0.1410(3) -0.2083(3) 0.4507(2) 0.0209(9) Uani 1 1 d . . .
H47A H 0.2000 -0.1418 0.4670 0.025 Uiso 1 1 calc R . .
C48 C 0.1723(3) -0.2959(3) 0.4642(2) 0.0235(9) Uani 1 1 d . . .
C49 C 0.2712(3) -0.4106(3) 0.5005(3) 0.0326(10) Uani 1 1 d . . .
H49A H 0.2854 -0.4198 0.5573 0.039 Uiso 1 1 calc R . .
H49B H 0.3345 -0.4383 0.4676 0.039 Uiso 1 1 calc R . .
C50 C 0.0890(3) -0.3935(3) 0.4407(2) 0.0236(9) Uani 1 1 d . . .
C51 C -0.0301(3) -0.4080(3) 0.4008(2) 0.0260(9) Uani 1 1 d . . .
H51A H -0.0866 -0.4755 0.3832 0.031 Uiso 1 1 calc R . .
C52 C -0.0650(3) -0.3196(3) 0.3869(2) 0.0250(9) Uani 1 1 d . . .
H52A H -0.1477 -0.3272 0.3598 0.030 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O5 2.014(2) . ?
Zn1 O9 2.026(2) . ?
Zn1 O3 2.029(3) . ?
Zn1 N1 2.032(3) . ?
Zn1 O7 2.087(3) . ?
Zn1 Zn2 2.9258(6) . ?
Zn2 O8 2.020(3) . ?
Zn2 O6 2.028(2) . ?
Zn2 O10 2.034(2) . ?
Zn2 N4 2.034(3) . ?
Zn2 O4 2.052(3) . ?
O1 C19 1.376(5) . ?
O1 C20 1.424(4) . ?
O2 C21 1.391(4) . ?
O2 C20 1.429(5) . ?
O3 C23 1.251(4) . ?
O4 C23 1.243(4) . ?
O5 C25 1.251(4) . ?
O6 C25 1.243(4) . ?
O7 C27 1.253(4) . ?
O8 C27 1.246(4) . ?
O9 C29 1.246(4) . ?
O10 C29 1.253(4) . ?
O11 C48 1.389(4) . ?
O11 C49 1.417(5) . ?
O12 C50 1.371(4) . ?
O12 C49 1.428(4) . ?
N1 C1 1.336(5) . ?
N1 C5 1.347(4) . ?
N2 C10 1.342(4) . ?
N2 C6 1.356(4) . ?
N3 C13 1.314(5) . ?
N3 C14 1.332(5) . ?
N4 C31 1.331(4) . ?
N4 C35 1.350(4) . ?
N5 C40 1.349(4) . ?
N5 C36 1.351(4) . ?
N6 C43 1.327(5) . ?
N6 C44 1.335(4) . ?
C1 C2 1.379(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.404(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.390(5) . ?
C3 C6 1.482(5) . ?
C4 C5 1.369(5) . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 C7 1.386(5) . ?
C7 C8 1.395(5) . ?
C7 H7A 0.9500 . ?
C8 C9 1.402(4) . ?
C8 C16 1.476(5) . ?
C9 C10 1.381(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.492(4) . ?
C11 C12 1.367(5) . ?
C11 C15 1.369(5) . ?
C12 C13 1.393(5) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.388(5) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C17 1.387(5) . ?
C16 C22 1.416(4) . ?
C17 C18 1.394(5) . ?
C17 H17A 0.9500 . ?
C18 C19 1.363(5) . ?
C18 H18A 0.9500 . ?
C19 C21 1.385(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.355(5) . ?
C22 H22A 0.9500 . ?
C23 C24 1.512(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.504(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.518(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.501(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.376(5) . ?
C31 H31A 0.9500 . ?
C32 C33 1.391(4) . ?
C32 H32A 0.9500 . ?
C33 C34 1.385(5) . ?
C33 C36 1.492(4) . ?
C34 C35 1.380(5) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
C36 C37 1.382(5) . ?
C37 C38 1.393(5) . ?
C37 H37A 0.9500 . ?
C38 C39 1.400(4) . ?
C38 C46 1.476(5) . ?
C39 C40 1.377(5) . ?
C39 H39A 0.9500 . ?
C40 C41 1.493(4) . ?
C41 C45 1.380(5) . ?
C41 C42 1.393(5) . ?
C42 C43 1.387(5) . ?
C42 H42A 0.9500 . ?
C43 H43A 0.9500 . ?
C44 C45 1.385(5) . ?
C44 H44A 0.9500 . ?
C45 H45A 0.9500 . ?
C46 C52 1.391(5) . ?
C46 C47 1.411(4) . ?
C47 C48 1.362(5) . ?
C47 H47A 0.9500 . ?
C48 C50 1.378(5) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.365(5) . ?
C51 C52 1.391(5) . ?
C51 H51A 0.9500 . ?
C52 H52A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Zn1 O9 160.08(10) . . ?
O5 Zn1 O3 90.39(12) . . ?
O9 Zn1 O3 90.16(11) . . ?
O5 Zn1 N1 103.59(10) . . ?
O9 Zn1 N1 95.79(10) . . ?
O3 Zn1 N1 101.69(11) . . ?
O5 Zn1 O7 85.36(11) . . ?
O9 Zn1 O7 87.06(10) . . ?
O3 Zn1 O7 159.12(10) . . ?
N1 Zn1 O7 99.18(11) . . ?
O5 Zn1 Zn2 79.16(7) . . ?
O9 Zn1 Zn2 81.19(7) . . ?
O3 Zn1 Zn2 82.23(7) . . ?
N1 Zn1 Zn2 175.11(9) . . ?
O7 Zn1 Zn2 76.89(7) . . ?
O8 Zn2 O6 88.56(12) . . ?
O8 Zn2 O10 89.52(13) . . ?
O6 Zn2 O10 158.45(10) . . ?
O8 Zn2 N4 100.56(11) . . ?
O6 Zn2 N4 97.49(10) . . ?
O10 Zn2 N4 103.96(10) . . ?
O8 Zn2 O4 160.32(11) . . ?
O6 Zn2 O4 88.19(12) . . ?
O10 Zn2 O4 86.43(12) . . ?
N4 Zn2 O4 99.11(11) . . ?
O8 Zn2 Zn1 82.94(8) . . ?
O6 Zn2 Zn1 80.32(7) . . ?
O10 Zn2 Zn1 78.15(7) . . ?
N4 Zn2 Zn1 175.87(9) . . ?
O4 Zn2 Zn1 77.38(8) . . ?
C19 O1 C20 104.4(3) . . ?
C21 O2 C20 104.4(3) . . ?
C23 O3 Zn1 125.1(2) . . ?
C23 O4 Zn2 130.5(3) . . ?
C25 O5 Zn1 129.0(2) . . ?
C25 O6 Zn2 127.0(2) . . ?
C27 O7 Zn1 130.0(3) . . ?
C27 O8 Zn2 125.3(2) . . ?
C29 O9 Zn1 126.2(2) . . ?
C29 O10 Zn2 129.4(2) . . ?
C48 O11 C49 105.4(3) . . ?
C50 O12 C49 105.9(3) . . ?
C1 N1 C5 117.0(3) . . ?
C1 N1 Zn1 117.7(2) . . ?
C5 N1 Zn1 125.2(3) . . ?
C10 N2 C6 116.7(3) . . ?
C13 N3 C14 115.1(3) . . ?
C31 N4 C35 117.5(3) . . ?
C31 N4 Zn2 117.9(2) . . ?
C35 N4 Zn2 124.6(3) . . ?
C40 N5 C36 116.7(3) . . ?
C43 N6 C44 115.4(3) . . ?
N1 C1 C2 124.2(3) . . ?
N1 C1 H1A 117.9 . . ?
C2 C1 H1A 117.9 . . ?
C1 C2 C3 118.5(4) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 H2A 120.7 . . ?
C4 C3 C2 117.0(3) . . ?
C4 C3 C6 122.1(3) . . ?
C2 C3 C6 120.9(3) . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
N1 C5 C4 122.7(4) . . ?
N1 C5 H5A 118.6 . . ?
C4 C5 H5A 118.6 . . ?
N2 C6 C7 122.8(3) . . ?
N2 C6 C3 115.4(3) . . ?
C7 C6 C3 121.7(3) . . ?
C6 C7 C8 120.2(3) . . ?
C6 C7 H7A 119.9 . . ?
C8 C7 H7A 119.9 . . ?
C7 C8 C9 116.8(4) . . ?
C7 C8 C16 122.3(3) . . ?
C9 C8 C16 121.0(3) . . ?
C10 C9 C8 119.5(3) . . ?
C10 C9 H9A 120.2 . . ?
C8 C9 H9A 120.2 . . ?
N2 C10 C9 124.0(3) . . ?
N2 C10 C11 115.1(3) . . ?
C9 C10 C11 120.9(3) . . ?
C12 C11 C15 116.7(3) . . ?
C12 C11 C10 122.1(4) . . ?
C15 C11 C10 121.3(3) . . ?
C11 C12 C13 119.5(4) . . ?
C11 C12 H12A 120.2 . . ?
C13 C12 H12A 120.2 . . ?
N3 C13 C12 124.7(4) . . ?
N3 C13 H13A 117.6 . . ?
C12 C13 H13A 117.6 . . ?
N3 C14 C15 124.1(4) . . ?
N3 C14 H14A 118.0 . . ?
C15 C14 H14A 118.0 . . ?
C11 C15 C14 119.8(4) . . ?
C11 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C17 C16 C22 120.0(4) . . ?
C17 C16 C8 121.1(3) . . ?
C22 C16 C8 118.9(3) . . ?
C16 C17 C18 121.3(4) . . ?
C16 C17 H17A 119.3 . . ?
C18 C17 H17A 119.3 . . ?
C19 C18 C17 118.1(4) . . ?
C19 C18 H18A 120.9 . . ?
C17 C18 H18A 120.9 . . ?
C18 C19 O1 129.6(4) . . ?
C18 C19 C21 120.4(4) . . ?
O1 C19 C21 109.9(4) . . ?
O1 C20 O2 107.5(3) . . ?
O1 C20 H20A 110.2 . . ?
O2 C20 H20A 110.2 . . ?
O1 C20 H20B 110.2 . . ?
O2 C20 H20B 110.2 . . ?
H20A C20 H20B 108.5 . . ?
C22 C21 C19 123.3(4) . . ?
C22 C21 O2 127.9(4) . . ?
C19 C21 O2 108.7(4) . . ?
C21 C22 C16 116.9(3) . . ?
C21 C22 H22A 121.6 . . ?
C16 C22 H22A 121.6 . . ?
O4 C23 O3 124.5(4) . . ?
O4 C23 C24 117.7(3) . . ?
O3 C23 C24 117.8(3) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O6 C25 O5 124.4(3) . . ?
O6 C25 C26 117.9(3) . . ?
O5 C25 C26 117.7(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O8 C27 O7 124.2(4) . . ?
O8 C27 C28 118.6(3) . . ?
O7 C27 C28 117.1(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O9 C29 O10 124.1(3) . . ?
O9 C29 C30 117.0(3) . . ?
O10 C29 C30 119.0(3) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N4 C31 C32 123.6(3) . . ?
N4 C31 H31A 118.2 . . ?
C32 C31 H31A 118.2 . . ?
C31 C32 C33 119.2(4) . . ?
C31 C32 H32A 120.4 . . ?
C33 C32 H32A 120.4 . . ?
C34 C33 C32 117.3(3) . . ?
C34 C33 C36 121.9(3) . . ?
C32 C33 C36 120.8(3) . . ?
C35 C34 C33 120.2(3) . . ?
C35 C34 H34A 119.9 . . ?
C33 C34 H34A 119.9 . . ?
N4 C35 C34 122.1(4) . . ?
N4 C35 H35A 118.9 . . ?
C34 C35 H35A 118.9 . . ?
N5 C36 C37 123.3(3) . . ?
N5 C36 C33 115.2(3) . . ?
C37 C36 C33 121.4(3) . . ?
C36 C37 C38 120.0(3) . . ?
C36 C37 H37A 120.0 . . ?
C38 C37 H37A 120.0 . . ?
C37 C38 C39 116.6(4) . . ?
C37 C38 C46 122.2(3) . . ?
C39 C38 C46 121.2(3) . . ?
C40 C39 C38 120.2(3) . . ?
C40 C39 H39A 119.9 . . ?
C38 C39 H39A 119.9 . . ?
N5 C40 C39 123.2(3) . . ?
N5 C40 C41 115.9(3) . . ?
C39 C40 C41 121.0(3) . . ?
C45 C41 C42 116.8(3) . . ?
C45 C41 C40 121.2(3) . . ?
C42 C41 C40 122.0(4) . . ?
C43 C42 C41 119.1(4) . . ?
C43 C42 H42A 120.4 . . ?
C41 C42 H42A 120.4 . . ?
N6 C43 C42 124.6(4) . . ?
N6 C43 H43A 117.7 . . ?
C42 C43 H43A 117.7 . . ?
N6 C44 C45 124.5(4) . . ?
N6 C44 H44A 117.7 . . ?
C45 C44 H44A 117.7 . . ?
C41 C45 C44 119.4(3) . . ?
C41 C45 H45A 120.3 . . ?
C44 C45 H45A 120.3 . . ?
C52 C46 C47 119.5(4) . . ?
C52 C46 C38 119.9(3) . . ?
C47 C46 C38 120.6(3) . . ?
C48 C47 C46 117.3(3) . . ?
C48 C47 H47A 121.4 . . ?
C46 C47 H47A 121.4 . . ?
C47 C48 C50 122.6(3) . . ?
C47 C48 O11 127.6(3) . . ?
C50 C48 O11 109.8(4) . . ?
O11 C49 O12 108.8(3) . . ?
O11 C49 H49A 109.9 . . ?
O12 C49 H49A 109.9 . . ?
O11 C49 H49B 109.9 . . ?
O12 C49 H49B 109.9 . . ?
H49A C49 H49B 108.3 . . ?
C51 C50 O12 128.7(3) . . ?
C51 C50 C48 121.5(4) . . ?
O12 C50 C48 109.8(3) . . ?
C50 C51 C52 117.1(3) . . ?
C50 C51 H51A 121.4 . . ?
C52 C51 H51A 121.4 . . ?
C51 C52 C46 122.0(3) . . ?
C51 C52 H52A 119.0 . . ?
C46 C52 H52A 119.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 Zn1 Zn2 O8 -91.70(13) . . . . ?
O9 Zn1 Zn2 O8 85.03(12) . . . . ?
O3 Zn1 Zn2 O8 176.41(11) . . . . ?
N1 Zn1 Zn2 O8 32.9(9) . . . . ?
O7 Zn1 Zn2 O8 -3.99(11) . . . . ?
O5 Zn1 Zn2 O6 -1.96(12) . . . . ?
O9 Zn1 Zn2 O6 174.77(11) . . . . ?
O3 Zn1 Zn2 O6 -93.85(12) . . . . ?
N1 Zn1 Zn2 O6 122.7(9) . . . . ?
O7 Zn1 Zn2 O6 85.75(12) . . . . ?
O5 Zn1 Zn2 O10 177.31(12) . . . . ?
O9 Zn1 Zn2 O10 -5.97(12) . . . . ?
O3 Zn1 Zn2 O10 85.41(12) . . . . ?
N1 Zn1 Zn2 O10 -58.1(9) . . . . ?
O7 Zn1 Zn2 O10 -94.99(12) . . . . ?
O5 Zn1 Zn2 N4 56.3(11) . . . . ?
O9 Zn1 Zn2 N4 -127.0(10) . . . . ?
O3 Zn1 Zn2 N4 -35.6(11) . . . . ?
N1 Zn1 Zn2 N4 -179(100) . . . . ?
O7 Zn1 Zn2 N4 144.0(11) . . . . ?
O5 Zn1 Zn2 O4 88.35(12) . . . . ?
O9 Zn1 Zn2 O4 -94.92(11) . . . . ?
O3 Zn1 Zn2 O4 -3.55(11) . . . . ?
N1 Zn1 Zn2 O4 -147.0(9) . . . . ?
O7 Zn1 Zn2 O4 176.06(11) . . . . ?
O5 Zn1 O3 C23 -74.5(3) . . . . ?
O9 Zn1 O3 C23 85.6(3) . . . . ?
N1 Zn1 O3 C23 -178.5(3) . . . . ?
O7 Zn1 O3 C23 3.4(5) . . . . ?
Zn2 Zn1 O3 C23 4.5(3) . . . . ?
O8 Zn2 O4 C23 4.7(6) . . . . ?
O6 Zn2 O4 C23 85.3(3) . . . . ?
O10 Zn2 O4 C23 -73.8(3) . . . . ?
N4 Zn2 O4 C23 -177.4(3) . . . . ?
Zn1 Zn2 O4 C23 4.8(3) . . . . ?
O9 Zn1 O5 C25 -6.0(6) . . . . ?
O3 Zn1 O5 C25 85.6(3) . . . . ?
N1 Zn1 O5 C25 -172.3(3) . . . . ?
O7 Zn1 O5 C25 -74.0(3) . . . . ?
Zn2 Zn1 O5 C25 3.6(3) . . . . ?
O8 Zn2 O6 C25 84.7(3) . . . . ?
O10 Zn2 O6 C25 -0.4(6) . . . . ?
N4 Zn2 O6 C25 -174.9(3) . . . . ?
O4 Zn2 O6 C25 -75.9(3) . . . . ?
Zn1 Zn2 O6 C25 1.6(3) . . . . ?
O5 Zn1 O7 C27 81.7(3) . . . . ?
O9 Zn1 O7 C27 -79.9(3) . . . . ?
O3 Zn1 O7 C27 2.9(5) . . . . ?
N1 Zn1 O7 C27 -175.3(3) . . . . ?
Zn2 Zn1 O7 C27 1.8(3) . . . . ?
O6 Zn2 O8 C27 -71.9(3) . . . . ?
O10 Zn2 O8 C27 86.7(3) . . . . ?
N4 Zn2 O8 C27 -169.2(3) . . . . ?
O4 Zn2 O8 C27 8.7(6) . . . . ?
Zn1 Zn2 O8 C27 8.6(3) . . . . ?
O5 Zn1 O9 C29 15.5(5) . . . . ?
O3 Zn1 O9 C29 -76.1(3) . . . . ?
N1 Zn1 O9 C29 -177.8(3) . . . . ?
O7 Zn1 O9 C29 83.2(3) . . . . ?
Zn2 Zn1 O9 C29 6.1(3) . . . . ?
O8 Zn2 O10 C29 -73.2(4) . . . . ?
O6 Zn2 O10 C29 11.6(6) . . . . ?
N4 Zn2 O10 C29 -174.0(3) . . . . ?
O4 Zn2 O10 C29 87.5(4) . . . . ?
Zn1 Zn2 O10 C29 9.7(3) . . . . ?
O5 Zn1 N1 C1 92.4(3) . . . . ?
O9 Zn1 N1 C1 -82.9(2) . . . . ?
O3 Zn1 N1 C1 -174.3(2) . . . . ?
O7 Zn1 N1 C1 5.0(3) . . . . ?
Zn2 Zn1 N1 C1 -31.3(11) . . . . ?
O5 Zn1 N1 C5 -89.5(3) . . . . ?
O9 Zn1 N1 C5 95.2(3) . . . . ?
O3 Zn1 N1 C5 3.8(3) . . . . ?
O7 Zn1 N1 C5 -176.9(3) . . . . ?
Zn2 Zn1 N1 C5 146.8(8) . . . . ?
O8 Zn2 N4 C31 175.4(2) . . . . ?
O6 Zn2 N4 C31 85.4(2) . . . . ?
O10 Zn2 N4 C31 -92.5(2) . . . . ?
O4 Zn2 N4 C31 -3.9(2) . . . . ?
Zn1 Zn2 N4 C31 27.8(12) . . . . ?
O8 Zn2 N4 C35 -3.4(3) . . . . ?
O6 Zn2 N4 C35 -93.3(3) . . . . ?
O10 Zn2 N4 C35 88.7(3) . . . . ?
O4 Zn2 N4 C35 177.3(3) . . . . ?
Zn1 Zn2 N4 C35 -151.0(9) . . . . ?
C5 N1 C1 C2 -0.8(5) . . . . ?
Zn1 N1 C1 C2 177.5(3) . . . . ?
N1 C1 C2 C3 0.8(5) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C1 C2 C3 C6 179.3(3) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
C6 C3 C4 C5 -179.3(3) . . . . ?
C1 N1 C5 C4 0.7(5) . . . . ?
Zn1 N1 C5 C4 -177.4(2) . . . . ?
C3 C4 C5 N1 -0.8(5) . . . . ?
C10 N2 C6 C7 0.5(5) . . . . ?
C10 N2 C6 C3 -179.8(3) . . . . ?
C4 C3 C6 N2 -12.0(5) . . . . ?
C2 C3 C6 N2 168.0(3) . . . . ?
C4 C3 C6 C7 167.7(3) . . . . ?
C2 C3 C6 C7 -12.4(5) . . . . ?
N2 C6 C7 C8 -0.5(5) . . . . ?
C3 C6 C7 C8 179.9(3) . . . . ?
C6 C7 C8 C9 -0.5(5) . . . . ?
C6 C7 C8 C16 179.4(3) . . . . ?
C7 C8 C9 C10 1.3(5) . . . . ?
C16 C8 C9 C10 -178.6(3) . . . . ?
C6 N2 C10 C9 0.3(5) . . . . ?
C6 N2 C10 C11 179.8(3) . . . . ?
C8 C9 C10 N2 -1.3(5) . . . . ?
C8 C9 C10 C11 179.3(3) . . . . ?
N2 C10 C11 C12 163.9(3) . . . . ?
C9 C10 C11 C12 -16.6(6) . . . . ?
N2 C10 C11 C15 -17.1(5) . . . . ?
C9 C10 C11 C15 162.4(4) . . . . ?
C15 C11 C12 C13 -0.2(6) . . . . ?
C10 C11 C12 C13 178.9(4) . . . . ?
C14 N3 C13 C12 -2.6(7) . . . . ?
C11 C12 C13 N3 0.7(7) . . . . ?
C13 N3 C14 C15 4.0(7) . . . . ?
C12 C11 C15 C14 1.5(6) . . . . ?
C10 C11 C15 C14 -177.6(4) . . . . ?
N3 C14 C15 C11 -3.7(7) . . . . ?
C7 C8 C16 C17 150.0(4) . . . . ?
C9 C8 C16 C17 -30.1(5) . . . . ?
C7 C8 C16 C22 -31.6(5) . . . . ?
C9 C8 C16 C22 148.3(3) . . . . ?
C22 C16 C17 C18 -0.8(6) . . . . ?
C8 C16 C17 C18 177.6(4) . . . . ?
C16 C17 C18 C19 1.1(6) . . . . ?
C17 C18 C19 O1 -176.9(4) . . . . ?
C17 C18 C19 C21 -0.2(6) . . . . ?
C20 O1 C19 C18 -169.1(5) . . . . ?
C20 O1 C19 C21 13.9(5) . . . . ?
C19 O1 C20 O2 -21.8(4) . . . . ?
C21 O2 C20 O1 21.3(4) . . . . ?
C18 C19 C21 C22 -1.1(7) . . . . ?
O1 C19 C21 C22 176.2(4) . . . . ?
C18 C19 C21 O2 -178.1(4) . . . . ?
O1 C19 C21 O2 -0.8(5) . . . . ?
C20 O2 C21 C22 170.5(4) . . . . ?
C20 O2 C21 C19 -12.7(4) . . . . ?
C19 C21 C22 C16 1.4(6) . . . . ?
O2 C21 C22 C16 177.8(3) . . . . ?
C17 C16 C22 C21 -0.4(5) . . . . ?
C8 C16 C22 C21 -178.8(3) . . . . ?
Zn2 O4 C23 O3 -3.2(6) . . . . ?
Zn2 O4 C23 C24 176.3(2) . . . . ?
Zn1 O3 C23 O4 -2.7(5) . . . . ?
Zn1 O3 C23 C24 177.9(2) . . . . ?
Zn2 O6 C25 O5 0.4(6) . . . . ?
Zn2 O6 C25 C26 -179.0(3) . . . . ?
Zn1 O5 C25 O6 -3.7(6) . . . . ?
Zn1 O5 C25 C26 175.7(3) . . . . ?
Zn2 O8 C27 O7 -10.3(5) . . . . ?
Zn2 O8 C27 C28 168.3(2) . . . . ?
Zn1 O7 C27 O8 4.1(6) . . . . ?
Zn1 O7 C27 C28 -174.6(2) . . . . ?
Zn1 O9 C29 O10 -1.3(6) . . . . ?
Zn1 O9 C29 C30 179.0(2) . . . . ?
Zn2 O10 C29 O9 -8.7(6) . . . . ?
Zn2 O10 C29 C30 171.0(3) . . . . ?
C35 N4 C31 C32 0.0(5) . . . . ?
Zn2 N4 C31 C32 -178.9(2) . . . . ?
N4 C31 C32 C33 0.8(5) . . . . ?
C31 C32 C33 C34 -0.9(5) . . . . ?
C31 C32 C33 C36 178.8(3) . . . . ?
C32 C33 C34 C35 0.2(5) . . . . ?
C36 C33 C34 C35 -179.4(3) . . . . ?
C31 N4 C35 C34 -0.6(5) . . . . ?
Zn2 N4 C35 C34 178.2(3) . . . . ?
C33 C34 C35 N4 0.5(6) . . . . ?
C40 N5 C36 C37 0.1(5) . . . . ?
C40 N5 C36 C33 178.1(3) . . . . ?
C34 C33 C36 N5 13.2(5) . . . . ?
C32 C33 C36 N5 -166.4(3) . . . . ?
C34 C33 C36 C37 -168.8(3) . . . . ?
C32 C33 C36 C37 11.6(5) . . . . ?
N5 C36 C37 C38 0.7(5) . . . . ?
C33 C36 C37 C38 -177.2(3) . . . . ?
C36 C37 C38 C39 -1.4(5) . . . . ?
C36 C37 C38 C46 179.5(3) . . . . ?
C37 C38 C39 C40 1.3(5) . . . . ?
C46 C38 C39 C40 -179.5(3) . . . . ?
C36 N5 C40 C39 -0.2(5) . . . . ?
C36 N5 C40 C41 178.3(3) . . . . ?
C38 C39 C40 N5 -0.5(5) . . . . ?
C38 C39 C40 C41 -179.0(3) . . . . ?
N5 C40 C41 C45 -12.8(5) . . . . ?
C39 C40 C41 C45 165.8(3) . . . . ?
N5 C40 C41 C42 168.3(3) . . . . ?
C39 C40 C41 C42 -13.1(5) . . . . ?
C45 C41 C42 C43 -1.6(5) . . . . ?
C40 C41 C42 C43 177.3(3) . . . . ?
C44 N6 C43 C42 0.3(6) . . . . ?
C41 C42 C43 N6 0.4(6) . . . . ?
C43 N6 C44 C45 0.3(6) . . . . ?
C42 C41 C45 C44 2.2(5) . . . . ?
C40 C41 C45 C44 -176.7(3) . . . . ?
N6 C44 C45 C41 -1.6(6) . . . . ?
C37 C38 C46 C52 -149.2(3) . . . . ?
C39 C38 C46 C52 31.7(5) . . . . ?
C37 C38 C46 C47 30.2(5) . . . . ?
C39 C38 C46 C47 -148.9(3) . . . . ?
C52 C46 C47 C48 -1.4(5) . . . . ?
C38 C46 C47 C48 179.1(3) . . . . ?
C46 C47 C48 C50 0.4(6) . . . . ?
C46 C47 C48 O11 -178.4(3) . . . . ?
C49 O11 C48 C47 -179.4(4) . . . . ?
C49 O11 C48 C50 1.6(4) . . . . ?
C48 O11 C49 O12 -3.1(4) . . . . ?
C50 O12 C49 O11 3.3(4) . . . . ?
C49 O12 C50 C51 177.9(4) . . . . ?
C49 O12 C50 C48 -2.3(4) . . . . ?
C47 C48 C50 C51 1.3(6) . . . . ?
O11 C48 C50 C51 -179.7(3) . . . . ?
C47 C48 C50 O12 -178.6(3) . . . . ?
O11 C48 C50 O12 0.4(4) . . . . ?
O12 C50 C51 C52 178.0(4) . . . . ?
C48 C50 C51 C52 -1.8(6) . . . . ?
C50 C51 C52 C46 0.7(6) . . . . ?
C47 C46 C52 C51 0.9(5) . . . . ?
C38 C46 C52 C51 -179.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.932
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_gzhang34
_database_code_depnum_ccdc_archive 'CCDC 1017550'
_audit_update_record             
;
2014-08-01 deposited with the CCDC.
2015-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H15 I2 N3 O2 Zn'
_chemical_formula_sum            'C22 H15 I2 N3 O2 Zn'
_chemical_formula_weight         672.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   10.0987(6)
_cell_length_b                   11.3461(5)
_cell_length_c                   18.6487(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.791(2)
_cell_angle_gamma                90.00
_cell_volume                     2075.18(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      26.37

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.153
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    4.184
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5726
_exptl_absorpt_correction_T_max  0.7874
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32095
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         26.47
_reflns_number_total             4280
_reflns_number_gt                3908
_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 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)+(0.0462P)²+11.1307P] 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         4280
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_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 0.82570(6) 0.65602(5) 0.30168(3) 0.02046(14) Uani 1 1 d . . .
I1 I 1.07629(3) 0.60377(3) 0.34306(2) 0.02777(11) Uani 1 1 d . . .
I2 I 0.73522(4) 0.86764(3) 0.286226(18) 0.02797(11) Uani 1 1 d . . .
O1 O -0.1658(4) 0.2969(4) 0.2939(2) 0.0336(9) Uani 1 1 d . . .
O2 O -0.2859(4) 0.1896(4) 0.3620(2) 0.0311(8) Uani 1 1 d . . .
N1 N 0.7243(4) 0.5711(4) 0.3718(2) 0.0205(8) Uani 1 1 d . . .
N2 N 0.5667(4) 0.2477(3) 0.5147(2) 0.0190(8) Uani 1 1 d . . .
N3 N 0.7370(4) -0.0692(4) 0.7035(2) 0.0193(8) Uani 1 1 d . . .
C1 C 0.5891(5) 0.5806(4) 0.3588(3) 0.0211(10) Uani 1 1 d . . .
H1A H 0.5455 0.6423 0.3274 0.025 Uiso 1 1 calc R . .
C2 C 0.5089(5) 0.5043(4) 0.3889(3) 0.0210(10) Uani 1 1 d . . .
H2A H 0.4125 0.5125 0.3769 0.025 Uiso 1 1 calc R . .
C3 C 0.5714(5) 0.4163(4) 0.4367(2) 0.0177(9) Uani 1 1 d . . .
C4 C 0.7136(5) 0.4135(4) 0.4550(3) 0.0217(10) Uani 1 1 d . . .
H4A H 0.7610 0.3589 0.4906 0.026 Uiso 1 1 calc R . .
C5 C 0.7850(5) 0.4906(4) 0.4208(3) 0.0229(10) Uani 1 1 d . . .
H5A H 0.8817 0.4861 0.4328 0.028 Uiso 1 1 calc R . .
C6 C 0.4922(5) 0.3244(4) 0.4663(2) 0.0178(9) Uani 1 1 d . . .
C7 C 0.3516(5) 0.3207(4) 0.4445(3) 0.0185(9) Uani 1 1 d . . .
H7A H 0.3035 0.3783 0.4113 0.022 Uiso 1 1 calc R . .
C8 C 0.2794(5) 0.2314(4) 0.4716(3) 0.0207(10) Uani 1 1 d . . .
C9 C 0.3585(5) 0.1529(4) 0.5219(3) 0.0193(9) Uani 1 1 d . . .
H9A H 0.3152 0.0916 0.5424 0.023 Uiso 1 1 calc R . .
C10 C 0.4985(5) 0.1632(4) 0.5420(2) 0.0184(9) Uani 1 1 d . . .
C11 C 0.5835(5) 0.0803(4) 0.5958(2) 0.0184(9) Uani 1 1 d . . .
C12 C 0.5254(5) -0.0196(4) 0.6197(3) 0.0194(9) Uani 1 1 d . . .
H12A H 0.4322 -0.0382 0.5998 0.023 Uiso 1 1 calc R . .
C13 C 0.6055(5) -0.0909(4) 0.6730(3) 0.0191(9) Uani 1 1 d . . .
H13A H 0.5650 -0.1588 0.6887 0.023 Uiso 1 1 calc R . .
C14 C 0.7937(5) 0.0243(4) 0.6778(3) 0.0236(10) Uani 1 1 d . . .
H14A H 0.8880 0.0394 0.6972 0.028 Uiso 1 1 calc R . .
C15 C 0.7216(6) 0.0985(4) 0.6250(3) 0.0231(10) Uani 1 1 d . . .
H15A H 0.7663 0.1629 0.6082 0.028 Uiso 1 1 calc R . .
C16 C 0.1298(5) 0.2205(4) 0.4462(3) 0.0203(10) Uani 1 1 d . . .
C17 C 0.0541(6) 0.1616(4) 0.4894(3) 0.0266(11) Uani 1 1 d . . .
H17A H 0.1000 0.1318 0.5364 0.032 Uiso 1 1 calc R . .
C18 C -0.0867(6) 0.1457(5) 0.4655(3) 0.0279(11) Uani 1 1 d . . .
H18A H -0.1374 0.1060 0.4950 0.034 Uiso 1 1 calc R . .
C19 C -0.1478(5) 0.1896(4) 0.3979(3) 0.0250(11) Uani 1 1 d . . .
C20 C -0.2910(6) 0.2374(6) 0.2913(3) 0.0348(13) Uani 1 1 d . . .
H20A H -0.3682 0.2933 0.2774 0.042 Uiso 1 1 calc R . .
H20B H -0.3046 0.1737 0.2541 0.042 Uiso 1 1 calc R . .
C21 C -0.0759(5) 0.2520(5) 0.3559(3) 0.0247(10) Uani 1 1 d . . .
C22 C 0.0615(5) 0.2673(4) 0.3780(3) 0.0228(10) Uani 1 1 d . . .
H22A H 0.1097 0.3086 0.3479 0.027 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 2.080(4) . ?
Zn1 N3 2.084(4) 4_565 ?
Zn1 I1 2.5338(7) . ?
Zn1 I2 2.5608(7) . ?
O1 C21 1.386(6) . ?
O1 C20 1.424(7) . ?
O2 C19 1.396(6) . ?
O2 C20 1.414(7) . ?
N1 C1 1.333(6) . ?
N1 C5 1.333(6) . ?
N2 C6 1.348(6) . ?
N2 C10 1.348(6) . ?
N3 C13 1.337(6) . ?
N3 C14 1.347(6) . ?
N3 Zn1 2.084(4) 4_566 ?
C1 C2 1.393(7) . ?
C1 H1A 0.9500 . ?
C2 C3 1.386(7) . ?
C2 H2A 0.9500 . ?
C3 C4 1.395(7) . ?
C3 C6 1.497(7) . ?
C4 C5 1.383(7) . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 C7 1.381(7) . ?
C7 C8 1.410(7) . ?
C7 H7A 0.9500 . ?
C8 C9 1.398(7) . ?
C8 C16 1.477(7) . ?
C9 C10 1.378(7) . ?
C9 H9A 0.9500 . ?
C10 C11 1.490(7) . ?
C11 C15 1.387(7) . ?
C11 C12 1.397(7) . ?
C12 C13 1.383(7) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.366(7) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C22 1.400(7) . ?
C16 C17 1.405(7) . ?
C17 C18 1.397(8) . ?
C17 H17A 0.9500 . ?
C18 C19 1.358(8) . ?
C18 H18A 0.9500 . ?
C19 C21 1.384(7) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.361(7) . ?
C22 H22A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N3 99.26(16) . 4_565 ?
N1 Zn1 I1 107.80(12) . . ?
N3 Zn1 I1 110.22(12) 4_565 . ?
N1 Zn1 I2 106.81(12) . . ?
N3 Zn1 I2 106.09(11) 4_565 . ?
I1 Zn1 I2 123.87(2) . . ?
C21 O1 C20 104.7(4) . . ?
C19 O2 C20 105.0(4) . . ?
C1 N1 C5 117.7(4) . . ?
C1 N1 Zn1 118.9(3) . . ?
C5 N1 Zn1 122.2(3) . . ?
C6 N2 C10 117.3(4) . . ?
C13 N3 C14 117.2(4) . . ?
C13 N3 Zn1 117.5(3) . 4_566 ?
C14 N3 Zn1 123.7(3) . 4_566 ?
N1 C1 C2 123.0(4) . . ?
N1 C1 H1A 118.5 . . ?
C2 C1 H1A 118.5 . . ?
C3 C2 C1 119.2(5) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C2 C3 C4 117.3(4) . . ?
C2 C3 C6 122.5(4) . . ?
C4 C3 C6 120.2(4) . . ?
C5 C4 C3 119.5(5) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
N1 C5 C4 123.0(5) . . ?
N1 C5 H5A 118.5 . . ?
C4 C5 H5A 118.5 . . ?
N2 C6 C7 123.2(4) . . ?
N2 C6 C3 115.8(4) . . ?
C7 C6 C3 121.0(4) . . ?
C6 C7 C8 120.0(4) . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C9 C8 C7 115.9(5) . . ?
C9 C8 C16 122.6(4) . . ?
C7 C8 C16 121.5(4) . . ?
C10 C9 C8 120.9(4) . . ?
C10 C9 H9A 119.6 . . ?
C8 C9 H9A 119.6 . . ?
N2 C10 C9 122.7(4) . . ?
N2 C10 C11 116.0(4) . . ?
C9 C10 C11 121.2(4) . . ?
C15 C11 C12 117.1(4) . . ?
C15 C11 C10 122.3(4) . . ?
C12 C11 C10 120.6(4) . . ?
C13 C12 C11 119.1(5) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
N3 C13 C12 123.3(4) . . ?
N3 C13 H13A 118.3 . . ?
C12 C13 H13A 118.3 . . ?
N3 C14 C15 122.9(5) . . ?
N3 C14 H14A 118.5 . . ?
C15 C14 H14A 118.5 . . ?
C14 C15 C11 120.3(5) . . ?
C14 C15 H15A 119.9 . . ?
C11 C15 H15A 119.9 . . ?
C22 C16 C17 118.9(5) . . ?
C22 C16 C8 120.3(4) . . ?
C17 C16 C8 120.8(5) . . ?
C18 C17 C16 122.0(5) . . ?
C18 C17 H17A 119.0 . . ?
C16 C17 H17A 119.0 . . ?
C19 C18 C17 116.9(5) . . ?
C19 C18 H18A 121.6 . . ?
C17 C18 H18A 121.6 . . ?
C18 C19 C21 121.9(5) . . ?
C18 C19 O2 128.8(5) . . ?
C21 C19 O2 109.1(5) . . ?
O2 C20 O1 108.4(4) . . ?
O2 C20 H20A 110.0 . . ?
O1 C20 H20A 110.0 . . ?
O2 C20 H20B 110.0 . . ?
O1 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
C22 C21 C19 121.9(5) . . ?
C22 C21 O1 128.6(5) . . ?
C19 C21 O1 109.5(5) . . ?
C21 C22 C16 118.2(5) . . ?
C21 C22 H22A 120.9 . . ?
C16 C22 H22A 120.9 . . ?

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
N3 Zn1 N1 C1 -61.9(4) 4_565 . . . ?
I1 Zn1 N1 C1 -176.7(3) . . . . ?
I2 Zn1 N1 C1 48.1(4) . . . . ?
N3 Zn1 N1 C5 105.5(4) 4_565 . . . ?
I1 Zn1 N1 C5 -9.3(4) . . . . ?
I2 Zn1 N1 C5 -144.4(4) . . . . ?
C5 N1 C1 C2 -5.6(7) . . . . ?
Zn1 N1 C1 C2 162.4(4) . . . . ?
N1 C1 C2 C3 2.1(8) . . . . ?
C1 C2 C3 C4 3.4(7) . . . . ?
C1 C2 C3 C6 -174.6(4) . . . . ?
C2 C3 C4 C5 -5.3(7) . . . . ?
C6 C3 C4 C5 172.8(4) . . . . ?
C1 N1 C5 C4 3.7(7) . . . . ?
Zn1 N1 C5 C4 -163.9(4) . . . . ?
C3 C4 C5 N1 1.8(8) . . . . ?
C10 N2 C6 C7 0.7(7) . . . . ?
C10 N2 C6 C3 -179.5(4) . . . . ?
C2 C3 C6 N2 -177.1(4) . . . . ?
C4 C3 C6 N2 4.9(6) . . . . ?
C2 C3 C6 C7 2.7(7) . . . . ?
C4 C3 C6 C7 -175.2(4) . . . . ?
N2 C6 C7 C8 -1.9(7) . . . . ?
C3 C6 C7 C8 178.3(4) . . . . ?
C6 C7 C8 C9 1.9(7) . . . . ?
C6 C7 C8 C16 -176.4(4) . . . . ?
C7 C8 C9 C10 -0.8(7) . . . . ?
C16 C8 C9 C10 177.4(4) . . . . ?
C6 N2 C10 C9 0.4(6) . . . . ?
C6 N2 C10 C11 -179.6(4) . . . . ?
C8 C9 C10 N2 -0.3(7) . . . . ?
C8 C9 C10 C11 179.7(4) . . . . ?
N2 C10 C11 C15 9.6(6) . . . . ?
C9 C10 C11 C15 -170.5(4) . . . . ?
N2 C10 C11 C12 -171.4(4) . . . . ?
C9 C10 C11 C12 8.6(7) . . . . ?
C15 C11 C12 C13 2.9(7) . . . . ?
C10 C11 C12 C13 -176.2(4) . . . . ?
C14 N3 C13 C12 -3.1(7) . . . . ?
Zn1 N3 C13 C12 163.1(4) 4_566 . . . ?
C11 C12 C13 N3 0.3(7) . . . . ?
C13 N3 C14 C15 2.6(7) . . . . ?
Zn1 N3 C14 C15 -162.6(4) 4_566 . . . ?
N3 C14 C15 C11 0.7(8) . . . . ?
C12 C11 C15 C14 -3.4(7) . . . . ?
C10 C11 C15 C14 175.7(4) . . . . ?
C9 C8 C16 C22 -154.9(5) . . . . ?
C7 C8 C16 C22 23.2(7) . . . . ?
C9 C8 C16 C17 24.1(7) . . . . ?
C7 C8 C16 C17 -157.8(5) . . . . ?
C22 C16 C17 C18 1.8(8) . . . . ?
C8 C16 C17 C18 -177.3(5) . . . . ?
C16 C17 C18 C19 0.2(8) . . . . ?
C17 C18 C19 C21 -2.9(8) . . . . ?
C17 C18 C19 O2 -177.6(5) . . . . ?
C20 O2 C19 C18 -175.3(6) . . . . ?
C20 O2 C19 C21 9.4(6) . . . . ?
C19 O2 C20 O1 -17.4(6) . . . . ?
C21 O1 C20 O2 18.6(6) . . . . ?
C18 C19 C21 C22 3.8(8) . . . . ?
O2 C19 C21 C22 179.4(5) . . . . ?
C18 C19 C21 O1 -173.5(5) . . . . ?
O2 C19 C21 O1 2.1(6) . . . . ?
C20 O1 C21 C22 170.3(6) . . . . ?
C20 O1 C21 C19 -12.7(6) . . . . ?
C19 C21 C22 C16 -1.7(8) . . . . ?
O1 C21 C22 C16 175.1(5) . . . . ?
C17 C16 C22 C21 -1.0(7) . . . . ?
C8 C16 C22 C21 178.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.326
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.152
