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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_b131023b_0m_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H8 Cu N6 O3'
_chemical_formula_sum            'C11 H8 Cu N6 O3'
_chemical_formula_weight         335.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   7.6607(3)
_cell_length_b                   7.4928(3)
_cell_length_c                   20.2477(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.5160(11)
_cell_angle_gamma                90.00
_cell_volume                     1161.10(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    9923
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             676
_exptl_absorpt_coefficient_mu    1.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8324
_exptl_absorpt_correction_T_max  0.9277
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21901
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0184
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2376
_reflns_number_gt                2117
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0585P)²+3.5266P] 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         2376
_refine_ls_number_parameters     190
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1096
_refine_ls_wR_factor_gt          0.1048
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.022
_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 1.18394(5) 1.06703(5) 0.441779(18) 0.01707(15) Uani 1 1 d U . .
O1 O 1.0829(3) 1.3399(3) 0.40509(11) 0.0251(5) Uani 1 1 d U . .
O2 O 0.9608(3) 1.3109(4) 0.30769(13) 0.0383(7) Uani 1 1 d U . .
O3 O 1.1956(4) 1.4653(5) 0.32086(15) 0.0452(8) Uani 1 1 d U . .
N1 N 0.9887(4) 0.9114(4) 0.42053(13) 0.0190(6) Uani 1 1 d U . .
N2 N 0.8597(3) 0.8846(4) 0.46264(13) 0.0170(5) Uani 1 1 d U . .
N3 N 0.5948(3) 0.8162(4) 0.52997(13) 0.0191(5) Uani 1 1 d U . .
N4 N 0.5092(3) 0.8795(4) 0.63280(14) 0.0210(6) Uani 1 1 d U . .
N5 N 0.6718(4) 0.9550(4) 0.64269(14) 0.0229(6) Uani 1 1 d U . .
N6 N 1.0801(3) 1.3723(4) 0.34340(14) 0.0218(6) Uani 1 1 d U . .
C1 C 0.9444(5) 0.8234(5) 0.36370(17) 0.0280(8) Uani 1 1 d U . .
H1 H 1.0121 0.8189 0.3267 0.034 Uiso 1 1 calc R . .
C2 C 0.7847(5) 0.7415(5) 0.36883(17) 0.0277(8) Uani 1 1 d U . .
H2 H 0.7241 0.6729 0.3371 0.033 Uiso 1 1 calc R . .
C3 C 0.7345(4) 0.7843(4) 0.43164(15) 0.0183(6) Uani 1 1 d U . .
C4 C 0.5783(4) 0.7508(4) 0.46839(16) 0.0195(6) Uani 1 1 d U . .
C5 C 0.4252(4) 0.6675(4) 0.44727(17) 0.0227(7) Uani 1 1 d U . .
H5 H 0.4119 0.6234 0.4044 0.027 Uiso 1 1 calc R . .
C6 C 0.2912(4) 0.6505(4) 0.49076(19) 0.0258(7) Uani 1 1 d U . .
H6 H 0.1880 0.5937 0.4770 0.031 Uiso 1 1 calc R . .
C7 C 0.3095(4) 0.7171(5) 0.55451(18) 0.0240(7) Uani 1 1 d U . .
H7 H 0.2212 0.7064 0.5844 0.029 Uiso 1 1 calc R . .
C8 C 0.4668(4) 0.8004(4) 0.57124(16) 0.0200(6) Uani 1 1 d U . .
C9 C 0.4132(5) 0.8991(5) 0.68705(18) 0.0274(7) Uani 1 1 d U . .
H9 H 0.2993 0.8598 0.6918 0.033 Uiso 1 1 calc R . .
C10 C 0.5140(5) 0.9865(5) 0.73302(18) 0.0302(8) Uani 1 1 d U . .
H10 H 0.4832 1.0192 0.7753 0.036 Uiso 1 1 calc R . .
C11 C 0.6740(5) 1.0178(5) 0.70423(17) 0.0281(8) Uani 1 1 d U . .
H11 H 0.7690 1.0747 0.7253 0.034 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.930(3) . ?
Cu1 N3 1.970(3) 3_776 ?
Cu1 N2 2.011(3) 3_776 ?
Cu1 N5 2.083(3) 3_776 ?
Cu1 O1 2.298(2) . ?
O1 N6 1.272(4) . ?
O2 N6 1.229(4) . ?
O3 N6 1.229(4) . ?
N1 N2 1.348(4) . ?
N1 C1 1.357(4) . ?
N2 C3 1.351(4) . ?
N2 Cu1 2.011(3) 3_776 ?
N3 C8 1.322(4) . ?
N3 C4 1.341(4) . ?
N3 Cu1 1.970(3) 3_776 ?
N4 C9 1.356(4) . ?
N4 N5 1.375(4) . ?
N4 C8 1.405(4) . ?
N5 C11 1.331(5) . ?
N5 Cu1 2.083(3) 3_776 ?
C1 C2 1.377(5) . ?
C2 C3 1.382(5) . ?
C3 C4 1.458(5) . ?
C4 C5 1.380(4) . ?
C5 C6 1.387(5) . ?
C6 C7 1.385(5) . ?
C7 C8 1.386(5) . ?
C9 C10 1.352(6) . ?
C10 C11 1.400(5) . ?

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 168.97(11) . 3_776 ?
N1 Cu1 N2 99.40(11) . 3_776 ?
N3 Cu1 N2 79.50(11) 3_776 3_776 ?
N1 Cu1 N5 101.72(11) . 3_776 ?
N3 Cu1 N5 78.05(11) 3_776 3_776 ?
N2 Cu1 N5 157.04(11) 3_776 3_776 ?
N1 Cu1 O1 102.63(10) . . ?
N3 Cu1 O1 88.40(10) 3_776 . ?
N2 Cu1 O1 94.76(10) 3_776 . ?
N5 Cu1 O1 89.34(10) 3_776 . ?
N6 O1 Cu1 118.6(2) . . ?
N2 N1 C1 107.5(3) . . ?
N2 N1 Cu1 122.1(2) . . ?
C1 N1 Cu1 130.2(2) . . ?
N1 N2 C3 108.3(3) . . ?
N1 N2 Cu1 137.6(2) . 3_776 ?
C3 N2 Cu1 113.8(2) . 3_776 ?
C8 N3 C4 120.9(3) . . ?
C8 N3 Cu1 120.6(2) . 3_776 ?
C4 N3 Cu1 118.5(2) . 3_776 ?
C9 N4 N5 110.9(3) . . ?
C9 N4 C8 130.7(3) . . ?
N5 N4 C8 118.4(3) . . ?
C11 N5 N4 104.8(3) . . ?
C11 N5 Cu1 144.2(2) . 3_776 ?
N4 N5 Cu1 111.0(2) . 3_776 ?
O2 N6 O3 121.5(3) . . ?
O2 N6 O1 119.1(3) . . ?
O3 N6 O1 119.4(3) . . ?
N1 C1 C2 110.0(3) . . ?
C1 C2 C3 104.5(3) . . ?
N2 C3 C2 109.6(3) . . ?
N2 C3 C4 116.1(3) . . ?
C2 C3 C4 134.2(3) . . ?
N3 C4 C5 119.8(3) . . ?
N3 C4 C3 111.4(3) . . ?
C5 C4 C3 128.7(3) . . ?
C4 C5 C6 119.2(3) . . ?
C7 C6 C5 120.7(3) . . ?
C6 C7 C8 116.2(3) . . ?
N3 C8 C7 123.2(3) . . ?
N3 C8 N4 112.0(3) . . ?
C7 C8 N4 124.8(3) . . ?
C10 C9 N4 107.3(3) . . ?
C9 C10 C11 106.2(3) . . ?
N5 C11 C10 110.8(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.765
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.103
_database_code_depnum_ccdc_archive 'CCDC 1006054'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_g140320a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 Cl2 Cu2 N10 O8'
_chemical_formula_sum            'C22 H16 Cl2 Cu2 N10 O8'
_chemical_formula_weight         746.43

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'
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'
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'

_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                   7.9591(6)
_cell_length_b                   8.4441(5)
_cell_length_c                   9.9410(5)
_cell_angle_alpha                97.366(4)
_cell_angle_beta                 91.381(5)
_cell_angle_gamma                102.354(6)
_cell_volume                     646.34(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    1762
_cell_measurement_theta_min      3.9260
_cell_measurement_theta_max      29.6420

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             374
_exptl_absorpt_coefficient_mu    1.924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5133
_exptl_absorpt_correction_T_max  0.8613
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      240(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  'Xcalibur, Atlas, Gemini'
_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            4866
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0485
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2412
_reflns_number_gt                1983
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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)+(0.1000P)²+1.8934P] 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         2412
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0693
_refine_ls_wR_factor_ref         0.1924
_refine_ls_wR_factor_gt          0.1807
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_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
Cu1 Cu 0.17604(9) 0.47878(8) 0.37022(7) 0.0326(3) Uani 1 1 d . . .
Cl3 Cl 0.16307(19) 0.80130(18) 0.17891(15) 0.0367(4) Uani 1 1 d . . .
O1 O 0.0965(15) 0.6324(14) 0.1911(11) 0.0454(17) Uiso 0.50 1 d P A 1
O2 O 0.0780(15) 0.9183(13) 0.2507(13) 0.051(2) Uiso 0.50 1 d P A 1
O3 O 0.1546(17) 0.8229(14) 0.0393(12) 0.058(2) Uiso 0.50 1 d P A 1
O4 O 0.3410(17) 0.8581(15) 0.2370(11) 0.056(2) Uiso 0.50 1 d P A 1
O1A O 0.0808(15) 0.6522(14) 0.2293(11) 0.0454(17) Uiso 0.50 1 d P A 2
O2A O 0.127(3) 0.903(2) 0.312(2) 0.051(2) Uiso 0.25 1 d P A 2
O2B O 0.039(3) 0.897(3) 0.176(3) 0.051(2) Uiso 0.25 1 d P A 2
O3A O 0.067(3) 0.856(3) 0.084(2) 0.058(2) Uiso 0.25 1 d P A 2
O3B O 0.159(3) 0.755(3) 0.029(2) 0.058(2) Uiso 0.25 1 d P A 2
O4A O 0.3450(17) 0.8372(16) 0.1913(12) 0.056(2) Uiso 0.50 1 d P A 2
N1 N 0.0495(7) 0.6593(6) 0.6318(5) 0.0383(6) Uani 1 1 d . . .
N2 N 0.1677(7) 0.6312(6) 0.5420(5) 0.0383(6) Uani 1 1 d . A .
N3 N 0.4157(7) 0.6016(7) 0.3906(5) 0.0367(9) Uani 1 1 d . A .
N4 N 0.4568(8) 0.4358(7) 0.2033(6) 0.0502(8) Uani 1 1 d . . .
N5 N 0.2849(8) 0.3625(7) 0.2088(6) 0.0502(8) Uani 1 1 d . A .
C1 C 0.1283(8) 0.7930(8) 0.7215(6) 0.0383(6) Uani 1 1 d . A .
H1 H 0.0749 0.8412 0.7943 0.046 Uiso 1 1 calc R . .
C2 C 0.2938(8) 0.8459(8) 0.6906(6) 0.0383(6) Uani 1 1 d . . .
H2 H 0.3761 0.9341 0.7369 0.046 Uiso 1 1 calc R A .
C3 C 0.3156(8) 0.7422(8) 0.5765(6) 0.0383(6) Uani 1 1 d . A .
C4 C 0.4598(8) 0.7261(8) 0.4915(6) 0.0383(14) Uani 1 1 d . . .
C5 C 0.6243(9) 0.8182(9) 0.5068(7) 0.0479(17) Uani 1 1 d . A .
H5 H 0.6470 0.9012 0.5816 0.057 Uiso 1 1 calc R B 1
C6 C 0.746(2) 0.807(2) 0.4359(18) 0.043(5) Uiso 0.50 1 d P A 1
H6 H 0.8561 0.8762 0.4529 0.052 Uiso 0.50 1 calc PR A 1
C7 C 0.7042(18) 0.676(2) 0.3241(17) 0.031(4) Uiso 0.50 1 d P A 1
H7 H 0.7894 0.6593 0.2635 0.037 Uiso 0.50 1 calc PR A 1
C6A C 0.7418(18) 0.766(2) 0.4023(17) 0.031(4) Uiso 0.50 1 d P A 2
H6A H 0.8573 0.8234 0.4081 0.038 Uiso 0.50 1 calc PR A 2
C7A C 0.688(2) 0.633(2) 0.2943(16) 0.039(4) Uiso 0.50 1 d P A 2
H7A H 0.7596 0.5992 0.2276 0.047 Uiso 0.50 1 calc PR A 2
C8 C 0.5291(8) 0.5680(8) 0.3021(6) 0.0367(9) Uani 1 1 d . A .
C9 C 0.5280(10) 0.3592(9) 0.0974(7) 0.0502(8) Uani 1 1 d . A 1
H9 H 0.6435 0.3853 0.0741 0.060 Uiso 1 1 calc R A 1
C10 C 0.4046(10) 0.2413(9) 0.0336(7) 0.0502(8) Uani 1 1 d . A 1
H10 H 0.4162 0.1694 -0.0442 0.060 Uiso 1 1 calc R A 1
C11 C 0.2534(10) 0.2427(9) 0.1025(7) 0.0502(8) Uani 1 1 d . A 1
H11 H 0.1464 0.1709 0.0782 0.060 Uiso 1 1 calc R A 1


_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 1.918(5) 2_566 ?
Cu1 N3 1.959(5) . ?
Cu1 N2 2.014(5) . ?
Cu1 N5 2.078(5) . ?
Cu1 O1A 2.373(12) . ?
Cl3 O3A 1.38(2) . ?
Cl3 O2B 1.41(2) . ?
Cl3 O4A 1.414(13) . ?
Cl3 O3 1.424(12) . ?
Cl3 O1 1.433(12) . ?
Cl3 O2 1.439(10) . ?
Cl3 O1A 1.445(12) . ?
Cl3 O4 1.473(13) . ?
Cl3 O3B 1.49(2) . ?
Cl3 O2A 1.55(2) . ?
N1 N2 1.349(7) . ?
N1 C1 1.369(8) . ?
N1 Cu1 1.918(5) 2_566 ?
N2 C3 1.345(8) . ?
N3 C8 1.324(8) . ?
N3 C4 1.338(8) . ?
N4 C9 1.363(8) . ?
N4 N5 1.382(9) . ?
N4 C8 1.400(9) . ?
N5 C11 1.344(9) . ?
C1 C2 1.354(9) . ?
C1 H1 0.9400 . ?
C2 C3 1.380(8) . ?
C2 H2 0.9400 . ?
C3 C4 1.460(9) . ?
C4 C5 1.366(9) . ?
C5 C6 1.227(18) . ?
C5 C6A 1.502(17) . ?
C5 H5 0.9400 . ?
C6 C7 1.44(2) . ?
C6 H6 0.9400 . ?
C7 C8 1.489(16) . ?
C7 H7 0.9400 . ?
C6A C7A 1.43(2) . ?
C6A H6A 0.9400 . ?
C7A C8 1.277(17) . ?
C7A H7A 0.9400 . ?
C9 C10 1.322(11) . ?
C9 H9 0.9400 . ?
C10 C11 1.400(9) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?

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 172.1(2) 2_566 . ?
N1 Cu1 N2 99.0(2) 2_566 . ?
N3 Cu1 N2 79.7(2) . . ?
N1 Cu1 N5 102.3(2) 2_566 . ?
N3 Cu1 N5 78.3(2) . . ?
N2 Cu1 N5 157.8(3) . . ?
N1 Cu1 O1A 92.7(3) 2_566 . ?
N3 Cu1 O1A 95.2(3) . . ?
N2 Cu1 O1A 93.4(3) . . ?
N5 Cu1 O1A 91.8(3) . . ?
O3A Cl3 O2B 41.1(11) . . ?
O3A Cl3 O4A 124.7(11) . . ?
O2B Cl3 O4A 134.0(10) . . ?
O3A Cl3 O3 38.0(10) . . ?
O2B Cl3 O3 78.0(11) . . ?
O4A Cl3 O3 94.7(7) . . ?
O3A Cl3 O1 111.9(10) . . ?
O2B Cl3 O1 115.3(10) . . ?
O4A Cl3 O1 110.0(7) . . ?
O3 Cl3 O1 109.0(6) . . ?
O3A Cl3 O2 72.1(10) . . ?
O2B Cl3 O2 31.8(9) . . ?
O4A Cl3 O2 116.9(7) . . ?
O3 Cl3 O2 106.6(7) . . ?
O1 Cl3 O2 116.9(6) . . ?
O3A Cl3 O1A 116.2(11) . . ?
O2B Cl3 O1A 106.8(10) . . ?
O4A Cl3 O1A 114.6(7) . . ?
O3 Cl3 O1A 123.3(6) . . ?
O1 Cl3 O1A 17.1(6) . . ?
O2 Cl3 O1A 101.5(6) . . ?
O3A Cl3 O4 133.4(11) . . ?
O2B Cl3 O4 125.8(11) . . ?
O4A Cl3 O4 18.6(7) . . ?
O3 Cl3 O4 110.6(7) . . ?
O1 Cl3 O4 111.6(7) . . ?
O2 Cl3 O4 101.8(7) . . ?
O1A Cl3 O4 110.3(7) . . ?
O3A Cl3 O3B 54.6(14) . . ?
O2B Cl3 O3B 95.6(14) . . ?
O4A Cl3 O3B 93.0(11) . . ?
O3 Cl3 O3B 22.9(9) . . ?
O1 Cl3 O3B 88.4(10) . . ?
O2 Cl3 O3B 126.6(11) . . ?
O1A Cl3 O3B 104.2(10) . . ?
O4 Cl3 O3B 111.5(11) . . ?
O3A Cl3 O2A 101.1(13) . . ?
O2B Cl3 O2A 60.6(11) . . ?
O4A Cl3 O2A 99.2(10) . . ?
O3 Cl3 O2A 133.6(9) . . ?
O1 Cl3 O2A 107.2(9) . . ?
O2 Cl3 O2A 29.0(7) . . ?
O1A Cl3 O2A 90.1(9) . . ?
O4 Cl3 O2A 81.1(9) . . ?
O3B Cl3 O2A 155.3(12) . . ?
Cl3 O1A Cu1 134.0(7) . . ?
N2 N1 C1 106.4(5) . . ?
N2 N1 Cu1 123.4(4) . 2_566 ?
C1 N1 Cu1 130.2(4) . 2_566 ?
C3 N2 N1 108.8(5) . . ?
C3 N2 Cu1 113.8(4) . . ?
N1 N2 Cu1 137.3(4) . . ?
C8 N3 C4 120.7(6) . . ?
C8 N3 Cu1 120.7(5) . . ?
C4 N3 Cu1 118.5(4) . . ?
C9 N4 N5 110.6(6) . . ?
C9 N4 C8 131.1(6) . . ?
N5 N4 C8 118.4(5) . . ?
C11 N5 N4 104.7(5) . . ?
C11 N5 Cu1 144.6(6) . . ?
N4 N5 Cu1 110.7(4) . . ?
C2 C1 N1 110.5(6) . . ?
C2 C1 H1 124.8 . . ?
N1 C1 H1 124.8 . . ?
C1 C2 C3 105.0(6) . . ?
C1 C2 H2 127.5 . . ?
C3 C2 H2 127.5 . . ?
N2 C3 C2 109.3(6) . . ?
N2 C3 C4 116.0(5) . . ?
C2 C3 C4 134.7(6) . . ?
N3 C4 C5 120.3(6) . . ?
N3 C4 C3 111.7(5) . . ?
C5 C4 C3 127.9(6) . . ?
C6 C5 C4 128.7(11) . . ?
C6 C5 C6A 14.8(10) . . ?
C4 C5 C6A 114.0(9) . . ?
C6 C5 H5 115.7 . . ?
C4 C5 H5 115.7 . . ?
C6A C5 H5 130.3 . . ?
C5 C6 C7 113.1(14) . . ?
C5 C6 H6 123.5 . . ?
C7 C6 H6 123.5 . . ?
C6 C7 C8 121.7(12) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C7A C6A C5 123.8(12) . . ?
C7A C6A H6A 118.1 . . ?
C5 C6A H6A 118.1 . . ?
C8 C7A C6A 109.9(13) . . ?
C8 C7A H7A 125.1 . . ?
C6A C7A H7A 125.1 . . ?
C7A C8 N3 131.2(10) . . ?
C7A C8 N4 116.9(10) . . ?
N3 C8 N4 111.9(6) . . ?
C7A C8 C7 15.8(9) . . ?
N3 C8 C7 115.5(8) . . ?
N4 C8 C7 132.6(8) . . ?
C10 C9 N4 107.3(7) . . ?
C10 C9 H9 126.4 . . ?
N4 C9 H9 126.4 . . ?
C9 C10 C11 107.9(7) . . ?
C9 C10 H10 126.0 . . ?
C11 C10 H10 126.0 . . ?
N5 C11 C10 109.6(7) . . ?
N5 C11 H11 125.2 . . ?
C10 C11 H11 125.2 . . ?

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
O3A Cl3 O1A Cu1 172.6(13) . . . . ?
O2B Cl3 O1A Cu1 -144.1(13) . . . . ?
O4A Cl3 O1A Cu1 15.3(11) . . . . ?
O3 Cl3 O1A Cu1 129.4(9) . . . . ?
O1 Cl3 O1A Cu1 93(3) . . . . ?
O2 Cl3 O1A Cu1 -111.7(9) . . . . ?
O4 Cl3 O1A Cu1 -4.4(10) . . . . ?
O3B Cl3 O1A Cu1 115.4(12) . . . . ?
O2A Cl3 O1A Cu1 -84.9(11) . . . . ?
N1 Cu1 O1A Cl3 176.5(8) 2_566 . . . ?
N3 Cu1 O1A Cl3 -2.7(8) . . . . ?
N2 Cu1 O1A Cl3 77.3(8) . . . . ?
N5 Cu1 O1A Cl3 -81.1(8) . . . . ?
C1 N1 N2 C3 1.0(7) . . . . ?
Cu1 N1 N2 C3 -175.5(4) 2_566 . . . ?
C1 N1 N2 Cu1 -175.1(5) . . . . ?
Cu1 N1 N2 Cu1 8.3(9) 2_566 . . . ?
N1 Cu1 N2 C3 176.9(4) 2_566 . . . ?
N3 Cu1 N2 C3 4.9(4) . . . . ?
N5 Cu1 N2 C3 13.4(9) . . . . ?
O1A Cu1 N2 C3 -89.8(5) . . . . ?
N1 Cu1 N2 N1 -7.0(7) 2_566 . . . ?
N3 Cu1 N2 N1 -179.1(7) . . . . ?
N5 Cu1 N2 N1 -170.5(6) . . . . ?
O1A Cu1 N2 N1 86.2(7) . . . . ?
N1 Cu1 N3 C8 97.8(15) 2_566 . . . ?
N2 Cu1 N3 C8 179.1(5) . . . . ?
N5 Cu1 N3 C8 2.4(4) . . . . ?
O1A Cu1 N3 C8 -88.3(5) . . . . ?
N1 Cu1 N3 C4 -85.9(15) 2_566 . . . ?
N2 Cu1 N3 C4 -4.6(4) . . . . ?
N5 Cu1 N3 C4 178.7(5) . . . . ?
O1A Cu1 N3 C4 88.0(5) . . . . ?
C9 N4 N5 C11 -1.3(7) . . . . ?
C8 N4 N5 C11 179.6(6) . . . . ?
C9 N4 N5 Cu1 179.9(4) . . . . ?
C8 N4 N5 Cu1 0.9(7) . . . . ?
N1 Cu1 N5 C11 8.5(9) 2_566 . . . ?
N3 Cu1 N5 C11 -179.6(9) . . . . ?
N2 Cu1 N5 C11 171.8(7) . . . . ?
O1A Cu1 N5 C11 -84.6(9) . . . . ?
N1 Cu1 N5 N4 -173.5(4) 2_566 . . . ?
N3 Cu1 N5 N4 -1.6(4) . . . . ?
N2 Cu1 N5 N4 -10.2(8) . . . . ?
O1A Cu1 N5 N4 93.4(5) . . . . ?
N2 N1 C1 C2 -1.3(7) . . . . ?
Cu1 N1 C1 C2 174.9(4) 2_566 . . . ?
N1 C1 C2 C3 1.0(7) . . . . ?
N1 N2 C3 C2 -0.4(7) . . . . ?
Cu1 N2 C3 C2 176.7(4) . . . . ?
N1 N2 C3 C4 178.2(5) . . . . ?
Cu1 N2 C3 C4 -4.7(7) . . . . ?
C1 C2 C3 N2 -0.4(7) . . . . ?
C1 C2 C3 C4 -178.6(7) . . . . ?
C8 N3 C4 C5 -1.7(9) . . . . ?
Cu1 N3 C4 C5 -178.0(4) . . . . ?
C8 N3 C4 C3 179.6(5) . . . . ?
Cu1 N3 C4 C3 3.3(7) . . . . ?
N2 C3 C4 N3 1.1(8) . . . . ?
C2 C3 C4 N3 179.2(7) . . . . ?
N2 C3 C4 C5 -177.5(6) . . . . ?
C2 C3 C4 C5 0.6(12) . . . . ?
N3 C4 C5 C6 2.0(14) . . . . ?
C3 C4 C5 C6 -179.5(11) . . . . ?
N3 C4 C5 C6A 0.3(10) . . . . ?
C3 C4 C5 C6A 178.7(8) . . . . ?
C4 C5 C6 C7 -0.7(19) . . . . ?
C6A C5 C6 C7 6(3) . . . . ?
C5 C6 C7 C8 -0.8(19) . . . . ?
C6 C5 C6A C7A -174(5) . . . . ?
C4 C5 C6A C7A 0.9(15) . . . . ?
C5 C6A C7A C8 -0.5(18) . . . . ?
C6A C7A C8 N3 -1.1(18) . . . . ?
C6A C7A C8 N4 -179.9(9) . . . . ?
C6A C7A C8 C7 6(3) . . . . ?
C4 N3 C8 C7A 2.3(13) . . . . ?
Cu1 N3 C8 C7A 178.6(10) . . . . ?
C4 N3 C8 N4 -178.8(5) . . . . ?
Cu1 N3 C8 N4 -2.6(7) . . . . ?
C4 N3 C8 C7 0.3(9) . . . . ?
Cu1 N3 C8 C7 176.5(6) . . . . ?
C9 N4 C8 C7A 1.1(13) . . . . ?
N5 N4 C8 C7A 180.0(9) . . . . ?
C9 N4 C8 N3 -177.9(6) . . . . ?
N5 N4 C8 N3 1.0(8) . . . . ?
C9 N4 C8 C7 3.2(13) . . . . ?
N5 N4 C8 C7 -177.9(9) . . . . ?
C6 C7 C8 C7A -173(5) . . . . ?
C6 C7 C8 N3 1.0(15) . . . . ?
C6 C7 C8 N4 179.9(10) . . . . ?
N5 N4 C9 C10 1.4(8) . . . . ?
C8 N4 C9 C10 -179.7(7) . . . . ?
N4 C9 C10 C11 -0.9(8) . . . . ?
N4 N5 C11 C10 0.7(8) . . . . ?
Cu1 N5 C11 C10 178.7(6) . . . . ?
C9 C10 C11 N5 0.2(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.900
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.132
_database_code_depnum_ccdc_archive 'CCDC 1006055'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_g140224b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 Cu2 N10 O4 S, 2(C H4 O)'
_chemical_formula_sum            'C24 H24 Cu2 N10 O6 S'
_chemical_formula_weight         707.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   10.6914(3)
_cell_length_b                   16.1312(3)
_cell_length_c                   15.9990(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.456(2)
_cell_angle_gamma                90.00
_cell_volume                     2683.50(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    5047
_cell_measurement_theta_min      3.9190
_cell_measurement_theta_max      73.0620

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    3.225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6101
_exptl_absorpt_correction_T_max  0.8818
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_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            11791
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.95
_diffrn_reflns_theta_max         73.31
_reflns_number_total             5239
_reflns_number_gt                4410
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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)+(0.0634P)²+0.7258P] 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         5239
_refine_ls_number_parameters     412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.1058
_refine_ls_wR_factor_gt          0.0986
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 0.50542(4) 0.85203(2) 0.81877(2) 0.03328(12) Uani 1 1 d . . .
Cu2 Cu 0.39287(4) 1.00778(2) 0.65053(2) 0.03399(12) Uani 1 1 d . . .
S1 S 0.18994(6) 0.90605(4) 0.74561(4) 0.03564(15) Uani 1 1 d . . .
O1 O 0.3037(2) 0.87537(16) 0.80845(16) 0.0549(6) Uani 1 1 d . A .
O2 O 0.2232(2) 0.97899(14) 0.69900(16) 0.0530(5) Uani 1 1 d . A .
O5 O 0.9566(3) 0.06097(15) 0.81664(16) 0.0618(6) Uani 1 1 d . . .
H5 H 1.0036 0.0252 0.8026 0.093 Uiso 1 1 calc R . .
O6 O 0.1106(3) 0.19801(16) 0.2617(2) 0.0757(8) Uani 1 1 d . . .
H6 H 0.0473 0.1696 0.2653 0.114 Uiso 1 1 calc R . .
N1 N 0.5069(2) 1.03525(14) 0.76115(15) 0.0379(5) Uani 1 1 d . . .
N2 N 0.5380(2) 0.97402(13) 0.81896(14) 0.0363(5) Uani 1 1 d . . .
N3 N 0.5912(2) 0.87035(14) 0.94064(14) 0.0350(4) Uani 1 1 d . . .
N4 N 0.5670(2) 0.73177(14) 0.95464(14) 0.0353(5) Uani 1 1 d . . .
N5 N 0.5164(2) 0.73357(14) 0.86769(14) 0.0374(5) Uani 1 1 d . . .
N6 N 0.4955(2) 0.83009(13) 0.69731(14) 0.0357(5) Uani 1 1 d . . .
N7 N 0.4454(2) 0.88982(13) 0.64120(14) 0.0340(4) Uani 1 1 d . . .
N8 N 0.3431(2) 0.99013(13) 0.52455(14) 0.0342(4) Uani 1 1 d . . .
N9 N 0.2865(2) 1.12589(14) 0.51849(14) 0.0371(5) Uani 1 1 d . . .
N10 N 0.3325(2) 1.12457(14) 0.60582(15) 0.0382(5) Uani 1 1 d . . .
C1 C 0.5524(3) 1.10681(17) 0.80094(19) 0.0430(6) Uani 1 1 d . . .
H1 H 0.5446 1.1593 0.7748 0.052 Uiso 1 1 calc R . .
C2 C 0.6122(3) 1.09115(18) 0.8858(2) 0.0447(6) Uani 1 1 d . . .
H2 H 0.6524 1.1294 0.9278 0.054 Uiso 1 1 calc R . .
C3 C 0.5996(3) 1.00642(16) 0.89491(18) 0.0370(5) Uani 1 1 d . . .
C4 C 0.6314(3) 0.94776(16) 0.96627(17) 0.0374(5) Uani 1 1 d . . .
C5 C 0.6919(3) 0.96254(19) 1.05129(19) 0.0432(6) Uani 1 1 d . . .
H5A H 0.7197 1.0161 1.0700 0.052 Uiso 1 1 calc R . .
C6 C 0.7105(3) 0.89626(19) 1.10827(19) 0.0462(7) Uani 1 1 d . . .
H6A H 0.7494 0.9057 1.1665 0.055 Uiso 1 1 calc R . .
C7 C 0.6729(3) 0.81649(19) 1.08141(18) 0.0418(6) Uani 1 1 d . . .
H7 H 0.6878 0.7712 1.1194 0.050 Uiso 1 1 calc R . .
C8 C 0.6123(2) 0.80717(16) 0.99535(17) 0.0348(5) Uani 1 1 d . . .
C9 C 0.5563(3) 0.65481(17) 0.98743(18) 0.0396(6) Uani 1 1 d . . .
H9 H 0.5827 0.6387 1.0453 0.048 Uiso 1 1 calc R . .
C10 C 0.4994(3) 0.60581(17) 0.9196(2) 0.0429(6) Uani 1 1 d . . .
H10 H 0.4800 0.5491 0.9213 0.052 Uiso 1 1 calc R . .
C11 C 0.4758(3) 0.65708(17) 0.84693(18) 0.0405(6) Uani 1 1 d . . .
H11 H 0.4365 0.6395 0.7910 0.049 Uiso 1 1 calc R . .
C12 C 0.5068(3) 0.76098(17) 0.65184(19) 0.0410(6) Uani 1 1 d . . .
H12 H 0.5397 0.7100 0.6758 0.049 Uiso 1 1 calc R . .
C13 C 0.4631(3) 0.77633(17) 0.56500(18) 0.0412(6) Uani 1 1 d . . .
H13 H 0.4603 0.7395 0.5191 0.049 Uiso 1 1 calc R . .
C14 C 0.4242(3) 0.85844(16) 0.56094(16) 0.0342(5) Uani 1 1 d . . .
C15 C 0.3650(3) 0.91566(16) 0.49227(17) 0.0351(5) Uani 1 1 d . . .
C16 C 0.3312(3) 0.90243(18) 0.40482(18) 0.0404(6) Uani 1 1 d . . .
H16 H 0.3469 0.8509 0.3818 0.049 Uiso 1 1 calc R . .
C17 C 0.2737(3) 0.9661(2) 0.35120(18) 0.0452(6) Uani 1 1 d . . .
H17 H 0.2482 0.9571 0.2916 0.054 Uiso 1 1 calc R . .
C18 C 0.2534(3) 1.04340(18) 0.38478(18) 0.0426(6) Uani 1 1 d . . .
H18 H 0.2152 1.0874 0.3494 0.051 Uiso 1 1 calc R . .
C19 C 0.2926(3) 1.05170(16) 0.47283(17) 0.0354(5) Uani 1 1 d . . .
C20 C 0.2438(3) 1.20252(18) 0.49081(19) 0.0444(6) Uani 1 1 d . . .
H20 H 0.2082 1.2183 0.4337 0.053 Uiso 1 1 calc R . .
C21 C 0.2621(3) 1.25213(18) 0.5612(2) 0.0485(7) Uani 1 1 d . . .
H21 H 0.2420 1.3088 0.5626 0.058 Uiso 1 1 calc R . .
C22 C 0.3172(3) 1.20153(17) 0.63124(19) 0.0432(6) Uani 1 1 d . . .
H22 H 0.3404 1.2196 0.6886 0.052 Uiso 1 1 calc R . .
C23 C 0.9544(4) 0.0504(3) 0.9027(3) 0.0629(9) Uani 1 1 d . . .
H23A H 1.0414 0.0534 0.9379 0.094 Uiso 1 1 calc R . .
H23B H 0.9177 -0.0033 0.9103 0.094 Uiso 1 1 calc R . .
H23C H 0.9026 0.0937 0.9199 0.094 Uiso 1 1 calc R . .
C24 C 0.1537(4) 0.1737(3) 0.1895(3) 0.0755(12) Uani 1 1 d . . .
H24A H 0.2214 0.2108 0.1816 0.113 Uiso 1 1 calc R . .
H24B H 0.0828 0.1757 0.1391 0.113 Uiso 1 1 calc R . .
H24C H 0.1869 0.1175 0.1976 0.113 Uiso 1 1 calc R . .
O3 O 0.113(4) 0.943(3) 0.8055(14) 0.050(4) Uani 0.35(11) 1 d P A 1
O3A O 0.090(2) 0.9252(18) 0.788(3) 0.049(5) Uani 0.65(11) 1 d P A 2
O4 O 0.117(4) 0.8433(9) 0.6903(7) 0.075(6) Uani 0.71(9) 1 d P A 1
O4A O 0.167(4) 0.8383(10) 0.6789(19) 0.044(7) Uani 0.29(9) 1 d P A 2


_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 N6 1.954(2) . ?
Cu1 N3 1.974(2) . ?
Cu1 N2 1.998(2) . ?
Cu1 N5 2.058(2) . ?
Cu1 O1 2.158(2) . ?
Cu2 N1 1.952(2) . ?
Cu2 N8 1.982(2) . ?
Cu2 N7 2.000(2) . ?
Cu2 N10 2.065(2) . ?
Cu2 O2 2.182(2) . ?
S1 O3A 1.431(19) . ?
S1 O4 1.448(10) . ?
S1 O1 1.472(2) . ?
S1 O2 1.480(2) . ?
S1 O4A 1.51(2) . ?
S1 O3 1.52(2) . ?
O5 C23 1.394(4) . ?
O5 H5 0.8300 . ?
O6 C24 1.396(6) . ?
O6 H6 0.8300 . ?
N1 N2 1.341(3) . ?
N1 C1 1.353(4) . ?
N2 C3 1.346(3) . ?
N3 C8 1.328(4) . ?
N3 C4 1.353(3) . ?
N4 C9 1.363(4) . ?
N4 N5 1.371(3) . ?
N4 C8 1.411(3) . ?
N5 C11 1.324(4) . ?
N6 N7 1.340(3) . ?
N6 C12 1.352(3) . ?
N7 C14 1.349(3) . ?
N8 C19 1.325(4) . ?
N8 C15 1.349(3) . ?
N9 C20 1.356(4) . ?
N9 N10 1.369(3) . ?
N9 C19 1.411(3) . ?
N10 C22 1.328(4) . ?
C1 C2 1.382(4) . ?
C1 H1 0.9400 . ?
C2 C3 1.385(4) . ?
C2 H2 0.9400 . ?
C3 C4 1.461(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.389(5) . ?
C5 H5A 0.9400 . ?
C6 C7 1.386(4) . ?
C6 H6A 0.9400 . ?
C7 C8 1.387(4) . ?
C7 H7 0.9400 . ?
C9 C10 1.365(4) . ?
C9 H9 0.9400 . ?
C10 C11 1.401(4) . ?
C10 H10 0.9400 . ?
C11 H11 0.9400 . ?
C12 C13 1.381(4) . ?
C12 H12 0.9400 . ?
C13 C14 1.385(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.461(4) . ?
C15 C16 1.378(4) . ?
C16 C17 1.387(4) . ?
C16 H16 0.9400 . ?
C17 C18 1.394(4) . ?
C17 H17 0.9400 . ?
C18 C19 1.380(4) . ?
C18 H18 0.9400 . ?
C20 C21 1.358(4) . ?
C20 H20 0.9400 . ?
C21 C22 1.401(4) . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?

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
N6 Cu1 N3 156.18(10) . . ?
N6 Cu1 N2 98.58(9) . . ?
N3 Cu1 N2 79.07(9) . . ?
N6 Cu1 N5 101.25(9) . . ?
N3 Cu1 N5 77.94(9) . . ?
N2 Cu1 N5 156.83(9) . . ?
N6 Cu1 O1 97.66(10) . . ?
N3 Cu1 O1 106.00(10) . . ?
N2 Cu1 O1 89.94(10) . . ?
N5 Cu1 O1 99.13(9) . . ?
N1 Cu2 N8 156.62(10) . . ?
N1 Cu2 N7 99.02(9) . . ?
N8 Cu2 N7 78.51(9) . . ?
N1 Cu2 N10 100.72(9) . . ?
N8 Cu2 N10 77.91(9) . . ?
N7 Cu2 N10 155.95(9) . . ?
N1 Cu2 O2 96.97(10) . . ?
N8 Cu2 O2 106.40(10) . . ?
N7 Cu2 O2 95.46(9) . . ?
N10 Cu2 O2 95.66(9) . . ?
O3A S1 O4 95(3) . . ?
O3A S1 O1 109.9(13) . . ?
O4 S1 O1 115.1(13) . . ?
O3A S1 O2 111.2(7) . . ?
O4 S1 O2 114.0(5) . . ?
O1 S1 O2 110.75(14) . . ?
O3A S1 O4A 118(3) . . ?
O4 S1 O4A 23.8(5) . . ?
O1 S1 O4A 102.3(7) . . ?
O2 S1 O4A 103.8(15) . . ?
O3A S1 O3 16.4(7) . . ?
O4 S1 O3 111(3) . . ?
O1 S1 O3 100.5(11) . . ?
O2 S1 O3 103.8(17) . . ?
O4A S1 O3 135(3) . . ?
S1 O1 Cu1 139.77(14) . . ?
S1 O2 Cu2 131.71(13) . . ?
C23 O5 H5 109.5 . . ?
C24 O6 H6 109.5 . . ?
N2 N1 C1 107.4(2) . . ?
N2 N1 Cu2 117.42(17) . . ?
C1 N1 Cu2 134.5(2) . . ?
N1 N2 C3 109.1(2) . . ?
N1 N2 Cu1 135.16(18) . . ?
C3 N2 Cu1 115.62(18) . . ?
C8 N3 C4 121.0(2) . . ?
C8 N3 Cu1 120.31(18) . . ?
C4 N3 Cu1 118.64(18) . . ?
C9 N4 N5 111.2(2) . . ?
C9 N4 C8 131.2(2) . . ?
N5 N4 C8 117.5(2) . . ?
C11 N5 N4 105.3(2) . . ?
C11 N5 Cu1 141.56(19) . . ?
N4 N5 Cu1 112.32(16) . . ?
N7 N6 C12 107.7(2) . . ?
N7 N6 Cu1 117.18(16) . . ?
C12 N6 Cu1 133.92(19) . . ?
N6 N7 C14 108.7(2) . . ?
N6 N7 Cu2 135.18(17) . . ?
C14 N7 Cu2 116.10(18) . . ?
C19 N8 C15 120.7(2) . . ?
C19 N8 Cu2 120.09(18) . . ?
C15 N8 Cu2 119.20(18) . . ?
C20 N9 N10 111.2(2) . . ?
C20 N9 C19 131.0(2) . . ?
N10 N9 C19 117.8(2) . . ?
C22 N10 N9 104.9(2) . . ?
C22 N10 Cu2 142.9(2) . . ?
N9 N10 Cu2 112.13(16) . . ?
N1 C1 C2 109.9(2) . . ?
N1 C1 H1 125.1 . . ?
C2 C1 H1 125.1 . . ?
C1 C2 C3 104.5(2) . . ?
C1 C2 H2 127.8 . . ?
C3 C2 H2 127.8 . . ?
N2 C3 C2 109.1(3) . . ?
N2 C3 C4 115.5(2) . . ?
C2 C3 C4 135.4(3) . . ?
N3 C4 C5 120.0(3) . . ?
N3 C4 C3 111.2(2) . . ?
C5 C4 C3 128.8(3) . . ?
C4 C5 C6 118.4(3) . . ?
C4 C5 H5A 120.8 . . ?
C6 C5 H5A 120.8 . . ?
C7 C6 C5 121.6(3) . . ?
C7 C6 H6A 119.2 . . ?
C5 C6 H6A 119.2 . . ?
C6 C7 C8 116.3(3) . . ?
C6 C7 H7 121.8 . . ?
C8 C7 H7 121.8 . . ?
N3 C8 C7 122.7(2) . . ?
N3 C8 N4 111.7(2) . . ?
C7 C8 N4 125.6(3) . . ?
N4 C9 C10 106.5(2) . . ?
N4 C9 H9 126.8 . . ?
C10 C9 H9 126.8 . . ?
C9 C10 C11 106.2(2) . . ?
C9 C10 H10 126.9 . . ?
C11 C10 H10 126.9 . . ?
N5 C11 C10 110.9(2) . . ?
N5 C11 H11 124.6 . . ?
C10 C11 H11 124.6 . . ?
N6 C12 C13 110.0(2) . . ?
N6 C12 H12 125.0 . . ?
C13 C12 H12 125.0 . . ?
C12 C13 C14 104.3(2) . . ?
C12 C13 H13 127.9 . . ?
C14 C13 H13 127.9 . . ?
N7 C14 C13 109.4(2) . . ?
N7 C14 C15 115.2(2) . . ?
C13 C14 C15 135.4(2) . . ?
N8 C15 C16 119.9(3) . . ?
N8 C15 C14 111.0(2) . . ?
C16 C15 C14 129.1(2) . . ?
C15 C16 C17 119.1(3) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 116.3(3) . . ?
C19 C18 H18 121.9 . . ?
C17 C18 H18 121.9 . . ?
N8 C19 C18 123.2(2) . . ?
N8 C19 N9 111.9(2) . . ?
C18 C19 N9 124.8(2) . . ?
N9 C20 C21 107.1(3) . . ?
N9 C20 H20 126.5 . . ?
C21 C20 H20 126.5 . . ?
C20 C21 C22 105.8(3) . . ?
C20 C21 H21 127.1 . . ?
C22 C21 H21 127.1 . . ?
N10 C22 C21 111.0(3) . . ?
N10 C22 H22 124.5 . . ?
C21 C22 H22 124.5 . . ?
O5 C23 H23A 109.5 . . ?
O5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O6 C24 H24A 109.5 . . ?
O6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        73.31
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.741
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.070
_database_code_depnum_ccdc_archive 'CCDC 1006056'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_t

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H9 Cl2 Cu N5'
_chemical_formula_sum            'C11 H9 Cl2 Cu N5'
_chemical_formula_weight         345.67

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'
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/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.4435(9)
_cell_length_b                   8.0268(7)
_cell_length_c                   15.2314(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.370(8)
_cell_angle_gamma                90.00
_cell_volume                     1271.21(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    2342
_cell_measurement_theta_min      3.3660
_cell_measurement_theta_max      27.9890

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.806
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             692
_exptl_absorpt_coefficient_mu    2.129
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5676
_exptl_absorpt_correction_T_max  0.8153
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(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  'Xcalibur, Atlas, Gemini'
_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            5872
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2361
_reflns_number_gt                1895
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_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)+(0.0682P)²+12.7647P] 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         2361
_refine_ls_number_parameters     176
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.1996
_refine_ls_wR_factor_gt          0.1907
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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
Cu1 Cu 0.72176(10) 0.58710(14) 0.11738(6) 0.0372(4) Uani 1 1 d . . .
Cl1 Cl 0.84214(18) 0.8550(2) 0.12652(12) 0.0296(5) Uani 1 1 d . . .
Cl2 Cl 0.6527(2) 0.5384(3) 0.25295(12) 0.0367(5) Uani 1 1 d . . .
N5 N 0.5633(7) 0.6996(9) 0.0516(5) 0.0357(16) Uani 1 1 d . . .
C11 C 0.4652(8) 0.7994(10) 0.0668(6) 0.0350(19) Uani 1 1 d . . .
H11 H 0.4445 0.8315 0.1231 0.042 Uiso 1 1 calc R . .
N3 N 0.7370(6) 0.5209(9) -0.0071(4) 0.0324(15) Uani 1 1 d . . .
C3 C 0.9013(7) 0.3569(10) 0.0531(5) 0.0290(17) Uani 1 1 d . . .
N1 N 0.8708(7) 0.4222(9) 0.1299(5) 0.0398(17) Uani 1 1 d . . .
C10 C 0.3976(10) 0.8497(12) -0.0120(7) 0.050(2) Uani 1 1 d . . .
H10 H 0.3247 0.9189 -0.0183 0.060 Uiso 1 1 calc R . .
C9 C 0.4581(9) 0.7786(11) -0.0778(6) 0.044(2) Uani 1 1 d . . .
H9 H 0.4354 0.7900 -0.1387 0.053 Uiso 1 1 calc R . .
N4 N 0.5601(7) 0.6859(10) -0.0378(5) 0.0456(19) Uani 1 1 d . . .
C8 C 0.6548(8) 0.5831(10) -0.0716(6) 0.0350(19) Uani 1 1 d . . .
C7 C 0.6654(8) 0.5465(11) -0.1594(5) 0.038(2) Uani 1 1 d . . .
H7 H 0.6105 0.5951 -0.2047 0.046 Uiso 1 1 calc R . .
C6 C 0.7606(8) 0.4349(11) -0.1773(6) 0.040(2) Uani 1 1 d . . .
H6 H 0.7698 0.4052 -0.2361 0.049 Uiso 1 1 calc R . .
C5 C 0.8422(9) 0.3665(11) -0.1101(6) 0.039(2) Uani 1 1 d . . .
H5 H 0.9064 0.2903 -0.1227 0.047 Uiso 1 1 calc R . .
C4 C 0.8281(8) 0.4112(11) -0.0259(6) 0.0366(19) Uani 1 1 d . . .
C2 C 1.0035(9) 0.2475(12) 0.0680(6) 0.046(2) Uani 1 1 d . . .
H2 H 1.0418 0.1852 0.0252 0.055 Uiso 1 1 calc R . .
C1 C 1.0376(9) 0.2474(12) 0.1563(6) 0.045(2) Uani 1 1 d . . .
H1 H 1.1050 0.1868 0.1865 0.054 Uiso 1 1 calc R . .
N2 N 0.9543(9) 0.3531(11) 0.1923(5) 0.052(2) Uani 1 1 d D . .
H2A H 0.964(9) 0.387(11) 0.246(2) 0.04(3) Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 1.990(7) . ?
Cu1 N1 2.038(8) . ?
Cu1 N5 2.061(7) . ?
Cu1 Cl2 2.284(2) . ?
Cu1 Cl1 2.488(2) . ?
N5 C11 1.338(11) . ?
N5 N4 1.364(10) . ?
C11 C10 1.393(13) . ?
C11 H11 0.9400 . ?
N3 C8 1.339(10) . ?
N3 C4 1.347(11) . ?
C3 N1 1.346(10) . ?
C3 C2 1.384(12) . ?
C3 C4 1.432(11) . ?
N1 N2 1.349(10) . ?
C10 C9 1.359(14) . ?
C10 H10 0.9400 . ?
C9 N4 1.392(12) . ?
C9 H9 0.9400 . ?
N4 C8 1.420(12) . ?
C8 C7 1.384(12) . ?
C7 C6 1.384(13) . ?
C7 H7 0.9400 . ?
C6 C5 1.383(12) . ?
C6 H6 0.9400 . ?
C5 C4 1.354(12) . ?
C5 H5 0.9400 . ?
C2 C1 1.358(13) . ?
C2 H2 0.9400 . ?
C1 N2 1.367(13) . ?
C1 H1 0.9400 . ?
N2 H2A 0.864(10) . ?

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
N3 Cu1 N1 77.7(3) . . ?
N3 Cu1 N5 77.7(3) . . ?
N1 Cu1 N5 154.3(3) . . ?
N3 Cu1 Cl2 151.2(2) . . ?
N1 Cu1 Cl2 96.2(2) . . ?
N5 Cu1 Cl2 102.0(2) . . ?
N3 Cu1 Cl1 101.48(19) . . ?
N1 Cu1 Cl1 100.3(2) . . ?
N5 Cu1 Cl1 91.55(19) . . ?
Cl2 Cu1 Cl1 107.34(8) . . ?
C11 N5 N4 105.9(7) . . ?
C11 N5 Cu1 140.5(6) . . ?
N4 N5 Cu1 113.2(6) . . ?
N5 C11 C10 111.0(8) . . ?
N5 C11 H11 124.5 . . ?
C10 C11 H11 124.5 . . ?
C8 N3 C4 120.4(7) . . ?
C8 N3 Cu1 119.7(6) . . ?
C4 N3 Cu1 119.9(5) . . ?
N1 C3 C2 110.3(7) . . ?
N1 C3 C4 117.4(8) . . ?
C2 C3 C4 132.3(8) . . ?
C3 N1 N2 105.2(8) . . ?
C3 N1 Cu1 114.4(5) . . ?
N2 N1 Cu1 140.4(6) . . ?
C9 C10 C11 106.3(9) . . ?
C9 C10 H10 126.9 . . ?
C11 C10 H10 126.9 . . ?
C10 C9 N4 107.0(8) . . ?
C10 C9 H9 126.5 . . ?
N4 C9 H9 126.5 . . ?
N5 N4 C9 109.8(8) . . ?
N5 N4 C8 117.1(7) . . ?
C9 N4 C8 133.1(8) . . ?
N3 C8 C7 121.7(8) . . ?
N3 C8 N4 111.8(7) . . ?
C7 C8 N4 126.5(8) . . ?
C6 C7 C8 116.9(8) . . ?
C6 C7 H7 121.6 . . ?
C8 C7 H7 121.6 . . ?
C5 C6 C7 121.0(8) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C4 C5 C6 118.8(9) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
N3 C4 C5 121.1(8) . . ?
N3 C4 C3 110.6(7) . . ?
C5 C4 C3 128.3(9) . . ?
C1 C2 C3 106.8(8) . . ?
C1 C2 H2 126.6 . . ?
C3 C2 H2 126.6 . . ?
C2 C1 N2 106.2(8) . . ?
C2 C1 H1 126.9 . . ?
N2 C1 H1 126.9 . . ?
N1 N2 C1 111.5(8) . . ?
N1 N2 H2A 124(7) . . ?
C1 N2 H2A 124(7) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.876
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.150
_database_code_depnum_ccdc_archive 'CCDC 1006057'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_t

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 Cu3 I3 N10'
_chemical_formula_sum            'C22 H16 Cu3 I3 N10'
_chemical_formula_weight         991.77

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   16.170(5)
_cell_length_b                   10.516(3)
_cell_length_c                   16.232(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.588(8)
_cell_angle_gamma                90.00
_cell_volume                     2616.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9536
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.40

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1856
_exptl_absorpt_coefficient_mu    5.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4474
_exptl_absorpt_correction_T_max  0.7956
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_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  'Bruker APEX-II CCD'
_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            20917
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2423
_reflns_number_gt                2051
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0568P)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         2423
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0863
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
I1 I 0.12797(2) 1.23424(3) 0.350668(19) 0.03922(14) Uani 1 1 d . . .
I2 I 0.0000 1.59462(4) 0.2500 0.03646(15) Uani 1 2 d S . .
Cu1 Cu 0.11191(3) 0.94796(5) 0.33571(3) 0.02844(16) Uani 1 1 d . . .
Cu2 Cu 0.0000 1.35502(8) 0.2500 0.0423(2) Uani 1 2 d S . .
N1 N -0.0887(2) 0.9125(3) 0.2868(2) 0.0274(8) Uani 1 1 d . . .
N2 N -0.0071(2) 0.9180(3) 0.3427(2) 0.0274(8) Uani 1 1 d . . .
N3 N 0.1405(2) 0.9066(3) 0.4596(2) 0.0275(8) Uani 1 1 d . . .
N4 N 0.2804(2) 0.9442(4) 0.4666(2) 0.0314(8) Uani 1 1 d . . .
N5 N 0.2464(2) 0.9540(4) 0.3776(2) 0.0308(8) Uani 1 1 d . . .
C1 C -0.1405(3) 0.8649(4) 0.3289(3) 0.0329(10) Uani 1 1 d . . .
H1 H -0.2001 0.8513 0.3041 0.039 Uiso 1 1 calc R . .
C2 C -0.0935(3) 0.8387(4) 0.4138(3) 0.0317(10) Uani 1 1 d . . .
H2 H -0.1138 0.8060 0.4570 0.038 Uiso 1 1 calc R . .
C3 C -0.0090(3) 0.8723(4) 0.4199(3) 0.0266(9) Uani 1 1 d . . .
C4 C 0.0750(3) 0.8693(4) 0.4893(3) 0.0282(9) Uani 1 1 d . . .
C5 C 0.0939(3) 0.8339(4) 0.5753(3) 0.0332(10) Uani 1 1 d . . .
H5 H 0.0498 0.8072 0.5966 0.040 Uiso 1 1 calc R . .
C6 C 0.1791(3) 0.8388(4) 0.6289(3) 0.0347(10) Uani 1 1 d . . .
H6 H 0.1922 0.8165 0.6871 0.042 Uiso 1 1 calc R . .
C7 C 0.2463(3) 0.8766(5) 0.5975(3) 0.0366(11) Uani 1 1 d . . .
H7 H 0.3041 0.8802 0.6332 0.044 Uiso 1 1 calc R . .
C8 C 0.2222(3) 0.9083(4) 0.5111(3) 0.0293(10) Uani 1 1 d . . .
C9 C 0.3648(3) 0.9741(5) 0.4944(3) 0.0400(12) Uani 1 1 d . . .
H9 H 0.4013 0.9735 0.5518 0.048 Uiso 1 1 calc R . .
C10 C 0.3879(3) 1.0056(5) 0.4238(3) 0.0397(11) Uani 1 1 d . . .
H10 H 0.4427 1.0310 0.4228 0.048 Uiso 1 1 calc R . .
C11 C 0.3126(3) 0.9920(4) 0.3533(3) 0.0361(11) Uani 1 1 d . . .
H11 H 0.3093 1.0078 0.2960 0.043 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
I1 Cu2 2.5318(7) . ?
I1 Cu1 3.0250(11) . ?
I2 Cu2 2.5197(12) . ?
Cu1 N1 1.938(3) 2 ?
Cu1 N3 1.963(3) . ?
Cu1 N2 1.989(4) . ?
Cu1 N5 2.062(4) . ?
Cu2 I1 2.5318(7) 2 ?
N1 C1 1.337(5) . ?
N1 N2 1.343(5) . ?
N1 Cu1 1.938(3) 2 ?
N2 C3 1.351(5) . ?
N3 C8 1.320(5) . ?
N3 C4 1.354(5) . ?
N4 C9 1.332(6) . ?
N4 N5 1.376(5) . ?
N4 C8 1.408(6) . ?
N5 C11 1.316(6) . ?
C1 C2 1.372(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.384(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.463(6) . ?
C4 C5 1.382(6) . ?
C5 C6 1.376(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.372(6) . ?
C7 H7 0.9300 . ?
C9 C10 1.355(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.387(7) . ?
C10 H10 0.9300 . ?
C11 H11 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
Cu2 I1 Cu1 114.58(2) . . ?
N1 Cu1 N3 156.00(14) 2 . ?
N1 Cu1 N2 98.82(13) 2 . ?
N3 Cu1 N2 79.77(13) . . ?
N1 Cu1 N5 100.58(14) 2 . ?
N3 Cu1 N5 77.87(13) . . ?
N2 Cu1 N5 157.50(13) . . ?
N1 Cu1 I1 104.92(10) 2 . ?
N3 Cu1 I1 98.74(10) . . ?
N2 Cu1 I1 102.30(10) . . ?
N5 Cu1 I1 83.59(11) . . ?
I2 Cu2 I1 120.11(2) . 2 ?
I2 Cu2 I1 120.11(2) . . ?
I1 Cu2 I1 119.78(4) 2 . ?
C1 N1 N2 108.1(3) . . ?
C1 N1 Cu1 130.5(3) . 2 ?
N2 N1 Cu1 120.9(3) . 2 ?
N1 N2 C3 107.7(3) . . ?
N1 N2 Cu1 136.7(3) . . ?
C3 N2 Cu1 114.7(3) . . ?
C8 N3 C4 121.1(4) . . ?
C8 N3 Cu1 120.5(3) . . ?
C4 N3 Cu1 118.3(3) . . ?
C9 N4 N5 111.2(4) . . ?
C9 N4 C8 132.1(4) . . ?
N5 N4 C8 116.7(3) . . ?
C11 N5 N4 104.2(3) . . ?
C11 N5 Cu1 141.6(3) . . ?
N4 N5 Cu1 111.8(2) . . ?
N1 C1 C2 110.6(4) . . ?
N1 C1 H1 124.7 . . ?
C2 C1 H1 124.7 . . ?
C1 C2 C3 103.8(4) . . ?
C1 C2 H2 128.1 . . ?
C3 C2 H2 128.1 . . ?
N2 C3 C2 109.8(4) . . ?
N2 C3 C4 115.6(4) . . ?
C2 C3 C4 134.7(4) . . ?
N3 C4 C5 119.4(4) . . ?
N3 C4 C3 111.0(4) . . ?
C5 C4 C3 129.5(4) . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C8 C7 C6 116.2(4) . . ?
C8 C7 H7 121.9 . . ?
C6 C7 H7 121.9 . . ?
N3 C8 C7 123.0(4) . . ?
N3 C8 N4 112.1(4) . . ?
C7 C8 N4 124.9(4) . . ?
N4 C9 C10 107.5(4) . . ?
N4 C9 H9 126.3 . . ?
C10 C9 H9 126.3 . . ?
C9 C10 C11 105.4(4) . . ?
C9 C10 H10 127.3 . . ?
C11 C10 H10 127.3 . . ?
N5 C11 C10 111.7(4) . . ?
N5 C11 H11 124.2 . . ?
C10 C11 H11 124.2 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.377
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.156
_database_code_depnum_ccdc_archive 'CCDC 1006058'
