#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007353.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2007353
loop_
_publ_author_name
'Zhu, F.-C.'
'Schmalle, H. W.'
'Dubler, E.'
_publ_section_title
;
 A Dinuclear Complex of the Thiopurine Drug Azathioprine:
 [Cu~2~Cl~4~(\m-azathioprine)~2~].4DMF
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              773
_journal_page_last               776
_journal_volume                  54
_journal_year                    1998
_chemical_formula_iupac          '[Cu2 Cl4 (C9 H7 N7 O2 S)2] , 4C3 H7 NO'
_chemical_formula_moiety         'C9 H7 Cu1 Cl2 N7 O2 S1,2(C3 H7 N1 O1)'
_chemical_formula_sum            'C15 H21 Cl2 Cu N9 O4 S'
_chemical_formula_weight         1115.82
_chemical_name_systematic
;
 Bis(\m-azathioprine-N3,N9)tetrachlorocopper(II) dimethylformamide solvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 99.53(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.739(2)
_cell_length_b                   10.092(2)
_cell_length_c                   20.652(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      10.8
_cell_measurement_theta_min      5.3
_cell_volume                     2412.9(8)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       '\w-2\q scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_sigmaI/netI    0.2345
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4885
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        0.6
_diffrn_standards_interval_count 400
_diffrn_standards_interval_time  180
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.253
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular fragment'
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         .480
_refine_diff_density_min         -.477
_refine_ls_extinction_coef       0.0002(3)
_refine_ls_extinction_method     SHELXL93_(Sheldrick,_1993)
_refine_ls_goodness_of_fit_all   1.045
_refine_ls_goodness_of_fit_obs   1.223
_refine_ls_hydrogen_treatment    'H atoms riding (see text)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4743
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_restrained_S_obs      1.223
_refine_ls_R_factor_all          0.2391
_refine_ls_R_factor_obs          0.0769
_refine_ls_shift/esd_max         0.029
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0497P)^2^+0.7303P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.1694
_refine_ls_wR_factor_obs         0.1235
_reflns_number_observed          2003
_reflns_number_total             4745
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    ln1050.cif
_[local]_cod_data_source_block   cuclaz
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_[local]_cod_chemical_formula_sum_orig 'C15 H21 Cl2 Cu N9 O4 S1'
_cod_database_code               2007353
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'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0474(7) 0.0410(7) 0.0255(5) 0.0080(7) 0.0100(5) 0.0023(6)
S6 0.059(2) 0.062(2) 0.0276(12) 0.0164(14) 0.0116(11) 0.0099(12)
Cl1 0.064(2) 0.0430(15) 0.0428(13) -0.0062(13) 0.0063(12) -0.0003(11)
Cl2 0.087(2) 0.062(2) 0.0400(13) 0.034(2) 0.0190(13) 0.0042(12)
N1 0.045(5) 0.050(5) 0.026(4) 0.020(4) 0.012(3) 0.009(3)
C2 0.045(6) 0.039(6) 0.028(5) 0.012(5) -0.001(4) 0.002(4)
N3 0.033(4) 0.044(5) 0.022(4) 0.013(3) 0.010(3) 0.004(3)
C4 0.042(5) 0.036(5) 0.020(4) -0.003(5) 0.009(4) -0.002(4)
C5 0.037(5) 0.038(5) 0.029(5) 0.000(4) 0.008(4) 0.001(4)
C6 0.043(5) 0.040(6) 0.030(5) -0.003(5) 0.014(4) -0.002(4)
N7 0.042(5) 0.054(5) 0.020(4) 0.012(4) 0.003(3) 0.002(4)
C8 0.039(6) 0.042(6) 0.038(5) 0.009(5) 0.009(5) -0.003(5)
N9 0.033(4) 0.038(5) 0.034(4) 0.010(3) 0.009(3) -0.002(3)
C10 0.062(7) 0.036(5) 0.028(5) 0.010(5) 0.016(5) 0.006(4)
N11 0.047(5) 0.046(5) 0.040(4) 0.007(4) 0.013(4) 0.004(4)
C16 0.072(7) 0.063(8) 0.066(7) -0.006(7) 0.008(6) -0.021(6)
C12 0.056(8) 0.061(8) 0.047(7) 0.016(6) 0.021(6) 0.001(6)
N13 0.056(6) 0.070(7) 0.068(6) -0.001(5) 0.016(5) 0.014(5)
C14 0.060(8) 0.044(7) 0.056(7) -0.003(6) -0.001(6) 0.014(5)
N15 0.077(9) 0.070(8) 0.113(10) -0.014(7) -0.012(7) -0.005(7)
O11 0.097(7) 0.079(7) 0.114(8) 0.006(5) -0.009(6) -0.036(5)
O12 0.124(9) 0.178(12) 0.219(13) -0.075(9) 0.023(9) -0.070(10)
O1A 0.056(5) 0.078(6) 0.052(4) -0.021(4) 0.004(4) -0.011(4)
N3A 0.062(6) 0.094(8) 0.116(9) -0.031(7) 0.006(6) -0.047(8)
C2A 0.048(7) 0.091(10) 0.059(7) 0.006(7) 0.007(6) -0.012(7)
C4A 0.163(15) 0.078(11) 0.219(19) -0.058(11) -0.014(13) -0.029(12)
C5A 0.126(13) 0.24(2) 0.075(10) -0.032(13) 0.004(9) -0.028(12)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
Cu1 0.39179(9) 0.06299(11) 0.01070(5) 0.0375(3) Uani d . 1 . Cu
S6 0.5490(2) -0.1409(3) 0.31333(10) 0.0490(7) Uani d . 1 . S
Cl1 0.3834(2) -0.1566(2) -0.01560(10) 0.0502(7) Uani d . 1 . Cl
Cl2 0.2996(2) 0.2481(3) 0.03243(11) 0.0619(8) Uani d . 1 . Cl
N1 0.4091(6) -0.0099(7) 0.2152(3) 0.040(2) Uani d . 1 . N
C2 0.3854(8) 0.0325(8) 0.1535(4) 0.038(2) Uani d . 1 . C
N3 0.4429(5) 0.0114(6) 0.1050(3) 0.032(2) Uani d . 1 . N
C4 0.5408(7) -0.0582(9) 0.1228(3) 0.032(2) Uani d . 1 . C
C5 0.5763(7) -0.1054(8) 0.1864(4) 0.035(2) Uani d . 1 . C
C6 0.5069(7) -0.0809(8) 0.2324(4) 0.037(2) Uani d . 1 . C
N7 0.6774(6) -0.1736(7) 0.1861(3) 0.039(2) Uani d . 1 . N
C8 0.6987(8) -0.1679(9) 0.1247(4) 0.039(2) Uani d . 1 . C
N9 0.6184(5) -0.1012(6) 0.0844(3) 0.034(2) Uani d . 1 . N
C10 0.4200(8) -0.1164(9) 0.3436(4) 0.041(2) Uani d . 1 . C
N11 0.4123(6) -0.0200(7) 0.3890(3) 0.044(2) Uani d . 1 . N
C16 0.5004(8) 0.0709(10) 0.4171(5) 0.067(3) Uani d . 1 . C
H11A 0.518(4) 0.131(4) 0.3838(8) 0.101 Uiso calc R 1 . H
H11B 0.5688(19) 0.0227(11) 0.435(3) 0.101 Uiso calc R 1 . H
H11C 0.474(2) 0.121(4) 0.451(2) 0.101 Uiso calc R 1 . H
C12 0.3024(10) -0.0259(11) 0.3998(5) 0.053(3) Uani d . 1 . C
N13 0.2401(7) -0.1148(9) 0.3674(4) 0.064(3) Uani d . 1 . N
C14 0.3130(9) -0.1716(10) 0.3311(5) 0.055(3) Uani d . 1 . C
N15 0.2810(10) -0.2794(11) 0.2876(6) 0.090(3) Uani d . 1 . N
O11 0.3490(8) -0.3171(8) 0.2522(5) 0.100(3) Uani d . 1 . O
O12 0.1866(10) -0.3243(12) 0.2847(6) 0.174(6) Uani d . 1 . O
H2 0.320(5) 0.088(6) 0.143(3) 0.006(17) Uiso d . 1 . H
H7 0.721(7) -0.208(9) 0.224(4) 0.07(3) Uiso d . 1 . H
H8 0.758(5) -0.209(7) 0.109(3) 0.02(2) Uiso d . 1 . H
H12 0.285(5) 0.030(7) 0.433(3) 0.02(2) Uiso d . 1 . H
O1A 0.1819(6) 0.2248(7) 0.2159(3) 0.062(2) Uani d . 1 . O
N3A 0.0582(8) 0.0539(11) 0.1900(6) 0.092(3) Uani d . 1 . N
C2A 0.1349(9) 0.1235(12) 0.2290(5) 0.066(3) Uani d . 1 . C
H2A 0.1557(9) 0.0917(12) 0.2716(5) 0.080 Uiso calc R 1 . H
C4A 0.0020(13) -0.0638(13) 0.2126(8) 0.159(7) Uani d . 1 . C
H4A1 -0.079(2) -0.062(6) 0.195(5) 0.238 Uiso calc R 1 . H
H4A2 0.012(9) -0.064(6) 0.2597(8) 0.238 Uiso calc R 1 . H
H4A3 0.036(7) -0.1423(13) 0.198(5) 0.238 Uiso calc R 1 . H
C5A 0.0151(12) 0.1058(17) 0.1256(6) 0.149(7) Uani d . 1 . C
H5A1 -0.0675(15) 0.113(11) 0.120(2) 0.224 Uiso calc R 1 . H
H5A2 0.036(9) 0.047(6) 0.0929(6) 0.224 Uiso calc R 1 . H
H5A3 0.048(8) 0.192(5) 0.121(2) 0.224 Uiso calc R 1 . H
O1B 0.9234(7) 0.6691(8) 0.1191(4) 0.094(3) Uiso d . 1 . O
N3B 1.0818(11) 0.6249(13) 0.0805(6) 0.113(4) Uiso d . 1 . N
C2B1 0.969(2) 0.680(2) 0.0721(13) 0.093(6) Uiso d P 0.511(12) 1 C
H2B1 0.934(2) 0.720(2) 0.0334(13) 0.111 Uiso calc PR 0.511(12) 1 H
C4B1 1.128(4) 0.515(4) 0.123(2) 0.223(11) Uiso d P 0.511(12) 1 C
H4B1 1.207(4) 0.499(4) 0.119(2) 0.334 Uiso calc PR 0.511(12) 1 H
H4B2 1.084(4) 0.436(4) 0.111(2) 0.334 Uiso calc PR 0.511(12) 1 H
H4B3 1.124(4) 0.537(4) 0.168(2) 0.334 Uiso calc PR 0.511(12) 1 H
C5B1 1.139(3) 0.613(4) 0.020(2) 0.223(11) Uiso d P 0.511(12) 1 C
H5B1 1.215(3) 0.576(4) 0.032(2) 0.334 Uiso calc PR 0.511(12) 1 H
H5B2 1.145(3) 0.699(4) 0.001(2) 0.334 Uiso calc PR 0.511(12) 1 H
H5B3 1.093(3) 0.557(4) -0.011(2) 0.334 Uiso calc PR 0.511(12) 1 H
C2B2 1.010(2) 0.609(3) 0.1208(13) 0.093(6) Uiso d P 0.489(12) 2 C
H2B2 1.028(2) 0.545(3) 0.1535(13) 0.111 Uiso calc PR 0.489(12) 2 H
C4B2 1.193(4) 0.588(5) 0.096(2) 0.223(11) Uiso d P 0.489(12) 2 C
H4BX 1.233(4) 0.610(5) 0.061(2) 0.334 Uiso calc PR 0.489(12) 2 H
H4BY 1.197(4) 0.494(5) 0.104(2) 0.334 Uiso calc PR 0.489(12) 2 H
H4BZ 1.228(4) 0.634(5) 0.135(2) 0.334 Uiso calc PR 0.489(12) 2 H
C5B2 1.077(4) 0.733(5) 0.038(2) 0.223(11) Uiso d P 0.489(12) 2 C
H5BX 1.138(4) 0.726(5) 0.012(2) 0.334 Uiso calc PR 0.489(12) 2 H
H5BY 1.086(4) 0.814(5) 0.062(2) 0.334 Uiso calc PR 0.489(12) 2 H
H5BZ 1.004(4) 0.733(5) 0.009(2) 0.334 Uiso calc PR 0.489(12) 2 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu .3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N9 Cu1 N3 3_655 . 165.6(3) yes
N9 Cu1 Cl2 3_655 . 94.8(2) yes
N3 Cu1 Cl2 . . 95.6(2) yes
N9 Cu1 Cl1 3_655 . 87.7(2) yes
N3 Cu1 Cl1 . . 88.5(2) yes
Cl2 Cu1 Cl1 . . 148.70(11) yes
N9 Cu1 Cu1 3_655 3_655 81.2(2) ?
N3 Cu1 Cu1 . 3_655 84.7(2) ?
Cl2 Cu1 Cu1 . 3_655 148.09(10) ?
Cl1 Cu1 Cu1 . 3_655 63.14(7) ?
C10 S6 C6 . . 99.6(4) yes
C2 N1 C6 . . 117.2(7) yes
N3 C2 N1 . . 128.8(8) yes
N3 C2 H2 . . 115.(4) ?
N1 C2 H2 . . 116.(4) ?
C2 N3 C4 . . 113.6(7) yes
C2 N3 Cu1 . . 126.0(6) yes
C4 N3 Cu1 . . 120.3(5) yes
N3 C4 N9 . . 128.7(7) yes
N3 C4 C5 . . 123.0(7) yes
N9 C4 C5 . . 108.2(7) yes
N7 C5 C6 . . 134.9(8) yes
N7 C5 C4 . . 106.9(7) yes
C6 C5 C4 . . 118.1(8) yes
N1 C6 C5 . . 119.3(7) yes
N1 C6 S6 . . 121.5(6) yes
C5 C6 S6 . . 119.2(6) yes
C8 N7 C5 . . 106.3(7) yes
N7 C8 N9 . . 113.1(8) yes
C8 N9 C4 . . 105.4(7) yes
C8 N9 Cu1 . 3_655 129.6(6) yes
C4 N9 Cu1 . 3_655 124.9(5) yes
N11 C10 C14 . . 104.9(8) yes
N11 C10 S6 . . 120.4(7) yes
C14 C10 S6 . . 134.6(8) yes
C12 N11 C10 . . 104.9(8) yes
C12 N11 C16 . . 127.5(9) yes
C10 N11 C16 . . 127.6(8) yes
N11 C16 H11A . . 109.5(5) ?
N11 C16 H11B . . 109.5(5) ?
H11A C16 H11B . . 109.5 ?
N11 C16 H11C . . 109.5(5) ?
H11A C16 H11C . . 109.5 ?
H11B C16 H11C . . 109.5 ?
N13 C12 N11 . . 115.2(9) yes
N13 C12 H12 . . 129.(4) ?
N11 C12 H12 . . 115.(4) ?
C12 N13 C14 . . 103.3(9) yes
N13 C14 C10 . . 111.7(9) yes
N13 C14 N15 . . 123.3(11) yes
C10 C14 N15 . . 124.9(11) yes
O12 N15 O11 . . 122.9(13) yes
O12 N15 C14 . . 118.0(13) yes
O11 N15 C14 . . 119.0(11) yes
C2A N3A C5A . . 118.3(12) ?
C2A N3A C4A . . 122.4(13) ?
C5A N3A C4A . . 118.6(11) ?
O1A C2A N3A . . 127.3(12) ?
O1A C2A H2A . . 116.3(6) ?
N3A C2A H2A . . 116.3(8) ?
N3A C4A H4A1 . . 109.5(8) ?
N3A C4A H4A2 . . 109.5(7) ?
H4A1 C4A H4A2 . . 109.5 ?
N3A C4A H4A3 . . 109.5(7) ?
H4A1 C4A H4A3 . . 109.5 ?
H4A2 C4A H4A3 . . 109.5 ?
N3A C5A H5A1 . . 109.5(7) ?
N3A C5A H5A2 . . 109.5(8) ?
H5A1 C5A H5A2 . . 109.5 ?
N3A C5A H5A3 . . 109.5(8) ?
H5A1 C5A H5A3 . . 109.5 ?
H5A2 C5A H5A3 . . 109.5 ?
C2B2 N3B C4B2 . . 121.(3) ?
C2B2 N3B C5B2 . . 123.(3) ?
C4B2 N3B C5B2 . . 108.(3) ?
C2B1 N3B C4B1 . . 128.(2) ?
C2B1 N3B C5B1 . . 118.(2) ?
C4B1 N3B C5B1 . . 106.(3) ?
O1B C2B1 N3B . . 114.(2) ?
O1B C2B1 H2B1 . . 123.1(14) ?
N3B C2B1 H2B1 . . 123.1(13) ?
N3B C4B1 H4B1 . . 110.(2) ?
N3B C4B1 H4B2 . . 109.5(18) ?
H4B1 C4B1 H4B2 . . 109.5 ?
N3B C4B1 H4B3 . . 109.5(18) ?
H4B1 C4B1 H4B3 . . 109.5 ?
H4B2 C4B1 H4B3 . . 109.5 ?
N3B C5B1 H5B1 . . 109.5(18) ?
N3B C5B1 H5B2 . . 109.5(18) ?
H5B1 C5B1 H5B2 . . 109.5 ?
N3B C5B1 H5B3 . . 109.5(16) ?
H5B1 C5B1 H5B3 . . 109.5 ?
H5B2 C5B1 H5B3 . . 109.5 ?
O1B C2B2 N3B . . 125.(3) ?
O1B C2B2 H2B2 . . 117.8(15) ?
N3B C2B2 H2B2 . . 117.8(16) ?
N3B C4B2 H4BX . . 110.(2) ?
N3B C4B2 H4BY . . 110.(2) ?
H4BX C4B2 H4BY . . 109.5 ?
N3B C4B2 H4BZ . . 110.(2) ?
H4BX C4B2 H4BZ . . 109.5 ?
H4BY C4B2 H4BZ . . 109.5 ?
N3B C5B2 H5BX . . 110.(2) ?
N3B C5B2 H5BY . . 110.(2) ?
H5BX C5B2 H5BY . . 109.5 ?
N3B C5B2 H5BZ . . 109.5(18) ?
H5BX C5B2 H5BZ . . 109.5 ?
H5BY C5B2 H5BZ . . 109.5 ?
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 N9 3_655 1.985(6) yes
Cu1 N3 . 2.008(6) yes
Cu1 Cl2 . 2.241(3) yes
Cu1 Cl1 . 2.280(3) yes
Cu1 Cu1 3_655 2.939(2) yes
S6 C10 . 1.748(9) yes
S6 C6 . 1.769(8) yes
N1 C2 . 1.330(9) yes
N1 C6 . 1.350(9) yes
C2 N3 . 1.314(9) yes
C2 H2 . 0.95(5) ?
N3 C4 . 1.345(9) yes
C4 N9 . 1.374(9) yes
C4 C5 . 1.395(10) yes
C5 N7 . 1.372(10) yes
C5 C6 . 1.373(10) yes
N7 C8 . 1.333(10) yes
C8 N9 . 1.332(10) yes
N9 Cu1 3_655 1.985(6) ?
C10 N11 . 1.365(10) yes
C10 C14 . 1.360(12) yes
N11 C12 . 1.347(11) yes
N11 C16 . 1.431(10) yes
C16 H11A . 0.96 ?
C16 H11B . 0.96 ?
C16 H11C . 0.96 ?
C12 N13 . 1.275(12) yes
C12 H12 . 0.92(6) ?
N13 C14 . 1.353(12) yes
C14 N15 . 1.421(14) yes
N15 O12 . 1.190(12) yes
N15 O11 . 1.228(12) yes
O1A C2A . 1.214(11) ?
N3A C2A . 1.308(12) ?
N3A C5A . 1.441(15) ?
N3A C4A . 1.472(15) ?
C2A H2A . 0.93 ?
C4A H4A1 . 0.96 ?
C4A H4A2 . 0.96 ?
C4A H4A3 . 0.96 ?
C5A H5A1 . 0.96 ?
C5A H5A2 . 0.96 ?
C5A H5A3 . 0.96 ?
O1B C2B1 . 1.19(3) ?
O1B C2B2 . 1.18(3) ?
N3B C2B2 . 1.29(3) ?
N3B C4B2 . 1.34(4) ?
N3B C5B2 . 1.40(4) ?
N3B C2B1 . 1.42(3) ?
N3B C4B1 . 1.47(4) ?
N3B C5B1 . 1.51(4) ?
C2B1 H2B1 . 0.93 ?
C4B1 H4B1 . 0.96 ?
C4B1 H4B2 . 0.96 ?
C4B1 H4B3 . 0.96 ?
C5B1 H5B1 . 0.96 ?
C5B1 H5B2 . 0.96 ?
C5B1 H5B3 . 0.96 ?
C2B2 H2B2 . 0.93 ?
C4B2 H4BX . 0.96 ?
C4B2 H4BY . 0.96 ?
C4B2 H4BZ . 0.96 ?
C5B2 H5BX . 0.96 ?
C5B2 H5BY . 0.96 ?
C5B2 H5BZ . 0.96 ?
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_4
_geom_torsion
C6 N1 C2 N3 . . 2.3(13)
N1 C2 N3 C4 . . -2.9(13)
N1 C2 N3 Cu1 . . 173.0(7)
N9 Cu1 N3 C2 3_655 . 169.9(9)
Cl2 Cu1 N3 C2 . . 33.5(7)
Cl1 Cu1 N3 C2 . . -115.4(7)
Cu1 Cu1 N3 C2 3_655 . -178.6(7)
N9 Cu1 N3 C4 3_655 . -14.4(15)
Cl2 Cu1 N3 C4 . . -150.8(6)
Cl1 Cu1 N3 C4 . . 60.3(6)
Cu1 Cu1 N3 C4 3_655 . -2.8(6)
C2 N3 C4 N9 . . 177.4(8)
Cu1 N3 C4 N9 . . 1.2(12)
C2 N3 C4 C5 . . 1.2(12)
Cu1 N3 C4 C5 . . -175.0(6)
N3 C4 C5 N7 . . 178.7(7)
N9 C4 C5 N7 . . 1.8(10)
N3 C4 C5 C6 . . 0.9(13)
N9 C4 C5 C6 . . -176.1(7)
C2 N1 C6 C5 . . 0.1(12)
C2 N1 C6 S6 . . 179.2(6)
N7 C5 C6 N1 . . -178.6(9)
C4 C5 C6 N1 . . -1.5(12)
N7 C5 C6 S6 . . 2.4(14)
C4 C5 C6 S6 . . 179.4(6)
C10 S6 C6 N1 . . 13.7(8)
C10 S6 C6 C5 . . -167.3(7)
C6 C5 N7 C8 . . 176.4(10)
C4 C5 N7 C8 . . -0.9(10)
C5 N7 C8 N9 . . -0.3(10)
N7 C8 N9 C4 . . 1.4(10)
N7 C8 N9 Cu1 . 3_655 179.8(6)
N3 C4 N9 C8 . . -178.6(9)
C5 C4 N9 C8 . . -1.9(9)
N3 C4 N9 Cu1 . 3_655 2.9(12)
C5 C4 N9 Cu1 . 3_655 179.6(5)
C6 S6 C10 N11 . . -109.2(7)
C6 S6 C10 C14 . . 68.3(10)
C14 C10 N11 C12 . . 0.2(9)
S6 C10 N11 C12 . . 178.3(6)
C14 C10 N11 C16 . . -177.7(8)
S6 C10 N11 C16 . . 0.4(12)
C10 N11 C12 N13 . . 0.6(11)
C16 N11 C12 N13 . . 178.5(9)
N11 C12 N13 C14 . . -1.0(12)
C12 N13 C14 C10 . . 1.1(11)
C12 N13 C14 N15 . . 178.8(9)
N11 C10 C14 N13 . . -0.8(10)
S6 C10 C14 N13 . . -178.6(7)
N11 C10 C14 N15 . . -178.4(9)
S6 C10 C14 N15 . . 3.8(16)
N13 C14 N15 O12 . . -2.6(17)
C10 C14 N15 O12 . . 174.7(12)
N13 C14 N15 O11 . . 173.5(11)
C10 C14 N15 O11 . . -9.2(17)
C5A N3A C2A O1A . . -5.8(17)
C4A N3A C2A O1A . . -176.4(12)
C2B2 O1B C2B1 N3B . . -10.4(18)
C2B2 N3B C2B1 O1B . . 10.5(18)
C4B2 N3B C2B1 O1B . . -61.(17)
C5B2 N3B C2B1 O1B . . -148.(3)
C4B1 N3B C2B1 O1B . . 29.(3)
C5B1 N3B C2B1 O1B . . 170.(2)
C2B1 O1B C2B2 N3B . . 13.(2)
C4B2 N3B C2B2 O1B . . 158.(3)
C5B2 N3B C2B2 O1B . . 13.(4)
C2B1 N3B C2B2 O1B . . -12.(2)
C4B1 N3B C2B2 O1B . . -177.(3)
C5B1 N3B C2B2 O1B . . -85.(9)