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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H12 N8 O8 S Zn2'
_chemical_formula_weight         511.06

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   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                   9.902(2)
_cell_length_b                   11.171(2)
_cell_length_c                   14.512(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.402(4)
_cell_angle_gamma                90.00
_cell_volume                     1578.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5040
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      28.28

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.150
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    3.235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5936
_exptl_absorpt_correction_T_max  0.7174
_exptl_absorpt_process_details   sadabs

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8234
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3046
_reflns_number_gt                2757
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0389P)²+1.5649P] 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         3046
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0705
_refine_ls_wR_factor_gt          0.0680
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
S3 S 0.88324(7) 1.07802(6) 0.14719(4) 0.01509(14) Uani 1 1 d . . .
Zn1 Zn 0.90714(3) 1.00698(2) 0.362003(19) 0.01332(10) Uani 1 1 d . . .
Zn2 Zn 0.65167(3) 0.89187(3) 0.070452(19) 0.01477(10) Uani 1 1 d . . .
O1 O 0.8949(2) 1.11574(16) 0.24611(13) 0.0190(4) Uani 1 1 d . . .
O1W O 1.0642(2) 0.89748(17) 0.32087(14) 0.0224(4) Uani 1 1 d . . .
H1W2 H 1.0447 0.8883 0.2618 0.034 Uiso 1 1 d R . .
H1W1 H 1.0784 0.8286 0.3456 0.034 Uiso 1 1 d R . .
O2 O 0.7361(2) 1.05362(17) 0.10875(13) 0.0219(4) Uani 1 1 d . . .
O2W O 0.5851(2) 0.96186(17) -0.06213(12) 0.0186(4) Uani 1 1 d . . .
H2W2 H 0.6460 1.0082 -0.0767 0.028 Uiso 1 1 d R . .
H2W1 H 0.5695 0.9050 -0.1015 0.028 Uiso 1 1 d R . .
O3 O 0.9623(2) 0.96838(19) 0.14200(14) 0.0266(4) Uani 1 1 d . . .
O3W O 0.3519(12) 0.9744(11) 0.3077(10) 0.337(8) Uani 1 1 d . . .
H3W1 H 0.2700 0.9521 0.3084 0.505 Uiso 1 1 d R . .
H3W2 H 0.4101 0.9178 0.3121 0.505 Uiso 1 1 d R . .
O4 O 0.9297(2) 1.17632(18) 0.09424(13) 0.0260(5) Uani 1 1 d . . .
O4W O 0.7957(2) 1.0976(2) -0.09159(15) 0.0323(5) Uani 1 1 d . . .
H4W1 H 0.8345 1.1207 -0.0375 0.048 Uiso 1 1 d R . .
H4W2 H 0.8708 1.0770 -0.1076 0.048 Uiso 1 1 d R . .
N4 N 0.7529(2) 0.87246(19) 0.29660(15) 0.0150(4) Uani 1 1 d . . .
N5 N 0.6653(2) 0.84925(19) 0.21483(14) 0.0143(4) Uani 1 1 d . . .
N6 N 0.6034(2) 0.7326(2) 0.32580(15) 0.0168(4) Uani 1 1 d . . .
N1 N 0.8875(2) 0.88938(18) 0.47366(14) 0.0141(4) Uani 1 1 d . . .
N2 N 0.9457(2) 0.87788(19) 0.56597(14) 0.0146(4) Uani 1 1 d . . .
N3 N 0.7801(2) 0.74099(19) 0.53290(15) 0.0155(4) Uani 1 1 d . . .
N7 N 0.4813(2) 0.75941(19) 0.07315(15) 0.0155(4) Uani 1 1 d . . .
N8 N 0.2734(2) 0.6065(2) 0.10620(15) 0.0176(5) Uani 1 1 d . . .
C3 C 0.7125(3) 0.8011(2) 0.36037(17) 0.0138(5) Uani 1 1 d . . .
C4 C 0.5792(3) 0.7662(2) 0.23508(17) 0.0146(5) Uani 1 1 d . . .
C2 C 0.7897(2) 0.8070(2) 0.45618(17) 0.0133(5) Uani 1 1 d . . .
C1 C 0.8799(3) 0.7893(2) 0.59848(18) 0.0175(5) Uani 1 1 d . . .
H1 H 0.8999 0.7628 0.6602 0.021 Uiso 1 1 calc R . .
C5 C 0.4724(3) 0.7215(2) 0.16042(17) 0.0148(5) Uani 1 1 d . . .
C8 C 0.3683(3) 0.6468(2) 0.17649(18) 0.0177(5) Uani 1 1 d . . .
H8 H 0.3641 0.6240 0.2376 0.021 Uiso 1 1 calc R . .
C7 C 0.2858(3) 0.6390(3) 0.01926(19) 0.0208(6) Uani 1 1 d . . .
H7 H 0.2239 0.6091 -0.0314 0.025 Uiso 1 1 calc R . .
C6 C 0.3888(3) 0.7160(2) 0.00300(18) 0.0194(6) Uani 1 1 d . . .
H6 H 0.3933 0.7378 -0.0582 0.023 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
S3 O4 1.4615(19) . ?
S3 O3 1.463(2) . ?
S3 O1 1.4805(19) . ?
S3 O2 1.488(2) . ?
Zn1 O1 2.0606(18) . ?
Zn1 N2 2.078(2) 3_776 ?
Zn1 N1 2.122(2) . ?
Zn1 O1W 2.1463(19) . ?
Zn1 N8 2.223(2) 2_655 ?
Zn1 N4 2.229(2) . ?
Zn2 O2 2.0261(19) . ?
Zn2 O2W 2.0713(19) . ?
Zn2 N3 2.090(2) 4_575 ?
Zn2 N5 2.129(2) . ?
Zn2 N7 2.249(2) . ?
O1W H1W2 0.8497 . ?
O1W H1W1 0.8503 . ?
O2W H2W2 0.8500 . ?
O2W H2W1 0.8499 . ?
O3W H3W1 0.8500 . ?
O3W H3W2 0.8499 . ?
O4W H4W1 0.8501 . ?
O4W H4W2 0.8499 . ?
N4 C3 1.336(3) . ?
N4 N5 1.362(3) . ?
N5 C4 1.328(3) . ?
N6 C3 1.345(3) . ?
N6 C4 1.348(3) . ?
N1 C2 1.326(3) . ?
N1 N2 1.366(3) . ?
N2 C1 1.318(3) . ?
N2 Zn1 2.078(2) 3_776 ?
N3 C2 1.353(3) . ?
N3 C1 1.354(3) . ?
N3 Zn2 2.090(2) 4_576 ?
N7 C6 1.332(3) . ?
N7 C5 1.353(3) . ?
N8 C8 1.334(3) . ?
N8 C7 1.340(3) . ?
N8 Zn1 2.223(2) 2_645 ?
C3 C2 1.462(3) . ?
C4 C5 1.459(3) . ?
C1 H1 0.9300 . ?
C5 C8 1.379(4) . ?
C8 H8 0.9300 . ?
C7 C6 1.386(4) . ?
C7 H7 0.9300 . ?
C6 H6 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
O4 S3 O3 112.31(13) . . ?
O4 S3 O1 108.61(11) . . ?
O3 S3 O1 109.84(12) . . ?
O4 S3 O2 108.69(12) . . ?
O3 S3 O2 108.92(12) . . ?
O1 S3 O2 108.38(11) . . ?
O1 Zn1 N2 88.74(8) . 3_776 ?
O1 Zn1 N1 171.22(8) . . ?
N2 Zn1 N1 98.73(8) 3_776 . ?
O1 Zn1 O1W 92.74(8) . . ?
N2 Zn1 O1W 90.87(8) 3_776 . ?
N1 Zn1 O1W 91.76(8) . . ?
O1 Zn1 N8 86.76(8) . 2_655 ?
N2 Zn1 N8 95.91(8) 3_776 2_655 ?
N1 Zn1 N8 87.88(8) . 2_655 ?
O1W Zn1 N8 173.19(8) . 2_655 ?
O1 Zn1 N4 96.62(8) . . ?
N2 Zn1 N4 174.62(8) 3_776 . ?
N1 Zn1 N4 75.96(8) . . ?
O1W Zn1 N4 88.43(8) . . ?
N8 Zn1 N4 84.88(8) 2_655 . ?
O2 Zn2 O2W 87.97(8) . . ?
O2 Zn2 N3 117.68(9) . 4_575 ?
O2W Zn2 N3 97.62(8) . 4_575 ?
O2 Zn2 N5 88.84(8) . . ?
O2W Zn2 N5 162.10(8) . . ?
N3 Zn2 N5 99.46(8) 4_575 . ?
O2 Zn2 N7 148.81(8) . . ?
O2W Zn2 N7 98.65(8) . . ?
N3 Zn2 N7 91.77(8) 4_575 . ?
N5 Zn2 N7 75.54(8) . . ?
S3 O1 Zn1 127.33(11) . . ?
Zn1 O1W H1W2 107.8 . . ?
Zn1 O1W H1W1 118.2 . . ?
H1W2 O1W H1W1 107.8 . . ?
S3 O2 Zn2 126.43(12) . . ?
Zn2 O2W H2W2 109.8 . . ?
Zn2 O2W H2W1 109.4 . . ?
H2W2 O2W H2W1 109.8 . . ?
H3W1 O3W H3W2 114.6 . . ?
H4W1 O4W H4W2 93.6 . . ?
C3 N4 N5 105.5(2) . . ?
C3 N4 Zn1 112.03(16) . . ?
N5 N4 Zn1 141.14(16) . . ?
C4 N5 N4 105.86(19) . . ?
C4 N5 Zn2 116.40(16) . . ?
N4 N5 Zn2 137.06(16) . . ?
C3 N6 C4 101.3(2) . . ?
C2 N1 N2 106.7(2) . . ?
C2 N1 Zn1 116.60(16) . . ?
N2 N1 Zn1 136.60(16) . . ?
C1 N2 N1 105.9(2) . . ?
C1 N2 Zn1 129.17(17) . 3_776 ?
N1 N2 Zn1 124.66(16) . 3_776 ?
C2 N3 C1 102.1(2) . . ?
C2 N3 Zn2 137.59(17) . 4_576 ?
C1 N3 Zn2 120.07(17) . 4_576 ?
C6 N7 C5 116.7(2) . . ?
C6 N7 Zn2 129.85(17) . . ?
C5 N7 Zn2 113.46(16) . . ?
C8 N8 C7 117.2(2) . . ?
C8 N8 Zn1 119.44(17) . 2_645 ?
C7 N8 Zn1 123.03(18) . 2_645 ?
N4 C3 N6 113.7(2) . . ?
N4 C3 C2 117.5(2) . . ?
N6 C3 C2 128.9(2) . . ?
N5 C4 N6 113.7(2) . . ?
N5 C4 C5 118.9(2) . . ?
N6 C4 C5 127.4(2) . . ?
N1 C2 N3 112.2(2) . . ?
N1 C2 C3 116.8(2) . . ?
N3 C2 C3 130.9(2) . . ?
N2 C1 N3 113.1(2) . . ?
N2 C1 H1 123.4 . . ?
N3 C1 H1 123.4 . . ?
N7 C5 C8 121.7(2) . . ?
N7 C5 C4 115.3(2) . . ?
C8 C5 C4 123.1(2) . . ?
N8 C8 C5 121.3(2) . . ?
N8 C8 H8 119.3 . . ?
C5 C8 H8 119.3 . . ?
N8 C7 C6 121.6(2) . . ?
N8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
N7 C6 C7 121.4(2) . . ?
N7 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.751
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.085
_database_code_depnum_ccdc_archive 'CCDC 1026784'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.217 0.750 0.084 196 85 ' '
2 0.776 0.250 0.172 188 77 ' '
_platon_squeeze_details          
;
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H4 Cd N8'
_chemical_formula_weight         324.59

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'
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)/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                   9.9480(14)
_cell_length_b                   10.1981(14)
_cell_length_c                   12.8656(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.089(2)
_cell_angle_gamma                90.00
_cell_volume                     1254.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2936
_cell_measurement_theta_min      3.29
_cell_measurement_theta_max      28.23

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    1.732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8323
_exptl_absorpt_correction_T_max  0.8597
_exptl_absorpt_process_details   sadabs

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6502
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.59
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2424
_reflns_number_gt                2139
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          SQUEEZE

_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)+(0.0578P)²+6.2243P] 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         2424
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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 0.20267(4) 0.17157(3) 0.21739(3) 0.01505(16) Uani 1 1 d . . .
N7 N 0.4008(5) 0.1712(4) 0.7698(4) 0.0232(10) Uani 1 1 d . . .
N2 N -0.0500(5) 0.5031(4) 0.3134(3) 0.0215(10) Uani 1 1 d . . .
N8 N 0.6116(5) -0.0149(5) 0.7850(4) 0.0281(11) Uani 1 1 d . . .
N1 N 0.0203(5) 0.4408(5) 0.4080(3) 0.0210(10) Uani 1 1 d . . .
C1 C -0.0177(6) 0.4361(5) 0.2358(4) 0.0218(12) Uani 1 1 d . . .
H1 H -0.0514 0.4565 0.1627 0.026 Uiso 1 1 calc R . .
C5 C 0.4185(6) 0.1105(5) 0.6826(4) 0.0208(11) Uani 1 1 d . . .
C6 C 0.4872(7) 0.1375(6) 0.8642(5) 0.0317(14) Uani 1 1 d . . .
H6 H 0.4766 0.1764 0.9269 0.038 Uiso 1 1 calc R . .
C8 C 0.5236(7) 0.0183(6) 0.6911(5) 0.0297(14) Uani 1 1 d . . .
H8 H 0.5325 -0.0218 0.6284 0.036 Uiso 1 1 calc R . .
C7 C 0.5946(7) 0.0448(7) 0.8730(5) 0.0331(15) Uani 1 1 d . . .
H7 H 0.6543 0.0248 0.9407 0.040 Uiso 1 1 calc R . .
N4 N 0.2441(5) 0.1583(4) 0.4054(3) 0.0182(9) Uani 1 1 d . . .
N3 N 0.0709(5) 0.3336(4) 0.2744(4) 0.0217(10) Uani 1 1 d . . .
N6 N 0.2343(5) 0.2493(4) 0.5612(3) 0.0170(9) Uani 1 1 d . . .
N5 N 0.3359(5) 0.0922(4) 0.4857(4) 0.0209(10) Uani 1 1 d . . .
C2 C 0.0904(6) 0.3418(5) 0.3821(4) 0.0178(10) Uani 1 1 d . . .
C3 C 0.1849(5) 0.2520(5) 0.4512(4) 0.0166(10) Uani 1 1 d . . .
C4 C 0.3280(6) 0.1488(5) 0.5770(4) 0.0195(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 N2 2.254(4) 2_545 ?
Cd1 N6 2.267(4) 4_565 ?
Cd1 N4 2.342(4) . ?
Cd1 N3 2.349(4) . ?
Cd1 N8 2.449(5) 3_656 ?
Cd1 N7 2.485(5) 4_565 ?
N7 C6 1.325(8) . ?
N7 C5 1.334(7) . ?
N7 Cd1 2.485(5) 4_566 ?
N2 C1 1.320(7) . ?
N2 N1 1.380(6) . ?
N2 Cd1 2.254(4) 2 ?
N8 C8 1.325(7) . ?
N8 C7 1.336(8) . ?
N8 Cd1 2.449(5) 3_656 ?
N1 C2 1.322(7) . ?
C1 N3 1.369(6) . ?
C1 H1 0.9300 . ?
C5 C8 1.388(8) . ?
C5 C4 1.460(7) . ?
C6 C7 1.408(9) . ?
C6 H6 0.9300 . ?
C8 H8 0.9300 . ?
C7 H7 0.9300 . ?
N4 C3 1.342(7) . ?
N4 N5 1.354(6) . ?
N3 C2 1.348(7) . ?
N6 C4 1.362(7) . ?
N6 C3 1.364(6) . ?
N6 Cd1 2.267(4) 4_566 ?
N5 C4 1.331(7) . ?
C2 C3 1.431(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
N2 Cd1 N6 111.58(15) 2_545 4_565 ?
N2 Cd1 N4 93.12(16) 2_545 . ?
N6 Cd1 N4 155.25(16) 4_565 . ?
N2 Cd1 N3 100.57(18) 2_545 . ?
N6 Cd1 N3 104.66(16) 4_565 . ?
N4 Cd1 N3 70.85(15) . . ?
N2 Cd1 N8 88.54(18) 2_545 3_656 ?
N6 Cd1 N8 86.01(16) 4_565 3_656 ?
N4 Cd1 N8 93.32(15) . 3_656 ?
N3 Cd1 N8 161.97(17) . 3_656 ?
N2 Cd1 N7 169.95(17) 2_545 4_565 ?
N6 Cd1 N7 73.52(15) 4_565 4_565 ?
N4 Cd1 N7 81.83(15) . 4_565 ?
N3 Cd1 N7 86.03(17) . 4_565 ?
N8 Cd1 N7 83.12(17) 3_656 4_565 ?
C6 N7 C5 116.6(5) . . ?
C6 N7 Cd1 132.9(4) . 4_566 ?
C5 N7 Cd1 110.5(4) . 4_566 ?
C1 N2 N1 105.0(4) . . ?
C1 N2 Cd1 123.7(3) . 2 ?
N1 N2 Cd1 131.1(3) . 2 ?
C8 N8 C7 116.7(5) . . ?
C8 N8 Cd1 117.7(4) . 3_656 ?
C7 N8 Cd1 125.5(4) . 3_656 ?
C2 N1 N2 107.6(4) . . ?
N2 C1 N3 112.8(5) . . ?
N2 C1 H1 123.6 . . ?
N3 C1 H1 123.6 . . ?
N7 C5 C8 121.3(5) . . ?
N7 C5 C4 117.9(5) . . ?
C8 C5 C4 120.7(5) . . ?
N7 C6 C7 122.2(5) . . ?
N7 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
N8 C8 C5 122.5(5) . . ?
N8 C8 H8 118.7 . . ?
C5 C8 H8 118.7 . . ?
N8 C7 C6 120.6(5) . . ?
N8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C3 N4 N5 107.8(4) . . ?
C3 N4 Cd1 116.0(3) . . ?
N5 N4 Cd1 134.9(3) . . ?
C2 N3 C1 102.7(4) . . ?
C2 N3 Cd1 115.5(3) . . ?
C1 N3 Cd1 141.5(4) . . ?
C4 N6 C3 101.9(4) . . ?
C4 N6 Cd1 113.1(3) . 4_566 ?
C3 N6 Cd1 144.5(4) . 4_566 ?
C4 N5 N4 105.4(4) . . ?
N1 C2 N3 111.8(4) . . ?
N1 C2 C3 129.3(5) . . ?
N3 C2 C3 118.8(5) . . ?
N4 C3 N6 111.4(4) . . ?
N4 C3 C2 118.4(4) . . ?
N6 C3 C2 130.0(5) . . ?
N5 C4 N6 113.5(4) . . ?
N5 C4 C5 122.3(5) . . ?
N6 C4 C5 124.1(5) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.157
_database_code_depnum_ccdc_archive 'CCDC 1026472'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H22 N16 O14 S2 Zn3'
_chemical_formula_weight         922.81

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   P21/c

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

_cell_length_a                   7.4092(19)
_cell_length_b                   26.697(6)
_cell_length_c                   10.1452(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 130.725(12)
_cell_angle_gamma                90.00
_cell_volume                     1520.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1482
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      25.22

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.015
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    2.579
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6539
_exptl_absorpt_correction_T_max  0.7646
_exptl_absorpt_process_details   sadabs

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8116
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_av_sigmaI/netI    0.0963
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2984
_reflns_number_gt                1968
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1179P)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_number_reflns         2984
_refine_ls_number_parameters     232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.2001
_refine_ls_wR_factor_gt          0.1340
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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 0.0000 0.0000 0.0000 0.0265(4) Uani 1 2 d S . .
Zn2 Zn -0.17587(15) -0.18403(3) 0.26806(11) 0.0211(3) Uani 1 1 d . . .
S3 S -0.5967(3) -0.18042(6) 0.2714(2) 0.0210(4) Uani 1 1 d . . .
O1 O -0.4255(10) -0.2089(2) 0.2696(7) 0.0331(13) Uani 1 1 d . . .
O1W O 0.3433(9) -0.03768(18) 0.1085(7) 0.0318(13) Uani 1 1 d . . .
H1W1 H 0.4038 -0.0592 0.1892 0.048 Uiso 1 1 d R . .
H1W2 H 0.3212 -0.0520 0.0241 0.048 Uiso 1 1 d R . .
O2 O -0.8353(10) -0.1913(2) 0.1143(7) 0.0403(15) Uani 1 1 d . . .
O2W O 0.0578(9) -0.24127(19) 0.3753(7) 0.0318(13) Uani 1 1 d . . .
H2W1 H 0.1744 -0.2281 0.3902 0.048 Uiso 1 1 d R . .
H2W2 H 0.0908 -0.2626 0.4503 0.048 Uiso 1 1 d R . .
O3 O -0.5642(10) -0.19899(18) 0.4248(6) 0.0268(12) Uani 1 1 d . . .
O3W O -0.3597(11) -0.2084(2) 0.0222(7) 0.0417(15) Uani 1 1 d . . .
H3W1 H -0.3530 -0.1933 -0.0482 0.063 Uiso 1 1 d R . .
H3W2 H -0.3836 -0.2398 0.0052 0.063 Uiso 1 1 d R . .
O4 O -0.5403(10) -0.12703(19) 0.2943(7) 0.0363(14) Uani 1 1 d . . .
N1 N -0.3268(10) -0.1407(2) -0.1660(7) 0.0217(13) Uani 1 1 d . . .
N2 N -0.3831(10) -0.1294(2) -0.3197(7) 0.0235(13) Uani 1 1 d . . .
H2 H -0.4569 -0.1495 -0.4071 0.028 Uiso 1 1 d R . .
N3 N -0.2007(10) -0.0631(2) -0.1613(7) 0.0212(13) Uani 1 1 d . . .
N4 N -0.0165(11) -0.0433(2) 0.1626(7) 0.0232(13) Uani 1 1 d . . .
N5 N 0.0731(11) -0.0395(2) 0.3311(7) 0.0239(13) Uani 1 1 d . . .
N6 N -0.1017(10) -0.1145(2) 0.2215(7) 0.0203(13) Uani 1 1 d . . .
N7 N 0.0225(10) -0.1453(2) 0.5240(7) 0.0225(13) Uani 1 1 d . . .
N8 N 0.2462(12) -0.0847(3) 0.8156(8) 0.0310(15) Uani 1 1 d . . .
C1 C -0.3121(14) -0.0844(3) -0.3195(10) 0.0280(17) Uani 1 1 d . . .
H1 H -0.3343 -0.0695 -0.4120 0.034 Uiso 1 1 calc R . .
C2 C -0.2181(12) -0.0991(3) -0.0753(9) 0.0210(15) Uani 1 1 d . . .
C3 C -0.1117(12) -0.0881(2) 0.1051(9) 0.0206(15) Uani 1 1 d . . .
C4 C 0.0147(12) -0.0829(3) 0.3573(9) 0.0206(15) Uani 1 1 d . . .
C5 C 0.0769(12) -0.0979(3) 0.5233(9) 0.0202(15) Uani 1 1 d . . .
C6 C 0.0757(15) -0.1618(3) 0.6702(10) 0.0322(18) Uani 1 1 d . . .
H6 H 0.0366 -0.1945 0.6746 0.039 Uiso 1 1 calc R . .
C7 C 0.1847(14) -0.1322(3) 0.8121(10) 0.0342(19) Uani 1 1 d . . .
H7 H 0.2182 -0.1453 0.9109 0.041 Uiso 1 1 calc R . .
C8 C 0.1911(14) -0.0674(3) 0.6675(9) 0.0294(18) Uani 1 1 d . . .
H8 H 0.2305 -0.0348 0.6631 0.035 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N4 2.083(6) 3 ?
Zn1 N4 2.083(6) . ?
Zn1 N3 2.134(5) 3 ?
Zn1 N3 2.134(5) . ?
Zn1 O1W 2.245(5) 3 ?
Zn1 O1W 2.245(5) . ?
Zn2 O1 1.975(5) . ?
Zn2 O2W 2.015(5) . ?
Zn2 O3W 2.016(5) . ?
Zn2 N6 2.077(6) . ?
Zn2 N7 2.234(6) . ?
S3 O2 1.440(6) . ?
S3 O4 1.461(5) . ?
S3 O1 1.490(5) . ?
S3 O3 1.495(5) . ?
O1W H1W1 0.8500 . ?
O1W H1W2 0.8500 . ?
O2W H2W1 0.8500 . ?
O2W H2W2 0.8499 . ?
O3W H3W1 0.8499 . ?
O3W H3W2 0.8501 . ?
N1 C2 1.328(9) . ?
N1 N2 1.359(8) . ?
N2 C1 1.311(9) . ?
N2 H2 0.8601 . ?
N3 C2 1.359(8) . ?
N3 C1 1.360(9) . ?
N4 C3 1.315(8) . ?
N4 N5 1.376(8) . ?
N5 C4 1.322(9) . ?
N6 C3 1.335(8) . ?
N6 C4 1.343(9) . ?
N7 C5 1.331(9) . ?
N7 C6 1.336(9) . ?
N8 C7 1.339(10) . ?
N8 C8 1.355(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.474(9) . ?
C4 C5 1.482(9) . ?
C5 C8 1.379(10) . ?
C6 C7 1.353(11) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8 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
N4 Zn1 N4 180.0(3) 3 . ?
N4 Zn1 N3 78.3(2) 3 3 ?
N4 Zn1 N3 101.7(2) . 3 ?
N4 Zn1 N3 101.7(2) 3 . ?
N4 Zn1 N3 78.3(2) . . ?
N3 Zn1 N3 180.0(4) 3 . ?
N4 Zn1 O1W 89.8(2) 3 3 ?
N4 Zn1 O1W 90.2(2) . 3 ?
N3 Zn1 O1W 91.3(2) 3 3 ?
N3 Zn1 O1W 88.7(2) . 3 ?
N4 Zn1 O1W 90.2(2) 3 . ?
N4 Zn1 O1W 89.8(2) . . ?
N3 Zn1 O1W 88.7(2) 3 . ?
N3 Zn1 O1W 91.3(2) . . ?
O1W Zn1 O1W 180.0(2) 3 . ?
O1 Zn2 O2W 102.7(2) . . ?
O1 Zn2 O3W 91.2(2) . . ?
O2W Zn2 O3W 94.1(2) . . ?
O1 Zn2 N6 133.7(2) . . ?
O2W Zn2 N6 122.6(2) . . ?
O3W Zn2 N6 94.2(2) . . ?
O1 Zn2 N7 93.2(2) . . ?
O2W Zn2 N7 92.4(2) . . ?
O3W Zn2 N7 171.2(2) . . ?
N6 Zn2 N7 77.3(2) . . ?
O2 S3 O4 112.9(3) . . ?
O2 S3 O1 108.9(3) . . ?
O4 S3 O1 110.0(3) . . ?
O2 S3 O3 109.5(3) . . ?
O4 S3 O3 108.9(3) . . ?
O1 S3 O3 106.4(3) . . ?
S3 O1 Zn2 129.6(3) . . ?
Zn1 O1W H1W1 119.5 . . ?
Zn1 O1W H1W2 107.1 . . ?
H1W1 O1W H1W2 107.4 . . ?
Zn2 O2W H2W1 101.4 . . ?
Zn2 O2W H2W2 129.5 . . ?
H2W1 O2W H2W2 117.0 . . ?
Zn2 O3W H3W1 121.6 . . ?
Zn2 O3W H3W2 116.9 . . ?
H3W1 O3W H3W2 114.6 . . ?
C2 N1 N2 101.7(5) . . ?
C1 N2 N1 112.3(6) . . ?
C1 N2 H2 123.9 . . ?
N1 N2 H2 123.9 . . ?
C2 N3 C1 103.0(6) . . ?
C2 N3 Zn1 112.1(4) . . ?
C1 N3 Zn1 144.8(5) . . ?
C3 N4 N5 107.7(5) . . ?
C3 N4 Zn1 116.4(4) . . ?
N5 N4 Zn1 135.4(4) . . ?
C4 N5 N4 103.2(5) . . ?
C3 N6 C4 101.8(6) . . ?
C3 N6 Zn2 143.4(5) . . ?
C4 N6 Zn2 114.6(4) . . ?
C5 N7 C6 116.6(6) . . ?
C5 N7 Zn2 113.9(4) . . ?
C6 N7 Zn2 129.2(5) . . ?
C7 N8 C8 116.2(7) . . ?
N2 C1 N3 108.6(6) . . ?
N2 C1 H1 125.7 . . ?
N3 C1 H1 125.7 . . ?
N1 C2 N3 114.5(6) . . ?
N1 C2 C3 128.1(6) . . ?
N3 C2 C3 117.4(6) . . ?
N4 C3 N6 112.5(6) . . ?
N4 C3 C2 115.4(6) . . ?
N6 C3 C2 132.1(6) . . ?
N5 C4 N6 114.8(6) . . ?
N5 C4 C5 124.4(6) . . ?
N6 C4 C5 120.7(6) . . ?
N7 C5 C8 122.2(6) . . ?
N7 C5 C4 113.2(6) . . ?
C8 C5 C4 124.6(6) . . ?
N7 C6 C7 121.9(8) . . ?
N7 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
N8 C7 C6 122.5(7) . . ?
N8 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
N8 C8 C5 120.6(7) . . ?
N8 C8 H8 119.7 . . ?
C5 C8 H8 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.050
_refine_diff_density_min         -1.171
_refine_diff_density_rms         0.331
_exptl_crystal_preparation       Luminescent
_database_code_depnum_ccdc_archive 'CCDC 1026473'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 Co N16 O2'
_chemical_formula_weight         521.36

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'
Co Co 0.3494 0.9721 '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/c

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

_cell_length_a                   12.288(2)
_cell_length_b                   7.6477(14)
_cell_length_c                   20.840(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.119(4)
_cell_angle_gamma                90.00
_cell_volume                     1933.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1512
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      25.07

_exptl_crystal_description       sheet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1060
_exptl_absorpt_coefficient_mu    0.948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8709
_exptl_absorpt_correction_T_max  0.9196
_exptl_absorpt_process_details   sadabs

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5028
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         26.00
_reflns_number_total             1867
_reflns_number_gt                1481
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0512P)²+8.7546P] 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         1867
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Co1 Co 0.7500 0.7500 0.5000 0.0217(2) Uani 1 2 d S . .
N5 N 0.6988(2) 0.5293(4) 0.55216(15) 0.0248(7) Uani 1 1 d . . .
N7 N 0.6662(2) 0.5960(4) 0.42391(15) 0.0264(7) Uani 1 1 d . . .
C4 C 0.6400(3) 0.4151(4) 0.51222(17) 0.0222(8) Uani 1 1 d . . .
N8 N 0.5582(3) 0.3631(5) 0.33305(18) 0.0504(11) Uani 1 1 d . . .
N4 N 0.7054(3) 0.4606(4) 0.61389(15) 0.0266(7) Uani 1 1 d . . .
N6 N 0.6055(2) 0.2762(4) 0.54262(15) 0.0259(7) Uani 1 1 d . . .
N3 N 0.5879(3) 0.0287(5) 0.64352(17) 0.0423(9) Uani 1 1 d . . .
N1 N 0.6888(3) 0.1999(4) 0.71836(16) 0.0385(9) Uani 1 1 d . . .
C1 C 0.6050(4) -0.0522(5) 0.7002(2) 0.0425(11) Uani 1 1 d . . .
H1 H 0.5780 -0.1625 0.7079 0.051 Uiso 1 1 calc R . .
C3 C 0.6489(3) 0.3099(5) 0.60546(18) 0.0245(8) Uani 1 1 d . . .
C2 C 0.6410(3) 0.1830(5) 0.65643(18) 0.0268(8) Uani 1 1 d . . .
C6 C 0.6559(3) 0.6259(5) 0.3604(2) 0.0331(9) Uani 1 1 d . . .
H6 H 0.6858 0.7275 0.3459 0.040 Uiso 1 1 calc R . .
C5 C 0.6227(3) 0.4465(5) 0.44218(18) 0.0254(8) Uani 1 1 d . . .
N2 N 0.6664(4) 0.0465(5) 0.74468(18) 0.0468(10) Uani 1 1 d . . .
H2 H 0.6885 0.0163 0.7844 0.056 Uiso 1 1 calc R . .
C8 C 0.5695(4) 0.3321(6) 0.3963(2) 0.0430(11) Uani 1 1 d . . .
H8 H 0.5404 0.2293 0.4104 0.052 Uiso 1 1 calc R . .
C7 C 0.6022(4) 0.5107(6) 0.3158(2) 0.0430(11) Uani 1 1 d . . .
H7 H 0.5965 0.5371 0.2719 0.052 Uiso 1 1 calc R . .
O1W O 0.8968(2) 0.6203(4) 0.49312(15) 0.0369(7) Uani 1 1 d . . .
H1W1 H 0.9511 0.6809 0.5112 0.055 Uiso 1 1 d R . .
H1W2 H 0.9017 0.6046 0.4533 0.055 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
Co1 O1W 2.083(3) 7_666 ?
Co1 O1W 2.083(3) . ?
Co1 N7 2.108(3) 7_666 ?
Co1 N7 2.108(3) . ?
Co1 N5 2.155(3) 7_666 ?
Co1 N5 2.155(3) . ?
N5 C4 1.336(5) . ?
N5 N4 1.380(4) . ?
N7 C6 1.329(5) . ?
N7 C5 1.342(5) . ?
C4 N6 1.340(5) . ?
C4 C5 1.461(5) . ?
N8 C8 1.324(6) . ?
N8 C7 1.326(6) . ?
N4 C3 1.342(5) . ?
N6 C3 1.358(5) . ?
N3 C1 1.320(5) . ?
N3 C2 1.355(5) . ?
N1 C2 1.337(5) . ?
N1 N2 1.342(5) . ?
C1 N2 1.333(6) . ?
C1 H1 0.9300 . ?
C3 C2 1.453(5) . ?
C6 C7 1.371(6) . ?
C6 H6 0.9300 . ?
C5 C8 1.382(6) . ?
N2 H2 0.8600 . ?
C8 H8 0.9300 . ?
C7 H7 0.9300 . ?
O1W H1W1 0.8500 . ?
O1W H1W2 0.8498 . ?

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 Co1 O1W 180.00(17) 7_666 . ?
O1W Co1 N7 90.41(12) 7_666 7_666 ?
O1W Co1 N7 89.59(12) . 7_666 ?
O1W Co1 N7 89.59(12) 7_666 . ?
O1W Co1 N7 90.41(12) . . ?
N7 Co1 N7 180.000(1) 7_666 . ?
O1W Co1 N5 89.24(12) 7_666 7_666 ?
O1W Co1 N5 90.76(12) . 7_666 ?
N7 Co1 N5 78.16(12) 7_666 7_666 ?
N7 Co1 N5 101.84(12) . 7_666 ?
O1W Co1 N5 90.76(12) 7_666 . ?
O1W Co1 N5 89.24(12) . . ?
N7 Co1 N5 101.84(12) 7_666 . ?
N7 Co1 N5 78.16(12) . . ?
N5 Co1 N5 180.00(10) 7_666 . ?
C4 N5 N4 106.1(3) . . ?
C4 N5 Co1 111.7(2) . . ?
N4 N5 Co1 142.2(2) . . ?
C6 N7 C5 116.7(3) . . ?
C6 N7 Co1 127.6(3) . . ?
C5 N7 Co1 115.6(2) . . ?
N5 C4 N6 113.8(3) . . ?
N5 C4 C5 119.6(3) . . ?
N6 C4 C5 126.6(3) . . ?
C8 N8 C7 116.0(4) . . ?
C3 N4 N5 104.6(3) . . ?
C4 N6 C3 101.5(3) . . ?
C1 N3 C2 103.1(3) . . ?
C2 N1 N2 102.9(3) . . ?
N3 C1 N2 110.4(4) . . ?
N3 C1 H1 124.8 . . ?
N2 C1 H1 124.8 . . ?
N4 C3 N6 113.9(3) . . ?
N4 C3 C2 124.8(3) . . ?
N6 C3 C2 121.1(3) . . ?
N1 C2 N3 113.6(3) . . ?
N1 C2 C3 124.8(3) . . ?
N3 C2 C3 121.5(3) . . ?
N7 C6 C7 121.6(4) . . ?
N7 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
N7 C5 C8 120.6(4) . . ?
N7 C5 C4 115.0(3) . . ?
C8 C5 C4 124.4(3) . . ?
C1 N2 N1 109.9(3) . . ?
C1 N2 H2 125.0 . . ?
N1 N2 H2 125.0 . . ?
N8 C8 C5 122.6(4) . . ?
N8 C8 H8 118.7 . . ?
C5 C8 H8 118.7 . . ?
N8 C7 C6 122.5(4) . . ?
N8 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
Co1 O1W H1W1 109.7 . . ?
Co1 O1W H1W2 109.3 . . ?
H1W1 O1W H1W2 109.7 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.093
_database_code_depnum_ccdc_archive 'CCDC 1026474'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_5
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.244 0.216 -0.012 1758 558 ' '
2 0.623 0.623 0.000 82 32 ' '
3 0.123 0.876 0.250 82 31 ' '
4 0.376 0.377 0.500 81 31 ' '
5 0.876 0.123 0.750 82 31 ' '
_platon_squeeze_details          
;
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 Co2 N16 O2'
_chemical_formula_weight         578.28

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   P4(3)2(1)2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   18.341(4)
_cell_length_b                   18.341(4)
_cell_length_c                   17.503(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5888(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5663
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      22.80

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    1.167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8726
_exptl_absorpt_correction_T_max  0.9022
_exptl_absorpt_process_details   sadabs

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            31913
_diffrn_reflns_av_R_equivalents  0.0972
_diffrn_reflns_av_sigmaI/netI    0.0788
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5794
_reflns_number_gt                4700
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          SQUEEZE

_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)+(0.0502P)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   0.034(16)
_refine_ls_number_reflns         5794
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0879
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.965
_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
Co2 Co 0.84010(2) 0.84010(2) 0.0000 0.02349(14) Uani 1 2 d S . .
Co1 Co 0.43261(2) 0.84636(2) 0.16377(2) 0.02864(12) Uani 1 1 d . . .
Co3 Co 0.94392(3) 1.05608(3) 0.2500 0.04000(19) Uani 1 2 d S . .
N4 N 0.55433(15) 0.93764(17) -0.02239(15) 0.0362(7) Uani 1 1 d . . .
N6 N 0.48923(14) 0.89120(14) 0.07118(14) 0.0276(6) Uani 1 1 d . . .
N2 N 0.73514(14) 0.83261(15) 0.04401(14) 0.0300(6) Uani 1 1 d . . .
N1 N 0.67761(14) 0.86860(14) 0.01160(15) 0.0274(6) Uani 1 1 d . . .
N3 N 0.63714(16) 0.81884(18) 0.11999(17) 0.0432(8) Uani 1 1 d . . .
C4 C 0.44915(18) 0.93604(19) 0.02625(19) 0.0336(8) Uani 1 1 d . . .
C2 C 0.62098(18) 0.85826(17) 0.05829(17) 0.0275(7) Uani 1 1 d . . .
C5 C 0.37182(19) 0.9485(2) 0.0437(2) 0.0410(9) Uani 1 1 d . . .
N7 N 0.34600(17) 0.90691(16) 0.10140(17) 0.0404(7) Uani 1 1 d . . .
C3 C 0.55388(18) 0.89503(18) 0.03837(17) 0.0271(7) Uani 1 1 d . . .
N5 N 0.48562(17) 0.96467(17) -0.03116(17) 0.0429(8) Uani 1 1 d . . .
C1 C 0.7099(2) 0.8045(2) 0.1084(2) 0.0456(10) Uani 1 1 d . . .
H1 H 0.7385 0.7778 0.1422 0.055 Uiso 1 1 calc R . .
C8 C 0.3281(3) 0.9964(3) 0.0045(3) 0.0823(18) Uani 1 1 d . . .
H8 H 0.3474 1.0239 -0.0353 0.099 Uiso 1 1 calc R . .
N12 N 0.85199(16) 0.94289(15) 0.05710(15) 0.0342(7) Uani 1 1 d . . .
N13 N 0.84072(17) 1.01638(15) 0.04223(17) 0.0385(7) Uani 1 1 d . . .
C13 C 0.8702(2) 1.1266(2) 0.1160(2) 0.0457(9) Uani 1 1 d . . .
C12 C 0.8650(2) 1.05030(19) 0.1039(2) 0.0393(9) Uani 1 1 d . . .
C6 C 0.2762(2) 0.9153(3) 0.1185(2) 0.0579(12) Uani 1 1 d . . .
H6 H 0.2561 0.8877 0.1578 0.070 Uiso 1 1 calc R . .
N8 N 0.2567(2) 1.0037(3) 0.0237(3) 0.108(2) Uani 1 1 d . . .
C7 C 0.2319(3) 0.9645(4) 0.0792(3) 0.0892(18) Uani 1 1 d . . .
H7 H 0.1833 0.9692 0.0934 0.107 Uiso 1 1 calc R . .
N9 N 0.88852(14) 0.81101(14) 0.10614(14) 0.0271(6) Uani 1 1 d . . .
N14 N 0.88967(15) 1.00420(15) 0.15910(16) 0.0339(7) Uani 1 1 d . . .
N11 N 0.9261(2) 0.84538(18) 0.22180(17) 0.0560(10) Uani 1 1 d . . .
N15 N 0.90670(19) 1.14738(17) 0.17838(19) 0.0502(9) Uani 1 1 d . . .
C10 C 0.89894(19) 0.86611(18) 0.15344(19) 0.0323(8) Uani 1 1 d . . .
C11 C 0.87987(18) 0.93848(19) 0.12673(18) 0.0311(8) Uani 1 1 d . . .
C16 C 0.8400(3) 1.1797(2) 0.0668(3) 0.0808(17) Uani 1 1 d . . .
H16 H 0.8145 1.1645 0.0237 0.097 Uiso 1 1 calc R . .
N16 N 0.8470(4) 1.2507(2) 0.0802(3) 0.111(2) Uani 1 1 d . . .
C14 C 0.9144(3) 1.2204(2) 0.1897(3) 0.0755(16) Uani 1 1 d . . .
H14 H 0.9420 1.2376 0.2305 0.091 Uiso 1 1 calc R . .
C15 C 0.8822(4) 1.2676(3) 0.1417(4) 0.102(2) Uani 1 1 d . . .
H15 H 0.8854 1.3168 0.1538 0.122 Uiso 1 1 calc R . .
N10 N 0.91158(17) 0.74997(15) 0.14401(15) 0.0356(7) Uani 1 1 d . . .
C9 C 0.9337(3) 0.7742(2) 0.2117(2) 0.0574(13) Uani 1 1 d . . .
H9 H 0.9530 0.7436 0.2490 0.069 Uiso 1 1 calc R . .
O1W O 0.52489(14) 0.80258(15) 0.21970(14) 0.0470(7) Uani 1 1 d . . .
H1WA H 0.5144 0.7607 0.2375 0.070 Uiso 1 1 d R . .
H1WB H 0.5597 0.7987 0.1879 0.070 Uiso 1 1 d R . .
O2W O 0.9550(2) 0.95997(16) 0.31280(17) 0.0789(11) Uani 1 1 d . . .
H2WA H 0.9965 0.9602 0.3344 0.118 Uiso 1 1 d R . .
H2WC H 0.9522 0.9236 0.2829 0.118 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
Co2 N2 2.078(3) 7 ?
Co2 N2 2.078(3) . ?
Co2 N9 2.127(2) 7 ?
Co2 N9 2.127(3) . ?
Co2 N12 2.145(3) 7 ?
Co2 N12 2.145(3) . ?
Co1 N10 2.072(3) 6_465 ?
Co1 N6 2.093(3) . ?
Co1 O1W 2.114(3) . ?
Co1 N1 2.122(3) 4_465 ?
Co1 N4 2.139(3) 4_465 ?
Co1 N7 2.225(3) . ?
Co3 O2W 2.087(3) 8_775 ?
Co3 O2W 2.087(3) . ?
Co3 N14 2.104(3) . ?
Co3 N14 2.104(3) 8_775 ?
Co3 N15 2.200(3) . ?
Co3 N15 2.200(3) 8_775 ?
N4 C3 1.320(4) . ?
N4 N5 1.363(4) . ?
N4 Co1 2.139(3) 3_654 ?
N6 C3 1.320(4) . ?
N6 C4 1.355(4) . ?
N2 C1 1.322(4) . ?
N2 N1 1.368(4) . ?
N1 C2 1.335(4) . ?
N1 Co1 2.122(3) 3_654 ?
N3 C2 1.333(4) . ?
N3 C1 1.376(5) . ?
C4 N5 1.316(4) . ?
C4 C5 1.469(5) . ?
C2 C3 1.446(4) . ?
C5 N7 1.351(5) . ?
C5 C8 1.373(5) . ?
N7 C6 1.324(5) . ?
C1 H1 0.9300 . ?
C8 N8 1.359(6) . ?
C8 H8 0.9300 . ?
N12 C11 1.324(4) . ?
N12 N13 1.388(4) . ?
N13 C12 1.324(4) . ?
C13 N15 1.337(5) . ?
C13 C16 1.412(6) . ?
C13 C12 1.418(5) . ?
C12 N14 1.361(4) . ?
C6 C7 1.395(7) . ?
C6 H6 0.9300 . ?
N8 C7 1.292(7) . ?
C7 H7 0.9300 . ?
N9 C10 1.320(4) . ?
N9 N10 1.368(4) . ?
N14 C11 1.344(4) . ?
N11 C9 1.326(5) . ?
N11 C10 1.350(4) . ?
N15 C14 1.361(5) . ?
C10 C11 1.450(5) . ?
C16 N16 1.329(6) . ?
C16 H16 0.9300 . ?
N16 C15 1.292(7) . ?
C14 C15 1.343(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
N10 C9 1.329(5) . ?
N10 Co1 2.072(3) 6_565 ?
C9 H9 0.9300 . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8500 . ?
O2W H2WA 0.8497 . ?
O2W H2WC 0.8499 . ?

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
N2 Co2 N2 90.85(16) 7 . ?
N2 Co2 N9 92.66(10) 7 7 ?
N2 Co2 N9 96.84(10) . 7 ?
N2 Co2 N9 96.84(10) 7 . ?
N2 Co2 N9 92.66(10) . . ?
N9 Co2 N9 166.46(14) 7 . ?
N2 Co2 N12 88.83(11) 7 7 ?
N2 Co2 N12 173.57(10) . 7 ?
N9 Co2 N12 76.76(10) 7 7 ?
N9 Co2 N12 93.76(10) . 7 ?
N2 Co2 N12 173.57(10) 7 . ?
N2 Co2 N12 88.83(11) . . ?
N9 Co2 N12 93.76(10) 7 . ?
N9 Co2 N12 76.76(10) . . ?
N12 Co2 N12 92.20(16) 7 . ?
N10 Co1 N6 92.83(11) 6_465 . ?
N10 Co1 O1W 92.94(12) 6_465 . ?
N6 Co1 O1W 96.35(10) . . ?
N10 Co1 N1 96.56(10) 6_465 4_465 ?
N6 Co1 N1 168.69(10) . 4_465 ?
O1W Co1 N1 89.46(10) . 4_465 ?
N10 Co1 N4 171.56(12) 6_465 4_465 ?
N6 Co1 N4 92.78(10) . 4_465 ?
O1W Co1 N4 92.70(11) . 4_465 ?
N1 Co1 N4 77.22(10) 4_465 4_465 ?
N10 Co1 N7 93.05(12) 6_465 . ?
N6 Co1 N7 77.18(10) . . ?
O1W Co1 N7 171.39(11) . . ?
N1 Co1 N7 95.99(11) 4_465 . ?
N4 Co1 N7 82.07(11) 4_465 . ?
O2W Co3 O2W 96.4(2) 8_775 . ?
O2W Co3 N14 87.54(11) 8_775 . ?
O2W Co3 N14 93.58(11) . . ?
O2W Co3 N14 93.58(11) 8_775 8_775 ?
O2W Co3 N14 87.54(11) . 8_775 ?
N14 Co3 N14 178.32(16) . 8_775 ?
O2W Co3 N15 92.08(14) 8_775 . ?
O2W Co3 N15 166.65(13) . . ?
N14 Co3 N15 76.50(12) . . ?
N14 Co3 N15 102.19(11) 8_775 . ?
O2W Co3 N15 166.66(13) 8_775 8_775 ?
O2W Co3 N15 92.08(14) . 8_775 ?
N14 Co3 N15 102.19(11) . 8_775 ?
N14 Co3 N15 76.50(12) 8_775 8_775 ?
N15 Co3 N15 81.51(18) . 8_775 ?
C3 N4 N5 107.5(3) . . ?
C3 N4 Co1 113.6(2) . 3_654 ?
N5 N4 Co1 138.1(2) . 3_654 ?
C3 N6 C4 101.7(3) . . ?
C3 N6 Co1 143.5(2) . . ?
C4 N6 Co1 114.8(2) . . ?
C1 N2 N1 105.8(3) . . ?
C1 N2 Co2 131.7(2) . . ?
N1 N2 Co2 121.93(19) . . ?
C2 N1 N2 106.1(2) . . ?
C2 N1 Co1 114.3(2) . 3_654 ?
N2 N1 Co1 139.6(2) . 3_654 ?
C2 N3 C1 101.5(3) . . ?
N5 C4 N6 114.2(3) . . ?
N5 C4 C5 126.0(3) . . ?
N6 C4 C5 119.8(3) . . ?
N3 C2 N1 113.6(3) . . ?
N3 C2 C3 129.6(3) . . ?
N1 C2 C3 116.6(3) . . ?
N7 C5 C8 122.0(4) . . ?
N7 C5 C4 114.0(3) . . ?
C8 C5 C4 124.0(4) . . ?
C6 N7 C5 116.3(3) . . ?
C6 N7 Co1 129.6(3) . . ?
C5 N7 Co1 113.5(2) . . ?
N6 C3 N4 112.8(3) . . ?
N6 C3 C2 129.4(3) . . ?
N4 C3 C2 117.7(3) . . ?
C4 N5 N4 103.8(3) . . ?
N2 C1 N3 113.0(3) . . ?
N2 C1 H1 123.5 . . ?
N3 C1 H1 123.5 . . ?
N8 C8 C5 120.2(4) . . ?
N8 C8 H8 119.9 . . ?
C5 C8 H8 119.9 . . ?
C11 N12 N13 106.8(3) . . ?
C11 N12 Co2 114.5(2) . . ?
N13 N12 Co2 138.7(2) . . ?
C12 N13 N12 104.7(3) . . ?
N15 C13 C16 119.8(4) . . ?
N15 C13 C12 115.9(3) . . ?
C16 C13 C12 124.3(4) . . ?
N13 C12 N14 113.5(3) . . ?
N13 C12 C13 127.4(3) . . ?
N14 C12 C13 119.0(3) . . ?
N7 C6 C7 121.8(4) . . ?
N7 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C7 N8 C8 118.0(4) . . ?
N8 C7 C6 121.8(4) . . ?
N8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C10 N9 N10 106.1(2) . . ?
C10 N9 Co2 114.6(2) . . ?
N10 N9 Co2 139.2(2) . . ?
C11 N14 C12 102.3(3) . . ?
C11 N14 Co3 142.0(2) . . ?
C12 N14 Co3 114.4(2) . . ?
C9 N11 C10 101.5(3) . . ?
C13 N15 C14 116.8(4) . . ?
C13 N15 Co3 113.8(2) . . ?
C14 N15 Co3 129.3(3) . . ?
N9 C10 N11 113.2(3) . . ?
N9 C10 C11 117.6(3) . . ?
N11 C10 C11 129.2(3) . . ?
N12 C11 N14 112.6(3) . . ?
N12 C11 C10 116.5(3) . . ?
N14 C11 C10 130.8(3) . . ?
N16 C16 C13 122.0(5) . . ?
N16 C16 H16 119.0 . . ?
C13 C16 H16 119.0 . . ?
C15 N16 C16 115.5(4) . . ?
C15 C14 N15 119.8(5) . . ?
C15 C14 H14 120.1 . . ?
N15 C14 H14 120.1 . . ?
N16 C15 C14 125.8(5) . . ?
N16 C15 H15 117.1 . . ?
C14 C15 H15 117.1 . . ?
C9 N10 N9 104.7(3) . . ?
C9 N10 Co1 131.5(2) . 6_565 ?
N9 N10 Co1 121.25(19) . 6_565 ?
N11 C9 N10 114.5(3) . . ?
N11 C9 H9 122.7 . . ?
N10 C9 H9 122.7 . . ?
Co1 O1W H1WA 109.3 . . ?
Co1 O1W H1WB 109.4 . . ?
H1WA O1W H1WB 109.5 . . ?
Co3 O2W H2WA 108.4 . . ?
Co3 O2W H2WC 109.5 . . ?
H2WA O2W H2WC 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.135
_database_code_depnum_ccdc_archive 'CCDC 1026475'
