# 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_dm01

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H32 Cl4 Cu N6 O2'
_chemical_formula_sum            'C34 H32 Cl4 Cu N6 O2'
_chemical_formula_weight         762.00

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'
Cl Cl 0.3639 0.7018 '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'
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'

_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                   7.2326(3)
_cell_length_b                   8.3664(4)
_cell_length_c                   15.0156(5)
_cell_angle_alpha                97.304(3)
_cell_angle_beta                 102.771(3)
_cell_angle_gamma                98.187(3)
_cell_volume                     865.18(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    500
_cell_measurement_theta_min      2
_cell_measurement_theta_max      25

_exptl_crystal_description       Nedle
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             391
_exptl_absorpt_coefficient_mu    4.063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.532
_exptl_absorpt_correction_T_max  0.724
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 'not recorded'
_diffrn_standards_number         'not recorded'
_diffrn_standards_interval_count 'not recorded'
_diffrn_standards_interval_time  'not recorded'
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19934
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         73.69
_reflns_number_total             3441
_reflns_number_gt                2895
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Agilent Gemini'
_computing_cell_refinement       CrisAlisPro
_computing_data_reduction        CrisAlisPro
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ORTEP

_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)+(0.0495P)²+0.3211P] 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         3441
_refine_ls_number_parameters     214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0970
_refine_ls_wR_factor_gt          0.0899
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.0000 1.0000 0.5000 0.03529(13) Uani 1 2 d S . .
Cl2 Cl 1.08873(10) 0.66531(12) 0.89076(6) 0.0878(3) Uani 1 1 d . . .
Cl1 Cl -0.28439(7) 0.84501(7) 0.49494(4) 0.05152(16) Uani 1 1 d . . .
O1 O 0.0420(2) 0.7811(2) 0.32062(11) 0.0513(4) Uani 1 1 d . . .
N1 N 0.1321(2) 0.8091(2) 0.52082(12) 0.0374(4) Uani 1 1 d . . .
C2 C 0.2056(3) 0.7151(3) 0.46122(14) 0.0382(4) Uani 1 1 d . . .
N2 N 0.1427(2) 0.7493(2) 0.59833(12) 0.0409(4) Uani 1 1 d . . .
C6 C -0.2187(4) 0.7894(4) 0.09093(17) 0.0668(7) Uani 1 1 d . . .
H6A H -0.1431 0.7364 0.0585 0.080 Uiso 1 1 calc R . .
C8 C -0.5131(5) 0.8833(4) 0.0918(2) 0.0761(9) Uani 1 1 d . . .
H8A H -0.6355 0.8947 0.0605 0.091 Uiso 1 1 calc R . .
N3 N 0.2229(2) 0.6160(2) 0.58788(12) 0.0398(4) Uani 1 1 d . . .
C7 C -0.3999(5) 0.8076(5) 0.0457(2) 0.0820(10) Uani 1 1 d . . .
H7A H -0.4452 0.7675 -0.0172 0.098 Uiso 1 1 calc R . .
C12 C 0.4747(3) 0.5716(3) 0.72065(14) 0.0396(5) Uani 1 1 d . . .
C5 C -0.1484(3) 0.8496(3) 0.18448(15) 0.0475(5) Uani 1 1 d . . .
C1 C 0.2609(3) 0.5898(3) 0.50437(15) 0.0426(5) Uani 1 1 d . . .
H1A H 0.3140 0.5038 0.4807 0.051 Uiso 1 1 calc R . .
C10 C -0.2648(4) 0.9243(3) 0.23062(18) 0.0601(7) Uani 1 1 d . . .
H10A H -0.2212 0.9633 0.2938 0.072 Uiso 1 1 calc R . .
C17 C 0.6166(3) 0.6706(3) 0.69495(16) 0.0462(5) Uani 1 1 d . . .
H17A H 0.5849 0.7181 0.6422 0.055 Uiso 1 1 calc R . .
C9 C -0.4470(4) 0.9425(4) 0.1841(2) 0.0695(8) Uani 1 1 d . . .
H9A H -0.5240 0.9951 0.2159 0.083 Uiso 1 1 calc R . .
C16 C 0.8061(3) 0.7003(3) 0.74685(17) 0.0525(6) Uani 1 1 d . . .
H16A H 0.9016 0.7658 0.7287 0.063 Uiso 1 1 calc R . .
C4 C 0.0497(4) 0.8314(3) 0.23463(17) 0.0550(6) Uani 1 1 d . . .
H4A H 0.0973 0.7508 0.1974 0.066 Uiso 1 1 calc R . .
H4B H 0.1371 0.9350 0.2450 0.066 Uiso 1 1 calc R . .
C11 C 0.2670(3) 0.5267(3) 0.66511(16) 0.0471(5) Uani 1 1 d . . .
H11A H 0.2389 0.4103 0.6412 0.057 Uiso 1 1 calc R . .
H11B H 0.1835 0.5480 0.7060 0.057 Uiso 1 1 calc R . .
C13 C 0.5241(3) 0.5038(3) 0.80063(16) 0.0499(5) Uani 1 1 d . . .
H13A H 0.4294 0.4377 0.8190 0.060 Uiso 1 1 calc R . .
C3 C 0.2245(3) 0.7586(3) 0.37029(15) 0.0442(5) Uani 1 1 d . . .
H3A H 0.3178 0.8585 0.3795 0.053 Uiso 1 1 calc R . .
H3B H 0.2685 0.6718 0.3358 0.053 Uiso 1 1 calc R . .
C15 C 0.8502(3) 0.6308(3) 0.82569(16) 0.0536(6) Uani 1 1 d . . .
C14 C 0.7125(4) 0.5333(3) 0.85331(16) 0.0556(6) Uani 1 1 d . . .
H14A H 0.7447 0.4874 0.9067 0.067 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 1.9976(16) . ?
Cu1 N1 1.9976(16) 2_576 ?
Cu1 Cl1 2.2504(5) . ?
Cu1 Cl1 2.2504(5) 2_576 ?
Cl2 C15 1.748(2) . ?
O1 C3 1.416(3) . ?
O1 C4 1.418(3) . ?
N1 N2 1.315(2) . ?
N1 C2 1.361(3) . ?
C2 C1 1.362(3) . ?
C2 C3 1.487(3) . ?
N2 N3 1.336(2) . ?
C6 C7 1.375(4) . ?
C6 C5 1.385(3) . ?
C6 H6A 0.9300 . ?
C8 C7 1.355(5) . ?
C8 C9 1.365(4) . ?
C8 H8A 0.9300 . ?
N3 C1 1.340(3) . ?
N3 C11 1.460(3) . ?
C7 H7A 0.9300 . ?
C12 C17 1.379(3) . ?
C12 C13 1.390(3) . ?
C12 C11 1.516(3) . ?
C5 C10 1.370(4) . ?
C5 C4 1.503(3) . ?
C1 H1A 0.9300 . ?
C10 C9 1.387(4) . ?
C10 H10A 0.9300 . ?
C17 C16 1.389(3) . ?
C17 H17A 0.9300 . ?
C9 H9A 0.9300 . ?
C16 C15 1.379(4) . ?
C16 H16A 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 C14 1.386(3) . ?
C13 H13A 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C15 C14 1.366(4) . ?
C14 H14A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 180.000(1) . 2_576 ?
N1 Cu1 Cl1 90.19(5) . . ?
N1 Cu1 Cl1 89.81(5) 2_576 . ?
N1 Cu1 Cl1 89.81(5) . 2_576 ?
N1 Cu1 Cl1 90.19(5) 2_576 2_576 ?
Cl1 Cu1 Cl1 180.000(16) . 2_576 ?
C3 O1 C4 111.91(17) . . ?
N2 N1 C2 110.37(17) . . ?
N2 N1 Cu1 120.33(13) . . ?
C2 N1 Cu1 129.07(14) . . ?
N1 C2 C1 106.60(18) . . ?
N1 C2 C3 122.55(19) . . ?
C1 C2 C3 130.77(19) . . ?
N1 N2 N3 105.92(16) . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6A 119.9 . . ?
C5 C6 H6A 119.9 . . ?
C7 C8 C9 119.8(3) . . ?
C7 C8 H8A 120.1 . . ?
C9 C8 H8A 120.1 . . ?
N2 N3 C1 111.31(17) . . ?
N2 N3 C11 119.54(18) . . ?
C1 N3 C11 129.05(19) . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
C17 C12 C13 118.8(2) . . ?
C17 C12 C11 124.0(2) . . ?
C13 C12 C11 117.2(2) . . ?
C10 C5 C6 118.4(2) . . ?
C10 C5 C4 120.7(2) . . ?
C6 C5 C4 120.9(2) . . ?
N3 C1 C2 105.79(18) . . ?
N3 C1 H1A 127.1 . . ?
C2 C1 H1A 127.1 . . ?
C5 C10 C9 120.7(2) . . ?
C5 C10 H10A 119.6 . . ?
C9 C10 H10A 119.6 . . ?
C12 C17 C16 120.9(2) . . ?
C12 C17 H17A 119.5 . . ?
C16 C17 H17A 119.5 . . ?
C8 C9 C10 119.9(3) . . ?
C8 C9 H9A 120.0 . . ?
C10 C9 H9A 120.0 . . ?
C15 C16 C17 118.8(2) . . ?
C15 C16 H16A 120.6 . . ?
C17 C16 H16A 120.6 . . ?
O1 C4 C5 109.36(19) . . ?
O1 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
O1 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N3 C11 C12 113.66(18) . . ?
N3 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
N3 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13A 119.6 . . ?
C12 C13 H13A 119.6 . . ?
O1 C3 C2 108.33(17) . . ?
O1 C3 H3A 110.0 . . ?
C2 C3 H3A 110.0 . . ?
O1 C3 H3B 110.0 . . ?
C2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C14 C15 C16 121.6(2) . . ?
C14 C15 Cl2 119.2(2) . . ?
C16 C15 Cl2 119.2(2) . . ?
C15 C14 C13 119.0(2) . . ?
C15 C14 H14A 120.5 . . ?
C13 C14 H14A 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
N1 Cu1 N1 N2 107(79) 2_576 . . . ?
Cl1 Cu1 N1 N2 -67.15(15) . . . . ?
Cl1 Cu1 N1 N2 112.85(15) 2_576 . . . ?
N1 Cu1 N1 C2 -79(79) 2_576 . . . ?
Cl1 Cu1 N1 C2 106.72(17) . . . . ?
Cl1 Cu1 N1 C2 -73.28(17) 2_576 . . . ?
N2 N1 C2 C1 1.1(2) . . . . ?
Cu1 N1 C2 C1 -173.30(14) . . . . ?
N2 N1 C2 C3 -175.93(18) . . . . ?
Cu1 N1 C2 C3 9.7(3) . . . . ?
C2 N1 N2 N3 -0.2(2) . . . . ?
Cu1 N1 N2 N3 174.72(12) . . . . ?
N1 N2 N3 C1 -0.7(2) . . . . ?
N1 N2 N3 C11 175.86(17) . . . . ?
C9 C8 C7 C6 0.1(5) . . . . ?
C5 C6 C7 C8 -0.5(5) . . . . ?
C7 C6 C5 C10 1.2(4) . . . . ?
C7 C6 C5 C4 -179.7(3) . . . . ?
N2 N3 C1 C2 1.4(2) . . . . ?
C11 N3 C1 C2 -174.8(2) . . . . ?
N1 C2 C1 N3 -1.4(2) . . . . ?
C3 C2 C1 N3 175.2(2) . . . . ?
C6 C5 C10 C9 -1.5(4) . . . . ?
C4 C5 C10 C9 179.4(3) . . . . ?
C13 C12 C17 C16 1.0(3) . . . . ?
C11 C12 C17 C16 -176.8(2) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C5 C10 C9 C8 1.1(5) . . . . ?
C12 C17 C16 C15 -0.9(4) . . . . ?
C3 O1 C4 C5 178.8(2) . . . . ?
C10 C5 C4 O1 43.4(3) . . . . ?
C6 C5 C4 O1 -135.7(3) . . . . ?
N2 N3 C11 C12 -97.1(2) . . . . ?
C1 N3 C11 C12 78.9(3) . . . . ?
C17 C12 C11 N3 -8.2(3) . . . . ?
C13 C12 C11 N3 174.0(2) . . . . ?
C17 C12 C13 C14 -0.6(4) . . . . ?
C11 C12 C13 C14 177.4(2) . . . . ?
C4 O1 C3 C2 176.95(19) . . . . ?
N1 C2 C3 O1 -54.4(3) . . . . ?
C1 C2 C3 O1 129.4(2) . . . . ?
C17 C16 C15 C14 0.4(4) . . . . ?
C17 C16 C15 Cl2 179.24(19) . . . . ?
C16 C15 C14 C13 0.0(4) . . . . ?
Cl2 C15 C14 C13 -178.8(2) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        73.69
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.046
_database_code_depnum_ccdc_archive 'CCDC 974373'
#######################################################################
#
#                 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_dm-02

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H28 Cl4 Cu N6 O2'
_chemical_formula_sum            'C32 H28 Cl4 Cu N6 O2'
_chemical_formula_weight         733.94

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                   7.1710(3)
_cell_length_b                   8.3954(3)
_cell_length_c                   14.3714(5)
_cell_angle_alpha                75.138(3)
_cell_angle_beta                 81.275(3)
_cell_angle_gamma                79.855(3)
_cell_volume                     818.01(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    500
_cell_measurement_theta_min      2
_cell_measurement_theta_max      25

_exptl_crystal_description       Needle
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             375
_exptl_absorpt_coefficient_mu    1.034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 'not recorded'
_diffrn_standards_number         'not recorded'
_diffrn_standards_interval_count 'not recorded'
_diffrn_standards_interval_time  'not recorded'
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24061
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2861
_reflns_number_gt                2526
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Agilent Gemini'
_computing_cell_refinement       CrisAlisPro
_computing_data_reduction        CrisAlisPro
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ORTEP

_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+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         2861
_refine_ls_number_parameters     205
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.1297
_refine_ls_wR_factor_gt          0.1226
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001

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 1.0000 1.0000 0.0000 0.03000(19) Uani 1 2 d S . .
Cl1 Cl 0.71824(9) 1.17230(8) -0.01214(5) 0.0458(2) Uani 1 1 d . . .
Cl2 Cl 0.20546(12) 0.66066(12) -0.40841(5) 0.0630(3) Uani 1 1 d . . .
O1 O 0.8413(2) 0.8094(2) 0.16441(12) 0.0422(5) Uani 1 1 d . . .
N1 N 0.8827(3) 0.8243(2) -0.03062(14) 0.0315(5) Uani 1 1 d . . .
N2 N 0.9295(3) 0.7716(3) -0.11082(14) 0.0350(5) Uani 1 1 d . . .
N3 N 0.8441(3) 0.6376(3) -0.09708(14) 0.0323(5) Uani 1 1 d . . .
C12 C 0.9700(5) 0.8723(4) 0.2873(2) 0.0549(8) Uani 1 1 d . . .
H12A H 1.0845 0.8791 0.2473 0.066 Uiso 1 1 calc R . .
C15 C 0.6294(7) 0.8569(5) 0.4073(2) 0.0840(13) Uani 1 1 d . . .
H15A H 0.5146 0.8537 0.4473 0.101 Uiso 1 1 calc R . .
C13 C 0.9520(7) 0.8963(5) 0.3812(3) 0.0789(12) Uani 1 1 d . . .
H13A H 1.0564 0.9198 0.4038 0.095 Uiso 1 1 calc R . .
C14 C 0.7849(9) 0.8860(6) 0.4400(3) 0.0906(15) Uani 1 1 d . . .
H14A H 0.7773 0.8991 0.5029 0.109 Uiso 1 1 calc R . .
C16 C 0.6398(5) 0.8316(4) 0.3143(2) 0.0571(8) Uani 1 1 d . . .
H16A H 0.5332 0.8110 0.2921 0.069 Uiso 1 1 calc R . .
C10 C 0.6896(4) 0.7612(3) 0.12882(17) 0.0376(6) Uani 1 1 d . . .
H10A H 0.5829 0.8505 0.1211 0.045 Uiso 1 1 calc R . .
H10B H 0.6462 0.6631 0.1731 0.045 Uiso 1 1 calc R . .
C5 C 0.5274(4) 0.6857(3) -0.20962(18) 0.0382(6) Uani 1 1 d . . .
H5A H 0.5142 0.7341 -0.1571 0.046 Uiso 1 1 calc R . .
C2 C 0.5662(4) 0.5460(4) -0.36704(19) 0.0454(7) Uani 1 1 d . . .
H2B H 0.5796 0.5004 -0.4206 0.054 Uiso 1 1 calc R . .
C1 C 0.3969(4) 0.6384(4) -0.34123(18) 0.0425(6) Uani 1 1 d . . .
C6 C 0.3749(4) 0.7103(4) -0.2643(2) 0.0432(6) Uani 1 1 d . . .
H6A H 0.2604 0.7744 -0.2487 0.052 Uiso 1 1 calc R . .
C11 C 0.8103(4) 0.8379(3) 0.25606(17) 0.0417(6) Uani 1 1 d . . .
C7 C 0.8656(4) 0.5489(3) -0.17443(18) 0.0390(6) Uani 1 1 d . . .
H7A H 0.8841 0.4300 -0.1460 0.047 Uiso 1 1 calc R . .
H7B H 0.9791 0.5754 -0.2179 0.047 Uiso 1 1 calc R . .
C4 C 0.6967(4) 0.5909(3) -0.23253(16) 0.0332(6) Uani 1 1 d . . .
C8 C 0.7464(3) 0.6025(3) -0.00856(17) 0.0341(6) Uani 1 1 d . . .
H8A H 0.6777 0.5142 0.0181 0.041 Uiso 1 1 calc R . .
C9 C 0.7700(3) 0.7251(3) 0.03392(17) 0.0316(5) Uani 1 1 d . . .
C3 C 0.7160(4) 0.5217(4) -0.31263(18) 0.0422(6) Uani 1 1 d . . .
H3A H 0.8306 0.4587 -0.3294 0.051 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 1.9902(18) . ?
Cu1 N1 1.9902(18) 2_775 ?
Cu1 Cl1 2.2701(6) . ?
Cu1 Cl1 2.2701(6) 2_775 ?
Cl2 C1 1.752(3) . ?
O1 C11 1.377(3) . ?
O1 C10 1.428(3) . ?
N1 N2 1.315(3) . ?
N1 C9 1.349(3) . ?
N2 N3 1.331(3) . ?
N3 C8 1.344(3) . ?
N3 C7 1.465(3) . ?
C12 C13 1.397(5) . ?
C12 C11 1.391(4) . ?
C12 H12A 0.9300 . ?
C15 C14 1.356(6) . ?
C15 C16 1.395(4) . ?
C15 H15A 0.9300 . ?
C13 C14 1.360(6) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C16 C11 1.374(4) . ?
C16 H16A 0.9300 . ?
C10 C9 1.482(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 C4 1.374(4) . ?
C5 C6 1.399(4) . ?
C5 H5A 0.9300 . ?
C2 C1 1.376(4) . ?
C2 C3 1.379(4) . ?
C2 H2B 0.9300 . ?
C1 C6 1.366(4) . ?
C6 H6A 0.9300 . ?
C7 C4 1.515(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C4 C3 1.396(3) . ?
C8 C9 1.369(3) . ?
C8 H8A 0.9300 . ?
C3 H3A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 180.00(10) . 2_775 ?
N1 Cu1 Cl1 89.84(6) . . ?
N1 Cu1 Cl1 90.16(6) 2_775 . ?
N1 Cu1 Cl1 90.16(6) . 2_775 ?
N1 Cu1 Cl1 89.84(6) 2_775 2_775 ?
Cl1 Cu1 Cl1 180.0 . 2_775 ?
C11 O1 C10 118.1(2) . . ?
N2 N1 C9 110.77(18) . . ?
N2 N1 Cu1 124.08(15) . . ?
C9 N1 Cu1 124.27(15) . . ?
N1 N2 N3 105.66(18) . . ?
N2 N3 C8 111.70(19) . . ?
N2 N3 C7 119.6(2) . . ?
C8 N3 C7 128.7(2) . . ?
C13 C12 C11 117.5(3) . . ?
C13 C12 H12A 121.2 . . ?
C11 C12 H12A 121.2 . . ?
C14 C15 C16 120.7(4) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C14 C13 C12 121.4(4) . . ?
C14 C13 H13A 119.3 . . ?
C12 C13 H13A 119.3 . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 H14A 119.9 . . ?
C15 C14 H14A 119.9 . . ?
C11 C16 C15 118.8(4) . . ?
C11 C16 H16A 120.6 . . ?
C15 C16 H16A 120.6 . . ?
O1 C10 C9 105.69(19) . . ?
O1 C10 H10A 110.6 . . ?
C9 C10 H10A 110.6 . . ?
O1 C10 H10B 110.6 . . ?
C9 C10 H10B 110.6 . . ?
H10A C10 H10B 108.7 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
C1 C2 C3 119.3(2) . . ?
C1 C2 H2B 120.3 . . ?
C3 C2 H2B 120.3 . . ?
C6 C1 C2 121.6(3) . . ?
C6 C1 Cl2 119.9(2) . . ?
C2 C1 Cl2 118.6(2) . . ?
C1 C6 C5 118.9(3) . . ?
C1 C6 H6A 120.6 . . ?
C5 C6 H6A 120.6 . . ?
O1 C11 C16 124.6(3) . . ?
O1 C11 C12 114.1(3) . . ?
C16 C11 C12 121.3(3) . . ?
N3 C7 C4 113.6(2) . . ?
N3 C7 H7A 108.8 . . ?
C4 C7 H7A 108.8 . . ?
N3 C7 H7B 108.8 . . ?
C4 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C5 C4 C3 119.0(2) . . ?
C5 C4 C7 124.7(2) . . ?
C3 C4 C7 116.2(2) . . ?
N3 C8 C9 105.0(2) . . ?
N3 C8 H8A 127.5 . . ?
C9 C8 H8A 127.5 . . ?
N1 C9 C8 106.8(2) . . ?
N1 C9 C10 121.8(2) . . ?
C8 C9 C10 131.4(2) . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 H3A 119.8 . . ?

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 N2 5(100) 2_775 . . . ?
Cl1 Cu1 N1 N2 112.40(18) . . . . ?
Cl1 Cu1 N1 N2 -67.60(18) 2_775 . . . ?
N1 Cu1 N1 C9 174(100) 2_775 . . . ?
Cl1 Cu1 N1 C9 -79.28(19) . . . . ?
Cl1 Cu1 N1 C9 100.72(19) 2_775 . . . ?
C9 N1 N2 N3 0.4(3) . . . . ?
Cu1 N1 N2 N3 170.10(15) . . . . ?
N1 N2 N3 C8 -1.1(3) . . . . ?
N1 N2 N3 C7 179.24(19) . . . . ?
C11 C12 C13 C14 0.2(5) . . . . ?
C12 C13 C14 C15 -2.0(6) . . . . ?
C16 C15 C14 C13 2.1(6) . . . . ?
C14 C15 C16 C11 -0.4(6) . . . . ?
C11 O1 C10 C9 -175.0(2) . . . . ?
C3 C2 C1 C6 1.7(4) . . . . ?
C3 C2 C1 Cl2 -177.5(2) . . . . ?
C2 C1 C6 C5 -1.4(4) . . . . ?
Cl2 C1 C6 C5 177.7(2) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C10 O1 C11 C16 -3.6(4) . . . . ?
C10 O1 C11 C12 175.5(2) . . . . ?
C15 C16 C11 O1 177.6(3) . . . . ?
C15 C16 C11 C12 -1.4(5) . . . . ?
C13 C12 C11 O1 -177.6(3) . . . . ?
C13 C12 C11 C16 1.5(5) . . . . ?
N2 N3 C7 C4 -100.1(3) . . . . ?
C8 N3 C7 C4 80.3(3) . . . . ?
C6 C5 C4 C3 1.2(4) . . . . ?
C6 C5 C4 C7 -176.3(2) . . . . ?
N3 C7 C4 C5 -7.9(4) . . . . ?
N3 C7 C4 C3 174.5(2) . . . . ?
N2 N3 C8 C9 1.4(3) . . . . ?
C7 N3 C8 C9 -179.0(2) . . . . ?
N2 N1 C9 C8 0.4(3) . . . . ?
Cu1 N1 C9 C8 -169.23(16) . . . . ?
N2 N1 C9 C10 -177.2(2) . . . . ?
Cu1 N1 C9 C10 13.2(3) . . . . ?
N3 C8 C9 N1 -1.1(3) . . . . ?
N3 C8 C9 C10 176.2(2) . . . . ?
O1 C10 C9 N1 -42.9(3) . . . . ?
O1 C10 C9 C8 140.2(3) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C5 C4 C3 C2 -1.0(4) . . . . ?
C7 C4 C3 C2 176.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.070
_database_code_depnum_ccdc_archive 'CCDC 974374'
#######################################################################
#
#                 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_dm-05

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H28 Cl4 Cu N6 S2'
_chemical_formula_sum            'C32 H28 Cl4 Cu N6 S2'
_chemical_formula_weight         766.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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                   31.1631(10)
_cell_length_b                   13.4153(5)
_cell_length_c                   8.5786(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.437(3)
_cell_angle_gamma                90.00
_cell_volume                     3515.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    500
_cell_measurement_theta_min      2
_cell_measurement_theta_max      25

_exptl_crystal_description       Needle
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1564
_exptl_absorpt_coefficient_mu    1.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 'not recorded'
_diffrn_standards_number         'not recorded'
_diffrn_standards_interval_count 'not recorded'
_diffrn_standards_interval_time  'not recorded'
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40948
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         29.48
_reflns_number_total             4639
_reflns_number_gt                3134
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Agilent Gemini'
_computing_cell_refinement       CrisAlisPro
_computing_data_reduction        CrisAlisPro
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ORTEP

_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)+(0.2000P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4639
_refine_ls_number_parameters     205
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.2007
_refine_ls_R_factor_gt           0.1664
_refine_ls_wR_factor_ref         0.4939
_refine_ls_wR_factor_gt          0.4696
_refine_ls_goodness_of_fit_ref   2.018
_refine_ls_restrained_S_all      2.016
_refine_ls_shift/su_max          0.073
_refine_ls_shift/su_mean         0.008

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
N3 N 0.3093(2) 0.5138(4) -0.0211(8) 0.0450(14) Uani 1 1 d . . .
Cl2 Cl 0.48649(5) 0.6839(2) 0.5119(2) 0.0608(7) Uani 1 1 d . . .
N2 N 0.3053(2) 0.4150(5) -0.0444(10) 0.0542(17) Uani 1 1 d . . .
Cu1 Cu 0.2500 0.2500 0.0000 0.0487(6) Uani 1 2 d S . .
S1 S 0.18077(8) 0.35201(18) 0.1024(3) 0.0616(8) Uani 1 1 d . . .
N1 N 0.2705(2) 0.3891(5) 0.0136(8) 0.0513(16) Uani 1 1 d . . .
Cl1 Cl 0.27634(9) 0.23269(17) 0.2722(3) 0.0626(7) Uani 1 1 d . . .
C1 C 0.4423(3) 0.6505(8) 0.3336(13) 0.070(3) Uani 1 1 d D . .
C2 C 0.4425(3) 0.5527(9) 0.2666(14) 0.078(3) Uani 1 1 d D . .
H2B H 0.4639 0.5068 0.3103 0.093 Uiso 1 1 calc R . .
C3 C 0.4122(3) 0.5286(7) 0.1431(11) 0.060(2) Uani 1 1 d D . .
H3A H 0.4122 0.4648 0.1005 0.071 Uiso 1 1 calc R . .
C4 C 0.3805(3) 0.5956(6) 0.0751(11) 0.055(2) Uani 1 1 d D . .
C5 C 0.3805(3) 0.6918(7) 0.1368(15) 0.071(3) Uani 1 1 d D . .
H5A H 0.3598 0.7381 0.0889 0.085 Uiso 1 1 calc R . .
C6 C 0.4109(5) 0.7175(10) 0.2676(17) 0.095(4) Uani 1 1 d D . .
H6A H 0.4103 0.7806 0.3120 0.114 Uiso 1 1 calc R . .
C7 C 0.3453(3) 0.5667(7) -0.0687(11) 0.056(2) Uani 1 1 d . . .
H7A H 0.3341 0.6264 -0.1267 0.067 Uiso 1 1 calc R . .
H7B H 0.3581 0.5248 -0.1394 0.067 Uiso 1 1 calc R . .
C8 C 0.2772(3) 0.5497(6) 0.0499(10) 0.0473(17) Uani 1 1 d . . .
H8A H 0.2731 0.6153 0.0787 0.057 Uiso 1 1 calc R . .
C9 C 0.2523(2) 0.4690(6) 0.0700(9) 0.0439(16) Uani 1 1 d . . .
C10 C 0.2132(3) 0.4609(7) 0.1500(13) 0.066(3) Uani 1 1 d . . .
H10A H 0.1947 0.5188 0.1209 0.080 Uiso 1 1 calc R . .
H10B H 0.2237 0.4629 0.2642 0.080 Uiso 1 1 calc R . .
C11 C 0.1384(3) 0.3853(9) -0.0537(14) 0.076(3) Uani 1 1 d D . .
C12 C 0.1198(4) 0.3042(12) -0.1524(18) 0.108(5) Uani 1 1 d D . .
H12A H 0.1326 0.2412 -0.1405 0.129 Uiso 1 1 calc R . .
C13 C 0.0836(6) 0.3209(17) -0.262(2) 0.165(11) Uani 1 1 d D . .
H13A H 0.0718 0.2689 -0.3289 0.199 Uiso 1 1 calc R . .
C14 C 0.0634(7) 0.412(2) -0.281(3) 0.42(5) Uani 1 1 d D . .
H14A H 0.0394 0.4232 -0.3626 0.505 Uiso 1 1 calc R . .
C15 C 0.0796(10) 0.4891(16) -0.173(6) 0.38(4) Uani 1 1 d D . .
H15A H 0.0638 0.5476 -0.1710 0.453 Uiso 1 1 calc R . .
C16 C 0.1189(8) 0.4764(14) -0.073(4) 0.216(14) Uani 1 1 d D . .
H16A H 0.1325 0.5308 -0.0165 0.259 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
N3 N2 1.343(9) . ?
N3 C8 1.359(10) . ?
N3 C7 1.451(10) . ?
Cl2 C1 1.897(10) . ?
N2 N1 1.325(10) . ?
Cu1 N1 1.969(6) 7 ?
Cu1 N1 1.969(6) . ?
Cu1 Cl1 2.328(2) 7 ?
Cu1 Cl1 2.328(2) . ?
S1 C11 1.742(12) . ?
S1 C10 1.777(9) . ?
N1 C9 1.347(10) . ?
C1 C6 1.367(17) . ?
C1 C2 1.433(15) . ?
C2 C3 1.312(13) . ?
C3 C4 1.377(13) . ?
C4 C5 1.396(12) . ?
C4 C7 1.530(13) . ?
C5 C6 1.362(17) . ?
C8 C9 1.362(11) . ?
C9 C10 1.516(12) . ?
C11 C16 1.361(19) . ?
C11 C12 1.430(15) . ?
C12 C13 1.339(19) . ?
C13 C14 1.37(2) . ?
C14 C15 1.41(2) . ?
C15 C16 1.36(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N3 C8 111.2(6) . . ?
N2 N3 C7 119.6(6) . . ?
C8 N3 C7 129.1(6) . . ?
N1 N2 N3 105.2(6) . . ?
N1 Cu1 N1 180.0(4) 7 . ?
N1 Cu1 Cl1 89.4(2) 7 7 ?
N1 Cu1 Cl1 90.6(2) . 7 ?
N1 Cu1 Cl1 90.6(2) 7 . ?
N1 Cu1 Cl1 89.4(2) . . ?
Cl1 Cu1 Cl1 180.00(11) 7 . ?
C11 S1 C10 106.0(6) . . ?
N2 N1 C9 111.1(6) . . ?
N2 N1 Cu1 120.5(5) . . ?
C9 N1 Cu1 128.3(5) . . ?
C6 C1 C2 119.7(10) . . ?
C6 C1 Cl2 121.7(8) . . ?
C2 C1 Cl2 118.7(8) . . ?
C3 C2 C1 119.4(11) . . ?
C2 C3 C4 121.4(10) . . ?
C3 C4 C5 119.9(9) . . ?
C3 C4 C7 121.1(8) . . ?
C5 C4 C7 119.1(8) . . ?
C6 C5 C4 119.6(10) . . ?
C1 C6 C5 120.0(10) . . ?
N3 C7 C4 111.6(7) . . ?
C9 C8 N3 105.2(6) . . ?
N1 C9 C8 107.2(7) . . ?
N1 C9 C10 122.6(7) . . ?
C8 C9 C10 130.0(7) . . ?
C9 C10 S1 115.2(6) . . ?
C16 C11 C12 119.5(14) . . ?
C16 C11 S1 125.2(13) . . ?
C12 C11 S1 114.6(10) . . ?
C13 C12 C11 118.4(15) . . ?
C12 C13 C14 122.3(17) . . ?
C13 C14 C15 118.7(17) . . ?
C16 C15 C14 119(2) . . ?
C11 C16 C15 121.0(18) . . ?

_diffrn_measured_fraction_theta_max 0.949
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         5.410
_refine_diff_density_min         -1.477
_refine_diff_density_rms         0.331
_database_code_depnum_ccdc_archive 'CCDC 974375'
