# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_KPPC_PS_CuClPyet01
_database_code_depnum_ccdc_archive 'CCDC 1564878'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2017-11-28 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 Cl4 Cu2 N4 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         569.26

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.087(3)
_cell_length_b                   8.894(3)
_cell_length_c                   16.147(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.284(13)
_cell_angle_gamma                90
_cell_volume                     998.1(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9587
_cell_measurement_theta_min      2.6255
_cell_measurement_theta_max      36.3846
_cell_measurement_temperature    122(2)

_exptl_crystal_description       rectangle
_exptl_crystal_colour            'clear light green'
_exptl_crystal_size_max          0.577
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.088
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572

_exptl_absorpt_coefficient_mu    2.687
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.80

_exptl_special_details           
;
;

_diffrn_ambient_temperature      122(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            74076
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         36.45
_diffrn_reflns_theta_full        36.45
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;
;

_reflns_number_total             4863
_reflns_number_gt                4508
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0219
_refine_ls_wR_factor_gt          0.0544
_refine_ls_wR_factor_ref         0.0556
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_number_reflns         4863
_refine_ls_number_parameters     131
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0247P)²+0.6242P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.929
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 807)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.25753(2) 0.42519(2) 0.49198(2) 0.01027(3) Uani d . . . 1 . .
C C1 0.47656(14) 0.22405(11) 0.63029(6) 0.01292(14) Uani d . . . 1 . .
H H1 0.5322 0.3109 0.6564 0.016 Uiso calc U . R 1 . .
C C5 0.27692(13) 0.10795(10) 0.51864(6) 0.01103(13) Uani d . . . 1 . .
Cl Cl1 0.43230(3) 0.57694(2) 0.59114(2) 0.01206(4) Uani d . . . 1 . .
Cl Cl2 0.09446(3) 0.62460(3) 0.42315(2) 0.01468(4) Uani d . . . 1 . .
C C2 0.52330(15) 0.08559(11) 0.66965(6) 0.01522(16) Uani d . . . 1 . .
H H2 0.6078 0.0808 0.7215 0.018 Uiso calc U . R 1 . .
O O1 0.20045(13) 0.19314(11) 0.24537(5) 0.02151(16) Uani d . . . 1 . .
C C7 -0.01303(14) 0.29466(12) 0.33106(6) 0.01474(16) Uani d . . . 1 . .
H H7A -0.0954 0.38 0.3358 0.018 Uiso calc U . R 1 . .
H H7B -0.0942 0.2073 0.3156 0.018 Uiso calc U . R 1 . .
H H9 0.141(3) 0.154(2) 0.2054(13) 0.037(5) Uiso d . . . 1 . .
N N1 0.11530(11) 0.26809(10) 0.41198(5) 0.01172(12) Uani d . . . 1 . .
N N2 0.35465(11) 0.23559(9) 0.55641(5) 0.01032(12) Uani d . . . 1 . .
C C3 0.44304(15) -0.04448(11) 0.63106(7) 0.01507(16) Uani d . . . 1 . .
H H3 0.4724 -0.1376 0.6566 0.018 Uiso calc U . R 1 . .
C C4 0.31731(14) -0.03381(11) 0.55324(6) 0.01400(15) Uani d . . . 1 . .
H H4 0.2622 -0.1193 0.5254 0.017 Uiso calc U . R 1 . .
C C8 0.10263(15) 0.32530(12) 0.26325(6) 0.01670(17) Uani d . . . 1 . .
H H8A 0.0173 0.3595 0.2123 0.02 Uiso calc U . R 1 . .
H H8B 0.1955 0.4043 0.282 0.02 Uiso calc U . R 1 . .
C C6 0.14694(13) 0.13296(11) 0.43772(6) 0.01251(14) Uani d . . . 1 . .
H H6 0.0887 0.0525 0.4058 0.015 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N2 . 2.0296(10) ?
Cu1 N1 . 2.0316(9) ?
Cu1 Cl1 . 2.2678(6) ?
Cu1 Cl2 . 2.2834(6) ?
C1 N2 . 1.3330(12) ?
C1 C2 . 1.3955(14) ?
C1 H1 . 0.93 ?
C5 N2 . 1.3538(12) ?
C5 C4 . 1.3860(14) ?
C5 C6 . 1.4609(14) ?
C2 C3 . 1.3825(15) ?
C2 H2 . 0.93 ?
O1 C8 . 1.4226(14) ?
O1 H9 . 0.78(2) ?
C7 N1 . 1.4579(13) ?
C7 C8 . 1.5153(15) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
N1 C6 . 1.2770(13) ?
C3 C4 . 1.3942(15) ?
C3 H3 . 0.93 ?
C4 H4 . 0.93 ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C6 H6 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Cu1 N1 . . 80.26(4) ?
N2 Cu1 Cl1 . . 92.81(3) ?
N1 Cu1 Cl1 . . 173.07(2) ?
N2 Cu1 Cl2 . . 169.55(2) ?
N1 Cu1 Cl2 . . 94.81(4) ?
Cl1 Cu1 Cl2 . . 92.05(3) ?
N2 C1 C2 . . 122.01(9) ?
N2 C1 H1 . . 119.0 ?
C2 C1 H1 . . 119.0 ?
N2 C5 C4 . . 123.20(9) ?
N2 C5 C6 . . 113.89(8) ?
C4 C5 C6 . . 122.91(8) ?
C3 C2 C1 . . 119.54(9) ?
C3 C2 H2 . . 120.2 ?
C1 C2 H2 . . 120.2 ?
C8 O1 H9 . . 109.3(15) ?
N1 C7 C8 . . 110.24(8) ?
N1 C7 H7A . . 109.6 ?
C8 C7 H7A . . 109.6 ?
N1 C7 H7B . . 109.6 ?
C8 C7 H7B . . 109.6 ?
H7A C7 H7B . . 108.1 ?
C6 N1 C7 . . 118.90(8) ?
C6 N1 Cu1 . . 113.99(7) ?
C7 N1 Cu1 . . 127.10(7) ?
C1 N2 C5 . . 118.29(8) ?
C1 N2 Cu1 . . 128.18(7) ?
C5 N2 Cu1 . . 113.48(7) ?
C2 C3 C4 . . 118.90(9) ?
C2 C3 H3 . . 120.6 ?
C4 C3 H3 . . 120.6 ?
C5 C4 C3 . . 118.06(9) ?
C5 C4 H4 . . 121.0 ?
C3 C4 H4 . . 121.0 ?
O1 C8 C7 . . 110.61(9) ?
O1 C8 H8A . . 109.5 ?
C7 C8 H8A . . 109.5 ?
O1 C8 H8B . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.1 ?
N1 C6 C5 . . 118.31(8) ?
N1 C6 H6 . . 120.8 ?
C5 C6 H6 . . 120.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 C1 C2 C3 . . . . 0.63(15) ?
C8 C7 N1 C6 . . . . -100.65(11) ?
C8 C7 N1 Cu1 . . . . 78.89(10) ?
C2 C1 N2 C5 . . . . -0.89(14) ?
C2 C1 N2 Cu1 . . . . 176.56(7) ?
C4 C5 N2 C1 . . . . 0.30(14) ?
C6 C5 N2 C1 . . . . -179.44(8) ?
C4 C5 N2 Cu1 . . . . -177.51(7) ?
C6 C5 N2 Cu1 . . . . 2.75(10) ?
C1 C2 C3 C4 . . . . 0.23(15) ?
N2 C5 C4 C3 . . . . 0.53(14) ?
C6 C5 C4 C3 . . . . -179.76(9) ?
C2 C3 C4 C5 . . . . -0.77(15) ?
N1 C7 C8 O1 . . . . 68.82(11) ?
C7 N1 C6 C5 . . . . 179.57(8) ?
Cu1 N1 C6 C5 . . . . -0.03(11) ?
N2 C5 C6 N1 . . . . -1.85(13) ?
C4 C5 C6 N1 . . . . 178.41(9) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_CUClPyPr
_database_code_depnum_ccdc_archive 'CCDC 1564879'
_audit_update_record             
;
2017-11-21 deposited with the CCDC.
2017-11-28 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 Cl3 Cu2 N3 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         503.74

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.024(8)
_cell_length_b                   7.716(5)
_cell_length_c                   17.612(13)
_cell_angle_alpha                90
_cell_angle_beta                 111.47(3)
_cell_angle_gamma                90
_cell_volume                     1774.(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6395
_cell_measurement_theta_min      2.4019
_cell_measurement_theta_max      24.4272
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       square
_exptl_crystal_colour            'translucent intense green'
_exptl_crystal_size_max          0.076
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.015
_exptl_crystal_density_diffrn    1.887
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008

_exptl_absorpt_coefficient_mu    2.864
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            20252
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         24.57
_diffrn_reflns_theta_full        24.57
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             2956
_reflns_number_gt                2523
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0243
_refine_ls_wR_factor_gt          0.0492
_refine_ls_wR_factor_ref         0.0523
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_number_reflns         2956
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.3237P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.328
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 717)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.37063(3) 0.68474(4) 0.62015(2) 0.01181(9) Uani d . . . 1 . .
O O1 0.18320(15) 0.7143(2) 0.71702(11) 0.0159(4) Uani d . . . 1 . .
C C1 0.5772(2) 0.7278(4) 0.60685(17) 0.0169(7) Uani d . . . 1 . .
H H1 0.5829 0.6051 0.6097 0.02 Uiso calc U . R 1 . .
N N1 0.49268(18) 0.8010(3) 0.60866(13) 0.0130(5) Uani d . . . 1 . .
Cl Cl1 0.45663(6) 0.45367(9) 0.68871(4) 0.01851(17) Uani d . . . 1 . .
Cu Cu2 0.17308(3) 0.45791(4) 0.52162(2) 0.01154(9) Uani d . . . 1 . .
O O2 0.23640(15) 0.6018(2) 0.61563(11) 0.0128(4) Uani d . . . 1 . .
C C2 0.6583(2) 0.8246(4) 0.60094(17) 0.0201(7) Uani d . . . 1 . .
H H2 0.7182 0.769 0.5997 0.024 Uiso calc U . R 1 . .
N N2 0.32253(18) 0.9312(3) 0.61044(13) 0.0130(5) Uani d . . . 1 . .
Cl Cl2 0.28545(6) 0.57846(9) 0.47089(4) 0.01800(17) Uani d . . . 1 . .
Cl Cl3 0.10344(6) 0.27386(9) 0.42033(4) 0.02059(17) Uani d . . . 1 . .
C C3 0.6498(2) 1.0024(4) 0.59698(17) 0.0193(7) Uani d . . . 1 . .
H H3 0.7041 1.0715 0.5936 0.023 Uiso calc U . R 1 . .
N N3 0.09100(18) 0.3799(3) 0.58759(14) 0.0130(5) Uani d . . . 1 . .
C C6 0.3872(2) 1.0406(4) 0.60460(16) 0.0155(6) Uani d . . . 1 . .
H H6 0.3727 1.1612 0.601 0.019 Uiso calc U . R 1 . .
C C5 0.4842(2) 0.9756(3) 0.60364(16) 0.0129(6) Uani d . . . 1 . .
C C4 0.5610(2) 1.0794(4) 0.59802(16) 0.0165(7) Uani d . . . 1 . .
H H4 0.5534 1.2019 0.5949 0.02 Uiso calc U . R 1 . .
C C7 0.2257(2) 0.9912(4) 0.61479(18) 0.0174(6) Uani d . . . 1 . .
H H7A 0.1705 0.908 0.5861 0.021 Uiso calc U . R 1 . .
H H7B 0.2073 1.105 0.5873 0.021 Uiso calc U . R 1 . .
C C9 0.2618(2) 0.8413(4) 0.75146(17) 0.0170(7) Uani d . . . 1 . .
H H9A 0.3278 0.7966 0.7509 0.02 Uiso calc U . R 1 . .
H H9B 0.27 0.8637 0.8088 0.02 Uiso calc U . R 1 . .
C C8 0.2348(2) 1.0079(4) 0.70335(18) 0.0182(7) Uani d . . . 1 . .
H H8A 0.2878 1.0956 0.7306 0.022 Uiso calc U . R 1 . .
H H8B 0.1688 1.0511 0.7045 0.022 Uiso calc U . R 1 . .
C C10 0.2144(2) 0.5658(3) 0.68492(17) 0.0137(6) Uani d . . . 1 . .
H H10 0.2756 0.5126 0.7277 0.016 Uiso calc U . R 1 . .
C C11 0.1247(2) 0.4431(3) 0.66371(17) 0.0124(6) Uani d . . . 1 . .
C C12 0.0787(2) 0.3970(4) 0.71855(18) 0.0171(7) Uani d . . . 1 . .
H H12 0.1043 0.4418 0.7725 0.021 Uiso calc U . R 1 . .
C C13 -0.0037(2) 0.2869(4) 0.69449(19) 0.0202(7) Uani d . . . 1 . .
H H13 -0.0366 0.2559 0.7311 0.024 Uiso calc U . R 1 . .
C C14 -0.0380(2) 0.2219(4) 0.61580(19) 0.0217(7) Uani d . . . 1 . .
H H14 -0.0947 0.1448 0.5977 0.026 Uiso calc U . R 1 . .
C C15 0.0109(2) 0.2703(4) 0.56401(18) 0.0174(7) Uani d . . . 1 . .
H H15 -0.0126 0.2249 0.5101 0.021 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.962(2) ?
Cu1 N2 . 2.004(3) ?
Cu1 N1 . 2.007(2) ?
Cu1 Cl1 . 2.2417(13) ?
Cu1 Cl2 . 2.5905(18) ?
O1 C10 . 1.416(3) ?
O1 C9 . 1.433(3) ?
C1 N1 . 1.324(4) ?
C1 C2 . 1.396(4) ?
C1 H1 . 0.95 ?
N1 C5 . 1.352(4) ?
Cu2 O2 . 1.920(2) ?
Cu2 N3 . 2.004(2) ?
Cu2 Cl3 . 2.2085(13) ?
Cu2 Cl2 . 2.2753(12) ?
O2 C10 . 1.392(3) ?
C2 C3 . 1.376(4) ?
C2 H2 . 0.95 ?
N2 C6 . 1.270(4) ?
N2 C7 . 1.463(4) ?
C3 C4 . 1.386(4) ?
C3 H3 . 0.95 ?
N3 C11 . 1.339(4) ?
N3 C15 . 1.344(4) ?
C6 C5 . 1.456(4) ?
C6 H6 . 0.95 ?
C5 C4 . 1.375(4) ?
C4 H4 . 0.95 ?
C7 C8 . 1.523(4) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C9 C8 . 1.510(4) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C10 C11 . 1.508(4) ?
C10 H10 . 1.0 ?
C11 C12 . 1.390(4) ?
C12 C13 . 1.370(4) ?
C12 H12 . 0.95 ?
C13 C14 . 1.384(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.379(4) ?
C14 H14 . 0.95 ?
C15 H15 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 N2 . . 91.03(9) ?
O2 Cu1 N1 . . 169.27(9) ?
N2 Cu1 N1 . . 80.80(10) ?
O2 Cu1 Cl1 . . 94.68(7) ?
N2 Cu1 Cl1 . . 153.97(7) ?
N1 Cu1 Cl1 . . 95.69(8) ?
O2 Cu1 Cl2 . . 77.08(6) ?
N2 Cu1 Cl2 . . 101.42(7) ?
N1 Cu1 Cl2 . . 97.63(7) ?
Cl1 Cu1 Cl2 . . 104.61(5) ?
C10 O1 C9 . . 114.8(2) ?
N1 C1 C2 . . 122.3(3) ?
N1 C1 H1 . . 118.8 ?
C2 C1 H1 . . 118.8 ?
C1 N1 C5 . . 118.8(2) ?
C1 N1 Cu1 . . 128.0(2) ?
C5 N1 Cu1 . . 113.18(18) ?
O2 Cu2 N3 . . 81.73(10) ?
O2 Cu2 Cl3 . . 175.28(6) ?
N3 Cu2 Cl3 . . 95.58(8) ?
O2 Cu2 Cl2 . . 86.22(7) ?
N3 Cu2 Cl2 . . 167.88(7) ?
Cl3 Cu2 Cl2 . . 96.36(5) ?
C10 O2 Cu2 . . 117.35(17) ?
C10 O2 Cu1 . . 123.17(17) ?
Cu2 O2 Cu1 . . 110.95(9) ?
C3 C2 C1 . . 118.6(3) ?
C3 C2 H2 . . 120.7 ?
C1 C2 H2 . . 120.7 ?
C6 N2 C7 . . 119.9(2) ?
C6 N2 Cu1 . . 114.2(2) ?
C7 N2 Cu1 . . 125.84(18) ?
Cu2 Cl2 Cu1 . . 81.92(5) ?
C2 C3 C4 . . 119.3(3) ?
C2 C3 H3 . . 120.4 ?
C4 C3 H3 . . 120.4 ?
C11 N3 C15 . . 119.1(2) ?
C11 N3 Cu2 . . 113.82(19) ?
C15 N3 Cu2 . . 127.00(19) ?
N2 C6 C5 . . 118.0(3) ?
N2 C6 H6 . . 121.0 ?
C5 C6 H6 . . 121.0 ?
N1 C5 C4 . . 122.1(3) ?
N1 C5 C6 . . 113.8(2) ?
C4 C5 C6 . . 124.1(3) ?
C5 C4 C3 . . 118.9(3) ?
C5 C4 H4 . . 120.6 ?
C3 C4 H4 . . 120.6 ?
N2 C7 C8 . . 110.4(2) ?
N2 C7 H7A . . 109.6 ?
C8 C7 H7A . . 109.6 ?
N2 C7 H7B . . 109.6 ?
C8 C7 H7B . . 109.6 ?
H7A C7 H7B . . 108.1 ?
O1 C9 C8 . . 110.4(2) ?
O1 C9 H9A . . 109.6 ?
C8 C9 H9A . . 109.6 ?
O1 C9 H9B . . 109.6 ?
C8 C9 H9B . . 109.6 ?
H9A C9 H9B . . 108.1 ?
C9 C8 C7 . . 114.3(2) ?
C9 C8 H8A . . 108.7 ?
C7 C8 H8A . . 108.7 ?
C9 C8 H8B . . 108.7 ?
C7 C8 H8B . . 108.7 ?
H8A C8 H8B . . 107.6 ?
O2 C10 O1 . . 112.9(2) ?
O2 C10 C11 . . 109.9(2) ?
O1 C10 C11 . . 104.8(2) ?
O2 C10 H10 . . 109.7 ?
O1 C10 H10 . . 109.7 ?
C11 C10 H10 . . 109.7 ?
N3 C11 C12 . . 121.3(3) ?
N3 C11 C10 . . 115.7(2) ?
C12 C11 C10 . . 123.1(3) ?
C13 C12 C11 . . 119.8(3) ?
C13 C12 H12 . . 120.1 ?
C11 C12 H12 . . 120.1 ?
C12 C13 C14 . . 118.6(3) ?
C12 C13 H13 . . 120.7 ?
C14 C13 H13 . . 120.7 ?
C15 C14 C13 . . 119.3(3) ?
C15 C14 H14 . . 120.3 ?
C13 C14 H14 . . 120.3 ?
N3 C15 C14 . . 121.9(3) ?
N3 C15 H15 . . 119.1 ?
C14 C15 H15 . . 119.1 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 C1 N1 C5 . . . . 0.8(4) ?
C2 C1 N1 Cu1 . . . . -178.1(2) ?
N1 C1 C2 C3 . . . . 0.1(4) ?
C1 C2 C3 C4 . . . . -0.7(4) ?
C7 N2 C6 C5 . . . . 177.7(2) ?
Cu1 N2 C6 C5 . . . . 1.5(3) ?
C1 N1 C5 C4 . . . . -1.0(4) ?
Cu1 N1 C5 C4 . . . . 178.0(2) ?
C1 N1 C5 C6 . . . . 178.8(2) ?
Cu1 N1 C5 C6 . . . . -2.1(3) ?
N2 C6 C5 N1 . . . . 0.5(4) ?
N2 C6 C5 C4 . . . . -179.6(3) ?
N1 C5 C4 C3 . . . . 0.4(4) ?
C6 C5 C4 C3 . . . . -179.5(3) ?
C2 C3 C4 C5 . . . . 0.5(4) ?
C6 N2 C7 C8 . . . . -94.1(3) ?
Cu1 N2 C7 C8 . . . . 81.6(3) ?
C10 O1 C9 C8 . . . . 115.8(2) ?
O1 C9 C8 C7 . . . . -62.3(3) ?
N2 C7 C8 C9 . . . . -59.7(3) ?
Cu2 O2 C10 O1 . . . . -129.5(2) ?
Cu1 O2 C10 O1 . . . . 85.5(3) ?
Cu2 O2 C10 C11 . . . . -12.9(3) ?
Cu1 O2 C10 C11 . . . . -157.89(17) ?
C9 O1 C10 O2 . . . . -68.1(3) ?
C9 O1 C10 C11 . . . . 172.3(2) ?
C15 N3 C11 C12 . . . . 0.2(4) ?
Cu2 N3 C11 C12 . . . . -177.7(2) ?
C15 N3 C11 C10 . . . . -179.7(2) ?
Cu2 N3 C11 C10 . . . . 2.4(3) ?
O2 C10 C11 N3 . . . . 6.4(3) ?
O1 C10 C11 N3 . . . . 127.9(2) ?
O2 C10 C11 C12 . . . . -173.5(2) ?
O1 C10 C11 C12 . . . . -51.9(3) ?
N3 C11 C12 C13 . . . . -0.9(4) ?
C10 C11 C12 C13 . . . . 178.9(3) ?
C11 C12 C13 C14 . . . . 1.0(4) ?
C12 C13 C14 C15 . . . . -0.4(4) ?
C11 N3 C15 C14 . . . . 0.5(4) ?
Cu2 N3 C15 C14 . . . . 178.1(2) ?
C13 C14 C15 N3 . . . . -0.4(4) ?

