#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/48/7014801.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_7014801
loop_
_publ_author_name
'Hickey, James L.'
'Crouch, Peter J.'
'Mey, Sithorn'
'Caragounis, Aphrodite'
'White, Jonathan M.'
'White, Anthony R.'
'Donnelly, Paul S.'
_publ_section_title
;
 Copper(II) complexes of hybrid hydroxyquinoline-thiosemicarbazone
 ligands: GSK3β inhibition due to intracellular delivery of copper.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1338
_journal_page_last               1347
_journal_paper_doi               10.1039/c0dt01176b
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C12 H12 N4 O S'
_chemical_formula_weight         260.32
_chemical_name_systematic
;
?
;
_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'
_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                 98.544(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3943(12)
_cell_length_b                   7.0021(8)
_cell_length_c                   16.770(2)
_cell_measurement_reflns_used    1720
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.27
_cell_measurement_theta_min      2.46
_cell_volume                     1207.0(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6094
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.261
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2118
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0511P)²+0.4102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.0984
_reflns_number_gt                1807
_reflns_number_total             2118
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0DT01176B.TXT
_cod_data_source_block           jmwpd34
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7014801
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_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
C1 C 0.38722(18) 0.1850(3) 0.20613(12) 0.0228(5) Uani 1 1 d . . .
C2 C 0.2751(2) 0.1126(3) 0.22760(13) 0.0275(5) Uani 1 1 d . . .
H2 H 0.2671 0.0973 0.2817 0.033 Uiso 1 1 calc R . .
C3 C 0.1720(2) 0.0614(3) 0.16742(14) 0.0292(5) Uani 1 1 d . . .
H3 H 0.0956 0.0140 0.1825 0.035 Uiso 1 1 calc R . .
C4 C 0.18097(19) 0.0795(3) 0.08709(13) 0.0269(5) Uani 1 1 d . . .
H4 H 0.1107 0.0467 0.0485 0.032 Uiso 1 1 calc R . .
C5 C 0.29760(18) 0.1482(3) 0.06287(12) 0.0216(4) Uani 1 1 d . . .
C6 C 0.32002(18) 0.1672(3) -0.01837(12) 0.0226(4) Uani 1 1 d . . .
H6 H 0.2542 0.1377 -0.0604 0.027 Uiso 1 1 calc R . .
C7 C 0.43772(18) 0.2286(3) -0.03468(12) 0.0214(4) Uani 1 1 d . . .
H7 H 0.4533 0.2394 -0.0877 0.026 Uiso 1 1 calc R . .
C8 C 0.53603(17) 0.2757(2) 0.03020(11) 0.0178(4) Uani 1 1 d . . .
C9 C 0.40123(18) 0.2012(3) 0.12294(12) 0.0194(4) Uani 1 1 d . . .
C10 C 0.66704(18) 0.3348(3) 0.01845(11) 0.0197(4) Uani 1 1 d . . .
H10 H 0.7287 0.3604 0.0633 0.024 Uiso 1 1 calc R . .
C11 C 0.86866(19) 0.4201(3) -0.12695(12) 0.0203(4) Uani 1 1 d . . .
C12 C 0.8093(2) 0.4235(3) -0.27406(12) 0.0271(5) Uani 1 1 d . . .
H12A H 0.7306 0.4091 -0.3115 0.041 Uiso 1 1 calc R . .
H12B H 0.8699 0.3256 -0.2835 0.041 Uiso 1 1 calc R . .
H12C H 0.8466 0.5466 -0.2812 0.041 Uiso 1 1 calc R . .
N1 N 0.51841(14) 0.2659(2) 0.10711(9) 0.0190(4) Uani 1 1 d . . .
N3 N 0.69874(15) 0.3522(2) -0.05228(10) 0.0201(4) Uani 1 1 d . . .
N4 N 0.82569(16) 0.3988(2) -0.05451(10) 0.0211(4) Uani 1 1 d . . .
N5 N 0.78011(16) 0.4070(2) -0.19204(10) 0.0214(4) Uani 1 1 d . . .
O1 O 0.48743(14) 0.2444(2) 0.26279(9) 0.0300(4) Uani 1 1 d . . .
S1 S 1.02878(5) 0.45630(8) -0.12907(3) 0.02712(18) Uani 1 1 d . . .
H H 0.540(3) 0.295(4) 0.2374(16) 0.055(9) Uiso 1 1 d . . .
H4A H 0.877(2) 0.421(3) -0.0102(14) 0.028(6) Uiso 1 1 d . . .
H5 H 0.697(2) 0.395(3) -0.1862(14) 0.039(7) Uiso 1 1 d . . .
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'
S S 0.1246 0.1234 '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
O1 C1 C2 121.42(19) . . ?
O1 C1 C9 118.51(16) . . ?
C2 C1 C9 120.07(19) . . ?
C1 C2 C3 119.6(2) . . ?
C4 C3 C2 121.82(18) . . ?
C3 C4 C5 119.9(2) . . ?
C9 C5 C4 118.62(19) . . ?
C9 C5 C6 116.31(16) . . ?
C4 C5 C6 125.07(19) . . ?
C7 C6 C5 120.11(18) . . ?
C6 C7 C8 119.09(18) . . ?
N1 C8 C7 123.01(16) . . ?
N1 C8 C10 114.17(17) . . ?
C7 C8 C10 122.80(17) . . ?
N1 C9 C5 123.93(18) . . ?
N1 C9 C1 116.14(17) . . ?
C5 C9 C1 119.92(17) . . ?
N3 C10 C8 121.52(18) . . ?
N5 C11 N4 116.61(17) . . ?
N5 C11 S1 124.07(15) . . ?
N4 C11 S1 119.31(15) . . ?
C8 N1 C9 117.50(16) . . ?
C10 N3 N4 115.47(16) . . ?
C11 N4 N3 119.77(17) . . ?
C11 N5 C12 123.85(16) . . ?
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
C1 O1 1.366(2) . ?
C1 C2 1.368(3) . ?
C1 C9 1.429(3) . ?
C2 C3 1.405(3) . ?
C3 C4 1.370(3) . ?
C4 C5 1.419(3) . ?
C5 C9 1.411(3) . ?
C5 C6 1.422(3) . ?
C6 C7 1.362(3) . ?
C7 C8 1.416(3) . ?
C8 N1 1.331(2) . ?
C8 C10 1.464(2) . ?
C9 N1 1.362(2) . ?
C10 N3 1.283(2) . ?
C11 N5 1.322(3) . ?
C11 N4 1.363(2) . ?
C11 S1 1.6891(19) . ?
C12 N5 1.456(2) . ?
N3 N4 1.365(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 28515360
