# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Zilu Chen'
_publ_contact_author_email       CHENZILUCZL@YAHOO.CO.UK

_publ_section_title              
;
Controlling the dimensionalities and structures of
homochiral Zn(II) and Cd(II) compounds of
N-(p-tosyl)-S-carboxymethyl-L-cysteine via tuning the connecting modes
of metal ions and chiral linkers by different kinds of ancillary ligands
;
loop_
_publ_author_name
'Zilu Chen.'
'Fupei Liang.'
'Min Shao.'
'Yan Su.'
'Lixia Wang.'
'Wei Xiong.'

# Attachment 'compound_1.cif'

data_080307a
_database_code_depnum_ccdc_archive 'CCDC 695441'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H13 Cd N O6 S2'
_chemical_formula_sum            'C12 H13 Cd N O6 S2'
_chemical_formula_weight         443.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   8.5289(15)
_cell_length_b                   6.0505(10)
_cell_length_c                   14.924(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.613(2)
_cell_angle_gamma                90.00
_cell_volume                     765.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3665
_cell_measurement_theta_min      2.628
_cell_measurement_theta_max      28.266

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.926
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6435
_exptl_absorpt_correction_T_max  0.8601
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3982
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.37
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2554
_reflns_number_gt                2471
_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)+(0.0116P)²+0.6046P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(2)
_refine_ls_number_reflns         2554
_refine_ls_number_parameters     200
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0503
_refine_ls_wR_factor_gt          0.0494
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Cd1 Cd 1.40364(2) 0.47455(4) 0.953212(15) 0.02489(8) Uani 1 1 d . . .
N1 N 0.8271(4) 0.5723(7) 0.8169(2) 0.0306(8) Uani 1 1 d . . .
H1 H 0.7448 0.6195 0.8445 0.037 Uiso 1 1 d R . .
O1 O 1.3600(3) 0.0922(5) 0.96793(17) 0.0294(6) Uani 1 1 d . . .
O2 O 1.4065(4) -0.1917(5) 0.8805(2) 0.0479(8) Uani 1 1 d . . .
O3 O 0.5800(3) 0.3321(5) 0.86536(17) 0.0314(6) Uani 1 1 d . . .
O4 O 0.7460(3) 0.0980(5) 0.94458(19) 0.0392(7) Uani 1 1 d . . .
O5 O 0.9180(4) 0.5621(6) 0.6658(2) 0.0548(9) Uani 1 1 d . . .
O6 O 0.7781(5) 0.8888(6) 0.7168(3) 0.0631(10) Uani 1 1 d . . .
S1 S 1.16928(10) 0.36366(17) 0.82765(6) 0.0298(2) Uani 1 1 d . . .
S2 S 0.79545(13) 0.65479(19) 0.71152(7) 0.0389(2) Uani 1 1 d . . .
C1 C 1.3441(4) -0.0102(10) 0.8928(2) 0.0282(8) Uani 1 1 d . . .
C2 C 1.2480(5) 0.0934(7) 0.8113(3) 0.0362(9) Uani 1 1 d . . .
H2A H 1.1609 -0.0047 0.7917 0.043 Uiso 1 1 calc R . .
H2B H 1.3142 0.1018 0.7628 0.043 Uiso 1 1 calc R . .
C3 C 0.7116(4) 0.2475(6) 0.8875(2) 0.0249(8) Uani 1 1 d . . .
C4 C 0.8483(5) 0.3361(7) 0.8383(3) 0.0244(9) Uani 1 1 d . . .
H4 H 0.8481 0.2549 0.7815 0.029 Uiso 1 1 calc R . .
C5 C 1.0080(4) 0.2992(8) 0.8940(3) 0.0357(9) Uani 1 1 d . . .
H5A H 1.0164 0.1465 0.9137 0.043 Uiso 1 1 calc R . .
H5B H 1.0160 0.3924 0.9472 0.043 Uiso 1 1 calc R . .
C6 C 0.6140(5) 0.5410(7) 0.6626(3) 0.0356(10) Uani 1 1 d . . .
C7 C 0.6134(6) 0.3397(8) 0.6189(3) 0.0445(12) Uani 1 1 d . . .
H7 H 0.7076 0.2661 0.6135 0.053 Uiso 1 1 calc R . .
C8 C 0.4703(6) 0.2487(9) 0.5833(3) 0.0503(12) Uani 1 1 d . . .
H8 H 0.4692 0.1140 0.5533 0.060 Uiso 1 1 calc R . .
C9 C 0.3294(6) 0.3548(10) 0.5917(3) 0.0533(14) Uani 1 1 d . . .
C10 C 0.3334(5) 0.5577(10) 0.6352(3) 0.0520(14) Uani 1 1 d . . .
H10 H 0.2396 0.6327 0.6401 0.062 Uiso 1 1 calc R . .
C11 C 0.4744(5) 0.6498(8) 0.6715(3) 0.0458(11) Uani 1 1 d . . .
H11 H 0.4755 0.7843 0.7017 0.055 Uiso 1 1 calc R . .
C12 C 0.1732(7) 0.2525(15) 0.5543(4) 0.082(2) Uani 1 1 d . . .
H12A H 0.0965 0.2781 0.5955 0.122 Uiso 1 1 calc R . .
H12B H 0.1866 0.0964 0.5467 0.122 Uiso 1 1 calc R . .
H12C H 0.1375 0.3184 0.4971 0.122 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
Cd1 O4 2.228(3) 2_757 ?
Cd1 O3 2.276(2) 1_655 ?
Cd1 O2 2.294(3) 1_565 ?
Cd1 O1 2.326(3) 2_857 ?
Cd1 O1 2.357(3) . ?
Cd1 S1 2.6635(10) . ?
N1 C4 1.471(5) . ?
N1 S2 1.642(4) . ?
N1 H1 0.9000 . ?
O1 C1 1.275(5) . ?
O1 Cd1 2.326(2) 2_847 ?
O2 C1 1.243(6) . ?
O2 Cd1 2.294(3) 1_545 ?
O3 C3 1.243(4) . ?
O3 Cd1 2.276(2) 1_455 ?
O4 C3 1.254(5) . ?
O4 Cd1 2.228(3) 2_747 ?
O5 S2 1.427(3) . ?
O6 S2 1.427(4) . ?
S1 C2 1.795(4) . ?
S1 C5 1.827(4) . ?
S2 C6 1.772(4) . ?
C1 C2 1.520(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.544(5) . ?
C4 C5 1.528(5) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C11 1.380(6) . ?
C6 C7 1.382(6) . ?
C7 C8 1.388(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.380(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(7) . ?
C9 C12 1.516(8) . ?
C10 C11 1.378(7) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cd1 O3 172.04(10) 2_757 1_655 ?
O4 Cd1 O2 93.83(12) 2_757 1_565 ?
O3 Cd1 O2 90.99(11) 1_655 1_565 ?
O4 Cd1 O1 94.73(10) 2_757 2_857 ?
O3 Cd1 O1 79.36(9) 1_655 2_857 ?
O2 Cd1 O1 85.07(11) 1_565 2_857 ?
O4 Cd1 O1 98.98(11) 2_757 . ?
O3 Cd1 O1 78.70(10) 1_655 . ?
O2 Cd1 O1 156.70(10) 1_565 . ?
O1 Cd1 O1 112.97(8) 2_857 . ?
O4 Cd1 S1 97.09(7) 2_757 . ?
O3 Cd1 S1 89.52(7) 1_655 . ?
O2 Cd1 S1 86.39(9) 1_565 . ?
O1 Cd1 S1 165.84(7) 2_857 . ?
O1 Cd1 S1 72.81(6) . . ?
C4 N1 S2 120.4(3) . . ?
C4 N1 H1 107.0 . . ?
S2 N1 H1 106.9 . . ?
C1 O1 Cd1 107.1(2) . 2_847 ?
C1 O1 Cd1 113.4(3) . . ?
Cd1 O1 Cd1 102.15(10) 2_847 . ?
C1 O2 Cd1 132.9(3) . 1_545 ?
C3 O3 Cd1 129.7(2) . 1_455 ?
C3 O4 Cd1 126.8(2) . 2_747 ?
C2 S1 C5 101.3(2) . . ?
C2 S1 Cd1 93.59(13) . . ?
C5 S1 Cd1 102.89(13) . . ?
O6 S2 O5 120.2(2) . . ?
O6 S2 N1 104.8(2) . . ?
O5 S2 N1 106.86(19) . . ?
O6 S2 C6 108.5(2) . . ?
O5 S2 C6 107.6(2) . . ?
N1 S2 C6 108.41(19) . . ?
O2 C1 O1 123.7(4) . . ?
O2 C1 C2 116.6(4) . . ?
O1 C1 C2 119.7(4) . . ?
C1 C2 S1 116.3(3) . . ?
C1 C2 H2A 108.2 . . ?
S1 C2 H2A 108.2 . . ?
C1 C2 H2B 108.2 . . ?
S1 C2 H2B 108.2 . . ?
H2A C2 H2B 107.4 . . ?
O3 C3 O4 127.7(3) . . ?
O3 C3 C4 116.0(3) . . ?
O4 C3 C4 116.3(3) . . ?
N1 C4 C5 109.9(4) . . ?
N1 C4 C3 111.1(3) . . ?
C5 C4 C3 111.4(3) . . ?
N1 C4 H4 108.1 . . ?
C5 C4 H4 108.1 . . ?
C3 C4 H4 108.1 . . ?
C4 C5 S1 110.7(3) . . ?
C4 C5 H5A 109.5 . . ?
S1 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
S1 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C11 C6 C7 120.6(4) . . ?
C11 C6 S2 119.8(3) . . ?
C7 C6 S2 119.5(3) . . ?
C6 C7 C8 119.1(4) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C9 C8 C7 121.1(5) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 118.6(5) . . ?
C8 C9 C12 120.9(6) . . ?
C10 C9 C12 120.4(5) . . ?
C11 C10 C9 121.0(5) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C6 119.5(5) . . ?
C10 C11 H11 120.2 . . ?
C6 C11 H11 120.2 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Cd1 O1 C1 139.8(2) 2_757 . . . ?
O3 Cd1 O1 C1 -48.0(2) 1_655 . . . ?
O2 Cd1 O1 C1 17.3(4) 1_565 . . . ?
O1 Cd1 O1 C1 -121.1(2) 2_857 . . . ?
S1 Cd1 O1 C1 45.1(2) . . . . ?
O4 Cd1 O1 Cd1 -105.31(11) 2_757 . . 2_847 ?
O3 Cd1 O1 Cd1 66.96(10) 1_655 . . 2_847 ?
O2 Cd1 O1 Cd1 132.2(2) 1_565 . . 2_847 ?
O1 Cd1 O1 Cd1 -6.23(5) 2_857 . . 2_847 ?
S1 Cd1 O1 Cd1 159.99(10) . . . 2_847 ?
O4 Cd1 S1 C2 -130.52(16) 2_757 . . . ?
O3 Cd1 S1 C2 45.04(16) 1_655 . . . ?
O2 Cd1 S1 C2 136.07(16) 1_565 . . . ?
O1 Cd1 S1 C2 83.1(3) 2_857 . . . ?
O1 Cd1 S1 C2 -33.27(16) . . . . ?
O4 Cd1 S1 C5 -28.06(18) 2_757 . . . ?
O3 Cd1 S1 C5 147.50(18) 1_655 . . . ?
O2 Cd1 S1 C5 -121.47(18) 1_565 . . . ?
O1 Cd1 S1 C5 -174.5(3) 2_857 . . . ?
O1 Cd1 S1 C5 69.19(17) . . . . ?
C4 N1 S2 O6 179.0(3) . . . . ?
C4 N1 S2 O5 -52.4(4) . . . . ?
C4 N1 S2 C6 63.3(4) . . . . ?
Cd1 O2 C1 O1 53.9(6) 1_545 . . . ?
Cd1 O2 C1 C2 -127.9(3) 1_545 . . . ?
Cd1 O1 C1 O2 25.1(5) 2_847 . . . ?
Cd1 O1 C1 O2 137.0(4) . . . . ?
Cd1 O1 C1 C2 -153.2(3) 2_847 . . . ?
Cd1 O1 C1 C2 -41.2(4) . . . . ?
O2 C1 C2 S1 -176.0(3) . . . . ?
O1 C1 C2 S1 2.3(5) . . . . ?
C5 S1 C2 C1 -74.3(3) . . . . ?
Cd1 S1 C2 C1 29.6(3) . . . . ?
Cd1 O3 C3 O4 50.2(6) 1_455 . . . ?
Cd1 O3 C3 C4 -130.4(3) 1_455 . . . ?
Cd1 O4 C3 O3 -13.2(6) 2_747 . . . ?
Cd1 O4 C3 C4 167.4(3) 2_747 . . . ?
S2 N1 C4 C5 122.1(3) . . . . ?
S2 N1 C4 C3 -114.1(3) . . . . ?
O3 C3 C4 N1 33.3(5) . . . . ?
O4 C3 C4 N1 -147.1(3) . . . . ?
O3 C3 C4 C5 156.2(4) . . . . ?
O4 C3 C4 C5 -24.3(5) . . . . ?
N1 C4 C5 S1 -65.6(4) . . . . ?
C3 C4 C5 S1 170.9(3) . . . . ?
C2 S1 C5 C4 -110.0(3) . . . . ?
Cd1 S1 C5 C4 153.6(3) . . . . ?
O6 S2 C6 C11 -27.1(4) . . . . ?
O5 S2 C6 C11 -158.6(4) . . . . ?
N1 S2 C6 C11 86.1(4) . . . . ?
O6 S2 C6 C7 155.4(3) . . . . ?
O5 S2 C6 C7 23.9(4) . . . . ?
N1 S2 C6 C7 -91.4(4) . . . . ?
C11 C6 C7 C8 0.5(6) . . . . ?
S2 C6 C7 C8 178.0(3) . . . . ?
C6 C7 C8 C9 -0.7(7) . . . . ?
C7 C8 C9 C10 1.2(7) . . . . ?
C7 C8 C9 C12 -178.8(5) . . . . ?
C8 C9 C10 C11 -1.6(7) . . . . ?
C12 C9 C10 C11 178.4(5) . . . . ?
C9 C10 C11 C6 1.4(7) . . . . ?
C7 C6 C11 C10 -0.9(7) . . . . ?
S2 C6 C11 C10 -178.4(4) . . . . ?

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
N1 H1 O3 0.90 2.28 2.725(4) 110.2 .

_chemical_absolute_configuration rmad
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.060

# Attachment 'Compound 2.cif'

data_080305b
_database_code_depnum_ccdc_archive 'CCDC 695442'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 Cd N3 O7 S2'
_chemical_formula_sum            'C22 H23 Cd N3 O7 S2'
_chemical_formula_weight         617.95

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'
S S 0.1246 0.1234 '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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   10.7419(8)
_cell_length_b                   11.0361(8)
_cell_length_c                   11.7804(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.3960(10)
_cell_angle_gamma                90.00
_cell_volume                     1261.59(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    4078
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      27.09

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    1.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8133
_exptl_absorpt_correction_T_max  0.8999
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  '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            6572
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3292
_reflns_number_gt                3120
_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, 1997)'
_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)+(0.0278P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_number_reflns         3292
_refine_ls_number_parameters     354
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0522
_refine_ls_wR_factor_gt          0.0513
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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 0.99227(2) 0.75941(3) 0.437856(18) 0.03461(8) Uani 1 1 d . . .
S1 S 0.47079(10) 0.44382(11) 0.16044(10) 0.0512(3) Uani 1 1 d . A .
S2 S 0.42914(13) 0.55539(17) 0.46274(15) 0.0848(5) Uani 1 1 d . . .
C1 C 0.9107(4) 0.8305(4) 0.1503(4) 0.0494(11) Uani 1 1 d . . .
H1 H 0.8539 0.8827 0.1687 0.059 Uiso 1 1 calc R . .
C2 C 0.9098(4) 0.8380(4) 0.0328(3) 0.0463(11) Uani 1 1 d . . .
H2 H 0.8546 0.8949 -0.0251 0.056 Uiso 1 1 calc R . .
C3 C 0.9919(3) 0.7601(7) 0.0019(3) 0.0390(7) Uani 1 1 d . . .
C4 C 1.0736(5) 0.6818(5) 0.0936(4) 0.0630(14) Uani 1 1 d . . .
H4 H 1.1325 0.6295 0.0782 0.076 Uiso 1 1 calc R . .
C5 C 1.0691(5) 0.6802(5) 0.2094(4) 0.0619(13) Uani 1 1 d . . .
H5 H 1.1253 0.6257 0.2700 0.074 Uiso 1 1 calc R . .
C8 C 0.9957(3) 0.7656(8) -0.1226(3) 0.0429(9) Uani 1 1 d . . .
C6 C 0.8964(4) 0.8214(4) -0.3408(3) 0.0479(10) Uani 1 1 d . . .
H6 H 0.8241 0.8565 -0.4092 0.058 Uiso 1 1 calc R . .
C7 C 0.8892(4) 0.8201(4) -0.2258(3) 0.0474(10) Uani 1 1 d . . .
H7 H 0.8146 0.8549 -0.2176 0.057 Uiso 1 1 calc R . .
C9 C 1.1048(4) 0.7209(4) -0.1420(3) 0.0556(14) Uani 1 1 d . . .
H9 H 1.1801 0.6873 -0.0752 0.067 Uiso 1 1 calc R . .
C10 C 1.1037(4) 0.7253(4) -0.2585(3) 0.0553(15) Uani 1 1 d . . .
H10 H 1.1778 0.6920 -0.2688 0.066 Uiso 1 1 calc R . .
N2 N 1.0011(3) 0.7752(7) -0.3582(3) 0.0445(12) Uani 1 1 d . . .
C11 C 0.5539(4) 0.4520(5) 0.0604(4) 0.0505(10) Uani 1 1 d . . .
C121 C 0.6840(10) 0.5043(10) 0.0939(8) 0.060(3) Uani 0.582(11) 1 d P A 1
H121 H 0.7338 0.5327 0.1754 0.073 Uiso 0.582(11) 1 calc PR A 1
C131 C 0.7384(10) 0.5142(11) 0.0088(9) 0.065(3) Uani 0.582(11) 1 d P A 1
H131 H 0.8239 0.5512 0.0332 0.078 Uiso 0.582(11) 1 calc PR A 1
C122 C 0.591(2) 0.5522(14) 0.0393(15) 0.083(5) Uani 0.418(11) 1 d P A 2
H122 H 0.5773 0.6212 0.0779 0.100 Uiso 0.418(11) 1 calc PR A 2
C132 C 0.655(2) 0.5616(16) -0.046(2) 0.102(7) Uani 0.418(11) 1 d P A 2
H132 H 0.6866 0.6375 -0.0558 0.123 Uiso 0.418(11) 1 calc PR A 2
C14 C 0.6724(6) 0.4722(6) -0.1089(5) 0.0608(14) Uani 1 1 d . . .
C151 C 0.5467(10) 0.4230(11) -0.1455(8) 0.069(3) Uani 0.582(11) 1 d P A 1
H151 H 0.4996 0.3948 -0.2274 0.082 Uiso 0.582(11) 1 calc PR A 1
C161 C 0.4858(10) 0.4136(13) -0.0629(9) 0.078(4) Uani 0.582(11) 1 d P A 1
H161 H 0.3978 0.3810 -0.0910 0.093 Uiso 0.582(11) 1 calc PR A 1
C152 C 0.6261(15) 0.3528(17) -0.0786(14) 0.086(5) Uani 0.418(11) 1 d P A 2
H152 H 0.6384 0.2826 -0.1163 0.103 Uiso 0.418(11) 1 calc PR A 2
C162 C 0.5649(16) 0.3445(14) 0.0050(16) 0.077(5) Uani 0.418(11) 1 d P A 2
H162 H 0.5337 0.2713 0.0221 0.092 Uiso 0.418(11) 1 calc PR A 2
C17 C 0.7345(5) 0.4835(7) -0.2015(5) 0.093(2) Uani 1 1 d . A .
H17A H 0.7182 0.5636 -0.2366 0.139 Uiso 1 1 calc R . .
H17B H 0.6928 0.4252 -0.2675 0.139 Uiso 1 1 calc R . .
H17C H 0.8319 0.4690 -0.1592 0.139 Uiso 1 1 calc R . .
C18 C 0.5941(4) 0.6098(4) 0.3427(4) 0.0493(11) Uani 1 1 d . A .
H18 H 0.5199 0.6592 0.2815 0.059 Uiso 1 1 calc R . .
C19 C 0.7324(4) 0.6652(4) 0.3633(3) 0.0424(10) Uani 1 1 d . . .
C20 C 0.5863(5) 0.6163(6) 0.4682(5) 0.0823(19) Uani 1 1 d . . .
H20A H 0.5947 0.7002 0.4949 0.099 Uiso 1 1 calc R . .
H20B H 0.6634 0.5721 0.5304 0.099 Uiso 1 1 calc R . .
C21 C 0.4127(5) 0.6467(8) 0.5788(6) 0.114(3) Uani 1 1 d . . .
H21A H 0.4392 0.6001 0.6554 0.137 Uiso 1 1 calc R . .
H21B H 0.4747 0.7154 0.5971 0.137 Uiso 1 1 calc R . .
C22 C 0.2679(5) 0.6919(6) 0.5372(5) 0.0489(13) Uani 1 1 d . . .
N1 N 0.9878(3) 0.7531(7) 0.2380(2) 0.0425(8) Uani 1 1 d . . .
N3 N 0.5770(3) 0.4860(4) 0.2984(3) 0.0496(9) Uani 1 1 d . . .
H3 H 0.6272 0.4313 0.3495 0.060 Uiso 1 1 calc R A .
O1 O 0.8347(3) 0.5969(3) 0.3983(3) 0.0536(7) Uani 1 1 d . . .
O2 O 0.7390(3) 0.7753(4) 0.3527(3) 0.0564(8) Uani 1 1 d . . .
O3 O 0.2437(4) 0.8025(4) 0.5338(4) 0.0670(13) Uani 1 1 d . . .
O4 O 0.1741(3) 0.6151(3) 0.5031(2) 0.0485(7) Uani 1 1 d . . .
O5 O 0.4391(4) 0.3198(3) 0.1685(3) 0.0759(10) Uani 1 1 d . . .
O6 O 0.3597(3) 0.5285(4) 0.1142(4) 0.0664(12) Uani 1 1 d . . .
O1W O 0.9749(2) 0.9639(3) 0.4140(2) 0.0497(7) Uani 1 1 d . . .
H101 H 0.9010 0.9896 0.4161 0.075 Uiso 1 1 d R . .
H102 H 1.0443 0.9982 0.4716 0.075 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
Cd1 O1W 2.272(3) . ?
Cd1 N1 2.335(3) . ?
Cd1 N2 2.370(3) 1_556 ?
Cd1 O1 2.371(3) . ?
Cd1 O4 2.378(3) 1_655 ?
Cd1 O2 2.469(3) . ?
Cd1 O3 2.486(4) 1_655 ?
Cd1 C19 2.746(4) . ?
S1 O5 1.423(4) . ?
S1 O6 1.427(4) . ?
S1 N3 1.603(3) . ?
S1 C11 1.760(5) . ?
S2 C21 1.768(5) . ?
S2 C20 1.792(5) . ?
C1 N1 1.322(7) . ?
C1 C2 1.383(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.387(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(7) . ?
C3 C8 1.486(4) . ?
C4 C5 1.386(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.332(7) . ?
C5 H5 0.9300 . ?
C8 C9 1.378(6) . ?
C8 C7 1.398(6) . ?
C6 N2 1.329(5) . ?
C6 C7 1.390(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C9 C10 1.368(5) . ?
C9 H9 0.9300 . ?
C10 N2 1.337(5) . ?
C10 H10 0.9300 . ?
N2 Cd1 2.370(3) 1_554 ?
C11 C122 1.236(16) . ?
C11 C161 1.382(9) . ?
C11 C162 1.383(15) . ?
C11 C121 1.403(9) . ?
C121 C131 1.365(11) . ?
C121 H121 0.9300 . ?
C131 C14 1.341(10) . ?
C131 H131 0.9300 . ?
C122 C132 1.44(2) . ?
C122 H122 0.9300 . ?
C132 C14 1.297(19) . ?
C132 H132 0.9300 . ?
C14 C151 1.344(10) . ?
C14 C152 1.504(18) . ?
C14 C17 1.507(7) . ?
C151 C161 1.390(11) . ?
C151 H151 0.9300 . ?
C161 H161 0.9300 . ?
C152 C162 1.402(19) . ?
C152 H152 0.9300 . ?
C162 H162 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N3 1.446(6) . ?
C18 C20 1.518(6) . ?
C18 C19 1.526(6) . ?
C18 H18 0.9800 . ?
C19 O2 1.227(6) . ?
C19 O1 1.248(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.501(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O4 1.244(6) . ?
C22 O3 1.245(6) . ?
N3 H3 0.8600 . ?
O3 Cd1 2.486(4) 1_455 ?
O4 Cd1 2.378(3) 1_455 ?
O1W H101 0.8532 . ?
O1W H102 0.8522 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1W Cd1 N1 86.6(2) . . ?
O1W Cd1 N2 91.01(19) . 1_556 ?
N1 Cd1 N2 177.3(3) . 1_556 ?
O1W Cd1 O1 135.48(9) . . ?
N1 Cd1 O1 94.30(17) . . ?
N2 Cd1 O1 88.27(16) 1_556 . ?
O1W Cd1 O4 135.89(9) . 1_655 ?
N1 Cd1 O4 87.99(15) . 1_655 ?
N2 Cd1 O4 92.94(15) 1_556 1_655 ?
O1 Cd1 O4 88.57(11) . 1_655 ?
O1W Cd1 O2 82.03(12) . . ?
N1 Cd1 O2 92.85(10) . . ?
N2 Cd1 O2 87.99(10) 1_556 . ?
O1 Cd1 O2 53.46(12) . . ?
O4 Cd1 O2 141.99(13) 1_655 . ?
O1W Cd1 O3 83.22(12) . 1_655 ?
N1 Cd1 O3 90.72(13) . 1_655 ?
N2 Cd1 O3 87.81(13) 1_556 1_655 ?
O1 Cd1 O3 141.15(12) . 1_655 ?
O4 Cd1 O3 53.10(12) 1_655 1_655 ?
O2 Cd1 O3 164.58(15) . 1_655 ?
O1W Cd1 C19 108.54(12) . . ?
N1 Cd1 C19 95.02(12) . . ?
N2 Cd1 C19 86.87(12) 1_556 . ?
O1 Cd1 C19 26.97(11) . . ?
O4 Cd1 C19 115.54(12) 1_655 . ?
O2 Cd1 C19 26.53(14) . . ?
O3 Cd1 C19 167.15(13) 1_655 . ?
O5 S1 O6 118.1(2) . . ?
O5 S1 N3 107.4(2) . . ?
O6 S1 N3 108.2(2) . . ?
O5 S1 C11 107.4(2) . . ?
O6 S1 C11 107.0(2) . . ?
N3 S1 C11 108.62(19) . . ?
C21 S2 C20 99.4(3) . . ?
N1 C1 C2 123.6(4) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 119.6(4) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 116.7(3) . . ?
C4 C3 C8 121.7(4) . . ?
C2 C3 C8 121.6(4) . . ?
C3 C4 C5 120.3(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 123.0(4) . . ?
N1 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C9 C8 C7 116.5(3) . . ?
C9 C8 C3 122.3(3) . . ?
C7 C8 C3 121.1(3) . . ?
N2 C6 C7 123.4(4) . . ?
N2 C6 H6 118.3 . . ?
C7 C6 H6 118.3 . . ?
C6 C7 C8 119.1(3) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C10 C9 C8 120.8(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
N2 C10 C9 123.0(4) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C6 N2 C10 117.1(3) . . ?
C6 N2 Cd1 121.1(3) . 1_554 ?
C10 N2 Cd1 121.3(3) . 1_554 ?
C122 C11 C161 97.7(9) . . ?
C122 C11 C162 124.9(10) . . ?
C161 C11 C162 49.9(7) . . ?
C122 C11 C121 47.2(8) . . ?
C161 C11 C121 115.9(6) . . ?
C162 C11 C121 102.1(7) . . ?
C122 C11 S1 118.7(7) . . ?
C161 C11 S1 119.7(5) . . ?
C162 C11 S1 116.3(7) . . ?
C121 C11 S1 124.2(4) . . ?
C131 C121 C11 121.0(7) . . ?
C131 C121 H121 119.5 . . ?
C11 C121 H121 119.5 . . ?
C14 C131 C121 121.9(7) . . ?
C14 C131 H131 119.0 . . ?
C121 C131 H131 119.0 . . ?
C11 C122 C132 119.6(13) . . ?
C11 C122 H122 120.2 . . ?
C132 C122 H122 120.2 . . ?
C14 C132 C122 125.0(14) . . ?
C14 C132 H132 117.5 . . ?
C122 C132 H132 117.5 . . ?
C132 C14 C151 96.8(11) . . ?
C131 C14 C151 118.9(7) . . ?
C132 C14 C152 112.7(9) . . ?
C131 C14 C152 98.0(8) . . ?
C151 C14 C152 48.2(6) . . ?
C132 C14 C17 124.7(9) . . ?
C131 C14 C17 121.2(6) . . ?
C151 C14 C17 119.8(6) . . ?
C152 C14 C17 122.6(7) . . ?
C14 C151 C161 121.1(7) . . ?
C14 C151 H151 119.5 . . ?
C161 C151 H151 119.5 . . ?
C11 C161 C151 121.1(8) . . ?
C11 C161 H161 119.4 . . ?
C151 C161 H161 119.4 . . ?
C162 C152 C14 121.7(12) . . ?
C162 C152 H152 119.1 . . ?
C14 C152 H152 119.1 . . ?
C11 C162 C152 115.9(12) . . ?
C11 C162 H162 122.1 . . ?
C152 C162 H162 122.1 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 C20 110.2(4) . . ?
N3 C18 C19 113.6(3) . . ?
C20 C18 C19 106.5(3) . . ?
N3 C18 H18 108.8 . . ?
C20 C18 H18 108.8 . . ?
C19 C18 H18 108.8 . . ?
O2 C19 O1 123.4(4) . . ?
O2 C19 C18 118.4(4) . . ?
O1 C19 C18 118.0(4) . . ?
O2 C19 Cd1 64.0(2) . . ?
O1 C19 Cd1 59.5(2) . . ?
C18 C19 Cd1 171.4(3) . . ?
C18 C20 S2 113.1(3) . . ?
C18 C20 H20A 109.0 . . ?
S2 C20 H20A 109.0 . . ?
C18 C20 H20B 109.0 . . ?
S2 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C22 C21 S2 111.7(4) . . ?
C22 C21 H21A 109.3 . . ?
S2 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
S2 C21 H21B 109.3 . . ?
H21A C21 H21B 107.9 . . ?
O4 C22 O3 121.9(5) . . ?
O4 C22 C21 117.4(6) . . ?
O3 C22 C21 120.6(6) . . ?
C1 N1 C5 116.9(3) . . ?
C1 N1 Cd1 120.2(4) . . ?
C5 N1 Cd1 122.7(3) . . ?
C18 N3 S1 124.5(3) . . ?
C18 N3 H3 117.8 . . ?
S1 N3 H3 117.8 . . ?
C19 O1 Cd1 93.5(3) . . ?
C19 O2 Cd1 89.4(3) . . ?
C22 O3 Cd1 89.9(4) . 1_455 ?
C22 O4 Cd1 95.0(3) . 1_455 ?
Cd1 O1W H101 110.8 . . ?
Cd1 O1W H102 110.3 . . ?
H101 O1W H102 109.6 . . ?

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 C3 0.9(8) . . . . ?
C1 C2 C3 C4 -2.1(8) . . . . ?
C1 C2 C3 C8 -179.3(4) . . . . ?
C2 C3 C4 C5 1.9(9) . . . . ?
C8 C3 C4 C5 179.1(5) . . . . ?
C3 C4 C5 N1 -0.4(9) . . . . ?
C4 C3 C8 C9 -19.2(9) . . . . ?
C2 C3 C8 C9 157.9(7) . . . . ?
C4 C3 C8 C7 162.7(7) . . . . ?
C2 C3 C8 C7 -20.3(8) . . . . ?
N2 C6 C7 C8 -1.2(8) . . . . ?
C9 C8 C7 C6 2.7(9) . . . . ?
C3 C8 C7 C6 -179.1(5) . . . . ?
C7 C8 C9 C10 -3.0(10) . . . . ?
C3 C8 C9 C10 178.7(5) . . . . ?
C8 C9 C10 N2 2.0(9) . . . . ?
C7 C6 N2 C10 0.0(9) . . . . ?
C7 C6 N2 Cd1 172.3(4) . . . 1_554 ?
C9 C10 N2 C6 -0.3(9) . . . . ?
C9 C10 N2 Cd1 -172.6(4) . . . 1_554 ?
O5 S1 C11 C122 179.8(11) . . . . ?
O6 S1 C11 C122 52.2(11) . . . . ?
N3 S1 C11 C122 -64.4(11) . . . . ?
O5 S1 C11 C161 60.6(8) . . . . ?
O6 S1 C11 C161 -67.0(8) . . . . ?
N3 S1 C11 C161 176.4(8) . . . . ?
O5 S1 C11 C162 3.7(9) . . . . ?
O6 S1 C11 C162 -124.0(9) . . . . ?
N3 S1 C11 C162 119.5(9) . . . . ?
O5 S1 C11 C121 -124.5(7) . . . . ?
O6 S1 C11 C121 107.9(7) . . . . ?
N3 S1 C11 C121 -8.7(8) . . . . ?
C122 C11 C121 C131 -76.6(13) . . . . ?
C161 C11 C121 C131 -0.8(14) . . . . ?
C162 C11 C121 C131 50.2(14) . . . . ?
S1 C11 C121 C131 -175.9(8) . . . . ?
C11 C121 C131 C14 -1.6(17) . . . . ?
C161 C11 C122 C132 -47.9(17) . . . . ?
C162 C11 C122 C132 -2(2) . . . . ?
C121 C11 C122 C132 70.4(16) . . . . ?
S1 C11 C122 C132 -178.0(13) . . . . ?
C11 C122 C132 C14 4(3) . . . . ?
C122 C132 C14 C131 -81.5(18) . . . . ?
C122 C132 C14 C151 44(2) . . . . ?
C122 C132 C14 C152 -4(2) . . . . ?
C122 C132 C14 C17 177.4(13) . . . . ?
C121 C131 C14 C132 70.7(14) . . . . ?
C121 C131 C14 C151 2.5(16) . . . . ?
C121 C131 C14 C152 -43.7(13) . . . . ?
C121 C131 C14 C17 -179.8(9) . . . . ?
C132 C14 C151 C161 -41.8(14) . . . . ?
C131 C14 C151 C161 -1.0(16) . . . . ?
C152 C14 C151 C161 72.7(12) . . . . ?
C17 C14 C151 C161 -178.7(10) . . . . ?
C122 C11 C161 C151 48.2(15) . . . . ?
C162 C11 C161 C151 -81.7(14) . . . . ?
C121 C11 C161 C151 2.3(16) . . . . ?
S1 C11 C161 C151 177.6(9) . . . . ?
C14 C151 C161 C11 -1.5(19) . . . . ?
C132 C14 C152 C162 3.0(19) . . . . ?
C131 C14 C152 C162 46.7(15) . . . . ?
C151 C14 C152 C162 -75.4(14) . . . . ?
C17 C14 C152 C162 -178.1(11) . . . . ?
C122 C11 C162 C152 2(2) . . . . ?
C161 C11 C162 C152 69.6(14) . . . . ?
C121 C11 C162 C152 -44.2(15) . . . . ?
S1 C11 C162 C152 177.5(10) . . . . ?
C14 C152 C162 C11 -2(2) . . . . ?
N3 C18 C19 O2 152.1(4) . . . . ?
C20 C18 C19 O2 -86.4(5) . . . . ?
N3 C18 C19 O1 -32.6(5) . . . . ?
C20 C18 C19 O1 88.8(5) . . . . ?
O1W Cd1 C19 O2 1.7(3) . . . . ?
N1 Cd1 C19 O2 -86.3(3) . . . . ?
N2 Cd1 C19 O2 91.8(3) 1_556 . . . ?
O1 Cd1 C19 O2 -175.9(4) . . . . ?
O4 Cd1 C19 O2 -176.5(2) 1_655 . . . ?
O3 Cd1 C19 O2 157.4(5) 1_655 . . . ?
O1W Cd1 C19 O1 177.7(2) . . . . ?
N1 Cd1 C19 O1 89.6(3) . . . . ?
N2 Cd1 C19 O1 -92.3(3) 1_556 . . . ?
O4 Cd1 C19 O1 -0.6(3) 1_655 . . . ?
O2 Cd1 C19 O1 175.9(4) . . . . ?
O3 Cd1 C19 O1 -26.7(8) 1_655 . . . ?
N3 C18 C20 S2 -56.6(5) . . . . ?
C19 C18 C20 S2 179.8(4) . . . . ?
C21 S2 C20 C18 -149.5(5) . . . . ?
C20 S2 C21 C22 135.6(5) . . . . ?
S2 C21 C22 O4 55.0(7) . . . . ?
S2 C21 C22 O3 -122.9(6) . . . . ?
C2 C1 N1 C5 0.6(8) . . . . ?
C2 C1 N1 Cd1 175.4(3) . . . . ?
C4 C5 N1 C1 -0.9(9) . . . . ?
C4 C5 N1 Cd1 -175.5(4) . . . . ?
O1W Cd1 N1 C1 -35.9(4) . . . . ?
O1 Cd1 N1 C1 99.5(4) . . . . ?
O4 Cd1 N1 C1 -172.1(5) 1_655 . . . ?
O2 Cd1 N1 C1 45.9(5) . . . . ?
O3 Cd1 N1 C1 -119.1(4) 1_655 . . . ?
C19 Cd1 N1 C1 72.4(5) . . . . ?
O1W Cd1 N1 C5 138.5(5) . . . . ?
O1 Cd1 N1 C5 -86.1(5) . . . . ?
O4 Cd1 N1 C5 2.3(5) 1_655 . . . ?
O2 Cd1 N1 C5 -139.6(5) . . . . ?
O3 Cd1 N1 C5 55.4(5) 1_655 . . . ?
C19 Cd1 N1 C5 -113.1(5) . . . . ?
C20 C18 N3 S1 129.6(3) . . . . ?
C19 C18 N3 S1 -111.1(4) . . . . ?
O5 S1 N3 C18 -154.9(3) . . . . ?
O6 S1 N3 C18 -26.5(4) . . . . ?
C11 S1 N3 C18 89.3(4) . . . . ?
O2 C19 O1 Cd1 4.4(4) . . . . ?
C18 C19 O1 Cd1 -170.6(3) . . . . ?
O1W Cd1 O1 C19 -3.2(3) . . . . ?
N1 Cd1 O1 C19 -92.6(3) . . . . ?
N2 Cd1 O1 C19 86.5(3) 1_556 . . . ?
O4 Cd1 O1 C19 179.5(2) 1_655 . . . ?
O2 Cd1 O1 C19 -2.3(2) . . . . ?
O3 Cd1 O1 C19 170.8(3) 1_655 . . . ?
O1 C19 O2 Cd1 -4.2(4) . . . . ?
C18 C19 O2 Cd1 170.7(3) . . . . ?
O1W Cd1 O2 C19 -178.3(3) . . . . ?
N1 Cd1 O2 C19 95.5(3) . . . . ?
N2 Cd1 O2 C19 -87.0(3) 1_556 . . . ?
O1 Cd1 O2 C19 2.3(2) . . . . ?
O4 Cd1 O2 C19 5.2(3) 1_655 . . . ?
O3 Cd1 O2 C19 -161.3(4) 1_655 . . . ?
O4 C22 O3 Cd1 -3.1(6) . . . 1_455 ?
C21 C22 O3 Cd1 174.7(5) . . . 1_455 ?
O3 C22 O4 Cd1 3.2(6) . . . 1_455 ?
C21 C22 O4 Cd1 -174.7(4) . . . 1_455 ?

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
N3 H3 O3 0.86 2.05 2.908(5) 176.1 2_646
O1W H101 O4 0.85 2.03 2.764(4) 143.2 2_656
O1W H102 O1 0.85 1.87 2.711(4) 166.5 2_756

_chemical_absolute_configuration rmad
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.049

# Attachment 'Compound 4.cif'

data_a
_database_code_depnum_ccdc_archive 'CCDC 695444'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H19 Cd N3 O7 S2'
_chemical_formula_sum            'C15 H19 Cd N3 O7 S2'
_chemical_formula_weight         529.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   10.543(7)
_cell_length_b                   4.990(3)
_cell_length_c                   18.508(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.337(10)
_cell_angle_gamma                90.00
_cell_volume                     969.5(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1081
_cell_measurement_theta_min      2.319
_cell_measurement_theta_max      20.290

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             532
_exptl_absorpt_coefficient_mu    1.385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7691
_exptl_absorpt_correction_T_max  0.8973
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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            4963
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_sigmaI/netI    0.1239
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3094
_reflns_number_gt                2460
_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)+(0.1468P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(10)
_refine_ls_number_reflns         3094
_refine_ls_number_parameters     254
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0857
_refine_ls_wR_factor_ref         0.2359
_refine_ls_wR_factor_gt          0.2143
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 0.70938(8) 0.4593(2) 0.13956(5) 0.0335(4) Uani 1 1 d . . .
N1 N 0.5776(13) 0.557(3) 0.2220(8) 0.040(4) Uani 1 1 d . . .
C1 C 0.4682(13) 0.436(6) 0.2319(9) 0.049(4) Uani 1 1 d . . .
H1 H 0.4395 0.2818 0.2074 0.059 Uiso 1 1 calc R . .
N2 N 0.4060(13) 0.558(3) 0.2796(10) 0.056(5) Uani 1 1 d . . .
H2 H 0.3333 0.5085 0.2926 0.067 Uiso 1 1 calc R . .
C2 C 0.472(2) 0.770(5) 0.3053(10) 0.061(5) Uani 1 1 d . . .
H2A H 0.4495 0.8936 0.3395 0.073 Uiso 1 1 calc R . .
C3 C 0.5792(17) 0.764(4) 0.2705(10) 0.049(5) Uani 1 1 d . . .
H3 H 0.6459 0.8858 0.2786 0.059 Uiso 1 1 calc R . .
O1 O 0.8753(9) 0.676(2) 0.2083(6) 0.033(2) Uani 1 1 d . . .
O2 O 0.7794(9) 1.037(2) 0.1636(6) 0.041(3) Uani 1 1 d . . .
C4 C 0.8766(13) 0.922(4) 0.1927(7) 0.032(4) Uani 1 1 d . . .
C5 C 1.0036(14) 1.069(3) 0.1973(8) 0.032(3) Uani 1 1 d . . .
H5 H 0.9888 1.2568 0.2093 0.038 Uiso 1 1 calc R . .
C6 C 1.0586(14) 1.059(4) 0.1239(9) 0.042(4) Uani 1 1 d . . .
H6A H 0.9986 1.1364 0.0869 0.051 Uiso 1 1 calc R . .
H6B H 1.0735 0.8739 0.1108 0.051 Uiso 1 1 calc R . .
S1 S 1.2034(4) 1.2387(18) 0.1290(2) 0.078(2) Uani 1 1 d . . .
C7 C 1.190(2) 1.401(4) 0.0402(9) 0.054(6) Uani 1 1 d . . .
H7A H 1.1028 1.4561 0.0276 0.064 Uiso 1 1 calc R . .
H7B H 1.2433 1.5606 0.0424 0.064 Uiso 1 1 calc R . .
C8 C 1.2317(16) 1.214(4) -0.0178(8) 0.042(4) Uani 1 1 d . . .
O3 O 1.1563(12) 1.059(3) -0.0482(7) 0.053(4) Uani 1 1 d . . .
O4 O 1.3483(10) 1.226(3) -0.0332(6) 0.043(3) Uani 1 1 d . . .
N3 N 1.0936(9) 0.954(4) 0.2542(5) 0.031(2) Uani 1 1 d . . .
H3A H 1.0655 0.7887 0.2637 0.037 Uiso 1 1 d R . .
S2 S 1.1187(3) 1.1094(8) 0.3315(2) 0.0308(9) Uani 1 1 d . . .
O5 O 1.2163(8) 0.963(4) 0.3748(5) 0.045(3) Uani 1 1 d . . .
O6 O 1.1411(9) 1.380(2) 0.3155(6) 0.037(3) Uani 1 1 d . . .
C9 C 0.9750(14) 1.089(3) 0.3744(8) 0.032(3) Uani 1 1 d . . .
C10 C 0.8797(16) 1.268(4) 0.3579(9) 0.045(5) Uani 1 1 d . . .
H10 H 0.8888 1.3980 0.3229 0.055 Uiso 1 1 calc R . .
C11 C 0.7732(18) 1.258(4) 0.3913(10) 0.049(5) Uani 1 1 d . . .
H11 H 0.7097 1.3848 0.3798 0.059 Uiso 1 1 calc R . .
C12 C 0.7549(16) 1.061(4) 0.4437(9) 0.044(5) Uani 1 1 d . . .
C13 C 0.8506(16) 0.879(3) 0.4595(9) 0.043(5) Uani 1 1 d . . .
H13 H 0.8409 0.7445 0.4933 0.051 Uiso 1 1 calc R . .
C14 C 0.9639(16) 0.894(4) 0.4247(9) 0.047(6) Uani 1 1 d . . .
H14 H 1.0298 0.7726 0.4360 0.056 Uiso 1 1 calc R . .
C15 C 0.640(2) 1.047(5) 0.4857(13) 0.072(7) Uani 1 1 d . . .
H15A H 0.6039 0.8709 0.4812 0.108 Uiso 1 1 calc R . .
H15B H 0.5785 1.1768 0.4669 0.108 Uiso 1 1 calc R . .
H15C H 0.6651 1.0846 0.5359 0.108 Uiso 1 1 calc R . .
O7 O 0.5481(11) 0.184(3) 0.0842(6) 0.051(3) Uani 1 1 d . . .
H71 H 0.5755 0.1023 0.0481 0.076 Uiso 1 1 d R . .
H72 H 0.4830 0.2789 0.0708 0.076 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
Cd1 N1 2.213(13) . ?
Cd1 O2 2.263(11) 1_545 ?
Cd1 O1 2.331(9) . ?
Cd1 O7 2.347(11) . ?
Cd1 O3 2.358(12) 2_745 ?
Cd1 O4 2.408(12) 2_745 ?
Cd1 C8 2.708(16) 2_745 ?
N1 C1 1.33(2) . ?
N1 C3 1.37(2) . ?
C1 N2 1.30(3) . ?
C1 H1 0.9300 . ?
N2 C2 1.33(3) . ?
N2 H2 0.8600 . ?
C2 C3 1.35(2) . ?
C2 H2A 0.9300 . ?
C3 H3 0.9300 . ?
O1 C4 1.26(2) . ?
O2 C4 1.252(19) . ?
O2 Cd1 2.263(11) 1_565 ?
C4 C5 1.52(2) . ?
C5 N3 1.466(19) . ?
C5 C6 1.53(2) . ?
C5 H5 0.9800 . ?
C6 S1 1.766(16) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
S1 C7 1.827(19) . ?
C7 C8 1.52(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O3 1.21(2) . ?
C8 O4 1.290(19) . ?
C8 Cd1 2.708(16) 2_755 ?
O3 Cd1 2.358(12) 2_755 ?
O4 Cd1 2.408(12) 2_755 ?
N3 S2 1.626(12) . ?
N3 H3A 0.9000 . ?
S2 O6 1.409(11) . ?
S2 O5 1.442(12) . ?
S2 C9 1.778(15) . ?
C9 C10 1.36(2) . ?
C9 C14 1.36(2) . ?
C10 C11 1.33(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.41(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.37(2) . ?
C12 C15 1.50(2) . ?
C13 C14 1.41(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O7 H71 0.8542 . ?
O7 H72 0.8534 . ?

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 O2 106.5(5) . 1_545 ?
N1 Cd1 O1 90.5(4) . . ?
O2 Cd1 O1 96.3(4) 1_545 . ?
N1 Cd1 O7 87.4(5) . . ?
O2 Cd1 O7 75.5(4) 1_545 . ?
O1 Cd1 O7 170.6(4) . . ?
N1 Cd1 O3 154.9(5) . 2_745 ?
O2 Cd1 O3 97.5(4) 1_545 2_745 ?
O1 Cd1 O3 79.8(4) . 2_745 ?
O7 Cd1 O3 105.7(5) . 2_745 ?
N1 Cd1 O4 108.3(5) . 2_745 ?
O2 Cd1 O4 136.8(4) 1_545 2_745 ?
O1 Cd1 O4 108.0(4) . 2_745 ?
O7 Cd1 O4 81.4(4) . 2_745 ?
O3 Cd1 O4 54.5(4) 2_745 2_745 ?
N1 Cd1 C8 132.7(6) . 2_745 ?
O2 Cd1 C8 120.3(5) 1_545 2_745 ?
O1 Cd1 C8 91.1(4) . 2_745 ?
O7 Cd1 C8 97.2(5) . 2_745 ?
O3 Cd1 C8 26.4(5) 2_745 2_745 ?
O4 Cd1 C8 28.4(4) 2_745 2_745 ?
C1 N1 C3 102.2(16) . . ?
C1 N1 Cd1 127.1(13) . . ?
C3 N1 Cd1 130.5(12) . . ?
N2 C1 N1 112(2) . . ?
N2 C1 H1 123.8 . . ?
N1 C1 H1 123.8 . . ?
C1 N2 C2 109.5(16) . . ?
C1 N2 H2 125.2 . . ?
C2 N2 H2 125.2 . . ?
N2 C2 C3 104.2(18) . . ?
N2 C2 H2A 127.9 . . ?
C3 C2 H2A 127.9 . . ?
C2 C3 N1 111.6(18) . . ?
C2 C3 H3 124.2 . . ?
N1 C3 H3 124.2 . . ?
C4 O1 Cd1 110.5(9) . . ?
C4 O2 Cd1 138.7(12) . 1_565 ?
O2 C4 O1 121.4(15) . . ?
O2 C4 C5 118.8(17) . . ?
O1 C4 C5 119.0(14) . . ?
N3 C5 C4 111.0(13) . . ?
N3 C5 C6 110.6(12) . . ?
C4 C5 C6 109.8(13) . . ?
N3 C5 H5 108.4 . . ?
C4 C5 H5 108.4 . . ?
C6 C5 H5 108.4 . . ?
C5 C6 S1 109.5(11) . . ?
C5 C6 H6A 109.8 . . ?
S1 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
S1 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
C6 S1 C7 100.7(9) . . ?
C8 C7 S1 111.1(13) . . ?
C8 C7 H7A 109.4 . . ?
S1 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
S1 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
O3 C8 O4 121.9(16) . . ?
O3 C8 C7 120.2(16) . . ?
O4 C8 C7 117.9(17) . . ?
O3 C8 Cd1 60.4(9) . 2_755 ?
O4 C8 Cd1 62.7(8) . 2_755 ?
C7 C8 Cd1 168.6(12) . 2_755 ?
C8 O3 Cd1 93.2(10) . 2_755 ?
C8 O4 Cd1 88.8(10) . 2_755 ?
C5 N3 S2 119.2(13) . . ?
C5 N3 H3A 107.2 . . ?
S2 N3 H3A 107.2 . . ?
O6 S2 O5 118.5(8) . . ?
O6 S2 N3 106.8(8) . . ?
O5 S2 N3 107.4(8) . . ?
O6 S2 C9 108.3(7) . . ?
O5 S2 C9 108.4(7) . . ?
N3 S2 C9 106.9(7) . . ?
C10 C9 C14 121.0(15) . . ?
C10 C9 S2 120.4(13) . . ?
C14 C9 S2 118.5(13) . . ?
C11 C10 C9 120.8(19) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 121.3(18) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C13 C12 C11 117.7(15) . . ?
C13 C12 C15 118.1(17) . . ?
C11 C12 C15 124.1(18) . . ?
C12 C13 C14 120.4(16) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C9 C14 C13 118.7(17) . . ?
C9 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Cd1 O7 H71 109.7 . . ?
Cd1 O7 H72 109.4 . . ?
H71 O7 H72 110.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Cd1 N1 C1 -62.7(16) 1_545 . . . ?
O1 Cd1 N1 C1 -159.4(16) . . . . ?
O7 Cd1 N1 C1 11.4(16) . . . . ?
O3 Cd1 N1 C1 134.1(15) 2_745 . . . ?
O4 Cd1 N1 C1 91.4(16) 2_745 . . . ?
C8 Cd1 N1 C1 108.7(16) 2_745 . . . ?
O2 Cd1 N1 C3 123.7(16) 1_545 . . . ?
O1 Cd1 N1 C3 27.0(16) . . . . ?
O7 Cd1 N1 C3 -162.2(16) . . . . ?
O3 Cd1 N1 C3 -40(2) 2_745 . . . ?
O4 Cd1 N1 C3 -82.2(16) 2_745 . . . ?
C8 Cd1 N1 C3 -64.9(18) 2_745 . . . ?
C3 N1 C1 N2 2(2) . . . . ?
Cd1 N1 C1 N2 -173.2(13) . . . . ?
N1 C1 N2 C2 -1(2) . . . . ?
C1 N2 C2 C3 -1(2) . . . . ?
N2 C2 C3 N1 2(2) . . . . ?
C1 N1 C3 C2 -3(2) . . . . ?
Cd1 N1 C3 C2 172.3(14) . . . . ?
N1 Cd1 O1 C4 -87.6(10) . . . . ?
O2 Cd1 O1 C4 165.7(10) 1_545 . . . ?
O3 Cd1 O1 C4 69.1(10) 2_745 . . . ?
O4 Cd1 O1 C4 21.8(11) 2_745 . . . ?
C8 Cd1 O1 C4 45.1(10) 2_745 . . . ?
Cd1 O2 C4 O1 167.4(11) 1_565 . . . ?
Cd1 O2 C4 C5 -23(2) 1_565 . . . ?
Cd1 O1 C4 O2 21.3(17) . . . . ?
Cd1 O1 C4 C5 -148.1(10) . . . . ?
O2 C4 C5 N3 159.1(13) . . . . ?
O1 C4 C5 N3 -31.2(19) . . . . ?
O2 C4 C5 C6 -78.3(19) . . . . ?
O1 C4 C5 C6 91.4(17) . . . . ?
N3 C5 C6 S1 -59.0(17) . . . . ?
C4 C5 C6 S1 178.2(12) . . . . ?
C5 C6 S1 C7 -141.1(13) . . . . ?
C6 S1 C7 C8 -82.8(15) . . . . ?
S1 C7 C8 O3 86(2) . . . . ?
S1 C7 C8 O4 -94.2(17) . . . . ?
S1 C7 C8 Cd1 176(6) . . . 2_755 ?
O4 C8 O3 Cd1 -12.9(18) . . . 2_755 ?
C7 C8 O3 Cd1 166.8(14) . . . 2_755 ?
O3 C8 O4 Cd1 12.6(18) . . . 2_755 ?
C7 C8 O4 Cd1 -167.1(14) . . . 2_755 ?
C4 C5 N3 S2 -102.4(15) . . . . ?
C6 C5 N3 S2 135.4(12) . . . . ?
C5 N3 S2 O6 -48.2(13) . . . . ?
C5 N3 S2 O5 -176.3(11) . . . . ?
C5 N3 S2 C9 67.5(14) . . . . ?
O6 S2 C9 C10 31.0(16) . . . . ?
O5 S2 C9 C10 160.7(14) . . . . ?
N3 S2 C9 C10 -83.8(16) . . . . ?
O6 S2 C9 C14 -148.0(13) . . . . ?
O5 S2 C9 C14 -18.3(16) . . . . ?
N3 S2 C9 C14 97.2(15) . . . . ?
C14 C9 C10 C11 1(3) . . . . ?
S2 C9 C10 C11 -178.1(13) . . . . ?
C9 C10 C11 C12 -1(3) . . . . ?
C10 C11 C12 C13 0(3) . . . . ?
C10 C11 C12 C15 177.1(18) . . . . ?
C11 C12 C13 C14 1(3) . . . . ?
C15 C12 C13 C14 -176.1(17) . . . . ?
C10 C9 C14 C13 0(3) . . . . ?
S2 C9 C14 C13 179.3(13) . . . . ?
C12 C13 C14 C9 -1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O6 0.86 2.20 3.061(17) 174.9 1_445
N3 H3A O1 0.90 2.24 2.754(16) 116.1 .
N3 H3A O6 0.90 2.36 3.10(2) 140.0 1_545
O7 H71 O4 0.85 2.07 2.735(17) 134.3 2_735
O7 H72 O4 0.85 2.30 2.891(16) 126.8 1_445

_chemical_absolute_configuration rmad
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.618
_refine_diff_density_min         -2.117
_refine_diff_density_rms         0.252


# Attachment 'compound_5.cif'

data_080318b
_database_code_depnum_ccdc_archive 'CCDC 695445'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H19 N3 O7 S2 Zn'
_chemical_formula_sum            'C15 H19 N3 O7 S2 Zn'
_chemical_formula_weight         482.82

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'
S S 0.1246 0.1234 '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   P2(1)2(1)2(1)
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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'

_cell_length_a                   5.0605(8)
_cell_length_b                   10.4608(17)
_cell_length_c                   36.916(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1954.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2610
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      21.90

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    1.514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6595
_exptl_absorpt_correction_T_max  0.7517
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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            10079
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0647
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.04
_reflns_number_total             3437
_reflns_number_gt                2972
_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)+(0.0302P)²+0.3472P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.031(16)
_refine_ls_number_reflns         3437
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.0881
_refine_ls_wR_factor_gt          0.0835
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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 -0.03530(10) -0.06548(5) 0.186717(13) 0.03257(16) Uani 1 1 d . . .
S1 S 0.2829(2) 0.38428(10) 0.08712(3) 0.0308(3) Uani 1 1 d . . .
S2 S 0.4631(3) 0.49806(11) 0.18343(3) 0.0443(3) Uani 1 1 d . . .
C1 C 0.1888(12) 0.0169(5) 0.02367(14) 0.0469(14) Uani 1 1 d . . .
C2 C 0.0106(11) 0.1155(5) 0.01926(12) 0.0461(13) Uani 1 1 d . . .
H2 H -0.1293 0.1063 0.0031 0.055 Uiso 1 1 calc R . .
C3 C 0.0383(11) 0.2278(4) 0.03857(11) 0.0392(11) Uani 1 1 d . . .
H3 H -0.0811 0.2943 0.0352 0.047 Uiso 1 1 calc R . .
C4 C 0.2445(9) 0.2406(4) 0.06289(11) 0.0297(10) Uani 1 1 d . . .
C5 C 0.4231(10) 0.1425(4) 0.06825(12) 0.0399(12) Uani 1 1 d . . .
H5 H 0.5620 0.1511 0.0846 0.048 Uiso 1 1 calc R . .
C6 C 0.3887(11) 0.0298(4) 0.04842(14) 0.0492(14) Uani 1 1 d . . .
H6 H 0.5043 -0.0381 0.0521 0.059 Uiso 1 1 calc R . .
C7 C 0.1607(15) -0.1048(6) 0.00172(17) 0.087(2) Uani 1 1 d . . .
H7A H 0.0275 -0.0931 -0.0165 0.130 Uiso 1 1 calc R . .
H7B H 0.1105 -0.1738 0.0174 0.130 Uiso 1 1 calc R . .
H7C H 0.3263 -0.1246 -0.0097 0.130 Uiso 1 1 calc R . .
C8 C 0.2628(9) 0.2808(4) 0.15296(11) 0.0300(10) Uani 1 1 d . . .
H8 H 0.4387 0.2559 0.1444 0.036 Uiso 1 1 calc R . .
C9 C 0.0938(9) 0.1610(4) 0.15756(12) 0.0318(11) Uani 1 1 d . . .
C10 C 0.2899(10) 0.3489(4) 0.18962(12) 0.0392(12) Uani 1 1 d . . .
H10A H 0.3865 0.2950 0.2064 0.047 Uiso 1 1 calc R . .
H10B H 0.1161 0.3650 0.1997 0.047 Uiso 1 1 calc R . .
C11 C 0.5675(10) 0.5321(4) 0.22896(11) 0.0388(12) Uani 1 1 d . . .
H11A H 0.6898 0.4664 0.2369 0.047 Uiso 1 1 calc R . .
H11B H 0.6602 0.6133 0.2293 0.047 Uiso 1 1 calc R . .
C12 C 0.3345(9) 0.5380(4) 0.25533(12) 0.0351(11) Uani 1 1 d . . .
C13 C -0.3939(11) -0.1542(5) 0.12573(13) 0.0522(15) Uani 1 1 d . . .
H13 H -0.5010 -0.0820 0.1267 0.063 Uiso 1 1 calc R . .
C14 C -0.4269(13) -0.2517(5) 0.10304(14) 0.0582(16) Uani 1 1 d . . .
H14 H -0.5584 -0.2607 0.0856 0.070 Uiso 1 1 calc R . .
C15 C -0.0881(11) -0.2882(4) 0.13774(14) 0.0442(13) Uani 1 1 d . . .
H15 H 0.0553 -0.3290 0.1485 0.053 Uiso 1 1 calc R . .
N1 N 0.1430(7) 0.3701(3) 0.12640(8) 0.0299(9) Uani 1 1 d . . .
H1 H -0.0239 0.3438 0.1225 0.036 Uiso 1 1 d R . .
N2 N -0.1798(8) -0.1757(3) 0.14742(10) 0.0350(9) Uani 1 1 d . . .
N3 N -0.2290(10) -0.3355(4) 0.11050(11) 0.0511(12) Uani 1 1 d . . .
H3A H -0.2001 -0.4066 0.0995 0.061 Uiso 1 1 calc R . .
O1 O 0.2044(6) 0.0735(3) 0.17613(8) 0.0414(8) Uani 1 1 d . . .
O2 O -0.1308(7) 0.1545(3) 0.14484(10) 0.0500(10) Uani 1 1 d . . .
O3 O 0.3152(6) 0.4419(3) 0.27689(8) 0.0348(7) Uani 1 1 d . . .
O4 O 0.1804(7) 0.6275(3) 0.25496(9) 0.0531(10) Uani 1 1 d . . .
O5 O 0.5615(6) 0.4024(3) 0.09348(8) 0.0370(8) Uani 1 1 d . . .
O6 O 0.1380(6) 0.4824(3) 0.06838(8) 0.0402(8) Uani 1 1 d . . .
O1W O 0.2376(7) -0.1848(3) 0.20699(8) 0.0420(8) Uani 1 1 d . . .
H1A H 0.3748 -0.1436 0.2133 0.063 Uiso 1 1 d R . .
H1B H 0.1782 -0.2275 0.2248 0.063 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.933(3) . ?
Zn1 O3 1.954(3) 3_545 ?
Zn1 N2 1.992(4) . ?
Zn1 O1W 2.006(3) . ?
S1 O6 1.439(3) . ?
S1 O5 1.442(3) . ?
S1 N1 1.620(3) . ?
S1 C4 1.760(4) . ?
S2 C11 1.798(4) . ?
S2 C10 1.805(4) . ?
C1 C6 1.370(7) . ?
C1 C2 1.379(7) . ?
C1 C7 1.516(7) . ?
C2 C3 1.381(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(6) . ?
C5 C6 1.399(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 N1 1.484(5) . ?
C8 C9 1.527(6) . ?
C8 C10 1.535(6) . ?
C8 H8 0.9800 . ?
C9 O2 1.232(5) . ?
C9 O1 1.274(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.530(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O4 1.219(5) . ?
C12 O3 1.286(5) . ?
C13 C14 1.330(7) . ?
C13 N2 1.366(6) . ?
C13 H13 0.9300 . ?
C14 N3 1.359(7) . ?
C14 H14 0.9300 . ?
C15 N2 1.315(6) . ?
C15 N3 1.328(6) . ?
C15 H15 0.9300 . ?
N1 H1 0.9000 . ?
N3 H3A 0.8600 . ?
O3 Zn1 1.954(3) 3 ?
O1W H1A 0.8497 . ?
O1W H1B 0.8509 . ?

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 O3 124.36(13) . 3_545 ?
O1 Zn1 N2 121.21(14) . . ?
O3 Zn1 N2 104.91(14) 3_545 . ?
O1 Zn1 O1W 96.40(14) . . ?
O3 Zn1 O1W 105.48(13) 3_545 . ?
N2 Zn1 O1W 99.45(14) . . ?
O6 S1 O5 118.88(19) . . ?
O6 S1 N1 105.83(19) . . ?
O5 S1 N1 107.09(19) . . ?
O6 S1 C4 108.0(2) . . ?
O5 S1 C4 107.6(2) . . ?
N1 S1 C4 109.19(19) . . ?
C11 S2 C10 101.3(2) . . ?
C6 C1 C2 119.2(4) . . ?
C6 C1 C7 120.5(5) . . ?
C2 C1 C7 120.2(5) . . ?
C1 C2 C3 120.6(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 S1 119.3(3) . . ?
C3 C4 S1 119.8(3) . . ?
C4 C5 C6 118.0(4) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C5 121.6(5) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 111.2(4) . . ?
N1 C8 C10 109.1(3) . . ?
C9 C8 C10 109.4(3) . . ?
N1 C8 H8 109.0 . . ?
C9 C8 H8 109.0 . . ?
C10 C8 H8 109.0 . . ?
O2 C9 O1 124.8(4) . . ?
O2 C9 C8 121.3(4) . . ?
O1 C9 C8 113.9(4) . . ?
C8 C10 S2 109.4(3) . . ?
C8 C10 H10A 109.8 . . ?
S2 C10 H10A 109.8 . . ?
C8 C10 H10B 109.8 . . ?
S2 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 S2 112.1(3) . . ?
C12 C11 H11A 109.2 . . ?
S2 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
S2 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
O4 C12 O3 124.0(4) . . ?
O4 C12 C11 121.1(4) . . ?
O3 C12 C11 114.9(4) . . ?
C14 C13 N2 110.0(5) . . ?
C14 C13 H13 125.0 . . ?
N2 C13 H13 125.0 . . ?
C13 C14 N3 105.9(5) . . ?
C13 C14 H14 127.0 . . ?
N3 C14 H14 127.0 . . ?
N2 C15 N3 110.4(5) . . ?
N2 C15 H15 124.8 . . ?
N3 C15 H15 124.8 . . ?
C8 N1 S1 118.1(3) . . ?
C8 N1 H1 107.2 . . ?
S1 N1 H1 107.2 . . ?
C15 N2 C13 105.5(4) . . ?
C15 N2 Zn1 125.9(3) . . ?
C13 N2 Zn1 128.5(3) . . ?
C15 N3 C14 108.0(4) . . ?
C15 N3 H3A 126.0 . . ?
C14 N3 H3A 126.0 . . ?
C9 O1 Zn1 112.0(3) . . ?
C12 O3 Zn1 120.7(3) . 3 ?
Zn1 O1W H1A 110.4 . . ?
Zn1 O1W H1B 111.9 . . ?
H1A O1W H1B 110.1 . . ?

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
C6 C1 C2 C3 2.3(8) . . . . ?
C7 C1 C2 C3 -178.6(5) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C2 C3 C4 C5 -0.2(7) . . . . ?
C2 C3 C4 S1 179.2(4) . . . . ?
O6 S1 C4 C5 160.3(4) . . . . ?
O5 S1 C4 C5 30.9(4) . . . . ?
N1 S1 C4 C5 -85.1(4) . . . . ?
O6 S1 C4 C3 -19.1(4) . . . . ?
O5 S1 C4 C3 -148.6(4) . . . . ?
N1 S1 C4 C3 95.5(4) . . . . ?
C3 C4 C5 C6 -0.1(7) . . . . ?
S1 C4 C5 C6 -179.5(4) . . . . ?
C2 C1 C6 C5 -2.7(8) . . . . ?
C7 C1 C6 C5 178.2(5) . . . . ?
C4 C5 C6 C1 1.6(8) . . . . ?
N1 C8 C9 O2 -10.9(6) . . . . ?
C10 C8 C9 O2 109.7(5) . . . . ?
N1 C8 C9 O1 170.8(4) . . . . ?
C10 C8 C9 O1 -68.6(5) . . . . ?
N1 C8 C10 S2 -52.8(4) . . . . ?
C9 C8 C10 S2 -174.7(3) . . . . ?
C11 S2 C10 C8 -161.6(3) . . . . ?
C10 S2 C11 C12 -57.1(4) . . . . ?
S2 C11 C12 O4 -72.3(5) . . . . ?
S2 C11 C12 O3 106.8(4) . . . . ?
N2 C13 C14 N3 -0.4(7) . . . . ?
C9 C8 N1 S1 -107.6(4) . . . . ?
C10 C8 N1 S1 131.6(3) . . . . ?
O6 S1 N1 C8 -175.9(3) . . . . ?
O5 S1 N1 C8 -48.2(3) . . . . ?
C4 S1 N1 C8 68.1(3) . . . . ?
N3 C15 N2 C13 1.9(6) . . . . ?
N3 C15 N2 Zn1 -179.6(3) . . . . ?
C14 C13 N2 C15 -1.0(6) . . . . ?
C14 C13 N2 Zn1 -179.3(4) . . . . ?
O1 Zn1 N2 C15 97.7(4) . . . . ?
O3 Zn1 N2 C15 -114.7(4) 3_545 . . . ?
O1W Zn1 N2 C15 -5.8(4) . . . . ?
O1 Zn1 N2 C13 -84.2(4) . . . . ?
O3 Zn1 N2 C13 63.4(4) 3_545 . . . ?
O1W Zn1 N2 C13 172.3(4) . . . . ?
N2 C15 N3 C14 -2.2(6) . . . . ?
C13 C14 N3 C15 1.5(6) . . . . ?
O2 C9 O1 Zn1 -6.2(6) . . . . ?
C8 C9 O1 Zn1 172.0(3) . . . . ?
O3 Zn1 O1 C9 -75.8(3) 3_545 . . . ?
N2 Zn1 O1 C9 65.4(3) . . . . ?
O1W Zn1 O1 C9 170.5(3) . . . . ?
O4 C12 O3 Zn1 -2.4(6) . . . 3 ?
C11 C12 O3 Zn1 178.5(3) . . . 3 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O5 0.86 2.34 3.007(5) 134.0 1_445
N3 H3A O6 0.86 2.37 3.082(5) 141.0 1_545
N1 H1 O5 0.90 2.43 3.201(5) 143.3 1_455
N1 H1 O2 0.90 2.21 2.733(5) 116.4 .
O1W H1A O3 0.85 1.84 2.689(4) 175.1 3_645
O1W H1B O4 0.85 1.88 2.659(4) 151.5 1_545

_chemical_absolute_configuration rmad
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.066

# Attachment 'compound_6.cif'

data_080318a
_database_code_depnum_ccdc_archive 'CCDC 695446'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H46 N6 O14 S4 Zn2, 2(H2 O)'
_chemical_formula_sum            'C44 H50 N6 O16 S4 Zn2'
_chemical_formula_weight         1177.88

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2
_symmetry_space_group_name_Hall  'C 2y'

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

_cell_length_a                   26.545(4)
_cell_length_b                   6.8628(10)
_cell_length_c                   17.018(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 120.680(2)
_cell_angle_gamma                90.00
_cell_volume                     2666.3(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1851
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      25.22

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_exptl_absorpt_coefficient_mu    1.127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7286
_exptl_absorpt_correction_T_max  0.8957
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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            6899
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0808
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         25.04
_reflns_number_total             4488
_reflns_number_gt                3250
_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)+(0.0766P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_number_reflns         4488
_refine_ls_number_parameters     367
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1495
_refine_ls_wR_factor_gt          0.1316
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.005
_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 0.65450(3) 0.63715(13) 0.76920(4) 0.0483(2) Uani 1 1 d . . .
S1 S 0.52646(7) 1.1223(4) 0.20499(10) 0.0618(5) Uani 1 1 d . . .
S2 S 0.59319(7) 1.0601(3) 0.49345(11) 0.0517(5) Uani 1 1 d . . .
C1 C 0.6235(4) 0.6127(17) 0.9235(6) 0.082(3) Uani 1 1 d . . .
H1 H 0.5847 0.6041 0.8764 0.098 Uiso 1 1 calc R . .
C2 C 0.6365(6) 0.625(2) 1.0131(8) 0.114(4) Uani 1 1 d . . .
H2 H 0.6063 0.6300 1.0258 0.136 Uiso 1 1 calc R . .
C3 C 0.6941(6) 0.629(2) 1.0836(7) 0.103(3) Uani 1 1 d . . .
H3 H 0.7029 0.6283 1.1439 0.124 Uiso 1 1 calc R . .
C4 C 0.7385(4) 0.6348(16) 1.0641(4) 0.074(2) Uani 1 1 d . . .
H4 H 0.7774 0.6456 1.1104 0.088 Uiso 1 1 calc R . .
C5 C 0.7233(3) 0.6240(13) 0.9734(4) 0.0557(18) Uani 1 1 d . . .
C6 C 0.7670(3) 0.6328(14) 0.9453(3) 0.0507(15) Uani 1 1 d . . .
C7 C 0.8277(3) 0.6204(15) 1.0045(4) 0.074(2) Uani 1 1 d . . .
H7 H 0.8426 0.6045 1.0668 0.088 Uiso 1 1 calc R . .
C8 C 0.8654(3) 0.631(2) 0.9725(5) 0.080(2) Uani 1 1 d . . .
H8 H 0.9058 0.6243 1.0117 0.096 Uiso 1 1 calc R . .
C9 C 0.8415(3) 0.6529(17) 0.8809(5) 0.077(2) Uani 1 1 d . . .
H9 H 0.8660 0.6646 0.8569 0.092 Uiso 1 1 calc R . .
C10 C 0.7828(3) 0.6577(16) 0.8242(4) 0.066(2) Uani 1 1 d . . .
H10 H 0.7679 0.6676 0.7617 0.079 Uiso 1 1 calc R . .
C111 C 0.7772(11) 0.839(8) 0.431(3) 0.20(3) Uani 0.51(3) 1 d P A 1
H11A H 0.7759 0.7001 0.4347 0.304 Uiso 0.51(3) 1 calc PR A 1
H11B H 0.7968 0.8934 0.4917 0.304 Uiso 0.51(3) 1 calc PR A 1
H11C H 0.7981 0.8746 0.4010 0.304 Uiso 0.51(3) 1 calc PR A 1
C121 C 0.7177(10) 0.916(7) 0.380(3) 0.16(2) Uani 0.51(3) 1 d PG A 1
C131 C 0.6750(16) 0.784(5) 0.322(3) 0.18(3) Uani 0.51(3) 1 d PG A 1
H131 H 0.6852 0.6561 0.3187 0.211 Uiso 0.51(3) 1 calc PR A 1
C141 C 0.6172(15) 0.845(4) 0.268(3) 0.18(2) Uani 0.51(3) 1 d PG A 1
H141 H 0.5886 0.7569 0.2292 0.212 Uiso 0.51(3) 1 calc PR A 1
C151 C 0.6020(8) 1.037(4) 0.2726(15) 0.14(2) Uani 0.51(3) 1 d PG A 1
C161 C 0.6447(6) 1.168(5) 0.3307(14) 0.129(14) Uani 0.51(3) 1 d PG A 1
H161 H 0.6346 1.2965 0.3337 0.154 Uiso 0.51(3) 1 calc PR A 1
C171 C 0.7026(5) 1.108(6) 0.384(2) 0.142(17) Uani 0.51(3) 1 d PG A 1
H171 H 0.7311 1.1957 0.4231 0.170 Uiso 0.51(3) 1 calc PR A 1
C112 C 0.7607(12) 0.703(6) 0.3675(18) 0.131(16) Uani 0.49(3) 1 d P A 2
H11D H 0.7619 0.5847 0.3986 0.197 Uiso 0.49(3) 1 calc PR A 2
H11E H 0.7920 0.7871 0.4087 0.197 Uiso 0.49(3) 1 calc PR A 2
H11F H 0.7649 0.6729 0.3161 0.197 Uiso 0.49(3) 1 calc PR A 2
C122 C 0.7025(5) 0.804(4) 0.3347(12) 0.067(8) Uani 0.49(3) 1 d PG A 2
C132 C 0.6513(7) 0.713(2) 0.2699(13) 0.103(11) Uani 0.49(3) 1 d PG A 2
H132 H 0.6525 0.5856 0.2521 0.124 Uiso 0.49(3) 1 calc PR A 2
C142 C 0.5981(5) 0.811(2) 0.2319(11) 0.044(5) Uani 0.49(3) 1 d PG A 2
H142 H 0.5638 0.7495 0.1886 0.053 Uiso 0.49(3) 1 calc PR A 2
C152 C 0.5962(5) 1.001(2) 0.2586(10) 0.049(8) Uani 0.49(3) 1 d PG A 2
C162 C 0.6475(7) 1.093(2) 0.3233(12) 0.123(17) Uani 0.49(3) 1 d PG A 2
H162 H 0.6462 1.2198 0.3411 0.147 Uiso 0.49(3) 1 calc PR A 2
C172 C 0.7006(5) 0.994(4) 0.3614(12) 0.072(10) Uani 0.49(3) 1 d PG A 2
H172 H 0.7349 1.0558 0.4047 0.087 Uiso 0.49(3) 1 calc PR A 2
C18 C 0.4979(3) 0.9722(9) 0.3185(4) 0.0382(15) Uani 1 1 d . . .
H18 H 0.5209 0.8652 0.3143 0.046 Uiso 1 1 calc R A .
C19 C 0.4327(3) 0.9079(11) 0.2692(4) 0.0430(16) Uani 1 1 d . A .
C20 C 0.5177(3) 1.0020(11) 0.4189(4) 0.0434(17) Uani 1 1 d . A .
H20A H 0.5091 0.8841 0.4413 0.052 Uiso 1 1 calc R . .
H20B H 0.4944 1.1059 0.4230 0.052 Uiso 1 1 calc R . .
C21 C 0.6281(3) 0.8250(11) 0.5094(4) 0.0529(18) Uani 1 1 d . . .
H21A H 0.6089 0.7551 0.4518 0.063 Uiso 1 1 calc R . .
H21B H 0.6686 0.8447 0.5267 0.063 Uiso 1 1 calc R . .
C22 C 0.6260(3) 0.7016(11) 0.5814(5) 0.054(2) Uani 1 1 d . . .
N1 N 0.6667(3) 0.6134(11) 0.9040(4) 0.0614(17) Uani 1 1 d . . .
N2 N 0.7449(2) 0.6488(12) 0.8549(3) 0.0487(13) Uani 1 1 d . . .
N3 N 0.50771(19) 1.1441(11) 0.2790(3) 0.0455(12) Uani 1 1 d . A .
H3A H 0.5033 1.2580 0.2958 0.055 Uiso 1 1 calc R . .
O1 O 0.6616(2) 0.7447(8) 0.6638(3) 0.0606(14) Uani 1 1 d . . .
O2 O 0.5906(2) 0.5643(9) 0.5575(3) 0.0781(18) Uani 1 1 d . . .
O3 O 0.5312(3) 1.3115(11) 0.1754(4) 0.102(2) Uani 1 1 d . A .
O4 O 0.4877(2) 0.9838(11) 0.1384(3) 0.086(2) Uani 1 1 d . A .
O5 O 0.42621(19) 0.7284(7) 0.2780(3) 0.0553(12) Uani 1 1 d . . .
O6 O 0.39318(18) 1.0275(7) 0.2302(3) 0.0518(12) Uani 1 1 d . . .
O1W O 0.6363(2) 0.3619(7) 0.7171(3) 0.0633(15) Uani 1 1 d . . .
H101 H 0.6188 0.2978 0.7390 0.095 Uiso 1 1 d R . .
H102 H 0.6157 0.3666 0.6595 0.095 Uiso 1 1 d R . .
O2W O 0.5219(3) 0.4786(8) 0.3756(4) 0.098(2) Uani 1 1 d . . .
H201 H 0.4864 0.5150 0.3431 0.147 Uiso 1 1 d R . .
H202 H 0.5350 0.5012 0.4320 0.147 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 O5 1.967(5) 2_656 ?
Zn1 O1 2.036(5) . ?
Zn1 O1W 2.037(5) . ?
Zn1 N2 2.078(5) . ?
Zn1 N1 2.153(6) . ?
S1 O3 1.421(7) . ?
S1 O4 1.434(7) . ?
S1 N3 1.581(5) . ?
S1 C152 1.798(10) . ?
S1 C151 1.827(17) . ?
S2 C20 1.785(6) . ?
S2 C21 1.811(8) . ?
C1 N1 1.346(9) . ?
C1 C2 1.384(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.381(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(9) . ?
C4 H4 0.9300 . ?
C5 N1 1.359(8) . ?
C5 C6 1.464(10) . ?
C6 N2 1.343(7) . ?
C6 C7 1.402(9) . ?
C7 C8 1.364(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.358(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.352(9) . ?
C9 H9 0.9300 . ?
C10 N2 1.352(8) . ?
C10 H10 0.9300 . ?
C111 C121 1.46(3) . ?
C111 H11A 0.9600 . ?
C111 H11B 0.9600 . ?
C111 H11C 0.9600 . ?
C121 C131 1.3900 . ?
C121 C171 1.3900 . ?
C131 C141 1.3900 . ?
C131 H131 0.9300 . ?
C141 C151 1.3900 . ?
C141 H141 0.9300 . ?
C151 C161 1.3900 . ?
C161 C171 1.3900 . ?
C161 H161 0.9300 . ?
C171 H171 0.9300 . ?
C112 C122 1.52(3) . ?
C112 H11D 0.9600 . ?
C112 H11E 0.9600 . ?
C112 H11F 0.9600 . ?
C122 C132 1.3900 . ?
C122 C172 1.3900 . ?
C132 C142 1.3900 . ?
C132 H132 0.9300 . ?
C142 C152 1.3900 . ?
C142 H142 0.9300 . ?
C152 C162 1.3900 . ?
C162 C172 1.3900 . ?
C162 H162 0.9300 . ?
C172 H172 0.9300 . ?
C18 N3 1.446(8) . ?
C18 C20 1.523(8) . ?
C18 C19 1.552(8) . ?
C18 H18 0.9800 . ?
C19 O6 1.227(7) . ?
C19 O5 1.264(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.513(10) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O2 1.243(8) . ?
C22 O1 1.262(8) . ?
N3 H3A 0.8600 . ?
O5 Zn1 1.967(5) 2_656 ?
O1W H101 0.8514 . ?
O1W H102 0.8447 . ?
O2W H201 0.8516 . ?
O2W H202 0.8510 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Zn1 O1 95.5(2) 2_656 . ?
O5 Zn1 O1W 98.6(2) 2_656 . ?
O1 Zn1 O1W 93.5(2) . . ?
O5 Zn1 N2 154.3(2) 2_656 . ?
O1 Zn1 N2 90.7(2) . . ?
O1W Zn1 N2 105.9(3) . . ?
O5 Zn1 N1 90.0(2) 2_656 . ?
O1 Zn1 N1 159.3(2) . . ?
O1W Zn1 N1 105.5(2) . . ?
N2 Zn1 N1 76.3(2) . . ?
O3 S1 O4 118.9(4) . . ?
O3 S1 N3 108.4(5) . . ?
O4 S1 N3 107.6(4) . . ?
O3 S1 C152 110.4(7) . . ?
O4 S1 C152 103.4(5) . . ?
N3 S1 C152 107.6(6) . . ?
O3 S1 C151 104.5(9) . . ?
O4 S1 C151 113.5(10) . . ?
N3 S1 C151 102.7(8) . . ?
C152 S1 C151 10.1(10) . . ?
C20 S2 C21 102.1(3) . . ?
N1 C1 C2 120.5(9) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 120.0(9) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 119.7(9) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 117.9(8) . . ?
C3 C4 H4 121.0 . . ?
C5 C4 H4 121.0 . . ?
N1 C5 C4 122.5(7) . . ?
N1 C5 C6 115.3(5) . . ?
C4 C5 C6 122.2(6) . . ?
N2 C6 C7 119.9(6) . . ?
N2 C6 C5 115.0(5) . . ?
C7 C6 C5 125.2(6) . . ?
C8 C7 C6 121.3(6) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C9 C8 C7 117.2(7) . . ?
C9 C8 H8 121.4 . . ?
C7 C8 H8 121.4 . . ?
C10 C9 C8 121.0(7) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 N2 122.6(6) . . ?
C9 C10 H10 118.7 . . ?
N2 C10 H10 118.7 . . ?
C131 C121 C171 120.0 . . ?
C131 C121 C111 116(3) . . ?
C171 C121 C111 124(3) . . ?
C121 C131 C141 120.0 . . ?
C121 C131 H131 120.0 . . ?
C141 C131 H131 120.0 . . ?
C131 C141 C151 120.0 . . ?
C131 C141 H141 120.0 . . ?
C151 C141 H141 120.0 . . ?
C161 C151 C141 120.0 . . ?
C161 C151 S1 118.3(11) . . ?
C141 C151 S1 121.7(11) . . ?
C151 C161 C171 120.0 . . ?
C151 C161 H161 120.0 . . ?
C171 C161 H161 120.0 . . ?
C161 C171 C121 120.0 . . ?
C161 C171 H171 120.0 . . ?
C121 C171 H171 120.0 . . ?
C122 C112 H11D 109.5 . . ?
C122 C112 H11E 109.5 . . ?
H11D C112 H11E 109.5 . . ?
C122 C112 H11F 109.5 . . ?
H11D C112 H11F 109.5 . . ?
H11E C112 H11F 109.5 . . ?
C132 C122 C172 120.0 . . ?
C132 C122 C112 119.0(17) . . ?
C172 C122 C112 120.7(18) . . ?
C122 C132 C142 120.0 . . ?
C122 C132 H132 120.0 . . ?
C142 C132 H132 120.0 . . ?
C152 C142 C132 120.0 . . ?
C152 C142 H142 120.0 . . ?
C132 C142 H142 120.0 . . ?
C162 C152 C142 120.0 . . ?
C162 C152 S1 122.1(8) . . ?
C142 C152 S1 117.9(8) . . ?
C172 C162 C152 120.0 . . ?
C172 C162 H162 120.0 . . ?
C152 C162 H162 120.0 . . ?
C162 C172 C122 120.0 . . ?
C162 C172 H172 120.0 . . ?
C122 C172 H172 120.0 . . ?
N3 C18 C20 111.7(5) . . ?
N3 C18 C19 113.3(5) . . ?
C20 C18 C19 107.3(5) . . ?
N3 C18 H18 108.1 . . ?
C20 C18 H18 108.1 . . ?
C19 C18 H18 108.1 . . ?
O6 C19 O5 125.8(6) . . ?
O6 C19 C18 120.8(6) . . ?
O5 C19 C18 113.3(5) . . ?
C18 C20 S2 116.6(4) . . ?
C18 C20 H20A 108.2 . . ?
S2 C20 H20A 108.2 . . ?
C18 C20 H20B 108.2 . . ?
S2 C20 H20B 108.2 . . ?
H20A C20 H20B 107.3 . . ?
C22 C21 S2 113.2(5) . . ?
C22 C21 H21A 108.9 . . ?
S2 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
S2 C21 H21B 108.9 . . ?
H21A C21 H21B 107.8 . . ?
O2 C22 O1 123.6(7) . . ?
O2 C22 C21 119.5(6) . . ?
O1 C22 C21 116.9(7) . . ?
C1 N1 C5 119.2(7) . . ?
C1 N1 Zn1 125.4(5) . . ?
C5 N1 Zn1 114.9(5) . . ?
C6 N2 C10 118.1(5) . . ?
C6 N2 Zn1 118.3(4) . . ?
C10 N2 Zn1 123.5(4) . . ?
C18 N3 S1 119.9(6) . . ?
C18 N3 H3A 120.1 . . ?
S1 N3 H3A 120.1 . . ?
C22 O1 Zn1 122.7(5) . . ?
C19 O5 Zn1 116.6(4) . 2_656 ?
Zn1 O1W H101 110.5 . . ?
Zn1 O1W H102 109.8 . . ?
H101 O1W H102 110.5 . . ?
H201 O2W H202 111.1 . . ?

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
N1 C1 C2 C3 -3(2) . . . . ?
C1 C2 C3 C4 4(2) . . . . ?
C2 C3 C4 C5 -3.8(19) . . . . ?
C3 C4 C5 N1 1.8(16) . . . . ?
C3 C4 C5 C6 178.7(10) . . . . ?
N1 C5 C6 N2 6.3(12) . . . . ?
C4 C5 C6 N2 -170.8(9) . . . . ?
N1 C5 C6 C7 -171.8(8) . . . . ?
C4 C5 C6 C7 11.1(15) . . . . ?
N2 C6 C7 C8 2.4(15) . . . . ?
C5 C6 C7 C8 -179.5(11) . . . . ?
C6 C7 C8 C9 -0.6(17) . . . . ?
C7 C8 C9 C10 -1.8(19) . . . . ?
C8 C9 C10 N2 2.5(19) . . . . ?
C171 C121 C131 C141 0.0 . . . . ?
C111 C121 C131 C141 -178(2) . . . . ?
C121 C131 C141 C151 0.0 . . . . ?
C131 C141 C151 C161 0.0 . . . . ?
C131 C141 C151 S1 -179.0(18) . . . . ?
O3 S1 C151 C161 40.6(14) . . . . ?
O4 S1 C151 C161 171.7(10) . . . . ?
N3 S1 C151 C161 -72.5(13) . . . . ?
C152 S1 C151 C161 168(8) . . . . ?
O3 S1 C151 C141 -140.4(13) . . . . ?
O4 S1 C151 C141 -9.3(15) . . . . ?
N3 S1 C151 C141 106.5(12) . . . . ?
C152 S1 C151 C141 -13(7) . . . . ?
C141 C151 C161 C171 0.0 . . . . ?
S1 C151 C161 C171 179.0(17) . . . . ?
C151 C161 C171 C121 0.0 . . . . ?
C131 C121 C171 C161 0.0 . . . . ?
C111 C121 C171 C161 178(2) . . . . ?
C172 C122 C132 C142 0.0 . . . . ?
C112 C122 C132 C142 -173(2) . . . . ?
C122 C132 C142 C152 0.0 . . . . ?
C132 C142 C152 C162 0.0 . . . . ?
C132 C142 C152 S1 178.6(14) . . . . ?
O3 S1 C152 C162 46.6(11) . . . . ?
O4 S1 C152 C162 174.8(9) . . . . ?
N3 S1 C152 C162 -71.5(11) . . . . ?
C151 S1 C152 C162 -9(7) . . . . ?
O3 S1 C152 C142 -132.0(10) . . . . ?
O4 S1 C152 C142 -3.8(12) . . . . ?
N3 S1 C152 C142 109.9(10) . . . . ?
C151 S1 C152 C142 173(8) . . . . ?
C142 C152 C162 C172 0.0 . . . . ?
S1 C152 C162 C172 -178.5(14) . . . . ?
C152 C162 C172 C122 0.0 . . . . ?
C132 C122 C172 C162 0.0 . . . . ?
C112 C122 C172 C162 173(2) . . . . ?
N3 C18 C19 O6 -28.5(8) . . . . ?
C20 C18 C19 O6 95.3(7) . . . . ?
N3 C18 C19 O5 154.7(6) . . . . ?
C20 C18 C19 O5 -81.5(7) . . . . ?
N3 C18 C20 S2 -59.6(6) . . . . ?
C19 C18 C20 S2 175.6(5) . . . . ?
C21 S2 C20 C18 -77.6(5) . . . . ?
C20 S2 C21 C22 -82.1(5) . . . . ?
S2 C21 C22 O2 103.7(7) . . . . ?
S2 C21 C22 O1 -76.9(7) . . . . ?
C2 C1 N1 C5 0.7(16) . . . . ?
C2 C1 N1 Zn1 -170.7(9) . . . . ?
C4 C5 N1 C1 -0.2(14) . . . . ?
C6 C5 N1 C1 -177.3(9) . . . . ?
C4 C5 N1 Zn1 172.1(8) . . . . ?
C6 C5 N1 Zn1 -5.0(10) . . . . ?
O5 Zn1 N1 C1 15.8(9) 2_656 . . . ?
O1 Zn1 N1 C1 121.4(9) . . . . ?
O1W Zn1 N1 C1 -83.2(9) . . . . ?
N2 Zn1 N1 C1 173.8(9) . . . . ?
O5 Zn1 N1 C5 -156.0(6) 2_656 . . . ?
O1 Zn1 N1 C5 -50.4(10) . . . . ?
O1W Zn1 N1 C5 105.1(6) . . . . ?
N2 Zn1 N1 C5 2.1(6) . . . . ?
C7 C6 N2 C10 -1.8(13) . . . . ?
C5 C6 N2 C10 180.0(9) . . . . ?
C7 C6 N2 Zn1 173.6(7) . . . . ?
C5 C6 N2 Zn1 -4.6(11) . . . . ?
C9 C10 N2 C6 -0.6(16) . . . . ?
C9 C10 N2 Zn1 -175.8(9) . . . . ?
O5 Zn1 N2 C6 61.0(10) 2_656 . . . ?
O1 Zn1 N2 C6 165.2(7) . . . . ?
O1W Zn1 N2 C6 -101.0(7) . . . . ?
N1 Zn1 N2 C6 1.5(6) . . . . ?
O5 Zn1 N2 C10 -123.8(8) 2_656 . . . ?
O1 Zn1 N2 C10 -19.6(8) . . . . ?
O1W Zn1 N2 C10 74.2(8) . . . . ?
N1 Zn1 N2 C10 176.7(9) . . . . ?
C20 C18 N3 S1 144.2(4) . . . . ?
C19 C18 N3 S1 -94.5(5) . . . . ?
O3 S1 N3 C18 178.0(5) . . . . ?
O4 S1 N3 C18 48.2(5) . . . . ?
C152 S1 N3 C18 -62.6(7) . . . . ?
C151 S1 N3 C18 -71.8(10) . . . . ?
O2 C22 O1 Zn1 -14.1(10) . . . . ?
C21 C22 O1 Zn1 166.6(5) . . . . ?
O5 Zn1 O1 C22 -55.7(6) 2_656 . . . ?
O1W Zn1 O1 C22 43.3(6) . . . . ?
N2 Zn1 O1 C22 149.3(6) . . . . ?
N1 Zn1 O1 C22 -160.3(6) . . . . ?
O6 C19 O5 Zn1 -3.6(9) . . . 2_656 ?
C18 C19 O5 Zn1 172.9(4) . . . 2_656 ?

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
N3 H3A O2W 0.86 1.92 2.735(9) 157.0 1_565
O1W H101 O6 0.85 2.00 2.720(7) 142.3 2_646
O1W H102 O2 0.84 2.03 2.724(7) 138.9 .
O2W H201 O5 0.85 2.03 2.801(7) 150.3 .
O2W H202 O2 0.85 1.93 2.737(7) 158.8 .

_chemical_absolute_configuration rmad
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.270
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.081


