# Electronic Supplementary MAterial for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Yue-Peng Cai'
_publ_contact_author_email       YPCAI8@YAHOO.COM

_publ_section_title              
;
Temperature- and solvent-controlled dimensionality in
a zinc 6-(1H-benzoimidazol-2-yl)pyridinecarboxylate system
;
loop_
_publ_author_name
'Yue-Peng Cai'
'Li Chen'
'Hua-Cai Fang'
'Xiao-Ming Lin'
'An-Wu Xu'
;
Zheng-Yuan Zhou
;

# Attachment '707898.cif'

data_c1
_database_code_depnum_ccdc_archive 'CCDC 707898'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H16 N6 O4 Zn, 2(H2 O)'
_chemical_formula_sum            'C26 H20 N6 O6 Zn'
_chemical_formula_weight         577.85

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   9.8996(2)
_cell_length_b                   20.2275(3)
_cell_length_c                   13.4810(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.2470(10)
_cell_angle_gamma                90.00
_cell_volume                     2532.69(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4573
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      23.30

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1184
_exptl_absorpt_coefficient_mu    1.024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7766
_exptl_absorpt_correction_T_max  0.8371
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18882
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.50
_reflns_number_total             4712
_reflns_number_gt                3740
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of 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)+(0.0724P)²+2.5253P] 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         4712
_refine_ls_number_parameters     379
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1437
_refine_ls_wR_factor_gt          0.1330
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.075
_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 0.73294(2) 1.010063(10) 0.758121(14) 0.04080(6) Uani 1 1 d . . .
O1 O 0.63781(13) 0.98019(6) 0.88404(9) 0.0490(4) Uani 1 1 d . . .
O2 O 0.53326(17) 0.89021(9) 0.92052(11) 0.0840(5) Uani 1 1 d . . .
O3 O 0.58994(13) 1.09238(6) 0.71839(9) 0.0492(4) Uani 1 1 d . . .
O4 O 0.59671(17) 1.20221(7) 0.72666(15) 0.0817(6) Uani 1 1 d . . .
O1W O 0.6019(2) 0.92733(12) 0.12869(15) 0.1205(8) Uani 1 1 d D . .
H1WA H 0.5945(15) 0.9366(7) 0.0660(4) 0.181 Uiso 1 1 d D . .
H1WB H 0.5555(9) 0.8930(4) 0.1334(11) 0.181 Uiso 1 1 d D . .
O2W O 0.2761(4) 0.1726(2) 0.7262(4) 0.178(3) Uani 0.50 1 d PD . .
H2WA H 0.2246(9) 0.1388(4) 0.7162(15) 0.267 Uiso 0.50 1 d PD . .
H2WB H 0.3132(8) 0.1813(9) 0.6805(6) 0.267 Uiso 0.50 1 d PD . .
O2W' O 0.3514(4) 0.2489(2) 0.5683(3) 0.251(3) Uani 0.50 1 d PD . .
H2WA' H 0.3286(13) 0.2127(4) 0.5885(10) 0.377 Uiso 0.50 1 d PD . .
H2WB' H 0.3859(8) 0.2484(11) 0.5196(5) 0.377 Uiso 0.50 1 d PD . .
N1 N 0.75031(16) 1.00778(7) 0.59912(10) 0.0428(4) Uani 1 1 d . . .
N2 N 0.66462(18) 0.95780(8) 0.44293(11) 0.0525(5) Uani 1 1 d . . .
H2 H 0.6164 0.9305 0.3947 0.063 Uiso 1 1 calc R . .
N3 N 0.60386(14) 0.93593(7) 0.69175(10) 0.0393(4) Uani 1 1 d . . .
N4 N 0.92488(13) 0.95711(7) 0.83694(9) 0.0360(4) Uani 1 1 d . . .
N5 N 1.15808(14) 0.96703(7) 0.92996(10) 0.0401(4) Uani 1 1 d . . .
H5 H 1.2394 0.9851 0.9646 0.048 Uiso 1 1 calc R . .
N6 N 0.86228(14) 1.08201(7) 0.82691(9) 0.0356(4) Uani 1 1 d . . .
C1 C 0.80832(19) 1.03854(9) 0.53189(13) 0.0458(5) Uani 1 1 d . . .
C2 C 0.9052(2) 1.09030(11) 0.54955(16) 0.0603(6) Uani 1 1 d . . .
H2A H 0.9417 1.1108 0.6152 0.072 Uiso 1 1 calc R . .
C3 C 0.9454(2) 1.11042(13) 0.46597(18) 0.0751(8) Uani 1 1 d . . .
H3 H 1.0106 1.1450 0.4751 0.090 Uiso 1 1 calc R . .
C4 C 0.8890(3) 1.07916(14) 0.36758(17) 0.0814(8) Uani 1 1 d . . .
H4 H 0.9173 1.0942 0.3126 0.098 Uiso 1 1 calc R . .
C5 C 0.7947(3) 1.02768(13) 0.34848(15) 0.0705(7) Uani 1 1 d . . .
H5A H 0.7589 1.0076 0.2825 0.085 Uiso 1 1 calc R . .
C6 C 0.7545(2) 1.00673(10) 0.43244(14) 0.0509(6) Uani 1 1 d . . .
C7 C 0.66608(19) 0.96050(9) 0.54349(12) 0.0441(5) Uani 1 1 d . . .
C8 C 0.58829(19) 0.91746(9) 0.59275(13) 0.0449(5) Uani 1 1 d . . .
C9 C 0.5084(3) 0.86225(11) 0.54754(16) 0.0682(7) Uani 1 1 d . . .
H9 H 0.4972 0.8497 0.4788 0.082 Uiso 1 1 calc R . .
C10 C 0.4451(3) 0.82588(11) 0.60766(18) 0.0795(8) Uani 1 1 d . . .
H10 H 0.3914 0.7883 0.5792 0.095 Uiso 1 1 calc R . .
C11 C 0.4616(2) 0.84528(10) 0.70869(16) 0.0655(7) Uani 1 1 d . . .
H11 H 0.4193 0.8214 0.7492 0.079 Uiso 1 1 calc R . .
C12 C 0.54261(19) 0.90116(9) 0.74887(14) 0.0468(5) Uani 1 1 d . . .
C13 C 0.57190(19) 0.92583(10) 0.86034(14) 0.0503(6) Uani 1 1 d . . .
C14 C 0.98484(16) 0.89491(8) 0.85112(11) 0.0356(4) Uani 1 1 d . . .
C15 C 0.9231(2) 0.83314(9) 0.81714(13) 0.0472(5) Uani 1 1 d . . .
H15 H 0.8252 0.8289 0.7792 0.057 Uiso 1 1 calc R . .
C16 C 1.0118(2) 0.77918(10) 0.84166(14) 0.0552(6) Uani 1 1 d . . .
H16 H 0.9728 0.7375 0.8208 0.066 Uiso 1 1 calc R . .
C17 C 1.1597(2) 0.78501(10) 0.89732(15) 0.0598(6) Uani 1 1 d . . .
H17 H 1.2169 0.7473 0.9102 0.072 Uiso 1 1 calc R . .
C18 C 1.2229(2) 0.84543(10) 0.93373(14) 0.0512(6) Uani 1 1 d . . .
H18 H 1.3207 0.8492 0.9722 0.061 Uiso 1 1 calc R . .
C19 C 1.13274(17) 0.90027(9) 0.90988(12) 0.0388(5) Uani 1 1 d . . .
C20 C 1.03104(17) 0.99848(8) 0.88485(11) 0.0352(4) Uani 1 1 d . . .
C21 C 1.00154(16) 1.06928(8) 0.88128(11) 0.0360(4) Uani 1 1 d . . .
C22 C 1.09613(19) 1.12057(10) 0.92541(13) 0.0485(5) Uani 1 1 d . . .
H22 H 1.1927 1.1122 0.9630 0.058 Uiso 1 1 calc R . .
C23 C 1.0435(2) 1.18460(10) 0.91226(14) 0.0534(6) Uani 1 1 d . . .
H23 H 1.1048 1.2197 0.9418 0.064 Uiso 1 1 calc R . .
C24 C 0.9009(2) 1.19638(9) 0.85575(14) 0.0495(5) Uani 1 1 d . . .
H24 H 0.8653 1.2394 0.8463 0.059 Uiso 1 1 calc R . .
C25 C 0.81057(18) 1.14347(8) 0.81303(12) 0.0404(5) Uani 1 1 d . . .
C26 C 0.6515(2) 1.14772(9) 0.74790(14) 0.0465(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 N6 1.9481(13) . ?
Zn1 N3 1.9725(13) . ?
Zn1 N4 2.1188(12) . ?
Zn1 O3 2.1304(12) . ?
Zn1 N1 2.2093(15) . ?
Zn1 O1 2.2891(14) . ?
O1 C13 1.262(2) . ?
O2 C13 1.240(3) . ?
O3 C26 1.271(2) . ?
O4 C26 1.218(2) . ?
O1W H1WA 0.843(6) . ?
O1W H1WB 0.846(7) . ?
O2W H2WA 0.836(7) . ?
O2W H2WB 0.837(8) . ?
O2W' H2WB' 0.838(7) . ?
O2W' H2WA' 0.839(7) . ?
N1 C7 1.319(2) . ?
N1 C1 1.378(3) . ?
N2 C7 1.352(2) . ?
N2 C6 1.371(3) . ?
N2 H2 0.8600 . ?
N3 C12 1.334(3) . ?
N3 C8 1.342(2) . ?
N4 C20 1.324(2) . ?
N4 C14 1.376(2) . ?
N5 C20 1.352(2) . ?
N5 C19 1.383(2) . ?
N5 H5 0.8600 . ?
N6 C25 1.333(2) . ?
N6 C21 1.3433(19) . ?
C1 C2 1.383(3) . ?
C1 C6 1.415(2) . ?
C2 C3 1.380(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.399(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.363(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(3) . ?
C5 H5A 0.9300 . ?
C7 C8 1.465(3) . ?
C8 C9 1.382(3) . ?
C9 C10 1.394(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.372(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.513(3) . ?
C14 C15 1.397(2) . ?
C14 C19 1.407(2) . ?
C15 C16 1.368(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.400(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.383(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.390(3) . ?
C18 H18 0.9300 . ?
C20 C21 1.459(2) . ?
C21 C22 1.386(2) . ?
C22 C23 1.384(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.373(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.386(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.517(2) . ?

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
N6 Zn1 N3 178.57(5) . . ?
N6 Zn1 N4 79.12(5) . . ?
N3 Zn1 N4 99.84(5) . . ?
N6 Zn1 O3 78.81(5) . . ?
N3 Zn1 O3 102.14(5) . . ?
N4 Zn1 O3 157.48(5) . . ?
N6 Zn1 N1 102.62(6) . . ?
N3 Zn1 N1 78.45(6) . . ?
N4 Zn1 N1 96.81(5) . . ?
O3 Zn1 N1 92.32(5) . . ?
N6 Zn1 O1 102.44(5) . . ?
N3 Zn1 O1 76.55(5) . . ?
N4 Zn1 O1 91.28(5) . . ?
O3 Zn1 O1 89.12(5) . . ?
N1 Zn1 O1 154.69(5) . . ?
C13 O1 Zn1 110.59(12) . . ?
C26 O3 Zn1 113.89(11) . . ?
H1WA O1W H1WB 113.3(12) . . ?
H2WA O2W H2WB 116.8(17) . . ?
H2WB' O2W' H2WA' 118.2(16) . . ?
C7 N1 C1 106.19(14) . . ?
C7 N1 Zn1 108.71(12) . . ?
C1 N1 Zn1 144.96(11) . . ?
C7 N2 C6 106.99(15) . . ?
C7 N2 H2 126.5 . . ?
C6 N2 H2 126.5 . . ?
C12 N3 C8 120.57(15) . . ?
C12 N3 Zn1 119.45(11) . . ?
C8 N3 Zn1 119.73(12) . . ?
C20 N4 C14 106.18(12) . . ?
C20 N4 Zn1 110.36(11) . . ?
C14 N4 Zn1 143.20(10) . . ?
C20 N5 C19 107.10(13) . . ?
C20 N5 H5 126.5 . . ?
C19 N5 H5 126.5 . . ?
C25 N6 C21 121.81(14) . . ?
C25 N6 Zn1 118.21(10) . . ?
C21 N6 Zn1 119.86(11) . . ?
N1 C1 C2 130.57(17) . . ?
N1 C1 C6 108.19(16) . . ?
C2 C1 C6 121.23(19) . . ?
C3 C2 C1 117.48(19) . . ?
C3 C2 H2A 121.3 . . ?
C1 C2 H2A 121.3 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 123.2(2) . . ?
C5 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
C4 C5 C6 116.7(2) . . ?
C4 C5 H5A 121.6 . . ?
C6 C5 H5A 121.6 . . ?
N2 C6 C5 133.10(18) . . ?
N2 C6 C1 105.99(17) . . ?
C5 C6 C1 120.90(19) . . ?
N1 C7 N2 112.63(17) . . ?
N1 C7 C8 120.08(15) . . ?
N2 C7 C8 127.29(15) . . ?
N3 C8 C9 120.97(19) . . ?
N3 C8 C7 112.82(15) . . ?
C9 C8 C7 126.19(18) . . ?
C8 C9 C10 118.3(2) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 118.4(2) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
N3 C12 C11 121.52(18) . . ?
N3 C12 C13 115.48(15) . . ?
C11 C12 C13 122.97(19) . . ?
O2 C13 O1 126.16(18) . . ?
O2 C13 C12 117.48(17) . . ?
O1 C13 C12 116.32(17) . . ?
N4 C14 C15 130.83(14) . . ?
N4 C14 C19 108.82(14) . . ?
C15 C14 C19 120.35(15) . . ?
C16 C15 C14 117.59(16) . . ?
C16 C15 H15 121.2 . . ?
C14 C15 H15 121.2 . . ?
C15 C16 C17 121.81(18) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C18 C17 C16 121.70(19) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C19 116.58(16) . . ?
C17 C18 H18 121.7 . . ?
C19 C18 H18 121.7 . . ?
N5 C19 C18 132.49(15) . . ?
N5 C19 C14 105.55(14) . . ?
C18 C19 C14 121.92(16) . . ?
N4 C20 N5 112.34(14) . . ?
N4 C20 C21 119.23(13) . . ?
N5 C20 C21 128.41(14) . . ?
N6 C21 C22 120.26(15) . . ?
N6 C21 C20 111.23(13) . . ?
C22 C21 C20 128.51(14) . . ?
C23 C22 C21 118.47(16) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C24 C23 C22 120.18(17) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 119.22(17) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
N6 C25 C24 120.06(15) . . ?
N6 C25 C26 113.92(14) . . ?
C24 C25 C26 126.02(16) . . ?
O4 C26 O3 126.69(17) . . ?
O4 C26 C25 118.40(16) . . ?
O3 C26 C25 114.87(15) . . ?

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
N6 Zn1 O1 C13 -167.56(11) . . . . ?
N3 Zn1 O1 C13 11.40(11) . . . . ?
N4 Zn1 O1 C13 -88.42(11) . . . . ?
O3 Zn1 O1 C13 114.10(11) . . . . ?
N1 Zn1 O1 C13 20.54(18) . . . . ?
N6 Zn1 O3 C26 5.12(13) . . . . ?
N3 Zn1 O3 C26 -175.97(13) . . . . ?
N4 Zn1 O3 C26 16.8(2) . . . . ?
N1 Zn1 O3 C26 -97.29(13) . . . . ?
O1 Zn1 O3 C26 107.99(13) . . . . ?
N6 Zn1 N1 C7 -179.80(11) . . . . ?
N3 Zn1 N1 C7 1.17(12) . . . . ?
N4 Zn1 N1 C7 99.88(12) . . . . ?
O3 Zn1 N1 C7 -100.75(12) . . . . ?
O1 Zn1 N1 C7 -7.90(19) . . . . ?
N6 Zn1 N1 C1 -5.2(2) . . . . ?
N3 Zn1 N1 C1 175.8(2) . . . . ?
N4 Zn1 N1 C1 -85.5(2) . . . . ?
O3 Zn1 N1 C1 73.9(2) . . . . ?
O1 Zn1 N1 C1 166.71(17) . . . . ?
N6 Zn1 N3 C12 38(3) . . . . ?
N4 Zn1 N3 C12 81.14(13) . . . . ?
O3 Zn1 N3 C12 -93.94(13) . . . . ?
N1 Zn1 N3 C12 176.16(14) . . . . ?
O1 Zn1 N3 C12 -7.82(12) . . . . ?
N6 Zn1 N3 C8 -137(3) . . . . ?
N4 Zn1 N3 C8 -93.20(13) . . . . ?
O3 Zn1 N3 C8 91.72(13) . . . . ?
N1 Zn1 N3 C8 1.82(12) . . . . ?
O1 Zn1 N3 C8 177.84(13) . . . . ?
N6 Zn1 N4 C20 -3.57(11) . . . . ?
N3 Zn1 N4 C20 177.43(11) . . . . ?
O3 Zn1 N4 C20 -15.2(2) . . . . ?
N1 Zn1 N4 C20 98.03(12) . . . . ?
O1 Zn1 N4 C20 -105.99(11) . . . . ?
N6 Zn1 N4 C14 -176.6(2) . . . . ?
N3 Zn1 N4 C14 4.4(2) . . . . ?
O3 Zn1 N4 C14 171.77(17) . . . . ?
N1 Zn1 N4 C14 -75.0(2) . . . . ?
O1 Zn1 N4 C14 80.98(19) . . . . ?
N3 Zn1 N6 C25 -136(3) . . . . ?
N4 Zn1 N6 C25 -179.70(14) . . . . ?
O3 Zn1 N6 C25 -4.22(13) . . . . ?
N1 Zn1 N6 C25 85.66(13) . . . . ?
O1 Zn1 N6 C25 -90.80(13) . . . . ?
N3 Zn1 N6 C21 48(3) . . . . ?
N4 Zn1 N6 C21 4.17(12) . . . . ?
O3 Zn1 N6 C21 179.65(13) . . . . ?
N1 Zn1 N6 C21 -90.46(13) . . . . ?
O1 Zn1 N6 C21 93.07(13) . . . . ?
C7 N1 C1 C2 -178.7(2) . . . . ?
Zn1 N1 C1 C2 6.6(4) . . . . ?
C7 N1 C1 C6 -0.3(2) . . . . ?
Zn1 N1 C1 C6 -174.97(16) . . . . ?
N1 C1 C2 C3 179.3(2) . . . . ?
C6 C1 C2 C3 1.0(3) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -0.8(4) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C7 N2 C6 C5 -179.5(2) . . . . ?
C7 N2 C6 C1 -0.3(2) . . . . ?
C4 C5 C6 N2 -179.9(2) . . . . ?
C4 C5 C6 C1 1.0(3) . . . . ?
N1 C1 C6 N2 0.4(2) . . . . ?
C2 C1 C6 N2 178.98(18) . . . . ?
N1 C1 C6 C5 179.73(19) . . . . ?
C2 C1 C6 C5 -1.7(3) . . . . ?
C1 N1 C7 N2 0.1(2) . . . . ?
Zn1 N1 C7 N2 176.89(12) . . . . ?
C1 N1 C7 C8 179.36(16) . . . . ?
Zn1 N1 C7 C8 -3.9(2) . . . . ?
C6 N2 C7 N1 0.1(2) . . . . ?
C6 N2 C7 C8 -179.07(18) . . . . ?
C12 N3 C8 C9 0.1(3) . . . . ?
Zn1 N3 C8 C9 174.42(15) . . . . ?
C12 N3 C8 C7 -178.50(15) . . . . ?
Zn1 N3 C8 C7 -4.23(19) . . . . ?
N1 C7 C8 N3 5.5(2) . . . . ?
N2 C7 C8 N3 -175.40(17) . . . . ?
N1 C7 C8 C9 -173.11(19) . . . . ?
N2 C7 C8 C9 6.0(3) . . . . ?
N3 C8 C9 C10 -0.4(3) . . . . ?
C7 C8 C9 C10 178.0(2) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C8 N3 C12 C11 0.0(3) . . . . ?
Zn1 N3 C12 C11 -174.25(14) . . . . ?
C8 N3 C12 C13 178.22(15) . . . . ?
Zn1 N3 C12 C13 3.9(2) . . . . ?
C10 C11 C12 N3 0.1(3) . . . . ?
C10 C11 C12 C13 -178.0(2) . . . . ?
Zn1 O1 C13 O2 164.99(17) . . . . ?
Zn1 O1 C13 C12 -12.67(18) . . . . ?
N3 C12 C13 O2 -170.67(17) . . . . ?
C11 C12 C13 O2 7.5(3) . . . . ?
N3 C12 C13 O1 7.2(2) . . . . ?
C11 C12 C13 O1 -174.64(18) . . . . ?
C20 N4 C14 C15 -179.68(19) . . . . ?
Zn1 N4 C14 C15 -6.5(3) . . . . ?
C20 N4 C14 C19 -0.06(19) . . . . ?
Zn1 N4 C14 C19 173.13(14) . . . . ?
N4 C14 C15 C16 178.56(18) . . . . ?
C19 C14 C15 C16 -1.0(3) . . . . ?
C14 C15 C16 C17 -1.0(3) . . . . ?
C15 C16 C17 C18 2.4(3) . . . . ?
C16 C17 C18 C19 -1.6(3) . . . . ?
C20 N5 C19 C18 177.6(2) . . . . ?
C20 N5 C19 C14 -0.07(19) . . . . ?
C17 C18 C19 N5 -177.80(19) . . . . ?
C17 C18 C19 C14 -0.4(3) . . . . ?
N4 C14 C19 N5 0.08(19) . . . . ?
C15 C14 C19 N5 179.75(16) . . . . ?
N4 C14 C19 C18 -177.92(17) . . . . ?
C15 C14 C19 C18 1.8(3) . . . . ?
C14 N4 C20 N5 0.02(19) . . . . ?
Zn1 N4 C20 N5 -175.64(11) . . . . ?
C14 N4 C20 C21 178.44(15) . . . . ?
Zn1 N4 C20 C21 2.78(19) . . . . ?
C19 N5 C20 N4 0.0(2) . . . . ?
C19 N5 C20 C21 -178.20(17) . . . . ?
C25 N6 C21 C22 0.3(3) . . . . ?
Zn1 N6 C21 C22 176.33(13) . . . . ?
C25 N6 C21 C20 -179.79(15) . . . . ?
Zn1 N6 C21 C20 -3.80(19) . . . . ?
N4 C20 C21 N6 0.3(2) . . . . ?
N5 C20 C21 N6 178.46(16) . . . . ?
N4 C20 C21 C22 -179.82(18) . . . . ?
N5 C20 C21 C22 -1.7(3) . . . . ?
N6 C21 C22 C23 0.2(3) . . . . ?
C20 C21 C22 C23 -179.67(18) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
C22 C23 C24 C25 0.5(3) . . . . ?
C21 N6 C25 C24 -0.4(3) . . . . ?
Zn1 N6 C25 C24 -176.47(14) . . . . ?
C21 N6 C25 C26 178.98(15) . . . . ?
Zn1 N6 C25 C26 2.9(2) . . . . ?
C23 C24 C25 N6 0.0(3) . . . . ?
C23 C24 C25 C26 -179.36(19) . . . . ?
Zn1 O3 C26 O4 172.8(2) . . . . ?
Zn1 O3 C26 C25 -5.0(2) . . . . ?
N6 C25 C26 O4 -176.32(19) . . . . ?
C24 C25 C26 O4 3.0(3) . . . . ?
N6 C25 C26 O3 1.7(2) . . . . ?
C24 C25 C26 O3 -178.95(19) . . . . ?

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 O2 0.843(6) 2.067(9) 2.753(3) 138.1(13) 1_554
O2W H2WB O2W' 0.837(8) 2.168(13) 2.927(7) 150.7(17) .
O2W' H2WA' O2W 0.839(7) 2.245(13) 2.927(7) 138.6(11) .
N2 H2 O3 0.86 2.13 2.8839(18) 145.3 3_676
N5 H5 O1 0.86 2.10 2.8291(16) 142.0 3_777

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.075

# Attachment '707899.cif'

data_c2
_database_code_depnum_ccdc_archive 'CCDC 707899'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H9 N3 O4 Zn, 2(H2 O)'
_chemical_formula_sum            'C14 H13 N3 O6 Zn'
_chemical_formula_weight         384.64

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   10.50990(10)
_cell_length_b                   7.34280(10)
_cell_length_c                   20.1198(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.8870(10)
_cell_angle_gamma                90.00
_cell_volume                     1513.58(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4527
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      28.10

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    1.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7013
_exptl_absorpt_correction_T_max  0.7432
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9522
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.53
_diffrn_reflns_theta_max         25.24
_reflns_number_total             2736
_reflns_number_gt                2431
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of 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)+(0.0393P)²+1.5859P] 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         2736
_refine_ls_number_parameters     229
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0803
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.046
_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 0.55912(3) 0.44989(4) 0.158070(14) 0.03217(12) Uani 1 1 d . . .
O1 O 0.52225(17) 0.5915(3) 0.23879(9) 0.0367(4) Uani 1 1 d . . .
O2 O 0.35684(18) 0.6948(3) 0.28156(9) 0.0388(4) Uani 1 1 d . . .
O3 O 0.72880(18) 0.5452(3) 0.16113(9) 0.0393(5) Uani 1 1 d . . .
O4 O 0.91705(19) 0.6521(3) 0.21736(11) 0.0525(6) Uani 1 1 d . . .
O1W O 0.1121(2) 0.6618(4) 0.33408(11) 0.0550(6) Uani 1 1 d D . .
H1WA H 0.0456(17) 0.666(6) 0.3018(12) 0.083 Uiso 1 1 d D . .
H1WB H 0.1822(16) 0.698(6) 0.3251(16) 0.083 Uiso 1 1 d D . .
O2W O 0.1192(2) 0.1562(3) 0.90819(11) 0.0547(6) Uani 1 1 d D . .
H2WB H 0.118(4) 0.051(2) 0.8914(17) 0.082 Uiso 1 1 d D . .
H2WA H 0.104(4) 0.242(3) 0.8796(14) 0.082 Uiso 1 1 d D . .
N1 N 0.52561(19) 0.3284(3) 0.06457(10) 0.0275(4) Uani 1 1 d . . .
N2 N 0.3731(2) 0.2216(3) -0.02187(10) 0.0311(5) Uani 1 1 d . . .
H2 H 0.2973 0.1926 -0.0457 0.037 Uiso 1 1 calc R . .
N3 N 0.3712(2) 0.4283(3) 0.13946(10) 0.0280(5) Uani 1 1 d . . .
C1 C 0.4027(3) 0.6047(4) 0.24033(12) 0.0316(6) Uani 1 1 d . . .
C2 C 0.3091(3) 0.5021(4) 0.18354(13) 0.0313(6) Uani 1 1 d . . .
C3 C 0.1756(3) 0.4909(5) 0.17309(15) 0.0440(7) Uani 1 1 d . . .
H3 H 0.1319 0.5405 0.2042 0.053 Uiso 1 1 calc R . .
C4 C 0.1079(3) 0.4035(5) 0.11470(16) 0.0494(8) Uani 1 1 d . . .
H4 H 0.0177 0.3920 0.1071 0.059 Uiso 1 1 calc R . .
C5 C 0.1725(3) 0.3330(4) 0.06753(14) 0.0410(7) Uani 1 1 d . . .
H5 H 0.1274 0.2771 0.0278 0.049 Uiso 1 1 calc R . .
C6 C 0.3075(2) 0.3495(3) 0.08207(12) 0.0296(5) Uani 1 1 d . . .
C7 C 0.3992(2) 0.2971(3) 0.04021(12) 0.0280(5) Uani 1 1 d . . .
C8 C 0.4909(3) 0.1990(3) -0.04040(12) 0.0313(6) Uani 1 1 d . . .
C9 C 0.5226(3) 0.1252(4) -0.09807(13) 0.0387(6) Uani 1 1 d . . .
H9 H 0.4586 0.0819 -0.1343 0.046 Uiso 1 1 calc R . .
C10 C 0.6528(3) 0.1187(4) -0.09946(15) 0.0441(7) Uani 1 1 d . . .
H10 H 0.6775 0.0692 -0.1372 0.053 Uiso 1 1 calc R . .
C11 C 0.7493(3) 0.1855(4) -0.04489(15) 0.0440(7) Uani 1 1 d . . .
H11 H 0.8364 0.1795 -0.0476 0.053 Uiso 1 1 calc R . .
C12 C 0.7183(3) 0.2594(4) 0.01247(14) 0.0371(6) Uani 1 1 d . . .
H12 H 0.7827 0.3033 0.0484 0.044 Uiso 1 1 calc R . .
C13 C 0.5873(2) 0.2659(3) 0.01455(12) 0.0290(5) Uani 1 1 d . . .
C14 C 0.8136(3) 0.5752(4) 0.21451(15) 0.0426(7) Uani 1 1 d . . .
H14 H 0.7959 0.5353 0.2554 0.051 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O3 1.9040(18) . ?
Zn1 N3 1.933(2) . ?
Zn1 O1 2.0370(18) . ?
Zn1 N1 2.040(2) . ?
Zn1 O2 2.2993(19) 2_645 ?
O1 C1 1.267(3) . ?
O2 O2 0.000(5) 1 ?
O2 C1 1.239(3) . ?
O2 Zn1 2.2993(19) 2_655 ?
O3 C14 1.253(3) . ?
O4 C14 1.215(3) . ?
O1W H1WA 0.842(10) . ?
O1W H1WB 0.840(10) . ?
O2W H2WB 0.843(10) . ?
O2W H2WA 0.845(10) . ?
N1 C7 1.329(3) . ?
N1 C13 1.391(3) . ?
N2 C7 1.338(3) . ?
N2 C8 1.380(3) . ?
N2 H2 0.8600 . ?
N3 C2 1.328(3) . ?
N3 C6 1.331(3) . ?
C1 O2 1.239(3) 1 ?
C1 C2 1.529(4) . ?
C2 C3 1.374(4) . ?
C3 C4 1.388(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.466(4) . ?
C8 C9 1.387(4) . ?
C8 C13 1.411(3) . ?
C9 C10 1.375(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.406(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.388(4) . ?
C12 H12 0.9300 . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Zn1 N3 161.02(9) . . ?
O3 Zn1 O1 97.46(8) . . ?
N3 Zn1 O1 80.12(8) . . ?
O3 Zn1 N1 99.12(8) . . ?
N3 Zn1 N1 80.02(8) . . ?
O1 Zn1 N1 159.04(8) . . ?
O3 Zn1 O2 92.05(8) . 2_645 ?
N3 Zn1 O2 106.91(8) . 2_645 ?
O1 Zn1 O2 96.53(7) . 2_645 ?
N1 Zn1 O2 95.61(7) . 2_645 ?
C1 O1 Zn1 115.11(16) . . ?
O2 O2 C1 0(10) 1 . ?
O2 O2 Zn1 0(10) 1 2_655 ?
C1 O2 Zn1 128.86(17) . 2_655 ?
C14 O3 Zn1 125.07(19) . . ?
H1WA O1W H1WB 116.1(15) . . ?
H2WB O2W H2WA 115.4(14) . . ?
C7 N1 C13 105.4(2) . . ?
C7 N1 Zn1 111.61(16) . . ?
C13 N1 Zn1 143.02(17) . . ?
C7 N2 C8 107.0(2) . . ?
C7 N2 H2 126.5 . . ?
C8 N2 H2 126.5 . . ?
C2 N3 C6 122.0(2) . . ?
C2 N3 Zn1 118.03(17) . . ?
C6 N3 Zn1 119.88(17) . . ?
O2 C1 O2 0.00(16) 1 . ?
O2 C1 O1 126.4(2) 1 . ?
O2 C1 O1 126.4(2) . . ?
O2 C1 C2 118.8(2) 1 . ?
O2 C1 C2 118.8(2) . . ?
O1 C1 C2 114.8(2) . . ?
N3 C2 C3 120.7(2) . . ?
N3 C2 C1 111.7(2) . . ?
C3 C2 C1 127.5(2) . . ?
C2 C3 C4 118.1(3) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 C3 121.0(3) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 117.2(3) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
N3 C6 C5 120.9(2) . . ?
N3 C6 C7 110.2(2) . . ?
C5 C6 C7 128.9(2) . . ?
N1 C7 N2 113.3(2) . . ?
N1 C7 C6 118.3(2) . . ?
N2 C7 C6 128.4(2) . . ?
N2 C8 C9 132.1(2) . . ?
N2 C8 C13 106.1(2) . . ?
C9 C8 C13 121.8(2) . . ?
C10 C9 C8 117.1(3) . . ?
C10 C9 H9 121.4 . . ?
C8 C9 H9 121.4 . . ?
C9 C10 C11 121.3(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 121.8(3) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C11 C12 C13 117.4(3) . . ?
C11 C12 H12 121.3 . . ?
C13 C12 H12 121.3 . . ?
C12 C13 N1 131.2(2) . . ?
C12 C13 C8 120.6(2) . . ?
N1 C13 C8 108.2(2) . . ?
O4 C14 O3 125.5(3) . . ?
O4 C14 H14 117.3 . . ?
O3 C14 H14 117.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Zn1 O1 C1 159.78(19) . . . . ?
N3 Zn1 O1 C1 -1.18(19) . . . . ?
N1 Zn1 O1 C1 17.7(3) . . . . ?
O2 Zn1 O1 C1 -107.28(19) 2_645 . . . ?
N3 Zn1 O3 C14 121.2(3) . . . . ?
O1 Zn1 O3 C14 39.9(3) . . . . ?
N1 Zn1 O3 C14 -153.0(2) . . . . ?
O2 Zn1 O3 C14 -56.9(2) 2_645 . . . ?
O3 Zn1 N1 C7 -161.16(17) . . . . ?
N3 Zn1 N1 C7 -0.39(17) . . . . ?
O1 Zn1 N1 C7 -19.3(3) . . . . ?
O2 Zn1 N1 C7 105.84(17) 2_645 . . . ?
O3 Zn1 N1 C13 17.6(3) . . . . ?
N3 Zn1 N1 C13 178.3(3) . . . . ?
O1 Zn1 N1 C13 159.4(2) . . . . ?
O2 Zn1 N1 C13 -75.4(3) 2_645 . . . ?
O3 Zn1 N3 C2 -86.0(3) . . . . ?
O1 Zn1 N3 C2 -1.77(19) . . . . ?
N1 Zn1 N3 C2 -175.0(2) . . . . ?
O2 Zn1 N3 C2 92.11(19) 2_645 . . . ?
O3 Zn1 N3 C6 90.6(3) . . . . ?
O1 Zn1 N3 C6 174.8(2) . . . . ?
N1 Zn1 N3 C6 1.58(19) . . . . ?
O2 Zn1 N3 C6 -91.30(19) 2_645 . . . ?
Zn1 O2 C1 O2 0(5) 2_655 . . 1 ?
O2 O2 C1 O1 0.0(4) 1 . . . ?
Zn1 O2 C1 O1 26.2(4) 2_655 . . . ?
O2 O2 C1 C2 0.0(3) 1 . . . ?
Zn1 O2 C1 C2 -151.74(18) 2_655 . . . ?
Zn1 O1 C1 O2 -174.5(2) . . . 1 ?
Zn1 O1 C1 O2 -174.5(2) . . . . ?
Zn1 O1 C1 C2 3.5(3) . . . . ?
C6 N3 C2 C3 3.6(4) . . . . ?
Zn1 N3 C2 C3 -179.9(2) . . . . ?
C6 N3 C2 C1 -172.6(2) . . . . ?
Zn1 N3 C2 C1 3.9(3) . . . . ?
O2 C1 C2 N3 173.4(2) 1 . . . ?
O2 C1 C2 N3 173.4(2) . . . . ?
O1 C1 C2 N3 -4.8(3) . . . . ?
O2 C1 C2 C3 -2.5(4) 1 . . . ?
O2 C1 C2 C3 -2.5(4) . . . . ?
O1 C1 C2 C3 179.3(3) . . . . ?
N3 C2 C3 C4 -1.2(5) . . . . ?
C1 C2 C3 C4 174.4(3) . . . . ?
C2 C3 C4 C5 -1.4(5) . . . . ?
C3 C4 C5 C6 1.6(5) . . . . ?
C2 N3 C6 C5 -3.3(4) . . . . ?
Zn1 N3 C6 C5 -179.8(2) . . . . ?
C2 N3 C6 C7 174.2(2) . . . . ?
Zn1 N3 C6 C7 -2.3(3) . . . . ?
C4 C5 C6 N3 0.7(4) . . . . ?
C4 C5 C6 C7 -176.3(3) . . . . ?
C13 N1 C7 N2 -0.8(3) . . . . ?
Zn1 N1 C7 N2 178.41(17) . . . . ?
C13 N1 C7 C6 -179.9(2) . . . . ?
Zn1 N1 C7 C6 -0.7(3) . . . . ?
C8 N2 C7 N1 0.5(3) . . . . ?
C8 N2 C7 C6 179.5(2) . . . . ?
N3 C6 C7 N1 1.9(3) . . . . ?
C5 C6 C7 N1 179.1(3) . . . . ?
N3 C6 C7 N2 -177.1(2) . . . . ?
C5 C6 C7 N2 0.1(5) . . . . ?
C7 N2 C8 C9 178.6(3) . . . . ?
C7 N2 C8 C13 0.0(3) . . . . ?
N2 C8 C9 C10 -178.1(3) . . . . ?
C13 C8 C9 C10 0.4(4) . . . . ?
C8 C9 C10 C11 -0.5(4) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C10 C11 C12 C13 0.0(4) . . . . ?
C11 C12 C13 N1 178.9(3) . . . . ?
C11 C12 C13 C8 -0.1(4) . . . . ?
C7 N1 C13 C12 -178.3(3) . . . . ?
Zn1 N1 C13 C12 2.9(5) . . . . ?
C7 N1 C13 C8 0.8(3) . . . . ?
Zn1 N1 C13 C8 -178.0(2) . . . . ?
N2 C8 C13 C12 178.7(2) . . . . ?
C9 C8 C13 C12 -0.1(4) . . . . ?
N2 C8 C13 N1 -0.5(3) . . . . ?
C9 C8 C13 N1 -179.3(2) . . . . ?
Zn1 O3 C14 O4 -172.4(2) . . . . ?

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 0.842(10) 1.923(13) 2.752(3) 168(3) 1_455
O1W H1WB O2 0.840(10) 2.204(19) 3.001(3) 158(4) 1
O2W H2WB O1W 0.843(10) 1.934(14) 2.762(3) 167(3) 4_566
O2W H2WA O4 0.845(10) 2.07(2) 2.842(3) 153(3) 3_666
O2W H2WA O3 0.845(10) 2.61(3) 3.209(3) 129(4) 3_666
N2 H2 O2W 0.86 1.91 2.767(3) 171.6 1_554

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.063

# Attachment '707900.cif'

data_c3
_database_code_depnum_ccdc_archive 'CCDC 707900'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H14 N3 O3 S Zn, Cl O4, H2 O'
_chemical_formula_sum            'C15 H16 Cl N3 O8 S Zn'
_chemical_formula_weight         499.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   12.9170(8)
_cell_length_b                   7.3303(5)
_cell_length_c                   20.6012(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.3000(10)
_cell_angle_gamma                90.00
_cell_volume                     1930.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3289
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      22.87

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    1.569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6678
_exptl_absorpt_correction_T_max  0.7874
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9759
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3580
_reflns_number_gt                2926
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of 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)+(0.0645P)²+2.0492P] 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         3580
_refine_ls_number_parameters     270
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1205
_refine_ls_wR_factor_gt          0.1127
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.043
_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 0.55671(3) 0.93866(6) 0.858992(19) 0.03216(16) Uani 1 1 d . . .
S1 S 0.78918(8) 0.86099(15) 0.87279(5) 0.0486(3) Uani 1 1 d . . .
Cl1 Cl 0.00955(8) 0.41050(17) 0.86928(5) 0.0532(3) Uani 1 1 d . . .
O1 O 0.53743(19) 1.0888(3) 0.77417(11) 0.0357(6) Uani 1 1 d . . .
O2 O 0.4106(2) 1.1850(3) 0.69538(11) 0.0393(6) Uani 1 1 d . . .
O3 O 0.70304(19) 0.9897(4) 0.88767(13) 0.0442(6) Uani 1 1 d . . .
O4 O -0.0990(3) 0.4008(7) 0.86956(18) 0.0893(13) Uani 1 1 d . . .
O5 O 0.0416(5) 0.5792(8) 0.8536(3) 0.163(3) Uani 1 1 d . . .
O7 O 0.0614(3) 0.3548(8) 0.9307(2) 0.1080(16) Uani 1 1 d . . .
O8 O 0.1887(3) 0.6282(7) 0.01124(19) 0.0847(13) Uani 1 1 d D . .
H8A H 0.149(4) 0.567(8) -0.017(2) 0.127 Uiso 1 1 d D . .
H8B H 0.182(5) 0.607(9) 0.0506(9) 0.127 Uiso 1 1 d D . .
N1 N 0.4064(2) 0.9333(3) 0.83794(13) 0.0267(6) Uani 1 1 d . . .
N2 N 0.5192(2) 0.8272(4) 0.94372(12) 0.0271(6) Uani 1 1 d . . .
N3 N 0.3888(2) 0.7255(4) 0.99339(13) 0.0300(6) Uani 1 1 d . . .
H3 H 0.3262 0.6993 0.9999 0.036 Uiso 1 1 calc R . .
C1 C 0.4438(3) 1.1005(5) 0.74630(16) 0.0309(7) Uani 1 1 d . . .
C2 C 0.3635(3) 1.0015(5) 0.78081(15) 0.0294(7) Uani 1 1 d . . .
C3 C 0.2577(3) 0.9853(6) 0.76057(18) 0.0420(9) Uani 1 1 d . . .
H3A H 0.2275 1.0314 0.7202 0.050 Uiso 1 1 calc R . .
C4 C 0.1973(3) 0.8993(6) 0.8013(2) 0.0482(10) Uani 1 1 d . . .
H4 H 0.1258 0.8851 0.7881 0.058 Uiso 1 1 calc R . .
C5 C 0.2428(3) 0.8336(6) 0.86223(18) 0.0419(9) Uani 1 1 d . . .
H5 H 0.2026 0.7777 0.8906 0.050 Uiso 1 1 calc R . .
C6 C 0.3493(3) 0.8541(4) 0.87912(15) 0.0289(7) Uani 1 1 d . . .
O6 O 0.0351(4) 0.2897(9) 0.8218(3) 0.135(2) Uani 1 1 d . . .
C7 C 0.4167(3) 0.7994(4) 0.93923(15) 0.0278(7) Uani 1 1 d . . .
C8 C 0.5613(3) 0.7635(4) 1.00532(15) 0.0275(7) Uani 1 1 d . . .
C9 C 0.6639(3) 0.7532(5) 1.03670(17) 0.0356(8) Uani 1 1 d . . .
H9 H 0.7193 0.7956 1.0167 0.043 Uiso 1 1 calc R . .
C10 C 0.6804(3) 0.6779(5) 1.09845(18) 0.0409(9) Uani 1 1 d . . .
H10 H 0.7484 0.6690 1.1204 0.049 Uiso 1 1 calc R . .
C11 C 0.5973(3) 0.6141(5) 1.12936(17) 0.0395(9) Uani 1 1 d . . .
H11 H 0.6116 0.5644 1.1712 0.047 Uiso 1 1 calc R . .
C12 C 0.4953(3) 0.6231(5) 1.09930(16) 0.0365(8) Uani 1 1 d . . .
H12 H 0.4403 0.5806 1.1197 0.044 Uiso 1 1 calc R . .
C13 C 0.4789(3) 0.6992(4) 1.03677(15) 0.0284(7) Uani 1 1 d . . .
C14 C 0.8272(4) 0.9457(9) 0.7996(2) 0.0819(19) Uani 1 1 d . . .
H14A H 0.7719 0.9255 0.7638 0.123 Uiso 1 1 calc R . .
H14B H 0.8892 0.8837 0.7910 0.123 Uiso 1 1 calc R . .
H14C H 0.8410 1.0741 0.8041 0.123 Uiso 1 1 calc R . .
C15 C 0.8995(4) 0.9306(7) 0.9290(3) 0.0672(14) Uani 1 1 d . . .
H15A H 0.9072 1.0606 0.9268 0.101 Uiso 1 1 calc R . .
H15B H 0.9612 0.8726 0.9179 0.101 Uiso 1 1 calc R . .
H15C H 0.8897 0.8963 0.9726 0.101 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 1.927(3) . ?
Zn1 O3 1.934(3) . ?
Zn1 N2 2.048(3) . ?
Zn1 O1 2.050(2) . ?
Zn1 O2 2.242(2) 2_646 ?
S1 O3 1.523(3) . ?
S1 C14 1.765(5) . ?
S1 C15 1.776(4) . ?
Cl1 O5 1.358(5) . ?
Cl1 O6 1.394(5) . ?
Cl1 O4 1.404(3) . ?
Cl1 O7 1.404(4) . ?
O1 C1 1.264(4) . ?
O2 C1 1.240(4) . ?
O2 Zn1 2.242(2) 2_656 ?
O8 H8A 0.840(10) . ?
O8 H8B 0.842(10) . ?
N1 C2 1.324(4) . ?
N1 C6 1.335(4) . ?
N2 C7 1.330(4) . ?
N2 C8 1.387(4) . ?
N3 C7 1.336(4) . ?
N3 C13 1.375(4) . ?
N3 H3 0.8600 . ?
C1 C2 1.524(5) . ?
C2 C3 1.375(5) . ?
C3 C4 1.379(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.392(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.463(5) . ?
C8 C9 1.390(5) . ?
C8 C13 1.406(5) . ?
C9 C10 1.375(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.406(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.373(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(5) . ?
C12 H12 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
N1 Zn1 O3 168.81(11) . . ?
N1 Zn1 N2 80.16(11) . . ?
O3 Zn1 N2 99.09(11) . . ?
N1 Zn1 O1 79.90(10) . . ?
O3 Zn1 O1 98.61(11) . . ?
N2 Zn1 O1 157.87(10) . . ?
N1 Zn1 O2 97.28(10) . 2_646 ?
O3 Zn1 O2 93.84(11) . 2_646 ?
N2 Zn1 O2 100.36(10) . 2_646 ?
O1 Zn1 O2 91.59(9) . 2_646 ?
O3 S1 C14 104.8(2) . . ?
O3 S1 C15 103.4(2) . . ?
C14 S1 C15 99.2(3) . . ?
O5 Cl1 O6 107.4(4) . . ?
O5 Cl1 O4 112.7(4) . . ?
O6 Cl1 O4 107.9(3) . . ?
O5 Cl1 O7 110.9(4) . . ?
O6 Cl1 O7 108.5(3) . . ?
O4 Cl1 O7 109.2(2) . . ?
C1 O1 Zn1 114.5(2) . . ?
C1 O2 Zn1 140.3(2) . 2_656 ?
S1 O3 Zn1 121.93(16) . . ?
H8A O8 H8B 115(3) . . ?
C2 N1 C6 122.0(3) . . ?
C2 N1 Zn1 118.1(2) . . ?
C6 N1 Zn1 119.8(2) . . ?
C7 N2 C8 105.5(3) . . ?
C7 N2 Zn1 111.0(2) . . ?
C8 N2 Zn1 143.5(2) . . ?
C7 N3 C13 107.1(3) . . ?
C7 N3 H3 126.4 . . ?
C13 N3 H3 126.4 . . ?
O2 C1 O1 127.5(3) . . ?
O2 C1 C2 117.2(3) . . ?
O1 C1 C2 115.3(3) . . ?
N1 C2 C3 120.5(3) . . ?
N1 C2 C1 111.6(3) . . ?
C3 C2 C1 127.8(3) . . ?
C2 C3 C4 118.7(3) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C3 C4 C5 120.3(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 117.7(3) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
N1 C6 C5 120.7(3) . . ?
N1 C6 C7 110.0(3) . . ?
C5 C6 C7 129.4(3) . . ?
N2 C7 N3 113.0(3) . . ?
N2 C7 C6 118.8(3) . . ?
N3 C7 C6 128.2(3) . . ?
N2 C8 C9 131.7(3) . . ?
N2 C8 C13 108.1(3) . . ?
C9 C8 C13 120.1(3) . . ?
C10 C9 C8 117.5(3) . . ?
C10 C9 H9 121.2 . . ?
C8 C9 H9 121.2 . . ?
C9 C10 C11 121.7(4) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C12 C11 C10 121.7(3) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 116.4(3) . . ?
C11 C12 H12 121.8 . . ?
C13 C12 H12 121.8 . . ?
N3 C13 C12 131.3(3) . . ?
N3 C13 C8 106.2(3) . . ?
C12 C13 C8 122.4(3) . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Zn1 O1 C1 -3.7(2) . . . . ?
O3 Zn1 O1 C1 -172.4(2) . . . . ?
N2 Zn1 O1 C1 -29.6(4) . . . . ?
O2 Zn1 O1 C1 93.5(2) 2_646 . . . ?
C14 S1 O3 Zn1 93.6(3) . . . . ?
C15 S1 O3 Zn1 -162.9(2) . . . . ?
N1 Zn1 O3 S1 -177.2(5) . . . . ?
N2 Zn1 O3 S1 97.59(19) . . . . ?
O1 Zn1 O3 S1 -95.7(2) . . . . ?
O2 Zn1 O3 S1 -3.5(2) 2_646 . . . ?
O3 Zn1 N1 C2 90.6(6) . . . . ?
N2 Zn1 N1 C2 177.6(3) . . . . ?
O1 Zn1 N1 C2 7.3(2) . . . . ?
O2 Zn1 N1 C2 -83.1(2) 2_646 . . . ?
O3 Zn1 N1 C6 -92.7(6) . . . . ?
N2 Zn1 N1 C6 -5.7(2) . . . . ?
O1 Zn1 N1 C6 -176.0(3) . . . . ?
O2 Zn1 N1 C6 93.7(2) 2_646 . . . ?
N1 Zn1 N2 C7 3.8(2) . . . . ?
O3 Zn1 N2 C7 172.5(2) . . . . ?
O1 Zn1 N2 C7 29.7(4) . . . . ?
O2 Zn1 N2 C7 -91.9(2) 2_646 . . . ?
N1 Zn1 N2 C8 -178.6(4) . . . . ?
O3 Zn1 N2 C8 -9.9(4) . . . . ?
O1 Zn1 N2 C8 -152.7(3) . . . . ?
O2 Zn1 N2 C8 85.7(4) 2_646 . . . ?
Zn1 O2 C1 O1 -33.5(6) 2_656 . . . ?
Zn1 O2 C1 C2 145.2(3) 2_656 . . . ?
Zn1 O1 C1 O2 178.7(3) . . . . ?
Zn1 O1 C1 C2 0.0(4) . . . . ?
C6 N1 C2 C3 -3.0(5) . . . . ?
Zn1 N1 C2 C3 173.7(3) . . . . ?
C6 N1 C2 C1 174.3(3) . . . . ?
Zn1 N1 C2 C1 -9.0(4) . . . . ?
O2 C1 C2 N1 -173.2(3) . . . . ?
O1 C1 C2 N1 5.7(4) . . . . ?
O2 C1 C2 C3 3.9(5) . . . . ?
O1 C1 C2 C3 -177.3(4) . . . . ?
N1 C2 C3 C4 1.0(6) . . . . ?
C1 C2 C3 C4 -175.9(4) . . . . ?
C2 C3 C4 C5 1.2(7) . . . . ?
C3 C4 C5 C6 -1.4(6) . . . . ?
C2 N1 C6 C5 2.7(5) . . . . ?
Zn1 N1 C6 C5 -173.9(3) . . . . ?
C2 N1 C6 C7 -177.4(3) . . . . ?
Zn1 N1 C6 C7 6.0(4) . . . . ?
C4 C5 C6 N1 -0.5(6) . . . . ?
C4 C5 C6 C7 179.7(4) . . . . ?
C8 N2 C7 N3 1.0(4) . . . . ?
Zn1 N2 C7 N3 179.6(2) . . . . ?
C8 N2 C7 C6 179.7(3) . . . . ?
Zn1 N2 C7 C6 -1.8(4) . . . . ?
C13 N3 C7 N2 -1.0(4) . . . . ?
C13 N3 C7 C6 -179.5(3) . . . . ?
N1 C6 C7 N2 -2.4(4) . . . . ?
C5 C6 C7 N2 177.4(4) . . . . ?
N1 C6 C7 N3 176.0(3) . . . . ?
C5 C6 C7 N3 -4.2(6) . . . . ?
C7 N2 C8 C9 178.4(4) . . . . ?
Zn1 N2 C8 C9 0.7(6) . . . . ?
C7 N2 C8 C13 -0.6(3) . . . . ?
Zn1 N2 C8 C13 -178.3(3) . . . . ?
N2 C8 C9 C10 -178.6(3) . . . . ?
C13 C8 C9 C10 0.3(5) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C9 C10 C11 C12 0.2(6) . . . . ?
C10 C11 C12 C13 -0.2(5) . . . . ?
C7 N3 C13 C12 -178.1(3) . . . . ?
C7 N3 C13 C8 0.6(4) . . . . ?
C11 C12 C13 N3 178.7(3) . . . . ?
C11 C12 C13 C8 0.2(5) . . . . ?
N2 C8 C13 N3 0.0(4) . . . . ?
C9 C8 C13 N3 -179.1(3) . . . . ?
N2 C8 C13 C12 178.9(3) . . . . ?
C9 C8 C13 C12 -0.2(5) . . . . ?

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
O8 H8A O7 0.840(10) 2.13(2) 2.947(6) 165(6) 1_554
O8 H8B O4 0.842(10) 2.09(3) 2.871(5) 154(7) 3_566
N3 H3 O8 0.86 1.90 2.756(4) 176.5 1_556

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.081


