# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

####################################################################### 
# 
# 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/access/V1 
# 
# 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_compound-1
_audit_block_doi                 10.5517/cc1j3pbn
_database_code_depnum_ccdc_archive 'CCDC 1403721'
_audit_update_record             
;
2015-05-28 deposited with the CCDC.
2015-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 compound-1
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H10 Cl2 Cu N2 Se2'
_chemical_formula_sum            'C11 H10 Cl2 Cu N2 Se2'
_chemical_formula_weight         462.57

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'
Cl Cl 0.1484 0.1585 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pbca '

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

_cell_length_a                   11.9328(10)
_cell_length_b                   12.2111(10)
_cell_length_c                   18.6534(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2718.0(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9935
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      35.03

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.261
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1768
_exptl_absorpt_coefficient_mu    7.337
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.1670
_exptl_absorpt_correction_T_max  0.3518
_exptl_absorpt_process_details   
;
 XPREP (Bruker, 2006) was used to perform the
 numeric absorption correction based on the face-indexed crystal size.
 SADABS (Bruker 2007) performed additional data scaling and corrections.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         o
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            56282
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         35.13
_reflns_number_total             6021
_reflns_number_gt                5156
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT A'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6021
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0203
_refine_ls_wR_factor_ref         0.1039
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   0.852
_refine_ls_restrained_S_all      0.852
_refine_ls_shift/su_max          0.003
_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
Se1 Se 0.717570(14) 0.656655(13) 0.666211(11) 0.02207(6) Uani 1 1 d . . .
Se2 Se 0.863809(15) 0.878556(14) 0.719585(10) 0.02092(6) Uani 1 1 d . . .
Cu1 Cu 0.493846(17) 0.509158(16) 0.600764(12) 0.01708(6) Uani 1 1 d . . .
Cl1 Cl 0.64466(3) 0.48915(3) 0.52725(2) 0.02059(8) Uani 1 1 d . . .
Cl2 Cl 0.35202(4) 0.52325(4) 0.67965(3) 0.02406(9) Uani 1 1 d . . .
N1 N 0.51088(12) 0.67732(12) 0.59760(9) 0.0200(3) Uani 1 1 d . . .
N2 N 1.02238(12) 0.84427(11) 0.61416(8) 0.0171(2) Uani 1 1 d . . .
C1 C 0.60080(14) 0.73550(13) 0.61911(10) 0.0191(3) Uani 1 1 d . . .
C2 C 0.42641(15) 0.73344(15) 0.56716(12) 0.0267(4) Uani 1 1 d . . .
H1 H 0.3619 0.6937 0.5525 0.032 Uiso 1 1 calc R . .
C3 C 0.42764(17) 0.84482(15) 0.55591(14) 0.0295(4) Uani 1 1 d . . .
H2 H 0.3650 0.8811 0.5354 0.035 Uiso 1 1 calc R . .
C4 C 0.52264(17) 0.90246(15) 0.57536(11) 0.0270(3) Uani 1 1 d . . .
H3 H 0.5277 0.9790 0.5667 0.032 Uiso 1 1 calc R . .
C5 C 0.61010(17) 0.84699(14) 0.60769(11) 0.0239(3) Uani 1 1 d . . .
H4 H 0.6759 0.8851 0.6219 0.029 Uiso 1 1 calc R . .
C6 C 0.75374(14) 0.76402(14) 0.74016(10) 0.0208(3) Uani 1 1 d . . .
H10 H 0.7805 0.7232 0.7827 0.025 Uiso 1 1 calc R . .
H9 H 0.6830 0.8007 0.7541 0.025 Uiso 1 1 calc R . .
C7 C 0.97108(13) 0.79346(13) 0.66899(9) 0.0170(3) Uani 1 1 d . . .
C8 C 1.10024(15) 0.78760(15) 0.57704(10) 0.0219(3) Uani 1 1 d . . .
H5 H 1.1385 0.8232 0.5390 0.026 Uiso 1 1 calc R . .
C9 C 1.12644(16) 0.68032(16) 0.59209(11) 0.0239(3) Uani 1 1 d . . .
H8 H 1.1787 0.6417 0.5631 0.029 Uiso 1 1 calc R . .
C10 C 1.07587(15) 0.62914(14) 0.64992(11) 0.0225(3) Uani 1 1 d . . .
H6 H 1.0954 0.5563 0.6626 0.027 Uiso 1 1 calc R . .
C11 C 0.99626(14) 0.68635(14) 0.68886(10) 0.0210(3) Uani 1 1 d . . .
H7 H 0.9595 0.6531 0.7284 0.025 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Se1 C1 1.9080(17) . ?
Se1 C6 1.9513(18) . ?
Se2 C7 1.8997(17) . ?
Se2 C6 1.9567(17) . ?
Cu1 N2 2.0381(13) 6_755 ?
Cu1 N1 2.0644(15) . ?
Cu1 Cl2 2.2493(5) . ?
Cu1 Cl1 2.2757(5) . ?
N1 C2 1.345(2) . ?
N1 C1 1.348(2) . ?
N2 C7 1.344(2) . ?
N2 C8 1.350(2) . ?
N2 Cu1 2.0381(13) 6_765 ?
C1 C5 1.382(2) . ?
C2 C3 1.376(3) . ?
C2 H1 0.9500 . ?
C3 C4 1.383(3) . ?
C3 H2 0.9500 . ?
C4 C5 1.383(3) . ?
C4 H3 0.9500 . ?
C5 H4 0.9500 . ?
C6 H10 0.9900 . ?
C6 H9 0.9900 . ?
C7 C11 1.392(2) . ?
C8 C9 1.376(3) . ?
C8 H5 0.9500 . ?
C9 C10 1.385(3) . ?
C9 H8 0.9500 . ?
C10 C11 1.385(3) . ?
C10 H6 0.9500 . ?
C11 H7 0.9500 . ?

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
C1 Se1 C6 98.51(7) . . ?
C7 Se2 C6 99.13(7) . . ?
N2 Cu1 N1 174.59(6) 6_755 . ?
N2 Cu1 Cl2 85.64(4) 6_755 . ?
N1 Cu1 Cl2 90.95(4) . . ?
N2 Cu1 Cl1 92.46(4) 6_755 . ?
N1 Cu1 Cl1 90.67(4) . . ?
Cl2 Cu1 Cl1 175.91(2) . . ?
C2 N1 C1 116.99(15) . . ?
C2 N1 Cu1 116.43(12) . . ?
C1 N1 Cu1 126.45(12) . . ?
C7 N2 C8 117.87(14) . . ?
C7 N2 Cu1 120.40(12) . 6_765 ?
C8 N2 Cu1 120.60(12) . 6_765 ?
N1 C1 C5 122.48(17) . . ?
N1 C1 Se1 116.90(12) . . ?
C5 C1 Se1 120.62(14) . . ?
N1 C2 C3 124.06(18) . . ?
N1 C2 H1 118.0 . . ?
C3 C2 H1 118.0 . . ?
C2 C3 C4 118.14(18) . . ?
C2 C3 H2 120.9 . . ?
C4 C3 H2 120.9 . . ?
C5 C4 C3 118.94(17) . . ?
C5 C4 H3 120.5 . . ?
C3 C4 H3 120.5 . . ?
C4 C5 C1 119.29(18) . . ?
C4 C5 H4 120.4 . . ?
C1 C5 H4 120.4 . . ?
Se1 C6 Se2 119.35(9) . . ?
Se1 C6 H10 107.5 . . ?
Se2 C6 H10 107.5 . . ?
Se1 C6 H9 107.5 . . ?
Se2 C6 H9 107.5 . . ?
H10 C6 H9 107.0 . . ?
N2 C7 C11 122.55(16) . . ?
N2 C7 Se2 115.63(12) . . ?
C11 C7 Se2 121.81(13) . . ?
N2 C8 C9 122.68(17) . . ?
N2 C8 H5 118.7 . . ?
C9 C8 H5 118.7 . . ?
C8 C9 C10 119.31(17) . . ?
C8 C9 H8 120.3 . . ?
C10 C9 H8 120.3 . . ?
C11 C10 C9 118.66(17) . . ?
C11 C10 H6 120.7 . . ?
C9 C10 H6 120.7 . . ?
C10 C11 C7 118.84(17) . . ?
C10 C11 H7 120.6 . . ?
C7 C11 H7 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cu1 N1 C2 -118.9(6) 6_755 . . . ?
Cl2 Cu1 N1 C2 -68.09(15) . . . . ?
Cl1 Cu1 N1 C2 115.67(15) . . . . ?
N2 Cu1 N1 C1 65.3(7) 6_755 . . . ?
Cl2 Cu1 N1 C1 116.12(15) . . . . ?
Cl1 Cu1 N1 C1 -60.13(15) . . . . ?
C2 N1 C1 C5 -3.2(3) . . . . ?
Cu1 N1 C1 C5 172.57(14) . . . . ?
C2 N1 C1 Se1 177.23(15) . . . . ?
Cu1 N1 C1 Se1 -7.0(2) . . . . ?
C6 Se1 C1 N1 -139.79(14) . . . . ?
C6 Se1 C1 C5 40.64(17) . . . . ?
C1 N1 C2 C3 1.1(3) . . . . ?
Cu1 N1 C2 C3 -175.10(19) . . . . ?
N1 C2 C3 C4 1.7(4) . . . . ?
C2 C3 C4 C5 -2.5(3) . . . . ?
C3 C4 C5 C1 0.6(3) . . . . ?
N1 C1 C5 C4 2.4(3) . . . . ?
Se1 C1 C5 C4 -178.06(16) . . . . ?
C1 Se1 C6 Se2 -87.78(10) . . . . ?
C7 Se2 C6 Se1 -41.21(11) . . . . ?
C8 N2 C7 C11 0.7(2) . . . . ?
Cu1 N2 C7 C11 -167.20(13) 6_765 . . . ?
C8 N2 C7 Se2 179.27(12) . . . . ?
Cu1 N2 C7 Se2 11.35(16) 6_765 . . . ?
C6 Se2 C7 N2 143.59(12) . . . . ?
C6 Se2 C7 C11 -37.85(15) . . . . ?
C7 N2 C8 C9 1.6(3) . . . . ?
Cu1 N2 C8 C9 169.54(15) 6_765 . . . ?
N2 C8 C9 C10 -3.5(3) . . . . ?
C8 C9 C10 C11 3.0(3) . . . . ?
C9 C10 C11 C7 -0.8(3) . . . . ?
N2 C7 C11 C10 -1.1(3) . . . . ?
Se2 C7 C11 C10 -179.58(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        35.13
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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/access/V1 
# 
# 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_compound-2
_audit_block_doi                 10.5517/cc1j3pcp
_database_code_depnum_ccdc_archive 'CCDC 1403722'
_audit_update_record             
;
2015-05-28 deposited with the CCDC.
2015-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 compound-2
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H20 Cu4 I4 N4 Se4'
_chemical_formula_sum            'C22 H20 Cu4 I4 N4 Se4'
_chemical_formula_weight         1418.02

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   9.0860(2)
_cell_length_b                   9.1684(2)
_cell_length_c                   10.5159(3)
_cell_angle_alpha                70.9600(10)
_cell_angle_beta                 88.2760(10)
_cell_angle_gamma                77.3700(10)
_cell_volume                     807.25(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6991
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      35.00

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.917
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    10.954
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.3532
_exptl_absorpt_correction_T_max  0.4744
_exptl_absorpt_process_details   
;
XPREP (Bruker, 2006) was used to perform the
numeric absorption correction based on the face-indexed crystal size.
SADABS (Bruker 2007) performed additional data scaling and corrections.'
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11123
_diffrn_reflns_av_R_equivalents  0.0127
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         35.02
_reflns_number_total             7012
_reflns_number_gt                6195
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT A'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(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)+(0.0259P)²+0.0715P] 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         7012
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0193
_refine_ls_wR_factor_ref         0.0489
_refine_ls_wR_factor_gt          0.0475
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
I1 I 0.608713(13) 0.853435(13) 0.379281(11) 0.02094(3) Uani 1 1 d . . .
Cu2 Cu 0.32213(3) 0.92210(3) 0.32881(2) 0.02435(5) Uani 1 1 d . . .
I2 I 0.791412(13) 0.765726(13) 0.769711(12) 0.02258(3) Uani 1 1 d . . .
Se1 Se 0.177397(19) 0.859464(18) 0.529252(16) 0.01719(3) Uani 1 1 d . . .
Se2 Se 0.14252(2) 0.60040(2) 0.382213(18) 0.02253(4) Uani 1 1 d . . .
Cu1 Cu 0.52750(3) 0.85566(3) 0.62684(3) 0.02559(5) Uani 1 1 d . . .
N1 N 0.41496(17) 0.67579(16) 0.70935(14) 0.0186(2) Uani 1 1 d . . .
N2 N 0.24133(19) 0.84939(18) 0.18440(15) 0.0230(3) Uani 1 1 d . . .
C5 C 0.27918(19) 0.67119(18) 0.66706(16) 0.0166(3) Uani 1 1 d . . .
C1 C 0.4862(2) 0.5489(2) 0.81177(19) 0.0254(3) Uani 1 1 d . . .
H4 H 0.5828 0.5495 0.8434 0.030 Uiso 1 1 calc R . .
C2 C 0.4261(2) 0.4187(2) 0.87274(19) 0.0269(4) Uani 1 1 d . . .
H3 H 0.4801 0.3321 0.9446 0.032 Uiso 1 1 calc R . .
C3 C 0.2857(2) 0.4164(2) 0.82740(19) 0.0254(3) Uani 1 1 d . . .
H1 H 0.2416 0.3282 0.8677 0.030 Uiso 1 1 calc R . .
C4 C 0.2103(2) 0.5444(2) 0.72262(18) 0.0217(3) Uani 1 1 d . . .
H2 H 0.1138 0.5458 0.6893 0.026 Uiso 1 1 calc R . .
C6 C 0.0424(2) 0.7683(2) 0.45134(18) 0.0209(3) Uani 1 1 d . . .
H5 H -0.0270 0.7257 0.5210 0.025 Uiso 1 1 calc R . .
H10 H -0.0196 0.8541 0.3769 0.025 Uiso 1 1 calc R . .
C7 C 0.1693(2) 0.73111(19) 0.20250(17) 0.0191(3) Uani 1 1 d . . .
C11 C 0.2614(3) 0.9342(3) 0.0565(2) 0.0313(4) Uani 1 1 d . . .
H6 H 0.3102 1.0196 0.0417 0.038 Uiso 1 1 calc R . .
C10 C 0.2148(3) 0.9037(3) -0.0548(2) 0.0348(4) Uani 1 1 d . . .
H9 H 0.2320 0.9663 -0.1434 0.042 Uiso 1 1 calc R . .
C9 C 0.1432(3) 0.7807(3) -0.0340(2) 0.0322(4) Uani 1 1 d . . .
H7 H 0.1114 0.7558 -0.1082 0.039 Uiso 1 1 calc R . .
C8 C 0.1180(2) 0.6941(2) 0.0958(2) 0.0261(3) Uani 1 1 d . . .
H8 H 0.0665 0.6105 0.1123 0.031 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
I1 Cu2 2.5703(3) . ?
I1 Cu1 2.6643(3) 2_676 ?
I1 Cu1 2.6897(3) . ?
Cu2 N2 2.0570(16) . ?
Cu2 Se1 2.4240(3) . ?
Cu2 I2 2.6773(3) 2_676 ?
Cu2 Cu1 2.8481(3) 2_676 ?
I2 Cu2 2.6773(3) 2_676 ?
I2 Cu1 2.6890(3) . ?
Se1 C5 1.9197(15) . ?
Se1 C6 1.9566(17) . ?
Se2 C7 1.9207(17) . ?
Se2 C6 1.9504(17) . ?
Cu1 N1 2.0661(14) . ?
Cu1 I1 2.6643(3) 2_676 ?
Cu1 Cu2 2.8481(3) 2_676 ?
Cu1 Cu1 3.0441(5) 2_676 ?
N1 C5 1.338(2) . ?
N1 C1 1.352(2) . ?
N2 C7 1.345(2) . ?
N2 C11 1.346(2) . ?
C5 C4 1.392(2) . ?
C1 C2 1.378(3) . ?
C1 H4 0.9500 . ?
C2 C3 1.382(3) . ?
C2 H3 0.9500 . ?
C3 C4 1.382(3) . ?
C3 H1 0.9500 . ?
C4 H2 0.9500 . ?
C6 H5 0.9900 . ?
C6 H10 0.9900 . ?
C7 C8 1.393(2) . ?
C11 C10 1.386(3) . ?
C11 H6 0.9500 . ?
C10 C9 1.377(3) . ?
C10 H9 0.9500 . ?
C9 C8 1.378(3) . ?
C9 H7 0.9500 . ?
C8 H8 0.9500 . ?

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
Cu2 I1 Cu1 65.895(8) . 2_676 ?
Cu2 I1 Cu1 83.536(8) . . ?
Cu1 I1 Cu1 69.297(9) 2_676 . ?
N2 Cu2 Se1 110.29(4) . . ?
N2 Cu2 I1 118.35(5) . . ?
Se1 Cu2 I1 113.437(10) . . ?
N2 Cu2 I2 100.56(4) . 2_676 ?
Se1 Cu2 I2 99.101(10) . 2_676 ?
I1 Cu2 I2 112.701(9) . 2_676 ?
N2 Cu2 Cu1 144.67(4) . 2_676 ?
Se1 Cu2 Cu1 101.355(10) . 2_676 ?
I1 Cu2 Cu1 58.639(7) . 2_676 ?
I2 Cu2 Cu1 58.146(7) 2_676 2_676 ?
Cu2 I2 Cu1 64.110(7) 2_676 . ?
C5 Se1 C6 99.12(7) . . ?
C5 Se1 Cu2 112.13(5) . . ?
C6 Se1 Cu2 93.54(5) . . ?
C7 Se2 C6 97.89(7) . . ?
N1 Cu1 I1 117.94(4) . 2_676 ?
N1 Cu1 I2 105.60(4) . . ?
I1 Cu1 I2 109.386(9) 2_676 . ?
N1 Cu1 I1 108.32(4) . . ?
I1 Cu1 I1 110.703(9) 2_676 . ?
I2 Cu1 I1 103.863(9) . . ?
N1 Cu1 Cu2 147.34(4) . 2_676 ?
I1 Cu1 Cu2 55.465(7) 2_676 2_676 ?
I2 Cu1 Cu2 57.744(7) . 2_676 ?
I1 Cu1 Cu2 103.245(9) . 2_676 ?
N1 Cu1 Cu1 133.47(4) . 2_676 ?
I1 Cu1 Cu1 55.744(8) 2_676 2_676 ?
I2 Cu1 Cu1 120.148(12) . 2_676 ?
I1 Cu1 Cu1 54.959(8) . 2_676 ?
Cu2 Cu1 Cu1 72.917(10) 2_676 2_676 ?
C5 N1 C1 116.78(14) . . ?
C5 N1 Cu1 125.58(11) . . ?
C1 N1 Cu1 117.59(12) . . ?
C7 N2 C11 116.99(16) . . ?
C7 N2 Cu2 128.06(12) . . ?
C11 N2 Cu2 114.94(13) . . ?
N1 C5 C4 123.50(15) . . ?
N1 C5 Se1 115.14(11) . . ?
C4 C5 Se1 121.25(13) . . ?
N1 C1 C2 123.51(17) . . ?
N1 C1 H4 118.2 . . ?
C2 C1 H4 118.2 . . ?
C1 C2 C3 118.74(16) . . ?
C1 C2 H3 120.6 . . ?
C3 C2 H3 120.6 . . ?
C2 C3 C4 119.05(16) . . ?
C2 C3 H1 120.5 . . ?
C4 C3 H1 120.5 . . ?
C3 C4 C5 118.42(17) . . ?
C3 C4 H2 120.8 . . ?
C5 C4 H2 120.8 . . ?
Se2 C6 Se1 115.25(9) . . ?
Se2 C6 H5 108.5 . . ?
Se1 C6 H5 108.5 . . ?
Se2 C6 H10 108.5 . . ?
Se1 C6 H10 108.5 . . ?
H5 C6 H10 107.5 . . ?
N2 C7 C8 122.77(16) . . ?
N2 C7 Se2 119.35(12) . . ?
C8 C7 Se2 117.83(13) . . ?
N2 C11 C10 123.61(19) . . ?
N2 C11 H6 118.2 . . ?
C10 C11 H6 118.2 . . ?
C9 C10 C11 118.46(19) . . ?
C9 C10 H9 120.8 . . ?
C11 C10 H9 120.8 . . ?
C10 C9 C8 119.19(19) . . ?
C10 C9 H7 120.4 . . ?
C8 C9 H7 120.4 . . ?
C9 C8 C7 118.96(18) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 I1 Cu2 N2 139.18(5) 2_676 . . . ?
Cu1 I1 Cu2 N2 -150.64(5) . . . . ?
Cu1 I1 Cu2 Se1 -89.261(12) 2_676 . . . ?
Cu1 I1 Cu2 Se1 -19.082(10) . . . . ?
Cu1 I1 Cu2 I2 22.345(9) 2_676 . . 2_676 ?
Cu1 I1 Cu2 I2 92.524(10) . . . 2_676 ?
Cu1 I1 Cu2 Cu1 70.179(9) . . . 2_676 ?
N2 Cu2 Se1 C5 100.16(7) . . . . ?
I1 Cu2 Se1 C5 -35.25(5) . . . . ?
I2 Cu2 Se1 C5 -154.95(5) 2_676 . . . ?
Cu1 Cu2 Se1 C5 -95.81(5) 2_676 . . . ?
N2 Cu2 Se1 C6 -1.18(7) . . . . ?
I1 Cu2 Se1 C6 -136.58(5) . . . . ?
I2 Cu2 Se1 C6 103.72(5) 2_676 . . . ?
Cu1 Cu2 Se1 C6 162.85(5) 2_676 . . . ?
Cu2 I2 Cu1 N1 -149.02(4) 2_676 . . . ?
Cu2 I2 Cu1 I1 -21.137(9) 2_676 . . 2_676 ?
Cu2 I2 Cu1 I1 97.083(9) 2_676 . . . ?
Cu2 I2 Cu1 Cu1 39.805(14) 2_676 . . 2_676 ?
Cu2 I1 Cu1 N1 64.12(4) . . . . ?
Cu1 I1 Cu1 N1 130.76(5) 2_676 . . . ?
Cu2 I1 Cu1 I1 -66.636(9) . . . 2_676 ?
Cu1 I1 Cu1 I1 0.0 2_676 . . 2_676 ?
Cu2 I1 Cu1 I2 176.057(9) . . . . ?
Cu1 I1 Cu1 I2 -117.307(12) 2_676 . . . ?
Cu2 I1 Cu1 Cu2 -124.384(8) . . . 2_676 ?
Cu1 I1 Cu1 Cu2 -57.748(8) 2_676 . . 2_676 ?
Cu2 I1 Cu1 Cu1 -66.636(9) . . . 2_676 ?
I1 Cu1 N1 C5 58.45(15) 2_676 . . . ?
I2 Cu1 N1 C5 -178.99(13) . . . . ?
I1 Cu1 N1 C5 -68.22(14) . . . . ?
Cu2 Cu1 N1 C5 127.25(12) 2_676 . . . ?
Cu1 Cu1 N1 C5 -9.52(17) 2_676 . . . ?
I1 Cu1 N1 C1 -124.06(13) 2_676 . . . ?
I2 Cu1 N1 C1 -1.49(15) . . . . ?
I1 Cu1 N1 C1 109.27(13) . . . . ?
Cu2 Cu1 N1 C1 -55.25(17) 2_676 . . . ?
Cu1 Cu1 N1 C1 167.98(12) 2_676 . . . ?
Se1 Cu2 N2 C7 -27.00(17) . . . . ?
I1 Cu2 N2 C7 105.95(15) . . . . ?
I2 Cu2 N2 C7 -130.91(15) 2_676 . . . ?
Cu1 Cu2 N2 C7 -179.20(11) 2_676 . . . ?
Se1 Cu2 N2 C11 151.54(14) . . . . ?
I1 Cu2 N2 C11 -75.51(16) . . . . ?
I2 Cu2 N2 C11 47.63(16) 2_676 . . . ?
Cu1 Cu2 N2 C11 -0.7(2) 2_676 . . . ?
C1 N1 C5 C4 -0.1(3) . . . . ?
Cu1 N1 C5 C4 177.41(13) . . . . ?
C1 N1 C5 Se1 176.28(13) . . . . ?
Cu1 N1 C5 Se1 -6.21(18) . . . . ?
C6 Se1 C5 N1 156.92(13) . . . . ?
Cu2 Se1 C5 N1 59.28(13) . . . . ?
C6 Se1 C5 C4 -26.61(15) . . . . ?
Cu2 Se1 C5 C4 -124.25(13) . . . . ?
C5 N1 C1 C2 -0.1(3) . . . . ?
Cu1 N1 C1 C2 -177.79(16) . . . . ?
N1 C1 C2 C3 0.1(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
N1 C5 C4 C3 0.2(3) . . . . ?
Se1 C5 C4 C3 -175.93(14) . . . . ?
C7 Se2 C6 Se1 -88.66(10) . . . . ?
C5 Se1 C6 Se2 -58.55(10) . . . . ?
Cu2 Se1 C6 Se2 54.54(8) . . . . ?
C11 N2 C7 C8 0.7(3) . . . . ?
Cu2 N2 C7 C8 179.20(14) . . . . ?
C11 N2 C7 Se2 177.90(15) . . . . ?
Cu2 N2 C7 Se2 -3.6(2) . . . . ?
C6 Se2 C7 N2 55.02(15) . . . . ?
C6 Se2 C7 C8 -127.63(15) . . . . ?
C7 N2 C11 C10 -1.3(3) . . . . ?
Cu2 N2 C11 C10 -179.99(19) . . . . ?
N2 C11 C10 C9 0.4(4) . . . . ?
C11 C10 C9 C8 1.1(4) . . . . ?
C10 C9 C8 C7 -1.6(3) . . . . ?
N2 C7 C8 C9 0.7(3) . . . . ?
Se2 C7 C8 C9 -176.52(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        35.02
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.561
_refine_diff_density_min         -0.893
_refine_diff_density_rms         0.120
####################################################################### 
# 
# 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/access/V1 
# 
# 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_compound-3
_audit_block_doi                 10.5517/cc1j3pdq
_database_code_depnum_ccdc_archive 'CCDC 1403723'
_audit_update_record             
;
2015-05-28 deposited with the CCDC.
2015-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 compound-3
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H28 Cl2 Cu N4 Se4'
_chemical_formula_sum            'C26 H28 Cl2 Cu N4 Se4'
_chemical_formula_weight         846.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0930 2.2260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1480 0.1590 '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'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   8.2538(10)
_cell_length_b                   8.7192(10)
_cell_length_c                   11.6817(12)
_cell_angle_alpha                87.058(9)
_cell_angle_beta                 81.017(9)
_cell_angle_gamma                62.798(8)
_cell_volume                     738.35(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9203
_cell_measurement_theta_min      4.83
_cell_measurement_theta_max      29.48

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             411
_exptl_absorpt_coefficient_mu    5.874
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.1893
_exptl_absorpt_correction_T_max  0.4316
_exptl_absorpt_process_details   
;
P. Coppens in "Crystallographic Computing" ed F.R Ahmed, S.R. Hall 
and C.P.Huber, Copenhagen, Munksgaard, (1979) pp 255-270
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(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  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8469
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         5.00
_diffrn_reflns_theta_max         29.21
_reflns_number_total             3933
_reflns_number_gt                3190
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ortep 3'
_computing_publication_material  wingx

_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 > 2σ(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)+(0.1123P)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         3933
_refine_ls_number_parameters     169
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.1180
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   0.781
_refine_ls_restrained_S_all      0.781
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.5000 0.5000 0.02834(13) Uani 1 2 d S . .
Se2 Se 0.73296(5) 0.39622(6) 1.05071(3) 0.05042(13) Uani 1 1 d . . .
Se1 Se 0.58567(4) 0.69826(5) 0.67863(3) 0.03796(12) Uani 1 1 d . . .
Cl1 Cl 0.78363(10) 0.26938(11) 0.49560(8) 0.0425(2) Uani 1 1 d . . .
N1 N 0.6126(3) 0.6538(3) 0.4418(2) 0.0311(5) Uani 1 1 d . . .
C5 C 0.6499(4) 0.7363(4) 0.5185(3) 0.0318(6) Uani 1 1 d . . .
C4 C 0.7290(5) 0.8453(5) 0.4846(4) 0.0452(8) Uani 1 1 d . . .
H4 H 0.7548 0.9009 0.5397 0.054 Uiso 1 1 calc R . .
C1 C 0.6511(5) 0.6773(5) 0.3278(3) 0.0412(7) Uani 1 1 d . . .
H1 H 0.6247 0.6201 0.2740 0.049 Uiso 1 1 calc R . .
C2 C 0.7288(5) 0.7847(5) 0.2893(4) 0.0498(10) Uani 1 1 d . . .
H2 H 0.7543 0.7996 0.2103 0.060 Uiso 1 1 calc R . .
C8 C 0.7786(5) 0.4068(5) 0.8803(4) 0.0463(8) Uani 1 1 d . . .
H8A H 0.8721 0.2948 0.8493 0.056 Uiso 1 1 calc R . .
H8B H 0.6664 0.4322 0.8498 0.056 Uiso 1 1 calc R . .
C6 C 0.8423(5) 0.5664(5) 0.7098(3) 0.0444(8) Uani 1 1 d . . .
H6A H 0.9007 0.4552 0.6696 0.053 Uiso 1 1 calc R . .
H6B H 0.9120 0.6287 0.6820 0.053 Uiso 1 1 calc R . .
C3 C 0.7684(5) 0.8695(5) 0.3686(4) 0.0523(10) Uani 1 1 d . . .
H3 H 0.8209 0.9420 0.3438 0.063 Uiso 1 1 calc R . .
C7 C 0.8404(5) 0.5409(5) 0.8398(4) 0.0459(8) Uani 1 1 d . . .
H7A H 0.9631 0.5054 0.8582 0.055 Uiso 1 1 calc R . .
H7B H 0.7579 0.6494 0.8805 0.055 Uiso 1 1 calc R . .
N2 N 1.1005(4) 0.1477(4) 0.9880(3) 0.0399(6) Uani 1 1 d . . .
C9 C 0.9654(5) 0.2117(5) 1.0766(3) 0.0401(7) Uani 1 1 d . . .
C10 C 0.9820(6) 0.1536(6) 1.1899(3) 0.0494(9) Uani 1 1 d . . .
H10 H 0.8830 0.2017 1.2493 0.059 Uiso 1 1 calc R . .
C13 C 1.2605(6) 0.0196(6) 1.0107(4) 0.0497(9) Uani 1 1 d . . .
H13 H 1.3562 -0.0284 0.9493 0.060 Uiso 1 1 calc R . .
C12 C 1.2918(7) -0.0452(6) 1.1194(4) 0.0563(11) Uani 1 1 d . . .
H12 H 1.4061 -0.1329 1.1314 0.068 Uiso 1 1 calc R . .
C11 C 1.1470(7) 0.0246(6) 1.2110(4) 0.0560(11) Uani 1 1 d . . .
H11 H 1.1629 -0.0164 1.2856 0.067 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.993(3) 2_666 ?
Cu1 N1 1.993(3) . ?
Cu1 Cl1 2.2794(8) . ?
Cu1 Cl1 2.2794(8) 2_666 ?
Se2 C9 1.916(4) . ?
Se2 C8 1.972(4) . ?
Se1 C5 1.917(3) . ?
Se1 C6 1.979(3) . ?
N1 C5 1.330(4) . ?
N1 C1 1.348(4) . ?
C5 C4 1.391(4) . ?
C4 C3 1.372(6) . ?
C1 C2 1.381(5) . ?
C2 C3 1.377(7) . ?
C8 C7 1.505(6) . ?
C6 C7 1.522(5) . ?
N2 C9 1.325(5) . ?
N2 C13 1.339(5) . ?
C9 C10 1.397(5) . ?
C10 C11 1.363(7) . ?
C13 C12 1.376(6) . ?
C12 C11 1.395(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
N1 Cu1 N1 180.00(9) 2_666 . ?
N1 Cu1 Cl1 88.82(8) 2_666 . ?
N1 Cu1 Cl1 91.18(8) . . ?
N1 Cu1 Cl1 91.18(8) 2_666 2_666 ?
N1 Cu1 Cl1 88.82(8) . 2_666 ?
Cl1 Cu1 Cl1 180.000(1) . 2_666 ?
C9 Se2 C8 99.70(16) . . ?
C5 Se1 C6 95.60(14) . . ?
C5 N1 C1 119.2(3) . . ?
C5 N1 Cu1 118.6(2) . . ?
C1 N1 Cu1 122.2(2) . . ?
N1 C5 C4 121.9(3) . . ?
N1 C5 Se1 116.1(2) . . ?
C4 C5 Se1 121.9(3) . . ?
C3 C4 C5 119.0(4) . . ?
N1 C1 C2 121.3(4) . . ?
C3 C2 C1 119.6(3) . . ?
C7 C8 Se2 112.9(3) . . ?
C7 C6 Se1 108.9(3) . . ?
C2 C3 C4 119.0(3) . . ?
C8 C7 C6 111.2(3) . . ?
C9 N2 C13 116.8(3) . . ?
N2 C9 C10 123.8(4) . . ?
N2 C9 Se2 119.1(3) . . ?
C10 C9 Se2 117.1(3) . . ?
C11 C10 C9 118.3(4) . . ?
N2 C13 C12 123.9(4) . . ?
C13 C12 C11 118.0(4) . . ?
C10 C11 C12 119.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        29.21
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.845
_refine_diff_density_min         -0.873
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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/access/V1 
# 
# 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_compound-4
_audit_block_doi                 10.5517/cc1j3pfr
_database_code_depnum_ccdc_archive 'CCDC 1403724'
_audit_update_record             
;
2015-05-28 deposited with the CCDC.
2015-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 compound-4
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H14 Cl2 Co N2 Se2'
_chemical_formula_sum            'C13 H14 Cl2 Co N2 Se2'
_chemical_formula_weight         486.01

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'
Se Se -0.0929 2.2259 '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'
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   'P 21/n'

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

_cell_length_a                   20.476(2)
_cell_length_b                   8.5749(6)
_cell_length_c                   21.202(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.735(8)
_cell_angle_gamma                90.00
_cell_volume                     3353.4(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5187
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      26.78

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.0410
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1880
_exptl_absorpt_coefficient_mu    5.674
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.4232
_exptl_absorpt_correction_T_max  0.7945
_exptl_absorpt_process_details   
;
P. Coppens in "Crystallographic Computing" ed F.R Ahmed, S.R. Hall 
and C.P.Huber, Copenhagen, Munksgaard, (1979) pp 255-270
;
_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  STOE
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18299
_diffrn_reflns_av_R_equivalents  0.1369
_diffrn_reflns_av_sigmaI/netI    0.2051
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         26.00
_reflns_number_total             6569
_reflns_number_gt                2758
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ortep 3'
_computing_publication_material  wingx

_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 > 2σ(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)+(0.0000P)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         6569
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1577
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0512
_refine_ls_goodness_of_fit_ref   0.717
_refine_ls_restrained_S_all      0.717
_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
C11 C 0.0986(3) 0.1953(10) 0.5575(4) 0.031(2) Uani 1 1 d . . .
H11A H 0.1214 0.2781 0.5430 0.037 Uiso 1 1 calc R . .
H11B H 0.0512 0.2317 0.5507 0.037 Uiso 1 1 calc R . .
C12 C 0.1446(4) 0.1620(10) 0.6357(4) 0.033(2) Uani 1 1 d . . .
H12A H 0.1200 0.0860 0.6518 0.040 Uiso 1 1 calc R . .
H12B H 0.1910 0.1186 0.6427 0.040 Uiso 1 1 calc R . .
N4 N 0.4774(3) -0.5782(8) 0.2906(3) 0.0296(17) Uani 1 1 d . . .
N2 N 0.1522(3) -0.2870(8) 0.6367(3) 0.0284(16) Uani 1 1 d . . .
C9 C 0.1725(3) -0.2257(11) 0.7539(4) 0.037(2) Uani 1 1 d . . .
H9 H 0.2050 -0.1983 0.7991 0.044 Uiso 1 1 calc R . .
C10 C 0.1970(3) -0.2486(9) 0.7034(4) 0.028(2) Uani 1 1 d . . .
C43 C 0.5097(4) -0.8450(10) 0.2927(4) 0.038(2) Uani 1 1 d . . .
H43 H 0.5243 -0.9379 0.3176 0.045 Uiso 1 1 calc R . .
C50 C 0.4429(4) -0.9009(10) 0.4069(4) 0.036(2) Uani 1 1 d . . .
H50A H 0.4597 -0.9861 0.3876 0.043 Uiso 1 1 calc R . .
H50B H 0.4486 -0.9325 0.4529 0.043 Uiso 1 1 calc R . .
C40 C 0.4972(3) -0.7168(11) 0.3231(4) 0.030(2) Uani 1 1 d . . .
C51 C 0.3629(4) -0.8724(10) 0.3601(5) 0.035(2) Uani 1 1 d . . .
H51A H 0.3448 -0.7930 0.3810 0.042 Uiso 1 1 calc R . .
H51B H 0.3572 -0.8343 0.3149 0.042 Uiso 1 1 calc R . .
C6 C 0.0802(4) -0.3052(11) 0.6213(4) 0.037(2) Uani 1 1 d . . .
H6 H 0.0485 -0.3343 0.5759 0.045 Uiso 1 1 calc R . .
C19 C 0.4730(4) -0.5712(11) 0.2246(5) 0.038(2) Uani 1 1 d . . .
H19 H 0.4618 -0.4755 0.2017 0.045 Uiso 1 1 calc R . .
C7 C 0.0530(4) -0.2836(10) 0.6677(4) 0.035(2) Uani 1 1 d . . .
H7 H 0.0035 -0.2949 0.6544 0.042 Uiso 1 1 calc R . .
C71 C 0.3188(3) -1.0209(11) 0.3498(4) 0.042(2) Uani 1 1 d . . .
H71A H 0.3276 -1.0625 0.3954 0.050 Uiso 1 1 calc R . .
H71B H 0.3353 -1.0977 0.3264 0.050 Uiso 1 1 calc R . .
C8 C 0.1007(4) -0.2431(11) 0.7377(5) 0.046(3) Uani 1 1 d . . .
H8 H 0.0836 -0.2288 0.7713 0.055 Uiso 1 1 calc R . .
C13 C 0.1565(4) 0.3098(11) 0.6776(4) 0.040(2) Uani 1 1 d . . .
H13A H 0.1100 0.3601 0.6650 0.048 Uiso 1 1 calc R . .
H13B H 0.1862 0.3800 0.6651 0.048 Uiso 1 1 calc R . .
C20 C 0.4840(4) -0.6941(13) 0.1903(5) 0.050(3) Uani 1 1 d . . .
H20 H 0.4805 -0.6829 0.1453 0.060 Uiso 1 1 calc R . .
C60 C 0.5003(5) -0.8363(12) 0.2239(5) 0.052(3) Uani 1 1 d . . .
H60 H 0.5050 -0.9249 0.2009 0.062 Uiso 1 1 calc R . .
Se1 Se 0.08680(4) 0.01309(12) 0.49829(5) 0.0370(2) Uani 1 1 d . . .
Se4 Se 0.50329(4) -0.71888(11) 0.41664(4) 0.0370(2) Uani 1 1 d . . .
Se2 Se 0.29638(4) -0.22401(14) 0.72060(5) 0.0487(3) Uani 1 1 d . . .
Se3 Se 0.28510(4) -0.48897(15) 0.20477(4) 0.0489(3) Uani 1 1 d . . .
Co2 Co 0.44994(5) -0.39056(13) 0.33242(6) 0.0306(3) Uani 1 1 d . . .
Co1 Co 0.17984(5) -0.32192(14) 0.55555(6) 0.0311(3) Uani 1 1 d . . .
Cl4 Cl 0.43003(9) -0.2021(3) 0.25259(11) 0.0421(6) Uani 1 1 d . . .
Cl3 Cl 0.53655(9) -0.3023(3) 0.43440(11) 0.0451(6) Uani 1 1 d . . .
Cl1 Cl 0.26670(10) -0.5043(3) 0.58315(11) 0.0438(5) Uani 1 1 d . . .
Cl2 Cl 0.08182(11) -0.4132(3) 0.46300(12) 0.0496(6) Uani 1 1 d . . .
C15 C 0.2336(4) -0.4918(13) 0.3123(4) 0.048(3) Uani 1 1 d . . .
H15 H 0.1876 -0.5110 0.2768 0.058 Uiso 1 1 calc R . .
C14 C 0.2910(3) -0.4706(10) 0.2967(4) 0.029(2) Uani 1 1 d . . .
N3 N 0.3579(3) -0.4372(7) 0.3468(3) 0.0262(16) Uani 1 1 d . . .
C4 C 0.2150(4) 0.1387(10) 0.4943(5) 0.041(2) Uani 1 1 d . . .
H4 H 0.1873 0.2281 0.4769 0.049 Uiso 1 1 calc R . .
N1 N 0.2230(3) -0.1238(8) 0.5345(3) 0.0273(17) Uani 1 1 d . . .
C17 C 0.3119(4) -0.4525(10) 0.4329(4) 0.040(2) Uani 1 1 d . . .
H17 H 0.3200 -0.4444 0.4795 0.047 Uiso 1 1 calc R . .
C5 C 0.1849(3) 0.0076(11) 0.5087(4) 0.0309(19) Uani 1 1 d . . .
C3 C 0.2874(4) 0.1360(12) 0.5059(5) 0.048(3) Uani 1 1 d . . .
H3 H 0.3085 0.2227 0.4958 0.058 Uiso 1 1 calc R . .
C18 C 0.3680(4) -0.4325(10) 0.4134(4) 0.031(2) Uani 1 1 d . . .
H18 H 0.4146 -0.4150 0.4482 0.037 Uiso 1 1 calc R . .
C1 C 0.2934(4) -0.1230(11) 0.5444(4) 0.035(2) Uani 1 1 d . . .
H1 H 0.3200 -0.2143 0.5603 0.043 Uiso 1 1 calc R . .
C16 C 0.2444(4) -0.4844(12) 0.3814(5) 0.046(2) Uani 1 1 d . . .
H16 H 0.2059 -0.5011 0.3927 0.055 Uiso 1 1 calc R . .
C2 C 0.3273(4) 0.0026(12) 0.5328(4) 0.041(2) Uani 1 1 d . . .
H2 H 0.3761 -0.0017 0.5426 0.049 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C11 C12 1.537(10) . ?
C11 Se1 1.953(8) . ?
C12 C13 1.505(11) . ?
N4 C40 1.346(10) . ?
N4 C19 1.363(10) . ?
N4 Co2 2.031(7) . ?
N2 C10 1.349(9) . ?
N2 C6 1.375(8) . ?
N2 Co1 2.053(6) . ?
C9 C8 1.365(9) . ?
C9 C10 1.379(10) . ?
C10 Se2 1.917(7) . ?
C43 C40 1.354(11) . ?
C43 C60 1.389(12) . ?
C50 C51 1.522(9) . ?
C50 Se4 1.945(8) . ?
C40 Se4 1.932(8) . ?
C51 C71 1.521(11) . ?
C6 C7 1.338(10) . ?
C19 C20 1.354(12) . ?
C7 C8 1.420(10) . ?
C71 Se3 1.951(6) 2_545 ?
C13 Se2 1.966(8) 2_556 ?
C20 C60 1.378(13) . ?
Se1 C5 1.923(7) . ?
Se2 C13 1.966(8) 2_546 ?
Se3 C14 1.907(8) . ?
Se3 C71 1.951(6) 2 ?
Co2 N3 2.074(6) . ?
Co2 Cl4 2.245(3) . ?
Co2 Cl3 2.250(2) . ?
Co1 N1 2.052(6) . ?
Co1 Cl1 2.247(2) . ?
Co1 Cl2 2.252(2) . ?
C15 C14 1.365(10) . ?
C15 C16 1.385(11) . ?
C14 N3 1.350(8) . ?
N3 C18 1.336(9) . ?
C4 C5 1.380(11) . ?
C4 C3 1.393(10) . ?
N1 C5 1.344(10) . ?
N1 C1 1.363(8) . ?
C17 C16 1.366(9) . ?
C17 C18 1.392(11) . ?
C3 C2 1.376(12) . ?
C1 C2 1.360(12) . ?

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
C12 C11 Se1 113.1(6) . . ?
C13 C12 C11 110.2(7) . . ?
C40 N4 C19 115.8(7) . . ?
C40 N4 Co2 123.7(6) . . ?
C19 N4 Co2 120.4(6) . . ?
C10 N2 C6 116.6(7) . . ?
C10 N2 Co1 127.2(5) . . ?
C6 N2 Co1 116.2(5) . . ?
C8 C9 C10 120.3(7) . . ?
N2 C10 C9 122.5(6) . . ?
N2 C10 Se2 114.1(5) . . ?
C9 C10 Se2 123.4(5) . . ?
C40 C43 C60 119.2(8) . . ?
C51 C50 Se4 113.3(5) . . ?
N4 C40 C43 123.4(8) . . ?
N4 C40 Se4 113.9(6) . . ?
C43 C40 Se4 122.6(7) . . ?
C71 C51 C50 111.3(6) . . ?
C7 C6 N2 123.8(7) . . ?
C20 C19 N4 124.4(9) . . ?
C6 C7 C8 119.0(7) . . ?
C51 C71 Se3 113.2(6) . 2_545 ?
C9 C8 C7 117.9(8) . . ?
C12 C13 Se2 113.6(6) . 2_556 ?
C19 C20 C60 118.0(9) . . ?
C20 C60 C43 118.9(9) . . ?
C5 Se1 C11 96.5(3) . . ?
C40 Se4 C50 98.2(3) . . ?
C10 Se2 C13 101.5(3) . 2_546 ?
C14 Se3 C71 100.8(3) . 2 ?
N4 Co2 N3 110.6(2) . . ?
N4 Co2 Cl4 103.6(2) . . ?
N3 Co2 Cl4 111.73(18) . . ?
N4 Co2 Cl3 115.74(17) . . ?
N3 Co2 Cl3 108.12(18) . . ?
Cl4 Co2 Cl3 106.96(10) . . ?
N1 Co1 N2 111.3(3) . . ?
N1 Co1 Cl1 105.44(18) . . ?
N2 Co1 Cl1 110.99(18) . . ?
N1 Co1 Cl2 113.78(18) . . ?
N2 Co1 Cl2 108.39(17) . . ?
Cl1 Co1 Cl2 106.87(10) . . ?
C14 C15 C16 119.4(7) . . ?
N3 C14 C15 121.7(7) . . ?
N3 C14 Se3 114.4(5) . . ?
C15 C14 Se3 123.9(6) . . ?
C18 N3 C14 118.4(6) . . ?
C18 N3 Co2 114.5(4) . . ?
C14 N3 Co2 127.0(5) . . ?
C5 C4 C3 119.4(8) . . ?
C5 N1 C1 116.6(7) . . ?
C5 N1 Co1 123.6(5) . . ?
C1 N1 Co1 119.8(6) . . ?
C16 C17 C18 117.8(8) . . ?
N1 C5 C4 122.4(6) . . ?
N1 C5 Se1 117.4(6) . . ?
C4 C5 Se1 120.0(6) . . ?
C2 C3 C4 118.8(8) . . ?
N3 C18 C17 122.8(7) . . ?
C2 C1 N1 124.3(8) . . ?
C17 C16 C15 119.7(7) . . ?
C1 C2 C3 118.4(7) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.111
####################################################################### 
# 
# 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/access/V1 
# 
# 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_compound-5
_audit_block_doi                 10.5517/cc1j3pgs
_database_code_depnum_ccdc_archive 'CCDC 1403725'
_audit_update_record             
;
2015-05-28 deposited with the CCDC.
2015-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 compound-5
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H14 Ag N2 Se2, O3 N1'
_chemical_formula_sum            'C13 H14 Ag N3 O3 Se2'
_chemical_formula_weight         526.06

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'
Ag Ag -0.8971 1.1015 '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'
Se Se -0.0929 2.2259 '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/c

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

_cell_length_a                   9.7910(10)
_cell_length_b                   4.4420(10)
_cell_length_c                   20.883(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.960(10)
_cell_angle_gamma                90.00
_cell_volume                     908.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4298
_cell_measurement_theta_min      3.90
_cell_measurement_theta_max      29.54

_exptl_crystal_description       Needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.040
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.924
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    5.130
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.4301
_exptl_absorpt_correction_T_max  0.5078
_exptl_absorpt_process_details   
;
P. Coppens in "Crystallographic Computing" ed F.R Ahmed, S.R. Hall 
and C.P.Huber, Copenhagen, Munksgaard, (1979) pp 255-270
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(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  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6289
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_sigmaI/netI    0.0665
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.90
_diffrn_reflns_theta_max         29.25
_reflns_number_total             2433
_reflns_number_gt                1566
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ortep 3'
_computing_publication_material  wingx

_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 > 2σ(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)+(0.1054P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'havy atom'
_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         2433
_refine_ls_number_parameters     119
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1660
_refine_ls_wR_factor_gt          0.1522
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_restrained_S_all      0.947
_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
Se1 Se 0.29538(4) 0.13698(9) 0.25597(2) 0.03567(9) Uani 1 1 d . . .
Ag1 Ag 0.5000 0.55335(11) 0.2500 0.04532(12) Uani 1 2 d S . .
N1 N 0.5836(4) 0.8136(8) 0.33869(17) 0.0435(9) Uani 1 1 d . . .
C5 C 0.3139(4) 0.0132(9) 0.1684(2) 0.0405(10) Uani 1 1 d . . .
C1 C 0.5571(5) 0.7231(12) 0.3968(2) 0.0560(13) Uani 1 1 d . . .
H1 H 0.4858 0.5872 0.4018 0.067 Uiso 1 1 calc R . .
C4 C 0.2364(6) 0.1142(12) 0.1181(2) 0.0586(15) Uani 1 1 d . . .
H4 H 0.1643 0.2468 0.1242 0.070 Uiso 1 1 calc R . .
C2 C 0.6272(7) 0.8148(14) 0.4506(3) 0.0683(17) Uani 1 1 d . . .
H2 H 0.6042 0.7441 0.4910 0.082 Uiso 1 1 calc R . .
C3 C 0.2690(7) 0.0117(15) 0.0569(3) 0.0708(18) Uani 1 1 d . . .
H3 H 0.2193 0.0790 0.0214 0.085 Uiso 1 1 calc R . .
C7 C 0.0000 0.1792(13) 0.2500 0.0388(14) Uani 1 2 d S . .
H7A H 0.0004 0.0513 0.2877 0.047 Uiso 0.50 1 calc PR . .
H7B H -0.0004 0.0513 0.2123 0.047 Uiso 0.50 1 calc PR . .
C6 C 0.1267(4) 0.3792(8) 0.2507(2) 0.0384(10) Uani 1 1 d . . .
H6A H 0.1235 0.5146 0.2871 0.046 Uiso 1 1 calc R . .
H6B H 0.1273 0.5002 0.2120 0.046 Uiso 1 1 calc R . .
N10 N 0.1514(8) 0.4301(16) 0.4187(6) 0.083(3) Uani 0.25 1 d PD A 1
O1 O 0.1356(12) 0.7073(19) 0.4012(6) 0.083(3) Uani 0.25 1 d PD A 1
O2 O 0.2505(11) 0.269(2) 0.3964(6) 0.083(3) Uani 0.25 1 d PD A 1
O3 O 0.0555(12) 0.307(3) 0.4514(6) 0.083(3) Uani 0.25 1 d PD A 1
N10A N 0.1323(8) 0.4492(16) 0.4208(9) 0.107(4) Uani 0.25 1 d PD B 2
O1A O 0.1034(11) 0.197(2) 0.4061(8) 0.107(4) Uani 0.25 1 d PD B 2
O2A O 0.0429(10) 0.621(2) 0.4302(9) 0.107(4) Uani 0.25 1 d PD B 2
O3A O 0.2394(10) 0.540(3) 0.4020(8) 0.107(4) Uani 0.25 1 d PD B 2


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Se1 C5 1.921(4) . ?
Se1 C6 1.973(4) . ?
Se1 Ag1 2.7310(6) . ?
Ag1 N1 2.321(4) . ?
Ag1 N1 2.321(4) 2_655 ?
Ag1 Se1 2.7310(6) 2_655 ?
N1 C1 1.308(6) . ?
N1 C5 1.349(6) 2_665 ?
C5 N1 1.349(5) 2_645 ?
C5 C4 1.362(7) . ?
C1 C2 1.370(8) . ?
C4 C3 1.398(8) . ?
C2 C3 1.352(9) 2_665 ?
C3 C2 1.352(9) 2_645 ?
C7 C6 1.525(5) . ?
C7 C6 1.525(5) 2 ?
N10 O3 1.292(11) . ?
N10 O1 1.293(10) . ?
N10 O2 1.299(11) . ?
N10A O2A 1.181(11) . ?
N10A O1A 1.193(11) . ?
N10A O3A 1.196(12) . ?

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
C5 Se1 C6 101.24(19) . . ?
C5 Se1 Ag1 93.98(12) . . ?
C6 Se1 Ag1 104.02(11) . . ?
N1 Ag1 N1 120.25(19) . 2_655 ?
N1 Ag1 Se1 123.37(9) . . ?
N1 Ag1 Se1 97.16(9) 2_655 . ?
N1 Ag1 Se1 97.16(9) . 2_655 ?
N1 Ag1 Se1 123.37(9) 2_655 2_655 ?
Se1 Ag1 Se1 94.74(3) . 2_655 ?
C1 N1 C5 117.6(4) . 2_665 ?
C1 N1 Ag1 120.9(3) . . ?
C5 N1 Ag1 119.5(3) 2_665 . ?
N1 C5 C4 122.5(4) 2_645 . ?
N1 C5 Se1 112.0(3) 2_645 . ?
C4 C5 Se1 125.5(4) . . ?
N1 C1 C2 124.4(5) . . ?
C5 C4 C3 117.7(5) . . ?
C3 C2 C1 117.6(5) 2_665 . ?
C2 C3 C4 120.1(6) 2_645 . ?
C6 C7 C6 108.8(4) . 2 ?
C7 C6 Se1 111.3(3) . . ?
O3 N10 O1 117.8(8) . . ?
O3 N10 O2 120.7(8) . . ?
O1 N10 O2 120.8(9) . . ?
O2A N10A O1A 118.4(9) . . ?
O2A N10A O3A 119.5(10) . . ?
O1A N10A O3A 116.0(12) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        29.25
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         1.939
_refine_diff_density_min         -1.603
_refine_diff_density_rms         0.194
####################################################################### 
# 
# 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/access/V1 
# 
# 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_compound-6
_audit_block_doi                 10.5517/cc1j3pht
_database_code_depnum_ccdc_archive 'CCDC 1403726'
_audit_update_record             
;
2015-05-28 deposited with the CCDC.
2015-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 compound-6
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl2 Cu N2 Se2'
_chemical_formula_sum            'C14 H16 Cl2 Cu N2 Se2'
_chemical_formula_weight         504.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pbca '

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

_cell_length_a                   10.2403(3)
_cell_length_b                   11.4552(3)
_cell_length_c                   14.8043(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1736.61(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      32.64

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.930
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             980
_exptl_absorpt_coefficient_mu    5.751
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.3926
_exptl_absorpt_correction_T_max  0.8937
_exptl_absorpt_process_details   
;
 XPREP (Bruker, 2006) was used to perform the
 numeric absorption correction based on the face-indexed crystal size.
 SADABS (Bruker 2007) performed additional data scaling and corrections.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27397
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0132
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.75
_diffrn_reflns_theta_max         33.02
_reflns_number_total             3280
_reflns_number_gt                2815
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(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)+(0.0279P)²+0.9978P] 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         3280
_refine_ls_number_parameters     97
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0217
_refine_ls_wR_factor_ref         0.0557
_refine_ls_wR_factor_gt          0.0515
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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
Se1 Se 0.783241(15) 1.148171(13) 0.584734(11) 0.02751(5) Uani 1 1 d . . .
Cu1 Cu 1.0000 1.0000 0.5000 0.01827(5) Uani 1 2 d S . .
Cl1 Cl 1.12987(4) 1.13754(3) 0.56670(2) 0.02500(7) Uani 1 1 d . . .
N1 N 0.93652(12) 0.95448(10) 0.62104(8) 0.0215(2) Uani 1 1 d . . .
C1 C 0.83821(15) 1.01715(13) 0.65602(9) 0.0250(3) Uani 1 1 d . . .
C2 C 0.98822(17) 0.86584(13) 0.66853(10) 0.0276(3) Uani 1 1 d . . .
H4 H 1.0596 0.8237 0.6437 0.033 Uiso 1 1 calc R . .
C3 C 0.94053(19) 0.83413(16) 0.75247(11) 0.0363(4) Uani 1 1 d . . .
H3 H 0.9781 0.7710 0.7850 0.044 Uiso 1 1 calc R . .
C4 C 0.8372(2) 0.89640(19) 0.78765(11) 0.0410(4) Uani 1 1 d . . .
H2 H 0.8012 0.8751 0.8444 0.049 Uiso 1 1 calc R . .
C5 C 0.78600(18) 0.98996(17) 0.74038(11) 0.0359(4) Uani 1 1 d . . .
H1 H 0.7165 1.0348 0.7649 0.043 Uiso 1 1 calc R . .
C6 C 0.59764(16) 1.10839(14) 0.57272(12) 0.0303(3) Uani 1 1 d . . .
H8 H 0.5608 1.0959 0.6338 0.036 Uiso 1 1 calc R . .
H7 H 0.5514 1.1756 0.5454 0.036 Uiso 1 1 calc R . .
C7 C 0.57100(15) 1.00086(13) 0.51600(11) 0.0283(3) Uani 1 1 d . . .
H5 H 0.5890 0.9300 0.5521 0.034 Uiso 1 1 calc R . .
H6 H 0.6299 1.0004 0.4630 0.034 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Se1 C1 1.9191(15) . ?
Se1 C6 1.9626(16) . ?
Cu1 N1 1.9762(11) . ?
Cu1 N1 1.9762(11) 5_776 ?
Cu1 Cl1 2.2861(3) 5_776 ?
Cu1 Cl1 2.2861(3) . ?
N1 C2 1.3437(19) . ?
N1 C1 1.341(2) . ?
C1 C5 1.394(2) . ?
C2 C3 1.384(2) . ?
C3 C4 1.378(3) . ?
C4 C5 1.383(3) . ?
C6 C7 1.515(2) . ?
C7 C7 1.530(3) 5_676 ?

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
C1 Se1 C6 98.76(7) . . ?
N1 Cu1 N1 180.0 . 5_776 ?
N1 Cu1 Cl1 91.06(3) . 5_776 ?
N1 Cu1 Cl1 88.94(3) 5_776 5_776 ?
N1 Cu1 Cl1 88.94(3) . . ?
N1 Cu1 Cl1 91.06(3) 5_776 . ?
Cl1 Cu1 Cl1 180.0 5_776 . ?
C2 N1 C1 119.89(13) . . ?
C2 N1 Cu1 122.97(11) . . ?
C1 N1 Cu1 117.13(10) . . ?
N1 C1 C5 120.97(15) . . ?
N1 C1 Se1 115.26(10) . . ?
C5 C1 Se1 123.71(13) . . ?
N1 C2 C3 121.95(16) . . ?
C4 C3 C2 118.33(16) . . ?
C3 C4 C5 120.06(15) . . ?
C1 C5 C4 118.75(17) . . ?
C7 C6 Se1 114.41(11) . . ?
C6 C7 C7 110.69(16) . 5_676 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cu1 N1 C2 62(100) 5_776 . . . ?
Cl1 Cu1 N1 C2 84.83(11) 5_776 . . . ?
Cl1 Cu1 N1 C2 -95.17(11) . . . . ?
N1 Cu1 N1 C1 -119(100) 5_776 . . . ?
Cl1 Cu1 N1 C1 -95.85(10) 5_776 . . . ?
Cl1 Cu1 N1 C1 84.15(10) . . . . ?
C2 N1 C1 C5 -1.7(2) . . . . ?
Cu1 N1 C1 C5 178.96(12) . . . . ?
C2 N1 C1 Se1 175.43(11) . . . . ?
Cu1 N1 C1 Se1 -3.91(14) . . . . ?
C6 Se1 C1 N1 124.23(11) . . . . ?
C6 Se1 C1 C5 -58.73(14) . . . . ?
C1 N1 C2 C3 1.9(2) . . . . ?
Cu1 N1 C2 C3 -178.76(12) . . . . ?
N1 C2 C3 C4 -0.2(2) . . . . ?
C2 C3 C4 C5 -1.7(3) . . . . ?
N1 C1 C5 C4 -0.2(2) . . . . ?
Se1 C1 C5 C4 -177.09(13) . . . . ?
C3 C4 C5 C1 1.9(3) . . . . ?
C1 Se1 C6 C7 -67.73(13) . . . . ?
Se1 C6 C7 C7 -161.06(14) . . . 5_676 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        33.02
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.070
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
