# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H36 N8 O9 Zn2'
_chemical_formula_weight         855.47

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   P21/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                   20.8464(18)
_cell_length_b                   9.5471(9)
_cell_length_c                   19.1788(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.637(5)
_cell_angle_gamma                90.00
_cell_volume                     3816.8(6)
_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          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    1.321
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7336
_exptl_absorpt_correction_T_max  0.7781
_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            30419
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         27.40
_reflns_number_total             8594
_reflns_number_gt                7529
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8594
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1077
_refine_ls_R_factor_gt           0.0990
_refine_ls_wR_factor_ref         0.2929
_refine_ls_wR_factor_gt          0.2865
_refine_ls_goodness_of_fit_ref   1.900
_refine_ls_restrained_S_all      1.900
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

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 0.41739(3) 0.20103(6) 0.31858(3) 0.0324(2) Uani 1 1 d . . .
Zn2 Zn 0.07127(3) -0.89054(6) 0.66005(3) 0.0354(2) Uani 1 1 d . . .
O5 O 0.1124(2) -0.0326(4) 0.6024(2) 0.0519(12) Uani 1 1 d . . .
N3 N 0.4025(2) 0.2057(5) 0.2137(2) 0.0384(11) Uani 1 1 d . . .
C7 C 0.2270(3) -0.3598(5) 0.5247(3) 0.0347(12) Uani 1 1 d . . .
O4 O 0.3662(2) -0.6550(4) 0.3631(2) 0.0449(10) Uani 1 1 d . . .
O7 O 0.0929(2) -0.6971(4) 0.6324(2) 0.0464(10) Uani 1 1 d . . .
O1 O 0.3963(2) 0.0080(4) 0.3465(2) 0.0470(11) Uani 1 1 d . . .
N1 N 0.5124(3) 0.2089(5) 0.3349(3) 0.0434(11) Uani 1 1 d . . .
C3 C 0.3505(3) -0.1674(5) 0.4172(3) 0.0310(10) Uani 1 1 d . . .
N5 N -0.0253(3) -0.8892(5) 0.6499(3) 0.0471(12) Uani 1 1 d . . .
N7 N 0.0934(3) -0.8945(5) 0.7622(3) 0.0475(13) Uani 1 1 d . . .
C5 C 0.3557(3) -0.4124(5) 0.3882(3) 0.0328(11) Uani 1 1 d . . .
C9 C 0.1368(3) -0.2748(5) 0.5944(3) 0.0315(11) Uani 1 1 d . . .
C8 C 0.1867(3) -0.2508(5) 0.5477(3) 0.0342(12) Uani 1 1 d . . .
H14 H 0.1936 -0.1603 0.5314 0.041 Uiso 1 1 calc R . .
C4 C 0.3767(3) -0.2765(5) 0.3780(3) 0.0309(10) Uani 1 1 d . . .
H15 H 0.4081 -0.2578 0.3453 0.037 Uiso 1 1 calc R . .
C16 C 0.1513(3) -0.6698(5) 0.6195(3) 0.0405(13) Uani 1 1 d . . .
C1 C 0.2783(3) -0.3309(5) 0.4754(3) 0.0321(11) Uani 1 1 d . . .
C13 C 0.3722(3) -0.0176(5) 0.4058(3) 0.0365(12) Uani 1 1 d . . .
C14 C 0.3854(3) -0.5305(5) 0.3476(3) 0.0330(11) Uani 1 1 d . . .
O6 O 0.0547(3) -0.1806(4) 0.6652(3) 0.0550(13) Uani 1 1 d . . .
C12 C 0.2142(3) -0.4946(5) 0.5502(3) 0.0355(12) Uani 1 1 d . . .
H21 H 0.2403 -0.5683 0.5364 0.043 Uiso 1 1 calc R . .
C11 C 0.1638(3) -0.5230(5) 0.5956(3) 0.0348(11) Uani 1 1 d . . .
C6 C 0.3065(3) -0.4420(5) 0.4359(3) 0.0313(11) Uani 1 1 d . . .
H23 H 0.2923 -0.5336 0.4417 0.038 Uiso 1 1 calc R . .
C15 C 0.0973(3) -0.1580(5) 0.6233(3) 0.0393(13) Uani 1 1 d . . .
C10 C 0.1248(3) -0.4127(5) 0.6174(3) 0.0341(11) Uani 1 1 d . . .
H25 H 0.0908 -0.4302 0.6471 0.041 Uiso 1 1 calc R . .
O2 O 0.3666(3) 0.0691(4) 0.4540(2) 0.0658(16) Uani 1 1 d . . .
O8 O 0.1956(3) -0.7547(5) 0.6225(4) 0.082(2) Uani 1 1 d . . .
N2 N 0.6137(3) 0.2741(6) 0.3257(3) 0.0508(13) Uani 1 1 d . . .
C2 C 0.3032(3) -0.1961(5) 0.4654(3) 0.0326(11) Uani 1 1 d . . .
H29 H 0.2873 -0.1229 0.4922 0.039 Uiso 1 1 calc R . .
N4 N 0.4254(3) 0.1952(5) 0.1025(3) 0.0466(13) Uani 1 1 d . . .
C19 C 0.5534(3) 0.2971(6) 0.3054(3) 0.0407(13) Uani 1 1 d . . .
H32 H 0.5413 0.3669 0.2742 0.049 Uiso 1 1 calc R . .
N6 N -0.1255(3) -0.8281(7) 0.6675(3) 0.0565(14) Uani 1 1 d . . .
C24 C 0.4464(3) 0.1701(6) 0.1678(3) 0.0382(12) Uani 1 1 d . . .
H34 H 0.4863 0.1327 0.1792 0.046 Uiso 1 1 calc R . .
C25 C 0.3506(4) 0.2510(9) 0.1753(4) 0.0617(19) Uani 1 1 d . . .
H35 H 0.3121 0.2824 0.1938 0.074 Uiso 1 1 calc R . .
C34 C -0.0644(3) -0.8093(7) 0.6862(4) 0.0527(16) Uani 1 1 d . . .
H36 H -0.0508 -0.7472 0.7208 0.063 Uiso 1 1 calc R . .
C23 C 0.4620(4) 0.1676(8) 0.0393(3) 0.0550(17) Uani 1 1 d . . .
H37A H 0.5017 0.2208 0.0411 0.066 Uiso 1 1 calc R . .
H37B H 0.4375 0.1993 -0.0010 0.066 Uiso 1 1 calc R . .
C21 C 0.6117(4) 0.1594(9) 0.3707(4) 0.068(2) Uani 1 1 d . . .
H38 H 0.6466 0.1175 0.3930 0.081 Uiso 1 1 calc R . .
C22 C 0.4775(4) 0.0151(7) 0.0308(3) 0.0501(16) Uani 1 1 d . . .
H39A H 0.4379 -0.0365 0.0238 0.060 Uiso 1 1 calc R . .
H39B H 0.4976 -0.0189 0.0734 0.060 Uiso 1 1 calc R . .
N8 N 0.0818(4) -0.8906(13) 0.8749(4) 0.121(4) Uani 1 1 d . . .
C26 C 0.3638(4) 0.2431(9) 0.1074(4) 0.067(2) Uani 1 1 d . . .
H41 H 0.3363 0.2658 0.0706 0.081 Uiso 1 1 calc R . .
C32 C -0.2277(3) -0.8468(9) 0.7333(4) 0.0575(18) Uani 1 1 d . . .
H42A H -0.2059 -0.9074 0.7665 0.069 Uiso 1 1 calc R . .
H42B H -0.2485 -0.9057 0.6986 0.069 Uiso 1 1 calc R . .
C30 C 0.1474(4) -0.8438(9) 0.7948(4) 0.067(2) Uani 1 1 d . . .
H44 H 0.1833 -0.8097 0.7719 0.080 Uiso 1 1 calc R . .
C33 C -0.1799(4) -0.7546(10) 0.6988(5) 0.067(2) Uani 1 1 d . . .
H45A H -0.2017 -0.7012 0.6627 0.081 Uiso 1 1 calc R . .
H45B H -0.1634 -0.6886 0.7330 0.081 Uiso 1 1 calc R . .
C27 C 0.0209(4) -0.9950(11) 0.9691(4) 0.076(3) Uani 1 1 d . . .
H46A H 0.0565 -1.0582 0.9777 0.091 Uiso 1 1 calc R . .
H46B H -0.0035 -1.0342 0.9304 0.091 Uiso 1 1 calc R . .
C20 C 0.5503(4) 0.1211(8) 0.3759(4) 0.0612(19) Uani 1 1 d . . .
H47 H 0.5352 0.0472 0.4028 0.073 Uiso 1 1 calc R . .
C28 C 0.0478(6) -0.8690(10) 0.9447(5) 0.088(3) Uani 1 1 d . . .
H50A H 0.0783 -0.8336 0.9789 0.105 Uiso 1 1 calc R . .
H50B H 0.0141 -0.7996 0.9388 0.105 Uiso 1 1 calc R . .
C17 C 0.7215(3) 0.2610(9) 0.2712(4) 0.0566(17) Uani 1 1 d . . .
H52A H 0.7011 0.1970 0.2384 0.068 Uiso 1 1 calc R . .
H52B H 0.7420 0.2056 0.3075 0.068 Uiso 1 1 calc R . .
C18 C 0.6709(4) 0.3536(9) 0.3034(4) 0.0635(19) Uani 1 1 d . . .
H57A H 0.6894 0.4015 0.3434 0.076 Uiso 1 1 calc R . .
H57B H 0.6578 0.4241 0.2697 0.076 Uiso 1 1 calc R . .
C31 C 0.1415(5) -0.8499(13) 0.8632(5) 0.092(3) Uani 1 1 d . . .
H59 H 0.1729 -0.8297 0.8965 0.110 Uiso 1 1 calc R . .
C35 C -0.0644(4) -0.9647(9) 0.6065(4) 0.071(2) Uani 1 1 d . . .
H61 H -0.0499 -1.0286 0.5736 0.086 Uiso 1 1 calc R . .
C29 C 0.0551(4) -0.9288(14) 0.8118(4) 0.098(4) Uani 1 1 d . . .
H63 H 0.0156 -0.9726 0.8058 0.118 Uiso 1 1 calc R . .
O3 O 0.4272(2) -0.5048(4) 0.3040(2) 0.0445(10) Uani 1 1 d . . .
C36 C -0.1271(3) -0.9346(6) 0.6176(3) 0.078(3) Uani 1 1 d . . .
H7 H -0.1630 -0.9755 0.5967 0.093 Uiso 1 1 calc R . .
O9 O -0.2291(3) -1.1434(6) 0.5188(3) 0.135(3) Uiso 1 1 d R . .
H9A H -0.2277 -1.1614 0.4769 0.161 Uiso 1 1 d R . .
H9B H -0.2640 -1.1130 0.5309 0.161 Uiso 1 1 d 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 O4 1.944(4) 1_565 ?
Zn1 O1 1.970(4) . ?
Zn1 N1 2.004(6) . ?
Zn1 N3 2.033(5) . ?
Zn2 O5 1.954(4) 1_545 ?
Zn2 O7 1.975(4) . ?
Zn2 N7 2.008(5) . ?
Zn2 N5 2.019(6) . ?
O5 C15 1.302(6) . ?
O5 Zn2 1.954(4) 1_565 ?
N3 C24 1.320(7) . ?
N3 C25 1.372(9) . ?
C7 C12 1.404(7) . ?
C7 C8 1.411(7) . ?
C7 C1 1.461(8) . ?
O4 C14 1.291(6) . ?
O4 Zn1 1.944(4) 1_545 ?
O7 C16 1.273(7) . ?
O1 C13 1.272(7) . ?
N1 C19 1.330(8) . ?
N1 C20 1.389(9) . ?
C3 C2 1.387(7) . ?
C3 C4 1.399(7) . ?
C3 C13 1.517(7) . ?
N5 C34 1.321(8) . ?
N5 C35 1.364(9) . ?
N7 C29 1.290(9) . ?
N7 C30 1.371(10) . ?
C5 C4 1.384(7) . ?
C5 C6 1.411(7) . ?
C5 C14 1.507(7) . ?
C9 C8 1.400(7) . ?
C9 C10 1.412(7) . ?
C9 C15 1.496(7) . ?
C16 O8 1.229(8) . ?
C16 C11 1.498(7) . ?
C1 C2 1.402(7) . ?
C1 C6 1.433(7) . ?
C13 O2 1.247(7) . ?
C14 O3 1.239(6) . ?
O6 C15 1.224(7) . ?
C12 C11 1.398(8) . ?
C11 C10 1.397(8) . ?
N2 C19 1.330(8) . ?
N2 C21 1.395(9) . ?
N2 C18 1.481(9) . ?
N4 C24 1.344(7) . ?
N4 C26 1.368(9) . ?
N4 C23 1.464(8) . ?
N6 C34 1.332(9) . ?
N6 C36 1.396(8) . ?
N6 C33 1.468(9) . ?
C25 C26 1.336(10) . ?
C23 C22 1.501(10) . ?
C21 C20 1.337(11) . ?
C22 C22 1.543(12) 3_655 ?
N8 C31 1.324(13) . ?
N8 C29 1.375(13) . ?
N8 C28 1.536(12) . ?
C32 C33 1.491(11) . ?
C32 C17 1.529(11) 4_456 ?
C30 C31 1.320(11) . ?
C27 C28 1.410(13) . ?
C27 C27 1.480(15) 3_537 ?
C17 C18 1.512(10) . ?
C17 C32 1.529(11) 4_655 ?
C35 C36 1.358(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 114.64(17) 1_565 . ?
O4 Zn1 N1 116.9(2) 1_565 . ?
O1 Zn1 N1 102.4(2) . . ?
O4 Zn1 N3 109.94(19) 1_565 . ?
O1 Zn1 N3 104.91(18) . . ?
N1 Zn1 N3 107.1(2) . . ?
O5 Zn2 O7 113.19(18) 1_545 . ?
O5 Zn2 N7 116.2(2) 1_545 . ?
O7 Zn2 N7 103.3(2) . . ?
O5 Zn2 N5 113.1(2) 1_545 . ?
O7 Zn2 N5 101.4(2) . . ?
N7 Zn2 N5 108.2(2) . . ?
C15 O5 Zn2 110.8(3) . 1_565 ?
C24 N3 C25 105.8(5) . . ?
C24 N3 Zn1 123.7(4) . . ?
C25 N3 Zn1 130.4(4) . . ?
C12 C7 C8 116.8(5) . . ?
C12 C7 C1 122.8(5) . . ?
C8 C7 C1 120.4(5) . . ?
C14 O4 Zn1 112.1(3) . 1_545 ?
C16 O7 Zn2 117.8(4) . . ?
C13 O1 Zn1 120.9(3) . . ?
C19 N1 C20 105.0(6) . . ?
C19 N1 Zn1 126.6(4) . . ?
C20 N1 Zn1 128.3(5) . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 C13 119.9(4) . . ?
C4 C3 C13 120.4(5) . . ?
C34 N5 C35 105.0(6) . . ?
C34 N5 Zn2 124.9(4) . . ?
C35 N5 Zn2 130.1(5) . . ?
C29 N7 C30 105.4(7) . . ?
C29 N7 Zn2 125.9(6) . . ?
C30 N7 Zn2 128.1(5) . . ?
C4 C5 C6 120.9(4) . . ?
C4 C5 C14 119.7(5) . . ?
C6 C5 C14 119.4(4) . . ?
C8 C9 C10 119.2(5) . . ?
C8 C9 C15 122.1(4) . . ?
C10 C9 C15 118.7(5) . . ?
C9 C8 C7 121.9(4) . . ?
C5 C4 C3 119.8(5) . . ?
O8 C16 O7 125.1(5) . . ?
O8 C16 C11 119.9(6) . . ?
O7 C16 C11 114.9(5) . . ?
C2 C1 C6 116.9(5) . . ?
C2 C1 C7 122.5(5) . . ?
C6 C1 C7 120.6(5) . . ?
O2 C13 O1 125.3(5) . . ?
O2 C13 C3 119.2(5) . . ?
O1 C13 C3 115.5(4) . . ?
O3 C14 O4 124.1(5) . . ?
O3 C14 C5 119.8(5) . . ?
O4 C14 C5 116.1(4) . . ?
C7 C12 C11 122.8(5) . . ?
C10 C11 C12 119.0(5) . . ?
C10 C11 C16 120.6(5) . . ?
C12 C11 C16 120.4(5) . . ?
C5 C6 C1 120.0(4) . . ?
O6 C15 O5 123.0(5) . . ?
O6 C15 C9 121.2(5) . . ?
O5 C15 C9 115.8(5) . . ?
C11 C10 C9 120.2(5) . . ?
C19 N2 C21 106.0(6) . . ?
C19 N2 C18 126.3(6) . . ?
C21 N2 C18 127.7(6) . . ?
C3 C2 C1 122.7(4) . . ?
C24 N4 C26 106.9(5) . . ?
C24 N4 C23 124.9(6) . . ?
C26 N4 C23 128.1(6) . . ?
N1 C19 N2 112.4(6) . . ?
C34 N6 C36 107.4(6) . . ?
C34 N6 C33 124.5(6) . . ?
C36 N6 C33 128.0(6) . . ?
N3 C24 N4 110.8(5) . . ?
C26 C25 N3 109.6(6) . . ?
N5 C34 N6 111.9(6) . . ?
N4 C23 C22 112.3(5) . . ?
C20 C21 N2 107.2(6) . . ?
C23 C22 C22 113.4(7) . 3_655 ?
C31 N8 C29 107.5(7) . . ?
C31 N8 C28 123.5(9) . . ?
C29 N8 C28 128.0(8) . . ?
C25 C26 N4 106.8(6) . . ?
C33 C32 C17 111.4(7) . 4_456 ?
C31 C30 N7 110.5(8) . . ?
N6 C33 C32 115.0(7) . . ?
C28 C27 C27 124.1(12) . 3_537 ?
C21 C20 N1 109.4(6) . . ?
C27 C28 N8 111.4(9) . . ?
C18 C17 C32 111.7(7) . 4_655 ?
N2 C18 C17 112.7(7) . . ?
C30 C31 N8 106.3(9) . . ?
C36 C35 N5 111.3(6) . . ?
N7 C29 N8 109.5(8) . . ?
C35 C36 N6 104.2(6) . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        27.40
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         2.313
_refine_diff_density_min         -1.201
_refine_diff_density_rms         0.162
_database_code_depnum_ccdc_archive 'CCDC 886660'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Zn-bptc-bpe
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H22 N2 O10 Zn'
_chemical_formula_weight         611.85

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.4682(19)
_cell_length_b                   11.555(2)
_cell_length_c                   12.047(2)
_cell_angle_alpha                67.634(8)
_cell_angle_beta                 70.469(10)
_cell_angle_gamma                65.664(9)
_cell_volume                     1314.9(4)
_cell_formula_units_Z            2
_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          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628
_exptl_absorpt_coefficient_mu    0.998
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9901
_exptl_absorpt_correction_T_max  0.9901
_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            11385
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0757
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.47
_reflns_number_total             5920
_reflns_number_gt                4080
_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)+(0.0911P)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         5920
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1676
_refine_ls_wR_factor_gt          0.1491
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.13838(4) 0.84915(4) 0.75943(4) 0.02690(16) Uani 1 1 d . . .
O1 O 0.1937(3) 0.7064(3) 0.6821(2) 0.0390(7) Uani 1 1 d . . .
O3 O 0.4148(3) 0.2274(3) 0.7068(3) 0.0561(9) Uani 1 1 d . . .
O6 O 0.3418(3) 0.8039(3) -0.2200(3) 0.0562(9) Uani 1 1 d . . .
O8 O 0.8396(3) 0.4941(4) 0.0206(3) 0.0609(10) Uani 1 1 d . . .
O7 O 0.7947(3) 0.5874(3) -0.1646(3) 0.0540(9) Uani 1 1 d . . .
O5 O 0.1823(3) 0.7922(4) -0.0637(3) 0.0612(10) Uani 1 1 d . . .
O4 O 0.4814(4) 0.1681(3) 0.5361(3) 0.0603(10) Uani 1 1 d . . .
O2 O 0.1825(5) 0.8544(3) 0.5021(3) 0.0871(16) Uani 1 1 d . . .
N2 N -0.0568(3) 0.8687(3) 0.8345(3) 0.0308(7) Uani 1 1 d . . .
N1 N 0.1184(3) 1.0467(3) 0.6769(3) 0.0330(7) Uani 1 1 d . . .
C1 C 0.3926(3) 0.5622(3) 0.3186(3) 0.0274(8) Uani 1 1 d . . .
C21 C 0.0655(6) 1.1300(5) 0.7457(4) 0.0636(16) Uani 1 1 d . . .
H21 H 0.0394 1.0959 0.8300 0.076 Uiso 1 1 calc R . .
C17 C 0.1549(5) 1.0987(4) 0.5588(4) 0.0595(15) Uani 1 1 d . . .
H17 H 0.1920 1.0436 0.5077 0.071 Uiso 1 1 calc R . .
C3 C 0.2848(3) 0.6294(4) 0.5055(3) 0.0275(8) Uani 1 1 d . . .
C11 C 0.6159(3) 0.5901(3) 0.0060(3) 0.0275(8) Uani 1 1 d . . .
C2 C 0.3172(3) 0.6593(4) 0.3788(3) 0.0288(8) Uani 1 1 d . . .
H2 H 0.2875 0.7469 0.3325 0.035 Uiso 1 1 calc R . .
C8 C 0.3497(4) 0.6728(3) 0.1056(3) 0.0294(8) Uani 1 1 d . . .
H8 H 0.2606 0.7031 0.1386 0.035 Uiso 1 1 calc R . .
C9 C 0.3937(4) 0.7034(3) -0.0213(3) 0.0292(8) Uani 1 1 d . . .
C7 C 0.4379(3) 0.5969(3) 0.1844(3) 0.0251(7) Uani 1 1 d . . .
C4 C 0.3240(3) 0.4975(4) 0.5754(3) 0.0266(8) Uani 1 1 d . . .
H4 H 0.3032 0.4762 0.6607 0.032 Uiso 1 1 calc R . .
C10 C 0.5271(4) 0.6629(3) -0.0711(3) 0.0279(8) Uani 1 1 d . . .
H10 H 0.5571 0.6844 -0.1558 0.034 Uiso 1 1 calc R . .
C6 C 0.4307(3) 0.4298(3) 0.3906(3) 0.0272(8) Uani 1 1 d . . .
H6 H 0.4810 0.3628 0.3527 0.033 Uiso 1 1 calc R . .
C12 C 0.5715(3) 0.5554(3) 0.1313(3) 0.0269(8) Uani 1 1 d . . .
H12 H 0.6314 0.5033 0.1818 0.032 Uiso 1 1 calc R . .
C16 C 0.7602(4) 0.5518(4) -0.0444(4) 0.0367(9) Uani 1 1 d . . .
C5 C 0.3942(3) 0.3979(4) 0.5176(3) 0.0280(8) Uani 1 1 d . . .
C14 C 0.4303(4) 0.2574(4) 0.5974(3) 0.0336(9) Uani 1 1 d . . .
C13 C 0.2145(4) 0.7396(4) 0.5653(3) 0.0344(9) Uani 1 1 d . . .
C15 C 0.2984(4) 0.7738(4) -0.1053(4) 0.0382(9) Uani 1 1 d . . .
C25 C -0.3242(4) 0.9087(4) 0.9293(4) 0.0337(9) Uani 1 1 d . . .
C24 C -0.2765(4) 0.9609(5) 0.8056(4) 0.0466(11) Uani 1 1 d . . .
H24 H -0.3335 1.0102 0.7519 0.056 Uiso 1 1 calc R . .
C19 C 0.0861(4) 1.3171(4) 0.5751(4) 0.0423(10) Uani 1 1 d . . .
C20 C 0.0474(6) 1.2628(5) 0.6995(5) 0.0707(18) Uani 1 1 d . . .
H20 H 0.0091 1.3165 0.7519 0.085 Uiso 1 1 calc R . .
C26 C -0.2345(4) 0.8362(5) 1.0020(4) 0.0446(11) Uani 1 1 d . . .
H26 H -0.2625 0.7993 1.0853 0.053 Uiso 1 1 calc R . .
C23 C -0.1448(4) 0.9392(5) 0.7635(4) 0.0430(11) Uani 1 1 d . . .
H23 H -0.1148 0.9756 0.6804 0.052 Uiso 1 1 calc R . .
C22 C 0.0655(4) 1.4639(4) 0.5194(5) 0.0514(12) Uani 1 1 d . . .
H22A H 0.1354 1.4774 0.4485 0.062 Uiso 1 1 calc R . .
H22B H 0.0682 1.4999 0.5789 0.062 Uiso 1 1 calc R . .
C28 C -0.4692(4) 0.9362(4) 0.9802(4) 0.0412(10) Uani 1 1 d . . .
H28A H -0.4838 0.8625 1.0502 0.049 Uiso 1 1 calc R . .
H28B H -0.5108 0.9446 0.9181 0.049 Uiso 1 1 calc R . .
C18 C 0.1407(6) 1.2319(5) 0.5070(5) 0.0638(15) Uani 1 1 d . . .
H18 H 0.1698 1.2631 0.4228 0.077 Uiso 1 1 calc R . .
C27 C -0.1032(4) 0.8167(4) 0.9538(4) 0.0446(11) Uani 1 1 d . . .
H27 H -0.0444 0.7658 1.0056 0.053 Uiso 1 1 calc R . .
O9 O 1.0503(3) 0.5288(4) -0.2050(3) 0.0563(9) Uani 1 1 d . . .
O10 O 0.5318(4) -0.0804(3) 0.6522(3) 0.0650(10) Uani 1 1 d . . .
H9A H 1.0786 0.5966 -0.2321 0.078 Uiso 1 1 d R . .
H9B H 0.9743 0.5622 -0.2243 0.078 Uiso 1 1 d R . .
H10A H 0.5119 -0.1304 0.7231 0.078 Uiso 1 1 d R . .
H10B H 0.5903 -0.1292 0.6083 0.078 Uiso 1 1 d 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 O1 1.975(3) . ?
Zn1 N1 2.061(3) . ?
Zn1 N2 2.065(3) . ?
Zn1 O5 2.146(3) 1_556 ?
Zn1 O6 2.249(4) 1_556 ?
Zn1 C15 2.527(4) 1_556 ?
O1 C13 1.275(4) . ?
O3 C14 1.198(5) . ?
O6 C15 1.262(5) . ?
O6 Zn1 2.249(4) 1_554 ?
O8 C16 1.211(5) . ?
O7 C16 1.312(5) . ?
O5 C15 1.213(5) . ?
O5 Zn1 2.146(3) 1_554 ?
O4 C14 1.321(5) . ?
O2 C13 1.221(5) . ?
N2 C23 1.336(5) . ?
N2 C27 1.343(5) . ?
N1 C17 1.310(5) . ?
N1 C21 1.330(6) . ?
C1 C2 1.390(5) . ?
C1 C6 1.406(5) . ?
C1 C7 1.471(5) . ?
C21 C20 1.369(6) . ?
C21 H21 0.9300 . ?
C17 C18 1.384(6) . ?
C17 H17 0.9300 . ?
C3 C2 1.383(5) . ?
C3 C4 1.395(5) . ?
C3 C13 1.501(5) . ?
C11 C12 1.376(5) . ?
C11 C10 1.392(5) . ?
C11 C16 1.494(5) . ?
C2 H2 0.9300 . ?
C8 C9 1.391(5) . ?
C8 C7 1.404(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(5) . ?
C9 C15 1.504(5) . ?
C7 C12 1.399(5) . ?
C4 C5 1.389(5) . ?
C4 H4 0.9300 . ?
C10 H10 0.9300 . ?
C6 C5 1.386(5) . ?
C6 H6 0.9300 . ?
C12 H12 0.9300 . ?
C5 C14 1.502(5) . ?
C15 Zn1 2.527(4) 1_554 ?
C25 C26 1.364(6) . ?
C25 C24 1.388(6) . ?
C25 C28 1.508(5) . ?
C24 C23 1.369(6) . ?
C24 H24 0.9300 . ?
C19 C18 1.341(7) . ?
C19 C20 1.380(6) . ?
C19 C22 1.514(5) . ?
C20 H20 0.9300 . ?
C26 C27 1.375(6) . ?
C26 H26 0.9300 . ?
C23 H23 0.9300 . ?
C22 C22 1.519(8) 2_586 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C28 C28 1.535(7) 2_477 ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C18 H18 0.9300 . ?
C27 H27 0.9300 . ?
O9 H9A 0.8777 . ?
O9 H9B 0.8667 . ?
O10 H10A 0.8480 . ?
O10 H10B 0.8514 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 128.91(12) . . ?
O1 Zn1 N2 101.52(13) . . ?
N1 Zn1 N2 98.41(12) . . ?
O1 Zn1 O5 116.67(14) . 1_556 ?
N1 Zn1 O5 108.89(14) . 1_556 ?
N2 Zn1 O5 92.33(12) . 1_556 ?
O1 Zn1 O6 93.26(12) . 1_556 ?
N1 Zn1 O6 91.40(13) . 1_556 ?
N2 Zn1 O6 150.79(12) . 1_556 ?
O5 Zn1 O6 58.47(12) 1_556 1_556 ?
O1 Zn1 C15 105.46(13) . 1_556 ?
N1 Zn1 C15 103.44(13) . 1_556 ?
N2 Zn1 C15 120.92(14) . 1_556 ?
O5 Zn1 C15 28.64(13) 1_556 1_556 ?
O6 Zn1 C15 29.93(12) 1_556 1_556 ?
C13 O1 Zn1 117.0(2) . . ?
C15 O6 Zn1 87.3(3) . 1_554 ?
C15 O5 Zn1 93.4(3) . 1_554 ?
C23 N2 C27 116.6(3) . . ?
C23 N2 Zn1 119.7(2) . . ?
C27 N2 Zn1 123.8(3) . . ?
C17 N1 C21 116.1(4) . . ?
C17 N1 Zn1 124.6(3) . . ?
C21 N1 Zn1 119.3(3) . . ?
C2 C1 C6 117.9(3) . . ?
C2 C1 C7 121.3(3) . . ?
C6 C1 C7 120.7(3) . . ?
N1 C21 C20 123.7(4) . . ?
N1 C21 H21 118.1 . . ?
C20 C21 H21 118.1 . . ?
N1 C17 C18 122.8(4) . . ?
N1 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 C13 119.5(3) . . ?
C4 C3 C13 121.2(3) . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 C16 118.6(3) . . ?
C10 C11 C16 121.3(3) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C9 C8 C7 120.9(3) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 C15 119.4(3) . . ?
C8 C9 C15 120.8(4) . . ?
C12 C7 C8 117.9(3) . . ?
C12 C7 C1 120.6(3) . . ?
C8 C7 C1 121.5(3) . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C9 C10 C11 120.0(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C11 C12 C7 121.3(3) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
O8 C16 O7 122.3(4) . . ?
O8 C16 C11 122.7(4) . . ?
O7 C16 C11 115.0(4) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 C14 122.2(3) . . ?
C4 C5 C14 117.7(3) . . ?
O3 C14 O4 122.3(4) . . ?
O3 C14 C5 123.7(4) . . ?
O4 C14 C5 113.9(3) . . ?
O2 C13 O1 123.3(4) . . ?
O2 C13 C3 119.9(4) . . ?
O1 C13 C3 116.7(3) . . ?
O5 C15 O6 120.4(4) . . ?
O5 C15 C9 120.2(4) . . ?
O6 C15 C9 119.1(4) . . ?
O5 C15 Zn1 58.0(2) . 1_554 ?
O6 C15 Zn1 62.8(2) . 1_554 ?
C9 C15 Zn1 169.2(3) . 1_554 ?
C26 C25 C24 117.0(4) . . ?
C26 C25 C28 122.2(4) . . ?
C24 C25 C28 120.8(4) . . ?
C23 C24 C25 119.3(4) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C18 C19 C20 115.7(4) . . ?
C18 C19 C22 122.4(4) . . ?
C20 C19 C22 121.9(4) . . ?
C21 C20 C19 120.0(5) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C25 C26 C27 121.0(4) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
N2 C23 C24 123.9(4) . . ?
N2 C23 H23 118.0 . . ?
C24 C23 H23 118.0 . . ?
C19 C22 C22 110.7(5) . 2_586 ?
C19 C22 H22A 109.5 . . ?
C22 C22 H22A 109.5 2_586 . ?
C19 C22 H22B 109.5 . . ?
C22 C22 H22B 109.5 2_586 . ?
H22A C22 H22B 108.1 . . ?
C25 C28 C28 110.9(4) . 2_477 ?
C25 C28 H28A 109.5 . . ?
C28 C28 H28A 109.5 2_477 . ?
C25 C28 H28B 109.5 . . ?
C28 C28 H28B 109.5 2_477 . ?
H28A C28 H28B 108.1 . . ?
C19 C18 C17 121.7(5) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
N2 C27 C26 122.3(4) . . ?
N2 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
H9A O9 H9B 103.8 . . ?
H10A O10 H10B 107.8 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.826
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.158
_database_code_depnum_ccdc_archive 'CCDC 886661'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Zn-bptc-bpmp

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H25 N4 O5 Zn'
_chemical_formula_weight         514.85

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   P21/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                   10.1877(9)
_cell_length_b                   12.7877(11)
_cell_length_c                   17.6909(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.720(4)
_cell_angle_gamma                90.00
_cell_volume                     2271.6(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          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1068
_exptl_absorpt_coefficient_mu    1.126
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7288
_exptl_absorpt_correction_T_max  0.8062
_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            17541
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         27.43
_reflns_number_total             5166
_reflns_number_gt                4679
_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)+(0.1200P)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         5166
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1670
_refine_ls_wR_factor_gt          0.1489
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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 0.00423(3) 0.46314(2) 0.616688(14) 0.02679(15) Uani 1 1 d . . .
O1 O 0.0600(2) 0.35213(13) 0.54408(10) 0.0359(4) Uani 1 1 d . . .
O2 O 0.10069(19) 0.40498(13) 0.42927(9) 0.0315(4) Uani 1 1 d . . .
O4 O -0.0101(2) -0.01312(16) 0.23677(10) 0.0348(4) Uani 1 1 d . . .
O3 O 0.0808(2) 0.13775(14) 0.21834(9) 0.0366(4) Uani 1 1 d . . .
N3 N 0.4887(2) 1.0924(2) 0.61998(14) 0.0409(6) Uani 1 1 d . . .
N1 N 0.1812(2) 0.55288(16) 0.62154(13) 0.0322(5) Uani 1 1 d . . .
N4 N 0.8178(2) 1.38574(16) 0.61466(12) 0.0333(5) Uani 1 1 d . . .
N2 N 0.4797(2) 0.87085(19) 0.64352(14) 0.0395(5) Uani 1 1 d . . .
C3 C 0.0692(2) 0.22304(16) 0.44946(12) 0.0238(5) Uani 1 1 d . . .
C7 C 0.0786(2) 0.33632(17) 0.47638(12) 0.0250(5) Uani 1 1 d . . .
C1 C 0.0156(3) 0.04131(15) 0.47310(13) 0.0226(5) Uani 1 1 d . . .
C21 C 0.6001(3) 1.3714(2) 0.6483(2) 0.0480(7) Uani 1 1 d . . .
H21 H 0.5304 1.4034 0.6673 0.058 Uiso 1 1 calc R . .
C17 C 0.5659(4) 1.0426(2) 0.6869(2) 0.0516(9) Uani 1 1 d . . .
H17A H 0.5148 1.0418 0.7284 0.062 Uiso 1 1 calc R . .
H17B H 0.6468 1.0821 0.7036 0.062 Uiso 1 1 calc R . .
C16 C 0.3656(3) 1.0333(2) 0.5974(2) 0.0477(8) Uani 1 1 d . . .
H16A H 0.3122 1.0660 0.5531 0.057 Uiso 1 1 calc R . .
H16B H 0.3146 1.0335 0.6389 0.057 Uiso 1 1 calc R . .
C15 C 0.3977(3) 0.9226(2) 0.57824(17) 0.0410(7) Uani 1 1 d . . .
H15A H 0.3156 0.8838 0.5636 0.049 Uiso 1 1 calc R . .
H15B H 0.4448 0.9228 0.5349 0.049 Uiso 1 1 calc R . .
C5 C 0.0439(2) 0.09899(18) 0.34524(12) 0.0251(5) Uani 1 1 d . . .
C4 C 0.0726(2) 0.20032(18) 0.37271(12) 0.0255(5) Uani 1 1 d . . .
H4A H 0.0938 0.2523 0.3400 0.031 Uiso 1 1 calc R . .
C18 C 0.6008(3) 0.9321(3) 0.6680(2) 0.0516(8) Uani 1 1 d . . .
H18A H 0.6539 0.9331 0.6273 0.062 Uiso 1 1 calc R . .
H18B H 0.6533 0.8999 0.7127 0.062 Uiso 1 1 calc R . .
C8 C 0.0390(3) 0.07340(19) 0.26205(13) 0.0282(5) Uani 1 1 d . . .
C6 C 0.0144(3) 0.02121(19) 0.39555(14) 0.0270(5) Uani 1 1 d . . .
H6 H -0.0066 -0.0457 0.3767 0.032 Uiso 1 1 calc R . .
C2 C 0.0449(2) 0.14433(17) 0.49946(12) 0.0242(5) Uani 1 1 d . . .
H2 H 0.0480 0.1597 0.5511 0.029 Uiso 1 1 calc R . .
C19 C 0.4687(4) 1.2034(3) 0.6323(2) 0.0533(8) Uani 1 1 d . . .
H19A H 0.4450 1.2134 0.6827 0.064 Uiso 1 1 calc R . .
H19B H 0.3951 1.2283 0.5945 0.064 Uiso 1 1 calc R . .
C12 C 0.2778(3) 0.5331(2) 0.58089(18) 0.0409(7) Uani 1 1 d . . .
H12 H 0.2735 0.4717 0.5524 0.049 Uiso 1 1 calc R . .
C11 C 0.1906(3) 0.6416(2) 0.66280(15) 0.0343(6) Uani 1 1 d . . .
H11 H 0.1252 0.6558 0.6922 0.041 Uiso 1 1 calc R . .
C10 C 0.2932(3) 0.7127(2) 0.66359(16) 0.0373(6) Uani 1 1 d . . .
H10 H 0.2948 0.7741 0.6919 0.045 Uiso 1 1 calc R . .
C23 C 0.8070(3) 1.2859(2) 0.5942(2) 0.0462(7) Uani 1 1 d . . .
H23 H 0.8778 1.2555 0.5753 0.055 Uiso 1 1 calc R . .
C9 C 0.3939(3) 0.6915(2) 0.62160(16) 0.0372(6) Uani 1 1 d . . .
C14 C 0.5108(3) 0.7649(3) 0.6241(2) 0.0477(8) Uani 1 1 d . . .
H14A H 0.5844 0.7394 0.6617 0.057 Uiso 1 1 calc R . .
H14B H 0.5392 0.7648 0.5745 0.057 Uiso 1 1 calc R . .
C20 C 0.5908(3) 1.2669(2) 0.62652(17) 0.0397(6) Uani 1 1 d . . .
C24 C 0.6972(3) 1.2239(2) 0.59915(19) 0.0452(7) Uani 1 1 d . . .
H24 H 0.6956 1.1541 0.5842 0.054 Uiso 1 1 calc R . .
C13 C 0.3839(3) 0.6002(2) 0.57945(17) 0.0421(7) Uani 1 1 d . . .
H13 H 0.4485 0.5837 0.5500 0.050 Uiso 1 1 calc R . .
C22 C 0.7135(3) 1.4274(2) 0.64156(19) 0.0419(7) Uani 1 1 d . . .
H22 H 0.7179 1.4973 0.6563 0.050 Uiso 1 1 calc R . .
O5 O 0.2034(3) 0.3388(2) 0.2262(2) 0.0755(9) Uani 1 1 d . . .
H5A H 0.136(5) 0.390(4) 0.244(3) 0.091 Uiso 1 1 d . . .
H5B H 0.170(4) 0.263(4) 0.228(2) 0.091 Uiso 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 O1 2.0578(16) . ?
Zn1 O2 2.0867(18) 3_566 ?
Zn1 N1 2.126(2) . ?
Zn1 N4 2.136(2) 1_445 ?
Zn1 O3 2.2437(17) 4_566 ?
Zn1 O4 2.2464(18) 4_566 ?
Zn1 C8 2.579(2) 4_566 ?
O1 C7 1.260(3) . ?
O2 C7 1.257(3) . ?
O2 Zn1 2.0867(18) 3_566 ?
O4 C8 1.264(3) . ?
O4 Zn1 2.2464(18) 4_565 ?
O3 C8 1.252(3) . ?
O3 Zn1 2.2437(18) 4_565 ?
N3 C17 1.452(4) . ?
N3 C19 1.456(4) . ?
N3 C16 1.461(4) . ?
N1 C12 1.338(4) . ?
N1 C11 1.343(3) . ?
N4 C23 1.327(3) . ?
N4 C22 1.346(4) . ?
N4 Zn1 2.136(2) 1_665 ?
N2 C14 1.446(4) . ?
N2 C18 1.464(4) . ?
N2 C15 1.464(4) . ?
C3 C2 1.389(3) . ?
C3 C4 1.395(3) . ?
C3 C7 1.523(3) . ?
C1 C6 1.394(3) . ?
C1 C2 1.412(3) . ?
C1 C1 1.492(4) 3_556 ?
C21 C22 1.381(4) . ?
C21 C20 1.389(4) . ?
C21 H21 0.9300 . ?
C17 C18 1.508(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C16 C15 1.504(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C5 C4 1.397(3) . ?
C5 C6 1.401(3) . ?
C5 C8 1.500(3) . ?
C4 H4A 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C8 Zn1 2.579(2) 4_565 ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C19 C20 1.504(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9300 . ?
C11 C10 1.383(4) . ?
C11 H11 0.9300 . ?
C10 C9 1.391(4) . ?
C10 H10 0.9300 . ?
C23 C24 1.386(4) . ?
C23 H23 0.9300 . ?
C9 C13 1.380(4) . ?
C9 C14 1.511(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C20 C24 1.374(4) . ?
C24 H24 0.9300 . ?
C13 H13 0.9300 . ?
C22 H22 0.9300 . ?
O5 H5A 1.03(5) . ?
O5 H5B 1.03(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O2 119.45(7) . 3_566 ?
O1 Zn1 N1 94.35(8) . . ?
O2 Zn1 N1 87.40(8) 3_566 . ?
O1 Zn1 N4 90.48(8) . 1_445 ?
O2 Zn1 N4 88.42(8) 3_566 1_445 ?
N1 Zn1 N4 174.75(8) . 1_445 ?
O1 Zn1 O3 90.47(7) . 4_566 ?
O2 Zn1 O3 149.66(6) 3_566 4_566 ?
N1 Zn1 O3 95.75(8) . 4_566 ?
N4 Zn1 O3 86.27(8) 1_445 4_566 ?
O1 Zn1 O4 148.79(7) . 4_566 ?
O2 Zn1 O4 91.59(7) 3_566 4_566 ?
N1 Zn1 O4 89.89(8) . 4_566 ?
N4 Zn1 O4 87.04(8) 1_445 4_566 ?
O3 Zn1 O4 58.33(7) 4_566 4_566 ?
O1 Zn1 C8 119.44(7) . 4_566 ?
O2 Zn1 C8 120.68(7) 3_566 4_566 ?
N1 Zn1 C8 94.85(8) . 4_566 ?
N4 Zn1 C8 84.54(8) 1_445 4_566 ?
O3 Zn1 C8 29.05(7) 4_566 4_566 ?
O4 Zn1 C8 29.36(7) 4_566 4_566 ?
C7 O1 Zn1 143.67(16) . . ?
C7 O2 Zn1 133.27(17) . 3_566 ?
C8 O4 Zn1 90.04(14) . 4_565 ?
C8 O3 Zn1 90.49(15) . 4_565 ?
C17 N3 C19 112.1(3) . . ?
C17 N3 C16 108.5(3) . . ?
C19 N3 C16 114.2(3) . . ?
C12 N1 C11 117.4(2) . . ?
C12 N1 Zn1 124.88(18) . . ?
C11 N1 Zn1 117.40(19) . . ?
C23 N4 C22 116.3(2) . . ?
C23 N4 Zn1 118.9(2) . 1_665 ?
C22 N4 Zn1 124.31(18) . 1_665 ?
C14 N2 C18 111.4(3) . . ?
C14 N2 C15 110.8(2) . . ?
C18 N2 C15 109.3(2) . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 C7 119.90(19) . . ?
C4 C3 C7 119.48(19) . . ?
O2 C7 O1 126.2(2) . . ?
O2 C7 C3 117.77(19) . . ?
O1 C7 C3 116.00(19) . . ?
C6 C1 C2 117.6(2) . . ?
C6 C1 C1 122.0(2) . 3_556 ?
C2 C1 C1 120.4(2) . 3_556 ?
C22 C21 C20 119.6(3) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
N3 C17 C18 110.2(3) . . ?
N3 C17 H17A 109.6 . . ?
C18 C17 H17A 109.6 . . ?
N3 C17 H17B 109.6 . . ?
C18 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
N3 C16 C15 109.8(3) . . ?
N3 C16 H16A 109.7 . . ?
C15 C16 H16A 109.7 . . ?
N3 C16 H16B 109.7 . . ?
C15 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
N2 C15 C16 111.4(3) . . ?
N2 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
N2 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 C8 120.9(2) . . ?
C6 C5 C8 119.6(2) . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
N2 C18 C17 110.4(3) . . ?
N2 C18 H18A 109.6 . . ?
C17 C18 H18A 109.6 . . ?
N2 C18 H18B 109.6 . . ?
C17 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
O3 C8 O4 120.8(2) . . ?
O3 C8 C5 120.3(2) . . ?
O4 C8 C5 118.9(2) . . ?
O3 C8 Zn1 60.47(12) . 4_565 ?
O4 C8 Zn1 60.59(12) . 4_565 ?
C5 C8 Zn1 173.73(18) . 4_565 ?
C1 C6 C5 121.8(2) . . ?
C1 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C3 C2 C1 121.05(19) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
N3 C19 C20 112.2(3) . . ?
N3 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
N3 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
N1 C12 C13 122.7(3) . . ?
N1 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
N1 C11 C10 123.0(3) . . ?
N1 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
C11 C10 C9 119.4(2) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
N4 C23 C24 124.4(3) . . ?
N4 C23 H23 117.8 . . ?
C24 C23 H23 117.8 . . ?
C13 C9 C10 117.3(3) . . ?
C13 C9 C14 121.9(3) . . ?
C10 C9 C14 120.8(3) . . ?
N2 C14 C9 112.7(2) . . ?
N2 C14 H14A 109.0 . . ?
C9 C14 H14A 109.0 . . ?
N2 C14 H14B 109.0 . . ?
C9 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C24 C20 C21 117.5(3) . . ?
C24 C20 C19 121.3(3) . . ?
C21 C20 C19 121.2(3) . . ?
C20 C24 C23 119.1(3) . . ?
C20 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C9 C13 C12 120.1(3) . . ?
C9 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
N4 C22 C21 123.2(3) . . ?
N4 C22 H22 118.4 . . ?
C21 C22 H22 118.4 . . ?
H5A O5 H5B 110(3) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.43
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.921
_refine_diff_density_rms         0.137
_database_code_depnum_ccdc_archive 'CCDC 886662'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Zn-bptc-bpy

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H11 N O6 Zn'
_chemical_formula_weight         342.60

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/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                   7.277(3)
_cell_length_b                   9.581(4)
_cell_length_c                   18.528(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.204(8)
_cell_angle_gamma                90.00
_cell_volume                     1286.5(10)
_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          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    1.937
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.6430
_exptl_absorpt_correction_T_max  0.6979
_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            9888
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         27.49
_reflns_number_total             2852
_reflns_number_gt                2569
_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)+(0.0969P)²+2.6279P] 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         2852
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1656
_refine_ls_wR_factor_gt          0.1598
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.004
_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 0.21426(7) 0.94078(4) 0.21993(2) 0.0225(2) Uani 1 1 d . . .
O5 O -0.0535(5) 0.9367(3) 0.17711(18) 0.0361(8) Uani 1 1 d . . .
O3 O 0.3358(5) 1.7861(3) 0.18017(16) 0.0306(7) Uani 1 1 d . . .
O1 O 0.2992(4) 1.1290(3) 0.20183(15) 0.0288(7) Uani 1 1 d . . .
O2 O 0.3687(8) 1.0635(3) 0.0932(2) 0.0568(13) Uani 1 1 d . . .
N1 N 0.1524(5) 0.9574(3) 0.32501(18) 0.0212(7) Uani 1 1 d . . .
C5 C 0.3727(5) 1.5479(4) 0.1535(2) 0.0176(7) Uani 1 1 d . . .
C7 C 0.3518(6) 1.1537(4) 0.1401(2) 0.0253(9) Uani 1 1 d . . .
O4 O 0.2428(5) 1.6317(3) 0.25850(17) 0.0329(7) Uani 1 1 d . . .
C9 C 0.0333(5) 0.9912(4) 0.46358(19) 0.0190(8) Uani 1 1 d . . .
C2 C 0.4470(6) 1.3408(4) 0.0558(2) 0.0208(8) Uani 1 1 d . . .
H2 H 0.4704 1.2705 0.0232 0.025 Uiso 1 1 calc R . .
C6 C 0.4304(5) 1.5833(4) 0.0863(2) 0.0190(7) Uani 1 1 d . . .
H6 H 0.4433 1.6769 0.0745 0.023 Uiso 1 1 calc R . .
C8 C 0.3135(5) 1.6613(4) 0.2025(2) 0.0194(7) Uani 1 1 d . . .
C4 C 0.3554(5) 1.4083(4) 0.1728(2) 0.0184(7) Uani 1 1 d . . .
H4 H 0.3210 1.3846 0.2183 0.022 Uiso 1 1 calc R . .
C3 C 0.3902(5) 1.3045(4) 0.1233(2) 0.0193(8) Uani 1 1 d . . .
C13 C 0.0715(6) 1.1059(4) 0.4204(2) 0.0262(9) Uani 1 1 d . . .
H13 H 0.0577 1.1962 0.4376 0.031 Uiso 1 1 calc R . .
C12 C 0.1294(6) 1.0847(4) 0.3528(2) 0.0249(8) Uani 1 1 d . . .
H12 H 0.1537 1.1622 0.3250 0.030 Uiso 1 1 calc R . .
C10 C 0.0596(6) 0.8595(4) 0.4346(2) 0.0263(9) Uani 1 1 d . . .
H10 H 0.0378 0.7802 0.4615 0.032 Uiso 1 1 calc R . .
C11 C 0.1179(6) 0.8465(4) 0.3660(2) 0.0267(9) Uani 1 1 d . . .
H11 H 0.1338 0.7576 0.3475 0.032 Uiso 1 1 calc R . .
O6 O -0.2599(11) 0.9815(9) 0.0520(4) 0.118(2) Uiso 1 1 d . . .
C1 C 0.4696(5) 1.4806(4) 0.03587(18) 0.0171(7) Uani 1 1 d . . .
H6A H -0.2915 0.9594 0.0058 0.020 Uiso 1 1 d R . .
H5B H -0.0874 0.9362 0.1301 0.020 Uiso 1 1 d R . .
H6B H -0.3655 1.0150 0.0696 0.020 Uiso 1 1 d R . .
H5A H -0.1233 0.9955 0.2019 0.020 Uiso 1 1 d 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 1.908(3) 1_545 ?
Zn1 O1 1.945(3) . ?
Zn1 O5 2.036(4) . ?
Zn1 N1 2.044(3) . ?
O3 C8 1.280(5) . ?
O3 Zn1 1.908(3) 1_565 ?
O1 C7 1.261(5) . ?
O2 C7 1.240(5) . ?
N1 C12 1.340(5) . ?
N1 C11 1.342(5) . ?
C5 C6 1.393(5) . ?
C5 C4 1.393(5) . ?
C5 C8 1.503(5) . ?
C7 C3 1.509(5) . ?
O4 C8 1.232(5) . ?
C9 C10 1.391(5) . ?
C9 C13 1.402(5) . ?
C9 C9 1.484(7) 3_576 ?
C2 C3 1.398(5) . ?
C2 C1 1.403(5) . ?
C6 C1 1.403(5) . ?
C4 C3 1.391(5) . ?
C13 C12 1.373(5) . ?
C10 C11 1.382(5) . ?
C1 C1 1.486(6) 3_685 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Zn1 O1 119.21(13) 1_545 . ?
O3 Zn1 O5 107.18(14) 1_545 . ?
O1 Zn1 O5 104.98(14) . . ?
O3 Zn1 N1 125.30(13) 1_545 . ?
O1 Zn1 N1 101.13(12) . . ?
O5 Zn1 N1 95.00(14) . . ?
C8 O3 Zn1 121.6(2) . 1_565 ?
C7 O1 Zn1 117.2(3) . . ?
C12 N1 C11 117.8(3) . . ?
C12 N1 Zn1 118.9(3) . . ?
C11 N1 Zn1 123.1(3) . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 C8 119.4(3) . . ?
C4 C5 C8 120.2(3) . . ?
O2 C7 O1 124.2(4) . . ?
O2 C7 C3 119.4(4) . . ?
O1 C7 C3 116.3(3) . . ?
C10 C9 C13 116.7(3) . . ?
C10 C9 C9 121.4(4) . 3_576 ?
C13 C9 C9 121.8(4) . 3_576 ?
C3 C2 C1 121.6(3) . . ?
C5 C6 C1 121.4(3) . . ?
O4 C8 O3 124.2(3) . . ?
O4 C8 C5 120.4(3) . . ?
O3 C8 C5 115.4(3) . . ?
C3 C4 C5 119.5(3) . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 C7 120.1(3) . . ?
C2 C3 C7 119.8(3) . . ?
C12 C13 C9 119.8(4) . . ?
N1 C12 C13 123.0(4) . . ?
C11 C10 C9 120.1(4) . . ?
N1 C11 C10 122.5(4) . . ?
C6 C1 C2 117.3(3) . . ?
C6 C1 C1 121.0(4) . 3_685 ?
C2 C1 C1 121.7(4) . 3_685 ?

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
O6 H6A O2 0.89 1.88 2.767(9) 172.7 3_575
O5 H5B O6 0.88 1.88 2.681(9) 149.9 .
O6 H6B O2 0.92 2.07 2.980(9) 168.1 1_455
O5 H5A O4 0.91 1.76 2.667(4) 170.4 2_545

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         1.932
_refine_diff_density_min         -1.051
_refine_diff_density_rms         0.204



_database_code_depnum_ccdc_archive 'CCDC 886663'
