# 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        'Jian-Zhong Cui'
_publ_contact_author_email       CUIJIANZHONG@TJU.EDU.CN

_publ_section_title              
;
ds-block metal ions catalyzed decarboxylation of
pyrazine-2,3,5,6-tetracarboxylic acid and the complexes obtained from
hydrothermal reactions and novel water clusters
;
loop_
_publ_author_name
'Jian-Zhong Cui'
'Peng Cheng'
'Su-Rong Fang'
'Hong-Ling Gao'
;
Ying-Ping Quan
;
'Wei Shi'
'Jian-Hui Wang'
'Ai-Hong Yang'
'Yan-Ping Zhang'
;
Li-Hua Zhao
;

# Attachment 'complex 3.cif'

data_70203a
_database_code_depnum_ccdc_archive 'CCDC 648150'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N6 O12 Zn2'
_chemical_formula_weight         767.27

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                   9.2844(11)
_cell_length_b                   20.105(2)
_cell_length_c                   7.6606(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.057(2)
_cell_angle_gamma                90.00
_cell_volume                     1408.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    4564
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      26.30

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             780
_exptl_absorpt_coefficient_mu    1.785
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.601895
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      294(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            7998
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         26.36
_reflns_number_total             2861
_reflns_number_gt                2490
_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)+(0.0376P)²+0.6635P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2861
_refine_ls_number_parameters     217
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0714
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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 0.22150(3) 0.576109(11) 0.20898(3) 0.02035(10) Uani 1 1 d . . .
O1 O 0.12497(17) 0.55151(7) -0.04690(18) 0.0221(3) Uani 1 1 d . . .
O2 O 0.17816(19) 0.44293(8) -0.0721(2) 0.0288(4) Uani 1 1 d . . .
O3 O 0.36557(18) 0.53330(10) -0.2685(2) 0.0383(4) Uani 1 1 d . . .
O4 O 0.33513(18) 0.58650(8) -0.5274(2) 0.0268(4) Uani 1 1 d . . .
O5 O 0.33902(18) 0.48252(8) 0.2263(2) 0.0309(4) Uani 1 1 d D . .
H5A H 0.4321 0.4766 0.2428 0.037 Uiso 1 1 d RD . .
H5B H 0.2945 0.4679 0.1252 0.037 Uiso 1 1 d RD . .
N1 N 0.07329(18) 0.52590(8) -0.6277(2) 0.0173(4) Uani 1 1 d . . .
N2 N 0.1141(2) 0.67180(9) 0.2207(2) 0.0236(4) Uani 1 1 d . . .
N3 N 0.3733(2) 0.64380(9) 0.1312(2) 0.0238(4) Uani 1 1 d . . .
C1 C 0.1298(2) 0.49748(10) -0.1297(3) 0.0180(4) Uani 1 1 d . . .
C2 C 0.0621(2) 0.49962(10) -0.3262(2) 0.0164(4) Uani 1 1 d . . .
C3 C 0.1361(2) 0.52476(10) -0.4558(3) 0.0169(4) Uani 1 1 d . . .
C4 C 0.2934(2) 0.55054(11) -0.4121(3) 0.0197(4) Uani 1 1 d . . .
C5 C -0.0163(3) 0.68335(12) 0.2684(3) 0.0299(5) Uani 1 1 d . . .
H5 H -0.0752 0.6472 0.2842 0.036 Uiso 1 1 calc R . .
C6 C -0.0667(3) 0.74656(13) 0.2951(3) 0.0340(6) Uani 1 1 d . . .
H6 H -0.1580 0.7527 0.3269 0.041 Uiso 1 1 calc R . .
C7 C 0.0204(3) 0.80051(12) 0.2739(3) 0.0359(6) Uani 1 1 d . . .
H7 H -0.0104 0.8435 0.2927 0.043 Uiso 1 1 calc R . .
C8 C 0.1543(3) 0.78929(12) 0.2242(3) 0.0325(5) Uani 1 1 d . . .
H8 H 0.2149 0.8249 0.2092 0.039 Uiso 1 1 calc R . .
C9 C 0.1983(2) 0.72458(11) 0.1966(3) 0.0234(5) Uani 1 1 d . . .
C10 C 0.3399(2) 0.70905(11) 0.1394(3) 0.0237(5) Uani 1 1 d . . .
C11 C 0.4330(3) 0.75802(12) 0.0949(3) 0.0311(5) Uani 1 1 d . . .
H11 H 0.4086 0.8027 0.1009 0.037 Uiso 1 1 calc R . .
C12 C 0.5615(3) 0.73970(12) 0.0421(3) 0.0361(6) Uani 1 1 d . . .
H12 H 0.6247 0.7720 0.0121 0.043 Uiso 1 1 calc R . .
C13 C 0.5962(3) 0.67291(13) 0.0340(4) 0.0380(6) Uani 1 1 d . . .
H13 H 0.6826 0.6595 -0.0013 0.046 Uiso 1 1 calc R . .
C14 C 0.4987(3) 0.62662(12) 0.0796(3) 0.0316(5) Uani 1 1 d . . .
H14 H 0.5213 0.5817 0.0743 0.038 Uiso 1 1 calc R . .
O6 O 0.2924(4) 0.38667(13) 0.5054(4) 0.0972(10) Uani 1 1 d D . .
H6A H 0.3147 0.4000 0.4066 0.117 Uiso 1 1 d RD . .
H6B H 0.3496 0.3995 0.5991 0.117 Uiso 1 1 d RD . .


_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 2.0680(14) . ?
Zn1 N3 2.1184(18) . ?
Zn1 O4 2.1188(15) 1_556 ?
Zn1 O5 2.1675(16) . ?
Zn1 N2 2.1761(18) . ?
Zn1 N1 2.2538(17) 1_556 ?
O1 C1 1.263(2) . ?
O2 C1 1.237(3) . ?
O3 C4 1.234(3) . ?
O4 C4 1.255(3) . ?
O4 Zn1 2.1189(15) 1_554 ?
O5 H5A 0.8590 . ?
O5 H5B 0.8632 . ?
N1 C3 1.344(3) . ?
N1 C2 1.346(3) 3_564 ?
N1 Zn1 2.2539(17) 1_554 ?
N2 C5 1.345(3) . ?
N2 C9 1.349(3) . ?
N3 C14 1.338(3) . ?
N3 C10 1.352(3) . ?
C1 C2 1.528(3) . ?
C2 N1 1.346(3) 3_564 ?
C2 C3 1.397(3) . ?
C3 C4 1.530(3) . ?
C5 C6 1.382(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.380(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.391(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.490(3) . ?
C10 C11 1.392(3) . ?
C11 C12 1.374(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.385(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.385(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
O6 H6A 0.8615 . ?
O6 H6B 0.8549 . ?

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 N3 94.96(6) . . ?
O1 Zn1 O4 171.15(6) . 1_556 ?
N3 Zn1 O4 87.69(6) . 1_556 ?
O1 Zn1 O5 88.89(6) . . ?
N3 Zn1 O5 102.84(7) . . ?
O4 Zn1 O5 82.29(6) 1_556 . ?
O1 Zn1 N2 97.16(6) . . ?
N3 Zn1 N2 77.04(7) . . ?
O4 Zn1 N2 91.66(6) 1_556 . ?
O5 Zn1 N2 173.94(6) . . ?
O1 Zn1 N1 102.34(6) . 1_556 ?
N3 Zn1 N1 160.85(6) . 1_556 ?
O4 Zn1 N1 76.46(6) 1_556 1_556 ?
O5 Zn1 N1 85.81(6) . 1_556 ?
N2 Zn1 N1 92.55(7) . 1_556 ?
C1 O1 Zn1 129.37(13) . . ?
C4 O4 Zn1 116.79(13) . 1_554 ?
Zn1 O5 H5A 127.7 . . ?
Zn1 O5 H5B 94.8 . . ?
H5A O5 H5B 113.4 . . ?
C3 N1 C2 118.44(17) . 3_564 ?
C3 N1 Zn1 110.42(13) . 1_554 ?
C2 N1 Zn1 131.11(13) 3_564 1_554 ?
C5 N2 C9 118.15(19) . . ?
C5 N2 Zn1 127.21(15) . . ?
C9 N2 Zn1 114.16(15) . . ?
C14 N3 C10 118.87(19) . . ?
C14 N3 Zn1 124.96(15) . . ?
C10 N3 Zn1 116.15(15) . . ?
O2 C1 O1 128.80(19) . . ?
O2 C1 C2 115.94(17) . . ?
O1 C1 C2 115.23(17) . . ?
N1 C2 C3 120.27(18) 3_564 . ?
N1 C2 C1 116.91(17) 3_564 . ?
C3 C2 C1 122.79(18) . . ?
N1 C3 C2 121.27(19) . . ?
N1 C3 C4 116.31(17) . . ?
C2 C3 C4 122.41(17) . . ?
O3 C4 O4 127.1(2) . . ?
O3 C4 C3 116.70(18) . . ?
O4 C4 C3 116.19(17) . . ?
N2 C5 C6 122.9(2) . . ?
N2 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C7 C6 C5 119.0(2) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C6 C7 C8 118.6(2) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C7 C8 C9 119.8(2) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
N2 C9 C8 121.5(2) . . ?
N2 C9 C10 115.93(19) . . ?
C8 C9 C10 122.6(2) . . ?
N3 C10 C11 121.2(2) . . ?
N3 C10 C9 116.02(19) . . ?
C11 C10 C9 122.8(2) . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 119.6(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 118.2(2) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
N3 C14 C13 122.8(2) . . ?
N3 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
H6A O6 H6B 115.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Zn1 O1 C1 110.76(18) . . . . ?
O4 Zn1 O1 C1 3.7(5) 1_556 . . . ?
O5 Zn1 O1 C1 7.97(17) . . . . ?
N2 Zn1 O1 C1 -171.71(17) . . . . ?
N1 Zn1 O1 C1 -77.50(18) 1_556 . . . ?
O1 Zn1 N2 C5 87.24(18) . . . . ?
N3 Zn1 N2 C5 -179.30(19) . . . . ?
O4 Zn1 N2 C5 -92.05(18) 1_556 . . . ?
O5 Zn1 N2 C5 -89.7(7) . . . . ?
N1 Zn1 N2 C5 -15.54(19) 1_556 . . . ?
O1 Zn1 N2 C9 -101.01(14) . . . . ?
N3 Zn1 N2 C9 -7.54(14) . . . . ?
O4 Zn1 N2 C9 79.70(14) 1_556 . . . ?
O5 Zn1 N2 C9 82.1(7) . . . . ?
N1 Zn1 N2 C9 156.21(14) 1_556 . . . ?
O1 Zn1 N3 C14 -80.43(18) . . . . ?
O4 Zn1 N3 C14 91.11(18) 1_556 . . . ?
O5 Zn1 N3 C14 9.56(19) . . . . ?
N2 Zn1 N3 C14 -176.66(19) . . . . ?
N1 Zn1 N3 C14 124.9(2) 1_556 . . . ?
O1 Zn1 N3 C10 101.17(15) . . . . ?
O4 Zn1 N3 C10 -87.30(15) 1_556 . . . ?
O5 Zn1 N3 C10 -168.85(14) . . . . ?
N2 Zn1 N3 C10 4.94(14) . . . . ?
N1 Zn1 N3 C10 -53.5(3) 1_556 . . . ?
Zn1 O1 C1 O2 10.0(3) . . . . ?
Zn1 O1 C1 C2 -172.18(13) . . . . ?
O2 C1 C2 N1 77.2(2) . . . 3_564 ?
O1 C1 C2 N1 -101.0(2) . . . 3_564 ?
O2 C1 C2 C3 -101.0(2) . . . . ?
O1 C1 C2 C3 80.9(2) . . . . ?
C2 N1 C3 C2 -1.9(3) 3_564 . . . ?
Zn1 N1 C3 C2 176.24(15) 1_554 . . . ?
C2 N1 C3 C4 176.45(17) 3_564 . . . ?
Zn1 N1 C3 C4 -5.4(2) 1_554 . . . ?
N1 C2 C3 N1 1.9(3) 3_564 . . . ?
C1 C2 C3 N1 180.00(18) . . . . ?
N1 C2 C3 C4 -176.32(18) 3_564 . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
Zn1 O4 C4 O3 156.46(19) 1_554 . . . ?
Zn1 O4 C4 C3 -22.8(2) 1_554 . . . ?
N1 C3 C4 O3 -160.4(2) . . . . ?
C2 C3 C4 O3 17.9(3) . . . . ?
N1 C3 C4 O4 18.9(3) . . . . ?
C2 C3 C4 O4 -162.74(19) . . . . ?
C9 N2 C5 C6 -0.6(3) . . . . ?
Zn1 N2 C5 C6 170.90(17) . . . . ?
N2 C5 C6 C7 -0.7(4) . . . . ?
C5 C6 C7 C8 0.9(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C5 N2 C9 C8 1.6(3) . . . . ?
Zn1 N2 C9 C8 -171.00(17) . . . . ?
C5 N2 C9 C10 -178.52(18) . . . . ?
Zn1 N2 C9 C10 8.9(2) . . . . ?
C7 C8 C9 N2 -1.3(3) . . . . ?
C7 C8 C9 C10 178.8(2) . . . . ?
C14 N3 C10 C11 0.2(3) . . . . ?
Zn1 N3 C10 C11 178.70(16) . . . . ?
C14 N3 C10 C9 179.59(19) . . . . ?
Zn1 N3 C10 C9 -1.9(2) . . . . ?
N2 C9 C10 N3 -4.9(3) . . . . ?
C8 C9 C10 N3 175.0(2) . . . . ?
N2 C9 C10 C11 174.5(2) . . . . ?
C8 C9 C10 C11 -5.6(3) . . . . ?
N3 C10 C11 C12 -0.2(3) . . . . ?
C9 C10 C11 C12 -179.5(2) . . . . ?
C10 C11 C12 C13 0.0(4) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C10 N3 C14 C13 -0.1(3) . . . . ?
Zn1 N3 C14 C13 -178.43(19) . . . . ?
C12 C13 C14 N3 -0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.36
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.082

# Attachment 'complex 5.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 664597'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 Cu2 N6 O13'
_chemical_formula_weight         781.63

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.182(2)
_cell_length_b                   12.088(2)
_cell_length_c                   13.495(3)
_cell_angle_alpha                97.61(3)
_cell_angle_beta                 97.61(3)
_cell_angle_gamma                116.83(3)
_cell_volume                     1574.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12260
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      27.42

_exptl_crystal_description       Block
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             796
_exptl_absorpt_coefficient_mu    1.427
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.8832
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SCX min'
_diffrn_measurement_method       w\
_diffrn_detector_area_resol_mean 0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13384
_diffrn_reflns_av_R_equivalents  0.1034
_diffrn_reflns_av_sigmaI/netI    0.1364
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5501
_reflns_number_gt                3368
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_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)+(0.0418P)²] 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         5501
_refine_ls_number_parameters     472
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1342
_refine_ls_R_factor_gt           0.0722
_refine_ls_wR_factor_ref         0.1331
_refine_ls_wR_factor_gt          0.1138
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.045
_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
Cu1 Cu 0.65408(8) 0.75065(7) 1.01642(6) 0.0257(2) Uani 1 1 d . . .
Cu2 Cu 0.58515(8) 0.79228(7) 0.61141(6) 0.0239(2) Uani 1 1 d . . .
C1 C 0.3740(6) 0.5220(5) 0.5347(4) 0.0187(14) Uani 1 1 d . . .
C2 C 0.2932(5) 0.3937(5) 0.5369(4) 0.0178(14) Uani 1 1 d . . .
C3 C 0.3549(6) 0.4438(5) 0.7143(4) 0.0171(13) Uani 1 1 d . . .
C4 C 0.4416(6) 0.5716(5) 0.7124(4) 0.0195(14) Uani 1 1 d . . .
C5 C 0.3815(7) 0.5744(6) 0.4367(5) 0.0256(15) Uani 1 1 d . . .
C6 C 0.2067(7) 0.2902(6) 0.4396(5) 0.0271(16) Uani 1 1 d . . .
C7 C 0.3256(7) 0.3933(5) 0.8117(4) 0.0229(15) Uani 1 1 d . . .
C8 C 0.5290(6) 0.6739(6) 0.8082(4) 0.0214(14) Uani 1 1 d . . .
C9 C 0.3182(7) 0.8013(7) 0.6026(5) 0.0399(18) Uani 1 1 d . . .
H9A H 0.2767 0.7133 0.5929 0.048 Uiso 1 1 calc R . .
C10 C 0.2355(8) 0.8590(9) 0.6029(5) 0.052(2) Uani 1 1 d . . .
H10A H 0.1407 0.8111 0.5929 0.063 Uiso 1 1 calc R . .
C11 C 0.2987(10) 0.9902(9) 0.6186(6) 0.059(2) Uani 1 1 d . . .
H11A H 0.2462 1.0317 0.6206 0.071 Uiso 1 1 calc R . .
C12 C 0.4373(9) 1.0583(8) 0.6313(5) 0.049(2) Uani 1 1 d . . .
H12A H 0.4798 1.1463 0.6406 0.059 Uiso 1 1 calc R . .
C13 C 0.7513(9) 1.1910(7) 0.6622(6) 0.054(2) Uani 1 1 d . . .
H13A H 0.7143 1.2459 0.6711 0.064 Uiso 1 1 calc R . .
C14 C 0.8898(10) 1.2398(8) 0.6694(6) 0.068(3) Uani 1 1 d . . .
H14A H 0.9461 1.3272 0.6820 0.081 Uiso 1 1 calc R . .
C15 C 0.9449(8) 1.1605(7) 0.6580(6) 0.059(2) Uani 1 1 d . . .
H15A H 1.0388 1.1925 0.6626 0.070 Uiso 1 1 calc R . .
C16 C 0.8573(7) 1.0293(6) 0.6393(5) 0.0396(18) Uani 1 1 d . . .
H16A H 0.8950 0.9749 0.6314 0.048 Uiso 1 1 calc R . .
C17 C 0.6639(7) 1.0585(6) 0.6415(5) 0.0322(17) Uani 1 1 d . . .
C18 C 0.5147(7) 0.9950(6) 0.6301(5) 0.0304(16) Uani 1 1 d . . .
C19 C 0.9419(7) 0.9645(6) 1.1096(5) 0.0384(18) Uani 1 1 d . . .
H19A H 0.9717 0.9060 1.0904 0.046 Uiso 1 1 calc R . .
C20 C 1.0399(8) 1.0898(7) 1.1548(5) 0.050(2) Uani 1 1 d . . .
H20A H 1.1332 1.1144 1.1676 0.060 Uiso 1 1 calc R . .
C21 C 0.9937(8) 1.1759(7) 1.1800(5) 0.053(2) Uani 1 1 d . . .
H21A H 1.0567 1.2605 1.2085 0.064 Uiso 1 1 calc R . .
C22 C 0.8533(8) 1.1371(6) 1.1630(5) 0.045(2) Uani 1 1 d . . .
H22A H 0.8218 1.1950 1.1794 0.054 Uiso 1 1 calc R . .
C23 C 0.5404(8) 1.0180(6) 1.1323(5) 0.0386(19) Uani 1 1 d . . .
H23A H 0.5885 1.1031 1.1657 0.046 Uiso 1 1 calc R . .
C24 C 0.3983(9) 0.9547(7) 1.1132(5) 0.045(2) Uani 1 1 d . . .
H24A H 0.3516 0.9981 1.1327 0.054 Uiso 1 1 calc R . .
C25 C 0.3246(8) 0.8261(7) 1.0647(5) 0.0408(19) Uani 1 1 d . . .
H25A H 0.2293 0.7813 1.0534 0.049 Uiso 1 1 calc R . .
C26 C 0.4019(7) 0.7684(7) 1.0340(5) 0.0404(19) Uani 1 1 d . . .
H26A H 0.3560 0.6836 0.9998 0.048 Uiso 1 1 calc R . .
C27 C 0.6112(7) 0.9551(6) 1.1018(4) 0.0259(15) Uani 1 1 d . . .
C28 C 0.7612(7) 1.0091(6) 1.1206(4) 0.0317(17) Uani 1 1 d . . .
N1 N 0.4480(5) 0.6084(4) 0.6222(3) 0.0194(12) Uani 1 1 d . . .
N2 N 0.2823(5) 0.3546(4) 0.6259(4) 0.0228(12) Uani 1 1 d . . .
N3 N 0.4554(5) 0.8663(5) 0.6158(4) 0.0277(13) Uani 1 1 d . . .
N4 N 0.7212(5) 0.9788(5) 0.6323(4) 0.0286(13) Uani 1 1 d . . .
N5 N 0.8062(6) 0.9250(4) 1.0926(4) 0.0281(13) Uani 1 1 d . . .
N6 N 0.5391(5) 0.8307(5) 1.0520(4) 0.0270(13) Uani 1 1 d . . .
O1W O 0.7833(5) 0.6856(4) 0.9887(3) 0.0344(12) Uani 1 1 d D . .
H1WA H 0.741(6) 0.617(4) 0.943(4) 0.041 Uiso 1 1 d D . .
H1WB H 0.769(6) 0.647(5) 1.038(3) 0.041 Uiso 1 1 d D . .
O1 O 0.4728(4) 0.6868(4) 0.4451(3) 0.0320(11) Uani 1 1 d . . .
O2 O 0.2946(6) 0.5015(4) 0.3583(3) 0.0581(16) Uani 1 1 d . . .
O2W O 0.0470(11) 0.4929(15) 0.0925(9) 0.192(5) Uani 1 1 d D . .
H2WA H -0.026(9) 0.474(15) 0.115(11) 0.231 Uiso 1 1 d D . .
H2WB H 0.125(7) 0.499(15) 0.114(11) 0.231 Uiso 1 1 d D . .
O3 O 0.0836(5) 0.2547(5) 0.4259(4) 0.0653(17) Uani 1 1 d . . .
O3W O -0.0021(9) 0.4581(7) 0.3967(7) 0.106(2) Uani 1 1 d D . .
H3WA H 0.066(7) 0.448(10) 0.419(8) 0.127 Uiso 1 1 d D . .
H3WB H 0.011(12) 0.516(7) 0.445(5) 0.127 Uiso 1 1 d D . .
O4 O 0.2643(4) 0.2477(4) 0.3831(3) 0.0312(11) Uani 1 1 d . . .
O4W O 0.1562(8) 0.5880(6) 0.7944(5) 0.085(2) Uani 1 1 d D . .
H4WA H 0.163(9) 0.526(6) 0.811(7) 0.102 Uiso 1 1 d D . .
H4WB H 0.111(9) 0.571(9) 0.734(3) 0.102 Uiso 1 1 d D . .
O5 O 0.3933(4) 0.3435(4) 0.8486(3) 0.0292(11) Uani 1 1 d . . .
O5W O 0.3192(5) 0.5290(5) 0.1651(4) 0.0428(13) Uani 1 1 d D . .
H5WA H 0.402(3) 0.568(6) 0.158(5) 0.051 Uiso 1 1 d D . .
H5WB H 0.319(7) 0.528(6) 0.228(2) 0.051 Uiso 1 1 d D . .
O6 O 0.2266(4) 0.4005(4) 0.8413(3) 0.0343(11) Uani 1 1 d . . .
O7 O 0.5191(4) 0.6328(3) 0.8915(3) 0.0287(11) Uani 1 1 d . . .
O8 O 0.6037(4) 0.7838(4) 0.8001(3) 0.0303(11) 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
Cu1 O7 1.974(4) . ?
Cu1 O1W 1.985(5) . ?
Cu1 N6 1.996(5) . ?
Cu1 N5 2.030(5) . ?
Cu1 O5 2.271(4) 2_667 ?
Cu2 O4 1.946(4) 2_666 ?
Cu2 N3 2.022(5) . ?
Cu2 N4 2.024(5) . ?
Cu2 N1 2.093(5) . ?
Cu2 O1 2.300(4) . ?
C1 N1 1.344(7) . ?
C1 C2 1.405(7) . ?
C1 C5 1.537(8) . ?
C2 N2 1.348(7) . ?
C2 C6 1.537(8) . ?
C3 N2 1.363(7) . ?
C3 C4 1.412(7) . ?
C3 C7 1.534(8) . ?
C4 N1 1.350(7) . ?
C4 C8 1.519(8) . ?
C5 O2 1.244(7) . ?
C5 O1 1.255(7) . ?
C6 O3 1.221(7) . ?
C6 O4 1.259(7) . ?
C7 O5 1.254(7) . ?
C7 O6 1.260(7) . ?
C8 O8 1.239(6) . ?
C8 O7 1.286(7) . ?
C9 N3 1.343(8) . ?
C9 C10 1.387(9) . ?
C9 H9A 0.9300 . ?
C10 C11 1.385(10) . ?
C10 H10A 0.9300 . ?
C11 C12 1.360(11) . ?
C11 H11A 0.9300 . ?
C12 C18 1.391(9) . ?
C12 H12A 0.9300 . ?
C13 C14 1.371(11) . ?
C13 C17 1.413(9) . ?
C13 H13A 0.9300 . ?
C14 C15 1.357(11) . ?
C14 H14A 0.9300 . ?
C15 C16 1.401(9) . ?
C15 H15A 0.9300 . ?
C16 N4 1.344(8) . ?
C16 H16A 0.9300 . ?
C17 N4 1.378(8) . ?
C17 C18 1.462(9) . ?
C18 N3 1.361(7) . ?
C19 N5 1.344(8) . ?
C19 C20 1.395(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.379(10) . ?
C20 H20A 0.9300 . ?
C21 C22 1.396(10) . ?
C21 H21A 0.9300 . ?
C22 C28 1.398(8) . ?
C22 H22A 0.9300 . ?
C23 C24 1.385(10) . ?
C23 C27 1.386(9) . ?
C23 H23A 0.9300 . ?
C24 C25 1.398(9) . ?
C24 H24A 0.9300 . ?
C25 C26 1.403(9) . ?
C25 H25A 0.9300 . ?
C26 N6 1.337(8) . ?
C26 H26A 0.9300 . ?
C27 N6 1.363(7) . ?
C27 C28 1.470(9) . ?
C28 N5 1.356(8) . ?
O1W H1WA 0.86(2) . ?
O1W H1WB 0.85(2) . ?
O2W H2WA 0.85(2) . ?
O2W H2WB 0.85(2) . ?
O3W H3WA 0.85(2) . ?
O3W H3WB 0.84(2) . ?
O4 Cu2 1.946(4) 2_666 ?
O4W H4WA 0.85(2) . ?
O4W H4WB 0.85(2) . ?
O5 Cu1 2.271(4) 2_667 ?
O5W H5WA 0.85(2) . ?
O5W H5WB 0.85(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
O7 Cu1 O1W 90.52(18) . . ?
O7 Cu1 N6 94.3(2) . . ?
O1W Cu1 N6 174.7(2) . . ?
O7 Cu1 N5 151.59(18) . . ?
O1W Cu1 N5 93.6(2) . . ?
N6 Cu1 N5 81.1(2) . . ?
O7 Cu1 O5 108.59(16) . 2_667 ?
O1W Cu1 O5 93.06(17) . 2_667 ?
N6 Cu1 O5 87.36(18) . 2_667 ?
N5 Cu1 O5 99.24(17) . 2_667 ?
O4 Cu2 N3 169.7(2) 2_666 . ?
O4 Cu2 N4 89.6(2) 2_666 . ?
N3 Cu2 N4 80.4(2) . . ?
O4 Cu2 N1 91.81(18) 2_666 . ?
N3 Cu2 N1 97.5(2) . . ?
N4 Cu2 N1 168.23(19) . . ?
O4 Cu2 O1 97.54(16) 2_666 . ?
N3 Cu2 O1 89.07(18) . . ?
N4 Cu2 O1 116.11(18) . . ?
N1 Cu2 O1 75.28(17) . . ?
N1 C1 C2 120.2(5) . . ?
N1 C1 C5 115.6(5) . . ?
C2 C1 C5 124.2(5) . . ?
N2 C2 C1 121.6(5) . . ?
N2 C2 C6 115.6(5) . . ?
C1 C2 C6 122.7(5) . . ?
N2 C3 C4 121.1(5) . . ?
N2 C3 C7 113.9(5) . . ?
C4 C3 C7 124.9(5) . . ?
N1 C4 C3 119.9(5) . . ?
N1 C4 C8 116.7(5) . . ?
C3 C4 C8 123.4(5) . . ?
O2 C5 O1 127.3(6) . . ?
O2 C5 C1 116.2(5) . . ?
O1 C5 C1 116.4(5) . . ?
O3 C6 O4 125.8(6) . . ?
O3 C6 C2 114.5(6) . . ?
O4 C6 C2 119.7(5) . . ?
O5 C7 O6 127.6(6) . . ?
O5 C7 C3 118.8(6) . . ?
O6 C7 C3 113.4(5) . . ?
O8 C8 O7 126.7(6) . . ?
O8 C8 C4 119.5(5) . . ?
O7 C8 C4 113.7(5) . . ?
N3 C9 C10 123.2(7) . . ?
N3 C9 H9A 118.4 . . ?
C10 C9 H9A 118.4 . . ?
C11 C10 C9 117.9(7) . . ?
C11 C10 H10A 121.1 . . ?
C9 C10 H10A 121.1 . . ?
C12 C11 C10 120.2(7) . . ?
C12 C11 H11A 119.9 . . ?
C10 C11 H11A 119.9 . . ?
C11 C12 C18 119.3(8) . . ?
C11 C12 H12A 120.4 . . ?
C18 C12 H12A 120.4 . . ?
C14 C13 C17 120.8(8) . . ?
C14 C13 H13A 119.6 . . ?
C17 C13 H13A 119.6 . . ?
C15 C14 C13 120.0(8) . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C16 118.5(8) . . ?
C14 C15 H15A 120.7 . . ?
C16 C15 H15A 120.7 . . ?
N4 C16 C15 122.8(7) . . ?
N4 C16 H16A 118.6 . . ?
C15 C16 H16A 118.6 . . ?
N4 C17 C13 118.7(7) . . ?
N4 C17 C18 115.2(6) . . ?
C13 C17 C18 126.0(7) . . ?
N3 C18 C12 121.8(7) . . ?
N3 C18 C17 114.4(6) . . ?
C12 C18 C17 123.9(7) . . ?
N5 C19 C20 122.6(7) . . ?
N5 C19 H19A 118.7 . . ?
C20 C19 H19A 118.7 . . ?
C21 C20 C19 117.8(7) . . ?
C21 C20 H20A 121.1 . . ?
C19 C20 H20A 121.1 . . ?
C20 C21 C22 120.6(7) . . ?
C20 C21 H21A 119.7 . . ?
C22 C21 H21A 119.7 . . ?
C21 C22 C28 118.3(7) . . ?
C21 C22 H22A 120.9 . . ?
C28 C22 H22A 120.9 . . ?
C24 C23 C27 120.3(6) . . ?
C24 C23 H23A 119.8 . . ?
C27 C23 H23A 119.8 . . ?
C23 C24 C25 120.5(7) . . ?
C23 C24 H24A 119.7 . . ?
C25 C24 H24A 119.7 . . ?
C24 C25 C26 116.4(7) . . ?
C24 C25 H25A 121.8 . . ?
C26 C25 H25A 121.8 . . ?
N6 C26 C25 122.6(7) . . ?
N6 C26 H26A 118.7 . . ?
C25 C26 H26A 118.7 . . ?
N6 C27 C23 119.1(6) . . ?
N6 C27 C28 114.9(6) . . ?
C23 C27 C28 126.0(6) . . ?
N5 C28 C22 121.2(7) . . ?
N5 C28 C27 115.0(6) . . ?
C22 C28 C27 123.8(7) . . ?
C1 N1 C4 119.5(5) . . ?
C1 N1 Cu2 117.8(4) . . ?
C4 N1 Cu2 122.3(4) . . ?
C2 N2 C3 117.6(5) . . ?
C9 N3 C18 117.7(6) . . ?
C9 N3 Cu2 126.7(5) . . ?
C18 N3 Cu2 115.6(4) . . ?
C16 N4 C17 119.0(6) . . ?
C16 N4 Cu2 126.6(5) . . ?
C17 N4 Cu2 114.3(4) . . ?
C19 N5 C28 119.4(6) . . ?
C19 N5 Cu1 126.6(5) . . ?
C28 N5 Cu1 113.8(4) . . ?
C26 N6 C27 121.0(6) . . ?
C26 N6 Cu1 124.1(5) . . ?
C27 N6 Cu1 114.8(4) . . ?
Cu1 O1W H1WA 110(5) . . ?
Cu1 O1W H1WB 91(4) . . ?
H1WA O1W H1WB 93(6) . . ?
C5 O1 Cu2 113.8(4) . . ?
H2WA O2W H2WB 136(10) . . ?
H3WA O3W H3WB 98(10) . . ?
C6 O4 Cu2 141.9(4) . 2_666 ?
H4WA O4W H4WB 114(9) . . ?
C7 O5 Cu1 121.9(4) . 2_667 ?
H5WA O5W H5WB 109(7) . . ?
C8 O7 Cu1 116.4(4) . . ?

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 C1 C2 N2 3.1(8) . . . . ?
C5 C1 C2 N2 -174.8(5) . . . . ?
N1 C1 C2 C6 -179.8(5) . . . . ?
C5 C1 C2 C6 2.4(9) . . . . ?
N2 C3 C4 N1 3.4(8) . . . . ?
C7 C3 C4 N1 -172.6(5) . . . . ?
N2 C3 C4 C8 -177.6(5) . . . . ?
C7 C3 C4 C8 6.4(9) . . . . ?
N1 C1 C5 O2 -166.6(6) . . . . ?
C2 C1 C5 O2 11.3(9) . . . . ?
N1 C1 C5 O1 12.1(8) . . . . ?
C2 C1 C5 O1 -170.0(5) . . . . ?
N2 C2 C6 O3 72.8(7) . . . . ?
C1 C2 C6 O3 -104.5(7) . . . . ?
N2 C2 C6 O4 -105.7(6) . . . . ?
C1 C2 C6 O4 77.0(7) . . . . ?
N2 C3 C7 O5 87.0(7) . . . . ?
C4 C3 C7 O5 -96.7(7) . . . . ?
N2 C3 C7 O6 -88.5(6) . . . . ?
C4 C3 C7 O6 87.7(7) . . . . ?
N1 C4 C8 O8 -1.8(8) . . . . ?
C3 C4 C8 O8 179.1(5) . . . . ?
N1 C4 C8 O7 -179.6(5) . . . . ?
C3 C4 C8 O7 1.4(8) . . . . ?
N3 C9 C10 C11 -0.7(11) . . . . ?
C9 C10 C11 C12 1.3(11) . . . . ?
C10 C11 C12 C18 -1.2(11) . . . . ?
C17 C13 C14 C15 -1.0(13) . . . . ?
C13 C14 C15 C16 -0.1(13) . . . . ?
C14 C15 C16 N4 -0.1(12) . . . . ?
C14 C13 C17 N4 2.4(10) . . . . ?
C14 C13 C17 C18 -178.7(7) . . . . ?
C11 C12 C18 N3 0.5(10) . . . . ?
C11 C12 C18 C17 179.1(6) . . . . ?
N4 C17 C18 N3 2.3(8) . . . . ?
C13 C17 C18 N3 -176.6(6) . . . . ?
N4 C17 C18 C12 -176.4(6) . . . . ?
C13 C17 C18 C12 4.7(11) . . . . ?
N5 C19 C20 C21 -1.9(10) . . . . ?
C19 C20 C21 C22 1.7(11) . . . . ?
C20 C21 C22 C28 0.4(10) . . . . ?
C27 C23 C24 C25 1.2(10) . . . . ?
C23 C24 C25 C26 -2.3(10) . . . . ?
C24 C25 C26 N6 1.8(10) . . . . ?
C24 C23 C27 N6 0.6(9) . . . . ?
C24 C23 C27 C28 -177.5(6) . . . . ?
C21 C22 C28 N5 -2.6(9) . . . . ?
C21 C22 C28 C27 178.0(6) . . . . ?
N6 C27 C28 N5 -4.8(7) . . . . ?
C23 C27 C28 N5 173.4(6) . . . . ?
N6 C27 C28 C22 174.7(6) . . . . ?
C23 C27 C28 C22 -7.1(10) . . . . ?
C2 C1 N1 C4 -1.5(8) . . . . ?
C5 C1 N1 C4 176.5(5) . . . . ?
C2 C1 N1 Cu2 172.2(4) . . . . ?
C5 C1 N1 Cu2 -9.8(6) . . . . ?
C3 C4 N1 C1 -1.6(8) . . . . ?
C8 C4 N1 C1 179.3(5) . . . . ?
C3 C4 N1 Cu2 -175.0(4) . . . . ?
C8 C4 N1 Cu2 6.0(7) . . . . ?
O4 Cu2 N1 C1 -92.9(4) 2_666 . . . ?
N3 Cu2 N1 C1 91.5(4) . . . . ?
N4 Cu2 N1 C1 170.4(9) . . . . ?
O1 Cu2 N1 C1 4.4(4) . . . . ?
O4 Cu2 N1 C4 80.6(4) 2_666 . . . ?
N3 Cu2 N1 C4 -95.0(4) . . . . ?
N4 Cu2 N1 C4 -16.1(12) . . . . ?
O1 Cu2 N1 C4 177.9(5) . . . . ?
C1 C2 N2 C3 -1.3(8) . . . . ?
C6 C2 N2 C3 -178.6(5) . . . . ?
C4 C3 N2 C2 -1.9(8) . . . . ?
C7 C3 N2 C2 174.5(5) . . . . ?
C10 C9 N3 C18 0.1(10) . . . . ?
C10 C9 N3 Cu2 -177.5(5) . . . . ?
C12 C18 N3 C9 0.0(9) . . . . ?
C17 C18 N3 C9 -178.7(6) . . . . ?
C12 C18 N3 Cu2 177.8(5) . . . . ?
C17 C18 N3 Cu2 -0.9(7) . . . . ?
O4 Cu2 N3 C9 -169.2(9) 2_666 . . . ?
N4 Cu2 N3 C9 177.2(6) . . . . ?
N1 Cu2 N3 C9 -14.5(5) . . . . ?
O1 Cu2 N3 C9 60.5(5) . . . . ?
O4 Cu2 N3 C18 13.2(13) 2_666 . . . ?
N4 Cu2 N3 C18 -0.4(4) . . . . ?
N1 Cu2 N3 C18 167.9(4) . . . . ?
O1 Cu2 N3 C18 -117.1(4) . . . . ?
C15 C16 N4 C17 1.6(10) . . . . ?
C15 C16 N4 Cu2 -177.3(5) . . . . ?
C13 C17 N4 C16 -2.6(9) . . . . ?
C18 C17 N4 C16 178.4(6) . . . . ?
C13 C17 N4 Cu2 176.4(5) . . . . ?
C18 C17 N4 Cu2 -2.6(7) . . . . ?
O4 Cu2 N4 C16 3.0(5) 2_666 . . . ?
N3 Cu2 N4 C16 -179.4(6) . . . . ?
N1 Cu2 N4 C16 99.9(11) . . . . ?
O1 Cu2 N4 C16 -95.2(5) . . . . ?
O4 Cu2 N4 C17 -176.0(4) 2_666 . . . ?
N3 Cu2 N4 C17 1.6(4) . . . . ?
N1 Cu2 N4 C17 -79.1(11) . . . . ?
O1 Cu2 N4 C17 85.8(4) . . . . ?
C20 C19 N5 C28 -0.2(9) . . . . ?
C20 C19 N5 Cu1 174.1(5) . . . . ?
C22 C28 N5 C19 2.5(9) . . . . ?
C27 C28 N5 C19 -178.0(5) . . . . ?
C22 C28 N5 Cu1 -172.5(5) . . . . ?
C27 C28 N5 Cu1 7.0(6) . . . . ?
O7 Cu1 N5 C19 -97.4(6) . . . . ?
O1W Cu1 N5 C19 0.5(5) . . . . ?
N6 Cu1 N5 C19 -180.0(5) . . . . ?
O5 Cu1 N5 C19 94.2(5) 2_667 . . . ?
O7 Cu1 N5 C28 77.2(6) . . . . ?
O1W Cu1 N5 C28 175.0(4) . . . . ?
N6 Cu1 N5 C28 -5.4(4) . . . . ?
O5 Cu1 N5 C28 -91.3(4) 2_667 . . . ?
C25 C26 N6 C27 0.0(9) . . . . ?
C25 C26 N6 Cu1 176.7(5) . . . . ?
C23 C27 N6 C26 -1.2(9) . . . . ?
C28 C27 N6 C26 177.1(5) . . . . ?
C23 C27 N6 Cu1 -178.2(4) . . . . ?
C28 C27 N6 Cu1 0.1(6) . . . . ?
O7 Cu1 N6 C26 34.1(5) . . . . ?
O1W Cu1 N6 C26 -169.0(19) . . . . ?
N5 Cu1 N6 C26 -174.1(5) . . . . ?
O5 Cu1 N6 C26 -74.3(5) 2_667 . . . ?
O7 Cu1 N6 C27 -149.0(4) . . . . ?
O1W Cu1 N6 C27 8(2) . . . . ?
N5 Cu1 N6 C27 2.8(4) . . . . ?
O5 Cu1 N6 C27 102.6(4) 2_667 . . . ?
O2 C5 O1 Cu2 170.5(6) . . . . ?
C1 C5 O1 Cu2 -8.0(6) . . . . ?
O4 Cu2 O1 C5 92.3(4) 2_666 . . . ?
N3 Cu2 O1 C5 -95.5(4) . . . . ?
N4 Cu2 O1 C5 -174.4(4) . . . . ?
N1 Cu2 O1 C5 2.4(4) . . . . ?
O3 C6 O4 Cu2 -143.6(6) . . . 2_666 ?
C2 C6 O4 Cu2 34.7(10) . . . 2_666 ?
O6 C7 O5 Cu1 0.6(8) . . . 2_667 ?
C3 C7 O5 Cu1 -174.3(3) . . . 2_667 ?
O8 C8 O7 Cu1 -8.7(8) . . . . ?
C4 C8 O7 Cu1 168.8(3) . . . . ?
O1W Cu1 O7 C8 -88.9(4) . . . . ?
N6 Cu1 O7 C8 89.0(4) . . . . ?
N5 Cu1 O7 C8 9.7(7) . . . . ?
O5 Cu1 O7 C8 177.7(4) 2_667 . . . ?

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 O5W 0.86(2) 1.91(2) 2.758(7) 169(7) 2_666
O1W H1WB O6 0.85(2) 1.80(2) 2.637(6) 167(6) 2_667
O1W H1WB O5 0.85(2) 2.55(5) 3.095(6) 122(5) 2_667
O2W H2WA O4W 0.85(2) 1.98(6) 2.785(12) 158(15) 2_566
O2W H2WB O5W 0.85(2) 2.03(3) 2.883(10) 175(15) .
O3W H3WA O3 0.85(2) 2.44(8) 3.067(9) 131(9) .
O3W H3WA O2 0.85(2) 2.61(8) 3.242(10) 132(10) .
O3W H3WB O3W 0.84(2) 2.14(6) 2.824(18) 139(9) 2_566
O4W H4WA O6 0.85(2) 2.00(3) 2.831(7) 165(9) .
O4W H4WB O3W 0.85(2) 1.89(2) 2.740(10) 175(10) 2_566
O5W H5WA O5 0.85(2) 2.06(2) 2.915(6) 175(7) 2_666
O5W H5WB O2 0.85(2) 1.86(2) 2.707(6) 171(7) .

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.100

# Attachment 'complex 2.cif'

data_r070927e
_database_code_depnum_ccdc_archive 'CCDC 666545'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 N5 O10 Zn'
_chemical_formula_weight         659.92

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           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   10.951(2)
_cell_length_b                   19.019(4)
_cell_length_c                   26.714(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5564.0(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    8823
_cell_measurement_theta_min      1.524
_cell_measurement_theta_max      27.904

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2728
_exptl_absorpt_coefficient_mu    0.952
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9451
_exptl_absorpt_correction_T_max  0.9629
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        none
_diffrn_reflns_number            32657
_diffrn_reflns_av_R_equivalents  0.0897
_diffrn_reflns_av_sigmaI/netI    0.0546
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         25.01
_reflns_number_total             4899
_reflns_number_gt                4171
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_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)+(0.0524P)²+5.3223P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4899
_refine_ls_number_parameters     397
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.128
_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 0.67533(4) 0.02392(2) 0.383417(15) 0.01743(15) Uani 1 1 d . . .
O1 O 0.5462(2) 0.18199(13) 0.46991(10) 0.0285(6) Uani 1 1 d . . .
O2 O 0.7218(2) 0.14241(13) 0.50275(9) 0.0246(6) Uani 1 1 d . . .
O3 O 0.5652(2) -0.06293(13) 0.37539(9) 0.0210(6) Uani 1 1 d . . .
O4 O 0.4516(3) -0.14340(14) 0.41339(10) 0.0300(7) Uani 1 1 d . . .
N1 N 0.5586(3) 0.02152(15) 0.45639(10) 0.0161(6) Uani 1 1 d . . .
N2 N 0.8173(3) -0.04003(15) 0.41559(11) 0.0179(7) Uani 1 1 d . . .
N3 N 0.8064(3) 0.10043(15) 0.40168(10) 0.0168(6) Uani 1 1 d . . .
N4 N 0.5562(3) 0.08680(15) 0.33985(11) 0.0191(7) Uani 1 1 d . . .
N5 N 0.7411(3) 0.00195(15) 0.30810(11) 0.0183(6) Uani 1 1 d . . .
C1 C 0.6131(3) 0.13683(19) 0.49019(13) 0.0186(8) Uani 1 1 d . . .
C2 C 0.5548(3) 0.06437(18) 0.49661(13) 0.0170(7) Uani 1 1 d . . .
C3 C 0.5038(3) -0.04160(17) 0.45958(13) 0.0157(7) Uani 1 1 d . . .
C4 C 0.5065(3) -0.08673(18) 0.41251(13) 0.0186(8) Uani 1 1 d . . .
C5 C 0.8228(4) -0.1095(2) 0.42043(14) 0.0253(9) Uani 1 1 d . . .
H5 H 0.7530 -0.1356 0.4135 0.030 Uiso 1 1 calc R . .
C6 C 0.9271(4) -0.1453(2) 0.43528(15) 0.0277(9) Uani 1 1 d . . .
H6 H 0.9266 -0.1940 0.4384 0.033 Uiso 1 1 calc R . .
C7 C 1.0314(4) -0.1073(2) 0.44531(14) 0.0258(9) Uani 1 1 d . . .
H7 H 1.1026 -0.1302 0.4551 0.031 Uiso 1 1 calc R . .
C8 C 1.0293(3) -0.0336(2) 0.44068(13) 0.0205(8) Uani 1 1 d . . .
C9 C 1.1325(4) 0.0104(2) 0.45166(13) 0.0235(8) Uani 1 1 d . . .
H9 H 1.2056 -0.0102 0.4616 0.028 Uiso 1 1 calc R . .
C10 C 1.1257(3) 0.0815(2) 0.44782(13) 0.0237(8) Uani 1 1 d . . .
H10 H 1.1933 0.1088 0.4558 0.028 Uiso 1 1 calc R . .
C11 C 1.0147(3) 0.11478(19) 0.43156(13) 0.0199(8) Uani 1 1 d . . .
C12 C 1.0023(4) 0.1880(2) 0.42475(14) 0.0242(9) Uani 1 1 d . . .
H12 H 1.0666 0.2180 0.4327 0.029 Uiso 1 1 calc R . .
C13 C 0.8959(3) 0.21441(19) 0.40654(14) 0.0234(8) Uani 1 1 d . . .
H13 H 0.8876 0.2626 0.4018 0.028 Uiso 1 1 calc R . .
C14 C 0.7991(3) 0.16957(19) 0.39488(13) 0.0211(8) Uani 1 1 d . . .
H14 H 0.7274 0.1886 0.3820 0.025 Uiso 1 1 calc R . .
C15 C 0.9123(3) 0.07289(19) 0.41955(13) 0.0179(8) Uani 1 1 d . . .
C16 C 0.9192(3) -0.00218(19) 0.42539(12) 0.0169(8) Uani 1 1 d . . .
C17 C 0.4662(3) 0.1276(2) 0.35580(15) 0.0238(8) Uani 1 1 d . . .
H17 H 0.4561 0.1341 0.3901 0.029 Uiso 1 1 calc R . .
C18 C 0.3854(4) 0.1614(2) 0.32276(15) 0.0269(9) Uani 1 1 d . . .
H18 H 0.3219 0.1888 0.3351 0.032 Uiso 1 1 calc R . .
C19 C 0.4011(4) 0.1536(2) 0.27228(15) 0.0260(9) Uani 1 1 d . . .
H19 H 0.3491 0.1765 0.2501 0.031 Uiso 1 1 calc R . .
C20 C 0.4958(3) 0.11102(18) 0.25411(13) 0.0212(8) Uani 1 1 d . . .
C21 C 0.5176(4) 0.0989(2) 0.20209(14) 0.0276(9) Uani 1 1 d . . .
H21 H 0.4692 0.1217 0.1785 0.033 Uiso 1 1 calc R . .
C22 C 0.6071(4) 0.0552(2) 0.18627(14) 0.0265(9) Uani 1 1 d . . .
H22 H 0.6177 0.0474 0.1522 0.032 Uiso 1 1 calc R . .
C23 C 0.6852(3) 0.02090(19) 0.22124(14) 0.0208(8) Uani 1 1 d . . .
C24 C 0.7799(4) -0.0244(2) 0.20651(14) 0.0262(9) Uani 1 1 d . . .
H24 H 0.7929 -0.0339 0.1728 0.031 Uiso 1 1 calc R . .
C25 C 0.8527(4) -0.0544(2) 0.24216(15) 0.0271(9) Uani 1 1 d . . .
H25 H 0.9164 -0.0841 0.2330 0.033 Uiso 1 1 calc R . .
C26 C 0.8299(3) -0.03978(19) 0.29266(14) 0.0205(8) Uani 1 1 d . . .
H26 H 0.8798 -0.0605 0.3166 0.025 Uiso 1 1 calc R . .
C27 C 0.6687(3) 0.03242(18) 0.27253(13) 0.0179(8) Uani 1 1 d . . .
C28 C 0.5716(3) 0.07769(18) 0.28958(13) 0.0190(8) Uani 1 1 d . . .
O5 O 0.3074(2) 0.22700(15) 0.46235(11) 0.0340(7) Uani 1 1 d D . .
H5A H 0.2857 0.2622 0.4803 0.041 Uiso 1 1 d RD . .
H5B H 0.3799 0.2117 0.4692 0.041 Uiso 1 1 d RD . .
O6 O 0.6089(2) 0.83693(14) 0.29802(10) 0.0284(6) Uani 1 1 d D . .
H6A H 0.5899 0.8648 0.3219 0.034 Uiso 1 1 d RD . .
H6B H 0.6499 0.8536 0.2742 0.034 Uiso 1 1 d RD . .
O7 O 0.0504(2) 0.84761(15) 0.30964(11) 0.0336(7) Uani 1 1 d D . .
H7A H 0.1053 0.8397 0.3317 0.040 Uiso 1 1 d RD . .
H7B H 0.0750 0.8499 0.2795 0.040 Uiso 1 1 d RD . .
O8 O 0.2389(3) 0.80316(15) 0.37543(10) 0.0329(7) Uani 1 1 d D . .
H8A H 0.2164 0.7778 0.4004 0.039 Uiso 1 1 d RD . .
H8B H 0.3056 0.8262 0.3808 0.039 Uiso 1 1 d RD . .
O9 O 0.6673(3) 0.26494(16) 0.30108(11) 0.0355(7) Uani 1 1 d D . .
H9A H 0.6015 0.2861 0.3088 0.043 Uiso 1 1 d RD . .
H9B H 0.7321 0.2895 0.3019 0.043 Uiso 1 1 d RD . .
O10 O 0.5964(3) 0.25643(15) 0.20090(11) 0.0349(7) Uani 1 1 d D . .
H10A H 0.6365 0.2654 0.1739 0.042 Uiso 1 1 d RD . .
H10B H 0.6399 0.2569 0.2275 0.042 Uiso 1 1 d RD . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O3 2.057(2) . ?
Zn1 N3 2.102(3) . ?
Zn1 N4 2.118(3) . ?
Zn1 N2 2.153(3) . ?
Zn1 N5 2.177(3) . ?
Zn1 N1 2.332(3) . ?
O1 C1 1.252(4) . ?
O2 C1 1.242(4) . ?
O3 C4 1.265(4) . ?
O4 C4 1.234(4) . ?
N1 C3 1.345(4) . ?
N1 C2 1.349(4) . ?
N2 C5 1.329(5) . ?
N2 C16 1.353(5) . ?
N3 C14 1.330(5) . ?
N3 C15 1.359(4) . ?
N4 C17 1.324(5) . ?
N4 C28 1.365(4) . ?
N5 C26 1.321(5) . ?
N5 C27 1.366(5) . ?
C1 C2 1.529(5) . ?
C2 C3 1.403(5) 5_656 ?
C3 C2 1.403(5) 5_656 ?
C3 C4 1.523(5) . ?
C5 C6 1.387(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.379(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.408(5) . ?
C7 H7 0.9300 . ?
C8 C16 1.407(5) . ?
C8 C9 1.436(5) . ?
C9 C10 1.357(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.437(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.412(5) . ?
C11 C15 1.413(5) . ?
C12 C13 1.359(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.396(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.438(5) . ?
C17 C18 1.406(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.367(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.403(5) . ?
C19 H19 0.9300 . ?
C20 C28 1.411(5) . ?
C20 C21 1.429(5) . ?
C21 C22 1.353(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.425(5) . ?
C22 H22 0.9300 . ?
C23 C27 1.399(5) . ?
C23 C24 1.405(5) . ?
C24 C25 1.367(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.400(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.442(5) . ?
O5 H5A 0.8575 . ?
O5 H5B 0.8644 . ?
O6 H6A 0.8549 . ?
O6 H6B 0.8399 . ?
O7 H7A 0.8547 . ?
O7 H7B 0.8501 . ?
O8 H8A 0.8591 . ?
O8 H8B 0.8638 . ?
O9 H9A 0.8512 . ?
O9 H9B 0.8498 . ?
O10 H10A 0.8608 . ?
O10 H10B 0.8549 . ?

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 168.82(11) . . ?
O3 Zn1 N4 91.99(11) . . ?
N3 Zn1 N4 99.06(11) . . ?
O3 Zn1 N2 90.66(11) . . ?
N3 Zn1 N2 78.76(11) . . ?
N4 Zn1 N2 169.44(11) . . ?
O3 Zn1 N5 86.76(10) . . ?
N3 Zn1 N5 96.98(11) . . ?
N4 Zn1 N5 78.72(11) . . ?
N2 Zn1 N5 91.24(11) . . ?
O3 Zn1 N1 75.51(10) . . ?
N3 Zn1 N1 101.19(10) . . ?
N4 Zn1 N1 97.63(11) . . ?
N2 Zn1 N1 92.93(11) . . ?
N5 Zn1 N1 161.82(11) . . ?
C4 O3 Zn1 120.2(2) . . ?
C3 N1 C2 118.3(3) . . ?
C3 N1 Zn1 108.4(2) . . ?
C2 N1 Zn1 132.2(2) . . ?
C5 N2 C16 118.2(3) . . ?
C5 N2 Zn1 129.3(3) . . ?
C16 N2 Zn1 111.8(2) . . ?
C14 N3 C15 118.7(3) . . ?
C14 N3 Zn1 127.7(3) . . ?
C15 N3 Zn1 113.4(2) . . ?
C17 N4 C28 118.9(3) . . ?
C17 N4 Zn1 127.7(3) . . ?
C28 N4 Zn1 113.1(2) . . ?
C26 N5 C27 117.7(3) . . ?
C26 N5 Zn1 130.3(2) . . ?
C27 N5 Zn1 111.7(2) . . ?
O2 C1 O1 128.3(3) . . ?
O2 C1 C2 116.6(3) . . ?
O1 C1 C2 115.0(3) . . ?
N1 C2 C3 119.5(3) . 5_656 ?
N1 C2 C1 116.2(3) . . ?
C3 C2 C1 124.3(3) 5_656 . ?
N1 C3 C2 122.2(3) . 5_656 ?
N1 C3 C4 116.2(3) . . ?
C2 C3 C4 121.6(3) 5_656 . ?
O4 C4 O3 125.1(3) . . ?
O4 C4 C3 117.8(3) . . ?
O3 C4 C3 117.1(3) . . ?
N2 C5 C6 123.6(4) . . ?
N2 C5 H5 118.2 . . ?
C6 C5 H5 118.2 . . ?
C7 C6 C5 118.7(4) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C6 C7 C8 119.5(4) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C16 C8 C7 117.5(3) . . ?
C16 C8 C9 119.1(3) . . ?
C7 C8 C9 123.3(3) . . ?
C10 C9 C8 121.4(4) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.6(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C15 116.8(3) . . ?
C12 C11 C10 123.7(3) . . ?
C15 C11 C10 119.4(3) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 120.4(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
N3 C14 C13 121.8(3) . . ?
N3 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
N3 C15 C11 122.7(3) . . ?
N3 C15 C16 117.7(3) . . ?
C11 C15 C16 119.6(3) . . ?
N2 C16 C8 122.5(3) . . ?
N2 C16 C15 117.6(3) . . ?
C8 C16 C15 119.9(3) . . ?
N4 C17 C18 122.3(4) . . ?
N4 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C28 117.6(3) . . ?
C19 C20 C21 123.6(3) . . ?
C28 C20 C21 118.8(3) . . ?
C22 C21 C20 121.6(4) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C21 C22 C23 120.8(4) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C27 C23 C24 117.8(3) . . ?
C27 C23 C22 119.5(3) . . ?
C24 C23 C22 122.7(3) . . ?
C25 C24 C23 119.4(4) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 118.9(4) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
N5 C26 C25 123.5(4) . . ?
N5 C26 H26 118.2 . . ?
C25 C26 H26 118.2 . . ?
N5 C27 C23 122.7(3) . . ?
N5 C27 C28 117.5(3) . . ?
C23 C27 C28 119.9(3) . . ?
N4 C28 C20 122.1(3) . . ?
N4 C28 C27 118.5(3) . . ?
C20 C28 C27 119.4(3) . . ?
H5A O5 H5B 113.5 . . ?
H6A O6 H6B 117.5 . . ?
H7A O7 H7B 116.0 . . ?
H8A O8 H8B 113.4 . . ?
H9A O9 H9B 116.2 . . ?
H10A O10 H10B 114.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Zn1 O3 C4 61.0(6) . . . . ?
N4 Zn1 O3 C4 -110.5(3) . . . . ?
N2 Zn1 O3 C4 79.7(3) . . . . ?
N5 Zn1 O3 C4 170.9(3) . . . . ?
N1 Zn1 O3 C4 -13.1(3) . . . . ?
O3 Zn1 N1 C3 13.6(2) . . . . ?
N3 Zn1 N1 C3 -155.5(2) . . . . ?
N4 Zn1 N1 C3 103.6(2) . . . . ?
N2 Zn1 N1 C3 -76.4(2) . . . . ?
N5 Zn1 N1 C3 26.6(5) . . . . ?
O3 Zn1 N1 C2 -179.2(3) . . . . ?
N3 Zn1 N1 C2 11.8(3) . . . . ?
N4 Zn1 N1 C2 -89.1(3) . . . . ?
N2 Zn1 N1 C2 90.9(3) . . . . ?
N5 Zn1 N1 C2 -166.1(3) . . . . ?
O3 Zn1 N2 C5 6.4(3) . . . . ?
N3 Zn1 N2 C5 -177.2(3) . . . . ?
N4 Zn1 N2 C5 -98.1(7) . . . . ?
N5 Zn1 N2 C5 -80.4(3) . . . . ?
N1 Zn1 N2 C5 81.9(3) . . . . ?
O3 Zn1 N2 C16 176.8(2) . . . . ?
N3 Zn1 N2 C16 -6.9(2) . . . . ?
N4 Zn1 N2 C16 72.2(7) . . . . ?
N5 Zn1 N2 C16 90.0(2) . . . . ?
N1 Zn1 N2 C16 -107.7(2) . . . . ?
O3 Zn1 N3 C14 -160.3(5) . . . . ?
N4 Zn1 N3 C14 11.1(3) . . . . ?
N2 Zn1 N3 C14 -179.4(3) . . . . ?
N5 Zn1 N3 C14 90.7(3) . . . . ?
N1 Zn1 N3 C14 -88.7(3) . . . . ?
O3 Zn1 N3 C15 24.1(7) . . . . ?
N4 Zn1 N3 C15 -164.6(2) . . . . ?
N2 Zn1 N3 C15 4.9(2) . . . . ?
N5 Zn1 N3 C15 -85.0(2) . . . . ?
N1 Zn1 N3 C15 95.7(2) . . . . ?
O3 Zn1 N4 C17 93.4(3) . . . . ?
N3 Zn1 N4 C17 -85.0(3) . . . . ?
N2 Zn1 N4 C17 -162.2(5) . . . . ?
N5 Zn1 N4 C17 179.7(3) . . . . ?
N1 Zn1 N4 C17 17.7(3) . . . . ?
O3 Zn1 N4 C28 -80.9(2) . . . . ?
N3 Zn1 N4 C28 100.8(2) . . . . ?
N2 Zn1 N4 C28 23.6(7) . . . . ?
N5 Zn1 N4 C28 5.4(2) . . . . ?
N1 Zn1 N4 C28 -156.5(2) . . . . ?
O3 Zn1 N5 C26 -86.5(3) . . . . ?
N3 Zn1 N5 C26 83.0(3) . . . . ?
N4 Zn1 N5 C26 -179.1(3) . . . . ?
N2 Zn1 N5 C26 4.1(3) . . . . ?
N1 Zn1 N5 C26 -99.1(4) . . . . ?
O3 Zn1 N5 C27 86.8(2) . . . . ?
N3 Zn1 N5 C27 -103.8(2) . . . . ?
N4 Zn1 N5 C27 -5.9(2) . . . . ?
N2 Zn1 N5 C27 177.4(2) . . . . ?
N1 Zn1 N5 C27 74.1(4) . . . . ?
C3 N1 C2 C3 1.1(5) . . . 5_656 ?
Zn1 N1 C2 C3 -165.1(2) . . . 5_656 ?
C3 N1 C2 C1 -177.2(3) . . . . ?
Zn1 N1 C2 C1 16.6(4) . . . . ?
O2 C1 C2 N1 -92.8(4) . . . . ?
O1 C1 C2 N1 83.0(4) . . . . ?
O2 C1 C2 C3 89.0(4) . . . 5_656 ?
O1 C1 C2 C3 -95.2(4) . . . 5_656 ?
C2 N1 C3 C2 -1.2(5) . . . 5_656 ?
Zn1 N1 C3 C2 168.2(3) . . . 5_656 ?
C2 N1 C3 C4 177.7(3) . . . . ?
Zn1 N1 C3 C4 -13.0(3) . . . . ?
Zn1 O3 C4 O4 -169.7(3) . . . . ?
Zn1 O3 C4 C3 10.4(4) . . . . ?
N1 C3 C4 O4 -176.4(3) . . . . ?
C2 C3 C4 O4 2.5(5) 5_656 . . . ?
N1 C3 C4 O3 3.6(5) . . . . ?
C2 C3 C4 O3 -177.6(3) 5_656 . . . ?
C16 N2 C5 C6 0.4(6) . . . . ?
Zn1 N2 C5 C6 170.3(3) . . . . ?
N2 C5 C6 C7 -0.5(6) . . . . ?
C5 C6 C7 C8 0.5(6) . . . . ?
C6 C7 C8 C16 -0.5(5) . . . . ?
C6 C7 C8 C9 178.2(3) . . . . ?
C16 C8 C9 C10 0.3(5) . . . . ?
C7 C8 C9 C10 -178.4(4) . . . . ?
C8 C9 C10 C11 -1.2(5) . . . . ?
C9 C10 C11 C12 -177.4(3) . . . . ?
C9 C10 C11 C15 0.0(5) . . . . ?
C15 C11 C12 C13 -1.2(5) . . . . ?
C10 C11 C12 C13 176.3(3) . . . . ?
C11 C12 C13 C14 0.4(6) . . . . ?
C15 N3 C14 C13 -1.3(5) . . . . ?
Zn1 N3 C14 C13 -176.8(3) . . . . ?
C12 C13 C14 N3 0.9(6) . . . . ?
C14 N3 C15 C11 0.5(5) . . . . ?
Zn1 N3 C15 C11 176.5(3) . . . . ?
C14 N3 C15 C16 -178.4(3) . . . . ?
Zn1 N3 C15 C16 -2.4(4) . . . . ?
C12 C11 C15 N3 0.7(5) . . . . ?
C10 C11 C15 N3 -176.8(3) . . . . ?
C12 C11 C15 C16 179.7(3) . . . . ?
C10 C11 C15 C16 2.1(5) . . . . ?
C5 N2 C16 C8 -0.4(5) . . . . ?
Zn1 N2 C16 C8 -172.0(3) . . . . ?
C5 N2 C16 C15 179.4(3) . . . . ?
Zn1 N2 C16 C15 7.9(4) . . . . ?
C7 C8 C16 N2 0.5(5) . . . . ?
C9 C8 C16 N2 -178.3(3) . . . . ?
C7 C8 C16 C15 -179.4(3) . . . . ?
C9 C8 C16 C15 1.8(5) . . . . ?
N3 C15 C16 N2 -3.9(5) . . . . ?
C11 C15 C16 N2 177.1(3) . . . . ?
N3 C15 C16 C8 175.9(3) . . . . ?
C11 C15 C16 C8 -3.0(5) . . . . ?
C28 N4 C17 C18 0.5(5) . . . . ?
Zn1 N4 C17 C18 -173.4(3) . . . . ?
N4 C17 C18 C19 -1.5(6) . . . . ?
C17 C18 C19 C20 1.2(6) . . . . ?
C18 C19 C20 C28 0.0(5) . . . . ?
C18 C19 C20 C21 178.9(4) . . . . ?
C19 C20 C21 C22 -177.3(4) . . . . ?
C28 C20 C21 C22 1.6(6) . . . . ?
C20 C21 C22 C23 -1.7(6) . . . . ?
C21 C22 C23 C27 0.3(6) . . . . ?
C21 C22 C23 C24 -179.4(4) . . . . ?
C27 C23 C24 C25 -1.0(5) . . . . ?
C22 C23 C24 C25 178.8(4) . . . . ?
C23 C24 C25 C26 0.8(6) . . . . ?
C27 N5 C26 C25 -0.3(5) . . . . ?
Zn1 N5 C26 C25 172.6(3) . . . . ?
C24 C25 C26 N5 -0.1(6) . . . . ?
C26 N5 C27 C23 0.1(5) . . . . ?
Zn1 N5 C27 C23 -174.1(3) . . . . ?
C26 N5 C27 C28 179.7(3) . . . . ?
Zn1 N5 C27 C28 5.5(4) . . . . ?
C24 C23 C27 N5 0.5(5) . . . . ?
C22 C23 C27 N5 -179.2(3) . . . . ?
C24 C23 C27 C28 -179.1(3) . . . . ?
C22 C23 C27 C28 1.2(5) . . . . ?
C17 N4 C28 C20 0.8(5) . . . . ?
Zn1 N4 C28 C20 175.6(3) . . . . ?
C17 N4 C28 C27 -179.1(3) . . . . ?
Zn1 N4 C28 C27 -4.3(4) . . . . ?
C19 C20 C28 N4 -1.0(5) . . . . ?
C21 C20 C28 N4 180.0(3) . . . . ?
C19 C20 C28 C27 178.9(3) . . . . ?
C21 C20 C28 C27 -0.1(5) . . . . ?
N5 C27 C28 N4 -0.9(5) . . . . ?
C23 C27 C28 N4 178.7(3) . . . . ?
N5 C27 C28 C20 179.1(3) . . . . ?
C23 C27 C28 C20 -1.3(5) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.079

# Attachment 'complex 1.cif'

data_r71017e
_database_code_depnum_ccdc_archive 'CCDC 668447'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H27 N6 O10 Zn'
_chemical_formula_weight         660.92

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   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                   10.328(2)
_cell_length_b                   26.647(5)
_cell_length_c                   10.672(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.89(3)
_cell_angle_gamma                90.00
_cell_volume                     2795.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    4828
_cell_measurement_theta_min      2.519
_cell_measurement_theta_max      25.011

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1364
_exptl_absorpt_coefficient_mu    0.949
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9630
_exptl_absorpt_correction_T_max  0.9813
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            17112
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_sigmaI/netI    0.0718
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         25.02
_reflns_number_total             4935
_reflns_number_gt                4093
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_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)+(0.0753P)²+5.5354P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4935
_refine_ls_number_parameters     395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.1821
_refine_ls_wR_factor_gt          0.1715
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_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 0.47451(6) 0.11825(2) 0.15175(5) 0.0299(2) Uani 1 1 d . . .
O1 O 0.6449(3) 0.12200(14) 0.0828(4) 0.0359(9) Uani 1 1 d . . .
O2 O 0.7346(5) 0.08735(17) -0.0647(5) 0.0583(12) Uani 1 1 d . . .
N1 N 0.4720(4) 0.04467(16) 0.0516(4) 0.0283(9) Uani 1 1 d . . .
N2 N 0.3498(4) 0.15772(16) -0.0153(4) 0.0302(10) Uani 1 1 d . . .
N3 N 0.5080(4) 0.19482(16) 0.2177(4) 0.0297(9) Uani 1 1 d . . .
N4 N 0.3110(4) 0.09628(17) 0.2248(4) 0.0323(10) Uani 1 1 d . . .
N5 N 0.5815(5) 0.08975(17) 0.3411(4) 0.0364(11) Uani 1 1 d . . .
C1 C 0.6607(6) 0.0875(2) 0.0066(5) 0.0362(13) Uani 1 1 d . . .
C2 C 0.5759(5) 0.0407(2) 0.0030(5) 0.0306(12) Uani 1 1 d . . .
C3 C 0.6036(5) -0.0041(2) -0.0482(5) 0.0322(12) Uani 1 1 d . . .
H3 H 0.6770 -0.0059 -0.0813 0.039 Uiso 1 1 calc R . .
C4 C 0.2718(5) 0.1389(2) -0.1298(5) 0.0334(12) Uani 1 1 d . . .
H4 H 0.2682 0.1043 -0.1413 0.040 Uiso 1 1 calc R . .
C5 C 0.1956(5) 0.1693(2) -0.2324(5) 0.0381(13) Uani 1 1 d . . .
H5 H 0.1430 0.1551 -0.3112 0.046 Uiso 1 1 calc R . .
C6 C 0.1991(5) 0.2201(2) -0.2161(5) 0.0359(13) Uani 1 1 d . . .
H6 H 0.1479 0.2407 -0.2835 0.043 Uiso 1 1 calc R . .
C7 C 0.2800(5) 0.2412(2) -0.0977(5) 0.0320(12) Uani 1 1 d . . .
C8 C 0.2917(6) 0.2939(2) -0.0731(6) 0.0391(14) Uani 1 1 d . . .
H8 H 0.2405 0.3160 -0.1366 0.047 Uiso 1 1 calc R . .
C9 C 0.3749(6) 0.3120(2) 0.0397(6) 0.0380(13) Uani 1 1 d . . .
H9 H 0.3818 0.3466 0.0522 0.046 Uiso 1 1 calc R . .
C10 C 0.4530(5) 0.2800(2) 0.1408(5) 0.0319(12) Uani 1 1 d . . .
C11 C 0.5419(5) 0.2977(2) 0.2608(5) 0.0366(13) Uani 1 1 d . . .
H11 H 0.5547 0.3320 0.2757 0.044 Uiso 1 1 calc R . .
C12 C 0.6094(5) 0.2640(2) 0.3554(5) 0.0377(13) Uani 1 1 d . . .
H12 H 0.6683 0.2751 0.4352 0.045 Uiso 1 1 calc R . .
C13 C 0.5885(5) 0.2128(2) 0.3300(5) 0.0333(12) Uani 1 1 d . . .
H13 H 0.6333 0.1902 0.3954 0.040 Uiso 1 1 calc R . .
C14 C 0.4412(5) 0.22815(19) 0.1233(5) 0.0256(11) Uani 1 1 d . . .
C15 C 0.3547(5) 0.2081(2) 0.0010(5) 0.0274(11) Uani 1 1 d . . .
C16 C 0.1765(6) 0.0972(2) 0.1653(5) 0.0405(13) Uani 1 1 d . . .
H16 H 0.1449 0.1086 0.0787 0.049 Uiso 1 1 calc R . .
C17 C 0.0815(7) 0.0822(3) 0.2258(7) 0.0543(17) Uani 1 1 d . . .
H17 H -0.0110 0.0823 0.1801 0.065 Uiso 1 1 calc R . .
C18 C 0.1277(7) 0.0673(3) 0.3544(7) 0.0561(17) Uani 1 1 d . . .
H18 H 0.0659 0.0582 0.3980 0.067 Uiso 1 1 calc R . .
C19 C 0.2671(6) 0.0657(2) 0.4207(5) 0.0423(14) Uani 1 1 d . . .
C20 C 0.3224(9) 0.0506(2) 0.5565(6) 0.059(2) Uani 1 1 d . . .
H20 H 0.2640 0.0411 0.6035 0.071 Uiso 1 1 calc R . .
C21 C 0.4578(9) 0.0501(3) 0.6159(6) 0.063(2) Uani 1 1 d . . .
H21 H 0.4913 0.0408 0.7040 0.076 Uiso 1 1 calc R . .
C22 C 0.5509(7) 0.0634(2) 0.5468(5) 0.0465(16) Uani 1 1 d . . .
C23 C 0.6931(8) 0.0621(2) 0.6028(6) 0.060(2) Uani 1 1 d . . .
H23 H 0.7315 0.0532 0.6907 0.072 Uiso 1 1 calc R . .
C24 C 0.7736(7) 0.0737(3) 0.5289(7) 0.061(2) Uani 1 1 d . . .
H24 H 0.8677 0.0728 0.5653 0.074 Uiso 1 1 calc R . .
C25 C 0.7141(6) 0.0874(2) 0.3966(6) 0.0476(16) Uani 1 1 d . . .
H25 H 0.7707 0.0950 0.3462 0.057 Uiso 1 1 calc R . .
C26 C 0.4994(6) 0.0778(2) 0.4141(5) 0.0383(13) Uani 1 1 d . . .
C27 C 0.3548(6) 0.0800(2) 0.3516(5) 0.0339(12) Uani 1 1 d . . .
N6 N 0.8858(6) 0.9753(3) 0.2092(8) 0.082(2) Uani 1 1 d . . .
O3 O 0.8172(5) 1.01117(19) 0.2270(5) 0.0643(13) Uani 1 1 d . . .
O4 O 0.9298(6) 0.9446(3) 0.2982(8) 0.129(3) Uani 1 1 d . . .
O5 O 0.9063(8) 0.9697(3) 0.0929(8) 0.133(3) Uani 1 1 d . . .
O6 O 0.0252(4) 0.20335(15) 1.0349(3) 0.0397(9) Uani 1 1 d . . .
H6A H 0.0261 0.1829 0.9740 0.048 Uiso 1 1 d R . .
H6B H 0.0032 0.2335 1.0113 0.048 Uiso 1 1 d R . .
O7 O 0.8440(4) 0.19746(14) 0.1797(3) 0.0381(9) Uani 1 1 d . . .
H7A H 0.7707 0.1803 0.1521 0.046 Uiso 1 1 d R . .
H7B H 0.8974 0.1955 0.1324 0.046 Uiso 1 1 d R . .
O8 O 0.8100(4) 0.19549(16) 0.6238(3) 0.0435(10) Uani 1 1 d . . .
H8A H 0.8110 0.2270 0.6387 0.052 Uiso 1 1 d R . .
H8B H 0.8520 0.1775 0.6902 0.052 Uiso 1 1 d R . .
O9 O 0.9699(3) 0.30344(11) 0.9542(3) 0.0470(11) Uani 1 1 d . . .
H9A H 0.9337 0.3111 0.8737 0.056 Uiso 1 1 d R . .
H9B H 0.9262 0.3117 1.0069 0.11(3) Uiso 1 1 d R . .
O10 O 0.9249(3) 0.13031(11) 0.8434(3) 0.0421(10) Uani 1 1 d R . .
H10A H 0.8522 0.1486 0.8382 0.051 Uiso 1 1 d R . .
H10B H 0.9036 0.0984 0.8352 0.051 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 2.108(4) . ?
Zn1 N5 2.123(4) . ?
Zn1 N2 2.129(4) . ?
Zn1 N4 2.148(4) . ?
Zn1 N3 2.152(4) . ?
Zn1 N1 2.230(4) . ?
O1 C1 1.270(7) . ?
O2 C1 1.233(7) . ?
N1 C3 1.327(6) 3_655 ?
N1 C2 1.332(6) . ?
N2 C4 1.338(6) . ?
N2 C15 1.354(7) . ?
N3 C13 1.321(6) . ?
N3 C14 1.361(6) . ?
N4 C16 1.339(7) . ?
N4 C27 1.359(6) . ?
N5 C25 1.317(7) . ?
N5 C26 1.354(8) . ?
C1 C2 1.518(7) . ?
C2 C3 1.379(7) . ?
C3 N1 1.327(6) 3_655 ?
C3 H3 0.9300 . ?
C4 C5 1.395(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.401(7) . ?
C6 H6 0.9300 . ?
C7 C15 1.407(7) . ?
C7 C8 1.426(8) . ?
C8 C9 1.337(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.417(7) . ?
C9 H9 0.9300 . ?
C10 C14 1.395(7) . ?
C10 C11 1.408(7) . ?
C11 C12 1.372(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.394(8) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.439(7) . ?
C16 C17 1.389(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.366(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.396(9) . ?
C18 H18 0.9300 . ?
C19 C27 1.386(8) . ?
C19 C20 1.442(9) . ?
C20 C21 1.347(10) . ?
C20 H20 0.9300 . ?
C21 C22 1.424(10) . ?
C21 H21 0.9300 . ?
C22 C26 1.406(7) . ?
C22 C23 1.406(9) . ?
C23 C24 1.345(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.404(9) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.437(8) . ?
N6 O4 1.231(9) . ?
N6 O3 1.238(8) . ?
N6 O5 1.329(10) . ?
O6 H6A 0.8501 . ?
O6 H6B 0.8516 . ?
O7 H7A 0.8547 . ?
O7 H7B 0.8560 . ?
O8 H8A 0.8544 . ?
O8 H8B 0.8556 . ?
O9 H9A 0.8496 . ?
O9 H9B 0.8516 . ?
O10 H10A 0.8829 . ?
O10 H10B 0.8771 . ?

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 N5 95.90(17) . . ?
O1 Zn1 N2 92.26(15) . . ?
N5 Zn1 N2 167.86(17) . . ?
O1 Zn1 N4 166.80(16) . . ?
N5 Zn1 N4 78.13(17) . . ?
N2 Zn1 N4 95.62(16) . . ?
O1 Zn1 N3 90.09(15) . . ?
N5 Zn1 N3 92.49(16) . . ?
N2 Zn1 N3 78.50(16) . . ?
N4 Zn1 N3 101.84(16) . . ?
O1 Zn1 N1 76.26(15) . . ?
N5 Zn1 N1 93.89(16) . . ?
N2 Zn1 N1 96.77(16) . . ?
N4 Zn1 N1 92.27(16) . . ?
N3 Zn1 N1 165.45(16) . . ?
C1 O1 Zn1 118.3(3) . . ?
C3 N1 C2 117.5(5) 3_655 . ?
C3 N1 Zn1 130.5(3) 3_655 . ?
C2 N1 Zn1 111.4(3) . . ?
C4 N2 C15 118.5(4) . . ?
C4 N2 Zn1 128.2(4) . . ?
C15 N2 Zn1 113.2(3) . . ?
C13 N3 C14 118.0(5) . . ?
C13 N3 Zn1 129.4(4) . . ?
C14 N3 Zn1 112.5(3) . . ?
C16 N4 C27 117.3(5) . . ?
C16 N4 Zn1 129.7(4) . . ?
C27 N4 Zn1 112.9(3) . . ?
C25 N5 C26 118.6(5) . . ?
C25 N5 Zn1 127.6(4) . . ?
C26 N5 Zn1 113.4(3) . . ?
O2 C1 O1 128.6(5) . . ?
O2 C1 C2 116.3(5) . . ?
O1 C1 C2 115.1(5) . . ?
N1 C2 C3 120.9(5) . . ?
N1 C2 C1 116.9(5) . . ?
C3 C2 C1 122.2(5) . . ?
N1 C3 C2 121.6(5) 3_655 . ?
N1 C3 H3 119.2 3_655 . ?
C2 C3 H3 119.2 . . ?
N2 C4 C5 122.4(5) . . ?
N2 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C6 C5 C4 119.3(5) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C7 119.9(5) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C15 117.5(5) . . ?
C6 C7 C8 123.6(5) . . ?
C15 C7 C8 118.9(5) . . ?
C9 C8 C7 121.0(5) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 121.8(5) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C14 C10 C11 117.4(5) . . ?
C14 C10 C9 119.2(5) . . ?
C11 C10 C9 123.4(5) . . ?
C12 C11 C10 119.4(5) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 119.0(5) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
N3 C13 C12 123.3(5) . . ?
N3 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
N3 C14 C10 122.9(5) . . ?
N3 C14 C15 117.5(5) . . ?
C10 C14 C15 119.5(5) . . ?
N2 C15 C7 122.4(5) . . ?
N2 C15 C14 118.2(4) . . ?
C7 C15 C14 119.4(5) . . ?
N4 C16 C17 123.5(5) . . ?
N4 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C18 C17 C16 118.2(6) . . ?
C18 C17 H17 120.9 . . ?
C16 C17 H17 120.9 . . ?
C17 C18 C19 120.3(6) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C27 C19 C18 117.6(5) . . ?
C27 C19 C20 119.3(6) . . ?
C18 C19 C20 123.1(6) . . ?
C21 C20 C19 120.7(7) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 121.5(6) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C26 C22 C23 117.2(6) . . ?
C26 C22 C21 118.9(6) . . ?
C23 C22 C21 123.9(6) . . ?
C24 C23 C22 119.9(6) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 119.4(6) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
N5 C25 C24 122.5(7) . . ?
N5 C25 H25 118.7 . . ?
C24 C25 H25 118.7 . . ?
N5 C26 C22 122.3(5) . . ?
N5 C26 C27 118.0(5) . . ?
C22 C26 C27 119.7(6) . . ?
N4 C27 C19 123.0(5) . . ?
N4 C27 C26 117.1(5) . . ?
C19 C27 C26 119.9(5) . . ?
O4 N6 O3 119.2(9) . . ?
O4 N6 O5 121.1(9) . . ?
O3 N6 O5 119.6(8) . . ?
H6A O6 H6B 116.4 . . ?
H7A O7 H7B 115.2 . . ?
H8A O8 H8B 115.0 . . ?
H9A O9 H9B 116.6 . . ?
H10A O10 H10B 110.3 . . ?

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
N5 Zn1 O1 C1 101.2(4) . . . . ?
N2 Zn1 O1 C1 -87.8(4) . . . . ?
N4 Zn1 O1 C1 38.9(8) . . . . ?
N3 Zn1 O1 C1 -166.3(4) . . . . ?
N1 Zn1 O1 C1 8.6(4) . . . . ?
O1 Zn1 N1 C3 171.4(4) . . . 3_655 ?
N5 Zn1 N1 C3 76.3(4) . . . 3_655 ?
N2 Zn1 N1 C3 -97.9(4) . . . 3_655 ?
N4 Zn1 N1 C3 -2.0(4) . . . 3_655 ?
N3 Zn1 N1 C3 -167.9(5) . . . 3_655 ?
O1 Zn1 N1 C2 0.8(3) . . . . ?
N5 Zn1 N1 C2 -94.4(3) . . . . ?
N2 Zn1 N1 C2 91.4(3) . . . . ?
N4 Zn1 N1 C2 -172.6(3) . . . . ?
N3 Zn1 N1 C2 21.4(8) . . . . ?
O1 Zn1 N2 C4 90.6(4) . . . . ?
N5 Zn1 N2 C4 -137.1(8) . . . . ?
N4 Zn1 N2 C4 -78.8(4) . . . . ?
N3 Zn1 N2 C4 -179.8(5) . . . . ?
N1 Zn1 N2 C4 14.2(4) . . . . ?
O1 Zn1 N2 C15 -88.8(3) . . . . ?
N5 Zn1 N2 C15 43.5(10) . . . . ?
N4 Zn1 N2 C15 101.8(3) . . . . ?
N3 Zn1 N2 C15 0.9(3) . . . . ?
N1 Zn1 N2 C15 -165.2(3) . . . . ?
O1 Zn1 N3 C13 -85.4(4) . . . . ?
N5 Zn1 N3 C13 10.5(5) . . . . ?
N2 Zn1 N3 C13 -177.7(5) . . . . ?
N4 Zn1 N3 C13 88.9(4) . . . . ?
N1 Zn1 N3 C13 -105.5(7) . . . . ?
O1 Zn1 N3 C14 89.9(3) . . . . ?
N5 Zn1 N3 C14 -174.2(3) . . . . ?
N2 Zn1 N3 C14 -2.4(3) . . . . ?
N4 Zn1 N3 C14 -95.8(3) . . . . ?
N1 Zn1 N3 C14 69.9(7) . . . . ?
O1 Zn1 N4 C16 -112.3(7) . . . . ?
N5 Zn1 N4 C16 -176.5(5) . . . . ?
N2 Zn1 N4 C16 14.1(5) . . . . ?
N3 Zn1 N4 C16 93.5(5) . . . . ?
N1 Zn1 N4 C16 -83.0(5) . . . . ?
O1 Zn1 N4 C27 68.9(7) . . . . ?
N5 Zn1 N4 C27 4.8(4) . . . . ?
N2 Zn1 N4 C27 -164.7(4) . . . . ?
N3 Zn1 N4 C27 -85.3(4) . . . . ?
N1 Zn1 N4 C27 98.3(4) . . . . ?
O1 Zn1 N5 C25 12.6(5) . . . . ?
N2 Zn1 N5 C25 -119.4(8) . . . . ?
N4 Zn1 N5 C25 -179.3(5) . . . . ?
N3 Zn1 N5 C25 -77.7(5) . . . . ?
N1 Zn1 N5 C25 89.2(5) . . . . ?
O1 Zn1 N5 C26 -174.4(4) . . . . ?
N2 Zn1 N5 C26 53.5(10) . . . . ?
N4 Zn1 N5 C26 -6.4(4) . . . . ?
N3 Zn1 N5 C26 95.2(4) . . . . ?
N1 Zn1 N5 C26 -97.9(4) . . . . ?
Zn1 O1 C1 O2 164.0(5) . . . . ?
Zn1 O1 C1 C2 -15.5(6) . . . . ?
C3 N1 C2 C3 -0.2(8) 3_655 . . . ?
Zn1 N1 C2 C3 171.8(4) . . . . ?
C3 N1 C2 C1 179.5(4) 3_655 . . . ?
Zn1 N1 C2 C1 -8.5(5) . . . . ?
O2 C1 C2 N1 -163.4(5) . . . . ?
O1 C1 C2 N1 16.2(7) . . . . ?
O2 C1 C2 C3 16.3(8) . . . . ?
O1 C1 C2 C3 -164.1(5) . . . . ?
N1 C2 C3 N1 0.2(8) . . . 3_655 ?
C1 C2 C3 N1 -179.5(4) . . . 3_655 ?
C15 N2 C4 C5 0.0(7) . . . . ?
Zn1 N2 C4 C5 -179.3(4) . . . . ?
N2 C4 C5 C6 -0.6(8) . . . . ?
C4 C5 C6 C7 0.8(8) . . . . ?
C5 C6 C7 C15 -0.4(7) . . . . ?
C5 C6 C7 C8 178.8(5) . . . . ?
C6 C7 C8 C9 -177.1(5) . . . . ?
C15 C7 C8 C9 2.0(8) . . . . ?
C7 C8 C9 C10 -1.3(8) . . . . ?
C8 C9 C10 C14 -1.1(8) . . . . ?
C8 C9 C10 C11 179.9(5) . . . . ?
C14 C10 C11 C12 -1.6(7) . . . . ?
C9 C10 C11 C12 177.3(5) . . . . ?
C10 C11 C12 C13 0.2(8) . . . . ?
C14 N3 C13 C12 -1.0(7) . . . . ?
Zn1 N3 C13 C12 174.2(4) . . . . ?
C11 C12 C13 N3 1.2(8) . . . . ?
C13 N3 C14 C10 -0.6(7) . . . . ?
Zn1 N3 C14 C10 -176.6(4) . . . . ?
C13 N3 C14 C15 179.5(4) . . . . ?
Zn1 N3 C14 C15 3.5(5) . . . . ?
C11 C10 C14 N3 1.9(7) . . . . ?
C9 C10 C14 N3 -177.1(4) . . . . ?
C11 C10 C14 C15 -178.2(4) . . . . ?
C9 C10 C14 C15 2.8(7) . . . . ?
C4 N2 C15 C7 0.5(7) . . . . ?
Zn1 N2 C15 C7 179.9(4) . . . . ?
C4 N2 C15 C14 -178.7(4) . . . . ?
Zn1 N2 C15 C14 0.7(5) . . . . ?
C6 C7 C15 N2 -0.3(7) . . . . ?
C8 C7 C15 N2 -179.5(5) . . . . ?
C6 C7 C15 C14 178.9(4) . . . . ?
C8 C7 C15 C14 -0.4(7) . . . . ?
N3 C14 C15 N2 -3.0(6) . . . . ?
C10 C14 C15 N2 177.2(4) . . . . ?
N3 C14 C15 C7 177.9(4) . . . . ?
C10 C14 C15 C7 -2.0(7) . . . . ?
C27 N4 C16 C17 -0.6(9) . . . . ?
Zn1 N4 C16 C17 -179.3(5) . . . . ?
N4 C16 C17 C18 2.3(10) . . . . ?
C16 C17 C18 C19 -2.2(10) . . . . ?
C17 C18 C19 C27 0.5(10) . . . . ?
C17 C18 C19 C20 179.6(6) . . . . ?
C27 C19 C20 C21 -0.4(9) . . . . ?
C18 C19 C20 C21 -179.5(6) . . . . ?
C19 C20 C21 C22 -1.2(10) . . . . ?
C20 C21 C22 C26 0.6(9) . . . . ?
C20 C21 C22 C23 -178.0(6) . . . . ?
C26 C22 C23 C24 -0.9(9) . . . . ?
C21 C22 C23 C24 177.8(6) . . . . ?
C22 C23 C24 C25 0.3(10) . . . . ?
C26 N5 C25 C24 -1.1(8) . . . . ?
Zn1 N5 C25 C24 171.5(4) . . . . ?
C23 C24 C25 N5 0.7(10) . . . . ?
C25 N5 C26 C22 0.4(8) . . . . ?
Zn1 N5 C26 C22 -173.2(4) . . . . ?
C25 N5 C26 C27 -179.2(5) . . . . ?
Zn1 N5 C26 C27 7.2(6) . . . . ?
C23 C22 C26 N5 0.5(8) . . . . ?
C21 C22 C26 N5 -178.3(5) . . . . ?
C23 C22 C26 C27 -179.8(5) . . . . ?
C21 C22 C26 C27 1.4(8) . . . . ?
C16 N4 C27 C19 -1.4(8) . . . . ?
Zn1 N4 C27 C19 177.6(4) . . . . ?
C16 N4 C27 C26 178.5(5) . . . . ?
Zn1 N4 C27 C26 -2.6(6) . . . . ?
C18 C19 C27 N4 1.4(9) . . . . ?
C20 C19 C27 N4 -177.8(5) . . . . ?
C18 C19 C27 C26 -178.4(5) . . . . ?
C20 C19 C27 C26 2.4(8) . . . . ?
N5 C26 C27 N4 -3.1(7) . . . . ?
C22 C26 C27 N4 177.3(5) . . . . ?
N5 C26 C27 C19 176.7(5) . . . . ?
C22 C26 C27 C19 -2.9(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.814
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.092

# Attachment 'complex 4.cif'

data_71015b
_database_code_depnum_ccdc_archive 'CCDC 668448'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H27 Cu N6 O10'
_chemical_formula_weight         659.09

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'
Cu Cu 0.3201 1.2651 '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                   10.3969(19)
_cell_length_b                   26.575(5)
_cell_length_c                   10.705(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.183(3)
_cell_angle_gamma                90.00
_cell_volume                     2810.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    2961
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      24.67

_exptl_crystal_description       prisme
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_absorpt_coefficient_mu    0.847
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8489
_exptl_absorpt_correction_T_max  0.9201
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      294(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         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15941
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_sigmaI/netI    0.0840
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         26.40
_reflns_number_total             5724
_reflns_number_gt                3384
_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)+(0.0673P)²+0.9042P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5724
_refine_ls_number_parameters     397
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1451
_refine_ls_wR_factor_gt          0.1207
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.003
_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
Cu1 Cu 0.97464(5) 0.117626(16) 0.15041(4) 0.03188(17) Uani 1 1 d . . .
O1 O 1.1536(3) 0.12184(10) 0.0743(3) 0.0496(8) Uani 1 1 d . . .
O2 O 1.2204(4) 0.08711(13) -0.0838(4) 0.0679(10) Uani 1 1 d . . .
N1 N 0.9769(3) 0.04507(12) 0.0543(3) 0.0337(8) Uani 1 1 d . . .
N2 N 0.8609(3) 0.15367(12) -0.0111(3) 0.0359(8) Uani 1 1 d . . .
N3 N 1.0148(3) 0.19270(12) 0.2167(3) 0.0359(8) Uani 1 1 d . . .
N4 N 0.8067(3) 0.09463(12) 0.2215(3) 0.0377(8) Uani 1 1 d . . .
N5 N 1.0769(3) 0.09008(12) 0.3266(3) 0.0350(8) Uani 1 1 d . . .
C1 C 1.1584(4) 0.08728(16) -0.0031(4) 0.0402(11) Uani 1 1 d . . .
C2 C 1.0744(4) 0.04111(14) -0.0023(3) 0.0292(9) Uani 1 1 d . . .
C3 C 0.9033(4) 0.00439(14) 0.0553(4) 0.0339(10) Uani 1 1 d . . .
H3 H 0.8341 0.0065 0.0930 0.041 Uiso 1 1 calc R . .
C4 C 0.7848(4) 0.13406(17) -0.1228(4) 0.0463(12) Uani 1 1 d . . .
H4 H 0.7824 0.0992 -0.1318 0.056 Uiso 1 1 calc R . .
C5 C 0.7081(5) 0.1629(2) -0.2277(4) 0.0561(14) Uani 1 1 d . . .
H5 H 0.6568 0.1475 -0.3052 0.067 Uiso 1 1 calc R . .
C6 C 0.7086(5) 0.21407(19) -0.2163(5) 0.0519(13) Uani 1 1 d . . .
H6 H 0.6560 0.2338 -0.2852 0.062 Uiso 1 1 calc R . .
C7 C 0.7889(4) 0.23663(16) -0.1001(4) 0.0420(11) Uani 1 1 d . . .
C8 C 0.7990(5) 0.28945(18) -0.0780(5) 0.0574(14) Uani 1 1 d . . .
H8 H 0.7477 0.3110 -0.1429 0.069 Uiso 1 1 calc R . .
C9 C 0.8807(5) 0.30875(17) 0.0342(5) 0.0585(14) Uani 1 1 d . . .
H9 H 0.8861 0.3435 0.0445 0.070 Uiso 1 1 calc R . .
C10 C 0.9594(5) 0.27775(16) 0.1378(5) 0.0448(11) Uani 1 1 d . . .
C11 C 1.0473(5) 0.29583(19) 0.2567(5) 0.0575(14) Uani 1 1 d . . .
H11 H 1.0599 0.3303 0.2706 0.069 Uiso 1 1 calc R . .
C12 C 1.1146(5) 0.26270(19) 0.3523(5) 0.0556(13) Uani 1 1 d . . .
H12 H 1.1730 0.2742 0.4318 0.067 Uiso 1 1 calc R . .
C13 C 1.0943(4) 0.21163(18) 0.3287(4) 0.0472(12) Uani 1 1 d . . .
H13 H 1.1390 0.1894 0.3952 0.057 Uiso 1 1 calc R . .
C14 C 0.9479(4) 0.22564(15) 0.1223(4) 0.0343(10) Uani 1 1 d . . .
C15 C 0.8633(4) 0.20460(15) 0.0018(4) 0.0332(9) Uani 1 1 d . . .
C16 C 0.6736(5) 0.09478(17) 0.1664(5) 0.0499(12) Uani 1 1 d . . .
H16 H 0.6382 0.1046 0.0789 0.060 Uiso 1 1 calc R . .
C17 C 0.5844(5) 0.0809(2) 0.2341(6) 0.0658(15) Uani 1 1 d . . .
H17 H 0.4915 0.0812 0.1919 0.079 Uiso 1 1 calc R . .
C18 C 0.6343(6) 0.06691(19) 0.3620(6) 0.0668(15) Uani 1 1 d . . .
H18 H 0.5754 0.0578 0.4081 0.080 Uiso 1 1 calc R . .
C19 C 0.7739(5) 0.06614(15) 0.4246(5) 0.0455(11) Uani 1 1 d . . .
C20 C 0.8357(7) 0.05242(18) 0.5586(5) 0.0626(15) Uani 1 1 d . . .
H20 H 0.7815 0.0435 0.6097 0.075 Uiso 1 1 calc R . .
C21 C 0.9704(7) 0.05208(17) 0.6122(5) 0.0609(16) Uani 1 1 d . . .
H21 H 1.0077 0.0432 0.7002 0.073 Uiso 1 1 calc R . .
C22 C 1.0593(5) 0.06509(15) 0.5376(4) 0.0464(12) Uani 1 1 d . . .
C23 C 1.2011(6) 0.06356(17) 0.5857(5) 0.0618(16) Uani 1 1 d . . .
H23 H 1.2439 0.0550 0.6730 0.074 Uiso 1 1 calc R . .
C24 C 1.2761(5) 0.07446(17) 0.5065(5) 0.0569(14) Uani 1 1 d . . .
H24 H 1.3702 0.0732 0.5381 0.068 Uiso 1 1 calc R . .
C25 C 1.2096(5) 0.08765(16) 0.3766(4) 0.0475(12) Uani 1 1 d . . .
H25 H 1.2615 0.0951 0.3223 0.057 Uiso 1 1 calc R . .
C26 C 1.0008(5) 0.07810(13) 0.4053(4) 0.0356(10) Uani 1 1 d . . .
C27 C 0.8565(4) 0.07973(14) 0.3488(4) 0.0358(10) Uani 1 1 d . . .
N6 N 0.6120(5) 0.0254(2) 0.7769(6) 0.0727(15) Uani 1 1 d . . .
O3 O 0.5644(5) 0.0524(3) 0.6911(7) 0.169(3) Uani 1 1 d . . .
O4 O 0.6894(5) -0.00582(19) 0.7757(5) 0.1096(17) Uani 1 1 d . . .
O5 O 0.5812(7) 0.0332(3) 0.8832(8) 0.171(3) Uani 1 1 d . . .
O6 O 0.4226(3) 0.13116(12) 0.8461(3) 0.0594(9) Uani 1 1 d D . .
H6A H 0.3561 0.1256 0.8749 0.071 Uiso 1 1 d RD . .
H6B H 0.4666 0.1053 0.8352 0.071 Uiso 1 1 d RD . .
O7 O 0.4783(4) 0.30621(15) 0.9573(4) 0.0786(11) Uani 1 1 d D . .
H7A H 0.4426 0.3070 0.8745 0.094 Uiso 1 1 d RD . .
H7B H 0.4251 0.3043 1.0033 0.094 Uiso 1 1 d RD . .
O8 O 0.3177(4) 0.19689(14) 0.6269(3) 0.0731(11) Uani 1 1 d D . .
H8A H 0.3241 0.2268 0.6568 0.088 Uiso 1 1 d RD . .
H8B H 0.3621 0.1745 0.6802 0.088 Uiso 1 1 d RD . .
O9 O 0.3521(4) 0.19570(12) 0.1799(3) 0.0645(10) Uani 1 1 d D . .
H9A H 0.2846 0.1760 0.1518 0.077 Uiso 1 1 d RD . .
H9B H 0.4130 0.1932 0.1425 0.077 Uiso 1 1 d RD . .
O10 O 0.5363(3) 0.20422(13) 0.0368(3) 0.0678(10) Uani 1 1 d D . .
H10A H 0.5154 0.2335 0.0047 0.081 Uiso 1 1 d RD . .
H10B H 0.4924 0.1797 -0.0076 0.081 Uiso 1 1 d RD . .


_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
Cu1 N5 1.993(3) . ?
Cu1 N2 2.007(3) . ?
Cu1 N3 2.115(3) . ?
Cu1 N1 2.189(3) . ?
Cu1 N4 2.198(4) . ?
Cu1 O1 2.255(3) . ?
O1 C1 1.248(5) . ?
O2 C1 1.229(5) . ?
N1 C3 1.327(5) . ?
N1 C2 1.337(5) . ?
N2 C4 1.318(5) . ?
N2 C15 1.360(5) . ?
N3 C13 1.325(5) . ?
N3 C14 1.354(5) . ?
N4 C16 1.324(5) . ?
N4 C27 1.357(5) . ?
N5 C25 1.317(5) . ?
N5 C26 1.361(5) . ?
C1 C2 1.507(6) . ?
C2 C3 1.385(5) 3_755 ?
C3 C2 1.385(5) 3_755 ?
C3 H3 0.9300 . ?
C4 C5 1.388(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.398(6) . ?
C6 H6 0.9300 . ?
C7 C15 1.410(5) . ?
C7 C8 1.422(6) . ?
C8 C9 1.338(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.418(6) . ?
C9 H9 0.9300 . ?
C10 C14 1.396(6) . ?
C10 C11 1.401(6) . ?
C11 C12 1.365(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.429(5) . ?
C16 C17 1.393(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.356(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.397(7) . ?
C18 H18 0.9300 . ?
C19 C27 1.400(6) . ?
C19 C20 1.425(7) . ?
C20 C21 1.337(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.440(7) . ?
C21 H21 0.9300 . ?
C22 C26 1.400(6) . ?
C22 C23 1.402(7) . ?
C23 C24 1.351(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(6) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.432(6) . ?
N6 O3 1.149(7) . ?
N6 O4 1.158(6) . ?
N6 O5 1.292(7) . ?
O6 H6A 0.8531 . ?
O6 H6B 0.8543 . ?
O7 H7A 0.8480 . ?
O7 H7B 0.8501 . ?
O8 H8A 0.8509 . ?
O8 H8B 0.8529 . ?
O9 H9A 0.8514 . ?
O9 H9B 0.8511 . ?
O10 H10A 0.8507 . ?
O10 H10B 0.8500 . ?

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
N5 Cu1 N2 170.86(14) . . ?
N5 Cu1 N3 92.16(13) . . ?
N2 Cu1 N3 80.82(13) . . ?
N5 Cu1 N1 92.32(12) . . ?
N2 Cu1 N1 96.05(12) . . ?
N3 Cu1 N1 163.46(13) . . ?
N5 Cu1 N4 79.44(14) . . ?
N2 Cu1 N4 96.48(13) . . ?
N3 Cu1 N4 103.93(13) . . ?
N1 Cu1 N4 92.55(13) . . ?
N5 Cu1 O1 95.95(13) . . ?
N2 Cu1 O1 89.76(12) . . ?
N3 Cu1 O1 88.61(12) . . ?
N1 Cu1 O1 75.09(12) . . ?
N4 Cu1 O1 166.71(11) . . ?
C1 O1 Cu1 114.3(3) . . ?
C3 N1 C2 117.4(3) . . ?
C3 N1 Cu1 128.5(3) . . ?
C2 N1 Cu1 113.8(3) . . ?
C4 N2 C15 118.2(3) . . ?
C4 N2 Cu1 128.2(3) . . ?
C15 N2 Cu1 113.6(2) . . ?
C13 N3 C14 117.4(4) . . ?
C13 N3 Cu1 131.6(3) . . ?
C14 N3 Cu1 110.9(3) . . ?
C16 N4 C27 117.8(4) . . ?
C16 N4 Cu1 132.6(3) . . ?
C27 N4 Cu1 109.5(3) . . ?
C25 N5 C26 118.3(4) . . ?
C25 N5 Cu1 125.8(3) . . ?
C26 N5 Cu1 115.5(3) . . ?
O2 C1 O1 127.4(4) . . ?
O2 C1 C2 115.6(4) . . ?
O1 C1 C2 116.9(4) . . ?
N1 C2 C3 120.1(4) . 3_755 ?
N1 C2 C1 117.4(4) . . ?
C3 C2 C1 122.5(4) 3_755 . ?
N1 C3 C2 122.5(4) . 3_755 ?
N1 C3 H3 118.7 . . ?
C2 C3 H3 118.7 3_755 . ?
N2 C4 C5 123.1(4) . . ?
N2 C4 H4 118.4 . . ?
C5 C4 H4 118.4 . . ?
C6 C5 C4 119.5(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 119.4(4) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C15 117.4(4) . . ?
C6 C7 C8 124.3(4) . . ?
C15 C7 C8 118.2(4) . . ?
C9 C8 C7 121.4(4) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 121.9(4) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C14 C10 C11 117.1(4) . . ?
C14 C10 C9 118.5(4) . . ?
C11 C10 C9 124.4(4) . . ?
C12 C11 C10 119.8(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 118.8(4) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
N3 C13 C12 123.6(4) . . ?
N3 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
N3 C14 C10 123.2(4) . . ?
N3 C14 C15 116.7(3) . . ?
C10 C14 C15 120.1(4) . . ?
N2 C15 C7 122.3(4) . . ?
N2 C15 C14 117.9(3) . . ?
C7 C15 C14 119.8(4) . . ?
N4 C16 C17 122.7(5) . . ?
N4 C16 H16 118.6 . . ?
C17 C16 H16 118.6 . . ?
C18 C17 C16 119.4(5) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C19 120.1(5) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C27 116.9(5) . . ?
C18 C19 C20 124.1(5) . . ?
C27 C19 C20 119.0(5) . . ?
C21 C20 C19 121.1(5) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 121.8(5) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C26 C22 C23 117.0(5) . . ?
C26 C22 C21 118.0(5) . . ?
C23 C22 C21 124.9(5) . . ?
C24 C23 C22 120.7(4) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 118.5(5) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
N5 C25 C24 123.4(5) . . ?
N5 C25 H25 118.3 . . ?
C24 C25 H25 118.3 . . ?
N5 C26 C22 122.1(4) . . ?
N5 C26 C27 117.8(4) . . ?
C22 C26 C27 120.1(4) . . ?
N4 C27 C19 123.1(4) . . ?
N4 C27 C26 117.0(4) . . ?
C19 C27 C26 119.9(4) . . ?
O3 N6 O4 124.5(8) . . ?
O3 N6 O5 116.1(7) . . ?
O4 N6 O5 119.3(7) . . ?
H6A O6 H6B 116.0 . . ?
H7A O7 H7B 117.1 . . ?
H8A O8 H8B 115.8 . . ?
H9A O9 H9B 116.0 . . ?
H10A O10 H10B 116.7 . . ?

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
N5 Cu1 O1 C1 102.4(3) . . . . ?
N2 Cu1 O1 C1 -84.7(3) . . . . ?
N3 Cu1 O1 C1 -165.5(3) . . . . ?
N1 Cu1 O1 C1 11.6(3) . . . . ?
N4 Cu1 O1 C1 33.5(6) . . . . ?
N5 Cu1 N1 C3 75.7(3) . . . . ?
N2 Cu1 N1 C3 -100.7(3) . . . . ?
N3 Cu1 N1 C3 -178.7(4) . . . . ?
N4 Cu1 N1 C3 -3.9(3) . . . . ?
O1 Cu1 N1 C3 171.2(3) . . . . ?
N5 Cu1 N1 C2 -98.0(3) . . . . ?
N2 Cu1 N1 C2 85.6(3) . . . . ?
N3 Cu1 N1 C2 7.6(6) . . . . ?
N4 Cu1 N1 C2 -177.6(3) . . . . ?
O1 Cu1 N1 C2 -2.5(2) . . . . ?
N5 Cu1 N2 C4 -139.4(8) . . . . ?
N3 Cu1 N2 C4 -179.6(4) . . . . ?
N1 Cu1 N2 C4 16.7(4) . . . . ?
N4 Cu1 N2 C4 -76.5(4) . . . . ?
O1 Cu1 N2 C4 91.7(4) . . . . ?
N5 Cu1 N2 C15 39.0(10) . . . . ?
N3 Cu1 N2 C15 -1.3(3) . . . . ?
N1 Cu1 N2 C15 -164.9(3) . . . . ?
N4 Cu1 N2 C15 101.9(3) . . . . ?
O1 Cu1 N2 C15 -89.9(3) . . . . ?
N5 Cu1 N3 C13 8.1(4) . . . . ?
N2 Cu1 N3 C13 -177.8(4) . . . . ?
N1 Cu1 N3 C13 -97.5(5) . . . . ?
N4 Cu1 N3 C13 87.7(4) . . . . ?
O1 Cu1 N3 C13 -87.8(4) . . . . ?
N5 Cu1 N3 C14 -174.4(3) . . . . ?
N2 Cu1 N3 C14 -0.2(3) . . . . ?
N1 Cu1 N3 C14 80.0(5) . . . . ?
N4 Cu1 N3 C14 -94.7(3) . . . . ?
O1 Cu1 N3 C14 89.7(3) . . . . ?
N5 Cu1 N4 C16 -176.1(4) . . . . ?
N2 Cu1 N4 C16 12.1(4) . . . . ?
N3 Cu1 N4 C16 94.2(4) . . . . ?
N1 Cu1 N4 C16 -84.2(4) . . . . ?
O1 Cu1 N4 C16 -105.4(6) . . . . ?
N5 Cu1 N4 C27 6.9(2) . . . . ?
N2 Cu1 N4 C27 -164.9(2) . . . . ?
N3 Cu1 N4 C27 -82.7(3) . . . . ?
N1 Cu1 N4 C27 98.8(3) . . . . ?
O1 Cu1 N4 C27 77.6(6) . . . . ?
N2 Cu1 N5 C25 -116.5(9) . . . . ?
N3 Cu1 N5 C25 -76.9(3) . . . . ?
N1 Cu1 N5 C25 87.2(3) . . . . ?
N4 Cu1 N5 C25 179.4(4) . . . . ?
O1 Cu1 N5 C25 12.0(3) . . . . ?
N2 Cu1 N5 C26 56.0(10) . . . . ?
N3 Cu1 N5 C26 95.6(3) . . . . ?
N1 Cu1 N5 C26 -100.3(3) . . . . ?
N4 Cu1 N5 C26 -8.1(3) . . . . ?
O1 Cu1 N5 C26 -175.5(3) . . . . ?
Cu1 O1 C1 O2 159.2(4) . . . . ?
Cu1 O1 C1 C2 -18.0(4) . . . . ?
C3 N1 C2 C3 -1.0(6) . . . 3_755 ?
Cu1 N1 C2 C3 173.5(3) . . . 3_755 ?
C3 N1 C2 C1 -179.8(3) . . . . ?
Cu1 N1 C2 C1 -5.3(4) . . . . ?
O2 C1 C2 N1 -161.2(4) . . . . ?
O1 C1 C2 N1 16.3(5) . . . . ?
O2 C1 C2 C3 20.0(6) . . . 3_755 ?
O1 C1 C2 C3 -162.5(4) . . . 3_755 ?
C2 N1 C3 C2 1.0(6) . . . 3_755 ?
Cu1 N1 C3 C2 -172.5(3) . . . 3_755 ?
C15 N2 C4 C5 0.5(7) . . . . ?
Cu1 N2 C4 C5 178.8(4) . . . . ?
N2 C4 C5 C6 -0.8(8) . . . . ?
C4 C5 C6 C7 1.5(8) . . . . ?
C5 C6 C7 C15 -1.7(7) . . . . ?
C5 C6 C7 C8 179.0(5) . . . . ?
C6 C7 C8 C9 -178.1(5) . . . . ?
C15 C7 C8 C9 2.6(7) . . . . ?
C7 C8 C9 C10 -1.3(8) . . . . ?
C8 C9 C10 C14 -1.5(8) . . . . ?
C8 C9 C10 C11 179.5(5) . . . . ?
C14 C10 C11 C12 -1.6(7) . . . . ?
C9 C10 C11 C12 177.5(5) . . . . ?
C10 C11 C12 C13 0.2(8) . . . . ?
C14 N3 C13 C12 -1.6(7) . . . . ?
Cu1 N3 C13 C12 175.9(3) . . . . ?
C11 C12 C13 N3 1.5(8) . . . . ?
C13 N3 C14 C10 0.1(6) . . . . ?
Cu1 N3 C14 C10 -177.9(3) . . . . ?
C13 N3 C14 C15 179.6(4) . . . . ?
Cu1 N3 C14 C15 1.7(4) . . . . ?
C11 C10 C14 N3 1.5(7) . . . . ?
C9 C10 C14 N3 -177.7(4) . . . . ?
C11 C10 C14 C15 -178.0(4) . . . . ?
C9 C10 C14 C15 2.8(7) . . . . ?
C4 N2 C15 C7 -0.8(6) . . . . ?
Cu1 N2 C15 C7 -179.3(3) . . . . ?
C4 N2 C15 C14 -178.8(4) . . . . ?
Cu1 N2 C15 C14 2.6(5) . . . . ?
C6 C7 C15 N2 1.4(6) . . . . ?
C8 C7 C15 N2 -179.3(4) . . . . ?
C6 C7 C15 C14 179.4(4) . . . . ?
C8 C7 C15 C14 -1.2(6) . . . . ?
N3 C14 C15 N2 -2.9(6) . . . . ?
C10 C14 C15 N2 176.7(4) . . . . ?
N3 C14 C15 C7 179.0(4) . . . . ?
C10 C14 C15 C7 -1.5(6) . . . . ?
C27 N4 C16 C17 0.7(6) . . . . ?
Cu1 N4 C16 C17 -176.1(3) . . . . ?
N4 C16 C17 C18 0.5(8) . . . . ?
C16 C17 C18 C19 -0.4(8) . . . . ?
C17 C18 C19 C27 -0.7(7) . . . . ?
C17 C18 C19 C20 179.5(5) . . . . ?
C18 C19 C20 C21 179.4(5) . . . . ?
C27 C19 C20 C21 -0.4(7) . . . . ?
C19 C20 C21 C22 -0.5(8) . . . . ?
C20 C21 C22 C26 -0.3(7) . . . . ?
C20 C21 C22 C23 -177.2(5) . . . . ?
C26 C22 C23 C24 0.2(7) . . . . ?
C21 C22 C23 C24 177.2(4) . . . . ?
C22 C23 C24 C25 0.6(7) . . . . ?
C26 N5 C25 C24 -1.3(6) . . . . ?
Cu1 N5 C25 C24 171.0(3) . . . . ?
C23 C24 C25 N5 0.0(7) . . . . ?
C25 N5 C26 C22 2.2(6) . . . . ?
Cu1 N5 C26 C22 -170.9(3) . . . . ?
C25 N5 C26 C27 -178.5(3) . . . . ?
Cu1 N5 C26 C27 8.4(4) . . . . ?
C23 C22 C26 N5 -1.6(6) . . . . ?
C21 C22 C26 N5 -178.8(4) . . . . ?
C23 C22 C26 C27 179.1(4) . . . . ?
C21 C22 C26 C27 1.9(6) . . . . ?
C16 N4 C27 C19 -2.0(6) . . . . ?
Cu1 N4 C27 C19 175.5(3) . . . . ?
C16 N4 C27 C26 177.8(4) . . . . ?
Cu1 N4 C27 C26 -4.7(4) . . . . ?
C18 C19 C27 N4 2.0(6) . . . . ?
C20 C19 C27 N4 -178.2(4) . . . . ?
C18 C19 C27 C26 -177.8(4) . . . . ?
C20 C19 C27 C26 2.0(6) . . . . ?
N5 C26 C27 N4 -1.9(5) . . . . ?
C22 C26 C27 N4 177.4(3) . . . . ?
N5 C26 C27 C19 177.9(3) . . . . ?
C22 C26 C27 C19 -2.8(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.40
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.074

# Attachment 'complex 6.cif'

data_r71226e
_database_code_depnum_ccdc_archive 'CCDC 682362'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 Cu2 N8 O18'
_chemical_formula_weight         889.65

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   7.0457(14)
_cell_length_b                   18.245(4)
_cell_length_c                   12.884(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.89(3)
_cell_angle_gamma                90.00
_cell_volume                     1636.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3759
_cell_measurement_theta_min      1.599
_cell_measurement_theta_max      27.841

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    1.398
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8964
_exptl_absorpt_correction_T_max  0.9462
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9925
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_sigmaI/netI    0.0674
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2903
_reflns_number_gt                2417
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_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)+(0.0392P)²+1.7843P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2903
_refine_ls_number_parameters     253
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.088
_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
Cu1 Cu 0.89975(8) 0.07852(3) 0.24684(4) 0.02037(18) Uani 1 1 d . . .
O1 O 1.1944(4) 0.02270(17) 0.2621(2) 0.0285(7) Uani 1 1 d . . .
O2 O 1.3941(5) -0.05625(18) 0.3516(2) 0.0331(8) Uani 1 1 d . . .
O3 O 0.6437(4) 0.09573(17) 0.3227(2) 0.0271(7) Uani 1 1 d . . .
O4 O 0.5215(5) 0.09376(18) 0.4700(2) 0.0347(8) Uani 1 1 d D . .
H4A H 0.5594 0.0788 0.5328 0.042 Uiso 1 1 d RD . .
O5 O 1.0138(4) 0.16942(15) 0.3104(2) 0.0267(7) Uani 1 1 d D . .
H5A H 1.1274 0.1706 0.2955 0.032 Uiso 1 1 d RD . .
H5B H 1.0035 0.1744 0.3749 0.032 Uiso 1 1 d RD . .
O6 O 1.1700(5) 0.13962(17) 0.5571(2) 0.0350(8) Uani 1 1 d . . .
O7 O 0.9161(5) 0.20308(19) 0.5023(3) 0.0479(10) Uani 1 1 d . . .
O8 O 1.0376(6) 0.2045(2) 0.6671(2) 0.0554(12) Uani 1 1 d . . .
O9 O 0.3335(4) 0.17964(17) 0.2309(2) 0.0324(8) Uani 1 1 d D . .
H9A H 0.4202 0.1549 0.2697 0.039 Uiso 1 1 d RD . .
H9B H 0.3765 0.2167 0.2006 0.039 Uiso 1 1 d RD . .
N1 N 0.9579(5) 0.02587(17) 0.4001(2) 0.0158(7) Uani 1 1 d . . .
N2 N 0.8668(5) 0.12421(19) 0.1035(2) 0.0218(8) Uani 1 1 d . . .
N3 N 0.7904(5) -0.00764(18) 0.1631(2) 0.0194(8) Uani 1 1 d . . .
N4 N 1.0390(6) 0.18196(19) 0.5760(3) 0.0283(9) Uani 1 1 d . . .
C1 C 1.2462(6) -0.0140(2) 0.3416(3) 0.0208(9) Uani 1 1 d . . .
C2 C 1.1254(6) -0.0087(2) 0.4298(3) 0.0180(9) Uani 1 1 d . . .
C3 C 0.8316(6) 0.0362(2) 0.4666(3) 0.0184(9) Uani 1 1 d . . .
C4 C 0.6532(6) 0.0785(2) 0.4165(3) 0.0214(9) Uani 1 1 d . . .
C5 C 0.9010(6) 0.1942(2) 0.0800(3) 0.0269(10) Uani 1 1 d . . .
H5 H 0.9383 0.2271 0.1345 0.032 Uiso 1 1 calc R . .
C6 C 0.8827(6) 0.2190(2) -0.0227(3) 0.0259(10) Uani 1 1 d . . .
H6 H 0.9085 0.2677 -0.0370 0.031 Uiso 1 1 calc R . .
C7 C 0.8256(7) 0.1705(3) -0.1033(3) 0.0302(11) Uani 1 1 d . . .
H7 H 0.8128 0.1860 -0.1728 0.036 Uiso 1 1 calc R . .
C8 C 0.7877(6) 0.0988(2) -0.0803(3) 0.0251(10) Uani 1 1 d . . .
H8 H 0.7483 0.0656 -0.1341 0.030 Uiso 1 1 calc R . .
C9 C 0.8089(6) 0.0768(2) 0.0233(3) 0.0198(9) Uani 1 1 d . . .
C10 C 0.7703(6) 0.0017(2) 0.0573(3) 0.0195(9) Uani 1 1 d . . .
C11 C 0.7133(6) -0.0559(2) -0.0118(3) 0.0215(9) Uani 1 1 d . . .
H11 H 0.6986 -0.0485 -0.0840 0.026 Uiso 1 1 calc R . .
C12 C 0.6792(6) -0.1237(2) 0.0284(3) 0.0247(10) Uani 1 1 d . . .
H12 H 0.6437 -0.1629 -0.0166 0.030 Uiso 1 1 calc R . .
C13 C 0.6980(6) -0.1332(2) 0.1366(3) 0.0257(10) Uani 1 1 d . . .
H13 H 0.6738 -0.1785 0.1650 0.031 Uiso 1 1 calc R . .
C14 C 0.7535(6) -0.0738(2) 0.2010(3) 0.0228(10) Uani 1 1 d . . .
H14 H 0.7656 -0.0800 0.2734 0.027 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O5 1.966(3) . ?
Cu1 N3 1.993(3) . ?
Cu1 N2 2.006(3) . ?
Cu1 N1 2.177(3) . ?
Cu1 O3 2.203(3) . ?
Cu1 O1 2.294(3) . ?
O1 C1 1.231(5) . ?
O2 C1 1.287(5) . ?
O3 C4 1.241(5) . ?
O4 C4 1.269(5) . ?
O4 H4A 0.8565 . ?
O5 H5A 0.8511 . ?
O5 H5B 0.8504 . ?
O6 N4 1.256(5) . ?
O7 N4 1.244(5) . ?
O8 N4 1.244(5) . ?
O9 H9A 0.8564 . ?
O9 H9B 0.8582 . ?
N1 C2 1.340(5) . ?
N1 C3 1.341(5) . ?
N2 C5 1.342(6) . ?
N2 C9 1.361(5) . ?
N3 C14 1.342(5) . ?
N3 C10 1.360(5) . ?
C1 C2 1.524(5) . ?
C2 C3 1.414(5) 3_756 ?
C3 C2 1.414(5) 3_756 ?
C3 C4 1.530(6) . ?
C5 C6 1.386(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.377(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.376(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.381(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.476(6) . ?
C10 C11 1.394(6) . ?
C11 C12 1.376(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.391(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.384(6) . ?
C13 H13 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
O5 Cu1 N3 171.90(12) . . ?
O5 Cu1 N2 90.82(13) . . ?
N3 Cu1 N2 81.35(14) . . ?
O5 Cu1 N1 89.25(12) . . ?
N3 Cu1 N1 98.39(13) . . ?
N2 Cu1 N1 175.42(13) . . ?
O5 Cu1 O3 90.29(12) . . ?
N3 Cu1 O3 94.47(13) . . ?
N2 Cu1 O3 111.28(13) . . ?
N1 Cu1 O3 73.30(11) . . ?
O5 Cu1 O1 91.87(12) . . ?
N3 Cu1 O1 88.01(13) . . ?
N2 Cu1 O1 103.75(12) . . ?
N1 Cu1 O1 71.67(11) . . ?
O3 Cu1 O1 144.87(10) . . ?
C1 O1 Cu1 117.4(3) . . ?
C4 O3 Cu1 118.1(3) . . ?
C4 O4 H4A 107.2 . . ?
Cu1 O5 H5A 105.4 . . ?
Cu1 O5 H5B 114.0 . . ?
H5A O5 H5B 116.3 . . ?
H9A O9 H9B 114.3 . . ?
C2 N1 C3 121.7(3) . . ?
C2 N1 Cu1 120.0(2) . . ?
C3 N1 Cu1 117.9(3) . . ?
C5 N2 C9 118.5(3) . . ?
C5 N2 Cu1 127.1(3) . . ?
C9 N2 Cu1 114.4(3) . . ?
C14 N3 C10 118.8(3) . . ?
C14 N3 Cu1 126.4(3) . . ?
C10 N3 Cu1 114.6(3) . . ?
O7 N4 O8 120.8(4) . . ?
O7 N4 O6 119.2(4) . . ?
O8 N4 O6 119.9(4) . . ?
O1 C1 O2 122.7(4) . . ?
O1 C1 C2 117.3(4) . . ?
O2 C1 C2 120.0(3) . . ?
N1 C2 C3 119.1(4) . 3_756 ?
N1 C2 C1 112.7(3) . . ?
C3 C2 C1 128.2(4) 3_756 . ?
N1 C3 C2 119.1(4) . 3_756 ?
N1 C3 C4 112.6(3) . . ?
C2 C3 C4 128.2(4) 3_756 . ?
O3 C4 O4 122.6(4) . . ?
O3 C4 C3 117.1(3) . . ?
O4 C4 C3 120.2(3) . . ?
N2 C5 C6 122.2(4) . . ?
N2 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C7 C6 C5 118.9(4) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C8 C7 C6 119.5(4) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 119.3(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
N2 C9 C8 121.6(4) . . ?
N2 C9 C10 114.4(3) . . ?
C8 C9 C10 124.0(4) . . ?
N3 C10 C11 121.4(4) . . ?
N3 C10 C9 114.7(4) . . ?
C11 C10 C9 123.9(4) . . ?
C12 C11 C10 119.1(4) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 C13 119.6(4) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 118.5(4) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
N3 C14 C13 122.6(4) . . ?
N3 C14 H14 118.7 . . ?
C13 C14 H14 118.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 Cu1 O1 C1 93.1(3) . . . . ?
N3 Cu1 O1 C1 -95.0(3) . . . . ?
N2 Cu1 O1 C1 -175.6(3) . . . . ?
N1 Cu1 O1 C1 4.5(3) . . . . ?
O3 Cu1 O1 C1 -0.1(4) . . . . ?
O5 Cu1 O3 C4 -80.1(3) . . . . ?
N3 Cu1 O3 C4 106.4(3) . . . . ?
N2 Cu1 O3 C4 -171.1(3) . . . . ?
N1 Cu1 O3 C4 9.0(3) . . . . ?
O1 Cu1 O3 C4 13.5(4) . . . . ?
O5 Cu1 N1 C2 -90.0(3) . . . . ?
N3 Cu1 N1 C2 87.3(3) . . . . ?
N2 Cu1 N1 C2 0.9(18) . . . . ?
O3 Cu1 N1 C2 179.5(3) . . . . ?
O1 Cu1 N1 C2 2.2(3) . . . . ?
O5 Cu1 N1 C3 82.9(3) . . . . ?
N3 Cu1 N1 C3 -99.8(3) . . . . ?
N2 Cu1 N1 C3 173.8(16) . . . . ?
O3 Cu1 N1 C3 -7.7(3) . . . . ?
O1 Cu1 N1 C3 175.1(3) . . . . ?
O5 Cu1 N2 C5 -5.8(4) . . . . ?
N3 Cu1 N2 C5 176.3(4) . . . . ?
N1 Cu1 N2 C5 -96.6(17) . . . . ?
O3 Cu1 N2 C5 84.8(4) . . . . ?
O1 Cu1 N2 C5 -97.9(4) . . . . ?
O5 Cu1 N2 C9 172.1(3) . . . . ?
N3 Cu1 N2 C9 -5.9(3) . . . . ?
N1 Cu1 N2 C9 81.2(17) . . . . ?
O3 Cu1 N2 C9 -97.3(3) . . . . ?
O1 Cu1 N2 C9 79.9(3) . . . . ?
O5 Cu1 N3 C14 165.9(8) . . . . ?
N2 Cu1 N3 C14 -179.1(4) . . . . ?
N1 Cu1 N3 C14 5.5(4) . . . . ?
O3 Cu1 N3 C14 -68.3(4) . . . . ?
O1 Cu1 N3 C14 76.6(4) . . . . ?
O5 Cu1 N3 C10 -7.5(11) . . . . ?
N2 Cu1 N3 C10 7.4(3) . . . . ?
N1 Cu1 N3 C10 -168.0(3) . . . . ?
O3 Cu1 N3 C10 118.3(3) . . . . ?
O1 Cu1 N3 C10 -96.8(3) . . . . ?
Cu1 O1 C1 O2 169.4(3) . . . . ?
Cu1 O1 C1 C2 -9.7(5) . . . . ?
C3 N1 C2 C3 1.2(6) . . . 3_756 ?
Cu1 N1 C2 C3 173.8(3) . . . 3_756 ?
C3 N1 C2 C1 -179.8(3) . . . . ?
Cu1 N1 C2 C1 -7.2(4) . . . . ?
O1 C1 C2 N1 11.2(5) . . . . ?
O2 C1 C2 N1 -167.9(4) . . . . ?
O1 C1 C2 C3 -169.9(4) . . . 3_756 ?
O2 C1 C2 C3 11.0(6) . . . 3_756 ?
C2 N1 C3 C2 -1.2(6) . . . 3_756 ?
Cu1 N1 C3 C2 -173.9(3) . . . 3_756 ?
C2 N1 C3 C4 178.6(3) . . . . ?
Cu1 N1 C3 C4 5.9(4) . . . . ?
Cu1 O3 C4 O4 172.0(3) . . . . ?
Cu1 O3 C4 C3 -8.9(5) . . . . ?
N1 C3 C4 O3 2.0(5) . . . . ?
C2 C3 C4 O3 -178.2(4) 3_756 . . . ?
N1 C3 C4 O4 -178.8(4) . . . . ?
C2 C3 C4 O4 1.0(7) 3_756 . . . ?
C9 N2 C5 C6 -1.2(6) . . . . ?
Cu1 N2 C5 C6 176.6(3) . . . . ?
N2 C5 C6 C7 0.7(7) . . . . ?
C5 C6 C7 C8 0.2(7) . . . . ?
C6 C7 C8 C9 -0.4(7) . . . . ?
C5 N2 C9 C8 0.9(6) . . . . ?
Cu1 N2 C9 C8 -177.1(3) . . . . ?
C5 N2 C9 C10 -178.5(4) . . . . ?
Cu1 N2 C9 C10 3.4(4) . . . . ?
C7 C8 C9 N2 -0.1(6) . . . . ?
C7 C8 C9 C10 179.3(4) . . . . ?
C14 N3 C10 C11 -0.2(6) . . . . ?
Cu1 N3 C10 C11 173.8(3) . . . . ?
C14 N3 C10 C9 178.4(4) . . . . ?
Cu1 N3 C10 C9 -7.6(5) . . . . ?
N2 C9 C10 N3 2.7(5) . . . . ?
C8 C9 C10 N3 -176.7(4) . . . . ?
N2 C9 C10 C11 -178.7(4) . . . . ?
C8 C9 C10 C11 1.9(7) . . . . ?
N3 C10 C11 C12 -0.9(6) . . . . ?
C9 C10 C11 C12 -179.3(4) . . . . ?
C10 C11 C12 C13 1.4(6) . . . . ?
C11 C12 C13 C14 -0.8(6) . . . . ?
C10 N3 C14 C13 0.8(6) . . . . ?
Cu1 N3 C14 C13 -172.4(3) . . . . ?
C12 C13 C14 N3 -0.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.091

# Attachment 'complex 7.cif'

data_r071029e
_database_code_depnum_ccdc_archive 'CCDC 682363'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 Cd N4 O6'
_chemical_formula_weight         494.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.7443(15)
_cell_length_b                   10.237(2)
_cell_length_c                   11.806(2)
_cell_angle_alpha                104.08(3)
_cell_angle_beta                 102.11(3)
_cell_angle_gamma                93.61(3)
_cell_volume                     881.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    2291
_cell_measurement_theta_min      2.372
_cell_measurement_theta_max      27.888

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             492
_exptl_absorpt_coefficient_mu    1.287
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8609
_exptl_absorpt_correction_T_max  0.9041
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            6635
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0582
_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       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3056
_reflns_number_gt                2597
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_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)+(0.0911P)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    CONSTR
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.019(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3056
_refine_ls_number_parameters     263
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.1383
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.115
_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
Cd1 Cd 0.31534(4) 0.82946(3) 0.10868(3) 0.0151(2) Uani 1 1 d . . .
O1 O 0.2939(5) 0.5880(4) 0.1054(3) 0.0221(9) Uani 1 1 d . . .
O2 O 0.2014(5) 0.3745(4) -0.0040(4) 0.0217(9) Uani 1 1 d . . .
O3 O 0.2233(5) 0.9559(3) -0.0430(3) 0.0180(8) Uani 1 1 d . . .
O4 O 0.0879(5) 0.9407(3) -0.2352(3) 0.0197(8) Uani 1 1 d . . .
O5 O 0.0455(5) 0.8247(4) 0.1598(3) 0.0164(8) Uani 1 1 d D . .
H5A H 0.0049 0.8997 0.1806 0.020 Uiso 1 1 d RD . .
H5B H -0.0294 0.7537 0.1334 0.020 Uiso 1 1 d RD . .
O6 O 0.5613(5) 0.8161(4) 0.0273(4) 0.0236(9) Uani 1 1 d D . .
H6A H 0.6140 0.7489 0.0396 0.028 Uiso 1 1 d RD . .
H6B H 0.6255 0.8921 0.0431 0.028 Uiso 1 1 d RD . .
N1 N 0.1779(5) 0.6868(4) -0.0818(4) 0.0131(9) Uani 1 1 d . . .
N2 N 0.0346(6) 0.5179(4) -0.3108(4) 0.0225(11) Uani 1 1 d . . .
N3 N 0.5252(6) 0.8408(4) 0.2900(4) 0.0180(10) Uani 1 1 d . . .
N4 N 0.3871(5) 1.0599(4) 0.2269(4) 0.0149(10) Uani 1 1 d . . .
C1 C 0.2235(7) 0.5002(5) 0.0084(5) 0.0196(12) Uani 1 1 d . . .
C2 C 0.1582(6) 0.5517(5) -0.1011(5) 0.0129(11) Uani 1 1 d . . .
C3 C 0.0842(7) 0.4690(5) -0.2159(5) 0.0207(12) Uani 1 1 d . . .
H3 H 0.0687 0.3755 -0.2267 0.025 Uiso 1 1 calc R . .
C4 C 0.0551(7) 0.6523(5) -0.2909(5) 0.0209(12) Uani 1 1 d . . .
H4 H 0.0217 0.6903 -0.3551 0.025 Uiso 1 1 calc R . .
C5 C 0.1259(6) 0.7381(5) -0.1757(4) 0.0141(11) Uani 1 1 d . . .
C6 C 0.1485(7) 0.8914(5) -0.1487(5) 0.0155(11) Uani 1 1 d . . .
C7 C 0.5908(7) 0.7337(6) 0.3191(5) 0.0195(12) Uani 1 1 d . . .
H7 H 0.5463 0.6478 0.2690 0.023 Uiso 1 1 calc R . .
C8 C 0.7254(8) 0.7453(6) 0.4230(6) 0.0286(14) Uani 1 1 d . . .
H8 H 0.7687 0.6678 0.4401 0.034 Uiso 1 1 calc R . .
C9 C 0.7933(7) 0.8714(6) 0.4995(5) 0.0215(12) Uani 1 1 d . . .
H9 H 0.8797 0.8803 0.5697 0.026 Uiso 1 1 calc R . .
C10 C 0.7272(7) 0.9869(6) 0.4676(4) 0.0167(11) Uani 1 1 d . . .
C11 C 0.7910(7) 1.1225(6) 0.5380(5) 0.0233(13) Uani 1 1 d . . .
H11 H 0.8783 1.1361 0.6085 0.028 Uiso 1 1 calc R . .
C12 C 0.7291(8) 1.2308(6) 0.5059(5) 0.0294(15) Uani 1 1 d . . .
H12 H 0.7758 1.3176 0.5531 0.035 Uiso 1 1 calc R . .
C13 C 0.5910(7) 1.2138(5) 0.3989(5) 0.0204(12) Uani 1 1 d . . .
C14 C 0.5190(7) 1.3242(6) 0.3637(5) 0.0250(13) Uani 1 1 d . . .
H14 H 0.5641 1.4125 0.4078 0.030 Uiso 1 1 calc R . .
C15 C 0.3833(8) 1.3012(5) 0.2648(5) 0.0243(13) Uani 1 1 d . . .
H15 H 0.3338 1.3734 0.2409 0.029 Uiso 1 1 calc R . .
C16 C 0.3185(7) 1.1668(5) 0.1990(5) 0.0206(12) Uani 1 1 d . . .
H16 H 0.2231 1.1521 0.1329 0.025 Uiso 1 1 calc R . .
C17 C 0.5197(6) 1.0820(5) 0.3255(5) 0.0163(11) Uani 1 1 d . . .
C18 C 0.5943(6) 0.9658(5) 0.3624(4) 0.0159(11) 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
Cd1 O5 2.294(4) . ?
Cd1 O6 2.304(4) . ?
Cd1 N1 2.351(4) . ?
Cd1 N3 2.374(4) . ?
Cd1 N4 2.393(4) . ?
Cd1 O1 2.458(3) . ?
Cd1 O3 2.469(4) . ?
O1 C1 1.261(6) . ?
O2 C1 1.256(6) . ?
O3 C6 1.255(6) . ?
O4 C6 1.264(6) . ?
O5 H5A 0.8485 . ?
O5 H5B 0.8500 . ?
O6 H6A 0.8491 . ?
O6 H6B 0.8533 . ?
N1 C5 1.337(6) . ?
N1 C2 1.339(6) . ?
N2 C3 1.331(7) . ?
N2 C4 1.332(7) . ?
N3 C7 1.326(7) . ?
N3 C18 1.357(7) . ?
N4 C16 1.328(7) . ?
N4 C17 1.342(6) . ?
C1 C2 1.515(8) . ?
C2 C3 1.392(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.403(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.515(7) . ?
C7 C8 1.408(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.381(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.419(7) . ?
C9 H9 0.9300 . ?
C10 C18 1.398(7) . ?
C10 C11 1.429(7) . ?
C11 C12 1.341(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.439(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.404(8) . ?
C13 C17 1.419(7) . ?
C14 C15 1.358(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.406(8) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.474(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Cd1 O6 170.93(12) . . ?
O5 Cd1 N1 89.15(13) . . ?
O6 Cd1 N1 81.86(14) . . ?
O5 Cd1 N3 104.35(14) . . ?
O6 Cd1 N3 83.77(15) . . ?
N1 Cd1 N3 143.56(15) . . ?
O5 Cd1 N4 89.06(14) . . ?
O6 Cd1 N4 97.62(14) . . ?
N1 Cd1 N4 144.95(14) . . ?
N3 Cd1 N4 70.17(15) . . ?
O5 Cd1 O1 85.06(13) . . ?
O6 Cd1 O1 92.48(13) . . ?
N1 Cd1 O1 67.19(13) . . ?
N3 Cd1 O1 80.22(14) . . ?
N4 Cd1 O1 147.32(14) . . ?
O5 Cd1 O3 93.96(12) . . ?
O6 Cd1 O3 81.52(13) . . ?
N1 Cd1 O3 67.16(12) . . ?
N3 Cd1 O3 142.69(13) . . ?
N4 Cd1 O3 78.06(13) . . ?
O1 Cd1 O3 134.35(12) . . ?
C1 O1 Cd1 119.4(3) . . ?
C6 O3 Cd1 119.2(3) . . ?
Cd1 O5 H5A 117.7 . . ?
Cd1 O5 H5B 120.9 . . ?
H5A O5 H5B 117.0 . . ?
Cd1 O6 H6A 110.5 . . ?
Cd1 O6 H6B 113.5 . . ?
H6A O6 H6B 117.3 . . ?
C5 N1 C2 118.0(4) . . ?
C5 N1 Cd1 120.8(3) . . ?
C2 N1 Cd1 121.1(3) . . ?
C3 N2 C4 116.7(5) . . ?
C7 N3 C18 118.2(5) . . ?
C7 N3 Cd1 123.9(3) . . ?
C18 N3 Cd1 117.6(3) . . ?
C16 N4 C17 117.9(5) . . ?
C16 N4 Cd1 126.2(3) . . ?
C17 N4 Cd1 115.6(3) . . ?
O2 C1 O1 125.3(5) . . ?
O2 C1 C2 117.8(5) . . ?
O1 C1 C2 117.0(4) . . ?
N1 C2 C3 120.1(5) . . ?
N1 C2 C1 115.3(4) . . ?
C3 C2 C1 124.5(5) . . ?
N2 C3 C2 122.8(5) . . ?
N2 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
N2 C4 C5 121.7(5) . . ?
N2 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
N1 C5 C4 120.7(5) . . ?
N1 C5 C6 115.9(4) . . ?
C4 C5 C6 123.4(5) . . ?
O3 C6 O4 127.0(5) . . ?
O3 C6 C5 116.8(5) . . ?
O4 C6 C5 116.2(4) . . ?
N3 C7 C8 122.4(5) . . ?
N3 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C9 C8 C7 120.1(5) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 117.9(5) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C18 C10 C9 118.0(5) . . ?
C18 C10 C11 119.1(5) . . ?
C9 C10 C11 122.9(5) . . ?
C12 C11 C10 122.2(5) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 120.6(5) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C17 117.2(5) . . ?
C14 C13 C12 122.4(5) . . ?
C17 C13 C12 120.3(5) . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 119.1(5) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
N4 C16 C15 123.1(5) . . ?
N4 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
N4 C17 C13 122.9(5) . . ?
N4 C17 C18 119.6(5) . . ?
C13 C17 C18 117.5(5) . . ?
N3 C18 C10 123.3(5) . . ?
N3 C18 C17 116.3(4) . . ?
C10 C18 C17 120.3(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
O5 Cd1 O1 C1 91.5(4) . . . . ?
O6 Cd1 O1 C1 -79.8(4) . . . . ?
N1 Cd1 O1 C1 0.3(4) . . . . ?
N3 Cd1 O1 C1 -163.0(4) . . . . ?
N4 Cd1 O1 C1 171.9(3) . . . . ?
O3 Cd1 O1 C1 0.7(5) . . . . ?
O5 Cd1 O3 C6 -87.5(4) . . . . ?
O6 Cd1 O3 C6 84.5(4) . . . . ?
N1 Cd1 O3 C6 -0.1(4) . . . . ?
N3 Cd1 O3 C6 152.4(3) . . . . ?
N4 Cd1 O3 C6 -175.7(4) . . . . ?
O1 Cd1 O3 C6 -0.6(4) . . . . ?
O5 Cd1 N1 C5 97.2(4) . . . . ?
O6 Cd1 N1 C5 -81.6(4) . . . . ?
N3 Cd1 N1 C5 -149.4(3) . . . . ?
N4 Cd1 N1 C5 10.1(5) . . . . ?
O1 Cd1 N1 C5 -177.8(4) . . . . ?
O3 Cd1 N1 C5 2.6(3) . . . . ?
O5 Cd1 N1 C2 -86.4(4) . . . . ?
O6 Cd1 N1 C2 94.7(4) . . . . ?
N3 Cd1 N1 C2 27.0(5) . . . . ?
N4 Cd1 N1 C2 -173.6(3) . . . . ?
O1 Cd1 N1 C2 -1.4(3) . . . . ?
O3 Cd1 N1 C2 178.9(4) . . . . ?
O5 Cd1 N3 C7 96.4(4) . . . . ?
O6 Cd1 N3 C7 -79.5(4) . . . . ?
N1 Cd1 N3 C7 -12.3(5) . . . . ?
N4 Cd1 N3 C7 -179.9(4) . . . . ?
O1 Cd1 N3 C7 14.1(4) . . . . ?
O3 Cd1 N3 C7 -146.7(4) . . . . ?
O5 Cd1 N3 C18 -90.2(4) . . . . ?
O6 Cd1 N3 C18 93.9(4) . . . . ?
N1 Cd1 N3 C18 161.1(3) . . . . ?
N4 Cd1 N3 C18 -6.5(3) . . . . ?
O1 Cd1 N3 C18 -172.5(4) . . . . ?
O3 Cd1 N3 C18 26.8(5) . . . . ?
O5 Cd1 N4 C16 -72.7(4) . . . . ?
O6 Cd1 N4 C16 101.1(4) . . . . ?
N1 Cd1 N4 C16 14.4(5) . . . . ?
N3 Cd1 N4 C16 -178.4(4) . . . . ?
O1 Cd1 N4 C16 -152.1(4) . . . . ?
O3 Cd1 N4 C16 21.5(4) . . . . ?
O5 Cd1 N4 C17 113.0(3) . . . . ?
O6 Cd1 N4 C17 -73.2(4) . . . . ?
N1 Cd1 N4 C17 -159.8(3) . . . . ?
N3 Cd1 N4 C17 7.3(3) . . . . ?
O1 Cd1 N4 C17 33.6(5) . . . . ?
O3 Cd1 N4 C17 -152.8(4) . . . . ?
Cd1 O1 C1 O2 -178.3(4) . . . . ?
Cd1 O1 C1 C2 0.7(6) . . . . ?
C5 N1 C2 C3 -0.5(7) . . . . ?
Cd1 N1 C2 C3 -176.9(4) . . . . ?
C5 N1 C2 C1 178.7(4) . . . . ?
Cd1 N1 C2 C1 2.3(6) . . . . ?
O2 C1 C2 N1 177.2(4) . . . . ?
O1 C1 C2 N1 -1.9(7) . . . . ?
O2 C1 C2 C3 -3.7(8) . . . . ?
O1 C1 C2 C3 177.2(5) . . . . ?
C4 N2 C3 C2 -1.6(8) . . . . ?
N1 C2 C3 N2 1.8(8) . . . . ?
C1 C2 C3 N2 -177.3(5) . . . . ?
C3 N2 C4 C5 0.2(8) . . . . ?
C2 N1 C5 C4 -0.9(7) . . . . ?
Cd1 N1 C5 C4 175.6(4) . . . . ?
C2 N1 C5 C6 179.1(4) . . . . ?
Cd1 N1 C5 C6 -4.5(6) . . . . ?
N2 C4 C5 N1 1.1(8) . . . . ?
N2 C4 C5 C6 -178.9(5) . . . . ?
Cd1 O3 C6 O4 177.2(4) . . . . ?
Cd1 O3 C6 C5 -1.9(6) . . . . ?
N1 C5 C6 O3 4.2(7) . . . . ?
C4 C5 C6 O3 -175.9(5) . . . . ?
N1 C5 C6 O4 -175.1(4) . . . . ?
C4 C5 C6 O4 4.9(7) . . . . ?
C18 N3 C7 C8 1.5(8) . . . . ?
Cd1 N3 C7 C8 174.9(4) . . . . ?
N3 C7 C8 C9 0.5(8) . . . . ?
C7 C8 C9 C10 -2.0(8) . . . . ?
C8 C9 C10 C18 1.6(7) . . . . ?
C8 C9 C10 C11 -178.2(5) . . . . ?
C18 C10 C11 C12 -0.8(8) . . . . ?
C9 C10 C11 C12 179.0(5) . . . . ?
C10 C11 C12 C13 1.5(8) . . . . ?
C11 C12 C13 C14 178.3(5) . . . . ?
C11 C12 C13 C17 -0.6(8) . . . . ?
C17 C13 C14 C15 1.9(8) . . . . ?
C12 C13 C14 C15 -177.0(5) . . . . ?
C13 C14 C15 C16 -0.5(8) . . . . ?
C17 N4 C16 C15 2.8(8) . . . . ?
Cd1 N4 C16 C15 -171.4(4) . . . . ?
C14 C15 C16 N4 -1.9(8) . . . . ?
C16 N4 C17 C13 -1.3(7) . . . . ?
Cd1 N4 C17 C13 173.5(4) . . . . ?
C16 N4 C17 C18 177.4(5) . . . . ?
Cd1 N4 C17 C18 -7.8(6) . . . . ?
C14 C13 C17 N4 -1.0(8) . . . . ?
C12 C13 C17 N4 177.8(5) . . . . ?
C14 C13 C17 C18 -179.7(4) . . . . ?
C12 C13 C17 C18 -0.8(7) . . . . ?
C7 N3 C18 C10 -1.9(7) . . . . ?
Cd1 N3 C18 C10 -175.7(4) . . . . ?
C7 N3 C18 C17 178.9(4) . . . . ?
Cd1 N3 C18 C17 5.1(6) . . . . ?
C9 C10 C18 N3 0.3(7) . . . . ?
C11 C10 C18 N3 -179.8(5) . . . . ?
C9 C10 C18 C17 179.5(5) . . . . ?
C11 C10 C18 C17 -0.6(7) . . . . ?
N4 C17 C18 N3 2.0(7) . . . . ?
C13 C17 C18 N3 -179.3(4) . . . . ?
N4 C17 C18 C10 -177.3(4) . . . . ?
C13 C17 C18 C10 1.4(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.743
_refine_diff_density_min         -1.397
_refine_diff_density_rms         0.177

# Attachment 'complex 8.cif'

data_r71104e1
_database_code_depnum_ccdc_archive 'CCDC 705533'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 Cd N4 O6'
_chemical_formula_weight         470.71

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.3378(15)
_cell_length_b                   10.694(2)
_cell_length_c                   11.744(2)
_cell_angle_alpha                114.24(3)
_cell_angle_beta                 103.29(3)
_cell_angle_gamma                93.40(3)
_cell_volume                     805.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    2537
_cell_measurement_theta_min      2.173
_cell_measurement_theta_max      27.861

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    1.402
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8725
_exptl_absorpt_correction_T_max  0.8961
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            4944
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2816
_reflns_number_gt                2584
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_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)+(0.0341P)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         2816
_refine_ls_number_parameters     260
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0535
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
Cd1 Cd 0.15058(2) 0.168578(15) 0.883986(14) 0.01348(7) Uani 1 1 d . . .
O1 O 0.1917(2) 0.40895(16) 0.91826(16) 0.0199(4) Uani 1 1 d . . .
O2 O 0.3200(2) 0.62502(15) 1.04939(16) 0.0177(4) Uani 1 1 d . . .
O3 O 0.2607(2) 0.04054(15) 1.02018(15) 0.0173(3) Uani 1 1 d . . .
O4 O 0.4228(2) 0.06827(16) 1.20778(15) 0.0193(4) Uani 1 1 d . . .
O5 O 0.4227(2) 0.15481(16) 0.80293(16) 0.0162(3) Uani 1 1 d D . .
O6 O -0.0890(2) 0.20354(17) 0.99300(16) 0.0171(3) Uani 1 1 d D . .
N1 N 0.3342(2) 0.31233(18) 1.08346(18) 0.0121(4) Uani 1 1 d . . .
N2 N 0.5540(3) 0.4872(2) 1.3150(2) 0.0221(4) Uani 1 1 d . . .
N3 N -0.0597(3) 0.16154(19) 0.70374(18) 0.0164(4) Uani 1 1 d . . .
N4 N 0.0433(2) -0.06224(19) 0.73522(18) 0.0145(4) Uani 1 1 d . . .
C1 C 0.2863(3) 0.4977(2) 1.0194(2) 0.0140(5) Uani 1 1 d . . .
C2 C 0.3728(3) 0.4475(2) 1.1154(2) 0.0132(5) Uani 1 1 d . . .
C3 C 0.4854(3) 0.5334(2) 1.2299(2) 0.0204(5) Uani 1 1 d . . .
H3 H 0.5164 0.6272 1.2503 0.024 Uiso 1 1 calc R . .
C4 C 0.5113(3) 0.3525(2) 1.2817(2) 0.0206(5) Uani 1 1 d . . .
H4 H 0.5592 0.3196 1.3425 0.025 Uiso 1 1 calc R . .
C5 C 0.4044(3) 0.2638(2) 1.1666(2) 0.0137(5) Uani 1 1 d . . .
C6 C 0.3589(3) 0.1104(2) 1.1276(2) 0.0138(5) Uani 1 1 d . . .
C7 C -0.1003(3) 0.2748(3) 0.6879(2) 0.0210(5) Uani 1 1 d . . .
H7 H -0.0389 0.3617 0.7536 0.025 Uiso 1 1 calc R . .
C8 C -0.2223(3) 0.2692(3) 0.5843(2) 0.0220(5) Uani 1 1 d . . .
H8 H -0.2497 0.3491 0.5755 0.026 Uiso 1 1 calc R . .
C9 C -0.3049(3) 0.1415(3) 0.4921(2) 0.0205(5) Uani 1 1 d . . .
H9 H -0.3915 0.1317 0.4161 0.025 Uiso 1 1 calc R . .
C10 C -0.2641(3) 0.0243(3) 0.5073(2) 0.0185(5) Uani 1 1 d . . .
H10 H -0.3228 -0.0635 0.4421 0.022 Uiso 1 1 calc R . .
C11 C -0.1419(3) 0.0368(2) 0.6145(2) 0.0152(5) Uani 1 1 d . . .
C12 C -0.0925(3) -0.0856(2) 0.6353(2) 0.0148(5) Uani 1 1 d . . .
C13 C -0.1780(3) -0.2185(3) 0.5556(2) 0.0206(5) Uani 1 1 d . . .
H13 H -0.2770 -0.2358 0.4826 0.025 Uiso 1 1 calc R . .
C14 C -0.1247(3) -0.3290(3) 0.5780(2) 0.0227(5) Uani 1 1 d . . .
H14 H -0.1884 -0.4192 0.5222 0.027 Uiso 1 1 calc R . .
C15 C 0.0158(3) -0.3060(2) 0.6780(2) 0.0212(5) Uani 1 1 d . . .
H15 H 0.0582 -0.3776 0.6965 0.025 Uiso 1 1 calc R . .
C16 C 0.0967(3) -0.1713(2) 0.7536(2) 0.0178(5) Uani 1 1 d . . .
H16 H 0.1991 -0.1528 0.8251 0.021 Uiso 1 1 calc R . .
H5A H 0.468(3) 0.0819(14) 0.800(2) 0.018(7) Uiso 1 1 d D . .
H5B H 0.505(3) 0.2301(14) 0.846(2) 0.040(9) Uiso 1 1 d D . .
H6A H -0.153(3) 0.2644(19) 0.989(3) 0.029(8) Uiso 1 1 d D . .
H6B H -0.146(3) 0.1260(15) 0.980(3) 0.042(9) Uiso 1 1 d 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
Cd1 N1 2.239(2) . ?
Cd1 N3 2.285(2) . ?
Cd1 N4 2.315(2) . ?
Cd1 O6 2.3638(17) . ?
Cd1 O5 2.3895(16) . ?
Cd1 O1 2.4214(16) . ?
Cd1 O3 2.5341(16) . ?
O1 C1 1.188(3) . ?
O2 C1 1.251(3) . ?
O3 C6 1.189(3) . ?
O4 C6 1.217(3) . ?
O5 H5A 0.858(9) . ?
O5 H5B 0.857(10) . ?
O6 H6A 0.836(9) . ?
O6 H6B 0.845(10) . ?
N1 C5 1.305(3) . ?
N1 C2 1.330(3) . ?
N2 C3 1.305(3) . ?
N2 C4 1.323(3) . ?
N3 C11 1.307(3) . ?
N3 C7 1.339(3) . ?
N4 C12 1.274(3) . ?
N4 C16 1.335(3) . ?
C1 C2 1.473(3) . ?
C2 C3 1.311(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.309(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.503(3) . ?
C7 C8 1.310(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.338(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.377(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.317(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.478(3) . ?
C12 C13 1.349(3) . ?
C13 C14 1.371(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.295(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.349(3) . ?
C15 H15 0.9300 . ?
C16 H16 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
N1 Cd1 N3 143.49(7) . . ?
N1 Cd1 N4 144.82(7) . . ?
N3 Cd1 N4 71.63(7) . . ?
N1 Cd1 O6 82.19(6) . . ?
N3 Cd1 O6 90.38(6) . . ?
N4 Cd1 O6 99.73(7) . . ?
N1 Cd1 O5 89.73(6) . . ?
N3 Cd1 O5 96.14(6) . . ?
N4 Cd1 O5 86.89(7) . . ?
O6 Cd1 O5 171.92(5) . . ?
N1 Cd1 O1 67.73(6) . . ?
N3 Cd1 O1 76.82(7) . . ?
N4 Cd1 O1 146.51(6) . . ?
O6 Cd1 O1 91.32(6) . . ?
O5 Cd1 O1 85.55(6) . . ?
N1 Cd1 O3 67.80(6) . . ?
N3 Cd1 O3 146.55(6) . . ?
N4 Cd1 O3 77.63(6) . . ?
O6 Cd1 O3 81.96(6) . . ?
O5 Cd1 O3 95.06(5) . . ?
O1 Cd1 O3 135.52(6) . . ?
C1 O1 Cd1 120.23(15) . . ?
C6 O3 Cd1 115.96(14) . . ?
Cd1 O5 H5A 109.5(15) . . ?
Cd1 O5 H5B 111.8(18) . . ?
H5A O5 H5B 113.6(15) . . ?
Cd1 O6 H6A 116.2(17) . . ?
Cd1 O6 H6B 109.8(18) . . ?
H6A O6 H6B 118.9(17) . . ?
C5 N1 C2 120.5(2) . . ?
C5 N1 Cd1 120.46(14) . . ?
C2 N1 Cd1 119.04(14) . . ?
C3 N2 C4 118.5(2) . . ?
C11 N3 C7 120.9(2) . . ?
C11 N3 Cd1 115.15(15) . . ?
C7 N3 Cd1 123.95(16) . . ?
C12 N4 C16 118.0(2) . . ?
C12 N4 Cd1 116.42(15) . . ?
C16 N4 Cd1 125.04(16) . . ?
O1 C1 O2 126.7(2) . . ?
O1 C1 C2 114.5(2) . . ?
O2 C1 C2 118.8(2) . . ?
C3 C2 N1 120.4(2) . . ?
C3 C2 C1 121.2(2) . . ?
N1 C2 C1 118.5(2) . . ?
N2 C3 C2 119.9(2) . . ?
N2 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 N2 122.8(2) . . ?
C5 C4 H4 118.6 . . ?
N2 C4 H4 118.6 . . ?
N1 C5 C4 117.8(2) . . ?
N1 C5 C6 119.3(2) . . ?
C4 C5 C6 122.8(2) . . ?
O3 C6 O4 125.5(2) . . ?
O3 C6 C5 116.46(19) . . ?
O4 C6 C5 118.0(2) . . ?
C8 C7 N3 123.3(2) . . ?
C8 C7 H7 118.4 . . ?
N3 C7 H7 118.4 . . ?
C7 C8 C9 115.9(2) . . ?
C7 C8 H8 122.0 . . ?
C9 C8 H8 122.0 . . ?
C8 C9 C10 121.3(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 119.9(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
N3 C11 C10 118.7(2) . . ?
N3 C11 C12 119.3(2) . . ?
C10 C11 C12 122.0(2) . . ?
N4 C12 C13 118.5(2) . . ?
N4 C12 C11 116.6(2) . . ?
C13 C12 C11 124.8(2) . . ?
C12 C13 C14 122.6(2) . . ?
C12 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
C15 C14 C13 119.0(2) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 115.7(2) . . ?
C14 C15 H15 122.1 . . ?
C16 C15 H15 122.1 . . ?
N4 C16 C15 126.0(2) . . ?
N4 C16 H16 117.0 . . ?
C15 C16 H16 117.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cd1 O1 C1 0.30(16) . . . . ?
N3 Cd1 O1 C1 171.39(18) . . . . ?
N4 Cd1 O1 C1 -168.74(16) . . . . ?
O6 Cd1 O1 C1 81.31(17) . . . . ?
O5 Cd1 O1 C1 -91.23(17) . . . . ?
O3 Cd1 O1 C1 1.5(2) . . . . ?
N1 Cd1 O3 C6 0.09(15) . . . . ?
N3 Cd1 O3 C6 -163.09(15) . . . . ?
N4 Cd1 O3 C6 173.42(16) . . . . ?
O6 Cd1 O3 C6 -84.72(16) . . . . ?
O5 Cd1 O3 C6 87.72(16) . . . . ?
O1 Cd1 O3 C6 -1.07(19) . . . . ?
N3 Cd1 N1 C5 164.78(15) . . . . ?
N4 Cd1 N1 C5 -11.0(2) . . . . ?
O6 Cd1 N1 C5 84.80(16) . . . . ?
O5 Cd1 N1 C5 -95.24(16) . . . . ?
O1 Cd1 N1 C5 179.46(17) . . . . ?
O3 Cd1 N1 C5 0.34(15) . . . . ?
N3 Cd1 N1 C2 -16.1(2) . . . . ?
N4 Cd1 N1 C2 168.07(13) . . . . ?
O6 Cd1 N1 C2 -96.10(15) . . . . ?
O5 Cd1 N1 C2 83.86(15) . . . . ?
O1 Cd1 N1 C2 -1.44(14) . . . . ?
O3 Cd1 N1 C2 179.43(16) . . . . ?
N1 Cd1 N3 C11 -173.14(13) . . . . ?
N4 Cd1 N3 C11 4.32(15) . . . . ?
O6 Cd1 N3 C11 -95.81(16) . . . . ?
O5 Cd1 N3 C11 88.98(16) . . . . ?
O1 Cd1 N3 C11 172.93(16) . . . . ?
O3 Cd1 N3 C11 -19.9(2) . . . . ?
N1 Cd1 N3 C7 6.4(2) . . . . ?
N4 Cd1 N3 C7 -176.14(19) . . . . ?
O6 Cd1 N3 C7 83.73(19) . . . . ?
O5 Cd1 N3 C7 -91.48(19) . . . . ?
O1 Cd1 N3 C7 -7.53(18) . . . . ?
O3 Cd1 N3 C7 159.64(16) . . . . ?
N1 Cd1 N4 C12 169.18(14) . . . . ?
N3 Cd1 N4 C12 -8.20(15) . . . . ?
O6 Cd1 N4 C12 78.94(16) . . . . ?
O5 Cd1 N4 C12 -105.72(16) . . . . ?
O1 Cd1 N4 C12 -28.6(2) . . . . ?
O3 Cd1 N4 C12 158.41(16) . . . . ?
N1 Cd1 N4 C16 -2.5(2) . . . . ?
N3 Cd1 N4 C16 -179.86(19) . . . . ?
O6 Cd1 N4 C16 -92.71(18) . . . . ?
O5 Cd1 N4 C16 82.63(18) . . . . ?
O1 Cd1 N4 C16 159.74(15) . . . . ?
O3 Cd1 N4 C16 -13.24(17) . . . . ?
Cd1 O1 C1 O2 179.48(16) . . . . ?
Cd1 O1 C1 C2 0.7(3) . . . . ?
C5 N1 C2 C3 1.6(3) . . . . ?
Cd1 N1 C2 C3 -177.55(17) . . . . ?
C5 N1 C2 C1 -178.5(2) . . . . ?
Cd1 N1 C2 C1 2.4(2) . . . . ?
O1 C1 C2 C3 177.9(2) . . . . ?
O2 C1 C2 C3 -0.9(3) . . . . ?
O1 C1 C2 N1 -2.1(3) . . . . ?
O2 C1 C2 N1 179.09(18) . . . . ?
C4 N2 C3 C2 1.8(4) . . . . ?
N1 C2 C3 N2 -2.8(3) . . . . ?
C1 C2 C3 N2 177.2(2) . . . . ?
C3 N2 C4 C5 0.5(4) . . . . ?
C2 N1 C5 C4 0.7(3) . . . . ?
Cd1 N1 C5 C4 179.77(16) . . . . ?
C2 N1 C5 C6 -179.78(18) . . . . ?
Cd1 N1 C5 C6 -0.7(3) . . . . ?
N2 C4 C5 N1 -1.7(4) . . . . ?
N2 C4 C5 C6 178.8(2) . . . . ?
Cd1 O3 C6 O4 178.79(17) . . . . ?
Cd1 O3 C6 C5 -0.4(2) . . . . ?
N1 C5 C6 O3 0.8(3) . . . . ?
C4 C5 C6 O3 -179.7(2) . . . . ?
N1 C5 C6 O4 -178.5(2) . . . . ?
C4 C5 C6 O4 1.0(3) . . . . ?
C11 N3 C7 C8 0.0(4) . . . . ?
Cd1 N3 C7 C8 -179.52(18) . . . . ?
N3 C7 C8 C9 -0.8(4) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C7 N3 C11 C10 0.8(3) . . . . ?
Cd1 N3 C11 C10 -179.60(16) . . . . ?
C7 N3 C11 C12 179.7(2) . . . . ?
Cd1 N3 C11 C12 -0.8(3) . . . . ?
C9 C10 C11 N3 -0.9(3) . . . . ?
C9 C10 C11 C12 -179.7(2) . . . . ?
C16 N4 C12 C13 1.7(3) . . . . ?
Cd1 N4 C12 C13 -170.59(16) . . . . ?
C16 N4 C12 C11 -177.13(19) . . . . ?
Cd1 N4 C12 C11 10.6(2) . . . . ?
N3 C11 C12 N4 -6.8(3) . . . . ?
C10 C11 C12 N4 172.0(2) . . . . ?
N3 C11 C12 C13 174.5(2) . . . . ?
C10 C11 C12 C13 -6.7(4) . . . . ?
N4 C12 C13 C14 0.1(3) . . . . ?
C11 C12 C13 C14 178.8(2) . . . . ?
C12 C13 C14 C15 -1.4(4) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C12 N4 C16 C15 -2.4(3) . . . . ?
Cd1 N4 C16 C15 169.18(18) . . . . ?
C14 C15 C16 N4 1.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.578
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.073


