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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lb081104s06
_database_code_depnum_ccdc_archive 'CCDC 715716'
_audit_update_record             
;
2009-01-08 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

#============================================================
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Cu N5'
_chemical_formula_sum            'C7 H6 Cu N5'
_chemical_formula_weight         223.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   8.394(3)
_cell_length_b                   5.7287(18)
_cell_length_c                   9.350(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.074(4)
_cell_angle_gamma                90.00
_cell_volume                     407.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2452
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.78

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             224
_exptl_absorpt_coefficient_mu    2.633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4394
_exptl_absorpt_correction_T_max  0.5264
_exptl_absorpt_process_details   'Apex2 (Bruker, 2005)'

_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  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2452
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0510
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         27.78
_reflns_number_total             1494
_reflns_number_gt                1211
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_cell_refinement       'Apex2 (Bruker, 2005)'
_computing_data_reduction        'Apex2 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker, 2000-2003)'
_computing_structure_refinement  'SHELXTL 6.12'
_computing_molecular_graphics    'SHELXTL 6.12'
_computing_publication_material  'SHELXTL 6.12'

_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)+(0.0399P)²+0.1986P] 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   0.11(3)
_refine_ls_number_reflns         1494
_refine_ls_number_parameters     118
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0866
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.061
_refine_ls_shift/su_mean         0.009

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.40711(7) 0.1448(3) 0.62377(6) 0.03464(18) Uani 1 1 d . . .
N5 N -0.1302(4) 0.1355(17) 0.6910(4) 0.0384(8) Uani 1 1 d . . .
C7 C -0.0127(7) 0.2677(9) 0.8095(6) 0.0329(11) Uani 1 1 d . . .
H7 H -0.0556 0.3678 0.8633 0.039 Uiso 1 1 calc R . .
C3 C 0.2259(6) 0.1194(19) 0.7708(6) 0.0435(16) Uani 1 1 d . . .
H3 H 0.3454 0.1142 0.7953 0.052 Uiso 1 1 calc R . .
C2 C 0.1081(8) -0.0188(13) 0.6481(7) 0.0528(17) Uani 1 1 d . . .
H2 H 0.1473 -0.1152 0.5896 0.063 Uiso 1 1 calc R . .
C1 C -0.0657(8) -0.0080(11) 0.6168(7) 0.0475(14) Uani 1 1 d . . .
H1 H -0.1434 -0.1062 0.5395 0.057 Uiso 1 1 calc R . .
C4 C 0.1660(6) 0.2619(9) 0.8546(6) 0.0297(11) Uani 1 1 d . . .
C5 C 0.2906(7) 0.3965(9) 0.9949(6) 0.0320(11) Uani 1 1 d . . .
H5A H 0.2298 0.5298 1.0123 0.038 Uiso 1 1 calc R . .
H5B H 0.3870 0.4545 0.9736 0.038 Uiso 1 1 calc R . .
C6 C 0.3632(9) 0.2472(13) 1.1420(9) 0.0245(15) Uani 1 1 d . . .
N4 N 0.3668(9) 0.0158(12) 1.1400(8) 0.0331(15) Uani 1 1 d . . .
N1 N 0.4304(7) 0.3348(9) 1.2890(7) 0.0237(14) Uani 1 1 d . . .
N3 N 0.4409(8) -0.0427(11) 1.2945(8) 0.0329(16) Uani 1 1 d . . .
N2 N 0.4800(4) 0.1435(16) 1.3831(3) 0.0274(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.998(7) 2_547 ?
Cu1 N3 2.013(7) 2_557 ?
Cu1 N2 2.038(3) 1_454 ?
Cu1 N5 2.136(3) . ?
N5 C1 1.329(8) . ?
N5 C7 1.359(7) . ?
C7 C4 1.376(7) . ?
C7 H7 0.9300 . ?
C3 C4 1.366(8) . ?
C3 C2 1.399(9) . ?
C3 H3 0.9300 . ?
C2 C1 1.363(8) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?
C4 C5 1.499(7) . ?
C5 C6 1.511(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N1 1.342(9) . ?
C6 N4 1.326(5) . ?
N4 N3 1.351(8) . ?
N1 N2 1.356(10) . ?
N1 Cu1 1.998(7) 2_557 ?
N3 N2 1.304(11) . ?
N3 Cu1 2.013(7) 2_547 ?
N2 Cu1 2.038(3) 1_656 ?

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 Cu1 N3 125.55(13) 2_547 2_557 ?
N1 Cu1 N2 111.6(3) 2_547 1_454 ?
N3 Cu1 N2 110.3(3) 2_557 1_454 ?
N1 Cu1 N5 98.1(3) 2_547 . ?
N3 Cu1 N5 102.8(3) 2_557 . ?
N2 Cu1 N5 105.29(13) 1_454 . ?
C1 N5 C7 117.1(4) . . ?
C1 N5 Cu1 119.6(4) . . ?
C7 N5 Cu1 123.3(4) . . ?
N5 C7 C4 123.8(5) . . ?
N5 C7 H7 118.1 . . ?
C4 C7 H7 118.1 . . ?
C4 C3 C2 120.3(5) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C1 C2 C3 118.1(5) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
N5 C1 C2 123.5(5) . . ?
N5 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C4 C7 117.2(5) . . ?
C3 C4 C5 121.3(5) . . ?
C7 C4 C5 121.4(5) . . ?
C4 C5 C6 111.6(5) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
N1 C6 N4 112.7(8) . . ?
N1 C6 C5 123.5(6) . . ?
N4 C6 C5 123.8(8) . . ?
C6 N4 N3 103.7(7) . . ?
C6 N1 N2 104.0(6) . . ?
C6 N1 Cu1 132.8(5) . 2_557 ?
N2 N1 Cu1 120.6(5) . 2_557 ?
N2 N3 N4 110.8(7) . . ?
N2 N3 Cu1 121.6(6) . 2_547 ?
N4 N3 Cu1 123.4(5) . 2_547 ?
N3 N2 N1 108.9(3) . . ?
N3 N2 Cu1 125.3(7) . 1_656 ?
N1 N2 Cu1 125.8(6) . 1_656 ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.78
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.755
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.083
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_l
_database_code_depnum_ccdc_archive 'CCDC 715717'
_audit_update_record             
;
2009-01-08 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Cl N5 Zn'
_chemical_formula_sum            'C7 H6 Cl N5 Zn'
_chemical_formula_weight         260.99

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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'

_cell_length_a                   7.1396(2)
_cell_length_b                   15.8266(3)
_cell_length_c                   8.6026(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.4640(10)
_cell_angle_gamma                90.00
_cell_volume                     955.89(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2121
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      27.79

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_exptl_absorpt_coefficient_mu    2.812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4394
_exptl_absorpt_correction_T_max  0.5284
_exptl_absorpt_process_details   'Apex2 (Bruker, 2005)'

_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  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4899
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0378
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         27.79
_reflns_number_total             2121
_reflns_number_gt                2031
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_cell_refinement       'Apex2 (Bruker, 2005)'
_computing_data_reduction        'Apex2 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker, 2000-2003)'
_computing_structure_refinement  'SHELXTL 6.12'
_computing_molecular_graphics    'SHELXTL 6.12'
_computing_publication_material  'SHELXTL 6.12'

_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)+(0.0113P)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   0.023(10)
_refine_ls_number_reflns         2121
_refine_ls_number_parameters     127
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0210
_refine_ls_wR_factor_ref         0.0433
_refine_ls_wR_factor_gt          0.0428
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.000
_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
C1 C 0.9752(4) 0.73648(14) 0.5677(2) 0.0258(5) Uani 1 1 d . . .
Cl1 Cl 1.43003(11) 0.40462(5) 0.21140(9) 0.0533(2) Uani 1 1 d . . .
N1 N 0.8542(3) 0.80046(11) 0.5459(2) 0.0284(4) Uani 1 1 d . . .
Zn1 Zn 1.22008(3) 0.357228(12) 0.34704(3) 0.02590(7) Uani 1 1 d . . .
C2 C 1.0267(4) 0.68284(15) 0.4392(3) 0.0335(6) Uani 1 1 d . . .
H2A H 1.1629 0.6866 0.4421 0.040 Uiso 1 1 calc R . .
H2B H 0.9629 0.7045 0.3378 0.040 Uiso 1 1 calc R . .
N2 N 0.8462(3) 0.83181(14) 0.6919(2) 0.0383(5) Uani 1 1 d . . .
C3 C 0.9723(3) 0.59049(14) 0.4531(2) 0.0284(5) Uani 1 1 d . . .
N3 N 0.9583(3) 0.78807(13) 0.7967(2) 0.0375(6) Uani 1 1 d . . .
C4 C 1.0864(3) 0.52810(13) 0.4069(2) 0.0271(5) Uani 1 1 d . . .
H4 H 1.1940 0.5443 0.3676 0.033 Uiso 1 1 calc R . .
N4 N 1.0420(3) 0.72708(12) 0.7214(2) 0.0280(4) Uani 1 1 d . . .
C5 C 0.8928(4) 0.42232(17) 0.4741(3) 0.0393(6) Uani 1 1 d . . .
H5 H 0.8662 0.3651 0.4821 0.047 Uiso 1 1 calc R . .
N5 N 1.0494(3) 0.44550(12) 0.4162(2) 0.0283(4) Uani 1 1 d . . .
C6 C 0.7726(4) 0.48045(18) 0.5214(4) 0.0458(7) Uani 1 1 d . . .
H6 H 0.6658 0.4629 0.5604 0.055 Uiso 1 1 calc R . .
C7 C 0.8120(4) 0.56566(17) 0.5103(3) 0.0368(6) Uani 1 1 d . . .
H7 H 0.7311 0.6059 0.5411 0.044 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
C1 N1 1.322(3) . ?
C1 N4 1.330(3) . ?
C1 C2 1.492(3) . ?
Cl1 Zn1 2.1923(8) . ?
N1 N2 1.361(3) . ?
N1 Zn1 2.0140(18) 3_455 ?
Zn1 N5 2.0135(18) . ?
Zn1 N1 2.0140(18) 3_545 ?
Zn1 N4 2.0163(19) 2_564 ?
C2 C3 1.523(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
N2 N3 1.293(3) . ?
C3 C7 1.382(4) . ?
C3 C4 1.384(3) . ?
N3 N4 1.360(3) . ?
C4 N5 1.339(3) . ?
C4 H4 0.9300 . ?
N4 Zn1 2.0163(18) 2_565 ?
C5 N5 1.354(3) . ?
C5 C6 1.369(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.384(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N4 109.50(18) . . ?
N1 C1 C2 125.0(2) . . ?
N4 C1 C2 125.5(2) . . ?
C1 N1 N2 106.52(18) . . ?
C1 N1 Zn1 131.29(16) . 3_455 ?
N2 N1 Zn1 121.86(15) . 3_455 ?
N5 Zn1 N1 106.18(8) . 3_545 ?
N5 Zn1 N4 105.12(8) . 2_564 ?
N1 Zn1 N4 108.45(8) 3_545 2_564 ?
N5 Zn1 Cl1 115.40(7) . . ?
N1 Zn1 Cl1 109.82(6) 3_545 . ?
N4 Zn1 Cl1 111.51(6) 2_564 . ?
C1 C2 C3 112.8(2) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N3 N2 N1 108.90(19) . . ?
C7 C3 C4 117.9(2) . . ?
C7 C3 C2 122.7(2) . . ?
C4 C3 C2 119.4(2) . . ?
N2 N3 N4 108.53(18) . . ?
N5 C4 C3 123.1(2) . . ?
N5 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
C1 N4 N3 106.56(18) . . ?
C1 N4 Zn1 133.18(17) . 2_565 ?
N3 N4 Zn1 120.22(13) . 2_565 ?
N5 C5 C6 122.1(2) . . ?
N5 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C4 N5 C5 118.1(2) . . ?
C4 N5 Zn1 121.54(16) . . ?
C5 N5 Zn1 120.34(17) . . ?
C5 C6 C7 119.2(3) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C3 C7 C6 119.5(2) . . ?
C3 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.79
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.060


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mm
_database_code_depnum_ccdc_archive 'CCDC 736758'
_audit_update_record             
;
2009-06-19 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

#============================================================

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 Cd3 N26'
_chemical_formula_sum            'C28 H24 Cd3 N26'
_chemical_formula_weight         1061.93

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'
Cd Cd -0.8075 1.2024 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.4625(3)
_cell_length_b                   10.8617(4)
_cell_length_c                   10.8624(4)
_cell_angle_alpha                61.068(2)
_cell_angle_beta                 79.796(2)
_cell_angle_gamma                71.950(2)
_cell_volume                     928.50(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    4465
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      28.09

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             518
_exptl_absorpt_coefficient_mu    1.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7191
_exptl_absorpt_correction_T_max  0.7777
_exptl_absorpt_process_details   'Apex2 (Bruker, 2005)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13929
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_sigmaI/netI    0.0854
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         28.09
_reflns_number_total             4465
_reflns_number_gt                2907
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_cell_refinement       'Apex2 (Bruker, 2005)'
_computing_data_reduction        'Apex2 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker, 2000-2003)'
_computing_structure_refinement  'SHELXTL 6.12'
_computing_molecular_graphics    'SHELXTL 6.12'
_computing_publication_material  'SHELXTL 6.12'

_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)+(0.0531P)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         4465
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1238
_refine_ls_wR_factor_gt          0.1070
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 1.0000 0.0000 0.0000 0.03167(16) Uani 1 2 d S . .
Cd2 Cd 0.69887(4) 0.81586(4) -0.89661(4) 0.03009(14) Uani 1 1 d . . .
N13 N 0.7714(6) 0.5742(5) -0.7272(5) 0.0392(12) Uani 1 1 d . . .
N6 N 0.7444(6) -0.0970(5) 0.2456(5) 0.0387(12) Uani 1 1 d . . .
N5 N 0.8511(5) -0.0283(5) 0.2068(5) 0.0370(11) Uani 1 1 d . . .
N4 N 0.8669(6) 0.0030(5) 0.3076(5) 0.0423(12) Uani 1 1 d . . .
N7 N 0.6868(6) -0.1104(6) 0.3718(5) 0.0447(13) Uani 1 1 d . . .
C6 C 0.5219(9) -0.2939(8) 0.8087(8) 0.0587(19) Uani 1 1 d . . .
H6 H 0.4572 -0.3465 0.8156 0.070 Uiso 1 1 calc R . .
N12 N 0.5943(6) 0.2832(5) -0.2637(5) 0.0449(13) Uani 1 1 d . . .
N9 N 0.7831(5) 0.1305(5) -0.1314(5) 0.0328(11) Uani 1 1 d . . .
N10 N 0.6652(5) 0.0747(5) -0.0807(4) 0.0328(11) Uani 1 1 d . . .
N11 N 0.5513(5) 0.1661(5) -0.1604(5) 0.0352(11) Uani 1 1 d . . .
N1 N 0.9466(5) -0.2015(5) 0.0234(5) 0.0390(12) Uani 1 1 d . . .
N2 N 1.0453(6) -0.3069(6) 0.0344(6) 0.0483(14) Uani 1 1 d . . .
N3 N 1.1410(9) -0.4060(8) 0.0442(9) 0.093(3) Uani 1 1 d . . .
N8 N 0.6545(6) -0.2249(5) 0.9212(5) 0.0409(12) Uani 1 1 d . . .
C8 C 0.7342(6) 0.2590(6) -0.2432(5) 0.0332(13) Uani 1 1 d . . .
C1 C 0.7665(7) -0.0492(6) 0.4068(6) 0.0390(14) Uani 1 1 d . . .
C2 C 0.7456(9) -0.0313(8) 0.5369(7) 0.0538(18) Uani 1 1 d . . .
H2A H 0.6813 0.0653 0.5146 0.065 Uiso 1 1 calc R . .
H2B H 0.8416 -0.0331 0.5585 0.065 Uiso 1 1 calc R . .
C3 C 0.6826(7) -0.1380(7) 0.6701(6) 0.0402(14) Uani 1 1 d . . .
C4 C 0.7167(7) -0.1527(6) 0.7956(6) 0.0412(14) Uani 1 1 d . . .
H4 H 0.7885 -0.1090 0.7927 0.049 Uiso 1 1 calc R . .
C7 C 0.5861(8) -0.2115(8) 0.6780(7) 0.0539(18) Uani 1 1 d . . .
H7 H 0.5621 -0.2075 0.5966 0.065 Uiso 1 1 calc R . .
C5 C 0.5584(8) -0.2937(7) 0.9257(7) 0.0495(17) Uani 1 1 d . . .
H5 H 0.5135 -0.3441 1.0120 0.059 Uiso 1 1 calc R . .
C11 C 0.7751(7) 0.5365(6) -0.5892(6) 0.0372(14) Uani 1 1 d . . .
H11 H 0.7408 0.6098 -0.5617 0.045 Uiso 1 1 calc R . .
C10 C 0.8269(7) 0.3955(6) -0.4875(6) 0.0384(14) Uani 1 1 d . . .
C14 C 0.8753(8) 0.2877(6) -0.5318(7) 0.0546(19) Uani 1 1 d . . .
H14 H 0.9096 0.1907 -0.4667 0.066 Uiso 1 1 calc R . .
C12 C 0.8201(8) 0.4700(7) -0.7662(7) 0.0506(17) Uani 1 1 d . . .
H12 H 0.8193 0.4953 -0.8611 0.061 Uiso 1 1 calc R . .
C9 C 0.8287(7) 0.3600(7) -0.3368(6) 0.0437(15) Uani 1 1 d . . .
H9A H 0.7934 0.4495 -0.3282 0.052 Uiso 1 1 calc R . .
H9B H 0.9303 0.3153 -0.3057 0.052 Uiso 1 1 calc R . .
C13 C 0.8720(9) 0.3252(7) -0.6721(8) 0.060(2) Uani 1 1 d . . .
H13 H 0.9042 0.2543 -0.7028 0.072 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 N1 2.283(5) . ?
Cd1 N1 2.283(5) 2_755 ?
Cd1 N9 2.353(4) 2_755 ?
Cd1 N9 2.353(4) . ?
Cd1 N5 2.368(5) 2_755 ?
Cd1 N5 2.368(5) . ?
Cd2 N11 2.310(5) 2_664 ?
Cd2 N6 2.318(5) 1_564 ?
Cd2 N13 2.325(4) . ?
Cd2 N1 2.334(5) 1_564 ?
Cd2 N8 2.355(5) 1_563 ?
Cd2 N10 2.497(4) 1_564 ?
N13 C12 1.321(8) . ?
N13 C11 1.353(7) . ?
N6 N5 1.329(7) . ?
N6 N7 1.337(7) . ?
N6 Cd2 2.318(5) 1_546 ?
N5 N4 1.336(7) . ?
N4 C1 1.329(7) . ?
N7 C1 1.346(8) . ?
C6 C5 1.376(10) . ?
C6 C7 1.410(10) . ?
C6 H6 0.9300 . ?
N12 C8 1.305(7) . ?
N12 N11 1.349(6) . ?
N9 N10 1.339(6) . ?
N9 C8 1.340(6) . ?
N10 N11 1.316(6) . ?
N10 Cd2 2.497(4) 1_546 ?
N11 Cd2 2.310(5) 2_664 ?
N1 N2 1.201(6) . ?
N1 Cd2 2.334(5) 1_546 ?
N2 N3 1.144(7) . ?
N8 C5 1.325(8) . ?
N8 C4 1.338(7) . ?
N8 Cd2 2.355(5) 1_547 ?
C8 C9 1.498(8) . ?
C1 C2 1.489(8) . ?
C2 C3 1.514(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C7 1.354(9) . ?
C3 C4 1.379(8) . ?
C4 H4 0.9300 . ?
C7 H7 0.9300 . ?
C5 H5 0.9300 . ?
C11 C10 1.377(7) . ?
C11 H11 0.9300 . ?
C10 C14 1.396(9) . ?
C10 C9 1.491(8) . ?
C14 C13 1.378(9) . ?
C14 H14 0.9300 . ?
C12 C13 1.380(9) . ?
C12 H12 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C13 H13 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cd1 N1 180.0(2) . 2_755 ?
N1 Cd1 N9 94.94(16) . 2_755 ?
N1 Cd1 N9 85.06(16) 2_755 2_755 ?
N1 Cd1 N9 85.06(16) . . ?
N1 Cd1 N9 94.94(16) 2_755 . ?
N9 Cd1 N9 180.0(2) 2_755 . ?
N1 Cd1 N5 92.95(17) . 2_755 ?
N1 Cd1 N5 87.05(17) 2_755 2_755 ?
N9 Cd1 N5 88.79(16) 2_755 2_755 ?
N9 Cd1 N5 91.21(16) . 2_755 ?
N1 Cd1 N5 87.05(17) . . ?
N1 Cd1 N5 92.95(17) 2_755 . ?
N9 Cd1 N5 91.21(16) 2_755 . ?
N9 Cd1 N5 88.79(16) . . ?
N5 Cd1 N5 180.0(3) 2_755 . ?
N11 Cd2 N6 97.69(18) 2_664 1_564 ?
N11 Cd2 N13 93.64(17) 2_664 . ?
N6 Cd2 N13 93.04(17) 1_564 . ?
N11 Cd2 N1 173.82(17) 2_664 1_564 ?
N6 Cd2 N1 88.03(18) 1_564 1_564 ?
N13 Cd2 N1 88.39(17) . 1_564 ?
N11 Cd2 N8 85.30(17) 2_664 1_563 ?
N6 Cd2 N8 168.21(17) 1_564 1_563 ?
N13 Cd2 N8 98.17(18) . 1_563 ?
N1 Cd2 N8 88.63(18) 1_564 1_563 ?
N11 Cd2 N10 95.56(15) 2_664 1_564 ?
N6 Cd2 N10 83.43(16) 1_564 1_564 ?
N13 Cd2 N10 170.51(16) . 1_564 ?
N1 Cd2 N10 82.70(16) 1_564 1_564 ?
N8 Cd2 N10 84.93(16) 1_563 1_564 ?
C12 N13 C11 118.2(5) . . ?
C12 N13 Cd2 119.7(4) . . ?
C11 N13 Cd2 122.0(4) . . ?
N5 N6 N7 109.7(5) . . ?
N5 N6 Cd2 119.0(4) . 1_546 ?
N7 N6 Cd2 131.2(4) . 1_546 ?
N6 N5 N4 109.6(4) . . ?
N6 N5 Cd1 121.4(4) . . ?
N4 N5 Cd1 128.6(4) . . ?
C1 N4 N5 104.3(5) . . ?
N6 N7 C1 103.7(5) . . ?
C5 C6 C7 117.5(7) . . ?
C5 C6 H6 121.2 . . ?
C7 C6 H6 121.2 . . ?
C8 N12 N11 105.7(4) . . ?
N10 N9 C8 105.2(4) . . ?
N10 N9 Cd1 116.8(3) . . ?
C8 N9 Cd1 137.7(4) . . ?
N11 N10 N9 108.8(4) . . ?
N11 N10 Cd2 130.2(4) . 1_546 ?
N9 N10 Cd2 119.8(3) . 1_546 ?
N10 N11 N12 108.9(4) . . ?
N10 N11 Cd2 128.1(3) . 2_664 ?
N12 N11 Cd2 119.3(3) . 2_664 ?
N2 N1 Cd1 120.1(4) . . ?
N2 N1 Cd2 129.7(4) . 1_546 ?
Cd1 N1 Cd2 106.04(19) . 1_546 ?
N3 N2 N1 178.9(8) . . ?
C5 N8 C4 117.1(6) . . ?
C5 N8 Cd2 126.5(4) . 1_547 ?
C4 N8 Cd2 115.5(4) . 1_547 ?
N12 C8 N9 111.4(5) . . ?
N12 C8 C9 123.9(5) . . ?
N9 C8 C9 124.6(5) . . ?
N4 C1 N7 112.7(5) . . ?
N4 C1 C2 120.9(6) . . ?
N7 C1 C2 126.4(6) . . ?
C1 C2 C3 119.7(6) . . ?
C1 C2 H2A 107.4 . . ?
C3 C2 H2A 107.4 . . ?
C1 C2 H2B 107.4 . . ?
C3 C2 H2B 107.4 . . ?
H2A C2 H2B 106.9 . . ?
C7 C3 C4 116.5(6) . . ?
C7 C3 C2 126.5(6) . . ?
C4 C3 C2 116.8(6) . . ?
N8 C4 C3 125.0(6) . . ?
N8 C4 H4 117.5 . . ?
C3 C4 H4 117.5 . . ?
C3 C7 C6 120.6(6) . . ?
C3 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
N8 C5 C6 123.1(6) . . ?
N8 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
N13 C11 C10 123.6(5) . . ?
N13 C11 H11 118.2 . . ?
C10 C11 H11 118.2 . . ?
C11 C10 C14 116.9(6) . . ?
C11 C10 C9 121.4(6) . . ?
C14 C10 C9 121.7(5) . . ?
C13 C14 C10 119.9(6) . . ?
C13 C14 H14 120.0 . . ?
C10 C14 H14 120.0 . . ?
N13 C12 C13 122.7(6) . . ?
N13 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
C10 C9 C8 112.6(5) . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C14 C13 C12 118.7(6) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        28.09
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         2.043
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.154


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cc2
_database_code_depnum_ccdc_archive 'CCDC 787030'
_audit_update_record             
;
2010-07-30 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 Cl N5 Zn'
_chemical_formula_weight         260.99

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   8.8772(7)
_cell_length_b                   9.1848(7)
_cell_length_c                   12.0335(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.2840(10)
_cell_angle_gamma                90.00
_cell_volume                     978.41(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_exptl_absorpt_coefficient_mu    2.747
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.4062
_exptl_absorpt_correction_T_max  0.5352
_exptl_absorpt_process_details   ?

_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  ?
_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            4847
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.76
_diffrn_reflns_theta_max         25.20
_reflns_number_total             1764
_reflns_number_gt                1507
_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)+(0.0933P)²+4.0960P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1764
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1727
_refine_ls_wR_factor_gt          0.1652
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_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 0.16451(7) 0.26622(8) 0.58952(6) 0.0345(3) Uani 1 1 d . . .
C7 C 0.2059(6) 0.5347(6) 0.7386(5) 0.0308(12) Uani 1 1 d . . .
C6 C 0.0407(6) 0.5660(7) 0.7462(5) 0.0351(13) Uani 1 1 d . . .
H6A H 0.0301 0.6666 0.7686 0.042 Uiso 1 1 calc R . .
H6B H -0.0100 0.5557 0.6723 0.042 Uiso 1 1 calc R . .
C2 C 0.0283(7) 0.3632(7) 0.8913(5) 0.0371(13) Uani 1 1 d . . .
H2 H 0.1304 0.3425 0.8880 0.045 Uiso 1 1 calc R . .
C3 C -0.0391(6) 0.4715(6) 0.8251(5) 0.0317(12) Uani 1 1 d . . .
N2 N 0.2588(5) 0.4332(5) 0.6742(4) 0.0345(11) Uani 1 1 d . . .
N3 N 0.4122(6) 0.4407(6) 0.6892(4) 0.0408(12) Uani 1 1 d . . .
C1 C -0.0577(7) 0.2854(7) 0.9629(5) 0.0393(14) Uani 1 1 d . . .
H1 H -0.0117 0.2114 1.0060 0.047 Uiso 1 1 calc R . .
C4 C -0.1920(7) 0.4967(8) 0.8339(6) 0.0471(16) Uani 1 1 d . . .
H4 H -0.2427 0.5670 0.7898 0.057 Uiso 1 1 calc R . .
C5 C -0.2676(7) 0.4163(8) 0.9089(6) 0.0475(16) Uani 1 1 d . . .
H5 H -0.3694 0.4360 0.9152 0.057 Uiso 1 1 calc R . .
N1 N -0.2035(5) 0.3130(6) 0.9720(4) 0.0370(11) Uani 1 1 d . . .
N5 N 0.3198(5) 0.6047(5) 0.7931(4) 0.0330(11) Uani 1 1 d . . .
N4 N 0.4481(6) 0.5428(6) 0.7604(5) 0.0416(12) Uani 1 1 d . . .
Cl1 Cl -0.0740(3) 0.2883(3) 0.5241(2) 0.0883(8) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 1.991(5) . ?
Zn1 N1 2.037(5) 4_665 ?
Zn1 N5 2.046(5) 2_546 ?
Zn1 Cl1 2.212(3) . ?
C7 N2 1.322(7) . ?
C7 N5 1.329(7) . ?
C7 C6 1.504(8) . ?
C6 C3 1.503(8) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C2 C3 1.382(8) . ?
C2 C1 1.391(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(8) . ?
N2 N3 1.362(7) . ?
N3 N4 1.294(8) . ?
C1 N1 1.331(8) . ?
C1 H1 0.9300 . ?
C4 C5 1.379(9) . ?
C4 H4 0.9300 . ?
C5 N1 1.318(8) . ?
C5 H5 0.9300 . ?
N1 Zn1 2.037(5) 4_566 ?
N5 N4 1.357(7) . ?
N5 Zn1 2.046(5) 2_556 ?

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 Zn1 N1 112.9(2) . 4_665 ?
N2 Zn1 N5 101.59(19) . 2_546 ?
N1 Zn1 N5 102.0(2) 4_665 2_546 ?
N2 Zn1 Cl1 117.79(16) . . ?
N1 Zn1 Cl1 111.75(17) 4_665 . ?
N5 Zn1 Cl1 109.03(15) 2_546 . ?
N2 C7 N5 109.9(5) . . ?
N2 C7 C6 124.1(5) . . ?
N5 C7 C6 126.0(5) . . ?
C3 C6 C7 115.8(5) . . ?
C3 C6 H6A 108.3 . . ?
C7 C6 H6A 108.3 . . ?
C3 C6 H6B 108.3 . . ?
C7 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 117.4(5) . . ?
C2 C3 C6 125.1(5) . . ?
C4 C3 C6 117.5(5) . . ?
C7 N2 N3 106.4(5) . . ?
C7 N2 Zn1 133.6(4) . . ?
N3 N2 Zn1 119.0(4) . . ?
N4 N3 N2 108.6(5) . . ?
N1 C1 C2 122.4(6) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C5 C4 C3 119.1(6) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 123.5(6) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
C5 N1 C1 118.1(5) . . ?
C5 N1 Zn1 114.3(4) . 4_566 ?
C1 N1 Zn1 127.0(4) . 4_566 ?
C7 N5 N4 106.2(5) . . ?
C7 N5 Zn1 134.5(4) . 2_556 ?
N4 N5 Zn1 119.2(4) . 2_556 ?
N3 N4 N5 109.0(5) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.054
_refine_diff_density_min         -1.460
_refine_diff_density_rms         0.141
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 787031'
_audit_update_record             
;
2014-11-19 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H9 N5 O6 S Zn2'
_chemical_formula_sum            'C7 H9 N5 O6 S Zn2'
_chemical_formula_weight         422.03

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   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   12.396(2)
_cell_length_b                   6.7324(12)
_cell_length_c                   13.672(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1141.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6611
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.95

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.457
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    4.428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3315
_exptl_absorpt_correction_T_max  0.4713
_exptl_absorpt_process_details   'Apex2 (Bruker, 2005)'

_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  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6611
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         27.95
_reflns_number_total             1459
_reflns_number_gt                1384
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0200P)²+45.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0063(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1459
_refine_ls_number_parameters     132
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1566
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.004

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 0.22434(9) 0.7500 0.38382(9) 0.0130(3) Uani 1 2 d S . .
Zn2 Zn 0.0000 0.5000 0.5000 0.0201(4) Uani 1 2 d S . .
S1 S 0.3493(2) 0.7500 0.16111(18) 0.0147(5) Uani 1 2 d S . .
O1 O 0.3396(6) 0.7500 0.2685(5) 0.0187(17) Uani 1 2 d S . .
O2 O 0.4115(6) 0.5742(10) 0.1321(5) 0.0394(18) Uani 1 1 d . . .
O3 O 0.2452(7) 0.800(2) 0.1172(7) 0.028(5) Uani 0.50 1 d P . .
O4 O 0.1104(6) 0.7500 0.2718(7) 0.0252(19) Uani 1 2 d SD . .
H1W H 0.0447(19) 0.7500 0.279(12) 0.038 Uiso 1 2 d SD . .
H2W H 0.100(13) 0.7500 0.213(2) 0.038 Uiso 1 2 d SD . .
O5 O 0.0950(6) 0.7500 0.4875(5) 0.0133(14) Uani 1 2 d S . .
H5A H 0.1339 0.7500 0.5499 0.016 Uiso 1 2 calc SR . .
N1 N 0.6459(8) 0.2500 0.5154(6) 0.0172(19) Uani 1 2 d S . .
N2 N 0.2122(5) 0.4131(9) 0.3813(4) 0.0140(12) Uani 1 1 d . . .
N3 N 0.1186(4) 0.3464(9) 0.4175(4) 0.0130(12) Uani 1 1 d . . .
C1 C 0.5461(10) 0.2500 0.5475(9) 0.033(3) Uani 1 2 d S . .
H1 H 0.5340 0.2500 0.6147 0.040 Uiso 1 2 calc SR . .
C2 C 0.4575(10) 0.2500 0.4844(8) 0.025(3) Uani 1 2 d SU . .
H2 H 0.3881 0.2500 0.5103 0.030 Uiso 1 2 calc SR . .
C3 C 0.4709(8) 0.2500 0.3869(8) 0.0135(19) Uani 1 2 d S . .
C4 C 0.5752(11) 0.210(2) 0.3535(10) 0.017(5) Uani 0.50 1 d P . .
H4A H 0.5878 0.1850 0.2853 0.021 Uiso 0.50 1 d PR . .
C5 C 0.6593(11) 0.207(2) 0.4193(11) 0.024(6) Uani 0.50 1 d P . .
H5B H 0.7303 0.1740 0.3965 0.029 Uiso 0.50 1 d PR . .
C6 C 0.3788(7) 0.2500 0.3144(7) 0.0116(19) Uani 1 2 d S . .
H6A H 0.3855 0.1338 0.2730 0.014 Uiso 0.50 1 calc PR . .
H6B H 0.3855 0.3662 0.2730 0.014 Uiso 0.50 1 calc PR . .
C7 C 0.2676(8) 0.2500 0.3601(7) 0.0102(18) Uani 1 2 d SU . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O4 2.084(8) . ?
Zn1 N1 2.118(9) 5_666 ?
Zn1 O1 2.128(7) . ?
Zn1 O5 2.140(7) . ?
Zn1 N2 2.274(6) 7_575 ?
Zn1 N2 2.274(6) . ?
Zn2 O5 2.061(4) . ?
Zn2 O5 2.061(4) 5_566 ?
Zn2 N3 2.122(6) . ?
Zn2 N3 2.122(6) 5_566 ?
Zn2 O2 2.171(6) 6_556 ?
Zn2 O2 2.171(6) 2_565 ?
S1 O3 1.463(10) 7_575 ?
S1 O3 1.463(10) . ?
S1 O2 1.467(7) 7_575 ?
S1 O2 1.467(7) . ?
S1 O1 1.474(7) . ?
O2 Zn2 2.171(6) 2_564 ?
O3 O3 0.68(3) 7_575 ?
O4 H1W 0.819(10) . ?
O4 H2W 0.819(10) . ?
O5 Zn2 2.061(4) 3_556 ?
O5 H5A 0.9800 . ?
N1 C1 1.312(15) . ?
N1 C5 1.356(16) 7_565 ?
N1 C5 1.356(16) . ?
N1 Zn1 2.118(9) 5_666 ?
N2 C7 1.327(8) . ?
N2 N3 1.339(8) . ?
N3 N3 1.298(12) 7_565 ?
C1 C2 1.398(16) . ?
C1 H1 0.9300 . ?
C2 C3 1.344(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(16) 7_565 ?
C3 C4 1.398(16) . ?
C3 C6 1.511(14) . ?
C4 C4 0.54(3) 7_565 ?
C4 C5 1.377(19) . ?
C4 C5 1.486(19) 7_565 ?
C4 H4A 0.9600 . ?
C5 C5 0.58(3) 7_565 ?
C5 C4 1.486(19) 7_565 ?
C5 H5B 0.9600 . ?
C6 C7 1.514(12) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N2 1.327(8) 7_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Zn1 N1 173.3(4) . 5_666 ?
O4 Zn1 O1 84.9(3) . . ?
N1 Zn1 O1 88.4(3) 5_666 . ?
O4 Zn1 O5 88.8(3) . . ?
N1 Zn1 O5 97.9(3) 5_666 . ?
O1 Zn1 O5 173.7(3) . . ?
O4 Zn1 N2 86.80(16) . 7_575 ?
N1 Zn1 N2 93.44(16) 5_666 7_575 ?
O1 Zn1 N2 91.90(15) . 7_575 ?
O5 Zn1 N2 87.74(15) . 7_575 ?
O4 Zn1 N2 86.80(16) . . ?
N1 Zn1 N2 93.44(15) 5_666 . ?
O1 Zn1 N2 91.90(15) . . ?
O5 Zn1 N2 87.74(15) . . ?
N2 Zn1 N2 172.2(3) 7_575 . ?
O5 Zn2 O5 180.0 . 5_566 ?
O5 Zn2 N3 87.6(2) . . ?
O5 Zn2 N3 92.4(2) 5_566 . ?
O5 Zn2 N3 92.4(2) . 5_566 ?
O5 Zn2 N3 87.6(2) 5_566 5_566 ?
N3 Zn2 N3 180.000(1) . 5_566 ?
O5 Zn2 O2 91.8(3) . 6_556 ?
O5 Zn2 O2 88.2(3) 5_566 6_556 ?
N3 Zn2 O2 91.2(3) . 6_556 ?
N3 Zn2 O2 88.8(3) 5_566 6_556 ?
O5 Zn2 O2 88.2(3) . 2_565 ?
O5 Zn2 O2 91.8(3) 5_566 2_565 ?
N3 Zn2 O2 88.8(3) . 2_565 ?
N3 Zn2 O2 91.2(3) 5_566 2_565 ?
O2 Zn2 O2 180.000(1) 6_556 2_565 ?
O3 S1 O3 26.8(11) 7_575 . ?
O3 S1 O2 122.7(6) 7_575 7_575 ?
O3 S1 O2 99.5(6) . 7_575 ?
O3 S1 O2 99.5(6) 7_575 . ?
O3 S1 O2 122.7(6) . . ?
O2 S1 O2 107.5(6) 7_575 . ?
O3 S1 O1 109.7(5) 7_575 . ?
O3 S1 O1 109.7(5) . . ?
O2 S1 O1 108.2(3) 7_575 . ?
O2 S1 O1 108.2(3) . . ?
S1 O1 Zn1 142.4(5) . . ?
S1 O2 Zn2 132.6(4) . 2_564 ?
O3 O3 S1 76.6(5) 7_575 . ?
Zn1 O4 H1W 126(10) . . ?
Zn1 O4 H2W 147(10) . . ?
H1W O4 H2W 87(10) . . ?
Zn2 O5 Zn2 109.5(3) . 3_556 ?
Zn2 O5 Zn1 118.9(2) . . ?
Zn2 O5 Zn1 118.9(2) 3_556 . ?
Zn2 O5 H5A 102.0 . . ?
Zn2 O5 H5A 102.0 3_556 . ?
Zn1 O5 H5A 102.0 . . ?
C1 N1 C5 116.1(10) . 7_565 ?
C1 N1 C5 116.1(10) . . ?
C5 N1 C5 24.6(14) 7_565 . ?
C1 N1 Zn1 119.9(7) . 5_666 ?
C5 N1 Zn1 122.5(8) 7_565 5_666 ?
C5 N1 Zn1 122.5(8) . 5_666 ?
C7 N2 N3 104.6(6) . . ?
C7 N2 Zn1 142.6(5) . . ?
N3 N2 Zn1 112.7(4) . . ?
N3 N3 N2 109.6(4) 7_565 . ?
N3 N3 Zn2 119.17(16) 7_565 . ?
N2 N3 Zn2 129.3(5) . . ?
N1 C1 C2 122.3(11) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 121.0(11) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 116.0(10) . 7_565 ?
C2 C3 C4 116.0(10) . . ?
C4 C3 C4 22.3(13) 7_565 . ?
C2 C3 C6 123.8(9) . . ?
C4 C3 C6 119.0(10) 7_565 . ?
C4 C3 C6 119.0(10) . . ?
C4 C4 C5 90.8(9) 7_565 . ?
C4 C4 C3 78.9(6) 7_565 . ?
C5 C4 C3 119.3(12) . . ?
C4 C4 C5 67.9(9) 7_565 7_565 ?
C5 C4 C5 22.9(13) . 7_565 ?
C3 C4 C5 112.2(11) . 7_565 ?
C4 C4 H4A 100.1 7_565 . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 122.6 7_565 . ?
C5 C5 N1 77.7(7) 7_565 . ?
C5 C5 C4 89.2(9) 7_565 . ?
N1 C5 C4 122.5(13) . . ?
C5 C5 C4 67.9(9) 7_565 7_565 ?
N1 C5 C4 114.9(12) . 7_565 ?
C4 C5 C4 21.3(12) . 7_565 ?
C5 C5 H5B 103.4 7_565 . ?
N1 C5 H5B 118.5 . . ?
C4 C5 H5B 119.0 . . ?
C4 C5 H5B 122.2 7_565 . ?
C3 C6 C7 114.7(8) . . ?
C3 C6 H6A 108.6 . . ?
C7 C6 H6A 108.6 . . ?
C3 C6 H6B 108.6 . . ?
C7 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
N2 C7 N2 111.7(8) . 7_565 ?
N2 C7 C6 124.1(4) . . ?
N2 C7 C6 124.1(4) 7_565 . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.95
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         1.069
_refine_diff_density_min         -1.810
_refine_diff_density_rms         0.205
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 787032'
_audit_update_record             
;
2014-11-19 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H9 Cd2 N5 O6 S'
_chemical_formula_sum            'C7 H9 Cd2 N5 O6 S'
_chemical_formula_weight         516.05

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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'

_cell_length_a                   12.9012(13)
_cell_length_b                   14.0247(14)
_cell_length_c                   7.0282(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1271.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.695
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.545
_shelx_estimated_absorpt_T_min   0.437
_shelx_estimated_absorpt_T_max   0.618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.431
_exptl_absorpt_correction_T_max  0.588
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7484
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.145
_diffrn_reflns_theta_max         28.512
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2932
_reflns_number_gt                2874
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_max     0.940
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+0.3832P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0037(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.31(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2932
_refine_ls_number_parameters     192
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0192
_refine_ls_wR_factor_ref         0.0470
_refine_ls_wR_factor_gt          0.0464
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.156
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6444(4) 0.9157(4) 0.7961(9) 0.0273(13) Uani 1 1 d . . . . .
H1 H 0.7111 0.8935 0.8203 0.033 Uiso 1 1 calc R U . . .
C2 C 0.5345(4) 1.0400(3) 0.7322(10) 0.0179(10) Uani 1 1 d . . . . .
H2 H 0.5239 1.1047 0.7109 0.022 Uiso 1 1 calc R U . . .
C3 C 0.4486(4) 0.9789(3) 0.7322(10) 0.0181(10) Uani 1 1 d . . . . .
H3 H 0.3822 1.0032 0.7145 0.022 Uiso 1 1 calc R U . . .
C4 C 0.5638(4) 0.8516(4) 0.7971(8) 0.0260(13) Uani 1 1 d . . . . .
H4 H 0.5763 0.7876 0.8234 0.031 Uiso 1 1 calc R U . . .
C5 C 0.4633(3) 0.8827(3) 0.7587(10) 0.0151(8) Uani 1 1 d . . . . .
C6 C 0.3761(3) 0.8101(3) 0.7564(9) 0.0133(8) Uani 1 1 d . . . . .
H6A H 0.3844 0.7695 0.6458 0.016 Uiso 1 1 calc R U . . .
H6B H 0.3820 0.7702 0.8686 0.016 Uiso 1 1 calc R U . . .
C7 C 0.2708(3) 0.8530(3) 0.7521(10) 0.0120(7) Uani 1 1 d . . . . .
Cd1 Cd 0.23318(2) 0.88372(2) 1.24899(6) 0.01055(9) Uani 1 1 d . . . . .
Cd2 Cd 0.00878(2) 1.01072(2) 1.49730(9) 0.01261(9) Uani 1 1 d . . . . .
H6W H 0.137(5) 1.037(4) 1.209(9) 0.019 Uiso 1 1 d . U . . .
N1 N 0.6309(3) 1.0092(2) 0.7614(8) 0.0160(8) Uani 1 1 d . . . . .
N2 N 0.2184(3) 0.8760(3) 0.5959(8) 0.0118(9) Uani 1 1 d . . . . .
N3 N 0.2141(4) 0.8728(3) 0.9100(8) 0.0114(9) Uani 1 1 d . . . . .
N4 N 0.1267(3) 0.9100(3) 0.6572(6) 0.0116(8) Uani 1 1 d . . . . .
N5 N 0.1247(3) 0.9079(3) 0.8424(6) 0.0120(8) Uani 1 1 d . . . . .
O1 O 0.3537(2) 0.7680(2) 1.2578(6) 0.0171(6) Uani 1 1 d . . . . .
O2 O 0.3778(4) 0.6259(3) 1.0771(6) 0.0268(9) Uani 1 1 d . . . . .
O3 O 0.4394(3) 0.6370(2) 1.4006(5) 0.0190(7) Uani 1 1 d . . . . .
O4 O 0.25533(19) 0.62729(17) 1.3391(5) 0.0312(10) Uani 1 1 d . . . . .
O5 O 0.11081(19) 0.76326(17) 1.2515(5) 0.0216(7) Uani 1 1 d DR . . . .
H1A H 0.0603 0.7671 1.3288 0.032 Uiso 1 1 d DR U . . .
H1B H 0.1556 0.7279 1.3112 0.032 Uiso 1 1 d DR U . . .
O6 O 0.1058(2) 0.9965(2) 1.2352(7) 0.0125(6) Uani 1 1 d . . . . .
S1 S 0.35425(8) 0.66329(7) 1.26955(19) 0.0132(2) 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
C1 N1 1.345(6) . ?
C1 C4 1.375(7) . ?
C1 H1 0.9300 . ?
C2 N1 1.332(6) . ?
C2 C3 1.401(6) . ?
C2 H2 0.9300 . ?
C3 C5 1.376(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.517(6) . ?
C6 C7 1.486(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N2 1.329(8) . ?
C7 N3 1.358(8) . ?
Cd1 O1 2.248(3) . ?
Cd1 O6 2.284(3) . ?
Cd1 N1 2.310(4) 2_675 ?
Cd1 O5 2.312(2) . ?
Cd1 N3 2.400(5) . ?
Cd1 N2 2.448(5) 1_556 ?
Cd2 O6 2.234(4) 2_575 ?
Cd2 O6 2.236(5) . ?
Cd2 O2 2.251(4) 4 ?
Cd2 N5 2.335(4) 2_575 ?
Cd2 O3 2.356(3) 3_465 ?
Cd2 N4 2.361(4) 1_556 ?
N1 Cd1 2.310(4) 2_674 ?
N2 N4 1.347(6) . ?
N2 Cd1 2.448(5) 1_554 ?
N3 N5 1.341(6) . ?
N4 N5 1.302(5) . ?
N4 Cd2 2.361(4) 1_554 ?
N5 Cd2 2.335(4) 2_574 ?
O1 S1 1.471(3) . ?
O2 S1 1.482(4) . ?
O2 Cd2 2.251(4) 4_544 ?
O3 S1 1.481(4) . ?
O3 Cd2 2.356(3) 3_565 ?
O4 S1 1.457(3) . ?
O5 H1A 0.8502 . ?
O5 H1B 0.8693 . ?
O6 Cd2 2.234(4) 2_574 ?
O6 H6W 0.72(6) . ?

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 C1 C4 122.7(5) . . ?
N1 C1 H1 118.7 . . ?
C4 C1 H1 118.7 . . ?
N1 C2 C3 122.7(5) . . ?
N1 C2 H2 118.6 . . ?
C3 C2 H2 118.6 . . ?
C5 C3 C2 119.4(5) . . ?
C5 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C1 C4 C5 119.9(5) . . ?
C1 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C3 C5 C4 117.5(4) . . ?
C3 C5 C6 123.7(4) . . ?
C4 C5 C6 118.8(4) . . ?
C7 C6 C5 114.0(3) . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
C5 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N2 C7 N3 110.6(3) . . ?
N2 C7 C6 125.5(6) . . ?
N3 C7 C6 123.9(6) . . ?
O1 Cd1 O6 177.53(12) . . ?
O1 Cd1 N1 86.74(12) . 2_675 ?
O6 Cd1 N1 95.60(12) . 2_675 ?
O1 Cd1 O5 86.82(10) . . ?
O6 Cd1 O5 90.87(10) . . ?
N1 Cd1 O5 173.12(12) 2_675 . ?
O1 Cd1 N3 92.99(15) . . ?
O6 Cd1 N3 85.88(16) . . ?
N1 Cd1 N3 99.05(18) 2_675 . ?
O5 Cd1 N3 83.72(14) . . ?
O1 Cd1 N2 89.69(15) . 1_556 ?
O6 Cd1 N2 90.97(16) . 1_556 ?
N1 Cd1 N2 92.86(18) 2_675 1_556 ?
O5 Cd1 N2 84.66(14) . 1_556 ?
N3 Cd1 N2 167.92(11) . 1_556 ?
O6 Cd2 O6 169.39(11) 2_575 . ?
O6 Cd2 O2 106.04(14) 2_575 4 ?
O6 Cd2 O2 84.56(14) . 4 ?
O6 Cd2 N5 83.31(15) 2_575 2_575 ?
O6 Cd2 N5 94.13(15) . 2_575 ?
O2 Cd2 N5 104.17(16) 4 2_575 ?
O6 Cd2 O3 85.67(13) 2_575 3_465 ?
O6 Cd2 O3 84.08(12) . 3_465 ?
O2 Cd2 O3 161.74(14) 4 3_465 ?
N5 Cd2 O3 90.88(14) 2_575 3_465 ?
O6 Cd2 N4 92.45(14) 2_575 1_556 ?
O6 Cd2 N4 88.77(14) . 1_556 ?
O2 Cd2 N4 83.77(15) 4 1_556 ?
N5 Cd2 N4 171.76(18) 2_575 1_556 ?
O3 Cd2 N4 81.73(14) 3_465 1_556 ?
C2 N1 C1 117.7(4) . . ?
C2 N1 Cd1 119.5(3) . 2_674 ?
C1 N1 Cd1 122.8(3) . 2_674 ?
C7 N2 N4 105.5(5) . . ?
C7 N2 Cd1 142.6(4) . 1_554 ?
N4 N2 Cd1 111.8(3) . 1_554 ?
N5 N3 C7 104.4(5) . . ?
N5 N3 Cd1 114.6(3) . . ?
C7 N3 Cd1 140.3(4) . . ?
N5 N4 N2 109.3(5) . . ?
N5 N4 Cd2 118.5(4) . 1_554 ?
N2 N4 Cd2 128.7(3) . 1_554 ?
N4 N5 N3 110.2(5) . . ?
N4 N5 Cd2 118.0(4) . 2_574 ?
N3 N5 Cd2 130.4(4) . 2_574 ?
S1 O1 Cd1 136.53(18) . . ?
S1 O2 Cd2 127.9(2) . 4_544 ?
S1 O3 Cd2 132.9(2) . 3_565 ?
Cd1 O5 H1A 118.8 . . ?
Cd1 O5 H1B 88.1 . . ?
H1A O5 H1B 103.8 . . ?
Cd2 O6 Cd2 104.50(13) 2_574 . ?
Cd2 O6 Cd1 118.45(17) 2_574 . ?
Cd2 O6 Cd1 115.43(19) . . ?
Cd2 O6 H6W 103(5) 2_574 . ?
Cd2 O6 H6W 117(5) . . ?
Cd1 O6 H6W 98(5) . . ?
O4 S1 O1 111.13(17) . . ?
O4 S1 O3 110.8(2) . . ?
O1 S1 O3 106.7(2) . . ?
O4 S1 O2 111.3(2) . . ?
O1 S1 O2 107.6(2) . . ?
O3 S1 O2 109.1(2) . . ?

_refine_diff_density_max         0.733
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.105

_shelxl_version_number           2013-4

