# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_p1
_database_code_depnum_ccdc_archive 'CCDC 1039659'
_audit_update_record             
;
2014-12-16 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H44 N8 O11 Zn'
_chemical_formula_weight         830.16

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           ?
_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                   21.1966(11)
_cell_length_b                   8.3014(4)
_cell_length_c                   23.8707(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.6390(10)
_cell_angle_gamma                90.00
_cell_volume                     4064.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1736
_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9238
_exptl_absorpt_correction_T_max  0.9359
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9623
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0199
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3581
_reflns_number_gt                3304
_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)+(0.0510P)²+4.9434P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3581
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0913
_refine_ls_wR_factor_gt          0.0891
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.098
_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 0.5000 0.47089(4) 0.2500 0.02565(11) Uani 1 2 d S . .
O1W O 0.5000 0.2274(3) 0.2500 0.0743(9) Uani 1 2 d S . .
H1WA H 0.4751 0.1866 0.2171 0.111 Uiso 0.50 1 d PR . .
H1WB H 0.4849 0.1866 0.2788 0.111 Uiso 0.50 1 d PR . .
O2W O 0.53783(7) 0.45607(19) 0.17237(6) 0.0385(4) Uani 1 1 d . . .
H2WA H 0.5206 0.3745 0.1506 0.058 Uiso 1 1 d R . .
H2WB H 0.5802 0.4435 0.1819 0.058 Uiso 1 1 d R . .
N1 N 0.58285(7) 0.5786(2) 0.29845(7) 0.0282(3) Uani 1 1 d . . .
N2 N 0.61438(8) 0.5184(2) 0.35211(7) 0.0311(4) Uani 1 1 d . . .
H2 H 0.6000 0.4401 0.3690 0.037 Uiso 1 1 calc R . .
N3 N 0.83076(8) 0.9365(2) 0.32800(7) 0.0326(4) Uani 1 1 d . . .
N4 N 0.80395(8) 1.03469(19) 0.36223(7) 0.0309(4) Uani 1 1 d . . .
H4 H 0.8214 1.1235 0.3771 0.037 Uiso 1 1 calc R . .
C1 C 0.71402(12) 0.5594(3) 0.43461(10) 0.0510(6) Uani 1 1 d . . .
H1A H 0.6879 0.5584 0.4621 0.076 Uiso 1 1 calc R . .
H1B H 0.7476 0.6394 0.4456 0.076 Uiso 1 1 calc R . .
H1C H 0.7336 0.4554 0.4338 0.076 Uiso 1 1 calc R . .
C2 C 0.67129(9) 0.5988(2) 0.37495(8) 0.0308(4) Uani 1 1 d . . .
C3 C 0.67802(8) 0.7162(2) 0.33438(8) 0.0273(4) Uani 1 1 d . . .
C4 C 0.62115(9) 0.7000(2) 0.28743(8) 0.0280(4) Uani 1 1 d . . .
C5 C 0.60128(12) 0.8015(3) 0.23307(10) 0.0480(6) Uani 1 1 d . . .
H5A H 0.6298 0.7793 0.2086 0.072 Uiso 1 1 calc R . .
H5B H 0.6042 0.9136 0.2434 0.072 Uiso 1 1 calc R . .
H5C H 0.5572 0.7761 0.2128 0.072 Uiso 1 1 calc R . .
C6 C 0.70729(13) 1.0649(4) 0.40508(13) 0.0602(7) Uani 1 1 d . . .
H6A H 0.7361 1.1281 0.4343 0.090 Uiso 1 1 calc R . .
H6B H 0.6846 0.9888 0.4231 0.090 Uiso 1 1 calc R . .
H6C H 0.6763 1.1343 0.3801 0.090 Uiso 1 1 calc R . .
C7 C 0.74641(9) 0.9756(2) 0.36997(9) 0.0306(4) Uani 1 1 d . . .
C8 C 0.73439(8) 0.8304(2) 0.33886(8) 0.0260(4) Uani 1 1 d . . .
C9 C 0.78864(9) 0.8120(2) 0.31385(9) 0.0320(4) Uani 1 1 d . . .
C10 C 0.80254(14) 0.6736(4) 0.27690(15) 0.0702(9) Uani 1 1 d . . .
H10A H 0.7883 0.7023 0.2367 0.105 Uiso 1 1 calc R . .
H10B H 0.7796 0.5791 0.2840 0.105 Uiso 1 1 calc R . .
H10C H 0.8485 0.6519 0.2867 0.105 Uiso 1 1 calc R . .
O1 O 0.35639(9) 0.8444(2) 0.40807(7) 0.0570(5) Uani 1 1 d . . .
O2 O 0.38424(11) 0.7042(2) 0.48899(8) 0.0646(5) Uani 1 1 d . . .
H2A H 0.4024 0.7184 0.5233 0.097 Uiso 1 1 calc R . .
O3 O 0.44343(9) 0.74138(19) 0.59081(7) 0.0485(4) Uani 1 1 d . . .
O4 O 0.48872(13) 0.9357(3) 0.65080(8) 0.0885(8) Uani 1 1 d . . .
C11 C 0.38205(10) 0.8411(2) 0.46074(9) 0.0357(5) Uani 1 1 d . . .
C12 C 0.40995(9) 0.9971(2) 0.49261(8) 0.0269(4) Uani 1 1 d . . .
C13 C 0.40037(10) 1.1345(3) 0.45612(9) 0.0342(4) Uani 1 1 d . . .
H13 H 0.3792 1.1216 0.4172 0.041 Uiso 1 1 calc R . .
C14 C 0.42148(11) 1.2892(3) 0.47631(10) 0.0400(5) Uani 1 1 d . . .
H14 H 0.4141 1.3768 0.4512 0.048 Uiso 1 1 calc R . .
C15 C 0.45370(11) 1.3099(3) 0.53470(10) 0.0417(5) Uani 1 1 d . . .
H15 H 0.4682 1.4115 0.5487 0.050 Uiso 1 1 calc R . .
C16 C 0.46400(10) 1.1765(3) 0.57187(9) 0.0369(5) Uani 1 1 d . . .
H16 H 0.4854 1.1919 0.6106 0.044 Uiso 1 1 calc R . .
C17 C 0.44304(9) 1.0188(2) 0.55277(8) 0.0281(4) Uani 1 1 d . . .
C18 C 0.45936(10) 0.8906(3) 0.60149(9) 0.0389(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1W 2.021(2) . ?
Zn1 N1 2.0481(15) . ?
Zn1 N1 2.0481(15) 2_655 ?
Zn1 O2W 2.2007(14) 2_655 ?
Zn1 O2W 2.2007(14) . ?
O1W H1WA 0.8949 . ?
O1W H1WB 0.8952 . ?
O2W H2WA 0.8748 . ?
O2W H2WB 0.8750 . ?
N1 C4 1.361(2) . ?
N1 N2 1.380(2) . ?
N2 C2 1.366(2) . ?
N2 H2 0.8600 . ?
N3 C9 1.352(3) . ?
N3 N4 1.375(2) . ?
N4 C7 1.370(2) . ?
N4 H4 0.8600 . ?
C1 C2 1.518(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.406(3) . ?
C3 C4 1.430(3) . ?
C3 C8 1.508(2) . ?
C4 C5 1.515(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.513(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.405(3) . ?
C8 C9 1.431(3) . ?
C9 C10 1.522(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
O1 C11 1.238(3) . ?
O2 C11 1.317(3) . ?
O2 H2A 0.8200 . ?
O3 C18 1.293(3) . ?
O4 C18 1.242(3) . ?
C11 C12 1.542(3) . ?
C12 C13 1.418(3) . ?
C12 C17 1.441(3) . ?
C13 C14 1.405(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.399(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.420(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.550(3) . ?

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
O1W Zn1 N1 115.89(5) . . ?
O1W Zn1 N1 115.89(5) . 2_655 ?
N1 Zn1 N1 128.23(9) . 2_655 ?
O1W Zn1 O2W 86.80(4) . 2_655 ?
N1 Zn1 O2W 89.53(6) . 2_655 ?
N1 Zn1 O2W 93.27(6) 2_655 2_655 ?
O1W Zn1 O2W 86.80(4) . . ?
N1 Zn1 O2W 93.27(6) . . ?
N1 Zn1 O2W 89.53(6) 2_655 . ?
O2W Zn1 O2W 173.59(8) 2_655 . ?
Zn1 O1W H1WA 112.3 . . ?
Zn1 O1W H1WB 112.3 . . ?
H1WA O1W H1WB 106.5 . . ?
Zn1 O2W H2WA 110.8 . . ?
Zn1 O2W H2WB 110.9 . . ?
H2WA O2W H2WB 108.0 . . ?
C4 N1 N2 105.98(14) . . ?
C4 N1 Zn1 133.03(13) . . ?
N2 N1 Zn1 120.72(12) . . ?
C2 N2 N1 111.40(15) . . ?
C2 N2 H2 124.3 . . ?
N1 N2 H2 124.3 . . ?
C9 N3 N4 104.83(15) . . ?
C7 N4 N3 112.55(15) . . ?
C7 N4 H4 123.7 . . ?
N3 N4 H4 123.7 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 C3 107.28(16) . . ?
N2 C2 C1 121.76(18) . . ?
C3 C2 C1 130.94(18) . . ?
C2 C3 C4 105.23(15) . . ?
C2 C3 C8 127.10(16) . . ?
C4 C3 C8 127.64(17) . . ?
N1 C4 C3 110.11(16) . . ?
N1 C4 C5 121.82(16) . . ?
C3 C4 C5 128.03(17) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N4 C7 C8 106.54(16) . . ?
N4 C7 C6 122.03(19) . . ?
C8 C7 C6 131.40(19) . . ?
C7 C8 C9 104.75(16) . . ?
C7 C8 C3 127.70(17) . . ?
C9 C8 C3 127.53(17) . . ?
N3 C9 C8 111.33(17) . . ?
N3 C9 C10 120.64(19) . . ?
C8 C9 C10 128.01(19) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 O2 H2A 109.5 . . ?
O1 C11 O2 119.27(19) . . ?
O1 C11 C12 119.86(19) . . ?
O2 C11 C12 120.86(18) . . ?
C13 C12 C17 118.00(17) . . ?
C13 C12 C11 113.25(17) . . ?
C17 C12 C11 128.75(17) . . ?
C14 C13 C12 122.75(18) . . ?
C14 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
C15 C14 C13 119.14(19) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.51(19) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 122.63(19) . . ?
C15 C16 H16 118.7 . . ?
C17 C16 H16 118.7 . . ?
C16 C17 C12 117.98(17) . . ?
C16 C17 C18 113.56(18) . . ?
C12 C17 C18 128.46(18) . . ?
O4 C18 O3 121.3(2) . . ?
O4 C18 C17 117.9(2) . . ?
O3 C18 C17 120.84(19) . . ?

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
O1W Zn1 N1 C4 132.31(17) . . . . ?
N1 Zn1 N1 C4 -47.69(17) 2_655 . . . ?
O2W Zn1 N1 C4 -141.48(18) 2_655 . . . ?
O2W Zn1 N1 C4 44.29(19) . . . . ?
O1W Zn1 N1 N2 -40.81(15) . . . . ?
N1 Zn1 N1 N2 139.19(15) 2_655 . . . ?
O2W Zn1 N1 N2 45.40(14) 2_655 . . . ?
O2W Zn1 N1 N2 -128.83(14) . . . . ?
C4 N1 N2 C2 0.0(2) . . . . ?
Zn1 N1 N2 C2 174.81(13) . . . . ?
C9 N3 N4 C7 0.0(2) . . . . ?
N1 N2 C2 C3 -0.6(2) . . . . ?
N1 N2 C2 C1 177.9(2) . . . . ?
N2 C2 C3 C4 0.9(2) . . . . ?
C1 C2 C3 C4 -177.4(2) . . . . ?
N2 C2 C3 C8 -177.21(18) . . . . ?
C1 C2 C3 C8 4.5(4) . . . . ?
N2 N1 C4 C3 0.6(2) . . . . ?
Zn1 N1 C4 C3 -173.28(14) . . . . ?
N2 N1 C4 C5 -177.32(19) . . . . ?
Zn1 N1 C4 C5 8.8(3) . . . . ?
C2 C3 C4 N1 -0.9(2) . . . . ?
C8 C3 C4 N1 177.19(18) . . . . ?
C2 C3 C4 C5 176.8(2) . . . . ?
C8 C3 C4 C5 -5.1(3) . . . . ?
N3 N4 C7 C8 -0.3(2) . . . . ?
N3 N4 C7 C6 -178.7(2) . . . . ?
N4 C7 C8 C9 0.4(2) . . . . ?
C6 C7 C8 C9 178.6(3) . . . . ?
N4 C7 C8 C3 178.56(18) . . . . ?
C6 C7 C8 C3 -3.2(4) . . . . ?
C2 C3 C8 C7 -80.7(3) . . . . ?
C4 C3 C8 C7 101.6(3) . . . . ?
C2 C3 C8 C9 97.1(3) . . . . ?
C4 C3 C8 C9 -80.7(3) . . . . ?
N4 N3 C9 C8 0.2(2) . . . . ?
N4 N3 C9 C10 -178.4(2) . . . . ?
C7 C8 C9 N3 -0.4(2) . . . . ?
C3 C8 C9 N3 -178.57(18) . . . . ?
C7 C8 C9 C10 178.2(3) . . . . ?
C3 C8 C9 C10 0.0(4) . . . . ?
O1 C11 C12 C13 2.2(3) . . . . ?
O2 C11 C12 C13 -176.8(2) . . . . ?
O1 C11 C12 C17 -178.1(2) . . . . ?
O2 C11 C12 C17 2.9(3) . . . . ?
C17 C12 C13 C14 -0.2(3) . . . . ?
C11 C12 C13 C14 179.49(19) . . . . ?
C12 C13 C14 C15 0.4(3) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C14 C15 C16 C17 0.1(3) . . . . ?
C15 C16 C17 C12 0.0(3) . . . . ?
C15 C16 C17 C18 -179.7(2) . . . . ?
C13 C12 C17 C16 0.0(3) . . . . ?
C11 C12 C17 C16 -179.65(19) . . . . ?
C13 C12 C17 C18 179.69(19) . . . . ?
C11 C12 C17 C18 0.0(3) . . . . ?
C16 C17 C18 O4 -0.6(3) . . . . ?
C12 C17 C18 O4 179.7(2) . . . . ?
C16 C17 C18 O3 -179.9(2) . . . . ?
C12 C17 C18 O3 0.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O4 0.89 1.96 2.686(2) 136.9 6_565
O1W H1WB O4 0.90 1.92 2.686(2) 142.2 5_666
O2W H2WA O3 0.87 2.11 2.917(2) 152.9 6_565
O2W H2WB N3 0.88 1.96 2.792(2) 158.1 4_645
N2 H2 O3 0.86 2.12 2.975(2) 174.9 5_666
N4 H4 O1 0.86 2.05 2.903(2) 175.2 3
O2 H2A O3 0.82 1.64 2.457(3) 175.9 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_p2
_database_code_depnum_ccdc_archive 'CCDC 1039660'
_audit_update_record             
;
2014-12-16 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 N4 O4 Zn'
_chemical_formula_weight         419.73

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           ?
_symmetry_space_group_name_H-M   Pna21

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'

_cell_length_a                   17.752(5)
_cell_length_b                   11.878(4)
_cell_length_c                   10.359(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2184.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    1.151
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10338
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_sigmaI/netI    0.0650
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3704
_reflns_number_gt                2814
_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)+(0.0907P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_number_reflns         3704
_refine_ls_number_parameters     248
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1513
_refine_ls_wR_factor_gt          0.1368
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.012
_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 0.50960(3) 0.13402(5) 0.43325(10) 0.0405(2) Uani 1 1 d . . .
O1 O 0.5354(3) -0.0229(4) 0.3705(4) 0.0492(11) Uani 1 1 d . . .
O2 O 0.4791(3) -0.0580(4) 0.5526(5) 0.0641(14) Uani 1 1 d . . .
O3 O 0.4252(3) -0.1429(4) 0.2065(5) 0.0565(13) Uani 1 1 d . . .
O4 O 0.5172(3) -0.2172(4) 0.0882(4) 0.0561(13) Uani 1 1 d . . .
N1 N 0.5987(3) 0.2057(5) 0.3406(5) 0.0471(13) Uani 1 1 d . . .
N2 N 0.6127(3) 0.1728(6) 0.2153(6) 0.0581(16) Uani 1 1 d . . .
H2 H 0.5816 0.1346 0.1691 0.070 Uiso 1 1 calc R . .
N3 N 0.8814(3) 0.4334(5) 0.2680(5) 0.0493(14) Uani 1 1 d . . .
H3 H 0.9063 0.4933 0.2494 0.059 Uiso 1 1 calc R . .
N4 N 0.9098(3) 0.3462(4) 0.3359(5) 0.0431(13) Uani 1 1 d . . .
C1 C 0.7081(5) 0.1788(10) 0.0403(9) 0.105(4) Uani 1 1 d . . .
H1A H 0.6831 0.2258 -0.0218 0.157 Uiso 1 1 calc R . .
H1B H 0.6977 0.1012 0.0215 0.157 Uiso 1 1 calc R . .
H1C H 0.7614 0.1917 0.0362 0.157 Uiso 1 1 calc R . .
C2 C 0.6797(4) 0.2068(7) 0.1742(7) 0.064(2) Uani 1 1 d . . .
C3 C 0.7140(4) 0.2637(6) 0.2783(7) 0.0479(16) Uani 1 1 d . . .
C4 C 0.6615(3) 0.2601(5) 0.3777(6) 0.0435(16) Uani 1 1 d . . .
C5 C 0.6696(4) 0.3094(7) 0.5102(7) 0.058(2) Uani 1 1 d . . .
H5A H 0.6916 0.2546 0.5668 0.087 Uiso 1 1 calc R . .
H5B H 0.6209 0.3306 0.5423 0.087 Uiso 1 1 calc R . .
H5C H 0.7014 0.3746 0.5063 0.087 Uiso 1 1 calc R . .
C6 C 0.7647(5) 0.4980(8) 0.1593(11) 0.101(4) Uani 1 1 d . . .
H6A H 0.7613 0.5672 0.2067 0.151 Uiso 1 1 calc R . .
H6B H 0.7151 0.4680 0.1461 0.151 Uiso 1 1 calc R . .
H6C H 0.7880 0.5118 0.0772 0.151 Uiso 1 1 calc R . .
C7 C 0.8106(3) 0.4158(6) 0.2332(7) 0.0518(18) Uani 1 1 d . . .
C8 C 0.7887(3) 0.3141(6) 0.2848(7) 0.0467(16) Uani 1 1 d . . .
C9 C 0.8540(3) 0.2717(6) 0.3450(6) 0.0483(16) Uani 1 1 d . . .
C10 C 0.8631(4) 0.1623(6) 0.4132(10) 0.072(3) Uani 1 1 d . . .
H10A H 0.8538 0.1726 0.5037 0.109 Uiso 1 1 calc R . .
H10B H 0.9135 0.1350 0.4009 0.109 Uiso 1 1 calc R . .
H10C H 0.8279 0.1087 0.3789 0.109 Uiso 1 1 calc R . .
C11 C 0.5108(3) -0.0903(6) 0.4511(9) 0.0428(18) Uani 1 1 d . . .
C12 C 0.5220(3) -0.2136(5) 0.4294(9) 0.0453(13) Uani 1 1 d . . .
C13 C 0.5465(5) -0.2796(7) 0.5329(7) 0.063(2) Uani 1 1 d . . .
H13 H 0.5521 -0.2469 0.6140 0.076 Uiso 1 1 calc R . .
C14 C 0.5630(7) -0.3949(7) 0.5164(9) 0.090(3) Uani 1 1 d . . .
H14 H 0.5795 -0.4383 0.5856 0.108 Uiso 1 1 calc R . .
C15 C 0.5541(6) -0.4426(7) 0.3935(8) 0.083(3) Uani 1 1 d . . .
H15 H 0.5643 -0.5185 0.3805 0.100 Uiso 1 1 calc R . .
C16 C 0.5307(6) -0.3781(7) 0.2939(10) 0.077(3) Uani 1 1 d . . .
H16 H 0.5257 -0.4111 0.2129 0.092 Uiso 1 1 calc R . .
C17 C 0.5135(4) -0.2633(6) 0.3075(7) 0.0473(18) Uani 1 1 d . . .
C18 C 0.4825(4) -0.2020(5) 0.1928(7) 0.0436(14) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O4 1.944(5) 2_655 ?
Zn1 O1 2.026(5) . ?
Zn1 N1 2.037(5) . ?
Zn1 N4 2.053(5) 3_455 ?
O1 C11 1.235(9) . ?
O2 C11 1.253(10) . ?
O3 C18 1.244(8) . ?
O4 C18 1.259(8) . ?
O4 Zn1 1.944(5) 2_654 ?
N1 C4 1.345(8) . ?
N1 N2 1.378(8) . ?
N2 C2 1.327(8) . ?
N2 H2 0.8600 . ?
N3 C7 1.323(7) . ?
N3 N4 1.350(7) . ?
N3 H3 0.8600 . ?
N4 C9 1.331(8) . ?
N4 Zn1 2.053(5) 3 ?
C1 C2 1.513(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.410(10) . ?
C3 C4 1.390(9) . ?
C3 C8 1.456(8) . ?
C4 C5 1.499(9) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.484(10) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.377(9) . ?
C8 C9 1.411(9) . ?
C9 C10 1.487(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.496(9) . ?
C12 C13 1.398(11) . ?
C12 C17 1.401(12) . ?
C13 C14 1.411(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.403(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.350(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.405(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.498(10) . ?

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
O4 Zn1 O1 141.9(2) 2_655 . ?
O4 Zn1 N1 111.5(2) 2_655 . ?
O1 Zn1 N1 93.3(2) . . ?
O4 Zn1 N4 97.8(2) 2_655 3_455 ?
O1 Zn1 N4 98.2(2) . 3_455 ?
N1 Zn1 N4 113.0(2) . 3_455 ?
C11 O1 Zn1 107.4(4) . . ?
C18 O4 Zn1 121.2(4) . 2_654 ?
C4 N1 N2 104.9(5) . . ?
C4 N1 Zn1 135.2(5) . . ?
N2 N1 Zn1 117.7(4) . . ?
C2 N2 N1 112.2(6) . . ?
C2 N2 H2 123.9 . . ?
N1 N2 H2 123.9 . . ?
C7 N3 N4 112.0(5) . . ?
C7 N3 H3 124.0 . . ?
N4 N3 H3 124.0 . . ?
C9 N4 N3 105.6(5) . . ?
C9 N4 Zn1 133.1(4) . 3 ?
N3 N4 Zn1 119.4(4) . 3 ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 C3 106.7(6) . . ?
N2 C2 C1 121.7(7) . . ?
C3 C2 C1 131.5(7) . . ?
C4 C3 C2 105.2(5) . . ?
C4 C3 C8 126.1(6) . . ?
C2 C3 C8 128.7(6) . . ?
N1 C4 C3 111.0(6) . . ?
N1 C4 C5 121.9(6) . . ?
C3 C4 C5 127.0(6) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 C8 107.6(5) . . ?
N3 C7 C6 123.9(6) . . ?
C8 C7 C6 128.4(6) . . ?
C7 C8 C9 104.6(5) . . ?
C7 C8 C3 127.0(6) . . ?
C9 C8 C3 128.4(6) . . ?
N4 C9 C8 110.0(6) . . ?
N4 C9 C10 122.2(6) . . ?
C8 C9 C10 127.7(6) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C11 O2 121.8(6) . . ?
O1 C11 C12 119.1(7) . . ?
O2 C11 C12 119.0(7) . . ?
C13 C12 C17 119.3(6) . . ?
C13 C12 C11 118.3(7) . . ?
C17 C12 C11 122.2(7) . . ?
C12 C13 C14 121.0(7) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 118.6(7) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C16 C15 C14 120.0(8) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 122.7(9) . . ?
C15 C16 H16 118.6 . . ?
C17 C16 H16 118.6 . . ?
C12 C17 C16 118.4(7) . . ?
C12 C17 C18 123.3(6) . . ?
C16 C17 C18 118.1(7) . . ?
O3 C18 O4 125.4(7) . . ?
O3 C18 C17 118.9(6) . . ?
O4 C18 C17 115.7(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O2 0.86 1.86 2.713(8) 173.2 2_654
N3 H3 O3 0.86 1.86 2.684(7) 159.3 3
N3 H3 O1 0.86 2.64 3.120(7) 116.9 3

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.957
_refine_diff_density_min         -0.383
_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_p3
_database_code_depnum_ccdc_archive 'CCDC 1039661'
_audit_update_record             
;
2014-12-16 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 N4 O5 Zn'
_chemical_formula_weight         437.75

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           ?
_symmetry_space_group_name_H-M   P21/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                   11.247(2)
_cell_length_b                   17.427(3)
_cell_length_c                   11.321(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.964(2)
_cell_angle_gamma                90.00
_cell_volume                     1977.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    1.278
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8617
_exptl_absorpt_correction_T_max  0.8828
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7705
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_sigmaI/netI    0.0799
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         24.50
_reflns_number_total             3156
_reflns_number_gt                2307
_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)+(0.0323P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3156
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0842
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_restrained_S_all      0.933
_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 0.36925(4) 0.22595(2) 0.68902(4) 0.02174(14) Uani 1 1 d . . .
O4 O 0.2166(2) 0.38781(13) 0.4790(2) 0.0337(6) Uani 1 1 d . . .
O1 O 0.2975(2) 0.11071(12) 0.7206(2) 0.0310(6) Uani 1 1 d . . .
O3 O 0.4037(2) 0.32958(12) 0.6231(2) 0.0315(6) Uani 1 1 d . . .
O2 O 0.1945(2) 0.17612(12) 0.5359(2) 0.0295(6) Uani 1 1 d . . .
N1 N 0.2515(3) 0.28465(15) 0.7677(3) 0.0262(7) Uani 1 1 d . . .
C11 C 0.2024(3) 0.11743(19) 0.6065(3) 0.0251(8) Uani 1 1 d . . .
N2 N 0.1745(3) 0.34538(15) 0.7036(3) 0.0258(7) Uani 1 1 d . . .
H2 H 0.1680 0.3629 0.6299 0.031 Uiso 1 1 calc R . .
C13 C 0.0975(3) 0.05674(17) 0.5512(3) 0.0242(8) Uani 1 1 d . . .
N4 N 0.1076(3) 0.36379(16) 1.1764(3) 0.0360(8) Uani 1 1 d . . .
H4 H 0.1346 0.3788 1.2569 0.043 Uiso 1 1 calc R . .
C15 C 0.3410(4) 0.38224(19) 0.5426(3) 0.0249(8) Uani 1 1 d . . .
C4 C 0.1089(3) 0.37567(19) 0.7668(3) 0.0269(8) Uani 1 1 d . . .
C3 C 0.1445(3) 0.33188(19) 0.8791(3) 0.0270(8) Uani 1 1 d . . .
C14 C 0.0952(3) -0.00251(18) 0.6310(3) 0.0288(9) Uani 1 1 d . . .
H14 H 0.1588 -0.0043 0.7195 0.035 Uiso 1 1 calc R . .
C12 C 0.0009(3) 0.05932(18) 0.4195(3) 0.0297(9) Uani 1 1 d . . .
H12 H 0.0009 0.0994 0.3653 0.036 Uiso 1 1 calc R . .
C17 C 0.5565(4) 0.4304(2) 0.5550(4) 0.0338(10) Uani 1 1 d . . .
H17 H 0.5955 0.3836 0.5921 0.041 Uiso 1 1 calc R . .
C16 C 0.4245(3) 0.44396(18) 0.5228(3) 0.0213(8) Uani 1 1 d . . .
C2 C 0.2334(4) 0.2759(2) 0.8755(3) 0.0298(9) Uani 1 1 d . . .
C8 C 0.1039(4) 0.34154(19) 0.9854(3) 0.0278(9) Uani 1 1 d . . .
C18 C 0.6309(4) 0.48642(19) 0.5318(4) 0.0339(9) Uani 1 1 d . . .
H18 H 0.7198 0.4768 0.5536 0.041 Uiso 1 1 calc R . .
C7 C -0.0140(4) 0.3164(2) 0.9860(3) 0.0309(9) Uani 1 1 d . . .
C5 C 0.0205(4) 0.4438(2) 0.7163(4) 0.0453(11) Uani 1 1 d . . .
H5A H 0.0739 0.4890 0.7299 0.068 Uiso 1 1 calc R . .
H5B H -0.0321 0.4489 0.7631 0.068 Uiso 1 1 calc R . .
H5C H -0.0374 0.4376 0.6234 0.068 Uiso 1 1 calc R . .
C9 C 0.1785(4) 0.3722(2) 1.1086(4) 0.0362(10) Uani 1 1 d . . .
C1 C 0.3009(4) 0.2133(2) 0.9743(4) 0.0559(13) Uani 1 1 d . . .
H1A H 0.3091 0.1685 0.9292 0.084 Uiso 1 1 calc R . .
H1B H 0.2487 0.2012 1.0194 0.084 Uiso 1 1 calc R . .
H1C H 0.3879 0.2302 1.0375 0.084 Uiso 1 1 calc R . .
C6 C -0.1322(4) 0.2804(2) 0.8722(4) 0.0557(13) Uani 1 1 d . . .
H6A H -0.1278 0.2906 0.7910 0.084 Uiso 1 1 calc R . .
H6B H -0.2130 0.3017 0.8674 0.084 Uiso 1 1 calc R . .
H6C H -0.1313 0.2260 0.8858 0.084 Uiso 1 1 calc R . .
N3 N -0.0115(3) 0.32892(16) 1.1036(3) 0.0292(7) Uani 1 1 d . . .
O1W O 0.5283(2) 0.22417(13) 0.8728(2) 0.0324(6) Uani 1 1 d . . .
H1WA H 0.5698 0.2680 0.8909 0.049 Uiso 1 1 d R . .
H1WB H 0.5845 0.1888 0.8768 0.049 Uiso 1 1 d R . .
C10 C 0.3137(4) 0.4095(3) 1.1644(4) 0.0698(16) Uani 1 1 d . . .
H10A H 0.3061 0.4625 1.1832 0.105 Uiso 1 1 calc R . .
H10B H 0.3483 0.4061 1.1010 0.105 Uiso 1 1 calc R . .
H10C H 0.3732 0.3838 1.2446 0.105 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 O1W 2.038(2) . ?
Zn1 O3 2.057(2) . ?
Zn1 O2 2.129(2) . ?
Zn1 N1 2.159(3) . ?
Zn1 N3 2.197(3) 4_665 ?
Zn1 O1 2.253(2) . ?
Zn1 C11 2.526(3) . ?
O4 C15 1.254(4) . ?
O1 C11 1.254(4) . ?
O3 C15 1.260(4) . ?
O2 C11 1.276(4) . ?
N1 C2 1.334(4) . ?
N1 N2 1.352(3) . ?
C11 C13 1.495(4) . ?
N2 C4 1.347(4) . ?
N2 H2 0.8600 . ?
C13 C14 1.380(4) . ?
C13 C12 1.391(4) . ?
N4 C9 1.343(4) . ?
N4 N3 1.356(4) . ?
N4 H4 0.8600 . ?
C15 C16 1.509(4) . ?
C4 C3 1.377(4) . ?
C4 C5 1.487(5) . ?
C3 C2 1.411(5) . ?
C3 C8 1.478(5) . ?
C14 C12 1.384(4) 3_556 ?
C14 H14 0.9300 . ?
C12 C14 1.384(4) 3_556 ?
C12 H12 0.9300 . ?
C17 C16 1.380(5) . ?
C17 C18 1.386(5) . ?
C17 H17 0.9300 . ?
C16 C18 1.376(4) 3_666 ?
C2 C1 1.499(5) . ?
C8 C9 1.369(5) . ?
C8 C7 1.399(5) . ?
C18 C16 1.376(4) 3_666 ?
C18 H18 0.9300 . ?
C7 N3 1.337(4) . ?
C7 C6 1.506(5) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C9 C10 1.505(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
N3 Zn1 2.197(3) 4_566 ?
O1W H1WA 0.8702 . ?
O1W H1WB 0.8690 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1W Zn1 O3 99.27(9) . . ?
O1W Zn1 O2 152.11(9) . . ?
O3 Zn1 O2 108.61(9) . . ?
O1W Zn1 N1 90.27(10) . . ?
O3 Zn1 N1 89.17(10) . . ?
O2 Zn1 N1 90.96(10) . . ?
O1W Zn1 N3 90.81(10) . 4_665 ?
O3 Zn1 N3 88.24(10) . 4_665 ?
O2 Zn1 N3 89.23(10) . 4_665 ?
N1 Zn1 N3 177.32(10) . 4_665 ?
O1W Zn1 O1 92.07(9) . . ?
O3 Zn1 O1 168.63(9) . . ?
O2 Zn1 O1 60.04(8) . . ?
N1 Zn1 O1 91.50(9) . . ?
N3 Zn1 O1 90.91(9) 4_665 . ?
O1W Zn1 C11 121.80(10) . . ?
O3 Zn1 C11 138.92(10) . . ?
O2 Zn1 C11 30.32(9) . . ?
N1 Zn1 C11 90.89(11) . . ?
N3 Zn1 C11 90.62(11) 4_665 . ?
O1 Zn1 C11 29.73(9) . . ?
C11 O1 Zn1 87.3(2) . . ?
C15 O3 Zn1 140.0(2) . . ?
C11 O2 Zn1 92.3(2) . . ?
C2 N1 N2 104.7(3) . . ?
C2 N1 Zn1 134.4(2) . . ?
N2 N1 Zn1 120.9(2) . . ?
O1 C11 O2 120.3(3) . . ?
O1 C11 C13 120.5(3) . . ?
O2 C11 C13 119.1(3) . . ?
O1 C11 Zn1 62.98(17) . . ?
O2 C11 Zn1 57.37(16) . . ?
C13 C11 Zn1 176.3(2) . . ?
C4 N2 N1 113.2(3) . . ?
C4 N2 H2 123.4 . . ?
N1 N2 H2 123.4 . . ?
C14 C13 C12 119.3(3) . . ?
C14 C13 C11 120.0(3) . . ?
C12 C13 C11 120.7(3) . . ?
C9 N4 N3 112.4(3) . . ?
C9 N4 H4 123.8 . . ?
N3 N4 H4 123.8 . . ?
O4 C15 O3 125.8(3) . . ?
O4 C15 C16 117.8(3) . . ?
O3 C15 C16 116.4(3) . . ?
N2 C4 C3 105.9(3) . . ?
N2 C4 C5 122.7(3) . . ?
C3 C4 C5 131.4(3) . . ?
C4 C3 C2 105.6(3) . . ?
C4 C3 C8 128.4(3) . . ?
C2 C3 C8 126.0(3) . . ?
C13 C14 C12 120.5(3) . 3_556 ?
C13 C14 H14 119.8 . . ?
C12 C14 H14 119.8 3_556 . ?
C14 C12 C13 120.3(3) 3_556 . ?
C14 C12 H12 119.9 3_556 . ?
C13 C12 H12 119.9 . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C18 C16 C17 118.9(3) 3_666 . ?
C18 C16 C15 120.7(3) 3_666 . ?
C17 C16 C15 120.4(3) . . ?
N1 C2 C3 110.6(3) . . ?
N1 C2 C1 122.0(3) . . ?
C3 C2 C1 127.4(3) . . ?
C9 C8 C7 105.2(3) . . ?
C9 C8 C3 126.9(3) . . ?
C7 C8 C3 127.7(3) . . ?
C16 C18 C17 121.2(3) 3_666 . ?
C16 C18 H18 119.4 3_666 . ?
C17 C18 H18 119.4 . . ?
N3 C7 C8 111.2(3) . . ?
N3 C7 C6 122.1(3) . . ?
C8 C7 C6 126.7(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C9 C8 106.9(3) . . ?
N4 C9 C10 123.8(3) . . ?
C8 C9 C10 129.3(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C7 N3 N4 104.3(3) . . ?
C7 N3 Zn1 128.8(2) . 4_566 ?
N4 N3 Zn1 124.0(2) . 4_566 ?
Zn1 O1W H1WA 110.8 . . ?
Zn1 O1W H1WB 110.2 . . ?
H1WA O1W H1WB 108.1 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
O1W Zn1 O1 C11 179.5(2) . . . . ?
O3 Zn1 O1 C11 -4.0(6) . . . . ?
O2 Zn1 O1 C11 -1.06(19) . . . . ?
N1 Zn1 O1 C11 89.2(2) . . . . ?
N3 Zn1 O1 C11 -89.7(2) 4_665 . . . ?
O1W Zn1 O3 C15 -154.1(3) . . . . ?
O2 Zn1 O3 C15 26.8(4) . . . . ?
N1 Zn1 O3 C15 -63.9(3) . . . . ?
N3 Zn1 O3 C15 115.4(3) 4_665 . . . ?
O1 Zn1 O3 C15 29.5(7) . . . . ?
C11 Zn1 O3 C15 26.5(4) . . . . ?
O1W Zn1 O2 C11 2.3(3) . . . . ?
O3 Zn1 O2 C11 -179.58(19) . . . . ?
N1 Zn1 O2 C11 -90.1(2) . . . . ?
N3 Zn1 O2 C11 92.5(2) 4_665 . . . ?
O1 Zn1 O2 C11 1.04(19) . . . . ?
O1W Zn1 N1 C2 -44.3(3) . . . . ?
O3 Zn1 N1 C2 -143.5(3) . . . . ?
O2 Zn1 N1 C2 107.9(3) . . . . ?
N3 Zn1 N1 C2 -158(2) 4_665 . . . ?
O1 Zn1 N1 C2 47.8(3) . . . . ?
C11 Zn1 N1 C2 77.5(3) . . . . ?
O1W Zn1 N1 N2 135.3(2) . . . . ?
O3 Zn1 N1 N2 36.0(2) . . . . ?
O2 Zn1 N1 N2 -72.6(2) . . . . ?
N3 Zn1 N1 N2 21(2) 4_665 . . . ?
O1 Zn1 N1 N2 -132.7(2) . . . . ?
C11 Zn1 N1 N2 -102.9(2) . . . . ?
Zn1 O1 C11 O2 1.8(3) . . . . ?
Zn1 O1 C11 C13 -178.6(3) . . . . ?
Zn1 O2 C11 O1 -1.9(3) . . . . ?
Zn1 O2 C11 C13 178.5(3) . . . . ?
O1W Zn1 C11 O1 -0.6(2) . . . . ?
O3 Zn1 C11 O1 178.79(17) . . . . ?
O2 Zn1 C11 O1 178.2(3) . . . . ?
N1 Zn1 C11 O1 -91.5(2) . . . . ?
N3 Zn1 C11 O1 90.8(2) 4_665 . . . ?
O1W Zn1 C11 O2 -178.76(17) . . . . ?
O3 Zn1 C11 O2 0.6(3) . . . . ?
N1 Zn1 C11 O2 90.4(2) . . . . ?
N3 Zn1 C11 O2 -87.4(2) 4_665 . . . ?
O1 Zn1 C11 O2 -178.2(3) . . . . ?
O1W Zn1 C11 C13 160(4) . . . . ?
O3 Zn1 C11 C13 -20(4) . . . . ?
O2 Zn1 C11 C13 -21(4) . . . . ?
N1 Zn1 C11 C13 69(4) . . . . ?
N3 Zn1 C11 C13 -108(4) 4_665 . . . ?
O1 Zn1 C11 C13 161(4) . . . . ?
C2 N1 N2 C4 0.3(4) . . . . ?
Zn1 N1 N2 C4 -179.3(2) . . . . ?
O1 C11 C13 C14 8.0(5) . . . . ?
O2 C11 C13 C14 -172.3(3) . . . . ?
Zn1 C11 C13 C14 -152(4) . . . . ?
O1 C11 C13 C12 -172.3(3) . . . . ?
O2 C11 C13 C12 7.3(5) . . . . ?
Zn1 C11 C13 C12 28(4) . . . . ?
Zn1 O3 C15 O4 7.8(6) . . . . ?
Zn1 O3 C15 C16 -172.7(2) . . . . ?
N1 N2 C4 C3 -0.3(4) . . . . ?
N1 N2 C4 C5 178.7(3) . . . . ?
N2 C4 C3 C2 0.2(4) . . . . ?
C5 C4 C3 C2 -178.7(4) . . . . ?
N2 C4 C3 C8 178.2(3) . . . . ?
C5 C4 C3 C8 -0.7(7) . . . . ?
C12 C13 C14 C12 0.8(6) . . . 3_556 ?
C11 C13 C14 C12 -179.5(3) . . . 3_556 ?
C14 C13 C12 C14 -0.8(6) . . . 3_556 ?
C11 C13 C12 C14 179.5(3) . . . 3_556 ?
C18 C17 C16 C18 -0.1(6) . . . 3_666 ?
C18 C17 C16 C15 177.6(3) . . . . ?
O4 C15 C16 C18 17.8(5) . . . 3_666 ?
O3 C15 C16 C18 -161.7(3) . . . 3_666 ?
O4 C15 C16 C17 -159.8(3) . . . . ?
O3 C15 C16 C17 20.6(5) . . . . ?
N2 N1 C2 C3 -0.2(4) . . . . ?
Zn1 N1 C2 C3 179.4(2) . . . . ?
N2 N1 C2 C1 179.3(3) . . . . ?
Zn1 N1 C2 C1 -1.1(6) . . . . ?
C4 C3 C2 N1 0.0(4) . . . . ?
C8 C3 C2 N1 -178.1(3) . . . . ?
C4 C3 C2 C1 -179.5(4) . . . . ?
C8 C3 C2 C1 2.4(6) . . . . ?
C4 C3 C8 C9 -102.7(5) . . . . ?
C2 C3 C8 C9 74.9(5) . . . . ?
C4 C3 C8 C7 82.4(5) . . . . ?
C2 C3 C8 C7 -99.9(5) . . . . ?
C16 C17 C18 C16 0.1(6) . . . 3_666 ?
C9 C8 C7 N3 -1.5(4) . . . . ?
C3 C8 C7 N3 174.2(3) . . . . ?
C9 C8 C7 C6 177.9(4) . . . . ?
C3 C8 C7 C6 -6.4(6) . . . . ?
N3 N4 C9 C8 -0.2(4) . . . . ?
N3 N4 C9 C10 179.5(4) . . . . ?
C7 C8 C9 N4 1.0(4) . . . . ?
C3 C8 C9 N4 -174.8(3) . . . . ?
C7 C8 C9 C10 -178.7(4) . . . . ?
C3 C8 C9 C10 5.6(7) . . . . ?
C8 C7 N3 N4 1.4(4) . . . . ?
C6 C7 N3 N4 -178.0(3) . . . . ?
C8 C7 N3 Zn1 -159.5(2) . . . 4_566 ?
C6 C7 N3 Zn1 21.0(5) . . . 4_566 ?
C9 N4 N3 C7 -0.8(4) . . . . ?
C9 N4 N3 Zn1 161.3(2) . . . 4_566 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O4 0.86 2.06 2.886(4) 160.2 .
N4 H4 O4 0.86 2.26 3.099(4) 166.1 1_556
O1W H1WA O2 0.87 1.88 2.607(3) 140.4 4_666
O1W H1WB O4 0.87 1.94 2.726(3) 149.4 4_666
O1W H1WB N4 0.87 2.57 3.144(4) 124.7 4_665

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.402
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.086
####################################################################### 
# 
# 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_p4
_database_code_depnum_ccdc_archive 'CCDC 1039662'
_audit_update_record             
;
2014-12-16 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 N4 O4 Zn'
_chemical_formula_weight         419.73

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           ?
_symmetry_space_group_name_H-M   P3212

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

_cell_length_a                   14.933(8)
_cell_length_b                   14.933
_cell_length_c                   10.539(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2035.3(16)
_cell_formula_units_Z            3
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.027
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    0.927
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8969
_exptl_absorpt_correction_T_max  0.9296
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10229
_diffrn_reflns_av_R_equivalents  0.0973
_diffrn_reflns_av_sigmaI/netI    0.0967
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         24.96
_reflns_number_total             2398
_reflns_number_gt                1399
_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)+(0.0338P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -10(10)
_refine_ls_number_reflns         2398
_refine_ls_number_parameters     125
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.0912
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   0.863
_refine_ls_restrained_S_all      0.863
_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 0.81564(3) 0.63128(5) 0.3333 0.0577(2) Uani 1 2 d S . .
O1 O 1.0024(3) 0.6306(4) 0.4695(4) 0.1075(14) Uani 1 1 d . . .
O2 O 0.9284(3) 0.7246(3) 0.4414(3) 0.0970(13) Uani 1 1 d . . .
N1 N 0.6026(3) 0.5323(3) 0.4157(4) 0.0717(12) Uani 1 1 d . . .
H1 H 0.5895 0.5520 0.3449 0.086 Uiso 1 1 calc R . .
N2 N 0.6950(3) 0.5439(3) 0.4459(3) 0.0608(12) Uani 1 1 d . . .
C1 C 0.4239(5) 0.4679(7) 0.4964(6) 0.141(3) Uani 1 1 d . . .
H1A H 0.4210 0.5078 0.4267 0.211 Uiso 1 1 calc R . .
H1B H 0.4048 0.4886 0.5733 0.211 Uiso 1 1 calc R . .
H1C H 0.3769 0.3958 0.4812 0.211 Uiso 1 1 calc R . .
C2 C 0.5327(4) 0.4861(4) 0.5090(5) 0.0746(16) Uani 1 1 d . . .
C3 C 0.5820(4) 0.4649(4) 0.6046(4) 0.0568(12) Uani 1 1 d . . .
C4 C 0.6810(4) 0.5008(4) 0.5626(4) 0.0635(12) Uani 1 1 d . . .
C5 C 0.7688(4) 0.4988(6) 0.6292(5) 0.121(2) Uani 1 1 d . . .
H5A H 0.8230 0.5134 0.5694 0.181 Uiso 1 1 calc R . .
H5B H 0.7448 0.4317 0.6657 0.181 Uiso 1 1 calc R . .
H5C H 0.7949 0.5501 0.6951 0.181 Uiso 1 1 calc R . .
C6 C 0.9971(6) 0.7081(6) 0.4873(5) 0.0851(18) Uani 1 1 d . . .
C7 C 1.1535(4) 0.7779(4) 0.6236(5) 0.0891(18) Uani 1 1 d . . .
H7 H 1.1619 0.7240 0.5939 0.107 Uiso 1 1 calc R . .
C8 C 1.0737(5) 0.7882(5) 0.5816(5) 0.0755(16) Uani 1 1 d . . .
C9 C 1.0610(5) 0.8682(6) 0.6215(6) 0.127(2) Uani 1 1 d . . .
H9 H 1.0071 0.8761 0.5903 0.153 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 1.931(3) 5_655 ?
Zn1 O2 1.931(4) . ?
Zn1 N2 2.001(4) 5_655 ?
Zn1 N2 2.001(4) . ?
O1 C6 1.213(7) . ?
O2 C6 1.264(8) . ?
N1 N2 1.340(5) . ?
N1 C2 1.346(6) . ?
N1 H1 0.8600 . ?
N2 C4 1.355(5) . ?
C1 C2 1.514(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.374(6) . ?
C3 C4 1.370(6) . ?
C3 C3 1.485(9) 3_666 ?
C4 C5 1.501(7) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C8 1.536(8) . ?
C7 C8 1.350(7) . ?
C7 C7 1.369(10) 3_776 ?
C7 H7 0.9300 . ?
C8 C9 1.366(8) . ?
C9 C9 1.424(11) 3_776 ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zn1 O2 102.6(3) 5_655 . ?
O2 Zn1 N2 107.28(15) 5_655 5_655 ?
O2 Zn1 N2 114.14(17) . 5_655 ?
O2 Zn1 N2 114.14(17) 5_655 . ?
O2 Zn1 N2 107.28(15) . . ?
N2 Zn1 N2 111.2(2) 5_655 . ?
C6 O2 Zn1 125.8(4) . . ?
N2 N1 C2 112.2(4) . . ?
N2 N1 H1 123.9 . . ?
C2 N1 H1 123.9 . . ?
N1 N2 C4 104.5(4) . . ?
N1 N2 Zn1 118.5(3) . . ?
C4 N2 Zn1 136.2(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 106.6(5) . . ?
N1 C2 C1 121.0(5) . . ?
C3 C2 C1 132.4(5) . . ?
C4 C3 C2 105.7(4) . . ?
C4 C3 C3 129.2(4) . 3_666 ?
C2 C3 C3 125.0(4) . 3_666 ?
N2 C4 C3 111.0(5) . . ?
N2 C4 C5 120.4(5) . . ?
C3 C4 C5 128.6(4) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 O2 125.0(6) . . ?
O1 C6 C8 117.7(7) . . ?
O2 C6 C8 117.1(7) . . ?
C8 C7 C7 120.4(4) . 3_776 ?
C8 C7 H7 119.8 . . ?
C7 C7 H7 119.8 3_776 . ?
C7 C8 C9 121.0(6) . . ?
C7 C8 C6 118.7(6) . . ?
C9 C8 C6 120.4(7) . . ?
C8 C9 C9 118.6(4) . 3_776 ?
C8 C9 H9 120.7 . . ?
C9 C9 H9 120.7 3_776 . ?

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 O2 C6 -147.5(5) 5_655 . . . ?
N2 Zn1 O2 C6 -31.8(5) 5_655 . . . ?
N2 Zn1 O2 C6 91.9(5) . . . . ?
C2 N1 N2 C4 1.3(6) . . . . ?
C2 N1 N2 Zn1 -170.0(3) . . . . ?
O2 Zn1 N2 N1 19.0(4) 5_655 . . . ?
O2 Zn1 N2 N1 132.0(3) . . . . ?
N2 Zn1 N2 N1 -102.5(3) 5_655 . . . ?
O2 Zn1 N2 C4 -148.8(5) 5_655 . . . ?
O2 Zn1 N2 C4 -35.8(5) . . . . ?
N2 Zn1 N2 C4 89.7(5) 5_655 . . . ?
N2 N1 C2 C3 -1.0(6) . . . . ?
N2 N1 C2 C1 178.3(5) . . . . ?
N1 C2 C3 C4 0.3(6) . . . . ?
C1 C2 C3 C4 -179.0(6) . . . . ?
N1 C2 C3 C3 177.2(5) . . . 3_666 ?
C1 C2 C3 C3 -2.0(10) . . . 3_666 ?
N1 N2 C4 C3 -1.1(5) . . . . ?
Zn1 N2 C4 C3 167.8(3) . . . . ?
N1 N2 C4 C5 179.9(5) . . . . ?
Zn1 N2 C4 C5 -11.1(8) . . . . ?
C2 C3 C4 N2 0.5(6) . . . . ?
C3 C3 C4 N2 -176.3(5) 3_666 . . . ?
C2 C3 C4 C5 179.4(6) . . . . ?
C3 C3 C4 C5 2.6(10) 3_666 . . . ?
Zn1 O2 C6 O1 0.3(10) . . . . ?
Zn1 O2 C6 C8 -174.2(3) . . . . ?
C7 C7 C8 C9 1.5(11) 3_776 . . . ?
C7 C7 C8 C6 -178.6(6) 3_776 . . . ?
O1 C6 C8 C7 10.9(9) . . . . ?
O2 C6 C8 C7 -174.1(5) . . . . ?
O1 C6 C8 C9 -169.2(6) . . . . ?
O2 C6 C8 C9 5.8(9) . . . . ?
C7 C8 C9 C9 -2.0(12) . . . 3_776 ?
C6 C8 C9 C9 178.1(7) . . . 3_776 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.96
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.036
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.076 0.162 -0.024 805 110 ' '
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_p5
_database_code_depnum_ccdc_archive 'CCDC 1039663'
_audit_update_record             
;
2014-12-16 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H17 N5 O7 Zn'
_chemical_formula_weight         480.74

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           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   20.520(6)
_cell_length_b                   10.281(3)
_cell_length_c                   13.813(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 125.503(5)
_cell_angle_gamma                90.00
_cell_volume                     2372.2(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    1.080
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5943
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_sigmaI/netI    0.1119
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3910
_reflns_number_gt                2778
_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)+(0.0851P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_number_reflns         3910
_refine_ls_number_parameters     327
_refine_ls_number_restraints     122
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.1720
_refine_ls_wR_factor_gt          0.1510
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.004
_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 0.74492(5) 0.04775(8) 0.88286(7) 0.0345(3) Uani 1 1 d . . .
C12 C 0.7601(4) 0.0466(12) 1.1934(6) 0.0348(15) Uani 1 1 d . . .
N1 N 0.8682(4) 0.2497(6) 1.0209(6) 0.0401(17) Uani 1 1 d . . .
H1D H 0.8413 0.2746 1.0493 0.048 Uiso 1 1 calc R . .
N2 N 0.8391(4) 0.1624(7) 0.9320(6) 0.0405(18) Uani 1 1 d . . .
N5 N 0.7446(6) -0.1525(9) 1.4041(8) 0.0698(19) Uani 1 1 d U . .
C11 C 0.7644(5) 0.0265(12) 1.0882(8) 0.047(3) Uani 1 1 d . . .
C4 C 0.9400(6) 0.2947(10) 1.0619(9) 0.044(2) Uani 1 1 d . . .
C17 C 0.7569(7) 0.1702(10) 1.2298(9) 0.045(3) Uani 1 1 d . . .
C13 C 0.7572(6) -0.0615(10) 1.2519(9) 0.041(3) Uani 1 1 d . . .
H13 H 0.7619 -0.1471 1.2306 0.050 Uiso 1 1 calc R . .
C16 C 0.7486(8) 0.1876(10) 1.3223(11) 0.064(3) Uani 1 1 d . . .
H16 H 0.7482 0.2730 1.3482 0.077 Uiso 1 1 calc R . .
C3 C 0.9613(5) 0.2365(8) 0.9929(8) 0.040(2) Uani 1 1 d . . .
C5 C 0.9847(6) 0.3917(11) 1.1603(10) 0.075(4) Uani 1 1 d . . .
H5A H 0.9529 0.4714 1.1388 0.112 Uiso 1 1 calc R . .
H5B H 1.0359 0.4118 1.1733 0.112 Uiso 1 1 calc R . .
H5C H 0.9946 0.3554 1.2333 0.112 Uiso 1 1 calc R . .
C2 C 0.8981(5) 0.1538(8) 0.9156(8) 0.036(2) Uani 1 1 d . . .
C15 C 0.7412(8) 0.0839(9) 1.3755(10) 0.068(4) Uani 1 1 d . . .
H15 H 0.7321 0.0952 1.4350 0.081 Uiso 1 1 calc R . .
C1 C 0.8893(6) 0.0670(12) 0.8214(8) 0.061(3) Uani 1 1 d . . .
H1A H 0.9148 -0.0170 0.8566 0.091 Uiso 1 1 calc R . .
H1B H 0.9149 0.1078 0.7873 0.091 Uiso 1 1 calc R . .
H1C H 0.8323 0.0534 0.7586 0.091 Uiso 1 1 calc R . .
C14 C 0.7475(7) -0.0415(10) 1.3403(9) 0.046(3) Uani 1 1 d . . .
O3 O 0.8337(4) 0.2977(6) 1.1840(5) 0.0488(16) Uani 1 1 d . . .
N3 N 0.6445(4) 0.1232(7) 0.7407(6) 0.0444(18) Uani 1 1 d . . .
C7 C 0.5980(5) 0.0998(8) 0.6236(8) 0.0472(17) Uani 1 1 d U . .
N4 N 0.6137(14) 0.237(2) 0.750(2) 0.054(2) Uani 0.50 1 d PU . .
H4A H 0.6469 0.2967 0.8044 0.065 Uiso 0.50 1 d PR . .
C8 C 0.5324(5) 0.1823(9) 0.5644(8) 0.0523(16) Uani 1 1 d U . .
C9 C 0.5457(14) 0.278(2) 0.640(2) 0.0548(19) Uani 0.50 1 d PU . .
O2 O 0.8030(5) -0.0718(7) 1.0907(7) 0.071(2) Uani 1 1 d . . .
C6 C 0.6191(6) -0.0059(11) 0.5713(9) 0.072(4) Uani 1 1 d U . .
H6A H 0.6773 -0.0091 0.6132 0.107 Uiso 1 1 calc R . .
H6B H 0.5936 0.0121 0.4868 0.107 Uiso 1 1 calc R . .
H6C H 0.6001 -0.0897 0.5797 0.107 Uiso 1 1 calc R . .
C10A C 0.4743(12) 0.3411(19) 0.6504(17) 0.057(2) Uani 0.50 1 d PU . .
H10A H 0.4906 0.3618 0.7293 0.085 Uiso 0.50 1 d PR . .
H10B H 0.4759 0.4183 0.6127 0.085 Uiso 0.50 1 d PR . .
H10C H 0.4208 0.3070 0.6050 0.085 Uiso 0.50 1 d PR . .
C18 C 0.7739(6) 0.2899(8) 1.1851(8) 0.043(2) Uani 1 1 d . . .
O1 O 0.7265(4) 0.1020(6) 1.0028(5) 0.0455(16) Uani 1 1 d . . .
O4 O 0.7259(4) 0.3857(5) 1.1579(5) 0.0444(15) Uani 1 1 d . . .
C10 C 0.5071(12) 0.4025(19) 0.6366(18) 0.058(2) Uani 0.50 1 d PU . .
H10D H 0.4618 0.4185 0.5564 0.087 Uiso 0.50 1 d PR . .
H10E H 0.4893 0.3933 0.6870 0.087 Uiso 0.50 1 d PR . .
H10 H 0.5437 0.4742 0.6638 0.087 Uiso 0.50 1 d PR . .
O1W O 0.4284(12) 0.299(3) 0.0546(19) 0.146(8) Uiso 0.60 1 d P . .
O1WA O 0.456(2) 0.226(4) -0.002(4) 0.205(16) Uiso 0.40 1 d P . .
N4A N 0.6003(14) 0.209(2) 0.757(2) 0.054(2) Uani 0.50 1 d PU . .
H4B H 0.6060 0.2121 0.8267 0.065 Uiso 0.50 1 d PR . .
C9A C 0.5334(14) 0.242(2) 0.661(2) 0.0544(19) Uani 0.50 1 d PU . .
O5 O 0.7558(11) -0.1250(14) 1.5014(14) 0.070(2) Uani 0.50 1 d PU . .
O6 O 0.7343(9) -0.2639(14) 1.3621(12) 0.069(2) Uani 0.50 1 d PDU . .
O5A O 0.6990(11) -0.1432(14) 1.4410(14) 0.070(2) Uani 0.50 1 d PU . .
O6A O 0.7856(9) -0.2553(14) 1.4121(13) 0.069(2) Uani 0.50 1 d PDU . .


_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 O4 1.961(5) 4_647 ?
Zn1 O1 1.981(5) . ?
Zn1 N3 2.001(7) . ?
Zn1 N2 2.015(7) . ?
C12 C17 1.383(16) . ?
C12 C13 1.396(15) . ?
C12 C11 1.520(11) . ?
N1 C4 1.318(11) . ?
N1 N2 1.349(9) . ?
N2 C2 1.357(10) . ?
N5 O6 1.245(17) . ?
N5 O5 1.257(15) . ?
N5 O5A 1.303(15) . ?
N5 O6A 1.315(17) . ?
N5 C14 1.464(12) . ?
C11 O1 1.239(11) . ?
C11 O2 1.272(12) . ?
C4 C3 1.394(11) . ?
C4 C5 1.495(12) . ?
C17 C16 1.394(14) . ?
C17 C18 1.505(13) . ?
C13 C14 1.362(13) . ?
C16 C15 1.352(12) . ?
C3 C2 1.392(11) . ?
C3 C3 1.481(15) 2_757 ?
C2 C1 1.501(12) . ?
C15 C14 1.410(15) . ?
O3 C18 1.240(10) . ?
N3 C7 1.338(11) . ?
N3 N4A 1.38(3) . ?
N3 N4 1.37(3) . ?
C7 C8 1.386(12) . ?
C7 C6 1.501(12) . ?
N4 C9A 1.37(4) . ?
N4 C9 1.40(3) . ?
C8 C9 1.34(2) . ?
C8 C9A 1.46(2) . ?
C8 C8 1.478(18) 2_656 ?
C9 C9A 0.61(3) . ?
C9 C10 1.49(3) . ?
C9 N4A 1.51(4) . ?
C9 C10A 1.69(3) . ?
C10A C10 1.02(3) . ?
C10A C9A 1.52(3) . ?
C18 O4 1.285(10) . ?
O4 Zn1 1.961(5) 4_657 ?
C10 C9A 1.71(3) . ?
O1W O1WA 1.42(4) . ?
O1WA O1WA 1.77(8) 2_655 ?
N4A C9A 1.28(3) . ?
O5 O5A 0.980(19) . ?
O6 O6A 0.866(9) . ?

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
O4 Zn1 O1 135.9(2) 4_647 . ?
O4 Zn1 N3 111.1(3) 4_647 . ?
O1 Zn1 N3 97.1(3) . . ?
O4 Zn1 N2 101.6(3) 4_647 . ?
O1 Zn1 N2 99.5(3) . . ?
N3 Zn1 N2 110.1(3) . . ?
C17 C12 C13 119.6(7) . . ?
C17 C12 C11 121.0(9) . . ?
C13 C12 C11 119.4(10) . . ?
C4 N1 N2 114.7(7) . . ?
C2 N2 N1 103.3(7) . . ?
C2 N2 Zn1 132.8(6) . . ?
N1 N2 Zn1 121.7(5) . . ?
O6 N5 O5 125.5(11) . . ?
O6 N5 O5A 106.5(12) . . ?
O5 N5 O5A 45.0(9) . . ?
O6 N5 O6A 39.4(5) . . ?
O5 N5 O6A 112.3(12) . . ?
O5A N5 O6A 126.6(11) . . ?
O6 N5 C14 119.5(9) . . ?
O5 N5 C14 114.9(10) . . ?
O5A N5 C14 117.9(11) . . ?
O6A N5 C14 115.4(10) . . ?
O1 C11 O2 124.1(8) . . ?
O1 C11 C12 118.2(9) . . ?
O2 C11 C12 117.6(9) . . ?
N1 C4 C3 105.8(8) . . ?
N1 C4 C5 124.6(8) . . ?
C3 C4 C5 129.6(8) . . ?
C12 C17 C16 120.5(9) . . ?
C12 C17 C18 122.0(8) . . ?
C16 C17 C18 116.9(9) . . ?
C14 C13 C12 118.5(10) . . ?
C15 C16 C17 120.6(10) . . ?
C2 C3 C4 105.3(7) . . ?
C2 C3 C3 123.5(7) . 2_757 ?
C4 C3 C3 130.3(9) . 2_757 ?
N2 C2 C3 110.9(7) . . ?
N2 C2 C1 120.9(8) . . ?
C3 C2 C1 128.2(7) . . ?
C16 C15 C14 118.1(9) . . ?
C13 C14 C15 122.5(9) . . ?
C13 C14 N5 120.0(9) . . ?
C15 C14 N5 117.5(8) . . ?
C7 N3 N4A 103.7(13) . . ?
C7 N3 N4 102.7(12) . . ?
N4A N3 N4 18.8(12) . . ?
C7 N3 Zn1 136.2(6) . . ?
N4A N3 Zn1 119.3(12) . . ?
N4 N3 Zn1 120.5(11) . . ?
N3 C7 C8 111.7(8) . . ?
N3 C7 C6 120.6(8) . . ?
C8 C7 C6 127.7(9) . . ?
C9A N4 N3 109(2) . . ?
C9A N4 C9 25.5(12) . . ?
N3 N4 C9 112.1(19) . . ?
C9 C8 C7 107.5(13) . . ?
C9 C8 C9A 24.9(12) . . ?
C7 C8 C9A 103.0(12) . . ?
C9 C8 C8 124.7(12) . 2_656 ?
C7 C8 C8 126.6(9) . 2_656 ?
C9A C8 C8 128.8(13) . 2_656 ?
C9A C9 C8 88(4) . . ?
C9A C9 N4 74(4) . . ?
C8 C9 N4 104.4(18) . . ?
C9A C9 C10 100(4) . . ?
C8 C9 C10 138.0(19) . . ?
N4 C9 C10 117.6(19) . . ?
C9A C9 N4A 57(3) . . ?
C8 C9 N4A 100.3(18) . . ?
N4 C9 N4A 17.3(13) . . ?
C10 C9 N4A 119(2) . . ?
C9A C9 C10A 64(4) . . ?
C8 C9 C10A 123.7(18) . . ?
N4 C9 C10A 112.7(18) . . ?
C10 C9 C10A 36.7(11) . . ?
N4A C9 C10A 103.0(18) . . ?
C10 C10A C9A 81.8(19) . . ?
C10 C10A C9 61.3(17) . . ?
C9A C10A C9 21.2(11) . . ?
O3 C18 O4 122.9(8) . . ?
O3 C18 C17 121.7(9) . . ?
O4 C18 C17 115.2(8) . . ?
C11 O1 Zn1 107.5(6) . . ?
C18 O4 Zn1 115.2(5) . 4_657 ?
C10A C10 C9 82(2) . . ?
C10A C10 C9A 62.1(17) . . ?
C9 C10 C9A 20.7(11) . . ?
O1W O1WA O1WA 135(3) . 2_655 ?
C9A N4A N3 114(2) . . ?
C9A N4A C9 23.6(14) . . ?
N3 N4A C9 106(2) . . ?
C9 C9A N4A 99(4) . . ?
C9 C9A N4 80(4) . . ?
N4A C9A N4 19.2(14) . . ?
C9 C9A C8 67(4) . . ?
N4A C9A C8 105.9(19) . . ?
N4 C9A C8 100(2) . . ?
C9 C9A C10A 94(4) . . ?
N4A C9A C10A 126(2) . . ?
N4 C9A C10A 126(2) . . ?
C8 C9A C10A 127.4(18) . . ?
C9 C9A C10 59(4) . . ?
N4A C9A C10 118.9(19) . . ?
N4 C9A C10 106.8(19) . . ?
C8 C9A C10 113.1(16) . . ?
C10A C9A C10 36.1(11) . . ?
O5A O5 N5 70.0(13) . . ?
O6A O6 N5 74.7(17) . . ?
O5 O5A N5 65.0(13) . . ?
O6 O6A N5 65.9(16) . . ?

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
C4 N1 N2 C2 -0.8(10) . . . . ?
C4 N1 N2 Zn1 164.6(7) . . . . ?
O4 Zn1 N2 C2 16.3(9) 4_647 . . . ?
O1 Zn1 N2 C2 157.3(8) . . . . ?
N3 Zn1 N2 C2 -101.5(8) . . . . ?
O4 Zn1 N2 N1 -144.1(6) 4_647 . . . ?
O1 Zn1 N2 N1 -3.1(7) . . . . ?
N3 Zn1 N2 N1 98.2(7) . . . . ?
C17 C12 C11 O1 -36.3(13) . . . . ?
C13 C12 C11 O1 142.0(10) . . . . ?
C17 C12 C11 O2 147.8(10) . . . . ?
C13 C12 C11 O2 -34.0(12) . . . . ?
N2 N1 C4 C3 1.9(11) . . . . ?
N2 N1 C4 C5 -179.7(10) . . . . ?
C13 C12 C17 C16 -1.7(14) . . . . ?
C11 C12 C17 C16 176.6(10) . . . . ?
C13 C12 C17 C18 169.3(11) . . . . ?
C11 C12 C17 C18 -12.5(15) . . . . ?
C17 C12 C13 C14 3.0(12) . . . . ?
C11 C12 C13 C14 -175.3(9) . . . . ?
C12 C17 C16 C15 -2(2) . . . . ?
C18 C17 C16 C15 -173.4(12) . . . . ?
N1 C4 C3 C2 -2.2(10) . . . . ?
C5 C4 C3 C2 179.6(11) . . . . ?
N1 C4 C3 C3 -171.2(7) . . . 2_757 ?
C5 C4 C3 C3 10.6(17) . . . 2_757 ?
N1 N2 C2 C3 -0.8(9) . . . . ?
Zn1 N2 C2 C3 -163.7(6) . . . . ?
N1 N2 C2 C1 -178.9(8) . . . . ?
Zn1 N2 C2 C1 18.2(13) . . . . ?
C4 C3 C2 N2 1.9(10) . . . . ?
C3 C3 C2 N2 171.8(8) 2_757 . . . ?
C4 C3 C2 C1 179.9(10) . . . . ?
C3 C3 C2 C1 -10.2(15) 2_757 . . . ?
C17 C16 C15 C14 4(2) . . . . ?
C12 C13 C14 C15 -0.8(17) . . . . ?
C12 C13 C14 N5 -179.7(9) . . . . ?
C16 C15 C14 C13 -2.8(19) . . . . ?
C16 C15 C14 N5 176.1(13) . . . . ?
O6 N5 C14 C13 -14.8(18) . . . . ?
O5 N5 C14 C13 162.8(13) . . . . ?
O5A N5 C14 C13 -146.7(12) . . . . ?
O6A N5 C14 C13 29.6(16) . . . . ?
O6 N5 C14 C15 166.2(13) . . . . ?
O5 N5 C14 C15 -16.2(18) . . . . ?
O5A N5 C14 C15 34.3(17) . . . . ?
O6A N5 C14 C15 -149.3(12) . . . . ?
O4 Zn1 N3 C7 -9.7(10) 4_647 . . . ?
O1 Zn1 N3 C7 -155.1(9) . . . . ?
N2 Zn1 N3 C7 102.0(9) . . . . ?
O4 Zn1 N3 N4A 158.5(9) 4_647 . . . ?
O1 Zn1 N3 N4A 13.1(10) . . . . ?
N2 Zn1 N3 N4A -89.8(10) . . . . ?
O4 Zn1 N3 N4 -179.8(10) 4_647 . . . ?
O1 Zn1 N3 N4 34.8(11) . . . . ?
N2 Zn1 N3 N4 -68.1(11) . . . . ?
N4A N3 C7 C8 9.0(12) . . . . ?
N4 N3 C7 C8 -10.3(13) . . . . ?
Zn1 N3 C7 C8 178.4(7) . . . . ?
N4A N3 C7 C6 -170.5(11) . . . . ?
N4 N3 C7 C6 170.2(11) . . . . ?
Zn1 N3 C7 C6 -1.1(14) . . . . ?
C7 N3 N4 C9A 30.8(18) . . . . ?
N4A N3 N4 C9A -64(6) . . . . ?
Zn1 N3 N4 C9A -156.2(13) . . . . ?
C7 N3 N4 C9 3.8(17) . . . . ?
N4A N3 N4 C9 -91(6) . . . . ?
Zn1 N3 N4 C9 176.8(12) . . . . ?
N3 C7 C8 C9 13.5(14) . . . . ?
C6 C7 C8 C9 -167.1(13) . . . . ?
N3 C7 C8 C9A -11.9(13) . . . . ?
C6 C7 C8 C9A 167.6(12) . . . . ?
N3 C7 C8 C8 -178.4(9) . . . 2_656 ?
C6 C7 C8 C8 1.0(17) . . . 2_656 ?
C7 C8 C9 C9A -83(4) . . . . ?
C8 C8 C9 C9A 109(4) 2_656 . . . ?
C7 C8 C9 N4 -10.0(18) . . . . ?
C9A C8 C9 N4 73(4) . . . . ?
C8 C8 C9 N4 -178.4(14) 2_656 . . . ?
C7 C8 C9 C10 174(2) . . . . ?
C9A C8 C9 C10 -103(5) . . . . ?
C8 C8 C9 C10 6(4) 2_656 . . . ?
C7 C8 C9 N4A -27.2(18) . . . . ?
C9A C8 C9 N4A 56(3) . . . . ?
C8 C8 C9 N4A 164.5(14) 2_656 . . . ?
C7 C8 C9 C10A -140.5(16) . . . . ?
C9A C8 C9 C10A -57(4) . . . . ?
C8 C8 C9 C10A 51(2) 2_656 . . . ?
N3 N4 C9 C9A 88(4) . . . . ?
C9A N4 C9 C8 -84(4) . . . . ?
N3 N4 C9 C8 4(2) . . . . ?
C9A N4 C9 C10 93(4) . . . . ?
N3 N4 C9 C10 -179.0(17) . . . . ?
C9A N4 C9 N4A -6(6) . . . . ?
N3 N4 C9 N4A 82(6) . . . . ?
C9A N4 C9 C10A 53(3) . . . . ?
N3 N4 C9 C10A 140.7(16) . . . . ?
C9A C9 C10A C10 164(5) . . . . ?
C8 C9 C10A C10 -127(2) . . . . ?
N4 C9 C10A C10 106(2) . . . . ?
N4A C9 C10A C10 121(2) . . . . ?
C8 C9 C10A C9A 69(4) . . . . ?
N4 C9 C10A C9A -58(4) . . . . ?
C10 C9 C10A C9A -164(5) . . . . ?
N4A C9 C10A C9A -43(3) . . . . ?
C12 C17 C18 O3 -48.2(15) . . . . ?
C16 C17 C18 O3 123.1(12) . . . . ?
C12 C17 C18 O4 137.2(10) . . . . ?
C16 C17 C18 O4 -51.5(14) . . . . ?
O2 C11 O1 Zn1 -4.1(12) . . . . ?
C12 C11 O1 Zn1 -179.7(7) . . . . ?
O4 Zn1 O1 C11 24.8(8) 4_647 . . . ?
N3 Zn1 O1 C11 155.3(6) . . . . ?
N2 Zn1 O1 C11 -92.9(6) . . . . ?
O3 C18 O4 Zn1 -1.2(11) . . . 4_657 ?
C17 C18 O4 Zn1 173.3(6) . . . 4_657 ?
C9A C10A C10 C9 5.7(16) . . . . ?
C9 C10A C10 C9A -5.7(16) . . . . ?
C9A C9 C10 C10A -14(4) . . . . ?
C8 C9 C10 C10A 84(3) . . . . ?
N4 C9 C10 C10A -92(2) . . . . ?
N4A C9 C10 C10A -72(2) . . . . ?
C8 C9 C10 C9A 99(5) . . . . ?
N4 C9 C10 C9A -77(4) . . . . ?
N4A C9 C10 C9A -58(4) . . . . ?
C10A C9 C10 C9A 14(4) . . . . ?
C7 N3 N4A C9A -2.1(18) . . . . ?
N4 N3 N4A C9A 87(6) . . . . ?
Zn1 N3 N4A C9A -173.7(13) . . . . ?
C7 N3 N4A C9 -25.6(16) . . . . ?
N4 N3 N4A C9 64(6) . . . . ?
Zn1 N3 N4A C9 162.8(12) . . . . ?
C8 C9 N4A C9A -81(4) . . . . ?
N4 C9 N4A C9A 173(7) . . . . ?
C10 C9 N4A C9A 83(4) . . . . ?
C10A C9 N4A C9A 47(4) . . . . ?
C9A C9 N4A N3 115(4) . . . . ?
C8 C9 N4A N3 33.4(19) . . . . ?
N4 C9 N4A N3 -72(6) . . . . ?
C10 C9 N4A N3 -162.6(16) . . . . ?
C10A C9 N4A N3 161.7(13) . . . . ?
C8 C9 C9A N4A 103(2) . . . . ?
N4 C9 C9A N4A -2(2) . . . . ?
C10 C9 C9A N4A -118(2) . . . . ?
C10A C9 C9A N4A -128(3) . . . . ?
C8 C9 C9A N4 105.4(16) . . . . ?
C10 C9 C9A N4 -116(2) . . . . ?
N4A C9 C9A N4 2(2) . . . . ?
C10A C9 C9A N4 -126(2) . . . . ?
N4 C9 C9A C8 -105.4(16) . . . . ?
C10 C9 C9A C8 139(2) . . . . ?
N4A C9 C9A C8 -103(2) . . . . ?
C10A C9 C9A C8 129.0(14) . . . . ?
C8 C9 C9A C10A -129.0(14) . . . . ?
N4 C9 C9A C10A 126(2) . . . . ?
C10 C9 C9A C10A 10(3) . . . . ?
N4A C9 C9A C10A 128(3) . . . . ?
C8 C9 C9A C10 -139(2) . . . . ?
N4 C9 C9A C10 116(2) . . . . ?
N4A C9 C9A C10 118(2) . . . . ?
C10A C9 C9A C10 -10(3) . . . . ?
N3 N4A C9A C9 -74(4) . . . . ?
N3 N4A C9A N4 -80(6) . . . . ?
C9 N4A C9A N4 -6(7) . . . . ?
N3 N4A C9A C8 -5(2) . . . . ?
C9 N4A C9A C8 68(4) . . . . ?
N3 N4A C9A C10A -176.2(17) . . . . ?
C9 N4A C9A C10A -103(5) . . . . ?
N3 N4A C9A C10 -133.9(18) . . . . ?
C9 N4A C9A C10 -60(4) . . . . ?
N3 N4 C9A C9 -102(4) . . . . ?
N3 N4 C9A N4A 72(6) . . . . ?
C9 N4 C9A N4A 174(7) . . . . ?
N3 N4 C9A C8 -37.4(19) . . . . ?
C9 N4 C9A C8 64(3) . . . . ?
N3 N4 C9A C10A 169.9(17) . . . . ?
C9 N4 C9A C10A -89(4) . . . . ?
N3 N4 C9A C10 -155.5(15) . . . . ?
C9 N4 C9A C10 -54(3) . . . . ?
C7 C8 C9A C9 104(4) . . . . ?
C8 C8 C9A C9 -90(4) 2_656 . . . ?
C9 C8 C9A N4A -94(4) . . . . ?
C7 C8 C9A N4A 10.0(18) . . . . ?
C8 C8 C9A N4A 176.1(12) 2_656 . . . ?
C9 C8 C9A N4 -75(4) . . . . ?
C7 C8 C9A N4 28.7(17) . . . . ?
C8 C8 C9A N4 -165.1(12) 2_656 . . . ?
C9 C8 C9A C10A 77(4) . . . . ?
C7 C8 C9A C10A -179.2(18) . . . . ?
C8 C8 C9A C10A -13(3) 2_656 . . . ?
C9 C8 C9A C10 38(3) . . . . ?
C7 C8 C9A C10 142.0(15) . . . . ?
C8 C8 C9A C10 -52(2) 2_656 . . . ?
C10 C10A C9A C9 -14(4) . . . . ?
C10 C10A C9A N4A 91(3) . . . . ?
C9 C10A C9A N4A 105(5) . . . . ?
C10 C10A C9A N4 67(3) . . . . ?
C9 C10A C9A N4 81(4) . . . . ?
C10 C10A C9A C8 -78(3) . . . . ?
C9 C10A C9A C8 -64(4) . . . . ?
C9 C10A C9A C10 14(4) . . . . ?
C10A C10 C9A C9 164(5) . . . . ?
C10A C10 C9A N4A -112(3) . . . . ?
C9 C10 C9A N4A 84(4) . . . . ?
C10A C10 C9A N4 -129(2) . . . . ?
C9 C10 C9A N4 68(4) . . . . ?
C10A C10 C9A C8 122(2) . . . . ?
C9 C10 C9A C8 -41(3) . . . . ?
C9 C10 C9A C10A -164(5) . . . . ?
O6 N5 O5 O5A -77(2) . . . . ?
O6A N5 O5 O5A -120.1(16) . . . . ?
C14 N5 O5 O5A 105.3(15) . . . . ?
O5 N5 O6 O6A -82(2) . . . . ?
O5A N5 O6 O6A -128.2(17) . . . . ?
C14 N5 O6 O6A 95.1(18) . . . . ?
O6 N5 O5A O5 124.1(16) . . . . ?
O6A N5 O5A O5 85.7(19) . . . . ?
C14 N5 O5A O5 -98.4(16) . . . . ?
O5 N5 O6A O6 119.4(18) . . . . ?
O5A N5 O6A O6 70(2) . . . . ?
C14 N5 O6A O6 -106.2(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.781
_refine_diff_density_min         -0.492
_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_p6
_database_code_depnum_ccdc_archive 'CCDC 1039664'
_audit_update_record             
;
2014-12-16 deposited with the CCDC.
2015-02-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H17 N5 O7 Zn'
_chemical_formula_weight         480.74

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           ?
_symmetry_space_group_name_H-M   Pna21

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'

_cell_length_a                   17.096(4)
_cell_length_b                   13.638(4)
_cell_length_c                   10.336(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2409.9(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984
_exptl_absorpt_coefficient_mu    1.063
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8831
_exptl_absorpt_correction_T_max  0.9012
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11020
_diffrn_reflns_av_R_equivalents  0.1133
_diffrn_reflns_av_sigmaI/netI    0.1796
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4136
_reflns_number_gt                2172
_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)+(0.0405P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_number_reflns         4136
_refine_ls_number_parameters     301
_refine_ls_number_restraints     53
_refine_ls_R_factor_all          0.1133
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_restrained_S_all      0.850
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.01748(4) 0.61776(6) 0.31553(11) 0.0282(2) Uani 1 1 d . . .
C12 C 1.0143(4) 0.3117(5) 0.3079(12) 0.0326(18) Uani 1 1 d . . .
O2 O 0.9688(3) 0.4476(4) 0.1890(6) 0.0499(18) Uani 1 1 d . . .
C13 C 1.0334(7) 0.2518(8) 0.2106(10) 0.062(4) Uani 1 1 d . . .
H13 H 1.0380 0.2787 0.1262 0.075 Uiso 1 1 calc R . .
C17 C 1.0017(5) 0.2698(8) 0.4368(9) 0.040(3) Uani 1 1 d . . .
C11 C 1.0041(5) 0.4183(6) 0.2846(8) 0.033(2) Uani 1 1 d . . .
O1 O 1.0372(3) 0.4790(4) 0.3627(4) 0.0330(15) Uani 1 1 d . . .
C1 C 0.8794(4) 0.8106(5) 0.3280(13) 0.051(2) Uani 1 1 d . . .
H1A H 0.8861 0.8644 0.3900 0.076 Uiso 1 1 calc R . .
H1B H 0.8353 0.8253 0.2706 0.076 Uiso 1 1 calc R . .
H1C H 0.9272 0.8033 0.2766 0.076 Uiso 1 1 calc R . .
C15 C 1.0339(7) 0.1127(7) 0.3543(9) 0.056(3) Uani 1 1 d . . .
C16 C 1.0125(5) 0.1700(7) 0.4560(10) 0.045(3) Uani 1 1 d . . .
H16 H 1.0050 0.1420 0.5392 0.055 Uiso 1 1 calc R . .
O3 O 0.9163(3) 0.3856(4) 0.5334(5) 0.0423(15) Uani 1 1 d . . .
N1 N 0.9151(4) 0.6437(5) 0.4087(6) 0.0304(17) Uani 1 1 d . . .
N2 N 0.8798(4) 0.5737(5) 0.4796(6) 0.0383(18) Uani 1 1 d . . .
H2 H 0.9015 0.5168 0.4977 0.046 Uiso 1 1 calc R . .
C4 C 0.8099(4) 0.5990(7) 0.5188(9) 0.038(2) Uani 1 1 d . . .
C3 C 0.7943(4) 0.6903(6) 0.4637(8) 0.032(2) Uani 1 1 d . . .
C9 C 0.6705(5) 0.7648(6) 0.3657(7) 0.027(2) Uani 1 1 d . . .
C10 C 0.6774(6) 0.7324(8) 0.2276(8) 0.059(3) Uani 1 1 d . . .
H10A H 0.7312 0.7112 0.2105 0.088 Uiso 1 1 calc R . .
H10B H 0.6641 0.7871 0.1702 0.088 Uiso 1 1 calc R . .
H10C H 0.6415 0.6777 0.2118 0.088 Uiso 1 1 calc R . .
C8 C 0.7213(5) 0.7462(7) 0.4700(8) 0.035(2) Uani 1 1 d . . .
C5 C 0.7563(5) 0.5370(7) 0.5984(10) 0.062(3) Uani 1 1 d U . .
H5A H 0.7225 0.4984 0.5412 0.092 Uiso 1 1 calc R . .
H5B H 0.7240 0.5792 0.6535 0.092 Uiso 1 1 calc R . .
H5C H 0.7872 0.4927 0.6527 0.092 Uiso 1 1 calc R . .
C7 C 0.6883(5) 0.7895(9) 0.5753(9) 0.069(4) Uani 1 1 d . . .
C6 C 0.7117(6) 0.8008(10) 0.7172(10) 0.092(4) Uani 1 1 d U . .
H6A H 0.7386 0.7412 0.7462 0.139 Uiso 1 1 calc R . .
H6B H 0.6648 0.8111 0.7699 0.139 Uiso 1 1 calc R . .
H6C H 0.7468 0.8571 0.7266 0.139 Uiso 1 1 calc R . .
C2 C 0.8634(5) 0.7168(7) 0.4001(7) 0.033(2) Uani 1 1 d . . .
N3 N 0.6093(4) 0.8216(5) 0.4025(6) 0.0336(18) Uani 1 1 d . . .
N4 N 0.6219(4) 0.8370(6) 0.5343(8) 0.056(2) Uani 1 1 d . . .
H4 H 0.5914 0.8723 0.5845 0.067 Uiso 1 1 calc R . .
O5 O 1.0493(7) -0.0277(14) 0.4850(12) 0.100(3) Uani 0.80 1 d PDU . .
N5 N 1.0457(8) 0.0061(8) 0.3734(9) 0.100(2) Uani 1 1 d DU . .
O6 O 1.0469(7) -0.0486(8) 0.2744(9) 0.101(2) Uani 0.80 1 d PDU . .
C14 C 1.0471(7) 0.1507(10) 0.2270(11) 0.070(4) Uani 1 1 d . . .
H14 H 1.0641 0.1102 0.1577 0.084 Uiso 1 1 calc R . .
C18 C 0.9740(5) 0.3308(6) 0.5471(9) 0.037(2) Uani 1 1 d . . .
O4 O 1.0081(3) 0.3163(4) 0.6567(5) 0.0369(15) Uani 1 1 d . . .
O1W O 0.8077(11) 0.5904(15) 0.036(2) 0.146(8) Uiso 0.50 1 d P . .
O1WA O 0.7081(11) 0.5403(15) -0.008(2) 0.143(7) Uiso 0.50 1 d P . .
O6A O 1.0981(19) -0.037(3) 0.309(5) 0.101(3) Uani 0.20 1 d PDU . .
O5A O 1.023(3) -0.019(6) 0.484(3) 0.100(3) Uani 0.20 1 d PDU . .


_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 O4 1.922(5) 2_764 ?
Zn1 O1 1.983(5) . ?
Zn1 N3 1.988(7) 3_565 ?
Zn1 N1 2.029(6) . ?
C12 C13 1.336(13) . ?
C12 C17 1.466(14) . ?
C12 C11 1.484(10) . ?
O2 C11 1.225(9) . ?
C13 C14 1.408(15) . ?
C13 H13 0.9500 . ?
C17 C16 1.387(14) . ?
C17 C18 1.489(13) . ?
C11 O1 1.287(8) . ?
C1 C2 1.506(11) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C15 C16 1.359(13) . ?
C15 C14 1.433(14) . ?
C15 N5 1.481(13) . ?
C16 H16 0.9500 . ?
O3 C18 1.246(9) . ?
N1 C2 1.335(10) . ?
N1 N2 1.347(8) . ?
N2 C4 1.308(8) . ?
N2 H2 0.8800 . ?
C4 C3 1.396(11) . ?
C4 C5 1.494(10) . ?
C3 C2 1.400(10) . ?
C3 C8 1.463(10) . ?
C9 N3 1.357(10) . ?
C9 C8 1.408(10) . ?
C9 C10 1.499(10) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C8 C7 1.361(11) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C7 N4 1.374(10) . ?
C7 C6 1.528(12) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
N3 N4 1.395(9) . ?
N3 Zn1 1.988(7) 3_465 ?
N4 H4 0.8800 . ?
O5 O5A 0.46(6) . ?
O5 N5 1.243(9) . ?
N5 O5A 1.255(10) . ?
N5 O6A 1.260(10) . ?
N5 O6 1.267(8) . ?
O6 O6A 0.96(4) . ?
C14 H14 0.9500 . ?
C18 O4 1.289(10) . ?
O4 Zn1 1.922(5) 2_765 ?

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
O4 Zn1 O1 134.0(2) 2_764 . ?
O4 Zn1 N3 111.8(2) 2_764 3_565 ?
O1 Zn1 N3 98.7(3) . 3_565 ?
O4 Zn1 N1 97.3(2) 2_764 . ?
O1 Zn1 N1 101.4(2) . . ?
N3 Zn1 N1 113.2(3) 3_565 . ?
C13 C12 C17 118.8(8) . . ?
C13 C12 C11 120.4(10) . . ?
C17 C12 C11 120.8(9) . . ?
C12 C13 C14 123.3(10) . . ?
C12 C13 H13 118.3 . . ?
C14 C13 H13 118.3 . . ?
C16 C17 C12 119.5(9) . . ?
C16 C17 C18 118.8(9) . . ?
C12 C17 C18 121.6(9) . . ?
O2 C11 O1 120.9(7) . . ?
O2 C11 C12 120.5(8) . . ?
O1 C11 C12 118.5(8) . . ?
C11 O1 Zn1 112.6(5) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 C15 C14 123.0(10) . . ?
C16 C15 N5 119.8(9) . . ?
C14 C15 N5 117.1(9) . . ?
C15 C16 C17 119.3(9) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C2 N1 N2 105.6(6) . . ?
C2 N1 Zn1 132.0(6) . . ?
N2 N1 Zn1 121.4(5) . . ?
C4 N2 N1 113.0(7) . . ?
C4 N2 H2 123.5 . . ?
N1 N2 H2 123.5 . . ?
N2 C4 C3 106.4(7) . . ?
N2 C4 C5 125.6(8) . . ?
C3 C4 C5 127.8(7) . . ?
C4 C3 C2 105.1(7) . . ?
C4 C3 C8 127.5(7) . . ?
C2 C3 C8 127.3(8) . . ?
N3 C9 C8 111.4(7) . . ?
N3 C9 C10 119.8(7) . . ?
C8 C9 C10 128.8(8) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C8 C9 106.2(7) . . ?
C7 C8 C3 128.0(8) . . ?
C9 C8 C3 125.9(8) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C7 N4 107.5(7) . . ?
C8 C7 C6 134.7(9) . . ?
N4 C7 C6 117.7(8) . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C2 C3 109.6(8) . . ?
N1 C2 C1 123.2(7) . . ?
C3 C2 C1 127.2(8) . . ?
C9 N3 N4 103.9(7) . . ?
C9 N3 Zn1 136.0(6) . 3_465 ?
N4 N3 Zn1 120.1(5) . 3_465 ?
C7 N4 N3 111.0(7) . . ?
C7 N4 H4 124.5 . . ?
N3 N4 H4 124.5 . . ?
O5A O5 N5 81(3) . . ?
O5 N5 O5A 21(3) . . ?
O5 N5 O6A 106(3) . . ?
O5A N5 O6A 124(4) . . ?
O5 N5 O6 122.0(14) . . ?
O5A N5 O6 125(4) . . ?
O6A N5 O6 45(2) . . ?
O5 N5 C15 119.6(13) . . ?
O5A N5 C15 111(4) . . ?
O6A N5 C15 119(2) . . ?
O6 N5 C15 118.2(10) . . ?
O6A O6 N5 67.3(12) . . ?
C13 C14 C15 116.0(10) . . ?
C13 C14 H14 122.0 . . ?
C15 C14 H14 122.0 . . ?
O3 C18 O4 123.4(9) . . ?
O3 C18 C17 120.0(8) . . ?
O4 C18 C17 116.3(8) . . ?
C18 O4 Zn1 125.2(6) . 2_765 ?
O6 O6A N5 68.1(13) . . ?
O5 O5A N5 78(2) . . ?

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
C17 C12 C13 C14 -4.2(16) . . . . ?
C11 C12 C13 C14 177.3(10) . . . . ?
C13 C12 C17 C16 2.2(13) . . . . ?
C11 C12 C17 C16 -179.3(8) . . . . ?
C13 C12 C17 C18 -175.0(9) . . . . ?
C11 C12 C17 C18 3.5(12) . . . . ?
C13 C12 C11 O2 43.0(12) . . . . ?
C17 C12 C11 O2 -135.5(9) . . . . ?
C13 C12 C11 O1 -132.9(9) . . . . ?
C17 C12 C11 O1 48.6(10) . . . . ?
O2 C11 O1 Zn1 3.8(9) . . . . ?
C12 C11 O1 Zn1 179.7(6) . . . . ?
O4 Zn1 O1 C11 -24.9(6) 2_764 . . . ?
N3 Zn1 O1 C11 -157.0(5) 3_565 . . . ?
N1 Zn1 O1 C11 87.1(5) . . . . ?
C14 C15 C16 C17 0.8(17) . . . . ?
N5 C15 C16 C17 180.0(10) . . . . ?
C12 C17 C16 C15 -0.6(14) . . . . ?
C18 C17 C16 C15 176.7(9) . . . . ?
O4 Zn1 N1 C2 -29.4(7) 2_764 . . . ?
O1 Zn1 N1 C2 -167.1(7) . . . . ?
N3 Zn1 N1 C2 88.2(8) 3_565 . . . ?
O4 Zn1 N1 N2 137.9(5) 2_764 . . . ?
O1 Zn1 N1 N2 0.2(6) . . . . ?
N3 Zn1 N1 N2 -104.6(6) 3_565 . . . ?
C2 N1 N2 C4 -1.5(9) . . . . ?
Zn1 N1 N2 C4 -171.7(6) . . . . ?
N1 N2 C4 C3 4.1(10) . . . . ?
N1 N2 C4 C5 179.7(8) . . . . ?
N2 C4 C3 C2 -4.8(10) . . . . ?
C5 C4 C3 C2 179.7(9) . . . . ?
N2 C4 C3 C8 174.9(8) . . . . ?
C5 C4 C3 C8 -0.7(15) . . . . ?
N3 C9 C8 C7 2.6(11) . . . . ?
C10 C9 C8 C7 -178.7(11) . . . . ?
N3 C9 C8 C3 -177.9(8) . . . . ?
C10 C9 C8 C3 0.8(16) . . . . ?
C4 C3 C8 C7 67.9(15) . . . . ?
C2 C3 C8 C7 -112.5(11) . . . . ?
C4 C3 C8 C9 -111.4(11) . . . . ?
C2 C3 C8 C9 68.1(13) . . . . ?
C9 C8 C7 N4 -3.0(11) . . . . ?
C3 C8 C7 N4 177.6(9) . . . . ?
C9 C8 C7 C6 -178.3(13) . . . . ?
C3 C8 C7 C6 2(2) . . . . ?
N2 N1 C2 C3 -1.7(9) . . . . ?
Zn1 N1 C2 C3 167.0(5) . . . . ?
N2 N1 C2 C1 -179.9(8) . . . . ?
Zn1 N1 C2 C1 -11.2(13) . . . . ?
C4 C3 C2 N1 4.0(9) . . . . ?
C8 C3 C2 N1 -175.6(8) . . . . ?
C4 C3 C2 C1 -177.8(9) . . . . ?
C8 C3 C2 C1 2.5(15) . . . . ?
C8 C9 N3 N4 -1.1(9) . . . . ?
C10 C9 N3 N4 -180.0(9) . . . . ?
C8 C9 N3 Zn1 177.4(6) . . . 3_465 ?
C10 C9 N3 Zn1 -1.4(14) . . . 3_465 ?
C8 C7 N4 N3 2.4(12) . . . . ?
C6 C7 N4 N3 178.6(10) . . . . ?
C9 N3 N4 C7 -0.8(10) . . . . ?
Zn1 N3 N4 C7 -179.6(7) 3_465 . . . ?
O5A O5 N5 O6A -152(14) . . . . ?
O5A O5 N5 O6 -106(14) . . . . ?
O5A O5 N5 C15 70(14) . . . . ?
C16 C15 N5 O5 -12(2) . . . . ?
C14 C15 N5 O5 166.8(14) . . . . ?
C16 C15 N5 O5A 9(4) . . . . ?
C14 C15 N5 O5A -172(4) . . . . ?
C16 C15 N5 O6A -146(3) . . . . ?
C14 C15 N5 O6A 34(3) . . . . ?
C16 C15 N5 O6 163.2(13) . . . . ?
C14 C15 N5 O6 -18(2) . . . . ?
O5 N5 O6 O6A -81(4) . . . . ?
O5A N5 O6 O6A -106(5) . . . . ?
C15 N5 O6 O6A 104(4) . . . . ?
C12 C13 C14 C15 4.3(19) . . . . ?
C16 C15 C14 C13 -3(2) . . . . ?
N5 C15 C14 C13 178.3(10) . . . . ?
C16 C17 C18 O3 -128.2(9) . . . . ?
C12 C17 C18 O3 49.1(12) . . . . ?
C16 C17 C18 O4 45.6(12) . . . . ?
C12 C17 C18 O4 -137.2(8) . . . . ?
O3 C18 O4 Zn1 -4.9(11) . . . 2_765 ?
C17 C18 O4 Zn1 -178.4(6) . . . 2_765 ?
O5 N5 O6A O6 119(3) . . . . ?
O5A N5 O6A O6 108(6) . . . . ?
C15 N5 O6A O6 -102(3) . . . . ?
O6A N5 O5A O5 33(16) . . . . ?
O6 N5 O5A O5 88(14) . . . . ?
C15 N5 O5A O5 -119(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O3 0.88 1.84 2.698(9) 162.8 .
N4 H4 O2 0.88 1.81 2.689(9) 178.2 4_655

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.089

