#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/92/4079249.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_4079249
loop_
_publ_author_name
'Slivarichova, Miriam'
'Reading, Eamonn'
'Haddow, Mairi F.'
'Othman, Hafiizah'
'Owen, Gareth R.'
_publ_section_title
;
 Silver and Palladium Complexes Containing Ditopic N-Heterocyclic
 Carbene--Thione Ligands
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              6595
_journal_paper_doi               10.1021/om300615e
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C42 H40 Ag2 Br2 N8 S2'
_chemical_formula_sum            'C42 H40 Ag2 Br2 N8 S2'
_chemical_formula_weight         1096.50
_chemical_name_common            Complex_6
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 107.529(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.4284(7)
_cell_length_b                   11.4574(6)
_cell_length_c                   15.0842(8)
_cell_measurement_reflns_used    9865
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.31
_cell_measurement_theta_min      2.27
_cell_volume                     2048.21(19)
_computing_cell_refinement       'Bruker Apex II'
_computing_data_collection       'Bruker Apex II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker ShelXTL'
_computing_publication_material  'Bruker ShelXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Apex II kappa 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  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0173
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            111066
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    3.051
_exptl_absorpt_correction_T_max  0.2080
_exptl_absorpt_correction_T_min  0.1708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.728
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4702
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0305
_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)+(0.0288P)²+4.9721P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0761
_reflns_number_gt                4062
_reflns_number_total             4702
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300615e_si_002.cif
_cod_data_source_block           Complex_6_agbrc5bu_0m
_cod_original_sg_symbol_Hall     -P2yn
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4079249
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ag1 Ag 0.08543(2) 0.11760(2) 0.071183(17) 0.02819(8) Uani 1 1 d .
Br1 Br 0.00088(3) -0.06812(3) 0.12359(2) 0.02450(8) Uani 1 1 d .
C1 C 0.0328(2) 0.4218(3) 0.12921(19) 0.0171(6) Uani 1 1 d .
C2 C -0.1213(3) 0.5674(3) 0.0621(2) 0.0213(6) Uani 1 1 d .
H2A H -0.1558 0.5087 0.0137 0.026 Uiso 1 1 calc R
H2B H -0.1217 0.6434 0.0308 0.026 Uiso 1 1 calc R
C3 C 0.0821(3) 0.6118(3) 0.1483(2) 0.0254(7) Uani 1 1 d .
H3 H 0.0773 0.6946 0.1449 0.030 Uiso 1 1 calc R
C4 C 0.1739(3) 0.5488(3) 0.1908(2) 0.0242(7) Uani 1 1 d .
H4 H 0.2465 0.5787 0.2229 0.029 Uiso 1 1 calc R
C5 C 0.2199(2) 0.3369(3) 0.2170(2) 0.0197(6) Uani 1 1 d .
H5A H 0.1766 0.2712 0.2319 0.024 Uiso 1 1 calc R
H5B H 0.2760 0.3624 0.2756 0.024 Uiso 1 1 calc R
C6 C 0.2445(3) 0.2025(3) 0.0969(2) 0.0204(6) Uani 1 1 d .
C7 C 0.3213(3) 0.0979(3) -0.0132(2) 0.0284(7) Uani 1 1 d .
H7A H 0.3717 0.1172 -0.0510 0.034 Uiso 1 1 calc R
H7B H 0.2442 0.0865 -0.0561 0.034 Uiso 1 1 calc R
C8 C 0.4002(3) 0.2825(3) 0.0747(2) 0.0307(7) Uani 1 1 d .
H8 H 0.4616 0.2946 0.0506 0.037 Uiso 1 1 calc R
C9 C 0.3741(3) 0.3472(3) 0.1396(2) 0.0278(7) Uani 1 1 d .
H9 H 0.4132 0.4141 0.1703 0.033 Uiso 1 1 calc R
C10 C -0.1911(2) 0.5770(3) 0.1283(2) 0.0199(6) Uani 1 1 d .
C11 C -0.2674(3) 0.4897(3) 0.1321(2) 0.0268(7) Uani 1 1 d .
H11 H -0.2768 0.4240 0.0920 0.032 Uiso 1 1 calc R
C12 C -0.3299(3) 0.4981(3) 0.1943(3) 0.0303(7) Uani 1 1 d .
H12 H -0.3814 0.4378 0.1968 0.036 Uiso 1 1 calc R
C13 C -0.3178(3) 0.5926(3) 0.2521(2) 0.0279(7) Uani 1 1 d .
H13 H -0.3607 0.5979 0.2944 0.033 Uiso 1 1 calc R
C14 C -0.2430(3) 0.6800(3) 0.2485(2) 0.0316(7) Uani 1 1 d .
H14 H -0.2345 0.7457 0.2884 0.038 Uiso 1 1 calc R
C15 C -0.1800(3) 0.6723(3) 0.1868(2) 0.0281(7) Uani 1 1 d .
H15 H -0.1288 0.7330 0.1847 0.034 Uiso 1 1 calc R
C16 C 0.3610(3) -0.0142(3) 0.0397(2) 0.0252(7) Uani 1 1 d .
C17 C 0.2967(3) -0.1147(3) 0.0160(2) 0.0318(8) Uani 1 1 d .
H17 H 0.2271 -0.1121 -0.0325 0.038 Uiso 1 1 calc R
C18 C 0.3324(3) -0.2185(3) 0.0617(2) 0.0345(8) Uani 1 1 d .
H18 H 0.2876 -0.2869 0.0448 0.041 Uiso 1 1 calc R
C19 C 0.4343(3) -0.2228(3) 0.1330(2) 0.0324(8) Uani 1 1 d .
H19 H 0.4603 -0.2944 0.1637 0.039 Uiso 1 1 calc R
C20 C 0.4973(3) -0.1223(3) 0.1585(2) 0.0320(8) Uani 1 1 d .
H20 H 0.5657 -0.1242 0.2083 0.038 Uiso 1 1 calc R
C21 C 0.4610(3) -0.0185(3) 0.1118(2) 0.0286(7) Uani 1 1 d .
H21 H 0.5051 0.0501 0.1294 0.034 Uiso 1 1 calc R
N1 N -0.0045(2) 0.5337(2) 0.11008(17) 0.0185(5) Uani 1 1 d .
N2 N 0.1438(2) 0.4324(2) 0.17971(17) 0.0180(5) Uani 1 1 d .
N3 N 0.2789(2) 0.2966(2) 0.15278(17) 0.0208(5) Uani 1 1 d .
N4 N 0.3208(2) 0.1952(2) 0.04993(18) 0.0239(6) Uani 1 1 d .
S1 S -0.04495(6) 0.29924(6) 0.09636(5) 0.02082(15) 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 '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_3
C6 Ag1 Br1 139.12(8) .
C6 Ag1 S1 100.57(8) .
Br1 Ag1 S1 105.670(19) .
C6 Ag1 Br1 108.49(8) 3
Br1 Ag1 Br1 95.111(12) 3
S1 Ag1 Br1 103.808(19) 3
Ag1 Br1 Ag1 84.889(12) 3
N1 C1 N2 104.9(2) .
N1 C1 S1 126.2(2) .
N2 C1 S1 128.9(2) .
N1 C2 C10 111.9(2) .
N1 C2 H2A 109.2 .
C10 C2 H2A 109.2 .
N1 C2 H2B 109.2 .
C10 C2 H2B 109.2 .
H2A C2 H2B 107.9 .
C4 C3 N1 107.1(3) .
C4 C3 H3 126.5 .
N1 C3 H3 126.5 .
C3 C4 N2 107.6(3) .
C3 C4 H4 126.2 .
N2 C4 H4 126.2 .
N2 C5 N3 112.5(2) .
N2 C5 H5A 109.1 .
N3 C5 H5A 109.1 .
N2 C5 H5B 109.1 .
N3 C5 H5B 109.1 .
H5A C5 H5B 107.8 .
N4 C6 N3 103.7(3) .
N4 C6 Ag1 129.6(2) .
N3 C6 Ag1 125.2(2) .
N4 C7 C16 111.5(3) .
N4 C7 H7A 109.3 .
C16 C7 H7A 109.3 .
N4 C7 H7B 109.3 .
C16 C7 H7B 109.3 .
H7A C7 H7B 108.0 .
C9 C8 N4 106.8(3) .
C9 C8 H8 126.6 .
N4 C8 H8 126.6 .
C8 C9 N3 106.1(3) .
C8 C9 H9 126.9 .
N3 C9 H9 126.9 .
C15 C10 C11 118.6(3) .
C15 C10 C2 120.8(3) .
C11 C10 C2 120.6(3) .
C12 C11 C10 120.3(3) .
C12 C11 H11 119.9 .
C10 C11 H11 119.9 .
C13 C12 C11 120.5(3) .
C13 C12 H12 119.7 .
C11 C12 H12 119.7 .
C12 C13 C14 119.7(3) .
C12 C13 H13 120.1 .
C14 C13 H13 120.1 .
C13 C14 C15 120.2(3) .
C13 C14 H14 119.9 .
C15 C14 H14 119.9 .
C10 C15 C14 120.7(3) .
C10 C15 H15 119.7 .
C14 C15 H15 119.7 .
C21 C16 C17 119.0(3) .
C21 C16 C7 121.2(3) .
C17 C16 C7 119.8(3) .
C18 C17 C16 120.9(3) .
C18 C17 H17 119.5 .
C16 C17 H17 119.5 .
C17 C18 C19 119.8(4) .
C17 C18 H18 120.1 .
C19 C18 H18 120.1 .
C20 C19 C18 119.5(3) .
C20 C19 H19 120.2 .
C18 C19 H19 120.2 .
C19 C20 C21 120.2(3) .
C19 C20 H20 119.9 .
C21 C20 H20 119.9 .
C16 C21 C20 120.6(3) .
C16 C21 H21 119.7 .
C20 C21 H21 119.7 .
C1 N1 C3 110.3(3) .
C1 N1 C2 125.1(3) .
C3 N1 C2 124.4(3) .
C1 N2 C4 110.1(2) .
C1 N2 C5 125.7(3) .
C4 N2 C5 124.2(3) .
C6 N3 C9 111.4(3) .
C6 N3 C5 122.6(3) .
C9 N3 C5 125.9(3) .
C6 N4 C8 111.9(3) .
C6 N4 C7 122.1(3) .
C8 N4 C7 125.8(3) .
C1 S1 Ag1 111.24(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C6 2.132(3) .
Ag1 Br1 2.5995(4) .
Ag1 S1 2.7334(8) .
Ag1 Br1 2.8645(4) 3
Br1 Ag1 2.8645(4) 3
C1 N1 1.364(4) .
C1 N2 1.365(4) .
C1 S1 1.693(3) .
C2 N1 1.466(4) .
C2 C10 1.510(4) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.339(5) .
C3 N1 1.385(4) .
C3 H3 0.9500 .
C4 N2 1.382(4) .
C4 H4 0.9500 .
C5 N2 1.445(4) .
C5 N3 1.455(4) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 N4 1.345(4) .
C6 N3 1.356(4) .
C7 N4 1.468(4) .
C7 C16 1.514(5) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.343(5) .
C8 N4 1.375(4) .
C8 H8 0.9500 .
C9 N3 1.385(4) .
C9 H9 0.9500 .
C10 C15 1.385(5) .
C10 C11 1.392(4) .
C11 C12 1.391(4) .
C11 H11 0.9500 .
C12 C13 1.369(5) .
C12 H12 0.9500 .
C13 C14 1.378(5) .
C13 H13 0.9500 .
C14 C15 1.387(5) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C21 1.383(5) .
C16 C17 1.386(5) .
C17 C18 1.380(5) .
C17 H17 0.9500 .
C18 C19 1.393(5) .
C18 H18 0.9500 .
C19 C20 1.381(5) .
C19 H19 0.9500 .
C20 C21 1.386(5) .
C20 H20 0.9500 .
C21 H21 0.9500 .
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_4
C6 Ag1 Br1 Ag1 -126.14(12) . 3
S1 Ag1 Br1 Ag1 105.90(2) . 3
Br1 Ag1 Br1 Ag1 0.0 3 3
N1 C3 C4 N2 -0.5(3) . .
Br1 Ag1 C6 N4 94.6(3) . .
S1 Ag1 C6 N4 -136.0(3) . .
Br1 Ag1 C6 N4 -27.4(3) 3 .
Br1 Ag1 C6 N3 -101.4(2) . .
S1 Ag1 C6 N3 28.0(3) . .
Br1 Ag1 C6 N3 136.6(2) 3 .
N4 C8 C9 N3 0.2(4) . .
N1 C2 C10 C15 76.1(4) . .
N1 C2 C10 C11 -103.5(3) . .
C15 C10 C11 C12 -0.7(5) . .
C2 C10 C11 C12 178.9(3) . .
C10 C11 C12 C13 0.5(5) . .
C11 C12 C13 C14 -0.1(5) . .
C12 C13 C14 C15 -0.1(5) . .
C11 C10 C15 C14 0.6(5) . .
C2 C10 C15 C14 -179.0(3) . .
C13 C14 C15 C10 -0.2(5) . .
N4 C7 C16 C21 -51.7(4) . .
N4 C7 C16 C17 128.4(3) . .
C21 C16 C17 C18 -1.5(5) . .
C7 C16 C17 C18 178.5(3) . .
C16 C17 C18 C19 0.1(5) . .
C17 C18 C19 C20 1.6(5) . .
C18 C19 C20 C21 -1.9(5) . .
C17 C16 C21 C20 1.1(5) . .
C7 C16 C21 C20 -178.9(3) . .
C19 C20 C21 C16 0.6(5) . .
N2 C1 N1 C3 0.0(3) . .
S1 C1 N1 C3 179.7(2) . .
N2 C1 N1 C2 -175.8(2) . .
S1 C1 N1 C2 4.0(4) . .
C4 C3 N1 C1 0.4(3) . .
C4 C3 N1 C2 176.2(3) . .
C10 C2 N1 C1 85.5(3) . .
C10 C2 N1 C3 -89.7(3) . .
N1 C1 N2 C4 -0.3(3) . .
S1 C1 N2 C4 180.0(2) . .
N1 C1 N2 C5 179.5(2) . .
S1 C1 N2 C5 -0.3(4) . .
C3 C4 N2 C1 0.5(3) . .
C3 C4 N2 C5 -179.2(3) . .
N3 C5 N2 C1 90.3(3) . .
N3 C5 N2 C4 -90.0(3) . .
N4 C6 N3 C9 0.7(3) . .
Ag1 C6 N3 C9 -166.7(2) . .
N4 C6 N3 C5 -179.8(3) . .
Ag1 C6 N3 C5 12.9(4) . .
C8 C9 N3 C6 -0.6(4) . .
C8 C9 N3 C5 179.9(3) . .
N2 C5 N3 C6 -97.9(3) . .
N2 C5 N3 C9 81.6(4) . .
N3 C6 N4 C8 -0.5(3) . .
Ag1 C6 N4 C8 166.0(2) . .
N3 C6 N4 C7 174.4(3) . .
Ag1 C6 N4 C7 -19.0(4) . .
C9 C8 N4 C6 0.2(4) . .
C9 C8 N4 C7 -174.5(3) . .
C16 C7 N4 C6 -71.5(4) . .
C16 C7 N4 C8 102.7(4) . .
N1 C1 S1 Ag1 149.8(2) . .
N2 C1 S1 Ag1 -30.5(3) . .
C6 Ag1 S1 C1 -2.78(13) . .
Br1 Ag1 S1 C1 145.55(11) . .
Br1 Ag1 S1 C1 -115.00(11) 3 .
