#------------------------------------------------------------------------------
#$Date: 2018-03-15 18:33:54 +0200 (Thu, 15 Mar 2018) $
#$Revision: 206958 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/87/7018750.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_7018750
loop_
_publ_author_name
'Lobana, Tarlok S.'
'Khanna, Sonia'
'Butcher, Ray J.'
_publ_section_title
;
 2-Benzoylpyridine thiosemicarbazone as a novel reagent for the single pot
 synthesis of dinuclear Cu(I)-Cu(II) complexes: formation of stable
 copper(ii)-iodide bonds.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4845
_journal_page_last               4851
_journal_paper_doi               10.1039/c2dt30068k
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C13 H11 Br Cu N4 S'
_chemical_formula_weight         398.77
_chemical_name_systematic
;
?
;
_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                 106.245(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.9775(12)
_cell_length_b                   22.299(2)
_cell_length_c                   11.9300(13)
_cell_measurement_reflns_used    5765
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.76
_cell_measurement_theta_min      2.14
_cell_volume                     2803.7(5)
_computing_cell_refinement       'Apex2 v2.1-4'
_computing_data_collection       'Apex2 v2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Apex2 v2.1-4'
_computing_molecular_graphics    'SHELXTL 6.14'
_computing_publication_material  'SHELXTL 6.14'
_computing_structure_refinement  'SHELXTL 6.14'
_computing_structure_solution    'SHELXTL 6.14 (Bruker, 2000-2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω 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  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14150
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.83
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.550
_exptl_absorpt_correction_T_max  0.634
_exptl_absorpt_correction_T_min  0.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 v2.1-4 (Bruker, 2007)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.081
_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     187
_refine_ls_number_reflns         3499
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0237
_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)+(0.0296P)²+3.2879P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0559
_refine_ls_wR_factor_ref         0.0584
_reflns_number_gt                3053
_reflns_number_total             3499
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c2dt30068k.txt
_cod_data_source_block           3
_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_values 1715 2011-07-08 13:25:40Z adriana 

2018-03-13
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C26 H22 Br2 Cu2 N8 S2'
_cod_original_formula_weight         797.54
_cod_original_formula_units_Z            4
_cod_original_cell_volume        2803.8(5)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7018750
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
Br1 Br 0.397404(19) 0.195173(8) 0.059989(18) 0.01662(6) Uani 1 1 d .
C1 C 0.2728(2) 0.25572(9) 0.26910(18) 0.0180(4) Uani 1 1 d .
H1 H 0.3019 0.2170 0.2558 0.022 Uiso 1 1 calc R
C2 C 0.1977(2) 0.26143(10) 0.34393(19) 0.0208(4) Uani 1 1 d .
H2 H 0.1770 0.2272 0.3824 0.025 Uiso 1 1 calc R
C3 C 0.1531(2) 0.31727(10) 0.3622(2) 0.0220(4) Uani 1 1 d .
H3 H 0.1000 0.3221 0.4123 0.026 Uiso 1 1 calc R
C4 C 0.1874(2) 0.36674(9) 0.30565(18) 0.0179(4) Uani 1 1 d .
H4 H 0.1578 0.4057 0.3166 0.022 Uiso 1 1 calc R
C5 C 0.26487(18) 0.35821(9) 0.23369(17) 0.0133(4) Uani 1 1 d .
C6 C 0.30621(18) 0.40688(8) 0.16894(16) 0.0121(4) Uani 1 1 d .
C7 C 0.25784(18) 0.46898(8) 0.16978(17) 0.0117(4) Uani 1 1 d .
C8 C 0.28056(19) 0.50274(9) 0.27180(17) 0.0153(4) Uani 1 1 d .
H8 H 0.3322 0.4870 0.3433 0.018 Uiso 1 1 calc R
C9 C 0.2276(2) 0.55959(9) 0.26891(19) 0.0185(4) Uani 1 1 d .
H9 H 0.2442 0.5828 0.3384 0.022 Uiso 1 1 calc R
C10 C 0.15063(19) 0.58264(9) 0.16512(19) 0.0183(4) Uani 1 1 d .
H10 H 0.1136 0.6213 0.1636 0.022 Uiso 1 1 calc R
C11 C 0.12800(19) 0.54904(9) 0.06365(18) 0.0177(4) Uani 1 1 d .
H11 H 0.0753 0.5648 -0.0074 0.021 Uiso 1 1 calc R
C12 C 0.18158(18) 0.49261(9) 0.06502(17) 0.0141(4) Uani 1 1 d .
H12 H 0.1665 0.4701 -0.0051 0.017 Uiso 1 1 calc R
C13 C 0.49148(18) 0.40212(9) -0.02137(17) 0.0137(4) Uani 1 1 d .
Cu1 Cu 0.38658(2) 0.301294(10) 0.08399(2) 0.01252(7) Uani 1 1 d .
N1 N 0.30600(16) 0.30263(7) 0.21486(15) 0.0135(3) Uani 1 1 d .
N2 N 0.37883(15) 0.38932(7) 0.10588(14) 0.0115(3) Uani 1 1 d .
N3 N 0.43215(15) 0.42980(7) 0.04759(14) 0.0126(3) Uani 1 1 d .
N4 N 0.55455(17) 0.43648(8) -0.07776(16) 0.0168(4) Uani 1 1 d D
H4A H 0.596(2) 0.4187(10) -0.1188(19) 0.020 Uiso 1 1 d D
H4B H 0.561(2) 0.4754(7) -0.067(2) 0.020 Uiso 1 1 d D
S1 S 0.48838(5) 0.32535(2) -0.04697(5) 0.01737(11) Uani 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'
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'
Br Br -0.2901 2.4595 '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
N1 C1 C2 122.4(2)
N1 C1 H1 118.8
C2 C1 H1 118.8
C3 C2 C1 119.29(19)
C3 C2 H2 120.4
C1 C2 H2 120.4
C2 C3 C4 118.7(2)
C2 C3 H3 120.6
C4 C3 H3 120.6
C5 C4 C3 119.17(19)
C5 C4 H4 120.4
C3 C4 H4 120.4
N1 C5 C4 121.30(18)
N1 C5 C6 114.79(17)
C4 C5 C6 123.89(18)
N2 C6 C5 114.17(17)
N2 C6 C7 124.30(17)
C5 C6 C7 121.32(17)
C8 C7 C12 119.56(17)
C8 C7 C6 122.22(17)
C12 C7 C6 118.13(17)
C9 C8 C7 119.97(19)
C9 C8 H8 120.0
C7 C8 H8 120.0
C10 C9 C8 120.37(19)
C10 C9 H9 119.8
C8 C9 H9 119.8
C11 C10 C9 119.65(19)
C11 C10 H10 120.2
C9 C10 H10 120.2
C10 C11 C12 120.56(19)
C10 C11 H11 119.7
C12 C11 H11 119.7
C11 C12 C7 119.88(18)
C11 C12 H12 120.1
C7 C12 H12 120.1
N4 C13 N3 117.17(17)
N4 C13 S1 117.69(15)
N3 C13 S1 125.10(15)
N2 Cu1 N1 80.67(6)
N2 Cu1 S1 84.40(5)
N1 Cu1 S1 164.51(5)
N2 Cu1 Br1 179.32(5)
N1 Cu1 Br1 98.97(5)
S1 Cu1 Br1 95.912(16)
C1 N1 C5 119.13(18)
C1 N1 Cu1 127.46(14)
C5 N1 Cu1 112.51(12)
C6 N2 N3 120.96(16)
C6 N2 Cu1 115.46(13)
N3 N2 Cu1 123.08(12)
C13 N3 N2 111.12(15)
C13 N4 H4A 117.2(16)
C13 N4 H4B 121.7(16)
H4A N4 H4B 121(2)
C13 S1 Cu1 95.91(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Cu1 2.3906(4)
C1 N1 1.333(2)
C1 C2 1.380(3)
C1 H1 0.9500
C2 C3 1.378(3)
C2 H2 0.9500
C3 C4 1.399(3)
C3 H3 0.9500
C4 C5 1.380(3)
C4 H4 0.9500
C5 N1 1.359(2)
C5 C6 1.475(3)
C6 N2 1.300(2)
C6 C7 1.484(3)
C7 C8 1.393(3)
C7 C12 1.398(3)
C8 C9 1.391(3)
C8 H8 0.9500
C9 C10 1.388(3)
C9 H9 0.9500
C10 C11 1.386(3)
C10 H10 0.9500
C11 C12 1.387(3)
C11 H11 0.9500
C12 H12 0.9500
C13 N4 1.334(2)
C13 N3 1.335(2)
C13 S1 1.737(2)
Cu1 N2 1.9851(16)
Cu1 N1 1.9984(17)
Cu1 S1 2.2258(6)
N2 N3 1.367(2)
N4 H4A 0.853(16)
N4 H4B 0.878(16)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4B N3 0.878(16) 2.125(16) 3.002(2) 177(2) 5_665
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
N1 C1 C2 C3 1.2(3)
C1 C2 C3 C4 -1.1(3)
C2 C3 C4 C5 -0.2(3)
C3 C4 C5 N1 1.5(3)
C3 C4 C5 C6 179.46(19)
N1 C5 C6 N2 -1.8(2)
C4 C5 C6 N2 -179.88(19)
N1 C5 C6 C7 173.18(17)
C4 C5 C6 C7 -4.9(3)
N2 C6 C7 C8 -122.8(2)
C5 C6 C7 C8 62.7(3)
N2 C6 C7 C12 60.5(3)
C5 C6 C7 C12 -113.9(2)
C12 C7 C8 C9 -0.1(3)
C6 C7 C8 C9 -176.68(18)
C7 C8 C9 C10 0.9(3)
C8 C9 C10 C11 -0.9(3)
C9 C10 C11 C12 0.0(3)
C10 C11 C12 C7 0.8(3)
C8 C7 C12 C11 -0.8(3)
C6 C7 C12 C11 175.97(18)
C2 C1 N1 C5 0.1(3)
C2 C1 N1 Cu1 -168.17(16)
C4 C5 N1 C1 -1.4(3)
C6 C5 N1 C1 -179.62(17)
C4 C5 N1 Cu1 168.51(16)
C6 C5 N1 Cu1 -9.7(2)
N2 Cu1 N1 C1 -178.52(19)
S1 Cu1 N1 C1 -162.86(15)
Br1 Cu1 N1 C1 0.89(18)
N2 Cu1 N1 C5 12.54(13)
S1 Cu1 N1 C5 28.2(3)
Br1 Cu1 N1 C5 -168.04(13)
C5 C6 N2 N3 -175.23(16)
C7 C6 N2 N3 10.0(3)
C5 C6 N2 Cu1 12.7(2)
C7 C6 N2 Cu1 -162.11(14)
N1 Cu1 N2 C6 -14.16(14)
S1 Cu1 N2 C6 170.00(14)
N1 Cu1 N2 N3 173.91(15)
S1 Cu1 N2 N3 -1.93(13)
N4 C13 N3 N2 -175.89(17)
S1 C13 N3 N2 6.4(2)
C6 N2 N3 C13 -173.28(17)
Cu1 N2 N3 C13 -1.8(2)
N4 C13 S1 Cu1 175.30(15)
N3 C13 S1 Cu1 -7.00(18)
N2 Cu1 S1 C13 3.78(8)
N1 Cu1 S1 C13 -11.8(2)
Br1 Cu1 S1 C13 -175.62(7)
