#------------------------------------------------------------------------------
#$Date: 2019-10-03 17:15:21 +0300 (Thu, 03 Oct 2019) $
#$Revision: 219077 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/34/7013409.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7013409
loop_
_publ_author_name
'Blower, Philip J.'
'Castle, Thomas C.'
'Cowley, Andrew R.'
'Dilworth, Jonathan R.'
'Donnelly, Paul S.'
'Labisbal, Elena'
'Sowrey, Frank E.'
'Teat, Simon J.'
'Went, Michael J.'
_publ_section_title
;
 Structural trends in copper(II) bis(thiosemicarbazone) radiopharmaceuticals
;
_journal_coden_ASTM              DTARAF
_journal_issue                   23
_journal_name_full               'Dalton Transactions'
_journal_page_first              4416
_journal_page_last               4425
_journal_paper_doi               10.1039/b307499d
_journal_year                    2003
_chemical_formula_sum            'C7 H12 Cu N6 S2'
_chemical_formula_weight         307.89
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.930(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.878(7)
_cell_length_b                   16.856(6)
_cell_length_c                   7.978(3)
_cell_measurement_reflns_used    5783
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      58.28
_cell_measurement_theta_min      4.54
_cell_volume                     2343.2(15)
_computing_cell_refinement       'Bruker AXS SAINT v6.02a'
_computing_data_collection       'Bruker AXS SMART'
_computing_data_reduction        'Bruker AXS SAINT'
_computing_molecular_graphics    'Bruker AXS SHELXTL'
_computing_publication_material  'SHELXTL and local programs'
_computing_structure_refinement  'Bruker AXS SHELXTL'
_computing_structure_solution    'Bruker AXS SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker AXS SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_radiation_source         'Daresbury SRS Station 9.8'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6904
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9121
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.27
_diffrn_standards_decay_%        10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.202
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.989
_refine_diff_density_min         -0.970
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2248
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0491
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0712P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1143
_refine_ls_wR_factor_ref         0.1192
_reflns_number_gt                1694
_reflns_number_total             2248
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b307499d.txt
_cod_data_source_block           kent6
_cod_depositor_comments
;
 Updated bibliographic information.

 Antanas Vaitkus,
 2019-10-04
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7013409
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'
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
Cu Cu 0.27233(3) 0.16903(3) 0.83771(6) 0.02548(19) Uani 1 1 d U . .
S1 S 0.19093(7) 0.21245(8) 0.60078(14) 0.0331(3) Uani 1 1 d U . .
S2 S 0.39171(6) 0.16964(8) 0.79150(14) 0.0317(3) Uani 1 1 d U . .
C1 C 0.1290(3) 0.0983(3) 1.1690(6) 0.0395(13) Uani 1 1 d . . .
H1A H 0.1485 0.0996 1.2953 0.047 Uiso 1 1 calc R . .
H1B H 0.0867 0.1373 1.1386 0.047 Uiso 1 1 calc R . .
C1A C 0.0993(4) 0.0171(5) 1.1153(9) 0.073(2) Uani 1 1 d . . .
H1A1 H 0.0814 0.0154 0.9899 0.110 Uiso 1 1 calc R . .
H1A2 H 0.0565 0.0046 1.1692 0.110 Uiso 1 1 calc R . .
H1A3 H 0.1404 -0.0218 1.1515 0.110 Uiso 1 1 calc R . .
C2 C 0.2988(3) 0.0593(4) 1.3286(7) 0.0527(16) Uani 1 1 d . . .
H2A H 0.3447 0.0278 1.3278 0.079 Uiso 1 1 calc R . .
H2B H 0.2575 0.0243 1.3463 0.079 Uiso 1 1 calc R . .
H2C H 0.3104 0.0983 1.4220 0.079 Uiso 1 1 calc R . .
C11 C 0.1920(3) 0.1203(3) 1.0821(6) 0.0300(10) Uani 1 1 d U . .
N11 N 0.1797(2) 0.1516(2) 0.9278(5) 0.0281(8) Uani 1 1 d U . .
N12 N 0.1069(2) 0.1665(2) 0.8333(5) 0.0276(8) Uani 1 1 d U . .
C12 C 0.1082(3) 0.1924(3) 0.6767(6) 0.0270(10) Uani 1 1 d U . .
N13 N 0.0414(2) 0.2026(3) 0.5658(5) 0.0357(10) Uani 1 1 d U . .
H13A H -0.0018 0.1922 0.5971 0.043 Uiso 1 1 calc R . .
H13B H 0.0403 0.2197 0.4611 0.043 Uiso 1 1 calc R . .
C21 C 0.2735(3) 0.1021(3) 1.1580(6) 0.0347(11) Uani 1 1 d U . .
N21 N 0.3203(2) 0.1212(2) 1.0620(5) 0.0292(8) Uani 1 1 d U . .
N22 N 0.3974(2) 0.1046(2) 1.1115(5) 0.0320(9) Uani 1 1 d U . .
C22 C 0.4337(3) 0.1235(3) 0.9885(5) 0.0283(10) Uani 1 1 d U . .
N23 N 0.5082(2) 0.1069(2) 1.0177(5) 0.0349(10) Uani 1 1 d U . .
H23A H 0.5313 0.0843 1.1151 0.042 Uiso 1 1 calc R . .
H23B H 0.5344 0.1184 0.9398 0.042 Uiso 1 1 calc R . .
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'
Cu Cu 0.3201 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N11 Cu N21 80.72(15) . . ?
N11 Cu S1 85.20(12) . . ?
N21 Cu S1 165.60(12) . . ?
N11 Cu S2 165.52(11) . . ?
N21 Cu S2 85.08(11) . . ?
S1 Cu S2 108.81(5) . . ?
C12 S1 Cu 94.87(16) . . ?
C22 S2 Cu 94.74(15) . . ?
C1A C1 C11 110.5(5) . . ?
C1A C1 H1A 109.5 . . ?
C11 C1 H1A 109.5 . . ?
C1A C1 H1B 109.5 . . ?
C11 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
C1 C1A H1A1 109.5 . . ?
C1 C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C1 C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C21 C2 H2A 109.5 . . ?
C21 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C21 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N11 C11 C21 114.2(4) . . ?
N11 C11 C1 123.3(4) . . ?
C21 C11 C1 122.3(4) . . ?
C11 N11 N12 121.8(4) . . ?
C11 N11 Cu 115.2(3) . . ?
N12 N11 Cu 122.9(3) . . ?
C12 N12 N11 111.3(4) . . ?
N13 C12 N12 117.8(4) . . ?
N13 C12 S1 116.6(3) . . ?
N12 C12 S1 125.6(4) . . ?
C12 N13 H13A 120.0 . . ?
C12 N13 H13B 120.0 . . ?
H13A N13 H13B 120.0 . . ?
N21 C21 C11 114.5(4) . . ?
N21 C21 C2 123.1(5) . . ?
C11 C21 C2 122.2(4) . . ?
C21 N21 N22 121.2(4) . . ?
C21 N21 Cu 115.4(3) . . ?
N22 N21 Cu 123.2(3) . . ?
C22 N22 N21 111.3(4) . . ?
N23 C22 N22 117.1(4) . . ?
N23 C22 S2 117.4(3) . . ?
N22 C22 S2 125.5(4) . . ?
C22 N23 H23A 120.0 . . ?
C22 N23 H23B 120.0 . . ?
H23A N23 H23B 120.0 . . ?
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
Cu N11 1.969(4) . ?
Cu N21 1.975(4) . ?
Cu S1 2.2350(14) . ?
Cu S2 2.2458(15) . ?
S1 C12 1.753(5) . ?
S2 C22 1.764(5) . ?
C1 C1A 1.495(9) . ?
C1 C11 1.496(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1A H1A1 0.9800 . ?
C1A H1A2 0.9800 . ?
C1A H1A3 0.9800 . ?
C2 C21 1.517(7) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C11 N11 1.312(6) . ?
C11 C21 1.480(7) . ?
N11 N12 1.374(5) . ?
N12 C12 1.329(6) . ?
C12 N13 1.329(6) . ?
N13 H13A 0.8800 . ?
N13 H13B 0.8800 . ?
C21 N21 1.295(6) . ?
N21 N22 1.373(5) . ?
N22 C22 1.331(6) . ?
C22 N23 1.329(6) . ?
N23 H23A 0.8800 . ?
N23 H23B 0.8800 . ?
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
N11 Cu S1 C12 -2.70(19) . . . . ?
N21 Cu S1 C12 9.2(5) . . . . ?
S2 Cu S1 C12 173.54(16) . . . . ?
N11 Cu S2 C22 -9.2(5) . . . . ?
N21 Cu S2 C22 2.09(19) . . . . ?
S1 Cu S2 C22 -174.04(16) . . . . ?
C1A C1 C11 N11 85.0(6) . . . . ?
C1A C1 C11 C21 -89.6(6) . . . . ?
C21 C11 N11 N12 174.9(4) . . . . ?
C1 C11 N11 N12 0.0(7) . . . . ?
C21 C11 N11 Cu -1.5(5) . . . . ?
C1 C11 N11 Cu -176.5(4) . . . . ?
N21 Cu N11 C11 1.0(3) . . . . ?
S1 Cu N11 C11 178.0(3) . . . . ?
S2 Cu N11 C11 12.4(7) . . . . ?
N21 Cu N11 N12 -175.4(4) . . . . ?
S1 Cu N11 N12 1.6(3) . . . . ?
S2 Cu N11 N12 -164.0(3) . . . . ?
C11 N11 N12 C12 -175.3(4) . . . . ?
Cu N11 N12 C12 0.9(5) . . . . ?
N11 N12 C12 N13 174.2(4) . . . . ?
N11 N12 C12 S1 -4.2(6) . . . . ?
Cu S1 C12 N13 -173.6(4) . . . . ?
Cu S1 C12 N12 4.8(4) . . . . ?
N11 C11 C21 N21 1.3(7) . . . . ?
C1 C11 C21 N21 176.3(5) . . . . ?
N11 C11 C21 C2 -174.7(5) . . . . ?
C1 C11 C21 C2 0.4(8) . . . . ?
C11 C21 N21 N22 -177.0(4) . . . . ?
C2 C21 N21 N22 -1.0(8) . . . . ?
C11 C21 N21 Cu -0.5(6) . . . . ?
C2 C21 N21 Cu 175.4(4) . . . . ?
N11 Cu N21 C21 -0.2(4) . . . . ?
S1 Cu N21 C21 -12.3(8) . . . . ?
S2 Cu N21 C21 -177.4(4) . . . . ?
N11 Cu N21 N22 176.2(4) . . . . ?
S1 Cu N21 N22 164.1(3) . . . . ?
S2 Cu N21 N22 -1.0(3) . . . . ?
C21 N21 N22 C22 175.0(5) . . . . ?
Cu N21 N22 C22 -1.2(6) . . . . ?
N21 N22 C22 N23 -177.0(4) . . . . ?
N21 N22 C22 S2 3.8(6) . . . . ?
Cu S2 C22 N23 176.8(4) . . . . ?
Cu S2 C22 N22 -4.0(5) . . . . ?
